EP0754749A1 - Fabric softeners containing water soluble dyes for reduced staining - Google Patents
Fabric softeners containing water soluble dyes for reduced staining Download PDFInfo
- Publication number
- EP0754749A1 EP0754749A1 EP95202003A EP95202003A EP0754749A1 EP 0754749 A1 EP0754749 A1 EP 0754749A1 EP 95202003 A EP95202003 A EP 95202003A EP 95202003 A EP95202003 A EP 95202003A EP 0754749 A1 EP0754749 A1 EP 0754749A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- color index
- blue
- parts
- fabric softener
- dye
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000002979 fabric softener Substances 0.000 title claims abstract description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 20
- 239000000975 dye Substances 0.000 title claims description 54
- 238000010186 staining Methods 0.000 title description 10
- 230000002829 reductive effect Effects 0.000 title description 3
- 239000000203 mixture Substances 0.000 claims abstract description 68
- 150000001875 compounds Chemical class 0.000 claims abstract description 16
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 claims abstract description 14
- 235000012752 quinoline yellow Nutrition 0.000 claims abstract description 14
- 239000004172 quinoline yellow Substances 0.000 claims abstract description 12
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229940051201 quinoline yellow Drugs 0.000 claims abstract description 12
- 235000012756 tartrazine Nutrition 0.000 claims abstract description 12
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 claims abstract description 12
- 239000004149 tartrazine Substances 0.000 claims abstract description 12
- 229960000943 tartrazine Drugs 0.000 claims abstract description 12
- 239000004744 fabric Substances 0.000 claims description 32
- SXQCTESRRZBPHJ-UHFFFAOYSA-M lissamine rhodamine Chemical compound [Na+].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=C(S([O-])(=O)=O)C=C1S([O-])(=O)=O SXQCTESRRZBPHJ-UHFFFAOYSA-M 0.000 claims description 6
- HUJVUMPYHGYXDS-UHFFFAOYSA-N 2-(2,5-dimethoxy-n-methylsulfonylanilino)-n-[(4-methylphenyl)methyl]acetamide Chemical compound COC1=CC=C(OC)C(N(CC(=O)NCC=2C=CC(C)=CC=2)S(C)(=O)=O)=C1 HUJVUMPYHGYXDS-UHFFFAOYSA-N 0.000 claims description 2
- HKTCVYHTGCMMTJ-UHFFFAOYSA-O benzyl-[4-[[4-[benzyl(ethyl)amino]phenyl]-(5-hydroxy-2,4-disulfophenyl)methylidene]cyclohexa-2,5-dien-1-ylidene]-ethylazanium Chemical compound C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=CC=CC=2)C=2C(=CC(=C(O)C=2)S(O)(=O)=O)S(O)(=O)=O)C=CC=1N(CC)CC1=CC=CC=C1 HKTCVYHTGCMMTJ-UHFFFAOYSA-O 0.000 claims description 2
- UHXQPQCJDDSMCB-UHFFFAOYSA-L disodium;3-[[9,10-dioxo-4-(2,4,6-trimethyl-3-sulfonatoanilino)anthracen-1-yl]amino]-2,4,6-trimethylbenzenesulfonate Chemical compound [Na+].[Na+].CC1=CC(C)=C(S([O-])(=O)=O)C(C)=C1NC(C=1C(=O)C2=CC=CC=C2C(=O)C=11)=CC=C1NC1=C(C)C=C(C)C(S([O-])(=O)=O)=C1C UHXQPQCJDDSMCB-UHFFFAOYSA-L 0.000 claims description 2
- FZUOVNMHEAPVBW-UHFFFAOYSA-L quinoline yellow ws Chemical compound [Na+].[Na+].O=C1C2=CC=CC=C2C(=O)C1C1=NC2=C(S([O-])(=O)=O)C=C(S(=O)(=O)[O-])C=C2C=C1 FZUOVNMHEAPVBW-UHFFFAOYSA-L 0.000 claims description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 23
- 229920000768 polyamine Polymers 0.000 description 20
- 239000000463 material Substances 0.000 description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 150000001204 N-oxides Chemical class 0.000 description 16
- 229920000642 polymer Polymers 0.000 description 14
- 125000000217 alkyl group Chemical group 0.000 description 13
- 150000001412 amines Chemical class 0.000 description 13
- 235000014113 dietary fatty acids Nutrition 0.000 description 13
- -1 ethoxy, propyl Chemical group 0.000 description 13
- 239000000194 fatty acid Substances 0.000 description 13
- 229930195729 fatty acid Natural products 0.000 description 13
- 125000004432 carbon atom Chemical group C* 0.000 description 12
- 150000004665 fatty acids Chemical class 0.000 description 12
- 239000003760 tallow Substances 0.000 description 11
- 239000007788 liquid Substances 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 239000001045 blue dye Substances 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 8
- 235000011187 glycerol Nutrition 0.000 description 8
- 229960005150 glycerol Drugs 0.000 description 8
- 229920000223 polyglycerol Polymers 0.000 description 8
- 239000004615 ingredient Substances 0.000 description 7
- CTRXDTYTAAKVSM-UHFFFAOYSA-O n-ethyl-4-[(4-{ethyl[(3-sulfophenyl)methyl]amino}phenyl)(2-sulfophenyl)methylidene]-n-[(3-sulfophenyl)methyl]cyclohexa-2,5-dien-1-iminium Chemical compound C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S(O)(=O)=O)C=2C(=CC=CC=2)S(O)(=O)=O)C=CC=1N(CC)CC1=CC=CC(S(O)(=O)=O)=C1 CTRXDTYTAAKVSM-UHFFFAOYSA-O 0.000 description 7
- 229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 125000000623 heterocyclic group Chemical group 0.000 description 6
- 125000001183 hydrocarbyl group Chemical group 0.000 description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 5
- 125000002723 alicyclic group Chemical group 0.000 description 5
- 125000002091 cationic group Chemical group 0.000 description 5
- 239000003093 cationic surfactant Substances 0.000 description 5
- 239000002736 nonionic surfactant Substances 0.000 description 5
- 239000002243 precursor Substances 0.000 description 5
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 150000001450 anions Chemical class 0.000 description 4
- 239000003599 detergent Substances 0.000 description 4
- 150000005690 diesters Chemical class 0.000 description 4
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 229960001231 choline Drugs 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 239000003792 electrolyte Substances 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 3
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 3
- 239000003608 nonionic fabric softener Substances 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 description 3
- 235000021357 Behenic acid Nutrition 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000004902 Softening Agent Substances 0.000 description 2
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 2
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 125000005313 fatty acid group Chemical group 0.000 description 2
- 150000002314 glycerols Chemical class 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000004669 nonionic softener Substances 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 150000003138 primary alcohols Chemical class 0.000 description 2
- 150000003333 secondary alcohols Chemical class 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 229940100515 sorbitan Drugs 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 229960002920 sorbitol Drugs 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 1
- MPCAJMNYNOGXPB-SLPGGIOYSA-N 1,5-anhydro-D-glucitol Chemical class OC[C@H]1OC[C@H](O)[C@@H](O)[C@@H]1O MPCAJMNYNOGXPB-SLPGGIOYSA-N 0.000 description 1
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- GECBFCPDQHIKOX-UHFFFAOYSA-N 1-ethenylimidazole;1-ethenylpyrrolidin-2-one Chemical compound C=CN1C=CN=C1.C=CN1CCCC1=O GECBFCPDQHIKOX-UHFFFAOYSA-N 0.000 description 1
- CEQFOVLGLXCDCX-UHFFFAOYSA-N 2-[[4-(dimethylamino)phenyl]diazenyl]benzoic acid Chemical group C1=CC(N(C)C)=CC=C1N=NC1=CC=CC=C1C(O)=O CEQFOVLGLXCDCX-UHFFFAOYSA-N 0.000 description 1
- LYUCYGUJPUGIQI-UHFFFAOYSA-N 2-hydroxy-n,n-dimethyloctadecan-1-amine oxide Chemical compound CCCCCCCCCCCCCCCCC(O)C[N+](C)(C)[O-] LYUCYGUJPUGIQI-UHFFFAOYSA-N 0.000 description 1
- KTSHYTGUXQKBBR-UHFFFAOYSA-N 2-methylpentane;dihydrochloride Chemical compound Cl.Cl.CCCC(C)C KTSHYTGUXQKBBR-UHFFFAOYSA-N 0.000 description 1
- AGNTUZCMJBTHOG-UHFFFAOYSA-N 3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]propane-1,2-diol Chemical compound OCC(O)COCC(O)COCC(O)CO AGNTUZCMJBTHOG-UHFFFAOYSA-N 0.000 description 1
- MSTWJNRTDPVXOC-UHFFFAOYSA-N 4-pentadecylphenol Chemical compound CCCCCCCCCCCCCCCC1=CC=C(O)C=C1 MSTWJNRTDPVXOC-UHFFFAOYSA-N 0.000 description 1
- JEHDNEGUWVKRSU-UHFFFAOYSA-N 4-tridecylphenol Chemical compound CCCCCCCCCCCCCC1=CC=C(O)C=C1 JEHDNEGUWVKRSU-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- BVHLGVCQOALMSV-JEDNCBNOSA-N L-lysine hydrochloride Chemical compound Cl.NCCCC[C@H](N)C(O)=O BVHLGVCQOALMSV-JEDNCBNOSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 206010061926 Purulence Diseases 0.000 description 1
- IYFATESGLOUGBX-YVNJGZBMSA-N Sorbitan monopalmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O IYFATESGLOUGBX-YVNJGZBMSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000003868 ammonium compounds Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 235000012745 brilliant blue FCF Nutrition 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical group [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 1
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000002190 fatty acyls Chemical group 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 125000001924 fatty-acyl group Chemical group 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000002391 heterocyclic compounds Chemical group 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000002636 imidazolinyl group Chemical group 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 238000010412 laundry washing Methods 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- DZJFABDVWIPEIM-UHFFFAOYSA-N n,n-bis(2-hydroxyethyl)dodecan-1-amine oxide Chemical compound CCCCCCCCCCCC[N+]([O-])(CCO)CCO DZJFABDVWIPEIM-UHFFFAOYSA-N 0.000 description 1
- BACGZXMASLQEQT-UHFFFAOYSA-N n,n-diethyldecan-1-amine oxide Chemical compound CCCCCCCCCC[N+]([O-])(CC)CC BACGZXMASLQEQT-UHFFFAOYSA-N 0.000 description 1
- RSVIRMFSJVHWJV-UHFFFAOYSA-N n,n-dimethyloctan-1-amine oxide Chemical compound CCCCCCCC[N+](C)(C)[O-] RSVIRMFSJVHWJV-UHFFFAOYSA-N 0.000 description 1
- FLZHCODKZSZHHW-UHFFFAOYSA-N n,n-dipropyltetradecan-1-amine oxide Chemical compound CCCCCCCCCCCCCC[N+]([O-])(CCC)CCC FLZHCODKZSZHHW-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- WNGXRJQKUYDBDP-UHFFFAOYSA-N n-ethyl-n-methylhexadecan-1-amine oxide Chemical compound CCCCCCCCCCCCCCCC[N+](C)([O-])CC WNGXRJQKUYDBDP-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000000963 oxybis(methylene) group Chemical group [H]C([H])(*)OC([H])([H])* 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940059574 pentaerithrityl Drugs 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical class C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 229950003429 sorbitan palmitate Drugs 0.000 description 1
- 229950011392 sorbitan stearate Drugs 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229960004793 sucrose Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical class CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/40—Dyes ; Pigments
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
Definitions
- the present invention relates to the selection of certain water soluble dyes to be incorporated into liquid fabric softener compositions to reduce staining of fabrics.
- Fabric softening compositions have long been known in the art and are widely utilized by consumers during the rinse cycles of automatic laundry operations.
- fabric softening refers to a process whereby a desirably soft hand and fluffy appearance are imparted to fabrics.
- Dyes are often used in consumer products to provide pleasing aesthetics.
- fabric care products one wants to be able to provide the desired color aesthetics with as little dye as possible to minimize chances for staining clothes.
- WO 94/10285 fabric softening compositions comprising a dye system with water soluble Liquitint R dyes.
- Liquitint R dyes available from Milliken Chemical Co., also reduce staining as disclosed in said WO 94/10285, however a disadvantage of Liquitint R dyes is its color strength. It appears that the color strength of Liquitint R is very low and thus in order to obtain a satisfactory level of colorant in a finished fabric softener product, one need to add high amounts of said Liquitint R dye. In case a consumer spills the fabric softener product containing this Liquitint R dye onto a fabric, unacceptable staining problems occur. Subsequently, the consumer had to wash the fabric several times in order to remove the stain and often it turned out not to have the desired results viz. removal of the stain.
- a solution to this problem is found in the present invention based on the discovery that water soluble dyes Vitasyn R , which are available from Hoechst, reduce staining via an increased ease of stain removal from fabrics. Said water soluble dyes when applied in fabric softening compositions also give less hueing than with conventional dyes.
- Vitasyn R dyes are known as colorants in food, however nowhere is disclosed that Vitasyn R dyes can be used in liquid fabric softener compositions leading to a reduced staining potential. In addition, it appears that the presence of Vitasyn R dyes in the fabric softener compositions surprisingly also leads to less hueing on fabrics.
- the present invention relates to fabric softener compositions especially liquid fabric softener compositions, comprising a water soluble dye system.
- This dye system comprises dyes selected from the group consisting of :
- Vitasyn R dyes Patent Blue V85 and Ponceau or Patent Blue AE85 and Ponceau.
- Said dyes are to be mixed at a certain level and ratio viz. the dyes are present from 0.1ppm to 1000 ppm, preferably from 1ppm to 100ppm while the ratio of the present dyes ranges from 19:1 to 1:19.
- the present invention is concerned with fabric softener compositions comprising
- the dyes according to the invention can also be mixed with other commercially available conventional dyes which are for instance Acid Red 52 with color index no. 45100, Acid Yellow 3 with color index no. 47005, Acid Blue 127 with color index no. 61135, Acid Blue 5 with color index no. 42051, Acid Blue 80 with color index no. 61585 and mixtures thereof.
- the pH of the composition is less than about 6, preferably less than about 4 and more preferably from 1.8 to 3.5.
- Patent Blue V85/V50 can be mixed with 3 parts Acid Red 52 or 2 parts Blue AE85 can be mixed with 3 parts Acid Red 52.
- the Vitasyn R dyes are highly water-soluble. So a high color intensity is possible because of the high color strength of the Vitasyn R dyes itself. Consequently only small amounts of the respective Vitasyn R dye is needed to obtain the desired color in the finished fabric softening product.
- the dyes are water soluble and non-reactive and are therefore compatible with fragrances and preservatives and tend not to complex with other usual ingredients of the composition.
- the dyes are stable in a wide pH range, especially at a lower pH in the range of 1.8 to 3.5 which is important in especially biodegradable softener compositions.
- the dyes can be added to the composition at any point during the processing including into the water seat, after the addition of electrolyte (hot) or post-addition to the cooled product or mixed with any other raw material prior to the addition into the final mix.
- Fabric conditioning compositions in particular fabric softening compositions to be used in the rinse cycle of laundry washing processes, are well known.
- the fabric softening materials may be selected from cationic, nonionic, amphoteric or anionic fabric softening material.
- compositions of the present invention preferably comprise from 1 to 80% by weight of fabric softening active, more preferably from 2 to 70% by weight, most preferably from 5 to 50% by weight of the composition.
- compositions typically contain a water-insoluble quaternary-ammonium fabric softening active, the most commonly used having been di-long alkyl chain ammonium chloride.
- the alkyl, or alkenyl, chain T 1 , T 2 , T 3 , T 4 , T 5 must contain at least 11 carbon atoms, preferably at least 16 carbon atoms.
- the chain may be straight or branched.
- Tallow is a convenient and inexpensive source of long chain alkyl and alkenyl material.
- the compounds wherein T 1 , T 2 , T 3 , T 4 , T 5 represents the mixture of long chain materials typical for tallow are particularly preferred.
- quaternary ammonium compounds suitable for use in the aqueous fabric softening compositions herein include :
- compounds 1-7 are examples of compounds of Formula (I); compound 8 is a compound of Formula (II).
- N,N-di(tallowoyl-oxy-ethyl)-N,N-dimethyl ammonium chloride where the tallow chains are at least partially unsaturated.
- the level of unsaturation of the tallow chain can be measured by the Iodine Value (IV) of the corresponding fatty acid, which in the present case should preferably be in the range of from 5 to 100 with two categories of compounds being distinguished, having a IV below or above 25.
- IV Iodine Value
- the anion is merely present as a counterion of the positively charged quaternary ammonium compounds.
- the nature of the counterion is not critical at all to the practice of the present invention. The scope of this invention is not considered limited to any particular anion.
- amine precursors thereof is meant the secondary or tertiary amines corresponding to the above quaternary ammonium compounds, said amines being substantially protonated in the present compositions due to the claimed pH values.
- the quaternary ammonium or amine precursors compounds herein are present at levels of from about 1% to about 80% of compositions herein, depending on the composition execution which can be dilute with a preferred level of active from about 5% to about 15%, or concentrated, with a preferred level of active from about 15% to about 50%, most preferably about 15% to about 35%.
- Fully formulated fabric softening compositions can contain polymers having a partial or net cationic charge.
- Such polymers can be used at levels of from 0.001% to 10%, preferably 0.01% to 2% by weight of the compositions.
- Such polymers having a partial cationic charge can be polyamine N-oxide containing polymers which contain units having the following structure formula (A): wherein P is a polymerisable unit, whereto the R-N ⁇ O group can be attached to or wherein the R-N ⁇ O group forms part of the polymerisable unit or a combination of both.
- the N ⁇ O group can be represented by the following general structures : wherein R 1 , R 2 , and R 3 are aliphatic groups, aromatic, heterocyclic or alicyclic groups or combinations thereof, x or/and y or/and z is 0 or 1 and wherein the nitrogen of the N ⁇ O group can be attached or wherein the nitrogen of the N ⁇ O group forms part of these groups.
- the N ⁇ O group can be part of the polymerisable unit (P) or can be attached to the polymeric backbone or a combination of both.
- Suitable polyamine N-oxides wherein the N ⁇ O group forms part of the polymerisable unit comprise polyamine N-oxides wherein R is selected from aliphatic, aromatic, alicyclic or heterocyclic groups.
- polyamine N-oxides comprises the group of polyamine N-oxides wherein the nitrogen of the N ⁇ O group forms part of the R-group.
- Preferred polyamine N-oxides are those wherein R is a heterocyclic group such as pyrridine, pyrrole, imidazole, pyrrolidine, piperidine, quinoline, acridine and derivatives thereof.
- Another class of said polyamine N-oxides comprises the group of polyamine N-oxides wherein the nitrogen of the N ⁇ O group is attached to the R-group.
- polyamine N-oxides are the polyamine oxides whereto the N ⁇ O group is attached to the polymerisable unit.
- Preferred class of these polyamine N-oxides are the polyamine N-oxides having the general formula (A) wherein R is an aromatic, heterocyclic or alicyclic groups wherein the nitrogen of the N ⁇ O functional group is part of said R group.
- polyamine N-oxides are the polyamine oxides having the general formula (A) wherein R are aromatic, heterocyclic or alicyclic groups wherein the nitrogen of the N ⁇ O functional group is attached to said R groups.
- polyamine oxides wherein R groups can be aromatic such as phenyl.
- Any polymer backbone can be used as long as the amine oxide polymer formed is water-soluble and has dye transfer inhibiting properties.
- suitable polymeric backbones are polyvinyls, polyalkylenes, polyesters, polyethers, polyamide, polyimides, polyacrylates and mixtures thereof.
- the amine N-oxide polymers useful herein typically have a ratio of amine to the amine N-oxide of about 10:1 to about 1:1000000.
- the amount of amine oxide groups present in the polyamine N-oxide containing polymer can be varied by appropriate copolymerization or by appropriate degree of N-oxidation.
- the ratio of amine to amine N-oxide is from about 2:3 to about 1:1000000. More preferably from about 1:4 to about 1:1000000, most preferably from about 1:7 to about 1:1000000.
- the polymers of the present invention actually encompass random or block copolymers where one monomer type is an amine N-oxide and the other monomer type is either an amine N-oxide or not.
- the amine oxide unit of the polyamine N-oxides has a PKa ⁇ 10, preferably PKa ⁇ 7, more preferred PKa ⁇ 6.
- the polyamine N-oxide containing polymer can be obtained in almost any degree of polymerisation.
- the degree of polymerisation is not critical provided the material has the desired water-solubility and dye-suspending power.
- the average molecular weight of the polyamine N-oxide containing polymer is within the range of about 500 to about 1000,000; preferably from about 1,000 to about 50,000, more preferably from about 2,000 to about 30,000, most preferably from about 3,000 to about 20,000.
- Such polymers having a net cationic charge include polyvinylpyrrolidone (PVP) as well as copolymers of N-vinylimidazole N-vinyl pyrrolidone, having an average molecular weight range in the range about 5,000 to about 100,000,preferably about 5,000 to about 50,000; said copolymers having a molar ratio of N-vinylimidazole to N-vinylpyrrolidone from about 1 to about 0.2, preferably from about 0.8 to about 0.3.
- PVP polyvinylpyrrolidone
- copolymers of N-vinylimidazole N-vinyl pyrrolidone having an average molecular weight range in the range about 5,000 to about 100,000,preferably about 5,000 to about 50,000; said copolymers having a molar ratio of N-vinylimidazole to N-vinylpyrrolidone from about 1 to about 0.2, preferably from about 0.8 to about 0.3.
- Additional softening agents which are nonionic fabric softener materials.
- nonionic fabric softener materials typically have a HLB of from about 2 to about 9, more typically from about 3 to about 7.
- Such nonionic fabric softener materials tend to be readily dispersed either by themselves, or when combined with other materials such as single-long-chain alkyl cationic surfactant described in detail hereinafter. Dispersibility can be improved by using more single-long-chain alkyl cationic surfactant, mixture with other materials as set forth hereinafter, use of hotter water, and/or more agitation.
- the materials selected should be relatively crystalline, higher melting, (e.g. >40°C) and relatively water-insoluble.
- the level of optional nonionic softener in the compositions herein is typically from about 0.1% to about 10%, preferably from about 1% to about 5%.
- Preferred nonionic softeners are fatty acid partial esters of polyhydric alcohols, or anhydrides thereof, wherein the alcohol, or anhydride, contains from 2 to 18, preferably from 2 to 8, carbon atoms, and each fatty acid moiety contains from 12 to 30, preferably from 16 to 20, carbon atoms.
- such softeners contain from one to 3, preferably 2 fatty acid groups per molecule.
- the polyhydric alcohol portion of the ester can be ethylene glycol, glycerol, poly (e.g., di-, tri-, tetra, penta-, and/or hexa-) glycerol, xylitol, sucrose, erythritol, pentaerythritol, sorbitol or sorbitan. Sorbitan esters and polyglycerol monostearate are particularly preferred.
- the fatty acid portion of the ester is normally derived from fatty acids having from 12 to 30, preferably from 16 to 20, carbon atoms, typical examples of said fatty acids being lauric acid, myristic acid, palmitic acid, stearic acid and behenic acid.
- Highly preferred optional nonionic softening agents for use in the present invention are the sorbitan esters, which are esterified dehydration products of sorbitol, and the glycerol esters.
- sorbitan monostearate is a suitable material. Mixtures of sorbitan stearate and sorbitan palmitate having stearate/palmitate weigt ratios varying between about 10:1 and about 1:10, and 1,5-sorbitan esters are also useful.
- Glycerol and polyglycerol esters especially glycerol, diglycerol, triglycerol, and polyglycerol mono- and/or di- esters, preferably mono-, are preferred herein (e.g. polyglycerol monostearate with a trade name of Radiasurf 7248).
- Useful glycerol and polyglycerol esters include mono- esters with stearic, oleic, palmitic, lauric, isostearic, myristic, and/or behenic acids and the diesters of stearic, oleic, palmitic, lauric, isostearic, behenic, and/or myristic acids. It is understood that the typical mono- ester ester contains some di- and tri-ester, etc.
- the "glycerol esters” also include the polyglycerol, e.g., diglycerol through octaglycerol esters.
- the polyglycerol polyols are formed by condensing glycerin or epichlorohydrin together to link the glycerol moieties via ether linkages.
- the mono- and/or diesters of the polyglycerol polyols are preferred, the fatty acyl groups typically being those described hereinbefore for the sorbitan and glycerol esters.
- compositions of the unsaturated material of Formula (I) and (II) above can be prepared that are stable without the addition of concentration aids
- the concentrated compositions of the present invention may require organic and/or inorganic concentration aids to go to even higher concentrations and/or to meet higher stability standards depending on the other ingredients.
- Surfactant concentration aids are typically selected from the group consisting of single long chain alkyl cationic surfactants; nonionic surfactants; amine oxides; fatty acids; or mixtures thereof, typically used at a level of from 0 to about 15% of the composition.
- Such mono-long-chain-alkyl cationic surfactants useful in the present invention are, preferably, quaternary ammonium salts of the general formula : [R 2 N + R 3 ] X - wherein the R 2 group is C 10 -C 22 hydrocarbon group, preferably C 12 -C 18 alkyl group of the corresponding ester linkage interrupted group with a short alkylene (C 1 -C 4 ) group between the ester linkage and the N, and having a similar hydrocarbon group, e.g., a fatty acid ester of choline, preferably C 12 -C 14 (coco) choline ester and/or C 16 -C 18 tallow choline ester at from about 0.1% to about 20% by weight of the softener active.
- R 2 group is C 10 -C 22 hydrocarbon group, preferably C 12 -C 18 alkyl group of the corresponding ester linkage interrupted group with a short alkylene (C 1 -C 4 ) group between
- Each R is a C 1 -C 4 alkyl or substituted (e.g., hydroxy) alkyl, or hydrogen, preferably methyl, and the counterion X - is a softener compatible anion, for example, chloride, bromide, methyl sulfate, etc.
- cationic materials with ring structures such as alkyl imidazoline, imidazolinium, pyridine, and pyridinium salts having a single C 12 -C 30 alkyl chain can also be used. Very low pH is required to stabilize, e.g., imidazoline ring structures.
- alkyl imidazolinium salts and their imidazoline precursors useful in the present invention have the general formula : wherein Y 2 is -C(O)-O-, -O-(O)C-, -C(O)-N(R 5 )-, or -N(R 5 )-C(O)- in which R 5 is hydrogen or a C 1 -C 4 alkyl radical; R 6 is a C 1 -C 4 alkyl radical or H (for imidazoline precursors); R 7 and R 8 are each independently selected from R and R 2 as defined hereinbefore for the single-long-chain cationic surfactant with only one being R 2 .
- alkyl pyridinium salts useful in the present invention have the general formula : wherein R 2 and X- are as defined above.
- a typical material of this type is cetyl pyridinium chloride.
- Nonionic Surfactant Alkoxylated Materials
- Suitable nonionic surfactants for use herein include addition products of ethylene oxide and, optionally, propylene oxide, with fatty alcohols, fatty acids, fatty amines, etc.
- Suitable compounds are substantially water-soluble surfactants of the general formula : R 2 - Y - (C 2 H 4 O) z - C 2 H 4 OH wherein R 2 is selected from the group consisting of primary, secondary and branched chain alkyl and/or acyl hydrocarbyl groups; primary, secondary and branched chain alkenyl hydrocarbyl groups; and primary, secondary and branched chain alkyl- and alkenyl-substituted phenolic hydrocarbyl groups; said hydrocarbyl groups having a hydrocarbyl chain length of from 8 to 20, preferably from 10 to 18 carbon atoms.
- Y is typically -O-, -C(O)O-, -C(O)N(R)-, or - C(O)N(R)R-, in which R 2 and R, when present, have the meanings given hereinbefore, and/or R can be hydrogen, and z is at least 8, preferably at least 10-11.
- nonionic surfactants herein are characterized by an HLB (hydrophilic-lipophilic balance) of from 7 to 20, preferably from 8 to 15.
- HLB hydrophilic-lipophilic balance
- nonionic surfactants examples include buthionic surfactants
- Suitable amine oxides include those with one alkyl or hydroxyalkyl moiety of 8 to 28 carbon atoms, preferably from 8 to 16 carbon atoms, and two alkyl moieties selected from the group consisting of alkyl groups and hydroxyalkyl groups with 1 to 3 carbon atoms.
- Examples include dimethyloctylamine oxide, diethyldecylamine oxide, bis-(2-hydroxyethyl)dodecylamine oxide, dimethyldodecyl-amine oxide, dipropyltetradecylamine oxide, methylethylhexadecylamine oxide, dimethyl-2-hydroxyoctadecylamine oxide, and coconut fatty alkyl dimethylamine oxide.
- Suitable fatty acids include those containing from 12 to 25, preferably from 16 to 20 total carbon atoms, with the fatty moiety containing from 10 to 22, preferably from 10 to 14 (mid cut), carbon atoms.
- the shorter moiety contains from 1 to 4, preferably from 1 to 2 carbon atoms.
- Inorganic viscosity control agents which can also act like or augment the effect of the surfactant concentration aids, include water-soluble, ionizable salts which can also optionally be incorporated into the compositions of the present invention.
- ionizable salts can be used. Examples of suitable salts are the halides of the Group IA and IIA metals of the Periodic Table of the Elements, e.g., calcium chloride, magnesium chloride, sodium chloride, potassium bromide, and lithium chloride.
- the ionizable salts are particularly useful during the process of mixing the ingredients to make the compositions herein, and later to obtiain the desired viscosity.
- the amount of ionizable salts used depends on the amount of active ingredients used in the compositions and can be adjusted according to the desires of the formulator. Typical levels of salts used to control the composition viscosity are from about 20 to about 20,000 parts per million (ppm), preferably from about 20 to about 11,000 ppm, by weight of the composition.
- Alkylene polyammonium salts can be incorporated into the composition to give viscosity control in addition to or in place of the water-soluble, ionizable salts above.
- these agents can act as scavengers, forming ion pairs with anionic detergent carried over from the main wash, in the rinse, and on the fabrics, and may improve softness performance. These agents may stabilize the viscosity over a broader range of temperature, especially at low temperatures, compared to the inorganic electrolytes.
- alkylene polyammonium salts include l-lysine monohydrochloride and 1,5-diammonium 2-methyl pentane dihydrochloride.
- the liquid carrier employed in the instant compositions is preferably at least primarily water due to its low cost relative availability, safety, and environmental compatibility.
- the level of water in the liquid carrier is preferably at least about 50%, most preferably at least about 60%, by weight of the carrier.
- Mixtures of water and low molecular weight, e.g., ⁇ about 200, organic solvent, e.g., lower alcohol such as ethanol, propanol, isopropanol or butanol are useful as the carrier liquid.
- Low molecular weight alcohols include monohydric, dihydric (glycol, etc.) trihydric (glycerol, etc.), and higher polyhydric (polyols) alcohols.
- Still other optional ingredients are stabilizers, such as well known antioxidants and reductive agents, Soil Release Polymers, thickeners, emulsifiers, bacteriocides, colorants, perfumes, preservatives, optical brighteners, anti ionisation agents, antifoam agents, enzymes and the like.
- stabilizers such as well known antioxidants and reductive agents, Soil Release Polymers, thickeners, emulsifiers, bacteriocides, colorants, perfumes, preservatives, optical brighteners, anti ionisation agents, antifoam agents, enzymes and the like.
- Stains with fabric softening product were made on dry and wet fabrics as well.
- the fabric softening product contains either commercial available current used dyes or Vitasyn R dyes according to the invention. Of the fabrics replicas were made and delivered into four legs viz.
- Vitasyn blue dye delivers a significant improvement in terms of staining. Stains with Vitasyn Blue are fully removed at 40°C or at 60°C wash, as opposed to the current (reference) blue dye.
- Vitasyn blue dye has a directionally better hueing profile than current reference blue dye (the higher the number, the less hueing).
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Abstract
The current invention relates to a fabric softener composition comprising :
- (a) from 1% to 50% by weight of a fabric softener active compound and
- (b) a water soluble dye system characterized in that the dye system comprises a dye selected from the group consisting of :
- 1. Quinoline Yellow 70 with color index no. 47005;
- 2. Tartrazine XX90 with color index no. 19140;
- 3. Orange RGL90 with color index no. 15985;
- 4. Ponceau 4RC82 with color index no. 16255;
- 5. Blue AE85 with color index no. 42090;
- 6. Patent Blue V85/V50 with color index no. 42051; and
- 7. mixtures thereof.
Description
- The present invention relates to the selection of certain water soluble dyes to be incorporated into liquid fabric softener compositions to reduce staining of fabrics.
- Liquid fabric softening compositions have long been known in the art and are widely utilized by consumers during the rinse cycles of automatic laundry operations. The term "fabric softening" as used herein and as known in the art refers to a process whereby a desirably soft hand and fluffy appearance are imparted to fabrics.
- Dyes are often used in consumer products to provide pleasing aesthetics. In the case of fabric care products, one wants to be able to provide the desired color aesthetics with as little dye as possible to minimize chances for staining clothes. Thus, one likes to be able to formulate with as low a level of dye as possible, yet provide a pleasant color aesthetic.
- In WO 94/10285 is disclosed fabric softening compositions comprising a dye system with water soluble LiquitintR dyes. LiquitintR dyes, available from Milliken Chemical Co., also reduce staining as disclosed in said WO 94/10285, however a disadvantage of LiquitintR dyes is its color strength. It appears that the color strength of LiquitintR is very low and thus in order to obtain a satisfactory level of colorant in a finished fabric softener product, one need to add high amounts of said LiquitintR dye.
In case a consumer spills the fabric softener product containing this LiquitintR dye onto a fabric, unacceptable staining problems occur. Subsequently, the consumer had to wash the fabric several times in order to remove the stain and often it turned out not to have the desired results viz. removal of the stain. - Therefore a new dye system is certainly needed to meet consumer acceptance regarding this problem. A solution to this problem is found in the present invention based on the discovery that water soluble dyes VitasynR, which are available from Hoechst, reduce staining via an increased ease of stain removal from fabrics. Said water soluble dyes when applied in fabric softening compositions also give less hueing than with conventional dyes.
- Said VitasynR dyes are known as colorants in food, however nowhere is disclosed that VitasynR dyes can be used in liquid fabric softener compositions leading to a reduced staining potential. In addition, it appears that the presence of VitasynR dyes in the fabric softener compositions surprisingly also leads to less hueing on fabrics.
- The present invention relates to fabric softener compositions especially liquid fabric softener compositions, comprising a water soluble dye system. This dye system comprises dyes selected from the group consisting of :
- 1. Quinoline Yellow 70 with color index no. 47005;
- 2. Tartrazine XX90 with color index no. 19140;
- 3. Orange RGL90 with color index no. 15985;
- 4. Ponceau 4RC82 with color index no. 16255;
- 5. Blue AE85 with color index no. 42090;
- 6. Patent Blue V85/V50 with color index no. 42051;
- 7. Green LFS;
- 8. Green LFS 01; and
- 9. mixtures thereof.
- Most preferred in a composition are the combinations of VitasynR dyes Patent Blue V85 and Ponceau or Patent Blue AE85 and Ponceau.
Said dyes are to be mixed at a certain level and ratio viz. the dyes are present from 0.1ppm to 1000 ppm, preferably from 1ppm to 100ppm while the ratio of the present dyes ranges from 19:1 to 1:19. - The present invention is concerned with fabric softener compositions comprising
- (a) from 1% to 50% by weight of a fabric softener active compound and
- (b) a water soluble dye system characterized in that the dye system comprises a dye selected from the group consisting of :
- 1. Quinoline Yellow 70 with color index no. 47005;
- 2. Tartrazine XX90 with color index no. 19140;
- 3. Orange RGL90 with color index no. 15985;
- 4. Ponceau 4RC82 with color index no. 16255;
- 5. Blue AE85 with color index no. 42090;
- 6. Patent Blue V85/V50 with color index no. 42051; and
- 7. mixtures thereof.
- a)4 parts Patent Blue V85/V50 with color index no. 42051 and 1 part Ponceau 4RC82 with color index no. 16255 or
- b)4 parts Blue AE85 with color index no. 42090 and 1 part Ponceau 4RC82 with color index no. 16255.
- Other preferred dye systems depending on the desired color to be obtained are
- 1) a system consisting of
- a) Tartrazine XX90 with color index no. 19140 or
- b) Quinoline Yellow 70 with color index no. 47005.
- 2) a system consisting of
- a)2 parts Patent Blue V85/V50 with color index no. 42051 and 3 parts Tartrazine XX90 with color index no. 19140 or
- b)2 parts Patent Blue V85/V50 with color index no. 42051 and 3 parts Quinoline Yellow 70 with color index no. 47005 or
- c)2 parts Blue AE85 with color index no. 42090 and 3 parts Tartrazine XX90 with color index no. 19140, or
- d)2 parts Blue AE85 with color index no. 42090 and 3 parts Quinoline Yellow 70 with color index no. 47005.
- 3) a system consisting of
- a)1 part Tartrazine XX90 with color index no. 19140 and 1 part Ponceau 4RC82 with color index no. 16255, or
- b)1 part Quinoline Yellow 70 with color index no. 47005 and 1 part Ponceau 4RC82 with color index no. 16255.
- The dyes according to the invention can also be mixed with other commercially available conventional dyes which are for instance Acid Red 52 with color index no. 45100, Acid Yellow 3 with color index no. 47005, Acid Blue 127 with color index no. 61135, Acid Blue 5 with color index no. 42051, Acid Blue 80 with color index no. 61585 and mixtures thereof.
- Furthermore, the pH of the composition is less than about 6, preferably less than about 4 and more preferably from 1.8 to 3.5.
- For example, 2 parts Patent Blue V85/V50 can be mixed with 3 parts Acid Red 52 or 2 parts Blue AE85 can be mixed with 3 parts Acid Red 52.
- The VitasynR dyes, above mentioned according to the invention, are highly water-soluble. So a high color intensity is possible because of the high color strength of the VitasynR dyes itself. Consequently only small amounts of the respective VitasynR dye is needed to obtain the desired color in the finished fabric softening product.
- The dyes are water soluble and non-reactive and are therefore compatible with fragrances and preservatives and tend not to complex with other usual ingredients of the composition.
The dyes are stable in a wide pH range, especially at a lower pH in the range of 1.8 to 3.5 which is important in especially biodegradable softener compositions. - The dyes can be added to the composition at any point during the processing including into the water seat, after the addition of electrolyte (hot) or post-addition to the cooled product or mixed with any other raw material prior to the addition into the final mix.
- Fabric conditioning compositions, in particular fabric softening compositions to be used in the rinse cycle of laundry washing processes, are well known.
- The fabric softening materials may be selected from cationic, nonionic, amphoteric or anionic fabric softening material.
- Compositions of the present invention preferably comprise from 1 to 80% by weight of fabric softening active, more preferably from 2 to 70% by weight, most preferably from 5 to 50% by weight of the composition.
- Typically, such compositions contain a water-insoluble quaternary-ammonium fabric softening active, the most commonly used having been di-long alkyl chain ammonium chloride.
- In recent years, the need has arisen for more environmentally-friendly materials, and rapidly biodegradable quaternary ammonium compounds have been presented as alternatives to the traditionaly used di-long chain ammonium chlorides. Such quaternary ammonium compounds contain long chain alk(en)yl groups interrupted by functional groups such as carboxy groups.
- Said materials and fabric softening compositions containing them are disclosed in numerous publications such as EPA 040 562, and EPA 239 910.
- In EPA 239 910, it has been disclosed that a pH range of from 2.5 to 4.2 provides optimum storage stability to said rapidly biodegradable ammonium compounds.
-
- R1 is (CH2)n-Q-T2 or T3;
- R2 is (CH2)m-Q-T4 or T5 or R3;
- R3 is C1-C4 alkyl or C1-C4 hydroxyalkyl or H;
- R4 is H or C1-C4 alkyl or C1-C4 hydroxyalkyl;
- T1, T2, T3, T4, T5 are (the same or different) C11-C22 alkyl or alkenyl;
- n and m are integers from 1 to 4; and
- X- is a softener-compatible anion.
- The alkyl, or alkenyl, chain T1, T2, T3, T4, T5 must contain at least 11 carbon atoms, preferably at least 16 carbon atoms. The chain may be straight or branched.
- Tallow is a convenient and inexpensive source of long chain alkyl and alkenyl material. The compounds wherein T1, T2, T3, T4, T5 represents the mixture of long chain materials typical for tallow are particularly preferred.
- Specific examples of quaternary ammonium compounds suitable for use in the aqueous fabric softening compositions herein include :
- 1) N,N-di(tallowoyl-oxy-ethyl)-N,N-dimethyl ammonium chloride;
- 2) N,N-di(tallowoyl-oxy-ethyl)-N-methyl, N-(2-hydroxyethyl);
- 3) N,N-di(2-tallowyloxy-2-oxo-ethyl)-N,N-dimethyl ammonium chloride;
- 4) N,N-di(2-tallowyloxyethylcarbonyloxyethyl)-N,N-dimethyl ammonium chloride;
- 5) N-(2-tallowoyloxy-2-ethyl)-N-(2-tallowyloxy-2-oxo-ethyl)-N,N-dimethyl ammonium chloride;
- 6) N,N,N-tri(tallowyl-oxy-ethyl)-N-methyl ammonium chloride;
- 7) N-(2-tallowyloxy-2-oxoethyl)-N-(tallowyl-N,N-dimethyl-ammonium chloride; and
- 8) 1,2-ditallowyl oxy-3-trimethylammoniopropane chloride.; and mixtures of any of the above materials.
- Of these, compounds 1-7 are examples of compounds of Formula (I); compound 8 is a compound of Formula (II).
- Particularly preferred is N,N-di(tallowoyl-oxy-ethyl)-N,N-dimethyl ammonium chloride, where the tallow chains are at least partially unsaturated.
- The level of unsaturation of the tallow chain can be measured by the Iodine Value (IV) of the corresponding fatty acid, which in the present case should preferably be in the range of from 5 to 100 with two categories of compounds being distinguished, having a IV below or above 25.
- Indeed, for compounds of Formula (I) made from tallow fatty acids having a IV of from 5 to 25, preferably 15 to 20, it has been found that a cis/trans isomer weight ratio greater than about 30/70, preferably greater than about 50/50 and more preferably greater than about 70/30 provides optimal concentrability.
- For compounds of Formula (I) made from tallow fatty acids having a IV of above 25, the ratio of cis to trans isomers has been found to be less critical unless very high concentrations are needed.
- Other examples of suitable quaternary ammoniums of Formula (I) and (II) are obtained by, e.g. :
- replacing "tallow" in the above compounds with, for example, coco, palm, lauryl, oleyl, ricinoleyl, stearyl, palmityl, or the like, said fatty acyl chains being either fully saturated, or preferably at least partly unsaturated;
- replacing "methyl" in the above compounds with ethyl, ethoxy, propyl, propoxy, isopropyl, butyl, isobutyl or t-butyl;
- replacing "chloride" in the above compounds with bromide, methylsulfate, formate, sulfate, nitrate, and the like.
- In fact, the anion is merely present as a counterion of the positively charged quaternary ammonium compounds. The nature of the counterion is not critical at all to the practice of the present invention. The scope of this invention is not considered limited to any particular anion.
- By "amine precursors thereof" is meant the secondary or tertiary amines corresponding to the above quaternary ammonium compounds, said amines being substantially protonated in the present compositions due to the claimed pH values.
- The quaternary ammonium or amine precursors compounds herein are present at levels of from about 1% to about 80% of compositions herein, depending on the composition execution which can be dilute with a preferred level of active from about 5% to about 15%, or concentrated, with a preferred level of active from about 15% to about 50%, most preferably about 15% to about 35%.
- Fully formulated fabric softening compositions can contain polymers having a partial or net cationic charge.
- Such polymers can be used at levels of from 0.001% to 10%, preferably 0.01% to 2% by weight of the compositions.
- Such polymers having a partial cationic charge can be polyamine N-oxide containing polymers which contain units having the following structure formula (A):
- A is
- R are aliphatic, ethoxylated aliphatics, aromatic, heterocyclic or alicyclic groups or any combination thereof whereto the nitrogen of the N→O group can be attached or wherein the nitrogen of the N→O group is part of these groups.
- The N→O group can be represented by the following general structures :
- The N→O group can be part of the polymerisable unit (P) or can be attached to the polymeric backbone or a combination of both.
- Suitable polyamine N-oxides wherein the N→O group forms part of the polymerisable unit comprise polyamine N-oxides wherein R is selected from aliphatic, aromatic, alicyclic or heterocyclic groups.
- One class of said polyamine N-oxides comprises the group of polyamine N-oxides wherein the nitrogen of the N→O group forms part of the R-group. Preferred polyamine N-oxides are those wherein R is a heterocyclic group such as pyrridine, pyrrole, imidazole, pyrrolidine, piperidine, quinoline, acridine and derivatives thereof.
- Another class of said polyamine N-oxides comprises the group of polyamine N-oxides wherein the nitrogen of the N→O group is attached to the R-group.
- Other suitable polyamine N-oxides are the polyamine oxides whereto the N→O group is attached to the polymerisable unit.
- Preferred class of these polyamine N-oxides are the polyamine N-oxides having the general formula (A) wherein R is an aromatic, heterocyclic or alicyclic groups wherein the nitrogen of the N→O functional group is part of said R group.
- Examples of these classes are polyamine oxides wherein R is a heterocyclic compound such as pyrridine, pyrrole, imidazole and derivatives thereof.
- Another preferred class of polyamine N-oxides are the polyamine oxides having the general formula (A) wherein R are aromatic, heterocyclic or alicyclic groups wherein the nitrogen of the N→O functional group is attached to said R groups.
- Examples of these classes are polyamine oxides wherein R groups can be aromatic such as phenyl.
- Any polymer backbone can be used as long as the amine oxide polymer formed is water-soluble and has dye transfer inhibiting properties. Examples of suitable polymeric backbones are polyvinyls, polyalkylenes, polyesters, polyethers, polyamide, polyimides, polyacrylates and mixtures thereof.
- The amine N-oxide polymers useful herein typically have a ratio of amine to the amine N-oxide of about 10:1 to about 1:1000000. However the amount of amine oxide groups present in the polyamine N-oxide containing polymer can be varied by appropriate copolymerization or by appropriate degree of N-oxidation. Preferably, the ratio of amine to amine N-oxide is from about 2:3 to about 1:1000000. More preferably from about 1:4 to about 1:1000000, most preferably from about 1:7 to about 1:1000000. The polymers of the present invention actually encompass random or block copolymers where one monomer type is an amine N-oxide and the other monomer type is either an amine N-oxide or not. The amine oxide unit of the polyamine N-oxides has a PKa < 10, preferably PKa < 7, more preferred PKa < 6.
- The polyamine N-oxide containing polymer can be obtained in almost any degree of polymerisation. The degree of polymerisation is not critical provided the material has the desired water-solubility and dye-suspending power. Typically, the average molecular weight of the polyamine N-oxide containing polymer is within the range of about 500 to about 1000,000; preferably from about 1,000 to about 50,000, more preferably from about 2,000 to about 30,000, most preferably from about 3,000 to about 20,000.
- Such polymers having a net cationic charge include polyvinylpyrrolidone (PVP) as well as copolymers of N-vinylimidazole N-vinyl pyrrolidone, having an average molecular weight range in the range about 5,000 to about 100,000,preferably about 5,000 to about 50,000; said copolymers having a molar ratio of N-vinylimidazole to N-vinylpyrrolidone from about 1 to about 0.2, preferably from about 0.8 to about 0.3.
- Additional softening agents : which are nonionic fabric softener materials. Typically, such nonionic fabric softener materials have a HLB of from about 2 to about 9, more typically from about 3 to about 7. Such nonionic fabric softener materials tend to be readily dispersed either by themselves, or when combined with other materials such as single-long-chain alkyl cationic surfactant described in detail hereinafter. Dispersibility can be improved by using more single-long-chain alkyl cationic surfactant, mixture with other materials as set forth hereinafter, use of hotter water, and/or more agitation. In general, the materials selected should be relatively crystalline, higher melting, (e.g. >40°C) and relatively water-insoluble.
- The level of optional nonionic softener in the compositions herein is typically from about 0.1% to about 10%, preferably from about 1% to about 5%.
- Preferred nonionic softeners are fatty acid partial esters of polyhydric alcohols, or anhydrides thereof, wherein the alcohol, or anhydride, contains from 2 to 18, preferably from 2 to 8, carbon atoms, and each fatty acid moiety contains from 12 to 30, preferably from 16 to 20, carbon atoms. Typically, such softeners contain from one to 3, preferably 2 fatty acid groups per molecule.
- The polyhydric alcohol portion of the ester can be ethylene glycol, glycerol, poly (e.g., di-, tri-, tetra, penta-, and/or hexa-) glycerol, xylitol, sucrose, erythritol, pentaerythritol, sorbitol or sorbitan. Sorbitan esters and polyglycerol monostearate are particularly preferred.
- The fatty acid portion of the ester is normally derived from fatty acids having from 12 to 30, preferably from 16 to 20, carbon atoms, typical examples of said fatty acids being lauric acid, myristic acid, palmitic acid, stearic acid and behenic acid.
- Highly preferred optional nonionic softening agents for use in the present invention are the sorbitan esters, which are esterified dehydration products of sorbitol, and the glycerol esters.
- Commercial sorbitan monostearate is a suitable material. Mixtures of sorbitan stearate and sorbitan palmitate having stearate/palmitate weigt ratios varying between about 10:1 and about 1:10, and 1,5-sorbitan esters are also useful.
- Glycerol and polyglycerol esters, especially glycerol, diglycerol, triglycerol, and polyglycerol mono- and/or di- esters, preferably mono-, are preferred herein (e.g. polyglycerol monostearate with a trade name of Radiasurf 7248).
- Useful glycerol and polyglycerol esters include mono- esters with stearic, oleic, palmitic, lauric, isostearic, myristic, and/or behenic acids and the diesters of stearic, oleic, palmitic, lauric, isostearic, behenic, and/or myristic acids. It is understood that the typical mono- ester ester contains some di- and tri-ester, etc.
- The "glycerol esters" also include the polyglycerol, e.g., diglycerol through octaglycerol esters. The polyglycerol polyols are formed by condensing glycerin or epichlorohydrin together to link the glycerol moieties via ether linkages. The mono- and/or diesters of the polyglycerol polyols are preferred, the fatty acyl groups typically being those described hereinbefore for the sorbitan and glycerol esters.
- Although as stated before, relatively concentrated compositions of the unsaturated material of Formula (I) and (II) above can be prepared that are stable without the addition of concentration aids, the concentrated compositions of the present invention may require organic and/or inorganic concentration aids to go to even higher concentrations and/or to meet higher stability standards depending on the other ingredients.
- Surfactant concentration aids are typically selected from the group consisting of single long chain alkyl cationic surfactants; nonionic surfactants; amine oxides; fatty acids; or mixtures thereof, typically used at a level of from 0 to about 15% of the composition.
- Such mono-long-chain-alkyl cationic surfactants useful in the present invention are, preferably, quaternary ammonium salts of the general formula :
[R2N+R3] X-
wherein the R2 group is C10-C22 hydrocarbon group, preferably C12-C18 alkyl group of the corresponding ester linkage interrupted group with a short alkylene (C1-C4) group between the ester linkage and the N, and having a similar hydrocarbon group, e.g., a fatty acid ester of choline, preferably C12-C14 (coco) choline ester and/or C16-C18 tallow choline ester at from about 0.1% to about 20% by weight of the softener active. Each R is a C1-C4 alkyl or substituted (e.g., hydroxy) alkyl, or hydrogen, preferably methyl, and the counterion X- is a softener compatible anion, for example, chloride, bromide, methyl sulfate, etc. - Other cationic materials with ring structures such as alkyl imidazoline, imidazolinium, pyridine, and pyridinium salts having a single C12-C30 alkyl chain can also be used. Very low pH is required to stabilize, e.g., imidazoline ring structures.
- Some alkyl imidazolinium salts and their imidazoline precursors useful in the present invention have the general formula :
-
- Suitable nonionic surfactants for use herein include addition products of ethylene oxide and, optionally, propylene oxide, with fatty alcohols, fatty acids, fatty amines, etc.
- Suitable compounds are substantially water-soluble surfactants of the general formula :
R2 - Y - (C2H4O)z - C2H4OH
wherein R2 is selected from the group consisting of primary, secondary and branched chain alkyl and/or acyl hydrocarbyl groups; primary, secondary and branched chain alkenyl hydrocarbyl groups; and primary, secondary and branched chain alkyl- and alkenyl-substituted phenolic hydrocarbyl groups; said hydrocarbyl groups having a hydrocarbyl chain length of from 8 to 20, preferably from 10 to 18 carbon atoms. - Y is typically -O-, -C(O)O-, -C(O)N(R)-, or - C(O)N(R)R-, in which R2 and R, when present, have the meanings given hereinbefore, and/or R can be hydrogen, and z is at least 8, preferably at least 10-11.
- The nonionic surfactants herein are characterized by an HLB (hydrophilic-lipophilic balance) of from 7 to 20, preferably from 8 to 15.
- Examples of particularly suitable nonionic surfactants include
- Straight-Chain, Primary Alcohol Alkoxylates such as tallow alcohol-EO(11), tallow alcohol-EO(18), and tallow alcohol-EO(25);
- Straight-Chain, Secondary Alcohol Alkoxylates such as 2-C16EO(11); 2-C20EO(11); and 2-C16EO(14);
- Alkyl Phenol Alkoxylates, such as p-tridecylphenol EO(11) and p-pentadecylphenol EO(18), as well as
- Olefinic Alkoxylates, and Branched Chain Alkoxylates such as branched chain primary and secondary alcohols which are available from the well-known "OXO" process.
- Suitable amine oxides include those with one alkyl or hydroxyalkyl moiety of 8 to 28 carbon atoms, preferably from 8 to 16 carbon atoms, and two alkyl moieties selected from the group consisting of alkyl groups and hydroxyalkyl groups with 1 to 3 carbon atoms.
- Examples include dimethyloctylamine oxide, diethyldecylamine oxide, bis-(2-hydroxyethyl)dodecylamine oxide, dimethyldodecyl-amine oxide, dipropyltetradecylamine oxide, methylethylhexadecylamine oxide, dimethyl-2-hydroxyoctadecylamine oxide, and coconut fatty alkyl dimethylamine oxide.
- Suitable fatty acids include those containing from 12 to 25, preferably from 16 to 20 total carbon atoms, with the fatty moiety containing from 10 to 22, preferably from 10 to 14 (mid cut), carbon atoms. The shorter moiety contains from 1 to 4, preferably from 1 to 2 carbon atoms.
- Inorganic viscosity control agents which can also act like or augment the effect of the surfactant concentration aids, include water-soluble, ionizable salts which can also optionally be incorporated into the compositions of the present invention. A wide variety of ionizable salts can be used. Examples of suitable salts are the halides of the Group IA and IIA metals of the Periodic Table of the Elements, e.g., calcium chloride, magnesium chloride, sodium chloride, potassium bromide, and lithium chloride. The ionizable salts are particularly useful during the process of mixing the ingredients to make the compositions herein, and later to obtiain the desired viscosity. The amount of ionizable salts used depends on the amount of active ingredients used in the compositions and can be adjusted according to the desires of the formulator. Typical levels of salts used to control the composition viscosity are from about 20 to about 20,000 parts per million (ppm), preferably from about 20 to about 11,000 ppm, by weight of the composition.
- Alkylene polyammonium salts can be incorporated into the composition to give viscosity control in addition to or in place of the water-soluble, ionizable salts above. In addition, these agents can act as scavengers, forming ion pairs with anionic detergent carried over from the main wash, in the rinse, and on the fabrics, and may improve softness performance. These agents may stabilize the viscosity over a broader range of temperature, especially at low temperatures, compared to the inorganic electrolytes.
- Specific examples of alkylene polyammonium salts include l-lysine monohydrochloride and 1,5-diammonium 2-methyl pentane dihydrochloride.
- Another optional ingredient is a liquid carrier. The liquid carrier employed in the instant compositions is preferably at least primarily water due to its low cost relative availability, safety, and environmental compatibility. The level of water in the liquid carrier is preferably at least about 50%, most preferably at least about 60%, by weight of the carrier. Mixtures of water and low molecular weight, e.g., <about 200, organic solvent, e.g., lower alcohol such as ethanol, propanol, isopropanol or butanol are useful as the carrier liquid. Low molecular weight alcohols include monohydric, dihydric (glycol, etc.) trihydric (glycerol, etc.), and higher polyhydric (polyols) alcohols.
- Still other optional ingredients are stabilizers, such as well known antioxidants and reductive agents, Soil Release Polymers, thickeners, emulsifiers, bacteriocides, colorants, perfumes, preservatives, optical brighteners, anti ionisation agents, antifoam agents, enzymes and the like.
- The invention will be further illustrated by means of the following examples.
- The following liquid fabric softening compositions with the respective VitasynR dyes were prepared and tested for stain removal and hueing.
1 2 3 DEEDMAC 20 18 18 Fatty acid - 2 2 Hydrochloric acid 0.02 0.02 0.02 Silicone emulsion 0.01 0.01 0.01 Soil release polymer 0.2 0.2 0.2 Polyethyleneglycol 0.6 0.6 0.6 Calcium chloride 0.013 0.013 0.013 Vitasyn Blue V85 0.0012 0.0012 0.0008 Vitasyn Red 4RC 0.0003 0.0003 - Vitasyn Yellow XX90 - - 0.0012 Perfume 1.0 1.0 1.0 Balance Up to 100% - Stains with fabric softening product were made on dry and wet fabrics as well. The fabric softening product contains either commercial available current used dyes or VitasynR dyes according to the invention. Of the fabrics replicas were made and delivered into four legs viz.
- a. untreated;
- b. cold rinse (in water only);
- c. washed with detergent composition at 40°C;
- d. washed with detergent composition at 60°C.
- Vitasyn blue dye delivers a significant improvement in terms of staining. Stains with Vitasyn Blue are fully removed at 40°C or at 60°C wash, as opposed to the current (reference) blue dye.
- White swatches were cumulative washed (1-20 cycles) with detergent composition and fabric softener composition accordingly with eiter reference Blue dye or Vitasyn Blue dye.
The results obtained are shown in the following table :Hueing grading (PSU) vs. current blue dye Reference Blue Vitasyn Blue 1 cycle -1.3 -0.3 5 cycles -0.8 +0.5 10 cycles +1.3 +1.8 15cycles -0.4 +0.2 20 cycles +1.1s +1.4s Average grade -0.1 +0.8 - The above shows that Vitasyn blue dye has a directionally better hueing profile than current reference blue dye (the higher the number, the less hueing).
Staining grades after different removal treatments | |||
Reference blue dye | Vitasyn Blue | ||
Wet fabric (muslin cotton) | As is | 4.5 | 4.5 |
After a rinse in cold water | 3 | 3.5 | |
after a 40°C wash | 3.5 | 0 | |
after a 60°wash | 1 | 0 | |
Dry fabric (muslin cotton) | As is | 5 | 5 |
After a rinse in cold water | 2 | 2 | |
after a 40°C wash | 3.5 | 0 | |
after a 60°C wash | 2 | 0 | |
Wet fabric (polycotton) | As is | 5 | 5 |
After a rinse in cold water | 0.5 | 1 | |
after a 40°C wash | 1.5 | 0 | |
after a 60°C wash | 0 | 0 | |
Dry fabric (polycotton) | As is | 5 | 5 |
After a rinse in cold water | 1 | 1.5 | |
after a 40°C wash | 2 | 0 | |
after a 60°C wash | 0 | 0 | |
(0 = No stain, 5 = very intense stain) |
Claims (10)
- A fabric softener composition comprising :(a) from 1% to 50% by weight of a fabric softener active compound and(b) a water soluble dye system characterized in that the dye system comprises a dye selected from the group consisting of :1. Quinoline Yellow 70 with color index no. 47005;2. Tartrazine XX90 with color index no. 19140;3. Orange RGL90 with color index no. 15985;4. Ponceau 4RC82 with color index no. 16255;5. Blue AE85 with color index no. 42090;6. Patent Blue V85/V50 with color index no. 42051; and7. mixtures thereof.
- A fabric softener composition according to claim 1 wherein the dyes are present from 0.1ppm to 1000 ppm, preferably from 1ppm to 100ppm.
- A fabric softener composition according to claim 1 or 2 wherein the ratio of the dyes present are from 19:1 to 1:19.
- A fabric softener composition according to claim 1 wherein the dye system consists ofa)4 parts Patent Blue V85/V50 with color index no. 42051 and 1 part Ponceau 4RC82 with color index no. 16255 orb)4 parts Blue AE85 with color index no. 42090 and 1 part Ponceau 4RC82 with color index no. 16255.
- A fabric softener composition according to claim 1 wherein the dye system consists ofa) Tartrazine XX90 with color index no. 19140 orb) Quinoline Yellow 70 with color index no. 47005.
- A fabric softener composition according to claim 1 wherein the dye system consists ofa) 2 parts Patent Blue V85/V50 with color index no. 42051 and 3 parts Tartrazine XX90 with color index no. 19140 orb) 2 parts Patent Blue V85/V50 with color index no. 42051 and 3 parts Quinoline Yellow 70 with color index no. 47005 orc) 2 parts Blue AE85 with color index no. 42090 and 3 parts Tartrazine XX90 with color index no. 19140, ord) 2 parts Blue AE85 with color index no. 42090 and 3 parts Quinoline Yellow 70 with color index no. 47005.
- A fabric softener composition according to claim 1 wherein the dye system consists ofa) 1 part Tartrazine XX90 with color index no. 19140 and 1 part Ponceau 4RC82 with color index no. 16255, orb) 1 part Quinoline Yellow 70 with color index no. 47005 and 1 part Ponceau 4RC82 with color index nol 16255.
- A fabric softener composition according to claim 1 wherein the dye is mixed with a conventional dye selected from the group consisting of :1. Acid Red 52 with color index no. 45100;2. Acid Yellow 3 with color index no. 47005;3. Acid Blue 127 with color index no. 61135;4. Acid Blue 5 with color index nol 42051;5. Acid Blue 80 with color index no. 61585; and6. mixtures thereof.
- A fabric softening composition according to claim 8 wherein the dye system consists of :a) 2 parts Patent Blue V85/V50 with color index no. 42051 and 3 parts Acid Red 52 with color index no. 45100, orb) 2 parts Blue AE85 with color index no. 42090 and 3 parts Acid Red 52 with color index no. 45100.
- A fabric softener composition according to any of the preceding claims wherein the pH of the composition is from 1.8 to 6, preferably from 1.8 to 3.5.
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP95202003A EP0754749A1 (en) | 1995-07-20 | 1995-07-20 | Fabric softeners containing water soluble dyes for reduced staining |
PCT/US1996/010843 WO1997004068A1 (en) | 1995-07-20 | 1996-06-25 | Fabric softeners containing water soluble dyes for reduced staining |
BR9609708A BR9609708A (en) | 1995-07-20 | 1996-06-25 | Fabric softener containing water-soluble dyes for reduced staining |
CN 96197042 CN1196751A (en) | 1995-07-20 | 1996-06-25 | Fabric softeners containing water soluble dyes for reducing staining |
CA 2227341 CA2227341A1 (en) | 1995-07-20 | 1996-06-25 | Fabric softeners containing water soluble dyes for reduced staining |
JP9506679A JPH11509588A (en) | 1995-07-20 | 1996-06-25 | Fabric softener containing low-contamination water-soluble dye |
MX9800572A MX9800572A (en) | 1995-07-20 | 1996-06-25 | Fabric softeners containing water soluble dyes for reduced staining. |
ARP960103633A AR002873A1 (en) | 1995-07-20 | 1996-07-18 | FABRIC SOFTENERS CONTAINING WATER SOLUBLE DYES TO REDUCE STAINING. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP95202003A EP0754749A1 (en) | 1995-07-20 | 1995-07-20 | Fabric softeners containing water soluble dyes for reduced staining |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0754749A1 true EP0754749A1 (en) | 1997-01-22 |
Family
ID=8220515
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP95202003A Withdrawn EP0754749A1 (en) | 1995-07-20 | 1995-07-20 | Fabric softeners containing water soluble dyes for reduced staining |
Country Status (8)
Country | Link |
---|---|
EP (1) | EP0754749A1 (en) |
JP (1) | JPH11509588A (en) |
CN (1) | CN1196751A (en) |
AR (1) | AR002873A1 (en) |
BR (1) | BR9609708A (en) |
CA (1) | CA2227341A1 (en) |
MX (1) | MX9800572A (en) |
WO (1) | WO1997004068A1 (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2011088089A1 (en) | 2010-01-12 | 2011-07-21 | The Procter & Gamble Company | Intermediates and surfactants useful in household cleaning and personal care compositions, and methods of making the same |
WO2012112828A1 (en) | 2011-02-17 | 2012-08-23 | The Procter & Gamble Company | Bio-based linear alkylphenyl sulfonates |
WO2012138423A1 (en) | 2011-02-17 | 2012-10-11 | The Procter & Gamble Company | Compositions comprising mixtures of c10-c13 alkylphenyl sulfonates |
WO2014138141A1 (en) | 2013-03-05 | 2014-09-12 | The Procter & Gamble Company | Mixed sugar compositions |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107747236A (en) * | 2017-09-20 | 2018-03-02 | 安徽省无为县永昌鬃刷制造有限公司 | One kind improves bristles flexibility coloring agent |
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---|---|---|---|---|
GB2007096A (en) * | 1977-09-27 | 1979-05-16 | Exterma Germ Prod | A method of indicating the presence of an impregnant |
EP0040562A2 (en) | 1980-05-14 | 1981-11-25 | Cotelle S.A. | Concentrated softener composition for textile fibres |
GB2168717A (en) * | 1984-12-24 | 1986-06-25 | Colgate Palmolive Co | Controlling viscosity of fabric softening heavy duty liquid detergent containing bentonite |
EP0239910A2 (en) | 1986-04-02 | 1987-10-07 | The Procter & Gamble Company | Biodegradable fabric softeners |
EP0255978A2 (en) * | 1986-08-08 | 1988-02-17 | Unilever N.V. | Acidic liquid cleaning composition |
EP0304410A2 (en) * | 1987-08-17 | 1989-02-22 | The Procter & Gamble Company | Liquid fabric softener |
EP0333255A2 (en) * | 1988-03-15 | 1989-09-20 | The Procter & Gamble Company | Liquid fabric softener |
EP0373696A2 (en) * | 1988-12-15 | 1990-06-20 | The Procter & Gamble Company | Liquid fabric softener |
WO1994010285A1 (en) | 1992-10-26 | 1994-05-11 | The Procter & Gamble Company | Fabric softeners containing dyes for reduced staining |
EP0635569A2 (en) * | 1993-07-19 | 1995-01-25 | Unilever N.V. | Liquid cleaning products |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4715969A (en) * | 1984-12-24 | 1987-12-29 | Colgate Palmolive Co. | Controlling viscosity of fabric softening heavy duty liquid detergent containing bentonite |
JP3174437B2 (en) * | 1993-06-30 | 2001-06-11 | ライオン株式会社 | Liquid softener composition |
-
1995
- 1995-07-20 EP EP95202003A patent/EP0754749A1/en not_active Withdrawn
-
1996
- 1996-06-25 BR BR9609708A patent/BR9609708A/en not_active Application Discontinuation
- 1996-06-25 MX MX9800572A patent/MX9800572A/en unknown
- 1996-06-25 CN CN 96197042 patent/CN1196751A/en active Pending
- 1996-06-25 WO PCT/US1996/010843 patent/WO1997004068A1/en active Application Filing
- 1996-06-25 CA CA 2227341 patent/CA2227341A1/en not_active Abandoned
- 1996-06-25 JP JP9506679A patent/JPH11509588A/en active Pending
- 1996-07-18 AR ARP960103633A patent/AR002873A1/en unknown
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2007096A (en) * | 1977-09-27 | 1979-05-16 | Exterma Germ Prod | A method of indicating the presence of an impregnant |
EP0040562A2 (en) | 1980-05-14 | 1981-11-25 | Cotelle S.A. | Concentrated softener composition for textile fibres |
GB2168717A (en) * | 1984-12-24 | 1986-06-25 | Colgate Palmolive Co | Controlling viscosity of fabric softening heavy duty liquid detergent containing bentonite |
EP0239910A2 (en) | 1986-04-02 | 1987-10-07 | The Procter & Gamble Company | Biodegradable fabric softeners |
EP0255978A2 (en) * | 1986-08-08 | 1988-02-17 | Unilever N.V. | Acidic liquid cleaning composition |
EP0304410A2 (en) * | 1987-08-17 | 1989-02-22 | The Procter & Gamble Company | Liquid fabric softener |
EP0333255A2 (en) * | 1988-03-15 | 1989-09-20 | The Procter & Gamble Company | Liquid fabric softener |
EP0373696A2 (en) * | 1988-12-15 | 1990-06-20 | The Procter & Gamble Company | Liquid fabric softener |
WO1994010285A1 (en) | 1992-10-26 | 1994-05-11 | The Procter & Gamble Company | Fabric softeners containing dyes for reduced staining |
EP0635569A2 (en) * | 1993-07-19 | 1995-01-25 | Unilever N.V. | Liquid cleaning products |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2011088089A1 (en) | 2010-01-12 | 2011-07-21 | The Procter & Gamble Company | Intermediates and surfactants useful in household cleaning and personal care compositions, and methods of making the same |
WO2012112828A1 (en) | 2011-02-17 | 2012-08-23 | The Procter & Gamble Company | Bio-based linear alkylphenyl sulfonates |
WO2012138423A1 (en) | 2011-02-17 | 2012-10-11 | The Procter & Gamble Company | Compositions comprising mixtures of c10-c13 alkylphenyl sulfonates |
US9193937B2 (en) | 2011-02-17 | 2015-11-24 | The Procter & Gamble Company | Mixtures of C10-C13 alkylphenyl sulfonates |
WO2014138141A1 (en) | 2013-03-05 | 2014-09-12 | The Procter & Gamble Company | Mixed sugar compositions |
Also Published As
Publication number | Publication date |
---|---|
WO1997004068A1 (en) | 1997-02-06 |
CA2227341A1 (en) | 1997-02-06 |
CN1196751A (en) | 1998-10-21 |
MX9800572A (en) | 1998-04-30 |
BR9609708A (en) | 1999-03-23 |
JPH11509588A (en) | 1999-08-24 |
AR002873A1 (en) | 1998-04-29 |
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