JP5576121B2 - 化合物 - Google Patents
化合物 Download PDFInfo
- Publication number
- JP5576121B2 JP5576121B2 JP2009536336A JP2009536336A JP5576121B2 JP 5576121 B2 JP5576121 B2 JP 5576121B2 JP 2009536336 A JP2009536336 A JP 2009536336A JP 2009536336 A JP2009536336 A JP 2009536336A JP 5576121 B2 JP5576121 B2 JP 5576121B2
- Authority
- JP
- Japan
- Prior art keywords
- hydroxyethyl
- ethylene glycol
- ppg
- glycol ppg
- compound
- 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.)
- Expired - Fee Related
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- 150000001875 compounds Chemical class 0.000 title claims description 64
- 239000000203 mixture Substances 0.000 claims description 49
- 239000006260 foam Substances 0.000 claims description 24
- 239000004094 surface-active agent Substances 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 20
- CXPNCGSVFPIXBU-UHFFFAOYSA-N N-[2-[2-(2-hydroxypropoxy)propoxy]ethyl]-16-methylheptadecanamide Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)NCCOCC(C)OCC(C)O CXPNCGSVFPIXBU-UHFFFAOYSA-N 0.000 claims description 12
- 125000006353 oxyethylene group Chemical group 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 239000006071 cream Substances 0.000 claims description 6
- 238000011282 treatment Methods 0.000 claims description 6
- 239000006210 lotion Substances 0.000 claims description 4
- 230000002688 persistence Effects 0.000 claims description 4
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 3
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 3
- 239000002453 shampoo Substances 0.000 claims description 3
- 239000000118 hair dye Substances 0.000 claims description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 54
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 8
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 claims 2
- 229940037312 stearamide Drugs 0.000 claims 1
- 239000000463 material Substances 0.000 description 18
- 125000001931 aliphatic group Chemical group 0.000 description 17
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 16
- 238000009472 formulation Methods 0.000 description 14
- 238000005187 foaming Methods 0.000 description 12
- 239000007788 liquid Substances 0.000 description 9
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 8
- 230000001953 sensory effect Effects 0.000 description 7
- 239000002562 thickening agent Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000003240 coconut oil Substances 0.000 description 6
- 235000019864 coconut oil Nutrition 0.000 description 6
- 239000002736 nonionic surfactant Substances 0.000 description 6
- 239000002304 perfume Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000004140 cleaning Methods 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 239000003549 soybean oil Substances 0.000 description 5
- 235000012424 soybean oil Nutrition 0.000 description 5
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 4
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 4
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000002537 cosmetic Substances 0.000 description 4
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- 238000000518 rheometry Methods 0.000 description 4
- -1 skin toners Substances 0.000 description 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 229940057950 sodium laureth sulfate Drugs 0.000 description 3
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 3
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- AFKUSTCGONJZHE-UHFFFAOYSA-N 8-methylheptadecane Chemical compound CCCCCCCCCC(C)CCCCCCC AFKUSTCGONJZHE-UHFFFAOYSA-N 0.000 description 2
- 0 BC(COC(*)CNC(C)=O)O Chemical compound BC(COC(*)CNC(C)=O)O 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229960003237 betaine Drugs 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 239000004088 foaming agent Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000003346 palm kernel oil Substances 0.000 description 2
- 235000019865 palm kernel oil Nutrition 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- 230000008719 thickening Effects 0.000 description 2
- DUXYWXYOBMKGIN-UHFFFAOYSA-N trimyristin Chemical compound CCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCC DUXYWXYOBMKGIN-UHFFFAOYSA-N 0.000 description 2
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 2
- JKSCPUQCWQBRQK-UHFFFAOYSA-N 2-(2-hydroxyethyl)octanamide Chemical compound CCCCCCC(C(N)=O)CCO JKSCPUQCWQBRQK-UHFFFAOYSA-N 0.000 description 1
- QZXSMBBFBXPQHI-UHFFFAOYSA-N N-(dodecanoyl)ethanolamine Chemical compound CCCCCCCCCCCC(=O)NCCO QZXSMBBFBXPQHI-UHFFFAOYSA-N 0.000 description 1
- GSILMNFJLONLCJ-UHFFFAOYSA-N N-(octanoyl)ethanolamine Chemical compound CCCCCCCC(=O)NCCO GSILMNFJLONLCJ-UHFFFAOYSA-N 0.000 description 1
- JHIXEZNTXMFXEK-UHFFFAOYSA-N N-(tetradecanoyl)ethanolamine Chemical compound CCCCCCCCCCCCCC(=O)NCCO JHIXEZNTXMFXEK-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000001166 anti-perspirative effect Effects 0.000 description 1
- 239000003213 antiperspirant Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000009499 grossing Methods 0.000 description 1
- ALBYIUDWACNRRB-UHFFFAOYSA-N hexanamide Chemical compound CCCCCC(N)=O ALBYIUDWACNRRB-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N isopropyl alcohol Natural products CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000005555 metalworking Methods 0.000 description 1
- VQNMGLLFMPXVFN-UHFFFAOYSA-N n-(2-hydroxypropyl)hexadecanamide Chemical compound CCCCCCCCCCCCCCCC(=O)NCC(C)O VQNMGLLFMPXVFN-UHFFFAOYSA-N 0.000 description 1
- 150000004005 nitrosamines Chemical class 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-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
- LTHCSWBWNVGEFE-UHFFFAOYSA-N octanamide Chemical compound CCCCCCCC(N)=O LTHCSWBWNVGEFE-UHFFFAOYSA-N 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 229950007031 palmidrol Drugs 0.000 description 1
- HXYVTAGFYLMHSO-UHFFFAOYSA-N palmitoyl ethanolamide Chemical compound CCCCCCCCCCCCCCCC(=O)NCCO HXYVTAGFYLMHSO-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/45—Derivatives containing from 2 to 10 oxyalkylene groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/18—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/526—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 are polyalkoxylated
-
- 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
- C11D3/0094—High foaming compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/10—General cosmetic use
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/48—Thickener, Thickening system
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Dispersion Chemistry (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Rは炭化水素基を表し、
Zはオキシエチレン基を表し、
Bは1〜5個の炭素原子を含むアルキル鎖を表し、
Yは0又は1を表し、
Xは0よりも大きな数を表す。
PPG−1ヒドロキシエチルカプリルアミド(Promidium(商標)CC、Croda)491.4gを、触媒としての30%ナトリウムメトキシド溶液4.9gとともに反応器に充填し、脱水してメタノールを除去した。次いで、この混合物491.4gをエチレンオキシド233gと160℃で反応させ、PPG−1ヒドロキシエチルカプリルアミド単位あたり公称3モルのEOを与えた。得られたエトキシ化生成物529.3gをさらにエチレンオキシド170gと160℃で反応させ、PPG−1ヒドロキシエチルカプリルアミド単位あたり合計6モルのEOを与えた。最後に、次いで、得られたエトキシ化生成物496.4gをエチレンオキシド81gと反応させ、PPG−1ヒドロキシエチルカプリルアミド単位あたり8モルのEOを与えた。
PPG−2ヒドロキシエチルコカミド(Promidium(商標)CO、Croda)454.9gを、触媒としての30%ナトリウムメトキシド溶液3.03gとともに反応器に充填し、脱水して水分含量を0.01wt%にした。
PPG−2ヒドロキシエチルイソステアラミド(Promidium(商標)IS、Croda)496.8gを、触媒としての30%ナトリウムメトキシド溶液3.3gとともに反応器に充填し、脱水してメタノールを除去した。次いで、この混合物496.8gをエチレンオキシド226gと160℃で反応させ、PPG−2ヒドロキシエチルイソステアラミド単位あたり3モルのEOを与えた。得られたエトキシ化生成物562.9gをさらにエチレンオキシド176gと160℃で反応させ、PPG−2ヒドロキシエチルイソステアラミド単位あたり合計6モルのEOを与えた。最後に、次いで、得られたエトキシ化生成物542.2gをエチレンオキシド86gと反応させ、PPG−2ヒドロキシエチルイソステアラミド単位あたり8モルのEOを与えた。
PPG−1ヒドロキシエチルカプリルアミドとPPG−2ヒドロキシエチルコカミドを、上記のとおり3、6及び8モルのエチレンオキシドでエトキシ化した。得られたエトキシ化化合物の物理的性質を試験し、PPG−1ヒドロキシエチルカプリルアミド及びPPG−2ヒドロキシエチルコカミドに関連する物理的性質と比較した。同様に、エトキシ化化合物の物理的性質を、増泡剤として従来用いられているPEG 5コカミドと比較した。特に、化合物の発泡特性及び知覚特性を比較した。試験は、SLS/SLES/ベタインベース中に得られたエトキシ化化合物を含む溶液について行い、この溶液は、3.0%の得られたエトキシ化化合物、又は3.0%のPPG−1ヒドロキシエチルカプリルアミド、PPG−2ヒドロキシエチルコカミド若しくはPEG 5コカミド化合物を含む。比較の結果を以下にまとめる。
Claims (9)
- Zが3、6又は8モルのオキシエチレンを含む、請求項1に記載の方法。
- 式1の化合物が、3エチレングリコールPPG−1ヒドロキシエチルカプリルアミド、6エチレングリコールPPG−1ヒドロキシエチルカプリルアミド、8エチレングリコールPPG−1ヒドロキシエチルカプリルアミド、3エチレングリコールPPG−2ヒドロキシエチルコカミド、6エチレングリコールPPG−2ヒドロキシエチルコカミド、8エチレングリコールPPG−2ヒドロキシエチルコカミド、3エチレングリコールPPG−2ヒドロキシエチルイソステアラミド、6エチレングリコールPPG−2ヒドロキシエチルイソステアラミド、又は8エチレングリコールPPG−2ヒドロキシエチルイソステアラミドである、請求項1又は2に記載の方法。
- 式1の化合物が20〜25℃の温度で前記組成物に添加される、請求項1〜3のいずれか1項に記載の方法。
- 前記組成物によって作り出される泡の量及び密度が少なくとも20%増加し、及び/又は前記組成物によって作り出される泡の持続性が少なくとも20%向上する、請求項1〜4のいずれか1項に記載の方法。
- 前記組成物が1つ又は複数の賦形剤を含む、請求項1〜5のいずれか1項に記載の方法。
- 前記組成物が、シャンプー、毛髪着色剤、ヘアコンディショナー、入浴製品、ボディソープ、洗顔料、スキントリートメントクリーム又はスキントリートローションの形態である、請求項1〜6のいずれか1項に記載の方法。
- 3エチレングリコールPPG−1ヒドロキシエチルカプリルアミド、6エチレングリコールPPG−1ヒドロキシエチルカプリルアミド、8エチレングリコールPPG−1ヒドロキシエチルカプリルアミド、3エチレングリコールPPG−2ヒドロキシエチルコカミド、6エチレングリコールPPG−2ヒドロキシエチルコカミド、8エチレングリコールPPG−2ヒドロキシエチルコカミド、3エチレングリコールPPG−2ヒドロキシエチルイソステアラミド、6エチレングリコールPPG−2ヒドロキシエチルイソステアラミド、又は8エチレングリコールPPG−2ヒドロキシエチルイソステアラミドである、請求項8に記載の化合物。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US85836406P | 2006-11-13 | 2006-11-13 | |
US60/858,364 | 2006-11-13 | ||
PCT/US2007/023844 WO2008063501A1 (en) | 2006-11-13 | 2007-11-12 | Compounds |
Publications (3)
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JP2010509341A JP2010509341A (ja) | 2010-03-25 |
JP2010509341A5 JP2010509341A5 (ja) | 2010-11-25 |
JP5576121B2 true JP5576121B2 (ja) | 2014-08-20 |
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JP2009536336A Expired - Fee Related JP5576121B2 (ja) | 2006-11-13 | 2007-11-12 | 化合物 |
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US (2) | US20100080767A1 (ja) |
EP (1) | EP2082022A4 (ja) |
JP (1) | JP5576121B2 (ja) |
CN (1) | CN101553559B (ja) |
WO (1) | WO2008063501A1 (ja) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
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EP2321389B1 (en) | 2008-07-11 | 2015-08-12 | Basf Se | Composition and method to improve the fuel economy of hydrocarbon fueled internal combustion engines |
EP2919862B1 (en) * | 2012-11-16 | 2016-09-14 | Colgate-Palmolive Company | Cleansing composition with an alkoxylated alkyl ether |
GB2521426B (en) * | 2013-12-19 | 2016-05-18 | Herb Uk Ltd | Hair colouring composition |
EP3212746B1 (en) | 2014-10-31 | 2022-03-16 | Basf Se | Alkoxylated amides, esters, and anti-wear agents in lubricant compositions |
BR112018004394B1 (pt) * | 2015-09-11 | 2022-01-18 | Rohm And Haas Company | Composto graxo de polialcóxi, e, método para fabricação de um composto graxo de polialcóxi |
KR20180051543A (ko) * | 2015-09-11 | 2018-05-16 | 다우 글로벌 테크놀로지스 엘엘씨 | 단백질 및 폴리알콕시 지방 화합물을 포함하는 조성물 |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5686999A (en) * | 1979-12-17 | 1981-07-15 | Nippon Oils & Fats Co Ltd | Detergent composition |
JPS62209200A (ja) * | 1986-03-08 | 1987-09-14 | 日本油脂株式会社 | 非水洗浄用洗浄剤 |
CA2092561C (en) * | 1990-09-28 | 1998-01-20 | Mark H. Mao | Detergent compositions containing anionic surfactants, polyhydroxy fatty acid amides and a critically selected suds enhancing agent |
US5489393A (en) * | 1993-09-09 | 1996-02-06 | The Procter & Gamble Company | High sudsing detergent with n-alkoxy polyhydroxy fatty acid amide and secondary carboxylate surfactants |
JP3608844B2 (ja) * | 1995-06-13 | 2005-01-12 | 川研ファインケミカル株式会社 | 高粘度液体洗浄剤組成物 |
MA25183A1 (fr) * | 1996-05-17 | 2001-07-02 | Arthur Jacques Kami Christiaan | Compositions detergentes |
AR010265A1 (es) * | 1996-11-01 | 2000-06-07 | Procter & Gamble | Composiciones detergentes para el lavado a mano que comprende una combinacion de surfactantes y polimero de liberacion de suciedad |
US6531443B2 (en) * | 1998-03-11 | 2003-03-11 | Mona Industries, Inc. | Alkanolamides |
FR2798387B1 (fr) * | 1999-09-09 | 2003-10-24 | Rhodia Chimie Sa | Superamides polyalcoxyles eventuellement fonctionnalisees, utilisation en tant qu'emulsifiants |
JP2001323297A (ja) * | 2000-05-11 | 2001-11-22 | Dai Ichi Kogyo Seiyaku Co Ltd | 増粘・増泡剤、及びその製造方法、並びにそれを含有する洗浄剤組成物 |
DE10039742A1 (de) * | 2000-08-12 | 2002-02-28 | Goldwell Gmbh | Verwendung propoxylierter C¶10¶-C¶18¶-Fettsäurealkanolamide in Haarwaschmitteln |
-
2007
- 2007-11-12 US US12/312,430 patent/US20100080767A1/en not_active Abandoned
- 2007-11-12 EP EP07840038A patent/EP2082022A4/en not_active Withdrawn
- 2007-11-12 WO PCT/US2007/023844 patent/WO2008063501A1/en active Application Filing
- 2007-11-12 JP JP2009536336A patent/JP5576121B2/ja not_active Expired - Fee Related
- 2007-11-12 CN CN2007800419935A patent/CN101553559B/zh not_active Expired - Fee Related
-
2015
- 2015-06-09 US US14/734,589 patent/US20150265506A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
WO2008063501A1 (en) | 2008-05-29 |
CN101553559A (zh) | 2009-10-07 |
US20150265506A1 (en) | 2015-09-24 |
US20100080767A1 (en) | 2010-04-01 |
CN101553559B (zh) | 2011-07-27 |
EP2082022A1 (en) | 2009-07-29 |
EP2082022A4 (en) | 2011-12-07 |
JP2010509341A (ja) | 2010-03-25 |
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