GB364537A - Improvements in the manufacture and production of wetting, cleansing and dispersion agents - Google Patents
Improvements in the manufacture and production of wetting, cleansing and dispersion agentsInfo
- Publication number
- GB364537A GB364537A GB2828730A GB2828730A GB364537A GB 364537 A GB364537 A GB 364537A GB 2828730 A GB2828730 A GB 2828730A GB 2828730 A GB2828730 A GB 2828730A GB 364537 A GB364537 A GB 364537A
- Authority
- GB
- United Kingdom
- Prior art keywords
- butanol
- naphthalene
- sulphuric acid
- acid
- treated
- 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
Links
- 238000004519 manufacturing process Methods 0.000 title 2
- 239000006185 dispersion Substances 0.000 title 1
- 238000009736 wetting Methods 0.000 title 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 16
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 8
- 235000011149 sulphuric acid Nutrition 0.000 abstract 8
- 239000001117 sulphuric acid Substances 0.000 abstract 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 6
- 239000000203 mixture Substances 0.000 abstract 6
- 229930195733 hydrocarbon Natural products 0.000 abstract 4
- 150000002430 hydrocarbons Chemical class 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 3
- 239000000975 dye Substances 0.000 abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 239000010685 fatty oil Substances 0.000 abstract 2
- 239000002198 insoluble material Substances 0.000 abstract 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002480 mineral oil Substances 0.000 abstract 2
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- 239000001993 wax Substances 0.000 abstract 2
- 239000000080 wetting agent Substances 0.000 abstract 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- LGXAANYJEHLUEM-UHFFFAOYSA-N 1,2,3-tri(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC(C(C)C)=C1C(C)C LGXAANYJEHLUEM-UHFFFAOYSA-N 0.000 abstract 1
- 229920002955 Art silk Polymers 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 244000068988 Glycine max Species 0.000 abstract 1
- 235000010469 Glycine max Nutrition 0.000 abstract 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 abstract 1
- 239000012346 acetyl chloride Substances 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- -1 aliphatic alcohols Chemical class 0.000 abstract 1
- 150000001447 alkali salts Chemical class 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 125000006267 biphenyl group Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 150000001805 chlorine compounds Chemical class 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229940035429 isobutyl alcohol Drugs 0.000 abstract 1
- RWGFKTVRMDUZSP-UHFFFAOYSA-N isopropyl-benzene Natural products CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 abstract 1
- 235000010446 mineral oil Nutrition 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 abstract 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 abstract 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 abstract 1
- 210000002268 wool Anatomy 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Abstract
Sulphonic acids of polyalkylated aromatic hydrocarbons and their derivatives are used for dispersing fatty and mineral oils, waxes, hydrocarbons and water-insoluble materials. They are more efficient than the mono- and di-alkylated derivatives. Reference has been directed by the Comptroller to Specifications 244,645, 246,817, 252,392, 261,707, 264,860, 271,543, and 317,355, [all in Class 2 (iii), Dyes &c.].ALSO:Alkylated aromatic hydrocarbons and their derivatives are made by condensing aromatic hydrocarbons or their derivatives, e.g. halogen, hydroxy or amino compounds or sulphonic acids thereof with aliphatic alcohols or mixtures thereof or their esters (2,2 to 4 mols.) and sulphonating if necessary. When higher alcohols are used solvents may advantageously be employed. The hydrocarbon may be first sulphonated and then alkylated or the alkylated hydrocarbon may be sulphonated or the alkylation and sulphonation may be carried out simultaneously. Acid chlorides, e.g. phosphorus trichloride, acetyl chloride, &c. with or without phosphorus pentoxide may be used as catalysts with or without solvents. The products are more efficient as wetting agents &c. than the corresponding mono- and dialkylated products. The dispersive capacity in respect of fatty and mineral oil, waxes, hydrocarbons, dyestuffs and like water-insoluble materials is similarly increased. They also show an increased levelling action in wool dyeing. In examples, (1) naphthalene-b -sulphonic acid is treated with isopropyl alcohol and concentrated sulphuric acid to form multipropylated-b -naphthalene sulphonic acid, (2) n-butanol mixed with naphthalene is treated with oleum, (3) n-butanol is treated with chlorsulphonic and then sulphuric acid and naphthalene added at 45-55 DEG C., (4) a mixture of naphthalene, n-butanol and the 15 carbon chain aliphatic alcohol obtained from soya bean oil by catalytic hydrogenation is treated with oleum, (5) a mixture of naphthalene and isobutyl alcohol is treated with oleum, (6) naphthalene is disulphonated and condensed with n-butanol in sulphuric acid; the alkali salts are suitable as wetting agents for precipitation baths in the artificial silk industry, (7) tri-isopropyl-benzene (from isopropyl alcohol, benzene, and sulphuric acid) is sulphonated, (8) a mixture of diphenyl and n-butanol is sulphonated, (9) tributylphenanthrene sulphonic is made from n-butanol, phenanthrene and sulphuric acid, (10) a mixture of chlorsulphonic acid and n-butanol is condensed with b -chlornaphthalene in sulphuric acid, (11) a mixture of n-butanol and sulphuric acid is added to tetrahydronaphthalene in sulphuric acid and the condensation is completed with addition of oleum. Specifications 224,869, 240,318, 244,645, 246,817, 247,588, 251,294, 261,707, 264,860, 271,543, 277,277, and 317,355, [all in Class 2 (iii), Dyes &c.], are referred to. Reference has been directed by the Comptroller to Specifications 244,645, 246,817, 252,392, 261,707, 264,860, 271,543, and 317,355, [all in Class 2 (iii), Dyes &c.].
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2828730A GB364537A (en) | 1930-09-22 | 1930-09-22 | Improvements in the manufacture and production of wetting, cleansing and dispersion agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2828730A GB364537A (en) | 1930-09-22 | 1930-09-22 | Improvements in the manufacture and production of wetting, cleansing and dispersion agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB364537A true GB364537A (en) | 1931-12-22 |
Family
ID=10273250
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2828730A Expired GB364537A (en) | 1930-09-22 | 1930-09-22 | Improvements in the manufacture and production of wetting, cleansing and dispersion agents |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB364537A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2433316A (en) * | 1945-04-13 | 1947-12-23 | American Cyanamid Co | Purification of alkylarylsulfonates |
| US2442925A (en) * | 1943-04-13 | 1948-06-08 | Atlantic Refining Co | Process for fat splitting |
| US2448184A (en) * | 1944-12-22 | 1948-08-31 | Standard Oil Co | Method of preparing oil-soluble sulfonates |
| US2455811A (en) * | 1944-10-23 | 1948-12-07 | Pure Oil Co | Hydroaromatic sulfonates and their preparation |
| US2631980A (en) * | 1949-07-22 | 1953-03-17 | California Research Corp | Noncaking alkyl aryl sulfonate detergent compositions |
| US2642400A (en) * | 1950-05-10 | 1953-06-16 | Monsanto Chemicals | Surface-active composition |
| DE893340C (en) * | 1940-11-12 | 1953-10-15 | Zschimmer & Schwarz Vormals Ch | Process for the preparation of alkylarylsulfonic acids and their salts |
-
1930
- 1930-09-22 GB GB2828730A patent/GB364537A/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE893340C (en) * | 1940-11-12 | 1953-10-15 | Zschimmer & Schwarz Vormals Ch | Process for the preparation of alkylarylsulfonic acids and their salts |
| US2442925A (en) * | 1943-04-13 | 1948-06-08 | Atlantic Refining Co | Process for fat splitting |
| US2455811A (en) * | 1944-10-23 | 1948-12-07 | Pure Oil Co | Hydroaromatic sulfonates and their preparation |
| US2448184A (en) * | 1944-12-22 | 1948-08-31 | Standard Oil Co | Method of preparing oil-soluble sulfonates |
| US2433316A (en) * | 1945-04-13 | 1947-12-23 | American Cyanamid Co | Purification of alkylarylsulfonates |
| US2631980A (en) * | 1949-07-22 | 1953-03-17 | California Research Corp | Noncaking alkyl aryl sulfonate detergent compositions |
| US2642400A (en) * | 1950-05-10 | 1953-06-16 | Monsanto Chemicals | Surface-active composition |
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