GB463624A - Improvements in the manufacture and production of washing, cleansing, dispersing, solvent and like agents - Google Patents

Improvements in the manufacture and production of washing, cleansing, dispersing, solvent and like agents

Info

Publication number
GB463624A
GB463624A GB2193035A GB2193035A GB463624A GB 463624 A GB463624 A GB 463624A GB 2193035 A GB2193035 A GB 2193035A GB 2193035 A GB2193035 A GB 2193035A GB 463624 A GB463624 A GB 463624A
Authority
GB
United Kingdom
Prior art keywords
alcohols
products
ester
radicles
acid
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
Application number
GB2193035A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB2193035A priority Critical patent/GB463624A/en
Publication of GB463624A publication Critical patent/GB463624A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/34Derivatives of acids of phosphorus
    • C11D1/345Phosphates or phosphites
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29Sulfates of polyoxyalkylene ethers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Detergent Compositions (AREA)

Abstract

Products stated to have wetting, foaming, washing, dispersing, and solvent properties are obtained by introducing into aliphatic alcohols containing at least six carbon atoms in the molecule or into cycloaliphatic alcohols, di-or-tri-alkylene glycol radicles derived from glycols having at most four carbon atoms and subjecting the resulting oxyethers when necessary to secure solubility to the action of sulphonating or phosphating agents. Solubility may also be effected by introducing thiosulphuric ester groups. The alkylene-glycol radicles may be introduced into the alcohols by treating them with alkylene oxides, e.g., ethylene or propylene oxides or by converting the alcohols into mineral acid esters and reacting the latter with polyglycols in the presence of sodium carbonate, sodium acetate or calcium or magnesium oxide. The polyglycols may also be converted into p their mineral acid esters and one or more of the ester radicles replaced by higher alcohol radicles. Mineral acid ester groups may be replaced by sulphonic acid groups by treatment with salts of sulphurous acid, and by thiosulphuric ester groups by treatment with salts of thiosulphuric acid. Specified higher alcohols which may be used as starting material are: wax alcohols, alcohols obtained by the catalytic hydrogenation of fats, oils or waxes or fatty, resin or naphthenic acids, such as oleyl alcohol 7 : 18-octodecandiol, montanic alcohol, di-and tetra-hydroabietinol, alcohols obtained by the oxidation of paraffins or by the reduction of ketones such as dodecyl methylketone, cycloaliphatic alcohols obtained by condensing higher alcohols with cyclohexanol or by condensing aliphatic carboxylic acid chlorides with phenols and hydrogenating the products or by condensing halogenated aliphatic hydrocarbons with phenols and hydrogenating the alkylated phenols. Alcohols substituted by halogen atoms or nitro, ether, ester or sulphuric or phosphoric ester groups and those having chains interrupted by oxygen or sulphur atoms or ester or carboxylic amide groups are mentioned. The products may be used in the textile, leather, paper, rubber, lacquer and wax industries, alone or in association with soaps, turkey red oils, fatty alcohol sulphonates, alkylated aromatic sulphonic acids, condensation products of fatty acid chlorides with amine or oxyalkyl sulphonic acids, reaction products of ethylene oxides with organic compounds of high molecular weight which contain hydroxy, carboxylic, amino or mercapto groups, Glauber's salt, ortho-, meta- and pyro-phosphates, sodium acetate, active earths, water-glass and perborates. In examples, the following products are sulphonated with chlorsulphonic acid in ether: (1) dodecyltriethylene glycolether; (2) a mixture of octodecyl di-and tri-ethylene glycolether: (3) octodecyltriethyleneglycolether (obtained from octodecylchloride or octodecylsulphuric ester and tri-ethyleneglycol): (4) the product obtained by treating dihydroabietinol with ethylene oxide. Samples have been furnished under Sect (2) (5) of sulphonation products of abietinyltripropylene glycol and of g -dodecyloxy - g <1> - chlordibutyl-ether. Specification 443,559 is referred to.ALSO:Products stated to have dispersing and solvent properties are obtained by introducing into aliphatic alcohols containing at least six carbon atoms in the molecule or into cycloaliphatic alcohols, di- or trialkylene glycol radicles derived from glycols having at most four carbon atoms and subjecting the resulting oxyethers when necessary to secure solubility to the action of sulphonating or phosphating agents. The alkyleneglycol radicles may be introduced into the alcohols by treating them with alkylene oxides, e.g. ethylene or propylene oxides or by converting the alcohols into mineral acid esters and reacting the latter with polyglycols. The polyglycols may also be converted into their mineral acid esters and one or more of the ester radicles replaced by higher alcohol radicles. Mineral acid ester groups may be replaced by sulphonic acid groups by treatment with salts of sulphurous acid, and by thiosulphuric ester groups by treatment with salts of thiosulphuric acid. Specified higher alcohols which may be used as starting material are: wax alcohols, alcohols obtained by the catalytic hydrogenation of fats, oils or waxes of fatty, resin or naphthenic acids, such as oleyl alcohol, 7 : 18-octodecandiol, montanic alcohol, di- and tetrahydroabietinol, alcohols obtained by the oxidation of paraffins or by the reduction of ketones such as dodecyl methylketone, cycloaliphatic alcohols obtained by condensing higher alcohols with cyclohexanol or by condensing aliphatic carboxylic acid chlorides with phenols and hydrogenating the products or by condensing halogenated aliphatic hydrocarbons with phenols and hydrogenating the alkylated phenols. Alcohols substituted by halogen atoms or nitroether, ester, or sulphuric or phosphoric ester groups and those having chains interrupted by oxygen or sulphur atoms or ester or carboxylic amide groups are mentioned. The products may be used alone or in association with soaps, turkey red oils, fatty alcohol sulphonates, alkylated aromatic sulphonic acids, condensation products of fatty acid chlorides with amino or oxyalkyl sulphonic acids, reaction products of ethylene oxides with organic compounds of high molecular weight which contain hydroxy, carboxylic, amino or mercapto groups, Glauber's salt, ortho, meta- and pyrophosphates, sodium acetate, active earths, water glass and perborates. In examples, the following products are sulphonated with chlorsulphonic acid in ether: (1) dodecyltriethylene glycolether: (2) a mixture of octodecyl di- and tri-ethylene glycolether: (3) octodecyltriethyleneglycolether: (4) the product obtained by treating dihydroabietinol with ethylene oxide. Samples have been furnished under Sect. (2) (5) of sulphonation products of abietinyltripropylene glycol and of g -dodecyloxy-g <1>-chlordibutylether. Specification 443,559 is referred to.
GB2193035A 1935-08-02 1935-08-02 Improvements in the manufacture and production of washing, cleansing, dispersing, solvent and like agents Expired GB463624A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2193035A GB463624A (en) 1935-08-02 1935-08-02 Improvements in the manufacture and production of washing, cleansing, dispersing, solvent and like agents

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2193035A GB463624A (en) 1935-08-02 1935-08-02 Improvements in the manufacture and production of washing, cleansing, dispersing, solvent and like agents

Publications (1)

Publication Number Publication Date
GB463624A true GB463624A (en) 1937-04-02

Family

ID=10171193

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2193035A Expired GB463624A (en) 1935-08-02 1935-08-02 Improvements in the manufacture and production of washing, cleansing, dispersing, solvent and like agents

Country Status (1)

Country Link
GB (1) GB463624A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE961533C (en) * 1952-09-17 1957-04-11 Henkel & Cie Gmbh Process for the production of compounds which contain sulfuric acid residues as an adduct to ether oxygen atoms, optionally also bonded to alcoholic oxygen atoms in an ester-like manner
US3086943A (en) * 1959-06-10 1963-04-23 Procter & Gamble Shampoo containing amine oxide
US3997450A (en) * 1972-04-10 1976-12-14 Fiber Industries, Inc. Synthetic fibers of enhanced processability
US4051299A (en) * 1974-03-15 1977-09-27 Fiber Industries Inc. Synthetic fibers of enhanced processability

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE961533C (en) * 1952-09-17 1957-04-11 Henkel & Cie Gmbh Process for the production of compounds which contain sulfuric acid residues as an adduct to ether oxygen atoms, optionally also bonded to alcoholic oxygen atoms in an ester-like manner
US3086943A (en) * 1959-06-10 1963-04-23 Procter & Gamble Shampoo containing amine oxide
US3997450A (en) * 1972-04-10 1976-12-14 Fiber Industries, Inc. Synthetic fibers of enhanced processability
US4051299A (en) * 1974-03-15 1977-09-27 Fiber Industries Inc. Synthetic fibers of enhanced processability

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