GB464657A - Manufacture of amino-carboxylic acids of capillary action - Google Patents

Manufacture of amino-carboxylic acids of capillary action

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Publication number
GB464657A
GB464657A GB615636A GB615636A GB464657A GB 464657 A GB464657 A GB 464657A GB 615636 A GB615636 A GB 615636A GB 615636 A GB615636 A GB 615636A GB 464657 A GB464657 A GB 464657A
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United Kingdom
Prior art keywords
acids
acid
products
specified
amines
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
GB615636A
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 GB615636A priority Critical patent/GB464657A/en
Publication of GB464657A publication Critical patent/GB464657A/en
Expired legal-status Critical Current

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  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Products useful as wetting, washing, and dispersing agents are obtained by reacting a tertiary amine, containing at least one straight chain aliphatic, cycloaliphatic or hydroaromatic radicle of at least nine carbon atoms, with a salt of a halogenated carboxylic acid; such of the products as contain free hydroxyl groups may be sulphonated. Specified amines are dimethyldodecylamine, diethyloleylamine, methylbenzyldodecylamine, N - methyl - N-dodecylaniline, cycloaliphatic tertiary amines obtainable from abietic acid or naphthenic acids containing at least nine carbon atoms, and tertiary amines obtainable from higher fatty acids or their esters by converting these into nitriles, reducing the nitriles, and alkylating the primary amines so obtained; acids specified in this connection are palm nut acids, palm oil acids, montan acids, linseed oil acids, castor oil acids, hardened fish oil acids, and carboxylic acids obtainable by oxidation of paraffin; amines containing other substituents, e.g. hydroxyl or nitro groups or halogens, may also be used, dioxyethylstearylamine and methyldodecylglucamine being specified. Specified halogenated carboxylic acids are monochloracetic acid, b -chloropropionic acid, bromosuccinic acid, and 1 : 2 : 5-chloromethylsalicylic acid. The products may be used in the textile, leather and paper industries, particularly (a) for washing wool, cotton and linen, (b) as dispersing agents in dye baths, (c) for after-soaping prints and improving their fastness to rubbing, (d) as resists or assistants in printing pastes, (e) as additions to bucking lyes and fulling baths and (f) as softening agents for textile goods. The products may be used alone or mixed with one another or with appropriate additions, in particular (a) other wetting, washing or dispersing agents, such as turkey red oils, sulphuric esters of higher aliphatic alcohols, and sulphonic acids of higher aliphatic or aromatic compounds, such as the reaction products of fatty acids with hydroxyalkyl- or aminoalkyl-sulphonic acids, (b) solvents such as carbon tetrachloride, cyclohexanol, and benzyl alcohol, (c) salts such as sodium sulphate, perborates and water glass, and (d) protective colloids such as glue, gelatin and dextrin. In the examples, (1) a solution of sodium monochloracetate is added to a tertiary amine mixture (dioxyethyllorolamine) obtained by reducing the nitriles of palm nut oil acids and treating the product with 2 mols. of ethylene oxide per atom of nitrogen; the product obtained by concentrating the reaction mixture may be sulphonated with sulphuric acid monohydrate or chlorsulphonic acid; (2) a solution of sodium monochloracetate is added to a tertiary amine prepared by reducing the nitrile of a hardened fish oil fatty acid and treating the product with ethylene oxide in the presence of caustic soda; (3) dimethyldodecylamine is mixed with a solution of sodium monochloracetate. Specification 442,767 is referred to.ALSO:Products useful as wetting, washing, and dispersing agents are obtained by reacting a tertiary amine, containing at least one straightchain aliphatic, cycloaliphatic or hydroaromatic radicle of at least nine carbon atoms, with a salt of a halogenated carboxylic acid; such of the products as contain free hydroxyl groups may be sulphonated. Specified amines are dimethyldodecylamine, diethyloleylamine, methylbenzyl dodecylamine, N - methyl - N - dodecylaniline, cycloaliphatic tertiary amines obtainable from abietic acid or naphthenic acids containing at least nine carbon atoms, and tertiary amines obtainable from higher fatty acids or their esters, such as palm nut acids, palm oil acids, montan acids, linseed oil acids, castor oil acids, hardened fish oil acids, and carboxylic acids obtainable by oxidation of paraffin; amines containing other substituents, e.g. hydroxyl or nitro groups or halogens, may also be used, dioxyethylstearylamine and methyldodecylglucamine being specified. Specified halogenated carboxylic acids are monochloracetic acid, b -chloropropionic acid, bromosuccinic acid, and 1 : 2 : 5-chloromethylsalicylic acid. The products may be used in the textile, leather and paper industries, particularly for washing wool, cotton and linen and as diapersing agents in dye baths. They may be used alone or mixed with one another or with appropriate additions, in particular (a) other wetting, washing or dispersing agents, such as turkey red oils, sulphuric esters of higher aliphatic alcohols, and sulphonic acids of higher aliphatic or aromatic compounds, such as the reaction products of fatty acids with hydroxyalkyl- or aminoalkyl-sulphonic acids, (b) solvents such as carbon tetrachloride, cyclohexanol, and benzyl alcohol, (c) salts such as sodium sulphate, perborates and water glass, and (d) protective colloids such as glue, gelatin and dextrin. In the examples: (1) a solution of sodium mono-chloracetate is added to a tertiary amine mixture ("dioxyethyllorolamine") obtained by reducing the nitriles of palm nut oil acids and treating the product with 2 mols. of ethylene oxide per atom of nitrogen; the product obtained by concentrating the reaction mixture may be sulphonated with sulphuric acid monohydrate or chlorsulphonic acid; (2) a solution of sodium monochloracetate is added to a tertiary amine prepared by reducing the nitrile of a hardened fish oil fatty acid and treating the product with ethylene oxide in the presence of caustic soda; (3) dimethyldodecylamine is mixed with a solution of sodium monochloracetate. Specification 442,767 is referred to.
GB615636A 1935-09-21 1935-09-21 Manufacture of amino-carboxylic acids of capillary action Expired GB464657A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB615636A GB464657A (en) 1935-09-21 1935-09-21 Manufacture of amino-carboxylic acids of capillary action

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB615636A GB464657A (en) 1935-09-21 1935-09-21 Manufacture of amino-carboxylic acids of capillary action

Publications (1)

Publication Number Publication Date
GB464657A true GB464657A (en) 1937-04-21

Family

ID=9809427

Family Applications (1)

Application Number Title Priority Date Filing Date
GB615636A Expired GB464657A (en) 1935-09-21 1935-09-21 Manufacture of amino-carboxylic acids of capillary action

Country Status (1)

Country Link
GB (1) GB464657A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE976067C (en) * 1953-12-02 1963-02-28 Elektrochemische Fabrik Kempen Use of cleaning amplifiers in the chemical cleaning of textiles with organic solvents
EP0563747A2 (en) * 1992-04-03 1993-10-06 Hoechst Aktiengesellschaft Process for the preparation of aqueous betaine solutions

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE976067C (en) * 1953-12-02 1963-02-28 Elektrochemische Fabrik Kempen Use of cleaning amplifiers in the chemical cleaning of textiles with organic solvents
EP0563747A2 (en) * 1992-04-03 1993-10-06 Hoechst Aktiengesellschaft Process for the preparation of aqueous betaine solutions
EP0563747A3 (en) * 1992-04-03 1993-11-24 Hoechst Ag Process for the preparation of aqueous betaine solutions
US5292942A (en) * 1992-04-03 1994-03-08 Hoechst Aktiengesellschaft Process for the preparation of aqueous betaine solutions

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