GB1363299A - Process for the production of quaternary ammonium compounds and novel quaternary ammonium compounds - Google Patents
Process for the production of quaternary ammonium compounds and novel quaternary ammonium compoundsInfo
- Publication number
- GB1363299A GB1363299A GB5471971A GB5471971A GB1363299A GB 1363299 A GB1363299 A GB 1363299A GB 5471971 A GB5471971 A GB 5471971A GB 5471971 A GB5471971 A GB 5471971A GB 1363299 A GB1363299 A GB 1363299A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- quaternary ammonium
- ammonium compounds
- denotes
- formula
- 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
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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
- C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D203/08—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1363299 Quaternary ammonium compounds BADISCHE ANILIN- & SODA-FABRIK AG 25 Nov 1971 [26 Nov 1970] 54719/71 Heading C2C Quaternary ammonium compounds are produced by reacting an aziridine having the Formula (I) in which R<SP>1</SP> denotes a hydrogen atom or a methyl group and A denotes a hydrogen atom or an acyl radical, in the presence of an acid or, but only when A denotes a hydrogen atom, in the presence of an acylating agent other than an acid, with a tertiary amine having the Formula (II) in which R<SP>2</SP> and R<SP>3</SP> are identical or different and each denotes an alkyl, aralkyl or aryl radical which is unsubstituted or bears one or more lipophilic groups which are inert under the reaction conditions as substituents or, but only in the case of reaction in the presence of an acid, may as an additional possibility bear one or more hydroxyl and/or carboxyl groups, the acid being present in the form of a salt with the tertiary amine with or without free acid. The products are of formula in which X is an equivalent of an acid radical derived from the acid or acylating agent used, and may form part of A, the compound then being a betaine. Products of this formula in which R<SP>1</SP> is hydrogen, R<SP>2</SP> is methyl or methylol, R<SP>3</SP> is methyl, benzyl or phenyl and A is acetyl, benzoyl, p-toluenesulphonyl, dimethylcarbamoyl, a hemiester radical of carbonic acid, or (together with X-) succinoyl, are claimed as novel. Suitable acylating agents are halides and anhydrides of carboxylic, carbamic and sulphonic acids and carbonic acid. Suitable acids for use in the process are inorganic, aliphatic and aromatic carboxylic acids, omega-omega<SP>1</SP>-dicarboxylic acids, sulphonic acids, and carbonic acid (introduced as CO 2 ). Solvents may be used. The quaternary ammonium compounds are used as starting materials for the production of antistatic agents in the textile industry, as cationic modifying agents for aminoplasts and as dyeing auxiliaries. Compounds with a long alkyl chain are antistatic agents for synthetic fibres and cationic emulsifiers or wetting agents.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2058119 | 1970-11-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1363299A true GB1363299A (en) | 1974-08-14 |
Family
ID=5789144
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5471971A Expired GB1363299A (en) | 1970-11-26 | 1971-11-25 | Process for the production of quaternary ammonium compounds and novel quaternary ammonium compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1363299A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4661633A (en) * | 1985-11-15 | 1987-04-28 | The Dow Chemical Company | Method for preparing quaternary ammonium salts |
| WO1993002042A1 (en) * | 1991-07-18 | 1993-02-04 | Eastman Kodak Company | Amide-containing quaternary ammonium salts |
| CN108546235A (en) * | 2018-03-29 | 2018-09-18 | 陕西科技大学 | A kind of star-like polycation based compound and its preparation method and application |
-
1971
- 1971-11-25 GB GB5471971A patent/GB1363299A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4661633A (en) * | 1985-11-15 | 1987-04-28 | The Dow Chemical Company | Method for preparing quaternary ammonium salts |
| WO1993002042A1 (en) * | 1991-07-18 | 1993-02-04 | Eastman Kodak Company | Amide-containing quaternary ammonium salts |
| CN108546235A (en) * | 2018-03-29 | 2018-09-18 | 陕西科技大学 | A kind of star-like polycation based compound and its preparation method and application |
| CN108546235B (en) * | 2018-03-29 | 2020-09-01 | 肯特催化材料股份有限公司 | Star-shaped multi-cation-based compound and preparation method and application thereof |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |