GB484683A - Improvements in the manufacture and production of urethanes containing carboxyl or sulphonic acid groups - Google Patents
Improvements in the manufacture and production of urethanes containing carboxyl or sulphonic acid groupsInfo
- Publication number
- GB484683A GB484683A GB30506/36A GB3050636A GB484683A GB 484683 A GB484683 A GB 484683A GB 30506/36 A GB30506/36 A GB 30506/36A GB 3050636 A GB3050636 A GB 3050636A GB 484683 A GB484683 A GB 484683A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- ester
- chlorocarbonic
- abietinol
- esters
- 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
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
- C07C2603/26—Phenanthrenes; Hydrogenated phenanthrenes
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Urethanes useful as assistants in the textile and related industries are prepared by reacting chlorocarbonic esters of abietinols with aliphatic, cycloaliphatic or aromatic aminocarboxylic acids, aminosulphonic acids or amine-sulphuric acid esters. The abietinols comprise abietinol, di- and tetra-hydroabietinols and their substitution products, e.g. containing nitro groups or halogen. Second components specified are glycocoll, N-hydroxyethylaminoacetic acid, alanine, sarcosine, taurine, N-methylaminoethanesulphonic acid, N-hydroxyethylaminosulphonic acid, aminopropanesulphonic acid, monoethanolamine or ethylbutanolamine sulphuric acid esters, albumen degradation products, p-aminobenzoic acid and sulphanilic acid. The reaction is preferably effected in an aqueous alkaline medium to which a small amount of a dispersing agent has been added. If the products are not water-soluble, they may be made so by sulphonation. Examples are given of the condensation of the chlorocarbonic ester of abietinol with the sodium salt of sarcosine, the sodium salt of N-methyltaurine and the sulphuric acid ester of ethanolamine, in an aqueous solution of caustic soda; in the first two cases, a small amount of the condensation product of oleyl alcohol or lauryl alcohol (1 mol.) with ethylene oxide (20 or 10 mols. respectively) is present, whilst in the third case some of the product of a preceding operation is preferably added as dispersing agent. Specifications 381,204, 388,877, 425,370, and 450,467 are referred to. The samples furnished under Sect. 2 (5) comprise the reaction products of (1) the chlorocarbonic ester of dihydroabietinol with cyclohexylethanolamine sulphuric acid ester, (2) the chlorocarbonic ester of dihydroabietinol with cyclohexylaminoacetic acid, and (3) the chlorocarbonic ester of trichloroabietinol with the acid sulphuric acid ester of ethanolamine, prepared in each case in caustic soda solution in the presence of a condensation product of ethylene oxide with oleyl alcohol. The chlorocarbonic esters of abietinols are obtained by introducing phosgene at normal temperature into a solution of the abietinol in an inert solvent such as ethylene chloride, and evaporating the solvent in vacuo. Trichloroabietinol results when abietinol is chlorinated. Cyclohexylaminoacetic acid is prepared by condensing cyclohexylamine with chloracetic acid.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE484683X | 1935-11-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB484683A true GB484683A (en) | 1938-05-09 |
Family
ID=6543163
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB30506/36A Expired GB484683A (en) | 1935-11-08 | 1936-11-09 | Improvements in the manufacture and production of urethanes containing carboxyl or sulphonic acid groups |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB484683A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0048376A1 (en) * | 1980-09-19 | 1982-03-31 | Bayer Ag | Process for the preparation of N-substituted diaryl imidodicarboxylates |
| EP0048377A1 (en) * | 1980-09-19 | 1982-03-31 | Bayer Ag | Process for the preparation of N-substituted diaryl imidodicarboxylates |
| US4348331A (en) * | 1980-09-19 | 1982-09-07 | Bayer Aktiengesellschaft | Process for the preparation of N-substituted imido-dicarboxylic acid diaryl esters |
| US4447635A (en) * | 1980-02-20 | 1984-05-08 | Bayer Aktiengesellschaft | N-Substituted imido-dicarboxylic acid diaryl ester compounds and herbicide intermediates |
-
1936
- 1936-11-09 GB GB30506/36A patent/GB484683A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4447635A (en) * | 1980-02-20 | 1984-05-08 | Bayer Aktiengesellschaft | N-Substituted imido-dicarboxylic acid diaryl ester compounds and herbicide intermediates |
| EP0048376A1 (en) * | 1980-09-19 | 1982-03-31 | Bayer Ag | Process for the preparation of N-substituted diaryl imidodicarboxylates |
| EP0048377A1 (en) * | 1980-09-19 | 1982-03-31 | Bayer Ag | Process for the preparation of N-substituted diaryl imidodicarboxylates |
| US4348331A (en) * | 1980-09-19 | 1982-09-07 | Bayer Aktiengesellschaft | Process for the preparation of N-substituted imido-dicarboxylic acid diaryl esters |
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