GB482352A - Improvements in the manufacture and production of polyamino carboxylic acids and their derivatives - Google Patents
Improvements in the manufacture and production of polyamino carboxylic acids and their derivativesInfo
- Publication number
- GB482352A GB482352A GB2626636A GB2626636A GB482352A GB 482352 A GB482352 A GB 482352A GB 2626636 A GB2626636 A GB 2626636A GB 2626636 A GB2626636 A GB 2626636A GB 482352 A GB482352 A GB 482352A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- triethylene tetramine
- formaldehyde
- oleyl
- acetaldehyde
- 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
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Polyamino carboxylic acid nitriles containing at least two nitrile radicles, or the corresponding acids are obtained by reacting hydrocyanic acid and aldehydes or ketones on primary or secondary polyamines and if desired hydrolyzing the nitriles. If the saponification is effected with acids in the presence of alcohols, esters of the polyamino acids are obtained. The process may be effected in two or more stages, using different aldehydes or ketones if desired, Suitable polyamines are ethylene and propylene diamines and diethylene triamine and their substitution products, which may contain hydroxy, mercapto or other groups, such as diaminodiethyl ether. Diamines containing a radicle of high molecular weight such as octadecyl triethylene tetramine or oleyl pentmethylene hexamine may also be used. Suitable aldehydes and ketones are formaldehyde, acetaldehyde, propionaldehyde, acetone and oleyl aldehyde. Alkaline substances such as cyanides, which may be produced in situ are suitable catalysts. The nitriles may be reduced to the corresponding amines. In examples: (1) to an aqueous solution of ethylene diamine are added hydrocyanic acid and a solution of calcium cyanide, and formaldehyde solution is added at 20-25 DEG C.; the product is saponified by sodium potassium or barium hydroxide or sulphuric or hydrochloric acid; (2) as in example 1, but using acetaldehyde; (3) as in example 1 but using diethylene triamine or triethylene tetramine; (4) hydrocyanic acid and formaldehyde are reacted with the nitrile of ethylene diamine diacetic acid obtained in example 1; products containing four different acid radicles can be made in this manner, or, if diethylene triamine or triethylene tetramine are used, products containing 5 or 6 different acid radicles may be made; (5) the process of example 1 is effected in two stages, using first formaldehyde and then acetaldehyde or vice versa. Specifications 388,874 and 460,372 are referred to. Octadecyl triethylene tetramine is obtained by reacting sodium octadecyl sulphate with triethylene tetramine. Oleyl pentamethylene hexamine is obtained by reacting sodium oleyl sulphate with pentaethylene hexamine.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2626636A GB482352A (en) | 1936-09-28 | 1936-09-28 | Improvements in the manufacture and production of polyamino carboxylic acids and their derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2626636A GB482352A (en) | 1936-09-28 | 1936-09-28 | Improvements in the manufacture and production of polyamino carboxylic acids and their derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB482352A true GB482352A (en) | 1938-03-28 |
Family
ID=10240942
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2626636A Expired GB482352A (en) | 1936-09-28 | 1936-09-28 | Improvements in the manufacture and production of polyamino carboxylic acids and their derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB482352A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2461519A (en) * | 1948-03-17 | 1949-02-15 | Frederick C Bersworth | Method of producing carboxylic substituted aliphatic amines and metallic salts thereof |
| US2558923A (en) * | 1948-05-12 | 1951-07-03 | Frederick C Bersworth | Process of purifying ethylene diamine di-acetic acid |
| US2638450A (en) * | 1950-01-17 | 1953-05-12 | Socony Vacuum Oil Co Inc | Reaction products of nu-alkylated polyalkylenepolyamines and alkenyl succinic acid anhydrides |
-
1936
- 1936-09-28 GB GB2626636A patent/GB482352A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2461519A (en) * | 1948-03-17 | 1949-02-15 | Frederick C Bersworth | Method of producing carboxylic substituted aliphatic amines and metallic salts thereof |
| US2558923A (en) * | 1948-05-12 | 1951-07-03 | Frederick C Bersworth | Process of purifying ethylene diamine di-acetic acid |
| US2638450A (en) * | 1950-01-17 | 1953-05-12 | Socony Vacuum Oil Co Inc | Reaction products of nu-alkylated polyalkylenepolyamines and alkenyl succinic acid anhydrides |
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