GB619576A - Manufacture of new polyamides - Google Patents
Manufacture of new polyamidesInfo
- Publication number
- GB619576A GB619576A GB3680646A GB3680646A GB619576A GB 619576 A GB619576 A GB 619576A GB 3680646 A GB3680646 A GB 3680646A GB 3680646 A GB3680646 A GB 3680646A GB 619576 A GB619576 A GB 619576A
- Authority
- GB
- United Kingdom
- Prior art keywords
- salt
- heated
- ethanol
- aliphatic dicarboxylic
- dicarboxylic acids
- 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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
Abstract
Equimolecular proportions of 1 : 6-diamino-6-methyl-heptane and an aliphatic dicarboxylic acid are heated together to give a polyamide. Amide forming derivatives or low molecular weight polymers or the preformed salt may be used. The reactants are heated until filaments formed from a melt of the polyamide can be cold-drawn into fibres. The acids include oxalic; glutaric; adipic; pimelic; suberic; azelaic; sebacic; brassylic; tetradecanedioic; octadecanedioic; p-phenylenediacetic; hexahydroterephthalic and 1 : 3-cyclopentane dicarboxylic acids. The heating, which is usually at from 200 DEG to 300 DEG C. in the presence or absence of solvent or catalyst and preferably in the absence of air or oxygen, is performed under conditions allowing the removal of water, e.g. under reduced pressure, at least during later stages. A mono-functional amide-forming reactant may be used to stop the reaction at any stage as described in Specification 495,790. The products are soluble in methanol and ethanol and may be made into films forming strongly adhesive bonds to glass, metals and similar surfaces. Solutions in water-miscible organic solvents on mixing with water provide stable aqueous dispersions. In an example, a solution of 1 : 6-diamino-6-methylheptane in ethanol is added to an ethanol solution of adipic acid, the white crystalline salt separating out on standing. The salt is heated for 3 hours at 220 DEG C. in a closed vessel, which after cooling is opened and heated at 255 DEG C. for 1 hour at atmospheric pressure and then for 12 hours at 0.3 mms. pressure. The product, which has an intrinsic viscosity of 0.74, softens at 100 DEG C. and can be spun at 165 DEG C. to filaments which may be cold-drawn.ALSO:1 : 6-Di-amino-6-methyl heptane is converted into an aliphatic dicarboxylic acid salt by interacting equimolecular proportions of the amine and adipic acid in ethanolic solutions, the salt crystallizing out on standing. Reference is made to the formation of salts of the amine with other aliphatic dicarboxylic acids, e.g. oxalic, glutaric, pimelic, suberic, azelaic, sebacic, brassylic, tetradecanedioic, octadecanedioic, p-phenylene diacetic, hexahydro-terephthalic and 1 : 3-cyclo-pentane dicarboxylic acids. The salts are starting materials for the production of polymeric amides (see Group IV (a).
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3680646A GB619576A (en) | 1946-12-13 | 1946-12-13 | Manufacture of new polyamides |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3680646A GB619576A (en) | 1946-12-13 | 1946-12-13 | Manufacture of new polyamides |
Publications (1)
Publication Number | Publication Date |
---|---|
GB619576A true GB619576A (en) | 1949-03-11 |
Family
ID=10391319
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3680646A Expired GB619576A (en) | 1946-12-13 | 1946-12-13 | Manufacture of new polyamides |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB619576A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2640082A (en) * | 1950-11-08 | 1953-05-26 | Du Pont | Process for synthesis of diamines |
DE1157393B (en) * | 1953-12-16 | 1963-11-14 | Ici Ltd | Process for the production of polyamides |
US3692749A (en) * | 1968-07-02 | 1972-09-19 | Scholven Chemie Ag | Polyamides of trimethylhexamethylenediamine and cyclohexane dicarboxylic acid |
JPS4843672B1 (en) * | 1970-01-30 | 1973-12-20 |
-
1946
- 1946-12-13 GB GB3680646A patent/GB619576A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2640082A (en) * | 1950-11-08 | 1953-05-26 | Du Pont | Process for synthesis of diamines |
DE1157393B (en) * | 1953-12-16 | 1963-11-14 | Ici Ltd | Process for the production of polyamides |
US3692749A (en) * | 1968-07-02 | 1972-09-19 | Scholven Chemie Ag | Polyamides of trimethylhexamethylenediamine and cyclohexane dicarboxylic acid |
JPS4843672B1 (en) * | 1970-01-30 | 1973-12-20 |
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