GB619576A - Manufacture of new polyamides - Google Patents

Manufacture of new polyamides

Info

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
Application number
GB3680646A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB3680646A priority Critical patent/GB619576A/en
Publication of GB619576A publication Critical patent/GB619576A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/26Polyamides 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).
GB3680646A 1946-12-13 1946-12-13 Manufacture of new polyamides Expired GB619576A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (4)

* Cited by examiner, † Cited by third party
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

Similar Documents

Publication Publication Date Title
US2158064A (en) Polyamides and their production
JPS6028843B2 (en) Method for producing polytetramethylene adipamide prepolymer
US2395642A (en) Polymeric materials
CN103102486A (en) Nylon and preparation method thereof
US2279752A (en) Polymeric material
CN107001625B (en) Nylon salt and preparation method thereof
JPS6411657B2 (en)
JP3939764B2 (en) Production of low moisture diamine / dicarboxylate
JPH02115225A (en) Branched (co)polyamide made by polycondensation in the presence of lysine component/polycarboxylic acid mixture
JPS626534B2 (en)
GB619576A (en) Manufacture of new polyamides
JPH0149733B2 (en)
US3376258A (en) Polyesters and polyamides of improved stability
US2389416A (en) Compounds produced from salts of sulphamic acid and their preparation
US4251653A (en) Manufacture of nylon by adding liquid diamine to aqueous polyamide forming salt solution
CN100406495C (en) Process for producing long carbon chain nylon salt
Coffman et al. Polymeric amides from omega‐amino acids
US2954364A (en) Process for preparing polyester amides containing preformed amide linkages
US3790531A (en) High molecular weight linear copolyamides containing oxamide groups
US3567696A (en) Storable polyamide-forming compositions and process for the production of polyamides
US2389415A (en) Condensation products of the modified urea-aldehyde type
US2190829A (en) Phenol carboxylic acid amideformaldehyde resins
US2615863A (en) Polymers
US2524046A (en) Multichain polyamide polymers
US3720679A (en) 2-methylene glutarimide and process for preparing the same