Patent GB-574488-A (GB)
Title: Improvements in or relating to the plasticisation of polyamides, and polyester amides
IPC: C08K5/134
Filed: 1943-07-05
Abstract: Synthetic linear polyamides or polyesteramides are plasticised by incorporating therewith a saturated monohydric alcohol ester of a long chain saturated carboxylic acid substituted in the chain with a p-hydroxyphenyl group prepared by heating an ester of a saturated monohydric alcohol having not more than 6 carbon atoms/molecule and a straight chain mono-olefinic monocarboxylic acid containing 6-22 carbon atoms/molecule with an excess of phenol in the presence of boron trifluoride or its addition products as described in Specification 573,909.  Suitable plasticisers are methyl (9) 10-phenylolstearate, n-hexyl (9) 10-phenylolstearate, n-butyl phenolated hydrosorbic acid, the n-propyl ester of phenolated D  10 undecylenic acid in which the phenol group is attached to the penultimate carbon atom, the ethyl ester of phenolated myristoleic acid, and the methyl ester of phenolated brassidic acid.  The plasticiser is usually employed in the proportion of 5-65 per cent of the total weight of polyamide and plasticiser.  The ester and polyamide may be dissolved in a mutual solvent, e.g. alcohol, formic acid, methanolcalcium chloride mixture, methanol-chloroform or ethanol-water mixture.  Alternatively the ingredients of the composition may be blended by melting together, or the polyamide may be prepared in the presence of the ester.  The compositions may be used for coatings on fabrics, e.g. for making artificial leather or for collar interliners, or for making filaments, films, safety glass interlayers, rods, or similar materials by evaporation or coagulation methods or by blowing, stamping or compression moulding.  The plasticised polyamides may also be used in the tanning of leather. If desired, the plasticiser of the invention may be mixed with dibutyl phthalate, tricresyl phosphate, monomeric amides boiling above 220 DEG  C., cycloketones, other phenols, or sulphonamides, e.g. amylbenzene sulphonamides, as additional plasticisers. Pigments, fillers, dyes, antioxidants, oil, antiseptics, resins, cellulose derivatives or other modifying agents may also be included. In examples: (1) an interpolyamide from hexa-methylenediammonium adipate and 6-aminocapronitrile is plasticised with ethyl (9)10-phenylolstearate by dissolving the ingredients in a mixture of equal volumes of chloroform and methanol.  A film is formed by pouring the solution on to a glass plate; (2) a pliable film is formed from a solution in a mixture of chloroform and methanol of an interpolyamide from hexamethylenediammonium adipate, hexa-methylenediammonium sebacate, and caprolactam and methyl (9)10-phenylolstearate; (3) a coated sateen fabric is prepared by applying thereto an anchor coat consisting of a solution in ethanol of methyl (9)10-phenylolstearate and an interpolyamide from hexamethylenediammonium adipate, caprolactam and hexa-methylenediammonium sebacate.  The material is then calendered and 15 coats are applied of a second composition containing the same ingredients in different proportions and also carbon black.  The coatings are applied hot and spread with a steam-heated knife; (4) as in (3) the composition of the coatings applied to the anchor coat being varied and bone-black pigment being included in the compositions; (5) N-methoxymethyl polyhexamethylene adipamide is prepared by treating a formic acid solution of polyhexamethylene adipamide with paraformaldehyde, methanol and potassium hydroxide and is precipitated by neutralisation of the formic acid with ammonia. It is mixed with methyl (9)10-phenylolstearate, triethanolamine, water and ethanol to form an anchor coating composition, and with the same ingredients in different proportions as well as with a dispersion of carbon black to form another coating composition.  Two anchor coats are applied to a sateen fabric, each coat being dyed, the material is calendered and 40 coats of the second composition are applied, each coat being dried.  A steam-heated knife is used to spread the coatings.  The resulting material is very pliable and withstands many flexes without washing; (6) a pliable film is obtained by spreading on a glass plate a solution in chloroform and methanol of an interpolymer from hexamethylenediammonium adipate and sebacate and caprolactam, mixed with methyl (9) 10-phenylolstearate and dibutyl phthalate.  Specifications 461,236 and 561,701, and U.S.A.  Specifications 2,071,250 and 2,130,948 also are referred to.