Patent GB-981830-A (GB)
Title: Substituted phenyl esters of naphthalene carboxylic acids, process for their production and polymer compositions containing them
IPC: C08K5/12
Filed: 1963-06-14
Abstract: The invention comprises compounds of formula <FORM:0981830/C2/1> wherein a is 0, 1 or 2; X is Cl, Br or C1- 18 alkyl or alkoxy; n is an integer 1-4; b and c are 0 or 1 and are different; Y is phenoxy or C1- 18 alkoxy; Z is phenyl, -CR1R2-phenyl (R1, R2 are C1- 4 alkyl) or -CR3R4R5 (R3, R4, R5 are each C1- 21 alkyl, but R3 + R4 + R5 total 3-23 carbon atoms).  Preferably, X is Cl or C1- 4 alkyl or alkoxy; b is 1 and c is 0; n is 1 or 2, but if 2 the carboxyl groups are on non-adjacent carbon atoms of the naphthalene nucleus; Z is alpha-cumyl or -CR3R4R5. Specific compounds claimed are 4-nonylphenyl, 4 - t - butylphenyl and 4 - (1,1,3,3 - tetramethylbutyl) phenyl 1- and 2-naphthoates; and bis - [4 - (1,1,3,3 - tetramethylbutyl) phenyl] naphthalene-1,4- and -2,7-dicarboxylates. A large number of other compounds of the above formula are specified.  Also described are compounds in which Z may be C1- 24 alkyl generally.  The esters are prepared by reacting together the appropriate phenol and naphthoyl halide in a substantially n:1 molar ratio. Specifications 981,828, 981,829 and U.S.A. Specification 2,865,966 are referred to.ALSO:Polymeric substances are stabilized by the presence of a compound of formula <FORM:0981830/C3/1> wherein a is 0, 1 or 2; X is Cl, Br or C1- 18 alkyl or alkoxy; n is an integer 1-4; b and c are 0 or 1 and are different; Y is phenoxy or C1- 18 alkoxy; Z is C1- 24 alkyl, phenyl or -CR1R2-pheny (R1, R2 are C1- 4-alkyl).  Examples describe the stabilization of natural and chlorinated rubber, polyethylene, polypropylene (in this case bislauryl thiodipropionate and 4,41-butylidene-bis-(6 - t - butyl - m - cresol) are also present), polystyrene, styrene/butadiene, styrene/acrylonitrile and styrene/methyl methacrylate copolymers, poly-(ethyl methacrylate), maleic anhydride/ethylene and maleic anhydride/vinyl methyl ether copolymers, polyvinyl chloride containing di-(2-ethylhexyl)phthalate and cadmium-barium dilaurate, polyvinylidene chloride, vinylidene chloride/vinyl chloride containing acetyl triethyl citrate, polymerized formaldehyde and phthalic anhydride/maleic anhydride/propylene glycol polyester.  The Specification lists many other types of polymers including alkyd resins, epoxy resins, polyurethanes, phenolic resins, aminoplasts and polyamides. Specifications 981,828 and 981,829 are referred to.ALSO:Cellulosic materials including kapok, hemp, wood and wood pulp, twines, paper, cardboard, pressed board, batting wood flour and sawdust are stabilized by the presence of a compound of formula <FORM:0981830/D1-D2/1> where a is 0, 1 or 2; X is Cl, Br or C1-18 alkyl or alkoxy; A is an integer 1-4; b and c are 0 or 1 and are different; Y is phenoxy or C1-18 alkoxy; Z is C1-24 alkyl, phenyl or -CR1R2-phenyl (R1, R2 are C1-4 alkyl).  In an example, pure unsized paper is dipped in a chloroform solution containing 4-nonylphenyl-1-napthoate and dried; the product is stated to be of greater tensile strength than a sample from which the additive is omitted.  Specifications 981,828 and 981,829 are referred to.