Patent GB-1202298-A (GB)
Title: Stabilization of synthetic polymers
IPC: C07D471/10
Filed: 1968-10-23
Abstract: 1,202,298. Stabilizing polymers. SANKYO CO. Ltd. 23 Oct., 1968 123 Oct., 1967; 18 May, 1968], No. 50384/68. Headings C3P and C3R. Synthetic polymers are stabilized with a compound of formula where R 1  and R 2  are hydrogen; C 1-18  alkyl; C 5-7  cycloalkyl; C 6  or C 10  aryl optionally substituted with halogen, C 1-4  alkyl or C 1-8  alkoxy; or a 5- or 6-membered heterocyclic group with at least one N or O heteroatom and optionally substituted with nitro, C 1-4  alkyl or C 1-4  alkoxy; or R 1  and R 2  together with the carbon atom to which they are linked constitute a 5- to 7-membered alicyclic ring optionally C 1-4  alkyl, C 5-7  cycloalkyl or C 5-7  cycloalkylidene substituted; or a group  where R 5  and R 6  are C 1-16  alkyl and Y is hydrogen or oxygen: R 3  and R 4  are as R 1  and R 2  provided that not more than one R is hydrogen; and X is oxygen or sulphur. Specified polymers are polyethylene, polypropylene, ethylene/pro. pylene copolymers, polyblttadiene, polyisoprene, polystyrene, butadiene/styrene and ABS copolymers, polyvinyl acetate, polyvinyl chloride, polyvinylidene chloride, polyvinyl ethers, polyvinyl ketones, polyurethanes, polyamides such as nylon-6 and nylon-6,6, polyacetals and polyesters such as polyethylene terephthalate. Many suitable stabilizers are specified and examples describe compositions of polypropylene, polyethylene, polystyrene, an ethylene glycol maleate/styrene polyester resin cured, in the presence of benzoyl peroxide; polycaproarnide, and polyvinyl chloride heat-stabilized with dibasic lead stearate, barium stearate and calcium stearate, with 2,2,5,5-tetramethyl-4- oxoimidazolidine, 1,4 - diaza - 2,2 - dimethyl - 3 - oxo-spiro [4,5] decane, cyclohexane-l-spiro-2<SP>1</SP>- (4<SP>1</SP> - oxoimidazolidine) - 51 - spiro - 1<SP>11</SP> - cyclo - hexane, 1,4 - diaza - 2 - methyl - 2 - phenyl - 3 - oxo - spiro [4,5] decane, 1,4 - diaza - 2 - methyl- 2 - cyclohexyl - 3 - oxo - spiro [4,5] decane, 1,4 - diaza - 2 - methyl - 2 - (3 - pyridyl) - 3 - oxo - spiro [4,5] decane, 1 - methylcyclohexane - 2 - spiro - 2<SP>1</SP> - (4<SP>1</SP> - oxoimidazolidine) - 5<SP>1</SP> - spire - 2<SP>11</SP> -  (1<SP>11</SP> - methylcyclohexane), 1,3,8 - triaza - 2 - (pchlorophenyl) - 4 - oxo - 7,7,9,9 - tetramethyl - spiro [4,5] decane, 1,3,8 - triaza - 2 - (2 - nitro- 5 - furyl) - 4 - oxo - 7,7,9,9 - tetramethyl - spiro- [4,5] decane, 1,3,8 - triaza - 2 - [2H - 2,6 - dimethyl - 5,6 - dihydro - 3 - pyranyl) - 4 - oxo - 7,7,9,9 - tetramethyl - spiro [4,5] decane, cyclohexane - 1 - spiro - 2<SP>1</SP> - (4<SP>1</SP> - oxoimidazolidine) - 5<SP>1</SP> - spiro - 4<SP>11</SP> - (2<SP>11</SP>,2<SP>11</SP>,6<SP>11</SP>,6<SP>11</SP> - tetramethyl - piperidine - 1<SP>11</SP> - oxyl), 1,3,8 - triaza - 2 - phenyl - 4 - oxo - 7,7,9,9 - tetramethyl - spiro [4,5] decane-8-oxyl, 1,3,8.triaza-2-(o-telyl)-4- oxo - 7,7,9,9 - tetramethyl - spiro [4,5] decane- 8 - oxyl, 1,3,8 - triaza - 2 - n - propyi - 4 - oxo - 7,7,9,9 - tetramethyl - spiro [4,5] decane - 8 - oxyl, 2,2,6,6 - tetramethylpiperidine - 4 - spiro- 21 - (4<SP>1</SP> - oxoimidazolidine) - 5<SP>1</SP> - spiro - 1<SP>11</SP> - cyclohexane, 1,3,8 - triaza - 2 - n - undecyl - 4 - oxo - 7,7,9,9 - tetramethyl - spiro [4,5] decane, 1,4- diaza - 2,2 - di - n - heptadecyl - 3 - oxo - spiro [4,5] decane, 2,2,5,5 - tetramethyl - 4 - imidazolidinethione, 2,5 - dimethyl - 2,5 - diisobutyl - 4 - imidazolidinethione, 1 - methylcyclohexane - 4 - spire - 2<SP>1 </SP>- (4<SP>1</SP> - imidazolidinethione)- 5<SP>1</SP> - spiro- 4<SP>1</SP> - methylcyclohexane, cyclohexane - I - spiro- 2<SP>1</SP> - (4<SP>1</SP> - imidazolidinethione) - 51 - spiro - 1<SP>11</SP>- cyclohexane, 1,3 - diaza - 2 - methyl - 2 -ethyl - 4- thioxospiro [4,5] decane and 2,2,6,6 - tetramethylpiperidine - 4 - spiro - 2<SP>1</SP> - (41 - imidazolidine) - 5<SP>1</SP> - spire - 4<SP>11</SP> - (2<SP>11</SP>,2<SP>11</SP>,6<SP>11</SP>,6<SP>11</SP> - tetramethylpiperidine).