Patent DE-10008367-A1 (DE)
Title: New 1-alkoxy-substituted hindered 2,2,6,6-tetramethylpiperidine group-containing amines useful as stabilizers for (thermoplastic) polymers, coatings, color photographic materials and printing inks
Inventor: GALBO JAMES PETER
IPC: C07D211/58
Filed: 2000-02-23
Abstract: 1-Alkoxy-substituted hindered 2,2,6,6-tetramethylpiperidine group-containing amines whose alkoxy units are substituted by 1-3 OH groups (or derivatives of such amines) are new. 1-Alkoxy-substituted hindered 2,2,6,6-tetramethylpiperidine group-containing amines whose alkoxy units are substituted by 1-3 OH groups (or derivatives of such amines) are new. The amines include (i) those simply substituted with OH-substituted alkoxy groups; (ii) those with the OH-substituted alkoxy forming a bridge between 2 amine groups; or (iii) monomeric, oligomeric or polymeric products formed by reaction with dialkyl esters or isocyanates. 30 substituted hindered amines are claimed e.g. those of formula (I)-(X). [Image] [Image] [Image] [Image] [Image] [Image] [Image] [Image] [Image] G 1 and G 21-4C alkyl or together form pentamethylene; E : 1-18C alkylene, 5-18C cycloalkylene or cycloalkenylene or 1-4C alkylene substituted by phenyl which is itself optionally substituted by one or two 1-4C alkyl; b : 1, 2 or 3, but does not exceed the number of C atoms in E or L and when it is 2 or 3, each OH group is bonded to a different C atom in E and L and the 2 hindered amine groups are not bonded to 2 different C atoms in L; m : 0 or 1; R 1H, OH or CH 2OH; R 2H, 1-12C alkyl or 2-12C alkenyl; R 7 and R 8Cl, 1-8C alkoxy, -OT 1, 2-hydroxyethyl-substituted amino, 1-18C NH(alkyl), -N(1-18C alkyl)T 1 or 2-36C N(alkyl) 2; R 9-O- or = -N- substituted by H, 1-12C alkyl or T 1; T 11-((OH) b-E-O)-2,2,6,6-(G 1) 2(G 2) 2-piperidin-4-yl; R 1 0H or Me; q : 2-8; R 1 3H, phenyl, 1-12C alkyl or alkoxy, phenyl-substituted 1-4C alkyl, 5-8C cycloalk(en)yl, 2-12C alkenyl, glycidyl, allyloxy, 1-4C hydroxyalkyl or silyl or silyloxy substituted 3 times by H, phenyl or 1-4C alkyl or alkoxy; d : 0 or 1; k : 0-5; x : 3-6; y : 1-10; R 1 5morpholino, piperidino, 1-piperazinyl, 1-8C alkylamino (especially octylamino), -N(1-8C alkyl)T 1 substituted by T 1, or 2-16C N(alkyl) 2; R 1 6H, 2-4C acyl, 1-4C alkyl-substituted carbamoyl or s-triazinyl substituted once by Cl or R 1 5 or twice by R 1 5; R 1 7Cl, 1-8C alkyl- or T 1-substituted amino, -N(1-8C alkyl)T 1, 2-16C N(alkyl) 2 or -N(X)-(CH 2) q-N(X)R 1 8, with X = 1-((OH) b-E-O) b)-2,2,6,6-tetra-(G 1) 2(G 2) 2-piperidin-4-yl; R 1 8 = as for R 1 6 but with the s-triazinyl only substituted twice by -N(1-8C alkyl)T 1 or 2-16C N(alkyl) 2; L : 1-8C alkylene, 5-8C cycloalk(en)ylene, 3-18C alkenylene or 1-4C alkylene substituted by phenyl itself optionally substituted once or twice by 1-4C alkyl; R 2 02-18C alkylene or divalent acyl derived from (i) optionally unsaturated 2-18C aliphatic or 7-12C cycloaliphatic dicarboxylic or dicarbamic acid or (ii) 8-15C aromatic diacid; G : as for L; and R 2 91-18C alkyl or -NH-alkyl or 5-8C -NH-cycloalkyl In formula (I) when b = 1, then E is not Me, Et, 2-propyl or 2-methylpropyl. An independent claim is also included for preparation of certain of the amines.