Patent EA-002974-B1 (EA)
Title: Light and thermally stable polyamide, method for production and an article comprising it
Inventor: HU HARRY Y
IPC: C08G69/48
Filed: 1999-02-11
Abstract: 1. A method for producing a light and thermally stable polyamide by caprolactam polymerization in the presence of an effective amount of at least one hindered piperidine compound of general formula   wherein R1 is a functional group, forming amine or amide, R2 is an alkyl, and R3 is selected from the group consisting of hydrogen, alkyl groups, having 1 to 3 carbon atoms and -OR4, where R4 is selected from the group consisting of hydrogen, methyl, alkyl groups having 1 to 7 carbon atoms, wherein the polymerization is performed in the presence of an effective amount of at least one chain regulating compound selected from an aliphatic, dicarboxylic acid consisting of malic acid; malonic acid; methylmalonic acid; ethylmalonic acid; butylmalonic acid; dimethylmalonic acid, succinic acid; methylsuccinic acid; 2,2-dimethylsuccinic acid; 2,3-dimethylsuccinic acid; 2-ethyl-2-methylsuccinic acid; glutaric acid; 2,2-dimethylglutaric acid; 2,3-dimethylglutaric acid; 2,4-dimethylglutaric acid; adipic acid; 3-methyladipic acid; azelaic acid; pimelic acid; sebacic acid; decanedicarboxylic acid; decanedicarboxylic acid; and combinations thereof. 2. The method according to claim 1 wherein at least one hindered piperidine compound is selected from the group consisting of: 4-amino-2,2,6,6-tetramethylpiperidine; 4-(aminoalkyl)-tetramethylpiperidine; 4-(aminoaryl)-tetramethylpiperidine; 4-(aminoaryl/ alkyl)-tetramethylpiperidine; 3-amino-2,2,6,6-tetramethylpiperidine; 3-(aminoalkyl)-tetramethylpiperidine; 3-(aminoaryl)-tetramethylpiperidine; 3-(aminoaryl/alkyl)-tetramethylpiperidine; 2,2,6,6-tetramethyl-4-piperidinecarboxylic acid; 2,2,6,6-tetramethyl-4-piperidinealkylcarboxylic acid; 2,2,6,6-tetramethyl-4-piperidinearylcarboxylic acid; 2,2,6,6-tetramethyl-4-piperidinealkyl/arylcarboxylic acid; 2,2,6,6-tetramethyl-3-piperidinecarboxylic acid; 2,2,6,6-tetramethyl-3-piperidinealkylcarboxylic acid; 2,2,6,6-tetramethyl-3-piperidinearylcarboxylic acid; 2,2,6,6-tetramethyl-3,4-piperidinealkyl/arylcarboxylic acid; and combinations thereof. 3. The method according to claim 2 wherein the at least one hindered piperidine compound is 4-amino-2,2,6,6-tetramethylpiperidine. 4. The method according to claim 3 wherein the at least one chain regulating compound is selected from the group consisting of adipic acid, azelaic acid, decanedicarboxylic acid, sebacic acid, and combinations thereof. 5. The method according to claim 4 wherein the at least one aliphatic, dicarboxylic acid chain regulating compound is adipic acid. 6. A light and thermally stable polyamide comprising a backbone polymer chain based on caprolactam, at least one hindered piperidine moiety according to claim 1 of the general formula chemically bonded to the backbone polymer chain, wherein comprises at least one aliphatic, dicarboxylic acid chain regulating compound chemically bonded to the backbone polymer chain, wherein at least one chain regulating compound is selected from an aliphatic, dicarboxylic acid consisting of malic acid; malonic acid; methylmalonic acid; ethylmalonic acid; butylmalonic acid; dimethylmalonic acid, succinic acid; methylsuccinic acid; 2,2-dimethylsuccinic acid; 2,3-dimethylsuccinic acid; 2-ethyl-2-methylsuccinic acid; glutaric acid; 2,2-dimethyl glutaric acid; 2,3-dimethylglutaric acid; 2,4-dimethylglutaric acid; adipic acid; 3-methyladipic acid; azelaic acid; pimelic acid; sebacic acid; decanedicarboxylic acid; dodecane dioic acid; and combinations thereof. 7. The polyamide according to claim 6 wherein at least one hindered piperidine compound is selected from the group consisting of: 4-amino-2,2,6,6-tetramethylpiperidine; 4-(aminoalkyl)-tetramethylpiperidine; 4-(aminoaryl)-tetramethylpiperidine; 4-(aminoaryl/alkyl)-tetramethylpiperidine; 3-amino-2,2,6,6-tetramethylpiperidine; 3-(aminoalkyl)-tetramethylpiperidine; 3-(aminoaryl)-tetramethylpiperidine; 3-(aminoaryl/alkyl)-tetramethylpiperidine; 2,2,6,6-tetramethyl-4-piperidinecarboxylic acid; 2,2,6,6-tetramethyl-4-piperidinealkylcarboxylic acid; 2,2,6,6-tetramethyl-4-piperidinearylcarboxylic acid; 2,2,6,6-tetramethyl-4-piperidinealkyl/arylcarboxylic acid; 2,2,6,6-tetramethyl-3-piperidinecarboxylic acid; 2,2,6,6-tetramethyl-3-piperidinealkylcarboxylic acid; 2,2,6,6-tetramethyl-3-piperidinearylcarboxylic acid; 2,2,6,6-tetramethyl-3,4-piperidinealkyl/arylcarboxylic acid; and combinations thereof. 8. The polyamide of claim 7 wherein the at least one hindered piperidine compound is 4-amino-2,2,6,6-tetramethylpiperidine. 9. The polyamide according to claim 6 wherein the at least one chain regulating compound is selected from the group consisting of adipic acid, azelaic acid, decanedicarboxylic acid, sebacic acid, and combinations thereof. 10. The polyamide according to claim 9 wherein the at least one chain regulating compound is adipic acid. 11. A light and thermally stable polyamide with a decreased inclination to yellowing, comprising a backbone polymer chain based on caprolactam, at least one hindered piperidine moiety according to claim 1 of the general formula chemically bonded to the backbone polymer chain, wherein comprises at least one aliphatic, dicarboxylic acid chain regulating compound chemically bonded to the backbone polymer chain, wherein at least one chain regulating compound is selected from an aliphatic, dicarboxylic acid consisting of malic acid; malonic acid; methylmalonic acid; ethylmalonic acid; butylmalonic acid; dimethylmalonic acid, succinic acid; methylsuccinic acid; 2,2-dimethylsuccinic acid; 2,3-dimethylsuccinic acid; 2-ethyl-2-methylsuccinic acid; glutaric acid; 2,2-dimethyl glutaric acid; 2,3-dimethylglutaric acid; 2,4-dimethylglutaric acid; adipic acid; 3-methyladipic acid; azelaic acid; pimelic acid; sebacic acid; decanedicarboxylic acid; dodecane dioic acid; and combinations thereof. 12. An article comprising the light and thermally stable polyamide of claim 11. 13. An article according to claim 12 wherein the article is selected from the group consisting of fibers, yarns, carpets, and engineering plastics.