Xylylene diamine composition, and method for producing polyamide resin

Patent metadata

Field	Value
Publication number	US-9637594-B2
Application number	US-201415032020-A
Country	US
Kind code	B2
Filing date	Oct 29, 2014
Priority date	Oct 31, 2013
Publication date	May 2, 2017
Grant date	May 2, 2017

Abstract

Provided are [1] a xylylenediamine composition containing xylylenediamine and a compound represented by the following general formula (1), wherein the content of the compound represented by the general formula (1) is 0.001 to 0.1 parts by mass based on 100 parts by mass of the xylylenediamine; and a method for producing a polyamide resin including the steps of introducing a compound represented by the following general formula (1), a diamine including xylylenediamine (but excluding the compound represented by the general formula (1)), and a dicarboxylic acid into a reaction system and performing a polycondensation reaction, wherein the amount of the compound represented by the general formula (1) to be introduced is 0.001 to 0.1 parts by mass based on 100 parts by mass of the xylylenediamine, where, in the general formula (1), n and m each independently represent an integer of 0 to 6, excluding the case where n and m are both 1.

First claim

The invention claimed is:

1. A xylylenediamine composition comprising xylylenediamine and a compound represented by the following general formula (1), wherein the content of the compound represented by the general formula (1) is 0.001 to 0.1 parts by mass based on 100 parts by mass of the xylylenediamine:

wherein n and m each independently represent an integer of 0 to 6, excluding the case where n and m are both 1.

2. The xylylenediamine composition according to claim 1 , wherein the compound represented by the general formula (1) is an aminoethylbenzylamine represented by the following formula (a):

3. The xylylenediamine composition according to claim 1 , wherein the xylylenediamine is m-xylylenediamine, p-xylylenediamine, or a mixture thereof.

4. The xylylenediamine composition according to claim 1 , wherein the xylylenediamine is m-xylylenediamine.

5. The xylylenediamine composition according to claim 1 , wherein the content of xylylenediamine is 99.5% by mass or more.

6. The xylylenediamine composition according to claim 1 , which is used for a raw material for polyamide resin.

7. The xylylenediamine composition according to claim 1 , which is used for an epoxy resin curing agent.

8. A method for producing a polyamide resin comprising the steps of introducing a compound represented by the following general formula (1), a diamine comprising xylylenediamine (but excluding the compound represented by the general formula (1)), and a dicarboxylic acid into a reaction system and performing a polycondensation reaction, wherein the amount of the compound represented by the general formula (1) to be introduced is 0.001 to 0.1 parts by mass based on 100 parts by mass of the xylylenediamine:

wherein n and m each independently represent an integer of 0 to 6, excluding the case where n and m are both 1.

9. The method for producing a polyamide resin according to claim 8 , wherein the compound represented by the general formula (1) is an aminoethylbenzylamine represented by the following formula (a):

10. The method for producing a polyamide resin according to claim 8 , wherein the dicarboxylic acid is at least one selected from an aliphatic dicarboxylic acid having 4 to 20 carbon atoms, terephthalic acid, and isophthalic acid.

11. The method for producing a polyamide resin according to claim 8 , wherein the content of xylylenediamine in the xylylenediamine-containing diamine is 70 mol % or more, and the content of the aliphatic dicarboxylic acid having 4 to 20 carbon atoms in the dicarboxylic acid is 50 mol % or more.

12. The method for producing a polyamide resin according to claim 10 , wherein the aliphatic dicarboxylic acid having 4 to 20 carbon atoms is at least one selected from adipic acid and sebacic acid.

13. The method for producing a polyamide resin according to claim 8 , wherein the xylylenediamine is m-xylylenediamine, p-xylylenediamine, or a mixture thereof.

14. The method for producing a polyamide resin according to claim 8 , wherein the xylylenediamine is m-xylylenediamine.

15. The method for producing a polyamide resin according to claim 8 , further comprising a step of solid-phase polymerization.

Assignees

• Mitsubishi Gas Chemical Co

Inventors

• Tochihara Tatsuya
• Shinohara Katsumi
• Nakamura Takashi
• Yamada Hajime
• Mitadera Jun
• Yamamoto Takashi

Classifications

• C08G69/30

  Solid state polycondensation · CPC title

• C08G59/50

  Amines · CPC title

• C08G69/265

  from at least two different diamines or at least two different dicarboxylic acids · CPC title

• C08G69/28 Primary

  Preparatory processes · CPC title

• C08G59/5033

  aromatic · CPC title