Diamine compound, diamine-diacid salt, copolymer and method for manufacturing the same

Patent metadata

Field	Value
Publication number	US-2019144605-A1
Application number	US-201816190782-A
Country	US
Kind code	A1
Filing date	Nov 14, 2018
Priority date	Nov 15, 2017
Publication date	May 16, 2019
Grant date	—

Abstract

A method of forming a copolymer is provided, which includes (i) mixing a diamine and a diester to form a mixture, and heating the mixture to form a diamine compound, wherein the diamine compound has a chemical structure of

(ii) mixing the diamine compound and a diacid to form a diamine-diacid salt, wherein the diamine-diacid salt has a chemical structure of

and (iii) heating the diamine-diacid salt to polymerize the diamine-diacid salt for forming a copolymer, wherein the copolymer has a repeating unit with a chemical structure of

wherein n=2-12, R is

and m=2-12.

First claim

What is claimed is:

1 . A diamine compound, having a chemical structure of

wherein n=2-12.

2 . The diamine compound as claimed in claim 1 , wherein n=4-8.

3 . A diamine-diacid salt, having a chemical structure of

wherein n=2-12,
R is

 and m=2-12.

4 . The diamine-diacid compound as claimed in claim 3 , wherein n=6, R is

and m=4-8.

5 . A copolymer, having a repeating unit with a chemical structure of

wherein n=2-12, R is

 and m=2-12.

6 . The copolymer as claimed in claim 5 , wherein n is 6, R is

and m=4-8.

7 . The copolymer as claimed in claim 5 , having a relative viscosity of 2.0 to 3.5.

8 . A method of forming a diamine compound, comprising:
(i) mixing diamine and diester to form a mixture, and heating the mixture to form a diamine compound, wherein the diamine compound has a chemical structure of

wherein n=2-12.

9 . The method as claimed in claim 8 , wherein the step of heating the mixture is performed at 70° C. to 100° C.

10 . The method as claimed in claim 8 , wherein the diamine and the diester have a molar ratio of 6:1 to 11:1.

11 . The method as claimed in claim 8 , wherein the diester comprises bis(hydroxyethyl)isophthalate or dimethyl isophthalate, and the diamine comprises hexamethylenediamine.

12 . A method of forming a copolymer, comprising:
(i) mixing a diamine and a diester to form a mixture, and heating the mixture to form a diamine compound, wherein the diamine compound has a chemical structure of

(ii) mixing the diamine compound and a diacid to form a diamine-diacid salt, wherein the diamine-diacid salt has a chemical structure of

 and
(iii) heating the diamine-diacid salt to polymerize the diamine-diacid salt for forming a copolymer, wherein the copolymer has a repeating unit with a chemical structure of

wherein n=2-12, R is

 and m=2-12.

13 . The method as claimed in claim 12 , wherein the step of heating the mixture is performed at 70° C. to 100° C., the step of mixing the diamine compound and a diacid to form a diamine-diacid salt is performed at room temperature to 80° C., and the step of heating the diamine-diacid salt is performed at 200° C. to 260° C.

14 . The method as claimed in claim 12 , wherein the diamine and the diester have a molar ratio of 6:1 to 11:1, an the diamine compound and the diacid have a molar ratio of 1:1.6 to 1:3.0.

15 . The method as claimed in claim 12 , wherein the diester comprises bis(hydroxyethyl)isophthalate or dimethyl isophthalate, the diamine comprises hexamethylenediamine, and the diacid comprises adipic acid, sebacic acid, terephthalic acid, or isophthalic acid.

Assignees

• Ind Tech Res Inst

Inventors

• Chen Yu-Ting
• Chen Jiun-Jy
• Way Tun-Fun

Classifications

• C08G69/265

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

• C07C237/34

  having the nitrogen atom of the carboxamide group bound to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms not being part of nitro or nitroso groups · CPC title

• C08G69/26

  derived from polyamines and polycarboxylic acids · CPC title

• C08G69/28 Primary

  Preparatory processes · CPC title

• C07C231/02

  from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines · CPC title