Poly(amide-imide) copolymer, composition for preparing poly(amide-imide) copolymer, article including poly(amide-imide) copolymer, and display device including the article

Patent metadata

Field	Value
Publication number	US-11028227-B2
Application number	US-201816126250-A
Country	US
Kind code	B2
Filing date	Sep 10, 2018
Priority date	Sep 8, 2017
Publication date	Jun 8, 2021
Grant date	Jun 8, 2021

Abstract

A poly(amide-imide) copolymer that is a reaction product of a substituted or unsubstituted linear aliphatic diamine including two terminals, a diamine represented by Chemical Formula 1, a dicarbonyl compound represented by Chemical Formula 2, and a tetracarboxylic acid dianhydride represented by Chemical Formula 3:

wherein, in Chemical Formulae 1 to 3, A, R 3 , R 10 , R 12 , R 13 , X, n7 and n8 are the same as defined in the specification.

First claim

What is claimed is:

1. A poly(amide-imide) copolymer that is a reaction product of a substituted or unsubstituted linear aliphatic diamine comprising two terminals, a diamine represented by Chemical Formula 1, a dicarbonyl compound represented by Chemical Formula 2, and a tetracarboxylic acid dianhydride mixture comprising a tetracarboxylic acid dianhydride represented by Chemical Formula 3-1 and a tetracarboxylic acid dianhydride represented by Chemical Formula 3-2:
NH 2 -A-NH 2   Chemical Formula 1

wherein in Chemical Formula 1,
A is a ring system comprising two or more C6 to C30 aromatic rings linked by a single bond, wherein each of the two or more aromatic rings is independently unsubstituted or substituted by an electron-withdrawing group;

wherein, in Chemical Formula 2,
R 3 is a substituted or unsubstituted phenylene or a substituted or unsubstituted biphenylene group, and
each X is an identical or different halogen atom;
wherein the linear aliphatic diamine is present in an amount of greater than 20 mol % and less than 90 mol %, and the diamine represented by Chemical Formula 1 is present in an amount of less than or equal to 80 mol % and greater than or equal to 10 mol %, based on the amount of total diamine.

2. The poly(amide-imide) copolymer according to claim 1 , wherein the two terminals of the substituted or unsubstituted linear aliphatic diamine are each an amino group, and the substituted or unsubstituted linear aliphatic diamine is a substituted or unsubstituted C1 to C30 saturated or unsaturated linear aliphatic diamine.

3. The poly(amide-imide) copolymer according to claim 2 , wherein the substituted or unsubstituted linear aliphatic diamine is a substituted or unsubstituted C1 to C20 saturated linear aliphatic diamine.

4. The poly(amide-imide) copolymer according to claim 1 , wherein the substituted or unsubstituted linear aliphatic diamine is selected from methylene diamine, ethylene diamine, 1,3-propane diamine, 1,4-tetramethylene diamine, 1,5-pentamethylene diamine, 1,6-hexamethylene diamine, 1,7-heptamethylene diamine, 1,8-octamethylene diamine, 9-nonamethylene diamine, 1,10-decamethylene diamine, 1,11-undecamethylene diamine, 1,12-dodecamethylene diamine, and a combination thereof.

5. The poly(amide-imide) copolymer according to claim 1 , wherein the diamine represented by Chemical Formula 1 comprises a ring system comprising two C6 to C12 aromatic rings linked by a single bond, wherein each of the two C6 to C12 aromatic rings are independently substituted by an electron-withdrawing group selected from a halogen atom, a nitro group, a cyano group, a C1 or C2 haloalkyl group, a C2 to C6 alkanoyl group, and a C2 to C6 ester group.

6. The poly(amide-imide) copolymer according to claim 1 , wherein the diamine represented by Chemical Formula 1 comprises at least one selected from the diamines represented by chemical formulae:

7. The poly(amide-imide) copolymer according to claim 1 , wherein the diamine represented by Chemical Formula 1 comprises a diamine represented by Chemical Formula A:

8. The poly(amide-imide) copolymer according to claim 1 , wherein in Chemical Formula 2, R 3 is a phenylene group, and each X is independently Cl or Br.

9. The poly(amide-imide) copolymer according to claim 1 , wherein the mixture of tetracarboxylic acid dianhydride is a combination of 3,3′,4,4′-biphenyl tetracarboxylic dianhydride and 4,4′-(hexafluoroisopropylidene)diphthalic anhydride.

10. The poly(amide-imide) copolymer according to claim 1 , wherein the linear aliphatic diamine is greater than or equal to 30 mole percent and less than 90 mol %, and the diamine represented by Chemical Formula 1 is present in an amount of less than 70 mol % and greater than or equal to 10 mol %, based on the total amount of the linear aliphatic diamine and the diamine represented by Chemical Formula 1.

11. The poly(amide-imide) copolymer according to claim 1 , wherein a mole ratio of the dicarbonyl compound represented by Chemical Formula 2 and the tetracarboxylic acid dianhydride represented by Chemical Formula 3-1 and a tetracarboxylic acid dianhydride represented by Chemical Formula 3-2 is 20:80 to 30:70.

Assignees

• Samsung Electronics Co Ltd
• Samsung Sdi Co Ltd

Inventors

• Jo A Ra
• Ahn Chanjae
• Choi Sungwon
• Chang Won Suk
• Jeong Boreum

Classifications

• C08G73/1039

  comprising halogen-containing substituents · CPC title

• C08G73/1042

  Copolyimides derived from at least two different tetracarboxylic compounds or two different diamino compounds · CPC title

• C08J5/18

  Manufacture of films or sheets · CPC title

• C08J2379/08

  Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors · CPC title

• C08G73/14 Primary

  Polyamide-imides · CPC title