Poly(amide-imide) block copolymer, article including same, and display device including the article

Patent metadata

Field	Value
Publication number	US-9796816-B2
Application number	US-201514886576-A
Country	US
Kind code	B2
Filing date	Oct 19, 2015
Priority date	May 18, 2011
Publication date	Oct 24, 2017
Grant date	Oct 24, 2017

Abstract

A poly(amide-imide) block copolymer that includes: a first segment including a structural unit represented by Chemical Formula 1C, and a second segment including a structural unit represented by Chemical Formula 2:

In Chemical Formula 1C and Chemical Formula 2, R 5 to R 13 , and n3 to n8 are the same as in the specification.

First claim

What is claimed is:

1. A poly(amide-imide) block copolymer, comprising:
a first segment comprising a structural unit represented by Chemical Formula 1C; and
a second segment consisting of a structural unit represented by Chemical Formula 2,

wherein, in Chemical Formula 1C,
R 5 is selected from the group consisting of:

R 6 and R 7 are each a C1 to C2 haloalkyl group,
R 8 and R 9 are the same or different and are each independently a halogen, a hydroxyl group, an alkoxy group of the formula —OR 204 wherein R 204 is a C1 to C10 aliphatic organic group, a silyl group of the formula —SiR 205 R 206 R 207 wherein R 205 , R 206 , and R 207 are the same or different and are each independently hydrogen or a C1 to C10 aliphatic organic group, a C1 to C10 aliphatic organic group, or a C6 to C20 aromatic organic group,
n3 is an integer ranging from 1 to 4, n5 is an integer ranging from 0 to 3, and the sum of n3 and n5 is an integer ranging from 1 to 4, and
n4 is an integer ranging from 1 to 4, n6 is an integer ranging from 0 to 3, and the sum of n4 and n6 is an integer ranging from 1 to 4,

wherein, in Chemical Formula 2,
R 10 is a single bond, C1 to C30 aliphatic organic group,

 a C3 to C30 alicyclic organic group, a C6 to C30 aromatic organic group, a C2 to C30 heterocyclic group, —O—, —S—, —S(═O) 2 —, or —C(═O)—,
R 11 is a C3 to C30 aliphatic organic group, a C3 to C30 alicyclic organic group, a substituted or unsubstituted C6 to C30 aromatic organic group wherein the aromatic organic group is present singularly or at least two are linked to provide a condensed cycle or at least two are linked by a single bond, or by a functional group selected from the group consisting of a C13 to C20 fluorenylene group, —C(═O)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CF 2 ) q — wherein 1≦q≦10, —C(CH 3 ) 2 —, —C(CF 3 ) 2 —, and —C(═O)NH—, and wherein the substituted C6 to C30 aromatic organic group is substituted with an electron withdrawing group selected from the group consisting of a halogen atom, nitro group, cyano group, C1 to C2 haloalkyl group, C1 to C6 alkanoyl group, and C1 to C6 ester group,
R 12 and R 13 are the same or different and are each independently a halogen, a hydroxyl group, an alkoxy group of the formula —OR 208 wherein R 208 is a C1 to C10 aliphatic organic group, a silyl group of the formula —SiR 209 R 210 R 211 wherein R 209 , R 210 , and R 211 are the same or different and are each independently hydrogen or a C1 to C10 aliphatic organic group, a C1 to C10 aliphatic organic group, C3 to C30 alicyclic organic group, or a C6 to C20 aromatic organic group, and
n7 and n8 are each independently integers ranging from 0 to 3.

2. The poly(amide-imide) block copolymer of claim 1 , wherein the R 6 and R 7 are the same or different and are each independently —CF 3 , —CCl 3 , —CBr 3 , or —CCl 3 .

3. The poly(amide-imide) block copolymer of claim 1 , wherein
R 11 is a C3 to C30 alkylene group, a C3 to C30 cycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, wherein the arylene group is present singularly or at least two are linked to provide a condensed cycle or at least two are linked by a single bond, or by a functional group selected from the group consisting of a C13 to C20 fluorenylene group, —C(═O)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CF 2 ) q — wherein 1≦q≦10, —C(CH 3 ) 2 —, —C(CF 3 ) 2 —, and —C(═O)NH—, and wherein the substituted C6 to C30 aromatic organic group is substituted with an electron withdrawing group selected from the group consisting of a halogen atom, nitro group, cyano group, C1 to C2 haloalkyl group, C1 to C6 alkanoyl group, and C1 to C6 ester group, and
R 12 and R 13 are the same or different and are each independently a halogen, a hydroxyl group, a C1 to C10 alkyl group a C3 to C10 cycloalkyl group, or a C6 to C20 aryl group.

4. The poly(amide-imide) block copolymer of claim 1 , wherein the poly(amide-imide) block copolymer comprises about 1 to about 1000 structural units of the structural unit represented by Chemical Formula 1C.

5. The poly(amide-imide) block copolymer of claim 1 , wherein the first segment has a weight average molecular weight of about 500 g/mol to about 50,000 g/mol.

6. The poly(amide-imide) block copolymer of claim 1 , wherein the poly(amide-imide) block copolymer comprises about 1 to about 1000 structural units of the structural unit represented by Chemical Formula 2.

7. The poly(amide-imide) block copolymer of claim 1 , wherein the second segment has a weight average molecular weight of about 500 g/mol to about 50,000 g/mol.

8. The poly(amide-imide) block copolymer of claim 1 , wherein the structural unit represented by Chemical Formula 2 is a structural unit represented by Chemical Formula 5, Chemical Formula 6, or a combination thereof:

wherein, in Chemical Formulae 5 and 6,
R 11 is a C3 to C30 aliphatic organic group, a C3 to C30 alicyclic organic group, a substituted or unsubstituted C6 to C30 aromatic organic group wherein the aromatic organic group is present singularly or at least two are linked to provide a condensed cycle or at least two are linked by a single bond, or by a functional group selected from the group consisting of a C13 to C20 fluorenylene group, —C(═O)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CF 2 ) q — wherein 1≦q≦10, —C(CH 3 ) 2 —, —C(CF 3 ) 2 —, and —C(═O)NH—, and wherein the substituted C6 to C30 aromatic organic group is substituted with an electron withdrawing group selected from the group consisting of a halogen atom, nitro group, cyano group, C1 to C2 haloalkyl group, C1 to C6 alkanoyl group, and C1 to C6 ester group,
R 12 and R 13 are the same or different and are each independently a halogen, a hydroxyl group, an alkoxy group of the formula —OR 208 wherein R 208 is a C1 to C10 aliphatic organic group, a silyl group of the formula —SiR 209 R 210 R 211 wherein R 209 , R 210 , and R 211 are the same or different and are each independently hydrogen or a C1 to C10 aliphatic organic group, a C1 to C10 aliphatic organic group, or a C6 to C20 aromatic organic group, and
n7 and n8 are each independently integers ranging from 0 to 3.

9. The poly(amide-imide) block copolymer of claim 8 , wherein the structural units represented by Chemical Formula 2 is a combination of the structural units represented by Chemical Formulae 5 and 6, and wherein the structural units represented by Chemical Formulae 5 and 6 are present at a mole ratio of about 99:1 to about 1:99.

10. The poly(amide-imide) block copolymer of claim 1 , wherein the Chemical Formula 1C is represented by at least one of the following Chemical Formulae 10 to 12, and wherein the Chemical Formula 2 is represented by at least one of the following Chemical Formulae 13 and 14:

11. The poly(amide-imide) block copolymer of claim 1 , wherein the Chemical Formula 1C is represented by the following Chemical Formula 11, and wherein the Chemical Formula 2 is represented by at least one of the following Chemical Formulae

Assignees

• Samsung Electronics Co Ltd

Inventors

• Cho Chung Kun
• Fedosya Kalinina
• Mikhail Kovalev
• Dmitry Androsov
• Jung Won-Cheol
• Ko Yoon Seok

Classifications

• C09D179/08

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

• H01L51/0097

  Electricity · mapped topic

• Y02P70/521

  Cross-Sectional Technologies · mapped topic

• C08G69/32

  from aromatic diamines and aromatic dicarboxylic acids with both amino and carboxylic groups aromatically bound · CPC title

• C08G73/14 Primary

  Polyamide-imides · CPC title