Composition for preparing polyimide or poly(imide-amide) copolymer, polyimide or poly(imide-amide) copolymer, article including polyimide or poly(imide-amide) copolymer, and display device including the article

Patent metadata

Field	Value
Publication number	US-2018371184-A1
Application number	US-201816016734-A
Country	US
Kind code	A1
Filing date	Jun 25, 2018
Priority date	Jun 23, 2017
Publication date	Dec 27, 2018
Grant date	—

Abstract

A composition for preparing at least one of a polyimide and a poly(imide-amide) copolymer, the composition including at least one of a polyamic acid and a poly(amic acid-amide) copolymer, and at least one of a carbodiimide derivative and a carbodiimidazole derivative.

First claim

What is claimed is:

1 . A composition for preparing at least one of a polyimide and a poly(imide-amide) copolymer, the composition comprising at least one of a polyamic acid and a poly(amic acid-amide) copolymer, and at least one of a carbodiimide derivative and a carbodiimidazole derivative.

2 . The composition according to claim 1 , wherein the carbodiimide derivative comprises N,N′-dicyclohexyl carbodiimide, N,N′-diisopropyl carbodiimide, or a combination thereof, and wherein the cabodiimidazole derivative comprises a carbodiimidazole.

3 . The composition according to claim 1 , wherein an amount of the at least one of the carbodiimide derivative and a carbodiimidazole derivative is less than or equal to about 20 percent by weight based on the total weight of the at least one of the polyimide and the poly(imide-amide) copolymer.

4 . The composition according to claim 1 , wherein an amount of the at least one of the carbodiimide derivative and a carbodiimidazole derivative ranges from about 0.1 percent by weight to about 15 percent by weight based on the total weight of the at least one of the polyimide and the poly(imide-amide) copolymer.

5 . The composition according to claim 1 , wherein the polyamic acid comprises a structural unit represented by Chemical Formula 1, and wherein poly(amic acid-amide) copolymer comprises a structural unit represented by Chemical Formula 1 and a structural unit represented by Chemical Formula 3:

wherein, in Chemical Formula 1,
D is a substituted or unsubstituted tetravalent C6 to C24 aliphatic cyclic group, a substituted or unsubstituted tetravalent C6 to C24 aromatic ring group, or a substituted or unsubstituted tetravalent C4 to C24 hetero aromatic ring group, wherein the aliphatic cyclic group, the aromatic ring group, or the hetero aromatic ring group is present as a single ring, as a condensed ring system comprising two or more fused rings, or as a system comprising two or more moieties selected from the single ring and the condensed ring system linked by a single bond, —O—, —S—, —C(═O)—, —CH(OH)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p — (wherein, 1≤p≤10), —(CF 2 ) q — (wherein, 1≤q≤10), —C(C n H 2n+1 ) 2 —, —C(C n F 2n+1 ) 2 —, —(CH 2 ) p —C(C n H 2n+1 ) 2 —(CH 2 ) q —, —(CH 2 ) p —C(C n F 2n+1 ) 2 —(CH 2 ) q — (wherein, 1≤n≤10, 1≤p≤10, and 1≤q≤10), —C(CF 3 )(C 6 H 5 )—, or —C(═O)NH—,
E is a substituted or unsubstituted divalent C6 to C24 aliphatic cyclic group, a substituted or unsubstituted divalent C6 to C24 aromatic ring group, or a substituted or unsubstituted divalent C4 to C24 hetero aromatic ring group, wherein the aliphatic cyclic group, the aromatic ring group, or the hetero aromatic ring group is present as a single ring, as a condensed ring system comprising two or more fused rings, or as a system comprising two or more moieties selected from the single ring and the condensed ring system linked by a single bond, a fluorenylene group, —O—, —S—, —C(═O)—, —CH(OH)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p — (wherein, 1≤p≤10), —(CF 2 ) q — (wherein, 1≤q≤10), —C(C n H 2n+1 ) 2 —, —C(C n F 2n+1 ) 2 —, —(CH 2 ) p —C(C n H 2n+1 ) 2 —(CH 2 ) q —, —(CH 2 ) p —C(C n F 2n+1 ) 2 —(CH 2 ) q — (wherein, 1≤n≤10, 1≤p≤10, and 1≤q≤10), —C(CF 3 )(C 6 H 5 )—, or —C(═O)NH—, and
* is a linking point to an adjacent atom;

wherein, in Chemical Formula 3,
A and B are each independently a substituted or unsubstituted divalent C6 to C24 aliphatic cyclic group, a substituted or unsubstituted divalent C6 to C24 aromatic ring group, or a substituted or unsubstituted divalent C4 to C24 hetero aromatic ring group, wherein the aliphatic cyclic group, the aromatic ring group, or the hetero aromatic ring group is present as a single ring, as a condensed ring system comprising two or more fused rings, or as a system comprising two or more moieties selected from the single ring and the condensed ring system linked by a single bond, a fluorenylene group, —O—, —S—, —C(═O)—, —CH(OH)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p — (wherein, 1≤p≤10), —(CF 2 ) q — (wherein, 1≤q≤10), —C(C n H 2n+1 ) 2 —, —C(C n F 2n+1 ) 2 —, —(CH 2 ) p —C(C n H 2n+1 ) 2 —(CH 2 ) q —, —(CH 2 ) p —C(C n F 2n+1 ) 2 —(CH 2 ) q — (wherein 1≤n≤10, 1≤p≤10, and 1≤q≤10), —C(CF 3 )(C 6 H 5 )—, or —C(═O)NH— and
* is a linking point to an adjacent atom.

6 . The composition according to claim 5 , wherein D in Chemical Formula 1 is selected from the chemical formulae of Group 1:

wherein, in the chemical formulae of Group 1,
each residual group is substituted or unsubstituted, and each L is the same or different and is independently a single bond, —O—, —S—, —C(═O)—, —CH(OH)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p — (wherein, 1≤p≤10), (CF 2 ) q (wherein, 1≤q≤10), —C(C n H 2n+1 ) 2 —, —C(C n F 2n+1 ) 2 —, —(CH 2 ) p —C(C n H 2n+1 ) 2 —(CH 2 ) q —, or —(CH 2 ) p —C(C n F 2n+1 ) 2 —(CH 2 ) q — (wherein, 1≤n≤10, 1≤p≤10, and 1≤q≤10), —C(CF 3 )(C 6 H 5 )—, or —C(═O)NH—,
* is a linking point to an adjacent atom,
Z 1 and Z 2 are the same or different and are independently —N═ or —C(R 100 )═, wherein R 100 is hydrogen or a C1 to C5 alkyl group, provided that Z 1 and Z 2 are not simultaneously —C(R 100 )═, and
Z 3 is —O—, —S—, or —NR 101 —, wherein R 101 is hydrogen or a C1 to C5 alkyl group.

7 . The composition according to claim 5 , wherein D in Chemical Formula 1 is selected from the chemical formulae of Group 2:

wherein, in the chemical formulae of Group,
each residual group is substituted or unsubstituted, and
* is a linking point to an adjacent atom.

8 . The composition according to claim 5 , wherein E in Chemical Formula 1 and B in Chemical Formula 3 are independently represented by Chemical Formula 5:

wherein, in Chemical Formula 5,
R 6 and R 7 are the same or different and are independently an electron withdrawing group selected from —CF 3 , —CCl 3 , —CBr 3 , —Cl 3 , —F, —Cl, —Br, —I, —NO 2 , —CN, —COCH 3 , and —CO 2 C 2 H 5 ,
R 8 and R 9 are the same or different and are independently a halogen, a hydroxy group, an alkoxy group (—OR 204 , wherein R 204 is a C1 to C10 aliphatic organic group), a silyl group (—SiR 205 R 206 R 207 , wherein R 205 , R 206 , and R 207 are the same or different and are independently hydrogen or a C1 to C10 aliphatic organic group), a substituted or unsubstituted 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, provided that n3+n5 is an integer of 4 or less,
n4 is an integer ranging from 1 to 4, n6 is an integer ranging from 0 to 3, provided that n4+

Assignees

• Samsung Electronics Co Ltd
• Samsung Sdi Co Ltd

Inventors

• Sohn Byunghee
• Choi Sungwon

Classifications

• C08J3/243 Primary

  Two or more independent types of crosslinking for one or more polymers · CPC title

• C08J2379/08

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

• C08G73/1075

  Partially aromatic polyimides · CPC title

• C08G73/10 Primary

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

• C08G73/101

  containing chain terminating or branching agents · CPC title