Poly(imide-amide) copolymer or its precursor, composition including same, composition for preparing same, article, method for preparing article, and display device including article

Patent metadata

Field	Value
Publication number	US-2020255597-A1
Application number	US-202016783288-A
Country	US
Kind code	A1
Filing date	Feb 6, 2020
Priority date	Feb 11, 2019
Publication date	Aug 13, 2020
Grant date	—

Abstract

A poly(imide-amide) copolymer or its precursor includes two ends and a main chain located between the two ends, and includes a group represented by Chemical Formula 1 at one end, and a structural unit represented by Chemical Formula 7, and at least one of a structural unit represented by Chemical Formula 2 or a structural unit represented by Chemical Formula 3 in the main chain:

wherein, in Chemical Formulae 1, 2, 3, and 7, R 1 and Ar 1 to Ar 4 are the same as defined in the detailed description.

First claim

What is claimed is:

1 . A poly(imide-amide) copolymer or its precursor comprising
two ends and a main chain located between the two ends, a group represented by Chemical Formula 1 at one end of the two ends, and a structural unit represented by Chemical Formula 7, and at least one of a structural unit represented by Chemical Formula 2 or a structural unit represented by Chemical Formula 3 in the main chain:

wherein, in Chemical Formula 1,
R 1 is a C4 to C10 tertiary alkoxy group, C3 to C10 cycloalkoxy group, a R a —CH═CH—O— group wherein R a is hydrogen or substituted or unsubstituted C1 to C8 alkyl group, a R b —CH═CH—CH 2 —O— group wherein R b is hydrogen or substituted or unsubstituted C1 to C7 alkyl group, a substituted or unsubstituted phenyloxy group, a substituted or unsubstituted benzyloxy group, or a 9-fluorenylmethyloxy group, and
Ar 2 comprises a substituted or unsubstituted C6 to C30 aromatic organic group, wherein the substituted or unsubstituted C6 to C30 aromatic organic group is present as a substituted or unsubstituted single aromatic ring; a fused ring comprising two or more substituted or unsubstituted aromatic rings; or a ring system comprising two or more of the substituted or unsubstituted single aromatic ring and/or the fused ring that are linked by a single bond, a fluorenylene group, a substituted or unsubstituted C1 to C10 cycloalkylene group, a substituted or unsubstituted C6 to C15 arylene 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(CH 3 ) 2 —, —C(CF 3 ) 2 —, —C(═O)NH—, or a combination thereof;

wherein, in Chemical Formula 2 or Chemical Formula 3,
Ar 2 is the same as defined in Chemical Formula 1,
Ar 1 is a substituted or unsubstituted C6 to C30 aromatic organic group, wherein the substituted or unsubstituted C6 to C30 aromatic organic group is present as a substituted or unsubstituted single aromatic ring; a fused ring including two or more substituted or unsubstituted aromatic rings; a group represented by Chemical Formula 4, or a combination thereof:

wherein, in Chemical Formula 4,
R 10 is a single bond, —O—, —S—, —C(═O)—, —CH(OH)—, —C(═O)NH—, —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 — or —C(C n F 2n+1 ) 2 — wherein 1≤n≤10, —(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, or a combination thereof,
R 12 and R 13 are independently a halogen, a hydroxy group, a substituted or unsubstituted C1 to C10 aliphatic organic group, a substituted or unsubstituted C6 to C20 aromatic organic group, a —OR 201 group wherein R 201 is a C1 to C10 aliphatic organic group), or a —SiR 210 R 211 R 212 group wherein R 210 , R 211 , and R 212 are independently hydrogen or a C1 to C10 aliphatic organic group), and
n7 and n8 are independently one of integers of 0 to 3; and

wherein, in Chemical Formula 7,
Ar 3 is a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group, and
Ar 4 is the same as Ar 2 defined in Chemical Formula 1.

2 . The poly(imide-amide) copolymer or its precursor of claim 1 , wherein R 1 of Chemical Formula 1 is a t-butoxy group, a 2-methyl-2-butoxy group, a C10 cycloalkoxy group, vinyloxy group, allyloxy group, an n-nitrophenyloxy group, a nitrobenzyloxy group, or a benzyloxy group.

3 . The poly(imide-amide) copolymer or its precursor of claim 1 , wherein R 1 of Chemical Formula 1 is a t-butoxy group or a benzyloxy group.

4 . The poly(imide-amide) copolymer or its precursor of claim 1 , wherein Ar 2 of Chemical Formula 1, Chemical Formula 2, and Chemical Formula 3 is independently a group where two substituted or unsubstituted aromatic rings are linked by a single bond, a fluorenylene group, a substituted or unsubstituted C1 to C10 cycloalkylene group, a substituted or unsubstituted C6 to C15 arylene 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(CH 3 ) 2 —, —C(CF 3 ) 2 —, —C(═O)NH—, or a combination thereof.

5 . The poly(imide-amide) copolymer or its precursor of claim 1 , wherein Ar 2 of Chemical Formula 1, Chemical Formula 2, and Chemical Formula 3 is independently a group where two aromatic rings, each of which is substituted with an electron withdrawing group, are linked by a single bond.

6 . The poly(imide-amide) copolymer or its precursor of claim 1 , wherein Ar 2 of Chemical Formula 1, Chemical Formula 2, and Chemical Formula 3 is represented by the following chemical formula:

7 . The poly(imide-amide) copolymer or its precursor of claim 1 , wherein R 10 of Chemical Formula 4 is a single bond, —O—, —S—, —C(═O)—, —CH(OH)—, —C(═O)NH—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p — wherein 1≤p≤3, —(CF 2 ) q — wherein 1≤q≤3, —C(C n H 2n+1 ) 2 — or —C(C n F 2n+1 ) 2 — wherein 1≤n≤10, —(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≤3, and 1≤q≤3, or a combination thereof.

8 . The poly(imide-amide) copolymer or its precursor of claim 1 , wherein Ar 1 of Chemical Formula 2 or Chemical Formula 3 comprises the group represented by Chemical Formula 4.

9 . The poly(imide-amide) copolymer or its precursor of claim 8 , wherein R 10 of Chemical Formula 4 comprises a single bond, or —C(CF 3 ) 2 —.

10 . The poly(imide-amide) copolymer or its precursor of claim 1 , wherein Ar 3 of Chemical Formula 7 is a substituted or unsubstituted phenylene group, and Ar 4 of Chemical Formula 7 is the group where two of substituted or unsubstituted phenylene groups are linked by a single bond.

11 . The poly(imide-amide) copolymer or its precursor of claim 1 , wherein Ar 3 of Chemical Formula 7 is an unsubstituted phenylene group, and Ar 4 of Chemical Formula 7 is represented by the following chemical formula:

12 . The poly(imide-amide) copolymer or its precursor of claim 1 , wherein the poly(imide-amide) copolymer or its precursor comprises one of the group represented by Chemical Formula 8 or Chemical Formula 9 at the other end of the two ends:

wherein, in Chemical Formula 8 and Chemical Formula 9,
Ar 1 is the same as defined in Chemical Formula 2 or Chemical Formula 3 in claim 1 .

13 . A composition comprising the poly(imide-amide) copolymer or its precursor of claim 1 and a solvent.

14 . A composition for preparing a poly(imide-amide) copolymer or its precursor comprising a compound represented by Chemical Formula 11, and a compound represented by Chemical Formula 12:

wherein, in Chemical Formula 11,
R 1 is a C4 to C10 tertiary alkoxy group,

Assignees

• Samsung Electronics Co Ltd

Inventors

• Kim Ha Na
• Ko Yoon Seok
• Choi Hyun Seok
• Kim Ju Hyun
• Sohn Byunghee
• Choi Sungwon

Classifications

• C08L79/08

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

• C08G73/1007

  from tetracarboxylic acids or derivatives and diamines · CPC title

• C08G73/14 Primary

  Polyamide-imides · CPC title

• C08G73/1039

  comprising halogen-containing substituents · CPC title

• G02B1/10

  Optical coatings produced by application to, or surface treatment of, optical elements (G02B1/08 takes precedence) · CPC title