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

Patent metadata

Field	Value
Publication number	US-9334370-B2
Application number	US-201414332472-A
Country	US
Kind code	B2
Filing date	Jul 16, 2014
Priority date	Dec 2, 2013
Publication date	May 10, 2016
Grant date	May 10, 2016

Abstract

A poly(imide-amide) copolymer including a structural unit represented by Chemical Formula 1, a structural unit represented by Chemical Formula 2, and a structural unit represented by Chemical Formula 3:

wherein substituents, groups and variables in Chemical Formulae 1 to 3 are as defined in the specification.

First claim

What is claimed is:

1. A poly(imide-amide) copolymer comprising a structural unit represented by Chemical Formula 1, a structural unit represented by Chemical Formula 2, and a structural unit represented by Chemical Formula 3:

wherein in Chemical Formulae 1 to 3,

comprises a structural unit represented by at least one of Chemical Formula 8 and Chemical Formula 9:

wherein in Chemical Formulae 8 and 9,
R 12 and R 13 are the same or different and each are independently a halogen, a hydroxyl group, a substituted or unsubstituted C1 to C10 aliphatic organic group, a substituted or unsubstituted C6 to C20 aromatic organic group, an alkoxy group of formula —OR 205 , wherein R 205 is a C1 to C10 aliphatic organic group, a silyl group of formula —SiR 209 R 210 R 211 , wherein R 209 , R 210 , and R 211 are the same or different and each are independently a hydrogen, or a C1 to C10 aliphatic organic group, and
n7 and n8 are the same or different and each are independently an integer ranging from 0 to 3; and

 comprises a structural unit represented by Chemical Formula 6:

wherein in Chemical Formula 6,
R 6 and R 7 are the same or different and each are independently an electron withdrawing group,
R 8 and R 9 are the same or different, and each are independently a halogen, a hydroxy group, a substituted C1 to C10 aliphatic organic group, a substituted or unsubstituted C6 to C20 aromatic organic group, an alkoxy group of formula —OR 204 , wherein R 204 is a C1 to C10 aliphatic organic group, or a silyl group of formula —SiR 205 R 206 R 207 , wherein R 205 , R 206 , and R 207 are the same or different, and each are independently a hydrogen, a C1 to C10 aliphatic 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 ranging from 1 to 4,
n4 is an integer ranging from 1 to 4, and
n6 is an integer ranging from 0 to 3,
provided that n4+n6 is an integer ranging from 1 to 4;
wherein in Chemical Formula 2,
R b and R c are the same or different and each are independently a hydrogen, a C1 to C20 alkyl, a C2 to C20 alkenyl, a C2 to C20 alkynyl, a C3 to C20 cycloalkyl, or a C6 to C18 aryl,
R d is a substituted or unsubstituted alkylene, a substituted or unsubstituted alkenylene, a substituted or unsubstituted alkynylene, a substituted or unsubstituted cycloalkylene, a substituted or unsubstituted cycloalkenylene, a substituted or unsubstituted cycloalkynylene, a substituted or unsubstituted arylene, or a substituted or unsubstituted aralkylene, and
n is an integer of 1 to 3; and
wherein in Chemical Formula 3,
R 1 is a combination of the following chemical formulae:

2. The poly (imide-amide) copolymer according to claim 1 , wherein R 6 and R 7 in Chemical Formula 6 are the same or different, and are each independently selected from —CF 3 , —CCI 3 , —CBr 3 , —Cl 3 , —NO 2 , —CN, —COCH 3 , and —CO 2 C 2 H 5 .

3. The poly (imide-amide) copolymer according to claim 1 , wherein the structural units represented by Chemical Formula 1 or Chemical Formula 2, and the structural unit represented by Chemical Formula 3 are present in a mole ratio of about 5 to about 55 : about 95 to about 45.

4. The poly (imide-amide) copolymer according to claim 1 , wherein the structural unit represented by Chemical Formula 1 and the structural unit represented by Chemical Formula 2 are present in a mole ratio of about 99 to about 1 : about 1 to about 99.

5. A composition comprising a poly(imide-amide) copolymer according to claim 1 , and an inorganic particle or a precursor thereof.

6. The composition according to claim 5 , wherein the inorganic particle or precursor thereof is an oxide or a hydroxide of at least one element selected from Ti, Si, Al, Zr, Sn, B, and Ce, or a precursor of the oxide or hydroxide.

7. The composition according to claim 5 , wherein the inorganic particle is silica or titania.

8. The composition according to claim 6 , wherein the precursor of the silica comprises tetraethyl orthosilicate, tetramethyl orthosilicate, or a compound represented by Chemical Formulae 10 to 12:

wherein in Chemical Formula 10,
R b and R c are the same or different, and are each independently a hydrogen, a C1 to C20 alkyl, a C2 to C20 alkenyl, a C2 to C20 alkynyl, a C3 to C20 cycloalkyl, or a C6 to C18 aryl, and
n is an integer of 1 to 3,

wherein Chemical Formulae 11 and 12,
R h to R m are the same or different, and are each independently a C1 to C20 alkyl, a C2 to C20 alkenyl, a C2 to C20 alkynyl, a C3 to C20 cycloalkyl, or a C6 to C18 aryl.

9. The composition according to claim 5 , wherein an amount of the inorganic particle or the precursor thereof is about 1 weight % to about 60 weight % based on the amount of the copolymer.

10. An article prepared by curing the poly(imide-amide) copolymer according to claim 1 or the composition according to claim 5 .

11. The article according to claim 10 , wherein the article comprises a poly(imide-amide) copolymer represented by Chemical Formula 13:

wherein in Chemical Formula 13,
each substituent and group of the poly(imide-amide) copolymer is as defined in Chemical Formulae 1 to 3, and
x, y, and z are mole fractions of respective structural units,
wherein the mole ratio of (x+y) : z is about 5 to about 55 : about 95 to about 45.

12. The article according to claim 10 , wherein the article comprises a poly(imide-amide) copolymer represented by Chemical Formula 14:

wherein in Chemical Formula 14,
each substituent and group of the poly(imide-amide) copolymer is as defined in Chemical Formulae 1 to 3, and
x, y, and z are mole fractions of respective structural units,
wherein the mole ratio of (x+y) : z is about 5 to about 55 : about 95 to about 45.

13. A method of preparing an article comprising:
preparing a poly(imide-amide) copolymer comprising a structural unit represented by Chemical Formula 1 and a structural unit represented by Chemical Formula 3,
adding a silane compound represented by Chemical Formula 15 to the poly(imide-amide) copolymer, thereby introducing the silane compound to a side chain of a structural unit represented by the Chemical Formula 1 to form a structural unit represented by Chemical Formula 2, and thereby obtaining a poly(imide-amide) copolymer comprising a structural unit represented by Chemical Formula 1, a structural unit represe

Assignees

• Samsung Electronics Co Ltd

Inventors

• Cho Chung Kun
• Kovalev Mikhail
• Androsov Dmitry
• Kalinina Fedosya

Classifications

• B29C41/44

  Articles of indefinite length · CPC title

• B29C41/46

  Heating or cooling · CPC title

• B29C41/24

  for making articles of indefinite length · CPC title

• B29K2079/085

  Thermoplastic polyimides, e.g. polyesterimides, PEI, i.e. polyetherimides, or polyamideimides; Derivatives thereof · CPC title

• B29C41/003

  characterised by the choice of material · CPC title