Composition including polyimide block copolymer and inorganic particles, method of preparing same, article including same, and display device including the article

Patent metadata

Field	Value
Publication number	US-9365694-B2
Application number	US-201313952114-A
Country	US
Kind code	B2
Filing date	Jul 26, 2013
Priority date	Jul 27, 2012
Publication date	Jun 14, 2016
Grant date	Jun 14, 2016

Abstract

Disclosed is a polyimide composition including a copolymer including first and/or second repeating unit including an imide repeating unit, or an amic acid repeating unit to form an imide repeating unit through imidization, and a third repeating unit including an amid repeating unit, wherein at least one terminal end of the copolymer is substituted with a substituted or unsubstituted siloxane or silanol group; and an inorganic particle or a precursor thereof.

First claim

What is claimed is:

1. A composition comprising:
a copolymer comprising:
an imide and/or an amic acid structural unit, wherein the imide and/or an amic acid structural unit comprises at least one selected from a first structural unit and a second structural unit,
wherein the first structural unit comprises an imide structural unit represented by Chemical Formula 3, and/or an amic acid structural unit to form the imide of Chemical Formula 3 through imidization, and
wherein the second structural unit comprises an imide structural unit represented by Chemical Formula 4, and/or an amic acid structural unit to form the imide of Chemical Formula 4 through imidization; and
an amide structural unit, wherein the amide unit comprises at least one selected from a third structural unit and a fourth structural unit,
wherein the third structural unit comprises a structural unit represented by Chemical Formula 1 and
wherein the fourth structural unit comprises a structural unit represented by Chemical Formula 2,
wherein at least one end of the copolymer comprises a siloxane or silanol group as a terminal group; and
an inorganic oxide or hydroxide particle or a precursor compound capable of providing the inorganic oxide or hydroxide particle:

wherein in Chemical Formulae 3 or 4,
R 10 is the same or different in each structural unit, and is independently C(CF 3 ) 2 , a C3 to C30 alicyclic organic group, a C6 to C30 aromatic organic group, or a C2 to C30 heterocyclic group,
R 11 is the same or different in each structural unit, and is independently a substituted or unsubstituted C6 to C30 aromatic organic group, wherein the C6 to C30 aromatic organic group is one aromatic ring, two or more aromatic rings fused together to provide a condensed ring system, or two or more moieties independently selected from the foregoing linked through a functional group selected from 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(CH 3 ) 2 , C(CF 3 ) 2 , and C(═O)NH, and wherein the substituted C6 to C30 aromatic organic group comprises a C6 to C30 aromatic organic group substituted with at least one electron withdrawing group selected from —CF 3 , —CCl 3 , —CBr 3 —, CI 3 —, —F—, —Cl—, —Br—, —I—, —NO 2 —, —CN—, —COCH 3 , and —CO 2 C 2 H 5 ,
R 12 and R 13 are the same or different, and are independently a halogen, a hydroxy group, a C1 to C10 aliphatic organic group, a C6 to C20 aromatic organic group, an alkoxy group of formula —OR 208 (wherein R 208 is a C1 to C10 aliphatic organic group), or 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 are independently hydrogen or a C1 to C10 aliphatic organic group), and
n7 and n8 are each independently integers ranging from 0 to 3;

wherein in Chemical Formula 1,
R 1 is the same or different in each structural unit, and is independently a C3 to C30 alicyclic organic group, a C6 to C30 aromatic organic group, or a C2 to C30 heterocyclic group,
R 2 is

wherein R 21 and R 22 are the same or different, and are independently deuterium, a halogen, a C1 to C10 aliphatic organic group, or a C6 to C20 aromatic organic group, and n14 and n15 are independently integers ranging from 0 to 4,
R 3 and R 4 are the same or different and are independently a halogen, a hydroxy group, a C1 to C10 aliphatic organic group, a C6 to C20 aromatic organic group, an alkoxy group of formula —OR 200 (wherein R 200 is a C1 to C10 aliphatic organic group), or a silyl group of formula —SiR 201 R 202 R 203 (wherein R 201 , R 202 , and R 203 are the same or different, and are independently hydrogen or a C1 to C10 aliphatic organic group), and
n1 and n2 are independently integers ranging from 0 to 4,

wherein in Chemical Formula 2,
R 5 is the same as R 2 ,
R 6 and R 7 are the same or different and are independently —CF 3 , —CCl 3 , —CBr 3 , —CI 3 , —F, —Cl, —Br, —I, —NO 2 , —CN, —COCH 3 , or —CO 2 C 2 H 5 ,
R 8 and R 9 are the same or different, and are independently, a halogen, a hydroxy group, a C1 to C10 aliphatic organic group, a 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 are independently 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, n3+n5 is an integer ranging from 1 to 4,
n4 is an integer ranging from 1 to 4, n6 is an integer ranging from 0 to 3, and n4+n6 is an integer ranging from 1 to 4.

2. The composition of claim 1 , wherein the copolymer includes the first structural unit, the second structural unit, and at least one selected from the third structural unit and the fourth structural unit.

3. The composition of claim 2 , wherein the total amount of the first structural unit and the second structural unit and the total amount of the third structural unit and/or the fourth structural unit are present in a mole ratio of about 95:5 to about 5:95.

4. The composition of claim 1 , wherein the structural unit represented by Chemical Formula 3 comprises a structural unit represented by Chemical Formula 5, or an amic acid structural unit to form the structural unit of Chemical Formula 5 through imidization:

wherein in Chemical Formula 5,
R 11 , R 12 , R 13 , n7, and n8 are the same as described in claim 1 .

5. The composition of claim 1 , wherein in Chemical Formula 1, R 1 is selected from the chemical formulae:

6. The composition of claim 1 , wherein R 2 and R 5 are independently selected from the chemical formula:

7. The composition of claim 1 , wherein the amide structural unit further comprises a fifth structural unit represented by Chemical Formula 6:

wherein in Chemical Formula 6,
R 14 is the same or different in each structural unit, and independently includes 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≦p≦10, (CF 2 ) q wherein 1≦q≦10, C(CH 3 ) 2 , C(CF 3 ) 2 , or C(═O)NH,
R 15 is the same as R 2 ,
R 16 and R 17 are the same or different, and are independently a halogen, a hydroxy group, a C1 to C10 aliphatic organic group, or a C6 to C20 aromatic organic group, an alkoxy group (—OR 212 , wherein R 212 is a C1 to C10 aliphatic organic group), or a silyl group (—SiR 213 R 214 R 215 , wherein R 213 , R 214 , and R 215 are the same or different and are independently hydrogen or a C1 to C10 aliphatic organic group), and
n9 and n10 are each independently integers ranging from 0 to 4.

8. The composition of claim 7 , wherein
the structural unit represented by C

Assignees

• Samsung Electronics Co Ltd

Inventors

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

Classifications

• C08K3/22

  of metals · CPC title

• C08G73/1067 Primary

  Wholly aromatic polyimides, i.e. having both tetracarboxylic and diamino moieties aromatically bound · CPC title

• C08K3/36 Primary

  Silica · CPC title

• C08K5/5419

  containing at least one Si—C bond · CPC title

• C08G73/14

  Polyamide-imides · CPC title