Polyimide film and display device including the film

Patent metadata

Field	Value
Publication number	US-9951250-B2
Application number	US-201414516926-A
Country	US
Kind code	B2
Filing date	Oct 17, 2014
Priority date	Feb 10, 2014
Publication date	Apr 24, 2018
Grant date	Apr 24, 2018

Abstract

A composite film including a base film including a polyimide or poly(imide-amide) copolymer and a coating layer including a copolymer represented by Chemical Formula 1 disposed on one surface of the base film:

wherein, in the Chemical Formula 1, each substituent and variable is the same as described in the detailed description.

First claim

What is claimed is:

1. A composite film comprising:
a base film comprising a polyimide or poly(imide-amide) copolymer and
a coating layer comprising a copolymer represented by Chemical Formula 1 disposed on one surface of the base film:

wherein, in the Chemical Formula 1,

is the same or different in each repeating unit, and is independently represented by Chemical Formula 4:

wherein, in the Chemical Formula 4,
R 10 is a single bond, a substituted or unsubstituted C1 to C30 aliphatic organic group, a substituted or unsubstituted C3 to C30 alicyclic organic group, a substituted or unsubstituted C6 to C30 aromatic organic group, or a substituted or unsubstituted C2 to C30 heterocyclic group,
R 12 and R 13 are the same or different and are independently a halogen, a hydroxy 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, a substituted or unsubstituted C1 to C10 aliphatic organic group, or a C6 to C20 aromatic organic group,
n7 and n8 are independently integers ranging from 0 to 3, and
the

is the same or different in each repeating unit and is independently represented by Chemical Formula 5, 6, or 7:

wherein, in the Chemical Formula 5,
R 11 is a substituted or unsubstituted C3 to C30 alicyclic organic group, a substituted or unsubstituted C6 to C30 aromatic organic group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a substituted or unsubstituted C13 to C20 fluorenylene group,
R 3 and R 4 are the same or different and are independently a halogen, a hydroxy 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, a substituted or unsubstituted C1 to C10 aliphatic organic group, or a C6 to C20 aromatic organic group, and
n1 and n2 are independently integers ranging from 0 to 4,

wherein, in the Chemical Formula 6,
R 6 and R 7 are the same or different and are independently an electron withdrawing group,
R 8 and R 9 are the same or different and are independently a halogen, a hydroxy 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 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 ranging from 1 to 4,
n4 is an integer ranging from 1 to 4,
n6 is an integer ranging from 0 to 3, and
provided that n4+n6 is an integer ranging from 1 to 4,

wherein, in the Chemical Formula 7,
R 14 is 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 substituted or unsubstituted C6 to C30 aromatic organic group, wherein the aromatic organic group comprises one aromatic ring; 2 or more aromatic rings linked together to provide a condensed ring; or 2 or more aromatic rings linked together through 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 , or C(═O)NH,
R 16 and R 17 are the same or different and are independently a halogen, a hydroxy group, an alkoxy group of formula —OR 212 , wherein R 212 is a C1 to C10 aliphatic organic group, or a silyl group of formula —SiR 213 R 214 R 215 , wherein R 213 , R 214 , and R 215 are the same or different and are independently a 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,
n9 and n10 are independently an integer ranging from 0 to 4,
R 1 is the same or different in each repeating unit, and is independently a substituted or unsubstituted C6 to C30 aromatic organic group,
R a is a substituted or unsubstituted alkylene, a substituted or unsubstituted alkenylene, a substituted or unsubstituted alkynylene group, 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,
R b and R c are the same or different and 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,
n is an integer ranging from 1 to 3, and
x, y, and z indicate a mole number of each repeating unit, wherein x and y are an integer of greater than 0, and z is an integer of 0 or greater.

2. The composite film of claim 1 , wherein the Chemical Formula 4 is represented by the Chemical Formula 8 or the Chemical Formula 9:

wherein, in the Chemical Formula 8 and Chemical Formula 9,
R 12 , R 13 , n7, and n8 are the same as defined in the Chemical Formula 4.

3. The composite film of claim 1 , wherein in the Chemical Formula 5, R 11 is selected from groups of chemical formulae:

4. The composite film of claim 1 , wherein R 6 and R 7 of the Chemical Formula 6 are the same or different and are independently —CF 3 , —CCl 3 , —CBr 3 , —Cl 3 , —NO 2 , —CN, —COCH 3 , or —CO 2 C 2 H 5 .

5. The composite film of claim 1 , wherein R 1 of the Chemical Formula 1 is the same or different in each repeating unit, and is independently selected from chemical formulae:

wherein, in the chemical formulae,
R 18 to R 29 are the same or different and are independently a halogen, a substituted or unsubstituted C1 to C10 aliphatic organic group, or a substituted or unsubstituted C6 to C20 aromatic organic group,
n11 and n14 to n20 are independently integers ranging from 0 to 4, and
n12 and n13 are independently integers ranging from 0 to 3.

6. The composite film of claim 1 , wherein R 1 is selected from the group of chemical formulae:

7. The composite film of claim 1 , w

Assignees

• Samsung Electronics Co Ltd

Inventors

• Cho Chung Kun
• Kovalev Mikhail
• Kalinina Fedosya

Classifications

• Y10T428/31663

  As siloxane, silicone or silane · CPC title

• Y10T428/2495

  Thickness [relative or absolute] · CPC title

• C08G73/14

  Polyamide-imides · CPC title

• C09D179/08 Primary

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

• C08J2479/04

  Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors · CPC title