Precursor, polymer, optical film comprising polymer, and display device comprising optical film

Patent metadata

Field	Value
Publication number	US-2024043634-A1
Application number	US-202118246754-A
Country	US
Kind code	A1
Filing date	Dec 28, 2021
Priority date	Dec 30, 2020
Publication date	Feb 8, 2024
Grant date	—

Abstract

The present invention relates to a polyamide-imide based precursor, a polymer prepared from the precursor, an optical film comprising the polymer, and a display device comprising the optical film. A polymer according to an embodiment of the present invention comprises amide repeating units and imide repeating units that are disposed uniformly and alternately, and an optical film comprising such a polymer can exhibit excellent light transmittance, a low yellow index (Y.I), and superb stability.

First claim

1 . An optical film comprising a polymer having a first polymerization structure represented by the following Formula 1:

wherein A is a group derived from a dianhydride compound;
B is a group derived from a dicarbonyl compound;
C is a group derived from a diamine compound; and
n represents a number of repetitions of *-A-C—B—C—*, which is a repeating unit, and is an integer of 5 or more.

2 . The optical film according to claim 1 , wherein n is an integer of 10 or more.

3 . The optical film according to claim 1 , wherein a content of the first polymerization structure is 5% by weight or more based on the total weight of the optical film.

4 . The optical film according to claim 1 , wherein a content of the first polymerization structure is 10% by weight or more based on the total weight of the optical film.

5 . The optical film according to claim 1 , wherein the dicarbonyl compound comprises at least one selected from terephthaloyl dichloride (TPC), isophthaloyl chloride (IPC), naphthalene-2,6-dicarbonyl dichloride, naphthalene-2,3-dicarbonyl dichloride, 1,1′-biphenyl-4,4′-dicarbonyl dichloride, 1,1′-biphenyl-3,3′-dicarbonyl dichloride, and 4,4′-oxydibenzoylchloride (ODBC).

6 . The optical film according to claim 1 , wherein the diamine compound comprises at least one selected from 2,2′-bis(trifluoromethyl)benzidine (TFDB), oxydianiline (ODA), p-phenylenediamine (pPDA), m-phenylenediamine (mPDA), 4,4-methylenedianiline (pMDA), 3,3-methylenedianiline (mMDA), 1,3-bis(3-aminophenoxy)benzene (133APB), 1,3-bis(4-aminophenoxy)benzene (134APB), bisaminophenoxy phenyl hexafluoropropane (4BDAF), 2,2′-bis(3-aminophenyl) hexafluoropropane (33-6F), 2,2′-bis(4-aminophenyl) hexafluoropropane (44-6F), bis(4-aminophenyl)sulfone (4DDS), bis(3-aminophenyl)sulfone (3DDS), 1,3-cyclohexanediamine (13CHD), 1,4-cyclohexanediamine (14CHD), 2,2-bis(4-(4-aminophenoxy)phenyl)propane (6HMDA), 2,2-bis(3-amino-4-hydroxyphenyl)hexafluoropropane (DBOH), bis(4-(4-aminophenoxy)phenyl)sulfone, bis(4-(3-aminophenoxy)phenyl)sulfone, 9,9-bis(4-aminophenyl)fluorene (FDA), and 9,9-bis(4-amino-3-fluorophenyl)fluorene (F-FDA).

7 . The optical film according to claim 1 , wherein the dianhydride compound comprises at least one selected from 2,2-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride (6FDA), 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA), 4-(2,5-dioxotetrahydrofuran-3-yl)-1,2,3,4-tetrahydronaphthalene-1,2-dicarboxylic anhydride (TDA), pyromellitic dianhydride (PMDA), benzophenone tetracarboxylic dianhydride (BTDA), 4,4′-oxydiphthalic anhydride (ODPA), 4,4′-bis(3,4-dicarboxyphenoxy)-diphenyl sulfide dianhydride (BDSDA), 3,3′,4,4′-diphenylsulfonetetracarboxylic dianhydride (SO 2 DPA), 4,4′-(4,4′-isopropylidenediphenoxy)bis(phthalic anhydride) (6HBDA), cyclobutane-1,2,3,4-tetracarboxylic dianhydride (CBDA), 1,2,3,4-cyclopentane-tetracarboxylic dianhydride (CPDA), 1,2,4,5-cyclohexane-tetracarboxylic dianhydride (CHDA), and dicyclohexyl-3,4,3′,4′-tetracarboxylic dianhydride (HBPDA).

8 . The optical film according to claim 1 , wherein the first polymerization structure comprises a repeating unit represented by the following Formula 2:

wherein A 1 represents a tetravalent organic group.

9 . The optical film according to claim 8 , wherein A 1 is represented by at least one of the following Formulas 3 to 12:

wherein X represents any one of —O—, —S—, —SO 2 —, —CO—, —(CH 2 )—, —C(CH 3 ) 2 —, and —C(CF 3 ) 2 —.

10 . The optical film according to claim 1 , wherein the first polymerization structure comprises a repeating unit represented by any one of the following Formulas 13, 14, and 15:

11 . The optical film according to claim 1 , wherein the first polymerization structure is formed by polymerization of the dianhydride compound and a diamine compound represented by the following Formula 16:

12 . The optical film according to claim 1 , wherein the optical film comprises 100 ppb (parts per billion) by weight or less of chlorine (Cl).

13 . The optical film according to claim 1 , wherein the optical film has a light transmittance of 88% or more based on a thickness of 50 μm.

14 . The optical film according to claim 1 , wherein the optical film has a yellowness index of 4 or less based on a thickness of 50 μm.

15 . The optical film according to claim 1 , wherein the polymer has a polydispersity index (PDI) of 1.5 to 3.0.

16 . A display device comprising the optical film according to claim 1 .

17 . A polymer comprising a first polymerization structure represented by the following Formula 1:

wherein A is a group derived from a dianhydride compound;
B is a group derived from a dicarbonyl compound;
C is a group derived from a diamine compound; and
n represents a number of repetitions of *-A-C—B—C—*, which is a repeating unit, and is an integer of 5 or more.

18 . The polymer according to claim 17 , wherein n is an integer of 10 or more.

19 . The polymer according to claim 17 , wherein a content of the first polymerization structure is 5% by weight or more based on a total weight of the polymer.

20 . The polymer according to claim 17 , wherein the content of the first polymerization structure is 10% by weight or more based on a total weight of the polymer.

21 . The polymer according to claim 17 , wherein the dicarbonyl compound comprises at least one selected from terephthaloyl dichloride (TPC), isophthaloyl chloride (IPC), naphthalene-2,6-dicarbonyl dichloride, naphthalene-2,3-dicarbonyl dichloride, 1,1′-biphenyl-4,4′-dicarbonyl dichloride, 1,1′-biphenyl-3,3′-dicarbonyl dichloride, and 4,4′-oxydibenzoylchloride (ODBC).

22 . The polymer according to claim 17 , wherein the diamine compound comprises at least one selected from 2,2′-bis(trifluoromethyl)benzidine (TFDB), oxydianiline (ODA), p-phenylenediamine (pPDA), m-phenylenediamine (mPDA), 4,4-methylenedianiline (pMDA), 3,3-methylenedianiline (mMDA), 1,3-bis(3-aminophenoxy)benzene (133APB), 1,3-bis(4-aminophenoxy)benzene (134APB), bisaminophenoxy phenyl hexafluoropropane (4BDAF), 2,2′-bis(3-aminophenyl) hexafluoropropane (33-6F), 2,2′-bis(4-aminophenyl) hexafluoropropane (44-6F), bis(4-aminophenyl)sulfone (4DDS), bis(3-aminophenyl)sulfone (3DDS), 1,3-cyclohexanediamine (13CHD), 1,4-cyclohexanediamine (14CHD), 2,2-bis(4-(4-aminophenoxy)phenyl)propane (6HMDA), 2,2-bis(3-amino-4-hydroxyphenyl)hexafluoropropane (DBOH), bis(4-(4-aminophenoxy)phenyl)sulfone, bis(4-(3-aminophenoxy)phenyl)sulfone, 9,9-bis(4-aminophenyl)fluorene (FDA), and 9,9-bis(4-amino-3-fluorophenyl)fluorene (F-FDA).

23 . The polymer according to claim 17 , wherein the dianhydride compound comprises at least one selected from 2,2-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride (6FDA), 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA), 4-(2,5-dioxotetrahydrofuran-3-yl)-

Assignees

• Kolon Inc

Inventors

• Yang Jong Won
• Park Hyo Jun
• Jung Hak-Gee

Classifications

• C08J5/18 Primary

  Manufacture of films or sheets · CPC title

• C08G73/14 Primary

  Polyamide-imides · CPC title

• C08G73/123

  the unsaturated precursors comprising halogen-containing substituents · CPC title

• G02B1/04

  made of organic materials, e.g. plastics (G02B1/08 takes precedence) · CPC title

• C08G73/1039

  comprising halogen-containing substituents · CPC title