Optical film and method of preparing same

Patent metadata

Field	Value
Publication number	US-2025109251-A1
Application number	US-202218709528-A
Country	US
Kind code	A1
Filing date	Apr 27, 2022
Priority date	Dec 31, 2021
Publication date	Apr 3, 2025
Grant date	—

Abstract

The present invention relates to an optical film and a method of preparing same, the optical film comprising a polymer resin comprising imide repeating units and amide repeating units, the amide repeating units being included at a ratio of at least 80% relative to the imide repeating units and the amide repeating units.

First claim

1 . An optical film comprising a polymer resin,
the polymer resin comprising an imide repeating unit and an amide repeating unit, wherein the amide repeating unit is present in a proportion of 80% or more with respect to a total amount of the imide repeating unit and the amide repeating unit.

2 . The optical film according to claim 1 , wherein the optical film comprises 120 ppm by weight (0.012% by weight) or less of chlorine (Cl),
wherein the concentration of chlorine is measured by performing ion chromatography analysis on a chlorine (Cl) extract obtained by freeze-drying and pulverizing the optical film and then extracting the film using distilled water.

3 . The optical film according to claim 1 , wherein the optical film comprises 50 ppm by weight (0.005% by weight) or less of chlorine (Cl).

4 . The optical film according to claim 1 , wherein the imide repeating unit comprises a first repeating unit and a second repeating unit,
wherein the first repeating unit is an imide repeating unit formed by polymerization of a first diamine-based compound and a dianhydride-based compound, and the second repeating unit is an imide repeating unit formed by polymerization of a second diamine-based compound and the dianhydride-based compound, wherein the amide repeating unit comprises a third repeating unit and a fourth repeating unit, wherein the third repeating unit is an amide repeating unit formed by polymerization of a first diamine-based compound and a dicarbonyl-based compound, and the fourth reputing unit is an amide reputing unit formed by polymerization of a second diamine-based compound and the dicarbonyl-based compound.

5 . (canceled)

6 . The optical film according to claim 4 wherein the first diamine-based compound is an aromatic diamine-based compound, and
the first diamine-based compound comprises at least one selected from the group consisting of 2,2′-bis(trifluoromethyl)benzidine (TFDB), 2,2-bis[4-(4-aminophenoxy)phenyl]hexafluoropropane (HFBAPP), bis[4-(4-aminophenoxy)phenyl]sulfone (BAPS), bis[4-(3-minophenoxy)phenyl]sulfone (BAPSM), 4,4′-diaminodiphenylsulfone (4DDS), 3,3′-diaminodiphenylsulfone (3DDS), para-phenylene diamine (pPDA), meta-phenylene diamine (mPDA), para-methylene dianiline (pMDA), meta-methylene dianiline (mMDA), 2,2-bis[4-(4-aminophenoxy)phenyl] propane (BAPP), 4,4′-diaminodiphenyl propane (6HDA), 1,3-bis(4-aminophenoxy)benzene (134APB), 1,3-bis(3-aminophenoxy)benzene (133APB), 1,4-bis(4-aminophenoxy)biphenyl (BAPB), 4,4′-bis(4-amino-2-trifluoromethylphenoxy)biphenyl (6FAPBP), 3,3-diamino-4,4′-dihydroxydiphenylsulfone (DABS), 2,2-bis(3-amino-4-hydroxyphenyl)propane (BAP), 4,4′-diaminodiphenylmethane (DDM), 4,4′-oxydianiline (4-ODA), 3,3′-oxydianiline (3-ODA), 2,2′-dimethyl-4,4′-(9-fluorenylidene)dianiline (MFDA), 9,9-bis(4-aminophenyl)fluorene (FDA) and 9,9-bis(3-fluoro-4-aminophenyl)fluorene (FFDA).

7 . The optical film according to claim 4 , wherein the second diamine-based compound is an aliphatic diamine-based compound, and
the second diamine-based compound comprises at least one selected from the group consisting of 4,4′-methylenebis cyclohexylamine (MBCA), 1,3-bis(aminomethyl)cyclohexane, 1,4-cyclohexanediamine, bicyclo [2.2.1]heptanebis(methylamine), and isomers of cis, trans and mixtures of the compounds.

8 . The optical film according to claim 4 , wherein the dianhydride-based compound comprises at least one selected from the group consisting of 2,2-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride (6FDA), 4-(2,5-dioxotetrahydrofuran-3-yl)-1,2,3,4-tetrahydronaphthalene-1,2-dicarboxylic anhydride (TDA), 1,2,4,5-benzene tetracarboxylic dianhydride (pyromellitic dianhydride, PMDA), 3,3,4,4-benzophenone tetracarboxylic dianhydride (BTDA), 3,3,4,4-biphenyltetracarboxylic dianhydride (BPDA), 4,4-oxydiphthalic dianhydride (ODPA), bis(3,4-dicarboxyphenyl)dimethylsilane dianhydride (SiDA), 4,4-bis(3,4-dicarboxyphenoxy)diphenyl sulfide dianhydride (BDSDA), sulfonyldiphthalic anhydride (SO 2 DPA), cyclobutane-1,2,3,4-tetracarboxylic dianhydride (CBDA), and 4,4′-(4,4′-isopropylidenediphenoxy)bis(phthalic anhydride) (6HBDA).

9 . The optical film according to claim 4 , wherein the dicarbonyl-based compound comprises at least one selected from the group consisting of phthaloyl chloride, terephthaloyl chloride (TPC), isophthaloyl chloride (IPC), 4,4′-biphenyldicarbonyl chloride (DPDOC), 4,4′-oxybis(benzoyl chloride) (OBBOC), and naphthalene-2,3-dicarbonyl dichloride.

10 . The optical film according to claim 1 , wherein the optical film has a yellowness index of 4.0 or less.

11 . The optical film according to claim 1 , wherein the optical film has a light transmittance of 88.50% or more.

12 . A display device comprising:
a display panel; and the optical film according to claim 1 disposed on the display panel.

13 . A method for manufacturing an optical film, the method comprising:
forming a first reaction solution using at least one of a first diamine-based compound and a second diamine-based compound, a dianhydride-based compound, a dicarbonyl-based compound, and a chlorine (Cl) acceptor; adding a dehydrating agent and an imidization catalyst to the first reaction solution and allowing a reaction to occur therebetween to form a second reaction solution; treating the second reaction solution to prepare a polymer resin in a solid phase; dissolving the solid-phase polymer resin to prepare a polymer resin solution, and casting the polymer resin solution, wherein a content of the chlorine (Cl) acceptor is 4 to 7 times a content of the dicarbonyl-based compound based on a number of moles, wherein the content of the dicarbonyl-based compound is 80 to 99 parts by mole and the content of the dianhydride-based compound is 1 to 20 parts by mole with respect to 100 parts by mole of a total content of the first diamine-based compound and the second diamine-based compound.

14 . The method according to claim 13 , wherein the first diamine-based compound is an aromatic diamine-based compound and the second diamine-based compound is an aliphatic diamine-based compound.

15 . (canceled)

16 . The method according to claim 13 , wherein the content of the first diamine-based compound is 85 to 95 parts by mole and the content of the second diamine-based compound is 5 to 15 parts by mole with respect to 100 parts by mole of the total content of the first diamine-based compound and the second diamine-based compound.

17 . The method according to claim 13 , wherein the chlorine (Cl) acceptor comprises a cyclic ether-based compound.

18 . The method according to claim 17 , wherein the cyclic ether-based compound comprises at least one of an epoxide-based compound, an oxetane-based compound, a tetrahydrofuran-based compound, and a tetrahydropyran-based compound.

19 . The method according to claim 17 , wherein the cyclic ether-based compound comprises a propylene oxide-based compound.

20 . The method according to claim 13 , wherein the second reaction solution has a pH of 8 to 9.

21 . The method according to claim 13 , wherein the polymer resin solution has a pH of 6 to 7.

Assignees

• Kolon Inc

Inventors

• Park Hyo Jun
• Jung Hak-Gee

Classifications

• C08J2379/08

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

• H05K5/03

  Covers · CPC title

• C08J5/18 Primary

  Manufacture of films or sheets · CPC title

• C08L2201/10

  Transparent films; Clear coatings; Transparent materials · CPC title

• C08G73/1082

  wholly aromatic in the tetracarboxylic moiety · CPC title