Optical film and method of preparing optical film

Patent metadata

Field	Value
Publication number	US-9649791-B2
Application number	US-201414251789-A
Country	US
Kind code	B2
Filing date	Apr 14, 2014
Priority date	May 27, 2013
Publication date	May 16, 2017
Grant date	May 16, 2017

Abstract

A method of preparing an optical film, preparing a coating composition including an amic acid-containing polymer represented by Chemical Formula 1 and at least one polymerization aid selected from an alkyl phosphite, an aryl phosphite, an alkyl phosphate, and an aryl phosphate; providing the coating composition on a substrate to form a coating layer; and applying heat to the coating layer to prepare a cured film:

wherein, in Chemical Formula 1,

are the same or different in each repeating unit, and are each independently at least one selected from an aromatic organic group, an aliphatic organic group, and an alicyclic organic group, and 0≦x≦1.

First claim

What is claimed is:

1. A method of preparing an optical film, the method comprising:
preparing a coating composition comprising an imide and amic acid-containing random copolymer represented by Chemical Formula 1, the coating composition further comprising at least one polymerization aid selected from an alkyl phosphite, an aryl phosphite, an alkyl phosphate, and an aryl phosphate;
providing the coating composition on a substrate to form a coating layer; and
applying heat to cure the coating layer into a cured film,
wherein Chemical Formula 1 has the following structure:

and wherein, in Chemical Formula 1,

are the same or different in each repeating unit, and are each independently selected from at least one of an aromatic organic group, an aliphatic organic group, and an alicyclic organic group, and
0<x<1.

2. The method of claim 1 , wherein the coating composition further comprises a chemical imidizing agent selected from an alkyl acid anhydride and an aryl acid anhydride.

3. The method of claim 2 , wherein the polymerization aid in the coating composition is included in an amount of about 0.01 to about 100 mol % based on the total moles of amic acid in the imide and amic acid-containing random copolymer, and the chemical imidizing agent in the coating composition is included in an amount of about 0.01 to about 100 mol % based on the total moles of amic acid in the imide and amic acid-containing random copolymer.

4. The method of claim 2 , wherein the chemical imidizing agent is acetic anhydride.

5. The method of claim 1 , wherein the

of Chemical Formula 1 are the same or different in each repeating unit, and are each independently selected from at least one of a substituted or unsubstituted C4 to C20 carbocyclic group, a substituted or unsubstituted C6 to C20 monocyclic aromatic group, a substituted or unsubstituted C6 to C20 condensed polycyclic aromatic group, and a substituted or unsubstituted C6 to C20 non-condensed polycyclic aromatic group linked to each other by a single bond or a linker selected from a substituted or unsubstituted alkylene group, a substituted or unsubstituted cycloalkylene group, a substituted or unsubstituted heterocycloalkylene group, a substituted or unsubstituted arylene group, a substituted or unsubstituted heteroarylene group, —SO 2 —, —C(═O)—, and —O—.

6. The method of claim 1 , wherein, in Chemical Formula 1, 0.05<x≦0.9.

7. The method of claim 1 , wherein the polymerization aid is triisopropyl phosphite.

8. The method of claim 1 , wherein the preparing of the coating composition further comprises reacting a diamine with a dianhydride to form the imide and amic acid-containing random copolymer represented by Chemical Formula 1, and adding the polymerization aid to the formed imide and amic acid-containing random copolymer.

9. The method of claim 8 , wherein the preparing of the coating composition further comprises adding a chemical imidizing agent selected from an alkyl acid anhydride and an aryl acid anhydride before the adding of the polymerization aid or upon the adding of the polymerization aid.

10. The method of claim 8 , wherein the diamine is selected from compounds represented by the following chemical formulae or a combination thereof:

wherein, in the chemical formulae,
R 32 to R 52 are the same or different and are each independently hydrogen, a halogen, a nitro group, a substituted or unsubstituted C1 to C15 alkyl group, a substituted or unsubstituted C1 to C15 alkoxy group, a substituted or unsubstituted C1 to C15 fluoroalkyl group, a substituted or unsubstituted C3 to C15 cycloalkyl group, a substituted or unsubstituted C3 to C15 heterocycloalkyl group, a substituted or unsubstituted C3 to C15 cycloalkoxy group, a substituted or unsubstituted C6 to C15 aryl group, a substituted or unsubstituted C6 to C15 aryloxy group, or a substituted or unsubstituted C2 to C15 heteroaryl group,
X 2 to X 12 are the same or different and is each independently a single bond, a substituted or unsubstituted C1 to C10 alkylene group, a substituted or unsubstituted C1 to C10 cycloalkylene group, a substituted or unsubstituted C5 to C40 heterocycloalkylene group, a substituted or unsubstituted C6 to C15 arylene group, a substituted or unsubstituted C3 to C40 heteroarylene group, —SO 2 —, —O—, —C(═O)—, or a combination thereof,
n35 to n37 and n40 to n49, are integers ranging from 0 to 4, and
n38 and n39 are integers ranging from 0 to 3.

11. The method of claim 10 , wherein the diamine is selected from compounds represented by the following chemical formulae or a combination thereof:

12. The method of claim 8 , wherein the dianhydride is represented by Chemical Formula 2:
wherein Chemical Formula 2 has the following structure:

wherein, in Chemical Formula 2,
Cy is a substituted or unsubstituted C4 to C20 carbocyclic group, a substituted or unsubstituted C6 to C20 monocyclic aromatic group, a substituted or unsubstituted C6 to C20 condensed polycyclic aromatic group, or a substituted or unsubstituted C6 to C20 non-condensed polycyclic aromatic group linked to each other by a single bond or a linker selected from a substituted or unsubstituted alkylene group, a substituted or unsubstituted cycloalkylene group, a substituted or unsubstituted heterocycloalkylene group, a substituted or unsubstituted arylene group, a substituted or unsubstituted heteroarylene group, —SO 2 —, —C(═O)—, and —O—.

13. The method of claim 12 , wherein the dianhydride is selected from at least one of 3,3′,4,4′-biphenyl tetracarboxylic dianhydride, bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic dianhydride, 3,3′,4,4′-diphenylsulfone tetracarboxylic dianhydride, 4,4′-(hexafluoroisopropylidene)diphthalic anhydride, 4,4′-oxydiphthalic anhydride, pyromellitic dianhydride, and 4-(2,5-dioxotetrahydrofuran-3-yl)-1,2,3,4-tetrahydronaphthalene-1,2-dicarboxylic anhydride.

14. The method of claim 1 ,
wherein the providing of the coating composition on the substrate to form the coating layer comprises solvent-casting the composition on a belt substrate to form a belt film in a direction of the belt substrate, and then separating the belt film from the belt substrate, and
wherein the applying of heat to cure the coating layer comprises applying heat to cure the belt film into a cured film roll.

15. The method of claim 14 ,
wherein the applying of heat to cure the belt film into cured film roll is performed in a state where the belt film is connected to a tenter.

16. The method of claim 15 ,
wherein the applying of heat to cure the belt film into cured film roll comprises applying heat to the belt film in a temperature range of about 150° C. to about 500° C. while the belt film is connected to the tenter.

Assignees

• Samsung Electronics Co Ltd

Inventors

• Hong Sung Woo
• Bae Woo-Jin
• Ahn Chan Jae
• Chang Won Suk
• Jo A Ra
• Choi Sung Won

Classifications

• G02B1/041

  Lenses · CPC title

• C08G73/1042

  Copolyimides derived from at least two different tetracarboxylic compounds or two different diamino compounds · CPC title

• C08G73/14

  Polyamide-imides · CPC title

• C08L33/24

  Homopolymers or copolymers of amides or imides · CPC title

• B29C39/003

  characterised by the choice of material · CPC title