Liquid crystal polymer, composition, liquid crystal polymer film, laminated material and method of forming liquid crystal polymer film

Patent metadata

Field	Value
Publication number	US-12371563-B2
Application number	US-202318371650-A
Country	US
Kind code	B2
Filing date	Sep 22, 2023
Priority date	Sep 22, 2022
Publication date	Jul 29, 2025
Grant date	Jul 29, 2025

Abstract

A liquid crystal polymer, composition, liquid crystal polymer film, laminated material and method of forming liquid crystal polymer film are provided. The liquid crystal polymer includes a first repeating unit, a second repeating unit, a third repeating unit, a fourth repeating unit, and a fifth repeating unit. The first repeating unit has a structure of Formula (I), the second repeating unit has a structure of Formula (II), the third repeating unit has a structure of Formula (III), the fourth repeating unit has a structure of Formula (IV), and the fifth repeating unit has a structure of Formula (V), a structure of Formula (VI), or a structure of Formula (VII)

 wherein A 1 , A 2 , A 3 , A 4 , X 1 , Z 1 , R 1 , R 2 , R 3 and Q are as defined in the specification.

First claim

What is claimed is:

1. A liquid crystal polymer, comprising a first repeating unit, a second repeating unit, a third repeating unit, a fourth repeating unit, and a fifth repeating unit, wherein the first repeating unit has a structure of Formula (I), the second repeating unit has a structure of Formula (II), the third repeating unit has a structure of Formula (III), the fourth repeating unit has a structure of Formula (IV), and the fifth repeating unit has a structure of Formula (V), a structure of Formula (VI), or a structure of Formula (VII)

 wherein A 1 , A 2 , A 3 , and A 4 are independently A 5 , or A 5 -X 2 -A 6 , A 5 and A 6 are independently

 X 1 is —O—, —NH—, or

 X 2 is single bond, —O—, —NH—,

 C1-C8 alkylene group, C5-C8 cycloalkylene group, or

 Z 1 is C2-C20 alkenylene group, or substituted C2-C20 alkenylene group; R 1 is independently hydrogen, fluorine, chlorine, C1-C6 alkyl group, C1-C6 fluoroalkyl group, or C6-C12 aryl group; R 2 is

 R 3 is independently hydrogen, fluorine, chlorine, C1-C6 alkyl group, or C1-C6 fluoroalkyl group; R 4 is independently hydrogen, fluorine, chlorine, cyano group, C1-C6 alkyl group, C1-C6 fluoroalkyl group, C1-C6 alkoxy group, C1-C6 alkylthio group, C1-C6 cyanoalkyl group, C6-C12 aryl group, C7-C18 arylalkyl group, C6-C12 aryloxy group, or C6-C12 arylthio group; X 3 is single bond, —O—, —NH—,

 Z 2 is single bond or C1-C8 alkylene group; R 5 is C2-C20 alkenyl group, acrylate group, methacrylate group,

 and, Q is combined with the carbon atoms which they are attached to, to form a C4-C8 cycloalkene, non-substituted norbornene, non-substituted 7-oxanorbornene, substituted norbornene, or substituted 7-oxanorbornene.

2. The liquid crystal polymer as claimed in claim 1 , wherein the amount of the fifth repeating unit is 0.01 mol % to 10 mol %, based on the total molar amount of the first repeating unit, the second repeating unit, the third repeating unit, and the fourth repeating unit.

3. The liquid crystal polymer as claimed in claim 2 , wherein the content of the first repeating unit is 10 mol % to 50 mol %, the content of the second repeating unit is 10 mol % to 50 mol %, the content of the third repeating unit is 10 mol % to 50 mol %, and the content of the fourth repeating unit is 10 mol % to 50 mol %, based on the total molar amount of the first repeating unit, the second repeating unit, the third repeating unit, and the fourth repeating unit.

4. The liquid crystal polymer as claimed in claim 1 , wherein the liquid crystal polymer has an intrinsic viscosity of 1.0 dL/g to 5.0 dL/g.

5. The liquid crystal polymer as claimed in claim 1 , wherein the fifth repeating unit is

 wherein R 6 is hydrogen or C1-C17 alkyl group; R 7 is hydrogen or C1-C15 alkyl group; and, n is an integer from 1 to 16.

6. The liquid crystal polymer as claimed in claim 1 , wherein the fifth repeating unit is

 wherein X 3 is —O—, —NH—,

 R 5 is C2-C20 alkenyl group; R 8 is hydrogen or methyl; and, m is an integer from 1 to 8.

7. The liquid crystal polymer as claimed in claim 1 , wherein the fifth repeating unit is

 wherein R 9 are independently hydrogen, fluorine, chlorine, C1-C6 alkyl group, or C1-C6 fluoroalkyl group.

8. A composition, comprising:
100 parts by weight of first liquid crystal polymer, wherein the first liquid crystal polymer is the liquid crystal polymer as claimed in claim 1 ; and
a solvent, wherein the first liquid crystal polymer dissolves in the solvent.

9. The composition as claimed in claim 8 , further comprising:
1 to 100 parts by weight of a second liquid crystal polymer, and the second liquid crystal polymer and the first liquid crystal polymer are different.

10. The composition as claimed in claim 9 , wherein the second liquid crystal polymer has a first repeating unit, a second repeating unit, a third repeating unit, and a fifth repeating unit, but the second liquid crystal polymer does not have a fourth repeating unit, wherein the first repeating unit has a structure of Formula (I), the second repeating unit has a structure of Formula (II), the third repeating unit has a structure of Formula (III), the fourth repeating unit has a structure of Formula (IV), and the fifth repeating unit has a structure of Formula (V), a structure of Formula (VI), or a structure of Formula (VII)

 wherein A 1 , A 2 , A 3 , and A 4 are independently A 5 , or A 5 -X 2 -A 6 , A 5 and A 6 are independently

 X 1 is —O—, —NH—, or

 X 2 is single bond, —O—, —NH—,

 C1-C8 alkylene group, C5-C8 cycloalkylene group, or

 Z 1 is C2-C20 alkenylene group, or substituted C2-C20 alkenylene group; R 1 is independently hydrogen, fluorine, chlorine, C1-C6 alkyl group, C1-C6 fluoroalkyl group, or C6-C12 aryl group; R 2 is

 R 3 is independently hydrogen, fluorine, chlorine, C1-C6 alkyl group, or C1-C6 fluoroalkyl group; R 4 is independently hydrogen, fluorine, chlorine, cyano group, C1-C6 alkyl group, C1-C6 fluoroalkyl group, C1-C6 alkoxy group, C1-C6 alkylthio group, C1-C6 cyanoalkyl group, C6-C12 aryl group, C7-C18 arylalkyl group, C6-C12 aryloxy group, or C6-C12 arylthio group; X 3 is single bond, —O—, —NH—,

 Z 2 is single bond or C1-C8 alkylene group; R 5 is C2-C20 alkenyl group, acrylate group, methacrylate group,

Assignees

• Ind Tech Res Inst

Inventors

• Chu Yu-Lin
• Chiu Jen-Chun
• Ho Po-Hsien
• Han yu-min
• Chen Meng-Hsin
• Lin Chih-Hsiang

Classifications

• C09K2219/03

  in the form of films, e.g. films after polymerisation of LC precursor · CPC title

• C09K19/38

  Polymers · CPC title

• C08J5/124

  using adhesives based on a macromolecular component · CPC title

• C08J2367/06

  Unsaturated polyesters · CPC title

• C08L2203/16

  used for films · CPC title