Coating-type polarizing film using diacetylene-based lyotropic liquid crystal mixture containing iodines, and manufacturing method therefor

Patent metadata

Field	Value
Publication number	US-11725145-B2
Application number	US-201917285620-A
Country	US
Kind code	B2
Filing date	Apr 17, 2019
Priority date	Oct 15, 2018
Publication date	Aug 15, 2023
Grant date	Aug 15, 2023

Abstract

A diacetylene-based lyotropic liquid crystal mixture according to an embodiment includes by mixing diacetylene-based compounds containing iodide and triiodide Chemical Formula 1 and Chemical Formula 2. The lyotropic liquid crystal mixture may be prepared by synthesizing an [X]—C—R m -[D]-R n compound, synthesizing an [A + X − ]—C—R m -D-R n compound, and synthesizing an [A + B − ]—C—R m -D-R n compound. A thin polarizing film may be prepared through simple coating of a lyotropic liquid crystal mixture prepared by mixing diacetylene-based compounds containing iodide and triiodide.

First claim

What is claimed is:

1. A lyotropic liquid crystal mixture comprising:
a compound represented by Chemical Formula 1:
[A + B − C—R m D R n   [Chemical Formula 1]

wherein A + is a linear or cyclic cationic group;
B − is an anionic group containing at least one of halogen, carbon, nitrogen, phosphorus, boron, and oxygen;
C is a C 1-3 linear group unsubstituted or substituted with oxygen or nitrogen;
D is a group containing a diacetylenyl group; and
R m or R n is a C 1-20 linear group; and

a compound represented by Chemical Formula 2:
R m D R n   [Chemical Formula 2]

wherein D is a group containing a diacetylenyl group; and
R m or R n is a C 1-20 linear group.

2. The lyotropic liquid crystal mixture according to claim 1 , wherein the A + has a structure selected from the group consisting of Chemical Formulas 3 to 31:

3. The lyotropic liquid crystal mixture according to claim 1 , wherein the B − may be Cl − , Br − , I − , COOCF 3 − , CH 3 SO 3 − , PO 4 − , OH − , COO − , NO 2 − , BF 4 − PF 4 − , NTf 2 − , I 3 − , I 5 − or I 7 − .

4. The lyotropic liquid crystal mixture according to claim 3 , wherein the C has a structure selected from the group consisting of Chemical Formulas 33 to 42:

5. The lyotropic liquid crystal mixture according to claim 1 , wherein the D has a structure selected from the group consisting of Chemical Formulas 43-45:

6. A method for preparing the lyotropic liquid crystal mixture according to claim 1 , the method comprising:
synthesizing a compound having a structure of [X]—C—R m -[D]-R n by reacting a compound having a structure of C—R m -[D]-R n and X being halogen selected from the group consisting of F 2 , Cl 2 , Br 2 or I 2 at a molar ratio of 1:10, wherein R m and R n are each independently a C 1-20 linear group, and D is a group containing a diacetylenyl group;
synthesizing a compound having a structure of [A + X − ]—C—R m -D-R n by reacting the compound having the structure of [X]—C—R m -[D]-R n with an A compound at a molar ratio of 1:5, wherein the A compound is a nitrogen-containing linear or cyclic compound; and
synthesizing a compound having a structure of [A + B − ]—C—R m -D-R n compound by reacting the compound having the structure of [A + X − ]—C—R m -D-R n compound with a B2 compound at a molar ratio of 1:5, wherein the B2 compound is a halogen compound selected from the group consisting of F 2 , Cl 2 , Br 2 and I 2 .

7. A polarizing film composition comprising the lyotropic liquid crystal mixture according to claim 1 .

8. The polarizing film composition according to claim 7 , wherein the polarizing film composition comprises 60-90 parts by weight of a diacetylene-based compound comprising iodide, 1-30 parts by weight of a diacetylene-based compound comprising triiodide and 1-20 parts by weight of a liquid diacetylene-based compound.

9. The polarizing film composition according to claim 8 , wherein the diacetylene-based compound comprising iodide absorbs visible light in a wavelength range of 1-200 nm, the diacetylene-based compound comprising triiodide absorbs visible light in a wavelength range of 300-400 nm, and the polarizing film composition absorbs visible light in a wavelength range of 300-800 nm.

10. The polarizing film composition according to claim 8 , wherein the polarizing film composition is a smectic liquid crystal.

11. A polydiacetylene, which is a conjugated polymer, formed by polymerizing the polarizing film composition according to claim 8 using 254-nm ultraviolet light.

Assignees

• Nat Univ Chonbuk Ind Coop Found

Inventors

• Jeong Kwang Un
• Choi Yu Jin
• Park Seohee

Classifications

• C09K19/38 Primary

  Polymers · CPC title

• C08F2/48

  by ultraviolet or visible light · CPC title

• C08F38/02

  Acetylene · CPC title

• C09K19/348

  containing at least two nitrogen atoms · CPC title

• C09K19/42 Primary

  Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 · CPC title