IP Library Granted Patent US 8,647,530
Granted Patent B2
US 8,647,530 · App. 13/475,213 · Granted Feb 11, 2014

Liquid crystal composition containing polymerizable compound and liquid crystal display element manufactured using the same

Inventors: Takeshi Kuriyama (Saitama, JP); Kazuki Kurisawa (Saitama, JP); Shotaro Kawakami (Saitama, JP)
Assignee: DIC Corporation
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Quick Facts
Patent No.
US 8,647,530
App. No.
13/475,213
Granted
Feb 11, 2014
Kind
B2
Abstract

A liquid crystal composition containing a polymerizable compound contains one or two or more polymerizable compounds having the general formula (I) as a first component and one or two or more non-polymerizable liquid crystal compounds having an alkenyl group as a second component. A liquid crystal display element is manufactured using the liquid crystal composition.

Claims (28)

1. A liquid crystal composition containing a polymerizable compound, comprising a first component and a second component, wherein

the first component includes one or two or more compounds selected from the group consisting of polymerizable compounds having the general formula (I), and

(wherein S 11 and S 12 independently denote an alkylene group having 1 to 12 carbon atoms or a single bond, and one —CH 2 — or nonadjacent two or more —CH 2 — in the alkylene group may be substituted by —O—, —COO—, —OCO—, or —OCOO—,

L 11 and L 12 independently denote a single bond, —O—, —CO—, —COO—, —OCO—, or —C≡C—,

m denotes 0 or 1, and

X 11 to X 22 independently denote an alkyl group having 1 to 3 carbon atoms, a trifluoromethyl group, a trifluoromethoxy group, a fluorine atom, a chlorine atom, or a hydrogen atom)

the second component includes one or two or more non-polymerizable liquid crystal compounds having an alkenyl group.

2. The liquid crystal composition containing a polymerizable compound according to claim 1 , wherein the second component includes one or two or more compounds having the general formula (II)

(wherein R 21 and R 22 independently denote an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group having 2 to 10 carbon atoms, at least one of R 21 and R 22 denotes an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 2 to 10 carbon atoms, one —CH 2 — or nonadjacent two or more —CH 2 — in R 21 and R 22 may be substituted by —O— or —S—, and one or two or more hydrogen atoms in R 21 and R 22 may be substituted by a fluorine atom or a chlorine atom,

Z 21 and Z 22 independently denote a single bond, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, —CH═CH—, or —C≡C—, and

A 21 , B 21 , and C 21 independently denote a 1,4-phenylene group, a 1,4-cyclohexenylene group, a 1,4-bicyclo(2.2.2)octylene group, a naphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a 1,4-cyclohexylene group, A 21 , B 21 , and C 21 may be independently unsubstituted, or a hydrogen atom in A 2 , B 2 , and C 21 may be substituted by a fluorine atom, a chlorine atom, a cyano group, an alkyl group having 1 to 8 carbon atoms, a halogenated alkyl group having 1 to 8 carbon atoms, a halogenated alkoxy group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or a nitro group, and m denotes 0 or 1).

3. The liquid crystal composition containing a polymerizable compound according to claim 1 , wherein at least one of X 11 to X 22 in the general formula (I) denotes a fluorine atom or a methyl group.

4. The liquid crystal composition containing a polymerizable compound according to claim 2 , wherein the second component includes at least one compound selected from compounds having the general formulae (II-1) to (II-4)

(wherein R 21 and R 22 independently denote an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 2 to 10 carbon atoms, a fluorine atom, a trifluoromethyl group, a trifluoromethoxy group, or a chlorine atom, at least one of R 21 and R 22 denotes an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 2 to 10 carbon atoms, one —CH 2 — or nonadjacent two or more —CH 2 — in R 21 and R 22 may be substituted by —O— or —S—, and one or two or more hydrogen atoms in R 21 and R 22 may be substituted by a fluorine atom or a chlorine atom).

5. The liquid crystal composition containing a polymerizable compound according to claim 2 , wherein the second component includes at least one compound selected from compounds having the general formulae (II-5) to (II-10)

(wherein R 21 and R 22 independently denote an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group having 2 to 10 carbon atoms, at least one of R 21 and R 22 denotes an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 2 to 10 carbon atoms, one —CH 2 — or nonadjacent two or more —CH 2 — in R 21 and R 22 may be substituted by —O— or —S—, and one or two or more hydrogen atoms in R 21 and R 22 may be substituted by a fluorine atom or a chlorine atom).

6. The liquid crystal composition containing a polymerizable compound according to claim 2 , further comprising a third component and a fourth component, wherein

the third component includes one or two or more compounds selected from the group consisting of compounds having the general formulae (III-1) to (III-4), and

(wherein R 31 and R 32 independently denote an alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 10 carbon atoms, one —CH 2 — or nonadjacent two or more —CH 2 — in R 31 and R 32 may be substituted by —O— or —S—, and one or two or more hydrogen atoms in R 31 and R 32 may be substituted by a fluorine atom or a chlorine atom)

the fourth component includes one or two or more compounds selected from compounds having the general formulae (III-5) to (III-8)

(wherein R 31 and R 32 independently denote an alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 10 carbon atoms, one —CH 2 — or nonadjacent two or more —CH 2 — in R 31 and R 32 may be substituted by —O— or —S—, and one or two or more hydrogen atoms in R 31 and R 32 may be substituted by a fluorine atom or a chlorine atom).

7. The liquid crystal composition containing a polymerizable compound according to claim 1 , wherein the one or two or more compounds having the general formula (I) constitute 0.01% to 2.0% by mass.

8. The liquid crystal composition containing a polymerizable compound according to claim 4 , wherein the at least one compound having the general formulae (II-1) to (II-4) constitutes 5% to 40% by mass.

9. The liquid crystal composition containing a polymerizable compound according to claim 1 , wherein the anisotropy of dielectric constant Δε at 25° C. is in the range of −2.0 to −6.0, the anisotropy of reflective index Δn at 25° C. is in the range of 0.08 to 0.13, and the nematic phase-isotropic liquid phase transition temperature (T ni ) is in the range of 60° C. to 120° C.

10. The liquid crystal composition containing a polymerizable compound according to claim 1 , wherein the liquid crystal composition is used in a liquid crystal display element that contains liquid crystals between a pair of substrates, the substrate including a transparent electrode and a polarizer, and the polymerizable compound(s) in the liquid crystal composition is polymerized to impart liquid crystal orientation ability to the liquid crystal display element.

11. A liquid crystal display element manufactured using a liquid crystal composition containing a polymerizable compound according to claim 1 , wherein the polymerizable compound(s) in the liquid crystal composition is polymerized to impart liquid crystal orientation ability to the liquid crystal display element.

12. An active-matrix liquid crystal display element, manufactured using a liquid crystal composition containing a polymerizable compound according to claim 1 .

13. A VA-mode, PSVA-mode, IPS-mode, or ECB-mode liquid crystal display element, manufactured using a liquid crystal composition containing a polymerizable compound according to claim 1 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2024
From: DIC CORPORATION
To: SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIAL CO., LTD.
Reel/Frame 067528/0688 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 3, 2012
From: KURISAWA, KAZUKI; KURIYAMA, TAKESHI; KAWAKAMI, SHOTARO
To: DIC CORPORATION
Reel/Frame 028715/0663 →
Priority Claims (1)
JP 2011-113457 · May 20, 2011 · national
Continuity (1)
Related Publication 20120292568A1 · Nov 22, 2012