IP Library Granted Patent US 10,351,772
Granted Patent B2
US 10,351,772 · App. 15/308,215 · Granted Jul 16, 2019

Nematic liquid crystal composition and liquid crystal display element using same

Inventors: Go Sudo (Kita-adachi-gun, JP); Marina Goto (Kita-adachi-gun, JP)
Assignee: DIC CORPORATION
C09K19/12C08F20/26C09K19/14C09K19/16C09K19/20C09K19/2007C09K19/30C09K19/38C09K19/42C09K19/54G02F1/13G02F1/133365C09K2019/0448C09K2019/122G02F2001/133397
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Quick Facts
Patent No.
US 10,351,772
App. No.
15/308,215
Granted
Jul 16, 2019
Kind
B2
Abstract

The present invention relates to a nematic liquid crystal composition containing a polymerizable compound and having a negative dielectric anisotropy (Δε) and PSA or PSVA liquid crystal display element produced by using the same. The liquid crystal composition according to the present invention can provide PSA or PSVA liquid crystal display element, in which a sufficient pretilt angle is included, the amount of remaining monomer is small, there are no or almost no problems, e.g., alignment defects and display defects, arisen from a low voltage holding rate (VHR) and the like, and excellent response performance is exhibited. A liquid crystal display element using the liquid crystal composition according to the present invention is useful for an active-matrix-drive liquid crystal display element and can be applied to PSA, PSVA, and other liquid crystal display elements.

Claims (17)

1. A liquid crystal composition containing:

a polymerizable compound as a first component selected from the group consisting of compounds represented by a general formula (I-21) and a general formula (I-22),

wherein in the formulae (I-21) and (I-22), each of R 101 to R 106 independently represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an alkoxyl group having 1 to 12 carbon atoms, P 11 —S 11 —, or P 12 —S 12 —, three or four of R 101 to R 106 represent P 11 —S 11 — or P 12 —S 12 —, at least one of included S 11 and S 12 is a single bond, each of A 11 and B 11 independently represents a 1,4-phenylene group, a 1,4-cyclohexylene group, a naphthalene-2,6-diyl group, or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, in which the group may be unsubstituted or be substituted with an alkyl group having 1 to 3 carbon atoms, an alkoxyl group having 1 to 3 carbon atoms, or a halogen, and L 13 represents —OCH 2 —, —CH 2 O—, —C 2 H 4 —, —COO—, —OCO—, —CH═CR a —COO—, —CH═CR a —OCO—, —COO—CR a ═CH—, —OCO—CR a ═CH—, —(CH 2 ) z —COO—, —(CH 2 ) z —OCO—, —OCO—(CH 2 ) z —, —COO—(CH 2 ) z —, —CH═CH—, —CF 2 O—, —OCF 2 —, or —C≡C— wherein in the formulae, each R a independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and in the formulae, z represents an integer of 1 to 4;

and

at least one liquid crystal compound having an alkenyl side chain group as a second component, wherein the liquid crystal compound having the alkenyl side chain group is a compound represented by a general formula (II),

wherein in the formula (II), R 21 represents an alkenyl group having 2 to 10 carbon atoms, R 22 represents an alkyl group having 1 to 10 carbon atoms, an alkoxyl 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, one —CH 2 — or each of a plurality of —CH 2 — that do not adjoin, which is present in R 22 , may be independently substituted with —O— and/or —S—, each of at least one hydrogen atom present in R 22 may be independently substituted with a fluorine atom or a chlorine atom, and n 21 represents 0 or 1.

2. The liquid crystal composition according to claim 1 , comprising at least one compound selected from the compound group represented by a general formula (III-1) and a general formula (III-2) as a third component,

wherein in the formulae (III-1) and (III-2), each of R 31 to R 34 independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxyl 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, one —CH 2 — or each of a plurality of —CH 2 — that do not adjoin, present in R 31 to R 34 , may be independently substituted with —O— and/or —S—, each of at least one hydrogen atom present in R 31 to R 34 may be independently substituted with a fluorine atom or a chlorine atom, each of ring A 32 , ring B 31 , and ring B 32 represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group, a 2-fluoro-1,4-phenylene group, a 3-fluoro-1,4-phenylene group, a 3,5-difluoro-1,4-phenylene group, a 2,3-difluoro-1,4-phenylene group, a 1,4-cyclohexenylene group, a 1,4-bicyclo[2.2.2]octylene group, a piperidine-1,4-diyl group, a naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group, or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and each of Z 31 and Z 32 independently represents —OCH 2 —, —CH 2 O—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, or a single bond.

3. The liquid crystal composition according to claim 1 , comprising at least one compound selected from the compound group represented by a general formula (IV-A) to a general formula (IV-J) as another component,

wherein in the formulae (IV-A) to (IV-J), each of R 41 and R 42 independently represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, X 41 represents an alkyl group having 1 to 3 carbon atoms, alkoxy group having 1 to 3 carbon atoms, a fluorine atom, or a hydrogen atom.

4. The liquid crystal composition according to claim 1 , further comprising at least one compound selected from the compound group represented by a general formula (I-31) and a general formula (I-32),

wherein in the formulae (I-31) and (I-32), R 107 represents P 107 —S 107 —, R 110 represents P 110 —S 110 —, each of P 107 and P 110 independently represents any one of formula (R-1) to formula (R-15), each of S 107 and S 107 independently represents a single bond or an alkylene group having 1 to 15 carbon atoms, at least one —CH 2 — in the alkylene group may be substituted with —O—, —OCO—, or —COO— such that oxygen atoms do not directly adjoin, each of R 108 , R 109 , R 111 , and R 112 independently represents any one of formula (R-1) to formula (R-15), an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, a fluorine atom, or a hydrogen atom, A 12 represents a 1,4-phenylene group, a 1,4-cyclohexylene group, a pyridine-2,5-diyl group, a pyrimidine-2,5-diyl group, a naphthalene-2,6-diyl group, an indan-2,5-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a 1,3-dioxane-2,5-diyl group, in which the group may be unsubstituted or may be substituted with an alkyl group having 1 to 12 carbon atoms, an alkoxyl group having 1 to 12 carbon atoms, a halogen, a cyano group, or a nitro group, and L 14 represents a single bond, —OCH 2 —, —CH 2 O—, —C 2 H 4 —, —COO—, —OCO—, —CH═CR a —COO—, —CH═CR a —OCO—, —COO—CR a ═CH—, —OCO—CR a ═CH—, —(CH 2 ) z —COO—, —(CH 2 ) z —OCO—, —OCO—(CH 2 ) z —, —COO—(CH 2 ) z —, —CH═CH—, —CF 2 O—, —OCF 2 —, or —C≡C— wherein each R a independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and z represents an integer of 1 to 4.

5. A liquid crystal display element comprising the liquid crystal composition according to claim 1 .

6. An active-matrix-drive liquid crystal display element comprising the liquid crystal composition according to claim 1 .

7. A liquid crystal display element of PSA mode, PSVA mode, PS-IPS mode, or PS-FSS mode, comprising the liquid crystal composition according to claim 1 .

8. The liquid crystal composition according to claim 1 , wherein a liquid crystal display element comprising the liquid crystal composition has a voltage holding rate of 77-86, the voltage holding rate being after radiation of 12 (J) of UV with high-pressure mercury lamp.

9. The liquid crystal composition according to claim 1 , wherein said at least one of L 11 and L 12 represents —(CH 2 ) z —C(═O)—O—, —(CH 2 ) z —O—(C═O)—, —O—(C═O)—(CH 2 ) z —, —(C═O)—O—(CH 2 ) z —.

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 Nov 1, 2016
From: SUDO, GO; GOTO, MARINA
To: DIC CORPORATION
Reel/Frame 040188/0286 →
Priority Claims (1)
JP 2014-099492 · May 13, 2014 · national
Continuity (1)
Related Publication 20170051203A1 · Feb 23, 2017