Nematic liquid crystal composition and liquid crystal display element using same

Patent metadata

Field	Value
Publication number	US-10351772-B2
Application number	US-201515308215-A
Country	US
Kind code	B2
Filing date	Apr 9, 2015
Priority date	May 13, 2014
Publication date	Jul 16, 2019
Grant date	Jul 16, 2019

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.

First claim

The invention claimed is:

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 —.

Assignees

• Dic Corp Tokyo
• Dainippon Ink & Chemicals

Inventors

• Sudo Go
• GOTO Marina

Classifications

• C09K19/16

  the chain containing carbon-to-carbon double bonds, e.g. stilbenes · CPC title

• C09K19/12 Primary

  at least two benzene rings directly linked, e.g. biphenyls · 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

• C09K19/20

  linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters {or ethers} · CPC title

• C09K19/30

  containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings · CPC title