Nematic liquid crystal composition and liquid crystal display element using the same

Patent metadata

Field	Value
Publication number	US-10323186-B2
Application number	US-201515525723-A
Country	US
Kind code	B2
Filing date	Dec 10, 2015
Priority date	Dec 25, 2014
Publication date	Jun 18, 2019
Grant date	Jun 18, 2019

Abstract

There is provided a liquid crystal composition that exhibits a sufficiently low viscosity (η), a sufficiently low rotational viscosity (γ1), and a large elastic modulus (K 33 ) without decreasing the refractive index anisotropy (Δn) and the nematic phase-isotropic liquid phase transition temperature (T ni ) and without increasing the solid phase-nematic phase transition temperature (T cn ). The liquid crystal display element that uses this liquid crystal composition satisfactorily obtains a pretilt angle and has a high voltage holding ratio (VHR) and high-speed response. Thus, a liquid crystal display element that has no or less alignment defects and display defects such as image sticking, and has high display quality and high response speed is obtained.

First claim

The invention claimed is:

1. A liquid crystal composition comprising at least one polymerizable compound represented by general formula (I-1):

wherein Z represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or P 12 -S 12 -, R 11 represents P 11 -S 11 -, and P 11 and P 12 each independently represent a group selected from the group consisting of formulae (R-1) to formula (R-15):

S 11 and S 12 each independently represent a single bond or an alkylene group having 1 to 15 carbon atoms, and one —CH 2 — or two or more non-adjacent —CH 2 — in the alkylene group may each be substituted with —O—, —OCO—, or —COO— as long as oxygen atoms are not directly adjacent to each other,
n 11 represents an integer of 1 to 3, n 12 represents an integer of 1 to 3, and m 11 represents an integer of 1 to 2,
M 11 represents a 1,4-phenylene group; however, when n 11 represents 2 or 3, M 11 further has a bond at any desired position in the 1,4-phenylene group,
M 12 each independently represent a 1,4-phenylene group; however, when n 12 represents 2 or 3,
M 12 bonded to Z further has a bond at any desired position in the 1,4-phenylene group,
at least one 1,4-phenylene group selected from the group consisting of M 11 and M 12 may be substituted with at least one alkyl group having 1 to 12 carbon atoms, at least one alkoxy group having 1 to 12 carbon atoms, or at least one halogen; however, at least one 1,4-phenylene group selected from the group consisting of M 11 and M 12 is substituted with at least one alkoxy group having 1 to 12 carbon atoms,
L 11 represents a single bond, and
when two or more R 11 , two or more Z, two or more L 11 , and two or more M 12 are present, they may each be the same or different.

2. The liquid crystal composition according to claim 1 , comprising a compound represented by general formula (II):

wherein R 21 represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, R 22 represents 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, one —CH 2 — or two or more non-adjacent —CH 2 — present in R 22 may each independently be substituted with —O— or —S—, one or more hydrogen atoms present in R 22 may each independently be substituted with a fluorine atom or a chlorine atom, and n 21 represents 0, 1, or 2.

3. The liquid crystal composition according to claim 1 , comprising at least one compound selected from the group consisting of compounds represented by general formula (III-1) and/or general formula (III-2):

wherein R 31 to R 34 each independently represent 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, one —CH 2 — or two or more non-adjacent —CH 2 —present in R 31 to R 34 may each independently be substituted with —O— or —S—, and one or more hydrogen atoms present in R 31 to R 34 may each independently be substituted with a fluorine atom or a chlorine atom,
cyclic groups A 32 , B 31 , and B 32 each independently represent 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, a decahydronaphthalene-2,6-diyl group, or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and
Z 31 and Z 32 each independently represent —OCH 2 —, —CH 2 O—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, or a single bond.

4. The liquid crystal composition according to claim 1 , comprising at least one compound selected from the group consisting of compounds represented by general formula (IV-A) to general formula (IV-J):

wherein R 41 and R 42 each independently represent an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, and X 41 represents 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;
however, compounds represented by general formula (II) are excluded.

5. The liquid crystal composition according to claim 1 , wherein the polymerizable compound represented by general formula (I-1) comprises at least one compound selected from the group consisting of compounds represented by general formula (I-31) and general formula (I-32):

wherein R 107 and R 110 each represent P 13 —S 13 —,
R 108 , R 109 , R 111 , and R 112 each independently represent P 14 -S 14 -, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a fluorine atom, or a hydrogen atom, P 13 and P 14 are the same as P 11 and P 12 defined in general formula (I-1), S 13 and S 14 are the same as S 11 and S 12 defined in general formula (I-1), and when two or more P 13 , two or more P 14 , two or more S 13 , and two or more S 14 are present, they may each be the same or different,
a cyclic group A 12 represents a 1,4-phenylene group and may be unsubstituted or substituted with an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a halogen, a cyano group, or a nitro group,

L 14 represents a single bond, and
at least one selected from the group consisting of R 108 , R 109 , R 111 ,R 112 , X 15 , X 16 , X 17 , and X 18 represents an alkoxy group having 1 to 5 carbon atoms, and/or A 12 is substituted with at least one alkoxy group having 1 to 5 carbon atoms.

6. A liquid crystal display element that uses the liquid crystal composition according to claim 1 .

7. An active matrix-driving liquid crystal display element that uses the liquid crystal composition according to claim 1 .

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

Assignees

• Dainippon Ink & Chemicals

Inventors

• Sudo Go
• GOTO Marina

Classifications

• C09K2019/0448

  the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate · CPC title

• C09K19/3003

  Compounds containing at least two rings in which the different rings are directly linked (covalent bond) · CPC title

• C09K19/2014

  containing additionally a linking group other than -COO- or -OCO-, e.g. -CH2-CH2-, -CH=CH-, -C=C-; containing at least one additional carbon atom in the chain containing -COO- or -OCO- groups, e.g. -(CH2)m-COO-(CH2)n- · CPC title

• C08K5/00

  Use of organic ingredients · CPC title

• C09K2019/301

  Cy-Cy-Ph · CPC title