Liquid crystal composition and liquid crystal display element

Patent metadata

Field	Value
Publication number	US-11555152-B2
Application number	US-201716090657-A
Country	US
Kind code	B2
Filing date	Apr 13, 2017
Priority date	Apr 27, 2016
Publication date	Jan 17, 2023
Grant date	Jan 17, 2023

Abstract

[Object] An object of the present invention is to provide a liquid crystal composition containing a polymerizable compound for use in the manufacture of a PSA or PSVA liquid crystal display device. The polymerizable compound has a sufficiently high polymerization rate. The PSA or PSVA liquid crystal display device has few or no display defects due to a change in pretilt angle, has an adequate pretilt angle, and has high responsiveness. The present invention also provides a liquid crystal display device having the liquid crystal composition.[Solution] The object is achieved by using a liquid crystal composition containing one or two or more polymerizable compounds represented by the general formula (I).

First claim

The invention claimed is:

1. A liquid crystal composition comprising:
at least one polymerizable compound represented by a general formula (I), and
at least one polymerizable compound selected from a compound group represented by a general formula (II):

wherein R 101 , R 102 , R 105 , R 106 , R 107 , and R 108 represent a hydrogen atom,
R 103 and R 104 independently represent an alkoxy group having 1 to 6 carbon atoms optionally substituted with a fluorine atom, a fluorine atom, or a hydrogen atom, and at least one of R 103 and R 104 represents an alkoxy group having 1 to 6 carbon atoms,
P 11 , and P 12 independently represent a group selected from formula (R-1),

wherein R 11 represents methyl group or a hydrogen atom,
S 11 , and S 12 independently represent a single bond

wherein R 201 , and R 210 independently represent P 21 -S 21 -,
R 202 , R 203 , R 204 , R 205 , R 208 , and R 209 represent a hydrogen atom,
one of R 206 and R 207 represents a fluorine atom, and the other of R 206 and R 207 represents a hydrogen atom,
P 21 is independently represented by the formula (R-1),
S 21 represents a single bond,
n 21 is 0,
A 21 represents a group selected from the group consisting of
(a) a 1,4-cyclohexylene group in which one —CH 2 — or two or more nonadjacent —CH 2 —'s are optionally substituted with —O—,
(b) a 1,4-phenylene group in which one —CH═ or two or more nonadjacent —CH═'s are optionally substituted with —N═, and
(c) a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a decahydronaphthalene-2,6-diyl group wherein one —CH═ or two or more nonadjacent —CH═'s in the naphthalene-2,6-diyl group or in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group are optionally substituted with —N═,
the groups (a), (b), and (c) are independently optionally substituted with an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, a nitro group, or P 21 -S 21 -,
L 21 represents a single bond.

2. The liquid crystal composition according to claim 1 , comprising at least one compound selected from compounds represented by general formulae (N-1), (N-2), and (N-3):

wherein R N11 , R N12 , R N21 , R N22 , R N31 , and R N32 independently represent an alkyl group having 1 to 8 carbon atoms, and one —CH 2 — or two or more nonadjacent —CH 2 —'s in the alkyl group are independently optionally substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—,
A N11 , A N12 , A N21 , A N22 , A N31 , and A N32 independently represent a group selected from the group consisting of
(a) a 1,4-cyclohexylene group in which one —CH 2 — or two or more nonadjacent —CH 2 —'s are optionally substituted with —O—,
(b) a 1,4-phenylene group in which one —CH═ or two or more nonadjacent —CH═'s are optionally substituted with —N═,
(c) a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a decahydronaphthalene-2,6-diyl group wherein one —CH═ or two or more nonadjacent —CH═'s in the naphthalene-2,6-diyl group or in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group are optionally substituted with —N═, and
(d) a 1,4-cyclohexenylene group,
the groups (a), (b), (c), and (d) are independently optionally substituted with a cyano group, a fluorine atom, or a chlorine atom,
Z N11 , Z N12 , Z N21 , Z N22 , Z N31 , and Z N32 independently represent a single bond, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —OCF 2 —, —CF 2 O—, —CH═N—N═CH—, —CH═CH—, —CF═CF—, or —C≡C—,
X N21 represents a hydrogen atom or a fluorine atom,
T N31 represents —CH 2 — or an oxygen atom, and
n N11 , n N12 , n N21 , n N22 , n N31 , and n N32 independently represent an integer of 0 to 3, n N11 +n N12 , n N21 +n N22 , and n N31 +n N32 are independently 1, 2, or 3, and pluralities of A N11 s to A N32 s and Z N11 s to Z N32 s, if present, may be the same or different A N11 s to A N32 s and Z N11 s to Z N32 s, respectively.

3. The liquid crystal composition according to claim 1 , comprising at least one compound selected from compounds represented by a general formula (J):

wherein R J1 represents an alkyl group having 1 to 8 carbon atoms, and one —CH 2 — or two or more nonadjacent —CH 2 —'s in the alkyl group are independently optionally substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—,
n J1 is 0, 1, 2, 3, or 4,
A J1 , A J2 , and A J3 independently represent a group selected from the group consisting of
(a) a 1,4-cyclohexylene group in which one —CH 2 — or two or more nonadjacent —CH 2 —'s are optionally substituted with —O—,
(b) a 1,4-phenylene group in which one —CH═ or two or more nonadjacent —CH═'s are optionally substituted with —N═, and
(c) a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a decahydronaphthalene-2,6-diyl group wherein one —CH═ or two or more nonadjacent —CH═'s in the naphthalene-2,6-diyl group or in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group are optionally substituted with —N═,
the groups (a), (b), and (c) are independently optionally substituted with a cyano group, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group, or a trifluoromethoxy group,
Z J1 and Z J2 independently represent a single bond, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, —COO—, —OCO—, or —C≡C—,
if n J1 is 2, 3, or 4, a plurality of A J2 s may be the same or different, and if n J1 is 2, 3, or 4, a plurality of Z J1 s may be the same or different, and
X J1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, or a 2,2,2-trifluoroethyl group.

4. The liquid crystal composition according to claim 2 , comprising at least one compound selected from compounds represented by a general formula (L):

wherein R L1 and R L2 independently represent an alkyl group having 1 to 8 carbon atoms, and one —CH 2 — or two or more nonadjacent —CH 2 —'s in the alkyl group are independently optionally substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—,
n L1 is 0, 1, 2, or 3,
A L1 , A L2 , and A L3 independently represent a group selected from the group consisting of
(a) a 1,4-cyclohexylene group in which one —CH 2 — or two or more nonadjacent —CH 2 —'s are optionally substituted with —O—,
(b) a 1,4-phenylene group in which one —CH═ or two or more nonadjacent —CH═'s are optionally substituted with —N═, and
(c) a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a decahydronaphthalene-2,6-diyl group wherein one —CH═ or two or more nonadjacent —CH═'s in the naphthalene-2,6-diyl group or in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group are optionally substituted with —N═,
the groups (a), (b), and (c) are independently optionally substituted

Assignees

• Dainippon Ink & Chemicals

Inventors

• GOTO Marina
• Inoue Yuichi
• Kosaka Shota
• Sudo Go
• Hayashi Masanao
• TAKACHI Manabu

Classifications

• C09K19/30

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

• C09K2019/3009

  Cy-Ph · CPC title

• C09K19/3003

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

• C09K19/3066

  in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers · CPC title

• C09K2019/0448

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