IP Library Granted Patent US 9,464,230
Granted Patent B2
US 9,464,230 · App. 14/428,767 · Granted Oct 11, 2016

Liquid crystal composition and liquid crystal display element using same

Inventors: Joji Kawamura (Kita-adachi-gun, JP); Masahiro Niwa (Kita-adachi-gun, JP); Makoto Negishi (Kita-adachi-gun, JP); Yoshinori Iwashita (Kita-adachi-gun, JP)
Assignee: DIC CORPORATION
C09K19/3066C09K19/0216C09K19/0403C09K19/20C09K19/44C09K2019/0448C09K2019/0466C09K2019/122C09K2019/123C09K2019/124C09K2019/301C09K2019/3004C09K2019/3006C09K2019/3016C09K2019/3019C09K2019/3021C09K2019/3025C09K2019/3071C09K2019/3077C09K2019/3078C09K2019/3422
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Quick Facts
Patent No.
US 9,464,230
App. No.
14/428,767
Granted
Oct 11, 2016
Kind
B2
Abstract

This liquid crystal composition includes at least one compound represented by general formula (i), and at least one compound represented by general formula (ii) (in the formulae: R i1 , R i2 , and R ii1 each independently represent a C1-8 alkyl group; one or at least two non-adjacent-CH 2 — groups in these alkyl groups may each independently be substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—; the hydrogen in these alkyl groups may be substituted with fluorine or chlorine; X i1 , X i2 , X i3 , X i4 , X i11 , and X ii2 each independently represent hydrogen or fluorine; and A ii1 , A ii2 , and A ii3 each independently represent a trans-1,4-cyclohexylene group, or a 1,4-phenylene group which may have the hydrogen therein substituted with fluorine or chlorine).

Claims (35)

1. A liquid crystal composition, comprising:

one or more compounds represented by general formula (i) below;

one or more compounds selected from compounds represented by general formulae (ii-1) to (ii-4) below;

compounds represented by general formula (XI-1), formula (2.2), and formula (1.3) below; and

at least one compound selected from compounds represented by formula (10.1), formula (11.1), and formula (15.1) below,

wherein a total content of the compounds represented by any of general formula (i) and said one or more compounds selected from compounds represented by general formulae (ii-1) to (ii-4) relative to a total amount of the composition is 13% by mass or more and 28% by mass or less:

wherein in the formulae, R i1 , R i2 , and R ii1 each independently represent an alkyl group having 1 to 8 carbon atoms where one —CH 2 — or two or more nonadjacent —CH 2 — in the alkyl group represented by R ii1 may each be independently substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO— and a hydrogen atom in the alkyl group represented by R ii1 may be substituted with fluorine atom or a chlorine atom; X i1 , X i2 , X i3 , X i4 , X ii1 , and X ii2 each independently represent a hydrogen atom or a fluorine atom; A ii1 , A ii2 , and A ii3 each independently represent a trans-1,4-cyclohexylene group or a 1,4-phenylene group which may have a hydrogen atom substituted with a fluorine atom or a chlorine atom;

in formula (ii-1), R 10 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms;

in formula (ii-2), R 10 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms;

in formula (ii-3), R 10 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms; and

in formula (ii-4), R 10 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms;

wherein the formula, R 11 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms;

2. The liquid crystal composition according to claim 1 , wherein X i2 in general formula (i) represents a fluorine atom.

3. The liquid crystal composition according to claim 1 , further comprising a compound represented by general formula (L) below:

wherein the formula, R L1 and R L2 each independently represent an alkyl group having 1 to 8 carbon atoms where one —CH 2 — or two or more nonadjacent —CH 2 — in the alkyl group may each be independently substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—,

OL represents 0, 1, 2, or 3,

B L1 , B L2 , and B L3 each independently represent a group selected from the group consisting of

(a) a 1,4-cyclohexylene group (where one —CH 2 — or two or more nonadjacent —CH 2 — present in this group may be substituted with —O—) and

(b) a 1,4-phenylene group (where one —CH═ or two or more nonadjacent —CH═ present in this group may be substituted with —N═),

wherein one or more hydrogen atoms in the group (a) or (b) described above may each independently be substituted with a cyano group, a fluorine atom, or a chlorine atom,

L L1 and L L2 each 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—, and

when OL represents 2 or 3 and two or more L L2 are present, they may be the same or different and when OL represents 2 or 3 and two or more B L3 are present, they may be the same or different wherein compounds represented by general formula (i), (1.3), (2.2), (10.1), (11.1), and (15.1) are excluded from the general formula (L).

4. The liquid crystal composition according to claim 1 , further comprising a compound represented by general formula (M) below:

wherein the formula, R M1 represents an alkyl group having 1 to 8 carbon atoms where one —CH 2 — or two or more nonadjacent —CH 2 — in the alkyl group may each be independently substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—, PM represents 0, 1, 2, 3, or 4,

C M1 and C M2 each independently represent a group selected from the group consisting of

(d) a 1,4-cyclohexylene group (where one —CH 2 — or two or more nonadjacent —CH 2 — present in this group may be substituted with —O— or —S—) and

(e) a 1,4-phenylene group (where one —CH═ or two or more nonadjacent —CH═ present in this group may be substituted with —N═),

wherein one or more hydrogen atoms in the group (d) or (e) described above may each independently be substituted with a cyano group, a fluorine atom, or a chlorine atom,

K M1 and K M2 each 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—,

when PM represents 2, 3, or 4 and two or more K M1 are present, they may be the same or different and when PM represents 2, 3, or 4 and two or more C M2 are present, they may be the same or different,

X M1 and X M3 each independently represent a hydrogen atom, a chlorine atom, or a fluorine atom, and

X M2 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 wherein a compound represented by general formula (ii) and general formula (XI-1) are excluded from the general formula (M).

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

6. A liquid crystal display element of an IPS mode, OCB mode, ECB mode, VA mode, VA-IPS mode, or a FFS mode, comprising the liquid crystal composition according to claim 1 .

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

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 Mar 17, 2015
From: KAWAMURA, JOJI; NIWA, MASAHIRO; NEGISHI, MAKOTO; IWASHITA, YOSHINORI
To: DIC CORPORATION
Reel/Frame 035183/0602 →
Continuity (1)
Related Publication 20150307780A1 · Oct 29, 2015