IP Library Granted Patent US 9,688,913
Granted Patent B2
US 9,688,913 · App. 14/394,883 · Granted Jun 27, 2017

Liquid crystal composition, liquid crystal display device, and liquid crystal display

Inventors: Joji Kawamura (Kita-adachi-gun, JP); Masahiro Niwa (Kita-adachi-gun, JP); Makoto Negishi (Kita-adachi-gun, JP)
Assignee: DIC CORPORATION
C09K19/3402C07C13/28C07C25/18C07C43/225C07C69/753C07D309/06C09K19/0216C09K19/20C09K19/3066C09K19/42C07C2101/14C09K2019/0466C09K2019/123C09K2019/124C09K2019/301C09K2019/3004C09K2019/3019C09K2019/3025C09K2019/3422G02F1/1339G02F1/13394G02F2001/13398G02F2001/13415G02F2001/13706
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,688,913
App. No.
14/394,883
Granted
Jun 27, 2017
Kind
B2
Abstract

A liquid crystal composition includes one or more of compounds represented by general formula (i) below and one or more of compounds represented by general formula (ii) below. In the formulae, R 11a and R 21a each independently represent an alkyl group having 1 to 8 carbon atoms where one —CH 2 — or two or more non-adjacent —CH 2 — in the alkyl group may each independently be substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—; one or more hydrogen atoms in the alkyl group may be substituted with a fluorine atom or a chlorine atom; X 11a , X 12a , X 13a , X 14a , and X 21a each independently represent a hydrogen atom or a fluorine atom; A 21a , A 22a , and A 23a each independently represent a trans-1,4-cyclohexylene group or a 1,4-phenylene group whose hydrogen atom may be substituted with a fluorine atom or a chlorine atom.

Claims (50)

1. A liquid crystal composition comprising:

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

one or more of compounds represented by general formula (ii) below; and

one or more of compounds represented by general formula (M′) below;

in the formulae (i) and (ii), R 11a and R 21a each independently represent an alkyl group having 1 to 8 carbon atoms where one —CH 2 — or two or more non-adjacent —CH 2 — in the alkyl group may each independently be substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—; one or more hydrogen atoms in the alkyl group may be substituted with a fluorine atom or a chlorine atom; X 11a , X 12a , X 13a , X 14a , and X 21a each independently represent a hydrogen atom or a fluorine atom; A 21a , and A 22a each independently represent a trans-1,4-cyclohexylene group or a 1,4-phenylene group whose hydrogen atom may be substituted with a fluorine atom or a chlorine atom; A 23a in the general formula (ii) represents a 1,4-phenylene group in which two hydrogen atoms that bond to the 1,4-phenylene group is substituted with fluorine atoms,

in the formula (M′), R M1 represents an alkyl group having 1 to 8 carbon atoms where one —CH 2 — or two or more non-adjacent —CH 2 — in the alkyl group may each independently be substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—;

PM represents 1;

C M1 represents a 1,4-cyclohexylene group (one —CH 2 — or two or more non-adjacent —CH 2 -present in the group may be substituted with —O— or —S—);

C M2 represents a group selected from the group consisting of:

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

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

where the group (d) and the group (e) may each independently be substituted with a cyano group, a fluorine atom, or a chlorine atom;

K M1 and K M2 each represent a single bond;

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

X M2 represents a trifluoromethoxy group.

2. The liquid crystal composition according to claim 1 , wherein X 11a and X 12a in the general formula (i) each represent a hydrogen atom.

3. The liquid crystal composition according to claim 1 , wherein X 13a in the general formula (i) represents a fluorine atom.

4. The liquid crystal composition according to claim 1 , wherein X 14a in the general formula (i) represents a fluorine atom.

5. The liquid crystal composition according to claim 1 , wherein X 21a in the general formula (ii) represents a hydrogen atom.

6. The liquid crystal composition according to claim 1 , wherein the compounds represented by the general formula (ii) correspond to a compound represented by formula (39.2) below

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

R L1 —B L1 -L L1 -B L2 (L L2 -B L3 ) OL —R L2   (L)

(in 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 non-adjacent —CH 2 — in the alkyl group may each independently be 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 (one —CH 2 — or two or more non-adjacent —CH 2 — present in the group may be substituted with —O—) and

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

where one or more hydrogen atoms in the group (a) and the group (b) 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 thus a plurality of L L2 are present, the plurality of L L2 may be the same or different and when OL represents 2 or 3 and thus a plurality of B L3 are present, the plurality of B L3 may be the same or different.

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

(in the formula, R M1 represents an alkyl group having 1 to 8 carbon atoms where one —CH 2 — or two or more non-adjacent —CH 2 — in the alkyl group may each independently be 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 (one —CH 2 — or two or more non-adjacent —CH 2 — present in the group may be substituted with —O— or —S—) and

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

where one or more hydrogen atoms in the group (d) and the group (e) 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 thus a plurality of K M1 are present, the plurality of K M1 may be the same or different and when PM represents 2, 3, or 4 and thus a plurality of C M2 are present, the plurality of C M2 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, the compound represented by the general formula (M) excluding the compounds represented by the general formula (M′), the compounds represented by the general formula (i), and the compounds represented by the general formula (ii).

9. The liquid crystal composition according to claim 1 , further comprising a compound represented by formula (1.3) below.

10. A liquid crystal display device using the liquid crystal composition according to claim 1 .

11. A liquid crystal display device for an IPS mode, an OCB mode, an ECB mode, a VA mode, a VA-IPS mode, or an FFS mode, the liquid crystal display device using the liquid crystal composition according to claim 1 .

12. The liquid crystal composition according to claim 1 , wherein as said one or more of the compounds represented by general formula (i), the liquid crystal composition comprises both compounds represented by formulae (44.1) and (44.2):

13. The liquid crystal composition according to claim 12 , wherein X 21a in the general formula (ii) represents a hydrogen atom.

14. The liquid crystal composition according to claim 12 , wherein the compounds represented by the general formula (ii) correspond to a compound represented by formula (39.2) below

15. The liquid crystal composition according to claim 1 , further comprising a compound represented by formula (11.1):

16. The liquid crystal composition according to claim 12 , wherein two or more of said compounds represented by general formula (i) are included in the liquid crystal composition.

17. The liquid crystal composition according to claim 1 , wherein all of intermolecular ring structures included in the liquid crystal composition are six-membered ring.

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 25, 2014
From: KAWAMURA, JOJI; NIWA, MASAHIRO; NEGISHI, MAKOTO
To: DIC CORPORATION
Reel/Frame 034259/0365 →
Continuity (1)
Related Publication 20150361343A1 · Dec 17, 2015