IP Library Granted Patent US 10,000,700
Granted Patent B2
US 10,000,700 · App. 15/320,974 · Granted Jun 19, 2018

Nematic liquid crystal composition

Inventors: Shirou Taniguchi (Kita-adachi-gun, JP); Joji Kawamura (Kita-adachi-gun, JP)
Assignee: DIC CORPORATION
C09K19/3402C09K19/0208C09K19/0216C09K19/542G02F1/1362C09K2019/0466C09K2019/3422
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Quick Facts
Patent No.
US 10,000,700
App. No.
15/320,974
Granted
Jun 19, 2018
Kind
B2
Abstract

The present invention provides a liquid crystal composition having positive dielectric anisotropy and containing at least one compound represented by general formula (LC0): and at least one compound represented by general formula (LC1): R 11 A 11 -Z 11 m 11 A 12 -Z 12 -A 13 -R 12   (LC1) The liquid crystal composition according to the present invention has refractive index anisotropy (Δn) adjusted to the desired level and a decrease in nematic phase-isotropic liquid phase transition temperature (T ni ) and an increase in the nematic phase lower limit temperature are suppressed so as to achieve a sufficiently low viscosity (η) without degrading the nematic phase temperature range. When the liquid crystal composition of the present invention is used to produce a liquid crystal display device, a highly practical and highly reliable liquid crystal display device with high response speed and capacity for low-voltage drive is obtained.

Claims (20)

1. A liquid crystal composition having positive dielectric anisotropy, comprising at least one compound represented by general formula (LC0):

(In the formula, R 01 represents an alkyl group having 1 to 15 carbon atoms, one or more —CH 2 — in the alkyl group may each be substituted with —O—, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF 2 O—, or —OCF 2 — so long as oxygen atoms are not directly adjacent to each other, one or more hydrogen atoms in the alkyl group may each be substituted with a halogen, A 01 and A 02 each independently represent a trans-1,4-cyclohexylene group, a 1,4-phenylene group, a 3-fluoro-1,4-phenylene group, a 3,5-difluoro-1,4-phenylene group, a 1,4-cyclohexenylene group, a 1,4-bicyclo[2.2.2]octylene group, a naphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, B 01 represents one of the following structures:

(In the structures, X 01 , X 02 , X 05 , X 06 , and X 07 each independently represent a hydrogen atom or a fluorine atom and Y 01 and Y 02 each independently represent a chlorine atom, a cyano group, a fluorine atom, —CF 3 , or —OCF 3 ), Z 01 , Z 02 , and Z 03 each independently represent a single bond, —CH═CH—, —C≡C—, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, or —CF 2 O—, X 03 and X 04 each independently represent a hydrogen atom or a fluorine atom, m 01 and m 02 each independently represent an integer of 0 to 2, m 01 +m 02 is 0, 1, or 2, and when two or more A 01 , A 02 , Z 01 and/or Z 03 are present, they may be the same or different) and at least one compound represented by general formula (LC1):

R 11 A 11 -Z 11 m 11 A 12 -Z 12 -A 13 -R 12   (LC1)

(In the formula, R 11 and R 12 each independently represent an alkyl group having 1 to 15 carbon atoms, one or more —CH 2 — in the alkyl group may each be substituted with —O—, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF 2 O—, or —OCF 2 — so long as oxygen atoms are not directly adjacent to each other, one or more hydrogen atoms in the alkyl group may each be substituted with a halogen, A 11 to A 13 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 2,5-difluoro-1,4-phenylene group, a 3,5-difluoro-1,4-phenylene group, a 1,4-cyclohexenylene group, a tetrahydropyran-2,5-diyl group, a 1,3-dioxane-2,5-diyl group, a 1,4-bicyclo[2.2.2]octylene group, a naphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, Z 11 and Z 12 each independently represent a single bond, —CH═CH—, —C≡C—, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, or —CF 2 O—, m 11 represents 0, 1, or 2, and when two or more A 11 and/or Z 11 are present, they may be the same or different).

2. The liquid crystal composition according to claim 1 , comprising at least one compound represented by general formula (LC2):

R 21 A 21 -Z 21 m 21 A 22 -Z 22 —B 21   (LC2)

(In the formula, R 2′ represents an alkyl group having 1 to 15 carbon atoms, one or more —CH 2 — in the alkyl group may each be substituted with —O—, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF 2 O—, or —OCF 2 — so long as oxygen atoms are not directly adjacent to each other, one or more hydrogen atoms in the alkyl group may each be substituted with a halogen, A 21 and A 22 each independently represent a trans-1,4-cyclohexylene group, a 1,4-phenylene group, a 3-fluoro-1,4-phenylene group, a 3,5-difluoro-1,4-phenylene group, a 1,4-cyclohexenylene group, a tetrahydropyran-2,5-diyl group, a 1,3-dioxane-2,5-diyl group, a 1,4-bicyclo[2.2.2]octylene group, a naphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, B 21 represents one of the following structures:

(In the structures, X 21 to X 25 each independently represent a hydrogen atom or a fluorine atom and Y 21 and Y 22 each independently represent a chlorine atom, a cyano group, a fluorine atom, —CF 3 , —OCF 3 , —CF 2 CF 3 , —CHFCF 3 , —OCF 2 CF 3 , —OCHFCF 3 , or —OCF═CF 2 ), Z 21 and Z 22 each independently represent a single bond, —CH═CH—, —C≡C—, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, or —CF 2 O—, m 21 represents 0, 1, 2, or 3, and when two or more A 21 and/or Z 21 are present, they may be the same or different, However, compounds represented by general formula (LC0) are excluded).

3. The liquid crystal composition according to claim 2 , comprising at least one compound represented by general formula (LC2-a) as the compound represented by general formula (LC2):

(In the formula, X 26 and X 27 each independently represent a hydrogen atom or a fluorine atom, Z 23 represents —OCH 2 —, —CH 2 O—, —OCF 2 —, or —CF 2 O—, and R 21 , A 21 , Z 21 , X 21 , X 22 , Y 21 , and m 21 are respectively the same as R 21 , A 21 , Z 21 , X 21 , X 22 , Y 21 , and m 21 in general formula (LC2)).

4. The liquid crystal composition according to claim 3 , further comprising, as the compound represented by general formula (LC2), at least one compound represented by general formula (LC2-b):

(In the formula, R 21 , A 21 , A 22 , X 21 , X 22 , Y 21 , and m 21 are respectively the same as R 21 , A 21 , A 22 , X 21 , X 22 , Y 21 , and m 21 in general formula (LC2)).

5. The liquid crystal composition according to claim 1 , wherein the compound represented by general formula (LC1) is contained in an amount of 20% to 99% by mass.

6. The liquid crystal composition according to any one of claim 1 , wherein the compound represented by general formula (LC0) is contained in an amount of 1% to 50% by mass.

7. The liquid crystal composition according to claim 1 , comprising at least one polymerizable compound.

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

9. An active matrix drive liquid crystal display device using the liquid crystal composition according to claim 1 .

10. A liquid crystal display device for TN, OCB, ECB, IPS, or VA-IPS mode, using the liquid crystal composition according to claim 1 .

11. A polymer-stabilized liquid crystal display device for TN, OCB, ECB, IPS, or VA-IPS mode, prepared by using the liquid crystal composition according to claim 7 through polymerizing the polymerizable compound contained in the liquid crystal composition in the absence or presence of applied voltage.

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 Dec 21, 2016
From: TANIGUCHI, SHIROU; KAWAMURA, JOJI
To: DIC CORPORATION
Reel/Frame 041143/0099 →
Priority Claims (1)
JP 2014-156266 · Jul 31, 2014 · national
Continuity (1)
Related Publication 20170198219A1 · Jul 13, 2017