IP Library Granted Patent US 9,896,624
Granted Patent B2
US 9,896,624 · App. 15/197,719 · Granted Feb 20, 2018

Liquid crystal composition and liquid crystal display device

Inventors: Naoko Matsuda (Chiba, JP); Masayuki Saito (Chiba, JP)
Assignees: JNC CORPORATION; JNC PETROCHEMICAL CORPORATION
C09K19/3402C09K19/14C09K19/20C09K19/3066C09K19/3068C09K2019/0444C09K2019/0466C09K2019/123C09K2019/301C09K2019/3004C09K2019/3009C09K2019/3016C09K2019/3025C09K2019/3071C09K2019/3078C09K2019/3422
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Quick Facts
Patent No.
US 9,896,624
App. No.
15/197,719
Granted
Feb 20, 2018
Kind
B2
Abstract

To show a liquid crystal composition satisfying at least one of characteristics such as a high maximum temperature, a low minimum temperature, small viscosity, suitable optical anisotropy, large positive dielectric anisotropy or having a suitable balance regarding at least two of the characteristics, and an AM device including the liquid crystal composition. The liquid crystal composition contains a specific compound having high maximum temperature and small viscosity as a first component, and a specific compound having large positive dielectric anisotropy as a second component, and may contain a specific compound having high maximum temperature or small viscosity as a third component, a specific compound having positive dielectric anisotropy as a fourth component, or a specific compound having negative dielectric anisotropy as a fifth component.

Claims (27)

1. A liquid crystal composition that has a positive dielectric anisotropy and contains at least one compound selected from the group of compounds represented by formula (1) as a first component, and at least one compound selected from the group of compounds represented by formula (2) as a second component:

wherein, in formula (1) and formula (2), R 1 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, alkyl having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine, or alkenyl having 2 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine; R 2 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons; ring A and ring B are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, 1,4-phenylene in which at least one piece of hydrogen is replaced by fluorine or chlorine, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl, pyrimidine-2,5-diyl or pyridine-2,5-diyl; ring C and ring D are independently 1,4-cyclohexylene, 1,4-phenylene, 1,4-phenylene in which at least one piece of hydrogen is replaced by fluorine, pyrimidine-2,5-diyl, 1,3-dioxane-2,5-diyl or tetrahydropyran-2,5-diyl; Z 1 and Z 2 are independently a single bond, —CH 2 CH 2 —, —C≡C—, —CH═CH—, —CF═CF—, —CF 2 O—, —OCF 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—; Z 3 and Z 4 are independently a single bond, ethylene, vinylene, methyleneoxy, carbonyloxy or difluoromethyleneoxy; L 1 , L 2 and L 3 are independently hydrogen, fluorine or chlorine; X 1 , X 2 , X 3 and X 4 are independently hydrogen or fluorine; Y 1 is fluorine, chlorine, alkyl having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine, alkoxy having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine, or alkenyloxy having 2 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine; a is 0, 1, 2 or 3; b is 1, 2, 3 or 4; c is 0, 1, 2 or 3; and a sum of b and c is 4 or less.

2. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group of compounds represented by formulas (1-1) to (1-8) as the first component:

wherein, in formula (1-1) to formula (1-8), R 1 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, alkyl having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine, or alkenyl having 2 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine; and X 1 and X 2 are independently hydrogen or fluorine.

3. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group of compounds represented by formulas (2-1) to (2-14) as the second component:

wherein, in formula (2-1) to formula (2-14), R 2 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons; X 3 , X 4 , X 5 , X 6 , X 7 , X 8 , X 9 , X 10 , X 11 , X 12 , X 13 , X 14 , X 15 and X 16 are independently hydrogen or fluorine; Y 1 is fluorine, chlorine, alkyl having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine, alkoxy having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine, or alkenyloxy having 2 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine.

4. The liquid crystal composition according to claim 1 , wherein a proportion of the first component is in the range of 3% by weight to 45% by weight, and a proportion of the second component is in the range of 5% by weight to 70% by weight based on the weight of the liquid crystal composition.

5. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group of compounds represented by formula (3) as a third component:

wherein, in formula (3), R 3 and R 4 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine; ring E and ring F are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene or 2,5-difluoro-1,4-phenylene; Z 5 is a single bond, ethylene, carbonyloxy or methyleneoxy; and d is 1, 2 or 3.

6. The liquid crystal composition according to claim 5 , containing at least one compound selected from the group of compounds represented by formulas (3-1) to (3-13) as the third component:

wherein, in formula (3-1) to formula (3-13), R 3 and R 4 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine.

7. The liquid crystal composition according to claim 5 , wherein a proportion of the third component is in the range of 15% by weight to 90% by weight based on the weight of the liquid crystal composition.

8. The liquid crystal composition according to claim 1 , further containing at least one compound selected from the group of compounds represented by formula (4) as a fourth component:

wherein, in formula (4), R 5 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons; ring G is 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene, pyrimidine-2,5-diyl, 1,3-dioxane-2,5-diyl or tetrahydropyran-2,5-diyl; Z 6 is a single bond, ethylene or carbonyloxy; X 17 and X 18 are independently hydrogen or fluorine; Y 2 is fluorine, chlorine, alkyl having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine, alkoxy having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine, or alkenyloxy having 2 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine; and e is 1, 2, 3 or 4.

9. The liquid crystal composition according to claim 8 , containing at least one compound selected from the group of compounds represented by formulas (4-1) to (4-16) as the fourth component:

wherein, in formula (4-1) to formula (4-16), R 5 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons.

10. The liquid crystal composition according to claim 8 , wherein a proportion of the fourth component is in the range of 3% by weight to 40% by weight based on the weight of the liquid crystal composition.

11. The liquid crystal composition according to claim 5 , further containing at least one compound selected from the group of compounds represented by formula (4) as a fourth component:

wherein, in formula (4), R 5 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons; ring G is 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene, pyrimidine-2,5-diyl, 1,3-dioxane-2,5-diyl or tetrahydropyran-2,5-diyl; Z 6 is a single bond, ethylene or carbonyloxy; X 17 and X 18 are independently hydrogen or fluorine; Y 2 is fluorine, chlorine, alkyl having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine, alkoxy having 1 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine, or alkenyloxy having 2 to 12 carbons in which at least one piece of hydrogen is replaced by fluorine or chlorine; and e is 1, 2, 3 or 4.

12. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group of compounds represented by formula (5) as a fifth component:

wherein, in formula (5), R 6 and R 7 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons or alkenyloxy having 2 to 12 carbons; ring J and ring L are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, 1,4-phenylene in which at least one piece of hydrogen is replaced by fluorine or chlorine, or tetrahydropyran-2,5-diyl; ring K is 2, 3-difluoro-1,4-phenylene, 2-chloro-3-fluoro-1,4-phenylene, 2,3-difluoro-5-methyl-1,4-phenylene, 3,4,5-trifluoronaphthalene-2,6-diyl or 7,8-difluorochroman-2,6-diyl; Z 7 and Z 8 are independently a single bond, ethylene, carbonyloxy or methyleneoxy; f is 1, 2 or 3, and g is 0 or 1; and a sum of f and g is 3 or less.

13. The liquid crystal composition according to claim 12 , containing at least one compound selected from the group of compounds represented by formulas (5-1) to (5-21) as the fifth component:

wherein, in formula (5-1) to formula (5-21), R 6 and R 7 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons or alkenyloxy having 2 to 12 carbons.

14. The liquid crystal composition according to claim 12 , wherein a proportion of the fifth component is in the range of 3% by weight to 30% by weight based on the weight of the liquid crystal composition.

15. The liquid crystal composition according to claim 1 , wherein a maximum temperature of a nematic phase is 70° C. or higher, an optical anisotropy (measured at 25° C.) at a wavelength of 589 nanometers is 0.07 or more and a dielectric anisotropy (measured at 25° C.) at a frequency of 1 kHz is 2, or more.

16. A liquid crystal display device, including the liquid crystal composition according to claim 1 .

17. The liquid crystal display device according to claim 16 , wherein an operating mode in the liquid crystal display device includes a TN mode, an ECB mode, an OCB mode, an IPS mode, an FFS mode or an FPA mode, and a driving mode in the liquid crystal display device includes an active matrix mode.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 18, 2025
From: JNC CORPORATION; JNC PETROCHEMICAL CORPORATION
To: JIANGSU HECHENG DISPLAY TECHNOLOGY CO., LTD.
Reel/Frame 072472/0393 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 4, 2016
From: MATSUDA, NAOKO; SAITO, MASAYUKI
To: JNC CORPORATION; JNC PETROCHEMICAL CORPORATION
Reel/Frame 039068/0750 →
Priority Claims (1)
JP 2015-161542 · Aug 19, 2015 · national
Continuity (1)
Related Publication 20170051205A1 · Feb 23, 2017