IP Library Granted Patent US 10,442,991
Granted Patent B2
US 10,442,991 · App. 15/479,285 · Granted Oct 15, 2019

Liquid crystal composition and liquid crystal display device

Inventors: Naoko Matsuda (Chiba, JP); Masayuki Saito (Chiba, JP)
Assignees: JNC CORPORATION; JNC PETROCHEMICAL CORPORATION
C09K19/3402C09K19/0208C09K19/0216C09K19/20C09K19/3003C09K19/3066C09K19/3068G02F1/1362C09K2019/0466C09K2019/123C09K2019/301C09K2019/3004C09K2019/3009C09K2019/3015C09K2019/3016C09K2019/3071C09K2019/3077C09K2019/3078C09K2019/3422
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Quick Facts
Patent No.
US 10,442,991
App. No.
15/479,285
Granted
Oct 15, 2019
Kind
B2
Abstract

Shown is a liquid crystal composition satisfying at least one of characteristics such as high maximum temperature, low minimum temperature, small viscosity, suitable optical anisotropy, large dielectric anisotropy and small frequency dependence, or has a suitable balance regarding at least two of the characteristics, and an AM device including the composition. The liquid crystal composition contains a specific compound having large positive dielectric anisotropy as a first component, and a specific compound having small viscosity 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 (32)

1. A liquid crystal composition that has positive dielectric anisotropy and contains at least two compounds selected from compounds represented by formula (1-1) and/or formula (1-2) as a first component, at least one compound selected from compounds represented by formula (2) as a second component, and at least one compound selected from compounds represented by formula (3-5) as a third component:

wherein, in formula (1-1), formula (1-2), formula (2) and formula (3-5), R 1 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons; R 2 and R 3 are independently alkenyl having 2 to 12 carbons; R 4 is 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; and R 5 is alkyl having 1 to 12 carbons or alkoxy having 1 to 12 carbons.

2. The liquid crystal composition according to claim 1 , wherein the first component further contains at least one compound selected from the group of compounds represented by-formula (1-3) and formula (1-4):

wherein, in formula (1-3) and formula (1-4), R 1 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons.

3. The liquid crystal composition according to claim 1 , wherein a proportion of the first component is in the range of 5% by weight to 40% by weight, and a proportion of the second component is in the range of 10% by weight to 70% by weight based on the weight of the liquid crystal composition.

4. The liquid crystal composition according to claim 1 , wherein the third component further contains at least one compound selected from compounds represented by formula (3) other than the compounds represented by formula (3-5):

wherein, in formula (3), R 4 is 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; R 5 is alkyl having 1 to 12 carbons or alkoxy having 1 to 12 carbons; ring A and ring B are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene or 2,5-difluoro-1,4-phenylene; Z 1 is a single bond, ethylene, carbonyloxy or methyleneoxy; and a is 1, 2 or 3.

5. The liquid crystal composition according to claim 4 , wherein the third component further contains at least one compound selected from the group of compounds represented by formula (3-1) to formula (3-4) and formula (3-6) to formula (3-13) as the third component:

wherein, in formula (3-1) to formula (3-4) and formula (3-6) to formula (3-13), R 4 is 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; and R 5 is alkyl having 1 to 12 carbons or alkoxy having 1 to 12 carbons.

6. The liquid crystal composition according to claim 4 , wherein a proportion of the third component is in the range of 10% by weight to 80% by weight based on the weight of the liquid crystal composition.

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

wherein, in formula (4), R 6 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons; ring C is 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl or pyrimidine-2,5-diyl; Z 2 is a single bond, ethylene, carbonyloxy or difluoromethyleneoxy; X 8 and X 9 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 b is 1, 2, 3 or 4; in which, compounds represented by formula (1-1) and formula (1-2) are excluded.

8. The liquid crystal composition according to claim 7 , containing at least one compound selected from the group of compounds represented by formula (4-1) to formula (4-33) as the fourth component:

wherein, in formula (4-1) to formula (4-33), R 6 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons.

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

wherein, in formula (4), R 6 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons; ring C is 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl or pyrimidine-2,5-diyl; Z 2 is a single bond, ethylene, carbonyloxy or difluoromethyleneoxy; X 8 and X 9 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 b is 1, 2, 3 or 4; in which, compounds represented by formula (1-1) and formula (1-2) are excluded.

10. The liquid crystal composition according to claim 7 , 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 1 , further containing at least one compound selected from compounds represented by formula (5):

wherein, in formula (5), R 7 and R 8 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 D and ring F 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 E 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 3 and Z 4 are independently a single bond, ethylene, carbonyloxy or methyleneoxy; c is 1, 2 or 3, and d is 0 or 1; and a sum of c and d is 3 or less.

12. The liquid crystal composition according to claim 11 , containing at least one compound selected from the group of compounds represented by formula (5-1) to formula (5-22):

wherein, in formula (5-1) to formula (5-22), R 7 and R 8 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.

13. The liquid crystal composition according to claim 4 , further containing at least one compound selected from compounds represented by formula (5):

wherein, in formula (5), R 7 and R 8 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 D and ring F 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 E 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 3 and Z 4 are independently a single bond, ethylene, carbonyloxy or methyleneoxy; c is 1, 2 or 3, and d is 0 or 1; and a sum of c and d is 3 or less.

14. The liquid crystal composition according to claim 7 , further containing at least one compound selected from compounds represented by formula (5):

wherein, in formula (5), R 7 and R 8 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 D and ring F 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 E 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 3 and Z 4 are independently a single bond, ethylene, carbonyloxy or methyleneoxy; c is 1, 2 or 3, and d is 0 or 1; and a sum of c and d is 3 or less.

15. The liquid crystal composition according to claim 9 , further containing at least one compound selected from compounds represented by formula (5):

wherein, in formula (5), R 7 and R 8 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 D and ring F 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 E 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 3 and Z 4 are independently a single bond, ethylene, carbonyloxy or methyleneoxy; c is 1, 2 or 3, and d is 0 or 1; and a sum of c and d is 3 or less.

16. The liquid crystal composition according to claim 11 , wherein a proportion of the compounds represented by formula (5) is in the range of 3% by weight to 30% by weight based on the weight of the liquid crystal composition.

17. The liquid crystal composition according to claim 1 , wherein an elastic constant (K) is 11 pN or more, and a ratio of elastic constant (K) to viscosity (η) is 0.8 nN/Pa·s (nm 2 /s) or more.

18. The liquid crystal composition according to claim 1 , wherein a frequency dependence (Δε(5 kHz)/Δε(50 Hz)) of dielectric anisotropy at −20° C. is 0.50 or more.

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

20. The liquid crystal display device according to claim 19 , 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 072472/0384 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 13, 2017
From: MATSUDA, NAOKO; SAITO, MASAYUKI
To: JNC CORPORATION; JNC PETROCHEMICAL CORPORATION
Reel/Frame 041988/0565 →
Priority Claims (1)
JP 2016-081615 · Apr 15, 2016 · national
Continuity (1)
Related Publication 20170298275A1 · Oct 19, 2017