Nematic liquid crystal composition

Patent metadata

Field	Value
Publication number	US-9587175-B2
Application number	US-201314421015-A
Country	US
Kind code	B2
Filing date	Jul 24, 2013
Priority date	Aug 22, 2012
Publication date	Mar 7, 2017
Grant date	Mar 7, 2017

Abstract

The present invention relates to a nematic liquid crystal composition useful as an electro-optic liquid crystal display material and having a positive dielectric anisotropy (Δ∈). The liquid crystal composition has refractive index anisotropy (Δn) adjusted to a desired level, a sufficiently low viscosity (η), and a positive dielectric anisotropy (Δ∈) while degradation of the temperature range of the nematic phase is avoided by suppressing the decrease in nematic phase-isotropic liquid phase transition temperature (T ni ) and the increase in lower limit temperature of the nematic phase. The liquid crystal composition contains one or more compounds selected from compounds represented by general formula (LC0) and one or more compounds selected from a group of compounds represented by general formula (LC1) to general formula (LC5).

First claim

The invention claimed is:

1. A liquid crystal composition having a positive dielectric anisotropy and containing one or more compounds selected from compounds represented by general formula (LC0) and one or more compounds selected from a group of compounds represented by general formula (LC1) to general formula (LC5):

wherein in the formulae, R 01 represents an alkenyl group having 2 to 5 carbon atoms, R 11 , R 21 , R 31 and R 41 each independently represent an alkyl group having 1 to 15 carbon atoms where 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 and one or more hydrogen atoms in the alkyl group may each be substituted with a halogen, R 51 and R 52 each independently represent an alkyl group having 1 to 15 carbon atoms where one or more —CH 2 — in the alkyl group may each be substituted with —O—, —CH═CH—, —CO—, —OCO—, —COO—, or —C≡C— so long as oxygen atoms are not directly adjacent to each other and may each represent —OCF 3 or —CF 3 — when A 51 or A 53 below represents a cyclohexane ring, A 01 , A 02 , A 03 , A 11 , A 21 , A 22 , A 23 , A 31 , A 32 , A 41 , A 42 each independently represent any one of the structures below:

wherein in the structures, one or more —CH 2 — in the cyclohexane ring may each be substituted with —O— so long as oxygen atoms are not directly adjacent to each other, one or more —CH═ in the benzene ring may each be substituted with —N═ so long as nitrogen atoms are not directly adjacent to each other, and X 61 and X 62 each independently represent —H, —Cl, —F, —CF 3 , or —OCF 3 , A 51 to A 53 each independently represent any one of the structures below:

wherein in the formulae, one or more —CH 2 CH 2 — in the cyclohexane ring may each be substituted with —CH═CH—, —CF 2 O—, or —OCF 2 —, and one or more —CH═ in the benzene ring may each be substituted with —N═ so long as nitrogen atoms are not directly adjacent to each other, X 01 represents a hydrogen atom or a fluorine atom, X 11 , X 12 , X 21 , X 22 , X 31 , X 32 , X 41 , X 42 and X 43 each independently represent —H, —Cl, —F, —CF 3 , or —OCF 3 , Y 01 , Y 11 , Y 21 , Y 31 , and Y 41 , each represent —Cl, —F, —OCHF 2 , —CF 3 , or —OCF 3 , Z 01 and Z 02 each independently represent a single bond, —CH═CH —, —C≡C—, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCF 2 —, or —CF 2 O—, Z 31 , Z 32 , Z 41 , Z 42 , Z 51 and Z 52 , each independently represent a single bond, —CH═CH—, —C≡C—, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCF 2 —, or —CF 2 O—, at least one of Z 31 and Z 32 that are present represents a group other than a single bond, Z 51 and Z 52 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 01 and m 02 represent an integer of 0 to 2, m 21 , m 31 , m 32 , m 41 , m 42 and m 51 each independently represent an integer of 0 to 3, m 01 +m 02 is 1, or 2, m 31 +m 32 and m 41 +m 42 are each independently 1, 2, 3, or 4, and when a plurality of A 01 , A 03 , A 23 , A 31 , A 32 , A 41 , A 42 , A 52 , Z 01 , Z 02 , Z 31 , Z 32 , Z 41 , Z 42 , and/or Z 52 are present, they may be the same or different.

2. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains 5 to 50% by mass of one or more compounds represented by general formula (LC0) with R 01 representing one of (R1) to (R5) below:

(In each formula, the black dot represents a bonding point to a ring).

3. The liquid crystal composition according to claim 1 , wherein X 01 in general formula (LC0) represents F.

4. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds selected from the group consisting of compounds represented by general formula (LC2-1) to general formula (LC2-14) as the compound represented by general formula (LC2):

(In the formulae, X 23 , X 24 , X 25 and X 26 each independently represent a hydrogen atom, Cl, F, or CF 3 , or OCF 3 ,and X 22 , R 21 , and Y 21 are the same as those in claim 1 ).

5. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds selected from the group consisting of compounds represented by general formula (LC3-1) to general formula (LC3-32) as the compound represented by general formula (LC3):

(In the formulae, X 33 , X 34 , X 35 , X 36 , X 37 , and X 38 each independently represent H, Cl, F, CF 3 , or OCF 3 , and X 32 , R 31 , A 31 , Y 31 , and Z 31 are the same as those in claim 1 ).

6. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds selected from the group consisting of compounds represented by general formula (LC4-1) to general formula (LC4-23) as the compound represented by general formula (LC4):

(In the formulae, X 44 , X 45 , X 46 , and X 47 each independently represent H, Cl, F, CF 3 , or OCF 3 , and X 42 , X 43 , R 41 , and Y 41 are the same as those in claim 1 ).

7. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds selected from the group consisting of compounds represented by general formula (LC5-1) to general formula (LC5-26) as the compound represented by general formula (LC5):

In the formulae, R 51 and R 52 are the same as those in claim 1 .

8. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds in which R 02 to R 41 , R 51 , and/or R 52 present in general formula (LC1) to general formula (LC5) represents an alkenyl group having 2 to 5 carbon atoms.

9. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds in which at least one of A 11 to A 42 and/or A 51 to A 53 present in general formula (LC0) to general formula (LC5) represents a tetrahydropyran-2,5-diyl group.

10. The liquid crystal composition acc

Assignees

• Dainippon Ink & Chemicals

Inventors

• Kaneoya Masakazu
• Takeuchi Kiyofumi
• Osawa Masashi
• Tojo Kenta
• Kusumoto Tetsuo

Classifications

• C09K19/44

  containing compounds with benzene rings directly linked · CPC title

• C09K2019/3025

  Cy-Ph-Ph-Ph · CPC title

• C09K19/20 Primary

  linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters {or ethers} · CPC title

• C09K2019/123

  Ph-Ph-Ph · CPC title

• C09K2019/124

  Ph-Ph-Ph-Ph · CPC title