Liquid crystal medium, optical device and liquid crystal compound

Patent metadata

Field	Value
Publication number	US-2016304784-A1
Application number	US-201415100979-A
Country	US
Kind code	A1
Filing date	Dec 4, 2014
Priority date	Dec 10, 2013
Publication date	Oct 20, 2016
Grant date	—

Abstract

A liquid crystal medium that has stability to heat, light and so forth, a wide temperature range of a liquid crystal phase and significantly large dielectric anisotropy to develop an optically isotropic liquid crystal phase is required. Moreover, various optical devices that can be used in a wide temperature range, and have a short response time, a large contrast ratio and a low drive voltage are required.
A liquid crystal composition contains an achiral component T containing at least one compound (1) represented by formula (1) and a chiral agent to develop an optically isotropic liquid crystal phase:

(wherein, in formula (1), R 1 is alkyl having 1 to 12 carbons, L 1 , L 2 and L 3 are each independently hydrogen, fluorine or chlorine; and Y 1 is fluorine, for example).

First claim

1 . A liquid crystal composition that contains an achiral component T containing at least one compound (1) represented by formula (1) and a chiral agent to develop an optically isotropic liquid crystal phase:

(wherein, in formula (1), R 1 is hydrogen, alkyl having 1 to 12 carbons, alkenyl having 2 to 12 carbons, alkynyl having 2 to 12 carbons or alkoxy having 1 to 11 carbons; L 1 , L 2 and L 3 are each independently hydrogen, fluorine or chlorine; and Y 1 is fluorine, chlorine, —CF 3 or —OCF 3 ).

2 . The liquid crystal composition according to claim 1 , containing the achiral component T containing at least one compound represented by any one of formulas (1-1) to (1-12) and the chiral agent to develop the optically isotropic liquid crystal phase:

(wherein, in the formulas described above, R 1A is each independently hydrogen, alkyl having 1 to 12 carbons or alkenyl having 2 to 12 carbons; and
(F) is each independently hydrogen or fluorine).

3 . The liquid crystal composition according to claim 1 , further containing at least one of compound (3) represented by formula (3) or compound (7) represented by formula (7) as a second component of the achiral component T:

(wherein, in formula (3), R 3 is hydrogen or alkyl having 1 to 12 carbons, at least one piece of —CH 2 — in R 3 may be replaced by —O—, —S—, —COO— or —OCO—, at least one piece of —CH 2 —CH 2 — in R 3 may be replaced by —CH═CH—, —CF═CF— or —C≡C—, and at least one piece of hydrogen in R 3 may be replaced by fluorine or chlorine, however, in R 3 , a case where —O— and —CH═CH— are adjacent is excluded, and a case where —CO— and —CH═CH— are adjacent is excluded;
Z 31 , Z 32 , Z 33 and Z 34 are each independently a single bond or alkylene having 1 to 4 carbons, and at least one piece of —CH 2 — in the alkylene may be replaced by —O—, —COO— or —CF 2 O—;
L 31 , L 32 , L 33 , L 34 , L 35 and L 36 are each independently hydrogen or fluorine;
X 3 is hydrogen, halogen, —SF 5 or alkyl having 1 to 10 carbons, at least one piece of —CH 2 — in X 3 may be replaced by —O—, —S—, —COO— or —OCO—, at least one piece of —CH 2 —CH 2 — in X 3 may be replaced by —CH═CH—, —CF═CF— or —C≡C—, and at least one piece of hydrogen in X 3 may be replaced by fluorine or chlorine, however, in X 3 , a case where —O— and —CH═CH— are adjacent is excluded, and a case where —CO— and —CH═CH— are adjacent is excluded;
n31 and n32 are each independently 0 or 1;
however, when n31+n32=1 and Z 33 is CF 2 O, both L 35 and L 36 are fluorine;);

(wherein, in formula (7), R 7 is hydrogen or alkyl having 1 to 12 carbons, at least one piece of —CH 2 — in R 7 may be replaced by —O—, —S—, —COO— or —OCO—, at least one piece of —CH 2 —CH 2 — in R 7 may be replaced by —CH═CH—, —CF═CF— or —C≡C—, and at least one piece of hydrogen in R 7 may be replaced by fluorine or chlorine, however, in R 7 , a case where —O— and —CH═CH— are adjacent is excluded, and a case where —CO— and —CH═CH— are adjacent is excluded;
L 71 , L 72 , L 73 , L 74 , L 75 , L 76 , L 77 and L 78 are each independently hydrogen or fluorine;
Z 71 , Z 72 and Z 73 are each independently a single bond, —COO— or —CF 2 O—;
n71 and n72 are each independently 0 or 1; and
X 7 is hydrogen, halogen, —SF 5 or alkyl having 1 to 10 carbons, at least one piece of —CH 2 — in X 7 may be replaced by —O—, —S—, —COO— or —OCO—, at least one piece of —CH 2 —CH 2 — in X 7 may be replaced by —CH═CH—, —CF═CF— or —C≡C—, at least one piece of hydrogen in X 7 may be replaced by fluorine or chlorine, however, in X 7 , a case where —O— and —CH═CH— are adjacent is excluded, and a case where —CO— and —CH═CH— are adjacent is excluded.)

4 . The liquid crystal composition according to claim 3 , wherein compound (3) is a compound represented by any one of formula (3-2) or (3-3):

(wherein, in the formulas, R 3A is each independently alkyl having 1 to 12 carbons, alkenyl having 2 to 12 carbons or alkoxy having 1 to 11 carbons;
L 31 , L 32 , L 33 , L 34 and L 35 are each independently hydrogen or fluorine; and X 3A is fluorine, chlorine, —CF 3 or —OCF 3 ).

5 . The liquid crystal composition according to claim 3 , wherein compound (7) is a compound represented by any one of formulas (7-1) to (7-8):

(wherein, in the formulas, R 7A is each independently hydrogen, alkyl having 1 to 12 carbons or alkenyl having 2 to 12 carbons or alkoxy having 1 to 11 carbons;
L 72 , L 74 , L 75 , L 76 , L 77 and L 78 are each independently hydrogen or fluorine;
X 7A is each independently fluorine, chlorine, —CF 3 or —OCF 3 , and
Z 71 and Z 72 are each independently a single bond, —COO— or —CF 2 O—, but at least one thereof is —COO— or —CF 2 O—).

6 . The liquid crystal composition according to claim 3 , wherein compound (7) is a compound represented by any one of formulas (7-2-2-E), (7-2-5-E), (7-2-7-E), (7-2-2-F), (7-2-5-F), (7-2-6-F) or (7-2-7-F):

(wherein, in the formulas, R 7A is each independently alkyl having 1 to 12 carbons, alkenyl having 2 to 12 carbons or alkoxy having 1 to 11 carbons; and
X 7A is fluorine, chlorine, —CF 3 or —OCF 3 ).

7 . The liquid crystal composition according to claim 3 , containing 10% by weight to 30% by weight of compound (1) in total, 20% by weight to 60% by weight of compound (3) in total and 30% by weight to 70% by weight of compound (7) in total, based on the total weight of the achiral component T.

8 . The liquid crystal composition according to claim 1 , further containing at least one of compound (4) represented by formula (4) and compound (2) represented by formula (2) as a third component of the achiral component T;

(wherein, in formula (4), R 4 is alkyl having 1 to 12 carbons, alkenyl having 2 to 12 carbons or alkoxy having 1 to 11 carbons;
B 41 , B 42 , B 43 , and B 44 are each independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, 3,5-dichloro-1,4-phenylene or pyrimidine 2,5-diyl;
Z 41 , Z 42 , Z 43 and Z 44 are each independently a single bond, ethylene, —COO—, —OCO—, —CF 2 O— or —OCF 2 —;
L 48 and L 49 are each independently hydrogen or fluorine;
X 4 is fluorine, chlorine, —CF 3 or —OCF 3 ;
n41 and n42 are each independently 0 or 1;
however, a case where all of B 41 , B 42 , B 43 and B 44 are 1,4-phenylene replaced by fluorine is excluded; and
when n41+n42=1 and Z 43 is —CF 2 O—, both L 48 and L 49 are fluorine;);

(wherein, in formula (2), R 2 is hydrogen or alkyl having 1 to 12 carbons, at least one piece of

Assignees

• Jnc Corp
• Jnc Petrochemical Corp

Inventors

• Haseba Yasuhiro
• Sago Koki
• Yamamoto Shinichi

Classifications

• C09K2019/3422

  the heterocyclic ring being a six-membered ring · CPC title

• C09K19/3402 Primary

  having oxygen as hetero atom (sugars C09K19/0422) · CPC title

• C09K19/20 Primary

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

• C09K2019/0466

  the linking chain being a -CF2O- chain · CPC title

• C09K19/588

  Heterocyclic compounds · CPC title