Liquid crystal compound having tetracycle, liquid crystal composition and liquid crystal display device

1. A compound represented by any one of formulas (1a), (1b) or (1c):

wherein, in formulas (1a), (1b) and (1c),

R 1 is alkyl having 1 to 10 carbons, alkoxy having 1 to 10 carbons, alkenyl having 2 to 10 carbons or alkenyloxy having 2 to 10 carbons;

Z 1 , Z 2 and Z 3 are independently a single bond, —COO—, —OCH 2 , —CH 2 CH 2 —, —CF 2 CF 2 —, —CF═CF—, —C≡C—, —(CH 2 ) 4 — or —CH 2 CH═CHCH 2 —, and Z 1 and Z 3 may be independently —CH═CH—;

X 1 is fluorine, —CF 3 or —OCF 3 ; and

L 1 , L 2 , L 3 and L 4 are independently hydrogen, fluorine or chlorine;

in which, in formula (1a), when Z 1 and Z 2 are a single bond, R 1 is alkoxy having 1 to 10 carbons or alkenyl having 2 to 10 carbons.

2. The compound according to claim 1 , wherein, in formulas (1a), (1b) and (1c), R 1 is alkenyl having 2 to 10 carbons; Z 1 , Z 2 and Z 3 are independently a single bond, —COO— or —OCH 2 —; X 1 is fluorine, —CF 3 or —OCF 3 ; and L 1 , L 2 , L 3 and L 4 are independently hydrogen or fluorine.

3. The compound according to claim 1 , wherein, in formulas (1a), (1b) and (1c), R 1 is alkenyl having 2 to 10 carbons; Z 1 , Z 2 and Z 3 are a single bond; X 1 is fluorine, —CF 3 or —OCF 3 ; and L 1 , L 2 , L 3 and L 4 are independently hydrogen or fluorine.

4. The compound according to claim 1 , represented by formula (1a):

wherein, in formula (1a),

R 1 is alkyl having 1 to 10 carbons, alkoxy having 1 to 10 carbons, alkenyl having 2 to 10 carbons or alkenyloxy having 2 to 10 carbons;

Z 1 is a single bond, —COO—, —OCH 2 — or —CH═CH—, and Z 2 is a single bond, —COO— or —OCH 2 —;

X 1 is —CF 3 or —OCF 3 ; and

L 1 , L 2 , L 3 and L 4 are independently hydrogen or fluorine.

5. The compound according to claim 1 , represented by formula (1b) or (1c):

wherein, in formulas (1b) and (1c),

R 1 is alkyl having 1 to 10 carbons, alkoxy having 1 to 10 carbons, alkenyl having 2 to 10 carbons or alkenyloxy having 2 to 10 carbons;

Z 1 and Z 3 are independently a single bond, —COO—, —OCH 2 — or —CH═CH—, and Z 2 is a single bond, —COO— or —OCH 2 —;

X 1 is fluorine, —CF 3 or —OCF 3 ; and

L 1 , L 2 , L 3 and L 4 are independently hydrogen or fluorine.

6. The compound according to claim 1 , represented by any one of formulas (1g), (1h) and (1i):

wherein, in formulas (1g), (1h) and (1i),

R 1 is alkyl having 1 to 10 carbons, alkoxy having 1 to 10 carbons, alkenyl having 2 to 10 carbons or alkenyloxy having 2 to 10 carbons;

X 1 is —CF 3 or —OCF 3 ;

L 1 , L 2 , L 3 and L 4 are independently hydrogen or fluorine; and

in formulas (1h) and (1i), X 1 may be fluorine.

7. The compound according to claim 6 , represented by formula (1g):

wherein, in formula (1g),

R 1 is alkyl having 1 to 10 carbons, alkoxy having 1 to 10 carbons, alkenyl having 2 to 10 carbons or alkenyloxy having 2 to 10 carbons;

X 1 is —CF 3 or —OCF 3 ; and

L 1 , L 2 , L 3 and L 4 are independently hydrogen or fluorine.

8. The compound according to claim 6 , represented by formula (1h) or (1i):

wherein, in formulas (1h) and (1i),

R 1 is alkyl having 1 to 10 carbons, alkoxy having 1 to 10 carbons, alkenyl having 2 to 10 carbons or alkenyloxy having 2 to 10 carbons;

X 1 is fluorine, —CF 3 or —OCF 3 ; and

L 1 , L 2 , L 3 and L 4 are independently hydrogen or fluorine.

9. A liquid crystal composition, containing at least one compound according to claim 1 .

10. The liquid crystal composition according to claim 9 , further containing at least one compound selected from the group of compounds represented by formulas (2) to (4):

wherein, in formulas (2) to (4),

R 11 and R 12 are independently alkyl having 1 to 10 carbons or alkenyl having 2 to 10 carbons, and in the alkyl and the alkenyl, at least one —CH 2 — may be replaced by —O—, and at least one hydrogen may be replaced by fluorine;

rings B 1 , B 2 , B 3 and B 4 are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 2,5-difluoro-1,4-phenylene or pyrimidine-2,5-diyl; and

Z 11 , Z 12 and Z 13 are independently a single bond, —CH 2 CH 2 —, —CH═CH—, —C≡C— or —COO—.

11. The liquid crystal composition according to claim 9 , further containing at least one compound selected from the group of compounds represented by formulas (5) to (7):

wherein, in formulas (5) to (7),

R 13 is alkyl having 1 to 10 carbons or alkenyl having 2 to 10 carbons, and in the alkyl and the alkenyl, at least one —CH 2 — may be replaced by —O—, and at least one hydrogen may be replaced by fluorine;

X 11 is fluorine, chlorine, —OCF 3 , —OCHF 2 , —CF 3 , —CHF 2 , —CH 2 F, —OCF 2 CHF 2 or —OCF 2 CHFCF 3 ;

rings C 1 , C 2 and C 3 are independently 1,4-cyclohexylene, 1,4-phenylene in which at least one hydrogen may be replaced by fluorine, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl or pyrimidine-2,5-diyl;

Z 14 , Z 15 and Z 16 are independently a single bond, —CH 2 CH 2 —, —CH═CH—, —COO—, —CF 2 O—, —OCF 2 —, —CH 2 O— or —(CH 2 ) 4 —; and

L 11 and L 12 are independently hydrogen or fluorine;

in which, when ring C 3 is 1,4-cyclohexylene, ring C 1 is 1,4-cyclohexylene, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl or pyrimidine-2,5-diyl.

12. The liquid crystal composition according to claim 9 , further containing at least one compound selected from the group of compounds represented by formula (8):

wherein, in formula (8),

R 14 is alkyl having 1 to 10 carbons or alkenyl having 2 to 10 carbons, and in the alkyl and the alkenyl, at least one —CH 2 — may be replaced by —O—, and at least one hydrogen may be replaced by fluorine;

X 12 is —C≡N or —C≡C—C≡N;

ring D 1 is 1,4-cyclohexylene, 1,4-phenylene in which at least one hydrogen may be replaced by fluorine, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl or pyrimidine-2,5-diyl, and when a plurality of rings D 1 exist, rings D 1 may be identical or different;

Z 17 is a single bond, —CH 2 CH 2 —, —C≡C—, —COO—, —CF 2 O—, —OCF 2 — or —CH 2 O—, and when a plurality of Z 17 exist, Z 17 may be identical or different;

L 13 and L 14 are independently hydrogen or fluorine; and

i is 1, 2, 3 or 4.

13. The liquid crystal composition according to claim 9 , further containing at least one compound selected from the group of compounds represented by formulas (9) to (15):

wherein, in formulas (9) to (15),

R 15 and R 16 are independently alkyl having 1 to 10 carbons or alkenyl having 2 to 10 carbons, and in the alkyl and the alkenyl, at least one —CH 2 — may be replaced by —O—, and at least one hydrogen may be replaced by fluorine;

R 17 is hydrogen, fluorine, alkyl having 1 to 10 carbons or alkenyl having 2 to 10 carbons, and in the alkyl and the alkenyl, at least one —CH 2 — may be replaced by —O—, and at least one piece of hydrogen may be replaced by fluorine;

rings E 1 , E 2 , E 3 and E 4 are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene in which at least one hydrogen may be replaced by fluorine, tetrahydropyran-2,5-diyl or decahydronaphthalene-2,6-diyl, and when a plurality of rings E 1 , E 2 , E 3 and E 4 exist, rings E 1 , E 2 , E 3 and E 4 may be identical or different;

rings E 5 and E 6 are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, tetrahydropyran-2,5-diyl or decahydronaphthalene-2,6-diyl;

Z 18 , Z 19 , Z 20 and Z 21 are independently a single bond, —CH 2 CH 2 —, —COO—, —CH 2 O—, —OCF 2 — or —OCF 2 CH 2 CH 2 —, and when a plurality of Z 18 , Z 19 , Z 20 and Z 21 exist, Z 18 , Z 19 , Z 20 and Z 21 may be identical or different;

L 15 and L 16 are independently fluorine or chlorine;

S 11 is hydrogen or methyl;

X is —CHF— or —CF 2 —; and

j, k, m, n, p, q, r and s are independently 0 or 1, a sum of k, m, n and p is 1 or 2, a sum of q, r and s is 0, 1, 2 or 3, and t is 1, 2 or 3.

14. The liquid crystal composition according to claim 9 , further containing at least one additive selected from the group consisting of a polymerizable compound, a polymerization initiator, a polymerization inhibitor, an optically active compound, an antioxidant, an ultraviolet light absorber, a light stabilizer, a heat stabilizer, a dye and an antifoaming agent.

15. A liquid crystal display device including the liquid crystal composition according to claim 9 .