Liquid crystal composition and liquid crystal display element

1. A liquid crystal composition comprising:

at least one polymerizable compound represented by a general formula (I), and

at least one polymerizable compound selected from a compound group represented by a general formula (II):

wherein R 101 , R 102 , R 105 , R 106 , R 107 , and R 108 represent a hydrogen atom,

R 103 and R 104 independently represent an alkoxy group having 1 to 6 carbon atoms optionally substituted with a fluorine atom, a fluorine atom, or a hydrogen atom, and at least one of R 103 and R 104 represents an alkoxy group having 1 to 6 carbon atoms,

P 11 , and P 12 independently represent a group selected from formula (R-1),

wherein R 11 represents methyl group or a hydrogen atom,

S 11 , and S 12 independently represent a single bond

wherein R 201 , and R 210 independently represent P 21 -S 21 -,

R 202 , R 203 , R 204 , R 205 , R 208 , and R 209 represent a hydrogen atom,

one of R 206 and R 207 represents a fluorine atom, and the other of R 206 and R 207 represents a hydrogen atom,

P 21 is independently represented by the formula (R-1),

S 21 represents a single bond,

n 21 is 0,

A 21 represents a group selected from the group consisting of

(a) a 1,4-cyclohexylene group in which one —CH 2 — or two or more nonadjacent —CH 2 —'s are optionally substituted with —O—,

(b) a 1,4-phenylene group in which one —CH═ or two or more nonadjacent —CH═'s are optionally substituted with —N═, and

(c) a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a decahydronaphthalene-2,6-diyl group wherein one —CH═ or two or more nonadjacent —CH═'s in the naphthalene-2,6-diyl group or in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group are optionally substituted with —N═,

the groups (a), (b), and (c) are independently optionally substituted with an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, a nitro group, or P 21 -S 21 -,

L 21 represents a single bond.

2. The liquid crystal composition according to claim 1 , comprising at least one compound selected from compounds represented by general formulae (N-1), (N-2), and (N-3):

wherein R N11 , R N12 , R N21 , R N22 , R N31 , and R N32 independently represent an alkyl group having 1 to 8 carbon atoms, and one —CH 2 — or two or more nonadjacent —CH 2 —'s in the alkyl group are independently optionally substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—,

A N11 , A N12 , A N21 , A N22 , A N31 , and A N32 independently represent a group selected from the group consisting of

(a) a 1,4-cyclohexylene group in which one —CH 2 — or two or more nonadjacent —CH 2 —'s are optionally substituted with —O—,

(b) a 1,4-phenylene group in which one —CH═ or two or more nonadjacent —CH═'s are optionally substituted with —N═,

(c) a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a decahydronaphthalene-2,6-diyl group wherein one —CH═ or two or more nonadjacent —CH═'s in the naphthalene-2,6-diyl group or in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group are optionally substituted with —N═, and

(d) a 1,4-cyclohexenylene group,

the groups (a), (b), (c), and (d) are independently optionally substituted with a cyano group, a fluorine atom, or a chlorine atom,

Z N11 , Z N12 , Z N21 , Z N22 , Z N31 , and Z N32 independently represent a single bond, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —OCF 2 —, —CF 2 O—, —CH═N—N═CH—, —CH═CH—, —CF═CF—, or —C≡C—,

X N21 represents a hydrogen atom or a fluorine atom,

T N31 represents —CH 2 — or an oxygen atom, and

n N11 , n N12 , n N21 , n N22 , n N31 , and n N32 independently represent an integer of 0 to 3, n N11 +n N12 , n N21 +n N22 , and n N31 +n N32 are independently 1, 2, or 3, and pluralities of A N11 s to A N32 s and Z N11 s to Z N32 s, if present, may be the same or different A N11 s to A N32 s and Z N11 s to Z N32 s, respectively.

3. The liquid crystal composition according to claim 1 , comprising at least one compound selected from compounds represented by a general formula (J):

wherein R J1 represents an alkyl group having 1 to 8 carbon atoms, and one —CH 2 — or two or more nonadjacent —CH 2 —'s in the alkyl group are independently optionally substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—,

n J1 is 0, 1, 2, 3, or 4,

A J1 , A J2 , and A J3 independently represent a group selected from the group consisting of

(a) a 1,4-cyclohexylene group in which one —CH 2 — or two or more nonadjacent —CH 2 —'s are optionally substituted with —O—,

(b) a 1,4-phenylene group in which one —CH═ or two or more nonadjacent —CH═'s are optionally substituted with —N═, and

(c) a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a decahydronaphthalene-2,6-diyl group wherein one —CH═ or two or more nonadjacent —CH═'s in the naphthalene-2,6-diyl group or in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group are optionally substituted with —N═,

the groups (a), (b), and (c) are independently optionally substituted with a cyano group, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group, or a trifluoromethoxy group,

Z J1 and Z J2 independently represent a single bond, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, —COO—, —OCO—, or —C≡C—,

if n J1 is 2, 3, or 4, a plurality of A J2 s may be the same or different, and if n J1 is 2, 3, or 4, a plurality of Z J1 s may be the same or different, and

X J1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, or a 2,2,2-trifluoroethyl group.

4. The liquid crystal composition according to claim 2 , comprising at least one compound selected from compounds represented by a general formula (L):

wherein R L1 and R L2 independently represent an alkyl group having 1 to 8 carbon atoms, and one —CH 2 — or two or more nonadjacent —CH 2 —'s in the alkyl group are independently optionally substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—,

n L1 is 0, 1, 2, or 3,

A L1 , A L2 , and A L3 independently represent a group selected from the group consisting of

(a) a 1,4-cyclohexylene group in which one —CH 2 — or two or more nonadjacent —CH 2 —'s are optionally substituted with —O—,

(b) a 1,4-phenylene group in which one —CH═ or two or more nonadjacent —CH═'s are optionally substituted with —N═, and

(c) a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a decahydronaphthalene-2,6-diyl group wherein one —CH═ or two or more nonadjacent —CH═'s in the naphthalene-2,6-diyl group or in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group are optionally substituted with —N═,

the groups (a), (b), and (c) are independently optionally substituted with a cyano group, a fluorine atom, or a chlorine atom,

Z L1 and Z L2 independently represent a single bond, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —OCF 2 —, —CF 2 O—, —CH═N—N═CH—, —CH═CH—, —CF═CF—, or —C≡C—, and

if n L1 is 2 or 3, a plurality of A L2 s may be the same or different, and if n L1 is 2 or 3, a plurality of Z L2 s may be the same or different,

provided that said at least one compound represented by the general formulae (N-1), (N-2), and (N-3) are excluded.

5. A liquid crystal display device using the liquid crystal composition according to claim 1 .

6. An active-matrix driving liquid crystal display device using the liquid crystal composition according to claim 1 .

7. A PSA mode, PSVA mode, PS-IPS mode, or PS-FSS mode liquid crystal display device using the liquid crystal composition according to claim 1 .

8. The liquid crystal composition according to claim 1 , wherein said at least one polymerizable compound represented by a general formula (I) is a compound represented by formula (RM-1) or (RM-2):

9. A PSVA mode liquid crystal display device comprising the liquid crystal composition according to claim 1 , having a pretilt angle after irradiation of the liquid crystal composition at 15 J/cm 2 is 80 degree to 86 degree.

10. The liquid crystal composition according to claim 8 , having a pretilt angle after irradiation of the liquid crystal composition at 15 J/cm 2 is 80 degree to 86 degree.

11. The liquid crystal composition according to claim 1 , wherein the amount of a compound represented by a general formula (I) is 0.05 to 0.45% by mass.

12. The liquid crystal composition according to claim 11 , wherein the amount of a compound represented by a general formula (I) is 0.15 to 0.40% by mass.

13. The liquid crystal composition according to claim 1 , further comprising at least one selected from the group consisting of a compound represented by general formula (N-1-10) and a compound represented by general formula (N-1-11):

wherein each of R N1101 and R N1102 represents an alkyl group having 1 to 8 carbon atoms, and one —CH 2 — or two or more nonadjacent —CH 2 —'s in the alkyl group are independently optionally substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—,

wherein each of R N1111 and R N1112 an alkyl group having 1 to 8 carbon atoms, and one —CH 2 — or two or more nonadjacent —CH 2 —'s in the alkyl group are independently optionally substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—.

14. The liquid crystal composition according to claim 1 , wherein when a layer is formed from the liquid crystal composition under an irradiation condition 1 followed by an irradiation condition 2, an amount of residual polymerizable compound in the layer is below minimum limit of detection,

wherein the irradiation condition 1 is to irradiate the liquid crystal composition with an ultraviolet light to eliminate ultraviolet light of 325 nm or less at an illuminance of 100 mW/cm 2 measured at a center wavelength of 365 nm to reach an integrated amount of light of 30 J/cm 2 , while a voltage of 10 V is applied at a frequency of 100 Hz to a liquid crystal cell including the liquid crystal composition,

wherein the irradiation condition 2 is to irradiate the liquid crystal composition after subjecting to the irradiation condition 1 with an ultraviolet light at an illuminance of 3 mW/cm 2 measured at a center wavelength of 313 nm to reach an integrated amount of light of 10 J/cm 2 .

15. The liquid crystal composition according to claim 1 , wherein in the general formula (I), one of R 103 and R 104 represents an alkoxy group having 1 to 6 carbon atoms optionally substituted with a fluorine atom, a fluorine atom, and the other of R 103 and R 104 represents a hydrogen atom.

16. The liquid crystal composition according to claim 15 , wherein said at least one polymerizable compound selected from a compound group represented by a general formula (II) is a compound represented by formula RM-R3 or RM-R4:

17. The liquid crystal composition according to claim 16 , wherein said at least one polymerizable compound represented by a general formula (I) is a compound represented by formula (RM-1) or (RM-2):

18. The liquid crystal composition according to claim 14 , wherein in the general formula (I), one of R 103 and R 104 represents an alkoxy group having 1 to 6 carbon atoms optionally substituted with a fluorine atom, a fluorine atom, and the other of R 103 and R 104 represents a hydrogen atom.

19. The liquid crystal composition according to claim 18 , wherein said at least one polymerizable compound selected from a compound group represented by a general formula (II) is a compound represented by formula RM-R3 or RM-R4:

20. The liquid crystal composition according to claim 19 , wherein said at least one polymerizable compound represented by a general formula (I) is a compound represented by formula (RM-1) or (RM-2):