Liquid crystal composition containing polymerizable compound and liquid crystal display element using the same

A polymerizable-compound-containing liquid crystal composition comprising:

• as a first component, at least one polymerizable compound represented by general formula (I):
• wherein Z11 and Z12 each independently represent a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a thiocyanate group, a trifluoromethoxy group, or an alkyl group having 1 to 12 carbon atoms where a methylene group in the alkyl group may be substituted with an oxygen atom, a sulfur atom, —CO—, —COO—, —OCO—, —OCOO—, —CH═CH—, or —C≡C— as long as oxygen atoms are not directly bonded to each other, Z11represents -L15-S15—R15, or Z12 represents -L16-S16—R16, however, at least one of Z11 and Z12 represents -L15-S15—R15 or -L16-S16—R16 where R15and R16 each independently represent any one of formulae (R-1) to (R-15):
• S15 and S16 each independently represent an alkylene group having 1 to 12 carbon atoms or a single bond, where a methylene group in the alkylene group may be substituted with an oxygen atom, a sulfur atom, —CO—, —COO—, —OCO—, —OCOO—, —CH═CH—, or —C≡C— as long as oxygen atoms are not directly bonded to each other,
• L12, L13, L15, and L16 each independently represent a single bond, —O—, —S—, —CH2—, —OCH2—, —CH2O—, —CO—, —C2H4—, —COO—, —OCO—, —OCOOCH2—, —CH2OCOO—, —CO—NR111—, —NR111—CO—, —SCH2—, —CH2S—, —CH═CR111—COO—, —CH═CR111—OCO—, —COO—CR111═CH—, —OCO—CR111═CH—, —COO—CR111═CH—COO—, —COO—CR111═CH—OCO—, —OCO—CR111═CH—COO—, —OCO—CR111═CH—OCO—, —COOC2H4—, —OCOC2H4—, —C2H4OCO—, —C2H4COO—, —CH2COO—, —CH2OCO—, —COOCH2—, —OCOCH2—, —CH═CH—, —CF═CF—, —CF═CH—,—CH═CF—, —CF2—, —CF2O—, —OCF2—, —CF2CH2—, —CH2CF2—, —CF2CF2—, or —C≡C— where R111s each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms,
• M12 and M13 each independently represent a 1,4-phenytene group, a 1,4-cyclohexylene group, a pyridine-2,5-diyl group, a pyrimidine-2,5-dlyl group, a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a 1,3-dioxane-2,5-diyl group,
• M11and M14 each independently represent a 1,4-phenylene group, a benzene-1,3,5-triyl group, a benzene-1,3,4-triyi group, a benzene-1,3,4,5-tetrayl group, a 1,4-cyclohexylene group, a cyclohexane-1,3,5-triyl group, a cyclohexane-1,3,4-triyl group, a cyclohexane-1,3,4,5-tetrayl group, a pyridine-2,5-diyi group, a pyrimidine-2,5-diyl group, a naphthalene-2,6-diyl group, a naphthalene-2,5,6-triyl group, a naphthalene-2,5,6,7-tetrayl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, a ,1,2,3,4-tetrahydronaphthalene-2,5,6-triyl group, a 1,2,3,4-tetrahydronaphthalene-2,5,6,7-tetrayl group, or a 1,3-dioxane-2,5-diyl group, M11, M12 , M13, and M14 may each be independently unsubstituted or substituted with an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, or a nitro group,
• m11 and m12 each independently represent 0 or 1, m13 represents 0, 1, 2, or 3, n11 and n12 each independently represent 1, 2, or 3, when a plurality of Z11s, Z12s, M13s and/or L13s are present, they may be the same or different, m11+m12 +ml3 represents 1, 7, or 3, and m≧m12;
• as a second component, at least one compound represented by general formula (II):
• wherein R21 and R22 each independently represent an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, one methylene group or two or more non-adjacent methylene groups in the alkyl group or the alkenyl group may each be substituted with —O—or —S—, and one or more hydrogen atoms in the alkyl group or the alkenyl group may each be substituted with a fluorine atom or a chlorine atom,
• M21, M22, and M23 each independently represent a group selected from the groups consisting of
• (a) a trans-1,4-cyclohexylene group (where one methylene group or two or more non-adjacent methylene groups in the trans-1,4-cycloftexylene group may each be substituted with—O— or —S—),
• (b) a 1,4-phenylene group (where one —CH═or two or more non-adjacent —CH═in the 1,4-phenylene group may each be substituted with a nitrogen atom), a 3-fluoro-1,4-phenyiene group, and a 3,5-difluoro-1,4-phenylene group, and
• (c) a 1,4-cyclohexenylene group, a 1,4-bicyclo[2.2.2]octyiene group, a piperidine-2,5-diyl group, a naphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, and a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group,
• o represents 0, 1, or 2,
• L21 and L22 each independently represent a single bond, —CH2CH2—, —(CH2)4—, —OCH2—, —CH2O—, —OCF2—, —CF2O—, —CH═CH—, —CH═N—N═CH—, or —C≡C—, when a plurality of L22s and/or M23s are present, they may be the same or different;
• and
• as a third component, at least one compound selected from the group consisting of compounds represented by general formulae (IIIa), (IIIb), and (IIIc):
• wherein ,R31 R32, and R33 each independently represent an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, one methylene group or two or more non-adjacent methylene groups in the alkyl group or the alkenyl group may each be substituted with —O—or —S—, and one or more hydrogen atoms in the alkyl group or the alkenyl group may each be substituted with a fluorine atom or a chlorine atom,
• M31, M32, M33, M34, M35, M36, M37, and M38 each independently represent a group selected from the groups consisting of
• (d) a trans 1,4-cyclohexylene group (where one methylene group or two or more non-adjacent methylene groups in the trans-1,4-cyclohexylene group may each be substituted with —O— or —S—),
• (e) a 1,4-phenylene group (where one —CH═ or two or more non-adjacent —CH═ in the 1,4-phenylene group may each be substituted with a nitrogen atom), a 3-fluoro-,1,4-phenylene group, and a 3,5-difluoro-1,4-phenylene group, and
• (f) a 1,4-cyclohexerytene group, a 1 4-bicyclo[2.2.2]octylene group, a piperidine-2,5-diyl group, a naphthatene-2,6-diyl group, a 1,2,3,4-tetrahydro apinhalene-2,6-diyl group, and a decahydronaphthatene-2,6-diyl group, a hydrogen atom contained in any of the groups (d), (e), and (f) may be substituted with a cyano group, a fluorine atom, a trifluoromethyl group, a trifluoromethoxy group, or a chlorine atom,
• L31, L32, L33, L34, L35, L36, L37, and L38 each independently represent a single bond, —COO—, —OCO—, —CH2CH2—, —(CH2)4—, —OCH2—, —CH2O—, —OCF2—, —CF2O—, or —C≡C—, when a plurality of M32s, M34s, M35s, M37s, M38s, L31s, L33s, L35s, L36s, and/or L38s are present, they may be the same or different,
• X31, X32, X33, X34, X35, X36, and X37 each independently represent a hydrogen atom or a fluorine atom,
• Y31, Y32, and Y33 each independently represent a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a thiocyanate group, a trifluoromethoxy group, a trifluoromethyl group, a 2,2,2-trifluoroethyl group, or a difluoromethoxy group,
• at least one of X31, X32, and Y31 represents a fluorine atom, a chlorine atom, a cyano group, a thiocyanate group, a trifluoromethoxy group, a trifluoromethyl group, a 2,2,2-trifluoroethyl group, or a difluoromethoxy group, or at least one hydrogen atom contained in M31 or M32 represents a cyano group, a fluorine atom, a trifluoromethyl group, a trifluoromethoxy group, or a chlorine atom,
• at least one of X33, X34, X35, and Y32 represents a fluorine atom, a chlorine atom, a cyano group, a thiocyanate group, a trifluoromethoxy group, a trifluoromethyl group, a 2,2,2-trifluoroethyl group, or a difluoromethoxy group, or at least one hydrogen atom contained in M33, M34, or M35 represents a cyano group, a fluorine atom, a trifluoromethyl group, a trifluoromethoxy group, or a chlorine atom,
• at least one of X36, X37, and Y33 represents a fluorine atom, a chlorine atom, a cyano group, a thiocyanate group, a trifluoromethoxy group, a trifluoromethyl group, a 2,2,2-trifluoroethyl group, or a difluoromethoxy group, or at least one hydrogen atom contained in M36, M37, or M38 represents a cyano group, a fluorine atom, a trifluoromethyl group, a trifluoromethoxy group, or a chlorine atom, and
• p, q, r, s, and t each independently represent 0, 1, or 2, but q+r and s+t are each 2 or less),
• or at least one compound selected from the group consisting of compounds represented by general formulae (IVa),(IVb), and (IVc):
• wherein R41, R42, R43, R44, R45, and R46 each independently represent an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, one methylene group or two or more non-adjacent methylene groups in the alkyl group or the alkenyl group may each be substituted with —O— or —S—, and one or more hydrogen atoms in the alkyl group or the alkenyl group may each be substituted with a fluorine atom or a chlorine atom,
• M41, M42, M43, M44, M45, M46, M47, M48, and M49 each independently represent a group selected from the groups consisting of
• (g) a trans-1,4-cyclohexylene group (where one methylene group or two or more non-adjacent methylene groups in the trans-1,4-cyclohexylene group may each be substituted with —O— or —S—),
• (h) a 1,4-phenylene group (where one —CH═ or two or more non-adjacent —CH═ in the 1,4-phenylene group may each be substituted with a nitrogen atom), and
• (i) a 1,4-cyclohexenylene group, a 1,4-bicyclo[2.2.2]octylene group, a piperidine-2,5-diyl group, a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and a decahydronaphthalene-2,6-diyl group, a hydrogen atom contained in any of the groups (g), (h), and (i) may he substituted with a cyano group, a fluorine atom, a trifluoromethyl group, a tritluoromethoxy group, or a chlorine atom,
• L41, L42, L43, L44, L45, L46, L47, L48, and L49 each independently represent a single bond, —COO—, —OCO—, —CH2CH2—, —(CH2)4—, —OCH2—, —CH2O—, —OCF2—, —CF2O—, or —C≡C—, when a plurality of M42s, M43s, M45s, M46s, M48s, M49s, L41s, L43s, L44s, L46s, L47s and/or L49s are present, they may be the same or different,
• X41, X42, X43, X44, X45, X46, X47 and X48 each independently represent a hydrogen atom, a trifluoromethyl group, a trifluoromethoxy group, or a fluorine atom, however, at least one of X41 and X42 represents a fluorine atom, at least one of X43, X44, and X45 represents a fluorine atom, at least one of X46, X47, and X48 represents a fluorine atom, X46 and X47 do not represent fluorine atoms at the same time, and X46 and X48 do not represent fluorine atoms at the same time,
• G represents a methylene group or —O—, and
• u, v, w, x, y, and z each independently represent 0, 1, or 2, but u+v, w+x, and y+z are each 2 or less.