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

A liquid crystal composition comprising:

• as a first component, at least one compound selected from polymerizable compounds represented by general formula (I):
• wherein R11 is selected from structures represented by formulae (R-1) to (R-15) below:
• S11 represents a single bond or an alkylene group having 1 to 12 carbon atoms, where a methylene group in the alkylene group may be substituted with an oxygen atom, —COO—, —OCO—, or —OCOO— as long as oxygen atoms are not directly bonded to each other,
• Z11 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a thiocyanate group, a trifluoromethoxy group, a trifluoromethyl group, a difluoromethoxy group, 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, or —S12—R12,
• wherein R12 independently has the same meaning as R11, and S12 independently has the same meaning as S11,
• X11, X12, X13, and X14 each independently represent a hydrogen atom, an alkyl group, an alkyl halide group, an alkoxy group, an alkoxy halide group, a halogen, a cyano group, or a nitro group,
• L11, L12, and L14 each independently represent a single bond, —O—, —S—, —CH2—, —OCH2—, —CH2O—, —CO—, —C2H4—, —COO—, —OCO—, —OCOOCH2—, —CH2OCOO—, —CO—NR1—, —NR1—CO—, —SCH2—, —CH2S—, —CH═CH—COO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH-OCO—, —COOC2H4—, —OCOC2H4—, —C2H4OCO—, —C2H4COO—, —OCOCH2—, —CH2COO—, —CH═CH—, —CF═CH—, —CH═CF—, —CF2—, —CF2O—, —OCF2—, —CF2CH2—, —CH2CF2—, —CF2CF2—, or C≡C—, where Ra represents an alkyl group having 1 to 4 carbon atoms,
• L13 represents —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, or —OCO—CH═CH—,
• M11 and M12 each independently represent a 1,4-phenylene group, a 1,4-cyclohexylene group, a pyridine-2,5-diyl group, a pyrimidine-2,5-diyl group, a piperidine-2,5-diyl group, a naphthalene-2,6-diyl group, an indane-2,5-diyl group, a tetrahydronaphthatene-2,6-diyl group, or a 1,3-dioxane-2,5-diyl group, where hydrogen atoms in the groups of M11 and M12 are each independently unsubstituted or substituted with a fluorine atom, a chlorine atom, a cyano group, an alkyl group having 1 to 8 carbon atoms, an alkyl halide group, an alkoxy halide group, an alkoxy group, or a nitro group, and
• m represents 0 or 1 and n represents 1, 2, or wherein when n represents 2 or 3, two or three M12s may be the same as or different from each other and two or three L14s may be the same as or different from each other;
• as a second component, at east one compound represented by general formula (II):
• R21—M21-L21-M22-(L22-M23)o-R22 (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, where a methylene group or two or more methylene groups that are not adjacent to each other in these groups may be substituted with —O— or —S—, and at least one hydrogen atom in these groups may be substituted with a fluorine atom or a chlorine atom,
• M21, M22, and M23 each independently represent a group selected from:
• (a) a trans-1,4-cyclohexylene group where a methylene group or two or more methylene groups that are not adjacent to each other in the cyclohexylene group may be substituted with —O— or —S—,
• (b) a 1,4-phenylene group where one —CH═ or two or more —CH═ that are not adjacent to each other in the phenylene group may be substituted with a nitrogen atom, a 3-fluoro-1,4-phenylene group, and a 3,5-difluoro-1,4-phenylene group, and
• (c) a 1,4-cyclohexenylene group, a 1,4-bicyclo(2.22)octylene 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—, wherein when a plurality of L22s are present, L22s may be the same as or different from each other, and when a plurality of M23s are present, M23s may be the same as or different from each other;
• and
• as a third component, at least one compound selected from the group consisting of compounds represented by general formulae (IIIa), (IIIb), and (IIIc) or the group consisting of compounds represented by general formulae (IVa), (IVb), and (IVc):
• 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, where a methylene group or two or more methylene groups that are not adjacent to each other in these groups may be substituted with —O— or —S—, and at least one hydrogen atom in these groups may 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:
• (d) trans-1,4-cyclohexylene group where a methylene group or two or more methylene groups that are not adjacent to each other in the cyclohexylene group may be substituted with —O— or —S—,
• (e) a 1,4-phenylene group where one —CH═ or two or more —CH═ that are not adjacent to each other in the phenylene group may 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-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 in the group (d), groups (e), or groups (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—, wherein 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 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 of hydrogen atoms 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 of hydrogen atoms 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 of hydrogen atoms in M36, M37, or M38 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, where q+r and s+t are each 2 or less,
• 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, where a methylene group or two or more methylene groups that are not adjacent to each other in these groups may be substituted with —O— or —S—, and at least one hydrogen atom in these groups may be substituted with a fluorine atom or a chlorine atom,
• M41, M42, M43, M33, M45, M46, M47, M38, and M49 each independently represent a group selected from:
• (d) a trans-1,4-cyclohexylene group where a methylene group or two or more methylene groups that are not adjacent to each other in the cyclohexylene group may be substituted with —O— or —S—,
• (e) a 1,4-phenylene group where one —CH═ or two or more —CH═ that are not adjacent to each other in this the phenylene group may 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-cyclohexenylene group, a 1,4-bicyclo(2.2.2)octylene group, a piperidine-2,5-diyl group, a napthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthatene-2,6-diyl group, and a decahydronaphthalene-2,6-diyl group,
• a hydrogen atom in the group (d), group (e), or groups (f) may be substituted with a cyano group, a fluorine atom, a trifluoromethyl group, a trifluoromethoxy 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—, —OCF2—, —CF2O—, or —C≡C—, wherein 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 and X42 each independently represent a trifluoromethyl group, a trifluoromethoxy group, or a fluorine atom and X43, X44, X45, X46, X47 and X48 each independently represent a hydrogen atom, a trifluoromethyl group, a trifluoromethoxy group, or a fluorine atom, but at least one of X41 and X42 represents a fluorine atom, at least one of X43, X44, and X45 represents a fluorine atom, and at least one of X46, X47 and X48 represents a fluorine atom, where 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, where u+v, w+x, and y+z are each 2 or less.