IP Library Granted Patent US 10,927,263
Granted Patent B2
US 10,927,263 · App. 16/317,963 · Granted Feb 23, 2021

Polymerizable composition and optically anisotropic body produced using the same

Inventors: Kouichi Endo (Kita-adachi-gun, JP); Yasuhiro Kuwana (Kita-adachi-gun, JP); Mika Takasaki (Kita-adachi-gun, JP)
Assignee: DIC CORPORATION
C09D4/00C07D277/82C07D417/04C08F20/38C08F22/24C08K5/42C09D5/004C09D7/41C09D7/63C09D133/14C09D135/02G02B1/04G02B3/00G02B5/30G02F1/1335H01L51/50C08F2/38C08F220/1818C08F220/301C08F220/302C08F220/303C08F220/36C08F220/40C08F220/54C08F222/102C08F222/1025C08F222/1035C08F222/205C08F222/225C08F222/245C08F222/30F21V9/14G02B1/041G02B1/08G02B5/08G02B5/3083G02F1/13363H01L51/5293
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Quick Facts
Patent No.
US 10,927,263
App. No.
16/317,963
Granted
Feb 23, 2021
Kind
B2
Abstract

An object of the present invention is to provide a polymerizable composition with which a polymer having a high degree of hardness can be produced. Another object is to provide, for example, an optically anisotropic body, a phase retardation film, an optical compensation film, an antireflection film, a lens, and a lens sheet that are composed of the polymerizable composition and a liquid crystal display element, an organic light-emitting display element, a lighting element, an optical component, a coloring agent, a security marker, a laser emission member, a polarizing film, a coloring material, and a printed item that are produced using the polymerizable composition. The present invention provides a polymerizable composition including a polymerizable compound represented by General Formula (IA) which has a specific structure including a plurality of polymerizable groups.

Claims (74)

1. A polymerizable composition comprising a compound represented by Formula (IA) below:

in Formula (IA), P 3 represents a polymerizable group selected from Formulae (P-1) to (P-3) below:

Sp 3 represents a spacer group and, when a plurality of Sp 3 groups are present, they may be identical to or different from one another,

wherein Sp 3 represents an alkylene group having 1 to 20 carbon atoms in which one —CH 2 — group or two or more —CH 2 — groups that are not adjacent to one another may be each independently replaced with —O—, —S—, —OCH 2 —, —CH 2 O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CH═CH—, —N═N—, —CH═N—N═CH—, —CF═CF—, —C≡C—;

X 3 represents —O—, —S—, —OCH 2 —, —CH 2 O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CH═CH—, —N═N—, —CH═N—N═CH—, —CF═CF—, —C≡C—, or a single bond and, when a plurality of X 3 groups are present, they may be identical to or different from one another, P 3 -(Sp 3 -X 3 ) k3 — does not include an —O—O— linkage;

k3 represents an integer of 1 to 10;

A 1 and A 2 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 naphthalene-2,6-diyl group, a naphthalene-1,4-diyl group, a tetrahydronaphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, or a 1,3-dioxane-2,5-diyl group, and the above groups may be optionally substituted with one or more L substituents;

L represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, a cyano group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, a methylamino group, a dimethylamino group, a diethylamino group, a diisopropylamino group, a trimethylsilyl group, a dimethylsilyl group, a thioisocyano group, or a linear or branched alkyl group having 1 to 20 carbon atoms in which one —CH 2 — group or two or more —CH 2 — groups that are not adjacent to one another may be each independently replaced with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF—, or —C≡C—, where a hydrogen atom included in the alkyl group may be replaced with a fluorine atom, and, when a plurality of L substituents are present in the compound, they may be identical to or different from one another;

Z 1 and Z 2 each independently represent —O—, —S—, —OCH 2 —, —CH 2 O—, —CH 2 CH 2 —, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —OCO—NH—, —NH—COO—, —NH—CO—NH—, —NH—O—, —O—NH—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CH═CH—, —N═N—, —CH═N—, —N═CH—, —CH═N—N═CH—, —CF═CF—, —C≡C—, or a single bond, when a plurality of Z 1 groups are present, they may be identical to or different from one another, and, when a plurality of Z 2 groups are present, they may be identical to or different from one another; m1 and m2 each independently represent an integer of 0 to 6, and m1+m2 is an integer of 0 to 6;

Y represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, a cyano group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, a methylamino group, a dimethylamino group, a diethylamino group, a diisopropylamino group, a trimethylsilyl group, a dimethylsilyl group, a thioisocyano group, or a linear or branched alkyl group having 1 to 20 carbon atoms in which one —CH 2 — group or two or more —CH 2 — groups that are not adjacent to one another may be each independently replaced with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF—, or —C≡C—, or where a hydrogen atom included in the alkyl group may be replaced with a fluorine atom;

R 1 represents a group represented by P 1 -(Sp 1 -X 1 ) k1 — wherein, P 1 represents a polymerizable group; Sp 1 represents a spacer group and, when a plurality of Sp 1 groups are present, they may be identical to or different from one another; X 1 represents —O—, —S—, —OCH 2 —, —CH 2 O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CH═CH—, —N═N—, —CH═N—N═CH—, —CF═CF—, —C≡C—, or a single bond and, when a plurality of X 1 groups are present, they may be identical to or different from one another, P 1 -(Sp 1 -X 1 ) k1 — does not include an —O—O— linkage; and k1 represents an integer of 0 to 10; and

R 2 represents a group represented by P 2 -(Sp 2 -X 2 ) k2 — wherein, P 2 represents a polymerizable group; Sp 2 represents a spacer group and, when a plurality of Sp 2 groups are present, they may be identical to or different from one another; X 2 represents —O—, —S—, —OCH 2 —, —CH 2 O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CH═CH—, —N═N—, —CH═N—N═CH—, —CF═CF—, —C≡C—, or a single bond and, when a plurality of X 2 groups are present, they may be identical to or different from one another, P 2 -(Sp 2 -X 2 ) k2 — does not include an —O—O— linkage; and k2 represents an integer of 0 to 10,

the polymerizable composition further comprising a polymerizable compound represented by Formula (1-1) below which includes one polymerizable group and/or a polymerizable compound represented by Formula (2-1) below which includes two polymerizable groups:

in Formula (1-1),

P 11 represents a polymerizable group;

S 11 represents a spacer group or a single bond and, when a plurality of S 11 groups are present, they may be identical to or different from one another;

X 11 represents —O—, —S—, —OCH 2 —, —CH 2 O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CH═CH—, —N═N—, —CH═N—N═CH—, —CF═CF—, —C≡C—, or a single bond and, when a plurality of X 11 groups are present, they may be identical to or different from one another, P 11 —(S 11 —X 11 ) m11 — does not include an —O—O—; m11 represents an integer of 0 to 8;

MG 11 represents Formula (1-a) below:

in Formula (1-a), A 11 and A 12 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 naphthalene-2,6-diyl group, a naphthalene-1,4-diyl group, a tetrahydronaphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, or a 1,3-dioxane-2,5-diyl group, the above groups may be optionally substituted with one or more L 1 substituents; and, when a plurality of A 11 groups and/or a plurality of A 12 groups are present, they may be identical to or different from one another;

Z 11 and Z 12 each independently represent —O—, —S—, —OCH 2 —, —CH 2 O—, —CH 2 CH 2 —, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CH═CH—, —N═N—, —CH═N—, —N═CH—, —CH═N—N═CH—, —CF═CF—, —C≡C—, or a single bond, and, when a plurality of Z 11 groups and/or a plurality of Z 12 groups are present, they may be identical to or different from one another;

M represents a group selected from Formulae (M-1) to (M-11) below:

the above groups may be optionally substituted with one or more L 1 substituents;

G is selected from Formulae (G-1) to (G-6) below:

in Formulae (G-1) to (G-6), R 3 represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, the alkyl group may be linear or branched, a hydrogen atom included in the alkyl group may be replaced with a fluorine atom, and, in the alkyl group, one —CH 2 — group or two or more —CH 2 — groups that are not adjacent to one another may be each independently replaced with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, or —C≡C—;

W 11 represents a group having 5 to 30 carbon atoms, the group including at least one aromatic group, and the group may be optionally substituted with one or more L 1 substituents;

W 12 represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, the alkyl group may be linear or branched, a hydrogen atom included in the alkyl group may be replaced with a fluorine atom and/or an —OH group, in the alkyl group, one —CH 2 — group or two or more —CH 2 — groups that are not adjacent to one another may be each independently replaced with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF—, or —C≡C—, or W 12 may represent the same thing as W 11 , and W 11 and W 12 may be bonded to each other to form a ring structure;

W 13 and W 14 each independently represent a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a carbamoyloxy group, an amino group, a sulfamoyl group, a group having 5 to 30 carbon atoms, the group including at least one aromatic group, an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, a cycloalkenyl group having 3 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an acyloxy group having 2 to 20 carbon atoms, or an alkylcarbonyloxy group having 2 to 20 carbon atoms and, in the alkyl group, the cycloalkyl group, the alkenyl group, the cycloalkenyl group, the alkoxy group, the acyloxy group, and the alkylcarbonyloxy group, one —CH 2 — group or two or more —CH 2 — groups that are not adjacent to one another may be each independently replaced with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, or —C≡C—;

when M is selected from Formulae (M-1) to (M-10), G is selected from Formulae (G-1) to (G-5) and, when M is Formula (M-11), G represents Formula (G-6);

L 1 represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, a methylamino group, a dimethylamino group, a diethylamino group, a diisopropylamino group, a trimethylsilyl group, a dimethylsilyl group, a thioisocyano group, or an alkyl group having 1 to 20 carbon atoms, the alkyl group may be linear or branched, a hydrogen atom may be replaced with a fluorine atom, in the alkyl group, one —CH 2 — group or two or more —CH 2 — groups that are not adjacent to one another may be each independently replaced with a group selected from —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF—, and —C≡C—, and, when a plurality of L 1 substituents are present in the compound, they may be identical to or different from one another; and j11 represents an integer of 0 to 5, j 12 represents an integer of 1 to 5, and j11+j 12 is an integer of 1 to 5; and

R 11 represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a cyano group, a nitro group, an isocyano group, a thioisocyano group, or an alkyl group having 1 to 20 carbon atoms, the alkyl group may be linear or branched, a hydrogen atom included in the alkyl group may be replaced with a fluorine atom, and, in the alkyl group, one —CH 2 — group or two or more —CH 2 — groups that are not adjacent to one another may be each independently replaced with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, or —C≡C—,

in Formula (2-1), P 21 and P 22 represent a polymerizable group;

S 21 and S 22 represent a spacer group or a single bond and, when a plurality of S 21 groups and/or a plurality of S 22 groups are present, they may be identical to or different from one another;

X 21 and X 22 represent —O—, —S—, —OCH 2 —, —CH 2 O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2- COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CH═CH—, —N═N—, —CH═N—N═CH—, —CF═CF—, —C≡C—, or a single bond and, when a plurality of X 21 groups and/or a plurality of X 22 groups are present, they may be identical to or different from one another the P 21 —(S 21 —X 21 ) m2 — linkage and the P 22 —(S 22 —X 22 ) n2 — linkage do not include —O—O—; MG211 is a group represented by Formula (8-a) below:

in Formula (8-a), A 81 and A 82 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 naphthalene-2,6-diyl group, a naphthalene-1,4-diyl group, a tetrahydronaphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, or a 1,3-dioxane-2,5-diyl group, the above groups may be optionally substituted with one or more L 2 substituents, and, when a plurality of A 81 groups and/or a plurality of A 82 groups are present, they may be identical to or different from one another;

Z 81 and Z 82 each independently represent —O—, —S—, —OCH 2 —, —CH 2 O—, —CH 2 CH 2 —, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CH═CH—, —N═N—, —CH═N—, —N═CH—, —CH═N—N═CH—, —CF═CF—, —C≡C—, or a single bond, and when a plurality of Z 81 groups and/or a plurality of Z 82 groups are present, they may be identical to or different from one another;

M represents a group selected from Formulae (M-81) to (M-813) below;

the above groups may be optionally substituted with one or more L 2 substituents;

G is selected from Formulae (G-81) to (G-86) below:

in Formulae (G-81) to (G-86), R 3 represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, the alkyl group may be linear or branched, a hydrogen atom included in the alkyl group may be replaced with a fluorine atom, and, in the alkyl group, one —CH 2 — group or two or more —CH 2 — groups that are not adjacent to one another may be each independently replaced with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, or —C≡C—;

W 81 represents a group having 5 to 30 carbon atoms, the group including at least one aromatic group, and the group may be optionally substituted with one or more L 2 substituents;

W 82 represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, the alkyl group may be linear or branched, a hydrogen atom included in the alkyl group may be replaced with a fluorine atom and/or an —OH group, in the alkyl group, one —CH 2 — group or two or more —CH 2 — groups that are not adjacent to one another may be each independently replaced with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF—, or —C≡C—, or W 82 may represent the same thing as W 81 , and W 81 and W 82 may be bonded to each other to form a ring structure;

W 83 and W 84 each independently represent a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a carbamoyloxy group, an amino group, a sulfamoyl group, a group having 5 to 30 carbon atoms, the group including at least one aromatic group, an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, a cycloalkenyl group having 3 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an acyloxy group having 2 to 20 carbon atoms, or an alkylcarbonyloxy group having 2 to 20 carbon atoms and, in the alkyl group, the cycloalkyl group, the alkenyl group, the cycloalkenyl group, the alkoxy group, the acyloxy group, and the alkylcarbonyloxy group, one —CH 2 — group or two or more —CH 2 — groups that are not adjacent to one another may be each independently replaced with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, or —C≡C—;

when M is selected from Formulae (M-81) to (M-812), G is selected from Formulae (G-81) to (G-85) and, when M is Formula (M-813), G represents Formula (G-86);

L 2 represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, a methylamino group, a dimethylamino group, a diethylamino group, a diisopropylamino group, a trimethylsilyl group, a dimethylsilyl group, a thioisocyano group, or an alkyl group having 1 to 20 carbon atoms, the alkyl group may be linear or branched, a hydrogen atom may be replaced with a fluorine atom, in the alkyl group, one —CH 2 — group or two or more —CH 2 — groups that are not adjacent to one another may be each independently replaced with a group selected from —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF—, and —C≡C—; and, when a plurality of L 2 substituents are present in the compound, they may be identical to or different from one another; and j81 and j82 each independently represent an integer of 0 to 5, and j81+j82 is an integer of 1 to 5; and

m2 and n2 each independently represent an integer of 0 to 5.

2. The polymerizable composition according to claim 1 , further comprising a polymerizable compound represented by Formula (2-2) below which includes two polymerizable groups:

in Formula (2-2), P 212 and P 222 represent a polymerizable group;

S 212 and 5 222 represent a spacer group or a single bond and, when a plurality of S 212 groups and/or a plurality of S 222 groups are present, they may be identical to or different from one another;

X 212 and X 222 represent —O—, —S—, —OCH 2 —, —CH 2 O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CH═CH—, —N═N—, —CH═N—N═CH—, —CF═CF—, —C≡C—, or a single bond and, when a plurality of X 212 groups and/or a plurality of X 222 groups are present, they may be identical to or different from one another, the P 212 —(S 212 —X 212 ) m22 — linkage and the P 222 —(S 222 —X 222 ) n22 — linkage do not include —O—O—;

MG212 represents a group represented by Formula (8-b) below:

in Formula (8-b), A 83 and A 84 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 naphthalene-2,6-diyl group, a naphthalene-1,4-diyl group, a tetrahydronaphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, or a 1,3-dioxane-2,5-diyl group, the above groups may be optionally substituted with one or more L 2 substituents, and, when a plurality of A 83 groups and/or a plurality of A 84 groups are present, they may be identical to or different from one another;

Z 83 and Z 84 each independently represent —O—, —S—, —OCH 2 —, —CH 2 O—, —CH 2 CH 2 —, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CH═CH—, —N═N—, —CH═N—, —N═CH—, —CH═N—N═CH—, —CF═CF—, —C≡C—, or a single bond, and, when a plurality of Z 83 groups and/or a plurality of Z 84 groups are present, they may be identical to or different from one another;

M 81 represents a group selected from a 1,4-phenylene group, a 1,4-cyclohexylene group, a 1,4-cyclohexenyl group, a tetrahydropyran-2,5-diyl group, a 1,3-dioxane-2,5-diyl group, a tetrahydrothiopyran-2,5-diyl group, a 1,4-bicyclo(2,2,2)octylene group, a decahydronaphthalene-2,6-diyl group, a pyridine-2,5-diyl group, a pyrimidine-2,5-diyl group, a pyrazine-2,5-diyl group, a thiophene-2,5-diyl group-, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, a naphthylene-1,4-diyl group, a naphthylene-1,5-diyl group, a naphthylene-1,6-diyl group, a naphthylene-2,6-diyl group, a phenanthrene-2,7-diyl group, a 9,10-dihydrophenanthrene-2,7-diyl group, a 1,2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl group, a benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl group, a benzo[1,2-b:4,5-bldiselenophene-2,6-diyl group, a [1]benzothieno[3,2-b]thiophene-2,7-diyl group, a [1]benzoselenopheno[3,2-b]selenophene-2,7-diyl group, and a fluorene-2,7-diyl group, and the above groups may be optionally substituted with one or more L 2 substituents;

and j83 and j84 each independently represent an integer of 0 to 5, and j83+j84 is an integer of 1 to 5; and

m22 and n22 each independently represent an integer of 0 to 5.

3. A polymer produced using the polymerizable composition according to claim 1 .

4. An optically anisotropic body produced using the polymerizable composition according to claim 1 .

5. A phase retardation film produced using the polymerizable composition according to claim 1 .

6. A display element comprising the optically anisotropic body according to claim 4 .

7. A light-emitting element comprising the optically anisotropic body according to claim 4 .

8. A light-emitting diode lighting apparatus comprising the polymer according to claim 3 .

9. A reflection film comprising the phase retardation film according to claim 6 .

10. A lens sheet comprising the polymer according to claim 3 .

11. A polymerizable composition comprising the polymerizable composition according to claim 1 and a dichroic dye.

12. A polarizing film produced using the polymerizable composition according to claim 11 .

13. A polymerizable composition comprising the polymerizable composition according to claim 1 and one or more derivatives selected from an azo derivative, a chalcone derivative, a coumarin derivative, a cinnamate derivative, and a cycloalkane derivative.

14. An optically anisotropic body produced using the polymerizable composition according to claim 13 .

15. A phase retardation film produced using the polymerizable composition according to claim 13 .

16. A display element comprising the phase retardation film according to claim 6 .

17. A light-emitting element comprising the phase retardation film according to claim 5 .

18. The polymerizable composition according to claim 1 ,

wherein W 82 represents an alkyl group having 1 to 20 carbon atoms, the alkyl group may be linear or branched, a hydrogen atom included in the alkyl group may be replaced with a fluorine atom and/or an —OH group, in the alkyl group, one —CH 2 — group or two or more —CH 2 — groups that are not adjacent to one another may be each independently replaced with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF—, or —C≡C—, W 82 may represent the same thing as W 81 , and W 81 and W 82 may be bonded to each other to form a ring structure.

19. The polymerizable composition according to claim 2 ,

wherein Z 83 and Z 84 each independently represent —O—, —S—, —OCH 2 —, —CH 2 O—, —CH 2 CH 2 —, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CH═CH—, —N═N—, —CH═N—, —N═CH—, —CH═N—N═CH—, —CF═CF—, —C≡C—, or a single bond, and, when a plurality of Z 83 groups and/or a plurality of Z 84 groups are present, they may be identical to or different from one another.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2024
From: DIC CORPORATION
To: SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIAL CO., LTD.
Reel/Frame 067528/0688 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 15, 2019
From: ENDO, KOUICHI; KUWANA, YASUHIRO; TAKASAKI, MIKA
To: DIC CORPORATION
Reel/Frame 048012/0899 →
Priority Claims (1)
JP JP2016-140424 · Jul 15, 2016 · national
Continuity (1)
Related Publication 20190264034A1 · Aug 29, 2019