Polymerizable compound and optically anisotropic object

Patent metadata

Field	Value
Publication number	US-11261378-B2
Application number	US-201515539666-A
Country	US
Kind code	B2
Filing date	Dec 17, 2015
Priority date	Dec 25, 2014
Publication date	Mar 1, 2022
Grant date	Mar 1, 2022

Abstract

The present invention aims to provide a polymerizable compound that has high storage stability without causing crystal precipitation when added to a polymerizable composition and to provide a polymerizable composition containing the polymerizable compound. A polymer film produced by polymerization of the polymerizable composition has a low haze, high thickness uniformity, low occurrence of nonuniform orientation, high surface hardness, high adhesiveness, and good appearances and fewer orientation defects even after ultraviolet irradiation. The present invention also aims to provide a polymer produced by polymerization of the polymerizable composition and an optically anisotropic body produced from the polymer.

First claim

The invention claimed is:

1. A reverse dispersion compound represented by formula (I-z2-A-1),

wherein M z denotes a group selected from the following formulae (M-z-1) to (M-z-2)

R z2 denotes a hydrogen atom,
W z1 denotes the following formula (W-a-5),

in the formula (W-a-5), s is an integer in the range of 0 to 4,
L Wz denotes a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfuranyl group, a nitro group, a cyano group, an isocyano group, an amino group, a hydroxy 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, a linear alkyl group having 1 to 20 carbon atoms with one —CH 2 — or nonadjacent two or more —CH 2 —'s optionally independently substituted by —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, or —NH—CO—, or a branched alkyl group having 3 to 20 carbon atoms with one —CH 2 — or nonadjacent two or more —CH 2 —'s optionally independently substituted by —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, or —NH—CO—, and any hydrogen atom of the alkyl group may be substituted by a fluorine atom, and a plurality of L Wz 's, if present at all, may be the same or different,
W z21 denotes a group selected from a linear alkyl group having 1 to 20 carbon atoms with one —CH 2 — or nonadjacent two or more —CH 2 —'s optionally independently substituted by —O—, or a branched alkyl group having 3 to 20 carbon atoms with one —CH 2 — or nonadjacent two or more —CH 2 —'s optionally independently substituted by —O—,
P z2 and P z3 independently denote a group selected from the formulae (P-1) to (P-20),

S z2 and S z3 independently denote an alkylene group having 1 to 20 carbon atoms with one —CH 2 — or nonadjacent two or more —CH 2 —'s optionally independently substituted by —O—, —COO—, —OCO—, —OCO—O—, —CO—NH—, —NH—CO—, —CH═CH—, or —C≡C—, if present at all, may be the same or different,
X z2 and X z3 independently denote —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, a plurality of X's, if present at all, may be the same or different, provided that P z2 -(S z2 -X z2 ) kz - and P z3 -(S z3 -X z3 ) kz - have no —O—O— bond,
A z311 and A z421 independently denote a 1,4-phenylene group, the group may be unsubstituted or substituted by one or more substituents L z11 's, L z11 denotes a fluorine atom, a chlorine atom, a linear alkyl group having 1 to 20 carbon atoms with one —CH 2 — or nonadjacent two or more —CH 2 —'s optionally independently substituted by —O—, —CO—, —COO—, or —OCO—, any hydrogen atom of the alkyl group may be substituted by a fluorine atom, or a branched alkyl group having 3 to 20 carbon atoms with one —CH 2 — or nonadjacent two or more —CH 2 —'s optionally independently substituted by —O—, —CO—, —COO—, or —OCO—, any hydrogen atom of the alkyl group may be substituted by a fluorine atom,
A z321 and A z411 denote a 1,4-cyclohexylene group,
Z z311 and Z z421 independently denote —OCH 2 —, —CH 2 O—, —COO—, or —OCO—,
Z z321 and Z z411 independently denote —OCH 2 — or —CH 2 O—,
kz is an integer in the range of 0 to 8.

2. The compound according to claim 1 , wherein P z2 and P z3 in the formula (I-z2-A-1) independently denote a group selected from the formulae (P-1) to (P-2).

3. The compound according to claim 1 , wherein S z2 and S z3 in the formula (I-z2-A-1) independently denotes an alkylene group having 1 to 20 carbon atoms with one —CH 2 — or nonadjacent two or more —CH 2 —'s optionally independently substituted by —O—.

4. A composition comprising the compound according to claim 1 .

5. A liquid crystal composition comprising the compound according to claim 1 .

6. A method for producing a polymer, the method comprising:
providing the composition according to claim 4 ; and polymerizing the composition.

7. A method for producing an optically anisotropic body, the method comprising:
providing the composition according to claim 4 ;
polymerizing the composition.

Assignees

• Dainippon Ink & Chemicals

Inventors

• Horiguchi Masahiro
• Nose Sayaka
• Koiso Akihiro

Classifications

• C07C251/18

  having carbon atoms of imino groups bound to carbon atoms of rings other than six-membered aromatic rings · CPC title

• C09K19/3477

  the heterocyclic ring being a five-membered aromatic ring containing at least one nitrogen atom · CPC title

• C07D213/74

  Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals · CPC title

• C07D417/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C09K2019/0448

  the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate · CPC title