IP Library Granted Patent US 11,261,378
Granted Patent B2
US 11,261,378 · App. 15/539,666 · Granted Mar 1, 2022

Polymerizable compound and optically anisotropic object

Inventors: Masahiro Horiguchi (Saitama, JP); Sayaka Nose (Saitama, JP); Akihiro Koiso (Saitama, JP)
Assignee: DIC CORPORATION
C09K19/54C07C69/75C07C69/753C07C69/757C07C69/76C07C69/94C07C245/08C07C251/18C07C251/24C07C251/78C07C251/86C07C251/88C07C323/21C07C327/48C07D207/452C07D209/12C07D209/40C07D209/88C07D213/74C07D249/04C07D249/06C07D265/16C07D277/64C07D277/82C07D303/48C07D305/06C07D307/66C07D333/22C07D333/36C07D333/76C07D339/06C07D339/08C07D403/04C07D403/12C07D407/12C07D409/06C07D409/12C07D409/14C07D413/12C07D417/04C07D417/06C07D417/12C07D495/04C07D513/04C08F20/10C09K19/32C09K19/322C09K19/3405C09K19/348C09K19/3477C09K19/3491C09K19/3494C09K19/3497C09K19/38G02B5/30G02F1/13363C07C2601/14C07C2603/18C08F220/303C09K2019/0448G02B5/3083
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Quick Facts
Patent No.
US 11,261,378
App. No.
15/539,666
Granted
Mar 1, 2022
Kind
B2
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.

Claims (24)

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.

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 Jun 23, 2017
From: HORIGUCHI, MASAHIRO; NOSE, SAYAKA; KOISO, AKIHIRO
To: DIC CORPORATION
Reel/Frame 042804/0161 →
Priority Claims (1)
JP JP2014-261949 · Dec 25, 2014 · national
Continuity (1)
Related Publication 20170369783A1 · Dec 28, 2017