Compound, composition, cured product, optically anisotropic body, optical element, and light guide element

Patent metadata

Field	Value
Publication number	US-2024182785-A1
Application number	US-202318394438-A
Country	US
Kind code	A1
Filing date	Dec 22, 2023
Priority date	Jun 23, 2021
Publication date	Jun 6, 2024
Grant date	—

Abstract

There is provided a compound represented by General Formula (I), a composition containing the compound represented by General Formula (I), a cured product, an optically anisotropic body, an optical element, and a light guide element. P 1 and P 2 each independently represent a hydrogen atom, —CN, —NCS, or a polymerizable group. Sp 1 and Sp 2 each independently represent a single bond or a specific linking group, Z 1 represents a specific linking group. However, two or more Z 1 's represent —C≡C—. Two Z's bonded to A 2 in —Z-A 2 -Z— in General Formula (I) do not represent —C≡C—. A 1 and A 2 each independently represent a specific group. A plurality of A 2 's may be the same or different from each other. n represents an integer of 3 to 7.

First claim

What is claimed is:

1 . A compound represented by General Formula (I),

in the General Formula (I),
P 1 and P 2 each independently represent a hydrogen atom, —CN, —NCS, or a polymerizable group,
Sp 1 and Sp 2 each independently represent a single bond or a divalent linking group,
provided that Sp 1 and Sp 2 do not represent a divalent linking group having a group selected from the group consisting of an aromatic hydrocarbon ring group, an aromatic heterocyclic group, and an aliphatic hydrocarbon ring group,
provided that both Sp 1 -P 1 and Sp 2 -P 2 are not methyl groups at the same time,
Z 1 represents —O—, —S—, —CHRCHR—, —OCHR—, —CHRO—, —CO—, —SO—, —SO 2 —, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NR—, —NR—CO—, —SCHR—, —CHRS—, —SO—CHR—, —CHR—SO—, —SO 2 —CHR—, —CHR—SO 2 —, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —OCHRCHRO—, —SCHRCHRS—, —SO—CHRCHR—SO—, —SO 2 —CHRCHR—SO 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CHRCHR—, —OCO—CHRCHR—, —CHRCHR—COO—, —CHRCHR—OCO—, —COO—CHR—, —OCO—CHR—, —CHR—COO—, —CHR—OCO—, —CR═CR—, —CR═N—, —N═CR—, —N═N—, —CR═N—N═CR—, —CF═CF—, or —C≡C—,
R represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms,
in a case where a plurality of R's are present, the plurality of R's may be the same or different from each other,
a plurality of Z 1 's may be the same or different from each other,
provided that two or more Z 1 's represent —C≡C—,
two Z's bonded to A 2 in —Z 1 -A 2 -Z 1 — in the General Formula (I) do not represent —C≡C—,
A 1 and A 2 each independently represent an aromatic hydrocarbon ring group, an aromatic heterocyclic group, or an aliphatic hydrocarbon ring group, which may have a substituent L, or represent a group obtained by linking two groups selected from the group consisting of an aromatic hydrocarbon ring group, an aromatic heterocyclic group, and an aliphatic hydrocarbon ring group, which may have a substituent L,
provided that at least one of A 1 or A 2 linked to a triple bond represents a group represented by General Formula (A-1) or General Formula (A-2), and
a plurality of A 2 's may be the same or different from each other,

in the General Formulae (A-1) to (A-2),
W 1 to W 14 each independently represent CR 1 or N, where R 1 represents a hydrogen atom or a substituent L,
· represents a bonding position,
the substituent L represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkylamino group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, an alkanoyl group having 1 to 10 carbon atoms, an alkanoyloxy group having 1 to 10 carbon atoms, an alkanoylamino group having 1 to 10 carbon atoms, an alkanoylthio group having 1 to 10 carbon atoms, an alkyloxycarbonyl group having 2 to 10 carbon atoms, an alkylaminocarbonyl group having 2 to 10 carbon atoms, an alkylthiocarbonyl group having 2 to 10 carbon atoms, a hydroxy group, an amino group, a mercapto group, a carboxy group, a sulfo group, an amide group, a cyano group, a nitro group, a halogen atom, an aldehyde group, or a polymerizable group,
provided that in a case where the group has —CH 2 —, at least one —CH 2 — contained in the group may be replaced with —O—, —CO—, —CH═CH—, or —C≡C—, and in a case where the group has a hydrogen atom, at least one hydrogen atom contained in the group may be replaced with at least one selected from the group consisting of a fluorine atom and a polymerizable group, and
n represents an integer of 3 to 7.

2 . The compound according to claim 1 ,
wherein n in the General Formula (I) represents 3.

3 . The compound according to claim 1 ,
wherein at least one of P 1 or P 2 in the General Formula (I) represents a polymerizable group.

4 . The compound according to claim 1 ,
wherein A 1 and A 2 in the General Formula (I) each independently represent the group represented by the General Formula (A-1), the group represented by the General Formula (A-2), or a group represented by General Formula (A-3),

in the General Formula (A-3),
W 15 to W 18 each independently represent CR 1 or N, where R 1 represents a hydrogen atom or the substituent L, and
· represents a bonding position.

5 . The compound according to claim 1 ,
wherein at least one of A 1 or A 2 in the General Formula (I) has the substituent L.

6 . The compound according to claim 1 ,
wherein Z 1 in the General Formula (I) represents —CH 2 CH 2 —, —OCH 2 —, —CH 2 O—, or —C≡C—.

7 . The compound according to claim 1 ,
wherein in the General Formula (I), at least one of A 1 or A 2 linked to a triple bond represents the group represented by the General Formula (A-2).

8 . The compound according to claim 1 ,
wherein in the General Formula (I), Sp 1 represents a group represented by the General Formula (II), and Sp 2 represents a group represented by the General Formula (III),
·—S—W 21 —··  (II)

·—S—W 22 —··  (III)

in the General Formulae (II) and (III), W 21 and W 22 each independently represent an alkylene group having 1 to 15 carbon atoms, where one or more methylene groups contained in the alkylene group may be each independently replaced with —O—, —S—, or —C(═O)—, ·'s each represent a bonding position to A 1 or A 2 , which is directly linked to Sp 1 or Sp 2 , and ··'s each represent a bonding position to P 1 or P 2 .

9 . The compound according to claim 1 ,
wherein the compound has liquid crystallinity.

10 . A composition comprising:
the compound according to claim 1 .

11 . The composition according to claim 10 , further comprising:
a polymerization initiator.

12 . The composition according to claim 10 , further comprising:
a chiral agent.

13 . The composition according to claim 10 ,
wherein the composition has liquid crystallinity.

14 . The composition according to claim 10 ,
wherein the composition is used for forming an optically anisotropic layer.

15 . A cured product that is obtained by curing the composition according to claim 10 .

16 . An optically anisotropic body that is obtained by curing the composition according to claim 10 .

17 . An optical element comprising:
an optically anisotropic layer formed from the composition according to claim 10 , wherein the optically anisotropic layer has an alignment pattern, and the alignment pattern is a liquid crystal alignment pattern in which an orientation of an optical axis, derived from a compound contained in the composition, continuously changes rotationally along at least one in-plane direction.

18 . A light guide element comprising:
the optical element according to claim 17 ; and a light guide plate.

Assignees

• Fujifilm Corp

Inventors

• Fukushima Yuki
• Okubo Megumi
• Kodama Keisuke
• Katoh Shunya

Classifications

• C09K2019/0448

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

• C09K19/3447

  Pyridine condensed or bridged with another ring system, e.g. quinoline or acridine · CPC title

• C09K19/322 Primary

  Compounds containing a naphthalene ring or a completely or partially hydrogenated naphthalene ring · CPC title

• C09K19/20

  linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters {or ethers} · CPC title

• C09K2019/2042

  Ph-Ph-COO-Ph · CPC title