Polymerizable compound having lateral substituent in terminal ring structure

Patent metadata

Field	Value
Publication number	US-9120883-B2
Application number	US-201214007242-A
Country	US
Kind code	B2
Filing date	Apr 5, 2012
Priority date	Apr 18, 2011
Publication date	Sep 1, 2015
Grant date	Sep 1, 2015

Abstract

An object of the invention is to provide a polymerizable compound having small refractive index anisotropy and having high storage stability and high alignment properties when constituting a polymerizable liquid crystal composition, and provide a polymerizable liquid crystal composition containing the polymerizable compound. Further, the object is to provide a polymer produced by polymerizing the polymerizable liquid crystal composition and an optically anisotropic body including the polymer.
The present invention provides a polymerizable compound represented by general formula (I), a polymerizable liquid crystal composition containing the compound as a constituent component, and further provides a polymer produced by polymerizing the polymerizable liquid crystal composition and an optically anisotropic body including the polymer.

First claim

The invention claimed is:

1. A polymerizable compound represented by one selected from the group consisting of formulae (I-1) to (I-7), and (I-9) to (I-15)

2. The polymerizable compound according to claim 1 , wherein the polymerizable compound is formula (I-1) or formula (I-2).

3. A polymerizable liquid crystal composition, comprising the polymerizable compound according to claim 2 .

4. A polymer produced by polymerizing the polymerizable liquid crystal composition according to claim 3 .

5. An optically anisotropic body comprising the polymer according to claim 4 .

6. The polymerizable liquid crystal composition according to claim 3 , further comprising another polymerizable compound represented by general formula (II),

where in the formula, R 11 and R 12 each independently represent the same meaning as P in the general formula (I), S 11 and S 12 each independently represent a single bond or an alkylene group having 1 to 18 carbon atoms, wherein one —CH 2 — or unadjacent two or more —CH 2 — may be substituted by an oxygen atom, —COO—, —OCO—, or —OCOO—, L 11 , L 12 , and L 13 each independently represent a single bond, —O—, —S—, —OCH 2 —, —CH 2 O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —OCOOCH 2 —, —CH 2 OCOO—, —CO—NR 13 —, —NR 13 —CO—, —SCH 2 —, —CH 2 S—, —CH═N—, —SCH 2 —, —CH 2 S—, —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—, —CF 2 —, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CH 2 —, —CH 2 CF 2 —, —CF 2 CF 2 —, or —CY 11 ═CY 12 — (wherein R 13 represents an alkyl group having 1 to 4 carbon atoms, and Y 11 and Y 12 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, a fluorine atom, a chlorine atom, or a cyano group), M 11 and M 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 tetrahydronaphthalene-2,6-diyl group, or a 1,3-dioxane-2,5-diyl group, M 11 and M 12 may be each independently unsubstituted or substituted by an alkyl group, a halogenated alkyl group, an alkoxy group, a halogenated alkoxy group, a halogeno group, a cyano group, or a nitro group, 1 11 represents 0, 1, 2, or 3, when 1 11 represents 2 or 3, two or three L 12 and/or M 12 may be the same or different.

7. The polymerizable liquid crystal composition according to claim 3 , further comprising another polymerizable compound selected from the group consisting of the compounds represented by Formulae (III-1) to (III-8), (IV-1) to (IV-8) and (V-1) to (V-4),

where S 3 and S 4 each independently represent an alkylene group having 2 to 18 carbon atoms,

where S 5 and S 6 each independently represent an alkylene group having 2 to 18 carbon atoms,

where S 7 and S 8 each independently represent an alkylene group having 2 to 18 carbon atoms.

8. The polymerizable compound according to claim 2 , wherein the polymerizable compound represented is formula (I-1).

9. The polymerizable compound according to claim 2 , wherein the polymerizable compound represented is formula (I-2).

10. A polymerizable liquid crystal composition, comprising the polymerizable compound according to claims 1 .

11. A polymer produced by polymerizing the polymerizable liquid crystal composition according to claim 10 .

12. An optically anisotropic body comprising the polymer according to claim 11 .

13. The polymerizable liquid crystal composition according to claim 10 , further comprising another polymerizable compound represented by general formula (II),

where in the formula, R 11 and R 12 each independently represent the same meaning as P in the general formula (I), S 11 and S 12 each independently represent a single bond or an alkylene group having 1 to 18 carbon atoms, wherein one —CH 2 — or unadjacent two or more —CH 2 — may be substituted by an oxygen atom, —COO—, —OCO—, or —OCOO—, L 11 , L 12 , and L 13 each independently represent a single bond, —O—, —S—, —OCH 2 —, —CH 2 O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —OCOOCH 2 —, —CH 2 OCOO—, —CO—NR 13 —, —NR 13 —CO—, —SCH 2 —, —CH 2 S—, —CH═N—, —SCH 2 —, —CH 2 S—, —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—, —CF 2 —, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CH 2 —, —CH 2 CF 2 —, —CF 2 CF 2 —, or —CY 11 ═CY 12 — (wherein R 13 represents an alkyl group having 1 to 4 carbon atoms, and Y 11 and Y 12 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, a fluorine atom, a chlorine atom, or a cyano group), M 11 and M 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 tetrahydronaphthalene-2,6-diyl group, or a 1,3-dioxane-2,5-diyl group, M 11 and M 12 may be each independently unsubstituted or substituted by an alkyl group, a halogenated alkyl group, an alkoxy group, a halogenated alkoxy group, a halogeno group, a cyano group, or a nitro group, 1 11 represents 0, 1, 2, or 3, when 1 11 represents 2 or 3, two or three L 12 and/or M 12 may be the same or different.

14. The polymerizable liquid crystal composition according to claim 10 , further comprising another polymerizable compound selected from the group consisting of the compounds represented by Formulae (III-1) to (III-8), (IV-1) to (IV-8) and (V-1) to (V-4),

where S 3 and S 4 each independently represent an alkylene group having 2 to 18 carbon atoms,

where S 5 and S 6 each independently represent an alkylene group having 2 to 18 carbon atoms,

where S 7 and S 8 each independently represent an alkylene group having 2 to 18 carbon atoms.

Assignees

• Kusumoto Tetuo
• Horiguchi Masahiro
• Matsumoto Takashi
• Aoki Yoshio
• Hayashi Masanao
• Iwakubo Masayuki
• Dainippon Ink & Chemicals

Inventors

• Kusumoto Tetuo
• Horiguchi Masahiro
• Matsumoto Takashi
• Aoki Yoshio
• Hayashi Masanao
• Iwakubo Masayuki

Classifications

• C08F22/20 Primary

  Esters containing oxygen in addition to the carboxy oxygen · CPC title

• C07C69/78

  Benzoic acid esters · CPC title

• C09K2019/325

  containing a tetrahydronaphthalene, e.g. -2,6-diyl (tetralin) · CPC title

• C09K2019/3413

  Three-membered member ring with oxygen(s), e.g. oxirane in fused, bridged or spiro ring systems · CPC title

• C09K2019/3416

  the heterocyclic ring being a four-membered ring, e.g. oxetane · CPC title