Polymerizable compound, polymerizable composition, film, and half mirror for displaying projection image

Patent metadata

Field	Value
Publication number	US-10457628-B2
Application number	US-201615206449-A
Country	US
Kind code	B2
Filing date	Jul 11, 2016
Priority date	Jan 28, 2014
Publication date	Oct 29, 2019
Grant date	Oct 29, 2019

Abstract

The present invention provides a new polymerizable compound which is represented by Formula (I). In the formula, R 1 indicates an alkyl group or the like, A represents a (m+n)valent cyclic group, L 1 indicates a single bond or the like, L 2 indicates —COO— or the like, Z indicates —COO— or the like, Sp indicates an alkylene group, an alkyleneoxy group, or the like, Q indicates a polymerizable group such as a (meth)acryloyl groups, 1 indicates an integer of 0 to 2, m indicates an integer of 1 or 2, and n indicates an integer of 1 to 3. The present invention also provides a polymerizable composition which includes the polymerizable compound described above, a film which is formed from the polymerizable composition described above, and a half mirror for displaying a projection image which includes the film described above. Using the polymerization composition described above, it is possible to manufacture films such as a low birefringence retardation film and a reflection film with high reflection wavelength region selectivity.

First claim

What is claimed is:

1. A polymerizable compound which is represented by Formula (I):

wherein, in the formula,
R 1 indicates a straight-chain or branched alkyl group with 1 to 12 carbon atoms,

the moiety indicated above is a group which is obtained by removing (m+n) hydrogen atoms from benzene,
L 1 indicates a single bond, —COO—, or —OCO—,
L 2 indicates —COO— or —CONR 2 —,
Z indicates a single bond, —O—, —NH—, —N(CH 3 )—, —S—, —COO—, —OCO—, —OCOO—, or—CONR 2 —,
R 2 indicates a hydrogen atom or -Sp-Q,
Sp indicates a straight-chain or branched alkylene group with 1 to 12 carbon atoms which may be substituted with Q, or a linking group which is obtained by substituting any one or more of —CH 2 — with —O—, —S—, —NH—, —N(Q)-, or —CO— in a straight-chain or branched alkylene group with 1 to 12 carbon atoms which may be substituted with Q,
Q indicates a hydrogen atom or a (meth)acryloyl group,
1 indicates an integer of 1,
m indicates an integer of 1 or 2,
n indicates an integer of 1 to 3,
a plurality of R 1 's, a plurality of L 1 's, a plurality of L 2 's, a plurality of Z's, a plurality of Sp's, and a plurality of Q's may be each the same as or different from each other, and
as —Z-Sp-Q, at least one group where Z is —COO— or —CONR 2 — and Q is a (meth)acryloyl group is included.

2. The polymerizable compound according to claim 1 ,
wherein all of L 1 's are single bonds.

3. The polymerizable compound according to claim 1 ,
wherein all of Q's are (meth)acryloyl groups.

4. The polymerizable compound according to claim 1 ,
wherein all of R 1 's are straight-chain alkyl groups.

5. The polymerizable compound according to claim 1 ,
wherein all of R 1 's are straight-chain alkyl groups,
all of L 1 's are single bonds,
all of L 2 's are —COO—,
and
all of Q's are (meth)acryloyl groups.

6. The polymerizable compound according to claim 5 ,
wherein m is 1,
n is 1 or 2, and
at least one of Z is —COO—.

7. The polymerizable compound according to claim 5 ,
wherein m is 2,
n is 1, and
Z is —COO— or —CONR 2 —.

8. A polymerizable composition comprising:
the polymerizable compound according to claim 1 .

9. The polymerizable composition according to claim 8 , further comprising:
another polymerizable liquid crystal compound other than the polymerizable compound which is represented by Formula (I).

10. The polymerizable composition according to claim 8 , further comprising:
a cross-linking agent.

11. The polymerizable composition according to claim 8 , further comprising:
two or more types of polymerizable compounds which are represented by Formula (I).

12. The polymerizable composition according to claim 8 , further comprising:
a chiral compound.

13. A film comprising:
a layer which is formed from the polymerizable composition according to claim 8 .

14. A film comprising:
two or more layers which are formed from the polymerizable composition according to claim 8 .

15. The film according to claim 13 ,
wherein selective reflection is exhibited, and
Δλ/λ which is a ratio of a half-value width Δλ of a wavelength region of the selective reflection to a center wavelength λ of the selective reflection is 0.09 or less.

16. A film comprising:
at least three layers which are formed from the polymerizable composition according to claim 8 ,
wherein the three layers are a layer in which a cholesteric liquid crystalline phase which has a center wavelength of selective reflection in a red light wavelength region is fixed, a layer in which a cholesteric liquid crystalline phase which has a center wavelength of selective reflection in a green light wavelength region is fixed, and a layer in which a cholesteric liquid crystalline phase which has a center wavelength of selective reflection in a blue light wavelength region is fixed.

17. A half mirror for displaying a projection image comprising:
the film according to claim 16 .

18. The half mirror for displaying a projection image according to claim 17 , further comprising:
a substrate which is inorganic glass or an acrylic resin.

19. The half mirror for displaying a projection image according to claim 17 , further comprising:
an anti-reflection layer on an uppermost surface.

20. The polymerizable compound according to claim 1 ,
wherein all of R 1 's are an ethyl group or an n-butyl group.

Assignees

• Fujifilm Corp

Inventors

• Katoh Shunya
• Nakazawa Yuki

Classifications

• C09K2019/0448

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

• C09K19/54

  Additives having no specific mesophase {characterised by their chemical composition} · CPC title

• C09K19/3068 Primary

  chain containing -COO- or -OCO- groups · CPC title

• G02B5/30

  Polarising elements (light-modulating devices with active elements G02F1/00) · CPC title

• C07C69/90 Primary

  with esterified hydroxyl and carboxyl groups · CPC title