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

Patent metadata

Field	Value
Publication number	US-2017190821-A1
Application number	US-201715465829-A
Country	US
Kind code	A1
Filing date	Mar 22, 2017
Priority date	Sep 25, 2014
Publication date	Jul 6, 2017
Grant date	—

Abstract

The present invention provides a polymerizable composition having low birefringence which contains at least two types of polymerizable compounds represented by Formula (I):
Q 1 -Sp 1 A-L m Sp 2 -Q 2   (I)
in the formula, A represents a phenylene or a trans-1,4-cyclohexylene, L represents —OC(═O)—, —OC(═O)O—, and the like, m represents 3 to 12, Sp 1 and Sp 2 represent an alkylene of which —CH 2 — may be substituted with —O— or the like, and the like, and Q 1 and Q 2 represent a polymerizable group, and the like, in which when a number obtained by dividing the number of trans-1,4-cyclohexylenes represented by A by m is set to mc, the polymerizable compounds include a polymerizable compound satisfying 0.5<mc<0.7 and a polymerizable compound satisfying 0.1<mc<0.3. A film such as a low birefringence phase difference film or a reflection film having high selectivity in a reflection wavelength range can be provided by using the polymerizable composition.

First claim

What is claimed is:

1 . A polymerizable composition, comprising:
at least two types of polymerizable compounds represented by Formula (I);
Q 1 -Sp 1 A-L m Sp 2 -Q 2   (I)

in the formula, A represents a phenylene group which may have a substituent or a trans-1,4-cyclohexylene group which may have a substituent, L represents a single bond or a linking group selected from the group consisting of —CH 2 O—, —OCH 2 —, —(CH 2 ) 2 OC(═O)—, —C(═O)O(CH 2 ) 2 —, —C(═O)O—, —OC(═O)—, —OC(═O)O—, —CH═CH—C(═O)O—, and —OC(═O)—CH═CH—, m represents an integer of 3 to 12, Sp 1 and Sp 2 each independently represent a single bond or a linking group selected from the group consisting of a linear alkylene group or a branched alkylene group having 1 to 20 carbon atoms, and a group in which one or two or more —CH 2 -'s in the linear alkylene group or the branched alkylene group having 1 to 20 carbon atoms are substituted with —O—, —S—, —NH—, —N(CH 3 )—, —C(═O)—, —OC(═O)—, or —C(═O)O—, Q 1 and Q 2 each independently represent a polymerizable group selected from the group consisting of a hydrogen atom or groups represented by Formula (Q-1) to Formula (Q-5) below, and any one of Q 1 and Q 2 represents a polymerizable group,

wherein when a number obtained by dividing the number of trans-1,4-cyclohexylene groups which may have a substituent and are represented by A by m is set to mc, at least one type of the polymerizable compounds satisfies 0.5<mc<0.7, and other at least one type of the polymerizable compound satisfies 0.1<mc<0.3.

2 . The polymerizable composition according to claim 1 ,
wherein in Formula (I), the substituent that the phenylene group and the trans-1,4-cyclohexylene group may have is selected from the group consisting of an alkyl group, an alkoxy group, and a group represented by —C(═O)—X 3 -Sp 3 -Q 3 , and here, X 3 represents a single bond, —O—, —S—, or —N(Sp 4 -Q 4 )-, or represents a nitrogen atom which forms a cyclic structure along with Q 3 and Sp 3 , Sp 3 and Sp 4 each independently represent a single bond or a linking group selected from the group consisting of a linear alkylene group or a branched alkylene group having 1 to 20 carbon atoms, and a group in which one or two or more —CH 2 -'s in the linear alkylene group or the branched alkylene group having 1 to 20 carbon atoms are substituted with —O—, —S—, —NH—, —N(CH 3 )—, —C(═O)—, —OC(═O)—, or —C(═O)O—, and Q 3 and Q 4 each independently represent any one polymerizable group selected from the group consisting of a hydrogen atom, a cycloalkyl group, a group in which one or two or more —CH 2 -'s in the cycloalkyl group are substituted with —O—, —S—, —NH—, —N(CH 3 )—, —C(═O)—, —OC(═O)—, or —C(═O)O—, or groups represented by Formula (Q-1) to Formula (Q-5).

3 . The polymerizable composition according to claim 1 ,
wherein in Formula (I), m is an integer of 3 to 5.

4 . The polymerizable composition according to claim 1 ,
wherein the compound represented by Formula (I) has a partial structure represented by Formula (II) below;

in the formula, R 1 and R 2 are each independently selected from the group consisting of a hydrogen atom, an alkyl group, an alkoxy group, and a group represented by —C(═O)—X 3 -Sp 3 -Q 3 , and here, X 3 represents a single bond, —O—, —S—, or —N(Sp 4 -Q 4 )-, or represents a nitrogen atom which forms a cyclic structure along with Q 3 and Sp 3 , Sp 3 and Sp 4 each independently represent a single bond or a linking group selected from the group consisting of a linear alkylene group or a branched alkylene group having 1 to 20 carbon atoms, and a group in which one or two or more —CH 2 -'s in the linear alkylene group or the branched alkylene group having 1 to 20 carbon atoms are substituted with —O—, —S—, —NH—, —N(CH 3 )—, —C(═O)—, —OC(═O)—, or —C(═O)O—, and Q 3 and Q 4 each independently represent any one polymerizable group selected from the group consisting of a hydrogen atom, a cycloalkyl group, a group in which one or two or more —CH 2 -'s in the cycloalkyl group are substituted with —O—, —S—, —NH—, —N(CH 3 )—, —C(═O)—, —OC(═O)—, or —C(═O)O—, or groups represented by Formula (Q-1) to Formula (Q-5).

5 . The polymerizable composition claim 4 ,
wherein R 1 and R 2 are each independently —C(═O)—X 3 -Sp 3 -Q 3 , and X 3 is —O—.

6 . The polymerizable composition according to claim 4 ,
wherein R 1 and R 2 are identical to each other.

7 . The polymerizable composition according to claim 4 , comprising:
at least one type of a compound represented by Formula (V) and at least one type of a compound represented by Formula (VI);

in the formulas, L 4 and L 5 each independently represent a single bond or a linking group selected from the group consisting of —C(═O)O—, —OC(═O)—, and —OC(═O)O—.

8 . The polymerizable composition according to claim 1 , wherein mass ratio of the polymerizable compounds satisfying 0.5<mc<0.7 and the polymerizable compound satisfying 0.1<mc<0.3 is 80:20 to 50:50.

9 . The polymerizable composition according to claim 7 , wherein mass ratio of the polymerizable compounds satisfying 0.5<mc<0.7 and the polymerizable compound satisfying 0.1<mc<0.3 is 80:20 to 50:50

10 . The polymerizable composition according to claim 1 , further comprising:
a cross-linking agent.

11 . The polymerizable composition according to claim 1 , further comprising:
a polymerization initiator.

12 . The polymerizable composition according to claim 1 , further comprising:
a chiral compound.

13 . A film, comprising:
a layer obtained by curing the polymerizable composition according to claim 1 .

14 . A film, comprising:
two or more layers obtained by curing the polymerizable composition according to claim 1 .

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

16 . The film according to claim 13 ,
wherein the film reflects visible light.

17 . A film, comprising:
at least three layers formed of the polymerizable composition according to claim 1 , wherein the three layers are a layer formed by immobilizing a cholesteric liquid crystalline phase having a center wavelength of selective reflection in a red light wavelength range, a layer formed by immobilizing a cholesteric liquid crystalline phase having a center wavelength of selective reflection in a green light wavelength range, and a layer formed by immobilizing a cholesteric liquid crystalline phase having a center wavelength of selective reflection in a blue light wavelength range.

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

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

20 . The half mirror for displaying a projection image according to claim 18 , further comprising:
an antireflection layer on an outermost surface.

Assignees

• Fujifilm Corp

Inventors

• Katoh Shunya
• Nakazawa Yuki
• Yoshikawa Masaru

Classifications

• C09D5/006

  Anti-reflective coatings · CPC title

• C09K19/544

  as dispersing or encapsulating medium around the liquid crystal · CPC title

• C09K19/36

  Steroidal liquid crystal compounds · CPC title

• C08J5/18

  Manufacture of films or sheets · CPC title

• C08G65/22

  Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring · CPC title