KR20130033964A - Composition and optical film - Google Patents

Abstract

PURPOSE: A composition and an optical film are provided to improve film forming property by partially generating crystallization of a polymerizable liquid-crystalline compound. CONSTITUTION: A composition contains a compound of chemical formula A, a compound with a mercapto group, and a photopolymerization initiator. Two or more compounds have the mercapto group.

Description

Compositions and Optical Films {COMPOSITION AND OPTICAL FILM}

The present invention relates to compositions and optical films.

As flat panel display apparatus FPD, the member containing optical films, such as a polarizing plate and a retardation plate, is used. As such an optical film, what was manufactured by apply | coating the composition containing a polymeric liquid crystal compound, a photoinitiator, and a solvent on a base material is known. For example, Patent Document 1 describes an optical film formed from a composition containing a polymerizable liquid crystal compound represented by the general formula (ix-1), a photopolymerization initiator, and a solvent.

[Patent Document 1] Japanese Unexamined Patent Publication No. 2010-31223

In the composition of the said patent document 1, when apply | coating on a base material, crystallization of a polymeric liquid crystal compound may arise partially in a coating film depending on the application | coating conditions. Therefore, the said composition had room for improvement by the point of film formability.

The present invention includes the following inventions.

[1] A composition comprising the following (A), (B) and (C).

(A) a compound represented by the formula (A)

[In the above formula (A),

X ¹ represents an oxygen atom, a sulfur atom or -NR ^1- . R ¹ represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

Y ¹ represents a C6-C12 monovalent aromatic hydrocarbon group which may have a substituent or a C3-C12 monovalent aromatic heterocyclic group which may have a substituent.

Q ³ and Q ⁴ each independently represent a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, an alicyclic hydrocarbon group having 3 to 20 carbon atoms, and a monovalent having 6 to 20 carbon atoms which may have a substituent. An aromatic hydrocarbon group, a halogen atom, a cyano group, a nitro group, -NR ² R ³ or -SR ² , or Q ³ and Q ⁴ are bonded to each other, and an aromatic ring or aromatic heterocycle together with the carbon atom to which they are bonded, respectively May be formed. R ² and R ³ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.

D ¹ and D ² are each independently a single bond, -C (= O) -O-, -C (= S) -O-, -CR 4 R 5 -, -CR 4 R 5 -CR 6 R 7 - , -O-CR ⁴ R ^5- , -CR ⁴ R ⁵ -O-CR ⁶ R ^7- , -CO-O-CR ⁴ R ^5- , -O-CO-CR ⁴ R ^5- , -CR ⁴ R ⁵ -O-CO-CR ⁶ R ^7- , -CR ⁴ R ⁵ -CO-O-CR ⁶ R ⁷ -or -NR ⁴ -CR ⁵ R ⁶ -or -CO-NR ^4- .

R ⁴ , R ⁵ , R ⁶ and R ⁷ each independently represent a hydrogen atom, a fluorine atom or an alkyl group having 1 to 4 carbon atoms.

G ¹ and G ² each independently represent a divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms, and the methylene group constituting the alicyclic hydrocarbon group may be substituted with an oxygen atom, a sulfur atom or -NH-, and the alicyclic hydrocarbon The methine group which comprises a group may be substituted by the tertiary nitrogen atom.

L ¹ and L ² each independently represent a monovalent organic group, and at least one of L ¹ and L ² is an organic group having a polymerizable group.]

(B) a compound having a mercapto group

(C) photopolymerization initiator

[2] The composition according to the above [1], wherein (B) is a compound having two or more mercapto groups.

[3] The above (A) is,

The composition as described in the above [1] or [2], wherein L ¹ of the formula (A) is a group represented by the formula (A1), and L ² is a group represented by the formula (A2).

P ¹ -F ^1- (B ¹ -A ¹ ) _k -E ^1- (A1)

P ² -F ^2- (B ² -A ² ) _l -E ^2- (A2)

[In the above formula (A1) and formula (A2),

B ¹ , B ² , E ¹ and E ² are each independently —CR ^{4 ′} R ^{5 ′} —, —CH ₂ —CH ₂ —, —O—, —S—, —CO—O—, —O—CO -O-, -CS-O-, -O-CS-O-, -CO-NR ^{1 '} -, -O-CH _2- , -S-CH ₂ -or a single bond.

A ¹ and A ² each independently represent a divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms or a divalent aromatic hydrocarbon group having 6 to 18 carbon atoms, and the methylene group constituting the alicyclic hydrocarbon group is an oxygen atom, a sulfur atom, or -NH. It may be substituted by-, and the methine group which comprises the said alicyclic hydrocarbon group may be substituted by the tertiary nitrogen atom.

k and l respectively independently represent the integer of 0-3. if k is an integer of 2 or more, a plurality of B ¹ are bonded to each other to different may be the same or different, a plurality of A ¹ may be subjected to a phase may be the same with each other. when l is an integer of 2 or more, a plurality of B ² are bonded to each other to different may be the same or different, a plurality of A ² may be different from each other may be the same.

F ¹ and F ² represents a divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms.

P ¹ represents a polymerizable group.

P ² represents a hydrogen atom or a polymerizable group.

R ^{1 '} represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

R ^{4 '} and R ^5' each independently represent a hydrogen atom, a fluorine atom or an alkyl group having 1 to 4 carbon atoms.]

[4] An optical film formed by polymerizing a compound represented by the formula (A) contained in the composition according to any one of [1] to [3].

[5] The optical film according to the above [4], having retardation.

[6] A polarizing plate comprising the optical film according to the above [4] or [5].

[7] A flat panel display device comprising the optical film according to the above [4] or [5].

According to this invention, the composition for optical film manufacture excellent in film-forming property, and the optical film formed from this composition can be provided.

1 is a schematic cross-sectional view showing an example of a polarizing plate according to the present invention.
2 is a schematic cross-sectional view showing an example of a liquid crystal display device according to the present invention.
3 is a cross-sectional schematic diagram showing an example of an organic EL display device according to the present invention.

1. Composition (hereinafter, the composition of the present invention is sometimes referred to as "the present composition")

This composition contains the compound represented by General formula (A) (henceforth called a "compound (A)"), the compound which has (B) thiol group, and (C) photoinitiator. This invention provides this composition, the optical film etc. which are formed using this composition, Hereinafter, this invention is demonstrated in detail, referring drawings as needed. In addition, dimensions, etc. in drawing are arbitrarily made for clarity.

1-1. Compound (A)

The composition comprises compound (A).

[In the above formula (A),

X ¹ represents an oxygen atom, a sulfur atom or -NR ^1- . R ¹ represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

Y ¹ represents a C6-C12 monovalent aromatic hydrocarbon group which may have a substituent or a C3-C12 monovalent aromatic heterocyclic group which may have a substituent.

Q ³ and Q ⁴ each independently represent a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, an alicyclic hydrocarbon group having 3 to 20 carbon atoms, and a monovalent having 6 to 20 carbon atoms which may have a substituent. An aromatic hydrocarbon group, a halogen atom, a cyano group, a nitro group, -NR ² R ³ or -SR ² , or Q ³ and Q ⁴ are bonded to each other, and an aromatic ring or aromatic heterocycle together with the carbon atom to which they are bonded, respectively May be formed. R ² and R ³ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.

D ¹ and D ² are each independently a single bond, -C (= O) -O-, -C (= S) -O-, -CR 4 R 5 -, -CR 4 R 5 -CR 6 R 7 - , -O-CR ⁴ R ^5- , -CR ⁴ R ⁵ -O-CR ⁶ R ^7- , -CO-O-CR ⁴ R ^5- , -O-CO-CR ⁴ R ^5- , -CR ⁴ R ⁵ -O-CO-CR ⁶ R ^7- , -CR ⁴ R ⁵ -CO-O-CR ⁶ R ⁷ -or -NR ⁴ -CR ⁵ R ⁶ -or -CO-NR ^4- .

R ⁴ , R ⁵ , R ⁶ and R ⁷ each independently represent a hydrogen atom, a fluorine atom or an alkyl group having 1 to 4 carbon atoms.

G ¹ and G ² each independently represent a divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms, and the methylene group constituting the alicyclic hydrocarbon group may be substituted with an oxygen atom, a sulfur atom or -NH-, and the alicyclic hydrocarbon The methine group which comprises a group may be substituted by the tertiary nitrogen atom.

L ¹ and L ² each independently represent a monovalent organic group, and at least one of L ¹ and L ² is an organic group having a polymerizable group.]

Examples of the alkyl group having 1 to 4 carbon atoms represented by R ¹ include methyl group, ethyl group, propyl group, isopropyl group, butyl group and sec-butyl group. Among these, an alkyl group having 1 to 3 carbon atoms is preferable, a methyl group and an ethyl group are more preferable, and a methyl group is particularly preferable.

As an aromatic hydrocarbon group represented by Y <^1> , Monocyclic aromatic hydrocarbon groups, such as a phenyl group; And polycyclic aromatic hydrocarbon groups (including condensed polycyclic aromatic hydrocarbon groups) such as naphthyl group, anthryl group, phenanthryl group and biphenyl group. Among these, a phenyl group and a naphthyl group are preferable and a phenyl group is more preferable.

Examples of the aromatic heterocyclic group represented by Y ¹ include monocyclic aromatic heterocyclic groups such as furyl group, pyrrolyl group, thienyl group, pyridinyl group and thiazolyl group; One or more hetero atoms, such as a nitrogen atom, an oxygen atom, and a sulfur atom, such as polycyclic aromatic heterocyclic groups (including condensed polycyclic aromatic heterocyclic groups) such as benzothiazolyl group, benzofuryl group and benzothienyl group The aromatic heterocyclic group mentioned above is mentioned. Among these, a furyl group, thienyl group, thiazolyl group, benzothiazolyl group, benzofuryl group and benzothienyl group are preferable.

The aromatic hydrocarbon group and aromatic heterocyclic group represented by Y ¹ may have a substituent (hereinafter, referred to as "substituent Z ¹ "). Examples of the substituent Z ¹ include a halogen atom, an alkyl group having 1 to 6 carbon atoms, a cyano group, a nitro group, a nitroso group, a carboxy group, an alkylsulfinyl group having 1 to 6 carbon atoms, an alkylsulfonyl group having 1 to 6 carbon atoms, and a fluoro having 1 to 6 carbon atoms. Alkyl group, C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 N-alkylamino group, C2-C12 N, N-dialkylamino group, C1-C6 N-alkyl Sulfamoyl group and C2-C12 N, N- dialkyl sulfamoyl group, etc. are mentioned.

Examples of the halogen atom in the substituent Z ¹ include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom. Among these, a fluorine atom, a chlorine atom, and a bromine atom are preferable.

Examples of the alkyl group in the substituent Z ¹ include the same ones as those exemplified as the alkyl group of R ¹ . Among these, a methyl group and an ethyl group are more preferable, and a methyl group is especially preferable.

In the substituent Z ¹ , the alkylsulfinyl group is methylsulfinyl, ethylsulfinyl, propylsulfinyl, isopropylsulfinyl, butylsulfinyl, isobutylsulfinyl, sec-butylsulfinyl, tert-butylsulfinyl and pentyl Sulfinyl group, hexylsulfinyl group, and the like. Among these, an alkylsulfinyl group having 1 to 4 carbon atoms is preferable, an alkylsulfinyl group having 1 to 2 carbon atoms is more preferable, and a methylsulfinyl group is particularly preferable.

Among the substituents Z ¹ , the alkylsulfonyl group is methylsulfonyl group, ethylsulfonyl group, propylsulfonyl group, isopropylsulfonyl group, butylsulfonyl group, isobutylsulfonyl group, sec-butylsulfonyl group, tert-butylsulfonyl group, pentyl Sulfonyl group, hexylsulfonyl group, and the like. Among these, a C1-C4 alkylsulfonyl group is preferable, a C1-C2 alkylsulfonyl group is more preferable, and a methylsulfonyl group is especially preferable.

Examples of the fluoroalkyl group in the substituent Z ¹ include a fluoromethyl group, trifluoromethyl group, fluoroethyl group, pentafluoroethyl group, heptafluoropropyl group, and nonafluorobutyl group. Among these, a C1-C4 fluoroalkyl group is preferable, a C1-C2 fluoroalkyl group is more preferable, and a trifluoromethyl group is especially preferable.

In the substituent Z ¹ , examples of the alkoxy group include methoxy group, ethoxy group, propoxy group, isopropoxy group, butoxy group, isobutoxy group, sec-butoxy group, tert-butoxy group, pentyloxy group and hexyloxy group. Can be mentioned. Among these, a C1-C4 alkoxy group is preferable, a C1-C2 alkoxy group is more preferable, and a methoxy group is especially preferable.

In the substituent Z ¹ , the alkylsulfanyl group is methylsulfanyl, ethylsulfanyl, propylsulfanyl, isopropylsulfanyl, butylsulfanyl, isobutylsulfanyl, sec-butylsulfanyl, tert-butylsulfanyl, or pentyl. Sulfanyl group, hexylsulfanyl group, etc. are mentioned. Among these, a C1-C4 alkylsulfanyl group is preferable, a C1-C2 alkylsulfanyl group is more preferable, and a methylsulfanyl group is especially preferable.

In the substituent Z ¹ , examples of the N-alkylamino group include N-methylamino group, N-ethylamino group, N-propylamino group, N-isopropylamino group, N-butylamino group, N-isobutylamino group, and N-sec-butylamino group. , N-tert-butylamino group, N-pentylamino group, N-hexylamino group and the like. Among these, a C1-C4 N-alkylamino group is preferable, a C1-C2 N-alkylamino group is more preferable, and an N-methylamino group is especially preferable.

In the substituent Z ¹ , as the N, N-dialkylamino group, N, N-dimethylamino group, N-methyl-N-ethylamino group, N, N-diethylamino group, N, N-dipropylamino group, N, N -Diisopropylamino group, N, N-dibutylamino group, N, N-diisobutylamino group, N, N-dipentylamino group, N, N-dihexylamino group, etc. are mentioned. Among these, a C2-C8 N, N-dialkylamino group is preferable, A C2-C4 N, N-dialkylamino group is more preferable, A N, N-dimethylamino group is especially preferable.

In the substituent Z ¹ , as the N-alkylsulfamoyl group, N-methylsulfamoyl group, N-ethylsulfamoyl group, N-propylsulfamoyl group, N-isopropylsulfamoyl group, N-butylsulfamoyl group, N -Isobutyl sulfamoyl group, N-sec-butyl sulfamoyl group, N-tert-butyl sulfamoyl group, N-pentyl sulfamoyl group, N-hexyl sulfamoyl group, etc. are mentioned. Among these, a C1-C4 N-alkylsulfamoyl group is preferable, a C1-C2 N-alkylsulfamoyl group is more preferable, and an N-methylsulfamoyl group is especially preferable.

In the substituent Z ¹ , as the N, N-dialkylsulfamoyl group, N, N-dimethylsulfamoyl group, N-methyl-N-ethylsulfamoyl group, N, N-diethylsulfamoyl group, N, N- Dipropylsulfamoyl group, N, N-diisopropylsulfamoyl group, N, N-dibutylsulfamoyl group, N, N-diisobutylsulfamoyl group, N, N-dipentylsulfamoyl group and N, N -Dihexyl sulfamoyl group etc. are mentioned. Among these, a C2-C8 N, N- dialkyl sulfamoyl group is preferable, A C2-C4 N, N- dialkyl sulfamoyl group is more preferable, A N, N- dimethyl sulfamoyl group is especially preferable. Do.

Substituent Z ¹ is a halogen atom, an alkyl group having 1 to 2 carbon atoms, a cyano group, a nitro group, an alkylsulfonyl group having 1 to 2 carbon atoms, a fluoroalkyl group having 1 to 2 carbon atoms, an alkoxy group having 1 to 2 carbon atoms, and 1 to 2 carbon atoms. An alkylsulfanyl group having 1 to 2 carbon atoms, an N-alkylamino group having 1 to 2 carbon atoms, an N, N-dialkylamino group having 2 to 4 carbon atoms and an alkylsulfamoyl group having 1 to 2 carbon atoms are preferable, and a halogen atom, a methyl group, a cyano group and a nitro group Groups, sulfo groups, carboxyl groups, trifluoromethyl groups, methoxy groups, methylsulfanyl groups, N, N-dimethylamino groups and N-methylamino groups are particularly preferred.

When Y ¹ is a monocyclic aromatic hydrocarbon group which may have a substituent or a monocyclic aromatic heterocyclic group which may have a substituent, examples of Y ¹ include groups represented by formulas (Y-1) to (Y-6), respectively. Can be.

[In the above formulas (Y-1) to (Y-6),

* Represents a bond number, and Z ¹ represents the substituent Z ¹ .

a1 is an integer of 0-5, a2 is an integer of 0-4, b1 is an integer of 0-3, b2 represents an integer of 0-2, respectively. R ⁸ represents a hydrogen atom or a methyl group.

Also, a1, a2, b1 Or when b2 is an integer of 2 or more, a plurality of Z ¹ may be the same as or different from each other.]

Among these, Y <^1> is especially preferable at the point which can manufacture a compound (A) easily, and a cost, as long as it is group represented by general formula (Y-1) or general formula (Y-3).

When Y ¹ is a polycyclic aromatic hydrocarbon group which may have a substituent or a polycyclic aromatic heterocyclic group which may have a substituent, Y ¹ is represented by the formulas (Y ¹ -1) to (Y ¹ -7), respectively. The group can be mentioned. Among these, groups represented by the formulas (Y ² -1) to (Y ² -6) are preferable.

[In the above formulas (Y ¹ -1) to (Y ¹ -7),

* Represents a bond number, and Z ¹ represents the substituent Z ¹ .

V ¹ and V ² each independently represent —CO—, —S—, —NR ⁹ —, —O—, —Se—, or —SO ₂ —. R ⁹ represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

W ¹ to W ⁵ each independently represent -CH = or -N =.

Provided that at least one of V ¹ , V ² and W ¹ to W ⁵ represents a hetero atom such as S, N, O or Se, or a group containing the hetero atom.

a represents the integer of 0-3.

b represents the integer of 0-2.

In addition, when a or b is an integer of 2 or more, some Z <^1> may mutually be same or different.]

Each of V ¹ and V ² is preferably -S-, -NR ⁹ -or -O-, and each of W ¹ to W ⁵ is preferably -CH = or -N =.

It is preferable that a is 0 or 1, and it is preferable that b is 0.

[In the above formulas (Y ² -1) to (Y ² -6),

*, Z ¹ , a, b, V ¹ , V ² and W ¹ have the same meanings as above.]

In the groups represented by the formulas (Y ² -1) to (Y ² -6), respectively, Z ¹ is a halogen atom, a methyl group, an ethyl group, isopropyl group, sec-butyl group, cyano group, nitro group, sulfo group, Nitroso group, carboxy group, trifluoromethyl group, methoxy group, methylsulfanyl group, N, N-dimethylamino group and N-methylamino group are preferable, and halogen atom, methyl group, ethyl group, isopropyl group, sec-butyl group and cyano group , Nitro group and trifluoromethyl group are more preferable, and methyl group, ethyl group, isopropyl group, sec-butyl group, pentyl group and hexyl group are particularly preferable.

The aliphatic hydrocarbon group represented by Q ³ and Q ⁴ is methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, 1-methylbutyl, 3 -Methylbutyl group, hexyl group, 1-methylpentyl group, 4-methylpentyl group, heptyl group, 1-methylhexyl group, 5-methylhexyl group, octyl group, 1-methylheptyl group, nonyl group, 1-methyl Octyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group and eicosyl group. Among these, an alkyl group having 1 to 12 carbon atoms is preferable, and a methyl group and an ethyl group are particularly preferable.

Examples of the alicyclic hydrocarbon group represented by Q ³ and Q ⁴ include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclononyl group, a cyclodecyl group, and the like. An alicyclic hydrocarbon group (cyclic alkyl group) having 3 to 12 carbon atoms is preferable.

Examples of the aromatic hydrocarbon group represented by Q ³ and Q ⁴ include a phenyl group, a biphenyl group, 1-naphthyl group, 2-naphthyl group, 1-fluorenyl group, 2-fluorenyl group, 3-fluorenyl group, and the like. A C6-C14 aromatic hydrocarbon group is preferable.

The aliphatic hydrocarbon group, alicyclic hydrocarbon group and aromatic hydrocarbon group represented by Q ³ and Q ⁴ may each have a substituent. As this substituent, what was illustrated as said Z <^1> is mentioned. It is a C1-C6 alkyl group represented by R <^2> and R <^3> , Especially, a C1-C4 alkyl group is preferable, A methyl group and an ethyl group are more preferable, A methyl group is especially preferable.

Q ³ and Q ⁴ may be bonded to each other to form an aromatic ring or an aromatic heterocycle. As a ring which Q <^3> and Q <^4> form, an aromatic heterocycle is preferable, For example, General formula (Q ') in a compound (A)

It is more preferable if the partial structure represented by is a partial structure represented by the general formula (Q).

[In the above formula (Q),

X ² is the same as the atom or group exemplified as X ¹ in formula (A), and Y ² is the same as the group exemplified as Y ¹ in formula (A).]

Formula (ar) in Compound (A)

Examples of the group represented by include groups represented by the formulas (ar-1) to (ar-135).

As the group represented by the formula (ar), the group represented by the formula (ar-86) is preferable, and the compound (A) containing a group represented by the formula (ar-86) is more prepared by the compound (A) itself. Since it is easy and it is easy to control the wavelength dispersion of the phase difference of the optical film formed from this composition containing this compound (A), it is preferable.

D ¹ and D ² are each independently —OC (═O) —, —OC (═S) —, —O—CR ⁴ R ⁵ —, —NR ⁴ —CR ⁵ R ⁶ — or —NR ⁴ —CO— Are preferred, more preferably * -OC (= O)-, * -OC (= S)-, * -O-CR ⁴ R ^5- , * -NR ⁴ -CR ⁵ R ⁶ -or * -NR ⁴ -CO-, more preferably * -OC (= O)-, * -OC (= S)-or * -NR ⁴ -CO-. * Represents the number of bonds with the benzene ring having Q ³ and Q ⁴ .

It is preferable that R <^4> , R <^5> , R <^6> and R <^7> are respectively independently a hydrogen atom or a C1-C4 alkyl group, and it is more preferable that they are a hydrogen atom, a methyl group, or an ethyl group.

Examples of the divalent alicyclic hydrocarbon group represented by G ¹ and G ² include a monocyclic hydrocarbon group and a crosslinked cyclic hydrocarbon group, and a 5- or 6-membered ring is preferable. Although the alicyclic hydrocarbon group may be saturated or unsaturated, a saturated alicyclic hydrocarbon group is preferable. Moreover, the alicyclic hydrocarbon group represented by G <^1> and G <^2> may be substituted by the methylene group which comprises it by an oxygen atom, a sulfur atom, or -NH-, and the methine group which comprises it may be substituted by the tertiary nitrogen atom. . That is, G ¹ and G ² may be a gear containing a hetero atom. Here, specific examples of G ¹ and G ² are represented by the formulas (g-1) to (g-10), respectively.

Hydrogen atoms contained groups alicyclic hydrocarbon divalent group represented by G ¹ and G ² is, may be substituted with a substituent (referred to as "the substituent Z ^2" in some cases hereinafter). As said substituent Z <^2> , C1-C4 alkyl groups, such as a methyl group, an ethyl group, isopropyl group, a tert- butyl group; C1-C4 alkoxy groups, such as a methoxy group and an ethoxy group; C1-C4 fluoroalkyl groups, such as a trifluoromethyl group; Fluoroalkoxy groups having 1 to 4 carbon atoms such as trifluoromethoxy group; Cyano; A nitro group; Halogen atoms, such as a fluorine atom, a chlorine atom, and a bromine atom, are mentioned.

Roneun G ¹ and G ² is preferably a divalent aliphatic hydrocarbon group represented by the following formula (g-1). In particular, G ¹ and G ² are both more preferably a cyclohexane-1,4-diyl group, trans- cyclohexane-1,4 is particularly preferred group of.

L ¹ and L ² in the formula (A) are each independently a monovalent organic group, and at least one of L ¹ and L ² is an organic group having a polymerizable group.

More preferably, L ¹ is a group represented by the formula (A1) (hereinafter referred to as "group (A1)" in some cases), and L ² is a group represented by the formula (A2) (hereinafter, in some cases "Group (A2)").

P ¹ -F ^1- (B ¹ -A ¹ ) _k -E ^1- (A1)

P ² -F ^2- (B ² -A ² ) _l -E ^2- (A2)

[In the above formula (A1) and formula (A2),

B ¹ , B ² , E ¹ and E ² are each independently —CR ^{4 ′} R ^{5 ′} —, —CH ₂ —CH ₂ —, —O—, —S—, —CO—O—, —O—CO -O-, -CS-O-, -O-CS-O-, -CO-NR ^{1 '} -, -O-CH _2- , -S-CH ₂ -or a single bond.

A ¹ and A ² each independently represent a divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms or a divalent aromatic hydrocarbon group having 6 to 18 carbon atoms, and the methylene group constituting the alicyclic hydrocarbon group is an oxygen atom, a sulfur atom, or -NH. It may be substituted by-, and the methine group which comprises the said alicyclic hydrocarbon group may be substituted by the tertiary nitrogen atom.

k and l respectively independently represent the integer of 0-3. if k is an integer of 2 or more, a plurality of B ¹ are bonded to each other to different may be the same or different, a plurality of A ¹ may be subjected to a phase may be the same with each other. when l is an integer of 2 or more, a plurality of B ² are bonded to each other to different may be the same or different, a plurality of A ² may be different from each other may be the same.

F ¹ and F ² represents a divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms.

P ¹ represents a polymerizable group.

P ² represents a hydrogen atom or a polymerizable group.

R ^{1 '} represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

R ^{4 '} and R ^5' each independently represent a hydrogen atom, a fluorine atom or an alkyl group having 1 to 4 carbon atoms.]

In the group (A1) and the group (A2), specific examples of the divalent alicyclic hydrocarbon group in A ¹ and A ² are the same as those exemplified as the divalent alicyclic hydrocarbon group of G ¹ and G ² , suitable examples are the same as those suitable examples of G ¹ and G ^2. The divalent aromatic hydrocarbon group in A ¹ and A ² may be monocyclic or may be polycyclic (including polycyclic and condensed polycyclic in which a plurality of aromatic rings are connected by a single bond). As a bivalent aromatic hydrocarbon group in A <^1> and A <^2> , what is respectively represented by general formula (a-1)-general formula (a-8) is mentioned. As the aromatic hydrocarbon group represented by A ¹ and A ² , a group having a symmetry axis or a symmetry plane is preferable.

The hydrogen atom contained in the alicyclic hydrocarbon group and aromatic hydrocarbon group in A <^1> and A <^2> may be substituted by the substituent. As a substituent may be mentioned alicyclic hydrocarbon groups represented by G ¹ and G ² the same as those exemplified as the substituent Z ² also in the case of having randomly.

As A ¹ and A ^2, each independently is preferably a 1,4-phenylene group or a cyclohexane-1,4-diyl, and is preferably a 1,4-phenylene group in that the preparation of the compound (A) becomes easier. Do.

B ¹ and B ² are preferably the same type of group, since this tends to be the production of the compound (A) readily. In addition, k, if l is 2 or more integer, B ² between the two B ¹ A, 2 A ^2, between ¹ is _{-CH 2 -CH 2 -, -C (} = O) -O-, - _{CO-NH-, -O-CH 2} - is a bond or, however, is preferred because this tends to become easier for producing a compound (a). In that it easy to form an optical film having a high liquid crystal 2 A B ¹ that is between ^1, B ² between the two A ² are preferably both -C (= O) -O-.

B ¹ bonded to F ¹ and B ² bonded to F ² are each independently -O-, -C (= O) -O-, -OC (= O)-, -OC (= O)- It is more preferable that it is O-, -CO-NH-, -NH-CO-, or a single bond.

It is preferable that k and l respectively independently represent the integer of 0-3, and it is more preferable that k and l are 0-2. 5 or less are preferable and, as for the sum total of k and l, 4 or less are more preferable. When k and l are the said ranges, there exists a tendency for a compound (A) to show liquid crystallinity more easily.

It is preferable that F <^1> and F <^2> are a C1-C12 alkanediyl group each independently, and it is more preferable that it is a linear alkanediyl group. In particular, an unsubstituted alkanediyl group is preferable. The hydrogen atom contained in the said alkanediyl group may be substituted by the C1-C5 alkoxy group or halogen atom. In addition, the methylene group contained in the said alkanediyl group may be substituted by the oxygen atom or -C (= O)-.

P ¹ and P ² are hydrogen atoms or polymerizable groups, at least one of which is a polymerizable group. In order to obtain the optical film which is excellent in hardness, this composition containing the compound (A) whose P <^1> and P <^2> are both polymeric groups is preferable.

A polymerizable group means group which can superpose | polymerize a compound (A), A vinyl group, a vinyloxy group, a styryl group, p- (2-phenylethenyl) phenyl group, acryloyl group, methacryloyl group, and acrylo Polymerizable groups having ethylenically unsaturated groups such as a monooxy group and a methacryloyloxy group; Carboxyl groups; Acetyl group; A hydroxy group; Carbamoyl group; An alkylamino group having 1 to 4 carbon atoms; Amino group; Oxiranyl group; An oxetanyl group, a formyl group, an isocyanato group, an isothio cyanato group, etc. are illustrated.

As the polymerizable group, a radical polymerizable group and a cation polymerizable group are preferable, and acryloyl group, methacryloyl group, acryloyloxy group and methacryloyloxy group are particularly preferable. Especially, it is preferable that a polymeric group is independently acryloyloxy group or a methacryloyloxy group, and it is especially preferable that it is acryloyloxy group.

In consideration of the ease of preparation of the compound (A), the group (A1) and the group (a2) are preferably the same species, that is, it is preferable that L ¹ and L ² are the same species.

Similarly, in compound (A), D ¹ and D ² are groups of the same species, and G ¹ and G ² are groups of the same species, that is, in compound (A), -D ¹ -G ¹ -L The group represented by ¹ and the group represented by -D ² -G ² -L ² are preferably groups of the same species. By doing in this way, a compound (A) can be manufactured more easily.

Specific examples of -D ¹ -G ¹ -L ¹ when L ¹ is a group (A1) and specific examples of -D ² -G ² -L ² when L ² is a group (A2) include And groups represented by the formulas (R-1) to (R-134), respectively.

In the formulas (R-1) to (R-134), n represents an integer of 2 to 12, preferably 3 to 10, and more preferably 4 to 8.

It is preferable that compound (A) whose L <^1> is group (A1) and L <^2> is group (A2) also satisfy | fills the relationship of following formula (1) and formula (2) further.

(N _π -4) / 3 <k + l + 4 (1)

12≤N _π ≤22 (2)

[In the above formulas (1) and (2), N _π is represented by the formula (A) in the aromatic ring of a portion except -D ¹ -G ¹ -L ¹ , -D ² -G ² -L ² . The number of pi electrons contained is shown. k and l have the same meaning as above.]

Examples of the compound (A) include the following compounds (i) to (xxvii). In addition, R ¹ in Table 1 represents -D ¹ -G ¹ -L ¹ , and R ² represents -D ² -G ² -L ² .

In Table 1, the compound (A) represented by (xvi) (Hereinafter, this compound (A) is called "compound (xvi)" according to the number in Table 1) is represented by Formula (ar). The group is a group represented by formula (ar-39), and the group represented by -D ¹ -G ¹ -L ¹ is the above-mentioned (R-1) to (R-48), (R-56) to (R- 120) and (R-129) to (R-131), and a group represented by -D ² -G ² -L ² includes the aforementioned (R-1) to (R-48) and It means the compound which is group chosen from the group which consists of (R-56)-(R-131).

For example, the compound (xvi) is a group represented by the formula (ar), a group represented by the formula (ar-39), and a group represented by -D ¹ -G ¹ -L ¹ includes the aforementioned (R-1) to A group selected from the group consisting of (R-48), (R-56) to (R-120), and (R-129) to (R-131), represented by -D ² -G ² -L ² The group is a compound selected from the group consisting of the aforementioned (R-1) to (R-48) and (R-56) to (R-131), and a group represented by the formula (ar-40), -D consisting of ¹ -G ^1, -L a group represented by the above-described ^first (R-1) ~ (R -48), (R-56) ~ (R-120) and (R-129) ~ (R -131) A group selected from the group, wherein a group represented by -D ² -G ² -L ² is selected from the group consisting of the above-mentioned (R-1) to (R-48) and (R-56) to (R-131) It means the mixture with the compound which becomes a group which becomes.

As a specific example of the compound of Table 1, the following compounds are mentioned, for example. Among the compounds (A) shown in Table 1, compound (i), compound (iii), compound (iv), compound (v), compound (viii), compound (ix), compound (x), compound (xv) Representative structural formulas of Compound (xvii), Compound (xviii), Compound (xix), Compound (xx), Compound (xxii), Compound (xxiii), Compound (xxiv) and Compound (xxv) are illustrated. The following chemical formulas shall include all stereoisomers. Moreover, it is preferable that all the cyclohexane- 1, 4- diyl groups of compound (i)-(xxv) are trans-cyclohexane- 1, 4- diyl groups.

In addition, examples of the compound (A) include those represented by general formulas (A1) to (A61).

Two * in the said general formula (A1) couple | bonds with either * of (A1-1)-(A1-8).

Two * in the said General formula (A2) couple | bonds with either * of (A2-1)-(A2-8).

Two * in the said general formula (A3) couple | bonds with either * of (A3-1)-(A3-8).

Two * in the said general formula (A4) couple | bonds with either * of (A4-1)-(A4-8).

Two * in the said general formula (A5) couple | bonds with either * of (A5-1)-(A5-8).

Two * in the said General formula (A6) couple | bonds with either * of (A6-1)-(A6-8).

Two * in the said General formula (A7) couple | bonds with either * of (A7-1)-(A7-8).

Two * in the said General formula (A8) couple | bonds with either * of (A8-1)-(A8-8).

Two * in the said General formula (A9) couple | bonds with either * of (A9-1)-(A9-8).

Two * in the said general formula (A10) couple | bonds with either * of (A10-1)-(A10-8).

Two * in the said general formula (A11) couple | bonds with either * of (A11-1)-(A11-8).

Two * in the said General formula (A12) couple | bonds with either * of (A12-1)-(A12-8).

Two * in the said general formula (A13) couple | bonds with either * of (A13-1)-(A13-8).

Two * in the said general formula (A14) couple | bonds with either * of (A14-1)-(A14-8).

Two * in the said general formula (A15) couple | bonds with either * of (A15-1)-(A15-8).

Two * in the said general formula (A16) couple | bonds with either * of (A16-1)-(A16-8).

Two * in the said general formula (A17) couple | bonds with either * of (A17-1)-(A17-8).

Two * in the said general formula (A18) couple | bonds with * in any one of (A18-1)-(A18-8).

Two * in the said general formula (A19) couple | bonds with either * of (A19-1)-(A19-8).

Two * in the said General formula (A20) couple | bonds with either * of (A20-1)-(A20-8).

Two * in the said general formula (A21) couple | bonds with either * of (A21-1)-(A21-8).

Two * in the said general formula (A22) couple | bonds with either * of (A22-1)-(A22-8).

Two * in the said General formula (A23) couple | bonds with either * of (A23-1)-(A23-8).

Two * in the said General formula (A24) couple | bonds with * in any one of (A24-1)-(A24-8).

Two * in the said general formula (A25) couple | bonds with either * of (A25-1)-(A25-8).

Two * in the said General formula (A26) couple | bonds with * in any one of (A26-1)-(A26-8).

Two * in the said General formula (A27) couple | bonds with either * of (A27-1)-(A27-8).

Two * in the said General formula (A28) couple | bonds with * in any one of (A28-1)-(A28-8).

Two * in the said General formula (A29) couple | bonds with either * of (A29-1)-(A29-8).

Two * in the said General formula (A30) couple | bonds with either * of (A30-1)-(A30-8).

Two * in the said general formula (A31) couple | bonds with either * of (A31-1)-(A31-8).

Two * in the said general formula (A32) couple | bonds with either * of (A32-1)-(A32-8).

Two * in the said General formula (A33) couple | bonds with either * of (A33-1)-(A33-8).

Two * in the said general formula (A34) couple | bonds with * in any one of (A34-1)-(A34-8).

Two * in the said general formula (A35) couple | bonds with either * of (A35-1)-(A35-8).

Two * in the said General formula (A36) couple | bonds with either * of (A36-1)-(A36-8).

Two * in the said General formula (A37) couple | bonds with either * of (A37-1)-(A37-8).

Two * in the said General formula (A38) couple | bonds with either * of (A38-1)-(A38-8).

Two * in the said general formula (A39) couple | bonds with either * of (A39-1)-(A39-8).

Two * in the said General formula (A40) couple | bonds with either * of (A40-1)-(A40-8).

Two * in the said general formula (A41) couple | bonds with either * of (A41-1)-(A41-8).

Two * in the said General formula (A42) couple | bonds with either * of (A42-1)-(A42-8).

Two * in the said general formula (A43) couple | bonds with either * of (A43-1)-(A43-8).

Two * in the said General formula (A44) couple | bonds with * in any one of (A44-1)-(A44-8).

Two * in the said General formula (A45) couple | bonds with either * of (A45-1)-(A45-8).

Two * in the said General formula (A46) couple | bonds with either * of (A46-1)-(A46-8).

Two * in the said General formula (A47) couple | bonds with either * of (A47-1)-(A47-8).

Two * in the said General formula (A48) couple | bonds with either * of (A48-1)-(A48-8).

Two * in the said general formula (A49) couple | bond with * in any one of (A49-1)-(A49-8).

Two * in the said General formula (A50) couple | bonds with either * of (A50-1)-(A50-8).

Two * in the said General formula (A51) couple | bonds with either * of (A51-1)-(A51-8).

Two * in the said General formula (A52) couple | bonds with either * of (A52-1)-(A52-8).

Two * in the said general formula (A53) couple | bonds with either * of (A53-1)-(A53-8).

Two * in the said general formula (A54) couple | bonds with either * of (A54-1)-(A54-8).

Two * in the said General formula (A55) couple | bonds with either * of (A55-1)-(A55-8).

Two * in the said General formula (A56) couple | bonds with * in any one of (A56-1)-(A56-8).

Two * in the said General formula (A57) couple | bonds with * in any one of (A57-1)-(A57-8).

Two * in the said General formula (A58) couple | bonds with either * of (A58-1)-(A58-8).

Two * in the formula (A59) are bonded to any one of (A59-1) to (A59-8).

Two * in the said general formula (A60) couple | bonds with either * of (A60-1)-(A60-8).

Two * in the said General formula (A61) couple | bonds with either * of (A61-1)-(A61-8).

In addition, the following can also be used as a compound (A).

Compound (A) has been described in condensation reactions, esterification reactions, Williamson reactions, Ullmann reactions, Wittich as described in Method der Organischen Chemie, Organic Reactions, Organic Syntheses, Comprehensive Organic Synthesis. Reaction, sif base generation reaction, benzylation reaction, sonogashira reaction, suzuki-miyaura reaction, negishi reaction, kumada reaction, hiyama reaction, Buchwald-hartwig reaction, Friedel-craft reaction, heck It can manufacture by combining suitably reaction, an aldol reaction, etc.

D ¹ and D ² a - g of the compound (A) in the case of -O-CO- example, a brief description of a method of manufacturing the same. First, a compound (compound (1-1)) represented by the formula (1-1) and a compound (compound (1-2)) represented by the formula (1-2) are prepared, respectively, and this compound (1-1) is prepared. ) And compound (1-2) to obtain a compound (compound (1-3)) represented by formula (1-3).

[Wherein, X ¹ , Y ¹ , Q ³ and Q ⁴ represent the same meaning as above.]

[Wherein, G ¹ , E ¹ , A ¹ , B ¹ , F ¹ , P ¹ and k have the same meaning as above.]

[Wherein X ¹ , Y ¹ , Q ¹ , Q ² , G ¹ , E ¹ , A ¹ , B ¹ , F ¹ , P ¹ and k have the same meaning as above.]

Subsequently, compound (A) can be manufactured by making compound (1-3) obtained react with compound (compound (1-4)) represented by General formula (1-4).

[Wherein, G ² , E ² , A ² , B ² , F ² , P ² and l have the same meaning as above.]

The reaction between the compound (1-1) and the compound (1-2) and the reaction between the compound (1-3) and the compound (1-4) are preferably carried out in the presence of an esterifying agent.

As esterification agent (condensing agent), 1-cyclohexyl-3- (2-morpholinoethyl) carbodiimidemetho-para-toluenesulfonate, dicyclohexylcarbodiimide, 1-ethyl-3- (3-dimethyl Aminopropyl) carbodiimide, 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (some water soluble carbodiimides are commercially available as Water Soluble Carbodiimide), bis (2,6-diisopropylphenyl Carbodiimides such as carbodiimide, bis (trimethylsilyl) carbodiimide, and bisisopropylcarbodiimide; 2-methyl-6-nitrobenzoic anhydride, 2,2'-carbonylbis-1H-imidazole, 1,1'-oxalyldiimidazole, diphenylphosphoryl azide, 1 (4-nitrobenzenesulfonyl ) -1H-1,2,4-triazole, 1H-benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate, 1H-benzotriazol-1-yloxytris (dimethylamino) phosphonium Hexafluorophosphate, N, N, N ', N'-tetramethyl-O- (N-succinimidyl) uroniumtetrafluoroborate, N- (1,2,2,2-tetrachloroethoxycarb Bonyloxy) succinimide, N-carbobenzoxoxysuccinimide, O- (6-chlorobenzotriazol-1-yl) -N, N, N ', N'-tetramethyluroniumtetrafluoroborate , O- (6-chlorobenzotriazol-1-yl) -N, N, N ', N'-tetramethyluronium hexafluorophosphate, 2-bromo-1-ethylpyridiniumtetrafluoroborate, 2-chloro-1,3-dimethylimidazolinium chloride, 2-chloro-1,3-dimethylimidazolinium Hexafluorophosphate, 2-chloro-1-methylpyridinium iodide, 2-chloro-1-methylpyridinium para-toluenesulfonate, 2-fluoro-1-methylpyridinium para-toluenesulfonate, triclo Rotate acetate pentachlorophenyl ester etc. are mentioned. Among them, dicyclohexylcarbodiimide, 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide, 1-ethyl-3- (3) as a condensing agent can be used because of the reactivity, cost and a wide range of solvents. -Dimethylaminopropyl) carbodiimide hydrochloride, bis (2,6-diisopropylphenyl) carbodiimide, bis (trimethylsilyl) carbodiimide, bisisopropylcarbodiimide, 2,2'-carbonylbis- 1H-imidazole is preferred.

Content of the compound (A) in this composition is represented by the content rate with respect to solid content of this composition, The range of 10-99.9 mass% is preferable, The range of 20-99 mass% is more preferable, 50-97 The range of mass% is more preferable, and the range of 80-95 mass% is especially preferable. If content of a compound (A) is the said range, the optical film obtained will be able to perform uniform polarization conversion in a wide wavelength range. Here, solid content means the quantity except the solvent mentioned later in this composition. In addition, in this composition, a compound (A) may be used independently and may use 2 or more types together.

1-2. Compound (B) having a mercapto group

It is preferable that it is a compound which has a 2 or more mercapto group as a compound (B) optionally called "compound (B)" which has (B) mercapto group (-SH) contained in this composition. By using a compound containing two or more mercapto groups, it is seen that when forming the optical film from the present composition, for example, when the present composition is applied on a substrate, film formation abnormality due to crystallization is suppressed and film formability is improved. The inventor found a new one.

As a compound (B), the aliphatic polyfunctional thiol compound which has two or more mercapto groups in an aliphatic group is preferable at the point which is difficult to disturb the orientation of a liquid crystal.

For example, the compound (B) which is an aliphatic multifunctional thiol compound includes hexanedithiol, decandithiol, 1,4-dimethylmercaptobenzene, butanediolbisthiopropionate, butanediolbisthioglycolate, ethylene glycol bisthioglycolate, Trimethylolpropane tristyoproionate, trimethylolpropane tristhioglycolate, pentaerythritol tetrakistyropropionate, pentaerythritol glyconate tris hydroxyethyl tristyropropionate, and the like. In addition to these compounds, thioglycolate, a thiopropionate, or the like of a polyvalent hydroxy compound can also be used.

Examples of the compound (B) available on the market include Karenz MTBD1, Karenz MTPE1 (Showa Denko, registered trademark), TMMP, PEMP, EGMP-4, and DPMP (manufactured by Sakai Kagaku).

As one suitable example of the compound (B), a compound containing an -O-CO-R-SH group (wherein R is a straight or branched alkanediyl group having 1 to 5 carbon atoms) (hereinafter, Compound (B1) "). Such compounds are typically represented by the following general formula (B1).

In the above formula (B1),

R is synonymous with the above, and m1 represents the integer of 2-6. B1 means a bond number (hydrolysis) for the B ¹ of the m1-valent aliphatic hydrocarbon group, m-valent alicyclic hydrocarbon group or a monovalent aromatic hydrocarbon group m1, m1 Garland, -O-CO-R-SH groups referred to herein.

Specifically, when a compound (B1) is illustrated, the compound represented by following General formula (2-1)-(2-13) is mentioned, respectively.

The range of 0.1 mass part-10 mass parts is preferable with respect to a total of 100 mass parts of this composition, and, as for content of the compound (B) in this composition, the range of 0.1 mass part-5 mass parts is more preferable. If it is in the said range, the polymerizable component in this composition can be polymerized without disturbing the orientation of a composition.

1-3. Photopolymerization Initiator (C)

The composition comprises a photopolymerization initiator. A photoinitiator is a compound which generate | occur | produces an active radical by the action of light, and can start superposition | polymerization of a compound (A). As a photoinitiator, an alkyl phenone compound, a benzoin compound, a benzophenone compound, an oxime compound, etc. are mentioned.

Examples of the alkylphenone compound include an α-aminoalkylphenone compound, an α-hydroxyalkylphenone compound, and an α-alkoxyalkylphenone compound.

Examples of the α-aminoalkylphenone compound include 2-methyl-2-morpholino-1- (4-methylsulfanylphenyl) propane-1-one and 2-dimethylamino-1- (4-morpholinophenyl) 2-benzylbutan-1-one and 2-dimethylamino-1- (4-morpholinophenyl) -2- (4-methylphenylmethyl) butan-1-one, etc. are mentioned, Preferably 2- Methyl-2-morpholino-1- (4-methylsulfanylphenyl) propan-1-one and 2-dimethylamino-1- (4-morpholinophenyl) -2-benzylbutan-1-one, etc. Can be mentioned. The α-aminoalkylphenone compound is a commercially available product such as Ilgacure (registered trademark) 369, 379EG, 907 (above, manufactured by BASF Japan Co., Ltd.) and Seikeol (registered trademark) BEE (manufactured by Seiko Kagaku Co., Ltd.). Also good.

Examples of the α-hydroxyalkylphenone compound include 2-hydroxy-2-methyl-1-phenylpropan-1-one and 2-hydroxy-2-methyl-1- [4- (2-hydroxyethoxy) Oligomers of phenyl] propan-1-one, 1-hydroxycyclohexylphenyl ketone, and 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propan-1-one, and the like. have. As said alpha-hydroxyalkyl phenone compound, you may use commercial items, such as a monocure 184, 2959, 127 (above, BASF Japan Corporation make), and the Sheikhol Z (made by Seiko Kagaku Corporation).

Examples of the α-alkoxyalkylphenone compound include diethoxy acetophenone, benzyl dimethyl ketal, and the like. As said alpha-alkoxyalkyl phenone compound, you may use commercial items, such as monocure 651 (above, BASF Japan Co., Ltd. product).

As said alkylphenone compound, the (alpha)-aminoalkyl phenone compound is preferable and the compound represented by general formula (C-1) is more preferable. If the photoinitiator contained in this composition is these compounds, it exists in the tendency which was excellent in the heat resistance and heat-and-moisture resistance of the optical film obtained.

[In Formula (C-1), Q ³ represents a hydrogen atom or a methyl group.)

As said benzoin compound, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, etc. are mentioned, for example.

Examples of the benzophenone compounds include benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenylsulfide and 3,3 ', 4,4'-tetra (tert-butyl Peroxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone, etc. are mentioned.

Examples of the oxime compound include N-benzoyloxy-1- (4-phenylsulfanylphenyl) butan-1-one-2-imine and N-benzoyloxy-1- (4-phenylsulfanylphenyl) octan-1-one 2-imine, N-acetoxy-1- [9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] ethane-1-imine and N-acetoxy-1- [9 -Ethyl-6- {2-methyl-4- (3,3-dimethyl-2,4-dioxacyclopentanylmethyloxy) benzoyl} -9H-carbazol-3-yl] ethane-1-imine, etc. are mentioned. Can be. As said oxime compound, you may use commercial items, such as monocure OXE-01, OXE-02 (above, BASF Japan make), N-1919 (made by ADEKA Corporation).

The said photoinitiator may use the said acetophenone compound, the said benzoin compound, the said benzophenone compound, the said oxime compound, etc. independently, and may use 2 or more types together. Among these, it is preferable to use an acetophenone compound as a photoinitiator. It is preferable that the usage-amount of the said acetophenone compound is 90 mass parts or more with respect to a photoinitiator whole quantity, and it is more preferable that the photoinitiator whole quantity is an acetophenone compound.

Content of the photoinitiator in this composition is represented by the content rate with respect to solid content of this composition, Preferably it is the range of 0.1 mass%-30 mass%, More preferably, it is the range of 0.5 mass%-10 mass%. . If it is in the said range, when superposing | polymerizing the polymerizable component contained in this composition, it can suppress more disturbing the orientation of a compound (A).

1-4. Liquid Crystal Compound (A ')

The composition of this invention may contain the liquid crystal compound (henceforth a "liquid crystal compound (A ')") different from a compound (A). As a specific example of the said liquid crystal compound (A '), the 3-non molecular chiral rod-type liquid crystal molecule of 3 molecular structure and liquid crystal of a liquid crystal handbook (created by a liquid crystal handbook editing committee, issued March 30, 2000) , The compound described in 3.3 chiral rod-type liquid crystal molecule, the compound of Unexamined-Japanese-Patent No. 2010-31223, etc. are mentioned. Especially, the compound which has a polymeric group and shows liquid crystallinity is preferable. The said liquid crystal compound (A ') may be used independently, or may be used in combination of 2 or more type.

As said liquid crystal compound (A '), the compound represented by General formula (3) (henceforth "compound (3)") etc. are mentioned, for example.

P ¹¹ -E ^11- (B ¹¹ -A ¹¹ ) _t -B ¹² -G (3)

[In the formula (3),

A <^11> represents the aromatic heterocycle which may have a substituent, the aromatic hydrocarbon group which may have a substituent, or the alicyclic hydrocarbon group which may have a substituent.

B ¹¹ and B ¹² are each independently -C≡C-, -CH = CH-, -CH ₂ -CH _2- , -O-, -S-, -CO-, -CO-O-, -CS- , -O-CO-O-, -CR ¹³ R ^14- , -CR ¹³ R ¹⁴ -CR ¹⁵ R ^16- , -O-CR ¹³ R ^14- , -CR ¹³ R ¹⁴ -O-CR ¹⁵ R ^16- , -CO-O-CR ¹³ R ^14- , -O-CO-CR ¹³ R ^14- , -CR ¹³ R ¹⁴ -O-CO-CR ¹⁵ R ^16- , -CR ¹³ R ¹⁴ -CO-O-CR ^{15 R 16 -, -NR 13 -CR} 14 R 15 -, -CH = N-, -N = N-, -CO-NR 16 -, -OCH 2 -, -OCF 2 -, -CH 2 O-, —CF ₂ O—, —CH═CH—CO—O— or a single bond. R <^13> -R <^16> represents a hydrogen atom or a C1-C4 alkyl group.

G is a hydrogen atom, a halogen atom, a C1-C13 alkyl group, a C1-C13 alkoxy group, a C1-C13 fluoroalkyl group, a C1-C13 N-alkylamino group, a cyano group, a nitro group, or -E ^12- P ¹² is represented.

E ¹¹ and E ¹² is an oxygen atom or a methylene group -CO- included in the alkanediyl group is a good hydrogen atom may be substituted with halogen atoms, the Al contained in the alkanediyl group represents an alkanediyl group having 1 to 18 Al, the Al It may be substituted.

P ¹¹ and P ¹² represent a polymerizable group.

t represents the integer of 1-5. When t is an integer of 2 or more, a plurality of B ¹¹ may be the same as or different from each other, and a plurality of A ¹¹ may be the same as or different from each other.]

Examples of the aromatic hydrocarbon ring represented by A ¹¹ include a benzene ring, a naphthalene ring, an anthracene ring and a phenanthroline ring, and examples of the aromatic heterocycle include a furan ring, a pyrrole ring, a thiophene ring, a pyridine ring and a thiazole ring. And benzothiazole rings. Especially, a benzene ring, a thiazole ring, and a benzothiazole ring are preferable. As an aromatic hydrocarbon ring or aromatic heterocycle represented by A <^11> , the bivalent group represented, respectively, by General formula (Ar-1)-(Ar-11) is mentioned.

[In the above formulas (Ar-1) to (Ar-11),

X ³ represents the same meaning as X ³ in the general formula (A). The plurality of X ¹ 's present in the same group may be the same as or different from each other.

Y ³ represents the same group as exemplified as Y ¹ in the formula (A).

Z ³ represents the same group as exemplified as Z ¹ in the formula (A).

W ^a and W ^b each independently represent a hydrogen atom, a cyano group, a methyl group, or a halogen atom.

m represents the integer of 0-6.

n represents the integer of 0-4.

o represents the integer of 0-2.

When m, n and o are integers of 2 or more, a plurality of Z ³ present in the same group may be the same as or different from each other.]

As an aromatic hydrocarbon ring or aromatic heterocycle represented by A <^11> , group represented by general formula (Ar-1) and general formula (Ar-7) is preferable, specifically, the following group is illustrated.

Carbon number of the alicyclic hydrocarbon group represented by A <^11> is 3-18, for example, it is preferable that it is the range of 5-12, and it is especially preferable that it is 5 or 6. Examples of the alicyclic hydrocarbon group represented by A ¹¹ include a cyclohexane-1,4-diyl group. Examples of the substituent which the alicyclic hydrocarbon group may have include a halogen atom and an alkyl group having 1 to 6 carbon atoms which may have a fluoro group, an alkoxy group having 1 to 6 carbon atoms which may have a fluoro group, a nitro group and a cyano group. .

Examples of the polymerizable groups represented by P ¹¹ and P ¹² include the same groups as those exemplified as the polymerizable groups represented by P ¹ and P ² of the compound (A). It is preferable that it can superpose | polymerize at low temperature (it can harden), a photopolymerizable group is preferable, a radically polymerizable group or a cationic polymerizable group is preferable, and since it is easy to handle especially, manufacture of compound (3) is also easy. As the polymerizable group represented by, P ¹¹ and P ¹² , groups represented by general formulas (P-1) to (P-5) are preferable.

[In the above formulas (P-1) to (P-5),

R ¹⁷ to R ²¹ each independently represent an alkyl group having 1 to 6 carbon atoms or a hydrogen atom. * Represents the number of bonds with B ^11. ]

E ¹¹ and E ¹² is an alkanediyl group having a carbon number of 1-18, a straight-chain alkanediyl group, or a branch point is one point Al of 1 to 12 carbon atoms are preferred.

Examples of the compound (3) include the following ones.

When this composition contains a liquid crystal compound (A '), 90 mass parts or less of liquid crystal compounds (A') are content with respect to 100 mass parts of total amounts of a liquid crystal compound (A ') and a compound (A), for example. It is 70 mass parts or less, More preferably, it is 40 mass parts or less.

The wavelength dispersion characteristic of the optical film formed by this composition can be controlled by this composition including a liquid crystal compound (A ') with a compound (A). Specifically, in the polymer [polymer of compound (A) or (co) polymer of compound (A) and liquid crystal compound (A ')] contained in an optical film, the content of the structural unit derived from the compound (A) and According to content of the structural unit derived from a liquid crystal compound (A '), the optical film which has a desired wavelength dispersion characteristic can be formed. When content of the structural unit derived from the compound (A) of the said polymer in an optical film increases, it exists in the tendency to show reverse wavelength dispersion characteristic more. In order to form the optical film which has a desired wavelength-dispersion characteristic, about 2-5 types of this composition from which content of the structural unit derived from a compound (A) differs are prepared, and about each this composition, the optical film of the same film thickness To obtain the phase difference value. And the compound necessary in order to obtain | require the correlation of content of the structural unit derived from a compound (A), and the phase difference value of an optical film from a result, and to give a desired phase difference value to the optical film in the said film thickness from the obtained correlation. What is necessary is just to determine content of the structural unit derived from (A).

1-5. Organic solvent

It is preferable that this composition contains a solvent, especially an organic solvent, in order to improve the operability of optical film manufacture. As an organic solvent, the organic solvent which can melt | dissolve the structural components of this composition, such as a compound (A), is preferable, Furthermore, the solvent inactive to the polymerization reaction, such as a compound (A), is more preferable. Specific examples thereof include alcohol solvents such as methanol, ethanol, ethylene glycol, isopropyl alcohol, propylene glycol, methyl cellosolve, butyl cellosolve, propylene glycol monomethyl ether and phenol; Ester solvents such as ethyl acetate, butyl acetate, ethylene glycol methyl ether acetate, γ-butyrolactone, propylene glycol methyl ether acetate and ethyl lactate; Ketone solvents such as acetone, methyl ethyl ketone, cyclopentanone, cyclohexanone, methyl amyl ketone and methyl isobutyl ketone; Non-chlorine aliphatic hydrocarbon solvents such as pentane, hexane and heptane; Non-chlorine aromatic hydrocarbon solvents such as toluene and xylene; Nitrile solvents such as acetonitrile; Ether solvents such as tetrahydrofuran and dimethoxyethane; Chlorine solvents, such as chloroform and chlorobenzene, etc. are mentioned. These organic solvents may be used independently and may be used in combination of multiple types. Among these organic solvents, alcohols, ester solvents, ketone solvents, non-chlorine aliphatic hydrocarbon solvents and non-chlorine aromatic hydrocarbon solvents are preferable. In particular, the constituent components [compound (A), compound (B) and photopolymerization initiator] constituting the present composition are excellent in compatibility, and include alcohol solvents, ester solvents, ketone solvents, non-chlorine aliphatic hydrocarbon solvents and chlorine aromatics. Since it can melt | dissolve also in a hydrocarbon solvent etc., the composition which can apply | coat on a suitable board | substrate and manufacture an optical film can be obtained, without using a chlorine-type solvent, such as chloroform.

Moreover, when this composition contains an organic solvent, 10 mass parts-10,000 mass parts are preferable with respect to 100 mass parts of solid content, More preferably, it is 100 mass parts-5000 mass parts. Moreover, solid content concentration in this composition becomes like this. Preferably it is 2 mass%-50 mass%, More preferably, it is 5-50 mass%.

In addition, this composition may contain additives, such as a photosensitizer, a leveling agent, and a chiral agent, as needed. Hereinafter, these additives which may optionally contain this composition are demonstrated.

1-6. Photosensitizer

As a photosensitizer, Xanthones, such as xanthone and thioxanthone; Anthracenes having substituents such as anthracene and alkyl ethers; Phenothiazine; Rubrene.

By using a photosensitizer, superposition | polymerization of a compound (A) etc. can be made highly sensitive. Moreover, as a usage-amount of a photosensitizer, it is 0.1 mass part-30 mass parts with respect to 100 mass parts of compounds (A), Preferably they are 0.5 mass part-10 mass parts.

1-7. Leveling agent

Examples of the leveling agent include organic modified silicone oil-based, polyacrylate-based, and perfluoroalkyl-based leveling agents. Specifically, for example, DC3PA, SH7PA, DC11PA, SH28PA, SH29PA, SH30PA, ST80PA, ST86PA, SH8400, SH8700, FZ2123 (above, manufactured by Toray Dow Corning Co., Ltd.), KP321, KP323, KP324, KP326, KP340 , KP341, X22-161A, KF6001 [above, all Shin-Etsukagaku Kogyo Co., Ltd.], TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF-4446, TSF4452, TSF4460 (above, all Momentive Performance Materials Japan joint venture), fluorinert (registered trademark) FC-72, copper FC-40, copper FC-43, copper FC-3283 (all manufactured by Sumitomo Industries Co., Ltd.), megapack (Registered trademark) R-08, East R-30, East R-90, East F-410, East F-411, East F-443, East F-445, East F-470, East F-477, East F -479, copper F-482, copper F-483 [more than, all manufactured by DIC Corporation], F-top (brand name) EF301, copper EF303, copper EF351, copper EF352 [more, all Mitsubishi Material Denshi Kasei Co., Ltd. ) Manufacture], Supron (registered trademark) S-381, copper S-382, copper S-383, copper S-393, copper SC-101, copper SC-105, KH-40, SA-100 [more than, AGC Seiko Chemical Co., Ltd.], brand names E1830, E5844 (manufactured by Daikin Fine Chemical Co., Ltd.), BM-1000, BM-1100, BYK-352, BYK-353, BYK-361N (all Trade name: BM Chemie Co., Ltd.); These leveling agents may be used independently and may use 2 or more types together.

By using a leveling agent, the optical film obtained can be smoothed more. Moreover, in the manufacturing process of an optical film, the fluidity | liquidity of a composition (A) can be controlled, and the crosslinking density of the optical film obtained by superposing | polymerizing a compound (A) etc. can be adjusted. In addition, the usage-amount of a leveling agent is 0.1 mass part-30 mass parts with respect to 100 mass parts of compounds (A), Preferably, they are 0.5 mass part-10 mass parts.

1-8. Chiralje

As a chiral agent, a well-known chiral agent (for example, a liquid crystal device handbook, Chapter 3 Section 4-3, a chiral agent for TN and STN, page 199, described in the 142 committee of the Japan Academic Society, 1989) can be used.

A chiral agent generally contains an asymmetric carbon atom, but a layered asymmetric compound or a surface asymmetric compound that does not contain an asymmetric carbon atom can also be used as the chiral agent. Examples of the layered asymmetric compound or the surface asymmetric compound include vinaphthyl, helicene, paracyclophane and derivatives thereof.

For example, Japanese Patent Laid-Open No. 2007-269640, Japanese Patent Laid-Open No. 2007-269639, Japanese Patent Laid-Open No. 2007-176870, Japanese Patent Laid-Open No. 2003-137887, Japanese Patent Laid-Open No. 2000-515496 The compound as described in Unexamined-Japanese-Patent No. 2007-169178 and Unexamined-Japanese-Patent No. 9-506088 is mentioned, Preferably paliocolor (trademark) LC756 by BASF Japan Co., Ltd. is mentioned. Can be mentioned.

The usage-amount of a chiral agent is 0.1 mass part-30 mass parts, for example with respect to 100 mass parts of compounds (A), Preferably they are 1.0 mass part-25 mass parts. If it is in the said range, when superposing | polymerizing the polymeric component contained in a composition, it can suppress more disturbing the orientation of a compound (A).

2. optical film

Next, the optical film (henceforth called "this optical film") formed from this composition is demonstrated.

This optical film superposes | polymerizes the polymerizable component contained in this composition mentioned above. This optical film is a film which can transmit light, and is a film which has an optical function. Optical function means refraction, birefringence and the like.

This optical film is excellent in transparency in a visible light region, and can be used as a member for various display devices. Although the thickness of this optical film can adjust the use of this optical film more appropriately, for example, what is necessary is just to adjust suitably according to the phase difference value, It is preferable that it is 0.1 micrometer-10 micrometers, and 0.2 in the point which makes photoelasticity small It is more preferable that they are micrometers-5 micrometers.

When using this optical film for a display apparatus, this optical film may be used by a single | mono layer, you may laminate | stack a plurality of this optical film, and may make it a laminated body, and may combine with another film. By using in combination with another film, it can use for retardation film, a viewing angle compensation film, a viewing angle expansion film, an antireflection film, a polarizing film, a circularly polarizing film, an elliptically polarizing film, a brightness improving film, etc.

In particular, the present optical film, by changing the optical properties in accordance with the alignment state of the compound (A), VA (vertical alignment) mode, IPS (in-plane switching) mode, OCB (optically compensated bend) mode, TN (twisted nematic) It can adjust as retardation film for various liquid crystal display devices, such as a) mode and a super twisted nematic (STN) mode.

2-1. Retardation film

Retardation film, which is a kind of optical film, is one of the preferred embodiments of the present optical film. This retardation film is used for converting linearly polarized light into circularly polarized light or elliptically polarized light, conversely converting circularly or elliptically polarized light into linearly polarized light, or converting the polarization direction of linearly polarized light.

As the retardation film, n _x , the refractive index in the direction orthogonal to the slow axis in the plane (n phase, n _y , the refractive index in the thickness direction) In the case of n _z , it is known to be classified as follows. In other words,

a positive A plate of n _x > n _y ≒ n _z ,

a negative C plate of n _x ≒ n _y > n _z ,

a positive C plate of n _x ≒ n _y <n _z ,

and a positive O plate and a negative O plate of n _x ≠ n _y ≠ n _z .

What is necessary is just to select the phase difference value of the said retardation film suitably in the range of 30 nm-300 nm by the display apparatus used.

When using the said retardation film with a broadband (lambda) / 4 plate, Re (549) may adjust to 113-163 nm, Preferably it is 130 nm-150 nm. When using as a wideband (lambda) / 2 board, Re (549) may be adjusted to 250 nm-300 nm, Preferably it is 265 nm-285 nm. If the phase difference value is the above-mentioned value, it exists in the tendency which can polarize-convert uniformly with respect to the light of a wide range of wavelengths, and is preferable. Here, the broadband λ / 4 plate is a retardation film expressing a 1/4 phase difference value with respect to the light of each wavelength, and the broadband λ / 2 plate is a phase difference of 1/2 of the light with respect to the light of each wavelength. It is a retardation film which expresses a value. Re mentioned here is mentioned later.

Moreover, by adjusting content of the compound (A) and liquid crystal compound (A ') in this composition suitably, a film thickness can be adjusted so that a desired phase difference may be provided. Since the retardation value (retardation value, Re (λ)] of the retardation film obtained is determined as in the general formula (4), in order to obtain a desired Re (λ), the Δn (λ) and the film thickness d are appropriately adjusted. do.

Re (λ) = d × n (λ) (4)

(In the above formula, Re (λ) represents the retardation value at the wavelength λ nm, d represents the film thickness, and Δn (λ) represents the birefringence at the wavelength (λ nm).)

2-2. Manufacturing method of this optical film

This optical film is prepared by preparing a suitable base material, applying the present composition onto this base material, and drying to polymerize the compound (A) contained in the present composition or the compound (A) and the liquid crystal compound (A '). can do. Hereinafter, an example of the manufacturing method of this optical film is demonstrated.

2-2-0. Preparation of Equipment

As a base material which can be used for manufacture of this optical film, glass, a plastic sheet, a plastic film, and a translucent film are preferable, for example. Examples of the light-transmitting film include polyolefin films such as polyethylene, polypropylene, and norbornene-based polymers, polyvinyl alcohol films, polyethylene terephthalate films, polymethacrylic acid ester films, polyacrylic acid ester films, cellulose ester films, polyethylene, A phthalate film, a polycarbonate film, a polysulfone film, a polyether sulfone film, a polyether ketone film, a polyphenylene sulfide film, a polyphenylene oxide film, etc. are mentioned.

Moreover, the orientation film may be formed in the surface which apply | coats this composition of this base material.

2-2-1. Production of Unpolymerized Film

By apply | coating this composition on a base material, an unpolymerized film can be obtained on this base material. When an unpolymerized film shows liquid crystal phases, such as a nematic phase, it has birefringence by monodomain orientation.

Application methods onto the substrate are, for example, extrusion coating, direct gravure coating, reverse gravure coating, CAP (cap) coating, die coating, inkjet, dip coating, slit coating, spin coating and bar coater. Application | coating by etc. are mentioned. Among them, the CAP coating method, the inkjet method, the dip coating method, the slit coating method and the bar coater are preferable in that the present composition can be continuously applied onto the substrate in a roll-to-roll format. According to the present composition, even when an unpolymerized film is formed by any of the above-described coating methods, the constituents of the present composition (polymerizable liquid crystal compounds such as compound (A), etc.) crystallize in the unpolymerized film. It can be prevented favorably.

You may use this optical film in the state laminated | stacked with the said base material. By laminating | stacking the said base material on this optical film, when carrying a film, storing, etc., damage to this optical film is suppressed and it can be handled easily.

As described above, when manufacturing the present optical film, the present invention was described as it is, or after applying the present composition after forming the alignment film on the substrate, but after forming the alignment film on the substrate in advance, and then on the alignment film It is preferable to apply this composition. When using the base material in which the alignment film was formed in this way, since it is not necessary to perform refractive index control by extending | stretching with respect to this optical film, in-plane fluctuation of birefringence becomes small. Therefore, the large this optical film which can respond also to enlargement of a flat panel display device FPD can be manufactured.

As a method of forming the alignment film, a method of using an alignment polymer imparted with an orientation control force by rubbing (hereinafter referred to as a "rubbing method" in some cases), or a photo-alignment polymer imparted with an orientation control force by irradiating polarized light is used. (Hereinafter referred to as the "optical alignment method" in some cases), a method of depositing silicon oxide on the surface of the substrate in all directions, and a method of forming a monomolecular film having a long-chain alkyl group by using the Langmuir blowjet method (LB method). Can be mentioned. Especially, the rubbing method and the photo-alignment method are preferable from a viewpoint of the orientation uniformity of the compound (A) contained in this composition, the processing time of this optical film manufacture, and a processing cost, and the photo-alignment method is more preferable. As an oriented film, even if this composition is apply | coated on it, it is preferable to have solvent resistance of the grade which does not melt | dissolve in the component contained in this composition, for example, the solvent contained in this composition. In addition, the alignment film is also required to have heat resistance against heat removal during the liquid crystal alignment of the solvent (A) and the liquid crystal compound (A '), and adhesion to a base material, which is a base material, from the undried film. do.

When the alignment film is formed by the rubbing method, examples of the oriented polymer used in the rubbing method include polyamides and gelatin having amide bonds in the molecule, polyimides having imide bonds in the molecule, and polyamic acid and polyhydrolysates thereof. And polymers such as vinyl alcohol, alkyl modified polyvinyl alcohol, polyacrylamide, polyoxazole, polyethyleneimine, polystyrene, polyvinylpyrrolidone, polyacrylic acid or polyacrylic acid esters. As the material for forming the alignment film, commercially available products such as Sunever (registered trademark, manufactured by Nissan Kagaku Kogyo Co., Ltd.) or an optimizer (registered trademark, manufactured by JSR Co., Ltd.) may be used.

In the case where the alignment film is formed by the photo-alignment method, examples of the photo-alignment polymer used in the photo-alignment method include polymers having a photosensitive structure. When polarized light is irradiated to the polymer which has a photosensitive structure, the photo-alignable polymer is orientated by isomerizing or bridge | crosslinking the irradiated part, and orientation control force is given to the film | membrane which consists of a photo-alignable polymer. Examples of the photosensitive structure include azobenzene structure, maleimide structure, chalcone structure, cinnamic acid structure, 1,2-vinylene structure, 1,2-acetylene structure, spiropyran structure, spirobenzopyran structure and fulgide structure. Can be mentioned. These polymers may be used independently and may be used together 2 or more types. These polymers can be obtained using polycondensation by dehydration, deamine, or the like, chain polymerization such as radical polymerization, anionic polymerization, cationic polymerization, coordination polymerization, ring-opening polymerization, or the like using a monomer having a photosensitive structure. In addition, a plurality of types of monomers having different photosensitive structures may be used, and these copolymers may be used. Such photo-alignment polymers include Japanese Patent No. 4450261, Japanese Patent No. 4011652, Japanese Patent Application Laid-Open No. 2010-49230, Japanese Patent No. 4404090, Japanese Patent Publication No. 2007-156439, and Japanese Patent Publication No. 2007- Photo-alignment polymer described in 232934 etc. is mentioned.

In order to form the alignment film on the substrate, the alignment polymer and the photo-alignment polymer are each a solution (composition film formation composition) dissolved in a solvent, and the method of applying the composition for formation of the alignment film on the substrate is preferable. Although the solvent used for the composition for oriented film formation can be suitably selected according to the kind of the orientation polymer, photo-alignment polymer, etc. which are dissolved in this solvent, Specifically, water, methanol, ethanol, ethylene glycol, isopropyl alcohol, propylene glycol Alcohol solvents such as ethylene glycol methyl ether, ethylene glycol butyl ether or propylene glycol monomethyl ether; Ester solvents such as ethyl acetate, butyl acetate, ethylene glycol methyl ether acetate, γ-butyrolactone, propylene glycol methyl ether acetate or ethyl lactate; Ketone solvents such as acetone, methyl ethyl ketone, cyclopentanone, cyclohexanone, 2-heptanone or methyl isobutyl ketone; Aliphatic hydrocarbon solvents such as pentane, hexane or heptane; Aromatic hydrocarbon solvents, such as toluene or xylene, Nitrile solvents, such as acetonitrile; Ether solvents such as tetrahydrofuran or dimethoxyethane; Chlorine solvents, such as chloroform or chlorobenzene, etc. are mentioned. These organic solvents may be used independently and may be used in combination of multiple types.

In order to form an alignment film from the composition for forming an alignment film, as described above, first, the composition for forming an alignment film is coated on the substrate. As a coating method, the method similar to what was illustrated as a method of apply | coating this composition demonstrated on a base material can be employ | adopted. Also in this case, the method which can apply this composition on a base material continuously in a roll-to-roll form is preferable at the point of commercial production.

Subsequently, the coating film (coating film for orientation film formation) which apply | coated the composition for orientation film formation on the base material is dried, and low boiling point components, such as a solvent contained in the said composition for orientation film formation, are removed from the coating film for alignment film formation.

As a drying method, the method of natural drying, ventilation drying, heat drying, reduced pressure drying, or these combination is mentioned, for example. As specific drying temperature, it is preferable that it is 10 degreeC-250 degreeC, and it is more preferable that it is 25 degreeC-200 degreeC. Moreover, as drying time, although it changes with the kind of solvent contained in the used composition for oriented film formation, it is preferable that it is for 5 second-60 minutes, and it is more preferable for 10 seconds-30 minutes. If a drying temperature and drying time are in the said range, when any one of said base materials is used, damage to the said base material can be suppressed.

In this way, an orientation regulation force is applied to the coating film for alignment film formation formed on the base material by the method demonstrated previously, and an alignment film is formed. Here, the rubbing method and the photo-alignment method which were illustrated as a preferable method of providing orientation control force are explained in full detail.

As a method of imparting an orientation regulating force to the coating film for forming the alignment film by a rubbing method, for example, a rubbing roll is prepared in which a rubbing cloth is wound and rotated, and a laminate on which a coating film for forming an alignment film is formed is placed on a stage, By conveying toward the rotating rubbing roll, the method of making the said coating film for oriented film formation and the rotating rubbing roll contact is mentioned.

What is necessary is just to carry out as follows, for example, in order to provide an orientation control force to the said coating film for orientation film formation so that the direction of an orientation regulation force may mutually be separated by the rubbing method. In addition, the alignment film which has several pattern area | regions in which the directions of the orientation regulation force from m mutually differ is called "patterned alignment film."

First, a first rubbing treatment is performed on the surface of the coating film for forming an alignment film without passing through a mask. By this 1st rubbing process, the direction of the orientation regulation force of the said whole surface is made to correspond to a 1st rubbing process direction. Subsequently, a mask (first mask) is laminated on the alignment film formation coating film after the first rubbing treatment, and a second rubbing treatment is performed along a second rubbing treatment direction different from the first rubbing treatment direction. By this second rubbing process, the direction of the orientation regulating force of the second pattern region is changed to correspond to the second rubbing process direction. Even if this 2nd rubbing process is performed, since the area | region covered with the 1st mask is not rubbed among the surfaces of the said coating film for orientation film formation, the orientation control force by the said 1st rubbing process is maintained. Thereby, the patterned alignment film which has a some pattern area from which the direction of an orientation regulation force mutually differs can be obtained.

Further, on the alignment polymer film after the drying, a first mask having a gap portion corresponding to the first pattern region (the remaining region is a seal portion) is laminated, and a first rubbing treatment is performed. A patterned alignment film can also be formed by laminating a second mask (the remaining region is a seal portion) having a gap corresponding to the two pattern regions and performing a second rubbing process. Further, by repeatedly performing a rubbing process through three or more kinds of masks, a patterned alignment film having three or more pattern regions in which the directions of the orientation regulating force differ from each other can also be created.

The mask for producing a patterned alignment film has, for example, a pattern in which stripe-shaped seal portions and stripe-shaped void portions are arranged side by side alternately with the same width. The width | variety of a real part and a space | gap part is set equal to the pitch of the arrangement | positioning of the row direction or column direction of several pixel of a display element substrate. Materials for masks include metals such as SUS (stainless steel), iron and aluminum plates, PMMA (methyl methacrylate), PET (polyethylene terephthalate), PP (polypropylene), PE (polyethylene), and PC ( Plastics such as polycarbonate), and the like may be used as long as the material is not crushed by a rubbing treatment. Moreover, 20 micrometers-5 mm are preferable, and, as for the film thickness of a mask, 30 micrometers-1 mm are more preferable.

Next, the optical alignment method which gives an orientation regulation force by the photo-alignment method about the coating film for orientation film formation is demonstrated.

In order to provide orientation control force by the photo-alignment method, polarized light irradiation (for example, linearly polarized ultraviolet light) is performed on the coating film for orientation film formation. Polarized light irradiation can be performed using the apparatus of Unexamined-Japanese-Patent No. 2006-323060, for example. For example, a patterned alignment film can be formed by preparing a photomask corresponding to a plurality of desired regions on the coating film for forming an alignment film, and repeatedly performing polarized light irradiation (for example, linearly polarized ultraviolet light) through the photomask for each region. Can be. As said photomask, what provided the light shielding pattern on films, such as quartz glass, soda-lime glass, or polyester, is mentioned, for example.

The part exposed by the light shielding pattern is blocked by the exposure light, and the part which is not covered is transmitted by the exposed light. Since the influence of thermal expansion is small, quartz glass is preferable as a base material used for a photomask.

A patterned alignment film can also be formed by the photo-alignment method. Here is an example. First, an agent having a first polarization direction in a coating film for forming an alignment film (including a photo-alignment polymer) through a first photomask having a gap corresponding to the first pattern region (the remaining region is a light shielding pattern). 1 polarized light is irradiated (1st polarized light irradiation). By this 1st polarization irradiation, the direction of the orientation regulation force of a said 1st pattern area | region corresponds to the said 1st polarization direction. Subsequently, a second polarization direction different from the first polarization direction (for example, with respect to the first polarization direction) through a second photomask having a gap corresponding to the second pattern region (the remaining region is a light shielding pattern). 2nd polarized light which has a perpendicular direction) is irradiated (2nd polarized light irradiation). By this 2nd polarization irradiation, the direction of the orientation regulation force of the said 2nd pattern area | region 12 is made to correspond to the said 2nd polarization direction. Thereby, the orientation film which has some pattern area from which the direction of orientation regulation force differs from each other can be obtained. In addition, by repeatedly performing polarized light irradiation through three or more types of photomasks, the patterned alignment film which has three or more pattern areas from which the direction of an orientation regulation force differs can also be created. From the point of view of the reactivity of the photo-alignment polymer, the light irradiated with each polarized light irradiation is preferably ultraviolet light.

Thus, the film thickness of the alignment film or patterned alignment film formed on a base material is 10 nm-10000 nm, for example, Preferably it is 10 nm-1000 nm. By setting it as such a range, the liquid crystalline component [compound (A) and liquid crystal compound (A ')] contained in this composition can be orientated at a desired angle.

2-2-2. Polymerization of Unpolymerized Films

An optical film can be obtained by superposing | polymerizing and hardening the compound (A) contained in the said unpolymerized film formed on the base material or the orientation film, or the compound (A) and liquid crystal compound (A ') contained in an unpolymerized film. have. The optical film is fixed in the orientation of the compound (A), and hardly affected by the change in birefringence due to heat.

As a method of polymerizing a compound (A) or a compound (A) and a liquid crystal compound (A '), a photopolymerization method is preferable. According to the photopolymerization method, since the polymerization can be carried out at a low temperature, the selection range of the heat resistance of the substrate to be used increases. The photopolymerization reaction is carried out by irradiating the unpolymerized film with visible light, ultraviolet light or laser light. In terms of handling, ultraviolet light is particularly preferred.

Although the unpolymerized film can be hardened as it is by irradiating the unpolymerized film formed by apply | coating this composition on a base material or an orientation film as it is, it is preferable to dry the said unpolymerized film, and to remove a solvent from the said unpolymerized film. desirable. In this way, even when the unpolymerized film is dried, it is possible to satisfactorily prevent crystallization of the constituent components (polymerizable liquid crystal compounds such as compound (A)) of the present composition in the unpolymerized film.

In addition, although removal of a solvent may be performed in parallel with a polymerization reaction, it is preferable to remove most solvents before superposing | polymerizing. As the removal method, the method similar to what was illustrated as a drying method in the formation method of an oriented film is employ | adopted. Especially, natural drying or heat drying is preferable, The temperature at the time of natural drying or heat drying is preferable, The range of 0 degreeC-250 degreeC is more preferable, The range of 50 degreeC-220 degreeC is more preferable, 80 degreeC-170 degreeC The range of ° C is more preferable.

10 second-60 minutes are preferable, and, as for heat time, More preferably, they are 30 second-30 minutes. If heating temperature and a heat time exist in the said range, as a base material, what does not necessarily need sufficient heat resistance can be used.

After superposing | polymerizing a compound (A) etc. and hardening an unpolymerized film, the film (laminated film) in which the orientation film and this optical film were laminated | stacked can be obtained by peeling a base material. In addition, the alignment film can be peeled off to obtain a monolayer present optical film. Moreover, after bonding another base material (film or plate) to the said laminated | multilayer film, transfer can also be performed by peeling the base material and the orientation film laminated | stacked on this optical film.

3. Polarizer

This optical film can be used for polarizing plate manufacture, for example. The said polarizing plate has one or more this optical film (including the case where this optical film is retardation film) mentioned above.

As this polarizing plate, as shown to FIG. 1 (a)-FIG. 1 (e), (1) the polarizing plate 4a by which this optical film 1 and the polarizing film layer 2 were directly laminated | stacked (FIG. 1 (a) )]; (2) Polarizing plate 4b (FIG. 1 (b)) by which this optical film 1 and polarizing film layer 2 were bonded through the adhesive bond layer 3; (3) The polarizing plate 4c which laminated | stacked this optical film 1 and this optical film 1 ', and further laminated | stacked this optical film 1' and the polarizing film layer 2 of this invention (FIG. 1 ( c)]; (4) The polarizing plate 4d which bonded this optical film 1 and this optical film 1 'through the adhesive bond layer 3, and further laminated the polarizing film layer 2 on this optical film 1'. 1 (d); And (5) the present optical film 1 and the present optical film 1 'are bonded through the adhesive layer 3, and the present optical film 1' and the polarizing film layer 2 are bonded to the adhesive layer 3 '. The polarizing plate 4e (FIG. 1 (e)) etc. which were further bonded through the above are mentioned. An adhesive agent here is generically an adhesive agent and / or an adhesive. In addition, in description of FIG. 1, as an optical film, only this optical film may be sufficient, the orientation film may be laminated | stacked on this optical film, and the alignment film and base material may be laminated | stacked on this optical film.

The polarizing film layer 2 may be a film having a polarizing function. For example, an oxo or a dichroic dye is obtained by stretching a film or a polyvinyl alcohol-based film which is stretched by adsorbing an iodine or a dichroic dye to a polyvinyl alcohol-based film. A film etc. which made the adsorb | suction adsorb | suck are mentioned.

In addition, the polarizing film layer 2 may be provided with the film used as a protective film as needed. Examples of the protective film include polyolefin films such as polyethylene, polypropylene and norbornene polymers, polyethylene terephthalate films, polymethacrylic acid ester films, polyacrylic acid ester films, cellulose ester films, polyethylene naphthalate films, and polycarbonate films. , Polysulfone film, polyether sulfone film, polyether ketone film, polyphenylene sulfide film, polyphenylene oxide film and the like.

It is preferable that the adhesive agent used for the adhesive bond layer 3 and the adhesive bond layer 3 'is an adhesive high in transparency and excellent in heat resistance. As such an adhesive, an acrylic adhesive, an epoxy adhesive, a urethane adhesive, etc. are used, for example.

In addition, in a polarizing plate, as shown to FIG. 1 (c)-FIG. 1 (e), you may bond two or more optical films of this invention directly or through an adhesive bond layer.

4. Flat panel display

In the flat panel display device of this invention, this optical film (including the case where this optical film is retardation film) is very useful as a member which concerns on a flat panel display device.

For example, the liquid crystal display device provided with the liquid crystal panel by which this optical film and the liquid crystal panel were bonded, and the organic provided with the organic electroluminescent panel (henceforth "EL") panel with which the optical film and light emitting layer of this invention were bonded. And an EL display device. As an embodiment of the flat panel display device of the present invention, a liquid crystal display device and an organic EL display device will be briefly described.

4-1. Liquid crystal display

Examples of the liquid crystal display include a liquid crystal display as shown in Figs. 2A and 2B. The liquid crystal display device 10a shown in FIG. 2A is formed by bonding the polarizing plate 4 and the liquid crystal panel 6 of the present invention through the adhesive layer 5, and shown in FIG. 2B. In the liquid crystal display device 10b, the polarizing plate 4 of the present invention and the polarizing plate 4 'of the present invention are bonded to both surfaces of the liquid crystal panel 6 via the adhesive layer 5 and the adhesive layer 5'. According to the above configuration, by applying a voltage to the liquid crystal panel using an electrode (not shown), the orientation of the liquid crystal molecules is changed to enable monochrome display.

4-2. Organic EL display

Examples of the organic EL display device include the organic EL display device shown in FIG. 3. As said organic electroluminescence display, the organic electroluminescence display 11 formed by bonding the polarizing plate 4 and organic electroluminescent panel 7 of this invention through the adhesive layer 5 is mentioned. The organic EL panel 7 is one or more layers made of a conductive organic compound. According to the above configuration, by applying a voltage to the organic EL panel using an electrode (not shown), the compound included in the light emitting layer of the organic EL panel emits light, thereby enabling monochrome display.

In the organic EL display device 11, the polarizing plate 4 preferably functions as a broadband circular polarizing plate. If it functions as a broadband circular polarizing plate, reflection of external light on the surface of the organic electroluminescence display 11 can be prevented.

Example

Although an Example is given to the following and this invention is demonstrated to it further more concretely, this invention is not limited to the following Example, It is also possible to change suitably and to implement in the range which may be suitable for the meaning of the previous and the latter, These All are included in the technical scope of the present invention. In addition, "%" and "part" in an example are mass% and a mass part, unless it mentions specially.

1. Synthetic Example

Compound (A11-1) was synthesized according to the following scheme.

1-1. `` Synthesis of 4,6-dimethylbenzofuran-2-carboxylic acid ''

146.6 g of 4,6-dimethylsalicylaldehyde and 330.7 g of potassium carbonate were dispersed in 700 ml of N, N'-dimethylacetamide. After heating the obtained dispersion liquid at 80 degreeC, 190.5 g of bromoacetic acid tert-butyl was dripped over 30 minutes. The liquid mixture after dripping was reacted at 130 degreeC for 2 hours. After cooling the reaction solution to room temperature, 600 ml of methyl isobutyl ketone was added and washed with 1200 ml of pure water. The organic layer was further washed twice with 1000 ml of pure water to recover the organic layer. After dehydration with anhydrous sodium sulfate, the solvent was distilled off by an evaporator. The residue was dissolved in 240 g of acetic acid and 72 g of hydrobromic acid aqueous solution was added and stirred at 40 ° C. for 1 hour. After cooling to room temperature, 150 g of 1N (1 mol / L) hydrochloric acid was added, and the precipitated white powder was collected by filtration. The obtained white powder was further washed with 1N hydrochloric acid, and then vacuum dried to obtain 4,6-dimethylbenzofuran-2-carboxylic acid as 81.7 g yellow powder. Yield was 44% based on 4,6-dimethylsalicylaldehyde.

1-2. Synthesis of Compound (11-a)

80 g of 4,6-dimethylbenzofuran-2-carboxylic acid, 96.6 g of 2,5-dimethoxyaniline and 400 g of chloroform were mixed. After the obtained suspension was cooled in an ice bath, a mixture of 88.7 g of 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride and 300 g of chloroform was added over 4 hours, and reacted at room temperature for 48 hours. The obtained liquid mixture was concentrated, crystallized by adding 1N-hydrochloric acid and the mixed solution of water-methanol (2 volume of water, 1 volume of methanol). The obtained precipitate was collected by filtration, and a mixed solution of water-methanol (2 vol parts of water and 1 vol part of methanol) was added. The precipitated pale yellow precipitate was collected by filtration, washed with a mixed solution of water-methanol (2 vol parts of water and 1 vol part of methanol) and dried in vacuo to yield 124.2 g of compound (11-a) as a pale yellow powder. The yield was 91% based on 4,6-dimethylbenzofuran-2-carboxylic acid.

1-3. Synthesis of Compound (11-b)

123 g of compound (11-a), 9.2 g of 2,4-bis (4-methoxyphenyl) -1,3-dithia-2,4-diphosphetane-2,4-disulfide (Lawson's reagent) and 1200 g of toluene was mixed. After heating up the obtained liquid mixture to 110 degreeC, it was made to react for 8 hours at the same temperature. After cooling to room temperature, the mixture was washed with 1N aqueous sodium hydroxide solution. The organic layer was recovered and 800 mL of n-heptane was added. The precipitated yellow precipitate was collected by filtration, washed with n-heptane and dried in vacuo to give 109.2 g of compound (11-b) as a light yellow powder. Yield was 85% based on compound (11-a).

1-4. Synthesis of Compound (11-c)

60 g of compound (11-b), 53.8 g of potassium hydroxide and 1000 g of water were mixed.

The obtained liquid mixture was stirred under ice cooling. Then, 133 g of potassium ferricyanide and 51 g of methanol were added and reacted. The mixture was further reacted at room temperature for 36 hours, and the precipitated yellow precipitate was collected by filtration. The precipitate taken by filtration was washed with a mixed solvent of n-heptane-toluene (3 parts by volume of n-heptane and 1 part by volume of toluene), and the resulting yellow powder was dried in vacuo to give 51.3 g of Compound (11-c) as a yellow solid. . The yield was 86% based on compound (11-b).

1-5. Synthesis of Compound (11-d)

40 g of compound (11-c) and 400 g (10-fold mass) of pyridinium chloride were mixed, and the obtained mixture was heated to 180 ° C. and reacted at the same temperature for 3 hours. The obtained liquid mixture was added to ice, and the precipitate deposited was collected by filtration. After washing with water with water, washing with toluene and vacuum drying gave 36.6 g of a yellow solid containing Compound (11-d) as a main component. The yield was 99% based on compound (11-c).

1-6. Synthesis of Compound (R-1a)

Compound (R-1a) was synthesized with reference to paragraph 0244 of JP2010-31223A.

1-7. Synthesis of Compound (A11-1)

35 g of compound (11-d), 98.8 g of compound (R-1a), 1.37 g of dimethylaminopyridine and 700 mL of toluene were mixed. 55.6 g of N, N'-dicyclohexylcarbodiimide was added to the obtained liquid mixture under ice cooling. The obtained reaction solution was reacted overnight at room temperature, filtered using a filter medium in which silica gel was precoated, and then concentrated under reduced pressure. The residue was crystallized by adding methanol. The crystals were collected by filtration, redissolved in chloroform and 2.3 g of activated carbon was added and stirred at room temperature for 1 hour. The solution was filtered and the filtrate was concentrated under reduced pressure until the volume became 1/3 by evaporator, and then methanol was added with stirring to precipitate the precipitated white precipitate, which was washed with heptane and vacuum dried to give a compound (A11-1). 74.5 g) was obtained as a white powder. Yield was 60% based on compound (11-d).

1-8. Synthesis of Compound (ix-1)

Compound (ix-1) was synthesize | combined by the method of Unexamined-Japanese-Patent No. 2010-31223.

2. Preparation of Composition

Each component shown in Table 2 was mixed, the obtained solution was stirred at 80 degreeC for 1 hour, and it cooled to room temperature, and the composition was prepared.

In Table 2, Irg369 (Ilgacure 369 (made by BASF Japan)) was used as the photopolymerization initiator, BYK361N (manufactured by Big Chemie Japan) as a leveling agent, and cyclopentanone was used as the solvent.

3. Observation of the thermal behavior of the composition

(Examples 1 and 2, Comparative Examples 1 and 2)

A 2 wt% aqueous solution of polyvinyl alcohol (polyvinyl alcohol 1000 fully saponified, manufactured by Wako Pure Chemical Industries, Ltd.) was applied to a glass substrate, and dried under heat to obtain a thickness of 89 nm. Subsequently, the surface was subjected to a rubbing treatment, and the coating liquid (mixed solution) of the compositions 1 to 4 of Table 2 was applied to the surface on which the rubbing treatment was performed by the spin coating method. The substrate was coated with a hot stage using a polarizing microscope (hot stage: LTS350, manufactured by Linkam, polarized microscope: BX-51, manufactured by Olympus) while heating at a temperature increase rate of 30 deg. C / min. The behavior was observed. The results are shown in Table 3.

4-1. Production Example of Optical Film

(Examples 3-4, Comparative Examples 3-4)

A 2 wt% aqueous solution of polyvinyl alcohol (polyvinyl alcohol 1000 fully saponified, manufactured by Wako Pure Chemical Industries, Ltd.) was applied to a glass substrate, and dried under heat to obtain a thickness of 89 nm. Subsequently, the surface was subjected to a rubbing treatment, and to the surface on which the rubbing treatment was performed, the coating liquid (mixed solution) of the compositions 1 to 4 of Table 2 was applied by a spin coat method, and at the temperature T _c of Table 4 It was dried for 1 minute. After leaving at the temperature (T _d ) shown in Table 4 for 1 minute, ultraviolet rays of 2400 mJ / cm ² accumulated light amount were irradiated to prepare a film.

4-2. Surface observation

The surface state of the film was observed at a magnification of 400 times with a polarizing microscope. (Circle) if a monodomain is shown, and if a defect has generate | occur | produced, it will be x. The results are shown in Table 4.

5. Measurement of optical properties

The phase difference value of the film produced in Examples 3 and 4 was measured by the measuring device (KOBRA-WR, the Ojikei Sokugiki company). Although the measurement of retardation value (nm) was performed about the laminated body containing a glass substrate, an orientation film, and a film, since a glass substrate and an orientation film do not have birefringence (Re (447) = Re (547) with respect to an orientation film and a glass substrate). ) = Re (628) = 0) and the measured retardation value can be used as the retardation value of the film. Retardation value Re ((lambda)) was measured in wavelength ((lambda)) 451 nm, 549 nm, and 628 nm. The results are shown in Table 5.

Since the crystallization is fully suppressed, the optical film of the Example using this composition (composition 1 and composition 2) has favorable film-forming property, and also the tendency for the temperature which forms the monodomain which can form film is low was seen.

This invention is very useful for manufacture of the optical film used for a liquid crystal display device, an organic electroluminescence display, etc., and its industrial value is high.

1, 1 ', 12: optical film of the present invention
2, 2 ': polarizing film layer
3, 3 ': adhesive layer
4a, 4b, 4c, 4d, 4e, 4, 4 ': polarizing plate of the present invention
5, 5 ': adhesive layer
6: liquid crystal panel
7: organic EL panel
10a, 10b: liquid crystal display device
11: organic EL display device

Claims (7)

A composition comprising the following (A), (B) and (C):
(A) a compound represented by the formula (A)

[In the above formula (A),
X ¹ represents an oxygen atom, a sulfur atom or -NR ^1- . R ¹ represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
Y ¹ represents a C6-C12 monovalent aromatic hydrocarbon group which may have a substituent or a C3-C12 monovalent aromatic heterocyclic group which may have a substituent.
Q ³ and Q ⁴ each independently represent a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, an alicyclic hydrocarbon group having 3 to 20 carbon atoms, and a monovalent having 6 to 20 carbon atoms which may have a substituent. An aromatic hydrocarbon group, a halogen atom, a cyano group, a nitro group, -NR ² R ³ or -SR ² , or Q ³ and Q ⁴ are bonded to each other, and an aromatic ring or aromatic heterocycle together with the carbon atom to which they are bonded, respectively May be formed. R ² and R ³ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
D ¹ and D ² are each independently a single bond, -C (= O) -O-, -C (= S) -O-, -CR 4 R 5 -, -CR 4 R 5 -CR 6 R 7 - , -O-CR ⁴ R ^5- , -CR ⁴ R ⁵ -O-CR ⁶ R ^7- , -CO-O-CR ⁴ R ^5- , -O-CO-CR ⁴ R ^5- , -CR ⁴ R ⁵ -O-CO-CR ⁶ R ^7- , -CR ⁴ R ⁵ -CO-O-CR ⁶ R ⁷ -or -NR ⁴ -CR ⁵ R ⁶ -or -CO-NR ^4- .
R ⁴ , R ⁵ , R ⁶ and R ⁷ each independently represent a hydrogen atom, a fluorine atom or an alkyl group having 1 to 4 carbon atoms.
G ¹ and G ² each independently represent a divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms, and the methylene group constituting the alicyclic hydrocarbon group may be substituted with an oxygen atom, a sulfur atom or -NH-, and the alicyclic hydrocarbon The methine group which comprises a group may be substituted by the tertiary nitrogen atom.
L ¹ and L ² each independently represent a monovalent organic group, and either or both of L ¹ and L ² are organic groups having a polymerizable group.]
(B) a compound having a mercapto group
(C) Photoinitiator. The composition according to claim 1, wherein (B) is a compound having two or more mercapto groups. The composition according to claim 1 or 2, wherein (A) is a compound in which L ^{1 in} the formula (A) is a group represented by the formula (A1), and L ² is a group represented by the formula (A2). :
P ¹ -F ^1- (B ¹ -A ¹ ) _k -E ^1- (A1)
P ² -F ^2- (B ² -A ² ) _l -E ^2- (A2)
[In the above formula (A1) and formula (A2),
B ¹ , B ² , E ¹ and E ² are each independently —CR ^{4 ′} R ^{5 ′} —, —CH ₂ —CH ₂ —, —O—, —S—, —CO—O—, —O—CO -O-, -CS-O-, -O-CS-O-, -CO-NR ^{1 '} -, -O-CH _2- , -S-CH ₂ -or a single bond.
A ¹ and A ² each independently represent a divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms or a divalent aromatic hydrocarbon group having 6 to 18 carbon atoms, and the methylene group constituting the alicyclic hydrocarbon group is an oxygen atom, a sulfur atom, or -NH. It may be substituted by-, and the methine group which comprises the said alicyclic hydrocarbon group may be substituted by the tertiary nitrogen atom.
k and l respectively independently represent the integer of 0-3. if k is an integer of 2 or more, a plurality of B ¹ are bonded to each other to different may be the same or different, a plurality of A ¹ may be subjected to a phase may be the same with each other. when l is an integer of 2 or more, a plurality of B ² are bonded to each other to different may be the same or different, a plurality of A ² may be different from each other may be the same.
F ¹ and F ² represents a divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms.
P ¹ represents a polymerizable group.
P ² represents a hydrogen atom or a polymerizable group.
R ^{1 '} represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R ^{4 '} and R ^5' each independently represent a hydrogen atom, a fluorine atom or an alkyl group having 1 to 4 carbon atoms.] The optical film formed by superposing | polymerizing the compound represented by General formula (A) contained in the composition in any one of Claims 1-3. The optical film of claim 4 having retardation. The polarizing plate containing the optical film of Claim 4 or 5. The flat panel display device provided with the optical film of Claim 4 or 5.

Images