JP2003238899A - Optical film-forming coating solution - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an optical film-forming coating solution suitably used for forming a filter membrane used for improving the image quality of a display device such as plasma display, etc., which has an excellent image quality- improving property, allows uniform application and therefore forms a film having a uniform thickness with little optical unevenness and shows an excellent durability against light or heat. <P>SOLUTION: The optical film-forming coating solution comprises a compound having an optical absorption peak at 560-600 nm, a synthetic resin having a weight average molecular weight of 10,000-100,000 and a glass transition temperature of ≥85°C and a solvent that dissolves the compound and the synthetic resin. The viscosity at a solution temperature of 22°C is adjusted to 0.002-0.05 Pas. <P>COPYRIGHT: (C)2003,JPO

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to 560 to 600 n
The present invention relates to a coating liquid for forming an optical thin film, which contains a compound having a light absorption peak at m. Specifically, a compound having a light absorption peak at 560 to 600 nm and a weight average molecular weight of 10,0
A synthetic resin having a glass transition temperature of 85 ° C or higher at 00 to 100,000, a solvent that dissolves the above compound and the synthetic resin, and has a viscosity of 0.002 to 0.05 N · s at a liquid temperature of 22 ° C.
The present invention relates to a coating solution for forming an optical film, which is adjusted to / m 2. The coating liquid for forming an optical film of the present invention improves the image quality of various display devices such as filters having absorption in visible light, particularly cathode ray tubes, fluorescent display tubes, field emission, plasma display panels, liquid crystals, and electroluminescence. It is applied for forming an optical film of a filter for the purpose.

[0002]

2. Description of the Related Art A filter having absorption in a specific wavelength range is sometimes installed in front of a display device for the purpose of improving the image quality of the display device. For example, in a plasma display, a mixed gas of xenon and neon is excited by discharge to emit vacuum ultraviolet rays, and the three primary color light emission is obtained by utilizing the emission of each of the red, blue, and green phosphors by the vacuum ultraviolet ray excitation. There is. At that time, when the neon atom is excited and then returns to the ground state, it emits so-called neon orange light centered around 600 nm (Journal of the Institute of Image Information and Television Engineers).
Vol.51 NO.4 P.459-463 (1997)). Therefore, the plasma display has a drawback that orange is mixed with red and a bright red cannot be obtained. Moreover, since the emission intensity of the blue phosphor is insufficient, vivid white cannot be obtained.

The image quality is improved by providing a function of removing this unnecessary luminescent component, that is, by installing a filter having absorption at 560 to 600 nm. There are several methods for obtaining such a filter, but one method is to apply a coating solution containing a dye to a transparent substrate to form an optical film. However, as a filter for improving image quality, even with a dye having a suitable spectrum, it is difficult to adjust the coating solution due to insufficient solubility, or when uniform coating is not possible, or the durability of the dye is poor, There is a problem that it cannot be used.

[0004]

INDUSTRIAL APPLICABILITY The present invention can be suitably used for manufacturing a filter used for the purpose of improving the image quality of a display device, that is, it has excellent image quality improving characteristics and can be applied uniformly, and thus can be formed. Provided is a coating liquid for forming an optical film, which has a constant film thickness, little optical unevenness, and is excellent in durability against light and heat.

[0005]

The gist of the present invention is (1)
A compound having a light absorption peak at 560 to 600 nm and a binder resin having a weight average molecular weight of 10,000 to 1
Synthetic resin with glass transition temperature of 85 ° C or higher at 0,000,
A coating liquid for forming an optical film, comprising the above compound and a solvent for dissolving a synthetic resin, and having a viscosity at a liquid temperature of 22 ° C. adjusted to 0.002 to 0.05 N · s / m 2.

Further, the following aspects are also included in the gist of the present invention. (2) A compound having a light absorption peak at 560 to 600 nm is a squarylium compound represented by the general formula (I) (Chemical Formula 1), for forming an optical film according to (1) above. Coating liquid.

[0007]

[Chemical 4]

[In the formula (I), A and B each independently represent an aryl group which may have a substituent, a heterocyclic group which may have a substituent, or -CH = D. And D represents a heterocyclic group which may have a substituent. (3) The coating liquid for forming an optical film as described in (2) above, wherein the squarylium compound is a diphenyl squarylium compound represented by the general formula (II) (formula 2).

[0009]

[Chemical 5]

[In the formula (II), R¹Has a substituent
Optionally alkyl group, optionally substituted alkyl group
Xyl group, aryl group which may have a substituent, substituent group
An aryloxy group which may have
Indicates a child. Where adjacent R ¹Together, Al
Even if it forms a candiyl group or an alkylenedioxy group
good.

R ² represents a hydrogen atom or a monovalent substituent, G ¹ represents a group represented by —NR ³ — (wherein R ³ is
A hydrogen atom or an alkyl group is shown. ) Or an oxygen atom, and G ² represents a carbonyl group or a sulfonyl group. Here, when G ² is a sulfonyl group, R ² is not a hydrogen atom. n is an integer of 1 or more, m and p are integers of 0 or more, and m + n + p is 5 or less.

However, these substituents on the benzene ring may be different from each other on the other benzene ring, and in one benzene ring, when m and n are 2 or more, R ¹ , And the groups represented by G ¹ -G ² -R ² may be different from each other with other substituents in the same ring. (4) The coating liquid for forming an optical film according to any one of (1) to (3) above, wherein the coating liquid for forming an optical film contains a compound having a light absorption peak at 470 to 520 nm. Working fluid.

(5) The compound having a light absorption peak at 470 to 520 nm is a pyrazole-based squarylium compound represented by the general formula (III) (Chemical Formula 3), and the compound is described in (4) above. Coating liquid for optical film formation.

[0014]

[Chemical 6]

[In the formula (III), R ² represents a hydrogen atom, an alkyl group which may have a substituent or an aryl group which may have a substituent, and each R ² is the same. It may or may not be. R ³ has a hydrogen atom, an alkyl group which may have a substituent, an amino group which may have a substituent, an alkoxycarbonyl group which may have a substituent, or a substituent. And each R ⁵ may be the same or different. X represents an -O- or -NH- group. (6) The synthetic resin having a glass transition temperature of 85 ° C. or higher is contained in the coating liquid in an amount of 5 to 30% by weight (1) to (5).
The coating liquid for forming an optical film according to any one of 1.

(7) The above-mentioned (1), wherein the synthetic resin having a glass transition temperature of 85 ° C. or higher is an acrylic resin.
The coating solution for forming an optical film according to any one of (6) to (6). (8) The coating liquid for forming an optical film according to any one of (1) to (7) above, wherein the solvent is a ketone-based solvent, an aromatic hydrocarbon-based solvent, or an ether-based solvent. (9) 560 when the coating solution was stored at 23 ° C for 7 days
The change in the minimum transmittance at ˜600 nm is 8% or less, and the coating liquid for forming an optical film according to any one of (1) to (8) above.

[0017]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention is described in detail below.
The coating liquid for forming an optical film of the present invention contains a compound having a light absorption peak at 560 to 600 nm. 560-600 nm
Although various compounds are known as compounds having a light absorption peak in the above, a squarylium compound is preferable among them.

The squarylium compound used in the present invention is represented by the general formula (I) (formula 1). Preferably, it is selected from the diphenyl squarylium compounds represented by the general formula (II) (formula 2). R in the general formula (II)
Examples of the alkyl group of ¹ , for example, a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group,
Heptyl group, octyl group, decyl group, undecyl group, dodecyl group, tridecyl group, pentadecyl group, cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group and the like having 1 to 20 carbon atoms, branched chain Or a cyclic one, and examples of the alkoxy group of R ¹ include a methoxy group, an ethoxy group,
Propoxy group, butoxy group, pentyloxy group, hexyloxy group, heptyloxy group, octyloxy group, decyloxy group, undecyloxy group, dodecyloxy group, tridecyloxy group, pentadecyloxy group, etc. Straight chain or branched chain of
Examples of the aryl group of R ¹ include a phenyl group and a naphthyl group, examples of the aryloxy group of R ¹ include a phenoxy group and a naphthyloxy group, and examples of the halogen atom of R ¹ include For example, fluorine atom, chlorine atom, bromine atom and the like can be mentioned.

Examples of the substituents on the alkyl group, alkoxy group, aryl group and aryloxy group include methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group and decyl group. ,
1 carbon atom such as cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group
-10 alkyl group, methoxy group, ethoxy group, propoxy group, butoxy group, pentyloxy group, hexyloxy group, heptyloxy group, octyloxy group, alkoxy group having 1 to 10 carbon atoms such as decyloxy group, hydroxyl group, or And halogen atoms such as fluorine atom, chlorine atom and bromine atom.

Further, in the above R ¹ , adjacent R ¹ together form an alkanediyl group such as a propanediyl group, a butanediyl group, a pentanediyl group, a hexanediyl group or a methylenedioxy group, an ethylenedioxy group, a propylene group. An alkylenedioxy group such as a dioxy group may be formed. As R ¹ above, 1) an alkoxy group, a hydroxyl group, or a linear or branched alkyl group which may have a halogen atom as a substituent, and 2) a straight chain which may have an alkoxy group as a substituent. Alternatively, a branched chain alkoxy group, 3) an alkyl group, an alkoxy group, or an aryl group or an aryloxy group which may have a halogen atom as a substituent, and 4) a halogen atom are preferable, and a straight chain having 1 to 8 carbon atoms is particularly preferable. A chain or branched chain alkyl group, or a straight chain or branched chain alkoxy group having 1 to 8 carbon atoms is preferable.

Examples of the monovalent substituent of R ² in the general formula (II), for example, the same alkyl groups as exemplified as the alkyl group in R ^1, the same alkoxy groups as mentioned as the alkoxy group in the R ¹ , Said R ¹
An aryl group similar to the aryl groups listed above,
Examples of the aryloxy group, the amino group, and the heterocyclic group such as a 3-pyridyl group, a 2-furyl group, a 2-tetrahydrofuryl group, and a 2-thienyl group, which are the same as the aryloxy group for R ¹ are mentioned. .

The substituents on the above-mentioned alkyl group, alkoxy group, aryl group, aryloxy group and heterocyclic group include an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a halogen atom, or Examples thereof include the aryl group and the like, and examples of the substituent of the amino group include an alkyl group and an aryl group. As R ² above, 1)
A cycloalkyl group, an alkoxy group, an aryl group, or a linear or branched alkyl group which may have a halogen atom as a substituent, 2) an alkoxy group, and 3) a linear or branched alkyl group as a substituent. Optionally substituted cycloalkyl group, 4) alkyl group, alkoxy group,
Alternatively, an aryl group or aryloxy group optionally having a halogen atom as a substituent, 5) an amino group optionally having an alkyl group as a substituent, or 6) a heterocyclic group is preferable, and further, a carbon atom A linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 8 carbon atoms, a cyclohexyl group, a phenyl group, a phenoxy group, an amino group, a 2-furyl group, or a 2-tetrahydrofuryl group Are preferred, and linear or branched alkyl groups having 1 to 8 carbon atoms are particularly preferred.

G ¹ in the general formula (II) is an NH group,
A group represented by —NR ³ — such as a methylamino group and an ethylamino group (wherein R ³ is a hydrogen atom or an alkyl group) or an oxygen atom, and among these, represented by —NR ³ —. A group is preferable, and an NH group is particularly preferable. The general formula
As G ² in (II), a sulfonyl group is preferable.

As the group represented by G ¹ -G ² -R ² , particularly preferable substituents are alkylsulfonylamino group, haloalkylsulfonylamino group, arylsulfonylamino group, haloarylsulfonylamino group, alkylarylsulfonylamino group. Group, an alkoxyarylsulfonylamino group. n is an integer of 1 or more,
It is preferable that m and p are integers of 0 or more, m + n + p is 5 or less, and l is 1 or more.

Further, in the present invention, these substituents on the benzene ring may be different from each other on the other benzene ring, and m on one benzene ring may be different from each other.
And n is 2 or more, R ¹ and G ¹ -G ² -R ²
The group represented by may be different from each other with other substituents in the same ring, but as the diphenyl squarylium compound represented by the general formula (I), the left and right sides of the squarylium group are sandwiched. Those that are the subject are preferred.

Specific examples of suitable diphenyl squarylium compounds are shown below.

[0027]

[Chemical 7]

[0028]

[Chemical 8]

[0029]

[Chemical 9]

[0030]

[Chemical 10]

Further, from the viewpoints of light resistance and heat resistance, at least both ortho positions of the phenyl group are substituents selected from the group consisting of a hydroxyl group, a group represented by R ¹ and G ¹ -G ² -R ^2. Is particularly preferred, and particularly preferred is a hydroxyl group or a group represented by G ¹ -G ² -R ² . The diphenyl squarylium-based compound of the present invention is, for example, a square acid (3,4-dihydroxy-3) based on 2 mol of a substituted phenol compound corresponding to the phenyl group having a substituent in the general formula (II).
-Cyclobutene-1,2-dione) 1 mol in a solvent such as ethanol or acetic acid, or n-butyl alcohol /
Angew. Chem., Vol.77, 680-681 (196-196), in which a dehydration condensation reaction is performed while heating at about 70-150 ° C in a mixed solvent of toluene, n-butyl alcohol / benzene and the like.
It can be synthesized according to the method described in 5) or by combining other known methods.

The above squarylium compound is contained in an amount of 0.05 to 2.20% by weight, preferably 0.10, based on the synthetic resin.
˜1.80% by weight. Since the squarylium compound has an absorption in the range of 560 to 600 nm and is excellent in durability, when used as a filter of a display device,
Shows an excellent image quality improvement function.

The synthetic resin used in the coating solution for forming an optical film of the present invention includes acrylate resins such as polymethylmethacrylate resin and polyethylacrylate resin, polycarbonate resin, ethylene-vinyl alcohol copolymer resin,
Ethylene-vinyl acetate copolymer resin, AS resin, polyester resin, vinyl chloride resin, polyvinyl butyral resin, P
VPA, polystyrene-based resin, phenol-based resin, phenoxy-based resin, polysulfone, nylon, cellulose-based resin, cellulose acetate-based resin, or commonly used pressure-sensitive adhesive can be used, but the weight average molecular weight is 1
It is preferable that the glass transition temperature is 50,000 to 100,000 and the glass transition temperature is 85 ° C or higher. When a resin having a glass transition temperature of less than 85 ° C. is used, the durability of the filter made by coating the coating liquid is lowered, the deterioration (discoloration) of the dye at high temperature is accelerated, and the coating layer is Is not preferable because it lowers the transparency. The average molecular weight is 100,000.
If it exceeds the range, unevenness is likely to occur during coating with the coating liquid, which is not preferable.

The weight average molecular weight is a value measured by a light scattering method. Also, the glass transition temperature is JIS K7121-
The values and the viscosities measured according to 1987 are values measured with an E-type viscometer. Since the coating layer of the present invention is used as an optical filter, it is required to have a high degree of uniformity that does not cause optical unevenness (extremely fine unevenness) unlike ordinary coating films.

The synthetic resin used is preferably a transparent resin, and examples thereof include a polyester resin, an acrylic resin, a polycarbonate resin, and the like, and the acrylic resin is most preferable from the viewpoint of maintaining the durability of the squarylium compound.
It is considered that this is because the acrylic resin and the squarylium compound have a good affinity and are well mixed with each other. In the present invention, the concentration of the synthetic resin in the coating liquid is preferably 5 to 30% by weight. If the concentration of the synthetic resin exceeds 30% by weight, not only uniform coating becomes difficult but also it becomes difficult to dissolve a necessary amount of the light absorbing compound. Also, 5
When the content is less than the weight%, uneven flow easily occurs during coating, which is not preferable.

In the present invention, for the purpose of adjusting the color tone of the film coated with the coating liquid, a compound having a light absorption peak at 470 to 520 nm may be added in addition to the dye compound. When used as an image quality improving filter for a display device, the filter color is natural gray or natural blue. To adjust the color tone, it is possible to add a generally known dye,
It is effective to add a compound having a light absorption peak at 470 to 520 nm.

As the compound having an absorption peak at 470 to 520 nm, a pyrazole type squarylium compound represented by the general formula (III) (formula 3) is preferable. General formula (I
Preferred examples of the alkyl group which may have a substituent of the substituents Y1 and Y2 in II) include the following (i) to
An example is (v). (i) Directly having 1 to 20 carbon atoms such as methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, decyl group, undecyl group, dodecyl group, tridecyl group, pentadecyl group, etc. A chain or branched chain alkyl group; (ii) a linear or branched chain alkyl group having 1 to 20 carbon atoms, which has a halogen atom such as a fluorine atom, a chlorine atom, or a bromine atom as a substituent; (iii) a hydroxy group as a substituent Or a straight or branched chain having 1 to 20 carbon atoms having an alkoxy group having 1 to 8 carbon atoms such as a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, a hexyloxy group, a heptyloxy group and an octyloxy group. Chain alkyl group (iv) straight-chain or branched chain having 1 to 20 carbon atoms having an aryl group such as phenyl group and P-tolyl group as a substituent Chain alkyl group; (v) a phenyl group as a substituent, the carbon atoms having an aryl group such as a P- tolyloxy 20
Preferred examples of the aryl group which may have a substituent of the linear or branched alkyl group substituent Y1 of phenyl group, naphthyl group, halogen atom such as fluorine atom, chlorine atom, bromine atom as a substituent , A methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, an alkyl group such as a decyl group, a hydroxy group, an alkoxy group (for example, an alkoxy group having 1 to 10 carbon atoms), Examples thereof include a sulfonamido group, a dialkyl (for example, an alkyl group having 1 to 10 carbon atoms) sulfonamido group, and a phenyl group substituted with a nitro group.

Among the aryl groups which may have a substituent of the substituent Y1, a straight chain or branched chain alkyl group having 1 to 8 carbon atoms; a fluorine atom, a chlorine atom, or a straight chain having 1 to 8 carbon atoms or A phenyl group substituted with a branched alkoxy group is particularly preferable. The amino group which may have a substituent of the substituent Y2 in the general formula (III) is preferably an amino group; a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group. , An octyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, an amino group substituted with a linear or branched alkyl group having 1 to 20 carbon atoms such as a pentadecyl group; an acetyl group, a propionyl group, a butyryl group, etc. Examples thereof include an amino group substituted with an acyl group.

Preferred alkyloxy groups of the alkyloxycarbonyl group which may have a substituent of the substituent Y2 in the general formula (III) include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group,
The straight chain or branched chain alkyloxy group having 1 to 20 carbon atoms and the like having an alkoxy group having 1 to 8 carbon atoms such as hexyloxy group, heptyloxy group and octyloxy group can be mentioned.

Preferred aryloxy groups of the aryloxycarbonyl group which may have a substituent of the substituent Y2 in the general formula (III) are phenyloxy group and P
-A tolyloxy group, an alkyl group such as a P-methoxyphenyloxy group, or an aryloxy group which may be substituted with an alkoxy group. As the substituent Y2, an alkyl group which may have a substituent is preferable, and among them, a linear or branched alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms A straight chain or branched chain alkyl group having 1 to 8 carbon atoms is particularly preferable.

The substituent Y1 is preferably an alkyl group which may have a substituent or an aryl group which may have a substituent, and among these, an alkyl which may have a substituent is preferable. As the group, a linear or branched alkyl group having 1 to 8 carbon atoms, or a linear or branched alkyl group having 1 to 8 carbon atoms having an alkoxy group having 1 to 8 carbon atoms is particularly preferable, and a substituent The aryl group which may have is substituted with a linear or branched alkyl group having 1 to 8 carbon atoms; a fluorine atom, a chlorine atom, or a linear or branched alkoxy group having 1 to 8 carbon atoms. Phenyl groups are especially preferred.

The pyrazole-based squarylium-based dye of the general formula (III) is similar to the phenol-based squarylium-based dye of the general formula (II), for example, Angew. Chem. 77 680-681
(1965) The method described or a method similar thereto can be used. That is, the following general formula (IV)

[0043]

[Chemical 11]

[In the formula, X, Y1 and Y2 have the same definitions as in the above general formula. ] The pyrazolone compound 2 represented by
1 mol of squalic acid is mixed with 70 to 1 mol of ethanol, acetic acid, n-butyl alcohol-toluene mixed solvent, n-butyl alcohol-benzene mixed solvent or the like.
It can be synthesized by dehydration condensation while heating to about 50 ° C.

Typical examples of the general formula (III) are shown below.

[0046]

[Chemical 12]

Preferred examples of the chemical structure of the general formula (III) are shown below.

[0048]

[Chemical 13]

The coating liquid of the present invention is dissolved in a solvent selected from the group consisting of a ketone type solvent, an aromatic hydrocarbon type solvent and an ether type solvent. When it is dissolved in another solvent, the durability of the dye is deteriorated, which is not preferable.
Preferred solvents include ketone solvents such as acetone, methyl ethyl ketone, methyl isobutyl ketone and cyclohexanone, aromatic hydrocarbon solvents such as toluene and xylene, 1,2-dimethoxyethane, 1,2-diethoxyethane and ethylene glycol dimethyl ether. Ether solvents such as ethylene glycol diethyl ether, diethylene glycol dimethyl ether, and tetrahydrofuran.

The coating liquid for forming an optical film of the present invention has a liquid temperature of 22.
It is preferable that the viscosity at 0 ° C. is adjusted to 0.002 to 0.05 Pa · s. The viscosity of the coating liquid is 0.002Pa
・ If it is lower than s, uneven flow of liquid occurs during coating, and uniform coating cannot be performed. If the viscosity of the coating liquid exceeds 0.05 Pa · s, streaks on the gravure roll remain during coating and uniform coating cannot be performed.

Further, a yellow, orange, blue, green, or red dye may be added to the coating solution for forming an optical film of the present invention for color matching. Further, known additives such as a dispersant, an ultraviolet absorber, a leveling agent and a viscosity adjusting agent may be added. Based on the above embodiment, an optical film forming coating liquid containing a squarylium compound and an acrylic resin,
It has a uniform coating and excellent durability, and is used to supply a bandpass filter used for improving the image quality of a display.

[0052]

EXAMPLES The present invention will be described in more detail with reference to examples below, but the present invention is not limited thereto. As for the light absorption peak of the compound having a light absorption peak at a specific wavelength, the light absorption peak of the coating liquid (adjusting the compound concentration to 0.1% by weight) according to the example was used as a spectrophotometer (manufactured by Hitachi Ltd.). It is the value measured by UV3100PC). Example 1 22: 60: 1 of the specific examples (I-34), (I-35) and (I-36)
8 mixture (diphenyl squarylium compound) (5
0.048 parts by weight (having a light absorption peak at 91 nm),
Compound of the specific example (II-3) (pyrazole-based squarylium compound) (having a light absorption peak at 499 nm)
0.015 parts by weight, acrylic resin (Mitsubishi Rayon Co., Ltd.)
Manufactured by DIANAL BR-80 (trade name), glass transition temperature 105 ° C., weight average molecular weight 95,000) 30 wt% toluene solution 50 parts by weight, toluene 7.468 parts by weight, dimethoxyethane (DME) 42.468 parts by weight The parts were mixed and dissolved to obtain a coating liquid. 22 ℃ of coating liquid
The viscosity at 0.022 Pa · s was 0.022 Pa · s.

The coating solution thus obtained was coated on a polyester film having a thickness of 50 μm (T600E manufactured by Mitsubishi Kagaku Polyester Film Co., Ltd.) with a 120-line gravure roll (depth: 70 μm) to a thickness of 2 μm. We were able to. The minimum transmittance wavelength of the obtained coating film was 591 nm, and the minimum transmittance was 21%. The filter was installed on the front surface of a plasma display (PDS4221J) manufactured by Fujitsu General Ltd. As a result of displaying and observing an image, red was vivid and it was effective as an image quality improving filter. After the coating solution was stored at 23 ° C for 7 days, a 120-line gravure roll (depth: 7) was applied to a polyester film (T600E manufactured by Mitsubishi Kagaku Polyester Film) with a thickness of 50 μm.
The minimum transmittance wavelength was 591 nm and the minimum transmittance was 22% when the coating was performed with a thickness of 0 μm) to a thickness of 2 μm.

The obtained filter is put at 100 degrees for 100 hours.
When subjected to the heat resistance of No. 1, it retained sufficient absorption characteristics even after the evaluation. Example 2 22: 60: 1 of the above specific examples (I-34), (I-35) and (I-36)
Mixture of 8 (diphenyl squarylium compound)
0.029 parts by weight, 0.029 parts by weight of the compound of the specific example (II-4) (pyrazole-based squarylium compound),
yellow L3G (manufactured by Mitsubishi Chemical Co., Ltd.) 0.011 parts by weight, acrylic resin (Dianal BR-80 (trade name) manufactured by Mitsubishi Rayon Co., Ltd., glass transition temperature 105 ° C.)
30% by weight toluene solution of 30 parts by weight of toluene 2
4.466 parts by weight and DME 45.466 parts by weight were mixed and dissolved to obtain a coating liquid. The viscosity of the coating liquid at 22 ° C. was 0.009 Pa · s.

When the obtained coating liquid was coated in the same manner as in Example 1, a uniform coating could be obtained. The minimum transmittance wavelength of the obtained coating film was 591 nm, and the minimum transmittance was 32%. The filter is a plasma display (PDS4221J) manufactured by Fujitsu General Limited.
As a result of the image being displayed and observed on the front of, the red became vivid and effective as an image quality improving filter. After storing the coating solution at 23 ° C for 7 days, a polyester film with a thickness of 50 μm (T600E manufactured by Mitsubishi Kagaku Polyester Film Co., Ltd.) was coated with 120-line gravure roll (depth 70 μm) to a thickness of 2 μm. The transmittance wavelength is 591 nm, and the minimum transmittance is 3
It was 3%. Comparative Example 1 A coating solution was prepared in the same manner as in Example 1 except that the acrylic resin was changed to a polyester resin (Vylon 200 (trade name), manufactured by Toyobo Co., Ltd., glass transition temperature 60 ° C.).

A film was coated with the obtained coating solution in the same manner as in Example 1. The minimum transmittance wavelength of the obtained coating film was 591 nm, and the minimum transmittance was 21%.
When the obtained filter was subjected to heat resistance evaluation at 100 ° C. for 100 hours, the amount of light absorption was decreased and it was not practical. After storing the coating solution at 23 ℃ for 7 days, 50μm
The minimum transmittance wavelength when the polyester film (T600E manufactured by Mitsubishi Kagaku Polyester Film Co., Ltd.) with a thickness of 2 is coated with a 120-line gravure roll (depth 70 μm) to a thickness of 2 μm is 591 nm, and the minimum transmittance is 30%. It was. Example 3 A coating liquid was obtained in the same manner as in Example 1 except that a polycarbonate resin having a weight average molecular weight of 40,000 and a glass transition temperature of 182 ° C. was used instead of the acrylic resin used in Example 1.

A polyester film having a thickness of 50 μm (T600E manufactured by Mitsubishi Kagaku Polyester Film Co., Ltd.) was coated with the obtained coating solution to a thickness of 2 μm with a 120-line gravure roll (depth: 70 μm). We were able to. The minimum transmittance wavelength of the obtained coating film was 591 nm, and the minimum transmittance was 21%. The filter was installed on the front surface of a plasma display (PDS4221J) manufactured by Fujitsu General Ltd. As a result of displaying and observing an image, red was vivid and it was effective as an image quality improving filter. Minimum transmittance wavelength 59 when the coating solution was stored at 23 ° C for 7 days
It was 1 nm, and the minimum transmittance was 24%.

The obtained filter was put in 100 degrees for 100 hours.
When subjected to the heat resistance of No. 1, it retained sufficient absorption characteristics even after the evaluation. Example 4 In the same manner as in Example 1 except that the acrylic resin used in Example 1 was replaced with an acrylic resin having a weight average molecular weight of 40,000 and a glass transition temperature of 105 ° C. (BR83 manufactured by Mitsubishi Rayon Co., Ltd.). A coating liquid was obtained.

When the obtained coating liquid was coated on a polyester film in the same manner as in Example 1, a coating film having good characteristics as in Example 1 could be obtained. Two
Similar to Example 1, the coating liquid after storage at 3 ° C. for 7 days retained sufficient absorption characteristics. When the obtained filter was subjected to heat resistance of 100 ° C. for 100 hours, sufficient absorption characteristics were retained even after evaluation.

[0060]

According to the present invention, it can be suitably used for manufacturing a filter used for the purpose of improving the image quality of a display device, that is, it has excellent image quality improving characteristics and can be applied uniformly, and therefore the film thickness formed. It is possible to obtain a coating liquid for forming an optical film, which has a constant thickness, has little optical unevenness, and has excellent durability against light and heat.

Claims (9)

[Claims] 1. A compound having a light absorption peak at 560 to 600 nm and a weight average molecular weight of 10,000 to 100,0.
A synthetic resin having a glass transition temperature of 85 ° C. or higher at 00, a solvent for dissolving the above compound and the synthetic resin, and an optical film having a viscosity adjusted to 0.002 to 0.05 Pa · s at a liquid temperature of 22 ° C. Coating liquid. 2. The optical film formation according to claim 1, wherein the compound having a light absorption peak at 560 to 600 nm is a squarylium compound represented by the general formula (I) (formula 1). Coating fluid. [Chemical 1] [In formula (I), A and B each independently represent an aryl group which may have a substituent, a heterocyclic group which may have a substituent, or -CH = D, and D Represents a heterocyclic group which may have a substituent. ] 3. A squarylium compound is represented by the general formula (I
I) Diphenyl squarylium system represented by (Chemical formula 2)
The optical film formation according to claim 2, wherein the optical film formation is a compound.
Coating fluid. [Chemical 2] [In the formula (II), R¹Is an optionally substituted alkyl group
Kill group, optionally substituted alkoxy group, substituted
Optionally having an aryl group, having a substituent
Represents an aryloxy group or a halogen atom. This
Here, adjacent R ¹Together, the alkanediyl group
Or an alkylenedioxy group may be formed. R
²Is a hydrogen atom or a monovalent substituent, G¹Is −
NR³A group represented by- (wherein R³Is a hydrogen atom, or
Indicates an alkyl group. ), Or an oxygen atom, and G²Is
A carbonyl group or a sulfonyl group is shown. Where G²
Is a sulfonyl group, R²Is not a hydrogen atom.
n is an integer of 1 or more, m and p are integers of 0 or more, and m
+ N + p is 5 or less. However, this on the benzene ring
These substituents are different from each other with the other benzene ring.
And in one benzene ring, m and
And n is 2 or more, R¹, And G¹-G²-R²so
The groups represented are different from each other with other substituents in the same ring.
It may be. ] 4. A coating solution for forming an optical film comprises 470 to 520.
The coating liquid for forming an optical film according to any one of claims 1 to 3, comprising a compound having a light absorption peak at nm. 5. The optical film according to claim 4, wherein the compound having a light absorption peak at 470 to 520 nm is a pyrazole-based squarylium compound represented by the general formula (III) (formula 3). Forming coating liquid. [Chemical 3] [In the formula (III), R ² represents a hydrogen atom, an alkyl group which may have a substituent or an aryl group which may have a substituent, and each R ² may be the same. It can be different. R ³ has a hydrogen atom, an alkyl group which may have a substituent, an amino group which may have a substituent, an alkoxycarbonyl group which may have a substituent, or a substituent. Represents an aryloxycarbonyl group, and each R5 may be the same or different.
X represents an -O- or -NH- group. ] 6. The coating liquid for forming an optical film according to claim 1, wherein the coating liquid contains a synthetic resin having a glass transition temperature of 85 ° C. or higher in an amount of 5 to 30% by weight. 7. The coating liquid for forming an optical film according to claim 1, wherein the synthetic resin having a glass transition temperature of 85 ° C. or higher is an acrylic resin. 8. The solvent is a ketone type, an aromatic hydrocarbon type,
Or any one of ether solvents.
The coating liquid for forming an optical film according to any one of 1. 9. The method according to claim 1, wherein a change in the minimum transmittance at 560 to 600 nm when the coating liquid is stored at 23 ° C. for 7 days is 8% or less. The coating liquid for forming an optical film as described above.