JP2006241459A - Electronic display-use filter and electronic display unit using the filter - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To reduce unnatural coloring of the filter itself, which is installed at the front side of the electronic display, due to external light. <P>SOLUTION: In the electronic display filter having at least one minimum value of transmittance in a visible light area with a wavelength of 400-700 nm, if the transmittances (%) a, b and c of the wavelengths where blue, green and red luminous peaks exist in a fluorescent tube of a three-wavelength region light-emitting type is compared, the difference between the maximum and minimum values of transmittance (%) is restricted within 10, so that the unnatural coloring of the filter itself by external light is reduced, even in a fluorescent lamp such as F10 or F6 in which a large luminous peak exists in the external light of 435 nm, 545 nm, and 610 nm, by maintaining the balance of emission spectrum of the fluorescent lamp by the filter. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

The present invention relates to a filter for an electronic display that is installed in front of an electronic display such as a plasma display or an organic EL display and has a function of removing unnecessary light-emitting components, and in particular, reduces unnatural coloring of the filter itself due to external light. The present invention relates to an electronic display filter.

In recent years, plasma displays and organic EL have been used as display panels for various electronic devices.
Electronic displays such as displays are used.

A filter is installed on the front surface of such an electronic display in order to remove unnecessary light-emitting components and make the display color clear.

For example, in a plasma display, a mixed gas of xenon and neon is excited by discharge to emit vacuum ultraviolet light, and light emission of three primary colors is obtained by using light emission of red, blue and green phosphors by the vacuum ultraviolet light excitation. Yes. In this case, after neon atoms are excited, when they return to the ground state, so-called neon orange light centered around 600 nm is emitted. Therefore, in plasma display, red is mixed with orange and vivid red cannot be obtained. There is. For this reason, with plasma displays,
A filter having a function of absorbing and removing neon orange light, for example, a filter that locally reduces the transmittance of the wavelength of neon orange light is provided on the front surface of the display.

By the way, an electronic display is installed in a place where various types of external light such as fluorescent lamps and sunlight are present. Therefore, the external light passes through the front filter of the electronic display, and the external light component reflected by the surface of the electronic display passes through the front filter again and reaches the human eye.

In this way, the external light passes through the filter on the front surface of the electronic display twice, and when passing through the filter, a predetermined light component is absorbed. For example, an unnatural color such as bluish purple or red purple may appear to be colored.

In particular, among external light, a three-wavelength light emitting fluorescent tube F10 (JIS Z8719-1
996) and a normal fluorescent tube F6 (JIS Z8719-1996), as shown in FIG. Since there is a red emission peak), the balance of the spectrum is likely to be lost due to absorption of the filter, and unnatural coloring tends to occur in the filter itself.

Therefore, the present invention aims to reduce the unnatural coloring of the filter itself due to the external light.

〔式（II）中、Ｒ₁は、置換基を有していてもよいアルキル基、又は置換基を
有していてもよいアルコキシ基を示し、置換基Ａは、水酸基、又はＷ−Ｘ−Ｒ₂
（Ｗは、イミノ基、又はアルキルイミノ基を示し、Ｘは、カルボニル基、又は
スルホニル基を示し、Ｒ₂は、水素原子、置換基を有していてもよいアルキル基
、置換基を有していてもよいアルケニル基、置換基を有していてもよいアリール
基、又は置換基を有していてもよい複素環基を示し、ｍは、０又は１を示し、Ｒ
₆，Ｒ₇は、置換基を有していてもよいアルキル基、又は置換基を有していてもよ
いアリール基を示し、Ｚは、酸素原子を示す。）を示す。 In order to solve the above problems, the present invention is characterized in that a filter for electronic display contains a squarylium compound represented by the following general formula (II).

[In the formula (II), R ₁ represents an alkyl group which may have a substituent or an alkoxy group which may have a substituent, and the substituent A is a hydroxyl group or W—X—. R ₂
(W represents an imino group or an alkylimino group, X represents a carbonyl group or a sulfonyl group, R ₂ has a hydrogen atom, an alkyl group which may have a substituent, or a substituent. An alkenyl group which may have a substituent, an aryl group which may have a substituent, or a heterocyclic group which may have a substituent; m represents 0 or 1;
₆ and R _{7 each} represents an optionally substituted alkyl group or an optionally substituted aryl group, and Z represents an oxygen atom. ).

That is, the filter according to the present invention suppresses the difference in transmittance (%) at a wavelength where the blue light emission peak, the green light emission peak, and the red light emission peak of the external light exist within 10 or less. Even with fluorescent lamps such as F10 and F6, which have large emission peaks at 435 nm, 545 nm, and 610 nm, the balance of the emission spectrum is not greatly disturbed, and unnatural coloring of the filter due to external light does not occur. .

The difference between the maximum value and the minimum value of the transmittance (%) at a wavelength at which the blue emission peak, the green emission peak, and the red emission peak are present is preferably within 5.

In the present invention, as described above, the maximum transmittance (%) at a wavelength where the blue light emission peak, the green light emission peak, and the red light emission peak of the external light are present so that the balance of the light emission spectrum of the external light is not lost. It is important to make the difference between the minimum values within 10 and the transmittance (%) itself is not particularly limited, and may be in the range of 80% to 5%.

By including the compound having the maximum absorption near any one of the wavelengths where the blue light emission peak, the green light emission peak, and the red light emission peak of external light are present, the transmittances of these wavelengths can be made uniform.

The filter for electronic display according to the present invention has a wavelength of 400 nm to 700 n.
The visible light region of m has at least one minimum value of transmittance, and unnecessary light-emitting components are removed. For example, in the case of a filter for plasma display, in order to absorb and remove neon orange light, a minimum value of transmittance is provided in a wavelength range of 530 nm to 600 nm.

That is, having a minimum value of transmittance in the wavelength range of 530 nm to 600 nm means cutting light in this wavelength range. Here, "minimum value"
For example, it means the same meaning as defined by a graph of a quadratic function, that is, an inflection point that changes from decreasing to increasing on the graph, and is different from the minimum value.

In the electronic display filter according to the present invention, as described above, the filter has a layer having a minimum transmittance in a predetermined wavelength region. It is desirable to provide an appropriate combination of an electromagnetic wave shielding layer, an antireflection layer, a glare prevention (non-glare) layer, and the like.

The filter according to the present invention can be used in an electronic display device.

As described above, the filter for an electronic display according to the present invention is 435n.
Since the difference in transmittance (%) at m, 545 nm, and 610 nm is suppressed to within 10, the external light is a fluorescent lamp such as F10 or F6 in which large emission peaks exist at 435 nm, 545 nm, and 610 nm. However, the balance of the emission spectrum is not greatly lost, and unnatural coloring of the filter due to external light can be suppressed.

  Hereinafter, embodiments of the present invention will be described in detail.

1 and 2 are diagrams showing the transmission spectrum of a filter according to the present invention used in a plasma display, wherein the horizontal axis indicates the wavelength, the vertical axis indicates the transmittance (%) of each wavelength, The emission spectrum is shown.

The filter according to the present invention shown in FIG. 1 has one minimum value K of transmittance at wavelengths of 530 to 600 nm.

Having a minimum value K of transmittance in the wavelength region of 530 to 600 nm means that the light ray in this wavelength region is cut, and this wavelength region of 530 to 600 nm is between green light emission and red light emission. It is an orange light emitting portion (neon light emitting), and by cutting this portion, a clear red display can be obtained and the color temperature can be further increased, so that an image with a more preferable color tone can be obtained. When the minimum transmittance is shorter than 530 nm, the effect of cutting neon light emission is low and the effect of increasing the color temperature is low, which is not preferable. The minimum transmittance is 600.
If the wavelength is longer than nm, the red light emission of the display is inhibited (red is absorbed)
This is not preferable.

A transmission spectrum having a minimum value in the wavelength region of 530 to 600 nm has a sharp valley shape (valley shape), which is preferable for improving the color purity of red light emission and ensuring the brightness of the field of view.

In the example of FIG. 1, as described above, in order to cut off neon light emission,
Since the minimum value K of the transmittance is provided in the wavelength region of 600 nm, the value c of the transmittance (%) at 610 nm is in the vicinity of 50% due to the presence of the minimum value K.

According to the present invention, the transmittance (610 nm) at which the red light emission peak of external light exists (
%) And the transmittance (%) values a and b of the wavelength (435 nm) where the blue emission peak exists and the wavelength (545 nm) where the green emission peak exists,
The balance of the transmission spectrum of outside light is not disturbed. That is, the wavelength at which the blue emission peak of external light exists (435 nm), the wavelength at which the green emission peak exists (5
45 nm), the transmittance (%) of the wavelength (610 nm) at which the red emission peak exists, and the difference between the maximum value and the minimum value of the values a, b, c is controlled to be within 10, the red emission peak exists With respect to the transmittance (%) c of the wavelength (610 nm) to be transmitted | c−a | ≦
10 (%), | c−b | ≦ 10 (%), | a−b | ≦ 10 (%)
The values of a and b are aligned.

The filter shown in FIG. 2 is 530-600 n in order to cut off neon emission.
A wavelength having a minimum value K of transmittance in the wavelength range of m and having a red light emission peak of external light (
610 nm) transmittance (%) value c and the wavelength at which the blue emission peak exists (435
nm), transmittance a (%) value a at a wavelength (545 nm) at which a green emission peak exists,
In order to align b, the minimum values Ka and Kb are provided near the wavelength (435 nm) where the blue emission peak exists and near the wavelength (545 nm) where the green emission peak exists,
Due to the minimum values Ka and Kb, | c−a | ≦ 1 with respect to the transmittance (%) c of 610 nm
0 (%), | c−b | ≦ 10 (%), | a−b | ≦ 10 (%)
, B are adjusted to a value close to 50% so that the electronic display filter itself is not unnaturally colored. That is, since the color of the electronic display filter itself is preferably natural gray or natural blue, in order to obtain a filter having a natural gray or natural blue color tone without inhibiting the blue or green light emission of the electronic display. In addition to the wavelength range of 600 nm, local minimum values Ka and Kb are also provided near the wavelength (435 nm) where the blue light emission peak of external light exists and near the wavelength (545 nm) where the green light emission peak exists.

The filter for electronic display according to the present invention has a wavelength in the vicinity of one of a wavelength (435 nm) where a blue emission peak of external light exists, a wavelength (545 nm) where a green emission peak exists and a wavelength (610 nm) where a red emission peak exists. By containing a compound having maximum absorption in the light, the transmittance of these wavelengths can be made uniform.

The compound used in this case is not particularly limited, but 435 nm, 5
In adjusting the amount of light absorption at 45 nm and 610 nm, any compound having maximum absorption in the vicinity of these wavelengths may be used.

Examples of the compound having the maximum absorption in the vicinity of 435 nm include compounds of the following general formula (IV).

[In the formula (IV), R ₃ represents an alkyl group which may have a substituent, a cycloalkyl group which may have a substituent, an aryl group which may have a substituent, or hydrogen. R ₄ represents an alkyl group that may have a substituent, an alkoxy group that may have a substituent, an alkoxycarbonyl group that may have a substituent,
A cycloalkyl group which may have a substituent, an aryl group which may have a substituent, an aryloxy group which may have a substituent, an aryloxycarbonyl which may have a substituent A group, an amino group optionally having substituent (s), or a hydrogen atom, R ₅ is an alkyl group optionally having substituent (s), a cycloalkyl group optionally having substituent (s), substituted An aryl group which may have a group, or a hydrogen atom, Y represents an oxygen atom or an imino group, and these R ₄ , R ₅ and Y are
The two pyrazole rings may be different from each other. ]
Examples of the substituents R ₃ and R ₅ in the general formula (IV) include, for example,
C1-C20 straight chain 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 or the like Examples of the branched chain are R ₃ and R ₅ cycloalkyl groups having, for example, 1 to 2 carbon atoms such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, and a cycloheptyl group.
Examples of the aryl group of R ₃ and R ₅ include a phenyl group and a naphthyl group.

Examples of the substituent for the alkyl group, the cycloalkyl group, and the aryl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a decyl group. An alkoxy group having 1 to 10 carbon atoms such as an alkyl group having 1 to 10 carbon atoms, a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, a hexyloxy group, a heptyloxy group, an octyloxy group, and a decyloxy group; Aryl group such as phenyl group, naphthyl group, aryloxy group such as phenoxy group, naphthyloxy group, sulfonamide group, alkylsulfonamide group, dialkylsulfonamide group, nitro group, hydroxyl group, fluorine atom, chlorine atom, bromine And halogen atoms such as atoms.

In the general formula (IV), as R ₃ and R ₅ , (1) an alkoxy group, an aryl group, an aryloxy group, a hydroxyl group, or a halogen atom may be used as a substituent. It may have a chain or branched alkyl group, (2) an alkyl group, an alkoxy group, a sulfonamide group, an alkylsulfonamide group, a dialkylsulfonamide group, a nitro group, a hydroxyl group, or a halogen atom as a substituent. An aryl group or (3) a hydrogen atom is preferable. In particular, R ₃ is preferably a hydrogen atom, a linear or branched alkyl group having 1 to 8 carbon atoms, or a phenyl group, and R ₅ is A linear or branched alkyl group having 1 to 8 carbon atoms, or a phenyl group optionally having an alkyl group or a halogen atom as a substituent is preferable.

The alkyl group for R ₄ in the general formula (IV) is the same as the alkyl group for R ₃ and R ₅ , and the alkoxy group for R ₄ is, for example, a methoxy group or ethoxy group. Group, propoxy group, butoxy group, pentyloxy group, hexyloxy group, heptyloxy group, octyloxy group, decyloxy group, undecyloxy group, dodecyloxy group, tridecyloxy group, pentadecyloxy group, etc. ~ 20 linear or branched ones are also R ₄
As the alkoxycarbonyl group, a carbonyl group having the above alkoxy group, and as the cycloalkyl group of R ₄ , the same cycloalkyl groups as those described above for R ₃ and R ₅ can be used. Are the same as those mentioned as the aryl group in R ₃ and R _5, the aryloxy group of R ₄ is a phenoxy group, a naphthyloxy group, etc., and the aryloxycarbonyl group of R ₄ is And carbonyl groups having the aryloxy group.

Examples of the substituent of the alkyl group, alkoxy group, alkoxycarbonyl group, cycloalkyl group, aryl group, aryloxy group, aryloxycarbonyl group, and amino group include an alkyl group in the above R ₃ and R ₅ , The same alkyl group as the substituent of the cycloalkyl group and the aryl group, the same alkoxy group, the same aryl group, the same aryloxy group, the same sulfonamide group, the same alkylsulfonamide group, the same dialkylsulfonamide group,
Similarly nitro group, also halogen atom, propionyl group, butyryl group,
Examples thereof include acyl groups such as benzoyl group, sulfonyl groups such as methanesulfonyl group and benzenesulfonyl group, hydroxyl groups, and halogen atoms.

In the general formula (IV), as R ₄ , (1) an alkoxy group, an aryl group, an aryloxy group, a hydroxyl group, or a straight chain which may have a halogen atom as a substituent, A branched alkyl group, (2) a linear or branched alkoxy group optionally having an alkoxy group as a substituent, and (3) an alkoxy group optionally having an alkoxy group as a substituent A carbonyl group,
(4) an alkyl group, an alkoxy group, a sulfonamido group, an alkylsulfonamido group, a dialkylsulfonamido group, a nitro group, a hydroxyl group, or an aryl group optionally having a halogen atom as a substituent, (5) an alkyl group, Or the carbonyl group which has the aryl group which may have an alkoxy group as a substituent, or (6
) An amino group which may have an alkyl group, an acyl group, or a sulfonyl group as a substituent is preferable, and a linear or branched alkyl group having 1 to 8 carbon atoms is particularly preferable.

In the general formula (IV), Y is preferably an oxygen atom. Furthermore, in the present invention, as the dipyrazolylmethine compound represented by the general formula (IV), R ₄ , R ₅ , and Y may be different from each other between both pyrazole rings, What is a right-and-left object on both sides of a methine group is preferable.

As the compound having the maximum absorption in the vicinity of 435 nm, among the compounds of the general formula (IV), Y is an oxygen atom, R ₃ is a hydrogen atom, and R ₄ and R ₅ may have a substituent. Particularly preferred is an alkyl group or an aryl group which may have a substituent.

  The preferable specific example is shown below.

Examples of the compound having the maximum absorption near 545 nm include compounds of the following general formula (I).

[In the formula (I), R ₁ represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, or a hydroxyl group, and the substituent A represents a hydroxyl group or W —X—R ₂ (W represents an imino group or an alkylimino group, X represents a carbonyl group, a thiocarbonyl group, or a sulfonyl group, and R ₂ represents an alkyl which may have a substituent. Group, an alkenyl group which may have a substituent, an aryl group which may have a substituent, an amino group which may have a substituent, or a complex which may have a substituent. A cyclic group, m = 0, or an integer from 1 to 4;
'Indicates 0 or 1. ). ]
Examples of the alkyl group represented by R ₁ in the general formula (I) include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, decyl, undecyl, dodecyl, tridecyl. A straight chain or branched chain group having 1 to 20 carbon atoms such as a group or a pentadecyl group, and examples of the alkoxy group for R ₁ include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, and a pentyloxy group. Straight chain or branched chain having 1 to 20 carbon atoms such as hexyloxy group, heptyloxy group, octyloxy group, decyloxy group, undecyloxy group, dodecyloxy group, tridecyloxy group, pentadecyloxy group, etc. Each one is listed.

Examples of the substituent of the alkyl group and alkoxy group include those having 1 to 10 carbon atoms such as methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, and decyl group. An alkoxy group having 1 to 10 carbon atoms such as an alkyl group, a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, a hexyloxy group, a heptyloxy group, an octyloxy group, and a decyloxy group;
C1-C10 cycloalkyl group such as cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, aryl group such as phenyl group, hydroxyl group, or halogen such as fluorine atom, chlorine atom, bromine atom 1-15 carbon atoms such as atom, acetylamino group, methanesulfonylamino group, trifluoroacetylamino group, trifluoromethanesulfonylamino group, butanoylamino group, hexanoylamino group, nonanoylamino group, tridecanoylamino group An aromatic carbonylamino group such as an acylamino group, a benzoylamino group, and a tolylamino group, an aromatic sulfonylamino group such as a tosylamino group, and the like.

In the general formula (I), R ₁ is preferably an alkoxy group, a hydroxyl group, or a linear or branched alkyl group optionally having a halogen atom as a substituent. A linear or branched alkyl group having 1 to 8 carbon atoms or a linear or branched alkoxy group having 1 to 8 carbon atoms is particularly preferable.

Further, the alkyl group in the alkylimino group of W in W—X—R ₂ in the general formula (I) is preferably a linear or branched chain having 1 to 8 carbon atoms. , An imino group or an alkylimino group is preferable, and an imino group is particularly preferable. When X is a sulfonyl group, R ₂ is not a hydrogen atom.

Examples of the alkyl group of R ₂ in W—X—R ₂ include the same alkyl groups as mentioned for the alkyl group in R ₁ , alkenyl groups such as vinyl groups, and aryl groups such as phenyl groups and naphthyl groups. Amino group, 3-pyridyl group, 2-furyl group,
Examples thereof include heterocyclic groups such as 2-tetrahydrofuryl group and 2-thienyl group, and these alkyl groups, alkenyl groups, aryl groups, amino groups and heterocyclic groups include, for example,
The alkyl group in R _1, the same alkyl group having 1 to 10 carbon atoms, the alkoxy group having 1 to 10 carbon atoms, the cycloalkyl group having 1 to 10 carbon atoms, or the halogen atom as described above as the substituent of the alkoxy group, Or you may have an aryl group etc. as a substituent.

Of the R ₂ , the same alkyl group as the preferred group of R ₁ , or
A phenyl group which may be substituted with an alkyl group of 8 or a vinyl group which may be substituted with an alkyl group having 1 to 8 carbon atoms is particularly preferable.

  The preferable specific example is shown below.

Further, the compound having the maximum absorption in the vicinity of 545 nm includes the following general formula (II)
The compound of this is mentioned.

[In the formula (II), R ₁ represents an alkyl group which may have a substituent or an alkoxy group which may have a substituent, and the substituent A is a hydroxyl group or W—X—. R ₂
(W represents an imino group, X represents a carbonyl group or a sulfonyl group, R ₂
Is a hydrogen atom, an alkyl group which may have a substituent, an alkenyl group which may have a substituent, an aryl group which may have a substituent, or a substituent. Represents a good heterocyclic group, m represents 0 or 1, and R ₆ and R ₇ represent an alkyl group which may have a substituent, or an aryl group which may have a substituent. Z represents an oxygen atom. ).

Examples of the alkyl group represented by R ₁ in the general formula (II) include 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, and a tridecyl group. A straight chain or branched chain group having 1 to 20 carbon atoms such as a group or a pentadecyl group, and examples of the alkoxy group for R ₁ include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, and a pentyloxy group. Straight chain or branched chain having 1 to 20 carbon atoms such as hexyloxy group, heptyloxy group, octyloxy group, decyloxy group, undecyloxy group, dodecyloxy group, tridecyloxy group, pentadecyloxy group, etc. Each one is listed.

Examples of the substituent of the alkyl group and alkoxy group include those having 1 to 10 carbon atoms such as methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, and decyl group. An alkoxy group having 1 to 10 carbon atoms such as an alkyl group, a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, a hexyloxy group, a heptyloxy group, an octyloxy group, and a decyloxy group;
C1-C10 cycloalkyl group such as cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, aryl group such as phenyl group, hydroxyl group, or halogen such as fluorine atom, chlorine atom, bromine atom Atoms and the like.

In the general formula (II), R ₁ is preferably (1) a linear or branched alkyl group optionally having an alkoxy group, a hydroxyl group, or a halogen atom as a substituent. A linear or branched alkyl group having 1 to 8 carbon atoms is particularly preferable.

Further, the alkyl group in the alkylimino group of W in W—X—R ₂ in the general formula (II) is preferably a linear or branched chain having 1 to 8 carbon atoms. , An imino group or an alkylimino group is preferable, and an imino group is particularly preferable. When X is a sulfonyl group, R ₂ is not a hydrogen atom.

Examples of the alkyl group of R ₂ in W—X—R ₂ include the same alkyl groups as mentioned for the alkyl group in R ₁ , alkenyl groups such as vinyl groups, and aryl groups such as phenyl groups and naphthyl groups. , 3-pyridyl group, 2-furyl group, 2-tetrahydrofuryl group, 2-thienyl group and the like, and the like, and these alkyl groups, alkenyl groups, aryl groups, and heterocyclic groups are, for example, The same alkyl group in R ₁ as the substituent of the alkoxy group, the same alkyl group having 1 to 10 carbon atoms, the alkoxy group having 1 to 10 carbon atoms, the cycloalkyl group having 1 to 10 carbon atoms,
Or you may have a halogen atom or an aryl group as a substituent.

Of the above R ₂ , the same alkyl group as the preferred group of R ₁ or a carbon number of 1
Particularly preferred are phenyl groups optionally substituted with ˜8 alkyl groups.

As the alkyl group which may have a substituent of R ₆ and R ₇ , or the aryl group which may have a substituent, the alkyl which may have the substituent mentioned in the above R ₂ Group, or an aryl group which may have a substituent.

Of the above R ₆ and R ₇ , the same alkyl group or aryl group as the preferable group of R ₂ is particularly preferable.

  The preferable specific example is shown below.

In addition, as a compound having the maximum absorption in the vicinity of 545 nm, the following general formula (XIV
).

[In Formula (XIV), R ₁ represents a halogen atom or —SCN, and R ₂ represents —C
OOH, -COOR ₅ (R ₅ represents an alkyl group which may be substituted.), Or, -COOM (M is a metal atom, optionally substituted trialkylammonium group, or substituted Represents a good tetraalkylammonium group), R ₃ and R ₄ represent a halogen atom, a hydroxyl group, or an optionally substituted alkyl group, A represents a hydroxyl group, —OM (M represents a metal atom) Or a trialkylammonium group which may be substituted or a tetraalkylammonium group which may be substituted.) Or —NR ₆ R ₇ (R ₆ and R ₇ are a hydrogen atom, or Represents an alkyl group which may be substituted.), B represents an oxygen atom or = N
A group represented by ⁺ R ₈ R ₉ (X ⁻ ) (R ₈ and R ₉ represent a hydrogen atom or an optionally substituted alkyl group, and X ⁻ represents a monovalent anion. J and k each independently represent an integer of 0 to 5 (where J + k ≦ 5), and m and n each independently represents an integer of 0 to 3. ]

Specific examples of the halogen atom of R ₁ in the general formula (XIV) include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. R ₃ , R ₄ , R ₅ , R ₆ , R ₇ , R ₈ , R ₉
And the alkyl group of the trialkylammonium group or the tetraalkylammonium group in M may be a substituted methyl group,
Ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, decyl, undecyl, dodecyl, tridecyl, pentadecyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl,
A linear, branched or cyclic group having 1 to 10 carbon atoms such as a cycloheptyl group is exemplified. The substituent of the alkyl group is not particularly limited as long as it does not adversely affect the stability of the dye. For example, a halogen atom, an alkoxy group,
Or an aryl group is mentioned, and among these, as the halogen atom, a fluorine atom,
Alternatively, a chlorine atom is preferable, an alkoxy group having 1 to 4 carbon atoms is preferable, and an aryl group is preferably a phenyl group. J and k each independently represent an integer of 0 to 5, preferably J is 0 to 4, and k is
Preferably, it is 0 or 1. m and n each independently represents an integer of 0 or 3, and preferably 0 to 2.

Examples of monovalent anions represented by X ⁻ include fluorine ions, chlorine ions, bromine ions, iodine ions, halogen ions, hexafluoroantimonate ions,
Inorganic monovalent anions such as perchlorate ion, periodate ion, tetrafluoroborate ion, hexafluorophosphate ion, acetate ion, lactate ion, benzoate ion, toluenesulfonate ion, methanesulfonate ion Organic 1 such as
Valent anions.

Specific examples of the compound represented by the general formula (XIV) include Rhodamine B, Rhodam.
ine B isocyanate, Rhodamine 123, Rhodamine 6G, Fluorone Black, Phloxine
B, Rose Bengal, etc.
The preferable specific example is shown below.

In addition, as a compound having the maximum absorption in the vicinity of 610 nm, the following general formula (III
).

[In formula (III), R < ₁ > shows the alkyl group which may have a substituent, or the alkoxy group which may have a substituent, and the substituent B is W-CO-R < ₂ > ( W is
Represents an imino group or an alkylimino group, and R ₂ represents an alkenyl group which may have a substituent or an alkynyl group which may have a substituent, and m and m ′
Each independently represents 0 or 1. ). ]
Examples of the alkyl group represented by R ₁ in the general formula (III) include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, decyl, undecyl, dodecyl, tridecyl. A straight chain or branched chain group having 1 to 20 carbon atoms such as a group or a pentadecyl group, and examples of the alkoxy group for R ₁ include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, and a pentyloxy group. Straight chain or branched chain having 1 to 20 carbon atoms such as hexyloxy group, heptyloxy group, octyloxy group, decyloxy group, undecyloxy group, dodecyloxy group, tridecyloxy group, pentadecyloxy group, etc. Each one is listed.

Examples of the substituent of the alkyl group and alkoxy group include those having 1 to 10 carbon atoms such as methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, and decyl group. An alkoxy group having 1 to 10 carbon atoms such as an alkyl group, a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, a hexyloxy group, a heptyloxy group, an octyloxy group, and a decyloxy group;
C1-C10 cycloalkyl group such as cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, aryl group such as phenyl group, hydroxyl group, or halogen such as fluorine atom, chlorine atom, bromine atom Atoms and the like.

In the general formula (III), R ₁ is preferably (1) an alkoxy group, a hydroxyl group, or a linear or branched alkyl group optionally having a halogen atom as a substituent. A linear or branched alkyl group having 1 to 8 carbon atoms or a linear or branched alkoxy group having 1 to 8 carbon atoms is particularly preferable.

The alkyl group in the alkylimino group of W in W—CO—R ₂ in the general formula (III) is preferably a linear or branched chain having 1 to 8 carbon atoms. , An imino group or an alkylimino group is preferable, and an imino group is particularly preferable.

As the R ₂ in W-X-R _2, alkenyl groups such as vinyl group, an alkynyl such as acetylene group, and the alkenyl group, an alkynyl is, for example,
The alkyl group in R _1, the same alkyl group having 1 to 10 carbon atoms, the alkoxy group having 1 to 10 carbon atoms, the cycloalkyl group having 1 to 10 carbon atoms, or the halogen atom as described above as the substituent of the alkoxy group, Or you may have an aryl group etc. as a substituent.

Of the R ₂ , an alkyl group having 1 to 8 carbon atoms or a vinyl group which may be substituted with a phenyl group is particularly preferable.

  The preferable specific example is shown below.

In the electronic display filter of the present invention, it is preferable that a compound having a maximum absorption in the vicinity of 530 to 600 nm coexists.
In addition to I), (II), and (III), the following general formulas (V) to (XII) and general formula (XI)
And compounds of V) to (XV).

[In the formula (V), R ₁ represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a cycloalkyl group which may have a substituent, and a substituent. Represents an aryl group that may have a substituent, an aryloxy group that may have a substituent, or a halogen atom, and W in W—X—R ₂ is an imino group, an alkylimino group, or an oxygen atom X represents a carbonyl group or a sulfonyl group, R ₂
Represents a monovalent group or a hydrogen atom, l and l ′ are each independently an integer of 0 to 5, m and m ′ are each independently an integer of 0 to 5, and n and n ′ are each independently An integer of 0 to 3, l + m + n ≦ 5, and l ′ + m ′ + n ′ ≦ 5, and when there are a plurality of R ₁ and W—X—R ₂ on the benzene ring, R ₁ and W— X-R ₂
May be different from each other in one benzene ring and the other benzene ring. ]
Examples of the alkyl group represented by R ₁ in the general formula (V) include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, decyl, undecyl, dodecyl, and tridecyl. A straight chain or branched chain group having 1 to 20 carbon atoms such as a group or a pentadecyl group, and examples of the alkoxy group for R ₁ include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, and a pentyloxy group. Linear or branched chain having 1 to 20 carbon atoms such as hexyloxy group, heptyloxy group, octyloxy group, decyloxy group, undecyloxy group, dodecyloxy group, tridecyloxy group, pentadecyloxy group, etc. Things are also R
Examples of the cycloalkyl group ₁ include, for example, a cyclopropyl group, a cyclobutyl group,
Examples having 1 to 20 carbon atoms such as a cyclopentyl group, a cyclohexyl group, and a cycloheptyl group, and examples of the aryl group for R ₁ include a phenyl group and a naphthyl group, and the aryloxy group for R ₁ Examples thereof include a phenoxy group and a naphthyloxy group, and examples of the halogen atom for R ₁ include a fluorine atom, a chlorine atom and a bromine atom.

Examples of the substituent for the alkyl group, alkoxy group, cycloalkyl group, aryl group, and aryloxy group include a methyl group, an ethyl group, a propyl group,
C1-C10 alkyl group such as butyl group, pentyl group, hexyl group, heptyl group, octyl group, decyl group, methoxy group, ethoxy group, propoxy group, butoxy group, pentyloxy group, hexyloxy group, heptyloxy A cycloalkyl group having 1 to 10 carbon atoms such as a group, an octyloxy group, a decyloxy group, etc., a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a hydroxyl group, or And halogen atoms such as fluorine atom, chlorine atom and bromine atom.

In the general formula (V), as R ₁ , (1) an alkoxy group, a hydroxyl group, or a linear or branched alkyl group optionally having a halogen atom as a substituent, 2) a linear or branched alkoxy group optionally having an alkoxy group as a substituent, (3) an alkyl group, an alkoxy group, or an aryl group optionally having a halogen atom as a substituent; 4) An alkyl group, an alkoxy group, an aryloxy group optionally having a halogen atom as a substituent, or (5) a halogen atom, preferably a linear or branched alkyl group having 1 to 8 carbon atoms Or a linear or branched alkoxy group having 1 to 8 carbon atoms is particularly preferred.

The alkyl group in the alkylimino group W in the W-X-R ₂ in formula (V), is preferably a straight-chain or branched-chain having 1 to 8 carbon atoms, and W, An imino group or an alkylimino group is preferred, and an imino group is particularly preferred. When X is a sulfonyl group, R ₂ is not a hydrogen atom.

As the monovalent group of R ₂ of W-X-R _2, 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, wherein similar cycloalkyl groups as mentioned as cycloalkyl group in R _1, the same aryl groups as exemplified as the aryl group in R _1, the same aryloxy groups and mentioned as the aryl group in the R _1, and an amino group, And heterocyclic groups such as 3-pyridyl group, 2-furyl group, 2-tetrahydrofuryl group, 2-thienyl group, etc., and these alkyl groups, alkoxy groups, cycloalkyl groups, aryl groups, aryloxy groups , An amino group, and a heterocyclic group are, for example, an alkyl group, an alkoxy group, a cycloalkyl group, an aryl in the above R ¹ Group, and the same alkyl group having 1 to 10 carbon atoms, alkoxy group having 1 to 10 carbon atoms, and 1 carbon atom as described above as the substituent of the aryloxy group
10 to 10 cycloalkyl groups, a halogen atom, or an aryl group may be substituted.

Of the R ₂ , the same alkyl group as the preferred group of R _1, a phenyl group optionally substituted with an alkyl group having 1 to 8 carbon atoms, or an alkyl group having 1 to 8 carbon atoms A good phenyl group may be a 2-furyl group which may be substituted with an alkyl group having 1 to 8 carbon atoms, a 2-tetrahydrofuryl group which may be substituted with an alkyl group having 1 to 8 carbon atoms, or carbon. A cyclohexyl group which may be substituted with an alkyl group of 1 to 8 is particularly preferable.

In the above general formula, l and l ′ are each independently an integer of 0 to 5, m and m ′ are each independently an integer of 0 to 5, n and n ′ are each independently 0 to 3
And l + m + n ≦ 5 and l ′ + m ′ + n ′ ≦ 5, but l and l ′ are 1 or more, preferably l + m + n ≦ 3 and l ′ + m ′ + n ′ ≦ 3, more Preferably, m and m ′ are 0. R ₁ and W—X—R ₂ on the benzene ring
Each of R ₁ and W—X—R ₂ may be different from each other in one benzene ring and the other benzene ring.
Further, R ₁ adjacent to each other on one benzene ring may be linked to each other to form an alkanediyl group, an alkylenedioxy group, or the like to form a cyclic structure.

[In the formula (VI), R ₁ represents a halogen atom, an alkyl group which may have a substituent, an alkoxy group which may have a substituent or an alkenyl group which may have a substituent. M represents an integer of 1 to 3, and n represents an integer of 1 to 4. ]
In the general formula (VI), examples of the substituent R ₁ include the following (i) to (vii).
(i) a halogen atom such as a fluorine atom, a chlorine atom or a bromine atom;
(ii) a straight chain having 1 to 20 carbon atoms such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, decyl, undecyl, dodecyl, tridecyl, pentadecyl, etc. A chain or branched chain alkyl group;
(iii) hydroxy group, methoxycarbonyl group, ethoxycarbonyl group, alkyloxycarbonyl group such as butoxycarbonyl group, acyloxycarbonyl group such as acetyloxy group carbonyl group, propionyloxycarbonyl group as a substituent,
The said C1-C20 linear or branched alkyl group which has alkoxycarbonyloxy groups, such as a methoxycarbonyloxy group, an ethoxycarbonyloxy group, a butoxycarbonyloxy group, a cyclohexyl group, a phenyl group;
(iv) methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, heptyloxy, octyloxy, decoxy,
A linear or branched alkoxy group having 1 to 20 carbon atoms such as an undecyloxy group, a dodecyloxy group, a tridecyloxy group, a pentadecyloxy group;
(v) The above-mentioned carbon number of 1 to 8 having an alkoxy group of 1 to 8 carbon atoms such as methoxy group, ethoxy group, propoxy group, butoxy group, pentyloxy group, hexyloxy group, heptyloxy group, octyloxy group as a substituent. 20 straight or branched alkoxy groups;
(vi) an alkenyl group such as an ethenyl group;
(vii) alkyl group such as methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, decyl group, phenyl group, 4-hydroxyphenyl group, 4-alkoxy (substituent) For example, an alkoxy group having 1 to 10 carbon atoms) phenyl group, 3,4-bisalkoxy (for example, alkoxy group having 1 to 10 carbon atoms) phenyl group, 3,5-bisalkoxy (for example, having 1 to 10 carbon atoms) Alkoxy group) phenyl group, 3,4,5-trisalkoxy (for example, carbon number 1
An alkenyl group such as an ethenyl group substituted with a phenyl group.

Among these, R is a linear or branched alkyl group having 1 to 6 carbon atoms; a linear or branched alkyl group having 1 to 6 carbon atoms substituted with a hydroxyl group or an alkoxycarbonyl group; Or an ethenyl group having a substituent is particularly preferable.

[In the formula (VII), R ₆ represents an alkyl group which may have a substituent, a cycloalkyl group which may have a substituent, an aryl group which may have a substituent, or hydrogen. R ₇ represents an alkyl group that may have a substituent, an alkoxy group that may have a substituent, an alkoxycarbonyl group that may have a substituent, or a substituent. A cycloalkyl group which may have a substituent, an aryl group which may have a substituent, an aryloxy group which may have a substituent, an aryloxycarbonyl group which may have a substituent, a substituent An amino group, a hydroxyl group,
Or Z represents an imino group or an alkylimino group, L represents a hydrogen atom, or -XR (R represents a monovalent group or a hydrogen atom, and X represents a carbonyl group or a sulfonyl group. And R ₆ , R ₇ , L and Z may be different from each other between both pyrazole rings. ]
Examples of the alkyl group of the substituent R ₆ in the general formula (VII) include 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, and a dodecyl group. A linear or branched group having 1 to 20 carbon atoms such as a group, a tridecyl group, a pentadecyl group, etc., and examples of the cycloalkyl group represented by R ₆ include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group. Group having 1 to 20 carbon atoms such as cycloheptyl group,
Examples of the aryl group for R ₆ include a phenyl group and a naphthyl group.

Examples of the substituent for the alkyl group, the cycloalkyl group, and the aryl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a decyl group. An alkoxy group having 1 to 10 carbon atoms such as an alkyl group having 1 to 10 carbon atoms, a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, a hexyloxy group, a heptyloxy group, an octyloxy group, and a decyloxy group; Aryl group such as phenyl group, naphthyl group, aryloxy group such as phenoxy group, naphthyloxy group, formamino group, alkylcarbonylamino group, alkylsulfonylamino group, aminocarbonyl group, alkylaminocarbonyl group, dialkylaminocarbonyl group, An aminosulfonyl group,
Alkylaminosulfonyl group, dialkylaminosulfonyl group, amino group,
Examples thereof include a nitro group, a hydroxyl group, and halogen atoms such as a fluorine atom, a chlorine atom and a bromine atom.

In the general formula (VII), as R ₆ , among the above, (1) a linear or optionally substituted alkoxy group, aryl group, aryloxy group, hydroxyl group, or halogen atom may be used. A branched alkyl group, or (2) an aryl group optionally having an alkyl group, alkoxy group, amino group, alkylcarbonylamino group, alkylsulfonylamino group, nitro group, hydroxyl group, or halogen atom as a substituent, In particular, a linear or branched alkyl group having 1 to 8 carbon atoms which may have an alkoxy group as a substituent is preferable.

In addition, the alkyl group of R ₇ in the general formula (VII) is the same as the alkyl group in R ₆ , and the alkoxy group of R ₇ is, for example, methoxy group, ethoxy group, propoxy Group, butoxy group, pentyloxy group, hexyloxy group, heptyloxy group, octyloxy group, decyloxy group,
A straight-chain or branched-chain group having 1 to 20 carbon atoms such as an undecyloxy group, a dodecyloxy group, a tridecyloxy group, or a pentadecyloxy group, and the alkoxycarbonyl group for R ₇ includes the alkoxy group A carbonyl group having the group
The cycloalkyl group of R _7, the same as mentioned as the cycloalkyl group for R ₆ is, The aryl group, the same as mentioned as the aryl group for R ₆ is, also, of R ₇ Examples of the aryloxy group include a phenoxy group and a naphthyloxy group. Examples of the aryloxycarbonyl group for R ₇ include a carbonyl group having the aryloxy group.

Examples of the substituent for the alkyl group, alkoxy group, alkoxycarbonyl group, cycloalkyl group, aryl group, aryloxy group, aryloxycarbonyl group, and amino group include, for example, the alkyl group and cycloalkyl group in R ₆ . , And the same alkyl group as the substituent of the aryl group, the same alkoxy group, the same aryl group, the same aryloxy group, the same sulfonamide group,
Also alkylsulfonamide group, also dialkylsulfonamide group, also nitro group, also halogen atom, and acyl groups such as propionyl group, butyryl group, benzoyl group, sulfonyl group such as methanesulfonyl group, benzenesulfonyl group, hydroxyl group, and A halogen atom etc. are mentioned.

In the general formula (VII), as R ₇ , in the above, (1) a linear or optionally substituted alkoxy group, aryl group, aryloxy group, hydroxyl group, or halogen atom A branched alkyl group, (2) a linear or branched alkoxy group optionally having an alkoxy group as a substituent, and (3) an alkoxy group optionally having an alkoxy group as a substituent A carbonyl group, (4) an alkyl group, an alkoxy group, a sulfonamido group, an alkylsulfonamido group, a dialkylsulfonamido group, a nitro group, a hydroxyl group, or an aryl group optionally having a halogen atom as a substituent, (5) A carbonyl group having an aryl group optionally having an alkyl group or an alkoxy group as a substituent, or (
6) An amino group which may have an alkyl group, an acyl group or a sulfonyl group as a substituent is preferable, and in particular, a linear chain having 1 to 8 carbon atoms which may have an alkoxy group as a substituent Or a branched alkyl group is preferable.

As the monovalent group represented by R in the -X-R, the alkyl group in R _6, a cycloalkyl group, an alkoxy group, an aryloxy group having an aryl group in R _6, as well as amino group, and a 3-pyridyl Groups, 2-furyl groups, 2-tetrahydrofuryl groups, heterocyclic groups such as 2-thienyl groups, alkenyl groups such as vinyl groups, and the like.

Further, the alkyl group in the alkylimino group of Z in the general formula (VII) is preferably a linear or branched chain group having 1 to 8 carbon atoms, and Z is an imino group or an alkylimino group. Preferably, an imino group is particularly preferred. still,
When X is a sulfonyl group, R is not a hydrogen atom.

[In the formula (VIII), R ₁ represents an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a cycloalkyl group which may have a substituent, a substituent. Represents an aryl group that may have a substituent, an aryloxy group that may have a substituent, or a halogen atom, W represents an imino group, an alkylimino group, or an oxygen atom, and X represents a carbonyl group Or a sulfonyl group, R ₂ represents a monovalent group or a hydrogen atom, l is an integer of 0 to 5, m is an integer of 0 to 5, n is an integer of 0 to 3, and l + m + n ≦ 5 Yes, R ₁ on the benzene ring And W—X—R ₂ , each of R ₁ and W—X—R ₂ may be different. R ₆ represents an alkyl group which may have a substituent, a cycloalkyl group which may have a substituent, an aryl group which may have a substituent, or a hydrogen atom, and R ₇ represents ,
An alkyl group which may have a substituent, an alkoxy group which may have a substituent, an alkoxycarbonyl group which may have a substituent, a cycloalkyl group which may have a substituent, An aryl group which may have a substituent, an aryloxy group which may have a substituent, an aryloxycarbonyl group which may have a substituent, an amino group which may have a substituent , A hydroxyl group or a hydrogen atom, Z represents an oxygen atom, an imino group or an alkylimino group, and L represents a hydrogen atom or-
XR (R represents a monovalent group or a hydrogen atom, and X represents a carbonyl group or a sulfonyl group). ]
In the general formula (VIII), R ₁ , R ₂ , W, X, 1, m, and n are the same as those in the general formula (V).
R ₆ , R ₇ , L, and Z have the same meaning as in general formula (VII).

[In Formula (IX), R ₁ represents a hydroxyl group, an amino group, an alkyl group which may have a substituent, or an aryl group which may have a substituent, and R ₂ represents a substituent. An alkyl group which may have, an alkoxy group which may have a substituent, a cycloalkyl group which may have a substituent, an aryl group which may have a substituent, or a halogen atom; S represents an integer of 0 to 5. ]
Examples of the alkyl group represented by R ₁ in the general formula (IX) include 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, and a tridecyl group. A straight chain or branched chain group having 1 to 20 carbon atoms such as a group or a pentadecyl group, and examples of the aryl group of R ₂ include a phenyl group and a naphthyl group.

The alkyl group R _2, for example, the same alkyl groups as the R _1, also, R ₂
Examples of the aryl group include the same aryl groups as those described above for R ₁ . Examples of the alkoxy group for R ₂ include methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, heptyloxy, octyloxy, decyloxy, undecyloxy, and dodecyloxy. Group, tridecyloxy group, pentadecyloxy group or the like having a straight chain or branched chain having 1 to 20 carbon atoms, and the cycloalkyl group of R ₂ includes, for example, a cyclopropyl group, a cyclobutyl group, cyclopentyl, cyclohexyl, those having 1 to 20 carbon atoms such as cycloheptyl group, and as the halogen atom of R ₁ include, for example,
A fluorine atom, a chlorine atom, a bromine atom, etc. are mentioned, respectively.

Examples of the substituent for the alkyl group, alkoxy group, cycloalkyl group, and aryl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a decyl group. Alkoxy groups having 1 to 10 carbon atoms such as methoxy groups, ethoxy groups, propoxy groups, butoxy groups, pentyloxy groups, hexyloxy groups, heptyloxy groups, octyloxy groups, decyloxy groups, etc. Group, cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group and the like, cycloalkyl group having 1 to 10 carbon atoms, phenyl group, aryl group such as naphthyl group, hydroxyl group, fluorine atom, chlorine atom, A halogen atom such as a bromine atom is exemplified.

[In the formula (X), R ₁ represents a hydroxyl group, an amino group, an alkyl group which may have a substituent, or an aryl group which may have a substituent, and R ₂ represents a substituent. Represents an optionally substituted alkyl group or an optionally substituted aryl group, and s
Represents an integer of 0 to 3. ]
Examples of the alkyl group represented by R ₁ and R ₂ in the general formula (X) include a methyl group,
C1-C20 linear or branched chain such as 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. In addition, examples of the aryl group for R ₁ and R ₂ include a phenyl group and a naphthyl group.

Examples of the substituent for the alkyl group and aryl group include a methyl group,
C1-C10 alkyl groups such as ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, decyl group, methoxy group, ethoxy group,
C 1-10 alkoxy groups such as propoxy group, butoxy group, pentyloxy group, hexyloxy group, heptyloxy group, octyloxy group, decyloxy group, cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group,
Examples thereof include cycloalkyl groups having 1 to 10 carbon atoms such as cycloheptyl group, aryl groups such as phenyl group and naphthyl group, hydroxyl groups, or halogen atoms such as fluorine atom, chlorine atom and bromine atom.

[In formula (XI), R < ₁ > -R < ₈ > is respectively independently a hydrogen atom, a halogen atom, a nitro group, a cyano group, a hydroxy group, an amino group, the alkyl group which may have a substituent,
An alkoxy group which may have a substituent, an aryl group which may have a substituent, an aryloxy group which may have a substituent, an alkylamino group which may have a substituent, A dialkylamino group which may have a substituent, an alkylthio group which may have a substituent, or an arylthio group which may have a substituent, and R ₁ and R ₂ , R ₃ And R ₄ , R ₅ and R ₆ , R ₇ and R ₈ may be connected to each other to form an aliphatic carbocycle. M represents two hydrogen atoms, a divalent metal atom, a trivalent monosubstituted metal atom, a tetravalent disubstituted metal atom, or an oxymetal atom. ]
In the general formula (XI), examples of the halogen atom include a fluorine atom, a chlorine atom, and a bromine atom. Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, Straight chain having 1 to 20 carbon atoms such as 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 , Branched or cyclic, and examples of the alkoxy group include a methoxy group, an ethoxy group, a propoxy group,
C1-C20 straight chain such as butoxy group, pentyloxy group, hexyloxy group, heptyloxy group, octyloxy group, decyloxy group, undecyloxy group, dodecyloxy group, tridecyloxy group, pentadecyloxy group, etc. Examples of aryl groups include hydrocarbon aryl groups such as phenyl groups and naphthyl groups, and heterocyclic aryl groups such as thienyl groups, furyl groups, and pyridyl groups. Examples of the aryloxy group include hydrocarbon aryloxy groups such as phenoxy group and naphthyloxy group, or heterocyclic aryloxy groups such as thienyloxy group, furyloxy group, and pyridyloxy group. The alkylamino group or dialkylamino group includes a methyl group, an ethyl group, a propyl group, 1-substituted with a linear or branched alkyl group having 1 to 20 carbon atoms such as til group, pentyl group, hexyl group, heptyl group, octyl group, decyl group, undecyl group, dodecyl group, tridecyl group, pentadecyl group or the like Examples of the alkylthio group include a methylthio group, an ethylthio group, a propylthio group, a butylthio group, a pentylthio group, a hexylthio group, a heptylthio group, an octylthio group, a decylthio group, an undecylthio group, a dodecylthio group, and a tridecylthio group. Group, a linear or branched group having 1 to 20 carbon atoms such as a pentadecylthio group and the like, and examples of the arylthio group include a phenylthio group and a naphthylthio group.

Examples of the substituent for the alkyl group, alkoxy group, aryl group, aryloxy group, alkylamino group, dialkylamino group, alkylthio group, and arylthio group include a methyl group, an ethyl group, a propyl group, a butyl group, C1-C10 alkyl groups such as pentyl group, hexyl group, heptyl group, octyl group, decyl group, cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group; methoxy group, ethoxy group, propoxy group , Butoxy group,
Pentyloxy group, hexyloxy group, heptyloxy group, octyloxy group,
A C1-C10 alkoxy group such as a decyloxy group; a hydroxyl group; or a fluorine atom,
Halogen atoms such as a chlorine atom and a bromine atom are exemplified.

R ₁ and R ₂ , R ₃ and R ₄ , R ₅ and R ₆ , R ₇ and R ₈ are connected to each other, and-(
An aliphatic carbocycle such as CH ₂ ) ₃ —, — (CH ₂ ) ₄ —, and — (CH ₂ ) ₅ — may be formed.

In the general formula (XI), as R _{1 to} R ₈ , (1) a linear or branched alkyl group optionally having an alkoxy group or a halogen atom as a substituent, (2) a cycloalkyl group optionally having a linear or branched alkyl group as a substituent, (3) an aryl group optionally having an alkyl group, an alkoxy group or a halogen atom as a substituent , (4) a halogen atom, or (5) each is preferably linked to form an aliphatic carbocycle, and is a linear or branched alkyl group having 1 to 8 carbon atoms or is connected to-( CH ₂ ) ₃ −
Or - _{(CH 2) 4} -, especially preferably if forming a.

As M in the general formula (XI), two hydrogen atoms; or 2 groups, 3 groups, 4 groups, 8 groups, 9 groups, 10 groups of the periodic table based on the 1990 rules of inorganic chemical nomenclature, A divalent metal atom, a trivalent monosubstituted metal atom, a tetravalent disubstituted metal atom or an oxymetal atom selected from elements belonging to Group 11, Group 12, Group 13, Group 14 or Group 15 is shown. For example, as the divalent metal atom, Cu, Zn, Fe, Co,
Ni, Ru, Rd, Pd, Mn, Sn, Mg, Ti and the like. Examples of the trivalent monosubstituted metal atom include Al—Cl, Ga—Cl, In—Cl, Fe—Cl, and Ru—C.
Examples include a metal atom monosubstituted by a halogen atom such as l, a hydroxyl group or an alkoxy group, and examples of the tetravalent disubstituted metal include SiCl ₂ , GeCl ₂ , TiCl ₂ and SnCl.
₂ , Si (OH) ₂ , Ge (OH) ₂ , Mn (OH) ₂ , Sn (OH) _{2 and} other halogen atoms, metal atoms disubstituted with hydroxyl groups or alkoxy groups, and the oxymetals include VO, MnO, TiO etc. are mentioned. Of these, preferably
VO, Cu, Ni, and Co are mentioned, More preferably, VO and Cu are mentioned.

[In the formula (XII), R _{1 to} R ₇ are each independently a hydrogen atom, a halogen atom, a nitro group, a cyano group, a hydroxy group, an amino group, a carboxyl group, a sulfonic acid group,
20 alkyl groups, halogenoalkyl groups having 1 to 20 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, alkenyl groups having 2 to 20 carbon atoms, alkoxyalkyl groups having 2 to 20 carbon atoms, alkoxy having 2 to 20 carbon atoms Alkoxy group, aryloxy group having 6 to 20 carbon atoms, acyl group having 1 to 20 carbon atoms, alkoxycarbonyl group having 2 to 20 carbon atoms, alkylaminocarbonyl group having 2 to 20 carbon atoms, dialkyl having 3 to 20 carbon atoms Aminocarbonyl group, C2-C20 alkylcarbonylamino group, C7-20 phenylcarbonylamino group, C7-20 phenylaminocarbonyl group, C7-20 phenoxycarbonyl group, C7 -20 aralkyl group, C6-C20 aryl group, C4-C20 heteroaryl group, C1-C20 alkyl Thio group, phenylthio group having 6 to 20 carbon atoms, 3 carbon
20 alkenyloxycarbonyl groups, C8-20 aralkyloxycarbonyl groups, C4-20 alkoxycarbonylalkoxycarbonyl groups, C4-20 alkylcarbonylalkoxycarbonyl groups, C2-20 mono ( Hydroxyalkyl) aminocarbonyl group, C 3-20 di (hydroxyalkyl) aminocarbonyl group, C 3-20 mono (alkoxyalkyl) aminocarbonyl group or C 5-20 di (alkoxyalkyl) aminocarbonyl R ₂ and R ₃ and / or R ₅ and R ₆ may be bonded to each other to form an aromatic ring condensed with a pyrrole ring, and the condensed aromatic ring formed by these groups is May be the same or different and may be of formula (XIII)

[In Formula (XIII), R _{8 to} R ₁₁ are each independently a hydrogen atom, a halogen atom, a nitro group,
Cyano group, hydroxy group, amino group, carboxyl group, sulfonic acid group, carbon number 1
-20 alkyl group, halogenoalkyl group having 1-20 carbon atoms, alkoxy group having 1-20 carbon atoms, alkenyl group having 2-20 carbon atoms, alkoxyalkyl group having 2-20 carbon atoms, 2-20 carbon atoms Alkoxy alkoxy group, aryloxy group having 6 to 20 carbon atoms, acyl group having 1 to 20 carbon atoms, alkoxycarbonyl group having 2 to 20 carbon atoms, alkylaminocarbonyl group having 2 to 20 carbon atoms, and 3 to 20 carbon atoms Dialkylaminocarbonyl group, C2-C20 alkylcarbonylamino group, C7-20 phenylcarbonylamino group, C7-20 phenylaminocarbonyl group, C7-20 phenoxycarbonyl group, carbon number An aralkyl group having 7 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 4 to 20 carbon atoms,
C1-C20 alkylthio group, C6-C20 phenylthio group, C3
-20 alkenyloxycarbonyl group, C8-20 aralkyloxycarbonyl group, C4-20 alkoxycarbonylalkoxycarbonyl group,
C4-C20 alkylcarbonylalkoxycarbonyl group, C2-C20
Mono (hydroxyalkyl) aminocarbonyl group, C 3-20 di (hydroxyalkyl) aminocarbonyl group, C 3-20 mono (alkoxyalkyl) aminocarbonyl group or C 5-20 di (alkoxyalkyl) ) Represents an aminocarbonyl group, and R ₁₀ and R ₁₁ may be bonded to each other to form an aromatic ring. ) And M represents a transition metal. ]
Specific examples of R _{1 to} R ₁₁ include a hydrogen atom; a nitro group; a cyano group; a hydroxy group; an amino group; a carboxyl group; a sulfonic acid group; a halogen atom of fluorine, chlorine, bromine, and iodine; a methyl group, an ethyl group, n-propyl group, iso-propyl group, n-butyl group, iso-butyl group, sec-butyl group, t-butyl group, n-pentyl group, iso-pentyl group,
2-methylbutyl, 1-methylbutyl, neo-pentyl, 1,2-dimethylpropyl, 1,1-dimethylpropyl, cyclo-pentyl, n-hexyl, 4-methylpentyl, 3-methyl Pentyl group, 2-methylpentyl group, 1-methylpentyl group, 3,3-
Dimethylbutyl group, 2,3-dimethylbutyl group, 1,3-dimethylbutyl group, 2,2-dimethylbutyl group, 1,2-dimethylbutyl group, 1,1-dimethylbutyl group, 3-ethylbutyl group, 2 -Ethylbutyl, 1-ethylbutyl, 1,2,2-trimethylbutyl, 1,1,2-trimethylbutyl, 1-ethyl-2-methylpropyl, cyclo-hexyl, n-heptyl, 2 -Methylhexyl group, 3-methylhexyl group, 4-methylhexyl group, 5-methylhexyl group, 2,4-dimethylpentyl group, n-octyl group, 2-ethylhexyl group, 2,5-dimethylhexyl group, 2 , 5,5-trimethylpentyl group, 2,4-dimethylhexyl group, 2,2,4-trimethylpentyl group, n-octyl group, 3,5,5-trimethylhexyl group, n-nonyl group, n-decyl Group, 4-ethyloctyl group, 4-ethyl-4,5-methylhexyl group, n-undecyl group, n-dodecyl group, 1,3,5,7-tetraethyl Corruptible group, 4
Butyloctyl group, 6,6-diethyloctyl group, n-tridecyl group, 6-methyl-4-butyloctyl group, n-tetradecyl group, n-pentadecyl group, 3,5-dimethylheptyl group, 2,6-dimethyl Heptyl group, 2,4-dimethylheptyl group, 2,2,5,5-tetramethylhexyl group, 1-cyclo-pentyl-2,2-dimethylpropyl group, 1-cyclo-hexyl-2
C1-C20 linear, branched or cyclic alkyl group such as 2-dimethylpropyl group; chloromethyl group, dichloromethyl group, fluoromethyl group, trifluoromethyl group, pentafluoroethyl group, nonafluorobutyl group A halogenoalkyl group having 1 to 20 carbon atoms such as methoxyethyl group, ethoxyethyl group, iso-propyloxyethyl group, 3-methoxypropyl group, 2-methoxybutyl group, etc .; Methoxy group, ethoxy group, n-propoxy group, iso-propoxy group, n-butoxy group, iso-butoxy group, sec-butoxy group, t-butoxy group, n-pentoxy group, iso-pentoxy group, neo-pentoxy group An alkoxy group having 1 to 20 carbon atoms such as n-hexyloxy group and n-dodecyloxy group; vinyl group, propenyl group, 1-butenyl group, iso-butenyl group, 1-pentenyl group Group, 2-pentenyl group, 2-methyl-1-butenyl group, 3-methyl-1-butenyl group, 2-methyl-2-butenyl group, 2,2-dicyanovinyl group, 2-cyano-2-methyl C2-C20 alkenyl groups such as carboxyl vinyl group and 2-cyano-2-methylsulfon vinyl group; methoxyethoxy group, ethoxyethoxy group, 3-methoxypropyloxy group, 3- (iso-propyloxy) propyloxy Alkoxy groups having 2 to 20 carbon atoms such as phenoxy groups; phenoxy groups, 2-methylphenoxy groups, 4-methylphenoxy groups, 4-t-butylphenoxy groups, 2-methoxyphenoxy groups, 4-iso-propylphenoxy groups, etc. An aryloxy group having 6 to 20 carbon atoms: formyl group, acetyl group, ethylcarbonyl group, n-propylcarbonyl group, iso-propylcarbonyl group, n-butylcarbonyl group, iso-butylcarbonyl group, sec-butyl group Tilcarbonyl group, t-butylcarbonyl group, n-pentylcarbonyl group,
C1-C20 acyl groups such as iso-pentylcarbonyl group, neo-pentylcarbonyl group, 2-methylbutylcarbonyl group, nitrobenzylcarbonyl group; methoxycarbonyl group, ethoxycarbonyl group, isopropyloxycarbonyl group, 2,4 -
Alkoxycarbonyl groups such as dimethylbutyloxycarbonyl group; methylaminocarbonyl group, ethylaminocarbonyl group, n-propylaminocarbonyl group, n-
2-20 carbon atoms such as butylaminocarbonyl group, n-hexylaminocarbonyl group
An alkylaminocarbonyl group such as dimethylaminocarbonyl group, diethylaminocarbonyl group, di-n-propylaminocarbonyl group, di-n-butylaminocarbonyl group, N-methyl-N-cyclohexylaminocarbonyl group, etc.
A dialkylaminocarbonyl group of 0; an alkylcarbonylamino group having 2 to 20 carbon atoms such as an acetylamino group, an ethylcarbonylamino group, a butylcarbonylamino group; a phenylaminocarbonyl group, a 4-methylphenylaminocarbonyl group, 2-
C7-20 phenylaminocarbonyl group such as methoxyphenylaminocarbonyl group, 4-n-propylphenylaminocarbonyl group; phenylcarbonylamino group, 4-ethylphenylcarbonylamino group, 3-butylphenylcarbonylamino group, etc. A phenylcarbonylamino group having 7 to 20 carbon atoms; a phenoxycarbonyl group, a 2-methylphenoxycarbonyl group, a 4-methoxyphenoxycarbonyl group, 4-
a phenoxycarbonyl group having 7 to 20 carbon atoms such as t-butylphenoxycarbonyl group; benzyl group, nitrobenzyl group, cyanobenzyl group, hydroxybenzyl group,
Methylbenzyl group, dimethylbenzyl group, trimethylbenzyl group, dichlorobenzyl group, methoxybenzyl group, ethoxybenzyl group, trifluoromethylbenzyl group, naphthylmethyl group, nitronaphthylmethyl group, cyanonaphthylmethyl group,
Aralkyl groups having 7 to 20 carbon atoms such as hydroxynaphthylmethyl group, methylnaphthylmethyl group, trifluoromethylnaphthylmethyl group; phenyl group, nitrophenyl group, cyanophenyl group, hydroxyphenyl group, methylphenyl group, dimethylphenyl group, Trimethylphenyl, dichlorophenyl, methoxyphenyl, ethoxyphenyl, trifluoromethylphenyl, N, N-dimethylaminophenyl, naphthyl, nitronaphthyl, cyanonaphthyl, hydroxynaphthyl, methylnaphthyl, tri 6 to 6 carbon atoms such as fluoromethylnaphthyl group
20 aryl groups; carbon number such as pyrrolyl, thienyl, furanyl, oxazoyl, isoxazoyl, oxadiazoyl, imidazolyl, benzoxazoyl, benzothiazoyl, benzoimidazolyl, benzofuranyl, indoyl 4-20 heteroaryl groups; methylthio group, ethylthio group, n-
Propylthio group, iso-propylthio group, n-butylthio group, iso-butylthio group, se
c-butylthio group, t-butylthio group, n-pentylthio group, iso-pentylthio group, 2-
Alkylthio groups having 1 to 20 carbon atoms such as methylbutylthio group, 1-methylbutylthio group, neo-pentylthio group, 1,2-dimethylpropylthio group, 1,1-dimethylpropylthio group; phenylthio group, 4- A phenylthio group having 6 to 20 carbon atoms such as a methylphenylthio group, a 2-methoxyphenylthio group, and a 4-t-butylphenylthio group; a vinyl group,
Propenyl group, 1-butenyl group, iso-butenyl group, 1-pentenyl group, 2-pentenyl group, 2-methyl-1-butenyl group, 3-methyl-1-butenyl group, 2-methyl-2-butenyl group, C2-C20 alkenyl groups such as 2,2-dicyanovinyl group, 2-cyano-2-methylcarboxylvinyl group, 2-cyano-2-methylsulfonvinyl group; allyloxycarbonyl group, 2-butenoxy An alkenyloxycarbonyl group having 3 to 20 carbon atoms such as a carbonyl group; an aralkyloxycarbonyl group having 8 to 20 carbon atoms such as a benzyloxycarbonyl group and a phenethyloxycarbonyl group; a methoxycarbonylmethoxycarbonyl group, an ethoxycarbonylmethoxycarbonyl group, n Alkoxy having 4 to 20 carbon atoms such as propoxycarbonylmethoxycarbonyl group and isopropoxycarbonylmethoxycarbonyl group Carbonyl alkoxycarbonyl group; alkylcarbonylalkoxycarbonyl group having 4 to 20 carbon atoms such as methylcarbonylmethoxycarbonyl group and ethylcarbonylmethoxycarbonyl group; hydroxyethylaminocarbonyl group, 2-hydroxypropylaminocarbonyl group, 3-hydroxypropylaminocarbonyl C2-C20 mono (hydroxyalkyl) aminocarbol group such as a group; di (hydroxyethyl) aminocarbonyl group, di (2-
Hydroxypropyl) aminocarbonyl group, di (3-hydroxypropyl) aminocarbonyl group and the like C3-C20 di (hydroxyalkyl) aminocarbonyl group; methoxymethylaminocarbonyl group, methoxyethylaminocarbonyl group,
C3-C20 mono (alkoxyalkyl) aminocarbonyl groups such as ethoxymethylaminocarbonyl group, ethoxyethylaminocarbonyl group, and propoxyethylaminocarbonyl group; di (methoxyethyl) aminocarbonyl group, di (ethoxymethyl) amino A carbonyl group, a di (ethoxyethyl) aminocarbonyl group,
Examples thereof include di (alkoxyalkyl) aminocarbol groups having 5 to 20 carbon atoms such as di (propoxyethyl) aminocarbonyl group.

The metal M that forms a chelate compound together with the dipyrromethene compound represented by the general formula (XII) is not particularly limited as long as it is generally a metal having the ability to form a chelate compound with a dibenzopyromethene compound. 9, 10 (VI
Group II), Group 11 (Group Ib), Group 12 (Group IIb), Group 3 (Group IIIa), Group 4 (Group IVa)
Examples include metals of Group 5 (Group Va), Group 6 (Group VIa), and Group 7 (Group VIIa), preferably nickel, cobalt, iron, ruthenium, rhodium, palladium, copper, osmium, iridium, platinum, Transition elements such as zinc may be mentioned.

[In the formula, -T- represents an oxygen atom, a sulfur atom, or a group represented by -CR ₁ R _2- (R ₁ and R ₂ each independently represents an alkyl group having 1 to 4 carbon atoms, Or R ₁ , R
₂ together can form a 3-6 membered ring which may contain oxygen, sulfur and nitrogen atoms. Y represents an organic group, X represents a hydrogen atom, a halogen atom, an alkyl group, or an aryl group, and R represents a halogen atom, a nitro group, an alkoxy group, or an aryl group. , K represents 1 or 2, An ^m− represents an m-valent anion, m represents an integer of 1 or 2, and p represents a coefficient for keeping the charge neutral. ]
In the general formula (XV), examples of the alkyl group having 1 to 4 carbon atoms represented by R ₁ and R ₂ include methyl, ethyl, propyl, isopropyl, butyl,
Secondary butyl, tertiary butyl, isobutyl and the like can be mentioned. The organic group which may contain a 3- to 6-membered ring oxygen, sulfur or nitrogen atom which can be formed from R ₁ and R ₂ and may have a substituent is cyclopropane-1,1- Diyl, cyclobutane-1,1-diyl, 2,4-dimethylcyclobutane-1,1-diyl, 3-dimethylcyclobutane-1,1-diyl, cyclopentane-1,1-diyl, cyclohexane-1,1-diyl Tetrahydropyran-4,4-diyl, thian
4,4-diyl, piperidine-4,4-diyl, N-substituted piperidine-4,4-
Examples include diyl, morpholine-2,2-diyl, morpholine-3,3-diyl, N-substituted morpholine-2,2-diyl, N-substituted morpholine-3,3-diyl and the like. The organic group represented by Y is not particularly limited. For example, methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, tert-butyl, isobutyl, amyl, isoamyl, tert-amyl, hexyl, cyclohexyl, cyclohexyl Methyl, 2-cyclohexylethyl, heptyl, isoheptyl, tertiary heptyl, n
-Linear, branched or cyclic alkyl groups such as octyl, isooctyl, tertiary octyl, 2-ethylhexyl, nonyl, isononyl, decyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, peptadecyl, octadecyl, preferably C1-C8 alkyl group: vinyl, 1-methylethenyl,
Alkenyl groups such as 2-methylethenyl, propenyl, butenyl, isobutenyl, pentenyl, hexenyl, heptenyl, octenyl, decenyl, pentadecenyl, 1-phenylpropen-3-yl, phenyl, naphthyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 4-vinylphenyl, 3-isopropylphenyl, 4-isopropylphenyl, 4-butylphenyl, 4-isobutylphenyl, 4-tert-butylphenyl, 4-hexylphenyl, 4-cyclohexylphenyl, 4-octyl Phenyl, 4- (2-ethylhexyl) phenyl, 4-stearylphenyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4-dimethylphenyl 3, 5 Dimethylphenyl, 2,4-di-tert-butylphenyl, alkyl aryl groups such as phenyl, benzyl, phenethyl, 2-phenylpropan-2-yl, diphenylmethyl, triphenylmethyl, styryl,
An arylalkyl group such as cinnamyl, etc. in which it is interrupted by an ether bond or a thioether bond, such as 2-methoxyethyl, 3-methoxypropyl, 4-
Methoxybutyl, 2-butoxyethyl, methoxyethoxyethyl, methoxyethoxyethoxyethyl, 3-methoxybutyl, 2-phenoxyethyl, 2-methylthioethyl, 2-phenylthioethyl, and these groups are alkoxy groups, It may be substituted with an alkenyl group, a nitro group, a cyano group, a halogen atom or the like. Examples of the halogen atom represented by X include fluorine, chlorine, bromine, and iodine atoms. Examples of the alkyl group and aryl group include the same groups as those exemplified in the description of Y. Examples of the halogen atom for R include fluorine, chlorine, bromine, and iodine atoms, and examples of the alkoxy group include a methoxy group, an ethoxy group, an n-propoxy group, an n-butoxy group, an iso-butyloxy group, and an n-hexyloxy group. , A cyclohexyloxy group, an n-octyloxy group, etc., a straight-chain, branched-chain or cyclic alkoxy group having 1 to 8 carbon atoms. Examples of the aryl group are the same as those exemplified in the section of Y. Can be mentioned. Examples of the anion represented by An ^m- include monovalent halogen anions such as chlorine anion, bromine anion, iodine anion and fluorine anion; perchlorate anion, chlorate anion,
Thiocyanate anion, phosphorus hexafluoride anion, antimony hexafluoride anion,
Inorganic anions such as boron tetrafluoride anion, organic sulfonate anions such as benzenesulfonate anion, toluenesulfonate anion, trifluoromethanesulfonate anion; octyl phosphate anion, dodecyl phosphate anion, octadecyl phosphate anion, phenyl phosphate Organic phosphate anions such as anion, nonylphenyl phosphate anion, 2,2′-methylenebis (4,6-ditert-butylphenyl) phosphonate anion, and the like. A disulfonic acid anion, a naphthalene disulfonic acid anion, etc. are mentioned. Further, a quencher anion which is a metal complex compound can be used as necessary.
Examples of the quencher anion include anions described in JP-A-60-234892 and JP-A-2002-350632. For example, the anion represented by the following general formula (A) and (B) is mentioned.

(In the formula, R ₃ and R ₄ each independently represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a —SO ₂ —Z group (Z represents a dialkylamino group, a diarylamino group, a piperidino group, or a morpholino group). And a and b each represents 0 to 3. R ₅ ,
R ₆ , R ₇ and R ₈ each independently represents an alkyl group, an alkylphenyl group, an alkoxyphenyl group or a halogenated phenyl group, M represents a nickel or copper atom, and M represents a nickel or copper atom. )
In the general formula (A), examples of the halogen atom for the substituents R ₃ and R ₄ include fluorine, chlorine, bromine, and iodine atoms, and examples of the alkyl group and aryl group include the general formula (XV). The thing similar to what was illustrated by the term of the substituent Y of these is mentioned. Examples of the alkyl group for Z include linear or branched alkyl groups having 1 to 8 carbon atoms. Examples of the aryl group for Z include a phenyl group optionally substituted with a fluorine atom, a chlorine atom, or a bromine atom. As the alkyl group of the dialkylamino group, a linear or branched alkyl group having 1 to 8 carbon atoms can be mentioned. Substituent R
₃ and R ₄ are preferably electron-withdrawing groups, and in particular, 2,3,5-trichloro group, 2,3-dichloro group, 2,4-dichloro group, 2,5-dichloro group, —SO ₂ Z Is preferred. As Z,
A dimethylamino group, a diethylamino group, a di-n-propylamino group, a di-n-butylamino group, a piperidino group and a morpholino group are preferable, and a morpholino group is particularly preferable.
In the general formula (B), the alkyl group of R ₅ , R ₆ , R ₇ and R _{8 and} the alkyl group of the alkylphenyl group are the same as those exemplified in the section of the substituent Y of the general formula (XV). The thing is mentioned. Examples of the alkoxy group of the alkoxyphenyl group include the same as those exemplified in the section of the substituent R of the general formula (XV), and examples of the halogen of the halogenated phenyl group include fluorine, chlorine, bromine, and iodine. Atom.

The squarylium compounds of general formula (I) to general formula (X) and general formulas (XIV) to (
The compound XV) has an absorption wavelength depending on the type of substituent, and in the case of the tetraazaporphyrin compound of general formula (XI) and the pyromethene compound (XII), the combination of the type of substituent and the central metal M Is different.

Preferable examples of the squarylium compound of the general formula (V) for giving the minimum value K of transmittance in the vicinity of 530 to 600 nm include the compounds exemplified in Japanese Patent Application No. 2001-265276. Specific examples are shown below.

Moreover, the general formula (VI) for giving the minimum value K of transmittance around 530 to 600 nm
As preferable examples of the squarylium-based compound, m = 3 in the general formula (VI),
Examples of the compound include n = 0, m = 3, n = 1, and R ₁ = alkyl group which may have a substituent.

  The preferable specific example is shown below.

In addition, a general formula (VII for providing a minimum value K of transmittance in the vicinity of 530 to 600 nm is used.
As a preferred example of the squarylium compound of formula (VII), in general formula (VII), Z is an imino group, L is a hydrogen atom, R ₆ and R ₇ are optionally substituted alkyl groups, or substituted A compound which is an aryl group which may have a group.

  The preferable specific example is shown below.

Further, a general formula (VIII for giving a minimum value K of transmittance in the vicinity of 530 to 600 nm)
In the general formula (VIII), R ₁ = alkyl group, —W—X—R ₂ , W is an imino group, X is a carbonyl group, or a sulfonyl group, and R ₂ is , An alkyl group which may have a substituent, an alkenyl group which may have a substituent, an aryl group which may have a substituent, l = 2 or 3, m = 0 Or 1, n = 0 or 1, Z is an oxygen atom, L is a hydrogen atom, R ₆ and R ₇ may have an alkyl group which may have a substituent, or may have a substituent. In the case of an aryl group, R ₁ = alkoxy group, l = 0, m = 3, n = 0, Z is an imino group, L is a hydrogen atom, R ₆ and R ₇ have a substituent Preferred is a good alkyl group or an aryl group which may have a substituent.

  The preferable specific example is shown below.

Further, the general formula (IX) for giving a minimum value K of transmittance in the vicinity of 530 to 600 nm
In the general formula (IX), R ₁ is a hydrogen atom, an alkyl group, or an aryl group, R ₇ is an alkyl group, an alkoxy group, a halogen atom, or an aryl group, and s is The case of 0-2 is preferable.

  The preferable specific example is shown below.

Further, a general formula (X) for giving a minimum value K of transmittance in the vicinity of 530 to 600 nm.
In the general formula (X), R ₁ = a hydrogen atom, an alkyl group, or an aryl group, and R ₂ is an alkyl group, an aryl group, or s = 2 or 3. preferable.

  The preferable specific example is shown below.

Further, the general formula (XI) for giving the minimum value K of transmittance in the vicinity of 530 to 600 nm
As the tetraazaporphyrin-based compound of general formula (XI), when at least four groups of R _{1 to} R ₈ are alkyl groups and the rest are hydrogen atoms, or R ₁ and R ₂ , R
₃ and R ₄ , R ₅ and R ₆ , R ₇ and R ₈ are connected to each other, and — (CH ₂ ) ₃ —, — (CH ₂ )
_In the case where an aliphatic carbocycle such as ₄ -,-(CH ₂ ) _5- is formed, the metal atom M is V
O, Cu, Ni and Co are preferred.

  The preferable specific example is shown below.

Further, a general formula (XII) for giving a minimum value K of transmittance in the vicinity of 530 to 600 nm.
Among the pyromethene compounds of (ii), as preferred specific examples, JP-A-10-226
172, Table-1 (1), 2-8 to 2-10, Table-1 (2), 2-18, 2-20, Table-1 (11), 11-1 to 11-10, Table-1 (4) 4-1 to 4-13, Table-1 (5)
4-14 to 4-15, and compounds such as 4-47, 4-48 and 4-51 in Table-1 (7).

Further, among the cyanine compounds of the general formula (XV) for giving a minimum value of transmittance around 530 to 600 nm, preferred specific examples are given in Table 1 below together with the chemical formula.

* 1; A-1 represents the following structure in the general formula (A).

* 2: A-2 represents the following structure in the general formula (A).

The compounds of the general formulas (V) to (XII), (XIV) to (XV), and (I) to (III) having the maximum absorption in the wavelength range of 530 to 610 nm used for the filter of the present invention. As for the transmittance curve, it is better to have a sharp valley type (valley type) so as not to disturb the light emission of the display, and the half width of the transmittance curve is preferably 60 nm or less.

Synthesis Example 1 (Synthesis of Formula I-2)
3,4-Dihydroxy-3-cyclobutene-1,2-dione 1,2-Dichlorocyclobutane-3,4-dione was synthesized by the method of Tetrahedron Letters, 781 (1970) using thionyl chloride as a raw material.

Then, using 1,2-dichlorocyclobutane-3,4-dione (A),
In the following method described in Pigments 49,161 (2001), 2-chloro-1- (4-methoxyphenyl) cyclobutane 3,4-dione [EI-MS; m / z 222 (M +), 1H-NMR (40
0MHz, inCDCl3δ, ppm); 3.93 (s, 3H), 7.08 (d, 2H), 8.25 (d, 2H)]]
-Methoxy-1- (4-hydroxyphenyl) cyclobutane 3,4-dione [1H
-NMR (400 MHz, inCDCl3δ, ppm); 3.90 (s, 3H), 7.04 (d, 2H), 8.11 (d, 2H)]] was synthesized.

Furthermore, 2-hydroxy-1- (4-methoxyphenyl) cyclobutane 3,4-
0.10 g (0.49 mmol) of dione, 0.14 g (0.49 mmol) of n-decanoic acid (3,5-dihydroxy-phenyl) -amide, 20 ml of toluene
And 20 ml of n-butanol are added to the reaction vessel, and added to the reaction vessel equipped with a Gene Stark apparatus, and heated to reflux for 4 hours.
After completion of the reaction, the reaction mixture was allowed to cool, and the precipitate was filtered, washed with toluene / hexane, and dried to obtain 0.15 g (yield 65.8%) of the desired compound (1A-2).
[Visible part absorption λmax: 552 nm (tetrahydrofuran) Mass spectrum MALDI-TOF MS (neg, no marix) method: m / z = 465 (
M-)]

Synthesis Example 2 (Synthesis of Formula I-4)
0.10 g (0.49 mmol) of 2-hydroxy-1- (4-methoxyphenyl) cyclobutane 3,4-dione, 1,3,5-trihydroxybenzene
. 063 g (0.50 mmol), toluene 20 ml and n-butanol 20 m
1 was added to the reaction vessel, added to the reaction vessel equipped with the Gene Stark apparatus, and heated to reflux for 4 hours.
After completion of the reaction, the reaction mixture was allowed to cool, and the precipitate was filtered, washed with toluene / hexane, and dried to obtain 0.12 g (yield: 85.0%) of the desired compound (I-4).
[Visible part absorption λmax: 532 nm (tetrahydrofuran), mass spectrum MALDI-TOF MS (negative ion mode, matrix: α-CHCA) method:
m / z = 311 (M−H)]

Synthesis Example 3 (Synthesis of Formula III-3)
0.30 g of 2′-nonenoic acid (3,5-dihydroxyphenylamide),
And 0.065 g of 3,4-dihydroxy-3-cyclobutene-1,2-dione
Together with a mixed solvent of 20 ml of toluene and 20 ml of n-butanol and put into a reaction vessel equipped with a Gene Stark apparatus and heated to reflux for 4 hours to react. After the reaction is completed, the reaction mixture is allowed to cool and the precipitate is filtered. The product was washed with toluene and dried to obtain 0.21 g (yield 60.9%) of the target compound (III-3).
[Visible part absorption λmax: 609 nm (tetrahydrofuran), mass spectrum DEI-MS (pos) method: m / z = 605 (M + H)]

Synthesis Example 4 (Synthesis of Formula II-5)
2'-ethylhexanoic acid (3,5-dihydroxyphenylamide) 0.251
g, 0.14 g of 1-methyl-3-n-propyl-2-pyrazolin-5-one and 0.114 g of 3,4-dihydroxy-3-cyclobutene-1,2-dione were added to 20 ml of toluene and n- Put in a reaction vessel equipped with a Gene Stark apparatus together with 20 ml of butanol mixed solvent and heat to reflux for 4 hours to react. After the reaction is completed, the reaction mixture is allowed to cool, and the precipitate is filtered, washed with toluene, and dried. To obtain 0.25 g of the reaction product.

By 1 H-NMR [500 MHz, d8-THF, δ (ppm), 25 ° C.], 1,3-bis (5-hydroxy-1-methyl-3-propyl-1H-pyrazol-4-yl) cyclobutenedii Lilium-2,4-diolate, 1,3-bis (
2- (2-Ethylhexanoyl) amino-4,6-dihydroxy-phenyl) cyclobutenedidilium-2,4-diolate and 18 of the formula (II-5):
It was a 29:53 mixture. In addition, 1,3-bis (5-hydroxy-1-methyl-3-propyl-1H-pyrazol-4-yl) cyclobutenedidilium-2,
4-diolate and 1,3-bis (2- (2-ethylhexanoyl) amino-
4,6-dihydroxy-phenyl) cyclobutenediylium-2,4-diolate is disclosed in Japanese Patent Application No. 2000-149260, Example 2 and Japanese Patent Application No. 2000-, respectively.
266415, Example 2, and Mass, NMR, IR coincided with each other.
II-5;
Visible part absorption; λmax: 549 nm (tetrahydrofuran)
Mass spectrum; DEI-MS (pos) method: m / z = 469 (M + H)
1 H-NMR [500 MHz, d8 -THF, δ (ppm), 25 ° C.];
10.32 (1H, s), 7.96 (1H, d), 5.94 (1H, d), 3.57 (3H, s), 2.83 (2H, t),
2.52 (1H, m), 1.80-0.80 (19H, m)

Synthesis Example 5 (Synthesis of Formula II-11)
3,4-dimethoxy-3-cyclobutene-1,2-dione 1.0 g, 1- (p
-Tolyl) -3-methylpyrazolin-5-one 1.33 g of methanol 72
It melt | dissolved in ml, 0.97g of potassium carbonate was added to this solution, it stirred at 25 degreeC for 2 hours, and the deposit was filtered. The obtained solid was added to a mixed solution of 0.37 g of potassium carbonate and 16 ml of water, reacted at 50 ° C. for 5 hours, 32 ml of water and 1 mol / l hydrochloric acid aqueous solution were added, and the precipitate was collected by filtration. 100 ml of n-butanol was obtained
100 ml of toluene and 0.84 g of 2′-ethylhexanoic acid (3,5-dihydroxyphenylamide) are added to a reaction vessel equipped with a Gene Stark apparatus,
Heated to reflux for 4 hours. After completion of the reaction, the reaction mixture was concentrated to 10 ml with an evaporator, 10 ml of methanol was added, the mixture was cooled to room temperature, and the precipitate was collected by filtration to obtain 0.80 g of the desired compound (II-11).
[Melting point: 143 ° C., visible absorption λmax: 557 nm (tetrahydrofuran), mass spectrum: DEI-MS method m / z = 517 (M +)]

Synthesis Example 6 (Synthesis of Formula II-14)
1- (p-Tolyl) -3-methylpyrazolin-5-one of Synthesis Example 5 1.33 g
1- (tert-butyl) -3-phenylpyrazolin-5-one instead of
The same operation as in Synthesis Example 5 was carried out except that 1 g was used, and the target compound (II-14
) 0.33 g was obtained.
[Melting point: 138 ° C., visible absorption λmax: 558 nm (tetrahydrofuran), mass spectrum: DEI-MS method m / z = 545 (M +)]

The electronic display filter of the present invention contains the aforementioned squarylium compound and / or tetraazaporphyrin compound alone or as a mixture. As a form of inclusion, typically, a squarylium compound and / or tetraaza is formed on a sheet-like or film-like transparent substrate by a binder resin containing the aforementioned squarylium compound and / or tetraazaporphyrin compound. Laminate formed with a porphyrin-based compound-containing resin, or a single-layer sheet of a squarylium-based compound and / or a tetraazaporphyrin-based compound-containing resin composed of the binder resin itself containing the squarylium-based compound and / or tetraazaporphyrin-based compound. Or a film is mentioned.

In addition, when a plurality of squarylium compounds and / or tetraazaporphyrin compounds are contained, each is mixed separately into a binder resin, and each binder resin containing squarylium compounds and / or tetraazaporphyrin compounds is laminated. Thus, it may take the form of a laminate in which individual compounds are present in separate layers.

The filter for electronic display according to the present invention has a function necessary as a filter, such as antireflection, near infrared absorption, electromagnetic wave absorption, etc.
The minimum value K of the transmittance in the wavelength range of m to 600 nm is set to 30% or less, preferably 20% or less. In this case, the value c of 610 nm transmittance (%) is set to 435n.
m, 545 nm transmittance (%) values a and b with respect to 610 nm transmittance (%) c | c−a | ≦ 10 (%), | c−b | ≦ 10 (%), | a−b | ≦ 10 (%
The values of a and b are aligned so that the electronic display filter itself is not unnaturally colored.

However, it is desirable that the luminous transmittance Y1 is 30% or more, preferably 40% or more, and more preferably 45% or more so as not to greatly reduce the luminance of the electronic display light emission. The luminous transmittance is the ratio of the light beam φt transmitted through the object and the light beam φi incident on the object, described in JIS Z8105-1982, φt / φi, and the relative spectral response to the brightness sensation of the human visual system. The average of the transmittance in the wavelength range of 380 nm to 780 nm, taking into account the degree of light (spectral luminous efficiency), and this generally correlates with the lightness indicating the relative brightness of the object. It is used as an index of brightness / darkness.

Moreover, in order to improve the light resistance of the filter for electronic displays of this invention, an ultraviolet absorption layer can be provided.

Furthermore, the filter for electronic displays of this invention can provide a near-infrared cut layer and an electromagnetic wave cut layer. The near-infrared cut layer is installed on the front surface of the display for the purpose of preventing malfunction in remote control or transmission optical communication due to near-infrared rays emitted from the plasma display. The electromagnetic wave cut layer can use a metal oxide vapor deposition or sputtering method, or a mesh by etching a copper foil or a copper plating layer, and cuts electromagnetic waves radiated from an electronic display.

This electronic display filter can be used as a single layer or as a laminate bonded with transparent glass or other transparent resin plate. In addition, the present invention is implemented by combining the characteristics of a plurality of members such as a member that is directly attached to the display surface of an electronic display, a member that is installed as a laminate that is attached to a transparent glass or other transparent resin plate, etc. You can also. In order to obtain an electronic display or a plasma display panel display device using the electronic display filter of the present invention, any known display device or commercially available display device can be used without particular limitation.

EXAMPLES Hereinafter, the present invention will be described in more detail with reference to examples. However, the present invention is not limited to the following examples unless it exceeds the gist.

Filter evaluation method Transmittance:
Shimadzu spectrophotometer UV3100PC, filter 435nm, 545n
The transmittance of each light wavelength of m and 610 nm was measured.
2. Visual evaluation of filter coloring:
Install the filter in front of the display panel after removing the front glass filter from the Hitachi plasma display (W32-PD2100).
With the plasma display turned off, the filter was irradiated with either a normal white fluorescent lamp or a three-wavelength-range daylight white fluorescent lamp, and the color of the filter was visually evaluated in each case. The evaluation was performed in a dark room in which a normal white fluorescent lamp and a three-wavelength light emitting daylight white fluorescent lamp were installed on the ceiling.

Example 1
A polyethylene terephthalate film (PET film “T 600E” manufactured by Mitsubishi Chemical Polyester Film Co., Ltd., thickness 50 μm) and a polymethyl methacrylate resin (Dianal BR-80; manufactured by Mitsubishi Rayon Co., Ltd.) in a 30 wt% toluene solution (III- 3) Compound (squarylium compound) 0.150
wt% / resin content, compound of the above specific example (VI-3) (squarylium compound)
0.320 wt% / resin content, compound of the above specific example (IV-3) (dipyrazolylmethine compound) 0.250 wt% / resin content, THF, DME, and toluene were mixed and dissolved. Coated with 30 bar coater (manufactured by Taiyu Kikai Co., Ltd.), dried, film thickness 4.5
A filter having a μm coating film was obtained. This is designated as filter A.

Polyethylene terephthalate film (Mitsubishi Chemical Polyester Film's PET film “T 600E”, thickness 50 μm), polymethyl methacrylate resin (Dianar BR-80; manufactured by Mitsubishi Rayon Co., Ltd.) 30 wt% toluene solution with diimonium-based near infrared absorbing dye (N, N, N ′, N′-tetrakis (p
-Dibutylaminophenyl) -p-phenylenediimonium hexafluoroantimonate) 7.6% / resin content, toluene and MEK were mixed and dissolved, and NO. Coated with a 30 bar coater (manufactured by Tayu Equipment Co., Ltd.) and dried on the back surface of the film having a coating film, polymethylmethacrylate resin (Dianal BR-80;
(Mitsubishi Rayon Co., Ltd.) Dithiol nickel complex near-infrared absorbing dye {bis-2,2- [1,2-di (3-chlorophenyl) ethylenediimine] benzenethiolate} nickel (II) 9.2 wt% in 30 wt% toluene solution / Filter, coated in the same manner by mixing and dissolving resin, toluene and THF, filter A, electromagnetic shielding mesh (line width 10 μm, line pitch 250 μm), glass, and antireflection film (Nippon Yushi Co., Ltd.) Realak 8500), U
A filter for a plasma display panel was obtained by pasting together with an adhesive to which a V absorbent was added.

The transmittance of each of the filters at wavelengths of 610 nm, 545 nm, and 435 nm, and the color tone of the filter in a normal white fluorescent lamp and a three-wavelength range daylight fluorescent lamp were evaluated. Each evaluation result is shown in Table 1.

Example 2
The addition amount of the specific example (III-3) (squarylium compound) is 0.210 w.
t% / resin content, 0.150 wt% / resin content of the compound of the specific example (VI-2) (squarylium compound) instead of the compound of the specific example (VI-3) (squarylium compound) A filter for a plasma display panel was obtained in the same manner as in Example 1 except that the amount of the compound (dipyrazolylmethine compound) of the specific example (IV-3) was 0.600 wt% / resin.

The transmittance of the obtained filter at each wavelength of 610 nm, 545 nm, and 435 nm, and the color tone of the filter in a normal white fluorescent lamp and a three-wavelength range daylight fluorescent lamp were evaluated. Each evaluation result is shown in Table 1.

Example 3
The addition amount of the specific example (III-3) (squarylium compound) is 0.120 w.
t% / resin content The amount of the compound of the specific example (XI-1) (tetraazaporphyrin compound) is 0.192 wt% / in place of the compound of the specific example (VI-3) (squarylium compound). Resin content, instead of the compound of the specific example (IV-3) (dipyrazolylmethine compound), the addition amount of the compound of the specific example (VI-1) (squarylium compound) is 0.048 wt% / resin content A plasma display panel filter was obtained in the same manner as in Example 1 except that.

The transmittance of the obtained filter at each wavelength of 610 nm, 545 nm, and 435 nm, and the color tone of the filter in a normal white fluorescent lamp and a three-wavelength range daylight fluorescent lamp were evaluated. Each evaluation result is shown in Table 1.

Example 4
The same as Example 1 except that the compound (squarylium compound) of the specific example (V-3) was changed to 0.150 wt% / resin content instead of the compound (squarylium compound) of the specific example (III-3). Thus, a filter for a plasma display panel was obtained.

The transmittance of the obtained filter at each wavelength of 610 nm, 545 nm, and 435 nm, and the color tone of the filter in a normal white fluorescent lamp and a three-wavelength range daylight fluorescent lamp were evaluated. Each evaluation result is shown in Table 1.

Example 5
Instead of the compound (squarylium compound) of the specific example (III-3), 0.210 wt% / resin content of the compound (squarylium compound) of the specific example (V-3), of the specific example (VI-2) A plasma display panel filter was obtained in the same manner as in Example 2 except that the compound (squarylium compound) of the specific example (VI-1) was changed to 0.150 wt% / resin content instead of the compound (squarylium compound). It was.

The transmittance of the obtained filter at each wavelength of 610 nm, 545 nm, and 435 nm, and the color tone of the filter in a normal white fluorescent lamp and a three-wavelength range daylight fluorescent lamp were evaluated. Each evaluation result is shown in Table 1.

Example 6
Instead of the compound (squarylium compound) of the specific example (III-3), 0.330 wt% / resin content of the compound (squarylium compound) of the specific example (V-3), of the specific example (VI-3) In place of the compound (squarylium compound), the compound of the specific example (VI-1) (squarylium compound) 0.080 wt% / resin content,
The addition amount of the compound (dipyrazolylmethine compound) of the specific example (IV-3) is 0.6.
A filter for a plasma display panel was obtained in the same manner as in Example 1 except that 00 wt% / resin content and 0.090 wt% / resin content of the compound (Squarium compound) of the specific example (I-4) were added. It was.

The transmittance of the obtained filter at each wavelength of 610 nm, 545 nm, and 435 nm, and the color tone of the filter in a normal white fluorescent lamp and a three-wavelength range daylight fluorescent lamp were evaluated. Each evaluation result is shown in Table 1.

Example 7
Instead of the compound (squarylium compound) of the specific example (III-3), 0.330 wt% / resin content of the compound (squarylium compound) of the specific example (V-3), of the specific example (VI-3) In place of the compound (squarylium compound), the compound of the specific example (II-11) (squarylium compound) 0.210 wt% / resin, the addition of the compound of the specific example (IV-3) (dipyrazolylmethine compound) The amount is 0.
A plasma display panel filter was obtained in the same manner as in Example 1 except that 750 wt% / resin content was used.

The transmittance of the obtained filter at each wavelength of 610 nm, 545 nm, and 435 nm, and the color tone of the filter in a normal white fluorescent lamp and a three-wavelength range daylight fluorescent lamp were evaluated. Each evaluation result is shown in Table 1.

Comparative Example 1
The compound (tetraazaporphyrin-based compound) 0.384 wt% in the specific example (XI-1) instead of the compound (squarylium-based compound) in the specific example (III-3)
/ Resin content, 0.064 wt% of the compound of the specific example (VI-1) (squarylium compound) instead of the specific example (VI-3) / resin content, the compound of the specific example (IV-3) (di A plasma display panel filter was obtained in the same manner as in Example 1 except that the amount of pyrazolylmethine compound) was 0.350 wt% / resin content.

The transmittance of the obtained filter at each wavelength of 610 nm, 545 nm, and 435 nm, and the color tone of the filter in a normal white fluorescent lamp and a three-wavelength range daylight fluorescent lamp were evaluated. Each evaluation result is shown in Table 1.

Comparative Example 2
The addition amount of the compound (squarylium-based compound) of the specific example (III-3) is set to 0.
240 wt% / resin content In place of the compound of the specific example (VI-3) (squarylium compound), the compound of the specific example (VI-1) (squarylium compound) 0.1
A filter for a plasma display panel was obtained in the same manner as in Example 1 except that 59 wt% / resin content and the compound (dipyrazolylmethine compound) of the specific example (IV-3) were not added.

The transmittance of the obtained filter at each wavelength of 610 nm, 545 nm, and 435 nm, and the color tone of the filter in a normal white fluorescent lamp and a three-wavelength range daylight fluorescent lamp were evaluated. Each evaluation result is shown in Table 1.
Visual evaluation of filter coloring:
In Examples 1 to 7, even if the normal type fluorescent lamp and the three-wavelength light emitting type fluorescent lamp were irradiated, the color was almost the same as gray and had no sense of incongruity. In Comparative Example 1, it was gray when irradiated with a normal fluorescent lamp, but it turned red when irradiated with a three-wavelength fluorescent lamp and was uncomfortable. In Comparative Example 2, the purple color was uncomfortable regardless of which fluorescent lamp was used.

It is a figure which shows the transmission spectrum in the visible light region of the filter for electronic displays which concerns on this invention. It is a figure which shows the other example of the transmission spectrum in the visible region of the filter for electronic displays which concerns on this invention. It is a characteristic view which shows the emission spectrum of various external light.

Explanation of symbols

a Filter transmittance (%) at 435 nm
b Filter transmittance at 545 nm (%)
c Filter transmittance at 610 nm (%)
K, Ka, Kb local minimum

Claims (3)

A filter for an electronic display comprising a squarylium compound represented by the general formula (II).

[In the formula (II), R ₁ represents an alkyl group which may have a substituent or an alkoxy group which may have a substituent, and the substituent A is a hydroxyl group or W—X—. R ₂
(W represents an imino group or an alkylimino group, X represents a carbonyl group or a sulfonyl group, R ₂ has a hydrogen atom, an alkyl group which may have a substituent, or a substituent. An alkenyl group which may have a substituent, an aryl group which may have a substituent, or a heterocyclic group which may have a substituent; m represents 0 or 1;
₆ and R _{7 each} represents an optionally substituted alkyl group or an optionally substituted aryl group, and Z represents an oxygen atom. ). An electronic display device using the electronic display filter according to claim 1. A squarylium compound represented by the following general formula (II).

[In the formula (II), R ₁ represents an alkyl group which may have a substituent or an alkoxy group which may have a substituent, and the substituent A is a hydroxyl group or W—X—. R ₂
(W represents an imino group or an alkylimino group, X represents a carbonyl group or a sulfonyl group, R ₂ has a hydrogen atom, an alkyl group which may have a substituent, or a substituent. An alkenyl group which may have a substituent, an aryl group which may have a substituent, or a heterocyclic group which may have a substituent; m represents 0 or 1;
₆ and R _{7 each} represents an optionally substituted alkyl group or an optionally substituted aryl group, and Z represents an oxygen atom. ).

Images