JP2000007871A - Resin composition and its production, optical filter and device equipped with the same, and athermanous filter, optical fiber and glass lens - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a resin composition capable of effectively cutting near- infrared ray over a wide wavelength range and high in visible ray transmissivity by including a specific phosphate ester and copper ion in an acrylic-based resin. SOLUTION: This resin composition is obtained by including (A) a phosphate ester shown by formula I [R is a group shown by formula II (R1 is a 1-20C alkyl; R2 is a 1-6C alkylene; and (m) is 1 to 6); and (n) is 1 or 2], e.g. a compound shown by formula III, (B) copper ion (e.g. copper acetate) preferably at 0.02 to 10 pts.wt. per 100 pts.wt. of the component D, described below, (C) a (substituted) amino group, preferably N,N-dimethylamino, in an acrylic-based resin. The component A is obtained by reacting an alcohol shown by the formula R-OH with phosphorus pentoxide in an organic solvent. The component D is preferably a polymer obtained by radical polymerization of a (meth)acrylate ester-based monomer, e.g. methyl (meth)acrylate.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a resin composition capable of absorbing near-infrared rays, a method for producing the same, an optical filter comprising the resin composition, and an application example thereof. A resin composition and an optical filter that can be cut into a wide range and have excellent transparency to visible light, and a device including the optical filter (a camera, a CCD imaging device, an infrared communication environment maintenance device,
A plasma display device), a heat ray absorption filter, an optical fiber, and an eyeglass lens.

[0002]

2. Description of the Related Art In recent years, an optical filter (near-infrared cut filter) capable of cutting light in the near-infrared region is made of a resin composition that is lightweight and has good workability such as molding, cutting and polishing. Is being developed. As such a resin composition, there is known an acrylic resin containing copper ions (near infrared absorbing agent) (see Japanese Patent Publication No. 62-5190). However, in such a resin composition, since it is difficult to contain copper ions in a state of being sufficiently dispersed in an acrylic resin, there is a problem that visible light cannot be transmitted with high efficiency. is there.

[0003]

As means (resin composition) for solving such a problem, a component comprising a non-polymerizable phosphate compound having a specific chemical structure and copper ions, and / or Alternatively, a resin composition comprising a component made of a non-polymerizable phosphoric acid ester copper compound having a specific chemical structure in an acrylic resin has been proposed by the present applicant (Japanese Patent Application No. 9-229731). No.). According to the optical filter made of such an acrylic resin composition, visible light can be transmitted effectively and near infrared rays can be cut with higher efficiency than conventionally known optical filters.

However, in order to sufficiently exhibit the function as a near-infrared cut filter, it is desirable that rays in a wavelength region of 1000 nm or more can be effectively cut. However, in the case of an optical filter comprising the resin composition described in Japanese Patent Application No. 9-229731, the wavelength region of 1000 nm or more (for example, 1000 to
(1500 nm), and did not exhibit a sufficient function as a near-infrared cut filter. When such an optical filter is arranged on the front surface of the panel of the plasma display device, the near infrared light from the panel cannot be sufficiently cut, and the vicinity of the plasma display device is caused by the near infrared light. This may cause the remote control to malfunction. Also, when such an optical filter is mounted on an on-board camera for a personal computer, the red image element feels a little near-infrared light, resulting in a reddish image.

On the other hand, it is desirable that a near-infrared cut filter be capable of sufficiently transmitting light in the visible region, and efficiently and uniformly cut (absorb well) light in the near-infrared region. However,
The optical filter made of the resin composition described in Japanese Patent Application No. 9-229731 has a variation in light absorption characteristics in the near infrared region, and does not absorb light in the region in a well-balanced manner. Specifically, in the optical filter made of the resin composition described in Japanese Patent Application No. 9-229731, the light transmittance at 1000 nm (T ₁₀₀₀ ) and the light transmittance at 800 nm (T ₁₀₀₀ ) are described.
₈₀₀ ) (the gradient of the spectral transmittance curve at _{800 to} 1000 nm) is large, and with such an optical filter, light near 1000 nm cannot be sufficiently absorbed, and light near 1000 nm can be sufficiently absorbed. For example, if the thickness of the filter is increased for the purpose, the light in the visible region is also absorbed by the optical filter, and the transmittance of light in the visible region is reduced.

The present invention has been made based on the above circumstances. A first object of the present invention is to provide a resin composition that can effectively cut near infrared rays in a wide wavelength range (for example, 800 to 1500 nm). A second object of the present invention is to provide a light source having a wavelength of 800 to 1200 nm.
To provide a resin composition capable of cutting near-infrared rays in a wavelength region of high efficiency. A third object of the present invention is to provide a resin composition that can cut near infrared rays in a wavelength range of 800 to 1000 nm with high efficiency and in a well-balanced manner. A fourth object of the present invention is to provide a near infrared absorbing resin composition having excellent visible light transmittance. A fifth object of the present invention is to provide a method for producing a resin composition having excellent near-infrared absorption and visible light transmission. A sixth object of the present invention is to provide an optical filter that can effectively cut near infrared rays in a wide wavelength range. A seventh object of the present invention is to provide a camera provided with an optical filter capable of effectively cutting off near infrared rays in a wide wavelength range as a visibility correction filter for a light receiving element. An eighth object of the present invention is to provide an image pickup apparatus provided with an optical filter capable of effectively cutting near infrared rays in a wide wavelength range as a visibility correction filter for a CCD. A ninth object of the present invention is to provide an infrared communication environment maintenance device including, as a noise cut filter, an optical filter capable of effectively cutting near infrared rays in a wide wavelength range. A tenth object of the present invention is to provide a plasma display device in which an optical filter capable of effectively cutting off near-infrared rays in a wide wavelength range is arranged on a front surface of a panel. An eleventh object of the present invention is to provide a heat ray absorbing filter capable of effectively cutting near infrared rays in a wide wavelength range. A twelfth object of the present invention is to provide an optical fiber that can effectively cut near infrared rays in a wide wavelength range. A thirteenth object of the present invention is to provide a spectacle lens that can effectively cut near infrared rays in a wide wavelength range and has an effect of suppressing the onset of cataract.

[0007]

SUMMARY OF THE INVENTION The present invention provides a phosphoric acid ester copper compound having a specific chemical structure and a substituted or unsubstituted amino group in an acrylic resin to obtain a near-wavelength compound in a wide wavelength region. The present inventors have found that a resin composition that can effectively cut infrared rays and that can cut near infrared rays in a wavelength range of 800 to 1000 nm in a well-balanced manner can be obtained, and has been completed based on such findings.

That is, the resin composition of the present invention comprises a phosphate compound represented by the following formula (1) (hereinafter, referred to as a “specific phosphate compound”), copper ions:
A substituted or unsubstituted amino group is contained in an acrylic resin.

[0009]

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[0010] The resin composition of the present invention is characterized in that a specific phosphate compound, copper ions, and N, N-dimethylamino groups are contained in an acrylic resin.

The resin composition of the present invention comprises a copper phosphate ester compound represented by the following formula (2) or (3) (hereinafter, referred to as a “specific copper phosphate ester compound”):
A substituted or unsubstituted amino group is contained in an acrylic resin.

[0012]

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The resin composition of the present invention is characterized in that a specific phosphoric ester copper compound and an N, N-dimethylamino group are contained in an acrylic resin.

In the resin composition of the present invention, the following forms are preferred. [1] Copper ions are contained in an amount of 0.005 to 20 parts by mass per 100 parts by mass of the acrylic resin. [2] In the above formulas (1) to (3), the group (R ¹ ) constituting the group represented by R is an alkyl group having 1 to 3 carbon atoms (a methyl group, an ethyl group or a propyl group). . [3] In the above formulas (1) to (3), the group (R ² ) constituting the group represented by R is an ethylene group, a propylene group or a butylene group. [4] In the above formulas (1) to (3), the number of repeating alkylene oxide groups (m) in the group represented by R is 1 to 3
That. [5] In the above formulas (1) to (3), R is a group represented by the following formula (4) or the following formula (5).

[0015]

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The process for producing the resin composition of the present invention is a method for preparing a resin composition comprising a specific phosphate compound, a copper compound, a compound containing a substituted or unsubstituted amino group, and an acrylic monomer. The method includes a step of subjecting the body composition to a polymerization treatment. The method for producing the resin composition of the present invention is characterized by comprising a step of mixing a specific phosphate compound, a copper compound, and a compound having a substituted or unsubstituted amino group into an acrylic resin. I do.

The process for producing the resin composition of the present invention is directed to a monomer composition containing a specific phosphate ester copper compound, a compound containing a substituted or unsubstituted amino group, and an acrylic monomer. Characterized by comprising a step of polymerizing The method for producing the resin composition of the present invention is characterized by including a step of mixing a specific phosphate ester copper compound and a compound having a substituted or unsubstituted amino group into an acrylic resin.

The optical filter of the present invention is characterized by comprising the above resin composition (the resin composition of the present invention). The camera of the present invention is characterized in that the above optical filter (optical filter of the present invention) is mounted as a visibility correction filter for a light receiving element. The imaging device of the present invention is characterized in that the above optical filter (the optical filter of the present invention) is mounted as a visibility correction filter for a CCD. The infrared communication environment maintenance device of the present invention includes the above-described optical filter (optical filter of the present invention) as a noise cut filter.
Is mounted. The plasma display device of the present invention is characterized in that the above-mentioned optical filter (the optical filter of the present invention) is arranged on the front surface of the panel. The heat ray absorption filter of the present invention is characterized by comprising the above optical filter (the optical filter of the present invention). The optical fiber of the present invention is characterized by comprising the above optical filter (the optical filter of the present invention). The optical fiber of the present invention is characterized in that the above optical filter (the optical filter of the present invention) is provided in a lighting part. A spectacle lens of the present invention is characterized by comprising the above optical filter (optical filter of the present invention).

In the present invention, "substituted or unsubstituted amino group" refers to a group represented by the following formula (6).

[0020]

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(In the formula, R ⁶¹ and R ⁶² each represent a hydrogen atom, a substituted or unsubstituted alkyl group or a phenyl group, which may be the same or different.)

[0022]

[1] In the acrylic resin, a phosphate group derived from a specific phosphate compound is coordinated to a copper ion, so that the copper ion is transferred to the acrylic resin via the phosphate group. Contained. By containing a specific phosphate copper compound in the acrylic resin,
Copper ions constituting the specific copper phosphate compound are contained in the acrylic resin via a phosphate group. The acrylic resin holding copper ions via the phosphate group has a characteristic light absorption characteristic in the near infrared region. Further, since the copper ion and the phosphate group are coordinately bonded to form a complex, the copper ion is contained in a state of being uniformly dispersed in the acrylic resin, and the obtained resin composition is And good transparency. Here, the “phosphate group” means PO (OH) _n −
(N is 1 or 2).

[2] The resin composition of the present invention containing a specific phosphate compound, a copper compound, and a substituted or unsubstituted amino group in an acrylic resin, and a specific phosphate ester copper compound According to the resin composition of the present invention containing a substituted or unsubstituted amino group in an acrylic resin, not only near infrared rays in a wavelength region of 800 to 1000 nm, but also a specific phosphoric acid ester copper compound alone A resin composition contained in an acrylic resin (Japanese Patent Application No. 9-229731) or a resin composition known in the art that could not be cut sufficiently from 1000 to 12
Near infrared in the wavelength region of 00 nm, and further 1200
Near-infrared rays in the wavelength region of ~ 1500 nm can also be effectively cut, and a very excellent near-infrared ray cut function can be exhibited.

[3] The maximum absorption wavelength of the resin composition of the present invention is around 880 nm, which is shifted to a longer wavelength side than the maximum absorption wavelength (around 800 nm) of the specific copper phosphate ester compound. As a result, according to the resin composition of the present invention, near-infrared rays in a wavelength region of 800 to 1000 nm can be cut with high efficiency and a good balance.

[0025]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail. The resin composition of the present invention includes (1) a resin composition in which a specific phosphate compound, a copper ion, and a substituted or unsubstituted amino group are contained in an acrylic resin [hereinafter referred to as “resin” It is also referred to as "composition (A)." And (2) a resin composition in which a specific copper phosphate ester compound and a substituted or unsubstituted amino group are contained in an acrylic resin [hereinafter, also referred to as “resin composition (B)”. ]
And (3) a specific phosphate compound, a copper ion, a specific copper phosphate compound,
A resin composition in which a substituted or unsubstituted amino group is contained in an acrylic resin is included.

<Resin Composition (A)> Resin Composition (A)
Is a resin composition in which a specific phosphate compound, a copper ion, and a substituted or unsubstituted amino group are contained in an acrylic resin.

[I] Specific phosphate compound: The specific phosphate compound constituting the resin composition (A) is a compound having a function of dissolving (dispersing) high-concentration copper ions in an acrylic resin. It is. In the above formula (1) showing the molecular structure of a specific phosphate compound,
R represents an alkylene oxide group [-(R ² -O) _m- ]
And an alkyl group (—R ¹ ). In the above formula (1), n is 1 (phosphoric diester) or 2 (phosphoric acid monoester). n is 0
In the case of (phosphate triester), there is no hydroxyl group capable of coordination bond or ionic bond with copper ion,
The effect of dispersing copper ions in the acrylic resin cannot be obtained.

Formula [-(R ² -O) representing a group represented by R
In _m -R ^1], R ¹ is 1 to 20 carbons, preferably 1 to 10, is more preferably 1 to 3 alkyl group (methyl group, an ethyl group, a propyl group). A phosphate compound having an alkyl group having more than 20 carbon atoms has reduced compatibility with the acrylic resin, and thus it is difficult to disperse copper ions in the acrylic resin.

R ² is an alkylene group having 1 to 6 carbon atoms. That is, the alkylene oxide group (-R
Examples of ^2- O-) include a methylene oxide, an ethylene oxide, a propylene oxide group, a butylene oxide group, a pentylene oxide group, a hexylene oxide group, and the like, and an ethylene oxide group, a propylene oxide group, and a butylene oxide group are particularly preferable. . A phosphate compound having an alkylene group having more than 6 carbon atoms has reduced compatibility with the acrylic resin.

The number of repeating units (m) of the alkylene oxide group is an integer of 1 to 6, preferably 1 to 3. When the value of m exceeds 6, the hardness of the obtained resin composition is unpreferably reduced. On the other hand, when the value of m is 0, that is, when the alkylene oxide group is not bonded, the ability to disperse copper ions in the acrylic resin is significantly reduced.

Preferred specific examples of the specific phosphate compound include compounds represented by the following formulas (7) to (30).

[0032]

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[0033]

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[0034]

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As a method for preparing such a specific phosphate compound, the following methods (1) to (3) can be mentioned.

(1) Alcohol represented by R—OH wherein R is the same as R in the above formulas (1) to (3). And phosphorus pentoxide in an appropriate organic solvent (a solvent having no reactivity with phosphorus pentoxide).
In this method, for example, by using an alcohol represented by R—OH and phosphorus pentoxide in a ratio of 3: 1 (molar ratio), a phosphoric diester (n = 1) and a phosphoric monoester are used. A mixture in which (n = 2) is 1: 1 (molar ratio) can be prepared. (2) The alcohol represented by R-OH is reacted with phosphorus oxyhalide in an appropriate organic solvent (a solvent having no reactivity with phosphorus oxyhalide), and water is added to the obtained product. A method of adding and hydrolyzing. (3) The alcohol represented by R—OH and phosphorus trihalide are reacted in an appropriate organic solvent (a solvent having no reactivity with phosphorus trihalide) to obtain a phosphonate ester compound. How to oxidize.

[II] Copper ion (copper compound): The copper ion constituting the resin composition (A) is an appropriate copper compound (copper salt)
Is added to an acrylic resin together with a specific phosphate compound and a compound having a substituted or unsubstituted amino group, or to a monomer for obtaining an acrylic resin, and this system is added. By performing the polymerization treatment, it can be contained in the acrylic resin.
Specific examples of the above copper compound include copper acetate, copper chloride, copper formate, copper stearate, copper benzoate, copper ethyl acetoacetate, copper pyrophosphate, copper naphthenate, copper citrate, copper sulfate, copper nitrate, Examples include anhydrides or hydrates such as copper carbonate, but are not limited to these copper compounds.

The content ratio of the copper ion is as follows.
The amount is preferably 0.005 to 20 parts by mass, more preferably 0.01 to 15 parts by mass, particularly preferably 0.02 to 10 parts by mass, per 100 parts by mass. If this proportion is less than 0.005 parts by mass, it will be difficult to obtain a resin composition that absorbs near infrared rays with high efficiency.
On the other hand, when this proportion exceeds 20 parts by mass, it becomes difficult to disperse copper ions in the acrylic resin,
In some cases, a resin composition having excellent visible light transmittance may not be obtained.

The resin composition (A) may contain metal ions other than copper ions (hereinafter referred to as “other metal ions”). Specific examples of such other metal ions include sodium, potassium, calcium, barium,
Examples include ions of metals such as iron, manganese, cobalt, magnesium, nickel, vanadium, aluminum, titanium, chromium, and zinc, and these other metal ions should be contained in the acrylic resin in the same manner as copper ions. Can be.

The use ratio of such other metal ions is as follows:
It is preferably 50% by mass or less, more preferably 30% by mass or less, and particularly preferably 2% by mass or less of the whole metal ions.
0 mass% or less. When this proportion exceeds 50% by mass, it becomes difficult to obtain a resin composition having high near-infrared absorption efficiency.

[III] Substituted or unsubstituted amino group (amino group-containing compound): "Substituted or unsubstituted amino group"
Can be introduced into the acrylic resin by a compound containing the compound (hereinafter, referred to as “amino group-containing compound”). The amino group-containing compound may be a polymerizable (monofunctional / polyfunctional) compound containing an unsaturated group or a non-polymerizable compound.

Specific examples of such an amino group-containing compound include ammonia, methylamine, ethylamine, n-propylamine, isopropylamine, n-butylamine, isobutylamine, tert-butylamine and n-butylamine.
Pentylamine, isopentylamine, tert-pentylamine, cyclopentylamine, n-hexylamine, isohexylamine, tert-hexylamine,
Cyclohexylamine, heptylamine, isoheptylamine, tert-heptylamine, octylamine,
Nonylamine, decylamine;

Dimethylamine, diethylamine, di-n
-Propylamine, diisopropylamine, di-n-butylamine, diisobutylamine, di-tert-butylamine, di-n-pentylamine, diisopentylamine, di-tert-pentylamine, dicyclopentylamine, di-n-hexyl Amines, diisohexylamine, di-tert-hexylamine, dicyclohexylamine, diheptylamine, diisoheptylamine,
Di-tert-heptylamine, dioctylamine, dinonylamine, didecylamine, diphenylamine;

Trimethylamine, triethylamine, tri-n-propylamine, triisopropylamine, tri-n-butylamine, triisobutylamine, tri-
tert-butylamine, tri-n-pentylamine,
Triisopentylamine, tri-tert-pentylamine, tricyclopentylamine, tri-n-hexylamine, triisohexylamine, tri-tert-hexylamine, tricyclohexylamine, triheptylamine, trisoheptylamine, tri-tert Heptylamine, trioctylamine, trinonylamine, tridecylamine, triphenylamine;

Dimethylaminoethane, dimethylaminopropane, dimethylaminobutane, dimethylaminobutene, dimethylaminopentane, dimethylaminohexane, dimethylaminoheptane, diethylaminoethane,
Diethylaminopropane, diethylaminobutane, diethylaminobutene, diethylaminopentane, diethylaminohexane, diethylaminoheptane;

Aniline, N-methylaniline, N, N-
Dimethylaniline, N-ethylaniline, N, N-diethylaniline, p-toluidine, p-fluoroaniline, p-chloroaniline, p-bromoaniline, p-iodoaniline, p-anisidine, p-nitroaniline,
o-toluidine, o-fluoroaniline, o-chloroaniline, o-bromoaniline, o-iodoaniline, o
-Anisidine, o-nitroaniline, m-toluidine,
m-fluoroaniline, m-chloroaniline, m-bromoaniline, m-iodoaniline, m-anisidine, m
-Nitroaniline;

Methylenediamine, ethylenediamine, trimethylenediamine, tetramethylenediamine, pentamethylenediamine, hexamethylenediamine, heptamethylenediamine, octamethylenediamine, nonamethylenediamine, decamethylenediamine, N, N, N ',
N'-tetramethylmethylenediamine, N, N, N ',
N'-tetramethylethylenediamine, N, N, N ',
N′-tetramethyl-1,3-propanediamine, N,
N, N ', N'-tetramethyltetramethylenediamine, N, N, N', N'-tetramethylpentamethylenediamine, N, N, N ', N'-tetramethylhexamethylenediamine, N, N , N ', N'-tetramethylheptamethylenediamine, N, N, N', N'-tetramethyloctamethylenediamine, N, N, N ',
N'-tetramethylnonamethylenediamine, N, N,
N ′, N′-tetramethyldecamethylene diamine,
N, N, N ′, N′-tetramethylpropylenediamine, N, N, N ′, N′-tetramethylbutenediamine, N, N, N ′, N′-tetramethylpentenediamine, N, N, N ', N'-tetramethylhexenediamine, N, N, N', N'-tetraethylmethylenediamine, N, N, N ', N'-tetraethylethylenediamine, N, N, N', N'-tetraethyltrimethylene Diamine, N, N, N ', N'-tetraethyltetraethylenediamine, N, N, N', N'-tetraethylpentamethylenediamine, N, N, N ', N'-tetraethylhexamethylenetylenediamine, N, N , N ', N'
-Tetraethylheptamethylenediamine, N, N,
N ′, N′-tetraethyloctamethylenediamine,
N, N, N ′, N′-tetraethylnonamethylenediamine, N, N, N ′, N′-tetraethyldecamethylenediamine;

1,3 bis (dimethylamino) -2-propanol, acrylic acid-1,3 bis (dimethylamino)
-2-propane, methacrylic acid-1,3 bis (dimethylamino) -2-propane, acetic acid-1,3 bis (dimethylamino) -2-propane, N, N, N ', N'-tetramethyl-2 -Butene-1,4-diamine, triisopropanolamine, 2- (N, N-dimethylamino) ethyl methacrylate, 2- (N, N-dimethylamino) ethyl acrylate, acetic acid-2- (N, N-dimethylamino) ethyl, 3- (N, N-dimethylamino) propyl methacrylate, 3- (N, N-dimethylamino) propyl acrylate, 3- (N, N-dimethylamino) propyl acetate 4- (N, N-dimethylamino) butyl methacrylate, 4- (N, N-dimethylamino) butyl acrylate, 4- (N, N-dimethylamino) butyl acetate, N- (3 Dimethylaminopropyl) methacrylamide, N- (2-dimethylaminoethyl) methacrylamide, N- (4-dimethylaminobutyl) methacrylamide, N- (3-dimethylaminopropyl) acrylamide, N- (2-dimethylaminoethyl) ) Acrylamide, N- (4-dimethylaminobutyl) acrylamide, dimethylaminomethanol, dimethylaminoethanol, dimethylaminopropanol, dimethylaminobutanol, dimethylaminopentanol, dimethylaminohexanol, dimethylaminoheptanol,
Dimethylaminooctamethylene alcohol, dimethylaminononamethylene alcohol, dimethylaminodecamethylene alcohol, ethylenediaminetetraacetic acid, dimethylaminoacetaldehyde diethylacetal, 3- (dimethylamino) acrylonitrile, 3- (dimethylamino) methacrylonitrile, 1- (2 -Dimethylaluminoethyl) -4-methylpiperidine, N, N-dimethylaminomethylenemalonic acid dimethyl ester, dimethylaminomethylnitrile, dimethylaminoethylylnitrile, dimethylaminopropiononitrile, dimethylaminobutyrylnitrile, dimethylaminopentylnitrile , Dimethylaminohexylnitrile;

1,3 bis (diethylamino) -2-propanol, acrylic acid-1,3 bis (diethylamino)
-2-propane, methacrylic acid-1,3 bis (diethylamino) -2-propane, acetic acid-1,3 bis (diethylamino) -2-propane, N, N, N ′, N′-tetramethyl-2-butene -1,4-diamine, triisopropanolamine, 2- (N, N-diethylamino) ethyl methacrylate, 2- (N, N-diethylamino) ethyl acrylate, 2- (N, N-diethylamino) acetic acid Ethyl, 3- (N, N-diethylamino) propyl methacrylate, 3- (N, N-diethylamino) propyl acrylate, 3- (N, N-diethylamino) propyl acetate, 4- (N-methacrylic acid) , N-diethylamino) butyl, 4- (N, N-diethylamino) butyl acrylate, 4- (N, N-diethylamino) butyl acetate, N- (3 Diethylaminopropyl) methacrylamide, N- (2-diethylaminoethyl) methacrylamide, N- (4-diethylaminobutyl) methacrylamide, N- (3-diethylaminopropyl) acrylamide, N- (2-diethylaminoethyl) acrylamide, N- (4-diethylaminobutyl) acrylamide, diethylaminomethanol, diethylaminoethanol, diethylaminopropanol, diethylaminobutanol, diethylaminopentanol, diethylaminohexanol, diethylaminoheptanol,
Diethylaminooctamethylene alcohol, diethylaminononamethylene alcohol, diethylaminodecamethylene alcohol, ethylenediaminetetraacetic acid, diethylaminoacetaldehyde diethylacetal, 3- (diethylamino) acrylonitrile, 3- (diethylamino) methacrylonitrile, 1- (2-diethylaminoethyl) -4 -Methylpiperidine, N, N-diethylaminomethylenemalonic acid dimethyl ester, diethylaminomethylnitrile, diethylaminoethylylnitrile, diethylaminopropiononitrile, diethylaminobutyrylnitrile, diethylaminopentylnitrile, diethylaminohexylnitrile and the like.

Of these, compounds containing an N, N-dimethylamino group [(CH ₃ ) ₂ N—] are preferred from the viewpoint of particularly improving the dispersibility of copper ions in the acrylic resin. .

[IV] Acrylic resin: resin composition (A)
As the acrylic resin constituting (1), a polymer obtained by radical polymerization of a (meth) acrylate monomer (hereinafter, referred to as "acrylic monomer") can be preferably used. Specific examples of such an acrylic monomer include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, and isobutyl (meth) acrylate. Alkyl (meth) acrylates such as acrylate, t-butyl (meth) acrylate, n-hexyl (meth) acrylate, and n-octyl (meth) acrylate, glycidyl (meth) acrylate, 2-hydroxyethyl (meth)
Modified (meth) acrylates such as acrylate, 2-hydroxypropyl (meth) acrylate, hydroxybutyl (meth) acrylate, isobornyl (meth) acrylate, methoxypolyethylene (meth) acrylate, phenoxy (meth) acrylate, ethylene glycol di ( (Meth) acrylate, diethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, 1,3-butylene glycol di (meth) acrylate, 1,4-butanediol di (meth)
Acrylate, 1,6-hexanediol di (meth) acrylate, neopentyl glycol di (meth) acrylate, 2-hydroxy-1,3-di (meth) acrylate, 2,2-bis [4- (meth) acryloxy Ethoxy] phenylpropane, 2-hydroxy-1- (meth)
Polyfunctional (meth) acrylates such as acryloxy-3- (meth) acryloxypropane, trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, and pentaerythritol tetra (meth) acrylate; . These monomers can be used alone or in combination of two or more.

The acrylic resin may be a copolymer obtained by radical polymerization of the above acrylic monomer and a copolymerizable monomer copolymerizable therewith. Specific examples of such a copolymerizable monomer include unsaturated carboxylic acids such as (meth) acrylic acid, 2- (meth) acryloyloxyethyl succinic acid, 2- (meth) acryloyloxyethyl phthalic acid, styrene, α -Methylstyrene,
Examples include aromatic vinyl compounds such as chlorostyrene, dibromostyrene, methoxystyrene, vinylbenzoic acid, and hydroxymethylstyrene.

In the above, when only a monofunctional monomer is used as the monomer, a thermoplastic acrylic resin (resin composition) that can be molded by melting can be prepared. When a polyfunctional monomer is used as a part or all of the monomer, a thermosetting acrylic resin (resin composition) can be prepared. In the present invention, a thermoplastic acrylic resin or a thermosetting acrylic resin can be selected and used according to the purpose of use, use, processing method, and the like of the obtained resin composition.

<Resin Composition (B)> Resin Composition (B)
Is a resin composition in which a specific phosphoric acid ester copper compound and a substituted or unsubstituted amino group are contained in an acrylic resin.

[I] Specific phosphoric acid ester copper compound: In the above formulas (2) and (3) showing the molecular structure of the specific phosphoric acid ester copper compound, R is the same as R of the specific phosphoric acid ester compound. The same organic groups are shown.

The specific copper phosphate compound can be prepared by reacting the specific copper phosphate compound with the above copper compound. Here, the reaction between the specific phosphate compound and the copper compound is performed by bringing them into contact with each other under appropriate conditions. Specifically, the following methods (a) to (c) can be exemplified.

(A) A method in which a specific phosphate compound and a copper compound are mixed and reacted. (B) A method of reacting a specific phosphate compound with a copper compound in an appropriate solvent. (C) By contacting an organic solvent layer in which a specific phosphate compound is contained in an organic solvent with an aqueous layer in which the copper compound is dissolved, the specific phosphate compound and the copper compound are separated. How to react.

The reaction conditions of the specific phosphate compound and the copper compound are as follows: the reaction temperature is 0 to 200 ° C., preferably 40 to 150 ° C., more preferably 60 to 100 ° C.
And the reaction time is 30 seconds to 10 hours, preferably 3 hours.
Minutes to 7 hours, more preferably 5 minutes to 5 hours.

The solvent used in the above method (b) is not particularly limited as long as it can dissolve the specific phosphoric ester compound used, and examples thereof include distilled water, benzene, toluene and xylene. Aromatic compounds,
Alcohols such as methyl alcohol, ethyl alcohol and isopropyl alcohol, glycol ethers such as methyl cellosolve and ethyl cellosolve, ethers such as diethyl ether, diisopropyl ether and dibutyl ether, ketones such as acetone and methyl ethyl ketone, and esters such as ethyl acetate , Hexane, kerosene,
Petroleum ether and the like. Also, (meth) acrylates such as (meth) acrylate, styrene,
A polymerizable organic solvent such as an aromatic vinyl compound such as α-methylstyrene can also be used.

The organic solvent used in the above method (c) is not particularly limited as long as it is insoluble or hardly soluble in water and can dissolve the specific phosphate compound used. Examples of the organic solvent used in the method (b) include aromatic compounds, ethers, esters, hexane, kerosene, (meth) acrylates, and aromatic vinyl compounds.

In the reaction between a specific phosphate compound and a copper compound, an acid component derived from an anion is released from the copper compound. Since such an acid component may cause a decrease in moisture resistance and thermal stability of the obtained resin composition, it is preferable to remove the acid component as necessary.

When a specific copper phosphate compound is prepared by the above method (a) or (b), after reacting the specific copper phosphate compound with the specific copper phosphate compound,
The generated acid component [the generated acid component and the organic solvent in the method (b)] can be removed by distillation or filtration.

When the specific copper phosphate compound is produced by the above method (c), a preferred method for removing the acid component is as follows. After neutralization by adding an alkali component to an organic solvent layer containing a specific phosphate ester compound in an organic solvent insoluble or hardly soluble in water, the organic solvent layer and the copper compound were dissolved. A method in which a specific phosphate compound and a copper compound are reacted with each other by contact with an aqueous layer, and thereafter, an organic solvent layer and an aqueous layer are separated. Here, examples of the alkali component include sodium hydroxide, potassium hydroxide, and ammonia, but are not limited thereto. According to such a method, a water-soluble salt is formed by the acid component and the alkali component released from the copper compound, and this salt migrates to the aqueous layer,
Since the specific copper phosphate ester compound is transferred to the organic solvent layer, the acid component can be removed by separating the aqueous layer and the organic solvent layer.

[II] Substituted or unsubstituted amino group (amino group-containing compound): “Substituted or unsubstituted amino group”
Can be introduced into the acrylic resin by an amino group-containing compound. Examples of such an amino group-containing compound include a polymerizable compound and a non-polymerizable compound exemplified as those constituting the resin composition (A).

[III] Acrylic resin: As the acrylic resin constituting the resin composition (B), the polymers exemplified as those constituting the resin composition (A) [obtained from the acrylic monomer ( Copolymer) and a copolymer obtained from an acrylic monomer and a copolymerizable monomer).

<Method for Producing Resin Composition> The resin composition (A), which is the resin composition of the present invention, comprises a specific phosphate compound, a copper ion, and an amino group-containing compound in an acrylic resin. It can be manufactured by containing. Further, the resin composition (B) can be produced by including a specific copper phosphate ester compound and an amino group-containing compound in an acrylic resin.

Here, the content ratio of the specific phosphate compound in the resin composition (A) is preferably 0.005 to 40 parts by mass, more preferably 100 parts by mass of the acrylic resin. It is 0.01 to 30 parts by mass, particularly preferably 0.04 to 25 parts by mass. If this proportion is less than 0.01 part by mass, it becomes difficult to disperse copper ions in the acrylic resin, and it becomes difficult to obtain a resin composition having high near-infrared absorption efficiency. On the other hand, when this proportion exceeds 40 parts by mass, the obtained resin composition becomes too soft, impairing the practicality.

The content of the specific copper phosphate compound in the resin composition (B) is preferably from 0.01 to 40 parts by mass, more preferably from 100 parts by mass of the acrylic resin. It is 0.05 to 30 parts by mass, particularly preferably 0.07 to 25 parts by mass.

The resin composition of the present invention [resin composition (A)
Resin composition (B)], the content of the amino group-containing compound is 0.00
It is preferably 5 to 20 parts by mass, more preferably 0.01 to 15 parts by mass, particularly preferably 0.02 to 10 parts by mass.
Parts by weight. If this ratio is less than 0.005 parts by mass, it will not be possible to efficiently cut light on the long wavelength side (900 nm or more). On the other hand, this ratio is 20
If the amount is more than 10 parts by mass, the obtained resin composition becomes too soft, impairing the practicality.

The resin composition of the present invention [resin composition (A)
The method for producing the resin composition (B)] is not particularly limited, but preferred examples include the following methods. (1) In a monomer (acrylic monomer (essential) and copolymerizable monomer (optional)) for obtaining an acrylic resin,
A specific phosphoric ester compound, a copper compound, and an amino group-containing compound are added and mixed to prepare a monomer composition, and the monomer composition is subjected to radical polymerization treatment to form a resin composition ( A method for obtaining A).

(2) A monomer composition is prepared by adding and mixing a specific phosphoric acid ester copper compound and an amino group-containing compound in a monomer for obtaining an acrylic resin, A method of obtaining a resin composition (B) by subjecting the monomer composition to a radical polymerization treatment.

(3) A method of obtaining a resin composition (A) by adding a specific phosphoric ester compound, a copper compound, and an amino group-containing compound to a thermoplastic acrylic resin.

(4) A method of obtaining a resin composition (B) by adding a specific copper phosphate compound and an amino group-containing compound to a thermoplastic acrylic resin.

In the above methods (1) and (2), the specific method of the radical polymerization treatment of the monomer composition is as follows.
There is no particular limitation, and known methods such as a radical polymerization method using a usual radical polymerization initiator, for example, a bulk (cast) polymerization method, a suspension polymerization method, an emulsion polymerization method, and a solution polymerization method may be used. it can. Further, a photopolymerization method in which a photopolymerization initiator is used and a polymerization reaction is performed by radiation such as ultraviolet rays and visible rays can also be employed.

As a specific method of the above (3) to (4), a specific phosphate compound, a copper compound, and an amino group-containing compound are added to an acrylic resin in a molten state. Kneading method (post-addition method), a method in which a specific phosphoric acid ester copper compound and an amino group-containing compound are added to a molten acrylic resin and kneaded (post-addition method), a water-soluble small organic compound A specific phosphate compound is dissolved in a solvent (hydrocarbon solvent such as toluene, xylene, and kerosene) to prepare a solution, and an aqueous solution dissolving copper ions is brought into contact with the solution to convert the copper ions into the solution. Into the solution (this is called "cation extraction"
That. ), Obtaining a specific phosphoric acid ester copper compound solution,
A method in which the solvent is removed as necessary from the specific copper phosphate compound solution, and this system (specific copper phosphate compound) is added to the acrylic resin in a molten state together with the amino group-containing compound and mixed. (Post-addition method), Acrylic resin is dissolved or swelled in an appropriate organic solvent, and a specific phosphate compound, a copper compound, and an amino group-containing compound are added to the obtained solution or the swollen resin. A method of removing the organic solvent from the solution or the resin after mixing and dissolving or swelling the acrylic resin in an appropriate organic solvent, and obtaining a specific phosphoric acid ester copper compound in the obtained solution or the swollen resin. And, after adding and mixing an amino group-containing compound, a method of removing the organic solvent from the solution or the resin,

In the above methods (1) to (4), the means for kneading may be a means generally used as a method for melt-kneading thermoplastic resins, for example, a means for melt-kneading with a mixing roll, a premix by a Henschel mixer or the like, and an extruder. For melting and kneading.

The organic solvent used in the above methods (1) to (4) is not particularly limited as long as it can dissolve or swell the acrylic resin. (Phosphate compound and copper compound) and an amino group-containing compound are preferably added and mixed, and then easily removed. Specific examples of such organic solvents include alcohols such as methyl alcohol, ethyl alcohol and isopropyl alcohol, ketones such as acetone and methyl ethyl ketone, aromatic hydrocarbons such as benzene, toluene and xylene, dichloromethane, dichloroethane, methylene chloride and the like. And amide solvents such as dimethylacrylamide, dimethylacetamide, dimethylformamide and N-methylpyrrolidone.

In the methods (1) and (3) [the method for preparing the resin composition (A)], when a specific phosphate compound and a copper compound react, the copper compound is converted into an anion. The acid component is released. Such an acid component is preferably removed as necessary for the same reason as described above. As a method of removing such an acid component, a method of extracting and removing the acid component by immersing the resin composition in an appropriate organic solvent (a solvent having a strong affinity for anions), a monomer composition Before performing the polymerization treatment of the above, by subjecting the monomer composition to a cooling treatment, an acid derived from an anion (an acid having low solubility in the monomer composition) is precipitated from the monomer composition. Separation by filtration,

As an organic solvent used in the above method (extraction method), an acid component to be released can be dissolved, and it has an appropriate affinity for an acrylic resin to be used. , The degree of affinity that permeates into the acrylic resin)
There is no particular limitation. Specific examples of such a solvent include methyl alcohol, ethyl alcohol, n-
Lower aliphatic alcohols such as propyl alcohol and isopropyl alcohol; ketones such as acetone, methyl ethyl ketone and methyl isobutyl ketone; ethers such as diethyl ether and petroleum ether; n-pentane;
Examples include aliphatic hydrocarbons such as hexane, n-heptane, chloroform, methylene chloride, and carbon tetrachloride, and halides thereof, and aromatic hydrocarbons such as benzene, toluene, and xylene. Of these, methyl alcohol having excellent affinity for benzoate ions is preferable.

In the case where the above method (precipitation method) is employed, it is preferable to use a copper compound in which the released acid component (acid derived from copper salt) is hardly dissolved in the monomer. Specifically, it is preferable to use a copper salt of a carboxylic acid having an aromatic ring such as benzoic acid.

Since the resin composition of the present invention thus obtained contains the acrylic resin in a state in which copper ions are sufficiently dispersed, the resin composition has excellent visible light transmittance and high efficiency in transmitting near infrared rays. At the same time, and there is little decrease in near-infrared absorption due to ultraviolet rays. Further, the resin composition of the present invention, a specific phosphate ester compound, a copper ion, by the interaction of a substituted or unsubstituted amino group, or, with a specific phosphate ester copper compound, substituted or unsubstituted A wide wavelength region (for example, 800 to 1500 nm) by the interaction with the amino group of
Can effectively absorb near-infrared rays. Furthermore, according to the resin composition of the present invention, 800 to 1000 n
Near-infrared rays in the wavelength region of m can be cut with high efficiency and in a well-balanced manner.

The resin composition of the present invention thus obtained can be formed into a desired shape such as a plate, a column, or a lens, depending on the use. The resin composition of the present invention can be suitably used as a constituent material of an optical filter such as a heat ray absorbing filter such as a window material, a near infrared cut filter, and a near infrared cut lens. Hereinafter, such an optical filter (the optical filter of the present invention) and its application example will be described.

<Optical Filter of the Present Invention> The optical filter of the present invention comprises the acrylic resin composition of the present invention. According to the filter of the present invention, it effectively cuts near infrared rays in a wide wavelength range. be able to.

<Application Examples of Optical Filter of the Present Invention> The optical filter of the present invention has excellent optical characteristics (a function of cutting near infrared rays in a wide wavelength range, 800 to 1000).
function that cuts near-infrared rays of nm with good balance)
Thus, the present invention can be applied to various uses as described below. The optical filter of the present invention can be suitably used as a visibility correction filter for a light receiving element (for example, a photoelectric conversion element formed of a silicon photodiode) in a photometry unit of a camera. Here, the "visibility correction filter" composed of the optical filter of the present invention includes a converging lens and the like in addition to the visibility correction filter which is independently arranged in the optical path to the light receiving element. According to the camera equipped with the optical filter of the present invention (camera of the present invention), the light incident on the light receiving element (silicon photodiode) can be substantially limited to light in the visible region. And accurate photometry (exposure operation) can be performed.

The optical filter of the present invention can be suitably used as a visibility correction filter for a CCD (for example, a photoelectric conversion element composed of a silicon photodiode) in an imaging device. Here, the "visibility correction filter" composed of the optical filter of the present invention includes a visibility, a filter, and a lid, a lens, a protective plate, and the like, in addition to a visibility correction filter independently disposed in an optical path to a CCD. . Examples of the imaging device equipped with a CCD include a video camera, a digital camera, a board camera, a color scanner, a color fax, a color copying machine, and a color videophone device. According to the imaging device equipped with the optical filter of the present invention (the imaging device of the present invention), a CCD (silicon photodiode)
The incident light on the light can be substantially limited to light in the visible region. As a result, accurate photometry (exposure operation) can be performed, and further, the reproduction of the red component and the color balance are not hindered. Never do.

The optical filter of the present invention can be suitably used as a noise cut filter in an environment where an infrared communication device is used. Here, the "noise cut filter" comprising the optical filter of the present invention blocks infrared rays from a source of near-infrared rays (for example, an automatic door or a remote controller), thereby reliably preventing the generation of noise during communication. it can.

Further, by disposing the optical filter of the present invention on the front surface of the panel of the plasma display device, it is possible to efficiently cut the near-infrared rays emitted from the panel. As a result, a malfunction of the remote controller due to near infrared rays does not occur around the plasma display device.

The optical filter of the present invention is a heat ray absorbing filter, specifically, a window material of a building such as a house or a building, a window material of a car or a train, a translucent member of a greenhouse for agriculture or the like. It can be suitably used as a lighting cover or the like.

The optical filter of the present invention can be suitably used as a constituent material of an optical fiber. Further, the optical filter of the present invention may be provided in a lighting part of an optical fiber.

The optical filter of the present invention can be suitably used as a spectacle lens. According to such a spectacle lens (the spectacle lens of the present invention), it is possible to reliably protect the eyes from heat rays and near infrared rays which cause cataracts.

[0091]

Hereinafter, embodiments of the present invention will be described.
The present invention is not limited by these.

Example 1 According to the formulation shown in Table 1 below, 100 g of methyl methacrylate was added to the following formula (31)
To a mixture consisting of 4.53 g of a specific phosphate compound represented by the formula:
g (copper ion content = 0.36 g) and stirred at 60 ° C. for 1 hour to dissolve anhydrous copper benzoate.
Next, 5.94 g of 2-dimethylaminoethyl methacrylate (an amino group-containing compound) was added and mixed to prepare a monomer composition. 0.1 g of t-butyl peroxyneodecanate was added to the obtained monomer composition, and the monomer composition was poured into a disk molding mold (for molding a 2 mm-thick disk). At 5 ° C., 3 hours at 60 ° C., and 1 hour at 90 ° C. to obtain a transparent disk (optical filter) having a thickness of 2 mm made of the resin composition of the present invention. .

[0093]

Embedded image

<Examples 2 to 4> Except that the amount of the specific phosphoric acid ester compound used and the amounts of copper anhydrous benzoate and 2-dimethylaminoethyl methacrylate were changed in accordance with the formulation shown in Table 1 below. A monomer composition was prepared in the same manner as in Example 1, and cast polymerization was performed using the obtained monomer composition under the same conditions as in Example 1 to obtain a resin composition of the present invention. Thus, a transparent disk (optical filter) having a thickness of 2 mm was obtained.

<Examples 5 to 10> A monomer composition was prepared in the same manner as in Example 1 except that the type and amount of the amino group-containing compound were changed according to the formulation shown in Table 1 below. The resulting monomer composition was subjected to cast polymerization under the same conditions as in Example 1 to obtain a transparent disk (optical filter) having a thickness of 2 mm and comprising the resin composition of the present invention.

Example 11 According to the formulation shown in Table 1 below, 100 g of methyl methacrylate was added to the above formula (31)
0.96 g of a specific phosphoric acid ester compound (phosphoric acid diester) represented by the following formula, and 2.31 of a specific phosphoric acid ester compound (phosphoric acid monoester) represented by the following formula (32)
1.74 g of copper benzoate anhydride (copper ion content = 0.36 g) was added to the mixture, and the mixture was stirred at 60 ° C. for 1 hour to dissolve the copper benzoate anhydride. A monomer composition was prepared by adding and mixing 5.94 g of 2-dimethylaminoethyl (amino group-containing compound). The resulting monomer composition was subjected to cast polymerization under the same conditions as in Example 1 to obtain a transparent disk (optical filter) having a thickness of 2 mm and comprising the resin composition of the present invention.

[0097]

Embedded image

Example 12 According to the formulation shown in Table 1 below, 100 g of methyl methacrylate was added to the following formula (3)
Specific phosphoric acid ester copper compound 4.90 represented by 3)
g, 2-dimethylaminoethyl methacrylate 5.9
4 g and a monomer composition was prepared by mixing, and the obtained monomer composition was subjected to casting polymerization under the same conditions as in Example 1 to obtain a resin of the present invention. A 2 mm thick transparent disk (optical filter) made of the composition was obtained.

[0099]

Embedded image

<Example 13> 4.90 g of the specific copper phosphate compound represented by the above formula (33) was added to 100 g of polymethyl methacrylate melted by heating, and N, N,
1.23 g of N ', N'-tetramethyl-1,3-propanediamine was added and mixed to obtain a resin composition of the present invention. Using this resin composition, a transparent disk having a thickness of 3 mm was used. (Optical filter) was obtained.

Comparative Example 1 According to the formulation shown in Table 1 below, 100 g of methyl methacrylate was added to the above formula (31)
To a mixture consisting of 4.53 g of the specific phosphoric ester compound represented by the formula (1), 1.74 g (copper ion content = 0.36 g) of anhydrous copper benzoate was added, and the mixture was stirred at 60 ° C. for 1 hour to obtain anhydrous water. Copper benzoate was dissolved to prepare a monomer composition. Cast polymerization was performed using the obtained monomer composition under the same conditions as in Example 1 to obtain a disk (optical filter) having a thickness of 2 mm made of a comparative resin composition.

[0102]

[Table 1]

<Evaluation of Optical Material> Using the disks according to Examples 1 to 13 and Comparative Example 1 as test pieces, the spectral transmittance curves of the test pieces were measured with a spectrophotometer “U-4000” (manufactured by Hitachi, Ltd.). As a result, in each of the test pieces, light in the near infrared region and the ultraviolet region was efficiently cut (absorbed). 550 nm, 800 nm, 90
The spectral transmittance of each test piece at wavelengths of 0 nm, 1000 nm, 1200 nm, 1300 nm and 1500 nm, and the difference (T ₁₀₀₀ ) between the light transmittance at ₁₀₀₀ nm (T ₁₀₀₀ ) and the light transmittance at 800 nm (T ₈₀₀ ).
−T ₈₀₀ ) (degree of variation) is shown in Table 2, and Example 1
Spectral transmittance curve of the disc according to
m) is shown in FIG.

[0104]

[Table 2]

As is clear from the results shown in Table 2, the disks according to Examples 1 to 13 had wavelengths of 800 to 1500 nm.
m, the transmittance at 800 m (especially the transmittance at 800 to 1200 nm) was low, and it effectively cuts near infrared rays in a wide wavelength range. In addition, the discs according to Examples 1 to 13 had small variations in transmittance in the wavelength region of 800 to 1000 nm, and were able to cut near infrared rays in the region in a well-balanced manner. Further, the transmittance at 550 nm of the disks according to Examples 1 to 13 was 70% or more, and the disks were also excellent in the transmittance of visible light. On the other hand, the disk according to Comparative Example 1 has a high transmittance of 800 to 1500 nm and 8
The dispersion of absorption characteristics at 00 to 1000 nm was also large.

[0106]

According to the resin composition of the present invention, near-infrared rays in a wide wavelength range (for example, 800 to 1500 nm) can be effectively cut, and particularly 800 to 120.
Near-infrared rays in the wavelength region of 0 nm can be cut with high efficiency, and near-infrared rays in the wavelength region of 800 to 1000 nm can be cut off in a well-balanced manner. Moreover, the resin composition of the present invention is also excellent in visible light transmittance.

According to the production method of the present invention, a resin composition having excellent near-infrared absorption and visible light transmission can be produced. The optical filter of the present invention can cut off near-infrared rays in a wide wavelength range, and has excellent visible light transmittance.

According to the camera of the present invention, light incident on the light receiving element can be substantially limited to light in the visible region, and accurate photometry (exposure operation) can be performed. According to the imaging apparatus of the present invention, the light incident on the CCD can be substantially limited to light in the visible region, and as a result, accurate photometry (exposure operation) can be performed, and the red component of the red component can be measured. Excellent reproducibility. According to the infrared communication environment maintenance device of the present invention, noise during communication can be reliably prevented. According to the plasma display device of the present invention, a malfunction of the remote controller due to near-infrared rays does not occur around the plasma display device. ADVANTAGE OF THE INVENTION According to the heat ray absorption filter of this invention, the temperature rise in a room etc. can be suppressed reliably. According to the optical fiber of the present invention, since heat rays (near infrared rays) are hardly included in the light guided and emitted by the optical fiber, the temperature rise near the light emitting portion (in the apparatus / in the room) is suppressed. be able to. ADVANTAGE OF THE INVENTION According to the spectacle lens of this invention, an eye can be protected from heat rays and near-infrared rays which are the cause of cataract onset.

[Brief description of the drawings]

FIG. 1 is a spectral transmittance curve measured for a disk according to Example 1.

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) G02B 1/04 G02B 1/04 5/22 5/22 G02C 7/02 G02C 7/02 F term (reference) 2H048 CA04 CA05 CA12 CA19 CA20 4J002 BG041 BG051 BG071 DD077 DE247 DF008 DF037 DG037 EG047 EN028 EN038 EN068 ET008 EW046 GP01 GP02

Claims (17)

[Claims] 1. A resin composition comprising a phosphoric ester compound represented by the following formula (1), a copper ion, and a substituted or unsubstituted amino group contained in an acrylic resin. . Embedded image 2. An acrylic resin comprising the phosphate compound represented by the formula (1) according to claim 1, a copper ion, and an N, N-dimethylamino group. A resin composition. 3. An acrylic resin comprising a phosphate ester copper compound represented by the following formula (2) or (3) and a substituted or unsubstituted amino group: Resin composition. Embedded image 4. A phosphoric acid ester copper compound represented by the formula (2) or (3) according to claim 3, and N, N-
A resin composition comprising a dimethylamino group and an acrylic resin. 5. A phosphoric acid ester compound represented by the formula (1) according to claim 1, a copper compound, a compound containing a substituted or unsubstituted amino group, and an acrylic monomer. A method for producing a resin composition, comprising a step of polymerizing a monomer composition to be produced. 6. A step of mixing the phosphate compound represented by the formula (1) according to claim 1, a copper compound, and a compound having a substituted or unsubstituted amino group in an acrylic resin. A method for producing a resin composition, comprising: 7. A copper phosphate compound represented by the formula (2) or (3) according to claim 2, a compound containing a substituted or unsubstituted amino group, and an acrylic monomer. A method for producing a resin composition, comprising a step of polymerizing a monomer composition containing 8. A mixture of the copper phosphate compound represented by the formula (2) or (3) according to claim 2 and a compound having a substituted or unsubstituted amino group in an acrylic resin. A method for producing a resin composition, comprising: 9. An optical filter comprising the resin composition according to claim 1. Description: 10. A camera equipped with the optical filter according to claim 9 as a visibility correction filter for a light receiving element. 11. An imaging apparatus equipped with the optical filter according to claim 9 as a visibility correction filter for a CCD. 12. An infrared communication environment maintenance device equipped with the optical filter according to claim 9 as a noise cut filter. 13. A plasma display device comprising the optical filter according to claim 9 disposed on a front surface of a panel. 14. A heat ray absorbing filter comprising the optical filter according to claim 9. 15. An optical fiber comprising the optical filter according to claim 9. 16. An optical fiber, wherein the optical filter according to claim 9 is provided in a lighting part. 17. An eyeglass lens comprising the optical filter according to claim 9.