JP2590109B2 - Sulfur-containing urethane resin for near infrared absorption - Google Patents

Description

Description: TECHNICAL FIELD The present invention relates to a sulfur-containing urethane resin for absorbing near-infrared rays.

More specifically, a technique utilizing near-infrared light has been receiving attention. Industrial applications of near-infrared light include energy conversion materials, recording materials that use laser light, printing and photographic materials, precision processing that uses laser light, control systems for electronic equipment, and heat-shielding sunlight. Have been.

Therefore, a resin that blocks or absorbs near-infrared light from outside is required. The present invention relates to a sulfur-containing urethane resin for near-infrared absorption used in this field.

[Conventional technology]

As a method for imparting a function of absorbing near infrared rays to a resin, a method of coating a resin surface with a near infrared ray absorbent, a method of dyeing, a method of mixing and kneading a resin pellet and a near infrared ray absorbent have been adopted.

Patent documents include JP-A-61-2916 by the present inventors.
No. 51, and other Japanese Patent Application Laid-Open No. 62-903.

However, there is no known method of imparting a function of absorbing near-infrared rays to a sulfur-containing urethane resin having excellent optical properties such as high refractive index and high Abbe number, and having excellent light resistance. There was a strong demand for the establishment of such a method.

[Problems to be solved by the invention]

As a preliminary test to impart a near-infrared absorbing function to the sulfur-containing urethane resin, a method of dyeing the resin with a near-infrared absorbing agent, and a method of kneading the resin with the resin were tried. Because it must be temperature
It was confirmed that there was a problem that the near-infrared absorber was decomposed.
In addition, as a result of trying a method of coating the resin with the absorbent,
It has been found that there is a problem that the absorbent peels off when the product is used, and it is necessary to establish a new method for imparting near-infrared absorbing power.

An object of the present invention is to provide a sulfur-containing urethane resin for absorbing near-infrared rays which does not have these problems, and in particular, does not involve decomposition of the near-infrared ray absorbent during production.

[Means for Solving the Problems] The present inventors have conducted intensive studies to solve the above problems, and as a result, the sulfur-containing urethane resin has excellent properties as an optical material because it has a high refractive index. At the same time, it has been found that an organotin-based catalyst can be used as a polymerization catalyst and that polymerization can be carried out at a low temperature at which the near-infrared absorber does not decompose. Found that a resin composition was obtained without inhibiting polymerization and without decomposing the absorbent, and completed the present invention.

That is, the present invention provides a polyisocyanate compound having m (m is an integer of 2 or more) isocyanate groups in one molecule, and n (n is an integer of 1 or more) thiol groups and 1 ( A sulfur-containing urethane resin for absorbing near-infrared light, which is obtained by mixing a compound having a hydroxyl group (l is an integer of 0 or more) (n + 1 is an integer of 2 or more) and a near-infrared absorbent and then polymerizing the mixture.

Although n + 1 ≧ 2, it is preferable to select a compound in which the value of m + n + 1 is 5 or more.

The compound to be polymerized with the polyisocyanate compound is 1
A compound having n (n is an integer of 1 or more) thiol groups and 1 (l is an integer of 0 or more) hydroxyl groups in a molecule.

A resin having near-infrared absorbing ability is obtained by adding an infrared absorbing agent in advance at the time of casting-polymerizing the polyisocyanate compound and the compound having a thiol group and a hydroxyl group (polythiol compound).

M in one molecule used in the present invention (m is an integer of 2 or more)
As a polyisocyanate compound having an isocyanate group of, for example, hexamethylene diisocyanate,
Aliphatic or alicyclic polyisocyanates such as isophorone diisocyanate, 4,4'-dicyclohexylmethane diisocyanate, diisocyanate cyclohexane, bis (isocyanatomethyl) cyclohexane, diisocyanate methylcyclohexane, bicycloheptane triisocyanate and lysine isocyanate-β-isocyanate ethyl ester , Tolylene diisocyanate, 4,4'-diphenylmethane diisocyanate, polyisocyanate in which isocyanate groups are directly bonded to aromatics such as tolidine diisocyanate and triphenylmethane triisocyanate, xylidine isocyanate, mesitylene triisocyanate, and bis (α, α
Polydimethyl isocyanate bonded to an aromatic compound such as -dimethylisocyanatomethyl) benzene in the form of isocyanate methylene groups, etc., but has excellent weather resistance as a lens made of a sulfur-containing urethane resin, and in particular, tends to yellow over time. Preferred are aliphatic or alicyclic polyisocyanates having a low molecular weight and polyisocyanates which are aromatically bonded to isocyanate methylene groups.

As a compound (polythiol compound) having n (n is an integer of 1 or more) thiol groups and 1 (l is an integer of 0 or more) hydroxyl group in one molecule, for example, bis (-mercaptoethyl) Ether, 1,2-ethanediol, 1,4-butanediol, bis (2-mercaptoethyl) sulfide, ethylene glycol bis (2-mercaptoacetate), ethylene glycol bis (3-mercaptopropionate), 2,2 -Dimethylpropanediol bis (2-mercaptoacetate), 2,2-dimethylpropanediol, bis (3-mercaptopropionate), trimethylolpropanetris (2-mercaptoacetate), trimethylolpropanetris (3-
Mercaptopropionate), trimethylolethanetris (2-mercaptoacetate), trimethylolethanetris (3-mercaptopropionate), pentaerythritol tetrakis (2-mercaptoacetate), pentaerythritol tetrakis (3-mercaptopropionate) ), Dipentaerythritol hexakis (2-mercaptoacetate), dipentaerythritol hexakis (3-mercaptopropionate), 1,
2-dimercaptobenzene, 4-methyl-1,2-dimercaptobenzene, 3,6-dichloro-1,2-dimercaptobenzene, 3,4,5,6-tetrachloro-1,2-dimercaptobenzene , Xylylenedithiol, 1,3,5-tris (3-mercaptopropyl) isocyanurate, 2-hydroxy-ethanethiol and the like.

Combinations of these polyisocyanate compounds and polyactive hydrogen-containing compounds (polythiol compounds) include a polyisocyanate compound having m (m is an integer of 2 or more) isocyanate groups in one molecule and n (m in one molecule) a compound having a thiol group (n is an integer of 1 or more) and 1 hydroxyl group (l is an integer of 0 or more) (where n is an integer)
(+ L is an integer of 2 or more), the compound is preferably selected so that the value of m + n + 1 is 5 or more.

This is preferable in order to keep the heat resistance of the obtained plastic lens at a high level and to keep the water absorption to a minimum.

The usage ratio of the polyisocyanate compound and the polythiol compound is such that the molar ratio of the functional group of NCO / (SH + OH) is 0.5 to
A range of 3.0 is preferred.

Further, a polymerization catalyst such as dibutyltin dilaurate, dioctyltin laurate or dimethyl chloride may be added in an amount of 0.01 to 1.0% by weight in order to promote a urethanization polymerization reaction between polyisocyanate and polythiol.

The near-infrared absorbing agent used in the present invention may be any of a polymethine-based, metal complex-based, anthraquinone-based, or azo-based compound, and has the following structural formula (A):
It is particularly preferable to use one or more of the naphthalocyanine-based, phthalocyanine-based, and anthraquinone-based compounds represented by (B) and (C).

That is, [However, in the formula (A), R ¹ to R ²⁴ each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, a mono- or dialkylamino. Represents a group, a mono- or diarylamino group, and Met ¹ represents a hydrogen atom, a transition metal atom and a derivative thereof or an alkali metal atom, an alkaline earth metal atom, a group III and IV atom and a derivative thereof. Or (A) a naphthalocyanine compound represented by the formula: [However, in the formula (B), R ²⁵ to R ⁴⁰ each independently represent a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, Or a dialkylamino group, a mono- or diarylamino group, and each group may be cyclic by a linking group. Met ² represents a hydrogen atom, a transition metal atom and a derivative thereof, or an alkali metal atom, an alkaline earth metal atom, a group III and group IV atom and a derivative thereof. (B) a phthalocyanine compound represented by the formula or [However, in the formula (C), R ⁴¹ to R ⁴⁴ each independently represent a substituted or unsubstituted alkylamino group, arylamino group, hydroxyl group, amino group, and Y ¹ and Y ² each independently represent cyano. A group, an alkoxycarbonyl group, an alkylaminocarbonyl group or Y ¹ and Y ² are united to represent a carboxylic acid anhydride or an alkylimino group, or R ⁴¹ and Y ¹ , R ⁴⁴ and Y ² form a ring Represents One or more of the anthraquinone compounds represented by the formula (C) are used.

Examples of the substituted or unsubstituted alkyl group represented by the formula R ¹ to R ^40, a methyl group, an ethyl group, n- propyl group, iso- propyl, n- butyl, iso- butyl group,
sec-butyl group, t-butyl group, n-pentyl group, iso-
Pentyl group, neo-pentyl group, 1,2-dimethyl-propyl group, n-hexyl group, cyclo-hexyl group, 1,3-dimethyl-butyl group, 1-iso-propylpropyl group, 1,2-
Dimethylbutyl group, n-heptyl group, 1,4-dimethylpentyl group, 2-methyl-1-iso-propylpropyl group, 1-ethyl-3-methylbutyl group, n-octyl group, 2-ethylhexyl group, 3- A methyl-1-iso-propylbutyl group, a 2-methyl-1-iso-propyl group,
A linear or branched alkyl group having 1 to 20 carbon atoms such as 1-t-butyl-2-methylpropyl group, n-nonyl group, etc., methoxymethyl group, methoxyethyl group, ethoxyethyl group, propoxyethyl group, butoxy Ethyl group, γ-methoxypropyl group, γ-ethoxypropyl group, methoxyethoxyethyl group, ethoxyethoxyethyl group, dimethoxymethyl group, diethoxymethyl group, dimethoxyethyl group, alkoxyalkyl group such as diethoxyethyl group, alkoxyalkoxy Alkyl group, alkoxyalkoxyalkoxyalkyl group, chloromethyl group, 2,2,2-trichloroethyl group, trifluoromethyl group, 2,2,2-trichloroethyl group, 1,1,1,3,3,3- Hexafluoro-2-
And a halogenated alkyl group such as a propyl group, an alkylaminoalkyl group, a dialkylaminoalkyl group, an alkoxycarbonylalkyl group, an alkylaminocarbonylalkyl group, an alkoxysulfonylalkyl group, and an alkylsulfonyl group.

Examples of the substituted or unsubstituted alkoxy group include a methoxy group, an ethoxy group, an n-propyloxy group, an iso-propyloxy group, an n-butyloxy group, an iso-butyloxy group, a sec-butyloxy group, a t-butyloxy group, n
-Pentyloxy group, iso-pentyloxy group, neo-pentyloxy group, 1,2-dimethyl-propyloxy group,
n-hexyloxy group, cyclo-hexyloxy group, 1,3
-Dimethyl-butyloxy group, 1-iso-propylpropyloxy group, 1,2-dimethylbutyloxy group, n-heptyloxy group, 1,4-dimethylpentyloxy group,
-Methyl-1-iso-propylpropyloxy group, 1-
Ethyl-3-methylbutyloxy group, n-octyloxy group, 2-ethylhexyloxy group, 3-methyl-1-
iso-propylbutyloxy group, 2-methyl-1-iso-
A propyloxy group, a 1-t-butyl-2-methylpropyloxy group, a n-nonyloxy group, a linear or branched alkoxy group having 1 to 20 carbon atoms, such as a methoxymethoxy group, a methoxyethoxy group, an ethoxyethoxy group, Propoxyethoxy, butoxyethoxy, γ-methoxypropyloxy, γ-ethoxypropyloxy, methoxyethoxyethoxy, ethoxyethoxyethoxy, dimethoxymethoxy, diethoxymethoxy, dimethoxyethoxy, diethoxyethoxy, etc. An alkoxyalkoxy group, a methoxyethoxyethoxy group, an ethoxyethoxyethoxy group, an alkoxyalkoxyalkoxy group such as a butyloxyethoxyethoxy group, an alkoxyalkoxyalkoxyalkoxy group, a chloromethoxy group,
Halogenated alkoxy groups such as 2,2-trichloroethoxy group, trifluoromethoxy group, 2,2,2-trichloroethoxy group, 1,1,1,3,3,3-hexafluoro-2-propyloxy group And alkylaminoalkoxy groups such as dimethylaminoethoxy and diethylaminoethoxy, and dialkylaminoalkoxy.

Examples of the substituted or unsubstituted aryl group include phenyl group, chlorophenyl group, dichlorophenyl group, bromophenyl group, fluorinated phenyl group, halogenated phenyl group such as iodine phenyl group, tolyl group, xylyl group, mesityl group, ethyl Examples include a phenyl group, a methoxyphenyl group, an ethoxyphenyl group, and a pyridyl group.

Examples of the substituted or unsubstituted aryloxy group include a phenoxy group, a tolyloxy group, a methoxyphenyloxy group, a chlorophenyloxy group, a methyloxy group, a naphthoxy group, an alkylphenoxy group, and the like, and a substituted or unsubstituted alkylthio group. Are methylthio, ethylthio, n-propylthio, iso-propylthio, n-butylthio, iso-butylthio, s
ec-butylthio group, t-butylthio group, n-pentylthio group, iso-pentylthio group, neo-pentylthio group,
2-dimethyl-propylpyrthio group, n-hexylthio group, c
yclo-hexylthio group, 1,3-dimethyl-butylthio group, 1-iso-propylpropylthio group, 1,2-dimethylbutylthio group, n-heptylthio group, 1,4-dimethylpentylthio group, 2-methyl- 1-iso-propylpropylthio group, 1-ethyl-3-methylbutylthio group, n-
Octylthio group, 2-ethylhexylthio group, 3-methyl-1-iso-propylbutylthio group, 2-methyl-1
-Iso-propylthio group, 1-t-butyl-2-methylpropylthio group, n-nonylthio group, etc.
Linear or branched alkylthio group, methoxymethylthio group, methoxyethylthio group, ethoxyethylthio group, propoxyethylthio group, butoxyethylthio group, γ-methoxypropylthio group, γ-ethoxypropylthio group,
Alkoxyalkylthio groups such as methoxyethoxyethylthio, ethoxyethoxyethylthio, dimethoxymethylthio, diethoxymethylthio, dimethoxyethylthio, diethoxyethylthio, alkoxyalkoxyalkylthio, alkoxyalkoxyalkoxyalkylthio, chloromethylthio Group, 2,2,2-trichloroethylthio group, trifluoromethylthio group, 2,2,2
-Halogenated alkylthio groups such as trichloroethylthio group, 1,1,1,3,3,3-hexafluoro-2-propylthio group, and alkylaminoalkylthio groups such as dimethylaminoethylshithio group and diethylaminoethylthio group ,
And a dialkylaminoalkylthio group.

Examples of the substituted or unsubstituted arylthio group include a phenylthio group, a tolylthio group, a chlorophenylthio group, a methoxyphenylthio group, a mesylthio group, a naphthylthio group, an alkylphenylthio group, and the like.

Examples of substituted or unsubstituted mono- or dialkylamino groups include methylamino, dimethylamino, ethylamino, diethylamino, methylethylamino, propylamino, dipropylamino, butylamino, dibutylamino Group, β-hydroxyethylamino group, di- (β-hydroxyethyl) amino group, and the like.

Examples of the substituted or unsubstituted mono- or diarylamino group include a phenylamino group, a diphenylamino group, a tolylamino group, a ditolylamino group, a chlorophenylamino group, and a methoxyphenylamino group.

As a substituent when each group may be cyclic by a linking group, (In the above formula, R represents a substituted or unsubstituted alkyl group or a hydrogen atom, and Y, Y ′, and Y ″ represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group, an alkoxy group, and an aryloxy group, respectively. )).

As the atom represented by Met ¹ or Met ² , Li, Na, K, R
b, Cs, Be, Mg, Ca, Sr, R-Al, X-Al, R-Ga, X-Ga, In-R, In
−X, R ₂ Si, X ₂ Si, R ² Ge, X ₂ Ge, R ₂ Sn, X ₂ Sn, Pb, Mn, Fe, Co, Ni, C
o-X, Cu, Zn, Ru, Rh, Pd, VO and the like. (Where R represents an alkyl group, an aryl group, or an alkoxy group, and X is
Represents F, Cl, Br, I, CN, SCN. In order to produce the resin of the present invention, the type and amount of an absorbent having a desired absorption wavelength and concentration are selected and added to a mixture of a polyisocyanate compound and a polythiol compound. An additive-type release agent and an ultraviolet absorber are added to make a uniform liquid, and this liquid is poured into a mold combining two glass lens molds and a gasket made of ethylene-vinyl acetate copolymer or polyvinyl chloride. After being placed in a heating polymerization furnace and subjected to heat polymerization, it is cooled to obtain a plastic lens having a desired hue and color tone. The time required for the casting polymerization varies depending on the type of the polyisocyanate compound and the polythiol compound used and the heating temperature, but is usually 30 to 120 ° C. and 3 to 48 ° C.
Time.

〔Example〕

Hereinafter, the present invention will be described specifically with reference to examples, but the present invention is not limited to the examples.

Example 1 94 parts of m-xylylene diisocyanate, 122 parts of pentaerythritol tetrakis- (3-mercaptopropionate) and 2 parts of a naphthalocyanine derivative represented by the following formula (A ') were mixed with 0.1 part of dibutyltin laurate, A homogeneous liquid was obtained.

This liquid was poured into a mold composed of a glass mold and a vinyl chloride gasket surface-treated with a silicon-based baking release agent. Then at 45 ° C for 5 hours and at 50 ° C for 2 hours.
Time, 55 ° C for 2 hours, 60 ° C for 1 hour, 70 ° C for 1 hour, 80
After heating at 100 ° C for 1 hour and at 100 ° C for 1 hour, it was cooled and released.

The obtained sulfur-containing urethane resin lens is a light yellow transparent lens, has excellent weather resistance, and has an absorption wavelength of 700.
850850 nm, and light of this wavelength was well absorbed.

Example 2 112 parts of isophorone diisocyanate, pentaerythritol tetrakis- (2-mercaptoacetate) 10
8 parts and 5 parts of a naphthalocyanine derivative represented by the following formula (A ″) were mixed with 0.5 part of dibutyltin laurate and 0.2 part of octyl acid phosphate to obtain a uniform liquid. The mixture was poured into a mold consisting of a glass mold and a vinyl chloride gasket surface-treated with the agent, and then at 70 ° C for 5 hours, at 80 ° C for 2 hours, at 90 ° C for 2 hours, at 100 ° C for 2 hours, and at 120 ° C. After heating for 2 hours, it was cooled and released.

The obtained sulfur-containing urethane resin lens is a light yellow transparent lens, has excellent weather resistance, and has an absorption wavelength of 700.
800800 nm, and light of this wavelength was well absorbed.

Example 3 122 parts of 1,4-bis (α, α-dimethylisocyanatomethyl) benzene, 117 parts of 1,3,5-tris- (3-mercaptopropyl) isocyanurate and the following formula (B ′)
Was mixed with 10 parts of a phthalocyanine derivative represented by the following formula and 0.3 part of dibutyltin dilaurate to obtain a uniform liquid. This liquid
It was poured into a mold consisting of a glass mold surface-treated with a fluorine-based external release agent and a gasket made of vinyl chloride. Then, at 70 ° C for 4 hours, at 80 ° C for 2 hours, at 90 ° C for 2 hours,
After heating at 0 ° C for 2 hours and at 120 ° C for 2 hours, it was cooled and released.

The obtained sulfur-containing urethane resin lens is a brown transparent lens, has excellent weather resistance, and has an absorption wavelength of 650 to 7
It was 50 nm, and light of this wavelength was well absorbed.

Example 4 In place of the near-infrared absorbent compound (A ') of Example 1, 5 parts of an anthraquinone derivative compound represented by the following formula (C') was used. Then, a lens was manufactured.

The obtained resin composition is brown blue and has an absorption wavelength of 700 to 8
It was 50 nm and absorbed light of this wavelength well.

Example 5 Instead of the near-infrared absorbent compound (A ') of Example 1, 3 parts of a phthalocyanine derivative compound represented by the following formula (B ") was used, and the other conditions were exactly the same as in Example 1. The lens was manufactured.

The obtained resin composition is light blue and has an absorption wavelength of 700 to 8
It was 50 nm and absorbed light of this wavelength well.

Example 6 Instead of the near-infrared absorbent compound (A ') of Example 1, 3 parts of a naphthalocyanine derivative compound represented by the following formula (A) was used, and the other conditions were exactly the same as in Example 1. The lens was manufactured.

The obtained resin composition is light brown and has an absorption wavelength of 700 to 9
00 nm, and light of this wavelength was well absorbed.

Example 7 In place of the near-infrared absorbent compound (A ') of Example 1, 3 parts of a phthalocyanine derivative compound represented by the following formula (B) was used, and the other conditions were exactly the same as in Example 1. A lens was manufactured.

The resulting resin composition is brownish and has an absorption wavelength of 700 to 9
00 nm, and light of this wavelength was well absorbed.

Example 8 Instead of the near-infrared absorber compound (A ') of Example 1, 3 parts of a phthalocyanine derivative compound represented by the following formula (B) was used, and the other conditions were exactly the same as in Example 1. A lens was manufactured.

The resulting resin composition is brownish and has an absorption wavelength of 700 to 9
00 nm, and light of this wavelength was well absorbed.

Example 9 Instead of the near-infrared absorber compound (A ') of Example 1, 3 parts of a naphthalocyanine derivative compound represented by the following formula (B) was used, and the other conditions were exactly the same as in Example 1. The lens was manufactured.

The resulting resin composition is brownish and has an absorption wavelength of 700 to 9
00 nm, and light of this wavelength was well absorbed.

(Effects of the Invention) According to the present invention, a polyisocyanate compound having an isocyanate group and a sulfur-containing urethane resin monomer composition comprising a compound having a thiol group and the like are allowed to coexist with a near-infrared absorber, Since a catalyst that enables polymerization at low temperatures can be used, and the near-infrared absorbing agent does not inhibit polymerization, the absorbing agent does not decompose unlike the kneading method of the absorbing agent. As described above, a stable sulfur-containing urethane resin for absorbing near-infrared light is obtained without causing the absorbent to flake off during use, and a sulfur-containing urethane resin for absorbing near-infrared light that is useful as an optical material because of its high refractive index. Provided.

 ──────────────────────────────────────────────────続 き Continuation of front page (56) References JP-A-51-23738 (JP, A) JP-A-50-6695 (JP, A) JP-A-60-215663 (JP, A) JP-A 61-237 260674 (JP, A) JP-A-61-291651 (JP, A) JP-A-62-903 (JP, A)

Claims (4)

(57) [Claims] 1. A polyisocyanate compound having m (m is an integer of 2 or more) isocyanate groups in one molecule,
N (n is an integer of 1 or more) thiol groups and l
A compound having a hydroxyl group (l is an integer of 0 or more) (where n + 1 is an integer of 2 or more) and a near-infrared absorbing agent are mixed and then polymerized, and then a sulfur-containing urethane resin for absorbing near-infrared light is obtained. . 2. The near-infrared absorbing sulfur-containing urethane resin according to claim 1, wherein the near-infrared absorbing agent is a naphthalocyanine derivative represented by the following structural formula (A). [However, in the formula (A), R ¹ to R ²⁴ each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group, an aryl group,
An alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, a mono or dialkylamino group, represents a mono or diarylamino group, Met ¹ is a hydrogen atom, a transition metal atom and a derivative thereof or an alkali metal atom, an alkaline earth metal atom, Represents Group III and IV atoms and their derivatives. ] 3. The near-infrared absorbing agent is a phthalocyanine derivative represented by the following structural formula (B).
Item 7. The sulfur-containing urethane resin for absorbing near-infrared light according to item 8. [However, in the formula (B), R ²⁵ to R ⁴⁰ each independently represent a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, Or a dialkylamino group, a mono- or diarylamino group, and each group may be cyclic by a linking group. Met ² represents a hydrogen atom, a transition metal atom and a derivative thereof, or an alkali metal atom, an alkaline earth metal atom, a group III and group IV atom and a derivative thereof. ] 4. The near-infrared absorbing agent is an anthraquinone derivative represented by the following structural formula (C).
Item 7. The sulfur-containing urethane resin for absorbing near-infrared light according to item 8. [However, in the formula (C), R ⁴¹ to R ⁴⁴ each independently represent a substituted or unsubstituted alkylamino group, arylamino group, hydroxyl group, amino group, and Y ¹ and Y ² each independently represent cyano. A group, an alkoxycarbonyl group, an alkylaminocarbonyl group or Y ¹ and Y ² are united to represent a carboxylic acid anhydride or an alkylimino group, or R ⁴¹ and Y ¹ , R ⁴⁴ and Y ² form a ring Represents ]