JPH0647667B2 - Near infrared absorbing composition - Google Patents

Description

TECHNICAL FIELD The present invention relates to a near infrared absorbing composition that absorbs near infrared rays. More specifically, it relates to a near-infrared absorbing composition useful for an optical filter that absorbs near-infrared light having a wavelength of 720 nm or more, a recording layer using near-infrared light as a light source, and the like.

“Prior Art” A composition that selectively absorbs far-red light or near-infrared light having a wavelength of 720 nm has various uses and has been strongly demanded before. However, until now, a suitable composition has been obtained. I couldn't do it. An example of the use of the conventional infrared absorbing composition will be described below.

Infrared-sensitive safelight filters for photosensitive materials In recent years, many silver halide photosensitive materials (hereinafter referred to as “sensitizers”) have been developed which have sensitivity to far-red light or near-infrared light having a wavelength of 700 nm or more. It is coming. This can be black and white or color, and can be used as a pseudo-color photograph for resource research, etc. by equipping the silver halide photographic material with infrared sensitivity, not only the normal type but also the instant type or the heat development type. Alternatively, there is one that is exposed by using a semiconductor laser or a diode that emits light in the infrared region.

So far, no safelight filter suitable for these sensitive materials has been developed. As a safelight filter, it is desired to develop a filter that absorbs light in the near infrared region and substantially transmits the visible light region.

Control of plant growth It has long been known that so-called morphogenesis related to plant growth and differentiation such as seed germination, stem elongation, leaf development, flower bud and tuber formation is affected by light. , Has been studied as a photomorphogenic effect.

If a plastic film that selectively absorbs light with a wavelength of 700 nm or more is obtained, for example, the crop is coated with a near-infrared absorption film at a specific time, and the heading time can be determined by blocking the light with a wavelength of 700 nm or more. The effect of delaying or controlling growth is expected (see Katsumi Inada, "Chemical Regulation of Plants", Vol. 6, No. 1 (1971)).

Blocking heat rays Of the radiant energy of the sun, near-infrared and infrared light with a wavelength of 800 nm or more is absorbed by an object and converted into heat energy. Moreover, most of the energy distribution is concentrated in the near infrared region having a wavelength of 800 to 2000 nm. Therefore, a film that selectively absorbs near infrared rays is extremely effective in blocking solar heat and can suppress an increase in indoor temperature while sufficiently absorbing visible light. This can be applied to windows of houses, offices, shops, automobiles, airplanes, etc. as well as horticultural greenhouses. In these cases, the transmission of visible light is very important.

Conventionally, as a material for blocking heat rays, a plastic film having a very thin metal layer deposited on the surface thereof, or an inorganic compound such as FeO dispersed in glass is used.

Infrared cut filter harmful to human eye tissues Infrared rays contained in sunlight or rays emitted during welding or the like have a harmful effect on human eye tissues. One of the main uses of infrared cut filters is as eyeglasses to protect the human eye from such harmful infrared rays.
For example, sunglasses and protective glasses for welders.
Also in this case, the substantial transmittance of visible light is very important.

2. Description of the Related Art At present, a silicon photodiode (hereinafter referred to as SPD) is mainly used as a light receiving element of a photodetector used in an automatic exposure meter such as an infrared cut filter camera of a semiconductor light receiving element.

In order to use the SPD for an exposure meter, it is necessary to cut light in the infrared region, which is not felt by human eyes, so that the spectral sensitivity curve of the SPD is similar to the relative luminous efficiency curve.
Especially for light of wavelength 700 to 1100 nm, SPD
Output is large and the light in this area is invisible to the eye, which causes a malfunction of the exposure meter. Therefore, if an infrared absorption plastic film that absorbs little in the visible region and absorbs the infrared region of 700 to 1100 nm over the entire region can be used, the light transmittance in the visible region is large, and the SPD
It is clear that the output power of the light source can be increased and thus the performance of the exposure meter can be significantly improved.

Conventionally, as a photodetector of this type, a glass infrared cut filter using an inorganic infrared absorber is attached to the front surface of the SPD for practical use.

Laser recording layer Used for a recording layer for recording using a laser beam by utilizing an action of absorbing infrared rays and converting it into heat, for example, a recording layer of an optical disc or a thermosensitive color recording material by a laser.

For example, JP-A-58-214162 and JP-A-58-21
No. 7391 and JP-A No. 58-125246 disclose recording layers containing pyrylium dyes.

Ink for ink jet printers Ink for ink jet printers uses a solvent such as ethyl cellosolve and a dye that dissolves in this organic solvent as an infrared absorbing agent.
It is used in a method of reading with an optical reader using an infrared light source of 40 to 900 nm. As a conventional infrared absorber for such an ink jet printer, nigrosine,
The compounds disclosed in JP-A-56-135568 such as chromium complex salts are used.

Further, it may be used as an ink for bar code, an antihalation agent for a photosensitive material, an infrared coupler for forming an infrared absorbing dye for a sound track, and the like.

"Problems to be solved by the invention" However, in the conventional general organic dye-based infrared absorbers, the absorption characteristics become unstable in the long wavelength region, and the light resistance and heat resistance are small, and few are practically satisfactory. .

When the complex is used as an infrared absorber, light resistance,
Although it has good heat resistance, its solubility in organic solvents is insufficient, which has been a major drawback when preparing thin-layer plastic films.

That is, for the applications as described above, for example, as an SPD filter, an extremely thin film having a good infrared absorption efficiency is desired, but for that purpose, a large amount of the infrared absorbent must be dispersed in the resin. However, an infrared absorber having a low solubility in an organic solvent cannot satisfy its purpose.

Therefore, the first object of the present invention is to provide a near-infrared absorbing composition having a high solubility in an organic solvent.

Secondly, it is to provide a near-infrared absorbing composition having a high solubility in an organic solvent and a good compatibility with a plastic film. Thirdly, it is to provide a near-infrared absorbing composition having a high solubility in an organic solvent and a good compatibility with a film-forming binder.

The present inventors have completed various aspects of the present invention as a result of various studies to achieve the above object.

"Means for Solving Problems" The above-mentioned various objects are achieved by at least one compound represented by the following general formula (I) and having a maximum absorption wave at 720 nm or more, and a compound represented by the following general formula (II). It was solved by a near-infrared absorbing composition characterized by containing

General formula (I) In the formula, R ¹ represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group (for example, a phenyl group, a naphthyl group, etc.), a substituted or unsubstituted heterocyclic group,
R ² and R ⁵ may be the same as or different from each other, and represent a hydrogen atom or a group capable of substituting the same, R ³ and R ⁴ may be the same or different from each other, a hydrogen atom,
Represents a halogen atom (eg, chlorine atom, bromine atom, etc.) substituted or unsubstituted alkoxy group having 1 to 18 carbon atoms (eg, methoxy group, ethoxy group, octoxy group, etc.), substituted or unsubstituted alkyl group, and preferably R ³ and R ⁴ represent an alkyl group having 1 to 5 carbon atoms (methyl group, ethyl group, etc.). However, R ³ and R ⁴ are not hydrogen atoms at the same time. R ⁶ and R ⁷ may be the same or different, and may be a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group (eg, phenyl group, naphthyl group, etc.), an acyl group (eg, acetyl group, propionyl group). Etc.), a sulfonyl group (for example, a methanesulfonyl group, an ethanesulfonyl group, etc.) or a group of non-metal atoms necessary for forming a 5- or 6-membered ring by linking R ⁶ and R ⁷ (for example, a pyrrolidine ring, a piperidine ring, Morpholine ring, etc.).

The compound represented by the general formula (I) has R ¹ , R ² ,
A dimer may be formed via any group of R ³ , R ⁴ , R ⁵ , R ^{6 and} R ⁷ .

The alkyl groups represented by R ¹ , R ⁶ or R ⁷ may be the same as or different from each other, and are alkyl groups having 1 to 18 carbon atoms (for example, methyl group, ethyl group, propyl group, i-butyl group, n- Octyl group, n-dodecyl group, n-octadecyl group and the like are preferable, and substituents (eg, cyano group, hydroxyl group, methoxy group, alkoxy group such as ethoxy group, aryloxy group such as phenoxy group, acetamide group, methanesulfonamide group) Amide group such as, and a halogen atom such as chlorine atom and fluorine atom).

The aryl groups represented by R ¹ , R ⁶ or R ⁷ may be the same as or different from each other, and may be a substituted or unsubstituted phenyl group {substituents such as a hydroxyl group, a cyano group, a halogen atom (eg a chlorine atom, fluorine atom). Atom, etc.), carbon number 2
To 18 acyl groups (eg, acetyl group, propionyl group, stearoyl attachment, etc.), sulfonyl groups having 1 to 18 carbon atoms (eg, methanesulfonyl group, ethanesulfonyl group, octanesulfonyl group, etc.), carbamoyl groups having 1 to 18 carbon atoms (Eg, unsubstituted carbamoyl group, methylcarbamoyl group, octylcarbamoyl group, etc.), sulfamoyl group having 1 to 18 carbon atoms (eg, unsubstituted sulfamoyl group, methylsulfamoyl group, butylsulfamoyl group), carbon number 2-18 alkoxycarbonyl group (for example, methoxycarbonyl group, trichloroethoxycarbonyl group, decyloxycarbonyl group, etc.), alkoxy group having 1-18 carbon atoms (for example, methoxy group, butoxy group, pentadecyloxy group, etc.), amino group (Eg dimethylamino group, Ethylamino group, preferably the same as the case of the phenyl groups as dihexyl an amino group), etc.}, or a substituted or unsubstituted naphthyl group (substituent) is preferred.

The substituted or unsubstituted heterocycle represented by R ¹ represents a monocyclic heterocycle or a condensed heterocycle, and includes, for example, 1,3-thiazole ring, 1,3,4-triazole ring, benzothiazole ring, benzimidazole ring, Benzoxazole ring,
1,3,4-thiadiazole ring or the like (as a substituent, for example, an alkyl group such as a methyl group, an ethyl group or an octyl group,
Alkoxy groups such as methoxy, ethoxy groups and decyloxy groups, hydroxyl groups, etc.) are preferred.

The group capable of substituting the hydrogen atom represented by R ² and R ⁵ is
A halogen atom (for example, a fluorine atom, a chlorine atom, a bromine atom, etc.), a hydroxyl group, a cyano group, or a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms bonded to a benzene ring directly or through a divalent linking group ( (Eg, methyl group, ethyl group, butyl group, 2-ethylhexyl group, stearyl group, etc.), and the divalent linking group is, for example, —O—, —NHCO
_{-, - NHSO 2 -, -} NHCOO -, - NHCONH -, - COO -, -
_{CO -, - SO 2 -,} - NR- (R represents a hydrogen atom or an inorganic or unsubstituted alkyl group having 1 to 18 carbon atoms.)
And so on.

More preferably, R ¹ represents a heterocyclic group or a phenyl group substituted with a monovalent group having a Hammett's substituent constant δ _m or δ _p of more than 0.23. Examples of monovalent groups having a Hammett's substituent constant δ _m or δ _p of more than 0.23 include halogen atoms (fluorine atom, chlorine atom, bromine atom, etc.), cyano group, formyl group, carboxy group, carbamoyl. Group (unsubstituted carbamoyl group,
Methylcarbamoyl group, etc.), alkoxycarbonyl group (methoxycarbonyl group, ethoxycarbonyl group, etc.), acyl group (acetyl group, benzoyl group, etc.), nitro group, sulfamoyl group (unsubstituted sulfamomoyl group, methylsulfamoyl group, etc.) And sulfonyl groups (methanesulfonyl group, benzenesulfonyl group, etc.) and the like are preferable. The δ _m or δ _p value of the above-mentioned hamet is “Structure-activity relationship of drug” (Nankodo) p. 96 (197).
9 years), and the substituent can be selected based on this table.

Specific examples of the compound represented by formula (I) used in the present invention are shown below, but the scope of the present invention is not limited thereto.

(I-1) (I-2) (I-3) (I-4) (I-5) (I-6) (I-7) (I-8) (I-9) (I-10) (I-11) (I-12) (I-13) (I-14) (I-15) (I-16) (I-17) (I-18) (I-19) (I-20) (I-21) (I-22) (I-23) (I-24) (I-25) (I-26) (I-27) (I-28) (I-29) (I-30) (I-31) (I-32) (I-33) (I-34) (I-35) The compound represented by the general formula (I) is a method by condensation of dialkylanilines and 4-nitrosonaphthols in concentrated sulfuric acid, α-naphthols and p-phenylenediamines in the presence of a base and an oxidizing agent. Synthesis by a method of condensation, a method of oxidatively condensing 4-amino-1-naphthols and dialkylanilines with a sodium hypochlorite solution, a method of condensing p-nitrosodialkylanilines and α-naphthols, etc. Can be performed, for example, JP-A-50
-100116, JP-A-60-32851 and Journal of Organism Chemistry (S. Fujita
Work "Journal of Organic Chemistry", 48, 177-
183 (1983)).

Synthesis example 1. (Synthesis of Exemplified Compound I-1) 9.2 g of 2- (4-acetylphenylcarbamoyl) -1-naphthol, 75 ml of ethanol, and ethyl acetate 1
An aqueous solution of 21 g of sodium carbonate in a 50 ml mixture solution 21
0 ml of 4-dimethylamino-2,6-dimethylaniline (6.9 g) was added, and 70 ml of an aqueous solution of 16.4 g of ammonium persulfate was added dropwise over 30 minutes while stirring. After the dropwise addition, the mixture was stirred for 2 hours, then the reaction solution was allowed to stand, the ethyl acetate phase was taken out, washed with water and concentrated. The concentrated residue was recrystallized from chloroform to obtain 4.1 g of Exemplified Compound 1 in greenish blue. Melting point 219-220 ° C, (Ε = 1.73 × 10 ⁴ ) Synthesis example 2. Exemplified compounds were obtained in the same manner as in Synthesis Example 1 except that α-naphthols and p-phenylenediamines were used in the combination shown in Table 1 below. The results are also shown in Table 1.

General formula (II) Wherein R ⁸ , R ⁹ , R ¹⁰ , R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R
¹⁵ is a hydrogen atom or a halogen atom (eg chlorine, bromine, etc.)
Alternatively, a direct or divalent linking group (eg, -O-, -NH
CO -, - CO -, - COO -, - SO 2 -, - NHCOO -, - NHCO
And a substituted or unsubstituted alkyl group (eg, methyl group, ethyl group, propyl group, n-octyl group, etc.) bonded to the benzene ring via NH-, —NHSO ₂ —, etc.,
M represents nickel, cobalt, copper, palladium or platinum, preferably nickel.

cat represents a cation (for example, sodium, potassium, ammonium, quaternary ammonium, quaternary phosphonium, etc.), and preferably Quaternary ammonium represented by or Represents a quaternary phosphonium, more preferably a quaternary phosphonium.

L ¹ , L ² , L ³ and L ⁴ are substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms (for example, methyl group, ethyl group,
n-butyl group, n-dodecyl group, n-octadecyl group, etc.) or a substituted or unsubstituted aryl group having 6 to 14 carbon atoms (eg, phenyl group, tolyl group, α-naphthyl group, etc.).

Preferred examples of the compound represented by the general formula (II) are shown below, but it goes without saying that the present invention is not limited to these exemplified compounds.

(II-1) (II-2) (II-3) (II-4) (II-5) (II-6) (II-7) (II-8) (II-9) (II-10) (II-11) (II-12) (II-13) (II-14) (II-15) (II-16) (II-17) (II-18) (II-19) (II-20) (II-21) (II-22) (II-23) (II-24) When the near-infrared absorbing composition of the present invention is used as an optical filter, the compounds represented by the general formulas (I) and (II) can be appropriately contained in the binder. As the binder, organic or inorganic materials can be used without distinction as long as they exhibit near-infrared absorbing properties. Can be mentioned.

Preferably, a binder having excellent transparency and mechanical properties is used as the binder. Examples of such binders include polyesters represented by polyethylene terephthalate, cellulose esters such as cellulose diacetate, cellulose triacetate and cellulose acetate butyrate, polyethylene, polyolefins such as polypropylene, polyvinyl chloride, polyvinyl chloride and the like. Vinylidene chloride, vinyl chloride-vinyl acetate copolymer, polyvinyl compounds such as polystyrene, acrylic addition polymers such as polymethylmethacrylate, polycarbonate composed of polycarbonate ester, urethane resin or gelatin, etc. Mention may be made of sexual binders.

Cellulose esters such as cellulose triacetate are more preferable because of their excellent transparency and mechanical properties.

In addition to the above-mentioned plastic materials, the above general formulas (I) and (II)
As a method of forming a film by adding and holding the compound of (1), there is a method of compounding it into a plastic when the film is formed. That is, the compounds of the formulas (I) and (II) are mixed with various additives into a polymer powder or pellet, melted and extruded by a T-die method or an inflation method, or formed into a film by a calender method. A film in which the compound is uniformly dispersed is obtained. When a film is produced from a polymer solution by a casting method, the solution may contain the compounds represented by the general formulas (I) and (II).

Secondly, by applying a polymer solution or dispersion containing the compounds of the above general formulas (I) and (II) to the surface of various plastic films or glass plates which have not been produced by a suitable method, near infrared rays There is a method of forming an absorption layer. The binder used in the coating solution is selected from those which dissolve the compounds of the general formulas (I) and (II) as well as possible and which have excellent adhesiveness to the plastic film or glass plate serving as a support. Polymethylmethacrylate, cellulose acetate butyrate, polycarbonate and the like are suitable for this purpose. The support film may be pre-coated with a suitable primer to improve adhesion.

The third method is to mix the compounds of the general formulas (I) and (II) with the polysynthetic monomer in the light-incident window of the device to be cut with infrared rays, add a suitable polymerization initiator, and heat or There is a method of polymerizing by applying light and forming a filter on the window frame with the produced polymer. In this method, the entire device can be embedded with a plastics produced from a polyaddition composition such as an ethylenically unsaturated polymerizable monomer or an epoxy resin.

The fourth method is a method in which the compounds (I) and (II) according to the present invention are vapor-deposited on a suitable support. In this method, a film-forming binder layer suitable as a protective layer may be provided at a position distant from the support.

The optical filter obtained from the near infrared ray absorbing composition of the present invention may be used in combination with a color separation filter as described in JP-A-57-58107, 59-9317 and 59-30509. it can.

When the near infrared absorbing composition of the present invention is used as an optical filter, two or more compounds represented by the general formula (I) may be used in combination.

When the near-infrared absorbing composition of the present invention is used as an optical filter, it is preferable that light having a wavelength of 500 to 600 nm is substantially transmitted. Further, an ultraviolet absorber may be used in combination, and substituted or unsubstituted benzoic acid esters such as resorcinol monobenzoate and methyl salicylate, 2-
Cinnamic acid esters such as butyloxy-3-methoxycinnamate, benzophenones such as 2,4-dioxybenzophenone, α, β-unsaturated ketones such as dibenzalacetone, 5,7-diene Coumarins such as oxycoumarin, carbostyrils such as 1,4-dimethyl-7-oxycarbostyril, and azoles such as 2-phenylbenzimidazole and 2- (2-hydroxyphenyl) benzotriazole are used. It Further, in the near infrared ray absorbing composition of the present invention, a yellow dye and a cyan dye can be used in combination.

Further, in the case of a film prepared by a coating method using the near-infrared absorbing composition of the present invention, a thin plastic film may be attached or coated on the surface of the coating for the purpose of protecting the coating layer and imparting drip property. You can For example, when a polyvinyl chloride film having a thickness of 0.05 mm is stacked and thermocompression-bonded at 120 to 140 ° C., a laminated film is obtained.

When the near-infrared absorbing composition of the present invention is used as an optical filter, the compounds represented by the general formulas (I) and (II) are contained in an amount of 0.1 to 50 parts by weight, preferably 0.5 to 100 parts by weight of the binder. -10 parts are included. The optical filter obtained from the near-infrared absorbing composition of the present invention has a low transmittance in the wavelength region to be functionally blocked so that the intended purpose can be achieved, and to use the composition of the present invention, Wavelength 7
At 20 nm or more, it is important to adjust the amount of binder added and the thickness of the filter so that the transmittance is 10% or less, preferably 2.0% or less, and particularly preferably 0.1% or less. Is. Further 500-600n
The transmittance at m is at least 5% or more, preferably 10
% Or more, particularly preferably 20% or more. A practical thickness is 0.002 mm to 0.5 mm, but a filter having a thickness outside this range can be designed according to the application.

Next, an embodiment in which the near-infrared absorbing composition of the present invention is used for an optical recording medium using a laser will be described.

The optical recording medium is basically composed of a substrate and a recording layer, but an undercoat layer may be provided on the substrate and a protective layer may be provided on the recording layer depending on the purpose.

Any known substrate can be used as the substrate as long as it is transparent to the laser used. Typical examples thereof include glass or plastic, and as the plastic, acrylic, polycarbonate, polysulfone, polyimide, polyester or the like is used. Various shapes such as a disk shape, a card shape, a sheet shape, and a roll film shape are possible.

A guide groove may be formed on the glass or plastic substrate to facilitate tracking during recording. Further, the glass or plastic substrate may be provided with a plastic binder or an undercoat layer such as an inorganic oxide or an inorganic sulfide. An undercoat layer having a lower thermal conductivity than that of the substrate is preferable.

The recording layer is divided into a layer composed of a near-infrared absorber alone or a combination thereof with another material itself, or a layer composed of a reflective layer and a light-absorbing layer containing the near-infrared absorber. . The recording layer constituted by this near infrared absorbing agent alone or in combination with other materials is prepared by dissolving the near infrared absorbing agent in a solvent and coating it, vapor depositing it on a substrate, or mixing it with a resin solution. It is formed by a method of applying, a method of applying a mixed solution with another dye, a method of applying it by dissolving it in a resin solution together with another dye, and the like.

As the resin, known ones such as PVA, PVP, polyvinyl butyral, polycarbonate, nitrocellulose, polyvinyl formal, methyl vinyl ether, maleic anhydride copolymer, styrene-butadiene copolymer are used. The weight ratio of the near-infrared absorbers represented by the general formulas (I) and (II) to the resin in is preferably 0.01 or more. When other dyes such as triarylmethane dyes, merocyanine dyes, cyanine dyes, azo dyes, and anthraquinone dyes having absorption other than the wavelength range of the semiconductor laser are used, not only the semiconductor laser but also the He-Ne laser and the like can be used. It is suitable because it can be recorded.

This recording layer is provided by one layer or two or more layers.

The thickness of the recording layer is usually 0.01 μm to 1 μm, preferably 0.08 to 0.8 μm. In the case of reflection reading, it is particularly preferable that the laser wavelength used for reading is 1 /
It is an odd multiple of four.

When a reflective layer such as a semiconductor laser or a He-Ne laser is provided, the reflective layer is provided on the substrate and the recording layer is provided on the next two reflective layers by the above-described method, or the substrate is provided. There is a method of providing a recording layer and then providing a reflective layer on the recording layer.

The reflective layer can also be formed by another method such as a vapor deposition method, a sputtering method, an ion plating method, and the like.

For example, a metal salt or a metal complex salt is dissolved in a water-soluble resin (PVP, PVA, etc.), and a solution containing a reducing agent is applied to the substrate, and the temperature is 50 ° C. to 150 ° C., preferably 60 ° C.
It is formed by heating and drying at 100C to 100C.

The amount of metal salt or metal complex salt with respect to the resin is 0.
1-10 It is 0.5-1.5 preferably. At this time, the thickness of the recording layer is suitably in the range of 0.01 to 0.1 μm for the metal particle reflection layer and 0.01 to 1 μm for the light absorption layer.

As the metal salt or metal complex salt, silver nitrate, silver cyanide potassium, potassium gold cyanide, silver ammine complex, silver cyan complex, gold salt or gold cyan complex can be used. As a reducing agent, formalin, tartaric acid, tartrate, a reducing agent,
Hypophosphite, sodium borohydride, dimethylamine borane and the like can be used. The reducing agent is used in an amount of 0.2 to 10 mol, preferably 0.5 to 4 mol, based on 1 mol of the metal salt or metal complex salt.

In an optical recording medium, recording of information is performed by irradiating a recording layer with a spot-like high energy beam such as a laser through a substrate or from the side opposite to the substrate, and the light absorbed in the recording layer is converted into heat. A pit (hole) is formed in the recording layer.

Information is read by irradiating a laser beam with a low output which is equal to or lower than a threshold energy for recording, and detects it by a change in reflected light amount of a pit portion and a portion where the pit is not formed.

Next, an embodiment in which the infrared absorbing composition of the present invention is used in an ink jet ink will be described.

Ink for ink jet printers that use an organic solvent as a solvent is mainly used for electrostatic acceleration type, electrostatic air flow type, etc. Both of them enable the formation of ink flow or ink droplets by applying a high voltage pulse to the ink. I have to let you. Not only the electrical properties of the ink but also physical properties related to fluidity, such as surface tension and viscosity, pose problems.
It can be carried out according to the method described in JP-A No. 935 or JP-A-56-135568.

Ink for inkjet printers uses a near-infrared absorber, and solvents include ethyl cellosolve, toluene, ethanol, n-butanol, ethyl methyl ketone, methyl isobutyl ketone, dichloromethane, triethanolamine, dimethylformamide, and isoamyl acetate. A typical example is an organic solvent, to which glycerin, metal soap, etc. are added to adjust the viscosity.

Content is 10 cp. Below, the specific resistance is 1 × 10
The composition ratio of the organic solvent and the viscosity modifier is selected so as to be ⁴ to 1 × 10 ¹¹ Ω · cm.

The content ratio of the near-infrared absorbing agent to the solvent is 0.01 to 0.8 part of the near-infrared absorbing agent with respect to 1 part by weight of the solvent, preferably the solvent is dissolved at room temperature, or the average particle diameter is at least 0.8 μm or less. Must be dispersed. In some cases, a dye which absorbs visible light may be added to the ink.

The near-infrared absorbing composition of the present invention can be used in combination with a known near-infrared absorbing agent of organic or metal complex type. In particular, when used in combination with an absorber having a different maximum absorption, the absorption wavelength range can be widened.

"Effects of the Invention" According to the present invention, since a near-infrared absorbing composition that substantially transmits light and has a wavelength of 720 nm or more can be obtained, an optical filter having excellent fastness to light and heat can be obtained, It can be a low-cost optical filter.

Furthermore, in the near-infrared absorbing composition of the present invention, the solubility in a solvent can be adjusted by appropriately selecting and combining the substituents in the compound represented by the general formula (I), and thus various binders are widely used. It has the advantage of being able to.

The optical filer obtained from the near-infrared absorbing composition of the present invention is a near-infrared absorbing material, an infrared-sensitive sensitive light safelight filter, control of plant growth, heat-shielding,
Optoelectronic integrated circuit for infrared cut filter which is harmful to human eye tissue, infrared cut filter for semiconductor light receiving element color solid-state image pickup device, and which has elements having optical function at the same time as electricity on the same substrate. It can be used for various purposes other than the infrared light cut filter in the above.

Furthermore, the composition according to the present invention can be used for a recording medium using a laser and an ink for an ink jet printer.

Further, the composition of the present invention has a property of converting absorbed near-infrared light into heat and can be used as an infrared / heat converting agent. Typical examples are: 1) Addition to a laser thermosensitive recording medium as described in JP-A-57-14095 or 57-14096, and mixing caused by heat generated by irradiation with an infrared laser. The coloring reaction can be enhanced.
2) It can be contained in the resist material whose solubility is changed by the action of heat based on laser light, for example, in JP-A-57-40256. 3) JP-A-56
The reaction can be accelerated by incorporating the compound of the present invention into a heat-drying or thermosetting composition as described in JP-A-143242.

The compound according to the present invention is further disclosed in JP-A-58-2141.
As described in No. 62, it can also be used for an electrophotographic photosensitive film of an electrophotographic printer using a semiconductor laser as a light source. It can also be incorporated into an electrophotographic toner composition to improve the heat fixing property.

Of course, the above description does not limit the uses of the compound according to the present invention.

"Example" Next, the present invention will be described in more detail based on examples. In addition, "part" which shows a weight shows a "weight part."

Example 1 An optical filter was prepared using the following near infrared ray absorbing composition. That is, the components shown below in parts by weight are mixed and well stirred, filtered, coated on a metal support by a casting method, and peeled after film formation to give a thickness of 0.15 mm. An optical filter was obtained.

The optical density of the optical filter thus obtained is shown in FIG.

〔Composition〕

Cellulose triacetate 170 parts Triphenyl phosphate 10 parts Methylene chloride 800 parts Methanol 160 parts Exemplified compound (I-5) 2 parts Exemplified compound (II-3) 2 product As can be seen from FIG. A low optical filter was obtained.

[Brief description of drawings]

FIG. 1 shows the relationship between the wavelength and the transmittance of the optical filter obtained in Example 1.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Goichi Hayashi, 210 Nakanuma, Minamiashigara City, Kanagawa Prefecture Fuji Photo Film Co., Ltd. Inspector Reiko Imamura

Claims (1)

[Claims] 1. A compound containing at least one compound represented by the following general formula (I) and having a maximum absorption wavelength of 720 nm or more and a compound represented by the following general formula (II). Infrared absorbing composition. General formula (I) In the formula, R ¹ represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group, R ² and R ⁵ may be the same or different from each other, and a hydrogen atom Or represents a group capable of substituting it, R ³ and R ⁴ may be the same or different from each other, and represent a hydrogen atom, a halogen atom, a substituted or unsubstituted alkoxy group, or a substituted or unsubstituted alkyl group, R ⁶ and R ⁷ may be the same or different from each other, and may be a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, an acyl group, a sulfonyl group or R ⁶
And R ⁷ represent a non-metal atom group necessary for forming a 5-membered or 6-membered ring by linking with each other. However, R ³ and R ⁴ are not hydrogen atoms at the same time. General formula (II) In the formula, R ⁸ , R ⁹ , R ¹⁰ , R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R
¹⁵ represents a hydrogen atom, a halogen atom or a substituted or unsubstituted alkyl group bonded to the benzene ring directly or through a divalent linking group, and M represents nickel, cobalt,
Represents copper, palladium or platinum. cat represents a cation.