WO2019054281A1 - 組成物、膜、積層体、赤外線透過フィルタ、固体撮像素子および赤外線センサ - Google Patents
組成物、膜、積層体、赤外線透過フィルタ、固体撮像素子および赤外線センサ Download PDFInfo
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- WO2019054281A1 WO2019054281A1 PCT/JP2018/033116 JP2018033116W WO2019054281A1 WO 2019054281 A1 WO2019054281 A1 WO 2019054281A1 JP 2018033116 W JP2018033116 W JP 2018033116W WO 2019054281 A1 WO2019054281 A1 WO 2019054281A1
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Images
Classifications
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- B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B7/02—Physical, chemical or physicochemical properties
- B32B7/023—Optical properties
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
- C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/04—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polycarbonamides, polyesteramides or polyimides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0041—Optical brightening agents, organic pigments
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0084—Dispersions of dyes
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- C09B67/009—Non common dispersing agents polymeric dispersing agent
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
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- G—PHYSICS
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- G01J—MEASUREMENT OF INTENSITY, VELOCITY, SPECTRAL CONTENT, POLARISATION, PHASE OR PULSE CHARACTERISTICS OF INFRARED, VISIBLE OR ULTRAVIOLET LIGHT; COLORIMETRY; RADIATION PYROMETRY
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- G01J1/02—Details
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- G01J1/0488—Optical or mechanical part supplementary adjustable parts with spectral filtering
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- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/201—Filters in the form of arrays
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- G—PHYSICS
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- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/208—Filters for use with infrared or ultraviolet radiation, e.g. for separating visible light from infrared and/or ultraviolet radiation
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
- G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
- G02F1/133509—Filters, e.g. light shielding masks
- G02F1/133514—Colour filters
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
- G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
- G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L27/00—Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate
- H01L27/14—Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate including semiconductor components sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation
- H01L27/144—Devices controlled by radiation
- H01L27/146—Imager structures
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L27/00—Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate
- H01L27/14—Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate including semiconductor components sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation
- H01L27/144—Devices controlled by radiation
- H01L27/146—Imager structures
- H01L27/14601—Structural or functional details thereof
- H01L27/1462—Coatings
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L31/00—Semiconductor devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof
- H01L31/02—Details
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L31/00—Semiconductor devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof
- H01L31/02—Details
- H01L31/0216—Coatings
- H01L31/02161—Coatings for devices characterised by at least one potential jump barrier or surface barrier
- H01L31/02162—Coatings for devices characterised by at least one potential jump barrier or surface barrier for filtering or shielding light, e.g. multicolour filters for photodetectors
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2551/00—Optical elements
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
- G02F1/133526—Lenses, e.g. microlenses or Fresnel lenses
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F2203/00—Function characteristic
- G02F2203/11—Function characteristic involving infrared radiation
Definitions
- the present invention relates to a composition suitable for producing an infrared transmission filter or the like, and a film using the composition described above.
- the present invention also relates to a laminate suitable for an infrared transmission filter or the like.
- the present invention also relates to an infrared transmission filter, a solid-state imaging device using the infrared transmission filter, and an infrared sensor using the infrared transmission filter.
- Solid-state imaging devices are used as light sensors in various applications. For example, since infrared rays have a longer wavelength than visible rays, they are difficult to scatter, and they can be used for distance measurement, three-dimensional measurement, and the like. In addition, since infrared rays are invisible to humans, animals, etc., even if the subject is illuminated with an infrared light source at night, the subject is not noticed and the nocturnal wild animals are used for shooting, and as a crime prevention use, the other party is not stimulated. It can also be used to take pictures. Thus, an optical sensor (infrared sensor) that senses infrared light can be developed for various applications, and development of a film that can be used for the infrared sensor is desired.
- an optical sensor infrared sensor
- Patent Document 1 when a film having a thickness of 1 ⁇ m is formed, the maximum value of the light transmittance in the thickness direction of the film in the wavelength range of 400 to 750 nm is 20% or less, and light transmission in the film thickness direction Compositions are described wherein the minimum value of the ratio in the wavelength range of 900-1300 nm is greater than or equal to 90%.
- Patent Document 2 formed a colored radiation-sensitive composition layer containing (A) a pigment, (B) a photopolymerization initiator, and (C) a polymerizable compound and having a spectral transmittance of 30% at a wavelength of 600 nm
- a colored radiation-sensitive composition for a color filter in which the colored radiation-sensitive composition layer satisfies the following conditions (1) to (5) is described.
- Spectral transmittance at 400 nm is 20% or less; (2) Spectral transmittance at 550 nm is 10% or less; (3) Spectral transmittance at 700 nm is 70% or more; (4) The wavelength showing a spectral transmittance of 50% is in the range of 650 nm to 680 nm; (5) The colored radiation-sensitive composition layer has a thickness in the range of 0.55 ⁇ m to 1.8 ⁇ m.
- Patent Document 3 shows a coloring composition containing a coloring agent and a resin, wherein the ratio of the minimum value A of the absorbance in the wavelength range of 400 to 830 nm to the maximum value B of the absorbance in the range of the wavelength 1000 to 1300 nm.
- One A / B is 4.5 or more, and the colorant has at least one first colorant having an absorption maximum in the wavelength range of 800 to 900 nm and an absorption maximum in the wavelength range of 400 to 700 nm
- a colored composition containing two or more second colorants is described.
- JP 2014-130338 A JP, 2013-77009, A International Publication WO2015 / 166779
- an object of the present invention is to provide a composition capable of forming a film capable of transmitting infrared light with less noise.
- Another object of the present invention is to provide a film, a laminate, an infrared transmission filter, a solid-state imaging device and an infrared sensor.
- the present invention is as follows.
- a composition comprising a coloring material which transmits infrared light and shields visible light, an infrared absorber, and a curable compound
- the infrared absorber includes a material that blocks light in the wavelength range of 1000 nm to 1200 nm,
- the composition as described in ⁇ 1> which is a compound which has a maximal absorption wavelength in the range of wavelength 1000nm to 1200 nm or less, and the material which light-shields the light of the range of wavelength 1000nm to 1200 nm or less.
- the compound having a maximum absorption wavelength in the range of more than 1000 nm and 1200 nm or less has a ratio of absorbance A 1400 at a wavelength of 1400 nm to absorbance A max at a maximum absorption wavelength, and absorbance A max / A absorbance A 1400 is 4.
- the composition as described in ⁇ 2> which is five or more.
- ⁇ 4> Materials that block light in the wavelength range of more than 1000 nm and 1200 nm or less include diiminium compounds, squarylium compounds, croconium compounds, cyanine compounds, dithiol metal complexes, lanthanum boride compounds, metal tabular grains, quantum dots, and rare earth atoms
- the composition as described in ⁇ 1> which is at least 1 sort (s) chosen from a ceramic.
- composition according to any one of ⁇ 1> to ⁇ 5> wherein the infrared absorber further comprises a compound having a maximum absorption wavelength in the range of more than 700 nm and 900 nm or less.
- the maximum value of the light transmittance in the thickness direction of the film is 20% or less in the wavelength range of 400 to 1100 nm, and the minimum value of the light transmittance in the thickness direction of the film in the wavelength range of 1400 to 1500 nm
- a layered product having a layer containing a coloring material that transmits infrared rays and blocks visible light, and a layer containing a material that blocks light in a wavelength range of more than 1000 nm and 1200 nm or less, A laminate having an A / B ratio of 4.5 or more, which is a ratio of the minimum value A of the absorbance in the wavelength range of 400 to 1100 nm and the maximum value B of the absorbance in the range of wavelength 1400 to 1500 nm.
- the maximum value of the light transmittance in the thickness direction of the laminate in the wavelength range of 400 to 1100 nm is 20% or less, and the light transmittance in the thickness direction of the laminate in the wavelength range of 1400 to 1500 nm
- the laminated body as described in ⁇ 9> whose minimum value is 70% or more.
- the infrared rays permeable filter which has a film as described in ⁇ 11> ⁇ 7> or ⁇ 8>, or the laminated body as described in ⁇ 9> or ⁇ 10>.
- the solid-state image sensor which has a film as described in ⁇ 12> ⁇ 7> or ⁇ 8>, or the laminated body as described in ⁇ 9> or ⁇ 10>.
- the infrared sensor which has a film as described in ⁇ 13> ⁇ 7> or ⁇ 8>, or the laminated body as described in ⁇ 9> or ⁇ 10>.
- transmit infrared rays in the state with few noises derived from visible light can be provided.
- membrane, a laminated body, a solid-state image sensor, and an infrared sensor can be provided.
- the total solid content refers to the total mass of components excluding the solvent from the entire composition.
- infrared light refers to light (electromagnetic waves) having a wavelength of 700 to 2,500 nm.
- the notation not describing substitution and non-substitution includes a group having a substituent together with a group having no substituent.
- the "alkyl group” includes not only an alkyl group having no substituent (unsubstituted alkyl group) but also an alkyl group having a substituent (substituted alkyl group).
- exposure includes not only exposure using light but also drawing using particle beams such as electron beams and ion beams, unless otherwise specified.
- active ray or radiation such as a bright line spectrum of a mercury lamp, far ultraviolet rays represented by an excimer laser, extreme ultraviolet rays (EUV light), X-rays, electron beams and the like can be mentioned.
- (meth) acrylate represents both or either of acrylate and methacrylate
- (meth) acryl” represents both or either of acrylic and methacryl
- Acryloyl represents either or both of acryloyl and methacryloyl.
- Me in the chemical formula represents a methyl group
- Et represents an ethyl group
- Pr represents a propyl group
- Bu represents a butyl group
- Ph represents a phenyl group.
- the term "process” is included in the term if the intended function of the process is achieved, even if it can not be clearly distinguished from other processes, not only the independent process.
- the weight average molecular weight and the number average molecular weight are defined as polystyrene equivalent values in gel permeation chromatography (GPC) measurement.
- the weight average molecular weight (Mw) and the number average molecular weight (Mn) may be, for example, HLC-8220 (manufactured by Tosoh Corp.), and TSKgel Super AWM-H (manufactured by Tosoh Corp.), 6 as a column. It can be determined by using a solution of 10 mmol / L lithium bromide NMP (N-methyl pyrrolidinone) as an eluent, using a .0 mm ID (inner diameter) x 15.0 cm).
- the pigment used in the present invention means an insoluble dye compound which is hardly soluble in a solvent. Typically, it refers to a dye compound which is present as particles dispersed in the composition.
- the pigment used in the present invention preferably has a solubility of not more than 0.1 g / 100 g Solvent at 25 ° C., for example, in any of propylene glycol monomethyl ether acetate and water.
- the composition of the present invention is a composition containing a coloring material which transmits infrared rays and shields visible light, an infrared absorber, and a curable compound,
- the infrared absorber includes a material that blocks light in the wavelength range of 1000 nm to 1200 nm, It is characterized in that A / B which is a ratio of the minimum value A of the absorbance in the wavelength range of 400 to 1100 nm and the maximum value B of the absorbance in the range of wavelength 1400 to 1500 nm is 4.5 or more.
- the maximum value of the light transmittance in the thickness direction of the film in the range of 400 to 1100 nm is 20% or less, and the light transmittance of the light in the thickness direction of the film is 1400 to 1500 nm
- membrane which has the spectral characteristics whose minimum value in a range is 70% or more can be formed suitably.
- the condition of the absorbance may be achieved by any means, for example, as described in detail later, a coloring material which transmits infrared rays and shields visible light in the composition, and a wavelength of more than 1000 nm and 1200 nm.
- a coloring material which transmits infrared rays and shields visible light in the composition
- a wavelength of more than 1000 nm and 1200 nm can be suitably achieved by containing the material which light-shields the following range, and adjusting these kind and content.
- the value of A / B described above is preferably 10 or more, more preferably 20 or more, and still more preferably 30 or more.
- the upper limit can be, for example, 90 or less.
- the absorbance A ⁇ at a certain wavelength ⁇ is defined by the following equation (1).
- a ⁇ -log (T ⁇ / 100) (1)
- a ⁇ is the absorbance at wavelength ⁇
- T ⁇ is the transmittance (%) at wavelength ⁇ .
- the value of absorbance may be a value measured in the state of a solution, or may be a value of a film formed using the composition of the present invention.
- the composition is coated on a glass substrate by a method such as spin coating so that the thickness of the film after drying becomes a predetermined thickness, and 100 ° C. using a hot plate. It is preferable to measure using a membrane prepared by drying for 120 seconds.
- the thickness of the film can be measured on a substrate having a film using a stylus profilometer (DEKTAK150 manufactured by ULVAC, Inc.).
- the absorbance can be measured using a conventionally known spectrophotometer.
- the measurement conditions of the absorbance are not particularly limited, but under the conditions adjusted so that the minimum value A of the absorbance in the wavelength range of 400 to 1100 nm is 0.1 to 3.0, the absorbance in the wavelength range of 1400 to 1500 nm is It is preferable to measure the maximum value B.
- the measurement error can be further reduced by measuring the absorbance under such conditions.
- the method of adjusting the minimum value A of the absorbance in the wavelength range of 400 to 1100 nm to be 0.1 to 3.0.
- the method of adjusting a film thickness etc. are mentioned.
- membrane formed by the composition of this invention, film thickness, etc. is shown below.
- the composition of the present invention is applied onto a glass substrate by a method such as spin coating so that the thickness of the dried film becomes a predetermined thickness, and dried using a hot plate at 100 ° C. for 120 seconds.
- the thickness of the film is measured using a stylus surface profiler (DEKTAK150 manufactured by ULVAC, Inc.) after drying the film having the film.
- the transmittance of the dried substrate having this film is measured in the wavelength range of 300 to 1300 nm using an ultraviolet visible near infrared spectrophotometer (U-4100 manufactured by Hitachi High-Technologies Corporation).
- composition of the present invention transmits infrared light, it can be said to be an infrared transmitting composition. Below, each component which can comprise the composition of this invention is demonstrated.
- the composition of the present invention contains a coloring material which transmits infrared rays and shields visible light (hereinafter, also referred to as a coloring material which shields visible light).
- the color material that blocks visible light is preferably a color material that absorbs light in a wavelength range from purple to red.
- the color material for blocking visible light is preferably a color material for blocking light having a wavelength of 450 to 650 nm (preferably a wavelength of 400 to 700 nm). Further, in the present invention, it is preferable that the coloring material for blocking visible light has a maximum absorption wavelength in the range of 400 nm to 700 nm.
- the coloring material for blocking visible light is a coloring material having high transparency to light in the wavelength range of 1400 to 1500 nm.
- the coloring material for blocking visible light satisfies at least one of the following requirements (1) and (2).
- a chromatic coloring agent means coloring agents other than a white coloring agent and a black coloring agent.
- the chromatic coloring agent is preferably a coloring agent having a maximum absorption wavelength in the range of 400 nm to 700 nm.
- “having a maximum absorption wavelength in the range of 400 nm to 700 nm wavelength” means having a wavelength showing the maximum absorbance in the range of 400 nm to 700 nm wavelength in the absorption spectrum.
- the organic black colorant as a coloring material for blocking visible light means a material which absorbs visible light but transmits at least a part of infrared light.
- the organic black colorant as a coloring material that blocks visible light does not include a black colorant that absorbs both visible light and infrared light, such as carbon black and titanium black.
- the organic black colorant is preferably a colorant having a maximum absorption wavelength in the range of 400 nm to 700 nm.
- the coloring material for blocking visible light is, for example, A1 / B1, which is the ratio of the minimum value A1 of absorbance in the wavelength range of 450 to 650 nm and the maximum value B1 of absorbance in the range of wavelength 1400 to 1500 nm. It is preferable that it is 4.5 or more.
- the above-mentioned spectral characteristics of the coloring material for blocking visible light may be satisfied by one type of material or may be satisfied by a combination of a plurality of materials.
- a plurality of chromatic coloring agents be combined to satisfy the above-mentioned spectral characteristics.
- the organic type black coloring agent may satisfy
- the above-mentioned spectral characteristics may be satisfied by a combination of an organic black colorant and a chromatic colorant.
- the chromatic colorant is preferably a colorant selected from red colorants, green colorants, blue colorants, yellow colorants, purple colorants and orange colorants.
- the chromatic coloring agent may be a pigment or a dye.
- it is a pigment.
- the pigment preferably has an average particle diameter (r) of preferably 20 nm ⁇ r ⁇ 300 nm, more preferably 25 nm ⁇ r ⁇ 250 nm, and particularly preferably 30 nm ⁇ r ⁇ 200 nm.
- the "average particle size” as used herein means the average particle size of secondary particles in which primary particles of the pigment are collected.
- the particle size distribution (hereinafter, also simply referred to as "particle size distribution") of secondary particles of usable pigments is 70% by mass or more of secondary particles that fall within (average particle size ⁇ 100) nm, Preferably it is 80 mass% or more.
- the particle size distribution of the secondary particles can be measured using the scattering intensity distribution.
- the pigments having the above-mentioned average particle size and particle size distribution preferably together with commercially available pigments, optionally with other pigments (average particle size of secondary particles usually exceeding 300 nm), preferably resins and organic solvents
- the pigment mixture mixed with the above can be prepared, for example, by mixing and dispersing while pulverizing using a pulverizer such as a bead mill or roll mill.
- the pigments thus obtained are usually in the form of pigment dispersions.
- the pigment is preferably an organic pigment, and the following can be mentioned. However, the present invention is not limited to these.
- the dye is not particularly limited, and known dyes can be used.
- the chemical structure includes pyrazole azo, anilinoazo, triarylmethane, anthraquinone, anthrapyridone, benzylidene, oxonol, pyrazolotriazole azo, pyridone azo, cyanine, phenothiazine, pyrrolopyrazole azomethine, Dyes such as xanthene dyes, phthalocyanine dyes, benzopyran dyes, indigo dyes, and pyromethene dyes can be used. In addition, multimers of these dyes may be used. Further, dyes described in JP-A-2015-028144 and JP-A-2015-34966 can also be used.
- Examples of combinations of chromatic colorants in the case of forming a black color by the combination of two or more chromatic colorants include the following. (1) An embodiment containing a yellow colorant, a blue colorant, a purple colorant and a red colorant. (2) An embodiment containing a yellow colorant, a blue colorant and a red colorant. (3) An embodiment containing a yellow colorant, a purple colorant and a red colorant. (4) An embodiment containing a yellow colorant and a purple colorant. (5) An embodiment containing a green coloring agent, a blue coloring agent, a purple coloring agent and a red coloring agent. (6) An embodiment containing a purple colorant and an orange colorant. (7) An embodiment containing a green colorant, a purple colorant and a red colorant. (8) An embodiment containing a green colorant and a red colorant.
- Specific examples of the above aspect (1) include C.I. I. Pigment Yellow 139 or 185, and C.I. I. Pigment Blue 15: 6 and C.I. I. Pigment Violet 23 and C.I. I. And CI Pigment Red 254 or 224.
- C.I. I. Pigment Yellow 139 or 185 As a specific example of the embodiment of the above (2), C.I. I. Pigment Yellow 139 or 185, and C.I. I. Pigment Blue 15: 6 and C.I. I. And CI Pigment Red 254 or 224.
- Specific examples of the above aspect (3) include C.I. I. Pigment Yellow 139 or 185, and C.I. I. Pigment Violet 23 and C.I. I. And CI Pigment Red 254 or 224.
- Specific examples of the above aspect (4) include C.I.
- Pigment Yellow 139 or 185 I.I. I.
- the embodiment containing Pigment Violet 23 can be mentioned.
- Specific examples of the above aspect (6) include C.I. I. Pigment Violet 23 and C.I. I.
- the aspect containing Pigment Orange 71 is mentioned.
- Specific examples of the above (7) include C.I. I. Pigment Green 7 or 36 and C.I. I. Pigment Violet 23 and C.I. I. And CI Pigment Red 254 or 224.
- Specific examples of the above (8) include C.I. I. Pigment Green 7 or 36 and C.I. I. And CI Pigment Red 254 or 224.
- ratio (mass ratio) of each coloring agent the following is mentioned, for example.
- organic black colorant examples include bisbenzofuranone compounds, azomethine compounds, perylene compounds, azo compounds and the like, and bisbenzofuranone compounds and perylene compounds are preferable.
- bisbenzofuranone compounds those described in JP-A-2010-534726, JP-A-2012-515233, JP-A-2012-515234, International Publication WO 2014/208348, JP-A-2015-525260, etc.
- the compound is mentioned, for example, it is available as "Irgaphor Black” made by BASF.
- perylene compounds C.I. I. Pigment Black 31, 32 and the like.
- the azomethine compound examples include those described in JP-A-1-170601, JP-A-2-32664 and the like, and can be obtained, for example, as "Chromo fine black A1103" manufactured by Dainichiseika.
- the bisbenzofuranone compound is preferably a compound represented by the following formula and a mixture thereof.
- R 1 and R 2 each independently represent a hydrogen atom or a substituent
- R 3 and R 4 each independently represent a substituent
- a and b each independently represent an integer of 0 to 4
- a is 2 or more
- plural R 3 s may be the same or different
- plural R 3 s may combine to form a ring
- b is 2 or more
- the plurality of R 4 may be identical or different, and the plurality of R 4 may be combined to form a ring.
- the substituent represented by R 1 to R 4 is a halogen atom, a cyano group, a nitro group, an alkyl group, an alkenyl group, an alkynyl group, an aralkyl group, an aryl group, a heteroaryl group, -OR 301 , -COR 302 , -COOR 303 , -OCOR 304 , -NR 305 R 306 , -NHCOR 307 , -CONR 308 R 309 , -NHCONR 310 R 311 , -NHCOOR 312 , -SR 313 , -SO 2 R 314 , -SO 2 OR 315 , -NHSO 2 R 316 or -SO 2 NR 317 R 318 is represented, and R 301 to R 318 each independently represent a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group or a heteroaryl group
- an organic black colorant when used as a colorant for blocking visible light, it is preferable to use it in combination with a chromatic colorant.
- a chromatic colorant By using an organic black colorant and a chromatic colorant in combination, excellent spectral characteristics are easily obtained.
- the chromatic colorant used in combination with the organic black colorant include red colorants, blue colorants, purple colorants and the like, and red colorants and blue colorants are preferable. These may be used alone or in combination of two or more.
- the mixing ratio of the chromatic coloring agent to the organic black coloring agent is preferably 10 to 200 parts by mass, more preferably 15 to 150 parts by mass, with respect to 100 parts by mass of the organic black coloring agent. preferable.
- the content of the pigment in the color material that blocks visible light is preferably 95% by mass or more, and more preferably 97% by mass or more based on the total amount of the color material that blocks visible light. More preferably, it is 99% by mass or more.
- the content of the coloring material that blocks visible light is preferably 10 to 60% by mass of the total solid content of the composition. 50 mass% or less is preferable, and, as for the upper limit, 45 mass% or less is more preferable. 20 mass% or more is preferable, and, as for a lower limit, 25 mass% or more is more preferable.
- the composition of the present invention contains an infrared absorber.
- the infrared absorber used in the present invention includes a material that blocks light in the wavelength range of 1000 nm to 1200 nm.
- a material that blocks light in the wavelength range of 1000 nm to 1200 nm As a material for blocking light in the wavelength range of more than 1000 nm and 1200 nm or less, a material that absorbs light in the wavelength range of more than 1000 nm and 1200 nm or less or light is reflected by reflecting light in the wavelength range of 1000 nm to 1200 nm. Materials etc. may be mentioned. As a material which absorbs the light of wavelength 1000nm and the range of 1200 nm or less, the compound which has maximum absorption wavelength in the range of wavelength 1000nm and 1200 nm or less is mentioned.
- the maximum absorption wavelength of the compound is preferably in the range of 1030 to 1170 nm, more preferably in the range of 1050 to 1150 nm, and still more preferably in the range of 1070 to 1130 nm.
- the above compound preferably has an absorbance A max / A absorbance A 1400 of 4.5 or more, preferably 10 or more, which is a ratio of an absorbance A 1400 at a wavelength of 1400 nm and an absorbance A max at a maximum absorption wavelength. More preferably, it is more preferably 30 or more.
- the upper limit is preferably, for example, 90 or less. According to this aspect, it is possible to enhance the transmission of infrared light having a wavelength of more than 1400 nm.
- Materials that block light in the wavelength range of more than 1000 nm and 1200 nm or less include diiminium compounds, squarylium compounds, croconium compounds, cyanine compounds, dithiol metal complexes, lanthanum borides, metal tabular grains, quantum dots, rare earth atom-containing ceramics, etc. From the viewpoint of achieving both visible transparency and infrared shielding properties, diiminium compounds are preferred.
- the compound represented by a following formula (Im) is preferable.
- R 11 to R 18 each independently represent an alkyl group or an aryl group
- V 11 to V 15 each independently represent an alkyl group, an aryl group, a halogen atom, an alkoxy group or a cyano group
- X represents a counter anion
- c represents a number necessary for charge balance
- n1 to n5 are each independently 0 to 4.
- Each of R 11 to R 18 independently represents an alkyl group or an aryl group.
- the carbon number of the alkyl group is preferably 1 to 20, more preferably 1 to 12, and particularly preferably 1 to 8.
- the alkyl group may be linear, branched or cyclic, but is preferably linear or branched.
- the carbon number of the aryl group is preferably 6 to 25, more preferably 6 to 15, and more preferably 6 to 12.
- the alkyl group and the aryl group may have a substituent or may be unsubstituted. As the substituent, groups described for the following substituent T can be mentioned.
- V 11 to V 15 each independently represent an alkyl group, an aryl group, a halogen atom, an alkoxy group or a cyano group.
- the halogen atom includes a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
- the carbon number of the alkyl group is preferably 1 to 20, more preferably 1 to 12, and particularly preferably 1 to 8.
- the alkyl group may be linear, branched or cyclic, but linear or branched is preferable, and linear is particularly preferable.
- the carbon number of the aryl group is preferably 6 to 25, more preferably 6 to 15, and more preferably 6 to 12.
- the carbon number of the alkoxy group is preferably 1 to 20, more preferably 1 to 12, and particularly preferably 1 to 8.
- the alkoxy group may be linear, branched or cyclic, but linear or branched is preferable, and linear is particularly preferable.
- N1 to n5 are each independently 0 to 4. 0 to 2 are preferable, and 0 or 1 is more preferable. n5 is preferably 0 to 3, and more preferably 0 to 2.
- X represents a counter anion.
- the counter anion include halide ions (Cl -, Br -, I -), p-toluenesulfonic acid ion, ethyl sulfate ion, SbF 6 -, PF 6 - , BF 4 -, ClO 4 -, tris (halogenoalkyl Examples include sulfonyl) methide anion (eg, (CF 3 SO 2 ) 3 C ⁇ ), di (halogenoalkylsulfonyl) imide anion (eg, (CF 3 SO 2 ) 2 N ⁇ ), tetracyanoborate anion and the like.
- C represents the number necessary to balance the charge, and is preferably 2, for example.
- An alkyl group preferably an alkyl group having 1 to 30 carbon atoms
- an alkenyl group preferably an alkenyl group having 2 to 30 carbon atoms
- an alkynyl group preferably an alkynyl group having 2 to 30 carbon atoms
- an aryl group preferably An aryl group having 6 to 30 carbon atoms, an amino group (preferably an amino group having 0 to 30 carbon atoms), an alkoxy group (preferably an alkoxy group having 1 to 30 carbon atoms), an aryloxy group (preferably 6 to carbon atoms 30) aryloxy group), heteroaryloxy group
- acyl group preferably having 1 to 30 carbon atoms
- alkoxycarbonyl group preferably having 2 to 30 carbon atoms
- aryloxycarbonyl group preferably having 2 to 30 carbon atoms
- an acyloxy group preferably an acylo group having 2 to 30
- an acylamino group (preferably an acylamino group having 2 to 30 carbon atoms), an alkoxycarbonylamino group (preferably an alkoxycarbonylamino group having 2 to 30 carbon atoms), an aryloxycarbonylamino group (preferably 7 to carbon atoms) 30) aryloxycarbonylamino group), sulfamoyl group (preferably sulfamoyl group having 0 to 30 carbon atoms), carbamoyl group (preferably carbamoyl group having 1 to 30 carbon atoms), alkylthio group (preferably having 1 to 30 carbon atoms) Alkylthio group), arylthio group (preferably arylthio group having 6 to 30 carbon atoms), heteroarylthio group (preferably 1 to 30 carbon atoms), alkylsulfonyl group (preferably 1 to 30 carbon atoms), arylsulfonyl group (preferably 1 to 30 carbon atoms) Preferably having 6 to 30 carbon
- sulfonamide group (preferably .R A2 is a group represented by -NHSO 2 R A2 represents a hydrocarbon group or a heterocyclic group. hydrocarbon group And the heterocyclic group may further have a substituent.
- the substituent is preferably a halogen atom, and more preferably a fluorine atom.
- R A3 to R A6 are each independently And a hydrocarbon group or a heterocyclic group which may further have a substituent), a mercapto group, a halogen atom, a cyano group, an alkylsulfino group, an arylsulfino group , Hydrazino group, imino group, heteroaryl group (preferably having a carbon number of 1 to 30).
- these groups are further substitutable groups, they may further have a substituent.
- the group demonstrated by the substituent T mentioned above is mentioned.
- diiminium compounds As specific examples of diiminium compounds, the following compounds may be mentioned. ⁇ max in the table is the maximum absorption wavelength of the compound. Moreover, as a commercial item of a diiminium compound, IRG-068 (made by Nippon Kayaku Co., Ltd.) etc. are mentioned.
- a squarylium compound used as a material which shields the light of the range of wavelength 1000 nm or more and 1200 nm or less the compound represented by a following formula (SQ1) or a formula (SQ2) is mentioned.
- As 1 and As 2 each independently represent an aryl group, a heterocyclic group or a group represented by the formula (As-1);
- * represents a bond
- Rs 1 to Rs 3 each independently represent a hydrogen atom or an alkyl group
- As 3 represents a heterocyclic group
- n s1 represents an integer of 0 or more
- Rs 1 and Rs 2 may combine with each other to form a ring
- Rs 1 and As 3 may combine with each other to form a ring
- Rs 2 and Rs 3 may bond to each other to form a ring
- the plurality of Rs 2 and Rs 3 may be identical to or different from each other.
- the carbon number of the aryl group represented by As 1 and As 2 is preferably 6 to 48, more preferably 6 to 22, and particularly preferably 6 to 12.
- the heterocyclic group represented by As 1 , As 2 and As 3 is preferably a 5- or 6-membered heterocyclic group.
- the heterocyclic group is preferably a single ring heterocyclic group or a condensed ring heterocyclic group having 2 to 8 condensed rings, and is a single ring heterocyclic group or a condensed heterocyclic ring group having 2 to 4 condensed rings. Is more preferably a single ring heterocyclic group or a condensed ring heterocyclic group having 2 or 3 condensed rings, more preferably a single ring heterocyclic group or a condensed ring heterocyclic group having 2 condensed groups.
- hetero atom which comprises the ring of a heterocyclic group
- a nitrogen atom, an oxygen atom, and a sulfur atom are illustrated, and a nitrogen atom and a sulfur atom are preferable.
- the number of hetero atoms constituting the ring of the heterocyclic group is preferably 1 to 3, and more preferably 1 to 2.
- Rs 1 to Rs 3 in formula (As-1) each independently represent a hydrogen atom or an alkyl group.
- the carbon number of the alkyl group represented by Rs 1 to Rs 3 is preferably 1 to 20, more preferably 1 to 15, and still more preferably 1 to 8.
- the alkyl group may be linear, branched or cyclic, and is preferably linear or branched.
- Rs 1 to Rs 3 are preferably hydrogen atoms.
- N s1 in formula (As-1) represents an integer of 0 or more.
- n s1 is preferably an integer of 0 to 2, more preferably 0 or 1, and still more preferably 0.
- Rs 1 and Rs 2 may be bonded to each other to form a ring, and Rs 1 and As 3 may be bonded to each other to form a ring, and Rs 2 and Rs 3 may combine with each other to form a ring.
- a linking group in the case of forming the above-mentioned ring a divalent linking group selected from the group consisting of -CO-, -O-, -NH-, an alkylene group having 1 to 10 carbon atoms and a combination thereof is preferable.
- the alkylene group as a linking group may be unsubstituted or may have a substituent. Examples of the substituent include the above-mentioned substituent T.
- the groups represented by As 1 and As 2 preferably have a substituent.
- substituents include the above-mentioned substituent T.
- As 1 and As 2 are each independently an aryl group or a heterocyclic group, or As 1 and As 2 are each independently represented by Formula (As-1) It is preferable that it is a group represented.
- the squarylium compound used as a material for blocking light in the wavelength range of more than 1000 nm and 1200 nm or less is a compound having two or more partial structures represented by formula (SQ1a) or formula (SQ2b) in one molecule. Is also preferred. In the equation, a wavy line represents a connecting hand.
- squarylium compounds include compounds of the following structures.
- n c1 represents an integer of 0 or more
- Rc 1 and Rc 2 may bond to each other to form a ring
- Rc 1 and Ac 3 may combine with each other to form a ring
- Rc 2 and Rc 3 may combine with each other to form a ring
- n c1 is 2 or more
- a plurality of Rc 2 and Rc 3 may be identical to or different from each other.
- the carbon number of the aryl group represented by Ac 1 and Ac 2 is preferably 6 to 48, more preferably 6 to 22, and particularly preferably 6 to 12.
- the heterocyclic group represented by Ac 1 , Ac 2 and Ac 3 is preferably a 5- or 6-membered heterocyclic group.
- the heterocyclic group is preferably a single ring heterocyclic group or a condensed ring heterocyclic group having 2 to 8 condensed rings, and is a single ring heterocyclic group or a condensed heterocyclic ring group having 2 to 4 condensed rings. Is more preferably a single ring heterocyclic group or a condensed ring heterocyclic group having 2 or 3 condensed rings, more preferably a single ring heterocyclic group or a condensed ring heterocyclic group having 2 condensed groups.
- hetero atom which comprises the ring of a heterocyclic group
- a nitrogen atom, an oxygen atom, and a sulfur atom are illustrated, and a nitrogen atom and a sulfur atom are preferable.
- the number of hetero atoms constituting the ring of the heterocyclic group is preferably 1 to 3, and more preferably 1 to 2.
- Rc 1 to Rc 3 in the formula (Ac-1) each independently represent a hydrogen atom or an alkyl group.
- the carbon number of the alkyl group represented by Rc 1 to Rc 3 is preferably 1 to 20, more preferably 1 to 15, and still more preferably 1 to 8.
- the alkyl group may be linear, branched or cyclic, and is preferably linear or branched.
- Rc 1 to Rc 3 are preferably hydrogen atoms.
- N c1 in the formula (Ac-1) represents an integer of 0 or more.
- n c1 is preferably an integer of 0 to 2, more preferably 0 or 1, and still more preferably 1.
- Rc 1 and Rc 2 may be combined with each other to form a ring
- Rc 1 and Ac 3 may be combined with each other to form a ring
- Rc 2 and Rc 3 may combine with each other to form a ring.
- a linking group in the case of forming the above-mentioned ring a divalent linking group selected from the group consisting of -CO-, -O-, -NH-, an alkylene group having 1 to 10 carbon atoms and a combination thereof is preferable.
- the alkylene group as a linking group may be unsubstituted or may have a substituent. Examples of the substituent include the above-mentioned substituent T.
- the group represented by Ac 1 and Ac 2 preferably has a substituent.
- substituents include the above-mentioned substituent T.
- Ac 1 and Ac 2 each independently represent an aryl group or a heterocyclic group, or Ac 1 and Ac 2 each independently represent a group represented by Formula (Ac-1) Is preferred.
- the croconium compound used as a material for blocking light in the wavelength range of more than 1000 nm and 1200 nm or less is also preferably a compound having two or more partial structures represented by Formula (Cr1a) in one molecule.
- a wavy line represents a connecting hand.
- croconium compound examples include compounds having the following structure.
- cyanine compound used as a material which light-shields the light of the range of wavelength 1000 nm or more and 1200 nm or less
- the compound represented by a following formula (Cy1) is preferable.
- Rcy 1 to Rcy 5 each independently represent a hydrogen atom or a substituent, and two of Rcy 1 to Rcy 5 may combine to form a ring.
- n cy1 represents an integer of 0 to 2, and when n cy1 is 2, a plurality of R cy 4 and R cy 5 may be the same or different.
- Acy 1 and Acy 2 each independently represent an aryl group or a heterocyclic group.
- Y represents a counter anion
- c represents the number necessary to balance the charge
- the site represented by Cy in the formula is an anion moiety
- Y represents a counter cation
- c represents the number necessary to balance the charge
- c is a molecule in which the charge at the site represented by Cy in the formula is neutralized within the molecule It is 0.
- Each of Rcy 1 to Rcy 5 independently represents a hydrogen atom or a substituent.
- substituent include the above-mentioned substituent T.
- two of Rcy 1 to Rcy 5 may be combined to form a ring.
- a linking group in the case of forming the above-mentioned ring a divalent linking group selected from the group consisting of -CO-, -O-, -NH-, an alkylene group having 1 to 10 carbon atoms and a combination thereof is preferable.
- the alkylene group as a linking group may be unsubstituted or may have a substituent. Examples of the substituent include the above-mentioned substituent T.
- n cy1 represents an integer of 0 to 2, preferably 0 or 1.
- the plurality of R cy 4 and R cy 5 may be the same or different.
- the carbon number of the aryl group represented by Acy 1 and Acy 2 is preferably 6 to 48, more preferably 6 to 22, and particularly preferably 6 to 12.
- the heterocyclic group represented by Acy 1 and Acy 2 is preferably a 5- or 6-membered heterocyclic group.
- the heterocyclic group is preferably a single ring heterocyclic group or a condensed ring heterocyclic group having 2 to 8 condensed rings, and is a single ring heterocyclic group or a condensed heterocyclic ring group having 2 to 4 condensed rings.
- a hetero atom which comprises the ring of a heterocyclic group a nitrogen atom, an oxygen atom, and a sulfur atom are mentioned, An oxygen atom and a sulfur atom are preferable.
- the number of hetero atoms constituting the ring of the heterocyclic group is preferably 1 to 3, and more preferably 1 to 2.
- the groups represented by Acy 1 and Acy 2 may have a substituent. Examples of the substituent include the above-mentioned substituent T. It is preferable that Acy 1 and Acy 2 each independently represent a heterocyclic group.
- the cyanine compound used as a material for shielding light having a wavelength of greater than 1000 nm and less than or equal to 1200 nm is preferably a compound represented by the following formula (Cy1a).
- Rcy 1 to Rcy 5 each independently represent a hydrogen atom or a substituent, and two of Rcy 1 to Rcy 5 may combine to form a ring.
- Rcy 11 and Rcy 12 each independently represent a substituent.
- n cy1 represents an integer of 0 to 2, and when n cy1 is 2, a plurality of R cy 4 and R cy 5 may be the same or different.
- n11 represents an integer of 0 to 4, and when n11 is 2, a plurality of Rcy 11 may be identical or different, and two of n11 Rcy 11 combine to form a ring May be n12 represents an integer of 0 to 4, and when n12 is 2, a plurality of Rcy 12 may be identical or different, and two of n12 Rcy 12 combine to form a ring May be Y 1 represents a counter anion.
- Examples of the substituent represented by Rcy 1 to Rcy 5 , Rcy 11 and Rcy 12 include the above-mentioned substituent T.
- Examples of the counter anion Y 1 represents include counter anion as described in Formula (Cy1).
- the compound represented by a following formula (Dt1) is preferable.
- Rt 1 to Rt 4 each independently represent an alkyl group, an aryl group or a heteroaryl group.
- Rt 1 and Rt 2 may combine to form a ring
- Rt 3 and Rt 4 may combine to form a ring.
- M represents a metal atom.
- the alkyl group, aryl group and heteroaryl group represented by Rt 1 to Rt 4 may have a substituent. Examples of the substituent include the above-mentioned substituent T.
- Each of Rt 1 to Rt 4 preferably independently represents an aryl group.
- Ni is preferable.
- dithiol metal complex examples include compounds having the following structures.
- Silver, gold, aluminum, copper, rhodium, nickel, platinum and the like are preferable as a material of the metal flat particle used as a material for shielding light having a wavelength of more than 1000 nm and 1200 nm or less, and silver is more preferable.
- a metal flat particle if it is a particle
- the thickness of the metal tabular grain is preferably 20 nm or less, more preferably 14 nm or less.
- 6-40 are preferable from the point to which the reflectance of the light of the range of 1000 nm or more and 1200 nm or less becomes high. And 8 to 30 are more preferable.
- the aforementioned aspect ratio means a value obtained by dividing the average particle diameter (average equivalent circle diameter) of primary particles of metal tabular grains by the average grain thickness of metal tabular grains.
- the average grain thickness corresponds to the distance between major planes of metal tabular grains and can be measured by an atomic force microscope (AFM).
- the details of the metal tabular grain can be referred to the description of Paragraph Nos. 0017 to 0027 of JP-A-2013-195563, the contents of which are incorporated herein.
- Examples of the material of the quantum dot used as a material for shielding light in the wavelength range of more than 1000 nm and 1200 nm or less include FeSi, Ge, InN, InAs, PbTe, PbSe, InSb and the like.
- the shape of the quantum dot is not particularly limited, and examples thereof include a spherical shape, a scaly shape, a plate shape, an oval spherical shape, and an indeterminate shape.
- Examples of the rare earth atom-containing ceramic used as a material for shielding light in the wavelength range of 1000 nm to 1200 nm include ceramics containing rare earth atoms such as Yb, Ho and Tm. Examples, such as Y 2 O 3 containing Y 2 O 3, Yb and Tm containing Yb and Ho, and the like.
- the content of the material that blocks light in the wavelength range of 1000 nm to 1200 nm is preferably 1 to 50% by mass of the total solid content of the composition. 45 mass% or less is preferable, and, as for the upper limit, 40 mass% or less is more preferable. 2 mass% or more is preferable, and, as for a lower limit, 3 mass% or more is more preferable.
- the content of the diiminium compound is preferably 2 to 40% by mass of the total solid content of the composition.
- the total amount of the diiminium compound as a material for blocking light in the range of wavelength 1000 nm to 1200 nm or less and the coloring material for blocking visible light is 10 to 90% by mass of the total solid content of the composition. Is preferred. 80 mass% or less is preferable, and, as for the upper limit, 70 mass% or less is more preferable.
- the lower limit is preferably 15% by mass or more, and more preferably 30% by mass or more.
- the total content of the infrared absorber and the coloring material for blocking visible light is 10 to 80% by mass of the diiminium compound as a material for blocking light in a wavelength range of more than 1000 nm and 1200 nm or less. Is preferred. 70 mass% or less is preferable, and, as for the upper limit, 50 mass% or less is more preferable. 12 mass% or more is preferable, and, as for a lower limit, 18 mass% or more is more preferable.
- the infrared absorber in the present invention preferably contains a compound having a maximum absorption wavelength in the range of more than 900 nm and 1000 nm or less.
- the maximum absorption wavelength of the compound is preferably in the range of 900 to 990 nm, more preferably in the range of 900 to 980 nm, and still more preferably in the range of 900 to 960 nm.
- the compound preferably has an absorbance A max / A absorbance A 1020 of 4.5 or more, preferably 10 or more, which is a ratio of an absorbance A 1020 at a wavelength 1020 nm to an absorbance A max at a maximum absorption wavelength More preferably, it is more preferably 30 or more.
- the upper limit is preferably, for example, 90 or less. According to this aspect, it is possible to enhance the transparency of infrared radiation over a wavelength of 1000 nm.
- the compound having a maximum absorption wavelength in the range of more than 900 nm and 1000 nm or less is preferably at least one compound selected from pyrrolopyrrole compounds, cyanine compounds, squarylium compounds, phthalocyanine compounds and naphthalocyanine compounds, and the pyrrolopyrrole compounds It is more preferable that Examples of pyrrolopyrrole compounds include the compounds described in paragraphs [0010] to [0033] of International Publication WO 2015/166873. Examples of the cyanine compound include compounds having the following structure, and compounds described in JP-A-2014-95007. Examples of the phthalocyanine compound include compounds described in JP-A-2014-21421.
- Examples of the squarylium compounds include compounds described in JP-A-2014-77066, compounds described in JP-A-2013-147595, and the like. The contents of these publications are incorporated herein.
- FDN-005, FDN-006, FDN-007 (above, a phthalocyanine compound manufactured by Yamada Chemical Industry Co., Ltd.) can also be used.
- the pyrrolopyrrole compound used as a compound having a maximum absorption wavelength in the range of more than 900 nm and 1000 nm or less is preferably a compound represented by the following formula (1).
- X 1 and X 2 each independently represent a hydrogen atom or a substituent
- a 1 and A 2 each independently represent a substituent
- R 1 to R 10 each independently represent Represents a hydrogen atom or a substituent
- at least one of R 1 to R 8 represents a substituent.
- the substituents A 1 and A 2 represents an aryl group, such as heteroaryl groups, aryl groups are preferred.
- the aryl group is preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Phenyl or naphthyl is particularly preferred.
- the heteroaryl group may be monocyclic or polycyclic.
- the number of heteroatoms constituting the heteroaryl group is preferably 1 to 3.
- the heteroatom constituting the heteroaryl group is preferably a nitrogen atom, an oxygen atom or a sulfur atom.
- the carbon number of the heteroaryl group is preferably 3 to 30, more preferably 3 to 18, and still more preferably 3 to 12.
- heteroaryl group examples include imidazolyl group, pyridyl group, quinolyl group, furyl group, thienyl group, benzoxazolyl group, benzimidazolyl group, benzthiazolyl group, naphthothiazolyl group, m-carbazolyl group, azepinyl group and the like. It can be mentioned.
- the above-mentioned aryl group and heteroaryl group may have a substituent or may be unsubstituted.
- the aryl group and the heteroaryl group preferably have a substituent from the viewpoint of improving the solubility in a solvent.
- the substituent examples include the substituents described above for the substituent T, and the group represented by -L 100 -X 100 described later.
- the carbon number of the alkyl group is preferably 1 to 40, more preferably 1 to 30, and particularly preferably 1 to 25.
- the alkyl group may be linear, branched or cyclic, but is preferably linear or branched, particularly preferably branched.
- the carbon number of the alkenyl group is preferably 2 to 40.
- the lower limit is, for example, more preferably 3 or more, still more preferably 5 or more, still more preferably 8 or more, and particularly preferably 10 or more.
- the upper limit is more preferably 35 or less, still more preferably 30 or less.
- the alkenyl group may be linear, branched or cyclic, but is preferably linear or branched, particularly preferably branched.
- the carbon number of the alkoxy group is preferably 1 to 40, more preferably 1 to 30, and particularly preferably 1 to 25.
- the alkoxy group may be linear, branched or cyclic, but is preferably linear or branched, particularly preferably branched.
- L 100 represents a single bond or a divalent linking group
- X 100 represents a reactive group.
- a reactive group a vinyl group, (meth) allyl group, (meth) acryloyl group, epoxy group, oxetanyl group, isocyanate group, hydroxy group, amino group, carboxy group, thiol group, alkoxysilyl group, methylol group, One or more selected from sulfo group, styrene group and maleimide group are preferable, and vinyl group, (meth) allyl group, (meth) acryloyl group, hydroxy group and carboxy group are preferable.
- the reactive group a group represented by the following formula (A-1), a group represented by the following formula (A-2), and a group represented by the following formula (A-3) are also preferable.
- R 15 , R 16 and R 17 each independently represent a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group or an aryl group.
- the carbon number of the alkyl group is preferably 1 to 18, more preferably 1 to 10, still more preferably 1 to 6, particularly preferably 1 to 3, and most preferably 1.
- the alkyl group may be linear, branched or cyclic.
- the carbon number of the alkenyl group is preferably 2 to 18, more preferably 2 to 10, still more preferably 2 to 6, and particularly preferably 2 to 3.
- the alkenyl group may be linear, branched or cyclic.
- the carbon number of the alkynyl group is preferably 2 to 18, more preferably 2 to 10, still more preferably 2 to 6, and particularly preferably 2 to 3.
- the alkynyl group may be linear, branched or cyclic.
- the carbon number of the aryl group is preferably 6 to 12, more preferably 6 to 8, and still more preferably 6.
- R 15 is preferably a hydrogen atom or an alkyl group having 1 to 18 carbon atoms, and more preferably a hydrogen atom.
- each of R 16 and R 17 independently is preferably a hydrogen atom or an alkyl group having 1 to 18 carbon atoms, and more preferably a hydrogen atom.
- R 18 , R 19 and R 20 each independently represent a hydrogen atom, a methyl group, a fluorine atom or —CF 3 .
- R 18 is preferably a methyl group.
- R 19 and R 20 are preferably hydrogen atoms.
- R 21 and R 22 each independently represent a hydrogen atom, a methyl group, a fluorine atom or —CF 3 , preferably a hydrogen atom.
- Q represents 1 or 2.
- L 100 is an alkylene group having 1 to 20 carbon atoms, an arylene group having 6 to 18 carbon atoms, a heteroarylene group having 3 to 18 carbon atoms, -O-, -S A group consisting of-, -CO-, -COO-, -OCO-, or a combination of these groups is preferred.
- R 1 to R 10 each independently represent a hydrogen atom or a substituent, and at least one of R 1 to R 8 represents a substituent. It is preferable that 2 to 8 of R 1 to R 8 be a substituent, more preferably 2 to 6 be a substituent, and it is particularly preferable that 2 to 4 be a substituent.
- Examples of the substituent represented by R 1 to R 8 include the substituent T described above, and the group represented by -L 100 -X 100 described above, etc., and a halogen atom, an alkyl group, an alkoxy group, an aryl group, a cyano group Is preferable, and a halogen atom is more preferable.
- a halogen atom a fluorine atom, a chlorine atom, a bromine atom and an iodine atom are preferable, and a chlorine atom is particularly preferable.
- the carbon number of the alkyl group is preferably 1 to 40, more preferably 1 to 30, and particularly preferably 1 to 25.
- the alkyl group may be linear, branched or cyclic, but linear or branched is preferable, and linear is particularly preferable.
- the carbon number of the alkoxy group is preferably 1 to 40, more preferably 1 to 30, and particularly preferably 1 to 25.
- the alkoxy group may be linear, branched or cyclic, but linear or branched is preferable, and linear is particularly preferable.
- the carbon number of the aryl group is preferably 6 to 20, and more preferably 6 to 12.
- Examples of the substituent represented by R 9 and R 10 include the above-mentioned substituent T.
- the substituent represented by R 9 and R 10 is preferably an electron-withdrawing group.
- As the electron withdrawing group for example, a substituent having a positive Hammett's substituent constant ⁇ p value (sigma para value) is preferable. 0.20 or more is preferable, 0.25 or more is more preferable, 0.3 or more is still more preferable, and 0.35 or more is especially preferable.
- the upper limit is not particularly limited, but is preferably 0.80 or less.
- Me represents a methyl group
- Ph represents a phenyl group.
- the Hammett's substituent constant ⁇ p value can be referred to, for example, paragraph Nos. 0017 to 0018 of JP-A-2011-68731, the contents of which are incorporated herein.
- the substituent represented by R 9 and R 10 is preferably cyano, carboxy, acyl, alkoxycarbonyl, aryloxycarbonyl, carbamoyl, alkylcarbonyl, arylcarbonyl, alkylsulfonyl, arylsulfonyl, etc.
- a cyano group is more preferred.
- X 1 and X 2 each independently represent a hydrogen atom or a substituent.
- substituent represented by X 1 and X 2 include an alkyl group, an aryl group, a heteroaryl group, a metal atom, a group represented by -BR 23 R 24 and the like, and a hydrogen atom or a group represented by -BR 23 R 24 Preferred is a group represented by the formula: -BR 23 R 24 is more preferred.
- the carbon number of the alkyl group is preferably 1 to 40, more preferably 1 to 30, and particularly preferably 1 to 25.
- the alkyl group may be linear, branched or cyclic, but linear or branched is preferable, and linear is particularly preferable.
- the carbon number of the aryl group is preferably 6 to 20, and more preferably 6 to 12.
- the heteroaryl group may be monocyclic or polycyclic, and is preferably monocyclic.
- the number of heteroatoms constituting the heteroaryl group is preferably 1 to 3.
- the heteroatom constituting the heteroaryl group is preferably a nitrogen atom, an oxygen atom or a sulfur atom.
- the carbon number of the heteroaryl group is preferably 3 to 30, more preferably 3 to 18, more preferably 3 to 12, and particularly preferably 3 to 5.
- magnesium, aluminum, calcium, barium, zinc, tin, vanadium, iron, cobalt, nickel, copper, palladium, iridium, platinum are preferable, and aluminum, zinc, vanadium, iron, copper, palladium, iridium, platinum Is more preferred.
- R 23 and R 24 each independently represent a substituent
- R 23 and R 24 may be bonded to each other to form a ring.
- the substituent represented by R 23 and R 24 include the above-described substituent T and the group represented by -L 100 -X 100 described above.
- they are a halogen atom, an alkyl group, an aryl group, a heteroaryl group and a group represented by the above-mentioned -L 100 -X 100 .
- a halogen atom a fluorine atom, a chlorine atom, a bromine atom and an iodine atom are preferable, and a fluorine atom is particularly preferable.
- the alkyl group, the aryl group and the heteroaryl group are the same as the alkyl group, the aryl group and the heteroaryl group described in X 1 and X 2 , and the preferred ranges are also the same.
- R 23 and R 24 may be bonded to each other to form a ring.
- Examples of the ring formed by combining R 23 and R 24 include the structures shown below.
- Examples of the compound represented by the formula (1) include the following compounds and the compounds described in Paragraph Nos. 0026 to 0033 of International Publication WO2015 / 166873, the contents of which are incorporated herein. .
- the content of the compound having a maximum absorption wavelength in the range of more than 900 nm and 1000 nm or less is preferably 1 to 40% by mass of the total solid of the composition. 30 mass% or less is preferable, and, as for the upper limit, 20 mass% or less is more preferable. 3 mass% or more is preferable, and, as for a lower limit, 5 mass% or more is more preferable.
- the total amount of the compound having the maximum absorption wavelength in the range of more than 900 nm to 1000 nm and the coloring material for blocking visible light is preferably 10 to 60% by mass of the total solid content of the composition. 55 mass% or less is preferable, and, as for the upper limit, 50 mass% or less is more preferable.
- the content of the compound having a maximum absorption wavelength in the range of more than 900 nm and 1000 nm or less in the total amount of the infrared absorber and the coloring material for blocking visible light is preferably 5 to 40% by mass . 30 mass% or less is preferable, and, as for the upper limit, 25 mass% or less is more preferable. 10 mass% or more is preferable, and, as for a lower limit, 15 mass% or more is more preferable.
- the infrared absorbing agent in the present invention preferably further contains a compound having a maximum absorption wavelength in the range of more than 700 nm and 900 nm or less. According to this aspect, it is possible to more effectively block light in the visible region, and it is easy to manufacture a film that can selectively transmit infrared rays exceeding the wavelength of 1400 nm in a state where noise from visible light is small.
- the maximum absorption wavelength of the above compound is preferably in the range of 750 to 900 nm, and more preferably in the range of 800 to 880 nm.
- Examples of the compound having a maximum absorption wavelength in the range of more than 700 nm and 900 nm or less include pyrrolopyrrole compounds, cyanine compounds, squarylium compounds, phthalocyanine compounds, naphthalocyanine compounds, merocyanine compounds, croconium compounds, oxonol compounds, etc., and pyrrolopyrrole compounds , Cyanine compounds and squarylium compounds are preferred.
- a compound described in paragraph 0093 of JP-A-2012-77153 for example, a compound described in paragraph 0093 of JP-A-2012-77153, an oxytitanium phthalocyanine described in JP-A-2006-343631, a paragraph number 0013 to 0029 of JP-A-2013-195480.
- vanadium phthalocyanine described in Japanese Patent No. 6081771 the contents of which are incorporated herein.
- the compound of the following structure can also be used as a phthalocyanine compound.
- a naphthalocyanine compound the compound as described in stage number 0093 of Unexamined-Japanese-Patent No. 2012-77153 is mentioned, for example, This content is integrated in this specification.
- the pyrrolopyrrole compound is preferably a compound represented by the formula (PP).
- R 1a and R 1b each independently represent an alkyl group, an aryl group or a heteroaryl group
- R 2 and R 3 each independently represent a hydrogen atom or a substituent
- R 2 and R 3 represent R 4 may be combined with each other to form a ring
- each R 4 independently represents a hydrogen atom, an alkyl group, an aryl group, a heteroaryl group, -BR 4A R 4B , or a metal atom
- R 4 is an R R 4A and R 4B may each independently represent a substituent, which may be covalently bonded or coordinated with at least one selected from 1 a 1 , R 1 b and R 3 .
- R 1a and R 1b are each independently preferably an aryl group or a heteroaryl group, and more preferably an aryl group.
- the alkyl group, the aryl group and the heteroaryl group represented by R 1a and R 1b may have a substituent or may be unsubstituted. Examples of the substituent include the above-mentioned substituent T.
- R 2 and R 3 each independently represent a hydrogen atom or a substituent.
- the substituent include the above-mentioned substituent T.
- At least one of R 2 and R 3 is preferably an electron-withdrawing group, and a cyano group, a carboxy group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, an alkylcarbonyl group, an arylcarbonyl group, an alkyl A sulfonyl group and an arylsulfonyl group are more preferable, and a cyano group is more preferable.
- R 2 preferably represents an electron-withdrawing group (preferably a cyano group), and R 3 preferably represents a heteroaryl group.
- the heteroaryl group is preferably a 5- or 6-membered ring.
- the heteroaryl group is preferably a single ring or a fused ring, preferably a single ring or a fused ring having 2 to 8 condensations, and more preferably a single ring or a fused ring having 2 to 4 condensations.
- the number of heteroatoms constituting the heteroaryl group is preferably 1 to 3, and more preferably 1 to 2.
- a hetero atom a nitrogen atom, an oxygen atom, and a sulfur atom are illustrated, for example.
- the heteroaryl group preferably has one or more nitrogen atoms.
- Two R 2 s in Formula (PP) may be identical to or different from each other.
- two R 3 's in Formula (PP) may be the same or different.
- R 4 is preferably a hydrogen atom, an alkyl group, an aryl group, a heteroaryl group or a group represented by —BR 4A R 4B , and a hydrogen atom, an alkyl group, an aryl group or —BR
- the group represented by 4A R 4B is more preferably a group represented by -BR 4A R 4B .
- the substituent represented by R 4A and R 4B is preferably a halogen atom, an alkyl group, an alkoxy group, an aryl group or a heteroaryl group, more preferably an alkyl group, an aryl group or a heteroaryl group, and an aryl group Particularly preferred. These groups may further have a substituent.
- Two R 4 's in the formula (PP) may be the same or different.
- R 4A and R 4B may be bonded to each other to form a ring.
- pyrrolopyrrole compounds include compounds described in paragraphs 0016 to 0058 of JP 2009-263614 A, compounds described in paragraphs 0037 to 0052 of JP 2011-68731 A, and the like. The contents are incorporated herein.
- each of A 1 and A 2 independently represents an aryl group, a heteroaryl group or a group represented by formula (A-1);
- Z 1 represents a nonmetal atomic group forming a nitrogen-containing heterocyclic ring
- R 2 represents an alkyl group, an alkenyl group or an aralkyl group
- d represents 0 or 1.
- the wavy line represents a connecting hand.
- the squarylium compound is preferably a compound represented by the following formula (SQ-1).
- Ring A and ring B each independently represent an aromatic ring
- X A and X B each independently represent a substituent
- G A and G B each independently represent a substituent
- kA represents an integer of 0 to n A
- k B represents an integer of 0 to n B
- n A and n B respectively represent the largest integers which can be substituted on ring A or ring B
- X A and G A , X B and G B , and X A and X B may bond to each other to form a ring, and when there are a plurality of G A and G B respectively, they may be bonded to each other to form a ring structure May be formed.
- the substituent represented by G A and G B include the substituent T described above.
- Examples of the substituent represented by X A and X B preferably a group having an active hydrogen, -OH, -SH, -COOH, -SO 3 H, -NR X1 R X2, -NHCOR X1, -CONR X1 R X2, -NHCONR X1 R X2 , -NHCOOR X1 , -NHSO 2 R X1 , -B (OH) 2 and -PO (OH) 2 are more preferable, and -OH, -SH and -NR X1 R X2 are more preferable.
- Each of R X1 and R X1 independently represents a hydrogen atom or a substituent.
- a substituent which X A and X B represent an alkyl group, an aryl group, or heteroaryl group is mentioned, An alkyl group is preferable.
- Ring A and ring B each independently represent an aromatic ring.
- the aromatic ring may be a single ring or a fused ring.
- Specific examples of the aromatic ring include benzene ring, naphthalene ring, pentalene ring, indene ring, azulene ring, heptalene ring, indacene ring, perylene ring, pentacene ring, acenaphthene ring, phenanthrene ring, anthracene ring, naphthacene ring, chrysene ring Triphenylene ring, fluorene ring, biphenyl ring, pyrrole ring, furan ring, thiophene ring, imidazole ring, oxazole ring, thiazole ring, pyridine ring, pyrazine ring, pyrimidine ring, pyridazine ring, indolizin
- X A and G A , X B and G B , and X A and X B may bond to each other to form a ring, and when there are a plurality of G A and G B respectively, they may be bonded to each other to form a ring You may form.
- the ring is preferably a 5- or 6-membered ring.
- the ring may be a single ring or may be a fused ring.
- X A and G A , X B and G B , X A and X B , G A or B B bond together to form a ring, these may be directly bonded to form a ring;
- the ring may be formed through a divalent linking group consisting of the groups -CO-, -O-, -NH-, -BR- and combinations thereof.
- R represents a hydrogen atom or a substituent. Examples of the substituent include the above-mentioned substituent T, and an alkyl group or an aryl group is preferable.
- kA represents an integer of 0 to n A
- k B represents an integer of 0 to n B
- n A represents a maximum integer that can be substituted on ring A
- n B is a maximum Represents an integer.
- Each of kA and kB is preferably independently 0 to 4, more preferably 0 to 2, and particularly preferably 0 to 1.
- the squarylium compound is also preferably a compound represented by the following formula (SQ-10), formula (SQ-11) or formula (SQ-12).
- Formula (SQ-10) Formula (SQ-11) Formula (SQ-12)
- each X is a group of one or more hydrogen atoms optionally substituted with a halogen atom, an alkyl group having 1 to 12 carbon atoms, or an alkoxy group.
- n1 is 2 or 3.
- n2 and n3 are each independently an integer of 0 to 2
- n2 + n3 is 1 or 2.
- Each of R 1 and R 2 independently represents an alkyl group or an aryl group.
- the alkyl group and the aryl group may have a substituent or may be unsubstituted.
- the substituent T may be mentioned as a substituent.
- R 3 to R 6 each independently represent a hydrogen atom, a halogen atom, an alkyl group or an alkoxy group. n is 2 or 3.
- the cyanine compound is preferably a compound represented by the formula (C).
- Formula (C) In the formula, each of Z 1 and Z 2 independently represents a nonmetallic atomic group forming a 5- or 6-membered nitrogen-containing heterocyclic ring which may be condensed.
- R 101 and R 102 each independently represent an alkyl group, an alkenyl group, an alkynyl group, an aralkyl group or an aryl group
- L 1 represents a methine chain having an odd number of methine groups
- a and b are each independently 0 or 1;
- X 1 represents an anion
- c represents the number necessary to balance the charge
- the site represented by Cy in the formula is an anion moiety
- X 1 represents a cation
- c represents the number necessary to balance the charge
- c is a molecule in which the charge at the site represented by Cy in the formula is neutralized within the molecule It is 0.
- the content of the compound having a maximum absorption wavelength in the range of more than 700 nm and 900 nm or less is preferably 0.5 to 30% by mass of the total solid content of the composition. 20 mass% or less is preferable, and, as for the upper limit, 15 mass% or less is more preferable. 1 mass% or more is preferable, and, as for a lower limit, 2 mass% or more is more preferable.
- the total amount of the compound having the maximum absorption wavelength in the range of more than 700 nm to 900 nm and the compound having the maximum absorption wavelength in the range of more than 900 nm to 1000 nm is 1 to 30 of the total solid content of the composition. It is preferable that it is mass%.
- 25 mass% or less is preferable, and, as for the upper limit, 20 mass% or less is more preferable. 3 mass% or more is preferable, and, as for a lower limit, 5 mass% or more is more preferable.
- the total amount of the compound having a maximum absorption wavelength in the range of more than 700 nm to 900 nm and the coloring material for blocking visible light is preferably 15 to 45% by mass of the total solid content of the composition. 40 mass% or less is preferable, and, as for the upper limit, 35 mass% or less is more preferable. 18 mass% or more is preferable, and, as for a lower limit, 20 mass% or more is more preferable.
- the content of the compound having a maximum absorption wavelength in the range of more than 700 nm and 900 nm or less in the total amount of the infrared absorber and the coloring material for blocking visible light is preferably 1 to 40% by mass. . 38 mass% or less is preferable, and, as for the upper limit, 35 mass% or less is more preferable. 3 mass% or more is preferable, and, as for a lower limit, 5 mass% or more is more preferable.
- the composition of the present invention contains a curable compound.
- the curable compound include polymerizable compounds, resins, and natural polymers such as gelatin and cellulose.
- gelatin there are acid-treated gelatin and alkali-treated gelatin (such as lime-treated) depending on the method of synthesis, and any of them can be preferably used.
- the molecular weight of gelatin is preferably 10,000 to 1,000,000.
- modified gelatin modified using gelatin's amino group or carboxyl group can also be used (for example, phthalated gelatin).
- inert gelatin for example, Nitta gelatin 750
- phthalated gelatin for example, Nitta gelatin 801 and the like can be used.
- the resin may be a non-polymerizable resin (resin having no polymerizable group) or may be a polymerizable resin (resin having a polymerizable group).
- the polymerizable group include a group having an ethylenically unsaturated bond, an epoxy group, a methylol group, an alkoxymethyl group and the like.
- the group having an ethylenically unsaturated bond include a vinyl group, a (meth) allyl group and a (meth) acryloyl group.
- the polymerizable resin (resin having a polymerizable group) is also a polymerizable compound.
- a compound containing at least a resin is preferably used, and it is more preferable to use a resin and a polymerizable compound of a monomer type, and it has a resin and a group having an ethylenically unsaturated bond. It is further preferred to use a monomer type polymerizable compound.
- the content of the curable compound is preferably 0.1 to 80% by mass with respect to the total solid content of the composition. 0.5 mass% or more is preferable, 1 mass% or more is more preferable, and 5 mass% or more is still more preferable for a minimum. 70 mass% or less is preferable, 60 mass% or less is more preferable, 50 mass% or less is still more preferable, 40 mass% or less is still more preferable, 30 mass% or less is especially preferable.
- the curable compound may be only one type or two or more types. In the case of two or more types, the total amount is preferably in the above range.
- polymerizable compound examples include a compound having a group having an ethylenically unsaturated bond, a compound having an epoxy group, a compound having a methylol group, and a compound having an alkoxymethyl group.
- the polymerizable compound may be a monomer or a resin.
- a polymerizable compound of a monomer type having a group having an ethylenically unsaturated bond can be preferably used as a radically polymerizable compound.
- a compound having an epoxy group, a compound having a methylol group, and a compound having an alkoxymethyl group can be preferably used as a cationically polymerizable compound.
- the molecular weight of the monomer type polymerizable compound is preferably less than 2000, more preferably 100 or more and less than 2000, and still more preferably 200 or more and less than 2000.
- the upper limit is preferably, for example, 1,500 or less.
- the weight average molecular weight (Mw) of the resin type polymerizable compound is preferably 2,000 to 2,000,000.
- the upper limit is preferably 1,000,000 or less, more preferably 500,000 or less.
- the lower limit is preferably 3,000 or more, more preferably 5,000 or more.
- the resin type polymerizable compound may, for example, be an epoxy resin or a resin containing a repeating unit having a polymerizable group.
- Examples of the repeating unit having a polymerizable group include the following (A2-1) to (A2-4).
- R 1 represents a hydrogen atom or an alkyl group.
- the carbon number of the alkyl group is preferably 1 to 5, more preferably 1 to 3, and particularly preferably 1.
- R 1 is preferably a hydrogen atom or a methyl group.
- L 51 represents a single bond or a divalent linking group.
- the divalent linking group an alkylene group, an arylene group, -O-, -S-, -CO-, -COO-, -OCO-, -SO 2- , -NR 10- (R 10 is a hydrogen atom And a group consisting of an alkyl group, preferably a hydrogen atom, or a combination thereof.
- the carbon number of the alkylene group is preferably 1 to 30, more preferably 1 to 15, and still more preferably 1 to 10.
- the alkylene group may have a substituent, but is preferably unsubstituted.
- the alkylene group may be linear, branched or cyclic.
- the cyclic alkylene group may be either monocyclic or polycyclic.
- the carbon number of the arylene group is preferably 6 to 18, more preferably 6 to 14, and still more preferably 6 to 10.
- P 1 represents a polymerizable group.
- the polymerizable group include a group having an ethylenically unsaturated bond, an epoxy group, a methylol group, an alkoxymethyl group and the like.
- the compound having a group having an ethylenically unsaturated bond is preferably a 3 to 15 functional (meth) acrylate compound, and more preferably a 3 to 6 functional (meth) acrylate compound.
- a compound containing a group having an ethylenically unsaturated bond the description in paragraphs “0033” to “0034” of JP 2013-253224 A can be referred to, and the contents thereof are incorporated herein.
- ethyleneoxy-modified pentaerythritol tetraacrylate (as a commercial product, NK ester ATM-35E; made by Shin-Nakamura Chemical Co., Ltd.), dipentaerythritol triacrylate (commercially available Products include: KAYARAD D-330; Nippon Kayaku Co., Ltd., dipentaerythritol tetraacrylate (commercially available: KAYARAD D-320; Nippon Kayaku Co., Ltd.), dipentaerythritol penta (meth) Acrylate (commercially available as KAYARAD D-310; Nippon Kayaku Co., Ltd.), dipentaerythritol hexa (meth) acrylate (commercially available as KAYARAD DPHA; Nippon Kayaku Co., Ltd., A-DPH-12E Shin Nakamura Chemical Industry Co.,
- diglycerin EO ethylene oxide modified (meth) acrylate
- M-460 manufactured by Toagosei
- pentaerythritol tetraacrylate manufactured by Shin-Nakamura Chemical Co., Ltd., A-TMMT
- 1,6- Hexanediol diacrylate manufactured by Nippon Kayaku Co., Ltd., KAYARAD HDDA
- RP-1040 manufactured by Nippon Kayaku Co., Ltd.
- ALONIX M-350 and TO-2349 can also be used.
- the compound containing a group having an ethylenically unsaturated bond may further have an acid group such as a carboxyl group, a sulfo group or a phosphoric acid group.
- an acid group such as a carboxyl group, a sulfo group or a phosphoric acid group.
- Examples of commercially available products include ARONIX series (eg, M-305, M-510, M-520) manufactured by Toagosei Co., Ltd., and the like.
- the compound containing the group which has an ethylenically unsaturated bond is also a compound which has a caprolactone structure is a preferable aspect.
- the compound having a caprolactone structure the description in paragraphs 0042 to 0045 of JP 2013-253224 A can be referred to, and the contents thereof are incorporated in the present specification.
- Examples of the compound having a caprolactone structure include DPCA-20, DPCA-30, DPCA-60, DPCA-120, etc., which are commercially available from Nippon Kayaku Co., Ltd. as the KAYARAD DPCA series.
- a compound having a group having an ethylenically unsaturated bond and an alkyleneoxy group can also be used.
- a compound having a group having an ethylenically unsaturated bond and the compound having an alkyleneoxy group a compound having a group having an ethylenically unsaturated bond and an ethyleneoxy group and / or a propyleneoxy group is preferable, and the ethylenically unsaturated bond is preferably used.
- Compounds having a group having one or more groups and an ethyleneoxy group are more preferable, and a 3- to 6-functional (meth) acrylate compound having 4 to 20 ethyleneoxy groups is more preferable.
- Examples of commercially available compounds having a group having an ethylenically unsaturated bond and a compound having an alkyleneoxy group include SR-494, which is a tetrafunctional (meth) acrylate having four ethyleneoxy groups manufactured by Sartomer, and 3 isobutylene oxy groups.
- Examples thereof include KAYARAD TPA-330, which is a trifunctional (meth) acrylate having a single molecule.
- the content of the compound containing a group having an ethylenically unsaturated bond is 0. 0 to the total solid content of the composition.
- 1 mass% or more is preferable, 0.5 mass% or more is more preferable, 1 mass% or more is further more preferable, 5 mass% or more is especially preferable.
- the upper limit is preferably 80% by mass or less, more preferably 70% by mass or less, still more preferably 60% by mass or less, still more preferably 50% by mass or less, still more preferably 40% by mass or less, particularly 30% by mass or less preferable.
- Examples of the compound having an epoxy group include monofunctional or polyfunctional glycidyl ether compounds and polyfunctional aliphatic glycidyl ether compounds. Moreover, as an epoxy compound, the compound which has an alicyclic epoxy group can also be used.
- Examples of the epoxy compound include compounds having one or more epoxy groups in one molecule.
- the epoxy compound is preferably a compound having 1 to 100 epoxy groups in one molecule.
- the upper limit of the number of epoxy groups may be, for example, 10 or less, or 5 or less.
- the lower limit of the epoxy group is preferably 2 or more.
- the epoxy compound may be a low molecular weight compound (for example, having a molecular weight of less than 1000) or a macromolecular compound (for example, having a molecular weight of 1000 or more, and in the case of a polymer, a weight average molecular weight of 1000 or more).
- the weight average molecular weight of the epoxy compound is preferably 2,000 to 100,000.
- the upper limit of the weight average molecular weight is preferably 10000 or less, more preferably 5000 or less, and still more preferably 3000 or less.
- epoxy compounds include EHPE 3150 (manufactured by Daicel Co., Ltd.), EPICLON N-695 (manufactured by DIC Corporation), Adeka Glycyrol ED-505 (manufactured by ADEKA Co., Ltd., epoxy group-containing monomer), merproof G-0150M, G-0105SA, G-0130SP, G-0250SP, G-1005S, G-1005SA, G-1010S, G-2050M, G-01100, G-01758 (manufactured by NOF CORPORATION), epoxy group-containing Polymer) and the like.
- EHPE 3150 manufactured by Daicel Co., Ltd.
- EPICLON N-695 manufactured by DIC Corporation
- Adeka Glycyrol ED-505 manufactured by ADEKA Co., Ltd., epoxy group-containing monomer
- merproof G-0150M G-0105SA, G-0130SP, G-0250SP, G-1005S, G-1005SA, G-1010
- composition of this invention contains an epoxy compound
- 0.1 mass% or more is preferable with respect to the total solid of a composition
- content of an epoxy compound 0.5 mass% or more is more preferable, and 1 % By mass or more is more preferable, and 5% by mass or more is particularly preferable.
- the upper limit is preferably 80% by mass or less, more preferably 70% by mass or less, still more preferably 60% by mass or less, still more preferably 50% by mass or less, still more preferably 40% by mass or less, particularly 30% by mass or less preferable.
- Examples of the compound having a methylol group include compounds in which a methylol group is bonded to a nitrogen atom or a carbon atom forming an aromatic ring.
- examples of the compound having an alkoxymethyl group include a compound in which an alkoxymethyl group is bonded to a nitrogen atom or a carbon atom forming an aromatic ring.
- alkoxymethylated melamine, methylolated melamine, alkoxymethylated benzoguanamine, methylolated benzoguanamine, alkoxymethylated glycoluril, methylolated glycoluril, alkoxymethyl Preferred are activated urea and methylolated urea.
- the content of the methylol compound is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, based on the total solid content of the composition. % By mass or more is more preferable, and 5% by mass or more is particularly preferable.
- the upper limit is preferably 80% by mass or less, more preferably 70% by mass or less, still more preferably 60% by mass or less, still more preferably 50% by mass or less, still more preferably 40% by mass or less, particularly 30% by mass or less preferable.
- the content of the alkoxymethyl compound is preferably 0.1% by mass or more, and more preferably 0.5% by mass or more based on the total solid content of the composition. 1 mass% or more is further preferable, and 5 mass% or more is especially preferable.
- the upper limit is preferably 80% by mass or less, more preferably 70% by mass or less, still more preferably 60% by mass or less, still more preferably 50% by mass or less, still more preferably 40% by mass or less, particularly 30% by mass or less preferable.
- the composition of the present invention can use a resin as a curable compound. It is preferable to use a curable compound that contains at least a resin.
- the resin can also be used as a dispersant.
- distributing a pigment etc. is also called a dispersing agent.
- such application of the resin is an example, and the resin can also be used for purposes other than such application.
- resin which has a polymeric group corresponds also to a polymeric compound.
- the weight average molecular weight (Mw) of the resin is preferably 2,000 to 2,000,000.
- the upper limit is preferably 1,000,000 or less, more preferably 500,000 or less.
- 3,000 or more are preferable and, as for a minimum, 5,000 or more are more preferable.
- (meth) acrylic resin, epoxy resin, ene / thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyether sulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide resin, Polyamide imide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin etc. are mentioned.
- an epoxy resin the compound of a polymer type is mentioned among the compounds illustrated as an epoxy compound demonstrated by the column of the polymeric compound mentioned above.
- ARTON F4520 made by JSR Corporation
- the resin described in the Example of international publication WO2016 / 088645 the resin described in JP-A-2017-57265, the resin described in JP-A-2017-32685, JP-A-2017-075248
- the resin described in the official gazette and the resin described in JP-A-2017-066240 can also be used, the contents of which are incorporated herein.
- a resin having a fluorene skeleton can also be preferably used.
- resin which has fluorene frame resin of the following structure is mentioned.
- A represents the residue of a carboxylic acid dianhydride selected from pyromellitic dianhydride, benzophenone tetracarboxylic acid dianhydride, biphenyl tetracarboxylic acid dianhydride and diphenyl ether tetracarboxylic acid dianhydride
- M is a phenyl or benzyl group.
- the resin having a fluorene skeleton can be referred to the description of US Patent Application Publication No. 2017/0102610, the contents of which are incorporated herein.
- the resin used in the present invention may have an acid group.
- an acid group a carboxyl group, a phosphoric acid group, a sulfo group, a phenolic hydroxyl group etc. are mentioned, for example, A carboxyl group is preferable.
- These acid groups may be of only one type, or of two or more types.
- the resin having an acid group can also be used as an alkali-soluble resin.
- a polymer having a carboxyl group in a side chain is preferable.
- alkali-soluble polymers such as methacrylic acid copolymer, acrylic acid copolymer, itaconic acid copolymer, crotonic acid copolymer, maleic acid copolymer, partially esterified maleic acid copolymer, novolac resin, etc.
- a phenolic resin, an acidic cellulose derivative having a carboxyl group in a side chain, and a resin obtained by adding an acid anhydride to a polymer having a hydroxy group are mentioned.
- copolymers of (meth) acrylic acid and other monomers copolymerizable therewith are suitable as the alkali-soluble resin.
- Other monomers copolymerizable with (meth) acrylic acid include alkyl (meth) acrylates, aryl (meth) acrylates, vinyl compounds and the like.
- alkyl (meth) acrylate and aryl (meth) acrylate methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, pentyl (meth) acrylate, Hexyl (meth) acrylate, octyl (meth) acrylate, phenyl (meth) acrylate, benzyl (meth) acrylate, tolyl (meth) acrylate, naphthyl (meth) acrylate, cyclohexyl (meth) acrylate, etc., vinyl compounds such as styrene, ⁇ -methylstyrene, vinyl toluene, glycidyl methacrylate, acrylonitrile, vinyl acetate, N-vinyl pyrrolidone, tetrahydrofurfur
- N-substituted maleimide monomers described in JP-A-10-300922 such as N-phenyl maleimide, N-cyclohexyl maleimide and the like can also be used.
- These other monomers copolymerizable with (meth) acrylic acid may be only one type, or two or more types.
- the resin having an acid group may further contain a repeating unit having a polymerizable group.
- the content of the repeating unit having a polymerizable group in all the repeating units is preferably 10 to 90 mol%, It is more preferably 90 mol%, further preferably 20 to 85 mol%. Further, the content of the repeating unit having an acid group in all the repeating units is preferably 1 to 50 mol%, more preferably 5 to 40 mol%, and 5 to 30 mol%. More preferable.
- benzyl (meth) acrylate / (meth) acrylic acid copolymer As the resin having an acid group, benzyl (meth) acrylate / (meth) acrylic acid copolymer, benzyl (meth) acrylate / (meth) acrylic acid / 2-hydroxyethyl (meth) acrylate copolymer, benzyl (meth) (meth) acrylate
- a multicomponent copolymer of (acrylate) / (meth) acrylic acid / other monomer can be preferably used.
- the resin having an acid group is a monomer containing a compound represented by the following formula (ED1) and / or a compound represented by the following formula (ED2) (hereinafter, these compounds may be referred to as "ether dimer”). It is also preferred to include a polymer formed by polymerizing the components.
- R 1 and R 2 each independently represent a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms which may have a substituent.
- R represents a hydrogen atom or an organic group having 1 to 30 carbon atoms.
- the description in JP-A-2010-168539 can be referred to.
- ether dimer for example, paragraph “0317” of JP-A-2013-29760 can be referred to, and the contents thereof are incorporated in the present specification.
- the ether dimer may be only one type, or two or more types.
- the resin having an acid group may contain a repeating unit derived from a compound represented by the following formula (X).
- R 1 represents a hydrogen atom or a methyl group
- R 2 represents an alkylene group having 2 to 10 carbon atoms
- R 3 has a hydrogen atom or 1 to 20 carbon atoms which may contain a benzene ring.
- Represents an alkyl group of n represents an integer of 1 to 15.
- the resin having an acid group is described in JP-A-2012-208494, paragraphs 0558 to 0571 (corresponding US patent application publication No. 2012/0235099, paragraphs 0685 to 0700), JP-A-2012-198408.
- No. 0076-0099 can be referred to, and the contents thereof are incorporated herein.
- the resin which has an acidic radical can also use a commercial item.
- Acrybase FF-426 manufactured by Fujikura Kasei Co., Ltd.
- the like can be mentioned.
- the acid value of the resin having an acid group is preferably 30 to 200 mg KOH / g.
- the lower limit is preferably 50 mg KOH / g or more, and more preferably 70 mg KOH / g or more.
- 150 mgKOH / g or less is preferable and 120 mgKOH / g or less of an upper limit is more preferable.
- resin which has an acidic radical resin of the following structure etc. are mentioned, for example.
- resin of the following structural formulae Me represents a methyl group.
- the composition of the present invention can also contain a resin as a dispersant.
- the dispersant includes an acidic dispersant (acidic resin) and a basic dispersant (basic resin).
- the acidic dispersant (acidic resin) represents a resin in which the amount of acid groups is larger than the amount of basic groups.
- the acidic dispersant (acidic resin) is preferably a resin in which the amount of acid groups accounts for 70 mol% or more when the total amount of the amount of acid groups and the amount of basic groups is 100 mol%. Resins consisting only of groups are more preferred.
- the acid group of the acidic dispersant (acidic resin) is preferably a carboxyl group.
- the acid value of the acidic dispersant is preferably 40 to 105 mg KOH / g, more preferably 50 to 105 mg KOH / g, and still more preferably 60 to 105 mg KOH / g.
- a basic dispersing agent represents resin whose quantity of a basic group is larger than the quantity of an acidic radical.
- the basic dispersant is preferably a resin in which the amount of basic groups exceeds 50% by mole, where the total amount of the amount of acid groups and the amount of basic groups is 100% by mole.
- the basic group possessed by the basic dispersant is preferably an amino group.
- the resin used as the dispersant preferably contains a repeating unit having an acid group.
- the resin used as the dispersing agent contains a repeating unit having an acid group, it is possible to further reduce the residue generated on the base of the pixel when forming a pattern by photolithography.
- the resin used as the dispersant is a graft copolymer.
- the graft copolymer is excellent in the dispersibility of the pigment and the dispersion stability after aging since the graft copolymer has affinity with the solvent by the graft chain.
- the details of the graft copolymer can be referred to the description of Paragraph Nos. 0025 to 0094 of JP-A-2012-255128, the contents of which are incorporated herein.
- the following resin is mentioned as a specific example of a graft copolymer.
- the following resin is also a resin having an acid group (alkali soluble resin).
- examples of the graft copolymer include the resins described in Paragraph Nos. 0072 to 0094 of JP 2012-255128 A, the contents of which are incorporated herein.
- an oligoimine dispersant containing a nitrogen atom in at least one of the main chain and the side chain as the resin (dispersant).
- the oligoimine dispersant comprises a structural unit having a partial structure X having a functional group having a pKa of 14 or less and a side chain containing a side chain Y having an atom number of 40 to 10,000, and having a main chain and a side chain
- the resin which has a basic nitrogen atom in at least one side is preferable.
- the basic nitrogen atom is not particularly limited as long as it is a nitrogen atom exhibiting basicity.
- oligoimine dispersant With regard to the oligoimine dispersant, the description in paragraphs [0102] to [0166] of JP 2012-255128 A can be referred to, and the contents thereof are incorporated herein.
- a resin having the following structure or a resin described in paragraph Nos. 0168 to 0174 of JP 2012-255128 A can be used.
- the dispersant is also available as a commercial product, and as such a specific example, BYK 2000 (manufactured by Bick Chemie Japan Co., Ltd.) and the like can be mentioned.
- pigment dispersants described in paragraphs 0041 to 0130 of JP-A-2014-130338 can also be used, the contents of which are incorporated herein.
- the resin etc. which have an acidic radical mentioned above can also be used as a dispersing agent.
- the content of the resin is preferably 0.1 to 50% by mass with respect to the total solid content of the composition of the present invention.
- the lower limit is preferably 1% by mass or more, more preferably 3% by mass or more, still more preferably 5% by mass or more, and particularly preferably 10% by mass or more.
- the upper limit is more preferably 40% by mass or less and still more preferably 30% by mass or less.
- the content of the resin having an acid group is preferably 0.1 to 50% by mass with respect to the total solid content of the composition of the present invention.
- the lower limit is preferably 1% by mass or more, more preferably 3% by mass or more, still more preferably 5% by mass or more, and particularly preferably 10% by mass or more.
- the upper limit is more preferably 40% by mass or less and still more preferably 30% by mass or less.
- the composition of the present invention may contain only one type of resin, or may contain two or more types. When 2 or more types are included, it is preferable that the total amount of them becomes the said range.
- the mass ratio of the polymerizable compound to the resin is It is preferable that the ratio of compound / resin is 0.4 to 1.4.
- the lower limit of the mass ratio is preferably 0.5 or more, and more preferably 0.6 or more. 1.3 or less are preferable and, as for the upper limit of the said mass ratio, 1.2 or less is more preferable. If the mass ratio is in the above range, it is possible to form a pattern more excellent in rectangularity.
- the mass ratio of the polymerizable compound preferably, a polymerizable compound of a monomer type having a group having an ethylenically unsaturated bond
- the lower limit of the mass ratio is preferably 0.5 or more, and more preferably 0.6 or more. 1.3 or less are preferable and, as for the upper limit of the said mass ratio, 1.2 or less is more preferable. If the mass ratio is in the above range, it is possible to form a pattern more excellent in rectangularity.
- the composition of the present invention can contain a photopolymerization initiator.
- the photopolymerization initiator may, for example, be a photoradical polymerization initiator or a photocationic polymerization initiator. It is preferable to select and use according to the kind of polymeric compound. In the case where a radically polymerizable compound such as a compound having a group having an ethylenically unsaturated bond is used as the polymerizable compound, it is preferable to use a photoradical polymerization initiator as the photopolymerization initiator.
- a photocationic polymerization initiator As the photopolymerization initiator, it is preferable to use a photocationic polymerization initiator.
- a photoinitiator There is no restriction
- the content of the photopolymerization initiator is preferably 0.1 to 50% by mass, more preferably 0.5 to 30% by mass, and still more preferably 1 to 20% by mass, with respect to the total solid content of the composition. If the content of the photopolymerization initiator is in the above range, better sensitivity and pattern formability can be obtained.
- the composition of the present invention may contain only one type of photopolymerization initiator, or may contain two or more types. When two or more photopolymerization initiators are contained, the total amount thereof is preferably in the above range.
- a radical photopolymerization initiator for example, a halogenated hydrocarbon derivative (for example, a compound having a triazine skeleton, a compound having an oxadiazole skeleton, etc.), an acylphosphine compound, a hexaarylbiimidazole, an oxime compound, an organic peroxide And thio compounds, ketone compounds, aromatic onium salts, ⁇ -hydroxy ketone compounds, ⁇ -amino ketone compounds and the like.
- a halogenated hydrocarbon derivative for example, a compound having a triazine skeleton, a compound having an oxadiazole skeleton, etc.
- an acylphosphine compound for example, a compound having a triazine skeleton, a compound having an oxadiazole skeleton, etc.
- an acylphosphine compound for example, a compound having a triazine skeleton, a
- the photopolymerization initiator is a trihalomethyl triazine compound, a benzyl dimethyl ketal compound, an ⁇ -hydroxy ketone compound, an ⁇ -amino ketone compound, an acyl phosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, a triaryl imidazole from the viewpoint of exposure sensitivity.
- Dimers, onium compounds, benzothiazole compounds, benzophenone compounds, acetophenone compounds, cyclopentadiene-benzene-iron complexes, halomethyl oxadiazole compounds and 3-aryl substituted coumarin compounds are preferred, and oxime compounds, ⁇ -hydroxy ketone compounds, ⁇ -hydroxy ketone compounds More preferred are compounds selected from amino ketone compounds and acyl phosphine compounds, and more preferred are oxime compounds.
- the description in paragraphs 0065 to 0111 of JP-A-2014-130173 can be referred to, and the contents thereof are incorporated in the present specification.
- Examples of commercially available ⁇ -hydroxy ketone compounds include IRGACURE-184, DAROCUR-1173, IRGACURE-500, IRGACURE-2959, IRGACURE-127 (manufactured by BASF Corporation) and the like.
- Examples of commercially available ⁇ -amino ketone compounds include IRGACURE-907, IRGACURE-369, IRGACURE-379, and IRGACURE-379EG (manufactured by BASF Corporation).
- Examples of commercially available products of acyl phosphine compounds include IRGACURE-819, DAROCUR-TPO (all manufactured by BASF Corp.) and the like.
- oxime compound examples include 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutan-2-one, 3-propionyloxyiminobutan-2-one, 2-acetoxyiminopentan-3-one, 2-Acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3- (4-toluenesulfonyloxy) iminobutan-2-one, and 2-ethoxycarbonyloxy And imino-1-phenylpropan-1-one and the like.
- IRGACURE-OXE01, IRGACURE-OXE02, IRGACURE-OXE03, IRGACURE-OXE04 (above, made by BASF Corporation), TR-PBG-304 (made by Changzhou strong electronic new material Co., Ltd.), Adeka Optomer N-1919 (Photopolymerization initiator 2 described in JP-A-2012-14052, manufactured by ADEKA Co., Ltd.)
- the oxime compound a compound having no coloring property or a compound having high transparency and being hard to discolor is used. Is also preferred. Examples of commercially available products include Adeka ARKules NCI-730, NCI-831, NCI-930 (all manufactured by ADEKA Corporation).
- an oxime compound having a fluorene ring can also be used as a photopolymerization initiator.
- the oxime compound having a fluorene ring compounds described in JP-A-2014-137466 can be mentioned. This content is incorporated herein.
- an oxime compound having a fluorine atom can also be used as a radical photopolymerization initiator.
- Specific examples of the oxime compound having a fluorine atom include the compounds described in JP-A-2010-262028, the compounds 24 and 36 to 40 described in JP-A-2014-500852, and JP-A-2013-164471. And the like (C-3) and the like. This content is incorporated herein.
- an oxime compound having a nitro group can be used as a photoradical polymerization initiator.
- the oxime compound having a nitro group is also preferably a dimer.
- specific examples of the oxime compound having a nitro group compounds described in paragraphs 0031 to 0047 of JP2013-114249A and paragraphs 0008 to 0012 and 0070 to 0079 of JP2014-137466A, The compounds described in Paragraph Nos. 0007 to 0025 of Patent No. 4223071, Adeka ARKLS NCI-831 (manufactured by ADEKA Co., Ltd.) can be mentioned.
- an oxime compound having a benzofuran skeleton can also be used as a photoradical polymerization initiator.
- Specific examples include OE-01 to OE-75 described in International Publication WO 2015/036910.
- oxime compounds preferably used in the present invention are shown below, but the present invention is not limited thereto.
- the oxime compound is preferably a compound having a maximum absorption wavelength in the range of 350 to 500 nm, and more preferably a compound having a maximum absorption wavelength in the range of 360 to 480 nm.
- the molar absorption coefficient of the oxime compound at a wavelength of 365 nm or at a wavelength of 405 nm is preferably high, more preferably 1,000 to 300,000, and 2,000 to 300,000. Is more preferable, and 5,000 to 200,000 is particularly preferable.
- the molar extinction coefficient of a compound can be measured using a known method. For example, it is preferable to measure at a concentration of 0.01 g / L using an ethyl acetate solvent with a spectrophotometer (Cary-5 spectrophotometer manufactured by Varian).
- a bifunctional or trifunctional or higher functional radical photopolymerization initiator may be used as the radical photopolymerization initiator.
- a radical photopolymerization initiator paragraph No. 0417 ⁇ of JP-A-2010-527339, JP-A-2011-524436, International Publication WO2015 / 004565, JP-A-2016-532675. 0412, a dimer of the oxime compound described in paragraphs 0039 to 0055 of International Publication WO 2017/033680, a compound (E) and a compound (G) described in JP-A-2013-522445, Examples thereof include Cmpd 1 to 7 described in International Publication WO 2016/034963.
- the photo radical polymerization initiator contain an oxime compound and an ⁇ -amino ketone compound.
- the ⁇ -amino ketone compound is preferably 50 to 600 parts by mass, and more preferably 150 to 400 parts by mass with respect to 100 parts by mass of the oxime compound.
- the content of the photoradical polymerization initiator is preferably 0.1 to 50% by mass, more preferably 0.5 to 30% by mass, and still more preferably 1 to 20% by mass, relative to the total solid content of the composition of the present invention . If the content of the photo radical polymerization initiator is in the above range, better sensitivity and pattern formability can be obtained.
- the composition of the present invention may contain only one type of photo radical polymerization initiator, or may contain two or more types. When two or more types of photo radical polymerization initiators are contained, it is preferable that the total amount of them becomes the said range.
- Photo cationic polymerization initiator As a photocationic polymerization initiator, a photo-acid generator is mentioned. As a photoacid generator, an onium salt compound such as a diazonium salt, a phosphonium salt, a sulfonium salt, an iodonium salt and the like which is decomposed by light irradiation to generate an acid, an imidosulfonate, an oxime sulfonate, an oxime sulfonate, a diazodisulfone, a disulfone, an o-nitrobenzyl Sulfonate compounds such as sulfonate can be mentioned.
- the details of the photocationic polymerization initiator can be referred to the description of paragraphs 0139 to 0214 of JP-A-2009-258603, the contents of which are incorporated herein.
- the content of the cationic photopolymerization initiator is preferably 0.1 to 50% by mass, more preferably 0.5 to 30% by mass, and still more preferably 1 to 20% by mass, relative to the total solid content of the composition of the present invention . If the content of the photocationic polymerization initiator is in the above range, better sensitivity and pattern formability can be obtained.
- the composition of the present invention may contain only one type of photo cationic polymerization initiator, or may contain two or more types. When two or more types of photo cationic polymerization initiators are contained, the total amount of them is preferably in the above range.
- the compositions of the invention can contain multifunctional thiols.
- the multifunctional thiol is a compound having two or more thiol (SH) groups.
- the multifunctional thiol functions as a chain transfer agent in the radical polymerization process after light irradiation by using it together with the above-mentioned photo radical polymerization initiator, and generates a thiyl radical which is less susceptible to the inhibition of polymerization by oxygen. It can be enhanced.
- polyfunctional aliphatic thiols in which an SH group is bonded to an aliphatic group such as a methylene or ethylene group are preferable.
- polyfunctional thiol for example, hexane dithiol, decane dithiol, 1,4-butanediol bisthiopropionate, 1,4-butanediol bisthioglycolate, ethylene glycol bis thioglycolate, ethylene glycol bis thiopropio , Trimethylolpropane tristhioglycollate, trimethylolpropane tristhiopropionate, trimethylolethane tris (3-mercaptobutyrate), trimethylolpropane tris (3-mercaptobutyrate), trimethylolpropane tris (3- Mercapto propionate), pentaerythritol tetrakis thioglycolate, pentaerythritol tetrakis thiopropionate, pentaerythritol tetrakis (3-mercapto propio) ), Dipentaerythritol t
- the content of the multifunctional thiol is preferably 0.1 to 20% by mass, more preferably 0.1 to 15% by mass, still more preferably 0.1 to 10% by mass, based on the total solid content of the composition of the present invention .
- the composition of the present invention may contain only one type of multifunctional thiol, or may contain two or more types. When 2 or more types are included, it is preferable that the total amount of them becomes the said range.
- Epoxy resin curing agent When the composition of the present invention contains an epoxy resin, it preferably further contains an epoxy resin curing agent.
- the epoxy resin curing agent include amine compounds, acid anhydride compounds, amide compounds, phenol compounds, polyvalent carboxylic acids and the like.
- the epoxy resin curing agent is preferably a polyvalent carboxylic acid from the viewpoint of heat resistance and transparency of a cured product, and a compound having two or more carboxylic acid anhydride groups in the molecule is most preferred.
- the epoxy resin curing agent butanedioic acid and the like can be mentioned.
- the content of the epoxy resin curing agent is preferably 0.01 to 20 parts by mass, more preferably 0.01 to 10 parts by mass, and still more preferably 0.1 to 6.0 parts by mass with respect to 100 parts by mass of the epoxy resin. .
- the composition of the present invention may further contain a pigment derivative.
- the pigment derivative include a compound having a structure in which a part of the pigment is substituted with an acid group, a basic group, a group having a salt structure, or a phthalimidomethyl group.
- the compound represented by Formula (B1) is preferable.
- P represents a dye structure
- L represents a single bond or a linking group
- X represents an acid group, a basic group, a group having a salt structure or a phthalimidomethyl group
- m is an integer of 1 or more
- N represents an integer of 1 or more, and when m is 2 or more, the plurality of L and X may be different from each other, and when n is 2 or more, the plurality of X may be different from each other.
- pyrrolopyrrole pigment structure As the pigment structure represented by P, pyrrolopyrrole pigment structure, diketopyrrolopyrrole pigment structure, quinacridone pigment structure, anthraquinone pigment structure, dianthraquinone pigment structure, benzoisoindole pigment structure, thiazine indigo pigment structure, azo pigment structure, quinophthalone Dye structure, Phthalocyanine dye structure, Naphthalocyanine dye structure, Dioxazine dye structure, Perylene dye structure, Perinone dye structure, Benzoimidazolone dye structure, Benzothiazole dye structure, Benzoimidazole dye structure, and at least one selected from Benzoimidazole dye structure And at least one selected from pyrrolopyrrole dye structure, diketopyrrolopyrrole dye structure, quinacridone dye structure and benzimidazolone dye structure is more preferable, and pyrrolopyrrole is more preferable. Containing structure is
- the linking group represented by L includes a group consisting of a hydrocarbon group, a heterocyclic group, -NR-, -SO 2- , -S-, -O-, -CO- or a combination thereof.
- R represents a hydrogen atom, an alkyl group or an aryl group.
- Examples of the acid group represented by X include a carboxyl group, a sulfo group, a carboxylic acid amide group, a sulfonic acid amide group, and an imidic acid group.
- a group represented by -NHCOR X1 is preferable.
- the sulfonic acid amide group is preferably a group represented by —NHSO 2 R X2 .
- the imide group is preferably a group represented by —SO 2 NHSO 2 R X3 , —CONHSO 2 R X4 , —CONHCOR X5 or —SO 2 NHCOR X6 .
- Each of R X1 to R X6 independently represents a hydrocarbon group or a heterocyclic group.
- the hydrocarbon group and the heterocyclic group represented by R X1 to R X6 may further have a substituent.
- the substituent T described in the above-mentioned formula (PP) can be mentioned, and a halogen atom is preferable, and a fluorine atom is more preferable.
- An amino group is mentioned as a basic group which X represents.
- a salt structure which X represents the salt of the acid group or basic group mentioned above is mentioned.
- the content of the pigment derivative is preferably 1 to 50 parts by mass with respect to 100 parts by mass of the pigment. 3 mass parts or more are preferable, and 5 mass parts or more of a lower limit are more preferable. 40 mass parts or less are preferable, and 30 mass parts or less are more preferable.
- a pigment derivative may use only 1 type and may use 2 or more types. When using 2 or more types, it is preferable that a total amount becomes said range.
- the composition of the present invention can contain a solvent.
- the solvent include organic solvents.
- the solvent is basically not particularly limited as long as the solubility of each component and the coating property of the composition are satisfied.
- the organic solvent include, for example, esters, ethers, ketones, aromatic hydrocarbons and the like. For details of these, reference can be made to paragraph No. 0223 of International Publication WO 2015/166779, the content of which is incorporated herein. Further, ester solvents substituted with a cyclic alkyl group and ketone solvents substituted with a cyclic alkyl group can also be preferably used.
- the organic solvent examples include dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, cyclohexanone, Examples include cyclohexyl acetate, cyclopentanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol monomethyl ether, and propylene glycol monomethyl ether acetate.
- the organic solvent may be used singly or in combination of two or more.
- 3-methoxy-N, N-dimethylpropanamide and 3-butoxy-N, N-dimethylpropanamide are also preferable from the viewpoint of solubility improvement.
- aromatic hydrocarbons benzene, toluene, xylene, ethylbenzene etc.
- a solvent having a low metal content it is preferable to use a solvent having a low metal content, and the metal content of the solvent is preferably, for example, 10 parts per billion or less. If necessary, a solvent having a mass ppt (parts per trillion) level may be used, and such a high purity solvent is provided by, for example, Toyo Gosei Co., Ltd. (Chemical Industry Daily, November 13, 2015).
- a method of removing impurities such as metal from the solvent for example, distillation (molecular distillation, thin film distillation, etc.) and filtration using a filter can be mentioned.
- distillation molecular distillation, thin film distillation, etc.
- filtration using a filter As a filter hole diameter of a filter used for filtration, 10 micrometers or less are preferred, 5 micrometers or less are more preferred, and 3 micrometers or less are still more preferred.
- the material of the filter is preferably polytetrafluoroethylene, polyethylene or nylon.
- the solvent may contain isomers (compounds having the same number of atoms but different structures). Moreover, only one type of isomer may be contained, or two or more types may be contained.
- the organic solvent preferably has a peroxide content of 0.8 mmol / L or less, and more preferably contains substantially no peroxide.
- the content of the solvent is preferably 10 to 99% by mass with respect to the total amount of the composition of the present invention. 95 mass% or less is preferable, and, as for the upper limit, 90 mass% or less is more preferable.
- the lower limit is preferably 30% by mass or more, more preferably 40% by mass or more, still more preferably 50% by mass or more, still more preferably 60% by mass or more, and particularly preferably 70% by mass or more.
- the composition of the present invention can contain a polymerization inhibitor.
- a polymerization inhibitor hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butyl catechol, benzoquinone, 4,4'-thiobis (3-methyl-6-tert-butylphenol), Examples include 2,2′-methylenebis (4-methyl-6-t-butylphenol) and N-nitrosophenylhydroxyamine salts (ammonium salts, cerous salts and the like). Among them, p-methoxyphenol is preferred.
- the content of the polymerization inhibitor is preferably 0.001 to 5% by mass with respect to the total solid content of the composition of the present invention.
- the composition of the present invention can contain a silane coupling agent.
- the silane coupling agent means a silane compound having a hydrolyzable group and other functional groups.
- the hydrolyzable group is a substituent which is directly bonded to a silicon atom and can form a siloxane bond by at least one of a hydrolysis reaction and a condensation reaction.
- a hydrolysable group a halogen atom, an alkoxy group, an acyloxy group etc. are mentioned, for example, An alkoxy group is preferable. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group.
- a vinyl group a (meth) acryloyl group, a mercapto group, an epoxy group, an oxetanyl group, an amino group, a ureido group, a sulfide group, an isocyanate group, a phenyl group etc.
- (Meth) acryloyl group and epoxy group are preferred.
- the silane coupling agent include compounds described in paragraphs 0018 to 0036 of JP 2009-288703, and compounds described in paragraphs 0056 to 0066 of JP 2009-242604, the contents of which are It is incorporated in the specification.
- the content of the silane coupling agent is preferably 0.01 to 15.0% by mass, and more preferably 0.05 to 10.0% by mass, with respect to the total solid content of the composition of the present invention. Only one type of silane coupling agent may be used, or two or more types may be used. In the case of two or more types, the total amount is preferably in the above range.
- the composition of the present invention can contain a surfactant.
- a surfactant various surfactants such as a fluorine-based surfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, and a silicone surfactant can be used.
- the surfactant can be referred to in paragraphs [0238 to 0245] of International Publication WO 2015/166779, the content of which is incorporated herein.
- the surfactant is preferably a fluorine-based surfactant.
- a fluorine-based surfactant in the composition of the present invention, liquid properties (in particular, fluidity) can be further improved, and liquid saving can be further improved.
- a film with small thickness unevenness can also be formed.
- the fluorine content in the fluorine-based surfactant is preferably 3 to 40% by mass, more preferably 5 to 30% by mass, and particularly preferably 7 to 25% by mass.
- the fluorine-based surfactant having a fluorine content in this range is effective in terms of the uniformity of the thickness of the coating film and the liquid saving property, and the solubility in the composition is also good.
- fluorine-based surfactant examples include the surfactants described in paragraph Nos. 0060 to 0064 of JP-A-2014-41318 (paragraph Nos. 0060 to 0064 of corresponding international publication 2014/17669) and the like, and the like. Examples thereof include the surfactants described in paragraphs 0117 to 0132 of JP2011-132503A, the contents of which are incorporated herein.
- the fluorine-based surfactant is a molecular structure having a functional group containing a fluorine atom, and an acrylic compound in which a portion of the functional group containing a fluorine atom is cleaved when heat is applied to volatilize the fluorine atom is also preferable. It can be used.
- a fluorochemical surfactant Megafuck DS series (Chemical Chemical Daily, February 22, 2016) manufactured by DIC Corporation (Nikkei Sangyo Shimbun, February 23, 2016), for example, Megafuck DS -21 can be mentioned.
- fluorinated surfactant it is also preferable to use a polymer of a fluorine atom-containing vinyl ether compound having a fluorinated alkyl group or a fluorinated alkylene ether group and a hydrophilic vinyl ether compound as the fluorinated surfactant.
- fluorine-based surfactants can be referred to the description of JP-A-2016-216602, the contents of which are incorporated herein.
- the fluorine-based surfactant a block polymer can also be used.
- the fluorine-based surfactant has a repeating unit derived from a (meth) acrylate compound having a fluorine atom and two or more (preferably five or more) alkyleneoxy groups (preferably ethyleneoxy and propyleneoxy) (meth)
- a fluorine-containing polymer compound containing a repeating unit derived from an acrylate compound can also be preferably used.
- the following compounds are also exemplified as the fluorinated surfactant used in the present invention.
- the weight average molecular weight of the above-mentioned compounds is preferably 3,000 to 50,000, for example, 14,000. In the above compounds,% indicating the proportion of repeating units is mol%.
- a fluorine-based surfactant a fluorine-containing polymer having an ethylenically unsaturated group in the side chain can also be used.
- compounds described in paragraph Nos. 0050 to 0090 and paragraphs 0289 to 0295 of JP-A-2010-164965 for example, Megaface RS-101, RS-102, RS-718K manufactured by DIC Corporation. , RS-72-K and the like.
- the fluorine-based surfactant compounds described in Paragraph Nos. 0015 to 0158 of JP-A-2015-117327 can also be used.
- nonionic surfactants include glycerol, trimethylolpropane, trimethylolethane and ethoxylates and propoxylates thereof (eg, glycerol propoxylate, glycerol ethoxylate, etc.), polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, Polyoxyethylene oleyl ether, polyoxyethylene octyl phenyl ether, polyoxyethylene nonyl phenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid ester, pluronic L10, L31, L61, L62, 10R5, 17R2, 25R2 (BASF Company company), Tetronics 304, 701, 704, 901, 904, 150R1 (BAS).
- glycerol trimethylolpropane
- the content of the surfactant is preferably 0.001% by mass to 5.0% by mass, and more preferably 0.005% to 3.0% by mass, with respect to the total solid content of the composition of the present invention.
- the surfactant may be only one type, or two or more types. In the case of two or more types, the total amount is preferably in the above range.
- the composition of the present invention can contain an ultraviolet absorber.
- an ultraviolet absorber conjugated diene compounds, aminobutadiene compounds, methyldibenzoyl compounds, coumarin compounds, salicylate compounds, benzophenone compounds, benzotriazole compounds, acrylonitrile compounds, azomethine compounds, indole compounds, triazine compounds, and the like can be used. Details of these are described in paragraphs 0052 to 0072 in JP 2012-208374 A, paragraphs 0317 to 0334 in JP 2013-68814 A, and paragraphs 0061 to 0080 in JP 2016-162946 A. The contents of which are incorporated herein by reference.
- Examples of commercially available conjugated diene compounds include UV-503 (manufactured by Daito Kagaku Co., Ltd.).
- Examples of indole compounds include compounds of the following structures.
- MYUA series Chemical Industry Daily, February 1, 2016
- Miyoshi Yushi Miyoshi Yushi
- UV-1 to UV-3 can also be preferably used as the ultraviolet absorber.
- R 101 and R 102 each independently represent a substituent
- m1 and m2 each independently represent 0 to 4.
- R 201 and R 202 each independently represent a hydrogen atom or an alkyl group
- R 203 and R 204 each independently represent a substituent.
- each of R 301 to R 303 independently represents a hydrogen atom or an alkyl group
- R 304 and R 305 each independently represent a substituent.
- the content of the UV absorber is preferably 0.01 to 10% by mass, and more preferably 0.01 to 5% by mass, with respect to the total solid content of the composition of the present invention.
- the ultraviolet absorber may be used alone or in combination of two or more. When using 2 or more types, it is preferable that a total amount becomes said range.
- the composition of the present invention can contain an antioxidant.
- an antioxidant a phenol compound, a phosphite compound, a thioether compound etc.
- the phenolic compound any phenolic compound known as a phenolic antioxidant can be used.
- a preferable phenol compound a hindered phenol compound is mentioned.
- Compounds having a substituent at a site (ortho position) adjacent to the phenolic hydroxy group are preferred.
- the aforementioned substituent is preferably a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms.
- the antioxidant is also preferably a compound having a phenol group and a phosphite group in the same molecule.
- a phosphorus antioxidant can also be used conveniently for antioxidant.
- a phosphorus antioxidant tris [2-[[2,4,8,10-tetrakis (1,1-dimethylethyl) dibenzo [d, f] [1,3,2] dioxaphosphepin-6 -Yl] oxy] ethyl] amine, tris [2-[(4,6,9,11-tetra-tert-butyldibenzo [d, f] [1,3,2] dioxaphosphepin-2-yl And the like]) oxy] ethyl] amine, ethyl phosphite bis (2,4-di-tert-butyl-6-methylphenyl) and the like.
- antioxidants examples include Adekastab AO-20, Adekastab AO-30, Adekastab AO-40, Adekastab AO-50, Adekastab AO-50F, Adekastab AO-60, Adekastab AO-60G, Adekastab AO-80. And Adekastab AO-330 (above, ADEKA Co., Ltd.) and the like.
- the polyfunctional hindered amine antioxidant described in International Publication WO17 / 006600 can also be used as an antioxidant.
- the content of the antioxidant is preferably 0.01 to 20% by mass, and more preferably 0.3 to 15% by mass, with respect to the total solid content of the composition of the present invention.
- One type of antioxidant may be used or two or more types may be used. When using 2 or more types, it is preferable that a total amount becomes said range.
- the composition of the present invention may contain, if necessary, sensitizers, curing accelerators, fillers, heat curing accelerators, plasticizers and other auxiliary agents (eg, conductive particles, fillers, antifoaming agents, A flame retardant, a leveling agent, a peeling accelerator, a fragrance, a surface tension regulator, a chain transfer agent, etc. may be contained.
- auxiliary agents eg, conductive particles, fillers, antifoaming agents, A flame retardant, a leveling agent, a peeling accelerator, a fragrance, a surface tension regulator, a chain transfer agent, etc.
- composition of the present invention may optionally contain a latent antioxidant.
- a latent antioxidant is a compound in which the site that functions as an antioxidant is protected with a protecting group, and is heated at 100 to 250 ° C., or heated at 80 to 200 ° C. in the presence of an acid / base catalyst. In some cases, compounds in which the protective group is eliminated to function as an antioxidant can be mentioned.
- Examples of the latent antioxidant include compounds described in International Publication WO 2014/021023, International Publication WO 2017/030005, and Japanese Unexamined Patent Publication No. 2017-008219. Examples of commercially available products include Adeka ARKRUZ GPA-5001 (manufactured by ADEKA Co., Ltd.) and the like.
- a storage container of the composition of this invention A well-known storage container can be used.
- a container for the purpose of suppressing the mixing of impurities into the raw materials and the composition, a multilayer bottle in which the inner wall of the container is composed of six types and six layers of resin or a bottle in which six types of resin are seven layers It is also preferred to use.
- a container for example, the container described in JP-A-2015-123351 can be mentioned.
- composition of the present invention is not particularly limited.
- it can be preferably used for forming an infrared ray transmission filter or the like.
- the composition of the present invention can be prepared by mixing the aforementioned components. At the time of preparation of the composition, all the components may be simultaneously dissolved or dispersed in a solvent to prepare the composition, or, if necessary, two or more solutions or dispersions in which the respective components are appropriately blended in advance.
- the composition may be prepared by mixing it at the time of use (at the time of application).
- composition of the present invention contains particles such as pigments
- mechanical force used to disperse the particles includes compression, squeezing, impact, shearing, cavitation and the like.
- Specific examples of these processes include bead mills, sand mills, roll mills, ball mills, paint shakers, microfluidizers, high speed impellers, sand grinders, flow jet mixers, high pressure wet atomization, ultrasonic dispersion and the like.
- a bead having a small diameter, treatment under conditions in which the pulverizing efficiency is enhanced by increasing the packing ratio of beads, or the like.
- the process of dispersing particles and the dispersing machine are the dispersion technology and industrial application centering on "Dispersion Technology Complete, Information Technology Co., Ltd. issued July 15, 2005" and "suspension (solid / liquid dispersion system)" The process and the dispersing machine described in Paragraph No.
- JP-A-2015-157893 published on October 10, 1978
- the particles may be subjected to a refinement process in a salt milling step.
- the materials, equipment, processing conditions and the like used in the salt milling step can be referred to, for example, the descriptions of JP-A-2015-194521 and JP-A-2012-04629.
- the composition is preferably filtered with a filter for the purpose of removing foreign matter and reducing defects.
- a filter if it is a filter conventionally used for filtration applications etc., it can be used, without being limited in particular.
- a fluorocarbon resin such as polytetrafluoroethylene (PTFE), a polyamide-based resin such as nylon (for example, nylon-6, nylon-6, 6), or a polyolefin resin such as polyethylene or polypropylene (PP)
- Filters made of materials such as polyolefin resins of Among these materials, polypropylene (including high density polypropylene) and nylon are preferable.
- the pore diameter of the filter is suitably about 0.01 to 7.0 ⁇ m, preferably about 0.01 to 3.0 ⁇ m, and more preferably about 0.05 to 0.5 ⁇ m. If the pore diameter of the filter is in the above range, fine foreign particles can be reliably removed. It is also preferable to use a fibrous filter medium.
- the fibrous filter medium include polypropylene fiber, nylon fiber, glass fiber and the like. Specifically, filter cartridges of SBP type series (SBP 008 and the like), TPR type series (TPR 002, TPR 005 and the like), and SHPX type series (SHPX 003 and the like) manufactured by Loki Techno, Inc. can be mentioned.
- filters different filters (eg, a first filter, a second filter, etc.) may be combined. In that case, filtration with each filter may be performed only once or may be performed twice or more. Moreover, you may combine the filter of a different hole diameter within the range mentioned above.
- the pore size here can refer to the nominal value of the filter manufacturer. As a commercially available filter, for example, it is selected from various filters provided by Nippon Pall Co., Ltd. (DFA4201 NXEY, etc.), Advantech Toyo Co., Ltd., Nippon Entegris Co., Ltd. (old Japan Microlith Co., Ltd.) or Kitz Micro Filter Co., Ltd. can do.
- the second filter can be made of the same material as the first filter.
- the filtration with the first filter may be performed only on the dispersion liquid, and after mixing other components, the filtration may be performed with the second filter.
- the total solid content (solid content concentration) of the composition of the present invention may be changed depending on the method of application, but is preferably, for example, 1 to 50% by mass.
- the lower limit is more preferably 10% by mass or more.
- the upper limit is more preferably 30% by mass or less.
- the composition of the present invention has a film thickness after drying of 0.1 to 50 ⁇ m (preferably 0.1 to 20 ⁇ m, more preferably 0.5 to 10 ⁇ m)
- the maximum value of light transmittance in the thickness direction of the film in the wavelength range of 400 to 1100 nm is 20% or less (preferably 15% or less, more preferably 10% or less), wavelength 1400 to 1500 nm It is preferable to satisfy the spectral characteristics that the minimum value in the range of 70% or more (preferably 75% or more, more preferably 80% or more).
- the composition of the present invention preferably satisfies at least one of the following spectral characteristics (1) to (4).
- the maximum value of light transmittance in the thickness direction of the film in the wavelength range of 400 to 1100 nm is 20% or less (preferably 15% or less, More preferably, it is 10% or less)
- the minimum value in the wavelength range of 1400 to 1500 nm is 70% or more (preferably 75% or more, more preferably 80% or more).
- the maximum value of light transmittance in the thickness direction of the film in the range of 400 to 1100 nm is 20% or less (preferably 15% or less, preferably) More preferably, it is 10% or less), and the minimum value in the wavelength range of 1400 to 1500 nm is 70% or more (preferably 75% or more, more preferably 80% or more).
- the maximum value of light transmittance in the thickness direction of the film in the wavelength range of 400 to 1100 nm is 20% or less (preferably 15% or less, More preferably, it is 10% or less), and the minimum value in the wavelength range of 1400 to 1500 nm is 70% or more (preferably 75% or more, more preferably 80% or more).
- the maximum value of light transmittance in the thickness direction of the film in the wavelength range of 400 to 1100 nm is 20% or less (preferably 15% or less, More preferably, it is 10% or less), and the minimum value in the wavelength range of 1400 to 1500 nm is 70% or more (preferably 75% or more, more preferably 80% or more).
- the minimum value A of absorbance in the wavelength range of 400 to 1100 nm is preferably, for example, 0.1 to 5, and preferably 0.3 to 3 in at least one of the film thicknesses described above. Is more preferred.
- the maximum value B of the absorbance in the wavelength range of 1400 to 1500 nm is, for example, preferably 0.01 to 0.5, and more preferably 0.02 to 0.3.
- a film formed using the composition of the present invention can be preferably used as an infrared ray transmission filter.
- moisture can be detected with high sensitivity by incorporating a film formed using the composition of the present invention into an infrared sensor.
- the pattern formation method includes the steps of forming a composition layer on a support using the composition of the present invention, and forming a pattern on the composition layer by photolithography or dry etching. Is preferred.
- the pattern formation by the photolithography method includes the steps of forming a composition layer on a support using the composition of the present invention, exposing the composition layer in a pattern, and developing and removing the unexposed area. Forming a pattern is preferable. Moreover, the pattern formation by the dry etching method forms a composition layer on a support using the composition of this invention, hardens the composition layer on a support, and forms a hardened
- a charge coupled device CCD
- CMOS complementary metal oxide semiconductor
- a transparent conductive film or the like
- CCD charge coupled device
- CMOS complementary metal oxide semiconductor
- a black matrix may be formed on the support to separate each pixel.
- the support may be provided with a subbing layer, if necessary, for the purpose of improving the adhesion with the upper layer, preventing the diffusion of substances or flattening the surface of the substrate.
- a method of applying the composition to a support known methods can be used. For example, dropping method (drop casting); slit coating method; spraying method; roll coating method; spin coating method (spin coating); cast coating method; slit and spin method; pre-wet method (for example, JP 2009-145395A) Methods described in the publication); Ink jet (for example, on-demand method, piezo method, thermal method), discharge system printing such as nozzle jet, flexographic printing, screen printing, gravure printing, reverse offset printing, metal mask printing method, etc. Various printing methods; transfer methods using a mold or the like; nanoimprint methods and the like.
- the application method in the inkjet is not particularly limited, and for example, the method (in particular, page 115-) disclosed in "Spread and usable inkjet-unlimited possibilities in patents-published in February 2005, resident Betechno Research" Methods described in JP-A-2003-262716, JP-A-2003-185831, JP-A-2003-261827, JP-A-2012-126830, JP-A-2006-169325, etc. It can be mentioned. Moreover, regarding the coating method of the resin composition, the descriptions of International Publication WO 2017/030174 and International Publication WO 2017/018419 can be referred to, and the contents thereof are incorporated in the present specification.
- the composition layer formed on the support may be dried (prebaked). In the case of forming a pattern by a low temperature process, the prebaking may not be performed.
- the prebaking temperature is preferably 150 ° C. or less, more preferably 120 ° C. or less, and still more preferably 110 ° C. or less.
- the lower limit may be, for example, 50 ° C. or more, and may be 80 ° C. or more.
- the pre-bake time is preferably 10 to 3000 seconds, more preferably 40 to 2500 seconds, and still more preferably 80 to 2200 seconds. Drying can be performed on a hot plate, an oven or the like.
- the composition layer is exposed in a pattern (exposure step).
- the composition layer can be pattern-exposed by exposing the composition layer through a mask having a predetermined mask pattern using an exposure apparatus such as a stepper. Thereby, the exposed portion can be cured.
- radiation which can be used at the time of exposure, ultraviolet rays such as g-line and i-line are preferable, and i-line is more preferable.
- Irradiation dose (exposure dose) for example, preferably 0.03 ⁇ 2.5J / cm 2, more preferably 0.05 ⁇ 1.0J / cm 2, most preferably 0.08 ⁇ 0.5J / cm 2 .
- the oxygen concentration at the time of exposure can be appropriately selected, and in addition to being performed under the atmosphere, for example, under a low oxygen atmosphere having an oxygen concentration of 19% by volume or less (eg, 15% by volume, 5% by volume, substantially oxygen free , And may be exposed in a high oxygen atmosphere (for example, 22% by volume, 30% by volume, 50% by volume) in which the oxygen concentration exceeds 21% by volume.
- the exposure illuminance can be set appropriately, and can usually be selected from the range of 1000 W / m 2 to 100000 W / m 2 (for example, 5000 W / m 2 , 15000 W / m 2 , 35000 W / m 2 ) .
- Oxygen concentration and exposure illuminance may appropriately combined conditions, for example, illuminance 10000 W / m 2 at an oxygen concentration of 10 vol%, oxygen concentration of 35 vol% can be such illuminance 20000W / m 2.
- the composition layer in the unexposed area of the composition layer after exposure is developed and removed to form a pattern.
- the development removal of the composition layer in the unexposed area can be carried out using a developer.
- the composition layer in the unexposed area in the exposure step is eluted into the developer, and only the photocured area remains on the support.
- a developing solution an alkaline developing solution which does not damage the solid-state imaging device or circuit of the base is desirable.
- the temperature of the developing solution is preferably, for example, 20 to 30.degree.
- the development time is preferably 20 to 180 seconds.
- the process of shaking off the developer every 60 seconds and further supplying the developer anew may be repeated several times.
- alkaline agent used for a developing solution for example, ammonia water, ethylamine, diethylamine, dimethylethanolamine, diglycolamine, diethanolamine, hydroxyamine, ethylenediamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, Tetrabutylammonium hydroxide, ethyltrimethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethylbis (2-hydroxyethyl) ammonium hydroxide, choline, pyrrole, piperidine, 1,8-diazabicyclo [5.4.0] -7 -Organic alkaline compounds such as undecene, sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogen carbonate Um, sodium silicate, and inorganic alkaline compound such as sodium metasilicate.
- the alkaline agent is preferably a compound having a large molecular weight in terms of the environment and safety.
- an alkaline aqueous solution obtained by diluting such an alkaline agent with pure water is preferably used.
- the concentration of the alkaline agent in the alkaline aqueous solution is preferably 0.001 to 10% by mass, and more preferably 0.01 to 1% by mass.
- a surfactant may be added to the developer.
- surfactant the surfactant mentioned above is mentioned and nonionic surfactant is preferable.
- the developer may be prepared once as a concentrate and diluted to a concentration required for use, from the viewpoint of transportation and storage convenience.
- the dilution ratio is not particularly limited, but can be set, for example, in the range of 1.5 to 100 times.
- a curing step of curing by heat treatment (post-baking) or post-exposure may be performed.
- Post-baking is a heat treatment after development to complete curing.
- 100 to 240 ° C. is preferable, and 200 to 240 ° C. is more preferable.
- the heating temperature is preferably 150 ° C. or less, more preferably 120 ° C. or less, and 100 C. or less is more preferable, and 90 ° C. or less is particularly preferable.
- the lower limit can be, for example, 50 ° C. or higher.
- Post-baking can be carried out continuously or batchwise using a heating means such as a hot plate, convection oven (hot air circulating dryer), high frequency heater or the like so that the film after development is under the above conditions. .
- Post-exposure can be performed by g-ray, h-ray, i-ray, excimer laser such as KrF or ArF, electron beam, X-ray, etc., but it may be performed at a low temperature of about 20 to 50 ° C. with an existing high pressure mercury lamp. preferable.
- the irradiation time is 10 seconds to 180 seconds, preferably 30 seconds to 60 seconds. When post-exposure and post-baking are used in combination, it is preferable to carry out post-exposure first.
- Patterning in the dry etching method cures the composition layer on the support to form a cured layer, and then forms a patterned resist layer on the cured layer, and then a patterned resist. It can carry out by methods, such as dry-etching using etching gas with respect to a hardened material layer, using a layer as a mask.
- etching gas with respect to a hardened material layer
- a layer as a mask As a formation process of a resist layer, the form which implements the heat processing after exposure and the heat processing (post-baking processing) after image development is desirable.
- post-baking processing post-baking processing
- the membrane of the present invention is a membrane obtained from the composition of the present invention described above.
- the film of the present invention can be preferably used as an infrared ray transmission filter. For example, moisture can be detected with high sensitivity by incorporating the film of the present invention into an infrared sensor.
- the film of the present invention preferably has the following spectral characteristics (1).
- the light in the wavelength range of 400 to 1100 nm is blocked, and the infrared rays (preferably, the infrared ray exceeding the wavelength of 1400 nm, more preferably the infrared rays of the wavelength of 1400 to 1500 nm) are It can be a permeable membrane.
- the maximum value of light transmittance in the thickness direction of the film in the wavelength range of 400 to 1100 nm is 20% or less (preferably 15% or less, more preferably 10% or less), and the wavelength of 1400 to 1500 nm
- the minimum value in the range is 70% or more (preferably 75% or more, more preferably 80% or more).
- the thickness of the film of the present invention is not particularly limited, but is preferably 0.1 to 50 ⁇ m, more preferably 0.1 to 20 ⁇ m, and still more preferably 0.5 to 10 ⁇ m.
- the laminate of the present invention includes a layer containing a coloring material that transmits infrared rays and blocks visible light (hereinafter, also referred to as a first layer), and a material that blocks light having a wavelength of more than 1000 nm and 1200 nm or less.
- a laminate having a layer hereinafter also referred to as a second layer
- the ratio A / B which is the ratio of the minimum value A of the absorbance in the wavelength range of 400 to 1100 nm of the laminate to the maximum value B of the absorbance in the range of wavelength of 1400 to 1500 nm is 4.5 or more.
- the value of A / B described above is preferably 10 or more, more preferably 20 or more, and still more preferably 30 or more.
- the upper limit can be, for example, 90 or less.
- the laminate of the present invention can be preferably used as an infrared ray transmission filter. For example, moisture can be detected with high sensitivity by incorporating the laminate of the present invention into an infrared sensor.
- the coloring material for blocking visible light and the material for blocking light having a wavelength of more than 1000 nm and 1200 nm or less the materials described in the above-described composition of the present invention can be used.
- the laminate of the present invention has a maximum value of 20% or less (preferably 15% or less, more preferably 10% or less) in the wavelength range of 400 to 1100 nm of light transmittance in the thickness direction of the laminate.
- the minimum value of light transmittance in the thickness direction of the body in the wavelength range of 1400 to 1500 nm is preferably 70% or more (preferably 75% or more, more preferably 80% or more).
- the laminate of the present invention is preferably any one of the following aspects (1) to (4).
- At least one of the first layer and the second layer contains a compound having a maximum absorption wavelength in the range of more than 700 nm and not more than 1000 nm.
- a layer hereinafter, also referred to as a third layer
- At least one of the first layer and the second layer has a compound having a maximum absorption wavelength in the range of more than 900 nm and 1000 nm or less and a maximum absorption wavelength in the range of 700 nm and 900 nm or less
- And compounds are examples of the first layer and the second layer.
- One of the first layer and the second layer contains a compound having a maximum absorption wavelength in the range of wavelength 900 nm to 1000 nm and the other layer is in the range of wavelength 700 nm to 900 nm It includes compounds having a maximum absorption wavelength.
- the thickness of the laminate of the present invention is preferably 1 to 5 ⁇ m, more preferably 1.5 to 3.5 ⁇ m.
- the lamination order of each layer in the laminate of the present invention is not particularly limited. From the support side, the first layer may be disposed in the order of the second layer, or the second layer may be disposed in the order of the first layer. In the case of further having a third layer, the first layer, the second layer, and the third layer may be arranged in this order from the support side, and the first layer, the third layer, the second layer The layers may be arranged in order, or the second layer, the third layer, the first layer may be arranged in order, and the third layer, the first layer, the second layer may be arranged in order Alternatively, the third layer, the second layer, and the first layer may be arranged in this order.
- the first layer has a maximum value of 20% or less (preferably 15% or less, more preferably 10% or less) in the range of 400 to 700 nm of light transmittance in the thickness direction Is preferred.
- the thickness of the first layer is preferably 0.5 to 4 ⁇ m, and more preferably 1 to 3 ⁇ m.
- the second layer has a maximum value of 20% or less (preferably 15% or less, more preferably 10% or less) in the range of 400 to 700 nm of the light transmittance in the thickness direction
- the minimum value of the light transmittance in the thickness direction in the range of 1400 to 1500 nm is preferably 70% or more (preferably 75% or more, more preferably 80% or more).
- the second layer contains a compound having a maximum absorption wavelength in the range of more than 700 nm and 1000 nm or less
- the second layer has the maximum value of light transmittance in the thickness direction in the range of 700 to 1100 nm. 20% or less (preferably 15% or less, more preferably 10% or less) and in the thickness direction
- the minimum value in the range of 1400 to 1500 nm is 70% or more (preferably 75% or more, more preferably) Is preferably 80% or more).
- the thickness of the second layer is preferably 0.4 to 4 ⁇ m, and more preferably 0.6 to 3 ⁇ m.
- the thickness of the third layer is preferably 0.5 to 2 ⁇ m, more preferably 0.6 to 1.5 ⁇ m.
- the maximum value of light transmittance in the thickness direction in the range of 700 to 1000 nm is 20% or less (preferably 15% or less, more preferably 10% or less) and in the thickness direction
- the minimum value of light transmittance in the range of 1400 to 1500 nm is preferably 70% or more (preferably 75% or more, more preferably 80% or more).
- the infrared transmission filter of the present invention has the film or laminate of the present invention.
- the infrared transmission filter of the present invention is preferably laminated on a support.
- a support those mentioned above can be mentioned.
- the infrared transmission filter of the present invention can also be used in combination with a color filter containing a chromatic coloring agent.
- a color filter can be manufactured using a coloring composition containing a chromatic coloring agent.
- the chromatic colorants include the chromatic colorants described in the composition of the present invention.
- the coloring composition can further contain a resin, a polymerizable compound, a photopolymerization initiator, a surfactant, a solvent, a polymerization inhibitor, an ultraviolet light absorber, and the like. These details include the materials described in the compositions of the present invention, which can be used.
- the infrared transmission filter of the present invention can also be used in combination with other infrared transmission filters having spectral characteristics different from those of the film or laminate of the present invention.
- infrared transmission filters include filters satisfying the spectral characteristics of any of the following (1) to (3).
- the maximum value of light transmittance in the filter thickness direction in the wavelength range of 400 to 750 nm is 20% or less (preferably 15% or less, more preferably 10% or less), and in the filter thickness direction
- a filter whose minimum value of light transmittance in the wavelength range of 900 to 1300 nm is 70% or more (preferably 75% or more, more preferably 80% or more). This filter can block light in the wavelength range of 400 to 750 nm and transmit infrared radiation over a wavelength of 850 nm.
- the maximum value of light transmittance in the thickness direction of the filter in the wavelength range of 400 to 830 nm is 20% or less (preferably 15% or less, more preferably 10% or less), and in the thickness direction of the filter
- a filter whose minimum value of light transmittance in the wavelength range of 1000 to 1300 nm is 70% or more (preferably 75% or more, more preferably 80% or more). This filter can block light in the wavelength range of 400 to 830 nm and transmit infrared radiation exceeding the wavelength of 940 nm.
- the maximum value of light transmittance in the thickness direction of the filter in the wavelength range of 400 to 950 nm is 20% or less (preferably 15% or less, more preferably 10% or less), and in the thickness direction of the filter
- a filter whose minimum value of light transmittance in the wavelength range of 1100 to 1300 nm is 70% or more (preferably 75% or more, more preferably 80% or more). This filter can block light in the wavelength range of 400 to 950 nm and transmit infrared radiation exceeding the wavelength of 1040 nm.
- the solid-state imaging device of the present invention has the above-described film or laminate of the present invention.
- the configuration of the solid-state imaging device of the present invention is the configuration having the film or the laminate of the present invention, and is not particularly limited as long as it functions as a solid-state imaging device. .
- a plurality of photodiodes constituting a light receiving area of a solid-state imaging device (CCD image sensor, CMOS image sensor, etc.) and transfer electrodes made of polysilicon etc. are provided, and photodiodes and photodiodes are formed on the transfer electrodes.
- a light shielding film made of tungsten etc. opened only at the light receiving part has a device protective film made of silicon nitride etc. formed so as to cover the entire light shielding film and the photodiode light receiving part on the light shielding film And the film or laminate of the present invention.
- a constitution having a light collecting means for example, a micro lens etc., hereinafter the same
- a light collecting means for example, a micro lens etc., hereinafter the same
- the configuration may be such that light collecting means is provided on the laminate.
- An infrared sensor of the present invention includes the above-described film of the present invention.
- the configuration of the infrared sensor is not particularly limited as long as it functions as an infrared sensor.
- an embodiment of the infrared sensor of the present invention will be described using the drawings.
- reference numeral 110 denotes a solid-state imaging device.
- An imaging region provided on the solid-state imaging device 110 includes an infrared cut filter 111 and an infrared transmission filter 114.
- a color filter 112 is stacked on the infrared cut filter 111.
- a microlens 115 is disposed on the incident light h ⁇ side of the color filter 112 and the infrared transmission filter 114.
- a planarization layer 116 is formed to cover the microlenses 115.
- the infrared cut filter 111 is a filter that transmits light in the visible light range (for example, light with a wavelength of 400 to 700 nm) and blocks light in the infrared range.
- the color filter 112 is a color filter in which a pixel for transmitting and absorbing light of a specific wavelength in the visible region is formed, and is not particularly limited, and a conventionally known color filter for pixel formation can be used. For example, a color filter in which red (R), green (G), and blue (B) pixels are formed is used.
- R red
- G green
- B blue
- the infrared transmission filter 114 is a filter that has visible light shielding properties and transmits infrared light of a specific wavelength, and is configured of the film or laminate of the present invention having the above-described spectral characteristics.
- an infrared cut filter (another infrared cut filter) different from the infrared cut filter 111 may be further disposed on the planarization layer 116.
- Other infrared cut filters include those having a copper-containing layer and / or a dielectric multilayer film. The details of these may be mentioned above.
- a dual band pass filter may be used as another infrared cut filter.
- the color filter 112 is provided closer to the incident light h ⁇ than the infrared cut filter 111, but the order of the infrared cut filter 111 and the color filter 112 is changed, and the infrared cut is performed.
- the filter 111 may be provided closer to the incident light h ⁇ than the color filter 112.
- the infrared cut filter 111 and the color filter 112 are stacked adjacent to each other, but the filters do not necessarily have to be adjacent to each other, and another layer is provided between them. Also good.
- the infrared transmission filter 114 may further include another infrared transmission filter having a spectral characteristic different from that of the infrared transmission filter 114.
- the infrared sensor shown in FIG. 2 is another embodiment of the infrared sensor according to the present invention, and this infrared sensor is different from the infrared transmitting filter 114 and the infrared transmitting filter 114 in the imaging region of the solid-state imaging device 110.
- the infrared ray transmission filter 120 of FIG. A microlens 115 is disposed on the incident light hh side of the infrared transmission filter 114 and the second infrared transmission filter 120.
- a planarization layer 116 is formed to cover the microlenses 115.
- two or more types of infrared transmission filters having different spectral characteristics may be provided as the second infrared transmission filter 120.
- the film or laminate of the present invention can also be used in image display devices such as liquid crystal display devices and organic electroluminescence (organic EL) display devices.
- image display devices such as liquid crystal display devices and organic electroluminescence (organic EL) display devices.
- organic EL organic electroluminescence
- the liquid crystal display device is described, for example, in “Next-generation liquid crystal display technology (edited by Tatsuo Uchida, published by Industry Research Association, 1994)”.
- the type of liquid crystal display device to which the present invention can be applied is not particularly limited.
- the present invention can be applied to various types of liquid crystal display devices described in the "next-generation liquid crystal display technology".
- the image display device may be an image display device having a white organic EL element as a display element. It is preferable that it is a tandem structure as a white organic EL element. JP-A-2003-45676, supervised by Akiyoshi Mikami, "The forefront of organic EL technology development-High luminance, high accuracy, long life, know-how collection", about the tandem structure of organic EL elements, Technical Information Association, It is described on pages 326-328, 2008, etc.
- the spectrum of white light emitted by the organic EL element preferably has strong maximum emission peaks in the blue region (430 nm-485 nm), the green region (530 nm-580 nm) and the yellow region (580 nm-620 nm). In addition to these emission peaks, it is more preferable to have a maximum emission peak in the red region (650 nm-700 nm).
- Pigment dispersions A-1 to A-2 and pigment dispersions B-1 to B-5 were respectively prepared.
- Pigment dispersion liquid A-1) Red pigment (CI Pigment Red 254) and yellow pigment (CI Pigment Yellow 139 and mixed pigment (red pigment: yellow pigment 70: 30 (mass ratio))
- Pigment Dispersion B-5 Pigment 5: 5.4 parts by mass Derivative 4: 2.1 parts by mass Dispersant 2: 6.0 parts by mass PGMEA: 86.5 parts by mass
- compositions 101 to 108, 201, 301 The composition was prepared by mixing the components described in the following table in the proportions described in the following table. The following table shows the amount used (unit: parts by mass) of the corresponding component.
- composition 401 To 50 mL of a 2.5 mmol / L aqueous solution of sodium citrate, 2.5 mL of 0.5 g / L aqueous solution of polystyrene sulfonic acid was added and heated to 35 ° C. To this solution was added 3 mL of a 10 mmol / L aqueous sodium borohydride solution, and 50 mL of a 0.5 mmol / L aqueous silver nitrate solution was added while stirring at 20 mL / min. The solution was stirred for 30 minutes to make a seed solution.
- a silver sulfite white precipitate mixed solution formed by mixing 107 mL of 0.26 mol / L sodium sulfite aqueous solution and 107 mL of 0.47 mol / L silver nitrate aqueous solution. The mixture was stirred until the silver was sufficiently reduced, and 72 mL of 0.17 mol / L aqueous NaOH solution was added. Thus, a silver tabular grain dispersion A1 was obtained. In the obtained silver tabular grain dispersion liquid A1, it was confirmed that hexagonal tabular grains of silver having an average equivalent circular diameter of 130 nm (hereinafter, referred to as Ag hexagonal tabular grains) were formed.
- Ag hexagonal tabular grains hexagonal tabular grains of silver having an average equivalent circular diameter of 130 nm
- the thickness of the hexagonal tabular grains was measured with an atomic force microscope (Nanocute II, manufactured by Seiko Instruments Inc.), and it was found that tabular grains having an average aspect ratio of 13 and having an average of 10 nm were formed.
- 0.5 mL of 1 mol / L NaOH is added to 60 mL of the obtained silver tabular grain dispersion A1, 90 mL of ion-exchanged water is added, and the mixture is centrifuged in a centrifuge (H-200N manufactured by Koksan Co., Ltd., Ambre Rotor BN) To precipitate Ag hexagonal tabular grains.
- Pigment 1 a compound having the following structure (a compound having a maximum absorption wavelength in the range of more than 700 nm and 900 nm or less)
- Pigment 2 Compound of the following structure (compound having a maximum absorption wavelength in the range of more than 700 nm and 900 nm or less)
- Pigment 3 Compound of the following structure (compound having a maximum absorption wavelength in the range of more than 700 nm and 900 nm or less)
- Pigment 4 Compound of the following structure (compound having a maximum absorption wavelength in the range of wavelength 900 nm to 1000 nm)
- Pigment 5 Compound of the following structure (compound having a maximum absorption wavelength in the range of more than 700 nm and 900 nm or less)
- Dye C-1 Compound of the following structure (compound having a maximum absorption wavelength in the range of more than 1000 nm and 1200 nm or less)
- Dye C-2 Compound of the following structure (compound having
- Dyes C-7 to C-14 Compounds of the following structures (compounds having a maximum absorption wavelength in the range of more than 1000 nm and 1200 nm or less)
- Derivatives 1 to 4 Compounds 1 to 4 of the following structure
- Dispersant 1 Resin of the following structure (the numerical value given to the main chain is the molar ratio of the repeating unit, the numerical value given to the side chain is the number of repeating units.
- Polymerizable compound 1 Compound of the following structure (a mixture of a left compound and a right compound in a molar ratio of 7: 3)
- Polymerizable compound 2 Compound of the following structure
- Silane coupling agent 1 compound of the following structure
- Alkali-soluble resin 1 resin of the following structure (the numerical value attached to the main chain is the molar ratio of the repeating unit.
- Photopolymerization initiator 1 IRGACURE-OXE01 (manufactured by BASF)
- Photopolymerization initiator 2 IRGACURE-OXE02 (manufactured by BASF)
- Photoinitiator 3 Compound of the following structure
- Photopolymerization initiator 4 IRGACURE-369 (manufactured by BASF)
- Organic solvent 1 PGMEA
- each composition was spin-coated on a glass substrate such that the film thickness after post-baking was 1.0 ⁇ m. Subsequently, it heated at 100 degreeC for 120 second using the hotplate. Next, heat treatment (post bake) was performed at 200 ° C. for 300 seconds using a hot plate to form a film.
- Example 18 the composition 201 was spin-coated on a glass substrate such that the film thickness after post-baking was 1.0 ⁇ m. Subsequently, it heated at 100 degreeC for 120 second using the hotplate. Next, heat treatment (post-baking) was performed at 200 ° C. for 300 seconds using a hot plate to form a film. The composition 401 was spin-coated on the surface of this film so that the film thickness after post-baking would be 0.1 ⁇ m. Subsequently, it heated at 100 degreeC for 120 second using the hotplate. Next, heat treatment (post-baking) was performed at 200 ° C. for 300 seconds using a hot plate to form a film, whereby a laminate was manufactured.
- the minimum value A of the absorbance in the wavelength range of 400 to 1100 nm and the wavelength range of 1400 to 1500 nm are measured using an ultraviolet visible near infrared spectrophotometer (U-4100 manufactured by Hitachi High-Technologies Corp.)
- the maximum value B of absorbance was measured.
- a hydroxide aqueous solution manufactured by Fujifilm Electronics Materials Co., Ltd.
- the InGaAs substrate on which the pattern of the IR pixel 1 was formed was rinsed with pure water and then spin-dried. Further, heat treatment (post-baking) was performed for 300 seconds using a hot plate at 200.degree. Then, the composition described in the column of IR pixel 2 in the following table was spin-coated on the InGaAs substrate on which the pattern of IR pixel 1 was formed so that the film thickness after post-baking would be 1.0 ⁇ m. Subsequently, it heated at 100 degreeC for 120 second using the hotplate. Next, exposure and development were performed in the same manner as in IR pixel 1 to form a pattern of IR pixel 2 and a filter was manufactured.
- Example 18 In Example 18, the composition 201 was spin-coated on an InGaAs substrate so that the film thickness after post-baking would be 1.0 ⁇ m. Subsequently, it heated at 100 degreeC for 120 second using the hotplate. Next, heat treatment (post-baking) was performed at 200 ° C. for 300 seconds using a hot plate to form a film. The composition 401 was spin-coated on the surface of this film so that the film thickness after post-baking would be 0.1 ⁇ m. Subsequently, it heated at 100 degreeC for 120 second using the hotplate. Next, heat treatment (post-baking) was performed using a hot plate at 200 ° C. for 300 seconds to form a film, thereby manufacturing a laminate.
- IR pixels 1 of a square pixel pattern of 1.4 ⁇ m square were formed by dry etching using an i-line resist. Subsequently, the composition 201 was spin-coated on the InGaAs substrate on which the pattern of the IR pixel 1 was formed so that the film thickness after post-baking would be 1.0 ⁇ m. Subsequently, it heated at 100 degreeC for 120 second using the hotplate. Subsequently, exposure and development were performed in the same manner as in Examples 1 to 17 to form a pattern of IR pixels 2 to manufacture a filter.
- composition C1 with a lanthanum boride compound, metal tabular grains, quantum dots, and a rare earth atom-containing ceramic having similar light shielding ability instead of the dye C-1.
- Test Example 2 The composition for forming an infrared cut filter was applied by spin coating on an InGaAs substrate so that the film thickness after film formation was 1.0 ⁇ m. Subsequently, it heated at 100 degreeC for 2 minutes using the hotplate. Next, using an i-line stepper exposure apparatus FPA-3000i5 + (Canon Co., Ltd.), exposure was performed at a dose of 1000 mJ / cm 2 through a mask having a 2 ⁇ m square Bayer pattern. Subsequently, paddle development was performed at 23 ° C. for 60 seconds using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH). Then, it rinsed by spin shower and was further rinsed with pure water.
- TMAH tetramethylammonium hydroxide
- a 2 ⁇ m square Bayer pattern (infrared cut filter) was formed by heating at 200 ° C. for 5 minutes using a hot plate.
- the red composition was applied by spin coating so that the film thickness after film formation was 1.0 ⁇ m. Subsequently, it heated at 100 degreeC for 2 minutes using the hotplate.
- FPA-3000i5 + (Canon Co., Ltd.) exposure was performed at a dose of 1000 mJ / cm 2 through a mask having a 2 ⁇ m square Bayer pattern. Subsequently, paddle development was performed at 23 ° C.
- TMAH tetramethylammonium hydroxide
- the red composition was patterned on the Bayer pattern of the infrared cut filter by heating at 200 ° C. for 5 minutes using a hot plate.
- the Green composition and the Blue composition were sequentially patterned to form colored patterns of red, green and blue.
- the composition 101 was applied onto the patterned film by spin coating so that the film thickness after film formation was 2.0 ⁇ m. Subsequently, it heated at 100 degreeC for 2 minutes using the hotplate.
- the Red composition, the Green composition, the Blue composition, and the composition for forming an infrared cut filter used in Test Example 2 are as follows.
- Red composition The following components were mixed and stirred, and then filtered through a nylon filter with a pore size of 0.45 ⁇ m (manufactured by Nippon Pall Co., Ltd.) to prepare a red composition.
- Red pigment dispersion 51.7 parts by mass
- Resin 102 0.6 parts by mass
- Polymerizable compound 2 0.6 parts by mass
- Photopolymerization initiator 1 0.4 parts by mass
- Green composition The following components were mixed and stirred, followed by filtration using a nylon filter with a pore size of 0.45 ⁇ m (manufactured by Nippon Pall Co., Ltd.) to prepare a Green composition.
- Green pigment dispersion ... 73.7 parts by mass Alkali-soluble resin 1 ... 0.3 parts by mass Polymerizable compound 1 ... 1.2 parts by mass Photopolymerization initiator 1 ... 0.6 parts by mass Interface Activator 101 ⁇ 4.2 parts by mass UV absorber (UV-503, manufactured by Daito Kagaku Co., Ltd.) ⁇ 0.5 part by mass PGMEA ⁇ ⁇ 19.5 parts by mass
- Blue composition The following components were mixed and stirred, and then filtered through a nylon filter with a pore size of 0.45 ⁇ m (manufactured by Nippon Pall Co., Ltd.) to prepare a Blue composition.
- Blue pigment dispersion ... 44.9 parts by mass Alkali-soluble resin 1 ... 2.1 parts by mass Polymerizable compound 1 ... 1.5 parts by mass Polymerizable compound 2 ... 0.7 parts by mass Photopolymerization Initiator 1 ⁇ 0.8 parts by weight
- the raw materials used for the Red composition, the Green composition, the Blue composition, and the composition for forming an infrared cut filter are as follows.
- Red pigment dispersion C.I. I. Pigment Red 254, 9.6 parts by mass
- C.I. I. A mixed solution of 4.3 parts by mass of Pigment Yellow 139, 6.8 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK Chemie), and 79.3 parts by mass of PGMEA is bead milled (zirconia beads 0.3 mm in diameter) The mixture was dispersed and mixed for 3 hours to prepare a pigment dispersion.
- dispersion treatment was carried out at a flow rate of 500 g / min under a pressure of 2000 kg / cm 3 using a high pressure disperser NANO-3000-10 (manufactured by Nippon Bei Co., Ltd.) with a pressure reducing mechanism. This dispersion process was repeated 10 times to obtain a red pigment dispersion.
- Blue pigment dispersion C.I. I. Pigment Blue 15: 6, 9.7 parts by mass, C.I. I.
- the mixture was dispersed and mixed for 3 hours to prepare a pigment dispersion. Thereafter, dispersion treatment was carried out at a flow rate of 500 g / min under a pressure of 2000 kg / cm 3 using a high pressure disperser NANO-3000-10 (manufactured by Nippon Bei Co., Ltd.) with a pressure reducing mechanism. This dispersion process was repeated 10 times to obtain a blue pigment dispersion.
- Dispersion D-1 28.1 parts by mass of tin-doped indium oxide powder (P4-ITO manufactured by Mitsubishi Materials Corporation), 18.8 parts by mass of Dispersant 1 (solid content 20%, solvent: propylene glycol monomethyl ether acetate), A mixed solution of 18.8 parts by mass of cyclohexanone was dispersed for 5 hours with a paint shaker (manufactured by Asada Iron Works Co., Ltd.) using zirconia beads of 0.3 mm in diameter to prepare a dispersion D-1.
- a paint shaker manufactured by Asada Iron Works Co., Ltd.
- 110 solid-state imaging device
- 111 infrared cut filter
- 112 color filter
- 114 infrared transmission filter
- 115 microlens
- 116 flattening layer
- 120 second infrared transmission filter
Abstract
Description
(1)400nmにおける分光透過率が20%以下である;
(2)550nmにおける分光透過率が10%以下である;
(3)700nmにおける分光透過率が70%以上である;
(4)分光透過率50%を示す波長が、650nm~680nmの範囲である;
(5)着色感放射線性組成物層が0.55μm~1.8μmの範囲の膜厚を有する。
しかしながら、特許文献1~3等に記載されているような、これまで知られている膜では、波長1400nmを超える赤外線を光源として用いた光センサ等に適用するとノイズが生じ易いことが分かった。
<1> 赤外線を透過させて可視光を遮光する色材と、赤外線吸収剤と、硬化性化合物とを含む組成物であって、
赤外線吸収剤は、波長1000nmを超え1200nm以下の範囲の光を遮光する材料を含み、
組成物の波長400~1100nmの範囲における吸光度の最小値Aと、波長1400~1500nmの範囲における吸光度の最大値Bとの比であるA/Bが4.5以上である、組成物。
<2> 波長1000nmを超え1200nm以下の範囲の光を遮光する材料は、波長1000nmを超え1200nm以下の範囲に極大吸収波長を有する化合物である、<1>に記載の組成物。
<3> 波長1000nmを超え1200nm以下の範囲に極大吸収波長を有する化合物は、波長1400nmにおける吸光度A1400と極大吸収波長における吸光度Amaxとの比である、吸光度Amax/吸光度A1400が4.5以上である、<2>に記載の組成物。
<4> 波長1000nmを超え1200nm以下の範囲の光を遮光する材料は、ジイミニウム化合物、スクアリリウム化合物、クロコニウム化合物、シアニン化合物、ジチオール金属錯体、ホウ化ランタン化合物、金属平板粒子、量子ドットおよび希土類原子含有セラミックから選ばれる少なくとも1種である、<1>に記載の組成物。
<5> 赤外線吸収剤は、更に、波長900nmを超え1000nm以下の範囲に極大吸収波長を有する化合物を含む、<1>~<4>のいずれかに記載の組成物。
<6> 赤外線吸収剤は、更に、波長700nmを超え900nm以下の範囲に極大吸収波長を有する化合物を含む、<1>~<5>のいずれかに記載の組成物。
<7> <1>~<6>のいずれかに記載の組成物から得られる膜。
<8> 膜の厚み方向における光の透過率の、波長400~1100nmの範囲における最大値が20%以下であり、膜の厚み方向における光の透過率の、波長1400~1500nmの範囲における最小値が70%以上である、<7>に記載の膜。
<9> 赤外線を透過させて可視光を遮光する色材を含む層と、波長1000nmを超え1200nm以下の範囲の光を遮光する材料を含む層とを有する積層体であって、
積層体の波長400~1100nmの範囲における吸光度の最小値Aと、波長1400~1500nmの範囲における吸光度の最大値Bとの比であるA/Bが4.5以上である積層体。
<10> 積層体の厚み方向における光の透過率の、波長400~1100nmの範囲における最大値が20%以下であり、積層体の厚み方向における光の透過率の、波長1400~1500nmの範囲における最小値が70%以上である、<9>に記載の積層体。
<11> <7>もしくは<8>に記載の膜、または、<9>もしくは<10>に記載の積層体を有する赤外線透過フィルタ。
<12> <7>もしくは<8>に記載の膜、または、<9>もしくは<10>に記載の積層体を有する固体撮像素子。
<13> <7>もしくは<8>に記載の膜、または、<9>もしくは<10>に記載の積層体を有する赤外線センサ。
本明細書において、赤外線とは、波長700~2,500nmの光(電磁波)をいう。
本明細書における基(原子団)の表記において、置換および無置換を記していない表記は、置換基を有さない基と共に置換基を有する基を包含する。例えば、「アルキル基」とは、置換基を有さないアルキル基(無置換アルキル基)のみならず、置換基を有するアルキル基(置換アルキル基)を包含する。
本明細書において「露光」とは、特に断らない限り、光を用いた露光のみならず、電子線、イオンビーム等の粒子線を用いた描画も露光に含める。また、露光に用いられる光としては、水銀灯の輝線スペクトル、エキシマレーザに代表される遠紫外線、極紫外線(EUV光)、X線、電子線等の活性光線または放射線が挙げられる。
本明細書において、「(メタ)アクリレート」は、アクリレートおよびメタクリレートの双方、または、いずれかを表し、「(メタ)アクリル」は、アクリルおよびメタクリルの双方、または、いずれかを表し、「(メタ)アクリロイル」は、アクリロイルおよびメタクリロイルの双方、または、いずれかを表す。
本明細書において、化学式中のMeはメチル基を、Etはエチル基を、Prはプロピル基を、Buはブチル基を、Phはフェニル基をそれぞれ示す。
本明細書において「工程」との語は、独立した工程だけではなく、他の工程と明確に区別できない場合であってもその工程の所期の作用が達成されれば、本用語に含まれる。
本明細書において、重量平均分子量および数平均分子量は、ゲルパーミエーションクロマトグラフィー(GPC)測定でのポリスチレン換算値として定義される。本明細書において、重量平均分子量(Mw)及び数平均分子量(Mn)は、例えば、HLC-8220(東ソー(株)製)を用い、カラムとしてTSKgel Super AWM―H(東ソー(株)製、6.0mmID(内径)×15.0cm)を用い、溶離液として10mmol/L リチウムブロミドNMP(N-メチルピロリジノン)溶液を用いることによって求めることができる。
本発明に用いられる顔料は、溶剤に溶解しにくい不溶性の色素化合物を意味する。典型的には、組成物中に粒子として分散された状態で存在する色素化合物を意味する。ここで、溶剤とは、任意の溶剤が挙げられ、例えば後述する溶剤の欄で例示する溶剤が挙げられる。本発明に用いられる顔料は、例えば、プロピレングリコールモノメチルエーテルアセテ-トおよび水のいずれに対しても、25℃における溶解度が0.1g/100gSolvent以下が好ましい。
本発明の組成物は、赤外線を透過させて可視光を遮光する色材と、赤外線吸収剤と、硬化性化合物とを含む組成物であって、
赤外線吸収剤は、波長1000nmを超え1200nm以下の範囲の光を遮光する材料を含み、
組成物の波長400~1100nmの範囲における吸光度の最小値Aと、波長1400~1500nmの範囲における吸光度の最大値Bとの比であるA/Bが4.5以上であることを特徴とする。
Aλ=-log(Tλ/100) ・・・(1)
Aλは、波長λにおける吸光度であり、Tλは、波長λにおける透過率(%)である。
本発明において、吸光度の値は、溶液の状態で測定した値であってもよく、本発明の組成物を用いて製膜した膜での値であってもよい。膜の状態で吸光度を測定する場合は、ガラス基板上にスピンコート等の方法により、乾燥後の膜の厚さが所定の厚さとなるように組成物を塗布し、ホットプレートを用いて100℃、120秒間乾燥して調製した膜を用いて測定することが好ましい。膜の厚さは、膜を有する基板について、触針式表面形状測定器(ULVAC社製 DEKTAK150)を用いて測定することができる。
本発明の組成物を、ガラス基板上にスピンコート等の方法により、乾燥後の膜の厚さが所定の厚さとなるように塗布し、ホットプレートを用いて100℃、120秒間乾燥する。膜の厚さは、膜を有する乾燥後の基板を、触針式表面形状測定器(ULVAC社製 DEKTAK150)を用いて測定する。この膜を有する乾燥後の基板を、紫外可視近赤外分光光度計(日立ハイテクノロジーズ社製 U-4100)を用いて、波長300~1300nmの範囲において透過率を測定する。
本発明の組成物は、赤外線を透過させて可視光を遮光する色材(以下、可視光を遮光する色材ともいう)を含有する。
本発明において、可視光を遮光する色材は、紫色から赤色の波長域の光を吸収する色材であることが好ましい。また、本発明において、可視光を遮光する色材は、波長450~650nm(好ましくは波長400~700nm)の波長の光を遮光する色材であることが好ましい。また、本発明において、可視光を遮光する色材は、波長400nm以上700nm以下の範囲に極大吸収波長を有することが好ましい。また、可視光を遮光する色材は、波長1400~1500nmの範囲の光に対する透過性の高い色材であることが好ましい。
本発明において、可視光を遮光する色材は、以下の(1)および(2)の少なくとも一方の要件を満たすことが好ましい。
(1):2種類以上の有彩色着色剤を含み、2種以上の有彩色着色剤の組み合わせで黒色を形成している。
(2):有機系黒色着色剤を含む。(2)の態様において、更に有彩色着色剤を含有することも好ましい。
なお、本発明において、有彩色着色剤とは、白色着色剤および黒色着色剤以外の着色剤を意味する。有彩色着色剤は、波長400nm以上700nm以下の範囲に極大吸収波長を有する着色剤が好ましい。また、「波長400nm以上700nm以下の範囲に極大吸収波長を有する」とは、吸収スペクトルにおいて、波長400nm以上700nm以下の範囲に最大の吸光度を示す波長を有することを意味する。例えば、波長350~1300nmの範囲における吸収スペクトルにおいて、波長400nm以上700nm以下の範囲に最大の吸光度を示す波長を有することが好ましい。
また、本発明において、可視光を遮光する色材としての有機系黒色着色剤は、可視光線を吸収するが、赤外線の少なくとも一部は透過する材料を意味する。したがって、本発明において、可視光を遮光する色材としての有機系黒色着色剤は、可視光線および赤外線の両方を吸収する黒色着色剤、例えば、カーボンブラックやチタンブラックは含まない。有機系黒色着色剤は、波長400nm以上700nm以下の範囲に極大吸収波長を有する着色剤が好ましい。
本発明において、有彩色着色剤は、赤色着色剤、緑色着色剤、青色着色剤、黄色着色剤、紫色着色剤およびオレンジ色着色剤から選ばれる着色剤であることが好ましい。
顔料は、平均粒径(r)が、好ましくは20nm≦r≦300nm、より好ましくは25nm≦r≦250nm、特に好ましくは30nm≦r≦200nmを満たすことが好ましい。ここでいう「平均粒径」とは、顔料の一次粒子が集合した二次粒子についての平均粒径を意味する。
また、使用しうる顔料の二次粒子の粒径分布(以下、単に「粒径分布」ともいう。)は、(平均粒径±100)nmに入る二次粒子が全体の70質量%以上、好ましくは80質量%以上であることが好ましい。なお、二次粒子の粒径分布は、散乱強度分布を用いて測定することができる。
カラーインデックス(C.I.)Pigment Yellow 1,2,3,4,5,6,10,11,12,13,14,15,16,17,18,20,24,31,32,34,35,35:1,36,36:1,37,37:1,40,42,43,53,55,60,61,62,63,65,73,74,77,81,83,86,93,94,95,97,98,100,101,104,106,108,109,110,113,114,115,116,117,118,119,120,123,125,126,127,128,129,137,138,139,147,148,150,151,152,153,154,155,156,161,162,164,166,167,168,169,170,171,172,173,174,175,176,177,179,180,181,182,185,187,188,193,194,199,213,214等(以上、黄色顔料)、
C.I.Pigment Orange 2,5,13,16,17:1,31,34,36,38,43,46,48,49,51,52,55,59,60,61,62,64,71,73等(以上、オレンジ色顔料)、
C.I.Pigment Red 1,2,3,4,5,6,7,9,10,14,17,22,23,31,38,41,48:1,48:2,48:3,48:4,49,49:1,49:2,52:1,52:2,53:1,57:1,60:1,63:1,66,67,81:1,81:2,81:3,83,88,90,105,112,119,122,123,144,146,149,150,155,166,168,169,170,171,172,175,176,177,178,179,184,185,187,188,190,200,202,206,207,208,209,210,216,220,224,226,242,246,254,255,264,270,272,279等(以上、赤色顔料)、
C.I.Pigment Green 7,10,36,37,58,59等(以上、緑色顔料)、
C.I.Pigment Violet 1,19,23,27,32,37,42等(以上、紫色顔料)、
C.I.Pigment Blue 1,2,15,15:1,15:2,15:3,15:4,15:6,16,22,60,64,66,79,80等(以上、青色顔料)、
これら有機顔料は、単独若しくは種々組合せて用いることができる。
(1)黄色着色剤、青色着色剤、紫色着色剤および赤色着色剤を含有する態様。
(2)黄色着色剤、青色着色剤および赤色着色剤を含有する態様。
(3)黄色着色剤、紫色着色剤および赤色着色剤を含有する態様。
(4)黄色着色剤および紫色着色剤を含有する態様。
(5)緑色着色剤、青色着色剤、紫色着色剤および赤色着色剤を含有する態様。
(6)紫色着色剤およびオレンジ色着色剤を含有する態様。
(7)緑色着色剤、紫色着色剤および赤色着色剤を含有する態様。
(8)緑色着色剤および赤色着色剤を含有する態様。
上記(2)の態様の具体例としては、黄色顔料としてのC.I.Pigment Yellow 139または185と、青色顔料としてのC.I.Pigment Blue 15:6と、赤色顔料としてのC.I.Pigment Red 254または224とを含有する態様が挙げられる。
上記(3)の態様の具体例としては、黄色顔料としてのC.I.Pigment Yellow 139または185と、紫色顔料としてのC.I.Pigment Violet 23と、赤色顔料としてのC.I.Pigment Red 254または224とを含有する態様が挙げられる。
上記(4)の態様の具体例としては、黄色顔料としてのC.I.Pigment Yellow 139または185と、紫色顔料としてのC.I.Pigment Violet 23とを含有する態様が挙げられる。
上記(5)の態様の具体例としては、緑色顔料としてのC.I.Pigment Green 7または36と、青色顔料としてのC.I.Pigment Blue 15:6と、紫色顔料としてのC.I.Pigment Violet 23と、赤色顔料としてのC.I.Pigment Red 254または224とを含有する態様が挙げられる。
上記(6)の態様の具体例としては、紫色顔料としてのC.I.Pigment Violet 23と、オレンジ色顔料としてのC.I.Pigment Orange71とを含有する態様が挙げられる。
上記(7)の具体例としては、緑色顔料としてのC.I.Pigment Green 7または36と、紫色顔料としてのC.I.Pigment Violet 23と、赤色顔料としてのC.I.Pigment Red 254または224とを含有する態様が挙げられる。
上記(8)の具体例としては、緑色顔料としてのC.I.Pigment Green 7または36と、赤色顔料としてのC.I.Pigment Red 254または224とを含有する態様が挙げられる。
本発明において、有機系黒色着色剤としては、例えば、ビスベンゾフラノン化合物、アゾメチン化合物、ペリレン化合物、アゾ系化合物などが挙げられ、ビスベンゾフラノン化合物、ペリレン化合物が好ましい。ビスベンゾフラノン化合物としては、特表2010-534726号公報、特表2012-515233号公報、特表2012-515234号公報、国際公開WO2014/208348号公報、特表2015-525260号公報などに記載の化合物が挙げられ、例えば、BASF社製の「Irgaphor Black」として入手可能である。ペリレン化合物としては、C.I.Pigment Black 31、32などが挙げられる。アゾメチン化合物としては、特開平1-170601号公報、特開平2-34664号公報などに記載のものが挙げられ、例えば、大日精化社製の「クロモファインブラックA1103」として入手できる。
また、有彩色着色剤と有機系黒色着色剤との混合割合は、有機系黒色着色剤100質量部に対して、有彩色着色剤が10~200質量部が好ましく、15~150質量部がより好ましい。
本発明の組成物は、赤外線吸収剤を含有する。本発明で用いられる赤外線吸収剤は、波長1000nmを超え1200nm以下の範囲の光を遮光する材料を含む。
波長1000nmを超え1200nm以下の範囲の光を遮光する材料としては、波長1000nmを超え1200nm以下の範囲の光を吸収する材料や、波長1000nmを超え1200nm以下の範囲の光を反射させることで遮光する材料などが挙げられる。波長1000nmを超え1200nm以下の範囲の光を吸収する材料としては、波長1000nmを超え1200nm以下の範囲に極大吸収波長を有する化合物が挙げられる。上記化合物の極大吸収波長は、1030~1170nmの範囲に有することが好ましく、1050~1150nmの範囲に有することがより好ましく、1070~1130nmの範囲に有することが更に好ましい。また、上記化合物は、波長1400nmにおける吸光度A1400と極大吸収波長における吸光度Amaxとの比である、吸光度Amax/吸光度A1400が4.5以上であることが好ましく、10以上であることがより好ましく、30以上であることが更に好ましい。上限は、例えば、90以下が好ましい。この態様によれば、波長1400nmを超える赤外線の透過性を高めることができる。
アルキル基(好ましくは炭素数1~30のアルキル基)、アルケニル基(好ましくは炭素数2~30のアルケニル基)、アルキニル基(好ましくは炭素数2~30のアルキニル基)、アリール基(好ましくは炭素数6~30のアリール基)、アミノ基(好ましくは炭素数0~30のアミノ基)、アルコキシ基(好ましくは炭素数1~30のアルコキシ基)、アリールオキシ基(好ましくは炭素数6~30のアリールオキシ基)、ヘテロアリールオキシ基、アシル基(好ましくは炭素数1~30のアシル基)、アルコキシカルボニル基(好ましくは炭素数2~30のアルコキシカルボニル基)、アリールオキシカルボニル基(好ましくは炭素数7~30のアリールオキシカルボニル基)、アシルオキシ基(好ましくは炭素数2~30のアシルオキシ基)、アシルアミノ基(好ましくは炭素数2~30のアシルアミノ基)、アルコキシカルボニルアミノ基(好ましくは炭素数2~30のアルコキシカルボニルアミノ基)、アリールオキシカルボニルアミノ基(好ましくは炭素数7~30のアリールオキシカルボニルアミノ基)、スルファモイル基(好ましくは炭素数0~30のスルファモイル基)、カルバモイル基(好ましくは炭素数1~30のカルバモイル基)、アルキルチオ基(好ましくは炭素数1~30のアルキルチオ基)、アリールチオ基(好ましくは炭素数6~30のアリールチオ基)、ヘテロアリールチオ基(好ましくは炭素数1~30)、アルキルスルホニル基(好ましくは炭素数1~30)、アリールスルホニル基(好ましくは炭素数6~30)、ヘテロアリールスルホニル基(好ましくは炭素数1~30)、アルキルスルフィニル基(好ましくは炭素数1~30)、アリールスルフィニル基(好ましくは炭素数6~30)、ヘテロアリールスルフィニル基(好ましくは炭素数1~30)、ウレイド基(好ましくは炭素数1~30)、ヒドロキシ基、カルボキシル基、スルホ基、リン酸基、カルボン酸アミド基(好ましくは-NHCORA1で表される基であり、RA1は、炭化水素基または複素環基を表す。炭化水素基および複素環基は、さらに置換基を有してもよい。置換基としては、ハロゲン原子であることが好ましく、フッ素原子であることがより好ましい。)、スルホン酸アミド基(好ましくは-NHSO2RA2で表される基である。RA2は、炭化水素基または複素環基を表す。炭化水素基および複素環基は、さらに置換基を有してもよい。置換基としては、ハロゲン原子であることが好ましく、フッ素原子であることがより好ましい。)、イミド酸基(好ましくは、-SO2NHSO2RA3、-CONHSO2RA4、-CONHCORA5または-SO2NHCORA6で表される基である。RA3~RA6は、それぞれ独立して炭化水素基または複素環基を表す。炭化水素基および複素環基は、さらに置換基を有してもよい。)、メルカプト基、ハロゲン原子、シアノ基、アルキルスルフィノ基、アリールスルフィノ基、ヒドラジノ基、イミノ基、ヘテロアリール基(好ましくは炭素数1~30)。
これらの基は、さらに置換可能な基である場合、さらに置換基を有してもよい。置換基としては、上述した置換基Tで説明した基が挙げられる。
Rs1~Rs3は、それぞれ独立して水素原子またはアルキル基を表し、
As3は複素環基を表し、
ns1は、0以上の整数を表し、
Rs1とRs2は、互いに結合して環を形成してもよく、
Rs1とAs3は、互いに結合して環を形成してもよく、
Rs2とRs3は、互いに結合して環を形成してもよく、
ns1が2以上の場合、複数のRs2およびRs3はそれぞれ同一であってもよく、異なっていてもよい。
Rc1~Rc3は、それぞれ独立して水素原子またはアルキル基を表し、
Ac3は複素環基を表し、
nc1は、0以上の整数を表し、
Rc1とRc2は、互いに結合して環を形成してもよく、
Rc1とAc3は、互いに結合して環を形成してもよく、
Rc2とRc3は、互いに結合して環を形成してもよく、
nc1が2以上の場合、複数のRc2およびRc3はそれぞれ同一であってもよく、異なっていてもよい。
Acy1およびAcy2は、それぞれ独立して複素環基を表すことが好ましい。
Rcy11およびRcy12は、それぞれ独立に置換基を表す。
ncy1は0~2の整数を表し、ncy1が2の場合、複数のRcy4およびRcy5は同一であってもよく、異なっていてもよい。
n11は0~4の整数を表し、n11が2の場合、複数のRcy11は同一であってもよく、異なっていてもよく、n11個のRcy11のうち2つが結合して環を形成してもよい。
n12は0~4の整数を表し、n12が2の場合、複数のRcy12は同一であってもよく、異なっていてもよく、n12個のRcy12のうち2つが結合して環を形成してもよい。
Y1は対アニオンを表す。
また、波長1000nmを超え1200nm以下の範囲の光を遮光する材料としてジイミニウム化合物を用いた場合、ジイミニウム化合物の含有量は、組成物の全固形分の2~40質量%であることが好ましい。上限は、35質量%以下が好ましく、30質量%以下がより好ましい。下限は、3質量%以上が好ましく、5質量%以上がより好ましい。
また、波長1000nmを超え1200nm以下の範囲の光を遮光する材料としてのジイミニウム化合物と、可視光を遮光する色材との合計量は、組成物の全固形分の10~90質量%であることが好ましい。上限は、80質量%以下が好ましく、70質量%以下がより好ましい。下限は、15質量%以上が好ましく、30質量%以上がより好ましい。
また、赤外線吸収剤と可視光を遮光する色材との合計量中における、波長1000nmを超え1200nm以下の範囲の光を遮光する材料としてのジイミニウム化合物の含有量は、10~80質量%であることが好ましい。上限は、70質量%以下が好ましく、50質量%以下がより好ましい。下限は、12質量%以上が好ましく、18質量%以上がより好ましい。
本発明における赤外線吸収剤は、波長900nmを超え1000nm以下の範囲に極大吸収波長を有する化合物を含むことが好ましい。このような化合物を含むことで、波長900~1000nm近傍の赤外線の遮光性を高めることができる。上記化合物の極大吸収波長は、900~990nmの範囲に有することが好ましく、900~980nmの範囲に有することがより好ましく、900~960nmの範囲に有することが更に好ましい。また、上記化合物は、波長1020nmにおける吸光度A1020と極大吸収波長における吸光度Amaxとの比である、吸光度Amax/吸光度A1020が4.5以上であることが好ましく、10以上であることがより好ましく、30以上であることが更に好ましい。上限は、例えば、90以下が好ましい。この態様によれば、波長1000nmを超える赤外線の透過性を高めることができる。
アリール基としては、炭素数6~20のアリール基が好ましく、炭素数6~12のアリール基がより好ましい。フェニル基またはナフチル基が特に好ましい。
ヘテロアリール基は、単環であっても多環であってもよい。ヘテロアリール基を構成するヘテロ原子の数は1~3が好ましい。ヘテロアリール基を構成するヘテロ原子は、窒素原子、酸素原子または硫黄原子が好ましい。ヘテロアリール基の炭素数は3~30が好ましく、3~18がより好ましく、3~12がより好ましい。ヘテロアリール基の具体例としては、例えばイミダゾリル基、ピリジル基、キノリル基、フリル基、チエニル基、ベンズオキサゾリル基、ベンズイミダゾリル基、ベンズチアゾリル基、ナフトチアゾリル基、m-カルバゾリル基、アゼピニル基などが挙げられる。
上述したアリール基およびヘテロアリール基は、置換基を有していてもよく、無置換であってもよい。溶媒に対する溶解性を向上できるという観点から、アリール基およびヘテロアリール基は、置換基を有していることが好ましい。置換基としては、上述した置換基Tで説明した置換基、後述する-L100-X100で表される基などが挙げられる。
アルキル基の炭素数は、1~40が好ましく、1~30がより好ましく、1~25が特に好ましい。アルキル基は直鎖、分岐、環状のいずれでもよいが、直鎖または分岐が好ましく、分岐が特に好ましい。
アルケニル基の炭素数は、2~40が好ましい。下限は、例えば、3以上がより好ましく、5以上が更に好ましく、8以上が一層好ましく、10以上が特に好ましい。上限は、35以下がより好ましく、30以下が更に好ましい。アルケニル基は直鎖、分岐、環状のいずれでもよいが、直鎖または分岐が好ましく、分岐が特に好ましい。
アルコキシ基の炭素数は、1~40が好ましく、1~30がより好ましく、1~25が特に好ましい。アルコキシ基は直鎖、分岐、環状のいずれでもよいが、直鎖または分岐が好ましく、分岐が特に好ましい。
アルキル基の炭素数は、1~18が好ましく、1~10がより好ましく、1~6がさらに好ましく、1~3が特に好ましく、1が最も好ましい。アルキル基は、直鎖、分岐、環状のいずれであってもよい。
アルケニル基の炭素数は、2~18が好ましく、2~10がより好ましく、2~6がさらに好ましく、2~3が特に好ましい。アルケニル基は、直鎖、分岐、環状のいずれであってもよい。
アルキニル基の炭素数は、2~18が好ましく、2~10がより好ましく、2~6がさらに好ましく、2~3が特に好ましい。アルキニル基は、直鎖、分岐、環状のいずれであってもよい。
アリール基の炭素数は、6~12が好ましく、6~8がより好ましく、6がさらに好ましい。
式(A-1)中、R15は、水素原子または炭素数1~18のアルキル基が好ましく、水素原子がより好ましい。式(A-1)中、R16およびR17は、各々独立に、水素原子または炭素数1~18のアルキル基が好ましく、水素原子がより好ましい。
ハロゲン原子としては、フッ素原子、塩素原子、臭素原子、ヨウ素原子が好ましく、塩素原子が特に好ましい。
アルキル基の炭素数としては、1~40が好ましく、1~30がより好ましく、1~25が特に好ましい。アルキル基は直鎖、分岐、環状のいずれでもよいが、直鎖または分岐が好ましく、直鎖が特に好ましい。
アルコキシ基の炭素数としては、1~40が好ましく、1~30がより好ましく、1~25が特に好ましい。アルコキシ基は直鎖、分岐、環状のいずれでもよいが、直鎖または分岐が好ましく、直鎖が特に好ましい。
アリール基の炭素数としては、6~20が好ましく、6~12がより好ましい。
X1およびX2が表す置換基としては、アルキル基、アリール基、ヘテロアリール基、金属原子、-BR23R24で表される基などが挙げられ、水素原子または-BR23R24で表される基が好ましく、-BR23R24で表される基がより好ましい。
アルキル基の炭素数は、1~40が好ましく、1~30がより好ましく、1~25が特に好ましい。アルキル基は、直鎖、分岐、環状のいずれでもよいが、直鎖または分岐が好ましく、直鎖が特に好ましい。
アリール基の炭素数としては、6~20が好ましく、6~12がより好ましい。
ヘテロアリール基は、単環であっても多環であってもよく、単環が好ましい。ヘテロアリール基を構成するヘテロ原子の数は1~3が好ましい。ヘテロアリール基を構成するヘテロ原子は、窒素原子、酸素原子または硫黄原子が好ましい。ヘテロアリール基の炭素数は3~30が好ましく、3~18がより好ましく、3~12がより好ましく、3~5が特に好ましい。
金属原子としては、マグネシウム、アルミニウム、カルシウム、バリウム、亜鉛、スズ、バナジウム、鉄、コバルト、ニッケル、銅、パラジウム、イリジウム、白金が好ましく、アルミニウム、亜鉛、バナジウム、鉄、銅、パラジウム、イリジウム、白金がより好ましい。
ハロゲン原子としては、フッ素原子、塩素原子、臭素原子、ヨウ素原子が好ましく、フッ素原子が特に好ましい。
アルキル基、アリール基、ヘテロアリール基としては、X1およびX2で説明したアルキル基、アリール基、ヘテロアリール基と同様であり、好ましい範囲も同様である。
また、波長900nmを超え1000nm以下の範囲に極大吸収波長を有する化合物と、可視光を遮光する色材との合計量は、組成物の全固形分の10~60質量%であることが好ましい。上限は、55質量%以下が好ましく、50質量%以下がより好ましい。下限は、20質量%以上が好ましく、25質量%以上がより好ましい。
また、赤外線吸収剤と可視光を遮光する色材との合計量中における、波長900nmを超え1000nm以下の範囲に極大吸収波長を有する化合物の含有量は、5~40質量%であることが好ましい。上限は、30質量%以下が好ましく、25質量%以下がより好ましい。下限は、10質量%以上が好ましく、15質量%以上がより好ましい。
本発明における赤外線吸収剤は、更に、波長700nmを超え900nm以下の範囲に極大吸収波長を有する化合物を含むことが好ましい。この態様によれば、可視領域の光をより効果的に遮光でき、可視光線由来のノイズが少ない状態で波長1400nmを超える赤外線を選択的に透過可能な膜を製造しやすい。上記化合物の極大吸収波長は、750~900nmの範囲に有することが好ましく、800~880nmの範囲に有することがより好ましい。
フタロシアニン化合物としては、例えば、特開2012-77153号公報の段落番号0093に記載の化合物、特開2006-343631号公報に記載のオキシチタニウムフタロシアニン、特開2013-195480号公報の段落番号0013~0029に記載の化合物、特許第6081771号公報に記載のバナジウムフタロシアニンが挙げられ、これらの内容は本明細書に組み込まれる。また、フタロシアニン化合物として、下記構造の化合物を用いることもできる。ナフタロシアニン化合物としては、例えば、特開2012-77153号公報の段落番号0093に記載の化合物が挙げられ、この内容は本明細書に組み込まれる。
XAおよびXBはそれぞれ独立に置換基を表し、
GAおよびGBはそれぞれ独立に置換基を表し、
kAは0~nAの整数を表し、kBは0~nBの整数を表し、
nAおよびnBはそれぞれ環Aまたは環Bに置換可能な最大の整数を表し、
XAとGA、XBとGB、XAとXBは、互いに結合して環を形成しても良く、GAおよびGBがそれぞれ複数存在する場合は、互いに結合して環構造を形成していても良い。
-(CH2)n1- ・・・(1)
式(1)中、n1は2または3である。
-(CH2)n2-O-(CH2)n3- ・・・(2)
式(2)中、n2とn3はそれぞれ独立して0~2の整数であり、n2+n3は1または2である。
R1およびR2は、それぞれ独立して、アルキル基またはアリール基を表す。アルキル基およびアリール基は、置換基を有していてもよく、無置換であってもよい。置換基としては置換基Tが挙げられる。
R3~R6は、それぞれ独立して、水素原子、ハロゲン原子、アルキル基またはアルコキシ基を表す。
nは2または3である。
式(C)
R101およびR102は、それぞれ独立に、アルキル基、アルケニル基、アルキニル基、アラルキル基またはアリール基を表し、
L1は、奇数個のメチン基を有するメチン鎖を表し、
aおよびbは、それぞれ独立に、0または1であり、
aが0の場合は、炭素原子と窒素原子とが二重結合で結合し、bが0の場合は、炭素原子と窒素原子とが単結合で結合し、
式中のCyで表される部位がカチオン部である場合、X1はアニオンを表し、cは電荷のバランスを取るために必要な数を表し、式中のCyで表される部位がアニオン部である場合、X1はカチオンを表し、cは電荷のバランスを取るために必要な数を表し、式中のCyで表される部位の電荷が分子内で中和されている場合、cは0である。
また、波長700nmを超え900nm以下の範囲に極大吸収波長を有する化合物と、波長900nmを超え1000nm以下の範囲に極大吸収波長を有する化合物との合計量は、組成物の全固形分の1~30質量%であることが好ましい。上限は、25質量%以下が好ましく、20質量%以下がより好ましい。下限は、3質量%以上が好ましく、5質量%以上がより好ましい。
また、波長700nmを超え900nm以下の範囲に極大吸収波長を有する化合物と、可視光を遮光する色材との合計量は、組成物の全固形分の15~45質量%であることが好ましい。上限は、40質量%以下が好ましく、35質量%以下がより好ましい。下限は、18質量%以上が好ましく、20質量%以上がより好ましい。
また、赤外線吸収剤と可視光を遮光する色材との合計量中における、波長700nmを超え900nm以下の範囲に極大吸収波長を有する化合物の含有量は、1~40質量%であることが好ましい。上限は、38質量%以下が好ましく、35質量%以下がより好ましい。下限は、3質量%以上が好ましく、5質量%以上がより好ましい。
本発明の組成物は、硬化性化合物を含有する。硬化性化合物としては、重合性化合物、樹脂、ゼラチンやセルロース等の天然高分子等が挙げられる。ゼラチンとしては、その合成方法によって、酸処理ゼラチンおよびアルカリ処理ゼラチン(石灰処理など)があり、いずれも好ましく用いることができる。ゼラチンの分子量は、10,000~1,000,000であることが好ましい。また、ゼラチンのアミノ基やカルボキシル基を利用して変性処理した変性ゼラチンも用いることができる(例えば、フタル化ゼラチンなど)。ゼラチンとしては、イナートゼラチン(例えば、新田ゼラチン750)、フタル化ゼラチン(例えば、新田ゼラチン801)などを用いることができる。樹脂は、非重合性の樹脂(重合性基を有さない樹脂)であってもよく、重合性の樹脂(重合性基を有する樹脂)であってもよい。重合性基としては、エチレン性不飽和結合を有する基、エポキシ基、メチロール基、アルコキシメチル基などが挙げられる。エチレン性不飽和結合を有する基としては、ビニル基、(メタ)アリル基、(メタ)アクリロイル基などが挙げられる。なお、重合性の樹脂(重合性基を有する樹脂)は、重合性化合物でもある。
重合性化合物としては、エチレン性不飽和結合を有する基を有する化合物、エポキシ基を有する化合物、メチロール基を有する化合物、アルコキシメチル基を有する化合物等が挙げられる。重合性化合物は、モノマーであってもよく、樹脂であってもよい。エチレン性不飽和結合を有する基を有するモノマータイプの重合性化合物は、ラジカル重合性化合物として好ましく用いることができる。また、エポキシ基を有する化合物、メチロール基を有する化合物、アルコキシメチル基を有する化合物は、カチオン重合性化合物として好ましく用いることができる。
また、エチレン性不飽和結合を有する基を含む化合物としては、特開2017-48367号公報、特許第6057891号公報、特許第6031807号公報に記載されている化合物を用いることもできる。
また、エチレン性不飽和結合を有する基を含む化合物としては、8UH-1006、8UH-1012(大成ファインケミカル(株)製)、ライトアクリレートPOB-A0(共栄社化学(株)製)などを用いることも好ましい。
本発明の組成物は、硬化性化合物として樹脂を用いることができる。硬化性化合物は、樹脂を少なくとも含むものを用いることが好ましい。樹脂は分散剤として用いることもできる。なお、顔料などを分散させるために用いられる樹脂を分散剤ともいう。ただし、樹脂のこのような用途は一例であって、このような用途以外の目的で樹脂を使用することもできる。なお、重合性基を有する樹脂は、重合性化合物にも該当する。
また、重合性化合物(好ましくはエチレン性不飽和結合を有する基を有するモノマータイプの重合性化合物)と酸基を有する樹脂との質量比は、重合性化合物/酸基を有する樹脂=0.4~1.4であることが好ましい。上記質量比の下限は0.5以上が好ましく、0.6以上がより好ましい。上記質量比の上限は1.3以下が好ましく、1.2以下がより好ましい。上記質量比が、上記範囲であれば、より矩形性に優れたパターンを形成することができる。
本発明の組成物は、光重合開始剤を含有することができる。光重合開始剤としては、光ラジカル重合開始剤、光カチオン重合開始剤などが挙げられる。重合性化合物の種類に応じて選択して用いることが好ましい。重合性化合物として、エチレン性不飽和結合を有する基を有する化合物などのラジカル重合性化合物を用いた場合においては、光重合開始剤として光ラジカル重合開始剤を用いることが好ましい。また、重合性化合物としてカチオン重合性化合物を用いた場合においては、光重合開始剤として光カチオン重合開始剤を用いることが好ましい。光重合開始剤としては、特に制限はなく、公知の光重合開始剤の中から適宜選択することができる。例えば、紫外領域から可視領域の光線に対して感光性を有する化合物が好ましい。
光ラジカル重合開始剤としては、例えば、ハロゲン化炭化水素誘導体(例えば、トリアジン骨格を有する化合物、オキサジアゾール骨格を有する化合物など)、アシルホスフィン化合物、ヘキサアリールビイミダゾール、オキシム化合物、有機過酸化物、チオ化合物、ケトン化合物、芳香族オニウム塩、α-ヒドロキシケトン化合物、α-アミノケトン化合物などが挙げられる。光重合開始剤は、露光感度の観点から、トリハロメチルトリアジン化合物、ベンジルジメチルケタール化合物、α-ヒドロキシケトン化合物、α-アミノケトン化合物、アシルホスフィン化合物、ホスフィンオキサイド化合物、メタロセン化合物、オキシム化合物、トリアリールイミダゾールダイマー、オニウム化合物、ベンゾチアゾール化合物、ベンゾフェノン化合物、アセトフェノン化合物、シクロペンタジエン-ベンゼン-鉄錯体、ハロメチルオキサジアゾール化合物および3-アリール置換クマリン化合物が好ましく、オキシム化合物、α-ヒドロキシケトン化合物、α-アミノケトン化合物、および、アシルホスフィン化合物から選ばれる化合物がより好ましく、オキシム化合物が更に好ましい。光ラジカル重合開始剤としては、特開2014-130173号公報の段落0065~0111の記載を参酌でき、この内容は本明細書に組み込まれる。
光カチオン重合開始剤としては、光酸発生剤が挙げられる。光酸発生剤としては、光照射により分解して酸を発生する、ジアゾニウム塩、ホスホニウム塩、スルホニウム塩、ヨードニウム塩などのオニウム塩化合物、イミドスルホネート、オキシムスルホネート、ジアゾジスルホン、ジスルホン、o-ニトロベンジルスルホネート等のスルホネート化合物などを挙げることができる。光カチオン重合開始剤の詳細については特開2009-258603号公報の段落番号0139~0214の記載を参酌でき、この内容は本明細書に組み込まれる。
本発明の組成物は多官能チオールを含有することができる。多官能チオールは、チオール(SH)基を2個以上有する化合物である。多官能チオールは上述の光ラジカル重合開始剤とともに使用することにより、光照射後のラジカル重合過程において、連鎖移動剤として働き、酸素による重合阻害を受けにくいチイルラジカルが発生するので、組成物の感度を高めることができる。特にSH基がメチレン、エチレン基等の脂肪族基に結合した多官能脂肪族チオールが好ましい。
本発明の組成物がエポキシ樹脂を含む場合、エポキシ樹脂硬化剤をさらに含むことが好ましい。エポキシ樹脂硬化剤としては、例えばアミン系化合物、酸無水物系化合物、アミド系化合物、フェノール系化合物、多価カルボン酸などが挙げられる。エポキシ樹脂硬化剤としては耐熱性、硬化物の透明性という観点から多価カルボン酸が好ましく、分子内に二つ以上のカルボン酸無水物基を有する化合物が最も好ましい。エポキシ樹脂硬化剤の具体例としては、ブタン二酸などが挙げられる。エポキシ樹脂硬化剤の詳細については、段落番号0072~0078を参酌でき、この内容は本明細書に組み込まれる。
本発明の組成物は、更に顔料誘導体を含有することができる。顔料誘導体としては、顔料の一部を、酸基、塩基性基、塩構造を有する基又はフタルイミドメチル基で置換した構造を有する化合物が挙げられる。顔料誘導体としては、式(B1)で表される化合物が好ましい。
本発明の組成物は、溶剤を含有することができる。溶剤としては、有機溶剤が挙げられる。溶剤は、各成分の溶解性や組成物の塗布性を満足すれば基本的には特に制限はない。有機溶剤の例としては、例えば、エステル類、エーテル類、ケトン類、芳香族炭化水素類などが挙げられる。これらの詳細については、国際公開WO2015/166779号公報の段落番号0223を参酌でき、この内容は本明細書に組み込まれる。また、環状アルキル基が置換したエステル系溶剤、環状アルキル基が置換したケトン系溶剤を好ましく用いることもできる。有機溶剤の具体例としては、ジクロロメタン、3-エトキシプロピオン酸メチル、3-エトキシプロピオン酸エチル、エチルセロソルブアセテート、乳酸エチル、ジエチレングリコールジメチルエーテル、酢酸ブチル、3-メトキシプロピオン酸メチル、2-ヘプタノン、シクロヘキサノン、酢酸シクロヘキシル、シクロペンタノン、エチルカルビトールアセテート、ブチルカルビトールアセテート、プロピレングリコールモノメチルエーテル、及びプロピレングリコールモノメチルエーテルアセテートなどが挙げられる。本発明において有機溶剤は、1種単独で用いてもよく、2種以上を組み合わせて用いてもよい。また、3-メトキシ-N,N-ジメチルプロパンアミド、3-ブトキシ-N,N-ジメチルプロパンアミドも溶解性向上の観点から好ましい。ただし溶剤としての芳香族炭化水素類(ベンゼン、トルエン、キシレン、エチルベンゼン等)は、環境面等の理由により低減したほうがよい場合がある(例えば、有機溶剤全量に対して、50質量ppm(parts per million)以下とすることもでき、10質量ppm以下とすることもでき、1質量ppm以下とすることもできる)。
本発明の組成物は、重合禁止剤を含有することができる。重合禁止剤としては、ハイドロキノン、p-メトキシフェノール、ジ-tert-ブチル-p-クレゾール、ピロガロール、tert-ブチルカテコール、ベンゾキノン、4,4’-チオビス(3-メチル-6-tert-ブチルフェノール)、2,2’-メチレンビス(4-メチル-6-t-ブチルフェノール)、N-ニトロソフェニルヒドロキシアミン塩(アンモニウム塩、第一セリウム塩等)が挙げられる。中でも、p-メトキシフェノールが好ましい。重合禁止剤の含有量は、本発明の組成物の全固形分に対して、0.001~5質量%が好ましい。
本発明の組成物は、シランカップリング剤を含有することができる。本発明において、シランカップリング剤は、加水分解性基とそれ以外の官能基とを有するシラン化合物を意味する。また、加水分解性基とは、ケイ素原子に直結し、加水分解反応及び縮合反応の少なくともいずれかによってシロキサン結合を生じ得る置換基をいう。加水分解性基としては、例えば、ハロゲン原子、アルコキシ基、アシルオキシ基などが挙げられ、アルコキシ基が好ましい。すなわち、シランカップリング剤は、アルコキシシリル基を有する化合物が好ましい。また、加水分解性基以外の官能基としては、例えば、ビニル基、(メタ)アクリロイル基、メルカプト基、エポキシ基、オキセタニル基、アミノ基、ウレイド基、スルフィド基、イソシアネート基、フェニル基などが挙げられ、(メタ)アクリロイル基およびエポキシ基が好ましい。シランカップリング剤は、特開2009-288703号公報の段落番号0018~0036に記載の化合物、特開2009-242604号公報の段落番号0056~0066に記載の化合物が挙げられ、これらの内容は本明細書に組み込まれる。
本発明の組成物は、界面活性剤を含有することができる。界面活性剤としては、フッ素系界面活性剤、ノニオン系界面活性剤、カチオン系界面活性剤、アニオン系界面活性剤、シリコーン系界面活性剤などの各種界面活性剤を使用することができる。界面活性剤は、国際公開WO2015/166779号公報の段落番号0238~0245を参酌でき、この内容は本明細書に組み込まれる。
本発明の組成物は、紫外線吸収剤を含有することができる。紫外線吸収剤としては、共役ジエン化合物、アミノブタジエン化合物、メチルジベンゾイル化合物、クマリン化合物、サリシレート化合物、ベンゾフェノン化合物、ベンゾトリアゾール化合物、アクリロニトリル化合物、アゾメチン化合物、インドール化合物、トリアジン化合物などを用いることができる。これらの詳細については、特開2012-208374号公報の段落番号0052~0072、特開2013-68814号公報の段落番号0317~0334、特開2016-162946号公報の段落番号0061~0080の記載を参酌でき、これらの内容は本明細書に組み込まれる。共役ジエン化合物の市販品としては、例えば、UV-503(大東化学(株)製)などが挙げられる。インドール化合物としては下記構造の化合物が挙げられる。また、ベンゾトリアゾール化合物としてはミヨシ油脂製のMYUAシリーズ(化学工業日報、2016年2月1日)を用いてもよい。
本発明の組成物は、酸化防止剤を含有することができる。酸化防止剤としては、フェノール化合物、亜リン酸エステル化合物、チオエーテル化合物などが挙げられる。フェノール化合物としては、フェノール系酸化防止剤として知られる任意のフェノール化合物を使用することができる。好ましいフェノール化合物としては、ヒンダードフェノール化合物が挙げられる。フェノール性ヒドロキシ基に隣接する部位(オルト位)に置換基を有する化合物が好ましい。前述の置換基としては炭素数1~22の置換又は無置換のアルキル基が好ましい。また、酸化防止剤は、同一分子内にフェノール基と亜リン酸エステル基を有する化合物も好ましい。また、酸化防止剤は、リン系酸化防止剤も好適に使用することができる。リン系酸化防止剤としてはトリス[2-[[2,4,8,10-テトラキス(1,1-ジメチルエチル)ジベンゾ[d,f][1,3,2]ジオキサホスフェピン-6-イル]オキシ]エチル]アミン、トリス[2-[(4,6,9,11-テトラ-tert-ブチルジベンゾ[d,f][1,3,2]ジオキサホスフェピン-2-イル)オキシ]エチル]アミン、亜リン酸エチルビス(2,4-ジ-tert-ブチル-6-メチルフェニル)などが挙げられる。酸化防止剤の市販品としては、例えば、アデカスタブ AO-20、アデカスタブ AO-30、アデカスタブ AO-40、アデカスタブ AO-50、アデカスタブ AO-50F、アデカスタブ AO-60、アデカスタブ AO-60G、アデカスタブ AO-80、アデカスタブ AO-330(以上、(株)ADEKA)などが挙げられる。また、酸化防止剤として、国際公開WO17/006600号公報に記載された多官能ヒンダードアミン酸化防止剤を用いることもできる。
本発明の組成物は、必要に応じて、増感剤、硬化促進剤、フィラー、熱硬化促進剤、可塑剤及びその他の助剤類(例えば、導電性粒子、充填剤、消泡剤、難燃剤、レベリング剤、剥離促進剤、香料、表面張力調整剤、連鎖移動剤など)を含有してもよい。これらの成分を適宜含有させることにより、膜物性などの性質を調整することができる。これらの成分は、例えば、特開2012-003225号公報の段落番号0183以降(対応する米国特許出願公開第2013/0034812号明細書の段落番号0237)の記載、特開2008-250074号公報の段落番号0101~0104、0107~0109等の記載を参酌でき、これらの内容は本明細書に組み込まれる。
また、本発明の組成物は、必要に応じて、潜在酸化防止剤を含有してもよい。潜在酸化防止剤としては、酸化防止剤として機能する部位が保護基で保護された化合物であって、100~250℃で加熱するか、又は酸/塩基触媒存在下で80~200℃で加熱することにより保護基が脱離して酸化防止剤として機能する化合物が挙げられる。潜在酸化防止剤としては、国際公開WO2014/021023号公報、国際公開WO2017/030005号公報、特開2017-008219号公報に記載された化合物が挙げられる。市販品としては、アデカアークルズGPA-5001((株)ADEKA製)等が挙げられる。
本発明の組成物は、前述の成分を混合して調製できる。組成物の調製に際しては、全成分を同時に溶剤に溶解または分散して組成物を調製してもよいし、必要に応じては、各成分を適宜配合した2つ以上の溶液または分散液をあらかじめ調製し、使用時(塗布時)にこれらを混合して組成物として調製してもよい。
フィルタの孔径は、0.01~7.0μm程度が適しており、好ましくは0.01~3.0μm程度であり、更に好ましくは0.05~0.5μm程度である。フィルタの孔径が上記範囲であれば、微細な異物を確実に除去できる。また、ファイバ状のろ材を用いることも好ましい。ファイバ状のろ材としては、例えばポリプロピレンファイバ、ナイロンファイバ、グラスファイバ等が挙げられる。具体的には、ロキテクノ社製のSBPタイプシリーズ(SBP008など)、TPRタイプシリーズ(TPR002、TPR005など)、SHPXタイプシリーズ(SHPX003など)のフィルタカートリッジが挙げられる。
また、上述した範囲内で異なる孔径のフィルタを組み合わせてもよい。ここでの孔径は、フィルタメーカーの公称値を参照することができる。市販のフィルタとしては、例えば、日本ポール株式会社(DFA4201NXEYなど)、アドバンテック東洋株式会社、日本インテグリス株式会社(旧日本マイクロリス株式会社)又は株式会社キッツマイクロフィルタ等が提供する各種フィルタの中から選択することができる。
第2のフィルタは、第1のフィルタと同様の素材等で形成されたものを使用することができる。
また、第1のフィルタでのろ過は、分散液のみに対して行い、他の成分を混合した後で、第2のフィルタでろ過を行ってもよい。
(1)乾燥後の膜厚が1μmの膜を製膜した際に、膜の厚み方向における光の透過率の、波長400~1100nmの範囲における最大値が20%以下(好ましくは15%以下、より好ましくは10%以下)であり、波長1400~1500nmの範囲における最小値が70%以上(好ましくは75%以上、より好ましくは80%以上)である。
(2)乾燥後の膜厚が2μmの膜を製膜した際に、膜の厚み方向における光の透過率の、波長400~1100nmの範囲における最大値が20%以下(好ましくは15%以下、より好ましくは10%以下)であり、波長1400~1500nmの範囲における最小値が70%以上(好ましくは75%以上、より好ましくは80%以上)である。
(3)乾燥後の膜厚が3μmの膜を製膜した際に、膜の厚み方向における光の透過率の、波長400~1100nmの範囲における最大値が20%以下(好ましくは15%以下、より好ましくは10%以下)であり、波長1400~1500nmの範囲における最小値が70%以上(好ましくは75%以上、より好ましくは80%以上)である。
(4)乾燥後の膜厚が5μmの膜を製膜した際に、膜の厚み方向における光の透過率の、波長400~1100nmの範囲における最大値が20%以下(好ましくは15%以下、より好ましくは10%以下)であり、波長1400~1500nmの範囲における最小値が70%以上(好ましくは75%以上、より好ましくは80%以上)である。
次に、本発明の組成物を用いたパターン形成方法について説明する。パターン形成方法は、本発明の組成物を用いて支持体上に組成物層を形成する工程と、フォトリソグラフィ法またはドライエッチング法により、組成物層に対してパターンを形成する工程と、を含むことが好ましい。
組成物層を形成する工程では、本発明の組成物を用いて、支持体上に組成物層を形成する。支持体としては、例えば、シリコン、無アルカリガラス、ソーダガラス、パイレックス(登録商標)ガラス、石英ガラスなどの材質で構成された基板が挙げられる。また、InGaAs基板などを用いることも好ましい。InGaAs基板は、波長1000nmを超える光に対する感度が良好であるため、InGaAs基板上に本発明の膜を積層することで、感度に優れた赤外線センサが得られやすい。また、支持体には、電荷結合素子(CCD)、相補型金属酸化膜半導体(CMOS)、透明導電膜などが形成されていてもよい。また、支持体には、各画素を隔離するブラックマトリクスが形成されている場合もある。また、支持体には、必要により、上部の層との密着性改良、物質の拡散防止或いは基板表面の平坦化のために下塗り層が設けられていてもよい。
<<露光工程>>
次に、組成物層をパターン状に露光する(露光工程)。例えば、組成物層に対し、ステッパー等の露光装置を用いて、所定のマスクパターンを有するマスクを介して露光することで、組成物層をパターン露光することができる。これにより、露光部分を硬化することができる。露光に際して用いることができる放射線(光)としては、g線、i線等の紫外線が好ましく、i線がより好ましい。照射量(露光量)は、例えば、0.03~2.5J/cm2が好ましく、0.05~1.0J/cm2がより好ましく、0.08~0.5J/cm2が最も好ましい。露光時における酸素濃度については適宜選択することができ、大気下で行う他に、例えば酸素濃度が19体積%以下の低酸素雰囲気下(例えば、15体積%、5体積%、実質的に無酸素)で露光してもよく、酸素濃度が21体積%を超える高酸素雰囲気下(例えば、22体積%、30体積%、50体積%)で露光してもよい。また、露光照度は適宜設定することが可能であり、通常1000W/m2~100000W/m2(例えば、5000W/m2、15000W/m2、35000W/m2)の範囲から選択することができる。酸素濃度と露光照度は適宜条件を組み合わせてよく、例えば、酸素濃度10体積%で照度10000W/m2、酸素濃度35体積%で照度20000W/m2などとすることができる。
次に、露光後の組成物層における未露光部の組成物層を現像除去してパターンを形成する。未露光部の組成物層の現像除去は、現像液を用いて行うことができる。これにより、露光工程における未露光部の組成物層が現像液に溶出し、光硬化した部分だけが支持体上に残る。現像液としては、下地の固体撮像素子や回路などにダメージを与えない、アルカリ現像液が望ましい。現像液の温度は、例えば、20~30℃が好ましい。現像時間は、20~180秒が好ましい。また、残渣除去性を向上するため、現像液を60秒ごとに振り切り、更に新たに現像液を供給する工程を数回繰り返してもよい。
ドライエッチング法でのパターン形成は、支持体上の組成物層を硬化して硬化物層を形成し、次いで、この硬化物層上にパターニングされたレジスト層を形成し、次いで、パターニングされたレジスト層をマスクとして硬化物層に対してエッチングガスを用いてドライエッチングするなどの方法で行うことができる。レジスト層の形成プロセスとしては、露光後の加熱処理、現像後の加熱処理(ポストベーク処理)を実施する形態が望ましい。ドライエッチング法でのパターン形成については、特開2013-064993号公報の段落番号0010~0067の記載を参酌でき、この内容は本明細書に組み込まれる。
次に、本発明の膜について説明する。
本発明の膜は、上述した本発明の組成物から得られる膜である。本発明の膜は、赤外線透過フィルタとして好ましく用いることができる。例えば、本発明の膜を赤外線センサに組み込むことで、水分を感度よく検出することができる。
本発明の膜は、以下の(1)の分光特性を有することが好ましい。この態様によれば、波長400~1100nmの範囲の光を遮光して、可視光線由来のノイズが少ない状態で赤外線(好ましくは、波長1400nmを超える赤外線、より好ましくは波長1400~1500nmの赤外線)を透過可能な膜とすることができる。
次に、本発明の積層体について説明する。本発明の積層体は、赤外線を透過させて可視光を遮光する色材を含む層(以下、第1の層ともいう)と、波長1000nmを超え1200nm以下の範囲の光を遮光する材料を含む層(以下、第2の層ともいう)とを有する積層体であって、
積層体の波長400~1100nmの範囲における吸光度の最小値Aと、波長1400~1500nmの範囲における吸光度の最大値Bとの比であるA/Bが4.5以上である。上述したA/Bの値は、10以上が好ましく、20以上がより好ましく、30以上が更に好ましい。上限は、例えば、90以下とすることができる。本発明の積層体は、赤外線透過フィルタとして好ましく用いることができる。例えば、本発明の積層体を赤外線センサに組み込むことで、水分を感度よく検出することができる。
なお、可視光を遮光する色材、波長1000nmを超え1200nm以下の範囲の光を遮光する材料は、上述した本発明の組成物で説明した材料を用いることができる。
(1)第1の層、および、第2の層の少なくとも一方が、波長700nmを超え1000nm以下の範囲に極大吸収波長を有する化合物を含む。
(2)更に、波長700nmを超え1000nm以下の範囲に極大吸収波長を有する化合物を含む層(以下、第3の層ともいう)を有する。
(3)第1の層、および、第2の層の少なくとも一方が、波長900nmを超え1000nm以下の範囲に極大吸収波長を有する化合物と、波長700nmを超え900nm以下の範囲に極大吸収波長を有する化合物とを含む。
(4)第1の層、および、第2の層の一方が、波長900nmを超え1000nm以下の範囲に極大吸収波長を有する化合物を含み、他方の層が、波長700nmを超え900nm以下の範囲に極大吸収波長を有する化合物を含む。
また、第2の層が波長700nmを超え1000nm以下の範囲に極大吸収波長を有する化合物を含む場合、第2の層は、厚み方向における光の透過率の、700~1100nmの範囲における最大値が20%以下(好ましくは15%以下、より好ましくは10%以下)で、かつ、厚み方向の光透過率の、1400~1500nmの範囲における最小値が70%以上(好ましくは75%以上、より好ましくは80%以上)であることが好ましい。
次に、本発明の赤外線透過フィルタについて説明する。本発明の赤外線透過フィルタは、本発明の膜または積層体を有する。
(1):フィルタの厚み方向における光の透過率の、波長400~750nmの範囲における最大値が20%以下(好ましくは15%以下、より好ましくは10%以下)であり、フィルタの厚み方向における光の透過率の、波長900~1300nmの範囲における最小値が70%以上(好ましくは75%以上、より好ましくは80%以上)であるフィルタ。このフィルタは、波長400~750nmの範囲の光を遮光して、波長850nmを超える赤外線を透過させることができる。
(2):フィルタの厚み方向における光の透過率の、波長400~830nmの範囲における最大値が20%以下(好ましくは15%以下、より好ましくは10%以下)であり、フィルタの厚み方向における光の透過率の、波長1000~1300nmの範囲における最小値が70%以上(好ましくは75%以上、より好ましくは80%以上)であるフィルタ。このフィルタは、波長400~830nmの範囲の光を遮光して、波長940nmを超える赤外線を透過させることができる。
(3):フィルタの厚み方向における光の透過率の、波長400~950nmの範囲における最大値が20%以下(好ましくは15%以下、より好ましくは10%以下)であり、フィルタの厚み方向における光の透過率の、波長1100~1300nmの範囲における最小値が70%以上(好ましくは75%以上、より好ましくは80%以上)であるフィルタ。このフィルタは、波長400~950nmの範囲の光を遮光して、波長1040nmを超える赤外線を透過させることができる。
本発明の固体撮像素子は、上述した本発明の膜または積層体を有する。本発明の固体撮像素子の構成としては、本発明の膜または積層体を有する構成であり、固体撮像素子として機能する構成であれば特に限定はないが、例えば、以下のような構成が挙げられる。
本発明の赤外線センサは、上述した本発明の膜を含む。赤外線センサの構成としては、赤外線センサとして機能する構成であれば特に限定はない。以下、本発明の赤外線センサの一実施形態について、図面を用いて説明する。
図2に示す赤外線センサにおいて、第2の赤外線透過フィルタ120として、異なる分光特性を有する赤外線透過フィルタを2種類以上有していてもよい。
本発明の膜または積層体は、液晶表示装置や有機エレクトロルミネッセンス(有機EL)表示装置などの画像表示装置に用いることもできる。表示装置の定義や各表示装置の詳細については、例えば「電子ディスプレイデバイス(佐々木 昭夫著、(株)工業調査会 1990年発行)」、「ディスプレイデバイス(伊吹 順章著、産業図書(株)平成元年発行)」などに記載されている。また、液晶表示装置については、例えば「次世代液晶ディスプレイ技術(内田 龍男編集、(株)工業調査会 1994年発行)」に記載されている。本発明が適用できる液晶表示装置のタイプは特に制限はなく、例えば、上記の「次世代液晶ディスプレイ技術」に記載されている色々な方式の液晶表示装置に適用できる。
下記組成の混合液を、0.3mm径のジルコニアビーズを使用して、ビーズミル(減圧機構付き高圧分散機NANO-3000-10(日本ビーイーイー(株)製))で、3時間、混合、分散して、顔料分散液A-1~A-2、顔料分散液B-1~B-5をそれぞれ調製した。
(顔料分散液A-1)
・赤色顔料(C.I.Pigment Red 254)と黄色顔料(C.I.Pigment Yellow 139と混合顔料(赤色顔料:黄色顔料=70:30(質量比))・・・18.0質量部
・分散剤1・・・8.1質量部
・プロピレングリコールメチルエーテルアセテート(PGMEA)・・・73.1質量部
・青色顔料(C.I.Pigment Blue 15:6)と紫色顔料(C.I.Pigment Violet 23)との混合顔料(青色顔料:紫色顔料=80:20(質量比))・・・18.0質量部
・分散剤1・・・3.1質量部
・アルカリ可溶性樹脂1・・・5.0質量部
・シクロヘキサノン・・・31.2質量部
・PGMEA・・・42.7質量部
・顔料1・・・5.4質量部
・誘導体1・・・2.1質量部
・分散剤1・・・6.0質量部
・PGMEA・・・86.5質量部
・顔料2・・・5.4質量部
・誘導体1・・・2.1質量部
・分散剤1・・・6.0質量部
・PGMEA・・・86.5質量部
・顔料3・・・5.4質量部
・誘導体2・・・2.1質量部
・分散剤1・・・6.0質量部
・PGMEA・・・86.5質量部
・顔料4・・・5.4質量部
・誘導体3・・・2.1質量部
・分散剤1・・・6.0質量部
・PGMEA・・・86.5質量部
・顔料5・・・5.4質量部
・誘導体4・・・2.1質量部
・分散剤2・・・6.0質量部
・PGMEA・・・86.5質量部
(組成物101~108、201、301)
下記表に記載の成分を、下記表に記載の割合で混合して組成物を調製した。下記表には、該当する成分の使用量(単位:質量部)を示す。
2.5mmol/Lのクエン酸ナトリウム水溶液50mLに0.5g/Lのポリスチレンスルホン酸水溶液を2.5mL添加し、35℃まで加熱した。この溶液に10mmol/Lの水素化ほう素ナトリウム水溶液を3mL添加し、0.5mmol/Lの硝酸銀水溶液50mLを20mL/minで攪拌しながら添加した。この溶液を30分間攪拌し、種溶液を作製した。
次に、この種溶液250mLに10mmol/Lのアスコルビン酸水溶液を2mL添加し、35℃まで加熱した。この溶液に0.5mmol/Lの硝酸銀水溶液79.6mLを10mL/minで攪拌しながら添加した。得られた溶液を30分間攪拌した後、0.35mol/Lのヒドロキノンスルホン酸カリウム水溶液を71.1mL添加し、7質量%ゼラチン水溶液を200g添加した。この溶液に、0.26mol/Lの亜硫酸ナトリウム水溶液107mLと0.47mol/Lの硝酸銀水溶液107mLを混合してできた亜硫酸銀の白色沈殿物混合液を添加した。銀が十分に還元されるまで攪拌し、0.17mol/LのNaOH水溶液72mLを添加した。このようにして銀平板粒子分散液A1を得た。得られた銀平板粒子分散液A1中には、平均円相当径130nmの銀の六角平板粒子(以下、Ag六角平板粒子と称する)が生成していることを確認した。また、原子間力顕微鏡(NanocuteII、セイコーインスツル社製)で、六角平板粒子の厚みを測定したところ、平均10nmであり、アスペクト比が13の平板粒子が生成していることが分かった。
得られた銀平板粒子分散液A1の60mLに、1mol/LのNaOHを0.5mL添加し、イオン交換水90mL添加し、遠心分離器(コクサン社製H-200N、アンブルローターBN)で遠心分離を行い、Ag六角平板粒子を沈殿させた。遠心分離後の上澄み液を捨て、水を10mL添加し、沈殿したAg六角平板粒子をホモジナイザーSX-10(三井電気精器社製)で13000rpmの回転数にて20分かけて再分散させて組成物401を得た。
顔料1:下記構造の化合物(波長700nmを超え900nm以下の範囲に極大吸収波長を有する化合物)
染料C-3:下記構造の化合物(波長700nmを超え900nm以下の範囲に極大吸収波長を有する化合物)
染料C-7~C-14:下記構造の化合物(波長1000nmを超え1200nm以下の範囲に極大吸収波長を有する化合物)
光重合開始剤2:IRGACURE-OXE02(BASF社製)
光重合開始剤3:下記構造の化合物
界面活性剤1:下記混合物(Mw=14000)。下記の式中、繰り返し単位の割合を示す%はモル%である。
実施例1~17、比較例1については、ポストベーク後の膜厚が1.0μmとなるように各組成物をガラス基板上にスピンコートした。次いで、ホットプレートを用いて、100℃、120秒間加熱した。次いで、ホットプレートを用いて200℃、300秒間加熱処理(ポストベーク)を行い、膜を形成した。上記の膜を有するガラス基板を、紫外可視近赤外分光光度計(日立ハイテクノロジーズ社製 U-4100)を用いて波長400~1100nmの範囲における吸光度の最小値Aと、波長1400~1500nmの範囲における吸光度の最大値Bを測定した。
実施例18については、ポストベーク後の膜厚が1.0μmとなるように組成物201をガラス基板上にスピンコートした。次いで、ホットプレートを用いて、100℃、120秒間加熱した。次いで、ホットプレートを用いて200℃、300秒間加熱処理(ポストベーク)を行い膜を形成した。この膜の表面に、ポストベーク後の膜厚が0.1μmとなるように組成物401をガラス基板上にスピンコートした。次いで、ホットプレートを用いて、100℃、120秒間加熱した。次いで、ホットプレートを用いて200℃、300秒間加熱処理(ポストベーク)を行い膜を形成して積層体を製造した。この積層体を有するガラス基板を、紫外可視近赤外分光光度計(日立ハイテクノロジーズ社製 U-4100)を用いて波長400~1100nmの範囲における吸光度の最小値Aと、波長1400~1500nmの範囲における吸光度の最大値Bを測定した。
(実施例1~17、比較例1)
InGaAs基板上に、下記表のIR画素1の欄に記載の組成物を、ポストベーク後の膜厚が1.0μmとなるようにスピンコートした。次いで、ホットプレートを用いて、100℃、120秒間加熱した。
次いで、i線ステッパー露光装置FPA-3000i5+(Canon(株)製)を使用して、1.4μm角の正方形ピクセルパターンが形成されるフォトマスクを用いて50mJ/cm2から750mJ/cm2まで50mJ/cm2ずつ上昇させて、上記正方形ピクセルパターンを解像する最適露光量を決定し、この最適露光量にて露光を行った。
その後、露光された塗布膜が形成されているInGaAs基板をスピン・シャワー現像機(DW-30型、(株)ケミトロニクス製)の水平回転テーブル上に載置し、CD-2060(テトラメチルアンモニウムヒドロキシド水溶液、富士フイルムエレクトロニクスマテリアルズ(株)製)を用いて23℃で60秒間パドル現像を行い、IR画素1のパターンを形成した。IR画素1のパターンが形成されたInGaAs基板を純水でリンス処理を行い、その後スピン乾燥した。さらに、200℃のホットプレートを用いて300秒間加熱処理(ポストベーク)を行った。
次いで、IR画素1のパターンが形成されたInGaAs基板上に、下記表のIR画素2の欄に記載の組成物を、ポストベーク後の膜厚が1.0μmとなるようにスピンコートした。次いで、ホットプレートを用いて、100℃、120秒間加熱した。次いで、IR画素1と同様の方法で露光及び現像してIR画素2のパターンを形成し、フィルタを製造した。
実施例18については、ポストベーク後の膜厚が1.0μmとなるように組成物201をInGaAs基板上にスピンコートした。次いで、ホットプレートを用いて、100℃、120秒間加熱した。次いで、ホットプレートを用いて200℃、300秒間加熱処理(ポストベーク)を行い膜を形成した。この膜の表面に、ポストベーク後の膜厚が0.1μmとなるように組成物401をスピンコートした。次いで、ホットプレートを用いて、100℃、120秒間加熱した。次いで、ホットプレートを用いて200℃、300秒間加熱処理(ポストベーク)を行って膜を形成して積層体を製造した。
次いで、i線レジストを用いたドライエッチングにて1.4μm角の正方形ピクセルパターンのIR画素1を形成した。
次いで、IR画素1のパターンが形成されたInGaAs基板上に、組成物201を、ポストベーク後の膜厚が1.0μmとなるようにスピンコートした。次いで、ホットプレートを用いて、100℃、120秒間加熱した。次いで、実施例1~17と同様の方法で露光及び現像してIR画素2のパターンを形成し、フィルタを製造した。
得られたフィルタを、公知の方法に従い固体撮像素子に組み込んだ。得られた固体撮像素子を用いて水に濡れた白い皿と乾燥した白い皿の画像を撮影し、水に濡れていることが区別できるか評価した。
A:乾燥した皿と水に濡れた皿が明確に区別できた。
B:乾燥した皿と水に濡れた皿が区別できた。
C:乾燥した皿と水に濡れた皿が区別できなかった。
赤外線カットフィルタ形成用組成物を、製膜後の膜厚が1.0μmになるように、InGaAs基板上にスピンコート法で塗布した。次いで、ホットプレートを用いて、100℃で2分間加熱した。次いで、i線ステッパー露光装置FPA-3000i5+(Canon(株)製)を用い、1000mJ/cm2の露光量にて、2μm四方のベイヤーパターンを有するマスクを介して露光した。
次いで、水酸化テトラメチルアンモニウム(TMAH)0.3質量%水溶液を用い、23℃で60秒間パドル現像を行った。その後、スピンシャワーにてリンスを行い、さらに純水にて水洗した。次いで、ホットプレートを用いて、200℃で5分間加熱することで2μm四方のベイヤーパターン(赤外線カットフィルタ)を形成した。
次に、赤外線カットフィルタのベイヤーパターン上に、Red組成物を製膜後の膜厚が1.0μmになるようにスピンコート法で塗布した。次いで、ホットプレートを用い、100℃で2分間加熱した。次いで、i線ステッパー露光装置FPA-3000i5+(Canon(株)製)を用い、1000mJ/cm2の露光量にて、2μm四方のベイヤーパターンを有するマスクを介して露光した。次いで、水酸化テトラメチルアンモニウム(TMAH)0.3質量%水溶液を用い、23℃で60秒間パドル現像を行った。その後、スピンシャワーにてリンスを行い、さらに純水にて水洗した。次いで、ホットプレートを用い、200℃で5分間加熱することで、赤外線カットフィルタのベイヤーパターン上にRed組成物をパターニングした。同様にGreen組成物、Blue組成物を順次パターニングし、赤、緑および青の着色パターンを形成した。
次に、上記パターン形成した膜上に、組成物101を、製膜後の膜厚が2.0μmになるようにスピンコート法で塗布した。次いで、ホットプレートを用いて100℃で2分間加熱した。次いで、i線ステッパー露光装置FPA-3000i5+(Canon(株)製)を用い、1000mJ/cm2の露光量にて、2μm四方のベイヤーパターンを有するマスクを介して露光した。次いで、水酸化テトラメチルアンモニウム(TMAH)0.3質量%水溶液を用い、23℃で60秒間パドル現像を行った。その後、スピンシャワーにてリンスを行い、さらに純水にて水洗した。次いで、ホットプレートを用いて、200℃で5分間加熱することで、赤外線カットフィルタのベイヤーパターンの抜け部分に、赤外線透過フィルタのパターニングを行った。これを公知の方法に従い固体撮像素子に組み込んだ。
得られた固体撮像素子を用いて水に濡れた白い皿と乾燥した白い皿の画像を撮影し、水に濡れていることが区別できるか評価したところ、乾燥した皿と水に濡れた皿が明確に区別できた。
下記成分を混合し、撹拌した後、孔径0.45μmのナイロン製フィルタ(日本ポール(株)製)でろ過して、Red組成物を調製した。
Red顔料分散液 ・・・51.7質量部
樹脂102 ・・・0.6質量部
重合性化合物2 ・・・0.6質量部
光重合開始剤1 ・・・0.4質量部
界面活性剤101 ・・・4.2質量部
紫外線吸収剤(UV-503、大東化学(株)製) ・・・0.3質量部
PGMEA ・・・42.6質量部
下記成分を混合し、撹拌した後、孔径0.45μmのナイロン製フィルタ(日本ポール(株)製)でろ過して、Green組成物を調製した。
Green顔料分散液 ・・・73.7質量部
アルカリ可溶性樹脂1 ・・・0.3質量部
重合性化合物1 ・・・1.2質量部
光重合開始剤1 ・・・0.6質量部
界面活性剤101 ・・・4.2質量部
紫外線吸収剤(UV-503、大東化学(株)製) ・・・0.5質量部
PGMEA ・・・19.5質量部
下記成分を混合し、撹拌した後、孔径0.45μmのナイロン製フィルタ(日本ポール(株)製)でろ過して、Blue組成物を調製した。
Blue顔料分散液 ・・・44.9質量部
アルカリ可溶性樹脂1 ・・・2.1質量部
重合性化合物1 ・・・1.5質量部
重合性化合物2 ・・・0.7質量部
光重合開始剤1 ・・・0.8質量部
界面活性剤101 ・・・4.2質量部
紫外線吸収剤(UV-503、大東化学(株)製) ・・・0.3質量部
PGMEA ・・・45.8質量部
顔料分散液B-1 ・・・12.8質量部
顔料分散液B-4 ・・・33.3質量部
分散液D-1 ・・・13.5質量部
アルカリ可溶性樹脂1 ・・・3.0質量部
重合性化合物1 ・・・0.9質量部
重合性化合物2 ・・・2.1質量部
シランカップリング剤1 ・・・0.9質量部
光重合開始剤1 ・・・1.0質量部
界面活性剤101 ・・・4.2質量部
紫外線吸収剤(UV-503、大東化学(株)製) ・・・1.6質量部
PGMEA ・・・26.7質量部
C.I.Pigment Red 254の9.6質量部、C.I.Pigment Yellow 139の4.3質量部、分散剤(Disperbyk-161、BYKChemie社製)の6.8質量部、PGMEAの79.3質量部を混合した混合液を、ビーズミル(ジルコニアビーズ0.3mm径)により3時間混合および分散して、顔料分散液を調製した。その後さらに、減圧機構付き高圧分散機NANO-3000-10(日本ビーイーイー(株)製)を用いて、2000kg/cm3の圧力下で流量500g/minとして分散処理を行なった。この分散処理を10回繰り返し、Red顔料分散液を得た。
C.I.Pigment Green 36の6.4質量部、C.I.Pigment Yellow 150の5.3質量部、分散剤(Disperbyk-161、BYKChemie社製)の5.2質量部、PGMEAの83.1質量部を混合した混合液を、ビーズミル(ジルコニアビーズ0.3mm径)により3時間混合および分散して、顔料分散液を調製した。その後さらに、減圧機構付き高圧分散機NANO-3000-10(日本ビーイーイー(株)製)を用いて、2000kg/cm3の圧力下で流量500g/minとして分散処理を行なった。この分散処理を10回繰り返し、Green顔料分散液を得た。
C.I.Pigment Blue 15:6の9.7質量部、C.I.Pigment Violet 23の2.4質量部、分散剤(Disperbyk-161、BYKChemie社製)の5.5質量部、PGMEAの82.4質量部を混合した混合液を、ビーズミル(ジルコニアビーズ0.3mm径)により3時間混合および分散して、顔料分散液を調製した。その後さらに、減圧機構付き高圧分散機NANO-3000-10(日本ビーイーイー(株)製)を用いて、2000kg/cm3の圧力下で流量500g/minとして分散処理を行なった。この分散処理を10回繰り返し、Blue顔料分散液を得た。
錫ドープ酸化インジウム粉末(三菱マテリアル(株)製、P4-ITO)の28.1質量部と、分散剤1(固形分20%、溶剤:プロピレングリコールモノメチルエーテルアセテート)の18.8質量部と、シクロヘキサノンの18.8質量部との混合液をペイントシェーカー(浅田鉄工株式会社製)で、直径0.3mmのジルコニアビーズを用いて、5時間分散して、分散液D-1を調製した。
Claims (13)
- 赤外線を透過させて可視光を遮光する色材と、赤外線吸収剤と、硬化性化合物とを含む組成物であって、
前記赤外線吸収剤は、波長1000nmを超え1200nm以下の範囲の光を遮光する材料を含み、
前記組成物の波長400~1100nmの範囲における吸光度の最小値Aと、波長1400~1500nmの範囲における吸光度の最大値Bとの比であるA/Bが4.5以上である、組成物。 - 前記波長1000nmを超え1200nm以下の範囲の光を遮光する材料は、波長1000nmを超え1200nm以下の範囲に極大吸収波長を有する化合物である、請求項1に記載の組成物。
- 前記波長1000nmを超え1200nm以下の範囲に極大吸収波長を有する化合物は、波長1400nmにおける吸光度A1400と極大吸収波長における吸光度Amaxとの比である、吸光度Amax/吸光度A1400が4.5以上である、請求項2に記載の組成物。
- 前記波長1000nmを超え1200nm以下の範囲の光を遮光する材料は、ジイミニウム化合物、スクアリリウム化合物、クロコニウム化合物、シアニン化合物、ジチオール金属錯体、ホウ化ランタン化合物、金属平板粒子、量子ドットおよび希土類原子含有セラミックから選ばれる少なくとも1種である、請求項1に記載の組成物。
- 前記赤外線吸収剤は、更に、波長900nmを超え1000nm以下の範囲に極大吸収波長を有する化合物を含む、請求項1~4のいずれか1項に記載の組成物。
- 前記赤外線吸収剤は、更に、波長700nmを超え900nm以下の範囲に極大吸収波長を有する化合物を含む、請求項1~5のいずれか1項に記載の組成物。
- 請求項1~6のいずれか1項に記載の組成物から得られる膜。
- 前記膜の厚み方向における光の透過率の、波長400~1100nmの範囲における最大値が20%以下であり、前記膜の厚み方向における光の透過率の、波長1400~1500nmの範囲における最小値が70%以上である、請求項7に記載の膜。
- 赤外線を透過させて可視光を遮光する色材を含む層と、波長1000nmを超え1200nm以下の範囲の光を遮光する材料を含む層とを有する積層体であって、
前記積層体の波長400~1100nmの範囲における吸光度の最小値Aと、波長1400~1500nmの範囲における吸光度の最大値Bとの比であるA/Bが4.5以上である積層体。 - 前記積層体の厚み方向における光の透過率の、波長400~1100nmの範囲における最大値が20%以下であり、前記積層体の厚み方向における光の透過率の、波長1400~1500nmの範囲における最小値が70%以上である、請求項9に記載の積層体。
- 請求項7もしくは8に記載の膜、または、請求項9もしくは10に記載の積層体を有する赤外線透過フィルタ。
- 請求項7もしくは8に記載の膜、または、請求項9もしくは10に記載の積層体を有する固体撮像素子。
- 請求項7もしくは8に記載の膜、または、請求項9もしくは10に記載の積層体を有する赤外線センサ。
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