JP2017048260A - Photosensitive composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a photosensitive composition that has, even after an environmental resistance test, a good adhesion to olefin substrate, surface hardness and transparency.SOLUTION: The photosensitive composition is provided that contains a photoinitiator represented by the following general formula (1) and a polymerizable compound having an unsaturated double bond. It is preferred that the content of the photoinitiator and that of the polymerizable compound having an unsaturated double bond are 0.01 to 30 mass% and 70 to 99.99 mass%, respectively, based on the total weight of the photoinitiator and the polymerizable compound having an unsaturated double bond.SELECTED DRAWING: None

Description

  The present invention relates to a photosensitive composition that is cured by light irradiation.

A so-called photosensitive composition that is cured by light irradiation to form a cured coating film on the surface of the substrate is a coating agent, paint, printing ink, etc. from the viewpoint of its excellent workability (fast curing) and low VOC. The scope of its application has expanded.
Generally, a photocurable coating agent consists of a photoinitiator, a polymerizable monomer, an oligomer or a polymer, a colorant, a metal filler and an additive depending on the application.
Examples of the substrate on which the photosensitive composition is coated include PET, acrylic, polycarbonate, nylon, olefin, paper, metal and the like. Among them, particularly for olefin substrates, it is difficult to ensure adhesion, and easy adhesion treatment such as primer pre-coating, ozone treatment and plasma treatment is usually carried out, but this leads to a decrease in productivity.
Therefore, in order to solve this problem, a photosensitive resin mixed with a silica filler has been proposed (for example, see Patent Document 1).

  However, although the invention described in Patent Document 1 has been improved from the viewpoint of coexistence of substrate adhesion and surface hardness, in environmental resistance tests such as a moisture resistance test and a heat resistance test, the inorganic filler and the organic matter There is a problem in that peeling occurs at the interface, resulting in insufficient substrate adhesion, surface hardness, and transparency.

  Therefore, a photosensitive composition having good adhesion to an olefin substrate, surface hardness and transparency even after an environmental resistance test is desired.

JP 2013-186236 A

  An object of this invention is to provide the photosensitive composition with favorable adhesiveness to an olefin base material, surface hardness, and transparency after an environmental resistance test.

  As a result of intensive studies to achieve the above object, the present inventors have reached the present invention. That is, the present invention comprises a photopolymerization initiator (A) represented by the following general formula (1) and a polymerizable compound (B) having an unsaturated double bond ( Q).

In general formula (1), R ^{1 to} R ³ are each independently a hydrogen atom, a halogen atom, an acyl group having 1 to 20 carbon atoms, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, An alkylthio group having 1 to 20 carbon atoms, an alkylsilyl group having 1 to 20 carbon atoms, a nitro group, a carboxyl group, a hydroxyl group, a mercapto group, an amino group, a cyano group, a phenyl group, or a naphthyl group; (X ⁻ ) represents an anion. Represent.

  By using the photosensitive composition of this invention, the hardened | cured material which is excellent in the adhesiveness to an olefin base material, surface hardness, and transparency after an environmental resistance test is obtained.

  The photosensitive composition (Q) of the present invention comprises a photopolymerization initiator (A) represented by the following general formula (1) and a polymerizable compound (B) having an unsaturated double bond. To do.

In general formula (1), R ^{1 to} R ³ are each independently a hydrogen atom, a halogen atom, an acyl group having 1 to 20 carbon atoms, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, An alkylthio group having 1 to 20 carbon atoms, an alkylsilyl group having 1 to 20 carbon atoms, a nitro group, a carboxyl group, a hydroxyl group, a mercapto group, an amino group, a cyano group, a phenyl group, or a naphthyl group; (X ⁻ ) represents an anion. Represent.

  Examples of the halogen atom include fluorine, chlorine, bromine and iodine, and fluorine and bromine are preferable.

  Examples of the acyl group having 1 to 20 carbon atoms include formyl group, acetyl group, propionyl group, isobutyryl group, valeryl group, and cyclohexylcarbonyl group.

  Examples of the alkoxy group having 1 to 20 carbon atoms include linear or branched alkoxy groups having 1 to 20 carbon atoms, such as methoxy group, ethoxy group, n- or iso-propoxy group, n-, sec- or tert-butoxy. Group, n-, iso-, or neo-pentyloxy group, hexyloxy group, heptyloxy group, octyloxy group, hexadecyloxy group, eicosanyloxy group and the like.

  Examples of the alkylthio group having 1 to 20 carbon atoms include an alkylthio group having a linear or branched alkyl group having 1 to 20 carbon atoms, such as methylthio group, ethylthio group, n- or iso-propylthio group, n-, sec- Alternatively, a tert-butylthio group, an n-, iso- or neo-pentylthio group, a hexylthio group, a heptylthio group, an octylthio group, and the like can be given.

  Examples of the alkylsilyl group having 1 to 20 carbon atoms include trialkylsilyl groups such as trimethylsilyl group and triisopropylsilyl group having linear or branched alkyl having 1 to 20 carbon atoms.

In formula (1) (X) ^- as the anion represented by the halide anion, perchloric acid anion, hydroxide anion, thiocyanate anion, dialkyldithiocarbamate anion having 1 to 4 carbon atoms, carbonate Anion, bicarbonate anion, aliphatic or aromatic carboxy anion optionally substituted with halogen (benzoate anion, trifluoroacetate anion, perfluoroalkylacetate anion, phenylglyoxylate anion, etc.), substituted with halogen Aliphatic or aromatic sulfoxy anions (such as trifluoromethanesulfonate anion), hexafluoroantimonate anions (SbF ₆ ⁻ ), phosphine anions [hexafluorophosphine anions (PF ₆ ⁻ ) and trifluoride tris (Perfluoroethyl) phosphine Anions _{(PF 3 (C 2 F 5} ) 3 -) , etc.] and borate anion (tetraphenylborate anion, triphenyl thioxanthene Toni borate anion and butyl triphenyl borate anion), and the like, in view of the photocurable etc. Therefore, a phosphine anion, an aliphatic sulfoxy ion substituted with a halogen, and a borate anion are preferable.

  The photopolymerization initiator (A) in the present invention may be used alone or in combination of two or more.

As the photopolymerization initiator (A) in the present invention, {2,4,6-tris (4-methoxyphenyl) pyrylium tetrafluoroborate salt}, {2,6-diphenyl-4- (p-tolyl) pyrylium Tetrafluoroborate salt}, {(2,4,6-triphenylpyrylium tetrafluoroborate salt), {2,6-bis (biphenyl) -4-phenylpyrylium perchlorate}, {2,4 6-tris (4-hydroxyphenyl) pyrylium tetrafluoroborate salt} and the like.
Among the photopolymerization initiators (A), the photopolymerization initiator (A1) represented by the following general formula (2) {2,4,6-tris (4-methoxyphenyl) pyrylium tetrafluoroborate salt} is preferable.

  The weight ratio of the photopolymerization initiator (A) contained in the photosensitive composition of the present invention is preferably 0 based on the total weight of (A) and (B) from the viewpoint of physical properties of the coating film after curing. 0.01 to 30% by weight, more preferably 0.05 to 80% by weight.

  In the present invention, the polymerizable compound (B) having an unsaturated double bond includes a polymerizable compound (B1) having a vinyl ether group, a polymerizable compound (B2) having an allyl ether group, and a polymerizable compound having a propenyl ether group. (B3), alkene (B4), etc. are mentioned. This polymeric compound (B) may be used individually by 1 type, and may use 2 or more types together.

Examples of the polymerizable compound (B1) having a vinyl ether group include the following monofunctional or polyfunctional vinyl ethers.
The “monofunctional vinyl ether” means a vinyl ether compound having one vinyl group, and the “polyfunctional vinyl ether” means two or more vinyl groups.
Monofunctional vinyl ethers include methyl vinyl ether, ethyl vinyl ether, propyl vinyl ether, n-butyl vinyl ether, t-butyl vinyl ether, 2-ethylhexyl vinyl ether, n-nonyl vinyl ether, lauryl vinyl ether, cyclohexyl vinyl ether, cyclohexyl methyl vinyl ether, 4-methylcyclohexyl methyl ether. Vinyl ether, benzyl vinyl ether, dicyclopentenyl vinyl ether, 2-dicyclopentenoxyethyl vinyl ether, methoxyethyl vinyl ether, ethoxyethyl vinyl ether, butoxyethyl vinyl ether, methoxyethoxyethyl vinyl ether, ethoxyethoxyethyl vinyl ether, methoxypolyethylene glycol vinyl ether, teto Hydrofurfuryl vinyl ether, 2-hydroxyethyl vinyl ether, 2-hydroxypropyl vinyl ether, 4-hydroxybutyl vinyl ether, 4-hydroxymethylcyclohexyl methyl vinyl ether, diethylene glycol monovinyl ether, polyethylene glycol vinyl ether, chloroethyl vinyl ether, chlorobutyl vinyl ether, chloroethoxyethyl Examples include vinyl ether, phenylethyl vinyl ether, phenoxy polyethylene glycol vinyl ether, and the like.

  Examples of the polyfunctional vinyl ether include ethylene glycol divinyl ether, diethylene glycol divinyl ether, polyethylene glycol divinyl ether, propylene glycol divinyl ether, butylene glycol divinyl ether, hexanediol divinyl ether, bisphenol A alkylene oxide divinyl ether, and bisphenol F alkylene oxide divinyl ether. Divinyl ethers: trimethylolethane trivinyl ether, trimethylolpropane trivinyl ether, ditrimethylolpropane tetravinyl ether, glycerin trivinyl ether, pentaerythritol tetravinyl ether, dipentaerythritol pentavinyl ether, dipentaerythritol hexavinyl ether , EO-added trimethylolpropane trivinyl ether, PO-added trimethylolpropane trivinyl ether, EO-added ditrimethylolpropane tetravinyl ether, PO-added ditrimethylolpropane tetravinyl ether, EO-added pentaerythritol tetravinyl ether, PO-added pentaerythritol tetravinyl ether, EO-added diether Examples thereof include pentaerythritol hexavinyl ether and PO-added dipentaerythritol hexavinyl ether.

  Examples of the polymerizable compound (B2) having an allyl ether group include compounds obtained by changing “vinyl ether” of the polymerizable compound (B1) having the vinyl ether group to “allyl ether”.

  Examples of the polymerizable compound (B3) having a propenyl ether group include compounds obtained by changing “vinyl ether” of the polymerizable compound (B1) having a vinyl ether group to “propenyl ether”.

Examples of the alkene (B4) include the following chain alkene (B41) or cyclic alkene (B42).
As the chain alkene (B41), ethylene, propylene, butene, pentene, hexene, heptene, octene, nonene, decene, 2-butene, isobutene, 2-pentene, 3-pentene, 2-hexene, 3-hexene, 4 -Methyl-1-pentene, 2-heptene, 3-heptene, 2-octene, 3-octene, 2-nonene, 3-nonene, 2-decene, 3-decene, acyclic monoterpenes (β-citronellol, Citronellyl acetate, citral dimethyl acetal, allocimene, dihydrolinalool, geraniol, geraniol acetate, geranylacetone, geranyl tiglate, linalool, linalool acetate, linalool propionate, linalool butyrate, nerol and nerol butyrate), sesquiterpenes (farnesol, farnesyl aceto , Nerolidol, α-caryophyllene and valencene, etc.), diterpenes (eg geranyl-linalool and isotretinoin), triterpenes (eg lanosterol and squalene) and other terpenes (β-carotene, coenzyme Q10, α-ionone, β -Ionone, α-isomethylionone, retinoic acid, solanesol and the like).

  Cyclic alkenes (B42) include cyclobutene, cyclopentene, cyclohexene, cycloheptene, cyclooctene, cyclononene, cyclodecene, 2-norbornene, 3a, 4,7,7a-tetrahydroindene, hemiterpenes (α-angelicalactone, etc.) Monocyclic monoterpenes (such as carvone, chrysanthemol, grangesol, junionone, terpineol, thioterpineol, limonene, ferrandolene, terpinene-4-ol, isopulegol, piperidone, sobrerol, terpinolene, terpinene and terpinyl acetate) Bicyclic monoterpenes (camphen, 3-carene, α-pinene, β-pinene, berbenone, etc.) and the like can be mentioned.

Of the polymerizable compound (B) having an unsaturated double bond, from the viewpoint of environmental resistance and the like, it is preferable that at least one selected from the group consisting of (B1) to (B3) and (B4). More preferred is the combined use of (B42) with at least one selected from the group consisting of (B1) to (B3), and particularly preferred is the combined use of (B3) and (B42). .
When (B1) to (B3) and (B4) are used in combination, the weight ratio [(B1) to (B3) / (4)] of the sum of (B1) to (B3) and (B4) is , Preferably 3/97 to 50/50, more preferably 4/96 to 20/80.

  The weight ratio of the polymerizable compound (B) having an unsaturated double bond contained in the photosensitive composition of the present invention is based on the total weight of (A) and (B) from the viewpoints of adhesion and surface hardness. The content is preferably 70 to 99.99% by weight, and more preferably 80 to 99.95% by weight.

  The photosensitive composition of the present invention may contain a solvent, a sensitizer, a polymerization inhibitor, and an adhesion-imparting agent (such as a silane coupling agent) as necessary, as other components. Other additives (such as antifoaming agents, storage stabilizers, colorants, metal fillers, metal oxide fillers, antibacterial agents, leveling agents, thickeners and / or viscoelasticity modifiers; 154609 and the like) and the like.

Solvents include glycol ethers (ethylene glycol monoalkyl ether, propylene glycol monoalkyl ether, etc.), ketones (acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, etc.), esters (ethyl acetate, butyl acetate, ethylene glycol alkyl ether). Acetate and propylene glycol alkyl ether acetate, etc.), aromatic hydrocarbons (toluene, xylene, mesitylene, limonene, etc.), alcohols (methanol, ethanol, normal propanol, isopropanol, butanol, geraniol, linalool, citronellol, etc.) and ethers (Tetrahydrofuran and 1,8-cineole etc.). These may be used alone or in combination of two or more.
The content of the solvent in the photosensitive composition is preferably 0 to 99% by weight, more preferably 3 to 95% by weight, and particularly preferably 5 to 90% by weight.

  Examples of the sensitizer include ketocoumarin, fluorene, thioxanthone, anthraquinone, naphthiazoline, biacetyl, benzyl and derivatives thereof, perylene, and substituted anthracene. The content of the sensitizer is preferably 0 to 20% by weight, more preferably 1 to 15% by weight, and particularly preferably 5 to 10% by weight with respect to the photosensitive composition.

  Examples of the polymerization inhibitor include hydroquinone and methyl ether hydroquinone. The content of the polymerization inhibitor is preferably 0.005 to 0.5% by weight based on the total weight of the photosensitive composition. The polymerization inhibitor contained in the photosensitive composition may be derived from the polymerization inhibitor contained in the polymerizable compound (B) having an unsaturated double bond from the beginning. What was newly added when manufacturing a composition may be used.

  Adhesion imparting agents include γ-aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, vinyltriethoxysilane, γ-glycidoxypropyltriethoxysilane, γ-methacryloxypropyltrimethoxysilane, urea propyltri Examples include ethoxysilane, tris (acetylacetonate) aluminum, and acetylacetate aluminum diisopropylate. The content of the adhesion-imparting agent is preferably 0 to 20% by weight, more preferably 1 to 15% by weight, and particularly preferably 5 to 10% by weight with respect to the photosensitive composition.

  Examples of colorants include β-naphthol, β-oxynaphthoic acid anilide, acetoacetanilide, pyrazolone and other soluble azo pigments, β-naphthol, β-oxynaphthoic acid, β-oxynaphthoic acid Insoluble azo pigments such as anilide, acetoacetanilide monoazo, acetoacetate anilide disazo, pyrazolone, phthalocyanine pigments such as copper phthalosinine blue, halogenated copper phthalocyanine blue, sulfonated copper phthalocyanine blue, metal-free phthalocyanine, iso Examples thereof include polycyclic or heterocyclic compounds such as sindrinone, quinacridone, dioxazine, perinone, and perylene.

  As a metal filler, the metal filler etc. which chemically modified surfaces, such as palladium, nickel, copper, silver, and gold, are mentioned.

  Examples of the metal oxide filler include oxides whose surfaces are chemically modified, such as titanium oxide, aluminum oxide, barium titanate, calcium zirconate, niobium oxide, and lead zirconate titanate.

  In the photosensitive composition of the present invention, the photopolymerization initiator (A) represented by the general formula (1), the polymerizable compound (B) having an unsaturated double bond, and other components used as necessary are known. Mixing and / or kneading apparatus [mixing container with stirring device (mixing container with blade type stirring apparatus and mixing container with vibration type stirring apparatus), universal mixing container (planetary mixer, etc.), ball mill, three roll mill, etc.], etc. There is no restriction | limiting in a manufacturing method and mixing temperature is 10 to 40 degreeC (preferably 20 to 30 degreeC) normally. Further, in the mixing of the photopolymerization initiator (A), the polymerizable compound (B) having a saturated double bond, and other components used as necessary, there is no limitation on the mixing order.

The cured product of the present invention is formed by curing the photosensitive composition. Preferably, the photosensitive composition is photocured by irradiation with an actinic ray of 360 nm to 830 nm to obtain a cured product.
In addition to the commonly used high-pressure mercury lamps, ultrahigh-pressure mercury lamps, metal halide lamps, and high-power metal halide lamps are used for photocuring (the latest trends in UV and EB curing technologies, edited by Radtech Study Group, CMC Publishing, 138 Page 2006). Moreover, the irradiation apparatus using an LED light source can also be used conveniently. Heating may be performed for the purpose of improving the reaction rate. The heating temperature is usually 30 ° C to 200 ° C, preferably 35 ° C to 150 ° C, more preferably 40 ° C to 120 ° C.

  The photosensitive composition of the present invention is applied to a substrate [wood, stone, glass, concrete, metal, plastic, and composite materials thereof (metal-deposited plastic, etc.)] and then cured by irradiation with the actinic ray. A cured product can be formed. Since a cured product having particularly excellent resin physical properties can be formed, a coating agent (protective coating agent, etc.) for imparting a function to the substrate surface, a gap filler used for a gap of the substrate, on the substrate It is suitable as a sealant for components installed on the substrate and an adhesive when other components are installed on the substrate.

  As a method for applying the photosensitive composition of the present invention to a substrate, known coating methods (dip coating, spray coating, bar coater coating, roll coater coating, Mayer bar coating, air knife coating, gravure coating, etc. Coating, reverse gravure coating, spin coater coating, etc.) and known printing methods (lithographic printing, carton printing, metal printing, offset printing, screen printing, gravure printing, inkjet printing, etc.) can be applied.

  EXAMPLES Hereinafter, although an Example demonstrates this invention further, this invention is not limited to these. Hereinafter, unless otherwise specified, “%” means “% by weight” and “part” means “part by weight”.

Examples 1-11, Comparative Example 1
<Preparation of photosensitive composition (Q)>
The photopolymerization initiator (A) described in Table 1 and the polymerizable compound (B) having an unsaturated double bond were mixed in the number of parts described in Table 1, and the photosensitive composition (Q-1) of the present invention was mixed. ) To (Q-11), a comparative photosensitive composition (Q′-1) was produced. Mixing was performed at room temperature (20-25 degreeC) using the mixing container with a blade | wing type stirring apparatus.
Next, the obtained photosensitive composition was cured in accordance with [Curing method] described later, and the physical properties of the obtained cured product were evaluated by the method described later. The results are shown in Table 2.

The following were used as the photopolymerization initiator (A) and the polymerizable compound (B) having an unsaturated double bond shown in Table 1.
<Photopolymerization initiator (A)>
(A1-1): “S921874” manufactured by SIGMA-ALDRICH
{2,4,6-Tris (4-methoxyphenyl) pyrylium
Tetrafluoroborate salt}
(A-2): “S920681” manufactured by SIGMA-ALDRICH
{2,6-diphenyl-4- (p-tolyl) pyrylium
Tetrafluoroborate salt}
(A-3): “272345” manufactured by SIGMA-ALDRICH
{(2,4,6-Triphenylpyrylium tetrafluoroborate salt}
(A-4): “S242020” manufactured by SIGMA-ALDRICH
{2,6-bis (biphenyl) -4-phenylpyrylium perchlorate}
(A-5): “S129720” manufactured by SIGMA-ALDRICH
{2,4,6-Tris (4-hydroxyphenyl) pyrylium
Tetrafluoroborate salt}
(A′-1): “Lucirin TPO” manufactured by BASF, acylphosphine oxide

<Polymerizable compound (B) having an unsaturated double bond>
(B1-1): “B0746” manufactured by Tokyo Chemical Industry Co., Ltd., butyl vinyl ether (B3-1): “E1052” manufactured by Tokyo Chemical Industry Co., Ltd., ethyl propenyl ether (B4-1): “manufactured by Tokyo Chemical Industry Co., Ltd.” N0166 ”, 2-norbornene (B4-2):“ T1315 ”manufactured by Tokyo Chemical Industry Co., Ltd., 3a, 4, 7, 7a-tetrahydroindene (B4-3):“ L0046 ”manufactured by Tokyo Chemical Industry Co., Ltd., limonene

[Curing method]
Each photosensitive composition was applied onto a COP (cycloolefin polymer) film [ARTON film FLZL100 manufactured by JSR Corporation] having a thickness of 100 μm using an applicator so as to have a film thickness of 200 μm. After that, using a belt conveyor type UV irradiation device (eye graphics “ECS-151U”), a cured film of the photosensitive composition is prepared by exposing at 365 nm under an exposure amount of 75 mJ / cm ^2. did.

<Base material adhesion>
Based on JIS K-5600-5-6, a cross cellophane tape peeling test (1 mm interval, 100 eyes) “number of remaining eyes / 100” was performed to evaluate adhesion. The greater the number of remaining eyes, the better the adhesion.

<Surface hardness>
Based on JIS K-5600-5-4, pencil hardness was measured as an index of surface hardness. The higher the hardness of the pencil lead, the higher the hardness.

<Transparency>
In accordance with JIS K7136, measurement was performed with a total light transmittance measuring device [“haze-garddual” manufactured by BYK Gardner]. A preferable region from the viewpoint of transparency is 91% or more, and more preferably 92% or more.

<Environment resistance>
The above-mentioned cured coating film is put in a sunshine weather meter S80 [manufactured by Suga Test Instruments Co., Ltd.], continuously irradiated with carbon arc, black panel temperature 63 ± 3 ° C., humidity 50% RH, and running for 12 minutes in 60 minutes of rainfall conditions (first And then exposed for 200 hours. The substrate adhesion, surface hardness, and transparency were evaluated by the methods described above for the cured film after temperature control.

  From the results of Tables 1 and 2, the cured product of the photosensitive composition of the present invention has better adhesion to the olefin substrate at the initial stage after curing, surface hardness, and transparency as compared with the comparative product. Further, even after the environmental resistance test, it can be seen that the adhesion to the olefin substrate, the surface hardness and the transparency are all excellent.

  The cured product obtained by the photosensitive composition of the present invention has good adhesion to the olefin substrate at the initial stage after curing, surface hardness and transparency, and adhesion to the olefin substrate even after the environmental resistance test. Property, surface hardness and transparency are good. Therefore, the cured resin has excellent resin properties and is extremely useful as a material for a coating agent, ink, paint, photoresist, wiring paste, gap filler, sealant or adhesive.

Claims (6)

A photosensitive composition (Q) comprising a photopolymerization initiator (A) represented by the following general formula (1) and a polymerizable compound (B) having an unsaturated double bond.
[In General Formula (1), R ^{1 to} R ³ are each independently a hydrogen atom, a halogen atom, an acyl group having 1 to 20 carbon atoms, an alkyl group having 1 to 20 carbon atoms, or an alkoxy group having 1 to 20 carbon atoms. , An alkylthio group having 1 to 20 carbon atoms, an alkylsilyl group having 1 to 20 carbon atoms, a nitro group, a carboxyl group, a hydroxyl group, a mercapto group, an amino group, a cyano group, a phenyl group, or a naphthyl group; (X ⁻ ) is an anion. Represents. ]   The polymerizable compound (B) having an unsaturated double bond is obtained from a polymerizable compound (B1) having a vinyl ether group, a polymerizable compound (B2) having an allyl ether group, and a polymerizable compound (B3) having a propenyl ether group. The photosensitive composition according to claim 1, which is at least one selected from the group consisting of: a cyclic alkene (B42).   The content of the photopolymerization initiator (A) and the polymerizable compound (B) having an unsaturated double bond is 0.01 to 30% by weight and 70% based on the total weight of (A) and (B), respectively. The photosensitive composition according to claim 1, which is ˜99.99 wt%.   The photosensitive composition according to any one of claims 1 to 3, which is for a coating agent, an ink, a paint, a photoresist, a wiring paste, a gap filler, a sealant or an adhesive.   A coating agent, ink, paint, photoresist, wiring paste, gap filler, sealant or adhesive using the photosensitive composition (Q) according to claim 1.   Hardened | cured material which hardened | cured the photosensitive composition (Q) in any one of Claims 1-4.