WO2013172264A1 - スクリーン印刷用共重合体組成物 - Google Patents

スクリーン印刷用共重合体組成物 Download PDF

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Publication number
WO2013172264A1
WO2013172264A1 PCT/JP2013/063159 JP2013063159W WO2013172264A1 WO 2013172264 A1 WO2013172264 A1 WO 2013172264A1 JP 2013063159 W JP2013063159 W JP 2013063159W WO 2013172264 A1 WO2013172264 A1 WO 2013172264A1
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Prior art keywords
copolymer composition
copolymer
screen
group
printing
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PCT/JP2013/063159
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English (en)
French (fr)
Japanese (ja)
Inventor
斎藤　純治
飯田　健二
浩太郎 朝比奈
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三井化学株式会社
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Priority to KR1020147032680A priority Critical patent/KR20150005993A/ko
Priority to CN201380023354.1A priority patent/CN104271685A/zh
Publication of WO2013172264A1 publication Critical patent/WO2013172264A1/ja

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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
    • C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
    • C08F210/18—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers with non-conjugated dienes, e.g. EPT rubbers
    • 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
    • C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/16—Elastomeric ethene-propene or ethene-propene-diene copolymers, e.g. EPR and EPDM rubbers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/06—Printing inks based on fatty oils
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/10—Printing inks based on artificial resins
    • C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds

Definitions

  • the present invention relates to a copolymer composition for screen printing excellent in molding processability, a laminate using the copolymer composition, and an application thereof.
  • touch panels have different principles such as a resistive film type, a capacitance type, an optical type, and an ultrasonic type, and a method corresponding to each application is adopted and used.
  • Each type of touch panel has a structure in which a liquid crystal panel substrate and a transparent substrate made of glass or resin are bonded together, and an adhesive having transparency is used as an adhesive for bonding and fixing them. .
  • a pressure-sensitive adhesive tape is usually used, but the pressure-sensitive adhesive tape has poor reworkability, and the portion remaining after cutting the pressure-sensitive adhesive tape has to be discarded, so that the yield is poor, or the adhesion is poor.
  • problems such as inferior step following performance when there is a step on the surface.
  • liquid adhesives are also used.
  • an epoxy resin or an acrylic resin is generally used.
  • the acrylic resin include (meth) acrylic acid alkyl ester monomer having 1 to 18 carbon atoms, a copolymerizable monomer containing a hydroxyl group, and a copolymer of a dialkyl-substituted acrylamide monomer and a crosslinking agent.
  • Use of an optical pressure-sensitive adhesive composition Patent Document 1: Japanese Patent Application Laid-Open No.
  • an adhesive for a touch panel or the like for example, an adhesive composition containing a resin component made of polyamide elastomer, polyurethane elastomer and styrene-isobutylene-styrene copolymer is used (Patent Document 3: JP 2010-168510 A). Gazette), a pressure-sensitive adhesive obtained by curing an active energy ray-curable composition containing at least a urethane polymer having a hydroxyl group and / or a carboxyl group in a molecule and a urethane polymer having an ethylenically unsaturated group in the molecule.
  • Patent Document 4 JP2011-111572A
  • a polyoxyalkylene polymer having an alkenyl group in the molecule, a compound having less than 2 to 5 hydrosilyl groups in the molecule, and Composition comprising hydrosilylation catalyst A cured product is used (Patent Document 5: JP 2010-97070 A), or an adhesive composition excellent in screen printability includes chloroprene rubber, SEBS, phenol resin, amino group-containing coupling agent, and an organic solvent.
  • Patent Document 6 Japanese Patent Application Laid-Open No. 2004-143219
  • the pressure-sensitive adhesive sheet has a yield problem as in the above-mentioned pressure-sensitive adhesive tape. Moreover, in the screen printing method disclosed in Patent Document 6, a solvent drying step is essential, and there is a problem that processing time becomes long.
  • the present invention is intended to solve the problems associated with the prior art as described above, and is a copolymer composition for screen printing suitable for an adhesive for a touch panel having a short substrate bonding time and no curing unevenness.
  • the purpose is to provide.
  • the present invention includes at least (A) a structural unit [i] satisfying the following requirements (a) to (c) and derived from ethylene, a structural unit [ii] derived from an ⁇ -olefin having 3 to 20 carbon atoms, An ethylene / ⁇ -olefin / nonconjugated polyene random copolymer (A) containing a structural unit [iii] derived from at least one nonconjugated polyene selected from the formulas [I] and [II]
  • the present invention relates to a copolymer composition for screen printing.
  • n is an integer of 0 to 10
  • R 1 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms
  • R 2 is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. is there).
  • R 3 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms).
  • the copolymer composition for screen printing of the present invention is a resin composition for a touch panel that has a short bonding time and no unevenness of curing by directly applying to the surface of a substrate using a screen printing apparatus as an adhesive. Can be obtained.
  • n is an integer of 0 to 10
  • R 1 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms
  • R 2 is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. is there).
  • R 3 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms).
  • the copolymer (A) according to the present invention is not limited to structural isomers such as trans isomers and cis isomers as long as the effects of the present invention are exhibited.
  • ⁇ -olefin Specific examples of the ⁇ -olefin having 3 to 20 carbon atoms forming the structural unit [ii] derived from the ⁇ -olefin having 3 to 20 carbon atoms constituting the copolymer (A) according to the present invention include: Is propylene, 1-butene, 4-methyl-1-pentene, 1-hexene, 1-heptene, 1-octene, 1-nonene, 1-decene, 1-undecene, 1-dodecene, 1-tridecene, 1- Examples include tetradecene, 1-pentadecene, 1-hexadecene, 1-heptadecene, 1-nonadecene, 1-eicocene, 9-methyl-1-decene, 11-methyl-1-dodecene, 12-ethyl-1-tetradecene, and the like. Among these, ⁇ -olefins having 3 to 10 carbon
  • ⁇ -olefins may be used alone or in combination of two or more.
  • Non-conjugated polyene The non-conjugated polyene forming the structural unit [iii] derived from the non-conjugated polyene constituting the copolymer (A) according to the present invention is a terminal vinyl group-containing norbornene compound, and the above general formulas [I] and [II] ] At least one selected from the group consisting of
  • n is an integer of 0 to 10, preferably an integer of 0 to 5.
  • R 1 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. Specific examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, and a sec-butyl group.
  • R 1 is preferably a hydrogen atom, a methyl group or an ethyl group.
  • R 2 is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and specific examples of the alkyl group include alkyl groups having 1 to 5 carbon atoms among the specific examples of R 1 described above.
  • R 2 is preferably a hydrogen atom, a methyl group or an ethyl group.
  • R 3 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and specific examples of the alkyl group include the same alkyl groups as those described above for R 1 .
  • Examples of the norbornene compound represented by the general formula [I] or [II] include, for example, 5-methylene-2-norbornene, 5-vinyl-2-norbornene, 5- (2-propenyl) -2-norbornene, 5- ( 3-butenyl) -2-norbornene, 5- (1-methyl-2-propenyl) -2-norbornene, 5- (4-pentenyl) -2-norbornene, 5- (1-methyl-3-butenyl) -2 -Norbornene, 5- (5-hexenyl) -2-norbornene, 5- (5-heptenyl) -2-norbornene, 5- (1-methyl-4-pentenyl) -2-norbornene, 5- (2,3- Dimethyl-3-butenyl) -2-norbornene, 5- (2-ethyl-3-butenyl) -2-norbornene, 5- (6-heptenyl) -2
  • non-conjugated polyenes can be used alone or in combination of two or more.
  • non-conjugated polyene the following non-conjugated polyene can be used in combination with the norbornene compound as long as the target physical properties of the present invention are not impaired.
  • non-conjugated polyenes examples include 1,4-hexadiene, 3-methyl-1,4-hexadiene, 4-methyl-1,4-hexadiene, 5-methyl-1,4-hexadiene, 4,5 -Chain non-conjugated dienes such as dimethyl-1,4-hexadiene and 7-methyl-1,6-octadiene; methyltetrahydroindene, 5-ethylidene-2-norbornene, 5-isopropylidene-2-norbornene, 5-vinylidene Cyclic non-conjugated dienes such as -2-norbornene, 6-chloromethyl-5-isopropenyl-2-norbornene, dicyclopentadiene; 2,3-diisopropylidene-5-norbornene, 2-ethylidene-3-isopropylidene- And trienes such as 5-norbornene and 2-propene
  • the non-conjugated polyene which is an optional component, is usually 50 mol% or less, preferably 40 mol% or less, more preferably 30 mol% or less, based on 100 mol% of the non-conjugated polyene containing the norbornene compound used in the present invention. More preferably, it is 20 mol% or less, and particularly preferably 10 mol% or less.
  • the copolymer (A) according to the present invention has a molar ratio ([i] / [ii]) of the structural unit [i] derived from ethylene and the structural unit [ii] derived from ⁇ -olefin of 35 / 65 to 95/5, preferably 40/60 to 90/10, more preferably 45/55 to 85/15.
  • a copolymer composition for screen printing having excellent light transmittance (light transmittance) can be obtained.
  • composition of the copolymer (A) can be measured using, for example, 13 C-NMR.
  • the copolymer (A) according to the present invention has an iodine value of 0.5 to 50 (g / 100 g), preferably 1 to 40 (g / 100 g), more preferably 5 to 30 (g / 100 g). Is in range. When the iodine value is within the above range, a copolymer composition for screen printing having an excellent curing rate can be obtained. An iodine value exceeding 50 is not preferable because it is disadvantageous in terms of cost.
  • the copolymer (A) according to the present invention has an intrinsic viscosity [ ⁇ ] measured in decalin at 135 ° C. of 0.01 to 5.0 (dl / g), preferably 0.01 to 2.0 ( dl / g), more preferably in the range of 0.03 to 1.0 (dl / g).
  • the copolymer (A) according to the present invention is preferably in a liquid form.
  • the content of the non-conjugated polyene in the copolymer (A) according to the present invention is not particularly limited as long as the iodine value is satisfied, but preferably, 0.1% in 100 mol% of the copolymer (A). 05 to 8 mol%, more preferably 0.1 to 6 mol%, still more preferably 0.5 to 5 mol%.
  • the copolymer (A) according to the present invention preferably satisfies the following requirement (d) or (e) in addition to the above requirements (a) to (c), and all of the requirements (a) to (e) It is more preferable to satisfy.
  • the number average molecular weight (Mn) of the copolymer (A) according to the present invention measured by gel permeation chromatography (GPC) is not particularly limited, but is preferably 100 to 10,000, more preferably 500 to 5,000.
  • the molecular weight distribution (Mw / Mn) is not particularly limited, but is preferably 1 to 200, more preferably 1.5 to 150. When the molecular weight distribution (Mw / Mn) is within the above range, a copolymer composition for screen printing having excellent flexibility can be obtained.
  • the viscosity of the copolymer (A) according to the present invention is not particularly limited, but is preferably 0.01 to 2,000 (Pa ⁇ s), more preferably 0.01 to 1,000 (Pa ⁇ s). It is. It is preferable for the viscosity to be in the above-mentioned range since a screen-printing copolymer composition having more excellent printability can be obtained.
  • the copolymer (A) according to the present invention can be produced by a polymer production process (Industry Research Council, Inc., pages 309 to 330), or JP-A-9-71617, JP-A-9-71618, 9-208615, JP-A-10-67823, JP-A-10-67824, JP-A-10-110054, and the like, which can be prepared by a conventionally known method.
  • the copolymer of the present invention is more preferably produced, for example, by the following production method.
  • the copolymer (A) according to the present invention is composed mainly of a vanadium compound represented by the following general formula (III-a) or the following general formula (III-b) and an organoaluminum compound represented by the following general formula (IV).
  • a catalyst contained as a polymerization temperature of 30 to 60 ° C., particularly preferably 30 to 59 ° C., a polymerization pressure of 0.4 to 5.0 MPa, particularly preferably 0.5 to 4.0 MPa, non-conjugated polyene and ethylene Random copolymerization of ethylene, an ⁇ -olefin having 3 to 20 carbon atoms, and a nonconjugated polyene under the condition of a molar ratio of supply amount to (nonconjugated polyene / ethylene) of 0.01 to 0.2 Is obtained.
  • the copolymerization is preferably carried out in a hydrocarbon medium.
  • the soluble vanadium compound according to the present invention is a component that is soluble in the hydrocarbon medium of the polymerization reaction system, specifically, VO (OR) a X b (III-a) or V (OR) c X d (III-b) (Wherein R is a hydrocarbon group, 0 ⁇ a ⁇ 3, 0 ⁇ b ⁇ 3, 2 ⁇ a + b ⁇ 3, 0 ⁇ c ⁇ 4, 0 ⁇ d ⁇ 4, 3 ⁇ c + d ⁇ 4)
  • R is a hydrocarbon group, 0 ⁇ a ⁇ 3, 0 ⁇ b ⁇ 3, 2 ⁇ a + b ⁇ 3, 0 ⁇ c ⁇ 4, 0 ⁇ d ⁇ 4, 3 ⁇ c + d ⁇ 4)
  • the vanadium compound represented by these, or these electron donor adducts can be mentioned as a representative example.
  • VOCl 3 , VO (OC 2 H 5 ) Cl 2 , VO (OC 2 H 5 ) 2 Cl, VO (O-iso-C 3 H 7 ) Cl 2 , VO (On-C 4 H 9 ) Cl 2 , VO (OC 2 H 5 ) 3 , VOBr 3 , VCl 4 , VOCl 3 , VO (On-C 4 H 9 ) 3 , VCl 3 .2OC 6 H 12 OH, etc. be able to.
  • a so-called metallocene catalyst for example, a metallocene catalyst described in JP-A-9-40586 may be used.
  • a nonmetallocene catalyst such as a transition metal complex catalyst described in WO2006 / 121086 can also be used.
  • organoaluminum compound is a compound represented by the following general formula (IV).
  • R ′ is a hydrocarbon group
  • X ′ is a halogen atom
  • m is 1 to 3.
  • Specific examples of the organoaluminum compound according to the present invention include trialkylaluminums such as triethylaluminum, tributylaluminum, and triisopropylaluminum; dialkylaluminum alkoxides such as diethylaluminum ethoxide and dibutylaluminum butoxide; ethylaluminum sesquiethoxide, Alkylaluminum sesquialkoxides such as butylaluminum sesquibutoxide; partially alkoxylated alkylaluminums having an average composition represented by R 1 0.5 Al (OR 1 ) 0.5 ; diethylaluminum chloride, dibutylaluminum chloride, diethylaluminum bromide, etc.
  • Dialkylaluminum halides ethylaluminum sesquichloride, butylaluminum sesquik Alkyl aluminum sesquihalides such as Lido, ethylaluminum sesquibromide, partially halogenated alkylaluminums such as alkylaluminum dihalides such as ethylaluminum dichloride, propylaluminum dichloride, butylaluminum dibromide; diethylaluminum hydride, dibutylaluminum hydride Partially hydrogenated alkylaluminums such as dialkylaluminum hydrides such as diethylaluminum hydride, ethylaluminum dihydride, propylaluminum dihydride, etc .; moieties such as ethylaluminum ethoxy chloride, butylaluminum butoxycyclide, ethylaluminum ethoxybromide Alkoxylated and
  • a so-called metallocene catalyst for example, a metallocene catalyst described in JP-A-9-40586 may be used.
  • the copolymer (A) according to the present invention may be graft-modified with a polar monomer such as an unsaturated carboxylic acid or a derivative thereof (such as an acid anhydride or ester).
  • a polar monomer such as an unsaturated carboxylic acid or a derivative thereof (such as an acid anhydride or ester).
  • unsaturated carboxylic acids include acrylic acid, methacrylic acid, maleic acid, fumaric acid, itaconic acid, citraconic acid, tetrahydrophthalic acid, and bicyclo (2,2,1) hept-2-ene. -5,6-dicarboxylic acid and the like.
  • unsaturated carboxylic acid anhydrides include maleic anhydride, itaconic anhydride, citraconic anhydride, tetrahydrophthalic anhydride, bicyclo (2,2,1) hept-2-ene-5,6- And dicarboxylic acid anhydride. Among these, maleic anhydride is preferable.
  • the unsaturated carboxylic acid ester examples include methyl acrylate, ethyl acrylate, methyl methacrylate, ethyl methacrylate, dimethyl maleate, monomethyl maleate, dimethyl fumarate, dimethyl itaconate, diethyl citraconic acid, tetrahydro
  • examples thereof include dimethyl phthalate and dimethyl bicyclo (2,2,1) hept-2-ene-5,6-dicarboxylate. Among these, methyl acrylate and ethyl acrylate are preferable.
  • graft modifiers such as unsaturated carboxylic acids are used singly or in combination of two or more, but in any case per 100 g of the copolymer (A) before graft modification described above,
  • the graft amount is preferably 0.1 mol or less. When the graft amount is in the above range, a copolymer composition for screen printing having excellent adhesion can be obtained.
  • the graft-modified copolymer (A) can be obtained by reacting the above-mentioned unmodified copolymer (A) with an unsaturated carboxylic acid or a derivative thereof in the presence of a radical initiator.
  • This grafting reaction can be performed as a solution or in a molten state. When the graft reaction is performed in a molten state, it is most efficient and preferable to perform it continuously in an extruder.
  • radical initiators used in the grafting reaction include dicumyl peroxide, di-t-butyl peroxide, di-t-butylperoxy-3,3,5-trimethylcyclohexane, and t-butyl.
  • organic peroxides having a half-life of 1 minute in the range of 130 to 200 ° C. are preferred.
  • Organic peroxides such as 1,5-trimethylcyclohexane, t-butylcumyl peroxide, di-t- amyl peroxide and t-butyl hydroperoxide are preferred.
  • polar monomers other than unsaturated carboxylic acids or derivatives thereof for example, acid anhydrides and esters
  • a hydroxyl group-containing ethylenically unsaturated compound, an amino group-containing ethylenically unsaturated compound, an epoxy group-containing ethylenically unsaturated compound Aromatic vinyl compounds, vinyl ester compounds, vinyl chloride and the like can be mentioned.
  • the copolymer composition for screen printing of the present invention is a copolymer composition comprising the ethylene / ⁇ -olefin / non-conjugated polyene random copolymer (A).
  • the copolymer composition for screen printing of the present invention preferably has a viscosity at 25 ° C. of 0.1 to 100 Pa ⁇ s, more preferably 0.5 to 50 Pa ⁇ s.
  • the screen-printing copolymer composition of the present invention preferably has a cure shrinkage of 5% or less, preferably 4.0% or less, more preferably 3.0% or less.
  • the screen-printing copolymer composition of the present invention preferably has a refractive index in the range of 1.45 to 1.52, preferably 1.47 to 1.52.
  • copolymer composition for screen printing of the present invention can be suitably used as an adhesive for touch panels.
  • the copolymer composition for screen printing of the present invention comprises a hydrosilyl group-containing compound (B) or a molecular chain at one end. Double bonds in the molecule such as ⁇ -olefins (c1) having 6 to 3000 carbon atoms having double bonds and diolefins (c2) having 6 to 3000 carbon atoms having double bonds at both ends of the molecular chain.
  • An agent, an antifoaming agent (X), and the like may be included.
  • hydrosilyl group-containing compound (B) is included as the screen printing copolymer composition of the present invention, a composition having excellent adhesion and flexibility can be obtained.
  • the copolymer composition for screen printing of the present invention contains the compound (C) having a double bond in the molecule, the curing rate is further increased, and a composition excellent in adhesion and flexibility can be obtained. .
  • the terpene resin (D) is included as the screen printing copolymer composition of the present invention, a composition excellent in processability upon curing can be obtained.
  • the screen-printing copolymer composition of the present invention has a defoaming means in the screen printing process, good printing characteristics can be obtained.
  • the anti-foaming agent is included as the screen printing copolymer composition of the present invention, when the plate is released after the screen printing copolymer composition of the present invention is coated on a substrate by screen printing, Foaming due to air entering between the mesh and the liquid can be suppressed, and the loss of work time until the bonding process is small.
  • Hydrosilyl group-containing compound (B) Hydrosilyl group-containing compound (B) according to the present invention [hereinafter referred to simply as compound (B) or SiH group-containing compound in the present invention. ] Acts as a crosslinking agent that reacts with the copolymer (A) when blended with the copolymer (A).
  • the compound (B) according to the present invention is not particularly limited in its molecular structure as long as it contains at least 2, preferably 3 or more, hydrogen atoms directly bonded to silicon atoms, that is, SiH groups. Any conventionally manufactured resinous material such as a linear, annular, branched structure or three-dimensional network structure can be used.
  • the copolymer composition for screen printing of the present invention contains the hydrosilyl group-containing compound (B), it is usually 0.1 to 100 parts by weight, preferably 100 parts by weight, preferably 100 parts by weight of the copolymer (A). It is used in a proportion of 0.1 to 75 parts by weight, more preferably 0.1 to 50 parts by weight, still more preferably 0.2 to 30 parts by weight, and particularly preferably 0.2 to 20 parts by weight.
  • the compound (B) according to the present invention is usually represented by the following general formula [V].
  • the compound represented by these can be used.
  • R 4 is a substituted or unsubstituted monovalent hydrocarbon group having 1 to 10 carbon atoms, preferably 1 to 8 carbon atoms, excluding an aliphatic unsaturated bond.
  • a phenyl group and a halogen-substituted alkyl group such as a trifluoropropyl group can be exemplified.
  • a methyl group, an ethyl group, a propyl group, a phenyl group, and a trifluoropropyl group are preferable, and a methyl group and a phenyl group are particularly preferable.
  • b is 0 ⁇ b ⁇ 3, preferably 0.6 ⁇ b ⁇ 2.2, particularly preferably 1.5 ⁇ b ⁇ 2, and c is 0 ⁇ c ⁇ 3, preferably 0.002.
  • b + c is 0 ⁇ b + c ⁇ 3, preferably 1.5 ⁇ b + c ⁇ 2.7.
  • the compound (B) according to the present invention is an organohydrogenpolysiloxane having preferably 2 to 1000, particularly preferably 2 to 300, and most preferably 2 to 200 silicon atoms in one molecule.
  • Examples of the methyl hydrogen polysiloxane blocked with trimethylsiloxy groups at both ends of the molecular chain include, for example, a compound represented by the following general formula [VI], and further a part or all of the methyl groups in the following general formula [VI] are ethyl groups, Examples include compounds substituted with a propyl group, a phenyl group, a trifluoropropyl group, and the like.
  • [D in the formula is an integer of 2 or more. ]
  • Examples of the dimethylsiloxane / methylhydrogensiloxane copolymer blocked with trimethylsiloxy groups at both ends of the molecular chain include compounds represented by the following general formula [VII], and some or all of the methyl groups in the following general formula [VII] And a compound substituted with a group, a propyl group, a phenyl group, a trifluoropropyl group, and the like.
  • e is an integer of 1 or more
  • f is an integer of 2 or more.
  • Examples of the methyl hydrogen polysiloxane blocked with silanol groups at both ends of the molecular chain include, for example, a compound represented by the following general formula [VIII], and further a part or all of the methyl group in the following general formula [VIII] is an ethyl group, a propyl group, And compounds substituted with a phenyl group, a trifluoropropyl group, and the like.
  • Examples of the dimethylsiloxane / methylhydrogensiloxane copolymer blocked with silanol groups at both ends of the molecular chain include, for example, a compound represented by the following general formula [IX], and further a part or all of the methyl group in the following general formula [IX]. And compounds substituted with an ethyl group, a propyl group, a phenyl group, a trifluoropropyl group, and the like.
  • Examples of dimethylpolysiloxane blocked with a dimethylhydrogensiloxy group at both ends of the molecular chain include, for example, a compound represented by the following general formula [X], and further a part or all of the methyl group in the following general formula [X] is an ethyl group or propyl And a compound substituted with a group, a phenyl group, a trifluoropropyl group, and the like.
  • e is an integer of 1 or more. ]
  • Examples of the dimethylhydrogensiloxy group-blocked methylhydrogenpolysiloxane having both molecular chain ends include, for example, a compound represented by the following formula [XI], and further, part or all of the methyl group in the following formula [XI] is an ethyl group or a propyl group. , A phenyl group, a trifluoropropyl group, and the like.
  • e is an integer of 1 or more. ]
  • Examples of the dimethylhydrogensiloxy group-blocked dimethyl siloxane / methyl hydrogen siloxane copolymer having both ends of the molecular chain include, for example, a compound represented by the following general formula [XII], and further a part of the methyl group in the following general formula [XII] Examples thereof include compounds in which all are substituted with an ethyl group, a propyl group, a phenyl group, a trifluoropropyl group, or the like.
  • Such a compound (B) can be produced by a known method, for example, octamethylcyclotetrasiloxane and / or tetramethylcyclotetrasiloxane and hexamethyldisiloxane or 1,3-dihydro which can be a terminal group.
  • a catalyst such as sulfuric acid, trifluoromethanesulfonic acid or methanesulfonic acid
  • a compound containing a triorganosilyl group or diorganohydrogensiloxy group such as -1,1,3,3- tetramethyldisiloxane It can be easily obtained by equilibrating at a temperature of about ⁇ 10 ° C. to + 40 ° C.
  • the compound (B) according to the present invention can be used alone or in combination of two or more.
  • the compound (C) having a double bond in the molecule according to the present invention comprises an ⁇ -olefin (c1) having 6 to 3000 carbon atoms having a double bond at one end of the molecular chain [hereinafter simply referred to as an ⁇ -olefin ( may be referred to as c1). ]
  • a diolefin (c2) having 6 to 3000 carbon atoms having double bonds at both ends of the molecular chain [hereinafter sometimes referred to simply as a diolefin (c2). It is preferable that any of the compounds is compatible with the copolymer (A) according to the present invention.
  • Compound (C) having double bond in molecule according to the present invention [Hereinafter, in the present invention, it may be simply referred to as compound (C). ] Is compatible with the copolymer (A) and imparts adhesiveness (adhesion) to the copolymer (A).
  • adhesiveness adhesiveness
  • the compound (C) by using a specific amount of the compound (C), water resistance (moisture resistance) resistance, heat resistance, polar solvent resistance, rubber elasticity, filling property can be improved, and crosslinking is possible even at room temperature. Liquid composition can be obtained.
  • the term “compatible” means that it is transparent with no cloudiness or white turbidity when viewed.
  • the screen printing copolymer composition of the present invention contains a compound (C) having a double bond in the molecule
  • it is usually 0.1 to 100 parts by weight of the copolymer (A).
  • 100 parts by weight preferably 0.1 to 75 parts by weight, more preferably 0.1 to 50 parts by weight, still more preferably 0.2 to 30 parts by weight, particularly preferably 0.2 to 20 parts by weight, and more particularly more preferably
  • the amount is preferably 0.5 to 20 parts by weight, and is most preferably used in a ratio of 1.0 to 20 parts by weight, because it is particularly excellent in tackiness (adhesiveness).
  • ⁇ -olefin (c1) is used as compound (C) having a double bond in the molecule for reasons such as compatibility with copolymer (A) and adhesion (adhesion).
  • it is usually 0.1 to 50 parts by weight, preferably 0.2 to 30 parts by weight, more preferably 0.2 to 20 parts by weight with respect to 100 parts by weight of the copolymer (A). is there.
  • the ⁇ -olefin (c1) having double bond at one end of molecular chain is compatible with the copolymer (C) and has 6 to 3000 carbon atoms, preferably 6 to 100 carbon atoms, more preferably 8 to 50 carbon atoms. More preferably, it has 8 to 30 carbon atoms.
  • the ⁇ -olefin contains a vinyl or vinylidene type double bond at one end of the molecular chain.
  • the ⁇ -olefin (c1) may be linear or branched, and is not limited to structural isomers such as trans isomers and cis isomers as long as the effects of the present invention are exhibited. Moreover, you may have a substituent which has a halogen, an oxygen atom, a nitrogen atom, etc. in the range which does not impair the effect of this invention.
  • the ⁇ -olefin (c1) according to the present invention can be polymerized by a known method and is not particularly limited to the production method.
  • a known method for example, JP-A-7-133234, JP-A-2003-261602, JP-A-2005-105286. Polymerization can be performed according to the publication.
  • ⁇ -olefin (c1) examples include 1-hexene, 1-heptene, 4-methyl-1-hexene, 1-octene, 1-nonene, 1-decene, 2- Methyl-1-decene, 1-undecene, 1-dodecene, 1-tridecene, 1-tetradecene, 1-pentadecene, 1-hexadecene, 1-heptadecene, 1-octadecene, 1-nonadecene, 1-icosene, 1-henicosene, 1-docosene, 1-tricosene, 1-tetracocene, 1-pentacocene, 1-hexacocene, 1-heptacocene, 1-octacocene, 1-nonacocene, 1-triacocene (1-triacontene), 1-tetracosene (1-t
  • 1-hexene, 1-heptene, 1-octene, 1-nonene, 1-decene, 1-undecene, 1-dodecene, 1-tridecene, 1-tetradecene, 1-pentadecene, 1-hexadecene, 1-heptadecene, 1-octadecene, 1-nonadecene, and 1-icocene are more preferable.
  • the diolefin (c2) having double bonds at both ends of the molecular chain
  • the diolefin (c2) according to the present invention is compatible with the copolymer (A) and has 6 to 3000 carbon atoms, preferably 6 to 100 carbon atoms, more preferably 8 to 50 carbon atoms, More preferably, it has 8 to 30 carbon atoms.
  • the diolefin contains vinyl or vinylidene type double bonds at both ends of the molecular chain.
  • the diolefin (c2) may be linear or branched, and is not limited to structural isomers such as a trans isomer and a cis isomer as long as the effects of the present invention are exhibited.
  • both terminal means the terminal which exists in both of a principal chain in diolefin (c2).
  • the diolefin (c2) according to the present invention can be polymerized by a known method and is not particularly limited to the production method.
  • it can be polymerized according to Japanese Patent Application Laid-Open No. 9-87312 and International Publication No. WO2005 / 030681.
  • diolefin (c2) examples include 1,5-hexadiene, 1,6-heptadiene, 3-methyl-1,5-hexadiene, 1,7-octadiene, and 3-methyl.
  • the use of the terpene resin (D) is preferable because stronger adhesiveness can be obtained.
  • the terpene resin is preferably contained in the composition in an amount of 1 to 300 parts by weight, more preferably 10 to 200 parts by weight with respect to 100 parts by weight of the copolymer (A). is there.
  • the terpene resin (D) is compatible with the copolymer (A), has 7 or more carbon atoms, more preferably 8 to 100 carbon atoms, and a number average molecular weight of 2000 or less, preferably 100 to 100. 1800.
  • the number average molecular weight of the terpene resin (D) can be measured by a known gel permeation chromatography (GPC). For example, the chromatogram obtained by measuring using a known analytical instrument such as a liquid chromatograph. Can be obtained by analyzing using a calibration curve using a standard polystyrene sample.
  • the terpene resin contains a carbon-carbon double bond inside the molecular chain and / or a vinyl or vinylidene type double bond at one or more of one end and both ends.
  • the double bond in the molecular chain may be a cycloalkene such as cyclohexene or a cycloolefin, and may be an aromatic compound as long as the effects of the present invention are exhibited.
  • the terpene resin may be one in which a double bond contained in the molecular chain or at the terminal is saturated by hydrogenation.
  • the terpene resin may contain a structural isomer such as a trans isomer or a cis isomer as long as the effects of the present invention are exhibited.
  • a both terminal means the terminal which exists in both of a principal chain in terpene resin (D).
  • terpene resin (D) examples include, for example, ⁇ -pinene, ⁇ -pinene, dipentene, d-limonene, myrcene, alloocimene, ocimene, ⁇ -ferrandrene, ⁇ -terpinene, ⁇ A resin containing a structure derived from a monoterpene such as terpinene, terpineolene, 1,8-cineole, 1,4-cineole, ⁇ -terpineol, ⁇ -terpineol, ⁇ -terpineol, sabinene, paramentadienes, carenes, Examples include resins containing structures derived from sesquiterpenes such as longifolene, rosin, carotene, isoprene rubber, natural rubber, hydrogenated terpene resin, aromatic modified terpene resin, aromatic modified hydrogenated terpene resin, terpene phenol resin, etc.
  • the Limonene is obtained by fractional distillation of orange oil, lemon oil, tangerine oil, camphor white oil and wood turpentine oil, and is represented by the chemical formula of C 10 H 16 , d-, l-, dl
  • the isomer of-is present but is not particularly limited. It can also be obtained from Tokyo Chemical Industry Co., Ltd., Wako Pure Chemical Industries, Ltd., Yasuhara Chemical Co., Ltd., Arakawa Chemical Industries, Ltd.
  • terpene resins (D) preferably containing a structure derived from limonene, modified terpene resins, hydrogenated terpene resins, aromatic modified terpene resins, aromatic modified hydrogenated terpene resins, terpene phenol resins More preferably, it is an aromatic modified hydrogenated terpene resin.
  • These compounds can be used singly or in combination of two or more, or two or more ⁇ -olefin, diolefin and terpene resin can be used in combination, preferably alone or 2 It is to use in combination of more than species.
  • Catalyst used for hydrosilylation reaction Catalyst used for hydrosilylation reaction contained in the copolymer composition for screen printing of the present invention as an optional component [hereinafter sometimes simply referred to as catalyst. ]
  • catalyst Is an addition reaction catalyst and is not particularly limited as long as it promotes the addition reaction (alkene hydrosilylation reaction) between the alkenyl group in the copolymer (A) and the SiH group of the compound (B).
  • an addition reaction catalyst composed of a platinum group element such as a platinum-based catalyst, a palladium-based catalyst, or a rhodium-based catalyst (a group 8 metal catalyst such as a group 8 metal, group 8 metal complex, or group 8 metal compound in the periodic table)can be mentioned.
  • platinum is particularly preferable.
  • the platinum-based catalyst may be a known one that is usually used for addition-curing type curing, such as a finely powdered platinum metal catalyst described in US Pat. No. 2,970,150, US Pat. No. 2,823, No. 218, chloroplatinic acid catalyst, U.S. Pat. No. 3,159,601 and U.S. Pat. No. 159,662, complex compounds of platinum and hydrocarbons, U.S. Pat. Complex of chloroplatinic acid and olefin described in US Pat. No. 5,516,946, platinum and vinylsiloxane described in US Pat. No. 3,775,452 and US Pat. No. 3,814,780 And complex compounds. More specifically, examples include platinum alone (platinum black), chloroplatinic acid, platinum-olefin complexes, platinum-alcohol complexes, or a carrier such as alumina or silica on which a platinum carrier is supported.
  • platinum alone platinum black
  • chloroplatinic acid platinum-olefin complex
  • a vinyl group-containing organosiloxane is preferable.
  • complexes of these with platinum include platinum-divinyltetramethyldisiloxane complex, platinum-divinyltetraethyldisiloxane complex, platinum-divinyltetrapropyldisiloxane complex, platinum-divinyltetrabutyldisiloxane complex, platinum -Divinyltetraphenyldisiloxane complex.
  • the compound containing a carbonyl group carbonyl, octanal and the like are preferable.
  • Specific examples of the complex of these with platinum include a platinum-carbonyl complex, a platinum-octanal complex, a platinum-carbonylbutyl cyclic siloxane complex, and a platinum-carbonylphenyl cyclic siloxane complex.
  • vinyl group-containing organosiloxanes are preferred.
  • the complex of these with platinum include a platinum-vinylmethyl cyclic siloxane complex, a platinum-vinylethyl cyclic siloxane complex, and a platinum-vinylpropyl cyclic siloxane complex.
  • the vinyl group-containing organosiloxane itself may be a ligand for a metal, but may be used as a solvent for coordinating other ligands.
  • a complex in which a vinyl group-containing organosiloxane is used as a solvent and the above-mentioned compound containing a carbonyl group is a ligand is particularly preferred as a catalyst used in the hydrosilylation reaction of the present invention.
  • Such complexes include a platinum-carbonyl complex vinylmethyl cyclic siloxane solution, a platinum-carbonyl complex vinylethyl cyclic siloxane solution, a platinum-carbonyl complex vinylpropyl cyclic siloxane solution, and a platinum-carbonyl complex divinyl. Tetramethyldisiloxane solution, platinum-carbonyl complex divinyltetraethyldisiloxane solution, platinum-carbonyl complex divinyltetrapropyldisiloxane solution, platinum-carbonyl complex divinyltetrabutyldisiloxane solution, platinum-carbonyl complex divinyltetraphenyldi A siloxane solution is mentioned.
  • the catalyst comprising these complexes may further contain components other than the compound containing a vinyl group and / or a carbonyl group.
  • a solvent other than a compound containing a vinyl group and / or a carbonyl group may be contained. Examples of these solvents include various alcohols and xylene, but are not limited thereto.
  • the alcohol examples include methyl alcohol, ethyl alcohol, propyl alcohol, isopropyl alcohol, butyl alcohol, sec-butyl alcohol, tert-butyl alcohol, n-amyl alcohol, isoamyl alcohol, hexyl alcohol, heptyl alcohol, octyl alcohol.
  • Aliphatic saturated alcohols such as capryl alcohol, nonyl alcohol, decyl alcohol, undecyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, and eicosyl alcohol; fats such as allyl alcohol and crotyl alcohol Unsaturated alcohols; cycloaliphatic alcohols such as cyclopentanol and cyclohexanol; benzyl alcohol, cinnamyl alcohol Aromatic alcohols such as call; and heterocyclic alcohols such as furfuryl alcohol.
  • Aliphatic saturated alcohols such as capryl alcohol, nonyl alcohol, decyl alcohol, undecyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, and eicosyl alcohol
  • fats such as allyl alcohol and crotyl alcohol Unsaturated alcohols
  • cycloaliphatic alcohols such as
  • An example of using alcohol as a solvent is a platinum-octanal / octanol complex.
  • a platinum-carbonyl complex vinylmethyl cyclic siloxane solution in particular, a complex represented by the following chemical formula 1 is preferred
  • a platinum-vinylmethyl cyclic siloxane complex (among others, a complex represented by the chemical formula 2 is preferred).
  • a platinum-divinyltetramethyldisiloxane complex (in particular, a complex represented by the chemical formula 3), a platinum-octanal / octanol complex, and the like are practically preferred, and among them, a platinum-carbonylvinylmethyl cyclic siloxane complex is particularly preferred.
  • Chemical formula 1 Pt 0 ⁇ CO ⁇ (CH 2 ⁇ CH (Me) SiO) 4
  • Chemical formula 3 Pt 0 -1.5 [(CH 2 ⁇ CH (Me) 2 Si) 2 O]
  • the palladium-based catalyst is composed of palladium, a palladium compound, chloropalladic acid
  • the rhodium-based catalyst is composed of rhodium, a rhodium compound, rhodium chloride, and the like.
  • catalysts other than the above include Lewis acids and cobalt carbonyl.
  • These catalysts can be used alone or in combination of two or more.
  • the proportion of group 8 element metal (preferably platinum) contained in these catalysts is usually 0.1 to 10% by weight, preferably 1 to 5% by weight, more preferably 2 to 4% by weight.
  • the screen printing copolymer composition according to the present invention contains a catalyst, it is usually 0.01 to 10 parts by weight, preferably 0.1 to 5 parts by weight per 100 parts by weight of the copolymer (A). Part by weight, more preferably 0.1 to 3 parts by weight is used.
  • the catalyst used for the hydrosilylation reaction When the catalyst used for the hydrosilylation reaction is used within the above range, a copolymer composition for screen printing excellent in processability and curing speed can be formed. If it is used at a ratio exceeding 10 parts by weight, it is not preferable because it is disadvantageous in terms of cost.
  • Antifoaming agent (X) As the antifoaming agent (X) according to the present invention, those used for non-aqueous systems can be used, and representative examples include silicones such as dimethylpolysiloxane, modified butadienes, polyethers, acrylics, and vinyls. And mixtures thereof. These can be obtained from Shin-Etsu Silicone, Toray Dow Corning, Kao, Sanyo Kasei, Enomoto Kasei, Nisshin Chemical Research Laboratories, etc.
  • the anti-foaming agent is included as the screen printing copolymer composition of the present invention, when the plate is released after the screen printing copolymer composition of the present invention is coated on a substrate by screen printing, Foaming due to air entering between the mesh and the liquid can be suppressed, and the loss of work time until the bonding process is small.
  • the antifoaming agent is included as the screen printing copolymer composition, 0.05 to 5 parts by weight, preferably 0.1 to 2 parts by weight, with respect to 100 parts by weight of the screen printing copolymer composition, More preferably, it is in the range of 0.2 to 1.0 part by weight.
  • reaction inhibitor In this invention, you may use a well-known reaction inhibitor as an arbitrary component in the range which does not impair the objective of this invention.
  • the reaction inhibitor is not particularly limited.
  • benzotriazole ethynyl group-containing alcohol (for example, 1-ethynyl-2-ethyl-1-hexanol, ethynylcyclohexanol), acrylonitrile, amide compound (for example, N, N -Dialylacetamide, N, N-diallylbenzamide, N, N, N ', N'-tetraallyl-o-phthalic acid diamide, N, N, N', N'-tetraallyl-m-phthalic acid diamide, N, N , N ', N'-tetraallyl-p-phthalic acid diamide, etc.), sulfur, phosphorus, nitrogen, amine compounds, sulfur compounds, phosphorus compounds, tin, tin compounds, tetramethyltetravinylcyclotetrasiloxane, hydroperoxide, etc.
  • An organic peroxide etc. are mentioned.
  • reaction inhibitors can be used alone or in combination of two or more.
  • the screen printing copolymer composition is not particularly limited when it contains a reaction inhibitor, but is usually 0 to 50 parts by weight, preferably 0.0001 to 50 parts per 100 parts by weight of the copolymer (A). Parts by weight, more preferably 0.0001-30 parts by weight, still more preferably 0.0001-20 parts by weight, particularly preferably 0.0001-10 parts by weight, most preferably 0.0001-5 parts by weight. It is done. When used in a proportion of 50 parts by weight or less, a copolymer composition for screen printing having a moderate crosslinking rate and excellent screen printing properties can be obtained. If it exceeds 50 parts by weight, it may be disadvantageous in terms of cost.
  • silane coupling agent In this invention, you may use a well-known silane coupling agent as an arbitrary component in the range which does not impair the objective of this invention.
  • a silane coupling agent is usually used for the purpose of further improving self-adhesion.
  • the silane coupling agent include an acrylic (methacrylic) functional silane coupling agent, an epoxy functional silane coupling agent, and an amino (imino) functional silane coupling agent.
  • acrylic (methacrylic) functional silane coupling agents include 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropyltriethoxysilane, 3-acryloxypropyltrimethoxysilane, and 3-acryloxypropyltriethoxy.
  • acrylic (methacrylic) functional silane coupling agents include 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropyltriethoxysilane, 3-acryloxypropyltrimethoxysilane, and 3-acryloxypropyltriethoxy.
  • Examples include silane, methacryloxymethyltrimethoxysilane, methacryloxymethyltriethoxysilane, acryloxymethyltrimethoxysilane, and acryloxymethyltriethoxysilane.
  • epoxy functional silane coupling agent examples include 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltriethoxysilane and the like.
  • amino (imino) functional silane coupling agents include H 2 NCH 2 CH 2 CH 2 Si (OCH 3 ) 3 , H 2 NCH 2 CH 2 NHCH 2 CH 2 CH 2 Si (OCH 3 ) 3 , H 2 NCH 2 CH 2 NHCH 2 CH 2 CH 2 Si (CH 3 ) (OCH 3 ) 2 , (C 2 H 5 O) 3 Si (CH 2 ) 3 NH (CH 2 ) 2 NH (CH 2 ) 3 Si
  • An amino group such as (OC 2 H 5 ) 3 and / or an imino group-containing alkoxysilane; the amino group and / or imino group-containing alkoxysilane;
  • the silane coupling agent is included as the screen printing copolymer composition, it is not particularly limited, but is preferably based on 100 parts by weight of the total amount of the copolymer (A) and the compound (B). It is used in a proportion of 0.01 to 10 parts by weight, more preferably 0.1 to 5 parts by weight.
  • plasticizer in the present invention, various known plasticizers may be used as optional components as long as the object of the present invention is not impaired.
  • paraffinic process oil paraffinic process oil, naphthenic process oil, aromatic process oil, ethylene and ⁇ -olefin co-oligomer, paraffin wax, liquid paraffin, white oil, petrolatum, lubricating oil, petroleum asphalt, petroleum jelly Petroleum softeners such as coal tar and coal tar pitch; coal tar softeners such as castor oil, linseed oil, rapeseed oil and coconut oil; tall oils; petroleum resins, atactic polypropylene, Synthetic polymer materials such as coumarone indene resin; phthalic acid derivatives, isophthalic acid derivatives, tetrahydrophthalic acid derivatives, adipic acid derivatives, azelaic acid derivatives, sebacic acid derivatives, dodecane-2-succinic acid derivatives, maleic acid derivatives, fumaric acid derivatives , Trimellitic acid derivatives, pyromellitic Tolic acid derivatives, citric acid derivatives, itaconic acid derivatives, oleic
  • ethylene and ⁇ -olefin co-oligomers, process oils, and paraffin derivatives that do not inhibit the silylation reaction are preferably used, and paraffinic process oils and ethylene and ⁇ -olefin co-oligomers are particularly preferably used.
  • a plasticizer that does not inhibit the hydrosilylation reaction is preferable.
  • a plasticizer in which the content of a sulfur compound, a nitrogen compound, an amine compound, and a phosphorus compound is 100 ppm or less is preferable.
  • the copolymer for screen printing contains a plasticizer
  • it is not particularly limited, but is usually 0 to 1000 parts by weight, preferably 1 to 1000 parts by weight, with respect to 100 parts by weight of the copolymer (A). More preferably 5 to 800 parts by weight, still more preferably 10 to 700 parts by weight, particularly preferably 20 to 500 parts by weight, and most preferably 30 to 300 parts by weight.
  • the fluidity is improved and the moldability is improved.
  • it uses in the ratio exceeding 1000 weight part there exists a possibility that an intensity
  • Examples of the stabilizer used as necessary in the present invention include a heat resistance stabilizer, a weather resistance stabilizer, a hindered amine stabilizer, and the like.
  • Examples of the heat-resistant stabilizer used as necessary in the present invention include a phenol-based stabilizer, a phosphorus-based stabilizer, and a sulfur-based stabilizer.
  • phenol-based stabilizer a phenol-based stabilizer conventionally used as a stabilizer is used without any particular limitation.
  • phenolic stabilizers include ⁇ - (3,5-di-t-butyl-4-hydroxyphenyl) propionic acid stearyl ester, tetrakis [methylene-3- (3,5-di-t- Butyl-4-hydroxyphenyl) propionate] methane, tris (3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate, 1,3,5-trimethyl-2,4,6-tris (3,5 -Di-t-butyl-t-hydroxybenzyl) benzene, dl- ⁇ -tocopherol, tris (2,6-dimethyl-3-hydroxy-4-tert-butylbenzyl) isocyanurate, tris [(3,5-di -T-butyl-4-hydroxyphenyl) propionyloxyethyl] iso
  • phenol-based stabilizer such as Irganox 1010 (Irganox 1010, Ciba Geigy, Trademark), Irganox 1035 (Irganox 1035, Ciba Geigy, Trademark), Irganox 1076 (Irganox 1076, Ciba Geigy, Trademark), Irganox, and the like.
  • the compounding amount of the phenol-based stabilizer is 0.01 to 20 parts by weight, preferably 0.05 to 10 parts by weight, and more preferably 0.1 to 3 parts by weight with respect to 100 parts by weight of the copolymer (A). Is desirable.
  • the content of the phenol-based stabilizer is in the above range with respect to 100 parts by weight of the copolymer (A)
  • the effect of improving the stability such as heat resistance and aging resistance is high, and the stabilizer
  • the costs of the copolymer (A) such as the tensile strength after the heat aging test, are not lowered.
  • a phosphorus stabilizer conventionally used as a stabilizer is used without any particular limitation.
  • Commercially available products may be used as the phosphorus stabilizer, such as Irgafos 168 (Irgafos 168, Ciba Geigy, Trademark), Irgafos 12 (Irgafos 12, Ciba Geigy, Trademark), Irgafos 38 (Irgafos 38, Ciba Geigy, Trademark), Mark 329K (Mark 329K, Asahi Denka Co., Ltd., trademark), Mark PEP36 (Mark PEP36, Asahi Denka Co., Ltd., trademark), Mark PEP-8 (Mark PEP-8, Asahi Denka Co., Ltd., trademark), Sandtab P- EPQ (Clariant, trademark), Weston 618 (Weston 618, GE, trademark), Weston 619G (Weston 619G, GE, trademark), Weston
  • the compounding amount of the phosphorus stabilizer is 0.01 to 20 parts by weight, preferably 0.05 to 10 parts by weight, more preferably 0.1 to 3 parts by weight with respect to 100 parts by weight of the copolymer (A). Is desirable.
  • the content of the phosphorus stabilizer is within the above range with respect to 100 parts by weight of the copolymer (A)
  • the effect of improving stability such as heat resistance and aging resistance is high and stable.
  • the cost of the agent is kept at a low price, and the properties of the copolymer (A), such as the tensile strength after the heat aging test, are not lowered.
  • sulfur stabilizer a sulfur stabilizer conventionally used as a stabilizer is used without any particular limitation.
  • Specific examples of the sulfur stabilizers include dialkylthiodipropionates such as dilauryl-, dimyristyl-, and distearyl- and polyhydric alcohols such as alkylthiopropionic acids such as butyl-, octyl-, lauryl-, and stearyl- Examples thereof include esters of glycerin, trimethylolethane, trimethylolpropane, pentaerythritol, trishydroxyethyl isocyanurate) (for example, pentaerythritol tetralauryl thiopropionate).
  • sulfur stabilizer Commercially available products may be used as the sulfur stabilizer, such as DSTP (Yoshitomi) (Yoshitomi Pharmaceutical Co., Ltd., Trademark), DLTP (Yoshitomi) (Yoshitomi Pharmaceutical Co., Ltd., Trademark), DLTOIB (Yoshitomi Pharmaceutical). (Co., Ltd., Trademark), DMTP (Yoshitomi) (Yoshitomi Pharmaceutical Co., Ltd., Trademark), Seenox 412S (Shiraishi Calcium Co., Ltd., Trademark), Cyanox 1212 (Cyanamide, Trademark) and the like. These sulfur stabilizers can be used alone or in combination.
  • the compounding amount of the sulfur stabilizer is 0.01 to 20 parts by weight, preferably 0.05 to 10 parts by weight, more preferably 0.1 to 3 parts by weight with respect to 100 parts by weight of the copolymer (A). Is desirable.
  • the content of the sulfur stabilizer is in the above range with respect to 100 parts by weight of the copolymer (A)
  • the effect of improving the stability such as heat resistance and aging resistance is high, and the stabilizer.
  • the costs of the copolymer (A) such as the tensile strength after the heat aging test, are not lowered.
  • the weather stabilizer used as necessary in the present invention is roughly classified into an ultraviolet absorber and a light stabilizer.
  • UV absorbers include salicylic acid UV absorbers, benzophenone UV absorbers, benzotriazole absorbers, and cyanoacrylate UV absorbers.
  • the ultraviolet absorber is in a proportion of 0.01 to 20 parts by weight, preferably 0.05 to 10 parts by weight, more preferably 0.1 to 3 parts by weight, relative to 100 parts by weight of the copolymer (A).
  • a conventionally known light stabilizer can be used, and among them, a hindered amine light stabilizer (HALS; Hindered Amine Light Stabilizers) is preferably used. Specifically, the following compounds are used as the hindered amine light stabilizer.
  • hindered amine light stabilizers may be used alone or in combination.
  • the hindered amine light stabilizer is added in an amount of 0.01 to 20 parts by weight, preferably 0.05 to 10 parts by weight, more preferably 0.1 to 3 parts by weight based on 100 parts by weight of the copolymer (A). It is desirable to use parts by weight.
  • the content of the hindered amine light stabilizer is within the above range with respect to 100 parts by weight of the copolymer (A)
  • the effect of improving stability such as heat resistance and aging resistance is high, and light
  • the cost of the stabilizer can be kept at a low price, and the properties of the copolymer (A) such as the tensile strength after the weather resistance test are not lowered.
  • the curing shrinkage of the screen printing copolymer composition of the present invention is usually 5% or less, preferably 4.0% or less, and more preferably 3.0% or less.
  • the refractive index of the screen-printing copolymer composition of the present invention is usually in the range of 1.45 to 1.55, preferably 1.47 to 1.55. When the refractive index is in the above range, the visibility is excellent.
  • the light transmittance in the visible light region of the copolymer composition for screen printing of the present invention is 90% or more, preferably 93% or more, more preferably 95% or more when the thickness of the layer after curing is 100 ⁇ m. It is prepared as follows.
  • the cured product of the copolymer composition present in the gap between the image display part and the protective part has a light transmittance of 90% or more and a refractive index (nD) of 1.45 to 1.55, preferably 1.47 to 1. .55 makes it possible to improve the visibility by increasing the brightness and contrast of the image light from the image display unit.
  • the distortion of the image display unit and the protection unit means that the influence of stress during the effective shrinkage of the resin can be minimized with respect to the image display unit and the protection unit.
  • there is almost no distortion For example, in general, when a condensation curable resin is used as an adhesive, if the resin is cured and bonded after bonding, problems such as volume shrinkage and distortion of the bonded surface may occur.
  • the resin composition of the present invention has a small volume change at the time of curing, distortion due to resin curing hardly occurs between the image display part filled with the resin and the protective part.
  • the laminate of the present invention is a laminate obtained by screen printing the copolymer composition for screen printing of the present invention on a substrate having at least one plane.
  • the substrate having at least one plane is not particularly limited as long as it has a shape having at least a part of a plane, and substrates having various known shapes can be used. Specifically, for example, in addition to a planar substrate such as a sheet or a film, a cylinder, a container, a bottle, a polarizing plate or the like partially provided with a plane can be exemplified.
  • the material may be glass or resin, but is not limited thereto.
  • the thickness of the layer obtained after the screen-printing copolymer composition of the present invention is screen-printed and cured can usually be 25 to 250 ⁇ m.
  • substrate to print is not specifically limited, For example, a plastic film, glass, a polarizing plate etc. are mentioned.
  • the surface of the substrate is covered with a mask having openings of a required pattern, and the composition of the present invention is put into the squeegee portion.
  • the composition is filled in the opening of the masking member by moving the squeegee to move the mask while pressurizing the composition (filling step).
  • the mask is removed.
  • a pattern of the composition can be formed on the surface of the substrate.
  • the pattern of the composition thus formed is then cured.
  • Curing is in the range of room temperature to 100 ° C., preferably room temperature to 60 ° C., and the curing time is 1 minute to 48 hours, preferably 5 minutes to 1 day, more preferably 5 minutes to 1 hour.
  • the touch panel of the present invention is not particularly limited, and may be any type such as a capacitance type, a resistance film type, an optical type, and an ultrasonic type.
  • a transparent electrode such as ITO is formed on a glass substrate, and the transparent electrode is further opposed to the insulating layer.
  • the transparent electrode may be formed on a glass substrate or may be formed on a resin film such as PET.
  • the copolymer composition for screen printing of the present invention is mainly used for bonding or filling between the touch panel and the protective part, and between the touch panel and the display device. In addition, it may be used for bonding or filling applications such as bonding between electrodes.
  • the touch panel of the present invention can be manufactured by a known method. You may use the composition of this invention also about the bonding of the glass substrate which formed the transparent electrode which comprises a touch panel, and an ITO film.
  • the touch panel of the present invention is combined with various display devices to constitute a display device.
  • the display device include a liquid crystal display device, an inorganic EL device, an organic EL device, a cathode ray tube (CRT), a plasma display (PDP), and a field emission display (FED).
  • a display device having such a touch panel is composed of display devices such as a cover glass, a touch panel, and a liquid crystal device as viewed from the input surface. Between these elements and panels, the composition of the present invention can be screen-printed and bonded.
  • the bonding process is not particularly limited.
  • a display device including a cover glass, a touch panel, and a liquid crystal display device
  • the composition of the present invention is screen-printed on the touch panel, and the cover glass is pressure-bonded. And the composition is heat-cured. You may perform a heat-hardening process before bonding.
  • a display device can be obtained by screen-printing the composition on the opposite surface of the touch panel, pasting it with a liquid crystal display device, and curing by heating.
  • Viscosity (Pa ⁇ s) Using an E-type viscometer (TVW-25) manufactured by Toki Sangyo Co., Ltd., cone plate (angle: 1 degree ⁇ R24 mm, or 3 degrees ⁇ R14 mm), rotation speed: 0.1 to 100 rpm, sample amount: The viscosity was measured at 25 ° C. under the conditions of 0.6 to 1.0 g and the value showing the same value for 30 seconds or more was taken as the viscosity.
  • the ethylene / propylene / 5-vinyl-2-norbornene random copolymer (A-1) thus obtained had an ethylene unit [i] / ⁇ -olefin unit [ii] molar ratio ([i] / [ii]). Is 61.5 mol% / 37.0 mol%, iodine value is 10.0 g / 100 g, intrinsic viscosity (in 135 ° C. decalin solution) is 0.27 (dl / g), Mn is 3160, and viscosity is 830 Pa ⁇ s. Met.
  • Copolymer (A-1) obtained by the above production method 100 parts by weight of mineral oil [trade name PW-32 manufactured by Idemitsu Kosan Co., Ltd.]: 300 parts by weight of the following formula (XIII) Hydrosilyl group-containing compound (B-1) [manufactured by Shin-Etsu Chemical Co., Ltd., trade name X93-916]: 4.3 parts by weight, reaction inhibitor of the following formula (XIV) [manufactured by Shin-Etsu Chemical Co., Ltd. No.
  • X93-1036 0.1 parts by weight, and an antifoaming agent (trade name Disparon LAP-10 manufactured by Enomoto Kasei Co., Ltd.): 0.6 parts by weight were mixed. Thereafter, the mixture was stirred for 300 seconds or more at room temperature using a stirrer (manufactured by THINKY Co., Ltd., product name: Aritori Netaro ARE-250). After cooling, 0.4 parts by weight of a platinum catalyst (3% Pt-CTS-CTS solution manufactured by N.E. Chemcat Co., Ltd.) was added, and the mixture was further stirred for 10 seconds or more and taken out to obtain a copolymer for screen printing. A composition was obtained.
  • a platinum catalyst 3% Pt-CTS-CTS solution manufactured by N.E. Chemcat Co., Ltd.
  • composition viscosity (25 ° C.) immediately after blending of the obtained composition was 1.40 Pa ⁇ s.
  • the refractive index of the molded product after crosslinking of the obtained composition was 1.474.
  • the obtained cross-linked product was applied to a thickness of 100 ⁇ m using a 50-mesh screen printer and bonded to the substrate. Immediately confirmed that the resin had spread over the entire surface of the substrate, heated at 60 ° C. for 30 minutes for adhesion. It was.
  • Example 1 Using the resin composition prepared in Example 1, using a dispenser (Nippon Labor-saving Research Laboratories, Inc .: ID-200N), adjusting the coating amount to a thickness of 100 ⁇ m, coating on the substrate, and bonding the substrates together Implemented and evaluated processability. After 30 minutes, it was confirmed that the resin had spread over the entire surface of the substrate, and heated at 60 ° C. for 30 minutes for adhesion. The results are shown in Table 1.
  • Example 2 instead of the composition used in Example 1, the mineral oil [trade name PW-32 manufactured by Idemitsu Kosan Co., Ltd.] is used with respect to 100 parts by weight of the copolymer (A-1) obtained in Example 1. : 250 parts by weight, hydrosilyl group-containing compound (B-1) of the above formula (XIII) [trade name X93-916, manufactured by Shin-Etsu Chemical Co., Ltd.]: 6.45 parts by weight, reaction inhibition of the above formula (XIV) Agent [trade name X93-1036 manufactured by Shin-Etsu Chemical Co., Ltd.]: 0.1 parts by weight, 1-octadecene [trade name Linearlen C-18 manufactured by Idemitsu Kosan Co., Ltd.]: 5.24 parts by weight, aromatic 50 parts by weight of a modified hydrogenated terpene resin [trade name Clearon M105 manufactured by Yashara Chemical Co., Ltd.] and 1.0 part by weight of an antifoaming agent [trade name Dispar
  • composition viscosity (25 ° C.) immediately after blending of the obtained composition was 2.7 Pa ⁇ s.
  • the refractive index of the molded product after crosslinking of the obtained composition was 1.484.
  • the obtained cross-linked product was applied to a thickness of 100 ⁇ m using a 50-mesh screen printing apparatus and bonded to the substrate. Immediately after confirming that the composition had spread over the entire surface of the substrate, heating was performed at 60 ° C. for 30 minutes. Glued.
  • Example 3 instead of the composition used in Example 1, the mineral oil [trade name PW-32 manufactured by Idemitsu Kosan Co., Ltd.] is used with respect to 100 parts by weight of the copolymer (A-1) obtained in Example 1. : 300 parts by weight, hydrosilyl group-containing compound (B-1) of the above formula (XIII) [trade name X93-916, manufactured by Shin-Etsu Chemical Co., Ltd.]: 6.45 parts by weight, reaction inhibition of the above formula (XIV) Agent [trade name X93-1036 manufactured by Shin-Etsu Chemical Co., Ltd.]: 0.1 parts by weight, 1-octadecene [trade name Linearlen C-12 manufactured by Idemitsu Kosan Co., Ltd.]: 3.06 parts by weight, hydrogenated Styrenic resin [trade name FTR8100 manufactured by Mitsui Chemicals, Inc.]: 50 parts by weight, and antifoaming agent [trade name Disparon LAP-10, manufactured by Enomoto Kasei
  • composition viscosity (25 ° C.) immediately after blending of the obtained composition was 1.60 Pa ⁇ s.
  • the refractive index of the molded product after crosslinking of the obtained composition was 1.484.
  • the obtained cross-linked product was applied to a thickness of 100 ⁇ m using a 50-mesh screen printer and bonded to the substrate. Immediately confirmed that the resin had spread over the entire surface of the substrate, heated at 60 ° C. for 30 minutes for adhesion. It was. The results are shown in Table 1.
  • Example 4 The same operation as in Example 1 was carried out except that an antifoaming agent (trade name Disparon LAP-10 manufactured by Enomoto Kasei Co., Ltd.) was not added. Foaming was observed when the screen substrate was released after coating, and it took 30 minutes or more until the foam disappeared, and the bonding processability deteriorated.
  • an antifoaming agent trade name Disparon LAP-10 manufactured by Enomoto Kasei Co., Ltd.
  • the ethylene / propylene / 5-vinyl-2-norbornene random copolymer (A-2) thus obtained has an ethylene unit [i] / ⁇ -olefin unit [ii] molar ratio ([i] / [ii]).
  • iodine value was 23.5 g / 100 g
  • intrinsic viscosity in 135 ° C. decalin solution
  • Mn was 920
  • viscosity was 10 Pa ⁇ s. .
  • Copolymer (A-2) obtained by the above method 100 parts by weight of the hydrosilyl group-containing compound (B-1) of the above formula (XIII) (trade name X93- manufactured by Shin-Etsu Chemical Co., Ltd.) 916): 10.1 parts by weight, reaction inhibitor of the above formula (XIV) (trade name X93-1036 manufactured by Shin-Etsu Chemical Co., Ltd.): 0.4 parts by weight, antifoaming agent (Enomoto Kasei Co., Ltd.) Product name Disparon LAP-10): 0.6 parts by weight were mixed.
  • the composition viscosity (25 ° C.) immediately after blending of the obtained composition was 4.2 Pa ⁇ s.
  • the refractive index of the molded product after crosslinking of the obtained composition was 1.484.
  • the obtained cross-linked product was applied to a thickness of 100 ⁇ m by a 50-mesh screen printing apparatus and bonded to the substrate. After the resin had spread over the entire surface of the substrate, it was heated at 60 ° C. for 30 minutes to be bonded. The obtained crosslinked product was evaluated. The results are shown in Table 2.
  • Example 6 to 10 Evaluation was carried out in the same manner as in Example 5 except that the raw materials, blending amount and coating method were changed according to Table 2. The results are shown in Table 2.
  • a substrate, a film, or the like when bonded to a touch panel or a display panel, it can be applied by screen printing, imparts sufficient adhesiveness, and is bonded without containing bubbles.
  • An adhesive composition can be provided.

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KR101660681B1 (ko) * 2015-01-27 2016-09-27 데이코쿠 잉키 세이조 가부시키가이샤 고품위·고정밀 스크린 인쇄용 잉크 조성물, 해당 잉크 조성물을 스크린 인쇄한 인쇄물 및 해당 인쇄물의 제조 방법
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JP2008069205A (ja) * 2006-09-12 2008-03-27 Showa Denko Kk 新規熱硬化性重合液及びそれを用いた熱硬化性樹脂
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