CN102898956A - Photo-curable adhesive composition and its use - Google Patents
Photo-curable adhesive composition and its use Download PDFInfo
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- CN102898956A CN102898956A CN2011102110873A CN201110211087A CN102898956A CN 102898956 A CN102898956 A CN 102898956A CN 2011102110873 A CN2011102110873 A CN 2011102110873A CN 201110211087 A CN201110211087 A CN 201110211087A CN 102898956 A CN102898956 A CN 102898956A
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/04—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to rubbers
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/08—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
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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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1811—C10or C11-(Meth)acrylate, e.g. isodecyl (meth)acrylate, isobornyl (meth)acrylate or 2-naphthyl (meth)acrylate
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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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1812—C12-(meth)acrylate, e.g. lauryl (meth)acrylate
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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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
Abstract
The invention provides a photo-curable adhesive composition. The adhesive composition comprises a component (a) comprising at least one monomer selected from (meth)acrylic acid, (meth)acrylate and (meth)acrylamide, a component (b) which is an antioxidant, a component (c) which is a photo-polymerization initiator and a component (d) which is an oligomer having no (meth)acryloxy groups. The adhesive composition is used for the adhesion or the lamination between photo-permeable substrates or between a photo-permeable substrate and a lightproof substrate.
Description
Technical field
The present invention relates to a kind of binder composition of photocuring, and the purposes of this binder composition.
Background technology
Along with the miniaturization of electric element, also more and more higher to the performance requriements of the tackiness agent that is used for lamination and/or applying optoelectronic device.Optically transparent tackiness agent has the advantages such as good transparence and sufficient display brightness because of it, at luminaire and optical display, be used widely such as the sealing of Organic Light Emitting Diode (LED), LCD Panel and touch-screen etc. with in adhering to.
US 4,978,696 and US 5,5488,038 disclosed respectively the organo-siloxane binder composition, yet organo-siloxane class tackiness agent is difficult for peeling off with substrate surface and easy contaminated substrate when accepting photoirradiation and occur to solidify.Therefore, the application of organo-siloxane class tackiness agent in electric element is very limited, and acrylate adhesive becomes the focus of research because of its good antifouling property and stripping performance.
WO 2009/045889 has disclosed the optically clear adhesive of indium-tin-oxide compatible, it comprises second-order transition temperature (Glass transition temperature, hereinafter to be referred as Tg) be not higher than (methyl) alkyl acrylate monomer of 25 ℃, Tg is higher than (methyl) alkyl acrylate monomer and at least a component that is selected from the following material of 25 ℃: (methyl) acrylic acid hydroxy alkyl ester, unsubstituted (methyl) acrylamide, (methyl) acrylamide that the N-alkyl replaces, N, (methyl) acrylamide that the N-dialkyl group replaces, the monomer that contains urea functional group, the monomer that contains lactan functional group, tertiary amine, aliphatic cyclic amine, the monomer of aromatic amine and their combination.
US 2010/0148160 has disclosed elastomeric laminating adhesive, and its liquid monomer by reactive fluid oligopolymer and/or polymkeric substance and described liquid oligomer and/or polymer reaction prepares.Described reactive fluid oligopolymer is selected from: (methyl) acroleic acid esterification-polyhutadiene, (methyl) acroleic acid esterification-polyisoprene, (methyl) acroleic acid esterification-urethane etc.Be selected from the described liquid monomer of described liquid oligomer and/or polymer reaction: (methyl) butyl acrylate, two (methyl) vinylformic acid hexanaphthene dihydroxy methyl esters, (methyl) vinylformic acid two cyclopentenes esters etc.
US 2010/0003425 has disclosed photocuring formula resin combination, it comprises polymkeric substance, acrylic ester monomer and Photoepolymerizationinitiater initiater, wherein, polymkeric substance is selected from urethane acrylate, polyisoprene acrylate or its carboxylate, hydrogenated terpene resin with epoxy acrylate oligomer; Acrylic ester monomer is selected from isobornyl acrylate, 2-methyl-2-vinylformic acid-2[(2,3,3A, 4,7,7A (or 3A, 4,5,6,7,7A)-six hydrogen-4,7-methylene radical-1 hydrogen-indenyl) oxygen] ethoxycarbonyl 2-methyl-2-vinylformic acid-2-hydroxybutyl ester.
US 7,915,319 B2 have disclosed the visible-light curing system, it comprises urethane acrylate component, reactive diluent, Photoepolymerizationinitiater initiater and Photoepolymerizationinitiater initiater synergist, wherein, described urethane acrylate comprises and is selected from the following material one or more: the aliphatic carbamate origoester acrylate of aliphatic carbamate triacrylate, aliphatic polyether oligourethane and trifunctional; Described reactive diluent comprises the composition of two or more hexylene glycol two (methyl) acrylate, DMAA, vinylformic acid ethoxy ethoxy ethyl ester and tetrahydrofurfuryl acrylate.
Acrylate adhesive in these documents has good antifouling property and stripping performance usually, yet, the hardness property after solidifying for binder composition, and the problem of introducing thus stress in the electric element, these documents are not all mentioned.
Therefore, be necessary to develop a kind of binder composition, when keeping acrylate adhesive good antifouling property and stripping performance, tackiness agent is fully soft afterwards in curing, and can reduce the stress that tackiness agent is introduced to electric element.
Summary of the invention
For the problems referred to above, one aspect of the present invention provides a kind of binder composition of photocuring, and it comprises following composition:
Component (a): be selected from least a monomer in (methyl) vinylformic acid, (methyl) acrylate and (methyl) acrylamide;
Component (b): oxidation inhibitor;
Component (c): Photoepolymerizationinitiater initiater; With
Component (d): the oligopolymer that does not have (methyl) acryloxy.
Preferably, component (a) is one or more (methyl) acrylate;
Preferred ingredient (a) is multifunctional (methyl) acrylate monomer and/or is selected from (methyl) alkyl acrylate, at least a simple function (methyl) acrylate monomer in (methyl) vinylformic acid alkenyl esters and (methyl) vinylformic acid heterocyclic radical ester, described alkyl contains 1-20 carbon atom, and described alkyl is that replace or unsubstituted, described thiazolinyl contains 2-20 carbon atom, and described thiazolinyl is that replace or unsubstituted, described heterocyclic radical contains 2-20 carbon atom and at least a heteroatoms that is selected from nitrogen and the oxygen, and described heterocyclic radical is that replace or unsubstituted, and described substituting group is to be selected from least a in the following group: carbonatoms is the alkyl of 1-10, carbonatoms is the alkoxyl group of 1-10, carbonatoms is the aryloxy of 6-10, carbonatoms is epoxy group(ing) and the hydroxyl of 2-10;
Preferred ingredient (a) is liquid at normal temperatures.
Preferably, component (b) is to be selected from least a in the following oxidation inhibitor: hindered phenol antioxygen, secondary diarylamine oxidation inhibitor, hindered amine oxidation inhibitor and benzotriazole oxidation inhibitor.
Preferably, component (b) is phosphorous acid ester and at least a mixture that is selected from the following oxidation inhibitor: hindered phenol antioxygen, secondary diarylamine oxidation inhibitor, hindered amine oxidation inhibitor and benzotriazole oxidation inhibitor.
Preferably, component (c) is to be selected from least a in benzil ketals class, hydroxyl ketone, amido ketone and the acylphosphanes superoxide.
Preferably, component (d) is that the polyisoprene, terpine resin and the main chain that are selected from polybutene, polyhutadiene, hydrogenated butadiene polymer, polyisoprene, maleation is at least a in the low-molecular weight polymer of polyethers, and its weight-average molecular weight of described low-molecular weight polymer is no more than 60000; Preferred ingredient (d) is liquid at normal temperatures.
Preferably, described composition also comprises component (e): the oligopolymer with (methyl) acryloxy; Preferably have (methyl) acryloxy polyhutadiene, have (methyl) acryloxy polyisoprene, have the urethane of (methyl) acryloxy and have the polyester of (methyl) acryloxy and their arbitrary combination; More preferably component (e) is liquid at normal temperatures.
Preferably, with respect to the composition of 100 weight parts, the content of each component is:
Component (a): 10-50 weight part;
Component (b): 0.05-2 weight part;
Component (c): 0.5-10 weight part; With
Component (d): 40-80 weight part.
Preferably, with respect to the composition of 100 weight parts, the content of each component is:
Component (a): 5-50 weight part;
Component (b): 0.05-2 weight part;
Component (c): 0.5-10 weight part;
Component (d): 5-50 weight part; With
Component (e): 30-80 weight part.
Preferably, described composition is liquid at normal temperatures, and the transparence after the curing is greater than 95%, and the mist degree after solidifying is less than 1%;
Preferably, described composition is 300-5500mPas 25 ℃ viscosity, more preferably 500-5000mPas, more more preferably 2000-4500mPas, most preferably 3000-4000mPas.
Preferably, the hardness after described composition solidifies is Sh00 10-Sh00 70, and more preferably Sh00 10-Sh00 50, more more preferably Sh00 20-Sh00 40.
Another aspect of the present invention also provides composition to be used between light-transparent substrate and the light-transparent substrate or the bonding or laminated purposes between light-transparent substrate and the light tight substrate; Preferably, described light-transparent substrate comprises glass or transparent plastics, and described light tight substrate comprises metal, opaque plastics, pottery, stone material, leather or timber; Described composition more preferably is used for bonding or laminated between substrate of glass and the substrate of glass.
The present inventor is surprised to find, and comprises the binder composition of component (a) to (d) behind the experience light radiation, and composition is in maintenance good antifouling property and stripping performance; Tackiness agent is fully soft afterwards in curing, and can reduce the stress that tackiness agent is introduced to electric element, and antiageing effect and viscosity characteristics are good simultaneously, has obtained all uniform and stable the finished product of optical property and mechanical property.
The following explanation of reference, embodiment and the claims of enclosing, various further features of the present invention, aspect and advantage can become more apparent.
Embodiment
Unless otherwise defined, all technology used herein and scientific terminology are the implication of usually understanding with those skilled in the art of the invention.If there is contradiction, the definition that then provides with the application is as the criterion.
Usually, in adhesive field with particularly in the binder composition that technical scale obtains, structural formula and to form content all be Utopian, most of expression primary structure and main component, the deviation that allows industry to allow exists.
Unless otherwise indicated, the per-cent of all the components all is weight percents herein, and is for the gross weight of binder composition.Content is can not have corresponding composition in the 0% representative binder composition of the present invention.
Unless otherwise noted, the listed numerical range of this paper is intended to comprise the end points of scope, and all numerical value within this scope.
The material of this paper, content, method and embodiment all are exemplary, unless stated otherwise, should not be construed as restrictive.
Equivalent in meaning according to " binder composition " of the present invention and " tackiness agent ", " composition ", can mutually replace.
Next coming in order illustrate each contained in binder composition of the present invention composition.[component (a): the monomer that is selected from (methyl) vinylformic acid, (methyl) acrylate and (methyl) acrylamide]
Binder composition of the present invention can comprise the monomer that is selected from (methyl) vinylformic acid, (methyl) acrylate and (methyl) acrylamide; because have (methyl) acryl unsaturated group in the described monomer molecule, when accepting light radiation, curing reaction can occur.These monomers can also be used for regulating viscosity and the bond properties of binder composition because viscosity at normal temperatures is lower, and the transparence that can allocate binder composition, improve the stability in storage of composition.
Here, (be CH with term " (methyl) acryl "
2=CRC (O)-, R is H or CH
3) expression acryl, methacryloyl or their arbitrary combination.Similarly, with (methyl) acryloyl-oxy basis representation acryloxy, (methyl) acryloxy or their arbitrary combination; Represent vinylformic acid, methacrylic acid or their arbitrary combination with (methyl) vinylformic acid; Represent acrylate, methacrylic ester or their arbitrary combination with (methyl) acrylate; Represent acrylamide, Methacrylamide or their arbitrary combination with (methyl) acrylamide.
Can be used for (methyl) of the present invention acrylate and be not particularly limited, can be simple function (methyl) acrylate and multifunctional (methyl) acrylate.
As the illustrative example of simple function (methyl) acrylate monomer, can mention (methyl) alkyl acrylate, (methyl) vinylformic acid alkenyl esters and (methyl) vinylformic acid heterocyclic radical ester.
Preferably, the carbonatoms that described alkyl contains is 1-20, and preferably 1-10, and described alkyl is that replace or unsubstituted; Substituting group is to be selected from least a in the following group: the aryloxy that carbonatoms is the alkyl of 1-10, alkoxyl group that carbonatoms is 1-10, carbonatoms is 6-10, the epoxy group(ing) that carbonatoms is 2-10 and hydroxyl etc.
Preferably, the carbonatoms that described thiazolinyl contains is 2-20, and the preferably thiazolinyl of 2-10, and described thiazolinyl is that replace or unsubstituted; Described substituting group is to be selected from least a in the following group: the aryloxy that carbonatoms is the alkyl of 1-10, alkoxyl group that carbonatoms is 1-10, carbonatoms is 6-10, the epoxy group(ing) that carbonatoms is 2-10 and hydroxyl etc.
Preferably, described heterocyclic radical contains at least a heteroatoms and 2-20 the carbon atom that is selected from nitrogen and the oxygen, and preferably 2-10 carbon atom, and described heterocyclic radical is that replace or unsubstituted; Described substituting group is to be selected from least a in the following group: the aryloxy that carbonatoms is the alkyl of 1-10, alkoxyl group that carbonatoms is 1-10, carbonatoms is 6-10, the epoxy group(ing) that carbonatoms is 2-10 and hydroxyl etc.
The object lesson of simple function (methyl) acrylate monomer includes but not limited to (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) butyl acrylate, (methyl) vinylformic acid tetrahydrofuran ester, lauryl acrylate, Isooctyl acrylate monomer, isodecyl acrylate, 2-EHA, (methyl) isobornyl acrylate, (methyl) vinylformic acid two cyclopentenes esters, vinylformic acid isooctadecane base ester, (methyl) vinylformic acid 2-hydroxyl ethyl ester, (methyl) vinylformic acid 2-hydroxypropyl acrylate, (methyl) vinylformic acid 2-hydroxy butyl ester, 2-(2-ethoxy ethoxy) ethyl propylene acid esters, vinylformic acid 2-phenoxy ethyl, methacrylic acid Dicyclopentadiene (DCPD) ester, methacrylic acid dicyclopentenyl 2-ethoxyethyl acetate, (methyl) vinylformic acid morpholine ester and vinylformic acid caprolactone etc.
The non-limitative example of multifunctional (methyl) acrylate monomer comprises Ethylene glycol dimethacrylate, two (methyl) vinylformic acid hexylene glycol ester, Viscoat 295 and tetramethylol methane tetraacrylate etc.
Can be used for (methyl) of the present invention acrylamide and be not particularly limited, can be unsubstituted (methyl) acrylamide, also can be (methyl) acrylamide or N that the N-alkyl replaces, (methyl) acrylamide that the N-dialkyl group replaces.
In (methyl) acrylamide that the N-alkyl replaces, substituted alkyl preferably has 1-8 carbon atom, such as N-ethyl acrylamide and N-octyl acrylamide etc.; At N, in (methyl) acrylamide that the N-dialkyl group replaces, substituted alkyl preferably has 1-4 carbon atom, for example N,N-DMAA and N, N-diethyl acrylamide etc.
What be preferably used as binder composition component of the present invention (a) is (methyl) acrylate.
Preferably, these monomers that are selected from (methyl) vinylformic acid, (methyl) acrylate and (methyl) acrylamide are liquid at normal temperatures.In the present invention, term " normal temperature " refers to 25 ℃.
In binder composition according to the present invention, these monomers that are selected from (methyl) vinylformic acid, (methyl) acrylate and (methyl) acrylamide can use separately, also can two or more be mixed with any ratio and use.With respect to the gross weight of binder composition of the present invention, the content of component (a) is the 5-50 weight part, preferred 10-50 weight part, more preferably 10-45 weight part, more more preferably 12-40 weight part.
[component (b): oxidation inhibitor]
Oxidation inhibitor be used for avoiding binder composition during preparation, during the processing and between the usage period because degrading with the oxygen contact reacts, thereby the work-ing life of prolongation binder composition.Described degraded also claims agingly, is usually expressed as deteriorated on outward appearance, physicals and performance of tackiness agent, for example etiolation (partly being called " xanthochromia is aging " at embodiment).
Being used for oxidation inhibitor of the present invention and being not particularly limited, can be primary antioxidant, or the composition of primary antioxidant and aid anti-oxidants, the composition of preferred primary antioxidant and aid anti-oxidants.Primary antioxidant is used for stoping binder composition generation deterioration by oxidation, and aid anti-oxidants is used for delaying binder composition generation deterioration by oxidation.
The non-limitative example of described primary antioxidant comprises Hinered phenols antioxidant, secondary diarylamine kind antioxidant, suffocated amine antioxidant and benzotriazole kind antioxidant.
The object lesson of hindered phenol can be enumerated can be available from Irganox1010, Irganox1076, Irganox1098, Irganox1135, Irganox245 and the BHT etc. of BASF AG.
The object lesson of secondary diarylamine can be enumerated can be available from the Irganox5057 of BASF AG.
The object lesson of benzotriazole can be enumerated can be available from the Tinuvin360 of BASF AG and Tinuvin328 etc.
The object lesson of hindered amine can be enumerated can be available from Tinuvin292, the Tinuvin765 of BASF AG and Tinuvin494 etc.
The non-limitative example that can be used for aid anti-oxidants of the present invention can be phosphorous acid ester.The exemplary of phosphorous acid ester can be enumerated can be available from TNPP and the Ultranox 626 of Chemtura company; With can be available from HP-10 of Amfine Chemical company etc.
In binder composition according to the present invention, primary antioxidant can use separately, also can two or more be mixed with any ratio and use.Preferably primary antioxidant and aid anti-oxidants are used in combination, thereby strengthen oxidation resistant performance.The blending ratio of primary antioxidant and aid anti-oxidants can arrange arbitrarily as required.
With respect to the gross weight of binder composition of the present invention, the total content of component (b) can be the 0.05-2 weight part, preferred 0.1-1.5 weight part, more preferably 0.2-1.3 weight part.
[component (c): Photoepolymerizationinitiater initiater]
Photoepolymerizationinitiater initiater is accelerated the speed of binder composition photocuring for the photopolymerization reaction of the component (e) (if any) that causes component (a) and mention later.
Preferably comprise the radical photopolymerization initiator in the binder composition of the present invention.
Be used for radical photopolymerization initiator of the present invention and be not particularly limited, can enumerate such as benzil ketals class, hydroxyl ketone, amido ketone and acylphosphanes superoxide etc.
The IRGACURE651 that the object lesson of benzil ketals class Photoepolymerizationinitiater initiater for example is obtained commercially (chemical name is 2,2-dimethoxy-1,2-phenylbenzene second-1-ketone).
The Darocure 1173 (HMPP) that the object lesson of hydroxyl ketone Photoepolymerizationinitiater initiater for example is obtained commercially, Darocure 2959 (HHMP) and Darocure 184 (chemical name is 1-hydroxy-cyclohexyl benzophenone, abbreviation HCPK) etc.
The Irgacure 907 that the object lesson of amido ketone Photoepolymerizationinitiater initiater for example is obtained commercially (chemical name is 2-methyl isophthalic acid-[4-(methyl sulphur) phenyl]-2-morpholino third-1-ketone, abbreviation MMMP) and Irgacure369 (BDMB) etc.
(chemical name is 2 to the TEPO that the object lesson of acylphosphanes peroxide Photoepolymerizationinitiater initiater for example is obtained commercially; 4; 6-trimethylbenzoyl phenyl-phosphonic acid ethyl ester), (chemical name is phenyl two (2 for TPO (chemical name is the trimethylbenzoyl diphenyl phosphine oxide) and Irgacure 819; 4; the 6-trimethylbenzoyl) phosphine oxide; abbreviation BAPO can be available from Ciba Specialty Chemicals Inc.) etc.
In binder composition according to the present invention, Photoepolymerizationinitiater initiater can use separately, also can two or more be mixed with any ratio and use.
With respect to the gross weight of binder composition of the present invention, the content of component (c) can be 0.5-10 weight weight part, preferred 0.5-5.0 weight part.
[component (d): the oligopolymer that does not have (methyl) acryloxy]
The oligopolymer that does not have (methyl) acryloxy is used for improving or regulating the bond properties of binder composition and base material.
Preferably, do not have the oligopolymer of (methyl) acryloxy at normal temperatures for liquid, crosslinking curing can not occur in them when accepting photoirradiation, thereby can regulate the hardness after tackiness agent solidifies, still fully soft binder composition is provided after the curing, and minimizes adhesive laminated and/or be bonded to the stress that substrate (for example indicator screen) produces.
Being used for the oligopolymer that does not have (methyl) acryloxy of the present invention is not particularly limited, crosslinking curing can not occur when as long as it accepts photoirradiation, for example can mention that polyisoprene, terpine resin and the main chain of polybutene, polyhutadiene, hydrogenated butadiene polymer, polyisoprene, maleation are the low-molecular weight polymer of polyethers, and their arbitrary composition.
Preferably, the weight-average molecular weight of polybutene (Mw) is no more than 5000, such as can be available from PB-950, PB-1300, PB-1400, PB-2000 and the PB-2400 etc. of Daelim company; Can be available from Indopols L50, H-7, H-8, H-35, H-50, H-100, H-300, H-1200, H-1500, H-1900, H-2100 and the H-6000 etc. of BP company.The polyhutadiene adipate that also comprises modification is such as Santicizer 409A etc.
Preferably, polyhutadiene or hydrogenated butadiene polymer weight-average molecular weight (Mw) are no more than 40000.The illustrative example of polyhutadiene is as can be available from Ricon130, Ricon134, Ricon156 and the Ricon131 etc. of Sartomer company; Can be available from B-1000, the B-2000 of Nippon Soda company and B-3000 etc.; The illustrative example of hydrogenated butadiene polymer is as can be available from GI-1000, the GI-2000 of Nippon Soda company and GI-3000 etc.Also can mention the polyhutadiene of modification, its weight-average molecular weight (Mw) preferably is no more than 40000, for example contains the polyhutadiene of suspention 1,2-ethene structure, can be with trade(brand)name Polyoil 110 available from Degussa company; With the polyhutadiene of the modification of epoxy group(ing), can be with trade(brand)name PB-3600 available from Daicel Chemical company; Have-modified polybutadiene of COOH group, can be with trade(brand)name PolyBD3000CT available from Cray Valley company.
Preferably, the weight-average molecular weight of polyisoprene (Mw) is no more than 60000, such as can be available from the LIR-30 of Kuraray company and LIR-50 etc.Also can mention the polyisoprene of maleation, its weight-average molecular weight (Mw) preferably is no more than 60000, such as can be available from the LIR-403 of Kuraray company and LIR-410 etc.; Can be available from Ricon 131MA8, Ricon 131MA10, Ricon 131MA13, Ricon 131MA20, Ricon131MA17 and the Ricon156MA17 etc. of Cray Valley company.
Terpine resin mainly comprises two kinds of isomer α-pinenes of terpenes or the polymkeric substance of beta-pinene, and its weight-average molecular weight (Mw) is no more than 8000.The illustrative example of terpine resin is as can be available from DERCOLYTE A 10, DERCOLYTE L 115, DERCOLYTE L 120, DERCOLYTE LTG, DERCOLYTE M 105, DERCOLYTE M 115, DERCOLYTE M 120 and the DERTOPHENE T 115 etc. of French DRT company, can be available from Clearon 85, Clearon K 100 Clearon K 110, Clearon M105, Clearon M 115, Clearon P 85 and the Clearon P 105 etc. of Japanese Yasuhara company.
Preferably, main chain is that its weight-average molecular weight of low-molecular weight polymer (Mw) of polyethers is no more than 60000, for example can be available from the Rosin Esters series of Eastman company, such as TEG-EH.
In binder composition according to the present invention, the oligopolymer that does not have (methyl) acryloxy can use separately, also can two or more be mixed with any ratio and use.With respect to the gross weight of binder composition of the present invention, the content of component (d) is the 5-80 weight part, more preferably 30-80, more more preferably 40-80 weight part, most preferably 40-50 weight part.
[component (e): the oligopolymer with (methyl) acryloxy]
Binder composition of the present invention can randomly comprise the oligopolymer with (methyl) acryloxy.These oligopolymer are because have (methyl) acryloxy unsaturated group in its molecule, when accepting light radiation, the crosslinking reaction of self can occur, also can with composition in component (a) crosslinking reaction occurs, promote the photo-curing rate of whole binder composition, give binder composition quick-setting performance.In addition, these oligopolymer with curing activity also can be used for regulating viscosity and the bond properties of binder composition, and can improve the stability in storage of composition.
The structural formula of (methyl) acryloxy is CH
2=CRC (O) O-, R is H or CH
3(methyl) acryloxy can be arranged in any position of oligomer molecules, is preferably placed at the end of main chain and/or is arranged in side chain.
Preferably, the oligopolymer that has (methyl) acryloxy is the polyhutadiene with (methyl) acryloxy; Polyisoprene with (methyl) acryloxy is such as available from the UC-203 of Kuraray company and UC-102 etc.; Urethane with (methyl) acryloxy is for example available from CN962, CN964, CN965, CN934 and the CN972 of Sartomer, available from the BR3641AA of Bomar company; Polyester with (methyl) acryloxy is for example available from CN292, CN2200, CN9021 and the CN2255 of Sartomer; And the arbitrary combination of these oligopolymer.All these oligopolymer can be commercially available from Sartomer and Kuraray.
Other example that can be used for the oligopolymer with (methyl) acryloxy of the present composition includes but not limited to: the styrene-butadiene copolymer with (methyl) acryloxy, acrylonitrile butadiene copolymer with (methyl) acryloxy, polyisobutene with (methyl) acryloxy, ethylene-propylene rubber(EPR) (propylene diene multipolymer) with (methyl) acryloxy, isoprene-isobutylene rubber (isobutylene-isoprene copolymer) with (methyl) acryloxy, bromo isoprene-isobutylene rubber (bromo isobutylene-isoprene copolymer) with (methyl) acryloxy, (methyl) has chloro isoprene-isobutylene rubber (chloro isobutylene-isoprene copolymer) and their arbitrary combination of acryloxy.The counterpart that does not have these resins of (methyl) vinylformic acid acyloxy is commercially available, contain for example hydroxyl of reactive group in the molecule of these counterparts, those skilled in the art can be had the corresponding oligopolymer of (methyl) acryloxy by making itself and (methyl) acrylate reactions.
Preferably, the oligopolymer with (methyl) acryloxy of the present invention is liquid at normal temperatures.
Preferably, its Tg of oligopolymer with (methyl) acryloxy of the present invention is between approximately-100 ℃ to 20 ℃.
Preferably, its acryloxy average functionality of oligopolymer with (methyl) acryloxy is greater than 0 and be less than or equal to 3, is preferably greater than 0.5 and be less than or equal to 3.Here, " average functionality " refers to the mean number of (methyl) acryloxy of containing in each molecule.
In binder composition according to the present invention, the oligopolymer with (methyl) acryloxy can use separately, also can two or more be mixed with any ratio and use.
With respect to the gross weight of binder composition of the present invention, the content of component (e) is the 0-80 weight part, more preferably 30-80 weight part, more more preferably 30-65 weight part, more preferably 30-50 weight part.
[other additive component]
In case of necessity, binder composition of the present invention can also contain other various additives, and these additives are conventional in adhesive field, and its content also is conventional.They comprise that photosensitizers, free radical clean-out system, wetting agent, flow agent, tinting material and other improve the performance of solidifying product, such as the adhesion promotor of viscosity, bond strength or snappiness etc.
[binder composition]
Binder composition according to the present invention is liquid.The mobile performance of fluid binder composition is good, is convenient to put in the substrate by modes such as coating or injections.
Binder composition according to the present invention has transparent outward appearance, after accepting rayed and solidifying, still keeps transparent outward appearance and excellent optical property, and for example transparence is greater than 95%, even greater than 99%; Mist degree is less than 1%, even less than 0.5%.
Here, according to ASTM D1003-2007, adopt ultraviolet-visible pectrophotometer (available from U.S.'s Varian, Cary-300) to test the transparence of the visible light wave range after binder composition solidifies.Can record mist degree with the same manner.
Particularly, introduced component (d) in the binder composition of the present invention: do not have the oligopolymer of (methyl) acryloxy, so that the tackiness agent after solidifying is fully soft, the tackiness agent after the curing can realize being low to moderate the hardness of Sh00 10.
[preparation of binder composition]
Be used for component of the present invention (a), component (b), component (c), component (d) and and optional other composition that exists can be by any suitable method, mix with any suitable order.Mixing can be carried out continuously or intermittently.As required, in mixing process, can stir.In the different steps of mixing, stirring velocity can arrange identical or differently, for example the stirring velocity of front can be made as approximately 50-80rpm, and stirring velocity subsequently can be made as approximately 80-150rpm.
Adding in the Photoepolymerizationinitiater initiater and afterwards, should under the condition that reduces illumination, preferably mix and follow-up preservation in the condition of lucifuge.Advantageously at the composition that will have the photopolymerization activity with before Photoepolymerizationinitiater initiater mixes, finish first and the mixing of other composition.Mixing can be carried out under any suitable temperature.Suitable mixing time can be set arbitrarily as required.
[purposes of binder composition of the present invention]
Binder composition according to the present invention can be used for the various parts in bonding or the laminated electric element, particularly display unit, bonding or laminated in particular between the light-transparent substrate or between light-transparent substrate and the light tight substrate.Light-transparent substrate is such as being glass or transparent plastics etc.; Light tight substrate is such as being metal, opaque plastics, pottery, stone material, leather or timber etc.Plastics can be polymethylmethacrylate (PMMA), polycarbonate (PC) and polyester (PET) etc.Most preferably binder composition of the present invention is put between substrate of glass and the substrate of glass.
[coating/injection]
Can adopt coating process commonly used or injecting method that binder composition of the present invention is applied between the substrate.Coating process such as slot coated, spraying, spin coating, roller coat and curtain coating coating etc.The coating thickness of composition can be selected as required easily, and preferred thickness is as far as possible little, and for example approximately 50-is approximately between the 200 μ m, and preferred approximately 100-is approximately between the 150 μ m.
[curing]
Light radiation is carried out in the substrate that is applied with above-mentioned binder composition.Can adopt light source, for example UV-light, visible light; And energetic ray, for example electron beam, alpha-ray, gamma-rays, X-ray carry out light radiation, preferred UV-light, particularly preferably cover the ultraviolet source (manufacturer: Loctite company, model: UVALOC1000) of 200nm-400nm UV-light wave band; Or industrial high voltage mercury lamp commonly used (requiring must have utilizing emitted light at UVA (315-400nm)).Irradiation energy is at 3000mJ/cm
2Perhaps, radiation power is about 100mW/cm
2, irradiation time be 30 seconds or more than.
[method of bonded substrate]
Method with binder composition bonded substrate of the present invention is as follows: binder composition is put between the substrate, then it is carried out optical radiation operation recited above.
Binder composition of the present invention is selected from (methyl) vinylformic acid, (methyl) acrylate and (methyl) acrylamide because comprising monomer and the optional oligopolymer with (methyl) acryloxy that exists have good antifouling property and stripping performance.In addition, compare with traditional Pressuresensitive Tape, binder composition of the present invention is because being in liquid state, and bonding use range is wider, can be used for the bonding of uneven surface, and the bond strength after bonding is more excellent.Especially, fully soft after binder composition of the present invention solidifies, can reduce the stress that tackiness agent is introduced to electric element, and transparence is fully high, can also overcome the defective of flavescence crystallization in the process of depositing, improve the overall performance of tackiness agent and the finished product.
Embodiment
Further specify objects and advantages of the present invention below in conjunction with embodiment, but the concrete material shown in these embodiment, content, data and other condition and details all are to explain of the present inventionly, and should not be interpreted as inadequately it is limitation of the present invention.
Experiment material
UC-203: have the polyisoprene of (methyl) acryloxy, available from Kuraray company, functionality approximately 3, weight-average molecular weight are approximately 33000;
UC-102: have (methyl) acryloxy polyisoprene, available from Kuraray company, functionality approximately 2, weight-average molecular weight are approximately 17000;
BR3641AA: have (methyl) acryloxy urethane, available from Bomar company, Tg approximately-49 ℃, functionality approximately 1.5;
Tg approximately-16 ℃, functionality approximately 2;
CN9021: have the polyester of acryloxy, available from Sartomer company, functionality approximately 2, Tg approximately-54 ℃, viscosity 5000mPa.s/65 ℃;
LIR-403: the polyisoprene of maleation, available from Kuraray company;
Polyoil110: contain the polyhutadiene of suspention 1,2-ethene structure, available from Degussa company, weight-average molecular weight approximately 2500;
PB-3600: with the polyhutadiene of the modification of epoxy group(ing), available from Daicel Chemical company, approximately 45000mPas/45 ℃ of viscosity;
PolyBD3000CT: have-modified polybutadiene of COOH group, available from Gray Valley company, weight-average molecular weight approximately 3300;
GI-1000: hydrogenated butadiene polymer, available from Nippon Soda company, weight-average molecular weight approximately 1500;
LIR-30: polyisoprene, available from Kuraray company, Tg approximately-63 ℃, 70000/38 ℃ of viscosity, Mw approximately 30000;
Ricon130: polyhutadiene, available from Sartomer company, Mw approximately 8000,1500/38 ℃ of viscosity;
Irganox 1010: hindered phenol, available from BASF AG;
BHT: butylated hydroxytoluene, available from BASF AG;
Irganox 1135: hindered phenol, available from BASF AG;
Tinuvin292: hindered amine, available from BASF AG;
Tinuvin765: hindered amine, available from BASF AG;
Darocure 184:1-hydroxy-cyclohexyl benzophenone is available from Ciba Specialty Chemicals Inc.;
Irgacure 819: two (2,4, the 6-trimethylbenzoyl) phosphine oxides of phenyl, available from Ciba Specialty Chemicals Inc.;
TPO: Photoepolymerizationinitiater initiater, available from Ciba Specialty Chemicals Inc..
Testing method
In order to verify the excellent properties of binder composition of the present invention, it has been carried out a series of tests such as viscosity test, Sh00 hardness test, transparence test and the test of xanthochromia index.
＜viscosity test 〉
At room temperature, binder composition of the present invention is carried out viscosity test, viscosity refers to brookfield viscosity (Brookfield), and ASTM D1084 standard is adopted in test.
＜Sh00 hardness test 〉
On the sheet glass of 150mm*150mm*4mm, place the polychloroethylene film that a uniform thickness is 0.18mm, the stainless steel frame that top place mat 2mm is thick, put into the approximately binder composition of the present invention of 30g, the above places the polychloroethylene film that a uniform thickness is 0.18mm again, and in addition with the sheet glass covering of a 50mm*150mm*4mm.Sample placed under the UV-light solidify fully that approximately (pros and cons respectively solidified 1 minute, and irradiation power is 100mW/cm in 2 minutes
2).
During hardness test, cut three onesize, thickness is the film after the curing of 2mm, the hardness value when measuring 6mm thickness with sclerometer, and get their mean value.Testing method is with reference to ASTM D2240.
＜transparence test 〉
On the sheet glass of 40mm*60mm*1.5mm, be the Stainless Steel Wire control thickness of 1mm with diameter, evenly place the approximately binder composition of the present invention of 0.25g in sheet glass central authorities, sheet glass with an other 40mm*60mm*1.5mm covers, the binder composition levelling of the present invention that firmly makes gently is ring-type, places fully to solidify 1 minute (UVA intensity is 100mW/cm2) under the UV-light.Testing method is with reference to ASTM E903, adopts ultraviolet-visible pectrophotometer (available from U.S.'s Varian, Cary-300) to test the transparence of the visible light wave range after dual cure composition solidifies.
＜xanthochromia index test 〉
On the sheet glass of 40mm*60mm*1.5mm, be the Stainless Steel Wire control thickness of 1mm with diameter, evenly place the approximately binder composition of the present invention of 0.25g in sheet glass central authorities, sheet glass with an other 40mm*60mm*1.5mm covers, gently firmly so that binder composition levelling of the present invention is ring-type, places and solidify fully under the UV-light that (irradiation power was 100mW/cm in 1 minute
2).Testing method is with reference to ASTM D1003-2007, adopts ultraviolet-visible pectrophotometer (available from U.S.'s Varian, Cary-300) to test b* value after dual cure composition solidifies, i.e. the xanthochromia index.
The preparation experiment of＜composition 〉
Embodiment 1
At first, at room temperature, difference weighing 22.9 parts by weight of acrylic acid lauryls, 5 weight part methacrylic acid 2-hydroxypropyl acrylates, 6 weight part methacrylic acid Dicyclopentadiene (DCPD) esters, 0.1 weight part tetramethylol methane tetraacrylate and 63.9 weight part PB-3600, they are dropped among the planetary mixer Labotop 3LAPC (production of Labsystem company) stir, stirring velocity is set as approximately 70rpm, and churning time is about 30min.Subsequently, weighing 0.1 weight part BHT and 2 weight part Darocure 184 also drop into them in the stirrer respectively, and stirring velocity is set as approximately 150rpm, continue stir about 40min.To be mixed evenly after, the mixture that obtains filtered get final product.Whole feed intake and whipping process in, lucifuge also keeps constant temperature.
The concrete prescription of binder composition is as follows:
Embodiment 2
With the binder composition of the mode Preparation Example 2 identical with embodiment 1, except the prescription of change binder composition as shown in the table:
Embodiment 3
With the binder composition of the mode Preparation Example 3 identical with embodiment 1, except the prescription of change binder composition as shown in the table:
Embodiment 4
With the binder composition of the mode Preparation Example 4 identical with embodiment 1, except the prescription of change binder composition as shown in the table:
Embodiment 5
With the binder composition of the mode Preparation Example 5 identical with embodiment 1, except the prescription of change binder composition as shown in the table:
Embodiment 6
With the binder composition of the mode Preparation Example 6 identical with embodiment 1, except the prescription of change binder composition as shown in the table:
Embodiment 7
With the binder composition of the mode Preparation Example 7 identical with embodiment 1, except the prescription of change binder composition as shown in the table:
Comparative Examples 1
The binder composition for preparing Comparative Examples 1 in the mode identical with embodiment 1 except changing the prescription of binder composition, mainly is not comprise component (a).
The concrete prescription of the binder composition of Comparative Examples 1 is as shown in the table:
Comparative Examples 2
The binder composition for preparing Comparative Examples 2 in the mode identical with embodiment 1 except changing the prescription of binder composition, mainly is not comprise component (b).
Comparative Examples 3
The binder composition for preparing Comparative Examples 3 in the mode identical with embodiment 1 except changing the prescription of binder composition, mainly is not comprise component (d).
The concrete prescription of the binder composition of Comparative Examples 3 is as shown in the table.
As previously described, the binder composition that embodiment 1-7 and Comparative Examples 1-3 are obtained carries out performance test, and the result is as shown in the table:
Can find out significantly from upper table, the binder composition viscosity of embodiment of the invention 1-7 is excellent, and hardness value is low, good transmittance, and ageing resistance and stability in storage are good.On the other side, the binder composition of Comparative Examples 1 does not comprise (methyl) acrylate monomer, and transparence obviously descends the transparence behind the products solidifying＜90% after solidifying; The binder composition of Comparative Examples 2 does not comprise component (b), 90 ℃ of aging xanthochromia indexes (b*)＞1 after 120 hours, the obviously visible xanthochromia in edge between applying glass and the glass, poor storage stability; Comparative Examples 3 does not comprise component (d) and tackifier, and hardness has been lost good elasticity greater than Sh00 70 after solidifying, and easily produces cracking when applying glass is aging.
In present specification, in conjunction with specific embodiments the present invention is described in detail, but to those skilled in the art, obviously can be in the situation that do not break away from essence of the present invention it made various changes and modifications.All this type of change and modification should be thought within the scope of claims of all falling into the application.
Claims (12)
1. the binder composition of a photocuring, it comprises following composition:
Component (a): be selected from least a monomer in (methyl) vinylformic acid, (methyl) acrylate and (methyl) acrylamide;
Component (b): oxidation inhibitor;
Component (c): Photoepolymerizationinitiater initiater; With
Component (d): the oligopolymer that does not have (methyl) acryloxy.
2. composition as claimed in claim 1, wherein, component (a) is one or more (methyl) acrylate;
Preferred ingredient (a) is multifunctional (methyl) acrylate monomer and/or is selected from (methyl) alkyl acrylate, at least a simple function (methyl) acrylate monomer in (methyl) vinylformic acid alkenyl esters and (methyl) vinylformic acid heterocyclic radical ester, described alkyl contains 1-20 carbon atom, and described alkyl is that replace or unsubstituted, described thiazolinyl contains 2-20 carbon atom, and described thiazolinyl is that replace or unsubstituted, described heterocyclic radical contains 2-20 carbon atom and at least a heteroatoms that is selected from nitrogen and the oxygen, and described heterocyclic radical is that replace or unsubstituted, and described substituting group is to be selected from least a in the following group: carbonatoms is the alkyl of 1-10, carbonatoms is the alkoxyl group of 1-10, carbonatoms is the aryloxy of 6-10, carbonatoms is epoxy group(ing) and the hydroxyl of 2-10;
Preferred ingredient (a) is liquid at normal temperatures.
3. each described composition as in the aforementioned claim, wherein, component (b) is to be selected from least a in the following oxidation inhibitor: hindered phenol antioxygen, secondary diarylamine oxidation inhibitor, hindered amine oxidation inhibitor and benzotriazole oxidation inhibitor.
4. such as 1 or 2 described compositions in the claim, wherein, component (b) is phosphorous acid ester and at least a mixture that is selected from the following oxidation inhibitor: hindered phenol antioxygen, secondary diarylamine oxidation inhibitor, hindered amine oxidation inhibitor and benzotriazole oxidation inhibitor.
5. each described composition as in the aforementioned claim, wherein, component (c) is to be selected from least a in benzil ketals class, hydroxyl ketone, amido ketone and the acylphosphanes superoxide.
6. such as each described composition in the aforementioned claim, wherein, component (d) is that the polyisoprene, terpine resin and the main chain that are selected from polybutene, polyhutadiene, hydrogenated butadiene polymer, polyisoprene, maleation is at least a in the low-molecular weight polymer of polyethers, and its weight-average molecular weight of described low-molecular weight polymer is no more than 60000;
Preferred ingredient (d) is liquid at normal temperatures.
7. such as each described composition in the aforementioned claim, wherein, described composition also comprises component (e): the oligopolymer with (methyl) acryloxy; Preferably have (methyl) acryloxy polyhutadiene, have (methyl) acryloxy polyisoprene, have the urethane of (methyl) acryloxy and have the polyester of (methyl) acryloxy and their arbitrary combination;
Preferred ingredient (e) is liquid at normal temperatures.
8. such as each described composition in the aforementioned claim, wherein, with respect to the composition of 100 weight parts, the content of each component is:
Component (a): 10-50 weight part;
Component (b): 0.05-2 weight part;
Component (c): 0.5-10 weight part; With
Component (d): 40-80 weight part.
9. such as each described composition among the claim 1-7, wherein, with respect to the composition of 100 weight parts, the content of each component is:
Component (a): 5-50 weight part;
Component (b): 0.05-2 weight part;
Component (c): 0.5-10 weight part;
Component (d): 5-50 weight part; With
Component (e): 30-80 weight part.
10. such as each described composition in the aforementioned claim, wherein, described composition is liquid at normal temperatures, and the transparence after the curing is greater than 95%, and the mist degree after solidifying is less than 1%;
Preferably, described composition is 300-5500mPas 25 ℃ viscosity, more preferably 500-5000mPas, more more preferably 2000-4500mPas, most preferably 3000-4000mPas.
11. such as each described composition in the aforementioned claim, wherein, the hardness after described composition solidifies is Sh00 10-Sh00 70; Preferred Sh00 10-Sh00 50; More preferably Sh00 20-Sh0040.
12. as the purposes of each described composition in the aforementioned claim, it is used for bonding or laminated between light-transparent substrate and the light-transparent substrate or between light-transparent substrate and the light tight substrate;
Preferably, described light-transparent substrate comprises glass or transparent plastics, and described light tight substrate comprises metal, opaque plastics, pottery, stone material, leather or timber;
Described composition more preferably is used for bonding or laminated between substrate of glass and the substrate of glass.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011102110873A CN102898956A (en) | 2011-07-25 | 2011-07-25 | Photo-curable adhesive composition and its use |
| TW101121167A TW201305302A (en) | 2011-07-25 | 2012-06-13 | Photo curable adhesive compositions and use thereof |
| PCT/CN2012/078238 WO2013013568A1 (en) | 2011-07-25 | 2012-07-05 | Photo curable adhesive compositions and use thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN2011102110873A CN102898956A (en) | 2011-07-25 | 2011-07-25 | Photo-curable adhesive composition and its use |
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| CN102898956A true CN102898956A (en) | 2013-01-30 |
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| CN (1) | CN102898956A (en) |
| TW (1) | TW201305302A (en) |
| WO (1) | WO2013013568A1 (en) |
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| JP2002226530A (en) * | 2001-02-05 | 2002-08-14 | Showa Highpolymer Co Ltd | Curable resin composition |
| JP5298605B2 (en) * | 2007-04-03 | 2013-09-25 | デクセリアルズ株式会社 | Manufacturing method of image display device |
| JP5469059B2 (en) * | 2007-05-18 | 2014-04-09 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | Organic electronic devices protected by elastic laminate adhesives |
| JP5735279B2 (en) * | 2007-12-28 | 2015-06-17 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | Actinic radiation curable adhesive composition |
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- 2011-07-25 CN CN2011102110873A patent/CN102898956A/en active Pending
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- 2012-06-13 TW TW101121167A patent/TW201305302A/en unknown
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Also Published As
| Publication number | Publication date |
|---|---|
| TW201305302A (en) | 2013-02-01 |
| WO2013013568A1 (en) | 2013-01-31 |
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