CN110804397A - Liquid optical transparent adhesive and preparation method thereof - Google Patents
Liquid optical transparent adhesive and preparation method thereof Download PDFInfo
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- CN110804397A CN110804397A CN201911181348.4A CN201911181348A CN110804397A CN 110804397 A CN110804397 A CN 110804397A CN 201911181348 A CN201911181348 A CN 201911181348A CN 110804397 A CN110804397 A CN 110804397A
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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
- C08F220/10—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
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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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
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- Chemical Kinetics & Catalysis (AREA)
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- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention relates to the technical field of adhesives, in particular to a liquid optical transparent adhesive and a preparation method thereof. The liquid optical transparent adhesive comprises, by weight, 45-55 parts of a prepolymer, 6-12 parts of an active diluent and 1-1.5 parts of a photoinitiator. The invention provides a liquid optical clear adhesive, which can improve cohesive strength and adhesive strength by controlling the preparation method and preparation raw materials of a prepolymer and the type of an active diluent, thereby improving the toughness of the liquid optical clear adhesive and the peel strength after repeated bending, and has good chromaticity, so that the phenomena of glass, bubbling, folding and the like can not occur when the liquid optical clear adhesive is bent for ten thousand times, and the liquid optical clear adhesive still has good adhesive force after repeated bending, has good cohesive strength, maximum strain and rebound resilience, can be used for electronics or electrical, and is particularly suitable for bonding of touch screens, particularly display panels, display screen sets and display flexible screens.
Description
Technical Field
The invention relates to the technical field of adhesives, in particular to a liquid optical transparent adhesive and a preparation method thereof.
Background
The optical clear adhesive (OCA optical adhesive) is prepared by making an optical acrylic adhesive into a non-base material, then respectively attaching a layer of release film on an upper bottom layer and a lower bottom layer to form a double-sided adhesive tape without a base material, and has the characteristics of no color, transparency, transmittance of more than 90%, good adhesive strength, capability of being cured at room temperature or medium temperature, small curing shrinkage and the like. The liquid optical transparent glue is divided into two categories, one is resistive type, the other is capacitive type, the resistive type optical glue can be divided into 50 μ M and 25 μ M according to different thicknesses, and the capacitive type optical glue is divided into 100 μ M, 175 μ M, 200 μ M and 250 μ M. The optical transparent adhesive can be applied to different fields, such as electronic or electric fields, according to different thicknesses.
The optical transparent adhesive is used for the touch screen, particularly the bonding of a display panel, a display screen group and a display flexible screen is an important development direction at present, the bonding of the surfaces can be higher in strength, Newton rings are avoided, the surface of a product is smoother, and the boundary is enlarged. At present, the liquid optical transparent adhesive used for bonding each panel of the touch screen comprises acrylic, organic silicon, unsaturated polyester, epoxy and the like, wherein the acrylic liquid optical transparent adhesive is widely applied, has good toughness and light transmittance, but can be damaged after being bent for many times, and has poor bonding performance and chromaticity.
CN1490371A reports an adhesive for optical members, which comprises a polyol-modified xylylene diisocyanate crosslinking agent and a copolymer obtained from (a) an alkyl (meth) acrylate, (b) a hydroxyl group-containing monomer, and (c) a functional monomer having any one of a carboxyl group, an amide group, and an amino group. The obtained adhesive has the characteristics of high transparency, good weather resistance, difficult yellowing along with the time and the like.
CN106795405A provides an optically clear adhesive having an excellent balance of adhesive strength and cohesive strength and a high dielectric constant of excellent optical characteristics by an acrylic epitaxial monomer mixture comprising a polymer comprising an acrylic monomer composition containing a hydroxyl group-containing monomer and a monofunctional alkyl (meth) acrylate.
CN1884415A and CN101208403A provide an antistatic acrylic transparent adhesive which is obtained by using an antistatic adhesive having appropriate conductivity comprising an acrylic copolymer (a) having a hydroxyl group and an alkylene oxide chain in the side chain, an ionic compound (B) and a curing agent (C), has excellent transparency, hardly causes coloring, has excellent peelability, and has little peeling static electricity at the time of peeling, and is suitable for surface protection and adhesion of various optical members such as displays and polarizing plates.
Therefore, although the conventional optical clear adhesive has good transparency and toughness, the problem of reduced adhesive force often exists in a state of being bent or moved for many times, the balance between the adhesive force and the toughness cannot be achieved, and the maximum strain, the rebound resilience and the storage modulus of the optical clear adhesive need to be further improved.
Disclosure of Invention
In order to solve the above problems, the first aspect of the present invention provides a liquid optical clear adhesive, wherein the liquid optical clear adhesive comprises, by weight, 45 to 55 parts of a prepolymer, 6 to 12 parts of an active diluent, and 1 to 1.5 parts of a photoinitiator.
According to a preferable technical scheme of the invention, the preparation raw materials of the prepolymer comprise an acrylate monomer and a functional monomer, wherein the acrylate monomer comprises a hard monomer and a soft monomer, and the weight ratio of the hard monomer to the soft monomer is (2-3): (2-3).
According to a preferable technical scheme of the invention, the functional monomer accounts for 0.01-5 wt% of the acrylate monomer, the functional monomer comprises a chain transfer agent and a crosslinking monomer, and the weight ratio of the chain transfer agent to the crosslinking monomer is (0.5-1): 1.
as a preferred technical scheme, the preparation method of the prepolymer comprises the following steps:
adding 15-20 wt% of hard monomer, 5-10 wt% of soft monomer, crosslinking monomer, chain transfer agent and initiator into a solvent, reacting for 0.4-0.6 h at 70-80 ℃, and dropwise adding the rest hard monomer and soft monomer for reaction to obtain the prepolymer.
As a preferable technical scheme, the functional monomer further comprises acrylamide and hydroxyl acrylate, wherein the weight ratio of the acrylamide to the hydroxyl acrylate to the chain transfer agent is (1-2): (1-2): (0.01-0.2).
As a preferable technical scheme of the invention, the reactive diluent comprises a monofunctional reactive diluent and a bifunctional reactive diluent, and the weight ratio of the monofunctional reactive diluent to the bifunctional reactive diluent is (6-10): 1.
in a preferred embodiment of the present invention, the monofunctional reactive diluent is at least two selected from the group consisting of an alicyclic alcohol acrylate, an alkyl alcohol acrylate, and an aryl alcohol acrylate.
As a preferable technical scheme of the invention, the bifunctional reactive diluent comprises hexanediol diacrylate and neopentyl glycol polymethylethylene oxide diacrylate, and the weight ratio of the hexanediol diacrylate to the neopentyl glycol polymethylethylene oxide diacrylate is (2-3): 1.
the second aspect of the present invention provides a method for preparing the liquid optical clear adhesive, comprising the following steps:
and mixing the preparation raw materials of the liquid optical transparent adhesive to obtain the liquid optical transparent adhesive.
The third aspect of the invention provides a solid optical transparent adhesive, which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
The fourth aspect of the present invention provides an application of the liquid optical transparent adhesive as described above, which is applied in the electronic or electrical field.
Compared with the prior art, the invention has the following beneficial effects: the invention provides a liquid optical transparent adhesive, which can improve cohesive strength and bonding strength by controlling the preparation method and the preparation raw materials of a prepolymer, thereby improving the toughness and the peel strength after repeated bending of the liquid optical transparent adhesive and having good chromaticity; in addition, the toughness of the prepared liquid optical transparent adhesive can be further increased by controlling the type of the active diluent, so that the liquid optical transparent adhesive does not have the phenomena of glass, bubbling, folding and the like when being bent for thousands of times, has good adhesive property, still has good adhesive force after being bent for many times, has good cohesive strength, maximum strain and rebound resilience, can be used for electronics or electrics, and is particularly suitable for bonding of touch screens, particularly display panels, display screen sets and flexible display screens.
Detailed Description
The disclosure may be understood more readily by reference to the following detailed description of preferred embodiments of the invention and the examples included therein. Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. In case of conflict, the present specification, including definitions, will control.
The term "prepared from …" as used herein is synonymous with "comprising". The terms "comprises," "comprising," "includes," "including," "has," "having," "contains," "containing," or any other variation thereof, as used herein, are intended to cover a non-exclusive inclusion. For example, a composition, process, method, article, or apparatus that comprises a list of elements is not necessarily limited to only those elements but may include other elements not expressly listed or inherent to such composition, process, method, article, or apparatus.
The conjunction "consisting of …" excludes any unspecified elements, steps or components. If used in a claim, the phrase is intended to claim as closed, meaning that it does not contain materials other than those described, except for the conventional impurities associated therewith. When the phrase "consisting of …" appears in a clause of the subject matter of the claims rather than immediately after the subject matter, it defines only the elements described in the clause; other elements are not excluded from the claims as a whole.
When an amount, concentration, or other value or parameter is expressed as a range, preferred range, or as a range of upper preferable values and lower preferable values, this is to be understood as specifically disclosing all ranges formed from any pair of any upper range limit or preferred value and any lower range limit or preferred value, regardless of whether ranges are separately disclosed. For example, when a range of "1 to 5" is disclosed, the described range should be interpreted to include the ranges "1 to 4", "1 to 3", "1 to 2 and 4 to 5", "1 to 3 and 5", and the like. When a range of values is described herein, unless otherwise stated, the range is intended to include the endpoints thereof and all integers and fractions within the range.
The singular forms "a", "an" and "the" include plural referents unless the context clearly dictates otherwise. "optional" or "any" means that the subsequently described event or events may or may not occur, and that the description includes instances where the event occurs and instances where it does not.
Approximating language, as used herein throughout the specification and claims, is intended to modify a quantity, such that the invention is not limited to the specific quantity, but includes portions that are literally received for modification without substantial change in the basic function to which the invention is related. Accordingly, the use of "about" to modify a numerical value means that the invention is not limited to the precise value. In some instances, the approximating language may correspond to the precision of an instrument for measuring the value. In the present description and claims, range limitations may be combined and/or interchanged, including all sub-ranges contained therein if not otherwise stated.
In addition, the indefinite articles "a" and "an" preceding an element or component of the invention are not intended to limit the number requirement (i.e., the number of occurrences) of the element or component. Thus, "a" or "an" should be read to include one or at least one, and the singular form of an element or component also includes the plural unless the stated number clearly indicates that the singular form is intended.
The present invention is illustrated by the following specific embodiments, but is not limited to the specific examples given below.
The first aspect of the invention provides a liquid optical transparent adhesive, which comprises 45-55 parts by weight of prepolymer, 6-12 parts by weight of reactive diluent and 1-1.5 parts by weight of photoinitiator.
In a preferred embodiment, the liquid optical clear adhesive of the present invention is prepared from raw materials, by weight, including 50 parts of prepolymer, 9 parts of reactive diluent, and 1.2 parts of photoinitiator.
Performed polymer
The prepolymer is the most basic raw material in the ultraviolet curing adhesive, and the influence of the molecular weight and the molecular weight distribution on the bonding performance of the adhesive is large; and the composition and chemical structure of the prepolymer and the composition and structure of the raw materials for synthesizing the prepolymer have great influence on the optical performance of the pressure-sensitive adhesive.
In one embodiment, the preparation raw materials of the prepolymer comprise an acrylate monomer and a functional monomer, wherein the acrylate monomer comprises a hard monomer and a soft monomer, and the weight ratio of the hard monomer to the soft monomer is (2-3): (2-3); further, the weight ratio of the hard monomer to the soft monomer is 1: 1.
examples of hard monomers include, but are not limited to, methyl methacrylate, acrylic acid, isobornyl methacrylate, ethyl methacrylate, vinyl acetate, 3-hydroxy-1-adamantyl methacrylate.
Examples of soft monomers include, but are not limited to, ethyl acrylate, butyl acrylate, n-octyl acrylate, isooctyl methacrylate, dodecyl methacrylate, 2-ethylhexyl acrylate.
Preferably, the hard monomer of the present invention is methyl methacrylate and acrylic acid, and the weight ratio of the methyl methacrylate to the acrylic acid is 1: (0.1 to 0.2); further, the weight ratio of methyl methacrylate to acrylic acid is 1: 0.13.
more preferably, the soft monomer is 2-ethylhexyl acrylate and butyl acrylate, and the weight ratio is (1-2): (1-2); further, the weight ratio of the 2-ethylhexyl acrylate to the butyl acrylate is 1: 1.
further preferably, the functional monomer accounts for 0.01-5 wt% of the acrylate monomer, the functional monomer comprises a chain transfer agent and a crosslinking monomer, and the weight ratio of the chain transfer agent to the crosslinking monomer is (0.5-1): 1; further, the functional monomer accounts for 4.05 wt% of the acrylate monomer, the functional monomer comprises a chain transfer agent and a crosslinking monomer, and the weight ratio of the chain transfer agent to the crosslinking monomer is 0.8: 1.
chain transfer agents are substances that are effective in free radical transfer of chain-propagating radicals to adjust the relative molecular mass of the polymer. The chain transfer agent is not specifically limited, and there may be mentioned isopropyl alcohol, sodium formate, dodecyl mercaptan, octadecyl mercaptan, 2-cyanopropyl-2-yl benzodithiol and mercaptoethanol; in one embodiment, the chain transfer agent of the present invention is dodecyl mercaptan.
The crosslinking monomer is a monomer having two or more functional groups, and the crosslinking monomer is not specifically limited in the present invention, and may be tripropylene glycol diacrylate, hexanediol diacrylate, dipropylene glycol diacrylate; in a preferred embodiment, the crosslinking monomer of the present invention is tripropylene glycol diacrylate.
Preferably, the preparation method of the prepolymer of the invention comprises the following steps:
adding 15-20 wt% of hard monomer, 5-10 wt% of soft monomer, crosslinking monomer, chain transfer agent and initiator into a solvent, reacting for 0.4-0.6 h at 70-80 ℃, and dropwise adding the rest hard monomer and soft monomer for reaction to obtain the prepolymer.
The solvent is well known to those skilled in the art, and ethyl acetate, ethanol, acetone may be mentioned. In one embodiment, the solvent of the present invention is ethyl acetate.
The initiator is a compound which is easily decomposed into free radicals (namely primary free radicals) by heating, can be used for initiating free radical polymerization and copolymerization of alkene and diene monomers, and can also be used for crosslinking curing and high molecular crosslinking reaction of unsaturated polyester. The initiators of the present invention are well known to those skilled in the art and there may be mentioned Triethylamine (TEA), 1, 4-diazabicyclo [2.2.2] octane (DABCO), dibutyltin dilaurate (DBTDL), Stannous Octoate (SO), dibenzoyl peroxide (BPO); in a preferred embodiment, the catalyst of the present invention is dibenzoyl peroxide. The initiator accounts for 0.4-0.6 wt% of the acrylate monomer.
The invention judges the polymerization end point of the prepolymer by measuring the iodine value, and the specific mode is that the iodine value is measured every 0.5h after the hard monomer and the soft monomer are dripped, and the polymerization inhibitor is added to stop the reaction when the iodine value tends to be stable, so as to obtain the prepolymer.
The polymerization inhibitor is an industrial aid, and is generally used to prevent the progress of polymerization. The inhibitor molecules react with the chain radicals to form non-radical species or low reactive radicals that cannot initiate, thereby terminating the polymerization. The polymerization inhibitor of the present invention is well known to those skilled in the art, and is not particularly limited, and examples thereof include hydroquinone, p-benzoquinone, methylhydroquinone, p-hydroxyanisole, 2-t-butylhydroquinone, and 2, 5-di-t-butylhydroquinone.
The applicant finds that 15-20 wt% of hard monomer and 5-10 wt% of hard monomer are added to generate thermal polymerization, a sticky substance is generated due to the fact that the amount of the added hard monomer is large, such as methacrylate and acrylic acid, a relatively stable core is formed, the reaction time is controlled to be 0.5-0.6 h, the molecular weight is controlled to be 2000-3000, then when the residual acrylate monomer and the functional monomer are dripped, a shell layer of a polymer is grafted on the core, a similar core-shell structure is formed, and due to the fact that more soft monomer is added, such as 2-ethylhexyl acrylate and butyl acrylate, a shell is formed to have a large number of long-chain side groups, the base material is favorably soaked, and the toughness and the cohesiveness of the base material are improved; and by adding acrylic acid, the acrylic acid has double bonds and carboxyl groups, so that the acrylic ester monomer is partially crosslinked, the viscosity of the prepolymer is increased, the automatic acceleration effect in the chain growth process is prolonged along with the increase of the viscosity, and the growth of a shell layer is promoted, the applicant avoids the occurrence of disproportionation termination to form an end group of an unstable agent by controlling the reaction time to be 0.5-0.6 h and adding a chain transfer agent, so that the molecular weight of the finally formed prepolymer is controlled.
In a preferred embodiment, the functional monomer of the present invention further comprises acrylamide and hydroxy acrylate, wherein the weight ratio of the acrylamide to the hydroxy acrylate to the chain transfer agent is (1-2): (1-2): (0.01 to 0.2); further, the weight ratio of the acrylamide, the hydroxy acrylate and the chain transfer agent is 2: 2: 0.02.
examples of the acrylamide include, but are not limited to, N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, N-propyl (meth) acrylamide, N- (butyl) (meth) acrylamide, N-t-butyl (meth) acrylamide, N-pentyl (meth) acrylamide, N-hexyl (meth) acrylamide, N-heptyl (meth) acrylamide, N-dimethyl (meth) acrylamide, N-diethyl (meth) acrylamide, piperidyl (meth) acrylamide, and morpholinyl (meth) acrylamide.
Examples of the hydroxyacrylate include, but are not limited to, 2-hydroxyethyl acrylate, hydroxyethyl methacrylate, 4-hydroxybutyl acrylate, 3-hydroxy-1-adamantyl methacrylate (CAS number: 115372-36-6), caprolactone acrylate.
In a more preferred embodiment, the acrylamide of the present invention is N-methyl (meth) acrylamide.
In a further preferred embodiment, the hydroxyacrylate of the present invention is caprolactone acrylate.
The caprolactone acrylate is a comonomer formed by the combined action of caprolactone and acrylic acid, and both ends of the caprolactone acrylate respectively contain hydroxyl and double bonds; the caprolactone acrylate of the present invention is available from Dow, USA under the trade name TONE M-100.
In a further preferred embodiment, in the method for preparing the prepolymer of the present invention, after the remaining hard monomer and soft monomer are added dropwise, acrylamide and hydroxy acrylate are added to react, so as to obtain the prepolymer.
The applicant has unexpectedly found that when acrylamide and hydroxy acrylate are added as functional monomers, especially N-methyl (meth) acrylamide and caprolactone acrylate, the toughness and peel strength of the optical clear adhesive are significantly improved during multiple bending, and the chromaticity of the optical clear adhesive can also be improved, which is probably because, during the preparation process of the prepolymer, the functional monomers are finally added, so that the functional monomers are polymerized at the end of the core-shell structure of the prepolymer, the amide functional groups and the hydroxy functional groups contained in the functional monomers can increase the adhesion of the optical clear adhesive and the base material through hydrogen bonds, van der Waals force and the like, and the increase of intermolecular force is also beneficial to the increase of cohesive strength, thereby increasing the peel strength of the optical clear adhesive, and in addition, because the hydroxy acrylate, especially the hydroxy in caprolactone acrylate, can undergo a crosslinking reaction, the viscosity of the prepolymer can be further increased, so that the chain growth of the prepolymer is promoted, the molecular weight of the finally prepared prepolymer is 8000-15000, the prepolymer has proper cohesive strength, and the adhesion is increased during repeated bending. In addition, because hydroxyl and double bonds in the caprolactone acrylate participate in the reaction, long-chain caprolactone enters the main chain of the prepolymer, thereby being beneficial to the increase of the toughness.
In addition, the applicant has found that when the activity of the selected hard monomer, soft monomer and functional monomer is greatly different, a homopolymer of a certain monomer with higher activity may be generated, but a monomer with lower activity does not participate in the reaction, so that the prepolymer containing a plurality of different monomer structures is generated by selecting the hard monomer, soft monomer and functional monomer with proper activity and performing copolymerization reaction through a plurality of tests.
Reactive diluent
The reactive diluent is a low molecular compound for reducing the viscosity of a system, is used for reducing the viscosity of the system, and improves the fluidity, the wettability and the permeability, thereby being convenient for coating. The prepolymer used in the general ultraviolet curing adhesive is in a viscous liquid state, and a certain amount of diluent is added to adjust the viscosity of the system.
In one embodiment, the reactive diluent comprises a monofunctional reactive diluent and a difunctional reactive diluent, and the weight ratio of the monofunctional reactive diluent to the difunctional reactive diluent is (6-10): 1; further, the weight ratio of the monofunctional reactive diluent to the difunctional reactive diluent according to the present invention is 8: 1.
the functionality is the number of functional groups that can participate in the reaction in one molecule of monomer in the condensation reaction.
Preferably, the monofunctional reactive diluent of the present invention is selected from at least two of alicyclic alcohol acrylate, alkyl alcohol acrylate or aryl alcohol acrylate.
Examples of the alicyclic alcohol acrylate include, but are not limited to, isobornyl methacrylate and isobornyl acrylate.
Examples of alkyl alcohol acrylates include, but are not limited to, butyl acrylate, isooctyl acrylate, methyl methacrylate, acrylic acid, ethyl methacrylate, ethyl acrylate, butyl acrylate, n-octyl acrylate, isooctyl methacrylate, dodecyl methacrylate, 2-ethylhexyl acrylate.
Examples of aryl alcohol acrylates include, but are not limited to, 2-phenoxyethyl acrylate.
More preferably, the monofunctional reactive diluent comprises alicyclic alcohol acrylate and alkyl alcohol acrylate, and the weight ratio of the alicyclic alcohol acrylate to the alkyl alcohol acrylate is (1-2): (1-2); further, the weight ratio of the alicyclic alcohol acrylate to the alkyl alcohol acrylate is 1: 1.
more preferably, the alicyclic alcohol acrylate is C4-C10 alicyclic alcohol acrylate; further, the alicyclic alcohol acrylate is selected from butyl acrylate and isooctyl caprylate, and the weight ratio is (2-4): 1; further, the weight ratio of the alicyclic alcohol acrylate selected from butyl acrylate and isooctyl caprylate is 3: 1.
still more preferably, the alicyclic alcohol acrylate of the present invention is isobornyl methacrylate.
In a preferred embodiment, the bifunctional reactive diluent comprises hexanediol diacrylate and neopentyl glycol polymethylethylene oxide diacrylate in a weight ratio of (2-3): 1; further, the weight ratio of the hexanediol diacrylate to the neopentyl glycol polymethyloxirane diacrylate is 2: 1.
neopentyl glycol polymethylethylene oxide diacrylate (CAS number: 84170-74-1) is a propoxylated neopentyl glycol diacrylate with good dilutability and low viscosity.
The prepolymer has higher molecular weight and viscosity, the viscosity of the prepolymer is reduced by diluting the prepolymer by adding an active diluent, the uniform dispersion of the prepolymer and the active diluent is promoted, in the curing process, because the prepolymer prepared by the invention has a harder core, and the shell layer is easy to polymerize on the surface of a core-shell structure of the prepolymer under the action of high intermolecular force, crosslinking and the like of a functional monomer, the active diluent is used as a single-functionality active diluent under the combined action of isobornyl methacrylate with a large side group and acrylate with a long side group, the cohesive strength can be increased under the action of a bit group with a large isobornyl substituent, the entanglement between acrylate with a long side group, such as butyl acrylate and isooctyl acrylate, can be reduced, the toughness is enhanced, and when the double-functionality active diluent is crosslinked, the formation of a locally denser crosslinked network, which leads to defects and reduced cohesive strength, is also prevented by the action of the large pendant isobornyl methacrylate and long pendant groups. In addition, the applicant finds that when a proper amount of bifunctional reactive diluents are added, particularly bifunctional reactive diluents with different chain lengths, such as hexanediol diacrylate and neopentyl glycol polymethyl ethylene oxide diacrylate, a dense and dense crosslinking system can be formed, and when the optical transparent adhesive tape is bent for multiple times, shearing force can be transmitted by a dense crosslinking network formed by the hexanediol diacrylate and a sparse crosslinking network formed by the neopentyl glycol polymethyl ethylene oxide diacrylate, so that the breakage of the molecular chain of the optical transparent adhesive tape is reduced, and the peeling strength and the flexibility of the optical transparent adhesive tape during multiple bending are increased.
Photoinitiator
The photoinitiator is a compound which can absorb energy with certain wavelength in an ultraviolet region (250-420 nm) or a visible light region (400-800 nm) to generate free radicals, cations and the like so as to initiate the polymerization, crosslinking and curing of monomers. The photoinitiator is not specifically limited, and may be 2959 photoinitiator, 184 photoinitiator, 1173 photoinitiator, 907 photoinitiator, TPO-L photoinitiator, IHT-PI 910 photoinitiator, 659 photoinitiator, MBF photoinitiator, IHT-PI 4265 photoinitiator, IHT-PI 1000 photoinitiator, and IHT-PI 500 photoinitiator.
In one embodiment, the photoinitiator comprises 2959 photoinitiator and 1173 photoinitiator, and the weight ratio is (1-2): (0.3 to 0.8); further, the weight ratio of the 2959 photoinitiator to the 1173 photoinitiator is 1.2: 0.5.
the preparation of the prepolymer and the type of the active diluent are controlled, so that the glass transition temperature of the liquid optical transparent adhesive prepared is regulated and controlled to be between-50 ℃ and-20 ℃, wherein the glass transition temperature is tested according to DSC, and the preparation of the solid optical transparent adhesive and the application in the electronic or electric field are met.
The second aspect of the present invention provides a method for preparing the liquid optical clear adhesive, comprising the following steps:
and mixing the preparation raw materials of the liquid optical transparent adhesive to obtain the liquid optical transparent adhesive.
The third aspect of the invention provides a solid optical transparent adhesive, which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
According to the invention, Liquid Optical Clear Adhesive (LOCA) is coated on a release film, an appropriate oven temperature is selected according to the vitrification temperature for drying, and then the LOCA is cured by a UV curing device, so that the thickness of the obtained solid Optical Clear Adhesive (OCA) can be 25-100 micrometers, and can be listed as 25 micrometers, 50 micrometers, 75 micrometers and 100 micrometers.
A fourth aspect of the present invention provides the use of the liquid optically clear adhesive as described above in the electronic or electrical field.
The liquid optical transparent adhesive controls the peeling strength, toughness, viscosity and cohesive strength thereof through the combined action of the preparation raw materials, can be applied to the electronic or electric field, and is particularly suitable for pressing between panels of a touch screen.
Examples
The present invention will be specifically described below by way of examples. It should be noted that the following examples are only for illustrating the present invention and should not be construed as limiting the scope of the present invention, and that the insubstantial modifications and adaptations of the present invention by those skilled in the art based on the above disclosure are still within the scope of the present invention.
Example 1
The embodiment 1 of the invention provides a liquid optical transparent adhesive, which comprises 55 parts of prepolymer, 12 parts of reactive diluent and 1.5 parts of photoinitiator in parts by weight.
The preparation raw materials of the prepolymer comprise an acrylate monomer and a functional monomer, wherein the acrylate monomer comprises a hard monomer and a soft monomer, and the weight ratio of the acrylate monomer to the soft monomer is 2: 3, the hard monomer is methyl methacrylate and acrylic acid, and the weight ratio is 1: 0.2, the soft monomer is 2-ethylhexyl acrylate and butyl acrylate, and the weight ratio is 1: 2, the functional monomer accounts for 5 wt% of the acrylate monomer, and comprises N-methyl (methyl) acrylamide, caprolactone acrylate, dodecyl mercaptan and tripropylene glycol diacrylate, and the weight ratio is 2: 2: 0.02: 0.025. the preparation method of the prepolymer comprises the following steps: adding 15 wt% of hard monomer, 5 wt% of soft monomer, tripropylene glycol diacrylate, dodecyl mercaptan and dibenzoyl peroxide into ethyl acetate, mixing, reacting at 75 ℃ for 0.5h, dropwise adding the rest hard monomer and soft monomer, adding N-methyl (methyl) acrylamide and caprolactone acrylate, refluxing, measuring the iodine value every 0.5h, and adding hydroquinone when the iodine value tends to be stable to obtain a prepolymer; the dibenzoyl peroxide represents 0.5 wt% of the acrylic monomer.
The reactive diluent comprises a monofunctional reactive diluent and a difunctional reactive diluent, and the weight ratio of the monofunctional reactive diluent to the difunctional reactive diluent is 10: 1, the monofunctional reactive diluent comprises isobornyl methacrylate and alkyl alcohol acrylate, and the weight ratio of the isobornyl methacrylate to the alkyl alcohol acrylate is 1: 2, the alicyclic alcohol acrylate is selected from butyl acrylate and isooctyl caprylate, and the weight ratio of the alicyclic alcohol acrylate to the isooctyl caprylate is 4: 1, the bifunctional reactive diluent comprises hexanediol diacrylate and neopentyl glycol polymethylethylene oxide diacrylate, and the weight ratio of the hexanediol diacrylate to the neopentyl glycol polymethylethylene oxide diacrylate is 3: 1.
the photoinitiator comprises 2959 photoinitiator and 1173 photoinitiator, and the weight ratio of the photoinitiator to the photoinitiator is 1: 0.8.
the present embodiment further provides a method for preparing the liquid optical clear adhesive, including the following steps:
and mixing the preparation raw materials of the liquid optical transparent adhesive to obtain the liquid optical transparent adhesive.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Example 2
The embodiment 2 of the invention provides a liquid optical transparent adhesive, which comprises 45 parts of prepolymer, 6 parts of reactive diluent and 1 part of photoinitiator in parts by weight.
The preparation raw materials of the prepolymer comprise an acrylate monomer and a functional monomer, wherein the acrylate monomer comprises a hard monomer and a soft monomer, and the weight ratio of the acrylate monomer to the soft monomer is 3: 2, the hard monomer is methyl methacrylate and acrylic acid, and the weight ratio of the methyl methacrylate to the acrylic acid is 1: 0.1, the soft monomer is 2-ethylhexyl acrylate and butyl acrylate, and the weight ratio is 2: 1, the functional monomer accounts for 3 wt% of the acrylate monomer, and the functional monomer comprises N-methyl (methyl) acrylamide, caprolactone acrylate, dodecyl mercaptan and tripropylene glycol diacrylate, and the weight ratio is 1: 1: 0.01: 0.01. the preparation method of the prepolymer comprises the following steps: adding 15 wt% of hard monomer, 5 wt% of soft monomer, tripropylene glycol diacrylate, dodecyl mercaptan and dibenzoyl peroxide into ethyl acetate, mixing, reacting at 75 ℃ for 0.5h, dropwise adding the rest hard monomer and soft monomer, then adding N-methyl (methyl) acrylamide and caprolactone acrylate, refluxing, measuring the iodine value every 0.5h, and adding hydroquinone when the iodine value tends to be stable to obtain a prepolymer; the dibenzoyl peroxide represents 0.5 wt% of the acrylic monomer.
The reactive diluent comprises a monofunctional reactive diluent and a difunctional reactive diluent, and the weight ratio of the monofunctional reactive diluent to the difunctional reactive diluent is 6: 1, the monofunctional reactive diluent comprises isobornyl methacrylate and alkyl alcohol acrylate, and the weight ratio of the isobornyl methacrylate to the alkyl alcohol acrylate is 2: 1, the alicyclic alcohol acrylate is selected from butyl acrylate and isooctyl caprylate, and the weight ratio of the alicyclic alcohol acrylate to the isooctyl caprylate is 4: 1, the bifunctional reactive diluent comprises hexanediol diacrylate and neopentyl glycol polymethylethylene oxide diacrylate, and the weight ratio of the hexanediol diacrylate to the neopentyl glycol polymethylethylene oxide diacrylate is 3: 1.
the photoinitiator comprises 2959 photoinitiator and 1173 photoinitiator, and the weight ratio of the photoinitiator to the photoinitiator is 2: 0.3.
the present embodiment further provides a method for preparing the liquid optical clear adhesive, including the following steps:
and mixing the preparation raw materials of the liquid optical transparent adhesive to obtain the liquid optical transparent adhesive.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Example 3
The embodiment 3 of the invention provides a liquid optical transparent adhesive, which comprises 50 parts of prepolymer, 9 parts of reactive diluent and 1.2 parts of photoinitiator in parts by weight.
The preparation raw materials of the prepolymer comprise an acrylate monomer and a functional monomer, wherein the acrylate monomer comprises a hard monomer and a soft monomer, and the weight ratio of the hard monomer to the soft monomer is 1: 1, the hard monomer is methyl methacrylate and acrylic acid, and the weight ratio is 1: 0.13, the soft monomer is 2-ethylhexyl acrylate and butyl acrylate, and the weight ratio is 1: 1, the functional monomer accounts for 4.05 wt% of the acrylate monomer, and the functional monomer comprises N-methyl (methyl) acrylamide, caprolactone acrylate, dodecyl mercaptan and tripropylene glycol diacrylate, and the weight ratio of the functional monomer to the acrylate monomer is 2: 2: 0.02: 0.025. the preparation method of the prepolymer comprises the following steps: adding 15 wt% of hard monomer, 5 wt% of soft monomer, tripropylene glycol diacrylate, dodecyl mercaptan and dibenzoyl peroxide into ethyl acetate, mixing, reacting at 75 ℃ for 0.5h, dropwise adding the rest hard monomer and soft monomer, adding N-methyl (methyl) acrylamide and caprolactone acrylate, refluxing, measuring the iodine value every 0.5h, and adding hydroquinone when the iodine value tends to be stable to obtain a prepolymer; the dibenzoyl peroxide represents 0.5 wt% of the acrylic monomer.
The reactive diluent comprises a monofunctional reactive diluent and a difunctional reactive diluent, and the weight ratio of the monofunctional reactive diluent to the difunctional reactive diluent is 8: 1, the monofunctional reactive diluent comprises isobornyl methacrylate and alkyl alcohol acrylate, and the weight ratio of the isobornyl methacrylate to the alkyl alcohol acrylate is 1: 1, the alicyclic alcohol acrylate is selected from butyl acrylate and isooctyl caprylate, and the weight ratio is 3: 1, the bifunctional reactive diluent comprises hexanediol diacrylate and neopentyl glycol polymethylethylene oxide diacrylate, and the weight ratio of the hexanediol diacrylate to the neopentyl glycol polymethylethylene oxide diacrylate is 2: 1.
the photoinitiator comprises 2959 photoinitiator and 1173 photoinitiator, and the weight ratio of the photoinitiator to the photoinitiator is 1.2: 0.5.
the present embodiment further provides a method for preparing the liquid optical clear adhesive, including the following steps:
and mixing the preparation raw materials of the liquid optical transparent adhesive to obtain the liquid optical transparent adhesive.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Example 4
Embodiment 4 of the present invention provides a liquid optical clear adhesive, which comprises, by weight, 50 parts of a prepolymer, 9 parts of an active diluent, and 1.2 parts of a photoinitiator.
The preparation raw materials of the prepolymer comprise an acrylate monomer and a functional monomer, wherein the acrylate monomer comprises a hard monomer and a soft monomer, and the weight ratio of the hard monomer to the soft monomer is 1: 1, the hard monomer is methyl methacrylate and acrylic acid, and the weight ratio is 1: 0.13, the soft monomer is 2-ethylhexyl acrylate and butyl acrylate, and the weight ratio is 1: 1, the functional monomer accounts for 0.05 wt% of the acrylate monomer, and comprises dodecyl mercaptan and tripropylene glycol diacrylate, wherein the weight ratio of the dodecyl mercaptan to the tripropylene glycol diacrylate is 0.8: 1. the preparation method of the prepolymer comprises the following steps: adding 15 wt% of hard monomer, 5 wt% of soft monomer tripropylene glycol diacrylate, dodecyl mercaptan and dibenzoyl peroxide into ethyl acetate, mixing, reacting at 75 ℃ for 0.5h, dropwise adding the rest hard monomer and soft monomer, and refluxing for 0.5h to obtain a prepolymer; the dibenzoyl peroxide represents 0.5 wt% of the acrylic monomer.
The reactive diluent comprises a monofunctional reactive diluent and a difunctional reactive diluent, and the weight ratio of the monofunctional reactive diluent to the difunctional reactive diluent is 8: 1, the monofunctional reactive diluent comprises isobornyl methacrylate and alkyl alcohol acrylate, and the weight ratio of the isobornyl methacrylate to the alkyl alcohol acrylate is 1: 1, the alicyclic alcohol acrylate is selected from butyl acrylate and isooctyl caprylate, and the weight ratio is 3: 1, the bifunctional reactive diluent comprises hexanediol diacrylate and neopentyl glycol polymethylethylene oxide diacrylate, and the weight ratio of the hexanediol diacrylate to the neopentyl glycol polymethylethylene oxide diacrylate is 2: 1.
the photoinitiator comprises 2959 photoinitiator and 1173 photoinitiator, and the weight ratio of the photoinitiator to the photoinitiator is 1.2: 0.5.
the present embodiment further provides a method for preparing the liquid optical clear adhesive, including the following steps:
and mixing the preparation raw materials of the liquid optical transparent adhesive to obtain the liquid optical transparent adhesive.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Comparative example 1
Comparative example 1 of the present invention provides a liquid optical clear adhesive, which is the same as example 3 except that acrylic acid is replaced with 3-hydroxy-1-adamantyl methacrylate.
The embodiment also provides a preparation method of the liquid optical transparent adhesive, and the specific implementation mode is the same as that of the embodiment 3.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Comparative example 2
Comparative example 2 of the present invention provides a liquid optical clear adhesive, which is embodied in the same manner as in example 3 except that butyl acrylate is replaced with dodecyl acrylate.
The embodiment also provides a preparation method of the liquid optical transparent adhesive, and the specific implementation mode is the same as that of the embodiment 3.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Comparative example 3
Comparative example 3 of the present invention provides a liquid optical clear adhesive, which is embodied in the same manner as example 3 except that N-methyl (meth) acrylamide is replaced with N-hexyl (meth) acrylamide.
The embodiment also provides a preparation method of the liquid optical transparent adhesive, and the specific implementation mode is the same as that of the embodiment 3.
Comparative example 4
Comparative example 4 of the present invention provides a liquid optical clear adhesive, which is embodied in the same manner as in example 3 except that N-methyl (meth) acrylamide is replaced with N, N-dimethyl (meth) acrylamide.
The embodiment also provides a preparation method of the liquid optical transparent adhesive, and the specific implementation mode is the same as that of the embodiment 3.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Comparative example 5
Comparative example 5 of the present invention provides a liquid optical clear adhesive, which is embodied in the same manner as example 3, except that the functional monomer does not include N-methyl (meth) acrylamide.
The embodiment also provides a preparation method of the liquid optical transparent adhesive, and the specific implementation mode is the same as that of the embodiment 3.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Comparative example 6
Comparative example 6 of the present invention provides a liquid optical clear adhesive, which is the same as example 3 except that the functional monomer does not include caprolactone acrylate.
The embodiment also provides a preparation method of the liquid optical transparent adhesive, and the specific implementation mode is the same as that of the embodiment 3.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Comparative example 7
Comparative example 7 of the present invention provides a liquid optical clear adhesive, which is embodied in the same manner as in example 3 except that caprolactone acrylate is replaced with 2-hydroxyethyl acrylate.
The embodiment also provides a preparation method of the liquid optical transparent adhesive, and the specific implementation mode is the same as that of the embodiment 3.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Comparative example 8
A comparative example 8 of the present invention provides a liquid optical clear adhesive, which is the same as example 3 in the specific embodiment, except that the preparation method of the prepolymer comprises the following steps: mixing hard monomer, soft monomer and dibenzoyl peroxide, and reacting at 75 ℃ for 1h to obtain prepolymer.
The embodiment also provides a preparation method of the liquid optical transparent adhesive, and the specific implementation mode is the same as that of the embodiment 3.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Comparative example 9
Comparative example 9 of the present invention provides a liquid optical clear adhesive, which is the same as example 3 in the specific embodiment, except that the preparation method of the prepolymer comprises the following steps: mixing 10 wt% of hard monomer, 10 wt% of soft monomer and dibenzoyl peroxide, reacting for 0.5h at 75 ℃, dropwise adding the rest hard monomer and soft monomer, adding functional monomer, and refluxing for 0.5h to obtain the prepolymer.
The embodiment also provides a preparation method of the liquid optical transparent adhesive, and the specific implementation mode is the same as that of the embodiment 3.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Comparative example 10
Comparative example 10 of the present invention provides a liquid optical clear adhesive, which is embodied in the same manner as in example 3 except that the bifunctional reactive diluent does not include neopentyl glycol polymethylethylene oxide diacrylate.
The embodiment also provides a preparation method of the liquid optical transparent adhesive, and the specific implementation mode is the same as that of the embodiment 3.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Comparative example 11
Comparative example 11 of the present invention provides a liquid optical clear adhesive, which is embodied in the same manner as example 3 except that the bifunctional reactive diluent does not include hexanediol diacrylate.
The embodiment also provides a preparation method of the liquid optical transparent adhesive, and the specific implementation mode is the same as that of the embodiment 3.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Comparative example 12
Comparative example 12 of the present invention provides a liquid optical clear adhesive, which is the same as example 3 except that neopentyl glycol polymethylethylene oxide diacrylate is replaced with tripropylene glycol diacrylate.
The embodiment also provides a preparation method of the liquid optical transparent adhesive, and the specific implementation mode is the same as that of the embodiment 3.
The embodiment also provides a solid optical transparent adhesive which is prepared by coating the liquid optical transparent adhesive on a release film, drying and UV curing.
Comparative example 13
Comparative example 13 of the present invention provides a solid optically clear adhesive, which has a designation of FINESETTE227, and a thickness of 50 μm.
Evaluation of Performance
1. And (3) dynamic bending test: the solid optical clear adhesives provided in examples 1 to 4 and comparative examples 1 to 12 were subjected to a dynamic bending test by a Yuasa bending tester, a release film surface of the solid optical clear adhesive with a thickness of 50 μm was peeled off, a 25 μmPI/50 μmPI film was coated thereon, and the film was pressed, and then it was observed whether R was 2mm, and 180 ° was bent 15 ten thousand, 20 ten thousand, and 25 ten thousand times to have peeling, bubbling, and folding phenomena, where O is no peeling, bubbling, and folding phenomena, and X is peeling, bubbling, and folding phenomena, and the results are shown in table 1.
2. And (3) static bending test: the solid-state optical transparent adhesive provided in examples 1 to 3 was subjected to Yuasa bending test machine to observe whether cracks or whitening phenomenon occurred after static bending (outward bending R4/inward bending R2, test environment at 60 ℃, humidity of 90%, standing for 240hrs), and it was found that the solid-state optical transparent adhesive provided in examples 1 to 3 had no cracks or whitening phenomenon.
3. Peel strength: the solid optical clear adhesives provided in examples 1 to 4 and comparative examples 1 to 13 were tested for peel strength by the japanese ORIENTEC tensile tester according to GB T2792-1998, and 50 μm of the solid optical clear adhesive was peeled off the release film surface, covered with 25 μmPET/25 μmCPI film and pressed, and tested for 180 ° peel strength before and after 15 ten thousand and 20 ten thousand bends at 25 ℃, R ═ 2mm, and the results are shown in table 1.
4. Color of light transmission: the solid optically clear adhesives provided in examples 1 to 4 and comparative examples 4 to 6 were subjected to a spectrophotometric measurement of light transmittance by a spectrophotometer V-670 and evaluated according to color indexes L, a, b, where O is a color index L ≧ 97%, a ═ 0.0 ± 0.5, b ═ 0.2 ± 0.5, and X is a color index out of the ranges of L ≧ 97%, a ═ 0.0 ± 0.5, and b ═ 0.2 ± 0.5, as shown in table 1.
5. And (3) performance testing: the solid optical transparent adhesive provided in the embodiments 1 to 3 is subjected to optical performance, mechanical performance and corrosion performance tests, and the performance test method and the standard which meet the specification requirements of the solid optical transparent adhesive for the touch screen are shown in table 2.
Table 1 performance characterization test
Table 2 characterization test of properties
As can be seen from the test results in tables 1 and 2, the liquid optical clear adhesive provided by the invention has high toughness, peel strength and chromaticity, no peeling, bubbles or folding exists after the liquid optical clear adhesive is dynamically bent for more than 20 ten thousand times, and the peel strength is 15N/25mm after the liquid optical clear adhesive is dynamically bent for 20 ten thousand times, while the optical clear adhesive provided by the comparative example 13 has good toughness, but has weak cohesiveness, especially has poor cohesiveness in a moving state or during multiple bending; in addition, the liquid optical transparent adhesive provided by the invention can be used for bonding of touch screens, especially display panels, display screen sets and display flexible screens, and has high strain and resilience and proper cohesive strength.
The foregoing examples are merely illustrative and serve to explain some of the features of the method of the present invention. The appended claims are intended to claim as broad a scope as is contemplated, and the examples presented herein are merely illustrative of selected implementations in accordance with all possible combinations of examples. Accordingly, it is applicants' intention that the appended claims are not to be limited by the choice of examples illustrating features of the invention. Also, where numerical ranges are used in the claims, subranges therein are included, and variations in these ranges are also to be construed as possible being covered by the appended claims.
Claims (10)
1. The liquid optical clear adhesive is characterized by comprising 45-55 parts by weight of prepolymer, 6-12 parts by weight of reactive diluent and 1-1.5 parts by weight of photoinitiator.
2. The liquid optical clear adhesive according to claim 1, wherein the preparation raw materials of the prepolymer comprise acrylate monomers and functional monomers, the acrylate monomers comprise hard monomers and soft monomers, and the weight ratio of the acrylate monomers is (2-3): (2-3).
3. The liquid optical clear adhesive according to claim 2, wherein the functional monomer accounts for 0.01-5 wt% of the acrylate monomer, the functional monomer comprises a chain transfer agent and a crosslinking monomer, and the weight ratio of the chain transfer agent to the crosslinking monomer is (0.5-1): 1.
4. the liquid optical transparent adhesive according to claim 2, wherein the preparation method of the prepolymer comprises the following steps:
adding 15-20 wt% of hard monomer, 5-10 wt% of soft monomer, crosslinking monomer, chain transfer agent and initiator into a solvent, reacting for 0.4-0.6 h at 70-80 ℃, and dropwise adding the rest hard monomer and soft monomer for reaction to obtain the prepolymer.
5. The liquid optical clear adhesive according to claim 4, wherein the functional monomers further comprise acrylamide and hydroxyl acrylate, and the weight ratio of the acrylamide to the hydroxyl acrylate to the chain transfer agent is (1-2): (1-2): (0.01-0.2).
6. The liquid optical clear adhesive according to any one of claims 1 to 5, wherein the reactive diluent comprises a monofunctional reactive diluent and a difunctional reactive diluent, and the weight ratio is (6-10): 1.
7. the liquid optical clear adhesive according to claim 6, wherein the difunctional reactive diluent comprises hexanediol diacrylate and neopentyl glycol polymethylethylene oxide diacrylate in a weight ratio of (2-3): 1.
8. a method for preparing a liquid optical transparent adhesive according to any one of claims 1 to 7, comprising the following steps:
and mixing the preparation raw materials of the liquid optical transparent adhesive to obtain the liquid optical transparent adhesive.
9. The solid optical transparent adhesive is characterized by being prepared by coating the liquid optical transparent adhesive of any one of claims 1 to 7 on a release film, drying and UV curing.
10. Use of a liquid optically clear adhesive according to any of claims 1 to 7 in the electronic or electrical field.
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| CN201911181348.4A CN110804397A (en) | 2019-11-27 | 2019-11-27 | Liquid optical transparent adhesive and preparation method thereof |
| PCT/CN2020/110713 WO2021103680A1 (en) | 2019-11-27 | 2020-08-24 | Liquid optical transparent adhesive and preparation method therefor |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112175526A (en) * | 2020-10-28 | 2021-01-05 | 南京汇鑫光电材料有限公司 | Low-dielectric OCA optical cement |
| WO2021103680A1 (en) * | 2019-11-27 | 2021-06-03 | 上海金門量子科技有限公司 | Liquid optical transparent adhesive and preparation method therefor |
| CN113122168A (en) * | 2021-03-31 | 2021-07-16 | 厦门三德信科技股份有限公司 | Optical transparent adhesive with electromagnetic shielding function and preparation method thereof |
| CN113583607A (en) * | 2021-08-27 | 2021-11-02 | 深圳市华星光电半导体显示技术有限公司 | Protective adhesive composition, display panel preparation method and display panel |
| CN114214006A (en) * | 2021-12-29 | 2022-03-22 | 苏州凡赛特材料科技有限公司 | High-filling-property OCA (optical clear adhesive) optical glue and OCA optical adhesive film |
| CN115873169A (en) * | 2023-01-06 | 2023-03-31 | 中国乐凯集团有限公司 | Acrylate polymer, pressure-sensitive adhesive composition, protective film and display device |
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| JPH0436308A (en) * | 1990-05-31 | 1992-02-06 | Somar Corp | Ultraviolet-curable resin composition |
| CN101649171B (en) * | 2009-08-31 | 2011-08-17 | 广东达美新材料有限公司 | Solvent-free ultraviolet curing pressure sensitive adhersive for polyethylene protective film and preparation method thereof |
| CN103642406A (en) * | 2013-11-20 | 2014-03-19 | 苍南县三维电子塑胶有限公司 | Preparation method of optically transparent adhesive for touch screen |
| CN106118579A (en) * | 2016-06-23 | 2016-11-16 | 唐天 | A kind of visible-light curing glue and preparation method thereof |
| CN106928870A (en) * | 2017-02-09 | 2017-07-07 | 河源然生新材料有限公司 | A kind of Liquid optical clear adhesive and preparation method thereof |
| CN107353854B (en) * | 2017-07-14 | 2019-12-06 | 东莞市纳利光学材料有限公司 | OCA optical cement and OCA optics glued membrane |
| CN108707449A (en) * | 2018-06-13 | 2018-10-26 | 河源然生新材料有限公司 | A kind of high-performance glass thinning glue and preparation method thereof |
| CN108822759A (en) * | 2018-06-29 | 2018-11-16 | 新纶科技（常州）有限公司 | A kind of preparation method of Optical transparent adhesive |
| CN110804397A (en) * | 2019-11-27 | 2020-02-18 | 上海金門量子科技有限公司 | Liquid optical transparent adhesive and preparation method thereof |
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2019
- 2019-11-27 CN CN201911181348.4A patent/CN110804397A/en not_active Withdrawn
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- 2020-08-24 WO PCT/CN2020/110713 patent/WO2021103680A1/en active Application Filing
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021103680A1 (en) * | 2019-11-27 | 2021-06-03 | 上海金門量子科技有限公司 | Liquid optical transparent adhesive and preparation method therefor |
| CN112175526A (en) * | 2020-10-28 | 2021-01-05 | 南京汇鑫光电材料有限公司 | Low-dielectric OCA optical cement |
| CN113122168A (en) * | 2021-03-31 | 2021-07-16 | 厦门三德信科技股份有限公司 | Optical transparent adhesive with electromagnetic shielding function and preparation method thereof |
| CN113583607A (en) * | 2021-08-27 | 2021-11-02 | 深圳市华星光电半导体显示技术有限公司 | Protective adhesive composition, display panel preparation method and display panel |
| CN114214006A (en) * | 2021-12-29 | 2022-03-22 | 苏州凡赛特材料科技有限公司 | High-filling-property OCA (optical clear adhesive) optical glue and OCA optical adhesive film |
| CN115873169A (en) * | 2023-01-06 | 2023-03-31 | 中国乐凯集团有限公司 | Acrylate polymer, pressure-sensitive adhesive composition, protective film and display device |
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| WO2021103680A1 (en) | 2021-06-03 |
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Application publication date: 20200218 |
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| WW01 | Invention patent application withdrawn after publication |