WO2017100995A1 - 可固化组合物、压敏粘合剂、胶带、粘合制品 - Google Patents
可固化组合物、压敏粘合剂、胶带、粘合制品 Download PDFInfo
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- WO2017100995A1 WO2017100995A1 PCT/CN2015/097364 CN2015097364W WO2017100995A1 WO 2017100995 A1 WO2017100995 A1 WO 2017100995A1 CN 2015097364 W CN2015097364 W CN 2015097364W WO 2017100995 A1 WO2017100995 A1 WO 2017100995A1
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- Prior art keywords
- monomer
- block
- weight
- curable composition
- acrylate
- Prior art date
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- C—CHEMISTRY; METALLURGY
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- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2433/00—Presence of (meth)acrylic polymer
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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
- C09J2453/00—Presence of block copolymer
Definitions
- the invention belongs to the technical field of acrylate pressure sensitive adhesives, and in particular relates to a curable composition, a pressure sensitive adhesive, a tape, and an adhesive article.
- PSA Pressure Sensitive Adhesive
- Acrylate pressure sensitive adhesive is an important type of pressure sensitive adhesive, which has the characteristics of good weather resistance, high cost performance, good transparency, high cohesive strength, high adhesion and wide application surface.
- Acrylate pressure sensitive adhesives are often used in consumer electronics.
- a mobile terminal mobile phone
- a tablet a notebook computer or the like
- an acrylate pressure sensitive adhesive such as acrylate foam double-sided tape can be used to bond the display panel to the casing.
- the width of the acrylate foam double-sided tape in the above equipment is getting smaller and smaller, and the size and weight of the display panel are getting larger and larger, which is pressure-sensitive adhesive bonding to acrylate.
- the anti-drop properties of the agent put forward higher requirements. That is to say, when the mobile phone or the like accidentally falls, the display panel and the casing cannot be separated due to the impact of the drop.
- the curable composition of the present invention comprises:
- a monomer component comprising at least two polymerizable monomers, the polymerizable monomer comprising a (meth) acrylate monomer other than a tertiary alcohol, an acid functional non-ester unsaturated monomer having at least one olefinic bond;
- At least one block copolymer belonging to an elastomer comprising at least two A blocks at both ends and at least one B block located in the middle; wherein the A is embedded
- the segment is formed by polymerization of a methacrylate monomer formed by polymerization of an acrylate monomer.
- the above block copolymer is a triblock copolymer of the A block-B block-A block structure.
- the A block is formed by polymerization of a methyl methacrylate monomer; the B block is formed by polymerization of a n-butyl acrylate monomer.
- the curable composition further comprises: a (meth) acrylate copolymer formed by copolymerization of a raw material comprising at least two polymerizable monomers, including: a non-tertiary alcohol (A) a acrylate monomer, an acid functional non-ester unsaturated monomer having at least one olefinic bond; the (meth) acrylate copolymer having a weight average molecular weight of between 500,000 Daltons and 10,000,000 Daltons.
- a (meth) acrylate copolymer formed by copolymerization of a raw material comprising at least two polymerizable monomers, including: a non-tertiary alcohol (A) a acrylate monomer, an acid functional non-ester unsaturated monomer having at least one olefinic bond; the (meth) acrylate copolymer having a weight average molecular weight of between 500,000 Daltons and 10,000,000 Daltons.
- the monomer component and the (meth) acrylate copolymer constitute a slurry polymer; the slurry polymer is formed by partially copolymerizing a raw material comprising at least two polymerizable monomers, the polymerizable
- the monomer includes a (meth) acrylate monomer other than a tertiary alcohol, and an acid functional non-ester unsaturated monomer having at least one olefinic bond.
- Another object of the present invention is to provide a pressure sensitive adhesive which is formed by curing the above curable composition to have good drop resistance.
- Another object of the present invention is to provide an adhesive tape comprising the above pressure sensitive adhesive to have good drop resistance.
- Another object of the present invention is to provide an adhesive article comprising the above pressure sensitive adhesive to have good drop resistance.
- the adhesive article is any one of a mobile terminal, a tablet computer, and a notebook computer; and wherein the casing and the display panel are bonded together by the pressure sensitive adhesive described above.
- FIG. 1 is a schematic diagram of a method for testing a drop resistance performance according to an embodiment of the present invention.
- a to B or “between A and B” includes the value of A, the value of B, and any value greater than A and less than B; for example, 1 to 10 includes 1, 10, and any greater than 1 and less than A value of 10, such as 2, 3, 4, 5, 6, 7, 8, 9, 2.3, 3.5, 5.26, 7.18, 9.999, and the like.
- A is basically B and "A is about B” means that A is in general B condition, but there may be some difference from B, and the difference is small on the scale of B. of.
- Viscosity unless otherwise specified, the viscosity referred to in the present invention is measured by an Ubbelohde viscometer.
- Molecular weight unless otherwise specified, the molecular weights referred to in the present invention are all weight average molecular weights, and are all obtained by a gel gas chromatography method (GPC).
- Glass transition temperature (Tg) refers to the temperature at which a polymer transitions between a high elastic state and a glass state, that is, a temperature at which an amorphous portion of the polymer is from a frozen state to a thawed state. Unless otherwise stated, the glass transition temperatures referred to in the present invention are all measured by differential scanning calorimetry (DSC).
- Glass transition temperature of a monomer means the glass transition temperature of a homopolymer of the corresponding monomer.
- Substance amount unless otherwise specified, the amount or ratio of the substances in the present invention means weight or weight ratio.
- % by weight of B in A means that B is a part of A, and the percentage of the weight of B when the weight of A (including B) is 100%.
- % by weight relative to the weight of A means that B does not belong to A, and when the weight of A (excluding B) is 100%, the weight of B is a percentage of the weight of A.
- “Elastomer” means a polymer material that can be substantially restored to its original shape after a large deformation, or a material having a large elastic deformation range; for example, it can be released after being stretched to twice the original length. Restore the original length of polymer material.
- (meth)acrylic acid represents both acrylic acid and methacrylic acid.
- (meth) acrylate stands for both (meth) acrylate and methacrylate.
- esters of (meth)acrylic acid and its homologues specific optional examples include methyl acrylate, ethyl acrylate, methyl methacrylate, ethyl methacrylate and the like.
- tertiary alcohol means an alcohol in which the other three groups to which the hydroxyl group is attached is a substituent other than a hydrogen atom; "non-tertiary alcohol” means an alcohol which does not belong to a tertiary alcohol.
- Polymer means a material formed by the polymerization of one or more polymerizable monomers, including homopolymers, copolymers, terpolymers, and the like.
- Copolymer means a polymer formed by the polymerization of at least two different polymerizable monomers, that is, all polymers except homopolymers, including random copolymers, block copolymers, graft copolymers , alternating copolymers, mixtures thereof, and the like.
- Block copolymer also known as a mosaic copolymer, is a polymer formed by joining two or more different polymer segments together, wherein each polymer segment is formed by polymerization of the same polymerizable monomer.
- a continuous chain referred to as a "block”; due to its specific structure, most block copolymers are elastomers.
- Triblock copolymer means a block copolymer composed of three blocks, and further refers to a block copolymer composed of two A blocks and one B block.
- Partial copolymerization means that a part of the polymerizable monomer as a raw material has been copolymerized to form a copolymer, and at the same time, a part of the polymerizable monomer has not yet polymerized, maintaining the form of the monomer.
- “Curing” refers to the process by which a liquid substance is converted from a liquid state to a solid state having viscoelastic properties by polymerization and/or crosslinking of components therein.
- Pressure-sensitive adhesive means a substance that can be bonded to a substrate, and which satisfies the following conditions at least at ambient temperature (5 ° C to 40 ° C): (1) has a long-lasting viscosity; (2) with a finger The bonding can be achieved under pressure of the pressing; (3) the shape can be changed to adhere to the substrate; and (4) the cohesive strength is sufficient to cause it to be substantially cleanly removed from the adherend.
- Tape means a product having a substantially strip shape that can be bonded to a substrate or that can bond the two substrates together.
- the present invention provides a curable composition which is curable to form a pressure sensitive adhesive having excellent drop resistance, especially by ultraviolet light curing.
- the curable composition of the present invention comprises:
- a monomer component comprising at least two polymerizable monomers, the polymerizable monomer comprising a (meth) acrylate monomer of a non-tertiary alcohol, an acid functional non-ester unsaturated monomer having at least one olefinic bond;
- At least one block copolymer the block copolymer being an elastomer comprising at least two A blocks at each end and at least one B block in the middle; wherein the A block is composed of a methacrylate monomer Polymerization is formed and the B block is formed by polymerization of an acrylate monomer.
- the curable composition of the present invention comprises a (meth) acrylate monomer which is a main component for forming an acrylate pressure-sensitive adhesive, whereby the pressure-sensitive adhesive formed by the curable composition of the present invention belongs to Acrylate pressure sensitive adhesive.
- the curable composition further includes a polyacrylate elastomer, the elastomer is a block copolymer, and both ends of the block copolymer have an A block formed by polymerization of a methacrylate monomer, and the middle There is then at least one B block formed by the polymerization of an acrylate monomer.
- the inventors have found that the addition of the above acrylate-based elastomer (block copolymer) to a (meth) acrylate monomer allows a pressure-sensitive adhesive formed by curing the curable composition to have good properties. Performance, especially excellent drop resistance.
- the curable composition may further comprise a (meth) acrylate copolymer formed by copolymerization of a raw material comprising at least two polymerizable monomers, including: a non-tertiary alcohol (methyl group) An acrylate monomer, an acid functional non-ester unsaturated monomer having at least one olefinic bond; the (meth) acrylate copolymer having a weight average molecular weight of between 500,000 Daltons and 10,000,000 Daltons.
- a (meth) acrylate copolymer formed by copolymerization of a raw material comprising at least two polymerizable monomers, including: a non-tertiary alcohol (methyl group) An acrylate monomer, an acid functional non-ester unsaturated monomer having at least one olefinic bond; the (meth) acrylate copolymer having a weight average molecular weight of between 500,000 Daltons and 10,000,000 Daltons.
- a (meth) acrylate copolymer may be further included in the curable composition, which may be formed by polymerizing the same kind of raw materials as the above monomer components; when the above copolymer is present, it is advantageous to improve the curable combination.
- the quality of the pressure sensitive adhesive formed by the material, especially the viscosity of the curable composition because if the content of the monomer component in the curable composition is too large, the viscosity is too low to form a pressure sensitive adhesive.
- the agent is technically difficult.
- the above monomer component and (meth) acrylate copolymer may constitute a slurry polymer
- the slurry polymer is formed by partial copolymerization of a raw material comprising at least two polymerizable monomers, including a (meth) acrylate monomer other than a tertiary alcohol, and an acid functional non-ester unsaturated single having at least one olefinic bond. body.
- partial copolymerization may be carried out using a raw material including the above polymerizable monomer to form a mixture composed of a monomer and a copolymer, that is, a slurry polymer.
- a slurry polymer a part of the polymerizable monomer has been copolymerized to form a copolymer, which is the above (meth) acrylate copolymer; at the same time, some of the polymerizable monomers have not yet polymerized to maintain the monomer. In the form, it is the above monomer component.
- a polymerizable monomer which does not undergo polymerization is used as a solvent, and a copolymer as a solute is dissolved therein to form a homogeneous phase system.
- the advantage of using a slurry polymer is that the same monomer component and (meth) acrylate copolymer can be directly obtained from the same starting materials without separately preparing different monomer components and (meth) acrylate copolymers.
- the monomer component and the (meth) acrylate copolymer are in the form of a slurry polymer, they are necessarily formed from the same raw material; however, it does not mean the monomer component and (meth)acrylic acid.
- the actual composition of the ester copolymer is the same, because the rate and order of copolymerization of different polymerizable monomers may be different during the copolymerization process; further, if the monomer component and (meth) acrylate separately prepared separately are used
- the copolymer is formulated with a slurry polymer and does not require the same raw materials.
- the slurry polymer is a mixture formed by partially copolymerizing a raw material comprising at least two polymerizable monomers, the mixture including a polymerizable monomer which is not polymerized (i.e., a monomer component) and a copolymer formed by copolymerization of a polymerizable monomer. (ie (meth) acrylate copolymer).
- the slurry polymer is a liquid homogeneous system as a whole, which has fluidity and is convenient for coating and the like.
- the weight average molecular weight of the (meth) acrylate copolymer in the slurry polymer is preferably 500000 Daltons (grams per mole) to 10,000,000 Daltons, more preferably between 750,000 Daltons and 6,000,000 Daltons.
- the copolymer already formed in the slurry polymer may have a weight average molecular weight of at least 500,000 Dalton centipoise, or at least 750,000 Daltons, or at least 1,000,000 Daltons; and the weight average molecular weight is at most It is 10,000,000 Daltons, or at most 6,000,000 Daltons, or at most 5,000,000 Daltons.
- the viscosity of the slurry polymer at 22 ° C is preferably between 500 centipoise (cps) and 10,000 centipoise, more preferably between 500 centipoise and 7000 centipoise.
- the slurry polymer may have a viscosity of at least 500 centipoise, or at least 1500 centipoise, or at least 2500 centipoise; and the viscosity may be at most 10,000 centipoise, or at most 7000 centipoise, or at most 5,500 cps.
- the proportion of the weight of the polymerizable monomer that has undergone polymerization is between 1% and 30%. That is, if the raw material of all the polymerizable monomers for forming the slurry polymer is 100 parts by weight, the amount of the polymerizable monomer in which polymerization has occurred to become a copolymer is from 1 part by weight to 30 parts by weight.
- the polymerizable monomer which does not undergo polymerization is in the range of 70 parts by weight to 99 parts by weight, or the monomer conversion rate is 1% to 30%.
- the above monomer conversion rate may be at least 1%, or at least 2%, or at least 5%, or at least 7%; and the monomer conversion rate may be at most 30%, or at most 20%. Or at most 15%, or at most 12%.
- a slurry polymer having the above viscosity, weight average molecular weight, and monomer conversion ratio is more suitable for use in a curable composition.
- the above polymerizable monomers for forming a slurry polymer include a (meth) acrylate monomer of a non-tertiary alcohol, an acid-functional non-ester unsaturated monomer having at least one olefinic bond: and preferably may also include a non-acid functional group Ethylenically unsaturated polar monomers and/or vinyl monomers.
- the slurry polymer is preferably formed by partially copolymerizing a raw material including the above polymerizable monomer; thus, the monomer component of the curable composition naturally also includes these polymerizable monomers, and the curable composition
- the (meth) acrylate copolymer is also formed by copolymerization of these polymerizable monomers.
- the number of carbon atoms in the non-tertiary alcohol used to form the (meth) acrylate monomer of the non-tertiary alcohol is between 1 and 20, more preferably between 2 and 18, further preferably at 4 From 12 to 12.
- the segment of the non-tertiary alcohol used to form the (meth) acrylate monomer of the above non-tertiary alcohol may be linear, branched, or a combination of the two.
- the above non-tertiary alcohols include, but are not limited to, methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, 1-pentanol, 2-pentanol, 3-pentanol , 2-methyl-1-butanol, 3-methyl-1-butanol, 1-hexanol, 2-hexanol, 2-methyl-1-pentanol, 3-methyl-1-pentanol , 2-ethyl-1-butanol, 3,5,5-trimethyl-1-hexanol, 3-heptanol, 1-octanol, 2-octanol, isooctanol, 2-ethyl- Any one or more of 1-hexanol, 1-n
- the non-tertiary alcohol is preferably any one or more of butanol, isooctanol, 2-ethylhexanol (corresponding esters) That is, isooctyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, butyl (meth)acrylate); and in other preferred embodiments, the non-tertiary alcohol is derived from An alcohol of a renewable origin, such as any one or more of 2-octanol, citronellol, and dihydrocitronellol.
- the (meth) acrylate monomer of the non-tertiary alcohol is between 50% and 99.5%.
- the (meth) acrylate monomer of the above non-tertiary alcohol preferably accounts for 50 parts by weight to 99.5 parts by weight, more preferably 95%, per 100 parts by weight of the polymerizable monomer for forming a slurry polymer. Parts by weight to 99.5 parts by weight.
- the (meth) acrylate monomer of the above non-tertiary alcohol may be at least 50 parts by weight, or at least 70 parts by weight, or at least 90 parts by weight, or at least 95 parts by weight; and the above non-tertiary alcohol
- the (meth) acrylate monomer may be up to 99.5 parts by weight, or up to 98 parts by weight, or up to 96 parts by weight, or up to 90 parts by weight.
- a part thereof has a high Tg (glass transition temperature), that is, a homopolymer thereof has a Tg of at least 25 ° C, and preferably at least 50 ° C. .
- the (meth) acrylate monomer having a higher Tg non-tertiary alcohol includes, but is not limited to, methyl methacrylate, ethyl methacrylate, isopropyl methacrylate, n-butyl methacrylate, Isobutyl acrylate, sec-butyl methacrylate, stearyl methacrylate, phenyl methacrylate, cyclohexyl methacrylate, isobornyl acrylate, isobornyl methacrylate, methacrylic acid Benzyl ester, 3,3,5-trimethylcyclohexyl acrylate, cyclohexyl acrylate, N-octyl propyl Any one or more of an enamide or a propyl methacrylate.
- the (meth) acrylate monomer having a higher Tg of a non-tertiary alcohol preferably accounts for from 0 part by weight to 25 parts by weight per 100 parts by weight of the polymerizable monomer for forming a slurry polymer (0 means no Inclusive, more preferably from 0 part by weight to 20 parts by weight.
- the above higher Tg non-tertiary alcohol (meth) acrylate monomer may be free, or at least 2 parts by weight, or at least 5 parts by weight; and the higher Tg non-tertiary alcohol (methyl)
- the acrylate monomer may be up to 25 parts by weight, or up to 20 parts by weight, or up to 15 parts by weight.
- the amount of the (meth) acrylate monomer having a higher Tg of a non-tertiary alcohol is included in the amount of the (meth) acrylate monomer of all non-tertiary alcohols; for example, if it is not a tertiary alcohol (methyl)
- the total amount of the acrylate monomer is 90 parts by weight, and the amount of the (meth) acrylate monomer having a higher Tg of the non-tertiary alcohol is 10 parts by weight, which means that a total of 90 parts by weight of the non-tertiary alcohol Of the (meth) acrylate monomers, 10 parts by weight are higher in Tg, and the remaining 80 parts by weight are other non-tertiary alcohol (meth) acrylate monomers having a lower Tg.
- the acid-functional non-ester unsaturated monomer having at least one ethylenic bond includes both an olefinic bond and an acid functional group, and the acid functional group may be an acid such as a carboxylic acid or an acid salt such as an alkali metal salt of a carboxylic acid. But not an ester.
- the acid-functional non-ester unsaturated monomer having at least one ethylenic bond may be an ethylenically unsaturated carboxylic acid, an ethylenically unsaturated sulfonic acid, an ethylenically unsaturated phosphonic acid, etc.; specifically, Limited to: acrylic acid, methacrylic acid, itaconic acid, fumaric acid, crotonic acid, citraconic acid, maleic acid, oleic acid, styrenesulfonic acid, 2-acrylamide-2-methylpropanesulfonic acid, vinyl Any one or more of phosphonic acids.
- the acid-functional non-ester unsaturated monomer having at least one ethylenic bond is more preferably an ethylenically unsaturated carboxylic acid such as (meth)acrylic acid in view of feasibility.
- the above acid functional group having at least one olefinic bond is between 0.5% and 15%, more preferably between 0.5% and 5%.
- the above-mentioned acid-functional non-ester unsaturated monomer having at least one ethylenic bond preferably accounts for 0.5 part by weight to 15 parts by weight, more preferably It is preferably from 0.5 to 5 parts by weight.
- the above acid-functional non-ester unsaturated monomer having at least one ethylenic bond may be at least 0.5 part by weight, or at least 1 part by weight, or at least 2 parts by weight; and the acid function has at least one ethylenic bond.
- the non-ester unsaturated monomer may be up to 15 parts by weight, or up to 10 parts by weight, or up to 5 parts by weight.
- the polymerizable monomer used to form the slurry polymer may further comprise a non-acid functional ethylenically unsaturated polar monomer (which may include an ester but differs from the previous non-tertiary alcohol (meth) acrylate) monomer).
- a non-acid functional ethylenically unsaturated polar monomer which may include an ester but differs from the previous non-tertiary alcohol (meth) acrylate) monomer.
- non-acid functional ethylenically unsaturated polar monomers include, but are not limited to, 2-hydroxyethyl (meth)acrylate, N-vinylpyrrolidone, N-vinylcaprolactam, acrylamide, mono- N-alkyl substituted acrylamide, di-N-alkyl substituted acrylamide, t-butyl acrylamide, dimethylaminoethyl acrylamide, N-octyl acrylamide, poly(alkoxyalkyl) Any one or more of (meth) acrylate; wherein the poly(alkoxyalkyl) (meth) acrylate comprises 2-(2-ethoxyethoxy) (meth) acrylate Ester, 2-ethoxyethyl (meth)acrylate, 2-methoxyethoxyethyl (meth)acrylate, 2-methoxyethyl methacrylate, polyethylene glycol mono (methyl) Any one or more of acrylates.
- non-acid functional ethylenically unsaturated polar monomers described herein do not include the other monomers described above, i.e., they differ from the above non-tertiary alcohol (meth) acrylate monomers.
- the non-acid functional ethylenically unsaturated polar single is less than or equal to 45%.
- the non-acid functional ethylenically unsaturated polar monomer preferably accounts for from 0 part by weight to 45 parts by weight per 100 parts by weight of the polymerizable monomer for forming the slurry polymer (0 means not included ).
- the non-acid functional ethylenically unsaturated polar monomer may be free, or at least 1 part by weight, or at least 2 parts by weight, or at least 5 parts by weight; and the non-acid functional ethylenic group
- the unsaturated polar monomer may be up to 45 parts by weight, or up to 40 parts by weight, or up to 35 parts by weight.
- the polymerizable monomer used to form the slurry polymer may further include a vinyl monomer, which refers to a monomer having a vinyl group as an important part, including but not limited to: a vinyl ester ( For example, any one or more of vinyl acetate, vinyl propionate, styrene, substituted styrene (such as ⁇ -methylstyrene), and vinyl halide.
- a vinyl ester For example, any one or more of vinyl acetate, vinyl propionate, styrene, substituted styrene (such as ⁇ -methylstyrene), and vinyl halide.
- the vinyl monomers described herein do not include the other monomers described above, ie, the (meth) acrylate monomers other than the above non-tertiary alcohols, the acid-functional non-ester unsaturated monomers having at least one olefinic bond.
- the weight percentage of the vinyl monomer is less than or equal to 5%.
- the vinyl monomer is preferably from 0 part by weight to 5 parts by weight per 100 parts by weight of the polymerizable monomer for forming a slurry polymer (0 means that it may not be contained).
- the vinyl monomer may be free, or at least 0.1 part by weight, or at least 0.5 part by weight; and the vinyl monomer may be at most 5 parts by weight, or at most 4 parts by weight, or at most 3 parts by weight. Share.
- non-acid functional ethylenically unsaturated polar monomer and vinyl monomer are optional components, ie, the polymerizable monomers used to form the slurry polymer may not include them, but as an improved slurry Alternative components of polymer properties are known for use in slurry polymers.
- Also included in the curable composition of the present invention is one or more block copolymers which are elastomers.
- the block copolymer of the present invention comprises at least two A blocks respectively located at both ends and at least one B block located in the middle; wherein the A block is formed by polymerization of a methacrylate monomer, and the B block is composed of an acrylate single Bulk polymerization is formed.
- both ends of the block copolymer of the present invention are necessarily A blocks formed by polymerization of a methacrylate monomer, and in the middle there is a B block formed by polymerization of an acrylate monomer.
- the above A block has a higher hardness than the B block, which is advantageous for improving the elasticity of the elastomer.
- the above A block is formed by polymerization of an alkyl methacrylate monomer, and wherein the alkyl group has from 1 to 6 carbon atoms, or between 1 and 4, or in 1 Between 3 and 3
- the above B block is formed by polymerization of an alkyl acrylate monomer, and wherein the alkyl group has between 3 and 20 carbon atoms, or between 4 and 20, or between 4 and 10 Between, or between 4 and 6; obviously, when the above number of carbon atoms is in a certain range, each block can be formed from a plurality of different specific monomers.
- the alkyl group of the alkyl methacrylate monomer used to form the A block has a carbon number smaller than that of the alkyl group of the alkyl acrylate monomer used to form the B block.
- the A block is formed by polymerization of a methyl methacrylate monomer
- the B block is formed by polymerization of a n-butyl acrylate monomer; that is, the A block is poly(methyl methacrylate).
- B block is poly (C N-butyl acrylate).
- the above block copolymer is a triblock copolymer of the A block-B block-A block structure. That is to say, the block copolymer preferably consists of only two A blocks located at both ends and one B block located at the both ends, and does not include other structures, thereby being a simple ABA structure.
- the block copolymer is a poly(methyl methacrylate)-poly(n-butyl acrylate)-poly(methyl methacrylate) triblock copolymer.
- the block copolymer comprises other blocks or comprises alternating (AB) blocks in between.
- the above block copolymer (elastomer) may be an elastomer product such as LA1114, LA2140, LA2250, LA2330 produced by Kuraray Co., Ltd. of Tokyo, Japan.
- the above block copolymer has a weight average molecular weight between 2000 Daltons and 500,000 Daltons.
- the above block copolymer has a weight average molecular weight of at least 2000 Daltons, or at least 3000 Daltons, or at least 5000 Daltons, or at least 10,000 Daltons, or at least 40,000 Daltons. , or at least 60,000 Daltons; and having a weight average molecular weight of no more than 500,000 Daltons, or no more than 300,000 Daltons, or no more than 200,000 Daltons, or no more than 120,000 Daltons, or no more than 80,000 Dalton.
- the weight percentage of the A block is between 5% and 50%, preferably between 20% and 30%; and the weight percentage of the B block is between 50% and 95%. Preferably, it is between 70% and 80%.
- the proportion of the A block should be small, and the weight percentage should be at least 5%, or at least 7%, or at least 10%, or at least 20%, or at least It is 23%, and the weight percentage of the A block should be at most not more than 50%, or not more than 40%, or not more than 35%, or not more than 30%.
- the proportion of the B block should be large, and the weight percentage should be at least 50%, or at least 55%, or at least 60%, or at least 65%, or at least 70%, and the weight percentage of the B block should be at most no more than 95%, or no more than 90%, or no more than 85%, or no more than 80%, or no more than 75%.
- the curable composition of the present invention is photoinitiated and may contain a photoinitiator therein.
- a photoinitiator is used to generate a radical under irradiation of ultraviolet light to initiate a polymerization reaction.
- No additional organic solvent ie, solvent other than polymerizable monomer
- Photoinitiated polymerization so it is not heated on the one hand, simple and easy to operate, low energy consumption, high efficiency; on the other hand, when the ultraviolet light source is turned off and air is introduced, the reaction can be terminated immediately, so the viscosity of the product, single The body conversion rate, weight average molecular weight, and the like can be accurately controlled.
- photoinitiators include, but are not limited to, benzoin ethers, such as benzoin methyl ether, benzoin isopropyl ether; substituted acetophenones, such as 2,2-dimethoxyacetophenone Dimethoxy hydroxyacetophenone; substituted ⁇ -keto alcohols such as 2-methyl-2-hydroxypropiophenone; aromatic sulfonyl chlorides such as 2-naphthalene-sulfonyl chloride; photosensitive oximes such as 1-phenyl -1,2-propanedione-2-(O-ethoxy-carbonyl)purine; 1-hydroxycyclohexyl phenyl ketone; 1-[4-(2-hydroxyethoxy)phenyl]-2- Hydroxy-2-methyl-1-propan-1-one; (4-methylthiobenzoyl)-1-methyl-1-morpholinylethane; (4-morpholinylbenzoyl)- 1-benzyl-1-dimethyla
- the photoinitiator is used in an amount of from 0.001 part by weight to 3 parts by weight per 100 parts by weight of the polymerizable monomer used to form the slurry polymer.
- the photoinitiator can be used in an amount of at least 0.001 parts by weight, or at least 0.005 parts by weight, or at least 0.01 parts by weight; and the photoinitiator can be used in an amount of up to 3 parts by weight, or at most 1 part by weight. Or at most 0.5 parts by weight.
- the amount of photoinitiator herein refers to the total amount of photoinitiator added to the curable composition, and these photoinitiators may have a part (usually the weight percentage in the total amount is 10% to 20%) is first added to the raw material of the slurry polymer for causing partial polymerization to obtain a slurry polymer, after which the remainder is added to the slurry polymer obtained by the reaction for finalizing the curable composition.
- the polymerization is a pressure sensitive adhesive.
- the curable composition of the present invention may further contain a crosslinking agent, and the addition of the crosslinking agent may increase the cohesive strength of the pressure-sensitive adhesive formed.
- Crosslinking agents useful in the present invention may include photosensitive crosslinking agents which are activated by ultraviolet light irradiation, and common photosensitive crosslinking agents include, but are not limited to: Benzophenone; a copolymerizable aromatic ketone; a triazine such as 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-triazine.
- Another useful crosslinking agent is a polyfunctional (meth) acrylate such as di(meth) acrylate, tri(meth) acrylate, tetra (meth) acrylate, etc., specific examples of which include but not Limited to: 1,6-hexanediol di(meth)acrylate, poly(ethylene glycol) di(meth)acrylate, polybutadiene di(meth)acrylate, polyurethane di(meth)acrylic acid Any one or more of ester, propoxylated tris(meth)acrylate; the polyfunctional (meth)acrylate crosslinker is a non-photosensitive crosslinker, but it can improve the acrylate The cohesive strength of the pressure sensitive adhesive (see U.S.
- Another useful crosslinking agent is a heat activated crosslinking agent such as a polyfunctional aziridine, isocyanate, epoxy resin or the like, specifically 1,1'-(1,3-phthaloyl)- Bis-(2-methylaziridine).
- the most preferred crosslinking agent of the present invention is a polyfunctional (meth) acrylate.
- the crosslinking agent is preferably used in an amount of less than or equal to 5 parts by weight per 100 parts by weight of the polymerizable monomer used to form the slurry polymer; that is, the crosslinking agent It may be free of, or at least 0.01 parts by weight, or at least 0.03 parts by weight; and the crosslinking agent may be used in an amount of up to 5 parts by weight, or up to 2 parts by weight, or up to 1 part by weight.
- the pressure-sensitive adhesive of the present invention is mainly used for bonding a display panel of a mobile phone, a tablet computer or the like to a casing, it is desirable to have a black appearance to achieve shading and to be clearly seen from the outside.
- a black pigment may be added to the curable composition, and available black pigments include 9B117 (Penn Color, Inc., Pennsylvania, USA) and the like.
- the amount of the black pigment is preferably less than or equal to 10 parts by weight per 100 parts by weight of the polymerizable monomer for forming the slurry polymer; that is, the black pigment may be free, or at least It is 0.5 parts by weight, or at least 1 part by weight; and the black pigment may be used in an amount of up to 10 parts by weight, or up to 8 parts by weight, or up to 7 parts by weight.
- the expanded polymeric microspheres may be added to the curable composition.
- the expanded polymeric microspheres are substantially spherical known materials consisting of a polymeric shell and a cavity located within the housing, which are obtained by heating polymer particles coated with a gasifiable material, ie by Gasification of the gasifiable material swells the polymer shell.
- the particle size of the expanded polymeric microspheres is preferably between 10 microns and 100 microns, more preferably between 20 microns and 90 microns.
- the specifically usable expanded polymer microspheres can be seen in Chinese patent CN103320037B and the like, and will not be described in detail herein.
- the amount of the expanded polymeric microspheres is preferably less than or equal to 10 parts by weight per 100 parts by weight of the polymerizable monomer used to form the slurry polymer; that is, the expanded
- the polymeric microspheres may be free of, or at least 0.1 parts by weight, or at least 0.5 parts by weight; and the expanded polymeric microspheres may be used in an amount of up to 10 parts by weight, or up to 9 parts by weight, or at most 8 parts by weight.
- a tackifying resin may also be added to the curable composition.
- the tackifying resin may be used in combination of one or more kinds.
- Useful tackifying resins include, but are not limited to, hydrogenated rosin resin FORAL 85LB (Pinova, Georgia, USA), hydrogenated terpene phenolic resin UH115 (Yasuhara Chemical Co., Ltd. , Hiroshima City, Japan), hydrocarbon resin tackifying resin REGRELTZ 6108 (Eastman Chemical Company, Tennessee, USA), US Patent US20150044457, and acrylate polymer tackifying resin in Chinese patent CN2014074139.
- the use of the tackifying resin is not affected by other properties.
- the tackifying resin is preferably not more than 35 parts by weight, or not more than 25 parts by weight, or not more than 10 parts by weight, or not more than 2 parts per 100 parts by weight of the polymerizable monomer for forming the slurry polymer.
- the content of the tackifying resin is preferably not less than 0.1 part by weight, or not less than 1 part by weight, or not less than 2 parts by weight.
- various other known additives may be added to the curable composition, including, but not limited to, plasticizers, antioxidants, dispersants, anti-settling agents. Any one or more of them.
- functional components may also be added to the curable composition, such as having a die-cutting property for improving the product, which may be added thereto. Short fibers, etc.
- the above curable composition can be obtained by uniformly mixing the respective raw materials.
- a slurry polymer When a slurry polymer is used as a raw material of the curable composition, there are mainly two methods for preparing the slurry polymer, one is ultraviolet light-induced bulk polymerization, which is referred to as ultraviolet light initiation method; the other is thermally induced solution.
- the polymerization method abbreviated as the solution method, is introduced one by one below.
- the raw material of the polymerizable monomer is directly mixed and partially copolymerized (bulk polymerization), and the polymerizable monomer in which the polymerization is not generated is used as a solvent to dissolve the polymerized copolymer.
- a slurry polymer is obtained.
- the process of the ultraviolet light initiation method specifically includes:
- each of the polymerizable monomers used to form the slurry polymer is mixed.
- the above-mentioned (meth) acrylate monomer having a higher Tg of a non-tertiary alcohol is present in the polymerizable monomer, it may be added all in this step (this method is adopted in each embodiment of the present invention), Alternatively, only a portion may be added, or may not be added, and the unadded portion should be directly added to the finished partially copolymerized slurry polymer (that is, directly added to the curable composition); this is because of the higher Tg.
- the polymerization of the (meth) acrylate monomer of the tertiary alcohol tends to be slow, and at this time, it is not possible to polymerize in a large amount.
- the content of the (meth) acrylate monomer having a higher Tg of the non-tertiary alcohol is different for the finally obtained slurry polymer product in the portion where polymerization has occurred and polymerization has not occurred.
- the specific components (including the content) of the monomer component and the (meth) acrylate copolymer corresponding to the polymerizable monomer raw material may be different.
- the photoinitiator added in this step is part of the photoinitiator of the curable composition, typically from 10% to 20% by weight of the total.
- ultraviolet light is irradiated to the above raw materials to partially copolymerize the polymerizable monomers to obtain a slurry polymer.
- UV light sources are generally divided into two types: one is a low-intensity ultraviolet light source, such as black light, and its wavelength is from 280 nm to 400 nm, and the intensity is usually below 10 mW/cm 2 ;
- High intensity ultraviolet light sources such as medium pressure mercury lamps, typically have a strength greater than 10 milliwatts per square centimeter, more preferably between 15 milliwatts per square centimeter and 450 milliwatts per square centimeter.
- the UV intensity is measured by the UVIMAPTM UM 365L-S radiometer (General Electronic Instrument Technology Co., Ltd., Virginia, USA) according to the regulations of the National Institute of Standards and Technology (NIST). .
- a low-intensity ultraviolet light source having an ultraviolet light intensity of from 0.1 mW/cm 2 to 150 mW/cm 2 ; specifically, the above ultraviolet light intensity is at least 0.1 mW/cm 2 , or at least 0.5 mW/cm 2 , or at least 1.5 mW/cm 2 ; and the UV light intensity is at most 150 mW/cm 2 , or at most 100 mW/cm 2 , or at most 50 mW/cm 2 .
- the time of ultraviolet light irradiation can be adjusted according to the intensity of light and the polymerization, usually about several minutes. Alternatively, it is also possible to use ultraviolet light of high intensity and short irradiation time, for example, irradiation with 600 mW/cm 2 for 1 second.
- the Ukrainian viscometer is used to continuously measure the viscosity of the slurry polymer, and the refractive index of the slurry polymer is continuously measured to determine the monomer conversion rate. After it reaches a predetermined standard, the ultraviolet light is removed and the slurry is polymerized. Air or oxygen is introduced into the material to quench the free radicals and the polymerization is terminated.
- the ultraviolet light-initiating method does not use an additional organic solvent (ie, a solvent other than the polymerizable monomer) in the preparation process, so that the entire production process is substantially free of waste water and exhaust gas pollution, and is more environmentally friendly and highly efficient.
- ultraviolet light is used to initiate polymerization in the ultraviolet light-initiating method, so that it is not heated on the one hand, simple and easy to operate, low in energy consumption and high in efficiency; on the other hand, when the ultraviolet light source is turned off and gas is introduced, it can be terminated immediately.
- the reaction so the viscosity of the product, monomer conversion rate, weight average molecular weight, etc. can be accurately controlled.
- the ultraviolet light initiating method is a preferred method of preparing a slurry polymer in the present invention, and in each of the embodiments of the present invention, the slurry polymer is prepared by the present method.
- the above slurry polymer can also be prepared by a solution method, that is, the polymerizable monomer can be dissolved in an organic solvent to be polymerized, and the added organic solvent is removed after the polymerization is completed, and the remaining material is a slurry polymer.
- Specific steps of the solution method can include:
- Each of the polymerizable monomers, thermal initiators, and the like used to form the slurry polymer is dissolved in a solvent and sufficiently purified by nitrogen.
- useful solvents include, but are not limited to: methanol, tetrahydrofuran, ethanol, isopropanol, acetone, methyl ethyl ketone, methyl acetate, ethyl acetate, toluene, xylene, ethylene glycol alkyl ether, any one or more Kind.
- the thermal initiator is an organic peroxide capable of generating a radical, an organic hydroperoxide, an azo compound or the like.
- Useful organic peroxides include, but are not limited to, benzoyl peroxide, lauroyl peroxide, di-tert-amyl peroxide, t-butyl peroxybenzoate, 2,5-dimethyl-2,5- Any one of bis-(tert-butylperoxy)hexane, 2,5-dimethyl-2,5-di-(tert-butylperoxy)hexyne-3, dicumyl peroxidekind or more.
- Useful organic hydroperoxides include, but are not limited to, tert-carbonyl hydroperoxide and/or t-butyl hydroperoxide.
- Useful azo compounds include, but are not limited to, 2,2'-azobis(isobutyronitrile), 2,2'-azobis(2-methylbutyronitrile), 2,2'-azobis Any one or more of (2,4-dimethylvaleronitrile).
- the thermal initiator is preferably added in an amount of from 0.05 to about 1 part by weight, preferably from about 0.1 to about 0.5 part by weight, per 100 parts by weight of the polymerizable monomer for forming a slurry polymer.
- the heating temperature is usually in the range of 40 ° C to 100 ° C
- the heating time is usually in the range of 1 hour to 20 hours, and the specific selection depends on the total amount of the substance, the required monomer conversion rate, and the like.
- the specific vacuum distillation temperature can be determined according to the type of the external solvent, and the time is such that the external solvent can be substantially removed.
- the product curable composition can be obtained.
- a black pigment, a photoinitiator, a crosslinking agent, a tackifying resin, and the like are generally added, and after they are completely dissolved, a block copolymer (elastomer) is added, if there is an expanded polymerization.
- the microspheres are added last; such an order of addition is advantageous to ensure that the components are evenly distributed.
- mixing is performed in the above order.
- the present invention also provides a pressure sensitive adhesive which is obtained by curing the above curable composition.
- the above curable composition can be substantially completely cured by ultraviolet light irradiation to form a pressure-sensitive adhesive having excellent drop resistance.
- the ultraviolet light is irradiated for a period of time such that the curable composition is substantially completely cured, usually in the order of several minutes.
- the present invention also provides an adhesive tape comprising the above pressure sensitive adhesive.
- the above pressure sensitive adhesive can be formed into a tape form for application.
- the tape of the present invention may include a backing and the above pressure sensitive adhesive formed on the backing.
- the above curable composition can be applied to a backing and then cured by irradiation with ultraviolet light to obtain an adhesive tape comprising a backing and the above pressure sensitive adhesive.
- the curable composition may be coated on a separable temporary substrate (such as a release film) and cured by ultraviolet light to form a film, after which the pressure-sensitive adhesive film is transferred to other backings. on.
- the above method for coating the curable composition includes, but is not limited to, roll coating, flow coating, dip coating, spin coating, spray coating, blade coating, die coating, etc., which will not be described in detail herein;
- the thickness of the dry glue i.e., pressure sensitive adhesive
- the thickness of the dry glue is typically from 50 microns to 500 microns, more preferably at least 100 microns, or at least 200 microns, and preferably has a thickness of up to 400 microns, or up to 300 microns.
- the backing is preferably flexible, which may comprise plastics such as polyolefins such as polyethylene, polypropylene (including isotactic polypropylene), polystyrene, polyester, polyvinyl alcohol, poly(terephthalic acid). Ethylene glycol), poly(butylene terephthalate), poly(caprolactam), poly(vinylidene fluoride), polylactide, cellulose acetate, ethyl cellulose, etc.;
- the surface may also be provided with a specific microreplicated structure to improve the performance of the tape.
- the microreplicated structure can be as described in U.S. Patent No. 5,141,790, U.S. Patent 5,296,277, U.S. Pat.
- the backing may also be a fabric such as cotton, nylon, rayon, glass thread, ceramic wire or the like.
- the backing may also be a nonwoven fabric, such as a nonwoven fabric obtained by air laying a natural fiber and/or a synthetic fiber.
- the backing may be provided with the above-mentioned pressure-sensitive adhesive on one side and no adhesive or other adhesive on the other side; or, both sides of the backing may have the above The pressure sensitive adhesive, so that the tape becomes a double sided tape.
- the backing it may be a pressure-sensitive adhesive having only the present invention, or may have other known adhesives at the same time.
- the pressure sensitive adhesive of the present invention is directly in contact with the backing, and the other side is provided with other known adhesives (ie, the pressure sensitive adhesive of the present invention functions as an intermediary); or It is also possible that other known pressure sensitive adhesives are in direct contact with the backing, and the outer side of the adhesive is provided with the adhesive of the present invention (i.e., the pressure sensitive adhesive of the present invention directly acts as a bonding agent).
- the backing may also be composed of the pressure sensitive adhesive of the present invention; preferably, other known adhesives may be provided on one or both sides of the backing.
- the pressure-sensitive adhesive of the present invention (especially a pressure-sensitive adhesive having a foaming property) can also be used as a backing, which can be present alone, thereby forming a "adhesive film" having a viscosity on both sides.
- the backing may be used with other adhesives, i.e., other known adhesives may be provided on one or both sides thereof.
- the pressure sensitive adhesive of the present invention can be used as a separate film (backing or foam), or as a backing with tape with other adhesives, or as an adhesive. On the backing.
- a release film or release paper may also be provided for avoiding accidental bonding when not in use.
- the form of release film or release paper is well known and diverse, such as silicone coated kraft paper, glassine paper, lathered kraft paper, poly(ethylene terephthalate), and the like.
- the pressure sensitive adhesive when the film composed of the pressure sensitive adhesive is directly in contact with the release film or the release paper, the pressure sensitive adhesive may be directly formed on the release film or the release paper.
- the present invention also provides an adhesive article comprising a first component to which at least a portion of the surface of the first component is bonded with the pressure sensitive adhesive described above.
- the present invention provides an adhesive article comprising the above pressure-sensitive adhesive such that the adhesive article can be bonded to other products by the above pressure-sensitive adhesive, or a plurality of adhesive articles
- the components can be bonded together by the pressure sensitive adhesive described above.
- the above bonded article further comprises a second member, the first member and the second member being bonded together by the pressure sensitive adhesive described above.
- the plurality of components in the bonded article can be bonded together by the pressure sensitive adhesive described above.
- the pressure sensitive adhesive can be used as a separate film (backing or foam), or as a backing with tape with other adhesives, or as an adhesive. On other backings.
- the above adhesive article is any one of a mobile terminal, a tablet computer, and a notebook computer; the first component is a casing; and the second component is a display panel.
- the pressure-sensitive adhesive of the present invention is preferably used for bonding a display panel of a mobile terminal (mobile phone), a tablet computer, a notebook computer or the like to a casing. This is because these products tend to fall off accidentally, so the drop resistance of the pressure sensitive adhesive is important.
- a monomer component comprising at least two polymerizable monomers, the polymerizable monomer comprising a (meth) acrylate monomer other than a tertiary alcohol, an acid functional non-ester unsaturated monomer having at least one olefinic bond;
- At least one block copolymer the block copolymer being an elastomer comprising at least two A blocks at each end and at least one B block in the middle; wherein the A block is methyl
- the acrylate monomer is formed by polymerization, and the B block is formed by polymerization of an acrylate monomer.
- the block copolymer is a triblock copolymer of an A block-B block-A block structure.
- the A block is formed by polymerization of an alkyl methacrylate monomer; the B block is formed by polymerization of an alkyl acrylate monomer.
- the alkyl methacrylate monomer has an alkyl group having from 1 to 6 carbon atoms; and the alkyl acrylate monomer has an alkyl group having from 3 to 20 carbon atoms. And the alkyl group of the alkyl methacrylate monomer has a carbon number smaller than that of the alkyl group of the alkyl acrylate monomer.
- the alkyl methacrylate monomer is a methyl methacrylate monomer; and the alkyl acrylate monomer is a n-butyl acrylate monomer.
- the block copolymer has a weight average molecular weight between 2000 Daltons and 500,000 Daltons.
- the block copolymer has a weight average molecular weight of between 40,000 Daltons and 120,000 Daltons.
- the weight percentage of the A block is between 5% and 50%; and the weight percentage of the B block is between 50% and 95%.
- the weight percentage of the A block is between 20% and 30%; and the weight percentage of the B block is between 70% and 80%. .
- the curable composition further comprises: a (meth) acrylate copolymer formed by copolymerization of a raw material comprising at least two polymerizable monomers, including: a non-tertiary alcohol (A) a acrylate monomer, an acid functional non-ester unsaturated monomer having at least one olefinic bond; the (meth) acrylate copolymer having a weight average molecular weight of between 500,000 Daltons and 10,000,000 Daltons.
- a (meth) acrylate copolymer formed by copolymerization of a raw material comprising at least two polymerizable monomers, including: a non-tertiary alcohol (A) a acrylate monomer, an acid functional non-ester unsaturated monomer having at least one olefinic bond; the (meth) acrylate copolymer having a weight average molecular weight of between 500,000 Daltons and 10,000,000 Daltons.
- the monomer component and the (meth) acrylate copolymer constitute a slurry polymer; the slurry polymer is formed by partially copolymerizing a raw material comprising at least two polymerizable monomers, the polymerizable
- the monomer includes a (meth) acrylate monomer other than a tertiary alcohol, and an acid functional non-ester unsaturated monomer having at least one olefinic bond.
- the non-tertiary alcohol (meth) acrylate monomer is contained in an amount of 50% to 99.5% by weight; the acid The functional non-esterically unsaturated monomer having at least one ethylenic bond is present in an amount between 0.5% and 15% by weight.
- the non-uncle The weight percentage of the (meth) acrylate monomer of the alcohol is between 95% and 99.5%; the weight percentage of the acid functional non-ester unsaturated monomer having at least one olefinic bond is 0.5% to Between 5%.
- the polymerizable monomer for forming the slurry polymer further comprises: a non-acid functional ethylenically unsaturated polar monomer having a weight percentage of less than or equal to 45%; and the non-acid a functional ethylenically unsaturated polar monomer different from the non-tertiary alcohol (meth) acrylate monomer; and/or a vinyl monomer, the weight percentage being less than or equal to 5%;
- the vinyl monomer is different from the (meth) acrylate monomer of the non-tertiary alcohol, the acid-functional non-ester unsaturated monomer having at least one olefinic bond, and the non-acid functional ethylenically unsaturated polar monomer .
- the copolymerizable monomer which has undergone copolymerization to form the (meth) acrylate copolymer has a weight percentage of from 1% to 30% Between %; the viscosity of the slurry polymer at 22 ° C is between 500 centipoise to 10,000 centipoise.
- the weight ratio of the elastomer is between 0.1% and 55% with respect to the total weight of the monomer component and the polymerizable monomer used to form the (meth) acrylate copolymer.
- the weight ratio of the elastomer is between 0.5% and 30% with respect to the total weight of the monomer component and the polymerizable monomer used to form the (meth) acrylate copolymer.
- the weight ratio of the elastomer is between 0.5% and 20% with respect to the total weight of the monomer component and the polymerizable monomer used to form the (meth) acrylate copolymer.
- the monomer component further comprises: a non-acid functional ethylenically unsaturated polar monomer; and the non-acid functional ethylenically unsaturated polar monomer is different from the non-tertiary alcohol a (meth) acrylate monomer; and/or a vinyl monomer; and the vinyl monomer is different from the (meth) acrylate monomer of the non-tertiary alcohol, and has at least one olefinic bond of an acid function Non-ester unsaturated monomer, non-acid functional ethylenically unsaturated polar monomer.
- the curable composition further comprises: a photoinitiator; and/or a crosslinking agent.
- the curable composition further comprises any one or more of the following components: a tackifying resin; a black pigment; an expanded polymeric microsphere.
- Embodiments of the present invention also provide a pressure sensitive adhesive formed by curing of a curable composition, wherein the curable composition comprises:
- a monomer component comprising at least two polymerizable monomers, the polymerizable monomer comprising a (meth) acrylate monomer other than a tertiary alcohol, an acid functional non-ester unsaturated monomer having at least one olefinic bond;
- At least one block copolymer the block copolymer being an elastomer comprising at least two A blocks at each end and at least one B block in the middle; wherein the A block is methyl
- the acrylate monomer is formed by polymerization, and the B block is formed by polymerization of an acrylate monomer.
- Embodiments of the present invention also provide an adhesive tape comprising a pressure sensitive adhesive formed by curing of a curable composition, wherein the curable composition comprises:
- a monomer component comprising at least two polymerizable monomers, the polymerizable monomer comprising a (meth) acrylate monomer other than a tertiary alcohol, an acid functional non-ester unsaturated monomer having at least one olefinic bond;
- At least one block copolymer the block copolymer being an elastomer comprising at least two A blocks at each end and at least one B block in the middle; wherein the A block is methyl
- the acrylate monomer is formed by polymerization, and the B block is formed by polymerization of an acrylate monomer.
- the tape comprises a backing and the pressure sensitive adhesive disposed on at least one side of the backing; or the tape comprises a backing comprised of the pressure sensitive adhesive.
- Embodiments of the present invention also provide an adhesive article comprising a first component having at least a portion of its surface adhered with a pressure sensitive adhesive cured by a curable composition Forming, wherein the curable composition comprises:
- a monomer component comprising at least two polymerizable monomers, the polymerizable monomer comprising a (meth) acrylate monomer other than a tertiary alcohol, an acid functional non-ester unsaturated monomer having at least one olefinic bond;
- At least one block copolymer the block copolymer being an elastomer comprising at least two A blocks at each end and at least one B block in the middle; wherein the A block is methyl
- the acrylate monomer is formed by polymerization, and the B block is formed by polymerization of an acrylate monomer.
- the adhesive article further comprises: a second component, the second component and the first component being bonded together by the pressure sensitive adhesive.
- the adhesive article is any one of a mobile terminal, a tablet computer, and a notebook computer; the first component is a casing; and the second component is a display panel.
- the present invention is exemplarily illustrated by using different formulations and parameters to prepare different curable compositions, pressure sensitive adhesives, tapes as examples and comparative examples.
- the monomer conversion rate of the slurry polymer is tested by a weight loss method, which specifically includes: weighing a certain weight of the test object into an aluminum pan, and baking 60 ⁇ 30 at a temperature of 105 ⁇ 3° C. in a forced convection oven. In minutes, the unpolymerized polymerizable monomer was evaporated, the residue was taken out and cooled for 5 minutes, and then weighed, and the monomer conversion rate was calculated according to the following formula:
- M1 is the total weight of the test object before baking
- M2 is the total weight of the test object (residue) after baking
- neither M1 nor M2 includes the weight of the aluminum pan.
- Specific test methods for weight average molecular weight include: weigh 0.1 gram of the sample into a 5 ml sample vial, add 3 ml of tetrahydrofuran (TEDIA Co., Ltd., Ohio, USA) for dissolution; and use the solution with a 0.45 ⁇ m pore size filter membrane. After filtration, it was added to the sample vial; it was tested with a chromatograph (Waters, Maryland, USA). The resulting column was calibrated using standard known weight average molecular weight polystyrene and the calibration curve was established by linear least squares analysis. A weight average molecular weight is obtained.
- TEDIA Co., Ltd., Ohio, USA tetrahydrofuran
- the test for drop resistance includes the following steps:
- PMMA sheet Two sheets of polymethyl methacrylate (PMMA) sheet (hereinafter referred to as PMMA sheet) having a size of 108 mm ⁇ 57 mm ⁇ 6 mm and weighing 38 g; Purchased from Sinopharm Chemical Reagent Co., Ltd., Shanghai, China), wipe the PMMA plate three times and ensure that the solvent is completely evaporated; use a cutting knife to carefully cut two 1.5 mm ⁇ 150 mm tape from the tape to be tested.
- PMMA sheet polymethyl methacrylate
- the slurry polymer is one of the components in the curable composition, and in the present invention, a slurry polymer is prepared as a raw material of the curable composition in the following manner.
- the specific preparation method of the slurry polymer comprises: feeding a 1-quart wide-mouth glass bottle according to the monomer type and weight listed in the table, and adding a photoinitiator IRGACURE 651, wherein 100 parts by weight is used for the slurry.
- the polymerizable monomer of the polymer, at this time, IRGACURE 651 was added in an amount of 0.04 parts by weight (subsequent part of the photoinitiator was directly added to the curable composition); the raw material was purged with nitrogen for 15 minutes under magnetic stirring, and then exposed.
- the total amount of the monomer raw materials of each of the slurry polymers is 100 parts by weight, and the slurry polymers selected in the subsequent examples and comparative examples are also 100 parts by weight of the polymerizable polymer.
- the monomers are prepared, and the amounts of other substances are also based on them.
- the curable compositions of the respective examples and comparative examples were prepared according to different formulations and used to form pressure sensitive adhesives, tapes to test properties.
- An S1 slurry polymer composed of 100 parts by weight of a polymerizable monomer was added to a 1 quart wide-mouth glass bottle, and then other materials were added according to the following table, and stirred until uniform to dissolve to form a comparative example C1-C5 and Examples A curable composition of 1-14.
- the photoinitiator IRGACURE 651 in the table refers to a photoinitiator directly added to the curable composition, which together with the above photoinitiator (0.04 parts by weight) added to the slurry polymer raw material constitutes the above photoinitiator component.
- the photoinitiators of the other examples below are the same as herein.
- the curable composition of each of the above examples was applied between two release films of 0.05 mm film of CP Film T10 PET (available from Solutia, Tennessee, USA), and the thickness of the film was controlled to be 0.15 mm, irradiated with the aforementioned low-intensity ultraviolet light (365 nm, 1.5 mW/cm 2 ) for 5 minutes to 10 minutes to obtain a film.
- the coating compositions C1-C4 and the curable compositions of Examples 1-9 were coated with a layer of Cerex 23030 nylon fabric (Cerex Performance Fiber Co., Ltd., Florida, US) as a backing.
- a primer is applied on both sides of the above film, and the primer is a solution having a solute weight percentage of 10%, wherein the solute is Macromelt 6240 (Henkel, Düsseldorf, Germany), solvent Including: 47.5 parts by weight of isopropanol (National Pharmaceutical Group Chemical Reagent Co., Ltd., Shanghai, China), 47.5 parts by weight of n-propanol (National Pharmaceutical Group Chemical Reagent Co., Ltd., Shanghai, China), 5 parts by weight of water. After drying at 80 ° C for 10 minutes, an undercoat layer having a thickness of 5 ⁇ m to 10 ⁇ m was obtained. Conventional pressure-sensitive adhesive tape 9482PC (0.05M, thickness) of 0.05 mm is laminated on the undercoat layers on both sides. Minnesota, USA), hand-pressed using a 2 kg rubber roller to prepare a double-sided tape with a total thickness of 0.25 mm.
- solute is Macromelt 6240 (Henkel, Düsseldorf, Germany)
- solvent Including: 47.5 parts by weight of is
- the tape prepared above mainly comprises two different structures: the first one (Comparative Examples C1-C4, Examples 1-9) is provided with the pressure sensitive of the present invention sequentially on a nylon backing (Cerex 23030). Adhesive and existing adhesive (pressure sensitive tape 9482PC); second (Comparative Example C5, Examples 10-14) is provided with existing bonding on the backing of the pressure sensitive adhesive of the present invention Agent (pressure sensitive tape 9482PC).
- Example 2 a sample in which the pressure-sensitive adhesive tape 9482PC and the nylon backing were not provided (of course, no primer) was prepared, that is, it was a simple pressure-sensitive adhesive of the present invention.
- the film of the agent (referred to as "film").
- Example 7 a sample in which only one side of the pressure-sensitive adhesive tape 9482PC (of course, one side only had a primer) was prepared (indicated as "single-sided adhesive"), That is, the surface on the other side is the pressure sensitive adhesive of the present invention.
- Example 7 a sample in which the pressure-sensitive adhesive tape 9482PC and the nylon backing were not provided (of course, no primer) was prepared, that is, it was a simple pressure-sensitive adhesive of the present invention.
- the film of the agent (referred to as "film").
- a comparative example C6 which comprises: overlaying pressure sensitive on both sides of black polyethylene (PE) foam (Hubei Xiangyuan New Material Technology Co., Ltd., Xiaogan City, Hubei province, China) with a thickness of 0.15 mm.
- PE polyethylene
- Tape 9482PC double-sided corona treatment (Softal corona machine, Hamburg, Germany) before bonding, so that the surface energy is greater than 52 dynes/cm, and hand-pressed with a rubber roller weighing 2 kg to ensure the glue
- the film and polyethylene foam are completely conformable.
- the curable composition was applied between the release faces of two CP Film T10 PET transparent release films having a thickness of 0.05 mm, and the thickness of the control film was 0.1 mm, and the low-intensity ultraviolet light was irradiated for 5 minutes to 10 minutes. Minutes, get the film.
- a primer layer is formed on each side of the film in accordance with the above method.
- a pressure-sensitive adhesive tape 9458 (3M Company, Minnesota, USA) having a thickness of 0.025 mm was laminated on the undercoat layers on both sides, and a total thickness of 0.15 mm was prepared by hand-pressing using a 2 kg weight rubber roller. double-sided tape.
- a comparative example C8 is further added, which comprises: corona treatment of black polyethylene foam (Hubei Xiangyuan New Material Technology Co., Ltd., Xiaogan City, Hubei province, China) having a thickness of 0.1 mm according to the above method, and then The pressure sensitive adhesive tape 9458 is respectively covered on both sides thereof.
- black polyethylene foam Hubei Xiangyuan New Material Technology Co., Ltd., Xiaogan City, Hubei province, China
- the block copolymer (elastomer) was not completely dissolved at all, and thus a uniform product could not be formed, and thus the properties were not tested.
- the drop resistance of the pressure-sensitive adhesive can be greatly improved after the addition of the specific block copolymer (elastomer) of the present invention.
- the curable composition was applied between the release faces of two CP Film T10 PET transparent release films having a thickness of 0.05 mm, and the thickness of the control film was 0.2 mm, and the low-intensity ultraviolet light was irradiated for 5 minutes to 10 minutes. Minutes, get the film.
- a primer layer is formed on each side of the film in accordance with the above method.
- a pressure-sensitive adhesive tape 467MP (3M Company, Minnesota, USA) having a thickness of 0.05 mm was laminated on both sides of the undercoat layer, and a total thickness of 0.3 mm was prepared by hand-pressing using a 2 kg weight rubber roller. double-sided tape.
- the drop resistance of the pressure-sensitive adhesive can be greatly improved after the addition of the specific block copolymer (elastomer) of the present invention.
- composition of the curable composition of Table 9 Comparative Example C10 and Examples 21-24 (in parts by weight)
- the curable composition to two CP Film T10 PET transparent with a thickness of 0.05 mm Between the release faces of the release film, the thickness of the control film is 0.25 mm, and the film is obtained by irradiating with the aforementioned low-intensity ultraviolet light for 5 minutes to 10 minutes.
- a primer layer is formed on each side of the film in accordance with the above method.
- a pressure-sensitive adhesive tape 467MP (3M Company, Minnesota, USA) having a thickness of 0.05 mm was laminated on both sides of the undercoat layer, and a total thickness of 0.35 mm was prepared by hand-pressing using a 2 kg weight rubber roller. double-sided tape.
- the block copolymer (elastomer) was not completely dissolved at all, and thus a uniform product could not be formed, and thus the properties were not tested.
- the drop resistance of the pressure-sensitive adhesive can be greatly improved after the addition of the specific block copolymer (elastomer) of the present invention.
- the curable composition was applied between the release faces of two CP Film T10 PET transparent release films having a thickness of 0.05 mm, and the thickness of the control film was 0.3 mm, and the low-intensity ultraviolet light was irradiated for 5 minutes to 10 minutes. Minutes, get the film.
- a primer layer is formed on each side of the film in accordance with the above method.
- Pressure-sensitive adhesive tapes 467MP and 9482PC (3M Company, Minnesota, USA) having a thickness of 0.05 mm were laminated and hand-pressed using a 2 kg weight rubber roller to prepare a double-sided tape having a total thickness of 0.4 mm.
- the drop resistance of the pressure-sensitive adhesive can be greatly improved after the addition of the specific block copolymer (elastomer) of the present invention.
- the components are fused to each other, so when they are added, the impact force can be absorbed in a large amount at the time of dropping, thereby reducing the impact on other positions and improving the drop performance of the pressure-sensitive adhesive.
- the above analysis does not constitute a limitation on the principle of action of the present invention.
- the acrylate pressure sensitive adhesive such as tackifying resins, black pigments, expanded polymeric microspheres, vinyl monomers, non-acid functional ethylenically unsaturated polarities
- the use of the specific block copolymer (elastomer) of the present invention all has an effect of improving the drop resistance of the pressure-sensitive adhesive.
- the pressure sensitive adhesive eg, as a separate film or foam, as a backing for tape, as an adhesive on a tape backing, as a single-sided or double-sided adhesive, Use alone Or with other known adhesives, etc.
- the block copolymer (elastomer) in the curable composition is particularly high and cannot be too high, and the upper limit of the content is also related to other components.
- each of the examples using the slurry polymer S1 as a whole has better drop resistance.
- the raw material of the slurry polymer has a higher (meth) acrylate monomer content of the non-tertiary alcohol (eg, from 95% to 99.5%) and a lower acid-functional non-ester having at least one olefinic bond.
- Saturated monomer content e.g., from 0.5% to 5%
Abstract
Description
编号 | 2-EHA | BA | NNDMAA | IBxA | AA | αMS | 重均分子量 |
S1 | 96 | 无 | 无 | 无 | 4 | 无 | 1798000 |
S2 | 90 | 无 | 无 | 无 | 10 | 无 | 4256000 |
S3 | 87.5 | 无 | 无 | 无 | 12.5 | 无 | 6525000 |
S4 | 64.5 | 无 | 35 | 无 | 0.5 | 无 | 2783000 |
S5 | 49 | 32 | 无 | 12 | 6.5 | 0.5 | 1162000 |
编号 | 失效次数 | 失效模式 |
C1 | 16 | PO |
C2 | 15 | PO |
C3 | 12 | PO |
C4 | 39 | PO |
C5 | NT | N/A |
C6 | 4 | FS |
1 | 52 | PO |
2 | 82 | PO |
2(单粘合剂层) | 83 | PO |
2(胶膜) | 83 | PO |
3 | 100 | N/A |
4 | 100 | N/A |
5 | 100 | N/A |
6 | NT | N/A |
7 | 100 | N/A |
7(单面贴胶) | 100 | N/A |
7(胶膜) | 100 | N/A |
8 | 83 | PO |
9 | 100 | N/A |
10 | 100 | N/A |
11 | 100 | N/A |
12 | 100 | N/A |
13 | 100 | N/A |
14 | 63 | PO |
编号 | 失效次数 | 失效模式 |
C7 | 2 | PO |
C8 | 2 | FS |
15 | 13 | PO |
16* | NT | N/A |
编号 | 失效次数 | 失效模式 |
C9 | 1 | PO |
17 | 3 | PO |
18 | 13 | PO |
编号 | 失效次数 | 失效模式 |
C10 | 1 | PO |
19 | 3 | PO |
20 | 4 | PO |
21 | 16 | PO |
22 | NT | N/A |
编号 | 失效次数 | 失效模式 |
C11 | 3 | PO |
C12 | 5 | PO |
23 | 28 | PO |
24 | 32 | PO |
Claims (15)
- 一种可固化组合物,其中,包括:单体组分,包括至少两种可聚合单体,所述可聚合单体包括非叔醇的(甲基)丙烯酸酯单体、酸官能的具有至少一个烯键的非酯不饱和单体;至少一种嵌段共聚物,所述嵌段共聚物属于弹性体,其包括至少两个分别位于两端的A嵌段和至少一个位于中间的B嵌段;其中,所述A嵌段由甲基丙烯酸酯单体聚合形成,所述B嵌段由丙烯酸酯单体聚合形成。
- 根据权利要求1所述的可固化组合物,其中,所述嵌段共聚物为A嵌段-B嵌段-A嵌段结构的三嵌段共聚物。
- 根据权利要求1所述的可固化组合物,其中,所述A嵌段由甲基丙烯酸烷基酯单体聚合形成;所述B嵌段由丙烯酸烷基酯单体聚合形成。
- 根据权利要求3所述的可固化组合物,其中,所述甲基丙烯酸烷基酯单体为甲基丙烯酸甲酯单体;所述丙烯酸烷基酯单体为丙烯酸正丁酯单体。
- 根据权利要求1所述的可固化组合物,其中,所述嵌段共聚物的重均分子量在2000道尔顿至500000道尔顿之间。
- 根据权利要求1所述的可固化组合物,其中,在所述嵌段共聚物中,所述A嵌段的重量百分含量在5%至50%之间;所述B嵌段的重量百分含量在50%至95%之间。
- 根据权利要求1所述的可固化组合物,其中,还包括:(甲基)丙烯酸酯共聚物,其由包括至少两种可聚合单体的原料共聚形 成,所述可聚合单体包括:非叔醇的(甲基)丙烯酸酯单体、酸官能的具有至少一个烯键的非酯不饱和单体;所述(甲基)丙烯酸酯共聚物的重均分子量在500000道尔顿至10000000道尔顿之间。
- 根据权利要求7所述的可固化组合物,其中,所述单体组分和所述(甲基)丙烯酸酯共聚物构成浆液聚合物;所述浆液聚合物由包括至少两种可聚合单体的原料部分共聚形成,所述可聚合单体包括非叔醇的(甲基)丙烯酸酯单体、酸官能的具有至少一个烯键的非酯不饱和单体。
- 根据权利要求8所述的可固化组合物,其中,用于形成所述浆液聚合物的可聚合单体中,所述非叔醇的(甲基)丙烯酸酯单体的重量百分含量在50%至99.5%之间;所述酸官能的具有至少一个烯键的非酯不饱和单体的重量百分含量在0.5%至15%之间。
- 根据权利要求7所述的可固化组合物,其中,相对于单体组分和用于形成所述(甲基)丙烯酸酯共聚物的可聚合单体的总重量,所述弹性体的重量比例在0.1%至55%之间。
- 根据权利要求10所述的可固化组合物,其中,相对于单体组分和用于形成所述(甲基)丙烯酸酯共聚物的可聚合单体的总重量,所述弹性体的重量比例在0.5%至30%之间。
- 根据权利要求1所述的可固化组合物,其中,还包括:光引发剂;和/或交联剂。
- 一种压敏粘合剂,由可固化组合物固化形成,其中,所述可固化组合物包括:单体组分,包括至少两种可聚合单体,所述可聚合单体包括非叔醇的(甲基)丙烯酸酯单体、酸官能的具有至少一个烯键的非酯不饱和单体;至少一种嵌段共聚物,所述嵌段共聚物属于弹性体,其包括至少两个分别位于两端的A嵌段和至少一个位于中间的B嵌段;其中,所述A嵌段由甲基丙烯酸酯单体聚合形成,所述B嵌段由丙烯酸酯单体聚合形成。
- 一种胶带,包括压敏粘合剂,所述压敏粘合剂由可固化组合物固化形成,其中,所述可固化组合物包括:单体组分,包括至少两种可聚合单体,所述可聚合单体包括非叔醇的(甲基)丙烯酸酯单体、酸官能的具有至少一个烯键的非酯不饱和单体;至少一种嵌段共聚物,所述嵌段共聚物属于弹性体,其包括至少两个分别位于两端的A嵌段和至少一个位于中间的B嵌段;其中,所述A嵌段由甲基丙烯酸酯单体聚合形成,所述B嵌段由丙烯酸酯单体聚合形成。
- 一种粘合制品,包括第一部件,所述第一部件的至少部分表面上粘结有压敏粘合剂,所述压敏粘合剂由可固化组合物固化形成,其中,所述可固化组合物包括:单体组分,包括至少两种可聚合单体,所述可聚合单体包括非叔醇的(甲基)丙烯酸酯单体、酸官能的具有至少一个烯键的非酯不饱和单体;至少一种嵌段共聚物,所述嵌段共聚物属于弹性体,其包括至少两个分别位于两端的A嵌段和至少一个位于中间的B嵌段;其中,所述A嵌段由甲基丙烯酸酯单体聚合形成,所述B嵌段由丙烯酸酯单体聚合形成。
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JP2018531124A JP2019505617A (ja) | 2015-12-15 | 2015-12-15 | 硬化性組成物、感圧接着剤、接着テープ、接合製品 |
CN201580085388.2A CN108473839A (zh) | 2015-12-15 | 2015-12-15 | 可固化组合物、压敏粘合剂、胶带、粘合制品 |
KR1020187019899A KR20180093047A (ko) | 2015-12-15 | 2015-12-15 | 경화성 조성물, 감압 접착제, 접착 테이프, 접착 제품 |
US16/061,739 US20190390086A1 (en) | 2015-12-15 | 2015-12-15 | A curable composition, a pressure sensitive adhesive, an adhesive tape, and an adhesive article |
PCT/CN2015/097364 WO2017100995A1 (zh) | 2015-12-15 | 2015-12-15 | 可固化组合物、压敏粘合剂、胶带、粘合制品 |
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JP (1) | JP2019505617A (zh) |
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WO2019166919A1 (en) * | 2018-02-28 | 2019-09-06 | 3M Innovative Properties Company | Pressure-sensitive adhesive composition, pressure-sensitive adhesive, pressure-sensitive adhesive layer, method for preparing pressure-sensitive adhesive, and method for preparing pressure-sensitive adhesive layer |
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JP7385168B2 (ja) * | 2019-03-14 | 2023-11-22 | セメダイン株式会社 | 光硬化性粘着剤組成物 |
JP2021161263A (ja) * | 2020-03-31 | 2021-10-11 | 日東電工株式会社 | 光学積層体 |
JP7338085B2 (ja) * | 2020-03-31 | 2023-09-04 | 日東電工株式会社 | 光学積層体 |
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WO1997031076A1 (en) * | 1996-02-26 | 1997-08-28 | Minnesota Mining And Manufacturing Company | Pressure sensitive adhesives |
CN102015952A (zh) * | 2008-03-07 | 2011-04-13 | 3M创新有限公司 | 抗静电的嵌段共聚物压敏粘合剂及制品 |
CN102317393A (zh) * | 2008-11-28 | 2012-01-11 | 3M创新有限公司 | 压敏粘合剂和压敏粘合带 |
CN104479599A (zh) * | 2014-12-31 | 2015-04-01 | 3M创新有限公司 | 多基材适应性拉伸移除型粘合剂制品、粘合剂组合物及组件 |
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JP5227658B2 (ja) * | 2008-05-23 | 2013-07-03 | ニチバン株式会社 | 基材付き光重合体層及びその製造方法 |
TWI595037B (zh) * | 2009-04-30 | 2017-08-11 | 電化股份有限公司 | 硬化性樹脂組成物、接著劑組成物、硬化體或複合體 |
CN102869692B (zh) * | 2010-05-03 | 2014-09-17 | 阿克马法国公司 | Uv能固化的密封剂 |
JP2013134329A (ja) * | 2011-12-26 | 2013-07-08 | Sekisui Chem Co Ltd | 液晶表示素子用シール剤、上下導通材料、及び、液晶表示素子 |
BR112014020560B1 (pt) * | 2012-02-23 | 2021-03-02 | 3M Innovative Properties Company | adesivo acrílico estrutural |
JP6140491B2 (ja) * | 2012-08-07 | 2017-05-31 | 日東電工株式会社 | 両面粘着シート及び携帯電子機器 |
TWI605945B (zh) * | 2015-03-06 | 2017-11-21 | Nitto Denko Corp | Pressing Adhesive Next |
FR3040707B1 (fr) * | 2015-09-04 | 2019-08-30 | Arkema France | Composition adhesive photopolymerisable |
-
2015
- 2015-12-15 KR KR1020187019899A patent/KR20180093047A/ko not_active Application Discontinuation
- 2015-12-15 WO PCT/CN2015/097364 patent/WO2017100995A1/zh active Application Filing
- 2015-12-15 JP JP2018531124A patent/JP2019505617A/ja active Pending
- 2015-12-15 US US16/061,739 patent/US20190390086A1/en not_active Abandoned
- 2015-12-15 CN CN201580085388.2A patent/CN108473839A/zh active Pending
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WO1997031076A1 (en) * | 1996-02-26 | 1997-08-28 | Minnesota Mining And Manufacturing Company | Pressure sensitive adhesives |
CN102015952A (zh) * | 2008-03-07 | 2011-04-13 | 3M创新有限公司 | 抗静电的嵌段共聚物压敏粘合剂及制品 |
CN102317393A (zh) * | 2008-11-28 | 2012-01-11 | 3M创新有限公司 | 压敏粘合剂和压敏粘合带 |
CN104479599A (zh) * | 2014-12-31 | 2015-04-01 | 3M创新有限公司 | 多基材适应性拉伸移除型粘合剂制品、粘合剂组合物及组件 |
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WO2019166919A1 (en) * | 2018-02-28 | 2019-09-06 | 3M Innovative Properties Company | Pressure-sensitive adhesive composition, pressure-sensitive adhesive, pressure-sensitive adhesive layer, method for preparing pressure-sensitive adhesive, and method for preparing pressure-sensitive adhesive layer |
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CN108473839A (zh) | 2018-08-31 |
JP2019505617A (ja) | 2019-02-28 |
KR20180093047A (ko) | 2018-08-20 |
US20190390086A1 (en) | 2019-12-26 |
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