Classifications

• • 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
  • C09J7/38—Pressure-sensitive adhesives [PSA]
  • C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • C09J7/385—Acrylic polymers
• • 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
  • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
  • C09J11/08—Macromolecular additives
• • 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
  • C09J131/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Adhesives based on derivatives of such polymers
  • C09J131/02—Homopolymers or copolymers of esters of monocarboxylic acids
• • 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
  • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
  • C09J133/04—Homopolymers or copolymers of esters
  • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
• • 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
  • C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
• • 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
  • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
  • C09J7/22—Plastics; Metallised plastics
  • C09J7/25—Plastics; Metallised plastics based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
  • C09J7/255—Polyesters
• • 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
  • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
  • C09J7/22—Plastics; Metallised plastics
  • C09J7/26—Porous or cellular plastics
• • 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
  • C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
  • C09J2203/326—Applications of adhesives in processes or use of adhesives in the form of films or foils for bonding electronic components such as wafers, chips or semiconductors
• • 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
  • C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
  • C09J2203/354—Applications of adhesives in processes or use of adhesives in the form of films or foils for automotive applications
• • 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
  • C09J2400/00—Presence of inorganic and organic materials
  • C09J2400/20—Presence of organic materials
  • C09J2400/24—Presence of a foam
  • C09J2400/243—Presence of a foam in the substrate
• • 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
  • C09J2433/00—Presence of (meth)acrylic polymer
• • 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
  • C09J2467/00—Presence of polyester
  • C09J2467/006—Presence of polyester in the substrate
• • 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
  • C09J2477/00—Presence of polyamide
  • C09J2477/006—Presence of polyamide in the substrate
• • 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
  • C09J2493/00—Presence of natural resin
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
  • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
  • Y02P20/00—Technologies relating to chemical industry
  • Y02P20/50—Improvements relating to the production of bulk chemicals
  • Y02P20/582—Recycling of unreacted starting or intermediate materials

Definitions

• the present invention relates to a pressure-sensitive adhesive, a pressure-sensitive adhesive tape, and a method for fixing an electronic device component or a vehicle-mounted component.
• pressure-sensitive adhesive tapes having a pressure-sensitive adhesive layer containing a pressure-sensitive adhesive have been widely used for fixing components in electronic components, vehicles, houses, and building materials.
• an adhesive sheet is used to adhere a cover panel for protecting the surface of a portable electronic device to a touch panel module or a display panel module, or to adhere a touch panel module and a display panel module.
• (Meth) acrylic pressure-sensitive adhesives containing (meth) acrylic copolymers are widely used as pressure-sensitive adhesives having excellent adhesion. Even with a (meth) acrylic pressure-sensitive adhesive, it was possible to select and use a biological material such as rosin or terpene as a tackifier. However, it is difficult to exhibit excellent adhesive strength while making many materials biological.
• the present invention provides a pressure-sensitive adhesive capable of exhibiting excellent adhesion while increasing the content of biological carbon, a pressure-sensitive adhesive tape using the pressure-sensitive adhesive, and a method for fixing an electronic device component or a vehicle-mounted component.
• the purpose is to provide.
• R 1 represents H or CH 3
• R 2 represents —C n H 2n + 1
• n represents an integer of 7 to 14.
• m represents an integer of 7 to 13.
• Carbon in R 2 and R 3 are carbon of biological origin.
• the present inventors have conducted intensive studies and found that as a raw material of the (meth) acrylic copolymer constituting the pressure-sensitive adhesive, a monomer A represented by the general formula (1) containing biological carbon (hereinafter, simply referred to as “ Monomer A ”) and / or a monomer B represented by the above general formula (2) containing carbon of biological origin (hereinafter, also simply referred to as” monomer B ”) is selected, and a (meth) acrylic copolymer is selected. It has been found that by setting the glass transition temperature of the coalesced to ⁇ 20 ° C. or lower, it is possible to obtain an adhesive capable of exhibiting excellent adhesive strength while increasing the content of biological carbon.
• the pressure-sensitive adhesive according to one embodiment of the present invention contains a (meth) acrylic copolymer.
• a (meth) acrylic pressure-sensitive adhesive can exhibit excellent pressure-sensitive adhesive strength by selecting a monomer as a raw material.
• the monomer A and / or the monomer B is contained as a monomer that is a raw material of the (meth) acrylic pressure-sensitive adhesive.
• These monomers can be obtained at low cost and easily by alcoholizing and esterifying saturated fatty acids or unsaturated fatty acids obtained from animals and plants as raw materials.
• monomer A and monomer B containing plant-derived carbon are used, they are originally produced by taking in atmospheric carbon dioxide, so even if they are burned, the total amount of atmospheric carbon dioxide can be increased. There is no. Since these monomers have a relatively low glass transition temperature of a homopolymer and easily exhibit an adhesive function of an adhesive composed of such a monomer, a relatively large amount of the monomer is used to generate biologically-derived carbon as an adhesive. While increasing the content, the adhesive can be arbitrarily combined with other non-living monomers to provide an adhesive capable of exhibiting sufficient adhesive strength.
• the alkyl group contained in R 2 in the formula (1) and R 3 in the formula (2) may be linear or branched. Linear is preferred because of its high cohesive strength and higher adhesive strength.
• the monomer A examples include, for example, n-octyl (meth) acrylate, lauryl (meth) acrylate, n-decyl (meth) acrylate, n-heptyl acrylate, 2-octyl (meth) acrylate, n-nonyl (Meth) acrylate, undecyl (meth) acrylate, tetradecyl (meth) acrylate, myristyl (meth) acrylate and the like. These monomers A may be used alone or in combination of two or more.
• n-octyl (meth) acrylate, lauryl (meth) acrylate and decyl (meth) are particularly easily available, have a low glass transition temperature of a homopolymer, and easily exhibit an adhesive function composed of such a monomer.
• At least one selected from the group consisting of acrylates is preferred.
• the monomer A preferably contains lauryl acrylate and / or lauryl methacrylate, and more preferably contains lauryl acrylate and lauryl methacrylate, since a pressure-sensitive adhesive excellent in shearing force can be obtained.
• the monomer B examples include vinyl caprate, vinyl laurate, vinyl caprylate, and vinyl nonanoate. These monomers B may be used alone or in combination of two or more. Among them, vinyl caprate and / or vinyl laurate are preferred because they are particularly easily available, the glass transition temperature of the homopolymer is low, and the adhesive function composed of such a monomer is easily exhibited.
• the (meth) acrylic copolymer contains 48% by weight or more of a structural unit derived from the monomer A and / or the monomer B. Thereby, it is possible to exhibit excellent adhesive strength while increasing the content of biological carbon. From the viewpoint of further increasing the adhesive strength, the (meth) acrylic copolymer more preferably contains 55% by weight or more, and more preferably 65% by weight or more, of the structural unit derived from the monomer A and / or the monomer B. Is more preferable, and the content is particularly preferably 75% by weight or more, and usually 100% by weight or less.
• the (meth) acrylic copolymer contains a structural unit derived from the monomer A, from the viewpoint of further increasing the adhesive strength, of the structural units derived from the monomer A, derived from lauryl acrylate and / or lauryl methacrylate It is preferable that the constituent unit be 48% by weight or more.
• the content of the structural unit derived from lauryl acrylate in the total of the structural units derived from lauryl acrylate and / or lauryl methacrylate is preferably 10% by weight or more and 90% by weight or less, more preferably 15% by weight or more. It is more preferably at most 85% by weight, further preferably at least 19% by weight and at most 77% by weight.
• the content of the structural units derived from the metalauryl acrylate in the total of the structural units derived from the lauryl acrylate and / or lauryl methacrylate is preferably 10% by weight or more and 90% by weight or less, and 15% by weight. % Or more, and more preferably 85% by weight or less, and even more preferably 19% by weight or more and 77% by weight or less.
• the (meth) acrylic copolymer may contain structural units derived from other monomers other than the monomers A and B.
• the other monomers are not particularly limited, and include, for example, methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, n-butyl (meth) acrylate, tert-butyl (meth) acrylate, 2-ethylhexyl (Meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, n-nonyl (meth) acrylate, isononyl (meth) acrylate, myristyl (meth) acrylate, cetyl (meth) acrylate, stearyl (meth) acrylate Of 5,7,7-trimethyl-2- (1,3,3-trimethylbutyl) octanol-1 and (meth)
• (meth) acrylic acid alkyl ester for example, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, benzyl (meth) acrylate, 2-butoxyethyl (meth) acrylate, 2-phenoxyethyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, polypropylene glycol Mono (meth) acrylate and the like can be mentioned.
• (meth) acrylates having a hydroxyl group such as 4-hydroxybutyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, and tetrahydrofurfuryl (meth) acrylate can be used.
• a monomer having a carboxyl group such as (meth) acrylic acid can be used.
• a monomer having a glycidyl group such as glycidyl (meth) acrylate can be used.
• a monomer having an amide group such as hydroxyethyl (meth) acrylamide, isopropyl (meth) acrylamide, and dimethylaminopropyl (meth) acrylamide can be used.
• a monomer having a nitrile group such as (meth) acrylonitrile can be used.
• various monomers used for general (meth) acrylic polymers such as vinyl carboxylate such as vinyl acetate and acrylonitrile and styrene can also be used. These monomers may be used alone or in combination of two or more.
• the (meth) acrylic copolymer is used as the other monomer to have 16 to 24 carbon atoms (preferably 18 to 23 carbon atoms). And more preferably 20 to 22) preferably has a structural unit derived from an alkyl ester (meth) acrylate having an alkyl group.
• the other monomer preferably contains a biological carbon, but may be a non-biological monomer containing no biological carbon.
• the (meth) acrylic copolymer has a glass transition temperature of ⁇ 20 ° C. or less. Thereby, the obtained adhesive can exhibit excellent adhesive strength.
• the glass transition temperature of the (meth) acrylic copolymer is preferably -30 ° C or lower, more preferably -40 ° C or lower, and -50 ° C or lower. Is particularly preferred.
• the glass transition temperature of the (meth) acrylic copolymer is usually -90 ° C or higher, and preferably -80 ° C or higher.
• the glass transition temperature of the (meth) acrylic copolymer can be determined, for example, by differential scanning calorimetry.
• the weight average molecular weight of the (meth) acrylic copolymer is not particularly limited, but the lower limit is preferably 300,000, and the upper limit is preferably 2,000,000. When the weight average molecular weight of the (meth) acrylic copolymer is within this range, the obtained pressure-sensitive adhesive can exhibit excellent pressure-sensitive adhesive strength.
• a more preferable lower limit of the weight average molecular weight of the (meth) acrylic copolymer is 400,000, a more preferable upper limit is 1.8 million, a further preferable lower limit is 500,000, and a particularly preferable lower limit is 1,000,000.
• a weight average molecular weight means the polystyrene equivalent molecular weight calculated
• the (meth) acrylic copolymer can be obtained by subjecting a mixture of the monomers as the raw materials to a radical reaction in the presence of a polymerization initiator.
• the method of the radical reaction is not particularly limited, and examples thereof include living radical polymerization and free radical polymerization. According to living radical polymerization, a copolymer having a more uniform molecular weight and composition can be obtained as compared with free radical polymerization, the generation of low molecular weight components and the like can be suppressed, and the cohesive force of the pressure-sensitive adhesive layer is high. Become.
• the polymerization method is not particularly limited, and a conventionally known method can be used. Examples include solution polymerization (boiling point polymerization or constant temperature polymerization), emulsion polymerization, suspension polymerization, bulk polymerization, and the like. Among them, solution polymerization is preferred because of simple synthesis.
• reaction solvent examples include ethyl acetate, toluene, methyl ethyl ketone, methyl sulfoxide, ethanol, acetone, and diethyl ether. These reaction solvents may be used alone or in combination.
• the polymerization initiator is not particularly limited, and examples thereof include an organic peroxide and an azo compound.
• examples of the organic peroxide include 1,1-bis (t-hexylperoxy) -3,3,5-trimethylcyclohexane, t-hexylperoxypivalate, t-butylperoxypivalate, and 2,5.
• azo compound examples include azobisisobutyronitrile and azobiscyclohexanecarbonitrile. These polymerization initiators may be used alone or in combination.
• examples of the polymerization initiator include an organic tellurium polymerization initiator.
• the organic tellurium polymerization initiator is not particularly limited as long as it is generally used for living radical polymerization, and examples thereof include an organic tellurium compound and an organic telluride compound.
• an azo compound may be used as the polymerization initiator for the purpose of accelerating the polymerization rate in addition to the organic tellurium polymerization initiator.
• the pressure-sensitive adhesive according to one embodiment of the present invention preferably further contains a crosslinking agent from the viewpoint of appropriately adjusting the gel fraction.
• the crosslinking agent is not particularly limited, and examples thereof include an isocyanate-based crosslinking agent, an aziridine-based crosslinking agent, an epoxy-based crosslinking agent, and a metal chelate-type crosslinking agent.
• the pressure-sensitive adhesive according to one embodiment of the present invention preferably further contains a tackifier from the viewpoint of improving the adhesion to the adherend.
• the tackifier include rosin-based resins, rosin ester-based resins, rosin-based tackifiers such as hydrogenated rosin-based resins, terpene-based resins, terpene-based tackifiers such as terpene-phenol-based resins, and Examples include a malonindene resin, an alicyclic saturated hydrocarbon resin, a C5 petroleum resin, a C9 petroleum resin, a C5-C9 copolymer petroleum resin, and the like. These tackifier resins may be used alone or in combination of two or more.
• biologically-derived rosin-based tackifiers and terpene-based tackifiers are preferred.
• the biological tackifier include rosin-based resins derived from natural resins such as pine resin, terpene-based resins derived from plant essential oils, and the like.
• the content of the tackifier is not particularly limited, but a preferable lower limit is 10 parts by weight and a preferable upper limit is 50 parts by weight based on 100 parts by weight of the (meth) acrylic copolymer. Department. When the content of the tackifier is within this range, the resulting pressure-sensitive adhesive can exhibit sufficient adhesive strength.
• the pressure-sensitive adhesive according to one embodiment of the present invention may contain additives such as a silane coupling agent, a plasticizer, an emulsifier, a softener, a filler, a pigment, and a dye, if necessary.
• additives such as a silane coupling agent, a plasticizer, an emulsifier, a softener, a filler, a pigment, and a dye, if necessary.
• additives such as a silane coupling agent, a plasticizer, an emulsifier, a softener, a filler, a pigment, and a dye, if necessary.
• the pressure-sensitive adhesive according to one embodiment of the present invention preferably has a content of biological carbon of 40% by weight or more.
• a bio-based carbon content of at least 40% by weight of the biological carbon content is a measure of the “bio-based product”.
• the content of the biological carbon of the pressure-sensitive adhesive according to one embodiment of the present invention is more preferably 60% by weight or more, and usually 100% by weight or less, from the viewpoint of reducing the load on the environment as a pressure-sensitive adhesive tape. is there.
• Biologically derived carbon contains a certain percentage of radioisotopes (C-14), whereas petroleum-derived carbon contains little C-14. Therefore, the content of the biological carbon can be calculated by measuring the concentration of C-14 contained in the adhesive tape. Specifically, it can be measured according to ASTM D6866 which is a standard used in many bioplastic industries.
• a pressure-sensitive adhesive tape having a pressure-sensitive adhesive layer containing the pressure-sensitive adhesive is also one aspect of the present invention.
• the pressure-sensitive adhesive tape according to one embodiment of the present invention may be a non-support tape having no base material, or may be a single-sided pressure-sensitive adhesive tape having a pressure-sensitive adhesive layer on one surface of the base material. It may be a double-sided adhesive tape having an adhesive layer on both sides.
• the substrate is not particularly limited, and a conventionally known substrate can be used. However, in order to increase the content of biological carbon as the whole adhesive tape, it is preferable to use a biological substrate.
• the biological substrate include, for example, plant-derived polyethylene terephthalate (PET), polyethylene furanoate (PEF), polylactic acid (PLA), polytrimethylene terephthalate (PTT), polybutylene terephthalate (PBT), and polybutylene.
• Polyester (PES) such as succinate (PBS), polyethylene (PE), polypropylene (PP), polyurethane (PU), triacetyl cellulose (TAC), cellulose, polyamide (PA), and other films, and nonwoven fabrics No.
• the substrate is preferably a film made of PES or a film made of PA from the viewpoint of substrate strength. Further, a film made of PA is preferable from the viewpoint of heat resistance and oil resistance. Examples of the composition of the film made of PA include nylon 11, nylon 1010, nylon 610, nylon 510, nylon 410, and the like made from castor oil, and nylon 56 made from cellulose.
• a base material using recycled resources may be used.
• resources for example, packaging containers, home appliances, automobiles, construction materials, food and other waste, and waste generated in the manufacturing process are collected, and the extracted material is washed, decontaminated, or A method of reusing as a raw material by decomposition by heating or fermentation may be mentioned.
• the substrate using recycled resources include, for example, films made of PET, PBT, PE, PP, PA, etc., and non-woven fabrics using a material obtained by re-plasticizing collected plastic.
• the collected waste may be burned and used as thermal energy for the production of the base material and its raw material, and the oil and fat contained in the collected waste is mixed with petroleum, fractionated and purified. It may be used as a raw material.
• the substrate may be a foam substrate from the viewpoint of improving compression properties.
• a foam base material made of PE, PP, and / or PU is preferable, and a foam base material made of PE is more preferable from the viewpoint of achieving high flexibility and strength.
• a constituent of the foam base material made of PE for example, PE and the like using sugar cane as a raw material may be mentioned.
• the method for producing the foam base material is not particularly limited.
• a foamable resin composition containing a PE resin containing a sugar cane as a raw material and a foaming agent is prepared.
• a foaming agent is foamed, and the obtained polyolefin foam is crosslinked as necessary.
• the thickness of the foam base material is not particularly limited, a preferable lower limit is 50 ⁇ m, and a preferable upper limit is 300 ⁇ m. When the thickness of the foam base material is within this range, it is possible to exhibit high impact resistance and exhibit high flexibility that can be adhered and adhered along the shape of the adherend.
• a preferable lower limit of the gel fraction is 10% by weight, a more preferable lower limit is 20% by weight, a preferable upper limit is 70% by weight, and a more preferable upper limit is 50% by weight.
• the resulting pressure-sensitive adhesive tape can exhibit a sufficient pressure-sensitive adhesive strength.
• a gel fraction is measured as follows. First, a test piece was prepared by cutting the adhesive tape into a 50 mm ⁇ 100 mm flat rectangular shape, and the test piece was immersed in ethyl acetate at 23 ° C. for 24 hours. For 1 hour. The weight of the dried test piece is measured, and the gel fraction is calculated using the following equation.
• the thickness of the pressure-sensitive adhesive layer is not particularly limited, but a preferred lower limit is 10 ⁇ m and a preferred upper limit is 100 ⁇ m. When the thickness of the pressure-sensitive adhesive layer is within this range, the obtained pressure-sensitive adhesive tape can exhibit a sufficient pressure-sensitive adhesive strength.
• the preferable lower limit of the total thickness of the pressure-sensitive adhesive tape (the sum of the thickness of the base material and the pressure-sensitive adhesive layer) is 10 ⁇ m, and the preferable upper limit is 400 ⁇ m.
• the total thickness of the pressure-sensitive adhesive tape is within this range, the obtained pressure-sensitive adhesive tape can exhibit sufficient adhesive strength.
• the method for producing the pressure-sensitive adhesive tape according to one embodiment of the present invention is not particularly limited, and can be produced by a conventionally known production method.
• a solution of the pressure-sensitive adhesive A is prepared by adding a solvent to a (meth) acrylic copolymer and, if necessary, a crosslinking agent or a tackifier, and the solution of the pressure-sensitive adhesive A is applied to the surface of the base material. Then, the solvent in the solution is completely dried and removed to form the pressure-sensitive adhesive layer A.
• a release film is overlaid on the formed pressure-sensitive adhesive layer A so that the release-treated surface thereof faces the pressure-sensitive adhesive layer A.
• a release film different from the release film is prepared, a solution of the pressure-sensitive adhesive B is applied to the release-treated surface of the release film, and the solvent in the solution is completely removed by drying.
• a laminated film having a pressure-sensitive adhesive layer B formed on the surface of a mold film is prepared. The obtained laminated film is superimposed on the back surface of the base material on which the pressure-sensitive adhesive layer A is formed so that the pressure-sensitive adhesive layer B faces the back surface of the base material to produce a laminate. Then, by pressing the laminate with a rubber roller or the like, it is possible to obtain a double-sided pressure-sensitive adhesive tape having a pressure-sensitive adhesive layer on both surfaces of the base material, and a surface of the pressure-sensitive adhesive layer covered with a release film. .
• two sets of laminated films were prepared in the same manner, and these laminated films were laminated on both sides of the substrate in a state where the pressure-sensitive adhesive layer of the laminated film was opposed to the substrate to produce a laminate.
• a double-sided pressure-sensitive adhesive tape having pressure-sensitive adhesive layers on both surfaces of a substrate and having the surface of the pressure-sensitive adhesive layer covered with a release film may be obtained.
• the application of the pressure-sensitive adhesive tape according to one embodiment of the present invention is not particularly limited, but since it is excellent in adhesive strength and heat resistance, it can be particularly suitably used for fixing electronic device parts and vehicle-mounted parts.
• the adhesive tape according to one embodiment of the present invention can be suitably used for bonding and fixing electronic device components in a large-sized portable electronic device, bonding and fixing a vehicle-mounted component (for example, a vehicle-mounted panel), and the like. .
• a method for fixing an electronic device component or a vehicle-mounted component using the adhesive tape According to this method, it is possible not only to firmly fix the electronic device component or the in-vehicle component, but also to continue the fixing even when exposed to a high temperature.
• an adhesive capable of exhibiting excellent adhesive strength while increasing the content of biological carbon, an adhesive tape using the adhesive, and an electronic device component or a vehicle-mounted component are fixed.
• Lauryl Acrylate Containing Biogenic Carbon Lauryl acrylate was prepared by an esterification reaction between acrylic acid and lauryl alcohol.
• Lauryl alcohol was prepared by hydrolyzing fats and oils contained in palm kernel oil, coconut oil and the like, and hydrogen-reducing lauric acid obtained by fractionation of the resulting fatty acids.
• n-decyl methacrylate containing biological carbon Carbon
• n-decyl methacrylate was prepared by an esterification reaction between methacrylic acid and n-decyl alcohol.
• the n-decyl alcohol was prepared by hydrolyzing fats and oils contained in palm kernel oil, coconut oil and the like, and hydrogenating capric acid extracted by fractionation of the resulting fatty acids.
• n-octyl acrylate containing biological carbon n-octyl acrylate was prepared by an esterification reaction between acrylic acid and n-octyl alcohol.
• n-Octyl alcohol was prepared by hydrolyzing oils and fats contained in palm kernel oil, coconut oil and the like, and hydrogenating caprylic acid obtained by fractionation of the resulting fatty acids.
• Isobornyl acrylate containing biological carbon Isobornyl acrylate was prepared by reacting acrylic acid and camphene. The reaction between acrylic acid and camphene was performed by the method described in JP-A-2006-69944. Camphen was obtained by isomerizing ⁇ -pinene obtained from pine resin and pine essential oil.
• ⁇ Monomer B> (1) Preparation of Vinyl Laurate Containing Biogenic Carbon Vinyl laurate hydrolyzes oils and fats contained in palm kernel oil, coconut oil and the like, and vinylates lauric acid extracted by fractionation of the resulting fatty acids. was prepared.
• Stearyl acrylate was prepared by an esterification reaction between acrylic acid and stearyl alcohol.
• Stearyl alcohol was prepared by hydrolyzing oils and fats contained in palm oil, palm kernel oil, soybean oil, rapeseed oil, and the like, and hydrogen-reducing stearic acid obtained by fractionation of the resulting fatty acids.
• Crosslinking agent As a crosslinking agent, a commercially available polyisocyanate-based crosslinking agent (Coronate L-45, manufactured by Tosoh Corporation) was prepared.
• tackifier As the tackifier, the following commercially available tackifiers containing biological carbon were prepared. (1) Terpene phenolic resin A (manufactured by Yasuhara Chemical Co., Ltd., G150, softening point: 150 ° C, content of bio-based carbon 67% by weight) (2) Polymerized rosin ester resin B (hydroxyl value: 46, softening point: 152 ° C., biological carbon content: 95% by weight) (3) Hydrogenated rosin ester resin C (KE359, manufactured by Arakawa Chemical Industries, Ltd., hydroxyl value: 40, softening point: 100 ° C., biological carbon content 95% by weight)
• Terpene phenolic resin A manufactured by Yasuhara Chemical Co., Ltd., G150, softening point: 150 ° C, content of bio-based carbon 67% by weight
• Polymerized rosin ester resin B hydroxyl value: 46, softening point: 152 ° C., biological carbon content: 95%
• Example 1 Production of (meth) acrylic copolymer
• ethyl acetate was added as a polymerization solvent, and after bubbling with nitrogen, the reaction vessel was heated while flowing nitrogen to start reflux.
• a polymerization initiator solution obtained by diluting 0.1 part by weight of azobisisobutyronitrile with ethyl acetate 10 times as a polymerization initiator was charged into the reaction vessel, and 34 parts by weight of lauryl acrylate and 48 parts by weight of n-octyl acrylate were added.
• the glass transition temperature of the obtained (meth) acrylic copolymer was measured using a differential scanning calorimeter (DSC6220, manufactured by Seiko Instruments Inc.). The glass transition temperature was -44 ° C.
• the resulting (meth) acrylic copolymer was diluted 50-fold with tetrahydrofuran (THF), and the resulting diluent was filtered through a filter (material: polytetrafluoroethylene, pore size: 0.2 ⁇ m), and the measurement sample was filtered. Prepared.
• This measurement sample was supplied to a gel permeation chromatograph (2690 Separations Model, manufactured by Waters), and GPC measurement was performed under the conditions of a sample flow rate of 1 ml / min and a column temperature of 40 ° C., to obtain a (meth) acrylic copolymer.
• the weight average molecular weight was determined by measuring the molecular weight in terms of polystyrene. The weight average molecular weight was 720,000.
• the release film on one side of the obtained pressure-sensitive adhesive tape was peeled off, bonded to a PET film having a thickness of 50 ⁇ m, and cut into a flat rectangular shape of 20 mm ⁇ 40 mm. Further, the release film on the other side of the adhesive tape was peeled off to prepare a test piece, and the weight was measured. After the test piece was immersed in ethyl acetate at 23 ° C. for 24 hours, the test piece was taken out of the ethyl acetate and dried at 110 ° C. for 1 hour. The weight of the test piece after drying was measured, and the gel fraction was calculated using the following. The gel fraction was 38% by weight.
• Example 2 to 28, Comparative Examples 1 to 5 A pressure-sensitive adhesive tape was obtained in the same manner as in Example 1 except that the monomers of the (meth) acrylic copolymer and the tackifier to be mixed with the pressure-sensitive adhesive tape were as shown in Tables 1 to 4.
• Example 21 a double-sided pressure-sensitive adhesive tape having a 25 ⁇ m-thick pressure-sensitive adhesive layer formed on both surfaces of a substrate was manufactured.
• the substrate used was a nylon 610 (CM2001, a product of Toray Industries, Inc.), which is a plant-derived polyamide resin, formed into a film having a thickness of 25 ⁇ m.
• Example 22 a double-sided pressure-sensitive adhesive tape in which a pressure-sensitive adhesive layer having a thickness of 50 ⁇ m was formed on both surfaces of the foam base material was produced by the following method.
• the adhesive solution was applied on a 75 ⁇ m-thick release-treated PET film so that the thickness of the adhesive layer after drying was 50 ⁇ m, followed by drying at 110 ° C. for 5 minutes to obtain an adhesive layer A.
• This pressure-sensitive adhesive layer A is overlaid on a PE foam base material having a thickness of 100 ⁇ m and a foaming ratio of 3 times, and is pressed by a rubber roller or the like to produce a laminate in which the pressure-sensitive adhesive layer A is formed on the surface of a release film. I do.
• a release film different from the above release film is prepared, coated so that the pressure-sensitive adhesive layer after drying has a thickness of 50 ⁇ m, and dried at 110 ° C. for 5 minutes to obtain a pressure-sensitive adhesive layer B.
• a pressure-sensitive adhesive layer B was prepared, coated so that the pressure-sensitive adhesive layer after drying has a thickness of 50 ⁇ m, and dried at 110 ° C. for 5 minutes to obtain a pressure-sensitive adhesive layer B.
• a pressure-sensitive adhesive layer B By sticking the pressure-sensitive adhesive layer B on the pressure-sensitive adhesive layer B to the pressure-sensitive adhesive layer A on the opposite surface of the pressure-sensitive adhesive layer A of the foam of the laminated body, and curing the pressure-sensitive adhesive at 40 ° C. for 48 hours, A double-sided pressure-sensitive adhesive tape having a pressure-sensitive adhesive layer on both sides of a foam base material was obtained.
• Double-sided pressure-sensitive adhesive tape with a width of 10 mm x 10 mm is sandwiched between two SUS plates and bonded by pressing with a 5 kg weight for 10 seconds, followed by curing at 23 ° C and 50% humidity for 24 hours. did. Thereafter, the two SUS plates were placed on a jig so as to be horizontal, the lower SUS plate was fixed, and the upper SUS plate was pulled vertically at a pulling speed of 10 mm / min to peel off the tape. The force (N) at that time was measured.
• the in-plane peeling force (Pa) is obtained by the following calculation.
• Peeling force in the surface direction (Pa) Force when the tape is peeled (N) ⁇ Tape area (m 2 )
• the pressure-sensitive adhesive tape of Example 22 had a very high peel force in the surface direction, and the foam base material was broken at a stage exceeding 0.8 MPa.
• Shear direction peeling force (Pa) Force when tape is peeled (N) ⁇ Tape area (m 2 )
• the pressure-sensitive adhesive tape of Example 22 had a very high peeling force in the shear direction, and the foam base material was broken at a stage exceeding 0.8 MPa.
• an adhesive capable of exhibiting excellent adhesive strength while increasing the content of biological carbon, an adhesive tape using the adhesive, and an electronic device component or a vehicle-mounted component are fixed.

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Adhesives Or Adhesive Processes (AREA)
• Adhesive Tapes (AREA)
• Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
• Laminated Bodies (AREA)

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