WO2021176641A1 - Ruban adhésif - Google Patents

Ruban adhésif Download PDF

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Publication number
WO2021176641A1
WO2021176641A1 PCT/JP2020/009351 JP2020009351W WO2021176641A1 WO 2021176641 A1 WO2021176641 A1 WO 2021176641A1 JP 2020009351 W JP2020009351 W JP 2020009351W WO 2021176641 A1 WO2021176641 A1 WO 2021176641A1
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WO
WIPO (PCT)
Prior art keywords
mass
parts
less
adhesive tape
pressure
Prior art date
Application number
PCT/JP2020/009351
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English (en)
Japanese (ja)
Inventor
靖史 土屋
美帆 三幣
Original Assignee
株式会社寺岡製作所
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
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Application filed by 株式会社寺岡製作所 filed Critical 株式会社寺岡製作所
Priority to KR1020227034717A priority Critical patent/KR20220148282A/ko
Priority to JP2022504875A priority patent/JP7395709B2/ja
Priority to CN202080098140.0A priority patent/CN115244151B/zh
Priority to PCT/JP2020/009351 priority patent/WO2021176641A1/fr
Priority to TW110107638A priority patent/TW202140585A/zh
Publication of WO2021176641A1 publication Critical patent/WO2021176641A1/fr

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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
    • 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
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/15—Heterocyclic compounds having oxygen in the ring
    • C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
    • C08K5/1515—Three-membered rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/54—Silicon-containing compounds
    • C08K5/541—Silicon-containing compounds containing oxygen
    • C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
    • 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
    • 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
    • C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
    • 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]
    • 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
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/10—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet
    • C09J2301/12—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers
    • C09J2301/124—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers the adhesive layer being present on both sides of the carrier, e.g. double-sided adhesive tape

Definitions

  • the present invention relates to an adhesive tape having high durability against oil and fat components such as sebum, sweat, foods, and cosmetics, and having appropriate adhesive strength when attached to an adherend.
  • oils such as sebum and finger oil adhere to the touch panel. Since this fat and oil contains components such as oleic acid and the SP value (solubility parameter) of the fat and oil is close to that of an industrial organic solvent, a general acrylic resin is dissolved.
  • Small portable electronic devices such as smartphones have a long time to be held and used by hand, and may touch the face during a call. Therefore, oils and fats such as sebum, sweat, foods, and cosmetics are likely to adhere to the small portable electronic device, and when these oils and fats reach the adhesive or the adhesive tape, the adhesive strength may decrease. Further, when the adhesive layer of the adhesive tape is softened due to oil and fat, the adhesive may protrude from the side surface of the adhesive tape and the design and function inside the device may be impaired. Further, the swelling of the adhesive layer may apply pressure to the outside, so that the screen display of the electronic device may not be performed normally.
  • oils and fats such as sebum, sweat, foods, and cosmetics are likely to adhere to the small portable electronic device, and when these oils and fats reach the adhesive or the adhesive tape, the adhesive strength may decrease. Further, when the adhesive layer of the adhesive tape is softened due to oil and fat, the adhesive may protrude from the side surface of the adhesive tape and the design and function inside the device may be impaired. Further,
  • Patent Document 1 describes a double-sided adhesive tape used for fixing parts of portable electronic devices, and the adhesive does not easily soften or swell even when an oily component such as sebum permeates, and the adhesive does not squeeze out.
  • Adhesive tape is disclosed.
  • the invention of Patent Document 1 has not studied the decrease in adhesive strength that is directly linked to the floating or peeling of the adhesive or adhesive tape that occurs inside the electronic device. Further, when the durability of the oil and fat component is improved, the adhesive strength when the adhesive tape is attached to the adherend is lowered, and there is a problem that the improvement of the durability and the maintenance of the adhesive strength are not compatible with each other.
  • the present invention provides an adhesive tape having high durability against oil and fat components such as sebum, sweat, foods, and cosmetics, and having appropriate adhesive strength when attached to an adherend. The purpose.
  • the adhesive tape according to the present invention has a monomer composition of 20 parts by mass or more and less than 40 parts by mass of (meth) acrylic acid alkoxyalkyl ester, and 10 parts by mass or more and less than 25 parts by mass of a carboxylic acid group-containing (meth) acrylic monomer. , 5 parts by mass or more and less than 20 parts by mass of the (meth) acrylic acid alkyl ester represented by the following formula 1, and 30 parts by mass or more and less than 50 parts by mass of the (meth) acrylic acid alkyl ester represented by the following formula 2.
  • the pressure-sensitive adhesive composition can further contain a pressure-imparting resin.
  • the adhesive composition according to the present invention can further contain a silane coupling agent.
  • the adhesive composition can further contain an antioxidant.
  • the adhesive tape according to the present invention further has a base material, and the pressure-sensitive adhesive layer can be formed on one side or both sides of the base material by using the pressure-sensitive adhesive composition.
  • the adhesive tape according to the present invention has high durability against oil and fat components such as sebum, sweat, foods, and cosmetics, and specifically, it is possible to maintain a certain adhesive force even when the oil and fat components adhere. Has possible oil resistance. Further, the adhesive tape according to the present invention has an appropriate adhesive strength when attached to an adherend, and is excellent in adhesive strength maintenance performance when an oil or fat component is attached. Therefore, the adhesive tape according to the present invention can be suitably used for, for example, joining a display panel of a small portable electronic device such as a smartphone to a housing, fixing parts inside the housing, and the like.
  • the acrylic copolymer according to the present invention has a (meth) acrylic acid alkoxyalkyl ester, a carboxylic acid group-containing (meth) acrylic monomer, a (meth) acrylic acid alkyl ester represented by the above formula 1, and the above, as a monomer composition.
  • a crosslinked structure is formed by using a bifunctional or higher functional isocyanate group-containing compound or a bifunctional or higher glycidyl group-containing compound as a cross-linking agent, which contains the (meth) acrylic acid alkyl ester represented by the formula 2, and the weight average.
  • the molecular weight is 200,000 or more and less than 450,000.
  • Examples of the (meth) acrylate alkoxyalkyl ester include methoxyethyl (meth) acrylate, methoxypropyl (meth) acrylate, methoxybutyl (meth) acrylate, ethoxyethyl (meth) acrylate, and (meth) acrylic acid. Ethoxypropyl, ethoxybutyl (meth) acrylate and the like can be used. Considering the stability of the polymerization reaction and the availability, it is preferable to use methoxyethyl (meth) acrylate.
  • (Meta) acrylic acid alkoxyalkyl ester carboxylic acid group-containing (meth) acrylic monomer, (meth) acrylic acid alkyl ester represented by the above formula 1, and (meth) acrylic acid alkyl ester represented by the above formula 2 (hereinafter referred to as “meth) acrylic acid alkyl ester”.
  • the content of the (meth) acrylic acid alkoxyalkyl ester with respect to a total of 100 parts by mass (referred to as "the four types of monomers") is 20 parts by mass or more and less than 40 parts by mass.
  • this content is less than 20 parts by mass, the amount of monomer units having a high SP value in the acrylic copolymer of the present invention decreases, so that the durability against oil and fat components decreases, and sebum, sweat, foods, cosmetics, etc.
  • the adhesive strength is significantly reduced, and the adhesive strength required for applications such as fixing parts inside electronic devices cannot be maintained.
  • this content is 40 parts by mass or more, the initial adhesive force of the adhesive is lowered, so that the workability is lowered at the time of fixing parts inside the electronic device.
  • This content is more preferably 25 parts by mass or more and less than 40 parts by mass.
  • Examples of the carboxylic acid group-containing (meth) acrylic monomer include (meth) acrylic acid, (meth) acrylic acid ⁇ -carboxyethyl, itaconic acid, crotonic acid, maleic acid, fumaric acid, citraconic acid, grataconic acid, 2-.
  • Acryloyloxyethyl succinic acid, 2-acryloyloxyethyl phthalic acid and the like can be used.
  • it is preferable to use (meth) acrylic acid in consideration of the crosslink density of the obtained pressure-sensitive adhesive and the availability.
  • the content of the carboxylic acid group-containing (meth) acrylic monomer with respect to a total of 100 parts by mass of the four types of monomers is 10 parts by mass or more and less than 25 parts by mass. If this content is less than 10 parts by mass, the cross-linking density of the pressure-sensitive adhesive decreases, and the pressure-sensitive adhesive swells due to oil and fat components such as sebum, sweat, foods, and cosmetics. Further, when this content is 25 parts by mass or more, the initial adhesive force of the adhesive is lowered, so that the workability is lowered at the time of fixing parts inside the electronic device. This content is more preferably 10 parts by mass or more and 23 parts by mass or less.
  • (meth) acrylic acid alkyl ester represented by the above formula 1 for example, methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate and the like are used. can. Considering the availability, it is preferable to use methyl acrylate.
  • the content of the (meth) acrylic acid alkyl ester represented by the above formula 1 with respect to a total of 100 parts by mass of the four types of monomers is 5 parts by mass or more and less than 20 parts by mass. If this content is less than 5 parts by mass, the repulsive resistance of the adhesive is reduced, and the adhesive strength required for applications such as fixing parts inside electronic devices cannot be satisfied. Further, when this content is 20 parts by mass or more, the initial adhesive force of the adhesive is lowered, and the workability is lowered at the time of fixing parts inside the electronic device. This content is more preferably 5 parts by mass or more and 15 parts by mass or less.
  • Examples of the (meth) acrylic acid alkyl ester represented by the above formula 2 include butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, hexyl (meth) acrylate, and (meth) acrylate.
  • the content of the (meth) acrylic acid alkyl ester represented by the above formula 2 with respect to a total of 100 parts by mass of the four types of monomers is 30 parts by mass or more and less than 50 parts by mass. If this content is less than 30 parts by mass, the initial adhesive force of the adhesive is lowered, so that the workability is lowered when the parts are fixed inside the electronic device. If this content is 50 parts by mass or more, the durability against oil and fat components is lowered, and when oil and fat components such as sebum, sweat, foods, and cosmetics are attached, the adhesive strength is significantly reduced and parts inside electronic devices are fixed. It is not possible to maintain the adhesive strength required for the intended use.
  • This content is more preferably 30 parts by mass or more and 45 parts by mass or less.
  • Examples of the bifunctional or higher functional isocyanate group-containing compound include tolylene diisocyanate, xylene diisocyanate, chlorophenylenedi isocyanate, hexamethylene diisocyanate, tetramethylene diisocyanate, isophorone diisocyanate, diphenylmethane diisocyanate, and the like. Hydrous diphenylmethane diisocyanate or the like can be used.
  • bifunctional or higher functional glycidyl group-containing compound examples include 1,3 bis (N, N-diglycidyl aminomethyl) cyclohexane, N, N, N', N'.
  • the amount of the bifunctional or higher functional isocyanate group-containing compound or the bifunctional or higher glycidyl group-containing compound used as the cross-linking agent is not particularly limited.
  • the amount of the cross-linking agent added can be adjusted so that the degree of swelling of the pressure-sensitive adhesive composition is suitable for the environment in which the pressure-sensitive adhesive tape according to the present invention is used.
  • the acrylic copolymer according to the present invention can be produced by polymerizing these monomers into various polymerization methods such as solution polymerization, bulk polymerization, suspension polymerization, and emulsion polymerization.
  • an acrylic copolymer can be obtained by dissolving these monomers and a polymerization initiator in a solvent such as ethyl acetate in a reaction vessel and stirring the mixture at a constant temperature for a certain period of time.
  • an acrylic copolymer having a cross-linked structure can be produced.
  • the weight average molecular weight of the acrylic copolymer according to the present invention is 200,000 or more and less than 450,000. If the weight average molecular weight is less than 200,000, the cohesive force required for the adhesive cannot be obtained, which causes the adhesive to squeeze out when the adhesive tape is attached to the adherend. Further, when the weight average molecular weight is 450,000 or more, the followability of the adhesive tape to the adherend is lowered, and the adhesive force required for fixing parts inside the electronic device cannot be obtained.
  • the weight average molecular weight is more preferably 250,000 or more and less than 450,000.
  • An optional component such as a tackifier resin, a silane coupling agent, or an antioxidant can be added to the acrylic copolymer according to the present invention, if necessary.
  • tackifying resin examples include rosin ester-based resins (rosin ester, disproportionate rosin ester, hydrogenated rosin ester, etc.), terpene-based resins (terpene resin, aromatic-modified terpene resin, hydrogenated terpene resin, terpene phenol, etc.). ), Petroleum resin (aliphatic petroleum resin, aromatic petroleum resin, copolymerized petroleum resin, aliphatic petroleum resin, etc.), pure monomer resin (Kumaron inden resin, styrene resin, etc.), condensation type Resins (phenolic resin, xylene resin, etc.) can be used.
  • rosin ester-based resins rosin ester, disproportionate rosin ester, hydrogenated rosin ester, etc.
  • terpene-based resins terpene resin, aromatic-modified terpene resin, hydrogenated terpene resin, terpene phenol, etc.
  • Petroleum resin aliphatic petroleum resin, aromatic petroleum
  • silane coupling agent examples include 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, and 3-glycidoxy.
  • Propyltriethoxysilane, tris- (trimethoxysilylpropyl) isocyanurate and the like can be used.
  • Two or more kinds of silane coupling agents may be used in combination.
  • antioxidant for example, a hindered phenolic antioxidant can be used.
  • a hindered phenolic antioxidant By adding an antioxidant, it is possible to improve the resilience resistance of the pressure-sensitive adhesive and improve the moisture-heat load resistance that decreases with the narrowing and fine processing of the pressure-sensitive adhesive tape.
  • the pressure-sensitive adhesive tape according to the present invention is a pressure-sensitive adhesive tape in which a pressure-sensitive adhesive composition containing the acrylic copolymer (and, if necessary, an optional component) described above is used as a pressure-sensitive adhesive.
  • the "adhesive tape in which the pressure-sensitive adhesive composition is used as a pressure-sensitive adhesive” is, for example, a pressure-sensitive adhesive tape (so-called baseless type pressure-sensitive adhesive tape) in which the pressure-sensitive adhesive composition is formed into a sheet, or the pressure-sensitive adhesive composition thereof.
  • the baseless type adhesive tape can be formed by applying an acrylic copolymer on a support such as a paper pattern and then drying it.
  • an acrylic copolymer may be applied on the base material and then dried to form an adhesive layer, or the adhesive tape may be formed on a support such as a release paper.
  • the pressure-sensitive adhesive layer may be bonded to one side or both sides of the base material.
  • the pressure-sensitive adhesive layer of the baseless type pressure-sensitive adhesive tape and the pressure-sensitive adhesive tape having a base material may be a single layer or may be composed of a laminated body in which a plurality of layers are laminated.
  • the thickness of the pressure-sensitive adhesive layer in the pressure-sensitive adhesive tape having a base material is preferably 1 to 200 ⁇ m, more preferably 5 to 100 ⁇ m.
  • the thickness of the baseless type adhesive tape is preferably 1 to 200 ⁇ m, more preferably 5 to 100 ⁇ m.
  • the method of applying the acrylic copolymer on the base material or the support such as the paper pattern is not particularly limited, and a known method may be used. Specific examples thereof include a method using a roll coater, a die coater, a lip coater, a dip roll coater, a bar coater, a knife coater, a spray roll coater, and the like.
  • the base material is not particularly limited, and a known base material may be used.
  • the base material include fiber-based base materials such as paper, cloth, non-woven fabrics, and nets, olefin-based resins, polyester-based resins, polyvinyl chloride-based resins, vinyl acetate-based resins, polyamide-based resins, polyimide-based resins, and poly.
  • resin base materials resin film or resin sheet
  • PEEK ether ether ketone
  • PPS polyphenylene sulfide
  • rubber sheets foamed sheets (foamed base materials), metal foils, and metal plates.
  • these laminates may be, for example, a laminate of a resin base material and a base material other than the resin, or a laminate of resin base materials.
  • the base material may be either a single layer or a plurality of layers.
  • the surface of the base material on which the pressure-sensitive adhesive layer is provided may be subjected to various treatments such as back surface treatment, antistatic treatment, and undercoating treatment, if necessary.
  • the thickness of the base material is preferably 5 to 500 ⁇ m, more preferably 10 to 200 ⁇ m.
  • the adhesive tape may be protected by a paper pattern or other film.
  • the release paper or other film is not particularly limited, and a known one can be used as needed.
  • the weight average molecular weight (Mw) of the acrylic copolymer is a value obtained by measuring the molecular weight of the acrylic copolymer in terms of standard polystyrene by the GPC method with the following measuring device and conditions.
  • Flow velocity 1.0 mL / min ⁇ Column temperature: 40 ° C ⁇
  • Injection amount 100 ⁇ L
  • Detector Refractive index meter (RI)
  • base material B A 10 mm wide double-sided adhesive tape sample lined with a polyester film with a thickness of 50 ⁇ m is pressure-bonded to a SUS304 plate polished with No. 280 water-resistant abrasive paper with a 2.0 kg roller reciprocating and pressed.
  • the 180 ° peeling adhesive strength (N / 10 mm width) 20 minutes after application was measured by the method described in JIS Z 0237: 2000.
  • Adhesive strength over time When base material A is used: A 10 mm wide double-sided adhesive tape sample lined with a 25 ⁇ m thick polyester film is pressure-bonded to a SUS304 plate polished with No. 280 water-resistant abrasive paper with a 2.0 kg roller reciprocating and pressed. The 180 ° peeling adhesive strength (N / 10 mm width) 72 hours after application was measured by the method described in JIS Z 0237: 2000.
  • base material B A 10 mm wide double-sided adhesive tape sample lined with a polyester film with a thickness of 50 ⁇ m is pressure-bonded to a SUS304 plate polished with No. 280 water-resistant abrasive paper with a 2.0 kg roller 2.5 reciprocations.
  • the 180 ° peeling adhesive strength (N / 10 mm width) 72 hours after pressure application was measured by the method described in JIS Z 0237: 2000.
  • base material A A 10 mm wide double-sided adhesive tape sample lined with a 25 ⁇ m thick polyester film is pressure-bonded to a SUS304 plate polished with No. 280 water-resistant abrasive paper with a 2.0 kg roller once and again, and the temperature is 65. It was left for 72 hours in an atmosphere of ⁇ 5 ° C. and a humidity of 90 ⁇ 10%. Then, it was left for 2 hours in an atmosphere of a temperature of 23 ⁇ 5 ° C. and a humidity of 50 ⁇ 5%.
  • the 180 ° peeling adhesive strength (N / 10 mm width) of this sample was measured by the method described in JIS Z 0237: 2000.
  • a 10 mm wide double-sided adhesive tape sample lined with a 50 ⁇ m thick SUS film is pressure-bonded to a SUS304 plate polished with No. 280 water-resistant abrasive paper with a 2.0 kg roller 2.5 reciprocations. It was left for 72 hours in an atmosphere having a temperature of 60 ⁇ 5 ° C. and a humidity of 90 ⁇ 10%. Then, it was left for 2 hours in an atmosphere of a temperature of 23 ⁇ 5 ° C. and a humidity of 50 ⁇ 5%.
  • the 180 ° peeling adhesive strength (N / 10 mm width) of this sample was measured by the method described in JIS Z 0237: 2000.
  • a 10 mm wide double-sided adhesive tape sample lined with a 50 ⁇ m-thick SUS film was pressure-bonded to a SUS304 plate polished with No. 280 water-resistant abrasive paper with a 2.0 kg roller 2.5 reciprocations.
  • This sample was immersed in oleic acid and left in an atmosphere of a temperature of 60 ⁇ 5 ° C. and a humidity of 90 ⁇ 10% for 72 hours. Then, the sample was taken out from the container, oleic acid was wiped off with pure water, water droplets were wiped off, and then the sample was left in an atmosphere of a temperature of 23 ⁇ 5 ° C. and a humidity of 50 ⁇ 5% for 2 hours.
  • the 180 ° peeling adhesive strength (N / 10 mm width) of this sample was measured by the method described in JIS Z 0237: 2000.
  • Example 1 (Preparation of acrylic copolymer)
  • the monomer constituting the copolymer in parts by mass shown in Table 1 ethyl acetate, and n-dodecanethiol 0.03 mass as a chain transfer agent
  • Parts and 0.05 parts by mass of lauryl peroxide, which is a radical polymerization initiator, were charged, and after filling with nitrogen gas, the reaction was carried out at 67 ° C. for 3 hours under a stream of nitrogen gas with stirring. Then, the reaction was carried out at 82 ° C. for 3 hours.
  • An undercoat layer was formed on the base material A by applying a separately prepared primer to both sides of a 12 ⁇ m-thick polyethylene terephthalate film (base material A) treated with double-sided corona discharge and drying at 120 ° C.
  • the prepared pressure-sensitive adhesive was applied smoothly over the entire surface of the primer layer on the first surface side of the base material A, and dried by heating at 100 ° C. to form a pressure-sensitive adhesive layer having a thickness of 19 ⁇ m.
  • a silicone-treated release paper was laminated on the pressure-sensitive adhesive layer. Then, the adhesive prepared in the same manner was applied and dried on the primer layer on the second surface side, a release paper was attached, and after curing at 40 ° C. for 3 days, a double-sided adhesive tape having a total thickness of 50 ⁇ m was obtained. rice field.
  • Example 2 A double-sided adhesive tape was produced in the same manner as in Example 1 except that the cross-linking agent was changed to an epoxy-based cross-linking agent (cross-linking agent B) (manufactured by Soken Chemical Co., Ltd., trade name E-5CM) in the preparation of the pressure-sensitive adhesive. ..
  • cross-linking agent B an epoxy-based cross-linking agent (manufactured by Soken Chemical Co., Ltd., trade name E-5CM) in the preparation of the pressure-sensitive adhesive.
  • Example 3 In the production of the double-sided adhesive tape, the pressure-sensitive adhesive prepared in the same manner as in Example 1 was smoothly applied to the entire surface of the silicone-treated release paper and dried by heating at 90 ° C. to form a pressure-sensitive adhesive layer having a thickness of 50 ⁇ m. Then, an adhesive on a release paper was attached to both sides of a 100 ⁇ m-thick base material (base material B) made of a polyethylene (PE) -based foam having both sides treated with corona discharge, and cured at 40 ° C. for 3 days. A double-sided adhesive tape having a total thickness of 200 ⁇ m was obtained.
  • base material B base material made of a polyethylene (PE) -based foam having both sides treated with corona discharge
  • Example 4 In the preparation of the pressure-sensitive adhesive, 8 parts by mass of D-6011 (trade name) manufactured by Arakawa Chemical Industry Co., Ltd., which was diluted 50% with ethyl acetate as a tackifier resin, and 5% diluted with ethyl acetate as a silane coupling agent. Implemented except that 2 parts by mass of KBM-403 (trade name) manufactured by Shin-Etsu Chemical Industry Co., Ltd. was added as a liquid, and 0.2 parts by mass of Irganox (registered trademark) 1010 manufactured by BASF Japan Ltd. was added as an antioxidant. A double-sided adhesive tape was produced in the same manner as in Example 3.
  • Adhesive formulation With respect to 100 parts by mass of the solid content of this copolymer, 1.2 parts by mass of an isocyanate-based cross-linking agent (cross-linking agent A) (manufactured by Tosoh Corporation, trade name L-45E) as a cross-linking agent, and acetic acid as a tackifier resin. 8 parts by mass of D-6011 (trade name) manufactured by Arakawa Chemical Industry Co., Ltd., which was diluted 50% with ethyl, and KBM-403 manufactured by Shinetsu Chemical Industry Co., Ltd., which was diluted 5% with ethyl acetate as a silane coupling agent. An adhesive was prepared by adding 2 parts by mass of (trade name) and 0.2 parts by mass of Irganox (registered trademark) 1010 manufactured by BASF Japan Ltd. as an antioxidant.
  • a double-sided adhesive tape was obtained in the same manner as in Example 1 except that this adhesive was used.
  • Comparative Example 8 A double-sided adhesive tape was produced in the same manner as in Comparative Example 2 except that 10 parts by mass of -4-hydroxybutyl acrylate was used instead of 10 parts by mass of acrylic acid in the preparation of the acrylic copolymer.
  • the weight average molecular weight of the acrylic copolymer prepared in Comparative Example 8 was 730,000.
  • Table 1 shows the formulations of Examples 1 to 4 and Comparative Examples 1 to 8, the weight average molecular weight of the acrylic copolymer, and the base material used for forming the double-sided adhesive tape.
  • Tables 2 to 4 show the initial adhesive strength, the adhesive strength over time, the adhesive strength after acceleration Na, the adhesive strength Nb after immersion in oleic acid, the adhesive strength retention rate X after immersion in oleic acid, and the destruction mode measured for each double-sided adhesive tape. Shown in.
  • the double-sided adhesive tapes of Examples 1 to 4 had high initial adhesive strength and adhesive strength over time, and maintained an appropriate adhesive strength even after being immersed in oleic acid. Therefore, these double-sided adhesive tapes are adhesive tapes that have high durability against oil and fat components such as sebum, sweat, foods, and cosmetics, and have appropriate adhesive strength when attached to an adherend. I understand. Comparing Example 3 and Example 4, the numerical value of the initial adhesive force is smaller in Example 4 to which the tackifier resin is added, but in Example 3, the interface is broken, whereas in Example 3. Since No. 4 was the destruction of the base material, it is considered that the adhesive strength did not decrease.
  • the monomer composition of the acrylic copolymer used in Comparative Examples 1 to 4 and 8 was the same as that of Examples 1 and 2 (thickness of each pressure-sensitive adhesive layer 19 ⁇ m).
  • the monomer composition of the acrylic copolymer used in the base material A) is different.
  • the weight average molecular weight of the acrylic copolymer used in Comparative Examples 1, 2, 4 and 8 is larger than the weight average molecular weight of the acrylic copolymer used in Examples 1 and 2.
  • the double-sided adhesive tapes of Comparative Examples 1 and 8 have the initial adhesive strength, the adhesive strength with time, the adhesive strength after acceleration Na, the adhesive strength after immersion in oleic acid Nb, and the adhesive strength after immersion in oleic acid, as compared with the double-sided adhesive tapes of Examples 1 and 2.
  • the adhesive strength retention rate X was inferior after immersion in oleic acid.
  • the double-sided adhesive tape of Comparative Example 2 was inferior in the initial adhesive strength, the adhesive strength over time, and the adhesive strength Na after acceleration as compared with the double-sided adhesive tapes of Examples 1 and 2.
  • Comparative Example 3 is an example in which the weight average molecular weight of the acrylic polymer is lower than that of Comparative Example 2. As a result, in Comparative Example 3, some items were improved as compared with Comparative Example 2. However, the initial adhesive strength, the adhesive strength over time, and the adhesive strength after promotion Na were inferior to those of Examples 1 and 2.
  • the double-sided adhesive tape of Comparative Example 4 has an adhesive force over time, an adhesive force after acceleration Na, an adhesive force Nb after immersion in oleic acid, and an adhesive force retention rate X after immersion in oleic acid. Was inferior.
  • the double-sided adhesive tapes of Comparative Examples 5 to 7 had the monomer composition of the acrylic copolymer used in Examples 3 and 4 (thickness of each pressure-sensitive adhesive layer 50 ⁇ m).
  • the monomer composition of the acrylic copolymer used in the base material B) is different.
  • the weight average molecular weight of the acrylic copolymer used in Comparative Examples 5 and 6 is larger than the weight average molecular weight of the acrylic copolymer used in Examples 3 and 4.
  • the double-sided adhesive tape of Comparative Example 5 is inferior in the initial adhesive strength, the adhesive strength Nb after immersion in oleic acid, and the adhesive strength retention rate X after immersion in oleic acid as compared with the double-sided adhesive tapes of Examples 3 and 4. rice field. Further, the fracture modes (Na) and (Nb) were both cohesive fractures, and the cohesive force of the pressure-sensitive adhesive layer was inferior.
  • the double-sided adhesive tape of Comparative Example 6 was inferior in initial adhesive strength to the double-sided adhesive tapes of Examples 3 and 4. Further, the fracture modes (Na) and (Nb) were both cohesive fractures, and the cohesive force of the pressure-sensitive adhesive layer was inferior.
  • Comparative Example 7 is an example in which the adhesive of Comparative Example 3 is applied to the base material B. As a result, in Comparative Example 7, some items were improved as compared with Comparative Example 6. However, the initial adhesive strength was inferior to that of Examples 3 and 4.
  • the adhesive tape according to the present invention can be suitably used for, for example, joining a display panel of a small portable electronic device such as a smartphone to a housing, fixing parts inside the housing, and the like.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesive Tapes (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

L'invention concerne un ruban adhésif utilisant, en tant qu'agent adhésif, une composition d'agent adhésif contenant un copolymère acrylique qui ne contient pas moins de 20 parties en masse et moins de 40 parties en masse d'un ester d'alcoxyalkyle d'acide (méth)acrylique, pas moins de 10 parties en masse et moins de 25 parties en masse d'un monomère (méth)acrylique contenant un groupe acide carboxylique, pas moins de 5 parties en masse et moins de 20 parties en masse d'un ester alkylique d'acide (méth)acrylique ayant un groupe alkyle ayant de 1 à 3 atomes de carbone, un groupe cyclohexyle ou un groupe isobornyle et pas moins de 30 parties en masse et moins de 50 parties en masse d'un ester alkylique d'acide (méth)acrylique ayant un groupe alkyle ayant de 4 à 12 atomes de carbone (la quantité totale des monomères est de 100 parties en masse), dans lequel une structure réticulée est formée à l'aide d'un agent de réticulation à base d'isocyanate et/ou d'un agent de réticulation à base d'époxy, et qui a un poids moléculaire moyen en poids supérieur à 200000 et inférieur à 450000. Ce ruban adhésif présente une durabilité élevée vis-à-vis des composants huile/graisse tels que le sébum, la sueur, les aliments et les produits cosmétiques, et présente une force adhésive appropriée lorsqu'il est lié à une partie adhérée.
PCT/JP2020/009351 2020-03-05 2020-03-05 Ruban adhésif WO2021176641A1 (fr)

Priority Applications (5)

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KR1020227034717A KR20220148282A (ko) 2020-03-05 2020-03-05 점착 테이프
JP2022504875A JP7395709B2 (ja) 2020-03-05 2020-03-05 粘着テープ
CN202080098140.0A CN115244151B (zh) 2020-03-05 2020-03-05 粘着带
PCT/JP2020/009351 WO2021176641A1 (fr) 2020-03-05 2020-03-05 Ruban adhésif
TW110107638A TW202140585A (zh) 2020-03-05 2021-03-04 黏著帶

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JPH11241053A (ja) * 1998-02-26 1999-09-07 Oji Paper Co Ltd 粘着シートおよび粘着テープ
JPH11246828A (ja) * 1998-02-27 1999-09-14 Oji Paper Co Ltd 再剥離性粘着シート
JP2001172580A (ja) * 1999-12-22 2001-06-26 Oji Paper Co Ltd 粘着シートまたは粘着テープ
JP2001172579A (ja) * 1999-12-22 2001-06-26 Oji Paper Co Ltd 粘着シートまたは粘着テープ
JP2006036911A (ja) * 2004-07-27 2006-02-09 Sekisui Chem Co Ltd 粘着テープ
JP2008001739A (ja) * 2006-06-20 2008-01-10 Bridgestone Corp 電子ディスプレイ用粘着剤組成物、電子ディスプレイ用粘着剤層、および粘着性電子ディスプレイ用フィルタ
JP2011080088A (ja) * 2011-01-04 2011-04-21 Lintec Corp 粘着絆創膏用粘着剤組成物の製造方法
JP2013523940A (ja) * 2010-04-05 2013-06-17 エルジー・ハウシス・リミテッド タッチパネル用粘着剤組成物、粘着フィルム及びタッチパネル
JP2017058422A (ja) * 2015-09-15 2017-03-23 綜研化学株式会社 粘着剤層付偏光板
JP2017165977A (ja) * 2017-05-30 2017-09-21 日東電工株式会社 粘着シート
JP2017206586A (ja) * 2016-05-16 2017-11-24 東洋インキＳｃホールディングス株式会社 粘着剤および粘着テープ

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Publication number Priority date Publication date Assignee Title
JP5582327B2 (ja) 2008-03-07 2014-09-03 Ｄｉｃ株式会社 耐油性両面粘着テープ

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11241053A (ja) * 1998-02-26 1999-09-07 Oji Paper Co Ltd 粘着シートおよび粘着テープ
JPH11246828A (ja) * 1998-02-27 1999-09-14 Oji Paper Co Ltd 再剥離性粘着シート
JP2001172580A (ja) * 1999-12-22 2001-06-26 Oji Paper Co Ltd 粘着シートまたは粘着テープ
JP2001172579A (ja) * 1999-12-22 2001-06-26 Oji Paper Co Ltd 粘着シートまたは粘着テープ
JP2006036911A (ja) * 2004-07-27 2006-02-09 Sekisui Chem Co Ltd 粘着テープ
JP2008001739A (ja) * 2006-06-20 2008-01-10 Bridgestone Corp 電子ディスプレイ用粘着剤組成物、電子ディスプレイ用粘着剤層、および粘着性電子ディスプレイ用フィルタ
JP2013523940A (ja) * 2010-04-05 2013-06-17 エルジー・ハウシス・リミテッド タッチパネル用粘着剤組成物、粘着フィルム及びタッチパネル
JP2011080088A (ja) * 2011-01-04 2011-04-21 Lintec Corp 粘着絆創膏用粘着剤組成物の製造方法
JP2017058422A (ja) * 2015-09-15 2017-03-23 綜研化学株式会社 粘着剤層付偏光板
JP2017206586A (ja) * 2016-05-16 2017-11-24 東洋インキＳｃホールディングス株式会社 粘着剤および粘着テープ
JP2017165977A (ja) * 2017-05-30 2017-09-21 日東電工株式会社 粘着シート

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CN115244151B (zh) 2023-12-12
CN115244151A (zh) 2022-10-25
JPWO2021176641A1 (fr) 2021-09-10
KR20220148282A (ko) 2022-11-04
TW202140585A (zh) 2021-11-01

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