WO2023145567A1 - 粘着テープ - Google Patents

粘着テープ Download PDF

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Publication number
WO2023145567A1
WO2023145567A1 PCT/JP2023/001309 JP2023001309W WO2023145567A1 WO 2023145567 A1 WO2023145567 A1 WO 2023145567A1 JP 2023001309 W JP2023001309 W JP 2023001309W WO 2023145567 A1 WO2023145567 A1 WO 2023145567A1
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WO
WIPO (PCT)
Prior art keywords
pressure
sensitive adhesive
weight
adhesive tape
adhesive layer
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/JP2023/001309
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English (en)
French (fr)
Japanese (ja)
Inventor
渚 辻
雄大 緒方
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Sekisui Chemical Co Ltd
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Sekisui Chemical Co Ltd
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.)
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Publication date
Application filed by Sekisui Chemical Co Ltd filed Critical Sekisui Chemical Co Ltd
Priority to JP2023517267A priority Critical patent/JPWO2023145567A1/ja
Priority to EP23746781.6A priority patent/EP4471103A4/en
Priority to CN202380014230.0A priority patent/CN118202014A/zh
Priority to US18/833,047 priority patent/US20250109322A1/en
Priority to KR1020247012441A priority patent/KR20240136307A/ko
Publication of WO2023145567A1 publication Critical patent/WO2023145567A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
    • C08F255/02—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having two or three carbon atoms
    • 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
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
    • C08G18/4063—Mixtures of compounds of group C08G18/62 with other macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
    • C08G18/625—Polymers of alpha-beta ethylenically unsaturated carboxylic acids; hydrolyzed polymers of esters of these acids
    • C08G18/6254—Polymers of alpha-beta ethylenically unsaturated carboxylic acids and of esters of these acids containing hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78—Nitrogen
    • C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
    • C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
    • C08G18/792—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
    • 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
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • 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
    • C09J133/062—Copolymers with monomers not covered by C09J133/06
    • C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
    • 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
    • C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
    • C09J151/003—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
    • C09J151/06—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double 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
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • 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
    • C09J7/10—Adhesives in the form of films or foils without carriers
    • 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
    • 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
    • C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
    • 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
    • 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
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
    • 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
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature
    • 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
    • C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
    • C09J2301/414—Additional features of adhesives in the form of films or foils characterized by the presence of essential components presence of a copolymer
    • 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
    • C09J2451/00—Presence of graft polymer
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    • C09J2453/00—Presence of block copolymer
    • C—CHEMISTRY; METALLURGY
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    • C09J2499/00—Presence of natural macromolecular compounds or on derivatives thereof, not provided for in groups C09J2489/00 - C09J2497/00

Definitions

  • the present invention relates to adhesive tapes.
  • Adhesive tapes are used for assembly in mobile electronic devices such as mobile phones and personal digital assistants (PDAs) (for example, Patent Documents 1 and 2). Adhesive tapes are also used for bonding optical members (for example, Patent Document 3).
  • Adhesive tapes used for fixing such members are required to have both resistance to peeling (adhesive strength) and resistance to shear stress (displacement) (holding power).
  • adhesive strength In order to improve the adhesive force, it is effective to design the adhesive layer so that it stretches well against the peeling stress, that is, to increase the flexibility of the adhesive layer.
  • the holding force In order to improve the holding force, it is effective to design the pressure-sensitive adhesive layer so that it does not deform due to shear stress (displacement), that is, to make the pressure-sensitive adhesive layer hard. Therefore, since adhesive strength and holding power are in a trade-off relationship, it has been very difficult to achieve both at a high level. In particular, it has been difficult to improve the holding power when shear stress (displacement) is applied for a long time at a high temperature (about 70 to 100° C.).
  • An object of the present invention is to provide a pressure-sensitive adhesive tape that exhibits excellent adhesive strength and exhibits excellent holding power even when shear stress is applied at high temperatures for a long period of time.
  • the present disclosure 1 is a pressure-sensitive adhesive tape having a pressure-sensitive adhesive layer, wherein the pressure-sensitive adhesive layer is an olefin polymer having a structural unit derived from a (meth)acrylic acid alkyl ester and a polymerizable unsaturated double bond at the end. wherein the pressure-sensitive adhesive layer has a swelling ratio of 40 or more and 500 or less when immersed in tetrahydrofuran at a temperature of 25°C for 24 hours.
  • the present disclosure 2 is the adhesive tape according to the present disclosure 1, wherein the adhesive layer has a gel fraction of 20% by weight or more and 65% by weight or less.
  • Present Disclosure 3 is the pressure-sensitive adhesive tape according to Present Disclosure 1 or 2, wherein the acrylic copolymer contains a structural unit derived from a polar group-containing monomer.
  • Present Disclosure 4 is the pressure-sensitive adhesive tape according to Present Disclosure 3, wherein the polar group-containing monomer contains a hydroxyl group-containing monomer.
  • Present Disclosure 5 is the pressure-sensitive adhesive tape according to Present Disclosure 4, wherein the acrylic copolymer contains 0.01% by weight or more and 2% by weight or less of structural units derived from the hydroxyl group-containing monomer.
  • Present Disclosure 6 is the pressure-sensitive adhesive tape according to Present Disclosure 1, 2, 3, 4, or 5, wherein the pressure-sensitive adhesive layer contains a cross-linking agent.
  • Present Disclosure 7 is the pressure-sensitive adhesive tape according to Present Disclosure 6, wherein the cross-linking agent is an isocyanate-based cross-linking agent.
  • Present Disclosure 8 is the adhesive tape according to Present Disclosure 1, 2, 3, 4, 5, 6, or 7, wherein the acrylic copolymer has a weight average molecular weight (Mw) of 500,000 or more and 1,500,000 or less.
  • the present disclosure 9 is the adhesive tape according to the present disclosure 1, 2, 3, 4, 5, 6, 7 or 8, wherein the (meth)acrylic acid alkyl ester is butyl acrylate.
  • the present disclosure 10 is the present disclosure 1, 2, 3, 4, wherein the content of the structural unit derived from the olefin polymer having a polymerizable unsaturated double bond at the terminal is 5% by weight or more and 30% by weight or less. 5, 6, 7, 8 or 9 adhesive tapes.
  • the present disclosure 11 is a pressure-sensitive adhesive tape having a pressure-sensitive adhesive layer, wherein the pressure-sensitive adhesive layer includes structural units derived from butyl acrylate and structural units derived from an olefin polymer having a polymerizable unsaturated double bond at the end. and the pressure-sensitive adhesive layer is a pressure-sensitive adhesive tape containing an isocyanate-based cross-linking agent.
  • This disclosure 12 is the pressure-sensitive adhesive tape according to present disclosure 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11, wherein the pressure-sensitive adhesive layer contains a tackifying resin.
  • Present Disclosure 13 is the adhesive tape of Present Disclosure 12, wherein the tackifying resin contains a high hydroxyl value tackifying resin having a hydroxyl value of 15 mgKOH/g or more.
  • the present disclosure 14 is that the content of the high hydroxyl value tackifying resin having a hydroxyl value of 15 mgKOH/g or more is 20 parts by weight or more and 40 parts by weight or less with respect to 100 parts by weight of the acrylic copolymer.
  • 13 is the adhesive tape of Disclosure 13;
  • This disclosure 15 is the adhesive tape of this disclosure 12, 13 or 14, wherein said tackifying resin further contains a low hydroxyl value tackifying resin having a hydroxyl value of less than 15 mgKOH/g.
  • the present disclosure 16 is that the content of the low hydroxyl value tackifying resin having a hydroxyl value of less than 15 mgKOH/g is 10 parts by weight or more and 60 parts by weight or less with respect to 100 parts by weight of the acrylic copolymer. 15.
  • the adhesive tape of Disclosure 15. The present invention will be described in detail below.
  • the present inventors have found that in a pressure-sensitive adhesive tape having a pressure-sensitive adhesive layer, a structural unit derived from a (meth)acrylic acid alkyl ester and a structural unit derived from an olefin polymer having a polymerizable unsaturated double bond at the terminal are combined. It has been found that the adhesive strength and holding power of the adhesive tape can be improved by using the acrylic copolymer having the following properties. In such an adhesive tape, the present inventors further found that the specific swelling ratio measured for the adhesive layer was adjusted to a specific range, or butyl acrylate was used as a structural unit derived from a (meth)acrylic acid alkyl ester. By containing an isocyanate cross-linking agent while selecting a structural unit derived from, it was found that the holding power can be improved even when shear stress is applied for a long time at high temperature, and the present invention has been completed.
  • the adhesive tape of the present invention has an adhesive layer.
  • the pressure-sensitive adhesive layer is an acrylic copolymer (hereinafter simply referred to as Also referred to as "acrylic copolymer").
  • (meth)acryl means acryl or methacryl.
  • the above acrylic copolymer has a structure in which structural units derived from an olefin polymer having a polymerizable unsaturated double bond at the terminal aggregate through interaction to form a pseudo-crosslinking point. Since the acrylic copolymer has such a structure, the pressure-sensitive adhesive layer is hard like a cross-linked pressure-sensitive adhesive layer when the strain is small, and exhibits high holding power.
  • the pressure-sensitive adhesive layer exhibits high flexibility.
  • the pressure-sensitive adhesive layer containing the acrylic copolymer improves the adhesive strength and holding power of the pressure-sensitive adhesive tape.
  • the pressure-sensitive adhesive layer has a swelling ratio of 40 or more and 500 or less when immersed in tetrahydrofuran at a temperature of 25° C. for 24 hours.
  • the swelling ratio of the pressure-sensitive adhesive layer is 40 or more, the pressure-sensitive adhesive strength of the pressure-sensitive adhesive tape is improved.
  • the swelling ratio of the pressure-sensitive adhesive layer is 500 or less, the holding power of the pressure-sensitive adhesive tape is improved when shear stress is applied for a long time at high temperature.
  • the swelling ratio of the adhesive layer is preferably 50 or more and 300 or less, more preferably 150 or less.
  • the swelling ratio of the pressure-sensitive adhesive layer can be measured by the following method.
  • the pressure-sensitive adhesive layer is immersed in tetrahydrofuran at a temperature of 25° C. for 24 hours, and the weight W3 of the pressure-sensitive adhesive layer after immersion in tetrahydrofuran is measured. Thereafter, the tetrahydrofuran is dried, and the weight W4 of the adhesive layer after the tetrahydrofuran drying is measured.
  • the method for adjusting the swelling ratio of the pressure-sensitive adhesive layer within the above range is not particularly limited, but a method for adjusting the composition of the acrylic copolymer is preferred.
  • a method of incorporating structural units derived from a polar group-containing monomer in addition to structural units derived from (meth)acrylic acid alkyl esters and structural units derived from an olefin polymer having a polymerizable unsaturated double bond at the terminal is also preferred.
  • a method of adjusting the type and amount of the polar group-containing monomer to be contained is also preferred.
  • a method of adjusting the weight average molecular weight (Mw) of the acrylic copolymer to an appropriate range is also preferred.
  • a method for adjusting the type and amount of the tackifying resin contained in the pressure-sensitive adhesive layer a method for adjusting the type and amount of the cross-linking agent contained in the pressure-sensitive adhesive layer, and an appropriate gel fraction of the pressure-sensitive adhesive layer.
  • a range adjustment method is also preferred.
  • the gel fraction of the pressure-sensitive adhesive layer is not particularly limited, it is preferably 20% by weight or more and 65% by weight or less. If the gel fraction of the pressure-sensitive adhesive layer is within the above range, it becomes easier to adjust the swelling ratio of the pressure-sensitive adhesive layer to the above range. If the gel fraction of the pressure-sensitive adhesive layer is 20% by weight or more, the holding power of the pressure-sensitive adhesive tape is further improved when shear stress is applied at high temperature for a long time. When the gel fraction of the pressure-sensitive adhesive layer is 65% by weight or less, the pressure-sensitive adhesive strength of the pressure-sensitive adhesive tape is further improved.
  • the gel fraction of the adhesive layer is more preferably 35% by weight or more, more preferably 60% by weight or less, and even more preferably 50% by weight or less.
  • the pressure-sensitive adhesive layer preferably has a peak loss tangent (tan ⁇ , hereinafter simply referred to as loss tangent) measured at a measurement frequency of 10 Hz using a dynamic viscoelasticity measuring device at 40° C. or lower.
  • the loss tangent of the pressure-sensitive adhesive layer having a peak in the above range further improves the pressure-sensitive adhesive strength and holding power of the pressure-sensitive adhesive tape.
  • the pressure-sensitive adhesive layer more preferably has a loss tangent peak at 35° C. or lower, and more preferably at 25° C. or lower.
  • the peak temperature of the loss tangent can be adjusted by the raw material of the acrylic copolymer.
  • the loss tangent is -100 under the conditions of 5° C./min, 10 Hz in low-speed heating shear deformation mode using a viscoelastic spectrometer (manufactured by IT Keisoku Co., Ltd., DVA-200, or equivalent). It can be obtained by measuring dynamic viscoelasticity spectrum from °C to 200 °C.
  • the above acrylic copolymer has a structural unit derived from a (meth)acrylic acid alkyl ester and a structural unit derived from an olefin polymer having a polymerizable unsaturated double bond at the terminal.
  • the (meth)acrylic acid alkyl ester is not particularly limited, and examples thereof include (meth)acrylic acid alkyl esters having a linear or branched alkyl group having 1 to 24 carbon atoms.
  • a (meth)acrylic acid alkyl ester having an alkyl group having 4 to 8 carbon atoms is preferable, and butyl acrylate is more preferable, because the glass transition temperature described later is easily satisfied and the adhesive strength of the adhesive tape is further improved. , n-butyl acrylate is more preferred.
  • These (meth)acrylic acid alkyl esters may be used alone, or two or more of them may be used in combination.
  • the content of the structural unit derived from the (meth)acrylic acid alkyl ester in the acrylic copolymer is not particularly limited, it is preferably 50% by weight or more and 95% by weight or less.
  • the content of the structural unit derived from the (meth)acrylic acid alkyl ester is within the above range, the adhesive strength and holding power of the pressure-sensitive adhesive tape are further improved.
  • the content of structural units derived from the (meth)acrylic acid alkyl ester is more preferably 60% by weight or more, still more preferably 70% by weight or more, and more preferably 90% by weight or less. , 85% by weight or less.
  • the olefin polymer having a polymerizable unsaturated double bond at one end may have a polymerizable unsaturated double bond at one end, or may have a polymerizable unsaturated double bond at both ends. good too.
  • an olefin polymer having a polymerizable unsaturated double bond at one end is preferable because chemical cross-linking in the molecule hardly occurs and the swelling ratio of the pressure-sensitive adhesive layer can be easily adjusted within the above range.
  • the olefin polymer having a polymerizable unsaturated double bond at the end is not particularly limited, and an ethylene-butylene copolymer, ethylene- Propylene copolymers, ethylene polymers, propylene polymers, butylene polymers and the like can be mentioned.
  • the group containing a polymerizable unsaturated double bond is not particularly limited, and examples thereof include (meth)acryloyl groups, vinyl ether groups, styryl groups and the like. Among them, a (meth)acryloyl group is preferable because of its excellent copolymerizability with the (meth)acrylic acid alkyl ester.
  • the olefin polymer having a polymerizable unsaturated double bond at one end include an ethylene macromonomer having a (meth)acryloyl group at one end, a propylene macromonomer having a (meth)acryloyl group at one end, Examples thereof include ethylene-butylene macromonomers having a (meth)acryloyl group at one end and ethylene-propylene macromonomers having a (meth)acryloyl group at one end. Among them, it becomes easier to satisfy the glass transition temperature described later, and the adhesive strength of the adhesive tape is further improved.
  • Ethylene-propylene macromonomers with These olefin polymers having polymerizable unsaturated double bonds at their terminals may be used alone, or two or more of them may be used in combination.
  • the macromonomer here refers to a monomer having a polymerizable functional group with a weight average molecular weight of about 1,000 to 100,000.
  • the content of the structural unit derived from the olefin polymer having a polymerizable unsaturated double bond at the terminal in the acrylic copolymer is not particularly limited, it is preferably 5% by weight or more and 30% by weight or less.
  • the content of the structural unit derived from the olefin polymer having a polymerizable unsaturated double bond at the terminal is 5% by weight or more, an appropriate number of pseudo-crosslinking points are formed, and the adhesiveness of the adhesive tape is increased. Better strength and holding power.
  • the content of the structural unit derived from the olefin polymer having a polymerizable unsaturated double bond at the terminal is 30% by weight or less, cohesive failure of the pressure-sensitive adhesive layer can be further suppressed.
  • the content of the structural unit derived from the olefin polymer having a polymerizable unsaturated double bond at the terminal is more preferably 8% by weight or more, further preferably 10% by weight or more, and 27% by weight. is more preferably 25% by weight or less.
  • the above acrylic copolymer easily satisfies the glass transition temperature described later, and the adhesive strength of the adhesive tape is further improved.
  • the content of structural units derived from monomers containing two or more polymerizable unsaturated double bonds is preferably 0.1% by weight or less.
  • the acrylic copolymer is crosslinked when the strain is small because the constituent units derived from the olefin polymer having a polymerizable unsaturated double bond at the terminal form a pseudo crosslink point.
  • the pseudo cross-linking points are broken and the adhesive layer does not have a cross-linked structure. Therefore, by reducing the content of the structural unit derived from the monomer containing two or more polymerizable unsaturated double bonds that facilitates the construction of a chemically crosslinked structure, the acrylic copolymer can be formed when the strain increases. Molecules can be more easily stretched, and adhesive strength can be further improved. More preferably, the content of structural units derived from the monomer containing two or more polymerizable unsaturated double bonds is 0%.
  • the acrylic copolymer preferably contains a structural unit derived from a polar group-containing monomer.
  • the acrylic copolymer contains a structural unit derived from the polar group-containing monomer, the polar groups interact with each other, so that the adhesive strength and holding power of the pressure-sensitive adhesive tape are further improved.
  • the acrylic copolymer contains a structural unit derived from the polar group-containing monomer and the pressure-sensitive adhesive layer further contains a cross-linking agent, the intermolecular cross-linking agent of the acrylic copolymer chemically cross-linked via By adjusting the degree of cross-linking at this time, the swelling ratio and gel fraction of the pressure-sensitive adhesive layer can be adjusted to appropriate ranges.
  • Examples of the polar group-containing monomer include unsaturated monocarboxylic acids such as (meth)acrylic acid, (meth)acryloylacetic acid, (meth)acryloylpropionic acid, (meth)acryloylbutyric acid, (meth)acryloylpentanoic acid, and crotonic acid.
  • unsaturated monocarboxylic acids such as (meth)acrylic acid, (meth)acryloylacetic acid, (meth)acryloylpropionic acid, (meth)acryloylbutyric acid, (meth)acryloylpentanoic acid, and crotonic acid.
  • At least one selected from the group consisting of carboxy group-containing monomers and hydroxyl group-containing monomers is preferable, and hydroxyl group-containing monomers are more preferable, since the swelling ratio of the pressure-sensitive adhesive layer can be easily adjusted within the above range.
  • These polar group-containing monomers may be used alone, or two or more of them may be used in combination.
  • the content of the structural unit derived from the polar group-containing monomer in the acrylic copolymer is not particularly limited, it is preferably 0.1% by weight or more and 10% by weight or less.
  • the content of the structural unit derived from the polar group-containing monomer is 0.1% by weight or more, the interaction between the polar groups can be further enhanced.
  • the content of the structural unit derived from the polar group-containing monomer is 10% by weight or less, the acrylic copolymer does not become too hard, and the adhesive strength of the adhesive tape is further improved.
  • the content of the structural unit derived from the polar group-containing monomer is more preferably 1% by weight or more, still more preferably 3% by weight or more, more preferably 8% by weight or less, and 6% by weight.
  • the content of structural units derived from the hydroxyl group-containing monomer in the acrylic copolymer is preferably 0.01% by weight or more and 2% by weight or less. If the content of the structural unit derived from the hydroxyl group-containing monomer is within the above range, the swelling ratio of the pressure-sensitive adhesive layer can be easily adjusted within the above range, and the adhesive strength and holding power of the pressure-sensitive adhesive tape are further improved. More preferably, the content of structural units derived from the hydroxyl group-containing monomer is 0.05% by weight or more and 1% by weight or less.
  • the above acrylic copolymer has a glass transition temperature in the range of -100 to 200°C when measured by differential scanning calorimetry, and all of the above glass transition temperatures are preferably -20°C or lower.
  • the acrylic copolymer has a glass transition temperature in the above temperature range, and all of the glass transition temperatures are ⁇ 20° C. or lower, that is, the acrylic copolymer includes a structure having a high glass transition temperature. Since the molecule
  • the glass transition temperature can be adjusted depending on the type of monomer that is the material for the acrylic copolymer.
  • the glass transition temperature is measured using a differential scanning calorimeter (e.g., 220C manufactured by Seiko Instruments Inc.) under a nitrogen atmosphere (nitrogen flow, flow rate: 50 mL/min), in accordance with JIS K6240: 2011. It can be obtained by measuring at a measurement temperature of -100 to 200°C and a heating rate of 10°C/min.
  • the weight average molecular weight (Mw) of the acrylic copolymer is not particularly limited, it is preferably 500,000 or more and 2,000,000 or less. When the weight average molecular weight (Mw) of the acrylic copolymer is 500,000 or more, the swelling ratio of the pressure-sensitive adhesive layer can be easily adjusted within the above range, and the pressure-sensitive adhesive tape has improved adhesive strength and holding power. If the weight average molecular weight (Mw) of the acrylic copolymer is 2,000,000 or less, the adhesive strength of the pressure-sensitive adhesive tape will be higher.
  • the weight average molecular weight (Mw) of the acrylic copolymer is more preferably 650,000 or more, more preferably 800,000 or more, more preferably 1,500,000 or less, and 1,200,000 or less. More preferred.
  • the molecular weight distribution (weight average molecular weight/number average molecular weight, Mw/Mn) of the acrylic copolymer is not particularly limited, it is preferably 1.0 or more and 6.0 or less. When the molecular weight distribution (Mw/Mn) of the acrylic copolymer is within the above range, the adhesive strength and holding power of the pressure-sensitive adhesive tape are further improved.
  • the molecular weight distribution (Mw/Mn) of the acrylic copolymer is more preferably 1.5 or more, and more preferably 4.5 or less.
  • the weight-average molecular weight (Mw) and the number-average molecular weight (Mn) can be determined, for example, by GPC using polystyrene standards.
  • the content of the acrylic copolymer in the pressure-sensitive adhesive layer is not particularly limited, but the main component in the polymer components constituting the pressure-sensitive adhesive layer (that is, the component contained in more than 50% by weight of the polymer components) Preferably.
  • the pressure-sensitive adhesive layer preferably contains a cross-linking agent. Since the pressure-sensitive adhesive layer contains the cross-linking agent, the molecules of the acrylic copolymer are chemically cross-linked via the cross-linking agent. By adjusting the degree of cross-linking at this time, the swelling ratio and gel fraction of the pressure-sensitive adhesive layer can be adjusted to appropriate ranges. In order for the molecules of the acrylic copolymer to be chemically crosslinked via the crosslinking agent, the acrylic copolymer preferably contains a structural unit derived from the polar group-containing monomer.
  • the cross-linking agent is not particularly limited, and examples thereof include epoxy-based cross-linking agents and isocyanate-based cross-linking agents. Among these, an isocyanate-based cross-linking agent is preferable because it facilitates adjustment of the swelling ratio of the pressure-sensitive adhesive layer within the above range and further improves the adhesive strength and holding power of the pressure-sensitive adhesive tape.
  • the content of the cross-linking agent in the pressure-sensitive adhesive layer is not particularly limited. When the cross-linking agent is the isocyanate-based cross-linking agent, its content makes it easier to adjust the swelling ratio of the pressure-sensitive adhesive layer to the above range, and the adhesive strength and holding power of the pressure-sensitive adhesive tape are further improved.
  • the content is preferably 0.1 parts by weight or more and 5 parts by weight or less, more preferably 0.5 parts by weight or more and 3 parts by weight or less with respect to 100 parts by weight of the acrylic copolymer.
  • the acrylic copolymer is a group consisting of a carboxy group-containing monomer and a hydroxyl group-containing monomer. It is preferable that the adhesive layer has a structural unit derived from at least one selected from the above, and the pressure-sensitive adhesive layer contains an isocyanate-based cross-linking agent, and the acrylic copolymer has a structural unit derived from a hydroxyl group-containing monomer. and the pressure-sensitive adhesive layer more preferably contains an isocyanate-based cross-linking agent.
  • the pressure-sensitive adhesive layer preferably contains a tackifying resin. This further improves the adhesive strength of the adhesive tape.
  • the tackifying resin is not particularly limited, it preferably contains a high hydroxyl value tackifying resin having a hydroxyl value of 15 mgKOH/g or more. Since the high hydroxyl value tackifier resin has a high polarity, it is difficult to be compatible with the constitutional unit derived from the olefin polymer having a polymerizable unsaturated double bond at the terminal, which has a low polarity.
  • the hydroxyl value of the high hydroxyl value tackifying resin is more preferably 30 mgKOH/g or more, preferably 200 mgKOH/g or less, and more preferably 150 mgKOH/g or less.
  • the high hydroxyl value tackifier resin include terpene phenol resins and polymerized rosin ester resins.
  • the content of the high hydroxyl value tackifying resin in the pressure-sensitive adhesive layer is not particularly limited, it is preferably 1 part by weight or more and 40 parts by weight or less with respect to 100 parts by weight of the acrylic copolymer.
  • the content of the high hydroxyl value tackifying resin is more preferably 20 parts by weight or more, and more preferably 35 parts by weight or less.
  • the tackifying resin may further contain a low hydroxyl value tackifying resin having a hydroxyl value of less than 15 mgKOH/g. Since the low hydroxyl value tackifier resin has low polarity, it is easily compatible with the structural unit derived from the olefin polymer having a polymerizable unsaturated double bond at the terminal. As a result, it is believed that the low hydroxyl value tackifying resin is compatible with the pseudo cross-linking points, thereby moderately softening the pseudo cross-linking points and improving the adhesive strength.
  • the decrease in holding power can be reduced by using the high hydroxyl value tackifying resin in combination, and the initial adhesive strength can be improved while holding. Power can also be secured.
  • the low hydroxyl value tackifying resin include terpene resins and petroleum resins.
  • the content of the low hydroxyl value tackifying resin in the pressure-sensitive adhesive layer is not particularly limited, but is preferably 10 parts by weight or more and 60 parts by weight or less with respect to 100 parts by weight of the acrylic copolymer, and 25 parts by weight. Above, it is more preferable that it is 40 weight parts or less.
  • the weight ratio of the content of the low hydroxyl value tackifying resin to the content of the high hydroxyl value tackifying resin in the pressure-sensitive adhesive layer is not particularly limited, From the viewpoint of further improving the adhesive strength to SUS while suppressing cohesive failure, it is preferably 0.3 or more, more preferably 0.8 or more, and preferably 4.0 or less. It is more preferably 5 or less.
  • the pressure-sensitive adhesive layer may contain conventionally known fine particles and additives such as inorganic fine particles, conductive fine particles, antioxidants, foaming agents, organic fillers and inorganic fillers, if necessary.
  • a pressure-sensitive adhesive tape having a pressure-sensitive adhesive layer, wherein the pressure-sensitive adhesive layer has a structural unit derived from a (meth)acrylic acid alkyl ester and a polymerizable unsaturated double bond at the terminal. and a structural unit derived from an olefin polymer, and the pressure-sensitive adhesive layer has a swelling ratio of 40 or more and 500 or less when immersed in tetrahydrofuran at a temperature of 25 ° C. for 24 hours.
  • the adhesive tape having an adhesive layer, wherein the adhesive layer includes structural units derived from butyl acrylate and structural units derived from an olefin polymer having a polymerizable unsaturated double bond at the end
  • a pressure-sensitive adhesive tape containing an acrylic copolymer having and wherein the pressure-sensitive adhesive layer contains an isocyanate-based cross-linking agent is also an aspect of the present invention. That is, instead of the swelling ratio being 40 or more and 500 or less, a structural unit derived from butyl acrylate is selected as a structural unit derived from a (meth)acrylic acid alkyl ester, and an isocyanate-based cross-linking agent is contained.
  • a pressure-sensitive adhesive tape that has excellent adhesion and exhibits excellent holding power even when shear stress is applied at high temperatures for a long period of time.
  • the thickness of the pressure-sensitive adhesive layer is not particularly limited, but is preferably 5 ⁇ m or more, more preferably 10 ⁇ m or more, still more preferably 15 ⁇ m or more, preferably 200 ⁇ m or less, and 150 ⁇ m or less. is more preferable, and 100 ⁇ m or less is even more preferable. When the thickness of the pressure-sensitive adhesive layer is within this range, the pressure-sensitive adhesive tape can have excellent adhesive strength, holding power, and handleability.
  • the pressure-sensitive adhesive tape of the present invention may be a non-support type having no base material, or a support type pressure-sensitive adhesive layer formed on a base material.
  • the pressure-sensitive adhesive tape of the present invention may be a single-sided pressure-sensitive adhesive tape having the pressure-sensitive adhesive layer on one side of a base material, or may be a double-sided pressure-sensitive adhesive tape having the pressure-sensitive adhesive layer on both sides.
  • the pressure-sensitive adhesive tape of the present invention preferably has a base material and the pressure-sensitive adhesive layer on at least one surface of the base material because of excellent reworkability.
  • the base material is not particularly limited. Examples include an opened sheet.
  • the thickness of the substrate is not particularly limited, it is preferably 5 ⁇ m or more and 200 ⁇ m or less. When the thickness of the base material is within this range, the pressure-sensitive adhesive tape can have appropriate stiffness and be excellent in handleability. More preferably, the thickness of the substrate is 10 ⁇ m or more and 150 ⁇ m or less.
  • the method for producing the pressure-sensitive adhesive tape of the present invention is not particularly limited, and conventionally known methods can be used. For example, first, the (meth)acrylic acid alkyl ester, the olefin polymer having a polymerizable unsaturated double bond at the terminal, and, if necessary, other monomers are copolymerized by a conventional method to obtain the acrylic copolymer. obtain. Next, a pressure-sensitive adhesive solution containing the obtained acrylic copolymer, and, if necessary, a tackifying resin and other additives is applied on a film that has been subjected to a release treatment, followed by drying. can be done. Moreover, the pressure-sensitive adhesive tape produced by the above method can be used as a pressure-sensitive adhesive layer, and a support-type pressure-sensitive adhesive tape can be obtained by laminating the pressure-sensitive adhesive layer to a base material.
  • the application of the adhesive tape of the present invention is not particularly limited. It is preferably used for purposes such as lamination of optical members.
  • ADVANTAGE OF THE INVENTION According to this invention, it has the outstanding adhesive force, and can provide the adhesive tape which exhibits the outstanding holding power, even when a long-time shearing stress is applied at high temperature.
  • Example 1 Preparation of Acrylic Copolymer A reactor equipped with a thermometer, a stirrer and a cooling tube was prepared. In this reactor, 73.9 parts by weight of n-butyl acrylate, 20 parts by weight of ethylene-butylene macromonomer, 6 parts by weight of acrylic acid, 0.1 part by weight of 4-hydroxybutyl acrylate, and 0.01 part by weight of lauryl mercaptan were added. , and 80 parts by weight of ethyl acetate were added, and then the reactor was heated to initiate reflux.
  • an ethyl acetate solution of an acrylic copolymer having a solid content of 55% by weight was obtained.
  • the weight average molecular weight and molecular weight distribution of the obtained acrylic copolymer were measured using 2690 Separations Module (manufactured by Waters) as a measuring instrument, GPC KF-806L (manufactured by Showa Denko) as a column, ethyl acetate as a solvent, and sample flow rate. Measurement was performed under conditions of 1 mL/min and a column temperature of 40°C.
  • Ethylene-butylene macromonomer (olefin polymer having a methacryloyl group at one end, manufactured by Kraton Polymer Japan, HPVM-L1253, weight average molecular weight 7000, glass transition temperature -68°C)
  • the details of the tackifying resin and the cross-linking agent are as follows.
  • G150 (YS Polyster G150) (terpene phenol resin, manufactured by Yasuhara Chemical Co., hydroxyl value 140 mgKOH/g)
  • U115 (YS Polyster U115) (terpene phenol resin, manufactured by Yasuhara Chemical Co., Ltd., hydroxyl value 20 mgKOH/g)
  • PX1150 (YS resin PX1150) (terpene resin, manufactured by Yasuhara Chemical Co., hydroxyl value 0 mgKOH/g)
  • PX800 (YS resin PX800) (terpene resin, manufactured by Yasuhara Chemical Co., hydroxyl value 0 mgKOH/g)
  • Coronate L-45 isocyanate cross-linking agent, manufactured by Tosoh Corporation
  • Coronate HX isocyanate-based cross-linking agent, manufactured by Tosoh Corporation
  • Aluminum trisacetylacetonate metallic cross
  • Examples 2-31, Comparative Examples 1-4 and 6-9 A double-sided pressure-sensitive adhesive tape was obtained in the same manner as in Example 1, except for the changes shown in Tables 1 and 2.
  • the double-sided pressure-sensitive adhesive tape obtained in Comparative Example 3 has an uncrosslinked pressure-sensitive adhesive layer. 4 were both 0, so the swelling ratio could not be defined (* in Table 2).
  • Example 5 A double-sided pressure-sensitive adhesive tape was obtained in the same manner as in Example 1, except that the amount of lauryl mercaptan was changed to 0.2 parts by weight to obtain an acrylic copolymer and that the composition was changed as shown in Table 2.
  • test piece was prepared by cutting the double-sided adhesive tape into a width of 25 mm. Then, the obtained test piece was attached to a SUS plate and crimped by reciprocating once with a 1 kg rubber roller. After that, it was cured at 23°C for 24 hours, and the obtained measurement sample was subjected to a 180° peel test at a tensile speed of 300 mm/min according to JIS Z 0237: 2009, and the adhesive strength (N/inch) at 23°C was measured. bottom.
  • the double-sided pressure-sensitive adhesive tapes obtained in Examples 22 and 23 had an adhesive force of 50 N/inch or more, but the pressure-sensitive adhesive layer was broken (cohesive failure) (** in Table 2).
  • Adhesive strength is 50 N / inch or more
  • Adhesive strength is 43 N / inch or more and less than 50 N / inch
  • Adhesive strength is 40 N / inch or more and less than 43 N / inch
  • Adhesive strength is less than 40 N / inch
  • FIG. 1 shows a diagram schematically showing a shear holding force evaluation method.
  • a test piece 6 was prepared by cutting a double-sided adhesive tape into a width of 25 mm and a length of 60 mm.
  • One side of the test piece 6 was backed with a polyethylene terephthalate (PET) film 5 .
  • PET polyethylene terephthalate
  • the other surface of the test piece 6 was bonded to a cold-rolled stainless steel plate (SUS304 plate) 7 having a thickness of 2.0 mm, a width of 50 mm, and a length of 75 mm at 23 ° C., and the length of adhesion was 25 mm.
  • SUS304 plate cold-rolled stainless steel plate
  • a 2-kg roller was reciprocated once to press-bond to prepare a measurement sample.
  • a weight 8 of 1 kg was attached to the measurement sample in an environment of 85° C. so as to apply a load in the shear direction. From the amount of displacement of the test piece 6 24 hours after the load was applied by the weight 8, the holding force was evaluated according to the following criteria.
  • ⁇ The amount of deviation is 0.5 mm or less
  • ⁇ The amount of deviation is greater than 0.5 mm and 1.0 mm or less
  • the amount of deviation is greater than 1.0 mm ⁇ : The test piece fell
  • ADVANTAGE OF THE INVENTION According to this invention, it has the outstanding adhesive force, and can provide the adhesive tape which exhibits the outstanding holding power, even when a long-time shearing stress is applied at high temperature.
  • PET polyethylene terephthalate
  • SUS304 plate weight (1 kg)

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  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesive Tapes (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
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CN202380014230.0A CN118202014A (zh) 2022-01-26 2023-01-18 粘合带
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WO2025023178A1 (ja) * 2023-07-25 2025-01-30 積水化学工業株式会社 粘着テープ及び粘着剤組成物
WO2025028645A1 (ja) * 2023-08-02 2025-02-06 積水化学工業株式会社 粘着剤、粘着テープ、ポリオレフィン樹脂成型体、複合構成体、自動車部材、及び、ポリオレフィン樹脂成型体の製造方法
WO2026071209A1 (ja) * 2024-09-30 2026-04-02 積水化学工業株式会社 粘着剤組成物、粘着テープ、及び、電子機器

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