WO2018096858A1 - 両面シリコーン粘着シート及び両面シリコーン粘着シートの製造方法 - Google Patents

両面シリコーン粘着シート及び両面シリコーン粘着シートの製造方法 Download PDF

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WO2018096858A1
WO2018096858A1 PCT/JP2017/038233 JP2017038233W WO2018096858A1 WO 2018096858 A1 WO2018096858 A1 WO 2018096858A1 JP 2017038233 W JP2017038233 W JP 2017038233W WO 2018096858 A1 WO2018096858 A1 WO 2018096858A1
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Prior art keywords
sensitive adhesive
pressure
adhesive sheet
double
silicone
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PCT/JP2017/038233
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English (en)
French (fr)
Japanese (ja)
Inventor
道生 金井
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リンテック株式会社
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Application filed by リンテック株式会社 filed Critical リンテック株式会社
Priority to JP2018552473A priority Critical patent/JP6517451B2/ja
Priority to KR1020197002938A priority patent/KR20190086429A/ko
Priority to CN201780049847.0A priority patent/CN109642128A/zh
Publication of WO2018096858A1 publication Critical patent/WO2018096858A1/ja

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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/20Adhesives in the form of films or foils characterised by their carriers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02Non-macromolecular additives
    • C09J11/06Non-macromolecular additives organic
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J183/00Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/04Polysiloxanes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/20Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22Plastics; Metallised plastics
    • C09J7/25Plastics; Metallised plastics based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00Additional features of adhesives in the form of films or foils
    • C09J2301/10Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet
    • C09J2301/12Additional 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
    • C09J2301/124Additional 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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00Additional features of adhesives in the form of films or foils
    • C09J2301/30Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/312Additional 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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2479/00Presence of polyamine or polyimide
    • C09J2479/08Presence of polyamine or polyimide polyimide
    • C09J2479/086Presence of polyamine or polyimide polyimide in the substrate

Definitions

  • the present invention relates to a double-sided silicone pressure-sensitive adhesive sheet and a method for producing a double-sided silicone pressure-sensitive adhesive sheet.
  • a heat-resistant adhesive sheet using a silicone-based adhesive is widely used in the manufacturing process of electronic devices.
  • the adhesive tape for electronic devices is produced by apply
  • an adhesive prepared by adding a two-component addition-curable silicone rubber containing a vinyl group and a hydrosilyl group in a dimethylsiloxane main chain to a silicone-based adhesive is applied to a polyimide base layer and dried.
  • heat-resistant adhesive tapes for semiconductor package manufacturing processes are produced.
  • a silicone-based adhesive layer is formed by applying and heating a toluene solution containing an addition-reactive silicone-based adhesive, a platinum-based catalyst, and dimethylsilicone oil on one side of a polyimide film as a base material. Yes. Furthermore, a polyethylene terephthalate film is bonded to the silicone-based adhesive layer to produce an adhesive tape for surface protection.
  • a silicone-based pressure-sensitive adhesive layer is obtained by applying a solvent-based coating solution obtained by diluting a silicone-based pressure-sensitive adhesive with a solvent to a polyimide film that is a heat-resistant substrate and drying it. Is formed only on one side of the substrate.
  • a double-sided silicone pressure-sensitive adhesive sheet is a method in which a pressure-sensitive adhesive composition is directly applied to a substrate using a roll coater or a die coater, and then a release sheet is bonded to the pressure-sensitive adhesive layer obtained through a drying step (hereinafter, Direct coating method) or a method in which a pressure-sensitive adhesive composition is once coated on a release sheet and a pressure-sensitive adhesive layer obtained through a drying process is transferred to a substrate (hereinafter referred to as a transfer method). .
  • a double-sided silicone pressure-sensitive adhesive sheet produced by the transfer method tends to have poor adhesion between the pressure-sensitive adhesive layer and the substrate. Therefore, it is preferable to obtain a double-sided silicone pressure-sensitive adhesive sheet using a direct coating method. Specifically, a single-sided silicone pressure-sensitive adhesive sheet is obtained by applying a silicone-based pressure-sensitive adhesive coating liquid to one surface (first substrate surface) of a substrate to form a first pressure-sensitive adhesive layer. .
  • a single-sided silicone pressure-sensitive adhesive sheet wound up in a roll shape is fed out, and a second pressure-sensitive adhesive layer is applied by applying a silicone-based pressure-sensitive adhesive coating solution to the other side of the base material (second base material surface).
  • a double-sided silicone pressure-sensitive adhesive sheet is produced by forming
  • the double-sided silicone pressure-sensitive adhesive sheet was produced by the above method, it was confirmed that the charge amount of the single-sided silicone pressure-sensitive adhesive sheet was increased when the single-sided silicone pressure-sensitive adhesive sheet was fed out.
  • the silicone-based adhesive is generated by the static electricity of the single-sided silicone adhesive sheet generated when the single-sided silicone adhesive sheet is unwound.
  • the organic solvent in the adhesive coating solution may ignite and cause a fire.
  • the object of the present invention is to ignite the organic solvent of the silicone adhesive coating liquid by static electricity of the single-sided silicone pressure-sensitive adhesive sheet generated when the single-sided silicone pressure-sensitive adhesive sheet is fed out in the process of producing the double-sided silicone pressure-sensitive adhesive sheet by the direct coating method. It is an object of the present invention to provide a method for producing a double-sided silicone pressure-sensitive adhesive sheet that can be safely produced without fear of the occurrence. Another object of the present invention is to provide a highly safe double-sided silicone pressure-sensitive adhesive sheet in which an increase in charge amount is suppressed.
  • the first pressure-sensitive adhesive layer is formed by applying a first coating liquid containing a silicone-based pressure-sensitive adhesive to the first base material surface of the base material, The first release film is laminated on the first pressure-sensitive adhesive layer to obtain a single-sided silicone pressure-sensitive adhesive sheet having antistatic performance, the step of winding the single-sided silicone pressure-sensitive adhesive sheet into a roll shape, and the film is wound into a roll shape. And applying a second coating liquid containing a silicone-based pressure-sensitive adhesive to the step of feeding out the one-sided silicone pressure-sensitive adhesive sheet and the second base material surface opposite to the first base material surface of the base material. And forming the second pressure-sensitive adhesive layer, and laminating the second release film on the second pressure-sensitive adhesive layer and winding it into a roll. Provided.
  • the antistatic agent contained in the first coating liquid is preferably an ion conductive silicone compound.
  • the antistatic agent contained in the first coating liquid is an ionic group-containing silicone oligomer or a silicone oil in which an alkali metal salt is dissolved. Preferably there is.
  • the second coating liquid preferably contains an antistatic agent.
  • the substrate has a long shape (band shape).
  • the base material is preferably a polyimide film.
  • a plurality of A4-sized test pieces are produced from the roll-like single-sided silicone pressure-sensitive adhesive sheet, and a plurality of the test pieces are stacked to produce a laminate. Then, one piece of the test piece is taken out from the outermost layer of the laminate, and the charge amount of one piece of the test piece after 10 seconds from taking out the one piece of test piece from the laminate is 10 kV or less. Preferably there is.
  • the substrate having the first substrate surface and the second substrate surface opposite to the first substrate surface, and the first substrate surface A first pressure-sensitive adhesive layer provided on the first pressure-sensitive adhesive layer, a first release film laminated on the first pressure-sensitive adhesive layer, a second pressure-sensitive adhesive layer provided on the second substrate surface, A second release film laminated on the second pressure-sensitive adhesive layer, wherein the first pressure-sensitive adhesive layer and the second pressure-sensitive adhesive layer contain a silicone pressure-sensitive adhesive, and the first pressure-sensitive adhesive layer
  • the agent layer is provided with a double-sided silicone pressure-sensitive adhesive sheet having antistatic performance.
  • the base material is preferably long (band-shaped).
  • the base material is preferably a polyimide film.
  • the first pressure-sensitive adhesive layer preferably contains an antistatic agent.
  • the antistatic agent contained in the first pressure-sensitive adhesive layer is preferably an ion conductive silicone compound.
  • the antistatic agent contained in the first pressure-sensitive adhesive layer is an ionic group-containing silicone oligomer or a silicone oil in which an alkali metal salt is dissolved. preferable.
  • the second pressure-sensitive adhesive layer preferably contains an antistatic agent.
  • the organic solvent of the silicone-based pressure-sensitive adhesive coating liquid is ignited by static electricity of the single-sided silicone pressure-sensitive adhesive sheet generated when the single-sided silicone pressure-sensitive adhesive sheet is fed out. Therefore, it is possible to provide a method for producing a double-sided silicone pressure-sensitive adhesive sheet that can be safely produced.
  • a highly safe double-sided silicone pressure-sensitive adhesive sheet in which an increase in charge amount is suppressed can be provided.
  • the double-sided silicone pressure-sensitive adhesive sheet 1 includes a base material 11 having a first base material surface 11a and a second base material surface 11b opposite to the first base material surface 11a, and a first base material surface 11a.
  • the first pressure-sensitive adhesive layer 21 provided, the first release film 31 laminated on the first pressure-sensitive adhesive layer 21, and the second pressure-sensitive adhesive layer 22 provided on the second substrate surface 11b And a second release film 32 laminated on the second pressure-sensitive adhesive layer 22.
  • the first pressure-sensitive adhesive layer 21 and the second pressure-sensitive adhesive layer 22 contain a silicone-based pressure-sensitive adhesive.
  • the first pressure-sensitive adhesive layer 21 preferably contains an antistatic agent. Furthermore, the second pressure-sensitive adhesive layer 22 can also contain an antistatic agent.
  • the shape of the double-sided silicone pressure-sensitive adhesive sheet 1 can take any shape such as a sheet shape, a tape shape, and a label shape.
  • a sheet material such as a synthetic resin film
  • synthetic resin films include polyimide film, polyethylene film, polypropylene film, polybutene film, polybutadiene film, polymethylpentene film, polyvinyl chloride film, vinyl chloride copolymer film, polyethylene terephthalate film, polyethylene naphthalate film, poly Butylene terephthalate film, polyurethane film, ethylene vinyl acetate copolymer film, ionomer resin film, ethylene / (meth) acrylic acid copolymer film, ethylene / (meth) acrylic acid ester copolymer film, polystyrene film, and polycarbonate film Etc.
  • the base material 11 the crosslinked film of these synthetic resin films, a laminated film, etc. are mentioned.
  • the base material 11 may have antistatic properties.
  • the substrate 11 is preferably a polyimide film.
  • the substrate 11 is preferably long (band-shaped). By using the long base material 11, the long double-sided silicone pressure-sensitive adhesive sheet 1 can be manufactured, and production by a so-called roll-to-roll method is possible, and the productivity of the double-sided silicone pressure-sensitive adhesive sheet 1 is improved. To do.
  • the thickness of the substrate 11 is preferably 10 ⁇ m or more and 500 ⁇ m or less, more preferably 15 ⁇ m or more and 300 ⁇ m or less, and further preferably 20 ⁇ m or more and 250 ⁇ m or less.
  • the pressure-sensitive adhesive composition constituting the first pressure-sensitive adhesive layer 21 and the second pressure-sensitive adhesive layer 22 contains a silicone pressure-sensitive adhesive.
  • the silicone pressure-sensitive adhesive contained in the pressure-sensitive adhesive composition of the first pressure-sensitive adhesive layer 21 and the silicone pressure-sensitive adhesive contained in the pressure-sensitive adhesive composition of the second pressure-sensitive adhesive layer 22 are the same as each other. May be different.
  • the pressure-sensitive adhesive composition constituting the first pressure-sensitive adhesive layer 21 preferably contains a silicone pressure-sensitive adhesive and an antistatic agent. Details of the antistatic agent will be described later.
  • the pressure-sensitive adhesive composition constituting the second pressure-sensitive adhesive layer 22 contains a silicone-based pressure-sensitive adhesive, may further contain an antistatic agent, and may not contain an antistatic agent.
  • the thicknesses of the first pressure-sensitive adhesive layer 21 and the second pressure-sensitive adhesive layer 22 are each independently preferably 1 ⁇ m or more and 100 ⁇ m or less, more preferably 2 ⁇ m or more and 80 ⁇ m or less, and 5 ⁇ m or more and 50 ⁇ m or less. More preferably.
  • the thickness of the 1st adhesive layer 21 and the 2nd adhesive layer 22 is less than 1 micrometer, there exists a possibility that the adhesive force of the adhesive tape obtained may not be enough.
  • the thickness of the 1st adhesive layer 21 and the 2nd adhesive layer 22 exceeds 100 micrometers, there is no improvement of adhesive performance and it is uneconomical.
  • the thickness of the first pressure-sensitive adhesive layer 21 and the second pressure-sensitive adhesive layer 22 exceeds 100 ⁇ m, it may cause the pressure-sensitive adhesive to stick out at the time of bonding of the pressure-sensitive adhesive sheet, and attach the pressure-sensitive adhesive sheet. There is a risk of causing cohesive failure of the pressure-sensitive adhesive layer when peeling from the body.
  • silicone pressure-sensitive adhesive examples include pressure-sensitive adhesives containing organopolysiloxane, and pressure-sensitive adhesives containing dimethylpolysiloxane are preferred. More specifically, the silicone-based pressure-sensitive adhesive is an organopolysiloxane having an unsaturated group such as a vinyl group, preferably a dimethylpolysiloxane having an unsaturated group such as a vinyl group, or a crosslink containing a hydrosilyl group (SiH group).
  • An addition-reactive silicone pressure-sensitive adhesive obtained by curing with an agent and a platinum-based catalyst, or a peroxide-curable silicone pressure-sensitive adhesive obtained by curing with an organic peroxide such as BPO can be used.
  • BPO is an abbreviation for Benzoylperoxide.
  • an addition reaction type silicone pressure-sensitive adhesive is preferred. In this case, it is possible to adjust the crosslinking density according to the density of the unsaturated group in consideration of the obtained adhesive strength. For the formation of the silicone pressure-sensitive adhesive layer, heating or the like is required for addition polymerization.
  • the antistatic agent a compound that can be mixed in the silicone pressure-sensitive adhesive composition and uniformly dispersed in the silicone-based pressure-sensitive adhesive composition is preferable.
  • examples of the antistatic agent include an ion conductive antistatic agent and conductive fine particles.
  • Other antistatic agents include ionic conductive silicone compounds.
  • the antistatic agent is preferably an ion conductive antistatic agent or an ion conductive silicone compound, and more preferably an ion conductive silicone compound.
  • the ion conductive silicone compound is not particularly limited.
  • the ion conductive silicone compound examples include an ionic group-containing silicone oligomer, a silicone oil in which an alkali metal salt is dissolved, an ionic group-containing silicone polymer, and the like.
  • ionic group-containing silicone oligomers or silicone oils in which alkali metal salts are dissolved are preferred because they are excellent in dispersibility with the silicone-based pressure-sensitive adhesive composition and are excellent in heat resistance and antistatic properties.
  • the ionic group-containing silicone oligomer is a silicone oligomer obtained by modifying a ionic liquid with silicone. Examples of commercially available products include X-40-2750, X-40-2450, and X-40- manufactured by Shin-Etsu Chemical Co., Ltd. 9310 etc. are mentioned.
  • a lithium salt is preferable.
  • the antistatic agent contained in the pressure-sensitive adhesive composition of the first pressure-sensitive adhesive layer 21 (first antistatic agent) And the antistatic agent (sometimes referred to as a second antistatic agent) contained in the adhesive composition of the second adhesive layer 22 are the same as each other. May be different.
  • Content of antistatic agent is 0.1 mass with respect to the adhesive composition (when an adhesive composition is 100 mass%) which comprises the 1st adhesive layer 21 and the 2nd adhesive layer 22. % To 50% by mass, more preferably 1.0% to 40% by mass.
  • the first antistatic agent contained in the adhesive composition of the first adhesive layer 21 and the second antistatic agent contained in the adhesive composition of the second adhesive layer 22 The contents may be the same as or different from each other.
  • the adhesive composition which comprises the 1st adhesive layer 21 and the 2nd adhesive layer 22 may contain the other component in the range which does not impair the effect of this invention.
  • other components that can be included in the pressure-sensitive adhesive composition include flame retardants, tackifiers, ultraviolet absorbers, antioxidants, antiseptics, antifungal agents, plasticizers, antifoaming agents, and wettability modifiers. Etc.
  • the first release film 31 and the second release film 32 are not particularly limited.
  • the release film preferably includes a release substrate and a release agent layer formed by applying a release agent on at least one surface of the release substrate.
  • the release substrate of the first release film 31 and the release substrate of the second release film 32 are the same as each other. It may be different.
  • the release agent layer of the first release film 31 and the release agent layer of the second release film 32 are the same release from each other. It may be formed with an agent or may be formed with a different release agent.
  • Examples of the release substrate include a paper substrate, a laminated paper obtained by laminating a thermoplastic resin such as polyethylene on the paper substrate, and a plastic film.
  • Examples of the paper substrate include glassine paper, coated paper, and cast coated paper.
  • Examples of the plastic film include polyester films such as polyethylene terephthalate, polybutylene terephthalate, and polyethylene naphthalate, and polyolefin films such as polypropylene and polyethylene.
  • Examples of the release agent include olefin resins, rubber elastomers (eg, butadiene resins, isoprene resins, etc.), long chain alkyl resins, alkyd resins, fluorine resins, and silicone resins.
  • the release agent is any selected from the group consisting of olefin resins, rubber elastomers (for example, butadiene resins, isoprene resins, etc.), long chain alkyl resins, alkyd resins, and fluorine resins.
  • olefin resins for example, butadiene resins, isoprene resins, etc.
  • rubber elastomers for example, butadiene resins, isoprene resins, etc.
  • long chain alkyl resins for example, butadiene resins, isoprene resins, etc.
  • alkyd resins alkyd resins
  • fluorine resins fluorine resins
  • a release film using a general silicone resin has a problem that it is easily peeled off from an adhesive layer containing a silicone adhesive.
  • the release agent layer of the first release film 31 and the second release film 32 is a fluororesin, the first adhesive layer 21 and the second adhesive layer 22 containing a silicone-based adhesive, The double-sided silicone pressure-sensitive adhesive sheet 1 having good releasability can be obtained.
  • the release agent layer may further contain an antistatic agent or may not contain an antistatic agent.
  • the thickness of the first release film 31 and the second release film 32 is not particularly limited.
  • the thickness of the first release film 31 and the second release film 32 is preferably 20 ⁇ m or more and 200 ⁇ m or less, and more preferably 25 ⁇ m or more and 150 ⁇ m or less.
  • the thickness of the release agent layer is not particularly limited.
  • the thickness of the release agent layer is preferably 0.01 ⁇ m or more and 2.0 ⁇ m or less, and 0.03 ⁇ m or more and 1. More preferably, it is 0 ⁇ m or less.
  • the thickness of the plastic film is preferably 3 ⁇ m or more and 50 ⁇ m or less, and more preferably 5 ⁇ m or more and 40 ⁇ m or less.
  • the double-sided silicone pressure-sensitive adhesive sheet 1 is composed of the base material 11, the first pressure-sensitive adhesive layer 21, the first release film 31, the second pressure-sensitive adhesive layer 22, and the second release film 32. A layer may be further provided.
  • Method for producing double-sided silicone adhesive sheet A method for producing the double-sided silicone pressure-sensitive adhesive sheet 1 according to this embodiment will be described.
  • a first coating liquid containing a silicone-based pressure-sensitive adhesive and an antistatic agent is applied to the first base material surface 11 a of the base material 11.
  • the first coating liquid and the second coating liquid can be prepared by diluting the silicone-based pressure-sensitive adhesive composition with an organic solvent.
  • the organic solvent include toluene, ethyl acetate, and methyl ethyl ketone.
  • the method for applying the coating liquid is not particularly limited. Examples of the application method include spray coating, bar coating, knife coating, roll knife coating, roll coating, blade coating, die coating, and gravure coating.
  • the coating liquid is applied to the substrate 11, and then the coating film is heated and dried. .
  • a crosslinking agent is mix
  • FIG. 2 shows a schematic diagram for explaining the pressure-sensitive adhesive sheet manufacturing apparatus 100A for the double-sided silicone pressure-sensitive adhesive sheet 1 according to the present embodiment.
  • the pressure-sensitive adhesive sheet manufacturing apparatus 100 ⁇ / b> A includes a first roll feeding unit 100, a coating unit 200, a drying unit 300, a second roll feeding unit 400, a bonding unit 500, and a roll winding unit 600.
  • the 1st roll supply part 100 pays out the base material 11 and the single-sided silicone adhesive sheet 10 (refer FIG. 3C) wound up by roll shape.
  • the coating unit 200 applies a coating liquid to the base material 11 and the single-sided silicone pressure-sensitive adhesive sheet 10 that has been fed by the first roll feeding unit 100 to form a pressure-sensitive adhesive layer.
  • the drying unit 300 dries the pressure-sensitive adhesive layer and removes the organic solvent and the like contained in the coating liquid.
  • the 2nd roll supply part 400 pays out the peeling film wound up by roll shape.
  • the bonding unit 500 laminates the release film fed from the second roll feeding unit 400 on the pressure-sensitive adhesive layer dried by the drying unit 300.
  • the roll winding unit 600 winds up the sheet (the single-sided silicone pressure-sensitive adhesive sheet 10 and the double-sided silicone pressure-sensitive adhesive sheet 1) on which the release film is laminated in a roll shape.
  • FIG. 3A to 3E are schematic views for explaining a method for producing the double-sided silicone pressure-sensitive adhesive sheet 1 according to the present embodiment.
  • a method of manufacturing using the pressure-sensitive adhesive sheet manufacturing apparatus 100A will be described as an example.
  • the double-sided silicone pressure-sensitive adhesive sheet 1 according to this embodiment is manufactured through the following steps.
  • FIG. 3A shows a schematic cross-sectional view of a substrate 11 having a first substrate surface 11a and a second substrate surface 11b.
  • the long base material 11 wound up in a roll shape is installed in the first roll feeding unit 100.
  • the base material 11 is fed by the first roll feeding unit 100 so that the first base material surface 11 a becomes the upper surface, and is conveyed to the coating unit 200.
  • a first pressure-sensitive adhesive layer 21 is formed by applying a first coating liquid containing a silicone-based pressure-sensitive adhesive and an antistatic agent to the first base material surface 11a of the base material 11 at the application unit 200 ( (See FIG. 3B). Then, the 1st laminated body which has the base material 11 and the 1st adhesive layer 21 is conveyed from the application part 200 to the drying part 300, and the 1st adhesive layer 21 is dried. Furthermore, a 1st laminated body is conveyed from the drying part 300 to the bonding part 500, and the 1st peeling film 31 is laminated
  • the first release film 31 is a long film wound up in a roll shape, and is fed from the second roll feeding unit 400 and conveyed to the bonding unit 500. One laminate is attached.
  • the 2nd laminated body single-sided silicone adhesive sheet 10
  • the manufacturing method according to the present embodiment includes a step of winding the single-sided silicone pressure-sensitive adhesive sheet 10 into a roll before forming the second pressure-sensitive adhesive layer 22.
  • the single-sided silicone pressure-sensitive adhesive sheet 10 wound up in a roll shape is further installed in the first roll feeding portion 100 in FIG.
  • a step of feeding out The one-sided silicone pressure-sensitive adhesive sheet 10 that has been fed out is conveyed to the application unit 200.
  • the 2nd coating liquid containing a silicone type adhesive agent is apply
  • the third laminate (the laminate having the substrate 11, the first pressure-sensitive adhesive layer 21, the first release film 31 and the second pressure-sensitive adhesive layer 22) is conveyed from the application unit 200 to the drying unit 300. Then, the second pressure-sensitive adhesive layer 22 is dried.
  • a 3rd laminated body is conveyed from the drying part 300 to the bonding part 500, and the 2nd peeling film 32 is laminated
  • the second release film 32 is a long film wound up in a roll shape, and is fed out from the second roll feeding unit 400 and conveyed to the bonding unit 500. Bonded with the three laminates.
  • the first pressure-sensitive adhesive layer 21 is provided between the base material 11 and the first release film 31, and the second pressure-sensitive adhesive layer 22 is provided between the base material 11 and the second release film 32.
  • a double-sided silicone pressure-sensitive adhesive sheet 1 provided with (see FIG. 3E) is obtained.
  • the double-sided silicone pressure-sensitive adhesive sheet 1 thus manufactured is wound up in a roll shape by, for example, the roll winding unit 600 in FIG.
  • the double-sided silicone pressure-sensitive adhesive sheet 1 according to this embodiment can be manufactured using a pressure-sensitive adhesive sheet manufacturing apparatus 100A.
  • This invention is not limited to the manufacturing method of the double-sided silicone adhesive sheet 1 manufactured using the adhesive sheet manufacturing apparatus 100A and the double-sided silicone adhesive sheet 1 implemented using the adhesive sheet manufacturing apparatus 100A.
  • the first coating liquid and the second coating liquid are directly applied to the base material 11, and the first pressure-sensitive adhesive layer. 21 and the second pressure-sensitive adhesive layer 22 are preferably formed.
  • the charge amount of the single-sided silicone pressure-sensitive adhesive sheet 10 is preferably 10 kV or less.
  • the charge amount of the single-sided silicone pressure-sensitive adhesive sheet 10 is a value measured by a method of an example described later. If the charge amount of the single-sided silicone pressure-sensitive adhesive sheet 10 is 10 kV or less, there is no risk of ignition and the second pressure-sensitive adhesive composition can be applied by a direct coating method.
  • the double-sided silicone pressure-sensitive adhesive sheet according to this embodiment can be used as a highly safe double-sided silicone pressure-sensitive adhesive sheet in which an increase in charge amount is suppressed. Moreover, the double-sided silicone adhesive sheet which concerns on this embodiment can be utilized as a double-sided silicone adhesive sheet containing a heat-resistant silicone adhesive.
  • the double-sided silicone pressure-sensitive adhesive sheet according to the present embodiment can be suitably used, for example, in an electronic device manufacturing process that requires high temperature conditions. Furthermore, in the double-sided silicone pressure-sensitive adhesive sheet according to this embodiment, by using a heat-resistant polyimide film as a base material, it can be more suitably used in the manufacturing process of the electronic device.
  • the present invention is not limited to the above embodiment.
  • the present invention includes an aspect obtained by modifying the above-described embodiment as long as the object of the present invention can be achieved.
  • the base material 11, the first pressure-sensitive adhesive layer 21 provided on the first base material surface 11a, and the first pressure-sensitive adhesive layer 21 and a second pressure-sensitive adhesive layer 22 provided on the second base material surface 11b, and the second pressure-sensitive adhesive layer 22 includes a second release film 32.
  • a double-sided silicone pressure-sensitive adhesive sheet 1A that is not laminated is exemplified. Both surfaces of the double-sided release film 33 have peelability.
  • the double-sided release film 33 preferably includes a release base and a release agent layer formed on both sides of the release base.
  • the release substrate and release agent layer of the double-sided release film 33 may be the same release substrate and release agent layer as the first release film 31 and the second release film 32.
  • the double-sided silicone pressure-sensitive adhesive sheet 1A is a sheet piece
  • a plurality of double-sided silicone pressure-sensitive adhesive sheets 1A may be laminated to form a laminate.
  • the second pressure-sensitive adhesive layer 22 of another double-sided silicone pressure-sensitive adhesive sheet 1A can be laminated on the outer surface side of the double-sided release film 33 of the double-sided silicone pressure-sensitive adhesive sheet 1A.
  • stacking state 1 A of sheet piece-like double-sided silicone adhesive sheets can be peeled from the laminated body one by one, protecting the 2nd adhesive layer 22, and can be used.
  • double-sided silicone adhesive sheet 1A is elongate, it can be wound around a core material and stored as a roll.
  • a first pressure-sensitive adhesive layer is formed by applying a first coating liquid containing a silicone-based pressure-sensitive adhesive and an antistatic agent.
  • the single-sided silicone adhesive sheet whose base material is a base material (antistatic base material) which has antistatic property is mentioned.
  • the first pressure-sensitive adhesive layer does not contain an antistatic agent, or the single-sided silicone pressure-sensitive adhesive sheet further contains an antistatic agent.
  • the first release film may have antistatic properties or may not have antistatic properties.
  • a method for forming a pressure-sensitive adhesive layer not containing an antistatic agent for example, a method of preparing a coating solution that does not contain an antistatic agent, applying the coating solution to a substrate, and drying the coating solution Is mentioned.
  • the single-sided silicone adhesive sheet which has an antistatic layer in at least any one surface of the 1st base material surface of a base material and the 2nd base material surface on the opposite side is mentioned.
  • the antistatic layer is formed on the first substrate surface
  • the first pressure-sensitive adhesive layer is formed on the antistatic layer.
  • the antistatic layer is formed on the second base material surface
  • the first pressure-sensitive adhesive layer is formed on the first base material surface
  • the second pressure-sensitive adhesive layer is formed on the antistatic layer. It is formed.
  • the first pressure-sensitive adhesive layer is a single-sided silicone pressure-sensitive adhesive sheet that does not contain an antistatic agent, or the first pressure-sensitive adhesive layer is a single-sided silicone pressure-sensitive adhesive sheet that further contains an antistatic agent.
  • the substrate may have antistatic properties or may not have antistatic properties.
  • the first release film may have antistatic properties or may not have antistatic properties.
  • a single-sided silicone pressure-sensitive adhesive sheet in which a first release film having antistatic properties is laminated on the first pressure-sensitive adhesive layer.
  • the first release film having antistatic properties is a release film comprising a release substrate and a release agent layer as in the release film described in the embodiment, and at least any of the release substrate and the release agent layer. Is preferably a release film having antistatic properties. Examples of the case where the release agent layer has antistatic properties include a case where an antistatic agent is added to the release agent layer.
  • the substrate may have antistatic properties or may not have antistatic properties.
  • Adhesive composition A Addition reaction type silicone adhesive (manufactured by Toray Dow Corning Co., Ltd., product name: SD4570PSA, solid content 60% by mass, silicone resin content 60% by mass, addition reaction type silicone containing crosslinking agent) 100 mass Part, platinum catalyst (manufactured by Dow Corning Toray Co., Ltd., product name: SRX-212, solid content: 100% by mass), 0.9 parts by mass, and a silicone oil in which a lithium (Li) salt as an antistatic agent is dissolved (Adhesive composition A was prepared by adding 20 parts by weight (manufactured by Maruhishi Oil Chemical Co., Ltd., PC-3462, solid content 62% by mass), and this adhesive composition A was diluted with toluene to obtain a solid content. A coating liquid AL having a concentration of 25% by mass was prepared.
  • Adhesive composition B The antistatic agent contained in the pressure-sensitive adhesive composition A was changed to an ionic group-containing silicone oligomer (manufactured by Shin-Etsu Chemical Co., Ltd., X-40-2750, solid content: 100% by mass), and the addition amount was changed to 6 parts by mass.
  • a pressure-sensitive adhesive composition B was prepared in the same manner as the pressure-sensitive adhesive composition A, except that it was prepared as described above.
  • the pressure-sensitive adhesive composition B was diluted with toluene to prepare a coating liquid BL having a solid content concentration of 25% by mass.
  • Adhesive composition C A pressure-sensitive adhesive composition C was prepared in the same manner as the pressure-sensitive adhesive composition A except that the anti-static agent contained in the pressure-sensitive adhesive composition A was not included.
  • the pressure-sensitive adhesive composition C was diluted with toluene to prepare a coating liquid CL having a solid concentration of 25% by mass.
  • Example 1 With respect to the first base material surface of the polyimide film (manufactured by Toray DuPont Co., Ltd., Kapton 100H, thickness 25 ⁇ m) as the base material, the prepared coating liquid AL is so dried that the thickness after drying becomes 20 ⁇ m. Application using a comma coater (registered trademark), passing through a drying oven, drying at a wind speed of 5 m / sec, a drying temperature of 120 ° C.
  • a comma coater registered trademark
  • the release layer surface side of the release film [manufactured by Lintec Co., Ltd .; SP-PET38YSD] was laminated to prepare a single-sided silicone adhesive sheet having a structure of base material / first adhesive layer / first release film.
  • This single-sided silicone pressure-sensitive adhesive sheet was wound up into a roll. Moreover, the antistatic performance mentioned later was evaluated using this single-sided silicone adhesive sheet.
  • the single-sided silicone pressure-sensitive adhesive sheet is fed out from the wound body of the obtained single-sided silicone pressure-sensitive adhesive sheet, and the prepared coating liquid CL is dried on the second base material surface of the base material using a comma coater (registered trademark). It was applied so that the subsequent thickness was 20 ⁇ m, passed through a drying furnace, dried at a wind speed of 5 m / sec, a drying temperature of 120 ° C. and a drying time of 60 seconds, and further from a 38 ⁇ m polyethylene terephthalate film provided with a fluorine-based release layer.
  • a comma coater registered trademark
  • the release layer surface side of the release film [manufactured by Lintec Corporation; SP-PET38YSD] is laminated, wound up into a roll, and the second release film / second adhesive layer / base material / first adhesive layer / A double-sided silicone pressure-sensitive adhesive sheet having the configuration of the first release film was prepared.
  • Example 2 The single-sided silicone pressure-sensitive adhesive sheet and double-sided silicone pressure-sensitive adhesive sheet of Example 2 were produced in the same manner as in Example 1 except that the coating liquid AL in Example 1 was changed to the coating liquid BL. Using this single-sided silicone pressure-sensitive adhesive sheet, the antistatic performance described later was evaluated.
  • Comparative Example 1 a single-sided silicone pressure-sensitive adhesive sheet was produced in the same manner as in Example 1 except that the coating liquid AL in Example 1 was changed to the coating liquid CL. Since static electricity was generated in the process of drawing out the wound body of the single-sided silicone pressure-sensitive adhesive sheet, it was determined that there was a possibility of ignition, and the subsequent processes were stopped. The evaluation of the antistatic performance described later was performed on a single-sided silicone pressure-sensitive adhesive sheet.
  • the charge amount of the single-sided silicone pressure-sensitive adhesive sheet was measured by the following method.
  • a plurality of A4 size test pieces were produced from the obtained roll-shaped single-sided silicone pressure-sensitive adhesive sheet.
  • a plurality of test pieces were stacked to produce a laminate.
  • the laminate was allowed to stand, and then one test piece was taken out from the outermost layer of the laminate, and the charge amount of one test piece after 60 seconds from the removal of the test piece from the laminate was measured.
  • the charge amount was measured by a digital electrostatic potential measuring device (KSD-0108, manufactured by Kasuga Denki Co., Ltd.).
  • the A4 size means that the size is 210 mm long and 297 mm wide.
  • Table 1 shows the evaluation results of the above-described antistatic performance with respect to the test pieces according to Example 1, Example 2, and Comparative Example 1.
  • the content of the antistatic agent in Table 1 is the content in the total solid content of the pressure-sensitive adhesive composition.
  • the single-sided silicone pressure-sensitive adhesive sheet according to the example containing the antistatic agent in the first pressure-sensitive adhesive layer has a small charge amount, and in the step of producing the double-sided silicone pressure-sensitive adhesive sheet by the direct coating method, There is no risk of the organic solvent in the silicone-based adhesive coating liquid being ignited by static electricity of the silicone adhesive sheet, and a double-sided silicone adhesive sheet can be produced safely.
  • Double-sided silicone adhesive sheet 11 ... Base material, 11a ... 1st base material surface, 11b ... 2nd base material surface, 21 ... 1st adhesive layer, 22 ... 2nd adhesive layer, 31 ... 1st peeling film, 32 ... 2nd peeling film, 33 ... Double-sided peeling film.
PCT/JP2017/038233 2016-11-24 2017-10-24 両面シリコーン粘着シート及び両面シリコーン粘着シートの製造方法 WO2018096858A1 (ja)

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