WO2024214476A1 - 難燃性粘着剤組成物及び難燃性粘着テープ - Google Patents

難燃性粘着剤組成物及び難燃性粘着テープ Download PDF

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WO2024214476A1
WO2024214476A1 PCT/JP2024/010051 JP2024010051W WO2024214476A1 WO 2024214476 A1 WO2024214476 A1 WO 2024214476A1 JP 2024010051 W JP2024010051 W JP 2024010051W WO 2024214476 A1 WO2024214476 A1 WO 2024214476A1
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Prior art keywords
flame
retardant
adhesive tape
pressure
adhesive composition
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English (en)
French (fr)
Japanese (ja)
Inventor
是貴 足利
淳一 落合
剛 田中
拓巳 熊澤
靖史 土屋
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Teraoka Seisakusho Co Ltd
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Teraoka Seisakusho Co Ltd
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Priority to JP2025513844A priority Critical patent/JPWO2024214476A1/ja
Priority to CN202480024485.XA priority patent/CN121079376A/zh
Priority to KR1020257036893A priority patent/KR20250172937A/ko
Publication of WO2024214476A1 publication Critical patent/WO2024214476A1/ja
Anticipated expiration legal-status Critical
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • 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
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/32—Phosphorus-containing compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
    • C08K5/3477—Six-membered rings
    • C08K5/3492—Triazines
    • C08K5/34922—Melamine; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/49—Phosphorus-containing compounds
    • C08K5/51—Phosphorus bound to oxygen
    • C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
    • C08K5/5313—Phosphinic compounds, e.g. R2=P(:O)OR'
    • 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • 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
    • C09J161/00—Adhesives based on condensation polymers of aldehydes or ketones; Adhesives based on derivatives of such polymers
    • C09J161/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C09J161/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C09J161/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
    • 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
    • C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
    • 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
    • C09J173/00—Adhesives based on macromolecular compounds obtained by reactions forming a linkage containing oxygen or oxygen and carbon in the main chain, not provided for in groups C09J159/00 - C09J171/00; Adhesives based on derivatives of such polymers
    • C09J173/02—Polyanhydrides
    • 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
    • C09J179/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen, with or without oxygen, or carbon only, not provided for in groups C09J161/00 - C09J177/00
    • C09J179/02—Polyamines
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22—Plastics; Metallised plastics
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22—Plastics; Metallised plastics
    • C09J7/25—Plastics; Metallised plastics based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/255—Polyesters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/385—Acrylic polymers

Definitions

  • the present invention relates to a flame-retardant adhesive composition and a flame-retardant adhesive tape.
  • the adhesive tapes that make up these products are required to have high flame retardancy and insulation properties in order to ensure product safety.
  • the most common method for imparting flame retardancy to adhesive tapes has been to mix a halogen-based flame retardant and an antimony compound as a flame retardant assistant into the adhesive to impart high flame retardancy.
  • halogen-based flame retardants generate toxic gases when burned, and antimony compounds are themselves toxic, and experts have pointed out their effects on the human body.
  • Patent Document 1 discloses an adhesive tape that does not use halogen-based flame retardants or antimony compounds, but has an adhesive layer made of a composition in which an aromatic phosphate ester-based flame retardant (monomer-type aromatic phosphate ester, aromatic condensed phosphate ester) and a nitrogen-containing phosphate compound-based flame retardant (melamine polyphosphate, etc.) are added to a base polymer in a specific ratio, and it is described that this adhesive tape has excellent flame retardancy, adhesion, etc., and can effectively prevent the precipitation of the aromatic phosphate ester-based flame retardant on the surface of the adhesive layer.
  • aromatic phosphate ester-based flame retardant monomer-type aromatic phosphate ester, aromatic condensed phosphate ester
  • a nitrogen-containing phosphate compound-based flame retardant melamine polyphosphate, etc.
  • Patent Document 2 discloses an adhesive that contains an acrylic polymer made using a specific amount of a carboxyl group-containing monomer, an isocyanate curing agent, and a specific ratio of a phosphinic acid salt having a specific average particle size, and an adhesive tape having an adhesive layer made of this adhesive, and describes that this adhesive has flame retardancy, excellent adhesiveness, and excellent adhesive retention.
  • Patent Document 1 To obtain an adhesive with sufficient flame retardancy using the method described in Patent Document 1, it is necessary to use a combination of multiple specific flame retardants, and in reality, it takes a lot of time to disperse these uniformly.
  • rust inhibitors such as benzotriazole are used to prevent corrosion of electric wires.
  • benzotriazole is used in an adhesive containing an acidic flame retardant to prevent corrosion of electric wires.
  • Another method for preventing corrosion is to add a free base to the adhesive to reduce the acidity, but this causes a problem of a decrease in the cohesive strength of the adhesive after accelerated heat and humidity treatment.
  • adhesives containing materials containing ester bonds such as (meth)acrylic polymers
  • the decrease in cohesive strength is thought to be due to the cleavage of the ester bonds.
  • the object of the present invention is to solve the above problems by providing an adhesive composition that can be used to obtain an adhesive tape that is highly flame retardant and is resistant to deterioration of electrical properties due to corrosion of components such as electric wires, and a flame-retardant adhesive tape using the same.
  • Another object of the present invention is to provide an adhesive composition that can be used to obtain an adhesive tape that is highly flame retardant and is resistant to deterioration of electrical properties due to corrosion of components such as electric wires, and that is difficult to peel off even when wrapped around a material, and a flame-retardant adhesive tape using the same.
  • a pressure-sensitive adhesive composition comprising a pressure-sensitive adhesive polymer, a curing agent, and a flame retardant, the hardener comprises an alkylated melamine hardener;
  • the flame-retardant pressure-sensitive adhesive composition wherein the flame retardant comprises an acidic phosphorus-based flame retardant.
  • the flame retardant is a flame retardant that is not liquid at 23°C.
  • the content of the acidic phosphorus-based flame retardant is 20 parts by mass or more and 60 parts by mass or less per 100 parts by mass of the pressure-sensitive adhesive polymer
  • the flame-retardant pressure-sensitive adhesive composition according to [7] further comprising an epoxy-based curing agent as a curing agent other than the alkylated melamine curing agent. Adhesive composition.
  • a release agent (long-chain alkyl pendant polymer) was applied to one side of a 50 ⁇ m-thick PET film at a rate of 0.15 g/m using a Mayer bar. After the second coating, the film is dried at 80°C for 1 minute, and then a flame-retardant adhesive composition is coated on the other side of the PET film, followed by drying at 100°C for 1 minute. The film is then processed to a width of 10 mm to prepare a test adhesive tape.
  • test adhesive tape (10 mm wide) is wrapped around a round iron nail having a diameter of 5.20 mm ⁇ 0.10 mm, with both longitudinal ends of the test adhesive tape aligned, and the test adhesive tape is wrapped around the nail by two and a half turns while applying a load of 100 gf (9.8 mN).
  • the end is then cut off to prepare a test sample without peeling.
  • the test sample is left for 20 minutes in an environment with a temperature of 23 ⁇ 1°C and a relative humidity of 50 ⁇ 5%, and then heated in a dryer set at 120°C for 1 hour.
  • the length of the peeled portion (peeling distance) of the adhesive tape end of the obtained test sample is measured with a ruler.
  • a flame-retardant pressure-sensitive adhesive tape having a substrate and a pressure-sensitive adhesive layer provided on at least one surface of the substrate, A flame-retardant adhesive tape, characterized in that the adhesive layer comprises the flame-retardant adhesive composition according to any one of [1] to [12].
  • the pressure-sensitive adhesive layer is provided on one surface of the substrate, The flame-retardant adhesive tape according to [13] or [14], wherein at least an outermost layer on the side of the substrate opposite to the side on which the adhesive layer is provided is made of a resin material.
  • an adhesive composition capable of obtaining an adhesive tape having high flame retardancy and being resistant to deterioration of electrical properties due to corrosion of components such as electric wires, and a flame-retardant adhesive tape using the same.
  • an adhesive composition capable of obtaining an adhesive tape having high flame retardancy and being resistant to deterioration of electrical properties due to corrosion of components such as electric wires, and which is also resistant to peeling even when wrapped around the material, and a flame-retardant adhesive tape using the same.
  • FIG. 1 is a schematic cross-sectional view showing an example of a layer structure of a flame-retardant pressure-sensitive adhesive tape according to the present invention.
  • FIG. 2 is a schematic cross-sectional view showing another example of the layer structure of the flame-retardant pressure-sensitive adhesive tape according to the present invention.
  • FIG. 2 is an explanatory diagram of a method (winding test) for measuring the adhesion (peel distance) of a flame-retardant adhesive tape when it is wound.
  • the flame-retardant adhesive composition of one embodiment of the present invention comprises an adhesive polymer, a curing agent (crosslinking agent) for the adhesive polymer, and a flame retardant, and is characterized in that the curing agent comprises an alkylated melamine curing agent, and the flame retardant comprises an acidic phosphorus-based flame retardant.
  • a flame-retardant adhesive tape according to another embodiment of the present invention has a substrate and an adhesive layer provided on at least one surface of the substrate, the adhesive layer being made of the flame-retardant adhesive composition.
  • the inventors focused on the problem of deterioration of electrical properties due to corrosion when an acidic flame retardant is used in the adhesive layer of a flame-retardant adhesive tape applied to the electronics and electrical fields, and after extensive research, they discovered that the deterioration of electrical properties can be suppressed by using an alkylated melamine hardener as a hardener (crosslinking agent) for the adhesive polymer, thereby completing the present invention.
  • an alkylated melamine hardener as a hardener (crosslinking agent) for the adhesive polymer
  • the flame retardant contained in the flame retardant composition and the pressure-sensitive adhesive layer of the pressure-sensitive adhesive tape according to the present invention includes an acidic phosphorus-based flame retardant.
  • the acidic phosphorus-based flame retardant is preferably a phosphorus-based flame retardant having a pH of 2 or more and 6 or less, as measured by the following pH measurement method. ⁇ pH measurement method> At room temperature (23 ⁇ 2° C.), 1 g of flame retardant and 50 g of ion-exchanged water are mixed and stirred for 1 minute using a glass rod. After 10 minutes, the pH of the resulting mixture is measured using a glass electrode pH meter.
  • Acidic phosphorus-based flame retardants include: phosphinic acid flame retardants such as phosphinates or alkylphosphinates, such as aluminum phosphinate, aluminum dimethylphosphinate, aluminum ethylmethylphosphinate, aluminum diethylphosphinate, aluminum methyl-n-propylphosphinate, methanedi(aluminum methylphosphinate), benzene-1,4-(aluminum dimethylphosphinate), aluminum methylphenylphosphinate, and aluminum diphenylphosphinate; melamine/melam/melem salts of phosphoric acid or polyphosphoric acid, such as melamine phosphate, dimelamine phosphate, melamine pyrophosphate, melamine polyphosphate, melam polyphosphate, and melem polyphosphate;
  • acidic phosphate esters include methyl acid phosphate, ethyl acid phosphate, isopropyl acid phosphate
  • preferred acidic phosphorus-based flame retardants are phosphinic acid-based flame retardants and polyphosphoric acid-based flame retardants, and more preferred is at least one selected from phosphinates, alkylphosphinates, and melamine polyphosphate.
  • phosphinate is a flame retardant manufactured by Universal Chemtech Co., Ltd., product name: PNF100R.
  • alkyl phosphinate is a flame retardant manufactured by Universal Chemtech Co., Ltd., product name: OMP-800.
  • An example of melamine polyphosphate is a flame retardant manufactured by Sanwa Chemical Co., Ltd., product name (grade name): MPP-A.
  • the flame retardant contained in the flame-retardant adhesive composition and the adhesive layer is preferably a flame retardant that is not liquid at 23°C under atmospheric pressure (non-fluid flame retardant) in order to prevent the flame retardant from seeping out.
  • a flame retardant that is not liquid at 23°C refers to a flame retardant that is semi-solid, gel-like or solid at 23°C.
  • a flame retardant that is solid at 23°C is more preferable.
  • the content of the acidic phosphorus-based flame retardant in the flame-retardant adhesive composition and the adhesive layer is preferably 20 parts by mass or more and 60 parts by mass or less, more preferably 30 parts by mass or more and 50 parts by mass or less, per 100 parts by mass of the adhesive polymer.
  • the content of the acidic phosphorus-based flame retardant be 20 parts by mass or more per 100 parts by mass of the adhesive polymer, the effect of flame retardancy can be sufficiently obtained.
  • the content of the acidic phosphorus-based flame retardant be 60 parts by mass or less per 100 parts by mass of the adhesive polymer, the decrease in insulation properties, the precipitation of the acidic phosphorus-based flame retardant on the surface of the adhesive layer, the decrease in the cohesive force of the adhesive layer, the decrease in adhesive force as an adhesive tape, etc. can be suppressed, and the corrosion prevention effect by the alkylated melamine curing agent can be more easily obtained.
  • the flame-retardant adhesive composition and the adhesive layer may contain flame retardants (combined components) other than the acidic phosphorus-based flame retardant, from the viewpoint of further improving flame retardancy, within a range that does not impair the desired effects of the present invention.
  • flame retardants combined components
  • the combined components include metal hydroxides, melamine compounds, triazine compounds, guanidine compounds, guanylurea compounds, dicyandiamide, boric acid compounds, etc.
  • the metal hydroxides include aluminum hydroxide, magnesium hydroxide, calcium hydroxide, etc.
  • melamine compounds examples include melamine sulfate, melamine nitrate, melamine borate, melamine phthalate, melamine sulfamate, melamine cyanurate, etc. These combined components may be used alone or in combination of two or more.
  • the content of the combined component in the flame-retardant adhesive composition and the adhesive layer can be set to 0.1 parts by mass or more and 60 parts by mass or less per 100 parts by mass of the adhesive polymer, and it is preferable that the total of this combined component, the acidic phosphorus-based flame retardant, and the flame retardant auxiliary described below is 60 parts by mass or less.
  • the flame-retardant adhesive composition and the adhesive layer may contain a flame-retardant assistant.
  • a flame-retardant assistant include zinc oxide, lead sulfide, tin oxide, zinc stannate, zinc borate, etc. These may be used alone or in combination of two or more.
  • the content of the flame-retardant assistant in the flame-retardant adhesive composition and the adhesive layer can be set to 0.1 parts by mass or more and 60 parts by mass or less per 100 parts by mass of the adhesive polymer, and it is preferable that the total of this flame-retardant assistant, the acidic phosphorus-based flame retardant, and the concomitant component is 60 parts by mass or less.
  • the average particle size of the flame retardant and the flame retardant assistant is preferably 0.5 ⁇ m or more and 25 ⁇ m or less, and more preferably 1 ⁇ m or more and 10 ⁇ m or less.
  • the average particle size is 0.5 ⁇ m or more, the powder can be easily handled.
  • the average particle size is 25 ⁇ m or less, the stability after dispersion in the flame retardant adhesive composition and the adhesive layer is high, and the adhesive strength is less likely to decrease because the surface of the adhesive layer is less likely to become rough due to exposure to the surface.
  • an acrylic adhesive ((meth)acrylic polymer).
  • the acrylic adhesive include acrylic adhesives obtained by copolymerizing, as necessary, a monomer containing a functional group such as an unsaturated carboxylic acid or an anhydride thereof, such as (meth)acrylic acid, crotonic acid, fumaric acid, itaconic acid, or (anhydrous)maleic acid, a vinyl monomer such as vinyl acetate, acrylonitrile, or styrene, or a (meth)acrylic monomer such as 2-hydroxyethyl (meth)acrylate or 2-methylolethylacrylamide, which is a (meth)acrylic acid ester monomer as a main component.
  • “(meth)acrylic” means “acrylic” or/and “methacrylic.” In the case of a (meth)acrylic polymer, it means an "acrylic polymer" or/and
  • the flame-retardant adhesive composition and the adhesive layer may contain one or more of various additives, such as tackifier resins, colorants, antioxidants, weathering agents, softeners, stabilizers, fillers, extenders, and reinforcing agents, in combination, as necessary, to the extent that the effects of the present invention are not impaired.
  • additives such as tackifier resins, colorants, antioxidants, weathering agents, softeners, stabilizers, fillers, extenders, and reinforcing agents, in combination, as necessary, to the extent that the effects of the present invention are not impaired.
  • Alkylated melamine hardener acts as a crosslinking agent for the adhesive polymer to crosslink the adhesive polymer, thereby improving the performance of the adhesive layer.
  • an alkylated melamine curing agent is contained in the flame retardant adhesive composition and the adhesive layer.
  • the use of an alkylated melamine hardener can suppress corrosion caused by the acidity of the flame retardant due to its basicity.
  • the alkylated melamine hardener binds to the adhesive polymer as a crosslinking agent, preventing problems that occur when a free base is added.
  • alkylated melamine hardener examples include methylated melamine resin, ethylated melamine resin, propylated melamine resin, butylated melamine resin, hexylated melamine resin, octylated melamine resin, and methyl-butyl mixed alkylated melamine resin.
  • Specific examples of alkylated melamine hardeners include the following products: Examples of the methylated melamine resin include methylated melamine resins manufactured by Sanwa Chemical Co., Ltd., such as Nikalac MW-30 (product name), Nikalac MW-22 (product name), and Nikalac MS-11 (product name).
  • n-butylated melamine resins examples include melamine resins manufactured by DIC Corporation: Amidia J-820-60 (product name); and amino resins manufactured by Mitsui Chemicals, Inc.: U-BAN 20SB (product name), U-BAN 20SE60 (product name), U-BAN 21R (product name), U-BAN 22R (product name), U-BAN 122 (product name), U-BAN 125 (product name), U-BAN 128 (product name), and U-BAN 228 (product name).
  • Examples of iso-butylated melamine resins include amino resins manufactured by Mitsui Chemicals, Inc.: U-BAN 60R (product name), U-BAN 62 (product name), U-BAN 62E (product name), U-BAN 360 (product name), U-BAN 165 (product name), and U-BAN 166-60 (product name).
  • Examples of the mixed alkylated melamine resin include mixed etherified melamine resins (alkyl group: methyl/n-butyl) manufactured by Sanwa Chemical Co., Ltd., such as Nikalac MX-45 (product name) and Nikalac MX-410 (product name).
  • the content of the alkylated melamine hardener in the flame-retardant adhesive composition and in the adhesive layer is preferably 0.03 parts by mass or more and 0.5 parts by mass or less, more preferably 0.05 parts by mass or more and 0.4 parts by mass or less, and even more preferably 0.1 parts by mass or more and 0.3 parts by mass or less, relative to 100 parts by mass of the adhesive polymer. If the content of the alkylated melamine hardener is 0.03 parts by mass or more, it is possible to obtain a sufficient corrosion prevention effect while obtaining the effect as a hardener, and if it is 0.5 parts by mass or less, the amount is not excessive for the desired effect, and material costs can be reduced.
  • the curing agent contained in the flame-retardant pressure-sensitive adhesive composition and the pressure-sensitive adhesive layer is preferably a combination of the alkylated melamine curing agent and another curing agent (a combination component of the curing agent).
  • the component used in combination with the alkylated melamine curing agent (combined curing agent component) is not particularly limited as long as it can crosslink the adhesive polymer used. Examples of the component include epoxy-based curing agents, metal chelate-based curing agents, isocyanate-based curing agents, acid anhydride-based curing agents, amine-based curing agents, and aziridine-based curing agents.
  • epoxy-based curing agents and chelate-based curing agents are preferred, and epoxy-based curing agents are more preferred.
  • an alkylated melamine hardener in combination with another hardener (hardener combination component), in addition to the corrosion prevention effect, the adhesive strength can be improved, and the peeling prevention effect after wrapping of the flame-retardant adhesive tape can also be improved.
  • the aforementioned hardener-combined component include the following products.
  • the chelate-based curing agent include an organic titanium compound manufactured by Matsumoto Fine Chemical Co., Ltd.: ORGATIXX TC-100 (product name) (titanium acetylacetonate); and an aluminum organic compound manufactured by Kawaken Fine Chemical Co., Ltd.: Aluminum Chelate A (product name) (aluminum tris(acetylacetonate)).
  • the epoxy-based curing agent include E-AX (product name), an epoxy-based curing agent manufactured by Soken Chemical & Engineering Co., Ltd., and TETRAD-C (product name), a multifunctional epoxy-based curing agent manufactured by Mitsubishi Gas Chemical Company, Inc.
  • An example of an isocyanate-based curing agent is Coronate L-45E (product name) manufactured by Nippon Polyurethane Industry Co., Ltd.
  • the content of the curing agent combination component in the flame-retardant adhesive composition and the adhesive layer is preferably 0.002 parts by mass to 0.5 parts by mass, more preferably 0.005 parts by mass to 0.4 parts by mass, and even more preferably 0.01 parts by mass to 0.3 parts by mass, relative to 100 parts by mass of the adhesive polymer.
  • the content of this epoxy-based curing agent is preferably 0.002 parts by mass to 0.3 parts by mass, more preferably 0.005 parts by mass to 0.1 parts by mass, and even more preferably 0.01 parts by mass to 0.1 parts by mass.
  • the content of the curing agent combination component is 0.002 parts by mass or more, a higher adhesive strength can be obtained (peel-off after winding can also be suppressed), and when it is 0.5 parts by mass or less, a moderate adhesive strength can be obtained, peel-off after winding can be suppressed, and the amount is not excessive for the desired effect, and material costs can be suppressed.
  • the total content of the hardener combination component and the alkylated melamine hardener is preferably 0.05 parts by mass or more, more preferably 0.07 parts by mass or more, per 100 parts by mass of the adhesive polymer in order to obtain sufficient adhesive strength (and furthermore in order to prevent peeling after wrapping), and is preferably 0.7 parts by mass or less, more preferably 0.5 parts by mass or less, and even more preferably 0.4 parts by mass, per 100 parts by mass of the adhesive polymer in order to avoid an excessive amount for the desired effect and to prevent peeling after wrapping.
  • the flame-retardant pressure-sensitive adhesive composition preferably has a peel distance of 12 mm or less, more preferably 7 mm or less, and even more preferably 3 mm or less, as measured in the following wrapping test.
  • An explanatory diagram of the winding test is shown in Figure 3.
  • Figure 3(a) shows the state in which the test adhesive tape is wound around the iron round nail
  • Figures 3(b) and (c) show the measurement points for the peeling distance.
  • the peeling distance means the measured value of the length of the peeled adhesive tape portion at the end portion of the wound test adhesive tape (the length of the adhesive tape from the start of peeling to the end of the adhesive tape as shown in Figure 3(c)).
  • Figure 3(c) is a schematic diagram of an iron round nail 31 viewed from the longitudinal direction, and in this figure, the test adhesive tape 32 shows the peeled portion and the outer portion wrapped around the iron round nail 31, omitting the inner portion, and the head (outer edge) of the iron round nail 31 is omitted.
  • ⁇ Winding test> A release agent (long-chain alkyl pendant polymer) was applied to one side of a 50 ⁇ m-thick PET film at a rate of approximately 0.15 g/m using a Mayer bar. After the second coating, the film is dried at 80°C for 1 minute, and then a flame-retardant adhesive composition is coated on the other side of the PET film, followed by drying at 100°C for 1 minute and processing to a width of 10 mm to prepare a test adhesive tape 32.
  • a release agent long-chain alkyl pendant polymer
  • test adhesive tape (10 mm wide) 32 is wrapped around a round iron nail 31 having a diameter of 5.20 mm ⁇ 0.10 mm with both longitudinal ends of the test adhesive tape aligned, and the test adhesive tape is wrapped around two and a half turns while applying a load (100 gf (9.8 mN)) with a 100 g weight 33, and the end is cut off to prepare a test sample without peeling.
  • the test sample is left for 20 minutes in an environment with a temperature of 23 ⁇ 1°C and a relative humidity of 50 ⁇ 5%, and then heated in a dryer set at 120°C for 1 hour, and the length of the peeled part (peeling distance) of the adhesive tape end of the obtained test sample is measured with a ruler.
  • the flame-retardant pressure-sensitive adhesive tape according to the present invention has a pressure-sensitive adhesive layer provided on at least one surface of a substrate,
  • the pressure-sensitive adhesive layer is formed from the flame-retardant pressure-sensitive adhesive composition according to the present invention described above.
  • the pressure-sensitive adhesive layer may be formed on only one surface of the substrate, or on both surfaces of the substrate.
  • the pressure-sensitive adhesive layer may be formed in direct contact with the substrate, or an easy-adhesion treatment layer may be provided between the substrate and the pressure-sensitive adhesive layer.
  • the thickness of the pressure-sensitive adhesive layer is not particularly limited, but can be set to, for example, 5 ⁇ m or more and 100 ⁇ m or less, and preferably 10 ⁇ m or more and 60 ⁇ m or less.
  • FIG. 1 shows a schematic cross-sectional view of an example of the layer structure of a flame-retardant pressure-sensitive adhesive tape according to the present invention.
  • Fig. 1 shows a single-sided adhesive tape having an adhesive layer 12 provided on one side of a substrate 11.
  • Fig. 2 shows a double-sided adhesive tape having adhesive layers 22, 23 provided on both sides of a substrate 21.
  • the substrate 11 may have a laminated structure, and the layer on the surface 11B side (the outermost layer) is preferably a resin layer, and more preferably a polyester resin layer.
  • the surface 11A of the substrate 11 may be subjected to an easy-adhesion treatment, for example, a surface treatment such as a corona discharge treatment, or an undercoat layer such as an easy-adhesion treatment layer may be provided.
  • an easy-adhesion treatment By performing the easy-adhesion treatment, the adhesion of the pressure-sensitive adhesive layer 12 to the substrate 11 can be increased.
  • surface 11B of substrate 11 may be treated with a release agent, for example by providing a release layer, which prevents the adhesive composition of adhesive layer 12 from adhering to surface 11B of substrate 11 when the single-sided adhesive tape is wound into a roll, while maintaining ease of unwinding (pulling out).
  • a separator (release liner) described below can be provided on the surface of the pressure-sensitive adhesive layer 12 (the surface opposite to the substrate 11 side).
  • both surfaces (21A and 21B) or either one of the surfaces of the substrate 21 may be subjected to an adhesion-facilitating treatment, for example, a surface treatment such as a corona discharge treatment, or an undercoat layer such as an adhesion-facilitating treatment layer may be provided.
  • an adhesion-facilitating treatment for example, a surface treatment such as a corona discharge treatment, or an undercoat layer such as an adhesion-facilitating treatment layer may be provided.
  • a separator (release liner) described below can be provided on the surface (the surface opposite to the substrate 21 side) of the pressure-sensitive adhesive layer 22 and/or the pressure-sensitive adhesive layer 23 .
  • the flame-retardant adhesive tape according to the present invention has a substrate as a support for supporting the adhesive layer.
  • the substrate is not particularly limited, and examples thereof include resin film substrates such as polyester, polypropylene, polyethylene, polyphenylene sulfide, polyimide, polyamide, polyphenylene sulfide, polyacetate, and polyether ether ketone, cloth substrates (woven substrates) such as glass cloth, acetate cloth, and polyester cloth, nonwoven substrates such as rayon nonwoven fabric, aromatic polyamide nonwoven fabric, and polyester nonwoven fabric, and paper substrates.
  • the substrates may be used alone or in combination of two or more.
  • the substrate preferably comprises at least one layer of an electrically insulating material, and may be a laminate having layers of other materials.
  • the electrically insulating layer may be the resin film substrate, the cloth substrate, the nonwoven fabric substrate, the paper substrate, or the like.
  • a substrate obtained by laminating paper, woven fabric, nonwoven fabric, or the like to the substrate using a pressure sensitive adhesive or bonding agent may be used.
  • the surface of the substrate on which the pressure-sensitive adhesive layer is to be formed may be subjected to the aforementioned easy-adhesion treatment.
  • a synthetic resin may be coated.
  • the easy-adhesion treatment can increase the adhesion between the substrate and the pressure-sensitive adhesive layer.
  • the thickness of the substrate is not particularly limited, but a substrate having a thickness of, for example, 5 ⁇ m or more and 100 ⁇ m or less can be used.
  • At least the outermost layer on the side opposite to the adhesive layer is preferably made of a resin material, and more preferably made of a polyester such as polyethylene terephthalate (PET).
  • PET polyethylene terephthalate
  • the surface of the substrate or the surface of the outermost layer (the side on which the adhesive layer is not formed) is treated with a release agent.
  • the flame-retardant adhesive tape formed by applying a flame-retardant adhesive composition to a substrate is wound into a roll
  • the flame-retardant adhesive tape can be peeled off (rewound), processed or treated, and rewound again.
  • a non-silicone release agent made of an acrylic resin, a fluorine-based resin, an alkyd resin, a mixture of an alkyl resin and an amino resin, a polyvinyl carbamate resin, a long-chain alkyl modified resin, etc. is preferable.
  • the flame-retardant adhesive tape according to the present invention may further have a separator (release liner) on the adhesive layer, if necessary.
  • the separator is treated with a release agent, and is peeled off from the adhesive layer when used.
  • a film, paper, cloth, etc. that can be used as the substrate and that has been treated with a release agent can be used.
  • the method for producing the flame-retardant adhesive tape of the present invention is not particularly limited, but an example thereof includes a method of coating a flame-retardant adhesive composition in which additive components such as an acidic phosphorus-based flame retardant and a curing agent are dispersed in an adhesive polymer onto a substrate.
  • a solvent may be added to adjust the viscosity of the pressure-sensitive adhesive composition during application.
  • the solvent include aromatic solvents such as toluene and xylene, aliphatic solvents such as hexane, octane and isoparaffin, ketone solvents such as methyl ethyl ketone and methyl isobutyl ketone, ester solvents such as ethyl acetate and isobutyl acetate, and ether solvents such as diisopropyl ether and 1,4-dioxane.
  • Methods for dispersing additives such as acidic phosphorus-based flame retardants and curing agents into the adhesive base polymer include mechanical kneading dispersion and solvent dispersion.
  • Devices used for this dispersion include mixers and kneaders, ball mills, planetary mixers, paint conditioners, three-roll mills, etc. Two or more of these devices may be used in combination.
  • the flame-retardant pressure-sensitive adhesive composition can be applied to a substrate by, for example, using a roll coater or a reverse coater. By using the above-mentioned coating method, the flame-retardant adhesive composition can be coated in one or more layers on at least one surface of the substrate, and by heating as necessary, the flame-retardant adhesive tape of the present invention can be obtained.
  • the flame-retardant pressure-sensitive adhesive tape according to the present invention preferably has an electrolytic corrosion coefficient of 0.98 or more as measured in accordance with JIS C 2107:2011 (7.8.2 Method B). When the electrolytic corrosion coefficient is 0.98 or more, deterioration of electrical properties is less likely to occur.
  • the flame-retardant pressure-sensitive adhesive tape according to the present invention preferably has an adhesive strength (N/10 mm) measured by the following method of 3.0 or more, more preferably 3.5 or more, and even more preferably 4.0 or more.
  • N/10 mm an adhesive strength measured by the following method of 3.0 or more, more preferably 3.5 or more, and even more preferably 4.0 or more.
  • Method for measuring adhesive strength The adhesive strength is measured in accordance with JIS Z0237:2000, except that the width of the test piece is 10 mm, the test plate is a SUS304 steel plate polished with No.
  • the surface roughness is center line average roughness R a : 0.05 ⁇ m ⁇ R a ⁇ 0.40 ⁇ m, maximum height R max : R max ⁇ 3 ⁇ m, the pressure is applied at a speed of about 5 mm/s in one reciprocating motion, and the peeling is performed at a peeling angle of 180°.
  • the flame-retardant adhesive tape according to the present invention preferably has an adhesive layer made of a flame-retardant adhesive composition that results in a peel distance of 12 mm or less, more preferably 7 mm or less, and even more preferably 3 mm or less, as measured in the aforementioned wrapping test.
  • a flame-retardant adhesive tape having an adhesive layer made of a flame-retardant adhesive composition that results in a peel distance of 7 mm or less is unlikely to peel off even when wrapped around a thin linear adherend such as an electric wire.
  • the flame-retardant adhesive tape of the present invention preferably passes the UL510 (electrical insulating tape standard) combustion test.
  • the tape has high flame retardancy, which is preferable for practical use.
  • the flame-retardant adhesive tape of the present invention preferably has a comparative tracking index (CTI value) of 600 V or more, measured in accordance with JIS C 2134 (IEC 112).
  • CTI value comparative tracking index
  • the flame-retardant adhesive tape of the present invention can be used in a variety of fields, including electrical and electronic equipment, office automation equipment, home appliances, aircraft, ships, and vehicles.
  • a flame-retardant adhesive tape can be provided that suppresses ignition even when high temperatures or heat accumulation occurs inside various devices, and has the ability to quickly extinguish a fire even if it does break out, while also exhibiting little change over time and sufficient adhesive strength to withstand heat.
  • the flame-retardant adhesive tape of the present invention has high flame retardancy, insulating properties, and excellent adhesive properties, and also has the effect of suppressing the deterioration of electrical properties. For this reason, it can be suitably used for insulating applications such as electrical wires and transformers and other electrical and electronic components, electrical and electronic devices in automobiles, and portable electronic devices such as audiovisual devices, game consoles, and information devices.
  • pH of flame retardant The pH of the flame retardants used in the following Examples and Comparative Examples was measured by the following method. ⁇ Method for measuring pH of flame retardants> At room temperature (23 ⁇ 2° C.), 1 g of a flame retardant was added to 50 g of ion-exchanged water and stirred for 1 minute using a glass rod. After 10 minutes had passed, the pH of the resulting mixture was measured using a glass electrode type pH meter (product name: Portable pH/Ion/ORP meter HM-40P (pH composite electrode set), manufactured by DKK-TOA Corporation).
  • the adhesive strength of the flame-retardant adhesive compositions obtained in the following Examples and Comparative Examples was measured by the following method. ⁇ Method for measuring adhesive strength> The adhesive strength was measured according to JIS Z0237:2000. However, the width of the test piece was 10 mm, the test plate was a SUS304 steel plate polished with No. 280 waterproof abrasive paper, and the surface roughness was set to center line average roughness R a : 0.05 ⁇ m ⁇ R a ⁇ 0.40 ⁇ m, maximum height R max : R max ⁇ 3 ⁇ m. Pressing was performed at a speed of about 5 mm/s with one reciprocating motion, and peeling was performed at a peel angle of 180°.
  • Figure 3 shows an explanatory diagram of the winding test.
  • Figure 3(a) shows the state in which the test adhesive tape is wound around a round iron nail
  • Figures 3(b) and (c) show the measurement points of the peel distance.
  • the peel distance means the measurement value of the length of the peeled adhesive tape portion at the end portion of the wound test adhesive tape (the length of the adhesive tape from the start of peeling of the adhesive tape to the end of the adhesive tape as shown in Figure 3(c)).
  • a release agent (manufactured by Lion Specialty Chemicals Co., Ltd., product name: Peeloil 1010) was applied to one side of a 50 ⁇ m-thick PET film (manufactured by Toray Industries, Inc., product name: Lumirror, product number type: #50-S10) at 0.15 g/ m2 using a Mayer bar, and then dried at 80°C for 1 minute.
  • the flame-retardant adhesive composition of each Example and Comparative Example was applied to the other side of the PET film, and then dried at 100°C for 1 minute and processed to a width of 10 mm to produce a test adhesive tape 32.
  • test adhesive tape (10 mm wide) was wrapped around a round iron nail 31 (manufactured by Amatei Co., Ltd., product name: N150, JIS A 5508 compliant) with a diameter of 5.20 mm ⁇ 0.10 mm and a length of 150 mm that had been wiped clean of any foreign matter, with both longitudinal end portions of the test adhesive tape aligned, and the test adhesive tape was wrapped two and a half times while applying a load (100 gf (9.8 mN)) with a 100 g weight 33, and the end was cut off to prepare a test sample without peeling.
  • the test sample was left for 20 minutes in an environment at a temperature of 23 ⁇ 1° C.
  • test sample was heated in a dryer (manufactured by Espec Corp., incubator (forced hot air circulation and ventilation type), model: PH-101, air speed 2) set to 120° C., and taken out after 1 hour.
  • the length of the peeled part (peeling distance) of the adhesive tape end of the taken-out test sample was measured with a ruler.
  • Adhesive 75 parts of butyl acrylate, 20 parts of 2-ethylhexyl acrylate, 4.5 parts of acrylic acid, 0.5 parts of 2-hydroxyethyl acrylate, and 1 part of benzoyl peroxide as a polymerization initiator were dissolved in ethyl acetate, and the mixture was reacted at 67°C for 5 hours under a nitrogen atmosphere to dilute the solid content to 40%, thereby preparing a solution of an acrylic acid ester copolymer having a weight average molecular weight of approximately 600,000 (hereinafter referred to as an acrylic adhesive).
  • the weight average molecular weight was measured by GPC (gel permeation chromatography) (molecular weight standard: polystyrene).
  • Examples 1 to 9 An acidic phosphorus-based flame retardant was added to 100 parts of the solid content of the acrylic adhesive prepared above in the blending ratio shown in Table 1, and the mixture was kneaded and thoroughly dispersed using a mixer/kneader (manufactured by Primix Corporation, product name: Hivis Dispermix 3D-5 type). Subsequently, an alkylated melamine curing agent, other curing agents (combined components with the curing agent) and an appropriate amount of organic solvent were added in the blending ratios shown in Table 1, and the mixture was thoroughly stirred until homogenous, thereby obtaining a flame-retardant adhesive composition for coating.
  • a mixer/kneader manufactured by Primix Corporation, product name: Hivis Dispermix 3D-5 type
  • the obtained flame-retardant adhesive composition was applied to the adhesion-treated surface of a PET film (thickness 25 ⁇ m) having one side treated for easy adhesion and the other side treated with a release agent, so that the thickness of the adhesive layer after drying was 25 ⁇ m or more and 35 ⁇ m or less, and then dried to obtain a flame-retardant adhesive tape.
  • Example 1 A flame-retardant pressure-sensitive adhesive composition and a flame-retardant pressure-sensitive adhesive tape were obtained in the same manner as in Example 1, except that no alkylmelamine curing agent was added.
  • Example 2 A flame-retardant adhesive composition and a flame-retardant adhesive tape were obtained in the same manner as in Example 7, except that no alkylmelamine curing agent was added, the curing agent was an isocyanate-based curing agent alone, and the blending ratio of each component was as shown in Table 1.
  • Example 3 A flame-retardant adhesive composition and a flame-retardant adhesive tape were obtained in the same manner as in Example 7, except that no alkylmelamine curing agent was added, benzotriazole was added, and the blending ratios of each component were as shown in Table 1.
  • the flame-retardant pressure-sensitive adhesive compositions and flame-retardant pressure-sensitive adhesive tapes obtained in Examples 1 to 9 and Comparative Examples 1 to 3 were evaluated by the methods described above. The results are shown in Table 1.
  • the numerical values (parts by mass) of each component such as the curing agent in Table 1 indicate the blended amount (parts by mass) of the active ingredient.
  • the symbols in the table indicating the overall evaluation results have the following meanings: ⁇ : The electrolytic corrosion coefficient is high (0.98 or more), and the adhesive strength is high, and the peeling after wrapping is small (7 mm or less). ⁇ : The electrolytic corrosion coefficient is high (0.98 or more), and the peeling after wrapping is somewhat large (more than 7 mm and 12 mm or less), but the adhesive strength is sufficiently high. ⁇ : The electrolytic corrosion coefficient is low (less than 0.98).
  • Adhesive polymer acrylic acid ester copolymer formed in the preparation of the adhesive.
  • Acidic phosphorus-based flame retardant A alkylphosphinic acid metal salt (product name: OMP-800, manufactured by Universal Chemtech Co., LTD.).
  • Acidic phosphorus-based flame retardant B metal phosphinate (product name: PNF100R, manufactured by Universal Chemtech Co., LTD.) Acidic phosphorus flame retardant C: Melamine polyphosphate (product name: MPP-A, manufactured by Sanwa Chemical Co., Ltd.) Butylated melamine hardener: Amidea J-820-60 (product name), 60%, manufactured by DIC Corporation Methylated melamine hardener: Nikalac MW-30 (product name), 100%, manufactured by Sanwa Chemical Co., Ltd. Chelate-based hardener: Orgatics TC-100 (product name), 75%, manufactured by Matsumoto Fine Chemical Co., Ltd.
  • Epoxy-based hardener E-AX (product name), 5%, manufactured by Soken Chemical & Chemical Industries Co., Ltd.
  • Isocyanate-based hardener Coronate L-45E (product name), 45%, manufactured by Nippon Polyurethane Industry Co., Ltd.
  • PET polyethylene terephthalate PEN: polyethylene naphthalate PI: polyimide
  • Example 1 As shown in Table 1, a comparison between Example 1 and Comparative Example 1, and a comparison between Example 7 and Comparative Examples 2 and 3, reveals that the adhesive tape containing an alkylated melamine hardener in the adhesive layer has a higher electrolytic corrosion coefficient than an adhesive tape that does not contain an alkylated melamine hardener in the adhesive layer. Furthermore, as shown by the evaluation results of Comparative Example 3, the adhesive tape containing benzotriazole in the adhesive layer has a significantly lower electrolytic corrosion coefficient.
  • the peel distance after winding was small for the flame-retardant pressure-sensitive adhesive compositions of Examples 1 to 8, particularly Examples 1 to 4 and 6 to 8.
  • the pressure-sensitive adhesive tape having a pressure-sensitive adhesive layer made of the pressure-sensitive adhesive composition of the present invention is not easily peeled off even when wrapped around a thin adherend with a diameter of about 5 mm.
  • the peel distance after winding is large in the flame-retardant adhesive compositions of Example 9 and Comparative Example 2, which have a large content of curing agent (particularly a curing agent other than an alkylated melamine curing agent) in the adhesive layer.
  • the evaluation result of Example 5 it is understood that even if the content of curing agent (particularly a curing agent other than an alkylated melamine curing agent) in the adhesive layer is small, the peel distance after winding is large.

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