Classifications

• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
  • C09J133/04—Homopolymers or copolymers of esters
  • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
  • C09J133/08—Homopolymers or copolymers of acrylic acid esters
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
  • C09J11/02—Non-macromolecular additives
  • C09J11/06—Non-macromolecular additives organic
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
  • C09J133/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
• • 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
  • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
  • C09J133/10—Homopolymers or copolymers of methacrylic acid esters
• • 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
  • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
  • C09J175/04—Polyurethanes
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J7/00—Adhesives in the form of films or foils
  • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J7/00—Adhesives in the form of films or foils
  • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition

Definitions

• the present invention relates to an adhesive composition and an adhesive sheet.
• an adhesive sheet or an adhesive tape is used.
• JP 2001-240830 A Japanese Patent Laid-Open No. 2004-155853 JP 2005-200247 A Japanese Unexamined Patent Publication No. 2016-14118
• non-contaminating means that the adhesive does not contaminate the adherend after peeling of the pressure-sensitive adhesive sheet or pressure-sensitive adhesive tape even after heating, and can be easily peeled off.
• the float / peeling resistance means that the pressure sensitive adhesive sheet or the pressure sensitive adhesive tape does not easily float and peel from the adherend even after heating.
• the adhesive may remain on the adherend after the substrate is peeled off and may be contaminated, or may be lifted or peeled off.
• an object of the present invention is to provide a pressure-sensitive adhesive composition having both non-contamination and float / peeling resistance as heat resistance, and a pressure-sensitive adhesive sheet using the same.
• the pressure-sensitive adhesive composition of the present invention comprises: Including the following components (A) to (D),
• the following component (A) is a copolymer obtained by polymerizing at least the following monomers (i) to (iii):
• the content of the following component (B) is 6% or more by mass ratio with respect to the following component (A), and is 5 to 400 times by mass ratio with respect to the following component (C). .
• the pressure-sensitive adhesive sheet of the present invention is characterized in that a pressure-sensitive adhesive layer is formed on at least one surface of a substrate, and the pressure-sensitive adhesive layer is formed of the pressure-sensitive adhesive composition of the present invention.
• the “adhesive sheet” includes an adhesive tape.
• the content of the component (B) may be 40% or less by mass ratio with respect to the component (A).
• the component (B) may be, for example, a hexamethylene diisocyanate compound.
• the pressure-sensitive adhesive composition of the present invention contains the components (A) to (D).
• Component (A) (Meth) acrylate-based copolymer Component (A), that is, (meth) acrylate-based copolymer (hereinafter sometimes referred to as “(meth) acrylate-based copolymer (A)”) Is a copolymer (copolymer) obtained by polymerizing at least the monomers (i) to (iii) as described above.
• (meth) acrylate means at least one of acrylate and methacrylate
• (meth) acrylic acid means at least one of acrylic acid and methacrylic acid.
• Monomer (i) is a (meth) acrylic acid alkyl ester monomer having an alkyl group having 4 or more carbon atoms, as described above.
• the upper limit of the carbon number of the alkyl group is not particularly limited, for example, it is 18 or less.
• the alkyl group may be a linear alkyl group or a branched alkyl group unless otherwise specified.
• the content of the monomer (i) in the monomer (hereinafter sometimes referred to as “monomer component”) as the raw material of the (meth) acrylate copolymer (A) is not particularly limited, but may be, for example, 50 to 95% by mass, or 70 to 90% by mass.
• monomer component a monomer component that is in the range of 50 to 95% by mass, good substrate adhesion and non-staining properties are likely to be obtained.
• the monomer (i) are not particularly limited.
• only one type of monomer (i) isodec
• the monomer (ii) is a copolymerizable monomer having a hydroxyl group as described above.
• the monomer (ii) is, for example, a monomer that can be copolymerized with other monomer components by having a carbon-carbon double bond (olefin bond) or a carbon-carbon triple bond, and more specifically, Examples thereof include (meth) acrylic acid alkyl ester monomers substituted with a hydroxyl group.
• the number of carbon atoms of the alkyl group is not particularly limited, but is, for example, 1 to 8, 2 to 6, or 2 to 4.
• only one hydroxyl group may be contained in one molecule of the monomer (ii), or a plurality of hydroxyl groups may be contained.
• the content of the monomer (ii) is not particularly limited, but is, for example, 5 to 50% by mass, or 10 to 30% by mass. If the content of the monomer (ii) is 5% by mass or more, for example, good non-staining properties are easily obtained. Moreover, if the content rate of a monomer (ii) is 50 mass% or less, it will be easy to obtain favorable base-material adhesiveness, for example.
• monomer (ii) examples are not particularly limited.
• monomer (ii) may use only 1 type and may use multiple types together.
• the monomer (iii) is a copolymerizable monomer having a carboxyl group as described above.
• the monomer (iii) is, for example, a carboxylic acid that can be copolymerized with other monomer components by having a carbon-carbon double bond (olefin bond) or a carbon-carbon triple bond.
• the number of carbon atoms in one molecule of the monomer (iii) is not particularly limited and is, for example, 3 to 10, 3 to 8, or 3 to 5.
• One carboxyl group may be contained in one molecule of the monomer (iii), or a plurality of carboxyl groups may be contained.
• the molecular structure of the monomer (iii) may be, for example, a structure having a carboxyl group in addition to or instead of the hydroxyl group of the monomer (ii) molecule.
• a hydroxyl group it may have a structure in which it is oxidized to a carboxyl group.
• the content of the monomer (iii) is not particularly limited, but for example 0.05 to 1% by mass, 0.2 to 1% by mass, or 0.2 to 0.5% by mass. If the monomer (iii) content is 0.05% by mass or more, for example, high aging properties are easily obtained. Moreover, if the content rate of a monomer (iii) is 1 mass% or less, a favorable pot life will be easy to be obtained, for example. In addition, about aging property, it can measure by the method as described in the below-mentioned Example, for example.
• monomer (iii) examples include acrylic acid, methacrylic acid, itaconic acid, maleic acid, fumaric acid, crotonic acid, citraconic acid, itaconic anhydride, maleic anhydride, and the like. It is done. Moreover, monomer (iii) may use only 1 type and may use multiple types together.
• the monomer component of the (meth) acrylate copolymer (A) may or may not contain any other monomer than the monomers (i) to (iii) as an optional component. It is not necessary.
• the other monomer include non-aromatic ring-containing (meth) acrylic acid esters such as (meth) acrylic acid cycloalkyl ester and (meth) acrylic acid isobornyl; phenyl (meth) acrylate, (meth ) Aromatic ring-containing (meth) acrylic acid esters such as phenoxyethyl acrylate and benzyl ester (meth) acrylate; Epoxy group-containing acrylic monomers such as glycidyl (meth) acrylate and methyl glycidyl (meth) acrylate; Vinyl ester monomers such as vinyl acetate and vinyl propionate; Styrene monomers such as styrene and ⁇ -methylstyrene; Olefin monomers such as
• the method for producing the (meth) acrylate copolymer (A) is not particularly limited, and for example, it can be polymerized by a known polymerization method.
• the polymerization initiator used in the polymerization is not particularly limited and can be appropriately selected from known ones. More specifically, examples of the polymerization initiator include 2,2′-azobisisobutyronitrile, 2,2′-azobis (4-methoxy-2,4-dimethylvaleronitrile), 2,2 ′.
• -Azobis (2,4-dimethylvaleronitrile), 2,2'-azobis (2-methylbutyronitrile), 1,1'-azobis (cyclohexane-1-carbonitrile), 2,2'-azobis (2 , 4,4-trimethylpentane), dimethyl-2,2′-azobis (2-methylpropionate) and the like; benzoyl peroxide, t-butyl hydroperoxide, di-t-butylperoxide Oxide, t-butylperoxybenzoate, dicumyl peroxide, 1,1-bis (t-butylperoxy) -3,3,5-trimethylcyclohexane, And 1,1-bis (t-butylperoxy) peroxide polymerization initiators cyclododecane, and the like.
• a polymerization initiator can be used individually or in combination of 2 or more types.
• the usage-amount of a polymerization initiator is not specifically limited, For example, what is necessary is just a normal usage-amount.
• solvents can be used as the solvent to be used.
• solvents include esters such as ethyl acetate and n-butyl acetate; aromatic hydrocarbons such as toluene and benzene; aliphatic hydrocarbons such as n-hexane and n-heptane; cyclohexane and methylcyclohexane
• Organic solvents such as ketones such as methyl ethyl ketone and methyl isobutyl ketone.
• a solvent can be used individually or in combination of 2 or more types.
• the mass average molecular weight of the (meth) acrylate copolymer (A) is not particularly limited, but is, for example, 100,000 to 2,000,000.
• Component (B) Isocyanate-based crosslinking agent Component (B), that is, an isocyanate-based crosslinking agent (hereinafter sometimes referred to as “isocyanate-based crosslinking agent (B)”) in the pressure-sensitive adhesive composition of the present invention.
• (Content rate) is 6% or more by mass ratio with respect to a (meth) acrylate type copolymer (A) as above-mentioned.
• the amount of the isocyanate-based crosslinking agent (B) used is 6% or more, for example, good non-staining properties are easily obtained.
• the upper limit of the usage-amount of an isocyanate type crosslinking agent (B) is although it does not specifically limit, For example, as above-mentioned, it is 40% or less by mass ratio with respect to a (meth) acrylate type copolymer (A). . If the usage-amount of an isocyanate type crosslinking agent (B) is 40% or less, for example, favorable base-material adhesiveness will be easy to be obtained, for example, it will be hard to generate
• the amount of the isocyanate-based crosslinking agent (B) used may be, for example, 10 to 40% or 15 to 25% by weight with respect to the (meth) acrylate copolymer (A).
• the isocyanate-based crosslinking agent (B) has, for example, two or three or more isocyanate groups in one molecule.
• Specific examples of the isocyanate-based crosslinking agent (B) include, but are not limited to, hexamethylene diisocyanate, tolylene diisocyanate, xylene diisocyanate, isopropyl diisocyanate, isophorone diisocyanate, and their isocyanurates, biurets, adducts, and the like. Can be mentioned. Moreover, only 1 type may be used for an isocyanate type crosslinking agent (B), and multiple types may be used together.
• Component (C) Metal chelate compound Component (C) in the pressure-sensitive adhesive composition of the present invention, that is, the amount of metal chelate compound (hereinafter sometimes referred to as “metal chelate compound (C)”) used (content rate) ) Is not particularly limited, but for example, 0.1 to 2.0 parts by weight, 0.2 to 2.0 parts by weight, or 0.2 to 1.0 parts by weight with respect to 100 parts by weight of the acrylate copolymer (A). Part by mass. If the usage-amount of a metal chelate compound (C) is 0.1 mass part or more, it will be easy to obtain favorable non-fouling property and aging property, for example. Moreover, if the usage-amount of a metal chelate compound (C) is 2.0 mass parts or less, favorable base-material adhesiveness will be easy to be obtained, for example.
• the type of the metal chelate compound (C) is not particularly limited, and may be the same as the metal chelate compound used for a general pressure-sensitive adhesive, for example.
• the metal of the metal chelate compound (C) include aluminum, chromium, iron, titanium, zirconium, tin, zinc, cobalt, indium, copper, nickel and the like. Specific examples of the metal chelate compound (C) are not particularly limited.
• the metal chelate compound (C) may be used alone or in combination.
• Antioxidant Component (D) in the pressure-sensitive adhesive composition of the present invention that is, the amount (content rate) of the antioxidant (hereinafter sometimes referred to as “antioxidant (D)”) ) Is not particularly limited, but is, for example, 0.1 to 2.0 parts by mass or 0.2 to 0.8 parts by mass with respect to 100 parts by mass of the acrylate copolymer (A).
• antioxidant (D) the amount of the antioxidant (D) used is in the range of 0.1 to 2.0 parts by mass, for example, good non-staining properties are easily obtained.
• the antioxidant (D) is not particularly limited, and may be the same as, for example, a metal chelate compound used for a general pressure-sensitive adhesive. Specific examples of the antioxidant (D) are not particularly limited. For example, pentaerythritol tetrakis [3- (3,5-di-t-butyl-4hydroxyphenyl) propionate], octadecyl 3- (3,5 -Di-t-butyl-4hydroxyphenyl) propionate, tris (2,4-di-t-butylphenyl) phosphite, triisodecyl phosphite, di (tridecyl) 3,3'-thiodipropionate It is done. Further, only one type of antioxidant (D) may be used or a plurality of types may be used in combination.
• the amount of the isocyanate-based crosslinking agent (B) used is, as described above, 5 to 400 times by mass with respect to the metal chelate compound (C), for example, 10 to 300 times or 15 to 200 times. May be. If the amount of the isocyanate-based crosslinking agent (B) used is 5 times or more that of the metal chelate compound (C), it is easy to obtain good non-fouling properties and aging properties. Is easy to obtain.
• the amount of monomer (ii) (a copolymerizable monomer having a hydroxyl group) in the monomer component of the (meth) acrylate copolymer (A) is based on the isocyanate crosslinking agent (B). For example, it may be 0.125 to 5 times, 0.5 to 4 times, or 1 to 2 times. If the amount of the monomer (ii) used is 0.125 times or more of the isocyanate-based crosslinking agent (B), it is easy to obtain good non-staining properties, and if it is 5 times or less, good substrate adhesion is obtained. Easy to obtain.
• the pressure-sensitive adhesive composition of the present invention may or may not contain optional components other than components (A) to (D), for example.
• an organic solvent etc. are mentioned, for example. Although it does not specifically limit as said organic solvent, for example, the organic solvent etc. which were used with the solution polymerization method of the (meth) acrylate type copolymer (A) may be sufficient.
• methods for measuring heat resistance, non-contamination, substrate adhesion, and aging properties are not particularly limited, but for example, measurement can be performed by the measurement methods described in the examples below.
• the usage method of the adhesive composition of this invention is not specifically limited, For example, it can use similarly to a general adhesive composition, or according to it.
• the structure of the adhesive sheet of this invention is not specifically limited, For example, you may follow a general adhesive sheet or an adhesive tape except using the adhesive composition of this invention.
• the pressure-sensitive adhesive sheet of the present invention can be produced as follows using the pressure-sensitive adhesive composition of the present invention. That is, first, the pressure-sensitive adhesive composition of the present invention is applied to a release liner such as a polyethylene terephthalate (PET) film.
• PET polyethylene terephthalate
• the organic solvent and the like contained in the pressure-sensitive adhesive composition are removed (dried) by heating or the like. Furthermore, after covering a base material, such as a polyimide film, on the pressure-sensitive adhesive composition, an aging treatment that is allowed to stand at a constant temperature is performed to produce the pressure-sensitive adhesive sheet of the present invention.
• the temperature of the aging treatment is not particularly limited, but is, for example, 5 to 80 ° C., and the time is, for example, 1 to 14 days.
• the “adhesive sheet” includes an adhesive tape as described above.
• sheet may be distinguished as having a relatively large thickness
• film may be distinguished as having a relatively small thickness.
• sheet includes a film, and the thickness is not particularly limited. .
• the method of using the pressure-sensitive adhesive sheet of the present invention is not particularly limited, and may be the same as that of a general pressure-sensitive adhesive sheet, for example. Since the pressure-sensitive adhesive sheet of the present invention is excellent in heat resistance, it can also be used for ultra-high heat resistance applications in an environment of 230 to 300 ° C., for example. However, the application of the pressure-sensitive adhesive sheet of the present invention is not limited to this, and any application may be used.
• the pressure-sensitive adhesive sheet of the present invention has both non-contamination properties and float / peeling resistance. Specifically, the pressure-sensitive adhesive sheet of the present invention does not contaminate the adherend after peeling even when exposed to high temperatures, for example. Moreover, although the adhesive sheet of this invention is excellent in aging property and base-material adhesiveness, these effects are illustrations and do not limit this invention.
• Example 1 As monomer components, n-butyl acrylate (monomer (i)): 79.75 parts by mass, 2-hydroxyethyl acrylate (monomer (ii)): 20.0 parts by mass, acrylic acid (single amount) Body (iii)): 0.25 parts by mass, 2,2′-azobisisobutyronitrile: 0.02 parts by mass as a polymerization initiator, and ethyl acetate: 120 parts by mass as a polymerization solvent (solvent), Solution polymerization was performed while stirring at 70 to 80 ° C. in a nitrogen atmosphere to obtain an acrylate copolymer (component (A)) having a solid content of 27.0% and a viscosity of 3000 mP ⁇ s.
• component (A) component having a solid content of 27.0% and a viscosity of 3000 mP ⁇ s.
• component (A) As 100 parts by mass of the acrylate copolymer (component (A)), 15 parts by mass of an isocyanate-based crosslinking agent (B) (trade name “Coronate HL”, manufactured by Tosoh Corporation), as a metal chelate compound (C) 0.5 parts by mass of aluminum tris (acetylacetonate) (Nippon Chemical Industry Co., Ltd., trade name “Nasemu Aluminum”), antioxidant (D) (made by ADEKA Corporation, trade name “Adeka Stub AO-80”) 0.6 mass part was mix
• B isocyanate-based crosslinking agent
• B trade name “Coronate HL”, manufactured by Tosoh Corporation
• a metal chelate compound (C) 0.5 parts by mass of aluminum tris (acetylacetonate) (Nippon Chemical Industry Co., Ltd., trade name “Nasemu Aluminum”), antioxidant (D) (made by ADEKA Corporation, trade name “Adeka S
• the pressure-sensitive adhesive composition is dried on a release treatment surface of a polyethylene terephthalate (PET) film (trade name “NP-50B”, manufactured by Panac Corporation, thickness: 50 ⁇ m) having a release treatment on the surface.
• PET polyethylene terephthalate
• NP-50B polyethylene terephthalate
• a polyimide film as a substrate (trade name “Kapton 200H”, thickness: 50 ⁇ m, manufactured by Toray DuPont Co., Ltd.) was laminated and aged at 23 ° C. for 10 days to obtain an adhesive sheet.
• Examples 2 to 11 A pressure-sensitive adhesive composition and a pressure-sensitive adhesive sheet were prepared in the same manner as in Example 1 except that the mass ratio of each component was changed to the numerical values described in Table 1 described later.
• Example 1 A pressure-sensitive adhesive composition and a pressure-sensitive adhesive sheet were produced in the same manner as in Example 1 except that the alkyl acrylate monomer having an alkyl group having 4 or more carbon atoms was changed to ethyl acrylate.
• the float / peeling resistance was evaluated as ⁇ when there was no float / peel, ⁇ when there was a slight float, and x when there was float / peel. Further, the non-staining property was evaluated as ⁇ when there was no adhesive residue, ⁇ when there was a little, and ⁇ when there was an adhesive residue.
• that evaluation of floating / peeling resistance is favorable indicates that the pressure-sensitive adhesive sheet protects the adherend even in a high temperature environment.
• the favorable evaluation of non-contamination means that the adhesive is less likely to contaminate the adherend after peeling of the adhesive even after heating.
• the favorable evaluation of the float / peeling and the adhesive residue is an indicator of good heat resistance.
• Tables 1 and 2 below show the mass ratio of each component in the pressure-sensitive adhesive compositions of Examples 1 to 11 and Comparative Examples 1 to 6, and the evaluation results of non-contamination, float / peel, substrate adhesion, and aging properties. Indicates.
• the pressure-sensitive adhesive compositions and pressure-sensitive adhesive sheets of Examples 1 to 11 both had good evaluation for both non-contamination and floating / peeling resistance. It has been confirmed that it has both floating and peeling resistance. Further, the pressure-sensitive adhesive compositions and pressure-sensitive adhesive sheets of Examples 1 to 11 were excellent in substrate adhesion and aging properties. On the other hand, none of the pressure-sensitive adhesive compositions and pressure-sensitive adhesive sheets of Comparative Examples 1 to 6 was able to achieve both non-contamination and floating / peeling resistance.

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• 2017
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