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
  • 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
  • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
  • C09J175/04—Polyurethanes
  • C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
• • 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]

Definitions

• the present invention relates to a surface protection film.
• Patent Document 4 As another technique for adjusting adhesive strength, a pressure sensitive adhesive obtained by adding a specific radical polymerizable monomer containing a (meth)acryloyl group and an active hydrogen group to a specific urethane prepolymer has been reported (Patent Document 4).
• Patent Document 4 the pressure sensitive adhesive reported in Patent Document 4 has a problem in that it has low adhesive strength before exposure to ultraviolet light and is prone to peeling off while surface protection is required.
• Patent Document 5 an adhesive obtained from an adhesive composition obtained by adding a multifunctional (meth)acrylate to a urethane prepolymer having two or more hydroxyl groups and (meth)acryloyloxy groups has been reported (Patent Document 5).
• the adhesive reported in Patent Document 5 also has the problem that it has low adhesive strength before UV irradiation and is prone to peeling off while surface protection is required.
• the object of the present invention is to provide a surface protection film including an adhesive layer, the main use of which is to attach to exposed surfaces of optical or electronic components to prevent the surfaces from being scratched during processing, assembly, inspection, transportation, etc. in the manufacturing process of optical or electronic devices, which is capable of exhibiting sufficiently strong adhesion to the adherend before UV irradiation, and exhibiting excellent easy releasability that allows smooth peeling from the adherend after UV irradiation, and further, which is capable of maintaining the sufficiently strong adhesion before UV irradiation even when used after long-term storage after production, and which is capable of suppressing the generation of static electricity when peeled from the adherend after UV irradiation. Also, an object of the present invention is to provide an optical device and an electronic device including such a surface protection film.
• the change ratio of the initial adhesive strength before UV irradiation of the glass plate relative to the initial adhesive strength after UV irradiation of the glass plate (initial adhesive strength before UV irradiation of the glass plate/initial adhesive strength after UV irradiation of the glass plate) (times) (sometimes referred to as the "change ratio of the initial adhesive strength before UV irradiation of the glass plate/after UV irradiation of the glass plate") is preferably 5 times or more, may be 10 times or more, may be 100 times or more, may be 200 times or more, may be 300 times or more, or may be 400 times or more.
• the surface protection film may peel off from the adherend before ultraviolet light irradiation. The details of the method for measuring the initial adhesive strength before UV irradiation to the glass plate after one week of storage will be described later.
• the rate of increase in the initial adhesive strength to the glass plate before UV irradiation after one week of storage relative to the initial adhesive strength to the glass plate before UV irradiation ((initial adhesive strength to the glass plate before UV irradiation after one week of storage/initial adhesive strength to the glass plate before UV irradiation) x 100%) (sometimes referred to as the "rate of increase in adhesive strength to the glass plate before UV irradiation") is preferably 110% or less, may be 108% or less, may be 106% or less, may be 104% or less, or may be 102% or less.
• the lower limit is, for example, preferably 95% or more, may be 98% or more, may be 99% or more, or may be 100% or more. If the rate of increase is within the above range, for example, even if the surface protection film is manufactured and stored for a long period of time and then used, it can maintain a sufficiently strong adhesive strength before UV irradiation. If the rate of increase is too high and outside the above range, for example, when the surface protection film is manufactured and then stored for a long period of time, the surface protection film may peel off from the adherend before it is irradiated with ultraviolet light.
• the surface protection film according to an embodiment of the present invention has a residual adhesion rate after UV irradiation of a glass plate, measured and calculated in an environment of a temperature of 23°C and a humidity of 55% RH, of preferably 50% or more, or may be 70% or more, 80% or more, 85% or more, 90% or more, or may be 95% or more.
• the upper limit of the residual adhesion rate after UV irradiation of a glass plate is, for example, 100% or less. If the residual adhesion rate after UV irradiation of a glass plate is within the above range, the surface protection film according to an embodiment of the present invention can, for example, suppress contamination of the adherend. The method of measuring and calculating the residual adhesion rate after UV irradiation of a glass plate will be described in detail later.
• the pressure-sensitive adhesive layer is photocured by irradiating it with ultraviolet light having an integrated light quantity of 700 mJ/ cm2 using an LED light source having a wavelength of 365 nm, and then the release liner is peeled off to expose the pressure-sensitive adhesive layer.
• the surface resistance of the pressure-sensitive adhesive layer measured under an environment of a temperature of 23° C. and a humidity of 55% RH is preferably less than 1.0 ⁇ 10 11 ⁇ , and may be 5.0 ⁇ 10 10 ⁇ or less, 1.0 ⁇ 10 10 ⁇ or less, 5.0 ⁇ 10 9 ⁇ or less, or 3.0 ⁇ 10 9 ⁇ or less.
• the lower limit is preferably, for example, 1.0 ⁇ 10 4 ⁇ or more. If the surface resistance is within the above range, the surface protection film according to the embodiment of the present invention can, for example, suppress the generation of static electricity when peeled off from an adherend.
• the surface protection film according to the embodiment of the present invention is produced and then stored for one week in an environment at a temperature of 23° C. and a humidity of 55% RH.
• the pressure-sensitive adhesive layer is then photocured by irradiating it with ultraviolet light at an integrated light quantity of 700 mJ/cm 2 using an LED light source having a wavelength of 365 nm, and the release liner is peeled off to expose the pressure-sensitive adhesive layer.
• the surface resistance of the pressure-sensitive adhesive layer measured in an environment at a temperature of 23° C.
• the surface protection film according to the embodiment of the present invention can be manufactured by any suitable method.
• a manufacturing method for example, a known method for manufacturing a surface protection film including a base layer and an adhesive layer can be adopted.
• any suitable release liner may be used as long as it does not impair the effects of the present invention.
• a known release liner that is bonded to the surface of the pressure-sensitive adhesive layer included in the surface protection film may be used.
• such release liners include release liners in which the surface of a substrate (liner substrate) such as paper or plastic film is treated with silicone, and release liners in which the surface of a substrate (liner substrate) such as paper or plastic film is laminated with a polyolefin resin.
• the thickness of the release liner is preferably 1 ⁇ m to 500 ⁇ m, and may be 3 ⁇ m to 450 ⁇ m, 5 ⁇ m to 400 ⁇ m, or 10 ⁇ m to 300 ⁇ m.
• any appropriate method can be used as long as it does not impair the effects of the present invention, such as a urethane reaction method using bulk polymerization or solution polymerization.
• the urethane prepolymer (A) is preferably a polymer obtained by reacting a composition containing a polyol, a compound having a polymerizable unsaturated double bond, and a crosslinking agent (preferably a polyfunctional isocyanate compound). This reaction may be carried out in the presence of a catalyst or in the absence of a catalyst.
• polyol refers to a polyol that does not contain a polymerizable unsaturated double bond. Therefore, in the description of the embodiments of the present invention, a compound having a polymerizable unsaturated double bond and multiple hydroxyl groups is considered to be a "compound having a polymerizable unsaturated double bond" rather than a "polyol.”
• the polyol preferably includes at least one selected from the group consisting of polyester polyol (a1) and polyether polyol (a2).
• the polyester polyol (a1) may be of only one type or of two or more types.
• the content of the polyol in the above composition for preparing the urethane prepolymer (A) is preferably 50% to 99% by weight, in terms of solid content, but may also be 55% to 95% by weight, or 60% to 90% by weight.
• the content of at least one selected from the group consisting of polyester polyol (a1) and polyether polyol (a2) in the polyol is preferably 50% by weight to 100% by weight, may be 70% by weight to 100% by weight, may be 80% by weight to 100% by weight, may be 90% by weight to 100% by weight, or may be 95% by weight to 100% by weight.
• polyester polyol (a1) polyester polyols that can be normally used in the production of urethane prepolymers can be appropriately used.
• polyester polyols (a1) include polyester polyols obtained by reacting an acid component with a glycol component.
• the acid component include terephthalic acid, adipic acid, azelaic acid, sebacic acid, phthalic anhydride, isophthalic acid, and trimellitic acid.
• the molecular weight of the polyester polyol (a1) can range from low to high.
• the number average molecular weight Mn of the polyester polyol (a1) is preferably 100 to 100,000, and may be 100 to 10,000.
• urethane prepolymer (A) typically contains an alkylene oxide skeleton containing three or more of at least one type of group selected from the group consisting of methylene groups and methine groups.
• polyfunctional aliphatic isocyanate compounds include trimethylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate, pentamethylene diisocyanate, 1,2-propylene diisocyanate, 1,3-butylene diisocyanate, 2,3-butylene diisocyanate, dodecamethylene diisocyanate, and 2,4,4-trimethylhexamethylene diisocyanate.
• polyfunctional alicyclic isocyanate compounds include 3-isocyanatomethyl-3,5,5-trimethylcyclohexyl isocyanate, 1,3-cyclopentane diisocyanate, 1,3-cyclohexane diisocyanate, 1,4-cyclohexane diisocyanate, isophorone diisocyanate, methyl-2,4-cyclohexane diisocyanate, methyl-2,6-cyclohexane diisocyanate, 4,4'-methylenebis(cyclohexyl isocyanate), 1,4-bis(isocyanatomethyl)cyclohexane, hydrogenated diphenylmethane diisocyanate, hydrogenated xylylene diisocyanate, hydrogenated tolylene diisocyanate, and hydrogenated tetramethylxylylene diisocyanate.
• Crosslinking agent (B) Typically, the urethane prepolymer (A) reacts with the crosslinking agent (B) to form a urethane resin.
• the crosslinking agent (B) may be one type or two or more types.
• any appropriate crosslinking agent may be used as long as it can be used in the production of urethane resins and does not impair the effects of the present invention.
• a crosslinking agent is preferably a polyfunctional isocyanate compound.
• the polyfunctional isocyanate compound may be of only one type or of two or more types.
• the equivalent ratio of the NCO group of the polyfunctional isocyanate compound to the OH group of the urethane prepolymer (A) is preferably 0.2 to 1.8, in terms of NCO group/OH group, but may also be 0.2 to 1.6, 0.3 to 1.4, 0.3 to 1.2, 0.4 to 1.1, or 0.4 to 0.8. If the equivalent ratio of NCO group/OH group is within the above range, the effects of the present invention can be more effectively exhibited.
• the content of the photopolymerization initiator (C) in the pressure-sensitive adhesive composition may be any appropriate amount as long as it does not impair the effects of the present invention.
• the content of such photopolymerization initiator (C) is preferably 0.001 to 20 parts by weight, may be 0.01 to 10 parts by weight, or may be 0.1 to 5 parts by weight, relative to 100 parts by weight of the urethane prepolymer (A).
• the pressure-sensitive adhesive composition contains an ionic compound (D).
• the ionic compound (D) may be of only one type, or of two or more types.
• the ionic compound (D) is typically an ionic compound composed of a cation species selected from the group consisting of onium cations and metal cations and an anion species other than a borate anion.
• the ionic compound (D) may preferably employ a cationic species selected from the group consisting of onium cations and metal cations, in order to more effectively exert the effects of the present invention.
• any appropriate onium cation may be used as long as it does not impair the effects of the present invention.
• such onium cations include, for example, at least one selected from nitrogen-containing onium cations, sulfur-containing onium cations, and phosphorus-containing onium cations.
• Representative embodiments of the onium cation include the onium cations represented by general formulas (A) to (E).
• R d represents a hydrocarbon group having 2 to 20 carbon atoms
• R e , R f , and R g each independently represent a hydrogen atom or a hydrocarbon group having 1 to 16 carbon atoms.
• R d , R e , R f , and R g may each contain a heteroatom.
• Rh represents a hydrocarbon group having 2 to 20 carbon atoms
• Ri , Rj , and Rk each independently represent a hydrogen atom or a hydrocarbon group having 1 to 16 carbon atoms.
• Rh , Ri , Rj , and Rk may contain a heteroatom.
• Examples of the cation represented by formula (A) include pyridinium cation, piperidinium cation, pyrrolidinium cation, cations having a pyrroline skeleton, and cations having a pyrrole skeleton.
• pyridinium cations include 1-ethylpyridinium cation, 1-butylpyridinium cation, 1-hexylpyridinium cation, 1-butyl-3-methylpyridinium cation, 1-ethyl-3-methylpyridinium cation, 1-butyl-4-methylpyridinium cation, 1-hexyl-3-methylpyridinium cation, 1-octyl-4-methylpyridinium cation, and 1-butyl-3,4-dimethylpyridinium cation.
• piperidinium cations include 1-propyl piperidinium cation, 1-pentyl piperidinium cation, 1,1-dimethyl piperidinium cation, 1-methyl-1-ethyl piperidinium cation, 1-methyl-1-propyl piperidinium cation, 1-methyl-1-butyl piperidinium cation, 1-methyl-1-pentyl piperidinium cation, 1-methyl-1-hexyl piperidinium cation, 1-methyl-1-heptyl piperidinium cation, 1-ethyl-1-propyl piperidinium cation, 1-ethyl-1-butyl piperidinium cation, 1-ethyl-1-pentyl piperidinium cation, 1-ethyl-1-hexyl piperidinium cation, 1-ethyl-1-heptyl piperidinium cation, 1,1-dipropyl piperidinium cation, 1-propyl
• Examples of the cation represented by formula (D) include tetraalkylammonium cations, trialkylsulfonium cations, and tetraalkylphosphonium cations. Cations in which some of the alkyl groups in these cations are substituted with alkenyl groups, alkoxyl groups, or epoxy groups can also be used.
• Rl , Rm , Rn , and Ro are hydrocarbon groups having 1 to 20 carbon atoms, and preferably alkyl groups having 1 to 20 carbon atoms.
• Rl , Rm , Rn , and Ro may be aromatic ring groups or aliphatic ring groups.
• sulfonium salts having, as Rp , an alkyl group having 1 to 18 carbon atoms, such as a methyl group, an ethyl group, a propyl group, a butyl group, a hexyl group, an octyl group, a nonyl group, a decyl group, a dodecyl group, a tridecyl group, a tetradecyl group, or an octadecyl group.
• borate anions examples include bis(oxalate)borate anion, bis(mandelato)borate anion, bis(salicylate)borate anion, bis(malonato)borate anion, bis(succinato)borate anion, bis(glutorato)borate anion, and bis(adipato)borate anion.
• trifluoromethanesulfonates pentafluoroethanesulfonates, heptafluoropropanesulfonates, nonafluorobutanesulfonates, bis(fluorosulfonyl)imides, and bis(trifluoromethanesulfonyl)imides.
• ionic compounds used may be commercially available or may be synthesized by any suitable method.
• ionic liquids may be synthesized by the halide method, hydroxide method, acid ester method, complex formation method, neutralization method, etc., as described in "Ionic Liquids - The Frontline and Future of Development” (published by CMC Publishing).
• the content of the urethane (meth)acrylate (E) in the adhesive composition is preferably 0.5 parts by weight to 50 parts by weight, alternatively 1.0 parts by weight to 40 parts by weight, alternatively 1.5 parts by weight to 30 parts by weight, alternatively 2.0 parts by weight to 20 parts by weight, alternatively 2.5 parts by weight to 15 parts by weight, alternatively 3.0 parts by weight to 10 parts by weight, or alternatively 3.0 parts by weight to 8.0 parts by weight, relative to 100 parts by weight of the urethane prepolymer (A), in order to further exert the effects of the present invention.
• the number of functional groups of the urethane (meth)acrylate (E) is preferably 2 or more, may be 3 or more, may be 3 to 20, may be 4 to 10, may be 4 to 8, or may be 6, so that the effects of the present invention can be more effectively expressed. If the number of functional groups of the urethane (meth)acrylate (E) is within the above range, the effects of the present invention can be more effectively expressed.
• the urethane (meth)acrylate (E) preferably has a structure represented by the following general formula (1) in that the effects of the present invention can be more effectively exhibited. If the urethane (meth)acrylate (E) has a structure represented by the following general formula (1), the effects of the present invention can be more effectively exhibited, for example, more sufficiently strong adhesive strength to the adherend can be exhibited before ultraviolet irradiation, and more excellent easy releasability that allows smooth peeling from the adherend can be exhibited after ultraviolet irradiation.
• the urethane (meth)acrylate (E) preferably has a structure represented by the following general formula (1a) in that the effects of the present invention can be more effectively exhibited. If the urethane (meth)acrylate (E) has a structure represented by the following general formula (1a), the effects of the present invention can be more effectively exhibited, for example, more sufficiently strong adhesive strength to the adherend can be exhibited before ultraviolet irradiation, and more excellent easy releasability that allows smooth peeling from the adherend can be exhibited after ultraviolet irradiation.
• Examples of the urethane (meth)acrylate (E) include compounds having a structure represented by the following general formula (4).
• the base material layer may be a single layer or may be two or more layers.
• the base material layer may be a stretched layer.
• the thickness of the substrate layer is preferably 4 ⁇ m to 450 ⁇ m, and may be 8 ⁇ m to 400 ⁇ m, 12 ⁇ m to 350 ⁇ m, or 16 ⁇ m to 250 ⁇ m.
• a release treatment can be performed by adding, for example, fatty acid amide, polyethyleneimine, long-chain alkyl additives, etc. to the base layer in order to form a roll that is easy to unwind, or a coating layer made of any suitable release agent, such as silicone-based, long-chain alkyl-based, or fluorine-based, can be provided.
• An antistatic layer may be provided on the side of the substrate layer on which the adhesive layer is not applied. Any appropriate antistatic layer may be used as the antistatic layer, provided that the effects of the present invention are not impaired.
• Such an antistatic layer may contain, for example, an antistatic agent. Any appropriate antistatic agent may be used as the antistatic agent, provided that the effects of the present invention are not impaired. Examples of such antistatic agents include conductive polymers, carbon nanotubes, ionic compounds, carbon, surfactants, alkali metal salts, metal oxides, and metal fine particles.
• the material for the substrate layer may be any appropriate material depending on the application. Examples include plastic, paper, metal film, nonwoven fabric, etc. Plastic is preferable. That is, the substrate layer is preferably a plastic film.
• the substrate layer may be made of one type of material, or may be made of two or more types of materials. For example, it may be made of two or more types of plastic.
• polyester resins examples include polyester resins, polyamide resins, polyolefin resins, etc.
• polyester resins examples include polyethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, etc.
• the substrate layer may contain any suitable additives as necessary.
• additives that may be contained in the substrate layer include antioxidants, UV absorbers, light stabilizers, antistatic agents, fillers, and pigments.
• the type, number, and amount of additives that may be contained in the substrate layer may be appropriately set depending on the purpose.
• the substrate layer is made of plastic, it is preferable to contain some of the above additives for the purpose of preventing deterioration, etc.
• particularly preferred additives include antioxidants, UV absorbers, light stabilizers, and fillers.
• a Shimadzu Corporation product name "Autograph AG-Xplus HS 6000 mm/min high-speed model (AG-50NX plus)" was used as the tensile tester. After the evaluation sample was set in the tensile tester, the tensile test was started. The conditions of the tensile test were a peel angle of 180 degrees and a peel speed (pulling speed): 300 mm/min. The load when the surface protective film was peeled off from the glass plate was measured, and the average load at that time was taken as the initial adhesive strength of the surface protective film to the glass plate before UV irradiation.
• the obtained evaluation sample was measured by a tensile tester under an environment of a temperature of 23°C and a humidity of 55% RH.
• a Shimadzu Corporation product name "Autograph AG-Xplus HS 6000 mm/min high-speed model (AG-50NX plus)" was used.
• the conditions of the tensile test were a peel angle of 180 degrees and a peel speed (pulling speed): 300 mm/min.
• the load when the surface protective film was peeled off from the glass plate was measured, and the average load at that time was taken as the initial adhesive strength of the surface protective film after storage for one week and before UV irradiation to the glass plate.
• the obtained evaluation sample was measured by a tensile tester under an environment of temperature 23 ° C. and humidity 55% RH.
• As the tensile tester Shimadzu Corporation's product name "Autograph AG-Xplus HS 6000 mm / min high-speed model (AG-50NX plus)" was used.
• the tensile test was started. The conditions of the tensile test were peel angle: 180 degrees, peel speed (pulling speed): 300 mm / min.
• the load when the surface protection film was peeled from the glass plate was measured, and the average load at that time was taken as the initial adhesive strength of the surface protection film to the glass plate after UV irradiation.
• the surface protection film (width 25 mm ⁇ length 140 mm) from which the release liner had been peeled off was attached to a glass plate (soda lime glass, manufactured by Matsunami Glass Industry Co., Ltd.) using a 2 kg hand roller in one round trip.
• the adhesive layer was then photocured by irradiating it with ultraviolet light with an integrated light quantity of 700 mJ/ cm2 using an LED light source with a wavelength of 365 nm to obtain a sample for evaluation.
• the No. 31B tape was peeled off using a tensile tester under the conditions of a peel angle of 180 degrees and a peel speed (pulling speed) of 300 mm / min in an environment of a temperature of 23 ° C. and a humidity of 55% RH, and the peel force (A) was measured.
• the tensile tester used was a Shimadzu Corporation product called "Autograph AG-Xplus HS 6000 mm/min high speed model (AG-50NX plus)."
• the residual adhesion rate after UV irradiation to a glass plate is an index of the extent to which the components contained in the pressure-sensitive adhesive layer of the surface protection film are transferred to the surface of the adherend and contaminate it.
• the surface protection film was stored for one week in an environment of 23°C and 55% RH, and then cut into a size of 50 mm length x 50 mm width.
• the adhesive layer was then photocured by irradiating it with ultraviolet light with an integrated light amount of 700 mJ/ cm2 from an LED light source with a wavelength of 365 nm to obtain a sample for evaluation.
• the release liner was peeled off from the obtained evaluation sample to expose the adhesive layer in an environment of 23° C.
• EMI-FSI 1-ethyl-3-methylimidazolium bis(fluorosulfonyl)imide
• HMI-FSI 1-hexyl-3-methylimidazolium bis(fluorosulfonyl)imide
• OMI-FSI 1-octyl-3-methylimidazolium bis(fluorosulfonyl)imide
• BMP-TFMSI 1-butyl-3-methylpyridinium bis(trifluoromethanesulfonyl)imide
• Li-TFSI Lithium bis(trifluoromethanesulfonyl)imide
• HMI-BOB 1-hexyl-3-methylimidazolium bis(oxalate)borate
• OMI-BOB 1-octyl-3-methylimidazolium bis(oxalate)borate
• Li-BOB Lithium bis(oxalate)borate
• Example 1 100 parts by weight of the urethane prepolymer A obtained in Production Example 1, 1.4 parts by weight of an isocyanate compound (Coronate HX:C/HX, manufactured by Nippon Polyurethane Co., Ltd.) as a crosslinking agent, 0.05 parts by weight of 1-ethyl-3-methylimidazolium bis(fluorosulfonyl)imide as an ionic compound, 1.0 parts by weight of Irganox 1010 (manufactured by BASF Corporation) as an antioxidant, 1.0 parts by weight of Omnirad 651 (manufactured by IGM Resins B.V.) as a photopolymerization initiator, and 0.03 parts by weight of Envirizer OL-1 (manufactured by Tokyo Fine Chemical Co., Ltd.) as a catalyst were diluted with ethyl acetate to a total solid content of 50% by weight to obtain a urethane-based pressure-sensitive adhesive composition (1).
• an isocyanate compound
• the obtained urethane-based adhesive composition (1) was applied to a substrate made of polyester resin (product name "T100-75S", manufactured by Mitsubishi Chemical Corporation, thickness 75 ⁇ m) so that the thickness after drying was 75 ⁇ m, and the substrate was cured and dried under conditions of a drying temperature of 110° C. and a drying time of 3 minutes to prepare an adhesive layer (1) on the substrate.
• polyester resin product name "T100-75S", manufactured by Mitsubishi Chemical Corporation, thickness 75 ⁇ m
• a release liner product name "MRF25", manufactured by Mitsubishi Chemical Corporation, thickness 25 ⁇ m
• a surface protection film (1) having a configuration of release liner (thickness 25 ⁇ m)/adhesive layer (1) (thickness 75 ⁇ m)/substrate (thickness 75 ⁇ m).
• the obtained surface protection film (1) was aged at room temperature for 5 days and evaluated. The results are shown in Table 1.
• Example 2 Except for changing the amount of the ionic compound to 0.1 parts by weight, the same procedure as in Example 1 was carried out to obtain a surface protective film (2) having a structure of a urethane-based pressure-sensitive adhesive composition (2), a release liner (thickness 25 ⁇ m)/pressure-sensitive adhesive layer (2) (thickness 75 ⁇ m)/substrate (thickness 75 ⁇ m). The obtained surface protective film (2) was aged at room temperature for 5 days and evaluated. The results are shown in Table 1.
• Example 3 Except for changing the amount of the ionic compound to 0.3 parts by weight, the same procedure as in Example 1 was carried out to obtain a surface protective film (3) having a structure of a urethane-based pressure-sensitive adhesive composition (3), a release liner (thickness 25 ⁇ m)/pressure-sensitive adhesive layer (3) (thickness 75 ⁇ m)/substrate (thickness 75 ⁇ m). The obtained surface protective film (3) was aged at room temperature for 5 days and evaluated. The results are shown in Table 1.
• Example 5 Except for changing the amount of the ionic compound to 5.0 parts by weight, the same procedure as in Example 1 was carried out to obtain a surface protective film (5) having a structure of a urethane-based pressure-sensitive adhesive composition (5), a release liner (thickness 25 ⁇ m)/pressure-sensitive adhesive layer (5) (thickness 75 ⁇ m)/substrate (thickness 75 ⁇ m). The obtained surface protective film (5) was aged at room temperature for 5 days and evaluated. The results are shown in Table 1.
• the silicone-treated surface of a release liner (product name "MRF25", manufactured by Mitsubishi Chemical Corporation, thickness 25 ⁇ m) made of polyester resin with one side silicone-treated was bonded to the surface of the obtained adhesive layer (10), to obtain a surface protection film (10) having a configuration of release liner (thickness 25 ⁇ m) / adhesive layer (10) (thickness 75 ⁇ m) / substrate (thickness 75 ⁇ m).
• the obtained surface protection film (10) was aged at room temperature for 5 days and evaluated. The results are shown in Table 1.
• a surface protective film (C2) having a structure of a urethane-based pressure-sensitive adhesive composition (C2), a release liner (thickness 25 ⁇ m)/a pressure-sensitive adhesive layer (C2) (thickness 75 ⁇ m)/a substrate (thickness 75 ⁇ m) was obtained in the same manner as in Example 1, except that 1.0 part by weight of 1-octyl-3-methylimidazolium bis(oxalate)borate was used instead of 0.05 part by weight of 1-ethyl-3-methylimidazolium bis(fluorosulfonyl)imide as the ionic compound.
• the obtained surface protective film (C2) was aged at room temperature for 5 days and evaluated. The results are shown in Table 1.
• a surface protective film (C3) having a structure of a urethane-based adhesive composition (C3), a release liner (thickness 25 ⁇ m)/adhesive layer (C3) (thickness 75 ⁇ m)/substrate (thickness 75 ⁇ m) was obtained in the same manner as in Example 1, except that 1.0 part by weight of lithium bis(oxalate)borate was used instead of 0.05 part by weight of 1-ethyl-3-methylimidazolium bis(fluorosulfonyl)imide as the ionic compound.
• the obtained surface protective film (C3) was aged at room temperature for 5 days and evaluated. The results are shown in Table 1.
• Example 4 Except for not using an ionic compound, the same procedure as in Example 1 was carried out to obtain a urethane-based pressure-sensitive adhesive composition (C4), a surface protection film (C4) having a structure of release liner (thickness 25 ⁇ m)/pressure-sensitive adhesive layer (C4) (thickness 75 ⁇ m)/substrate (thickness 75 ⁇ m). The obtained surface protection film (C4) was aged at room temperature for 5 days and evaluated. The results are shown in Table 1.

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