JP2013147587A - Pressure-sensitive adhesive composition with high glass transition temperature and use thereof - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a pressure-sensitive adhesive composition with a high glass transition temperature suitable for compounding organic near infrared absorbing dyes, and a pressure-sensitive adhesive composition comprising a near infrared absorbing dye.SOLUTION: There is provided a pressure-sensitive adhesive composition with a high glass transition temperature, comprising an acrylic polymer (A) obtained by copolymerizing (a-1) 20 to 95 wt.% of an alkyl (meth)acrylate having a 10 to 20C alkyl group and a homopolymer of a glass transition temperature (Tg) of above 0°C, (a-2) 4.9 to 79.9 wt.% of an alkyl (meth)acrylate having a 1 to 9C alkyl group and a homopolymer of a glass transition temperature (Tg) of above 0°C, (a-3) 0.1 to 20 wt.% of a (meth)acrylate comprising a functional group, (a-4) 0 to 50 wt.% of other copolymerizable monomers and having a glass transition temperature (Tg) of 0°C or higher calculated according to the Fox equation, and a crosslinking agent (B), and is characterized by having an adhesive force to glass at 20°C of 0.1 to 100 N/25 mm. A composition containing a near infrared absorbing dye is provided. According to the invention, the compositions stably include Diimmonium dyes which are a near infrared absorbing dye, and are excellent in processability.

Description

  The present invention relates to a pressure-sensitive adhesive composition suitable for blending a near-infrared absorbing dye and a composition containing an organic near-infrared absorbing dye. More specifically, the present invention has a high glass transition temperature (Tg) but has sufficient tackiness, and a pressure-sensitive adhesive composition suitable for blending a near infrared absorbing dye and an organic The present invention relates to a composition containing an infrared absorbing dye.

  In recent years, thin displays such as thin and large liquid crystal displays or plasma displays (PDPs) have been widely used. Such a thin display has a characteristic of generating near infrared rays having a wavelength of 800 to 1100 nm.

  The near-infrared ray having such a wavelength overlaps with the wavelength used in the remote control used in household appliances, which causes a malfunction of the household appliance using the remote control. In addition, an optical semiconductor element used for a CCD camera or the like is also highly sensitive to near infrared rays having the above-mentioned wavelength, and it is necessary to eliminate near infrared rays even in a field where a CCD camera or the like is used.

  In order to eliminate such near infrared rays, it is preferable to use a filter containing a near infrared absorbing dye. As the near infrared absorbing dye, conventionally, cyan dyes, polymethine dyes, squarylium dyes, porphyrin dyes, metal dithiols are used. Complex dyes, phthalocyanine dyes, diimonium dyes, etc. are used, and in particular, diimonium dyes are often used as near-infrared absorbing dyes because they have a high near-infrared absorption capability and high transparency in the visible light region. Yes.

  Various resins are conceivable as a resin for blending such a dimonium-based dye, but the near-infrared absorbing layer disposed in the thin display is preferably as thin as possible, and the thin display is a laminate of other types of layers. In this case, the near-infrared absorbing layer can also be used as the pressure-sensitive adhesive layer when the layers are laminated.

  By the way, in a generally used application, the pressure-sensitive adhesive has a glass transition temperature (Tg) of 0 ° C. or lower and usually has a tack at normal temperature, and preferably has a glass transition temperature of −30 ° C. to −60 ° C. An acrylic pressure-sensitive adhesive at about 0 ° C. is often used. In such acrylic pressure-sensitive adhesives, if the glass transition temperature (Tg) of the pressure-sensitive adhesive is high, the heat resistance durability when used as a pressure-sensitive adhesive tape or a pressure-sensitive adhesive film is improved. However, the pressure-sensitive adhesive does not stick out and the processability is improved, but the pressure-sensitive adhesive layer loses tack at the operating temperature when it is used as a pressure-sensitive adhesive tape or film, making it difficult to function as a pressure-sensitive adhesive.

  Also, looking only at plasma display applications, when a near-infrared absorbing dye is added to the adhesive, the dye molecules crystallize under high temperature conditions, especially if the glass transition temperature (Tg) of the copolymer is low. In addition to causing a change in haze in the layer, there also arises a problem that the absorption performance of near infrared rays is lowered.

  Regarding the near-infrared absorbing layer in such a thin display, for example, Patent Document 1 (Patent No. 4436888) includes a diimonium compound (A1) which is a near-infrared absorbing agent, and a resin (B ) And a solvent (S1), an invention of a near-infrared absorbing pressure-sensitive adhesive composition is disclosed. As described above, the glass transition point of the resin (B) used here is 0 ° C. or less as a calculated value, and can also serve as an adhesive layer. However, since the resin (B) used here has a calculated glass transition temperature of 0 ° C. or less, the diimonium compound (A1) blended in the resin (B) is recrystallized in the resin (B) layer. Further, when the resin (B) layer is cut and processed, the resin (B) may protrude from the cut end, and it cannot be said that the processability is good.

  As for the acrylic copolymer, Patent Document 2 (Japanese Patent Laid-Open No. 09-251923) discloses stearyl acrylate (the number of carbon atoms of the side chain alkyl group is 18, glass transition temperature (Tg)) as an adhesive layer. Is 30 ° C.); 60-90 parts by weight, methyl acrylate (carbon number of side chain alkyl group is 1, glass transition temperature (Tg) is 8 ° C.); 10-30 parts by weight, acrylic acid; 2-10 parts by weight An invention of “temporary adhesive tape for multilayer ceramic capacitor lamination process” using an adhesive obtained by copolymerization is disclosed. In Example 2, an acrylic polymer having a molecular weight of 10 to 30 parts by weight, 20 parts by weight of methyl acrylate and 5 parts by weight of acrylic acid and having a molecular weight of 500,000 was crosslinked with a crosslinker Taketite PZ-33. An example using a pressure sensitive adhesive is shown.

  However, the pressure-sensitive adhesive described in Patent Document 2 is a pressure-sensitive adhesive used for temporarily fixing the multilayer capacitor, and is designed to lose the pressure-sensitive adhesive force by cooling to a temperature of 20 ° C. or lower. . The examples show that the adhesive strength is zero at 20 ° C., and cannot be used for applications such as a near-infrared absorbing adhesive composition.

  Thus, in the pressure-sensitive adhesive composition for thin displays based on the premise that a near-infrared absorbing dye such as a diimonium-based dye is blended, when a near-infrared absorbing dye is blended to form an adhesive tape or an adhesive film Of course, the adhesive tape or adhesive film is excellent in heat resistance and durability, and the durability of the near-infrared absorbing dye is improved. There must be. Furthermore, such an adhesive tape or film needs to have excellent processing performance such that the adhesive layer is not too hard and does not cause blocking, and the adhesive layer does not protrude from the cut end of the adhesive layer. Become.

Japanese Patent No. 4436888 JP 09-251923 A

  The high glass transition temperature pressure-sensitive adhesive composition of the present invention aims to provide a pressure-sensitive adhesive composition suitable for blending a near-infrared absorbing dye and a pressure-sensitive adhesive composition containing an organic near-infrared absorbing dye.

  Furthermore, the high glass transition temperature pressure-sensitive adhesive composition of the present invention has excellent heat resistance when it is used as a pressure-sensitive adhesive tape or film, as well as having excellent pressure-sensitive adhesive performance. It is intended to provide a pressure-sensitive adhesive composition having a high glass transition temperature and an organic near-infrared-absorbing dye containing an organic near-infrared-absorbing dye, in which the durability of the dye added becomes high and the processability is excellent. It is aimed.

The high glass transition temperature pressure-sensitive adhesive composition of the present invention is
(a-1) a linear (meth) acrylic acid alkyl ester having 10 to 20 carbon atoms of an alkyl group having a glass transition temperature (Tg) of the homopolymer exceeding 0 ° C .; 20 to 95% by weight;
(a-2) (meth) acrylic acid alkyl ester having 1 to 9 carbon atoms in the alkyl group having a glass transition temperature (Tg) of the homopolymer exceeding 0 ° C .; 4.9 to 79.9% by weight;
(a-3) a functional group-containing (meth) acrylate; 0.1 to 20% by weight, and
(a-4) Other copolymerization monomers; an acrylic polymer (A) having a glass transition temperature (Tg) determined by Fox's formula obtained by copolymerizing 0 to 50% by weight and exceeding 0 ° C;
And a cross-linking agent (B), and the adhesive strength to glass at 20 ° C. is in the range of 0.1 to 100 N / 25 mm.

  The high glass transition temperature pressure-sensitive adhesive composition of the present invention can contain the organic near-infrared absorbing dye (C) in an amount in the range of 0.01 to 5.0% by weight.

  The high glass transition temperature pressure-sensitive adhesive composition of the present invention is a linear (meth) acrylic acid in which the acrylic polymer (A) constituting the pressure-sensitive adhesive composition has (a-1) an alkyl group having 10 to 20 carbon atoms. A monomer having an alkyl ester with a glass transition temperature (Tg) exceeding 0 ° C. and (a-2) a (meth) acrylic acid alkyl ester having 1 to 9 carbon atoms in the alkyl group. A specific amount of a component containing a monomer having a glass transition temperature (Tg) exceeding 0 ° C. is copolymerized to adjust the glass transition temperature (Tg) of the resulting acrylic polymer (A) to exceed 0 ° C. Therefore, the pressure-sensitive adhesive tape or pressure-sensitive adhesive film formed using this acrylic polymer (A) has excellent heat durability.

  In addition, the component (a-1) which is a component constituting the acrylic polymer (A) is a linear (meth) acrylic acid alkyl ester having 10 to 20 carbon atoms in the alkyl group, and the glass transition temperature of the homopolymer. Although the temperature exceeds 0 ° C., the side chain has a long alkyl group, so that it has good compatibility with the adherend and can provide sufficient adhesive strength.

  And (a-1) a linear (meth) acrylic acid alkyl ester having 10 to 20 carbon atoms in the alkyl group, the homopolymer having a glass transition temperature (Tg) exceeding 0 ° C., and (a-2 ) A (meth) acrylic acid alkyl ester having 1 to 9 carbon atoms in the alkyl group, and a homopolymer having a glass transition temperature (Tg) exceeding 0 ° C., and further component (a-3) By combining the components (a-4) and copolymerizing them to form a crosslinked structure with a crosslinking agent, this acrylic polymer exhibits excellent adhesiveness and excellent workability, and has a cut end. There is almost no sticking out of the pressure-sensitive adhesive or stringing.

  Furthermore, the acrylic polymer (A) has a long-chain linear alkyl group in the side chain, and the glass transition temperature (Tg) determined by the Fox equation exceeds 0 ° C. Adhesive strength and sufficient durability, that is, even when a near-infrared absorbing dye is blended, the near-infrared absorbing dye does not cause an optical change in the pressure-sensitive adhesive layer.

Next, the high glass transition temperature pressure-sensitive adhesive composition of the present invention will be specifically described.
The high glass transition temperature pressure-sensitive adhesive composition of the present invention comprises an acrylic polymer (A) and a cross-linking agent, and the glass transition temperature (Tg) calculated by the Fox formula for the acrylic polymer (A) is 0. It exceeds ℃.

This acrylic polymer (A) is a (meth) acrylic acid alkyl ester having a linear alkyl group having 10 to 20 carbon atoms, and a glass measured for a homopolymer of this (meth) acrylic acid alkyl ester A transition temperature exceeding 0 ° C. (a-1);
(Meth) acrylic acid alkyl ester having an alkyl group having 1 to 9 carbon atoms, and having a glass transition temperature measured for a homopolymer of this (meth) acrylic acid alkyl ester exceeding 0 ° C. (b- 2) and
A functional group-containing acrylate (a-3);
Other copolymerizable monomer (a-4) is copolymerized at a specific ratio.

  This acrylic polymer (A) was a (meth) acrylic acid alkyl ester having a linear alkyl group having 10 to 20 carbon atoms, and the homopolymer of this (meth) acrylic acid alkyl ester was measured. Examples of those having a glass transition temperature exceeding 0 ° C. (a-1) include lauryl acrylate (homopolymer Tg: 15 ° C.), tetradecyl acrylate (Tg: 24 ° C.), hexadecyl acrylate (Tg: 35). C) hexadecyl methacrylate (Tg: 15 ° C), stearyl acrylate (Tg: 35 ° C), and the like. These can be used alone or in combination.

  In this (meth) acrylic acid alkyl ester (a-1), the total of component (a-1), component (a-2), component (a-3) and component (a-4) was 100% by weight. Sometimes it is copolymerized in an amount in the range of 20-95% by weight, preferably 30-80% by weight.

  In the present invention, the acrylic polymer (A) is a (meth) acrylic acid alkyl ester having an alkyl group having 1 to 9 carbon atoms, and the homopolymer of the (meth) acrylic acid alkyl ester was measured. Examples of glass transition temperatures exceeding 0 ° C (b-2) include methyl acrylate (homopolymer Tg: 8 ° C), methyl methacrylate (Tg: 105 ° C), and ethyl methacrylate (Tg: 65 ° C). Propyl acrylate (Tg: 3 ° C), propyl methacrylate (Tg: 35 ° C), iso-propyl methacrylate (Tg: 81 ° C), iso-butyl acrylate (Tg: 43 ° C), iso-butyl methacrylate (Tg: 53 ° C), tert-butyl acrylate (Tg: 43 ° C), tert-butyl methacrylate (Tg: 20 ° C), pentyl acrylate (Tg: 22 ° C), etc. I can make it. These can be used alone or in combination.

  In this (meth) acrylic acid alkyl ester (a-2), the total of component (a-1), component (a-2), component (a-3) and component (a-4) was 100% by weight. Occasionally it is copolymerized in an amount in the range of 4.9-79.9% by weight, preferably 9.9-69.9% by weight.

  Examples of the functional group-containing acrylate constituting the acrylic polymer (A) in the present invention include acrylic acid (homopolymer Tg: 106 ° C.), methacrylic acid (Tg: 185 ° C.), carboxyethyl acrylate (Tg: 37). ° C), maleic acid (same Tg: 130 ° C), itaconic acid (same Tg: 100 ° C), 2-hydroxyethyl acrylate (Tg: -15 ° C), 2-hydroxyethyl methacrylate (Tg: 55 ° C), 2-hydroxybutyl acrylate (same Tg: −7 ° C.), 2-hydroxybutyl methacrylate (same Tg: 26 ° C.), 4-hydroxybutyl acrylate (same Tg: −80 ° C.), N, N-dimethylaminoethyl acrylate ( (Tg: 18 ° C), N, N-dimethylaminoethyl methacrylate (Tg: 18 ° C), N, N-diethylaminoethyl methacrylate (Tg: 20 ° C), acrylamide (Tg: 179 ° C), N, N-dimethylaminopropyl acrylamide (tg: 134 ° C.), acrylonitrile (tg: 125 ° C.) and the like can be mentioned. These can be used alone or in combination.

  Among these, in order to improve the heat resistance and dye durability of the resulting acrylic polymer (A), it is preferable to use a carboxyl group-containing monomer as the functional group-containing monomer (a-3).

  This functional group-containing acrylate (a-3) has a total content of 100% by weight of component (a-1), component (a-2), component (a-3) and component (a-4). It is copolymerized in an amount in the range of 0.1 to 20% by weight, preferably 0.5 to 15% by weight.

  Examples of other monomers constituting the acrylic polymer (A) in the present invention include ethyl acrylate (homopolymer Tg: −24 ° C.), iso-propyl acrylate (Tg: −3 ° C.), n-butyl acrylate. (Tg: −54 ° C.), hexyl acrylate (Tg: −57 ° C.), pentyl methacrylate (Tg: −5 ° C.), hexyl methacrylate (Tg: −5 ° C., octyl acrylate (Tg: −65 ° C.) ) Iso-octyl acrylate (same Tg: −70 ° C.), iso-octyl methacrylate (same Tg: −45 ° C.), 2-ethylhexyl acrylate (same Tg: −70 ° C.), 2-ethylhexyl methacrylate (same Tg: −10) ° C), nonyl acrylate (Tg: 58 ° C), lauryl methacrylate (Tg: -65 ° C), tetradecyl methacrylate (Tg: -72 ° C), cyclohexyl acrylate (Tg: 19 ° C), cyclohexyl methacrylate (Tg: 66 ° C), isobornyl acrylate (Tg: 94 ° C), isobornyl methacrylate (Tg: 180 ° C), phenoxyethyl acrylate (Tg: -22 ° C), phenoxyethyl methacrylate (same Tg: 54 ° C), benzyl acrylate (same Tg: 6 ° C), benzyl methacrylate (Tg: 54 ° C), methoxyethyl acrylate (Tg: -50 ° C). (Tg: −16 ° C.), ethoxyethyl acrylate (Tg: −50 ° C.), ethoxyethyl methacrylate (Tg: 15 ° C.), ethoxydiethylene glycol acrylate (Tg: −70 ° C.), vinyl acetate (Tg: 32 ° C.), styrene (Tg: 100 ° C.), etc. These can be used alone or in combination. The

  The other monomer (a-4) is 0% when the total of the component (a-1), the component (a-2), the component (a-3) and the component (a-4) is 100% by weight. It is copolymerized in an amount in the range of ˜50% by weight, preferably 0-30% by weight.

  The acrylic polymer (A) of the present invention comprises component (a-1), component (a-2), component (a-3) and component (a-4) as described above in an amount within the above predetermined range. The glass transition temperature (Tg) calculated by using the Fox formula for this acrylic polymer (A) is in the region exceeding 0 ° C., preferably in the range of 2 ° C. to 30 ° C., particularly Preferably it exists in the range of 3 to 25 degreeC.

  Component (a-1), component (a-2), component (a-3) and component (a-4) constituting the acrylic polymer (A) used in the present invention are used in an amount within the above range. In addition, by performing copolymerization by adjusting the type and amount of each component so that the glass transition temperature calculated by the Fox formula of the acrylic polymer (A) is as described above, an adhesive tape / adhesive film and In addition to improving the heat resistance and durability of the pressure-sensitive adhesive tape or pressure-sensitive adhesive film, the adhesive tape or pressure-sensitive adhesive film does not protrude and the processing characteristics such as stringing are eliminated during punching.

  In addition, when a near-infrared absorbing dye is added, the dye durability is remarkably improved by setting the glass transition temperature (Tg) of the acrylic polymer (A) within the above range. This is because the dye molecules are fixed in the pressure-sensitive adhesive layer, and it is possible to prevent crystallization due to the association of the dye molecules during the pressure-sensitive adhesive coating.

  In order to prevent crystallization in this way, if the component (a-1) is used in an amount exceeding 95% by weight, the polarity of the resulting acrylic polymer (A) is too low and the organic near-infrared absorbing dye aggregates. The film becomes turbid (haze). For this reason, the polarity of the acrylic polymer (A) is maintained while keeping the calculated glass transition temperature of the acrylic polymer (A) in the region exceeding 0 ° C. by using the component (a-2) together in the above amounts. Is not lowered. Conventionally, since the characteristic as an adhesive was emphasized, the glass transition temperature (Tg) of a base polymer such as the acrylic polymer (A) was set to 0 ° C. or less.

  As described above, the acrylic polymer (A) used in the present invention has a high glass transition temperature (Tg) as the pressure-sensitive adhesive as described above, but the alkyl forming the component (a-1). Since the chain is long, the long alkyl chain has excellent affinity with the adherend, the surface tension of the pressure-sensitive adhesive is lowered, and excellent adhesiveness is exhibited with the adherend. Thus, it is not known that the near-infrared absorbing dye is stabilized while exhibiting adhesiveness using an adhesive whose glass transition temperature of the acrylic polymer (A) constituting the adhesive exceeds 0 ° C.

The acrylic polymer (A) used in the present invention can be produced according to the usual method for producing an acrylic copolymer, but in the present invention, it is preferably produced by solution polymerization.
Examples of the solvent that can be used here include acetone, ethyl acetate, methyl ethyl ketone, xylene, and toluene. These can be used alone or in combination.

  Such a reaction solvent is usually used with respect to 100 parts by weight of the total of the monomer components (the total of component (a-1), component (a-2), component (a-3) and component (a-4)). Is used in an amount in the range of 30 to 400 parts by weight, preferably 60 to 300 parts by weight.

  This reaction is usually performed in the presence of a polymerization initiator. There is no restriction | limiting in particular in the polymerization initiator used here, What is used for superposition | polymerization of an acryl-type monomer can be used. For example, examples of the polymerization initiator used in such a reaction include organic peroxides, azo initiators, and other radical polymerization initiators.

  Examples of organic peroxides used here include cumene hydroperoxide (CHP), di-tert-butyl peroxide, dicumyl peroxide, benzoyl peroxide (BPO), lauroyl peroxide (LPO), dimethyl Bis (tert-butylperoxy) hexane, dimethylbis (tert-butylperoxy) hexyne-3, bis (tert-butylperoxyisopropyl) benzene, bis (tert-butylperoxy) trimethylcyclohexane, butyl-bis (tert Mention may be made of -butylperoxy) valerate, tert-butyl 2-ethylhexaneperoxide, dibenzoyl peroxide, paramentane hydroperoxide and tert-butylperoxybenzoate.

  Examples of azo initiators include 2,2-azobisisobutyronitrile, 2,2-azobis-2-methylbutyronitrile, 2,2-azobis-2,4-dimethylvaleronitrile, 2,2 -Azobis-4-methoxy-2,4-dimethylvaleronitrile, 2,2-azobis (methyl 2-methylpropanoate), 2,2-azobis (2-methylpropaneamidine) dihydrochloride, etc. it can. These polymerization initiators can be used alone or in combination.

The addition amount of the polymerization initiator is usually 0.05 to 5 parts by weight, preferably 0.1 to 3 parts by weight, based on 100 parts by weight of the total monomer components.
In the presence of the polymerization initiator as described above, the reaction is usually carried out at a temperature in the range of 50 to 100 ° C., preferably 60 to 90 ° C., usually for 2 to 15 hours, preferably 4 to 10 hours. The acrylic polymer (A) used in the invention can be produced.

The acrylic polymer (A) used in the present invention has the composition as described above, and the glass transition temperature (Tg) exceeds 0 ° C., preferably in the range of 2 to 30 ° C.
Thus, the acrylic polymer (A) used in the present invention uses a component in which the glass transition temperature (Tg) of the component (a-1) component homopolymer exceeds 0 ° C., and this (a-1) The component is a (meth) acrylic acid alkyl ester having a long linear alkyl group having 10 to 20 carbon atoms in the side chain. The acrylic polymer (A) having a long linear alkyl group having 10 to 20 carbon atoms forming such a side chain has a side chain with a high degree of freedom, and this side chain is covered. It spreads on the surface of the adherend at the molecular level and has excellent conformability and adhesion performance to the adherend even if the glass transition temperature (Tg) of the acrylic polymer (A) exceeds 0 ° C. The high glass transition temperature pressure-sensitive adhesive composition of the invention is also excellent in reworkability.

  If the copolymerization amount of the component (a-1) is less than 20% by weight, sufficient adaptability to the adherend is not exhibited, and if it exceeds 95% by weight, the adaptability to the adherend is sufficient. However, the bulk cohesive force is insufficient, that is, the entanglement of the main chain is insufficient, and sufficient adhesive force cannot be obtained. In the present invention, in order to overcome such a situation, a component having a glass transition temperature (Tg) exceeding 0 ° C. is added as the component (a-2) to compensate for this point. And balance.

  As described above, by copolymerizing each component so that the glass transition temperature (Tg) of the acrylic polymer (A) exceeds 0 ° C., the heat resistance durability when used as an adhesive tape or adhesive film is improved. In addition, the blocking property and the paste do not protrude, and the processing characteristics such as the punching characteristics are improved. In addition, when a near-infrared absorbing dye is added, the dye durability is remarkably improved by copolymerizing the acrylic polymer (A) so that the glass transition temperature (Tg) exceeds 0 ° C. This is because the dye molecules are immobilized in the pressure-sensitive adhesive layer, and crystallization due to the association of the dye molecules during the application of the pressure-sensitive adhesive can be effectively prevented.

  However, when the component (a-1) is copolymerized in an amount exceeding 95% by weight, the polarity of the acrylic polymer (A) decreases too much, and the organic near-infrared absorbing dye coats the adhesive, There is a possibility that the adhesive tape or the adhesive film may become cloudy (haze) immediately after being removed by drying. Therefore, in the present invention, the component (a-2) is used in an amount of 4.9 to 79.9% by weight, and the glass transition temperature (Tg) of the acrylic polymer (A) is kept above 0 ° C. However, the polarity of the acrylic polymer (A) is adjusted to a preferred range.

  In general, when the glass transition temperature (Tg) of an acrylic polymer is 0 ° C. or higher, adhesive strength does not appear. Therefore, in most conventional adhesives, the glass transition temperature (Tg) of the base polymer is 0 ° C. or lower. A copolymer was formed by selecting monomers so as to form a base polymer.

The high glass transition temperature pressure-sensitive adhesive composition of the present invention contains the acrylic polymer (A) and the crosslinking agent (B).
The crosslinking agent (B) used in the present invention is not particularly limited as long as it is a crosslinking agent capable of forming a crosslinked structure between the acrylic polymers (A). For example, an epoxy-based crosslinking agent And known cross-linking agents such as isocyanate-based cross-linking agents.

  Examples of the epoxy crosslinking agent used here include bisphenol A, epichlorohydrin type epoxy resin, ethylene glycol glycidyl ether, polyethylene glycol diglycidyl ether, glycerin diglycidyl ether, glycerin triglycidyl ether, 1,6-hexane. Diol diglycidyl ether, trimethylolpropane triglycidyl ether, diglycidyl aniline, diglycidyl amine, N, N, N ', N'-tetraglycidyl-m-xylenediamine and 1,3-bis (N, N'-di Mention may be made of glycidylaminomethyl) cyclohexane. These can be used alone or in combination.

  In the case of using the epoxy crosslinking agent, the addition amount of the epoxy crosslinking agent is usually 0.01 to 10% by weight, preferably 0.05 to 5% by weight with respect to 100% by weight of the total monomer components. %.

  Examples of isocyanate-based crosslinking agents used here include tolylene diisocyanate, chlorophenylene diisocyanate, hexamethylene diisocyanate, tetramethylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate, diphenylmethane diisocyanate, hydrogenated Isocyanate monomers such as diphenylmethane diisocyanate and isocyanate compounds obtained by adding these isocyanate monomers with trimethylolpropane, isocyanurates, burette type compounds, polyether polyols, polyester polyols, acrylic polyols, polybutadiene polyols, polyisoprene polyols, etc. Examples include urethane prepolymer isocyanates that have undergone addition reaction. It is possible. These can be used alone or in combination.

  When this isocyanate crosslinking agent is used, the amount of the isocyanate crosslinking agent used is usually 0.1 to 30% by weight, preferably 0.5 to 100% by weight based on 100% by weight of the acrylic polymer (A). It can mix | blend in the quantity within the range of 20 weight%.

  The high glass transition temperature composition of the present invention has an adhesive strength of 0.1 to 100 N / 25 mm, preferably 1 to 50 N / 25 mm at 20 ° C. when the adherend is a glass plate. Thus, even at 20 ° C., it has a high adhesive strength as described above, particularly as a component (a-1) having a long-chain alkyl group even though the glass transition temperature of the homopolymer exceeds 0 ° C. It is considered that the use of the monomer improves the affinity for the adherend, particularly the glass plate surface.

  The high glass transition temperature pressure-sensitive adhesive composition of the present invention has the above-described configuration, and this high glass transition temperature pressure-sensitive adhesive composition is particularly suitable for dispersing an organic dye that absorbs near infrared rays. Yes.

  Examples of organic near-infrared absorbers that can be blended in the high glass transition temperature pressure-sensitive adhesive composition of the present invention include diimonium dyes, diimonium salt dyes, cyanine dyes, azo dyes, aminium dyes, anthraquinones And dyes, dithiol metal complex dyes, squarylium dyes, naphthalocyanine dyes, and phthalocyanine dyes. In particular, the high glass transition temperature pressure-sensitive adhesive composition of the present invention is suitable for blending a diimonium dye or a diimonium salt dye as an organic near-infrared absorbing dye.

  The diimonium compound can be represented by the following formula (1), and the diimonium salt can be represented by the following formula (1S).

ただし、上記式（１）において、Ｒ¹〜Ｒ⁸はそれぞれ独立に水素原子、ハロゲン原子、アルキル基または置換アルキル基を表す。

However, in said formula (1), R < ¹ > -R < ⁸ > represents a hydrogen atom, a halogen atom, an alkyl group, or a substituted alkyl group each independently.

ただし、上記式（１Ｓ）において、Ｒ¹〜Ｒ⁸はそれぞれ独立に水素原子、ハロゲン原子、アルキル基または置換アルキル基を表しＺ^-はジイモニウムアニオンを表し、具体的にはＺ^-は、SbF₆ ^-、PF₆ ^-、ClO^4-、（CF₃SO₂)₂N^-等である。

In the above formula (1S), R ^{1 to} R ⁸ each independently represents a hydrogen atom, a halogen atom, an alkyl group or a substituted alkyl group, Z ⁻ represents a diimonium anion, specifically, Z ⁻ represents SbF _{6. ^{-, PF 6 -, ClO 4-}} , (CF 3 SO 2) 2 N - , and the like.

In the above formula (1) and formula (1S), when R ^{1 to} R ⁸ are an alkyl group or an alkyl group having a substituent, the carbon number of the alkyl group is 1 to 22 for each of R ^{1 to} R ^8. It is preferable that it is, and it is especially preferable that it is 2-12.

In the present invention, examples of preferable R ^{1 to} R ⁸ in the above formulas (1) and (1S) are, independently, linear, branched and alicyclic alkyl groups having 1 to 10 carbon atoms. be able to. Specific examples of such an alkyl group include, for example, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-amyl group. Group, isoamyl group, 1-methylbutyl group, 1-ethylpropyl group, 1,2-dimethylpropyl group, 1,1-dimethylpropyl group, neopentyl group, n-hexyl group, cyclohexyl group and the like. Preferably, R ^{1 to} R ⁸ are linear or branched alkyl groups having 3 to 5 carbon atoms. More preferably, R ^{1 to} R ⁸ are an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, an n-amyl group or an isoamyl group, and more preferably an n-butyl group, an isobutyl group or an isoamyl group. An isobutyl group is particularly preferred.

Examples of the substituent that can be bonded to the alkyl group represented by R ^{1 to} R ⁸ include cyano group; hydroxyl group; halogen atom such as fluorine atom, chlorine atom, bromine atom; methoxy group, ethoxy group, n-propoxy group, n Alkoxy groups having 1 to 6 carbon atoms such as butoxy group; alkoxy having 2 to 8 carbon atoms such as methoxymethoxy group, ethoxymethoxy group, methoxyethoxy group, ethoxyethoxy group, methoxypropoxy group, methoxybutoxy group, and ethoxybutoxy group Alkoxy group; methoxymethoxymethoxy group, methoxymethoxyethoxy group, methoxyethoxyethoxy group, ethoxyethoxyethoxy group, etc., C3-C15 alkoxyalkoxyalkoxy group; allyloxy group; phenoxy group, tolyloxy group, xylyloxy group, naphthyloxy group Aryl having 6 to 12 carbon atoms, such as Xoxy group; C2-C7 alkoxycarbonyl group such as methoxycarbonyl group, ethoxycarbonyl group, n-propoxycarbonyl group, isopropoxycarbonyl group, n-butoxycarbonyl group; methylcarbonyloxy group, ethylcarbonyloxy group, n C2-C7 alkylcarbonyloxy groups such as -propylcarbonyloxy group and n-butylcarbonyloxy group; methoxycarbonyloxy group, ethoxycarbonyloxy group, n-propoxycarbonyloxy group, n-butoxycarbonyloxy group, etc. Examples thereof include an alkoxycarbonyloxy group having 2 to 7 carbon atoms. A preferred example of the alkyl group to which the substituent is bonded is a methoxyethyl group. In particular, in the present invention, methoxyethyl group is most preferable as R ^{1 to} R ⁸ .

Preferable examples of the diimonium salt used in the present invention include compounds in a form in which two anions are bonded to one diimonium cation.
Diimonium salts include tris (trifluoromethylsulfonyl) methidoic acid-N, N, N ', N'-tetrakis (p-di (iso-butyl) aminophenyl) -p-phenylenediimonium, bis [bis (trifluoromethanesulfonyl ) Imido acid] -N, N, N ', N'-tetrakis [p-di (n-butyl) aminophenyl] -p-phenylenediamine and hexafluoroantimonic acid-N, N, N', N ' Mention may be made of -tetrakis {p-di (iso-butyl) aminophenyl} -p-phenylenediimonium. Since these have high durability in an adhesive composition, these are especially preferable.

Moreover, as a preferable example of the diimonium salt used in the present invention, the above diimonium compound is cationized, and two anions (eg, SbF ₆ ⁻ , PF ₆ ⁻ , Examples include diimonium salts having a form in which ClO ⁴⁻ , (CF ₃ SO ₂ ) ₂ N ^{− and the} like are bonded.

  The diimonium salts used here include tris (trifluoromethylsulfonyl) methidoic acid-N, N, N ', N'-tetrakis (p-di (iso-butyl) aminophenyl) -p-phenylenediimonium and hexa Mention may be made of fluoroantimonic acid-N, N, N ′, N′-tetrakis {p-di (iso-butyl) aminophenyl} -p-phenylenediimonium. Since these have high durability in an adhesive composition, these are especially preferable.

These diimonium dyes or diimonium salt dyes can be used alone or in combination.
The diimonium dye or the diimonium salt dye is preferably in a form that can be easily dispersed. In the present invention, the diimonium dye is preferably refined by grinding or the like. As the miniaturization method, either a wet method or a dry method can be employed. As a wet micronization technique, a bead mill or ball mill, micronization by liquid flow, or micronization using laser or ultrasonic waves can be employed. As a dry refinement method, a ball mill, an attritor, a roll mill or an air stream refinement can be employed. Among these, in the present invention, a method of pulverizing a diimonium dye using particles such as zirconia beads, glass beads, and alumina beads can be adopted as a preferred method. For example, as a pulverization method using zirconia particles, there is a method in which a liquid mixture obtained by mixing a diimonium dye, a solvent, and zirconia beads is prepared, and after the liquid mixture is shaken in a container, the zirconia beads are separated. . Examples of the solvent that can be used here include methyl ethyl ketone, diethyl ether, toluene, ethyl acetate, xylene, butyl acetate, and methylcyclohexane. Particularly, the solvent used in the preparation of the acrylic polymer (A) It is preferable to use the same solvent.

  In the present invention, when a diimonium dye or diimonium salt dye that is a near-infrared absorbing dye is blended in an adhesive tape or an adhesive film comprising a high glass transition temperature adhesive composition, the above-mentioned diimonium dye or diimonium salt dye is: The amount is usually 0.01 to 5% by weight, preferably 0.1 to 4% by weight, based on 100% by weight of the acrylic polymer. By blending the diimonium dye or the diimonium salt dye in the above amount, for example, near infrared rays having a wavelength of about 800 to 1100 nm generated from PDP or the like can be effectively absorbed over a long period of time.

  In addition to the organic near-infrared absorbing dye as described above, the high glass transition temperature pressure-sensitive adhesive composition of the present invention is blended with other components as long as the characteristics of the high glass transition temperature pressure-sensitive adhesive composition are not impaired. be able to. Examples of these components include tackifiers, plasticizers, toning agents, neon cut agents, ultraviolet absorbers, silane coupling agents, modified silicones, antistatic agents and the like. The compounding amount of these other components is an amount within a range that does not impair the properties of the high glass transition temperature pressure-sensitive adhesive composition of the present invention.

EXAMPLES Next, the present invention will be described in more detail with reference to examples of the present invention, but the present invention is not limited thereto.
〔Measuring method〕
<Sample preparation conditions>
The resulting high glass transition temperature pressure-sensitive adhesive composition containing the dye was applied to a 38 μm-thick PET whose surface had been subjected to a release treatment so that the dry coating thickness was 25 μm. The treated PET substrate having a thickness of 100 μm (38 μm PET substrate in the case of familiarity evaluation) was placed, dried at 80 ° C. for 2 minutes, and then aged at 40 ° C. for 3 days.

In addition, the pigment | dye used here is CIR-1085 by Nippon Carlit Co., Ltd., and this CIR-1085 is a diimonium salt compound shown below.
Bis [bis (trifluoromethanesulfonyl) imidic acid] -N, N, N ', N'-tetrakis [p-di (n-butyl) aminophenyl] -p-phenylenediamine

<Evaluation>
Adhesiveness (reworkability)
Using a glass plate as the adherend, the peel rate was 0.3 m / min, the peel angle was 180 degrees, the peel area was 25 mm × 150 mm, and the adhesive strength after 20 minutes of sticking was measured. In addition, when it was transferred to the adherend by this adhesion measurement, or the adherend was contaminated, the reworkability was determined to be absent (x).

Familiarity Using a glass plate as the adherend, place a sample with a sample area of 50 mm x 50 mm on the adherend surface, press the center point of the sample surface with your finger, and then press the adhesive from the center point to the periphery. When the time required for the entire surface to spread out was measured, “◯” was given within 60 seconds, and “X” was taken that took 60 seconds or longer.

Punching properties When the film was punched using a punching machine, the thread stringing of the film was visually observed.
Evaluation was performed based on the following criteria.
○ ... The thread is cut well and stringing is not seen.
Δ: The cut is good, but only a part of the string is visible.
X: Cutting is bad and stringing is seen in a considerable part.

Heat resistance durability The adherend was used as a glass plate, the sample area was 50 mm x 50 mm, and the sample was attached to the surface of the glass plate as the adherend. Durability was maintained at 105 ° C.-dry × 3 days, and the presence or absence of foaming was confirmed.
○ ... No foaming.
Δ: Slight foaming is observed.
X ... Many foaming is recognized.

Dye durability Using the adherend as a glass plate and a sample area of 20 mm × 20 mm, the sample was allowed to stand for 3 days under conditions of 85 ° C.-85% RH, and the durability of the sample was examined.
The durability was determined by observing the change in haze before and after the durability test and the change in the near infrared absorption spectrum at a wavelength of 1000 nm.
Absorption ○ ・ ・ ・ Absorption decrease rate is less than 10% T,
X: Absorption decrease rate 10T or more Haze ○: Less than 10 after initial and endurance test × ... Initial 10 or less, 10 or more after endurance test XX: 10 or more from initial, 10 or more after endurance test

[Example 1]
In a four-necked flask capable of nitrogen substitution, 60% by weight of lauryl acrylate (hereinafter abbreviated as LA; homopolymer Tg = 15 ° C.) and methyl acrylate (hereinafter abbreviated as MA; Tg = 8). 10% by weight, 20% by weight of butyl acrylate (hereinafter abbreviated as BA, Tg = −54 ° C.), and 10% by weight of acrylic acid (hereinafter abbreviated as AA, Tg = 106 ° C.). Then, 150% by weight of ethyl acetate was added, heated to 68 ° C. in a nitrogen gas atmosphere, 0.1% by weight of azobisisobutyronitrile (hereinafter abbreviated as AIBN) was added, and polymerization was performed in a nitrogen gas atmosphere. And acrylic polymer (A) was prepared.

It was 3.5 degreeC when the glass transition temperature (Tg) of the acrylic polymer (A) of the above compositions was computed by the formula of Fox.
The acrylic polymer (A) is blended with 0.1% by weight of E-5XM (manufactured by Soken Chemical Co., Ltd.), an epoxy curing agent, and bis [bis (trifluoromethanesulfonyl) dispersed in ethyl acetate. ) Imido acid] -N, N, N ′, N′-tetrakis [p-di (n-butyl) aminophenyl] -p-phenylenediamine (hereinafter abbreviated as 1085; manufactured by Nippon Carlit Co., Ltd.) The pressure-sensitive adhesive composition of the present invention was produced by mixing 1.5% by weight with the polymer (A) and stirring well.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, durability heat resistance, and dye durability (absorption, haze). The results are shown in Table 1.

[Example 2]
An acrylic polymer (A) was produced in the same manner as in Example 1, except that LA was changed to 40% by weight, MA was changed to 40% by weight, BA was changed to 10% by weight, and AA was changed to 10% by weight.

It was 10 degreeC when the glass transition temperature (Tg) of the acrylic polymer (A) of the above compositions was calculated by the Fox formula.
A high glass transition temperature pressure-sensitive adhesive composition of the present invention was produced in the same manner as in Example 1 except that the acrylic polymer (A) was used.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, durability heat resistance, and dye durability (absorption, haze). The results are shown in Table 1.

Example 3
In Example 1, an acrylic polymer (A) was produced in the same manner except that LA was 80% by weight, MA was 10% by weight, and AA was changed to 10% by weight without using BA.

It was 21 degreeC when the glass transition temperature (Tg) of the acrylic polymer (A) of the above compositions was computed by the formula of Fox.
A high glass transition temperature pressure-sensitive adhesive composition of the present invention was produced in the same manner as in Example 1 except that the acrylic polymer (A) was used.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, durability heat resistance, and dye durability (absorption, haze). The results are shown in Table 1.

Example 4
An acrylic polymer (A) was produced in the same manner as in Example 1 except that LA was changed to 65% by weight, MA was changed to 15% by weight, BA was changed to 15% by weight, and AA was changed to 5% by weight.

It was 4.2 degreeC when the glass transition temperature (Tg) of the acrylic polymer (A) of the above compositions was calculated by the Fox formula.
A high glass transition temperature pressure-sensitive adhesive composition of the present invention was produced in the same manner as in Example 1 except that the acrylic polymer (A) was used.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, durability heat resistance, and dye durability (absorption, haze). The results are shown in Table 1.

Example 5
A high glass transition temperature pressure-sensitive adhesive composition was prepared in the same manner as in Example 1 except that the dye 1085 was not blended.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, and durability heat resistance. The results are shown in Table 1.

Example 6
A high glass transition temperature pressure-sensitive adhesive composition was prepared in the same manner as in Example 2 except that the dye 1085 was not blended.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, and durability heat resistance. The results are shown in Table 1.

Example 7
A high glass transition temperature pressure-sensitive adhesive composition was prepared in the same manner as in Example 3 except that the dye 1085 was not blended.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, and durability heat resistance. The results are shown in Table 1.

Example 8
A high glass transition temperature pressure-sensitive adhesive composition was prepared in the same manner as in Example 4 except that the dye 1085 was not blended.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, and durability heat resistance. The results are shown in Table 1.

[Comparative Example 1]
An acrylic polymer (A) was produced in the same manner as in Example 1, except that LA was 15% by weight, MA was 75% by weight, and AA was changed to 10% by weight without blending BA.

It was 16 degreeC when the glass transition temperature (Tg) of the acrylic polymer (A) of the above compositions was computed by the formula of Fox.
A high glass transition temperature pressure-sensitive adhesive composition of the present invention was produced in the same manner as in Example 1 except that the acrylic polymer (A) was used.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, durability heat resistance, and dye durability (absorption, haze). The results are shown in Table 1.

[Comparative Example 2]
An acrylic polymer (A) was produced in the same manner as in Example 1, except that LA was 90% by weight, MA was 1% by weight, and BA was not added, but AA was changed to 9% by weight.

It was 21 degreeC when the glass transition temperature (Tg) of the acrylic polymer (A) of the above compositions was computed by the formula of Fox.
A high glass transition temperature pressure-sensitive adhesive composition of the present invention was produced in the same manner as in Example 1 except that the acrylic polymer (A) was used.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, durability heat resistance, and dye durability (absorption, haze). The results are shown in Table 1.

[Comparative Example 3]
An acrylic polymer (A) was produced in the same manner as in Example 1, except that LA was changed to 40% by weight, MA was changed to 10% by weight, BA was changed to 40% by weight, and AA was changed to 10% by weight.

It was -12 degreeC when the glass transition temperature (Tg) of the acrylic polymer (A) of the above compositions was computed by the formula of Fox.
A high glass transition temperature pressure-sensitive adhesive composition of the present invention was produced in the same manner as in Example 1 except that the acrylic polymer (A) was used.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, durability heat resistance, and dye durability (absorption, haze). The results are shown in Table 1.

[Comparative Example 4]
An acrylic polymer (A) was produced in the same manner as in Example 1, except that LA was changed to 20% by weight, MA was changed to 10% by weight, BA was changed to 60% by weight, and AA was changed to 10% by weight.

It was -26 degreeC when the glass transition temperature (Tg) of the acrylic polymer (A) of the above compositions was calculated by the formula of Fox.
A high glass transition temperature pressure-sensitive adhesive composition of the present invention was produced in the same manner as in Example 1 except that the acrylic polymer (A) was used.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, durability heat resistance, and dye durability (absorption, haze). The results are shown in Table 1.

[Comparative Example 5]
In Example 1, an acrylic polymer (A) was produced in the same manner except that E-5XM, which is an epoxy curing agent, was not used.

It was 3.5 degreeC when the glass transition temperature (Tg) of the acrylic polymer (A) of the above compositions was computed by the formula of Fox.
A high glass transition temperature pressure-sensitive adhesive composition of the present invention was produced in the same manner as in Example 1 except that the acrylic polymer (A) was used.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, durability heat resistance, and dye durability (absorption, haze). The results are shown in Table 1.

[Comparative Example 6]
In Comparative Example 1, a high glass transition temperature pressure-sensitive adhesive composition was similarly used except that LA was changed to 10% by weight, MA was changed to 80% by weight, BA was changed to 0% by weight, and AA was changed to 10% by weight. A product was prepared.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, and durability heat resistance. The results are shown in Table 1.

[Comparative Example 7]
In Comparative Example 2, a high glass transition temperature pressure-sensitive adhesive composition was prepared in the same manner except that the dye 1085 was not blended.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, and durability heat resistance. The results are shown in Table 1.

[Comparative Example 8]
In Comparative Example 3, a high glass transition temperature pressure-sensitive adhesive composition was prepared in the same manner except that the dye 1085 was not blended.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, and durability heat resistance. The results are shown in Table 1.

[Comparative Example 9]
In Comparative Example 4, a high glass transition temperature pressure-sensitive adhesive composition was prepared in the same manner except that the dye 1085 was not blended.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, and durability heat resistance. The results are shown in Table 1.

[Comparative Example 10]
In Comparative Example 5, a high glass transition temperature pressure-sensitive adhesive composition was prepared in the same manner except that the dye 1085 was not blended.

  The high glass transition temperature pressure-sensitive adhesive composition obtained as described above was measured for adhesive strength, conformability, punchability, and durability heat resistance. The results are shown in Table 1.

Claims (4)

(a-1) a linear (meth) acrylic acid alkyl ester having 10 to 20 carbon atoms of an alkyl group having a glass transition temperature (Tg) of the homopolymer exceeding 0 ° C .; 20 to 95% by weight;
(a-2) (meth) acrylic acid alkyl ester having 1 to 9 carbon atoms in the alkyl group having a glass transition temperature (Tg) of the homopolymer exceeding 0 ° C .; 4.9 to 79.9% by weight;
(a-3) a functional group-containing (meth) acrylate; 0.1 to 20% by weight, and
(a-4) Other copolymerization monomers; an acrylic polymer (A) having a glass transition temperature (Tg) determined by Fox's formula obtained by copolymerizing 0 to 50% by weight and exceeding 0 ° C;
A high glass transition temperature pressure-sensitive adhesive composition comprising a crosslinking agent (B) and having an adhesive strength to glass at 20 ° C. of 0.1 to 100 N / 25 mm.   2. The high glass transition temperature pressure-sensitive adhesive composition according to claim 1, wherein the organic near-infrared absorbing dye (C) is contained in an amount in the range of 0.01 to 5.0% by weight.   3. The high glass transition temperature pressure-sensitive adhesive composition according to claim 2, wherein the organic near-infrared absorbing dye (C) is a diimonium dye and / or a diimonium salt dye.   The glass transition temperature of the acrylic polymer (A) is in the range of 2 ° C to 30 ° C, and the high glass transition temperature pressure-sensitive adhesive composition according to claim 1 or 2, .