Polyester resin composition, adhesive composition, pressure-sensitive adhesive composition, pressure-sensitive adhesive, pressure-sensitive adhesive sheet, and optical component with pressure-sensitive adhesive layer

Abstract

It exhibits excellent adhesive strength under high-temperature conditions, and furthermore, shows minimal haze change even under high-temperature and high-humidity conditions. , polyester resin composition with excellent moisture and heat resistance, adhesive composition, pressure-sensitive adhesive composition, pressure-sensitive To provide adhesives, pressure-sensitive adhesive sheets, and optical components with a pressure-sensitive adhesive layer. [Solution] A polyester resin [I] with a glass transition temperature of -40 to 30°C, and 1 minute At least one of the terminal isocyanate groups in the molecule is a substituent derived from a hydrophilic organic compound (α). Polyester characterized by containing a substituted polycarbodiimide compound [II] A tel-based resin composition.

Description

Technical Field

[0001] The present invention relates to a polyester resin composition, an adhesive composition, a pressure-sensitive adhesive composition, a pressure-sensitive adhesive, a pressure-sensitive adhesive sheet, and an optical member with a pressure-sensitive adhesive layer. More specifically, it relates to a polyester resin composition, an adhesive composition, a pressure-sensitive adhesive composition, a pressure-sensitive adhesive, a pressure-sensitive adhesive sheet, and an optical member with a pressure-sensitive adhesive layer that have excellent adhesive strength under high-temperature conditions and have a small haze change in the pressure-sensitive adhesive layer even under high-temperature and high-humidity conditions, and are excellent in heat and humidity resistance.

Background Art

[0002] Conventionally, it is known that a polyester resin becomes excellent in chemical resistance, mechanical strength, etc. by combining a polyvalent carboxylic acid component and a polyol component, and is also useful in the field of pressure-sensitive adhesives. As a polyester-based pressure-sensitive adhesive, for example, an adhesive obtained by polycondensing a carboxylic acid component containing 10 mol% or more and less than 50 mol% of an aromatic carboxylic acid and a polyhydric alcohol component containing 5 mol% or more of a glycol having a hydrocarbon group in the side chain, and having a number average molecular weight of 5000 or more has been proposed, and is said to have excellent adhesiveness, heat resistance, and mechanical strength (see, for example, Patent Document 1). In addition, a polyester-based adhesive containing a polyester resin (A) and a hydrolysis inhibitor (B), wherein the glass transition temperature of the polyester resin (A) is -10°C or lower (see, for example, Patent Document 2), or a polyester resin composed of polyvalent carboxylic acids containing a predetermined amount of sulfonate group-containing dicarboxylic acids and a polyol component and a polyhydric alcohol component containing 5 mol% or more of a glycol having a hydrocarbon group in the side chain, and having a number average molecular weight of 5000 or more has been proposed, and is said to have excellent adhesiveness, heat resistance, and mechanical strength (see, for example, Patent Document 1). has been proposed and is said to have excellent adhesiveness, heat resistance, and mechanical strength (see, for example, Patent Document 1). Further, a polyester-based adhesive containing a polyester resin (A) and a hydrolysis inhibitor (B), wherein the glass transition temperature of the polyester resin (A) is -10°C or lower (see, for example, Patent Document Ⅱ), or a polyester resin composed of polyvalent carboxylic acids containing a predetermined amount of sulfonate group-containing dicarboxylic acids and a polyol component (see, for example, Patent Document 2), or a polyester resin composition consisting of polyvalent carboxylic acids containing a predetermined amount of sulfonate group-containing dicarboxylic acids and a polyol component (see, for example, Patent Document 2), or a polyester resin consisting of polyvalent carboxylic acids containing a predetermined amount of sulfonate group-containing dicarboxylic acids and a polyol component <​A polyester adhesive composition containing A) has been proposed (see, for example, Patent Document 3). Yes, they are. [Prior art documents] [Patent Documents]

[0003] [Patent Document 1] Japanese Patent Publication No. 2007-45914 [Patent Document 2] Japanese Patent Publication No. 2017-115149 [Patent Document 3] Japanese Patent Publication No. 2019-85518 [Overview of the project] [Problems that the invention aims to solve]

[0004] However, in recent years, adhesives have been used in liquid crystal displays (LCDs). Display devices such as tal displays and touch devices used in combination with the above-mentioned display devices. It is increasingly being used in the manufacture of input devices such as panels, and the adhesive strength remains strong even under high-temperature conditions. An adhesive that is highly effective, exhibits minimal haze changes under high temperature and high humidity conditions, and has excellent heat and humidity resistance. This is becoming a requirement. The polyester adhesives described in the above Patent Documents 1 to 3 are excellent in terms of adhesion, heat resistance, and mechanical strength. However, its performance under high temperature and high humidity conditions is not entirely satisfactory, and further improvements are needed. It is being done.

[0005] Therefore, in light of this background, the present invention provides excellent adhesive strength under high-temperature conditions, and further A polyester resin composition that exhibits minimal haze change even under high temperature and high humidity conditions and has excellent heat and humidity resistance. Adhesive composition, pressure-sensitive adhesive composition, pressure-sensitive adhesive, pressure-sensitive adhesive sheet, and pressure-sensitive adhesive layer The objective is to provide optical components.

Means for Solving the Problem

[0006] However, as a result of intensive studies in view of such circumstances, the present inventor has found that in a polyester resin composition containing a polyester resin and a polycarbodiimide compound, by using a polyester resin having a relatively high glass transition temperature and further using a polycarbodiimide compound containing a hydrophilic structural moiety derived from a hydrophilic organic compound, an excellent adhesive strength under high temperature conditions can be obtained when used as a pressure-sensitive adhesive, and furthermore, a polyester resin composition having a small haze change and excellent heat and humidity resistance even under high temperature and high humidity conditions can be obtained, and thus the present invention has been completed. That is, the present invention provides a polyester resin composition containing a polyester resin [I] having a glass transition temperature of -40 to 30°C and a polycarbodiimide compound [II] in which at least one of the terminal isocyanate groups in one molecule is substituted with a substituent derived from a hydrophilic organic compound (α) as a first aspect. Furthermore, the present invention provides an adhesive composition containing the above polyester resin composition as a second aspect, a pressure-sensitive adhesive composition containing the above polyester resin adhesive composition as a third aspect, a pressure-sensitive adhesive obtained by crosslinking the above pressure-sensitive adhesive composition as a fourth aspect, a pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer containing the above pressure-sensitive adhesive as a fifth aspect, and an optical member with a pressure-sensitive adhesive layer having a pressure-sensitive adhesive layer and an optical member, wherein the pressure-sensitive adhesive layer contains the above pressure-sensitive adhesive as a sixth aspect. That is, the present invention relates to a polyester resin composition containing a polyester resin [I] having a glass transition temperature of -40 to 30°C and a polycarbodiimide compound [II] in which at least one of the terminal isocyanate groups in one molecule is substituted with a substituent derived from a hydrophilic organic compound (α). Also, the present invention relates to an adhesive composition containing the above polyester resin composition, a pressure-sensitive adhesive composition containing the above polyester-based adhesive composition, a pressure-sensitive adhesive obtained by crosslinking the above pressure-sensitive adhesive composition,

[0007] a pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer containing the above pressure-sensitive adhesive, and an optical member with a pressure-sensitive adhesive layer having a pressure-sensitive adhesive layer and an optical member, wherein the pressure-sensitive adhesive layer contains the above pressure-sensitive adhesive. That is, the present invention provides a polyester resin composition containing a polyester resin [I] having a glass transition temperature of -40 to 30°C and a polycarbodiimide compound [II] in which at least one of the terminal isocyanate groups in one molecule is substituted with a substituent derived from a hydrophilic organic compound (α) as a first aspect. Also, the present invention provides an adhesive composition containing the above polyester resin composition as a second aspect, a pressure-sensitive adhesive composition containing the above polyester resin adhesive composition as a third aspect, a pressure-sensitive adhesive obtained by crosslinking the above pressure-sensitive adhesive composition as a fourth aspect, a pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer containing the above pressure-sensitive adhesive as a fifth aspect, and an optical member with a pressure-sensitive adhesive layer having a pressure-sensitive adhesive layer and an optical member, wherein the pressure-sensitive adhesive layer contains the above pressure-sensitive adhesive as a sixth aspect.

[0008] That is, the present invention provides a polyester resin composition containing a polyester resin [I] having a glass transition temperature of -40 to 30°C and a polycarbodiimide compound [II] in which at least one of the terminal isocyanate groups in one molecule is substituted with a substituent derived from a hydrophilic organic compound (α) as a first aspect. Also, the present invention provides an adhesive composition containing the above polyester resin composition as a second aspect, a pressure-sensitive adhesive composition containing the above polyester resin adhesive composition as a third aspect, a pressure-sensitive adhesive obtained by crosslinking the above pressure-sensitive adhesive composition as a fourth aspect, a pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer containing the above pressure-sensitive adhesive as a fifth aspect, and an optical member with a pressure-sensitive adhesive layer having a pressure-sensitive adhesive layer and an optical member, wherein the pressure-sensitive adhesive layer contains the above pressure-sensitive adhesive as a sixth aspect. That is, the present invention provides a polyester resin composition containing a polyester resin [I] having a glass transition temperature of -40 to 30°C and a polycarbodiimide compound [II] in which at least one of the terminal isocyanate groups in one molecule is substituted with a substituent derived from a hydrophilic organic compound (α) as a first aspect, an adhesive composition containing the above polyester resin composition as a second aspect, a pressure-sensitive adhesive composition containing the above polyester-based adhesive composition as a third aspect, a pressure-sensitive adhesive obtained by crosslinking the above pressure-sensitive adhesive composition as a fourth aspect,

[0009] Generally, it is known to incorporate a carbodiimide compound as a hydrolysis inhibitor into a polyester resin composition. Among them, a high molecular weight polycarbodiimide compound is used from the perspective of long-term durability. However, when the glass transition temperature of the polyester resin is relatively high, there is a problem that the compatibility between the polyester resin and the polycarbodiimide compound is poor and it cannot be used. In the present invention, it is not the case that any carbodiimide compound can be used. By selecting and using a polycarbodiimide compound in which at least one of the terminal isocyanate groups in one molecule is substituted with a substituent derived from a hydrophilic organic compound, the object of the present invention can be achieved. 通常、1分子中の末端イソシアネート基の少なくとも1つが親水性有機化合物由来の置換基で置換されてなるポリカルボジイミド系化合物を用いると、親水性の構造部位に起因して接着強度が低下するという不具合が考えられる。しかしながら、特定のポリエステル系樹脂に対して、1分子中の末端イソシアネート基の少なくとも1つが親水性有機化合物由来の置換基で置換されてなるポリカルボジイミド系化合物を用いることで、意外にも高温条件下での接着力に優れ、さらには、ガラス転移温度の高いポリエステル系樹脂との相溶性が良好で、かつ、高温高湿条件下でのヘイズ変化が小さく、耐湿熱性に優れることを見出したものである。 When generally using a polycarbodiimide compound in which at least one of the terminal isocyanate groups in one molecule is substituted with a substituent derived from a hydrophilic organic compound, there may be a problem that the adhesive strength decreases due to the hydrophilic structural site. However, for a specific polyester resin, by using a polycarbodiimide compound in which at least one of the terminal isocyanate groups in one molecule is substituted with a substituent derived from a hydrophilic organic compound, it has been unexpectedly found that it has excellent adhesive strength under high temperature conditions, and further has good compatibility with a polyester resin having a high glass transition temperature, and has a small haze change under high temperature and high humidity conditions and excellent heat and humidity resistance. In the present invention, it is not that any carbodiimide compound can be used. By selecting and using a polycarbodiimide compound in which at least one of the terminal isocyanate groups in one molecule is substituted with a substituent derived from a hydrophilic organic compound, the object of the present invention can be achieved. 通常、1分子中の末端イソシアネート基の少なくとも1つが親水性有機化合物由来の置換基で置換されてなるポリカルボジイミド系化合物を用いると、親水性の構造部位に起因して接着強度が低下するという不具合が考えられる。しかしながら、特定のポリエステル系樹脂に対して、1分子中の末端イソシアネート基の少なくとも1つが親水性有機化合物由来の置換基で置換されてなるポリカルボジイミド系化合物を用いることで、意外にも高温条件下での接着力に優れ、さらには、ガラス転移温度の高いポリエステル系樹脂との相溶性が良好で、かつ、高温高湿条件下でのヘイズ変化が小さく、耐湿熱性に優れることを見出したものである。 When generally using a polycarbodiimide compound in which at least one of the terminal isocyanate groups in one molecule is substituted with a substituent derived from a hydrophilic organic compound, there may be a problem that the adhesive strength decreases due to the hydrophilic structural site. However, for a specific polyester resin, by using a polycarbodiimide compound in which at least one of the terminal isocyanate groups in one molecule is substituted with a substituent derived from a hydrophilic organic compound, it has been unexpectedly found that it has excellent adhesive strength under high temperature conditions, and further has good compatibility with a polyester resin having a high glass transition temperature, and has a small haze change under high temperature and high humidity conditions and excellent heat and humidity resistance.

[0010] The polyester resin composition of the present invention comprises a polyester resin [I] having a glass transition temperature of -40 to 30°C and a polycarbodiimide compound in which at least one of the terminal isocyanate groups in one molecule is substituted with a substituent derived from a hydrophilic organic compound. [[ID=四十二]] Because it contains a polycarbodiimide compound [II] substituted with a compound, pressure-sensitive adhesion When used as an adhesive, it exhibits excellent bonding strength under high-temperature conditions, and furthermore, shows minimal haze change even under high-temperature and high-humidity conditions. It has excellent resistance to moisture and heat, and is particularly suitable for use in optical components. . [Modes for carrying out the invention]

[0011] The configuration of the present invention will be described in detail below, but these are merely examples of desirable embodiments. It is. In this invention, the adhesive composition includes pressure-sensitive adhesive compositions and heat-sensitive adhesive compositions. This is expressed as a concept and can be used in pressure-sensitive adhesive compositions and heat-sensitive adhesive compositions. However, its use as a pressure-sensitive adhesive composition is particularly effective.

[0012] The polyester resin composition of the present invention (hereinafter sometimes referred to as "resin composition") is comparative Polyester resins [I] having a relatively high glass transition temperature and hydrophilic organic compounds (α It is characterized by containing a polycarbodiimide[II] substituted with substituents derived from ) . Each component constituting the resin composition of the present invention will be described sequentially below.

[0013] <Polyester resin [I]> Polyester resins [I] typically contain polycarboxylic acids (A) and as constituent raw materials. It is obtained by copolymerizing a copolymer component containing polyol (B), and its polyester system The resin [I] has a resin composition consisting of structural units derived from polycarboxylic acids (A) and poly It acquires structural units derived from ol (B). In this invention, the term "carboxylic acids" refers to carboxylic acids, as well as carboxylic acids. Carboxylic acid derivatives such as salts, carboxylic acid anhydrides, carboxylic acid halogens, and carboxylic acid esters. This includes conductors.

[0014] [Polyhydric carboxylic acids (A)] The above polycarboxylic acids (A) used as constituent raw materials for polyester resins [I] and Examples include divalent carboxylic acids and polyvalent carboxylic acids with three or more valent values, and polyester Divalent carboxylic acids are preferred because they allow for the stable acquisition of tel-based resins [I].

[0015] Examples of the above divalent carboxylic acids are, Malonic acids, dimethylmalonic acids, succinic acids, glutaric acids, adipic acids, trim Chiladipic acids, pimeric acids, 2,2-dimethylglutaric acids, azelaic acids, Bacic acid, fumaric acid, maleic acid, itaconic acid, thiodipropionic acid, diglycerides Cholic acid, acyclic aliphatic dicarboxylic acids such as 1,9-nonanedicarboxylic acids, 1,3- Cyclopentanedicarboxylic acids, 1,2-cyclohexanedicarboxylic acids, 1,3-cyclo Lopentanedicarboxylic acids, 1,4-cyclohexanedicarboxylic acids, 2,5-norbolol Lipids such as nandicarboxylic acids and cyclic aliphatic dicarboxylic acids such as adamantanedicarboxylic acids. Alfatha carboxylic acids; Phthalates, terephthalates, isophthalates, benzylmalonic acids, diphenates, 4,4'-Oxydibenzoic acids, and furthermore, 1,8-naphthalenedicarboxylic acids, 2,3-na Naphthalenedicarboxylic acids such as phthalenedicarboxylic acids and 2,7-naphthalenedicarboxylic acids Examples include aromatic dicarboxylic acids such as acids; and so on. Furthermore, examples of the above-mentioned polycarboxylic acids with a valency of three or more include trimellitic acids, pyrometanic acids, and others. Examples include lit acids, adamantane tricarboxylic acids, trimesic acids, and the like. These polycarboxylic acids (A) can be used individually or in combination of two or more. .

[0016] Among the polycarboxylic acids (A) mentioned above, those that reduce the crystallinity of polyester resins [I] From this perspective, it contains aromatic polycarboxylic acids, particularly asymmetric aromatic dicarboxylic acids (A-1). It is preferable to mix them, and asymmetric aromatic dicarboxylic acids (A-1) include, for example, f Taric acids, isophthalic acids, 1,8-naphthalenedicarboxylic acids, 2,3-naphthalenedicarboxylic acids Examples include carboxylic acids and 2,7-naphthalenedicarboxylic acids. Among them, the reactivity is particularly important. Isophthalic acids are particularly preferred.

[0017] Such aromatic polycarboxylic acids, in particular asymmetric aromatic dicarboxylic acids (A-1) The amount is preferably 5 to 100 mol% relative to the total amount of polycarboxylic acids (A). In particular, it is preferably 20 to 90 mol%, and more preferably 30 to 85 mol%, Particularly preferable is 40 to 80 mol%. If the content is too low, at high temperatures Adhesion strength tends to decrease, or the resin crystallizes, resulting in insufficient adhesive performance. Oh, if there's too much, the initial adhesive strength (tack) tends to decrease.

[0018] Furthermore, in the present invention, polycarboxylic acids (A) are used to improve initial adhesion (tack). From the perspective of improving performance, acyclic aliphatic dicarbols with 4 or more carbon atoms (including the carbon atoms of the carboxyl group) It is preferable that it contains carbonic acid (A-2), and among these, carbonic acid such as azelaic acid and sebacic acid. It contains acyclic aliphatic dicarboxylic acids with a prime number (including the carbon atoms of the carboxyl group) of 9 to 12. This is preferable.

[0019] The content of such acyclic aliphatic dicarboxylic acids (A-2) having 4 or more carbon atoms is polyvalent. It is preferable that the amount is 5 to 100 mol% relative to the total amount of carboxylic acids (A). In particular, Preferably 5 to 95 mol%, particularly preferably 10 to 80 mol%, and even more preferably The content is 15-70 mol%, and particularly preferably 20-60 mol%. If too much is applied, the glass transition temperature of the polyester resin [I] becomes too high, and sufficient adhesive strength cannot be obtained. It tends to become less effective. Furthermore, if the content is too high, the adhesive strength at high temperatures may decrease, or the tree may... The fat tends to crystallize, resulting in insufficient adhesive performance.

[0020] In this invention, from the viewpoint of adhesive properties, polycarboxylic acids (A) are used as asymmetrical aromatic compounds. Acyclic aliphatic dicarboxylic acids (A-1) and acyclic aliphatic dicarboxylic acids with 4 or more carbon atoms (A-2) It is also preferable to use in combination with ) asymmetric aromatic dicarboxylic acids (A-1) and carbon atoms with 4 or more carbon atoms. The content ratio (molar ratio) of acyclic aliphatic dicarboxylic acids (A-2) is (A-1) / (A -2) is preferably 1 / 99 to 90 / 10, and particularly preferably 20 / 80 to 90 / 10, more preferably 40 / 60~80 / 20.

[0021] Furthermore, in the present invention, in order to increase the number of branching points in the polyester resin [I], trivalent The above polycarboxylic acids (A-3) can also be used, and among them, they are relatively gel-forming during manufacturing. It is preferable to use trimellitic acids because they are less likely to cause chemical reactions.

[0022] The content of such trivalent or higher polycarboxylic acids (A-3) is as follows when used as a pressure-sensitive adhesive. In terms of being able to increase the cohesive force of the mixture, it is preferable for polycarboxylic acids (A) as a whole. The content is 10 mol% or less, particularly preferably 0.1 to 5 mol%, and if the content is too high... Polyester resins [I] tend to gel easily during manufacturing.

[0023] [Polyol (B)] Polyols (B) used as constituent raw materials for polyester resins [I] include two Examples include valent alcohols and polyols with a valency of three or higher.

[0024] Examples of the above dihydric alcohols include ethylene glycol, diethylene glycol, Triethylene glycol, propylene glycol, dipropylene glycol, 1,3- Ropanediol, 2,4-dimethyl-2-ethylhexane-1,3-diol, 2-methyl 1,3-propanediol, 2,2-dimethyl-1,3-propanediol (neope (Hythyl glycol), 2-ethyl-2-butyl-1,3-propanediol, 2-ethyl -2-Isobutyl-1,3-propanediol, 1,3-butanediol, 1,4-butanediol 1,5-pentanediol, 1,6-hexanediol, 3-methyl-1, acyclic compounds such as 5-pentanediol and 2,2,4-trimethyl-1,6-hexanediol Aliphatic diols, 1,2-cyclohexanedimethanol, 1,3-cyclohexanedimethanol Nol, 1,4-cyclohexanedimethanol, spiroglycol, tricyclodecanedi Methanol, adamantanediol, 2,2,4,4-tetramethyl-1,3-cyclo Aliphatic diols such as cyclic aliphatic diols like tandiols; 4,4'-thiodiphenol, 4,4'-methylenediphenol, bisphenol, bi Sphenolfluorene, 4,4'-dihydroxybiphenyl, o-,m- and p-di Aromatic dihydroxybenzene, 2,5-naphthalenediol, p-xylenediol, etc. All; Examples include ethylene oxide and propylene oxide adducts thereof. Furthermore, fatty acid esters derived from castor oil, and those derived from oleic acid, erucic acid, etc. Examples include dimerol and glycerol monostearate. Furthermore, examples of the above-mentioned polyols with a valentity of three or higher include pentaerythritol and dipenta Erythritol, tripentaerythritol, glycerin, trimethylolpropane, Examples include limethylolethane, 1,3,6-hexanetriol, and adamantanetriol. It can be done. These polyols (B) can be used individually or in combination of two or more.

[0025] In this invention, the glass transition temperature (Tg) of the polyester resin [I] is lowered, and the initial From the standpoint of improving adhesive strength, a linear acyclic aliphatic diol (B-) is added to the polyol (B). 1) is preferably included, and more preferably an acyclic linear structure having 2 to 18 carbon atoms. It is an aliphatic diol, and is particularly preferably diethylene glycol, 1,4-butanediol These are 1,5-pentanediol and 1,6-hexanediol. Among them, polyester This can lower the glass transition temperature (Tg) of tel-based resins [I], resulting in superior adhesion. In terms of achieving this, 1,4-butanediol and 1,6-hexanediol are particularly preferred.

[0026] The content of linear acyclic aliphatic diol (B-1) is relative to the total polyol (B). Preferably, it is 1 to 100 mol%, more preferably 3 to 95 mol%, and especially 5 to 90 It is preferably 10-80 mol%, and more preferably 15-60 mol%. If the content is too low, it tends to become difficult to obtain stable resin formation.

[0027] Furthermore, among the polyols (B) mentioned above, it is possible to increase the branching points and disrupt the crystallinity. From this perspective, it is preferable to contain a diol (B-2) having a hydrocarbon group in its side chain. Examples of diols (B-2) having hydrocarbon groups in their side chains include dipropylene Recall, 2,4-dimethyl-2-ethylhexane-1,3-diol, 2-methyl-1 ,3-propanediol, 2,2-dimethyl-1,3-propanediol (neopentyl Glycol), 2-methyl-2-ethyl-1,3-propanediol, 2-ethyl-2- Butyl-1,3-propanediol, 2-ethyl-2-isobutyl-1,3-propanediol ol, 1,3-butanediol, 3-methyl-1,5-pentanediol, 2,2,4 -Trimethyl-1,6-hexanediol and other acyclic aliphatic diols having a branched structure , 1,2-cyclohexanedimethanol, 1,3-cyclohexanedimethanol, 1,4 -Cyclohexanedimethanol, spiroglycol, tricyclodecanedimethanol, a Damantanediol, 2,2,4,4-tetramethyl-1,3-cyclobutanediol, etc. Diols derived from cyclic aliphatic diols having a branched structure, or from oleic acid, erucic acid, etc. Examples include margeols. Among these, acyclic aliphatic diols with a branched structure are preferred. In particular, 2,2-dimethyl-1,3-propanediol (neopentyl glycol) preferable.

[0028] The content of diol (B-2) having a hydrocarbon group in the above side chain is the total content of polyol (B). It is preferable that the amount is 5 to 95 mol%, particularly 15 to 85 mol%, and even more preferably 40 It is preferable that the content be around 70 mol%. If the content is too low, the resin will crystallize and not be sufficiently... It tends to be difficult to obtain good adhesive performance, and if there is too much, it affects the production of polyester resin [I] The reaction time tends to be longer in that case.

[0029] Furthermore, in the present invention, a polyester resin [I] is combined with a crosslinking agent [III] described later. Polyol (B) is a polyol with a valent or higher valentity, as it forms reaction sites and enhances cohesive force. (B-3) is preferred, and among them, trimethylolpropane, trimethylol Ruetane, glycerin, pentaerythritol, 1,2,4-butanetriol, 1,2 It is preferable to use ,5-pentanetriol or 1,2,6-hexanetriol. Among these, trimethylolpropane is used because it is relatively less likely to generate gel. Particularly preferable.

[0030] The content of such trivalent or higher polyols is 20% of the total polyol (B). It is preferably 0.1 to 10 mol%, In particular, 0.5 to 5 mol% is preferred. If the content of such trivalent or higher polyols is too high... The production of polyester resins [I] tends to become difficult.

[0031] The polyester resin [I] used in the present invention is composed of the above polycarboxylic acids (A) and poly Select O(B) as appropriate and carry out a polycondensation reaction of these in the presence of a catalyst using a known method. It is manufactured by [company name].

[0032] The mixing ratio of the above polycarboxylic acids (A) and polyols (B) is as follows: It is preferable, and especially preferable, that the amount of polyol (B) is 1 to 2 equivalents per equivalent of (A). More specifically, it is 1.1 to 1.7 equivalents. If the proportion of polyol (B) is too low, the acid value will be high. As the molecular weight increases, it tends to become difficult to increase, and if it is too high, the yield tends to decrease.

[0033] In a polycondensation reaction, an esterification reaction takes place first, followed by the polycondensation reaction.

[0034] In such esterification reactions, a catalyst is used, specifically, for example, tetraiso Titanium-based catalysts such as propyl titanate and tetrabutyl titanate, antimony trioxide, etc. Catalysts such as antimony catalysts, germanium-based catalysts such as germanium dioxide, and zinc acetate, Examples of catalysts include manganese acetate and dibutyltin oxide, and one of these or Two or more types are used. Among these, three are selected based on their high catalytic activity and balance of hue. Antimony oxide, tetrabutyl titanate, germanium dioxide, and zinc acetate are preferred.

[0035] The amount of the catalyst is preferably 1 to 10,000 ppm relative to the total copolymer components. Particularly preferably 10 to 5000 ppm, and even more preferably 20 to 3000 ppm. If the amount of this compound is too small, the polymerization reaction tends not to proceed sufficiently, and if it is too large... There are no advantages such as shortened reaction time, and side reactions tend to occur more easily.

[0036] The reaction temperature during the esterification reaction is preferably 200 to 300°C, and particularly preferably The reaction temperature is 210-280°C, more preferably 220-260°C. If the temperature is too high, the reaction tends not to proceed sufficiently, and if it is too high, side reactions such as decomposition are more likely to occur. There is a direction. Also, the pressure during the reaction is usually under normal atmospheric pressure.

[0037] After the esterification reaction described above takes place, a polycondensation reaction is carried out. The reaction conditions for the polycondensation reaction are the same catalyst used in the esterification reaction described above. Add a similar amount to the above, and set the reaction temperature to preferably 220-280°C, and particularly preferably 23°C. The reaction system should be kept at a temperature of 0-270°C, gradually reduced under pressure, and eventually reacted at a pressure of 5 hPa or less. This is preferable. If the reaction temperature is too low, the reaction tends not to proceed sufficiently, and if it is too high... This tends to increase the likelihood of side reactions such as decomposition.

[0038] Thus, the polyester resin [I] used in the present invention is obtained. The resin system [I] has a relatively high glass transition temperature.

[0039] The above polyester resin [I] typically consists of structural units derived from polycarboxylic acids (A) and Although it has structural units derived from polyol (B), the aromatic polycarboxylic acids, especially non-paired ones, The structural unit derived from the aromatic dicarboxylic acid (A-1) is derived from the polycarboxylic acid (A). When included as a structural unit, it is a structural unit derived from asymmetric aromatic dicarboxylic acids (A-1). Preferably, the position is 5 to 100 mol% of the structural units derived from polycarboxylic acids (A). Particularly preferably 20-90 mol%, more preferably 30-85 mol%, even more preferably The content is approximately 40-80 mol%. If this content is too low, the adhesive strength at high temperatures will be reduced. The performance tends to decrease, or the resin crystallizes, resulting in insufficient adhesive performance. If too much adhesive is used, the initial adhesive strength (tack) tends to decrease.

[0040] The structural unit derived from the acyclic aliphatic dicarboxylic acids (A-2) having 4 or more carbon atoms is polyvalent. When included as a structural unit derived from carboxylic acids (A), it is an acyclic fatty acid with 4 or more carbon atoms. Structural units derived from dicarboxylic acids (A-2) are derived from structural units derived from polycarboxylic acids (A) It is preferably 5 to 100 mol%, and more preferably 5 to 95 mol%. Preferably, more preferably 10 to 80 mol%, particularly preferably 15 to 70 mol%, especially Preferably, the content is 20 to 60 mol%. If this content is too low, polyester resin The glass transition temperature of lipid[I] tends to become too high, resulting in insufficient adhesive strength. Furthermore, if the content is too high, the adhesive strength at high temperatures will decrease, or the resin may crystallize, resulting in insufficient adhesion. Performance tends to decline.

[0041] The structural unit derived from the aforementioned polycarboxylic acids (A-3) with a valency of three or more is a polycarboxylic acid (A ) If included as a structural unit derived from (A-3), it is derived from polycarboxylic acids of trivalent or higher. It is preferable that the structural units consist of 10 mol% or less of structural units derived from polycarboxylic acids (A). More preferably, it is 0.1 to 5 mol%. If this content is too high, polyester There is a tendency for gelation to occur during the manufacturing of ru-type resins [I].

[0042] Furthermore, the structural units derived from the linear acyclic aliphatic diol (B-1) are polyols. (B) If included as a structural unit derived from (B), a linear acyclic aliphatic polyol (B- 1) The derived structural units are 1 to 100 mol% of the structural units derived from polyol (B). Preferably, more preferably 3 to 95 mol%, even more preferably 5 to 90 mol%, particularly preferred The content is 10 to 80 mol%, and more preferably 15 to 60 mol%. If the amount is too small, the reactivity during the manufacturing of polyester resins [I] tends to decrease. If the content is too high, the polyester resin [I] crystallizes, which can lead to initial adhesion of the pressure-sensitive adhesive. There is a tendency for the quality to decline.

[0043] On the other hand, the structural unit derived from the diol (B-2) having a hydrocarbon group in the side chain is polyol When included as a structural unit derived from (B), it is a diol (B) having a hydrocarbon group in its side chain. -2) The structural units derived from polyol (B) account for 5 to 95 mol% of the structural units derived from polyol (B). Preferably, the amount is 15 to 85 mol%, and more preferably 40 to 70 mol%. If the content is too low, the polyester resin [I] will crystallize, and the pressure-sensitive adhesive The initial adhesive strength tends to decrease, and if the content is too high, the polyester resin [I] It tends to be reactive during manufacturing.

[0044] Furthermore, the structural units derived from the trivalent or higher polyol (B-3) are derived from polyol (B). When included as a structural unit, the structural unit derived from a trivalent or higher polyol (B-3) is Preferably, the amount of structural units derived from polyol (B) is 10 mol% or less, and more preferably, The content is 0.1 to 5 mol%. If this content is too high, the polyester resin will be affected during manufacturing. [I] tends to gel, making manufacturing difficult.

[0045] Here, the proportion of structural units derived from each component of the above polyester resin [I] (composition ratio) is: For example, it can be determined by NMR.

[0046] The glass transition temperature (Tg) of the above polyester resin [I] is -40 from the viewpoint of adhesive properties. The temperature is ~30°C, preferably -40~20°C, more preferably -35~15°C, and even more preferably More preferably -30 to 12°C, especially preferably -25 to 10°C, and even more preferably -20 to 5°C. That is, the glass transition temperature of the polyester resin [I] is the same as that of the pressure-sensitive adhesive composition. This glass transition temperature (Tg) is higher than that of typical polyester resins used. If the pressure is too high, flexibility is lost, initial adhesion decreases, and adhesive force is not achieved with pressure equivalent to finger pressure. It becomes more difficult, and workability tends to decrease. If it is too low, the cohesive force decreases, and pressure-sensitive adhesive sheets This can make it prone to deformation, which can spoil its appearance.

[0047] Here, the glass transition temperature (Tg) of the above polyester resin [I] is given by the TA instrument These values ​​are measured using a Ment Corporation differential scanning calorimeter DSC Q20. The measurement temperature range is -90 to 100°C, and the temperature rise rate is 10°C / minute.

[0048] Furthermore, the weight-average molecular weight of the above polyester resin [I] is important in terms of the cohesive force of the pressure-sensitive adhesive. The range is 5,000 to 300,000. Preferably it is 8,000 to 200,000, and especially preferred More preferably, it is between 10,000 and 150,000, and even more preferably between 20,000 and 100,000. If the weight-average molecular weight is too small, sufficient cohesive force cannot be obtained as a pressure-sensitive adhesive, and heat resistance is also affected. Furthermore, there is a tendency for the mechanical strength to decrease. Also, if the weight-average molecular weight is too large, polyester During the manufacturing of tel-based resins [I], gelation becomes more likely, making it difficult to obtain the resin, and furthermore, the substrate... Adhesion tends to decrease.

[0049] The weight-average molecular weight of the present invention is calculated based on the weight-average molecular weight of standard polystyrene. This is a high-performance liquid chromatograph (Waters Corporation, "ACQUITY APC System") ) Column: ACQUITY APC XT 450 1 unit, ACQUITY A I connected one PC XT 200 and two ACQUITY APC XT 45 cables, for a total of four cables. It is measured by using it in a series.

[0050] The acid value of the above polyether resin [I] is preferably 10 mg KOH / g or less. More preferably 5 KOH / g or less, particularly preferably 3 mg KOH / g or less, even more preferably More preferably, it is 1 mg KOH / g or less, and especially preferably 0.5 KOH / g or less. If too much pressure is applied, it can cause corrosion if a layer of metal or other material is bonded to one side of the pressure-sensitive adhesive layer. There is a tendency for corrosion to occur when a metal oxide thin film layer is constructed, and metal oxidation occurs. The conductivity of the thin film tends to decrease. Furthermore, when used in a polyester resin composition... The pot life tends to be shorter.

[0051] Here, the acid value of the above polyester resin [I] is neutralized according to JIS K 0070. It is determined by titration.

[0052] <Polycarbodiimide compounds [II]> The polycarbodiimide compound [II] used in the present invention is an isocyanate-terminated polycarbo At least one terminal isocyanate group in one diimide molecule is derived from a hydrophilic organic compound (α). It is substituted with the original substituent.

[0053] [Isocyanate-terminated polycarbodiimide] The above isocyanate-terminated polycarbodiimides undergo condensation reactions with organic diisocyanate compounds. It can be obtained by making it respond.

[0054] Examples of the above organic diisocyanate compounds include 1,5-naphthylene diisocyanate. 4,4'-diphenylmethane diisocyanate, 4,4'-diphenyldimethylmethane Tandiisocyanate, 1,3-phenylenediisocyanate, 1,4-phenylenedi Socyanates, 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate A mixture of 2,4-tolylene diisocyanate and 2,6-tolylene diisocyanate, Aromatic diisocyanates such as xylylene diisocyanate and tetramethylxylylene diisocyanate Socyanate compounds; Acyclic aliphatic diisocyanates such as hexamethylene diisocyanate, cyclohexane -1,4-diisocyanate, isophorone diisocyanate, dicyclohexylmethane- 4,4'-Diisocyanate, Methylcyclohexanediisocyanate, 2,5(2,6 )-Bis(isocyanatomethyl)bicyclo[2.2.1]heptane and other cyclic aliphatic diisos Examples include aliphatic diisocyanates such as cyanates; these can be used alone or in pairs. The above can be used in combination. In particular, aromatic diiso can be used to create a pressure-sensitive adhesive composition with excellent moisture and heat resistance. Cyanate compounds are preferred, and tetramethylxylenediisocyanate is more preferred.

[0055] The above organic diisocyanate compound is decarburized by a conventional method using a known carbodiimide catalyst. By carrying out an acid condensation reaction, isocyanate-terminated polycarbodiimides can be obtained. ru.

[0056] [Hydrophilic organic compound (α)] The hydrophilic organic compound (α) mentioned above refers to the terminal end of the isocyanate-terminated polycarbodiimide. It has substituents having an active hydrogen that is reactive with the isocyanate group, and in addition to the above substituents Furthermore, it is a compound that contains one or more heteroatoms in its molecule.

[0057] Examples of substituents having an active hydrogen that is reactive with the above isocyanate group include water. Acid groups, primary amino groups, secondary amino groups, imino groups, isocyanate groups, carboxyl groups, etc. These include hydroxyl groups, primary amino groups, secondary amino groups, and imino groups, which are particularly preferred. These substituents are present individually or in pairs or more within the hydrophilic organic compound (α). That's good too.

[0058] The number of substituents having active hydrogen that reacts with the above isocyanate group is hydrophilic organic The compound (α) usually contains two or fewer substituents, preferably one. Furthermore, the substituents are hydrophilic. It is preferable that it be located at the terminal end of the (α) organic compound.

[0059] The substituent has an active hydrogen that is reactive with the above isocyanate group, and the substituent Other compounds that have one or more heteroatoms in their molecule include, for example, oxyalkyl compounds. Compounds containing a len structure, compounds containing a hydroxypolyester structure, hydroxyalkyl sulfur Compounds containing honic acid structure, compounds containing dialkylamino alcohol structure, hydroxycarb Compounds containing alkyl ester structures, compounds containing dialkylaminoalkylamine structures These are some examples. Among them, compounds containing an oxyalkylene structure are preferred.

[0060] Furthermore, the terminal end of the hydrophilic organic compound (α) is sealed with an alkoxy group or a phenoxy group. It is preferable that this is the case.

[0061] Among these, hydrophilic organic compounds (α) include alkoxy groups or phenoxy groups. It is a compound containing an oxyalkylene structure with terminal occlusion at a group, under high temperature and high humidity conditions. This is also preferable because it results in a small haze change.

[0062] The above-mentioned oxyalkylene structure-containing compounds terminated with alkoxy or phenoxy groups Examples of such substances include compounds represented by the following formula (1). R 1 -O-(CH2-CHR 2 -O) m -H ···(1) In the above equation (1), R 1 R represents an alkyl group or phenyl group having 1 to 4 carbon atoms. 2 is hydrogen It represents an atom or a methyl group, where m is an integer between 4 and 100.

[0063] Examples of the above C1-C4 alkyl groups include methyl group, ethyl group, propyl group, Examples include isopropyl group, n-butyl group, s-butyl group, isobutyl group, t-butyl group, etc. It can be done.

[0064] A specific example of the compound represented by formula (1) above is polyethylene glycol monomethyl Ether, polyethylene glycol monoethyl ether, polypropylene glycol mono Methyl ether, polypropylene glycol monoethyl ether, polypropylene glycol Examples include polyethylene glycol monophenyl ethers. Among them, polyethylene glycol monomethyl Luether is preferred.

[0065] Furthermore, the weight-average molecular weight of the hydrophilic organic compound (α) is preferably 200 or more. It is more preferable that it be 400 or more. Also, the upper limit of the weight-average molecular weight is usually 5000. The following are more preferably 4000 or less, more preferably 2000 or less, and even more preferably 100. It is 0 or less. If such a weight-average molecular weight is too small, the compatibility with polyester resin [I] is The value decreases, and the haze change tends to become larger under high temperature and high humidity conditions. If the average molecular weight is too high, the adhesive strength tends to decrease.

[0066] The polycarbodiimide compound [II] used in the present invention is the isocyanate-terminated poly It can be obtained by reacting carbodiimide with the above-mentioned hydrophilic organic compound (α). Cut.

[0067] The reaction between the above isocyanate-terminated polycarbodiimide and the hydrophilic organic compound (α) is Socyanate-terminated polycarbodiimide is typically heated at 50-200°C, preferably 100-180°C. After heating to °C, the above hydrophilic organic compound (α) is added, and then it is heated at 80-200°C for 0.5°C. The reaction is carried out for approximately 5 hours.

[0068] In this way, at least one terminal isocyanate group in one molecule is hydrophilic organic compound It is possible to obtain a polycarbodiimide compound [II] substituted with substituents derived from substance (α). can.

[0069] The above polycarbodiimide compound [II] exhibits minimal haze change even under high temperature and high humidity conditions. Aromatic polycarbonate is a pressure-sensitive adhesive composition that has excellent moisture and heat resistance. It is preferable that it be a compound.

[0070] Furthermore, the degree of polymerization of the above polycarbodiimide compound [II] is preferably 2 to 200. It is more preferable that it be between 2 and 100, and particularly preferable that it be between 3 and 50, and 3 A degree of polymerization of ~15 is particularly preferable. If the degree of polymerization is too low, the resistance to humidity and heat tends to decrease. There is a tendency for compatibility with polyester resins [I] to decrease if the size is too large.

[0071] Examples of commercially available polycarbodiimide compounds [II] include, for example, those manufactured by Nisshinbo Chemical Co., Ltd. Carbodilight (registered trademark) V-02B, V-04K, V-04PF, BASF E Examples include lastostabH01, and among them, the Carbodilite V-04PF is preferred. stomach.

[0072] The content of the above polycarbodiimide compound [II] is as follows: polyester resin [I] 100 Preferably, the amount is 0.01 to 20 parts by weight, and more preferably 0.1 to 10 parts by weight. It is more preferable that the amount be 0.2 to 5 parts by weight, and particularly preferable that it be 0.3 to 3 parts by weight. It is particularly preferable that it be present, and even more preferable that it be 0.5 to 2 parts by weight. If the content of imide compound [II] is too low, the haze change under high temperature and high humidity conditions will be large. There is a tendency for this to happen, and there is also a tendency for resistance to heat and humidity to decrease. Polycarbodiimide compounds [II If the content of [I] is too high, the compatibility with polyester resin [I] tends to decrease.

[0073] Furthermore, the content of the above polycarbodiimide compound [II] is equal to that of the polyester resin [I]. It is preferable to optimize the content according to the acid value, in the polyester resin composition The total number of moles of acidic groups in polyester resin [I] (a) The total number of moles of carbodiimide groups in the polycarbodiimide compound [II] in the product (b) It is preferable, and especially preferable, that the ratio [(b) / (a)] is 0.5 ≤ (b) / (a). The condition is 1 ≤ (b) / (a) ≤ 1000, and more preferably 1.5 ≤ (b) / (a) ≤ 100. That is the case. If the molar ratio of (b) to (a) is too low, the haze change under high temperature and high humidity conditions will be large. There is a tendency for this to happen, and there is also a tendency for the moisture and heat resistance to decrease. If the molar ratio is too high, compatibility with polyester resin [I] decreases, and adhesion and coagulation may be impaired. Strength and durability tend to decline.

[0074] <Crosslinking agent [III]> The resin composition of the present invention comprises the above-mentioned polyester resin [I] and a polycarbodiimide compound The product contains [II], but it is preferable to further contain a crosslinking agent [III]. By incorporating agent [III], the polyester resin [I] is crosslinked with the crosslinking agent [III]. This results in superior cohesive force, improving its performance as a pressure-sensitive adhesive.

[0075] Examples of such crosslinking agents [III] include polyisocyanate compounds and polyepoxy compounds. Polyester resins [I] contain at least hydroxyl and carboxyl groups, such as compound-based compounds. Examples include compounds having a functional group that reacts with the other. Among these, initial adhesion and function Polyisocyanate compounds, in particular, are chosen because they offer a good balance of mechanical strength and heat resistance. It is preferable to use it.

[0076] Examples of such polyisocyanate compounds include tetramethylene diisocyanate. Toxamethylene diisocyanate, isophorone diisocyanate, tolylene diisocyanate Anate, diphenylmethane diisocyanate, hydrogenated diphenylmethane diisocyanate Xylylene diisocyanate, hydrogenated xylylene diisocyanate, tetramethyl Silylene diisocyanate, 1,5-naphthalene diisocyanate, triphenylmethane Examples include polyisocyanates such as triisocyanates, and also the above polyisocyanates Adducts of these polyol compounds such as trimethylolpropane, and these polyiso Examples include the biuret form and isocyanurate form of cyanate compounds. Polyisocyanate compounds include phenols, lactams, etc., where the isocyanate portion is blocked. Cross-linked versions can also be used. These cross-linking agents [III] can be used individually. You may use one type, or you may use a mixture of two or more types.

[0077] The amount of such crosslinking agent [III] depends on the molecular weight of the polyester resin [I] and the intended use. While they can be selected as appropriate, typically the hydroxyl groups and carboxyl groups contained in polyester resins [I] are used. For every equivalent of at least one xy group, the reactive group contained in the crosslinking agent [III] is 0. It is preferable that the crosslinking agent [III] is contained in a proportion of 2 to 10 equivalents, and particularly preferably 0 The amount is 0.5 to 5 equivalents, more preferably 0.5 to 3 equivalents. If the equivalent number of reactive groups contained in such crosslinking agent [III] is too small, the cohesive force tends to decrease. It has a direction, and if it becomes too large, its flexibility tends to decrease.

[0078] Furthermore, the content of such crosslinking agent [III] is, per 100 parts by weight of polyester resin [I] Preferably, 0.01 to 15 parts by weight, more preferably 0.1 to 10 parts by weight, and even more preferably More preferably 0.3 to 7 parts by weight, particularly preferably 0.5 to 5 parts by weight, and especially preferably 1 to 3 parts by weight. It is preferable that the quantity be in parts. If the amount of such crosslinking agent [III] is small, the cohesive force tends to decrease, and if it is too large, flexibility decreases. This tends to decrease, resulting in a loss of the necessary adhesive strength.

[0079] Furthermore, the content of the above-mentioned crosslinking agent [III] is 0.1 to 15% by weight of the total active ingredients in the composition. Preferably, more preferably 0.2 to 10% by weight, and even more preferably 0.3 to 7% by weight. Particularly preferred is 0.5 to 5% by weight, and especially preferred is 1 to 3% by weight. If the amount of such crosslinking agent [III] is small, the cohesive force tends to decrease, and if it is too large, flexibility decreases. This tends to decrease, resulting in a loss of the necessary adhesive strength.

[0080] Furthermore, in the reaction between polyester resin [I] and crosslinking agent [III], these [I] and an organic solvent that does not have a functional group that reacts with component [III], for example, ethyl acetate, b acetate Esters such as methyl ethyl ketone and methyl isobutyl ketone, ketones such as methyl ethyl ketone, Organic solvents such as xylene and other aromatic compounds can be used. These can be used alone or Two or more types can be used together.

[0081] <Urethane catalyst [IV]> The resin composition of the present invention contains a urethane catalyst [IV], which is more effective in terms of reaction rate. preferable.

[0082] Examples of urethane catalysts [IV] include organometallic compounds and tertiary amine compounds. These can be listed. They can be used individually or in combination of two or more.

[0083] Examples of the above organometallic compounds include zirconium compounds, iron compounds, and tin compounds. Examples include composites, titanium compounds, lead compounds, cobalt compounds, zinc compounds, etc. can. Examples of zirconium compounds include zirconium naphthenate and zirconium acetate. Examples include chill acetonate. Examples of iron-based compounds include iron acetylacetonate and iron 2-ethylhexanoate. It can be listed. Examples of tin-based compounds include dibutyltin dichloride, dibutyltin oxide, and dibutyrin. Examples include tin dilaurate. Examples of titanium-based compounds include dibutyltitanium dichloride and tetrabutyltin. Examples include tanate and butoxytitanium trichloride. Examples of lead-based compounds include lead oleate, lead 2-ethylhexanoate, and lead benzoate. Examples include lead naphthenate. Examples of cobalt-based compounds include cobalt 2-ethylhexanoate and cobalt benzoate. Examples include T, etc. Examples of zinc-based compounds include zinc naphthenate and zinc 2-ethylhexanoate. It is possible.

[0084] Furthermore, examples of the above tertiary amine compounds include triethylamine and triethylenediamine. Examples include amines and 1,8-diazabicyclo-(5,4,0)-undecene-7.

[0085] Among these urethane catalysts [IV], in terms of reaction rate and pot life of pressure-sensitive adhesive layer Therefore, organometallic compounds are preferred, and zirconium compounds are particularly preferred. Furthermore, urethane The catalytic catalyst [IV] is preferably used in combination with acetylacetone as a catalytic inhibitor. The inclusion of cetylacetone suppresses catalytic activity at low temperatures, extending the pot life. It is preferable in that respect.

[0086] In the resin composition of the present invention, the above-mentioned polyester resin [I], polycarbonate In addition to mid-based compounds [II], crosslinking agents [III], and urethane catalysts [IV], the effects of the present invention are also To the extent that it does not impair the hydrolysis inhibitors other than polycarbodiimide compounds [II], Antioxidants, softeners, UV absorbers, stabilizers, antistatic agents, and viscosity modifiers such as phenols. Additives such as adhesion promoters, and other inorganic or organic fillers, metal powders, pigments, and other powders and particles. Additives such as those in a specific form can be added. These can be used alone or in combination of two or more types. It is possible.

[0087] Furthermore, in addition to the above-mentioned additives, the resin composition of the present invention also contains raw materials for the production of the constituent components of the resin composition. It is acceptable if it contains small amounts of impurities, etc.

[0088] Such resin compositions include, for example, the above-mentioned polyester resin [I], polycarbonate resin. Prepare the ion compound [II] and any necessary optional components, and when manufacturing the polyester resin [I] By compounding and dispersing, or by dissolving in an organic solvent, a polyester resin [I] It can be obtained by mixing it in a solution and dispersing it using a mixing roller.

[0089] The resin composition thus obtained in the present invention is an adhesive composition, in particular a pressure-sensitive adhesive composition. It is useful as a heat-sensitive adhesive composition, and is particularly suitable as a pressure-sensitive adhesive composition.

[0090] Furthermore, the pressure-sensitive adhesive according to the present invention is made of the above pressure-sensitive adhesive composition, that is, pressure-sensitive adhesive The adhesive composition is formed by cross-linking (curing).

[0091] Furthermore, the pressure-sensitive adhesive sheet of the present invention has the above-mentioned pressure-sensitive adhesive applied to one or both sides of a support substrate. A pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer, particularly for bonding optical components. It is suitable as a pressure-sensitive adhesive sheet for use with optical components. In this invention, the term "sheet" includes "film" and "tape." ru.

[0092] <Pressure-sensitive adhesive sheet> A pressure-sensitive adhesive sheet can be manufactured, for example, as follows: The method for manufacturing such a pressure-sensitive adhesive sheet is a commonly known method for manufacturing a pressure-sensitive adhesive sheet. Therefore, it can be manufactured. For example, the pressure-sensitive adhesive composition can be applied to one side of a substrate. The adhesive is then dried and crosslinked to form a pressure-sensitive adhesive layer, and its surface (the surface in contact with the substrate) A release sheet is applied to the opposite side, and curing is performed as necessary to apply pressure-sensitive adhesive to the substrate. A pressure-sensitive adhesive sheet of the present invention is obtained, having a pressure-sensitive adhesive layer contained therein.

[0093] Furthermore, by coating the above pressure-sensitive adhesive composition onto a release sheet, drying it, and crosslinking it, A pressure-sensitive adhesive layer is formed, and the substrate is bonded to its surface (the side opposite to the surface in contact with the release sheet). The pressure-sensitive adhesive sheet of the present invention can also be obtained by curing as necessary.

[0094] Furthermore, a pressure-sensitive adhesive layer is formed on the release sheet, and its surface (the surface in contact with the release sheet) By laminating the above release sheet and another release sheet to the opposite side, the base material is not required. It is possible to manufacture a substrate-free, double-sided pressure-sensitive adhesive sheet.

[0095] The resulting pressure-sensitive adhesive sheet or substrate-less double-sided pressure-sensitive adhesive sheet is used with the above-mentioned release seal. The material is peeled off from the pressure-sensitive adhesive layer and bonded to the substrate.

[0096] Examples of the above-mentioned substrates include polyethylene naphthalate and polyethylene terephthalate. Polybutylene terephthalate, polyethylene terephthalate / isophthalate copolymer Polyester resins such as polyethylene, polypropylene, polymethylpentene, etc. Olefin resins; such as polyvinyl fluoride, polyvinylidene fluoride, and polyfluoroethylene. Polyfluoroethylene resin; polyamides such as nylon 6 and nylon 6,6; polyvinyl chloride Polyvinyl chloride / vinyl acetate copolymer, ethylene-vinyl acetate copolymer, ethylene-vinyl Vinyl alcohol copolymers, polyvinyl alcohol, vinylon and other vinyl polymers; triacetate Cellulose, cellophane and other cellulose resins; polymethyl methacrylate, polymethacrylate Acrylic resins such as ethyl acrylate, ethyl polyacrylate, and butyl polyacrylate; polystyrene Polyethylene; polycarbonate; polyarylate; polyimide; cycloolefin polymer, etc. Synthetic resin sheets; metal foils of aluminum, copper, and iron; paper such as fine paper and glassine paper; glass fibers Examples include woven and nonwoven fabrics made from fibers, natural fibers, synthetic fibers, etc. These base materials are single layers It can be used as a single layer or as a multilayer structure in which two or more types are stacked.

[0097] Among these, substrates made of polyethylene terephthalate and polyimide are particularly preferred. Polyethylene terephthalate is preferred, particularly because of its excellent adhesion to pressure-sensitive adhesives. Furthermore, the polyethylene terephthalate having a thin metal film layer is a pressure-sensitive material that contacts the substrate. It has excellent adhesion to the adhesive and can maintain the substrate stably without corroding the metal thin film layer. This is preferable because it allows the pressure-sensitive adhesive effect according to the present invention to be significantly demonstrated.

[0098] In this invention, the ITO electrode film is made from a polyethylene terephthalate (PET) substrate. The PET side of the film, which has a thin film formed on top, has a pressure-sensitive adhesive layer, and via the pressure-sensitive adhesive layer A PET substrate and a polycarbonate (PC) film are laminated together, and an acrylic film is also added. It is also preferable to use an optical laminate in which layers are stacked (layer configuration: ITO electrode film / PET). Substrate / Pressure-sensitive adhesive layer / PC-based film / Acrylic-based film).

[0099] Examples of the release sheet include the various synthetic resin sheets, paper, and cloth exemplified in the above-mentioned base material. Nonwoven fabrics and the like that have been treated with a release agent can be used. In particular, as release sheets, It is preferable to use a silicone-based release sheet.

[0100] The thickness of the above substrate is preferably, for example, 1 to 1000 μm, and is particularly preferred. More preferably, the particle size is 2 to 500 μm, and more preferably 3 to 300 μm.

[0101] For example, a gravure roll coater or a river coater can be used as a coating method for the above pressure-sensitive adhesive composition. Sroll coater, kiss roll coater, dip roll coater, bar coater, nail You can use a faux coater, spray coater, comma coater, etc.

[0102] The conditions for the above curing treatment are typically a temperature of room temperature (23°C) to 70°C, and a duration of 1 to 3 hours. This is 0 days, specifically, for example, 1 to 20 days at 23°C, preferably 3 to 14 days at 23°C. The process can be carried out under conditions such as 40°C for 1 to 10 days.

[0103] The drying conditions after applying the above pressure-sensitive adhesive composition are as follows: the drying temperature is 60 to 140°C. The temperature is preferably, and particularly preferably, 80 to 120°C. The drying time is 0.5 to 30 minutes. Preferably, and especially preferably, the duration is 1 to 5 minutes.

[0104] The thickness of the pressure-sensitive adhesive layer in the above-mentioned pressure-sensitive adhesive sheet and the substrate-less double-sided pressure-sensitive adhesive sheet is They are preferably 2 to 500 μm, particularly preferably 5 to 400 μm, and even more preferably The thickness is typically between 10 and 300 μm. If the thickness of this pressure-sensitive adhesive layer is too thin, the adhesive strength will decrease. This tends to happen, and if it's too thick, it becomes difficult to apply evenly, and air bubbles may form in the coating. This type of malfunction tends to occur easily. Furthermore, when considering shock absorption, a thickness of 50 μm or more is recommended. It is preferable to do so.

[0105] The thickness of the pressure-sensitive adhesive layer is determined by the Digimatic indicator (Mitutoyo Corporation, ID- Using C112B), the measured thickness of the entire adhesive sheet was used to determine the components other than the pressure-sensitive adhesive layer. This value is obtained by subtracting the measured thickness.

[0106] Regarding the gel fraction of the above pressure-sensitive adhesive layer, it should be 10% by weight or more from the standpoint of durability and adhesive strength. It is preferable that the amount be 15-95% by weight, and more preferably 20-90% by weight. %, more preferably 25-80% by weight, and especially preferably 30-70% by weight. Gel component If the ratio is too low, the cohesive force decreases, which tends to reduce durability. If the ratio is too high, there is a concern that the adhesive strength will decrease due to an increase in cohesive force.

[0107] The gel fractions mentioned above serve as an indicator of the degree of crosslinking and can be calculated, for example, by the following method. In other words, a pressure-sensitive adhesive layer is formed on the polymer sheet that serves as the base material (for example, PET film, etc.). A pressure-sensitive adhesive sheet (without a separator) is made using a 200-mesh S Wrapped in US-made wire mesh, immersed in toluene at 23°C for 24 hours, and the weight of the pressure-sensitive adhesive component before immersion The weight percentage of the insoluble pressure-sensitive adhesive component remaining in the wire mesh after immersion relative to the total volume is the gel fraction. Let's assume that the weight of the base material is deducted.

[0108] Furthermore, the glass transition temperature (Tg) of the pressure-sensitive adhesive layer is -40 to 40 degrees Celsius, considering the adhesive properties. The temperature is preferably -30 to 30°C, more preferably -20 to 2°C. 0°C, particularly preferably -15 to 15°C, and especially preferably -10 to 10°C. If the lath transition temperature (Tg) is too high, flexibility is lost, initial adhesion decreases, and pressure equivalent to finger pressure is lost. Applying too much force makes it difficult to achieve adhesive strength, which tends to reduce workability, and if the force is too low, the cohesive force decreases. Furthermore, the pressure-sensitive adhesive sheet tends to deform easily, which can impair its appearance. The method for measuring the glass transition temperature (Tg) of the above pressure-sensitive adhesive layer is as follows: It can be measured using the same method as in [I].

[0109] Furthermore, such pressure-sensitive adhesive sheets may have a release sheet on the outside of the pressure-sensitive adhesive layer if necessary. A protective layer may be provided to protect the pressure-sensitive adhesive layer. Alternatively, the pressure-sensitive adhesive layer may be formed on one side of the substrate. In pressure-sensitive adhesive sheets, a release treatment is applied to the side of the substrate opposite to the pressure-sensitive adhesive layer. Furthermore, the pressure-sensitive adhesive layer can be protected using the above-mentioned peel-off surface.

[0110] Furthermore, the pressure-sensitive adhesive of the present invention can be used for bonding various components, among others. However, it is preferable to use it as a pressure-sensitive adhesive for optical components used in bonding optical components together. A pressure-sensitive adhesive layer made of such a pressure-sensitive adhesive composition is laminated onto an optical member. By doing so, the above-mentioned optical component with pressure-sensitive adhesive layer can be obtained.

[0111] Examples of such optical components include ITO electrode films and inorganic and organic conductive films such as polythiophene. Transparent electrode films, polarizing plates, phase difference plates, elliptical polarizing plates, optical compensation films, brightness enhancement films, Electromagnetic wave shielding film, near-infrared absorbing film, AR (anti-reflection) film Examples include M. Among these, it is effective when the optical component is a transparent electrode film, and high In terms of obtaining adhesive strength, it is preferable, and particularly preferable, to be an ITO electrode film. The film is often formed as a thin film on a substrate such as glass or PET, but in this invention, IT It is particularly preferable to use a film in which the O electrode film is formed as a thin film on a PET substrate. Furthermore, it is used for light extraction films provided on the light-emitting surface of organic EL elements, and for liquid crystal displays. It is also suitable as a light-diffusing sheet for play.

[0112] The above-mentioned optical component with pressure-sensitive adhesive layer has an additional layer on the side of the pressure-sensitive adhesive layer opposite to the optical component surface. It is preferable to provide a release sheet, and when putting it into practical use, the release sheet is peeled off. A pressure-sensitive adhesive layer is bonded to the substrate. A silicone-based release sheet is used for this purpose. It is preferable to use [this]. [Examples]

[0113] Hereinafter, the present invention will be described more specifically with reference to examples. However, the present invention is not limited to the following examples as long as the gist thereof is not exceeded. In the examples, "parts" and "%" mean weight basis (except for "haze change"). Also, regarding the measurement of the glass transition temperature of the polyester resin [I] and the pressure-sensitive adhesive layer in the following examples, the measurement was carried out according to the aforementioned method. <Manufacture of Polyester Resin> In the following production examples, the "mol%" of the polycarboxylic acids (A) means the molar ratio when the total amount of the polycarboxylic acids (A) is 100 mol%. Also, the "mol%" of the polyol (B) described in the following production examples means the molar ratio when the total amount of the polyol (B) is 100 mol%.

[0114] <Production of Polyester Resin [I-1]> Into a reaction vessel equipped with a heating device, thermometer, stirrer, rectification column, nitrogen inlet tube and vacuum device, 354.8 parts of isophthalic acid (IPA) and 185.1 parts of sebacic acid (SebA) as polycarboxylic acids (A), 137.5 parts of 1,4-butanediol (1,4BG), 30.6 parts of 1,6-hexanediol (1,6HG), 285.9 parts of neopentyl glycol (NPG), 6.1 parts of trimethylolpropane (TMP), and 0.05 part of zinc acetate as a catalyst were charged. The temperature was gradually raised to 250 °C, and an esterification reaction was carried out over 4 hours. Thereafter, the internal temperature was raised to 260 °C, 0.05 part of tetrabutyl titanate was charged as a catalyst, the pressure was reduced to 1.33 hPa, and a polymerization reaction was carried out over 3 hours to obtain a polyester resin [I].

[0115] ​​​​​​​​​​​​-1] was manufactured. The obtained polyester resin [I-1] has a glass transition temperature of 1°C and an acid value of 0.3 mgK. OH / g, the final component ratio is isophthalic acid / sebacin as polycarboxylic acids (A). Acid = 70 mol / 30 mol%, polyol (B) as 1,4-butanediol / 1,6 -Hexanediol / Neopentyl Glycol / Trimethylolpropane = 34 mol% / The concentrations were 6 mol%, 58.5 mol%, and 1.5 mol%.

[0116] [Manufacturing of polyester resin [I-2]] A reaction vessel equipped with a heating device, thermometer, stirrer, rectification column, nitrogen inlet tube and vacuum device, As carboxylic acids (A), 196.2 parts isophthalic acid (IPA) and sebacic acid (Seb A) 358.3 parts, 1,4-butanediol (1,4BG) 13 as polyol (B) 3.1 parts, 1,6-Hexanediol (1,6HG) 29.7 parts, Neopentyl Glycol 276.8 parts of ru (NPG), 5.9 parts of trimethylolpropane (TMP), and vinegar as a catalyst. Add 0.05 parts zinc oxide, gradually raise the internal temperature to 250°C, and esterify over 4 hours. A chemical reaction was carried out. After that, the internal temperature was raised to 260°C, and 0.05 parts of tetrabutyl titanate were added as a catalyst. Then, the pressure is reduced to 1.33 hPa, and the polymerization reaction is carried out over 3 hours to produce a polyester resin [I -2] was manufactured. The resulting polyester resin [I-2] had a glass transition temperature of -33°C and an acid value of 0.3m. gKOH / g, the final component ratio is isophthalic acid / seba as polycarboxylic acids (A). Sinic acid = 40 mol / 60 mol%, polyol (B) as 1,4-butanediol / 1 ,6-Hexanediol / Neopentyl Glycol / Trimethylolpropane = 34 moles The percentages were % / 6 mol% / 58.5 mol% / 1.5 mol%.

[0117] [Manufacturing of polyester resin [I'-1]] A reaction vessel equipped with a heating device, thermometer, stirrer, rectification column, nitrogen inlet tube and vacuum device, As carboxylic acids (A), 96.1 parts isophthalic acid (IPA) and sebacic acid (Se bA) 467.8 parts, 1,4-butanediol (1,4BG) as polyol (B) 30.3 parts, 1,6-Hexanediol (1,6HG) 6 parts, Neopentyl glycol ( NPG) 271 parts, Trimethylolpropane (TMP) 5.8 parts, Zinc acetate as catalyst 0 parts Add 0.05 parts, gradually raise the internal temperature to 250°C, and carry out the esterification reaction over 4 hours. went. After that, the internal temperature was raised to 260°C, and 0.05 parts of tetrabutyl titanate were added as a catalyst. Then, the pressure is reduced to 1.33 hPa, and the polymerization reaction is carried out over 3 hours to produce a polyester resin [I -3] was manufactured. The resulting polyester resin [I'-1] had a glass transition temperature of -48°C and an acid value of 0.2 mgKOH / g, the resulting component ratio is isophthalic acid / sodium as polycarboxylic acids (A). Bacic acid = 20 mol / 80 mol, polyol (B) as 1,4-butanediol / 1,6-Hexanediol / Neopentyl Glycol / Trimethylolpropane (TMP The percentages were 34 mol% / 6 mol% / 58.5 mol% / 1.5 mol%.

[0118] The resin composition (structural units derived from the components) and glass transition temperature of the obtained polyester resin. The (Tg) results are shown in Table 1 below.

[0119] [Table 1]

[0120] <Polycarbodiimide-based compound> As the polycarbodiimide-based compound, the following were prepared. · [II-1]: Aromatic polycarbodiimide-based compound substituted with a substituent derived from polyethylene glycol monomethyl ether with an isocyanate terminal having a molecular weight of 500 (manufactured by Nisshinbo Chemical Co., Ltd., “Carbodilite V-04PF”) · [II’-1]: Aromatic polycarbodiimide-based compound substituted at the terminal with a substituent derived from aromatic monoisocyanate (manufactured by Nisshinbo Chemical Co., Ltd., “Carbodilite V-09GB”) (manufactured by Nisshinbo Chemical Co., Ltd., “Carbodilite V-09GB”) <Crosslinking agent> As the crosslinking agent, the following were prepared.

[0121] · [III-1]: Trimethylolpropane / tolylene diisocyanate adduct (manufactured by Tosoh Corporation, “Coronate L55E”) <Urethane catalyst> As the urethane catalyst, the following were prepared. · [IV-1]: Zirconium-based compound diluted to a solid content concentration of 1% with acetylacetone (manufactured by Matsumoto Fine Chemical Co., Ltd., “Organix ZC-150”)

[0122] <Production of resin composition> Using the polyester resins [I-1], [I-2], [I’-1] obtained above and each of the above components, a resin composition (pressure-sensitive adhesive composition) was produced as follows.

[0123]

[0124] (Example 1) The polyester resin [I-1] obtained above was diluted with toluene to a solid content concentration of 50%, and to this polyester resin [I-1] solution (100 parts as solid content), polycarbodiimide

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135] <00010 Diimide compound [II-1] 1.5 parts (solids), and crosslinking agent [III-1] 2 parts (solids) (minutes), add 0.02 parts (solid content) of urethane catalyst [IV-1], stir, and mix. A resin composition (pressure-sensitive adhesive composition) was obtained.

[0125] (Example 2) In Example 1, polyester resin [I-1] is converted to polyester resin [I-2]. A resin composition (pressure-sensitive adhesive composition) was obtained in the same manner, except for the modifications made.

[0126] (Comparative Example 1) In Example 1, the only difference is that the polycarbodiimide compound [II-1] was not included. A resin composition (pressure-sensitive adhesive composition) was obtained in this manner.

[0127] (Comparative Example 2) In Example 1, the polycarbodiimide compound [II-1] was converted to a polycarbodiimide system. A resin composition (pressure-sensitive adhesive composition) was obtained in the same manner, except that compound [II'-1] was changed.

[0128] (Comparative Example 3) In Example 1, polyester resin [I-1] was replaced with polyester resin [I'-1] A resin composition (pressure-sensitive adhesive composition) was obtained in the same manner, except for the change made to [the other component].

[0129] The obtained resin composition (pressure-sensitive adhesive composition) was evaluated as follows. This is shown in Table 2 below.

[0130] <Fabrication of a substrate-less, double-sided pressure-sensitive adhesive sheet> The pressure-sensitive adhesive compositions obtained in the examples and comparative examples were applied to a PET release sheet with a thickness of 100 μm. Using an applicator on a PET (manufactured by Mitsui Chemicals Tohcello Co., Ltd., SP-PET-03-BU)(X) Apply and dry at 100°C for 4 minutes, creating a pressure-sensitive adhesive layer with a release sheet thickness of 50 μm. A pressure-bonded sheet was obtained. Next, the pressure-sensitive adhesive layer surface of the obtained pressure-sensitive adhesive sheet with release sheet is removed from the release sheet. (X) is a PET release sheet with a thickness of 38 μm and different peeling strengths (manufactured by Mitsui Chemicals Tohcello Co., Ltd., S Covered with P-PET-01-BU)(Y), cured at 40°C for 4 days, and both sides without substrate. A pressure-sensitive adhesive sheet was obtained. The glass transition temperature (Tg) of the pressure-sensitive adhesive layer in the obtained substrate-less double-sided pressure-sensitive adhesive sheet. The results were as shown in Table 2.

[0131] <Evaluation of pressure-sensitive adhesive sheets> [Adhesion at room temperature: Peel strength at 180 degrees (N / 25mm)] From the base material-less double-sided pressure-sensitive adhesive sheet obtained above, peel off the release sheet (Y) from one side. The pressure-sensitive adhesive layer was transferred to a PET film (100 μm) to create a pressure-sensitive adhesive sheet for evaluation. The pressure-sensitive adhesive sheet obtained for evaluation was peeled off the release sheet (X) from the other side. Then, the exposed pressure-sensitive adhesive layer is bonded to a polycarbonate sheet (Mitsubishi Chemical Corporation, Stella). Afterwards, it is compressed by autoclaving (50°C, 0.5 MPa, 20 minutes) and then PET film is applied. A test specimen was prepared having the following configuration: a pressure-sensitive adhesive layer and a polycarbonate plate. The above test specimens were tested using a tensile testing machine (Shimadzu Corporation, Autograph AG-X 50N). Using this method, 180-degree peeling was performed under conditions of 23°C × 50%RH at a peeling speed of 300 mm / min. The intensity was measured.

[0132] [High temperature adhesion: 180 degree peel strength (N / 25mm)] From the base material-less double-sided pressure-sensitive adhesive sheet obtained above, peel off the release sheet (Y) from one side. The pressure-sensitive adhesive layer was transferred to a PET film (100 μm) to create a pressure-sensitive adhesive sheet for evaluation. The pressure-sensitive adhesive sheet obtained for evaluation was peeled off the release sheet (X) from the other side. Then, the exposed pressure-sensitive adhesive layer is bonded to a polycarbonate sheet (Mitsubishi Chemical Corporation, Stella). Afterwards, it is compressed by autoclaving (50°C, 0.5 MPa, 20 minutes) and then PET film is applied. A test specimen was prepared having the following configuration: a pressure-sensitive adhesive layer and a polycarbonate plate. The above test specimens were subjected to a tensile testing machine with a constant temperature chamber (Shimadzu Corporation, Autograph AG-X). Using 50N, under conditions of 85°C, with a peeling speed of 300 mm / min, 180° peel strength was measured. The degree was measured.

[0133] [Hayes change] The release sheet on one side of the pressure-sensitive adhesive layer of the substrate-less double-sided pressure-sensitive adhesive sheet obtained above. (Y) is peeled off, and the pressure-sensitive adhesive layer is transferred to a PET film (100 μm) for evaluation. An adhesive sheet was fabricated. From the pressure-sensitive adhesive sheet obtained for evaluation, a release sheet was taken from the other side. (X) is peeled off, and the exposed pressure-sensitive adhesive layer is attached to an alkali-free glass plate (Corning, E) After lamination to Glue XG, it is subjected to autoclaving (50°C, 0.5 MPa, 20 minutes) and pressure treatment. A test specimen was prepared having the following structure: PET film / pressure-sensitive adhesive layer / alkali-free glass plate. did. The above test specimens were subjected to a moist heat test (85°C, 85%RH, 100 hours), and before the test, and the haze 3 hours after test removal, HAZE MATER NDH2000 Measurements were taken using (manufactured by Nippon Denshoku Kogyo Co., Ltd.), the changes were calculated, and the results were evaluated according to the following criteria. Oh, this machine conforms to JIS K7361-1. (Evaluation Criteria) Haze change (%) = Haze value after moist heat test (%) - Haze value before moist heat test (%) ◎ (Excellent) ... Haze change less than 5%. ○ (Good) ... Haze change of 5 or more but less than 10%. △(Average)···Haze change 10 to less than 15%. × (Bad) ... Haze change of 15% or more.

[0134] [Table 2]

[0135] From the results in Table 2 above, the pressure-sensitive adhesive compositions of Examples 1 and 2 exhibit excellent adhesion at high temperatures, and furthermore... It can be seen that the haze change under high temperature and high humidity conditions is very small. In contrast to this, Comparative Example 1 Although the pressure-sensitive adhesive compositions of and 2 exhibit excellent adhesion at high temperatures, they show extremely large haze changes. Furthermore, it was inferior in performance as a pressure-sensitive adhesive. Also, the pressure-sensitive adhesive composition of Comparative Example 3 was high temperature It had poor adhesion to the substrate. [Industrial applicability]

[0136] The polyester resin composition of the present invention exhibits excellent adhesive strength under high temperature conditions, and furthermore, high temperature It exhibits minimal haze change even under humid conditions and has excellent resistance to humidity and heat, making it suitable for use in adhesives. Effective for finished products, particularly pressure-sensitive adhesive compositions and heat-sensitive adhesive compositions, and especially for pressure-sensitive adhesive compositions. Therefore, it can be suitably used for bonding various components. In particular, the above pressure-sensitive adhesive Pressure-sensitive adhesive sheets using this technology are used for displays and optical films and substrates that make up such displays. The component can be suitably used for bonding optical components.

Claims

1. [I] polyester resins with a glass transition temperature of -40 to 30°C, and terminals in one molecule At least one isocyanate group is substituted with a substituent derived from a hydrophilic organic compound (α) Polyester resin characterized by containing a polycarbodiimide compound [II] composition.

2. The above polycarbodiimide compound [II] is an aromatic polycarbodiimide compound. A polyester resin composition according to claim 1, characterized by the following:

3. The polycarbodiimide compound [II] described above is characterized by having a degree of polymerization of 2 to 200. The polyester resin composition according to claim 1 or 2.

4. The above hydrophilic organic compound (α) is terminally capped with an alkoxy group or a phenoxy group. The compound is characterized by being a xyalkylene structure-containing compound as described in any one of claims 1 to 3. A polyester resin composition as described above.

5. The above hydrophilic organic compound (α) is characterized by having a weight-average molecular weight of 200 or more. A polyester resin composition according to any one of the requests 1 to 4.

6. Furthermore, the method described in any one of claims 1 to 5 is characterized by containing a crosslinking agent [III]. A polyester resin composition as described above.

7. It is characterized by containing the polyester resin composition described in any one of claims 1 to 6. An adhesive composition.

8. It is characterized by containing the polyester resin composition described in any one of claims 1 to 6. A pressure-sensitive adhesive composition.

9. A pressure-sensitive adhesive characterized in that the pressure-sensitive adhesive composition described in claim 8 is crosslinked.

10. Pressure-sensitive adhesive characterized by having a pressure-sensitive adhesive layer containing the pressure-sensitive adhesive described in claim 9. Seat.

11. The pressure-sensitive adhesive sheet according to claim 10, characterized in that it is used for bonding optical components.

12. An optical member with a pressure-sensitive adhesive layer, comprising a pressure-sensitive adhesive layer and an optical member, wherein the pressure-sensitive adhesive Optical member with pressure-sensitive adhesive layer, characterized in that the agent layer contains the pressure-sensitive adhesive described in claim 9. 。

Images