Sclerotic composition

Abstract

The present application relates to a resin composition and its use. The present application can provide a resin composition or a cured product thereof that exhibits high thermal conductivity and low adhesive strength to a specific adherend. The present application can also achieve the low adhesive strength without using an adhesive strength adjusting component such as a plasticizer or with the proportion of the adhesive strength adjusting component minimized. The present application can also provide a product including the curable composition or a cured product thereof.

Description

Technical Field

[0001] The present application relates to a curable composition.

Background Art

[0002] As the number of electrical or electronic devices that require heat management, such as batteries, increases, the importance of heat dissipation materials is increasing. Various types of heat dissipation materials are known. As one of the conventional heat dissipation materials, a material in which a heat conductive filler is filled in a resin binder is known (for example, Patent Document 1). In the heat dissipation material as described above, as the resin binder, usually a silicone resin, a polyolefin resin, an acrylic resin, an epoxy resin, or the like is used.

[0003] A heat dissipation material is basically required to have excellent thermal conductivity, and further functions are also required depending on the application. For example, depending on the application, the heat dissipation material is required to exhibit a low adhesive force to a specific adherend together with high thermal conductivity. For example, when it is necessary to replace a component in the product that comes into contact with the heat dissipation material, or when it is necessary to change the position of the heat dissipation material during the process, the heat dissipation material needs to exhibit a low adhesive force.

[0004] Among the known heat dissipation materials, a material that exhibits a low adhesive force is a material in which a silicone resin is applied as the resin binder. However, the silicone resin is relatively expensive. In addition, since the silicone resin contains components that induce contact failure or the like when applied to electronic / electrical products, its applications are limited.

[0005] The polyurethane material also applied in Patent Document 1 can form a heat dissipation material having high thermal conductivity and has various other advantages, but it is a material that exhibits a high adhesive force to most adherends.

[0006] As a method for reducing the adhesive strength of a material showing high adhesive strength, there is a method of blending a component known as a so-called plasticizer. However, the plasticizer blended in a large amount for controlling the adhesive strength has problems such as impairing the inherent advantages of the material itself or eluting during the use process.

Prior Art Documents

Patent Documents

[0007]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0008] The present application aims to provide a curable composition. One object of the present application is that the curable composition or its cured body shows a high thermal conductivity while showing a low adhesive strength to a predetermined adherend. Also, the object of the present application includes achieving the low adhesive strength without using an adhesive strength adjusting component such as a plasticizer or minimizing its usage ratio. The present application also aims to provide a product including the curable composition or its cured body.

Means for Solving the Problems

[0009] Among the physical properties mentioned in this specification, when the measurement temperature affects the result, unless otherwise specified, the physical property is the physical property measured at normal temperature. The term normal temperature is the natural temperature without heating and cooling, and usually means one temperature within the range of about 10°C to 30°C or a temperature of about 23°C or about 25°C. Also, unless otherwise specified in this specification, the unit of temperature is °C.

[0010] Among the physical properties mentioned in this specification, when the measurement pressure affects the results, unless otherwise specified, the physical properties are those measured at normal pressure. The term "normal pressure" refers to the natural pressure without pressurization or depressurization, and usually, a pressure within the range of about 700 mmHg to 800 mmHg is referred to as normal pressure.

[0011] This application relates to a resin composition. The term "resin composition" means a composition containing components known as resins in the industry or a composition that does not contain resins but contains components that can form resins through a curing reaction or the like.

[0012] Therefore, in the scope of the terms "resin" or "resin component" in this specification, it generally includes not only components known as resins but also components that can form resins through a curing and / or polymerization reaction.

[0013] The resin composition may be a curable composition. When the resin composition of this application is a curable resin composition, the resin composition may be a one-component type or a two-component type resin composition. The term "one-component type resin composition" means a resin composition in which the components participating in the curing are contained in a state where they are physically in contact with each other, and the term "two-component type resin composition" may mean a resin composition in which at least a part of the components participating in the curing are physically separated and contained separately.

[0014] When the resin composition of this application is a curable resin composition, the resin composition may be a room temperature curable type, a heat curable type, an energy ray curable type, and / or a moisture curable type. The term "room temperature curable type" refers to a resin composition in which the curing reaction can start and / or proceed at room temperature, the term "heat curable type" refers to a resin composition in which the curing reaction can start and / or proceed by the addition of heat, the term "energy ray curable type" refers to a resin composition in which the curing reaction can start and / or proceed by the irradiation of energy rays (for example, ultraviolet rays, electron beams, etc.), and the term "moisture curable type" refers to a resin composition in which the curing reaction can start and / or proceed in the presence of moisture.

[0015] The resin composition of the present application may be a solvent type or a solvent-free type. Considering viewpoints such as application efficiency and environmental load, it is appropriate to be a solvent-free type. The resin composition of the present application may be a polyurethane composition. In such a case, the resin composition may contain polyurethane or may contain components capable of forming polyurethane. The resin composition of the present application exhibits a low adhesive force to a specific adherend or can form a cured body that exhibits a low adhesive force.

[0016] Such a resin composition of the present application may be a polyurethane composition. Polyurethane is known as an adhesive material that can exhibit excellent adhesiveness to various adherends. Therefore, as a method for a polyurethane composition to exhibit a low adhesive force to an adherend, a method of introducing a component that reduces the adhesive force, such as a plasticizer, is usually used. When applying such a component as a plasticizer, the adhesive force of the polyurethane material can be reduced, but problems such as a reduction in other physical properties that the component can secure in the polyurethane or elution of the material to the outside of the material during the use process of the polyurethane material may occur. However, in the present application, it is possible to achieve the low adhesive force with respect to the polyurethane material while not using a component that reduces the adhesive force, such as a plasticizer, or minimizing its usage amount. Therefore, in the present application, it is possible to provide a material that solves the problem of high adhesive force not required according to the application while taking advantage of the polyurethane material.

[0017] The resin composition or its cured body can exhibit a controlled adhesive force to aluminum. For example, the upper limit of the adhesive force to the aluminum is 1 N / mm 2 , 0.9 N / mm 2 , 0.8 N / mm 2 , 0.7 N / mm 2 , 0.6 N / mm 2 , 0.5 N / mm 2 , 0.4 N / mm 2 , 0.3 N / mm 2 , 0.2 N / mm 2 , 0.1 N / mm2 、 0.09 N / mm 2 、 0.08 N / mm 2 、 0.07 N / mm 2 、 0.06 N / mm 2 、 0.04 N / mm 2 or 0.03 N / mm 2 may also be acceptable. The lower limit of the adhesive strength to the aluminum is not particularly limited. In one example, the lower limit of the adhesive strength to the aluminum is 0 N / mm 2 、 0.0001 N / mm 2 、 0.0005 N / mm 2 、 0.001 N / mm 2 、 0.005 N / mm 2 、 0.01 N / mm 2 、 0.015 N / mm 2 、 0.02 N / mm 2 、 0.025 N / mm 2 or 0.03 N / mm 2 may be acceptable. That is, the resin composition may be a resin composition in which the adhesive strength to aluminum is substantially not measurable, or a resin composition capable of forming a cured product in which the adhesive strength is substantially not measurable. The adhesive strength to the aluminum is less than or equal to any one of the above-described upper limits, or greater than or equal to or exceeding any one of the above-described lower limits, or greater than or equal to or exceeding any one of the above-described lower limits and less than or equal to or less than any one of the above-described upper limits. The adhesive strength to the aluminum can be measured by the method described in the examples of this specification.

[0018] The resin composition or its cured product can exhibit a controlled adhesive force with respect to the polyester. For example, the upper limit of the adhesive force with respect to the polyester may be 2,000 gf / 10 mm, 1,800 gf / 10 mm, 1,600 gf / 10 mm, 1,400 gf / 10 mm, 1,200 gf / 10 mm, 1,000 gf / 10 mm, 950 gf / 10 mm, 900 gf / 10 mm, 850 gf / 10 mm, 800 gf / 10 mm, 750 gf / 10 mm, 700 gf / 10 mm, 650 gf / 10 mm, 600 gf / 10 mm, 550 gf / 10 mm, 500 gf / 10 mm, 450 gf / 10 mm, 400 gf / 10 mm, 350 gf / 10 mm, 300 gf / 10 mm, 250 gf / 10 mm, 200 gf / 10 mm, 150 gf / 10 mm, 100 gf / 10 mm, 90 gf / 10 mm, 80 gf / 10 mm, 70 gf / 10 mm, 60 gf / 10 mm, 50 gf / 10 mm, 40 gf / 10 mm, 30 gf / 10 mm, 20 gf / 10 mm or 10 gf / 10 mm. In the present application, the lower limit of the adhesive force with respect to the polyester is not particularly limited. In one example, the lower limit of the adhesive force with respect to the polyester may be 0 gf / 10 mm. That is, the resin composition or its cured product may not substantially exhibit an adhesive force with respect to the polyester. Therefore, the adhesive force of the resin composition or its cured product with respect to the polyester may be 0 gf / 10 mm or more. For example, the lower limit of the adhesive force with respect to the polyester may be 0 gf / 10 mm, 5 gf / 10 mm, 10 gf / 10 mm, 15 gf / 10 mm, 20 gf / 10 mm, 25 gf / 10 mm, 30 gf / 10 mm, 35 gf / 10 mm, 40 gf / 10 mm, 45 gf / 10 mm, 50 gf / 10 mm, 55 gf / 10 mm, 60 gf / 10 mm, 65 gf / 10 mm, 70 gf / 10 mm, 75 gf / 10 mm, 80 gf / 10 mm, 85 gf / 10 mm, 90 gf / 10 mm or 95 gf / 10 mm.The adhesive force to the polyester is less than or below any one of the above upper limits, or is greater than or exceeds any one of the above lower limits, or is greater than or exceeds any one of the above lower limits and is within the range less than or below any one of the above upper limits. The adhesive force to the polyester can be measured by the method described in the examples of this specification.

[0019] The resin composition or its cured product can exhibit the adhesive force to a specific adherend (for example, aluminum and / or polyester) and can exhibit excellent heat conduction characteristics. For example, the lower limit of the thermal conductivity of the resin composition or its cured product may be about 1.2 W / mk, 1.4 W / mK, 1.6 W / mK, 1.8 W / mK, 2.0 W / mK, 2.2 W / mK, 2.4 W / mK, 2.6 W / mK or 2.8 W / mK. There is no special limitation on the upper limit of the thermal conductivity. For example, the upper limit of the thermal conductivity of the resin composition or its cured product may be about 10 W / mK, 9 W / mK, 8 W / mK, 7 W / mK, 6 W / mK, 5 W / mK, 4 W / mK or 3 W / mK. The thermal conductivity is less than or below any one of the above upper limits, or is greater than or exceeds any one of the above lower limits, or is greater than or exceeds any one of the above lower limits and is within the range less than or below any one of the above upper limits. The thermal conductivity of such a resin composition or its cured product can be measured by the method disclosed in the examples described later.

[0020] The resin composition or its cured product can exhibit appropriate hardness. For example, if the hardness of the resin composition or its cured product is too high, it may become extremely brittle and problems may occur. Also, by adjusting the hardness of the resin composition or its cured product, impact resistance and vibration resistance can be ensured according to the intended application, and the durability of the product can be ensured.

[0021] For example, the upper limit of the shore OO type hardness of the resin composition or its cured body may be 150, 140, 130, 120, 110, 100, 95, 90, 80, 70, 60, 50 or 45, and the lower limit thereof may be about 0, 5, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80 or 85. The shore OO type hardness is less than or equal to any one of the above upper limits, or greater than or equal to or exceeding any one of the above lower limits, or greater than or equal to or exceeding any one of the above lower limits and less than or equal to or less than any one of the above upper limits. The hardness of such a resin composition or its cured body can be measured by the method disclosed in the examples described below.

[0022] The resin composition or its cured body can also exhibit appropriate flexibility. For example, by adjusting the flexibility of the resin composition or its cured body to a desired level, the applicable uses can be greatly expanded. For example, the lower limit of the radius of curvature of the resin composition or its cured body may be about 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12, and the upper limit thereof may be about 20, 19, 18, 17, 16, 15, 14, 13, 12, 11, 10, 9, 8, 7, 6, 5 or 4. The radius of curvature is less than or equal to any one of the above upper limits, or greater than or equal to or exceeding any one of the above lower limits, or greater than or equal to or exceeding any one of the above lower limits and less than or equal to or less than any one of the above upper limits. The radius of curvature of such a resin composition or its cured body can be measured by the method disclosed in the examples described below. Also, unless otherwise specified, the unit of the radius of curvature in this specification is mm.

[0023] The resin composition of the present application may be insulating. That is, the resin composition may have insulation properties and / or be capable of forming a cured body having insulation properties. For example, the resin composition or its cured body may have a dielectric breakdown voltage of about 3 kV / mm or more, about 5 kV / mm or more, about 7 kV / mm or more, 10 kV / mm or more, 15 kV / mm or more, or 20 kV / mm or more as measured in accordance with ASTM D149. The higher the value of the dielectric breakdown voltage, the better the insulation properties it indicates. The upper limit is not particularly limited, but considering the composition of the resin composition, etc., the dielectric breakdown voltage may be about 50 kV / mm or less, 45 kV / mm or less, 40 kV / mm or less, 35 kV / mm or less, or about 30 kV / mm or less. The dielectric breakdown voltage as described above can be adjusted and controlled by adjusting the insulation properties of the resin composition. For example, it can be achieved by applying an insulating filler in the resin layer. Generally, among fillers, ceramic fillers are known as components capable of ensuring insulation properties.

[0024] The resin composition or its cured body may have flame retardancy. For example, the resin composition or its cured body can exhibit a V-0 grade in the UL 94 V Test (Vertical Burning Test). This can ensure stability against fires and other accidents that are a concern depending on the application of the resin composition.

[0025] The resin composition or its cured body may have a specific gravity of 5 or less. In other examples, the specific gravity may be 4.5 or less, 4 or less, 3.5 or less, or 3 or less. A resin layer having a specific gravity within such a range is advantageous for providing a lighter product. The lower limit of the specific gravity is not particularly limited. For example, the specific gravity may be about 1.5 or more or 2 or more. The components added to the resin layer for the resin composition or its cured body to exhibit the specific gravity can be adjusted. For example, when adding a filler, a filler that can ensure the desired properties (such as thermal conductivity) even at a relatively low specific gravity, that is, a filler with a low specific gravity itself, or a method of applying a filler with surface treatment can be used.

[0026] The resin composition may have a low shrinkage rate during the curing process or after curing. Through this, it is possible to prevent peeling and void generation that may occur during the application process. The shrinkage rate can be appropriately adjusted within a range that can exhibit the above-described effects, and for example, it may be less than 5%, less than 3% or less than about 1%. Since the lower the numerical value of the shrinkage rate, the more advantageous it is, the lower limit thereof is not particularly limited.

[0027] The resin composition or its cured body may have a low coefficient of thermal expansion (CTE). Through this, it is possible to prevent peeling and void generation that may occur during application or use. The coefficient of thermal expansion can be appropriately adjusted within a range that can exhibit the above-described effects, and for example, it may be less than 300 ppm / K, less than 250 ppm / K, less than 200 ppm / K, less than 150 ppm / K or less than about 100 ppm / K. Since the lower the numerical value of the coefficient of thermal expansion, the more advantageous it is, the lower limit thereof is not particularly limited. The resin composition or its cured body may also have a 5% weight loss temperature in thermogravimetric analysis (TGA) of 400 °C or higher, and a residue amount at 800 °C of 70% by weight or higher. Such properties can further improve the high-temperature stability. The residue amount at 800 °C may be about 75% by weight or higher, about 80% by weight or higher, about 85% by weight or higher or about 90% by weight or higher in other examples. The residue amount at 800 °C may be about 99% by weight or lower in other examples. The thermogravimetric analysis (TGA) can be measured in the range of 25 °C to 800 °C at a heating rate of 20 °C / min under a nitrogen (N2) atmosphere of 60 cm 3 / min. The thermogravimetric analysis (TGA) results can also be achieved through adjustment of the composition of the resin composition. For example, the residue amount at 800 °C usually depends on the type and ratio of the filler contained in the resin composition, and when an excessive amount of filler is contained, the residue amount increases.

[0028] In the present application, the term "hydroxy group - reactive component" may mean all compounds having a hydroxy group present in the resin composition. Therefore, when there is one kind of compound having a hydroxy group in the resin composition, the compound becomes the hydroxy group - reactive component, and when there are two or more kinds of compounds having a hydroxy group in the resin composition, the mixture of the two or more kinds of compounds becomes the hydroxy group - reactive component.

[0029] Examples of the compound having a hydroxy group forming the hydroxy - reactive component include, but are not limited to, oil - modified polyol compounds, general polyol compounds, and oil - modified alcohol compounds.

[0030] The resin composition of the present application may contain a polyol component. The polyol component may mean all polyol compounds present in the resin composition. Therefore, when the resin composition has only one kind of polyol compound, the one kind of polyol compound becomes the polyol component, and when it contains two or more kinds of polyol compounds, the mixture of the two or more kinds of polyol compounds may become the polyol component.

[0031] The polyol component of the resin composition of the present application may contain a polyol compound. The term polyol compound means a compound containing two or more hydroxy groups. Such a polyol compound is also called a polyfunctional polyol compound. Such a polyol compound may be a monomolecular, oligomeric or polymeric compound. The number of the hydroxy groups contained in the polyol compound is not particularly limited. However, in one example, the lower limit of the number of the hydroxy groups per molecule of the polyol compound may be 2 or 3, and the upper limit thereof may be about 10, 9, 8, 7, 6, 5, 4, 3 or 2. The number of the hydroxy groups of the polyol compound is less than or equal to any one of the above upper limits, or greater than or equal to or exceeding any one of the above lower limits, or greater than or equal to or exceeding any one of the above lower limits and less than or equal to or less than any one of the above upper limits.

[0032] The number of the hydroxy groups contained in the polyol compound is usually 1 confirmable by 1H NMR, 1 and the number of the hydroxy groups can be confirmed based on the peak existing in the region of 3 ppm to 4 ppm in 1H NMR.

[0033] The polyol compound of the present application may be an oil-modified polyol compound. The term oil-modified polyol compound means a compound containing two or more hydroxy groups and simultaneously having an oil group. In the above, the oil group may be a linear or branched hydrocarbon group having 3 or more carbon atoms. Whether the polyol compound contains the hydrocarbon group or not is usually 1 confirmable by 1H NMR, 1The presence and number of the hydrocarbon group can be confirmed based on the peak existing in the region of 4 ppm to 5 ppm in 1H NMR. Such a polyol compound may be a monomolecular, oligomeric or polymeric compound. By applying such an oil-modified polyol compound, it is possible to ensure a low adhesive force to a specific material while being formed of a polyurethane material and minimizing the use amount of an adhesive force reducing component such as a plasticizer or not using it at all.

[0034] The lower limit of the number of carbon atoms of the linear or branched hydrocarbon group which is the oil group may be 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16 or 17, and the upper limit thereof may be about 50, 49, 48, 47, 46, 45, 44, 43, 42, 41, 40, 39, 38, 37, 36, 35, 34, 33, 32, 31, 30, 29, 28, 27, 26, 25, 24, 23, 22, 21, 20, 19, 18, 17, 16, 15, 14, 13, 12, 11 or 10. The number of carbon atoms may be less than or equal to any one of the above upper limits, or may be greater than or equal to or exceed any one of the above lower limits, or may be greater than or equal to or exceed any one of the above lower limits and within the range less than or equal to any one of the above upper limits.

[0035] The linear or branched hydrocarbon group may or may not contain a double bond. When it contains a double bond, the double bond may be a conjugated double bond or a cis double bond.

[0036] Specific examples of the hydrocarbon group include an alkyl group, an alkenyl group, or an alkynyl group. In one example, the hydrocarbon group may be linked to the polyol compound via a carbonyl group or a carbonyloxy group. In this case, the hydrocarbon group may be an alkylcarbonyl group, an alkenylcarbonyl group, an alkynylcarbonyl group, an alkylcarbonyloxy group, an alkenylcarbonyloxy group, or an alkynylcarbonyloxy group. In the above, the lower limit of the number of carbon atoms of the alkyl group, alkenyl group, or alkynyl group may be about 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, or 17, and the upper limit may be about 50, 49, 48, 47, 46, 45, 44, 43, 42, 41, 40, 39, 38, 37, 36, 35, 34, 33, 32, 31, 30, 29, 28, 27, 26, 25, 24, 23, 22, 21, 20, 19, 18, 17, 16, 15, 14, 13, 12, 11, or 10. The number of carbon atoms is less than or equal to any one of the above upper limits, or greater than or equal to or exceeding any one of the above lower limits, or greater than or equal to or exceeding any one of the above lower limits and less than or equal to or less than any one of the above upper limits.

[0037] The alkyl group, alkenyl group, or alkynyl group may be linear or branched and may be optionally substituted with one or more substituents. When substituents are present, there are no special restrictions on the types of substituents. For example, a halogen atom such as fluorine can be exemplified as a substituent.

[0038] In one example, the hydrocarbon group may be included in the substituent of the following Chemical Formula 1.

[0039]

Chemical Formula

[0040] In Chemical Formula 1, R is a hydrocarbon group having 3 or more carbon atoms and being linear or branched. In Chemical Formula 1, the * indicates that this part is linked to a polyol compound. Therefore, an oxygen atom may be linked to the polyol compound in the substituent of the Chemical Formula 1. In Chemical Formula 1, the specific types of the hydrocarbon group that is R are as described above. Therefore, the content regarding the number, type, form, and substituent of the carbon atoms of the hydrocarbon group described above can be applied in the same manner as above.

[0041] The number of the hydrocarbon groups contained in the polyol compound is not particularly limited. In one example, the lower limit of the number of the hydrocarbon groups contained in the oil-modified polyol compound may be 1 or 2 per molecule, and the upper limit thereof may be about 10, 9, 8, 7, 6, 5, 4, 3, or 2 per molecule. The number of the hydrocarbon groups is less than or equal to any one of the above upper limits, or greater than or equal to or exceeding any one of the above lower limits, or greater than or equal to or exceeding any one of the above lower limits and less than or equal to or less than any one of the above upper limits. The polyol compound may have various forms as long as it contains the hydroxy group and the hydrocarbon group.

[0042] In one example, the polyol compound may be a compound in which at least a part of the hydrogen atoms of a hydrocarbon compound such as an alkane, an alkene, or an alkyne is substituted with the hydroxy group and / or the hydrocarbon group. The number of carbon atoms of the hydrocarbon compound such as the alkane, the alkene, or the alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0043] Such hydrocarbon compounds such as alkanes, alkenes or alkynes may be linear, branched or cyclic. Further, the hydroxy group and / or hydrocarbon group may be substituted on the same carbon atom in the alkane, alkene or alkyne, or may be substituted on other carbon atoms.

[0044] In other examples, the polyol compound may be a compound having a polyester backbone or a polyether backbone. In such a case, the polyol compound may be an oligomeric compound or a polymeric compound.

[0045] In one example, the polyol compound having a polyester backbone is a so-called polyester polyol, and may be a polyol having a structure in which the hydrocarbon group is linked to such a polyester polyol.

[0046] Also, the polyol compound having a polyether backbone is a so-called polyether polyol, and may be a polyol having a structure in which the hydrocarbon group is linked to such a polyether polyol.

[0047] In one example, the polyester backbone may be a so-called polycaprolactone backbone, and the polyether backbone may be a so-called polyalkylene backbone. The polyester backbone may be a backbone having a repeating unit represented by the following Chemical Formula 2 in one example.

[0048]

Chemical Formula

[0049] In Chemical Formula 2, X 1 and X 2 are each independently a single bond or an oxygen atom, L 1 may be an alkylene group, and n is an arbitrary number.

[0050] As used herein, the term "single bond" means that there is no atom at the relevant site.

[0051] In addition, in Chemical Formula 2, the alkylene group may be, for example, an alkylene group having 1 to 20 carbon atoms, 4 to 20 carbon atoms, 4 to 16 carbon atoms, 4 to 12 carbon atoms, or 4 to 8 carbon atoms, and it may be linear or branched. As used herein, the term "alkylene group" means a divalent substituent formed by the removal of two hydrogen atoms from an alkane. In this case, the two hydrogen atoms may each be removed from a different carbon atom of the alkane, or the two hydrogen atoms may be removed from one carbon atom of the alkane.

[0052] As described below, in one example, the polyester backbone may be a polycaprolactone backbone. In this case, L in Chemical Formula 2 1 may be a linear alkylene group having 5 carbon atoms.

[0053] In addition, in Chemical Formula 2, n is an arbitrary number indicating the number of repeating units, and may be, for example, a number within the range of 1 to 25. The lower limit of n in Chemical Formula 2 may be about 1, 3, 5, 7, 9, 11, 13, 15, 17, 19, 21, or 23, and the upper limit may be about 25, 23, 21, 19, 17, 15, 13, 11, 9, 7, 5, or 3. The n is less than or equal to any one of the above upper limits, or greater than or equal to any one of the above lower limits, or greater than or equal to any one of the above lower limits and less than or equal to any one of the above upper limits.

[0054] The skeleton of the chemical formula 2 is the skeleton of a polyester polyol, and may be the skeleton of a so-called carboxylic acid polyol or the skeleton of a caprolactone polyol. Such a skeleton can be formed by a known method. For example, the skeleton of the carboxylic acid polyol can be formed by reacting a component containing a carboxylic acid and a polyol (e.g., diol or triol), and the skeleton of the caprolactone polyol can be formed by reacting a component containing caprolactone and a polyol (e.g., diol or triol). The carboxylic acid may be a dicarboxylic acid.

[0055] In the polyol compound having the skeleton of the chemical formula 2, the hydroxy group or the aforementioned hydrocarbon group may be present at the end of the skeleton of the chemical formula 2.

[0056] In such a case, the skeleton of the chemical formula 2 can be represented by the following chemical formula 3.

[0057]

Chemical formula

[0058] In Chemical formula 3, X 1 , X 2 , L 1 and n are as defined in Chemical formula 2, and R 1 may be a hydroxy group or a substituent of the following Chemical formula 4.

[0059]

Chemical formula

[0060] In Chemical formula 4, X 3 is a single bond or an oxygen atom, and R is the same as R in Chemical formula 1. In Chemical formula 3, when R 1 is a hydroxy group, X 1 is a single bond, and when R 1 is the substituent of Chemical formula 4, X 1 and X3 One of them is a single bond, and the other one is an oxygen atom.

[0061] The lower limit of the number of skeletons of the chemical formula 2 or 3 contained in the polyol compound may be about 1 or 2, and the upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3, or 2. The number of the skeletons is less than or equal to any one of the above upper limits, or greater than or equal to or exceeding any one of the above lower limits, or greater than or equal to or exceeding any one of the above lower limits and less than or equal to or less than any one of the above upper limits.

[0062] The polyol compound having the polyester skeleton may have a linear or branched structure.

[0063] In the above, the linear structure is a structure in which a main chain containing the skeleton of the chemical formula 2 or 3 exists and no other polymer chain is linked to the main chain, and the branched structure may be a form in which a chain containing the skeleton of the chemical formula 2 or 3 is bonded as a side chain to the main chain containing the skeleton of the chemical formula 2 or 3. In the above branched structure, the number of chains containing the skeleton of the chemical formula 2 or 3 linked as side chains may be, for example, 1 to 5, 1 to 4, 1 to 3, 1 to 2, or 1.

[0064] In one example, the polyol compound having the polyester skeleton may be a compound in which at least a part of hydrogen atoms of a hydrocarbon compound such as an alkane, an alkene, or an alkyne is substituted with the hydroxy group and / or the skeleton of the chemical formula 3. The number of carbon atoms of the hydrocarbon compound such as an alkane, an alkene, or an alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0065] Such hydrocarbon compounds such as alkanes, alkenes or alkynes may be linear, branched or cyclic. Further, the hydroxy group and / or the skeleton of Chemical Formula 3 may be substituted on the same carbon atom in the alkane, alkene or alkyne, or may be substituted on other carbon atoms.

[0066] The polyether skeleton may be a skeleton having a repeating unit represented by the following Chemical Formula 5 in one example.

[0067]

Chemical Formula

[0068] In Chemical Formula 5, X 4 and X 5 are each independently a single bond or an oxygen atom, and L 2 may be an alkylene group, and m is an arbitrary number. In the Chemical Formula 5, the alkylene group may be an alkylene group having 1 to 20 carbon atoms, 1 to 16 carbon atoms, 1 to 12 carbon atoms, 1 to 8 carbon atoms or 1 to 4 carbon atoms in one example, and this may be linear or branched. In the Chemical Formula 5, m is an arbitrary number indicating the number of repeating units, and may be, for example, a number within the range of 1 to 25. The lower limit of m in Chemical Formula 5 may be about 1, 3, 5, 7, 9, 11, 13, 15, 17, 19, 21 or 23, and the upper limit may be about 25, 23, 21, 19, 17, 15, 13, 11, 9, 7, 5 or 3. The m is less than or equal to any one of the above upper limits, or greater than or equal to any one of the above lower limits, or greater than or equal to any one of the above lower limits and less than or equal to any one of the above upper limits.

[0069] In the polyol compound having the skeleton of Chemical Formula 5, the hydroxy group or the hydrocarbon group described above may be present at the end of the skeleton of Chemical Formula 5. In such a case, the skeleton of the above Chemical Formula 5 may be represented by the following Chemical Formula 6.

[0070] [Chemical Formula]

[0071] In Chemical Formula 6, X 4 , X 5 , L 2 and m are as defined in Chemical Formula 5, and R 2 may be a hydroxy group or a substituent of the following Chemical Formula 7.

[0072] [Chemical Formula]

[0073] In Chemical Formula 7, X 6 is a single bond or an oxygen atom, and R is the same as R in the above Chemical Formula 1. In Chemical Formula 6, when R 2 is a hydroxy group, X 4 is a single bond, and when R 2 is a substituent of the above Chemical Formula 7, any one of X 4 and X 6 is a single bond, and the other one is an oxygen atom.

[0074] The lower limit of the number of the skeletons of the above Chemical Formula 5 or 6 contained in the polyol compound may be about 1 or 2, and the upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3 or 2. The number of the skeletons is less than or equal to any one of the above upper limits, or greater than or equal to any one of the above lower limits, or greater than or equal to any one of the above lower limits and less than or equal to any one of the above upper limits. The polyol compound having the above polyether skeleton may have a linear or branched structure.

[0075] In the above, the linear structure is a structure in which a main chain containing the skeleton of Chemical Formula 5 or 6 exists and no other polymer chain is linked to the main chain. The branched-chain structure may be a form in which a chain containing the skeleton of Chemical Formula 5 or 6 is bonded as a side chain to the main chain containing the skeleton of Chemical Formula 5 or 6. In the above, the number of chains containing the skeleton of Chemical Formula 5 or 6 linked as side chains in the branched-chain structure may be, for example, 1 to 5, 1 to 4, 1 to 3, 1 to 2, or 1.

[0076] In one example, the polyol compound having the polyether skeleton may be a compound in a form in which at least a part of the hydrogen atoms of a hydrocarbon compound such as an alkane, an alkene, or an alkyne is substituted with a hydroxy group and / or the skeleton of Chemical Formula 5. The number of carbon atoms of the hydrocarbon compound such as the alkane, the alkene, or the alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0077] Such hydrocarbon compounds such as alkanes, alkenes, or alkynes may be linear, branched, or cyclic. Also, the hydroxy group and / or the skeleton of Chemical Formula 5 may be substituted at the same carbon atom in the alkane, alkene, or alkyne, or may be substituted at other carbon atoms.

[0078] When the above-described polyol compound is an oligomeric or polymeric compound, the compound may have an appropriate level of molecular weight.

[0079] For example, the lower limit of the weight average molecular weight of the polyol compound, which is oligomeric or polymeric, may be about 100 g / mol, 200 g / mol, 300 g / mol, 400 g / mol, 500 g / mol, 600 g / mol, 700 g / mol, 800 g / mol or 900 g / mol, and the upper limit thereof may be about 5000 g / mol, 4500 g / mol, 4000 g / mol, 3500 g / mol, 3000 g / mol, 2500 g / mol, 2000 g / mol, 1500 g / mol, 1000 g / mol or 800 g / mol. The weight average molecular weight is less than or below any one of the above upper limits, or is greater than or exceeds any one of the above lower limits, or is greater than or exceeds any one of the above lower limits and is less than or below any one of the above upper limits within the range.

[0080] By applying the oil-modified polyol compound as described above, the desired physical properties can be more effectively ensured.

[0081] The oil-modified polyol compound may be present in an appropriate ratio in the resin composition. For example, the lower limit of the content of the oil-modified polyol compound in the resin composition may be about 5 wt%, 10 wt%, 15 wt%, 20 wt%, 25 wt%, 30 wt%, 35 wt%, 40 wt%, 45 wt%, 50 wt%, 55 wt%, 60 wt%, 65 wt%, 70 wt%, 75 wt%, 80 wt%, 85 wt%, 90 wt% or 95 wt%, and the upper limit thereof may be about 100 wt%, 95 wt%, 90 wt%, 85 wt%, 80 wt%, 75 wt%, 70 wt%, 65 wt%, 60 wt%, 55 wt%, 50 wt%, 45 wt%, 40 wt%, 35 wt%, 30 wt%, 25 wt% or 20 wt%. The content is less than or below any one of the above upper limits, or is greater than or exceeds any one of the above lower limits, or is greater than or exceeds any one of the above lower limits and is less than or below any one of the above upper limits within the range.

[0082] When the resin composition is a one-component type, the content of the oil-modified polyol compound is the content within the one-component resin composition. When it is a two-component type composition, the content of the oil-modified polyol compound is the content within the part where the oil-modified polyol compound is present. For example, when the two-component resin composition includes a physically separated main agent part and a curing agent part, and the oil-modified polyol compound is contained in the main agent part, the content of the oil-modified polyol may be the content based on the total weight of the main agent part. Further, when the resin composition contains a solvent and / or a filler, the content is the content based on the weight excluding the content of the solvent and the filler.

[0083] In other exemplifications, when the resin composition contains a filler component described later, the lower limit of the content of the oil-modified polyol compound with respect to 100 parts by weight of the filler component may be about 1 part by weight, 3 parts by weight, 5 parts by weight, 7 parts by weight, 9 parts by weight, 11 parts by weight, or 13 parts by weight, and the upper limit thereof may be about 40 parts by weight, 35 parts by weight, 30 parts by weight, 25 parts by weight, 20 parts by weight, 15 parts by weight, 10 parts by weight, 8 parts by weight, 6 parts by weight, 4 parts by weight, or 3 parts by weight. The content is either less than or below any one of the above upper limits, or more than or exceeding any one of the above lower limits, or more than or exceeding any one of the above lower limits and less than or below any one of the above upper limits within the range. The ratio with respect to the filler component is, when the resin composition is a one-component type, the ratio with respect to 100 parts by weight of the total filler component contained in the resin composition, and when it is a two-component type, the ratio with respect to 100 parts by weight of the total filler component present within the part (main agent part or curing agent part) containing the oil-modified polyol.

[0084] The resin composition may also contain an alcohol compound as a further component. The term "alcohol compound" means a compound containing one hydroxy group per molecule. Such an alcohol compound may be a monomolecular, oligomeric or polymeric compound.

[0085] Also, an oil-modified alcohol compound can be used as the alcohol compound. The term "oil-modified alcohol compound" means a compound containing one hydroxy group per molecule and at least one of the above oil groups (i.e., a linear or branched hydrocarbon group having 3 or more carbon atoms) at the terminal. The method for confirming the number of hydroxy groups and the number of hydrocarbon groups, etc. in the above is the same as in the case of the polyol compound. Such an alcohol compound may be a monomolecular, oligomeric or polymeric compound. By applying such an oil-modified alcohol compound together with the above-described oil-modified polyol compound, it is possible to ensure a low adhesive force to a specific material while being formed of a polyurethane material and without using an adhesive force-reducing component such as a plasticizer or minimizing its usage amount.

[0086] The oil-modified alcohol compound may have a form similar to that of the oil-modified polyol compound, except that it contains one hydroxy group per molecule. Therefore, the content described for the oil-modified polyol compound can be equally applied to the oil-modified alcohol compound.

[0087] That is, for example, the lower limit of the number of carbon atoms of the linear or branched hydrocarbon group present in the oil-modified alcohol compound may be about 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16 or 17, and the upper limit thereof may be about 50, 49, 48, 47, 46, 45, 44, 43, 42, 41, 40, 39, 38, 37, 36, 35, 34, 33, 32, 31, 30, 29, 28, 27, 26, 25, 24, 23, 22, 21, 20, 19, 18, 17, 16, 15, 14, 13, 12, 11 or 10. The number of carbon atoms may be less than or below any one of the above upper limits, or may be greater than or exceed any one of the above lower limits, or may be greater than or exceed any one of the above lower limits and within the range less than or below any one of the above upper limits.

[0088] The linear or branched hydrocarbon group may or may not contain a double bond. When it contains a double bond, the double bond may be a conjugated double bond or a cis double bond. Specific examples of the hydrocarbon group include an alkyl group, an alkenyl group or an alkynyl group. In one example, the hydrocarbon group may be linked to the alcohol compound via a carbonyl group or a carbonyloxy group. In this case, the hydrocarbon group may be an alkylcarbonyl group, an alkenylcarbonyl group, an alkynylcarbonyl group, an alkylcarbonyloxy group, an alkenylcarbonyloxy group or an alkynylcarbonyloxy group.

[0089] The lower limit of the number of carbon atoms of the alkyl group, alkenyl group or alkynyl group may be about 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16 or 17, and the upper limit thereof may be about 50, 49, 48, 47, 46, 45, 44, 43, 42, 41, 40, 39, 38, 37, 36, 35, 34, 33, 32, 31, 30, 29, 28, 27, 26, 25, 24, 23, 22, 21, 20, 19, 18, 17, 16, 15, 14, 13, 12, 11 or 10. The number of carbon atoms is less than or equal to any one of the above upper limits, or greater than or equal to or exceeding any one of the above lower limits, or greater than or equal to or exceeding any one of the above lower limits and within the range less than or equal to any one of the above upper limits.

[0090] The alkyl group, alkenyl group or alkynyl group may be linear or branched and may be optionally substituted with one or more substituents. When substituents are present, there are no particular restrictions on the types of substituents. For example, halogen atoms such as fluorine can be exemplified as substituents. In one example, the hydrocarbon group of the oil-modified alcohol compound may also be included in the substituents of Chemical Formula 1 described above. At this time, the details regarding the substituents of Chemical Formula 1 are the same as those in the case of the oil-modified polyol compound.

[0091] The number of the hydrocarbon groups contained in the alcohol compound is not particularly limited. In one example, the lower limit of the number of the hydrocarbon groups contained in the alcohol compound may be about 1 or 2 per molecule, and the upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3, or 2 per molecule. The number of carbon atoms is less than or below any one of the above upper limits, or more than or exceeding any one of the above lower limits, or more than or exceeding any one of the above lower limits and within the range less than or below any one of the above upper limits. The alcohol compound may have various forms as long as it contains the hydroxy group and the hydrocarbon group.

[0092] In one example, the alcohol compound may be a compound in which at least a part of the hydrogen atoms of a hydrocarbon compound such as an alkane, an alkene or an alkyne is substituted with one hydroxy group and / or the hydrocarbon group. The number of carbon atoms of the hydrocarbon compound such as an alkane, an alkene or an alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0093] Such hydrocarbon compounds such as an alkane, an alkene or an alkyne may be linear, branched or cyclic. Further, the hydroxy group and / or the hydrocarbon group may be substituted on the same carbon atom in the alkane, alkene or alkyne, or may be substituted on other carbon atoms.

[0094] In another example, the alcohol compound may be a compound having a polyester skeleton or a polyether skeleton. In such a case, the alcohol compound may be an oligomeric compound or a polymeric compound.

[0095] Similar to the case of the polyol compound, the polyester skeleton may be a so-called polycaprolactone skeleton, and the polyether skeleton may be a so-called polyalkylene skeleton. The polyester skeleton may be a skeleton having a repeating unit represented by the chemical formula 2 in one example. At this time, the specific content regarding the repeating unit of the chemical formula 2 is the same as that in the case of the polyol compound.

[0096] Therefore, also in the case of the oil-modified alcohol compound, in the alcohol compound having the skeleton of the chemical formula 2, the hydroxy group or the hydrocarbon group described above may be present at the end of the skeleton of the chemical formula 2. In such a case, the skeleton of the chemical formula 2 may be represented by the chemical formula 3. At this time, the specific content regarding the skeleton of the chemical formula 3 is the same as that in the case of the polyol compound.

[0097] The lower limit of the number of the skeletons of the chemical formula 2 or 3 of the alcohol compound may be about 1 or 2 on the premise that the compound contains one hydroxy group per molecule, and the upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3 or 2. The number of the skeletons is less than or equal to any one of the above upper limits, or greater than or equal to or exceeding any one of the above lower limits, or greater than or equal to or exceeding any one of the above lower limits and less than or equal to or less than any one of the above upper limits. The alcohol compound having the polyester skeleton may also have a linear or branched structure.

[0098] In the above, the linear structure is a structure in which a main chain containing the skeleton of Chemical Formula 2 or 3 exists and no other polymer chain is linked to the main chain. The branched-chain structure may be a form in which a chain containing the skeleton of Chemical Formula 2 or 3 is bonded as a side chain to the main chain containing the skeleton of Chemical Formula 2 or 3. In the above, the number of chains containing the skeleton of Chemical Formula 2 or 3 linked as side chains in the branched-chain structure may be, for example, 1 to 5, 1 to 4, 1 to 3, 1 to 2, or 1.

[0099] In one example, the alcohol compound having the polyester skeleton may also be a compound in a form in which at least a part of the hydrogen atoms of a hydrocarbon compound such as an alkane, an alkene, or an alkyne are substituted with the hydroxy group and / or the skeleton of Chemical Formula 3. The number of carbon atoms of the hydrocarbon compound such as the alkane, alkene, or alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0100] Such hydrocarbon compounds such as alkanes, alkenes, or alkynes may be linear, branched, or cyclic. Also, the hydroxy group and / or the skeleton of Chemical Formula 3 may be substituted on the same carbon atom in the alkane, alkene, or alkyne, or may be substituted on other carbon atoms.

[0101] In one example, the polyether skeleton of the alcohol compound may also be a skeleton having a repeating unit represented by Chemical Formula 5. At this time, the specific content regarding Chemical Formula 5 is the same as that in the case of the polyol compound.

[0102] Also, in the alcohol compound having the skeleton of Chemical Formula 5, the hydroxy group or the hydrocarbon group described above may be present at the end of the skeleton of Chemical Formula 5, which may be the skeleton of Chemical Formula 6. At this time, the specific content regarding Chemical Formula 6 is the same as that in the case of the polyol compound.

[0103] On the premise that the alcohol compound has one hydroxy group per molecule, the lower limit of the number of skeletons of the chemical formula 5 or 6 contained in the alcohol compound may be about 1 or 2, and the upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3 or 2. The number of the skeletons is less than or below any one of the above upper limits, or more than or exceeding any one of the above lower limits, or more than or exceeding any one of the above lower limits and within the range less than or below any one of the above upper limits. The alcohol compound having the polyether skeleton may have a linear or branched structure.

[0104] In the above, the linear structure is a structure in which a main chain containing the skeleton of the chemical formula 5 or 6 exists and no other polymer chain is linked to the main chain, and the branched structure may be a form in which a chain containing the skeleton of the chemical formula 5 or 6 is bonded as a side chain to the main chain containing the skeleton of the chemical formula 5 or 6. In the above branched structure, the number of chains containing the skeleton of the chemical formula 5 or 6 linked as side chains may be, for example, 1 to 5, 1 to 4, 1 to 3, 1 to 2 or 1.

[0105] In one example, the alcohol compound having the polyether skeleton may be a compound in which at least a part of hydrogen atoms of a hydrocarbon compound such as an alkane, an alkene or an alkyne is substituted with a hydroxy group and / or the skeleton of the chemical formula 5. The number of carbon atoms of the hydrocarbon compound such as the alkane, the alkene or the alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8 or 4 to 6.

[0106] Such hydrocarbon compounds such as alkanes, alkenes or alkynes may be linear, branched or cyclic. Also, the hydroxy group and / or the skeleton of the chemical formula 5 may be substituted at the same carbon atom in the alkane, alkene or alkyne, or may be substituted at other carbon atoms. When the above alcohol compound is an oligomeric or polymeric compound, the compound may have an appropriate level of molecular weight.

[0107] For example, the lower limit of the weight average molecular weight of the oligomeric or polymeric alcohol compound may be about 10 g / mol, 200 g / mol, 300 g / mol, 400 g / mol, 500 g / mol, 600 g / mol, 700 g / mol, 800 g / mol, 900 g / mol, 1000 g / mol, 1200 g / mol, 1400 g / mol, 1600 g / mol or 1800 g / mol, and the upper limit thereof may be about 5000 g / mol, 4500 g / mol, 4000 g / mol, 3500 g / mol, 3000 g / mol, 2500 g / mol, 2000 g / mol, 1500 g / mol, 1000 g / mol or 800 g / mol. The weight average molecular weight is less than or below any one of the above upper limits, or greater than or exceeds any one of the above lower limits, or greater than or exceeds any one of the above lower limits and is within the range less than or below any one of the above upper limits.

[0108] By applying the oil-modified alcohol compound as described above, the desired physical properties can be more effectively ensured.

[0109] The lower limit of the content of the oil-modified alcohol compound with respect to 100 parts by weight of the oil-modified polyol compound may be about 10 parts by weight, 20 parts by weight, 30 parts by weight, 40 parts by weight, 50 parts by weight, 60 parts by weight, 70 parts by weight, 80 parts by weight, 90 parts by weight, 100 parts by weight, 110 parts by weight, 120 parts by weight, 130 parts by weight, 140 parts by weight, 150 parts by weight, 160 parts by weight, 170 parts by weight, 180 parts by weight, 190 parts by weight, 200 parts by weight, 210 parts by weight, 220 parts by weight, 230 parts by weight, 240 parts by weight, 250 parts by weight, 260 parts by weight, 270 parts by weight, 280 parts by weight, 290 parts by weight or 300 parts by weight, and the upper limit thereof may be about 1,000 parts by weight, 950 parts by weight, 900 parts by weight, 850 parts by weight, 800 parts by weight, 750 parts by weight, 700 parts by weight, 650 parts by weight, 600 parts by weight, 550 parts by weight, 500 parts by weight, 450 parts by weight, 400 parts by weight, 350 parts by weight, 300 parts by weight, 250 parts by weight, 200 parts by weight, 150 parts by weight, 100 parts by weight, 90 parts by weight, 80 parts by weight, 70 parts by weight or 60 parts by weight. The ratio may be less than or equal to any one of the above upper limits, or greater than or equal to or exceeding any one of the above lower limits, or greater than or equal to or exceeding any one of the above lower limits and less than or equal to or less than any one of the above upper limits.

[0110] The ratio of the oil-modified polyol compound can be changed in consideration of the overall composition of the resin composition and the desired physical properties.

[0111] In this specification, a mixture of the oil-modified polyol compound and the oil-modified alcohol compound, that is, a component containing only the oil-modified polyol compound and the oil-modified alcohol is called an oil-modified component. In this case, the lower limit of the weight-average molecular weight of such an entire oil-modified component may be about 10 g / mol, 200 g / mol, 300 g / mol, 400 g / mol, 500 g / mol, 600 g / mol, 700 g / mol, 800 g / mol, 900 g / mol, 1000 g / mol, 1200 g / mol, 1400 g / mol, 1600 g / mol or 1800 g / mol, and the upper limit thereof may be about 5,000 g / mol, 4500 g / mol, 4000 g / mol, 3500 g / mol, 3000 g / mol, 2500 g / mol, 2000 g / mol, 1500 g / mol, 1000 g / mol or 800 g / mol. The weight-average molecular weight is less than or below any one of the above upper limits, or is greater than or exceeds any one of the above lower limits, or is greater than or exceeds any one of the above lower limits and is within the range less than or below any one of the above upper limits.

[0112] The oil-modified polyol compound or alcohol compound can be synthesized by known synthetic methods. That is, the compound can be produced by reacting a compound capable of introducing the hydrocarbon group corresponding to the oil-modified portion with a known polyol compound. At this time, examples of the compound capable of introducing the hydrocarbon group include saturated or unsaturated fatty acids. Specifically, butyric acid, caproic acid, 2-ethyl hexanoic acid, caprylic acid, isononanoic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, linoleic acid, oleic acid, etc. can be exemplified, but it is not limited thereto. By adjusting the reaction rate of the fatty acid and the polyol compound in the above process, in some cases, a mixture (oil-modified component) containing the polyol compound and the alcohol compound can also be produced.

[0113] Also, there are no special restrictions on the type of polyol compound that reacts with the saturated or unsaturated fatty acid. For example, an appropriate type among the general polyol compounds described later can be applied, but it is not limited thereto.

[0114] The resin composition may further contain a polyol compound different from the oil-modified polyol compound as the polyol compound. In such a case, the polyol compound does not contain a hydrocarbon group which is the above-described oil group, that is, a linear or branched hydrocarbon group having 3 or more carbon atoms. For convenience, such a polyol compound can be referred to as a general polyol compound in this specification.

[0115] The lower limit of the number of carbon atoms of the hydrocarbon group that does not contain a general polyol compound may be about 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, or 17, and the upper limit thereof may be about 50, 49, 48, 47, 46, 45, 44, 43, 42, 41, 40, 39, 38, 37, 36, 35, 34, 33, 32, 31, 30, 29, 28, 27, 26, 25, 24, 23, 22, 21, 20, 19, 18, 17, 16, 15, 14, 13, 12, 11, or 10. The number of carbon atoms may be less than or below any one of the above upper limits, or may be greater than or exceed any one of the above lower limits, or may be greater than or exceed any one of the above lower limits and within the range less than or below any one of the above upper limits. In one exemplification, the hydrocarbon group may be an alkyl group, an alkenyl group, or an alkynyl group having the number of carbon atoms.

[0116] The general polyol compound may contain two or more hydroxy groups per molecule, and such a polyol compound may be a monomolecular, oligomeric, or polymeric compound. The number of the hydroxy groups contained in the general polyol compound is not particularly limited. In one exemplification, the lower limit of the number of the hydroxy groups contained in the general polyol compound may be about two or three per molecule, and the Upper limit upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3, or 2 per molecule. The number of the hydroxy groups may be less than or below any one of the above upper limits, or may be greater than or exceed any one of the above lower limits, or may be greater than or exceed any one of the above lower limits and within the range less than or below any one of the above upper limits. The general polyol compound may have various forms.

[0117] In one example, the general polyol compound may be a polyester polyol. As the polyester polyol, for example, so-called carboxylic acid polyol or caprolactone polyol can be used.

[0118] In one example, the polyester polyol may have a skeleton having a repeating unit represented by the following Chemical Formula 8.

[0119]

Chemical Formula

[0120] In Chemical Formula 8, X 7 and X 8 are each independently a single bond or an oxygen atom, and L 3 may be an alkylene group, and p is an arbitrary number. In the Chemical Formula 8, the alkylene group may be, in one example, an alkylene group having 1 to 20 carbon atoms, 4 to 20 carbon atoms, 4 to 16 carbon atoms, 4 to 12 carbon atoms, or 4 to 8 carbon atoms, which may be linear or branched.

[0121] When the polyester polyol is a polycaprolactone polyol, L in the Chemical Formula 8 3 may be a linear alkylene group having 5 carbon atoms. Also, in the Chemical Formula 8, p is an arbitrary number indicating the number of repeating units, and may be, for example, a number within the range of 1 to 25.

[0122] The lower limit of p in the above chemical formula 8 may be about 1, 3, 5, 7, 9, 11, 13, 15, 17, 19, 21 or 23, and the upper limit may be about 25, 23, 21, 19, 17, 15, 13, 11, 9, 7, 5 or 3. The p may be less than or below any one of the above upper limits, or greater than or exceeding any one of the above lower limits, or greater than or exceeding any one of the above lower limits and within the range less than or below any one of the above upper limits.

[0123] The polyester polyol having the skeleton of the above chemical formula 8 may be a so-called carboxylic acid polyol or caprolactone polyol. Such a polyol compound can be formed by a known method. For example, the carboxylic acid polyol can be formed by reacting a component containing a carboxylic acid and a polyol (e.g., diol or triol), and the caprolactone polyol can be formed by reacting a component containing caprolactone and a polyol (e.g., diol or triol). The carboxylic acid may be a dicarboxylic acid. In the polyol compound having the skeleton of the above chemical formula 8, the hydroxy group may be present at the end of the skeleton of the above chemical formula 8 or at other sites of the polyester polyol.

[0124] The lower limit of the number of the skeletons of the above chemical formula 8 contained in the general polyol compound may be 1 or 2, and the upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3, 2 or 1. The number of the skeletons may be less than or below any one of the above upper limits, or greater than or exceeding any one of the above lower limits, or greater than or exceeding any one of the above lower limits and within the range less than or below any one of the above upper limits. The polyol compound having the polyester skeleton may have a linear or branched structure.

[0125] In the above, the linear structure is a structure in which a main chain containing the skeleton of Chemical Formula 8 exists and no other polymer chains are linked to the main chain. The branched-chain structure may be a form in which a chain containing the skeleton of Chemical Formula 8 is bonded as a side chain to the main chain containing the skeleton of Chemical Formula 8. In the above, the number of chains containing the skeleton of Chemical Formula 8 linked as side chains in the branched-chain structure may be, for example, 1 to 5, 1 to 4, 1 to 3, 1 to 2, or 1.

[0126] As the general polyol compound, in other examples, a polyol having an alkanediol unit, a polyol unit, and a dicarboxylic acid unit may be used. Such a polyol may be a mixture of the alkanediol, polyol, and dicarboxylic acid, or may be a reaction product thereof. At this time, examples of the alkanediol include diol compounds having 1 to 20 carbon atoms, 4 to 20 carbon atoms, 4 to 16 carbon atoms, or 4 to 12 carbon atoms, such as 3-methyl-1,5-pentanediol, 1,9-nonanediol, or 1,6-hexanediol. Examples of the polyol include alkanes having 1 to 20 carbon atoms, 4 to 20 carbon atoms, 4 to 16 carbon atoms, or 4 to 12 carbon atoms substituted with 3 to 10, 3 to 9, 3 to 8, 3 to 7, 3 to 6, 3 to 5, or 3 to 4 hydroxy groups, such as trimethylolpropane. Examples of the dicarboxylic acid include adipic acid, terephthalic acid, isophthalic acid, or sebacic acid. Such types of polyol compounds are known under product names such as P-510, P-1010, P-2010, P-3010, P-4010, P-5010, P-6010, F-510, F-1010, F-2010, F-3010, P-2011, P-520, P-2020, P-1012, P-2012, P-630, P-2030, P-2050, or N-2010 of Kuraray Co., Ltd.

[0127] As the general polyol, a polyol having a weight average molecular weight in the range of 100 g / mol to 5,000 g / mol can be used. Through the application of such a polyol, the intended effect can be achieved more effectively.

[0128] When the general polyol compound is included, the lower limit of the weight ratio of the general polyol compound to 100 parts by weight of the oil-modified polyol compound may be about 1 part by weight, 3 parts by weight, 5 parts by weight, 7 parts by weight, 10 parts by weight, 15 parts by weight, 20 parts by weight, 25 parts by weight, 30 parts by weight, 35 parts by weight, 40 parts by weight, 45 parts by weight, 50 parts by weight, 55 parts by weight, 60 parts by weight, 65 parts by weight, 70 parts by weight, 75 parts by weight, 80 parts by weight, 85 parts by weight, 90 parts by weight, 95 parts by weight or 100 parts by weight, and the upper limit thereof may be about 200 parts by weight, 190 parts by weight, 180 parts by weight, 170 parts by weight, 160 parts by weight, 150 parts by weight, 140 parts by weight, 130 parts by weight, 120 parts by weight, 110 parts by weight, 100 parts by weight, 90 parts by weight, 80 parts by weight, 70 parts by weight, 60 parts by weight, 50 parts by weight, 40 parts by weight, 30 parts by weight, 20 parts by weight or 10 parts by weight. The ratio is less than or equal to any one of the above upper limits, greater than or equal to or exceeding any one of the above lower limits, greater than or equal to or exceeding any one of the above lower limits, and less than or equal to or within the range of any one of the above upper limits.

[0129] In other exemplary cases where the general polyol compound is included, the lower limit of the proportion of the general polyol compound with respect to a total of 100 parts by weight of the oil-modified polyol and the oil-modified alcohol may be about 1 part by weight, 5 parts by weight, 10 parts by weight, 15 parts by weight, 20 parts by weight, 25 parts by weight, 30 parts by weight, 35 parts by weight or 40 parts by weight, and the upper limit thereof may be about 200 parts by weight, 190 parts by weight, 180 parts by weight, 170 parts by weight, 160 parts by weight, 150 parts by weight, 140 parts by weight, 130 parts by weight, 120 parts by weight, 110 parts by weight, 100 parts by weight, 90 parts by weight, 80 parts by weight, 70 parts by weight, 60 parts by weight, 50 parts by weight, 40 parts by weight, 30 parts by weight, 20 parts by weight or 10 parts by weight. The proportion may be less than or below any one of the above upper limits, or may be greater than or exceed any one of the above lower limits, or may be greater than or exceed any one of the above lower limits and less than or below any one of the above upper limits within the range.

[0130] The proportion can also be changed in consideration of the composition of the entire resin composition and the intended use. The resin composition may further contain, as an additional component, a curing agent that reacts with the polyol compound and / or the alcohol compound.

[0131] As the curing agent, various types can be applied. However, when the resin composition is a polyurethane composition, as the curing agent, a polyisocyanate can be applied. The term polyisocyanate means a compound having two or more isocyanate groups. The lower limit of the number of isocyanate groups that the polyisocyanate has may be about 2 or 3, and the upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3 or 2. The number of the isocyanate groups may be less than or below any one of the above upper limits, or may be greater than or exceed any one of the above lower limits, or may be greater than or exceed any one of the above lower limits and less than or below any one of the above upper limits within the range.

[0132] The type of polyisocyanate used as the curing agent is not particularly limited, but in order to ensure the desired physical properties, an aliphatic polyisocyanate containing no aromatic group can be used.

[0133] Examples of the polyisocyanate compound include aliphatic polyisocyanates such as hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, lysine diisocyanate, norbornane diisocyanate methyl, ethylene diisocyanate, propylene diisocyanate or tetramethylene diisocyanate; alicyclic polyisocyanates such as trans-cyclohexane-1,4-diisocyanate, isophorone diisocyanate, bis(isocyanatemethyl)cyclohexane diisocyanate or dicyclohexylmethane diisocyanate; or any one or more of the above-mentioned carbodiimide-modified polyisocyanates, isocyanurate-modified polyisocyanates, etc. can be used. Further, as the polyisocyanate, an addition reaction product of the above-mentioned diisocyanate and a polyol (for example, trimethylolpropane, etc.) may be used. Also, a mixture of two or more of the listed compounds can be used.

[0134] The application rate of the polyisocyanate can be adjusted in consideration of the number of hydroxy groups present in the polyol compound and / or alcohol compound contained in the resin composition and the physical properties after curing.

[0135] For example, the polyisocyanate may be contained in the resin composition such that the equivalent ratio (OH / NCO) of the number of hydroxy groups (OH) present in the hydroxy-functional component present in the resin composition and the number of isocyanate groups (NCO) present in the polyisocyanate is in the range of 50 to 1,000. The method for calculating the equivalent ratio (OH / NCO) is well known. For example, when the resin composition is a two-component type, the hydroxy-functional component is contained in the main agent part, and the polyisocyanate is contained in the curing agent part, the equivalent ratio OH / NCO can be calculated by the following general formula 1.

[0136] [Number]

[0137] In general formula 1, D 1 is the density of the main agent part, D 2 is the density of the curing agent part, W 1 is the weight ratio of the polyol compound or alcohol compound present in the main agent part, OH% is the ratio of the hydroxy groups contained in the polyol compound or alcohol compound having the weight ratio of W 1 , W 2 is the weight ratio of the polyisocyanate present in the curing agent part, NCO% is the ratio of the isocyanate groups contained in the polyisocyanate having the weight ratio of W 2 , DN is 42 Da as the Dalton mass of the isocyanate group, and DO is 17 Da as the Dalton mass of the hydroxy group.

[0138] The above W 1 is the weight percentage (based on the total weight of the main agent part) of each polyol compound or alcohol compound present in the main agent part, and the OH% of the compound is the percentage of the hydroxy groups contained in 1 mole of each polyol compound or alcohol compound, and is obtained by multiplying the product of the number of moles of the hydroxy groups contained in a single polyol compound or alcohol compound and the molar mass of the hydroxy group by 100 after dividing by the molar mass of the single polyol compound or alcohol compound.

[0139] In the above, W 2is the weight percentage in the hardener part of each polyisocyanate present in the hardener part (based on the total weight of the hardener part), and the NCO% of the said compound is the percentage of NCO groups contained in 1 mole of each polyisocyanate compound, which is obtained by multiplying the product of the number of moles of NCO groups contained in a single polyisocyanate compound and the molar mass of the said NCO groups by 100 after dividing by the molar mass of the single polyisocyanate compound. Also, in the general formula 1, the Dalton mass is a constant.

[0140] The lower limit of the equivalent ratio (OH / NCO) may be about 50, 60, 70, 80, 90, 100, 110, 120, 130, 140, 150, 160, 170, 180, 190, 200, 210, 220, 230, 240, 250 or 260, and the upper limit thereof may be about 1000, 900, 800, 700, 600, 500, 400, 300, 290, 280, 270, 260, 250, 240, 230, 220, 210, 200, 190, 180, 170, 160, 150, 140, 130, 120, 110 or 100. The equivalent ratio is either less than or equal to any one of the above upper limits, or greater than or equal to any one of the above lower limits, or greater than or equal to any one of the above lower limits and less than or equal to any one of the above upper limits.

[0141] The resin composition may further contain a filler component. The term filler component means a component composed of a filler, that is, a component containing only a filler. In one example, the filler component may contain two or more fillers having different average particle sizes from each other. In one example, the filler component may contain three or more fillers having different average particle sizes from each other, or may be composed of three to six, three to five, three to four or three fillers having different average particle sizes from each other. That is, in one example, the filler component may also contain only three to six, three to five, three to four or three fillers having different average particle sizes from each other.

[0142] In other examples, the filler component can exhibit at least two peaks in the volume curve of the particle size distribution measured using laser diffraction. In one example, the filler component can exhibit three or more peaks, 3 to 6 peaks, 3 to 5 peaks, 3 to 4 peaks, or 3 peaks in the volume curve of the particle size distribution. For example, in the range of filler components showing three peaks, filler components showing one, two, or four or more peaks are not included.

[0143] The average particle size of the filler in this application means the particle diameter at which the volume accumulation is 50% in the volume curve of the particle size distribution measured by laser diffraction, which is also called the median diameter. That is, in this application, the particle size distribution is determined on a volume basis through the laser diffraction method, and the particle diameter at the point where the cumulative value becomes 50% in the cumulative curve with the total volume as 100% is taken as the average particle size. Such an average particle size is called the median particle size or D50 particle size in other examples.

[0144] Therefore, two fillers having different average particle sizes as described above can mean fillers having different particle diameters at the point where the cumulative value becomes 50% in the volume curve of the particle size distribution.

[0145] Generally, when mixing two or more fillers having different average particle sizes to form a filler component, in the volume curve of the particle size distribution measured using laser diffraction for the filler component, peaks corresponding to the types of the mixed fillers appear. Therefore, for example, when three fillers having different average particle sizes are mixed to form a filler component, the volume curve of the particle size distribution measured using laser diffraction for the filler component shows three peaks.

[0146] The filler component of the resin composition of the present application may be a heat-conductive filler component. The term "heat-conductive filler component" means a filler component that functions such that the resin composition or its cured product exhibits the above-described thermal conductivity.

[0147] In one example, the filler component may include a first filler having an average particle size of at least 60 μm to 200 μm, a second filler having an average particle size in the range of 10 μm to 30 μm, and a third filler having an average particle size of 5 μm or less.

[0148] The lower limit of the average particle size of the first filler may be about 62 μm, 62 μm, 64 μm, 66 μm, or about 68 μm, and the upper limit thereof may be 200 μm, 195 μm, 190 μm, 185 μm, 180 μm, 175 μm, 170 μm, 165 μm, 160 μm, 155 μm, 150 μm, 145 μm, 140 μm, 135 μm, 130 μm, 125 μm, about 120 μm, 115 μm, 110 μm, 105 μm, 100 μm, 95 μm, 90 μm, 85 μm, 80 μm, or about 75 μm. The average particle size of the first filler is less than or equal to any one of the above upper limits, greater than or equal to any one of the above lower limits, greater than or equal to any one of the above lower limits, and less than or equal to any one of the above upper limits, and may be within the range.

[0149] The lower limit of the average particle size of the second filler may be about 10 μm, 12 μm, 13 μm, 14 μm, 15 μm, 16 μm, 17 μm, 18 μm, 19 μm, or 20 μm, and the upper limit thereof may be 29 μm, 28 μm, 27 μm, 26 μm, 25 μm, 24 μm, 23 μm, 22 μm, 21 μm, or about 20 μm. The average particle size of the second filler is less than or equal to any one of the above upper limits, greater than or equal to any one of the above lower limits, greater than or equal to any one of the above lower limits, and less than or equal to any one of the above upper limits, and may be within the range.

[0150] The lower limit of the third filler may be about 0.01 μm, 0.1 μm, about 0.5 μm, 1 μm, 1.5 μm, or 2 μm, and the upper limit thereof may be about 5 μm, 4.5 μm, about 4 μm, 3.5 μm, 3 μm, 2.5 μm, or 2 μm. The average particle size of the third filler is less than or below any one of the above upper limits, or greater than or exceeds any one of the above lower limits, or greater than or exceeds any one of the above lower limits and within the range less than or below any one of the above upper limits.

[0151] In the filler component, the ratio (D1 / D3) of the average particle size (D1) of the first filler to the average particle size (D3) of the third filler can be in the range of 25 to 300.

[0152] In one example, when the filler component contains two or more fillers with different average particle sizes from each other, the third filler may be the filler with the smallest average particle size among the fillers contained in the filler component, and the first filler may be the filler with the largest average particle size among the fillers contained in the filler component when the filler component contains two or more fillers with different average particle sizes from each other. In such a state, the ratio of the particle sizes can be satisfied.

[0153] The lower limit of the ratio (D1 / D3) may be about 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 40, 50, 60, 70, 80, 90, 100, 110, 120, 130, 140, 150, 160, 170, 180, 190, 200, 210, 220, 230 or 235, and the upper limit thereof may be about 300, 290, 280, 270, 260, 250, 240, 220, 200, 180, 160, 140, 120, 100, 95, 90, 85, 80, 75, 70, 65 or 60. The ratio may be less than or below any one of the above upper limits, or may be greater than or exceed any one of the above lower limits, or may be greater than or exceed any one of the above lower limits and less than or below any one of the above upper limits.

[0154] The lower limit of the ratio (D1 / D2) of the average particle diameter (D1) of the first filler to the average particle diameter (D2) of the second filler in the filler component may be about 3, 3.1, 3.2, 3.3, 3.4 or 3.5, or may be about 20, 18, 17, 16, 15, 14, 13, 12, 11, 10, 9, 8, 7, 6, 5 or 4. The ratio may be less than or below any one of the above upper limits, or may be greater than or exceed any one of the above lower limits, or may be greater than or exceed any one of the above lower limits and less than or below any one of the above upper limits.

[0155] Examples of the filler include aluminum oxide (alumina: Al 2 O 3 ), aluminum nitride (AlN), boron nitride (BN), silicon nitride (Si 3 N 4 ), silicon carbide (SiC), beryllium oxide (BeO), zinc oxide (ZnO), magnesium oxide (MgO), aluminum hydroxide (Al(OH) 3 ), magnesium hydroxide (Mg(OH) 2 ), calcium hydroxide, hydro magnesite, calcium carbonate (CaCO3 ) and / or ceramic fillers such as Boehmite can be used. Such fillers are advantageous for satisfying the thermal conductivity within the range described above, and further, insulation properties and the like described above can be satisfied through the application of the ceramic filler.

[0156] The upper limit of the proportion of the filler component in the resin composition may be about 99 wt%, 98 wt%, 97 wt%, 96 wt%, 95 wt%, 94.5 wt%, 94 wt%, 93.5 wt%, 93 wt%, 92.5 wt%, 92 wt%, 91.5 wt%, 91 wt%, 90.5 wt%, 90.0 wt%, 89.5 wt%, 89.0 wt%, 88.5 wt% or 88.0 wt%, and the lower limit may be about 70 wt%, 71 wt%, 72 wt%, 73 wt%, 74 wt%, about 75 wt%, 76 wt%, 77 wt%, 78 wt%, 79 wt%, 80 wt%, 81 wt%, 82 wt%, 83 wt%, 84 wt%, 85 wt%, 86 wt%, 87 wt% or 88 wt%. The proportion is less than or equal to any one of the above upper limits, or greater than or equal to any one of the above lower limits, or greater than or equal to any one of the above lower limits and less than or equal to any one of the above upper limits.

[0157] When the resin composition is a one-component resin composition, the content of the filler component is a proportion based on the total weight of the resin composition. When the resin composition is a two-component resin composition, the content of the filler component may be a proportion based on the total weight of the main agent part and the curing agent part of the two-component resin composition, or may be a proportion based on the total weight of the main agent or the curing agent part alone.

[0158] When the resin composition is a two-component resin composition, it is appropriate to divide the filler component to be applied to the final cured product into substantially the same amount and introduce it into each of the main agent and the curing agent parts. In addition to the above-mentioned heat-conductive filler, the filler component may, if necessary, contain various types of fillers. For example, carbon fillers such as graphite, fumed silica, clay, etc. can also be applied.

[0159] In addition to the components described above, the resin composition may further contain necessary components. In one example, the resin composition may further contain a plasticizer. As described above, in this application, a low adhesive force can be ensured for a specific material without applying a plasticizer. However, if necessary, a small amount of plasticizer can also be applied.

[0160] There are no special restrictions on the types of applicable plasticizers. For example, phthalate plasticizers such as dioctyl phthalate (DOP), dibutyl phthalate (DBP), butylbenzyl phthalate (BBP), diisononyl phthalate (DINP), or polyethylene terephthalate (PET), adipate plasticizers such as dioctyl adipate (DOA) or diisononyl adipate (DINA), fatty acid plasticizers, phosphate plasticizers, or polyester plasticizers can be applied.

[0161] When a plasticizer is included, its proportion can be adjusted according to the purpose. For example, when the plasticizer is included, the lower limit of the weight ratio of the plasticizer to 100 parts by weight of the oil-modified polyol compound may be about 0.5 part by weight, 1.5 parts by weight, 2 parts by weight, 3 parts by weight, 4 parts by weight, 5 parts by weight, 6 parts by weight, 7 parts by weight, 8 parts by weight, 9 parts by weight, 10 parts by weight, 15 parts by weight, 20 parts by weight, 25 parts by weight, 30 parts by weight, 35 parts by weight, 40 parts by weight, 45 parts by weight, 50 parts by weight, 100 parts by weight, 150 parts by weight, 200 parts by weight, 250 parts by weight or 300 parts by weight, and the upper limit may be about 500 parts by weight, 450 parts by weight, 400 parts by weight, 350 parts by weight, 300 parts by weight, 250 parts by weight, 200 parts by weight, 150 parts by weight, 100 parts by weight, 90 parts by weight, 80 parts by weight, 70 parts by weight, 60 parts by weight, 50 parts by weight, 40 parts by weight, 30 parts by weight, 20 parts by weight, 19 parts by weight, 18 parts by weight, 17 parts by weight, 16 parts by weight, 15 parts by weight, 14 parts by weight, 13 parts by weight, 12 parts by weight, 11 parts by weight, 10 parts by weight, 9 parts by weight, 8 parts by weight, 7 parts by weight, 6 parts by weight, 5 parts by weight, 4 parts by weight, 3 parts by weight, 2 parts by weight or 1 part by weight. The proportion may be less than or below any one of the above upper limits, or more than or exceeding any one of the above lower limits, or more than or exceeding any one of the above lower limits and less than or below any one of the above upper limits within the range.

[0162] In other examples, when the plasticizer is included, the lower limit of the ratio of the plasticizer to 100 parts by weight of the total of the oil-modified polyol and the oil-modified alcohol (oil-modified components) may be about 0.5 part by weight, 1.5 parts by weight, 2 parts by weight, 5 parts by weight, 10 parts by weight, 15 parts by weight, 20 parts by weight, 25 parts by weight, 30 parts by weight, 50 parts by weight, 60 parts by weight, 70 parts by weight, 80 parts by weight, 90 parts by weight, 100 parts by weight, 110 parts by weight, 120 parts by weight, 130 parts by weight or 140 parts by weight, and the upper limit thereof may be about 400 parts by weight, 350 parts by weight, 300 parts by weight, 250 parts by weight, 200 parts by weight, 150 parts by weight, 100 parts by weight, 90 parts by weight, 80 parts by weight, 70 parts by weight, 60 parts by weight, 50 parts by weight, 40 parts by weight, 30 parts by weight, 20 parts by weight, 19 parts by weight, 18 parts by weight, 17 parts by weight, 16 parts by weight, 15 parts by weight, 14 parts by weight, 13 parts by weight, 12 parts by weight, 11 parts by weight, 10 parts by weight, 9 parts by weight, 8 parts by weight, 7 parts by weight, 6 parts by weight, 5 parts by weight, 4 parts by weight, 3 parts by weight, 2 parts by weight or 1 part by weight. The ratio may be less than or below any one of the above upper limits, or may be greater than or exceed any one of the above lower limits, or may be greater than or exceed any one of the above lower limits and within the range less than or below any one of the above upper limits. The ratio can also be changed in consideration of the composition of the entire resin composition and the intended use.

[0163] In addition to the above components, the resin composition may further contain additional components as necessary. Examples of additional components include a catalyst for assisting or promoting the curing reaction, a viscosity modifier for adjusting the viscosity, for example, increasing or reducing the viscosity or adjusting the viscosity by shear force (e.g., thixotropic agent, diluent, etc.), a dispersant, a surface treatment agent or a coupling agent, etc.

[0164] The resin composition may further contain a flame retardant or a flame retardant aid, etc. In this case, without special restrictions, known flame retardants can be used, for example, flame retardants in the form of solid fillers or liquid flame retardants can be applied. Examples of the flame retardant include organic flame retardants such as melamine cyanurate and inorganic flame retardants such as magnesium hydroxide. When the amount of the filler filled in the resin layer is large, a liquid type flame retardant material (such as TEP, Triethyl phosphate or TCPP, tris(1,3-chloro-2-propyl)phosphate) may be used. Further, a silane coupling agent capable of acting as a flame retardant enhancer may be added.

[0165] As described above, the resin composition may be a one-component type composition or a two-component type composition. In the case of a two-component type composition, each of the above-described components of the resin composition may be contained in physically separated main agent parts and curing agent parts.

[0166] This application relates to a composition (two-component type composition) in which the resin composition is composed of a two-component type resin composition in one example. Such a two-component type composition may contain at least main agent parts and curing agent parts, and the main agent and curing agent parts may be physically separated from each other. When the physically separated main agent and curing agent parts are mixed, a curing reaction is started, and as a result, polyurethane is formed.

[0167] In the two-component type composition, the main agent parts may contain at least the oil-modified polyol compound, and the curing agent parts may contain at least the polyisocyanate.

[0168] When the resin composition contains the above-described oil-modified alcohol compound and / or general polyol compound, this compound may be contained in, for example, the main agent parts.

[0169] Further, the filler component may be contained in either one of the main agent and curing agent parts, or may be contained in both the main agent and curing agent parts. When the filler component is contained in both the main agent and curing agent parts, the same amount of the filler component may be contained in the main agent and curing agent parts. Other components such as catalysts, plasticizers, and flame retardants may be included in the main agent and / or hardener parts as required.

[0170] In addition, in the two-component composition, the volume ratio (P / N) of the volume (P) of the main agent part to the volume (N) of the hardener part can be in the range of about 0.8 to 1.2. Such a two-component composition or its cured body can also exhibit the adhesive strength to aluminum and polyester, thermal conductivity, hardness, radius of curvature, insulation, flame retardancy, specific gravity, shrinkage rate, coefficient of thermal expansion, and / or the temperature of 5% weight loss in thermogravimetric analysis (TGA) described above.

[0171] This application also relates to a product containing the resin composition or its cured body. The resin composition or its cured body of this application can be usefully applied as a heat dissipation material. Therefore, the product may include a heat-generating component. The term heat-generating component means a component that generates heat during use, and its type is not particularly limited. Typical heat-generating components include various electrical / electronic products including battery cells, battery modules, or battery packs.

[0172] The product of this application may include, for example, the heat-generating component and the resin composition (or the two-component composition) and its cured body existing adjacent to the heat-generating component.

[0173] The specific method of constructing the product of this application is not particularly limited, and when the resin composition or two-component composition or its cured body of this application is applied to a heat dissipation material, the product can be constructed in various known ways.

Advantages of the Invention

[0174] In the present application, it is possible to provide a resin composition or a cured product thereof that exhibits high thermal conductivity while showing low adhesion to a predetermined adherend. Further, in the present application, the low adhesion can be achieved without using an adhesion adjusting component such as a plasticizer or by minimizing the use ratio thereof. The present application can also provide a product including the curable composition or a cured product thereof.

Brief Description of the Drawings

[0175]

Figure 1

Figure 2

Embodiments for Carrying Out the Invention

[0176] Hereinafter, the present application will be specifically described based on examples, but the scope of the present application is not limited by the following examples. All of the cured products mentioned below were formed by mixing the main agent and the curing agent parts of the resin composition of the example produced in a two-component type so as to satisfy the OH / NCO equivalent ratio described in each example, and then maintaining at room temperature for about 24 hours.

[0177] 1. Thermal Conductivity The thermal conductivity of the resin composition or a cured product thereof was measured by the hot disk method according to the ISO22007-2 standard. Specifically, a mixture of the main agent part and the curing agent part of the example or comparative example composed of a two-component type at a volume ratio of 1:1 was placed in a mold having a thickness of about 7 mm, and the thermal conductivity was measured in the through plane direction using a Hot Disk equipment. As defined in the above standard (ISO22007-2), the Hot Disk equipment is an equipment capable of measuring the temperature change (electrical resistance change) by heating a sensor in which a nickel wire has a double spiral structure, and the thermal conductivity was measured according to such a standard.

[0178] 2. Measurement of Adhesion to Polyester The adhesion to polyester was evaluated for test pieces manufactured by attaching a PET (polyethylene terephthalate) film and an aluminum plate. As the PET film, a film with a width of about 10 mm and a length of about 200 mm was used, and as the aluminum plate, an aluminum plate with a width and length of 100 mm each was used. The resin composition was applied entirely on the surface of the aluminum plate, and the PET film was adhered onto the resin composition and maintained at room temperature (about 25°C) for about 24 hours to manufacture the test pieces. At this time, about 100 mm of the entire width and a part of the length of the PET film were adhered to the aluminum plate through the resin composition. With the aluminum plate of the test piece fixed, the adhesion was measured while peeling the PET film from the aluminum plate in the length direction. For the adhesion, after applying the resin composition (a mixture of the main agent part and the curing agent part with a volume ratio of 1:1) to the aluminum plate so that the cured thickness was about 2 mm, the PET film was brought into close contact with the layer of the resin composition and maintained at room temperature (about 25°C) for about 24 hours to cure the resin composition. The peeling was carried out at a peeling speed of about 0.5 mm / min and a peeling angle of 180 degrees until the PET film was completely peeled off.

[0179] 3. Measurement of Adhesion to Aluminum An uncured resin composition (a mixture of the main agent part and the curing agent part) was coated in the center of an aluminum substrate with horizontal and vertical lengths of 2 cm and 7 cm respectively so that the horizontal and vertical lengths were about 2 cm. Further, an aluminum substrate with horizontal and vertical lengths of 2 cm and 7 cm respectively was adhered onto the coating layer, and the resin composition was cured while maintaining that state. In the above, the two aluminum substrates were adhered at an angle of 90 degrees to each other. Then, with the upper aluminum substrate fixed, the lower aluminum substrate was pressed at a speed of 0.5 mm / min, and the force during the separation of the lower aluminum substrate was measured. The adhesion to aluminum was obtained by dividing the maximum value of the force measured in the process by the area of the test piece.

[0180] The adhesive strength to aluminum was evaluated based on the following criteria according to the measurement results. <Evaluation Criteria> Upper: The adhesive strength to aluminum is 0.1 N / mm 2 or less Medium: The adhesive strength to aluminum is greater than 0.1 N / mm 2 and less than 0.4 N / mm 2 or less Lower: The adhesive strength to aluminum is greater than 0.4 N / mm 2 or more

[0181] 4. Measurement of Hardness The hardness of the cured resin composition was measured according to ASTM D 2240 and JIS K 6253 standards. It was performed using an ASKER, durometer hardness instrument. An initial hardness was measured by applying a load of 1 kg or more (about 1.5 kg) to the surface of a flat sample (resin layer), and the hardness was evaluated by confirming the measured value stabilized after 15 seconds.

[0182] 5. Measurement of Radius of Curvature The radius of curvature of the cured body was evaluated using a cured body with a width, length, and thickness of 1 cm, 10 cm, and 2 mm, respectively. The radius of curvature is the minimum radius of a cylinder that does not cause cracks in the cured body when the cured body is attached to cylinders with various radii and bent along the longitudinal direction.

[0183] 6. Measurement of Weight-Average Molecular Weight The weight-average molecular weight (Mw) was measured using GPC (Gel permeation chromatography). Specifically, the weight-average molecular weight (Mw) was determined by placing the sample to be analyzed in a 5 mL vial, diluting it with a THF (tetrahydrofuran) solvent to a concentration of approximately 1 mg / mL, filtering the calibration standard sample and the analysis sample through a syringe filter (pore size: 0.45 μm), and then measuring. As the analysis program, ChemStation from Agilent technologies was used, and the weight-average molecular weight (Mw) was obtained by comparing the elution time of the sample with the calibration curve.

[0184] <GPC measurement conditions> Equipment: 1200 series from Agilent technologies Column: TL Mix.A&B from Agilent technologies was used Solvent: THF (tetrahydrofuran) Column temperature: 35 °C Sample concentration: 1 mg / mL, 200 μl injection Standard sample: Polystyrene (MP: 3900000, 723000, 316500, 52200, 31400, 7200, 3940, 485) was used

[0185] Production Example 1. Production Example 1A. A mixture (oil-modified component) of an oil-modified polyol compound represented by the following chemical formula A and an oil-modified polyol compound represented by the following chemical formula B was produced in the following manner.

[0186]

Chemical formula

[0187] Trimethylolpropane and linoleic acid, an unsaturated fatty acid, were mixed in a flask at a weight ratio of approximately 1:3.48 (trimethylolpropane:linoleic acid). A catalyst (Tin(II) 2-ethylhexanoate (Sigma-Aldrich)) was added to the mixture at approximately 0.5 parts by weight per 100 parts by weight in total, and the mixture was stirred and maintained at 150 °C for 30 minutes under an inert gas purge condition. Next, a small amount of xylene, which is an azeotropic solution, was added, the temperature was raised to 190 °C, and the reaction was carried out for 15 hours or more, and the pressure was reduced to 40 Torr or less for 2 hours or more to remove xylene and unreacted substances. After the reaction product was cooled, it was filtered through a filter to obtain the target product.

[0188] From the GPC analysis results of the obtained target product, it was confirmed that the oil-modified polyols of the chemical formulas A and B were present in the target product at a weight ratio of approximately 1:2 (A:B). The weight average molecular weight of the target product confirmed through GPC analysis was at the level of approximately 1307 g / mol.

[0189] Production Example 1B. When mixing trimethylolpropane and linoleic acid, an unsaturated fatty acid, the target product (oil-modified component) was synthesized in the same manner as in Production Example 1B, except that the weight ratio (trimethylolpropane:linoleic acid) was set to approximately 1:3.34. From the GPC analysis results of the obtained target product, it was confirmed that the oil-modified polyols of the chemical formulas A and B were present in the target product at a weight ratio of approximately 1:1.5 (A:B). The weight average molecular weight of the target product confirmed through GPC analysis was at the level of approximately 1268 g / mol.

[0190] Production Example 1C. When mixing trimethylolpropane and linoleic acid, which is an unsaturated fatty acid, the target product (oil-modified component) was synthesized in the same manner as in Production Example 1B, except that the weight ratio (trimethylolpropane:linoleic acid) was set to approximately 1:3.14. From the GPC analysis results of the obtained target product, it was confirmed that the oil-modified polyols of the chemical formulas A and B were present in the target product at a weight ratio of approximately 1:1 (A:B). The weight-average molecular weight of the target product confirmed through GPC analysis was at the level of approximately 1210 g / mol.

[0191] Production Example 1D. When mixing trimethylolpropane and linoleic acid, which is an unsaturated fatty acid, the target product (oil-modified component) was synthesized in the same manner as in Production Example 1B, except that the weight ratio (trimethylolpropane:linoleic acid) was set to approximately 1:2.79. From the GPC analysis results of the obtained target product, it was confirmed that the oil-modified polyols of the chemical formulas A and B were present in the target product at a weight ratio of approximately 2:1 (A:B). The weight-average molecular weight of the target product confirmed through GPC analysis was at the level of approximately 1113 g / mol. Figure 1 shows the GPC analysis results for Production Example 1D.

[0192] Production Example 2. The oil-modified component that becomes the oil-modified polyol compound of the following chemical formula C was produced in the following manner.

[0193]

Chemical formula

[0194] In Chemical formula C, n and m are each greater than 0, and their sum is approximately 4.8. Polycaprolactone polyol (Perstorp, Capa 3031) and isononanoic acid, a saturated fatty acid, were mixed at a weight ratio of 1:0.53 (Capa 3031: isononanoic acid). Next, a catalyst (Tin(II) 2-ethylhexanoate (Sigma-Aldrich)) was added at 0.1 part by weight per 100 parts by weight of the mixture, and the mixture was maintained while stirring at 150 °C for 30 minutes under an inert gas purge condition. Next, a small amount of xylene, an azeotropic solution, was added, the temperature was raised to 200 °C, and after reacting for 3 hours or more, the pressure was reduced to 80 Torr or less to remove xylene and unreacted substances. After cooling the reaction product, it was filtered to obtain the target product (oil-modified component). As a result of GPC analysis performed on the target product, the weight average molecular weight was at a level of about 876 g / mol. Figure 2 is a diagram showing the results of GPC analysis performed on the target product.

[0195] Example 1. Manufacture of the main agent parts The oil-modified component of Production Example 1D, a general polyol (Perstorp, Capa3091), and a filler component were mixed at a weight ratio of 11.2:0.6:88.2 (oil-modified component: general polyol: filler component) to produce a main agent part. In the above, as the filler component, a first alumina filler with an average particle size of about 70 μm, a second alumina filler with an average particle size of about 20 μm, and a third alumina filler with an average particle size of about 1 μm were mixed and produced. The weight ratio at the time of the mixing was set to about 6:2:2 (first alumina filler: second alumina filler: third alumina filler).

[0196] Manufacture of the curing agent parts Polyisocyanate (Tolonate HDT-LV2 manufactured by Vencorex) was used as a curing agent. The polyisocyanate and the filler component were mixed at a weight ratio of 9.8:90.2 (polyisocyanate: filler component) to produce a curing agent part. The same filler component as the main agent component was used.

[0197] Manufacture of the resin composition The main agent part and the curing agent part were each prepared to produce a resin composition (curable composition), and after mixing the main agent and the curing agent parts, they were maintained at room temperature to form a cured body. In the above, for the mixing, the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part and the isocyanate group (NCO) present in the curing agent part was made to be about 260.

[0198] Example 2. Manufacture of the main agent parts The oil-modified polyol, general polyol (Perstorp, Capa3091), and filler component of Production Example 1C were mixed at a weight ratio of 11.2:0.6:88.2 (oil-modified component: general polyol: filler component) to produce the main agent part. In the above, the same components as in Example 1 were used as the filler component.

[0199] Manufacture of the curing agent parts Polyisocyanate (manufactured by Vencorex, Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate and the filler component were mixed at a weight ratio of 10:90 (polyisocyanate: filler component) to produce the curing agent part. The same filler component as the main agent component was used.

[0200] Manufacture of the resin composition The main agent part and the curing agent part were each prepared to produce a resin composition (curable composition), and after mixing the main agent and the curing agent parts, they were maintained at room temperature to form a cured body. In the above, for the mixing, the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part and the isocyanate group (NCO) present in the curing agent part was made to be about 260.

[0201] Example 3. Manufacture of the main agent parts The oil-modified component of Production Example 1C, a general polyol (Perstorp, Capa3091), and a filler component were mixed at a weight ratio of 10.6:1.2:88.2 (oil-modified component: general polyol: filler component) to produce a main agent part. In the above, the same components as in Example 1 were used as the filler component.

[0202] Manufacture of the curing agent parts Polyisocyanate (manufactured by Vencorex, Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate and the filler component were mixed at a weight ratio of 10.2:89.8 (polyisocyanate: filler component) to produce a curing agent part. The same filler component as the main agent component was used.

[0203] Manufacture of the resin composition The main agent part and the curing agent part were each prepared to produce a resin composition (curable composition), and after mixing the main agent and the curing agent parts, they were maintained at room temperature to form a cured body. In the above, the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part and the isocyanate group (NCO) present in the curing agent part was about 260.

[0204] Example 4. Manufacture of the main agent parts The oil-modified component of Production Example 1B, a general polyol (Perstorp, Capa3091), and a filler component were mixed at a weight ratio of 10.8:0.6:88.6 (oil-modified component: general polyol: filler component) to produce a main agent part. In the above, the same components as in Example 1 were used as the filler component.

[0205] Manufacture of the curing agent parts Polyisocyanate (Tolonate HDT-LV2 manufactured by Vencorex) was used as the hardener. The polyisocyanate and the filler component were mixed at a weight ratio of 10.3:88.7 (polyisocyanate: filler component) to produce the hardener part. The same filler component as the main agent component was used.

[0206] Manufacture of the resin composition The main agent part and the hardener part were each prepared to produce a resin composition (curable composition), and after mixing the main agent and the hardener parts, they were maintained at room temperature to form a cured body. In the above, the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part and the isocyanate group (NCO) present in the hardener part was about 180.

[0207] Example 5. Manufacture of the main agent parts The oil-modified component, general polyol (Perstorp, Capa3091) and filler component of Production Example 1B were mixed at a weight ratio of 10.5:1.5:88 (oil-modified component: general polyol: filler component) to produce the main agent part. In the above, the same component as in Example 1 was used as the filler component.

[0208] Manufacture of the curing agent parts Polyisocyanate (Tolonate HDT-LV2 manufactured by Vencorex) was used as the hardener. The polyisocyanate and the filler component were mixed at a weight ratio of 10:90 (polyisocyanate: filler component) to produce the hardener part. The same filler component as the main agent component was used.

[0209] Manufacture of the resin composition The main component parts and the curing agent parts were each prepared to produce a resin composition (curable composition), and after mixing the main agent and the curing agent parts, they were maintained at room temperature to form a cured body. In the above, for the mixing, the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main component parts and the isocyanate group (NCO) present in the curing agent parts was made to be about 180.

[0210] Example 6. Manufacture of the main agent parts The oil-modified component, general polyol (Perstorp, Capa3091), and filler component of Production Example 1B were mixed at a weight ratio of 10.6:1.2:88.2 (oil-modified polyol: general polyol: filler component) to produce the main component parts. In the above, the same components as in Example 1 were used as the filler component.

[0211] Manufacture of the curing agent parts Polyisocyanate (manufactured by Vencorex, Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate and the filler component were mixed at a weight ratio of 9.8:90.2 (polyisocyanate: filler component) to produce the curing agent parts. The same filler component as the main component was used.

[0212] Manufacture of the resin composition The main component parts and the curing agent parts were each prepared to produce a resin composition (curable composition), and after mixing the main agent and the curing agent parts, they were maintained at room temperature to form a cured body. In the above, for the mixing, the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main component parts and the isocyanate group (NCO) present in the curing agent parts was made to be about 260.

[0213] Example 7. Manufacture of the main agent parts The target product obtained in Production Example 1B, the first general polyol (Perstorp, Capa2043), the second general polyol (Perstorp, Capa3091), and the filler component were mixed at a weight ratio of 10.5:0.5:0.5:88.5 (Production Example 1B: first general polyol: second general polyol: filler component) to produce the main agent part. The same filler component as in Example 5 was used.

[0214] Manufacture of the curing agent parts Polyisocyanate (Tolonate HDT-LV2 manufactured by Vencorex) was used as the curing agent. The polyisocyanate and the filler component were mixed at a weight ratio of 10:90 (polyisocyanate: filler component) to produce the curing agent part. The same filler component as in Example 5 was used.

[0215] Manufacture of the resin composition The main agent part and the curing agent part were prepared respectively to produce a resin composition (curable composition), and after mixing the main agent and the curing agent parts, they were maintained at room temperature to form a cured body. In the above, the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part and the isocyanate group (NCO) present in the curing agent part was about 180.

[0216] Example 8. Manufacture of the main agent parts The oil-modified component of Production Example 2, the general polyol compound (Kuraray, F-2010), the filler component, and the plasticizer (diisononyl adipate) were mixed at a weight ratio of 11.4:1.1:87:0.5 (oil-modified component: general polyol compound: filler component: plasticizer) to produce the main agent part. In the above, the same filler component as in Example 1 was used as the filler component.

[0217] Manufacture of the curing agent parts Polyisocyanate (Vencorex, Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate, filler component, and plasticizer (diisononyl adipate) were 5:90:5 mixed at a weight ratio of (polyisocyanate: filler component: plasticizer) to produce the curing agent part. In the above, the same filler component as in Example 1 was used as the filler component.

[0218] Manufacture of the resin composition The main agent part and the curing agent part were each prepared to produce a resin composition (curable composition), and after mixing the main agent and the curing agent parts, they were maintained at room temperature to form a cured body. In the above, the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part to the isocyanate group (NCO) present in the curing agent part was about 179.

[0219] Example 9. The main agent part and the curing agent part were each prepared in the same manner as in Example 8 to produce a resin composition (curable composition), and after mixing the main agent and the curing agent parts, they were maintained at room temperature to form a cured body, and the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part to the isocyanate group (NCO) present in the curing agent part was about 157.

[0220] Example 10. The main agent part and the curing agent part were each prepared in the same manner as in Example 8 to produce a resin composition (curable composition), and after mixing the main agent and the curing agent parts, they were maintained at room temperature to form a cured body, and the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part to the isocyanate group (NCO) present in the curing agent part was about 140.

[0221] Example 11. Manufacture of the main agent parts The target product of Production Example 1B, the first general polyol (Perstorp, Capa 2043), the second general polyol (Perstorp, Capa 3091), and the filler component were mixed at a weight ratio of 8.1:2.9:0.6:88.4 (Production Example 1B:first general polyol:second general polyol:filler component) to produce the main agent part. In the above, the same filler component as in Example 5 was used.

[0222] Manufacture of the curing agent parts Polyisocyanate (manufactured by Vencorex, Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate and the filler component were mixed at a weight ratio of 10:90 (polyisocyanate:filler component) to produce the curing agent part. In the above, the same filler component as in Example 5 was used.

[0223] Manufacture of the resin composition The main agent part and the curing agent part were each prepared to produce a resin composition (curable composition), and after mixing the main agent and the curing agent parts, they were maintained at room temperature to form a cured body. In the above, the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part and the isocyanate group (NCO) present in the curing agent part was about 220.

[0224] Example 12. Manufacture of the main agent parts The oil-modified component of Production Example 2, the general polyol compound (Kuraray, F-2010), the filler component, and the plasticizer (diisononyl adipate) were mixed at a weight ratio of 7.4:3.2:87:2.4 (oil-modified component:general polyol:filler component:plasticizer) to produce the main agent part. In the above, the same filler component as in Example 1 was used as the filler component.

[0225] Manufacture of the curing agent parts Polyisocyanate (Vencorex, Tolonate HDT-LV2) was used as the hardener. The polyisocyanate, filler component, and plasticizer (diisononyl adipate) were 5:90:5 mixed at a weight ratio (polyisocyanate: filler component: plasticizer) to produce the hardener part. In the above, the same filler component as in Example 1 was used as the filler component.

[0226] Manufacture of the resin composition The main agent part and the hardener part were each prepared to produce a resin composition (curable composition), and after mixing the main agent and the hardener parts, they were maintained at room temperature to form a cured body. In the above, the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part and the isocyanate group (NCO) present in the hardener part was about 170.

[0227] Example 13. The main agent part and the hardener part were each prepared in the same manner as in Example 12 to produce a resin composition (curable composition), and after mixing the main agent and the hardener parts, they were maintained at room temperature to form a cured body, and the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part and the isocyanate group (NCO) present in the hardener part was about 140. The results of the physical property evaluations organized for each of the above examples are as shown in Table 1 below.

[0228]

Table 1

Claims

1. A curable composition comprising a polyol component, a polyisocyanate, and a filler, wherein the polyol component includes a first polyol compound having at least one linear or branched hydrocarbon group with 3 or more carbon atoms at a terminal and a second polyol compound having no such hydrocarbon group, the second polyol compound is a polycaprolactone polyol or a polyol having alkane diol units, polyol units, and dicarboxylic acid units, the polyol units have 3 to 10 hydroxy groups, The adhesive strength to aluminum is 1 N / mm ２ A curable composition that forms the following cured product.

2. The curable composition according to claim 1, which forms a cured body having an adhesive force to a polyester surface of 100 gf / cm or less.

3. The curable composition according to claim 1, which forms a cured body having a Shore OO hardness of 95 or less as measured according to ASTM D 2240 and JIS K 6253 standards.

4. The curable composition according to claim 1, which forms a cured body having a radius of curvature of 10 mm or less.

5. The curable composition according to claim 1, wherein the first polyol compound includes at least one substituent of the following Chemical Formula 1 at a terminal: 【Chemical 1】 In Chemical Formula 1, R is a linear or branched hydrocarbon group having 3 or more carbon atoms.

6. The curable composition according to claim 1, wherein the first polyol compound has a polyester skeleton or a polyether skeleton.

7. The curable composition according to claim 1, wherein the first polyol compound has a polycaprolactone skeleton or a polyalkylene skeleton.

8. The curable composition according to claim 1, wherein the first polyol compound has a weight average molecular weight in the range of 100 g / mol to 5000 g / mol.

9. The curable composition according to claim 1, further comprising an alcohol compound containing a linear or branched hydrocarbon group having 3 or more carbon atoms and one hydroxy group.

10. The curable composition according to claim 1, wherein the second polyol compound has a weight average molecular weight in the range of 100 g / mol to 5,000 g / mol.

11. The curable composition according to claim 1, wherein the second polyol compound contains 2 to 10 hydroxy groups per molecule.

12. The curable composition according to claim 1, further comprising a plasticizer.

13. The filler is aluminum hydroxide, magnesium hydroxide, calcium hydroxide, hydrotalcite, magnesia, alumina, aluminum nitride, boron nitride, silicon nitride, silicon carbide, zinc oxide or beryllium oxide, and the curable composition according to claim 1.

14. A main component part containing a polyol component and a filler; and A curing agent part containing a polyisocyanate and a filler, The polyol component includes a first polyol compound containing at least one linear or branched hydrocarbon group having 3 or more carbon atoms at the terminal and a second polyol compound not having the hydrocarbon group, The second polyol compound is a polycaprolactone polyol or a polyol having an alkanediol unit, a polyol unit and a dicarboxylic acid unit, A two-component composition in which the polyol unit has 3 to 10 hydroxy groups.

15. A product including a heat-generating component and a cured body of the curable composition according to any one of claims 1 to 13 or the two-component composition according to claim 14 that exists adjacent to the heat-generating component.

Images