Curable composition

Abstract

The present specification discloses a resin composition and a use thereof. The present application can provide a resin composition or a cured product thereof exhibiting low adhesive strength to a predetermined adherend while exhibiting high thermal conductivity. In addition, in the present application, the low adhesive force can be achieved without using an adhesive force-adjusting component such as a plasticizer or in a state where the use ratio thereof is minimized. The present application may also provide a product comprising the resin composition or a cured product thereof.SOLUTION: The curable composition forms a cured body having a curvature radius of 20mm or less.SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present application relates to curable compositions. [Background technology]

[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.

[0003] Various types of heat dissipating materials are known. One of the conventional heat dissipating materials is a material in which a resin binder is filled with a filler having heat dissipating properties (for example, Patent Document 1).

[0004] In the heat dissipating material, the resin binder is generally a silicone resin, a polyolefin resin, an acrylic resin, or an epoxy resin.

[0005] Heat dissipation materials are generally required to have excellent thermal conductivity, and additional functions may be required depending on the application. For example, depending on the application, a heat dissipation material may be required to have high thermal conductivity as well as low adhesive strength to a specific substrate.

[0006] For example, if a component in contact with the heat dissipating material needs to be replaced within a product, or if the position of the heat dissipating material needs to be changed during a manufacturing process, the heat dissipating material needs to exhibit low adhesive strength.

[0007] Among known heat dissipation materials, materials that exhibit low adhesive strength include those that use silicone resin as a resin binder. However, silicone resin is relatively expensive. Furthermore, silicone resin contains components that can cause contact failure when applied to electronic / electrical products, limiting its applications.

[0008] The polyurethane material used in Patent Document 1 can be used to form a heat-dissipating material with high thermal conductivity, and has various other advantages, but it is also a material that exhibits high adhesive strength to most adherends.

[0009] One way to reduce the adhesive strength of a material that exhibits high adhesive strength is to incorporate a component known as a plasticizer. However, incorporating a large amount of plasticizer to control adhesive strength can reduce the inherent advantages of the material itself or leach out during use. [Prior art documents] [Patent documents]

[0010] [Patent Document 1] Korean Patent Publication No. 2016-0105354 Summary of the Invention [Problem to be solved by the invention]

[0011] The present application aims to provide a curable composition. One objective of the present application is to provide such a composition or a cured product thereof that exhibits high thermal conductivity while exhibiting low adhesive strength to a predetermined substrate. Another objective of the present application is to achieve such low adhesive strength without using adhesive strength adjusting components such as plasticizers, or by minimizing the use ratio of such components.

[0012] Another object of the present application is to provide a product comprising the composition or a cured product thereof. [Means for solving the problem]

[0013] When the measurement temperature affects the results of physical properties mentioned in this specification, the physical properties are measured at room temperature unless otherwise specified. The term "room temperature" refers to a natural temperature that is neither heated nor cooled, and typically refers to a temperature within the range of about 10°C to 30°C, or a temperature of about 23°C or about 25°C. Furthermore, unless otherwise specified in this specification, the unit of temperature is °C.

[0014] When the measurement pressure affects the results of physical properties mentioned in this specification, the physical properties are measured at normal pressure unless otherwise specified. The term normal pressure refers to natural pressure that is neither pressurized nor depressurized, and is usually within the range of approximately 700 mmHg to 800 mmHg.

[0015] This application relates to a resin composition. The term resin composition refers to a composition that includes components known in the art as resins, or a composition that does not include resins but includes components that can form resins, such as through a curing reaction.

[0016] Thus, the scope of the term resin or resin component as used herein includes components that are generally known as resins as well as components that can undergo a curing and / or polymerization reaction to form a resin.

[0017] The resin composition may be a curable composition.

[0018] When the resin composition of the present application is a curable resin composition, the resin composition may be a one-component or two-component resin composition. The term one-component resin composition refers to a resin composition in which components participating in curing are physically contacted with each other, and the term two-component resin composition refers to a resin composition in which at least some of the components participating in curing are physically separated.

[0019] When the resin composition of the present application is a curable resin composition, the resin composition may be of 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 be initiated and / or proceed at room temperature, the term heat curable type refers to a resin composition in which the curing reaction can be initiated and / or proceed by application of heat, the term energy ray curable type refers to a resin composition in which the curing reaction can be initiated and / or proceed by irradiation with energy rays (e.g., ultraviolet rays, electron beams, etc.), and the term moisture curable type refers to a resin composition in which the curing reaction can be initiated and / or proceed in the presence of moisture.

[0020] The resin composition of the present application may be a solvent-based or solventless type. In consideration of application efficiency and environmental load, the solvent-free type is more appropriate.

[0021] The resin composition of the present application may be a polyurethane composition. In this case, the resin composition may contain a polyurethane or a component capable of forming a polyurethane.

[0022] The resin composition of the present application may exhibit low adhesion to a specific substrate or may form a cured product capable of exhibiting low adhesion. Such a resin composition may be a polyurethane composition. Polyurethanes are known as adhesive materials that exhibit excellent adhesion to various substrates. Therefore, a typical method for making a polyurethane composition exhibit low adhesion to a substrate is to incorporate a component that reduces adhesion, such as a plasticizer. While the addition of such a component can reduce the adhesive strength of the polyurethane material, it can also cause problems, such as reducing other physical properties of the polyurethane or leaching out of the material during use. However, the present application may achieve the low adhesion of a polyurethane material without using or minimizing the amount of an adhesion-reducing component, such as a plasticizer. Therefore, the present application may provide a material that retains the advantages of polyurethane materials while addressing the problem of high adhesion, which is not required for certain applications.

[0023] The resin composition or its cured product can exhibit a controlled adhesive strength to aluminum. For example, the upper limit of the adhesive strength to aluminum is 1 N / mm 2 , 0.9N / mm 2 , 0.8N / mm 2 , 0.7N / mm 2 , 0.6N / mm 2 , 0.5N / mm 2 , 0.4N / mm 2 , 0.3N / mm 2 , 0.2N / mm2 , 0.1N / mm 2 , 0.09N / mm 2 , 0.08N / mm 2 , 0.07N / mm 2 , 0.06N / mm 2 , 0.04N / mm 2 or 0.03N / mm 2 The lower limit of the adhesive strength to aluminum is not particularly limited. In one example, the lower limit of the adhesive strength to aluminum is 0 N / mm 2 , 0.0001N / mm 2 , 0.0005N / mm 2 , 0.001N / mm 2 , 0.005N / mm 2 , 0.01N / mm 2 , 0.015N / mm 2 , 0.02N / mm 2 , 0.025N / mm 2 or 0.03N / mm 2 That is, the resin composition may be a resin composition whose adhesive strength to aluminum is substantially unmeasurable, or a resin composition capable of forming a cured product whose adhesive strength to aluminum is substantially unmeasurable. The adhesive strength to aluminum may be equal to or less than any of the above upper limits, equal to or greater than any of the above lower limits, or equal to or greater than any of the above lower limits but equal to or less than any of the above upper limits. The adhesive strength to aluminum may be measured by the method described in the Examples of this specification.

[0024] The resin composition or its cured product can exhibit a controlled adhesive strength to polyester. For example, the upper limit of the adhesive strength to polyester can be set to 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, or 550 gf / 10 mm. The adhesive strength may be 100 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 strength to polyester is not particularly limited. In one example, the lower limit of the adhesive strength to polyester may be 0 gf / 10 mm. In other words, the resin composition or its cured product may exhibit substantially no adhesive strength to polyester. Therefore, the adhesive strength of the resin composition or its cured product to polyester may be 0 gf / 10 mm or more. For example, the lower limit of the adhesive strength to 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 strength to polyester may be less than or equal to any of the upper limits mentioned above, greater than or equal to any of the lower limits mentioned above, or greater than or equal to any of the lower limits but less than or equal to any of the upper limits mentioned above. The adhesive strength to polyester may be measured as described in the Examples of this specification.

[0025] The resin composition or its cured product can exhibit excellent thermal conductivity while maintaining the above-mentioned adhesive strength to a specific substrate (e.g., aluminum and / or polyester). For example, the lower limit of the thermal conductivity of the resin composition or its cured product may be approximately 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 particular limit to 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 approximately 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 may be less than or equal to any of the upper limits mentioned above, or greater than or equal to any of the lower limits mentioned above, or greater than or equal to any of the lower limits but less than or equal to any of the upper limits mentioned above. The thermal conductivity of such a resin composition or a cured product thereof may be measured by the method described in the Examples below.

[0026] The resin composition or its cured product may exhibit an appropriate hardness. For example, if the hardness of the resin composition or its cured product is too high, excessive brittleness may occur, which may cause problems. In addition, by adjusting the hardness of the resin composition or its cured product, impact resistance and vibration resistance may be ensured depending on the application, and product durability may be ensured.

[0027] For example, the upper limit of the Shore OO hardness of the resin composition or its cured product may be 150, 140, 130, 120, 110, 100, 95, 90, 80, 70, 60, 50, or 45, and the lower limit 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 hardness may be equal to or less than any of the above upper limits, equal to or greater than any of the above lower limits, or equal to or greater than any of the above lower limits but less than or equal to any of the above upper limits. The hardness of the resin composition or its cured product may be measured by the method disclosed in the Examples below.

[0028] The resin composition or its cured product may further exhibit appropriate flexibility. For example, adjusting the flexibility of the resin composition or its cured product to a desired level can greatly expand its application range. For example, the lower limit of the radius of curvature of the resin composition or its cured product may be about 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12, and the upper limit 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 may be less than or equal to any of the above upper limits, greater than or equal to any of the above lower limits, or greater than or equal to any of the above lower limits but less than or equal to any of the above upper limits. The radius of curvature of such a resin composition or its cured product may be measured by the method disclosed in the Examples below. Unless otherwise specified, the unit of radius of curvature used herein is mm.

[0029] The resin composition of the present application may be insulating. That is, the resin composition may have insulating properties and / or form a cured product having insulating properties. For example, the resin composition or its cured product may have a 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, measured in accordance with ASTM D149. A higher breakdown voltage indicates better insulating properties. While there is no particular upper limit, taking into account the composition of the resin composition, the 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 30 kV / mm or less. The breakdown voltage can be controlled by adjusting the insulating properties of the resin composition, for example, by incorporating an insulating filler into the resin layer. Among fillers, ceramic fillers are generally known as components that can ensure insulating properties.

[0030] The resin composition or its cured product may have flame retardancy. For example, the resin composition or its cured product may exhibit a V-0 rating in the UL94 V Test (Vertical Burning Test). This ensures stability against fires and other accidents that may be a concern depending on the application of the resin composition.

[0031] The resin composition or its cured product 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 this 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 about 2 or more. The components added to the resin layer may be adjusted so that the resin composition or its cured product has the above specific gravity. For example, when adding a filler, a filler that can ensure the desired properties (e.g., thermal conductivity) even at a specific gravity as low as possible may be used, i.e., a filler with a low specific gravity itself or a surface-treated filler may be used.

[0032] The resin composition may have a low shrinkage rate during or after curing. This can prevent peeling or voids that may occur during application. The shrinkage rate may be appropriately adjusted within a range that can exhibit the above-mentioned effects, and may be, for example, less than 5%, less than 3%, or less than about 1%. The lower the shrinkage rate, the more advantageous it is, so the lower limit is not particularly limited.

[0033] The resin composition or its cured product may have a low coefficient of thermal expansion (CTE). This can prevent peeling or voids that may occur during application or use. The CTE may be appropriately adjusted within a range that can exhibit the above-mentioned effects, for example, 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. The lower the CTE, the more advantageous it is, so the lower limit is not particularly limited.

[0034] The resin composition or its cured product may further have a 5% weight loss temperature of 400°C or higher, or an 800°C residual of 70% by weight or higher in thermogravimetric analysis (TGA). Such properties can further improve stability at high temperatures. In other examples, the 800°C residual 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 800°C residual may be about 99% by weight or lower. The thermogravimetric analysis (TGA) is performed using a 60cm 3 The temperature 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. The thermogravimetric analysis (TGA) results can also be achieved by adjusting the composition of the resin composition. For example, the 800°C residual capacity usually depends on the type and ratio of filler contained in the resin composition, and if an excessive amount of filler is contained, the residual capacity will increase.

[0035] The resin composition may contain a hydroxy group-functional component. The term "hydroxy group-functional component" may refer to all compounds having hydroxy groups present in the resin composition. Therefore, when a resin composition contains one compound having a hydroxy group, that compound is the hydroxy group-functional component. When a resin composition contains two or more compounds having hydroxy groups, a mixture of the two or more compounds is the hydroxy group-functional component.

[0036] Examples of the compound having a hydroxy group that forms the hydroxy group-functional component include, but are not limited to, an oil-modified polyol compound, a general polyol compound, and an oil-modified alcohol compound.

[0037] The resin composition of the present application may contain a polyol component. The polyol component may refer to all polyol compounds present in the resin composition. Therefore, when the resin composition contains only one polyol compound, that one polyol compound may be the polyol component. When the resin composition contains two or more polyol compounds, a mixture of the two or more polyol compounds may be the polyol component.

[0038] The polyol component of the resin composition of the present application may include a polyol compound. The term "polyol compound" refers to a compound containing two or more hydroxy groups. Such compounds are sometimes referred to as polyfunctional polyol compounds. Such polyol compounds may be monomolecular, oligomeric, or polymeric compounds. The number of hydroxy groups contained in the polyol compound is not particularly limited. For example, the lower limit of the number of hydroxy groups per molecule of the polyol compound may be 2 or 3, and the upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3, or 2. The number of hydroxy groups in the polyol compound may be less than or equal to any of the above-mentioned upper limits, greater than or equal to any of the above-mentioned lower limits, or greater than or equal to any of the above-mentioned lower limits but less than or equal to any of the above-mentioned upper limits.

[0039] The number of hydroxy groups contained in the polyol compound is usually 1 This can be confirmed through H NMR, 1 The number of hydroxy groups can be determined based on the peak present in the 3 ppm to 4 ppm region in H NMR.

[0040] 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 an oil group at the same time. The oil group may be a linear or branched hydrocarbon group having three or more carbon atoms. Whether the polyol compound contains the hydrocarbon group is usually determined by: 1 This can be confirmed through H NMR, 1The presence and number of these hydrocarbon groups can be confirmed based on the peaks in the 4 ppm to 5 ppm region of H NMR. Such polyol compounds may be monomolecular, oligomeric, or polymeric compounds. By using such oil-modified polyol compounds, polyurethane materials can be formed without using or minimizing the use of adhesive strength-reducing ingredients such as plasticizers, while still maintaining low adhesive strength for specific materials.

[0041] The lower limit of the number of carbon atoms in the linear or branched hydrocarbon group contained in the oil-modified polyol compound may be 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 may be less than or equal to any of the upper limits mentioned above, or may be greater than or equal to any of the lower limits mentioned above, or may be greater than or equal to any of the lower limits mentioned above but less than or equal to any of the upper limits mentioned above.

[0042] The straight or branched chain hydrocarbon group may or may not contain a double bond, and if it does contain a double bond, the double bond may be a conjugated double bond or a cis double bond.

[0043] Specific examples of the hydrocarbon group include an alkyl group, an alkenyl group, and an alkynyl group. In one example, the hydrocarbon group may be bonded to the polyol compound via a carbonyl group or a carbonyloxy group, and 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. The lower limit of the number of carbon atoms in 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 may be less than or equal to any of the upper limits mentioned above, or may be greater than or equal to any of the lower limits mentioned above, or may be greater than or equal to any of the lower limits mentioned above but less than or equal to any of the upper limits mentioned above.

[0044] The alkyl group, alkenyl group, or alkynyl group may be linear or branched, and may be optionally substituted with one or more substituents. If a substituent is present, the type of the substituent is not particularly limited, and examples of the substituent include halogen atoms such as fluorine.

[0045] In one example, the hydrocarbon group may be contained in a substituent of the following formula 1:

[0046] [ka]

[0047] In Chemical Formula 1, R is a linear or branched hydrocarbon group having three or more carbon atoms. In Chemical Formula 1, the * symbol indicates that the moiety is bonded to a polyol compound. Therefore, the oxygen atom in the substituent of Chemical Formula 1 may be bonded to a polyol compound.

[0048] The specific types of hydrocarbon groups represented by R in Chemical Formula 1 are as described above. Therefore, the same applies to the number, type, shape, and substituents of carbon atoms of the hydrocarbon group as described above.

[0049] The number of hydrocarbon groups, which are the oil groups, contained in the polyol compound is not particularly limited. In one example, the lower limit of the number of hydrocarbon groups contained in the oil-modified polyol compound may be 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 hydrocarbon groups may be less than or equal to any of the above upper limits, or may be greater than or equal to any of the above lower limits, or may be greater than or equal to any of the above lower limits but less than or equal to any of the above upper limits.

[0050] When the polyol compound contains the hydroxy group and the oil group (the hydrocarbon group), the polyol compound may have various forms.

[0051] In one example, the polyol compound may be a compound in which at least a portion of the hydrogen atoms of a hydrocarbon compound such as an alkane, alkene, or alkyne is substituted with the hydroxy group and / or hydrocarbon group. The number of carbon atoms in the hydrocarbon compound such as an alkane, alkene, or alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0052] Such hydrocarbon compounds such as alkanes, alkenes, or alkynes may be linear, branched, or cyclic, and the hydroxy groups and / or hydrocarbon groups may be substituted on the same carbon atom or on different carbon atoms in the alkane, alkene, or alkyne.

[0053] In another example, the polyol compound may be a compound having a polyester skeleton or a polyether skeleton, in which case the polyol compound may be an oligomeric compound or a polymeric compound.

[0054] In one example, the polyol compound having a polyester skeleton is a so-called polyester polyol, and may be a polyol having a structure in which the hydrocarbon group is bonded to such a polyester polyol.

[0055] The polyol compound having a polyether skeleton is a so-called polyether polyol, and may be a polyol having a structure in which the hydrocarbon group is bonded to such a polyether polyol.

[0056] In one example, the polyester skeleton may be a so-called polycaprolactone skeleton, and the polyether skeleton may be a so-called polyalkylene skeleton.

[0057] In one example, the polyester skeleton may be a skeleton having a repeating unit represented by the following formula 2.

[0058] [ka]

[0059] In Chemical Formula 2, X1 and X2 are each independently a single bond or an oxygen atom, L1 may be an alkylene group, and n is an arbitrary number.

[0060] In this specification, the term single bond means that there is no atom at that site.

[0061] 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 may be linear or branched.

[0062] As will be described later, in one example, the polyester skeleton may be a polycaprolactone skeleton, and in this case, L1 in Chemical Formula 2 may be a linear alkylene group having 5 carbon atoms.

[0063] As used herein, the term alkylene group refers to a divalent substituent formed by the removal of two hydrogen atoms from an alkane, where the two hydrogen atoms may be removed one by one from other carbon atoms of the alkane, or the alkane may be removed from a single carbon atom.

[0064] In addition, in the above formula 2, n is an arbitrary number representing the number of repeating units, and may be a number within the range of 1 to 25, for example.

[0065] The lower limit of n in the 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 may be equal to or less than any of the upper limits mentioned above, or equal to or greater than any of the lower limits mentioned above, or may be equal to or greater than any of the lower limits but less than or equal to any of the upper limits mentioned above.

[0066] The skeleton of Chemical Formula 2 is a polyester polyol skeleton, and may be a so-called carboxylic acid polyol skeleton or a caprolactone polyol skeleton. Such skeletons may be formed by known methods. For example, the carboxylic acid polyol skeleton may be formed by reacting a component containing a carboxylic acid with a polyol (e.g., a diol or triol), and the caprolactone polyol skeleton may be formed by reacting a component containing caprolactone with a polyol (e.g., a diol or triol). The carboxylic acid may be a dicarboxylic acid.

[0067] In the polyol compound having the skeleton of Chemical Formula 2, the hydroxy group or the hydrocarbon group may be present at the end of the skeleton of Chemical Formula 2.

[0068] In this case, the skeleton of Chemical Formula 2 is represented by Chemical Formula 3 below.

[0069] [ka]

[0070] In Chemical Formula 3, X1, X2, L1 and n are as defined in Chemical Formula 2, and R1 may be a hydroxy group or a substituent of Chemical Formula 4 below.

[0071] [ka]

[0072] In Chemical Formula 4, X3 is a single bond or an oxygen atom, and R is the same as R in Chemical Formula 1 above.

[0073] In Chemical Formula 3, when R1 is a hydroxy group, X1 is a single bond, and when R1 is a substituent of Chemical Formula 4, either X1 or X3 is a single bond and the other is an oxygen atom.

[0074] The lower limit of the number of skeletons of 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 skeletons may be equal to or less than any of the above upper limits, or equal to or greater than any of the above lower limits, or may be equal to or greater than any of the above lower limits but less than or equal to any of the above upper limits.

[0075] The polyol compound having a polyester skeleton may have a linear or branched chain structure.

[0076] The linear chain structure is a structure in which a main chain containing the skeleton of Chemical Formula 2 or 3 is present and no other polymer chains are bonded to the main chain, and the branched chain structure may be a structure in which a chain containing the skeleton of Chemical Formula 2 or 3 is further bonded as a side chain to the main chain containing the skeleton of Chemical Formula 2 or 3. The number of chains containing the skeleton of Chemical Formula 2 or 3 bonded 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.

[0077] In one example, the polyol compound having a polyester skeleton may be a compound in which at least a portion of the hydrogen atoms of a hydrocarbon compound such as an alkane, alkene, or alkyne is substituted with the hydroxy group and / or the skeleton of Chemical Formula 3. The number of carbon atoms in the hydrocarbon compound such as an alkane, alkene, or alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0078] The hydrocarbon compound such as an alkane, alkene, or alkyne may be linear, branched, or cyclic, and the hydroxyl groups and / or the skeleton of the alkane, alkene, or alkyne may be substituted on the same carbon atom or on different carbon atoms.

[0079] In one example, the polyether skeleton may be a skeleton having a repeating unit represented by the following formula 5.

[0080] [ka]

[0081] In Chemical Formula 5, X4 and X5 are each independently a single bond or an oxygen atom, L2 may be an alkylene group, and m is an arbitrary number.

[0082] In Chemical Formula 5, the alkylene group may be, for example, 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, and may be linear or branched.

[0083] In the above formula 5, m is an arbitrary number representing the number of repeating units, and may be a number within the range of 1 to 25, for example.

[0084] In Chemical Formula 5, the lower limit of m 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 may be equal to or less than any of the upper limits mentioned above, or equal to or greater than any of the lower limits mentioned above, or may be equal to or greater than any of the lower limits but less than or equal to any of the upper limits mentioned above.

[0085] 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.

[0086] In this case, the skeleton of Chemical Formula 5 is expressed as Chemical Formula 6 below.

[0087] [ka]

[0088] In Chemical Formula 6, X4, X5, L2 and m are as defined in Chemical Formula 5, and R2 may be a hydroxy group or a substituent as shown in Chemical Formula 7 below.

[0089] [ka]

[0090] In Chemical Formula 7, X6 is a single bond or an oxygen atom, and R is the same as R in Chemical Formula 1 above.

[0091] In Chemical Formula 6, when R2 is a hydroxy group, X4 is a single bond, and when R2 is a substituent in Chemical Formula 7, either X4 or X6 is a single bond and the other is an oxygen atom.

[0092] The lower limit of the number of the structural units of 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 structural units may be equal to or less than any of the above upper limits, or equal to or greater than any of the above lower limits, or may be equal to or greater than any of the above lower limits but less than or equal to any of the above upper limits.

[0093] The polyol compound having a polyether skeleton may have a linear or branched chain structure.

[0094] The linear chain structure is a structure in which a main chain containing the skeleton of Chemical Formula 5 or 6 is present and no other polymer chains are bonded to the main chain, and the branched chain structure may be a structure in which a chain containing the skeleton of Chemical Formula 5 or 6 is further bonded as a side chain to the main chain containing the skeleton of Chemical Formula 5 or 6. The number of chains containing the skeleton of Chemical Formula 5 or 6 bonded 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.

[0095] In one example, the polyol compound having a polyether skeleton may be a compound in which at least a portion of the hydrogen atoms of a hydrocarbon compound such as an alkane, alkene, or alkyne is substituted with a hydroxy group and / or the skeleton of Chemical Formula 5. The number of carbon atoms in the hydrocarbon compound such as an alkane, alkene, or alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0096] The hydrocarbon compound such as an alkane, alkene, or alkyne may be linear, branched, or cyclic, and the hydroxyl groups and / or the skeleton of the alkyl group may be substituted on the same carbon atom or on different carbon atoms in the alkane, alkene, or alkyne.

[0097] When the aforementioned polyol compound is an oligomeric or polymeric compound, the compound may have an appropriate level of molecular weight.

[0098] For example, the lower limit of the weight-average molecular weight of the oligomeric or polymeric polyol compound 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 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 may be less than or equal to any of the above upper limits, greater than or equal to any of the above lower limits, or greater than or equal to any of the above lower limits but less than or equal to any of the above upper limits.

[0099] As described above, by using the oil-modified alcohol compound described above, desired physical properties can be more effectively ensured.

[0100] The oil-modified polyol compound may be present in a suitable 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 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 may be less than or equal to any of the upper limits mentioned above, or greater than or equal to any of the lower limits mentioned above, or greater than or equal to any of the lower limits mentioned above but less than or equal to any of the upper limits mentioned above.

[0101] The content of the oil-modified polyol compound is the content in the one-component resin composition when the resin composition is one-component, and the content in the part in which the oil-modified polyol compound is present when the resin composition is two-component. For example, when a two-component resin composition includes a physically separated base part and a curing agent part and the oil-modified polyol compound is contained in the base part, the content of the oil-modified polyol may be the content based on the total weight of the base part. Furthermore, when the resin composition includes a solvent and / or a filler, the content is the content based on the weight excluding the contents of the solvent and filler.

[0102] In another example, the content of the oil-modified polyol compound may be the content based on 100% by weight of all polyol components present in the resin composition.

[0103] In another example, when the resin composition includes a filler component described below, the lower limit of the content of the oil-modified polyol compound relative 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 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 may be less than or equal to any of the above upper limits, greater than or equal to any of the above lower limits, or greater than or equal to any of the above lower limits but less than or equal to any of the above upper limits.

[0104] The ratio to the filler component is the ratio to 100 parts by weight of all filler components contained in the resin composition if the resin composition is a one-component type, and is the ratio to 100 parts by weight of all filler components present in the part containing the oil-modified polyol (main part or hardener part) if the resin composition is a two-component type.

[0105] In other examples, the lower limit of the content of the oil-modified polyol compound in the polyol component 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 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 may be less than or equal to any of the upper limits mentioned above, or greater than or equal to any of the lower limits mentioned above, or greater than or equal to any of the lower limits mentioned above but less than or equal to any of the upper limits mentioned above.

[0106] The resin composition may contain an alcohol compound as an additional component. The term alcohol compound refers to a compound containing one hydroxy group per molecule. Such an alcohol compound may be a monomolecular, oligomeric, or polymeric compound.

[0107] The alcohol compound may be an oil-modified alcohol compound. The term oil-modified alcohol compound refers to a compound containing one hydroxy group per molecule and at least one terminal oil group (i.e., a linear or branched hydrocarbon group having 3 or more carbon atoms). Such an alcohol compound may be a monomolecular, oligomeric, or polymeric compound. By using such an oil-modified alcohol compound together with the oil-modified polyol compound described above, a polyurethane material can be formed, and low adhesion to specific materials can be ensured without using or minimizing the use of adhesive-reducing ingredients such as plasticizers.

[0108] The oil-modified alcohol compound may have a similar structure to the oil-modified polyol compound, except that it contains one hydroxy group per molecule, and therefore, the description of the oil-modified polyol compound may also be applied to the oil-modified alcohol compound.

[0109] That is, for example, the lower limit of the number of carbon atoms in 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 may be about 50, 49, 48, 47, 46, 45, 44, or 56. The number of carbon atoms may be about 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 of the upper limits mentioned above, or greater than or equal to any of the lower limits mentioned above, or greater than or equal to any of the lower limits but less than or equal to any of the upper limits mentioned above.

[0110] The straight or branched chain hydrocarbon group may or may not contain a double bond, and if it does contain a double bond, the double bond may be a conjugated double bond or a cis double bond.

[0111] Specific examples of the hydrocarbon group include an alkyl group, an alkenyl group, and an alkynyl group. In one example, the hydrocarbon group may be bonded to an alcohol compound via a carbonyl group or a carbonyloxy group, and 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.

[0112] The lower limit of the number of carbon atoms in 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 may be less than or equal to any of the upper limits mentioned above, or may be greater than or equal to any of the lower limits mentioned above, or may be greater than or equal to any of the lower limits mentioned above but less than or equal to any of the upper limits mentioned above.

[0113] The alkyl group, alkenyl group, or alkynyl group may be linear or branched, and may be optionally substituted with one or more substituents. If a substituent is present, the type of the substituent is not particularly limited, and examples of the substituent include halogen atoms such as fluorine.

[0114] In one example, the hydrocarbon group of the oil-modified alcohol compound may also be included in the substituent of Chemical Formula 1. In this case, the details of the substituent of Chemical Formula 1 are the same as those of the oil-modified polyol compound.

[0115] The number of hydrocarbon groups contained in the alcohol compound is not particularly limited, but in one example, the lower limit of the number of 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 may be equal to or less than any of the above-mentioned upper limits, or equal to or greater than any of the above-mentioned lower limits, or may be equal to or greater than any of the above-mentioned lower limits but less than or equal to any of the above-mentioned upper limits.

[0116] When the alcohol compound contains the hydroxy group and the hydrocarbon group, it may have various forms.

[0117] In one example, the alcohol compound may be a compound in which at least a portion of the hydrogen atoms of a hydrocarbon compound such as an alkane, alkene, or alkyne are substituted with one hydroxy group and / or the hydrocarbon group. The number of carbon atoms in the hydrocarbon compound such as an alkane, alkene, or alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0118] Such hydrocarbon compounds such as alkanes, alkenes, or alkynes may be linear, branched, or cyclic, and the hydroxy groups and / or hydrocarbon groups may be substituted on the same carbon atom or on different carbon atoms in the alkane, alkene, or alkyne.

[0119] In another example, the alcohol compound may be a compound having a polyester skeleton or a polyether skeleton, in which case the alcohol compound may be an oligomeric compound or a polymeric compound.

[0120] As in 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.

[0121] In one example, the polyester skeleton may be a skeleton having a repeating unit represented by Chemical Formula 2. In this case, the specific details of the repeating unit of Chemical Formula 2 are the same as those in the case of the polyol compound.

[0122] Therefore, even in the case of an oil-modified alcohol compound, the hydroxy group or the hydrocarbon group described above in the alcohol compound having the skeleton of Chemical Formula 2 may be present at the end of the skeleton of Chemical Formula 2, and in this case, the skeleton of Chemical Formula 2 is represented by Chemical Formula 3. In this case, the specific details of the skeleton of Chemical Formula 3 are the same as those in the case of the polyol compound.

[0123] The lower limit of the number of skeletons of formula 2 or 3 of the alcohol compound may be about 1 or 2, provided 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 skeletons may be equal to or less than any of the above upper limits, or equal to or greater than any of the above lower limits, or may be equal to or greater than any of the above lower limits but less than any of the above upper limits.

[0124] The alcohol compound having a polyester skeleton may also have a linear or branched chain structure.

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

[0126] In one example, the alcohol compound having a polyester skeleton may be a compound in which at least a portion of the hydrogen atoms of a hydrocarbon compound such as an alkane, alkene, or alkyne is substituted with the hydroxy group and / or the skeleton of Chemical Formula 3. The number of carbon atoms in the hydrocarbon compound such as an alkane, alkene, or alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0127] The hydrocarbon compound such as an alkane, alkene, or alkyne may be linear, branched, or cyclic, and the hydroxyl groups and / or the skeleton of the alkane, alkene, or alkyne may be substituted on the same carbon atom or on different carbon atoms.

[0128] The polyether skeleton of the alcohol compound may also be a skeleton having a repeating unit represented by Chemical Formula 5. In this case, the specific details of Chemical Formula 5 are the same as those of the polyol compound.

[0129] In the alcohol compound having the skeleton of Chemical Formula 5, the hydroxy group or the hydrocarbon group may be present at the end of the skeleton of Chemical Formula 5, which may be the skeleton of Chemical Formula 6. In this case, the specific details of Chemical Formula 6 are the same as those in the case of the polyol compound.

[0130] Assuming that the alcohol compound has one hydroxy group per molecule, the lower limit of the number of skeletons of 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 skeletons may be equal to or less than any of the above upper limits, or equal to or greater than any of the above lower limits, or may be equal to or greater than any of the above lower limits but less than or equal to any of the above upper limits.

[0131] The alcohol compound having a polyether skeleton may have a linear or branched chain structure.

[0132] The linear chain structure is a structure in which a main chain containing the skeleton of Chemical Formula 5 or 6 is present and no other polymer chains are bonded to the main chain, and the branched chain structure may be a structure in which a chain containing the skeleton of Chemical Formula 5 or 6 is further bonded as a side chain to the main chain containing the skeleton of Chemical Formula 5 or 6. The number of chains containing the skeleton of Chemical Formula 5 or 6 bonded 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.

[0133] In one example, the alcohol compound having a polyether skeleton may be a compound in which at least a portion of the hydrogen atoms of a hydrocarbon compound such as an alkane, alkene, or alkyne is substituted with a hydroxy group and / or the skeleton of Chemical Formula 5. The number of carbon atoms in the hydrocarbon compound such as an alkane, alkene, or alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0134] The hydrocarbon compound such as an alkane, alkene, or alkyne may be linear, branched, or cyclic, and the hydroxyl groups and / or the skeleton of the alkyl group may be substituted on the same carbon atom or on different carbon atoms in the alkane, alkene, or alkyne.

[0135] When the alcohol compound is an oligomeric or polymeric compound, the compound may have an appropriate level of molecular weight.

[0136] 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 may be less than or equal to any of the above upper limits, or greater than or equal to any of the above lower limits, or may be greater than or equal to any of the above lower limits but less than or equal to any of the above upper limits.

[0137] As described above, by using the oil-modified polyol compound as described above, desired physical properties can be more effectively ensured.

[0138] The lower limit of the content of the oil-modified alcohol compound relative 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 is , 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 of the upper limits mentioned above, or greater than or equal to any of the lower limits mentioned above, or may be greater than or equal to any of the lower limits but less than or equal to any of the upper limits mentioned above.

[0139] The ratio of the oil-modified polyol compound may be varied depending on the overall composition of the resin composition and the desired physical properties.

[0140] In this specification, a mixture of the oil-modified polyol compound and the oil-modified alcohol compound, i.e., a component containing only the oil-modified polyol compound and the oil-modified alcohol, may be referred to as an "oil-modified component." In this case, the lower limit of the overall weight average molecular weight of the 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 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 may be less than or equal to any of the above upper limits, or greater than or equal to any of the above lower limits, or may be greater than or equal to any of the above lower limits but less than or equal to any of the above upper limits.

[0141] The oil-modified polyol or alcohol compound may be synthesized by a known synthesis method. That is, the compound may be prepared by reacting a compound capable of introducing a hydrocarbon group corresponding to the oil-modified moiety with a known polyol compound. Examples of compounds capable of introducing a hydrocarbon group include saturated or unsaturated fatty acids, such as butyric acid, caproic acid, 2-ethylhexanoic acid, caprylic acid, isononanoic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, linoleic acid, and oleic acid, but are not limited thereto. By adjusting the reaction ratio of the fatty acid and polyol compound during the above process, a mixture containing the polyol compound and the alcohol compound (oil-modified component) may be prepared.

[0142] Furthermore, the type of polyol compound that reacts with the saturated or unsaturated fatty acid is not particularly limited. For example, an appropriate type of general polyol compound described below may be used, but is not limited thereto.

[0143] The resin composition may further include a polyol compound different from the oil-modified polyol compound. In this case, the polyol compound does not include the aforementioned hydrocarbon group, i.e., a linear or branched hydrocarbon group having 3 or more carbon atoms. For convenience, such a polyol compound may be referred to as a general polyol compound in this specification.

[0144] The lower limit of the number of carbon atoms in the hydrocarbon group not contained in the 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 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 of the upper limits, or may be greater than or equal to any of the lower limits, or may be greater than or equal to any of the lower limits but less than or equal to any of the upper limits. In one example, the hydrocarbon group may be an alkyl group, alkenyl group, or alkynyl group having the number of carbon atoms.

[0145] The general polyol compound may contain two or more hydroxy groups per molecule, and such polyol compound may be a monomolecular, oligomeric, or polymeric compound. The number of hydroxy groups contained in the general polyol compound is not particularly limited. For example, the lower limit of the number of hydroxy groups contained in the general polyol compound may be about 2 or 3 per molecule, and the upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3, or 2 per molecule. The number of hydroxy groups may be less than or equal to any of the above upper limits, greater than or equal to any of the above lower limits, or greater than or equal to any of the above lower limits but less than or equal to any of the above upper limits.

[0146] The general polyol compound may have a variety of forms.

[0147] In one example, the general polyol compound may be a polyester polyol, such as a so-called carboxylic acid polyol or a caprolactone polyol.

[0148] In one example, the polyester polyol may have a skeleton having a repeating unit represented by the following formula 8.

[0149] [ka]

[0150] In Chemical Formula 8, X7 and X8 are each independently a single bond or an oxygen atom, L3 may be an alkylene group, and p is an arbitrary number.

[0151] In Chemical Formula 8, 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 may be linear or branched.

[0152] When the polyester polyol is a polycaprolactone polyol, L3 in the above formula (8) may be a linear alkylene group having 5 carbon atoms.

[0153] In addition, in the above formula 8, p is an arbitrary number representing the number of repeating units, and may be a number within the range of 1 to 25, for example.

[0154] The lower limit of p in the 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. p may be equal to or less than any of the upper limits mentioned above, or equal to or greater than any of the lower limits mentioned above, or may be equal to or greater than any of the lower limits but less than or equal to any of the upper limits mentioned above.

[0155] The polyester polyol having the skeleton of Chemical Formula 8 may be a so-called carboxylic acid polyol or caprolactone polyol. Such polyol compounds may be formed by known methods. For example, the carboxylic acid polyol may be formed by reacting a component containing a carboxylic acid with a polyol (e.g., a diol or triol), and the caprolactone polyol may be formed by reacting a component containing caprolactone with a polyol (e.g., a diol or triol). The carboxylic acid may be a dicarboxylic acid.

[0156] In the polyol compound having the skeleton of Chemical Formula 8, the hydroxy group may be present at the end of the skeleton of Chemical Formula 8, or may be present at another site of the polyester polyol.

[0157] The lower limit of the number of skeletons of 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 skeletons may be equal to or less than any of the above upper limits, equal to or greater than any of the above lower limits, or equal to or greater than any of the above lower limits but less than or equal to any of the above upper limits.

[0158] The polyol compound having a polyester skeleton may have a linear or branched chain structure.

[0159] In the above, the linear chain structure is a structure in which a main chain containing the skeleton of Chemical Formula 8 is present and no other polymer chains are bonded to the main chain, and the branched chain structure may be a form in which a chain containing the skeleton of Chemical Formula 8 is further bonded as a side chain to the main chain containing the skeleton of Chemical Formula 8. The number of chains containing the skeleton of Chemical Formula 8 bonded 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.

[0160] Another example of the general polyol compound is a polyol having an alkanediol unit, a polyol unit, and a dicarboxylic acid unit. Such a polyol may be a mixture of the alkanediol, the polyol, and the dicarboxylic acid, or a reaction product thereof. 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, and sebacic acid. Such polyol compounds are known under the product names of, for example, 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 manufactured by Kuraray Co., Ltd.

[0161] The general polyol may have a weight average molecular weight in the range of 100 g / mol to 5,000 g / mol, and the desired effects can be achieved more effectively by using such a polyol.

[0162] 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 is 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, 10 ...00 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, 100 parts by weight, The amount 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, 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 may be less than or equal to any of the upper limits mentioned above, or greater than or equal to or exceeding any of the lower limits mentioned above, or may be greater than or equal to or exceeding any of the lower limits but less than or equal to any of the upper limits mentioned above.

[0163] In another example, when the general polyol compound is included, the lower limit of the content ratio of the general polyol compound relative to 100 parts by weight of the total of the oil-modified polyol and 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 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 may be less than or equal to any of the upper limits mentioned above, or greater than or equal to any of the lower limits mentioned above, or greater than or equal to or exceeding any of the lower limits mentioned above while being less than or equal to any of the upper limits mentioned above.

[0164] The ratio may be varied depending on the composition of the overall resin composition and the desired application.

[0165] The resin composition may contain, as an additional component, a curing agent that reacts with the polyol compound and / or the alcohol compound.

[0166] Various types of curing agents may be used, but in the case of a polyurethane composition, which is a resin composition, a polyisocyanate may be used as the curing agent. The term "polyisocyanate" refers to a compound having two or more isocyanate groups. The lower limit of the number of isocyanate groups in the polyisocyanate 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 isocyanate groups may be less than or equal to any of the upper limits mentioned above, greater than or equal to any of the lower limits mentioned above, or greater than or equal to any of the lower limits but less than or equal to any of the upper limits mentioned above.

[0167] The type of polyisocyanate used as the curing agent is not particularly limited, but a non-aromatic polyisocyanate containing no aromatic group may be used in order to ensure the desired physical properties.

[0168] Examples of polyisocyanate compounds that can be used include aliphatic polyisocyanates such as hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, lysine diisocyanate, norbornane diisocyanate methyl, ethylene diisocyanate, propylene diisocyanate, and tetramethylene diisocyanate; alicyclic polyisocyanates such as transcyclohexane-1,4-diisocyanate, isophorone diisocyanate, bis(isocyanatomethyl)cyclohexane diisocyanate, and dicyclohexylmethane diisocyanate; and carbodiimide-modified polyisocyanates and isocyanurate-modified polyisocyanates, each of which may be one or more of the above. Furthermore, polyisocyanates may also be used as addition reaction products of the above-mentioned diisocyanates and polyols (e.g., trimethylolpropane). Furthermore, mixtures of two or more of the above-listed compounds may also be used.

[0169] The application ratio of the polyisocyanate may 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.

[0170] 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 group-functional component present in the resin composition to the number of isocyanate groups (NCO) present in the polyisocyanate is within the range of 50 to 1,000.

[0171] The method for calculating the equivalent ratio (OH / NCO) is well known.

[0172] For example, when the resin composition is a two-component type, the hydroxyl group functional component is contained in the base 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.

[0173]

number

[0174] In General Formula 1, D1 is the density of the base part, D2 is the density of the curing agent part, W1 is the weight ratio of the polyol compound or alcohol compound present in the base part, OH% is the ratio of hydroxy groups contained in the polyol compound or alcohol compound having the weight ratio of W1, W2 is the weight ratio of the polyisocyanate present in the curing agent part, NCO% is the ratio of isocyanate groups contained in the polyisocyanate having the weight ratio of W2, 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.

[0175] W1 is the weight % of each polyol compound or alcohol compound present in the main component (based on the total weight of the main component), and the OH% of the compound is the percentage of hydroxy groups contained in 1 mole of each polyol compound or alcohol compound, and is calculated by dividing the product of the number of moles of hydroxy groups contained in a single polyol compound or alcohol compound and the molar mass of the hydroxy groups by the molar mass of the single polyol compound or alcohol compound, and then multiplying by 100.

[0176] In the above, W2 is the weight % of each polyisocyanate present in the curing agent part within the curing agent part (based on the total weight of the curing agent part), and the NCO% of the compound is calculated as the % of NCO groups contained in 1 mole of each polyisocyanate compound by dividing the product of the number of moles of NCO groups contained in a single polyisocyanate compound and the molar mass of the NCO groups by the molar mass of the single polyisocyanate compound, and then multiplying the result by 100.

[0177] In addition, in the general formula 1, the Dalton mass is a constant.

[0178] 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 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 may be less than or equal to any of the upper limits mentioned above, or greater than or equal to any of the lower limits mentioned above, or may be greater than or equal to any of the lower limits mentioned above but less than or equal to any of the upper limits mentioned above.

[0179] The resin composition may further include a filler component. The term filler component means a component consisting of a filler, i.e., a component containing only a filler.

[0180] In one example, the filler component may contain two or more fillers having different average particle sizes. In one example, the filler component may contain three or more fillers having different average particle sizes, or may consist of three to six, three to five, three to four, or three fillers having different average particle sizes. That is, in one example, the filler component may contain only three to six, three to five, three to four, or three fillers having different average particle sizes.

[0181] In another example, the filler component can exhibit at least two peaks in a particle size distribution volume curve measured using laser diffraction. In one example, the filler component can exhibit three or more peaks, or three to six, three to five, three to four, or three peaks in a particle size distribution volume curve. For example, the range of filler components exhibiting three peaks does not include filler components exhibiting one, two, or four or more peaks.

[0182] The average particle size of the filler in the present application refers to the particle size at which the cumulative volume reaches 50% on the volume curve of the particle size distribution measured by laser diffraction, which is also called the median diameter. That is, in the present application, the particle size distribution is determined on a volume basis by laser diffraction, and the particle size at the point where the cumulative value reaches 50% on the cumulative curve with the total volume set to 100% is defined as the average particle size. In other examples, this average particle size may also be called the median particle size or D50 particle size.

[0183] Therefore, the two fillers having different average particle sizes may mean fillers having different particle sizes at the point where the cumulative value reaches 50% on the volume curve of the particle size distribution.

[0184] Typically, when two or more fillers with 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 will show peaks corresponding to the types of fillers mixed. Therefore, for example, if a filler component is formed by mixing three fillers with different average particle sizes, the volume curve of the particle size distribution for the filler component measured using laser diffraction will show three peaks.

[0185] The filler component of the resin composition of the present application may be a thermally conductive filler component. The term thermally conductive filler component means a filler component that functions to cause the resin composition or a cured product thereof to exhibit the above-mentioned thermal conductivity.

[0186] In one example, the filler component may include at least a first filler having an average particle size of 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.

[0187] The lower limit of the average particle size of the first filler may be about 62 μm, 64 μm, 66 μm, or about 68 μm, and the upper limit may be about 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 may be less than or equal to any of the upper limits mentioned above, or greater than or equal to any of the lower limits mentioned above, or greater than or equal to any of the lower limits mentioned above but less than or equal to any of the upper limits mentioned above.

[0188] 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 may be about 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 may be less than or equal to any of the upper limits mentioned above, or may be greater than or equal to or exceed any of the lower limits mentioned above, or may be greater than or equal to or exceed any of the lower limits but less than or equal to any of the upper limits mentioned above.

[0189] The lower limit of the average particle size 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 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 may be less than or equal to any of the above-mentioned upper limits, or greater than or equal to any of the above-mentioned lower limits, or may be greater than or equal to any of the above-mentioned lower limits but less than or equal to any of the above-mentioned upper limits.

[0190] 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 may be within the range of 25-300.

[0191] In one example, when the filler component contains two or more fillers with different average particle sizes, the third filler may be the filler with the smallest average particle size among the fillers contained in the filler component, and when the filler component contains two or more fillers with different average particle sizes, the first filler may be the filler with the largest average particle size among the fillers contained in the filler component. In this state, the particle size ratio can be satisfied.

[0192] 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 equal to any of the upper limits mentioned above, or greater than or equal to any of the lower limits mentioned above, or greater than or equal to or exceeding any of the lower limits mentioned above while being less than or equal to any of the upper limits mentioned above.

[0193] In the filler component, the lower limit of the ratio (D1 / D2) of the average particle size (D1) of the first filler to the average particle size (D2) of the second filler may be about 3, 3.1, 3.2, 3.3, 3.4, or 3.5, and the upper limit 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 equal to any of the upper limits mentioned above, or greater than or equal to any of the lower limits mentioned above, or may be greater than or equal to any of the lower limits but less than or equal to any of the upper limits mentioned above.

[0194] Examples of the filler that can be used include ceramic fillers such as aluminum oxide (alumina: Al2O3), aluminum nitride (AlN), boron nitride (BN), silicon nitride (Si3N4), silicon carbide (SiC), beryllium oxide (BeO), zinc oxide (ZnO), magnesium oxide (MgO), aluminum hydroxide (Al(OH)3), magnesium hydroxide (Mg(OH)2), calcium carbonate (CaCO3), calcium hydroxide (Ca(OH)2), hydromagnesite, and / or bohemite. Such fillers are advantageous in satisfying the thermal conductivity requirements described above, and the use of ceramic fillers can also satisfy the aforementioned insulation properties.

[0195] The upper limit of the ratio 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 ratio may be less than or equal to any of the upper limits mentioned above, or greater than or equal to any of the lower limits mentioned above, or greater than or equal to or exceeding any of the lower limits mentioned above while being less than or equal to any of the upper limits mentioned above.

[0196] When the resin composition is a one-component resin composition, the content of the filler component is a ratio 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 ratio based on the total weight of the base part and the curing agent part of the two-component resin composition, or may be a ratio based on the total weight of the base part or the curing agent part alone.

[0197] When the resin composition is a two-component resin composition, it may be appropriate to divide the filler component to be applied to the final cured product into substantially equal amounts and introduce it into each of the base part and the curing agent part.

[0198] The filler component may contain various types of fillers in addition to the thermally conductive filler, if necessary. For example, carbon fillers such as graphite, fumed silica, or clay may be used.

[0199] The resin composition may further contain necessary components in addition to the components described above.

[0200] In one example, the resin composition may further include a plasticizer. As mentioned above, in this application, low adhesion to certain materials can be ensured without adding a plasticizer, but a small amount of plasticizer may be added if necessary.

[0201] There are no particular limitations on the type of plasticizer that can be used, and examples thereof include phthalate-based plasticizers such as dioctyl phthalate (DOP), dibutyl phthalate (DBP), butylbenzyl phthalate (BBP), diisononyl phthalate (DINP), and polyethylene terephthalate (PET), adipate-based plasticizers such as dioctyl adipate (DOA) and diisononyl adipate (DINA), fatty acid-based plasticizers, phosphate-based plasticizers, and polyester-based plasticizers.

[0202] When a plasticizer is contained, its ratio may be adjusted depending on the purpose. For example, when the plasticizer is contained, 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 parts 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 thereof may be about 500 parts by weight. 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 ratio may be less than or equal to any of the upper limits mentioned above, or greater than or equal to any of the lower limits mentioned above, or may be greater than or equal to any of the lower limits mentioned above but less than or equal to any of the upper limits mentioned above.

[0203] In other examples, when the plasticizer is contained, the lower limit of the ratio of the plasticizer relative to 100 parts by weight of the total of the oil-modified polyol and the oil-modified alcohol (oil-modified component) may be about 0.5 parts 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 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 equal to any of the upper limits mentioned above, or greater than or equal to any of the lower limits mentioned above, or may be greater than or equal to any of the lower limits mentioned above but less than or equal to any of the upper limits mentioned above.

[0204] The ratio may be varied depending on the composition of the overall resin composition and the desired application.

[0205] In addition to the above components, the resin composition may contain additional components as needed. Examples of the additional components include a catalyst that assists or accelerates the curing reaction, a viscosity adjuster (e.g., a thixotropy-imparting agent, a diluent, etc.) for adjusting the viscosity, for example, for increasing or decreasing the viscosity or adjusting the viscosity due to shear force, a dispersant, a surface treatment agent, or a coupling agent.

[0206] The resin composition may further include a flame retardant or a flame retardant assistant, etc. In this case, a known flame retardant may be used without particular limitation, and for example, a solid-phase filler-type flame retardant or a liquid flame retardant may be applied.

[0207] Examples of flame retardants include organic flame retardants such as melamine cyanurate and inorganic flame retardants such as magnesium hydroxide. When a large amount of filler is added to the resin layer, a liquid flame retardant material (such as TEP, triethyl phosphate, or TCPP, tris(1,3-chloro-2-propyl)phosphate) may be used. A silane coupling agent may also be added to act as a flame retardant enhancer.

[0208] The resin composition may be a one-component composition as described above, or may be a two-component composition. In the case of a two-component composition, the components of the resin composition may be contained in a physically separated base part and curing agent part.

[0209] In one example, the present application relates to a composition (two-component composition) in which the resin composition is a two-component resin composition.

[0210] Such two-part compositions may include at least a base part and a curing agent part, which may be physically separate from one another. When the physically separate base part and curing agent part are mixed, a curing reaction may be initiated, resulting in the formation of polyurethane.

[0211] In the two-component composition, the base part may contain at least the oil-modified polyol compound, and the curing agent part may contain at least the polyisocyanate.

[0212] When the resin composition contains the oil-modified alcohol compound and / or general polyol compound, this compound may be contained in, for example, the main component.

[0213] The filler component may be contained in either the base part or the curing agent part, or may be contained in both the base part and the curing agent part. When the filler component is contained in both the base part and the curing agent part, the base part and the curing agent part may contain the same amount of the filler component.

[0214] Other components such as catalysts, plasticizers, and flame retardants may be contained in the base resin and / or curing agent part as needed.

[0215] In the two-component composition, the volume ratio (P / N) of the volume (P) of the base part to the volume (N) of the hardener part may be within a range of about 0.8 to 1.2.

[0216] Such two-component compositions or their cured products may also exhibit the above-mentioned adhesive strength to aluminum and polyester, thermal conductivity, hardness, radius of curvature, insulating properties, flame retardancy, specific gravity, shrinkage rate, thermal expansion coefficient, and / or 5% weight loss temperature in thermogravimetric analysis (TGA).

[0217] The present application further relates to a product comprising the resin composition or a cured product thereof. The resin composition or a cured product thereof of the present application may be usefully applied as a heat-dissipating material. Therefore, the product may include a heat-generating component. The term "heat-generating component" refers to a component that generates heat during use, and the type of heat-generating component is not particularly limited. Typical heat-generating components include various electrical / electronic products, including battery cells, battery modules, and battery packs.

[0218] The product of the present application may include, for example, the heat-generating component and the resin composition (or the two-component composition) or its cured product adjacent to the heat-generating component.

[0219] The specific method for constructing the product of the present application is not particularly limited, and when the resin composition or two-component composition or its cured product of the present application is used as a heat dissipation material, the product may be constructed using various known methods. [Effects of the Invention]

[0220] The present application may provide a resin composition or a cured product thereof that exhibits high thermal conductivity while exhibiting low adhesion to a specific substrate. The present application may also achieve the low adhesion without using or with a minimized proportion of an adhesion-adjusting component such as a plasticizer. The present application may also provide a product containing the resin composition or a cured product thereof. [Brief explanation of the drawings]

[0221] [Figure 1] FIG. 1 shows the results of GPC (gel permeation chromatography) analysis of the oil-modified component prepared in Preparation Example 1D. [Figure 2] FIG. 2 shows the results of GPC (gel permeation chromatography) analysis of the oil-modified component prepared in Preparation Example 2. [Figure 3] FIG. 3 shows the results of GPC (gel permeation chromatography) analysis of the oil-modified component prepared in Preparation Example 3. [Figure 4] FIG. 4 shows the results of GPC (gel permeation chromatography) analysis of the oil-modified component prepared in Preparation Example 4. [Figure 5] FIG. 5 shows the results of GPC (gel permeation chromatography) analysis of the oil-modified component prepared in Preparation Example 5. DETAILED DESCRIPTION OF THE INVENTION

[0222] The present application will be described in detail below through examples, but the scope of the present application is not limited to the following examples.

[0223] The cured products mentioned below were formed by mixing the main component and curing agent parts of the resin compositions of the examples, all of which were manufactured as two-component compositions, so as to satisfy the OH / NCO equivalent ratio described in each example, and then storing the mixture at room temperature for approximately 24 hours.

[0224] 1. Thermal conductivity The thermal conductivity of the resin composition or its cured product was measured using a hot-disk method in accordance with ISO 22007-2. Specifically, a two-component mixture of the base resin and curing agent from each of the Examples and Comparative Examples, in a volume ratio of 1:1, was placed in a mold approximately 7 mm thick, and the thermal conductivity was measured in the through-plane direction using a hot-disk device. As specified in ISO 22007-2, the hot-disk device measures the temperature change (electrical resistance change) as a sensor with a double-spiral nickel wire is heated, and the thermal conductivity was measured in accordance with this standard.

[0225] 2. Measurement of adhesive strength to polyester The adhesive strength to polyester was evaluated using a test specimen prepared by adhering a PET (polyethylene terephthalate) film to an aluminum plate. The PET film was approximately 10 mm wide and 200 mm long, and the aluminum plate was 100 mm wide and 100 mm long. A resin composition was applied to the entire surface of the aluminum plate, and the PET film was attached to the resin composition and maintained at room temperature (approximately 25°C) for approximately 24 hours to prepare a test specimen. The entire width of the PET film and approximately 100 mm of its length were attached to the aluminum plate via the resin composition. With the aluminum plate of the test specimen fixed, the PET film was peeled off from the aluminum plate in the lengthwise direction, and the adhesive strength was measured. The adhesion was performed by applying a resin composition (a mixture of base and curing agents in a volume ratio of 1:1) to the aluminum plate to a thickness of about 2 mm after curing, then adhering the PET film to the resin composition layer and holding it at room temperature (about 25°C) for about 24 hours to cure the resin composition. The peeling was performed at a peeling speed of about 0.5 mm / min and a peeling angle of 180° until the PET film was completely peeled off.

[0226] 3. Measurement of adhesion strength to aluminum An uncured resin composition (a mixture of a base material and a curing agent) was coated onto the center of an aluminum substrate measuring 2 cm in width and 7 cm in length, covering a width and length of approximately 2 cm. Another aluminum substrate measuring 2 cm in width and 7 cm in length was then attached onto the coating, and the resin composition was cured while maintaining this state. The two aluminum substrates were attached at a 90-degree angle to each other. The force required to separate the upper aluminum substrate was measured by pressing the lower aluminum substrate at a speed of 0.5 mm / min while the upper aluminum substrate was fixed. The maximum force measured during this process was divided by the area of ​​the specimen to determine the adhesive strength to aluminum.

[0227] According to the measurement results, the adhesive strength to aluminum was evaluated according to the following criteria.

[0228] <Evaluation criteria> Top: Adhesion strength to aluminum is 0.1N / mm 2 below Medium: Adhesion strength to aluminum is 0.1N / mm 2 Over 0.4N / mm 2 below Bottom: Adhesion strength to aluminum is 0.4N / mm 2 excess

[0229] 4. Hardness measurement The hardness of the cured resin composition was measured using an ASKER durometer hardness tester in accordance with ASTM D 2240 and JIS K 6253 standards. A load of 1 kg or more (approximately 1.5 kg) was applied to the surface of a flat sample (resin layer) to measure the initial hardness, and the stabilized reading was confirmed after 15 seconds to evaluate the hardness.

[0230] 5. Measurement of the radius of curvature The curvature radius of the cured body was evaluated using cured bodies with width, length, and thickness of 1 cm, 10 cm, and 2 mm, respectively. The curvature radius was the minimum radius of the cylinder at which the cured body did not crack when the cured body was attached to cylinders of various radii and bent in the vertical direction.

[0231] 6. Measurement of weight-average molecular weight The weight-average molecular weight (Mw) was measured using GPC (Gel Permeation Chromatography). Specifically, the analysis target sample was placed in a 5 mL vial and diluted with a THF (tetrahydrofuran) solvent to a concentration of approximately 1 mg / mL. Then, the calibration standard sample and the analysis sample were filtered through a syringe filter (pore size: 0.45 μm) and measured. As the analysis program, ChemStation of Agilent technologies was used, and the weight-average molecular weight (Mw) could be determined by comparing the elution time of the sample with the calibration curve.

[0232] <GPC Measurement Conditions> Equipment: 1200 series of Agilent technologies Column: TL Mix.A&B of 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

[0233] Production Example 1. Manufacturing 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.

[0234]

Chemical Formula

[0235]

Chemical Formula

[0236] Trimethylolpropane and the unsaturated fatty acid linoleic 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 of the total mixture, and the mixture was stirred and maintained at 150°C for 30 minutes under inert gas purging conditions. Next, a small amount of xylene (an azeotropic solution) was added, and the mixture was heated to 190°C and reacted for more than 15 hours. The pressure was then reduced to less than 40 Torr for more than 2 hours to remove the xylene and unreacted materials. The reaction mixture was cooled and then filtered to obtain the target product.

[0237] From the results of GPC analysis of the obtained target product, it was confirmed that the oil-modified polyols A and B were present in the target product in a weight ratio of about 1:2 (A:B).

[0238] The weight average molecular weight of the target product confirmed by GPC analysis was about 1307 g / mol.

[0239] Manufacturing example 1B. The target product (oil-modified component) was synthesized in the same manner as in Production Example 1B, except that when trimethylolpropane and linoleic acid, an unsaturated fatty acid, were mixed, the weight ratio (trimethylolpropane:linoleic acid) was set to approximately 1:3.34.

[0240] From the results of GPC analysis of the obtained target product, it was confirmed that the oil-modified polyols A and B were present in the target product in a weight ratio of about 1:1.5 (A:B).

[0241] The weight average molecular weight of the target product confirmed by GPC analysis was about 1268 g / mol.

[0242] Manufacturing example 1C. The target product (oil-modified component) was synthesized in the same manner as in Production Example 1B, except that when trimethylolpropane and linoleic acid, an unsaturated fatty acid, were mixed, the weight ratio (trimethylolpropane:linoleic acid) was set to approximately 1:3.14.

[0243] From the results of GPC analysis of the obtained target product, it was confirmed that the target product contained oil-modified polyols A and B in a weight ratio of about 1:1 (A:B).

[0244] The weight average molecular weight of the target product confirmed by GPC analysis was about 1210 g / mol.

[0245] Manufacturing example 1D. The target product (oil-modified component) was synthesized in the same manner as in Production Example 1B, except that when trimethylolpropane and linoleic acid, an unsaturated fatty acid, were mixed, the weight ratio (trimethylolpropane:linoleic acid) was set to approximately 1:2.79.

[0246] From the results of GPC analysis of the obtained target product, it was confirmed that the oil-modified polyols A and B were present in the target product in a weight ratio of about 2:1 (A:B).

[0247] The weight average molecular weight of the target product confirmed by GPC analysis was about 1113 g / mol.

[0248] The following Figure 1 shows the results of GPC analysis for Preparation Example 1D.

[0249] Production example 2. A mixture (oil-modified component) of an oil-modified polyol represented by the following formula C and an oil-modified alcohol represented by the following formula D was produced in the following manner.

[0250] [ka]

[0251] In formula C, n is about 4, R1 is a substituent of formula C-1 below, and R2 is a substituent of formula C-2 below.

[0252] [ka]

[0253] In Formula D, n is about 4, R1 is a substituent of Formula C-1 below, and R2 is a substituent of Formula C-2 below.

[0254] [ka]

[0255] In formula C-1, n is about 4.

[0256] [ka]

[0257] In Chemical C-2, the * symbol indicates that the corresponding site is bound to Chemical C or D.

[0258] The following compound of formula E (PPG, manufacturer: Perstorp, product name: Polyol 3380) and linoleic acid, an unsaturated fatty acid, were mixed in a flask at a weight ratio of 1:0.83 (compound of formula E:linoleic acid).

[0259] [ka]

[0260] In formula E, n is about 4 each time, and R1 is a substituent of formula E-1 below.

[0261] [ka]

[0262] In formula E-1, n is about 4.

[0263] A catalyst (Tin(II) 2-ethylhexanoate (Sigma-Aldrich)) was added to the mixture in an amount of approximately 0.5 parts by weight based on 100 parts by weight of the total mixture, and the mixture was stirred and maintained at 150°C for 30 minutes under inert gas purging conditions. Next, a small amount of xylene, an azeotropic solution, was added, and the mixture was heated to 190°C and reacted for at least 6 hours. The pressure was then reduced to below 40 Torr for at least 1 hour to remove xylene and any unreacted materials. The reactant was then cooled and filtered to obtain the target product.

[0264] GPC analysis of the obtained target product revealed that the target product contained a polyol compound of Chemical C and an alcohol compound of Chemical D in a weight ratio of about 25:75 (C:D).

[0265] Furthermore, as a result of GPC analysis, the weight-average molecular weight of the polyol compound of Chemical C in the target product was about 600 g / mol, the weight-average molecular weight of the compound of Chemical D was about 2000 g / mol, and the weight-average molecular weight of the mixture (target product) was about 1263 g / mol.

[0266] The attached Figure 2 shows the results of GPC analysis of the target product.

[0267] Production example 3. A mixture (oil-modified component) of the oil-modified polyol compound of Chemical F and the oil-modified alcohol compound of Chemical G below was prepared in the following manner.

[0268] [ka]

[0269] In Chemical Formula F, L1 is a linear alkylene group having 5 carbon atoms, n is a number within the range of about 4 to 6, and R1 is a substituent of Chemical Formula F-1 below.

[0270] [ka]

[0271] In Chemical Formula G, L1's are linear alkylene groups each having 5 carbon atoms, n is a number within the range of about 4 to 6, and R1 is a substituent of Chemical Formula F-1 below.

[0272] [ka]

[0273] In Chemical F-1, the * symbol indicates that the corresponding site is bound to Chemical F or G.

[0274] Caprolactone-based polyester polyol (Perstorp, Capa 3031) and linoleic acid, an unsaturated fatty acid, were mixed in a flask at a weight ratio of 1:1.27 (polyol:linoleic acid).

[0275] A catalyst (Tin(II) 2-ethylhexanoate (Sigma-Aldrich)) was added to the mixture in an amount of approximately 0.5 parts by weight based on 100 parts by weight of the total mixture, and the mixture was stirred and maintained at 150°C for 30 minutes under inert gas purging conditions. Next, a small amount of xylene, an azeotropic solution, was added, and the mixture was heated to 190°C and reacted for 9 hours or more. The pressure was then reduced to 40 Torr or less for 1 hour or more to remove xylene and unreacted materials. The reactant was then cooled and filtered to obtain the target product.

[0276] GPC analysis of the obtained target product revealed that the target product contained a polyol compound of Chemical F and an alcohol compound of Chemical G in a weight ratio of about 46:54 (F:G).

[0277] Furthermore, as a result of GPC analysis, the weight-average molecular weight of the polyol compound of Chemical F in the target product was at the level of about 900 g / mol, the weight-average molecular weight of the compound of Chemical G was at the level of about 1600 g / mol, and the weight-average molecular weight of the mixture (target product) was about 1178.6 g / mol.

[0278] The attached Figure 3 shows the results of GPC analysis of the target product.

[0279] Production example 4. The oil-modified component that becomes the oil-modified polyol compound of Chemical Formula H below was produced by the following method.

[0280] [ka]

[0281] In the formula H, n and m are each greater than 0, and their sum is approximately 4.8.

[0282] Polycaprolactone polyol (Capa 3031 from Perstorp) and the saturated fatty acid isononanoic acid were mixed in a weight ratio of 1:0.53 (Capa 3031:isononanoic acid). Next, 0.1 parts by weight of a catalyst (Tin(II) 2-ethylhexanoate (Sigma-Aldrich)) was added per 100 parts by weight of the mixture, and the mixture was stirred and maintained at 150°C for 30 minutes under inert gas purging conditions. A small amount of xylene, an azeotropic solution, was then added, and the temperature was raised to 200°C. The reaction was allowed to proceed for at least 3 hours. The pressure was then reduced to below 80 Torr, and the xylene and unreacted materials were removed. The reaction mixture was cooled and filtered to obtain the target product (compound A).

[0283] As a result of GPC analysis carried out on the target product, the weight average molecular weight was found to be at the level of about 876 g / mol. Figure 4 shows the results of GPC analysis carried out on the target product.

[0284] Production example 5. The oil-modified component that becomes the oil-modified polyol compound represented by the following formula I was produced by the following method.

[0285] [ka]

[0286] In formula I, n is about 4, R4 is the substituent of formula I-1 below, and R3 is the substituent of formula I-2 below.

[0287] [ka]

[0288] In formula I-1, n is about 4.

[0289] [ka]

[0290] In Chemical I-2, the * symbol indicates that the corresponding site is bonded to Chemical I (therefore, when I-2 is bonded, an ester bond is formed with the oxygen atom bonded to R3 in Chemical I).

[0291] The compound of formula J below (PPG, manufacturer: Perstorp, product name: Polyol 3380) and isononanoic acid, a saturated fatty acid, were mixed in a flask in a weight ratio of 1:0.38 (compound of formula J:isononanoic acid).

[0292] [ka]

[0293] In formula J, n is about 4, and R4 is a substituent of formula J-1 below.

[0294] [ka]

[0295] In formula J-1, n is about 4.

[0296] A catalyst (Tin(II) 2-ethylhexanoate (Sigma-Aldrich)) was added to the mixture in an amount of 0.3 parts by weight per 100 parts by weight of the total mixture, and the mixture was stirred and maintained at 150°C for 30 minutes under inert gas purging conditions. Next, a small amount of xylene, an azeotropic solution, was added, and the temperature was raised to 190°C and reacted for 10 hours or more. The pressure was then reduced to 40 Torr or less for 1 hour or more to remove the xylene and unreacted materials. The reactant was cooled and filtered to obtain the target product.

[0297] As a result of GPC analysis carried out on the target product, the weight average molecular weight was found to be at the level of about 800 g / mol. Figure 5 shows the results of GPC analysis carried out on the target product.

[0298] Example 1 Manufacturing of the main component The main part was prepared by mixing the oil-modified component and filler component of Preparation Example 1D in a weight ratio of 11.8:88.2 (oil-modified component:filler component). The filler component was prepared by mixing a first alumina filler having an average particle size of approximately 70 μm, a second alumina filler having an average particle size of approximately 20 μm, and a third alumina filler having an average particle size of approximately 1 μm. The weight ratio during mixing was approximately 6:2:2 (first alumina filler:second alumina filler:third alumina filler).

[0299] Hardener part manufacturing Polyisocyanate (Vencorex, Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate and filler components were mixed in a weight ratio of 10.2:89.8 (polyisocyanate:filler component:) to prepare the curing agent part. The filler component was the same as the main component.

[0300] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 240.

[0301] Example 2. Manufacturing of the main component The oil-modified component of Preparation Example 1D, a general polyol (Perstorp, Capa 3091), and a filler component were mixed in a weight ratio of 11.2:0.6:88.2 (oil-modified component: general polyol: filler component) to prepare a base part. The filler component used was the same as in Example 1.

[0302] Hardener part manufacturing Polyisocyanate (Vencorex, Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate and filler components were mixed in a weight ratio of 9.8:90.2 (polyisocyanate:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0303] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 260.

[0304] Example 3 Manufacturing of the main component The oil-modified component and filler component of Preparation Example 1C were mixed in a weight ratio of 11.8:88.2 (oil-modified component:filler component) to prepare a main part. The filler component used in the above was the same as that in Example 1.

[0305] Hardener part manufacturing Polyisocyanate (Vencorex, Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate and filler components were mixed in a weight ratio of 10.2:89.8 (polyisocyanate:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0306] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 180.

[0307] Example 4. A resin composition was produced in the same manner as in Example 3, except that the base resin and curing agent parts were prepared and mixed so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base resin part to the isocyanate groups (NCO) present in the curing agent part was approximately 240.

[0308] Example 5. Manufacturing of the main component The oil-modified component of Preparation Example 1C, a general polyol (Perstorp, Capa 3091), and a filler component were mixed in a weight ratio of 11.2:0.6:88.2 (oil-modified component: general polyol: filler component) to prepare a base part. The filler component used was the same as in Example 1.

[0309] Hardener part manufacturing Polyisocyanate (Tolonate HDT-LV2, manufactured by Vencorex) was used as the curing agent. The polyisocyanate and filler component were mixed in a weight ratio of 10:90 (polyisocyanate:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0310] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 260.

[0311] Example 6 Manufacturing of the main component The oil-modified component of Preparation Example 1C, a general polyol (Perstorp, Capa 3091), and a filler component were mixed in a weight ratio of 10.6:1.2:88.2 (oil-modified component: general polyol: filler component) to prepare a base part. The filler component used was the same as in Example 1.

[0312] Hardener part manufacturing Polyisocyanate (Tolonate HDT-LV2, manufactured by Vencorex) was used as the curing agent. The polyisocyanate and filler components were mixed in a weight ratio of 10.2:89.8 (polyisocyanate:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0313] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 260.

[0314] Example 7 Manufacturing of the main component The oil-modified component of Preparation Example 1B, a general polyol (Perstorp, Capa 3091), and a filler component were mixed in a weight ratio of 10.8:0.6:88.6 (oil-modified component: general polyol: filler component) to prepare a base part. The filler component used was the same as in Example 1.

[0315] Hardener part manufacturing Polyisocyanate (Tolonate HDT-LV2, manufactured by Vencorex) was used as the curing agent. The polyisocyanate and filler component were mixed in a weight ratio of 10.3:88.7 (polyisocyanate:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0316] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 180.

[0317] Example 8 Manufacturing of the main component The main component was prepared by mixing the oil-modified component of Preparation Example 1B, a general polyol (Perstorp, Capa 3091), and a filler component in a weight ratio of 10.5:1.5:88 (oil-modified component: general polyol: filler component). The filler component used was the same as in Example 1.

[0318] Hardener part manufacturing Polyisocyanate (Tolonate HDT-LV2, manufactured by Vencorex) was used as the curing agent. The polyisocyanate and filler component were mixed in a weight ratio of 10:90 (polyisocyanate:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0319] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 180.

[0320] Example 9. Manufacturing of the main component The oil-modified component of Preparation Example 1B, a general polyol (Perstorp, Capa 3091), and a filler component were mixed in a weight ratio of 10.6:1.2:88.2 (oil-modified polyol: general polyol: filler component) to prepare the main part. The filler component used was the same as in Example 1.

[0321] Hardener part manufacturing Polyisocyanate (Tolonate HDT-LV2, manufactured by Vencorex) was used as the curing agent. The polyisocyanate and filler components were mixed in a weight ratio of 9.8:90.2 (polyisocyanate:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0322] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 260.

[0323] The results of physical property evaluation for each of the above examples are summarized in Table 1 below.

[0324] [Table 1] Example 10. Preparation of main component The oil-modified component and the filler component prepared in Preparation Example 2 were mixed in a weight ratio of 11.8:88.2 (oil-modified component:filler component) to prepare a main part. The same filler component as in Example 1 was used as the filler component.

[0325] Hardener part manufacturing Polyisocyanate (Tolonate HDT-LV2, manufactured by Vencorex) was used as the curing agent. The polyisocyanate and filler components were mixed in a weight ratio of 9.8:90.2 (polyisocyanate:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0326] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 100.

[0327] Example 11 Manufacturing of the main component The oil-modified component and filler component prepared in Preparation Example 2 were mixed in a weight ratio of 11.8:88.2 (oil-modified component:filler component) to prepare a main part. The filler component used in the above was the same as the filler component used in Example 10.

[0328] Hardener part manufacturing Polyisocyanate (Vencorex, Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate, plasticizer (diisononyl adipate, DINA), and filler component were mixed in a weight ratio of 4.0:5.9:90.1 (polyisocyanate:plasticizer:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0329] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 100.

[0330] Example 12 Manufacturing of the main component The oil-modifying component prepared in Preparation Example 2, a plasticizer (diisononyl adipate, DINA), and a filler component were mixed in a weight ratio of 10.6:1.2:88.2 (oil-modifying component:plasticizer:filler component) to prepare a main component. The filler component used in the above was the same as that used in Example 10.

[0331] Hardener part manufacturing Polyisocyanate (Vencorex, Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate, plasticizer (diisononyl adipate, DINA), and filler component were mixed in a weight ratio of 3.5:6.4:90.1 (polyisocyanate:plasticizer:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0332] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 100.

[0333] Example 13 Manufacturing of the main component The oil-modifying component prepared in Preparation Example 2, a plasticizer (diisononyl adipate, DINA), and a filler component were mixed in a weight ratio of 9.4:2.4:88.2 (oil-modifying component:plasticizer:filler component) to prepare a main component. The filler component used in the above was the same as that used in Example 10.

[0334] Hardener part manufacturing Polyisocyanate (Tolonate HDT-LV2, manufactured by Vencorex) was used as the curing agent. The polyisocyanate, plasticizer (diisononyl adipate, DINA), and filler component were mixed in a weight ratio of 3.2:6.7:90.1 (polyisocyanate:plasticizer:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0335] Production of resin compositions The base material and curing agent were mixed and then held at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) in the base material to the isocyanate groups (NCO) in the curing agent was approximately 100.

[0336] Example 14. Manufacturing of the main component The oil-modified component and the filler component prepared in Preparation Example 2 were mixed in a weight ratio of 11.1:88.9 (oil-modified component:filler component) to prepare a main part. The filler component used in the above was the same as the filler component used in Example 10.

[0337] Hardener part manufacturing Polyisocyanate (Tolonate HDT-LV2, manufactured by Vencorex) was used as the curing agent. The polyisocyanate and filler component were mixed in a weight ratio of 11:89 (polyisocyanate:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0338] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 100.

[0339] Example 15. Manufacturing of the main component The oil-modifying component prepared in Preparation Example 3, a plasticizer (diisononyl adipate, DINA), and a filler component were mixed in a weight ratio of 10.1:15.2:88.3 (oil-modifying component:plasticizer:filler component) to prepare a main component. The filler component used in the preparation was the same as that used in Example 10.

[0340] Hardener part manufacturing Polyisocyanate (Tolonate HDT-LV2, manufactured by Vencorex) was used as the curing agent. The polyisocyanate, plasticizer (diisononyl adipate, DINA), and filler component were mixed in a weight ratio of 4.6:4.0:91.4 (polyisocyanate:plasticizer:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0341] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 100.

[0342] Example 16. Manufacturing of the main component The oil-modifying component prepared in Preparation Example 4, a plasticizer (diisononyl adipate, DINA), and a filler component were mixed in a weight ratio of 10.1:1.9:88.0 (oil-modifying component:plasticizer:filler component) to prepare a main component. The filler component used in the above was the same as that used in Example 10.

[0343] Hardener part manufacturing Polyisocyanate (Tolonate HDT-LV2, manufactured by Vencorex) was used as the curing agent. The polyisocyanate, plasticizer, and filler components were mixed in a weight ratio of 4.5:4.8:90.7 (polyisocyanate:filler component) to prepare the curing agent part. The filler component was the same as the main component.

[0344] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 100.

[0345] The evaluation results for the resin composition are summarized in Table 2 below.

[0346] [Table 2]

[0347] Example 17. Preparation of main component The main part was prepared by mixing the oil-modified component of Preparation Example 5, the filler component, and the plasticizer (diisononyl adipate) in a weight ratio of 10:89:1 (oil-modified component:filler component:plasticizer). The filler component used in Preparation Example 5 was the same as that used in Example 1.

[0348] Hardener part manufacturing Polyisocyanate (Tolonate HDT-LV2, manufactured by Vencorex) was used as the curing agent. The polyisocyanate, filler component, and plasticizer (diisononyl adipate) were mixed in a weight ratio of 5:5:90 (polyisocyanate:filler component:plasticizer) to prepare the curing agent part. The filler component used in Example 1 was the same as that used in Example 1.

[0349] Production of resin compositions and cured products The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 100.

[0350] Example 18. A resin composition (curable composition) was prepared by preparing a base part and a curing agent part in the same manner as in Example 17. The base part and the curing agent part were mixed and then kept at room temperature to form a cured product. The mixing was performed so that the equivalent ratio (OH / NCO) of the hydroxyl group (OH) present in the base part to the isocyanate group (NCO) present in the curing agent part was approximately 170.

[0351] Example 19. Manufacturing of the main component The oil-modified component, filler component, and plasticizer (diisononyl adipate) of Preparation Example 4 were mixed in a weight ratio of 9.7:89:1.3 (oil-modified component:filler component:plasticizer) to prepare a base part. The same filler component as in Example 1 was used as the filler component.

[0352] Hardener part manufacturing Polyisocyanate (Tolonate HDT-LV2, manufactured by Vencorex) was used as the curing agent. The polyisocyanate, filler component, and plasticizer (diisononyl adipate) were mixed in a weight ratio of 5:5:90 (polyisocyanate:filler component:plasticizer) to prepare the curing agent part. The filler component used in Example 1 was the same as that used in Example 1.

[0353] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 170.

[0354] Example 20. Manufacturing of the main component The oil-modified component of Preparation Example 4, a general polyol compound (Kuraray Co., Ltd., F-2010), a filler component, and a plasticizer (diisononyl adipate) were mixed in a weight ratio of 11.4:1.1:87:0.5 (oil-modified component: general polyol compound: filler component: plasticizer) to prepare a base part. The same filler component as in Example 1 was used as the filler component.

[0355] Hardener part manufacturing Polyisocyanate (Vencorex, Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate, filler component, and plasticizer (diisononyl adipate) were mixed in a weight ratio of 5:5:90 (polyisocyanate:filler component:plasticizer) to prepare the curing agent part. The filler component used in Example 1 was the same as that used in Example 1.

[0356] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 179.

[0357] Example 21. A resin composition (curable composition) was prepared by preparing a base part and a curing agent part in the same manner as in Example 20. The base part and the curing agent part were mixed and then kept at room temperature to form a cured product. The mixing was performed so that the equivalent ratio (OH / NCO) of the hydroxyl group (OH) present in the base part to the isocyanate group (NCO) present in the curing agent part was approximately 157.

[0358] Example 22. A resin composition (curable composition) was prepared by preparing a base part and a curing agent part in the same manner as in Example 20. The base part and the curing agent part were mixed and then kept at room temperature to form a cured product. The mixing was performed so that the equivalent ratio (OH / NCO) of the hydroxyl group (OH) present in the base part to the isocyanate group (NCO) present in the curing agent part was approximately 140.

[0359] Example 23. Manufacturing of the main component The oil-modified component of Preparation Example 4, a general polyol compound (Kuraray Co., Ltd., F-2010), a filler component, and a plasticizer (diisononyl adipate) were mixed in a weight ratio of 7.4:3.2:87:2.4 (oil-modified component: general polyol compound: filler component: plasticizer) to prepare a base part. The same filler component as in Example 1 was used as the filler component.

[0360] Hardener part manufacturing Polyisocyanate (Vencorex, Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate, filler component, and plasticizer (diisononyl adipate) were mixed in a weight ratio of 5:5:90 (polyisocyanate:filler component:plasticizer) to prepare the curing agent part. The filler component used in Example 1 was the same as that used in Example 1.

[0361] Production of resin compositions The base and curing agent parts were prepared separately to produce a resin composition (curable composition), and the base and curing agent parts were mixed and then kept at room temperature to form a cured product. The mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxyl groups (OH) present in the base part to the isocyanate groups (NCO) present in the curing agent part was approximately 170.

[0362] Example 24. A resin composition (curable composition) was prepared by preparing a base part and a curing agent part in the same manner as in Example 23. The base part and the curing agent part were mixed and then kept at room temperature to form a cured product. The mixing was performed so that the equivalent ratio (OH / NCO) of the hydroxyl group (OH) present in the base part to the isocyanate group (NCO) present in the curing agent part was approximately 140.

[0363] The physical property evaluation results for each of the above examples are summarized in Table 3 below.

[0364] Table 3

Claims

1. Contains a polyol component and a filler, A curable composition that forms a cured body having a radius of curvature of 20 mm or less.

2. Adhesion strength to aluminum is 0.1 N / mm ２ The curable composition according to claim 1 , which forms the following cured product:

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

4. The curable composition according to claim 1 , which forms a cured product having a Shore OO hardness of 95 or less.

5. The curable composition according to claim 1 , wherein the polyol component comprises a polyol compound having at least one terminal linear or branched hydrocarbon group having 3 or more carbon atoms.

6. The curable composition according to claim 1 , wherein the polyol component comprises a polyol compound having at least one substituent of the following formula 1 at its terminal. 【Chemistry 1】 In Chemical Formula 1, R is a straight or branched chain hydrocarbon group having 3 or more carbon atoms.

7. The curable composition according to claim 5 , wherein the polyol compound has a polyester skeleton or a polyether skeleton.

8. The curable composition according to claim 5 , wherein the polyol compound has a polycaprolactone skeleton or a polyalkylene skeleton.

9. The curable composition according to claim 1, wherein the polyol component comprises a polyol compound having a weight average molecular weight in the range of 100 g / mol to 5000 g / mol.

10. The curable composition of claim 1 further comprising a compound containing a straight or branched chain hydrocarbon group having 3 or more carbon atoms and one hydroxyl.

11. The curable composition of claim 1 further comprising a polyisocyanate.

12. The curable composition of claim 1 further comprising a plasticizer.

13. The curable composition of claim 12, wherein the plasticizer is an adipate-based plasticizer, a fatty acid-based plasticizer, a phosphate-based plasticizer, or a polyester-based plasticizer.

14. 14. The curable composition of any one of claims 1 to 13, wherein the filler is aluminum hydroxide, magnesium hydroxide, calcium hydroxide, hydromagnesite, magnesia, alumina, aluminum nitride, boron nitride, silicon nitride, silicon carbide, zinc oxide, or beryllium oxide.

15. a base part including a polyol component and a filler; a hardener part including a hardener component and a filler; A two-component composition that forms a cured body having a radius of curvature of 20 mm or less.

16. A product comprising a heat-generating component and a cured product of the curable composition according to any one of claims 1 to 13 or the two-component composition according to claim 15, which is present adjacent to the heat-generating component.

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