Hardening composition

Abstract

The present application relates to a resin composition and uses thereof. The present application may provide a resin composition or a cured product thereof that exhibits high thermal conductivity and low adhesive strength to a predetermined adherend. The present application may also achieve the low adhesive strength without using an adhesive strength adjusting component such as a plasticizer, or with the proportion of such an adhesive strength adjusting component minimized. The present application may further provide uses of the resin composition or a cured product thereof.

Description

Technical Field

[0001] This application relates to a curable composition.

Background Art

[0002] As the number of electrical or electronic devices that require heat management, such as batteries, increases, the importance of heat dissipation materials is growing.

[0003] Various types of heat dissipation materials are known. As one of the conventional heat dissipation materials, a material in which a heat conductive filler is filled in a resin binder is known (for example, Patent Document 1).

[0004] In the heat dissipation material as described above, as the resin binder, usually, a silicone resin, a polyolefin resin, an acrylic resin, an epoxy resin, or the like is used.

[0005] A heat dissipation material is basically required to have excellent thermal conductivity, and additional functions are also required depending on the application. For example, depending on the application, it may be required to exhibit a low adhesive force to a specific adherend together with high thermal conductivity of the heat dissipation material.

[0006] For example, when it is necessary to replace parts in the product that come into contact with the heat dissipation material, or when it is necessary to change the position of the heat dissipation material during the process, the heat dissipation material needs to exhibit a low adhesive force.

[0007] Among the known heat dissipation materials, a material that exhibits a low adhesive force is a material in which a silicone resin is applied as the resin binder. However, silicone resins are relatively expensive. In addition, since silicone resins contain components that induce contact failures when applied to electronic / electrical products, their applications are limited.

[0008] The polyurethane material also applied in Patent Document 1 can form a heat dissipation material having high thermal conductivity and has various other advantages, but it is a material that exhibits a high adhesive force to most adherends.

[0009] As a method for reducing the adhesive strength of a material exhibiting high adhesive strength, there is a method of blending a component known as a so-called plasticizer. However, the plasticizer blended in a large amount for controlling the adhesive strength has problems such as a decrease in the inherent advantages of the material itself or elution during the use process.

Prior Art Documents

Patent Documents

[0010]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0011] The present application aims to provide a curable composition. One object of the present application is to make the composition or its cured body exhibit a low adhesive strength to a predetermined adherend while showing a high thermal conductivity. Further, the object of the present application includes achieving the above - mentioned low adhesive strength without using an adhesion - adjusting component such as a plasticizer or minimizing its usage ratio.

[0012] One object of the present application is to further provide a product including the composition or its cured body.

Means for Solving the Problems

[0013] Among the physical properties mentioned in this specification, when the measurement temperature affects the result, unless otherwise specified, the physical property is the physical property measured at room temperature. The term "room temperature" refers to the natural temperature without heating and cooling, and usually means any temperature within the range of about 10°C to 30°C or a temperature of about 23°C or about 25°C. Also, unless otherwise specified in this specification, the unit of temperature is °C.

[0014] Among the physical properties mentioned in this specification, when the measurement pressure affects the results, unless otherwise specified, the physical properties are those measured under normal pressure. The term "normal pressure" refers to the natural pressure without being pressurized or depressurized, and usually, the pressure within the range of about 700 mmHg to 800 mmHg is generally referred to as normal pressure.

[0015] This application relates to a resin composition. The term "resin composition" means a composition containing components known as resins in the industry or a composition that does not contain resins but contains components capable of forming resins through a curing reaction or the like.

[0016] Therefore, in this specification, the scope of the term "resin" or "resin component" includes not only components generally known as resins but also components capable of forming resins through a curing and / or polymerization reaction.

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

[0018] When the resin composition of this application is a curable resin composition, the resin composition may be a one-component type or a two-component type resin composition. The term "one-component type resin composition" means a resin composition in which the components participating in curing are contained in a state where they are physically in contact with each other, and the term "two-component type resin composition" may mean a resin composition in which at least a part of the components participating in curing are physically separated and contained.

[0019] When the resin composition of this application is a curable resin composition, the resin composition may be a room temperature curable type, a heat curable type, an energy ray curable type, and / or a moisture curable type. The term "room temperature curable type" refers to a resin composition in which the curing reaction can start and / or proceed at room temperature, the term "heat curable type" refers to a resin composition in which the curing reaction can start and / or proceed by the application of heat, the term "energy ray curable type" refers to a resin composition in which the curing reaction can start and / or proceed by the irradiation of energy rays (for example, ultraviolet rays, electron beams, etc.), and the term "moisture curable type" refers to a resin composition in which the curing reaction can start and / or proceed in the presence of moisture.

[0020] The resin composition of the present application may be a solvent type or a solventless type. Considering aspects such as application efficiency and environmental load, it is appropriate to be a solventless type.

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

[0022] The resin composition of the present application may exhibit low adhesion to a specific adherend or may form a cured body that can exhibit low adhesion. Such a resin composition of the present application may be a polyurethane composition. Polyurethane is known as an adhesive material capable of exhibiting excellent adhesiveness to various adherends. Therefore, as a method for making a polyurethane composition exhibit low adhesion to an adherend, usually, a method of introducing a component that reduces adhesion, such as a plasticizer, is used. When applying such a component as a plasticizer, the adhesion of the polyurethane material can be reduced, but problems may occur such as reducing other physical properties that can be ensured from the polyurethane or eluting the component outside the material during the use process of the polyurethane material. However, in the present application, it is possible to achieve the low adhesion to the polyurethane material while not using or minimizing the use amount of an adhesion-reducing component such as a plasticizer. Therefore, the present application can provide a material that has the advantages of a polyurethane material and solves the problem of high adhesion that is not required according to the application.

[0023] The resin composition or its cured body can exhibit controlled adhesion to aluminum. For example, the upper limit of the adhesion to the aluminum is 1 N / mm 2 , 0.9 N / mm 2 , 0.8 N / mm 2 , 0.7 N / mm 2 , 0.6 N / mm 2 , 0.5 N / mm 2 , 0.4 N / mm 2 , 0.3 N / mm 2 , 0.2 N / mm2 、 0.1 N / mm 2 、 0.09 N / mm 2 、 0.08 N / mm 2 、 0.07 N / mm 2 、 0.06 N / mm 2 、 0.04 N / mm 2 or 0.03 N / mm 2 may also be acceptable. The lower limit of the adhesive strength to the aluminum is not particularly limited. In one example, the lower limit of the adhesive strength to the aluminum is 0 N / mm 2 、 0.0001 N / mm 2 、 0.0005 N / mm 2 、 0.001 N / mm 2 、 0.005 N / mm 2 、 0.01 N / mm 2 、 0.015 N / mm 2 、 0.02 N / mm 2 、 0.025 N / mm 2 or 0.03 N / mm 2 may be acceptable to some extent. That is, the resin composition may be a resin composition with substantially no measurable adhesive strength to aluminum, or a resin composition capable of forming a cured product with substantially no measurable adhesive strength. The adhesive strength to the aluminum is less than or equal to any of the upper limits described above, greater than or equal to or exceeding any of the lower limits described above, or greater than or equal to or exceeding any of the lower limits described above while being less than or equal to any of the upper limits described above. The adhesive strength to the aluminum can 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 force with respect to polyester. For example, the upper limit of the adhesive force with respect to the polyester may be 2,000 gf / 10 mm, 1,800 gf / 10 mm, 1,600 gf / 10 mm, 1,400 gf / 10 mm, 1,200 gf / 10 mm, 1,000 gf / 10 mm, 950 gf / 10 mm, 900 gf / 10 mm, 850 gf / 10 mm, 800 gf / 10 mm, 750 gf / 10 mm, 700 gf / 10 mm, 650 gf / 10 mm, 600 gf / 10 mm, 550 gf / 10 mm, 500 gf / 10 mm, 450 gf / 10 mm, 400 gf / 10 mm, 350 gf / 10 mm, 300 gf / 10 mm, 250 gf / 10 mm, 200 gf / 10 mm, 150 gf / 10 mm, 100 gf / 10 mm, 90 gf / 10 mm, 80 gf / 10 mm, 70 gf / 10 mm, 60 gf / 10 mm, 50 gf / 10 mm, 40 gf / 10 mm, 30 gf / 10 mm, 20 gf / 10 mm or 10 gf / 10 mm. In the present application, the lower limit of the adhesive force with respect to the polyester is not particularly limited. In one example, the lower limit of the adhesive force with respect to the polyester may be 0 gf / 10 mm. That is, the resin composition or its cured product may not substantially exhibit an adhesive force with respect to polyester. Therefore, the adhesive force of the resin composition or its cured product with respect to polyester may be 0 gf / 10 mm or more. For example, the lower limit of the adhesive force with respect to the polyester may be 0 gf / 10 mm, 5 gf / 10 mm, 10 gf / 10 mm, 15 gf / 10 mm, 20 gf / 10 mm, 25 gf / 10 mm, 30 gf / 10 mm, 35 gf / 10 mm, 40 gf / 10 mm, 45 gf / 10 mm, 50 gf / 10 mm, 55 gf / 10 mm, 60 gf / 10 mm, 65 gf / 10 mm, 70 gf / 10 mm, 75 gf / 10 mm, 80 gf / 10 mm, 85 gf / 10 mm, 90 gf / 10 mm or 95 gf / 10 mm.The adhesive strength to the polyester is equal to or less than any one of the upper limits described above, or equal to or greater than any one of the lower limits described above, or within the range that is equal to or greater than any one of the lower limits described above while being equal to or less than any one of the upper limits described above. The adhesive strength to the polyester can be measured by the method described in the examples of this specification.

[0025] The resin composition or its cured product can exhibit excellent thermal conductivity while showing the above-mentioned adhesive strength to a specific adherend (for example, aluminum and / or polyester). For example, the lower limit of the thermal conductivity of the resin composition or its cured product may be about 1.2 W / mK, 1.4 W / mK, 1.6 W / mK, 1.8 W / mK, 2.0 W / mK, 2.2 W / mK, 2.4 W / mK, 2.6 W / mK, or 2.8 W / mK. There is no particular limitation on the upper limit of the thermal conductivity. For example, the upper limit of the thermal conductivity of the resin composition or its cured product may be about 10 W / mK, 9 W / mK, 8 W / mK, 7 W / mK, 6 W / mK, 5 W / mK, 4 W / mK, or 3 W / mK. The thermal conductivity is equal to or less than any one of the upper limits described above, or equal to or greater than any one of the lower limits described above, or within the range that is equal to or greater than any one of the lower limits described above while being equal to or less than any one of the upper limits described above. The thermal conductivity of such a resin composition or its cured product can be measured by the method described in the examples below.

[0026] The resin composition or its cured product can exhibit appropriate hardness. For example, if the hardness of the resin composition or its cured product is too high, it may become overly brittle and problems may occur. Also, by adjusting the hardness of the resin composition or its cured product, impact resistance and vibration resistance can be ensured according to the intended application, and the durability of the product can be ensured.

[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 thereof may be about 0, 5, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80 or 85. The shore OO hardness is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or while being greater than or equal to or exceeding any of the lower limits described above, it may be within the range less than or equal to any of the upper limits described above. The hardness of such a resin composition or its cured product can be measured by the method disclosed in the examples described below.

[0028] The resin composition or its cured product can further exhibit appropriate flexibility. For example, by adjusting the flexibility of the resin composition or its cured product to a desired level, the applicable uses can be greatly expanded. For example, the lower limit of the radius of curvature of the resin composition or its cured product may be about 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12, and the upper limit thereof may be about 20, 19, 18, 17, 16, 15, 14, 13, 12, 11, 10, 9, 8, 7, 6, 5 or 4. The radius of curvature is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or while being greater than or equal to or exceeding any of the lower limits described above, it may be within the range less than or equal to any of the upper limits described above. The radius of curvature of such a resin composition or its cured product can be measured by the method disclosed in the examples described below. Also, unless otherwise specified, the unit of the radius of curvature in this specification is mm.

[0029] The resin composition of the present application may be insulating. That is, the resin composition may have insulation properties and / or form a cured body having insulation properties. For example, the resin composition or its cured body may have a dielectric breakdown voltage measured in accordance with ASTM D149 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. The higher the value of the dielectric breakdown voltage, the better the insulation properties, and the upper limit is not particularly limited. However, considering the composition of the resin composition, etc., the dielectric breakdown voltage may be about 50 kV / mm or less, 45 kV / mm or less, 40 kV / mm or less, 35 kV / mm or less, or about 30 kV / mm or less. The dielectric breakdown voltage as described above can be adjusted and controlled by adjusting the insulation properties of the resin composition. For example, it can be achieved by applying an insulating filler into the resin layer. Generally, among fillers, ceramic fillers are known as components that can ensure insulation properties.

[0030] The resin composition or its cured body may have flame retardancy. For example, the resin composition or its cured body can exhibit a V-0 grade in the UL94 V Test (Vertical Burning Test). Thereby, it is possible to ensure stability against fires and other accidents that are a concern depending on the application of the resin composition.

[0031] The resin composition or its cured body may have a specific gravity of 5 or less. In other examples, the specific gravity may be 4.5 or less, 4 or less, 3.5 or less, or 3 or less. A resin layer having a specific gravity within such a range is advantageous for providing a more lightweight product. The lower limit of the specific gravity is not particularly limited. For example, the specific gravity may be about 1.5 or more or 2 or more. The components added to the resin layer for the resin composition or its cured body to exhibit the specific gravity may be adjusted. For example, a filler that can ensure desired properties (such as thermal conductivity) even at a relatively low specific gravity when added, that is, a filler having a low specific gravity itself, or a method of applying a filler that has been surface-treated may be used.

[0032] The resin composition may have a low shrinkage rate during the curing process or after curing. Thereby, it is possible to prevent peeling and generation of voids that may occur during the application process. The shrinkage rate may be appropriately adjusted within a range capable of exhibiting the above-described effects, and for example, may be less than 5%, less than 3% or less than about 1%. Since the lower the numerical value of the shrinkage rate, the more advantageous it is, the lower limit thereof is not particularly limited.

[0033] The resin composition or its cured product may have a low coefficient of thermal expansion (CTE). Thereby, it is possible to prevent peeling and generation of voids that may occur during application or use. The coefficient of thermal expansion may be appropriately adjusted within a range capable of exhibiting the above-described effects, and for example, may be less than 300 ppm / K, less than 250 ppm / K, less than 200 ppm / K, less than 150 ppm / K or less than about 100 ppm / K. Since the lower the numerical value of the coefficient of thermal expansion, the more advantageous it is, the lower limit thereof is not particularly limited.

[0034] The resin composition or its cured product may further have a 5% weight loss temperature in thermogravimetric analysis (TGA) of 400 °C or higher, or an 800 °C residue of 70% by weight or higher. Such properties can further improve the stability at high temperatures. The 800 °C residue may, in other examples, 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. The 800 °C residue may, in other examples, be about 99% by weight or lower. The thermogravimetric analysis (TGA) can be measured within a range of 25 °C to 800 °C at a heating rate of 20 °C / min in a nitrogen ( 3 ) atmosphere at 60 cm 2 / min. The results of the thermogravimetric analysis (TGA) can also be achieved through adjustment of the composition of the resin composition. For example, the 800 °C residue usually depends on the type or ratio of the filler contained in the resin composition, and when an excessive amount of filler is included, the residue increases.

[0035] The resin composition may contain a hydroxy group-functional component. The term "hydroxy group-functional component" may mean a compound having all the hydroxy groups present in the resin composition. Therefore, when there is one kind of compound having a hydroxy group in the resin composition, that compound becomes the hydroxy group-functional component, and when there are two or more kinds of compounds having a hydroxy group in the resin composition, a mixture of the two or more kinds of compounds becomes 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, oil-modified polyol compounds, general polyol compounds, and oil-modified alcohol compounds.

[0037] The resin composition of the present application may contain a polyol component. The polyol component may mean all the polyol compounds present in the resin composition. Therefore, when the resin composition has only one kind of polyol compound, that one kind of polyol compound becomes the polyol component, and when it contains two or more kinds of polyol compounds, a mixture of the two or more kinds of polyol compounds may become the polyol component.

[0038] The polyol component of the resin composition of the present application may contain a polyol compound. The term polyol compound means a compound containing two or more hydroxy groups. Such a compound is sometimes called a polyfunctional polyol compound. Such a polyol compound may be a monomolecular, oligomeric or polymeric compound. The number of the hydroxy groups contained in the polyol compound is not particularly limited. However, in one example, the lower limit of the number of the hydroxy groups per molecule of the polyol compound may be 2 or 3, and the upper limit thereof may be about 10, 9, 8, 7, 6, 5, 4, 3 or 2. The number of the hydroxy groups of the polyol compound is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or greater than or equal to or exceeding any of the lower limits described above while being within the range less than or equal to any of the upper limits described above.

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

[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 simultaneously containing an oil group. In the above, the oil group may be a linear or branched hydrocarbon group having 3 or more carbon atoms. Whether the polyol compound contains the hydrocarbon group is usually 1 confirmable through 1H NMR, 1The presence and number of the hydrocarbon groups can be confirmed based on the peaks existing in the range of 4 ppm to 5 ppm in the ¹H NMR. Such polyol compounds may be monomolecular, oligomeric or polymeric compounds. By applying such oil-modified polyol compounds, it is possible to form a polyurethane material and ensure a low adhesive force to a specific material without using an adhesive force reducing component such as a plasticizer or while minimizing the amount thereof.

[0041] The lower limit of the number of carbon atoms of 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 thereof may be 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 about 10. The number of carbon atoms is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or while being greater than or equal to or exceeding any of the lower limits described above, it may be within the range less than or equal to any of the upper limits described above.

[0042] The linear or branched hydrocarbon group may or may not contain a double bond. When containing a double bond, this 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, or an alkynyl group. In one example, the hydrocarbon group may be bonded to the polyol compound via a carbonyl group or a carbonyloxy group. In that case, the hydrocarbon group may be an alkylcarbonyl group, an alkenylcarbonyl group, an alkynylcarbonyl group, an alkylcarbonyloxy group, an alkenylcarbonyloxy group, or an alkynylcarbonyloxy group. In the above, the lower limit of the number of carbon atoms of the alkyl group, alkenyl group, or alkynyl group may be about 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, or 17, and the upper limit thereof may be about 50, 49, 48, 47, 46, 45, 44, 43, 42, 41, 40, 39, 38, 37, 36, 35, 34, 33, 32, 31, 30, 29, 28, 27, 26, 25, 24, 23, 22, 21, 20, 19, 18, 17, 16, 15, 14, 13, 12, 11, or 10. The number of carbon atoms is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or greater than or equal to or exceeding any of the lower limits described above while being within the range less than or equal to any of the upper limits described 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. When a substituent is present, the type of the substituent is not particularly limited, and for example, a halogen atom such as fluorine can be exemplified as the substituent.

[0045] In one example, the hydrocarbon group may be included in the substituent of Chemical Formula 1 below.

[0046]

Chemical Formula

[0047] In Chemical Formula 1, R is a hydrocarbon group having 3 or more carbon atoms and being linear or branched. In Chemical Formula 1, the * mark means that this part is bonded to the polyol compound. Therefore, an oxygen atom may be bonded to the polyol compound in the substituent of Chemical Formula 1.

[0048] The specific types of the hydrocarbon group that is R in Chemical Formula 1 are as described above. Therefore, the content regarding the number, type, form, and substituent of the carbon atoms of the hydrocarbon group described above may be applied in the same manner as described above.

[0049] The number of the hydrocarbon groups that are the oil groups contained in the polyol compound is not particularly limited. In one example, the lower limit of the number of the hydrocarbon groups contained in the oil-modified polyol compound may be 1 or 2 per molecule, and the upper limit thereof may be about 10, 9, 8, 7, 6, 5, 4, 3, or 2 per molecule. The number of the hydrocarbon groups is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or while being greater than or equal to or exceeding any of the lower limits described above, it may be within the range less than or equal to any of the upper limits described above.

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

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

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

[0053] In other examples, the polyol compound may be a compound having a polyester backbone or a polyether backbone. In this case, the polyol compound may be an oligomeric compound or a polymeric compound.

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

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

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

[0057] In one example, the polyester backbone may be a backbone having a repeating unit represented by Chemical Formula 2 below.

[0058]

Chemical Formula

[0059] In Chemical Formula 2, X 1 and X 2 are each independently a single bond or an oxygen atom, L 1 may be an alkylene group, and n is an arbitrary number.

[0060] In this specification, the single bond of a term means the case where no atom exists at the site.

[0061] Also, 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 this may be linear or branched.

[0062] As described later, in one example, the polyester skeleton may be a polycaprolactone skeleton. In this case, in Chemical Formula 2, L 1 may be a linear alkylene group having 5 carbon atoms.

[0063] In this specification, the term alkylene group means a divalent substituent formed by detaching two hydrogen atoms from an alkane. At this time, the two hydrogen atoms may each detach from another carbon atom of the alkane, or the alkane may detach from one carbon atom.

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

[0065] The lower limit of n in Chemical Formula 2 may be about 1, 3, 5, 7, 9, 11, 13, 15, 17, 19, 21, or 23, and the upper limit may be about 25, 23, 21, 19, 17, 15, 13, 11, 9, 7, 5, or 3. The n is less than or equal to any of the above-mentioned upper limits, or greater than or equal to any of the above-mentioned lower limits, or while being greater than or equal to any of the above-mentioned lower limits, it may be within the range less than or equal to any of the above-mentioned upper limits.

[0066] The backbone of the second chemical formula is the backbone of a polyester polyol, and it may be the backbone of a so-called carboxylic acid polyol or the backbone of a caprolactone polyol. Such a backbone may be formed by a known method. For example, the backbone of the carboxylic acid polyol may be formed by reacting a component containing a carboxylic acid and a polyol (e.g., diol or triol, etc.), and the backbone of the caprolactone polyol may be formed by reacting a component containing caprolactone and a polyol (e.g., diol or triol, etc.). The carboxylic acid may be a dicarboxylic acid.

[0067] In the polyol compound having the backbone of the second chemical formula, the hydroxy group or the aforementioned hydrocarbon group may be present at the end of the backbone of the second chemical formula.

[0068] In this case, the backbone of the second chemical formula is represented by the following chemical formula 3.

[0069]

Chemical formula

[0070] In Chemical formula 3, X 1 , X 2 , L 1 and n are as defined in Chemical formula 2, and R 1 may be a hydroxy group or a substituent of the following Chemical formula 4.

[0071]

Chemical formula

[0072] In Chemical formula 4, X 3 is a single bond or an oxygen atom, and R is the same as R in Chemical formula 1.

[0073] In Chemical formula 3, when R 1 is a hydroxy group, X 1 is a single bond, and when R 1 is the substituent of Chemical formula 4, X 1 and X 3One of them is a single bond and the other is an oxygen atom.

[0074] The lower limit of the number of the 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 the skeletons is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or may be within the range of less than or equal to any of the upper limits described above while being greater than or equal to or exceeding any of the lower limits described above.

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

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

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

[0078] Such hydrocarbon compounds as alkanes, alkenes or alkynes may be linear, branched or cyclic. Further, the hydroxy group and / or the skeleton of Chemical Formula 3 may be substituted on the same carbon atom or different carbon atoms in the alkane, alkene or alkyne.

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

[0080]

Chemical Formula

[0081] In Chemical Formula 5, X 4 and X 5 are each independently a single bond or an oxygen atom, and L 2 may be an alkylene group, and m is an arbitrary number.

[0082] In one example, the alkylene group in Chemical Formula 5 may be an alkylene group having 1 to 20 carbon atoms, 1 to 16 carbon atoms, 1 to 12 carbon atoms, 1 to 8 carbon atoms or 1 to 4 carbon atoms, and this may be linear or branched.

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

[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 is less than or equal to any of the upper limits described above, or greater than or equal to any of the lower limits described above, or within the range of being greater than or equal to any of the lower limits described above while being less than or equal to any of the upper limits described 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 terminal of the skeleton of Chemical Formula 5.

[0086] In this case, the skeleton of Chemical Formula 5 is represented by the following Chemical Formula 6.

[0087]

Chemical Formula

[0088] In Chemical Formula 6, X 4 , X 5 , L 2 and m are as defined in Chemical Formula 5, and R 2 may be a hydroxy group or a substituent of the following Chemical Formula 7.

[0089]

Chemical Formula

[0090] In Chemical Formula 7, X 6 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 R 2 is a hydroxy group, X 4 is a single bond, and when R 2 is the substituent of Chemical Formula 7, either X 4 or X 6 is a single bond and the other is an oxygen atom.

[0092] The lower limit of the number of the skeletons 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 the skeletons is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or may be within the range of less than or equal to any of the upper limits described above while being greater than or equal to or exceeding any of the lower limits described above.

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

[0094] In the above, the linear structure is a structure in which a main chain containing the skeleton of Formula 5 or 6 exists and no other polymer chains are bonded to the main chain, and the branched structure may be a form in which a chain containing the skeleton of Formula 5 or 6 is bonded as a side chain to the main chain containing the skeleton of Formula 5 or 6. The number of the chains containing the skeleton of Formula 5 or 6 bonded as a side chain in the branched 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 the polyether skeleton may be a compound in which at least a part of the hydrogen atoms of a hydrocarbon compound such as an alkane, an alkene, or an alkyne are substituted with a hydroxy group and / or the skeleton of Formula 5. The number of carbon atoms of the hydrocarbon compound such as an alkane, an alkene, or an alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0096] Such hydrocarbon compounds such as an alkane, an alkene, or an alkyne may be linear, branched, or cyclic. Further, the hydroxy group and / or the skeleton of Formula 5 may be substituted on the same carbon atom or different carbon atoms in the alkane, alkene, or alkyne.

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

[0098] For example, the lower limit of the weight average molecular weight of the above-mentioned polyol compound that is oligomeric or polymeric may be about 100 g / mol, 200 g / mol, 300 g / mol, 400 g / mol, 500 g / mol, 600 g / mol, 700 g / mol, 800 g / mol or 900 g / mol, and the upper limit thereof may be about 5000 g / mol, 4500 g / mol, 4000 g / mol, 3500 g / mol, 3000 g / mol, 2500 g / mol, 2000 g / mol, 1500 g / mol, 1000 g / mol or 800 g / mol. The weight average molecular weight is less than or below any of the above-mentioned upper limits, or is greater than or exceeds any of the above-mentioned lower limits, or while being greater than or exceeding any of the above-mentioned lower limits, it may be within the range less than or below any of the above-mentioned upper limits.

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

[0100] The oil-modified polyol compound may be present in an appropriate ratio within the resin composition. For example, the lower limit of the content of the oil-modified polyol compound in the resin composition may be about 5 wt%, 10 wt%, 15 wt%, 20 wt%, 25 wt%, 30 wt%, 35 wt%, 40 wt%, 45 wt%, 50 wt%, 55 wt%, 60 wt%, 65 wt%, 70 wt%, 75 wt%, 80 wt%, 85 wt%, 90 wt% or 95 wt%, and the upper limit thereof may be about 100 wt%, 95 wt%, 90 wt%, 85 wt%, 80 wt%, 75 wt%, 70 wt%, 65 wt%, 60 wt%, 55 wt%, 50 wt%, 45 wt%, 40 wt%, 35 wt%, 30 wt%, 25 wt% or 20 wt%. The content may be less than or below any of the upper limits described above, or may be greater than or exceed any of the lower limits described above, or may be within the range of being greater than or exceeding any of the lower limits described above while being less than or below any of the upper limits described above.

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

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

[0103] In other examples, when the resin composition contains a filler component described below, the lower limit of the content of the filler component with respect to 100 parts by weight of the filler component of the oil-modified polyol compound may be about 1 part by weight, 3 parts by weight, 5 parts by weight, 7 parts by weight, 9 parts by weight, 11 parts by weight or 13 parts by weight, and the upper limit thereof may be about 40 parts by weight, 35 parts by weight, 30 parts by weight, 25 parts by weight, 20 parts by weight, 15 parts by weight, 10 parts by weight, 8 parts by weight, 6 parts by weight, 4 parts by weight or 3 parts by weight. The content is less than or below any of the upper limits described above, or is greater than or exceeds any of the lower limits described above, or is within the range that is greater than or exceeds any of the lower limits described above while being less than or below any of the upper limits described above.

[0104] The ratio with respect to the filler component is the ratio with respect to 100 parts by weight of all the filler components contained in the resin composition in the case where the resin composition is a one-component type, and is the ratio with respect to 100 parts by weight of all the filler components present in the part (main component part or curing agent part) containing the oil-modified polyol in the case of 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% by weight, 10% by weight, 15% by weight, 20% by weight, 25% by weight, 30% by weight, 35% by weight, 40% by weight, 45% by weight, 50% by weight, 55% by weight, 60% by weight, 65% by weight, 70% by weight, 75% by weight, 80% by weight, 85% by weight, 90% by weight or 95% by weight, and the upper limit thereof may be about 100% by weight, 95% by weight, 90% by weight, 85% by weight, 80% by weight, 75% by weight, 70% by weight, 65% by weight, 60% by weight, 55% by weight, 50% by weight, 45% by weight, 40% by weight, 35% by weight, 30% by weight, 25% by weight or 20% by weight. The content is less than or below any of the upper limits described above, or is greater than or exceeds any of the lower limits described above, or is within the range that is greater than or exceeds any of the lower limits described above while being less than or below any of the upper limits described above.

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

[0107] As the alcohol compound, an oil-modified alcohol compound may be used. The term "oil-modified alcohol compound" means a compound containing one hydroxy group per molecule and at least one of the above-mentioned oil groups (i.e., a linear or branched hydrocarbon group having 3 or more carbon atoms) at the terminal. Such an alcohol compound may be a monomolecular, oligomeric or polymeric compound. By applying such an oil-modified alcohol compound together with the above-mentioned oil-modified polyol compound, a polyurethane material can be formed, and it is possible to secure a low adhesive force to a specific material while not using an adhesive force reducing component such as a plasticizer or minimizing its usage amount.

[0108] The oil-modified alcohol compound may have a form similar to that of the oil-modified polyol compound, except that it contains one hydroxy group per molecule. Therefore, the content described for the oil-modified polyol compound may be similarly applied to the oil-modified alcohol compound.

[0109] That is, for example, the lower limit of the number of carbon atoms of the linear or branched hydrocarbon group present in the oil-modified alcohol compound may be about 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16 or 17, and the upper limit thereof may be about 50, 49, 48, 47, 46, 45, 44, 43, 42, 41, 40, 39, 38, 37, 36, 35, 34, 33, 32, 31, 30, 29, 28, 27, 26, 25, 24, 23, 22, 21, 20, 19, 18, 17, 16, 15, 14, 13, 12, 11 or 10. The number of carbon atoms is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or may be within the range of less than or equal to any of the upper limits described above while being greater than or equal to or exceeding any of the lower limits described above.

[0110] The linear or branched hydrocarbon group may or may not contain a double bond. When it contains a double bond, the double bond may be a conjugated double bond or a cis double bond.

[0111] Specific types of the hydrocarbon group include an alkyl group, an alkenyl group, or an alkynyl group. In one example, the hydrocarbon group may be bonded to the alcohol compound via a carbonyl group or a carbonyloxy group. In that 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 of the alkyl group, alkenyl group, or alkynyl group may be about 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, or 17, and the upper limit thereof may be about 50, 49, 48, 47, 46, 45, 44, 43, 42, 41, 40, 39, 38, 37, 36, 35, 34, 33, 32, 31, 30, 29, 28, 27, 26, 25, 24, 23, 22, 21, 20, 19, 18, 17, 16, 15, 14, 13, 12, 11, or 10. The number of carbon atoms is less than or equal to any of the upper limits described above, or greater than or equal to any of the lower limits described above, or within the range that is greater than or equal to any of the lower limits described above and less than or equal to any of the upper limits described above.

[0112] The alkyl group, alkenyl group, or alkynyl group may be linear or branched and may be optionally substituted with one or more substituents. When substituents are present, there are no particular restrictions on the types of substituents. For example, a halogen atom such as fluorine can be exemplified as a substituent.

[0113] In one example, the hydrocarbon group of the oil-modified alcohol compound may also be included in the substituents of Chemical Formula 1 described above. At this time, the detailed matters regarding the substituents of Chemical Formula 1 are the same as those in the case of the oil-modified polyol compound.

[0114] The number of the hydrocarbon groups contained in the alcohol compound is not particularly limited. In one example, the lower limit of the number of the hydrocarbon groups contained in the alcohol compound may be about 1 or 2 per molecule, and the upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3, or 2 per molecule. The number of carbon atoms is less than or below any of the upper limits described above, or more than or exceeding any of the lower limits described above, or more than or exceeding any of the lower limits described above while being within the range less than or below any of the upper limits described above.

[0115] When the alcohol compound contains the hydroxy group and the hydrocarbon group, it may have various forms.

[0116] In one example, the alcohol compound may be a compound in which at least a part of the hydrogen atoms of a hydrocarbon compound such as an alkane, an alkene, or an alkyne are substituted with one hydroxy group and / or the hydrocarbon group. The number of carbon atoms of the hydrocarbon compound such as the alkane, alkene, or alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0117] Such hydrocarbon compounds such as alkanes, alkenes, or alkynes may be linear, branched, or cyclic. Also, the hydroxy group and / or the hydrocarbon group may be substituted on the same carbon atom or different carbon atoms in the alkane, alkene, or alkyne.

[0118] In another example, the alcohol compound may be a compound having a polyester skeleton or a polyether skeleton. In this case, the alcohol compound may be an oligomeric compound or a polymeric compound.

[0119] Similar to the case of the polyol compound, the polyester skeleton may be a so-called polycaprolactone skeleton, and the polyether skeleton may be a so-called polyalkylene skeleton.

[0120] In one example, the polyester skeleton may be a skeleton having the repeating unit represented by Chemical Formula 2. At this time, the specific content with respect to the repeating unit of Chemical Formula 2 is the same as in the case of the polyol compound.

[0121] Therefore, even in the case of the oil-modified alcohol compound, in the alcohol compound having the skeleton of Chemical Formula 2, the hydroxy group or the hydrocarbon group described above may be present at the end of the skeleton of Chemical Formula 2. In this case, the skeleton of Chemical Formula 2 is represented by Chemical Formula 3. At this time, the specific content with respect to the skeleton of Chemical Formula 3 is the same as in the case of the polyol compound.

[0122] The lower limit of the number of the skeletons of Chemical Formula 2 or 3 of the alcohol compound may be about 1 or 2 on the premise that the compound contains one hydroxy group per molecule, and the upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3, or 2. The number of the skeletons is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or within the range of being greater than or equal to or exceeding any of the lower limits described above and less than or equal to or less than any of the upper limits described above.

[0123] The alcohol compound having the polyester skeleton may also have a linear or branched structure.

[0124] In the above, the linear structure is a structure in which a main chain containing the skeleton of Chemical Formula 2 or 3 exists and no other polymer chain is bonded to the main chain. The branched-chain structure may be a form in which a chain containing the skeleton of Chemical Formula 2 or 3 is further bonded as a side chain to the main chain containing the skeleton of Chemical Formula 2 or 3. In the branched-chain structure, the number of chains containing the skeleton of Chemical Formula 2 or 3 bonded as side chains may be, for example, 1 to 5, 1 to 4, 1 to 3, 1 to 2, or 1.

[0125] In one example, the alcohol compound having the polyester skeleton may also be a compound in which at least a part of the hydrogen atoms of a hydrocarbon compound such as an alkane, alkene, or alkyne are substituted with the hydroxy group and / or the skeleton of Chemical Formula 3. The number of carbon atoms of the hydrocarbon compound such as an alkane, alkene, or alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0126] Such hydrocarbon compounds such as an alkane, alkene, or alkyne may be linear, branched, or cyclic. Also, the hydroxy group and / or the skeleton of Chemical Formula 3 may be substituted at the same carbon atom or different carbon atoms in the alkane, alkene, or alkyne.

[0127] In one example, the polyether skeleton of the alcohol compound may also be a skeleton having a repeating unit represented by Chemical Formula 5. At this time, the specific content for Chemical Formula 5 is the same as in the case of the polyol compound.

[0128] In the alcohol compound having the skeleton of Chemical Formula 5, the hydroxy group or the aforementioned hydrocarbon group may also be present at the end of the skeleton of Chemical Formula 5, which may be the skeleton of Chemical Formula 6. At this time, the specific content for Chemical Formula 6 is the same as in the case of the polyol compound.

[0129] On the premise that the alcohol compound has one hydroxy group per molecule, the lower limit of the number of the 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 the skeletons is less than or below any of the upper limits described above, or is greater than or exceeds any of the lower limits described above, or is greater than or exceeds any of the lower limits described above while being within the range less than or below any of the upper limits described above.

[0130] The alcohol compound having the polyether skeleton may have a linear or branched structure.

[0131] In the above, the linear structure is a structure in which a main chain containing the skeleton of Formula 5 or 6 exists and no other polymer chains are bonded to the main chain, and the branched structure may be a form in which a chain containing the skeleton of Formula 5 or 6 is bonded as a side chain to the main chain containing the skeleton of Formula 5 or 6. The number of the chains containing the skeleton of Formula 5 or 6 bonded as a side chain in the branched structure may be, for example, 1 to 5, 1 to 4, 1 to 3, 1 to 2, or 1.

[0132] In one example, the alcohol compound having the polyether skeleton may be a compound in which at least a part of the hydrogen atoms of a hydrocarbon compound such as an alkane, an alkene, or an alkyne are substituted with a hydroxy group and / or the skeleton of Formula 5. The number of carbon atoms of the hydrocarbon compound such as an alkane, an alkene, or an alkyne may be, for example, 1 to 20, 1 to 16, 1 to 8, or 4 to 6.

[0133] Such hydrocarbon compounds such as alkanes, alkenes or alkynes may be linear, branched or cyclic. Further, the hydroxy group and / or the skeleton of Chemical Formula 5 may be substituted on the same carbon atom or different carbon atoms in the alkane, alkene or alkyne.

[0134] When the above-described alcohol compound is an oligomeric or polymeric compound, the compound may have an appropriate level of molecular weight.

[0135] For example, the lower limit of the weight average molecular weight of the oligomeric or polymeric alcohol compound may be about 10 g / mol, 200 g / mol, 300 g / mol, 400 g / mol, 500 g / mol, 600 g / mol, 700 g / mol, 800 g / mol, 900 g / mol, 1000 g / mol, 1200 g / mol, 1400 g / mol, 1600 g / mol or 1800 g / mol, and the upper limit thereof may be about 5000 g / mol, 4500 g / mol, 4000 g / mol, 3500 g / mol, 3000 g / mol, 2500 g / mol, 2000 g / mol, 1500 g / mol, 1000 g / mol or 800 g / mol. The weight average molecular weight is less than or below any of the above-described upper limits, or is greater than or exceeds any of the above-described lower limits, or is within the range of being greater than or exceeding any of the above-described lower limits while being less than or below any of the above-described upper limits.

[0136] As described above, by applying the oil-modified alcohol compound as described above, desired physical properties can be more effectively ensured.

[0137] The lower limit of the content of the oil-modified polyol compound in 100 parts by weight of the oil-modified alcohol compound may be about 10 parts by weight, 20 parts by weight, 30 parts by weight, 40 parts by weight, 50 parts by weight, 60 parts by weight, 70 parts by weight, 80 parts by weight, 90 parts by weight, 100 parts by weight, 110 parts by weight, 120 parts by weight, 130 parts by weight, 140 parts by weight, 150 parts by weight, 160 parts by weight, 170 parts by weight, 180 parts by weight, 190 parts by weight, 200 parts by weight, 210 parts by weight, 220 parts by weight, 230 parts by weight, 240 parts by weight, 250 parts by weight, 260 parts by weight, 270 parts by weight, 280 parts by weight, 290 parts by weight or 300 parts by weight, and the upper limit thereof may be about 1,000 parts by weight, 950 parts by weight, 900 parts by weight, 850 parts by weight, 800 parts by weight, 750 parts by weight, 700 parts by weight, 650 parts by weight, 600 parts by weight, 550 parts by weight, 500 parts by weight, 450 parts by weight, 400 parts by weight, 350 parts by weight, 300 parts by weight, 250 parts by weight, 200 parts by weight, 150 parts by weight, 100 parts by weight, 90 parts by weight, 80 parts by weight, 70 parts by weight or 60 parts by weight. The ratio may be less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or within the range of less than or equal to any of the upper limits described above while being greater than or equal to or exceeding any of the lower limits described above.

[0138] The ratio of the oil-modified polyol compound may be changed in consideration of the overall composition of the resin composition and the desired physical properties.

[0139] In this specification, a mixture of the oil-modified polyol compound and the oil-modified alcohol compound, that is, a component containing only the oil-modified polyol compound and the oil-modified alcohol may sometimes be referred to as an oil-modified component. In this case, the lower limit of the weight average molecular weight of such an oil-modified component may be about 10 g / mol, 200 g / mol, 300 g / mol, 400 g / mol, 500 g / mol, 600 g / mol, 700 g / mol, 800 g / mol, 900 g / mol, 1000 g / mol, 1200 g / mol, 1400 g / mol, 1600 g / mol or 1800 g / mol, and the upper limit thereof may be about 5,000 g / mol, 4500 g / mol, 4000 g / mol, 3500 g / mol, 3000 g / mol, 2500 g / mol, 2000 g / mol, 1500 g / mol, 1000 g / mol or 800 g / mol. The weight average molecular weight is less than or below any of the upper limits described above, or is greater than or exceeds any of the lower limits described above, or while being greater than or exceeding any of the lower limits described above, it may be within the range less than or below any of the upper limits described above.

[0140] The oil-modified polyol compound or alcohol compound may be synthesized through known synthetic methods. That is, the compound may be produced by reacting a compound capable of introducing the hydrocarbon group corresponding to the oil-modified portion with a known polyol compound. At this time, examples of the compound capable of introducing the hydrocarbon group include saturated or unsaturated fatty acids. Specifically, they include butyric acid, caproic acid, 2-ethyl hexanoic acid, caprylic acid, isononanoic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, linoleic acid, oleic acid, etc., but are not limited thereto. By adjusting the reaction ratio of the fatty acid and the polyol compound in the above process, in some cases, a mixture (oil-modified component) containing the polyol compound and the alcohol compound may be produced.

[0141] Also, there is no particular limitation on the type of polyol compound that reacts with the saturated or unsaturated fatty acid. For example, an appropriate type among the general polyol compounds described later may be applied, but it is not limited thereto.

[0142] The resin composition may further contain a polyol compound different from the oil-modified polyol compound as the polyol compound. In this case, the polyol compound does not contain the above-described oil group (hydrocarbon group, that is, a linear or branched hydrocarbon group having 3 or more carbon atoms). For convenience, such a polyol compound may also be referred to as a general polyol compound in this specification.

[0143] The lower limit of the number of carbon atoms of the hydrocarbon group that does not contain a general polyol compound may be about 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16 or 17, and the upper limit thereof may be about 50, 49, 48, 47, 46, 45, 44, 43, 42, 41, 40, 39, 38, 37, 36, 35, 34, 33, 32, 31, 30, 29, 28, 27, 26, 25, 24, 23, 22, 21, 20, 19, 18, 17, 16, 15, 14, 13, 12, 11 or 10. The number of carbon atoms is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or greater than or equal to or exceeding any of the lower limits described above while being within the range less than or equal to any of the upper limits described above. In one example, the hydrocarbon group may be an alkyl group, an alkenyl group or an alkynyl group having the number of carbon atoms.

[0144] The general polyol compound may contain two or more hydroxy groups per molecule, and such a polyol compound may be a monomolecular, oligomeric or polymeric compound. The number of the hydroxy groups contained in the general polyol compound is not particularly limited. In one example, the lower limit of the number of the hydroxy groups contained in the general polyol compound may be about 2 or 3 per molecule, and the upper limit thereof may be about 10, 9, 8, 7, 6, 5, 4, 3 or 2 per molecule. The number of the hydroxy groups is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or greater than or equal to or exceeding any of the lower limits described above while being within the range less than or equal to any of the upper limits described above.

[0145] The general polyol compound may have various forms.

[0146] In one example, the general polyol compound may be a polyester polyol. As the polyester polyol, for example, so-called carboxylic acid polyol or caprolactone polyol may be used.

[0147] In one example, the polyester polyol may have a skeleton having a repeating unit represented by the following Chemical Formula 8.

[0148]

Chemical Formula

[0149] In Chemical Formula 8, X 7 and X 8 are each independently a single bond or an oxygen atom, and L 3 may be an alkylene group, and p is an arbitrary number.

[0150] In Chemical Formula 8, the alkylene group may be, in one example, an alkylene group having 1 to 20 carbon atoms, 4 to 20 carbon atoms, 4 to 16 carbon atoms, 4 to 12 carbon atoms, or 4 to 8 carbon atoms, which may be linear or branched.

[0151] When the polyester polyol is a polycaprolactone polyol, L in Chemical Formula 8 3 may be a linear alkylene group having 5 carbon atoms.

[0152] Also, in Chemical Formula 8, p is an arbitrary number representing the number of repeating units, and may be, for example, a number within the range of 1 to 25.

[0153] The lower limit of p in the above-mentioned formula 8 may be about 1, 3, 5, 7, 9, 11, 13, 15, 17, 19, 21 or 23, and the upper limit may be about 25, 23, 21, 19, 17, 15, 13, 11, 9, 7, 5 or 3. The p may be less than or below any of the above-mentioned upper limits, or may be greater than or exceed any of the above-mentioned lower limits, or may be within the range that is greater than or exceeds any of the above-mentioned lower limits while being less than or below any of the above-mentioned upper limits.

[0154] The polyester polyol having the skeleton of the above-mentioned formula 8 may be a so-called carboxylic acid polyol or caprolactone polyol. Such a polyol compound may be formed by a known method. For example, the carboxylic acid polyol may be formed by reacting a component containing a carboxylic acid and a polyol (ex. diol or triol, etc.), and the caprolactone polyol may be formed by reacting a component containing caprolactone and a polyol (ex. diol or triol, etc.). The carboxylic acid may be a dicarboxylic acid.

[0155] In the polyol compound having the skeleton of the above-mentioned formula 8, the hydroxy group may be present at the end of the skeleton of the above-mentioned formula 8, or may be present at other sites of the polyester polyol.

[0156] The lower limit of the number of the skeletons of the above-mentioned formula 8 contained in the general polyol compound may be 1 or 2, and the upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3, 2 or 1. The number of the skeletons may be less than or below any of the above-mentioned upper limits, or may be greater than or exceed any of the above-mentioned lower limits, or may be within the range that is greater than or exceeds any of the above-mentioned lower limits while being less than or below any of the above-mentioned upper limits.

[0157] The polyol compound having the polyester skeleton may have a linear or branched structure.

[0158] In the above, the linear structure is a structure in which a main chain containing the skeleton of Chemical Formula 8 exists and no other polymer chain is bonded to the main chain. 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.

[0159] As the general polyol compound, in other examples, a polyol having an alkanediol unit, a polyol unit, and a dicarboxylic acid unit may be used. Such a polyol may be a mixture of the alkanediol, polyol, and dicarboxylic acid, or a reaction product thereof. At this time, examples of the alkanediol include diol compounds having 1 to 20 carbon atoms, 4 to 20 carbon atoms, 4 to 16 carbon atoms, or 4 to 12 carbon atoms, such as 3-methyl-1,5-pentanediol, 1,9-nonanediol, or 1,6-hexanediol. Examples of the polyol include alkanes having 1 to 20 carbon atoms, 4 to 20 carbon atoms, 4 to 16 carbon atoms, or 4 to 12 carbon atoms substituted with 3 to 10, 3 to 9, 3 to 8, 3 to 7, 3 to 6, 3 to 5, or 3 to 4 hydroxy groups, such as trimethylolpropane. Examples of the dicarboxylic acid include adipic acid, terephthalic acid, isophthalic acid, sebacic acid, and the like. Such types of polyol compounds are known, for example, under product names such as P-510, P-1010, P-2010, P-3010, P-4010, P-5010, P-6010, F-510, F-1010, F-2010, F-3010, P-2011, P-520, P-2020, P-1012, P-2012, P-630, P-2030, P-2050, or N-2010 of Kuraray Co., Ltd.

[0160] As the general polyol, a polyol having a weight average molecular weight in the range of 100 g / mol to 5,000 g / mol may be used. Through the application of such a polyol, the desired effect can be achieved more effectively.

[0161] When the general polyol compound is included, the lower limit of the weight ratio with respect to 100 parts by weight of the oil-modified polyol compound of the general polyol compound may be about 1 part by weight, 3 parts by weight, 5 parts by weight, 7 parts by weight, 10 parts by weight, 15 parts by weight, 20 parts by weight, 25 parts by weight, 30 parts by weight, 35 parts by weight, 40 parts by weight, 45 parts by weight, 50 parts by weight, 55 parts by weight, 60 parts by weight, 65 parts by weight, 70 parts by weight, 75 parts by weight, 80 parts by weight, 85 parts by weight, 90 parts by weight, 95 parts by weight or 100 parts by weight, and the upper limit thereof may be about 200 parts by weight, 190 parts by weight, 180 parts by weight, 170 parts by weight, 160 parts by weight, 150 parts by weight, 140 parts by weight, 130 parts by weight, 120 parts by weight, 110 parts by weight, 100 parts by weight, 90 parts by weight, 80 parts by weight, 70 parts by weight, 60 parts by weight, 50 parts by weight, 40 parts by weight, 30 parts by weight, 20 parts by weight or 10 parts by weight. The ratio may be less than or below any of the upper limits described above, or may be greater than or exceed any of the lower limits described above, or may be within the range of being greater than or exceeding any of the lower limits described above while being less than or below any of the upper limits described above.

[0162] In other examples, when the general polyol compound is included, the lower limit of the content ratio of the general polyol compound with respect to a total of 100 parts by weight of the oil-modified polyol and the oil-modified alcohol may be about 1 part by weight, 5 parts by weight, 10 parts by weight, 15 parts by weight, 20 parts by weight, 25 parts by weight, 30 parts by weight, 35 parts by weight or 40 parts by weight, and the upper limit thereof may be about 200 parts by weight, 190 parts by weight, 180 parts by weight, 170 parts by weight, 160 parts by weight, 150 parts by weight, 140 parts by weight, 130 parts by weight, 120 parts by weight, 110 parts by weight, 100 parts by weight, 90 parts by weight, 80 parts by weight, 70 parts by weight, 60 parts by weight, 50 parts by weight, 40 parts by weight, 30 parts by weight, 20 parts by weight or 10 parts by weight. The ratio may be less than or below any of the upper limits described above, or may be greater than or exceed any of the lower limits described above, or may be within the range that is greater than or exceeds any of the lower limits described above while being less than or below any of the upper limits described above.

[0163] The ratio may be changed in consideration of the composition of the entire resin composition and the desired use.

[0164] The resin composition may contain, as an additional component, a curing agent that reacts with the polyol compound and / or the alcohol compound.

[0165] Various types may be applied as the curing agent. However, in the case of a polyurethane composition which is a resin composition, a polyisocyanate may be applied as the curing agent. The term polyisocyanate means a compound having two or more isocyanate groups. The lower limit of the number of isocyanate groups that the polyisocyanate has may be about 2 or 3, and the upper limit may be about 10, 9, 8, 7, 6, 5, 4, 3 or 2. The number of the isocyanate groups may be less than or below any of the upper limits described above, or may be greater than or exceed any of the lower limits described above, or may be within the range that is greater than or exceeds any of the lower limits described above while being less than or below any of the upper limits described above.

[0166] The type of polyisocyanate used as a curing agent is not particularly limited, but a non-aromatic polyisocyanate containing no aromatic group may be used to ensure desired physical properties.

[0167] Examples of the polyisocyanate compound include aliphatic polyisocyanates such as hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, lysine diisocyanate, norbornane diisocyanate methyl, ethylene diisocyanate, propylene diisocyanate or tetramethylene diisocyanate, alicyclic polyisocyanates such as trans-cyclohexane-1,4-diisocyanate, isophorone diisocyanate, bis(isocyanatomethyl)cyclohexane diisocyanate or dicyclohexylmethane diisocyanate, or carbodiimide-modified polyisocyanates, isocyanurate-modified polyisocyanates, etc. of any one or more of the above. Further, as the polyisocyanate, an addition reaction product of the above-mentioned diisocyanate and a polyol (e.g., trimethylolpropane, etc.) may be used. Also, a mixture of two or more of the compounds listed above may be used.

[0168] 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.

[0169] 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 and the number of isocyanate groups (NCO) present in the polyisocyanate is within the range of 50 to 1,000.

[0170] The method for calculating the equivalent ratio (OH / NCO) is known.

[0171] For example, when the resin composition is a two-component type, the hydroxy group-functional component is contained in the main agent part, and the polyisocyanate is contained in the curing agent part, the equivalent ratio OH / NCO can be calculated by the following general formula 1.

[0172]

Number

[0173] In general formula 1, D 1 is the density of the main agent part, D 2 is the density of the curing agent part, W 1 is the weight ratio of the polyol compound or alcohol compound present in the main agent part, OH% is the ratio of the hydroxy groups contained in the polyol compound or alcohol compound having the weight ratio of W 1 , W 2 is the weight ratio of the polyisocyanate present in the curing agent part, NCO% is the ratio of the isocyanate groups contained in the polyisocyanate having the weight ratio of W 2 , DN is 42 Da as the Dalton mass of the isocyanate group, and DO is 17 Da as the Dalton mass of the hydroxy group.

[0174] The W 1 is the weight percentage (based on the total weight of the main agent part) of each polyol compound or alcohol compound present in the main agent part, and the OH% of the compound is the percentage of the hydroxy groups contained in 1 mole of each polyol compound or alcohol compound, and is obtained by multiplying the product of the number of moles of the hydroxy groups contained in the single polyol compound or alcohol compound and the molar mass of the hydroxy group by 100 after dividing by the molar mass of the single polyol compound or alcohol compound.

[0175] In the above, W 2is the weight percentage (based on the total weight of the curing agent part) of each polyisocyanate present in the curing agent part, and the NCO% of the compound is determined by multiplying the number of moles of NCO groups contained in 1 mole of each polyisocyanate compound by the molar mass of the NCO groups, dividing the product by the molar mass of the single polyisocyanate compound, and then multiplying by 100 as the percentage of NCO groups contained in the single polyisocyanate compound.

[0176] Also, in the general formula 1, the Dalton mass is a constant.

[0177] 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 is less than or equal to any of the upper limits described above, or greater than or equal to any of the lower limits described above, or within the range of being greater than or equal to any of the lower limits described above while being less than or equal to any of the upper limits described above.

[0178] The resin composition may further contain a filler component. The term filler component means a component composed of a filler, that is, a component containing only the filler.

[0179] In one example, the filler component may include two or more fillers having different average particle sizes from each other. In one example, the filler component includes three or more fillers having different average particle sizes from each other, or consists of three to six, three to five, three to four, or three fillers having different average particle sizes from each other. That is, in one example, the filler component may include only three to six, three to five, three to four, or three fillers having different average particle sizes from each other.

[0180] In another example, the filler component can exhibit at least two peaks in the volume curve of the particle size distribution measured using the laser diffraction method. In one example, the filler component can exhibit three or more peaks in the volume curve of the particle size distribution, or can exhibit three to six, three to five, three to four, or three peaks. For example, the range of filler components exhibiting three peaks does not include filler components exhibiting one, two, or four or more peaks.

[0181] The average particle size of the filler in the present application means the particle size at which the volume accumulation is 50% in the volume curve of the particle size distribution measured by the laser diffraction method, and this may also be called the median diameter. That is, in the present application, the particle size distribution is determined on a volume basis through the laser diffraction method, and the particle size at the point where the cumulative value becomes 50% in the cumulative curve with the total volume being 100% is defined as the average particle size. Such an average particle size may also be called the median particle size or D50 particle size in other examples.

[0182] Therefore, the two fillers having different average particle sizes in the above may mean fillers having different particle sizes at the point where the cumulative value becomes 50% in the volume curve of the particle size distribution.

[0183] Generally, when mixing two or more fillers having different average particle sizes with each other to form a filler component, in the volume curve of the particle size distribution measured using the laser diffraction method for the filler component, peaks corresponding only to the types of the mixed fillers appear. Therefore, for example, when three fillers having different average particle sizes are mixed with each other to constitute a filler component, the volume curve of the particle size distribution measured using the laser diffraction method for the filler component shows three peaks.

[0184] 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 such that the resin composition or its cured product exhibits the above-described thermal conductivity.

[0185] 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.

[0186] 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 thereof may be 200 μm, 195 μm, 190 μm, 185 μm, 180 μm, 175 μm, 170 μm, 165 μm, 160 μm, 155 μm, 150 μm, 145 μm, 140 μm, 135 μm, 130 μm, 125 μm, about 120 μm, 115 μm, 110 μm, 105 μm, 100 μm, 95 μm, 90 μm, 85 μm, 80 μm, or about 75 μm. The average particle size of the first filler is less than or equal to any of the above-described upper limits, or greater than or equal to any of the above-described lower limits, or is within the range of being greater than or equal to any of the above-described lower limits while being less than or equal to any of the above-described upper limits.

[0187] The lower limit of the average particle size of the second filler may be about 10 μm, 12 μm, 13 μm, 14 μm, 15 μm, 16 μm, 17 μm, 18 μm, 19 μm or 20 μm, and the upper limit thereof may be 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 is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or may be within the range of less than or equal to any of the upper limits described above while being greater than or equal to or exceeding any of the lower limits described above.

[0188] 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 thereof may be about 5 μm, 4.5 μm, about 4 μm, 3.5 μm, 3 μm, 2.5 μm or 2 μm. The average particle size of the third filler is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or may be within the range of less than or equal to any of the upper limits described above while being greater than or equal to or exceeding any of the lower limits described above.

[0189] 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 in the range of 25 to 300.

[0190] In one example, when the filler component contains two or more fillers with different average particle sizes from each other, the third filler may be the filler with the smallest average particle size among the fillers contained in the filler component, and the first filler may be the filler with the largest average particle size among the fillers contained in the filler component when the filler component contains two or more fillers with different average particle sizes from each other. In such a state, the particle size ratio can be satisfied.

[0191] 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 is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or may be within the range of less than or equal to any of the upper limits described above while being greater than or equal to or exceeding any of the lower limits described above.

[0192] The lower limit of the ratio (D1 / D2) of the average particle diameter (D1) of the first filler to the average particle diameter (D2) of the second filler in the filler component may be about 3, 3.1, 3.2, 3.3, 3.4 or 3.5, and the upper limit thereof may be about 20, 18, 17, 16, 15, 14, 13, 12, 11, 10, 9, 8, 7, 6, 5 or 4. The ratio is less than or equal to any of the upper limits described above, or greater than or equal to or exceeding any of the lower limits described above, or may be within the range of less than or equal to any of the upper limits described above while being greater than or equal to or exceeding any of the lower limits described above.

[0193] Examples of the filler include aluminum oxide (alumina: Al 2 O 3 ), aluminum nitride (AlN), boron nitride (BN), silicon nitride (Si 3 N 4 ), silicon carbide (SiC), beryllium oxide (BeO), zinc oxide (ZnO), magnesium oxide (MgO), aluminum hydroxide (Al(OH) 3 ), magnesium hydroxide (Mg(OH) 2) Calcium carbonate (CaCO 3 ) Calcium hydroxide (Ca(OH) 2 ) Ceramic fillers such as hydro-magnesite and / or boehmite may be used. Such fillers are advantageous in satisfying the thermal conductivity within the above-described range, and can further satisfy the insulation properties and the like described above through the application of the ceramic filler.

[0194] 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 is less than or equal to any of the upper limits described above, or greater than or equal to any of the lower limits described above, or while being greater than or equal to any of the lower limits described above, it may be within the range less than or equal to any of the upper limits described above.

[0195] 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, it may be a ratio based on the total weight of the main agent part and the curing agent part of the two-component resin composition, or a ratio based on the total weight of the main agent or the curing agent part alone.

[0196] When the resin composition is composed of a two-component resin composition, in some cases, it may be appropriate to divide the filler component to be applied to the final cured body into substantially the same amount and introduce it into each of the main agent and the curing agent parts.

[0197] In addition to the above-described heat conductive filler, the filler component may contain various types of fillers when necessary. For example, carbon fillers such as graphite, fumed silica, or clay may be applied.

[0198] The resin composition may further contain necessary components in addition to the above-described components.

[0199] In one example, the resin composition may further contain a plasticizer. As described above, in the present application, a low adhesive force can be ensured for a specific material without applying a plasticizer, but a small amount of plasticizer may be applied when necessary.

[0200] There is no particular limitation on the type of applicable plasticizer. For example, phthalate plasticizers such as dioctyl phthalate (DOP), dibutyl phthalate (DBP), butylbenzyl phthalate (BBP), diisononyl phthalate (DINP), or polyethylene terephthalate (PET), adipate plasticizers such as dioctyl adipate (DOA) or diisononyl adipate (DINA), fatty acid plasticizers, phosphate plasticizers, or polyester plasticizers may be applied.

[0201] When a plasticizer is included, its ratio may be adjusted according to the purpose. For example, when the plasticizer is included, the lower limit of the weight ratio of the plasticizer to 100 parts by weight of the oil-modified polyol compound may be about 0.5 part by weight, 1.5 parts by weight, 2 parts by weight, 3 parts by weight, 4 parts by weight, 5 parts by weight, 6 parts by weight, 7 parts by weight, 8 parts by weight, 9 parts by weight, 10 parts by weight, 15 parts by weight, 20 parts by weight, 25 parts by weight, 30 parts by weight, 35 parts by weight, 40 parts by weight, 45 parts by weight, 50 parts by weight, 100 parts by weight, 150 parts by weight, 200 parts by weight, 250 parts by weight or 300 parts by weight, and the upper limit thereof may be about 500 parts by weight, 450 parts by weight, 400 parts by weight, 350 parts by weight, 300 parts by weight, 250 parts by weight, 200 parts by weight, 150 parts by weight, 100 parts by weight, 90 parts by weight, 80 parts by weight, 70 parts by weight, 60 parts by weight, 50 parts by weight, 40 parts by weight, 30 parts by weight, 20 parts by weight, 19 parts by weight, 18 parts by weight, 17 parts by weight, 16 parts by weight, 15 parts by weight, 14 parts by weight, 13 parts by weight, 12 parts by weight, 11 parts by weight, 10 parts by weight, 9 parts by weight, 8 parts by weight, 7 parts by weight, 6 parts by weight, 5 parts by weight, 4 parts by weight, 3 parts by weight, 2 parts by weight or 1 part by weight. The ratio may be less than or below any of the upper limits described above, or may be greater than or exceed any of the lower limits described above, or may be within the range of being greater than or exceeding any of the lower limits described above while being less than or below any of the upper limits described above.

[0202] In other examples, when the plasticizer is included, the lower limit of the ratio of the plasticizer to 100 parts by weight of the total of the oil-modified polyol and the oil-modified alcohol (oil-modified components) may be about 0.5 part by weight, 1.5 parts by weight, 2 parts by weight, 5 parts by weight, 10 parts by weight, 15 parts by weight, 20 parts by weight, 25 parts by weight, 30 parts by weight, 50 parts by weight, 60 parts by weight, 70 parts by weight, 80 parts by weight, 90 parts by weight, 100 parts by weight, 110 parts by weight, 120 parts by weight, 130 parts by weight or 140 parts by weight, and the upper limit thereof may be about 400 parts by weight, 350 parts by weight, 300 parts by weight, 250 parts by weight, 200 parts by weight, 150 parts by weight, 100 parts by weight, 90 parts by weight, 80 parts by weight, 70 parts by weight, 60 parts by weight, 50 parts by weight, 40 parts by weight, 30 parts by weight, 20 parts by weight, 19 parts by weight, 18 parts by weight, 17 parts by weight, 16 parts by weight, 15 parts by weight, 14 parts by weight, 13 parts by weight, 12 parts by weight, 11 parts by weight, 10 parts by weight, 9 parts by weight, 8 parts by weight, 7 parts by weight, 6 parts by weight, 5 parts by weight, 4 parts by weight, 3 parts by weight, 2 parts by weight or 1 part by weight. The ratio may be less than or below any of the upper limits described above, or may be greater than or exceed any of the lower limits described above, or may be within the range of being greater than or exceeding any of the lower limits described above while being less than or below any of the upper limits described above.

[0203] The ratio may be changed in consideration of the composition of the entire resin composition and the desired application.

[0204] In addition to the above components, the resin composition may also contain additional components as necessary. Examples of additional components include a catalyst that aids or accelerates the curing reaction, a viscosity modifier for adjusting the viscosity, for example, for increasing or decreasing the viscosity, or for adjusting the viscosity by shear force (for example, a thixotropy-imparting agent, a diluent, etc.), a dispersant, a surface treatment agent or a coupling agent, etc.

[0205] The resin composition may further contain a flame retardant or a flame retardant aid, etc. In this case, a known flame retardant may be used without particular limitation, and for example, a flame retardant in the form of a solid filler or a liquid flame retardant may be applied.

[0206] Examples of flame retardants include organic flame retardants such as melamine cyanurate and inorganic flame retardants such as magnesium hydroxide. When the amount of filler filled in the resin layer is large, a liquid-type flame retardant material (such as TEP, triethyl phosphate or TCPP, tris(1,3-dichloro-2-propyl) phosphate, etc.) may be used. Further, a silane coupling agent that acts as a flame retardant enhancer may be added.

[0207] The resin composition may be a one-component composition or a two-component composition as described above. In the case of a two-component composition, each of the above-described components of the resin composition may be contained separately in a physically separated main agent part and curing agent part.

[0208] In one example, the present application relates to a composition (two-component composition) in which the resin composition is composed of a two-component resin composition.

[0209] Such a two-component composition may contain at least a main agent part and a curing agent part, and the main agent and curing agent parts may be physically separated from each other. When the physically separated main agent and curing agent parts are mixed, a curing reaction may be initiated, and as a result, polyurethane may be formed.

[0210] In the two-component composition, the main agent part may contain at least the oil-modified polyol compound, and the curing agent part may contain at least the polyisocyanate.

[0211] When the resin composition contains the above-described oil-modified alcohol compound and / or general polyol compound, this compound may be contained, for example, in the main agent part.

[0212] Also, the filler component may be included in either the main agent or the curing agent part, or may be included in both the main agent and the curing agent part. When the filler component is included in both the main agent and the curing agent part, the same amount of the filler component may be included in the main agent and the curing agent part.

[0213] Other components such as catalysts, plasticizers, flame retardants, etc. may be included in the main agent and / or the curing agent part as needed.

[0214] Also, in the two-component composition, the volume ratio (P / N) of the volume (P) of the main agent part to the volume (N) of the curing agent part may be in the range of about 0.8 to 1.2.

[0215] Such a two-component composition or its cured body can also exhibit the adhesion to aluminum and polyester, thermal conductivity, hardness, radius of curvature, insulation, flame retardancy, specific gravity, shrinkage rate, coefficient of thermal expansion, and / or the temperature of 5% weight loss in thermogravimetric analysis (TGA) described above.

[0216] This application further relates to a product containing the resin composition or its cured body. The resin composition or its cured body of this application may be usefully applied as a heat dissipation material. Therefore, the product may include a heat generating component. The term heat generating component means a component that generates heat during use, and its type is not particularly limited. Typical heat generating components include various electrical / electronic products including battery cells, battery modules, or battery packs.

[0217] The product of this application may include, for example, the heat generating component and the resin composition (or the two-component composition) and its cured body existing adjacent to the heat generating component.

[0218] The specific method of constructing the product of this application is not particularly limited. When the resin composition, two-component composition, or its cured body of this application is applied as a heat dissipation material, the product can be constructed in various known ways.

Advantages of the Invention

[0219] In the present application, it is possible to provide a resin composition or a cured product thereof that exhibits high thermal conductivity while showing low adhesion to a predetermined adherend. Further, in the present application, the low adhesion can be achieved without using an adhesion regulating component such as a plasticizer or by minimizing the use ratio thereof. The present application can further provide uses of the resin composition or a cured product thereof.

Brief Description of the Drawings

[0220]

Figure 1

Modes for Carrying Out the Invention

[0221] Hereinafter, the present application will be specifically described through examples, but the scope of the present application is not limited by the following examples.

[0222] All of the cured products mentioned below were formed by mixing the main agent part and the curing agent part of the resin composition of the examples produced in a two-component type so as to satisfy the OH / NCO equivalent ratio described in each example, and then holding at room temperature for about 24 hours.

[0223] 1. Thermal Conductivity The thermal conductivity of the resin composition or a cured product thereof was measured by the Hot-Disk method in accordance with the ISO 22007-2 standard. Specifically, a mixture of the main agent part and the curing agent part of the examples or comparative examples composed of a two-component type at a volume ratio of 1:1 was placed in a mold having a thickness of about 7 mm, and the thermal conductivity was measured in the through plane direction using Hot Disk equipment. As defined in the standard (ISO 22007-2), the Hot Disk equipment is equipment that can confirm the thermal conductivity by measuring the temperature change (change in electrical resistance) while heating a sensor in which a nickel wire has a double spiral structure, and the thermal conductivity was measured in accordance with such a standard.

[0224] 2. Measurement of Adhesion to Polyester The adhesion to polyester was evaluated for specimens manufactured by attaching a PET (polyethylene terephthalate) film and an aluminum plate. As the PET film, a film with a width of about 10 mm and a length of about 200 mm was used, and as the aluminum plate, an aluminum plate with a width and length of 100 mm each was used. The resin composition was entirely coated on the surface of the aluminum plate, and the PET film was adhered onto the resin composition and held at room temperature (about 25°C) for about 24 hours to manufacture a specimen. At this time, about 100 mm of the entire width and a length portion of the PET film were adhered to the aluminum plate via the resin composition. With the aluminum plate of the specimen fixed, the adhesion was measured while peeling the PET film from the aluminum plate in the length direction. The adhesion was performed by coating the resin composition (a mixture of the main agent part and the curing agent part with a volume ratio of 1:1) on the aluminum plate and, after curing, coating it to a thickness of about 2 mm, then closely adhering the PET film onto the layer of the resin composition and holding it at room temperature (about 25°C) for about 24 hours to cure the resin composition. The peeling was carried out at a peeling speed of about 0.5 mm / min and a peeling angle of 180 degrees until the PET film was completely peeled off.

[0225] 3. Measurement of Adhesion to Aluminum An uncured resin composition (a mixture of the main agent part and the curing agent part) was coated in the center of an aluminum substrate with horizontal and vertical lengths of 2 cm and 7 cm respectively to be about 2 cm horizontally and 2 cm vertically. Again, an aluminum substrate with horizontal and vertical lengths of 2 cm and 7 cm respectively was adhered onto the coating layer, and the state was maintained to cure the resin composition. In the above, the two aluminum substrates were adhered at an angle of 90 degrees to each other. Then, with the upper aluminum substrate fixed, the lower aluminum substrate was pushed at a speed of 0.5 mm / min, and the force during the separation of the lower aluminum substrate was measured. The maximum value of the force measured during the process was divided by the area of the specimen to obtain the adhesion to aluminum.

[0226] According to the measurement results, the adhesion to aluminum was evaluated according to the following criteria.

[0227] <Evaluation Criteria> Upper: The adhesion to aluminum is 0.1 N / mm 2 or less Medium: The adhesion to aluminum is more than 0.1 N / mm 2 and 0.4 N / mm 2 or less Lower: The adhesion to aluminum is more than 0.4 N / mm 2

[0228] 4. Measurement of hardness The hardness of the cured product of the resin composition was measured according to ASTM D 2240 and JIS K 6253 standards. It was carried out using an ASKER durometer hardness instrument. An initial hardness was measured by applying a load of 1 kg or more (about 1.5 kg) to the surface of a flat sample (resin layer), and the measured value stabilized after 15 seconds was confirmed to evaluate the hardness.

[0229] 5. Measurement of radius of curvature The radius of curvature of the cured product was evaluated using a cured product with a width, length, and thickness of 1 cm, 10 cm, and 2 mm, respectively. The radius of curvature is the minimum radius of the cylinder when the cured product is attached to a cylinder having various radii and bent along the longitudinal direction without cracks occurring in the cured product.

[0230] 6. Measurement of weight average molecular weight ​The weight average molecular weight (Mw) was measured using GPC (Gel Permeation Chromatography). Specifically, for the weight average molecular weight (Mw), the sample to be analyzed was placed in a 5 mL vial, diluted with a THF (tetrahydrofuran) solvent to a concentration of approximately 1 mg / mL, and then the calibration standard sample and the analysis sample were filtered through a syringe filter (pore size: 0.45 μm) for measurement. 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.

[0231] <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

[0232] Production Example 1. The hydroxy group-functional component (A) which is the oil-modified polyol compound of Chemical Formula A below was produced in the following manner.

[0233]

Chemical Formula

[0234] In Chemical Formula A, n and m are each greater than 0, and their sum is approximately 4.8.

[0235] Polycaprolactone polyol (Capa3031 from Perstorp) and isononanoic acid, a saturated fatty acid, were mixed at a weight ratio of 1:0.53 (Capa3031: isononanoic acid). Next, a catalyst (tin(II) 2-ethylhexanoate (Tin(II)2-ethylhexanoate) from Sigma-Aldrich) was added at 0.1 part by weight per 100 parts by weight of the mixture, and it was held at 150 °C for 30 minutes with stirring under inert gas purge conditions. Next, a small amount of xylene, an azeotropic solution, was added, the temperature was raised to 200 °C, and after reacting for 3 hours or more, the pressure was reduced to 80 Torr or less to remove xylene and unreacted substances. After cooling the reaction product, it was filtered to obtain the target product (the compound of Chemical A).

[0236] As a result of GPC analysis performed on the target product, the weight average molecular weight was at a level of about 876 g / mol. Figure 1 is a diagram showing the GPC analysis results for the target product.

[0237] Example 1. Manufacture of the main agent part The hydroxy group-functional component (A) of Production Example 1, a general polyol compound (Kuraray, F-2010), a filler component, and a plasticizer (diisononyl adipate) were mixed at a weight ratio of 11.4:1.1:87:0.5 (component (A): general polyol compound: filler component: plasticizer) to produce the main agent part. In the above, as the filler component, a first alumina filler with an average particle size of about 70 μm, a second alumina filler with an average particle size of about 20 μm, and a third alumina filler with an average particle size of about 1 μm were mixed and produced. The weight ratio at the time of mixing was set to about 6:2:2 (first alumina filler: second alumina filler: third alumina filler).

[0238] Manufacture of the curing agent part Polyisocyanate (Vencorex, Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate, filler component, and plasticizer (diisononyl adipate) were mixed at a weight ratio of 5:5:90 (polyisocyanate: filler component: plasticizer) to produce the curing agent part. In the above, as the filler component, a first alumina filler with an average particle size of about 70 μm, a second alumina filler with an average particle size of about 20 μm, and a third alumina filler with an average particle size of about 1 μm were mixed and produced. The weight ratio during the mixing was set to about 6:2:2 (first alumina filler: second alumina filler: third alumina filler).

[0239] Manufacture of the resin composition The main agent part and the curing agent part were prepared respectively to produce a resin composition (curable composition). After mixing the main agent and the curing agent parts, they were held at room temperature to form a cured body. In the above, the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part and the isocyanate group (NCO) present in the curing agent part was about 179.

[0240] Example 2. The main agent part and the curing agent part were prepared respectively in the same manner as in Example 1 to produce a resin composition (curable composition). After mixing the main agent and the curing agent parts, they were held at room temperature to form a cured body. However, the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part and the isocyanate group (NCO) present in the curing agent part was about 157.

[0241] Example 3. The main agent part and the curing agent part were prepared respectively in the same manner as in Example 1 to produce a resin composition (curable composition). After mixing the main agent and the curing agent parts, they were held at room temperature to form a cured body. However, the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part and the isocyanate group (NCO) present in the curing agent part was about 140.

[0242] Example 4. Manufacture of the main agent part The hydroxy group-functional component (A) of Production Example 1, a general polyol compound (Kuraray Co., Ltd., F-2010), a filler component, and a plasticizer (diisononyl adipate) were mixed at a weight ratio of 7.4:3.2:87:2.4 (component (A): general polyol: filler component: plasticizer) to produce the main agent part. In the above, the same filler component as in Example 1 was used as the filler component.

[0243] Manufacture of the curing agent part Polyisocyanate (Vencorex Co., Tolonate HDT-LV2) was used as the curing agent. The polyisocyanate, the filler component, and the plasticizer (diisononyl adipate) were mixed at a weight ratio of 5:5:90 (polyisocyanate: filler component: plasticizer) to produce the curing agent part. In the above, the same filler component as in Example 1 was used as the filler component.

[0244] Manufacture of the resin composition The above main agent part and curing agent part were each prepared to produce a resin composition (curable composition). After mixing the main agent and the curing agent parts, they were held at room temperature to form a cured body. In the above, the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part and the isocyanate group (NCO) present in the curing agent part was about 170.

[0245] Example 5. The main agent part and the curing agent part were each prepared in the same manner as in Example 4 to produce a resin composition (curable composition). After mixing the main agent and the curing agent parts, they were held at room temperature to form a cured body, but the mixing was carried out so that the equivalent ratio (OH / NCO) of the hydroxy group (OH) present in the main agent part and the isocyanate group (NCO) present in the curing agent part was about 140.

[0246] The results of the physical property evaluations summarized for each of the above examples are as shown in Table 1 below.

[0247]

Table 1

Claims

1. A curable composition comprising a polyol component and a filler, wherein the polyol component includes a first polyol compound containing at least one linear or branched hydrocarbon group having 3 or more carbon atoms bonded to a polyester skeleton or a polyether skeleton, and a second polyol compound not containing the hydrocarbon group, wherein the polyester skeleton includes a polycaprolactone skeleton, and the polyether skeleton includes a polyalkylene skeleton.

2. The adhesive 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 body having an adhesive force to a polyester surface of 100 gf / cm or less.

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

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

6. The curable composition according to claim 1, wherein the first polyol compound has a hydrocarbon group present in the substituent of Chemical Formula 1 below. 【Chemical 1】 In Chemical Formula 1, R is a hydrocarbon group that is linear or branched and has 3 or more carbon atoms.

7. The curable composition according to claim 1, wherein the polyester skeleton is a polycaprolactone skeleton and the polyether skeleton is a polyalkylene skeleton.

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

9. The curable composition according to claim 1, wherein the second polyol compound is a polyfunctional polyol having 2 or more functional groups.

10. The curable composition according to claim 1, wherein the second polyol compound is a polycaprolactone polyol or a polyol having alkane diol units, polyol units, and dicarboxylic acid units.

11. The curable composition according to claim 1, further comprising a polyisocyanate.

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

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

14. A main agent part containing a polyol component and a filler, and a curing agent part containing a curing agent and a filler. The polyol component includes a first polyol compound containing at least one linear or branched hydrocarbon group having 3 or more carbon atoms bonded to a polyester skeleton or a polyether skeleton, and a second polyol compound not containing the hydrocarbon group. The polyester skeleton includes a polycaprolactone skeleton, and the polyether skeleton includes a polyalkylene skeleton. A two-component composition.

15. A product including 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 14, which is present adjacent to the heat-generating component.

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