Composition

Abstract

A composition which can be cured at room temperature; and can form a heat dissipation material exhibiting an appropriate level of hardness, low adhesion force, and excellent thermal conductivity, is provided. In addition, the composition can achieve the low adhesion force, and the like without using a plasticizer or the like, or in a state where even if the plasticizer is used, the use ratio thereof is minimized. A product containing the composition, or a cured body thereof is also provided.

Claims

1. A composition comprising a resin component and a filler component, wherein the composition has an adhesion force to aluminum of 1 N/mm 2 or less and a shore 00 hardness of less than 90.

2. The composition according to claim 1, wherein the composition has a thermal conductivity of 1.2 W/mK or more.

3. The composition according to claim 1, wherein the resin component comprises a polyol compound, a monohydric alcohol, a thiol compound, a polyisocyanate compound, or a polyurethane.

4. The composition according to claim 1, wherein the resin component comprises a polyfunctional polyol compound with 3 functionalities or more, and a bifunctional polyol compound.

5. The composition according to claim 4, wherein at least one of the polyfunctional polyol compound with 3 functionalities or more and the bifunctional polyol compound has a number average molecular weight in a range of 300 to 3000 g/mol.

6. The composition according to claim 4, wherein any one of the polyfunctional polyol compound with 3 functionalities or more and the bifunctional polyol compound has a number average molecular weight of 1500 g/mol or more, and the other has a number average molecular weight of less than 1500 g/mol.

7. The composition according to claim 4, wherein any one of the polyfunctional polyol compound with 3 functionalities or more and the bifunctional polyol compound is a polyester polyol, and the other is a polyether polyol.

8. The composition according to claim 7, wherein the polyester polyol comprises an alkane diol unit, a polyol unit, and a dicarboxylic acid unit, where the dicarboxylic acid unit is an adipic acid unit or a sebacic acid unit.

9. The composition according to claim 4, wherein the resin component comprises the bifunctional polyol compound in an amount of 5 to 200 parts by weight relative to 100 parts by weight of the polyfunctional polyol compound with 3 functionalities or more.

10. The composition according to claim 4, wherein the resin component further comprises a monohydric alcohol or thiol compound.

11. The composition according to claim 10, wherein the resin component comprises the monohydric alcohol or thiol compound in an amount of 1 to 100 parts by weight relative to 100 parts by weight of the polyfunctional polyol compound with 3 functionalities or more.

12. The composition according to claim 1, wherein the resin component comprises a polyisocyanate.

13. The composition according to claim 12, wherein the polyisocyanate comprises a polyfunctional polyisocyanate with 3 functionalities or more, and a bifunctional polyisocyanate.

14. The composition according to claim 13, wherein the polyisocyanate comprises the bifunctional polyisocyante in an amount of 5 to 200 parts by weight relative to 100 parts by weight of the polyfunctional polyisocyanate with 3 functionalities or more.

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

16. A two-component composition comprising: a main part comprising a polyol component and a filler; and a curing agent part comprising a curing agent component and a filler, and wherein the two-component composition has an adhesion force to aluminum of 1 N/mm 2 or less, and a shore 00 hardness of less than 90.

17. A product comprising a heat generating component, and the composition of claim 1 or a cured body of the composition, wherein the composition or the cured body of the composition is present adjacent to the heat generating component.

18. A product comprising a heat generating component, and the two-component composition of claim 16, wherein the two-component composition or the cured body of the two-component composition is present adjacent to the heat generating component.

Description

MODE FOR INVENTION

[0102] Hereinafter, the present application will be specifically described through Examples, but the scope of the present application is not limited by the following examples.

[0103] The cured body mentioned below is formed by mixing main and curing agent parts of all compositions in Examples or Comparative Examples, which are prepared in a two-component type in a volume ratio of 1:1, and then maintaining the mixture at room temperature for about 24 hours.

1. Thermal Conductivity

[0104] The thermal conductivity of the composition or the cured body thereof was measured by a hot-disk method according to ISO 22007-2 standard. Specifically, mixtures of the main parts and the curing agent parts in a volume ratio of 1:1 in Examples or Comparative Examples composed of a two-component type were each placed in a mold having a thickness of about 7 mm or so, and the thermal conductivity was measured in the through plane direction using the Hot Disk equipment. As stipulated in the above standard (ISO 22007-2), the Hot Disk equipment is an equipment that can check the thermal conductivity by measuring the temperature change (electrical resistance change) while the sensor with the nickel wire double spiral structure is heated, and the thermal conductivity was measured according to this standard.

2. Measurement of Adhesion Force to Aluminum

[0105] An uncured composition (a mixture of a main part and a curing agent part) was coated in the center of an aluminum substrate having horizontal and vertical lengths of 2 cm and 7 cm, respectively, to have a width of 2 cm and a length of 2 cm or so, and an aluminum substrate having horizontal and vertical lengths of 2 cm and 7 cm, respectively, was attached again on the coating layer, and the composition was cured by maintaining the state. Here, the two aluminum substrates were attached to form an angle of 90 degrees to each other. Hereinafter, with the upper aluminum substrate fixed, the lower aluminum substrate was pressed at a speed of 0.5 mm/min to measure the force while the lower aluminum substrate was separated, and the adhesion force to aluminum was obtained by dividing the maximum force measured in the process by the area of the specimen (peel angle of 90 degrees).

3. Hardness Measurement

[0106] The hardness of the cured body of the composition was measured according to ASTM D 2240 and JIS K 6253 standards. It was performed using ASKER's durometer hardness device, where the initial hardness was measured by applying a load of 1 Kg or more (about 1.5 Kg) to the surface of the sample (resin layer) in a flat state, and after 15 seconds, the hardness was evaluated by confirming the stabilized measurement value.

4. Measurement of Curvature Radius

[0107] The curvature radius of the cured body was evaluated using a cured body having a width, a length, and a thickness of 1 cm, 10 cm, and 2 mm, respectively. When the cured body is attached to cylinders having various radii and bent along the longitudinal direction, the curvature radius is the minimum radius of the cylinder at which cracks do not occur in the cured body. In addition, in this specification, the unit of curvature radius is mm, unless otherwise specified.

5. Measurement of Number Average Molecular Weight

[0108] The number average molecular weight (Mn) was measured using GPC (Gel permeation chromatography). Specifically, the number average molecular weight (Mn) can be measured by adding a sample to be analyzed into a 5 mL vial, diluting it with a THF (tetrahydrofuran) solvent to a concentration of about 1 mg/mL, and then filtering a standard sample for calibration and the analysis sample through a syringe filter (pore size: 0.45 ?m). Agilent technologies' ChemStation is used as an analysis program, and the number average molecular weight (Mn) can be obtained by comparing the elution time of the sample with the calibration curve.

[0109] <GPC Measurement Conditions> [0110] Instrument: Agilent technologies' 1200 series [0111] Column: using Agilent technologies' TL Mix. A & B [0112] Solvent: THF (tetrahydrofuran) [0113] Column temperature: 35? C. [0114] Sample concentration: 1 mg/mL, 200 ?l injection [0115] Standard samples: using polystyrene (MP: 3900000, 723000, 316500, 52200, 31400, 7200, 3940, 485).

Example 1

[0116] Preparation of Main Part

[0117] A trifunctional polyester polyol (Kuraray, F-2010) and a bifunctional polyether polyol (polypropylene glycol) (Kumho Petrochemical, PPG-1000D) as polyol compounds, and 2-propylheptanol (2PH) as a monohydric alcohol were mixed with a filler component and a catalyst (dibutyltin dilaurate, DBTDL) to prepare the main part. Here, the trifunctional polyester polyol (Kuraray, F-2010) is a compound having three hydroxy groups, having a number average molecular weight of about 2000 g/mol, and having a 3-methyl-1,5-pentanediol unit, a trimethylol propane unit and an adipic acid unit, and the bifunctional polyether polyol is polypropylene glycol having a number average molecular weight of about 1000 g/mol. The mixing ratio of the above components was set to a weight ratio of 100:90:30:1869 (F-2010: PPG-1000D: 2-PH: filler component), and the catalyst was added in a catalytic amount. Here, the filler component was prepared by mixing a first alumina filler having an average particle diameter of about 70 ?m, a second alumina filler having an average particle diameter of about 20 ?m, and a third alumina filler having an average particle diameter of about 1 ?m. The weight ratio during the mixing was about 60:20:20 (first alumina filler: second alumina filler: third alumina filler).

[0118] Preparation of Curing Agent Part

[0119] A trifunctional polyisocyanate (trifunctional HDI Trimer, Vencorex, HD T LV2) and a bifunctional polyisocyanate (Asahi Kasei, AE700-100) as polyisocyanate were mixed with a filler component to prepare the curing agent part. The mixing ratio was set to a weight ratio of 100:60:3271 (HD T LV2: AE700-100: filler component). Here, as the filler component, the same component as applied in the main part was used.

[0120] Preparation of Composition

[0121] A composition was prepared by preparing the main part and the curing agent part in a volume ratio of 1:1. The mixing and curing of the main part and the curing agent part were all performed at room temperature.

Comparative Example 1

[0122] Preparation of Main Part

[0123] A bifunctional polyether polyol (polypropylene glycol) (Kumho Petrochemical, PPG-1000D) as a polyol compound was mixed with a filler component and a catalyst to prepare the main part. The mixing ratio of the above components was set to a weight ratio of 100:1010 (PPG-1000D: filler component), and the catalyst was added in a catalytic amount. As the filler component and the catalyst, the same components as in Example 1 were used.

[0124] Preparation of Curing Agent Part

[0125] A trifunctional polyisocyanate (trifunctional HDI Trimer, Vencorex, HD T LV2) and a bifunctional polyisocyanate (Asahi Kasei, AE700-100) as polyisocyanates were mixed with a filler component to prepare the curing agent part. The mixing ratio was set to a weight ratio of 100:25:5631 (HD T LV2: AE700-100: filler component). Here, the same filler component as in Example 1 was used.

[0126] Preparation of Composition

[0127] A composition was prepared by preparing the main part and the curing agent part in a volume ratio of 1:1. The mixing and curing of the main part and the curing agent part were all performed at room temperature.

Comparative Example 2

[0128] Preparation of Main Part

[0129] A bifunctional polyether polyol (polypropylene glycol) (Kumho Petrochemical, PPG-1000D) as a polyol compound was mixed with a filler component and a catalyst to prepare the main part. The mixing ratio of the above components was set to a weight ratio of 100:1010 (PPG-1000D: filler component), and the catalyst was formulated in a catalytic amount. As the filler component and the catalyst, the same components as in Example 1 were used.

[0130] Preparation of Curing Agent Part

[0131] A trifunctional polyisocyanate (trifunctional HDI Trimer, Vencorex, HD T LV2) as a polyisocyanate was mixed with a filler component to prepare the curing agent part. The mixing ratio was set to a weight ratio of 100:4990 (HD T LV2: filler component:). Here, the same filler component as in Example 1 was used.

[0132] Preparation of Composition

[0133] A composition was prepared by preparing the main part and the curing agent part in a volume ratio of 1:1. The mixing and curing of the main part and the curing agent part were all performed at room temperature.

Comparative Example 3

[0134] Preparation of Main Part

[0135] A bifunctional polyether polyol (polypropylene glycol) (Kumho Petrochemical, PPG-1000D) as a polyol compound was mixed with a filler component and a catalyst to prepare the main part. The mixing ratio of the above components was set to a weight ratio of 100:1156 (PPG-1000D: filler component), and the catalyst was formulated in a catalytic amount. As the filler component and the catalyst, the same components as in Example 1 were used.

[0136] Preparation of Curing Agent Part

[0137] A trifunctional polyisocyanate (trifunctional HDI Trimer, Vencorex, HD T LV2) was mixed with a filler component to prepare the curing agent part. The mixing ratio was set to a weight ratio of 100:4416 (HD T LV2: filler component). Here, the same filler component as in Example 1 was used.

[0138] Preparation of Composition

[0139] A composition was prepared by preparing the main part and the curing agent part in a volume ratio of 1:1. The mixing and curing of the main part and the curing agent part were all performed at room temperature.

Comparative Example 4

[0140] Preparation of Main Part

[0141] A trifunctional polyester polyol (Kuraray, F-2010) and a bifunctional polyether polyol (polypropylene glycol) (Kumho Petrochemical, PPG-1000D) as polyol compounds were mixed with a filler component and a catalyst to prepare the main part. The mixing ratio of the above components was set to a weight ratio of 100:233:3788 (F-2010: PPG-1000D: filler component), and the catalyst was formulated in a catalytic amount. As the filler component and the catalyst, the same components as in Example 1 were used.

[0142] Preparation of Curing Agent Part

[0143] A trifunctional polyisocyanate (trifunctional HDI Trimer, Vencorex, HD T LV2) as a polyisocyanate was mixed with a filler component to prepare the curing agent part. The mixing ratio was set to a weight ratio of 100:4698 (HD T LV2: filler component). Here, the same filler component as in Example 1 was used.

[0144] Preparation of Composition

[0145] A composition was prepared by preparing the main part and the curing agent part in a volume ratio of 1:1. The mixing and curing of the main part and the curing agent part were all performed at room temperature.

Comparative Example 5

[0146] Preparation of Main Part

[0147] A trifunctional polyester polyol (Kuraray, F-2010) and a bifunctional polyether polyol (polypropylene glycol) (Kumho Petrochemical, PPG-1000D) as polyol compounds were mixed with a filler component and a catalyst to prepare the main part. The mixing ratio of the above components was set to a weight ratio of 100:150:2825 (F-2010: PPG-1000D: filler component), and the catalyst was formulated in a catalytic amount. As the filler component and the catalyst, the same components as in Example 1 were used.

[0148] Preparation of Curing Agent Part

[0149] A trifunctional polyisocyanate (trifunctional HDI Trimer, Vencorex, HD T LV2) as a polyisocyanate was mixed with a filler component to prepare the curing agent part. The mixing ratio was set to a weight ratio of 100:4811 (HD T LV2: filler component). Here, the same filler component as in Example 1 was used.

[0150] Preparation of Composition

[0151] A composition was prepared by preparing the main part and the curing agent part in a volume ratio of 1:1. The mixing and curing of the main part and the curing agent part were all performed at room temperature.

Comparative Example 6

[0152] Preparation of Main Part

[0153] A trifunctional polyester polyol (Kuraray, F2010) and a bifunctional polyether polyol (polypropylene glycol) (Kumho Petrochemical, PPG-1000D) as polyol compounds were mixed with a filler component and a catalyst to prepare the main part. The mixing ratio of the above components was set to a weight ratio of 100:100:2252 (F-2010: PPG-1000D: filler component), and the catalyst was formulated in a catalytic amount. As the filler component and the catalyst, the same components as in Example 1 were used.

[0154] Preparation of Curing Agent Part

[0155] A trifunctional polyisocyanate (trifunctional HDI Trimer, Vencorex, HD T LV2) as a polyisocyanate was mixed with a filler component to prepare the curing agent part. The mixing ratio was set to a weight ratio of 100:4912 (HD T LV2: filler component). Here, the same filler component as in Example 1 was used.

[0156] Preparation of Composition

[0157] A composition was prepared by preparing the main part and the curing agent part in a volume ratio of 1:1. The mixing and curing of the main part and the curing agent part were all performed at room temperature.

Comparative Example 7

[0158] Preparation of Main Part

[0159] A trifunctional polyester polyol (Kuraray, F2010) and a bifunctional polyether polyol (polypropylene glycol) (Kumho Petrochemical, PPG-1000D) as polyol compounds were mixed with a filler component and a catalyst to prepare the main part. The mixing ratio of the above components was set to a weight ratio of 100:150:2793 (F-2010: PPG-1000D: filler component), and the catalyst was formulated in a catalytic amount. As the filler component and the catalyst, the same components as in Example 1 were used.

[0160] Preparation of Curing Agent Part

[0161] A trifunctional polyisocyanate (trifunctional HDI Trimer, Vencorex, HD T LV2) as a polyisocyanate was mixed with a filler component to prepare the curing agent part. The mixing ratio was set to a weight ratio of 100:5091 (HD T LV2: filler component). Here, the same filler component as in Example 1 was used.

[0162] Preparation of Composition

[0163] A composition was prepared by preparing the main part and the curing agent part in a volume ratio of 1:1. The mixing and curing of the main part and the curing agent part were all performed at room temperature.

Comparative Example 8

[0164] Preparation of Main Part

[0165] A trifunctional polyester polyol (Kuraray, F2010) and a bifunctional polyether polyol (polypropylene glycol) (Kumho Petrochemical, PPG-1000D) as polyol compounds were mixed with a filler component and a catalyst to prepare the main part. The mixing ratio of the above components was set to a weight ratio of 100:150:2759 (F-2010: PPG-1000D: filler component), and the catalyst was formulated in a catalytic amount. As the filler component and the catalyst, the same components as in Example 1 were used.

[0166] Preparation of Curing Agent Part

[0167] A trifunctional polyisocyanate (trifunctional HDI Trimer, Vencorex, HD T LV2) as a polyisocyanate was mixed with a filler component to prepare the curing agent part. The mixing ratio was set to a weight ratio of 100:5344 (HD T LV2: filler component). Here, the same filler component as in Example 1 was used.

[0168] Preparation of Composition

[0169] A composition was prepared by preparing the main part and the curing agent part in a volume ratio of 1:1. The mixing and curing of the main part and the curing agent part were all performed at room temperature.

Comparative Example 9

[0170] Preparation of Main Part

[0171] A trifunctional polyester polyol (Kuraray, F2010) as a polyol compound was mixed with a monohydric alcohol (2-propylheptanol, 2-PH), a filler component and a catalyst to prepare the main part. The mixing ratio of the above components was set to a weight ratio of 100:11:1230 (F-2010: 2-PH: filler component), and the catalyst was formulated in a catalytic amount. As the filler component and the catalyst, the same components as in Example 1 were used.

[0172] Preparation of Curing Agent Part

[0173] A trifunctional polyisocyanate (trifunctional HDI Trimer, Vencorex, HD T LV2) as a polyisocyanate was mixed with a filler component to prepare the curing agent part. The mixing ratio was set to a weight ratio of 100:3562 (HD T LV2: filler component). Here, the same filler component as in Example 1 was used.

[0174] Preparation of Composition

[0175] A composition was prepared by preparing the main part and the curing agent part in a volume ratio of 1:1. The mixing and curing of the main part and the curing agent part were all performed at room temperature.

Comparative Example 10

[0176] Preparation of Main Part

[0177] A trifunctional polyester polyol (Kuraray, F2010) as a polyol compound was mixed with a monohydric alcohol (2-propylheptanol, 2-PH), a filler component and a catalyst to prepare the main part. The mixing ratio of the above components was set to a weight ratio of 100:25:1619 (F-2010: 2-PH: filler component: catalyst), and the catalyst was formulated in a catalytic amount. As the filler component and the catalyst, the same components as in Example 1 were used.

[0178] Preparation of Curing Agent Part

[0179] A trifunctional polyisocyanate (trifunctional HDI Trimer, Vencorex, HD T LV2) as a polyisocyanate was mixed with a filler component to prepare the curing agent part. The mixing ratio was set to a weight ratio of 100:3111 (HD T LV2: filler component). Here, the same filler component as in Example 1 was used.

[0180] Preparation of Composition

[0181] A composition was prepared by preparing the main part and the curing agent part in a volume ratio of 1:1. The mixing and curing of the main part and the curing agent part were all performed at room temperature.

Comparative Example 11

[0182] Preparation of Main Part

[0183] A trifunctional polyester polyol (Kuraray, F2010) as a polyol compound was mixed with a monohydric alcohol (2-propylheptanol, 2-PH), a filler component and a catalyst to prepare the main part. The mixing ratio of the above components was set to a weight ratio of 100:67:2371 (F-2010: 2-PH: filler component), and the catalyst was formulated in a catalytic amount. As the filler component and the catalyst, the same components as in Example 1 were used.

[0184] Preparation of Curing Agent Part

[0185] A trifunctional polyisocyanate (trifunctional HDI Trimer, Vencorex, HD T LV2) as a polyisocyanate was mixed with a filler component to prepare the curing agent part. The mixing ratio was set to a weight ratio of 100:2555 (HD T LV2: filler component). Here, the same filler component as in Example 1 was used.

[0186] Preparation of Composition

[0187] A composition was prepared by preparing the main part and the curing agent part in a volume ratio of 1:1. The mixing and curing of the main part and the curing agent part were all performed at room temperature.

Comparative Example 12

[0188] Preparation of Main Part

[0189] A trifunctional polyester polyol (Kuraray, F2010) as a polyol compound was mixed with a monohydric alcohol (2-propylheptanol, 2-PH), a filler component and a catalyst to prepare the main part. The mixing ratio of the above components was set to a weight ratio of 100:104:3046 (F-2010: 2-PH: filler component), and the catalyst was formulated in a catalytic amount. As the filler component and the catalyst, the same components as in Example 1 were used.

[0190] Preparation of Curing Agent Part

[0191] A trifunctional polyisocyanate (trifunctional HDI Trimer, Vencorex, HD T LV2) as a polyisocyanate was mixed with a filler component to prepare the curing agent part. The mixing ratio was set to a weight ratio of 100:2357 (HD T LV2: filler component). Here, the same filler component as in Example 1 was used.

[0192] Preparation of Composition

[0193] A composition was prepared by preparing the main part and the curing agent part in a volume ratio of 1:1. The mixing and curing of the main part and the curing agent part were all performed at room temperature.

[0194] The physical property evaluation results summarized for Example and Comparative Examples above are as shown in Table 1 below. In Table 1 below, bulk destruction means a case that when the cured body of the composition is peeled off from aluminum for measurement of adhesion force, the destruction of the cured body occurs, and thus it is impossible to measure the adhesion force at the interface between the aluminum and the cured body, and the case where the curvature radius is unmeasurable means a case that the hardness of the cured body is too low or the mechanical strength is not secured, whereby it is easily broken or becomes a brittle formulation, and thus the measurement is impossible.

TABLE-US-00001 TABLE 1 Adhesion force Hardness Curvature Thermal conductivity (Al)(N/mm.sup.2) (shore OO) radius (mm) (W/mK) Example 1 0.1 82~85 6.5 2.546 Comparative 1 Bulk destruction 18 Unmeasurable 2.537 Example 2 Bulk destruction 32~37 Unmeasurable 2.519 3 1.07 72 Unmeasurable 2.698 4 0.22 92 >11 2.604 5 0.27 94 >11 2.633 6 0.06 96 >11 2.579 7 0.17 92 >11 2.564 8 0.15 93 >11 2.552 9 0.18 95 >11 2.802 10 0.10 92 7 2.803 11 Bulk destruction 0 0 Unmeasurable 12 Bulk destruction 0 0 Unmeasurable