CN114736525B - Heat-conducting filler applied to high-heat-conducting elastomer - Google Patents
Heat-conducting filler applied to high-heat-conducting elastomer Download PDFInfo
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- CN114736525B CN114736525B CN202210431914.8A CN202210431914A CN114736525B CN 114736525 B CN114736525 B CN 114736525B CN 202210431914 A CN202210431914 A CN 202210431914A CN 114736525 B CN114736525 B CN 114736525B
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- heat conduction
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- thermally conductive
- graphene oxide
- hyperbranched polyester
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- 229920001971 elastomer Polymers 0.000 title claims abstract description 31
- 239000000806 elastomer Substances 0.000 title claims abstract description 31
- 239000000945 filler Substances 0.000 title claims abstract description 29
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 54
- 238000003756 stirring Methods 0.000 claims abstract description 45
- 229920006150 hyperbranched polyester Polymers 0.000 claims abstract description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 38
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 35
- 229910021389 graphene Inorganic materials 0.000 claims abstract description 35
- 238000006243 chemical reaction Methods 0.000 claims abstract description 34
- 239000000463 material Substances 0.000 claims abstract description 34
- 239000002131 composite material Substances 0.000 claims abstract description 30
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 17
- 238000005406 washing Methods 0.000 claims abstract description 13
- 239000012046 mixed solvent Substances 0.000 claims abstract description 11
- 238000001132 ultrasonic dispersion Methods 0.000 claims abstract description 10
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 claims abstract description 6
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000001035 drying Methods 0.000 claims abstract description 5
- 238000000227 grinding Methods 0.000 claims abstract description 5
- 230000032683 aging Effects 0.000 claims abstract description 4
- 230000001376 precipitating effect Effects 0.000 claims abstract 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 45
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 33
- 238000010438 heat treatment Methods 0.000 claims description 29
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 26
- 239000000243 solution Substances 0.000 claims description 23
- -1 aminosiloxane Chemical class 0.000 claims description 22
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 20
- 239000008367 deionised water Substances 0.000 claims description 17
- 229910021641 deionized water Inorganic materials 0.000 claims description 17
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 16
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 16
- 238000002156 mixing Methods 0.000 claims description 16
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 14
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 13
- 239000000178 monomer Substances 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 239000011231 conductive filler Substances 0.000 claims description 9
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 9
- 238000001914 filtration Methods 0.000 claims description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 8
- 238000007792 addition Methods 0.000 claims description 7
- 238000010992 reflux Methods 0.000 claims description 7
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 claims description 6
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims description 6
- 238000001291 vacuum drying Methods 0.000 claims description 6
- 230000003213 activating effect Effects 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 4
- 238000002390 rotary evaporation Methods 0.000 claims description 4
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 3
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims 4
- 239000001361 adipic acid Substances 0.000 claims 2
- 235000011037 adipic acid Nutrition 0.000 claims 2
- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 claims 2
- 229920013822 aminosilicone Polymers 0.000 claims 1
- 230000002431 foraging effect Effects 0.000 claims 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract description 9
- 210000002858 crystal cell Anatomy 0.000 abstract description 3
- 239000011347 resin Substances 0.000 description 13
- 229920005989 resin Polymers 0.000 description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 239000004743 Polypropylene Substances 0.000 description 6
- 229920001155 polypropylene Polymers 0.000 description 6
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000006087 Silane Coupling Agent Substances 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- NOLJPCPMOUBRJN-UHFFFAOYSA-N 2-bromoundecanoic acid Chemical compound CCCCCCCCCC(Br)C(O)=O NOLJPCPMOUBRJN-UHFFFAOYSA-N 0.000 description 3
- ZRMIETZFPZGBEB-UHFFFAOYSA-N 4-(4-hydroxyphenyl)benzonitrile Chemical group C1=CC(O)=CC=C1C1=CC=C(C#N)C=C1 ZRMIETZFPZGBEB-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 125000003368 amide group Chemical group 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 229910000027 potassium carbonate Inorganic materials 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 229920001169 thermoplastic Polymers 0.000 description 3
- 239000004416 thermosoftening plastic Substances 0.000 description 3
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- FYFFGSSZFBZTAH-UHFFFAOYSA-N methylaminomethanetriol Chemical compound CNC(O)(O)O FYFFGSSZFBZTAH-UHFFFAOYSA-N 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000000967 suction filtration Methods 0.000 description 2
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 229920000891 common polymer Polymers 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 230000009456 molecular mechanism Effects 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000001338 self-assembly Methods 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L87/00—Compositions of unspecified macromolecular compounds, obtained otherwise than by polymerisation reactions only involving unsaturated carbon-to-carbon bonds
- C08L87/005—Block or graft polymers not provided for in groups C08L1/00 - C08L85/04
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
- C08K3/04—Carbon
- C08K3/042—Graphene or derivatives, e.g. graphene oxides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/02—Ingredients treated with inorganic substances
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
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- C08K9/06—Ingredients treated with organic substances with silicon-containing compounds
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/12—Adsorbed ingredients, e.g. ingredients on carriers
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/10—Homopolymers or copolymers of propene
- C08L23/12—Polypropene
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/08—Materials not undergoing a change of physical state when used
- C09K5/14—Solid materials, e.g. powdery or granular
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
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Abstract
The invention relates to a heat-conducting filler applied to a high-heat-conducting elastomer, which belongs to the technical field of composite materials and comprises the following steps: step one, preparing a composite heat conduction material; step two, preparing grafted graphene oxide; and step three, adding the composite heat conduction material and the grafted graphene oxide into a mixed solvent of ethanol and water, performing ultrasonic dispersion for 20-40min, then grinding for 1-1.5h, transferring to a reaction container, adding hydrazine hydrate, stirring and reducing at room temperature for 6-24h, standing and aging, precipitating, washing, and drying to obtain the heat conduction filler applied to the high heat conduction elastomer. The composite heat conduction material is a modified hyperbranched polyester-loaded hydroxy-alumina heat conduction material, a heat conduction network consisting of hydroxy-alumina and liquid crystal cells exists in the material, and grafted graphene oxide is assembled on the surface of the composite heat conduction material, so that the obtained heat conduction filler has high heat conduction performance.
Description
Technical Field
The invention belongs to the technical field of composite materials, and particularly relates to a heat-conducting filler applied to a high-heat-conducting elastomer.
Background
With the progress of miniaturization and high power of electronic devices, the temperature inside the devices rises significantly, and thermal management becomes a key factor determining the lifetime and power of the devices. At present, it is conventional in the heat conduction and dissipation industry to use a metal material or an alloy as a heat conduction material. The metal heat-conducting product has the characteristics of high specific gravity, high machining cost, easy corrosion, easy electric conduction and the like, so that the further development of the metal heat-conducting product in the field of heat conduction is limited. Polymers are receiving wide attention in the field of heat conduction due to their good processability, lower density, better chemical stability, insulation properties, and the like.
Thermoplastics such as polypropylene, polyethylene, nylon, etc. are widely used due to their chemical stability, good machinability and repeated use by repeated heating cycles. The heat conductivity of the common polymer is lower than 0.3W/mK, so that the heat cannot be dissipated in time in the use process, parts have serious heating phenomena, the parts are aged and the like, the service life and the stability of a device are seriously influenced, and the service performance of a product is further influenced. Therefore, when thermoplastics are used in electronic devices, a large amount of thermally conductive filler is generally added to the thermoplastic to improve the thermal conductivity of the resulting composite. However, when a large amount of heat-conducting filler is added into a resin base material, the dispersibility of the heat-conducting filler becomes a difficult problem in the processing of the heat-conducting elastomer, and because the heat-conducting filler is generally an inorganic material, the heat-conducting filler has poor compatibility with resin-based organic materials, is difficult to uniformly disperse, and is easy to agglomerate in the processing process after being dispersed, the problems affect the formation of a uniform heat-conducting network in the heat-conducting elastomer, and the heat-conducting enhancement effect of the elastomer is not ideal.
Therefore, the invention provides the heat-conducting filler, which is subjected to surface modification, so that the heat-conducting filler can be uniformly and stably dispersed in the resin-based elastomer, a stable heat-conducting network is formed in the resin-based elastomer, and the high-heat-conducting elastomer is obtained.
Disclosure of Invention
The invention aims to provide a heat-conducting filler applied to a high-heat-conducting elastomer so as to solve the problems in the background art.
The purpose of the invention can be realized by the following technical scheme:
a heat-conducting filler applied to a high-heat-conducting elastomer comprises the following steps:
step one, uniformly mixing modified hyperbranched polyester and deionized water, adding an aluminum chloride solution under stirring, adjusting the pH value to 10 by using a 1mol/L sodium hydroxide solution, heating to reflux, stirring for 3-4h, raising the temperature, standing and aging for 24h, washing precipitates with deionized water for several times, and drying to obtain the composite heat conduction material, wherein the use ratio of the modified hyperbranched polyester to the deionized water to the aluminum chloride is 100g;
in the reaction, the hydrophilic characteristic of the modified hyperbranched polyester is utilized, the modified hyperbranched polyester can be stably dispersed in water, when an aluminum chloride solution is added, aluminum ions are uniformly dispersed in water and can enter a cavity of the modified hyperbranched polyester, and the cavity contains hydrophilic bonds such as amide groups, ether bonds, carbonyl groups and the like, so that the water containing the aluminum ions is promoted to enter, then under the alkaline and hydrothermal conditions, the aluminum ions produce hydroxyl alumina, the particle size of the hydroxyl alumina can be controlled and formed through the modified hyperbranched polyester cavity, the particle size of the formed hydroxyl alumina is uniform, the load of the modified hyperbranched polyester on the hydroxyl alumina is realized, the distribution of the hydroxyl alumina is stabilized, the modified hyperbranched polyester contains a large number of cavities, the high load of the hydroxyl alumina can be realized, and meanwhile, the modified hyperbranched polyester contains liquid crystal elements and has certain heat conduction performance, so that a heat conduction network consisting of the uniformly and stably dispersed hydroxyl alumina and liquid crystal elements exists in the obtained composite heat conduction material;
adding graphene oxide into ethanol, performing ultrasonic dispersion for 20-40min, heating to 40-60 ℃, slowly dropwise adding aminosiloxane, stirring for 2-4h after dropwise adding is completed, stopping reaction, filtering, washing with deionized water, and performing vacuum drying to obtain grafted graphene oxide, wherein the use ratio of the graphene oxide to the ethanol to the aminosiloxane is 10g: 2.6-3.5g, amino siloxane is one of amino silane coupling agents;
adding the composite heat conduction material and the grafted graphene oxide into a mixed solvent (formed by any ratio of ethanol to water) of ethanol and water, performing ultrasonic dispersion for 20-40min, then transferring to a grinding machine for grinding for 1-1.5h, transferring to a reaction container, adding hydrazine hydrate, stirring and reducing at room temperature for 6-24h, standing and aging for 24h, washing precipitates with deionized water for several times, and drying to obtain the heat conduction filler applied to the high heat conduction elastomer, wherein the mass ratio of the composite heat conduction material to the grafted graphene oxide is 85-100-15-30, and the mass of the hydrazine hydrate is 1.5-3 times of that of the grafted graphene oxide.
In the above reaction, the amide group, the ester group and the ether group in the composite heat conduction material are utilized to easily generate hydrogen bond action with the amino group in the grafted graphene oxide, ultrasonic dispersion and grinding technology are utilized, self-assembly is performed on the composite heat conduction material and the grafted graphene oxide, the grafted graphene oxide is assembled on the surface of the composite heat conduction material, the high heat conductivity of the graphene is utilized, the heat conductivity of a heat conduction network in the composite heat conduction material is further improved, meanwhile, winding and hydrogen bond action between an organic molecular chain in the composite heat conduction material and an organic matter grafted on the surface of the graphene are utilized, uniform dispersion of the graphene in the resin-based material is promoted, the dispersion stability is improved, hydrazine hydrate is utilized as a reducing agent afterwards, the graphene oxide is reduced, and the heat conductivity of the heat conduction filler is further improved.
Further, the modified hyperbranched polyester is prepared by the following steps:
b1, uniformly mixing an AB2 type monomer and p-toluenesulfonic acid, heating to 90-100 ℃ under the protection of nitrogen, stirring for 2-2.5h, carrying out reduced pressure reaction for 1.5-2h, heating to 110-120 ℃, and stirring for 2-2.5h to obtain hyperbranched polyester, wherein the adding mass of the p-toluenesulfonic acid is 1-3% of that of the AB2 type monomer;
b2, uniformly mixing the hyperbranched polyester, the methoxypolyethylene glycol glycidyl ether and tetrahydrofuran, adding an ethanol solution of sodium hydroxide, adjusting the pH value of the solution to 10-11, heating to 90-95 ℃, stirring for reaction for 10-16h, reducing the temperature to 50 ℃, and carrying out reduced pressure rotary evaporation to obtain the modified hyperbranched polyester, wherein the mass ratio of the methoxypolyethylene glycol glycidyl ether to the hyperbranched polyester is 20-30. In the reaction, hydroxyl in the hyperbranched polyester molecule is utilized to react with epoxy group in methoxypolyethylene glycol glycidyl ether, so that a polyethylene glycol chain is introduced into the molecular chain of the hyperbranched polyester, and the water solubility of the modified hyperbranched polyester is improved.
Further, the molecular structural formula of the AB2 type monomer is shown as follows, wherein a is carboxyl, and B is hydroxyl:
further, the AB2 type monomer is prepared by the following steps:
c1, under the protection of nitrogen, uniformly mixing a liquid crystal unit A, dicyclohexylcarbodiimide and dimethylformamide at 0-5 ℃, stirring and activating at room temperature for 1-1.5h, heating to 40-50 ℃, slowly dropwise adding a dimethylformamide solution of trihydroxymethylaminomethane, and continuously stirring and reacting for 6-8h to obtain a triol containing the liquid crystal unit A, wherein the molar ratio of the liquid crystal unit A, dicyclohexylcarbodiimide and trihydroxymethylaminomethane is 1.5-2;
c2, uniformly mixing the triol of the mesogen A and a mixed solvent of dimethylformamide and tetrahydrofuran (the volume ratio of dimethylformamide to tetrahydrofuran is 2.
Further, the molecular mechanism formula of the liquid crystal cell a is as follows:
further, the liquid crystal cell a is made by:
uniformly mixing bromoundecanoic acid and acetone, adding 4 '-cyano-4-hydroxybiphenyl, tetrabutylammonium bromide and potassium carbonate, heating to reflux, stirring for 24 hours, stopping reaction, cooling to room temperature, acidifying with hydrochloric acid, filtering to obtain a solid, dissolving the intermediate in tetrahydrofuran, adding a sodium hydroxide solution, stirring at room temperature for 3d, stopping reaction, neutralizing with hydrochloric acid at 0 ℃, performing suction filtration, washing with water, and recrystallizing with ethanol to obtain a liquid crystal unit A, wherein the use ratio of the bromoundecanoic acid, the 4' -cyano-4-hydroxybiphenyl, the potassium carbonate and the sodium hydroxide is 0.15-0.2mol.
The invention has the beneficial effects that:
in order to solve the problems mentioned in the background art, the invention adopts self-made modified hyperbranched polyester to load aluminum hydroxide to obtain a composite heat conduction material, and the molecular structure of the modified hyperbranched polyester contains liquid crystal primitives, so that a heat conduction network consisting of uniformly dispersed aluminum hydroxide and liquid crystal primitives is formed in the composite heat conduction material, and the modified hyperbranched polyester belongs to an organic-inorganic heat conduction composite filler, solves the problems of non-uniform dispersion and unstable dispersion of the inorganic heat conduction filler in a resin base, and further enhances the heat conductivity of the composite heat conduction material by utilizing the principle that amide groups, ester groups and ether groups are easy to generate hydrogen bond action with amino groups;
in conclusion, the heat-conducting filler obtained by the invention can be uniformly and stably dispersed in the resin base material, has high heat-conducting property and improves the toughness of the resin base material.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
The liquid crystal unit A is prepared by the following steps:
uniformly mixing 0.2mol of bromoundecanoic acid and 300mL of acetone, adding 0.1mol of 4' -cyano-4-hydroxybiphenyl, 3.63g of tetrabutylammonium bromide and 0.5mol of potassium carbonate, heating to reflux, stirring for reaction for 24 hours, stopping the reaction, cooling to room temperature, acidifying with hydrochloric acid, filtering to obtain a solid, dissolving the intermediate in tetrahydrofuran, adding 100mL of 5mol/L of sodium hydroxide solution, stirring for reaction for 3 days at room temperature, stopping the reaction, neutralizing with hydrochloric acid at 0 ℃, performing suction filtration, washing with water, and recrystallizing with ethanol to obtain a liquid crystal unit A.
Example 2
Preparing modified hyperbranched polyester:
b1, under the protection of nitrogen, uniformly mixing 0.1mol of liquid crystal unit A, 0.15mol of dicyclohexylcarbodiimide and 80mL of dimethylformamide at 0 ℃, stirring and activating at room temperature for 1h, heating to 40 ℃, slowly dropwise adding 0.13mol of dimethylformamide solution of tris (hydroxymethyl) aminomethane, and after the addition is finished, continuously stirring and reacting for 6h to obtain trihydric alcohol containing the mesogen A;
b2, after 0.105mol of the triol of the mesogen A prepared in the embodiment 1 and 100mL of a mixed solvent of dimethylformamide and tetrahydrofuran (the volume ratio of the dimethylformamide to the tetrahydrofuran is 2;
b3, heating and melting 100g of AB2 type monomers under the protection of nitrogen, adding 1g of p-toluenesulfonic acid under stirring, stirring for 5min, continuously controlling the reaction temperature to be 90 ℃ by using condensed water under the protection of nitrogen, stirring for reaction for 2.5h, carrying out reduced pressure reaction for 1.5h, heating to 110 ℃, and stirring for reaction for 2.5h to obtain hyperbranched polyester;
and B4, uniformly mixing 100g of hyperbranched polyester, 20g of methoxypolyethylene glycol glycidyl ether and 200mL of tetrahydrofuran, adding an ethanol solution of sodium hydroxide, adjusting the pH value of the solution to 10, heating to 90 ℃, stirring for reacting for 16h, reducing the temperature to 50 ℃, and carrying out reduced pressure rotary evaporation to obtain the modified hyperbranched polyester, wherein the relative molecular weight of the methoxypolyethylene glycol glycidyl ether is 2000.
Example 3
Preparing modified hyperbranched polyester:
b1, under the protection of nitrogen, uniformly mixing 0.1mol of liquid crystal unit A, 0.2mol of dicyclohexylcarbodiimide and 80mL of dimethylformamide at 5 ℃, stirring and activating at room temperature for 1.5h, heating to 50 ℃, slowly dropwise adding 0.15mol of dimethylformamide solution of tris (hydroxymethyl) aminomethane, and after the addition is finished, continuing stirring and reacting for 6h to obtain trihydric alcohol containing the mesogen A;
b2, after 0.11mol of the triol of the mesogen A prepared in the example 1 and 100mL of a mixed solvent of dimethylformamide and tetrahydrofuran (the volume ratio of the dimethylformamide to the tetrahydrofuran is 2;
b3, heating and melting 100g of AB2 type monomers under the protection of nitrogen, adding 3g of p-toluenesulfonic acid under stirring, stirring for 5min, continuously controlling the reaction temperature to be 100 ℃ by using condensed water under the protection of nitrogen, stirring for reaction for 2h, carrying out reduced pressure reaction for 2h, heating to 120 ℃, and stirring for reaction for 2h to obtain hyperbranched polyester;
and B4, uniformly mixing 100g of hyperbranched polyester, 30g of methoxypolyethylene glycol glycidyl ether and 200mL of tetrahydrofuran, adding an ethanol solution of sodium hydroxide, adjusting the pH value of the solution to 11, heating to 95 ℃, stirring for reaction for 10 hours, reducing the temperature to 50 ℃, and carrying out reduced pressure rotary evaporation to obtain the modified hyperbranched polyester, wherein the relative molecular weight of the methoxypolyethylene glycol glycidyl ether is 2000.
Example 4
A preparation method of a heat-conducting filler applied to a high-heat-conducting elastomer comprises the following steps:
step one, after 100g of the modified hyperbranched polyester prepared in the embodiment 2 is uniformly mixed with 200mL of deionized water, 100g of an aqueous solution containing 10g of aluminum chloride is added under stirring, 1mol/L of sodium hydroxide solution is used for adjusting the pH value to 10, the mixture is heated to reflux, stirred for 3 hours, heated to the temperature, kept stand and aged for 24 hours, and the precipitate is washed with deionized water for several times and dried to obtain a composite heat conduction material;
step two, adding 10g of graphene oxide into 30mL of ethanol, performing ultrasonic dispersion for 20min, heating to 40 ℃, slowly adding 2.6g of aminosiloxane dropwise, stirring for reacting for 2 hours after complete dropwise addition, stopping reaction, filtering, washing with deionized water, and performing vacuum drying to obtain grafted graphene oxide, wherein the aminosiloxane is KH550 silane coupling agent;
and step three, adding 85g of composite heat conduction material and 15g of grafted graphene oxide into a mixed solvent of ethanol and water (the volume ratio of ethanol to water is 2.
Example 5
A preparation method of a heat-conducting filler applied to a high-heat-conducting elastomer comprises the following steps:
step one, after 100g of the modified hyperbranched polyester prepared in the embodiment 3 and 250mL of deionized water are uniformly mixed, 100g of an aqueous solution containing 20g of aluminum chloride is added under stirring, 1mol/L sodium hydroxide solution is used for adjusting the pH value to 10, the mixture is heated to reflux, stirred for 4 hours, heated to stand and aged for 24 hours, and precipitates are washed with deionized water for several times and dried to obtain a composite heat conduction material;
step two, adding 10g of graphene oxide into 40mL of ethanol, performing ultrasonic dispersion for 40min, heating to 60 ℃, slowly dropwise adding 3g of aminosiloxane, stirring for reacting for 4 hours after dropwise adding is completed, stopping reaction, filtering, washing with deionized water, and performing vacuum drying to obtain grafted graphene oxide, wherein the aminosiloxane is a KH540 silane coupling agent;
and step three, adding 90g of composite heat conduction material and 20g of grafted graphene oxide into a mixed solvent of ethanol and water (the volume ratio of ethanol to water is 1.
Example 6
A preparation method of a heat-conducting filler applied to a high-heat-conducting elastomer comprises the following steps:
step one, after 100g of the modified hyperbranched polyester prepared in the embodiment 2 is uniformly mixed with 250mL of deionized water, 100g of an aqueous solution containing 25g of aluminum chloride is added under stirring, 1mol/L of sodium hydroxide solution is used for adjusting the pH value to 10, the mixture is heated to reflux, stirred for 4 hours, heated to the temperature, kept stand and aged for 24 hours, and the precipitate is washed with deionized water for several times and dried to obtain a composite heat conduction material;
step two, adding 10g of graphene oxide into 40mL of ethanol, performing ultrasonic dispersion for 40min, heating to 60 ℃, slowly adding 3.5g of aminosiloxane dropwise, stirring for reacting for 4 hours after complete dropwise addition, stopping reaction, filtering, washing with deionized water, and performing vacuum drying to obtain grafted graphene oxide, wherein the aminosiloxane is KH792 silane coupling agent;
and step three, adding 100g of composite heat conduction material and 30g of grafted graphene oxide into a mixed solvent of ethanol and water (the volume ratio of ethanol to water is 3.
Comparative example 1
A preparation method of a heat-conducting filler applied to a high-heat-conducting elastomer comprises the following steps:
step one, adding 10g of graphene oxide into 30mL of ethanol, performing ultrasonic dispersion for 20min, heating to 40 ℃, slowly adding 2.6g of aminosiloxane dropwise, stirring to react for 2h after complete dropwise addition, stopping reaction, filtering, washing with deionized water, and performing vacuum drying to obtain grafted graphene oxide, wherein the aminosiloxane is KH550 silane coupling agent;
step two, adding 85g of the modified hyperbranched polyester prepared in example 2 and 15g of the grafted graphene oxide into a mixed solvent of ethanol and water (volume ratio of ethanol to water is 2.
Comparative example 2
A preparation method of a heat-conducting filler applied to a high-heat-conducting elastomer comprises the following steps: the composite thermal conductive material prepared in step one of example 5.
Comparative example 3
A preparation method of a heat-conducting filler applied to a high-heat-conducting elastomer comprises the following steps: the grafted graphene prepared in step two of example 6.
Example 7
The heat-conducting fillers obtained in examples 4 to 6 or comparative examples 1 to 3 were applied to the heat-conducting modification of polypropylene elastomer resin, wherein the added mass of the heat-conducting filler was 35% of that of the polypropylene resin, and then the following performance tests were performed:
coefficient of thermal conductivity: testing according to ASTM D5470 test standard; DRL-111 model thermal conductivity tester; and after the elastomer obtained above is placed in a simulation box for 100 days, testing the heat conductivity coefficient, wherein the temperature in the simulation box is 25 ℃, and the humidity is 30%;
tensile strength and elongation at break: testing according to ASTM D412;
the empty table group is polypropylene resin;
the above test data are shown in table 1.
TABLE 1
As can be seen from the data in Table 1, the introduction of the thermally conductive fillers obtained in examples 4 to 5 into polypropylene resin can greatly improve the thermal conductivity and the elastic properties of the polypropylene resin matrix.
In the description of the specification, reference to the description of "one embodiment," "an example," "a specific example" or the like means that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the invention. In this specification, the schematic representations of the terms used above do not necessarily refer to the same embodiment or example. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples.
The foregoing is illustrative and explanatory only and is not intended to be exhaustive or to limit the invention to the precise embodiments described, and various modifications, additions, and substitutions may be made by those skilled in the art without departing from the scope of the invention or exceeding the scope of the claims.
Claims (8)
1. A heat conduction filler applied to a high-heat-conduction elastomer is characterized in that: the method comprises the following steps:
step one, uniformly mixing the modified hyperbranched polyester and deionized water, adding an aluminum chloride solution while stirring, adjusting the pH value of the solution to 10, heating to reflux, stirring for 3-4h, cooling to room temperature, standing for aging, precipitating, washing and drying to obtain a composite heat conduction material;
adding graphene oxide into ethanol, performing ultrasonic dispersion for 20-40min, heating to 40-60 ℃, slowly dropwise adding aminosiloxane, stirring to react for 2-4h after dropwise adding is completed, stopping reaction, filtering, washing, and performing vacuum drying to obtain grafted graphene oxide;
adding the composite heat conduction material and the grafted graphene oxide into a mixed solvent of ethanol and water, performing ultrasonic dispersion for 20-40min, then grinding for 1-1.5h, transferring to a reaction container, adding hydrazine hydrate, stirring and reducing at room temperature for 6-24h, standing and aging, precipitating and washing, and drying to obtain the heat conduction filler applied to the high heat conduction elastomer;
the modified hyperbranched polyester comprises the following steps:
b1, uniformly mixing the AB2 type monomer and p-toluenesulfonic acid, heating to 90-100 ℃ under the protection of nitrogen, stirring for reaction for 2-2.5h, carrying out reduced pressure reaction for 1.5-2h, heating to 110-120 ℃, and stirring for reaction for 2-2.5h to obtain hyperbranched polyester;
b2, uniformly mixing the hyperbranched polyester, methoxy polyethylene glycol glycidyl ether and tetrahydrofuran, adding an ethanol solution of sodium hydroxide, adjusting the pH of the solution to 10-11, heating to 90-95 ℃, stirring for reaction for 10-16h, cooling to 50 ℃, and carrying out reduced pressure rotary evaporation to obtain modified hyperbranched polyester;
the AB2 type monomer is prepared by the following steps:
c1, under the protection of nitrogen, uniformly mixing the liquid crystal unit A, dicyclohexylcarbodiimide and dimethylformamide at 0-5 ℃, stirring and activating at room temperature for 1-1.5h, heating to 40-50 ℃, slowly dropwise adding a dimethylformamide solution of tris (hydroxymethyl) aminomethane, and continuously stirring and reacting for 6-8h after finishing adding to obtain a triol containing the mesogen A;
c2, uniformly mixing the triad of the mesogen A and a mixed solvent of dimethyl formamide/tetrahydrofuran, adding adipic acid, p-toluenesulfonic acid and methyl hydroquinone, opening condensed water, heating to 80-90 ℃, stirring for reaction for 4-6h, and performing post-treatment to obtain the AB2 type monomer.
2. A thermally conductive filler applied to a highly thermally conductive elastomer according to claim 1, wherein: in the first step, the dosage ratio of the modified hyperbranched polyester to the deionized water to the aluminum chloride is 100g.
3. A thermally conductive filler applied to a highly thermally conductive elastomer according to claim 1, wherein: in the second step, the dosage ratio of the graphene oxide to the ethanol to the aminosilicone is 10g: 2.6-3.5g.
4. The thermally conductive filler applied to a highly thermally conductive elastomer according to claim 1, wherein: in the third step, the mass ratio of the composite heat conduction material to the grafted graphene oxide is 85-100 and is 15-30, and the addition mass of the hydrazine hydrate is 1.5-3 times of the mass of the grafted graphene oxide.
5. A thermally conductive filler applied to a highly thermally conductive elastomer according to claim 1, wherein: in the step B1, the adding mass of the p-toluenesulfonic acid is 1-3% of the adding mass of the AB2 type monomer.
6. The thermally conductive filler applied to a highly thermally conductive elastomer according to claim 1, wherein: in the step B2, the mass ratio of the methoxypolyethylene glycol glycidyl ether to the hyperbranched polyester is 20-30.
7. The thermally conductive filler applied to a highly thermally conductive elastomer according to claim 1, wherein: in the step C1, the molar ratio of the liquid crystal unit A, the dicyclohexylcarbodiimide and the tris (hydroxymethyl) aminomethane is 1.5-2.
8. The thermally conductive filler applied to a highly thermally conductive elastomer according to claim 1, wherein: in the step C2, the molar ratio of the triol of the mesogen A to the adipic acid is 1.05-1.1.
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