CN101701131A - Intelligent active freezing-proof coating material and preparation method and application thereof - Google Patents

Intelligent active freezing-proof coating material and preparation method and application thereof Download PDF

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CN101701131A
CN101701131A CN 200910195359 CN200910195359A CN101701131A CN 101701131 A CN101701131 A CN 101701131A CN 200910195359 CN200910195359 CN 200910195359 CN 200910195359 A CN200910195359 A CN 200910195359A CN 101701131 A CN101701131 A CN 101701131A
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freezing
coating material
proof coating
polysiloxane
intelligent active
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CN101701131B (en
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胡益民
汪洪
陈晓东
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NANJING BOPING ELECTRONIC TECHNOLOGY CO., LTD.
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SHANGHAI BOPING AVIATION TECHNOLOGY Co Ltd
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Abstract

The invention relates to an intelligent active freezing-proof coating material and a preparation method and application thereof. The material comprises the following formula: 10-60wt% of thermosensitive phase-change materials, 10-60wt% of heavy molecular weight polymer containing ureides groups and 20-80wt% of solvent. The preparation method is characterized in that the components are stirred and mixed to prepare freezing-proof coating material solution; after the solution is dried by evaporation, the freezing-proof coating material is formed; and the obtained freezing-proof coating material is attached to an objected to be treated by adopting a soaking mode, a manual brush painting mode or an electrostatic spraying mode. Compared with the prior art, the invention has the characteristics that the obtained freezing-proof coating material has long-term freezing-proof capability and favorable aging resistance, wearability and transparency, does not affect matrix color and the like.

Description

A kind of intelligent active freezing-proof coating material and its production and application
Technical field
The present invention relates to the preparation method of intelligence, active freezing-proof coating material, it is sprayed on stromal surface, stromal surface has long-term freezing ability.Especially be fit to use in the industries such as aviation, ships, railway, electric power, petrochemical industry, pipeline, building.
Background technology
The accumulation of ice on matrix will produce huge problem.To cause transportation to become very difficult as motorway is icing.Icing on the cable, will cause electric wire load-bearing overload and rupture the power system interruption.Aircraft wing freezes, and will cause fatal crass's accident to take place.The roof freezes blocked up, and the house will cave in.Therefore, the preparation of freezing coated material is shown great attention to.And the freezing coated material has wide application market.
Deicing at present (suppressing to freeze) mainly is to realize by methods such as thermal radiation, chemical Snow Agent and surface heating.These methods all need a large amount of energy and auxiliary agent, and the enforcement time is long, and excessively use Snow Agent can cause the salinization of surrounding environment.Therefore, develop a kind of environmental protection, long-acting type freezing coated material, it has intelligence when icing, the active freezing-proof ability is a purport of the present invention.
The affinity of the icing phenomenon of stromal surface and stromal surface and water is closely related, and water-wetted surface adsorbs moisture content easily, quicken to freeze, and hydrophobic surface is just opposite.Therefore, matrix covers polytetrafluoroethylene floor, and its freezing ability improves greatly.It is long-lasting that yet this method does not have.Though this is because tetrafluoroethylene has hydrophobic nature, it can't disturb hydrogen bond gathering between water molecules, and the nuclei of crystallization of ice form.Head it off can be introduced acyl ureido group in coated material, disturb bound energy between water molecules hydrogen bond, reduces hydrogen bond and assembles, and realizes the freezing ability, as the patent US6809169 of Boeing Co..But this technology also exists deficiency, and along with water on the matrix or ice thickness degree increase, acyl ureido group suppresses ability can be reduced, and the ability of freezing weakens.Anti-ice coated material must freeze by the auxiliary wing of removing of high-speed air.Therefore this technology can't be suitable for low-speed motion or the matrix that leaves standstill on realize the ability of not freezing, belong to the anti-ice of non intelligent type coated material.
Summary of the invention
Purpose of the present invention is exactly to provide a kind of have long-term freezing ability, ageing resistance, wear resistance and transparent good for the defective that overcomes above-mentioned prior art existence, the color of matrix is not had the preparation method of the intelligent active freezing-proof coating material of influence.
Purpose of the present invention can be achieved through the following technical solutions: a kind of intelligent active freezing-proof coating material, it is characterized in that, this material comprises following prescription: temperature sensitive phase change material 10-60wt%, contain the high-molecular weight polymer 10-60wt% of acyl ureido group, solvent 20-80wt%.
Described temperature sensitive phase change material is one or more mixtures in the silicon phase change material that forms of silicon and polymer blocks multipolymer.
Described temperature sensitive phase change material comprises polysiloxane-acryllic acid resin copolymer, polysiloxane-amide copolymer, polysiloxane-epoxy copolymerized thing, polysiloxane-ether copolymer, polysiloxane-ammoniacum multipolymer, polysiloxane-urea copolymer or polysiloxane-vinyl ether co-polymer.
Described temperature sensitive phase change material is to adopt α, and ω-two hydroxyl polysiloxane and alkoxyl silicone prepared in reaction form, and molecular formula is as follows
Figure G2009101953598D0000021
R wherein 1, R 2, R 5, R 6Be alkoxyl group or the aryloxy that contains 1-10 C atom; R 3, R 4Be alkyl, phenyl or the cycloalkyl that contains 1-6 C atom; Number of repeat unit X, Y are 3-30; It is 3-10 that polysiloxane repeats first number Z.
The described high-molecular weight polymer that contains acyl ureido group is poly-silicon, polyacrylic acid acid fat, polymeric amide, Resins, epoxy, polyethers, Polyurethane, polyureas or the polyvingl ether that contains acyl ureido group.
The described high-molecular weight polymer that contains acyl ureido group adopts high molecular α, and ω-two amino silicones are synthetic with two carbimide reactions, and preparation contains the acyl ureido group high-molecular weight polymer, and molecular structure is as follows:
Figure G2009101953598D0000022
R wherein 1, R 6Be hydrogen base, the alkyl of a 1-6 carbon atom, aryl, cycloalkyl, hetero-aromatic ring group; R 2, R 5Be alkyl, aryl, the polyphenylene of 1-10 carbon atom; R 3, R 4Be alkyl, aryl or the cycloalkyl that contains 1-6 carbon atom; Number of repeat unit X is 1-100; CYAN is two carbimide backbone molecule.
Described solvent is volatilize organic compound or a water-soluble solvent rapidly of lower boiling.
Described solvent comprises methylene dichloride, methylene dichloride and toluene mixed solvent, water-soluble poly ammoniacum or water-soluble acrylic ester.
A kind of preparation method of intelligent active freezing-proof coating material, it is characterized in that, this method is with temperature sensitive phase change material 10-60wt%, the high-molecular weight polymer 10-60wt% that contains acyl ureido group, solvent 20-80wt%, make the freezing coating material solution through mixing, form the freezing coated material after the solvent evaporates drying.
A kind of application of intelligent active freezing-proof coating material is characterized in that, the freezing coated material is adopted immersion way, and manual brushing or electrostatic spraying mode are attached on the pending thing.
Compared with prior art, the intelligence that the inventive method obtains, active freezing-proof coating material are sprayed on it on stromal surface, and stromal surface has long-term freezing ability.Coated material has ageing resistance, wear resistance and better transparent, and to the not influence of color of matrix, the temperature sensitive phase change material in this top layer material is changed by outside temperature, realize changing mutually, discharge heat energy, the crystallisation process of eliminating ice takes place, so coating has intelligence, initiative characteristics; In addition, acyl ureido group is strengthened the interference performance to water molecules hydrogen bond in the coated material, further promote the freezing ability of coated material, it is long-lasting that it is had, thereby reduce the usage quantity of Snow Agent, reduce environmental pollution, be beneficial to environmental protection, especially be fit to large-scale promotion, use in aviation, ships, traffic, electric power, petrochemical industry, pipeline, building, the automobile and other industries.
The preparation method of freezing coated material of the present invention can adopt immersion way, and modes such as manual brushing and electrostatic spraying are implemented, compare with traditional de-icing method, it is short that this method has the engineering time, and energy consumption is low, and have environment-friendly type, pollute little characteristics, because construction is flexibly, can spray stromal surface at short notice, can construct at the scene, suppress to freeze, reduce maintenance cost, prolong the work-ing life of equipment, had very high economy return.
Description of drawings
The icing adhesion property test of Fig. 1 stromal surface synoptic diagram.
Embodiment
The present invention is described in detail below in conjunction with specific embodiment.
1. the preparation of temperature sensitive phase change material
The preparation of temperature sensitive phase change material is to adopt α, and ω-two hydroxyl polysiloxane and alkoxyl silicone prepared in reaction form, and molecular formula is as follows:
Figure G2009101953598D0000041
R wherein 1, R 2, R 5, R 6Be alkoxyl group or the aryloxy that contains 1-10 C atom; R 3, R 4Be alkyl, phenyl or the cycloalkyl that contains 1-6 C atom; Number of repeat unit X, Y are 3-30; It is 3-10 that polysiloxane repeats first number Z.
2. contain the preparation of acyl ureido group high-molecular weight polymer
The synthetic employing high molecular α that contains the acyl ureido group polymkeric substance, ω-two amino silicones and two carbimide reactions, preparation contains the acyl ureido group high-molecular weight polymer, and molecular structure is as follows:
Figure G2009101953598D0000042
R wherein 1, R 6Be hydrogen base, the alkyl of a 1-6 carbon atom, aryl, cycloalkyl, hetero-aromatic ring group; R 2, R 5Be alkyl, aryl, the polyphenylene of 1-10 carbon atom; R 3, R 4Be alkyl, aryl or the cycloalkyl that contains 1-6 carbon atom; Number of repeat unit X is 1-100; CYAN is two carbimide backbone molecule.
In addition, contain the synthetic of acyl ureido group high-molecular weight polymer and also can adopt high molecular α, ω-two amino silicones replace two carbonylic acid reactions with chlorine earlier, synthesize amino-terminated polysiloxane-polymeric amide intermediate, intermediate further reacts with two carbimides again, prepares cross-linking type at last and contains the acyl ureido group high-molecular weight polymer.If adopt high molecular α, ω-two amino silicones are reacted earlier with two carbimides, synthesize amino-terminated polysiloxane-uride intermediate, intermediate replaces two carbonylic acids with chlorine again and further reacts, and can prepare random and contain the acyl ureido group high-molecular weight polymer.Molecular weight α in adopting in addition, ω-two amino silicones and chlorine replace two carbonylic acid reactions, synthesize amino-terminated polysiloxane-polymeric amide intermediate; Molecular weight α in the employing, ω-two amino silicones are reacted earlier with two carbimides, synthesize amino-terminated polysiloxane-uride intermediate, amino-terminated polysiloxane-polymeric amide intermediate and amino-terminated polysiloxane-uride intermediate further react replacing two carbonylic acids with chlorine, prepare block type at last and contain the acyl ureido group high-molecular weight polymer.It is as follows to contain acyl ureido group high-molecular weight polymer molecular structure:
Figure G2009101953598D0000043
R wherein 1, R 6Be hydrogen base, the alkyl of a 1-6 carbon atom, aryl, cycloalkyl, hetero-aromatic ring group; R 2, R 5Be alkyl, aryl, the polyphenylene of 1-10 carbon atom; R 3, R 4Be alkyl, aryl or the cycloalkyl that contains 1-6 carbon atom; Number of repeat unit X is 1-100; Y is that chlorine replaces two carbonic acid backbone molecule; CYAN is two carbimide backbone molecule.Concrete synthetic referring to embodiment.
Embodiment 1
(1) preparation of temperature sensitive phase change material
Logical nitrogen is taken residual air in the 10L glass polymerization reaction kettle out of, pours 5mol α into, ω-two hydroxyl polydimethylsiloxane (M W1200) and the 2.5L methylene dichloride.Taking by weighing 10mol hexadecyl Trimethoxy silane dissolves with 2.5L methylene dichloride and 12mol oxalic acid.Start whipping appts, slowly drip the alkyl trimethoxysilane mixed solution.After dropwising, be warming up to 50 ℃ and continue reaction 2hr, progressively heat up and remove unnecessary solvent and small molecular weight impurity.Obtain temperature sensitive phase change material, with deionized water rinsing number time, vacuum-drying is to constant weight, and is standby.
(2) contain the preparation of acyl ureido group high-molecular weight polymer
Logical nitrogen is taken residual air in the 10L glass polymerization reaction kettle out of, pours 3L methylene dichloride and 10mol2 into, the two carbimide mixed solvents of 4-xylyl.Take by weighing 10mol α, ω-two amino silicones (M W24000) be dissolved in the dichloromethane solvent of 2.5L.Start whipping appts, keep room temperature, slowly drip and contain α, the mixed solution of ω-two amino silicones.After dropwising, continue reaction 24hr, cooling finishes reaction, prepares to contain the acyl ureido group high-molecular weight polymer.
Embodiment 2
Logical nitrogen is taken residual air in the 10L glass polymerization reaction kettle out of, pours 5mol α into, ω-two hydroxyl polydimethylsiloxane (M W1200) and the 2.5L methylene dichloride.Taking by weighing 10mol octadecyl Trimethoxy silane dissolves with 2.5L methylene dichloride and 12mol oxalic acid.Start whipping appts, slowly drip the alkyl trimethoxysilane mixed solution.After dropwising, be warming up to 50 ℃ and continue reaction 2hr, progressively heat up and remove unnecessary solvent and small molecular weight impurity.Obtain temperature sensitive phase change material, with deionized water rinsing number time, vacuum-drying is to constant weight, and is standby.
Logical nitrogen is taken residual air in the 10L glass polymerization reaction kettle out of, pours the fumaryl chloride mixing solutions of 2.5L methylene dichloride and 5mol into.Take by weighing 10mol α, ω-two amino silicones (M W25000) be dissolved in the methylene dichloride mixed solvent of 10mol triethylamine and 2.5L.Start whipping appts, slowly drip and contain α, the mixed solvent of ω-two amino silicones.After dropwising, be warming up to 50 ℃ and continue reaction 1hr, generate hydrogenchloride amine, filter and remove.Keep nitrogen environment to reduce to room temperature, take by weighing the amino-terminated poly-silica of 5mol-fumaramide multipolymer intermediate, pour 5mol 2 into, in the mixing solutions and glass polymerization reaction kettle of two carbimides of 4-xylyl and 500ml methylene dichloride, continue reflection 24hr, cooling finishes reaction, prepares cross-linking type acyl ureido group high-molecular weight polymer.
Embodiment 3
Logical nitrogen is taken residual air in the 10L glass polymerization reaction kettle out of, pours 5mol α into, ω-two hydroxyl polydimethylsiloxane (M W1200) and the 2.5L methylene dichloride.Take by weighing 5mol hexadecyl Trimethoxy silane, 5mol octadecyl Trimethoxy silane dissolves with 2.5L methylene dichloride and 12mol oxalic acid.Start whipping appts, slowly drip the alkyl trimethoxysilane mixed solution.After dropwising, be warming up to 50 ℃ and continue reaction 2hr, progressively heat up and remove unnecessary solvent and small molecular weight impurity.Obtain temperature sensitive phase change material, with deionized water rinsing number time, vacuum-drying is to constant weight, and is standby.
Logical nitrogen is taken residual air in the 10L glass polymerization reaction kettle out of, pours the fumaryl chloride mixing solutions of 2.5L methylene dichloride and 5mol into.Take by weighing 2.5mol third amino single end capped polydimethylsiloxane (M W23000) be dissolved in the methylene dichloride mixed solvent of 1.25L.Start whipping appts, slowly drip the mixing solutions that contains the third amino-terminated polydimethylsiloxane.Continue the amino single end capped polydimethylsiloxane (M of Dropwise 5 mol fourth then W24000) be dissolved in the methylene dichloride mixed solution of 1.25L, after dropwising, be warming up to 50 ℃ and continue reaction 1hr, generate hydrogenchloride amine, filter and remove.Keep nitrogen environment to reduce to room temperature, pour 2.5mol 2 into, in the mixing solutions and glass polymerization reaction kettle of two carbimides of 4-xylyl and 250ml methylene dichloride, continue reflection 24hr, cooling finishes reaction, preparation random acyl ureido group high-molecular weight polymer.
Embodiment 4
Logical nitrogen is taken residual air in the 5L glass polymerization reaction kettle out of, pours 5mol α into, ω-two amino silicones (M W24000) be dissolved in the methylene dichloride mixing solutions of 5mol triethylamine and 1.25L, start whipping appts, slowly drip the fumaryl chloride mixing solutions of 1.25L methylene dichloride and 2.5mol.After dropwising, be warming up to 50 ℃ and continue reaction 1hr, generate hydrogenchloride amine, filter removal and obtain amino-terminated polysiloxane-fumaramide multipolymer intermediate.On the other hand, logical nitrogen is taken residual air in the 5L glass polymerization reaction kettle out of, takes by weighing 5mol α, ω-two amino silicones (M W22000) be dissolved in the mixing solutions of the methylene dichloride of 1.25L, start and stir, room temperature condition slowly drips 1.25L methylene dichloride and 2.5mol 2 down, the two carbimide mixed solutions of 4-xylyl.Obtain amino-terminated polysiloxane-uride multipolymer intermediate.Under nitrogen protection, two kinds of intermediates are mixed then, stir down, slowly Dropwise 5 mol fumaryl chloride and 2.5L dichloromethane solution after dropwising, are warming up to 50 ℃, and reaction 1hr generates hydrogenchloride amine, filters and removes.Obtain block type acyl ureido group high-molecular weight polymer.
The preparation of intelligence, active freezing-proof coating material liquid
With temperature sensitive phase change material, contain the acyl ureido group high-molecular weight polymer and solvent mixes according to following formula table, the intelligence that obtains, active freezing-proof coating material spray coating liquor.
Figure G2009101953598D0000071
The test of ice adhesion property
Earlier high-performance aluminium alloy AL2024-T3 aviation sheet material is cut into square test panel (75mm X75mm), wipe residual grease on the test panel with acetone soln, remove residuals on the test panel with reference to the BAC5749 of Boeing Co. standard with alkaline cleansing agent, further test plate surface is carried out deoxidation treatment according to the BAC5765 standard, further handle aluminum alloy surface with reference to the BAC5748 standard, at room temperature use the deionized water rinsing surface then, drying, standby.
The beta version of cleaning is further made anti-corrosive treatment, and concrete operations see also correlative detail in " high strength, high toughness Al-alloy corrosion-resistant finishes preparation methods " patent of Shanghai Boping Aviation Technology Co., Ltd. application.At anticorrosion aluminium surface spraying freezing spray coating liquor, unnecessary solvent is removed in vacuum-drying, forms intelligence then, and the active freezing-proof protective layer is iced the adhesion property test.Concrete testing method is as follows:
Ice viscosity performance experimentation as shown in Figure 1.In a closed room, keep ambient moisture 50%, temperature-7 ℃.3,4 upper and lower two contiguous blocks of representing the tensile strength instrument respectively among the figure, 1,2 represent aluminum test and its coated material face are placed face-to-face.Between 1 and 2 coated material faces, inject water, it is frozen, as black part among Fig. 1.When the thickness of ice reaches certain numerical value, with the 0.5mm/min pulling speed, carry out the tensile strength test, break away from the coated material face until ice sheet, repeat repeatedly, record numerical value is asked its average tensile break strength.
Ice adhesion property result
Embodiment 5
A kind of preparation method of intelligent active freezing-proof coating material, this method is with temperature sensitive phase change material polysiloxane-acryllic acid resin copolymer 10wt%, the poly-polymeric silicon material 60wt% that contains acyl ureido group, methylene chloride 30wt% mixes and makes the freezing coating material solution, form the freezing coated material after the solvent evaporates drying, the freezing coated material that obtains adopts immersion way to be coated on the pending thing.
Embodiment 6
A kind of preparation method of intelligent active freezing-proof coating material, this method is with temperature sensitive phase change material polysiloxane-epoxy copolymerized thing 60wt%, the polyacrylic acid acid fat macromolecular material 20wt% that contains acyl ureido group, methylene dichloride and toluene mixed solvent 20wt% mix and make the freezing coating material solution, form the freezing coated material after the solvent evaporates drying, the freezing coated material that obtains adopts the electrostatic spraying mode to be coated on the pending thing.
Embodiment 7
A kind of preparation method of intelligent active freezing-proof coating material, this method is with temperature sensitive phase change material polysiloxane-urea copolymer 10wt%, the Resins, epoxy macromolecular material 10wt% that contains acyl ureido group, water-soluble poly ammoniacum 80wt% mixes and makes the freezing coating material solution, form the freezing coated material after the solvent evaporates drying, the freezing coated material that obtains adopts the manual brushing method to be coated on the pending thing.
It should be noted that at last: above implementation column and Formulation Example be the unrestricted technical scheme described in the invention in order to explanation the present invention only; Therefore, although this specification sheets has been described in detail the present invention with reference to above-mentioned each embodiment, Formulation Example,, those of ordinary skill in the art should be appreciated that still and can make amendment or be equal to replacement the present invention; And all do not break away from the technical scheme and the improvement thereof of the spirit and scope of utility model, and it all should be encompassed in the middle of the claim scope of the present invention.

Claims (10)

1. an intelligent active freezing-proof coating material is characterized in that, this material comprises following prescription: temperature sensitive phase change material 10-60wt%, contain the high-molecular weight polymer 10-60wt% of acyl ureido group, solvent 20-80wt%.
2. a kind of intelligent active freezing-proof coating material according to claim 1 is characterized in that, described temperature sensitive phase change material is one or more mixtures in the silicon phase change material that forms of silicon and polymer blocks multipolymer.
3. a kind of intelligent active freezing-proof coating material according to claim 1 and 2, it is characterized in that, described temperature sensitive phase change material comprises polysiloxane-acryllic acid resin copolymer, polysiloxane-amide copolymer, polysiloxane-epoxy copolymerized thing, polysiloxane-ether copolymer, polysiloxane-ammoniacum multipolymer, polysiloxane-urea copolymer or polysiloxane-vinyl ether co-polymer.
4. a kind of intelligent active freezing-proof coating material according to claim 1 is characterized in that, described temperature sensitive phase change material is to adopt α, and ω-two hydroxyl polysiloxane and alkoxyl silicone prepared in reaction form, and molecular formula is as follows
R wherein 1, R 2, R 5, R 6Be alkoxyl group or the aryloxy that contains 1-10 C atom; R 3, R 4Be alkyl, phenyl or the cycloalkyl that contains 1-6 C atom; Number of repeat unit X, Y are 3-30; It is 3-10 that polysiloxane repeats first number Z.
5. a kind of intelligent active freezing-proof coating material according to claim 1, it is characterized in that the described high-molecular weight polymer that contains acyl ureido group is poly-silicon, polyacrylic acid acid fat, polymeric amide, Resins, epoxy, polyethers, Polyurethane, polyureas or the polyvingl ether that contains acyl ureido group.
6. a kind of intelligent active freezing-proof coating material according to claim 1, it is characterized in that, the described high-molecular weight polymer that contains acyl ureido group adopts high molecular α, ω-two amino silicones are synthetic with two carbimide reactions, preparation contains the acyl ureido group high-molecular weight polymer, and molecular structure is as follows:
Figure F2009101953598C0000012
R wherein 1, R 6Be hydrogen base, the alkyl of a 1-6 carbon atom, aryl, cycloalkyl, hetero-aromatic ring group; R 2, R 5Be alkyl, aryl, the polyphenylene R of 1-10 carbon atom 3, R 4Be alkyl, aryl or the cycloalkyl that contains 1-6 carbon atom; Number of repeat unit X is 1-100; CYAN is two carbimide backbone molecule.
7. a kind of intelligent active freezing-proof coating material according to claim 1 is characterized in that, described solvent is volatilize organic compound or a water-soluble solvent rapidly of lower boiling.
8. according to claim 1 or 7 described a kind of intelligent active freezing-proof coating materials, it is characterized in that described solvent comprises methylene dichloride, methylene dichloride and toluene mixed solvent, water-soluble poly ammoniacum or water-soluble acrylic ester.
9. the preparation method of an intelligent active freezing-proof coating material as claimed in claim 1, it is characterized in that, this method is with temperature sensitive phase change material 10-60wt%, the high-molecular weight polymer 10-60wt% that contains acyl ureido group, solvent 20-80wt%, make the freezing coating material solution through mixing, form the freezing coated material after the solvent evaporates drying.
10. the application of an intelligent active freezing-proof coating material as claimed in claim 1 is characterized in that, the freezing coated material is adopted immersion way, and manual brushing or electrostatic spraying mode are attached on the pending thing.
CN 200910195359 2009-09-08 2009-09-08 Intelligent active freezing-proof coating material and preparation method and application thereof Expired - Fee Related CN101701131B (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102408656A (en) * 2011-08-31 2012-04-11 山东交通学院 Anti-freeze nanometer titanium dioxide composite material and application thereof
CN102676056A (en) * 2012-06-01 2012-09-19 天津大学 Nano composite ice-covering-proof coating containing phase change silicone oil and preparation method thereof
CN109233606A (en) * 2018-07-24 2019-01-18 浙江皮意纺织有限公司 A kind of multiple cross-linked polyurethane coating composition of high abrasion organosilicon and preparation method thereof
CN115948110A (en) * 2022-12-23 2023-04-11 成都泰格尔航天航空科技股份有限公司 Preparation method of environment-friendly recyclable anti-icing coating with excellent durability

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Publication number Priority date Publication date Assignee Title
FR2616153B1 (en) * 1987-06-05 1990-11-23 Rhone Poulenc Chimie THERMOSTABLE COPOLYMERS STRUCTURE SEQUENCES (IMIDE-AMIDE BLOCK) - (UREA-SILOXANE BLOCK)
MX9707967A (en) * 1995-04-25 1997-12-31 Minnesota Mining & Mfg Polydiorganosiloxane polyurea segmented copolymers and a process for making same.
US6846893B1 (en) * 1996-10-23 2005-01-25 Minnesota Mining And Manufacturing Company Polymer mixtures containing polydiorganosiloxane urea-containing components
DE10359704A1 (en) * 2003-12-18 2005-07-14 Wacker-Chemie Gmbh Dispersions containing organopolysiloxane-polyurea copolymers

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102408656A (en) * 2011-08-31 2012-04-11 山东交通学院 Anti-freeze nanometer titanium dioxide composite material and application thereof
CN102676056A (en) * 2012-06-01 2012-09-19 天津大学 Nano composite ice-covering-proof coating containing phase change silicone oil and preparation method thereof
CN109233606A (en) * 2018-07-24 2019-01-18 浙江皮意纺织有限公司 A kind of multiple cross-linked polyurethane coating composition of high abrasion organosilicon and preparation method thereof
CN115948110A (en) * 2022-12-23 2023-04-11 成都泰格尔航天航空科技股份有限公司 Preparation method of environment-friendly recyclable anti-icing coating with excellent durability
CN115948110B (en) * 2022-12-23 2023-08-25 成都泰格尔航天航空科技股份有限公司 Preparation method of environment-friendly recyclable anti-icing coating with excellent durability

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