CN108610959B - Preparation method of fluorinated POSS (polyhedral oligomeric silsesquioxane) crosslinked organic silicon brush-shaped molecule anti-icing coating - Google Patents
Preparation method of fluorinated POSS (polyhedral oligomeric silsesquioxane) crosslinked organic silicon brush-shaped molecule anti-icing coating Download PDFInfo
- Publication number
- CN108610959B CN108610959B CN201810316523.5A CN201810316523A CN108610959B CN 108610959 B CN108610959 B CN 108610959B CN 201810316523 A CN201810316523 A CN 201810316523A CN 108610959 B CN108610959 B CN 108610959B
- Authority
- CN
- China
- Prior art keywords
- polydimethylsiloxane
- brush
- hydrogen
- coating
- polyhedral oligomeric
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/44—Block-or graft-polymers containing polysiloxane sequences containing only polysiloxane sequences
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/10—Block or graft copolymers containing polysiloxane sequences
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
Abstract
The invention discloses a preparation method of an organic silicon brush-shaped molecular crosslinked fluorine-containing POSS anti-icing coating, which comprises the following steps: preparing a polydimethylsiloxane brush molecule from vinyl polydimethylsiloxane and single-end hydrogen polydimethylsiloxane through a hydrosilylation reaction; the prepared polydimethylsiloxane brush-shaped molecules, the fluorinated polyhedral oligomeric silsesquioxane and the hydrogen-terminated polydimethylsiloxane are subjected to thermal crosslinking curing to form a film, so that the anti-icing coating is obtained. Wherein: 2% -12% of polydimethylsiloxane brush molecules; 2 to 12 percent of fluorinated polyhedral oligomeric silsesquioxane; hydrogen-terminated dimethyl siloxane 0.6-45%; 0.01 to 0.12 percent of catalyst; the balance being solvent. And (3) testing the contact angle and the ice shear strength of the fluorinated polyhedral oligomeric silsesquioxane crosslinked organic silicon brush-shaped molecule anti-icing coating to obtain the contact angle hysteresis value as low as 4 degrees and the ice shear strength as low as 20kPa, so that the anti-icing purpose is achieved, and the coating is used in the anti-icing field.
Description
Technical Field
The invention relates to a preparation method of a fluorinated polyhedral oligomeric silsesquioxane (POSS) crosslinked organic silicon brush-shaped molecule anti-icing coating.
Background
The icing causes great inconvenience and loss to the production and the life of the human society, the damage caused by the icing can be relieved to a certain extent by the traditional heating deicing method, but the problems of low deicing efficiency, large energy consumption and the like exist. The anti-icing coating has the characteristics of time saving, labor saving and environmental protection, and is widely concerned. The organic fluorine material and the organic silicon material are common low surface energy materials and are widely applied to the field of anti-icing coatings. Polyhedral oligomeric silsesquioxanes (POSS) also provide some reinforcement to the ice-over resistant coating.
Urata et al propose an organic gel type surface self-lubricating ice-protective coating which shrinks under appropriate conditions under the influence of the environment to produce an organic liquid on the surface of the coating to achieve self-lubrication and thus maintain ice-protective properties over a longer period of time, but which loses organic liquid during de-icing (Urata C, Dunderale GJ, England MW, Hozumi A. Self-lubricating organic gels (S L UGs) with an explicit synthetic adhesion-induced adhesion promoter, matrix. chem. A,2015,3(24):12626, 12630, Chinese patent CN106519968A discloses an ice-protective coating with low ice adhesion strength, which is prepared by curing a polymer such as cross-linked polysiloxane to form a polymer elastic network structure with low modulus, by constructing an interface layer, by reducing the adhesion strength of a lubricating layer, by applying a method of Ice coating of low adhesion, CN106519968, CN, King.
The combination of polyethylmethacrylate and fluorinated POSS in a certain ratio has been found to give coatings exhibiting good ice protection compared to bare steel and neat polymers (Meule AJ, Smith JD, Varanasi KK, Mabry JM, McKiniey GH, Cohen RE. relationship between water and property and ice adhesion. ACS applied. mater. interface, 2010,2(11):3100 3113113113113110.) earlier in the subject group amphiphilic block copolymers containing POSS were prepared to produce a non-Icing bound water layer on the surface by virtue of hydrophobic POSS aggregation, giving coatings with good anti-fog, anti-Icing properties (L i C, L i X, Tao C, Ren L X, Zo YH, Bai, Young, American XY coating 2019. multidisco coating 229. multidisc 229. positive coating.
Mitra et al spin-coat a mixed solution of brush polystyrene and linear polystyrene onto a silicon wafer to form a film, and found that the larger volume of brush polystyrene accumulated mainly at the air interface or substrate interface, while the linear polystyrene accumulated inside the film (Mitra I, L I X, Pesek S L, Makarenko B, L okitz BS, Uhrig D, SteinGE. thin film phase viewer of cottlebrush/linear polymers, macromolecules,2014,47(15): 5269-.
Polysiloxanes are widely used in the anti-icing field, but their ice shear strength values are generally greater than 50 kPa. According to the invention, polydimethylsiloxane is prepared into brush-shaped molecules, and the special properties of the polydimethylsiloxane brush-shaped molecules and the hydrophobicity of fluorinated POSS are combined, so that the prepared coating has excellent anti-icing performance, the ice shear strength of the obtained anti-icing coating can be as low as 20kPa, and the work is not reported before.
Disclosure of Invention
The invention aims to prepare a fluorinated polyhedral oligomeric silsesquioxane (POSS) crosslinked organic silicon brush-shaped molecule anti-icing coating through a hydrosilylation reaction.
The invention prepares the polydimethylsiloxane brush molecule by the hydrosilylation reaction of vinyl polydimethylsiloxane and single-end hydrogen polydimethylsiloxane respectively. The prepared polydimethylsiloxane brush-shaped molecules, the fluorinated polyhedral oligomeric silsesquioxane and the hydrogen-terminated polydimethylsiloxane are subjected to thermal crosslinking curing to form a film, so that the anti-icing coating is obtained.
Reference is made to chinese patent CN 104263238B (yuanxianyan, tao chao, zhuangying, rowengineering 30366, kao ciki, li daghui, zhakiqiang a fluorinated POSS composite silicone coating and preparation method and anti-icing application CN 104263238B, 2017). The structural formula of the synthesized fluorinated polyhedral oligomeric silsesquioxane is as follows:
in the formula, the number of each group is 1-7, and the sum of the numbers of the two groups is 8.
The purpose of the invention is realized by the following technical scheme:
a preparation method of a fluorinated polyhedral oligomeric silsesquioxane (POSS) crosslinked organic silicon brush-shaped molecule anti-icing coating comprises the following steps: preparing a polydimethylsiloxane brush molecule from vinyl polydimethylsiloxane and single-end hydrogen polydimethylsiloxane through a hydrosilylation reaction; the prepared polydimethylsiloxane brush-shaped molecules, the fluorinated polyhedral oligomeric silsesquioxane and the hydrogen-terminated polydimethylsiloxane are subjected to thermal crosslinking curing to form a film, so that the anti-icing coating is obtained.
The weight percentage of each component is as follows:
polydimethylsiloxane brush molecule: 2% -12%;
fluorinated polyhedral oligomeric silsesquioxanes: 2% -12%;
hydrogen-terminated dimethylsiloxane: 0.6 to 45 percent;
catalyst: 0.01 to 0.12 percent;
the balance being solvent.
The catalyst is Karstedt catalyst or chloroplatinic acid catalyst, and the solvent is toluene, xylene, benzotrifluoride or dichloromethane.
The structural formula of the hydrogen-terminated polydimethylsiloxane is as follows:
the molecular weight of the hydrogen-terminated polydimethylsiloxane is 500-20000.
The preparation method of the polydimethylsiloxane brush molecule comprises the following steps: adding vinyl polydimethylsiloxane and single-end hydrogen polydimethylsiloxane into a reactor to prepare a reaction solution with the concentration of 30-70 wt%, and introducing nitrogen into the reaction system for 20-60 min to exhaust air; adding a catalyst, reacting for 8-24 h at 60-110 ℃, removing the solvent by rotary evaporation, and completely removing the residual solvent in a vacuum drying oven to obtain the polydimethylsiloxane brush-shaped molecule.
The structural formula of the polydimethylsiloxane brush molecule is as follows:
wherein y/x is 0.1 to 10, and m/(x + y) is 0.6 to 18; wherein m is the number of units of the polydimethylsiloxane radical, x is the number of units of the polydimethylsiloxane side chain grafted on, y is the number of units of the remaining vinyl functional group, and R' is methyl or n-butyl.
The molecular weight of the vinyl polydimethylsiloxane is 10000-50000, and the structural formula is as follows:
wherein m/n is 0.6 to 18.
The molecular weight of the single-end hydrogen polydimethylsiloxane is 1000-8000, and the structural formula is as follows:
in the formula, R' is methyl or n-butyl.
The preparation method of the anti-icing coating comprises the steps of dissolving polydimethylsiloxane brush-shaped molecules, fluorinated polyhedral oligomeric silsesquioxane, hydrogen-terminated polydimethylsiloxane and a catalyst in a solvent to prepare a solution, shaking for 1-3 hours to uniformly mix the solution, coating the mixed solution of 200-500 mu L on the surface of a substrate, drying the surface of the substrate for 2-4 hours at room temperature, and then placing the substrate into a blowing oven at 80-120 ℃ to crosslink for 2-4 hours to form a film, so that the anti-icing coating of fluorinated polyhedral oligomeric silsesquioxane (POSS) crosslinked organosilicon brush-shaped molecules is obtained.
The resulting crosslinked network of the anti-icing coating can be expressed as:
wherein
The compound is a fluorinated polyhedral oligomeric silsesquioxane molecule which is compounded with polydimethylsiloxane brush molecules and hydrogen-terminated polydimethylsiloxane to form a cross-linked network.
The fluorinated polyhedral oligomeric silsesquioxane (POSS) crosslinked organic silicon brush-shaped molecule anti-icing coating prepared by the method disclosed by the invention is tested to obtain a contact angle hysteresis value as low as 4 degrees and an ice shear strength as low as 20kPa, so that the aim of anti-icing is fulfilled, and the method is simple and convenient to operate and mild and controllable in reaction; the coating can be effectively applied to the field of ice coating prevention.
Detailed Description
The technical solution of the present invention is further described and illustrated by the following embodiments.
Example 1:
(1) adding 6g of vinyl polydimethylsiloxane (molecular weight is 10000, m/n is 0.6) and 15g of single-end hydrogen polydimethylsiloxane (molecular weight is 1000) into a three-mouth bottle, using 32g of toluene as a solvent to prepare a reaction solution with the concentration of 40 wt%, uniformly mixing, introducing nitrogen into the reaction system for 40min to exhaust air, adding 40 mu L of chloroplatinic acid catalyst, reacting for 18h at 70 ℃, removing the solvent by rotary evaporation, completely removing the solvent remained in the system in a vacuum drying oven, and obtaining the polydimethylsiloxane brush molecule with y/x being 2.
(2) Preparing an anti-icing coating of fluorinated polyhedral oligomeric silsesquioxane (POSS) crosslinked organic silicon brush-shaped molecules, uniformly mixing 2g of polydimethylsiloxane brush-shaped molecules, 8g of fluorinated polyhedral oligomeric silsesquioxane (the number of silicon-hydrogen bonds is 1), 24g of hydrogen-terminated polydimethylsiloxane (the molecular weight is 20000) and 7 mu L Karstedt catalyst, using 34g of dichloromethane as a solvent to prepare a reactant solution with the concentration of 50 wt%, shaking for 1h, uniformly dripping the mixed reactant solution 400 mu L on a treated 2cm × 2cm aluminum sheet, after dripping, placing the coating on a room temperature for drying for 4h, and then placing the coating in an oven at 80 ℃ for full crosslinking and curing for 3 h.
The coating was measured to have an ice shear strength of 29kPa, a static water contact angle of 104 °, a static oil contact angle of 31 °, and a contact angle hysteresis of 8 °.
Example 2:
(1) adding 4g of vinyl polydimethylsiloxane (molecular weight of 40000, m/n is 9) and 6g of single-end hydrogen polydimethylsiloxane (molecular weight of 2500) into a three-neck flask, using 23g of benzotrifluoride as a solvent to prepare a reaction solution with the concentration of 30 wt%, uniformly mixing, introducing nitrogen into the reaction system for 40min to exhaust air, adding 28 mu L of chloroplatinic acid catalyst, reacting for 15h at 80 ℃, removing the solvent by rotary evaporation, completely removing the residual solvent in a vacuum drying oven, and obtaining the polydimethylsiloxane brush molecule with y/x being 1.
(2) Preparing an anti-icing coating of fluorinated polyhedral oligomeric silsesquioxane (POSS) crosslinked organic silicon brush-shaped molecules, uniformly mixing 5g of polydimethylsiloxane brush-shaped molecules, 2g of fluorinated polyhedral oligomeric silsesquioxane (the number of silicon-hydrogen bonds is 3), 0.5g of hydrogen-terminated polydimethylsiloxane (the molecular weight is 500) and 35 mu L of chloroplatinic acid catalyst, using 68g of toluene as a solvent to prepare a reactant solution with the concentration of 10 wt%, shaking for 3h, uniformly dripping the mixed reactant solution 300 mu L on a treated 2cm × 2cm aluminum sheet, drying the coating at room temperature for 2h after dripping, and then putting the coating into a 120 ℃ oven for full crosslinking and curing for 2 h.
The coating was measured to have an ice shear strength of 30kPa, a static water contact angle of 105 °, a static oil contact angle of 31 °, and a contact angle hysteresis of 5 °.
Example 3:
(1) adding 4g of vinyl polydimethylsiloxane (molecular weight of 30000, m/n is 4) and 16g of single-end hydrogen polydimethylsiloxane (molecular weight of 8000) into a three-neck flask, using 9g of xylene as a solvent to prepare a reaction solution with the concentration of 70 wt%, uniformly mixing, introducing nitrogen into the reaction system for 60min to exhaust air, adding 48 mu L of Karstedt catalyst, reacting for 14h at 100 ℃, removing the solvent by rotary evaporation, completely removing the residual solvent in a vacuum drying oven, and obtaining the polydimethylsiloxane brush molecule with y/x being 5.
(2) Preparing an anti-icing coating of fluorinated polyhedral oligomeric silsesquioxane (POSS) crosslinked organic silicon brush-shaped molecules, uniformly mixing 5g of polydimethylsiloxane brush-shaped molecules, 3g of fluorinated polyhedral oligomeric silsesquioxane (the number of silicon-hydrogen bonds is 7), 4g of hydrogen-terminated polydimethylsiloxane (the molecular weight is 10000) and 13 mu L of Karstedt catalyst, using 48g of dichloromethane as a solvent to prepare a reactant solution with the concentration of 20 wt%, shaking for 1h, uniformly dripping 500 mu L of the mixed reaction solution on a treated 2cm × 2cm aluminum sheet, after finishing dripping, placing the coating at room temperature for drying for 3.5h, and then placing the coating in a 100 ℃ oven for full crosslinking and curing for 4 h.
The coating was measured to have an ice shear strength of 26kPa, a static water contact angle of 105 °, a static oil contact angle of 33 °, and a contact angle hysteresis of 5 °.
Example 4:
(1) adding 15g of vinyl polydimethylsiloxane (molecular weight of 15000, m/n is 18) and 6g of single-end hydrogen polydimethylsiloxane (molecular weight of 6500) into a three-neck flask, using 21g of xylene as a solvent to prepare a reaction solution with the concentration of 50 wt%, uniformly mixing, introducing nitrogen into the reaction system for 20min to exhaust air, adding 30 mu L of Karstedt catalyst, reacting for 8h at 110 ℃, removing the solvent by rotary evaporation, completely removing the residual solvent in a vacuum drying oven, and obtaining the polydimethylsiloxane brush molecule with y/x of 10.
(2) Preparing an anti-icing coating of fluorinated polyhedral oligomeric silsesquioxane (POSS) crosslinked organic silicon brush-shaped molecules, uniformly mixing 10g of polydimethylsiloxane brush-shaped molecules, 4g of fluorinated polyhedral oligomeric silsesquioxane (the number of silicon-hydrogen bonds is 5), 34g of hydrogen-terminated polydimethylsiloxane (the molecular weight is 12000) and 147 mu L of chloroplatinic acid catalyst, using 72g of toluene as a solvent to prepare a reactant solution with the concentration of 40 wt%, shaking for 2h, uniformly dripping 500 mu L of the mixed reactant solution on a treated 2cm × 2cm aluminum sheet, drying the coating at room temperature for 3h after dripping is finished, and then putting the coating into a 100 ℃ oven for full crosslinking and curing for 3 h.
The coating was measured to have an ice shear strength of 23kPa, a static water contact angle of 102 °, a static oil contact angle of 31 °, and a contact angle hysteresis of 7 °.
Example 5:
(1) 7g of vinyl polydimethylsiloxane (molecular weight of 35000, m/n is 2) and 27g of single-end hydrogen polydimethylsiloxane (molecular weight of 5500) are added into a three-neck flask, 34g of xylene is used as a solvent to prepare a reaction solution with the concentration of 50 wt%, the reaction solution is uniformly mixed, nitrogen is introduced into the reaction system for 50min to exhaust air, 60 mu L of Karstedt catalyst is added, the reaction is carried out for 24h at 60 ℃, the solvent is removed by rotary evaporation, the residual solvent is completely removed in a vacuum drying oven, and the y/x in the obtained polydimethylsiloxane brush molecules is 0.2.
(2) Preparing an anti-icing coating of fluorinated polyhedral oligomeric silsesquioxane (POSS) crosslinked organic silicon brush-shaped molecules, uniformly mixing 7g of polydimethylsiloxane brush-shaped molecules, 3g of fluorinated polyhedral oligomeric silsesquioxane (the number of silicon-hydrogen bonds is 7), 21g of hydrogen-terminated polydimethylsiloxane (the molecular weight is 7000) and 12 mu L Karstedt catalyst, taking 31g of benzotrifluoride as a solvent to prepare a reactant solution with the concentration of 50 wt%, shaking for 1h, uniformly dripping the reactant solution into 450 mu L of the mixed reactant solution, uniformly dripping the reactant solution on a treated 2cm × 2cm aluminum sheet, drying the coating at room temperature for 2.5h after dripping is finished, and then putting the coating into a 90 ℃ oven for full crosslinking and curing for 4 h.
The coating was measured to have an ice shear strength of 32kPa, a static water contact angle of 104 °, a static oil contact angle of 33 °, and a contact angle hysteresis of 6 °.
Example 6:
(1) adding 6g of vinyl polydimethylsiloxane (with the molecular weight of 50000 and m/n being equal to 1) and 6g of single-end hydrogen polydimethylsiloxane (with the molecular weight of 1000) into a three-neck flask, using 18g of toluene as a solvent to prepare a reaction solution with the concentration of 40 wt%, uniformly mixing, introducing nitrogen into the reaction system for 40min to exhaust air, adding 30 mu L of Karstedt catalyst, reacting for 18h at 70 ℃, removing the solvent by rotary evaporation, completely removing the residual solvent in a vacuum drying oven, and obtaining the polydimethylsiloxane brush molecule with the y/x being equal to 5.
(2) Preparing an anti-icing coating of fluorinated polyhedral oligomeric silsesquioxane (POSS) crosslinked organic silicon brush-shaped molecules, uniformly mixing 3g of polydimethylsiloxane brush-shaped molecules, 4g of fluorinated polyhedral oligomeric silsesquioxane (the number of silicon-hydrogen bonds is 2), 46g of hydrogen-terminated polydimethylsiloxane (the molecular weight is 17000) and 85 mu L Karstedt catalyst, using 53g of benzotrifluoride as a solvent to prepare a reactant solution with the concentration of 50 wt%, shaking for 1h, uniformly dripping 400 mu L of the mixed reaction solution on a treated 2cm × 2cm aluminum sheet, after finishing dripping, placing the coating at room temperature for drying for 3h, and then placing the coating in a 90 ℃ oven for full crosslinking and curing for 4 h.
The coating was measured to have an ice shear strength of 20kPa, a static water contact angle of 100 °, a static oil contact angle of 25 °, and a contact angle hysteresis of 4 °.
Although the method of the present invention has been described with reference to preferred embodiments, it will be apparent to those skilled in the art that the method of the present invention can be modified or re-combined to achieve the final fabrication techniques without departing from the scope, spirit and scope of the present invention. It is expressly intended that all such similar substitutes and modifications apparent to those skilled in the art are deemed to be within the spirit, scope and content of the invention.
Claims (6)
1. A preparation method of an anti-icing coating of fluorinated polyhedral oligomeric silsesquioxane cross-linked organic silicon brush-shaped molecules; preparing a polydimethylsiloxane brush molecule from vinyl polydimethylsiloxane and single-end hydrogen polydimethylsiloxane through a hydrosilylation reaction; performing thermal crosslinking curing on the prepared polydimethylsiloxane brush-shaped molecules, fluorinated polyhedral oligomeric silsesquioxane and hydrogen-terminated polydimethylsiloxane to form a film, so as to obtain an anti-icing coating; the weight percentage of each component is as follows:
polydimethylsiloxane brush molecule: 2% -12%;
fluorinated polyhedral oligomeric silsesquioxanes: 2% -12%;
hydrogen-terminated polydimethylsiloxane: 0.6 to 45 percent;
catalyst: 0.01 to 0.12 percent of catalyst, wherein the catalyst is one of Karstedt catalyst or chloroplatinic acid catalyst;
the balance being solvent; the solvent is one of toluene, xylene, benzotrifluoride or dichloromethane;
the structural formula of the hydrogen-terminated polydimethylsiloxane is as follows:
the molecular weight of the hydrogen-terminated polydimethylsiloxane is 500-20000.
2. The method of claim 1, wherein the preparation of the polydimethylsiloxane brush molecule comprises the steps of: adding vinyl polydimethylsiloxane and single-end hydrogen polydimethylsiloxane into a reactor to prepare a reaction solution with the concentration of 30-70 wt%, and introducing nitrogen into the reaction system for 20-60 min to exhaust air; adding a catalyst, reacting for 8-24 h at 60-110 ℃, removing the solvent by rotary evaporation, and completely removing the residual solvent in a vacuum drying oven to obtain the polydimethylsiloxane brush-shaped molecule.
3. The method of claim 1, wherein the polydimethylsiloxane brush molecule has the formula:
wherein y/x is 0.1 to 10, and m/(x + y) is 0.6 to 18; wherein m is the number of units of the polydimethylsiloxane radical, x is the number of units of the polydimethylsiloxane side chain grafted on, y is the number of units of the remaining vinyl functional group, and R' is methyl or n-butyl.
4. The method of claim 2, wherein the vinyl polydimethylsiloxane has a molecular weight of 10000 to 50000 and a formula:
wherein m/n is 0.6 to 18.
5. The method of claim 2, wherein the mono-terminal hydrogen polydimethylsiloxane has a molecular weight of 1000 to 8000 and a structural formula of:
in the formula, R' is methyl or n-butyl.
6. The method as claimed in claim 1, wherein the anti-icing coating is prepared by dissolving polydimethylsiloxane brush molecules, fluorinated polyhedral oligomeric silsesquioxane, hydrogen-terminated polydimethylsiloxane and a catalyst in a solvent to prepare a solution, shaking for 1-3 h to uniformly mix the solution, coating the mixed solution of 200-500 μ L on the surface of a substrate, drying the surface for 2-4 h at room temperature, and then placing the substrate into a blowing oven at 80-120 ℃ to crosslink for 2-4 h to form a film, thereby obtaining the anti-icing coating of fluorinated polyhedral oligomeric silsesquioxane crosslinked organosilicon brush molecules.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810316523.5A CN108610959B (en) | 2018-04-10 | 2018-04-10 | Preparation method of fluorinated POSS (polyhedral oligomeric silsesquioxane) crosslinked organic silicon brush-shaped molecule anti-icing coating |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810316523.5A CN108610959B (en) | 2018-04-10 | 2018-04-10 | Preparation method of fluorinated POSS (polyhedral oligomeric silsesquioxane) crosslinked organic silicon brush-shaped molecule anti-icing coating |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN108610959A CN108610959A (en) | 2018-10-02 |
| CN108610959B true CN108610959B (en) | 2020-07-17 |
Family
ID=63659843
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810316523.5A Expired - Fee Related CN108610959B (en) | 2018-04-10 | 2018-04-10 | Preparation method of fluorinated POSS (polyhedral oligomeric silsesquioxane) crosslinked organic silicon brush-shaped molecule anti-icing coating |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108610959B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110028899A (en) * | 2019-04-30 | 2019-07-19 | 天津大学 | A kind of patterning polysiloxanes ice-covering-proof coating and preparation method thereof |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103725199B (en) * | 2014-01-06 | 2016-01-20 | 吉林大学 | Antifreeze stick coating of a kind of add-on type Fluorosilicone rubber nano and preparation method thereof |
| CN104263238B (en) * | 2014-09-11 | 2016-09-07 | 天津大学 | One is fluorinated POSS composite organic coating and preparation method and ice-covering-proof application |
| CN105315888B (en) * | 2015-09-30 | 2017-10-24 | 天津大学 | The cold curing fluorine silicon coating and preparation method and application of the cage-type silsesquioxane containing fluorination |
| CN106832306B (en) * | 2016-12-27 | 2021-04-20 | 浙江泰普森休闲用品有限公司 | Polysiloxane and preparation system thereof, polysiloxane-polyurethane-titanium dioxide mixed coating and application of coating |
-
2018
- 2018-04-10 CN CN201810316523.5A patent/CN108610959B/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN108610959A (en) | 2018-10-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN107353871B (en) | High-temperature-resistant bonding sealing silicone resin and preparation method thereof | |
| US4694040A (en) | Liquid composition for forming a coating film of organopolysiloxane and method for the preparation thereof | |
| CN108641593B (en) | Preparation method of 'two-step' lubricating durable organic silicon anti-icing coating | |
| CN105315888B (en) | The cold curing fluorine silicon coating and preparation method and application of the cage-type silsesquioxane containing fluorination | |
| WO2021031306A1 (en) | Hydrophobic polyimide material, preparation method therefor and organic electroluminescent diode | |
| CN110452389B (en) | Low-temperature-resistant low-permeability silicone resin coating composition and preparation method thereof | |
| CN108610959B (en) | Preparation method of fluorinated POSS (polyhedral oligomeric silsesquioxane) crosslinked organic silicon brush-shaped molecule anti-icing coating | |
| CN104480711A (en) | Modification finishing process of cellulose fibre fabric | |
| CN101121861A (en) | Low-viscosity solvent-free organic silicon insulation impregnating varnish and preparation method thereof | |
| CN105504294A (en) | Fluorosilicone-modified polyester resin and preparation method thereof | |
| CN103435827A (en) | Preparation method of aerospace hyperbranched polysiloxane polyimide transparent hybrid thin films | |
| CN110256677A (en) | Epoxy-modified trifluoro propyl silicone oil and preparation method thereof | |
| CN106084233B (en) | Not viscous auxiliary agent of a kind of fluorinated polysiloxane and the preparation method and application thereof | |
| CN114874442A (en) | Si-H polymer, heat-conducting silica gel composition, and preparation method and application thereof | |
| CN104557133A (en) | Anti-corrosion and anti-icing polysiloxane material for concrete and preparation method of anti-corrosion and anti-icing polysiloxane material | |
| CN101134816A (en) | Sesquialter siloxane polyaryne hybrid resin and preparation method and use thereof | |
| CN114182535B (en) | Organic silicon finishing agent with thermal stability | |
| CN115785757A (en) | Insulating coating with low interface adhesion and preparation method thereof | |
| JPH03281572A (en) | Silicone rubber composition and its preparation and cured product | |
| CN115895275A (en) | High-flexibility heat-conducting double-component addition type organic silicon gel and preparation method thereof | |
| CN108676134B (en) | Crosslinkable flame-retardant fluorine-containing silicone oil, preparation method thereof and flame-retardant release coating | |
| CN109266201B (en) | Organic silicon modified self-cleaning polyurethane oily coating and preparation method thereof | |
| CN108192455B (en) | Interpenetrating network structure polymer of silicon rubber-fluorocarbon coating and preparation method thereof | |
| CN117757119B (en) | Preparation method of waterproof modified polyethylene film composite material | |
| CN112920707A (en) | Super-hydrophilic silicon nano coating and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20200717 Termination date: 20210410 |