CN113088190A - Preparation method of fluorine-containing organopolysiloxane self-cleaning coating - Google Patents

Preparation method of fluorine-containing organopolysiloxane self-cleaning coating Download PDF

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CN113088190A
CN113088190A CN202110410468.8A CN202110410468A CN113088190A CN 113088190 A CN113088190 A CN 113088190A CN 202110410468 A CN202110410468 A CN 202110410468A CN 113088190 A CN113088190 A CN 113088190A
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fluorine
self
ammonia water
containing organopolysiloxane
coating
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CN113088190B (en
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张世忠
刘永涛
刘永健
杨昌佑
蔡鹏�
倪伶俐
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Huaiyin Institute of Technology
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    • 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
    • C08G77/04—Polysiloxanes
    • C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/24—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen halogen-containing groups
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/657—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing fluorine
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H19/00—Coated paper; Coating material
    • D21H19/10—Coatings without pigments
    • D21H19/14—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12
    • D21H19/24—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H19/32—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds obtained by reactions forming a linkage containing silicon in the main chain of the macromolecule
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
    • D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/10—Repellency against liquids
    • D06M2200/12—Hydrophobic properties

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Textile Engineering (AREA)
  • Paints Or Removers (AREA)

Abstract

The invention relates to the field of coatings, and discloses a preparation method of a fluorine-containing organopolysiloxane self-cleaning coating, which comprises the following steps: under the normal temperature environment, mixing and stirring 5-50 wt% of fluorine-containing siloxane precursor and 50-95 wt% of siloxane prepolymer, uniformly stirring, and spraying on a substrate to form a film; and standing for a preset time in a constant-temperature constant-humidity environment containing ammonia water to obtain the fluorine-containing organic polysiloxane self-cleaning coating. The self-cleaning coating has the characteristics of strong hydrophobicity, good self-cleaning effect, high wear resistance, wide application range and the like. Compared with the existing preparation technology, the preparation method is simpler and more convenient to operate, does not need a solvent, and has wide market prospect.

Description

Preparation method of fluorine-containing organopolysiloxane self-cleaning coating
Description of the cases
The invention is a divisional application with application date of 2019, 11 and 21, application number of 2019111449854 and invented name of fluorine-containing organopolysiloxane self-cleaning coating and preparation method thereof.
Technical Field
The invention relates to the technical field of paint preparation, in particular to a preparation method of a fluorine-containing organopolysiloxane super-hydrophobic self-cleaning paint.
Background
Super-hydrophobic self-cleaning coatings have received much attention because of the effect that dust and dirt on the surface of the coating can fall off by natural forces such as wind, rain, gravity and the like. At present, many preparation methods such as a sol-gel method, a solution immersion method, a chemical etching method, a plasma etching method, an electrochemical deposition method, an anodic oxidation method, a template method, an electrostatic spinning method, a high temperature thermal oxidation method, etc. have been developed for a superhydrophobic surface. However, in the process of development and application, some problems still exist, such as a general problem that the rough structure of the surface of the super-hydrophobic self-cleaning coating is easily abraded, so that the super-hydrophobicity cannot be maintained for a long time, and the service life is shortened; secondly, the preparation method adopted is usually relatively complex; in addition, some methods are specialized and expensive equipment, and the raw materials required to prepare the coating are rare or expensive, which limits the mass production and application of superhydrophobic self-cleaning coatings. Therefore, the development of a super-hydrophobic self-cleaning coating which is simple to prepare, low in cost, good in durability, multifunctional and intelligent is the future research direction.
The organic fluororesin is a polymer which has been found to be most excellent in weather resistance and durability. However, with the increasing awareness of environmental protection and energy conservation, the restrictions on the VOC (volatile organic compound) content in various countries become increasingly strict, and the applications of solvent-based fluoropolymer coatings and high-temperature curing fluoropolymer coatings using organic solvents as film-forming media are limited to a certain extent. The solvent-free coating has the characteristics of safety, harmlessness, clean process, advanced technology, low energy consumption, low emission and the like, so the solvent-free coating is favored by people, wherein the fluorine-containing organopolysiloxane has the advantages of both the organic silicon polymer and the fluorocarbon polymer, and when the fluorine-containing organopolysiloxane is used as a coating film forming material, the fluorine-containing organopolysiloxane not only keeps the good characteristics of the organic silicon polymer, but also has the advantages of excellent weather resistance, stain resistance, hydrophobic and oleophobic properties, acid resistance, alkali resistance and the like of the fluorocarbon polymer, and is increasingly attracting great attention of all countries in the world, thereby being an important direction for the development of the coating industry in future.
Disclosure of Invention
The purpose of the invention is as follows: aiming at the problems in the prior art, the invention provides a preparation method of a fluorine-containing organopolysiloxane super-hydrophobic coating, and the prepared fluorine-containing organopolysiloxane super-hydrophobic coating has the advantages of good wear resistance, long service time, good use effect, no need of any solvent in the preparation process, and simple preparation method.
The technical scheme is as follows: the invention provides a fluorine-containing organopolysiloxane self-cleaning coating which comprises 5-50 wt% of a fluorine-containing siloxane precursor and 50-95 wt% of siloxane prepolymer.
Preferably, the fluorine-containing siloxane precursor is any one of: 1H,1H,2H, 2H-perfluorodecyl triethoxysilane, 1H,2H, 2H-perfluorododecyl triethoxysilane, 1H,2H, 2H-perfluoroheptadecyl trimethoxysilane.
Preferably, the siloxane prepolymer is any one of the following: poly (dimethoxy) silane PDMOS, poly (diethoxy) silane POEOS.
The invention also provides a preparation method of the fluorine-containing organopolysiloxane self-cleaning coating, which comprises the following steps: under the normal temperature environment, mixing and stirring 5-50 wt% of fluorine-containing siloxane precursor and 50-95 wt% of siloxane prepolymer in a mass percent, uniformly stirring, and spraying on a substrate to form a film; and standing for a preset time in a constant-temperature constant-humidity environment containing ammonia water to obtain the fluorine-containing organic polysiloxane self-cleaning coating.
Preferably, the preset time is 6-48 h. The preferred time is 12-24 h.
Preferably, when the concentration of ammonia water in the ammonia water atmosphere is 1-5%, the temperature of the constant-temperature and constant-humidity environment is 50-80 ℃, and the humidity is 40-80%; when the concentration of ammonia water in the ammonia water atmosphere is 5-25%, the temperature of the constant-temperature and constant-humidity environment is 20-50 ℃, and the humidity is 40-80%.
Preferably, the substrate is glass, filter paper, silicon wafer, aluminum alloy, tinplate, polycarbonate or woven fabric.
Has the advantages that: in the invention, a fluorine-containing silane precursor and a siloxane prepolymer are directly mixed and stirred uniformly and then sprayed on a substrate to obtain an organic silicon liquid coating; then placing the mixture in an alkaline atmosphere generated by ammonia water to initiate SiOCH in the prepolymer containing the fluorine-containing silane and the siloxane2CH3Or SiOCH3The group hydrolysis condensation reaction combines the rough structure of the coating surface due to the low surface energy characteristic provided by fluorosilane, so that the obtained fluorine-containing organopolysiloxane has super-hydrophobic self-cleaning performance. Different from the traditional acid-catalyzed siloxane hydrolytic condensation, the base-catalyzed siloxane hydrolytic condensation reaction can ensure that the coating obtains higher polymerization degree (condensation degree), thereby further improving the mechanical strength and hydrophobic property (reduction of Si-OH groups) of the coating.
The invention only needs to simply mix the fluorine-containing siloxane precursor and the siloxane prepolymer, does not need to use other volatile solvents, and the formula solution is more stable under the condition of no acid or alkali catalyst; the coating only needs to be kept stand for 6-48 hours in an alkaline environment in the preparation process, so that the coating has the advantages of simplicity, high efficiency, environmental friendliness and the like, and can be applied to substrates made of different materials; the super-hydrophobic coating has a wide application prospect in self-cleaning.
In the super-hydrophobic coating, the polysiloxane main chain has high mechanical strength and good wear resistance, is not easily decomposed by ultraviolet light and ozone, has good thermal stability and weather resistance, greatly reduces the surface energy of the coating surface after crosslinking the fluorine-containing organic polysiloxane, thereby obtaining better self-cleaning performance, effectively overcoming the situations of poor wear resistance, short service time and poor use effect of the existing self-cleaning coating, and the preparation method has simple operation and does not need to use any solvent.
Drawings
FIG. 1 is an SEM photograph of a fluorine-containing organopolysiloxane superhydrophobic coating prepared in embodiment 5;
fig. 2 is a graph showing the relationship between the hydrophobic property and the number of times of the rubbing test of the fluorine-containing organopolysiloxane superhydrophobic coating prepared in embodiment 5.
Detailed Description
The present invention will be described in detail with reference to the accompanying drawings.
Embodiment 1:
0.05g of 1H,1H,2H, 2H-perfluorodecyl triethoxysilane and 1g of PDMOS are stirred and mixed uniformly under magnetic stirring, then the mixture is sprayed on a substrate to form a film, and the film is placed in a constant temperature and humidity box containing 1% ammonia water atmosphere and 80 ℃ for reaction for 48 hours (the humidity is 80%) to obtain the fluorine-containing organic polysiloxane super-hydrophobic coating, and the results are shown in Table 1.
Embodiment 2:
0.1g of 1H,1H,2H, 2H-perfluorododecyl triethoxysilane and 1g of PDMOS are stirred and mixed uniformly under magnetic stirring, then the mixture is sprayed on a substrate to form a film, the film is placed in a constant temperature and humidity box containing 5% ammonia water atmosphere and 60 ℃ to react for 48 hours (the humidity is 40%) to obtain the fluorine-containing organic polysiloxane super-hydrophobic coating, and the results are shown in Table 1.
Embodiment 3:
0.3g of 1H,1H,2H, 2H-perfluoroheptadecane trimethoxy silane and 1g of PDMOS are stirred and mixed uniformly under magnetic stirring, are sprayed on a substrate to form a film after being completely dissolved, and are placed in a constant temperature and humidity box containing 5% ammonia water atmosphere and 50 ℃ to react for 12 hours (the humidity is 60%) to obtain the fluorine-containing organic polysiloxane super-hydrophobic coating, and the results are shown in Table 1.
Embodiment 4:
0.5g of 1H,1H,2H, 2H-perfluoroheptadecane trimethoxy silane and 1g of PDMOS are stirred and mixed uniformly under magnetic stirring, then the mixture is sprayed on a substrate to form a film, and the film is placed in a constant temperature and humidity box containing 25% ammonia water atmosphere and 20 ℃ for reaction for 6H (the humidity is 80%) to obtain the fluorine-containing organic polysiloxane super-hydrophobic coating, and the results are shown in Table 1.
Embodiment 5:
1g of 1H,1H,2H, 2H-perfluorododecyl triethoxysilane and 1g of PDEOS are stirred and mixed uniformly under magnetic stirring, then the mixture is sprayed on a substrate to form a film, the film is placed in a constant temperature and humidity box containing 25% ammonia water atmosphere and 40 ℃ for reaction for 24H (the humidity is 60%), and the fluorine-containing organic polysiloxane super-hydrophobic coating is obtained, and the results are shown in Table 1 and figure 1.
As can be seen from figure 1, the coating has good wear resistance, and the coating can still maintain super-hydrophobic performance after the coating is rubbed by a sand table for 40 times under the pressure of 5 KPa.
Embodiment 6:
0.7g of 1H,1H,2H, 2H-perfluorodecyl triethoxysilane and 1g of PDEOS are stirred and mixed uniformly under magnetic stirring, then the mixture is sprayed on a substrate to form a film, and the film is placed in a constant temperature and humidity box containing 25% ammonia water atmosphere and 50 ℃ for reaction for 48 hours (the humidity is 40%) to obtain the fluorine-containing organic polysiloxane super-hydrophobic coating, and the results are shown in Table 1.
TABLE 1 Water contact Angle test results for Fluoroorganopolysiloxane Superhydrophobic coatings
Sample (I) Water contact Angle (°) Rolling angle (°)
Example 1 151 7
Example 2 153 5
Example 3 155 4
Example 4 160 2
Example 5 162 3
Example 6 156 5
Note: the contact angle was measured by using a DSA25 model full-automatic video contact angle measuring instrument manufactured by Kruss company, Germany, and the average value of three parallel tests was obtained.
Table 1 shows that the fluorine-containing organopolysiloxane superhydrophobic coatings prepared by the methods in embodiments 1 to 5 all have high superhydrophobic performance and small rolling angles, indicating that the coatings have great application prospects in the fields of self-cleaning coatings, antifogging coatings, and the like.
The above embodiments are merely illustrative of the technical concepts and features of the present invention, and the purpose of the embodiments is to enable those skilled in the art to understand the contents of the present invention and implement the present invention, and not to limit the protection scope of the present invention. All equivalent changes and modifications made according to the spirit of the present invention should be covered within the protection scope of the present invention.

Claims (4)

1. A preparation method of a fluorine-containing organopolysiloxane self-cleaning coating is characterized by comprising the following steps:
under the normal temperature environment, mixing and stirring 5-50 wt% of fluorine-containing siloxane precursor and 50-95 wt% of siloxane prepolymer, uniformly stirring, and spraying on a substrate to form a film; standing for a preset time in a constant temperature and humidity environment containing ammonia water atmosphere to obtain a fluorine-containing organopolysiloxane self-cleaning coating;
the fluorine-containing siloxane precursor is any one of the following substances:
1H,1H,2H, 2H-perfluorodecyl triethoxysilane, 1H,2H, 2H-perfluorododecyl triethoxysilane, 1H,2H, 2H-perfluoroheptadecane trimethoxysilane;
the siloxane prepolymer is any one of the following components:
poly (dimethoxy) silane PDMOS, poly (diethoxy) silane POEOS.
2. The method for preparing the fluorine-containing organopolysiloxane superhydrophobic coating according to claim 1, wherein the preset time is 6-48 hours.
3. The method for preparing the fluorine-containing organopolysiloxane superhydrophobic coating according to claim 1, wherein when the concentration of ammonia water in the ammonia water atmosphere is 1-5%, the temperature of the constant temperature and humidity environment is 50-80 ℃ and the humidity is 40-80%; when the concentration of ammonia water in the ammonia water atmosphere is 5-25%, the temperature of the constant-temperature and constant-humidity environment is 20-50 ℃, and the humidity is 40-80%.
4. The method for preparing the fluorine-containing organopolysiloxane superhydrophobic coating according to any one of claims 1 to 3, wherein the substrate is glass, filter paper, a silicon wafer, an aluminum alloy, tinplate, polycarbonate, or woven cloth.
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CN101259964A (en) * 2008-03-20 2008-09-10 绍兴纳诺气凝胶新材料研发中心有限公司 Constant pressure and dry preparation method for high-performance silicon dioxide aerogel by using rice husk ash as raw material
CN104245865A (en) * 2012-02-20 2014-12-24 3M创新有限公司 Oleophobic coatings
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CN107708879A (en) * 2015-06-10 2018-02-16 Ppg工业俄亥俄公司 The water repellency surface treatment of the aircraft transparent body and the method for the processing aircraft transparent body
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CN104245865A (en) * 2012-02-20 2014-12-24 3M创新有限公司 Oleophobic coatings
US20160200941A1 (en) * 2013-09-16 2016-07-14 Honeywell International Inc. Poly fluorine-containing siloxane coatings
CN105658342A (en) * 2013-09-30 2016-06-08 弗吉尼亚联邦大学 Ice release coatings
CN107708879A (en) * 2015-06-10 2018-02-16 Ppg工业俄亥俄公司 The water repellency surface treatment of the aircraft transparent body and the method for the processing aircraft transparent body
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