CN107501561A - A kind of cold curing super-hydrophobic automatic cleaning fluorine silicon resin and preparation method thereof - Google Patents
A kind of cold curing super-hydrophobic automatic cleaning fluorine silicon resin and preparation method thereof Download PDFInfo
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- CN107501561A CN107501561A CN201710871018.2A CN201710871018A CN107501561A CN 107501561 A CN107501561 A CN 107501561A CN 201710871018 A CN201710871018 A CN 201710871018A CN 107501561 A CN107501561 A CN 107501561A
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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
- 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
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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
- C09D183/10—Block or graft copolymers containing polysiloxane sequences
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Abstract
The present invention relates to a kind of cold curing super-hydrophobic automatic cleaning fluorine silicon resin and preparation method and application.Its preparation method is as follows：60 parts of perfluor polymethyl hydrogen siloxanes containing Hydrogen, 4~8 parts of fluorine-containing vinyl monomers, 5~10 parts of perfluoroethylene based polysiloxanes, 300~400 parts of diluents are added and stirred into reactor first, it is heated to 40~80 DEG C, then add 0.5~1.5 part of Karsted catalyst solution, 40~80 DEG C react 2~4 hours, then 3~8 parts of γ methacryloxypropyl trialkoxy silanes are added dropwise dropwise, 1h is added dropwise；It is cooled to normal temperature and continues stirring 1~2 hour, produces super-hydrophobic automatic cleaning fluorine silicon resin of the present invention.The present invention has advantages below：(1) resin solidifies as solvent volatilizees at room temperature, while the crosslinking of alcoxyl key contacts air is improved into film hardness, and rear pencil hardness is fully cured up to 3H；(2) resin is synthesized using perfluor polysiloxanes and fluorine-containing vinyl monomer, and contact angle of the water after resin solidification on film is more than 160 °, has super-hydrophobicity and self_cleaning effect.
Description
Technical field
The present invention relates to a kind of fluorine silicon resin, more particularly to a kind of cold curing super-hydrophobic automatic cleaning fluorine silicon resin and its
Preparation method, belong to organic siliconresin synthesis technical field.
Technical background
In nature, lotus leaf surface has unique self-cleaning function, larger contact angle, quilt can be formed with water surface
Referred to as lotus leaf effect or super-hydrophobic effect.Because the contact area of super hydrophobic surface and water droplet is very small, and water droplet is easily from table
And tumble, therefore, super hydrophobic surface not only has a self-cleaning function, but also with it is anti-electric spread lead, it is anticorrosion, waterproof, anti-
Mist, mould proof, snow defence, frost protection, it is anti-the function such as stick, be anti-pollution, thus cured in building, textile clothing, liquid conveying, biology
Learn, the field such as commodity and packaging, transport facility and micro-analysis is all with a wide range of applications.
Chinese patent CN201510125788.3 is related to a kind of organic high molecular polymer super hydrophobic coating and its application, should
Coating is made by following methods, and polymerized monomer is mixed in proportion with initiator, is filled being injected under mixed liquor condition of negative pressure
Have in the reactor of template, submerge template 1h, then reactor is sealed and is put into insulating box, 80 DEG C of polymerization 24h, then will
Template surface homopolymer is peeled off, and removes removing template, the compound polyhedron of solid block micro-nano is obtained after vacuum drying, by the bulk of gained
The compound polyhedron of micro-nano is fully ground to powder, that is, is obtained the compound polyhedron of micro-nano, added it to and solid is formed in dispersion liquid
Mass concentration percentage is 0.5%~20% suspension, that is, is prepared into super hydrophobic coating.This sends out super hydrophobic coating process described
Process is complicated.
Chinese patent CN201410281714.4 provides a kind of preparation method of super-hydrophobic coat, including, step 1：Press
According to volume parts ratio, hydrophobic nanoparticles dispersion liquid, 20~50 parts of quality point that 50~80 parts of mass fractions are 2%~15% are taken
The polystyrene nanoparticles dispersion liquid for 1%~10%, 0~30 part of solvent mixing, and ultrasonic disperse are counted, it is mixed so as to obtain one
Close liquid；Step 2：The mixed liquor is formed in a substrate surface and base internal micro-structural；Step 3：By the base in step 2
Bottom is dried, and then heating to 160~230 DEG C of bakings melts the polystyrene nanoparticles, takes out naturally dry；The invention
Further relate to a kind of super hydrophobic coating and super-hydrophobic coat.But coating forming method made from this method is complicated, limits its application
Scope.
The content of the invention
The shortcomings that to overcome prior art and deficiency, it is super-hydrophobic from clear that the purpose of the present invention aims to provide a kind of cold curing
Clean fluorine silicon resin.
Another object of the present invention is to improve a kind of preparation method of cold curing super-hydrophobic automatic cleaning fluorine silicon resin.
Cold curing super-hydrophobic automatic cleaning fluorine silicon resin of the present invention, using poly- perfluor siloxanes as main segment and bone
Frame, using alkoxysilane-functional group as hardening and curing groups, structural representation is as follows：
Cold curing super-hydrophobic automatic cleaning fluorine silicon resin of the present invention, its composition principle are in Karsted catalyst
In the presence of, Si -- H bond and fluorine-containing vinyl monomer, the poly- silica of perfluorovinyl sulfide in perfluor polymethyl hydrogen siloxane containing Hydrogen
Addition reaction occurs for the carbon-carbon double bond in alkane, γ-methacryloxypropyl trialkoxy silane, as follows：
Cold curing super-hydrophobic automatic cleaning fluorine silicon resin of the present invention, specific preparation method are as follows：
First by 60 parts of perfluor polymethyl hydrogen siloxanes containing Hydrogen, 4~8 parts of fluorine-containing vinyl monomers, 5~10 parts of perfluor second
Alkenyl polysiloxanes, 300~400 parts of diluents are added and stirred into reactor, are heated to 40~80 DEG C, are then added
0.5~1.5 part of Karsted catalyst solution, 40~80 DEG C react 2~4 hours, then dropwise be added dropwise 3~8 parts of γ-methyl-props
Alkene propyl trialkoxy silane, 1h are added dropwise；It is cooled to normal temperature and continues stirring 1~2 hour, produces of the present invention
Super-hydrophobic automatic cleaning fluorine silicon resin.
Described perfluor polymethyl hydrogen siloxane containing Hydrogen hydrogen content is 0.8~1.6,10~100mPas of viscosity.
Fluorine-containing vinyl monomer is trifluoroethyl methacrylate, pi-allyl phenyl-pentafluoride, 2,2,3,3- tetrafluoro hydroxypropyl methyls
Methyl acrylate, 2,2,3,3- tetrafluoro propylacrylates methyl esters, 2- (perfluoro capryl) ethyl methacrylates methyl esters, 2- (perfluors
Octyl group) ethyl methyl acrylate, acrylic acid -2,2,3,4,4,4- hexafluoros butyl ester, methacrylic acid -2,2,3,4,4,4- hexafluoro fourths
Ester, the trifluoro monooctyl esters of methacrylic acid -3,3,4,4,5,5,6,6,7,7,8,8,8- ten, acrylic acid -3,3,4,4,5,5,6,6,7,
At least one in the trifluoro monooctyl esters of 7,8,8,8- ten, the fluoro- 1- butylene of the bromo- 3,3,4,4- tetra- of 4-, pfluorostyrene, ortho-fluorostyrene
Kind.
Described perfluoroethylene based polysiloxane is end-vinyl perfluoroethylene based polysiloxane, viscosity is 100~
1000mPa·s。
Described diluent is in petroleum ether, white spirit, gasoline, kerosene, diesel oil, normal heptane, hexamethylene or other alkane
At least one.
The concentration of platinum is 100~1000ppm in described Karsted catalyst solutions.
Described γ-methacryloxypropyl trialkoxy silane is γ-methacryloxypropyl trimethoxy
Base silane, γ-methacryloxypropyl, the alkane npropoxysilane of γ-methacryloxypropyl three,
At least one of butoxy silane of γ-methacryloxypropyl three.
A kind of cold curing super-hydrophobic automatic cleaning fluorine silicon resin advantage of the present invention is：(1) fluorine silicon resin described in,
Solidify at room temperature, while ingress of air is crosslinked film forming in the presence of catalyst, and rear pencil hardness is fully cured up to 3H；(2)
The resin is synthesized using perfluor polymethyl hydrogen siloxane containing Hydrogen, perfluoroethylene based polysiloxane and fluorine-containing vinyl monomer,
Contact angle of the water after resin solidification on film is more than 160 °, and bacterium, pollutant are easily taken away by the water, and have self_cleaning effect.
Embodiment
With reference to embodiment to a kind of cold curing super-hydrophobic automatic cleaning fluorine silicon resin of the present invention and preparation method thereof
It is further described.It is understood that specific embodiment described herein is used only for explaining related invention, rather than it is right
The restriction of the invention.
Embodiment 1
Cold curing super-hydrophobic automatic cleaning fluorine silicon resin of the present invention, specific preparation method are as follows：
60 parts of perfluor polymethyl hydrogen siloxanes containing Hydrogen are contained into (hydrogen amount 0.8, viscosity 100mPas), 4 parts of methyl first
Acrylic acid -2,2,3,4,4,4- hexafluoros butyl ester, 10 parts of perfluor end-vinyl polysiloxanes (viscosity 200mPas), 300 parts just
Heptane adds to stir into reactor, is heated to 60 DEG C, then adds the Karsted that 1.5 parts of concentration are 400ppm and is catalyzed
Agent solution, 60 DEG C react 4 hours, then dropwise be added dropwise 5 parts of γ-methacryloxypropyls, 1h be added dropwise
Finish；It is cooled to normal temperature and continues stirring 2 hours, produces super-hydrophobic automatic cleaning fluorine silicon resin of the present invention.
Embodiment 2
Cold curing super-hydrophobic automatic cleaning fluorine silicon resin of the present invention, specific preparation method are as follows：
First by 60 parts of perfluor polymethyl hydrogen siloxanes containing Hydrogen (hydrogen amount 1.6, viscosity 30mPas), 6 parts of pi-allyls
Phenyl-pentafluoride, 5 parts of perfluor end-vinyl polysiloxanes (viscosity 100mPas), 300 parts of petroleum ethers (boiling range 90~120), add
Stirred into reactor, be heated to 80 DEG C, it is 100ppm Karsted catalyst solutions, 80 then to add 0.5 part of concentration
DEG C reaction 3.5 hours, is then added dropwise 8 parts of γ-methacryloxypropyl trimethoxy silanes, 1h is added dropwise dropwise；It is cold
But continue stirring 1.5 hours to normal temperature, produce super-hydrophobic automatic cleaning fluorine silicon resin of the present invention.
Embodiment 3
Cold curing super-hydrophobic automatic cleaning fluorine silicon resin of the present invention, specific preparation method are as follows：
First by 60 parts of perfluor polymethyl hydrogen siloxanes containing Hydrogen (hydrogen amount 1.2, viscosity 50mPas), 8 parts of methyl-props
(viscosity is for the trifluoro monooctyl esters of olefin(e) acid -3,3,4,4,5,5,6,6,7,7,8,8,8- ten, 5 parts of perfluor end-vinyl polysiloxanes
600mPas), 400 parts of hexamethylenes add stirs into reactor, is heated to 75 DEG C, then adds 1.0 parts of concentration and is
300ppm Karsted catalyst solutions, 75 DEG C react 2.5 hours, then dropwise be added dropwise 3 parts of γ-methacryloxies third
Base tripropoxy silane, 1h are added dropwise；It is cooled to normal temperature and continues stirring 1 hour, produces of the present invention super-hydrophobic from clear
Clean fluorine silicon resin.
Super-hydrophobic automatic cleaning fluorine silicon resin in embodiment is applied to glass surface, about 2g/cm2, film performance subordinate list is such as
Under：
| Embodiment 1 | Embodiment 2 | Embodiment 3 | |
| Pencil hardness | 3H | 3H | 3H |
| Water, film contact angle | 163 | 161 | 163 |
| Adhesive force | 0 grade | 0 grade | 0 grade |
| Light transmittance | 78% | 82% | 77% |
Claims (8)
1. a kind of cold curing super-hydrophobic automatic cleaning fluorine silicon resin, it is characterised in that using poly- perfluor siloxanes as main segment and bone
Frame, using alkoxysilane-functional group as hardening and curing groups, structural representation is as follows：
A kind of 2. preparation method of cold curing super-hydrophobic automatic cleaning fluorine silicon resin as claimed in claim 1, it is characterised in that
Comprise the following steps：
First by 60 parts of perfluor polymethyl hydrogen siloxanes containing Hydrogen, 4~8 parts of fluorine-containing vinyl monomers, 5~10 parts of perfluorovinyl sulfides
Polysiloxanes, 300~400 parts of diluents are added and stirred into reactor, are heated to 40~80 DEG C, then add 0.5~
1.5 parts of Karsted catalyst solutions, 40~80 DEG C react 2~4 hours, then dropwise be added dropwise 3~8 parts of γ-methacryloxypropyls
Base propyl trialkoxy silane, 1h are added dropwise；It is cooled to normal temperature and continues stirring 1~2 hour, produces of the present invention super thin
Water automatically cleaning fluorine silicon resin.
3. a kind of preparation method of cold curing super-hydrophobic automatic cleaning fluorine silicon resin according to claim 2, its feature exist
In：Described perfluor polymethyl hydrogen siloxane containing Hydrogen hydrogen content is 0.8~1.6,10~100mPas of viscosity.
4. a kind of preparation method of cold curing super-hydrophobic automatic cleaning fluorine silicon resin according to claim 2, its feature exist
In：Fluorine-containing vinyl monomer is trifluoroethyl methacrylate, pi-allyl phenyl-pentafluoride, 2,2,3,3- tetrafluoros propyl methyl acid
Methyl esters, 2,2,3,3- tetrafluoro propylacrylates methyl esters, 2- (perfluoro capryl) ethyl methacrylates methyl esters, 2- (perfluoro capryl) second
Base methyl acrylate, acrylic acid -2,2,3,4,4,4- hexafluoros butyl ester, methacrylic acid -2,2,3,4,4,4- hexafluoros butyl ester, methyl
The trifluoro monooctyl esters of acrylic acid -3,3,4,4,5,5,6,6,7,7,8,8,8- ten, acrylic acid -3,3,4,4,5,5,6,6,7,7,8,8,8-
At least one of the fluoro- 1- butylene of the bromo- 3,3,4,4- tetra- of ten trifluoro monooctyl esters, 4-, pfluorostyrene, ortho-fluorostyrene.
5. a kind of preparation method of cold curing super-hydrophobic automatic cleaning fluorine silicon resin according to claim 2, its feature exist
In：Described perfluoroethylene based polysiloxane is end-vinyl perfluoroethylene based polysiloxane, and viscosity is 100~1000mPa
s。
6. a kind of preparation method of cold curing super-hydrophobic automatic cleaning fluorine silicon resin according to claim 2, its feature exist
In：Described diluent be petroleum ether, white spirit, gasoline, kerosene, diesel oil, normal heptane, hexamethylene or other alkane at least
It is a kind of.
7. a kind of preparation method of cold curing super-hydrophobic automatic cleaning fluorine silicon resin according to claim 2, its feature exist
In：The concentration of platinum is 100~1000ppm in described Karsted catalyst solutions.
8. a kind of preparation method of cold curing super-hydrophobic automatic cleaning fluorine silicon resin according to claim 2, its feature exist
In：Described γ-methacryloxypropyl trialkoxy silane is γ-methacryloxypropyl trimethoxy silicon
Alkane, γ-methacryloxypropyl, the alkane npropoxysilane of γ-methacryloxypropyl three, γ-
At least one of butoxy silane of methacryloxypropyl three.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110437449A (en) * | 2019-08-13 | 2019-11-12 | 青岛科技大学 | The method that a kind of ring-opening polymerisation of cyclosiloxane original position prepares polysiloxane film |
| US11254838B2 (en) | 2019-03-29 | 2022-02-22 | Ppg Industries Ohio, Inc. | Single component hydrophobic coating |
| CN114622420A (en) * | 2022-04-12 | 2022-06-14 | 深圳市衣邦服饰有限公司 | Garment with strong hydrophobicity and preparation method thereof |
| CN115975202A (en) * | 2022-12-27 | 2023-04-18 | 苏州东杏新材料科技有限公司 | Siloxane-modified fluorine-containing antibacterial polymethyl siloxane with antibacterial hydrophobic function and preparation method and application thereof |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11254838B2 (en) | 2019-03-29 | 2022-02-22 | Ppg Industries Ohio, Inc. | Single component hydrophobic coating |
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| CN114622420A (en) * | 2022-04-12 | 2022-06-14 | 深圳市衣邦服饰有限公司 | Garment with strong hydrophobicity and preparation method thereof |
| CN115975202A (en) * | 2022-12-27 | 2023-04-18 | 苏州东杏新材料科技有限公司 | Siloxane-modified fluorine-containing antibacterial polymethyl siloxane with antibacterial hydrophobic function and preparation method and application thereof |
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Application publication date: 20171222 |