CN105860635A - Two-component anti-corrosion agent with self-assembly function and preparation method thereof - Google Patents
Two-component anti-corrosion agent with self-assembly function and preparation method thereof Download PDFInfo
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- CN105860635A CN105860635A CN201610287316.2A CN201610287316A CN105860635A CN 105860635 A CN105860635 A CN 105860635A CN 201610287316 A CN201610287316 A CN 201610287316A CN 105860635 A CN105860635 A CN 105860635A
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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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/08—Anti-corrosive paints
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/1892—Preparation; Treatments not provided for in C07F7/20 by reactions not provided for in C07F7/1876 - C07F7/1888
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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
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
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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
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
- C23C2222/00—Aspects relating to chemical surface treatment of metallic material by reaction of the surface with a reactive medium
- C23C2222/20—Use of solutions containing silanes
Abstract
The invention discloses a two-component anti-corrosion agent with a self-assembly function and a preparation method thereof. The preparation method comprises the steps that under protection of nitrogen, a perfluoroalkyl propenyl halogenated compound reacts with absolute ethyl alcohol for 12 h under the action of a catalyst under the room temperature condition, filtering is conducted, reduced-pressure distillation is conducted to remove unreacted ethyl alcohol, and perfluoroalkyl ether ethyl ester monomers are obtained; under protection of nitrogen, the two different kinds of perfluoroalkyl ether ethyl ester monomers and aminopropyltriethoxysilane are mixed, an alkaline solvent is added, stirring is conducted for 24 h at room temperature, filtering is conducted, reduced-pressure distillation is conducted to remove the solvent, and silica gel column separation is conducted with eluent to obtain pure liquid of the two-component anti-corrosion agent with the self-assembly function. Accordingly, alkoxy silane containing multi-fluoric long carbon chains can be formed, so that the chemical temperature performance, the friction resistance and the hydro-oleophobicity are good.
Description
Technical field
The present invention relates to technical field of surface, refer in particular to a kind of double-component self-assembling function corrosion inhibitor and preparation method thereof.
Background technology
When being contaminated by perspiration or sebum liquid such as product surfaces such as mobile phone, flat board, bathrooms, not only affect the outward appearance of product, it is also possible to serviceability is impacted, as do not processed for a long time, can cause product surface that a certain degree of corrosion occurs.Therefore, described product surface need to be processed, to solve the problems such as perishable and easy contamination.
Fluoropolymer has the combination properties such as high heat stability, chemical inertness, weatherability, low-friction coefficient, low-refraction, low-surface-energy, excellent hydrophobic and lyophobic property, radiation resistance and resistance to ag(e)ing, is widely used in the numerous areas such as petrochemical industry, Aero-Space, electronic apparatus, building, machinery.But, in prior art, there is problem more or less at the aspect such as preparation method and serviceability in fluoropolymer.
Publication No. CN102643303A discloses the preparation method of a kind of fluoride anti-fingerprint agent, its reaction is not required to use catalyst, but preparation process employs the Carbimide. alkyl triethoxysilane of hypertoxicity as raw material, not only consersion unit is required that height also increases danger.Publication No. CN104629571A discloses the preparation method of a kind of fluoride anti-fingerprint agent, and the glass after fluoride anti-fingerprint agent processes and water contact angle are just 116 °, and contact angle is less.
Disclosed in " science ", carbochain is the longest, and fluorine atom is the most, and hydrophobicity is the best, but, in prior art, fluorine-containing anticorrosive anti-fingerprint material is all the alkoxy silane containing short fluorocarbon chain, and hydrophobic performance is poor.
Summary of the invention
It is an object of the invention to provide a kind of double-component self-assembling function corrosion inhibitor and preparation method thereof, to form the alkoxy silane containing polyfluoro Long carbon chain so that chemical temperatures performance, rub resistance and hydro-oleophobicity are preferable.
For reaching above-mentioned purpose, the solution of the present invention is:
A kind of double-component self-assembling function corrosion inhibitor, structural formula is:
In formula: X1, X2 are the integer of 2 to 16, Y1, Y2 are the integer of 1 to 8.
A kind of double-component self-assembling function corrosion inhibitor preparation method, comprises the following steps:
One, the synthesis of perfluoroalkyl ether monomer: under nitrogen protection, by perfluoroalkyl base halides and dehydrated alcohol, under catalyst action, under room temperature condition, to react 12h, filter, decompression is distilled off unreacted ethanol, obtains perfluoroalkyl ethers acetate monomer；
Two; double-component novel perfluoropolyether alkoxysilane self assembly additive reaction: under nitrogen protection; the perfluoroalkyl ethers acetate monomer that two kinds different is mixed with aminopropyl triethoxysilane; add basic solvent; it is stirred at room temperature 24h; filtering, decompression is distilled off solvent, then carries out silicagel column through eluant and separate to obtain the double-component pure liquid of self-assembling function corrosion inhibitor.
Further, in the building-up process of perfluoroalkyl ether monomer, perfluoroalkyl base halides and dehydrated alcohol are that 1:1-1:1.2 reacts according to mol ratio.
Further, catalyst is diethyl zinc, and consumption is the 1-2 ‰ of perfluoroalkyl base halides mass fraction.
Further, in step one and step 2 during decompression distillation, system pressure is-0.1 0.07MPa.
Further, in the building-up process of double-component novel perfluoropolyether alkoxysilane, perfluoroalkyl ethers acetate monomer and aminopropyl triethoxysilane are that 1:1:1-1:1:1.2 reacts according to mol ratio.
Further, in the building-up process of double-component novel perfluoropolyether alkoxysilane, basic solvent is that one or more in Sodium ethylate, triethylamine and potassium tert-butoxide arbitrarily mix.
Further, in the building-up process of double-component novel perfluoropolyether alkoxysilane, eluant is the mixture of ethyl acetate and petroleum ether, and mixed volume is than for ethyl acetate: petroleum ether=1:5-1:6.
After using such scheme, the synthetic route of the present invention is:
The synthetic route of perfluoroalkyl ether monomer
The synthetic route of double-component novel perfluoropolyether alkoxysilane
Wherein, X1, X2 are the integer of 2 to 16, and Y1, Y2 are the integer of 1 to 8, and R includes F, Cl, Br and I halogen, and containing number of fluorine atoms in double-component novel perfluoropolyether alkoxysilane is 20-34, and wherein Et is writing a Chinese character in simplified form of ethanol ethanol, and chemical formula is C2H5OH。
Reaction condition of the present invention is gentle, and synthesis technique is simple, is easily controlled, and production cost is relatively low, beneficially industrialized production.The products application that the present invention obtains processes in corrosion-resistant surface, and the base material being suitable for has plastics, kirsite, copper alloy, rustless steel, ironcasting and glass, and product has resisting corrosion effectively, anti-fingerprint and the feature such as the most wear-resisting after treatment.
Detailed description of the invention
Below in conjunction with specific embodiment, the present invention is described in detail.
Embodiment one
A kind of double-component self-assembling function corrosion inhibitor preparation method, synthesis step is as follows:
One, the synthesis of fluoroalkyl vinyl benzyl ethyl ether monomer
Under nitrogen protection, it is that 1:1 joins in two mouthfuls of flasks by pentafluoropropene iodine and dehydrated alcohol according to mol ratio, under the effect as catalyst of 1 ‰ diethyl zincs, under room temperature condition, reacts 12h；Filtering, decompression is distilled off unreacted ethanol, obtains pentafluoropropene benzyl ethyl ether monomer.
Under nitrogen protection, it is that 1:1 joins in two mouthfuls of flasks by ten trifluoro decene iodine and dehydrated alcohol according to mol ratio, under the effect as catalyst of 1 ‰ diethyl zincs, under room temperature condition, reacts 12h；Filtering, decompression is distilled off unreacted ethanol, obtains ten trifluoro decyl ethylether monomers.
Two, double-component novel perfluoropolyether alkoxysilane self assembly additive reaction
Under nitrogen protection, it is that 1:1:1.1 joins in 250ml reaction vessel by pentafluoropropene benzyl ethyl ether monomer, ten trifluoro decyl ethylether monomers and aminopropyl triethoxysilane according to mol ratio, adds 50ml alcohol sodium solution, be stirred at room temperature 24h；Filtering, decompression is distilled off solvent, then through ethyl acetate: the eluant of petroleum ether=1:5 carries out the double-component pure liquid of self-assembling function corrosion inhibitor that silicagel column separates containing ten octafluoros.
Embodiment two
A kind of double-component self-assembling function corrosion inhibitor preparation method, synthesis step is as follows:
One, the synthesis of fluoroalkyl vinyl benzyl ethyl ether monomer
Under nitrogen protection, it is that 1:1.1 joins in two mouthfuls of flasks by ten trifluoro hexene fluorine and dehydrated alcohol according to mol ratio, under the effect as catalyst of 1 ‰ diethyl zincs, under room temperature condition, reacts 12h；Filtering, decompression is distilled off unreacted ethanol, obtains ten trifluoro hexenyl ethylether monomers.
Under nitrogen protection, it is that 1:1.1 joins in two mouthfuls of flasks by 17 fluorine octene iodine and dehydrated alcohol according to mol ratio, under the effect as catalyst of 1 ‰ diethyl zincs, under room temperature condition, reacts 12h；Filtering, decompression is distilled off unreacted ethanol, obtains 17 octyl group ethylether monomers.
Two, double-component novel perfluoropolyether alkoxysilane self assembly additive reaction
Under nitrogen protection, it is that 1:1:1.1 joins in 250ml reaction vessel by ten trifluoro hexenyl ethylether monomers, 17 octyl group ethylether monomers and aminopropyl triethoxysilane according to mol ratio, adds 50ml triethylamine solution, be stirred at room temperature 24h；Filtering, decompression is distilled off solvent, then through ethyl acetate: the eluant of petroleum ether=1:5 carries out the double-component pure liquid of self-assembling function corrosion inhibitor that silicagel column separates containing 30 fluorine.
Embodiment three
A kind of double-component self-assembling function corrosion inhibitor preparation method, synthesis step is as follows:
One, the synthesis of fluoroalkyl vinyl benzyl ethyl ether monomer
Under nitrogen protection, it is that 1:1.1 joins in two mouthfuls of flasks by seven fluoropropene fluorine and dehydrated alcohol according to mol ratio, under the effect as catalyst of 1 ‰ diethyl zincs, under room temperature condition, reacts 12h.Filtering, decompression is distilled off unreacted ethanol, obtains seven fluoropropene benzyl ethyl ether monomers.
Under nitrogen protection, it is that 1:1.1 joins in two mouthfuls of flasks by 17 fluorine octene iodine and dehydrated alcohol according to mol ratio, under the effect as catalyst of 1 ‰ diethyl zincs, under room temperature condition, reacts 12h；Filtering, decompression is distilled off unreacted ethanol, obtains 17 octyl group ethylether monomers.
Two, double-component novel perfluoropolyether alkoxysilane self assembly additive reaction
Under nitrogen protection, it is that 1:1:1 joins in 250ml reaction vessel by seven fluoropropene benzyl ethyl ether monomers, 17 octyl group ethylether monomers and aminopropyl triethoxysilane according to mol ratio, adds 50ml triethylamine solution, be stirred at room temperature 24h；Filtering, decompression is distilled off solvent, then through ethyl acetate: the eluant of petroleum ether=1:6 carries out the double-component pure liquid of self-assembling function corrosion inhibitor that silicagel column separates containing 20 tetrafluoros.
Embodiment four
A kind of double-component self-assembling function corrosion inhibitor preparation method, synthesis step is as follows:
One, the synthesis of fluoroalkyl vinyl benzyl ethyl ether monomer
Under nitrogen protection, it is that 1:1.1 joins in two mouthfuls of flasks by seven fluorine butylene fluorine and dehydrated alcohol according to mol ratio, under the effect as catalyst of 1 ‰ diethyl zincs, under room temperature condition, reacts 12h；Filtering, decompression is distilled off unreacted ethanol, obtains seven fluorine cyclobutenyl ethylether monomers.
Under nitrogen protection, it is that 1:1.1 joins in two mouthfuls of flasks by ten difluoro decene fluorine and dehydrated alcohol according to mol ratio, under the effect as catalyst of 1 ‰ diethyl zincs, under room temperature condition, reacts 12h；Filtering, decompression is distilled off unreacted ethanol, obtains ten difluoro decene benzyl ethyl ether monomers.
Two, double-component novel perfluoropolyether alkoxysilane self assembly additive reaction
Under nitrogen protection, it is that 1:1:1.1 joins in 250ml reaction vessel by seven fluorine cyclobutenyl ethylether monomers, ten difluoro decene benzyl ethyl ether monomers and aminopropyl triethoxysilane according to mol ratio, adds 50ml potassium tert-butoxide solution, be stirred at room temperature 24h；Filtering, decompression is distilled off solvent, then through ethyl acetate: the eluant of petroleum ether=1:5 carries out the double-component pure liquid of self-assembling function corrosion inhibitor that silicagel column separates containing 19 fluorine.
The foregoing is only the preferred embodiments of the present invention, not the restriction to this case design, all equivalent variations done according to the design key of this case, each fall within the protection domain of this case.
Claims (8)
1. a double-component self-assembling function corrosion inhibitor, it is characterised in that structural formula is:
In formula: X1, X2 are the integer of 2 to 16, Y1, Y2 are the integer of 1 to 8.
2. a kind of double-component self-assembling function corrosion inhibitor preparation side as claimed in claim 1
Method, it is characterised in that comprise the following steps:
One, the synthesis of perfluoroalkyl ether monomer: under nitrogen protection, by perfluoroalkyl base halogen
For thing and dehydrated alcohol, under catalyst action, under room temperature condition, react 12h, filter, decompression
Unreacted ethanol is distilled off, obtains perfluoroalkyl ethers acetate monomer；
Two, double-component novel perfluoropolyether alkoxysilane self assembly additive reaction: under nitrogen protection,
The perfluoroalkyl ethers acetate monomer that two kinds different is mixed with aminopropyl triethoxysilane, adds
Basic solvent, is stirred at room temperature 24h, filters, and decompression is distilled off solvent, then through eluting
Agent carries out silicagel column and separates to obtain the double-component pure liquid of self-assembling function corrosion inhibitor.
3. a kind of double-component self-assembling function corrosion inhibitor preparation side as claimed in claim 2
Method, it is characterised in that in the building-up process of perfluoroalkyl ether monomer, perfluoroalkyl base halogen
It is that 1:1-1:1.2 reacts for thing and dehydrated alcohol according to mol ratio.
4. a kind of double-component self-assembling function corrosion inhibitor preparation side as claimed in claim 2
Method, it is characterised in that catalyst is diethyl zinc, consumption is perfluoroalkyl base halides
The 1-2 ‰ of mass fraction.
5. a kind of double-component self-assembling function corrosion inhibitor preparation side as claimed in claim 2
Method, it is characterised in that in step one and step 2 during decompression distillation, system pressure is
-0.1—0.07MPa。
6. a kind of double-component self-assembling function corrosion inhibitor preparation side as claimed in claim 2
Method, it is characterised in that in the building-up process of double-component novel perfluoropolyether alkoxysilane, perfluor alkane
Base ether acetate monomer and aminopropyl triethoxysilane are 1:1:1-1:1:1.2 according to mol ratio
React.
7. a kind of double-component self-assembling function corrosion inhibitor preparation side as claimed in claim 2
Method, it is characterised in that in the building-up process of double-component novel perfluoropolyether alkoxysilane, alkalescence is molten
Agent is that one or more in Sodium ethylate, triethylamine and potassium tert-butoxide arbitrarily mix.
8. a kind of double-component self-assembling function corrosion inhibitor preparation side as claimed in claim 2
Method, it is characterised in that in the building-up process of double-component novel perfluoropolyether alkoxysilane, eluant
For ethyl acetate and the mixture of petroleum ether, mixed volume ratio is for ethyl acetate: petroleum ether
=1:5-1:6.
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| CN201610287316.2A CN105860635A (en) | 2016-05-03 | 2016-05-03 | Two-component anti-corrosion agent with self-assembly function and preparation method thereof |
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| CN201610287316.2A CN105860635A (en) | 2016-05-03 | 2016-05-03 | Two-component anti-corrosion agent with self-assembly function and preparation method thereof |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3646085A (en) * | 1970-09-24 | 1972-02-29 | Du Pont | Perfluoroalkyletheramidoalkyltrialkoxysilanes |
| US6200684B1 (en) * | 1999-05-20 | 2001-03-13 | Shin-Etsu Chemical Co., Ltd. | Perfluoropolyether-modified aminosilane, surface treating agent, and aminosilane-coated article |
| CN103739814B (en) * | 2014-01-15 | 2015-10-07 | 上海佑威新材料科技有限公司 | A kind of fluorinated polyether silicone compounds and preparation method thereof and coating composition |
| CN105482099A (en) * | 2015-12-24 | 2016-04-13 | 天津科技大学 | Catalyst-free method for preparing polysiloxane perfluoropolyether |
-
2016
- 2016-05-03 CN CN201610287316.2A patent/CN105860635A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3646085A (en) * | 1970-09-24 | 1972-02-29 | Du Pont | Perfluoroalkyletheramidoalkyltrialkoxysilanes |
| US6200684B1 (en) * | 1999-05-20 | 2001-03-13 | Shin-Etsu Chemical Co., Ltd. | Perfluoropolyether-modified aminosilane, surface treating agent, and aminosilane-coated article |
| CN103739814B (en) * | 2014-01-15 | 2015-10-07 | 上海佑威新材料科技有限公司 | A kind of fluorinated polyether silicone compounds and preparation method thereof and coating composition |
| CN105482099A (en) * | 2015-12-24 | 2016-04-13 | 天津科技大学 | Catalyst-free method for preparing polysiloxane perfluoropolyether |
Non-Patent Citations (1)
| Title |
|---|
| 田俊莹等: "《纺织品功能整理》", 31 October 2015, 中国纺织出版社 * |
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