CN113004529A - Self-emulsifying self-curing fluorine-containing polysiloxane and synthesis method thereof - Google Patents
Self-emulsifying self-curing fluorine-containing polysiloxane and synthesis method thereof Download PDFInfo
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- CN113004529A CN113004529A CN202110244598.9A CN202110244598A CN113004529A CN 113004529 A CN113004529 A CN 113004529A CN 202110244598 A CN202110244598 A CN 202110244598A CN 113004529 A CN113004529 A CN 113004529A
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- 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
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
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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
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/385—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing halogens
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- 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
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- 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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Abstract
The invention discloses self-emulsifying self-curing fluorine-containing polysiloxane and a synthesis method thereof, wherein the method comprises the following steps: adding 100-150 parts by weight of fluorine-containing siloxane ring bodies and 100 parts by weight of low molecular weight end hydrogen-containing silicone oil into a reaction kettle, stirring and mixing for 30min, adding 0.2-0.5 part by weight of catalyst, continuing stirring and mixing for 30min, raising the temperature of the materials to 55-85 ℃, carrying out heat preservation reaction for 15-25 h, then adding 2-5 parts by weight of anhydrous sodium carbonate, neutralizing for 3h, and filtering to obtain uniform, colorless and transparent silicon-hydrogen end-capped fluorine-containing polysiloxane; and secondly, adding vinyltrimethoxysilane and allyl alcohol polyoxyethylene ether into a reaction kettle according to the molar ratio of 1: 0.5-1.0, stirring, mixing, heating to 70 ℃, adding a platinum catalyst, heating to 80-120 ℃, dropwise adding 100 parts by weight of the silicon-hydrogen terminated fluorine-containing polysiloxane prepared in the first step into the reaction kettle by using a constant-pressure dropping funnel, controlling the dropwise adding time to be 2-4 hours, continuing the heat preservation reaction after the dropwise adding is finished, wherein the total reaction time is 5-8 hours, and obtaining the clear and transparent self-emulsifying self-curing fluorine-containing polysiloxane after the reaction is finished.
Description
Technical Field
The invention relates to the field of fluorine-silicon materials, in particular to self-emulsifying self-curing fluorine-containing polysiloxane and a synthesis method thereof.
Background
The surface hydrophobic and oleophobic treatment is a key technology in the preparation process of the super-hydrophobic material and the self-cleaning material, and the key point of attention of technical developers is to obtain stable and durable treatment effect and develop a treatment technology with wider application range. Fluorosilane containing long-chain fluorocarbon group has been widely used as a special silane coupling agent in the field of hydrophobic and oleophobic treatment, such as tridecafluorooctyltrimethyl (ethyloxy) silane, heptadecafluorodecyltrimethyl (ethyloxy) silane, etc. The silicon hydroxyl groups generated after the siloxane groups are hydrolyzed have good adhesive force to most surfaces, so that the stability and durability of the treatment effect are ensured, the long-chain fluorine alkyl groups can provide excellent hydrophobic and oleophobic effects, and the specific molecular structure of the fluorine silane determines the excellent surface treatment effect. The Chinese patent with publication number CN106861456B discloses a method for preparing a ceramic flat membrane for treating oily sewage, which comprises preparing modified silica sol from silicate ester and fluorosilane in a system of organic acid, water and ethanol, and treating the ceramic flat membrane by an immersion method. The Chinese patent with publication number CN106495498B introduces a preparation method of a glass antifogging coating, wherein the glass is treated by adopting an ethanol solution of tridecafluorooctyltrimethoxysilane, the dipping time is 30-50 min, and after the dipping is finished, the glass needs to be dried for 8-10 h under the condition of 60-65 ℃.
Although the fluorosilane is simple to use and has obvious effect in the field of surface hydrophobicity and oleophobicity, the acidic hydrolysate needs to be prepared in advance by using a solvent, and although only low-toxicity ethanol and acetic acid need to be used in most cases, the environmental protection problem and safety risk still exist, so that a water-soluble or water-emulsion fluorosilane product needs to be developed, and the pollution to the environment in the use process of the fluorosilane is reduced. In addition, fluorosilane is slow in hydrolysis rate under a weak acid condition, and generally needs to be prehydrolyzed for 3-8 hours under the condition that the pH is 3-5 to obtain an ideal treatment effect, and the fluorosilane needs to be prepared for use and is not suitable for long-term storage, so that certain difficulty is brought to field use.
Disclosure of Invention
In order to solve the technical problems in the field of hydrophobic and oleophobic surface treatment application of fluorosilane, the invention provides a method for synthesizing self-emulsifying and self-curing fluorine-containing polysiloxane in a first aspect, and the specific technical scheme is as follows:
a synthetic method of self-emulsifying self-curing fluorine-containing polysiloxane comprises the following steps:
adding 100-150 parts by weight of fluorine-containing siloxane ring bodies and 100 parts by weight of hydrogen-terminated silicone oil into a reaction kettle, stirring and mixing for 30min, adding 0.2-0.5 part by weight of catalyst, continuing stirring and mixing for 30min, raising the temperature of the materials to 55-85 ℃, carrying out heat preservation reaction for 15-25 h, then adding 2-5 parts by weight of anhydrous sodium carbonate, neutralizing for 3h, and filtering to obtain uniform, colorless and transparent silicon-hydrogen terminated fluorine-containing polysiloxane;
and secondly, adding vinyltrimethoxysilane and allyl alcohol polyoxyethylene ether into a reaction kettle according to the molar ratio of 1: 0.5-1.0, stirring, mixing, heating to 70 ℃, adding a platinum catalyst, heating to 80-120 ℃, dropwise adding 100 parts by weight of the silicon-hydrogen terminated fluorine-containing polysiloxane prepared in the first step into the reaction kettle by using a constant-pressure dropping funnel, controlling the dropwise adding time to be 2-4 hours, continuing the heat preservation reaction after the dropwise adding is finished, wherein the total reaction time is 5-8 hours, and obtaining the clear and transparent self-emulsifying self-curing fluorine-containing polysiloxane after the reaction is finished.
In some embodiments, in step one, the fluorosilicone ring body is one of:
wherein x is 1 or 2.
In some embodiments, in step one, the catalyst is trifluoromethanesulfonic acid.
In some embodiments, in step one, the low molecular weight terminal hydrogen-containing silicone oil has a hydrogen content of 0.1%.
In some embodiments, in step two, the platinum catalyst is an isopropanol solution of chloroplatinic acid with a mass fraction of 2%.
In some embodiments, in step two, the platinum catalyst is used in an amount of 0.025% to 0.125% of the total mass of the vinyltrimethoxysilane, the allylic alcohol polyoxyethylene ether and the hydrosilyl-terminated fluorine-containing polysiloxane.
In some embodiments, the molar ratio of the vinyl double bonds to the silicon-hydrogen bonds in step two is 1.0 to 1.3: 1.
In a second aspect, the invention provides a self-emulsifying self-curing fluorine-containing polysiloxane prepared by the synthesis method of any one of the above.
The synthesis method of the self-emulsifying self-curing fluorine-containing polysiloxane comprises the step of respectively introducing hydrophilic polyoxyethylene chain segments and alkoxysilane groups with curing and crosslinking effects at two molecular ends by utilizing a hydrosilylation method on the basis of the silicon-hydrogen-terminated fluorine-containing polysiloxane, so as to prepare the self-emulsifying self-curing fluorine-containing polysiloxane. The self-emulsifying and self-curing fluorine-containing polysiloxane can obtain stable emulsion by a simple mechanical emulsification method, and a hydrophobic or even super-hydrophobic surface can be obtained by treating a substrate with the emulsion.
Compared with the traditional fluorosilane, the fluorine-containing polysiloxane prepared by the invention does not need pre-hydrolysis in the use process, and simultaneously does not need an organic solvent, so that the use process is more convenient and environment-friendly.
Drawings
FIG. 1 is a graph showing the hydrophobic effect of a superhydrophobic fabric treated with a self-emulsifying self-curing fluorine-containing polysiloxane provided by one embodiment of the present invention.
Detailed Description
The present invention is described in detail below with reference to examples, and the description in this section is only exemplary and explanatory and should not be construed as limiting the scope of the present invention in any way.
It should be noted that the experimental methods used in the examples are all conventional methods unless otherwise specified, and the materials, reagents, and the like used in the examples are commercially available unless otherwise specified.
Example 1
Adding 100g of fluorine-containing siloxane ring body and 100g of low molecular weight end hydrogen-containing silicone oil with the hydrogen content of 0.1% into a reaction kettle, stirring and mixing for 30min, adding 0.2g of trifluoromethanesulfonic acid, continuing stirring and mixing for 30min, raising the temperature of the materials to 55 ℃, keeping the temperature and reacting for 15h, then adding 2g of anhydrous sodium carbonate, neutralizing for 3h, and filtering to obtain uniform, colorless and transparent silicon-hydrogen end-capped fluorine-containing polysiloxane, wherein the theoretical hydrogen content of the polysiloxane is 0.05% by calculation.
Adding 4.94g of vinyltrimethoxysilane and 6.51g of allyl alcohol polyoxyethylene ether into a reaction kettle, stirring, mixing, heating to 70 ℃, adding 28mg of isopropanol solution (2 mass percent) of chloroplatinic acid, continuously heating to 80 ℃, adding 100g of hydrosilation-terminated fluorine-containing polysiloxane into a constant-pressure dropping funnel, dropping the hydrosilation-terminated fluorine-containing polysiloxane into the reaction kettle after the preset temperature is reached, controlling the dropping time to be 2 hours, and continuously carrying out heat preservation reaction after the dropping is finished, wherein the total reaction time is 5 hours. And obtaining the clear and transparent self-emulsifying self-curing fluorine-containing polysiloxane after the reaction is finished.
Example 2
Adding 150g of fluorine-containing siloxane ring body and 100g of low molecular weight end hydrogen-containing silicone oil with the hydrogen content of 0.1% into a reaction kettle, stirring and mixing for 30min, adding 0.5g of trifluoromethanesulfonic acid, continuing stirring and mixing for 30min, raising the temperature of the material to 85 ℃, keeping the temperature and reacting for 25h, then adding 5g of anhydrous sodium carbonate, neutralizing for 3h, and filtering to obtain uniform, colorless and transparent silicon-hydrogen end-capped fluorine-containing polysiloxane, wherein the theoretical hydrogen content of the polysiloxane is 0.04% by calculation.
Adding 3.85g of vinyltrimethoxysilane and 10.16g of allyl alcohol polyoxyethylene ether into a reaction kettle, stirring, mixing, heating to 70 ℃, adding 143mg of isopropanol solution (2 mass percent) of chloroplatinic acid, continuously heating to 120 ℃, adding 100g of hydrosilation-terminated fluorine-containing polysiloxane into a constant-pressure dropping funnel, dropping the hydrosilation-terminated fluorine-containing polysiloxane into the reaction kettle after the preset temperature is reached, controlling the dropping time to be 4 hours, and continuously carrying out heat preservation reaction after the dropping is finished, wherein the total reaction time is 8 hours. And obtaining the clear and transparent self-emulsifying self-curing fluorine-containing polysiloxane after the reaction is finished.
Example 3
Adding 120g of fluorine-containing siloxane ring body and 100g of low molecular weight end hydrogen-containing silicone oil into a reaction kettle, stirring and mixing for 30min, adding 0.3g of trifluoromethanesulfonic acid, continuing stirring and mixing for 30min, raising the temperature of the material to 72 ℃, keeping the temperature and reacting for 20h, then adding 3g of anhydrous sodium carbonate, neutralizing for 3h, and filtering to obtain uniform, colorless and transparent silicon-hydrogen end-capped fluorine-containing polysiloxane, wherein the theoretical hydrogen content of the silicon-hydrogen end-capped fluorine-containing polysiloxane is calculated to be 0.045%.
Adding 4.71g of vinyltrimethoxysilane and 5.16g of allyl alcohol polyoxyethylene ether into a reaction kettle, stirring, mixing, heating to 70 ℃, adding 100mg of isopropanol solution (2 mass percent) of chloroplatinic acid, continuously heating to 110 ℃, adding 100g of hydrosilation-terminated fluorine-containing polysiloxane into a constant-pressure dropping funnel, dropping the hydrosilation-terminated fluorine-containing polysiloxane into the reaction kettle after the preset temperature is reached, controlling the dropping time to be 3 hours, and continuously carrying out heat preservation reaction after the dropping is finished, wherein the total reaction time is 7 hours. And obtaining the clear and transparent self-emulsifying self-curing fluorine-containing polysiloxane after the reaction is finished.
Example 4
Adding 150g of fluorine-containing siloxane ring body and 100g of low molecular weight end hydrogen-containing silicone oil into a reaction kettle, stirring and mixing for 30min, adding 0.25g of trifluoromethanesulfonic acid, continuing stirring and mixing for 30min, raising the temperature of the material to 68 ℃, keeping the temperature and reacting for 20h, then adding 5g of anhydrous sodium carbonate, neutralizing for 3h, and filtering to obtain uniform, colorless and transparent silicon-hydrogen end-capped fluorine-containing polysiloxane, wherein the theoretical hydrogen content of the silicon-hydrogen end-capped fluorine-containing polysiloxane is calculated to be 0.04%.
Adding 3.26g of vinyltrimethoxysilane and 8.59g of allyl alcohol polyoxyethylene ether into a reaction kettle, stirring, mixing, heating to 70 ℃, adding 75mg of isopropanol solution (2 mass percent) of chloroplatinic acid, continuously heating to 110 ℃, adding 100g of hydrosilation-terminated fluorine-containing polysiloxane into a constant-pressure dropping funnel, dropping the hydrosilation-terminated fluorine-containing polysiloxane into the reaction kettle after the preset temperature is reached, controlling the dropping time to be 3 hours, and continuously carrying out heat preservation reaction after the dropping is finished, wherein the total reaction time is 8 hours. And obtaining the clear and transparent self-emulsifying self-curing fluorine-containing polysiloxane after the reaction is finished.
Application example:
taking 50g of the fluorine-containing polysiloxane prepared in the example 3, slowly adding 200g of deionized water under high-speed stirring for emulsification to obtain fluorine-containing polysiloxane emulsion with the solid content of 20%, diluting 10g of the emulsion to the solid content of 5%, adjusting the pH value to 8-9 with ammonia water, treating the fiber fabric by using an impregnation method, and naturally airing to obtain the super-hydrophobic fabric shown in the figure 1.
The superhydrophobic fabric treated with the fluorine-containing polysiloxane prepared in other examples was visually observed to have the same hydrophobic effect as that of example 3, and thus the effect graph was not repeatedly provided.
The above description is only an embodiment of the present invention, and not intended to limit the scope of the present invention, and all modifications of equivalent structures and equivalent processes, which are made by the present specification, or directly or indirectly applied to other related technical fields, are included in the scope of the present invention.
Claims (8)
1. A synthetic method of self-emulsifying self-curing fluorine-containing polysiloxane is characterized by comprising the following steps:
adding 100-150 parts by weight of fluorine-containing siloxane ring bodies and 100 parts by weight of hydrogen-containing silicone oil into a reaction kettle, stirring and mixing for 30min, adding 0.2-0.5 part by weight of catalyst, continuing stirring and mixing for 30min, raising the temperature of the materials to 55-85 ℃, carrying out heat preservation reaction for 15-25 h, then adding 2-5 parts by weight of anhydrous sodium carbonate, neutralizing for 3h, and filtering to obtain uniform, colorless and transparent silicon-hydrogen terminated fluorine-containing polysiloxane;
and secondly, adding vinyltrimethoxysilane and allyl alcohol polyoxyethylene ether into a reaction kettle according to the molar ratio of 1: 0.5-1.0, stirring, mixing, heating to 70 ℃, adding a platinum catalyst, heating to 80-120 ℃, dropwise adding 100 parts by weight of the silicon-hydrogen terminated fluorine-containing polysiloxane prepared in the first step into the reaction kettle by using a constant-pressure dropping funnel, controlling the dropwise adding time to be 2-4 hours, continuing the heat preservation reaction after the dropwise adding is finished, wherein the total reaction time is 5-8 hours, and obtaining the clear and transparent self-emulsifying self-curing fluorine-containing polysiloxane after the reaction is finished.
3. The method for synthesizing self-emulsifying self-curing fluorine-containing polysiloxane according to claim 1, wherein in the first step, the catalyst is trifluoromethanesulfonic acid.
4. The method for synthesizing self-emulsifying self-curing fluorine-containing polysiloxane according to claim 1, wherein in the first step, the hydrogen content of the low molecular weight terminal hydrogen-containing silicone oil is 0.1%.
5. The method for synthesizing self-emulsifying self-curing fluorine-containing polysiloxane according to claim 1, wherein in the second step, the platinum catalyst is an isopropanol solution of chloroplatinic acid with a mass fraction of 2%.
6. The method for synthesizing self-emulsifying self-curing fluorine-containing polysiloxane according to claim 5, wherein in the second step, the amount of the platinum catalyst is 0.025-0.125% of the total mass of the vinyltrimethoxysilane, the allyl alcohol polyoxyethylene ether and the hydrosilyl-terminated fluorine-containing polysiloxane.
7. The method for synthesizing self-emulsifying self-curing fluorine-containing polysiloxane according to claim 1, wherein in the second step, the molar ratio of vinyl double bonds to silicon hydrogen bonds is 1.0-1.3: 1.
8. A self-emulsifying self-curing fluorine-containing polysiloxane synthesized by the method for synthesizing a self-emulsifying self-curing fluorine-containing polysiloxane according to any one of claims 1 to 7.
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CN115748009A (en) * | 2022-11-15 | 2023-03-07 | 安徽南澳地毯有限公司 | Preparation method of water-repellent carpet non-woven fabric |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103709186A (en) * | 2013-12-27 | 2014-04-09 | 烟台德邦先进硅材料有限公司 | Anti-fouling fluorin-silicon coating prepared from polysiloxane fluoride and application of coating |
CN111040188A (en) * | 2019-11-29 | 2020-04-21 | 湖北新四海化工股份有限公司 | Organic silicon emulsifier and preparation method thereof |
WO2020224156A1 (en) * | 2019-05-07 | 2020-11-12 | 江苏四新科技应用研究所股份有限公司 | Organosilicon composition |
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Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103709186A (en) * | 2013-12-27 | 2014-04-09 | 烟台德邦先进硅材料有限公司 | Anti-fouling fluorin-silicon coating prepared from polysiloxane fluoride and application of coating |
WO2020224156A1 (en) * | 2019-05-07 | 2020-11-12 | 江苏四新科技应用研究所股份有限公司 | Organosilicon composition |
CN111040188A (en) * | 2019-11-29 | 2020-04-21 | 湖北新四海化工股份有限公司 | Organic silicon emulsifier and preparation method thereof |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115748009A (en) * | 2022-11-15 | 2023-03-07 | 安徽南澳地毯有限公司 | Preparation method of water-repellent carpet non-woven fabric |
CN115748009B (en) * | 2022-11-15 | 2024-03-19 | 安徽南澳地毯有限公司 | Preparation method of water-repellent carpet non-woven fabric |
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