CN114805426B - Modified vinyl silane and preparation method and application thereof - Google Patents

Modified vinyl silane and preparation method and application thereof Download PDF

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CN114805426B
CN114805426B CN202210011879.4A CN202210011879A CN114805426B CN 114805426 B CN114805426 B CN 114805426B CN 202210011879 A CN202210011879 A CN 202210011879A CN 114805426 B CN114805426 B CN 114805426B
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modified
vinylsilane
vinyl
vinyl silane
catalyst
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CN114805426A (en
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孔凡振
渠源
杨甜甜
孔令刚
李杭杭
卢海峰
齐士林
李朋涛
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Shandong Guike New Material Co ltd
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Priority to PCT/CN2022/078517 priority patent/WO2023130551A1/en
Priority to NL2031434A priority patent/NL2031434B1/en
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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
    • C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
    • 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 Table
    • 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
    • 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 Table
    • 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
    • C07F7/188—Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-O linkages
    • 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
    • C08G77/06—Preparatory processes
    • C08G77/10—Equilibration processes
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/54—Silicon-containing compounds
    • C08K5/541—Silicon-containing compounds containing oxygen
    • C08K5/5425—Silicon-containing compounds containing oxygen containing at least one C=C bond
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/02—Compounds of alkaline earth metals or magnesium
    • C09C1/028—Compounds containing only magnesium as metal
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/12—Treatment with organosilicon compounds
    • 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
    • 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
    • C08G77/045—Polysiloxanes containing less than 25 silicon atoms

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Abstract

The invention provides modified vinyl silane and a preparation method and application thereof, and belongs to the technical field of organic silicon materials. According to the invention, an oily group (a silicone oil group or a ring-opening group of a dimethylsiloxane ring) is grafted on vinyl silane, so that the obtained modified vinyl silane has the advantages of increased oiliness, lower viscosity and enhanced dispersibility, and when the modified vinyl silane is used as a coupling agent for organic and/or inorganic powder, the modified powder has good dispersibility, can be uniformly and stably grafted on the organic and/or inorganic powder, and the stability of a modified material is improved. The invention provides a preparation method of modified vinylsilane, which comprises the steps of carrying out rearrangement reaction on vinylsilane and a modifying reagent under the action of a catalyst, wherein the modifying reagent has high oiliness and high dispersibility, can enhance the dispersibility of the modified vinylsilane, improves the grafting capability of the modified vinylsilane in organic and/or inorganic powder, and enhances the binding force of the modified vinylsilane with the organic and/or inorganic powder when the modified vinylsilane is used as a coupling agent.

Description

Modified vinyl silane and preparation method and application thereof
Technical Field
The invention relates to the technical field of organic silicon materials, in particular to modified vinyl silane and a preparation method and application thereof.
Background
The vinyl silane coupling agent has a relatively simple structure and a structural formula of R-Si-O-X, and is characterized by having two capabilities, and being capable of organically linking organic materials (such as polyethylene or polyvinyl chloride) and inorganic materials (such as magnesium hydroxide, calcium carbonate, titanium dioxide or white carbon black). However, the disadvantage of the silane coupling agent is also apparent, such as insufficient oiliness, which results in poor dispersing ability and unstable performance of the modified powder when applied to the organic-inorganic hybrid material, thereby reducing some physical properties of the material, such as dielectric constant, toughness and elasticity.
Disclosure of Invention
The invention aims to provide modified vinylsilane, a preparation method and application thereof, wherein the modified vinylsilane contains oily groups, and the obtained modified material has good dispersion performance and strong stability after being modified by organic-inorganic hybrid materials.
In order to achieve the above object, the present invention provides the following technical solutions:
the invention provides modified vinyl silane which has a structure shown in a formula I:
wherein R comprises
R 1 Including methyl, ethyl, propyl or isopropyl; x=2 to 8, y=1 to 50.
Preferably, the viscosity of the modified vinylsilane is 2 to 50mPa/s.
The invention provides a preparation method of modified vinylsilane, which comprises the following steps:
mixing vinylsilane, a modifying reagent, a catalyst and water, and carrying out a modifying reaction to obtain modified vinylsilane;
the vinyl silane comprises vinyl trialkoxysilane; the vinyl trialkoxysilane comprises vinyl trimethoxysilane, vinyl triethoxysilane, vinyl tripropoxysilane or vinyl triisopropoxysilane;
the modifying agent comprises silicone oil or dimethyl siloxane ring body;
the silicone oil has the structure described by formula II:
m＝1～50；
the dimethylsiloxane ring body has a structure shown in formula III:
n＝2～8。
preferably, the mass ratio of the vinyl silane to the modifying agent is 1 (0.3-1.2).
Preferably, the catalyst comprises caustic or concentrated sulfuric acid.
Preferably, the mass of the catalyst is 0.01 to 0.03% of the total mass of the vinylsilane and the modifying agent.
Preferably, the mass of the water is 5 to 20% of the mass of the vinylsilane.
Preferably, the temperature of the modification reaction is 50-100 ℃ and the time is 1-12 h.
Preferably, the process of mixing the vinyl silane, the modifying agent, the catalyst and the water comprises: after mixing vinyl silane and a modifying reagent, heating to 50-100 ℃, and simultaneously adding water and a catalyst into the obtained mixture, wherein the adding time of the water and the catalyst is 0.5-2 h.
The invention provides application of the modified vinylsilane prepared by the technical scheme or the preparation method of the technical scheme in synthesizing organic-inorganic hybrid materials.
The invention provides modified vinyl silane, which is grafted with oily groups (silicone oil groups or ring-opening groups of a dimethylsiloxane ring body), can increase the oiliness of the obtained modified vinyl silane, reduce the viscosity, and further enhance the dispersibility, and when the obtained modified vinyl silane is used as a coupling agent for organic and/or inorganic powder, the modified powder has good dispersibility, can be uniformly and stably grafted on the organic and/or inorganic powder, and improves the stability of a modified material.
The invention provides a preparation method of modified vinylsilane, which comprises the steps of carrying out rearrangement reaction on vinylsilane and a modifying reagent under the action of a catalyst, wherein the modifying reagent has high oiliness and high dispersibility, can enhance the dispersibility of the modified vinylsilane, improves the grafting capability of the modified vinylsilane in organic and/or inorganic powder, and enhances the binding force of the modified vinylsilane with the organic and/or inorganic powder when the modified vinylsilane is used as a coupling agent.
Drawings
FIG. 1 is a nuclear magnetic spectrum of the modified vinylsilane prepared in example 1;
FIG. 2 is an infrared spectrum of the modified vinylsilane prepared in example 1;
FIG. 3 is a nuclear magnetic spectrum of the modified vinylsilane prepared in example 2;
FIG. 4 is an infrared spectrum of the modified vinylsilane prepared in example 2;
FIG. 5 is a nuclear magnetic spectrum of the modified vinylsilane prepared in example 3;
FIG. 6 is an infrared spectrum of the modified vinylsilane prepared in example 3;
FIG. 7 is a nuclear magnetic spectrum of the modified vinylsilane prepared in example 4;
FIG. 8 is an infrared spectrum of the modified vinylsilane prepared in example 4.
Detailed Description
The invention provides modified vinyl silane which has a structure shown in a formula I:
wherein R comprises
R 1 Including methyl, ethyl, propyl or isopropyl; x=2 to 8, y=1 to 50.
In the present invention, the viscosity of the modified vinylsilane is preferably 2 to 50 mPas, more preferably 5 to 22 mPas, and still more preferably 18 to 20 mPas.
In the present invention, the modified vinylsilane preferably has the structural formula:
x＝2；
x＝4；
y=3 or
x＝4。
The invention provides a preparation method of modified vinylsilane, which comprises the following steps:
mixing vinylsilane, a modifying reagent, a catalyst and water, and carrying out a modifying reaction to obtain modified vinylsilane;
the vinyl silane comprises vinyl trialkoxysilane; the vinyl trialkoxysilane comprises vinyl trimethoxysilane, vinyl triethoxysilane, vinyl tripropoxysilane or vinyl triisopropoxysilane;
the modifying agent comprises silicone oil or dimethyl siloxane ring body;
the silicone oil has the structure described by formula II:
m＝1～50；
the dimethylsiloxane ring body has a structure shown in formula III:
n＝2～8。
in the present invention, the preparation materials are commercially available as known to those skilled in the art unless otherwise specified.
The invention mixes vinyl silane, modifying agent, catalyst and water. In the present invention, the vinyl silane includes vinyl trialkoxysilane; the vinyl trialkoxysilane includes vinyl trimethoxysilane, vinyl triethoxysilane, vinyl tripropoxysilane or vinyl triisopropoxysilane.
In the present invention, the modifying agent includes silicone oil or dimethylsiloxane ring (DMC);
the silicone oil has the structure described by formula II:
m=1 to 50, more preferably 3;
the dimethylsiloxane ring body has a structure shown in formula III:
n=2 to 8, more preferably 3 to 4.
In the present invention, the mass ratio of the vinyl silane to the modifying agent is preferably 1 (0.3 to 1.2), more preferably 1 (0.5 to 1.0), and still more preferably 1 (0.6 to 0.8).
In the present invention, the catalyst preferably comprises caustic or concentrated sulfuric acid; the mass concentration of the concentrated sulfuric acid is preferably 98%. In the present invention, the mass of the catalyst is preferably 0.01 to 0.03%, more preferably 0.015 to 0.02% of the total mass of the vinylsilane and the modifying agent.
In the present invention, the mass of the water is preferably 5 to 20% by mass, more preferably 8 to 15% by mass, and still more preferably 12 to 13% by mass of the vinyl silane. According to the invention, the proportion of vinyl functional groups in the vinyl silane is increased by adding the water phase, so that the vinyl content in the modified vinyl silane is increased, and the coupling characteristic of the modified vinyl silane is further improved.
In the present invention, the process of mixing the vinyl silane, the modifying agent, the catalyst and the water preferably comprises: mixing vinyl silane and a modifying reagent, heating to 50-100 ℃, and simultaneously adding water and a catalyst into the obtained mixture; the process of the temperature rise is not particularly limited, and the temperature rise may be performed according to a process well known in the art. In the present invention, it is preferable that after mixing water with the catalyst, the resulting catalyst solution is added dropwise to the mixture of vinyl silane and modifying agent. In the present invention, the time for dropping the water and the catalyst is preferably 0.5 to 2 hours, more preferably 1.0 to 1.5 hours.
After the mixing is completed, the invention preferably carries out a modification reaction; the temperature of the modification reaction is preferably 50 to 100 ℃, more preferably 60 to 80 ℃, and even more preferably 65 to 70 ℃; the time is preferably 1 to 12 hours, more preferably 1.5 to 3 hours.
In the invention, when the content of vinyl silane in the product obtained by the modification reaction is less than 10%, the modification reaction is judged to be completed, and the obtained product is dealcoholized. The specific method for detecting the vinyl silane content in the product is not particularly limited in the present invention, and the detection may be carried out according to methods well known in the art. In the present invention, the dealcoholization temperature is preferably 60 to 100 ℃, more preferably 70 to 90 ℃; after the dealcoholization is finished, ethanol is extracted, and the obtained product is cooled and filtered to obtain the modified vinylsilane. The process of extracting ethanol and cooling and filtering is not particularly limited, and the extraction and cooling and filtering are carried out according to the process well known in the art.
In the present invention, when the modifying agent is a dimethylsiloxane ring (DMC), the modifying reaction has the following reaction formula:
when the modifying agent is silicone oil, the reaction formula of the modifying reaction is as follows:
the invention provides application of the modified vinylsilane prepared by the technical scheme or the preparation method of the technical scheme in synthesizing organic materials and/or inorganic materials. The method of the application of the present invention is not particularly limited, and the modified vinylsilane may be used as a coupling agent for synthesizing an organic material and/or an inorganic material according to a method well known in the art.
The technical solutions of the present invention will be clearly and completely described in the following in connection with the embodiments of the present invention. It will be apparent that the described embodiments are only some, but not all, embodiments of the invention. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1
Pumping 100kg of vinyltriethoxysilane into a 500L reaction kettle, then adding 50kg of DMC (dimethyl siloxane ring), heating to 60 ℃, simultaneously dripping 5kg of water and 0.015kg of potassium hydroxide mixed solution into the obtained mixture for 0.5h, keeping the temperature at 70 ℃ for 3h for reaction, sampling and analyzing, wherein the content of vinylsilane in the product is lower than 10%, heating to 80 ℃, pumping out 25kg of ethanol, cooling and filtering the obtained product to obtain 130kg of colorless and transparent modified vinylsilane product with the product viscosity of 5mPa/s;
the structural formula of the modified vinyl silane prepared in this example is:
x＝2。
example 2
100kg of vinyltriethoxysilane is pumped into a 500L reaction kettle, 50kg of DMC (dimethyl siloxane ring) is added, the temperature is raised to 60 ℃, and 10kg of water and 0.03kg of potassium hydroxide mixed solution are simultaneously added into the obtained mixture for 1h; keeping the temperature at 70 ℃, reacting for 3 hours, sampling and analyzing, wherein the content of vinyl silane in the product is less than 10%, heating to 80 ℃, extracting 50kg of total ethanol, cooling and filtering the obtained product to obtain 110kg of finished product, and the viscosity of the product is 20mPa/s;
the structural formula of the modified vinyl silane prepared in this example is:
x＝4。
example 3
100kg of vinyltriethoxysilane is pumped into a 500L reaction kettle, 50kg of silicone oil (viscosity is 500 mPa/s) is then added, the temperature is raised to 60 ℃, and 10kg of water and 0.03kg of potassium hydroxide mixed solution are simultaneously added into the obtained mixture dropwise for 1h; keeping the temperature at 70 ℃ for reaction for 3 hours, sampling and analyzing, wherein the content of vinyl silane in the product is less than 10%, heating to 80 ℃, extracting 50kg of total ethanol, cooling and filtering the obtained product to obtain 110kg of finished product, and the viscosity of the product is 18mPa/s;
the structural formula of the modified vinyl silane prepared in this example is:
y＝3。
example 4
100kg of vinyl trimethoxy silane is pumped into a 500L reaction kettle, 50kg of DMC (dimethyl siloxane ring) is then added, the temperature is raised to 60 ℃, and a mixed solution of 12kg of water and 0.03kg of concentrated sulfuric acid (with the mass concentration of 98%) is simultaneously added into the obtained mixture dropwise for 1h; keeping the temperature at 70 ℃, reacting for 3 hours, sampling and analyzing, wherein the content of vinyl silane in the obtained product is less than 10%, heating to 80 ℃, extracting 42kg of total methanol, cooling and filtering the obtained product to obtain 110kg of finished product, and the viscosity of the product is 22mPa/s.
The structural formula of the modified vinyl silane prepared in this example is:
x＝4。
characterization and performance testing
1) The modified vinylsilanes prepared in examples 1-4 were subjected to nuclear magnetic characterization and infrared characterization, with results shown in FIGS. 1-8; FIGS. 1, 3, 5 and 7 show nuclear magnetic patterns of modified vinylsilanes prepared in examples 1 to 4 in order, and from FIG. 1, 5.80 to 5.93 are CH 2 =ch peak; 3.60 to 3.74 are CH 3 CH 2 Middle CH 2 Is a peak of (2); 1.09 to 1.14 is CH 3 CH 2 Middle CH 3 Is a peak of (2); -0.1 to 0.06 is CH 3 CH in Si 3 A peak. As can be seen from FIG. 3, 5.81 to 5.95 are CH 2 =ch peak; 3.62 to 3.75 are CH 3 CH 2 Middle CH 2 Is a peak of (2); 1.10 to 1.16 are CH 3 CH 2 Middle CH 3 Is a peak of (2); -0.09 to 0.07 is CH 3 CH in Si 3 A peak. As can be seen from FIG. 5, 5.84 to 6.02 are CH 2 =ch peak; 3.63 to 3.78 are CH 3 CH 2 Middle CH 2 Is a peak of (2); 1.10 to 1.16 are CH 3 CH 2 Middle CH 3 Is a peak of (2); -0.07-0.05 is CH 3 CH in Si 3 A peak. As can be seen from FIG. 7, 5.791 to 5.94 are CH 2 =ch peak; 3.36 to 3.47 are CH 3 CH in O 3 Is a peak of (2); -0.11 to 0.05 is CH 3 CH in Si 3 A peak.
FIGS. 2, 4, 6 and 8 show, in order, the infrared spectra of the modified vinylsilanes prepared in examples 1 to 4, FIGS. 2, 4, 6 and 8, 2885cm -1 2973cm -1 Is C-H vibration peak, 1259cm -1 Is CH 3 Peak of Si, 1031/1037/1047/1051cm -1 Peak of Si-O-Si 955/961/963cm -1 Is CH 2 =ch peak, 788/795/796cm -1 Is CH 3- Si-CH 3 。
Application effect verification
The verification principle is as follows: the magnesium hydroxide (blank) with high purity which is not modified only has a small part floating on the water surface and low activation rate, but the magnesium hydroxide modified by the modified silane has the characteristics of part of organic matters, so that the oiliness of the magnesium hydroxide powder can be increased, the activation rate is improved, the magnesium hydroxide powder floats on the water surface, the magnesium hydroxide powder cannot be precipitated, and most of modified powder cannot be precipitated during liquid separation.
1) 50g of the ground magnesium hydroxide is added into 1.5g of the modified vinylsilane prepared in examples 1-4 respectively, and the mixture is mechanically stirred and reacted for 1h at 85 ℃ to obtain modified magnesium hydroxide powder modified by the modified silane.
2) And (3) activating rate verification: weighing 5g of modified magnesium hydroxide powder prepared in examples 1-4 respectively, putting into a beaker, adding 300g of distilled water, fully stirring, standing for separating liquid, discharging lower-layer liquid and a small amount of precipitate, floating the modified magnesium hydroxide on the water surface, finely filtering out floating solids, and drying to obtain a modified magnesium hydroxide sample;
simultaneously, respectively modifying magnesium hydroxide by using vinyl triethoxysilane, vinyl trimethoxysilane and 500-viscosity silicone oil by adopting the method of the 1) to obtain modified magnesium hydroxide powder; then, performing an activation rate verification experiment according to the method of 2);
the activation rates of the magnesium hydroxide modified with the different modifiers were respectively tested, the activation rate=the total mass of the magnesium hydroxide sample after modification/the weight of the magnesium hydroxide sample (5 g) ×100%, and a blank (magnesium hydroxide powder without any modification) was used as a comparison, and the obtained results are shown in table 1.
TABLE 1 activation Rate after modification of magnesium hydroxide with different modifiers
Modifying agent Activation rate
Blank sample 9.22％
Vinyl triethoxysilane 47.01％
Vinyl trimethoxy silane 54.24％
500 viscosity silicone oil 41.06％
Example 1 89.87％
Example 2 87.62％
Example 3 88.34％
Example 4 89.75％
As is clear from table 1, the magnesium hydroxide (blank) not modified was low in activation rate and precipitated in water basically, but the modified magnesium hydroxide had a part of organic characteristics, the activation rate was improved, and the performance of the modified vinylsilanes of examples 1 to 4 with respect to the silane monomer was improved more.
The foregoing is merely a preferred embodiment of the present invention and it should be noted that modifications and adaptations to those skilled in the art may be made without departing from the principles of the present invention, which are intended to be comprehended within the scope of the present invention.

Claims (10)

1. A modified vinylsilane having the structure of formula I:
wherein R is
R 1 Including methyl, ethyl, propyl or isopropyl; y=1 to 50.
2. The modified vinylsilane according to claim 1, wherein the viscosity of the modified vinylsilane is 2 to 50mPa/s.
3. The process for producing a modified vinylsilane according to claim 1 or 2, comprising the steps of:
mixing vinylsilane, a modifying reagent, a catalyst and water, and carrying out a modifying reaction to obtain modified vinylsilane;
the vinyl silane is vinyl trialkoxysilane; the vinyl trialkoxysilane is selected from vinyl trimethoxysilane, vinyl triethoxysilane, vinyl tripropoxysilane or vinyl triisopropoxysilane;
the modifying reagent is silicone oil;
the silicone oil has the structure described by formula II:
m＝1～50。
4. the method according to claim 3, wherein the mass ratio of the vinyl silane to the modifying agent is 1: (0.3-1.2).
5. A method of preparing according to claim 3, wherein the catalyst comprises caustic or concentrated sulfuric acid.
6. The method according to claim 3 or 5, wherein the mass of the catalyst is 0.01 to 0.03% of the total mass of the vinylsilane and the modifying agent.
7. A production method according to claim 3, wherein the mass of the water is 5 to 20% of the mass of the vinylsilane.
8. The method according to claim 3, wherein the temperature of the modification reaction is 50 to 100℃for 1 to 12 hours.
9. The method of claim 3, wherein the step of mixing the vinyl silane, the modifying agent, the catalyst and the water comprises: after mixing vinyl silane and a modifying reagent, heating to 50-100 ℃, and simultaneously adding water and a catalyst into the obtained mixture, wherein the adding time of the water and the catalyst is 0.5-2 h.
10. Use of the modified vinylsilane according to claim 1 or 2 or the modified vinylsilane prepared by the preparation method according to any one of claims 3 to 9 in the synthesis of organic-inorganic hybrid materials.
CN202210011879.4A 2022-01-07 2022-01-07 Modified vinyl silane and preparation method and application thereof Active CN114805426B (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CN202210011879.4A CN114805426B (en) 2022-01-07 2022-01-07 Modified vinyl silane and preparation method and application thereof
PCT/CN2022/078517 WO2023130551A1 (en) 2022-01-07 2022-03-01 Modified vinylsilane, and preparation method therefor and use thereof
NL2031434A NL2031434B1 (en) 2022-01-07 2022-03-29 Modified vinyl silane and preparation method and application thereof
ZA2022/13851A ZA202213851B (en) 2022-01-07 2022-12-21 Modified vinyl silane as well as preparation method and application thereof

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