CN108659180A - A kind of organosilicon performed polymer and organosilicon-acrylic resin using the preparation of organosilicon performed polymer - Google Patents
A kind of organosilicon performed polymer and organosilicon-acrylic resin using the preparation of organosilicon performed polymer Download PDFInfo
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- CN108659180A CN108659180A CN201810413317.6A CN201810413317A CN108659180A CN 108659180 A CN108659180 A CN 108659180A CN 201810413317 A CN201810413317 A CN 201810413317A CN 108659180 A CN108659180 A CN 108659180A
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- organosilicon
- performed polymer
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- monomer
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/12—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes
- C08F283/124—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes on to polysiloxanes having carbon-to-carbon double bonds
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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
- C08G77/06—Preparatory processes
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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
- C08G77/06—Preparatory processes
- C08G77/08—Preparatory processes characterised by the catalysts used
-
- 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
Abstract
The invention discloses a kind of organosilicon performed polymer, structural formula isWherein, R1：CH3, C2H5, C6H5；R2：CH3, C2H5, C6H5；N=0,1,2,3,4,5.The invention also includes the silicone modified acrylic resin prepared using organosilicon performed polymer and silicone modified acrylic resin preparation method and application.
Description
Technical field
The present invention relates to organosilicon polymer more particularly to a kind of organosilicon performed polymer and utilize the organosilicon pre-polymerization system
Standby organosilicon-acrylic resin.
Background technology
Organic silicon monomer and its polymer have low surface tension, lower glass transition temperatures, good water-fast, resistance to
The performances such as temperature, weatherability, these superior functions are that its application in polymer material science is laid a good foundation.However, due to
The cost of organosilicon is higher, adhesive force and filming performance are poor, and making it, further application is restricted.Acrylic resin then has
Superior resistance to (smelly) oxygen, oil resistivity, adhesive force and monomer are numerous, synthesize the advantages that being easy and is cheap, but propylene
The performances such as temperature tolerance, water proofing property, surface tension and the permeability of acid resin are poor.By organosilicon and acroleic acid resin both
Performance difference is big, and material with strong complementarity is copolymerized, it is expected to obtain the composite material for having both two kinds of material advantages.
Currently, the research about organosilicon-acrylic resin compound material, is generally divided into two classes, one is machineries altogether
Mixed, another is chemical modification.Although mechanical blending method simplicity is easy to operate, due to the two poor compatibility, mixing is not
, the migration that organosilicon easily occurs makes material property decline so as to cause serious phase separation.Chemical rule passes through chemical bond
Connection, be secured together, the generation of above-mentioned phenomenon can be avoided, and can be as needed, carry out Molecular Design, close
At the composite material of property.Frequently with method be mainly graft copolymerization, block copolymerization, core-shell copolymerized and interpenetrating networks
Deng.And in these methods, mostly it is to be realized by selecting different silane coupling agents.It can make so both even mixed
It closes, is macroscopically showing homogeneity.But since silicone segments both ends or intermediate many places are bonded fixation, limit it
Movement, makes it without normal direction surface enrichment, thus is difficult to embody the hydrophobic performance of organosilicon material well.
The present invention is directed to this problem, and design has synthesized a kind of organosilicon performed polymer that double bond is contained in one end, then by it
It is fixed on the main chain of acrylic resin, forming one end can be with combed organosilicon-acrylic resin of free movement.Due to organic
Silicon face can be low, and intramolecular and intermolecular interaction force are weak, and Si-O-Si bond angles are big, and torsional tension is smaller so that organosilicon
Segment is very soft, is easy to surface migration.Therefore, the resin of this structure is readily formed surface during film forming and is had
The composite material of machine silicon layer covering so that material has good hydrophobicity, and can be according to the length and its use of silicone segments
It measures to adjust the hydrophobic intensity etc. of composite material surface.Finally, according to the demand of industrialization, on the basis for not reducing material property
On, reaction condition is advanced optimized, the function of organosilicon performed polymer is investigated, and makes great efforts to open up the application field of this kind of material.
Invention content
The purpose of the present invention is preparing the organosilicon performed polymer with different chain lengths and function, then by itself and (first
Base) acrylic resin copolymerization, obtain organosilicon-acrylic resin compound material that surface hydrophobicity intensity can control.And it provides
A kind of idea and method of MOLECULE DESIGN.
To the specific descriptions of the present invention：
The composition of organosilicon-acrylic resin compound material is mainly organic silicon monomer, esters of acrylic acid list in the present invention
Body, function monomer, emulsifier, initiator, catalyst, crosslinking agent and PH conditioning agents, the organosilicon-acrylic resin composite wood
The preparation process of material is to complete in a solvent, and the organic silicon monomer is one kind in organic silicon monomer A1 or organic silicon monomer A2
Or two kinds with the mixture of organic silicon monomer B.
Organic silicon monomer A1 be trim,ethylchlorosilane, dimethyldichlorosilane, methyl trichlorosilane, ethyl dichlorosilane,
Ethyl trichlorosilane, tetrachloro silicane, diphenyl disilane, phenyl trichlorosilane, tri-phenyl chloride, phenyl methyl dichloro silicon
It is one or more in alkane, dimethylbutyl chlorosilane, methylheptyl silane, octamethylcy-clotetrasiloxane.
Organic silicon monomer A2 is dimethyldimethoxysil,ne, dimethyl diethoxysilane, diphenyl dimethoxy silicon
In alkane, diphenyl diethoxy silane, octamethylcy-clotetrasiloxane, octaphenylcyclotetrasiloxane, aminomethyl phenyl cyclotetrasiloxane
It is one or more.
Organic silicon monomer B is dichlorosilane, dimethylchlorosilane, dimethyl dichlorosilane (DMCS), allyldichlorosilane, trichlorosilane
In it is one or more.
Acrylic ester monomer is acrylic acid, methyl acrylate, ethyl acrylate, n-butyl acrylate, i-butyl
Ester, n-octyl, ethylhexyl acrylate, senecioate-hydroxyl ethyl ester, senecioate-hydroxypropyl acrylate, senecioate-ethoxy
Base ethyl ester, acrylic acid diethylamino ethyl ester, glycidyl acrylate, methacrylic acid, methyl methacrylate, methyl-prop
Olefin(e) acid ethyl ester, n-BMA, Isobutyl methacrylate, hexyl methacrylate, lauryl methacrylate, first
18 carbon ester of base acrylic acid, methacrylic acid-beta-hydroxy ethyl ester, methacrylic acid-β-hydroxypropyl acrylate, methyl propenoic acid glycidyl
It is one or more in ester, diethyl aminoethyl methacrylate.
Function monomer is one in styrene, acrylonitrile, acrylamide, vinylacetate, suitable succinic anhydride, amino resins
Kind is a variety of.
Solvent is benzene,toluene,xylene, methanol, ethyl alcohol, isopropanol, n-butanol, ethylene glycol, ethylene glycol ethyl ether, ethylene glycol
One in butyl ether, propylene-glycol ethyl ether, propandiol butyl ether, methyl ethyl ketone, methylisobutylketone, ethyl acetate, butyl acetate, carbon tetrachloride
Kind is a variety of.
Emulsifier is anionic emulsifier, TWEEN Series, the departments such as alkyl sulfate, sulfonate, carboxylate, phosphate ester salt
It is one or more in the classes nonionic emulsifiers such as disk series, alkyl phenol polyoxyethylene ether.
Initiator is the one of the redox system kind of ammonium persulfate, potassium peroxydisulfate, persulfate and sulphite composition
Kind is a variety of.
Catalyst is transition metal and its compound, three fluosulfonic acid, the concentrated sulfuric acid, hydrochloric acid, the hydrogen-oxygens such as platinum, platinum carbon, chloroplatinic acid
Change one or more in potassium, sodium hydroxide, tetramethylammonium hydroxide.
Crosslinking agent is divinylbenzene, acrylamide, formaldehyde, allyl methacrylate, trimethylolpropane tris propylene
It is one or more in acid esters.
PH conditioning agents are ammonium hydroxide, sodium bicarbonate, dimethylethanolamine, N-ethylmorpholine, 2- dimethylamino -2- methylpropanols
In it is one or more.
The method that the present invention uses hydrolyzing chlorosilane, catalytic equilibration and Si―H addition reaction first synthesizes a series of different chains
The organosilicon performed polymer of segment length obtains a kind of the organic of comb-type structure then by carrying out emulsion polymerization with acrylic resin
Silicon-acrylic resin compound material.It is as follows：
Process route：
1. the synthesis of organosilicon performed polymer I
The purification of organic silicon monomer：
According to the boiling point of monomer, to organic silicon monomer A1 and organic silicon monomer B or had respectively using simple distillation method
Machine silicon monomer A2 and organic silicon monomer B are purified.
The synthesis of organosilicon performed polymer：
Toluene and water is taken to be put into three-necked bottle, by the organic silicon monomer B of a certain amount of organic silicon monomer A1 and corresponding amount
Mixture or organic silicon monomer A2 mix object amount in dropping funel with the organic silicon monomer B of corresponding amount, water-bath control temperature
Degree hereinafter, mix monomer is slowly added dropwise under stirring, is added dropwise at 25 DEG C, and reactant is moved into separatory funnel, stand, point
Layer, removes water layer, then washes three times.
The organosilicon toluene solution after hydrolysis is poured into three-necked bottle again, 30% dense H is added2SO4, heating water bath stirs
It mixes, control temperature at 35 DEG C, catalytic reforming 6h is carried out to silicon hydrogen reagent, is then poured the mixture into separatory funnel, stands, divide
Layer, goes acid layer, and wash to it, until solution is in neutrality.It is evaporated under reduced pressure again with oil pump, collects colourless organosilicon pre-polymerization
Body I.
2. the synthesis of the hydrogen-containing siloxane of different chain lengths
R1：CH3, C2H5, C6H5
R2：CH3, C2H5, C6H5
R3：OH, OCH3, OC2H5,-O-
Or
R1：CH3, C2H5, C6H5
R2：CH3, C2H5, C6H5
Organosilicon performed polymer I and organic silicon monomer A2 are dissolved in by the mixture that different proportion mixes in toluene successively,
Then it is poured into the three-necked bottle with condensation reflux unit, adds 30% dense H2SO4, heating water bath, stirring, control temperature
For degree at 35 DEG C, silicon hydrogen reagent carries out catalytic equilibration 6h, then mixing object amount is entered in separatory funnel, stands, layering, goes acid layer, and
It is washed, until toluene solution is in neutrality.It is finally evaporated under reduced pressure with oil pump, collects colourless organosilicon performed polymer II.
3. the organosilicon performed polymer containing single double bond
A certain amount of acrylate monomer is taken, is put into one equipped with mechanical agitator, N2Gas entrance, the leakage of tubular dropping liquid
It struggles against, in the four-necked bottle of condenser pipe, a small amount of catalyst is added, in N2Under gas shielded, stirring is allowed to uniformly mixed.
Take the organosilicon performed polymer I or organosilicon performed polymer II or organosilicon performed polymer I and organosilicon performed polymer of corresponding amount
The mixture of II is poured into tubular dropping funel.By 70 DEG C of water-bath temperature control, stirs, is passed through N2Gas, then be slowly dropped into organic
The mixture of silicon performed polymer I or organosilicon performed polymer II or organosilicon performed polymer I and organosilicon performed polymer II, after dripping,
90 DEG C of constant temperature, the reaction was continued 6h are kept to wait for that postcooling is completed in reaction, obtain the organosilicon performed polymer III of water white transparency.
4. the preparation of combed organosilicon-acrylic materials
In the 250ml four-hole boiling flasks equipped with thermometer, agitating device, dropping funel and condenser, water, part work(is added
The mix monomer and emulsifier of energy monomer and organosilicon performed polymer II or organosilicon performed polymer III stir pre- under certain temperature
Emulsify 30min.Then, while prepared initiator solution and remaining mix monomer is added dropwise, is dripped off in 2h, keep the temperature 3h, it will
Temperature is down to 55 DEG C, and PH=7, cooling discharging are adjusted with catalyst.
Using synthesizing organo-silicon performed polymer of the present invention and the composite material of organosilicon-acrylic resin, have following
Advantage：
(1) according to demand, the organosilicon performed polymer with different chain lengths can quickly and easily be synthesized.
(2) according to demand, different functional groups can be introduced in the strand of organosilicon performed polymer.
It (3) according to demand, can be with the hydrophobic intensity of synthesis regulation composite material surface.
(4) composite material has the excellent performances such as good adhesive force, tensile strength, water resistance and scrub resistance.
(5) simple for process, convenient for production, raw material is easy to get, of low cost.
(6) method that the technique uses emulsion polymerization, products obtained therefrom are stablized, and nontoxic, pollution-free.
The composite material of organosilicon performed polymer and organosilicon-acrylic resin synthesized by the present invention by following instrument into
Row characterization and analysis：Nuclear magnetic resonance chemical analyser, ultraviolet-visible spectrophotometer, Fourier transformation infrared spectrometer, laser grain
Spend analyzer, atomic force microscope, scanning electron microscope, x-ray photoelectron spectroscopy and Static Contact angle tester.
Description of the drawings
Fig. 1 is the NMR spectra of organosilicon performed polymer I；
Fig. 2 is the NMR spectra of organosilicon performed polymer II；
Fig. 3 is the FTIR spectrograms of organosilicon-acrylic resin compound material；
Fig. 4 is the XPS surface analysis spectrograms of organosilicon-acrylic resin compound material；
Fig. 5 is the contact angle test result figure on organosilicon-acrylic resin compound material surface.
Specific implementation mode
Presently in connection with attached drawing, the present invention is described in detail.This figure is the schematic diagram of simplification, is only illustrated in a schematic way
The basic structure of the present invention, therefore it only shows the composition relevant to the invention.
One, the preparation of organosilicon performed polymer
S100：100ml toluene and 150ml water are mixed and poured into 500ml flasks, then take 80g trim,ethylchlorosilanes,
20g dimethyl dichlorosilane (DMCS)s pour into dropping funel, and temperature control is at 25 DEG C hereinafter, stirring, is added dropwise mix monomer.It is added dropwise,
Toluene aqueous solution is poured into separatory funnel, is stood, layering, is removed water layer, then wash three times.The 30g concentrated sulfuric acids are added, 35
DEG C catalytic reforming 6 hours, then pours into mixture in separatory funnel, stands, is layered, goes sour water layer.About 0.5% mass is added
The activated carbon of score, stirring, heating after 30 minutes, are stood, layering, deactivation carbon.It is neutralized and it is washed, Zhi Daorong with water
Liquid is in neutrality, then is evaporated under reduced pressure with oil pump, and colourless organosilicon performed polymer I is collected.
From figure 1 it appears that mainly there is two groups of peaks：Hydrogen peak at 4.6575-4.7127ppm and 0.0883-
Peak at 0.1521ppm is respectively belonging to Si-H (1.00) and Si-CH3 (20.459).For Si-CH3, just due to molecule
In there are two different chemical environments, so that it is made of a many division peaks, this is just very identical with Fig. 1.In addition, from two groups
From the point of view of the area ratio at peak, ratio 1: 20.5 is in close proximity to the theoretical value 1: 21 of organosilicon performed polymer I monomers.This explanation
After silicon monomer hydrolysis, sulphuric acid catalysis balance and distilation, what is obtained is the hydrosilicon of institute's envisioned configuration.Separately
Outside, the hydrogen peak in other displacements that Fig. 1 is shown then derives from the toluene in solvent, and its peak area is also fairly small, it will not
The above-mentioned proof to organosilicon performed polymer I monomers is influenced, and only the ratio between corresponding hydrogen peak area is made to be slightly above theoretical value.
S200：The product for weighing 12.5gS100 is put into equipped with mechanical agitator, N2Gas entrance, dropping funel, condenser pipe
Four-necked bottle in, be added five drop the aqueous isopropanols containing 1% chloroplatinic acid, in N2Under gas shielded, stirring is allowed to uniformly mixed.
Then 6.3g allyl methacrylates are taken, are measured in dropping funel.70 DEG C of water-bath temperature control, stirring, is passed through N2Gas, then slowly
Allyl methacrylate is added dropwise.After being added dropwise, 90 DEG C are warming up to, the reaction was continued 6h, cooling.Obtain the oily liquid of water white transparency
Body.
From figure 2 it can be seen that the hydrogen peak Si-H at 4.6575-4.7127ppm disappears, accordingly in 6.093-
Occurs CH respectively at 6.1294,5.5304-5.6101,4.0689-4.1145,1.6660 and 1.9196-1.9474ppm2=C
(CH3)-, O-CH2, O-CH2-CH2And CH2=C (CH3)-peak.Without there is CH2The peak of=CH, this explanation pass through silicon hydrogen
After addition, only CH2=CH double bonds participate in reaction, are achieved that and envision containing single double bond structure compound.
Two, the preparation of polymer
Embodiment one
Organosilicon performed polymer and the methyl methacrylate addition of water, SDS/OP-10/Span20 and part n=3 are equipped with
Thermometer, agitating device, dropping funel and condenser 250ml four-hole boiling flasks in, stir pre- breast under certain temperature (50 DEG C)
Change 30min.80 DEG C are then heated to, while prepared initiator solution and remaining mix monomer is added dropwise.After being added dropwise, protect
Warm 3h cools the temperature to 55 DEG C, with ammonium hydroxide tune PH=7, cooling discharging.
Embodiment two
Organosilicon performed polymer and the methyl methacrylate addition of water, SDS/OP-10/Span20 and part n=7 are equipped with
Thermometer, agitating device, dropping funel and condenser 250ml four-hole boiling flasks in, pre-emulsification 30min is stirred at 50 DEG C.So
After be warming up to 80 DEG C, while prepared initiator solution and remaining mix monomer is added dropwise.After being added dropwise, 3h is kept the temperature, it will be warm
Degree is down to 55 DEG C, and PH=7, cooling discharging are adjusted with ammonium hydroxide.
After reaction product is purified through vacuum distillation, its structure is identified by infrared spectrum IR, desired knot
Fruit is consistent as shown in figure 3.From Fig. 3 we can see that：2960.4cm-1 is-CH3The stretching vibration of upper C-H, 2903.6cm-
1 is the C-H stretching vibrations of-CH2-, and 1258.2cm-1 is the bending vibration of Si- (CH3), and 799.4cm-1 is that the bending of Si-C is shaken
Dynamic, 1089.0~1020.6cm-1 is the strong absworption peak of Si-O-Si, and 695.2cm-1 is the stretching vibration of Si-O.By information above
Understand that there are polymethyl siloxane segments, i.e. combed organosilicon-acrylic polymer successfully to be prepared in polymeric chain.It is right
This, in order to further prove the surface composition and hydrophobic performance of its film, we grind it by x-ray photoelectron spectroscopy instrument
Study carefully.Figure 4, it is seen that there is the presence of element silicon on surface, this also illustrates that silicone intermediate is successfully grafted to polymerization
On object chain.In addition, the C/Si=5.76 on its surface is far smaller than the calculated value 90.41 of polymer composition, but it is very close
In the C/Si=3.14 of silicone intermediate.
Embodiment three
Dress is added in the organosilicon performed polymer and methyl methacrylate of water, SDS/OP-10/Span20 and part n=11
Have in the 250ml four-hole boiling flasks of thermometer, agitating device, dropping funel and condenser, pre-emulsification 30min is stirred at 50 DEG C.
80 DEG C are then heated to, while prepared initiator solution and remaining mix monomer is added dropwise.After being added dropwise, 3h is kept the temperature, it will
Temperature is down to 55 DEG C, and PH=7, cooling discharging are adjusted with ammonium hydroxide.
Example IV
The organosilicon performed polymer and butyl methacrylate of water, SDS/OP-10/Span20 and part n=23 are added
In 250ml four-hole boiling flasks equipped with thermometer, agitating device, dropping funel and condenser, pre-emulsification is stirred at 50 DEG C
30min.80 DEG C are then heated to, while prepared initiator solution and remaining mix monomer is added dropwise.After being added dropwise, heat preservation
3h cools the temperature to 55 DEG C, and PH=7, cooling discharging are adjusted with ammonium hydroxide.
The surface composition and morphological analysis result of the product of embodiment one, embodiment two, embodiment three and example IV
As shown in table 1：
Table 1
From table 1 it follows that with the increase of chain length, the surface roughness variation of film is little, this illustrates segment
Length does not have much influence surface topography (roughness).However, chain length has prodigious shadow to the hydrophobic intensity on surface
It rings, surface becomes hydrophobic by hydrophilic, and hydrophobicity gradually increases, and then reaches maximum value 115.This is mainly due to organosilicons
Segment is softer, caused by being easy migration, with the growth of segment, then enhances to surface migration ability, therefore surface is gradual
It is covered by silicone portion and shows hydrophobicity.
It is enlightenment, through the above description, relevant staff with above-mentioned desirable embodiment according to the present invention
Various changes and amendments can be carried out in without departing from the scope of the present invention completely.The technical scope of this invention is not
The content being confined on specification, it is necessary to which its technical scope is determined according to right.
Claims (9)
1. a kind of organosilicon performed polymer, it is characterised in that：Its structural formula isWherein, R1：CH3, C2H5, C6H5；R2：CH3, C2H5,
C6H5；N=0,1,2,3,4,5.
2. organosilicon performed polymer as described in claim 1, it is characterised in that：It is wrapped in the molecular structure of the organosilicon performed polymer
Containing a double bond, the length of the strand of the organosilicon performed polymer can be adjusted freely.
3. organosilicon performed polymer as described in claim 1, it is characterised in that：The preparation method of the organosilicon performed polymer is such as
Under：
A. by chlorine-containing silane monomer and silane containing hydrogen monomer, cohydrolysis is prepared among a kind of organosilicon containing single hydrogen in a solvent
Body；
B. the silicone intermediate containing single hydrogen is reacted with the compound containing two or more double bonds, in molecule
A double bond is introduced in chain, is obtained containing there are one the organosilicon performed polymers of double bond.
4. organosilicon performed polymer as claimed in claim 3, it is characterised in that：Chlorine-containing silane monomer in the step a is three
Methylchlorosilane, dimethyldichlorosilane, methyl trichlorosilane, dimethylchlorosilane, dimethyl dichlorosilane (DMCS), ethyl dichloro silicon
It is one or more in alkane, allyldichlorosilane, trichlorosilane；The silane containing hydrogen monomer is dimethylchlorosilane, methyl two
It is one or more in chlorosilane etc., hexamethyl cyclotrisiloxane or octamethylcy-clotetrasiloxane.
5. organosilicon performed polymer as claimed in claim 3, it is characterised in that：Two or more in the step b are double
The compound of key is allyl acrylate, allyl methacrylate, trimethylolpropane trimethacrylate or divinylbenzene
In it is one or more；The solvent is benzene,toluene,xylene, tetrahydrofuran, acetone, methyl ethyl ketone, ethyl acetate or acetic acid fourth
It is one or more in ester.
6. a kind of organosilicon-acrylic resin, it is characterised in that：Organosilicon-the acrylic resin is appointed by claim 1-5
One organosilicon performed polymer is copolymerized to obtain with acrylic resin, wherein the proportion of the organosilicon performed polymer is less than or equal to
The 20% of total monomer weight.
7. organosilicon-acrylic resin as claimed in claim 6, it is characterised in that：The acrylic resin is acrylic acid first
Ester, ethyl acrylate, n-butyl acrylate, isobutyl acrylate, n-octyl, ethylhexyl acrylate, senecioate-
Hydroxyl ethyl ester, senecioate-hydroxypropyl acrylate, senecioate-ethoxy ethyl ester, acrylic acid diethylamino ethyl ester, acrylic acid shrink sweet
In grease, methyl methacrylate, ethyl methacrylate, n-BMA, Isobutyl methacrylate, methyl-prop
It is one or more in olefin(e) acid-beta-hydroxy ethyl ester, methacrylic acid-β-hydroxypropyl acrylate or glycidyl methacrylate.
8. a kind of preparation method of organosilicon-acrylic resin comprising following steps：
(1) according to the performance requirement of synthetic material, different chain lengths and the organosilicon performed polymer of different functional groups are prepared；
(2) according to prepared organosilicon performed polymer, suitable emulsifier is selected；
(3) according to the performance requirement of synthetic product, suitable acrylic resin monomer is selected.
9. the application of organosilicon-acrylic resin as described in claim 6-7, it is characterised in that：Organosilicon-the acrylic acid
Resin can be used as waterproof, filling, retanning multifunctional material in leather processing procedure, or be used as release treatment in the fabric.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114891166A (en) * | 2021-10-29 | 2022-08-12 | 江苏科技大学 | Organic silicon oil composite acrylic latex and preparation method thereof |
| CN115260863A (en) * | 2022-08-23 | 2022-11-01 | 广东多正树脂科技有限公司 | Water-repellent water-based acrylic resin coating and preparation method and use method thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101070388A (en) * | 2007-05-14 | 2007-11-14 | 中国科学院成都有机化学有限公司 | Design and preparation for controllable hydrophobic material |
-
2018
- 2018-05-03 CN CN201810413317.6A patent/CN108659180A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101070388A (en) * | 2007-05-14 | 2007-11-14 | 中国科学院成都有机化学有限公司 | Design and preparation for controllable hydrophobic material |
Cited By (3)
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