CN102718970B - Preparation method for silicon resin used for high temperature-resistant coating - Google Patents
Preparation method for silicon resin used for high temperature-resistant coating Download PDFInfo
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- CN102718970B CN102718970B CN201210239659.3A CN201210239659A CN102718970B CN 102718970 B CN102718970 B CN 102718970B CN 201210239659 A CN201210239659 A CN 201210239659A CN 102718970 B CN102718970 B CN 102718970B
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- 238000000576 coating method Methods 0.000 title claims abstract description 35
- 239000011248 coating agent Substances 0.000 title claims abstract description 33
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- 229920005989 resin Polymers 0.000 title abstract description 19
- 239000011347 resin Substances 0.000 title abstract description 19
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 title abstract description 6
- 229910052710 silicon Inorganic materials 0.000 title abstract description 6
- 239000010703 silicon Substances 0.000 title abstract description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 57
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 29
- 238000006243 chemical reaction Methods 0.000 claims abstract description 16
- 239000000047 product Substances 0.000 claims abstract description 14
- 238000006555 catalytic reaction Methods 0.000 claims abstract description 5
- 238000006460 hydrolysis reaction Methods 0.000 claims description 14
- 230000007062 hydrolysis Effects 0.000 claims description 10
- 229920002050 silicone resin Polymers 0.000 claims description 9
- 239000007787 solid Substances 0.000 claims description 7
- 150000003384 small molecules Chemical class 0.000 claims description 6
- 238000010422 painting Methods 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 230000006837 decompression Effects 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 2
- 239000003921 oil Substances 0.000 abstract description 17
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- 230000007935 neutral effect Effects 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000413 hydrolysate Substances 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 238000010025 steaming Methods 0.000 abstract 1
- 230000009970 fire resistant effect Effects 0.000 description 7
- 238000000034 method Methods 0.000 description 6
- 238000002679 ablation Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 238000004821 distillation Methods 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 3
- 238000005245 sintering Methods 0.000 description 3
- 239000005046 Chlorosilane Substances 0.000 description 2
- 229910018557 Si O Inorganic materials 0.000 description 2
- 239000010425 asbestos Substances 0.000 description 2
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000009413 insulation Methods 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- 229910052895 riebeckite Inorganic materials 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- 229910002808 Si–O–Si Inorganic materials 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000006253 efflorescence Methods 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- LAQFLZHBVPULPL-UHFFFAOYSA-N methyl(phenyl)silicon Chemical compound C[Si]C1=CC=CC=C1 LAQFLZHBVPULPL-UHFFFAOYSA-N 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 206010037844 rash Diseases 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Landscapes
- Silicon Polymers (AREA)
- Paints Or Removers (AREA)
Abstract
The invention relates to the field of organic silicon resin synthesis, and in particular relates to a preparation method for silicon resin used for a high temperature-resistant coating. The preparation method is characterized by comprising the following steps of: firstly, hydrolyzing C6H5SiX3, C6H5CH3SiY2 and toluene by H2O, rinsing the hydrolysate to be neutral, then taking oil phase, and adding C6H5SiCl3, C6H5CH3SiCl2 and toluene and carrying out inverse hydrolyzation by H2O; and removing HCL gas generated in inverse hydrolyzation, adding water for continuous reaction when pH of the system is more than or equal to 2, rinsing reaction solution to be neutral, decompressing and removing residual water and micromolecules, retaining the oil phase, telomerizing the viscosity of the product by KOH alcohol solution, adding water and toluene to stop catalysis telomerization reaction when coating minus four cup for 25-75 seconds, rinsing to be neutral, decompressing and removing residual water and micromolecules by steaming, thus obtaining the silicon resin. The purely organic silicon high-temperature resin obtained by using the preparation method can be used for high-temperature coating tolerating 800-900 DEG C for a long time.
Description
Technical field
The present invention relates to the synthetic field of silicone resin, be specifically related to a kind of preparation method who can be used for the silicone resin of high-temperature resistant coating.
Background technology
Silicone resin, because it has organic inorganic backbone structure " Si-O-Si " that adds, has greatly strengthened bond energy, and has given the resistance toheat that silicone resin is higher compared with all pure organic resins.
Fire resistant resin not only can be widely used in insulation and the anti-thermal ageing aspect of electronics, electric, cooker etc., but also can be by using with composite coating that becomes such as face/filler and auxiliary agents.The user demand of high-temperature resistant coating, impels high-temperature-resistant silicon resin to become high tip, high-tech product.
It is reported and show, the high temperature organosilicon paint of having invented at present, can be divided into following three kinds by its heatproof mechanism: the first, permanent heat-resistant coating; The second, high temperature ablation release coating; Three, high temperature sintering changes coating.Wherein permanent heat-resistant coating resistance to extreme temperature is minimum, can not meet resistant to elevated temperatures requirement.200～250 ℃ of left and right in air atmosphere, " Si-O " key generates SiO by there is fierce decomposition reaction
2, and lose heat resistance.So permanent heat-resistant coating generally applies to H level electronics, electric insulation paint.Lower high temperature tolerance character, has restricted the use range of permanent heat-resistant coating.
High temperature ablation release coating is an important topic of high-temperature resistant coating research category.But this coating has, and the heatproof time is short, use cost is high, brushing is from the distinct disadvantage such as great.Along with high temperature sintering, change at present the development of coating, it is substituted gradually.
It is a kind of dicating paint that is subject to that high temperature ablation changes coating.At high temperature, there is series of physical chemical reaction and change self structure in each component of coating, formation can be resisted the speciality coating of extraneous thermal shock for a long time.Tokoshu in 1980 etc. have invented at a kind of 380 ℃ and can use 200h, and 900 ℃ of ablations change the coating of heatproof pottery into.Although this coating can tolerate 900 ℃, the synthetic defect of the film forming matter of this coating clearly as: relate to that raw material is many, step is numerous, technique is harsher, construction is difficult etc.
Pure organosilicon fire-resistant resin resistance to extreme temperature is high, but room temperature bonding force is poor, the shallow high temperature skeleton globality that causes of curing depth is poor, thereby has seriously restricted its high temperature resistant limit, is usually used in the heat-resistant coating of 250 ℃～700 ℃.Have not yet to see the report that pure organosilicon fire-resistant resin is applied to 700 ℃ of above temperature coating of withstand long term exposure.Calendar year 2001 Research Institute of Mechanical Engineering Song Chuanhong, the Wang Haiqiao of Beijing University of Chemical Technology in 2006 etc., invented respectively and tolerated the high temperature ablation of 700 ℃ and change coating.What this coating was used is pure organosilicon fire-resistant resin, but this resin must be realized high temperature deeply-curing by silicone cure agent, and the high-temperature resistant coating being made into can only tolerate 700 ℃.
The heatproof mechanism that high temperature sintering changes coating requires its film-forming resin to have following several characteristic: the first, room temperature cementability is strong; The second, face/filler supporting capacity is eager to excel; Three, high temperature rate of weight loss is little; Four, globality is strong during precipitation, and anti-small molecules volatilization is impacted strong; Five, the weightless back skeleton integrity degree of high temperature is high.
Summary of the invention
The object of this invention is to provide a kind of can be for the preparation method of the pure organosilicon fire-resistant resin of 800 ℃ of withstand long term exposure～900 ℃ of high-temperature coatings.And this preparation method's synthesis condition is relatively gentle, conforming product rate is high.
Preparation method of the present invention is as follows: first by C
6h
5siX
3, C
6h
5cH
3siY
2with toluene H
2o hydrolysis, hydrolyzed solution is got oil phase after being washed to neutrality, adds C
6h
5siCl
3, C
6h
5cH
3siCl
2with toluene H
2o separates against the current.While separating against the current, remove the HCl gas of generation, when system pH>=2, add water to continue reaction, reaction solution washes with water to neutrality, decompression removes residuary water and small molecules, retain oil phase, with the ethanolic soln of KOH, telomerize product viscosity, to painting, during-4 glasss of 25～75 seconds time, add water and toluene to stop catalysis telomerization, be washed to neutrality, remove residuary water and small molecules under reduced pressure, obtain, wherein X representative-OCOCH
3,-ON=CCH
3c
2h
5or-ON=CCH
3cH
3; Y representative-OCH
3or-OC
2h
5.
C wherein
6h
5siX
3, C
6h
5cH
3siY
2mol ratio preferably 1: 1～1.5: 1; The preferred C of weight of toluene for hydrolysis
6h
5siX
3and C
6h
5cH
3siY
2both weight and 1.5～4 times.
During hydrolysis reaction, the mole number of water is preferably C
6h
5siX
3and C
6h
5cH
3siY
2both mole numbers and 2～5 times.
C
6h
5siCl
3, C
6h
5cH
3siCl
2mol ratio preferably 1: 1～1.5: 1; The weight of toluene C preferably while separating against the current
6h
5siCl
3and C
6h
5cH
3siCl
2both weight and 1.5～4 times.
During contrary hydrolysis reaction, the mole number of water is C
6h
5siCl
3, C
6h
5cH
3siCl
2both mole numbers and 45～50 times.
The present invention's reaction at normal temperatures and pressures.Preferably 30～80 ℃ of hydrolysis temperatures; Preferably 0～55 ℃ of contrary hydrolysis temperature; While telomerizing product viscosity, temperature is preferably 0～40 ℃.
The mol ratio of KOH and resin prepolymer solid part is preferably 1: 10000～and 3: 1000.
While separating against the current, when system pH >=2 add water, continue reaction, the reaction times is preferably 15～60min.
End product solid content prepared by preparation method of the present invention is 45～55%.
Technical solution of the present invention is based on group activity and sterically hindered difference, coordinates special condition to control and reaction method, finally obtains desirable product.C
6h
5siX
3and C
6h
5cH
3siY
2stability than chlorosilane monomer is strong, under higher temperature condition, is first hydrolyzed, and can obtain having the product of part of hydroxyl.Simultaneously because X compared with having guaranteed not to be hydrolyzed greatly of X, Y group sterically hindered, Y group " exposed " are in " Si-O " main chain outside.Under lower temperature condition, adopt the method for separating against the current, can discharge in time the HCl with catalytic property, the homopolymerization that has prevented highly active chlorosilane monomer has guaranteed the copolymerization prepolymer of four kinds of monomers.Finally with KOH, telomerize and obtain the silicone resin prepolymer product with higher molecular weight.This method has effectively overcome uses organic resin modified silicone resin to obtain higher cementability, but can reduce the contradiction of resin heat resistance simultaneously.
The pure organosilicon fire-resistant resin that the present invention makes has following 7 important technical indicators:
1. solid content: 45～55%;
2. viscosity: be coated with-4 glasss (23 ± 2 ℃) 25～75 seconds;
3. gelation time: 150 ℃ 40～120 seconds;
4. set time: 250 ℃ 1 hour
300 ℃ 15 minutes;
5. resistance toheat: 350 ℃ of 3 hours rate of weight loss 3%～4%;
6. refractive index: WAY(2WAJ) 20 ℃ of 1.5100～1.5279. of Abbe refractometer
7. outward appearance: colourless to micro-yellow liquid, clear inclusion-free.
By pure organosilicon fire-resistant resin of the present invention and hollow glass microballoon, organobentonite, talcum powder, mica powder, asbestos powder according to mass ratio 2: 1.2: 0.45: within 0.45: 0.45: 0.45, composite becoming can tolerate 800 ℃～900 ℃ high-temperature resistant coatings.Have advantages of that bonding strength is high, cold-and-heat resistent circulation ability is strong, excellent in cushion effect, hardness of film by force, do not ftracture, anti-efflorescence etc.
Comparison test: by a kind of methyl phenyl silicone resin of solid content 50% and hollow glass microballoon, organobentonite, talcum powder, mica powder, asbestos powder according to mass ratio 2: 1.2: 0.45: be equally re-dubbed coating at 0.45: 0.45: 0.45, after being warming up to 800 ℃, be cooled to room temperature, find that cold-and-heat resistent circulation ability is poor, coating cracking peels off completely.
Embodiment
Embodiment 1
Accurately take C first respectively
6h
5si (OCOCH
3)
3282g, C
6h
5cH
3si (OCH
3)
2182g, and 696g toluene mixes.Under normal pressure and 40～50 ℃ of conditions, use H
2o 90g, adopts monomer to obtain mixture to the method that drips hydrolysis in water.Mixture washing, presents neutrality to washing water, collects oil phase.Remove residual moisture content and small molecules under reduced pressure, retain oil phase 1, stand-by;
Secondly, by C
6h
5siCl
3211.5g, C
6h
5cH
3siCl
2191g adds in oil phase 1, is fully mixed to get oil phase 2, stand-by.Use H
2o 1710g, under agitation, adopt the method for separating against the current, water is slowly added dropwise in oil phase 2, remove rapidly HCl gas and keep system temperature is 25 ℃～35 ℃ simultaneously, detection reaction system pH at any time, when pH=2, (added water inventory is 1710g, is slow dropping when initial reaction stage by remaining water to take faster speed, just add fast finally, according to the ph value of system, control rate of addition.) add in system.35 ± 1 ℃ of holding temperatures, continue stirring reaction 30min.Washed reaction product to washing water present neutrality, retain oil phase.Remove residual moisture content and small molecules under reduced pressure, obtain oil phase 3, stand-by.
Finally, taking KOH mass concentration is 10% CH
3cH
2oH solution 4g(wherein KOH is 0.4g), add in oil phase 3.Under 20 ℃～25 ℃ conditions, stirring telomerizes, at any time detecting reactant viscosity.When-4 glasss of times of painting are 35 seconds, add immediately large water gaging and dilution with toluene washing, stop catalyzed reaction.Be washed to neutrality, decompression removes residual moisture and part toluene, obtains solid content and be 47% qualified product.Product meets above-mentioned 7 technical indicators.
Embodiment 2
With embodiment 1, first take C
6h
5si (ON=CCH
3c
2h
5) 3363g, C
6h
5cH
3si (OC
2h
5)
2315g, toluene 2700g mix.Under normal pressure and 60 ℃～70 ℃ conditions, use H
2o 216g hydrolysis.Be washed to neutrality, collect oil phase.Underpressure distillation, obtains oil phase 1, stand-by;
Secondly, by C
6h
5siCl
3211.5g, C
6h
5cH
3siCl
2286.5g, toluene 2000g, fully mix with oil phase 1.Use H
2o 2160g, under 45 ℃～50 ℃ conditions, slowly separates against the current, removes in time HCl gas simultaneously, during to pH=2, adds rapidly residue water.50 ± 1 ℃ of reaction 60min of constant temperature.Be washed to neutrality, underpressure distillation obtains oil phase 3.
Finally, taking KOH mass concentration is 10% CH
3cH
2oH solution 15g(wherein KOH is 1.5g), add in oil phase 3.Under 30 ℃～35 ℃ conditions, normal pressure telomerizes while being 65 seconds to-4 glasss of times of painting, and dilution with toluene adds water washing simultaneously and stops catalyzed reaction.It is 50% qualified product that underpressure distillation obtains solid content.Product meets above-mentioned 7 technical indicators.
Claims (8)
1. for a preparation method for high-temperature resistant coating silicone resin, comprising: first by C
6h
5siX
3, C
6h
5cH
3siY
2with toluene H
2o hydrolysis, hydrolyzed solution is got oil phase after being washed to neutrality, adds C
6h
5siCl
3, C
6h
5cH
3siCl
2with toluene H
2o separates against the current, while separating against the current, remove the HCl gas of generation, when system pH>=2, add water to continue reaction, reaction solution washes with water to neutrality, decompression removes residuary water and small molecules, retains oil phase, telomerizes product viscosity to painting, during-4 glasss of 25～75 seconds time, add water and toluene to stop catalysis telomerization with KOH ethanolic soln, be washed to neutrality, remove residuary water and small molecules under reduced pressure, obtain, wherein X representative-OCOCH
3,-ON=CCH
3c
2h
5or-ON=CCH
3cH
3; Y representative-OCH
3or-OC
2h
5.
2. the preparation method of claim 1, wherein C
6h
5siX
3, C
6h
5cH
3siY
2mol ratio be 1 ﹕ 1～1.5 ﹕ 1; Hydrolysis is C by the weight of toluene
6h
5siX
3and C
6h
5cH
3siY
2both weight and 1.5～4 times.
3. the preparation method of claim 1, wherein the mole number of water is C during hydrolysis reaction
6h
5siX
3and C
6h
5cH
3siY
2both mole numbers and 5～10 times.
4. the preparation method of claim 1, wherein C
6h
5siCl
3, C
6h
5cH
3siCl
2mol ratio be 1 ﹕ 1～1.5 ﹕ 1; While separating against the current, the weight of toluene is C
6h
5siCl
3and C
6h
5cH
3siCl
2both weight and 1.5～4 times.
5. the preparation method of claim 1, wherein the mole number of water is C during contrary hydrolysis reaction
6h
5siCl
3, C
6h
5cH
3siCl
2both mole numbers and 45～50 times.
6. the preparation method of claim 1, wherein hydrolysis temperature is 30～80 ℃; Contrary hydrolysis temperature is 0～55 ℃; While telomerizing product viscosity, temperature is 0～40 ℃.
7. the preparation method of claim 1, continues reaction when system pH >=2 add water while separating against the current, and the reaction times is 15～60min.
8. the preparation method of claim 1, wherein end product solid content is 45～55%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210239659.3A CN102718970B (en) | 2012-07-11 | 2012-07-11 | Preparation method for silicon resin used for high temperature-resistant coating |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210239659.3A CN102718970B (en) | 2012-07-11 | 2012-07-11 | Preparation method for silicon resin used for high temperature-resistant coating |
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| Publication Number | Publication Date |
|---|---|
| CN102718970A CN102718970A (en) | 2012-10-10 |
| CN102718970B true CN102718970B (en) | 2014-03-12 |
Family
ID=46944854
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
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|---|---|
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Families Citing this family (1)
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|---|---|---|---|---|
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Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4289891A (en) * | 1978-04-21 | 1981-09-15 | General Electric Company | Silicone diffusion pump fluids |
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2012
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Effective date of registration: 20190627 Address after: 212200 Yihe Road, Sanmao Town, Yangzhong City, Zhenjiang City, Jiangsu Province Patentee after: Jiangsu Pearl Silicone Rubber Material Co.,Ltd. Address before: 212200 No. 1 Yihe Road, Pearl Square, Yangzhong City, Zhenjiang City, Jiangsu Province Patentee before: JIANGSU HONGDA NEW MATERIAL Co.,Ltd. |
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Effective date of registration: 20240428 Address after: 239300 Parallel Fourth Road, Qinlan Town Economic Development Zone, Tianchang City, Chuzhou City, Anhui Province Patentee after: Anhui Maiteng New Materials Co.,Ltd. Country or region after: China Address before: 212200 Yihe Road, Sanmao Town, Yangzhong City, Zhenjiang City, Jiangsu Province Patentee before: Jiangsu Pearl Silicone Rubber Material Co.,Ltd. Country or region before: China |