CN106519246A - Polyalkyloxy-terminated polysiloxane and preparation method thereof - Google Patents
Polyalkyloxy-terminated polysiloxane and preparation method thereof Download PDFInfo
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Abstract
The invention discloses a preparation method of polyalkyloxy-terminated polysiloxane. A termination reaction of a base polymer A and an end capping agent B under the catalysis of a catalyst C; the base polymer A has a structure represented by general formula I shown in the description; and the end capping agent has a structure represented by general formula II, and the formula II is CH3)3SiO1/2]d[(R2)3SiO1/2]e[(R3)(CH3)2SiO1/2]f[SiO4/2]g. The content of volatile alkoxy silane in the prepared polyalkyloxy-terminated polysiloxane is less than 100 ppm, and the polyalkyloxy-terminated polysiloxane has small viscosity change under the protection of nitrogen.
Description
Technical field
The invention belongs to macromolecule material preparation area, and in particular to a kind of how alkoxy end-capped polysiloxanes and its preparation
Method.
Background technology
Traditional dealcoholized type room temperature vulcanized silicone rubber generally uses polymer based on hydroxy-terminated polysiloxane, alcoxyl
, used as cross-linking agent, organic titanium is used as catalyst for base silane.But in preparation process, organotitanium has one after adding
Of short duration crosslinking causes viscosity elevated process suddenly, gently raises then device current, and heavy then damage equipment causes security incident.
Hydroxy-end capped polysiloxane is replaced to prepare dealcoholized type room temperature vulcanized silicon using alkoxyl silicone terminated organopolysiloxane
Rubber can fundamentally solve viscous viscosity elevated problem suddenly.This closed-end technology is described in many patents all, such as：
US3161614 is disclosed in anhydrous conditions, is reacted with chloride alkoxy silane by hydroxy-end capped organopolysiloxane, is obtained
To how alkoxy end-capped polysiloxanes.US3175993 is existed with the alkoxy silane containing vinyl by hydrogeneous organopolysiloxane
The organopolysiloxane of many alkoxyl silicone ethylidene end-blockings is prepared under the conditions of platinum catalyst by additive reaction.CN1264404 and
CN1283212 is disclosed under Bronsted acid, lewis acid, acid phosphate ester catalysis, hydroxy-end capped organic poly- silica
Alkane is obtained alkoxy end-capped polysiloxanes with alkoxy silane reaction.But all it is in certain bar using lower alkoxy silane
React with hydroxy-end capped organopolysiloxane under part, in obtained alkoxy end-capped polysiloxanes, inevitably residual is a large amount of
Alkoxy silane, can evaporate in later stage finished product solidification process, condense in glued material surface and hydrolyze absorption, shadow
Ring by the performance of viscous product, cause some fields to small molecule silane sensitivity (such as：The bonding of optical glass part, electronics electricity
Device encapsulation etc.) cannot use.Therefore, a kind of how alkoxy end-capped polysiloxanes of low-alkoxy silane volatilization are developed, with non-
Often important meaning.
The content of the invention
It is an object of the invention to provide a kind of preparation method of how alkoxy end-capped polysiloxanes；
It is a further object to provide a kind of how alkoxy end-capped polysiloxanes.
In order to reach above-mentioned technique effect, the present invention takes technical scheme below：
A kind of preparation method of how alkoxy end-capped polysiloxanes, by base polymer A and end-capping reagent B catalyst C's
End capping reaction is carried out under catalytic action；
Described base polymer A has the structure of formula I：
Wherein：R1For-OH ,-H or-CH=CH2One kind in group；
a：b：C=1：0～0.5：0～0.5；
Viscosity size is 1000～500000mPa s；
Described end-capping reagent has the structure of formula II：
[(CH3)3SiO1/2]d[(R2)3SiO1/2]e[(R3)(CH3)2SiO1/2]f[SiO4/2]g, formula II
Wherein：
R2For-OR4Group；
R3For-H ,-OR4,-CH=CH2In one or more；
R4For-CH3,-CH2CH3, one or more in-Ph；
D, e, f are arbitrary proportion, (d+e+f)：G=0.5～2.0：1；
Viscosity size is 50～2000mPa s.
Further technical scheme is that described catalyst C is selected from emprotid, and Bronsted acid, tin catalyst, platinum class are urged
One kind in agent.
Further technical scheme is that described base polymer A is the polydimethylsiloxane for holding sense：R1-
[(CH3)2SiO]a-Si-R1, wherein, R1For-OH ,-H ,-CH=CH2In one kind, viscosity be 5000～100000mPa s.
Further technical scheme is that described end-capping reagent B is the one kind in following structure：
[(CH3)3SiO1/2]d[(CH3O)3SiO1/2]e[SiO4/2]g, wherein d, e are arbitrary proportion, (d+e)：G=0.5～
2.0：1；
[(CH3)3SiO1/2]d[(CH3O)3SiO1/2]e[(H)(CH3)2SiO1/2]f[SiO4/2]g, wherein d, e, f are arbitrarily ratio
Example, (d+e+f)：G=0.5～2.0：1；
[(CH3)3SiO1/2]d[(CH3O)3SiO1/2]e[(CH2=CH) (CH3)2SiO1/2]f[SiO4/2]g, d, e, f are any
Ratio, (d+e+f)：G=0.5～2.0：1；
The viscosity of described end-capping reagent B is 100～1000mPa s.
Further technical scheme is, described catalyst is selected from acetic acid, hydrochloric acid, sulphuric acid, sodium hydroxide, potassium hydroxide,
Tetramethylammonium hydroxide, dibutyl tin acetate, dibutyl tin dilaurate, chloroplatinic acid, the methyl vinyl silicone network of platinum
Compound, the one kind in the complex of the diethyl phthalate of platinum.Preferably described catalyst is selected from acetic acid, tetramethyl
Ammonium hydroxide, dibutyl tin dilaurate, the methyl vinyl silicone complex of platinum.
Further technical scheme is, described base polymer A, end-capping reagent B, catalyst C obtain mass ratio for 100：0.1
～15：0.01～1.
Further technical scheme is base polymer A, end-capping reagent B, catalyst C to be added in reactor, be passed through nitrogen
After displacement 2～4 times, 10～30min is stirred under nitrogen protection, be warming up to 20～150 DEG C of 0.5～24h of reaction, obtain described
More alkoxy end-capped polysiloxanes.
Present invention also offers many alkoxyls that the preparation method of described how alkoxy end-capped polysiloxanes is prepared
Terminated polysiloxane.
Below to the present invention to further explanation and explanation.
Polysiloxanes of the preparation method of the present invention using the multifunctional alkoxyl silicone resin of macromole with end sense react,
On the basis of lower alkoxy silane is removed without the need for additional step in preparation process, and a kind of alkoxy silane can be obtained wave
The low how alkoxy end-capped polysiloxanes of stimulating food.
Base polymer A has the structure of formula I：
Wherein：R1For-OH ,-H or-CH=CH2One kind in group；
a：b：C=1：0～0.5：0～0.5；
The viscosity of base polymer A is 1000～500000mPa s, if viscosity is less than 1000mPa s, endgroup content
It is too high, it is impossible to which that end-blocking is complete；If viscosity is more than 500000mPa s, viscosity is too big, and operability is very poor.Preferably, institute
The viscosity stated is 5000～100000mPa s.
In a preferred embodiment of the invention, described base polymer A is the polydimethylsiloxane for holding sense：R1-
[(CH3)2SiO]a-Si-R1, wherein, R1For-OH ,-H ,-CH=CH2In one kind, viscosity be 5000～100000mPa s.
End-capping reagent B has the structure of formula II：
[(CH3)3SiO1/2]d[(R2)3SiO1/2]e[(R3)(CH3)2SiO1/2]f[SiO4/2]g, formula II
Wherein：
R2For-OR4Group；
R3For-H ,-OR4,-CH=CH2In one or more；
R4For-CH3,-CH2CH3, one or more in-Ph；
D, e, f are arbitrary proportion, (d+e+f)：G=0.5～2.0：1；
Viscosity size is 50～2000mPa s.Preferably, viscosity is 100～1000mPa s.
Base polymer A, end-capping reagent B, catalyst C obtain mass ratio for 100：0.1～15：0.01～1.Base polymer A
Mass ratio with end-capping reagent B is 100：0.1～15, if the mass parts of end-capping reagent B are little during the base polymer A of every 100 mass parts
In 0.1, then cannot block completely；If the mass parts of end-capping reagent B are more than 15 during the base polymer A of every 100 mass parts, waste
It is too big, it is impossible to reach higher economy.Preferably, base polymer A, end-capping reagent B, catalyst C obtain mass ratio for 100：6
～15：0.01～1.
In preparation method, nitrogen displacement 2～4 times is passed through, its objective is to protect end-capping reagent not to be hydrolyzed.Before the reaction,
Nitrogen 2～4 times need to be passed through, and be being reacted after stirring under nitrogen protection, purpose of its operation makes viscosity larger
Base polymer is stirred with the less end-capping reagent of viscosity and catalyst.It is warming up to 20～150 DEG C to be reacted after stirring.
The present invention compared with prior art, with following beneficial effect：
1) volatility alkoxy silane ＜ 100ppm in the how alkoxyl silicone terminated polysiloxanes for preparing, it is right to can be used to preparing
The sensitive field of small molecule silane is (such as：The bonding of optical glass part, electronic apparatus encapsulation etc.) it is dealcoholized type room temperature vulcanized
Silicone rubber.
2) viscosity B coefficent is little under nitrogen protection for the how alkoxyl silicone terminated polysiloxanes for preparing.
3) whole course of reaction process is simple, easily controllable, easy to operate, energy consumption are little.
4) on the basis of in preparation method of the invention without the need for additionally removing lower alkoxy silane, and one can be obtained
Plant the low how alkoxy end-capped polysiloxanes of alkoxy silane volatile matter.
Specific embodiment
With reference to embodiments of the invention, the invention will be further elaborated.
The performance test of how alkoxyl silicone terminated polysiloxanes prepared by embodiments of the invention and comparative example：
1st, the viscosity of polysiloxanes is tested according to GB/T10247-2008
2nd, according to quick tiron method test end-blocking effect
3rd, according to method B test volatile material total amount in QB/T 2728-2005
Embodiment 1：
In room temperature and nitrogen under room temperature and nitrogen gas protection, in reactor, viscosity at 25 DEG C of 100 mass parts is added
The base polymer A of 20000mPa s, its R1=-OH, a：b：C=1：0：0.Add viscosity 500mPa at 25 DEG C of 8 mass parts
The end-capping reagent B of s, its d：e：f：G=1：0.3：0：1, R2=-OCH3.After adding 0.15 mass parts acetic acid C.Nitrogen displacement three times,
20min is stirred under nitrogen protection, is warming up to 80 DEG C of reaction 8h, is checked end-blocking situation with quick tiron chemical method, without viscous
Degree peak and thickening behavior.Test volatile material total amount is 36ppm.The viscosity of much alkoxyl silicone terminated polysiloxanes be
23800mPa.s, nitrogen protection down put 6 months, and viscosity is 24400mPa.s.
Embodiment 2：
Under room temperature and nitrogen gas protection, in reactor, viscosity 80000mPa s at 25 DEG C of 100 mass parts is added
Base polymer A, its R1=-OH, a：b：C=1：0.2：0.Add the end-blocking of viscosity 1000mPa s at 25 DEG C of 6 mass parts
Agent B, its d：e：f：G=1：0.5：0.1：1.5, R2=-OCH3, R3=-CH=CH2.Add 0.05 mass parts tetramethyl hydroxide
After ammonium C.Nitrogen displacement three times, stirs 30min under nitrogen protection, is warming up to 60 DEG C of reaction 2h, then heats to 150 DEG C of reactions
1h, checks end-blocking situation with quick tiron chemical method, without viscosity peak and thickening behavior.Testing volatile material total amount is
48ppm.Much alkoxyl silicone terminated polysiloxanes viscosity be 86800mPa.s, after nitrogen protection down puts 1 year, viscosity
For 88200mPa.s.
Embodiment 3：
Under room temperature and nitrogen gas protection, in reactor, viscosity 8000mPa s at 25 DEG C of 100 mass parts is added
Base polymer A, its R1=-H, a：b：C=1：0：0.2.Add the B of viscosity 1000mPa s at 25 DEG C of 10 mass parts, its d：
e：f：G=1：0.3：0.1：1.2, R2=-OCH3, R3=-CH=CH2.After adding 0.10 mass parts chloroplatinic acid.Nitrogen displacement three
It is secondary, 10min is stirred under nitrogen protection, is warming up to 120 DEG C of reaction 8h, is checked end-blocking situation with quick tiron chemical method,
Without viscosity peak and thickening behavior.Test volatile material total amount is 96ppm.Much alkoxyl silicone terminated polysiloxanes
Viscosity is 8500mPa.s, and after nitrogen protection down puts 1 year, viscosity is 8700mPa.s.
Embodiment 4：
Under room temperature and nitrogen gas protection, in reactor, viscosity 16500mPa s at 25 DEG C of 100 mass parts is added
Base polymer A, its R1=-CH=CH2, a：b：C=1：0：0.Add the envelope of viscosity 2000mPa s at 25 DEG C of 7 mass parts
End agent B, its R2=-OCH3, R3=-H, d：e：f：G=1：0.5：0.2：1.6.Add the methyl ethylene silicon of 0.10 mass parts platinum
After oxygen alkane complex.Nitrogen displacement three times, stirs 20min under nitrogen protection, is warming up to 140 DEG C of reaction 6h, is tried with quick titanium
Agent chemical method checks end-blocking situation, without viscosity peak and thickening behavior.Test volatile material total amount is 76ppm.Institute is much
The viscosity of alkoxyl silicone terminated polysiloxanes is 18500mPa.s, and after nitrogen protection down puts 1 year, viscosity is
18300mPa.s。
Comparative example 1：
Under room temperature and nitrogen gas protection, in reactor, viscosity 80000mPa s at 25 DEG C of 100 mass parts is added
A, its R1=-OH, a：b：C=1：0.2：0.Add 6 mass parts MTMSs.Add 0.05 mass parts tetramethyl
After ammonium hydroxide.Nitrogen displacement three times, stirs 30min under nitrogen protection, is warming up to 60 DEG C of reaction 2h, then heats to 150
DEG C reaction 1h, with quick tiron chemical method check end-blocking situation, without viscosity peak and thickening behavior.Test volatile material
Total amount is 3264ppm.The viscosity of much alkoxyl silicone terminated polysiloxanes be 86800mPa.s, nitrogen protection down puts 1
Nian Hou, viscosity are 98200mPa.s.
Comparative example 2：
Under room temperature and nitrogen gas protection, in reactor, viscosity 8000mPa s at 25 DEG C of 100 mass parts is added
A, its R1=-H, a：b：C=1：0：0.2.Add 8 mass parts vinyltrimethoxy silanes.Add 0.10 mass parts chloroplatinic acid
Afterwards.Nitrogen displacement three times, stirs 15min under nitrogen protection, is warming up to 120 DEG C of reaction 8h, with quick tiron chemical method
Inspection end-blocking situation, without viscosity peak and thickening behavior.Test volatile material total amount is 2343ppm.Institute's much alkoxyl silicone
The viscosity of the polysiloxanes of end-blocking is 8500mPa.s, and after nitrogen protection down puts 6 months, viscosity is 10700mPa.s.
Although reference be made herein to invention has been described for explanatory embodiment of the invention, and above-described embodiment is only this
Bright preferably embodiment, embodiments of the present invention are simultaneously not restricted to the described embodiments, it should be appreciated that people in the art
Member can be designed that a lot of other modifications and embodiment, and these modifications and embodiment will fall in principle disclosed in the present application
Within scope and spirit.
Claims (9)
1. a kind of preparation method of how alkoxy end-capped polysiloxanes, it is characterised in that base polymer A and end-capping reagent B is in catalysis
End capping reaction is carried out under the catalytic action of agent C；
Described base polymer A has the structure of formula I：
Wherein：R1For-OH ,-H or-CH=CH2One kind in group；
a：b：C=1：0～0.5：0～0.5；
Viscosity size is 1000～500000mPa s；
Described end-capping reagent has the structure of formula II：
[(CH3)3SiO1/2]d[(R2)3SiO1/2]e[(R3)(CH3)2SiO1/2]f[SiO4/2]g, formula II
Wherein：
R2For-OR4Group；
R3For-H ,-OR4,-CH=CH2In one or more；
R4For-CH3,-CH2CH3, one or more in-Ph；
D, e, f are arbitrary proportion, (d+e+f)：G=0.5～2.0：1；
Viscosity size is 50～2000mPa s.
2. the preparation method of how alkoxy end-capped polysiloxanes according to claim 1, it is characterised in that described urges
Agent C is selected from emprotid, Bronsted acid, tin catalyst, the one kind in platinum-type catalyst.
3. the preparation method of how alkoxy end-capped polysiloxanes according to claim 1, it is characterised in that described basis
Polymer A is to hold the polydimethylsiloxane of sense：R1-[(CH3)2SiO]a-Si-R1, wherein, R1For-OH ,-H ,-CH=CH2
In one kind, viscosity be 5000～100000mPa s.
4. the preparation method of how alkoxy end-capped polysiloxanes according to claim 1, it is characterised in that described end-blocking
Agent B is the one kind in following structure：
[(CH3)3SiO1/2]d[(CH3O)3SiO1/2]e[SiO4/2]g, wherein d, e are arbitrary proportion, (d+e)：G=0.5～2.0：1；
[(CH3)3SiO1/2]d[(CH3O)3SiO1/2]e[(H)(CH3)2SiO1/2]f[SiO4/2]g, wherein d, e, f are arbitrary proportion, (d
+e+f)：G=0.5～2.0：1；
[(CH3)3SiO1/2]d[(CH3O)3SiO1/2]e[(CH2=CH) (CH3)2SiO1/2]f[SiO4/2]g, d, e, f are arbitrary proportion,
(d+e+f)：G=0.5～2.0：1；
The viscosity of described end-capping reagent B is 100～1000mPa s.
5. the preparation method of how alkoxy end-capped polysiloxanes according to claim 2, it is characterised in that described catalysis
Agent is selected from acetic acid, hydrochloric acid, sulphuric acid, sodium hydroxide, potassium hydroxide, Tetramethylammonium hydroxide, dibutyl tin acetate, dibutyl two
Tin laurate, chloroplatinic acid, the methyl vinyl silicone complex of platinum, in the complex of the diethyl phthalate of platinum
Kind.
6. the preparation method of how alkoxy end-capped polysiloxanes according to claim 5, it is characterised in that described catalysis
Agent is selected from acetic acid, Tetramethylammonium hydroxide, dibutyl tin dilaurate, the methyl vinyl silicone complex of platinum.
7. the preparation method of how alkoxy end-capped polysiloxanes according to claim 1, it is characterised in that described basis
Polymer A, end-capping reagent B, catalyst C obtain mass ratio for 100：0.1～15：0.01～1.
8. the preparation method of how alkoxy end-capped polysiloxanes according to claim 1, it is characterised in that by base polymer
During thing A, end-capping reagent B, catalyst C add reactor, after being passed through nitrogen displacement 2～4 times, under nitrogen protection stirring 10～
30min, is warming up to 20～150 DEG C of 0.5～24h of reaction, obtains described how alkoxy end-capped polysiloxanes.
9. a kind of preparation method of the how alkoxy end-capped polysiloxanes according to any one of claim 1-8 is prepared
More alkoxy end-capped polysiloxanes.
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| CN109354687A (en) * | 2018-09-26 | 2019-02-19 | 仲恺农业工程学院 | Alkoxy-terminated polysiloxane, preparation method and application |
| CN109593510A (en) * | 2018-12-17 | 2019-04-09 | 杭州之江新材料有限公司 | Alkoxy end-capped organosilicon polymer, preparation method and single-component de-alcoholized organosilicon sealant |
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| CN110878142A (en) * | 2019-11-29 | 2020-03-13 | 湖北新蓝天新材料股份有限公司 | Synthesis method of alkoxy-terminated polysiloxane and alkoxy-terminated polysiloxane |
| CN111333843A (en) * | 2020-03-31 | 2020-06-26 | 橙天新材料(广州)有限公司 | Preparation method of alkoxy-terminated polysiloxane |
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