CN101423529A - Method for manufacturing phenoxy trimethyl silicone hydride compounds - Google Patents
Method for manufacturing phenoxy trimethyl silicone hydride compounds Download PDFInfo
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- CN101423529A CN101423529A CNA2007101346435A CN200710134643A CN101423529A CN 101423529 A CN101423529 A CN 101423529A CN A2007101346435 A CNA2007101346435 A CN A2007101346435A CN 200710134643 A CN200710134643 A CN 200710134643A CN 101423529 A CN101423529 A CN 101423529A
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Abstract
The invention discloses a production method for a phenoxyl trimethyl monosilane compound. The method is characterized in that a phenol compound and a hexaalkyl disilazane compound are taken as raw materials and have a reaction under the catalysis of an ion exchange resin; and finally the product can be obtained through the flash evaporation the filtrated reaction liquor. The method has the advantages of relatively simple process, high conversion rate, good selectivity, higher production rate, and stable quality for the obtained product, together with the product purity above 99.5 percent.
Description
Technical field
The present invention relates to a kind of manufacture method of phenoxy trimethyl silicone hydride compounds.
Background technology
The present invention relates to the manufacture method of the phenoxy trimethyl silicone hydride compounds of general formula (I):
Wherein R represents hydrogen or linearity or ramose C
1～C
10Alkyl.
Because the phenoxy trimethyl silicone hydride compounds of general formula (I) has the special molecular structure of silyl, thereby both can be applicable to resin, compare with the resin that does not use this silane and to have better resistance to hydrolysis, antioxidative stabilizer, alkali resistance and thermostability, used after this silane resin and have also that lovely luster, Bao Seli are strong, heatproof and quick-drying advantage.
At present, also do not have to find have pertinent literature to report the manufacture method of the phenoxy trimethyl silicone hydride compounds of general formula of the present invention (I).
Summary of the invention
Technical problem to be solved by this invention is: the manufacture method that the phenoxy trimethyl silicone hydride compounds of a kind of general formula (I) will be provided.
For solving the problems of the technologies described above, the technical solution used in the present invention is: as the manufacture method of the phenoxy trimethyl silicone hydride compounds of following general formula (I):
It is characterized in that: it is that six alkyl disilazane compounds with the oxybenzene compound of general formula (II) and general formula (III) are raw material prepared in reaction under the catalysis of ion exchange resin,
In the following formula: R represents hydrogen or linearity or ramose C
1～C
10Alkyl; R
1, R
2And R
3Represent linearity or ramose C independently of one another
1～C
10Alkyl.
Comprise the steps:
(1) oxybenzene compound and the ion exchange resin with general formula (II) drops in the reactor;
(2) drip six alkyl disilazane compounds of general formula (III) in reactor, along with the carrying out of reaction, have ammonia gas as byproduct and generate, temperature is controlled at 10 ℃～100 ℃ during dropping, and the still internal pressure is controlled at 0～0.2Mpa;
(3) drip to finish after, 10 ℃～150 ℃ insulation reaction 4～6 hours, the still internal pressure was controlled at 0～0.2Mpa during insulation;
(4) etc. after reaction finishes, the ion exchange resin in the reaction solution is filtered out, then reaction solution is carried out rectifying, just can obtain required product.
Above-mentioned entire reaction course can preferably be carried out under the protection of rare gas element.
The purity of the phenol compound of above-mentioned general formula (II) is 80-100%, more preferably purity greater than 95%, water content is less than 3000PPm.
The purity of six alkyl disilazane compounds of above-mentioned general formula (III) is 70%～100%, and more preferably purity is greater than 95%.
The mole proportioning of raw material is in reaction process: general formula (II) compound: general formula (III) compound=1: 0.5～0.7.If general formula (III) compound is higher than above-mentioned mol ratio, can cause general formula (III) compound excessive a lot, cause waste, uneconomical on the economic benefit, if general formula (III) compound is lower than above-mentioned mol ratio, then can't guarantee reaction conversion ratio.
The catalyzer that uses in the reaction process is storng-acid cation exchange resin; Catalyst consumption is 0.1～20% of a raw material total mass, more preferably 0.5～3%.
Use Zeo-karb to be catalyzer, catalyzer is easy to separate with reaction solution, and catalyzer can also use repeatedly, and its reaction solution only need carry out flash distillation just can obtain the product of purity more than 99.5%.
In reaction process, temperature preferably is controlled at 70 ℃～80 ℃.Because: when dripping six alkyl disilazane compounds of general formula (III), if temperature is lower than 70 ℃, the product reaction is slower, reaction times prolongs, if temperature is higher than 80 ℃, the ammonia that six alkyl disilazane compounds of general formula (III) are generated is easily taken away, and causes loss of material.During insulation, also preferred 70-80 ℃ of its temperature, if temperature is lower than 70 ℃, the product reaction is slower, the reaction times prolongs, if temperature is higher than 80 ℃, product is found to decompose easily, causes the content of product in the reaction solution to descend.
Because this reaction has ammonia to generate, therefore need control the pressure in the reaction vessel, the ammonia amount owing to generation during dropping is bigger, so its still internal pressure is controlled at 0～0.2Mpa, preferred pressure can not be greater than 0.2Mpa, so as not to equipment require too high.
Advantage of the present invention is: technology is simple relatively, the transformation efficiency height, and selectivity is good, and productivity is higher, the product purity height, the stay in grade that obtain.
Embodiment
The invention will be further described below by specific embodiment, but the present invention should not be subjected to any restriction of these embodiment.
Embodiment 1:
Prepare phenoxy trimethyl silicone alkane by phenol
In being housed, chuck adds 147g phenol in the reaction vessel of the heating of constant temperature turning oil, mechanical stirring, Dropping feeder, tail gas absorber, trim the top of column device, be warmed up to 80 ℃ then, drip the 140g hexamethyldisilazane, the ammonia that generates enters tail gas absorber through return channel, it in whole process pressure-fired, dropwise back insulation 6 hours, find to also have 60% not reaction of phenol, continue insulation 5 hours, also has 58% not reaction of phenol, to 120-130 ℃ of reaction 5 hours, phenol also had 50% not transform with temperature increase.Further time expand, the amount that increases hexamethyldisilazane and raising temperature of reaction all can not obviously improve the transformation efficiency of phenol.
If the present embodiment proof is not used catalyzer, temperature of reaction and speed of response are all undesirable.
Embodiment 2:
Prepare phenoxy trimethyl silicone alkane by phenol, entire reaction course is carried out under nitrogen protection.
Constant temperature turning oil heating in chuck is housed, mechanical stirring, Dropping feeder, tail gas absorber, add 147g phenol in the reaction vessel of trim the top of column device, be warmed up to 80 ℃ then, add the 3g strongly acidic cation-exchange as catalyzer, stir, drip the 140g hexamethyldisilazane then, the ammonia that generates enters tail gas absorber through return channel, it in whole process pressure-fired, dropwise the back 120-130 ℃ of reaction 5 hours, phenol conversion 100%, neutral but product is, after resin filter fallen, reaction solution is carried out flash distillation, and the product content that obtains is 99.5%, and the quality of product is 235g.
If the present embodiment proof uses exchange resin to be catalyzer, the reaction times shortens greatly, and temperature of reaction is low, and the product purity that obtains is very high.
Embodiment 3:
Prepare phenoxy trimethyl silicone alkane by p-methyl phenol.
Constant temperature turning oil heating in chuck is housed, mechanical stirring, Dropping feeder, tail gas absorber, add the 165g p-methyl phenol in the reaction vessel of trim the top of column device, be warmed up to 70-80 ℃ then, add the 3g strongly acidic cation-exchange as catalyzer, stir, drip the 140g hexamethyldisilazane then, the ammonia that generates enters tail gas absorber through return channel, it in whole process pressure-fired, dropwise the back 70-80 ℃ of reaction 5 hours, the p-methyl phenol transformation efficiency is 100%, after resin filter is fallen, reaction solution is carried out flash distillation, obtain the 241g finished product, purity 99.5%.
If the present embodiment proof uses exchange resin to be catalyzer, p-methyl phenol prepares the reaction of phenoxy trimethyl silicone alkane can carry out fully, and the yield of product and the quality of product are fine.
Claims (10)
1, the manufacture method of phenoxy trimethyl silicone hydride compounds, its structure such as general formula (I)
It is characterized in that: it is that six alkyl disilazane compounds with the oxybenzene compound of general formula (II) and general formula (III) are raw material prepared in reaction under the catalysis of ion exchange resin;
In the following formula: R represents hydrogen or linearity or ramose C
1～C
10Alkyl; R
1, R
2And R
3Represent linearity or ramose C independently of one another
1～C
10Alkyl.
Comprise the steps:
(1) oxybenzene compound and the ion exchange resin with general formula (II) drops in the reactor;
(2) drip six alkyl disilazane compounds of general formula (III) in reactor, along with the carrying out of reaction, have ammonia gas as byproduct and generate, temperature is controlled at 10 ℃～100 ℃ during dropping, and the still internal pressure is controlled at 0～0.2Mpa;
(3) drip to finish after, 10 ℃～150 ℃ insulation reaction 4～6 hours, the still internal pressure was controlled at 0～0.2Mpa during insulation;
(4) etc. after reaction finishes, the ion exchange resin in the reaction solution is filtered out, then reaction solution is carried out rectifying, just can obtain required product.
2, manufacture method according to claim 1 is characterized in that: entire reaction course is carried out under the protection of rare gas element.
3, manufacture method according to claim 1 is characterized in that: the purity of the phenol compound of described general formula (II) is 80-100%.
4, manufacture method according to claim 3 is characterized in that: the purity of the phenol compound of described general formula (II) is that its water content is less than 3000PPm greater than 95%.
5, manufacture method according to claim 1 is characterized in that: the purity of six alkyl disilazane compounds of described general formula (III) is 70%～100%.
6, manufacture method according to claim 5 is characterized in that: the purity of six alkyl disilazane compounds of described general formula (III) is greater than 95%.
7, manufacture method according to claim 1 is characterized in that: the mole proportioning of raw material is in the reaction process: general formula (II) compound: general formula (III) compound=1: 0.5～0.7.
8, according to the described manufacture method of arbitrary claim in the claim 1～7, it is characterized in that: the catalyzer that uses in the reaction process is storng-acid cation exchange resin; Catalyst consumption is 0.1～20% of a raw material total mass.
9, manufacture method according to claim 8 is characterized in that: catalyst consumption is 0.5～3% of a raw material total mass.
10, according to the described manufacture method of arbitrary claim in the claim 1～7, it is characterized in that: temperature is controlled at 70 ℃～80 ℃ in the reaction process.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2007101346435A CN101423529A (en) | 2007-11-02 | 2007-11-02 | Method for manufacturing phenoxy trimethyl silicone hydride compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2007101346435A CN101423529A (en) | 2007-11-02 | 2007-11-02 | Method for manufacturing phenoxy trimethyl silicone hydride compounds |
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| Publication Number | Publication Date |
|---|---|
| CN101423529A true CN101423529A (en) | 2009-05-06 |
Family
ID=40614432
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2007101346435A Pending CN101423529A (en) | 2007-11-02 | 2007-11-02 | Method for manufacturing phenoxy trimethyl silicone hydride compounds |
Country Status (1)
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|---|---|
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103265570A (en) * | 2013-05-13 | 2013-08-28 | 西南科技大学 | Phenoxylmethyl siloxane and preparation method thereof |
| CN114524839A (en) * | 2022-01-12 | 2022-05-24 | 湖北江瀚新材料股份有限公司 | Preparation method of stearyloxy trimethylsilane |
-
2007
- 2007-11-02 CN CNA2007101346435A patent/CN101423529A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103265570A (en) * | 2013-05-13 | 2013-08-28 | 西南科技大学 | Phenoxylmethyl siloxane and preparation method thereof |
| CN103265570B (en) * | 2013-05-13 | 2016-07-13 | 西南科技大学 | Phenoxymethyl disilane and preparation method thereof |
| CN114524839A (en) * | 2022-01-12 | 2022-05-24 | 湖北江瀚新材料股份有限公司 | Preparation method of stearyloxy trimethylsilane |
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Application publication date: 20090506 |