Preparation method of high-yield gamma-glycidyl ether oxypropyl trimethoxy silane

Abstract

The preparation method comprises the following steps: S1, adding an alcohol copolymer, acid anhydride and a solvent into a reaction container, stirring and reacting under a heating condition to obtain a modified alcohol copolymer, cooling, adding the solvent and chloroplatinic acid again, stirring at 50-100 DEG C for 2-10 hours, and cooling to obtain the modified alcohol copolymer; performing reduced pressure distillation to remove the solvent to obtain a catalyst; s2, adding allyl glycidyl ether, methanol, a catalyst and a co-catalyst into a reaction container, uniformly stirring, starting to heat, dropwise adding trimethoxyhydrosilane when the temperature reaches 48-52 DEG C, and reacting for a period of time after dropwise adding to obtain a crude product; and S3, transferring the crude product into distillation equipment, firstly carrying out atmospheric distillation to separate out a solvent methanol, then carrying out reduced pressure distillation to separate out front and rear fractions, and finally obtaining the product gamma-glycidoxypropyltrimethoxysilane. The preparation method provided by the invention has the advantages of lower cost, higher yield and the like.

Description

Technical Field

[0001] The invention relates to the technical field of organosilane preparation, and in particular to a method for preparing high-yield gamma-glycidyloxypropyltrimethoxysilane. Background Art

[0002] γ-Glycidyloxypropyltrimethoxysilane is a widely used silane coupling agent and is widely used in many fields. For example, in the field of composite materials, it can effectively improve the mechanical properties of composite materials such as carbon fiber resin-based composite materials and basalt fiber / epoxy resin composite materials. In the field of coatings, it can effectively improve the thermal storage stability and corrosion resistance of inorganic coatings. In the field of adhesives, it can effectively improve the tensile shear strength and bonding strength of adhesives.

[0003] Under the action of a catalyst, trimethoxysilane undergoes a hydrosilylation reaction with allyl glycidyl ether to generate γ-glycidyloxypropyltrimethoxysilane. The hydrosilylation reaction of olefins is one of the most important Si-C bond formation reactions in the silicone industry. Many silicon-based compounds containing different functional groups can be synthesized through the hydrosilylation reaction.

[0004] At present, it is known that many metal complexes can be used as effective catalysts in hydrosilylation reactions. Speier found that the conditions for the use of chloroplatinic acid are very wide, so the most commonly used catalyst in industry is Pt complex catalyst. However, Speier's catalyst has certain use defects, such as low yield, more by-products, high reaction temperature, high price, and is not conducive to industrial production. For example, Chinese patent CN1450069A discloses a method for preparing γ-(2,3-epoxypropoxy)propyltrimethoxysilane, using chloroplatinic acid as a catalyst, the reaction temperature is too high, reaching 160-180°C, and the yield is low at 72.91%. Chinese patent CN114773377A discloses a method for synthesizing γ-(2,3-epoxypropoxy)propyltrimethoxysilane, the reaction time is long, reaching more than 18h, the co-catalyst uses palladium, which is expensive, and the reaction yield is low, about 80%. Chinese patent CN200710053093.4 discloses a method for preparing a γ-(2,3-glycidyloxy)propyltrimethoxysilane combined catalyst, the catalyst preparation process is complicated, and the reaction temperature is high, reaching 90°C, which is higher than the boiling point of the solvent methanol, making the reaction dangerous. In order to overcome the above defects, it is necessary to develop a new catalyst to meet the production needs of γ-glycidyloxypropyltrimethoxysilane. Summary of the invention

[0005] The main purpose of the present invention is to provide a method for preparing γ-glycidyloxypropyltrimethoxysilane with high yield, aiming to solve the problems of high catalyst price, large number of by-products, high reaction temperature and danger in the existing process of preparing γ-glycidyloxypropyltrimethoxysilane.

[0006] To achieve the above object, the present invention provides a method for preparing γ-glycidyloxypropyltrimethoxysilane with high yield, comprising the following steps:

[0007] S1. Preparation of catalyst: adding alcohol copolymer, acid anhydride and solvent into a reaction vessel, stirring and reacting under heating conditions to obtain a modified alcohol copolymer, adding solvent and chloroplatinic acid again after cooling, stirring at 50-100° C. for 2-10 hours, and removing the solvent by reduced pressure distillation to obtain a catalyst;

[0008] S2, hydrosilylation reaction: add allyl glycidyl ether, methanol, catalyst and co-catalyst into a reaction container, stir evenly and then start heating. When the temperature reaches 48-52°C, add trimethoxysilane dropwise. After the addition is completed, react for a period of time to obtain a crude product.

[0009] S3, product distillation: the crude product is transferred to a distillation device, firstly subjected to atmospheric distillation to separate the solvent methanol, and then subjected to reduced pressure distillation to separate the front and rear fractions, and finally the product γ-glycidyloxypropyltrimethoxysilane is obtained.

[0010] Preferably, in step S1, the alcohol copolymer is polyethylene glycol or polypropylene glycol;

[0011] The acid anhydride includes any one of succinic anhydride, phthalic anhydride and maleic anhydride;

[0012] The solvent includes any one of toluene, acetonitrile, dichloromethane, acetone, tetrahydrofuran, and dimethyl sulfoxide.

[0013] Preferably, in step S1, the heating temperature is 50-100°C, and the stirring time is 2-10 hours.

[0014] Preferably, in step S1, the content of platinum in the catalyst is 1000-5000 ppm.

[0015] Preferably, in step S2, the mass ratio of allyl glycidyl ether to trimethoxysilane is 1:(0.9-1.1).

[0016] Preferably, in step S2, the content of methanol in the whole reaction system is 5% to 20%, the content of platinum in the catalyst is 5 to 10 ppm in the reaction system, and the content of the co-catalyst in the whole reaction system is 2-5‰.

[0017] Preferably, in step S2, the co-catalyst includes any one of toluene, acetonitrile, dichloromethane, acetone, tetrahydrofuran, and dimethyl sulfoxide.

[0018] Preferably, in step S2, the reaction time is 1 to 3 hours.

[0019] Preferably, trimethoxyhydrogensilane is added dropwise using a peristaltic pump, and the pumping speed of the peristaltic pump is 2-8 g / min.

[0020] Preferably, in step S2, the solvent methanol separated by distillation is recycled as the solvent for the next hydrosilylation reaction.

[0021] Preferably, in step S2, gas chromatography is used to detect and analyze the crude product, and the test conditions are shown in the following table.

[0022]

[0023] Preferably, in step S3, the content of the product γ-glycidyloxypropyltrimethoxysilane is higher than 98%, and the yield is 90-95%. The front and back fractions are mainly allyl glycidyl ether and its isomers.

[0024] Compared with the prior art, the beneficial effects of the present invention are:

[0025] (1) The method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane provided by the present invention uses allyl glycidyl ether and trimethoxyhydrogensilane as reaction raw materials, methanol as solvent, and prepares γ-glycidyloxypropyltrimethoxysilane at a certain temperature by adding a catalyst and a co-catalyst.

[0026] (2) In the process of preparing the catalyst, by adding anhydride-modified polyethylene glycol / propylene glycol as a promoter, the catalytic activity and selectivity of the platinum catalyst in the preparation of γ-glycidyloxypropyltrimethoxysilane can be effectively improved, which has the advantages of lower cost and higher yield.

[0027] (3) During the hydrosilylation reaction, the co-catalyst added to the reaction system works synergistically with the main catalyst, thereby lowering the reaction temperature and making the reaction milder.

[0028] (4) The present invention can effectively reduce the content of allyl glycidyl ether isomers and the content of γ-glycidyl ether oxypropyl trimethoxysilane isomers, thereby improving the yield of γ-glycidyl ether oxypropyl trimethoxysilane, and higher purity γ-glycidyl ether oxypropyl trimethoxysilane can be obtained by distillation; compared with the traditional process, the preparation process provided by the present invention has a significantly reduced content of the precious metal catalyst Pt used, a greatly increased yield, a significantly improved yield content, a milder reaction temperature, and can be more efficiently and cost-effectively applied to industrial production. BRIEF DESCRIPTION OF THE DRAWINGS

[0029] In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings required for use in the embodiments or the description of the prior art will be briefly introduced below. Obviously, the drawings described below are only some embodiments of the present invention. For ordinary technicians in this field, other related drawings can be obtained based on these drawings without paying creative work.

[0030] Figure 1 is a gas chromatogram of the crude product in Example 1 of the present invention;

[0031] Figure 2 This is the infrared spectrum of the product after distillation in Example 1 of the present invention.

[0032] The realization of the purpose, functional features and advantages of the present invention will be further explained in conjunction with embodiments and with reference to the accompanying drawings. DETAILED DESCRIPTION

[0033] To make the purpose, technical scheme and advantages of the embodiment of the present invention clearer, the technical scheme in the embodiment of the present invention will be clearly and completely described below. If the specific conditions are not specified in the embodiment, it is carried out according to the normal conditions or the conditions recommended by the manufacturer. If the manufacturer is not specified in the reagents or instruments used, they are all conventional products that can be purchased commercially. In addition, the technical schemes between the various embodiments can be combined with each other, but must be based on the ability of ordinary technicians in the field to achieve. When the combination of technical solutions is contradictory or cannot be achieved, it should be considered that the combination of such technical solutions does not exist, and is not within the scope of protection required by the present invention. Based on the embodiments in the present invention, all other embodiments obtained by ordinary technicians in the field without making creative work belong to the scope of protection of the present invention.

[0034] The technical solution of the present invention is further described in detail below in conjunction with specific embodiments and drawings. It should be understood that the following embodiments are only used to explain the present invention and are not used to limit the present invention.

[0035] Example 1 A method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane

[0036] (1) Add 100 g of polyethylene glycol 2000 and 500 mL of toluene to a three-necked flask with heating, stirring and condensing, stir evenly, then add 10.8 g of maleic anhydride, N 2 The temperature was raised to 80°C under protection, and the toluene was removed under negative pressure after being kept warm for 5 hours. The toluene can be recycled. After the toluene was removed, 500 mL of tetrahydrofuran was added, and 1 g of chloroplatinic acid was added after being stirred evenly. The temperature was raised to 60°C, and the tetrahydrofuran was removed under negative pressure after being kept warm for 6 hours. The tetrahydrofuran can be recycled to obtain a polyethylene glycol-supported Pt catalyst, in which the Pt content was 1250 ppm.

[0037] (2) 300 g of allyl glycidyl ether was added to a 2000 mL three-necked flask with heating, stirring and condensing, and 60 g of methanol, 2 g of dimethyl sulfoxide and 2 g of catalyst were added in sequence. After stirring evenly, the temperature was raised to 50° C. in a water bath. 300 g of trimethoxyhydrosilane was dripped into the three-necked flask using a peristaltic pump within 1 h. After the dripping was completed, the mixture was reacted for 2 h and cooled to room temperature to obtain a crude product. The crude product γ-glycidyloxypropyltrimethoxysilane was taken for gas chromatography analysis, wherein the content of γ-glycidyloxypropyltrimethoxysilane was 80.6%.

[0038] (3) The crude product after the addition reaction is completed is transferred to a distillation device, and the solvent methanol is separated by atmospheric distillation, and then the fore fraction and high boiling components are separated by reduced pressure distillation to obtain 500 g of γ-glycidyloxypropyltrimethoxysilane product, whose content is 98.9% and the product yield is 92%. The distilled methanol is recycled as the solvent for the addition reaction in the next pot.

[0039] Example 2 A method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane

[0040] (1) Add 100 g of polypropylene glycol 2000 and 500 mL of toluene to a three-necked flask with heating, stirring and condensing, stir evenly, then add 10.8 g of maleic anhydride, N 2 The temperature was raised to 80°C under protection, and the toluene was removed under negative pressure after being kept warm for 5 hours. The toluene can be recycled. After the toluene was removed, 500 mL of tetrahydrofuran was added and stirred evenly, and then 1 g of chloroplatinic acid was added. The temperature was raised to 60°C, and the tetrahydrofuran was removed under negative pressure after being kept warm for 6 hours. The tetrahydrofuran can be recycled to obtain a polypropylene glycol-supported Pt catalyst, in which the Pt content was 1250 ppm.

[0041] (2) 300 g of allyl glycidyl ether was added to a 2000 mL three-necked flask with heating, stirring and condensing, and 60 g of methanol, 2 g of dimethyl sulfoxide and 2 g of catalyst were added in sequence. After stirring evenly, the temperature was raised to 50° C. in a water bath. 300 g of trimethoxyhydrosilane was dripped into the three-necked flask using a peristaltic pump within 1 hour. After the dripping was completed, the mixture was reacted for 2 hours and cooled to room temperature to obtain a crude product. The crude product γ-glycidyloxypropyltrimethoxysilane was taken for gas chromatography analysis, wherein the content of γ-glycidyloxypropyltrimethoxysilane was 84.1%.

[0042] (3) The crude product after the addition reaction is completed is transferred to a distillation device, and the solvent methanol is separated by atmospheric distillation, and then the fore fraction and high boiling components are separated by reduced pressure distillation to obtain 506 g of γ-glycidyloxypropyltrimethoxysilane product, whose content is 99.0% and the product yield is 93%. The distilled methanol is recycled as the solvent for the addition reaction.

[0043] Example 3 A method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane

[0044] (1) Add 100 g of polyethylene glycol 2000 and 500 mL of toluene to a three-necked flask with heating, stirring and condensing, stir evenly, then add 10.8 g of maleic anhydride, N 2 The temperature was raised to 80°C under protection, and the toluene was removed under negative pressure after being kept warm for 5 hours. The toluene can be recycled. After the toluene was removed, 500 mL of acetonitrile was added, and after stirring evenly, 1 g of chloroplatinic acid was added. The temperature was raised to 60°C, and the acetonitrile was removed under negative pressure after being kept warm for 6 hours. The acetonitrile can be recycled to obtain a polyethylene glycol-supported Pt catalyst, in which the Pt content was 1250 ppm.

[0045] (2) 300 g of allyl glycidyl ether was added to a 2000 mL three-necked flask with heating, stirring and condensing, and 60 g of methanol, 2 g of dimethyl sulfoxide and 2 g of catalyst were added in sequence. After stirring evenly, the temperature was raised to 50° C. in a water bath. 300 g of trimethoxyhydrosilane was dripped into the three-necked flask using a peristaltic pump within 1 h. After the dripping was completed, the mixture was reacted for 2 h and cooled to room temperature to obtain a crude product. The crude product γ-glycidyloxypropyltrimethoxysilane was taken for gas chromatography analysis, wherein the content of γ-glycidyloxypropyltrimethoxysilane was 81.2%.

[0046] (3) The crude product after the addition reaction is completed is transferred to a distillation device, and the solvent methanol is separated by atmospheric distillation, and then the fore fraction and high boiling components are separated by reduced pressure distillation to obtain 502 g of γ-glycidyloxypropyltrimethoxysilane product, whose content is 98.6% and the product yield is 92%. The distilled methanol is recycled as the solvent for the addition reaction.

[0047] Example 4 A method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane

[0048] (1) Add 100g of polypropylene glycol 2000 and 500mL of toluene to a three-necked flask with heating, stirring and condensing, stir evenly, add 10.8g of maleic anhydride, heat to 80°C under N2 protection, keep warm for 5h, remove toluene under negative pressure, and the toluene can be recycled. After removing toluene, add 500mL of acetonitrile, stir evenly, add 1g of chloroplatinic acid, heat to 60°C, keep warm for 6h, remove acetonitrile under negative pressure, and the acetonitrile can be recycled to obtain a polypropylene glycol-supported Pt catalyst, wherein the Pt content is 1250ppm.

[0049] (2) Add 300g of allyl glycidyl ether to a 2000mL three-necked flask with heating, stirring and condensing, and add 60g of methanol, 2g of dimethyl sulfoxide and 2g of catalyst in sequence. After stirring evenly, heat the mixture to 50°C in a water bath. Use a peristaltic pump to drop 330g of trimethoxyhydrosilane into the three-necked flask within 1h. After the addition is complete, react for 1h and cool to room temperature. Take the crude product γ-glycidyloxypropyltrimethoxysilane for gas chromatography analysis, where the content of γ-glycidyloxypropyltrimethoxysilane is 85.7%.

[0050] (3) The crude product after the addition reaction is completed is transferred to a distillation device, and the solvent methanol is separated by atmospheric distillation, and then the fore fraction and high boiling components are separated by reduced pressure distillation to obtain 512 g of γ-glycidyloxypropyltrimethoxysilane product, whose content is 99.1% and the product yield is 94%. The distilled methanol is recycled as the solvent for the addition reaction.

[0051] Example 5 A method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane

[0052] (1) Add 100 g of polyethylene glycol 2000 and 500 mL of toluene to a three-necked flask with heating, stirring and condensing, stir evenly, then add 10.8 g of maleic anhydride, N 2 The temperature was raised to 80°C under protection, and the toluene was removed under negative pressure after being kept warm for 5 hours. The toluene can be recycled. After the toluene was removed, 500 mL of tetrahydrofuran was added, and 1 g of chloroplatinic acid was added after being stirred evenly. The temperature was raised to 60°C, and the tetrahydrofuran was removed under negative pressure after being kept warm for 6 hours. The tetrahydrofuran can be recycled to obtain a polyethylene glycol-supported Pt catalyst, in which the Pt content was 1250 ppm.

[0053] (2) Add 300g of allyl glycidyl ether to a 2000mL three-necked flask with heating, stirring and condensing, and add 60g of methanol, 2g of acetone and 2g of catalyst in sequence. After stirring evenly, heat the mixture to 50°C in a water bath. Use a peristaltic pump to drop 300g of trimethoxyhydrosilane into the three-necked flask within 1h. After the addition is complete, react for 2h and cool to room temperature. Take the crude product γ-glycidyloxypropyltrimethoxysilane for gas chromatography analysis, where the content of γ-glycidyloxypropyltrimethoxysilane is 80.6%.

[0054] (3) The crude product after the addition reaction is completed is transferred to a distillation device, and the solvent methanol is separated by atmospheric distillation, and then the fore fraction and high boiling components are separated by reduced pressure distillation to obtain 491g of γ-glycidyloxypropyltrimethoxysilane product, whose content is 98.5% and the product yield is 90%. The distilled methanol is recycled as the solvent for the addition reaction.

[0055] Example 6 A method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane

[0056] (1) Add 100 g of polypropylene glycol 2000 and 500 mL of toluene to a three-necked flask with heating, stirring and condensing, stir evenly, then add 10.8 g of maleic anhydride, N 2 The temperature was raised to 80°C under protection, and the toluene was removed under negative pressure after being kept warm for 5 hours. The toluene can be recycled. After the toluene was removed, 500 mL of tetrahydrofuran was added and stirred evenly, and then 1 g of chloroplatinic acid was added. The temperature was raised to 60°C, and the tetrahydrofuran was removed under negative pressure after being kept warm for 6 hours. The tetrahydrofuran can be recycled to obtain a polypropylene glycol-supported Pt catalyst, in which the Pt content was 1250 ppm.

[0057] (2) Add 300g of allyl glycidyl ether to a 2000mL three-necked flask with heating, stirring and condensing, and add 60g of methanol, 2g of acetone and 2g of catalyst in sequence. After stirring evenly, heat the mixture to 50°C in a water bath. Use a peristaltic pump to drop 300g of trimethoxyhydrosilane into the three-necked flask within 1h. After the addition is complete, react for 2h and cool to room temperature. Take the crude product γ-glycidyloxypropyltrimethoxysilane for gas chromatography analysis, where the content of γ-glycidyloxypropyltrimethoxysilane is 80.6%.

[0058] (3) The crude product after the addition reaction is completed is transferred to a distillation device, and the solvent methanol is separated by atmospheric distillation, and then the fore fraction and high boiling components are separated by reduced pressure distillation to obtain 495 g of γ-glycidyloxypropyltrimethoxysilane product, whose content is 98.7% and the product yield is 91%. The distilled methanol is recycled as the solvent for the addition reaction.

[0059] Comparative Example 1

[0060] 300g of allyl glycidyl ether was added to a 2000mL three-necked flask with heating, stirring and condensing, and 60g of methanol, 2g of dimethyl sulfoxide and 2g of Speier catalyst were added in sequence. After stirring evenly, the temperature was raised to 50°C in a water bath. 330g of trimethoxyhydrosilane was dripped into the three-necked flask within 1 hour using a peristaltic pump. After the dripping was completed, the reaction was allowed to react for 1 hour and cooled to room temperature. The crude product γ-glycidyloxypropyltrimethoxysilane was taken for gas chromatography analysis, and the content of γ-glycidyloxypropyltrimethoxysilane was 67.8%.

[0061] Comparative Example 2

[0062] (1) Add 100 g of polyethylene glycol 2000 and 500 mL of toluene to a three-necked flask with heating, stirring and condensing, stir evenly, then add 10.8 g of maleic anhydride, N 2 The temperature was raised to 80°C under protection, and the toluene was removed under negative pressure after being kept warm for 5 hours. The toluene can be recycled. After the toluene was removed, 500 mL of tetrahydrofuran was added, and 1 g of chloroplatinic acid was added after being stirred evenly. The temperature was raised to 60°C, and the tetrahydrofuran was removed under negative pressure after being kept warm for 6 hours. The tetrahydrofuran can be recycled to obtain a polyethylene glycol-supported Pt catalyst, in which the Pt content was 1250 ppm.

[0063] (2) 300 g of allyl glycidyl ether was added to a 2000 mL three-necked flask with heating, stirring and condensing, and 60 g of methanol and 2 g of catalyst were added in sequence. After stirring evenly, the temperature was raised to 50° C. in a water bath. 300 g of trimethoxyhydrosilane was dripped into the three-necked flask using a peristaltic pump within 1 h. After the dripping was completed, the mixture was reacted for 2 h and cooled to room temperature to obtain a crude product. The crude product γ-glycidyloxypropyltrimethoxysilane was taken for gas chromatography analysis, wherein the content of γ-glycidyloxypropyltrimethoxysilane was 27.3%.

[0064] Comparative Example 3

[0065] (1) Add 100 g of polypropylene glycol 2000 and 500 mL of toluene to a three-necked flask with heating, stirring and condensing, stir evenly, then add 10.8 g of maleic anhydride, N 2 The temperature was raised to 80°C under protection, and the toluene was removed under negative pressure after being kept warm for 5 hours. The toluene can be recycled. After the toluene was removed, 500 mL of tetrahydrofuran was added and stirred evenly, and then 1 g of chloroplatinic acid was added. The temperature was raised to 60°C, and the tetrahydrofuran was removed under negative pressure after being kept warm for 6 hours. The tetrahydrofuran can be recycled to obtain a polypropylene glycol-supported Pt catalyst, in which the Pt content was 1250 ppm.

[0066] (2) 300 g of allyl glycidyl ether was added to a 2000 mL three-necked flask with heating, stirring and condensing, and 60 g of methanol and 2 g of catalyst were added in sequence. After stirring evenly, the temperature was raised to 50° C. in a water bath. 300 g of trimethoxyhydrosilane was dripped into the three-necked flask using a peristaltic pump within 1 h. After the dripping was completed, the mixture was reacted for 2 h and cooled to room temperature to obtain a crude product. The crude product γ-glycidyloxypropyltrimethoxysilane was taken for gas chromatography analysis, wherein the content of γ-glycidyloxypropyltrimethoxysilane was 25.7%.

[0067] Test methods and results

[0068] The crude product obtained in Example 1 was measured by gas chromatography to obtain Figure 1 ; The product obtained after distillation in Example 1 was measured using an infrared spectrometer to obtain Figure 2 .

[0069] exist Figure 1 Among them, the compound corresponding to 2.55min is methanol, the compound corresponding to 3.47min is trimethoxyhydrosilane, the compound corresponding to 4.59min is tetramethoxysilane, the compound corresponding to 5.81min is allyl glycidyl ether, the compounds corresponding to 5.92min and 6.16min are two isomers of allyl glycidyl ether, the compounds corresponding to 9.87min and 9.96min are two isomers of γ-glycidyloxypropyltrimethoxysilane, and the compound corresponding to 10.45min is γ-glycidyloxypropyltrimethoxysilane.

[0070] exist Figure 2 Medium, 821cm -1 The Si-C stretching vibration absorption peak is 1254 cm -1 CH 2 C—H stretching vibration absorption peaks, 1390, 1467, 2841, 2943 cm -1 CH 3 The C-H stretching vibration absorption peak is 1087 cm -1 Si—O—CH 3 The asymmetric stretching vibration absorption peak is 1194 cm -1 The center is the stretching vibration absorption peak of C—O—C.

[0071] In summary, the method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane provided by the present invention can effectively reduce the content of allyl glycidyl ether isomers and the content of γ-glycidyloxypropyltrimethoxysilane isomers, thereby improving the yield of γ-glycidyloxypropyltrimethoxysilane, and higher-purity γ-glycidyloxypropyltrimethoxysilane can be obtained by distillation; the content of the precious metal catalyst Pt used in the present invention is significantly reduced, the yield is greatly improved, the yield content is significantly improved, the reaction temperature is milder, and it can be applied to industrial production more efficiently and at a lower cost.

[0072] The above are only preferred embodiments of the present invention, and do not limit the patent scope of the present invention. For those skilled in the art, the present invention may have various changes and variations. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present invention shall be included in the patent protection scope of the present invention.

Claims

1. A method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane, characterized in that: The following steps are involved: S1. Preparation of catalyst: adding alcohol copolymer, acid anhydride and solvent into a reaction vessel, stirring and reacting under heating conditions to obtain a modified alcohol copolymer, adding solvent and chloroplatinic acid again after cooling, stirring at 50-100° C. for 2-10 hours, and removing the solvent by reduced pressure distillation to obtain a catalyst; S2, hydrosilylation reaction: add allyl glycidyl ether, methanol, catalyst and co-catalyst into a reaction vessel, stir evenly and then start heating. When the temperature reaches 48-52°C, drip trimethoxysilane. After the dripping is completed, react for a period of time to obtain a crude product. S3, product distillation: the crude product is transferred to a distillation device, firstly subjected to atmospheric distillation to separate the solvent methanol, and then subjected to reduced pressure distillation to separate the front and rear fractions, and finally the product γ-glycidyloxypropyltrimethoxysilane is obtained.

2. The method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane according to claim 1, characterized in that: In step S1, the alcohol copolymer is polyethylene glycol or polypropylene glycol; The acid anhydride includes any one of succinic anhydride, phthalic anhydride and maleic anhydride; The solvent includes any one of toluene, acetonitrile, dichloromethane, acetone, tetrahydrofuran, and dimethyl sulfoxide.

3. The method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane according to claim 1, characterized in that: In step S1, the heating temperature is 50-100°C, and the stirring time is 2-10 hours.

4. The method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane according to claim 1, characterized in that: In step S1, the content of platinum in the catalyst is 1000-5000 ppm.

5. The method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane according to claim 1, characterized in that: In step S2, the mass ratio of allyl glycidyl ether to trimethoxysilane is 1:(0.9-1.1).

6. The method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane according to claim 1, characterized in that: In step S2, the content of methanol in the whole reaction system is 5% to 20%, the content of platinum in the catalyst is 5 to 10 ppm in the reaction system, and the content of the promoter in the whole reaction system is 2-5‰.

7. The method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane according to claim 1, characterized in that: In step S2, the co-catalyst includes any one of toluene, acetonitrile, dichloromethane, acetone, tetrahydrofuran, and dimethyl sulfoxide.

8. The method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane according to claim 1, characterized in that: In step S2, the reaction time is 1 to 3 hours.

9. The method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane according to claim 1, characterized in that: In step S2, the solvent methanol separated by distillation is recycled as the solvent for the next hydrosilylation reaction.

10. The method for preparing high-yield γ-glycidyloxypropyltrimethoxysilane according to claim 1, characterized in that: In step S3, the content of the product γ-glycidyloxypropyltrimethoxysilane is higher than 98%, and the yield is 90-95%.

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