1067-53-4

Usage

Uses

Used in Adhesion Promotion:
Vinyl tris(2-methoxyethoxy) silane is used as an efficient adhesion promoter for various mineral-filled polymers, improving their mechanical and electrical properties, especially after exposure to moisture.
Used in Polymer Preparation:
It is used as a co-monomer for the preparation of different polymers, such as polyethylene or acrylics. These polymers exhibit enhanced adhesion to inorganic surfaces and can also be crosslinked with moisture.
Used in Filler Compatibility:
Vinyl tris(2-methoxyethoxy) silane is used to improve the compatibility of fillers with polymers, leading to better dispersibility, reduced melt viscosity, and easier processing of filled plastics.
Used in Surface Pre-treatment:
It is used for pre-treating glass, metals, or ceramic surfaces to improve the adhesion of coatings on these surfaces and enhance their corrosion resistance.
Used in Coatings Industry:
Vinyl tris(2-methoxyethoxy) silane is used as a coupling agent to enhance the adhesion and durability of coatings on various substrates, including metals, glass, and ceramics, by improving their resistance to environmental factors such as heat and moisture.
Used in Composites Industry:
In the composites industry, Vinyl tris(2-methoxyethoxy) silane is used as an adhesion promoter to improve the mechanical and electrical properties of composite materials, particularly when exposed to moisture, ensuring their reliability and performance in various applications.
Used in Electronics Industry:
Vinyl tris(2-methoxyethoxy) silane is used as a coupling agent in the electronics industry to enhance the adhesion of electronic components to their substrates, improving their mechanical stability and electrical performance, especially in harsh environmental conditions.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C11H24O6Si/c1-5-18(15-9-6-12-2,16-10-7-13-3)17-11-8-14-4/h5H,1,6-11H2,2-4H3

Synthetic route

(vinyl)trimethoxylsilane (2768-02-7) + 2-methoxy-ethanol (109-86-4) → tris(2-methoxy ethoxy)-vinyl silane (1067-53-4)

Conditions	Yield
With potassium aluminum sulfate at 70 - 80℃; for 2h; Reagent/catalyst;	99.5%

2-methoxy-ethanol (109-86-4) + trichlorovinylsilane (75-94-5) → tris(2-methoxy ethoxy)-vinyl silane (1067-53-4)

Conditions	Yield
byproducts: HCl; addn. of a small excess of CH3OCH2CH2OH to boiling (CH2CH)SiCl3; boiling til formation of HCl stops;;	46%

2-methoxy-ethanol (109-86-4) + Triethoxyvinylsilane (78-08-0) → tris(2-methoxy ethoxy)-vinyl silane (1067-53-4) + di(ethoxy)(2-methoxyethoxy)(vinyl)silane + ethoxydi[2-methoxyethoxy](vinyl)silane

Conditions	Yield
With CBV 780 at 110℃; for 0.0833333h; Microwave irradiation;

tris(2-methoxy ethoxy)-vinyl silane (1067-53-4) + para-iodoanisole (696-62-8) → 4-Methoxystyrene (637-69-4)

Conditions	Yield
With sodium hydroxide; 4-hydroxyacetophenone oxime-derived palladacycle In water for 3h; Hiyama reaction; Heating;	79%

tris(2-methoxy ethoxy)-vinyl silane (1067-53-4) + 1-Iodonaphthalene (90-14-2) → 1-vinylnaphthalene (826-74-4)

Conditions	Yield
With sodium hydroxide; 4-hydroxyacetophenone oxime-derived palladacycle In water at 120℃; for 0.166667h; Hiyama reaction; microwave irradiation;	73%

tris(2-methoxy ethoxy)-vinyl silane (1067-53-4) + para-bromoacetophenone (99-90-1) → 1-(4-vinylphenyl)ethanone (10537-63-0)

Conditions	Yield
With sodium hydroxide; palladium diacetate In water at 120℃; for 0.166667h; microwave irradiation;	70%

tris(2-methoxy ethoxy)-vinyl silane (1067-53-4) + N,N'-bis(1-ethylpropyl)-3,4:9,10-perylenebis(dicarboximide) (110590-81-3) → N,N'-bis(3-pentyl)-2,5,8,11-tetrakis{2-[tri(2-methoxyethoxy)silyl]ethyl}perylene-3,4:9,10-tetracarboxylic acid bisimide (1361061-50-8)

Conditions	Yield
With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II) In 1,3,5-trimethyl-benzene at 160℃; for 60h; Inert atmosphere;	64%

Triethoxysilane (998-30-1) + tris(2-methoxy ethoxy)-vinyl silane (1067-53-4) → C17H40O9Si2

Conditions	Yield
With ruthenium(III) 2,4-pentanedionate at 120℃; for 6h;	54%

tris(2-methoxy ethoxy)-vinyl silane (1067-53-4) + N,N'-bis[2-(2-methoxyethoxy)ethyl]perylene-3,4:9,10-tetracarboxylic acid bisimide (1361061-51-9) → N,N'-bis[2-(2-methoxyethoxy)ethyl]-2,5,8,11-tetrakis{2-[tris(2-methoxyethoxy)silyl]ethyl}perylene-3,4:9,10-tetracarboxylic acid bisimide (1361061-52-0)

Conditions	Yield
With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II) In 1,3,5-trimethyl-benzene at 160℃; for 48h; Inert atmosphere;	7%

tungsten hexacarbonyl (14040-11-0) + tris(2-methoxy ethoxy)-vinyl silane (1067-53-4) → [W(CO)5(η2-tris(2-methoxyethyloxy)vinylsilane)] (870299-13-1) + trans-[W(CO)4(η2-tris(2-methoxyethyloxy)vinylsilane)2] (870299-14-2)

Conditions	Yield
In n-heptane byproducts: CO; Irradiation (UV/VIS); under N2 atm. using Schlenk techniques; soln. of W(CO)6 and vinylsilane in n-heptane irradiated at room temp. using 200 W high pressure Hg lamp for 1-3 h; solvent removed (vac., room temp.); monitored by NMR and IR spectroscopy; sepn. was possible by slow fractional sublimation in vac. at 20-60°C;

Upstream product

• 109-86-4 2-methoxy-ethanol 
• 75-94-5 trichlorovinylsilane 
• 78-08-0 Triethoxyvinylsilane 
• 2768-02-7 (vinyl)trimethoxylsilane 

Downstream Products

• 826-74-4 1-vinylnaphthalene 
• 637-69-4 4-Methoxystyrene 
• 10537-63-0 1-(4-vinylphenyl)ethanone 

Relevant academic research and scientific papers

Ester exchange method for preparing vinyl tri-(2- methoxy ethyoxyl)-silane

The invention relates to an ester exchange method for preparing vinyl tri-(2- methoxy ethyoxyl)-silane, and belongs to the technical field of organic chemical. The ester exchange method uses ethylene glycol monomethyl ether and vinyl trimethoxy silane as raw materials, uses neutral double salt type catalyst to perform the ester exchange reaction, and generates tri-(2- methoxy ethyoxyl)-silane. Through filtering and recycling, the catalyst can be repeatedly used. Compared with traditional esterification method, the method has the advantages that 1, the ester exchange reaction process cannot cause the deepened color of product, methanol is removed by distilling after reaction, and the product can be obtained by direct filtering. 2. The catalyst can be recycled and repeatedly used for 10 times, and the activity is still kept.

Alkoxysilane, [...] acids and its manufacturing method (by machine translation)

PROBLEM TO BE SOLVED: alkylalkoxysilane compounds useful as a chemical product having various functions, and [...] or obtained from the same and to provide a manufacturing method thereof. SOLUTION: the alkylalkoxysilane, or a methoxy group and an ethoxy group, an alkyl group oxystyrene, thioalkyl group, on the same silicon atom or an alkyl group halogenopyridine structure having, for example, a plurality of silane-based or methoxysalicylic naphtholsulfonic, regular porous structure having a solid acid and alcohol in the presence of catalyst inorg. by reaction can be produced. Furthermore, water and the like of [...] alkylalkoxysilane obtained by reaction, is allowed to coexist with acid or the like can be performed efficiently. Selected drawing: fig. 1 (by machine translation)

Process for preparing low-chloride or chloride-free alkoxysilanes

A process for preparing an alkoxysilane with an acidic chloride content of less than 10 ppm by weight, comprising: reacting a chlorosilane with an alcohol in a water-free and solvent-free phase to form a product mixture containing alkoxysilane and residual acidic chloride, with removal of resultant hydrogen chloride from the product mixture, then adding liquid or gaseous ammonia, in an amount corresponding to a stoichiometric excess, based on the content of acidic chloride, to form an ammonia-containing product mixture, treating the ammonia-containing product mixture at a temperature between 10 and 50 DEG C., wherein the ammonia and acidic chloride undergo neutralization, to form a crude product, and optionally, then separating off a salt formed in the course of neutralization, from the crude product, and recovering the alkoxysilane by distilling the crude product.