Description
Additional Properties
Hydrolytic Sensitivity 7: reacts slowly with moisture/water Application Reacts with enamines to give (E)-?-silylenamines, which cross-couple w/ aryl iodides to give ?-aryl enamines.1 Extensive review on the use in silicon-based cross-coupling reactions.2 Reference 1. Marciniec, B. et al. J. Org. Chem. 2005, 70, 8550. 2. Denmark, S. E. et al. Organic Reactions, Vol. 75, Denmark, S. E. ed., John Wiley and Sons, 233, 2011. Safety
Hazard Info oral rat, LD50: 22,500 mg/kg
Packaging Under Nitrogen Olefin Functional Trialkoxy Silane Silane coupling agents have the ability to form a durable bond between organic and inorganic materials to generate desired heterogeneous environments or to incorporate the bulk properties of different phases into a uniform composite structure. The general formula has two classes of functionality. The hydrolyzable group forms stable condensation products with siliceous surfaces and other oxides such as those of aluminum, zirconium, tin, titanium, and nickel. The organofunctional group alters the wetting or adhesion characteristics of the substrate, utilizes the substrate to catalyze chemical transformations at the heterogeneous interface, orders the interfacial region, or modifies its partition characteristics, and significantly effects the covalent bond between organic and inorganic materials. Alkenylsilane Cross-Coupling Agent The cross-coupling reaction is a highly useful methodology for the formation of carbon-carbon bonds. It involves two reagents, with one typically being a suitable organometallic reagent - the nucleophile - and the other a suitable organic substrate, normally an unsaturated halide, tosylate or similar - the electrophile. Vinyltriethoxysilane
; Triethoxyvinylsilane
; TEVS; VTES; Ethenyltriethoxysila
ne; Triethoxysilylethyle
ne; Triethoxy(vinyl)sila
ne
ΔHvap: 6.8 kcal/mol
ΔHform: -463.5 kcal/mol
Dipole moment: 1.69 debye
Specific wetting surface area: 412 m2/g
Copolymerization parameters- e,Q: -0.42, 0.028
γc of treated surfaces: 25 mN/m
Vapor pressure, 20 °C: 5 mm
Specific heat: 0.25 cal/g/°
Relative hydrolysis rate versus SIV9220.0, vinyltrimethoxysilan
e; 0.05
Forms copolymers with ethylene for moisture induced coupling of polyethylene
Couples fillers or fiberglass to resins
See VEE-005 for polymeric version
Reacts with enamines to give (E)-β:-silylenamines
, which cross-couple with aryl iodides to give β-aryl enamines
Employed as a coupling agent, adhesion promoter, and crosslinking agent
Used in microparticle surface modification for fillers
Compatible with sulfur and peroxide cured rubber, polyester, polyolefin, styrene, and acrylic based materials
For vinylations
Available as an oligomeric hydrolysate, SIV9112.2
Extensive review of silicon based cross-coupling agents: Denmark, S. E. et al. "Organic Reactions, Volume 75" Denmark, S. E. ed., John Wiley and Sons, 233, 2011
