Silanes

Tri-substituted Silane Reducing Agent Organosilanes are hydrocarbon-like and possess the ability to serve as both ionic and free-radical reducing agents. These reagents and their reaction by-products are safer and more easily handled and disposed than many other reducing agents. The metallic nature of silicon and its low electronegativity relative to hydrogen lead to polarization of the Si-H bond yielding a hydridic hydrogen and a milder reducing agent compared to aluminum-, boron-, and other metal-based hydrides. A summary of some key silane reductions are presented in Table 1 of the Silicon-Based Reducing Agents brochure. Methyldiethoxysilane; Diethoxymethylsilane ΔHcomb: 3,713 kJ/molWill form high-boiling polymeric by-products with aqueous work-upExtensive review of silicon based reducing agents: Larson, G.; Fry, J. L. "Ionic and Organometallic-Catalyzed Organosilane Reductions", Wipf, P., Ed.; Wiley, 2007

Ester 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. Hydrophilic Silane - Polar - Hydrogen Bonding Aliphatic, fluorinated aliphatic or substituted aromatic hydrocarbon substituents are the hydrophobic entities which enable silanes to induce surface hydrophobicity. The organic substitution of the silane must be non-polar. The hydrophobic effect of the organic substitution can be related to the free energy of transfer of hydrocarbon molecules from an aqueous phase to a homogeneous hydrocarbon phase. A successful hydrophobic coating must eliminate or mitigate hydrogen bonding and shield polar surfaces from interaction with water by creating a non-polar interphase. Although silane and silicone derived coatings are in general the most hydrophobic, they maintain a high degree of permeability to water vapor. This allows coatings to breathe and reduce deterioration at the coating interface associated with entrapped water. Since ions are not transported through non-polar silane and silicone coatings, they offer protection to composite structures ranging from pigmented coatings to rebar reinforced concrete. A selection guide for hydrophobic silanes can be found on pages 22-31 of the Hydrophobicity, Hydrophilicity and Silane Surface Modification brochure. Triethoxysilylpropoxy(polyethyleneoxy)dodecanoate; Poly(oxy-1,2-ethanediyl)-α-(1-oxododecyl)-ω-[(3-triethoxysilyl)propoxy] PEO, Triethoxysilane termination utilized for hydrophilic surface modificationPEGylation reagentHydrogen bonding hydrophilic silaneEmbedded PEG Silane (536.82 g/mol)Provides embedded hydrophilicity with oleophilic compatibilitySurface treatments stabilize particle dispersionsTreated surface contact angle, water: 6-12°Treated surface contact angle, 2-ethylhexyl palmitate: < 15°

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. m-Allylphenylpropyltriethoxysilane Coupling agent for amine functional aromatic optical coatingsUsed in microparticle surface modificationComonomer for polyolefin polymerization

Alkyl Silane - Conventional Surface Bonding Aliphatic, fluorinated aliphatic or substituted aromatic hydrocarbon substituents are the hydrophobic entities which enable silanes to induce surface hydrophobicity. The organic substitution of the silane must be non-polar. The hydrophobic effect of the organic substitution can be related to the free energy of transfer of hydrocarbon molecules from an aqueous phase to a homogeneous hydrocarbon phase. A successful hydrophobic coating must eliminate or mitigate hydrogen bonding and shield polar surfaces from interaction with water by creating a non-polar interphase. Although silane and silicone derived coatings are in general the most hydrophobic, they maintain a high degree of permeability to water vapor. This allows coatings to breathe and reduce deterioration at the coating interface associated with entrapped water. Since ions are not transported through non-polar silane and silicone coatings, they offer protection to composite structures ranging from pigmented coatings to rebar reinforced concrete. A selection guide for hydrophobic silanes can be found on pages 22-31 of the Hydrophobicity, Hydrophilicity and Silane Surface Modification brochure. n-Octadecyltrimethoxysilane; Trimethoxyoctadecylsilane; Trimethoxysilyloctadecane Contains 5-10% C18 isomersMelting point: 13-17 °C (55-63 °F)Forms hydrophobic, oleophilic coatingsForms clear, ordered films with tetramethoxysilaneUndergoes oscillatory adsorption to form SAMsTrialkxoy silane

Halogen Functional Trichloro 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. (Trichlorosilyl)chloromethane; Chloromethyltrichlorosilane Viscosity, 20 °: 0.5 cStVapor pressure, 20 °C: 18 mmThermal conductivity, 27°C: 0.1420 W/m°CHeat capacity, 27°C: 0.912 kJ/kg°CΔHvap: 157.8 kJ/moleDipole moment: 1.61 debyeSurface tension, 27 °C: 26.5 mN/mCritical temperature: 310 °CAutoignition temperature: 380 °CBuilding block for carbosilanesDecomposes at temperatures >250 °CGrignard reagent behaves as nucleophilic hydroxymethylation agentForms stable Grignard reagent that after reaction and oxidation transfers a hydroxymethyl moietyGenerates HCl as a hydrolysis byproduct

Amine and 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. 3-(N-Styrylmethyl-2-aminoethylamino)propyltrimethoxysilane; Vinylbenzyl(trimethoxysilyl)propylethanediamine; (N-Vinylbenzyl)aminoethylaminopropyltrimethoxysilane Inhibited with BHTCoupling agent for unsaturated polyestersComonomer for polyolefin polymerizationTwo internal secondary amines40 wt% in methanol

Bridging Silicon-Based Blocking Agent Used as a protecting group for reactive hydrogens in alcohols, amines, thiols, and carboxylic acids. Organosilanes are hydrogen-like, can be introduced in high yield, and can be removed under selective conditions. They are stable over a wide range of reaction conditions and can be removed in the presence of other functional groups, including other protecting groups. The tolerance of silylated alcohols to chemical transformations summary is presented in Table 1 of the Silicon-Based Blocking Agents brochure. Aromatic Silane - Conventional Surface Bonding Aliphatic, fluorinated aliphatic or substituted aromatic hydrocarbon substituents are the hydrophobic entities which enable silanes to induce surface hydrophobicity. The organic substitution of the silane must be non-polar. The hydrophobic effect of the organic substitution can be related to the free energy of transfer of hydrocarbon molecules from an aqueous phase to a homogeneous hydrocarbon phase. A successful hydrophobic coating must eliminate or mitigate hydrogen bonding and shield polar surfaces from interaction with water by creating a non-polar interphase. Although silane and silicone derived coatings are in general the most hydrophobic, they maintain a high degree of permeability to water vapor. This allows coatings to breathe and reduce deterioration at the coating interface associated with entrapped water. Since ions are not transported through non-polar silane and silicone coatings, they offer protection to composite structures ranging from pigmented coatings to rebar reinforced concrete. A selection guide for hydrophobic silanes can be found on pages 22-31 of the Hydrophobicity, Hydrophilicity and Silane Surface Modification brochure. Diphenyldichlorosilane; Dichlorodiphenylsilane; DPS Viscosity, 25 °C: 4.1 cStΔHvap: 62.8 kJ/molDipole moment: 2.6 debyeVapor pressure, 125 °C: 2mm Coefficient of thermal expansion: 0.7 x 10-3Specific heat: 1.26 J/g/°Silicone monomerForms diol on contact with waterReacts with alcohols, diols, 2-hydroxybenzoic acidsSummary of selective deprotection conditions is provided in Table 7 through Table 20 of the Silicon-Based Blocking Agents brochureStandard grade available, SID4510.0

2-Hydroxy-4-(3-methyldiethoxysilylpropoxy)diphenylketone; 4-(3-methyldiethoxysilylpropoxy)-2-hydroxybenzophenone UV active trialkoxy silaneAmber liquidViscosity: 100-125 cStMonomer for UV opaque fluidsUsed in Bird-deterrent Glass Coatings

N-methyl-aza-2,2,4-trimethylsilacyclopentane Amine functional silane coupling agentNon-cross-linking cyclic azasilaneEmployed in vapor phase modification of nanoparticles

Hexamethyldisilane; HMD; 2,2,3,3-Tetramethyl-2,3-disilabutane Viscosity: 1.0 cStΔHcomb: 5,909 kJ/molΔHform: -494 kJ/molΔHvap: 39.8 kJ/molVapor pressure, 20 °C: 22.9 mmEa decomposition at 545 K: 337 kJ/molRotational barrier, Si-Si: 4.40 kJ/molSecondary NMR reference: δ = 0.045Source for trimethylsilyl anionReplaces aromatic nitriles with TMS groups in presence of [RhCl(cod)]2Precursor for CVD of silicon carbideBrings about the homocoupling of arenesulfonyl chlorides in the presence of Pd2(dba)3Used as a solvent for the direct borylation of fluoroaromaticsReacts with alkynes to form silolesUndergoes the silylation of acid chlorides to give acylsilanes

Alkyl Silane - Conventional Surface Bonding Aliphatic, fluorinated aliphatic or substituted aromatic hydrocarbon substituents are the hydrophobic entities which enable silanes to induce surface hydrophobicity. The organic substitution of the silane must be non-polar. The hydrophobic effect of the organic substitution can be related to the free energy of transfer of hydrocarbon molecules from an aqueous phase to a homogeneous hydrocarbon phase. A successful hydrophobic coating must eliminate or mitigate hydrogen bonding and shield polar surfaces from interaction with water by creating a non-polar interphase. Although silane and silicone derived coatings are in general the most hydrophobic, they maintain a high degree of permeability to water vapor. This allows coatings to breathe and reduce deterioration at the coating interface associated with entrapped water. Since ions are not transported through non-polar silane and silicone coatings, they offer protection to composite structures ranging from pigmented coatings to rebar reinforced concrete. A selection guide for hydrophobic silanes can be found on pages 22-31 of the Hydrophobicity, Hydrophilicity and Silane Surface Modification brochure. n-Propyltrichlorosilane; Trichloropropylsilane ΔHvap: 36.4 kJ/molVapor pressure, 16 °C: 10 mm