18166-37-5

Basic information

• Product Name: N-HEXYLTRIETHOXYSILANE
• Synonyms: HEXYLTRIETHOXYSILANE;TRIETHOXYHEXYLSILANE;N-HEXYLTRIETHOXYSILANE;Hexyltriethoxysilane Prosil R 9256;Triethoxy(hexyl)
• CAS NO: 18166-37-5
• Molecular Formula: C₁₂H₂₈O₃Si
• Molecular Weight: 248.43
• EINECS: -0
• Product Categories: Si (Classes of Silicon Compounds);Si-O Compounds;Trialkoxysilanes
• Mol File: 18166-37-5.mol

Chemical Properties

• Melting Point: <-40°C
• Boiling Point: 115 °C
• Flash Point: 95°C
• Appearance: /
• Density: 0.86
• Vapor Pressure: 0.411mmHg at 25°C
• Refractive Index: 1.408
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive: Moisture Sensitive
• BRN: 1757895
• CAS DataBase Reference: N-HEXYLTRIETHOXYSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: N-HEXYLTRIETHOXYSILANE(18166-37-5)
• EPA Substance Registry System: N-HEXYLTRIETHOXYSILANE(18166-37-5)

Safety Data

• Statements: 36/37/38-36/38
• Safety Statements: 26-36/37/39-23/26/37
• TSCA: No
• Hazardous Substances Data: 18166-37-5(Hazardous Substances Data)

Usage

Uses

Used in Coatings Industry:
N-HEXYLTRIETHOXYSILANE is used as a coupling agent for improving the adhesion and durability of coatings, contributing to their enhanced performance and weather resistance.
Used in Sealants Industry:
N-HEXYLTRIETHOXYSILANE is used as a coupling agent in the production of sealants, enhancing their bonding capabilities and resistance to environmental factors.
Used in Adhesives Industry:
N-HEXYLTRIETHOXYSILANE is used as a coupling agent in adhesive formulations, improving their adhesive strength and resistance to various conditions.
Used in Composite Materials Industry:
N-HEXYLTRIETHOXYSILANE is used as a coupling agent in the development of composite materials, promoting better integration of different materials and improving the overall properties of the composite.

InChI:InChI=1/C12H28O3Si/c1-5-9-10-11-12-16(13-6-2,14-7-3)15-8-4/h5-12H2,1-4H3

Upstream product

• 592-41-6 1-hexene 
• 998-30-1 Triethoxysilane 
• 78-10-4 tetraethoxy orthosilicate 
• 64-17-5 ethanol 
• 1072-14-6 hexylsilane 
• 111-66-0 oct-1-ene 

Downstream Products

• 1072-14-6 hexylsilane 
• 53072-87-0 1,5,9,13-Tetrahexyl-3,7,11,15,18,21-hexamethyl-2,4,6,8,10,12,14,16,17,19,20,22-dodecaoxa-3,7,11,15,18,21-hexaphospha-1,5,9,13-tetrasila-tricyclo[11.3.3.3^5,9]docosane 3,7,11,15,18,21-hexaoxide 
• 33356-38-6 1,3,5,7,10-Pentahexyl-2,4,6,8,9,11-hexaoxa-3,7,10-triphospha-1,5-disila-bicyclo[3.3.3]undecane 3,7,10-trioxide 
• 59022-89-8 15-Ethoxy-1,3,5,7,9,11,13,15-octahexyl-2,4,6,8,10,12,14,16,17,18-decaoxa-1,3,5,7,9,11,13,15-octasila-tricyclo[9.5.1.1^3,9]octadecane-5,7,13-triol 
• 31044-59-4 diethyl phenylboronate 

Relevant articles and documents

CATALYSIS OF HYDROSILYLATION XI. RHODIUM(I)-SILOXYALKYLPHOSPHINE COMPLEXES; SYNTHESIS, CHARACTERISTICS AND CATALYTIC ACTIVITY

Rhodium(I) complexes with 1,5-cycloocatdiene (COD) and disiloxydiphosphines 2 where n = 1-3; (B-1, B-2, B-3, respectively)> and/or with trisiloxytriphosphine Ph2P(CH2)3(CH3)Si2 (C-2) were synthesized.Their composition and structure were determined using elemental analysis, molecular weight measurements and spectroscopic (IR, 1H NMR and vis) methods, and were then compared with the corresponding data for RuCl(COD)PPh3 (A) and RhCl(COD)2 (D).The analyitical and physico-chemical data all confirm the square planar geometry of the rhodium siloxyphosphine (the same as for rhodium triphenylphosphine) complexes with the general formula mZ where m =2 and Z =(CH3)2SiOSi(CH3)2 or m = 3 and Z = (CH3)2SiOSi(CH3)OSi(CH3)2. The structure is independent of the type of phosphine ligand, and the molar ratio of Rh : P is always 1 : 1. Catalytic activity of the complexes prepared was tested in the hydrosilylation of 1-hexene by triethoxysilane which showed a slight decrease in turnover number (A-C) compared with Wilkinson's catalyst (E) but the activation energies for the rhodium-siloxyphosphine complexes (B and C) are higher than those for the rhodium phosphine complexes (A and E).

Solvent-free hydrosilylation of alkenes and alkynes using recyclable platinum on carbon nanotubes

Platinum nanoparticles were stabilized at the surface of carbon nanotubes and the nanohybrid was valorized as a catalyst for the hydrosilylation of alkenes and alkynes. The heterogeneous catalyst operated under sustainable conditions (room temperature, no solvent, low catalyst loading, air atmosphere) and exhibited improved stabilty as recycling and reuse could be achieved for multiple consecutive reactions.

14-Electron Rh and Ir silylphosphine complexes and their catalytic activity in alkene functionalization with hydrosilanes

Herein we report an experimental and computational study of a family of four coordinated 14-electron complexes of Rh(iii) devoid of agostic interactions. The complexes [X-Rh(κ3(P,Si,Si)PhP(o-C6H4CH2SiiPr2)2], where X = Cl (Rh-1), Br (Rh-2), I (Rh-3), OTf (Rh-4), Cl·GaCl3(Rh-5); derive from a bis(silyl)-o-tolylphosphine with isopropyl substituents on the Si atoms. All five complexes display a sawhorse geometry around Rh and exhibit similar spectroscopic and structural properties. The catalytic activity of these complexes and [Cl-Ir(κ3(P,Si,Si)PhP(o-C6H4CH2SiiPr2)2],Ir-1, in styrene and aliphatic alkene functionalizations with hydrosilanes is disclosed. We show thatRh-1catalyzes effectively the dehydrogenative silylation of styrene with Et3SiH in toluene while it leads to hydrosilylation products in acetonitrile.Rh-1is an excellent catalyst in the sequential isomerization/hydrosilylation of terminal and remote aliphatic alkenes with Et3SiH including hexene isomers, leading efficiently and selectively to the terminal anti-Markonikov hydrosilylation product in all cases. With aliphatic alkenes, no hydrogenation products are observed. Conversely, catalysis of the same hexene isomers byIr-1renders allyl silanes, the tandem isomerization/dehydrogenative silylation products. A mechanistic proposal is made to explain the catalysis with these M(iii) complexes.

Photo-initiation hydrosilylation reaction method

The invention discloses a photo-initiation hydrosilylation reaction method, and relates to a method for hydrosilylation. The method comprises the following steps: (1) using olefin and hydrogen-containing silane as reaction raw materials, or using vinyl polysiloxane and hydrogen-containing polysiloxane as reaction raw materials; and (2) performing a hydrosilylation reaction on the reaction raw materials under illumination conditions and under the action of a photo-initiation catalyst, wherein the photoinitiator is an aroylphosphine oxide compound, a co-initiator catalyst is also included in thephoto-initiation hydrosilylation reaction method, the co-initiator is cuprous halide, and the molar ratio of the haloaroylphosphine oxide compound to the cuprous halide is (1:0.01)-(1:1); and the light source for the illumination condition is ultraviolet light, and the molar ratio of olefinic bonds in the olefin or vinyl silicone oil to the aroylphosphine oxide compound is (400:1)-(100:1). Through the method, use of precious metal catalysts is avoided, the reaction conditions are mild, the system needs no heating, and reduction of energy consumption is facilitated; and the method has good universality of the reaction substrate, and the catalytic system has a wide source and easy storage.

Waste-free and efficient hydrosilylation of olefins

High purity silicone precursors can now be synthesized by hydrosilylation of solvent-free olefins catalyzed by a highly stable and active glass hybrid catalyst consisting of mesoporous organosilica microspheres doped with Pt nanoparticles. These findings open the door to the sustainable manufacture of silicone and a way to further reduce the amount of platinum in silicones, which are ubiquitous advanced polymers with multiple uses and applications.

Preparation, characterization and evaluation of a series of heterogeneous platinum catalysts immobilized on magnetic silica with different acid ligands

Platinum was immobilized on magnetic silica gel by means of boronic, nitric, carboxylic or sulfuric acid ligands to give four heterogeneous Pt nano-catalysts, designated as Fe3O4@SiO2-BA@Pt, Fe3O4@SiO2-NA@Pt, Fe3O4@SiO2-CA@Pt and Fe3O4@SiO2-SA@Pt, respectively. Particles of these mono-dispersible Pt catalysts were 10–20?nm in size and could be separated for recycling by means of a magnet. Fe3O4@SiO2-BA@Pt (0.174?mmol/g Pt) showed the best catalytic activity and selectivity, which were better than Speier’s catalyst. Its turnover numbers were up to 1.7 × 106 and 1.1 × 106 for hydrosilylation of 1-hexene or styrene, respectively. This material could also catalyze the hydrosilylation of a broad range of alkenes and alkynes as substrates and methyldichlorosilane or triethoxysilane as silanes. Similar yields of 1-hexyl-methyldichlorosilane at the first and eighth runs (96.5% and 95.2%, respectively), together with a final Pt content of 0.171?mmol/g indicated the outstanding stability of Fe3O4@SiO2-BA@Pt under the catalytic reaction conditions.

Silicon-hydrogen addition reaction (by machine translation)

The invention relates to the field of organic chemistry, in order to solve the addition reaction catalyst with hydrogen in the presence of the problem, the invention provides a method for addition reaction, in order to olefin and three b oxygen radical hydrogen silicane as raw materials, in order to b [(1 - mPEG - 3 - alkyl 2 - diphenyl [...] halide) rhodium chloride] as the catalyst, heating 50 - 90 °C stirring for 4 - 6 hours, filtration, vacuum distillation fraction of, hydrogen addition product is obtained. This method of mild reaction conditions, security, high reaction conversion rate, β addition product selectivity is strong, it is convenient to separate the products and the catalyst, the catalyst can be recycled. (by machine translation)

Hydrosilylation reaction using recyclable platinum compound as catalyst

The present invention relates to the field of organic chemistry. In order to solve the problems existing in catalysts for a hydrosilylation reaction, the present invention provides a hydrosilylation reaction method. The method comprises the steps of using an olefin and triethoxysilane as raw materials and taking bis[(1-mPEG-3-alkyl-2-diphenylphosphinous imidazolium halide)platinum dichloride] as acatalyst, performing heating to 50-90 DEG C, performing a stirring reaction for 4-6 hours, performing filtration, performing vacuum distillation, and collecting fractions to obtain a hydrosilylationproduct. The reaction conditions of the method are mild and safe, the reaction conversion rate is high, the selectivity of a beta addition product is high, separation of the products and the catalystis convenient, and the catalyst can be recovered and reused.

The effect of an acylphosphine ligand on the rhodium-catalyzed hydrosilylation of alkenes

We synthesized a series of acylphosphines and investigated the hydrosilylation of alkenes that were catalyzed using RhCl3/acylphosphine. The results indicated that RhCl3/(diphenylphosphino) (phenyl)methanone exhibited higher activity as well as higher levels of β–adduct selectivity.

Synthesis of novel poly(ethylene glycol)-containing imidazolium-functionalized phosphine ligands and their application in the hydrosilylation of olefins

A series of polyethylene glycol-containing imidazolium-functionalized phosphine ligands (mPEG-im-PPh2) were successfully synthesized and used in the rhodium-catalyzed hydrosilylation of olefins. The results indicate that the RhCl3/mPEG-im-PPh2 catalytic system exhibits both excellent activity and selectivity for the β-adduct. In addition, the catalytic system may be recycled at least six times.