17938-06-6

Usage

Uses

Used in Adhesives and Sealants Industry:
1-NAPHTHYLTRIETHOXYSILANE is used as an adhesion promoter for enhancing the bonding strength between inorganic surfaces and organic polymers in adhesives and sealants. Its ability to form strong bonds with materials like glass, metals, and mineral fillers contributes to the improved performance and durability of these products.
Used in Coatings Industry:
In the coatings industry, 1-NAPHTHYLTRIETHOXYSILANE is used as a coupling agent to improve the adhesion of coatings to various substrates, thereby increasing their mechanical and thermal stability. This results in coatings with enhanced resistance to wear, corrosion, and environmental factors.
Used in Polymer Modification:
1-NAPHTHYLTRIETHOXYSILANE is used as a modifier in polymers to improve their mechanical and thermal properties. By enhancing the adhesion of polymers to different substrates, 1-NAPHTHYLTRIETHOXYSILANE contributes to the development of high-performance materials with increased strength, flexibility, and thermal resistance.
Used in Advanced Material Production:
1-NAPHTHYLTRIETHOXYSILANE is utilized in the production of advanced materials for various industries such as automotive, construction, and electronics. Its role in these applications is to improve the adhesion and performance of materials, leading to products with superior mechanical and thermal properties, as well as increased durability and reliability.

InChI:InChI=1/C16H22O3Si/c1-4-17-20(18-5-2,19-6-3)16-13-9-11-14-10-7-8-12-15(14)16/h7-13H,4-6H2,1-3H3

Upstream product

• 78-10-4 tetraethoxy orthosilicate 
• 14474-59-0 naphthalen-1-yl-lithium 
• 703-55-9 1-naphthylmagnesiumbromide 
• 1521-08-0 trichloro(1-naphthyl)silane 
• 998-30-1 Triethoxysilane 
• 90-11-9 1-Bromonaphthalene 
• 64-17-5 ethanol 

Downstream Products

• 18769-68-1 tribenzyl-[1]naphthyl-silane 
• 18768-92-8 [1]naphthyl-triphenyl-silane 
• 18765-44-1 Si,Si-diethoxy-Si',Si',Si'-triethyl-Si-[1]naphthyl-Si,Si'-p-phenylene-bis-silane 
• 18840-24-9 (4-toy)2(1-na)Si(Oet) 
• 18769-67-0 [1]naphthyl-tri-p-tolyl-silane 
• 321-38-0 1-Fluoronaphthalene 
• 18769-70-5 Si-ethoxy-Si',Si',Si'-triethyl-Si-[1]naphthyl-Si-p-tolyl-Si,Si'-p-phenylene-bis-silane 
• 605-02-7 1-phenylnaphthalene 
• 86-53-3 1-Cyanonaphthalene 
• 18764-92-6 Si,Si,Si,Si'-tetraethyl-Si'-[1]naphthyl-Si'-phenyl-Si,Si'-p-phenylene-bis-silane 
• 18764-98-2 di-[1]naphthyl-diphenyl-silane 
• 18848-25-4 butyl-[1]naphthyl-di-p-tolyl-silane 
• 18765-68-9 Si,Si,Si,Si',Si'-pentaethyl-Si'-[1]naphthyl-Si,Si'-p-phenylene-bis-silane 
• 18840-26-1 ethyl-[1]naphthyl-di-p-tolyl-silane 

Relevant academic research and scientific papers

Rhodium(III)-Catalyzed Direct C-H Arylation of Various Acyclic Enamides with Arylsilanes

The stereoselective β-C(sp2)-H arylation of various acyclic enamides with arylsilanes via Rh(III)-catalyzed cross-coupling reaction was illustrated. The methodology was characterized by extraordinary efficacy and stereoselectivity, a wide scope of substrates, good functional group tolerance, and the adoption of environmentally friendly arylsilanes. The utility of this present method was evidenced by the gram-scale synthesis and further elaboration of the product. In addition, Rh(III)-catalyzed C-H activation is considered to be the critical step in the reaction mechanism.

A naphthyl alkoxyl silane preparation method

The invention relates to a preparation method of naphthyl alkoxysilane. The preparation method comprises the following steps: in an organic solvent, alkoxysilane, magnesium and 1-halogen naphthalene are mixed for Grignard reaction, so as to obtain the naphthyl alkoxysilane, wherein the alkoxysilane is selected from one of tetramethoxysilane, methyltrimethoxysilane, tetraethoxysilane and methyl triethoxysilane. In addition, the method further comprises purification treatment performed through mixing and heating the naphthyl alkoxysilane and an alkaline substance, and organic silicon resin prepared by using the naphthyl alkoxysilane as a raw material is high in transparency and excellent in aging resistance.

In Situ Generation of ArCu from CuF2 Makes Coupling of Bulky Aryl Silanes Feasible and Highly Efficient

A bimetallic system of Pd/CuF2, catalytic in Pd and stoichiometric in Cu, is very efficient and selective for the coupling of fairly hindered aryl silanes with aryl, anisyl, phenylaldehyde, p-cyanophenyl, p-nitrophenyl, or pyridyl iodides of conventional size. The reaction involves the activation of the silane by CuII, followed by disproportionation and transmetalation from the CuI(aryl) to PdII, upon which coupling takes place. CuIII formed during disproportionation is reduced to CuI(aryl) by excess aryl silane, so that the CuF2 system is fully converted into CuI(aryl) and used in the coupling. Moreover, no extra source of fluoride is needed. Interesting size selectivity towards coupling is found in competitive reactions of hindered aryl silanes. Easily accessible [PdCl2(IDM)(AsPh3)] (IDM = 1,3-dimethylimidazol-2-ylidene) is by far the best catalyst, and the isolated products are essentially free from As or Pd (2: In the Cu-promoted Hiyama process, CuF2 plays the role of two reagents to provide full conversion into the fluoride and copper is also required to transform bulky trialkoxysilanes in situ into CuAr. CuAr immediately transmetalates to Pd, which makes the otherwise inaccessible Pd-catalyzed coupling of bulky arylsilanes feasible and highly efficient.

The method of manufacturing the silicon compound

PROBLEM TO BE SOLVED: To provide a method for producing a silicon compound having a polycyclic hydrocarbon group, at the synthesis step of which method a Grignard reagent is used and removal of a polycyclic hydrocarbon being a by-product is facilitated.SOLUTION: The method for producing the silicon compound is characterized in that a polyalkylene glycol dialkyl ether compound, which is shown by the formula:RO-R-ORand has the boiling point being within (the boiling point of the polycyclic hydrocarbon being the by-product)± 28°C, is added to the Grignard reagent shown by the formula:RMgY (in which Ris the polycyclic hydrocarbon group; Y is a halogen atom), the ether compound-added Grignard reagent is subjected to a coupling reaction with a silane compound shown by the formula:RSiX(in which Ris an aliphatic hydrocarbon group; X is a halogen atom or 1-5C alkoxy group; n is an integer of 0-3) to synthesize the silicon compound, which is shown by the formula:RRSiXand has the polycyclic hydrocarbon group, the polycyclic hydrocarbon and the polyalkylene glycol dialkyl ether compound are removed simultaneously by distillation, and the synthesized silicon compound is distilled.

Method for preparing naphthyl alkoxy silane monomers

The invention relates to a method for preparing naphthyl alkoxy silane monomers. The method comprises the following step: mixing alkoxy silane, sodium and 1-naphthalene halide to be reacted to obtain naphthyl alkoxy silane in an organic solvent, wherein the alkoxy silane is selected any one of tetramethoxysilane, methyltrimethoxysilane, tetraethoxysilane and methyl triethoxysilane. The method is easy to operate.

Meerwein's reagent mediated, significantly enhanced nucleophilic fluorination on alkoxysilanes

We developed a new facile method to fluorosilanes from alkoxysilanes using Meerwein's reagent. Our protocol afforded fluorosilanes in excellent yields in various organic solvents including acetonitrile under mild reaction conditions at room temperature. We also proposed a reaction mechanism with the probable silyloxonium intermediates. Georg Thieme Verlag Stuttgart · New York.

Rhodium(I)-catalyzed synthesis of aryltriethoxysilanes from arenediazonium tosylate salts with triethoxysilane

An efficient method for the preparation of aryltriethoxy-silanes from arenediazonium tosylate salts has been developed, which expands the substrates of rhodium-catalyzed silylation from iodides, bromides, and triflates to diazonium salts. A new method for hydrodediazoniation has also been explored.

Covalent Attachment of Arenes to SnO2-Semiconductor Electrodes

The synthesis and chemical and physical properties of some arene-derivatized tin oxide semiconductor electrodes are described.Several techniques for attachment are employed (esterification, silanation, silanation/amidation, and the use of cyanuric chloride as a linking agent) and the merits of each are evaluated.The relationship between the observed properties of the attached arenes and the potential utility of the derivatized electrodes as anodes in photogalvanic cells is discussed.