- Synthesis and Hydrogen-Bond Patterns of Aryl-Group Substituted Silanediols and -triols from Alkoxy- and Chlorosilanes
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Organosilanols typically show a high condensation tendency and only exist as stable isolable molecules under very specific steric and electronic conditions at the silicon atom. In the present work, various novel representatives of this class of compounds were synthesized by hydrolysis of alkoxy- or chlorosilanes. Phenyl, 1-naphthyl, and 9-phenanthrenyl substituents at the silicon atom were applied to systematically study the influence of the aromatic substituents on the structure and reactivity of the compounds. Chemical shifts in 29Si NMR spectroscopy in solution, correlated well with the expected electronic situation induced by the substitution pattern on the Si atom. 1H NMR studies allowed the detection of strong intermolecular hydrogen bonds. Single-crystal X-ray structures of the alkoxides and the chlorosilanes are dominated by π-π interactions of the aromatic systems, which are substituted by strong hydrogen bonding interactions representing various structural motifs in the respective silanol structures.
- Kannengie?er, Jan-Falk,Briesenick, Max,Meier, Dennis,Huch, Volker,Morgenstern, Bernd,Kickelbick, Guido
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p. 16461 - 16476
(2021/10/25)
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- A naphthyl alkoxyl silane preparation method
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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.
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Paragraph 0032; 0033; 0034; 0035; 0036
(2017/08/26)
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- Carbon-Silicon Bond Formation in the Synthesis of Benzylic Silanes
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Sterically encumbered organosilanes can be difficult to synthesize with conventional, strongly basic reagents; the harsh reaction conditions are often low yielding and not suitable for many functional groups. As an alternative to the typical anionic strat
- Visco, Michael D.,Wieting, Joshua M.,Mattson, Anita E.
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supporting information
p. 2883 - 2885
(2016/07/06)
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- Method for preparing naphthyl alkoxy silane monomers
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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.
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Paragraph 0018; 0019
(2017/04/27)
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- The method of manufacturing the silicon compound
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PROBLEM TO BE SOLVED: To provide a method of producing a silicon compound including a process of easily removing a solid impurity as a byproduct occurring in a synthesis process using a Grignard reagent.SOLUTION: In a method of producing a silicon compound having a polycyclic hydrocarbon group: an organosilicon compound having a condensed polycyclic hydrocarbon group is obtained by distillation after removing a byproduct R-H (wherein Ris a polycyclic hydrocarbon group) occurring during production of an organosilane compound, which is provided with a polycyclic hydrocarbon group, is obtained by a coupling reaction between a Grignard reagent represented by formula RMgY (wherein Ris a polycyclic hydrocarbon group and Y is a halogen atom) and an organosilane compound represented by formula RSiX(wherein Ris a hydrocarbon group, X is a halogen atom or a 1-5C alkoxy group, and n is an integer of 1-4), and is represented by formula RRSiX. In the removal of the byproduct, using a solvent with a boiling point higher than that of the byproduct and a solvent with a boiling point lower than that of the byproduct, the byproduct and the solvents are simultaneously removed by distillation.
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Paragraph 0062; 0063
(2017/05/02)
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- The method of manufacturing the silicon compound
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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.
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Paragraph 0064-0066
(2017/05/06)
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- METHOD OF PRODUCING AN ORGANIC SILICON COMPOUND
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A method of producing an organic silicon compound includes a step of reaction of the following: (A) a reactive silane compound represented by General Formula (1) below: R1mSiY(4-m) (wherein R1 is a monovalent organic group (except for the group represented by Y) or a hydrogen atom; Y indicates a chlorine atom or a group represented by -OR2; R2 indicates a monovalent hydrocarbon group having 1 to 30 carbon atoms; and m is a number in the range of 0 to 3), (B) a halogenated organic compound represented by General Formula (2) below: R3-X (wherein R3 indicates a monovalent organic group; and X is a halogen atom), and (C) metallic magnesium (Mg) in the presence of (D) an organic solvent containing at least one type of ether type compound.
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Paragraph 0054
(2013/07/19)
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- One-step conversion of methoxysilanes to aminosilanes: A convenient synthetic strategy to N,O-functionalised organosilanes
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A straightforward substitution of silicon-bonded methoxy groups by a lithium amide leading to aminomethoxysilanes is presented. DFT calculations allow thermodynamic insight into the unusual equilibrium conditions. The applicability of N,O-functionalised organosilanes is exemplified by the convenient synthesis of an unsymmetrical methoxydisiloxane.
- Bauer, Jonathan O.,Strohmann, Carsten
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supporting information; experimental part
p. 7212 - 7214
(2012/07/28)
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