80-10-4Relevant articles and documents
METHOD FOR PRODUCING ARYLSILANE COMPOUND CONTAINING HALOSILANE COMPOUND AS RAW MATERIAL
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Paragraph 0080-0084, (2020/03/06)
PROBLEM TO BE SOLVED: To provide a method for producing an arylsilane compound with low production cost. SOLUTION: A method for producing an arylsilane compound includes a reaction step for the cross-coupling reaction of a halosilane compound represented by general formula (A-1), (A-2), or (A-3) and an arylboronic acid pinacol ester in the presence of a nickel catalyst, a Lewis acid catalyst, and an organic base (R independently represent an aromatic hydrocarbon group, a heteroaromatic ring group, or a C1-20 hydrocarbon group; X independently represent a halogeno group or a trifluoromethanesulfonyloxy group). SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT
Neutral-Eosin-Y-Photocatalyzed Silane Chlorination Using Dichloromethane
Fan, Xuanzi,Xiao, Pin,Jiao, Zeqing,Yang, Tingting,Dai, Xiaojuan,Xu, Wengang,Tan, Jin Da,Cui, Ganglong,Su, Hongmei,Fang, Weihai,Wu, Jie
supporting information, p. 12580 - 12584 (2019/08/16)
Chlorosilanes are versatile reagents in organic synthesis and material science. A mild pathway is now reported for the quantitative conversion of hydrosilanes to silyl chlorides under visible-light irradiation using neutral eosin Y as a hydrogen-atom-transfer photocatalyst and dichloromethane as a chlorinating agent. Stepwise chlorination of di- and trihydrosilanes was achieved in a highly selective fashion assisted by continuous-flow micro-tubing reactors. The ability to access silyl radicals using photocatalytic Si?H activation promoted by eosin Y offers new perspectives for the synthesis of valuable silicon reagents in a convenient and green manner.
Preparation method of phenyl chlorosilane
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Paragraph 0041-0050, (2019/07/04)
The invention discloses a preparation method of phenyl chlorosilane. The preparation method comprises the following steps: (1) adding silicon powder, a copper catalyst and a sodium-containing compoundinto a reactor; (2) introducing a silicon-copper contact body modifier to pre-treat a silicon-copper contact body at a temperature of 300-500 DEG C; (3) mixing the pretreated silicon-copper contact body with a Cu-CuO-Cu2O-CuCl quaternary copper powder catalyst, and adding the mixture into the reactor; and (4) introducing chlorobenzene, controlling the reaction temperature to be 400-700 DEG C, andcarrying out a reaction to prepare phenyl chlorosilane monomers. According to the method, the use amount of the copper catalyst is low, the conversion rate of chlorobenzene is high, selectivity of phenyl chlorosilane is good, and the yield of diphenyl dichlorosilane with relatively high economic value is high in the product, so that economical efficiency of the phenyl chlorosilane prepared by thedirect method is improved.
Electrochemical properties of arylsilanes
Biedermann, Judith,Wilkening, H. Martin R.,Uhlig, Frank,Hanzu, Ilie
, p. 13 - 18 (2019/03/27)
In the past, the electrochemical properties of organosilicon compounds were investigated for both fundamental reasons and synthesis purposes. Little is, however, known about the electrochemical behaviour of hydrogen-bearing arylsilanes. Here, we throw light on the electrochemical properties of 11 arylsilanes compounds, 2 of them synthesized for the first time. The oxidation potentials are found to depend on both the nature and number of the aryl groups. Based on these findings it was possible to establish some variation trends that match the expected structure–property correlations. Furthermore, we present first insights into the electrochemical reaction kinetics behind and identify several soluble electrochemical oxidation products.
B(C6F5)3-Catalyzed Selective Chlorination of Hydrosilanes
Chulsky, Karina,Dobrovetsky, Roman
supporting information, p. 4744 - 4748 (2017/04/11)
The chlorination of Si?H bonds often requires stoichiometric amounts of metal salts in conjunction with hazardous reagents, such as tin chlorides, Cl2, and CCl4. The catalytic chlorination of silanes often involves the use of expensive transition-metal catalysts. By a new simple, selective, and highly efficient catalytic metal-free method for the chlorination of Si?H bonds, mono-, di-, and trihydrosilanes were selectively chlorinated in the presence of a catalytic amount of B(C6F5)3 or Et2O?B(C6F5)3 and HCl with the release of H2 as a by-product. The hydrides in di- and trihydrosilanes could be selectively chlorinated by HCl in a stepwise manner when Et2O?B(C6F5)3 was used as the catalyst. A mechanism is proposed for these catalytic chlorination reactions on the basis of competition experiments and density functional theory (DFT) calculations.
Tempo-spatial chirogenesis. Limonene-induced mirror symmetry breaking of Si[sbnd]Si bond polymers during aggregation in chiral fluidic media
Fujiki, Michiya,Yoshida, Keisuke,Suzuki, Nozomu,Rahim, Nor Azura Abdul,Jalil, Jalilah Abd
, p. 120 - 129 (2016/11/16)
Herein, we designed photoluminescent polymer aggregates surrounded by organic media containing (S)-/(R)-limonene and (1S)-/(1R)-α-pinene as an artificial model of an open-flow cell-wall free coacervate in a fluidic medium in the ground and photoexcited states. The aggregates were build-up of stiff circular dichroism (CD)-silent and circularly polarized luminescence (CPL)-silent bis(p-n-butylphenyl)polysilanes, nBuPS, and four other diarylpolysilanes. (S)- and (R)-limonene induced more efficiently to their chirality to nBuPS during aggregation, as proven by CD and CPL spectral analysis, compared to (1S)- and (1R)-α-pinene. The nBuPS aggregates generated in a mixture of limonene, methanol, and chloroform had a dissymmetry factor (gabs) as high as +0.04 for (R)-limonene and ?0.03 for (S)-limonene at the first Cotton band and a weak dissymmetry factor (glum) of +0.004 for (R)-limonene and ?0.003 for (S)-limonene. The gabs factor, however, greatly depended on the volume fraction and chirality of limonene in the tersolvents. These behaviors were ascribed to the tempo-spatial stability and instability of the aggregates suspension in the fluidic media, as revealed by time-course dynamic light scattering measurement.
Reaction of chloro(ethyl)silanes with chloro(phenyl)silanes in the presence of aluminum chloride. Synthesis of chloro(ethyl)(phenyl)silanes
Lakhtin,Eremeeva,Gordeev,Ushakov,Bykovchenko,Kirilin,Chernyshev
, p. 595 - 599 (2015/05/13)
Abstract Substituent exchange at the silicon atom between chloro(phenyl)silanes (PhSiCl3, MePhSiCl2, Ph2SiCl2) and chloro(ethyl)silanes (EtSiCl3, Et2SiCl2, Et3SiCl, Et4Si) in the presence of aluminum chloride has been studied. The examined compounds, except for PhSiCl3 and Et4Si, react fairly readily to give chloro(ethyl)-(phenyl)silanes in up to 48-52% yield. A probable mechanism has been proposed.
An efficient method to synthesize chlorosilanes from hydrosilanes
Wang, Wenchao,Tan, Yongxia,Xie, Zemin,Zhang, Zhijie
, p. 29 - 33 (2014/08/18)
An efficient, highly selective and productive synthesis of chlorosilanes from hydrosilanes is reported. Ceramic spheres were added to chlorination reaction systems and found to greatly increase the efficiency and yields of the reactions. PhSiH2Cl, PhSiHCl2, PhSiCl3, Ph 2SiHCl, Ph2SiCl2, PhMeSiHCl and PhMeSiCl 2 were synthesized from the corresponding hydrosilanes in only a few hours with yields that typically exceeded 90%. This is the first time PhSiCl3, Ph2SiHCl, Ph2SiCl2 and PhMeSiCl2 have been synthesized by this method. The factors that affect the rate of the chlorination reaction were studied. In addition the rate constant, reaction order and apparent activation energy of the chlorination reaction were also determined by kinetics study. The reaction was found to have an induction period.
Reaction of tetrachlorogermane with thienyl- and phenylchlorosilanes in presence of aluminum chloride. Synthesis of thienylchlorogermanes
Lakhtin,Vorob'Eva,Gordeev,Ushakov,Kirillin,Bykovchenko,Golub,Chernyshev
, p. 280 - 284 (2014/04/17)
Reaction of tetrachlorogermane with 2-thienylchlorosilane and methyl(2-thienyl)dichlorosilane in presence of AlCl3 is studied. It was shown that in the reaction with 2-thienyltrichlorosilane 2-thienyltrichlorogermane mainly formed, while in the reactions with methyl(2-thienyl)dichlorosiulane aromatic germaniumcontaining compounds like 2-thienyltrichlorogermane and di(2-thienyl)dichlorogermane were obtained. Quantum-chemical calculations showed that the reaction of chlorine atoms exchange in GeCl4 with aromatic moiety formed from arylchlorosilanes in the presence of AlCl3 proceeds through a four-membered activated complex.
SOLVENTLESS PROCESS TO PRODUCE AROMATIC GROUP-CONTAINING ORGANOSILANES
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Page/Page column 3, (2012/03/10)
Disclosed herein is a process for producing an aromatic group-containing organosilane, The process includes reacting a reaction mixture comprising an aromatic organic compound of the formula R1X and a halosilane or alkoxysilane represented by the formula R2aSiZ4-a in the presence of magnesium metal in order to produce the organosilane with the proviso that said reaction mixture is essentially free of any organic solvent, wherein R1 is an aryl group, each R2 is independently a phenyl group, a vinyl group or a C1-C4 alkyl group, X is chlorine or bromine, Z is chlorine, bromine or alkoxy, and a has a value of 0, 1, 2, or 3.
