n-hexyldichlorosilane | 871-64-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: n-hexyldichlorosilane
• 英文别名: Hexyl-dichlorsilan；1,1-dichloro-1-silaheptane；Dichloro(hexyl)silane；dichloro(hexyl)silane
• CAS: 871-64-7
• 化学式: C₆H₁₄Cl₂Si
• 分子量: 185.169
• InChiKey: NYKYPUSQZAJABL-UHFFFAOYSA-N

物化性质

• 沸点：
  172-175°C
• 密度：
  1,021 g/cm3
• 闪点：
  64°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• TSCA：
  No
• 危险类别码：
  R34
• 危险品运输编号：
  UN 2987
• 安全说明：
  S26,S36/37/39,S45

反应信息

• 作为反应物：
  描述：

  n-hexyldichlorosilane 在 dihydrogen hexachloroplatinate 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 17.0h， 生成 2,7-dibromo-3,6-dimethoxy-9-hexyl-9-[2-(cyclohex-3-en-1-yl)-ethyl]silafluorene
  参考文献：
  名称：

  Pure Blue Emitting Poly(3,6-dimethoxy-9,9-dialkylsilafluorenes) Prepared via Nickel-Catalyzed Cross-Coupling of Diarylmagnesate Monomers

  摘要：

  Polysilafluorenes (PSFs) are an important class of light-emitting conjugate polymers noted for their characteristic brilliant solid state blue luminescence, high quantum efficiency, excellent solubility, and improved thermal stability. These polymers are also reported to have superior electron conductivity to polyfluorenes. The higher electron affinity and conductivity, which are particularly promising for OLEDs, originate from sigma*-pi* conjugation between the sigma* antibonding orbital of the exocyclic Si-C bond and the pi* antibonding orbital of the butadiene fragment. In this paper, we present the synthesis and thorough characterization of several new derivatives of 2,7-dibromo-3,6-dimethoxy-9,9-dialkylsilafluorene monomers and demonstrate an efficient room temperature route to their polymerization. In addition to silafluorene monomers with simple alkyl side chains, we have increased the functionality of several of our monomers by incorporating vinyl, cyclohexenyl, and norbornenyl moieties into their side chains, which we believe is useful for postpolymerization modification. (i.e., adding pendant emitters to tune PL or cross-linking). The production of polymer was achieved using a nickel-catalyzed polycondenation of diarylmagnesate-type monomers in a mixed solvent system of THF and 1,4-dioxane (7:3). Using 1,4-dioxane as a cosolvent was discovered to significantly increase the Mg/Br exchange rate by a factor of 5, reducing the time required to achieve stiochiometric conversion of sterically hindered and electron rich 2,7-dibromo-3,6-dimethoxy-9,9-dialkylsilafluorene to 2 h. Also, relatively fast rates of polymerization were observed. Polymers reached their maximum molecular weight within 30 m. In many cases, M-n exceeds 50 kg/mol (PDI similar to 1.5-2.0). The resultant polymers possess characteristic blue photoluminescence with solid state quantum yields (exceeding 80% in many cases). Polymer films have excellent transparency (with a measured E-g similar to 3.0 eV) and thermal stability as demonstrated by TGA/DSC. Energy levels determined using CV were -5.62 and -2.62 eV for HOMO and LUMO, respectively.

  DOI：

  10.1021/ma401346y
• 作为产物：
  描述：

  己基溴化镁 在 三氯硅烷 作用下， 生成 n-hexyldichlorosilane
  参考文献：
  名称：

  Arylhalosilanes

  摘要：

  公开号：

  US02698334A1

文献信息

• Lewis Base Catalyzed Selective Chlorination of Monosilanes
  作者：Alexander G. Sturm、Julia I. Schweizer、Lioba Meyer、Tobias Santowski、Norbert Auner、Max C. Holthausen

  DOI：10.1002/chem.201803921

  日期：2018.12.3

  A preparatively facile, highly selective synthesis of bifunctional monosilanes R2SiHCl, RSiHCl2 and RSiH2Cl is reported. By chlorination of R2SiH2 and RSiH3 with concentrated HCl/ether solutions, the stepwise introduction of Si−Cl bonds is readily controlled by temperature and reaction time for a broad range of substrates. In a combined experimental and computational study, we establish a new mode

  据报道，双官能甲硅烷R 2 SiHCl，RSiHCl 2和RSiH 2 Cl的制备容易，选择性高。通过氯化R 2 SiH 2和RSiH 3在浓盐酸/乙醚溶液中，Si-Cl键的逐步引入很容易受温度和反应时间的控制，适用于多种基材。在一项组合的实验和计算研究中，我们建立了一种新的Si-H键激活模式，该模式由路易斯碱（例如醚，胺，膦和氯离子）辅助。对基本反应机理的阐明表明，通过氢键网络的酒精辅助同样有效且具有选择性。值得注意的是，在中等反应条件下未观察到烷氧基硅烷或硅氧烷的形成。
• Novel disubstituted dichlorosilane and method for producing same
  申请人：Chisso Corporation

  公开号：US04297499A1

  公开（公告）日：1981-10-27

  Novel disubstituted dichlorosilane compounds which have two different specified substituents and are necessary as monomers for preparing special silicone resin are provided and a method for producing same without accompaniment of by-product production is also provided.

  提供了具有两种不同指定取代基的新型二取代二氯硅烷化合物，这些化合物是制备特殊硅树脂所必需的单体，并且还提供了一种无需产生副产物的生产方法。
• [EN] PROCESS FOR THE STEPWISE SYNTHESIS OF SILAHYDROCARBONS<br/>[FR] PROCÉDÉ DE SYNTHÈSE SÉQUENTIELLE DE SILAHYDROCARBURES
  申请人：MOMENTIVE PERFORMANCE MAT INC

  公开号：WO2021243137A1

  公开（公告）日：2021-12-02

  The invention relates to a process for the stepwise synthesis of silahydrocarbons bearing up to four different organyl substituents at the silicon atom, wherein the process includes at least one step a) of producing a bifunctional hydridochlorosilane by a redistribution reaction, selective chlorination of hydridosilanes with an ether/HCI reagent, or by selective chlorination of hydridosilanes with SiCI4, at least one step b) of submitting a bifunctional hydridochloromonosilane to a hydrosilylation reaction, at least one step c) of hydrogenation of a chloromonosilane, and a step d) in which a silahydrocarbon compound is obtained in a hydrosilylation reaction.

  本发明涉及一种逐步合成在硅原子上带有最多四种不同有机基团取代的硅氢化物的过程，其中该过程包括至少以下步骤：a) 通过重分配反应、使用醚/HCI试剂对氢硅烷进行选择性氯化，或者通过使用四氯化硅对氢硅烷进行选择性氯化来制备双功能氢氯硅烷；至少一个步骤 b) 将双功能氢氯单硅烷进行氢硅化反应；至少一个步骤 c) 对氯代单硅烷进行氢化；以及步骤 d) 在氢硅化反应中获得硅氢化物化合物。
• Convenient laboratory synthesis of vinylic silicon compounds via the reactions of acetylene with hydrosilanes catalyzed by group-VIII metal phosphine complexes
  作者：Hamao Watanabe、Muneo Asami、Yoichiro Nagai

  DOI：10.1016/s0022-328x(00)93320-5

  日期：1980.8

  triethoxysilane, methyldichlorosilane, methyldiethoxysilane and n-hexyldichlorosilane in an inert solvent in the presence of various phosphine complexes of Group-VIII metals such as Ru, Rh, Pd and Pt, as well as chloroplatinic acid, was investigated. Among the complexes studied, RuCL2 (PPh3)3, PtCl2 (PPh3)2, RhCl (PPh3)3, RhH(PPh3)4 and Pt(PPh3)4 were found to be the catalysts of choice for the selective

  乙炔（HCCH）与三氯硅烷，三乙氧基硅烷，甲基二氯硅烷，甲基二乙氧基硅烷和正己基二氯硅烷在惰性溶剂中，在各种八族金属膦化合物如Ru，Rh，Pd和Pt以及研究了氯铂酸。在研究的络合物中，RuCL 2（PPh 3）3，PtCl 2（PPh 3）2，RhCl（PPh 3）3，RhH（PPh 3）4和Pt（PPh 3）4 已发现它们分别是乙烯基三氯硅烷，乙烯基三乙氧基硅烷，甲基乙烯基二氯硅烷，甲基乙烯基二乙氧基硅烷和正己基乙烯基二氯硅烷的选择性合成的选择催化剂。
• Selective synthesis of mono-alkyldichlorosilanes via the reaction of olefins with dichlorosilane catalyzed by group VIII metal phosphine complexes
  作者：Hamao Watanabe、Masafumi Aoki、Noritaka Sakurai、Ken-ichi Watanabe、Yoichiro Nagai

  DOI：10.1016/s0022-328x(00)89105-6

  日期：1978.11

  hydrosilylation of 1-hexene with dichlorosilane, many phosphine complexes of group VIII metals, Ni, Ru, Rh, PD and Pt, were found to be active catalysts, giving n-hexyldichlorosilane exclusively. Tris(triphenylphosphine)chlororhodium was found to be the most convenient and effective catalyst for the selective synthesis of mono-organodichlorosilanes.

  在1-己烯与二氯硅烷的硅氢加成反应中，发现许多VIII族金属的膦配合物（Ni，Ru，Rh，PD和Pt）是活性催化剂，仅生成正己基二氯硅烷。发现三（三苯基膦）氯铑是选择性合成单有机二氯硅烷的最方便和有效的催化剂。