1,3-二苯基-1,1,3,3-四羟基二硅氧烷 | 18138-35-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,3-二苯基-1,1,3,3-四羟基二硅氧烷
• 英文名称: 1,3-diphenyl-1,1,3,3-tetrahydroxydisiloxane
• 英文别名: 1,3-diphenyldisiloxane-1,1,3,3-tetrol；1.3-Diphenyl-disiloxan-tetrol；1,3-Diphenyldisiloxane-1,1,3,3-tetraol；[dihydroxy(phenyl)silyl]oxy-dihydroxy-phenylsilane
• CAS: 18138-35-7
• 化学式: C₁₂H₁₄O₅Si₂
• 分子量: 294.411
• InChiKey: NRVLJWMRMRRPMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.34
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  90.2
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  三甲基氯硅烷 、 1,3-二苯基-1,1,3,3-四羟基二硅氧烷 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以89%的产率得到1,3-二苯基-1,3-双(三甲基硅氧基)二硅氧烷
  参考文献：
  名称：

  Synthesis and crystal structure of disiloxane-1,3-diols and disiloxane-1,1,3,3-tetraol

  摘要：

  1,3-Dimethyl- or 1,3-divinyl-1,3-di-t-butoxydisiloxane-1,3-diol and 1,3-diphenyldisiloxane-1,1,3,3-tetraol were synthesized by hydrolysis of the corresponding diisocyanatodisiloxanes and tetrachlorodisiloxane. The disiloxanediols were soluble in common organic solvents and thermally very stable, therefore, they could be sublimed without decomposition. X-ray crystallography showed that the disiloxane-1,3-diols in the crystal feature a 1.21 nm diameter columnar array with intermolecular hydrogen bonding. The disiloxane1,1,3,3,-tetraol, on the other hand, revealed molecules with a gauche- and anti-conformation depending on crystallization method which formed a columnar array and a sheet-like array, respectively. It was confirmed that these silanols can be potential building blocks for ladder oligosilsesquioxanes. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.01.016
• 作为产物：
  描述：

  苯基三氯硅烷 在 水 、 苯胺 作用下， 以 1,4-二氧六环 、 乙醚 为溶剂， 反应 1.0h， 生成 1,3-二苯基-1,1,3,3-四羟基二硅氧烷
  参考文献：
  名称：

  1,3-二苯基二硅氧烷作为倍半硅氧烷结构单元的合成和结构分析

  摘要：

  研究了新型 1,3-二苯基二硅氧烷的合成。1,1,3,3-四氯-1,3-二苯基二硅氧烷（1）和1,1,3,3-四异氰酸根合-1,3-二苯基二硅氧烷（2）由三氯（苯基）气相水解缩合得到硅烷和三异氰酸根合（苯基）硅烷。1 与 2-丙醇、叔丁醇和二乙胺的反应得到 1,1,3,3-四异丙氧基-1,3-二苯基二硅氧烷 (3)、1,3-二-叔丁氧基-1,3-二氯-1,3-二苯基二硅氧烷(5a)和1,1,3,3-四(二乙氨基)-1,3-二苯基二硅氧烷(6)分别。1,3-二异氰酸根合-1,3-二异丙氧基-1,3-二苯基二硅氧烷 (4) 和 1,3-二叔丁氧基-1,3-二异氰酸根合-1,3-二苯基二硅氧烷 (5b) 通过反应合成2 分别与 2-丙醇和叔丁醇。5a 或 5b 水解得到 1,3-二叔丁氧基-1,3-二苯基二硅氧烷-1，3-二醇 (7)。1,3-二苯基二硅氧烷-1,1,3,3-四醇 (8) 从 1

  DOI：

  10.1246/bcsj.76.1983

文献信息

• Silanol Compound, Composition, and Method for Producing Silanol Compound
  申请人：NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY

  公开号：US20170183363A1

  公开（公告）日：2017-06-29

  The purpose of the present invention is to provide silanol compounds that can be used as raw materials of siloxane compounds and the like, and a composition of the silanol compounds, as well as to provide a production method that makes it possible to produce silanol compounds at excellent yield. A composition comprising 5 mass % to 100 mass % of a silanol compound represented by Formulas (A) to (C) can be prepared by devising to produce silanol compounds under water-free conditions, to produce silanol compounds in a solvent having the effect of suppressing the condensation of silanol compounds, and to perform other such processes, the composition being able to be used as a raw material or the like of siloxane compounds because the silanol compounds can be stably present in the resulting composition.

  本发明的目的是提供可用作硅氧烷化合物等原料的硅醇化合物，以及硅醇化合物的组合物，并提供一种能够以优异产率生产硅醇化合物的生产方法。通过设计在无水条件下生产硅醇化合物，使用具有抑制硅醇化合物缩合作用的溶剂生产硅醇化合物，并执行其他类似过程，可以制备包含按照(A)至(C)式表示的硅醇化合物质量百分含量为5%至100%的组合物。由于硅醇化合物可以稳定存在于所得组合物中，因此该组合物可用作硅氧烷化合物等的原料。
• Nonhydrolytic Synthesis of Silanols by the Hydrogenolysis of Benzyloxysilanes
  作者：Masayasu Igarashi、Tomohiro Matsumoto、Kazuhiko Sato、Wataru Ando、Shigeru Shimada

  DOI：10.1246/cl.131079

  日期：2014.4.5

  The hydrogenolysis of benzyloxysilanes was smoothly catalyzed by Pd/C in THF to give corresponding silanols under nonhydrolytic conditions. The reaction proved to be applicable to various benzyloxysilanes giving silanemonools, diol, and triol.

  苄氧基硅烷的氢解反应在THF中由Pd/C平稳催化，生成相应的硅醇，且不需要水解条件。该反应适用于多种苄氧基硅烷，产生硅醇、二醇和三醇。
• Acid-Catalyzed Condensation Reaction of Phenylsilanetriol: Unexpected Formation of <i>cis,trans</i>-1,3,5-Trihydroxy-1,3,5-triphenylcyclotrisiloxane as the Main Product and Its Isolation
  作者：Fujio Yagihashi、Masayasu Igarashi、Yumiko Nakajima、Wataru Ando、Kazuhiko Sato、Yoshiyuki Yumoto、Chinami Matsui、Shigeru Shimada

  DOI：10.1021/om500691c

  日期：2014.11.24

  characterized by spectroscopic methods and single-crystal X-ray diffraction. This compound was believed to be highly unstable and only exist as a transient species in low concentration during the condensation reaction of phenylsilanetriol or its precursors. The isolated pure cyclotrisiloxane is, however, surprisingly stable even in acidic solution and partially isomerizes to the cis,cis isomer.

  顺式，反式-1,3,5-三羟基-1,3,5-三苯基环三硅氧烷已成功分离，并通过光谱法和单晶X射线衍射进行了充分表征。该化合物被认为是高度不稳定的，并且仅在苯基硅烷三醇或其前体的缩合反应期间以低浓度作为过渡物种存在。然而，即使在酸性溶液中，分离的纯的环三硅氧烷也出乎意料地稳定并且部分异构化为顺式，顺式异构体。
• Synthesis of colloidal Janus nanoparticles by asymmetric capping of mesoporous silica with phenylsilsesquioxane
  作者：Hiroto Ujiie、Atsushi Shimojima、Kazuyuki Kuroda

  DOI：10.1039/c4cc10064f

  日期：——

  Janus-type mesoporous silica nanoparticles asymmetrically capped with non-porous phenylsilsesquioxane have been prepared by simply adding phenyltriethoxysilane to an aqueous dispersion of mesostructured silica–surfactant composite nanoparticles.

  直接给您翻译结果：

  通过将苯三乙氧基硅烷简单地加入介孔硅-表面活性剂复合纳米粒子的水分散液中，制备了非均质封顶非多孔苯基硅氧烷的Janus型介孔二氧化硅纳米粒子。

• The enzymatic cleavage of Si–O bonds: A kinetic analysis of the biocatalyzed hydrolysis of phenyltrimethoxysilane
  作者：Mark B. Frampton、Razvan Simionescu、Travis Dudding、Paul M. Zelisko

  DOI：10.1016/j.molcatb.2010.04.002

  日期：2010.9

  Previously we reported the ability of trypsin to mediate the cross-linking of alkoxysily-functionalized silicone polymers. Although enzymes and silicon-containing compounds are not necessarily incompatible species, the exact mechanism of how enzymes process silicon substrates is not fully understood. The focus of this current work was to examine the reaction kinetics associated with the processing of an alkoxysilane substrate by enzymes using Si-29 NMR so as to gain a greater insight into the actual reaction mechanism, especially those involving more complex silicone systems. A series of time course Si-29 NMR experiments using D2O revealed that the trypsin-mediated hydrolysis of a single alkoxy moiety in water is a pseudo-first order reaction. The relative effect of the enzyme was determined to be beta = 3.549 while the relative effect of water was gamma = 3.325. Prolonged contact with phenyltrimethoxysilane was not sufficiently deleterious to the enzyme and did not induce the complete and irreversible denaturation of trypsin. Computational evidence suggests that while in the active site of the enzyme, serine addition to silicon to forms a pentacoordinate species and is favoured over histidine addition. (C) 2010 Elsevier B.V. All rights reserved.