3-(methylpropenoyloxy)propyltrihydroxysilane | 18834-30-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-(methylpropenoyloxy)propyltrihydroxysilane
• 英文别名: 3-(Trihydroxysilyl)propyl methacrylate；3-(Trihydroxysilyl)propyl 2-methylprop-2-enoate；3-trihydroxysilylpropyl 2-methylprop-2-enoate
• CAS: 18834-30-5
• 化学式: C₇H₁₄O₅Si
• 分子量: 206.271
• InChiKey: IEHPAAVNVAOMQP-UHFFFAOYSA-N

物化性质

• 沸点：
  363.0±44.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.59
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(methylpropenoyloxy)propyltrihydroxysilane 、 三甲基氯硅烷 、 二甲基一氯硅烷 生成 3-[dimethylsilyloxy-bis(trimethylsilyloxy)silyl]propyl 2-methylprop-2-enoate
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(异丁烯酰氧)丙基三甲氧基硅烷 在 水 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 生成 3-(methylpropenoyloxy)propyltrihydroxysilane
  参考文献：
  名称：

  Novel polysilsesquioxane hybrid polymer electrolytes for lithium ion batteries

  摘要：

  通过在一个容器中合成完全缩合的高分子量梯形聚甲基丙烯酰氧基丙基硅倍半氧烷（LPMASQ），并使用一种简单的碱催化体系，制备了一种新型的无机-有机杂化交联剂。由于不含未缩合的硅醇基团，完全缩合的LPMASQ具有良好的热稳定性（约380°C）和电化学稳定性（约5.0 V）。LPMASQ在各种有机溶剂中以及碳酸乙酯-碳酸二乙酯（EC-DEC，3/7，v/v）电解质溶液中完全凝胶化的1 M LiPF6中均具有良好的溶解性，即使在浓度非常低的2 wt%时，也能通过快速热固化和光固化实现。这些现象归因于LPMASQ的聚合物性质，即在刚性双链硅氧烷主链上含有超过一百个甲基丙烯基团。据我们所知，使用2 wt%的凝胶剂形成凝胶聚合物电解质是迄今为止报道的最低凝胶浓度。这带来了高离子电导率（约6.0 mS cm-1）、优异的库仑效率和电池性能，可与纯液体电解质媲美。基于LPMASQ的GPE具有交联剂含量低、热稳定性和电化学稳定性高、热固化和光固化速度快、加工简单以及锂离子电池性能优异等特点，为未来工业电池应用提供了

  DOI：

  10.1039/c3ta14290f

文献信息

• Vulcanization Characteristics and Dynamic Mechanical Behavior of Natural Rubber Reinforced with Silane Modified Silica
  作者：Wunpen Chonkaew、Withawat Minghvanish、Ulchulee Kungliean、Nutthaya Rochanawipart、Witold Brostow

  DOI：10.1166/jnn.2011.3563

  日期：2011.3.1

  Two silane coupling agents were used for hydrolysis-condensation reaction modification of nanosilica surfaces. The surface characteristics were analyzed using Fourier transform infrared spectroscopy (FTIR). The vulcanization kinetics of natural rubber (NR) + silica composites was studied and compared to behavior of the neat NR using differential scanning calorimetry (DSC) in the dynamic scan mode. Dynamic mechanical analysis (DMA) was performed to evaluate the effects of the surface modification. Activation energy E a values for the reaction are obtained. The presence of silica, modified or otherwise, inhibits the vulcanization reaction of NR. The neat silica containing system has the lowest cure rate index and the highest activation energy for the vulcanization reaction. The coupling agent with longer chains causes more swelling and moves the glass transition temperature T g downwards. Below the glass transition region, silica causes a lowering of the dynamic storage modulus G', a result of hindering the cure reaction. Above the glass transition, silica—again modified or otherwise—provides the expected reinforcement effect.

  采用两种硅烷偶联剂对纳米二氧化硅表面进行水解缩合反应改性。使用傅里叶变换红外光谱（FTIR）分析表面特征。使用差示扫描量热法 (DSC) 在动态扫描模式下研究了天然橡胶 (NR) + 二氧化硅复合材料的硫化动力学，并与纯 NR 的行为进行了比较。进行动态机械分析（DMA）来评估表面改性的效果。获得反应的活化能E a 值。二氧化硅的存在，无论是改性的还是其他的，都会抑制 NR 的硫化反应。纯二氧化硅体系具有最低的固化速率指数和最高的硫化反应活化能。具有较长链的偶联剂导致更多的溶胀并使玻璃化转变温度T g 下降。在玻璃化转变区域以下，二氧化硅会导致动态储能模量 G' 降低，从而阻碍固化反应。在玻璃化转变温度之上，二氧化硅（再次改性或以其他方式）提供了预期的增强效果。
• Hydrophobic and flexible conductive films consisting of PEDOT:PSS-PBA/fluorine-modified silica and their performance in weather stability
  作者：Hui-En Yin、Feng-Hsi Huang、Wen-Yen Chiu

  DOI：10.1039/c2jm31352a

  日期：——

  In this research, an innovative approach to increase the hydrophobic property and weather stability of the flexible conductive films was demonstrated. A flexible PEDOT:PSS-PBA conductive film was prepared by using poly(styrenesulfonate)-poly(butyl acrylate) (PSS-PBA) soft latex as a polymeric template to prepare poly(3,4-ethylenedioxythiophene) (PEDOT). Fluorine-modified silica was synthesized and surface-modified by the coupling agents, 3-(trimethoxysilyl) propyl methacrylate (MSMA) and 1H,1H,2H,2H-perfluorooctyltriethoxysilane (PFOTES). The formed fluorine-modified silica was introduced into a PEDOT:PSS-PBA conductive material by two approaches: blending and coating. The optoelectronic property and surface morphology of the PEDOT:PSS-PBA/silica thin film were investigated. Furthermore, the hydrophobic property was measured by the water contact angle. In addition, the weather stability was also examined to compare the conductivity decay in the high humidity circumstance. The result showed that flexible PEDOT:PSS-PBA/silica conductive films not only sustained the excellent optoelectronic property from PEDOT:PSS, but also achieved a superior water contact angle (>90°) and weather stability.

  在这项研究中，展示了一种提高柔性导电薄膜疏水性和耐候稳定性的创新方法。以聚（苯乙烯磺酸）-聚（丙烯酸丁酯）（PSS-PBA）软胶乳为聚合物模板制备聚（3,4-亚乙二氧基噻吩）（PEDOT），制备出柔性 PEDOT:PSS-PBA 导电薄膜。合成了氟改性二氧化硅，并用偶联剂 3-（三甲氧基硅基）甲基丙烯酸丙酯（MSMA）和 1H,1H,2H,2H-全氟辛基三乙氧基硅烷（PFOTES）对其进行表面改性。通过混合和涂覆两种方法，将形成的氟改性二氧化硅引入到 PEDOT:PSS-PBA 导电材料中。研究了 PEDOT:PSS-PBA/ 二氧化硅薄膜的光电特性和表面形态。此外，还通过水接触角测量了疏水特性。此外，还考察了其气候稳定性，以比较其在高湿度环境下的电导率衰减情况。结果表明，柔性 PEDOT:PSS-PBA/silica 导电薄膜不仅保持了 PEDOT:PSS 的优异光电特性，而且还具有出色的水接触角（大于 90°）和气候稳定性。
• Organofunctional alkoxysilanes in dilute aqueous solution: new accounts on the dynamic structural mutability
  作者：Fatmir Beari、Marcus Brand、Peter Jenkner、Robert Lehnert、Hans Jürgen Metternich、Jaroslaw Monkiewicz、H.W. Siesler

  DOI：10.1016/s0022-328x(01)00650-7

  日期：2001.4

  The condensation of alkyltrialkoxysilanes was studied using time-dependent H-1- and Si-29-NMR spectroscopy. The main goal was to correlate the results of these investigations with standard conditions in technical applications of the most commonly used commercial silane adhesion promoters. Thus. experiments with 3-aminopropyltriethoxysilane (DYNASYLAN (R) AMEO), 3-glycidyloxypropyltrimethoxysilane (DYNASYLAN (R) GLYMO) and 3-methacryloxypropyltrimethoxysilane (DYNASYLAN (R) MEMO) were carried out in aqueous solutions at a selected range of concentrations. This investigation reflects a convenient way to determine the total concentration of reactive silanol groups during the course of the reaction, Moreover, the activity of the solution in adhesion promoting processes can be monitored and measured, (C) 2001 Elsevier Science B.V. All rights reserved.
• ——
  作者：DZEHNBAYASI MITIO、 KURITA ATSUSI、 SATO TSUNEHO

  DOI：——

  日期：——
• Novel polysilsesquioxane hybrid polymer electrolytes for lithium ion batteries
  作者：Albert Sung Soo Lee、Jin Hong Lee、Jong-Chan Lee、Soon Man Hong、Seung Sang Hwang、Chong Min Koo

  DOI：10.1039/c3ta14290f

  日期：——

  A novel inorganic–organic hybrid crosslinker was prepared through synthesis of a fully condensed, high molecular weight ladder-like poly(methacryloxypropyl)silsesquioxane (LPMASQ) in one pot with a facile, base-catalysed system. The fully condensed LPMASQ revealed good thermal (∼380 °C) and electrochemical stability (∼5.0 V) due to the absence of uncondensed silanol groups. LPMASQ also revealed good solubility in various organic solvents and fully gelated 1 M LiPF6 in ethyl carbonate–diethyl carbonate (EC–DEC, 3/7, v/v) electrolyte solution through fast thermal and photocuring even at a very low concentration of 2 wt%. These observations were attributed to the polymeric nature of LPMASQ containing over one hundred methacryl moieties on the rigid double-stranded siloxane backbone. To the best of our knowledge, formation of a gel polymer electrolyte with 2 wt% gelator is the smallest gelation concentration that has ever been reported. This leads to high ionic conductivity (∼6.0 mS cm−1), excellent Coulombic efficiency and battery cell performance, comparable with those of the neat liquid electrolyte. The small crosslinker content, thermal and electrochemical stability, fast thermal and photocuring and facile processing of the LPMASQ based GPEs, as well as excellent Li battery cell performances strongly hold great promise for future industrial battery applications.

  通过在一个容器中合成完全缩合的高分子量梯形聚甲基丙烯酰氧基丙基硅倍半氧烷（LPMASQ），并使用一种简单的碱催化体系，制备了一种新型的无机-有机杂化交联剂。由于不含未缩合的硅醇基团，完全缩合的LPMASQ具有良好的热稳定性（约380°C）和电化学稳定性（约5.0 V）。LPMASQ在各种有机溶剂中以及碳酸乙酯-碳酸二乙酯（EC-DEC，3/7，v/v）电解质溶液中完全凝胶化的1 M LiPF6中均具有良好的溶解性，即使在浓度非常低的2 wt%时，也能通过快速热固化和光固化实现。这些现象归因于LPMASQ的聚合物性质，即在刚性双链硅氧烷主链上含有超过一百个甲基丙烯基团。据我们所知，使用2 wt%的凝胶剂形成凝胶聚合物电解质是迄今为止报道的最低凝胶浓度。这带来了高离子电导率（约6.0 mS cm-1）、优异的库仑效率和电池性能，可与纯液体电解质媲美。基于LPMASQ的GPE具有交联剂含量低、热稳定性和电化学稳定性高、热固化和光固化速度快、加工简单以及锂离子电池性能优异等特点，为未来工业电池应用提供了