2-甲基-2-丙烯酸三丁基硅烷基酯 | 22414-62-6

• 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
• 中文名称: 2-甲基-2-丙烯酸三丁基硅烷基酯
• 中文别名: 英文名称:TRI-N-BUTYLSILYLMETHACRYLATE
• 英文名称: tributylsilyl methacrylate
• 英文别名: tri-n-butyl-1-methacryloyloxy-silane；tri-n-butylsilyl (meth)acrylate；tri-n-butylsilyl methacrylate；Tributylsilyl-α-methacrylat；Tributylsilyl-methacrylat；tributylsilyl 2-methylprop-2-enoate
• CAS: 22414-62-6
• 化学式: C₁₆H₃₂O₂Si
• 分子量: 284.514
• InChiKey: WEAZWKYSTGLBSQ-UHFFFAOYSA-N

物化性质

• 沸点：
  97 °C(Press: 0.3 Torr)
• 密度：
  0.8841 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  5.45
• 重原子数：
  19
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2931900090

反应信息

• 作为产物：
  描述：

  甲基丙烯酸 、 tributylsilanol 在 formamide 4-甲氧基苯酚 作用下， 以 正庚烷 为溶剂， 120.0~140.0 ℃ 、101.33 kPa 条件下， 生成 2-甲基-2-丙烯酸三丁基硅烷基酯
  参考文献：
  名称：

  Process for the production of silyl carboxylate monomers

  摘要：

  描述了一种生产式(I)的烃基硅烯烃基酸酯的方法，其中n代表从0到1000的二烷基硅氧烷单元的数量。该过程包括将式(II)的不饱和羧酸与式(III)的烃基硅基化合物反应，所述反应在硅亲合催化剂存在下进行。

  公开号：

  EP1431301A1

文献信息

• Two New Catalysts for the Dehydrogenative Coupling Reaction of Carboxylic Acids with Silanes—Convenient Methods for an Atom‐Economical Preparation of Silyl Esters
  作者：Guo‐Bin Liu、Hong‐Yun Zhao、Thies Thiemann

  DOI：10.1080/00397910701465669

  日期：2007.8

  Abstract Tris(triphenylphosphine)cuprous chloride [Cu(PPh3)3Cl] has been found to be an efficient catalyst for the dehydrosilylation of carboxylic acids with silanes. In the presence of 4 mol% Cu(PPh3)3Cl, dehydrosilylation reactions in acetonitrile afforded the corresponding silyl esters at 80°C in good yields. It was noted that triphenylphosphine itself also functions as an adequate catalyst for

  摘要 三（三苯基膦）氯化亚铜 [Cu(PPh3)3Cl] 已被发现是羧酸与硅烷脱氢硅烷化的有效催化剂。在 4 mol% Cu(PPh3)3Cl 存在下，乙腈中的脱氢硅烷化反应在 80°C 下以良好的产率得到相应的甲硅烷基酯。注意到三苯基膦本身也用作反应的适当催化剂。
• Triphenylphosphine-Catalyzed Dehydrogenative Coupling Reaction of Carboxylic Acids with Silanes – A Convenient Method for the Preparation of Silyl Esters
  作者：Guo-Bin Liu、Hong-Yun Zhao、Thies Thiemann

  DOI：10.1002/adsc.200600338

  日期：2007.4.2

  Triphenylphosphine has been found to be an efficient catalyst for the dehydrosilylation of carboxylic acids with silanes. In the presence of 4 mol % of triphenylphosphine (PPh3), dehydrosilylation reactions in DMF afforded the corresponding silyl esters at 120 °C in good yield.

  已经发现三苯膦是羧酸与硅烷的脱氢硅烷化的有效催化剂。在4mol％的三苯基膦（PPh 3）的存在下，在DMF中的脱氢甲硅烷基化反应在120℃下以良好的产率提供了相应的甲硅烷基酯。
• Preparation of Silyl Esters by ZnCl₂-Catalyzed Dehydrogenative Cross-Coupling of Carboxylic Acids and Silanes
  作者：Guo-Bin Liu

  DOI：10.1055/s-2006-941576

  日期：2006.6

  An efficient route to silyl esters by dehydrogenative cross-coupling of silanes and carboxylic acids was investigated. Treatment of silanes and carboxylic acids in the presence of 15mol% of ZnCl2 in DMF at 120 °C afforded the corresponding ­silyl esters in good yields under relatively mild conditions.

  研究了一种通过硅烷和羧酸的脱氢交叉偶联高效合成硅酸酯的方法。在120°C下，硅烷和羧酸在15摩尔%的ZnCl2和DMF存在下反应，能够在相对温和的条件下获得相应的硅酸酯，产率良好。
• Process for the preparation of trialkylsilylated carboxylate monomers, the obtained trialkylsilylated carboxylate monomers and their use in antifouling coatings
  申请人：SIGMA COATINGS B.V.

  公开号：EP1295888A1

  公开（公告）日：2003-03-26

  Process for the preparation of trialkylsilylated carboxylate monomers of general formula (I) wherein R1, R2, R3 each independently represent an alkyl or an aryl group, R4 represents a hydrogen atom or a methyl group or ―CH2-COOSiR1R2R3 wherein R1, R2, R3 are as already defined, R5 represents a hydrogen atom, an alkyl group or ―COOR6 wherein R6 represents an alkyl group or SiR1R2R3 wherein R1R2R3 are as already defined, which process comprises the steps of reacting: an acyloxysilane of formula (II)         R7-COO-SiR1R2R3     (II) wherein R1, R2, and R3 are as already defined above and, R7 is a hydrogen atom, a C1-C3 alkyl group, a partially or totally hydrogenated C1-C3 alkyl group with an unsaturated carboxylic acid of formula (III), wherein R4 is a hydrogen atom or a methyl group or CH2COOH and, R5 has the same meaning as that defined above.

  制备一般式（I）的三烷基硅酰基羧酸酯单体的方法，其中R1、R2、R3分别独立表示烷基或芳基，R4表示氢原子或甲基或―CH2-COOSiR1R2R3，其中R1、R2、R3如上所定义，R5表示氢原子、烷基或―COOR6，其中R6表示烷基或SiR1R2R3，其中R1R2R3如上所定义，所述方法包括以下步骤：将一种具有式（II）的酰氧硅烷与一种具有式（III）的不饱和羧酸反应，其中R1、R2、R3如上所定义，R7是氢原子、C1-C3烷基、部分或完全氢化的C1-C3烷基，R4是氢原子或甲基或CH2COOH，R5的含义与上述定义相同。
• Convenient Synthesis of Tributylsilyl Methacrylate
  作者：David Mancardi、Michèle Sindt、Jean‐Michel Paul、Jean‐Luc Mieloszynski

  DOI：10.1080/00397910701462757

  日期：2007.10.1

  Abstract To replace antifouling paints containing organotin compounds and to develop self‐polishing coatings free of toxicity, we describe here the synthesis of a new polymerizable molecule containing silicon: tributylsilyl methacrylate.

  摘要 为了取代含有有机锡化合物的防污漆并开发无毒的自抛光涂料，我们在此描述了一种新的含硅可聚合分子：甲基丙烯酸三丁基甲硅烷酯的合成。