4''-Methyl-[1,1';4',1'']terphenyl-4-carboxylic acid ethyl ester | 217086-45-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4''-Methyl-[1,1';4',1'']terphenyl-4-carboxylic acid ethyl ester
• 英文别名: Ethyl 4-[4-(4-methylphenyl)phenyl]benzoate
• CAS: 217086-45-8
• 化学式: C₂₂H₂₀O₂
• 分子量: 316.4
• InChiKey: NQMATMSSKCNEIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4''-Methyl-[1,1';4',1'']terphenyl-4-carboxylic acid ethyl ester 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 4''-Acetylsulfanylmethyl-[1,1';4',1'']terphenyl-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Fabrication of a Carboxyl-Terminated Organic Surface with Self-Assembly of Functionalized Terphenylthiols:  The Importance of Hydrogen Bond Formation

  摘要：

  Self-assembled monolayers (SAMs) were prepared from different oligophenylthiol molecules (terphenylthiol, (C6H5C6H4C6H4SH, TPT), terphenylmethanethiol (C6H5C6H4C6H4CH2SH, TPMT), and carboxy terphenylmethanethiol (HOOCC6H4C6H4C6H4CH2SH, CTPMT)) on Au substrates. Compared to the more commonly used alkanethiols this class of organothiols has a much more rigid backbone. It is demonstrated that for organothiols with a strongly interacting function at the omega-position the larger mechanical rigidity significantly affects the molecular structure of the self-assembled films. Whereas the unsubstituted terphenylthiols, TPT and TPMT, form well-ordered monolayers with an average tilt angle of 27 degrees +/- 5 degrees, immersion into ethanolic solutions of the COOH-functionalized terphenylmethanethiol CTPMT yields highly oriented bilayers. The second layer is linked to the first layer by hydrogen bonds. This double-layer formation has not been observed for the corresponding alkanethiols. Single layers of CTPMT on gold could, however, be prepared by adsorption from a mixture with trifluoroacetic acid (TFA) or by immersion of the bilayers into TFA. The immersion of the bilayers into potassium hydroxide solutions leads to the intercalation of potassium ions into the bilayers without removal of the second layer.

  DOI：

  10.1021/ja981872s
• 作为产物：
  描述：

  4-甲苯硼酸 、 ethyl 4'-bromobiphenyl-4-carboxylate 生成 4''-Methyl-[1,1';4',1'']terphenyl-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Fabrication of a Carboxyl-Terminated Organic Surface with Self-Assembly of Functionalized Terphenylthiols:  The Importance of Hydrogen Bond Formation

  摘要：

  Self-assembled monolayers (SAMs) were prepared from different oligophenylthiol molecules (terphenylthiol, (C6H5C6H4C6H4SH, TPT), terphenylmethanethiol (C6H5C6H4C6H4CH2SH, TPMT), and carboxy terphenylmethanethiol (HOOCC6H4C6H4C6H4CH2SH, CTPMT)) on Au substrates. Compared to the more commonly used alkanethiols this class of organothiols has a much more rigid backbone. It is demonstrated that for organothiols with a strongly interacting function at the omega-position the larger mechanical rigidity significantly affects the molecular structure of the self-assembled films. Whereas the unsubstituted terphenylthiols, TPT and TPMT, form well-ordered monolayers with an average tilt angle of 27 degrees +/- 5 degrees, immersion into ethanolic solutions of the COOH-functionalized terphenylmethanethiol CTPMT yields highly oriented bilayers. The second layer is linked to the first layer by hydrogen bonds. This double-layer formation has not been observed for the corresponding alkanethiols. Single layers of CTPMT on gold could, however, be prepared by adsorption from a mixture with trifluoroacetic acid (TFA) or by immersion of the bilayers into TFA. The immersion of the bilayers into potassium hydroxide solutions leads to the intercalation of potassium ions into the bilayers without removal of the second layer.

  DOI：

  10.1021/ja981872s

文献信息

• POLYMERIZABLE COMPOUNDS AND THE USE THEREOF IN LIQUID-CRYSTAL DISPLAYS
  申请人：MERCK PATENT GMBH

  公开号：US20140375943A1

  公开（公告）日：2014-12-25

  The present invention relates to polymerizable compounds, to processes and intermediates for the preparation thereof, to liquid-crystal (LC) media comprising them, and to the use of the polymerizable compounds and LC media for optical, electro-optical and electronic purposes, in particular in LC displays, especially in LC displays of the PSA (“polymer sustained alignment”) type.

  本发明涉及可聚合化合物、其制备过程和中间体、包含它们的液晶（LC）介质，以及将可聚合化合物和LC介质用于光学、电光和电子目的的使用，特别是在LC显示器中，特别是在PSA（“聚合物持续定向”）类型的LC显示器中。
• US9567526B2
  申请人：——

  公开号：US9567526B2

  公开（公告）日：2017-02-14
• Fabrication of a Carboxyl-Terminated Organic Surface with Self-Assembly of Functionalized Terphenylthiols:  The Importance of Hydrogen Bond Formation
  作者：Hans-Jörg Himmel、Andreas Terfort、Christof Wöll

  DOI：10.1021/ja981872s

  日期：1998.11.1

  Self-assembled monolayers (SAMs) were prepared from different oligophenylthiol molecules (terphenylthiol, (C6H5C6H4C6H4SH, TPT), terphenylmethanethiol (C6H5C6H4C6H4CH2SH, TPMT), and carboxy terphenylmethanethiol (HOOCC6H4C6H4C6H4CH2SH, CTPMT)) on Au substrates. Compared to the more commonly used alkanethiols this class of organothiols has a much more rigid backbone. It is demonstrated that for organothiols with a strongly interacting function at the omega-position the larger mechanical rigidity significantly affects the molecular structure of the self-assembled films. Whereas the unsubstituted terphenylthiols, TPT and TPMT, form well-ordered monolayers with an average tilt angle of 27 degrees +/- 5 degrees, immersion into ethanolic solutions of the COOH-functionalized terphenylmethanethiol CTPMT yields highly oriented bilayers. The second layer is linked to the first layer by hydrogen bonds. This double-layer formation has not been observed for the corresponding alkanethiols. Single layers of CTPMT on gold could, however, be prepared by adsorption from a mixture with trifluoroacetic acid (TFA) or by immersion of the bilayers into TFA. The immersion of the bilayers into potassium hydroxide solutions leads to the intercalation of potassium ions into the bilayers without removal of the second layer.