4-nonyl-2'',3''-difluoro-1,1':4',1''-terphenyl | 179817-69-7

• 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-nonyl-2'',3''-difluoro-1,1':4',1''-terphenyl
• 英文别名: 4§-nonyl-2,3-difluoro-p-terphenyl；1,2-Difluoro-3-[4-(4-nonylphenyl)phenyl]benzene
• CAS: 179817-69-7
• 化学式: C₂₇H₃₀F₂
• 分子量: 392.532
• InChiKey: HLHANZNJIAIRST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-nonyl-2'',3''-difluoro-1,1':4',1''-terphenyl 在 吡啶 、 正丁基锂 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Cyanoalkyl difluoro-terphenyl-carboxylate chiral dopants

  摘要：

  A liquid crystal like difluoroterphenyl chiral dopant was synthesized to match the dimensions of a host chiral dopant mixture. The melting point of the chiral dopants was decreased by increasing the length of the alkyl chain. The melting point of the chiral dopants also decreased when fluorine was on the same ring as the ester i.e. at 2 '', 3 '' position. These dopants were formulated with terphenyl host mixture and liquid crystal properties were assessed. New dopants, when added to the host mixture, maintain SmA(1) but the SmC2 phase was reduced markedly. There was a decrease in spontaneous polarisation when fluorine was on the same ring as the ester i.e. at 2 '', 3 '' position. As the molecular weight of the chiral dopant increased (pentyl -> heptyl -> nonyl), spontaneous polarisation decreased. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molliq.2012.03.018
• 作为产物：
  描述：

  4-nonanoyl-4′-bromobiphenyl 在 四(三苯基膦)钯 、 sodium carbonate 、 一水合肼 、 potassium hydroxide 作用下， 以 乙二醇二甲醚 、 二乙二醇 为溶剂， 反应 8.0h， 生成 4-nonyl-2'',3''-difluoro-1,1':4',1''-terphenyl
  参考文献：
  名称：

  偶联反应合成4-烷基-2''，3''二氟三联苯腈

  摘要：

  液晶中手性的研究是液晶科学中最有趣的领域之一。已经合成了在4-中具有两个侧向氟取代基和烷基取代基的液晶三联苯。应用了收敛方法，该方法涉及在钯催化的交叉偶联反应中使用芳基硼酸和芳基卤化物。所有的二氟三联苯都产生近晶C相。非手性主体混合物HM1中的4-烷基-2''，3-二氟三苯基丁腈的混合物产生铁电液晶性质。发现铁电性能高度依赖于与手性掺杂剂连接的烷基链的相对长度。使用光学偏振显微镜，差示扫描量热法，核磁共振，

  DOI：

  10.1016/j.molliq.2012.08.012

文献信息

• Synthesis of 4-Alkyl-2′′, 3′′ difluoro terphenyl nitrile using coupling reactions
  作者：Zohra N. Kayani、Robert A. Lewis、Shahzad Naseem

  DOI：10.1016/j.molliq.2012.08.012

  日期：2012.11

  Study of chirality in liquid crystals is one of the most interesting areas of liquid crystal science. Liquid crystalline terphenyls with two lateral fluoro substituent and alkyl substituent in the 4- have been synthesised. Convergent approach was applied which involved the use of arylboronic acids and aryl halides in palladium-catalysed cross-coupling reactions. All the diifluoroterphenyls generate

  液晶中手性的研究是液晶科学中最有趣的领域之一。已经合成了在4-中具有两个侧向氟取代基和烷基取代基的液晶三联苯。应用了收敛方法，该方法涉及在钯催化的交叉偶联反应中使用芳基硼酸和芳基卤化物。所有的二氟三联苯都产生近晶C相。非手性主体混合物HM1中的4-烷基-2''，3-二氟三苯基丁腈的混合物产生铁电液晶性质。发现铁电性能高度依赖于与手性掺杂剂连接的烷基链的相对长度。使用光学偏振显微镜，差示扫描量热法，核磁共振，
• FLUORINATED OLIGOPHENYLS AND THEIR USE IN LIQUID CRYSTAL MATERIALS
  申请人：MERCK PATENT GmbH

  公开号：EP0329752B1

  公开（公告）日：1993-03-17
• US5273680A
  申请人：——

  公开号：US5273680A

  公开（公告）日：1993-12-28
• Cyanoalkyl difluoro-terphenyl-carboxylate chiral dopants
  作者：Zohra N. Kayani、Robert A. Lewis、Shahzad Naseem

  DOI：10.1016/j.molliq.2012.03.018

  日期：2012.6

  A liquid crystal like difluoroterphenyl chiral dopant was synthesized to match the dimensions of a host chiral dopant mixture. The melting point of the chiral dopants was decreased by increasing the length of the alkyl chain. The melting point of the chiral dopants also decreased when fluorine was on the same ring as the ester i.e. at 2 '', 3 '' position. These dopants were formulated with terphenyl host mixture and liquid crystal properties were assessed. New dopants, when added to the host mixture, maintain SmA(1) but the SmC2 phase was reduced markedly. There was a decrease in spontaneous polarisation when fluorine was on the same ring as the ester i.e. at 2 '', 3 '' position. As the molecular weight of the chiral dopant increased (pentyl -> heptyl -> nonyl), spontaneous polarisation decreased. (C) 2012 Elsevier B.V. All rights reserved.