1,4-bis(diethoxyphosphinylmethyl)-2,5-diethoxybenzene | 62277-59-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-bis(diethoxyphosphinylmethyl)-2,5-diethoxybenzene
• 英文别名: 1,4-Bis(diethylphosphonomethyl)-2,5-diethoxybenzene；1,4-bis(diethoxyphosphorylmethyl)-2,5-diethoxybenzene
• CAS: 62277-59-2
• 化学式: C₂₀H₃₆O₈P₂
• 分子量: 466.449
• InChiKey: CSWLAYUUABRQJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  30
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,4-bis(diethoxyphosphinylmethyl)-2,5-diethoxybenzene 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 (E,E)-2,5-diethoxy-1,4-bis[p-(bromomethyl)styryl]benzene
  参考文献：
  名称：

  Fabrication of Steady Junctions Consisting of α,ω-Bis(thioacetate) Oligo(p-phenylene vinylene)s in Nanogap Electrodes

  摘要：

  For obtaining molecular devices using metal-molecule-metal junctions, it is necessary to fabricate a steady conductive bridge-structure; that is stable chemical bonds need to be established from a single conductive molecule to two facing electrodes. In the present paper, we show that the steadiness of a conductive bridge-structure depends on the molecular structure of the bridge molecule for nanogap junctions using three types of modified oligo(phenylene vinylene)s (OPVs): alpha,omega-bis(thioacetate) oligo(phenylene vinylene) (OPV1), alpha,omega-bis(methylthioacetate) oligo(phenylene vinylene) (OPV2), and OPV2 consisting of ethoxy side chains (OPV3). We examined the change in resistance between the molecule-bridged junction and a bare junction in each of the experimental Au-OPV-Au junctions to confirm whether molecules formed steady bridges. Herein, the outcomes of whether molecules formed steady bridges were defined in terms of three types of result; successful, possible and failure. We define the ratio of the number of successful junctions to the total number of experimental junctions as successful rate. A 60% successful rate for OPV3 was higher than for the other two molecules whose successful rates were estimated to be similar to 10%. We propose that conjugated molecules consisting of methylthioacetate termini and short alkoxy side chains are well suited for fabricating a steady conductive bridge-structure between two facing electrodes.

  DOI：

  10.1021/ja062561h
• 作为产物：
  描述：

  对二乙氧基苯 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 反应 4.0h， 生成 1,4-bis(diethoxyphosphinylmethyl)-2,5-diethoxybenzene
  参考文献：
  名称：

  Fabrication of Steady Junctions Consisting of α,ω-Bis(thioacetate) Oligo(p-phenylene vinylene)s in Nanogap Electrodes

  摘要：

  For obtaining molecular devices using metal-molecule-metal junctions, it is necessary to fabricate a steady conductive bridge-structure; that is stable chemical bonds need to be established from a single conductive molecule to two facing electrodes. In the present paper, we show that the steadiness of a conductive bridge-structure depends on the molecular structure of the bridge molecule for nanogap junctions using three types of modified oligo(phenylene vinylene)s (OPVs): alpha,omega-bis(thioacetate) oligo(phenylene vinylene) (OPV1), alpha,omega-bis(methylthioacetate) oligo(phenylene vinylene) (OPV2), and OPV2 consisting of ethoxy side chains (OPV3). We examined the change in resistance between the molecule-bridged junction and a bare junction in each of the experimental Au-OPV-Au junctions to confirm whether molecules formed steady bridges. Herein, the outcomes of whether molecules formed steady bridges were defined in terms of three types of result; successful, possible and failure. We define the ratio of the number of successful junctions to the total number of experimental junctions as successful rate. A 60% successful rate for OPV3 was higher than for the other two molecules whose successful rates were estimated to be similar to 10%. We propose that conjugated molecules consisting of methylthioacetate termini and short alkoxy side chains are well suited for fabricating a steady conductive bridge-structure between two facing electrodes.

  DOI：

  10.1021/ja062561h

文献信息

• Distyrylbenzene-based segmented conjugated polymers: Synthesis, thin film morphology and chemosensing of hydrophobic and hydrophilic nitroaromatics in aqueous media
  作者：Marcela F. Almassio、Maria J. Romagnoli、Pablo G. Del Rosso、Ana Belén Schvval、Raúl O. Garay

  DOI：10.1016/j.polymer.2017.02.069

  日期：2017.3

  Two new segmented conjugated polymers bearing distyrylbenzene chromophoric units and their model compounds were synthesized. The tendency of the model compounds to form H- and J-type aggregates in the amorphous matrix was greatly diminished by the twisted polymeric architecture. Fluorescence anisotropy measurements indicated good exciton mobilities in condensed phase. Fluorescence quenching by nitroaromatic

  合成了两个带有二苯乙烯基苯发色单元的新型分段共轭聚合物及其模型化合物。扭曲的聚合物结构大大降低了模型化合物在无定形基质中形成H型和J型聚集体的趋势。荧光各向异性测量表明在凝聚相中具有良好的激子迁移率。硝基芳族水溶液的荧光猝灭作用快速，完全，选择性和可逆，表明分析物迅速扩散到薄膜中。对硝基酚的猝灭反应优于对硝基甲苯的猝灭反应。二乙氧基取代取代给电子体的能力增加对无定形形态是有害的，并且不增加对NAC的敏感性。当使用MeOH代替水时，聚合物的淬灭效​​率没有改变。溶解度参数距离，[R一。表示传感材料与分析物的亲和力较低时，其显示较高的响应。该观察结果可有助于荧光传感器的设计。
• Bis (diphenylvinyl) arene compound
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20030100786A1

  公开（公告）日：2003-05-29

  Provided is a bis(diphenylvinyl)arene compound having a reactive functional group on phenyl group, represented by below formula (1), 1 wherein, Ar is an arylene group and has one or more substituents; R 1 -R 22 each independently represent a hydrogen atom, a halogen atom, cyano group, nitro group, etc., and at least one of R 1 -R 20 is a halogen atom, etc. The arene compound has sufficient solubility in an organic solvent and excellent reactivity.

  提供了一种具有苯基上反应性官能团的双苯乙烯基芳烃化合物，其化学式如下（1）：其中，Ar为芳基基团，具有一个或多个取代基；R1-R22各自独立地表示氢原子、卤素原子、氰基、硝基等，其中至少一个为卤素原子等。该芳烃化合物在有机溶剂中具有足够的溶解性和优异的反应性。
• Bis(diphenylvinyl)arene compound
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1288184A1

  公开（公告）日：2003-03-05

  Provided is a bis(diphenylvinyl)arene compound having a reactive functional group on phenyl group, represented by below formula (1), wherein. Ar is an arylene group and has one or more substituents; R1-R22 each independently represent a hydrogen atom. a halogen atom, cyano group, nitro group, etc., and at least one of R1-R20 is a halogen atom, etc. The arene compound has sufficient solubility in an organic solvent and excellent reactivity.

  本发明提供了一种在苯基上具有活性官能团的双(二苯基乙烯基)炔化合物，由下式(1)表示、 其中Ar为芳基，并具有一个或多个取代基；R1-R22各自独立地代表氢原子、卤素原子、氰基、硝基等，R1-R20中至少有一个是卤素原子等。这种炔化合物在有机溶剂中具有足够的溶解度和优异的反应活性。
• US6875895B2
  申请人：——

  公开号：US6875895B2

  公开（公告）日：2005-04-05
• Fabrication of Steady Junctions Consisting of α,ω-Bis(thioacetate) Oligo(<i>p</i>-phenylene vinylene)s in Nanogap Electrodes
  作者：Tien-Tzu Liang、Yasuhisa Naitoh、Masayo Horikawa、Takao Ishida、Wataru Mizutani

  DOI：10.1021/ja062561h

  日期：2006.10.1

  For obtaining molecular devices using metal-molecule-metal junctions, it is necessary to fabricate a steady conductive bridge-structure; that is stable chemical bonds need to be established from a single conductive molecule to two facing electrodes. In the present paper, we show that the steadiness of a conductive bridge-structure depends on the molecular structure of the bridge molecule for nanogap junctions using three types of modified oligo(phenylene vinylene)s (OPVs): alpha,omega-bis(thioacetate) oligo(phenylene vinylene) (OPV1), alpha,omega-bis(methylthioacetate) oligo(phenylene vinylene) (OPV2), and OPV2 consisting of ethoxy side chains (OPV3). We examined the change in resistance between the molecule-bridged junction and a bare junction in each of the experimental Au-OPV-Au junctions to confirm whether molecules formed steady bridges. Herein, the outcomes of whether molecules formed steady bridges were defined in terms of three types of result; successful, possible and failure. We define the ratio of the number of successful junctions to the total number of experimental junctions as successful rate. A 60% successful rate for OPV3 was higher than for the other two molecules whose successful rates were estimated to be similar to 10%. We propose that conjugated molecules consisting of methylthioacetate termini and short alkoxy side chains are well suited for fabricating a steady conductive bridge-structure between two facing electrodes.