2,5-dioctyloxy-p-phenylenevinylene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,5-dioctyloxy-p-phenylenevinylene
• 英文别名: 1,4-divinyl-2,5-bis(octyloxy)benzene；1,4-bis(octyloxy)-2,5-divinylbenzene；1,4-bis(ethenyl)-2,5-dioctoxybenzene
• 化学式: C₂₆H₄₂O₂
• 分子量: 386.618
• InChiKey: YWASLSQIBNFPRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  28
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-溴邻苯二甲酰亚胺 、 2,5-dioctyloxy-p-phenylenevinylene 在 palladium diacetate 、 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以70%的产率得到5,5'-((2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis(isoindoline-1,3-dione)
  参考文献：
  名称：

  通过使用超分子化学方法控制苯乙撑乙烯二酰亚胺发色团的聚集：超分子有机器件中增强的电致发光

  摘要：

  已经使用超分子化学的概念研究了一种调节含酰亚胺官能团的π共轭亚结构的超分子组织的新方法。在光电子器件的制造中评估了这种允许增强活性材料的发射特性的方法。合成线性对位生色团H- ImPV。该NH酰亚胺构成具有受体-供体-受体（ADA）氢键基序的识别单元。用单分子结构单元封端该新发色团可以控制π-共轭发色团的超分子聚集。H- ImPV的吸收和发射特性的研究，在溶液或固态（薄膜，粉末）中，取决于单体结构单元的存在，清楚地揭示了不同的聚集行为：受阻单元（Cy -DAT）导致J聚集体的形成。在所有情况下，均通过位于2715 cm -1处的红外吸收带获得了H- ImPV·· Cy -DAT的杂分子缔合的证据，这是ADA··DAD三重态中氢键的典型特征。通过基于H -ImPV和[ H -ImPV。（Cy -DAT）2 ]的膜的发光器件的制造已经说明了这一点。H-ImPV由于聚集而表现出较弱的发光能力，这

  DOI：

  10.1021/cm101343j
• 作为产物：
  描述：

  聚合甲醛 、 1,4-bis(triphenylphosphoniomethyl)-2,5-dioctyloxybenzene dibromide 在 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 25.0h， 以50%的产率得到2,5-dioctyloxy-p-phenylenevinylene
  参考文献：
  名称：

  由含有 1,10-菲咯啉和烷基芴或烷氧基苯的聚合物金属配合物制成的 D-π-A 染料敏化剂：染料敏化太阳能电池的合成、表征和光伏性能

  摘要：

  四种基于 1,10-菲咯啉金属配合物和烷基芴或烷氧基苯的聚合物金属配合物 (P1-P4) 通过 Heck 偶联反应合成，并被开发用于染料敏化太阳能电池应用。目标染料使用烷氧基苯或烷基芴作为电子供体，C=C部分作为π连接基团，菲咯啉衍生物络合物作为电子受体。联吡啶衍生物是辅助配体并提供锚定基团。通过热重分析 (TGA)、差示扫描量热法 (DSC)、C-V 曲线和 I-V 曲线研究了这些共聚物的热、光物理、电化学和光伏性能。使用这些聚合物金属络合物作为染料敏化剂的染料敏化太阳能电池表现出相当大的功率转换效率 (PCE)。含有烷氧基苯的染料 (P3, P4) 的 PCE 值高于相应的含有烷基芴的目标聚合物 (P1, P2)，染料 P3 的最大功率转换效率为 2.12 % (Jsc = 4.91 mA/cm2, Voc = 0.69 V , FF = 62.5)。此外，四种聚合物均具有优异的稳定性，其热分解温度均超过

  DOI：

  10.1002/ejoc.201300192

文献信息

• Novel Chromophores, Method for the Preparation Thereof, and Use of Same
  申请人：Dautel Olivier

  公开号：US20110172439A1

  公开（公告）日：2011-07-14

  The invention relates to a chromophore of general formula: in which: R 1 represents C 1 -C 4 alkyl; R 2 represents a sterically hindered group; R 3 represents a pi-conjugated system; Y represents O, S, NH or is absent; R 4 represents a C 3 -C 18 , preferably C 3 -C 8 and more preferably C 3 alkyl group; M represents a metal from Group III or IV of the Periodic Table; n is an integer, to its process of preparation and to its uses.

  这项发明涉及一种一般式的色团：其中：R1代表C1-C4烷基；R2代表一个立体位阻的基团；R3代表一个π-共轭系统；Y代表O、S、NH或者不存在；R4代表一个C3-C18，优选C3-C8，更优选C3烷基基团；M代表周期表III或IV族的金属；n为整数，以及其制备方法和用途。
• DIFLUORO BENZOTRIAZOLYL ORGANIC SEMICONDUCTOR MATERIAL AND PREPARATION METHOD AND USE THEREOF
  申请人：Ocean's King Lighting Science&Technology Co., Ltd.

  公开号：EP2759558A1

  公开（公告）日：2014-07-30

  The present invention relates to solar cells and discloses a difluoro benzotriazolyl organic semiconductor material and preparation method and use thereof. The organic semiconductor material is represented by formula (I), wherein both R1 and R2 are C1 to C20 alkyl, and n is an integer from 10 to 50. In the difluoro benzotriazolyl organic semiconductor material, since the 1, 2, 3-benzotriazole organic semiconductor material contains two fluorine atoms, the HOMO energy level is reduced by 0.11eV, while the fluorine-substituted 1, 2, 3-benzotriazole has two imido groups with electron-withdrawing ability; the fluorine-substituted 1, 2, 3-benzotriazole is a heterocyclic compound with strong electron-withdrawing ability, and an alkyl chain can be easily introduced to the N-position of the N-H bond of the benzotriazole. The functional group of the alkyl chain can improve the solar energy conversion efficiency, thus solving the low efficiency problem of solar cells made of the organic semiconductor material.

  本发明涉及太阳能电池，公开了一种二氟苯并三唑基有机半导体材料及其制备方法和用途。该有机半导体材料由式（I）表示、 其中 R1 和 R2 均为 C1 至 C20 烷基，n 为 10 至 50 的整数。在二氟苯并三唑有机半导体材料中，由于 1，2，3-苯并三唑有机半导体材料含有两个氟原子，因此 HOMO 能级降低了 0.11eV，而氟取代的 1，2，3-苯并三唑具有两个具有吸电子能力的亚氨基；氟取代的 1，2，3-苯并三唑是一种具有较强吸电子能力的杂环化合物，在苯并三唑的 N-H 键的 N 位上很容易引入烷基链。烷基链的官能团可以提高太阳能转换效率，从而解决有机半导体材料制成的太阳能电池效率低的问题。
• Nanostructuration of Phenylenevinylenediimide-Bridged Silsesquioxane:  From Electroluminescent Molecular J-Aggregates to Photoresponsive Polymeric H-Aggregates
  作者：Olivier J. Dautel、Guillaume Wantz、Robert Almairac、David Flot、Lionel Hirsch、Jean-Pierre Lere-Porte、Jean-Paul Parneix、Françoise Serein-Spirau、Laurence Vignau、Joël J. E. Moreau

  DOI：10.1021/ja058680z

  日期：2006.4.1

  A new approach to control molecular aggregation of pi-conjugated chromophores in the solid state has been investigated. Our strategy was to use a modifiable bulky fragment which should induce a J-aggregation and offer the possibility to reach an H-aggregation upon its chemical modification by lateral slip of T-conjugated molecules. The chosen fragment for that purpose was the hydrolyzable triethoxysilane function (Si(OEt)(3)). Our objective was to design and synthesize electroluminescent or solar cell hybrid organic-inorganic materials by the sol-gel process applied to a bifunctionalized silane. With this intention, the synthesis of the sol-gel processable phenylenevinylenediimide silsesquioxane 6 was accomplished and the study of spin-coated thin films of the pure silane precursor subjected or not to the sol-gel process has been carried out. Optical properties of 6 are consistent with the formation of J-aggregates in the solid state due to the steric hindrance introduced by the triethoxysilane units. Conversely, the spectroscopic behavior observed for the hybrid film 6F is attributed to an H-aggregation corresponding to a "card pack" orientation of the distyrylbenzeneimide chromophores in the compressed silicate network. Morevover, 6 and 6F also exhibited different electronic behaviors: light-emitting diodes exhibited high brightness with the native precursor 6 and almost no light output with the sol-gel processed silsesquioxane 6F. Photovoltaic cells showed the opposite behavior with low photocurrent generation in the precursor case and higher photocurrents with the sol-gel processed layers. These results provide a deeper understanding of the present self-assembly process that is strongly governed by the molecular packing of the oligosiloxane precursor.
• NOUVEAUX CHROMOPHORES, LEUR PROCEDE DE PREPARATION ET LEUR UTILISATION
  申请人：Centre National de la Recherche Scientifique - CNRS

  公开号：EP2334739B1

  公开（公告）日：2013-11-06
• Quantum Dots Tailored with Electronically-Active Polymers
  申请人：Emrick Todd S.

  公开号：US20090275782A1

  公开（公告）日：2009-11-05

  Cadmium selenide, and other quantum dot materials, can be integrated into thin films of poly(para-phenylene vinylene) (PPV) or other polymer compounds without aggregation of the nanocrystals. Solid-state photoluminescence spectra of composite materials prepared by these novel techniques reveal the effect of this greatly enhanced quantum dot-polymer interface relative to cases where the nanoparticles are aggregated, such that electronic communication and energy transfer between the nanoparticle and polymer components is made more efficient.