1-(4,6-二溴噻吩并[3,4-b]噻吩-2-基)-2-乙基-1-己酮 | 1194605-76-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(4,6-二溴噻吩并[3,4-b]噻吩-2-基)-2-乙基-1-己酮
• 中文别名: 4,6-二溴-2-(1-(2-乙基己酮))-噻吩并[3,4-B]噻吩
• 英文名称: 1-(4,6-dibromothieno[3,4-b]thiophen-2-yl)-2-ethylhexan-1-one
• 英文别名: 1-(4,6-dibromothieno[3,2-c]thiophen-2-yl)-2-ethylhexan-1-one；1-(4,6-dibromothieno[2,3-c]thiophen-2-yl)-2-ethylhexan-1-one
• CAS: 1194605-76-9
• 化学式: C₁₄H₁₆Br₂OS₂
• 分子量: 424.22
• InChiKey: UHHOTOYDCIDUJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  458.4±40.0 °C(Predicted)
• 密度：
  1.595±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  1-(4,6-二溴噻吩并[3,4-b]噻吩-2-基)-2-乙基-1-己酮 在 tris-(dibenzylideneacetone)dipalladium(0) N-溴代丁二酰亚胺(NBS) 、 三(邻甲基苯基)磷 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 16.83h， 生成 1-[4,6-bis-(5-bromo-thiophen-2-yl)-thieno[3.4-b]thiophen-2-yl]-2-ethyl-hexan-1-one
  参考文献：
  名称：

  [EN] SEMICONDUCTING POLYMERS
  [FR] POLYMÈRES SEMI-CONDUCTEURS

  摘要：

  公开号：

  WO2012003919A3
• 作为产物：
  描述：

  2-乙基己酰氯 在 sodium sulfide 、 aluminum (III) chloride 、 N-溴代丁二酰亚胺(NBS) 、 四氯化钛 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-(4,6-二溴噻吩并[3,4-b]噻吩-2-基)-2-乙基-1-己酮
  参考文献：
  名称：

  Design, synthesis and photophysical properties of A-D-A-D-A small molecules for photovoltaic application

  摘要：

  A series of linear-conjugated small molecule compounds featured with the acceptor-donor-acceptor-donor-acceptor (A-D-A-D-A) structure were designed, synthesized and characterized. The films of the compounds showed a broad UV-Vis absorption range of 300-800 nm with high molar absorption coefficient of more than 1.0 x 10(4) cm(-1). Their hole-mobility can be as high as 1.0 x 10(-3) cm(2) V-1 s(-1). The compounds have a compatible HOMO energy level of -5.0 eV to PC71BM and a high solubility up to 20 mg mL(-1) in chloroform. Therefore, compounds can blend with PC71BM in the chloroform and form an active layer for a photovoltaic cell device by spin-coating of the blend solution. A maximum power conversion efficiency of 3.2% was achieved with the DERH3TT solar cell device. These results indicate that the A-D-A-D-A small molecules with electron-withdrawing dyes as terminals are promising candidates for the high efficiency solution processed organic photovoltaic cells. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.05.009

文献信息

• CONJUGATED POLYMERS
  申请人：MERCK PATENT GMBH

  公开号：US20150076418A1

  公开（公告）日：2015-03-19

  The invention relates to novel conjugated polymers comprising in their backbone one or more divalent donor units, like for example benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl (BDT), that are linked on both sides to an acceptor unit, to methods of preparing the polymers and educts or intermediates used in such preparation, to polymer blends, mixtures and formulations containing the polymers, to the use of the polymers, polymer blends, mixtures and formulations as semiconductors organic electronic (OE) devices, especially in organic photovoltaic (OPV) devices and organic photodetectors (OPD), and to OE, OPV and OPD devices comprising these polymers, polymer blends, mixtures or formulations.

  该发明涉及一种新型的共轭聚合物，其主链中包含一个或多个二价供体单元，例如苯并[1,2-b:4,5-b′]二噻吩-2,6-二基 (BDT)，这些供体单元在两侧连接到一个受体单元，以及制备这些聚合物的方法和用于制备的底物或中间体，包含这些聚合物的聚合物混合物、混合物和配方，以及将这些聚合物、聚合物混合物、混合物和配方用作半导体有机电子（OE）器件，特别是在有机光伏（OPV）器件和有机光电探测器（OPD）中，以及包括这些聚合物、聚合物混合物、混合物或配方的OE、OPV和OPD器件。
• The Importance of End Groups for Solution-Processed Small-Molecule Bulk-Heterojunction Photovoltaic Cells
  作者：Ruomeng Duan、Yong Cui、Yanfei Zhao、Chen Li、Long Chen、Jianhui Hou、Manfred Wagner、Martin Baumgarten、Chang He、Klaus Müllen

  DOI：10.1002/cssc.201501626

  日期：2016.5.10

  End groups in small‐molecule photovoltaic materials are important owing to their strong influence on molecular stability, solubility, energy levels, and aggregation behaviors. In this work, a series of donor–acceptor pentads (D2–A–D1–A–D2) were designed and synthesized, aiming to investigate the effect of the end groups on the materials properties and photovoltaic device performance. These molecules

  小分子光伏材料中的端基非常重要，因为它们对分子稳定性，溶解度，能级和聚集行为有很大的影响。在这项工作中，设计并合成了一系列供体-受体五单元组（D 2 –A–D 1 –A–D 2），旨在研究端基对材料性能和光伏器件性能的影响。这些分子共享相同中央A-d 1个-A三单元组（与苯并二噻吩为d 1和6-羰基-噻吩并[3,4- b ]噻吩，A），但具有不同的d 2组成的端基烷基取代的噻吩（ T），thieno [3,2‐ b]噻吩（TT）和2,2'-联噻吩（BT）。结果表明端基的共轭链段/烷基链长与光伏性能之间的关系，这有助于发展高效有机太阳能电池的分子设计原理。
• ORGANIC SEMICONDUCTOR COMPOUND, METHOD FOR PREPARING SAME, AND ORGANIC SEMICONDUCTOR DEVICE EMPLOYING SAME
  申请人：Moon Sang Jin

  公开号：US20140046013A1

  公开（公告）日：2014-02-13

  Provided are an organic semiconductor compound, a method for preparing same, a polymer compound having the organic semiconductor compound of the present invention as a monomer, and an organic semiconductor device containing the polymer compound. Said organic semiconductor compound has side chains in the chemical structure thereof, and is highly soluble in a solvent, and therefore the organic semiconductor compound can be effectively used in solution-based processes. The organic semiconductor device containing the polymer compound according to the present invention yields high manufacturing efficiency

  提供了一种有机半导体化合物、其制备方法、以该有机半导体化合物为单体的聚合物化合物以及含有该聚合物化合物的有机半导体器件。该有机半导体化合物在其化学结构中具有侧链，并且在溶剂中高度溶解，因此该有机半导体化合物可以有效地用于溶液基工艺。根据本发明的聚合物化合物所含有的有机半导体器件具有高制造效率。
• ANTHRADITHIOPHENE-BASED SEMICONDUCTING POLYMERS AND METHODS THEREOF
  申请人：Phillips 66 Company

  公开号：US20150136224A1

  公开（公告）日：2015-05-21

  Compositions, synthesis and applications for benzene, furan, thiophene, selenophene, pyrole, pyran, pyridine, oxazole, thiazole and imidazole derivatized anthra[2,3-b:6,7-b′]dithiophene (ADT) based polymers, namely, poly5,11-bis(5-(2-ethylhexyl)thiophen-2-yl)anthra[2,3-b:6,7-b′]dithiophene-2,8-diyl-alt-2-ethyl-1-(thieno[3,4-b]thiophen-2-yl)hexan-1-one-4,6-diyl}, poly5,11-bis(5-(2-ethylhexyl)furan-2-yl)anthra[2,3-b:6,7-b′]dithiophene-2,8-diyl-alt-2-ethyl-1-(thieno[3,4-b]thiophen-2-yl)hexan-1-one-4,6-diyl and poly5,11-bis(5-(2-ethylhexyl)selenophen-2-yl)anthra[2,3-b:6,7-b′]dithiophene-2,8-diyl-alt-2-ethyl-1-(thieno[3,4-b]thiophen-2-yl)hexan-1-one-4,6-diyl} are disclosed. Further, an organic solar cell constructed of a derivatized anthra[2,3-b:6,7-b′]dithiophene (ADT) based polymer is discussed.

  本文介绍了基于苯、呋喃、噻吩、硒噻吩、吡咯、吡喃、吡啶、噁唑、噻唑和咪唑衍生的anthra[2,3-b:6,7-b′]dithiophene (ADT)基聚合物的合成、组成和应用，包括poly5,11-bis(5-(2-乙基己基)噻吩-2-基)anthra[2,3-b:6,7-b′]dithiophene-2,8-diyl-alt-2-乙基-1-(噻吩[3,4-b]噻吩-2-基)己酮-4,6-diyl}、poly5,11-bis(5-(2-乙基己基)呋喃-2-基)anthra[2,3-b:6,7-b′]dithiophene-2,8-diyl-alt-2-乙基-1-(噻吩[3,4-b]噻吩-2-基)己酮-4,6-diyl}和poly5,11-bis(5-(2-乙基己基)硒噻吩-2-基)anthra[2,3-b:6,7-b′]dithiophene-2,8-diyl-alt-2-乙基-1-(噻吩[3,4-b]噻吩-2-基)己酮-4,6-diyl}。此外，本文还讨论了一种基于衍生的anthra[2,3-b:6,7-b′]dithiophene (ADT)基聚合物的有机太阳能电池。
• PI-ELECTRON CONJUGATED BLOCK COPOLYMER AND PHOTOELECTRIC CONVERSION ELEMENT
  申请人：Inagaki Takuya

  公开号：US20140084220A1

  公开（公告）日：2014-03-27

  Provided is a conjugated block copolymer that is capable of morphology control and that can achieve superior conversion efficiency. A π-electron conjugated block copolymer contiguously or non-contiguously bonding polymer block (A) involving a monomer unit having in a portion of a chemical structure at least one heteroaryl skeleton selected from a thiophene, a fluorine, a carbazole, a dibenzosilole and a dibenzogermole; and a polymer block (B) involving a monomer unit similarly having at least one heteroaryl skeleton; wherein the polymer block (A) comprises a homopolymer block of a monomer unit having a substituent R nA that is an alkoxy group or an alkyl group having 1-18 carbon atoms, and the polymer block (B) comprises a copolymer block of at least two different each other types of monomer units having substituent R nB selected from an alkoxy group or an alkyl group having 1-18 carbon atoms, which may be substituted with an alkoxy group, a halogen atom, a hydroxyl group, an amino group, a thiole group, a silyl group, an ester group, an aryl group, hetero aryl group.

  提供的是一种共轭嵌段共聚物，能够控制形态并实现更高的转化效率。该共轭嵌段共聚物由连续或非连续键合的聚合物块（A）和聚合物块（B）组成，聚合物块（A）包括至少在化学结构的一部分中具有来自噻吩、氟、咔唑、二苯基硅烷和二苯基锗烷中至少一个杂环骨架的单体单元，其中聚合物块（A）包括单体单元的同源聚合物块，该单体单元具有取代基RnA，该取代基为具有1-18个碳原子的烷氧基或烷基，并且聚合物块（B）包括至少两种不同类型的单体单元的共聚物块，该单体单元具有取代基RnB，该取代基为具有1-18个碳原子的烷氧基或烷基，可以用烷氧基、卤素原子、羟基、氨基、硫醇基、硅基、酯基、芳基、杂芳基进行取代。