2,5-二(2-己基癸基)-3,6-二(5-溴噻吩基)-吡咯并吡咯二酮 | 1000623-98-2

• 物质功能分类: 医药中间体 - 杂环化合物 - 噻吩类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 2,5-二(2-己基癸基)-3,6-二(5-溴噻吩基)-吡咯并吡咯二酮
• 英文名称: 3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-hexyldecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
• 英文别名: 3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-hexyldecyl)pyrrolo[3,4-C]pyrrole-1,4(2H,5H)-dione；1,4-bis(5-bromothiophen-2-yl)-2,5-bis(2-hexyldecyl)pyrrolo[3,4-c]pyrrole-3,6-dione
• CAS: 1000623-98-2
• 化学式: C₄₆H₇₀Br₂N₂O₂S₂
• 分子量: 907.014
• InChiKey: MNALLGNMYJQSHP-UHFFFAOYSA-N

物化性质

• 熔点：
  110-115°C
• 沸点：
  865.4±65.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  18.6
• 重原子数：
  54
• 可旋转键数：
  30
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  97.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• WGK Germany：
  3
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  2,5-二(2-己基癸基)-3,6-二(5-溴噻吩基)-吡咯并吡咯二酮 在 palladium diacetate 、 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 生成 6,6'-([2,2'-bithiophene]-5,5'-diyl)bis(3-(5-bromothiophen-2-yl)-2,5-bis(2-hexyldecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione)
  参考文献：
  名称：

  TWI580681

  摘要：

  公开号：
• 作为产物：
  描述：

  2-己基癸醇 在 咪唑 、 N-溴代丁二酰亚胺(NBS) 、 碘 、 potassium carbonate 、 三苯基膦 作用下， 以 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 生成 2,5-二(2-己基癸基)-3,6-二(5-溴噻吩基)-吡咯并吡咯二酮
  参考文献：
  名称：

  Importance of Solubilizing Group and Backbone Planarity in Low Band Gap Polymers for High Performance Ambipolar field-effect Transistors

  摘要：

  We investigated the performance of ambipolar field-effect transistors based on a series of alternating low band gap polymers of oligothiophene and diketopyrrolopyrrole (DPP). The polymers contain oligothiophene units of terthiophene [T3] and thiophene-thienothiophene-thiophene [T2TT] and DPP units carrying branched alkyl chains of 2-hexyldecyl [HD] or 2-octyldodecyl [OD]. The structural variation allows us to do a systematic study on the relationship between the interchain stacking/ordering of semiconducting polymers and their :resulting device performance. On the basis of synchrotron X-ray diffraction and atomic force microscopy measurements on polymer films, we found that longer branched alkyl side chains, i.e., OD, and longer and more planar oligothiophene, i.e., T2TT, generate the more crystalline structures. Upon thermal annealing, the crystallinity of the polymers was largely improved, and polymers containing a longer branched alkyl chain responded faster because longer alkyl chains have larger cohesive forces than shorter chains. For all the polymers, excellent ambipolar behavior was observed with a maximum hole and electron mobility of 2.2 and 0.2 cm(2) V-1 s(-1), respectively.

  DOI：

  10.1021/cm2037487

文献信息

• A Novel BODIPY-Based Low-Band-Gap Small-Molecule Acceptor for Efficient Non-fullerene Polymer Solar Cells
  作者：Wenxu Liu、Jiannian Yao、Chuanlang Zhan

  DOI：10.1002/cjoc.201700542

  日期：2017.12

  (300‐830 nm) with a low band gap of 1.5 eV and a maximum absorptivity of 0.85×105 cm‐1. Introduction of the ethynyl spacer between the A1 and A2 and the close BODIPY‐to‐DPP LUMO energy levels are crucial for the excited π−electron delocalization across over whole the conjugation backbone. A power conversion efficiency of 6.60% was obtained from the ternary non‐fullerene solar cell with PTB7‐Th:p‐DTS(FBTTh2)2

  我们在此报告了一种高效的A 1 ‐C≡C‐A 2 ‐C≡C‐A 1型小分子4,4'-二氟-4-硼3a，4a-重氮杂双茚（BODIPY）受体（ A 1 = BODIPY和A 2 =二酮吡咯并吡咯（DPP））通过BODIPY介观位置跟随A-to-A激发电子离域，这是激发电子离域的固有方向。最低的未占用分子轨道（LUMO）在整个两个侧翼A 1和中心A 2上散开，并且最高占据分子轨道（HOMO）主要位于-C≡C-DPP-C≡C-段上。在DPP片段的光激发后，激发的电子在BODIPY和DPP片段上都离域。氯仿中的受体在550至700 nm之间显示出空前的平台状宽吸收，FWHM值为195 nm。转变为固体膜后，受体在整个近紫外可见-近红外波长区域（300-830 nm）中显示出吸收，带隙为1.5 eV，最大吸收率为0.85×10 5 cm -1。在A 1和A 2之间引入乙炔基间隔基BODIPY到DPP
• Two-acceptor one-donor random terpolymers comprising thiophene- and phenyl-capped diketopyrrolopyrrole for organic photovoltaics
  作者：B. Sambathkumar、E. Varathan、V. Subramanian、N. Somanathan

  DOI：10.1039/c8nj03536a

  日期：——

  A series of random terpolymers comprising two electron deficient phenyl (PDPP) and thiophene (ThDPP)-capped diketopyrrolopyrrole (DPP) in conjugation with the electron-donating thiophene moiety are synthesised using Stille coupling.

  一系列由两个电子亏损的苯基（PDPP）和噻吩（ThDPP）端基的二酮吡咯吡咯（DPP）与供电子的噻吩基团结合而成的随机三元共聚物，通过Stille偶联合成。
• Rapid release from near-infrared polymer loaded liposomes for photothermal and chemo-combined therapy
  作者：Dehua Li、Meiduo Zhang、Jingke Yao、Zhe Zhang

  DOI：10.1039/c8nj04778b

  日期：——

  liposomal doxorubicin is a polymeric antitumor drug approved clinically by the Food and Drug Administration, but it has no essentially increasing efficacy compared to free doxorubicin (DOX) because of the slow release rate. In this paper, a near-infrared polymer was designed and encapsulated in liposomes to photothermally accelerate the release of DOX. This polymer loaded liposome provides a maximum absorption

  聚乙二醇化脂质体阿霉素是食品药品监督管理局临床批准的一种聚合抗肿瘤药物，但与游离阿霉素（DOX）相比，由于释放速度缓慢，因此其疗效基本上没有提高。在本文中，设计了一种近红外聚合物并将其封装在脂质体中，以光热方式促进DOX的释放。这种载有聚合物的脂质体具有最大吸收能力，覆盖了800至850 nm之间的理想光疗窗口，从而确保了DOX作为纳米药物的有效光热释放，可在高效癌症治疗中提供光热和化学联合疗法。
• 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。
• [EN] DITHIENOBENZOFURAN POLYMERS AND SMALL MOLECULES FOR ELECTRONIC APPLICATION<br/>[FR] POLYMÈRES DE DITHIÉNOBENZOFURANE ET PETITES MOLÉCULES POUR APPLICATION ÉLECTRONIQUE
  申请人：BASF SE

  公开号：WO2014016219A1

  公开（公告）日：2014-01-30

  The present invention relates to polymers comprising a repeating unit of the formula (I), and compounds of formula (VIII), or (IX), wherein Y, Y15, Y16 and Y17 are independently of each other a group of formula (I), and their use as organic semiconductor in organic electronic devices, especially in organic photovoltaics and photodiodes, or in a device containing a diode and/or an organic field effect transistor. The polymers and compounds according to the invention can have excellent solubility in organic solvents and excellent film-forming properties. In addition, high efficiency of energy conversion, excellent field-effect mobility, good on/off current ratios and/or excellent stability can be observed, when the polymers and compounds according to the invention are used in organic field effect transistors, organic photovoltaics (solar ells) and photodiodes.

  本发明涉及具有重复单元式(I)的聚合物以及式(VIII)或(IX)的化合物，其中Y、Y15、Y16和Y17各自独立地是式(I)的基团，并且它们在有机电子器件中的用途，特别是在有机光伏和光电二极管中作为有机半导体，或在包含二极管和/或有机场效应晶体管的器件中。本发明中的聚合物和化合物可以在有机溶剂中具有优异的溶解性和优异的成膜性能。此外，当本发明中的聚合物和化合物用于有机场效应晶体管、有机光伏（太阳电池）和光电二极管时，可以观察到高效率的能量转换、优异的场效应迁移率、良好的开/关电流比和/或优异的稳定性。