2,6-bis(trimethyltin)-4,8-di(2-hexyl)decyloxybenzo[1,2-b;3,4-b′]-dithiophene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 2,6-bis(trimethyltin)-4,8-di(2-hexyl)decyloxybenzo[1,2-b;3,4-b′]-dithiophene
• 英文别名: 2,6-bis(trimethylstannyl)-4,8-bis(2-hexyldecyloxy)benzo[1,2-b:4,5-b’]dithiophene；(4,8-bis((2-hexyldecyl)oxy)benzo[1,2-b:4,5-b']dithiophene-2,6-diyl)bis(trimethylstannane)；[4,8-bis(2-hexyldecoxy)-2-trimethylstannylthieno[2,3-f][1]benzothiol-6-yl]-trimethylstannane
• 化学式: C₄₈H₈₆O₂S₂Sn₂
• 分子量: 996.762
• InChiKey: PDQPNFSFHYPARO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.64
• 重原子数：
  54
• 可旋转键数：
  32
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  74.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-己基癸醇 在 正丁基锂 、 四丁基溴化铵 、 三乙胺 、 sodium hydroxide 、 锌 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 3.5h， 生成 2,6-bis(trimethyltin)-4,8-di(2-hexyl)decyloxybenzo[1,2-b;3,4-b′]-dithiophene
  参考文献：
  名称：

  新型4,8-苯并双噻唑共聚物及其场效应晶体管和光伏应用

  摘要：

  一系列含有苯并[1,2- d：4,5- d的共聚物']双（噻唑）（BBT）单元已与联噻吩基-二酮吡咯并吡咯（DPP），二噻吩并吡咯（DTP），苯并噻二唑（BT），苯并二噻吩（BDT）或4,4'-二烷氧基比噻唑（BTz）共聚单体进行设计和合成。所得的聚合物具有与通过BBT单元的2，6-位的更常见的取代途径正交的共轭途径，从而促进相邻单体单元的策略性放置的杂原子之间的分子内非共价相互作用。这种相互作用使得能够通过改变平面度的数量和强度来控制平面度，进而允许调整带隙。所得的4,8-BBT材料在p型有机场效应晶体管中的迁移率高达2.16×10 -2 cm 2 V -1š -1为pDPP2ThBBT和最多为4.45％的功率转换效率的良好的太阳能电池的性能pBT2ThBBT。

  DOI：

  10.1039/c7tc03959j

文献信息

• A Family of Donor–Acceptor Photovoltaic Polymers with Fused 4,7-Dithienyl-2,1,3-benzothiadiazole Units: Effect of Structural Fusion and Side Chains
  作者：Chong-Yu Mei、Long Liang、Fu-Gang Zhao、Jin-Tu Wang、Lin-Feng Yu、Yu-Xue Li、Wei-Shi Li

  DOI：10.1021/ma401298g

  日期：2013.10.8

  A new optoelectronic building block, dithieno[3',2':3,4;2 '',3 '':5,6]benzo[1,2-c][1,2,5]thiadiazole, was designed by applying a fusion strategy on 4,7-dithienyl-2,1,3-benzothiadazole (DTBT) and named as fDTBT. In combination with benzo[1,2-b:4,5-b']dithiophene (BDT), fDTBT was used for the construction of a family of donor-acceptor copolymers, P(BDTn-fDTBT), with different side chains (n is carbon number of the side chain and varies from 8, 10, 12, 16, 20, to 24). It was found that the side chains have great impact on processing and photovoltaic properties of the polymers. P(BDTn-fDTBT) (n = 8, 10, and 12) bearing small alkyl side chains show poor solubility even in hot solvents. P(BDTn-fDTBT) (n = 20 and 24) have good solubility but inferior photovoltaic performance with an efficiency of 1.04% and 0.49%, respectively. Only P(BDT16-fDTBT) having 2-hexyldecyl side chain possesses both suitable solution processability and good photovoltaic properties with an efficiency around 4.36%. The comparison between P(BDT16-fDTBT) with the nonfused reference polymer P(BDT20-DTBT) reveals that the structural fusion on DTBT endows the polymer a deeper HOMO energy level and a better film morphology when blending with [6,6]-phenyl-C-61-butyric acid methyl ester (PC61BM), finally resulting in improved photovoltaic performance.
• Fluorinated Benzothiadiazole-Based Conjugated Polymers for High-Performance Polymer Solar Cells without Any Processing Additives or Post-treatments
  作者：Ning Wang、Zheng Chen、Wei Wei、Zhenhua Jiang

  DOI：10.1021/ja409881g

  日期：2013.11.13

  Thanks to their many favorable advantages, polymer solar cells exhibit great potential for next-generation clean energy sources. Herein, we have successfully designed and synthesized a series of new fluorinated benzothiadiazole-based conjugated copolymers PBDTTEH-DT(H)BTff (P1), PBDTTEH-DT(EH)BTff (P2), and PBDTHDO-DT(H)BTff (P3). The power conversion efficiencies of 4.46, 6.20, and 8.30% were achieved for P1-, P2-, and P3-based devices within similar to 100 nm thickness active layers under AM 1.5G illumination without any processing additives or post-treatments, respectively. The PCE of 8.30% for P3 is the highest value for the reported traditional single-junction polymer solar cells via a simple fabrication architecture without any additives or post-treatments. In addition, it is noteworthy that P3 also allows making high efficient polymer solar cells with high PCEs of 7.27 and 6.56% under the same condition for similar to 200 and similar to 300 nm thickness active layers, respectively. Excellent photoelectric properties and good solubility make polymer P3 become an alternative material for high-performance polymer solar cells.
• Novel 4,8-benzobisthiazole copolymers and their field-effect transistor and photovoltaic applications
  作者：Gary Conboy、Rupert G. D. Taylor、Neil J. Findlay、Alexander L. Kanibolotsky、Anto R. Inigo、Sanjay S. Ghosh、Bernd Ebenhoch、Lethy Krishnan Jagadamma、Gopala Krishna V. V. Thalluri、Muhammad T. Sajjad、Ifor D. W. Samuel、Peter J. Skabara

  DOI：10.1039/c7tc03959j

  日期：——

  Such interactions enable a control over the degree of planarity through altering their number and strength, in turn allowing for tuning of the band gap. The resulting 4,8-BBT materials gave enhanced mobility in p-type organic field-effect transistors of up to 2.16 × 10−2 cm2 V−1 s−1 for pDPP2ThBBT and good solar cell performance of up to 4.45% power conversion efficiency for pBT2ThBBT.

  一系列含有苯并[1,2- d：4,5- d的共聚物']双（噻唑）（BBT）单元已与联噻吩基-二酮吡咯并吡咯（DPP），二噻吩并吡咯（DTP），苯并噻二唑（BT），苯并二噻吩（BDT）或4,4'-二烷氧基比噻唑（BTz）共聚单体进行设计和合成。所得的聚合物具有与通过BBT单元的2，6-位的更常见的取代途径正交的共轭途径，从而促进相邻单体单元的策略性放置的杂原子之间的分子内非共价相互作用。这种相互作用使得能够通过改变平面度的数量和强度来控制平面度，进而允许调整带隙。所得的4,8-BBT材料在p型有机场效应晶体管中的迁移率高达2.16×10 -2 cm 2 V -1š -1为pDPP2ThBBT和最多为4.45％的功率转换效率的良好的太阳能电池的性能pBT2ThBBT。