4,8-双[5-（2-乙基己基）-2-呋喃基]-苯并[1,2-b：4,5-b']-二噻吩 | 1421862-27-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 中文名称: 4,8-双[5-（2-乙基己基）-2-呋喃基]-苯并[1,2-b：4,5-b']-二噻吩
• 英文名称: 4,8-bis(5-(2-ethylhexyl)furan-2-yl)benzo[1,2-b:4,5-b′]dithiophene
• 英文别名: 4,8-Bis(5-(2-ethylhexyl)furan-2-yl)benzo[1,2-b:4,5-b']dithiophene；2-(2-ethylhexyl)-5-[4-[5-(2-ethylhexyl)furan-2-yl]thieno[2,3-f][1]benzothiol-8-yl]furan
• CAS: 1421862-27-2
• 化学式: C₃₄H₄₂O₂S₂
• 分子量: 546.838
• InChiKey: AUOGEFZFXOZPAA-UHFFFAOYSA-N

物化性质

• 沸点：
  645.9±50.0 °C(Predicted)
• 密度：
  1.099±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13
• 重原子数：
  38
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  82.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,8-双[5-（2-乙基己基）-2-呋喃基]-苯并[1,2-b：4,5-b']-二噻吩 、 三丁基氯化锡 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以55%的产率得到(4,8-bis(5-(2-ethylhexyl)furan-2-yl)benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl)bis(tributylstannane)
  参考文献：
  名称：

  新型烷基呋喃基取代的苯并[1,2- b：4,5 - b ']二噻吩基供体-受体聚合物，用于高效太阳能电池

  摘要：

  设计并合成了两种新的烷基呋喃基取代的共轭供体-受体聚合物：PBDTF-DPP和PBDTF-DPPF。为了比较新聚合物的性能，还合成了具有烷氧基侧链的PBDT-DPP和PBDT-DPPF。光物理和电化学测量表明，烷基呋喃基取代的聚合物具有较小的光学带隙，较宽的吸收范围和较低的HOMO能级，因此导致较大的短电流密度（J sc）和较高的开路电压（V oc））在光伏设备中。在相同的制造条件下，基于PBDTF-DPP和PBDTF-DPPF的聚合物太阳能电池（PSC）的效率分别达到3.5％和5.1％，而基于PBDT-DPP和PBDT-DPPF的PSC的效率仅为1.0％和2.9％。经过热退火后，基于PBDTF-DPPF：PC 71 BM的PSC的效率进一步达到了6.1％。结果表明，通过用烷基呋喃基取代烷氧基和构建基BDTF来为PSC制造出色的性能材料，可以极大地提高PSC的效率。

  DOI：

  10.1021/ma3025738
• 作为产物：
  描述：

  苯并[1,2-b:4,5-b']二噻吩-4,8-二酮 、 2-异辛基呋喃 在 正丁基锂 、 tin(II) chloride dihdyrate 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 9.0h， 以35%的产率得到4,8-双[5-（2-乙基己基）-2-呋喃基]-苯并[1,2-b：4,5-b']-二噻吩
  参考文献：
  名称：

  新型烷基呋喃基取代的苯并[1,2- b：4,5 - b ']二噻吩基供体-受体聚合物，用于高效太阳能电池

  摘要：

  设计并合成了两种新的烷基呋喃基取代的共轭供体-受体聚合物：PBDTF-DPP和PBDTF-DPPF。为了比较新聚合物的性能，还合成了具有烷氧基侧链的PBDT-DPP和PBDT-DPPF。光物理和电化学测量表明，烷基呋喃基取代的聚合物具有较小的光学带隙，较宽的吸收范围和较低的HOMO能级，因此导致较大的短电流密度（J sc）和较高的开路电压（V oc））在光伏设备中。在相同的制造条件下，基于PBDTF-DPP和PBDTF-DPPF的聚合物太阳能电池（PSC）的效率分别达到3.5％和5.1％，而基于PBDT-DPP和PBDT-DPPF的PSC的效率仅为1.0％和2.9％。经过热退火后，基于PBDTF-DPPF：PC 71 BM的PSC的效率进一步达到了6.1％。结果表明，通过用烷基呋喃基取代烷氧基和构建基BDTF来为PSC制造出色的性能材料，可以极大地提高PSC的效率。

  DOI：

  10.1021/ma3025738

文献信息

• Significant Enhancement of Polymer Solar Cell Performance via Side-Chain Engineering and Simple Solvent Treatment
  作者：Yang Wang、Ying Liu、Shaojie Chen、Ruixiang Peng、Ziyi Ge

  DOI：10.1021/cm401618h

  日期：2013.8.13

  Rational design and synthesis of polymeric semiconductors is critical to the development of polymer solar cells (PSCs). In this work, a new series of benzodithiophene–difuranylbenzooxadiazole-based donor–acceptor co-polymers—namely, PBDT-DFBO, PBDTT-DFBO, and PBDTF-DFBO, with various side groups—have been developed for bulk-heterojunction PSCs. These side-group substituents provide the opportunity

  聚合物半导体的合理设计和合成对于聚合物太阳能电池（PSC）的开发至关重要。在这项工作中，针对本体-异质结PSC，开发了一系列新的基于苯并二噻吩-二呋喃基苯并恶二唑的供体-受体共聚物，即PBDT-DFBO，PBDTT-DFBO和PBDTF-DFBO，带有不同的侧基。这些侧基取代基提供了调整聚合物的光电性能的机会。另外，我们表明，可以通过用烷基噻吩基侧基与呋喃对应物取代来同时实现聚合物带隙的减少和装置中电荷迁移率的提高。在初步研究中，对于带有烷氧基侧链的PBDT-DFBO，人们可以获得功率转换效率（PCE）为2.1％的PSC，2。具有烷基噻吩基侧基的PBDTT-DFBO为2％，具有烷基呋喃基侧基的PBDTF-DFBO为3.0％。通过简单的溶剂处理进一步优化了器件的性能。基于PBDTF-DFBO：PC的PSC71 BM甚至可以达到7.0％的PCE，表现出130％的增强。据我们所知，7.0％的值是
• POLYMER, ORGANIC THIN FILM SOLAR CELL USING SAME, AND ELECTRONIC DEVICE PROVIDED WITH SAID SOLAR CELL
  申请人：Kabushiki Kaisha Toshiba

  公开号：EP2915831A1

  公开（公告）日：2015-09-09

  [Object] To provide a polymer excellent enough in photoelectric conversion efficiency and in light resistance to be suitable for solar cells, also to provide a solar cell using the polymer, and further to provide an electronic product comprising the cell. [Means] Embodiments of the present disclosure provide a polymer comprising a repeating unit of the following formula (M1). (In the formula, R1 is a substituent group selected from the group consisting of unsubstituted alkyl groups, substituted alkyl groups, unsubstituted alkoxy groups, and substituted alkoxy groups; each R2 is independently a substituent group selected from the group consisting of hydrogen, halogen, unsubstituted alkyl groups, substituted alkyl groups, unsubstituted alkoxy groups, substituted alkoxy groups, unsubstituted aryl groups, and substituted aryl groups; and each X is independently an atom selected from the group consisting of O, S and Se, wherein the polymer has a weight average molecular weight of 3000 to 1000000. The embodiments also provide a solar cell having an active layer containing the above polymer and further an electronic product comprising that cell.

  目的 提供一种在光电转换效率和耐光性方面足够优异以适用于太阳能电池的聚合物，还提供一种使用该聚合物的太阳能电池，以及进一步提供一种包含该电池的电子产品。 手段 本公开的实施例提供了一种聚合物，其包含下式（M1）的重复单元。 (式中：R1 是选自由未取代的烷基、取代的烷基、未取代的烷氧基和取代的烷氧基组成的取代基团；每个 R2 独立地是选自由氢、卤素、未取代的烷基、取代的烷基、未取代的烷氧基、取代的烷氧基、未取代的芳基和取代的芳基组成的组的取代基团；以及每个 X 独立地是选自由 O、S 和 Se 组成的组的原子，其中聚合物的重量平均分子量为 3000 至 1000000。本发明实施例还提供了一种太阳能电池，其活性层含有上述聚合物，并进一步提供了一种包含该电池的电子产品。
• POLYMER, ORGANIC THIN-FILM SOLAR CELL USING THE SAME, AND ELECTRONIC PRODUCT COMPRISING THE CELL
  申请人：Kabushiki Kaisha Toshiba

  公开号：US20150236288A1

  公开（公告）日：2015-08-20

  [Object] To provide a polymer excellent enough in photoelectric conversion efficiency and in light resistance to be suitable for solar cells, also to provide a solar cell using the polymer, and further to provide an electronic product comprising the cell. [Means] Embodiments of the present disclosure provide a polymer comprising a repeating unit of the following formula (M1). (In the formula, R 1 is a substituent group selected from the group consisting of alkyl groups, and alkoxy groups; each R 2 is independently a substituent group selected from the group consisting of hydrogen, halogen, alkyl groups, alkoxy groups, and aryl groups; and each X is independently an atom selected from the group consisting of O, S and Se. The embodiments also provide a solar cell having an active layer containing the above polymer and further an electronic product comprising that cell.
• US9865831B2
  申请人：——

  公开号：US9865831B2

  公开（公告）日：2018-01-09
• Side Chain Selection for Designing Highly Efficient Photovoltaic Polymers with 2D-Conjugated Structure
  作者：Shaoqing Zhang、Long Ye、Wenchao Zhao、Delong Liu、Huifeng Yao、Jianhui Hou

  DOI：10.1021/ma500829r

  日期：2014.7.22

  Recently, the benzodithiophene- (BDT-) based polymers with conjugated side groups attracted considerable attention due to their superior properties in polymer solar cells (PSCs), so the investigation of the side chain effects on the photovoltaic properties of this type of polymers is an interesting and important topic for molecular design. Herein, three conjugated polymers based on BDT and thieno[3,4-b]thiophene units with furan, thiophene and selenophene as side groups, named as PBDTTT-EFF, PBDTTT-EFT, and PBDTTT-EFS, were synthesized and applied in polymer solar cells. The polymers were characterized in parallel by absorption spectroscopy, thermogravimetric analysis (TGA), density functional theory (DFT), ultraviolet photoemission spectroscopy (UPS), X-ray diffraction (XRD), and photovoltaic measurements. The results show that the dihedral angles between the BDT and conjugated side groups play important roles in affecting the absorption bands, HOMO levels, crystallinities, and aggregation sizes of the polymers. The photovoltaic results indicate that PBDTTT-EFT and PBDTTT-EFS show similar photovoltaic characteristics in device, and PCEs of 9.0% and 8.78% were obtained, respectively. The device of PBDTTT-EFF shows a V-oc of 0.69 V and a J(sc) of 11.77 mA/cm(2), which are lower than those in the devices based on the other two polymers. Overall, this work suggests that the photovoltaic properties of the BDT-based polymers can be effectively tuned by introducing conjugated side groups with varied steric hindrance.