4-[5-[5-Bromo-3-(2-ethylhexyl)thiophen-2-yl]thiophen-2-yl]-7-[5-[4-[5-[5-bromo-3-(2-ethylhexyl)thiophen-2-yl]thiophen-2-yl]-2,1,3-benzothiadiazol-7-yl]thiophen-2-yl]-2,1,3-benzothiadiazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 4-[5-[5-Bromo-3-(2-ethylhexyl)thiophen-2-yl]thiophen-2-yl]-7-[5-[4-[5-[5-bromo-3-(2-ethylhexyl)thiophen-2-yl]thiophen-2-yl]-2,1,3-benzothiadiazol-7-yl]thiophen-2-yl]-2,1,3-benzothiadiazole
• 英文别名: 4-[5-[5-bromo-3-(2-ethylhexyl)thiophen-2-yl]thiophen-2-yl]-7-[5-[4-[5-[5-bromo-3-(2-ethylhexyl)thiophen-2-yl]thiophen-2-yl]-2,1,3-benzothiadiazol-7-yl]thiophen-2-yl]-2,1,3-benzothiadiazole
• 化学式: C₄₈H₄₆Br₂N₄S₇
• 分子量: 1063.19
• InChiKey: JPLNOWDTYFNSSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.7
• 重原子数：
  61
• 可旋转键数：
  18
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  249
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  4,7-二溴-2,1,3-苯并噻二唑 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 作用下， 以 邻二氯苯 、 甲苯 为溶剂， 反应 128.0h， 生成 4-[5-[5-Bromo-3-(2-ethylhexyl)thiophen-2-yl]thiophen-2-yl]-7-[5-[4-[5-[5-bromo-3-(2-ethylhexyl)thiophen-2-yl]thiophen-2-yl]-2,1,3-benzothiadiazol-7-yl]thiophen-2-yl]-2,1,3-benzothiadiazole
  参考文献：
  名称：

  溶解性烷基侧链的位置对基于TTBTBTT的共轭聚合物的光电和光伏性能有很大影响†

  摘要：

  我们报告了五个共轭聚合物P1-P5的合成和比较研究，这些聚合物在其重复单元中具有两个可溶的2-乙基己基侧链的不同排列。已经表明，烷基取代基的位置强烈影响聚合物的前沿能级，并导致其光学带隙在1.65和2.0eV之间变化。对于聚合物P1和P5确定的最高（2.8×10 -4 cm 2 V -1 s -1）和最低（2.4×10 -5 cm 2 V -1 s -1）分别使用SCLC技术的差异超过一个数量级。GIWAXS测量还揭示了聚合物P1-P5薄膜中分子有序程度非常不同，这与这些材料的SCLC迁移率数据和固态光致发光光谱密切相关。基于聚合物P1-P5与[60] PCBM的复合材料的体异质结太阳能电池的功率转换效率范围为0.6％（P5）至5.1％（P1），因此证明了烷基侧链对光伏性能的强烈影响设计的基于聚合物的材料。

  DOI：

  10.1039/c4tc02432j

文献信息

• Polymer compound and its use in photovoltaic devices
  申请人：LANXESS Deutschland GmbH

  公开号：EP2730632A1

  公开（公告）日：2014-05-14

  The present invention relates to a polymer compound and a photovoltaic conversion device using the same having the general formula (I) wherein R1, R2, R3, R4, R5, R6 are the same or mutually different and represent a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an alkylthio group, an aryl group, an aryloxy group, an arylthio group, an arylalkyl group, an arylalkoxy group, an arylalkylthio group, an arylalkenyl group, an arylalkynyl group, a heterocyclic gropup, preferably a mono-valent heterocyclic group, a heterocyclic group with at least one sulphur atom, an amino group, a substituted amino group, a silyl group, a substituted silyl group, an acyl group, an acyloxy group, an imine group, an amide group, an acid imide group, a carboxyl group, a substituted carboxyl group, a cyano group or a nitro group, and X represents wherein Y = N-R7 or CR8R9, n is the number of repeating units, preferably from 2 to 2000 and R7, R8, R9 have the same meanings as R1, R2, R3, R4, R5 or R6.

  本发明涉及一种聚合物化合物和使用该聚合物化合物的光伏转换装置，其通式为 (I) 其中 R1、R2、R3、R4、R5、R6 相同或互不相同，代表氢原子、卤素原子、烷基、烷氧基、烷硫基、芳基、芳氧基、芳硫基、芳烷基、芳烷氧基、芳烷硫基、芳烯基、芳炔基、杂环基团、最好是单价杂环基、至少有一个硫原子的杂环基、氨基、取代氨基、硅基、取代硅基、酰基、酰氧基、亚胺基、酰胺基、酸亚胺基、羧基、取代羧基、氰基或硝基，以及 X 代表 其中 Y = N-R7 或 CR8R9、 n 是重复单元的数目，最好是 2 至 2000 个 R7、R8、R9 与 R1、R2、R3、R4、R5 或 R6 具有相同的含义。
• Design of (X-DADAD)_<i>n</i> Type Copolymers for Efficient Bulk Heterojunction Organic Solar Cells
  作者：Alexander V. Akkuratov、Diana K. Susarova、Oleg V. Kozlov、Alexander V. Chernyak、Yuriy L. Moskvin、Lubov A. Frolova、Maxim S. Pshenichnikov、Pavel A. Troshin

  DOI：10.1021/ma5023956

  日期：2015.4.14

  We show that extended TBTBT structure (T = thiophene, B = benzothiadiazole) can be used as an electron-deficient building block for designing conjugated polymers with deeply lying HOMO energy levels and narrow band gaps. The first carbazole-TBTBT copolymer P2 demonstrated power conversion efficiencies exceeding 6% in bulk heterojunction solar cells in combination with advanced operational stability, unlike conventional donor polymers such as PTB7, PBDTTT-CF, etc.
• [EN] POLYMERS AND THEIR USE IN PHOTOVOLTAIC DEVICES<br/>[FR] POLYMÈRES ET LEUR UTILISATION DANS DES DISPOSITIFS PHOTOVOLTAÏQUES
  申请人：LANXESS DEUTSCHLAND GMBH

  公开号：WO2014074027A1

  公开（公告）日：2014-05-15

  The present invention provides polymers comprising repeating units represented by the formula (I): wherein n is the number of repeating units, R1, R2, R3, R4 are the same or mutually different and represent a hydrogen atom, a halogen atom, an alkoxy group, an alkylthio group, an aryl group, an aryloxy group, an arylthio group, an arylalkyl group, an arylalkoxy group, an arylalkylthio group, an arylalkenyl group, an arylalkynyl group, a mono-valent heterocyclic group, a heterocyclic thio group, an amino group, a substituted amino group, a silyl group, a substituted silyl group, an acyl group, an acyloxy group, an imine residue, an amide group, an acid imide group, a carboxyl group, a substituted carboxyl group, a cyano group or a nitro group, R5, R6 are the same or mutually different and represent a C1-C20 alkyl group and X represents formula (II) wherein Y=N-R7 or CR8R9 or SiR8R9, and R7, R8, R9 represent in each case a C1-C20 alkyl group or have the same meanings as R1, R2, R3, R4, R5 or R6 and their use in photovoltaic devices.
• A strong influence of the positions of solubilizing alkyl side chains on optoelectronic and photovoltaic properties of TTBTBTT-based conjugated polymers
  作者：A. V. Akkuratov、D. K. Susarova、Y. L. Moskvin、D. V. Anokhin、A. V. Chernyak、F. A. Prudnov、D. V. Novikov、S. D. Babenko、P. A. Troshin

  DOI：10.1039/c4tc02432j

  日期：——

  We report the synthesis and comparative study of five conjugated polymers P1–P5 with different arrangements of two solubilizing 2-ethylhexyl side chains in their repeating units. It has been shown that positioning of the alkyl substituents affects strongly frontier energy levels of the polymers and results in variation of their optical band gaps between 1.65 and 2.0 eV. The highest (2.8 × 10−4 cm2

  我们报告了五个共轭聚合物P1-P5的合成和比较研究，这些聚合物在其重复单元中具有两个可溶的2-乙基己基侧链的不同排列。已经表明，烷基取代基的位置强烈影响聚合物的前沿能级，并导致其光学带隙在1.65和2.0eV之间变化。对于聚合物P1和P5确定的最高（2.8×10 -4 cm 2 V -1 s -1）和最低（2.4×10 -5 cm 2 V -1 s -1）分别使用SCLC技术的差异超过一个数量级。GIWAXS测量还揭示了聚合物P1-P5薄膜中分子有序程度非常不同，这与这些材料的SCLC迁移率数据和固态光致发光光谱密切相关。基于聚合物P1-P5与[60] PCBM的复合材料的体异质结太阳能电池的功率转换效率范围为0.6％（P5）至5.1％（P1），因此证明了烷基侧链对光伏性能的强烈影响设计的基于聚合物的材料。