2,5-diodo-3-decylthiophene | 133750-13-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2,5-diodo-3-decylthiophene
• 英文别名: 2,5-diiodo-3-decylthiophene；2,5-Diiodo(3-decylthiophene)；3-decyl-2,5-diiodothiophene
• CAS: 133750-13-7
• 化学式: C₁₄H₂₂I₂S
• 分子量: 476.204
• InChiKey: QFFPYJQDSPQPSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,5-diodo-3-decylthiophene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 四丁基氟化铵 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 2,5-diethynyl-3-decylthiophene
  参考文献：
  名称：

  Near-infrared emissive BODIPY polymeric and copolymeric dyes

  摘要：

  Novel near-Infrared emissive BODIPY polymeric dyes (polymers A and B) were prepared by Sonogashira cross-coupling reaction of 2,6-diiodo BODIPY dyes bearing one and two styryl groups at 3,5 positions (5, 6) with 2,6-diethynyl BODIPY dye, respectively. These polymeric dyes (A and B) display absorption maxima at 697 and 738 nm, and emission maxima at 715 and 760 nm, respectively. These polymeric dyes exhibit significant red shifts in absorption and emission maxima due to their extended pi-conjugation systems compared with their BODIPY monomeric dyes. The thin films of polymers A and B display further red shift with emission maxima 764 and 810 nm, respectively. Near-infrared BODIPY copolymeric dye (C) was prepared by Sonogashira polymerization of 2,6-diiodo BODIPY dye bearing two styryl groups with 2,5-diethynyl-3-decylthiophene. For comparison in optical properties, deep-red and red emissive BODIPY copolymeric dyes (D and E) were prepared by Sonogashira polymerization of 2,6-diiodo BODIPY dye bearing monostyryl group and 2,6-diiodo BODIPY dye with 2,5-diethynyl-3-decylthiothene, respectively. These polymers display their absorption maxima at 649 nm and 634 nm, and emission maxima at 694 nm and 669 nm, respectively. All the polymers displayed good thermal stability and solubility in dichloromethane, and their lifetimes ranged from 0.7 to 3.4 ns. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.09.029

文献信息

• [EN] POLYMERS WITH BODIPY-BASED BACKBONE FOR SOLAR CELLS<br/>[FR] POLYMÈRES AVEC SQUELETTE À BASE DE BODIPY POUR DES CELLULES SOLAIRES
  申请人：UNIV MICHIGAN TECH

  公开号：WO2010075512A1

  公开（公告）日：2010-07-01

  The present application discloses the preparation of BODIPY-based backbone polymers for use in solar cell devices. Embodiments provide efficient solution-processed bulk heterojunction ("BHJ") polymer/PCBM solar cells with BODIPY-based backbone polymers (pBodipy and pBodipy-T) as the polymer electron donor. In some embodiments of the present application, solar cells exhibit highly efficient light harvesting of the solar spectrum up to ~1.6eV. CV data suggest these BODIPY-based backbone polymers have an optimal energy level alignment for charge separation in contact with PCBM, and deep HOMO levels that result in the high Voc of 0.8 V and efficiency of about 2%.

  本申请公开了用于太阳能电池器件的BODIPY基骨架聚合物的制备。实施例提供了高效的溶液加工的大体异质结（"BHJ"）聚合物/PCBM太阳能电池，其中BODIPY基骨架聚合物（pBodipy和pBodipy-T）作为聚合物电子给体。在本申请的一些实施例中，太阳能电池展现出对太阳光谱高效的光吸收，达到约1.6eV。CV数据表明，这些基于BODIPY的骨架聚合物与PCBM接触时具有最佳的能级对齐，有深的HOMO能级，导致高达0.8V的高Voc和约2%的效率。
• FLUORESCENT CONJUGATED POLYMERS WITH A BODIPY-BASED BACKBONE AND USES THEREOF
  申请人：Liu Haiying

  公开号：US20120070382A1

  公开（公告）日：2012-03-22

  The present invention provides various fluorescent conjugated polymers with a BODIPY-based backbone. The invention also provides methods of using the polymers of the invention, such as for imaging and detection of cells, tumors, bacteria and viruses.
• US9412949B2
  申请人：——

  公开号：US9412949B2

  公开（公告）日：2016-08-09
• US9623123B2
  申请人：——

  公开号：US9623123B2

  公开（公告）日：2017-04-18
• [EN] FLUORESCENT CONJUGATED POLYMERS WITH A BODIPY-BASED BACKBONE AND USES THEREOF<br/>[FR] POLYMÈRES CONJUGUÉS FLUORESCENTS AVEC SQUELETTE À BASE DE BODIPY ET UTILISATIONS CORRESPONDANTES
  申请人：UNIV MICHIGAN TECH

  公开号：WO2010075514A1

  公开（公告）日：2010-07-01

  The present invention provides various fluorescent conjugated polymers with a BODIPY-based backbone. The invention also provides methods of using the polymers of the invention, such as for imaging and detection of cells, tumors, bacteria and viruses.