2-(4-methoxyphenyl)-5-[2,2,2-trifluoro-1-[2-(4-methoxyphenyl)-4H-furo[3,2-b]pyrrol-5-yl]ethylidene]furo[3,2-b]pyrrole | 956296-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡咯
• 英文名称: 2-(4-methoxyphenyl)-5-[2,2,2-trifluoro-1-[2-(4-methoxyphenyl)-4H-furo[3,2-b]pyrrol-5-yl]ethylidene]furo[3,2-b]pyrrole
• CAS: 956296-91-6
• 化学式: C₂₈H₁₉F₃N₂O₄
• 分子量: 504.465
• InChiKey: FAFSOHDUKCHVTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  37
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  69
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(4-methoxyphenyl)-5-[2,2,2-trifluoro-1-[2-(4-methoxyphenyl)-4H-furo[3,2-b]pyrrol-5-yl]ethylidene]furo[3,2-b]pyrrole 在 三氟化硼乙醚 、 三乙胺 作用下， 生成 2,8-di(4-methoxyphenyl)-11-trifluoromethyl-difuro[2,3-b]-[3,2-g]-5,5-difluoro-5-bora-3a,4a-diaza-s-indacene
  参考文献：
  名称：

  Singlet Oxygen Generation by Novel NIR BODIPY Dyes

  摘要：

  Five novel near-infrared BODIPY dyes were prepared for improved singlet oxygen generation using thiophene and bromine. Theoretical, optical, photostable, and singlet oxygen generation characteristics of these dyes were assessed. Predicted excitation energies by TDDFT calculations were in good agreement (Delta E approximate to 0.06 eV) with experimental data. All five dyes showed both excitation and emission In the NIR range. In particular, two dyes having sulfur and bromine atoms showed efficient singlet oxygen generation with high photostability.

  DOI：

  10.1021/ol2014076
• 作为产物：
  描述：

  2-(4-甲氧基苯基)-4H-呋喃并[3,2-b]吡咯-5-羧酸 、 三氟乙酸酐 在 三氟乙酸 作用下， 反应 1.17h， 以45%的产率得到2-(4-methoxyphenyl)-5-[2,2,2-trifluoro-1-[2-(4-methoxyphenyl)-4H-furo[3,2-b]pyrrol-5-yl]ethylidene]furo[3,2-b]pyrrole
  参考文献：
  名称：

  Boron dipyrromethene (BODIPY) with meso-perfluorinated alkyl substituents as near infrared donors in organic solar cells

  摘要：

  三种嵌合呋喃环的BODIPY化合物被合成，其中在meso-C位置上具有全氟烷基取代基团。作为近红外吸收剂，在单结有机太阳能电池中实现了6.4%的光电转换效率，并且能量损失相对较低。

  DOI：

  10.1039/c8ta06261g

文献信息

• RESIN COMPOSITION AND MOLDED ARTICLE
  申请人：DIC CORPORATION

  公开号：US20160271273A1

  公开（公告）日：2016-09-22

  The invention contains a resin and a near infrared fluorescent material which is one type or two or more types of compounds selected from General Formulas (I 1 ) to (I 4 ) and has a maximum fluorescence wavelength of 650 nm or longer. In Formulas, R a and R b , R c and R d , R h and R i , and R j and R k form rings together with the nitrogen atom to which R a , R c , R h , and R j are bonded; R e and R f represent a halogen atom or an oxygen atom; each of R l , R m , R n , and R o independently represents a halogen atom, a C 1-20 alkyl group, a C 1-20 alkoxy group, an aryl group, or a heteroaryl group; R g , R r , and R s represent a hydrogen atom or an electron withdrawing group; and each of R p and R q independently represents a hydrogen atom, a halogen atom, a C 1-20 alkyl group, a C 1-20 alkoxy group, an aryl group, or a heteroaryl group.

  该发明包含树脂和一种近红外荧光材料，该材料是从通用式(I1)到(I4)中选择的一种或两种或更多种化合物，并且具有最大荧光波长为650纳米或更长。在公式中，Ra和Rb，Rc和Rd，Rh和Ri，以及Rj和Rk与它们结合的氮原子一起形成环；Re和Rf代表卤素原子或氧原子；Rl、Rm、Rn和Ro分别独立表示卤素原子、C1-20烷基基团、C1-20烷氧基团、芳基或杂环芳基；Rg、Rr和Rs代表氢原子或电子吸引基团；Rp和Rq中的每一个独立表示氢原子、卤素原子、C1-20烷基基团、C1-20烷氧基团、芳基或杂环芳基。
• Small Molecule Near-Infrared Boron Dipyrromethene Donors for Organic Tandem Solar Cells
  作者：Tian-yi Li、Toni Meyer、Zaifei Ma、Johannes Benduhn、Christian Körner、Olaf Zeika、Koen Vandewal、Karl Leo

  DOI：10.1021/jacs.7b07887

  日期：2017.10.4

  Three furan fused boron dipyrromethenes (BODIPYs) with a CF3 group on the meso-carbon are synthesized as near-infrared absorbing materials for vacuum processable organic solar cells. The best single junction device reaches a short-circuit current (jsc) of 13.3 mA cm–2 and a power conversion efficiency (PCE) of 6.1%. These values are highly promising for an electron donor material with an absorption

  三个呋喃稠硼dipyrromethenes（BODIPYs）与CF 3基团的内消旋-碳被合成为用于真空处理的有机太阳能电池的近红外线吸收材料。最佳的单结器件的短路电流（j sc）为13.3 mA cm -2，功率转换效率（PCE）为6.1％。这些值对于吸收起始超过900nm的电子供体材料是非常有前途的。在包括NIR BODIPY子电池和匹配的“绿色”吸收器子电池的串联太阳能电池中，实现了互补吸收，结果PCE约为10％。
• FLUORESCENT COMPOUND AND LABELING AGENT COMPRISING THE SAME
  申请人：Keio University

  公开号：EP2022794B1

  公开（公告）日：2017-08-23
• Boron dipyrromethene (BODIPY) with <i>meso</i>-perfluorinated alkyl substituents as near infrared donors in organic solar cells
  作者：Tian-yi Li、Johannes Benduhn、Yue Li、Frank Jaiser、Donato Spoltore、Olaf Zeika、Zaifei Ma、Dieter Neher、Koen Vandewal、Karl Leo

  DOI：10.1039/c8ta06261g

  日期：——

  Three furan-fused BODIPYs were synthesized with perfluorinated alkyl substitutes on the meso-C. As NIR absorbers, a PCE of 6.4% was achieved in a single junction organic solar cell with relatively low energy losses.

  三种嵌合呋喃环的BODIPY化合物被合成，其中在meso-C位置上具有全氟烷基取代基团。作为近红外吸收剂，在单结有机太阳能电池中实现了6.4%的光电转换效率，并且能量损失相对较低。
• Singlet Oxygen Generation by Novel NIR BODIPY Dyes
  作者：Samuel G. Awuah、Jason Polreis、Vidya Biradar、Youngjae You

  DOI：10.1021/ol2014076

  日期：2011.8.5

  Five novel near-infrared BODIPY dyes were prepared for improved singlet oxygen generation using thiophene and bromine. Theoretical, optical, photostable, and singlet oxygen generation characteristics of these dyes were assessed. Predicted excitation energies by TDDFT calculations were in good agreement (Delta E approximate to 0.06 eV) with experimental data. All five dyes showed both excitation and emission In the NIR range. In particular, two dyes having sulfur and bromine atoms showed efficient singlet oxygen generation with high photostability.