iodoquarter-thiophenecarboxaldehyde | 1125583-38-1

• 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: iodoquarter-thiophenecarboxaldehyde
• 英文别名: 5-[5-[5-(5-Iodothiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophene-2-carbaldehyde
• CAS: 1125583-38-1
• 化学式: C₁₇H₉IOS₄
• 分子量: 484.426
• InChiKey: JSQDPQMCULYIAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  130
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  iodoquarter-thiophenecarboxaldehyde 、 5-{3,6-bis[4-(diphenylamino)-1-phenyl]carbazol-9-yl}-2-bithiophene-boronic acid 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到5-{3,6-bis[4-(diphenylamino)-1-phenyl]carbazol-9-yl}-2-hexathiophene-carboxaldehyde
  参考文献：
  名称：

  Solution processable donor–acceptor oligothiophenes for bulk-heterojunction solar cells

  摘要：

  我们合成并研究了新型 p 型和低带隙五噻吩和六噻吩，它们不对称地端封有增溶三芳基胺或三芳基氨基取代的咔唑树枝基和二氰基乙烯基，即 PhNOF-OT(n)-DCN 和 G2-OT(n)-DCN（其中 n = 5â6 ），分别用于可溶液加工的光伏应用。由于加入了增溶电子供体基团，高度延伸的低聚噻吩在普通有机溶剂中的溶解度很高，并且可以溶液加工。延伸低聚噻吩骨架后，除了分子内电荷转移吸收（520 nm）外，420 nm 附近的吸收也会强烈增加，从而导致强烈的光谱展宽。这些供体-受体低聚噻吩薄膜的光带隙大大降低至 1.85 eV。由这些材料与 PCBM 作为受体混合制成的溶液加工体异质结光伏电池显示出高达 1.72% 的 PCE，在原器件中的 Voc = 0.79 V。我们的研究结果还表明，高度扩展的供体-受体低聚物可用作可溶液加工的体异质结光伏电池的 p 型、低带隙半导体。

  DOI：

  10.1039/b926203b

文献信息

• [EN] IMPROVED OLIGOTHIOPHENES<br/>[FR] OLIGOTHIOPHÈNES AMÉLIORÉS
  申请人：COMMW SCIENT IND RES ORG

  公开号：WO2011137487A1

  公开（公告）日：2011-11-10

  Compounds of Formula (I), wherein T is independently selected from the group consisting of (a). And the variables R1, R2, R3, R4, R5, R6, R7, R8, R9, Ar, L and n are as defined in the specification herein. The compounds are capable of charge transportation and have application in organic photovoltaic devices such as dye sensitised solar cells.

  式（I）的化合物，其中T是从（a）组成的群体中独立选择的。变量R1、R2、R3、R4、R5、R6、R7、R8、R9、Ar、L和n的定义如本说明书中所述。这些化合物能够进行电荷传输，并在有机光伏器件中应用，例如染料敏化太阳能电池。
• [EN] OLIGOTHIOPHENES AND USE THEREOF IN DYE-SENSITISED SOLAR CELLS<br/>[FR] OLIGOTHIOPHÈNES ET UTILISATION DE CEUX-CI DANS DES CELLULES SOLAIRES À COLORANT
  申请人：COMMW SCIENT IND RES ORG

  公开号：WO2010132952A1

  公开（公告）日：2010-11-25

  A compound of formula I: wherein: R1 and R2 are each independently selected from the group consisting of alkyl, aromatic or heteroaromatic groups, or R1 and R2 may together comprise a linked alkyl, aromatic or heteroaromatic group, R3 and R4 are each independently selected from the group consisting of alkyl, alkoxy or H, or R3 and R4 may together comprise a divalent alkyl group, a divalent alkoxy or alkyldioxy group, or R3 and R4 may together comprise a heterocyclic, heteroaromatic or aromatic group linked or fused to the thiophene group, R5 is H or alkyl, and n is an integer between 1 and 10. The compound is capable of charge transportation and has application in organic photovoltaic devices, such as dye sensitised solar cells.

  一种化合物的化学式为I：其中：R1和R2分别独立地选自由烷基、芳香族或杂芳族基团组成的群体，或者R1和R2可以共同组成一个连接的烷基、芳香族或杂芳族基团，R3和R4分别独立地选自由烷基、烷氧基或H组成的群体，或者R3和R4可以共同组成一个二价烷基基团、二价烷氧基或烷基二氧基基团，或者R3和R4可以共同组成与噻吩基团连接或融合的杂环、杂芳族或芳香族基团，R5为H或烷基，n为介于1和10之间的整数。该化合物能够进行电荷传输，并在有机光伏器件中应用，例如染料敏化太阳能电池。
• [EN] OLIGOTHIOPHENES AND USES THEREOF IN PHOTOVOLTAIC DEVICES<br/>[FR] OLIGOTHIOPHÈNES ET UTILISATIONS DE CEUX-CI DANS DES DISPOSITIFS PHOTOVOLTAÏQUES
  申请人：COMMW SCIENT IND RES ORG

  公开号：WO2010132951A1

  公开（公告）日：2010-11-25

  Compounds of formula (I) wherein EWG is an electron withdrawing group or combination of groups, R1 and R2 are each independently selected from the group consisting of alkyl, aromatic or heteroaromatic groups, or R1 and R2 may together comprise a linked alkyl, aromatic or heteroaromatic group. R3 and R4 are each independently selected from the group consisting of alkyl, alkoxy or H, or R3 and R4 may together comprise a divalent alkyl group, a divalent alkoxy or alkyldioxy group, or R3 and R4 may together comprise a heterocyclic, heteroaromatic or aromatic group linked or fused to the thiophene group and n is an integer between 2 and 10. The compounds are capable of charge transportation and have application in organic photovoltaic devices such as dye sensitised solar cells.

  化学式为（I）的化合物，其中EWG是一个电子吸引基团或基团组合，R1和R2各自独立地选自由烷基，芳香基或杂环芳香基组成的群组，或者R1和R2可以共同组成一个连接的烷基，芳香基或杂环芳香基。R3和R4各自独立地选自由烷基，烷氧基或氢，或者R3和R4可以共同组成一个二价烷基，二价烷氧基或烷基二氧基基团，或者R3和R4可以共同组成一个与噻吩基团连接或融合的杂环，杂环芳香或芳香基团，n是介于2到10之间的整数。这些化合物能够传递电荷，在有机光伏器件如染料敏化太阳能电池中有应用。
• OLIGOTHIOPHENES
  申请人：Evans Richard

  公开号：US20130042918A1

  公开（公告）日：2013-02-21

  Compounds of Formula (I): Wherein: R 1 and R 2 are independently selected from the group consisting of optionally substituted C 1 -C 20 alkyl, optionally substituted C 3 -C 8 cycloalkyl, optionally substituted aromatic, and optionally substituted heteroaromatic groups or R 1 and R 2 together with the nitrogen atom to which they are attached comprise an optionally substituted saturated or unsaturated ring which may optionally contain further heteroatoms selected from the group consisting of O, N and S, and may optionally be further fused to one or more other rings; Ar is selected from the group consisting of optionally substituted aromatic and optionally substituted heteroaromatic groups; L is a linker which is a direct bond or is selected from the group consisting of optionally substituted C 2 alkenylene and optionally substituted C 2 alkynylene; T is independently selected from the group consisting of: R 3 , R 4 and R 9 are independently selected from the group consisting of hydrogen, optionally substituted C 1 -C 10 alkyl, optionally substituted C 3 -C 8 cycloalkyl and optionally substituted C 1 -C 10 alkoxy groups, or a pair of groups selected from R 3 , R 4 and R 9 may together with the carbon atoms to which they are attached comprise an optionally substituted saturated or unsaturated ring which may optionally contain one or more heteroatoms selected from the group consisting of O, N and S, and may optionally be further fused to one or more other rings; R 5 is selected from the group consisting of hydrogen, optionally substituted C 1 -C 8 alkyl, optionally substituted C 3 -C 8 cycloalkyl, and optionally substituted aromatic groups; R 6 is selected from the group consisting of optionally substituted C 1 -C 8 alkyl, optionally substituted C 1 -C 8 perfluorinated alkyl, optionally substituted C 3 -C 8 cycloalkyl, optionally substituted aromatic, and optionally substituted heteroaromatic groups; R 7 is selected from the group consisting of optionally substituted C 1 -C 30 alkyl wherein one or more carbon atoms of the alkyl are optionally replaced with one or more of O, S, NR 8 , carbonyl or thiocarbonyl; optionally substituted C 3 -C 8 cycloalkyl; optionally substituted C 2 -C 12 alkenyl wherein one or more carbon atoms of the alkenyl are optionally replaced with one or more of O, S, NR 8 , carbonyl or thiocarbonyl; optionally substituted C 2 -C 8 alkynyl wherein one or more carbon atoms of the alkynyl are optionally replaced with one or more of O, S, NR 8 , carbonyl or thiocarbonyl; optionally substituted C 3 -C 12 alkoxy; optionally substituted aromatic; and optionally substituted heteroaromatic groups; wherein R 8 is hydrogen or R 6 , and n is an integer of 1 to 10. The compounds are capable of charge transportation and have application in organic photovoltaic devices such as dye sensitised solar cells.

  分子式(I)的化合物： 其中： R1和R2独立地选自选自取代的C1-C20烷基，取代的C3-C8环烷基，取代的芳香基和取代的杂芳基，或者R1和R2连同它们所附着的氮原子组成一个可选取代的饱和或不饱和环，该环可以选择进一步包含来自O、N和S的进一步杂原子，并且可以选择进一步融合到一个或多个其他环中； Ar选自选自取代的芳香基和取代的杂芳基； L是一个连接基，可以是直接键或选自可选取代的C2烯基和可选取代的C2炔基的群体； T独立地选自群体，包括： R3、R4和R9独立地选自氢，可选取代的C1-C10烷基，可选取代的C3-C8环烷基和可选取代的C1-C10甲氧基基团，或者选自R3、R4和R9中的一对基团，连同它们所附着的碳原子组成一个可选取代的饱和或不饱和环，该环可以选择进一步包含来自O、N和S的一个或多个杂原子，并且可以选择进一步融合到一个或多个其他环中； R5选自氢，可选取代的C1-C8烷基，可选取代的C3-C8环烷基和可选取代的芳香基团； R6选自可选取代的C1-C8烷基，可选取代的C1-C8全氟烷基，可选取代的C3-C8环烷基，可选取代的芳香基和可选取代的杂芳基； R7选自可选取代的C1-C30烷基，其中烷基的一个或多个碳原子可选择用O、S、NR8、羰基或硫代羰基中的一个或多个替换；可选取代的C3-C8环烷基；可选取代的C2-C12烯基，其中烯基的一个或多个碳原子可选择用O、S、NR8、羰基或硫代羰基中的一个或多个替换；可选取代的C2-C8炔基，其中炔基的一个或多个碳原子可选择用O、S、NR8、羰基或硫代羰基中的一个或多个替换；可选取代的C3-C12甲氧基；可选取代的芳香基；和可选取代的杂芳基；其中R8是氢或R6，n为1到10的整数。 这些化合物能够进行电荷传输，并在有机光伏器件中应用，例如染料敏化太阳能电池。