5-(3-chloropropyl)-3,3''',4'''',3''''''-tetrahexyl-2,2':5',2'':5'',2''':5'''',2''''':5''''',2'''''':5'''''',2'''''''-octithiophene | 817588-46-8

• 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: 5-(3-chloropropyl)-3,3''',4'''',3''''''-tetrahexyl-2,2':5',2'':5'',2''':5'''',2''''':5''''',2'''''':5'''''',2'''''''-octithiophene
• 英文别名: 5-(3-chloropropyl)-3,3''',4'''',3''''''-tetrahexyl-2,2';5',2'';5'',2''';5'''',2''''';5''''',2'''''';5'''''',2'''''''-octithiophene
• CAS: 817588-46-8
• 化学式: C₅₉H₇₁ClS₈
• 分子量: 1072.19
• InChiKey: PGOMWJXRNXRWKQ-UHFFFAOYSA-N

物化性质

• 沸点：
  959.2±65.0 °C(Predicted)
• 密度：
  1.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  23.51
• 重原子数：
  68.0
• 可旋转键数：
  30.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5-(3-chloropropyl)-3,3''',4'''',3''''''-tetrahexyl-2,2':5',2'':5'',2''':5'''',2''''':5''''',2'''''':5'''''',2'''''''-octithiophene 在 sodium iodide 作用下， 以 氯仿 、 丙酮 、 乙腈 为溶剂， 生成 1-[3-(3,3''',4'''',3''''''-tetrahexyl-2,2';5',2'';5'',2''';5'',2''';5''',2''';5''',2''''-octithiophen-5-yl)propyl]-1'-methyl-4,4'-bipyridinium iodide
  参考文献：
  名称：

  Photoinduced Charge Separation and Charge Recombination of Oligothiophene−Viologen Dyads in Polar Solvent

  摘要：

  Photoinduced intramolecular charge separation and charge recombination of oligothiophene-methyl viologen dyads (T-n-MV(2+.)2X(-), n = 4 or 8, X- = I- or PF6-), which were designed to generate positively charged radical ion pairs (T-n(.+)-MV(.+.)2X(-)), have been investigated by the time-resolved fluorescence and transient absorption spectra in CH3CN. Upon excitation of the T-8 moiety in T-8-MV(2+.)2X(-), the radical cation pair (Tg(.+)-MV(.-)2X(-)) was produced via the excited singlet state of T-8 (T-1(8)*), because the fluorescence lifetime of the T-1(8)* moiety in T-8-MV(2+.)2X(-) becomes short compared with pristine 1T8*. The lifetimes of T8(.+)-MV(.+.)2X(-) were evaluated to be 720-980 ns depending on the counteranion, I- or PF6-. On the other hand, T-4-MV(2+.)2X(-) leads to lifetimes of T4(.+)-MV(.+.)2X(-) of 210-240 ns, although the charge separation seems to occur via the excited triplet state of T-4 (T-3(4)*), because the fluorescence quenching of the T-1(4)* moiety in T-4-MV(2+.)2X(-) was not observed. As factors to achieve these relatively long lifetimes of T-n(.+)-MV(.+.)2X(-), the charge recombination between of the positive charges (holes) on the T-n and MV moieties and the center-to-center distance between the positive charges (holes) on the T,, and MV moieties may be considered, in addition to the triplet spin character of T-n(.+)-MV(.+.)2X(-).

  DOI：

  10.1021/jp048364r
• 作为产物：
  描述：

  1-溴-3-氯丙烷 、 3,3'",4"",3"""'-tetrahexyl-2,2':5',2":5",2'":5"',2"":5"",2""':5""',2""":5""",2"""'-octihiophene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以34%的产率得到5-(3-chloropropyl)-3,3''',4'''',3''''''-tetrahexyl-2,2':5',2'':5'',2''':5'''',2''''':5''''',2'''''':5'''''',2'''''''-octithiophene
  参考文献：
  名称：

  Photoinduced Charge Separation and Charge Recombination of Oligothiophene−Viologen Dyads in Polar Solvent

  摘要：

  Photoinduced intramolecular charge separation and charge recombination of oligothiophene-methyl viologen dyads (T-n-MV(2+.)2X(-), n = 4 or 8, X- = I- or PF6-), which were designed to generate positively charged radical ion pairs (T-n(.+)-MV(.+.)2X(-)), have been investigated by the time-resolved fluorescence and transient absorption spectra in CH3CN. Upon excitation of the T-8 moiety in T-8-MV(2+.)2X(-), the radical cation pair (Tg(.+)-MV(.-)2X(-)) was produced via the excited singlet state of T-8 (T-1(8)*), because the fluorescence lifetime of the T-1(8)* moiety in T-8-MV(2+.)2X(-) becomes short compared with pristine 1T8*. The lifetimes of T8(.+)-MV(.+.)2X(-) were evaluated to be 720-980 ns depending on the counteranion, I- or PF6-. On the other hand, T-4-MV(2+.)2X(-) leads to lifetimes of T4(.+)-MV(.+.)2X(-) of 210-240 ns, although the charge separation seems to occur via the excited triplet state of T-4 (T-3(4)*), because the fluorescence quenching of the T-1(4)* moiety in T-4-MV(2+.)2X(-) was not observed. As factors to achieve these relatively long lifetimes of T-n(.+)-MV(.+.)2X(-), the charge recombination between of the positive charges (holes) on the T-n and MV moieties and the center-to-center distance between the positive charges (holes) on the T,, and MV moieties may be considered, in addition to the triplet spin character of T-n(.+)-MV(.+.)2X(-).

  DOI：

  10.1021/jp048364r