4-dodecylthiophene-2-carboxaldehyde | 914457-45-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-dodecylthiophene-2-carboxaldehyde
• 英文别名: 4-Dodecylthiophene-2-carbaldehyde
• CAS: 914457-45-7
• 化学式: C₁₇H₂₈OS
• 分子量: 280.475
• InChiKey: IHWJQNJAFYVQGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  19
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-dodecylthiophene-2-carboxaldehyde 在 sodium tetrahydroborate 、 氯化亚砜 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 20.0h， 生成 (4-dodecylthiophen-2-ylmethyl)phosphonic acid diethyl ether
  参考文献：
  名称：

  Poly(3-dodecylthienylenevinylene)s: Regioregularity and Crystallinity

  摘要：

  A series of poly(dodecylthienylenevinylenes), C-12-PTVs-a: b, with tunable regioregularity and solubility have been synthesized using two isomeric comonomers with molar ratios from 0:10 to 5:5, and characterized by NMR spectroscopy, differential scanning calorimetry, absorption spectroscopy, cyclovoltammetry, and X-ray diffraction. For the first time, the aromatic and olefinic H-1 NMR peaks of regioregular head-tail C-n-PTVs are dearly assigned. No major difference in XRD peak intensity is observed among regiorandom and fully regioregular C-12-PTVs. V-oc of C-12-PTVs-a:b and PC60BM blend solar cells are in the range of 0.43 to 0.51 V and consistently decrease as regioregularity is reduced. C-12-PTV-3:7:PC60BM solar cells give the highest short-circuit current and practically same efficiency as that of C-12-PTV-1:9:PC60BM devices. The results suggest a new strategy to enhance processability of optoelectronic polymers without sacrificing their crystallinity and device performance.

  DOI：

  10.1021/ma200434v
• 作为产物：
  描述：

  3-十二烷基噻吩 、 N,N-二甲基甲酰胺 在 正丁基锂 作用下， 生成 4-dodecylthiophene-2-carboxaldehyde
  参考文献：
  名称：

  Poly(3-dodecylthienylenevinylene)s: Regioregularity and Crystallinity

  摘要：

  A series of poly(dodecylthienylenevinylenes), C-12-PTVs-a: b, with tunable regioregularity and solubility have been synthesized using two isomeric comonomers with molar ratios from 0:10 to 5:5, and characterized by NMR spectroscopy, differential scanning calorimetry, absorption spectroscopy, cyclovoltammetry, and X-ray diffraction. For the first time, the aromatic and olefinic H-1 NMR peaks of regioregular head-tail C-n-PTVs are dearly assigned. No major difference in XRD peak intensity is observed among regiorandom and fully regioregular C-12-PTVs. V-oc of C-12-PTVs-a:b and PC60BM blend solar cells are in the range of 0.43 to 0.51 V and consistently decrease as regioregularity is reduced. C-12-PTV-3:7:PC60BM solar cells give the highest short-circuit current and practically same efficiency as that of C-12-PTV-1:9:PC60BM devices. The results suggest a new strategy to enhance processability of optoelectronic polymers without sacrificing their crystallinity and device performance.

  DOI：

  10.1021/ma200434v

文献信息

• Conjugation-length dependence of regioregular oligo 3-alkyl(thienylene-vinylene)s demonstrates polyene-like behaviour with weak electron–electron correlations
  作者：Daniel W. Polak、Iain Andrews、George Farrow、Andrew J. Musser、Alex Auty、Dimitri Chekulaev、Julia A. Weinstein、Martin Heeney、Jenny Clark

  DOI：10.1039/d3cp00362k

  日期：——

  demonstrate that 3-alkyl(thienylene-vinylene) oligomers form part of the polyene family. The shortest (n = 2) oligomer emits from the bright 1Bu state, while fluorescence in oligomers with n = 3, 4 is from the formally dark 2Ag state, allowed via Herzberg–Teller vibronic coupling to the nearby bright 1Bu state as described for diphenyl-polyenes. Longer oligomers and the polymer are essentially non-emissive

  聚（3-烷基（噻吩基-亚乙烯基））（P3TV）及其较长的低聚物具有可忽略不计的低光致发光量子产率，然而，其低产率的原因目前存在争议。在这里，我们通过迭代 Horner-Wadsworth-Emmons 反应制备了一系列具有n = 2-8 重复单元的区域规整 (3-十二烷基) 噻吩基-亚乙烯基低聚物，并报告了它们的稳态、瞬态吸收和发射光谱。此处显示的结果表明 3-烷基（噻吩基-亚乙烯基）低聚物构成多烯家族的一部分。最短的 ( n = 2) 低聚物从明亮的 1B u状态发射，而n = 3、4 的低聚物中的荧光来自正式的暗 2A g状态，允许通过Herzberg-Teller 电子振动耦合到附近明亮的 1B u状态，如二苯基多烯所述。较长的低聚物和聚合物基本上是非发射性的，因为 2A g状态不能再从 1B u状态借用强度。我们证明光谱形状、光致发光量子产率和瞬态光谱行为都可以使用具有弱电子相关性的多烯模型来解释。
• Leukotriene antagonists
  申请人：SMITHKLINE BECKMAN CORPORATION

  公开号：EP0168902B1

  公开（公告）日：1987-09-30
• QUINONE COMPOUNDS FOR USE IN PHOTOVOLTAIC APPLICATION
  申请人：Decampo Floryan

  公开号：US20130306917A1

  公开（公告）日：2013-11-21

  The invention relates to a photovoltaic coating containing a mixture of organic N-type (acceptor) and P-type (donor) semiconductor compounds, which makes it possible, when selecting the donor/acceptor pair, to modulate the semiconductor properties of the photovoltaic coating so as to enable the use thereof within a photovoltaic device, wherein one of the organic semiconductors includes a quinone core.
• US4730005A
  申请人：——

  公开号：US4730005A

  公开（公告）日：1988-03-08
• Poly(3-dodecylthienylenevinylene)s: Regioregularity and Crystallinity
  作者：Cheng Zhang、Jianyuan Sun、Rui Li、Sam-Shajing Sun、Evan Lafalce、Xiaomei Jiang

  DOI：10.1021/ma200434v

  日期：2011.8.23

  A series of poly(dodecylthienylenevinylenes), C-12-PTVs-a: b, with tunable regioregularity and solubility have been synthesized using two isomeric comonomers with molar ratios from 0:10 to 5:5, and characterized by NMR spectroscopy, differential scanning calorimetry, absorption spectroscopy, cyclovoltammetry, and X-ray diffraction. For the first time, the aromatic and olefinic H-1 NMR peaks of regioregular head-tail C-n-PTVs are dearly assigned. No major difference in XRD peak intensity is observed among regiorandom and fully regioregular C-12-PTVs. V-oc of C-12-PTVs-a:b and PC60BM blend solar cells are in the range of 0.43 to 0.51 V and consistently decrease as regioregularity is reduced. C-12-PTV-3:7:PC60BM solar cells give the highest short-circuit current and practically same efficiency as that of C-12-PTV-1:9:PC60BM devices. The results suggest a new strategy to enhance processability of optoelectronic polymers without sacrificing their crystallinity and device performance.