(10-butyl-10H-phenothiazin-3-yl)boronic acid | 1340541-67-4

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (10-butyl-10H-phenothiazin-3-yl)boronic acid
• 英文别名: 10-butyl-10H-phenothiazin-3-ylboronic acid
• CAS: 1340541-67-4
• 化学式: C₁₆H₁₈BNO₂S
• 分子量: 299.201
• InChiKey: ZHVGIZKOBCNMRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  43.7
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (10-butyl-10H-phenothiazin-3-yl)boronic acid 在 哌啶 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 8.0h， 生成 3-(7-(10-butyl-10H-phenothiazin-3-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-cyanoacrylic acid
  参考文献：
  名称：

  Effect of Five-Membered Heteroaromatic Linkers to the Performance of Phenothiazine-Based Dye-Sensitized Solar Cells

  摘要：

  Phenothiazine derivatives with various conjugated linkers (furan, thiophene, and 3,4-ethylenedioxythiophene) were synthesized and used in dye-sensitized solar cells to study the effect of conjugated linkers on device performance. Among them, one with furan as a conjugated linker showed a solar energy-to-electricity conversion efficiency (eta) of 6.58%, an improvement of over 24% compared with the T2-1 reference cells' 5.29% under AM 1.5 G irradiation.

  DOI：

  10.1021/ol2023517
• 作为产物：
  描述：

  3-bromo-10-butyl-10H-phenothiazine 在 正丁基锂 、 硼酸三异丙酯 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以64.1%的产率得到(10-butyl-10H-phenothiazin-3-yl)boronic acid
  参考文献：
  名称：

  Effect of Five-Membered Heteroaromatic Linkers to the Performance of Phenothiazine-Based Dye-Sensitized Solar Cells

  摘要：

  Phenothiazine derivatives with various conjugated linkers (furan, thiophene, and 3,4-ethylenedioxythiophene) were synthesized and used in dye-sensitized solar cells to study the effect of conjugated linkers on device performance. Among them, one with furan as a conjugated linker showed a solar energy-to-electricity conversion efficiency (eta) of 6.58%, an improvement of over 24% compared with the T2-1 reference cells' 5.29% under AM 1.5 G irradiation.

  DOI：

  10.1021/ol2023517

文献信息

• New organic dyes containing E- or Z-trifluoromethyl acrylic acid as the electron acceptors for dye-sensitized solar cell applications: an investigation of the effect of molecular configuration on the power conversion efficiency of the cells
  作者：Jia Hong、Hua Lai、Yanmei Liu、Chao Yuan、Yuxue Li、Ping Liu、Qiang Fang

  DOI：10.1039/c2ra22195k

  日期：——

  Two new organic dyes containing E- or Z-trifluoromethyl acrylic acid as the electron acceptors were synthesized and used as sensitizers for dye-sensitized solar cells (DSSCs). The Z-isomer achieved a power conversion efficiency (η) of 4.05%, which was much higher than that of the E-isomer (η = 1.35%). Such results give a new insight into in design of new dyes for DSSCs.

  研究人员合成了两种以 E 型或 Z 型三氟甲基丙烯酸为电子受体的新型有机染料，并将其用作染料敏化太阳能电池（DSSC）的敏化剂。Z 异构体的功率转换效率（η）为 4.05%，远高于 E 异构体（η = 1.35%）。这些结果为设计用于 DSSC 的新型染料提供了新的思路。
• Structural variations of D–π–A dyes influence on the photovoltaic performance of dye-sensitized solar cells
  作者：Magdalena Marszalek、Satyawan Nagane、Amol Ichake、Robin Humphry-Baker、Vincent Paul、Shaik M. Zakeeruddin、Michael Grätzel

  DOI：10.1039/c3ra22249g

  日期：——

  Two new organic D–π–A dyes containing identical π-conjugated spacer and anchoring/acceptor moieties but different donor groups were designed and synthesized. These dyes containing didodecyl-cyclopentadithiophene (CPDT) as a spacer, cyanoacrylic acid as an acceptor and N-butyl-carbazole or N-butyl-phenothiazine moieties as electron donor groups are labelled as V4 and V11 dyes, respectively. The variation in the donor group of these two dyes, that influences the photophysical, electrochemical and photovoltaic parameters, was investigated. The highest photovoltaic conversion efficiency of 7.5% was obtained with V4 dye at AM 1.5 G full sunlight intensity (100 mWcm−2). Comparison of phenothiazine donor dyes with two different π-conjugated spacers, CPDT (V11) and vinyl thiophene (V7) containing devices shows that the Voc of V7 dye is lower than that of V11 due to the downward shift of the conduction band edge. Transient photovoltage and electrochemical impedance spectroscopy measurements were performed to explain the differences in the PV parameters by varying the donors and/or spacer groups.

  我们设计并合成了两种新的有机 DâÏâA 染料，它们含有相同的Ï-共轭间隔物和锚定/受体分子，但供体基团不同。这些染料以十二烷基环戊并噻吩（CPDT）为间隔物，氰基丙烯酸为受体，N-丁基咔唑或 N-丁基吩噻嗪为电子供体，分别称为 V4 和 V11 染料。研究了这两种染料的供体基团的变化对光物理、电化学和光伏参数的影响。在 AM 1.5 G 全日照强度（100 mWcmâ2 ）下，V4 染料的光电转换效率最高，达到 7.5%。对含有两种不同Ï-共轭间隔物的吩噻嗪供体染料、CPDT（V11）和乙烯基噻吩（V7）装置进行比较后发现，由于传导带边缘下移，V7 染料的 Voc 低于 V11。瞬态光电压和电化学阻抗光谱测量通过改变供体和/或间隔基团来解释光电参数的差异。