10-octyl-3-vinyl-10H-phenothiazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 10-octyl-3-vinyl-10H-phenothiazine
• 英文别名: 3-vinyl-10-octyl-10H-phenothiazine；3-Ethenyl-10-octylphenothiazine；3-ethenyl-10-octylphenothiazine
• 化学式: C₂₂H₂₇NS
• 分子量: 337.529
• InChiKey: PMPYWXIJVMVSKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  28.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  10-octyl-3-vinyl-10H-phenothiazine 在 正丁基锂 、 potassium tert-butylate 、 四丁基溴化铵 、 palladium diacetate 、 potassium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 57.0h， 生成 3-((E)-2-(7-((E)-2-(5-(dimesitylboryl)thiophen-2-yl)vinyl)-9,9-dioctyl-9H-fluoren-2-yl)vinyl)-10-octyl-10H-phenothiazine
  参考文献：
  名称：

  基于二甲烯丙基噻吩衍生物的荧光传感器，用于探测氟化物和氰化物

  摘要：

  合成了一种新的D-π-A二聚异戊二烯衍生物，其末端吩噻嗪由芴乙烯基（PFTB）桥接。发现PFTB可以通过肉眼选择性地识别氟化物和氰化物阴离子。在添加的F -和CN - ，的溶液的颜色PFTB在DCM转向黄绿色从黄色和强绿色发光在UV光下观察，而发射PFTB在DCM弱。此外，10当量其它阴离子的四丁基铵盐，如Cl的存在- ，溴- ，我-，ACO -，HSO 4 -，H2 PO 4 - ，不能导致的UV-vis吸收和荧光发射光谱的明显变化PFTB。的检测限PFTB朝向˚F -和CN -分别为7.52×10 -8 摩尔/ L和6.12×10 -8 分别mol / L的在DCM中。因此，d-π-A型三芳基衍生物可以用作“导通”，用于检测f荧光灯传感器-和CN - 。

  DOI：

  10.1016/j.tet.2014.06.114
• 作为产物：
  描述：

  10-octyl-10H-phenothiazine 在 potassium tert-butylate 、 三氯氧磷 作用下， 生成 10-octyl-3-vinyl-10H-phenothiazine
  参考文献：
  名称：

  具有不同烷基链长度的吩噻嗪类10,10'-联蒽衍生物的可逆机械变色发光†

  摘要：

  一系列10,10'-双（2-（Ñ -alkylphenothiazine -3-基）乙烯基）-9,9'-联蒽化合物（PVBAn，Ñ = 2，8，12和16），用不同长度ñ -设计并合成了烷基链以系统地研究链长对其固态荧光性质的影响。结果表明，这些化合物在溶液和固态下均发出强荧光。它们的发射波长也受溶剂极性的强烈影响，表明分子内电荷转移（ICT）跃迁。有趣的是，PVBAn固体的荧光发射和磨削引起的光谱偏移与烷基长度有关。PVBA2在机械力刺激下显示出最小的荧光和吸收光谱位移。具有更长烷基链的同系物在研磨后表现出相似的机械致变色行为和更大的荧光对比度。此外，磨碎的固体PVBA16的荧光发射可以在室温下恢复，但是其他化合物需要高温才能恢复荧光。差示扫描量热法实验表明，冷结晶温度差是热恢复行为的原因。这项工作证明了通过结合化学结构的简单变化和外部刺激下聚集体形态的物理变化来调节荧光有机化合物的固态光学性能的可行性。

  DOI：

  10.1039/c4tc02126f

文献信息

• Theoretical and experimental investigation on photophysical properties of the π-conjugated extension dependent fluorene based oligomers
  作者：Zhi-hui Kang、Ning Sui、Ying-hui Wang、Lu Zou、Cheng Qian、Ran Lu、Han-zhuang Zhang

  DOI：10.1016/j.molstruc.2013.09.018

  日期：2013.12

  Abstract Two fluorene based linear conjugated oligomers ( P-F-P and F-P-F-P-F ) were synthesized where fluorene and phenothiazine groups arrange alternately. In comparison with P-F-P , two fluorene units are introduced into F-P-F-P-F , which could further enhance the π-conjugated system. Spectral measurements exhibit that the absorption and emission spectra of oligomers apparently red shift and the

  摘要 合成了芴基和吩噻嗪基团交替排列的两种芴基线性共轭低聚物（PFP和FPPFF）。与 PFP 相比，FPPFF 中引入了两个芴单元，这可以进一步增强 π 共轭体系。光谱测量表明，由于π共轭体系的扩展，低聚物的吸收和发射光谱明显红移，带隙变窄。通过量子化学计算分析了它们的分子结构和电子跃迁行为，表明它们在光激发后不具有分子内电荷转移特性。而且，双光子吸收截面的增加和激发态寿命的缩短都归因于π共轭体系的增强。强度相关的动态测量表明溶液中没有发生分子间相互作用，即使它们的 π 共轭系统明显增强。
• Synthesis of linear monodisperse vinylene-linked phenothiazine oligomers
  作者：Xianping Qiu、Ran Lu、Huipeng Zhou、Xiaofei Zhang、Tinghua Xu、Xingliang Liu、Yingying Zhao

  DOI：10.1016/j.tetlet.2007.09.002

  日期：2007.10

  A series of linear monodisperse vinylene-linked phenothiazine oligomers have been synthesized by alternate Heck reaction and Wittig reaction in good yields. It was found that their absorption and fluorescence emission bands red-shifted with increasing phenothiazine units due to extending of the conjugated degree. The fluorescent quantum yield increased from OPTZ1 to OPTZ6, and the Phi(F) of OPTZ6 was close to phenothiazine-based polymers. (C) 2007 Elsevier Ltd. All rights reserved.
• Y-shaped dyes based on triphenylamine for efficient dye-sensitized solar cells
  作者：Junhui Jia、Kaiyu Cao、Pengchong Xue、Yuan Zhang、Huipeng Zhou、Ran Lu

  DOI：10.1016/j.tet.2012.02.077

  日期：2012.5

  Three new triphenylamine-based dyes with Y-shaped conformation bearing triphenylamino-vinyl, 10-octy1-10H-phenothiazine-vinyl and 9-octy1-9H-carbazole-vinyl as arms (TT, TP, and TC) have been synthesized. From electrochemical investigations it is found that they can be employed in DSSCs due to the balanced HOMO and LUMO energy levels. Notably, the photo-to-electrical conversion efficiency of the DSSCs sensitized with branched TT, TP, and TC reach 5.12%, 4.84%, and 3.63%, which are higher than that sensitized with T (2.79%), and the DSSC sensitized with TT shows higher IPCE response and better photovoltaic performances (J(sc)=12.37 mA/cm(,)(2) V-oc=0.72 V and ff=0.58) than others. These results reveal that the introduction of branched Y-shaped extended pi-conjugated donors to D-pi-A dyes cannot only enlarge the spectral response range, but also suppress the molecular aggregation on TiO2 films to a certain extent, which would enhance the performance of DSSCs. (C) 2012 Elsevier Ltd. All rights reserved.
• Donor-acceptor type π-conjugated diphenylsulfone derivatives showing diverse fluorescence response to mechanical force
  作者：Feng Zhao、Ting Sun、Yu Wang、Wenjun Yang、Yong Zhan

  DOI：10.1016/j.dyepig.2021.109542

  日期：2021.10
• Synthesis of phenothiazine-functionalized porphyrins with high fluorescent quantum yields
  作者：Xianping Qiu、Ran Lu、Huipeng Zhou、Xiaofei Zhang、Tinghua Xu、Xingliang Liu、Yingying Zhao

  DOI：10.1016/j.tetlet.2008.10.081

  日期：2008.12

  Two porphyrins with oligo-phenothiazine arms have been synthesized by a combination of Heck and Adler reaction, and their photophysical properties have been investigated by absorption and steady-state fluorescence spectroscopy. It is found that the excitation energy transfer occurs from the phenothiazine units to the porphyrin core, and that the porphyrins can emit intense red light with high fluorescent quantum yields. (C) 2008 Elsevier Ltd. All rights reserved.