3,7-diethynyl-10-hexadecyl-10H-phenothiazine | 1187745-11-4

• 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: 3,7-diethynyl-10-hexadecyl-10H-phenothiazine
• 英文别名: 3,7-Diethynyl-10-hexadecylphenothiazine；3,7-diethynyl-10-hexadecylphenothiazine
• CAS: 1187745-11-4
• 化学式: C₃₂H₄₁NS
• 分子量: 471.75
• InChiKey: SDAXYKRYXMUIMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12
• 重原子数：
  34
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  7-iodo-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carbaldehyde 、 3,7-diethynyl-10-hexadecyl-10H-phenothiazine 在 copper(l) iodide 、 二异丙胺 、 palladium dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 8.25h， 以70%的产率得到7,7'-(10-hexadecyl-10H-phenothiazine-3,7-diyl)bis(ethyne-2,1-diyl)bis(2,3-dihydrothieno[3,4-b]-[1,4]dioxine-5-carbaldehyde)
  参考文献：
  名称：

  Rational design of phenothiazine (PTz) and ethylenedioxythiophene (EDOT) based donor–acceptor compounds with a molecular aggregation breaker for solid state emission in red and NIR regions

  摘要：

  化合物1和2在溶液、粉末、薄膜中，并且掺杂了聚苯乙烯。

  DOI：

  10.1039/c5tc01423a
• 作为产物：
  描述：

  10-hexadecyl-3,7-bis((trimethylsilyl)ethynyl)-10H-phenothiazine 在 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.0h， 以87%的产率得到3,7-diethynyl-10-hexadecyl-10H-phenothiazine
  参考文献：
  名称：

  Rational design of phenothiazine (PTz) and ethylenedioxythiophene (EDOT) based donor–acceptor compounds with a molecular aggregation breaker for solid state emission in red and NIR regions

  摘要：

  化合物1和2在溶液、粉末、薄膜中，并且掺杂了聚苯乙烯。

  DOI：

  10.1039/c5tc01423a

文献信息

• Harvesting solar energy using conjugated metallopolyyne donors containing electron-rich phenothiazine–oligothiophene moieties
  作者：Wai-Yeung Wong、Wing-Cheong Chow、Kai-Yin Cheung、Man-Kin Fung、Aleksandra B. Djurišić、Wai-Kin Chan

  DOI：10.1016/j.jorganchem.2009.02.006

  日期：2009.8

  A new family of soluble, solution-processable metallopolyynes of platinum(II) functionalized with electron-rich phenothiazine-oligothiophene rings and their corresponding dinuclear model complexes were synthesized and characterized. The organometallic polymers show different degrees of absorption capabilities in the solar spectral region, rendering some of them good electron donors for fabricating bulk heterojunction polymer solar cells by blending with a methanofullerene electron acceptor. The influence of the number of thienyl rings along the polymer chain on the optical and photovoltaic properties of these metallopolymers was studied. At the same donor: acceptor blend ratio of 1:4 or 1:5, the light-harvesting capability and solar cell efficiency notably increase as the number of thienyl rings is doubled. Photoexcitation of the polymer solar cells results in a photoinduced electron transfer from the p-conjugated metallopolyyne to [6,6]-phenyl C-61-butyric acid methyl ester and the best-performing polymer showed a power conversion efficiency (PCE) up to similar to 1.3% with a corresponding peak external quantum efficiency of 63% under air mass (AM1.5) simulated solar illumination even at shorter absorption wavelength regime. The power dependencies of the solar cell parameters (including the short-circuit current density, open-circuit voltage, fill-factor and PCE) were also tested in detail. (C) 2009 Elsevier B.V. All rights reserved.
• Rational design of phenothiazine (PTz) and ethylenedioxythiophene (EDOT) based donor–acceptor compounds with a molecular aggregation breaker for solid state emission in red and NIR regions
  作者：Elumalai Ramachandran、Raghavachari Dhamodharan

  DOI：10.1039/c5tc01423a

  日期：——

  Compounds 1 and 2 in solution, powder, thin film and doped with polystyrene.

  化合物1和2在溶液、粉末、薄膜中，并且掺杂了聚苯乙烯。
• Phenothiazine Based Donor-Acceptor Compounds with Solid-State Emission in the Yellow to NIR Region and Their Highly Selective and Sensitive Detection of Cyanide Ion in ppb Level
  作者：Elumalai Ramachandran、Somasundaram A. A. Vandarkuzhali、Gandhi Sivaraman、Raghavachari Dhamodharan

  DOI：10.1002/chem.201800216

  日期：2018.8.1

  3 % and 9.0 %. The fluorophores showed high emission in the doped state as well when dispersed in polystyrene (PS) matrix with emission maximum ranging from 536 nm to 648 nm with quantum yield in the range 12.4 %–64.4 %. The presence of dicyanovinyl (DCV) group in both the fluorophores was exploited towards cyanide sensing in DMSO leading to turn‐on fluorescence emission with high selectivity and sensitivity

  四个新的新颖施主-受主（A-π-d-A，A-d-π-d-A）的化合物（1，图1b，2和2b中基于乙烯（EDOT）和吩噻嗪）（PTZ）我们已经合理设计和合成了从黄色到近红外（NIR）的固态发射。化合物 1b和2b呈薄膜形式的，分别在713 nm和696 nm处显示出最大发射，相应的绝对固态量子产率为3.3％和9.0％。当荧光团分散在聚苯乙烯（PS）基体中时，在掺杂状态下也显示高发射，最大发射范围为536 nm至648 nm，量子产率在12.4％至64.4％的范围内。二氰基乙烯基（DCV）组的两种荧光团的存在下在DMSO中朝向氰化物传感利用领先的低的检测限以接通荧光发射具有高的选择性和灵敏度为氰化物离子作为0.32μ米（8 ppb）的用于图1b和0.57μ米（14 PPB）为2b的。DFT和TTDFT计算表明，添加氰化物离子可阻止分子内电荷从供体（PTz或EDOT）转移到受体（DCV），从而将