tri-n-butyl(3,3-di-n-decyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-8-yl)stannane | 1234785-29-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tri-n-butyl(3,3-di-n-decyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-8-yl)stannane
• 英文别名: tributyl(3,3-didecyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-6-yl)stannane
• CAS: 1234785-29-5
• 化学式: C₃₉H₇₄O₂SSn
• 分子量: 725.791
• InChiKey: RFKOBTYPWSWZFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.62
• 重原子数：
  43.0
• 可旋转键数：
  28.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4,9-二溴-6,7-二苯基-苯并[C][1,2,5]噻二唑并[3,4-G]喹喔啉 、 tri-n-butyl(3,3-di-n-decyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-8-yl)stannane 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 甲苯 为溶剂， 生成 4-(3,3-didecyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-6-yl)-9-(3,3-didecyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-8-yl)-6,7-diphenyl-[1,2,5]thiadiazolo[3,4-g]quinoxaline
  参考文献：
  名称：

  [1,2,5]噻二唑[3,4-g]喹喔啉类受体供体-受体-供体型聚合物：供体强度和尺寸对带隙的影响

  摘要：

  基于[1,2,5]噻二唑[3,4-g]喹喔啉受体和噻吩，3,4-亚乙基二氧噻吩和3,3-二癸基-3,4-丙烯二氧噻吩供体的电致变色聚合物，即聚（6,7-二苯基-4,9-二（噻吩-2-基）-[1,2,5]噻二唑[3,4-g]喹喔啉）（P1），聚（4-（2,3-二氢噻吩并[3,4 ‐b] [1,4]二恶英-5-基）‐9‐（2,3-二氢噻吩并[3,4‐b] [1,4]二恶英‐7‐yl）‐6,7‐二苯基‐ [1 ，2,5] thiadiazolo [3,4-g] quinoxaline）（P2）和poly（4-（3,3-didecyl-3,4-dihydro-2H-thieno [3,4-b] [1， 4] dioxepin‐6-yl）‐9‐（3,3‐didecyl‐3,4‐dihydro‐2H‐thieno [3,4‐b] [1,4] dioxepin‐8‐yl）‐6,7‐7二苯基-[1,2,5]噻二唑[3

  DOI：

  10.1002/pola.28730
• 作为产物：
  描述：

  三丁基氯化锡 、 3,3-didecyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以93 %的产率得到tri-n-butyl(3,3-di-n-decyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-8-yl)stannane
  参考文献：
  名称：

  D-A-D型共轭小分子和聚合物中氟原子效应

  摘要：

  通过单氟化苯并噻二唑（BT）受体单元与二癸基取代的3,4-丙二氧噻吩（ProDOT（P））供体单元的偶联，合成了供体-受体-供体阵列中的一系列新单体，以获得两个新型单体，即4,7-双(3,3-二癸基-3,4-二氢-2H-噻吩并[3,4-b][1,4]二氧杂环-6-基)-5氟苯并[c][ 1,2,5]噻二唑()和4,7-双(3,3-二癸基-3,4-二氢-2H-噻吩并[3,4-b][1,4]二氧杂平-6-基)- 5,6-二氟苯并[c][1,2,5]噻二唑()，为了研究氟原子取代对高度可加工单体及其相应聚合物的电化学和光学性能的影响。除了这两种新型单体外，还有非氟化类似物，即 4,7-双(3,3-二癸基-3,4-二氢-2-噻吩并[3,4-][1,4]二恶平-6-为了比较，还合成了基)苯并[][1,2,5]噻二唑()。所有单体都在较长波长处表现出分子内电荷转移带，并且在氟原子取代后其吸收和发射光谱

  DOI：

  10.1016/j.polymer.2024.127322

文献信息

• Synthesis and electrochemical polymerization of D-A-D type monomers with thieno[3,4-c]pyrrole-4,6-dione acceptor unit
  作者：Deniz Çakal、Salih Ertan、Atilla Cihaner、Ahmet M. Önal

  DOI：10.1016/j.dyepig.2018.05.042

  日期：2018.11

  and it was found that EDOT units containing monomer and polymer (EAE and PEAE) have lower oxidation potentials and lower band gap value as compared to didecyl-ProDOT and thiophene units containing monomers and polymers (PAP, TAT and PPAP, PTAT). Spectroelectrochemical investigations conducted on electrochemically obtained polymer films revealed that polymer films exhibited electrochromic behaviors: brick

  在这项研究中，三个新的供体-受体-供体类型的单体带有1,3-二溴-5-（2-乙基己基）-4H-噻吩并[3,4- c ]吡咯-4,6（5H）-二酮（A）作为受体单元和噻吩，3,4-亚乙二氧基噻吩（EDOT）和3,3-二癸基-3,4-二氢-2H-噻吩并[3,4-b] [1,4]二氧杂环丁烷（didecyl-ProDOT）因为通过Stille交叉偶联反应合成了供体单元，并报道了它们通过重复循环进行电化学聚合。单体（（5-（2-乙基己基）-1,3-二（噻吩-2-基）-4H-噻吩并[3,4-c]吡咯-4,6（5H）-二酮 （TAT），1,3-双（2,3-二氢噻吩并[3,4-b] [1,4]二恶英-5-基）-5-（2-乙基己基）-4H-噻吩并[3,4 -c]吡咯-4,6（5H）-二酮（EAE）和1,3-双（3,3-二癸基-3,4-二氢-2H-噻吩并[3,4-b] [1,4]二氧己环-6-基）-5-（2-乙基己基）-4H-研究了噻吩并[3
• Polyhedral oligomeric silsesquioxanes appended conjugated soluble polymers based on thieno[3,4-c]pyrrole-4,6‑dione acceptor unit
  作者：Deniz Çakal、Atilla Cihaner、Ahmet M. Önal

  DOI：10.1016/j.electacta.2021.138064

  日期：2021.5

  responses electrochemically and chemically with fast switching times and high coloration efficiencies. E2-POSS and its polymer PE2-POSS exhibited the lowest oxidation potential and band gap values as compared to their thiophene and ProDOT analogs. Also, P2-POSS and its chemically obtained fluorescent polymer PP2-POSS-C represented high sensitivity towards Fe2+ and Fe3+ ions, which makes them potential

  合成了一系列以噻吩并[3,4- c ]吡咯-4,6-二酮（TPD）为受体单元的新型供体-受体-供体型荧光分子。TPD受体单元用多面体低聚倍半硅氧烷（POSS）笼进行修饰，并通过Stille偶联反应与噻吩和亚烷基二氧噻吩衍生物（3,4-亚乙二氧噻吩（EDOT）和3,4-亚丙二氧噻吩（ProDOT））整合在一起。单体，Ť 2 -POSS，E 2 -POSS，和P 2 -POSS ，分别通过电化学和化学聚合技术成功地聚合。作为d的指纹-AD单体，由于分子内电荷转移，所有单体均显示出双能带特性。可溶性聚合物在电化学和化学方面表现出可逆的电致变色反应，具有快速的转换时间和高的着色效率。与噻吩和ProDOT类似物相比，E 2 -POSS及其聚合物PE 2 -POSS表现出最低的氧化势和带隙值。而且，P 2 -POSS及其化学获得的荧光聚合物PP 2 -POSS-C对Fe 2+和Fe 3+具有高敏感性。
• Synthesis and electropolymerization of donor-acceptor-donor type monomers based on azobenzene-substituted thieno[3,4-c]pyrrole-4,6-dione acceptors
  作者：Deniz Çakal、Atilla Cihaner、Ahmet M. Önal

  DOI：10.1016/j.electacta.2021.139325

  日期：2021.12

  eV for PT2-AB, PE2-AB, and PP2-AB, respectively. Also, the polymer films are stable and robust. Moreover, the three monomers and soluble PP2-AB polymer exhibited trans to cis photo-isomerization upon irradiation with UV light. In addition, the photoluminescence intensity of the monomers in toluene was found to decrease with increasing acid concentration, which makes them potential candidates to be amenable

  通过使用供体-受体-供体方法，一系列新的光响应和电活性三聚单体，即 ( E )-5-(4-(苯基二氮烯基)苯基)-1,3-二(噻吩-2-基)-4 H -thieno[3,4- c ]pyrrole-4,6(5 H )-dione ( T 2 -AB ), ( E )-1,3-bis(2,3-dihydrothieno[3,4-b] [1,4]dioxin-5-yl)-5-(4-(phenyldiazenyl)phenyl)-4 H -thieno[3,4- c ]pyrrole-4,6(5 H )-dione ( E 2 -AB ) 和 ( E )-1,3-双(3,3-didecyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-6-yl)-5-(4 -(苯基二氮烯基)苯基)-4 H-噻吩并[3,4- c]pyrrole-4,6(5 H )-dione
• The effect of branched versus linear side chain on thieno[3,4-c]pyrrole-4,6-dione-based donor-acceptor-donor type monomers and their p- and n-dopable polymers
  作者：Elif Demir Arabacı、Deniz Çakal

  DOI：10.1016/j.polymer.2023.126159

  日期：2023.8

  donor–acceptor–donor (D–A–D) type conjugated monomers by bearing a thieno[3,4-c]pyrrole-4,6-dione (TPD) with octyl chain at the imide nitrogen as the acceptor unit and 3,4-ethylenedioxythiophene (EDOT), and 3,3-didecyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine (ProDOT) as the donor units and their corresponding polymers. The optical and electrochemical properties of octyl substituted monomers and their corresponding

  共轭主链一直是大多数研究的焦点，而侧链结构受到的关注较少。在这里，我们专注于通过在酰亚胺氮上带有辛基链的噻吩并[3,4- c ]吡咯-4,6-二酮（TPD）来制备新的供体-受体-供体（D-A-D）型共轭单体作为受体单元，3,4-乙撑二氧噻吩 (EDOT) 和 3,3-二癸基-3,4-二氢-2 H-噻吩并[3,4- b ][1,4]二氧杂环庚烷 (ProDOT) 作为供体单元及其相应的聚合物。将辛基取代单体及其相应聚合物的光学和电化学性质与乙基己基对应物进行了比较。将 TPD 单元上的烷基侧链从直链更改为支链对起始电位、光学带隙 (Eg )、感知颜色、电致变色对比度或切换时间。尽管如此，给体强度对单体及其相应聚合物的性能有显着影响。与 ProDOT 对应物相比，带有 EDOT 的单体和聚合物具有较低的起始电位和氧化电位、E g值，因为与丙二氧基桥相比，乙二氧基桥具有更强的给电子能力。辛基取代的单体P-Octyl和E-Octyl对
• Donor−Acceptor Polymer Electrochromes with Tunable Colors and Performance
  作者：Merve İçli、Melek Pamuk、Fatih Algi、Ahmet M. Önal、Atilla Cihaner

  DOI：10.1021/cm100805g

  日期：2010.7.13

  To demonstrate the effect of donor (D) and acceptor (A) units on the structure property relationships of electrochromic polymers, design, synthesis, characterization and polymerization of a series of D A type systems, 1-5, based on thiophene, 3,4-ethylenedioxythiophene, and 3,3-didecyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine as D units and 2,1,3-benzoselenadiazole, 2,1,3-benzothiadiazole and 2-decyl-2H-benzo[d][1,2,3]triazole as A units are highlighted. It is found that these units play key roles on the redox behavior, band gap, neutral state color, and the electrochromic performance (stability, optical contrast, coloration efficiency, and switching time) of the system. It is noted that electropolymerization of these D-A systems provides processable low band gap electrochromes, P1-P5, exhibiting high redox stability, coloration efficiency, transmittance and/or contrast ratio and low response time. Furthermore, P1-P5 reflect various hues of blue and green pallets of the RGB color-space in the neutral state. In particular, it is noteworthy that P5 is an excellent blue-to-colorless polymeric electrochrome, which, to our best knowledge, exhibits the highest optical contrast and coloration efficiency among the D A type systems. The panoramic breadth of the neutral state colors and intriguing features of these polymeric materials further confirm that D A approach allows engineering tunable electrochromes, which hold promise for commercialization of polymeric ROB electrochromics.