[5,15-bis(ethynyl)-10,20-bis[2,6-di(dodecyloxy)phenyl]porphinato]zinc | 1200931-08-3

• 分子结构分类: 有机化合物
• 英文名称: [5,15-bis(ethynyl)-10,20-bis[2,6-di(dodecyloxy)phenyl]porphinato]zinc
• CAS: 1200931-08-3
• 化学式: C₈₄H₁₁₆N₄O₄Zn
• 分子量: 1311.26
• InChiKey: DTBALWLVJULACI-SJZYTJADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  氯三己基硅烷 、 [5,15-bis(ethynyl)-10,20-bis[2,6-di(dodecyloxy)phenyl]porphinato]zinc 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 6.25h， 以46%的产率得到[5-ethynyl-15-(trihexylsilanyl)ethynyl-10,20-bis[2,6-di(dodecyloxy)phenyl]porphinato]zinc
  参考文献：
  名称：

  Dye Sensitized Solar Cells: TiO₂ Sensitization with a Bodipy-Porphyrin Antenna System

  摘要：

  A zinc porphyrin derivative (2) and zinc porphyrin-bodipy dyad (3) have been prepared and applied to dye-sensitized solar cells (DSSCs). On the basis of absorption and fluorescence excitation spectra, dyad 3 efficiently (transfers energy from the bodipy to zinc porphyrin constituent. The 3-sensitized solar cell demonstrates higher solar spectral coverage, based oil incident photon to Current efficiency (IPCE) spectral and an improved power conversion efficiency (eta = 1.55%) compared to that of the 2-sensitized cell (eta = 0.84%). The better performance of the 3-sensitized cell is attributed largely to the gain in spectral absorbance provided by the bodipy constituent of 3. Also evident, however, are secondary effects reflecting (a) fill-factor improvement and (b) a slight gain in porphyrin red-edge absorbance due to bodipy-conjugate formation.

  DOI：

  10.1021/la9031927
• 作为产物：
  描述：

  [5,15-bis-[(trimethylsilanyl)ethynyl]-10,20-bis[2,6-di(dodecyloxy)phenyl]porphynato]zinc 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以315 mg的产率得到[5,15-bis(ethynyl)-10,20-bis[2,6-di(dodecyloxy)phenyl]porphinato]zinc
  参考文献：
  名称：

  Dye Sensitized Solar Cells: TiO₂ Sensitization with a Bodipy-Porphyrin Antenna System

  摘要：

  A zinc porphyrin derivative (2) and zinc porphyrin-bodipy dyad (3) have been prepared and applied to dye-sensitized solar cells (DSSCs). On the basis of absorption and fluorescence excitation spectra, dyad 3 efficiently (transfers energy from the bodipy to zinc porphyrin constituent. The 3-sensitized solar cell demonstrates higher solar spectral coverage, based oil incident photon to Current efficiency (IPCE) spectral and an improved power conversion efficiency (eta = 1.55%) compared to that of the 2-sensitized cell (eta = 0.84%). The better performance of the 3-sensitized cell is attributed largely to the gain in spectral absorbance provided by the bodipy constituent of 3. Also evident, however, are secondary effects reflecting (a) fill-factor improvement and (b) a slight gain in porphyrin red-edge absorbance due to bodipy-conjugate formation.

  DOI：

  10.1021/la9031927

文献信息

• Structural parameters <i>versus</i> third-order optical susceptibility of zinc porphyrin molecules
  作者：Amina Yasin、Vijayakumar S. Nair、Mohd Hasbi Ab Rahim、Yoshihisa Yamaoka、Chandra S. Yelleswarapu、Rajan Jose

  DOI：10.1039/d1tc04777a

  日期：——

  relationship, and thereby develop improved third-order nonlinear optical (NLO) molecular materials, porphyrin is a promising candidate because of its strong excited state absorption, high triplet yields, and large transmission window of the main ground state absorption bands. Herein, the third-order NLO properties of molecularly engineered π-expanded Zn(II)porphyrins (Por-Cn-RAm, where n = 12 or 8 and m

  为了深化结构-性能关系，从而开发改进的三阶非线性光学 (NLO) 分子材料，卟啉具有很强的激发态吸收、高三线态产率和主要基态吸收的大透射窗口，因此是一种很有前途的候选材料。乐队。在此，分子工程 π 扩展 Zn( II ) 卟啉 (Por-C n -RA m，其中n = 12 或 8 且m = 1–4)的三阶 NLO 特性通过开孔和闭孔 Z-使用纳秒激光脉冲的扫描技术，并将结果与​​ DFT 计算进行比较。测得的非线性反饱和吸收和自散焦效应按 Por-C 12的顺序变化-RA 1 > Por-C 8 -RA 4 > Por-C 12 -RA 2 > Por-C 12 -RA 3，从而表明具有较小π-电子共轭的锌卟啉表现出较高的三阶NLO特性。Por-C 12 -RA 1，具有平面结构（二面角：φ= 1.38°）和最低数量的共振结构，显示出比传统锌酞菁和其他研究的卟啉高得多的三阶非线性光学参数。这一观察结果与广泛的
• Double Fence Porphyrins that are Compatible with Cobalt(II/III) Electrolyte for High‐Efficiency Dye‐Sensitized Solar Cells
  作者：Ching‐Chin Chen、Jia‐Sian Chen、Vinh Son Nguyen、Tzu‐Chien Wei、Chen‐Yu Yeh

  DOI：10.1002/anie.202013964

  日期：2021.2.23

  remarkable cell performance of double fence porphyrin sensitizers can be attributed to reduced dye aggregation and a decreased charge‐recombination rate. Notably, porphyrins bJS2 and bJS3 exhibit better efficiency than the benchmark YD2‐o‐C8 (9.83 % in this work), demonstrating that the double fence structure is a promising design strategy for efficient porphyrin sensitizers in high‐performance DSSCs

  设计并合成了一系列新型双栅栏卟啉染料bJS1 – bJS3，其八条长烷氧基链连接到四个β-苯基上。还制备了单个栅栏内消旋取代的对应物mJS1 - mJS3作为参考染料。染料bJS1 – bJS3和mJS1 – mJS3分别具有8.03–10.69％和2.33–6.69％的功率转换效率。基于光伏研究，双栅栏卟啉敏化剂的出色电池性能可归因于减少的染料聚集和降低的电荷重组率。值得注意的是，卟啉bJS2和bJS3的效率比基准YD2- o- C8（这项工作的9.83％）更好，证明了双栅栏结构是高性能DSSC中高效卟啉敏化剂的一种有前途的设计策略。
• N-Annulated perylene substituted zinc–porphyrins with different linking modes and electron acceptors for dye sensitized solar cells
  作者：Jie Luo、Jing Zhang、Kuo-Wei Huang、Qingbiao Qi、Shaoqiang Dong、Jie Zhang、Peng Wang、Jishan Wu

  DOI：10.1039/c6ta02509a

  日期：——

  Three new N-annulated perylene (NP) substituted porphyrin dyes WW-7–WW-9 with different linking modes and accepting groups were synthesized and applied in Co(II)/(III) based dye sensitized solar cells (DSCs). The bay-linked porphyrins WW-7 and WW-8 exhibited moderate power conversion efficiency (PCE = 4.4% and 4.8%, respectively), while the peri-linked porphyrin dye WW-9 showed a PCE up to 9.2% which

  合成了三种具有不同连接方式和接受基团的新的N环per取代的卟啉染料WW-7-WW-9 WW-7-WW-9，并将其应用于基于Co（II）/（III）的染料敏化太阳能电池（DSC）。的托架-连接的卟啉WW-7和WW-8表现出中等的功率转换效率（PCE = 4.4％和4.8％），而迫-连接的卟啉染料WW-9表现出PCE高达9.2％，这是略低比我们的参考染料WW-6。进行了详细的物理测量（光学和电化学），DFT计算和光伏表征，以了解结构变化如何影响其光收集能力，分子轨道轮廓，能级排列以及最终的光伏性能。事实证明，基于WW-7和WW-8的电池效率较低，可能归因于bay取代的NP和苯基乙炔基取代的卟啉单元之间的弱π共轭作用。与锚定基团相比，在锚定基团上引入苯并噻二唑受体已引起WW-8和WW-9的IPCE作用谱显着红移，分别约为90 nm和50 nm。分别为WW-7和WW-6。但是，观察到效率较低的电子
• Effect of long alkyl chains of aniline donor on the photovoltaic performance of D‐π‐A zinc porphyrin for dye‐sensitized solar cells
  作者：Yu‐Hsuan Chen、Jie‐Jun Liu、Chen‐Yu Yeh

  DOI：10.1002/jccs.201900158

  日期：2019.9

  zinc porphyrin as a basic core structure; N, N‐alkyl‐4‐(prop‐1‐yn‐1‐yl)aniline as an electron donor linked to meso‐10‐position; 4‐(prop‐1‐yn‐1‐yl)benzoic acid as an electron acceptor linked to meso‐20‐position; and 2,6‐bis(dodecyloxy)phenyl or 2,6‐bis(octyloxy)phenyl respectively linked to meso‐5 and meso‐15‐positions of zinc porphyrin have been synthesized and used for dye‐sensitized solar cells. Porphyrin

  JJ1，JJ2和JJ6三种新型染料均以卟啉锌为基本核心结构。N，N-烷基-4-（丙-1-炔-1-基）苯胺作为与内消旋-10位相连的电子供体; 4-（丙-1-炔-1-基）苯甲酸作为与内消旋-20位连接的电子受体; 已经合成了分别与卟啉锌的meso -5和meso -15位连接的2,6-双（十二烷基氧基）苯基或2,6-双（辛氧基）苯基，并将其用于染料敏化太阳能电池。卟啉JJ6功能最短烷基（─C 4 ħ 9）上的供体，而JJ2包含的最长烷基（─C 12 ħ 25），和JJ1具有辛基的介质长度。使用这些新型卟啉敏化剂，我们观察到JJ6在J SC = 18.64 mA / cm 2，V OC = 0.66 V和1的模拟单日照度（AM 1.5 G，100 mW / cm 2）下具有7.55％的功率转换效率。填充因子（FF）= 0.61，高于其他两个因子；JJ1（7.35％）与Ĵ SC =18.83毫安/厘米2，V