新穎多酸根或濃縮推電子基之菌綠素合成及性質探討

Synthesis and Properties of Novel Bacteriochlorins Bearing Multi-Acids or Consolidated Donors

陳炫呈(Xuan-Cheng Chen)

指導教授 ： 林敬堯

國立暨南國際大學/科技學院/應用化學學系/碩士(2018年)

摘要

本篇論文之主體大環乃針對本實驗室在2017年發表於J. Phys. Chem. C 的 LS-11染料進行結構上修飾，特別是對推電子基基團加以改性，成功合成出LS-44及LS-45兩支染料，推電子基基團乃是參考本實驗室在2016年Energy Environ. Sci.發表的LWP13及LWP14兩支染料。LS-11、LS-44與LS-45之拉電子基部分皆以benzoic acid作為錨定基團，LS-11的推電子基為4-ethynyl-N,N-dioctylaniline；LS-44為dioctylamino group；LS-45則為diarylamino group。另外還參考LS-01染料，成功合成出LS-01'及LS-01'兩支具有多酸根的染料，希望能提高它們的水溶性。
LS-44及LS-45兩支染料皆已通過核磁共振光譜儀1H-NMR及13C-NMR、MALDI TOF 質譜儀、元素分析 (EA) 的鑑定，確認了這兩支染料的結構及分子量。
藉由 DFT 理論計算、電化學性質、紫外光-可見光譜儀的協助，我們觀察到 LS-44 及 LS-45 染料具有成為染料敏化太陽能電池中敏化劑的優勢。

關鍵字

菌綠素 ； 染料敏化太陽能電池

並列摘要

In this work, LS-44, LS-45, LS-01' and LS-01' were successfully synthesized, characterized, and studied.
The macrocycles of this thesis are chromophores with structurally modified structures of the LS-11 dye (J. Phys. Chem. C, 2017). The electron-donating groups of the new dyes are based on those of our 2016 Energy Environ. Sci. paper, namely the LWP13 and LWP14 dyes. LS-11, LS-44 and LS-45 all use a benzoic acid as the anchor group. The electron-donating group of LS-11 is 4-ethynyl-N,N-dioctylaniline; LS-44 uses a dioctylamino group; and LS-45 uses a diarylamino group.
Both LS-44 and LS-45 dyes have been characterized by 1H and 13C-NMR, MALDI TOF mass spectrometry and elemental analysis.
Through DFT calculations, electrochemical measurements, UV-visible absorptions and fluorescent emissions, the experimental data show that the LS-44 and LS-45 dyes are adeguate dyes for dye-sensitized solar cells.

並列關鍵字

Bacteriochlorin ； Dye-sensitized Solar Cells

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