Highly Soluble Porphyrin (TPP)-Perylene Diimide (PDI) Dyad and Triad:Synthesis and Spectroscopic Studies |
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Authors: | WANG Chengyun TANG Wei ZHONG Hanbin ZHANG Xuechao SHEN Yongjia |
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Institution: | Key Laboratory for Advanced Materials and Institute of Fine Chemicals,East China University of Science and Technology,Shanghai 200237,China |
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Abstract: | Novel porphyrin‐perylene diimide dyad (TPP‐PDI) and porphyrin‐perylene diimide‐porphyrin triad (TPP‐PDI‐TPP) were synthesized and characterized. Their structure and properties were studied by UV, FL, 1H NMR, MS, elemental analysis, etc. The variation of fluorescence feature and UV spectra of TPP‐PDI‐TPP triad were investigated at different concentration of CF3COOH in THF. The incorporation of CF3COOH leads to the closure of the efficient charge transfer decay. After protonation of porphyrin units, the fluorescence intensity of TPP‐PDI‐TPP triad increased greatly. The fluorescence intensity of TPP‐PDI‐TPP triad restored after addition of triethylamine into the solution. Thus, TPP‐PDI‐TPP triad was a proton‐type fluorescence switch based on acid‐base control. Moreover, different from porphyrin‐perylene type molecular switches reported before, this TPP‐PDI‐TPP triad has wonderful solubility in organic solvents. |
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Keywords: | porphyrin perylene diimide protonation fluorescence switch |
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