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Issue 6, 2013
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Preparation and photophysical properties of a tetraethylene glycol-linked phthalocyanine–porphyrin dyad and triad

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Abstract

Treatment of 1,4-bis(tetraethylene glycol)-substituted zinc(II) phthalocyanine with p-toluenesulfonyl chloride and triethylamine followed by 5-(4-hydroxyphenyl)-10,15,20-triphenylporphyrin and K2CO3 resulted in the formation of both a covalently linked phthalocyanine–porphyrin dyad and triad. The photophysical properties of these hetero-arrays were studied in detail using steady-state and time-resolved spectroscopic methods. Upon excitation at the porphyrin moiety, both compounds exhibited predominantly highly efficient excitation energy transfer from the excited porphyrin to the phthalocyanine core. The rate of energy transfer (2.4 × 1010 s−1) was more than 20-fold faster than the rate of electron transfer (1.1 × 109 s−1). When the phthalocyanine core of the dyad and triad was excited either directly or via excitation energy transfer, its singlet excited state underwent charge transfer leading to reduction in the fluorescence quantum yield and fluorescence lifetime. The rate of charge transfer for the triad (2.8 × 108 s−1) was about two-fold higher than that for the dyad (1.5 × 108 s−1) due to the presence of an additional porphyrin moiety in the triad.

Graphical abstract: Preparation and photophysical properties of a tetraethylene glycol-linked phthalocyanine–porphyrin dyad and triad

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Publication details

The article was received on 09 Jan 2013, accepted on 14 Mar 2013 and first published on 15 Mar 2013


Article type: Paper
DOI: 10.1039/C3NJ00036B
New J. Chem., 2013,37, 1746-1752

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    Preparation and photophysical properties of a tetraethylene glycol-linked phthalocyanine–porphyrin dyad and triad

    E. A. Ermilov, X. Leng, B. Röder and D. K. P. Ng, New J. Chem., 2013, 37, 1746
    DOI: 10.1039/C3NJ00036B

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