René M. WILLIAMS

6884

A highly soluble asymmetric perylene-bis (dicarboximide)-acceptor system incorporating a methylene bridged methoxybenzene-donor: solvent dependence of charge transfer interactions

The synthesis and photophysical properties of an asymmetrically substituted perylene-bis(dicarboximide), (PDI), system (1) containing a methylene bridged 4-methoxy-benzene donor and a solubilizing branched C13 alkyl chain are described. As compared to most PDIs, the fluorescence of 1 is strongly quenched in polar (but not in non-polar) solvents due to a photo-induced electron transfer process. Transient absorption spectroscopy and time resolved emission in e.g. acetonitrile indicates that upon excitation the radical anion of the PDI is formed with a rate of ca. 3.5 \times 109s-1, and the charge transfer state has a lifetime of ca. 3 ns. A Frontier Molecular Orbital description is provided, by using DFT calculations.
Anahtar Kelimeler:

Perylene dyes, photoconductivity, solar cells, LED, 3, 4, 9, 10-perylenetetracarboxylic diimide, excited state properties, photoinduced electron transfer, transient absorption, time resolved emission

A highly soluble asymmetric perylene-bis (dicarboximide)-acceptor system incorporating a methylene bridged methoxybenzene-donor: solvent dependence of charge transfer interactions

The synthesis and photophysical properties of an asymmetrically substituted perylene-bis(dicarboximide), (PDI), system (1) containing a methylene bridged 4-methoxy-benzene donor and a solubilizing branched C13 alkyl chain are described. As compared to most PDIs, the fluorescence of 1 is strongly quenched in polar (but not in non-polar) solvents due to a photo-induced electron transfer process. Transient absorption spectroscopy and time resolved emission in e.g. acetonitrile indicates that upon excitation the radical anion of the PDI is formed with a rate of ca. 3.5 \times 109s-1, and the charge transfer state has a lifetime of ca. 3 ns. A Frontier Molecular Orbital description is provided, by using DFT calculations.
Keywords:

Perylene dyes, photoconductivity, solar cells, LED, 3, 4, 9, 10-perylenetetracarboxylic diimide, excited state properties, photoinduced electron transfer, transient absorption, time resolved emission,

PDF
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: 6
  • Yayıncı: TÜBİTAK
Arşiv
Sayıdaki Diğer Makaleler

Pore structure and surface acidity evaluation of Fe-PILCs

Suna BALCI, Elif GÖKÇAY

Three-component process for the synthesis of some pyrrole derivatives under microwave irradiation

Farhad HATAMJAFARI, Nasser MONTAZERI

Preparation and characterization of magnetic chitosan nanospheres

Doina HRITCU, Marcel I. POPA, Niculina POPA

A study of growth and breakdown of passive film on copper surface by electrochemical impedance spectroscopy

Amtul Naseer And Athar Yaseen KHAN

An efficient one pot synthesis of 1,4-dihydropyridines using alumina sulfuric acid (ASA) catalyst

Mustafa ARSLAN, Cüneyt FAYDALI, Mustafa ZENGİN

A highly soluble asymmetric perylene-bis (dicarboximide)-acceptor system incorporating a methylene bridged methoxybenzene-donor: solvent dependence of charge transfer interactions

René M. WILLIAMS

Synthesis, characterization, and antibacterial activity of some transition metals with the Schiff base N-(2-furanylmethylene)-3-aminodibenzofuran

Aurora REISS, Stelian FLOREA, Theodor CAPROIU

Electrochemical and optical properties of an azo dye based conducting copolymer

Atilla CİHANER and Fatih ALGI

Partial regeneration of Ni-based catalysts for hydrogen production via methane cracking part II: modeling and optimization

Reyyan KOÇ, Erdoğan ALPER, Eric CROISET and Ali ELKAMEL

4H-Pyran-4-one derivatives:; leading molecule for preparation of compounds with antimycobacterial potential

Demet US, Ece GÜRDAL, Barkın BERK, Sinem ÖKTEM, Tanıl KOCAGÖZ, Berrak ÇAĞLAYAN, İşıl AKSAN KURNAZ, Dilek Demir EROL