Fluorescent macromolecular perylene diimides containing pyrene or indole units in bay positions

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Date: June 2010
From: Dyes and Pigments(Vol. 86, Issue 1)
Publisher: Elsevier B.V.
Document Type: Article
Length: 188 words

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Abstract :

To link to full-text access for this article, visit this link: http://dx.doi.org/10.1016/j.dyepig.2009.11.005 Byline: Haluk Dincalp (a), Sevki Kizilok (a), Siddik A[degrees]cli (b) Abstract: Novel, symmetric and unsymmetric perylene diimide dyes with pyrene or indole units in the bay positions of the perylene ring were synthesized and characterized using FT-IR,.sup.1H and.sup.13C NMR, MS, UV-Vis spectra and cyclic voltammetry. The I'.sub.max in different solvents were in the range 526-585 nm and emission wavelengths of the dyes exhibited positive solvatochromism with increasing solvent polarity. Long wavelength emissions 750 nm of dyes with pyrene units displayed charge-separated state of perylene-pyrene system. Dyes with pyrene or indole units showed greater photostability in toluene than dyes which did not contain these bulky substituents. Incorporating electron-donating indole substituents lowered the band gap energies and, therefore, the HOMO energy levels were increased. The energy density and shape of the molecular orbitals were calculated theoretically. Author Affiliation: (a) Department of Chemistry, Faculty of Art and Science, Celal Bayar University, Muradiye 45030, Manisa, Turkey (b) Solar Energy Institute, Ege University, Bornova, 35100 Izmir, Turkey Article History: Received 13 September 2009; Revised 26 November 2009; Accepted 28 November 2009

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Gale Document Number: GALE|A218470338