Chem. Mater., 20 (8), 27272735, 2008. 10.1021/cm703312u
Web Release Date: March 28, 2008

Copyright © 2008 American Chemical Society

Effect of Side Chain Length Variation on the Optical Properties of PPE-PPV Hybrid Polymers

Emine Tekin, Daniel A. M. Egbe,* Johannes M. Kranenburg, Christoph Ulbricht, Silke Rathgeber,§ Eckhard Birckner, Nina Rehmann, Klaus Meerholz, and Ulrich S. Schubert*#

Laboratory of Macromolecular Chemistry and Nanoscience, Eindhoven University of Technology and Dutch Polymer Institute (DPI), PO Box 513, 5600 MB Eindhoven, The Netherlands, Max-Planck-Institut für Polymerforschung, Polymer Physik, Ackermannweg 10, 55128 Mainz, Germany, Institut für Physikalische Chemie and Laboratory of Organic and Macromolecular Chemistry, Friedrich-Schiller Universität Jena, Lessingstrasse 10, 07743 Jena, Germany, and Institut für Physikalische Chemie, Universität Köln, Luxemburgerstrasse 116, 50939 Köln, Germany

Received November 21, 2007

Revised Manuscript Received January 25, 2008

Abstract:

New 4-fold alkoxy-substituted poly(p-phenylene-ethynylene)-alt-poly(p-phenylene-vinylene) polymers (PPE-PPV) have been synthesized in order to elucidate the previously observed effect of side chains on the thin film properties (i.e., color variation) of PPE-PPVs. The length of the side chains attached to the PPE segments, CnH2n+1, has been varied from n = 12 to 19. The side chains attached to the PPV segments have been kept fixed to C8H17. Polymers with n < 16 are yellow in color, whereas those with n ≥ 16 are orange. Differential scanning calorimetry and nanoindentation analyses reveal side chain crystallization above room temperature in samples with longer side chains (n ≥ 16). Reorganization of the longer side chains attached to the PPE units seems to support stronger π−π overlap between the chain backbones. The red shift for n ≥ 16 was confirmed by photoluminescence (PL) and electroluminescence (EL) spectra obtained for inkjet printed and spin-coated thin films. However, the obtained orange-red EL emission colors are unstable upon increase of the applied voltage. A blue shift of up to 100 nm was observed. All the polymers exhibited very high relative and absolute PL quantum yields in solution (~70%). Their solid-state absolute PL quantum yield was found to be between 10 and 20%. Polymeric light emitting diodes (PLED) with the following structure ITO//PEDOT:PSS//Pn/8//Ca//Ag were fabricated. The devices were fully characterized and showed low turn-on voltages.

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