Ketonic defects in ladder-type poly(p-phenylene)s

Lorenz Romaner; Georg Heimel; Herbert Wiesenhofer; Patricia Scandiucci De Freitas; Ullrich Scherf; Jean Luc Brédas; Egbert Zojer; Emil J.W. List

doi:10.1021/cm0496164

Ketonic defects in ladder-type poly(p-phenylene)s

Lorenz Romaner, Georg Heimel, Herbert Wiesenhofer, Patricia Scandiucci De Freitas, Ullrich Scherf, Jean Luc Brédas^*, Egbert Zojer, Emil J.W. List

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

57 Scopus citations

Abstract

We investigate the oxidative degradation process occurring in ladder-type poly(p-phenylene) (LPPP) by spectroscopic and quantum-chemical techniques. Annealing experiments carried out for two representatives of the class of LPPP's with different side chains relate the change in emissive behavior of the polymer to the presence of ketonic defects on the main chain. The geometry, excitation, and emission energies as well as vibrational modes are calculated for model LPPP oligomers bearing these defects. The optical properties of these molecules are significantly changed compared to the pristine model systems. In the excited-state geometry, ketone-containing oligomers possess emissive excited states in the energy region of the experimentally observed low-energy emission band. The calculated infrared (IR) absorption peaks associated with the defects can also be correlated with the experimental IR spectra.

Original language	English (US)
Pages (from-to)	4667-4674
Number of pages	8
Journal	Chemistry of Materials
Volume	16
Issue number	23
DOIs	https://doi.org/10.1021/cm0496164
State	Published - Nov 16 2004
Externally published	Yes

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering
Materials Chemistry

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title = "Ketonic defects in ladder-type poly(p-phenylene)s",

abstract = "We investigate the oxidative degradation process occurring in ladder-type poly(p-phenylene) (LPPP) by spectroscopic and quantum-chemical techniques. Annealing experiments carried out for two representatives of the class of LPPP's with different side chains relate the change in emissive behavior of the polymer to the presence of ketonic defects on the main chain. The geometry, excitation, and emission energies as well as vibrational modes are calculated for model LPPP oligomers bearing these defects. The optical properties of these molecules are significantly changed compared to the pristine model systems. In the excited-state geometry, ketone-containing oligomers possess emissive excited states in the energy region of the experimentally observed low-energy emission band. The calculated infrared (IR) absorption peaks associated with the defects can also be correlated with the experimental IR spectra.",

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T1 - Ketonic defects in ladder-type poly(p-phenylene)s

AU - Romaner, Lorenz

AU - Heimel, Georg

AU - Wiesenhofer, Herbert

AU - Scandiucci De Freitas, Patricia

AU - Scherf, Ullrich

AU - Brédas, Jean Luc

AU - Zojer, Egbert

AU - List, Emil J.W.

PY - 2004/11/16

Y1 - 2004/11/16

N2 - We investigate the oxidative degradation process occurring in ladder-type poly(p-phenylene) (LPPP) by spectroscopic and quantum-chemical techniques. Annealing experiments carried out for two representatives of the class of LPPP's with different side chains relate the change in emissive behavior of the polymer to the presence of ketonic defects on the main chain. The geometry, excitation, and emission energies as well as vibrational modes are calculated for model LPPP oligomers bearing these defects. The optical properties of these molecules are significantly changed compared to the pristine model systems. In the excited-state geometry, ketone-containing oligomers possess emissive excited states in the energy region of the experimentally observed low-energy emission band. The calculated infrared (IR) absorption peaks associated with the defects can also be correlated with the experimental IR spectra.

AB - We investigate the oxidative degradation process occurring in ladder-type poly(p-phenylene) (LPPP) by spectroscopic and quantum-chemical techniques. Annealing experiments carried out for two representatives of the class of LPPP's with different side chains relate the change in emissive behavior of the polymer to the presence of ketonic defects on the main chain. The geometry, excitation, and emission energies as well as vibrational modes are calculated for model LPPP oligomers bearing these defects. The optical properties of these molecules are significantly changed compared to the pristine model systems. In the excited-state geometry, ketone-containing oligomers possess emissive excited states in the energy region of the experimentally observed low-energy emission band. The calculated infrared (IR) absorption peaks associated with the defects can also be correlated with the experimental IR spectra.

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Ketonic defects in ladder-type poly(p-phenylene)s

Abstract

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