Third-party-funded project
Title:
Organization of Merocyanine Dyes to Functional Superstructures and New Materials
Project management at the University of Würzburg:
- Prof. Dr. Frank Würthner
, Institutsleitung Organische Chemie,Tel: 0931-888 5339,Fax: 0931-888 4756,Mail: oc2@chemie.uni-wuerzburg.de
Participating scientists:
- Prof. Dr. David Reinhoudt
, Universität Twente, Niederlande
- Dr. Peter Timmerman
, Universität Twente, Niederlande
- Dr. Uwe Beginn
, RW/TH-Aachen
- Prof. Dr. Rüdiger Wortmann
, Universität Kaiserslautern
- Dr. Wolfgang Schärtl
, Universität Mainz
- Prof. Dr. Martin Möller
, Universität Ulm
- Prof. Dr. T. Debaerdemaeker
, Universität Ulm
- Dr. Bernd Heise
, Universität Ulm
- Dr. Sheng Yao
, Universität Ulm
- Dipl. Chem. Armin Sautter
, Universität Ulm
- Dipl. Chem. Christoph Thalacker
, Universität Ulm
- Dipl.-Chem. Andreas Lohr
, Universität Würzburg
Abstract:
Merocyanines with their dipolarity and polarizability belong to the favourite dyes for future applications in the non-linear optic. This project deals with the organization of these dyes in extended three-dimensional structures through intermolecular interactions. The aggregation of merocyanine dyes in antiparallel-oriented dimers and the coordination of melamines to merocyanine through hydrogen bonding as well as the realisation of supramolecular polymers (= association polymers) are the main objectives of this project. Compounds with two merocyanine units are synthesized which form polymeric chains by aggregation of the merocyanines. These polymers are supposed to attain the possibility to create secondary structures, e.g. helices, fibers, layers, organogels as well as lyotropic and thermotropic liquid crystalline phases, through proper selection of substituents. Furthermore, sixfold hydrogen-bonds are applied as a driving force for reversible polymerization process to facilitate parallel alignment of dipolare dyes which will expectedly provide high susceptibility of two arrangements.
Key words:
Merocyanine Dyes
Dipolar Aggregation
Self-Organization
Nonlinear Optic
Photorefractive Materials
Projekt period:
from 05.2001 to 10.2004
Funding institution:
DFG ,Granting date: 03.05.2001
Publications:
- Würthner, F.; Yao, S.
(2000). Dipolar Dye Aggregates: a Problem for Nonlinear Optics, but a Chance for Supramolecular Chemistry. Angew. Chem., 112, 2054-2057. (scientific article)
- Würthner, F.; Yao, S.; Wortmann, R.
(2000). Optimization of Molecular and Supramolecular Properties of Merocyanine Dyes for Photorefractive Organic Glasses. Polym. Mater. Sci. Eng., 83, 186-187. (scientific article)
- Würthner, F.; Yao, S.; Schilling, J.; Wortmann, R.; Redi-Abshiro, M.; Mecher, E.; Gallego-Gomez, F.; Meerholz, K.
(2001). ATOP Dyes. Optimization of a Multifunctional Merocyanine Chromophore for High Refractive Index Modulation in Photorefractive Materials. J. Am. Chem. Soc., 123, 2810-2814. (scientific article)
- Prins, L.J.; Thalacker, C.; Würthner, F.; Timmerman, P.; Reinhoudt, D.N.
(2001). Chiral Exciton Coupling of Merocyanine Dyes within a well-defined Hydrogen-bonded Assembly. Proc. Natl. Acad. Sci. USA, 98, 10042-10045. (scientific article)
- Würthner, F.; Yao, S.; Debaredemaeker, T.; Wortmann, R.
(2002). Dimerization of Merocyanine Dyes: Structural and Energetic Characterization of Dipolar Dye Aggregates and Implications for Nonlinear Optical Materials. J. Am. Chem. Soc., 124, 9431-9447. (scientific article)
- Wortmann, R.; Rösch, U.; Redi-Abshiro, M.; Würthner, F.
(2003). Große elektrische Feldeffekte auf dipolare Aggregation von Merocyaninfarbstoffen. Angew. Chem., 115, 2126-2129. (scientific article)
- Würthner, F.; Yao, S.; Beginn, U.
(2003). Hochgeordnete Merocyanin-Farbstoffaggregate durch supramolekulare Polymerisation und hierarchische Selbstorganisation. Angew. Chem., 115, 3368-3371. (scientific article)
- Yao, S.; Beginn, U.; Gress, T.; Lysetska, M.; Würthner, F.
(2004). Supramolecular Polymerization and Gel Formation of Bis(Merocyanine) Dyes Driven by Dipolar Aggregation. J. Am. Chem. Soc., 126, 8336-8348. (scientific article)
