Projects per year
Abstract
Here we report the facile synthesis and physical characterization of new type N-(2,6-diisopropylphenyl)-3,4-perylenedicarboximides (PMI) with alkyl-substituted quinoline-4(1H)-ylidenemethyl or acridine-9(10H)-ylidenemethyl units as strong donors in the 9-position. When compared to parent PMI, these perylene dyes, 9-((1-methylquinoline-4(1H)-ylidene)methyl)-PMI, 9-((1-benzylquinoline-4(1H)ylidene)methyl)-PMI, 9-((1-heptylquinoline-4(1H)- ylidene)methyl)-PMI, and 9-((10-methylacridine-9(10H)-ylidene)methyl)-PMI, show a pronounced bathochromic shift of their electronic absorption with solvatochromism because of their intramolecular charge transfer. The solvatochromic behavior of these dyes is further confirmed by second-order nonlinear optical experiments. Remarkably high second-order nonlinear optical values (β up to 1300 ± 50 × 10 esu at 880 nm in dichloromethane) are obtained by femtosecond hyper-Rayleigh scattering. The one-step synthesis together with the spectroscopic, solvatochromic, and nonlinear optical characteristics qualify these new types of perylene dyes as promising candidates for solvent polarity probes, photovoltaics, or nonlinear optical applications.
Original language | English |
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Pages (from-to) | 22711-22719 |
Number of pages | 9 |
Journal | Journal of physical chemistry. C |
Volume | 116 |
Issue number | 43 |
DOIs | |
Publication status | Published - 1 Nov 2012 |
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Projects
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Functional Supramolecular Systems (PAI P6/27)
CHAMPAGNE, B., WOUTERS, J., BOTEK, E., DE WERGIFOSSE, M., GUTHMULLER, J., Liegeois, V., NORBERG, B., Plaquet, A., STAELENS, N. & Vercauteren, D.
1/01/07 → 31/12/11
Project: Research
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Development of the ISCF Center
CHAMPAGNE, B., VIGNERON, J., DERYCKE, I., FRIPIAT, J., Lambin, P., SCHIEVEKAMP, I., Vercauteren, D., Wautelet, F. & WOUTERS, J.
1/01/95 → 31/12/12
Project: Research
Equipment
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High Performance Computing Technology Platform
Benoît Champagne (Manager)
Technological Platform High Performance ComputingFacility/equipment: Technological Platform