journal article·2007-01

1,3-Bis[4-(p-aminostyryl)-pyridinyl]-propane dibromide derivatives: Synthesis and spectroscopic investigation

Beata Jędrzejewska, Janina Kabatc, Jerzy Pączkowski

Dyes and Pigments· Volume 73· Issue 3
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Abstract

Abstract The synthesis and basic spectroscopic properties of eight dichromophoric solvatochromic styrylpyridinium dyes are presented. The dyes were prepared by the condensation of propane 1,3-bis[4-methylpyridinium] dibromide with p -( N , N -dialkylamino)benzaldehydes. The synthesis of suitable substrates is presented as well. The dyes were characterized by 1 H NMR spectroscopy and their purity with the use of thin-layer chromatography. The spectroscopic properties of the prepared dyes were determined in two organic solvents. The electronic absorption spectra of tested dyes demonstrate low sensitivity to the nature of the substituents introduced into the side aromatic rings. In contrast to this, the fluorescence band positions are affected by the structure of an electron donor and solvent polarity.
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Research context

OpenAlex topics: Photochromic and Fluorescence Chemistry · Photochemistry and Electron Transfer Studies · Molecular Sensors and Ion Detection

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References (24)

Show source-provided references
1. Matsui · Bull Chem Soc Jpn · 1992 · 65 · 7110.1246/bcsj.65.71 ↗
2. Hünig · Liebigs Ann · 1995 · 592 · 16110.1002/jlac.19555920302 ↗
3. Synthesis of amphiphilic styrylpyridinium and styrylquinolinium hemicyanines and merocyanines10.1016/0143-7208(95)00032-B ↗
4. Fromherz · Ber Bunsen-Ges Phys Chem · 1991 · 95 · 133310.1002/bbpc.19910951105 ↗
5. Photophysical properties of fluorescence probes. 2. A model of multiple fluorescence for stilbazolium dyes studied by global analysis and quantum chemical calculations10.1021/jp962835v ↗
6. Structures, spectra, and lasing properties of new (aminostyryl)pyridinium laser dyes10.1021/jp9533685 ↗
7. Fluorescence and photoisomerization of an amphiphilic aminostilbazolium dye as controlled by the sensitivity of radiationless deactivation to polarity and viscosity10.1021/j100359a037 ↗
8. Albota · Science · 1653 · 1998 · 281
9. Theory of triplet exciton polarons and photoinduced absorption in conjugated polymers10.1103/PhysRevB.49.14113 ↗
10. Efficiency of the Vilsmeier–Haack method in the synthesis of p-aminobenzaldehydes10.1080/00304949809355310 ↗
11. Characterization of a new solvent-sensitive two-photon-induced fluorescent (aminostyryl)pyridinium salt dye10.1021/jp953367c ↗
12. Steady state and picosecond time-resolved photophysics of a benzimidazolocarbocyanine dye10.1016/S0022-2313(01)00243-5 ↗
13. Some quaternary ammonium salts of heterocyclic bases. III. Bis-quaternary ammonium salts10.1021/ja01161a046 ↗
14. New push–pull type dendritic stilbazolium dyes: synthesis, photophysical and electrochemical investigation10.1016/j.dyepig.2004.02.011 ↗
15. Photophysical studies on the mono- and dichromophoric hemicyanine dyes II. Solvent effects and dynamic fluorescence spectra study in chloroform and in LB films10.1021/jp020877f ↗
16. Photophysical studies on the mono- and dichromophoric hemicyanine dyes III. Ultrafast fluorescence up-conversion in methanol: twisting intramolecular charge transfer and “two-state three-mode” model10.1021/jp0208788 ↗
17. 1H and 13C NMR studies of para-substituted benzaldoximes for evaluation of the electron donor properties of substituted amino groups10.1039/a705668k ↗
18. Unsymmetric cyanines: chemical rigidization and photophysical properties10.1016/S1010-6030(99)00045-3 ↗
19. Development of fluorescence probes based on stilbazolium salts for monitorin free radical polymerization processes10.1039/a902904d ↗
20. Twisted internal charge transfer in (aminophenyl)pyridinium10.1021/j100196a004 ↗
21. Fluorescence probe studies during the curing of epoxy systems
22. Relation between charge transfer absorption and fluorescence spectra and the inverted region10.1021/j100345a040 ↗
23. Intramolecular radiative and radiationless charge recombination processes in donor–acceptor carbazole derivatives10.1021/jp9634565 ↗
24. Electronic structure and molecular conformation in the excited charge transfer singlet states of 9-acridyl and other aryl derivatives of aromatic amines10.1021/ja972474c ↗