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      Synthesis and photo-physical properties of fluorescent 1,3,5-triazine styryl derivatives

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      1 , 1 , 1 ,
      Chemistry Central Journal
      BioMed Central

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          Abstract

          Background

          Organic fluorophore contains well-defined D-π-A (Donor-π system-Acceptor) push-pull system have wide application in the field of NLO, OLED and high tech application. Electron donor diphenyl, triphenyl and carbazole conjugated with electron acceptor terminal through π-system were reported recently for high-tech applications. N,N-Dialkyl substituted 1,3,5-triazine also acts as donor keeping this idea in mind we developed D-π-A styryl dyes.

          Results

          Novel "Y"-shaped acceptor- π-donor- π-acceptor type of compounds were synthesized from 4,4'-((6-(4-(diethylamino)phenyl)-1,3,5-triazine-2,4diyl)bis(oxy)) dibenzaldehyde (DIPOD) as electron donors and different active methylene compounds as electron acceptors by conventional Knoevenagel condensation reaction. Their photophysical and thermal properties were investigated.

          Conclusion

          It was found that the strong electron acceptor-donor chromophoric system of these compounds showed high Stoke's shift and excellent thermal stability. Compounds showed positive solvatofluorism behavior from nonpolar to polar solvent. All compounds have good thermal stability.

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          Most cited references11

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          Design of organic molecules with large two-photon absorption cross sections.

          A strategy for the design of molecules with large two-photon absorption cross sections, delta, was developed, on the basis of the concept that symmetric charge transfer, from the ends of a conjugated system to the middle, or vice versa, upon excitation is correlated to enhanced values of delta. Synthesized bis(styryl)benzene derivatives with donor-pi-donor, donor-acceptor-donor, and acceptor-donor-acceptor structural motifs exhibit exceptionally large values of delta, up to about 400 times that of trans-stilbene. Quantum chemical calculations performed on these molecules indicate that substantial symmetric charge redistribution occurs upon excitation and provide delta values in good agreement with experimental values. The combination of large delta and high fluorescence quantum yield or triplet yield exhibited by molecules developed here offers potential for unprecedented brightness in two-photon fluorescent imaging or enhanced photosensitivity in two-photon sensitization, respectively.
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            Relative fluorescence quantum yields using a computer-controlled luminescence spectrometer

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              Organic materials for electronic and optoelectronic devices

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                Author and article information

                Journal
                Chem Cent J
                Chemistry Central Journal
                BioMed Central
                1752-153X
                2011
                6 December 2011
                : 5
                : 77
                Affiliations
                [1 ]Department of Intermediate and Dyestuff Technology, Institute of Chemical Technology (Formerly UDCT), N. P. Marg, Matunga, Mumbai-400 019, Maharashtra, India
                Article
                1752-153X-5-77
                10.1186/1752-153X-5-77
                3277491
                22142453
                4a89ef0f-0eae-416c-8e2f-d07342609409
                Copyright ©2011 Padalkar et al
                History
                : 18 October 2011
                : 6 December 2011
                Categories
                Research Article

                Chemistry
                Chemistry

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