Textile Coloration and Finishing (한국염색가공학회지)

The Korean Society of Dyers and Finishers (한국염색가공학회)
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Synthesis and Properties of Novel Rhodamine 6G Fluorescent Dye Compound

  • Kim, Hyung-Joo (Department of Advanced Organic Materials and Textile System Engineering, Chungnam National University) ;
  • Wang, Sheng (School of Chemistry Science & Technology, Zhanjiang Normal University) ;
  • Son, Young-A (Department of Advanced Organic Materials and Textile System Engineering, Chungnam National University)
  • Received : 2012.08.23
  • Accepted : 2012.09.21
  • Published : 2012.09.27
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Abstract

One of organic dye materials which have been long lasting investigated is rhodamine 6G dye series. This dye has been attracted with considerable interests due to the reason of its promising photochemical properties. In this study, a novel fluorescent dye compound based on rhodamine 6G derivative was synthesized through the reaction of rhodamine 6G hydrazide and indole-3-carboxaldehdyde. Absorption and fluorescent emission spectra of this dye were determined with the properties of solvatofluorochromism. Related electron energy states of the dye compound were also characterized by computational calculations.

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References

  1. M. Beija, C. A. Afonso, and J. M. Martinho, Synthesis and Applications of Rhodamine Derivatives as Fluorescent Probes, Chem. Soc. Rev., 38(8), 2410(2009). https://doi.org/10.1039/b901612k
  2. P. Bamfield, "Chromic Phenomena-Tech Applications of Color Chemistry", The Royal Society of Chemistry, Cambridge, pp.66-68, 2001.
  3. M. C. Janzen, J. B. Ponder, D. P. Bailey, C. K. Ingison, and K. S. Suslick, Colorimetric Sensor Arrays for Volatile Organic Compounds, Anal. Chem., 78(11), 3591(2006). https://doi.org/10.1021/ac052111s
  4. H. N. Kim, M. H. Lee, H. J. Kim, J. S. Kim, and J. Yoon, A New Trend in Rhodamine-Based Chemosesnors: Application of Spirolactam Ring-Opening to Sensing Ions, Chem. Soc. Rev., 37(8), 1465(2008). https://doi.org/10.1039/b802497a
  5. B. N. Ahamed, M. Arunachalam, and P. ghosh, Thiomethoxychalcone-functionalized Ferrocene Ligands as Selective Chemodosimeters for Mercury(II): Single-crystal X-ray Structural Signature of the [Hg8(mu8-S) $(SCH3)12]^{2+}$ Cluster, Inorg. Chem., 49(10), 4447(2010). https://doi.org/10.1021/ic902300c
  6. H. Li, J. Fan, F. Song, H. Zhu, J. Du, S. Sun, and X. Peng, Fluorescent Probes for $Pd^{2+}$ Detection by Allylidene-Hydrazone Ligands with Excellent Selectivity and Large Fluorescence Enhancement, Chem. Eur. J., 16(41), 12349(2010). https://doi.org/10.1002/chem.201000796
  7. H. Kim and G. Kwak, Combinatorially Responsive, Polarity-Indicative, Charge Transfer Dye-Based Polymer Gels for Odor Visualization in VOC Sensor Array, Macromolecules, 42(4), 902(2009). https://doi.org/10.1021/ma802593b
  8. C. Reichardt, "Solvents and Solvent Effects in Organic Chemistry, 3rd ed.", John Wiley & Sons, Weinheim, pp.389-470, 2003.
  9. C. Reichardt, Solvatochromic Dyes as Solvent Polarity Indicators, Chem. Reviews, 94(8), 2319(1994). https://doi.org/10.1021/cr00032a005
  10. S. Wang and S. H. Kim, New Solvatochromic Merocyanine Dyes Based on Barbituric Acid and Meldrum's Acid, Dyes and Pigments, 80(3), 314(2009). https://doi.org/10.1016/j.dyepig.2008.08.005
  11. Y. L. Fu, W. Huang, C. L. Li, L. Y. Wang, Y. S. Wei, Y. Huang, X. H. Zhang, Z. Y. Wen, and Z. X. Zhang, Monomethine Cyanine Dyes with an Indole Nucleous: Microwave-Assisted Solvent-Free Synthesis, Spectral Properties and Theoretical Studies, Dyes and Pigment, 82(3), 409(2009). https://doi.org/10.1016/j.dyepig.2009.03.005
  12. B. Delley, An All-Electron Numerical Method for Solving The Local Density Functional for Polyatomic Molecules, J. Chem. Phys., 92(1), 508(1990). https://doi.org/10.1063/1.458452
  13. B. Delley, From Molecules to Solids with the $DMol^3$ Approach, J. Chem. Phys., 113(18), 7756(2000). https://doi.org/10.1063/1.1316015
  14. A. D. Boese and N. C. Handy, A New Parametrization of Exchange-Correlation Generalized Gradient Approximation Functionals, J. Chem. Phys., 114(13), 5497(2001). https://doi.org/10.1063/1.1347371
  15. D. Kwak and T. Kim, Synthesis of Diamino-anthraquinonoid Blue Disperse Dyes Having Alkyl Substituents Longer than Pentyl Group and their Dyeability toward Pure Polypropylene Fibers, Textile Coloration and Finishing(J. Korean Soc. Dyers & Finishers), 24(2), 106(2012). https://doi.org/10.5764/TCF.2012.24.2.106
  16. J. H. Kim, H. Y. Ma, S. Y. Yang, and S. J. Kim, Analysis of Electrical and Physical Property of the PU/MWNT Film and Dispersion Characteristics of MWNT According to the Solvent, Textile Coloration and Finishing(J. Korean Soc. Dyers & Finishers), 24(1), 69(2012). https://doi.org/10.5764/TCF.2012.24.1.69

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