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Studies on inclusion complexes of 2,4-dinitrophenol, 2,4-dinitroaniline, 2,6-dinitroaniline and 2,4-dinitrobenzoic acid incorporated with β-cyclodextrin used for a novel UV absorber for ballpoint pen ink

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Abstract

The inclusion complexes of β-cyclodextrin with different dinitrocompounds like 2,4-dinitrophenol, 2,4-dinitroaniline, 2,6-dinitroaniline and 2,4-dinitrobenzoic acid appears the UV absorption bands in different wavelength region below 400 nm, a combination of these dinitro aromatic compounds of inclusion complexes can improve the UV protection properties of ball point pen ink against photo degradation. The formation of inclusion complexes were characterized by FT-IR, 1H NMR and 2D ROESY NMR spectroscopy. The UV protecting properties of these inclusion complexes were calculated their sun protection factor was discussed. The stability of the ballpoint pen ink has been confirmed by UV–visible spectroscopic method.

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References

  1. Ezcurra, M., Juan, M., Gongora, G., Maguregui, I., Alonso, R.: Analytical methods for dating modern writing instrument inks on paper. Forensic Sci. Int. 197, 1–20 (2010)

    Article  CAS  Google Scholar 

  2. Djozan, D., Baheri, T., Karimian, G., Shahidi, M.: Forensic discrimination of blue ballpoint pen inks based on thin layer chromatography and image analysis. Forensic Sci. Int. 179, 199–205 (2008)

    Article  CAS  Google Scholar 

  3. Nicholas, C., Soulias, T., Nikolaos, A., Nicholaos, P., Evmiridis, P.: Multivariate chemometrics for the forensic discrimination of blue ball-point pen inks based on their UV Vis spectra. Forensic Sci. Int. 138, 75–84 (2003)

    Article  Google Scholar 

  4. Mahltig, B., Bottcher, H., Rauch, K., Dieckmann, U., Nitsche, R., Fritz, T.: Optimized UV protecting coatings by combination of organic and inorganic UV absorbers. Thin Solid Films 485, 108–114 (2005)

    Article  CAS  Google Scholar 

  5. Zaibunnisa, A.H., Aini Marhanna, M.N.A., Ainun Atirah, M.: Characterisation and solubility study of γ-cyclodextrin and β-carotene complex. Int. Food Res. J. 18(3), 1061–1065 (2011)

    CAS  Google Scholar 

  6. Palaniappan, A.L., Francis, X.L., Tay, E.H., Jun, L., Xiaodi, S.: Cyclodextrin functionalized mesoporous silica films on quartz crystal microbalance for enhanced gas sensing. Sens. Actuators B 119, 220–226 (2006)

    Article  CAS  Google Scholar 

  7. Yifeng, H., Pei, F., Shen, X., Gao, H.: Cyclodextrin-based aggregates and characterization by microscopy. Micron 39, 495–516 (2008)

    Article  Google Scholar 

  8. Miclea, L.M., Vlaia, L., Vlaia, V., Hadaruga, D.I., Mircioiu, C.: Preparation and characterisation of inclusion complexes of meloxicam and α-cyclodextrin and β- cyclodextrin. Farmacia 58, 583–593 (2010)

    CAS  Google Scholar 

  9. Misiuk, W., Zalewska, M.: Investigation of inclusion complex of trazodone hydrochloride with hydroxypropyl-β-cyclodextrin. Carbohydr. Polym. 77, 482–488 (2009)

    Article  CAS  Google Scholar 

  10. Bishop, R.: Supramolecular host–guest chemistry of heterocyclic v-shaped molecules. Top Heterocycl. Chem. 18, 75–102 (2009)

    Google Scholar 

  11. Prabhumirashi, L.S., Kunte, S.S.: Solvent effects on electronic absorption spectra of nitrochlorobenzenes, nitrophenols and nitroanilines-l. Studies in nonpolar solvent. Spectrochim Acta Part A 42, 435–441 (1986)

    Article  Google Scholar 

  12. Singh, R., Bharti, N., Madan, J., Hiremath, S.N.: Characterization of cyclodextrin inclusion complexes A review. J. Pharm. Sci. Technol. 2(3), 171–183 (2010)

    CAS  Google Scholar 

  13. Scalia, S., Tursilli, R., Iannuccelli, V.: Complexation of the sunscreen agent, 4- methylbenzylidene camphor with cyclodextrins: effect on photostability and human stratum corneum penetration. J. Pharm. Biomed. 44, 29–34 (2007)

    Article  CAS  Google Scholar 

  14. Scalia, S., Tursilli, R., Bianchi, A., Nostro, P.L., Bocci, E., Ridi, F., Baglioni, P.: Incorporation of the sunscreen agent, octyl methoxycinnamate in a cellulosic fabric grafted with β-cyclodextrin. Int. J. Pharm. 308, 155–159 (2006)

    Article  CAS  Google Scholar 

  15. Stalin, T., Srinivasan, K., Sivakumar, K.: Spectral and electrochemical study of host–guest inclusion complex between 2,4-dinitrophenol and β-cyclodextrin. Spectrochim. Acta Part A 94, 89–100 (2012)

    Article  Google Scholar 

  16. Springsteen, A., Yurek, R., Frazier, M., Carr, K.F.: In vitro measurement of sun protection factor of sunscreens by diffuse transmittance. Anal. Chim. Acta 380, 155–164 (1999)

    Article  CAS  Google Scholar 

  17. Diffey, B.L., Robson, J.: A new substrate to measure sunscreen protection factors throughout the ultraviolet spectrum. J. Soc. Cosmet. Chem. 40, 127–133 (1989)

    CAS  Google Scholar 

  18. Wang, H.Y., Han, J., Feng, X.G., Pang, Y.L.: Study of inclusion complex Formation between tropaeolin OO and β-cyclodextrin by spectrophotometry and Infrared spectroscopy. Spectrochim. Acta Part A 65, 100–105 (2006)

    Article  Google Scholar 

  19. Boutelliez, C.B., Fontanay, S., Finance, C., Kedzierewicz, F.: Preparation and physicochemical characterization of amoxicillin β-cyclodextrin complexes. AAPS PharmSciTech. 11, 574–581 (2010)

    Article  Google Scholar 

  20. Chen, M., Diao, G., Zhang, E.: Study of inclusion complex of β-cyclodextrin and nitrobenzene. Chemosphere 63, 522–529 (2006)

    Article  CAS  Google Scholar 

  21. Sohajda, T., Beni, S., Varga, E., Ivanyi, R., Racz, A., Szente, L., Noszal, B.: Characterization of aspartame–cyclodextrin complexation. J. Pharm. Biomed. 50, 737–745 (2009)

    Article  CAS  Google Scholar 

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Acknowledgments

One of the authors K. Srinivasan acknowledges to UGC-BSR for providing Research Fellowship for Science Meritorious (AU/UGC-BSR/IC/1069/2011) and SAIF IIT Madras for utilizing the 1H NMR spectra facility and also thankful to S. Radhakrishnan, Scientist, CECRI, Karaikudi for utilizing the 2D ROESY NMR spectra facility.

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Correspondence to T. Stalin.

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Srinivasan, K., Stalin, T. Studies on inclusion complexes of 2,4-dinitrophenol, 2,4-dinitroaniline, 2,6-dinitroaniline and 2,4-dinitrobenzoic acid incorporated with β-cyclodextrin used for a novel UV absorber for ballpoint pen ink. J Incl Phenom Macrocycl Chem 78, 337–350 (2014). https://doi.org/10.1007/s10847-013-0304-3

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