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Thermal polycondensation of anthracene for carbon precursors

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Abstract

This work is concerned with the conversion of anthracene into products with potential applications in carbon technology. The anthracene was obtained from industrial anthracene by crystallization in raw pyridine and was subjected to thermal polycondensation under pressure with various time exposures at the final temperature at 420 °C. The proposed thermal treatment induces polymerization/polycondensation reactions, and the extent of conversion was monitored from the carbon residue by thermogravimetric analysis, heptane and toluene insolubles and Raman spectroscopy. The ability of mesophase formation from obtained polycondensates was also studied. Besides thermogravimetric analysis and Raman spectroscopy, the optical microscopy was also used to determine the presence of optically anisotropic texture. The thermal polycondensation under pressure and time exposure of 48 and 72 h at 420 °C is suggested to be the most promising method for preparing the mesophase pitches of good optical texture. The results indicate that thermal polycondensation of anthracene obtained from industrial anthracene oil could be suitable process for the conversion of anthracene into carbon precursors with potential industrial utilization.

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References

  1. Rao PS. Anthracene, reference module in biomedical sciences: encyclopedia of toxicology. Amsterdam: Elsevier; 2014. p. 260–1.

    Google Scholar 

  2. Berrueco C, et al. Characterisation and feasibility as carbon fibre precursors of isotropic pitches derived from anthracene oil. Fuel. 2012;101:9–15.

    Article  CAS  Google Scholar 

  3. Diez N, et al. Optimising of melt-spinning of anthracene oil-based pitch for isotropic carbon fibre preparation. Fuel Process Technol. 2012;93(1):99–104.

    Article  CAS  Google Scholar 

  4. Zhong L, Zhang Y, Ji Y, Norris P, Pan W. Synthesis of activated carbon from coal pitch for mercury removal in coal-fired power plants. J Therm Anal Calorim. 2015;. doi:10.1007/s10973-015-4966-5.

    Google Scholar 

  5. Fernandez AL, Granda M, Bermejo J, Menendez R. Air-blowing of anthracene oil for carbon precursors. Carbon. 2000;38(9):1315–22.

    Article  CAS  Google Scholar 

  6. Fernandez AL, Granda M, Bermejo J, Menendez R, Bernad P. Carbon precursors from anthracene oil. Insight into the reactions of anthracene oil with sulfur. Energy Fuel. 1998;12(5):949–57.

    Article  CAS  Google Scholar 

  7. Jin ML, Cheng JL, Wang LX, Jin SL, Zhang R. Rheological properties of mesophase pitch investigated by the Giseeler fluidity method. N Carbon Mater. 2015;30(2):176–80.

    Article  Google Scholar 

  8. Li P, et al. Preparation of pitch-based general purpose carbon fibers from catalytic slurry oil. Fuel Process Technol. 2015;140:231–5.

    Article  CAS  Google Scholar 

  9. Min G, Zengmin S, Weidong C, Hui L. Anisotropy of mesophase pitch-derived carbon foams. Carbon. 2007;45:141–5.

    Article  CAS  Google Scholar 

  10. Mochida I, Korai Y, Ku CH, Watanabe F, Sakai Y. Chemistry of synthesis, structure, preparation and application of aromatic-derived mesophase pitch. Carbon. 2000;38:305–28.

    Article  CAS  Google Scholar 

  11. Dias JM, et al. Waste materials for activated carbon preparation and its use in aqueous-phase treatment: a review. J Environ Manag. 2007;85:833–46.

    Article  CAS  Google Scholar 

  12. Alvarez P, et al. An insight into the polymerization of anthracene oil to produce pitch using nuclear magnetic resonance. Fuel. 2011;92:421–7.

    CAS  Google Scholar 

  13. Bermejo J, et al. A comparative study of the composition of anthracene oil polymerized by different treatments. Fuel. 2001;80:2155–62.

    Article  CAS  Google Scholar 

  14. Golounin AV, Marakushina EN, Khramenko SA. Polycondensation of polyaromatic hydrocarbons. Coke Chem. 2009;52(11):501–3.

    Article  Google Scholar 

  15. Mochida I, et al. Preparation of mesophase pitch from aromatic hydrocarbons by the aid of HF/BF3. Carbon. 1990;28(2–3):311–9.

    Article  CAS  Google Scholar 

  16. Fathollahi B, Jones B, Chau PC, White JL. Injection and stabilization of mesophase pitch in the fabrication of carbon–carbon composites. Part III: Mesophase stabilization at low temperatures and elevated oxidation pressures. Carbon. 2005;43(1):143–51.

    Article  CAS  Google Scholar 

  17. Alvarez P, et al. A unified process for preparing mesophase and isotropic material from anthracene oil based pitch. Fuel Process Technol. 2011;92:421–7.

    Article  CAS  Google Scholar 

  18. Oh S, Yoon SH, Dong G, Park YD. Effects of pressurized pretreatment on the preparation of mesophase pitch. Carbon. 1991;29(7):1009–14.

    Article  CAS  Google Scholar 

  19. Montes-Moran MA, et al. Mesophase from a coal tar pitch: Raman spectroscopy study. Fuel Process Technol. 2002;77–78:207–12.

    Article  Google Scholar 

  20. Hirose H, et al. Raman study of the effect of intense laser irradiation on graphitized mesophase spherules. Solid State Commun. 2011;101:225–30.

    Article  Google Scholar 

  21. Shinohara H, Yamakita Y, Ohno K. Raman spectra of polycyclic aromatic hydrocarbons. Comparison of calculated Raman intensity distributions with observed spectra for naphthalene, anthracene, pyrene and perylene. J Mol Struct. 1998;442:221–34.

    Article  CAS  Google Scholar 

  22. Maddams WF, Royaud IA. The characterization of polycyclic aromatic hydrocarbons by Raman spectroscopy. Spectrochim Acta Part A Mol Spectrosc. 1990;46(2):309–14.

    Article  Google Scholar 

  23. Chakraborty D, Ambashta R, Manogaran S. Force-field and assignment of the vibrational-spectrum of anthracene—theoretical prediction. J Phys Chem. 1996;100(33):13963–70.

    Article  CAS  Google Scholar 

  24. Zhang B, et al. Transformation of Lewis acid during the carbonization and graphitization of mesophase pitches. J Anal Appl Pyrolysis. 2013;104:433–40.

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The article has been done in connection with Project Institute of Clean Technologies for Mining and Utilization of Raw Materials for Energy Use—Sustainability Program. Identification code: LO1406—Project is supported by National Programme for Sustainability I (2013–2020), financed by the means of state budget of the Czech Republic. And it also has been done in connection with Project No. LO1203 “Regional Materials Science and Technology Centre—Feasibility Program” funded by Ministry of Education, Youth and Sports of the Czech Republic. The authors would like to thank George Laynr for linguistic correction of the text.

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Correspondence to V. Valovicova.

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Valovicova, V., Plevova, E., Vaculikova, L. et al. Thermal polycondensation of anthracene for carbon precursors. J Therm Anal Calorim 124, 261–267 (2016). https://doi.org/10.1007/s10973-015-5124-9

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  • DOI: https://doi.org/10.1007/s10973-015-5124-9

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