화학공학소재연구정보센터
Korean Journal of Chemical Engineering, Vol.36, No.3, 456-467, March, 2019
Reactive insights into the hydrogen production from ammonia borane facilitated by phosphonium based ionic liquid
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The current work presents a mechanistic insight of hydrogen production from ammonia borane (AB) facilitated by the phosphonium based ionic liquid (IL), trihexyl(tetradecyl)phosphonium bis (2,4,4-trimethylpentyl) phosphinate ([TDTHP][Phosph]). Prior to experiments, the IL was screened from a pool of 11 phosphonium ILs with the infinite dilution activity coefficients (IDAC) values as predicted by conductor like screening model segment activity coefficient (COSMO-SAC) theory. Thereafter, a dehydrogenation experiment of AB/[TDTHP][Phosph] was carried out at 105 °C and 4 x10-2mbar of gauge pressure, which yielded 2.07 equivalent hydrogen production. At higher temperature, the 11B NMR characterization shows the suppression of induction period at 105 °C and appearance of borohydride anion after 1 min of dehydrogenation. Further, time-resolved characterization of AB/[TDTHP][Phosph] at 105 °C confirmed the appearance of polymeric aminoborane after 10min with a subsequent formation of polyborazylene. HR-MS characterization coupled with 1H resonance spectrum confirmed structural integrity of IL. The dual characterization of NMR and HR-MS led us to propose a dehydrogenation mechanism of AB/[TDTHP][Phosph] system.
  1. Richardson TB, Degala S, Crabtree RH, Siegbahn PE, J. Am. Chem. Soc., 117(51), 12875 (1995)
  2. Li JS, Zhao F, Jing FQ, J. Chem. Phys., 116(1), 25 (2002)
  3. Al-Kukhun A, Hwang HT, Varma A, Ind. Eng. Chem. Res., 50(15), 8824 (2011)
  4. Cinti G, Frattini D, Jannelli E, Desideri U, Bidini G, Appl. Energy, 192, 466 (2017)
  5. Stephens FH, Pons V, Baker RT, Dalton Trans., 2613 (2007).
  6. Rossin A, Peruzzini M, Chem. Rev., 116(15), 8848 (2016)
  7. Gutowska A, Li L, Shin Y, Wang CM, Li XS, Linehan JC, Smith RS, Kay BD, Schmid B, Shaw W, Gutowski M, Autrey T, Angew. Chem.-Int. Edit., 44, 5378 (2005)
  8. Jiang HL, Xu Q, Catal. Today, 170(1), 56 (2011)
  9. Himmelberger DW, Alden LR, Bluhm ME, Sneddon LG, Inorg. Chem., 48(20), 9883 (2009)
  10. Martins MAP, Frizzo CP, Moreira DN, Zanatta N, Bonacorso HG, Chem. Rev., 108(6), 2015 (2008)
  11. Welton T, Chem. Rev., 99(8), 2071 (1999)
  12. Vrikkis RM, Fraser JK, Fujita K, MacFarlane DR, Elliott GD, J. Biomech. Eng., 131, 074514 (2009)
  13. Manohar CV, Rabari D, Kumar AAP, Banerjee T, Mohanty K, Fluid Phase Equilib., 360, 392 (2013)
  14. Bluhm ME, Bradley MG, Butterick R, Kusari U, Sneddon LG, J. Am. Chem. Soc., 128(24), 7748 (2006)
  15. Nakagawa T, Burrell AK, Del Sesto RE, Janicke MT, Nekimken AL, Purdy GM, Paik B, Zhong RQ, Semelsberger TA, Davis BL, RSC Adv., 4, 21681 (2014)
  16. Ahluwalia RK, Peng JK, Hua TQ, Int. J. Hydrog. Energy, 36(24), 15689 (2011)
  17. Mahato S, Banerjee B, Pugazhenthi G, Banerjee T, Int. J. Hydrog. Energy, 40(33), 10390 (2015)
  18. Valero-Pedraza MJ, Martin-Cortes A, Navarrete A, Bermejo MD, Martin A, Energy, 91, 742 (2015)
  19. Gatto S, Palumbo O, Trequattrini F, Paolone A, J. Therm. Anal. Calorim., 129, 663 (2017)
  20. Sahiner N, Alpaslan D, J. Appl. Polym. Sci., 131, 40183 (2014)
  21. Wright WRH, Berkeley ER, Alden LR, Baker RT, Sneddon LG, Chem. Commun., 47, 3177 (2011)
  22. Mal SS, Stephens FH, Baker RT, Chem. Commun., 47, 2922 (2011)
  23. Rekken BD, Carre-Burritt AE, Scott BL, Davis BL, J. Mater. Chem. A, 2, 16507 (2014)
  24. Blundell RK, Licence P, Phys. Chem. Chem. Phys., 16, 15278 (2014)
  25. Atefi F, Garcia MT, Singer RD, Scammells PJ, Green Chem., 11, 1595 (2009)
  26. Del Sesto RE, Corley C, Robertson A, Wilkes JS, J. Organomet. Chem., 690, 2536 (2005)
  27. Frackowiak E, Lota G, Pernak J, J. Appl. Phys. Lett., 86, 164104 (2005)
  28. Tsunashima K, Sugiya M, Electrochem. Commun., 9, 2353 (2007)
  29. Bradaric CJ, Downard A, Kennedy C, Robertson AJ, Zhou Y, Green Chem., 5, 143 (2003)
  30. Zhang C, Xin B, Xi Z, Zhang B, Li Z, Zhang H, Li Z, Hao J, ACS Sustainable Chem. Eng., 6, 1468 (2018)
  31. Shia Y, Zhang B, Chem. Soc. Rev., 45, 1529 (2016)
  32. Callejas JF, Read CG, Roske CW, Lewis NS, Schaak RE, Chem. Mater., 28, 6017 (2016)
  33. Dennington R, Keith T, Millam J, GaussView (Version 5), Semichem Inc., Shawnee Mission, KS (2009).
  34. Frisch MJ, et al., Gaussian 09 (Revision D.01), Wallingford, CT (2013).
  35. Becke AD, J. Chem. Phys., 98, 5648 (1993)
  36. Lee C, Yang W, Parr RG, Phys. Rev. B, 37, 785 (1988)
  37. Perdew JP, Phys. Rev. B, 33, 8822 (1986)
  38. Sosa C, Andzelm J, Elkin BC, Wimmer E, Dobbs KD, Dixon DA, J. Phys. Chem., 96, 6630 (1992)
  39. Schafer A, Horn H, Ahlrichs R, Chem. Phys., 97, 2571 (1992)
  40. Bharti A, Kundu D, Rabari D, Banerjee T, Phase equilibria in ionic liquid facilitated liquid-liquid extractions, CRC Press, New York (2017).
  41. Kundu D, Banerjee B, Pugazhenthi G, Banerjee T, Int. J. Hydrog. Energy, 42(5), 2756 (2017)
  42. Kundu D, Chakma S, Pugazhenthi G, Banerjee T, ACS Omega, 3, 2273 (2018)
  43. Stowe AC, Shaw WJ, Linehan JC, Schmid B, Autrey T, Phys. Chem. Chem. Phys., 9, 1831 (2007)
  44. Smythe NC, Gordon JC, Eur. J. Inorg. Chem., 210, 509 (2010)
  45. Sahler S, Sturm S, Kessler MT, Prechtl MHG, Chem. Eur. J., 20, 8934 (2014)