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
E-mail:
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.
- Richardson TB, Degala S, Crabtree RH, Siegbahn PE, J. Am. Chem. Soc., 117(51), 12875 (1995)
- Li JS, Zhao F, Jing FQ, J. Chem. Phys., 116(1), 25 (2002)
- Al-Kukhun A, Hwang HT, Varma A, Ind. Eng. Chem. Res., 50(15), 8824 (2011)
- Cinti G, Frattini D, Jannelli E, Desideri U, Bidini G, Appl. Energy, 192, 466 (2017)
- Stephens FH, Pons V, Baker RT, Dalton Trans., 2613 (2007).
- Rossin A, Peruzzini M, Chem. Rev., 116(15), 8848 (2016)
- 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)
- Jiang HL, Xu Q, Catal. Today, 170(1), 56 (2011)
- Himmelberger DW, Alden LR, Bluhm ME, Sneddon LG, Inorg. Chem., 48(20), 9883 (2009)
- Martins MAP, Frizzo CP, Moreira DN, Zanatta N, Bonacorso HG, Chem. Rev., 108(6), 2015 (2008)
- Welton T, Chem. Rev., 99(8), 2071 (1999)
- Vrikkis RM, Fraser JK, Fujita K, MacFarlane DR, Elliott GD, J. Biomech. Eng., 131, 074514 (2009)
- Manohar CV, Rabari D, Kumar AAP, Banerjee T, Mohanty K, Fluid Phase Equilib., 360, 392 (2013)
- Bluhm ME, Bradley MG, Butterick R, Kusari U, Sneddon LG, J. Am. Chem. Soc., 128(24), 7748 (2006)
- 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)
- Ahluwalia RK, Peng JK, Hua TQ, Int. J. Hydrog. Energy, 36(24), 15689 (2011)
- Mahato S, Banerjee B, Pugazhenthi G, Banerjee T, Int. J. Hydrog. Energy, 40(33), 10390 (2015)
- Valero-Pedraza MJ, Martin-Cortes A, Navarrete A, Bermejo MD, Martin A, Energy, 91, 742 (2015)
- Gatto S, Palumbo O, Trequattrini F, Paolone A, J. Therm. Anal. Calorim., 129, 663 (2017)
- Sahiner N, Alpaslan D, J. Appl. Polym. Sci., 131, 40183 (2014)
- Wright WRH, Berkeley ER, Alden LR, Baker RT, Sneddon LG, Chem. Commun., 47, 3177 (2011)
- Mal SS, Stephens FH, Baker RT, Chem. Commun., 47, 2922 (2011)
- Rekken BD, Carre-Burritt AE, Scott BL, Davis BL, J. Mater. Chem. A, 2, 16507 (2014)
- Blundell RK, Licence P, Phys. Chem. Chem. Phys., 16, 15278 (2014)
- Atefi F, Garcia MT, Singer RD, Scammells PJ, Green Chem., 11, 1595 (2009)
- Del Sesto RE, Corley C, Robertson A, Wilkes JS, J. Organomet. Chem., 690, 2536 (2005)
- Frackowiak E, Lota G, Pernak J, J. Appl. Phys. Lett., 86, 164104 (2005)
- Tsunashima K, Sugiya M, Electrochem. Commun., 9, 2353 (2007)
- Bradaric CJ, Downard A, Kennedy C, Robertson AJ, Zhou Y, Green Chem., 5, 143 (2003)
- Zhang C, Xin B, Xi Z, Zhang B, Li Z, Zhang H, Li Z, Hao J, ACS Sustainable Chem. Eng., 6, 1468 (2018)
- Shia Y, Zhang B, Chem. Soc. Rev., 45, 1529 (2016)
- Callejas JF, Read CG, Roske CW, Lewis NS, Schaak RE, Chem. Mater., 28, 6017 (2016)
- Dennington R, Keith T, Millam J, GaussView (Version 5), Semichem Inc., Shawnee Mission, KS (2009).
- Frisch MJ, et al., Gaussian 09 (Revision D.01), Wallingford, CT (2013).
- Becke AD, J. Chem. Phys., 98, 5648 (1993)
- Lee C, Yang W, Parr RG, Phys. Rev. B, 37, 785 (1988)
- Perdew JP, Phys. Rev. B, 33, 8822 (1986)
- Sosa C, Andzelm J, Elkin BC, Wimmer E, Dobbs KD, Dixon DA, J. Phys. Chem., 96, 6630 (1992)
- Schafer A, Horn H, Ahlrichs R, Chem. Phys., 97, 2571 (1992)
- Bharti A, Kundu D, Rabari D, Banerjee T, Phase equilibria in ionic liquid facilitated liquid-liquid extractions, CRC Press, New York (2017).
- Kundu D, Banerjee B, Pugazhenthi G, Banerjee T, Int. J. Hydrog. Energy, 42(5), 2756 (2017)
- Kundu D, Chakma S, Pugazhenthi G, Banerjee T, ACS Omega, 3, 2273 (2018)
- Stowe AC, Shaw WJ, Linehan JC, Schmid B, Autrey T, Phys. Chem. Chem. Phys., 9, 1831 (2007)
- Smythe NC, Gordon JC, Eur. J. Inorg. Chem., 210, 509 (2010)
- Sahler S, Sturm S, Kessler MT, Prechtl MHG, Chem. Eur. J., 20, 8934 (2014)