Sequestration of carbon dioxide by m-xylylenediamine with forming a crystalline adduct

Se Woong Lee; Seong Wook Lim; Soon Hee Park; Kwang Ha; Keun Sik Kim; Se Min Oh; Jin Yong Lee; Gon Seo

Korean Journal of Chemical Engineering, Vol.30, No.12, 2241-2247, December, 2013

DOI10.1007/s11814-013-0171-z Export Citation

Sequestration of carbon dioxide by m-xylylenediamine with forming a crystalline adduct

Se Woong Lee, Seong Wook Lim, Soon Hee Park, Kwang Ha , Keun Sik Kim¹, Se Min Oh², Jin Yong Lee², and Gon Seo^†

School of Advanced Chemical Engineering, Chonnam National University, Gwangju 500-757, Korea
¹KS Lab., Chonnam Techno-Park, Jeonnam 540-856, Korea
²Department of Chemistry, Sungkyunkwan University, Suwon 440-746, Korea

E-mail:

The reaction of m-xylylenediamine (mXD) with carbon dioxide was examined and its feasibility as a sequestration material of carbon dioxide was discussed. The reaction was monitored by using the FT-IR and gravitational methods, while the crystalline structure of the reaction product was investigated with elemental analysis, powder Xray diffraction, single crystallography, and 13C MAS NMR spectroscopy. Even at ambient temperature, mXD reacted with carbon dioxide of low partial pressure in the atmosphere and produced a 1 : 1 molar adduct which appeared as a white crystalline material. The hydrogen bonds that formed between the adduct molecules resulted in the formation of a stable crystal. The sequestration capacity of mXD was very great, ~280mg gmXD ^(-1) below 50 ℃. An adsorbent prepared by dispersing mXD on silica was capable of capturing carbon dioxide, but it could be regenerated by evacuating at 25 ℃.

Keywords:m-Xylylenediamine;Carbon Dioxide;Adduct;Crystal Structure;Sequestration

[References]

Akorede MF, Hizam H, Ab Kadir MZA, Aris I, Buda SD, Renew. Sust. Energy Rev., 16, 2747 (2012)
Choi S, Drese JH, Jones CW, ChemSusChem., 2, 796 (2009)
Beck B, Garrett J, Havercroft I, Wagner D, Zakkour P, Energy Procedia., 4, 5933 (2011)
Lipponen J, Burnard K, Beck B, Gale J, Pegler B, Energy Procedia., 4, 5752 (2011)
Sumida K, Rogow DL, Mason JA, McDonald TM, Bloch ED, Herm ZR, Bae TH, Long JR, Chem. Rev., 112(2), 724 (2012)
Scholes CA, Kentish SE, Stevens GW, Recent Pat. Chem.Eng., 1, 52 (2008)
Jockenhoevel T, Schneider R, Rode H, Energy Procedia., 1, 1043 (2009)
Samanta A, Zhao A, Shimizu GKH, Sarkar P, Gupta R, Ind. Eng. Chem. Res., 51(4), 1438 (2012)
Song CF, Kitamura Y, Li SH, Appl. Energy., 98, 491 (2012)
Cho Y, Nam SC, Yoon YI, Moon S, Baek IH, Appl. Chem. Eng., 21(2), 195 (2010)
Son WJ, Choi JS, Ahn WS, Micropor. Mesopor. Mater., 113, 31 (2008)
Chaffee AL, Knowles GP, Liang Z, Zhang J, Xiao P, Webley PA, Int. J. Greenhouse Gas Con., 1, 11 (2007)
Al-Azzawi OM, Hofmann CM, Baker GA, Baker SN, J.Colloid Inter. Sci., 385, 154 (2012)
Zhao Y, Shen Y, Bai L, J. Colloid Inter. Sci., 379, 94 (2012)
Wu C, Wang J, Chang P, Cheng H, Yu Y, Wu Z, Dong D, Zhao F, Phys. Chem. Chem. Phys., 14, 464 (2012)
Midatera S, Kanda Y, Japan Patent, 2005-272535 (2005)
Sylvain B, Bruno D, Louis CP, Marc J, Sandrine M, Regis M, French Patent, 2957268 (2010)
Jung JS, Park JW, Seo G, Appl. Catal. A: Gen., 288(1-2), 149 (2005)
Gaussian 09, Revision B.01, Gaussian, Inc., Wallingford CT (2009)
Zhao Y, Truhlar DG, Theor. Chem. Acc., 120, 215 (2008)
Zhao Y, Truhlar DG, Accounts Chem. Res., 41, 157 (2008)
Wheeler SE, Houk KN, J. Chem. Theory Comput., 6, 395 (2010)
Rao BK, Jena P, Burkart S, Gantefor G, Seifert G, Phys. Rev.Lett., 86, 692 (2001)
Pavia DL, Lampman GM, Kriz GS, Vyvyan JA, Introduction to Spectroscopy, 4th Ed., Cengage Learning, Canada (2010)
Park YW, Baek IH, Park SD, Lee JW, Park SJ, Korean Chem. Eng. Res., 45(6), 573 (2007)
McDonald TM, Lee WR, Mason JA, Wiers BM, Hong CS, Long JR, J. Am. Chem. Soc., 134(16), 7056 (2012)

[Related Articles]

[1] Akorede MF, Hizam H, Ab Kadir MZA, Aris I, Buda SD, Renew. Sust. Energy Rev., 16, 2747 (2012)

[2] Choi S, Drese JH, Jones CW, ChemSusChem., 2, 796 (2009)

[3] Beck B, Garrett J, Havercroft I, Wagner D, Zakkour P, Energy Procedia., 4, 5933 (2011)

[4] Lipponen J, Burnard K, Beck B, Gale J, Pegler B, Energy Procedia., 4, 5752 (2011)

[5] Sumida K, Rogow DL, Mason JA, McDonald TM, Bloch ED, Herm ZR, Bae TH, Long JR, Chem. Rev., 112(2), 724 (2012)

[6] Scholes CA, Kentish SE, Stevens GW, Recent Pat. Chem.Eng., 1, 52 (2008)

[7] Jockenhoevel T, Schneider R, Rode H, Energy Procedia., 1, 1043 (2009)

[8] Samanta A, Zhao A, Shimizu GKH, Sarkar P, Gupta R, Ind. Eng. Chem. Res., 51(4), 1438 (2012)

[9] Song CF, Kitamura Y, Li SH, Appl. Energy., 98, 491 (2012)

[10] Cho Y, Nam SC, Yoon YI, Moon S, Baek IH, Appl. Chem. Eng., 21(2), 195 (2010)

[11] Son WJ, Choi JS, Ahn WS, Micropor. Mesopor. Mater., 113, 31 (2008)

[12] Chaffee AL, Knowles GP, Liang Z, Zhang J, Xiao P, Webley PA, Int. J. Greenhouse Gas Con., 1, 11 (2007)

[13] Al-Azzawi OM, Hofmann CM, Baker GA, Baker SN, J.Colloid Inter. Sci., 385, 154 (2012)

[14] Zhao Y, Shen Y, Bai L, J. Colloid Inter. Sci., 379, 94 (2012)

[15] Wu C, Wang J, Chang P, Cheng H, Yu Y, Wu Z, Dong D, Zhao F, Phys. Chem. Chem. Phys., 14, 464 (2012)

[16] Midatera S, Kanda Y, Japan Patent, 2005-272535 (2005)

[17] Sylvain B, Bruno D, Louis CP, Marc J, Sandrine M, Regis M, French Patent, 2957268 (2010)

[18] Jung JS, Park JW, Seo G, Appl. Catal. A: Gen., 288(1-2), 149 (2005)

[19] Gaussian 09, Revision B.01, Gaussian, Inc., Wallingford CT (2009)

[20] Zhao Y, Truhlar DG, Theor. Chem. Acc., 120, 215 (2008)

[21] Zhao Y, Truhlar DG, Accounts Chem. Res., 41, 157 (2008)

[22] Wheeler SE, Houk KN, J. Chem. Theory Comput., 6, 395 (2010)

[23] Rao BK, Jena P, Burkart S, Gantefor G, Seifert G, Phys. Rev.Lett., 86, 692 (2001)

[24] Pavia DL, Lampman GM, Kriz GS, Vyvyan JA, Introduction to Spectroscopy, 4th Ed., Cengage Learning, Canada (2010)

[25] Park YW, Baek IH, Park SD, Lee JW, Park SJ, Korean Chem. Eng. Res., 45(6), 573 (2007)

[26] McDonald TM, Lee WR, Mason JA, Wiers BM, Hong CS, Long JR, J. Am. Chem. Soc., 134(16), 7056 (2012)