Novel triazine carbonyl polymer with large surface area and its polyethylimine functionalization for CO2 capture

Seenu Ravi; Yujin Choi; Wanje Park; Hyug Hee Han; Shiliang Wu; Rui Xiao; Youn-Sang Bae

Journal of Industrial and Engineering Chemistry, Vol.108, 188-194, April, 2022

DOI10.1016/j.jiec.2021.12.036 Export Citation

Novel triazine carbonyl polymer with large surface area and its polyethylimine functionalization for CO2 capture

Seenu Ravi, Yujin Choi, Wanje Park, Hyug Hee Han, Shiliang Wu¹, Rui Xiao¹, and Youn-Sang Bae^†

Department of Chemical and Biomolecular Engineering, Yonsei University, 50 Yonsei-ro, Seodaemun-gu, Seoul 03722, Republic of Korea
¹Key Laboratory of Energy Thermal Conversion and Control of Ministry of Education, Southeast University, Nanjing 210018, PR China

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Incorporating high density of nitrogen and amine sites into a proper porous structure is a major consideration for developing CO2 adsorbents. Herein, a novel triazine carbonyl polymer (TCP) was synthesized via one pot Friedel-Crafts reaction and then was post-synthetically functionalized with polyethylimine (PEI) to develop TCP-PEI. The successful syntheses of TCP and TCP-PEI were verified by various characterizations, including FT-IR, XPS, SEM/EDS, and N2 adsorption isotherms at 77 K. The pristine TCP displayed hierarchical pores and a significantly large BET surface area (1940 m2/g), which verified its propriety of being utilized as a support for PEI functionalization. As reasoned, TCP-PEI showed significantly stronger CO2 adsorption than the pristine TCP because of the special interaction between CO2 and PEI. As a result, TCP-PEI exhibited considerably higher CO2/N2 and CO2/CH4 selectivities than TCP. Moreover, it showed almost identical CO2 adsorption isotherms for 5 consecutive cycles. Developing covalent porous polymers with both triazine and carbonyl groups and follow-up PEI functionalization would be an efficient strategy for developing CO2 adsorbents.

Keywords:Triazine polymers;Porous organic polymers;Polyethylimine functionalization;CO2 adsorption

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

[2] IPCC, in:, Summary for policymakers, Special report on emissions scenarios (SRES): A Special Report of Working Group III of the Intergovernmental Panel on Climate Change, Cambridge University Press Cambridge, (2000).

[3] Creutzig F, Baiocchi G, Bierkandt R, Pichler PP, Seto KC, Proc. Natl. Acad. Sci., 112, 6283 (2015)

[4] Tuinier MJ, van Sint Annaland M, Kramer GJ, Kuipers JAM, Chem. Eng. Sci., 65, 114 (2010)

[5] Göttlicher G, Pruschek R, Energy Conv. Manag., 38, S173 (1997)

[6] Adanez J, Abad A, Garcia-Labiano F, Gayan P, de Diego LF, Prog. Energy Combust. Sci., 38, 215 (2012)

[7] Erlach B, Schmidt M, Tsatsaronis G, Energy, 36, 3804 (2011)

[8] Han Y, Ho WSW, J. Membr. Sci., 628, 119244 (2021)

[9] Lei L, Bai L, Lindbrathen A, Pan F, Zhang X, He X, Chem. Eng. J., 401, 126084 (2020)

[10] Vega F, Baena-Moreno FM, Fernández LMG, Portillo E, Navarrete B, Zhang Z, Appl. Energy, 260, 114313 (2020)

[11] Raganati F, Miccio F, Ammendola P, Energy Fuels, 35, 12845 (2021)

[12] Haider MB, Hussain Z, Kumar R, J. Mol. Liq., 224, 1025 (2016)

[13] Bae YS, Snurr RQ, Angew. Chem.-Int. Edit., 50, 11586 (2011)

[14] Guo LP, Li WC, Qiu B, Ren ZX, Du J, Lu AH, J. Mater. Chem. A, 7, 5402 (2019)

[15] Chen G, Wang F, Wang S, Ji C, Wang W, Dong J, Gao F, Korean J. Chem. Eng.

[16] Trickett CA, Helal A, Al-Maythalony BA, Yamani ZH, Cordova KE, Yaghi OM, Nat. Rev. Mater., 2, 17045 (2017)

[17] Li X, Wang D, He Z, Su F, Zhang N, Xin Y, Wang H, Tian X, Zheng Y, Yao D, Li M, Chem. Eng. J., 417, 129239 (2021)

[18] Vo TK, Vu PV, Nguyen VC, Kim J, Korean J. Chem. Eng., 38, 1676 (2021)

[19] Kumar S, Srivastava R, Koh J, J. CO2 Util., 41, 101251 (2020)

[20] Sun Q, Aguila B, Song Y, Ma S, Acc. Chem. Res., 53, 812 (2020)

[21] Bhanja P, Modak A, Bhaumik A, ChemCatChem, 11, 244 (2019)

[22] Ravi S, Choi Y, Choe JK, Appl. Catal. B: Environ., 271, 118942 (2020)

[23] Dey S, Bhunia A, Esquivel D, Janiak C, J. Mater. Chem. A, 4, 6259 (2016)

[24] Buyukcakir O, Je SH, Talapaneni SN, Kim D, Coskun A, ACS Appl. Mater. Interfaces, 9, 7209 (2017)

[25] Akpe SG, Ahmed I, Puthiaraj P, Yu K, Ahn WS, Microporous Mesoporous Mater., 296, 109979 (2020)

[26] Wang H, Yao CJ, Nie HJ, Wang KZ, Zhong YW, Chen P, Mei S, Zhang Q, J. Mater. Chem. A, 8, 11906 (2020)

[27] Nuhnen A, Janiak C, Dalton Trans., 49, 10295 (2020)

[28] Krishnakumar V, Ramasamy R, Spectroc. Acta Pt. A-Molec. Biomolec. Spectr., 61, 3112 (2005)

[29] Puthiaraj P, Lee YR, Ahn WS, Chem. Eng. J., 319, 65 (2017)

[30] Govindan V, Daniel DJ, Kim HJ, Sankaranarayanan K, Mater. Chem. Phys., 223, 183 (2019)

[31] Liu C, Liu H, Lu C, Tang K, Zhang Y, J. Mater. Sci., 52, 11715 (2017)

[32] Ravi S, Kim SY, Bae YS, J. Hazard. Mater., 424, 127356 (2022)

[33] Ravi S, Puthiaraj P, Ahn WS, ACS Sustain. Chem. Eng., 6, 9324 (2018)

[34] Cychosz KA, Thommes M, Engineering, 4, 559 (2018)

[35] Puthiaraj P, Cho SM, Lee YR, Ahn WS, J. Mater. Chem. A, 3, 6792 (2015)

[36] Bae YS, Farha OK, Hupp JT, Snurr RQ, J. Mater. Chem., 19, 2131 (2009)

[37] Qiao S, Du Z, Yang R, J. Mater. Chem. A, 2, 1877 (2014)

[38] Ding H, Yang Y, Li B, Pan F, Zhu G, Zeller M, Yuan D, Wang C, Chem. Commun., 51, 1976 (2015)

[39] Brown OLI, J. Chem. Educ., 28, 428 (1951)

[40] Bae YS, Mulfort KL, Frost H, Ryan P, Punnathanam S, Broadbelt LJ, Hupp JT, Snurr RQ, Langmuir, 24, 8592 (2008)

[41] Kim TH, Kim SY, Yoon TU, Kim MB, Park W, Han HH, Kong CI, Park CY, Kim JH, Bae YS, Chem. Eng. J., 399, 125717 (2020)

[42] Yoon TU, Kim MJ, Kim AR, Kang JH, Ji D, Bae YS, J. Ind. Eng. Chem., 87, 102 (2020)