Abstract
Cycloaddition of CO2 with epoxides is a sustainable and promising route in both CO2 conversion and synthesis of cyclic carbonates. The development of efficient heterogeneous catalysts for this process is a very important research topic. Herein, a series of ZrO2/g-C3N4 materials were prepared using dicyandiamide and ZrOCl2·8H2O as raw materials through simple thermal condensation and wet impregnation methods. The synthesized materials have been analyzed by N2 adsorption–desorption, XRD, TG, FT-IR, UV–vis, XPS, and NH3-TPD techniques. The loading of ZrO2 improved the surface area of g-C3N4 support and the chemical states of Zr on g-C3N4 depended on the preparation temperature. As heterogeneous catalysts, ZrO2/g-C3N4 demonstrated good catalytic activity in cycloaddition of CO2 with propylene oxide, and the maximum yield of propylene carbonate was 68% under 140 °C. Additionally, the catalysts also exhibited good recyclability and substrate generality.
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Yue S, Wang P, Hao X (2019) Fuel 251:233–241
Hui W, He X-M, Xu X-Y, Chen Y-M, Zhou Y, Li Z-M, Zhang L, Tao D-J (2020) J CO2 Util 36:169–176
Wu Y, Song X, Xu S, Yu T, Zhang J, Qi Q, Gao L, Zhang J, Xiao G (2019) Mol Catal 475:110485
Yu KMK, Curcic I, Gabriel J, Tsang SCE (2008) Chemsuschem 1:893–899
Xu J, Gan Y-L, Hu P, Zheng H, Xue B (2018) Catal Sci Technol 8:5582–5593
Liu F, Gu Y, Xin H, Zhao P, Gao J, Liu M (2019) ACS Sustain Chem Eng 7:16674–16681
Xiang W, Sun Z, Wu Y, He L-N, Liu C-J (2020) Catal Today 339:337–343
Zhu J, Diao T, Wang W, Xu X, Sun X, Carabineiro SAC, Zhao Z (2017) Appl Catal B 219:92–100
Luo R, Zhou X, Fang Y, Ji H (2015) Carbon 82:1–11
Xie Y, Wang TT, Liu XH, Zou K, Deng WQ (2013) Nat Commun 4:1960
Della Monica F, Leone M, Buonerba A, Grassi A, Milione S, Capacchione C (2018) Mol Catal 460:46–52
Wang L, Kodama K, Hirose T (2016) Catal Sci Technol 6:3872–3877
Xu J, Gan Y-L, Pei J-J, Xue B (2020) Mol Catal 491:110979
Lan D-H, Gong Y-X, Tan N-Y, Wu S-S, Shen J, Yao K-C, Yi B, Au C-T, Yin S-F (2018) Carbon 127:245–254
Zhu J, Gu Y, Wu J, Zhu X, Xue B, Li Y (2017) Catal Lett 147:335–344
Srivastava R, Srinivas D, Ratnasamy P (2005) J Catal 233:1–15
Liu M, Gao K, Liang L, Sun J, Sheng L, Arai M (2016) Catal Sci Technol 6:6406–6416
Dai W-L, Yin S-F, Guo R, Luo S-L, Du X, Au C-T (2010) Catal Lett 136:35–44
Kulal N, Vasista V, Shanbhag GV (2019) J CO2 Util 33:434–444
Gong Y, Li M, Li H, Wang Y (2015) Green Chem 17:715–736
Cao Q, Kumru B, Antonietti M, Schmidt BVKJ (2020) Mater Horiz 7:762–786
Xu J, Wang Y, Shang J-K, Jiang Q, Li Y-X (2016) Catal Sci Technol 6:4192–4200
Zhang L, Wang H, Shen W, Qin Z, Wang J, Fan W (2016) J Catal 344:293–302
Bahuguna A, Kumar A, Chhabra T, Kumar A, Krishnan V (2018) ACS Appl Nano Mater 1:6711–6723
Wei J, Shen W, Zhao J, Zhang C, Zhou Y, Liu H (2018) Catal Today 316:199–205
Gan Y-L, Hu X-Q, Wen L-Z, Xu J, Xue B (2020) New J Chem 44:3215–3223
de Medeiros TV, Macina A, Naccache R (2020) Nano Energy 78:105306
Samanta S, Srivastava R (2017) Sustain Energy Fuels 1:1390–1404
Cheng L, Song Y, Chen H, Liu G, Liu G, Jin W (2020) Sep Purif Technol 250:117200
Talapaneni SN, Singh G, Kim IY, Alahily K, Al-Muhtaseb AH, Karakoti AS, Tavakkoli E, Vinu A (2020) Adv Mater 32:1904635
Min B-H, Ansari MB, Mo Y-H, Park S-E (2013) Catal Today 204:156–163
Ansari MB, Min B-H, Mo Y-H, Park S-E (2011) Green Chem 13:1416–1421
Huang Z, Li F, Chen B, Yuan G (2014) Catal Sci Technol 4:4258–4264
Huang Z, Li F, Chen B, Lu T, Yuan Y, Yuan G (2013) Appl Catal B 136:269–277
Saptal VB, Nanda B, Parida KM, Bhanage BM (2017) ChemCatChem 9:4105–4111
Xu J, Wu H-T, Wang X, Xue B, Li Y-X, Cao Y (2013) Phys Chem Chem Phys 15:4510–4517
Goettmann F, Fischer A, Antonietti M, Thomas A (2006) Angew Chem Int Ed 45:4467–4471
Reddy CV, Babu B, Reddy IN, Shim J-J (2018) Ceram Int 44:6940–6948
Zhou M, Wu Y, Shi L, Hu S, Li H, Gong Y, Niu L, Liu X, Li C (2020) Solid State Sci 104:106202
Zhu J, Wei Y, Chen W, Zhao Z, Thomas A (2010) Chem Commun 46:6965–6967
Bojdys MJ, Müller J-O, Antonietti M, Thomas A (2008) Chem Eur J 14:8177–8182
Su Q, Sun J, Wang J, Yang Z, Cheng W, Zhang S (2014) Catal Sci Technol 4:1556–1562
Huang Z, Li F, Chen B, Yuan G (2016) Catal Sci Technol 6:2942–2948
Wang R, Hu Y, Du J, Xu L, Fu Y (2021) J Mater Res 36:3086–3095
Zhang Y, Mori T, Ye J (2012) Sci Adv Mater 4:282–291
Ismael M, Wu Y, Wark M (2019) New J Chem 43:4455–4462
Thomas A, Fischer A, Goettmann F, Antonietti M, Müller J-O, Schlögl R, Carlsson JM (2008) J Mater Chem 18:4893–4908
Xu J, Long K-Z, Wang Y, Xue B, Li Y-X (2015) Appl Catal A 496:1–8
Yue B, Li Q, Iwai H, Kako T, Ye J (2011) Sci Technol Adv Mater 12:034401
Wang X, Chen X, Thomas A, Fu X, Antonietti M (2009) Adv Mater 21:1609–1612
Tayyab M, Liu L, Lee C-H (2021) Chemosphere 280:130685
Wang X, Maeda K, Thomas A, Takanabe K, Xin G, Carlsson JM, Domen K, Antonietti M (2009) Nat Mater 8:76–80
Liu R, Chen Z, Yao Y, Li Y, Cheema WA, Wang D, Zhu S (2020) RSC Adv 10:29408–29418
Lan D-H, Wang H-T, Chen L, Au C-T, Yin S-F (2016) Carbon 100:81–89
Song B, Guo L, Zhang R, Zhao X, Gan H, Chen C, Chen J, Zhu W, Hou Z (2014) J CO2 Util 6:62–68
Ma D, Zheng H, Wan H-M, Chen Y, Xu J, Xue B (2018) Micropor Mesopor Mater 258:244–250
Song X, Wu Y, Pan D, Cai F, Xiao G (2017) Mol Catal 436:228–236
Wang X, Zhou Y, Guo Z, Chen G, Li J, Shi Y, Liu Y, Wang J (2015) Chem Sci 6:6916–6924
Lan D-H, Yang F-M, Luo S-L, Au C-T, Yin S-F (2014) Carbon 73:351–360
Xu J, Wu F, Jiang Q, Li Y-X (2015) Catal Sci Technol 5:447–454
Acknowledgements
This work was supported by the National Natural Science Foundation of China (Grant No. 21878027), and the Natural Science Foundation of the Jiangsu Higher Education Institutions (19KJA430003). J. Xu also thanks Dr. Jun-Jing Ding of the Shiyanjia Lab (www.shiyanjia.com) for his help in XPS characterization.
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Liu, N., Wu, F., Xu, J. et al. ZrO2 Supported on Graphitic Carbon Nitride Based on Metal–Nitrogen Interaction for Enhanced Catalytic Cycloaddition of CO2 to Cyclic Carbonates. Catal Lett 153, 1483–1494 (2023). https://doi.org/10.1007/s10562-022-04083-3
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DOI: https://doi.org/10.1007/s10562-022-04083-3