Direct synthesis of dimethyl carbonate from CO2 and methanol over ZIF-67/CeO2
- Corresponding author: Li-Hua HU, hulihua@njit.edu.cn Wei XU, xuwei@njit.edu.cn
Citation: Li-Hua HU, Xiao WANG, Kai-Ran HU, Chen CHEN, Zhi-Hao XU, Wei XU. Direct synthesis of dimethyl carbonate from CO2 and methanol over ZIF-67/CeO2[J]. Chinese Journal of Inorganic Chemistry, ;2023, 39(7): 1315-1324. doi: 10.11862/CJIC.2023.091
Zhang M, Xu Y H, Williams B L, Xiao M, Wang S J, Han D M, Sun L Y, Meng Y Z. Catalytic materials for direct synthesis of dimethyl carbonate (DMC) from CO2[J]. J. Cleaner Prod., 2021,279123344. doi: 10.1016/j.jclepro.2020.123344
Kumar P, Srivastava V C, Štangar U L, Mušič B, Mishra I M, Meng Y. Recent progress in dimethyl carbonate synthesis using different feedstock and techniques in the presence of heterogeneous catalysts[J]. Catal. Rev., 2019,63(3):363-421.
ZHANG J Y. Study on synthesis of dimethyl carbonate from carbon dioxide and methanol over cerium based catalysts. Tianjin: Tianjin University, 2020: 1-3
Esan A O, Adeyemi A D, Ganesan S. A review on the recent application of dimethyl carbonate in sustainable biodiesel production[J]. J. Cleaner Prod., 2020,257120561. doi: 10.1016/j.jclepro.2020.120561
Medrano-García J D, Javaloyes-Antón J, Vázquez D, Ruiz-Femenia R, Caballero J A. Alternative carbon dioxide utilization in dimethyl carbonate synthesis and comparison with current technologies[J]. J. CO2 Util., 2021,45101436. doi: 10.1016/j.jcou.2021.101436
Tamboli A H, Chaugule A A, Kim H. Catalytic developments in the direct dimethyl carbonate synthesis from carbon dioxide and methanol[J]. Chem. Eng. J., 2017,323:530-544. doi: 10.1016/j.cej.2017.04.112
Li H G, Zhang G Q, Wang Y, Zhang S J. Transesterification of ethylene carbonate with methanol over Zn-La mixed oxide catalysts[J]. J. Fuel Chem. Technol., 2018,46(8):977-984. doi: 10.1016/S1872-5813(18)30041-0
Lee K M, Jang J H, Balamurugan M, Kim J E, Jo Y I, Nam K T. Redoxneutral electrochemical conversion of CO2 to dimethyl carbonate[J]. Nat. Energy, 2021,6(7):733-741. doi: 10.1038/s41560-021-00862-1
Kabra S K, Turpeinen E, Keiski R L, Yadav G D. Direct synthesis of dimethyl carbonate from methanol and carbon dioxide: A thermodynamic and experimental study[J]. J. Supercrit. Fluids, 2016,117:98-107. doi: 10.1016/j.supflu.2016.05.039
Marin C M, Li L, Bhalkikar A, Doyle J E, Zeng X C, Cheung C L. Kinetic and mechanistic investigations of the direct synthesis of dimethyl carbonate from carbon dioxide over ceria nanorod catalysts[J]. J. Catal., 2016,340:295-301. doi: 10.1016/j.jcat.2016.06.003
Shi D C, Heyte S, Capron M, Paul S. Catalytic processes for the direct synthesis of dimethyl carbonate from CO2 and methanol: A review[J]. Green Chem., 2022,24(3):1067-1089. doi: 10.1039/D1GC04093F
Zhao T X, Hu X B, Wu D S, Li R, Yang G Q, Wu Y T. Direct synthesis of dimethyl carbonate from carbon dioxide and methanol at room temperature using imidazolium hydrogen carbonate ionic liquid as a recyclable catalyst and dehydrant[J]. ChemSusChem, 2017,10(9):2046-2052. doi: 10.1002/cssc.201700128
Lu B, Wang X, Li Y, Sun J, Zhao J X, Cai Q H. Electrochemical conversion of CO2 into dimethyl carbonate in a functionalized ionic liquid[J]. J. CO2 Util., 2013,3-4:98-101. doi: 10.1016/j.jcou.2013.10.001
Sun J, Lu B, Wang X, Li X, Zhao J X, Cai Q H. A functionalized basic ionic liquid for synthesis of dimethyl carbonate from methanol and CO2[J]. Fuel Process. Technol., 2013,115:233-237. doi: 10.1016/j.fuproc.2013.06.009
Choi J C, He L N, Yasuda H, Sakakura T. Selective and high yield synthesis of dimethyl carbonate directly from carbon dioxide and methanol[J]. Green Chem., 2002,4(3):230-234. doi: 10.1039/b200623p
Truong C C, Mishra D K. Recent advances in the catalytic fixation of carbon dioxide to value - added chemicals over alkali metal salts[J]. J. CO2 Util., 2020,41101252. doi: 10.1016/j.jcou.2020.101252
Akune T, Morita Y, Shirakawa S, Katagiri K, Inumaru K. ZrO2 nanocrystals as catalyst for synthesis of dimethyl carbonate from methanol and carbon dioxide: Catalytic activity and elucidation of active sites[J]. Langmuir, 2018,34(1):23-29. doi: 10.1021/acs.langmuir.7b01294
Xu S Y, Cao Y X, Liu Z M. Dimethyl carbonate synthesis from CO2 and methanol over CeO2 -ZrO2 catalyst[J]. Catal. Commun., 2022,162106397. doi: 10.1016/j.catcom.2022.106397
WANG X H, ZHAO J X, PEI Y L, REN J. Research progress in dimethyl carbonate synthesis from carbon dioxide and methanol catalyzed by metal oxides[J]. Chemical Industry and Engineering Progress, 2019,38(11):4956-4964.
Aouissi A, Al-Othman Z A, Al-Amro A. Gas-phase synthesis of dimethyl carbonate from methanol and carbon dioxide over Co1.5PW12O40 Keggin-type heteropolyanion[J]. Int. J. Mol. Sci., 2010,11(4):1343-1351. doi: 10.3390/ijms11041343
Xuan K, Pu Y F, Li F, Li A X, Luo J, Li L, Wang F, Zhao N, Xiao F K. Direct synthesis of dimethyl carbonate from CO2 and methanol over trifluoroacetic acid modulated UiO-66[J]. J. CO2 Util., 2018,27:272-282. doi: 10.1016/j.jcou.2018.08.002
Xuan K, Pu Y F, Li F, Luo J, Zhao N, Xiao F K. Metal-organic frameworks MOF-808-X as highly efficient catalysts for direct synthesis of dimethyl carbonate from CO2 and methanol[J]. Chin. J. Catal., 2019,40(4):553-566. doi: 10.1016/S1872-2067(19)63291-2
Xuan K, Chen S K, Pu Y F, Guo Y P, Guo Y D, Li Y, Pu C X, Zhao N, Xiao F K. Encapsulating phosphotungstic acid within metalorganic framework for direct synthesis of dimethyl carbonate from CO2 and methanol[J]. J. CO2 Util., 2022,59101960. doi: 10.1016/j.jcou.2022.101960
Chen Y D, Yang Y, Tian S L, Ye Z B, Tang Q, Ye L, Li G. Highly effective synthesis of dimethyl carbonate over CuNi alloy nanoparticles@porous organic polymers composite[J]. Appl. Catal. A-Gen., 2019,587117275. doi: 10.1016/j.apcata.2019.117275
Prymak I, Prymak O, Wang J, Kalevaru V N, Martin A, Bentrup U, Wohlrab S. Phosphate functionalization of CeO2-ZrO2 solid solutions for the catalytic formation of dimethyl carbonate from methanol and carbon dioxide[J]. ChemCatChem, 2018,10(2):391-394. doi: 10.1002/cctc.201701105
Faria D J, dos Santos L M, Bernard F L, Pinto I S, Romero I P, Chaban V V, Einloft S. Performance of supported metal catalysts in the dimethyl carbonate production by direct synthesis using CO2 and methanol[J]. J. CO2 Util., 2021,53101721. doi: 10.1016/j.jcou.2021.101721
Chang K, Zhang H C, Cheng M J, Lu Q. Application of ceria in CO2 conversion catalysis[J]. ACS Catal., 2019,10(1):613-631.
Jiang J, Marin C M, Both A K, Cheung C L, Li L, Zeng X C. Formation of dimethyl carbonate via direct esterification of CO2 with methanol on reduced or stoichiometric CeO2(111) and (110) surfaces[J]. Phys. Chem. Chem. Phys., 2021,23(30):16150-16156. doi: 10.1039/D1CP02152D
Zhang J Y, Huang S Y, Zhao Y J, Ma X N, Wang S P. CeO2 hollow nanosphere for catalytic synthesis of dimethyl carbonate from CO2 and methanol: The effect of cavity effect on catalytic performance[J]. Asia-Pac. J. Chem. Eng., 2020,16(1)e2554.
Tamboli A H, Chaugule A A, Gosavi S W, Kim H. CeZr1-xO2 solid solutions for catalytic synthesis of dimethyl carbonate from CO2: Reaction mechanism and the effect of catalyst morphology on catalytic activity[J]. Fuel, 2018,216:245-254. doi: 10.1016/j.fuel.2017.12.008
Wang S P, Zhao L F, Wang W, Zhao Y J, Zhang G L, Ma X B, Gong J L. Morphology control of ceria nanocrystals for catalytic conversion of CO2 with methanol[J]. Nanoscale, 2013,5(12):5582-5588. doi: 10.1039/c3nr00831b
Fu Z W, Zhong Y Y, Yu Y H, Long L Z, Xiao M, Han D M, Wang S J, Meng Y Z. TiO2-doped CeO2 nanorod catalyst for direct conversion of CO2 and CH3OH to dimethyl carbonate: Catalytic performance and kinetic study[J]. ACS Omega, 2018,3(1):198-207. doi: 10.1021/acsomega.7b01475
Liu B, Li C M, Zhang G Q, Yao X S, Chuang S S C, Li Z. Oxygen vacancy promoting dimethyl carbonate synthesis from CO2 and methanol over Zr-doped CeO2 nanorods[J]. ACS Catal., 2018,8(11):10446-10456. doi: 10.1021/acscatal.8b00415
Liu B, Li C M, Zhang G Q, Yan L F, Li Z. Direct synthesis of dimethyl carbonate from CO2 and methanol over CaO-CeO2 catalysts: The role of acid - base properties and surface oxygen vacancies[J]. New J. Chem., 2017,41(20):12231-12240. doi: 10.1039/C7NJ02606D
YAN Y Y, LI Y, DENG J, ZHAO X, TA N, CHEN Y D. Direct synthesis of dimethyl carbonate from CO2 and methanol by Mg - doped ceria monolithic catalyst[J]. Chinese J. Inorg. Chem., 2022,38(7):1402-1410.
SUN Y C. Study on the reaction and mechanism of CO2 synthesis of dimethyl carbonate with lattice oxygen and oxygen vacancies on the surface of cerium ⁃ based catalyst. Taiyuan: Taiyuan University of Technology, 2020: 54-65
ZHANG G Q, SUN Y C, SHI Y B, ZHENG H Y, LI Z, SHANGGUAN J, LIU S J, SHI P Z. Surface properties of Ce1-x MnxO2 catalyst on the catalytic activities for direct synthesis of DMC from CO2 and methanol[J]. Chem. J. Chinese Universities, 2020,41(9):2061-2069.
Marciniak A A, Alves O C, Appel L G, Mota C J A. Synthesis of dimethyl carbonate from CO2 and methanol over CeO2: Role of copper as dopant and the use of methyl trichloroacetate as dehydrating agent[J]. J. Catal., 2019,371:88-95. doi: 10.1016/j.jcat.2019.01.035
Kuan W F, Yu W Y, Tu F Y, Chung C H, Chang Y C, Lin M M, Yu T H, Chen L J. Facile reflux preparation of defective mesoporous ceria nanorod with superior catalytic activity for direct carbon dioxide conversion into dimethyl carbonate[J]. Chem. Eng. J., 2022,430132941. doi: 10.1016/j.cej.2021.132941
Cravillon J, Munzer S, Lohmeier S J, Feldhoff A, Huber K, Wiebcke M. Rapid room - temperature synthesis and characterization of nanocrystals of a prototypical zeolitic imidazolate framework[J]. Chem. Mater., 2009,21(8):1410-1412. doi: 10.1021/cm900166h
SHI Y B, ZHANG G Q, SUN Y C, ZHENG H Y, LI Z, SHANGGUAN J, MI J, LIU S J, SHI P Z. KIT-6 supported CeO2 for catalytic synthesis of dimethyl carbonate from CO2 and methanol[J]. Chinese J. Inorg. Chem., 2021,37(6):1004-1016.
Zhu M Q, Venna S R, Jasinski J B, Carreon M A. Room-temperature synthesis of ZIF-8: The coexistence of ZnO nanoneedles[J]. Chem. Mater., 2011,23(16):3590-3592. doi: 10.1021/cm201701f
Hu Y, Kazemian H, Rohani S, Huang Y H, Song Y. In situ high pressure study of ZIF-8 by FTIR spectroscopy[J]. Chem. Commun., 2011,47(47):12694-12696. doi: 10.1039/c1cc15525c
Tuan D D, Lin K Y A. Ruthenium supported on ZIF - 67 as an enhanced catalyst for hydrogen generation from hydrolysis of sodium borohydride[J]. Chem. Eng. J., 2018,351:48-55. doi: 10.1016/j.cej.2018.06.082
Zhao S Z, Kang D J, Liu Y P, Wen Y F, Xie X Z, Yi H H, Tang X L. Spontaneous formation of asymmetric oxygen vacancies in transitionmetal-doped CeO2 nanorods with improved activity for carbonyl sulfide hydrolysis[J]. ACS Catal., 2020,10(20):11739-11750. doi: 10.1021/acscatal.0c02832
Hahn K R, Iannuzzi M, Seitsonen A P, Hutter J. Coverage effect of the CO2 adsorption mechanisms on CeO2(111) by first principles analysis[J]. J. Phys. Chem. C, 2013,117(4):1701-1711. doi: 10.1021/jp309565u
Zhao S Y, Wang S P, Zhao Y J, Ma X B. An in situ infrared study of dimethyl carbonate synthesis from carbon dioxide and methanol over well-shaped CeO2[J]. Chin. Chem. Lett., 2017,28(1):65-69. doi: 10.1016/j.cclet.2016.06.003
Chizallet C, Lazare S, Bazer-Bachi D, Bonnier F, Lecocq V, Soyer E, Quoineaud A A, Bats N. Catalysis of transesterification by a nonfunctionalized metal - organic framework: Acido - basicity at the external surface of ZIF - 8 probed by FTIR and ab initio calculations[J]. J. Am. Chem. Soc., 2010,132:2365-12377.
Liu H, Zou W J, Xu X L, Zhang X L, Yang Y Q, Yue H J, Yu Y, Tian G, Feng S H. The proportion of Ce4+ in surface of CexZr1-x O2 catalysts: The key parameter for direct carboxylation of methanol to dimethyl carbonate[J]. J. CO2 Util., 2017,17:43-49. doi: 10.1016/j.jcou.2016.11.006
Zheng Q X, Nishimura R, Sato Y, Inomata H, Ota M, Watanabe M, Camy S. Dimethyl carbonate (DMC) synthesis from methanol and carbon dioxide in the presence of ZrO2 solid solutions and yield improvement by applying a natural convection circulation system[J]. Chem. Eng. J., 2022,429132378. doi: 10.1016/j.cej.2021.132378
Cai Q H, Lu B, Guo L J, Shan Y K. Studies on synthesis of dimethyl carbonate from methanol and carbon dioxide[J]. Catal. Commun., 2009,10(5):605-609. doi: 10.1016/j.catcom.2008.11.002
Stoian D, Medina F, Urakawa A. Improving the stability of CeO2 catalyst by rare earth metal promotion and molecular insights in the dimethyl carbonate synthesis from CO2 and methanol with 2-cyanopyridine[J]. ACS Catal., 2018,8(4):3181-3193. doi: 10.1021/acscatal.7b04198
Xiaoning TANG , Shu XIA , Jie LEI , Xingfu YANG , Qiuyang LUO , Junnan LIU , An XUE . Fluorine-doped MnO2 with oxygen vacancy for stabilizing Zn-ion batteries. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1671-1678. doi: 10.11862/CJIC.20240149
Zhanggui DUAN , Yi PEI , Shanshan ZHENG , Zhaoyang WANG , Yongguang WANG , Junjie WANG , Yang HU , Chunxin LÜ , Wei ZHONG . Preparation of UiO-66-NH2 supported copper catalyst and its catalytic activity on alcohol oxidation. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 496-506. doi: 10.11862/CJIC.20230317
Juntao Yan , Liang Wei . 2D S-Scheme Heterojunction Photocatalyst. Acta Physico-Chimica Sinica, 2024, 40(10): 2312024-. doi: 10.3866/PKU.WHXB202312024
Ning LI , Siyu DU , Xueyi WANG , Hui YANG , Tao ZHOU , Zhimin GUAN , Peng FEI , Hongfang MA , Shang JIANG . Preparation and efficient catalysis for olefins epoxidation of a polyoxovanadate-based hybrid. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 799-808. doi: 10.11862/CJIC.20230372
Bing LIU , Huang ZHANG , Hongliang HAN , Changwen HU , Yinglei ZHANG . Visible light degradation of methylene blue from water by triangle Au@TiO2 mesoporous catalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 941-952. doi: 10.11862/CJIC.20230398
Kai CHEN , Fengshun WU , Shun XIAO , Jinbao ZHANG , Lihua ZHU . PtRu/nitrogen-doped carbon for electrocatalytic methanol oxidation and hydrogen evolution by water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1357-1367. doi: 10.11862/CJIC.20230350
Zhuo WANG , Junshan ZHANG , Shaoyan YANG , Lingyan ZHOU , Yedi LI , Yuanpei LAN . Preparation and photocatalytic performance of CeO2-reduced graphene oxide by thermal decomposition. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1708-1718. doi: 10.11862/CJIC.20240067
Erzhuo Cheng , Yunyi Li , Wei Yuan , Wei Gong , Yanjun Cai , Yuan Gu , Yong Jiang , Yu Chen , Jingxi Zhang , Guangquan Mo , Bin Yang . Galvanostatic method assembled ZIFs nanostructure as novel nanozyme for the glucose oxidation and biosensing. Chinese Chemical Letters, 2024, 35(9): 109386-. doi: 10.1016/j.cclet.2023.109386
Bo YANG , Gongxuan LÜ , Jiantai MA . Nickel phosphide modified phosphorus doped gallium oxide for visible light photocatalytic water splitting to hydrogen. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 736-750. doi: 10.11862/CJIC.20230346
Siyu HOU , Weiyao LI , Jiadong LIU , Fei WANG , Wensi LIU , Jing YANG , Ying ZHANG . Preparation and catalytic performance of magnetic nano iron oxide by oxidation co-precipitation method. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1577-1582. doi: 10.11862/CJIC.20230469
Wenlong LI , Xinyu JIA , Jie LING , Mengdan MA , Anning ZHOU . Photothermal catalytic CO2 hydrogenation over a Mg-doped In2O3-x catalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 919-929. doi: 10.11862/CJIC.20230421
Kun WANG , Wenrui LIU , Peng JIANG , Yuhang SONG , Lihua CHEN , Zhao DENG . Hierarchical hollow structured BiOBr-Pt catalysts for photocatalytic CO2 reduction. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1270-1278. doi: 10.11862/CJIC.20240037
Jiayu Huang , Kuan Chang , Qi Liu , Yameng Xie , Zhijia Song , Zhiping Zheng , Qin Kuang . Fe-N-C nanostick derived from 1D Fe-ZIFs for Electrocatalytic oxygen reduction. Chinese Journal of Structural Chemistry, 2023, 42(10): 100097-100097. doi: 10.1016/j.cjsc.2023.100097
Chuanming GUO , Kaiyang ZHANG , Yun WU , Rui YAO , Qiang ZHAO , Jinping LI , Guang LIU . Performance of MnO2-0.39IrOx composite oxides for water oxidation reaction in acidic media. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1135-1142. doi: 10.11862/CJIC.20230459
Zhihuan XU , Qing KANG , Yuzhen LONG , Qian YUAN , Cidong LIU , Xin LI , Genghuai TANG , Yuqing LIAO . Effect of graphene oxide concentration on the electrochemical properties of reduced graphene oxide/ZnS. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1329-1336. doi: 10.11862/CJIC.20230447
Juan WANG , Zhongqiu WANG , Qin SHANG , Guohong WANG , Jinmao LI . NiS and Pt as dual co-catalysts for the enhanced photocatalytic H2 production activity of BaTiO3 nanofibers. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1719-1730. doi: 10.11862/CJIC.20240102
Wen YANG , Didi WANG , Ziyi HUANG , Yaping ZHOU , Yanyan FENG . La promoted hydrotalcite derived Ni-based catalysts: In situ preparation and CO2 methanation performance. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 561-570. doi: 10.11862/CJIC.20230276
Ruolin CHENG , Haoran WANG , Jing REN , Yingying MA , Huagen LIANG . Efficient photocatalytic CO2 cycloaddition over W18O49/NH2-UiO-66 composite catalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 523-532. doi: 10.11862/CJIC.20230349
Yi YANG , Shuang WANG , Wendan WANG , Limiao CHEN . Photocatalytic CO2 reduction performance of Z-scheme Ag-Cu2O/BiVO4 photocatalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 895-906. doi: 10.11862/CJIC.20230434
Hailang JIA , Hongcheng LI , Pengcheng JI , Yang TENG , Mingyun GUAN . Preparation and performance of N-doped carbon nanotubes composite Co3O4 as oxygen reduction reaction electrocatalysts. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 693-700. doi: 10.11862/CJIC.20230402
Inset: XRD enlarged patterns of the corresponding material within the range of 5°-25°.
(a) Ce3d; (b) O1s; (c) Co2p.
Reaction conditions: 140 ℃; 4 h; CO2 pressure: 4.5 MPa; catalyst weight: 0.1 g; methanol: 2 mL; TMM: 2.85 mL
The other reaction conditions in a: reaction temperature: 140 ℃; CO2 pressure: 4.5 MPa; catalyst mass: 0.1 g; methanol: 2 mL; TMM: 2.85 mL; The other reaction conditions in b: reaction time: 4 h; CO2 pressure: 4.5 MPa; catalyst mass: 0.1 g; methanol: 2 mL; TMM: 2.85 mL.