High-yield synthesis of dimethyl carbonate from urea and methanol using a catalytic distillation process

Industrial and Engineering Chemistry Research

Volumn 46, Issue 9, 2007, Pages 2683-2687

  Wang, Mouhua ^a,b   Wang, Hui ^a,c   Zhao, Ning ^a   Wei, Wei ^a   Sun, Yuhan ^a  

^a INSTITUTE OF COAL CHEMISTRY   (China)

^b SHANGHAI INSTITUTE OF APPLIED PHYSICS   (China)

^c SHANGHAI UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYST ACTIVITY; DISTILLATION; PYROLYSIS; SYNTHESIS (CHEMICAL); UREA;

BATCH PROCESSES; CATALYTIC DISTILLATION REACTOR; DIMETHYL CARBONATE;

CARBONATES;

CARBONATES; CATALYST ACTIVITY; DISTILLATION; PYROLYSIS; SYNTHESIS (CHEMICAL); UREA;

EID: 34248392244     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie061101u     Document Type: Article

References (32)

1. Shaikh, A. G.; Sivaram, S. Organic Carbonates. Chem. Rev. 1996, 96, 951.
2. Tundo, P. New developments in dimethyl carbonate chemistry. Appl. Chem. 2001, 73 (7), 1117.
3. Ono, Y. Catalysis in the production and reactions of dimethyl carbonate, an environmentally benign building block. Appl. Catal., A.: Gen. 1997, 155, 133.
4. Delledonne, D.; Rivetti, F.; Romano, U. Developments in the production and application of dimethylcarbonate. Appl. Catal., A.: Gen. 2001, 221, 241.
5. Pacheco, M. A.; Marshall, C. L. Review of Dimethyl Carbonate (DMC) Manufacture and Its Characteristics as a Fuel Additive. Energy Fuels 1997, 11, 2.
6. Wei, T.; Wang, M.; Wei, W.; Sun, Y.; Zhong, B. Synthesis of dimethyl carbonate by transesterification over CaO/carbon composites. Green Chem. 2003, 5, 343.
7. Romano, U.; Twsel, R.; Maurl, M. M.; Rebora, P. Synthesis of Dimethyl Carbonate from Methanol, Carbon Monoxide, and Oxygen Catalyzed by Copper compounds. Ind. Eng. Chem. Prod. Res. Dev. 1980, 19, 396.
8. Itoh, H.; Watanabe, Y.; Moric, K.; Umino, H. Synthesis of dimethyl carbonate by vapor phase oxidative carbonylation of methanol. Green Chem. 2003, 5, 558.
9. Yamamoto, Y.; Matsuzaki, T.; Tanaka, S.; Nishihira, K.; Ohdan, K.; Nakamura, A.; Okamoto, Y. Catalysis and characterization of Pd/NaY for dimethyl carbonate synthesis from methyl nitrite and CO. J. Chem. Soc., Faraday Trans. 1997, 93 (20), 3721.
10. Ruixia, J.; Shufang, W.; Xinqiang, Z.; Yanji, W.; Chengfang, Z. The effects of promoters on catalytic properties and deactivation-regeneration of the catalyst in the synthesis of dimethyl carbonate. Appl. Catal., A.: Gen. 2003, 238, 131.
11. Wang, H.; Wang, M.; Zhao, N.; Wei, W.; Sun, Y. CaO-ZrO2 Solid solution: A highly stable catalyst for the synthesis of dimethyl carbonate from propylene carbonate and methanol. Catal. Lett. 2005, 105 (3-4), 253.
12. Bhanage, B. M.; Fujita, S.; Ikushima, Y.; Torii, K.; Arai, M. Synthesis of dimethyl carbonate and glycols from carbon dioxide, epoxides and methanol using heterogeneous Mg containing smectite catalysts effect of reaction variables on activity and selectivity performance. Green Chem. 2003, 5, 71.
13. Wei, T.; Wang, M.; Wei, W.; Sun, Y.; Zhong, B. Effect of base strength and basicity on catalytic behavior of solid bases for synthesis of dimethyl carbonate from propylene carbonate and methanol. Fuel Process. Technol. 2003, 83, 175.
14. Bhanage, B. M.; Fujita, S.; Ikushima, Y.; Arai, M. Transesterification of urea and ethylene glycol to ethylene carbonate as an important step for urea based dimethyl carbonate synthesis. Green Chem. 2003, 5, 429.
15. (a) Ball, P.; Füllmann, H.; Heitz, W. Carbonates and polycarbonates from urea and alcohol. Angew. Chem., Int. Ed. Engl. 1980, 19 (9), 718.
16. (b) Ball, P.; Füllmann, H.; Schwalm, R. Synthesis of carbonates and polycarbonates by reaction of urea with hydroxyl compounds. C1 Mol. Chem. 1984, 1, 95.
17. Cho, T.; Tamura, T.; Cho, T.; Suzuki, K. Process for preparing dialkyl carbonates. U.S. Patent 5,534,649, July 9, 1996.
18. Wang, M.; Zhao, N.; Wei, W.; Sun, Y. Synthesis of Dimethyl Carbonate from Urea and Methanol over ZnO. Ind. Eng. Chem. Res. 2005, 44, 7596.
19. Saleh, R. Y.; Michaelson, R. C.; Suciu, E. N.; Kuhlmann, B. Process for manufacturing dialkyl carbonate from urea and alcohol. U.S. Patent 5,-565,603, Oct 15, 1996.
20. Ryu, J. Y.; Gelbein, A. P. Process and catalyst for making dialkyl carbonates. U.S. Patent 6,392,078 B1, May 21, 2002.
21. Suciu, E. N.; Kuhlmann, B.; Knudsen, G. A.; Michaelson, R. C. Investigation of dialkyltin compounds as catalysts for the synthesis of dialkyl carbonates from alkyl carbamates. J. Organomet. Chem. 1998, 556, 41.
22. Lin, H.; Yang, B.; Sun, J.; Wang, X.; Wang, D. Kinetics studies for the synthesis of dimethyl carbonate from urea and methanol. Chem. Eng. J. 2004, 103, 21.
23. Wang, M.; Zhao, N.; Wei, W.; Sun, Y. Synthesis of dimethyl carbonate from urea and methanol over metal oxides. Stud. Surf. Sci. Catal. 2004, 153, 197.
24. Wu, C.; Zhao, X.; Wang, Y. Effect of reduction treatment on catalytic performance of Zn-based catalyst for the alcoholysis of urea to dimethyl carbonate. Catal. Commun. 2005, 6, 694.
25. Wang, M.; Zhao, N.; Wei, W.; Sun, Y. Synthesis of dimethyl carbonate from urea and methanol over solid base catalysts. Catal. Commun. 2006, 7, 6.
26. Sun, J.; Yang, B.; Wang, X.; Wang, D.; Lin, H. Synthesis of dimethyl carbonate from urea and methanol using polyphosphoric acid as catalyst. J. Mol. Catal. A: Chem. 2005, 239, 82.
27. Yao, Y.; Xie, T.; Gao, Y. Handbook of Physical Chemistry (in Chinese); Shanghai Science and Technology Press: Shanghai, China, 1985.
28. Benson, S. W. Thermochemical Kinetics: Methods for the Estimation of Thermochemical Data and Rate Parameters; Wiley: New York, 1968
29. Fu, Y.; Zhu, H.; Shen, J. Thermal decomposition of dimethoxymethane and dimethyl carbonate catalyzed by solid acids and bases. Thermochim. Acta 2005, 434, 88.
30. Suzuke, E.; Akiyama M.; Ono, Y. Direct transformation of silica into alkoxysilanes by gas-solid reactions. Chem. Commun. 1992, 136.
31. Taylor, R.; Krishna, R. Modelling reactive distillation, Chem. Eng. Sci. 2000, 55, 5183.
32. Sun, Y.; Wei, W.; Zhao, N.; Sun, B.; Zhang, B.; Chen, Y. Catalyst for the synthesis of dimethyl carbonate from urea and methanol, preparation and use thereof. CN1597096, 2005 (see also EP1629888, JP2006061905, US2006047136).