Optimization of aerobic oxidation of cyclohexane catalyzed by metalloporphyrins

Huagong Xuebao/Journal of Chemical Industry and Engineering (China)

Volumn 58, Issue 3, 2007, Pages 794-800

  Liang, Xuebo ^a   Hu, Boyu ^a   Yuan, Yongjun ^a   Liu, Qiang ^a   Guo, Cancheng ^a  

^a HUNAN UNIVERSITY   (China)

Author keywords

Adipic acid; Aerobic oxidation; Cyclohexane; KA oil; Metalloporphyrins; Orthogonal design

Indexed keywords

AIR; ANAEROBIC DIGESTION; CATALYSTS; CYCLOHEXANE; METALLORGANIC POLYMERS; ORGANIC ACIDS; OXIDATION; PRESSURE; TEMPERATURE;

ADIPIC ACID; AEROBIC OXIDATION; KA OIL; METALLOPORPHYRINS; ORTHOGONAL DESIGN;

PORPHYRINS;

EID: 34147203201     PISSN: 04381157     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (31)

1. Suresh A K, Sharma M M, Sridhar T. Engineering aspects of industrial liquid-phase air oxidation of hydrocarbon, Ind. Eng. Chem. Res., 2000, 39: 3958
2. Castellan A, Bart J C J, Cavallaro S. Industrial production and use of adipic acid. Catal. Today, 1991, 9: 237
3. Wei Wende. Encyclopedia of Organic Chemical Materials. Beijing: Chemical Industry Press, 1999
4. Dubasi G R, Raghunathan S Tirukkoyllur. Liquid phase oxidation of cyclohexane to adipic acid in a single stage. Ind. Eng. Chem. Proc. Des. and Dev., 1986, 25: 299
5. Wu Xingan, Liu Hanmao. Study progress and technology of oxidation cyclohexane to cyclohexanone. Sci. and Tech. Chem. Ind., 2002, 10(2): 48-53
6. Ube Industries. Liquid phase oxidation of cyclohexane: JP, 7914941. 1979-02-03
7. DuPont. Oxidation process: US, 3530185. 1970-09-22
8. DuPont. Process for the oxidation of cyclohexane: US, 3957876. 1976-05-18
9. Jia Yixia, Gao Jianrong, Huang Min, YU Kaixin. The development of the process of catalysis oxidation of cyclohexane. Chemical Industry Times, 2001, 15(3): 813
10. Guo C C, Chu M F, Liu Q, L Y, Guo D C, Liu X Q. Effective catalysis of simple metalloporphyrins for cyclohexane oxidation with air in the absence of additives and solvents. Appl. Catal. A: General, 2003, 246(2): 303-309
11. Guo Cancheng, Liu Qiang, Wang Xutao, The method of oxidation of six carbocyclic compound by the air to adipic: CN, 1218922C. 2003-04-08
12. Yuan Y, Ji H B, Chen Y X, Han Y, Song X F, She Y B, Zhong R G. Oxidation of cyclohexane to adipic acid using Fe-porphyrin as a biomimetic catalyst. Org. Pro. Res. and Dev., 2004, 8: 418-420
13. Dai Xinmin. Review on production technology for adipic acid. Henan Chem. Tech., 1996, 22(12): 2-5
14. He Bingzhong, Zhu Shengdong. Market and production technology for adipic acid. Chemical Industry Times, 2001, 15(4): 50-51
15. Rao Xinghe, Present situation of production and demand and progress of production technology for adipic acid in the world. China Petro. and Chem. Ind., 2005, 12(7): 70-73
16. Thomas J M, Raja R, Sankar G, Bell R G. Molecular-sieve catalysts for the selective oxidation of linear alkanes by molecular oxygen. Nature, 1999, 398: 227-230
17. Liu Qiang. The investigation on aerobic selective oxidation of hydrocarbons catalyzed by metalloporphyrins [D]. Changsha: Hunan University, 2004
18. Alder A D, Longo F R, Finarelli J D, Goldmacher J, Assour J, Korsakoff L J. A simplified synthesis for meso-tetra-porphyrin. J. Org. Chem., 1967, 32: 476
19. 2 and it's derivatives. Chin. J. Org. Chem., 1991(11): 416
20. Gong Yanzhi, Guo Cancheng, Liu Qiang. Determination of diacid compounds in aerobic oxidation of cyclohexane by RP-HPLC. Chin. Chemical Engineering of Oil and Gas, 2005, 34(5): 413
21. Poltowicz J, Haber J. The oxyfunctionalization of cycloalkanes with dioxygen catalyzed by soluble and supported metalloporphyrins. J. Mol. Catal. A: Chem., 2004, 220: 43
22. She Yuanbin, Fan Lili, Zhang Yanhui, Song Xufeng. Novel technology for green synthesis of ρ-nitrobenzaldehyde with metalloporphyrins as biomimetic catalyst. Journal of Chemical Industry and Engineering, 2004, 55(12); 2032
23. Lyons J E, Ellis P E, Mayers H K. Halogenated metalloporphyrm complexes as catalysts for selective reactions of acyclic alkane with molecular oxygen. J. Catal., 1995, 155(1): 59-73
24. Haber J, Matachowski L, Pamin K, Poltowicz J. The effect of peripheral substituents in metalloporphyrins on their catalytic activity in lyons system. J. Mol. Catal. A: Chemical, 2003, 198: 215-221
25. Eugene A K, Srigiridhar K, Zhao H T. Paradoxical effects of metalloporphyrins on doxorubicininduced apoptosis: scavenging of reactive oxygen species versus induction of heme oxygenase-1. Free Radical Biology and Medicine, 2002, 33(7): 988-997
26. Meunier B. Metalloporphyrins as versatile catalysts for oxidation reactions and oxidative DNA cleavage. Chem. Rev., 1992, 92(6): 1411-1456
27. Lee J, Hunt J A, Groves J T. Manganese porphyrins as redox-coupled peroxynitrite reductases. J. Am. Chem. Soc., 1998, 120(24): 6053-6061
28. Arasasingham R D, He G X, Bruice T C. Mechanism of manganese porphyrin-catalyzed oxidation of alkenes. Role of manganese (IV)-oxo species. J. Am. Chem. Soc., 1993, 115(18): 7985-7991
29. Guo C C, Liu Q, Wang X T, Hu H Y. Selective liquid phase oxidation of toluene with air. Appl. Catal., 2005, 282: 55
30. Evans S, Lindsay Smith J R. The oxidation of ethylbenzene and other by dioxygen alkylaromatics catalyzed by iron (III) tetra (pentafluorophenyl) porphyrin and related iron porphyrin. J. Chem. Soc. Perkin Trans., 2000, 11: 1541
31. Musie G T, Wei M, Subramaniam B, Busch D H. Autoxidation of substituted phenols catalyzed by cobalt schiff base complexes in supercritical carbon dioxide. Inorg. Chem., 2001, 40: 3336