Synthesis of p-Hydroxybenzaldehyde by Liquid-phase Catalytic Oxidation of p-Cresol over PVDF Modified Cobalt Pyrophosphate

doi:10.1007/s40242-013-2230-8

Abstract

Abstract:

The influence of the wettability of a catalyst on the performance of the liquid phase oxidation of p-cresol was investigated. It was found that the surface hydrophobicity of a catalyst, which can be changed by modification with various loadings of polyvinylidene fluoride(PVDF), has a promotion effect on the catalytic performance. At the same time, the reaction parameters such as oxygen pressure, molar ratio of NaOH to p-cresol, reaction temperature and time on the catalytic performance in the liquid-phase oxidation of p-cresol were optimized. As a result, 10%(mass fraction) PVDF modified cobalt pyrophosphate gave the highest conversion of 94.2% of p-cresol with a selectivity of 94.4% for p-hydroxybenzaldehyde at 348 K and a molar ratio of 4:1 of NaOH/p-cresol and an oxygen pressure of 1.0 MPa for 3 h.

Key words: Hydrophobicity, p-Cresol, p-Hydroxybenzaldehyde, Oxidation, Polyvinylidene fluoride(PVDF)

ZHANG Yi-bo, WANG De-qiang, MIAO Zhen-zhen, PAN Xi-qiang, ZHANG Zhen-dong, YANG Xiang-guang. Synthesis of p-Hydroxybenzaldehyde by Liquid-phase Catalytic Oxidation of p-Cresol over PVDF Modified Cobalt Pyrophosphate[J]. Chemical Research in Chinese Universities, 2013, 29(2): 319-323.

References

[1] Gao Z., Shao Y., Wang S., Yang P., Appl. Catal. A: Gen., 2001, 209, 27

[2] Barton B., Logie C. G., Schoonees B. M., Zeelie B., Org. Process Res. Dev., 2005, 9, 62

[3] Kshirsagar V. S., Garade A. C., Patil K. R., Shirai M., Rode C. V., Top. Catal., 2009, 52, 784

[4] Sharma S. N., Chandalia S. B., J. Chem. Technol. Biotechnol., 1990, 49, 141

[5] Peeters M. P. J., Busio M., Leijten P., Appl. Catal. A: Gen., 1994, 118, 51

[6] Liu Y., Liu S., Zhu K., Ye X., Wu Y., Appl. Catal. A: Gen., 1998, 169, 127

[7] Rode C. V., Sonar M. V., Nadgeri J. M., Chaudhari R. V., Org. Process Res. Dev., 2004, 8, 873

[8] Kshirsagar V. S., Nadgeri J. M., Tayade P. R., Rode C. V., Appl. Catal. A: Gen., 2008, 339, 28

[9] Rode C. V., Kshirsagar V. S., Nadgeri J. M., Patil K. R., Ind. Eng. Chem. Res., 2007, 46, 8413

[10] Wang F., Yang G., Zhang W., Wu W., Xu J., Chem. Commun., 2003, 1172

[11] Wang F., Yang G., Zhang W., Wu W., Xu J., Adv. Synth. Catal., 2004, 346, 633

[12] Cui Q. L., Xu S. C., Sun C. G., Hu B. C., Chem. J. Chinese Universities, 2011, 32(10), 2311

[13] Du Y., Xiong Y. L., Li J., Yang X. G., J. Mol. Catal. A, 2009, 298, 12

[14] Zhu Y. J., Li J., Yang X. G., Wu Y., Chem. J. Chinese Universities, 2006, 27(6), 1118

[15] Liu Q. B., Zhang Z., Du Y., Li J., Yang X. G., Catal. Lett., 2009, 127, 419

[16] Zhang Z., Li J., Yang X. G., Catal. Lett., 2007, 118, 300

[17] An W. J., Xu L., Chem. J. Chinese Universities, 2011, 32(3), 783

[18] Yao C., Li X., Neoh K. G., Shi Z., Kang E. T., Appl. Surf. Sci., 2009, 255, 3854

[19] Gregorio R., Nociti N. C. P. D., J. Phys. D: Appl. Phys., 1995, 28(2), 432

[20] Peng Y., Wu P. Y., Polymer, 2004, 45, 5295

[21] Chen Y., Yang D. C., Song D. D., Chem. J. Chinese Universities, 1993, 14(9), 1326

[22] Mandal D., Henkel K., Schmei?er D., Mater. Lett., 2012, 73, 123

[23] Song L. Z., Zhang Z. J., Song S. Z., Gao Z. M., J. Mater. Sci. Technol., 2007, 23, 55

[24] Zhou J., Li L., Guo H., Su X., Speciality Petrochemicals, 2008, 25, 40

[25] Corma A., Domine M., Gaona J. A., Jordá J. L., Navarro M. T., Rey F., Pérez-Pariente J., Tsuji J., McCulloch B., Nemeth L. T., Chem. Commun., 1998, 2211

[26] Yoshikuni T., J. Chem. Tech. Biotechnol., 1994, 59, 353