Chem. J. Chinese Universities ›› 2016, Vol. 37 ›› Issue (11): 2076.doi: 10.7503/cjcu20160216
• Physical Chemistry • Previous Articles Next Articles
WANG Huichun1,*(), WANG Fachun1, LI Baolin2
Received:
2016-04-07
Online:
2016-11-10
Published:
2016-10-17
Contact:
WANG Huichun
E-mail:hcwang@qhnu.edu.cn
Supported by:
CLC Number:
TrendMD:
WANG Huichun, WANG Fachun, LI Baolin. Preparation of Cyclodextrin-based Mesoporous Carbon and Its Catalytic Performance†[J]. Chem. J. Chinese Universities, 2016, 37(11): 2076.
Sample | SBET/(m2·g-1) | Smic /(m2·g-1) | Vt /(cm3·g-1) | Vmic /(cm3·g-1) | DBJH /nm |
---|---|---|---|---|---|
MS-cal | 171 | 2 | 0.12 | 0.0005 | 3.5 |
MS-rt | 848 | 5 | 0.33 | 0.0050 | 3.4 |
MS-60 | 849 | 3 | 0.58 | 0.0050 | 3.5 |
MS-80 | 782 | 13 | 1.11 | 0.0070 | 4.8 |
MS-100 | 594 | 39 | 1.32 | 0.0170 | 6.0 |
Table 1 Textural parameters of mesoporous silicas
Sample | SBET/(m2·g-1) | Smic /(m2·g-1) | Vt /(cm3·g-1) | Vmic /(cm3·g-1) | DBJH /nm |
---|---|---|---|---|---|
MS-cal | 171 | 2 | 0.12 | 0.0005 | 3.5 |
MS-rt | 848 | 5 | 0.33 | 0.0050 | 3.4 |
MS-60 | 849 | 3 | 0.58 | 0.0050 | 3.5 |
MS-80 | 782 | 13 | 1.11 | 0.0070 | 4.8 |
MS-100 | 594 | 39 | 1.32 | 0.0170 | 6.0 |
Sample | SBET /(m2·g-1) | Smic/(m2·g-1) | Vt/(cm3·g-1) | Vmic/(cm3·g-1) | Vmes/(cm3·g-1) | DBJH/nm |
---|---|---|---|---|---|---|
MC-cal | 562 | 376 | 0.38 | 0.20 | 0.18 | 3.9 |
MC-rt | 1240 | 1.33 | 1.33 | 3.9 | ||
MC-60 | 1430 | 1.52 | 1.52 | 3.3 | ||
MC-80 | 1407 | 1.58 | 1.58 | 3.3 | ||
MC-100 | 1222 | 154 | 1.74 | 0.07 | 1.67 | 3.7 |
Table 2 Textural parameters of mesoporous carbons
Sample | SBET /(m2·g-1) | Smic/(m2·g-1) | Vt/(cm3·g-1) | Vmic/(cm3·g-1) | Vmes/(cm3·g-1) | DBJH/nm |
---|---|---|---|---|---|---|
MC-cal | 562 | 376 | 0.38 | 0.20 | 0.18 | 3.9 |
MC-rt | 1240 | 1.33 | 1.33 | 3.9 | ||
MC-60 | 1430 | 1.52 | 1.52 | 3.3 | ||
MC-80 | 1407 | 1.58 | 1.58 | 3.3 | ||
MC-100 | 1222 | 154 | 1.74 | 0.07 | 1.67 | 3.7 |
Sample | Timeb/min | Yieldc(%) | Sample | Timeb/min | Yieldc(%) |
---|---|---|---|---|---|
Without any catalysts | 720 | 0 | MC-60 | 240 | 85.23±0.11 |
Activated carbon | 720 | 0 | MC-80 | 300 | 83.72±0.21 |
MC-cal | 480 | 71.68±0.12 | MC-100 | 180 | 82.95±0.24 |
MC-rt | 30 | 88.48±0.17 |
Table 3 Reduction of p-nitrotoluene with hydrazine hydrate in the presence of MC catalystsa
Sample | Timeb/min | Yieldc(%) | Sample | Timeb/min | Yieldc(%) |
---|---|---|---|---|---|
Without any catalysts | 720 | 0 | MC-60 | 240 | 85.23±0.11 |
Activated carbon | 720 | 0 | MC-80 | 300 | 83.72±0.21 |
MC-cal | 480 | 71.68±0.12 | MC-100 | 180 | 82.95±0.24 |
MC-rt | 30 | 88.48±0.17 |
Repetitions of catalyst | m(Catalyst) per mol p-nitrotoluene | Molar ratio of hydrazine hydrate/p-nitrotoluene | Timeb/min | Yieldc(%) |
---|---|---|---|---|
1 | 4 | 3 | 60 | 72.65±0.19 |
1 | 8 | 2 | 30 | 68.28±0.10 |
1 | 8 | 3 | 30 | 88.48±0.17 |
1 | 8 | 4 | 30 | 87.37±0.11 |
2 | 8 | 3 | 30 | 86.89±0.09 |
3 | 8 | 3 | 30 | 86.43±0.13 |
4 | 8 | 3 | 75 | 86.67±0.16 |
5 | 8 | 3 | 80 | 73.21±0.07 |
6 | 8 | 4 | 60 | 72.17±0.10 |
Table 4 Reduction of p-nitrotoluene to aniline with MC-rt catalystsa
Repetitions of catalyst | m(Catalyst) per mol p-nitrotoluene | Molar ratio of hydrazine hydrate/p-nitrotoluene | Timeb/min | Yieldc(%) |
---|---|---|---|---|
1 | 4 | 3 | 60 | 72.65±0.19 |
1 | 8 | 2 | 30 | 68.28±0.10 |
1 | 8 | 3 | 30 | 88.48±0.17 |
1 | 8 | 4 | 30 | 87.37±0.11 |
2 | 8 | 3 | 30 | 86.89±0.09 |
3 | 8 | 3 | 30 | 86.43±0.13 |
4 | 8 | 3 | 75 | 86.67±0.16 |
5 | 8 | 3 | 80 | 73.21±0.07 |
6 | 8 | 4 | 60 | 72.17±0.10 |
Entry | Substrate | Product | Timeb/min | Yieldc(%) | m/z(Relative abundance, %) |
---|---|---|---|---|---|
1 | Nitrobenzene | Aniline | 30 | 91.35±0.08 | 93(M+,100), 66(38), 52(7), 39(15) |
2 | p-Nitrotoluene | p-Methylaniline | 30 | 88.48±0.17 | 107(M+,100), 106(94), 91(12), 77(16), 51(7) |
3 | o-Nitrotoluene | o-Methylaniline | 45 | 82.21±0.11 | 107(M+, 100), 106(97), 91(15), 77(23), 51(6) |
4 | m-Nitrotoluene | m-Methylaniline | 30 | 89.92±0.07 | 107(M+, 100), 106(91), 91(11), 77(21), 53(5) |
5 | p-Nitrophenol | p-Aminophenol | 40 | 89.29±0.20 | 109(M+, 99), 81(32), 80(22), 53(10) |
6 | m-Nitrophenol | m-Aminophenol | 45 | 84.78±0.13 | 109(M+,98), 81(14), 80(27), 53(10) |
7 | p-Nitroaniline | p-Phenylenediamine | 70 | 81.39±0.16 | 108(M+,100), 107(25), 81(16), 80(33), 54(13) |
8 | p-Nitrochlorobenzene | p-Chloroanilin | 30 | 92.63±0.18 | 127(M+, 100), 92(19), 66(18), 39(5) |
Table 5 Reduction of nitroaromatic compounds with hydrazine hydrate in the presence of MC-rt catalyst and MS data of productsa
Entry | Substrate | Product | Timeb/min | Yieldc(%) | m/z(Relative abundance, %) |
---|---|---|---|---|---|
1 | Nitrobenzene | Aniline | 30 | 91.35±0.08 | 93(M+,100), 66(38), 52(7), 39(15) |
2 | p-Nitrotoluene | p-Methylaniline | 30 | 88.48±0.17 | 107(M+,100), 106(94), 91(12), 77(16), 51(7) |
3 | o-Nitrotoluene | o-Methylaniline | 45 | 82.21±0.11 | 107(M+, 100), 106(97), 91(15), 77(23), 51(6) |
4 | m-Nitrotoluene | m-Methylaniline | 30 | 89.92±0.07 | 107(M+, 100), 106(91), 91(11), 77(21), 53(5) |
5 | p-Nitrophenol | p-Aminophenol | 40 | 89.29±0.20 | 109(M+, 99), 81(32), 80(22), 53(10) |
6 | m-Nitrophenol | m-Aminophenol | 45 | 84.78±0.13 | 109(M+,98), 81(14), 80(27), 53(10) |
7 | p-Nitroaniline | p-Phenylenediamine | 70 | 81.39±0.16 | 108(M+,100), 107(25), 81(16), 80(33), 54(13) |
8 | p-Nitrochlorobenzene | p-Chloroanilin | 30 | 92.63±0.18 | 127(M+, 100), 92(19), 66(18), 39(5) |
[1] | 郑彦军, 李江, 卢俊金, 贾玉才, 李宝林. 高等学校化学学报, 2013, 34( 12), 2738- 2744 |
Zheng Y., J. , Li, J. , Lu J., J. , Jia Y., C. , Li B., L. , Chem. J. Chinese Universities, 2013, 34( 12), 2738- 2744 ( | |
[2] | 张玲娜, 陶金慧, 纪开吉, 岳群峰. 高等学校化学学报, 2014, 35( 6), 1318- 1322 |
Zhang L., N. , Tao J., H. , Ji K., J. , Qiu Q., F. , Chem. J. Chinese Universities, 2014, 35( 6), 1318- 1322 ( | |
[3] | 江明月, 李健生, 蒋慧, 齐俊文, 刘超, 王连军. 分析化学, 2016, 44( 1), 1- 7 |
Jiang M., Y. , Li J., S. , Jiang, H. , Qi J., W. , Liu, C. , Wang L., J. , Chinese J. Anal. Chem., 2016, 44( 1), 1- 7 ( | |
[4] | 陈明晖, 贺春兰, 张斌伟, 姜艳霞, 陈声培, 孙世刚. 高等学校化学学报, 2012, 33( 2), 331- 335 |
Chen M., H. , He C., L. , Zhang B., W. , Jiang Y., X. , Chen S., P. , Sun S., G. , Chem. J. Chinese Universities, 2012, 33( 2), 331- 335 ( | |
[5] | 徐顺建, 罗玉峰, 钟炜, 肖宗湖, 罗永平. 太阳能学报, 2014, 35( 9), 1574- 1580 |
Xu S., J. , Luo Y., F. , Zhong, W. , Xiao Z., H. , Luo Y., P. , Acta Energi. Sin., 2014, 35( 9), 1574- 1580 ( | |
[6] | 王博, 莫尊理, 张春, 朱小波, 赵国平, 郭瑞斌. 材料导报, 2014, 28( 1), 46- 49 |
Wang, B. , Mo Z., L. , Zhang, C. , Zhu X., B. , Zhao G., P. , Guo R., B. , Mater. Rev., 2014, 28( 1), 46- 49 ( | |
[7] | 职慧珍, 王英磊, 张强, 罗军. 高等学校化学学报, 2013, 34( 3), 573- 578 |
Zhi H., Z. , Wang Y., L. , Zhang, Q. , Luo, J. , Chem. J. Chinese Universities, 2013, 34( 3), 573- 578 ( | |
[8] | Chen T., L. , Li D., Q. , Jiang, H. , Xiong C., R. , Chem. Eng. J., 2015, 259( 1), 161- 169 |
[9] | Heropoulos G., A. , Georgakopoulos, S. , Steele B., R. , Tetrahedron Lett., 2005, 36( 31), 2469- 2473 |
[10] | 唐洪, 张蕾, 徐寿颐. 精细化工, 1998, 15( 2), 45- 47 |
Tang, H. , Zhang, L. , Xu S., Y. , Fine Chem., 1998, 15( 2), 45- 47 ( | |
[11] | 赵海丽, 姚开胜. 化工进展, 2008, 27( 12), 1887- 1892 |
Zhao H., L. , Yao K., S. , Chem. Ind. Eng. Prog., 2008, 27( 12), 1887- 1892 ( | |
[12] | Kumarraja, M. , Pitchumani, K. , Appl. Catal. A, 2004, 265( 2), 135- 139 |
[13] | 蔡可迎, 周颖梅, 岳玮. 化学世界, 2009, 50( 7), 418- 420 |
Cai K., Y. , Zhou Y., M. , Yu, W. , Chemical World, 2009, 50(7 ), 418-420 ( | |
[14] | LiB., J. , Xu, Z. , J. Am. Chem. Soc., 2009, 131( 45), 16380- 16382 |
[15] | Wang H., C. , Li B., L. , Li J., T. , Lin, P. , Bian X., B. , Li, J. , Zhang, B. , Wan Z., X. , Appl. Surf. Sci., 2011, 257( 9), 4325- 4330 |
[16] | Cai H., Q. , Zhao D., Y. , Micropor. Mesopor. Mater., 2009, 118( 1-3), 513- 517 |
[17] | Xiao L., P. , Li J., Y. , Jin H., X. , Xu R., R. , Micropor. Mesopor. Mater., 2006, 96( 1-3), 413- 418 |
[18] | Takahashi, R. , Sato, S. , Sodesawa, T. , Kawakita, M. , Ogura, K. , J. Phys. Chem. B, 2000, 104( 51), 12184- 12191 |
[19] | Sing K. S., W. , Everett D., H. , Haul R. A., W. , Moscou, L. , Pierotti R., A. , Rouquerol, J. , Siemieniewska, T. , Pure Appl. Chem., 1985, 57( 4), 603- 619 |
[20] | Han B., H. , Polarz, S. , Antonietti, M. , Chem. Mater., 2001, 13( 11), 3915- 3919 |
[21] | Park, I. , Pinnavaia T., J. , Micropor. Mesopor. Mater., 2009, 118( 1-3), 239- 244 |
[22] | Lu A., H. , Li W., C. , Salabas E., L. , Spliethoff, B. , Schuth, F. , Chem. Mater., 2006, 18( 8), 2086- 2094 |
[23] | Liu, G. , Liu, Y. , Wang Z., L. , Liao X., Z. , Wu S., J. , Zhang W., X. , Jia M., J. , Micropor. Mesopor. Mater., 2008, 116( 1-3), 439- 444 |
[24] | 姚建华, 张丁, 王风云, 雷武, 夏明珠, 朱其军. 化学试剂, 2015, 37( 7), 599- 602 |
Yao J., H. , Zhang, D , Wang F., Y. , Lei, W. , Xia M., Z. , Zhu Q., J. , Chem. Reagents, 2015, 37( 7), 599- 602 ( | |
[25] | 章振宇, 马建宇, 申海蛟, 张静, 曲红梅. 化学试剂, 2013, 35( 9), 841- 844 |
Zhang Z., Y. , Ma J., Y. , Shen H., J. , Zhang, J. , Qu H., M. , Chem. Reagents, 2013, 35( 9), 841- 844 ( | |
[26] | 蔡可迎, 刘长宁, 周颖梅, 岳玮. 应用化学, 2009, 26( 9), 1080- 1083 |
Cai K., Y. , Liu C., N. , Zhou Y., M. , Yu, W. , Chin. J. Appl. Chem., 2009, 26( 9), 1080- 1083 ( | |
[27] | 周宏跃, 石雷, 孙琪. 催化学报, 2012, 33( 9), 1463- 1469 |
Zhou H., Y. , Shi, L. , Sun Q. Chinese J. Catal., 2012, 33( 9), 1463- 1469 ( | |
[28] | Tang, P. , Hu, G. , Gao Y., J. , Li W., J. , Yao S., Y. , Liu Z., Y. , Ma, D. , Sci. Rep., 2014, 4, 1- 7 |
[29] | Gong W., W. , Liu X., H. , Tao, L. , Xue, W. , Fu W., J. , Cheng D., M. , Environ. Sci. Pollut. Res., 2014, 21( 9), 6162- 6169 |
[30] | Corey E., J. , Mock W., L. , Pasto D., J , Tetrahedron Lett., 1961, 2( 11), 347- 352 |
[31] | Smith W., H. , Bard A., J. , J. Am. Chem. Soc., 1975, 97( 18), 5203- 5210 |
[32] | Larsen J., W. , Freund, M. , Kim K., Y. , Sidovar, M. , Stuart J., L. , Carbon, 2000, 38( 5), 655- 661 |
[33] | Wu S., C. , Wen G., D. , Zhong B., W. , Zhang B., S. , Gu X., M. , Wang, N. , Su D., S. , Chinese J. Catal., 2014, 35( 6), 914- 921 |
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