介孔硅担载磷钨杂多酸催化剂的制备及其对环戊烯氧化反应的催化性能

doi:10.1016/S1872-2067(10)60236-7

催化学报 ›› 2011, Vol. 32 ›› Issue (7): 1191-1198.DOI: 10.1016/S1872-2067(10)60236-7

介孔硅担载磷钨杂多酸催化剂的制备及其对环戊烯氧化反应的催化性能

袁程远1,2, 陈静1,*

1中国科学院兰州化学物理研究所羰基合成和选择氧化国家重点实验室, 甘肃兰州 730000; 2中国科学院研究生院, 北京 100049

收稿日期:2011-03-01 修回日期:2011-04-18 出版日期:2011-07-18 发布日期:2014-11-28

Preparation of Heterogeneous Mesoporous Silica-Supported 12-Tungstophosphoric Acid Catalyst and Its Catalytic Performance for Cyclopentene Oxidation

YUAN Chengyuan1,2, CHEN Jing1,*

1State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, Gansu, China; 2Graduate University of Chinese Academy of Sciences, Beijing 100049, China

Received:2011-03-01 Revised:2011-04-18 Online:2011-07-18 Published:2014-11-28

摘要/Abstract

摘要： 采用离子交换法将 Keggin 型 12-磷钨杂多酸负载到表面胺基化的介孔 SBA-15 分子筛上, 并利用 X 射线衍射、N2 吸附-脱附、傅里叶变换红外光谱、X 射线光电子能谱和热重分析等手段对催化剂进行了表征. 结果表明, 所制备催化剂具有 SBA-15 分子筛的有序六方孔道结构, 负载后的磷钨杂多酸的 Keggin 结构未遭到破坏. 所制备催化剂对以过氧化氢为氧化剂的环戊烯氧化反应具有很高的催化活性, 环戊烯转化率可达 100%, 戊二醛选择性可达 81%. 催化剂具有较高的稳定性, 重复使用 5 次后, 其催化活性没有明显下降.

关键词: 杂多酸, 环戊烯, 戊二醛, 选择性氧化, SBA-15

Abstract: Keggin-structured 12-tungstophosphoric acids were immobilized onto the surface of amine-modified mesoporous sieve SBA-15 as onium salts. All the catalyst materials were characterized by X-ray diffraction, N₂ physisorption, Fourier transform infrared spectroscopy, thermal gravimetric analysis, and X-ray photoelectron spectroscopy for their structural integrity and physicochemical properties. Characterization of the catalysts confirmed an ordered hexagonal mesostructure for SBA-15 and that the Keggin structure of the heteropolyanions on the amine-modified SBA-15 was preserved. The catalytic activities of the catalysts were evaluated for the liquid-phase oxidation of cyclopentene with 50% hydrogen peroxide as the oxidant in tert-butanol. A 100% conversion of cyclopentene and an 81% selectivity for glutaraldehyde were obtained and these were higher than that for the catalysts prepared by direct impregnation. The stability and reusability of the catalysts were studied and the catalysts could be reused at least five times, which indicates their excellent reusability. The influence of reaction temperature and reaction time was also investigated. In addition, a reaction mechanism was proposed.

Key words: heteropolyacid, cyclopentene, glutaraldehyde, selective oxidation, SBA-15

袁程远, 陈静. 介孔硅担载磷钨杂多酸催化剂的制备及其对环戊烯氧化反应的催化性能[J]. 催化学报, 2011, 32(7): 1191-1198.

YUAN Cheng-Yuan, CHEN Jing. Preparation of Heterogeneous Mesoporous Silica-Supported 12-Tungstophosphoric Acid Catalyst and Its Catalytic Performance for Cyclopentene Oxidation[J]. Chinese Journal of Catalysis, 2011, 32(7): 1191-1198.

×
扫码分享

导出引用管理器 EndNote|Ris|BibTeX

链接本文: https://www.cjcatal.com/CN/10.1016/S1872-2067(10)60236-7

https://www.cjcatal.com/CN/Y2011/V32/I7/1191

参考文献

1Gorman S P, Scott E M, Russell A D. J Appl Bacteriol, 1980, 48: 161
2Collins F M. J Appl Bacteriol, 1986, 61: 247
3Deng J F, Xu X H, Chen H Y, Jiang A R. Tetrahedron, 1992, 48: 3503
4Xu X H, Chen H Y, Deng J F, Jiang A R. Acta Chim Sin, 1993, 51: 399
5Jin R H, Li H X, Deng J F. J Catal, 2001, 203: 75
6Zhu Z Q, Bian W, Liu L S, Lu Z H. Catal Lett, 2007, 117: 79
7Yang X L, Gao R H, Dai W L, Fan K N. J Phys Chem C, 2008, 112: 3819
8杨新丽, 戴维林, 徐建华, 陈浩, 曹勇, 范康年. 催化学报(Yang X L, Dai W L, Xu J H, Chen H, Cao Y, Fan K N. Chin J Catal), 2005, 26: 311
9Dai W L, Chen H, Gao Y, Li H X, Xie S H, Fan K N. Chem Commun, 2003: 892
10Chen H, Dai W L, Deng J F, Fan K N. Catal Lett, 2002, 81: 131
11Yang X L, Dai W L, Chen H, Xu J H, Cao Y, Li H X, Fan K N. Appl Catal A, 2005, 283: 1
12Yang X L, Dai W L, Gao R H, Chen H, Li H X, Cao Y, Fan K N. J Mol Catal A, 2005, 241: 205
13杨新丽, 尹安远, 戴维林, 范康华. 物理化学学报 (Yang X L, Yin A Y, Dai W L, Fan K N. Acta Phys-Chim Sin), 2011, 27: 177
14Lu G, Li X Y, Qu Z P, Zhao Q D, Li H, Shen Y, Chen G H. Chem Eng J, 2010, 159: 242
15Zhu Z Q, Bian W. Chin J Chem Eng, 2008, 16: 895
16Lu G, Li X Y, Qu Z P, Wang Y X, Chen G H. Appl Surf Sci, 2008, 255: 3117
17Mizuno N, Misono M. Chem Rev, 1998, 98: 199
18Misono M, Nojiri N. Appl Catal, 1990, 64: 1
19Mizuno N, Misono M. Curr Opin Solid State Mater Sci, 1997, 2: 84
20Kozhevnikov I V. Chem Rev, 1998, 98: 171
21Villa de P A L, Sels B F, De Vos D E, Jacobs P A. J Org Chem, 1999, 64: 7267
22Hoegaerts D, Sels B F, De Vos D E, Verpoort F, Jacobs P A. Catal Today, 2000, 60: 209
23Kozhevnikov I V, Kloetstra K R, Sinnema A, Zandbergen H W, van Bekkum H. J Mol Catal A, 1996, 114: 287
24Gu Y B, Wei R P, Ren X Q, Wang J. Catal Lett, 2007, 113: 41
25Beck J S, Vartuli J C, Roth W J, Leonowicz M E, Kresge C T, Schmitt K D, Chu C T W, Olson D H, Sheppard E W. J Am Chem Soc, 1992, 114: 10834
26Kresge C T, Leonowicz M E, Roth W J, Vartuli J C, Beck J S. Nature, 1992, 359: 710
27Zhao D Y, Huo Q S, Feng J L, Chmelka B F, Stucky G D. J Am Chem Soc, 1998, 120: 6024
28Nunes C D, Valente A A, Pillinger M, Fernandes A C, Romao C C, Rocha J, Goncalves I S. J Mater Chem, 2002, 12: 1735
29Zhang W H, Shi J L, Wang L Z, Yan D S. Chem Mater, 2000, 12: 1408
30Dias A S, Pillinger M, Valente A A. Microporous Mesoporous Mater, 2006, 94: 214
31Wu S S, Wang J, Zhang W H, Ren X Q. Catal Lett, 2008, 125: 308
32Masteri-Farahani M, Farzaneh F, Ghandi M. J Mol Catal A, 2006, 248: 53
33Sing K S W, Everett D H, Haul R A W, Moscou L, Pierotti R A, Rouquerol J, Siemieniewska T. Pure Appl Chem, 1985, 57: 603
34Liu Q Y, Wu W L, Wang J, Ren X Q, Wang Y R. Microporous Mesoporous Mater, 2004, 76: 51
35Gao R H, Zhu Q J, Dai W L, Fan K N. Green Chem, 2011, 13: 702
36Zhao X S, Lu G Q, Whittaker A K, Millar G J, Zhu H Y. J Phys Chem B, 1997, 101: 6525
37Dai W L, Yu H K, Deng J F, Jiang A R. Acta Chim Sin, 1995, 53: 188
38Dai W L, Huang X J, Chen H Y, Deng J F. Indian J Chem B, 1997, 36: 583

[1]	张富林, 李霞, 董晓芸, 郝慧敏, 郎贤军. 基于噻唑并噻唑的共价有机框架微球用于蓝光光催化胺的选择性需氧氧化[J]. 催化学报, 2022, 43(9): 2395-2404.
[2]	Muhammad Tayyab, 刘玉洁, 敏世雄, Rana Muhammad Irfan, 朱乔虹, 周亮, 雷菊英, 张金龙. 无贵金属光催化剂VC/CdS纳米线将苯甲醇选择性氧化为苯甲醛并产氢[J]. 催化学报, 2022, 43(4): 1165-1175.
[3]	郑笑笑, 齐思慧, 曹彦宁, 沈丽娟, 区泽棠, 江莉龙. 乙酸调控MIL-53(Fe)的形貌演变及其高效选择性氧化H₂S性能[J]. 催化学报, 2021, 42(2): 279-287.
[4]	郭玲玲, 虞静, 王伟伟, 刘家旭, 郭洪臣, 马超, 贾春江, 陈俊翔, 司锐. 负载于二氧化硅上的小尺寸氧化亚铜物种促进丙烯选择性氧化生成丙烯醛[J]. 催化学报, 2021, 42(2): 320-333.
[5]	颜洋, 叶彬, 陈明树, 鲁林方, 俞剑, 周宇恒, 王勇, 刘娟娟, 肖丽萍, 邹世辉, 范杰. 特定位点沉积富电子钯实现醇氧化中超高碳氢键活化[J]. 催化学报, 2020, 41(8): 1240-1247.
[6]	徐浩, 吴鹏. 杂原子分子筛选择性催化氧化体系研究新进展[J]. 催化学报, 2019, 40(s1): 51-56.
[7]	孔康, 李迪帆, 马文保, 周青青, 唐国平, 侯震山. Al(CF₃SO₃)₃催化选择性氧化甘油转化为甲酸[J]. 催化学报, 2019, 40(4): 534-542.
[8]	刘娟娟, 邹世辉, 吴嘉超, Hisayoshi Kobayashi, 赵红挺, 范杰. Pt/ZnO在室温水相无碱条件下绿色催化苯甲醇选择性氧化[J]. 催化学报, 2018, 39(6): 1081-1089.
[9]	楚庆岩, 陈静, 侯文华, 余昊轩, 王平, 刘睿, 宋广亮, 朱红军, 赵萍萍. 超声吸附制备均匀分散在SBA-15的S₂O₈^2--Fe₂O₃纳米粒子:增强S₂O₈^2--Fe₂O₃本体催化活性[J]. 催化学报, 2018, 39(5): 955-963.
[10]	曹洪恩, 朱柏燃, 杨钰帆, 徐林, 俞磊, 徐清. 环己烯可控选择性催化氧化的最新进展[J]. 催化学报, 2018, 39(5): 899-907.
[11]	秦媛, 曲振平, 董翠, 黄娜. 预处理条件对Ag/SBA-15催化剂上甲苯催化氧化反应性能的影响[J]. 催化学报, 2017, 38(9): 1603-1612.
[12]	沈行加, 吴先元, 江大好, 李小年, 倪珺. 利用原位红外光谱确证Ru/SBA-15的加氢活性位点[J]. 催化学报, 2017, 38(9): 1597-1602.
[13]	李冰, 徐振新, 储伟, 罗仕忠, 敬方梨. 有序介孔Sn-SBA-15负载铂催化剂上丙烷脱氢性能的提高[J]. 催化学报, 2017, 38(4): 726-735.
[14]	Ezzat Rafiee, Maryam Khodayari. 从三聚氰胺制得工业用深度脱硫的绿色纳米催化剂PMoV/Fe₃O₄/g-C₃N₄：合成与表征[J]. 催化学报, 2017, 38(3): 458-468.
[15]	Amin Talebian-Kiakalaieh, Nor Aishah Saidina Amin. 容碳的SiW₂₀-Al/Zr₁₀催化剂用于甘油脱水制丙烯醛[J]. 催化学报, 2017, 38(10): 1697-1710.

介孔硅担载磷钨杂多酸催化剂的制备及其对环戊烯氧化反应的催化性能

Preparation of Heterogeneous Mesoporous Silica-Supported 12-Tungstophosphoric Acid Catalyst and Its Catalytic Performance for Cyclopentene Oxidation

PDF

可视化

被引次数

摘要/Abstract

引用本文

使用本文

扫码分享

参考文献

相关文章 15

编辑推荐

Metrics