Citation:
Nianzhe Li, Yuan Gao, Xinxin Zhang, Zhanjun Yu, Lei Shi, Qi Sun. Oxidation of styrene to benzaldehyde by p-toluenesulfonic acid using hydrogen peroxide in the presence of activated carbon[J]. Chinese Journal of Catalysis,
;2015, 36(5): 721-727.
doi:
10.1016/S1872-2067(14)60314-4
-
The selective oxidation of styrene to benzaldehyde catalyzed by p-toluenesulfonic acid (p-TsOH) in the presence of activated carbon (AC) was investigated with H2O2 as the oxidant. The reaction parameters of reaction time, temperature, catalyst mass, and styrene/H2O2 molar ratios were evaluated. A strong promoting effect of AC on the p-TsOH/H2O2 system was observed. The appropriate ratio and amounts of AC and p-TsOH were an important factor. The acidity of p-TsOH does not play a significant role. p-TsOH reacted with H2O2 by a non-radical process to oxidize styrene. The function of the AC was to activate H2O2 and to help the p-TsOH/H2O2 system in styrene oxidation. The reduction of oxygen containing groups (-OH, -COOH) on AC by a high temperature treatment or introduction of -SO3H groups onto AC affected the styrene conversion. The -SO3H groups were more effective than the oxygen-containing groups on the AC in promoting styrene oxidation.
-
Keywords:
- Styrene,
- Hydrogen peroxide,
- p-Toluenesulfonic acid,
- Activated carbon,
- Oxidation
-
-
-
[1]
[1] Thao N T, Trung H H. Catal Commun, 2014, 45: 153
-
[2]
[2] Dhakshinamoorthy A, Primo A, Concepcion P, Alvaro M, Garcia H. Chem Eur J, 2013, 19: 7547
-
[3]
[3] Nemanashi M, Meijboom R. Catal Lett, 2013, 143: 324
-
[4]
[4] Sharma S, Sinha S, Chand S. Ind Eng Chem Res, 2012, 51: 8806
-
[5]
[5] Adam F, Iqbal A. Chem Eng J, 2010, 160: 742
-
[6]
[6] Patel A, Patel K. Inorg Chim Acta, 2014, 419: 130
-
[7]
[7] Tong J H, Cai X D, Wang H Y, Zhang Q P. Mater Res Bull, 2014, 55: 205
-
[8]
[8] Jury F A, Polaert I, Pierella L B, Estel L. Catal Commun, 2014, 46: 6
-
[9]
[9] Zhuang J Q, Ma D, Yan Z M, Liu X M, Han X W, Bao X H, Zhang Y H, Guo X W, Wang X S. Appl Catal A, 2004, 258: 1
-
[10]
[10] Saux C, Pierella L B. Appl Catal A, 2011, 400: 117
-
[11]
[11] Navalon S, Dhakshinamoorthy A, Alvaro M, Garcia H. ChemSusChem, 2011, 4: 1712
-
[12]
[12] Maggi R, Piscopo C G, Sartori G, Storaro L, Moretti E. Appl Catal A, 2012, 411-412: 146
-
[13]
[13] Zhang B H, Ren J W, Liu X H, Guo Y, Guo Y L, Lu G Z, Wang Y Q. Catal Commun, 2010, 11: 629
-
[14]
[14] Saikia L, Satyartthi J K, Srinivas D, Ratnasamy P. J Catal, 2007, 252: 148
-
[15]
[15] Mo X H, López D E, Suwannakarn K, Liu Y J, Lotero E, Goodwin J G Jr, Lu C Q. J Catal, 2008, 254: 332
-
[16]
[16] Zhou L P, Dong B B, Tang S, Ma H, Chen C, Yang X M, Xu J. J Energy Chem, 2013, 22: 659
-
[17]
[17] Usui Y, Sato K, Tanaka M. Angew Chem Int Ed, 2003, 42: 5623
-
[18]
[18] de Jong M C, Feijt R, Zondervan E, Nijhuis T A, de Haan A B. Appl Catal A, 2009, 365: 141
-
[19]
[19] Mun S P, Jang J P. J Ind Eng Chem, 2009, 15: 743
-
[20]
[20] Hassanabadi A. J Chem Res, 2013, 37: 152
-
[21]
[21] Anuradha V, Srinivas P V, Aparna P, Rao J M. Tetrahedron Lett, 2006, 47: 4933
-
[22]
[22] Rostami A, Hassanina F, Ghorbani-Choghamarani A, Saadati S. Phosphorus Sulfur Silicon Related Elements, 2013, 188: 833
-
[23]
[23] Boehm H P. Carbon, 1994, 32: 759
-
[24]
[24] Ramirez J H, Costa C A, Madeira L M, Mata G, Vicente M A, Rojas-Cervantes M L, López-Peinado A J, Martín-Aranda R M. Appl Catal B, 2007, 71: 44
-
[25]
[25] Oliveira L C A, Sillva C N, Yoshida M I, Lago R M. Carbon, 2004, 42: 2279
-
[26]
[26] Santos V P, Pereira M F R, Faria P C C, Órfão J J M. J Hazard Mater, 2009, 162: 736
-
[27]
[27] Lücking F, Köser H, Jank M, Ritter A. Water Res, 1998, 32: 2607
-
[28]
[28] Georgi A, Kopinke F D. Appl Catal B, 2005, 58: 9
-
[29]
[29] Rey A, Zazo J A, Casas J A, Bahamonde A, Rodriguez J J. Appl Catal A, 2011, 402: 146
-
[30]
[30] Dandekar A, Baker R T K, Vannice M A. Carbon, 1998, 36: 1821
-
[31]
[31] Shin S, Jang J, Yoon S H, Mochida I. Carbon, 1997, 35: 1739
-
[32]
[32] Figueiredo J L, Pereira M F R, Freitas M M A, Órfão J J M. Carbon, 1999, 37: 1379
-
[33]
[33] Khalil L B, Girgis B S, Tawfik T A M. J Chem Technol Biotechnol, 2001,76: 1132
-
[34]
[34] Ishibashi K, Fujishima A, Watanabe T, Hashimoto K. Elecochem Commun, 2000, 2: 207
-
[35]
[35] Chang B B, Fu J, Tian Y L, Dong X P. J Phys Chem C, 2013, 117: 6252
-
[36]
[36] van Vliet M C A, Arends I W C E, Sheldon R A. Synlett, 2001, 2: 248
-
[37]
[37] Wahlen J, De Vos D E, Jacobs P A. Org Lett, 2003, 5: 1777
-
[38]
[38] Shaabani A, Rezayan A H. Catal Commun, 2007, 8: 1112
-
[1]
-
-
-
[1]
Peng YUE , Liyao SHI , Jinglei CUI , Huirong ZHANG , Yanxia GUO . Effects of Ce and Mn promoters on the selective oxidation of ammonia over V2O5/TiO2 catalyst. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 293-307. doi: 10.11862/CJIC.20240210
-
[2]
Qiqi Li , Su Zhang , Yuting Jiang , Linna Zhu , Nannan Guo , Jing Zhang , Yutong Li , Tong Wei , Zhuangjun Fan . 前驱体机械压实制备高密度活性炭及其致密电容储能性能. Acta Physico-Chimica Sinica, 2025, 41(3): 2406009-. doi: 10.3866/PKU.WHXB202406009
-
[3]
Jianjun LI , Mingjie REN , Lili ZHANG , Lingling ZENG , Huiling WANG , Xiangwu MENG . UV-assisted degradation of tetracycline hydrochloride by MnFe2O4@activated carbon activated persulfate. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1869-1880. doi: 10.11862/CJIC.20240187
-
[4]
Chengqian Mao , Yanghan Chen , Haotong Bai , Junru Huang , Junpeng Zhuang . Photodimerization of Styrylpyridinium Salt and Its Application in Silk Screen Printing. University Chemistry, 2024, 39(5): 354-362. doi: 10.3866/PKU.DXHX202312014
-
[5]
Guanghui SUI , Yanyan CHENG . Application of rice husk-based activated carbon-loaded MgO composite for symmetric supercapacitors. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 521-530. doi: 10.11862/CJIC.20240221
-
[6]
Rong Tian , Yadi Yang , Naihao Lu . Comprehensive Experimental Design of Undergraduate Students Based on Interdisciplinarity: Study on the Effect of Quercetin on Chlorination Activity of Myeloperoxidase. University Chemistry, 2024, 39(8): 247-254. doi: 10.3866/PKU.DXHX202312064
-
[7]
Zhihuan XU , Qing KANG , Yuzhen LONG , Qian YUAN , Cidong LIU , Xin LI , Genghuai TANG , Yuqing LIAO . Effect of graphene oxide concentration on the electrochemical properties of reduced graphene oxide/ZnS. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1329-1336. doi: 10.11862/CJIC.20230447
-
[8]
Lihui Jiang , Wanrong Dong , Hua Yang , Yongqing Xia , Hongjian Peng , Jun Yuan , Xiaoqian Hu , Zihan Zeng , Yingping Zou , Yiming Luo . Study on Extraction of p-Hydroxyacetophenone. University Chemistry, 2024, 39(11): 259-268. doi: 10.12461/PKU.DXHX202402056
-
[9]
Chunmei GUO , Weihan YIN , Jingyi SHI , Jianhang ZHAO , Ying CHEN , Quli FAN . Facile construction and peroxidase-like activity of single-atom platinum nanozyme. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1633-1639. doi: 10.11862/CJIC.20240162
-
[10]
Zhanggui DUAN , Yi PEI , Shanshan ZHENG , Zhaoyang WANG , Yongguang WANG , Junjie WANG , Yang HU , Chunxin LÜ , Wei ZHONG . Preparation of UiO-66-NH2 supported copper catalyst and its catalytic activity on alcohol oxidation. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 496-506. doi: 10.11862/CJIC.20230317
-
[11]
Zeyu XU , Anlei DANG , Bihua DENG , Xiaoxin ZUO , Yu LU , Ping YANG , Wenzhu YIN . Evaluation of the efficacy of graphene oxide quantum dots as an ovalbumin delivery platform and adjuvant for immune enhancement. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1065-1078. doi: 10.11862/CJIC.20240099
-
[12]
Xiaosong PU , Hangkai WU , Taohong LI , Huijuan LI , Shouqing LIU , Yuanbo HUANG , Xuemei LI . Adsorption performance and removal mechanism of Cd(Ⅱ) in water by magnesium modified carbon foam. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1537-1548. doi: 10.11862/CJIC.20240030
-
[13]
Yongqing Kuang , Jie Liu , Jianjun Feng , Wen Yang , Shuanglian Cai , Ling Shi . Experimental Design for the Two-Step Synthesis of Paracetamol from 4-Hydroxyacetophenone. University Chemistry, 2024, 39(8): 331-337. doi: 10.12461/PKU.DXHX202403012
-
[14]
Yi DING , Peiyu LIAO , Jianhua JIA , Mingliang TONG . Structure and photoluminescence modulation of silver(Ⅰ)-tetra(pyridin-4-yl)ethene metal-organic frameworks by substituted benzoates. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 141-148. doi: 10.11862/CJIC.20240393
-
[15]
Lina Guo , Ruizhe Li , Chuang Sun , Xiaoli Luo , Yiqiu Shi , Hong Yuan , Shuxin Ouyang , Tierui Zhang . 层状双金属氢氧化物的层间阴离子对衍生的Ni-Al2O3催化剂光热催化CO2甲烷化反应的影响. Acta Physico-Chimica Sinica, 2025, 41(1): 2309002-. doi: 10.3866/PKU.WHXB202309002
-
[16]
Hao XU , Ruopeng LI , Peixia YANG , Anmin LIU , Jie BAI . Regulation mechanism of halogen axial coordination atoms on the oxygen reduction activity of Fe-N4 site: A density functional theory study. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 695-701. doi: 10.11862/CJIC.20240302
-
[17]
Minna Ma , Yujin Ouyang , Yuan Wu , Mingwei Yuan , Lijuan Yang . Green Synthesis of Medical Chemiluminescence Reagents by Photocatalytic Oxidation. University Chemistry, 2024, 39(5): 134-143. doi: 10.3866/PKU.DXHX202310093
-
[18]
Yunting Shang , Yue Dai , Jianxin Zhang , Nan Zhu , Yan Su . Something about RGO (Reduced Graphene Oxide). University Chemistry, 2024, 39(9): 273-278. doi: 10.3866/PKU.DXHX202306050
-
[19]
Linbao Zhang , Weisi Guo , Shuwen Wang , Ran Song , Ming Li . Electrochemical Oxidation of Sulfides to Sulfoxides. University Chemistry, 2024, 39(11): 204-209. doi: 10.3866/PKU.DXHX202401009
-
[20]
Chuanming GUO , Kaiyang ZHANG , Yun WU , Rui YAO , Qiang ZHAO , Jinping LI , Guang LIU . Performance of MnO2-0.39IrOx composite oxides for water oxidation reaction in acidic media. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1135-1142. doi: 10.11862/CJIC.20230459
-
[1]
Metrics
- PDF Downloads(3)
- Abstract views(451)
- HTML views(45)