Citation: Luo Jianxin, Zhang Xucheng, Zhang Chunyan, Wang Tao, Chen Xue, Chen Hongyu, King Steve, Wang Changchun. Highly stable, active and recyclable solid acid catalyst based on polymer-coated magnetic composite particles[J]. Chinese Chemical Letters, ;2019, 30(12): 2043-2046. doi: 10.1016/j.cclet.2019.05.034 shu

Highly stable, active and recyclable solid acid catalyst based on polymer-coated magnetic composite particles

Luo Jianxin ^a,b ,
Zhang Xucheng ^b ,
Zhang Chunyan ^a,*, ,
Wang Tao ^c ,
Chen Xue ^d ,
Chen Hongyu ^c ,
King Steve ^d ,
Wang Changchun ^b,*

a.
Department of Materials and Chemical Engineering, Hunan Institute of Technology, Hengyang 421002, China
b.
State Key Laboratory of Molecular Engineering of Polymers, and Department of Macromolecular Science, Fudan University, Shanghai 200433, China
c.
Dow Chemical China Holding Company, Shanghai 201203, China
d.
Dow Chemical Company, Lake Jackson 77566, United States

chinachunyan@126.com

Received Date: 19 February 2019
Revised Date: 25 April 2019
Accepted Date: 20 May 2019
Available Online: 20 December 2019

Figures(3)

A facile approach has been adopted for coating cross-linked polystyrene (PS) shells on the surface of Fe₃O₄ magnetic clusters using reflux-precipitation polymerization (RPP). Treating the PS shell with chlorosulfonic acid yields magnetic composite particles with acid functionality. By adjusting the amount and proportion of monomers (styrene and divinylbenzene), the obtained magnetic composite particle solid acid (MPM-5S) exhibits a saturation magnetization value of 18 emu/g, a specific surface area of 243 m²/g and an acid density of 2.113 mmol/g. The MPM-5S magnetic solid acid catalyst was evaluated for esterification of oleic acid with methanol to prepare biodiesel. Under mild conditions, the conversion of oleic acid reached 91%, which was much higher than the catalytic activity of Amberlyst-15 and close to the catalytic activity of concentrated H₂SO₄. The solid acid catalyst can be recovered by magnetic separation and reused three times maintaining over 95% of its initial catalytic activity. Additionally, the solid acid can be used to catalyze the dehydration of fructose to 5-hydroxymethylfurfural.
- Reflux precipitation polymerization,
- Solid acid,
- Magnetic separation,
- Biodiesel,
- Recyclability
1. [1]
  Liu W.J., Tian K., Jiang H., et al, Sci. Rep. 3 (2013) 2419.
2. [2]
  Liu F.J., Huang K., Zheng A.M., et al. ACS Catal., 2018, 8:372-391. doi: 10.1021/acscatal.7b03369
3. [3]
  Gupta P., Paul S, Cataly. Today, 2014, 236:153-170. doi: 10.1016/j.cattod.2014.04.010
4. [4]
  Lee A.F., Bennett J.A., Manayil J.C., et al. Chem. Soc. Rev., 2014, 43:7887-7916. doi: 10.1039/C4CS00189C
5. [5]
  De S., Dutta S., Saha B, Catal. Sci. Technol., 2016, 6:7364-7385. doi: 10.1039/C6CY01370H
6. [6]
  Lian Y.F., Yan L.L., Wang Y., et al, Acta Chim. Sin. 72 (2014) 502. doi: 10.6023/A14010067
7. [7]
  Tiwari M.S., Gawade A.B., Yadav G.D, Green Chem., 2017, 19:963-976. doi: 10.1039/C6GC02466A
8. [8]
  Shylesh S., Schnemann V., Thiel W.R, Angew. Chem. Int. Ed., 2010, 49:3428-3459. doi: 10.1002/anie.200905684
9. [9]
  Rossi L.M., Costa N.J.S., Silva F.P., et al. Green Chem., 2014, 16:2906-2933. doi: 10.1039/c4gc00164h
10. [10]
  Wang H.W., Covarrubias J., Prock H., et al. J. Phys. Chem. C, 2015, 119:26020-26028. doi: 10.1021/acs.jpcc.5b08743
11. [11]
  Esfahani F.K., Zareyee D., Yousefi R, ChemCatChem, 2014, 6:3333-3337. doi: 10.1002/cctc.201402547
12. [12]
  Liang X.Z, Chem. Eng. J., 2015, 264:251-257. doi: 10.1016/j.cej.2014.11.105
13. [13]
  Feyen M., Weidenthaler C., Schüth F., et al. J. Am. Chem. Soc., 2010, 132:6791-6799. doi: 10.1021/ja101270r
14. [14]
  Feyen M., Weidenthaler C., Schüth, et al. Chem. Mater., 2010, 22:2955-2961. doi: 10.1021/cm100277k
15. [15]
  Zillillah, Tan G.W., Li Z, Green Chem., 2012, 14:3077-3086. doi: 10.1039/c2gc35779h
16. [16]
  Zhang Y.T., Yang Y.K., Ma W.F., et al. ACS Appl. Mater. Interfaces, 2013, 5:2626-2633. doi: 10.1021/am4006786
17. [17]
  Jin S., Pan Y., Wang C.C, Acta Chim. Sin., 2013, 71:1500-1504. doi: 10.6023/A13070776
18. [18]
  Fan M.L., Wang F., Wang C.C., Macromol. Biosci. 18 (2018) 1800077. doi: 10.1002/mabi.201800077
19. [19]
  Li Y.J., Wan J.X., Zhang Z.H., et al. ACS Appl. Mater. Interfaces, 2017, 9:35604-35612. doi: 10.1021/acsami.7b11392
20. [20]
  Wu H.Q., Jin H.J., Wang C., et al. ACS Appl. Mater. Interfaces, 2017, 9:9426-9436. doi: 10.1021/acsami.6b16844
21. [21]
  Luo J.X., Yan W.H., Ma Q., et al. Acta Chim. Sinica, 2019, 77:54-59. doi: 10.6023/A18080335
22. [22]
  Zhou R., Wei R.Q., Liu X.N., et al. Chem. Ind. Eng., 2010, 61:1047-1051.
23. [23]
  Ma H., Li J.B., Liu W.W., et al. J. Agric. Food Chem., 2014, 62:5345-5353. doi: 10.1021/jf500490m
24. [24]
  Zillillah, Ngu T.A., Li Z, Green Chem., 2014, 16:1202-1210. doi: 10.1039/c3gc41379a
25. [25]
  Huang Z., Pan Y.J., Chao Y.M., et al. RSC Adv., 2014, 4:13434-13437. doi: 10.1039/c4ra00534a
1. [1]
  Xiaoxi Zhao , Qingyun Dou , Pei Tang , Bingjun Yang , Qunji Xue , Xingbin Yan . In-situ construction of solid electrolyte interphase for stable zinc anode via synergy of electrochemical reduction and chemical precipitation. Chinese Chemical Letters, 2025, 36(11): 110422-. doi: 10.1016/j.cclet.2024.110422
2. [2]
  Shuangying Li , Qingxiang Zhou , Zhi Li , Menghua Liu , Yanhui Li . Sensitive measurement of silver ions in environmental water samples integrating magnetic ion-imprinted solid phase extraction and carbon dot fluorescent sensor. Chinese Chemical Letters, 2024, 35(5): 108693-. doi: 10.1016/j.cclet.2023.108693
3. [3]
  Ruofan Qi , Jing Zhang , Wang Sun , Bai Yu , Zhenhua Wang , Kening Sun . Solid-acid-Lewis-base interaction accelerates lithium ion transport for uniform lithium deposition. Chinese Chemical Letters, 2025, 36(6): 110009-. doi: 10.1016/j.cclet.2024.110009
4. [4]
  Chun-Ying Xu , Xiao-Lin Luan , Yuan-Yuan Cui , Cheng-Xiong Yang . One-pot in situ doping synthesis of phenylboronic acid-functionalized magnetic-cyclodextrin microporous organic network for specific enrichment and detection of sulfonylurea herbicides. Chinese Chemical Letters, 2025, 36(9): 110937-. doi: 10.1016/j.cclet.2025.110937
5. [5]
  Yimin Guo , Yiting Luo , Shuwen Hua , Chuan-Fan Ding , Yinghua Yan . Application of magnetic nanomaterials in peptidomics: A review in the past decade. Chinese Chemical Letters, 2025, 36(6): 110070-. doi: 10.1016/j.cclet.2024.110070
6. [6]
  Jiajia Zhuang , Chunyu Cui , Changjiang Li , Gang Luo , Jiaping Tong , Di Sun . Counter-ion effect to the Ising-type magnetic anisotropy and magnetic relaxation in trigonal bipyramidal Co(Ⅱ) complexes. Chinese Chemical Letters, 2025, 36(7): 110091-. doi: 10.1016/j.cclet.2024.110091
7. [7]
  Jingfeng Yue , Zhenxin Tang , Yuxing Zhang , Zhongbao Jian . Oligomeric α-diimine nickel catalysts for enhanced ethylene polymerization. Chinese Chemical Letters, 2026, 37(1): 111930-. doi: 10.1016/j.cclet.2025.111930
8. [8]
  Di ZHANG , Tianxiang XIE , Xu HE , Wanyu WEI , Qi FAN , Jie QIAO , Gang JIN , Ningbo LI . Construction and antitumor activity of pH/GSH dual-responsive magnetic nanodrug. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 786-796. doi: 10.11862/CJIC.20240329
9. [9]
  Ke Xu , Shulai Lei , Panshuo Wang , Weiyi Wang , Yuan Feng , Junsheng Feng . Unraveling the microscopic origin of out of plane magnetic anisotropy in Ⅵ₃. Chinese Chemical Letters, 2025, 36(8): 110257-. doi: 10.1016/j.cclet.2024.110257
10. [10]
  Lihua HUANG , Jian HUA . Denitration performance of HoCeMn/TiO₂ catalysts prepared by co-precipitation and impregnation methods. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 629-645. doi: 10.11862/CJIC.20230315
11. [11]
  Qingxuan Kong , Changwei Jiang , Bin Lyu , Zhaoting Li , Ning Jiao , Song Song . Denitrative iodination of nitroarenes with hydroiodic acid. Chinese Chemical Letters, 2025, 36(10): 111444-. doi: 10.1016/j.cclet.2025.111444
12. [12]
  Kezhen Qi , Shu-yuan Liu , Ruchun Li . Selective dissolution for stabilizing solid electrolyte interphase. Chinese Chemical Letters, 2024, 35(5): 109460-. doi: 10.1016/j.cclet.2023.109460
13. [13]
  Biao Fang , Runwei Mo . PVDF-based solid-state battery. Chinese Journal of Structural Chemistry, 2024, 43(8): 100347-100347. doi: 10.1016/j.cjsc.2024.100347
14. [14]
  Lingling Su , Qunyan Wu , Congzhi Wang , Jianhui Lan , Weiqun Shi . Theoretical design of polyazole based ligands for the separation of Am(Ⅲ)/Eu(Ⅲ). Chinese Chemical Letters, 2024, 35(8): 109402-. doi: 10.1016/j.cclet.2023.109402
15. [15]
  Jingwen Zhao , Jianpu Tang , Zhen Cui , Limin Liu , Dayong Yang , Chi Yao . A DNA micro-complex containing polyaptamer for exosome separation and wound healing. Chinese Chemical Letters, 2024, 35(9): 109303-. doi: 10.1016/j.cclet.2023.109303
16. [16]
  Huangjie Lu , Yingzhe Du , Peng Lin , Jian Lin . Separation of americium from lanthanides based on oxidation state control. Chinese Journal of Structural Chemistry, 2024, 43(10): 100344-100344. doi: 10.1016/j.cjsc.2024.100344
17. [17]
  Hao-Cong Li , Ming Zhang , Qiyan Lv , Kai Sun , Xiao-Lan Chen , Lingbo Qu , Bing Yu . Homogeneous catalysis and heterogeneous separation: Ionic liquids as recyclable photocatalysts for hydroacylation of olefins. Chinese Chemical Letters, 2025, 36(2): 110579-. doi: 10.1016/j.cclet.2024.110579
18. [18]
  Yongqing Zeng , Caijun Liang , Xin Lu , Lingxue Zhao , Fangting Wu , Tao Hou , Anting Zhao , Menglan Lv , Zhu Tao , Qing Li . Perfect separation of pyridine and 3-methylpyridine by cucurbit[6]uril. Chinese Chemical Letters, 2025, 36(9): 110807-. doi: 10.1016/j.cclet.2024.110807
19. [19]
  Chu Zeng , Han Yang , Ming Xu , Zhi-Yuan Gu . Optimizing COF crystallinity for high-resolution GC separation. Chinese Chemical Letters, 2026, 37(1): 110064-. doi: 10.1016/j.cclet.2024.110064
20. [20]
  Yiwen Yuan , Lingyao Wang , Yuanbin Zhang . A hybrid azolate framework for record propylene/propane sieving separation. Chinese Journal of Structural Chemistry, 2025, 44(5): 100510-100510. doi: 10.1016/j.cjsc.2024.100510

Get Citation

PDF

XML

Metrics

PDF Downloads(4)
Abstract views(1457)
HTML views(104)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142