Citation: Siyu Chang, Jun Bu, Jinjin Li, Jin Lin, Zhenpeng Liu, Wenxiu Ma, Jian Zhang. Highly efficient electrocatalytic deuteration of acetylene to deuterated ethylene using deuterium oxide[J]. Chinese Chemical Letters, ;2023, 34(5): 107765. doi: 10.1016/j.cclet.2022.107765 shu

Highly efficient electrocatalytic deuteration of acetylene to deuterated ethylene using deuterium oxide

Siyu Chang ^a ,
Jun Bu ^a ,
Jinjin Li ^a ,
Jin Lin ^a ,
Zhenpeng Liu ^b ,
Wenxiu Ma ^a ,
Jian Zhang ^{a, b, *,}

a.
Key Laboratory of Special Functional and Smart Polymer Materials of Ministry of Industry and Information Technology, School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi'an 710129, China
b.
State Key Laboratory of Solidification Processing and School of Materials Science and Engineering, Northwestern Polytechnical University, Xi'an 710072, China

zhangjian@nwpu.edu.cn

Received Date: 5 April 2022
Revised Date: 6 August 2022
Accepted Date: 19 August 2022
Available Online: 21 August 2022

Figures(4)

Deuterated ethylene is an important building block for manufacturing various deuterated polyolefins and chemicals. However, low-cost and large-scale production of deuterated ethylene still remain a great challenge. Herein, with D₂O as the D source, we first propose an electrocatalytic deuteration strategy for continuous production of deuterated ethylene from acetylene under ambient conditions. Specially, Ag nanoparticles exhibit a very high deuterated ethylene Faradic efficiency of up to 99.3% at –0.6 V vs. reversible hydrogen electrode. Meanwhile, Ag nanoparticles achieve a deuterated ethylene production rate of 3.72 × 10³ mmol h^–1 g_cat^–1 and an excellent long-term stability with deuterated ethylene Faradaic efficiencies of ~95% in a two-electrode flow cell, which substantially outperform state-of-the-art values for previously reported deuterated alkenes. In-situ electrochemical Infrared absorption and Raman spectroscopies reveal superior acetylene absorption and formation of deuterated ethylene on Ag nanoparticles. This efficient electrocatalytic deuteration strategy opens a new window for continuous and economic production of deuterated alkenes.
- Electrocatalysis,
- Deuteration,
- Acetylene,
- Deuterated ethylene,
- Deuterium oxide
1. [1]
  K.K. Irikura, J. Phys. Chem. Ref. Data 36 (2007) 389–397. doi: 10.1063/1.2436891
2. [2]
  B. Belleau, J. Burba, Science 133 (1961) 102–104. doi: 10.1126/science.133.3446.102
3. [3]
  R. Lowery, M.I. Gibson, R.L. Thompson, et al., Chem. Commun. 51 (2015) 4838–4841. doi: 10.1039/C4CC09588J
4. [4]
  E.M. Simmons, J.F. Hartwig, Angew. Chem. Int. Ed. 51 (2012) 3066–3072. doi: 10.1002/anie.201107334
5. [5]
  M. Liu, Y. Zheng, Q. Chen, et al., J. Nucl. Mater. 535 (2020) 152–159.
6. [6]
  T.R. Puleo, A.J. Strong, J.S. Bandar, J. Am. Chem. Soc. 141 (2019) 1467–1472. doi: 10.1021/jacs.8b12874
7. [7]
  A. Di Giuseppe, R. Castarlenas, J.J. Perez-Torrente, et al., Angew. Chem. Int. Ed. 50 (2011) 3938–3942. doi: 10.1002/anie.201007238
8. [8]
  S.K.S. Tse, P. Xue, Z. Lin, et al., Adv. Synth. Catal. 352 (2010) 1512–1522. doi: 10.1002/adsc.201000037
9. [9]
  E. Shirakawa, H. Otsuka, T. Hayashi, Chem. Commun. 37 (2005) 5885–5886.
10. [10]
  G. Erdogan, D.B. Grotjahn, J. Am. Chem. Soc. 131 (2009) 10354–10355. doi: 10.1021/ja903519a
11. [11]
  J. Atzrodt, V. Derdau, W.J. Kerr, et al., Angew. Chem. Int. Ed. 57 (2018) 3022–3047. doi: 10.1002/anie.201708903
12. [12]
  M. Tinga, G. Schat, O.S. Akkerman, et al., J. Am. Chem. Soc. 115 (1993) 2808–2817. doi: 10.1021/ja00060a030
13. [13]
  K. Harada, H. Urabe, F. Sato, Tetrahedron Lett. 36 (1995) 3203–3206. doi: 10.1016/0040-4039(95)00513-C
14. [14]
  J.C.T.E.M. Richards, R.S. Ward, D.H. Williams, J. Chem. Soc. 11 (1969) 1542–1544.
15. [15]
  Y. Yabe, Y. Sawama, Y. Monguchi, et al., Chem. Eur. J. 19 (2013) 484–488. doi: 10.1002/chem.201203337
16. [16]
  Y. Wang, Z. Huang, X. Leng, et al., J. Am. Chem. Soc. 140 (2018) 4417–4429. doi: 10.1021/jacs.8b01038
17. [17]
  M. Han, Y. Ding, Y. Yan, et al., Org. Lett. 20 (2018) 3010–3013. doi: 10.1021/acs.orglett.8b01036
18. [18]
  Y. Kataoka, K. Takai, K. Oshima, et al., J. Org. Chem. 57 (1992) 1615–1618. doi: 10.1021/jo00031a057
19. [19]
  Y. Wu, C. Liu, C. Wang, et al., Angew. Chem. Int. Ed. 59 (2020) 21170–21175. doi: 10.1002/anie.202009757
20. [20]
  A. Kurimoto, R.S. Sherbo, Y. Cao, et al., Nat. Catal. 3 (2020) 719–726. doi: 10.1038/s41929-020-0488-z
21. [21]
  J. Bu, Z. Liu, W. Ma, et al., Nat. Catal. 4 (2021) 557–564. doi: 10.1038/s41929-021-00641-x
22. [22]
  L. Zhang, Z. Chen, Z. Liu, et al., Nat. Commun. 12 (2021) 6574. doi: 10.1038/s41467-021-26853-0
23. [23]
  Z. Lu, W. Xu, W. Zhu, et al., Chem. Commun. 50 (2014) 6479–6482. doi: 10.1039/C4CC01625D
24. [24]
  Z. -S. Cai, Y. Shi, S. -S. Bao, et al., ACS Catal. 8 (2018) 3895–3902. doi: 10.1021/acscatal.7b04276
25. [25]
  J. Moon, Y. Cheng, L.L. Daemen, et al., ACS Catal. 10 (2020) 5278–5287. doi: 10.1021/acscatal.0c00808
26. [26]
  A.V. Ivanov, A.E. Koklin, E.B. Uvarova, et al., Phy. Chem. Chem. Phys. 5 (2003) 4718–4723. doi: 10.1039/b307138c
27. [27]
  J.D. Krooswyk, I. Waluyo, M. Trenary, ACS Catal. 5 (2015) 4725–4733. doi: 10.1021/acscatal.5b00942
28. [28]
  R. Deng, J. Jones, M. Trenary, J. Phy. Chem. C 111 (2007) 1459–1466. doi: 10.1021/jp065710r
29. [29]
  L. Letendre, D.K. Liu, C.D. Pibel, et al., J. Chem. Phys. 112 (2000) 9209–9212. doi: 10.1063/1.481542
30. [30]
  B.L. Crawford, J.E. Lancaster, R.G. Inskeep, J. Chem. Phys. 21 (1953) 678–686. doi: 10.1063/1.1698989
31. [31]
  W.L. Parker, A.R. Siedle, R.M. Hexter, J. Am. Chem. Soc. 107 (1985) 264–266. doi: 10.1021/ja00287a055
32. [32]
  K. Manzel, W. Schulze, M. Moskovits, Chem. Phy. Lett. 85 (1982) 183–186. doi: 10.1016/0009-2614(82)80328-X
33. [33]
  M.L. Patterson, M.J. Weaver, J. Phys. Chem. 89 (1985) 5046–5051. doi: 10.1021/j100269a032
34. [34]
  M.F. Mrozek, M.J. Weaver, J. Phys. Chem. B 105 (2001) 8931–8937.
35. [35]
  M. de Hemptinne, J. Jungers, J. Delfrosse, Nature 140 (1937) 323–324. doi: 10.1038/140323a0
36. [36]
  C.M. M de Hemptinne, Proc. Indian Acad. Sci. 9 (1939) 286–302. doi: 10.1007/BF03046468
1. [1]
  Chunru Liu , Ligang Feng . Advances in anode catalysts of methanol-assisted water-splitting reactions for hydrogen generation. Chinese Journal of Structural Chemistry, 2023, 42(10): 100136-100136. doi: 10.1016/j.cjsc.2023.100136
2. [2]
  Guan-Nan Xing , Di-Ye Wei , Hua Zhang , Zhong-Qun Tian , Jian-Feng Li . Pd-based nanocatalysts for oxygen reduction reaction: Preparation, performance, and in-situ characterization. Chinese Journal of Structural Chemistry, 2023, 42(11): 100021-100021. doi: 10.1016/j.cjsc.2023.100021
3. [3]
  Shaojie Ding , Henan Wang , Xiaojing Dai , Yuru Lv , Xinxin Niu , Ruilian Yin , Fangfang Wu , Wenhui Shi , Wenxian Liu , Xiehong Cao . Mn-modulated Co–N–C oxygen electrocatalysts for robust and temperature-adaptative zinc-air batteries. Chinese Journal of Structural Chemistry, 2024, 43(7): 100302-100302. doi: 10.1016/j.cjsc.2024.100302
4. [4]
  Pingfan Zhang , Shihuan Hong , Ning Song , Zhonghui Han , Fei Ge , Gang Dai , Hongjun Dong , Chunmei Li . Alloy as advanced catalysts for electrocatalysis: From materials design to applications. Chinese Chemical Letters, 2024, 35(6): 109073-. doi: 10.1016/j.cclet.2023.109073
5. [5]
  Shengkai Li , Yuqin Zou , Chen Chen , Shuangyin Wang , Zhao-Qing Liu . Defect engineered electrocatalysts for C–N coupling reactions toward urea synthesis. Chinese Chemical Letters, 2024, 35(8): 109147-. doi: 10.1016/j.cclet.2023.109147
6. [6]
  Yue Zhang , Xiaoya Fan , Xun He , Tingyu Yan , Yongchao Yao , Dongdong Zheng , Jingxiang Zhao , Qinghai Cai , Qian Liu , Luming Li , Wei Chu , Shengjun Sun , Xuping Sun . Ambient electrosynthesis of urea from carbon dioxide and nitrate over Mo₂C nanosheet. Chinese Chemical Letters, 2024, 35(8): 109806-. doi: 10.1016/j.cclet.2024.109806
7. [7]
  Xianxu Chu , Lu Wang , Junru Li , Hui Xu . Surface chemical microenvironment engineering of catalysts by organic molecules for boosting electrocatalytic reaction. Chinese Chemical Letters, 2024, 35(8): 109105-. doi: 10.1016/j.cclet.2023.109105
8. [8]
  Xinyu Ren , Hong Liu , Jingang Wang , Jiayuan Yu . Electrospinning-derived functional carbon-based materials for energy conversion and storage. Chinese Chemical Letters, 2024, 35(6): 109282-. doi: 10.1016/j.cclet.2023.109282
9. [9]
  Wei Zhou , Xi Chen , Lin Lu , Xian-Rong Song , Mu-Jia Luo , Qiang Xiao . Recent advances in electrocatalytic generation of indole-derived radical cations and their applications in organic synthesis. Chinese Chemical Letters, 2024, 35(4): 108902-. doi: 10.1016/j.cclet.2023.108902
10. [10]
  Zhihao Gu , Jiabo Le , Hehe Wei , Zehui Sun , Mahmoud Elsayed Hafez , Wei Ma . Unveiling the intrinsic properties of single NiZnFeO_x entity for promoting electrocatalytic oxygen evolution. Chinese Chemical Letters, 2024, 35(4): 108849-. doi: 10.1016/j.cclet.2023.108849
11. [11]
  Zhao Li , Huimin Yang , Wenjing Cheng , Lin Tian . Recent progress of in situ/operando characterization techniques for electrocatalytic energy conversion reaction. Chinese Chemical Letters, 2024, 35(9): 109237-. doi: 10.1016/j.cclet.2023.109237
12. [12]
  Weiping Xiao , Yuhang Chen , Qin Zhao , Danil Bukhvalov , Caiqin Wang , Xiaofei Yang . Constructing the synergistic active sites of nickel bicarbonate supported Pt hierarchical nanostructure for efficient hydrogen evolution reaction. Chinese Chemical Letters, 2024, 35(12): 110176-. doi: 10.1016/j.cclet.2024.110176
13. [13]
  Ting Xie , Xun He , Lang He , Kai Dong , Yongchao Yao , Zhengwei Cai , Xuwei Liu , Xiaoya Fan , Tengyue Li , Dongdong Zheng , Shengjun Sun , Luming Li , Wei Chu , Asmaa Farouk , Mohamed S. Hamdy , Chenggang Xu , Qingquan Kong , Xuping Sun . CoSe₂ nanowire array enabled highly efficient electrocatalytic reduction of nitrate for ammonia synthesis. Chinese Chemical Letters, 2024, 35(11): 110005-. doi: 10.1016/j.cclet.2024.110005
14. [14]
  Quanyou Guo , Yue Yang , Tingting Hu , Hongqi Chu , Lijun Liao , Xuepeng Wang , Zhenzi Li , Liping Guo , Wei Zhou . Regulating local electron transfer environment of covalent triazine frameworks through F, N co-modification towards optimized oxygen reduction reaction. Chinese Chemical Letters, 2025, 36(1): 110235-. doi: 10.1016/j.cclet.2024.110235
15. [15]
  Xi Xu , Chaokai Zhu , Leiqing Cao , Zhuozhao Wu , Cao Guan . Experiential Education and 3D-Printed Alloys: Innovative Exploration and Student Development. University Chemistry, 2024, 39(2): 347-357. doi: 10.3866/PKU.DXHX202308039
16. [16]
  Tongtong Zhao , Yan Wang , Shiyue Qin , Liang Xu , Zhenhua Li . New Experiment Development: Upgrading and Regeneration of Discarded PET Plastic through Electrocatalysis. University Chemistry, 2024, 39(3): 308-315. doi: 10.3866/PKU.DXHX202309003
17. [17]
  Jinyi Sun , Lin Ma , Yanjie Xi , Jing Wang . Preparation and Electrocatalytic Nitrogen Reduction Performance Study of Vanadium Nitride@Nitrogen-Doped Carbon Composite Nanomaterials: A Recommended Comprehensive Chemistry Experiment. University Chemistry, 2024, 39(4): 184-191. doi: 10.3866/PKU.DXHX202310094
18. [18]
  Xue Dong , Xiaofu Sun , Shuaiqiang Jia , Shitao Han , Dawei Zhou , Ting Yao , Min Wang , Minghui Fang , Haihong Wu , Buxing Han . 碳修饰的铜催化剂实现安培级电流电化学还原CO₂制C₂₊产物. Acta Physico-Chimica Sinica, 2025, 41(3): 2404012-. doi: 10.3866/PKU.WHXB202404012
19. [19]
  Peng Jia , Yunna Guo , Dongliang Chen , Xuedong Zhang , Jingming Yao , Jianguo Lu , Liqiang Zhang . In-situ imaging electrocatalysis in a solid-state Li-O₂ battery with CuSe nanosheets as air cathode. Chinese Chemical Letters, 2024, 35(5): 108624-. doi: 10.1016/j.cclet.2023.108624
20. [20]
  Chunxiu Yu , Zelin Wu , Hongle Shi , Lingyun Gu , Kexin Chen , Chuan-Shu He , Yang Liu , Heng Zhang , Peng Zhou , Zhaokun Xiong , Bo Lai . Insights into the electron transfer mechanisms of peroxydisulfate activation by modified metal-free acetylene black for degradation of sulfisoxazole. Chinese Chemical Letters, 2024, 35(8): 109334-. doi: 10.1016/j.cclet.2023.109334

Get Citation

PDF

XML

Metrics

PDF Downloads(7)
Abstract views(609)
HTML views(50)

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