Citation: ANG Lin-Lin, JING Xu, HE Cheng, DUAN Chun-Ying. Photocatalytic Hydrogen Production Based on Cobalt-Thiosemicarbazone Complex with the Xanthene Dye Moiety[J]. Chinese Journal of Inorganic Chemistry, ;2017, 33(6): 913-922. doi: 10.11862/CJIC.2017.126 shu

Photocatalytic Hydrogen Production Based on Cobalt-Thiosemicarbazone Complex with the Xanthene Dye Moiety

State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, Liaoning 116024, China

Corresponding author: HE Cheng, hecheng@dlut.edu.cn
Received Date: 21 December 2016
Revised Date: 25 April 2017

Figures(6)

Two cobalt complexes containing NSP (nitrogen-sulphur-phosphor) chelator prepared from thiose-micarbazone ligands with different terminal functional groups and triphenylphosphine moiety have been synthesized in high yield and characterized. Their photocatalytic activity for hydrogen evolution under visible light irradiation was investigated. The photocatalyst [Co(L2)(L2')](BF₄)_2.5·H₂O·0.5C₂H₅OH (2) (L2=2-(diphenylphosphino)benzylidene-2-(3, 6-bis(ethylamino)-2, 7-dimethyl-9H-xanthen-9-yl)benzothiohydrazide, L2'=2-(diphenylphosphinooxide)benzylidene-2-(3, 6-bis(ethylamino)-2, 7-dimethyl-9H-xanthen-9-yl) benzothiohydrazide) containing rhodamine groups exhibited activity in light driven hydrogen evolution with the TON and initial TOF reaching to 2 800 mol_H₂·mol_cat^-1 and 930 mol_H₂·mol_cat^-1·h^-1, respectively, which is much higher than that of complex [Co(L1)(L1')](BF₄)·0.5H₂O (1) (L1=2-(diphenylphosphino)benzylidene hydrazinecarbodithionate, L1'=2-(diphenyl-phosphinooxide)benzylidene hydrazinecarbodithionate) under similar conditions. The higher catalytic activity was attributed to the potential intermolecular π-π stack interactions between the catalyst 2 and photosensitizer fluorescein (Fl) benefiting the photoinduced electron transfer between the photosensitizer and the photocatalyst.CCDC:1523357;1, 1523358, 2.
- photoinduced electron transfer,
- cobalt,
- thiosemicarbazone,
- light driven H₂ production
1. [1]
  Cook T R, Dogutan D K, Reece S Y, et al. Chem. Rev., 2010, 110:6474-6502 doi: 10.1021/cr100246c
2. [2]
  Bard A J, Fox M A. Acc. Chem. Res., 1995, 28:141-145 doi: 10.1021/ar00051a007
3. [3]
  Chen X, Liu L, Yu P Y, et al. Science, 2011, 331:746-750 doi: 10.1126/science.1200448
4. [4]
  Wang F, Wang W G, Wang X J, et al. Angew. Chem., Int. Ed., 2011, 50:3193-3197 doi: 10.1002/anie.201006352
5. [5]
  Yuhas A D, Smeigh A L, Douvalis A P, et al. J. Am. Chem. Soc., 2012, 134:10353-10356 doi: 10.1021/ja303640s
6. [6]
  Kluwer A M, Kapre R, Hartl F, et al. PNAS, 2009, 106:10460-10465 doi: 10.1073/pnas.0809666106
7. [7]
  Zhang P, Wang M, Li C, et al. Chem. Commun., 2010, 46:8806-8808 doi: 10.1039/c0cc03154b
8. [8]
  McNamara W R, Han Z, Alperin P J, et al. J. Am. Chem. Soc., 2011, 133:15368-15371 doi: 10.1021/ja207842r
9. [9]
  McCormick T M, Calitree B D, Orchard A, et al. J. Am. Chem. Soc., 2010, 132:15480-15483 doi: 10.1021/ja1057357
10. [10]
  McLaughlin M P, McCormick T M, Eisenberg R, et al. Chem. Commun., 2011, 47:7989-7991 doi: 10.1039/c1cc12347e
11. [11]
  Han Z, McNamara W R, Eum M S, et al. Angew. Chem. Int. Ed., 2012, 51:1667-1670 doi: 10.1002/anie.v51.7
12. [12]
  Zhang W, Hong J, Zheng J, et al. J. Am. Chem. Soc., 2011, 133:20680-20683 doi: 10.1021/ja208555h
13. [13]
  WEN Fu-Yu, YANG Jin-Hui, ZONG Xu, et al. Prog. Chem., 2009, 21(11):2285-2302
14. [14]
  Artero V, Chavarot-Kerlidou M, Fontecave M. Angew Chem, Int Ed., 2011, 50:7238-7266 doi: 10.1002/anie.v50.32
15. [15]
  Lin Y, Yuan G, Sheehan S, et al. Energy Environ. Sci., 2011, 4:4862-4869 doi: 10.1039/c1ee01850g
16. [16]
  Lobana T S, Sharma R, Bawa G, et al. Coord. Chem. Rev., 2009, 253:977-1055 doi: 10.1016/j.ccr.2008.07.004
17. [17]
  Beraldo H, Gambino D. Mini Rev. Med. Chem., 2004, 4:31-39 doi: 10.2174/1389557043487484
18. [18]
  Milunovic M N M, Enyedy E A, Nagy N V, et al. Inorg. Chem., 2012, 51:9309-9321 doi: 10.1021/ic300967j
19. [19]
  Peng H, Liu G F, Liu L, et al. Tetrahedron, 2005, 61:5926-5932 doi: 10.1016/j.tet.2005.03.096
20. [20]
  AliM A, Bernhardt P V, Brax M A H, et al. Inorg. Chem., 2013, 52:1650-1657 doi: 10.1021/ic302596h
21. [21]
  Chang T M, Tomat E. Dalton Trans., 2013, 42:7846-7849 doi: 10.1039/c3dt50824b
22. [22]
  Credico A, de Biani F F, Gonsalvi L, et al. Chem. Eur. J., 2009, 15:11985-11998 doi: 10.1002/chem.v15:44
23. [23]
  Zhang L Y, Xu L J, Zhang X, et al. Inorg. Chem., 2013, 52:5167-5175 doi: 10.1021/ic4000457
24. [24]
  Han Z J, Shen L X, Brennessel W W, et al. J. Am. Chem. Soc., 2013, 135:14659-14669 doi: 10.1021/ja405257s
25. [25]
  Goff A L, Artero V, Jousselme B, et al. Science, 2009, 326:1384-1387 doi: 10.1126/science.1179773
26. [26]
  Kilgore U J, Roberts J A S, Pool D H, et al. J. Am. Chem. Soc., 2011, 133:5861-5872 doi: 10.1021/ja109755f
27. [27]
  Du P, Eisenberg R. Energy Environ. Sci., 2012, 5:6012-6021 doi: 10.1039/c2ee03250c
28. [28]
  Jing X, Wu P, Liu X, et al. New J. Chem., 2015, 39:1051-1059 doi: 10.1039/C4NJ01540A
29. [29]
  Huang W, Song C, He C, et al. Inorg. Chem., 2009, 48:5061-5072 doi: 10.1021/ic8015657
30. [30]
  SMART, SAINT and XPREP, Bruker Analytical Instruments Inc. , Madison, WI, 1995.
31. [31]
  Sheldrick G M. SHELXS-97, Program for X-ray Crystal Structure Solution and Refinement, University of Göttingen, Germany, 1997.
32. [32]
  Duan C Y, Liu Z H, You X Z, et al. Chem. Commun., 1997:381-382
33. [33]
  Li M X, Chen C L, Zhang D, et al. Eur. J. Med. Chem., 2010, 45:3169-3177 doi: 10.1016/j.ejmech.2010.04.009
34. [34]
  Katti K V, Singh P R, Barnes C L. J. Chem. Soc., Dalton Trans., 1993:2153-2159
35. [35]
  ZhaoY G, Guo D, Liu Y, et al. Chem. Commun., 2008:5725-5727
36. [36]
  Stewart M P, Ho M H, Wiese S, et al. J. Am. Chem. Soc., 2013, 135:6033-6046 doi: 10.1021/ja400181a
37. [37]
  Razavet M, Artero V, Fontecave M. Inorg. Chem., 2005, 44:4786-4795 doi: 10.1021/ic050167z
38. [38]
  Kasunadasa H I, Chang C J, Long J R. Nature, 2010, 464:1329-1333 doi: 10.1038/nature08969
39. [39]
  Zhang P, Wang M, Dong J, et al. J. Phys. Chem. C, 2010, 114:15868-15874 doi: 10.1021/jp106512a
40. [40]
  Li L, Duan L L, Wen F Y, et al. Chem. Commun., 2012, 48:988-990 doi: 10.1039/C2CC16101J
41. [41]
  Dong X Y, Zhang M, Pei R B, et al. Angew. Chem. Int. Ed., 2016, 55:2073-2077 doi: 10.1002/anie.201509744
42. [42]
  Lazarides T, McCormick T, Du P W, et al. J. Am. Chem. Soc., 2009, 131:9192-9194 doi: 10.1021/ja903044n
43. [43]
  HAN A-Li, DU Ping-Wu. Chinese J. Inorg. Chem., 2013, 29(8):1703-1709
44. [44]
  Zhang P, Wang M, Na Y, et al. Dalton Trans., 2010, 39:1204-1206 doi: 10.1039/B923159P
1. [1]
  Abiduweili Sikandaier , Yukun Zhu , Dongjiang Yang . In-situ decorated cobalt phosphide cocatalyst on Hittorf's phosphorus triggering efficient photocatalytic hydrogen production. Chinese Journal of Structural Chemistry, 2024, 43(2): 100242-100242. doi: 10.1016/j.cjsc.2024.100242
2. [2]
  Yi Liu , Zhe-Hao Wang , Guan-Hua Xue , Lin Chen , Li-Hua Yuan , Yi-Wen Li , Da-Gang Yu , Jian-Heng Ye . Photocatalytic dicarboxylation of strained C–C bonds with CO₂ via consecutive visible-light-induced electron transfer. Chinese Chemical Letters, 2024, 35(6): 109138-. doi: 10.1016/j.cclet.2023.109138
3. [3]
  Yiqian Jiang , Zihan Yang , Xiuru Bi , Nan Yao , Peiqing Zhao , Xu Meng . Mediated electron transfer process in α-MnO₂ catalyzed Fenton-like reaction for oxytetracycline degradation. Chinese Chemical Letters, 2024, 35(8): 109331-. doi: 10.1016/j.cclet.2023.109331
4. [4]
  Lei Wan , Yizhou Tong , Xi Lu , Yao Fu . Cobalt-catalyzed reductive alkynylation to construct C(sp)-C(sp³) and C(sp)-C(sp²) bonds. Chinese Chemical Letters, 2024, 35(7): 109283-. doi: 10.1016/j.cclet.2023.109283
5. [5]
  Zhenyu Hu , Zhenchun Yang , Shiqi Zeng , Kun Wang , Lina Li , Chun Hu , Yubao Zhao . Cationic surface polarization centers on ionic carbon nitride for efficient solar-driven H₂O₂ production and pollutant abatement. Chinese Chemical Letters, 2024, 35(10): 109526-. doi: 10.1016/j.cclet.2024.109526
6. [6]
  Xiuzheng Deng , Yi Ke , Jiawen Ding , Yingtang Zhou , Hui Huang , Qian Liang , Zhenhui Kang . Construction of ZnO@CDs@Co₃O₄ sandwich heterostructure with multi-interfacial electron-transfer toward enhanced photocatalytic CO₂ reduction. Chinese Chemical Letters, 2024, 35(4): 109064-. doi: 10.1016/j.cclet.2023.109064
7. [7]
  Ping Lu , Baoyin Du , Ke Liu , Ze Luo , Abiduweili Sikandaier , Lipeng Diao , Jin Sun , Luhua Jiang , Yukun Zhu . Heterostructured In2O3/In2S3 hollow fibers enable efficient visible-light driven photocatalytic hydrogen production and 5-hydroxymethylfurfural oxidation. Chinese Journal of Structural Chemistry, 2024, 43(8): 100361-100361. doi: 10.1016/j.cjsc.2024.100361
8. [8]
  Yubang Li , Xixi Hu , Daiqian Xie . The microscopic formation mechanism of O + H2 products from photodissociation of H2O. Chinese Journal of Structural Chemistry, 2024, 43(5): 100274-100274. doi: 10.1016/j.cjsc.2024.100274
9. [9]
  Yuanjin Chen , Xianghui Shi , Dajiang Huang , Junnian Wei , Zhenfeng Xi . Synthesis and reactivity of cobalt dinitrogen complex supported by nonsymmetrical pincer ligand. Chinese Chemical Letters, 2024, 35(7): 109292-. doi: 10.1016/j.cclet.2023.109292
10. [10]
  Bicheng Zhu , Jingsan Xu . S-scheme heterojunction photocatalyst for H2 evolution coupled with organic oxidation. Chinese Journal of Structural Chemistry, 2024, 43(8): 100327-100327. doi: 10.1016/j.cjsc.2024.100327
11. [11]
  Jianhui Yin , Wenjing Huang , Changyong Guo , Chao Liu , Fei Gao , Honggang Hu . Tryptophan-specific peptide modification through metal-free photoinduced N-H alkylation employing N-aryl glycines. Chinese Chemical Letters, 2024, 35(6): 109244-. doi: 10.1016/j.cclet.2023.109244
12. [12]
  Ziruo Zhou , Wenyu Guo , Tingyu Yang , Dandan Zheng , Yuanxing Fang , Xiahui Lin , Yidong Hou , Guigang Zhang , Sibo Wang . Defect and nanostructure engineering of polymeric carbon nitride for visible-light-driven CO2 reduction. Chinese Journal of Structural Chemistry, 2024, 43(3): 100245-100245. doi: 10.1016/j.cjsc.2024.100245
13. [13]
  Xinyu Huai , Jingxuan Liu , Xiang Wu . Cobalt-Doped NiMoO4 Nanosheet for High-performance Flexible Supercapacitor. Chinese Journal of Structural Chemistry, 2023, 42(10): 100158-100158. doi: 10.1016/j.cjsc.2023.100158
14. [14]
  Tengjia Ni , Xianbiao Hou , Huanlei Wang , Lei Chu , Shuixing Dai , Minghua Huang . Controllable defect engineering based on cobalt metal-organic framework for boosting oxygen evolution reaction. Chinese Journal of Structural Chemistry, 2024, 43(1): 100210-100210. doi: 10.1016/j.cjsc.2023.100210
15. [15]
  Ling Fang , Sha Wang , Shun Lu , Fengjun Yin , Yujie Dai , Lin Chang , Hong Liu . Efficient electroreduction of nitrate via enriched active phases on copper-cobalt oxides. Chinese Chemical Letters, 2024, 35(4): 108864-. doi: 10.1016/j.cclet.2023.108864
16. [16]
  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
17. [17]
  Yi Herng Chan , Zhe Phak Chan , Serene Sow Mun Lock , Chung Loong Yiin , Shin Ying Foong , Mee Kee Wong , Muhammad Anwar Ishak , Ven Chian Quek , Shengbo Ge , Su Shiung Lam . Thermal pyrolysis conversion of methane to hydrogen (H₂): A review on process parameters, reaction kinetics and techno-economic analysis. Chinese Chemical Letters, 2024, 35(8): 109329-. doi: 10.1016/j.cclet.2023.109329
18. [18]
  Peng Wang , Daijie Deng , Suqin Wu , Li Xu . Cobalt-based deep eutectic solvent modified nitrogen-doped carbon catalyst for boosting oxygen reduction reaction in zinc-air batteries. Chinese Journal of Structural Chemistry, 2024, 43(1): 100199-100199. doi: 10.1016/j.cjsc.2023.100199
19. [19]
  Weizhong LING , Xiangyun CHEN , Wenjing LIU , Yingkai HUANG , Yu LI . Syntheses, crystal structures, and catalytic properties of three zinc(Ⅱ), cobalt(Ⅱ) and nickel(Ⅱ) coordination polymers constructed from 5-(4-carboxyphenoxy)nicotinic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1803-1810. doi: 10.11862/CJIC.20240068
20. [20]
  Yun-Xin Huang , Lin-Qian Yu , Ke-Yu Chen , Hao Wang , Shou-Yan Zhao , Bao-Cheng Huang , Ren-Cun Jin . Biochar with self-doped N to activate peroxymonosulfate for bisphenol-A degradation via electron transfer mechanism: The active edge graphitic N site. Chinese Chemical Letters, 2024, 35(9): 109437-. doi: 10.1016/j.cclet.2023.109437

Get Citation

PDF

XML

Metrics

PDF Downloads(6)
Abstract views(589)
HTML views(117)

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