Citation: Xie An, Pan Zhong-Hua, Yu Miao, Luo Geng-Geng, Sun Di. Photocatalytic hydrogen production from acidic aqueous solution in BODIPY-cobaloxime-ascorbic acid homogeneous system[J]. Chinese Chemical Letters, ;2019, 30(1): 225-228. doi: 10.1016/j.cclet.2018.05.003 shu

Photocatalytic hydrogen production from acidic aqueous solution in BODIPY-cobaloxime-ascorbic acid homogeneous system

Xie An ^a,1 ,
Pan Zhong-Hua ^c,1 ,
Yu Miao ^c ,
Luo Geng-Geng ^c,, ,
Sun Di ^b,,

a.
School of Materials Science and Engineering, Xiamen University of Technology, Xiamen 361024, China
b.
School of Chemistry and Chemical Engineering, Shandong University, Ji'nan 250100, China
c.
Fujian Key Laboratory of Photoelectric Functional Materials, College of Materials Science and Engineering, Huaqiao University, Xiamen 361021, China

Corresponding author: Luo Geng-Geng, ggluo@hqu.edu.cn Sun Di, dsun@sdu.edu.cn; dsun_sdu@qq.com

Received Date: 12 March 2018
Revised Date: 22 April 2018
Accepted Date: 2 May 2018
Available Online: 2 January 2018

Figures(3)

Iodinated boron dipyrromethene (BODIPY) dyes with 8-hydroxyl-quinoline or phenylamine moiety at the meso-position on the BODIPY core were used as efficient photosensitizers (PSs) of three-component light-driven production of H₂ system from acidic aqueous solution in conjunction with a cobaloxime[Co^Ⅲ(dmgH)₂PyCl] (dmgH=dimethylglyoximate, and py=pyridine) as proton-reducing catalyst and ascorbic acid (H₂A) as sacrificial electron donor. This is the first example of BODIPYs as homogeneous hydrogen-generating PSs employed in the acidic aqueous conditions. That they are active in the acidic solutions and inactive in the basic conditions may indicate that the extent of competition between intramolecular and intermolecular electron transfer reactions exists. Efficient bimolecular electron transfer reaction between PS and molecular catalyst is needed to make H₂ production, while the intramolecular electron transfer of PS may curb H₂ production. The results underscore that the chemical modification of BODIPYs can be performed, thus allowing for the transformation of acid and base conditions for the light-driven H₂ production.
- BODIPY dyes,
- Photocatalytic H₂ production,
- Photosensitizer,
- Cobaloxime,
- Electron donor
1. [1]
  Z.J. Han, R. Eisenberg, Acc. Chem. Res. 47(2014) 2537-2544. doi: 10.1021/ar5001605
2. [2]
  P.W. Du, R. Eisenberg, Energy Environ. Sci. 5(2012) 6012-6021. doi: 10.1039/c2ee03250c
3. [3]
  G.G.Luo, H.Lu, Y.H.Wang, J.Dong, Y.Zhao, R.B.Wu, DyesPigm.134(2016)498-505.
4. [4]
  A. Xiao, H. Lu, Y. Zhao, G.G. Luo, Acta Phys.-Chim. Sin. 32(2016) 2968-2975.
5. [5]
  G.G. Luo, K. Fang, J.H. Wu, et al., Phys. Chem. Chem. Phys. 16(2014) 23884-23894. doi: 10.1039/C4CP03343D
6. [6]
  J. Bartelmess, A.J. Francis, K.A.E.I. Roz, et al., Inorg. Chem. 53(2014) 4527-4534. doi: 10.1021/ic500218q
7. [7]
  G.G. Luo, H. Lu, X.L. Zhang, et al., Phys. Chem. Chem. Phys.17(2015) 9716-9729. doi: 10.1039/C5CP00732A
8. [8]
  G.G. Luo, K. Fang, J.H. Wu, et al., Chem. Commun. 51(2015) 12361-12364. doi: 10.1039/C5CC03897A
9. [9]
  R.P. Sabatini, B. Lindley, T.M. McCormick, et al., J. Phys. Chem. B 120(2016) 527-534.
10. [10]
  L. Dura, J. Ahrens, M. Pohl, et al., Chem.-Eur. J. 21(2015) 13549-13552. doi: 10.1002/chem.201501637
11. [11]
  B. Zheng, R.P. Sabatini, W.F. Fu, et al., Proc. Natl. Acad. Sci. U. S. A. 112(2015) E3987-E3996. doi: 10.1073/pnas.1509310112
12. [12]
  A. Prlj, L. Vannay, C. Corminboeuf, Helv. Chim. Acta 100(2017) e1700093. doi: 10.1002/hlca.v100.6
13. [13]
  P. Farrás, A.C. Benniston, Tetrahedron. Lett. 55(2014) 7011-7014. doi: 10.1016/j.tetlet.2014.10.119
14. [14]
  T. Lazarides, T. McCormick, P.W. Du, et al., J. Am. Chem. Soc. 131(2009) 9192-9194. doi: 10.1021/ja903044n
15. [15]
  G.G. Luo, Y.H. Wang, J.H. Wu, et al., Chem. Commun. 53(2017) 7007-7010. doi: 10.1039/C7CC01942D
16. [16]
  Y. Zhao, Y.H. Wang, Q.Y. Wu, et al., Chin. J. Catal. 39(2018) 517-526. doi: 10.1016/S1872-2067(17)62940-1
17. [17]
  G.G. Luo, X.C. Li, J.H. Wang, ChemistrySelect 3(2016) 425-429.
18. [18]
  Y.H. Zhong, L.P. Si, H.S. He, et al., Dalton Trans. 40(2011) 11389-11395. doi: 10.1039/c1dt11137j
19. [19]
  H. He, L. Si, Y. Zhong, et al., Chem. Commun. 48(2012) 1886-1888. doi: 10.1039/c2cc17037j
20. [20]
  Z.H. Pan, G.G. Luo, J.W. Zhou, et al., Dalton Trans. 43(2014) 8499-8507. doi: 10.1039/C4DT00395K
21. [21]
  T. Yogo, Y. Urano, Y. Ishitsuka, et al., J. Am. Chem. Soc.127(2005) 12162-12163. doi: 10.1021/ja0528533
22. [22]
  T. Yogo, Y. Urano, A. Mizushima, et al., Proc. Natl. Acad. Sci. U. S. A. 105(2008) 28-32. doi: 10.1073/pnas.0611717105
23. [23]
  Z.H. Pan, J.W. Zhou, G.G. Luo, et al., Phys. Chem. Chem. Phys. 16(2014) 16290-16301. doi: 10.1039/C4CP02151G
24. [24]
  K.A. Brown, S. Dayal, X. Ai, et al., J. Am. Chem. Soc. 132(2010) 9672-9680. doi: 10.1021/ja101031r
1. [1]
  Yueying Wang , Jianming Xiong , Linwei Xin , Yuanyuan Li , He Huang , Wenjun Miao . Photosensitizer-synergized g-carbon nitride nanosheets with enhanced photocatalytic activity for eradicating drug-resistant bacteria and promoting wound healing. Chinese Chemical Letters, 2025, 36(4): 110003-. doi: 10.1016/j.cclet.2024.110003
2. [2]
  Zhe Li , Ping-Zhao Liang , Li Xu , Fei-Yu Yang , Tian-Bing Ren , Lin Yuan , Xia Yin , Xiao-Bing Zhang . Three positive charge nonapoptotic-induced photosensitizer with excellent water solubility for tumor therapy. Chinese Chemical Letters, 2024, 35(8): 109190-. doi: 10.1016/j.cclet.2023.109190
3. [3]
  Du Liu , Yuyan Li , Hankun Zhang , Benhua Wang , Chaoyi Yao , Minhuan Lan , Zhanhong Yang , Xiangzhi Song . Three-in-one erlotinib-modified NIR photosensitizer for fluorescence imaging and synergistic chemo-photodynamic therapy. Chinese Chemical Letters, 2025, 36(2): 109910-. doi: 10.1016/j.cclet.2024.109910
4. [4]
  Jumei Zhang , Ziheng Zhang , Gang Li , Hongjin Qiao , Hua Xie , Ling Jiang . Ligand-mediated reactivity in CO oxidation of yttrium-nickel monoxide carbonyl complexes. Chinese Chemical Letters, 2025, 36(2): 110278-. doi: 10.1016/j.cclet.2024.110278
5. [5]
  Qihang Wu , Hui Wen , Wenhai Lin , Tingting Sun , Zhigang Xie . Alkyl chain engineering of boron dipyrromethenes for efficient photodynamic antibacterial treatment. Chinese Chemical Letters, 2024, 35(12): 109692-. doi: 10.1016/j.cclet.2024.109692
6. [6]
  Cheng He , Renlan Huang , Lingling Wei , Qiuhui He , Jinbo Liu , Jiao Chen , Ge Gao , Cheng Yang , Wanhua Wu . Uncovering the mask of sensitizers to switch on the TTA-UC emission by supramolecular host-guest complexation. Chinese Chemical Letters, 2025, 36(4): 110103-. doi: 10.1016/j.cclet.2024.110103
7. [7]
  Wenjuan Jin , Zelong Chen , Yi Wang , Jiaxuan Li , Jiahui Li , Yuxin Pei , Zhichao Pei . Nano metal-photosensitizer based on Aza-BODIPY-Cu complex for CDT-enhanced dual phototherapy. Chinese Chemical Letters, 2024, 35(7): 109328-. doi: 10.1016/j.cclet.2023.109328
8. [8]
  Xin Lv , Hongxing Zhang , Kaibo Duan , Wenhui Dai , Zhihui Wen , Wei Guo , Junsheng Hao . Lighting the Way Against Cancer: Photodynamic Therapy. University Chemistry, 2024, 39(5): 70-79. doi: 10.3866/PKU.DXHX202309090
9. [9]
  Rong-Nan Yi , Wei-Min He . Electron donor-acceptor complex enabled arylation of dithiocarbamate anions with thianthrenium salts under aqueous micellar conditions. Chinese Chemical Letters, 2024, 35(11): 110194-. doi: 10.1016/j.cclet.2024.110194
10. [10]
  Hualin Jiang , Wenxi Ye , Huitao Zhen , Xubiao Luo , Vyacheslav Fominski , Long Ye , Pinghua Chen . Novel 3D-on-2D g-C₃N₄/AgI._x._y heterojunction photocatalyst for simultaneous and stoichiometric production of H₂ and H₂O₂ from water splitting under visible light. Chinese Chemical Letters, 2025, 36(2): 109984-. doi: 10.1016/j.cclet.2024.109984
11. [11]
  Sikai Wu , Xuefei Wang , Huogen Yu . Hydroxyl-enriched hydrous tin dioxide-coated BiVO4 with boosted photocatalytic H2O2 production. Chinese Journal of Structural Chemistry, 2024, 43(12): 100457-100457. doi: 10.1016/j.cjsc.2024.100457
12. [12]
  Zhipeng Li , Qincong Feng , Jianliang Shen . A β-lactamase-activatable photosensitizer for the treatment of resistant bacterial infections. Chinese Chemical Letters, 2024, 35(11): 109602-. doi: 10.1016/j.cclet.2024.109602
13. [13]
  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
14. [14]
  Jiangqi Ning , Junhan Huang , Yuhang Liu , Yanlei Chen , Qing Niu , Qingqing Lin , Yajun He , Zheyuan Liu , Yan Yu , Liuyi Li . Alkyl-linked TiO2@COF heterostructure facilitating photocatalytic CO2 reduction by targeted electron transport. Chinese Journal of Structural Chemistry, 2024, 43(12): 100453-100453. doi: 10.1016/j.cjsc.2024.100453
15. [15]
  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
16. [16]
  Peipei Sun , Jinyuan Zhang , Yanhua Song , Zhao Mo , Zhigang Chen , Hui Xu . 引入内建电场增强光载流子分离以促进H₂的生产. Acta Physico-Chimica Sinica, 2024, 40(11): 2311001-. doi: 10.3866/PKU.WHXB202311001
17. [17]
  Yiling Li , Zekun Gao , Xiuxiu Yue , Minhuan Lan , Xiuli Zheng , Benhua Wang , Shuang Zhao , Xiangzhi Song . FRET-based two-photon benzo[a] phenothiazinium photosensitizer for fluorescence imaging-guided photodynamic therapy. Chinese Chemical Letters, 2024, 35(7): 109133-. doi: 10.1016/j.cclet.2023.109133
18. [18]
  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
19. [19]
  Fei Jin , Bolin Yang , Xuanpu Wang , Teng Li , Noritatsu Tsubaki , Zhiliang Jin . Facilitating efficient photocatalytic hydrogen evolution via enhanced carrier migration at MOF-on-MOF S-scheme heterojunction interfaces through a graphdiyne (CnH2n-2) electron transport layer. Chinese Journal of Structural Chemistry, 2023, 42(12): 100198-100198. doi: 10.1016/j.cjsc.2023.100198
20. [20]
  Guixu Pan , Zhiling Xia , Ning Wang , Hejia Sun , Zhaoqi Guo , Yunfeng Li , Xin Li . Preparation of high-efficient donor-π-acceptor system with crystalline g-C3N4 as charge transfer module for enhanced photocatalytic hydrogen evolution. Chinese Journal of Structural Chemistry, 2024, 43(12): 100463-100463. doi: 10.1016/j.cjsc.2024.100463

Get Citation

PDF

XML

Metrics

PDF Downloads(4)
Abstract views(958)
HTML views(41)

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