Citation: Chu Chu, Yuancheng Qin, Cailing Ni, Jianping Zou. Halogenated benzothiadiazole-based conjugated polymers as efficient photocatalysts for dye degradation and oxidative coupling of benzylamines[J]. Chinese Chemical Letters, ;2022, 33(5): 2736-2740. doi: 10.1016/j.cclet.2021.08.107 shu

Halogenated benzothiadiazole-based conjugated polymers as efficient photocatalysts for dye degradation and oxidative coupling of benzylamines

Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China

zjp_112@126.com

Received Date: 8 July 2021
Revised Date: 15 August 2021
Accepted Date: 24 August 2021
Available Online: 31 August 2021

Figures(3)

Donor-acceptor (D-A) conjugated polymers are widely used in photovoltaic applications and heterogeneous catalysis due to their tunable building block and pre-designable structures. Here, a series of adjustable Donor-acceptor (D-A) benzothiodiazole-based conjugated polymers were designed and synthesized. The photocatalytic performance could be improved by fine-tuning the chemical structure by halogen substitution (F or Cl). The polymers exhibited excellent optoelectronic properties and were effective photocatalysts for the degradation of RhB and MO dyes, as well as promoting the oxidative coupling of benzylamines. Complete degradation of RhB and MO occurred in 30 min under visible light radiation, while the yield of benzylamine coupling mediated by superoxide anion was as high as 82%. Systematic characterization methods were used to gain insights on the unique photocatalytic performance of the polymers. Our findings provide further insights into the design and synthesis of benzothiadiazole-based conjugated polymers as promising organic photocatalysts for solar energy conversion.
- Conjugated polymer,
- Band gap,
- Dye degradation,
- Photocatalysis,
- Benzylamine oxidation
1. [1]
  Y.B. Zhou, J. Lu, Y. Zhou, Y.D. Liu, Environ. Pollut. 252(2019) 352-365. doi: 10.1016/j.envpol.2019.05.072
2. [2]
  M.A. Islam, I. Ali, S.M.A. Karim, et al., J. Water Process. Eng. 32(2019) 100911. doi: 10.1016/j.jwpe.2019.100911
3. [3]
  K. Rakstys, S. Paek, P. Gao, et al., J. Mater. Chem. A 5(2017) 7811-7815. doi: 10.1039/C7TA01718A
4. [4]
  L. An, Y. Huang, X. Wang, et al., Polymers 12(2020) 504. doi: 10.3390/polym12030504
5. [5]
  X.B. Wen, A. Nowak-Krol, O. Nagler, et al., Angew. Chem. Int. Ed. 58(2019) 13051-13055. doi: 10.1002/anie.201907467
6. [6]
  Z.M. Hu, H. Chen, J.F. Qu, et al., ACS Energy Lett. 2(2017) 753-758. doi: 10.1021/acsenergylett.7b00092
7. [7]
  A.W. He, Y.C. Qin, W.L. Dai, X.B. Luo, Dyes Pigments 162(2019) 671-679. doi: 10.1016/j.dyepig.2018.10.068
8. [8]
  Y.C. Qin, S.Q. Liu, H.H. Gu, W.L. Dai, X.B. Luo, Sol. Energy 166(2018) 450-457. doi: 10.1016/j.solener.2018.03.076
9. [9]
  Y.C. Qin, Y.Y. Cheng, L.Y. Jiang, et al., ACS Sustainable Chem. Eng. 3(2015) 637-644. doi: 10.1021/sc500761n
10. [10]
  T. Olla, O.A. Ibraikulov, S. Ferry, O. Boyron, et al., Macromolecules 52(2019) 8006-8016. doi: 10.1021/acs.macromol.9b01760
11. [11]
  S. Bi, P. Thiruvengadam, S. Wei, et al., J. Am. Chem. Soc. 142(2020) 11893-11900. doi: 10.1021/jacs.0c04594
12. [12]
  W. Chen, L. Wang, D. Mo, et al., Angew. Chem. Int. Ed. 59(2020) 16902-16909. doi: 10.1002/anie.202006925
13. [13]
  Z. Khazaee, A.H.C. Khavar, A.R. Mahjoub, et al., Sol. Energy 196(2020) 567-581. doi: 10.1016/j.solener.2019.12.061
14. [14]
  P.P. Filippatos, A. Soultati, N. Kelaidis, et al., Sci. Rep. 11(2021) 5700. doi: 10.1038/s41598-021-81979-x
1. [1]
  Wenhao Wang , Guangpu Zhang , Qiufeng Wang , Fancang Meng , Hongbin Jia , Wei Jiang , Qingmin Ji . Hybrid nanoarchitectonics of TiO₂/aramid nanofiber membranes with softness and durability for photocatalytic dye degradation. Chinese Chemical Letters, 2024, 35(7): 109193-. doi: 10.1016/j.cclet.2023.109193
2. [2]
  Weixu Li , Yuexin Wang , Lin Li , Xinyi Huang , Mengdi Liu , Bo Gui , Xianjun Lang , Cheng Wang . Promoting energy transfer pathway in porphyrin-based sp2 carbon-conjugated covalent organic frameworks for selective photocatalytic oxidation of sulfide. Chinese Journal of Structural Chemistry, 2024, 43(7): 100299-100299. doi: 10.1016/j.cjsc.2024.100299
3. [3]
  Qiang Zhang , Weiran Gong , Huinan Che , Bin Liu , Yanhui Ao . S doping induces to promoted spatial separation of charge carriers on carbon nitride for efficiently photocatalytic degradation of atrazine. Chinese Journal of Structural Chemistry, 2023, 42(12): 100205-100205. doi: 10.1016/j.cjsc.2023.100205
4. [4]
  Zhen Shi , Wei Jin , Yuhang Sun , Xu Li , Liang Mao , Xiaoyan Cai , Zaizhu Lou . Interface charge separation in Cu2CoSnS4/ZnIn2S4 heterojunction for boosting photocatalytic hydrogen production. Chinese Journal of Structural Chemistry, 2023, 42(12): 100201-100201. doi: 10.1016/j.cjsc.2023.100201
5. [5]
  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
6. [6]
  Mengjun Zhao , Yuhao Guo , Na Li , Tingjiang Yan . Deciphering the structural evolution and real active ingredients of iron oxides in photocatalytic CO2 hydrogenation. Chinese Journal of Structural Chemistry, 2024, 43(8): 100348-100348. doi: 10.1016/j.cjsc.2024.100348
7. [7]
  Tianhao Li , Wenguang Tu , Zhigang Zou . In situ photocatalytically enhanced thermogalvanic cells for electricity and hydrogen production. Chinese Journal of Structural Chemistry, 2024, 43(1): 100195-100195. doi: 10.1016/j.cjsc.2024.100195
8. [8]
  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
9. [9]
  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.2023.100463
10. [10]
  Jiaqi Ma , Lan Li , Yiming Zhang , Jinjie Qian , Xusheng Wang . Covalent organic frameworks: Synthesis, structures, characterizations and progress of photocatalytic reduction of CO2. Chinese Journal of Structural Chemistry, 2024, 43(12): 100466-100466. doi: 10.1016/j.cjsc.2024.100466
11. [11]
  Yanghanbin Zhang , Dongxiao Wen , Wei Sun , Jiahe Peng , Dezhong Yu , Xin Li , Yang Qu , Jizhou Jiang . State-of-the-art evolution of g-C3N4-based photocatalytic applications: A critical review. Chinese Journal of Structural Chemistry, 2024, 43(12): 100469-100469. doi: 10.1016/j.cjsc.2024.100469
12. [12]
  Kangrong Yan , Ziqiu Shen , Yanchun Huang , Benfang Niu , Hongzheng Chen , Chang-Zhi Li . Curing the vulnerable heterointerface via organic-inorganic hybrid hole transporting bilayers for efficient inverted perovskite solar cells. Chinese Chemical Letters, 2024, 35(6): 109516-. doi: 10.1016/j.cclet.2024.109516
13. [13]
  Binhan Zhao , Zheng Li , Lan Zheng , Zhichao Ye , Yuyang Yuan , Shanshan Zhang , Bo Liang , Tianyu Li . Recent progress in the biomedical application of PEDOT:PSS hydrogels. Chinese Chemical Letters, 2024, 35(10): 109810-. doi: 10.1016/j.cclet.2024.109810
14. [14]
  Yue Pan , Wenping Si , Yahao Li , Haotian Tan , Ji Liang , Feng Hou . Promoting exciton dissociation by metal ion modification in polymeric carbon nitride for photocatalysis. Chinese Chemical Letters, 2024, 35(12): 109877-. doi: 10.1016/j.cclet.2024.109877
15. [15]
  Jia-Cheng Hou , Wei Cai , Hong-Tao Ji , Li-Juan Ou , Wei-Min He . Recent advances in semi-heterogenous photocatalysis in organic synthesis. Chinese Chemical Letters, 2025, 36(2): 110469-. doi: 10.1016/j.cclet.2024.110469
16. [16]
  Chaoqun Ma , Yuebo Wang , Ning Han , Rongzhen Zhang , Hui Liu , Xiaofeng Sun , Lingbao Xing . Carbon dot-based artificial light-harvesting systems with sequential energy transfer and white light emission for photocatalysis. Chinese Chemical Letters, 2024, 35(4): 108632-. doi: 10.1016/j.cclet.2023.108632
17. [17]
  Jing Wang , Zenghui Li , Xiaoyang Liu , Bochao Su , Honghong Gong , Chao Feng , Guoping Li , Gang He , Bin Rao . Fine-tuning redox ability of arylene-bridged bis(benzimidazolium) for electrochromism and visible-light photocatalysis. Chinese Chemical Letters, 2024, 35(9): 109473-. doi: 10.1016/j.cclet.2023.109473
18. [18]
  Meijuan Chen , Liyun Zhao , Xianjin Shi , Wei Wang , Yu Huang , Lijuan Fu , Lijun Ma . Synthesis of carbon quantum dots decorating Bi₂MoO₆ microspherical heterostructure and its efficient photocatalytic degradation of antibiotic norfloxacin. Chinese Chemical Letters, 2024, 35(8): 109336-. doi: 10.1016/j.cclet.2023.109336
19. [19]
  Lihua Ma , Song Guo , Zhi-Ming Zhang , Jin-Zhong Wang , Tong-Bu Lu , Xian-Shun Zeng . Sensitizing photoactive metal–organic frameworks via chromophore for significantly boosting photosynthesis. Chinese Chemical Letters, 2024, 35(5): 108661-. doi: 10.1016/j.cclet.2023.108661
20. [20]
  Zhenchun Yang , Bixiao Guo , Zhenyu Hu , Kun Wang , Jiahao Cui , Lina Li , Chun Hu , Yubao Zhao . Molecular engineering towards dual surface local polarization sites on poly(heptazine imide) framework for boosting H₂O₂ photo-production. Chinese Chemical Letters, 2024, 35(8): 109251-. doi: 10.1016/j.cclet.2023.109251

Get Citation

PDF

XML

Metrics

PDF Downloads(5)
Abstract views(739)
HTML views(59)

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