Journal of Materials Science

, Volume 53, Issue 9, pp 7048–7059 | Cite as

Photocatalytic degradation of organic dyes by the conjugated polymer poly(1,3,4-oxadiazole)s and its photocatalytic mechanism

Polymers
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Abstract

A donor–acceptor conjugated polymer, poly(1,3,4-oxadiazole)s (POD), was synthesized by a one-step polycondensation in oleum and spun into filaments using wet-spinning. The structure of POD was confirmed and characterized by FTIR, TG, elemental analysis, and UV–Vis spectroscopies. FTIR and elemental analysis proved the successful synthesis of POD, and TG showed the high thermal stability of POD. The UV–Vis spectra showed that POD absorbed almost all ultraviolet ranging from 200 to 400 nm, but it did not absorb the visible light. Considering the conjugated structure of POD and the dearth of research regarding its photocatalytic ability, studies were carried out on the photocatalytic performance of the POD for the photocatalytic degradation of methyl orange, methylene blue, and reactive brilliant blue. The results showed that POD was an effective photocatalyst to destroy the three types of dyes mentioned above. The photocatalytic mechanism of POD was also studied in this work. The superoxide anion radical (\( {\text{O}}_{2}^{\cdot - } \)) was detected by nitrotetrazolium blue chloride (NBT) method and was believed to play a key role in photodegradation of dyes. Moreover, it was also found that ·OH, which was generated from \( {\text{O}}_{2}^{\cdot - } \) by the addition of H+, was the main reason for the rapid degradation of the dyes. Finally, the reusability of POD as the photocatalyst was also investigated. The results indicated that the reusability of POD gradually decreased after 80 min of continuous irradiation, which might be attributed to the relatively poor photostability of POD itself.

Notes

Acknowledgements

This study was supported by the Fundamental Research Funds for the Central Universities (XDJK2016C102/XDJK2016B020).

References

  1. 1.
    Saquib M, Muneer M (2002) Semiconductor mediated photocatalysed degradation of an anthraquinone dye, Remazol Brilliant Blue R under sunlight and artificial light source. Dyes Pigments 53:237–242CrossRefGoogle Scholar
  2. 2.
    Adeyemo AA, Adeoye IO, Bello OS (2012) Metal organic frameworks as adsorbents for dye adsorption: overview, prospects and future challenges. Toxicol Environ Chem 94:1864–1871CrossRefGoogle Scholar
  3. 3.
    Dotto GL, Pinto LAA (2011) Adsorption of food dyes acid blue 9 and food yellow 3 onto chitosan: stirring rate effect in kinetics and mechanism. J Hazard Mater 187:164–170CrossRefGoogle Scholar
  4. 4.
    Guapta VK, Suhas S (2009) Application of low-cost adsorbents for dye removal—a review. J Environ Manag 90:2313–2342CrossRefGoogle Scholar
  5. 5.
    Wang CC, Li JR, Lv XL, Zhang YQ, Guo GS (2014) Photocatalytic organic pollutants degradation in metal–organic frameworks. Energy Environ Sci 7:2831–2867CrossRefGoogle Scholar
  6. 6.
    Luo YJ, Xu YX, Qian QR, Chen QH (2017) Design of Cu–Ce co-doped TiO2 for improved photocatalysis. J Mater Sci 52:1265–1271.  https://doi.org/10.1007/s10853-016-0421-7 CrossRefGoogle Scholar
  7. 7.
    Li XY, Wu D, Wang DS (2017) Advanced cyclized polyacrylonitrile (CPAN)/CdS nanocomposites for highly efficient visible-light photocatalysis. J Mater Sci 52:736–748.  https://doi.org/10.1007/s10853-016-0367-9 CrossRefGoogle Scholar
  8. 8.
    Wu J, Luo CZ, Li DL, Pan CX (2017) Preparation of Au nanoparticle-decorated ZnO/NiO heterostructure via nonsolvent method for high-performance photocatalysis. J Mater Sci 52:1285–1295.  https://doi.org/10.1007/s10853-016-0424-4 CrossRefGoogle Scholar
  9. 9.
    Zhang QT, Dai QQ, Yan C, Su C, Li A (2017) Nitrogen-doped porous carbon nanoparticle derived from nitrogen containing conjugated microporouspolymer as high performance lithium battery anode. J Alloys Compd 714:204–212CrossRefGoogle Scholar
  10. 10.
    Jo JW, Yun JH, Bae S, Ko MJ, Son HJ (2017) Development of a conjugated donor–acceptor polyelectrolyte with high work function and conductivity for organic solar cells. Org Electron 50:1–6CrossRefGoogle Scholar
  11. 11.
    Hu B, Zhang XL, Tian BS, Qi YC, Lai XY, Jin L (2017) Synthesis, electrochemical and spectroelectrochemical properties of carbazole derivatives with ferrocene groups. J Electroanal Chem 788:29–37CrossRefGoogle Scholar
  12. 12.
    Muktha B, Madras G, Patil S (2007) Conjugated polymers for photolysis. J Phys Chem B 111:7994–7998CrossRefGoogle Scholar
  13. 13.
    Chu S, Wang CC, Wang Y, Zou ZG (2014) Developing high-efficiency π conjugated polymer semiconductor for photocatalytic degradation of dyes under visible light irradiation. RSC Adv 4:57153–57158CrossRefGoogle Scholar
  14. 14.
    Yang L, Jamal R, Abdiryim T (2017) Structure and photocatalytic activity of a low band gap donor–acceptor–donor (D–A–D) type conjugated polymer: poly(EDOT–pyridazine–EDOT). RSC Adv 7:1877–1886CrossRefGoogle Scholar
  15. 15.
    Frazer AH, Sweeny W (1964) Poly(1,3,4-oxadiazoles): a new class of polymers by cyclodehydration of polyhydrazides. J Polym Sci A 2:1157–1169Google Scholar
  16. 16.
    Frazer AH, Sarasohn IM (1966) Thermal behavior of polyhydrazides and poly-1,3,4-oxadiazoles. J Polym Sci A 4:1649–1664CrossRefGoogle Scholar
  17. 17.
    Varma IK, Varma DS (1973) Thermal analysis of poly(1,3,4-oxadiazo1e-2,5-diy1-1,4-phenylene) and poly(1,3-phenylene-l,3,4-oxadiazole-2,5-diyl-l,4-phenylene. Makromol Chem 170:117–130CrossRefGoogle Scholar
  18. 18.
    Frazer AH, Wallenberger FT (1964) Poly(1,3,4-oxadiazole) fibers: new fibers with superior high temperature resistance. J Polym Sci A 2:1171–1179Google Scholar
  19. 19.
    Imai Y (1970) Direct fiber formation and fiber properties of aromatic polyoxadiazoles. J Appl Polym Sci 14:225–239CrossRefGoogle Scholar
  20. 20.
    Zhang ZX, Li WT, Ye GD, Xu JJ (2007) Influence of cyclodehydration on formation and properties of poly(p-phenylene-1,3,4-oxadiazole) fibre. Plast Rubber Compos 36:343–349CrossRefGoogle Scholar
  21. 21.
    Rodil SV, Alonso AM, Tascón JMD (2001) Studies on pyrolysis of Nomex polyaramid fibers. J Anal Appl Pyrol 58–59:105–115CrossRefGoogle Scholar
  22. 22.
    Zhang HT (2010) Comparison and analysis of thermal degradation process of aramid Fibers (Kevlar 49 and Nomex). J Fiber Bioeng Inform 3:163–167CrossRefGoogle Scholar
  23. 23.
    Schulz B, Brehmer L, Knochenhauer G (1995) Supramolecular structures of aromatic 1,3,4-oxadiazole solids. Mater Sci Eng C 3:169–173CrossRefGoogle Scholar
  24. 24.
    Choi HS, Kim JW, Kim C (2006) A quantitative nitroblue tetrazolium assay for determining intracellular superoxide anion production in phagocytic cells. J Immunoass Immunochem 27(1):31–34CrossRefGoogle Scholar
  25. 25.
    Latha P, Dhanabackialakshmi R, Karuthapandian S (2016) Synergistic effects of trouble free and 100% recoverable CeO2/Nylon nanocomposite thin film for the photocatalytic degradation of organic contaminants. Sep Purif Technol 168:124–133CrossRefGoogle Scholar
  26. 26.
    Yang X, Shi MW, Ye GD, Xu JJ (2010) Effect of UV irradiation on mechanical properties and structure of poly(1,3,4-oxadiazole) fibers. Polym Degrad Stabil 95:2467–2473CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Xiaoqi Ran
    • 1
  • Lian Duan
    • 2
  • Xiaoyan Chen
    • 2
  • Xiao Yang
    • 2
  1. 1.College of Chemistry and Chemical EngineeringSouthwest UniversityChongqingChina
  2. 2.College of Textiles and GarmentsSouthwest UniversityChongqingChina

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