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Reverse Vulcanization of Monomers with Conjugated Bonds Double and Elemental Sulfur for S–S Bond Self-Healing Properties

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Abstract

In this paper, tung oil-linseed oil (TO-LSO) and styrene-linseed oil (STY-LSO) were used as raw materials of sulfur-rich copolymers, which were then reversed vulcanized with S8 at 130°C, and the gel time of the reaction was recorded. At the same time, 1H NMR, DSC, XRD, sodium sulfite titration and other characterization methods were used to measure the reaction degree, verify the conjugated structure to improve the reaction degree, and study the synthesis mechanism of sulfur-rich copolymer. The results show that the conjugated structure can improve the reaction degree. And when the proportion of TO and STY is 20 and 10% respectively, the reaction gel time is shortened, the reaction degree is greatly deepened, and the effect of promoting polymerization can be significantly obtained. The synthesis mechanism of copolymer is the result of conjugated structure and diallyl group. The self-repair of sulfur-rich copolymers at different temperature and holding time by hot press shows that poly(20-TO-LSO-50S) can realize the S‒S bond self-repair after being compressed at 120°C for 4 h, and the surface of polymer disc was smoother and more uniform. However, poly(10STY-LSO-50S) can be repaired only after being compressed for 8 h. TO can not only enhance the synthesis process, but also enhance the performance of sulfur-rich materials and broaden the application field.

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REFERENCES

  1. C. Mukherjee, D. Varghese, J. S. Krishna, T. Boominathan, R. Rakeshkumar, S. Dineshkumar, C. V. S. B. Rao, and A. Sivaramakrishna, Eur. Polym J. 192, 112068 (2023).

  2. M. A. Hillmyer, Science 358, 868 (2017).

    Article  CAS  PubMed  Google Scholar 

  3. A. Zafiah and M. Rus, Sci. Prog. 93, 285 (2010).

    Article  Google Scholar 

  4. G. Lligadas, J. C. Ronda, M. Galia, and V. Cadiz, Mater Today 16, 337 (2013).

    Article  CAS  Google Scholar 

  5. H. Uyama, Polym. J. 50, 100 (2018).

    Article  Google Scholar 

  6. C. Q. Zhang, T. F. Garrison, S. A. Madbouly, and M. R. Kessler, Prog. Polym. Sci. 71, 91 (2017).

    Article  CAS  Google Scholar 

  7. A. L. Popa, V. Drumea, R. A. Nita, M. A. Florea, L. Olariu, S. Jurcoane, and S. Cristea, Rom. Biotech. Lett. 24, 776 (2019).

    Article  CAS  Google Scholar 

  8. A. Goyal, V. Sharma, N. Upadhyay, S. Gill, and M. Sihag, J. Food Sci. Tech. Mys. 51, 1633 (2014).

    Article  CAS  Google Scholar 

  9. T. Deme, G. D. Haki, N. Retta, A. Woldegiorgis, and M. Geleta, Front. Nutr. 8, 674882 (2021).

  10. C. C. Addis, R. S. Koh, and M. B. Gordon, Int. J. Adhes. Adhes. 102, 102655 (2020).

  11. G. Wuzella, A. R. Mahendran, U. Muller, A. Kandelbauer, and A. Teischinger, J. Polym. Environ. 20, 1063 (2012).

    Article  CAS  Google Scholar 

  12. S. N. Lang and Q. X. Zhou, Prog. Org. Coat. 105, 99 (2017).

    Article  CAS  Google Scholar 

  13. M. D. Samper, V. Fombuena, T. Boronat, D. Garcia-Sanoguera, and R. Balart, J. Am. Oil Chem. Soc. 89, 1521 (2012).

    Article  CAS  Google Scholar 

  14. N. Supanchaiyamat, A. J. Hunt, P. S. Shuttleworth, C. Ding, J. H. Clark, and A. S. Matharu, RSC Adv. 4, 23304 (2014).

    Article  CAS  Google Scholar 

  15. R. Dibakar, P. Sujan, Y. Sultana, and G. Pranab, J. Macromol. Sci., Part A: Chemistry 58, 2 (2021).

    Google Scholar 

  16. L. M. Dana, M. F. Jose, F. Santiago, G. Daniel, and B. Rafael, Polymers 13, 479 (2021).

    Article  Google Scholar 

  17. D. A. Boyd, Angew. Chem. Int. Edit. 55, 15486 (2016).

    Article  CAS  Google Scholar 

  18. W. J. Chung, J. J. Griebel, E. T. Kim, H. Yoon, A. G. Simmonds, H. J. Ji, P. T. Dirlam, R. S. Glass, J. J. Wie, N. A. Nguyen, B. W. Guralnick, J. Park, A. Somogyi, P. Theato, M. E. Mackay, Y. E. Sung, K. Char, and J. Pyun, Nat. Chem. 5, 518 (2013).

    Article  CAS  PubMed  Google Scholar 

  19. J. J. Griebel, N. A. Nguyen, A. V. Astashkin, R. S. Glass, M. E. Mackay, K. Char, and J. Pyun, ASC Macro Lett. 3, 1258 (2014).

    Article  CAS  Google Scholar 

  20. T. Lee, P. T. Dirlam, J. T. Njardarson, R. S. Glass, and J. Pyun, J. Am. Chem. Soc. 144, 5 (2022).

    Article  CAS  PubMed  Google Scholar 

  21. A. G. Simmonds, J. J. Griebel, J. Park, K. R. Kim, W. J. Chung, V. P. Oleshko, J. Kim, E. T. Kim, R. S. Glass, C. L. Soles, Y. E. Sung, K. Char, and J. Pyun, ACS Macro Lett. 3, 229 (2014).

    Article  CAS  PubMed  Google Scholar 

  22. A. Rosenman, E. Markevich, G. Salitra, D. Aurbach, A. Garsuch, and F. F. Chesneau, Adv. Energy Mater. 5, 1500212 (2015).

  23. E. A. Laura, S. K. Tristan, Y. Y. Zhang, D. P. David, N. Soha, A. L. Edward, M. K. Katrina, R. D. Lilliana, S. M. Michael, S. Jim, S. G. Richard, E. M. Michael, C. Kookheon and A. N. Robert, and P. Jeffrey, ACS Macro Lett. 6, 500 (2017).

    Article  Google Scholar 

  24. S. W. Vijay, H. Kevin, and M. A. Saeed, Ind. Eng. Chem. Res. 59, 13079 (2020).

    Article  Google Scholar 

  25. R. Guesmi, N. Benbettaieb, M. R. Ben Romdhane, T. Barhoumi-Slimi, and A. Assifaoui, Molecules 27, 8089 (2022).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  26. E. Biswas, J. A. C. Silva, M. Khan, and R. L. Quirino, Coatings 12, (2022).

  27. S. Czlonka, A. Strakowska, and A. Kairyte, Materials 13, 4709 (2020).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  28. A. Jianprasert, P. Monvisade, and M. Yamaguchi, Macromol. Symp. 372, 108 (2017).

    Article  CAS  Google Scholar 

  29. S. K. Sahoo, S. Mohanty, and S. K. Nayak, RSC Adv. 5, 13674 (2015).

    Article  CAS  Google Scholar 

  30. S. K. Sahoo, S. Mohanty, and S. K. Nayak, Chin. J. Polym. Sci. 33, 137 (2015).

    Article  CAS  Google Scholar 

  31. L. H. Xiao, J. R. Huang, Y. G. Wang, J. Chen, Z. S. Liu, and X. A. Nie, ACS Sustain. Chem. Eng. 7, 17344 (2019).

    Article  CAS  Google Scholar 

  32. L. H. Xiao, Z. S. Liu, F. F. Hu, Y. G. Wang, J. R. Huang, J. Chen, and X. A. Nie, RSC Adv. 9, 25880 (2019).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  33. Y. Lyu, Q. Hu, L. Chen, T. X. Luo, J. H. Liu, and X. X. Yin, J. Appl. Polym. Sci. 138, 50925 (2021).

    Article  CAS  Google Scholar 

  34. P. D. Bartlett and D. S. Trifan, J. Polym. Sci. 20, 457 (1956).

    Article  CAS  Google Scholar 

  35. P. D. Bartlett and H. Kwart, J. Am. Chem. Soc. 74, 3969 (1952).

    Article  CAS  Google Scholar 

  36. B. W. Zhang, S. Petcher, and T. Hasell, Chem. Commun. 55, 10681 (2019).

    Article  CAS  Google Scholar 

  37. N. A. Lundquist, A. D. Tikoalu, M. J. H. Worthington, R. Shapter, S. J. Tonkin, F. Stojcevski, M. Mann, C. T. Gibson, J. R. Gascooke, A. Karton, L. C. Henderson, L. J. Esdaile, and J. M. Chalker, Chem. Eur. J. 26, 10035 (2020).

    Article  CAS  PubMed  Google Scholar 

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This work was supported by ongoing institutional funding. No additional grants to carry out or direct this particular research were obtained.

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Correspondence to Ya Lyu.

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Wanting Zhao, Su, Q. & Lyu, Y. Reverse Vulcanization of Monomers with Conjugated Bonds Double and Elemental Sulfur for S–S Bond Self-Healing Properties. Polym. Sci. Ser. B 65, 842–857 (2023). https://doi.org/10.1134/S1560090423600274

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