Abstract: The development of polymer materials is currently facing two major problems — environmental pollution and resource shortage caused by petroleum-based plastics, making the search for sustainable alternative resources a hot research topic. In this study, environmentally friendly and renewable bio-based vanillin, decanediamine, and paraformaldehyde were used as raw materials to synthesize dialdehyde monomers containing an oxazine structure, and then an all-biomass-based thermoplastic material (VD-DM) was prepared by an imine condensation reaction under mild conditions, followed by oxazine ring-opening polymerisation to prepare an all-biomass-based Schiff base Vitrimer material (VD-DM-1) with excellent mechanical properties. The material was prepared by ring-opening polymerisation of oxazine. The mechanical properties of the material could be modulated through the ring-opening polymerisation of oxazine, resulting in an increase in tensile strength from 38.2 MPa to 55.8 MPa but a decrease in elongation at break from 181.6% to 10.4%, which is comparable to petroleum-based materials and higher than most of the all-biomass-based materials. Based on the dynamic exchange of imine bonds, both materials have excellent reprocessing and shape memory pro-perties, as well as the ability to be hydrolysed under acid catalysed hydrolysis and dissolved in amine solution for low-cost chemical degradation, and the VD-DM is also capable of monomer recycling. The output of this work may provide a new design strategy for the preparation of high-performance all-biomass-based materials as a sustainable alternative to petroleum-based plastics.
1 Wojtecki R J, Meador M A, Rowan S J. Nature Materials, 2011, 10, 14. 2 Jin Y, Lei Z, Taynton P, et al. Matter, DOI:10.1016/j.matt.2019.09.004. 3 Nicolaÿ R, Kamada J, Wassen A R V, et al. Macromolecules, 2010, 43, 4355. 4 Xia Q, Chen C, Yao Y, et al. Nature Sustainability, 2021, 4, 627. 5 Kloxin C J, Scott T F, Adzima B J, et al. Macromolecules, 2010, 43(6), 2643. 6 Montarnal D, Capelot M, Tournilhac F, et al. Science, 2011, 334(6058), 965. 7 Dong S, Yang L, Zhang P, et al. Polymer, DOI:10.1016/j.polymer.2021.124434. 8 Wang X, Wang Y L, Yang X, et al. Macromolecules, 2021, 54(23), 10767. 9 Christensen P R, Scheuermann A M, Loeffler K E, et al. Nature Che-mistry, 2019, 11, 442. 10 Winne J M, Leibler L, Du Prez F E. Polymer Chemistry, DOI:10.1039/c9py01260e. 11 Li X J, Man X H, Xue S A, et al. Materials Reports, 2023, 37(15), 280 (in Chinese). 李兴建, 满孝海, 薛申奥, 等. 材料导报, 2023, 37(15), 280. 12 Xiang H P, Qian H J, Lu Z Y, et al. Green Chemistry, 2015, 17, 4315. 13 Taynton P, Yu K, Shoemaker R K, et al. Advanced Materials, DOI:10.1002/adma.201400317. 14 Roy C D, Brown H C. Monatshefte für Chemie, 2007, 138(9), 879. 15 Chen X, Dam M A, Ono K, et al. Science, 2002, 295(5560), 1698. 16 Jin Y, Zhu Y, Zhang W. CrystEngComm, 2013, 15, 1484. 17 Taynton P, Ni H, Zhu C, et al. Advanced Materials, 2016, 28(15), 2904. 18 Xin Y, Yuan J. Polymer Chemistry, 2012, 3, 3045. 19 Deng G, Tang C, Li F, et al. Macromolecules, 2010, 43, 1191. 20 Ciaccia M G, Cacciapaglia R, Mencarelli P, et al. Chemical Science, 2013, 4, 2253. 21 Belowich M E, Stoddart J F. Chemical Society Reviews, 2012, 41(6), 2003. 22 Wang X C, Qin Y Y, Guo H G. Materials Reports, 2022, 36(S1), 528 (in Chinese). 王秀超, 秦莹莹, 郭红革. 材料导报, 2022, 36(S1), 528. 23 Liu T, Fei M E, Zhao B M, et al. Journal of Polymer Science, 2020, 51(8), 16 (in Chinese). 刘湍, 费铭恩, 赵保明, 等. 高分子学报, 2020, 51(8), 16. 24 Li R, Zhang P, Liu T, et al. ACS Sustainable Chemistry & Engineering, DOI:10.1021/ACSSUSCHEMENG.7B04399. 25 Rashid M A, Zhu S, Jiang Q, et al. ACS Applied Polymer Materials, DOI:10.1021/acsapm.2c01501. 26 Yang Y, Xia Z, Huang L, et al. ACS Applied Materials & Interfaces, 2022, 14(41), 47025. 27 Dhers S, Vantomme G, Avérous L. Green Chemistry, DOI:10.1039/C9GC00540D. 28 Jiang L, Tian Y, Wang X, et al. Polymer Chemistry, DOI:10.1039/d2py00900e. 29 Li P, Zhang J, Ma J, et al. Industrial Crops and Products, DOI:10.1016/j.indcrop.2023.117288. 30 Meyer C D, Joiner C S, Stoddart J F. Chemical Society Reviews, 2007, 36(11), 1705.