Abstract
Thermoplastic polyimides (PIs) with shape memory potential have received growing attention in recent years. In this work, high-performance thermoplastic PIs were fabricated by introducing PIs with chain rigidity (r-PI) into PI with chain flexibility (f-PI). The influences of molecular chain entanglement and π-π interactions on their thermomechanical and shape memory properties were investigated. The degree of molecular chain entanglement was quantitively characterized based on dynamic mechanical analysis (DMA). The π-π interactions were investigated in detail by X-ray diffraction (XRD) and UV-Vis spectroscopy. It was found that the entanglement density increased and π-π interactions became stronger with the introduction of r-PI into f-PI, leading to the improvement of shape recovery. Moreover, a broad and increased glass transition temperature (Tg) was achieved, endowing the PIs with multiple shape memory properties. The synergistic effects of increased entanglement density and enhanced π-π interactions were beneficial to regulating interchain interactions and thereby achieving high shape memory performance of the PIs.
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Yeo, J. C.; Ong, X. Y.; Koh, J. J.; Kong, J.; Zhang, X.; Thitsartarn, W.; Li, Z.; He, C.; Dual-phase poly(lactic acid)/poly(hydroxybutyrate)-rubber copolymer as high-performance shape memory materials. ACS Appl. Polym. Mater. 2021, 3, 389–399.
Hu, J.; Zhu, Y.; Huang, H.; Lu, J. Recent advances in shape-memory polymers: structure, mechanism, functionality, modeling and applications. Prog. Polym. Sci. 2012, 37, 1720–1763.
Xia, Y.; He, Y.; Zhang, F.; Liu, Y.; Leng, J. A review of shape mmory polymers and composites: mechanisms, materials, and applications. Adv. Mater. 2021, 33, 2000713.
Wang, H.; Liu, H.C.; Zhang, Y.; Xu, H.; Jin, B. Q.; Cao, Z. X.; Wu, H. T.; Huang, G. S.; Wu, J. R. A triple crosslinking design toward epoxy vitrimers and carbon fiber composites of high performance and multi-shape memory. Chinese J. Polym. Sci. 2021, 39, 736–744.
Zarek, M.; Layani, M.; Cooperstein, I.; Sachyani, E.; Cohn, D.; Magdassi, S. 3D printing of shape memory polymers for flexible electronic devices. Adv. Mater. 2016, 28, 4449–4454.
Pilate, F.; Toncheva, A.; Dubois, P.; Raquez, J. M. Shape-memory polymers for multiple applications in the materials world. Eur. Polym. J. 2016, 80, 268–294.
Purwar, R.; Sachan, R. Thermoresponsive shape memory polymers for smart textiles. Adv. Funct. Prot. Text. 2020, 37–62.
Adiyan, U.; Larsen, T.; Zárate, J. J.; Villanueva, L. G.; Shea, H. Shape memory polymer resonators as highly sensitive uncooled infrared detectors. Nat. Commun. 2019, 10, 4518.
Sattar, R.; Kausar, A.; Siddiq, M. Thermal, mechanical and electrical studies of novel shape memory polyurethane/polyaniline blends. Chinese J. Polym. Sci. 2015, 33, 1313–1324.
Xu, L.; Li, Z.; Lu, H.; Qi, X.; Dong, Y.; Dai, H. Z.; Md, Islam.; Fu, Y.; Ni, Q. Electrothermally-driven elongating-contracting film actuators based on two-way shape memory carbon nanotube/ethylenevinyl acetate composites. Adv. Mater. Technol. 2022, 7, 2101229.
Ma, Y.; Meng, J.; Xia, L. Preparation and properties of HDPE/MVQ thermoplastic vulcanizate with low-temperature-resistant super toughness and shape memory properties. Eur. Polym. J. 2022, 179, 11530.
Fujiwara, E.; Ishige, R.; Cerrón-Infantes, D. A.; Taublaender, M. J.; Unterlass, M. M.; Ando, S. Compression and thermal expansion behaviors of highly crystalline polyimide particles prepared from poly(amic acid) and mmonomer salts. Macromolecules 2021, 54, 8714–8725.
Tanaka, K.; Ando, S.; Ishige, R. Spontaneous chain orientation of aromatic polyimides evolved during thermal imidization from shear-oriented glassy liquid crystalline precursors. Macromolecules 2019, 52, 5054–5066.
Yang, Z.; Wang, Q.; Wang, T. Engineering hyperbranched polyimide membrane for shape memory and CO2 capture. J. Mater. Chem. A. 2017, 5, 13823–13833.
Cooper, C.B.; Nikzad, S.; Yan, H.; Ochiai, Y.; Lai, J. C.; Yu, Z.; Chen, G; Kang, J.; Bao, Z. High energy density shape memory polymers using strain-induced supramolecular nanostructures. ACS Cent. Sci. 2021, 7, 1657–1667.
Tan, W.; Lv, J.; Li, R.; Hu, J; Zeng, K.; Yang, G. Bio-based adenine-containing copolyimides with high switching temperatures and high-strain storage. Mol. Syst. Des. Eng. 2022, 7, 986–995.
Li, X.; Yang, Y.; Zhang, Y.; Wang, T.; Yang, Z.; Wang, Q.; Zhang, X. Dual-method molding of 4D shape memory polyimide ink. Mater. Design. 2020, 191, 108606.
Gao, H.; Li, J.; Xie, F.; Liu, Y.; Leng, J. A novel low colored and transparent shape memory copolyimide and its durability in space thermal cycling environments. Polymer 2018, 156, 121–127.
Wang, C. O.; Zhai, L.; Mo, S.; Liu, Y.; Gao, M. Y.; Jia, Y.; He, M. H.; Fan, L. Effect of aggregation structure on thermal expansion behavior of polyimide films with different thickness. Chinese J. Polym. Sci. 2022, 40, 1651–1661.
Xiao, P.; He, X.; Zheng, F.; Lu, Q. Super-heat resistant, transparent and low dielectric polyimides based on spirocyclic bisbenzoxazole diamines with Tg > 450 °C. Polym. Chem. 2022, 13, 3660–3669.
Ke, H; Zhao, L.; Zhang, X.; Qiao, Y.; Wang, G.; Wang, X. Performance of high-temperature thermosetting polyimide composites modified with thermoplastic polyimide. Polym. Test. 2020, 90, 106746.
Li, M.; Guan, Q.; Dingemans, T. J. High-temperature shape memory behavior of semi-crystalline polyamide thermosets. ACS Appl. Mater. Interfaces 2018, 10, 19106–19115.
Yang, Z.; Zhang, Y.; Li, S.; Zhang, X.; Wang, T.; Wang, Q. Fully closed-loop recyclable thermosetting shape memory polyimide. ACS Sustain. Chem. Eng. 2020, 8, 18869–18878.
Kong, D.; Li, J.; Guo, A.; Zhang, X.; Xiao, X. Self-healing high temperature shape memory polymer. Eur. Polym. J. 2019, 120, 109279.
Wang, Q.; Bai, Y.; Chen, Y.; Ju, J.; Zheng, F.; Wang, T. High performance shape memory polyimides based on π-π interactions. J. Mater. Chem. A. 2015, 3, 352–359.
Yoonessi, M.; Shi, Y.; Scheiman, D. A.; Lebron-Colon, M.; Tigelaar, D. M.; Weiss, R. A.; Meador, M. A. Graphene polyimide nanocomposites; thermal, mechanical, and high-temperature shape memory effects. ACS Nano 2012, 6, 7644–7655.
Koerner, H.; Strong, R. J.; Smith, M. L; Wang, D. H; Tan, L. S.; Lee, K. M.; White, T. J.; Vaia, R. A. Polymer design for high temperature shape memory: low crosslink density polyimides. Polymer 2013, 54, 391–402.
Xiao, X.; Kong, D.; Qiu, X.; Zhang, W.; Zhang, F.; Liu, L.; Liu, Y.; Zhang, S.; Hu, Y.; Leng, J. Shape-memory polymers with adjustable high glass transition temperatures. Macromolecules 2015, 48, 3582–3589.
Yang, Z.; Chen, Y.; Wang, Q.; Wang, T. High performance multiple-shape memory behaviors of poly(benzoxazole-co-imide)s. Polymer 2016, 88, 19–28.
Zhang, Y.; Mushtaq, N.; Fang, X.; Chen, G. In situ FTIR analysis for the determination of imidization degree of polyimide precursors. Polymer 2022, 238, 124416.
Yao, J.; Ma, S.; Zhang, J.; Wang, Y.; Wang, C.; Zhou, H.; Chen, C.; Liu, G. Multiple shape memory effects of polyimide nanocomposites based on octa(aminophenyl) silsequioxanes. Express Polym. Lett. 2021, 15, 433–444.
Li, Y.; Zhuo, H.; Chen, H.; Chen, S. Novel photo-thermal staged-responsive supramolecular shape memory polyurethane complex. Polymer 2019, 179, 121671.
Zhao, Q.; Qi, H.J.; Xie, T. Recent progress in shape memory polymer: new behavior, enabling materials, and mechanistic understanding. Prog. Polym. Sci. 2015, 49, 79–120.
Yi, J.; Liu, C.; Tian, Y.; Wang, K.; Liu, X.; Luo, L. Improving dimensional stability at high temperature and toughness of polyimide films via adjustable entanglement density. Polymer 2021, 218, 123488.
Shi, Y.; Wang, Z.; Shi, Y.; Zhu, S.; Zhang, Y.; Jin, J. Synergistic design of enhanced π-π interaction and decarboxylation cross-linking of polyimide membranes for natural gas separation. Macromolecules 2022, 55, 2970–2982.
Zhuang, Y.; Liu, X.; Gu, Y. Molecular packing and properties of poly(benzoxazole-benzimidazole-imide) copolymers. Polym. Chem. 2012, 3, 1517–1525.
Ma, Y.; Hu, C.; Guo, H.; Fan, L.; Yang, S.; Sun, W. H. Structure effect on transition mechanism of UV-visible absorption spectrum in polyimides: a density functional theory study. Polymer 2018, 148, 356–369.
Hao, X.; Kaschta, J.; Liu, X.; Pan, Y.; Schubert, D. W. Entanglement network formed in miscible PLA/PMMA blends and its role in rheological and thermo-mechanical properties of the blends. Polymer 2015, 80, 38–45.
Acknowledgments
This work was financially supported by the Engineering Research Center for Clean Production of Textile Printing and Dyeing, Ministry of Education (No. FZYR2021001), Shanghai Pujiang Program (No. 19PJ1400400) and Shanghai Key Laboratory of Lightweight Composite (No. 2232019A4-04).
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Li, JQ., Li, WS., Zhang, WT. et al. Enhancing Molecular Chain Entanglement and π-π Stacking Toward the Improvement of Shape Memory Performance of Polyimide. Chin J Polym Sci 41, 1261–1268 (2023). https://doi.org/10.1007/s10118-023-2911-9
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DOI: https://doi.org/10.1007/s10118-023-2911-9