Synthesis and Characterization of Polyimides Based on Twisted Non-coplanar Backbone Containing Indolocarbazole
- Corresponding author: Wen-Mu LI, liwm@fjirsm.ac.cn
Citation: Ting WANG, Yu-Miao SU, Feng CHEN, Wen-Mu LI. Synthesis and Characterization of Polyimides Based on Twisted Non-coplanar Backbone Containing Indolocarbazole[J]. Chinese Journal of Structural Chemistry, ;2021, 40(12): 1611-1620. doi: 10.14102/j.cnki.0254-5861.2011-3212
Kim, S.; Yoo, H.; Rana, T. R.; Enkhbat, T.; Han, G.; Kim, J.; Song, S.; Kim, K.; Gwak, J.; Eo, Y. J.; Yun, J. H. Effect of crystal orientation and conduction band grading of absorber on efficiency of Cu(In, Ga)Se2 solar cells grown on flexible polyimide foil at low temperature. Adv. Energy Mater. 2018, 8, 1501–1513.
Liu, Y.; Qian, C.; Qu, L.; Wu, Y.; Zhang, Y.; Wu, X.; Zou, B.; Chen, W.; Chen, Z.; Chi, Z.; Liu, S.; Chen, X.; Xu, J. A bulk dielectric polymer film with intrinsic ultralow dielectric constant and outstanding comprehensive properties. Chem. Mater. 2015, 27, 6543–6549.
doi: 10.1021/acs.chemmater.5b01798
Liaw, D. J.; Wang, K. L.; Huang, Y. C.; Lee, K. R.; Lai, J. Y.; Ha, C. S. Advanced polyimide materials: syntheses, physical properties and applications. Prog. Polym. Sci. 2012, 37, 907–974.
doi: 10.1016/j.progpolymsci.2012.02.005
Choi, M. C.; Wakita, J.; Ha, C. S.; Ando, S. Highly transparent and refractive polyimides with controlled molecular structure by chlorine side groups. Macromolecules 2009, 42, 5112–5120.
doi: 10.1021/ma900104z
Qu, L.; Tang, L.; Bei, R.; Zhao, J.; Chi, Z.; Liu, S.; Chen, X.; Aldred, M. P.; Zhang, Y.; Xu, J. Flexible multifunctional aromatic polyimide film: highly efficient photoluminescence, resistive switching characteristic, and electroluminescence. ACS Appl. Mater. Interfaces 2018, 10, 11430–11435.
doi: 10.1021/acsami.8b02712
Qu, L.; Huang, S.; Zhang, Y.; Chi, Z.; Liu, S.; Chen, X.; Xu, J. Multi-functional polyimides containing tetraphenyl fluorene moieties: fluorescence and resistive switching behaviors. J. Mater. Chem. C 2017, 5, 6457–6466.
doi: 10.1039/C7TC01807J
Hsiao, S. H.; Wang, H. M.; Chen, W. J.; Lee, T. M.; Leu, C. M. Synthesis and properties of novel triptycene-based polyimides. J. Polym. Sci., Part A: Polym. Chem. 2011, 49, 3109–3120.
doi: 10.1002/pola.24748
Yen, H. J.; Lin, K. Y.; Liou, G. S. Transmissive to black electrochromic aramids with high near-infrared and multicolor electrochromism based on electroactive tetraphenylbenzidine units. J. Mater. Chem. A 2011, 21, 6230–6237.
doi: 10.1039/c1jm10210a
Liaw, D. J.; Wang, K. L.; Huang, Y. C.; Lee, K. R.; Lai, J. Y.; Ha, C. S. Advanced polyimide materials: syntheses, physical properties and applications. Prog. Polym. Sci. 2012, 37, 907–974.
doi: 10.1016/j.progpolymsci.2012.02.005
Liu, Y.; Yi, Z.; Qi, L.; Qin, Z.; Liu, S.; Zhao, C.; Chi, Z.; Xu, J. Synthesis and properties of high-performance functional polyimides containing rigid nonplanar conjugated tetraphenylethylene moieties. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 1302–1314.
doi: 10.1002/pola.26498
Wang, H.; Jeyakkumar, P.; Nagarajan, S.; Meng, J.; Zhou, C. Current researches and applications of perylene compounds. Prog. Chem. 2015, 27, 704–743.
Lu, X. Y.; Yi, J. J.; Chen, S. T.; Zu, F. H.; Li, R. B. Characterization of impact polypropylene copolymers by solvent fractionation. Chin. J. Polym. Sci. 2012, 01, 131–138.
Hamciuc, C.; Hamciuc, E.; Homocianu, M.; Nicolescu, A.; Carja, I. D. Blue light-emitting polyamide and poly(amide-imide)s containing 1, 3, 4-oxadiazole ring in the side chain. Dyes Pigm. 2015, 114, 110–123.
doi: 10.1016/j.dyepig.2014.10.018
Kim, H. J.; Skinner, M.; Yu, H.; Oh, J. H.; Briseno, A. L.; Emrick, T.; Kim, B. J.; Hayward, R. C. Water processable polythiophene nanowires by photo-cross-linking and click-functionalization. Nano Lett. 2015, 5689–5695.
Raj, M. R.; Anandan, S.; Solomon, R. V.; Venuvanalingam, P.; Iyer, S. S. K.; Ashokkumar, M. Synthesis of conjugated perylene diimide-based copolymer with 5, 5΄-bis(4-aminophenyl)-2-2΄-bifuryl moiety as an active material for organic photovoltaics. J. Photoch. Photobio. A 2012, 247, 52–62.
doi: 10.1016/j.jphotochem.2012.07.019
Yan, S.; Chen, W.; Yang, X.; Chen, C.; Huang, M.; Xu, Z.; Yeung, K. W. K.; Yi, C. F. Soluble polyimides based on a novel pyridine-containing diamine m, p-PAPP and various aromatic dianhydrides. Des. Monomers Polym. 2011, 66, 1191–1206.
Morin, J. F.; Leclerc, M. Syntheses of conjugated polymers derived from n-alkyl-2, 7-carbazoles. Macromolecules 2001, 34, 4680–4682.
doi: 10.1021/ma010152u
Thomas, K. R. J.; Lin, J. T.; Tao, Y. T.; Ko, C. W. Light-emitting carbazole derivatives: potential electroluminescent materials. Adv. Mater. 2001, 123, 9404–9411
Huang, Y. C.; Wang, K. L.; Lee, W. Y.; Liao, Y. A.; Liaw, D. J.; Lee, K. R.; Lai, J. Y. Novel heterocyclic poly(pyridine-imide)s with unsymmetric carbazole substituent and noncoplanar structure: high thermal, mechanical and optical transparency, electrochemical, and electrochromic properties. J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 405–412.
doi: 10.1002/pola.27438
Kochapradist, P.; Prachumrak, N.; Tarsang, R.; Keawin, T.; Jungsuttiwong, S.; Sudyoadsuk, T.; Promarak, V. Multi-triphenylamine-substituted carbazoles: synthesis, characterization, properties, and applications as hole-transporting materials. Tetrahedron Lett. 2013, 54, 3683–3687.
doi: 10.1016/j.tetlet.2013.05.007
Kim, S. H.; Cho, I.; Sim, M. K.; Park, S.; Park, S. Y. Highly efficient deep-blue emitting organic light emitting diode based on the multifunctional fluorescent molecule comprising covalently bonded carbazole and anthracene moieties. J. Mater. Chem. A 2011, 21, 9139–9148.
doi: 10.1039/c1jm11111f
Wang, K.; Wang, S.; Wei, J.; Chen, S.; Liu, D.; Liu, Y.; Wang, Y. New multifunctional phenanthroimidazole-phosphine oxide hybrids for high-performance red, green and blue electroluminescent devices. J. Mater. Chem. C 2014, 2, 6817–6826.
doi: 10.1039/C4TC00749B
Jia, W. B.; Wang, H. W.; Yang, L. M.; Lu, H. B.; Kong, L.; Tian, Y. P.; Tao, X. T.; Yang, J. X. Synthesis of two novel indolo[3, 2-b]carbazole derivatives with aggregation-enhanced emission property. J. Mater. Chem. C 2013, 1, 7092–7101.
doi: 10.1039/c3tc31590h
Jose, G. Synthetic methods in step-growth polymers. Macromol. Chem. Phys. 2004.
Zuo, P. P.; Su, Y. M.; Li, W. M. Comb-like poly(ether-sulfone) membranes derived from planar 6, 12-diaryl-5, 11-dihydroindolo 3, 2-b carbazole monomer for alkaline fuel cells. Macromol. Rapid Commun. 2016, 37, 1748–1753.
doi: 10.1002/marc.201600497
Wakita, J.; Sekino, H.; Sakai, K.; Urano, Y.; Ando, S. J. T. Molecular design, synthesis, and properties of highly fluorescent polyimides. J. Phys. Chem. B 2009, 113, 15212–15224.
doi: 10.1021/jp9072922
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