Recent Advances in Purely Organic Room Temperature Phosphorescence Polymer

Mukheijee, S.; Thilagar, P. Recent advances in purely organic phosphorescent materials. Chem. Commun. 2015, 51, 10988–11003.

Xu, S.; Chen, R.; Zheng, C.; Huang, W. Excited state modulation for organic afterglow: Materials and applications. Adv. Mater. 2016, 28, 9920–9940.

Hirata, S. Recent advances in materials with room-temperature phosphorescence: Photophysics for triplet exciton stabilization. Adv. Optical Mater. 2017, 1700116.

Kabe, R.; Notsuka, N.; Yoshida, K.; Adachi, C. Afterglow organic light-emitting diode. Adv. Mater. 2016, 28, 655–660.

Yang, J. Zhen, X.; Wang, B.; Gao, X.; Ren, Z.; Wang, J.; Xie, J.; Li. J.; Peng, Q.; Pu, K.; Li, Z. The influence of the molecular packing on the room temperature phosphorescence of purely organic luminogens. Nat. Commun. 2018, 9, 840.

Yang, J.; Gao, X.; Xie, Z.; Gong, Y.; Fang, M.; Peng, Q.; Chi, Z.; Li, Z. Elucidating the excited state of mechanoluminescence in organic luminogens with room-temperature phosphorescence. Angew. Chem. Int. Ed. 2017, 50, 15299–15303.

Chai, Z.; Wang, C.; Wang, J.; Liu, F.; Xie, Y.; Zhang, Y.; Li, J.; Li, Q.; Li, Z. Abnormal room temperature phosphorescence of purely organic boron-containing compounds: The relationship between the emissive behavior and the molecular packing, and the potential related applications. Chem. Sci. 2017, 8, 8336–8344.

Xie, Y.; Ge, Y.; Peng, Q.; Li, C.; Li, Q.; Li, Z. How the molecular packing affects the room temperature phosphorescence in pure organic compounds: Ingenious molecular design, detailed crystal analysis, and rational theoretical calculations. Adv. Mater. 2017, 1606829.

Xie, Y.; Li, Z. Thermally activated delayed fluorescent polymers. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 575–584.

Fang, X.; Yan, D. White-light emission and tunable room temperature phosphorescence of dibenzothiophene. Sci. China Chem. 2018, 61, 397–401.

Li, K.; Zhao, L.; Gong, Y.; Yuan, W.; Zhang, Y. A gelable pure organic luminogen with fluorescence-phosphorescence dual emission. Sci. China Chem. 2017, 60, 806–812.

Mutlu, S.; Watanab, K.; Takahara, S.; Arsu, N. Thioxanthone–anthracene-9-carboxylic acid as radical photoinitiator in the presence of atmospheric air. J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 1878–1883.

Kimura, T.; Watanabe, S.; Sawada, S.; Shibasaki, Y.; Oishi, Y. Preparation and optical properties of polyimide films linked with porphyrinato Pd(II) and Pt(II) complexes through a triazine ring and application toward oxygen sensors. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 1086–1094.

Shimizu, M.; Kinoshita, T.; Shigitani, R.; Miyake, Y.; Tajima, K. Use of silylmethoxy groups as inducers of efficient room temperature phosphorescence from precious-metal-free organic luminophores. Mater. Chem. Front. 2018, 2, 347–354.

Liu, H.; Gao, Y.; Cao, J.; Li, T.; Wen, Y.; Ge, Y.; Zhang, L.; Pan, G.; Zhou, T.; Yang, B. Efficient room-temperature phosphorescence based on a pure organic sulfur-containing heterocycle: Folding-induced spin-orbit coupling enhancement. Mater. Chem. Front. 2018, 2, 1853–1858.

Tao, S; Lu, S; Geng, Y.; Zhu, S.; Redfern, S. A. T.; Song, Y.; Feng, T.; Xu, W.; Yang, B. Design of metal-free polymer carbon dots: A new class of room-temperature phosphorescent materials. Angew. Chem. Int. Ed. 2018, 57, 2393–2398.

Ma, X.; Xu, C.; Wang, J.; Tian, H. Amorphous pure organic polymers for heavy-atom-free efficient room-temperature phosphorescence emission. Ange w. Chem. Int. Ed. 2018, 130, 11020–11024.

Fermi, A.; Bergamini, G.; Roy, M.; Gingras, M.; Ceroni, P. Turn-on phosphorescence by metal coordination to a multivalent terpyridine ligand: A new paradigm for luminescent sensors. J. Am. Chem. Soc. 2014,136, 6395–6400.

Xu, H.; Chen, R.; Sun, Q.; Lai, W.; Su, Q.; Huang, W.; Liu, X. Recent progress in metal-organic complexes for optoelectronic applications. Chem. Soc. Rev. 2014, 43, 3259–3302.

Baroncini, M.; Bergamini G.; Ceroni, P. Rigidification or interaction-induced phosphorescence of organic molecules. Chem. Commun. 2017, 53, 2081–2093.

Yang, J.; Ren, Z.; Xie, Z.; Liu, Y.; Wang, C.; Xie, Y.; Peng, Q.; Xu, B.; Tian, W.; Zhang, F.; Chi, Z.; Li, Q.; Li, Z. AIEgen with fluorescence-phosphorescence dual mechanoluminescence at room temperature. Ange-w. Chem. Ind. Ed. 2017, 129, 898–902.

Menning, S.; Krämer, M.; Coombs, B.; Rominger, F.; Beeby, A.; Dreuw, A.; Bunz, U. Twisted tethered tolanes: Unanticipated long-lived phosphorescence at 77 K. J. Am. Chem. Soc. 2013, 135, 2160–2163.

Gong, Y.; Chen, G.; Peng, Q.; Yuan, W.; Xie, Y.; Li, S.; Zhang, Y.; Tang, B. Z. Achieving persistent room temperature phosphorescence and remarkable mechanochromism from pure organic luminogens. Adv. Mater. 2015, 27, 6195–6201.

He, Z.; Zhao, W.; Lam, J.; Peng, Q.; Ma, H.; Liang, G.; Shuai, Z.; Tang, B. Z. White light emission from a single organic molecule with dual phosphorescence at room temperature. Nat. Commun. 2017, 8, 416.

Zhao, W; He, Z.; Lam, J.; Peng, Q.; Ma, H.; Shuai, Z.; Bai, G.; Hao, J.; Tang, B. Z. Rational molecular design for achieving persistent and efficient pure organic room-temperature phosphorescence. Chem 2016,1, 592–602.

Bolton, O.; Lee, K.; Kim, H.; Lin, K.; Kim, J. Activating efficient phosphorescence from purely organic materials by crystal design. Nat. Chem. 2011, 3, 205–210.

An, Z.; Zheng, C.; Tao, Y.; Chen, R.; Shi, H.; Chen, T.; Wang, Z.; Li, H.; Deng, R.; Liu, X.; Huang, W. Stabilizing triplet excited states for ultralong organic phosphorescence. Nat. Mater. 2015, 14, 685–690.

Gan, N.; Shi, H.; An, Z.; Huang, W. Recent advances in polymer-based metal-free room-temperature phosphorescent materials. Adv. Funct. Mater. 2018, 1802657.

Wu, W.; Tang, R.; Li, Q.; Li, Z. Functional hyperbranched polymers with advanced optical, electrical and magnetic properties. Chem. Soc. Rev. 2015, 44, 3997–4022.

Yuan, W.; Zhang, Y. Nonconventional macromolecular luminogens with aggregation-induced emission characteristics. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 560–574.

Zhou, Q.; Cao, B.; Zhu, C.; Xu, S.; Gong, Y.; Yuan, W.; Zhang, Y. Clustering-triggered emission of nonconjugated polyacrylonitrile. Small 2016, 12, 6586–6592.

Gong, Y.; Tan, Y.; Mei, J.; Zhang, Y.; Yuan. W.; Zang, Y.; Sun, J.; Tang, B. Z. Room temperature phosphorescence from natural products: Crystallization matters. Sci. China Chem. 2013, 56,1178–1182.

Reineke, S.; Seidler, N.; Yost, S.; Prins, F.; Tisdale, W.; Baldo, M. Highly efficient, dual state emission from an organic semiconductor. Appl. Phys. Lett. 2013, 103, 093302.

Reineke, S.; Baldo, M. Room temperature triplet state spectroscopy of organic semiconductors. Sci. Rep. 2014, 4, 3797.

Redondo, C.; Kleine, P.; Roszeitis, K.; Achenbach, T.; Kroll, M.; Thomschke, M.; Reineke, S. Interplay of fluorescence and phosphorescence in organic biluminescent emitters. J. Phys. Chem. C 2017,121, 14946.

Mieno, H.; Kabe, R.; Notsuka, N.; Allendorf, M.; Adachi, C. Long-lived room-temperature phosphorescence of coronene in zeolitic imidazolate framework ZIF8. Adv. Opt. Mater. 2016, 4, 1015–1021.

Joshi, R.; Meitei, O.; Jadhao, M.; Kumar, H.; Ghosh, S. Conformation controlled turn on-turn off phosphorescence in a metal-free biluminophore: Thriving the paradox that exists for organic compounds. Phys. Chem. Chem. Phys. 2016, 18, 27910–27920.

Kwon, M.; Lee, D.; Seo, S.; Jung, J.; Kim, J. Tailoring intermolecular interactions for efficient room-temperature phosphorescence from purely organic materials in amorphous polymer matrices. Angew. Chem. Int. Ed. 2014, 53, 11177–11181.

Su, Y. Phua, S.; Li, Y.; Zhou, X.; Jana, D.; Liu, G.; Lim, W. Q.; Ong, W.; Yang, C.; Zhao, Y. Ultralong room temperature phosphorescence from amorphous organic materials toward confidential information encryption and decryption. Sci. Adv. 2018, 4, eaas9732.

Kabe, R.; Adachi, C. Organic long persistent luminescence. Nature 2017, 550, 384–387.

Jinnai, K.; Kabe, R.; Adachi, C. Wide-range tuning and enhancement of organic long persistent luminescence using emitter dopants. Adv. Mater. 2018, 1800365.

Lin, Z.; Kabe, R.; Nishimura, N.; Jinnai, K.; Adachi, C. Organic long-persistent luminescence from a flexible and transparent doped polymer. Ad. Mater. 2018, 1803713.

Zhang, G.; Evans, R.; Campbell, K.; Fraser, C. L. Role of boron in the polymer chemistry and photophysical properties of difluoroboron-dibenzoylmethane polylactide. Macromolecules 2009, 42, 8627–8633.

Samonina-Kosicka, J.; Derosa, C.; Morris, W.; Fan, Z.; Fraser, C. Dual-emissive difluoroboron naphthyl-phenyl -diketonate polylactide materials: Effects of heavy atom placement and polymer molecular weight. Macromolecules 2014, 47, 3736.

Derosa, C.; Samonina-Kosicka, J.; Fan, Z.; Hendargo, H.; Weitzel, D.; Palmer, G.; Fraser, C. Oxygen sensing difluoroboron dinaphthoylmethane polylactide. Macromolecules 2015, 48, 2967.

Chen, X.; Xu, C.; Wang, T.; Zhou, C.; Du, J.; Wang, Z.; Xu, H.; Xie, T.; Bi, G.; Jiang, J.; Zhang, X.; Demas, J.; Trindle, C.; Luo, Y.; Zhang, G. Versatile room-temperature-phosphorescent materials prepared from N-substituted naphthalimides: Emission enhancement and chemical conjugation. A ge w. Chem. Int. Ed. 2016, 55, 9872–9876.

Sun, X.; Wang, X.; Li, X.; Ge, J.; Zhang, Q.; Jiang, J.; Zhang, G. Polymerization-enhanced intersystem crossing: New strategy to achieve long-lived excitons. Macromol. Rapid Commun. 2015, 36, 298–303.

Zhang, G.; Chen, J.; Payne, S.; Kooi, S.; Demas, J.; Fraser, C. Multi-emissive difluoroboron dibenzoylmethane polylactide exhibiting intense fluorescence and oxygen-sensitive roomtemperature phosphorescence. J. Am. Chem. Soc. 2007, 129, 8942–8943.

DeRosa, C.; Kerr, C.; Fan, Z.; Kolpaczynska, M.; Mathew, A.; Evans, R.; Zhang, G.; Fraser, C. Tailoring oxygen sensitivity with halide substitution in difluoroboron dibenzoylmethane polylactide materials. ACS Appl. Mater. Interfaces 2015, 7, 23633–23643.

Zhang, T.; Chen, H.; Ma, X.; Tian, H. Amorphous 2-bromocarbazole copolymers with efficient room-temperature phosphorescent emission and applications as encryption ink. Ind. Eng. Chem. Res. 2017, 56, 3123.

Chen, H.; Xu, L.; Ma, X.; Tian, H. Room temperature phosphorescence of 4-bromo-1,8-naphthalic anhydride derivativebased polyacrylamide copolymer with photo-stimulated responsiveness. Polym. Chem. 2016, 7, 3989–3992.

Chen, H.; Yao, X.; Ma, X.; Tian, H. Amorphous, efficient, room-temperature phosphorescent metal-free polymers and their applications as encryption ink. Adv. Opt. Mater. 2016, 4, 1397–1401.

Ogoshi, T.; Tsuchida, H.; Kakuta, T.; Yamagishi, T.; Taema, A.; Ono, T.; Sugimoto, M.; Motohiro, M. Ultralong room-temperature phosphorescence from amorphous polymer poly(styrene sulfonic acid) in air in the dry solid state. Adv. Funct. Mater. 2018, 28, 1707369.

Kanosue, K.; Ando, S. Polyimides with heavy halogens exhibiting room-temperature phosphorescence with very large stokes shifts. ACS Macro Lett. 2016, 5, 1301–1305.

Wang, T.; Zhang, X.; Deng, Y.; Sun, W.; Wang, Q.; Xu, F.; Huang, X. Dual-emissive waterborne polyurethanes prepared from naphthalimide derivative. Polymers 2017, 9, 411.

Wang, T.; Zhou, C.; Zhang, X.; Xu, D. Waterborne polyurethanes prepared from benzophenone derivatives with delayed fluorescence and room-temperature phosphorescence. Polym. Chem. 2018, 9, 1303–1308.

Zhou, C.; Xie, T.; Zhou, R.; Trindle, C.; Tikman, Y.; Zhang, X.; Zhang, G. Waterborne polyurethanes with tunable fluorescence and room-temperature phosphorescence. ACS Appl. Mater. Interfaces 2015, 7, 17209–17216.

Chen, X.; He, Z.; Kausar, F.; Chen, G.; Zhang, Y.; Yuan, W. Aggregation-induced dual emission and unusual luminescence beyond excimer emission of poly(ethylene terephthalate). Macromolecules 2018, 51, 9035–9042.

Ma, X.; Xu, C; Wang, J.; Tian, H. Amorphous pure organic polymers for heavy-atom-free efficient room-temperature phosphorescence emission. Ange w. Chem. Int. Ed. 2018, 57, 10854–11024.

Kwon, M.; Yu, Y.; Coburn, C.; Phillips, A.; Chung, K.; Shanker, K.; Jung, J.; Kim, G.; Pipe, K.; Forrest, S.; Youk, J.; Gierschner, J.; Kim, J. Suppressing molecular motions for enhanced room-temperature phosphorescence of metal-free organic materials. Nat. Commun. 2015, 6, 8947.

Yu, Y.; Kwon, M.; Jung, J.; Zeng, Y.; Kim, M.; Chung, K.; Gierschner, J.; Youk, J.; Borisov, S.; Kim, J. Room-temperaturephosphorescence-based dissolved oxygen detection by coreshell polymer nanoparticles containing metal-free organic phosphors. Angew. Chem. Int. Ed. 2017, 56, 16207–16211.

Li, Q.; Tang, Y.; Hu, W.; Li, Z. Fluorescence of nonaromatic organic systems and room temperature phosphorescence of organic luminogens: The intrinsic principle and recent progress. Small 2018, 1801560.

Wang Y.; Bin, X.; Chen, X.; Zheng, S.; Zhang, Y.; Yuan, W. Emission and emissive mechanism of nonaromatic oxygen clusters. Macromol. Rapid Commun. 2018, 39, 1800528.

Dou, X.; Zhou, Q.; Chen, X.; Tan, Y.; He, X.; Lu, P.; Sui, K.; Tang, B.; Zhang, Y.; Yuan, W. Clustering-triggered emission and persistent room temperature phosphorescence of sodium alginate. Biomacromolecules 2018, 19, 2014–2022.

Zhou, Q.; Wang, Z.; Dou, X.; Wang, Y.; Liu, S.; Zhang, Y.; Yuan, W. Emission mechanism understanding and tunable persistent room temperature phosphorescence of amorphous nonaromatic polymers. Mater. Chem. Front. 2018, Doi: 10.1039/c8qm00528a.

Chen, X.; Luo, W.; Ma, H.; Peng, Q.; Yuan. W.; Zhang, Y. Prevalent intrinsic emission from nonaromatic amino acids and poly(amino acids). Sci. China Chem. 2018, 61, 351–359.

Fang, M.; Yang, J.; Xiang, X.; Xie, Y.; Dong, Y.; Peng, Q.; Li, Q.; Li, Z. Unexpected room-temperature phosphorescence from a non-aromatic, low molecular weight, pure organic molecule through the intermolecular hydrogen bond. Mater. Chem. Front. 2018, 2, 2124–2129.