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2018 , Vol. 76 >Issue 4: 246 - 258

DOI: https://doi.org/10.6023/A17110504

综述

有机/金属有机力致发光材料的研究进展

  • 刘明丽 ,
  • 吴琪 ,
  • 史慧芳 ,
  • 安众福 ,
  • 黄维
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  • a 内蒙古大学化学化工学院 呼和浩特 010021;
    b 南京工业大学 先进材料研究院 国家江苏先进生物与化学制造协同创新中心 江苏省柔性电子重点实验室 南京 211800;
    c 西北工业大学 陕西省柔性电子研究院 西安 710072
刘明丽,目前主要研究工作为超长有机磷光材料与有机电致发光主体材料合成及性能研究;吴琪,目前主要研究工作为超长有机磷光材料与有机电致发光主体材料合成及性能研究;安众福,他的研究课题主要集中在有机电子器件,包括有机光电材料与器件,超长有机磷光材料及其应用;黄维,主要研究方向为柔性电子材料与器件、纳米材料和纳米技术等.

收稿日期: 2017-11-24

  网络出版日期: 2018-02-26

基金资助

项目受中国国家基础研究973计划（No.2015CB932200）、国家自然科学基金（Nos.51673095和61505078）、江苏省自然科学基金（No.BK2015064）和江苏省“六产业高层次人才”（XCL-025）资助.

收起

Progress of Research on Organic/Organometallic Mechanoluminescent Materials

  • Liu Mingli ,
  • Wu Qi ,
  • Shi Huifang ,
  • An Zhongfu ,
  • Huang Wei
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  • a College of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010021;
    b Key Laboratory of Flexible Electronics & Institute of Advanced Materials, Jiangsu National Synergetic, Innovation Center for Advanced Materials, Nanjing Tech University, Nanjing 211800;
    c Shanxi Institute of Flexible Electronics, Northwestern Polytechnical University, Xi'an 710072

Received date: 2017-11-24

  Online published: 2018-02-26

Supported by

Project supported by the National Basic Research Program 973 of China (No. 2015CB932200), the National Natural Science Foundation of China (Nos. 51673095 and 61505078), the Natural Science Foundation of Jiangsu Province (No. BK2015064) and the "High-Level Talents in Six Industries" of Jiangsu Province (No. XCL-025).

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摘要

有机/金属有机力致发光材料因具有外力作用诱导产生发光的独特性质，其在冲击力、应力、张力或压力等作用力的传感以及显示、照明及成像等领域具有巨大应用潜力，近年来引起了人们广泛关注.综述了自1980年以来的有机/金属有机力致发光材料（稀土金属有机配合物材料、过渡金属有机配合物材料、纯有机小分子材料和纯有机聚合物材料）和发光机理方面的研究进展，最后提出了有机/金属有机力致发光所面临的挑战与未来发展方向.

关键词： 力致发光; 金属有机配合物; 压电性质; 中心不对称分子结构; 分子晶体工程

本文引用格式

刘明丽 , 吴琪 , 史慧芳 , 安众福 , 黄维 . 有机/金属有机力致发光材料的研究进展[J]. 化学学报, 2018 , 76(4) : 246 -258 . DOI: 10.6023/A17110504

Abstract

Functional materials with unique properties or specific functions, have been developed greatly in the areas of information, aerospace, energy, biology and so forth. Recently, organic/organometallic mechanoluminescence (ML) has attracted considerable attention owing to its unique optical properties induced by external stimulus, which demonstrates great potential as a candidate for sensing of impact, stress, tension or pressure, display and lighting, as well as imaging. In this review, the recent progress on organic/organometallic ML materials, the relationship between molecular structures and properties, their luminescent mechanisms, as well as the applications are summarized. Currently, the organic/organometallic ML systems mainly contain small molecules, including organometallic complexes and pure organic compounds, and polymers. In comparison to the design and preparation of materials, the progress of underlying mechanisms still remains ambiguous without a universal acknowledgement. Up to now, it is generally accepted that organic/organometallic ML materials should have non-centrosymmetric molecular structures, dipolar structures and piezoelectric properties. Because when the crystals are stimulated under grinding, rubbing, cutting, cleaving, shaking, scratching, compressing, or crushing, the center asymmetric molecular structures of organic/organometallic materials are broken, resulting in disruption of the crystal and electronic discharge at the crack surface, then emitting obvious light from the surface of solids state. This organic ML mechanism is mainly derived from the mechanism of inorganic ML. Mechanisms of organic/organometallic ML materials need to be verified by further experiments and theoretical study. As to the mechanism of mechanically activated luminescence of pure organic polymers, it was reported that when the material was stimulated by mechanical forces, the excited state went back to the ground state and emitted light. This review will focus on the recent progress of organic/organometallic mechanoluminescent materials including rare-earth organometallic complex, transition organometallic complex, pure organic small molecule materials and pure organic polymer materials, and their mechanisms during the past decades. Finally, the challenges and the outlook of the organic/organometallic ML have been discussed.

Key words： mechanoluminescence; organometallic complex; piezoelectricity; center asymmetric molecular structure; molecular crystal engineering

参考文献

[1] Liang, X.; Wang, Z.; Wang, L.; Hanif, M.; Hu, D.; Su, S.; Xie, Z.; Gao, Y.; Yang, B.; Ma, Y. Chin. J. Chem. 2017, 35, 1559.
[2] Pan, L.; Luo, W.; Chen, M.; Liu, J.; Xu, L.; Hu, R.; Zhao, Z.; Qin, A.; Tang, B. Chin. J. Org. Chem. 2016, 36, 1316. (潘凌翔, 罗文文, 陈明, 刘峻恺, 徐露, 胡蓉蓉, 赵祖金, 秦安军, 唐本忠, 有机化学, 2016, 36, 1316.)
[3] Zhang, Z.; Li, W.; Ye, K.; Zhang, H. Acta Chim. Sinica 2016, 74, 179. (张振宇, 李婉君, 叶开其, 张红雨, 化学学报, 2016, 74, 179.)
[4] Tang, Y.; Huang, H.; Peng, Y.; Ruan, Q.; Wang, K.; Yi, P.; Liu, D.; Zhong, C. Chin. J. Chem. 2017, 35, 1091.
[5] Guan, W.; Zhou, W.; Lü, C. Acta Chim. Sinica 2016, 74, 929. (管伟江, 周文娟, 吕超, 化学学报, 2016, 74, 929.)
[6] An, Z.; Zheng, C.; Tao, Y.; Chen, R.; Shi, H.; Chen, T.; Wang, Z.; Li, H.; Deng, R.; Liu, X.; Huang, W. Nat. Mater. 2015, 14, 685.
[7] Li, L.; Cao, X.; Huang, R. Chin. J. Chem. 2016, 34, 143.
[8] Wei, J.; Liang, B.; Duan, R.; Cheng, Z.; Li, C.; Zhou, T.; Yi, Y.; Wang, Y. Angew. Chem., Int. Ed. 2016, 55, 15589.
[9] Zhao, W.; He, Z.; Lam, J.; Peng, Q.; Ma, H.; Shuai, Z.; Bai, G.; Hao, J.; Tang, B. Chem 2016, 1, 592.
[10] Cao, Y.; Wang, R.; Wu, G.; Fang, Q.; Qiu, S. Chin. J. Chem. 2016, 34, 196.
[11] Li, W.; Peng, Q.; Xie, Y.; Zhang, T.; Shuai, Z. Acta Chim. Sinica 2016, 74, 902. (李文强, 彭谦, 谢育俊, 张天, 帅志刚, 化学学报, 2016, 74, 902.)
[12] Xu, H.; Chen, R.; Sun, Q.; Lai, W.; Su, Q.; Huang, W.; Liu, X. Chem. Soc. Rev. 2014, 43, 3259.
[13] Shi, H.; Ma, X.; Zhao, Q.; Liu, B.; Qu, Q.; An, Z.; Zhao, Y.; Huang, W. Adv. Funct. Mater. 2014, 24, 4823.
[14] Huang, Y.; Lei, L.; Zheng, C.; Wei, B.; Zhao, Z.; Qin, A.; Hu, R.; Tang, B. Acta Chim. Sinica 2016, 74, 885. (黄玉章, 雷洛奇, 郑超, 危博, 赵祖金, 秦安军, 胡蓉蓉, 唐本忠, 化学学报, 2016, 74, 885.)
[15] Peng, Z.; Wang, Z.; Tong, B.; Ji, Y.; Shi, J.; Zhi, J.; Dong, Y. Chin. J. Chem. 2016, 34, 1071.
[16] Qian, X.; Su, M.; Li, F. Acta Chim. Sinica 2016, 74, 565. (钱鑫, 苏萌, 李风煜, 化学学报, 2016, 74, 565.)
[17] Wang, C.; Xu, B.; Li, M.; Chi, Z.; Xie, Y.; Li, Q.; Li, Z. Mater. Horiz. 2016, 3, 220.
[18] Chandra, B. P.; Zink, J. I. J. Chem. Phys. 1980, 73, 5933.
[19] Hocking, M. B.; Preston, D. M.; Zink, J. I. J. Lumin. 1989, 43, 309.
[20] Li, X.; Zheng, Y.; Zuo, J.; Song, Y.; You, X. Polyhedron 2007, 26, 5257.
[21] Fontenot, R. S.; Bhat, K. N.; Hollerman, W. A.; Aggarwal, M. D.; Nguyen, K. M. CrystEngComm. 2012, 14, 1382.
[22] Nishida, J. I.; Ohura, H.; Kita, Y.; Hasegawa, H.; Kawase, T.; Takada, N.; Sato, H.; Sei, Y.; Yamashita, Y. J. Org. Chem. 2016, 81, 433.
[23] Fontenot, R. S.; Bhat, K. N.; Owens, C. A.; Hollerman, W. A.; Aggarwal, M. D. J. Lumin. 2015, 158, 428.
[24] Chen, X.; Zhu, X.; Xu, Y.; Raj, S. S. S.; Oztürk, S.; Fun, H.; Ma, J.; You, X. J. Mater. Chem. 1999, 9, 2919.
[25] Xu, S.; Liu, T.; Mu, Y.; Wang, Y.; Chi, Z.; Lo, C.; Liu, S.; Zhang, Y.; Lien, A.; Xu, J. Angew. Chem., Int. Ed. 2015, 54, 874.
[26] Fang, M.; Yang, J.; Liao, Q.; Gong, Y.; Xie, Z.; Chi, Z.; Peng, Q.; Li, Q.; Li, Z. J. Mater. Chem. C 2017, 5, 9879.
[27] Rheingold, A. L.; King, W. Inorg. Chem. 1989, 28, 1715.
[28] Chen, Y.; Spiering, A. J. H.; Karthikeyan, S.; Peters, G. W. M.; Meijer, E. W.; Sijbesma, R. P. Nat. Chem. 2012, 4, 559.
[29] Wang, M.; Guo, G.; Chen, W.; Xu, G.; Zhou, W.; Wu, K.; Huang, J. Angew. Chem., Int. Ed. 2007, 46, 3909.
[30] Wang, G.; Xu, G.; Wang, M.; Cai, L.; Li, W.; Guo, G. Chem. Sci. 2015, 6, 7222.
[31] Wang, M.; Guo, G. Chem. Commun. 2016, 52, 13194.
[32] Zhang, N.; Sun, C.; Jiang, X.; Xing, X.; Yan, Y.; Cai, L.; Wang, M.; Guo, G. C. Chem. Commun. 2017, 53, 9269.
[33] Wang, M.; Guo, S.; Li, Y.; Cai, L.; Zou, J.; Xu, G.; Zhou, W.; Zheng, F.; Guo, G. J. Am. Chem. Soc. 2009, 131, 13572.
[34] Yang, H.; Zhang, Y.; Li, Y.; Wang, J.; Li, X.; Song, J.; Zhang, B.; Feng, Y. Chin. J. Org. Chem. 2017, 37, 1991. (杨贺玮, 张宇哲, 李艳杰, 王京翔, 李小萌, 宋健, 张宝, 冯亚青, 有机化学, 2017, 37, 1991.)
[35] Mukherjee, S.; Thilagar, P. Chem. Commun. 2015, 51, 10988.
[36] Tao, Y.; Yuan, K.; Chen, T.; Xu, P.; Li, H.; Chen, R.; Zheng, C.; Zhang, L.; Huang, W. Adv. Mater. 2014, 26, 7931.
[37] Chen, X.; Duan, C.; Zhu, X.; You, X.; Raj, S. S. S.; Fun, H.; Wu, J. Mater. Chem. Phys. 2001, 72, 11.
[38] Xu, B.; Li, W.; He, J.; Wu, S.; Zhu, Q.; Yang, Z.; Wu, Y.; Zhang, Y.; Jin, C.; Lu, P.; Chi, Z.; Liu, S.; Xu, J.; Bryce, M. R. Chem. Sci. 2016, 7, 5307.
[39] Xu, B.; He, J.; Mu, Y.; Zhu, Q.; Wu, S.; Wang, Y.; Zhang, Y.; Jin, C.; Lo, C.; Chi, Z.; Lien, A.; Liu, S.; Xu, J. Chem. Sci. 2015, 6, 3236.
[40] Neena, K. K.; Sudhakar, P.; Dipak, K.; Thilagar, P. Chem. Commun. 2017, 53, 3641.
[41] Hirai, Y.; Nakanishi, T.; Kitagawa, Y.; Fushimi, K.; Seki, T.; Ito, H.; Hasegawa, Y. Angew. Chem., Int. Ed. 2017, 56, 7171.
[42] Eddingsaas, N. C.; Suslick, K. S. J. Am. Chem. Soc. 2007, 129, 6718.
[43] Walton, A. J. Adv. Phys. 1977, 26, 887.
[44] Cotton, F. A.; Goodgame, D. M. L.; Goodgame, M. J. Am. Chem. Soc. 1962, 84, 167.
[45] Goodgame, D. M. L.; Cotton, F. A. J. Chem. Soc. 1961, 3735.
[46] Wong, H. Y.; Lo, W. S.; Chan, W. T. K.; Law, G. L. Inorg. Chem. 2017, 56, 5135.
[47] Nakayama, H.; Nishida, J.; Takada, N.; Sato, H.; Yamashita, Y. Chem. Mater. 2012, 24, 671.
[48] Balsamy, S.; Natarajan, P.; Vedalakshmi, R.; Muralidharan, S. Inorg. Chem. 2014, 53, 6054.
[49] Fontenot, R. S.; Hollerman, W. A.; Bhat, K. N.; Aggarwal, M. D. J. Lumin. 2013, 134, 477.
[50] Li, C.; Xu, C. N.; Imai, Y.; Bu, N. Strain 2011, 47, 483.
[51] Sakai, K.; Koga, T.; Imai, Y.; Maehara, S.; Xu, C. Phys. Chem. Chem. Phys. 2006, 8, 2819.
[52] Cheng, Z.; Lin, J. Macromol. Rapid Commun. 2015, 36, 790.
[53] Xu, X.; Wang, M.; Lin, L.; Zhao, B.; He, D. Mater. Rev. 2015, 29, 61. (许晓玉, 王蒙, 林琳, 赵斌, 何丹农, 材料导报, 2015, 29, 61.)
[54] Liu, Z.; Lai, B.; Wen, H.; Robbins, J.; Nei, H. Chin. J. Chem. 2016, 34, 1304.
[55] Yang, Z.; Lin, J.; Su, M.; Tao, Z.; Wang, W. Acta Chim. Sinica 2001, 59, 736. (杨智, 林建华, 苏勉曾, 陶冶, 王渭, 化学学报, 2001, 59, 736.)
[56] Huang, J.; Hou, B.; Ling, H.; Liu, J.; Yu, X. Inorg. Chem. 2014, 53, 9541.
[57] Hurt, C. R.; Mcavoy, N.; Bjorklund, S.; Filipescu, N. N. Nature 1966, 212, 179.
[58] Sweeting, L. M.; Rheingold, A. L. J. Am. Chem. Soc. 2002, 109, 2652.
[59] Fontenot, R. S.; Hollerman, W. A.; Bhat, K. N.; Aggarwal, M. D. J. Lumin. 2012, 132, 1812.
[60] Fontenot, R. S.; Bhat, K. N.; Hollerman, W. A.; Alapati, T. R.; Aggarwal, M. D. ECS J. Solid State Sci. Technol. 2013, 2, 384.
[61] Fontenot, R. S.; Hollerman, W. A.; Bhat, K. N.; Aggarwal, M. D.; Penn, B. G. Polym. J. 2013, 46, 111.
[62] Chen, X.; Liu, S.; Yu, Z.; Cheung, K.; Ma, J.; Min, N.; You, X. J. Coord. Chem. 1999, 47, 349.
[63] Xiong, R.; You, X. Inorg. Chem. 2002, 5, 677.
[64] Chen, X.; Liu, S.; Duan, C.; Xu, Y.; You, X. Polyhedron 1998, 17, 1883.
[65] Takada, N.; Sugiyama, J.; Minami, N.; Hieda, S. Mol. Cryst. Liq. Cryst. 1997, 295, 71.
[66] Takada, N.; Hieda, S.; Sugiyama, J.; Katoh, R.; Minami, N. Synth. Met. 2000, 111, 587.
[67] Takada, N.; Sugiyama, J.; Katoh, R.; Minami, N.; Hieda, S. Synth. Met. 1997, 91, 351.
[68] Li, D.; Li, C.; Wang, J.; Kang, L.; Wu, T.; Li, Y.; You, X. Eur. J. Inorg. Chem. 2009, 2009, 4844.
[69] Rausch, J.; Lorenz, V.; Hrib, C. G.; Frettloh, V.; Adlung, M.; Wickleder, C.; Hilfert, L.; Jones, P. G.; Edelmann, F. T. Inorg. Chem. 2014, 53, 11662.
[70] George, T. M.; Sajan, M. J.; Gopakumar, N.; Reddy, M. L. P. J. Photochem. Photobiol., A 2016, 317, 88.
[71] Hasegawa, Y.; Hieda, R.; Miyata, K.; Nakagawa, T.; Kawai, T. Eur. J. Inorg. Chem. 2011, 2011, 4978.
[72] Hasegawa, Y.; Tateno, S.; Yamamoto, M.; Nakanishi, T.; Kita-gawa, Y.; Seki, T.; Ito, H.; Fushimi, K. Chem.-Eur. J. 2017, 23, 2666.
[73] Biju, S.; Gopakumar, N.; Bunzli, J. C. G.; Scopelliti, R.; Kim, H. K.; Reddy, M. L. P. Inorg. Chem. 2013, 52, 8750.
[74] Mikhalyova, E. A.; Yakovenko, A. V.; Zeller, M.; Kiskin, M. A.; Kolomzarov, Y. V.; Eremenko, I. L.; Addison, A. W.; Pavlishchuk, V. V. Inorg. Chem. 2015, 54, 3125.
[75] Wu, Z.; Huang, X. Chin. J. Chem. 2016, 34, 703
[76] Chen, J.; Zhang, Q.; Zheng, F.; Liu, Z.; Wang, S.; Wu, A.; Guo, G. Dalton Trans. 2015, 44, 3289.
[77] Chandra, B. P.; Jaiswal, A. K.; Cwandraker, T. R.; Kaza, B. R. J. Lumin. 1982, 27, 101.
[78] Chandra, B. P.; Deshmukh, N. G.; Sahu, R. B.; Verma, A. K. Cryst. Res. Technol. 1986, 21, 1559.
[79] Kobayashi, A.; Hasegawa, T.; Yoshida, M.; Kato, M. Inorg. Chem. 2016, 55, 1978.
[80] SchÖnweiz, S.; Sorsche, D.; Schwarz, B.; Rau, S.; Streb, C. Dalton Trans. 2017, 46, 9760.
[81] Knotter, D. M.; Van Maanen, H. L.; Grove, D. M.; Spek, A. L.; Van Koten, G. Inorg. Chem. 1991, 30, 3309.
[82] Knotter, D. M.; Blasse, G.; Vliet, J. P. M. V.; Koten, G. V. Inorg. Chem. 1992, 31, 2196.
[83] Incel, A.; Varlikli, C.; McMillen, C. D.; Demir, M. M. J. Phys. Chem. C 2017, 121, 11709.
[84] Tseng, C.; Fox, M. A.; Liao, J.; Ku, C.; Sie, Z.; Chang, C.; Wang, J.; Chen, Z.; Lee, G.; Chi, Y. J. Mater. Chem. C 2017, 5, 1420.
[85] Hsu, C. W.; Ly, K. T.; Lee, W. K.; Wu, C. C.; Wu, L. C.; Lee, J. J.; Lin, T. C.; Liu, S. H.; Chou, P. T.; Lee, G. H.; Chi, Y. ACS Appl. Mater. Interfaces 2016, 8, 33888.
[86] Inoue, T.; Tazuke, S. Chem. Lett. 1981, 5, 589.
[87] Nowak, R.; Krajewska, A.; Samoc, M. Chem. Phys. Lett. 1983, 94, 270.
[88] Yang, J.; Gao, X.; Xie, Z.; Gong, Y.; Fang, M.; Peng, Q.; Chi, Z.; Li, Z. Angew. Chem., Int. Ed. 2017, 56, 15299.
[89] Arivazhagan, C.; Maity, A.; Bakthavachalam, K.; Jana, A.; Panigrahi, S. K.; Suresh, E.; Das, A.; Ghosh, S. Chem.-Eur. J. 2017, 23, 7046.
[90] Xie, Y.; Tu, J.; Zhang, T.; Wang, J.; Xie, Z.; Chi, Z.; Peng, Q.; Li, Z. Chem. Commun. 2017, 53, 11330.
[91] Hardy, G. E.; Kaska, W. C.; Chandra, B. P.; Zink, J. I. J. Am. Chem. Soc. 1981, 103, 1074.
[92] Sweeting, L. M.; Rheingold, A. L. J. Phys. Chem. 1988, 92, 5648.
[93] Guo, J.; Li, X.; Nie, H.; Luo, W.; Gan, S.; Hu, S.; Hu, R.; Qin, A.; Zhao, Z.; Su, S.; Tang, B. Adv. Funct. Mater. 2017, 27, 1606458.
[94] 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. Angew. Chem., Int. Ed. 2017, 56, 880.
[95] Clough, J. M.; Creton, C.; Craig, S. L.; Sijbesma, R. P. Adv. Funct. Mater. 2016, 26, 9063.
[96] Chen, Y.; Sijbesma, R. P. Macromolecules 2014, 47, 3797.

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