Synthesis and Properties of Polymeric Host Materials Constructed by Silane-carbazole Backbone and Electron-affinitive Cyanohexyl Substituent for Blue Phosphorescence Dopant

doi:10.1007/s40242-017-6477-3

高等学校化学研究 ›› 2017, Vol. 33 ›› Issue (2): 287-293.doi: 10.1007/s40242-017-6477-3

Synthesis and Properties of Polymeric Host Materials Constructed by Silane-carbazole Backbone and Electron-affinitive Cyanohexyl Substituent for Blue Phosphorescence Dopant

HU Dehua¹, LIU He¹, LI Xiaoxiao¹, SUN Xiaoyi¹, LU Fang², BAI Qing¹, LU Ping¹

1. State Key Laboratory of Supramolecular Structure and Materials, Jilin University, Changchun 130012, P. R. China;
2. Pharmacy Department, Changchun Medical College, Changchun 130031, P. R. China

收稿日期:2016-11-28 修回日期:2016-12-27 出版日期:2017-04-01 发布日期:2017-01-09
通讯作者: LU Ping,E-mail:lup@jlu.edu.cn E-mail:lup@jlu.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China(No.21374038) and the Project of the Jilin Provincial Science and Technology Department, China(No.20160101302JC).

Synthesis and Properties of Polymeric Host Materials Constructed by Silane-carbazole Backbone and Electron-affinitive Cyanohexyl Substituent for Blue Phosphorescence Dopant

HU Dehua¹, LIU He¹, LI Xiaoxiao¹, SUN Xiaoyi¹, LU Fang², BAI Qing¹, LU Ping¹

1. State Key Laboratory of Supramolecular Structure and Materials, Jilin University, Changchun 130012, P. R. China;
2. Pharmacy Department, Changchun Medical College, Changchun 130031, P. R. China

Received:2016-11-28 Revised:2016-12-27 Online:2017-04-01 Published:2017-01-09
Contact: LU Ping,E-mail:lup@jlu.edu.cn E-mail:lup@jlu.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(No.21374038) and the Project of the Jilin Provincial Science and Technology Department, China(No.20160101302JC).

摘要/Abstract

摘要：

A series of blue phosphor hosts, using 3,6-linked carbazole with δ-π tetraphenylsilane segment as the main chain and modified by peripheral cyanohexyl group with different ratios, was designed and synthesized. These polymers show good solubility in common organic solvents. They all possess wide bandgap of 3.40 eV, high thermal stabilities and good film forming abilities. The peripheral cyanohexyl substituents have no effect on the polymer backbones but enhance the electron transporting properties of the polymers in devices. Among them, doped devices using poly[(tetraphenylsilicon/9-hexyl-9H-3,6-carbazole)₅₀-co-(tetraphenylsilicon/9-hexanenitrile-9H-3,6-carbazole)]₅₀ (PCNCzSi50) as the host and bis[(4,6-difluorophenyl)pyridinato-N,C²]-(picolinato)iridium(III)(FIrpic) as the guest show the best performance with the maximum current efficiency and power efficiency of 2.00 cd/A and 1.40 lm/W, respectively.

关键词: Cyano group, Host, Phosphorescence, Polymer, Wide bandgap

Abstract:

Key words: Cyano group, Host, Phosphorescence, Polymer, Wide bandgap

HU Dehua, LIU He, LI Xiaoxiao, SUN Xiaoyi, LU Fang, BAI Qing, LU Ping. Synthesis and Properties of Polymeric Host Materials Constructed by Silane-carbazole Backbone and Electron-affinitive Cyanohexyl Substituent for Blue Phosphorescence Dopant[J]. 高等学校化学研究, 2017, 33(2): 287-293.

参考文献

[1] Baldo M. A., O'Brien D. F., You Y., Shoustikov A., Sibley S., Thompson M. E., Forrest S. R., Nature, 1998, 395, 151
[2] Ma Y., Zhang H., Che C., Shen J., Synth. Met., 1998, 94, 245
[3] Baldo M. A., Adachi C., Forrest S. R., Phys. Rev., B, 2000, 62, 10967
[4] Ren X., Li J., Holmes R. J., Djurovich P. I., Forrest S. R., Thompson M. E., Chem. Mater., 2004, 16, 4743
[5] Gong X., Robinson M. R., Ostrowski J. C., Moses D., Bazan G. C.,Heeger A. J., Adv. Mater., 2002, 14, 581
[6] Sudhakar M., Djurovich P. I., Hogen-Esch T. E., Thompson M. E., J. Am. Chem. Soc., 2003, 125, 7796
[7] Brunner K., Dijken A. V., Börner H., Bastiaansen J. J. A. M., Kiggen N. M. M., Langeveld B. M. W., J. Am. Chem. Soc., 2004, 126, 6035
[8] Su S. J., Sasabe H., Takeda T., Kido J., Chem. Mater., 2008, 20, 1691
[9] Ge Z., Hayakawa T., Ando S., Ueda M., Akiike T., Mayamoto H., Kajita T., Kakimoto M., Adv. Funct. Mater., 2008, 18, 584
[10] Tao Y., Wang Q., Yang C., Wang Q., Zhang Z., Zou T., Qin J., Ma D., Angew. Chem. Int. Ed., 2008, 47, 8104
[11] Gao Z. Q., Luo M., Sun X. H., Tom H. L., Wong M. S., Mi B. X., Xia P. F., Cheah K. W., Chen C. H., Adv. Mater., 2009, 21, 688
[12] Yeh S. J., Wu M. F., Chen C. T., Song Y. H., Chi Y., M Ho. H., Hsu S. F., Chen C. H., Adv. Mater., 2005, 17, 285
[13] Tsai M. H., Lin H. W., Su H. C., Ke T. H., Wu C. C., Fang F. C., Liao Y. L., Wong K. T., Wu C. I., Adv. Mater., 2006, 18, 1216
[14] Tsai M. H., Hong Y. H., Chang C. H., Su H. C., Wu C. C., Matoliukstyte A., Simokaitiene J., Grigalevicius S., Grigalevicius J. V., Hsu C. P., Adv. Mater., 2007, 19, 862
[15] Tao Y. T., Wang Q., Yang C. L., Zhong C., Zhang K., Qin J. G., Ma D. G., Adv. Funct. Mater., 2010, 20, 304
[16] Lamansky S., Djurovich P., Murphy D., Abdel-Razzaq F., Lee H. E., Adachi C., Burrows P. E., Forrest S. R., Thompson M. E., J. Am. Chem. Soc., 2001, 123, 4304
[17] Köhler A., Beljonne D., Adv. Funct. Mater., 2004, 14, 11
[18] Monkman A. P., Burrows H. D., Hartwell L. J., Horsburgh L. E., Hamblett I., Navaratnam S., Phys. Rev. Lett., 2001, 86, 1358
[19] Shih C., Rajamalli P., Wu C., Hsieh W., Cheng C. A., Acs Appl. Mater. Interfaces, 2015, 7, 10466
[20] Gong S., Sun N., Luo J., Zhong C., Ma D., Qin J., Yang C., Adv. Funct. Mater., 2014, 24, 5710
[21] Jeon S. O., Yook K. S., Joo C. W., Lee J. Y., Adv. Funct. Mater., 2009, 19, 3644
[22] Ding J., Zhang B., Lv J., Xie Z., Wang L., Jing X., Wang F., Adv. Mater., 2009, 21, 4983
[23] Jeon S. O., Yook K. S., Joo C. W., Lee J. Y., Adv. Mater., 2010, 22, 1872
[24] Chou H. H., Cheng C. H., Adv. Mater., 2010, 22, 2468
[25] Antoniadis H., Abkowitz M. A., Hsieh B. R., Appl. Phys. Lett., 1994, 65, 2030
[26] Kraft A., Grimsdale A. C., Holmes A. B., Angew. Chem. Int. Ed., 1998, 37, 402
[27] Friend R. H., Gymer R. W., Holmes A. B., Burroughes J. H., Marks R. N., Taliani C., Bradley D. D. C., Dos Santos D. A., Bré das J. L., Lögdlund M., Salaneck W. R., Nature, 1999, 397, 121
[28] Bernius M. T., Inbasekaran M., O'Brien J., Wu W., Adv. Mater., 2000, 12, 1737
[29] Liu M. F., Chen Y. L., Zhang C., Bo Z. S., Chin. J. Polym. Sci., 2012, 30, 308
[30] Chan K. L., Watkins S. E., Mak C. S. K., McKiernan M. J., Towns C. R., Pascu S. I., Holmes A. B., Chem. Commun., 2005, 5766
[31] Zhang X., Jiang C., Mo Y., Xu Y., Shi H., Cao Y., Appl. Phys. Lett., 2006, 88, 051116
[32] Gao X., Lu P., Ma Y. G., Chem. J. Chinese Universities, 2014, 35(9), 1795
[33] Chen Y. C., Huang G. S., Hsiao C. C., Chen S. A., J. Am. Chem. Soc., 2006, 128, 8549
[34] Avilov I., Marsal P., Brédas J. L., Beljonne D., Adv. Mater., 2004, 16, 1624
[35] Wu Z., Xiong Y., Zou J., Wang L., Liu J., Chen Q., Yang W., Peng J., Cao Y., Adv. Mater., 2008, 20, 2359
[36] Yeh H. C., Chien C. H., Shih P. I., Yuan M. C., Shu C. F., Macromolecules, 2008, 41, 3801
[37] Fei T., Cheng G., Hu D., Lu P., Ma Y., J. Polym. Sci. Part A:Polym. Chem., 2009, 47, 4784
[38] Hu D., Cheng G., Lu P., Liu H., Shen F., Li F., Lv Y., Dong W., Ma Y., Macromol. Rapid Commun., 2011, 32, 1467
[39] Greenham N. C., Moratti S. C., Bradley D. D. C., Friend R. H., Holmes A. B., Nature, 1993, 365, 628
[40] Lin Y., Chen Z. K., Ye T. L., Dai Y. F., Ma D. G., Ma Z., Liu Q. D., Chen Y., J. Polym. Sci. Part A:Polym. Chem., 2009, 48, 292
[41] Zhen C. G., Chen Z. K., Liu Q. D., Dai Y. F., Shin R. Y. C., Chang S. Y., Kieffer J., Adv. Mater., 2009, 21, 2425

Synthesis and Properties of Polymeric Host Materials Constructed by Silane-carbazole Backbone and Electron-affinitive Cyanohexyl Substituent for Blue Phosphorescence Dopant

Synthesis and Properties of Polymeric Host Materials Constructed by Silane-carbazole Backbone and Electron-affinitive Cyanohexyl Substituent for Blue Phosphorescence Dopant

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