Synthesis and Properties of a Dicarbazolyl Tetraphenylethylene Multi-functional Luminophor

doi:10.3969/j.issn.0251-0790.2012.04.015

Chem. J. Chinese Universities ›› 2012, Vol. 33 ›› Issue (04): 725.doi: 10.3969/j.issn.0251-0790.2012.04.015

• Organic Chemistry • Previous Articles Next Articles

Synthesis and Properties of a Dicarbazolyl Tetraphenylethylene Multi-functional Luminophor

CHI Zhen-Guo, HE Ke-Qiang, LI Hai-Yin, ZHANG Xi-Qi, XU Bing-Jia, LIU Si-Wei, ZHANG Yi, XU Jia-Rui

Key Laboratory for Polymeric Composite and Functional Materials of Ministry of Education, Key Laboratory of Designed Synthesis and Application of Polymer Material, Key Laboratory of Environment and Energy Chemistry of Guangdong Higher Education Institutes, State Key Laboratory of Optoelectronic Materials and Technologies, School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, China

Received:2011-06-02 Online:2012-04-10 Published:2012-04-10
Supported by:
国家自然科学基金(批准号: 51173210, 51073177)、2011年高校基本科研业务费中山大学青年教师重点培育项目、广东省自然科学基金(批准号: S2011020001190)和广东省发展平板显示产业财政扶持资金项目资助.

Abstract

Abstract: The development of organic fluorescent materials was of great interest for both fundamental research and practical applications. Piezofluorochromic or piezochromic fluorescent material was a "smart" material of which fluorescent properties were changed in response to external pressure stimuli. However, piezofluorochromic materials depended on the change of physical molecular packing modes were remaining extremely rare. In this work, a new discarbazolyl tetraphenylethylene compound was synthesized. The chemical structures of the derivative was determined by ¹H NMR, MS and elemental analyses, and its properties were investigated by PL, TGA, DSC and CV methods. The results show that the compound possess piezofluorochromic properties as well as aggregation-induced emission enhancement effect. The PL intensity and quantum yield in DMF/H₂O with high water fraction were about 171, 100 times higher than those in pure DMF, respectively. The piezofluorochromic nature was generated through phase transformation from crystalline state(450 nm) to amorphous state(480 nm) under the external stimuli. The organic light emitting diode(OLED) device fabricated with the compound as non-doped emitters exhibited good performances with a maximum brightness of 2438 cd/m², a maximum current efficiency of 2.87 cd/A, and a maximum power efficiency of 1.81 lm/W. It is indicated that the compound is a multi-functional luminophor.

Key words: Discarbazolyl tetraphenylethylene, Aggregation-induced emission effect, Piezofluorochromism, Organic light emitting diode(OLED)

CLC Number:

O625.6

TrendMD:

CHI Zhen-Guo, HE Ke-Qiang, LI Hai-Yin, ZHANG Xi-Qi, XU Bing-Jia, LIU Si-Wei, ZHANG Yi, XU Jia-Rui. Synthesis and Properties of a Dicarbazolyl Tetraphenylethylene Multi-functional Luminophor[J]. Chem. J. Chinese Universities, 2012, 33(04): 725.

References

[1] SHI Min-Min(施敏敏), CHEN Hong-Zheng(陈红征), SUN Jing-Zhi(孙景志), YE Jian(叶坚), WANG Mang(汪茫). Chem. J. Chinese Universities(高等学校化学学报)[J], 2004, 25(3): 454—457 [2] SONG Xue-Liang(宋学良), JIN Jia-Ke(金佳科), DONG Hao-Yu(董浩宇), TANG Ben-Zhong(唐本忠), SUN Jing-Zhi(孙景志). Chem. J. Chinese Universities(高等学校化学学报)[J], 2006, 27(11): 2209—2212 [3] ZHANG Guang-Wei(张广维), FAN Qu-Li(范曲立), HUANG Wei(黄维). Chem. J. Chinese Universities(高等学校化学学报)[J], 2009, 30(2): 413—416 [4] SHEN Jin-Bo(申进波), TONG Bin(佟斌), SHI Jian-Bing(石建兵), SUN Shu(孙书), FENG Xiao(冯霄), ZHI Jun-Ge(支俊格), DONG Yu-Ping(董宇平). Chem. J. Chinese Universities(高等学校化学学报)[J], 2010, 31(8): 1656—1660 [5] YANG Bing(杨兵), MA Yu-Guang(马於光), SHEN Jia-Cong(沈家骢). Chem. J. Chinese Universities(高等学校化学学报)[J], 2008, 29(12): 2643—2658 [6] Dou C., Han L., Zhao S., Zhang H., Wang Y.. J. Phys. Chem. Lett.[J], 2011, 2(6): 666—670 [7] Dou C., Chen D., Iqbal J., Yuan Y., Zhang H., Wang Y.. Langmuir[J], 2011, 27(10): 6323—6329 [8] Varghese S., Das S.. J. Phys. Chem. Lett.[J], 2011, 2(8): 863—873 [9] Hirose T., Higashiguchi K., Matsuda K.. Chem. Asian J.[J], 2011, 6(4): 1057—1063 [10] Yoon S., Park S.. J. Mater. Chem.[J], 2011, 21(23): 8338—8346 [11] Yoon S., Chung J., Gierschner J., Kim K., Choi M., Kim D., Park S.. J. Am. Chem. Soc.[J], 2010, 132(39): 13675—13683 [12] Xu B., Chi Z., Zhang J., Zhang X., Li H., Li X., Liu S., Zhang Y., Xu J.. Chem. Asian J.[J], 2011, 6(6): 1470—1478 [13] Li H., Zhang X., Chi Z., Xu B., Zhou W., Liu S., Zhang Y., Xu J.. Org. Lett.[J], 2011, 13(4): 556—559 [14] Li H., Chi Z., Xu B., Zhang X., Li X., Liu S., Zhang Y., Xu J.. J. Mater. Chem.[J], 2011, 21(11): 3760—3767 [15] Zhang X., Chi Z., Li H., Xu B., Li X., Zhou W., Liu S., Zhang Y., Xu J.. Chem. Asian J.[J], 2011, 6(3): 808—811 [16] Zhang X., Chi Z., Zhang J., Li H., Xu B., Li X., Liu S., Zhang Y., Xi J.. J. Phys. Chem. B[J], 2011, 115(23): 7606—7611 [17] Yang Z., Chi Z., Zhang X., Chen M., Xu B., Liu S., Zhang Y., Xu J.. J. Mater. Chem.[J], 2009, 19(31): 5541—5546. [18] Inoue M., Suzuki T., Nakada M.. J. Am. Chem. Soc.[J], 2003, 125(5): 1140—1141 [19] Dong Y., Lam J., Qin A., Sun J., Liu J., Li Z., Sun J., Sung H., Williams I., Kwok H., Tang B.. Chem. Commun.[J], 2007, (31): 3255—3257 [20] Zhang X., Yang Z., Chi Z., Chen M., Xu B., Wang C., Liu S., Zhang Y., Xu J.. J. Mater. Chem.[J], 2010, 20(2): 292—298 [21] Ning Z., Chen Z., Zhang Q., Yan Y., Qian S., Cao Y., Tian H.. Adv. Func. Mater.[J], 2007, 17(18): 3799—3807 [22] Luo J., Xie Z., Lam J. W. Y., Cheng L., Chen H., Qiu C., Kwok H. S., Zhan X., Liu Y., Zhu D., Tang B. Z.. Chem. Commun.[J], 2001, (18): 1740—1741

Synthesis and Properties of a Dicarbazolyl Tetraphenylethylene Multi-functional Luminophor

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