Citation: MO Yue-Qi, CHANG Xue-Yi, HU Su-Jun, HAN Shao-Hu, WU Hong-Bin, PENG Jun-Biao. Synthesis and Electroluminescent Properties of Phenyl-Substituted Poly(phenylenevinylene)[J]. Acta Physico-Chimica Sinica, ;2011, 27(05): 1188-1194. doi: 10.3866/PKU.WHXB20110527 shu

Synthesis and Electroluminescent Properties of Phenyl-Substituted Poly(phenylenevinylene)

1.
1. Key Laboratory of Special Functional Materials, South China University of Technology, Guangzhou 510640, P. R. China;
2. Canton Oledking Optoelectronic Materials Co., Ltd., Guangzhou 510730, P. R. China;
3. Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Guangzhou 510640, P. R. China

Received Date: 25 November 2010
Available Online: 15 April 2011
Fund Project: 国家自然科学基金(20674021) (20674021)高等学校博士学科点专项科研基金新教师基金课题(20090172120012)资助项目 (20090172120012)

Poly(phenylenevinylene) (PPV) is one of the most efficient electroluminescent conjugated polymers and has the potential to be commercialized as important components in full-color flat panel displays. Here, we report an alternative synthetic route to the commercially available PPV derivative Super Yellow PPV (SY PPV) using 2-bromo-1,4-xylylene diacetate as a novel starting material. The intermediates, monomers, and the polymer were fully characterized by nuclear magnetic resonance (NMR) and elemental analysis. The SY PPV film shows an absorption maximum at 434 nm and an absorption onset at 510 nm with an optical bandgap of ca 2.44 eV. The photoluminescent and electroluminescent maximum of SY PPV are around 516 and 552 nm, respectively. The SY PPV obtained via this new synthetic route exhibits improved electroluminescent properties, a turn on voltage of over 2.4 V, a luminance maximum exceeding 49000 cd·m^-2, and a maximum luminous efficiency (LE) of 21 cd·A^-1 compared with the SY PPV prepared by the traditional route (16-18 cd·A^-1).
- Polyphenylenevinylene,
- Phenyl-substituted polyphenylenevinylene,
- Green light emitting polymer,
- Polymer light-emitting device,
- Electroluminescence
1. [1]
  
  (1) Spreitzer, H.; Becker, H.; Kluge, E.; Kreuder,W.; Schenk, H.; Demandt, R.; Schoo, H. Adv. Mater. 1998, 10, 1340.
2. [2]
  (2) Wu, H. B.; Huang, F.; Mo, Y. Q.; Yang,W.;Wang, D. L.; Peng, J. B.; Cao, Y. J. Soc. Inf. Display 2005, 13, 123.
3. [3]
  (3) Hsieh, B. R.;Wan,W. C.; Yu, Y.; Gao, Y.; odwin, T. E.; nzalez, S. A.; Feld,W. A. Macromolecules 1998, 31, 631.
4. [4]
  (4) Hsieh, B. R.; Yu, Y.; Forsythe, E.W.; Schaaf, G. M.; Feld,W. A. J. Am. Chem. Soc. 1998, 120, 231.
5. [5]
  (5) Chen, K. B.; Li, H. C.; Chen, C. K.; Yang, S. H.; Hsieh, B. R.; Hsu, C. S. Macromolecules 2005, 38, 8617.
6. [6]
  (6) Boardman, F. H.; Grice, A.W.; Ruether, M. G.; Sheldon, T. J.; Bradley, D. D. C.; Burn, P. L. Macromolecules 1999, 32, 111.
7. [7]
  (7) Becker, H.; Spreitzer, H.; Kreuder,W.; Kluge, E.; Schenk, H.; Parker, I.; Cao, Y. Adv. Mater. 2000, 12, 42.
8. [8]
  (8) Jin, Y.; Kim, J.; Park, S. H.; Kim, H.; Lee, K.; Suh, H. Bull. Korean Chem. Soc. 2005, 26, 1807.
9. [9]
  (9) Hsieh, B. R.; Yu, Y. Electroluminescent polymer compositions and processes thereof. U.S. Patent, 5945502, 1997.
10. [10]
  (10) Chen, Z. K.; Lee, N. H. S.; Huang,W.; Xu, Y. S.; Cao, Y. Macromolecules 2003, 36, 1009.
11. [11]
  (11) Mikroyannidis, J. A. Chem. Mater. 2003, 15, 1865.
12. [12]
  (12) Sohn, B. H.; Kim, K.; Choi, D. S.; Kim, Y. K.; Jeoung, S. C.; Jin, J. I. Macromolecules 2002, 35, 2876.
13. [13]
  (13) Gruber, J.; Li, R.W. C.; Aguiar, L. H. J. M. C.; Benvenho, A. R. V.; Lessmann, R.; Huemmelgen, I. A. J. Mater. Chem. 2005, 15, 517.
14. [14]
  (14) Shin, D. C.; Kim, Y. H.; You, H.; Kwon, S. K. Macromolecules 2003, 36, 3222.
15. [15]
  (15) Chung, S. J.; Jin, J. I.; Lee, C. H.; Lee, C. E. Adv. Mater. 1998, 10, 684.
16. [16]
  (16) Kwon, S. K.; Shin, D. C.; Kim, Y. H.; Kim, J.W.; Joo, D. J.; You, H.; Choi, D. S. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 2002, 43, 603.
17. [17]
  (17) Johansson, D. M.; Srdanov, G.; Yu, G.; Theander, M.; Inganäs, O.; Andersson, M. R. Macromolecules 2000, 33, 2525.
18. [18]
  (18) Johansson, D. M.; Theander, M.; Srdanov, G.; Yu, G.; Inganäs, O.; Andersson, M. R. Macromolecules 2001, 34, 3716.
19. [19]
  (19) Lee, J. H.; Yu, H. S.; Kim,W.; Gal, Y. S.; Park, J. H.; Jin, S. H. J. Polym. Sci., Part A: Polym Chem. 2000, 38, 4185.
20. [20]
  (20) Jin, S. H.; Jung, H. H.; Hwang, C. K.; Koo, D. S.; Shin,W. S.; Kim, Y. I.; Lee, J.W.; Gal, Y. S. J. Polym. Sci. A 2005, 43, 5062.
21. [21]
  (21) Mo, Y. Q.; Huang, J.; Jiang, J. X.; Deng, X. Y.; Niu, Y. H.; Cao, Y. Chin. J. Polym. Sci. 2002, 20, 461.
22. [22]
  (22) Khanapure, S. P.; Biehl, E. R. J. Org. Chem. 1987, 52, 1333.
23. [23]
  (23) Wudl, F.; Khemani, K. C.; Harlev, E.; Ni, Z.; Srdanov, G. Polym. Mater. Sci. Eng. 1991, 64, 201.
24. [24]
  (24) Becker, H.; Spreitzer, H.; Ibrom, K.; Kreuder,W. Macromolecules 1999, 32, 4925.
25. [25]
  (25) Fleissner, A.; Stegmaier, K.; Melzer, C.; von Seggern, H.; Schwalm, T.; Rehahn, M. Chem. Mater. 2009, 21, 4288.
26. [26]
  (26) Bredas, J. L.; Silbey, R.; Boudreaux, D. S.; Chance, R. R. J. Am. Chem. Soc. 1983, 105, 6555.
1. [1]
  Fan JIA , Wenbao XU , Fangbin LIU , Haihua ZHANG , Hongbing FU . Synthesis and electroluminescence properties of Mn²⁺ doped quasi-two-dimensional perovskites (PEA)₂Pb_yMn_1-yBr₄. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1114-1122. doi: 10.11862/CJIC.20230473
2. [2]
  Yi DING , Peiyu LIAO , Jianhua JIA , Mingliang TONG . Structure and photoluminescence modulation of silver(Ⅰ)-tetra(pyridin-4-yl)ethene metal-organic frameworks by substituted benzoates. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 141-148. doi: 10.11862/CJIC.20240393
3. [3]
  Chengqian Mao , Yanghan Chen , Haotong Bai , Junru Huang , Junpeng Zhuang . Photodimerization of Styrylpyridinium Salt and Its Application in Silk Screen Printing. University Chemistry, 2024, 39(5): 354-362. doi: 10.3866/PKU.DXHX202312014
4. [4]
  Zhongxin YU , Wei SONG , Yang LIU , Yuxue DING , Fanhao MENG , Shuju WANG , Lixin YOU . Fluorescence sensing on chlortetracycline of a Zn-coordination polymer based on mixed ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2415-2421. doi: 10.11862/CJIC.20240304
5. [5]
  Minna Ma , Yujin Ouyang , Yuan Wu , Mingwei Yuan , Lijuan Yang . Green Synthesis of Medical Chemiluminescence Reagents by Photocatalytic Oxidation. University Chemistry, 2024, 39(5): 134-143. doi: 10.3866/PKU.DXHX202310093
6. [6]
  Bao Jia , Yunzhe Ke , Shiyue Sun , Dongxue Yu , Ying Liu , Shuaishuai Ding . Innovative Experimental Teaching for the Preparation and Modification of Conductive Organic Polymer Thin Films in Undergraduate Courses. University Chemistry, 2024, 39(10): 271-282. doi: 10.12461/PKU.DXHX202404121
7. [7]
  Xiao SANG , Qi LIU , Jianping LANG . Synthesis, structure, and fluorescence properties of Zn(Ⅱ) coordination polymers containing tetra-alkenylpyridine ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2124-2132. doi: 10.11862/CJIC.20240158
8. [8]
  .
  南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积
  . CCS Chemistry, 2025, 7(0): -.
9. [9]
  Tianyun Chen , Ruilin Xiao , Xinsheng Gu , Yunyi Shao , Qiujun Lu . Synthesis, Crystal Structure, and Mechanoluminescence Properties of Lanthanide-Based Organometallic Complexes. University Chemistry, 2024, 39(5): 363-370. doi: 10.3866/PKU.DXHX202312017
10. [10]
  Junjie Zhang , Yue Wang , Qiuhan Wu , Ruquan Shen , Han Liu , Xinhua Duan . Preparation and Selective Separation of Lightweight Magnetic Molecularly Imprinted Polymers for Trace Tetracycline Detection in Milk. University Chemistry, 2024, 39(5): 251-257. doi: 10.3866/PKU.DXHX202311084
11. [11]
  Xingchao Zhao , Xiaoming Li , Ming Liu , Zijin Zhao , Kaixuan Yang , Pengtian Liu , Haolan Zhang , Jintai Li , Xiaoling Ma , Qi Yao , Yanming Sun , Fujun Zhang . 倍增型全聚合物光电探测器及其在光电容积描记传感器上的应用. Acta Physico-Chimica Sinica, 2025, 41(1): 2311021-. doi: 10.3866/PKU.WHXB202311021
12. [12]
  Zongfei YANG , Xiaosen ZHAO , Jing LI , Wenchang ZHUANG . Research advances in heteropolyoxoniobates. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 465-480. doi: 10.11862/CJIC.20230306
13. [13]
  Tao Cao , Fang Fang , Nianguang Li , Yinan Zhang , Qichen Zhan . Green Synthesis of p-Hydroxybenzonitrile Catalyzed by Spinach Extracts under Red-Light Irradiation: Research and Exploration of Innovative Experiments for Pharmacy Undergraduates. University Chemistry, 2024, 39(5): 63-69. doi: 10.3866/PKU.DXHX202309098
14. [14]
  You Wu , Chang Cheng , Kezhen Qi , Bei Cheng , Jianjun Zhang , Jiaguo Yu , Liuyang Zhang . ZnO/D-A共轭聚合物S型异质结高效光催化产H₂O₂及其电荷转移动力学研究. Acta Physico-Chimica Sinica, 2024, 40(11): 2406027-. doi: 10.3866/PKU.WHXB202406027
15. [15]
  Cheng Zheng , Shiying Zheng , Yanping Zhang , Shoutian Zheng , Qiaohua Wei . Synthesis, Copper Content Analysis, and Luminescent Performance Study of Binuclear Copper (I) Complexes with Isomeric Luminescence Shift: A Comprehensive Chemical Experiment Recommendation. University Chemistry, 2024, 39(7): 322-329. doi: 10.3866/PKU.DXHX202310131
16. [16]
  Zehua Zhang , Haitao Yu , Yanyu Qi . 多重共振TADF分子的设计策略. Acta Physico-Chimica Sinica, 2025, 41(1): 2309042-. doi: 10.3866/PKU.WHXB202309042
17. [17]
  Hong Zheng , Xin Peng , Chunwang Yi . The Tale of Caprolactam Cyclic Oligomers: The Ever-changing Life of “Princess Cyclo”. University Chemistry, 2024, 39(9): 40-47. doi: 10.12461/PKU.DXHX202403058
18. [18]
  Liangzhen Hu , Li Ni , Ziyi Liu , Xiaohui Zhang , Bo Qin , Yan Xiong . A Green Chemistry Experiment on Electrochemical Synthesis of Benzophenone. University Chemistry, 2024, 39(6): 350-356. doi: 10.3866/PKU.DXHX202312001
19. [19]
  Qiaowen CHANG , Ke ZHANG , Guangying HUANG , Nuonan LI , Weiping LIU , Fuquan BAI , Caixian YAN , Yangyang FENG , Chuan ZUO . Syntheses, structures, and photo-physical properties of iridium phosphorescent complexes with phenylpyridine derivatives bearing different substituting groups. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 235-244. doi: 10.11862/CJIC.20240311
20. [20]
  Qin Li , Kexin Yang , Qinglin Yang , Xiangjin Zhu , Xiaole Han , Tao Huang . Illuminating Chlorophyll: Innovative Chemistry Popularization Experiment. University Chemistry, 2024, 39(9): 359-368. doi: 10.3866/PKU.DXHX202309059

Get Citation

PDF

XML

Metrics

PDF Downloads(1178)
Abstract views(2828)
HTML views(14)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Synthesis and Electroluminescent Properties of Phenyl-Substituted Poly(phenylenevinylene)

南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积

Metrics

通讯作者: 陈斌, bchen63@163.com