中文
Earlier issues
Announcement
More
Progress in Chemistry 2010, Vol. 22 Issue (04): 696-705 Previous Articles   Next Articles

• Invited Article •

Molecular Design of Polymeric Electroluminescent Materials

Chen Runfeng1,2; Zheng Chao2; Fan Quli1; Huang Wei1,2**   

  1. (1. Jiangsu Key Lab for Organic Electronics & Information Displays, Nanjing University of Post s and Telecommunications, Nanjing 210046, China; 2. Institute of Advanced Materials, Nanjing Univerisity of Posts and Telecommunications, Nanjing 210003, China)
  • Received: Revised: Online: Published:
  • Contact: Huang Wei E-mail:wei-huang@njupt.edu.cn
PDF ( 2508 ) Cited
Export

EndNote

Ris

BibTeX

Polymer light-emitting diode (PLED) materials have attracted great attention and research interests due to their great scientific and economic potentials for flat panel display, lighting, etc. The in-depth research and the development of new materials make the practical applications of PLED appealing. The molecular design of desired polymeric electroluminescent materials is the key in the PLED development. In this review, we systematically summarize the basic methods and theories of molecular design of PLED materials, from the single molecule to the aggregated states, primarily based on our previous studies. In the single molecule design, various methods and theories are introduced and discussed in detail. While in the aggregated state design, brief discussions are presented due to the complexity and rapid development of this aspect. Finally, a general method for the molecular design of PLED materials is suggested on the expectation of their future developments.

Contents
1 Introduction
2 Basic considerations of PLED material molecular design
3 Single molecular design of PLED materials
3.1 Main chain designing
3.2 Sub chain designing
3.3 End-group designing
3.4 Chain topology designing
4 Aggregated state design of PLED materials
4.1 Dye doping (blending)
4.2 Nanostructure forming
4.3 Liquid crystal forming
4.4 Aromatic packing (supramolecular light-emitting)
5 Conclusion and outlook

Key words: electroluminescent, molecular design, polymer, polymer light-emitting diode(PLED)

CLC Number: 

［1 ］ Pope M，Kallmann H，Magnante P. J. Chem. Phys. ，1963，38: 2042—2043
［2 ］ Tang C W，Vanslyke S A. Appl. Phys. Lett. ，1987，51: 913—915
［3 ］ Adachi C，Tokito S，Tsutsui T，et al. Jap. J. Appl. Phys. ，1988，27: 713—715
［4 ］ Burroughes J H，Bradley D D，Brown A R，et al. Nature，1990，347: 539—541
［5 ］ Leclerc M. Adv. Mater. ，1999，11: 1491—1498
［6 ］ Bernius M T，Inbasekaran M，O′Brien J，et al. Adv. Mater. ，2000，12: 1737—1750
［7 ］ Mitschke U，Bauerle P. J. Mater. Chem. ，2000，10: 1471—1507
［8 ］ Grimsdale A C，Chan K L，Martin R E，et al. Chem. Rev. ，2009，109: 897—1091
［9 ］ Kim D Y，Cho H N，Kim C Y. Prog. Polym. Sci. ，2000，25:1089—1139
［10］ Katz H E. Chem. Mater. ，2004，16: 4748—4756
［11］ Chen C T. Chem. Mater. ，2004，16: 4389—4400
［12］ Yamaguchi S，Tamao K. J. Chem. Soc. Dalt. Trans. ，1998:3693—3702
［13］ Liu B，Yu W L，Lai Y H，et al. Macromolecules，2000，33:8945—8952
［14］ Xiao Y，Yu W L，Chua S J，et al. Chem. Eur. J. ，2000，6:1318—1321
［15］ Yang R Q，Tian R Y，Yan J G，et al. Macromolecules，2005，38: 244—253
［16］ Yang J，Jiang C Y，Zhang Y，et al. Macromolecules，2004，37:1211—1218
［17］ Tu G L，Zhou Q G，Cheng Y X，et al. Appl. Phys. Lett. ，2004，85: 2172—2174
［18］ Liu S J，Zhao Q，Chen R F，et al. Chem. Eur. J. ，2006，12:4351—4361
［19］ Huang W，Meng H，Yu W L，et al. Macromolecules，1999，32: 118—126
［20］ Yu W L，Meng H，Pei J，et al. J. Am. Chem. Soc. ，1998，120: 11808—11809
［21］ Wang L H， Chen Z K， Xiao Y， et al. Macromol. Rapid Commun. ，2000，21: 897—900
［22］ Sakamoto Y，Suzuki T，Kobayashi M，et al. J. Am. Chem.Soc. ，2004，126: 8138—8140
［23］ Cheng M，Xiao Y，Yu W L，et al. Thin Solid Films，2000，363: 110—113
［24］ Lu S，Fan Q L，Chua S J，et al. Macromolecules，2003，36:304—310
［25］ Lu S，Fan Q L，Liu S Y，et al. Macromolecules，2002，35:9875—9881
［26］ Kamata N，Aihara S，Umeda M，et al. J. Lumin. ，2000，87—9: 1186—1188
［27］ Cimrova V，Vyprachticky D. Appl. Phys. Lett. ，2003，82:642—644
［28］ Vyprachticky D， Cimrova V. Macromolecules， 2002， 35:3463—3473
［29］ Adachi A，Yasuda H，Sanji T，et al. J. Lumin. ，2000，87—9:1174—1176
［30］ Sanji T，Sakai T，Kabuto C，et al. J. Am. Chem. Soc. ，1998，120: 4552—4553
［31］ Morisaki Y，Fujimura F，Chujo Y. Organometallics，2003，22:3553—3557
［32］ Manhart S A，Adachi A，Sakamaki K，et al. J. Organomet.Chem. ，1999，592: 52—60
［33］ Jung S H，Kim H K，Kim S H，et al. Macromolecules，2000，33: 9277—9288
［34］ Paik K L，Baek N S，Kim H K，et al. Macromolecules，2002，35: 6782—6791
［35］ Baek N S，Kim H K，Chae E H，et al. Macromolecules，2002，35: 9282—9288
［36］ Chan K L，Mckiernan M J，Towns C R，et al. J. Am. Chem.Soc. ，2005，127: 7662—7663
［37］ Kamata N，Terunuma D，Ishii R，et al. J. Organomet. Chem. ，2003，685: 235—242
［38］ Chen J W，Cao Y. Macromol. Rapid Commun. ，2007，28:1714—1742
［39］ Bonifacio V D，Morgado J，Scherf U. J. Polym. Sci. ，Part A:Polym. Chem. ，2008，46: 2878—2883
［40］ Chen R F，Zhu R，Fan Q L，et al. Org. Lett. ，2008，10:2913—2916
［41］ Chen R F，Zhu R， Zheng C， et al. Sci. China. Ser. B—Chem. ，2009，52: 212—218
［42］ Wang W Z， Zhu R， Fan Q L， et al. Macromol. Rapid Commun. ，2006，27: 1142—1148
［43］ Wurthner F， Bauer C， Stepanenko V， et al. Adv. Mater. ，2008，20: 1695—1698
［44］ Saxena A，Fujiki M，Rai R，et al. Chem. Mater. ，2005，17:2181—2185
［45］ Sharma A，Katiyar M，Deepak，et al. J. Appl. Phys. ，2007，102: art. no. 104902
［46］ Suzuki H， Hoshino S， Furukawa K， et al. Polym. Adv.Technol. ，2000，11: 460—467
［47］ Motonaga M， Nakashima H， Katz S， et al. J. Organomet.Chem. ，2003，685: 44—50
［48］ Peng W Q，Motonaga M，Koe J R. J. Am. Chem. Soc. ，2004，126: 13822—13826
［49］ Sanetra J，Bogdal D，Warzala M，et al. Chem. Mater. ，2002，14: 89—95
［50］ Pina J，De M J，Burrows H D， et al. Chem. Phys. Lett. ，2004，400: 441—445
［51］ Inaoka S，Roitman D B，Advincula R C. Chem. Mater. ，2005，17: 6781—6789
［52］ Jiang G X，Yao B，Geng Y H，et al. Macromolecules，2006，39: 1403—1409
［53］ Pei J，Liu X L，Yu W L，et al. Macromolecules，2002，35:7274—7280
［54］ Chen X W，Liao J L，Liang Y M，et al. J. Am. Chem. Soc. ，2003，125: 636—637
［55］ Ranger M，Rondeau D，Leclerc M. Macromolecules，1997，30:7686—7691
［56］ Yang X H，Yang W，Yuan M，et al. Synth. Met. ，2003，135:189—190
［57］ Kuo C H，Cheng W K，Lin K R，et al. J. Polym. Sci. ，Part A: Polym. Chem. ，2007，45: 4504—4513
［58］ Chen X W，Tseng H E，Liao J L，et al. J. Phys. Chem. B，2005，109: 17496—17502
［59］ Promarak V，Saengsuwan S，Jungsuttiwong S，et al. Tetrahedron Lett. ，2007，48: 89—93
［60］ Sun M H，Bo Z S. J. Polym. Sci. ，Part A: Polym. Chem. ，2007，45: 111—124
［61］ Oesterling I，Muellen K. J. Am. Chem. Soc. ，2007，129:4595—4605
［62］ Xie L H，Hou X Y， Tang C， et al. Org. Lett. ，2006，8:1363—1366
［63］ Zhu R，Wen G A， Feng J C， et al. Macromol. Rapid Commun. ，2005，26: 1729—1735
［64］ Loy D E，Koene B E，Thompson M E. Adv. Funct. Mater. ，2002，12: 245—249
［65］ Marsitzky D，Vestberg R，Blainey P，et al. J. Am. Chem.Soc. ，2001，123: 6965—6972
［66］ Xin Y，Wen G A，Zeng W J，et al. Macromolecules，2005，38:6755—6758
［67］ Cao X Y，Zhang W B，Wang J L，et al. J. Am. Chem. Soc. ，2003，125: 12430—12431
［68］ Pei J，Wang J L，Cao X Y，et al. J. Am. Chem. Soc. ，2003，125: 9944—9945
［69］ Ma Z，Lu S，Fan Q L，et al. Polymer，2006，47: 7382—7390
［70］ Lai W Y，Zhu R，Fan Q L，et al. Macromolecules，2006，39:3707—3709
［71］ Zhao W，Cao T，White J M. Adv. Funct. Mater. ，2004，14:783—790
［72］ Zeng G，Yu W L，Chua S J，et al. Macromolecules，2002，35:6907—6914
［73］ Yu W L，Pei J，Huang W，et al. Adv. Mater. ，2000，12:828—831
［74］ Lai W Y，He Q Y，Zhu R，et al. Adv. Funct. Mater. ，2008，18: 265—276
［75］ Jiang H J，Wang H Y，Zhu R，et al. J. Polym. Sci. ，Part A:Polym. Chem. ，2008，46: 1548—1558
［76］ Chen J W，Xie Z L，Lam J W，et al. Macromolecules，2003，36: 1108—1117
［77］ Yin S W，Peng Q，Shuai Z，et al. Physical Review B，2006，73: art. no. 205409
［78］ Zhao Q，Li L，Li F Y，et al. Chem. Commun. ，2008，685—687
［79］ Ren Y，Lam J W，Dong Y Q，et al. J. Phys. Chem. B，2005，109: 1135—1140
［80］ Chen J W，Peng H，Law C C，et al. Macromolecules，2003，36: 4319—4327
［81］ Lam J W，Chen J W， Law C C， et al. Macromolecular Symposia，2003，196: 289—300
［82］ Qin A J，Lam J W，Tang L，et al. Macromolecules，2009，42:1421—1424
［83］ Clapp A R，Medintz I L，Fisher B R，et al. J. Am. Chem.Soc. ，2005，127: 1242—1250
［84］ Cho N S，Hwang D H，Jung B J，et al. Macromolecules，2004，37: 5265—5273
［85］ Lim J T，Lee M J，Lee N H，et al. Current Applied Physics，2004，4: 327—330
［86］ Praetorius A，Bailey D M，Schwarzlose T，et al. Org. Lett. ，2008，10: 4089—4092
［87］ Chou P T，Chi Y. Chem. Eur. J. ，2007，13: 380—395
［88］ Sun Y，Giebink N C，Kanno H，et al. Nature，2006，440:908—912
［89］ Gong X，Ma W L，Ostrowski J C，et al. Adv. Mater. ，2004，16: 615—619
［90］ Park Y S，Kang J W，Kang D M，et al. Adv. Mater. ，2008，20: 1957—1961
［91］ Lei G T，Chen X L，Wang L，et al. J. Phys. D-Appl. Phys. ，2008，41: art. no. 105114
［92］ Andreasen J W， Jorgensen M， Krebs F C. Macromolecules，2007，40: 7758—7762
［93］ Bai R，Ouyang M，Zhou R J，et al. Nanothechnology，2008，19: art. no. 055604
［94］ Chang Y L，Palacios R E，Fan F R，et al. J. Am. Chem.Soc. ，2008，130: 8906—8907
［95］ Dabirian R，Palermo V，Liscio A，et al. J. Am. Chem. Soc. ，2009，131: 7055—7063
［96］ Grimsdale A C，Müllen K. Angew. Chem. Int. Ed. ，2005，44: 5592—5629
［97］ Roncali J，Leriche P，Cravino A. Adv. Mater. ， 2007， 19:2045—2060
［98］ Jeong S M，Ohtsuka Y，Ha N Y，et al. Appl. Phys. Lett. ，2007，90: art. no. 211106
［99］ Peeters E，Christiaans M P，Janssen R A，et al. J. Am. Chem.Soc. ，1997，119: 9909—9910
［100］ Oda M，Nothofer H G，Lieser G，et al. Adv. Mater. ，2000，12: 362—365
［101］ Ikkala O，Ten B G. Science，2002，295: 2407—2409
［102］ Nakano T，Yade T. J. Am. Chem. Soc. ，2003，125: 15474—15484
［103］ Nakano T，Takewaki K，Yade T，et al. J. Am. Chem. Soc. ，2001，123: 9182—9183
［104］ Nakano T，Yade T，Fukuda Y，et al. Macromolecules，2005，38: 8140—8148
［105］ Yade T，Nakano T. J. Polym. Sci. ，Part A: Polym. Chem. ，2005，44: 561—572
［106］ Wang W，Han J J，Wang L Q，et al. Nano Lett. ，2003，3:455—458
[1] Wanping Zhang, Ningning Liu, Qianjie Zhang, Wen Jiang, Zixin Wang, Dongmei Zhang. Stimuli-Responsive Polymer Microneedle System for Transdermal Drug Delivery [J]. Progress in Chemistry, 2023, 35(5): 735-756.
[2] Ruyue Cao, Jingjing Xiao, Yixuan Wang, Xiangyu Li, Anchao Feng, Liqun Zang. Cascade RAFT Polymerization of Hetero Diels-Alder Cycloaddition Reaction [J]. Progress in Chemistry, 2023, 35(5): 721-734.
[3] Dong Baokun, Zhang Ting, He Fan. Research Progress and Application of Flexible Thermoelectric Materials [J]. Progress in Chemistry, 2023, 35(3): 433-444.
[4] Liu Jun, Ye Daiyong. Research Progress of Antiviral Coatings [J]. Progress in Chemistry, 2023, 35(3): 496-508.
[5] Anchen Fu, Yanjia Mao, Hongbo Wang, Zhijuan Cao. Development and Application of Dioxetane-based Chemiluminescent Probes [J]. Progress in Chemistry, 2023, 35(2): 189-205.
[6] Xuexian Wu, Yan Zhang, Chunyi Ye, Zhibin Zhang, Jingli Luo, Xianzhu Fu. Surface Pretreatment of Polymer Electroless Plating for Electronic Applications [J]. Progress in Chemistry, 2023, 35(2): 233-246.
[7] Qitong Wang, Jiale Ding, Danying Zhao, Yunhe Zhang, Zhenhua Jiang. Dielectric Polymer Materials for Energy Storage Film Capacitors [J]. Progress in Chemistry, 2023, 35(1): 168-176.
[8] Lan Yu, Peiran Xue, Huanhuan Li, Ye Tao, Runfeng Chen, Wei Huang. Circularly Polarized Thermally Activated Delayed Fluorescence Materials and Their Applications in Organic Light-Emitting Devices [J]. Progress in Chemistry, 2022, 34(9): 1996-2011.
[9] Shuai Huang, Yu Tao, Yinliang Huang. Photodeformable Composite Materials Based on Liquid Crystalline Polymers [J]. Progress in Chemistry, 2022, 34(9): 2012-2023.
[10] Lijun Bao, Junwu Wei, Yangyang Qian, Yujia Wang, Wenjie Song, Yunmei Bi. Synthesis, Properties and Applications of Enzyme-Responsive Linear-Dendritic Block Copolymers [J]. Progress in Chemistry, 2022, 34(8): 1723-1733.
[11] Zheng Chen, Zhenhua Jiang. Discussion on Some Chemical Problems of Polymer Condensed Statein Solvent-Free Polymer Production Technology [J]. Progress in Chemistry, 2022, 34(7): 1576-1589.
[12] Fengjing Jiang, Hanchen Song. Graphite-based Composite Bipolar Plates for Flow Batteries [J]. Progress in Chemistry, 2022, 34(6): 1290-1297.
[13] Hang Yin, Zhi Li, Xiaofeng Guo, Anchao Feng, Liqun Zhang, San Hoa Thang. Selection Principle of RAFT Chain Transfer Agents and Universal RAFT Chain Transfer Agents [J]. Progress in Chemistry, 2022, 34(6): 1298-1307.
[14] Tianyu Zhou, Yanbo Wang, Yilin Zhao, Hongji Li, Chunbo Liu, Guangbo Che. The Application of Aqueous Recognition Molecularly Imprinted Polymers in Sample Pretreatment [J]. Progress in Chemistry, 2022, 34(5): 1124-1135.
[15] Zhenxing Li, Zhiwang Luo, Ping Wang, Zhenqiang Yu, Erqiang Chen, Helou Xie. Luminescent Liquid Crystalline Polymers: Molecular Fabrication, Structure-Properties and Their Applications [J]. Progress in Chemistry, 2022, 34(4): 787-800.