欢迎登录材料期刊网

材料期刊网

中国科学院金属研究所 科学出版社
高级检索
  1. 首页
  2. 期刊
  3. 中国材料进展
  4. 电致发光类湿法小分子材料研究进展

中国材料进展, 2014, 33(12): 739-747. doi: 10.7502/j.issn.1674-3962.2014.12.04

电致发光类湿法小分子材料研究进展

班鑫鑫 1, , 许欢鸽 2, , 张兆杭 3, , 叶沐阳 4, , 黄斌 5, , 蒋伟 6, , 孙岳明 7,

1.东南大学化学化工学院,江苏南京,211189

2.东南大学化学化工学院,江苏南京,211189

3.东南大学化学化工学院,江苏南京,211189

4.东南大学化学化工学院,江苏南京,211189

5.东南大学化学化工学院,江苏南京,211189

6.东南大学化学化工学院,江苏南京,211189

7.东南大学化学化工学院,江苏南京,211189

基金项目:   国家自然科学基金资助项目(51103023,21173042)   江苏省工业支撑(BE 2013118)   科技部973计划项目(2013CB932900)  

关键词： 有机电致发光 , 湿法 , 小分子 , 电子传输材料 , 空穴传输材料 , 主体材料

Progress of Solution-Processable Small Molecular Materials for Organic Light Emitting Diodes

Keywords： organic electroluminescent materials , solution process , small molecule , electron transporting material , hole transporting material , host material

经过20年的发展,真空蒸镀和溶液法制备有机发光二极管的方法已经取得了巨大的进步.相对于依赖真空蒸镀成膜的有机小分子材料,可溶液法加工的小分子材料能够降低器件制作成本,适合于制作大面积光电器件.同时,小分子材料可以较为明确的给出分子结构与光电性能的构效关系,因此湿法成膜制备的小分子OLEDs越来越受到人们关注.综述了近期可湿法成膜的小分子材料设计理念、合成方法以及具体应用,讨论了实现全湿法小分子OLEDs所面临的挑战以及解决方法.

参考文献

[1] Burroughes J H;Bradley D D C;Brown A R et al.Light-Emitting-Dildes Based on Conjugated Polymers[J].NATURE,1990,347(6 293):539-541.
[2] Baldo M A;O'Brien D F;You Y et al.Highly Efficient Phosphorescent Emission from Organic Electroluminescent Devices[J].NATURE,1998,395(6 698):151-154.
[3] Chihaya Adachi;Marc A. Baldo;Mark E. Thompson;Stephen R. Forrest .Nearly 100% internal phosphorescence efficiency in an organic light emitting device[J].Journal of Applied Physics,2001(10):5048-5051.
[4] Tang C W;VanSlyke S A .Organic Electroluminescent Diodes[J].Applied Physics Letters,1987,51(12):913.
[5] Lian Duan;Liudong Hou;Tae-Woo Lee .Solution processable small molecules for organic light-emitting diodes[J].Journal of Materials Chemistry: An Interdisciplinary Journal dealing with Synthesis, Structures, Properties and Applications of Materials, Particulary Those Associated with Advanced Technology,2010(31):6392-6407.
[6] Xing Xing;Luwei Zhong;Lipei Zhang .Essential Differences of Organic Films at the Molecular Level via Vacuum Deposition and Solution Processes for Organic Light-Emitting Diodes[J].The journal of physical chemistry, C. Nanomaterials and interfaces,2013(48):25405-25408.
[7] Xu-Hui Zhu;Junbiao Peng;Yong Cao .Solution-processable single-material molecular emitters for organic light-emitting devices[J].Chemical Society Reviews,2011(7):3509-3524.
[8] Shu Feng;Lian Duan;Liudong Hou .A Comparison Study of the Organic Small Molecular Thin Films Prepared by Solution Process and Vacuum Deposition: Roughness, Hydrophilicity, Absorption, Photoluminescence, Density, Mobility, and Electroluminescence[J].The journal of physical chemistry, C. Nanomaterials and interfaces,2011(29):14278-14284.
[9] Yong-Jin Pu;Takayuki Chiba;Naoya Aizawa .Multilayered Organic Light-Emitting Devices by Solution-Process[J].Journal of Photopolymer Science and Technology,2013(3):403-410.
[10] Calvin Yi Bin Ng;Keat Hoe Yeoh;Thomas J Whitcher;Noor Azrina Talik;Kai Lin Woon;Thanit Saisopa;Hideki Nakajima;Ratchadaporn Supruangnet;Prayoon Songsiriritthigul .High efficiency solution processed fluorescent yellow organic light-emitting diode through fluorinated alcohol treatment at the emissive layer/cathode interface[J].Journal of Physics, D. Applied Physics: A Europhysics Journal,2014(1):015106-1-015106-6.
[11] Cui Liu;Yanhu Li;Yifan Li .Efficient Solution-Processed Deep-Blue Organic Light-Emitting Diodes Based on Multibranched Oligofluorenes with a Phosphine Oxide Center[J].Chemistry of Materials: A Publication of the American Chemistry Society,2013(16):3320-3327.
[12] Ge Z;Hayakawa T;Ando S;Ueda M;Akiike T;Miyarnoto H;Kajita T;Kakimoto MA .Solution-processible bipolar triphenylamine-benzimidazole derivatives for highly efficient single-layer organic light-emitting diodes[J].Chemistry of Materials: A Publication of the American Chemistry Society,2008(7):2532-2537.
[13] Lin S L;Chan L H;Lee R H et al.Highly Efficient CarbazolePi-Dimesitylborane Bipolar Fluorophores for Nondoped Blue Organic Light-Emitting Diodes[J].Advanced Materials,2008(20):3947.
[14] Kim Y H;Shin D C;Kim S H et al.Novel Blue Emitting Material with High Color Purity[J].Advanced Materials,2001,13(22):1690-1693.
[15] Li cm Duan;Juan Qiao;Yongduo Sun;Yong Qiu .Strategies to Design Bipolar Small Molecules for OLEDs: Donor-Acceptor Structure and Non-Donor-Acceptor Structure[J].Advanced Materials,2011(9):1137-1144.
[16] Chengmei Zhong;Chunhui Duan;Fei Huang .Materials and Devices toward Fully Solution Processable Organic Light-Emitting Diodes[J].Chemistry of Materials: A Publication of the American Chemistry Society,2011(3):326-340.
[17] Georgios Liaptsis;Klaus Meerholz .Crosslinkable TAPC-Based Hole-Transport Materials for Solution-Processed Organic Light-Emitting Diodes with Reduced Efficiency Roll-Off[J].Advanced functional materials,2013(3):359-365.
[18] Anne Koehnen;Nina Riegel;Jonas H.-W. M. Kremer;Hans Lademann;David C. Mueller;Klaus Meerholz .The Simple Way To Solution-processed Multilayer Oleds - Layered Block-copolymer Networks By Living Cationic Polymerization[J].Advanced Materials,2009(8):879-884.
[19] Anne Koehnen;Nina Riegel;David C. Muller;Klaus Meerholz .Surface-Initiated Phase Separation - Fabrication of Two-Layer Organic Light-Emitting Devices in a Single Processing Step[J].Advanced Materials,2011(37):4301-4305.
[20] Sasabe H;Kido J Thermally .Cross-Linkable Host Materials for Enabling Solution-Processed Multilayer Stacks in Organic Light-Emitting Devices[J].ORGANIC ELECTRONICS,2013,14(06):1614-1620.
[21] Shi-Jian Su;Yasuyuki Takahashi;Takayuki Chiba;Takashi Takeda;Junji Kido .Structure-Property Relationship of Pyridine-Containing Triphenyl Benzene Electron-Transport Materials for Highly Efficient Blue Phosphorescent OLEDs[J].Advanced functional materials,2009(8):1260-1267.
[22] Hisahiro Sasabe;Daisaku Tanaka;Daisuke Yokoyama;Takayuki Chiba;Yong-Jin Put;Ken-ichi Nakayama;Masaaki Yokoyama;junji Kido .Influence of Substituted Pyridine Rings on Physical Properties and Electron Mobilities of 2-Methylpyrimidine Skeleton-Based Electron Transporters[J].Advanced functional materials,2011(2):336-342.
[23] Eilaf Ahmed;Taeshik Earmme;Samson A. Jenekhe .New Solution-Processable Electron Transport Materials for Highly Efficient Blue Phosphorescent OLEDs[J].Advanced functional materials,2011(20):3889-3899.
[24] Taeshik Earmme;Eilaf Ahmed;Samson A.Jenekhe .Solution-Processed Highly Efficient Blue Phosphorescent Polymer Light-Emitting Diodes Enabled by a New Electron Transport Material[J].Advanced Materials,2010(42):4744-4748.
[25] Earmme T;Jenekhe S .A Improved Electron Injection and Transport by Use of Baking Soda as a Low-Cost,Air-Stable,N-dopant for Solution-Processed Phosphorescent Organic Light-Emitting Diodes[J].Applied Physics Letters,2013,102(23)
[26] Taeshik Earmme;Samson A. Jenekhe .High-performance multilayered phosphorescent OLEDs by solution-processed commercial electron-transport materials[J].Journal of Materials Chemistry: An Interdisciplinary Journal dealing with Synthesis, Structures, Properties and Applications of Materials, Particulary Those Associated with Advanced Technology,2012(11):4660-4668.
[27] Taeshik Earmmc;Eilaf Ahmed;Samson A. Jenekhe .Highly Efficient Phosphorescent Light-Emitting Diodes by Using an Electron-Transport Material with High Electron Affinity[J].The journal of physical chemistry, C. Nanomaterials and interfaces,2009(43):18448-18450.
[28] Tengling Ye;Shiyang Shao;Jiangshan Chen .Efficient Phosphorescent Polymer Yellow-Light-Emitting Diodes Based on Solution-Processed Small Molecular Electron Transporting Layer[J].ACS applied materials & interfaces,2011(2):410-416.
[29] Wei Jiang;Huange Xu;Xinxin Ban;Guolong Yuan;Yueming Sun;Bin Huang;Lian Duan;Yong Qiu .Alcohol-Soluble Electron-Transport Small Molecule for Fully Solution-Processed Multilayer White Electrophosphorescent Devices[J].Organic letters,2014(4):1140-1143.
[30] Ejabul Mondal;Wen-Yi Hung;Hung-Chi Dai;Ken-Tsung Wong .Fluorene-Based Asymmetric Bipolar Universal Hosts for White Organic Light Emitting Devices[J].Advanced functional materials,2013(24):3096-3105.
[31] A Bipolar Host Material Containing Triphenylamine and Diphenylphosphoryl-Substituted Fluorene Units for Highly Efficient Blue Electrophosphorescence[J].Advanced functional materials,2009(17):2834.
[32] Fang-Ming Hsu;Chen-Han Chien;Ping-I Shin .Phosphine-Oxide-Containing Bipolar Host Material for Blue Electrophosphorescent Devices[J].Chemistry of Materials: A Publication of the American Chemistry Society,2009(6):1017-1022.
[33] Lee, C.W.;Lee, J.Y. .Benzo[4,5]thieno[2,3-b]pyridine derivatives as host materials for high efficiency green and blue phosphorescent organic light-emitting diodes[J].Chemical communications,2013(14):1446-1448.
[34] Nina Rehmann;Dirk Hertel;Klaus Meerholz;Heinrich Becker;Susanne Heun .Highly efficient solution-processed phosphorescent multilayer organic light-emitting diodes based on small-molecule hosts[J].Applied physics letters,2007(10):103507.1-103507.3.
[35] Shaolong Gong;Cheng Zhong;Qiang Fu .Extension of Molecular Structure toward Solution-Processable Hosts for Efficient Blue Phosphorescent Organic Light-Emitting Diodes[J].The journal of physical chemistry, C. Nanomaterials and interfaces,2013(1):549-555.
[36] Wei Jiang;Lian Duan;Juan Qiao .High-triplet-energy tri-carbazole derivatives as host materials for efficient solution-processed blue phosphorescent devices[J].Journal of Materials Chemistry: An Interdisciplinary Journal dealing with Synthesis, Structures, Properties and Applications of Materials, Particulary Those Associated with Advanced Technology,2011(13):4918-4926.
[37] Jang SE;Joo CW;Jeon SO;Yook KS;Lee JY .The relationship between the substitution position of the diphenylphosphine oxide on the spirobifluorene and device performances of blue phosphorescent organic light-emitting diodes[J].Organic electronics,2010(6):1059-1065.
[38] Jang SE;Yook KS;Lee JY .High power efficiency in simplified two layer blue phosphorescent organic light-emitting diodes[J].Organic electronics,2010(6):1154-1157.
[39] Kyoung Soo Yook;Sang Eok Jang;Soon Ok Jeon;Jun Yeob Lee .Fabrication and Efficiency Improvement of Soluble Blue Phosphorescent Organic Light-Emitting Diodes Using a Multilayer Structure Based on an Alcohol-Soluble Blue Phosphorescent Emitting Layer[J].Advanced Materials,2010(40):4479-4483.
[40] Fang-Ming Hsu;Chen-Han Chien;Ya-Jou Hsieh .Highly efficient red electrophosphorescent device incorporating a bipolar triphenylamine/bisphenylsulfonyl-substituted fluorene hybrid as the host[J].Journal of Materials Chemistry: An Interdisciplinary Journal dealing with Synthesis, Structures, Properties and Applications of Materials, Particulary Those Associated with Advanced Technology,2009(42):8002-8008.
[41] Ge ZY;Hayakawa T;Ando S;Ueda M;Akiike T;Miyamoto H;Kajita T;Kakimoto MA .Spin-coated highly efficient phosphorescent organic light-emitting diodes based on bipolar triphenylamine-benzimidazole derivatives[J].Advanced functional materials,2008(4):584-590.
[42] Khanasa, T.;Prachumrak, N.;Rattanawan, R.;Jungsuttiwong, S.;Keawin, T.;Sudyoadsuk, T.;Tuntulani, T.;Promarak, V. .Bis(carbazol-9-ylphenyl)aniline end-capped oligoarylenes as solution-processed nondoped emitters for full-emission color tuning organic light-emitting diodes[J].The Journal of Organic Chemistry,2013(13):6702-6713.
[43] Jiang, W.;Duan, L.;Qiao, J.;Dong, G.;Wang, L.;Qiu, Y. .Tuning of charge balance in bipolar host materials for highly efficient solution-processed phosphorescent devices[J].Organic letters,2011(12):3146-3149.
[44] Junqiao Ding;Bin Wang;Zhengyu Yue .Bifunctional Green Iridium Dendrimers with a "Self-Host" Feature for Highly Efficient Nondoped Electrophosphorescent Devices[J].Angewandte Chemie,2009(36):6664-6666.
[45] Ding JQ;Gao J;Cheng YX;Xie ZY;Wang LX;Ma DG;Jing XB;Wang FS .Highly efficient green-emitting phosphorescent iridium dendrimers based on carbazole dendrons[J].Advanced functional materials,2006(4):575-581.
[46] Chen, L.;Ma, Z.;Ding, J.;Wang, L.;Jing, X.;Wang, F. .Self-host heteroleptic green iridium dendrimers: Achieving efficient non-doped device performance based on a simple molecular structure[J].Chemical communications,2011(33):9519-9521.
[47] Chen, L.;Ma, Z.;Ding, J.;Wang, L.;Jing, X.;Wang, F. .Effect of dendron generation on properties of self-host heteroleptic green light-emitting iridium dendrimers[J].Organic electronics,2012(10):2160-2166.
[48] Wenwen Tian;Chang Yi;Bo Song .Self-host homoleptic green iridium dendrimers based on diphenylamine dendrons for highly efficient single-layer PhOLEDs[J].Journal of Materials Chemistry, C. materials for optical and electronic devices,2014(6):1104-1115.
[49] Debin Xia;Bin Wang;Bo Chen .Self-Host Blue-Emitting Iridium Dendrimer with Carbazole Dendrons: Nondoped Phosphorescent Organic Light-Emitting Diodes[J].Angewandte Chemie,2014(4):1048-1052.
[50] Elschner A;Heuer H W;Jonas F et al.Gallium Complexes in Three-Layer Organic Electroluminescent Devices[J].Advanced Materials,2001,13(23):1811-1814.
[51] Shin-Rong Tseng;Hsin-Fei Meng;Kuan-Chen Lee;Sheng-Fu Horng .Multilayer polymer light-emitting diodes by blade coating method[J].Applied physics letters,2008(15):153308-1-153308-3-0.
[52] You, JD;Tseng, SR;Meng, HF;Yen, FW;Lin, IF;Horng, SF .All-solution-processed blue small molecular organic light-emitting diodes with multilayer device structure[J].Organic electronics,2009(8):1610-1614.
[53] Gather MC;Kohnen A;Falcou A;Becker H;Meerholz K .Solution-processed full-color polymer organic light-emitting diode displays fabricated by direct photolithography[J].Advanced functional materials,2007(2):191-200.
[54] Sebastian Koeber;Michael Salvador;Klaus Meerholz .Organic Photorefractive Materials and Applications[J].Advanced Materials,2011(41):4725-4763.
[55] Georgios Liaptsis;Dirk Hertel;Klaus Meerholz .Solution Processed Organic Double Light-Emitting Layer Diode Based on Cross-Linkable Small Molecular Systems[J].Angewandte Chemie,2013(36):9563-9567.
[56] Chengmei Zhong;Chunhui Duan;Fei Huang .Materials and Devices toward Fully Solution Processable Organic Light-Emitting Diodes[J].Chemistry of Materials: A Publication of the American Chemistry Society,2011(3):326-340.
[57] Hua Zheng;Junxuan Yuan;Lei Wang;Junbiao Peng;Yong Cao;Hai-Bo Chen;Jian Wang;Jian Pei .Highly conductive ink made of silver nanopolyhedrons through an ecofriendly solution process[J].Journal of Materials Research,2011(4):503-507.
上一张 下一张
上一张 下一张
计量
  • 下载量()
  • 访问量()
作者相关
文章评分
  • 您的评分：
  • 1
    0%
  • 2
    0%
  • 3
    0%
  • 4
    0%
  • 5
    0%

版权所有©2010中国科学院金属研究所中国科技出版传媒股份有限公司

本系统由北京仁和汇智信息技术有限公司设计开发

技术支持：info@rhhz.net