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Red-emission organic light-emitting diodes based on solution-processable molecules with triphenylamine core and benzothiadiazole-thiophene arms

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Abstract

We report red-emission organic light-emitting diodes (OLEDs) based on solution-processable organic molecules with triphenylamine (TPA) as core and benzothiadiazole-(4-hexyl)thiophene (BT-4HT) as arms. Bi-armed molecule B(TPA-BT-4HT) and star-shaped (tri-armed) molecule S(TPA-BT-4HT) both show pure red-emission peaked at 646 and 657 nm, respectively. The red-emission OLED with S(TPA-BT-4HT) as the emitting layer displays a higher maximum luminance of ca. 7794 cd/m2 and a maximum EL efficiency of 0.91 cd/A.

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References

  1. Shirota Y. Organic materials for electronic and optoelectronic devices. J Mater Chem, 2000, 10: 1–25

    Article  CAS  Google Scholar 

  2. Shirota Y. Photo- and electroactive amorphous molecular materials: Molecular design, syntheses, reactions, properties, and applications. J Mater Chem, 2005, 15: 75–93

    Article  CAS  Google Scholar 

  3. Lo SC, Burn PL. Development of dendrimers: Macromolecules for use in organic light-emitting diodes and solar cells. Chem Rev, 2007, 107: 1097–1116

    Article  CAS  Google Scholar 

  4. Lee TW, Noh T, Shin HW, Kwon O, Park JJ, Choi BK, Kim MS, Shin DW, Kim YR. Characteristics of solution-processed small-molecule organic films and light-emitting diodes compared with their vacuum-deposited counterparts. Adv Funct Mater, 2009, 19: 1625–1630

    Article  CAS  Google Scholar 

  5. Zhou Y, He QG, Yang Y, Zhong HZ, He C, Sang GY, Liu W, Yang CH, Bai FL, Li YF. Binaphthyl-containing green- and red-emitting molecules for solution-processable organic light-emitting diodes. Adv Funct Mater, 2008, 18: 3299–3306

    Article  CAS  Google Scholar 

  6. Yang Y, Zhou Y, He QG, He C, Yang CH, Bai FL, Li YF. Solution-processable red-emission organic materials containing triphenylamine and benzothiodiazole units: Synthesis and applications in organic light-emitting diodes. J Phys Chem B, 2009, 113: 7745–7752

    Article  CAS  Google Scholar 

  7. Liu F, Tang C, Chen QQ, Shi FF, Wu HB, Xie LH, Peng B, Wei W, Cao Y, Huang W. Supramolecular pi-pi stacking pyrene-functioned fluorenes: Toward efficient solution-processable small molecule blue and white organic light emitting diodes. J Phys Chem C, 2009, 113: 4641–4647

    Article  CAS  Google Scholar 

  8. Li Y, Li AY, Li BX, Huang J, Zhao L, Wang BZ, Li JW, Zhu XH, Peng JB, Cao Y, Ma DG, Roncali J. Asymmetrically 4,7-disubstituted benzothiadiazoles as efficient non-doped solution-processable green fluorescent emitters. Org Lett, 2009, 11: 5318–5321

    Article  CAS  Google Scholar 

  9. Ge Z, Hayakawa T, Ando S, Ueda M, Akiike T, Miyarnoto H, Kajita T, Kakimoto MA. Solution-processable bipolar triphenylamine-benzimidazole derivatives for highly efficient single-layer organic light-emitting diodes. Chem Mater, 2008, 20: 2532–2537

    Article  CAS  Google Scholar 

  10. Du CY, Ye SH, Chen JM, Guo YL, Liu YQ, Lu K, Liu Y, Qi T, Gao XK, Shuai ZG, Yu G. Asymmetrical fluorene[2,3-b]benzo[d]thiophene derivatives: Synthesis, solid-state structures, and application in solution-processable organic light-emitting diodes. Chem Eur J, 2009, 15: 8275–8282

    Article  CAS  Google Scholar 

  11. Walker B, Tamayo A, Yang JH, Brzezinski JZ, Nguyena TQ. Solution-processed small molecule-based blue light-emitting diodes using conjugated polyelectrolytes as electron injection layers. Appl Phys Lett, 2008, 93: 0633021–0633023

    Article  Google Scholar 

  12. Pu YJ, Higashidate M, Nakayama K, Kido J. Solution-processable organic fluorescent dyes for multicolor emission in organic light emitting diodes. J Mater Chem, 2008, 18: 4183–4188

    Article  CAS  Google Scholar 

  13. Chen CT. Evolution of red organic light-emitting diodes: Materials and devices. Chem Mater, 2004, 16: 4389–4400

    Article  CAS  Google Scholar 

  14. Zhang J, Yang Y, He C, He YJ, Zhao GJ, Li YF. Solution-processable star-shaped photovoltaic organic molecule with triphenylamine core and benzothiadiazole-thiophene arms. Macromolecules, 2009, 42: 7619–7622

    Article  CAS  Google Scholar 

  15. Yang Y, Zhang J, Zhou Y, Zhao GJ, He C, Li YF, Andersson M, Inganas O, Zhang FL. Solution-processable organic molecule with triphenylamine core and two benzothiadiazole-thiophene arms for photovoltaic application. J Phys Chem C, 2010, 114: 3701–3706

    Article  CAS  Google Scholar 

  16. Roncali J, Leriche P, Cravino A. From one- to three-dimensional organic semiconductors: In search of the organic silicon? Adv Mater, 2007, 19: 2045–2060

    Article  CAS  Google Scholar 

  17. Sun QJ, Fan BH, Tan ZA, Yang CH, Li YF, Yang Y. White light from polymer light-emitting diodes: Utilization of fluorenone defects and exciplex. Appl Phys Lett, 2006, 88: 1635101–1635103

    Google Scholar 

  18. Sun QJ, Hou JH, Yang CH, Li YF, Yang Y. Enhanced performance of white polymer light-emitting diodes using polymer blends as hole-transporting layers. Appl Phys Lett, 2006, 89: 1535011–1535013

    Google Scholar 

  19. Zhou Y, Sun QJ, Tan Z, Zhong HZ, Yang CH, Li YF. Double-layer structured WPLEDs based on three primary RGB luminescent polymers: Toward high luminous efficiency, color purity, and stability. J Phys Chem C, 2007, 111: 6862–6867

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China

    Jing Zhang, Yi Yang, Chang He & YongFang Li

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  1. Jing Zhang
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  2. Yi Yang
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  3. Chang He
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  4. YongFang Li
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Correspondence to YongFang Li.

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Zhang, J., Yang, Y., He, C. et al. Red-emission organic light-emitting diodes based on solution-processable molecules with triphenylamine core and benzothiadiazole-thiophene arms. Sci. China Chem. 54, 695–698 (2011). https://doi.org/10.1007/s11426-010-4189-3

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  • DOI: https://doi.org/10.1007/s11426-010-4189-3

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