Hyperbranched Oxadiazole-Containing Polyfluorenes:  Toward Stable Blue Light PLEDs

Xin, Yu; Wen, Guian; Zeng, Wen‐Jing; Zhao, Lei; Zhu, Xiaohui; Fan, Quli; Feng, Jiachun; Wang, Lianhui; Wei, Hsi Hsien; Peng, Bo; Cao, Yong; Wei, Wei

doi:10.1021/ma050833f

Cited by 104 publications

(60 citation statements)

References 54 publications

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“…In the absence of light, a solution of 5,6-difluoro-4,7-diiodo-2,1,3-benzothiadiazole (260 mg, 0.61 mmol), 47 9,9-dioctylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester (342 mg, 0.61 mmol), 58 Pd(PPh 3 ) 4 (9.5 mg, 0.0092 mmol), K 2 CO 3 (400 mg, 2.9 mmol), water (1.5 mL), and Aliquat 336 (one drop) in anhydrous toluene (6 mL) was stirred for 48 h at 100 C. After cooling to room temperature, the reaction mixture was poured into brine for extraction with chloroform; the combined organic layer was washed with brine and dried over MgSO 4 . The polymer solution was concentrated to approximately 5 mL, precipitated in methanol, and then extracted on a Soxhlet extractor with acetone, hexane, and chloroform in succession.…”

Section: P22 (Suzuki-miyaura Crosscoupling Polycondensation)mentioning

confidence: 99%

Synthesis of poly(5,6-difluoro-2,1,3-benzothiadiazole-alt-9,9-dioctyl-fluorene) via direct arylation polycondensation

Zhang

Gao

et al. 2014

J. Polym. Sci. Part A: Polym. Chem.

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Poly(5,6-difluoro-2,1,3-benzothiadiazole-alt-9,9-dioctylfluorene) was successfully synthesized via direct arylation polycondensation of 5,6-difluoro-2,1,3-benzothiadiazole and 2,7-dibromo-9,9-dioctylfluorene. The reaction conditions were optimized, and a polymer with number-average molecular weight (M n ) of 41,000 was obtained by using Pd(OAc) 2 , P t Bu 2 Me-HBF 4 , pivalic acid, K 2 CO 3 , and toluene as catalyst, ligand, additive, base, and solvent, respectively. The polycondensation was also performed with 5,6-dioctyloxy-2,1,3-benzothiadiazole or 2,1,3-benzothiadiazole as the comonomer, and the results indicate that the introduction of electronwithdrawing fluorine atoms at the ortho-positions to the CAH bonds is essential for the reactivity of the direct arylation.

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Section: P22 (Suzuki-miyaura Crosscoupling Polycondensation)mentioning

confidence: 99%

Synthesis of poly(5,6-difluoro-2,1,3-benzothiadiazole-alt-9,9-dioctyl-fluorene) via direct arylation polycondensation

Zhang

Gao

et al. 2014

J. Polym. Sci. Part A: Polym. Chem.

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“…Hence, electroactive [98]. To avoid the excimer formation and improve the charge transport-balance properties of PFs, oxadiazole was introduced into the hyperbranched polymer as a branching unit.…”

Section: Hyperbranched Polyfluorenesmentioning

confidence: 99%

Polyfluorenes

Zhao¹,

Liu²,

Huang³

2010

Design and Synthesis of Conjugated Polymers

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“…The branched noncoplanar structure of spirofluorene attached to PF suppressed long wavelength emission in FEBMs in some degree. Huang et al [21] also developed a novel "A 2 + Aƍ 2 + B 3 " approach based on Suzuki polycondensation for the hyperbranched polymer synthesis ( Figure 8). The polymer after being annealed in the elevated temperatures in the films exhibited very stable blue light emission even N 2 and air for hours.…”

Section: The Approaches To Suppress Long Wavelength Emission In Febmsmentioning

confidence: 99%

Progress in long wavelength emission in fluorene-based electroluminescent blue materials

Jiang

Wan

Huang

2008

Sci. China Ser. B-Chem.

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On account of the advantages of organic electroluminescent materials compared with their inorganic counterparts, the development of organic electroluminescent materials is one of the hot areas of the optoelectronic materials. Fluorene and its derivatives, which have an aromatic biphenyl structure with a wide energy gap in the backbones and high luminescent efficiency, have drawn much attention of material chemists and device physicists. However, one drawback of fluorene-based electroluminescent blue materials is that there is an occurrence of long wavelength emission after annealing the films in air or after operating organic light-emitting diodes for a long time. To clarify the origin of this long wavelength emission, the scientists at home and abroad have put forward all kinds of correlative explanations. Among the scientists, some thought it was caused by excimer-related species, while some others claimed that it was caused by the fluorenone of photooxdized fluorene. The corresponding solutions to this problem have also been proposed and the problem has been partially resolved in some degree. The present review summarizes and analyzes the progress made on the origin of long wavelength emission in fluorene-based electroluminescent blue materials at home and abroad in the past few years. Some issues to be addressed and hotspots to be further investigated are also presented and discussed.fluorene, electroluminescent, long wavelength emission, fluorenone, excimer, synthesis

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Hyperbranched Oxadiazole-Containing Polyfluorenes: Toward Stable Blue Light PLEDs

Cited by 104 publications

References 54 publications

Synthesis of poly(5,6-difluoro-2,1,3-benzothiadiazole-alt-9,9-dioctyl-fluorene) via direct arylation polycondensation

Synthesis of poly(5,6-difluoro-2,1,3-benzothiadiazole-alt-9,9-dioctyl-fluorene) via direct arylation polycondensation

Polyfluorenes

Progress in long wavelength emission in fluorene-based electroluminescent blue materials

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