Synthesis of charge transporting block copolymers containing 2,7-dimethoxycarbazole units for light emitting device

Tsuchiya, Kousuke; Sakaguchi, Kota; Kasuga, Hidemasa; Kawakami, Akira; Taka, Hideo; Kita, Hiroshi; Oginö, Kazuhíde

doi:10.1016/j.polymer.2009.12.024

Cited by 23 publications

(20 citation statements)

References 17 publications

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“…Poly(3,6-carbazole)s are an initially reported class of conjugated carbazole polymers, in which the highest electron density positions are connected either directly or through -spacers ( Figure 1) [3][4][5]. They are suitable for electrochemical and phosphorescent applications due to their relatively stable oxidized or excited states [6,7]. When an efficient synthetic route for achieving 2,7-dihalocarbazole derivatives was established [8,9], poly(2,7-carbazole)s emerged as an alternative to blue-light fluorescent polyfluorene derivatives, which possessed a photodegradation problem leading to a different color emission and optical instability [10,11].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of 1,8-Carbazole-Based Conjugated Copolymers

2010

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Abstract:A new series of conjugated carbazole polymers based on the 1,8-carbazolylene unit was synthesized by the Pd-catalyzed polycondensation between the 1,8-diiodocarbazole derivative and various bifunctional counter comonomers. An alkyne spacer was found to be a key to increasing the molecular weight of the resulting polymers. All the obtained polymers showed good solubilities in the common organic solvents, and they were fully characterized by Gel permeation chromatography (GPC), and 1 H NMR and infrared (IR) spectroscopies. The UV-vis absorption and fluorescence spectra revealed the relationship between the chemical structure and effective conjugation length. The efficiency order of the carbazole connectivity was 2,7-carbazolylene > 1,8-carbazolylene > 3,6-carbazolylene. The electrochemical properties of these polymers suggested the relatively facile oxidation at ca. +0.5-0.7 V vs. Fc/Fc + or a high potential as p-type semiconductors. The combination of the electrochemical oxidation potentials and the optical band gaps allowed us to estimate the HOMO and LUMO levels of the polymers. It was shown that the energy levels of the 1,8-carbazole-based conjugated polymers can be tunable by selecting the appropriate comonomer structures. OPEN ACCESSPolymers 2010, 2 160

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Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of 1,8-Carbazole-Based Conjugated Copolymers

2010

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“…GPC analysis revealed that number average molecular weight and polydispersity index of PTHA were 1.2×10 4 and 3.6, respectively. TH-Bu as a plasticizer [13], electron donating materials, DEANST [10] and 2,7-dimethoxy-9H-carbazole (DMCz) [28] were synthesized according to the literatures. All chemicals were commercially available and used as received.…”

Section: Introductionmentioning

confidence: 99%

Characterization of Pseudo Photorefractive Materials Based on Polyacrylate Containing 9-Oxo-9<i>H</i>-thioxanthene-10,10-dioxide Moiety

Chiba

Wakamatsu

Kanehashi

et al. 2018

J. Photopol. Sci. Technol.

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“…We have showed the advantage of block copolymers consisting of hole and electron transporting blocks as the host materials in phosphorescent devices [3][4][5]. Block copolymers were prepared via a nitroxide mediated living radical polymerization.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Polyfluorene-Polytriarylamine Block Copolymer with Emitting Part at Junction Point for Light Emitting Applications

Jahanfar¹,

Suwa²,

Tsuchiya³

et al. 2013

OJOPM

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A block copolymer consisting of polyfluorene (PF) and polytriarylamine (PTAA) functionalized with green emitting phenoxazine moiety at the junction point of two blocks was designed and prepared for electroluminescent application. PF homopolymer was synthesized by Suzuki coupling polymerization, and was reacted with brominated phenoxazine. In the presence of the resulting PF functionalized with phenoxazine, C-N coupling polymerization of 4-(4'-bromophenyl)-4''-butyldiphenylamine was carried out to afford a triblock copolymer, PTAA-phenoxazine-PF-phenoxazine-PTAA (PF-Ph-PTAA). Two types of random copolymers were also synthesized with fluorene and phenoxazine (PF2) by Suzuki coupling polymerization for comparison. All the polymers were soluble in common organic solvents and readily formed thin films by a solution processing. Prepared polymers exhibited similar UV absorption and PL emission in chloroform solutions. In a film state, the existence of phenoxazine unit drastically changed PL spectra. Although the content of phenoxazine unit in PF-Ph-PTAA was relatively high (13 mol%), it showed similar PL spectrum to that of PF2(phenoxazine content, 0.2 mol%) indicating that phenoxazine unit is isolated in single polymer chain nevertheless the high content. EL device based on PF-Ph-PTAA showed green-emission, suggesting that emission sites predominantly located in the vicinity of phenoxazine moiety because of its shallow HOMO level.

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Synthesis of charge transporting block copolymers containing 2,7-dimethoxycarbazole units for light emitting device

Cited by 23 publications

References 17 publications

Synthesis and Properties of 1,8-Carbazole-Based Conjugated Copolymers

Synthesis and Properties of 1,8-Carbazole-Based Conjugated Copolymers

Characterization of Pseudo Photorefractive Materials Based on Polyacrylate Containing 9-Oxo-9<i>H</i>-thioxanthene-10,10-dioxide Moiety

Synthesis of Polyfluorene-Polytriarylamine Block Copolymer with Emitting Part at Junction Point for Light Emitting Applications

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