Optical, Electrochemical, Magnetic, and Conductive Properties of New Poly(indolocarbazole‐<i>alt</i>‐bithiophene)s

Blouin, Nicolas; Leclerc, Mario; Vercelli, Barbara; Zecchin, Sandro; Zotti, Gianni

doi:10.1002/macp.200500429

Cited by 40 publications

(27 citation statements)

References 49 publications

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“…16 In addition, there have also been some reports on polymers containing the INC moiety. [26][27][28][29] For example, Li et al 15 synthesized a new class of polyindolocarbazole via the coupling polymerization of 2,8-dichloroindolo [3,2-b]carbazole derivatives, a film of which could be manufactured by spin coating and exhibited a field-effect transistor mobility of 0.02 cm 2 V À1 s À1 . However, INC derivatives have drawbacks, including poor solubility in organic solvents and a lack of chemical stability.…”

Section: Introductionmentioning

confidence: 99%

Syntheses and properties of copolymers containing indolocarbazole moiety in the side chain

Akimoto

Kawano

Iwasawa

et al. 2011

Polym J

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Novel copolymers containing the indolo [3,2-b]carbazole (INC) moiety were synthesized, and the effects of the INC content on their physical properties were investigated. The homopolymer of the INC-containing monomer, 1-octyl-7-(4-vinylbenzyl) indolo [3,2-b]carbazole and copolymers with styrene were prepared by radical polymerization. Four kinds of copolymers with different compositions were obtained. The glass transition temperatures (Tgs) were observed in the range of 101-112 1C, and the decomposition temperatures were nearly 400 1C. The photonic properties of the copolymers were also evaluated in solution in tetrahydrofuran and for spin-coated films on a fused silica substrate. In the ultraviolet-visible absorption spectra, maximum absorption peaks were observed at 340-345 nm in both the solutions and the films. In the case of the solutions, the photoluminescence intensities of the copolymers increased with increasing INC monomer units in the copolymer. On the contrary, the photoluminescence intensities of the copolymer films decreased with increasing INC content in the copolymer, which is likely due to the concentration quenching caused by the condensation of intermolecular interactions derived from INC components. The copolymer with a low content of the INC moiety exhibited high emission and good film-forming ability.

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Section: Introductionmentioning

confidence: 99%

Syntheses and properties of copolymers containing indolocarbazole moiety in the side chain

Akimoto

Kawano

Iwasawa

et al. 2011

Polym J

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“…This shift in absorption is ascribed to the π-conjugation along the indolo[3,2- b ]carbazole backbone (Scheme 27) [67]. Leclerc et al prepared polyindolo[3,2- b ]carbazoles with and without bithiophene spacers [68,69] by performing palladium catalyzed couplings.…”

Section: Indolo[32-b]carbazoles: Functionalization and Polymerizamentioning

confidence: 99%

Synthesis of Linearly Fused Benzodipyrrole Based Organic Materials

Vlasselaer

Dehaen

2016

Molecules

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Abstract:The objective of this review is to give an overview of the synthetic methods to prepare different indolo [3,2-b]carbazoles and similar systems with a potential use in electro-optical devices such as OLEDs (organic light emitting diode), OPVs (organic photovoltaic) and OFETs (organic field effect transistor). Some further modifications to the core units and their implications for specific applications are also discussed.

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“…2,8-Dibromo-5,11-di(2 0 -ethylhexyl)-indolo [3,2-b]carbazole and 3,9-dibromo-5,11-di(2 0 -ethylhexyl)-indolo [3,2-b]carbazole were prepared according to the literature report. 23 …”

Section: Methodsmentioning

confidence: 99%

“…[12][13][14][15] Indolocarbazole-based materials have emerged as new p-type organic semiconductors due to relatively high hole-transporting mobility and photo-oxidative stability. Relatively high hole mobilities of 0.2 and 0.02 cm 2 V À1 s À1 were reported for the indolo[3,2-b]carbazole [18][19][20] and polymer derivatives, [21][22][23] respectively. Hence, it would be of interest to explore the synthesis and properties of fluoreneindolocarbazole copolymers.…”

mentioning

confidence: 99%

Synthesis of New Fluorene-Indolocarbazole Alternating Copolymers for Light-Emitting Diodes and Field Effect Transistors

Lee

Chen

Chueh

et al. 2008

Polym J

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New alternating copolymers of poly (2,7-(9,9 0 -dihexylfluorene)-alt-3,9-(5,11-di(2-ethylhexyl)-indolo[3,2-b]carbazole)) (PFp-In) and poly (2,7-(9,9 0 -dihexylfluorene)-alt-2,8-(5,11-di(2-ethylhexyl)-indolo[3,2-b]carbazole)) (PF-m-In) were synthesized by palladium-catalyzed Suzuki coupling polymerization and characterized for the applications of light-emitting diodes and field effect transistors (FET). The incorporation of indolocarbazole into polyfluorene could not only enhance hole transporting properties but also thermal properties. The para-linkage, PF-p-In, facilitates -electron delocalization and thus has a lower optical band gap and a higher emission maximum than those of the meta linkage, PF-m-In. The electroluminescence devices based on PF-p-In and PF-m-In as the emissive layer show a similar maximum luminance but with different emissive colors of green and blue, respectively. The FET hole mobilities of PF-p-In and PF-m-In are 6:73 Â 10 À5 and 1:50 Â 10 À4 cm 2 /VÁs, respectively, which are significantly higher than that of polyfluorene. The present study demonstrates the electronic and optoelectronic properties of polyfluorene enhanced by incorporating hole transporting indolocarbazole with different linkages.KEY WORDS: Functional Polymers / Polymer Synthesis / Light-Emitting Diodes / Field Effect Transistors / Fluorene / Indolocarbazole / Conjugated polymers have been extensively studied for various electronic and optoelectronic devices, such as electroluminescence displays, photovoltaic cells, and field effect transistors.1-5 Oligo-and polyfluorene as well as their derivatives are excellent candidates for optoelectronic applications because they exhibit high thermal/chemical stability, excellent fluorescence quantum yields, and solution processibility.6,7 However, the relatively high ionization potential and low electron affinity of poly(9,9-dialkylfluorene) lead to poor carrier injection from the electrodes. Thus, limited electroluminescence (EL) efficiency and insignificant or no field effect mobility were reported in the literature. 8,9The electronic and optoelectronic properties of polyfluorene could be improved through the approaches of copolymer, blend, side chain modification, end-capping, or nanofiber and result in enhanced device characteristics. [8][9][10][11][12][13][14][15][16][17] For example, the copolymers of fluorene with hole transporting moieties of phenothiazine and phenoxazine led to enhanced EL characteristics 8 and field effect mobility, 9 respectively. The incorporation of acceptor and donor-acceptor-donor moiety into polyfluorene also successfully improved the EL or FET characteristics.12-15 Indolocarbazole-based materials have emerged as new p-type organic semiconductors due to relatively high hole-transporting mobility and photo-oxidative stability. Relatively high hole mobilities of 0.2 and 0.02 cm 2 V À1 s À1 were reported for the indolo[3,2-b]carbazole [18][19][20] and polymer derivatives, 21-23 respectively. Hence, it would be of interest to explore the synthesis and...

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Optical, Electrochemical, Magnetic, and Conductive Properties of New Poly(indolocarbazole‐alt‐bithiophene)s

Cited by 40 publications

References 49 publications

Syntheses and properties of copolymers containing indolocarbazole moiety in the side chain

Syntheses and properties of copolymers containing indolocarbazole moiety in the side chain

Synthesis of Linearly Fused Benzodipyrrole Based Organic Materials

Synthesis of New Fluorene-Indolocarbazole Alternating Copolymers for Light-Emitting Diodes and Field Effect Transistors

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