Journal ArticleDOI
Highly Luminescent Polymers Containing the 2,3,5,6-Tetraarylated Pyrrolo[3,4-c]pyrrole-1,4-dione (N-Aryl DPP) Chromophore in the Main Chain
Kai A. I. Zhang,Bernd Tieke +1 more
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TLDR
In this article, the synthesis and characteristic properties of polymers P-1−P-3 are described containing the 2,3,5,6-tetraarylated pyrrolo[3,4-c]pyrrole-1, 4-dione unit in the main chain.Abstract:
Synthesis and characteristic properties of polymers P-1−P-3 are described containing the 2,3,5,6-tetraarylated pyrrolo[3,4-c]pyrrole-1,4-dione unit in the main chain. P-1 is prepared from 2,5-bis(4-t-butylphenyl)-3,6-bis(4′-bromophenyl)pyrrolo[3,4-c]pyrrole-1,4-dione (DPP1) and 9,9-di-n-hexylfluorene-2,7′-bispinacolato-boronester 3, P-2 from 2,5-bis(4′-bromo-phenyl)-3,6-bis(4-t-butylphenyl)-pyrrolo[3,4-c]pyrrole-1,4-dione (DPP2) and 3, and P-3 from DPP1, 3, and 2,5-bis(n-hexyloxybenzene)-1,4-bispinacolatoboronester 4 via Pd-catalyzed Suzuki coupling. Molecular weights of the polymers are about 8000−10 000 Da. All polymers are soluble in common organic solvents such as toluene, chloroform, dichloromethane, tetrahydrofuran (THF), and dimethyl sulfoxide (DMSO) and exhibit a strong fluorescence with Stokes shift up to 56 nm (P-3) and quantum yield up to 81% (P-1). Although P-1 and P-2 are isomers, their optical and electrochemical properties are very different. P-1 with a polyconjugated carbon backbone exhibi...read more
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Bandgap and Molecular Level Control of the Low-Bandgap Polymers Based on 3,6-Dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione toward Highly Efficient Polymer Solar Cells
TL;DR: A series of low-bandgap polymers based on a soluble chromophore of 3,6-dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4dione (DPP) unit were synthesized by introducing of different electron-rich building blocks copolymerized with DPP unit as discussed by the authors.
Journal ArticleDOI
Near-Infrared (NIR) Organic Light-Emitting Diodes (OLEDs): Challenges and Opportunities
Journal ArticleDOI
Synthesis and Photovoltaic Properties of Diketopyrrolopyrrole-Based Donor−Acceptor Copolymers
TL;DR: In this paper, three kinds of diketopyrrolopyrrole-based donor-acceptor (D-A) type copolymers, poly{9,9-di(2-ethylhexyl)fluorene-2,7-diyl-alt-3,6-dithien-2-yl-2.5-di (2,2,5)-pyrrolo[3,4-c]pyrrole, 1.4-dione-5′, 5′,5′-di
Journal ArticleDOI
Diketopyrrolopyrroles: Synthesis, Reactivity, and Optical Properties
Marek Grzybowski,Daniel T. Gryko +1 more
TL;DR: In this article, the authors present a review of the progress made in four decades in both synthesis and elucidation of their reactivity, and offer a critical comparison of various methods reported in the literature.
Journal ArticleDOI
Suzuki Polycondensation: Polyarylenes à la Carte
TL;DR: This review draws a rather comprehensive picture of how Suzuki polycondensation was discovered in 1989 and how it was subsequently developed into the most powerful polymerization method for polyarylenes during the last 20 years.
References
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Chain-length dependence of electronic and electrochemical properties of conjugated systems: polyacetylene, polyphenylene, polythiophene, and polypyrrole
TL;DR: In this paper, the valence effective Hamiltonian (VEH) technique is used to compute ionization potentials, optical transition energies, and electron affinities of oligomers and polymers in four conjugated systems: polyacetylene, poly@-phenylene), polythiophene, and polypyrrole.
Journal ArticleDOI
Some aspects of organic pigments
Zhimin Hao,Abul Iqbal +1 more
TL;DR: In this article, the authors highlight some of the important aspects of organic pigments which are of importance to both producers and users, including molecular, solid state and particle surface characteristics.
Journal ArticleDOI
Synthesis and Characterization of Monodisperse Oligofluorenes
TL;DR: An efficient synthesis of 9,9-bis(2-ethylhexyl)fluorene oligomers up to the heptamer is reported, with repetitive Suzuki and Yamamoto coupling reactions employed in the synthesis.
Journal ArticleDOI
The synthesis and properties of 1,4‐diketo‐pyrrolo[3,4‐C]pyrroles
Abul Dr. Iqbal,Max Jost,R. Kirchmayr,Johannes Pfenninger,Alain Claude Dr. Rochat,Olof Dr. Wallquist +5 more
TL;DR: In this article, the synthesis and mechanistic aspects of 1,4-Diketopyrrolo[3,4c]pyrroles (DPP) are discussed.
Journal ArticleDOI
Highly Luminescent 1,4-Diketo-3,6-diphenylpyrrolo[3,4-c]pyrrole- (DPP-) Based Conjugated Polymers Prepared Upon Suzuki Coupling
TL;DR: In this article, five new soluble conjugated polymers are described, which were prepared upon Suzuki polycondensation reactions, which alternately consist of dialkylated 1,4diketo-3,6-diphenyl-pyrrolo[3,4-c]pyrrole (DPP) units and carbazole, triphenylamine, benzo[2,1,3]thiadiazole, anthracene, and fluorene units.