2008
DOI: 10.1021/ma802127q
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2-Aryl-2H-benzotriazoles as Building Blocks for New Low-Bandgap Poly(arylene−ethynylene)s

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Cited by 28 publications
(29 citation statements)
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“…The topologies of the Frontier Molecular Orbitals (FMO) are very similar in compounds 7 a-d. [31] The self-assembly of compounds 7 was achieved by the slow diffusion technique using CHCl 3 as a good solvent and a variety of poor solvents such as acetonitrile, hexane or methanol. [30] Furthermore, the introduction of methoxy substituents only affects the value of the HOMO and this leads to a decrease in the bandgap.…”
Section: Alkynyl-2h-benzo[d][123]triazolesmentioning
confidence: 99%
“…The topologies of the Frontier Molecular Orbitals (FMO) are very similar in compounds 7 a-d. [31] The self-assembly of compounds 7 was achieved by the slow diffusion technique using CHCl 3 as a good solvent and a variety of poor solvents such as acetonitrile, hexane or methanol. [30] Furthermore, the introduction of methoxy substituents only affects the value of the HOMO and this leads to a decrease in the bandgap.…”
Section: Alkynyl-2h-benzo[d][123]triazolesmentioning
confidence: 99%
“…12 Hoger et al reported the synthesis of orange-red polymers 12 and 13 as the building blocks for low bandgap poly(arylene-ethynylene)s with 2.35 and 2.32 eV band gaps respectively. 17 Red shifted visible absorption (40-50 nm) compared to the alkyl substituted 11 13 can be attributed to the increase in p-stacking due to phenyl pendant group. Those polymers were not characterized in detail in terms of their optoelectronic properties however; they would be great candidates for OSCs and/or OLEDs.…”
Section: Electrochromics (Ecs)mentioning
confidence: 99%
“…22 Compared to others (14-18) 19 showed a high energy absorption with a negligibly weak intensity which indicates that the polymer have a dominant donor character rather than DA as was the case for BIm bearing polymers. 29 BIm and EDOT containing polymers [16][17][18] are great examples of the fact that the substituent is affecting the entire electronic and optical properties in such polymers, i.e. fine color tuning can be achieved with different substituent groups.…”
Section: Electrochromics (Ecs)mentioning
confidence: 99%
“…Reagents were purchased at reagent grade from commercial sources and used without further purification. 1 a ‐ c were prepared according to literature procedures 41. All air‐sensitive reactions were carried out using standard Schlenk techniques under Argon.…”
Section: Methodsmentioning
confidence: 99%
“…In our previous work we already demonstrated that the absorption properties and orbital alignment of the benzotriazole unit can be fine‐tuned through functionalization of an aryl group attached in 2‐position 41, 42. Here, we investigate the possibility to fine‐tune the absorption and energy levels in arylbenzotriazole‐fluorene copolymers to elucidate the applicability of the arylbenzotriazole building block in OPV devices and the impact of structural changes on solar cell performance.…”
Section: Introductionmentioning
confidence: 95%