Sequence-definition in stiff conjugated oligomers

Schneider, Rebekka V.; Waibel, Kevin A.; Arndt, Andreas P.; Lang, Mathias; Seim, Rebecca; Busko, Dmitry; Bräse, Stefan; Lemmer, Uli; Meier, Michael

doi:10.1038/s41598-018-35933-z

Cited by 24 publications

(25 citation statements)

References 40 publications

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“…For the interested reader, three minor notes regarding the steady-state absorption and emission spectra are made. Firstly, we note that the absorption and emission data for the OPE compounds were previously published Schneider et al (2018), but reproduced here due to their relevance to the discussion of the new observations. Secondly, we point out that our measurements are made using chloroform as a solvent rather than toluene (commonly used for 4CzIPN) because the TADF was more intense for our molecules in chloroform.…”

Section: Uv-vis Absorption and Photoluminescence Spectroscopymentioning

confidence: 81%

“…Compared to the cyano group, the oxadiazole is a weaker acceptor (Wong et al, 2018). Monodisperse OPEs of varying length were previously synthesized through the use of sequence-defined routes Schneider et al (2018). Herein the OPE monomer, trimer, and pentamer were coupled to T (forming the T-oligomers T1, T3, and T5, respectively).…”

Section: Methodsmentioning

confidence: 99%

“…The absorption spectra of the OPEs were normalized to the maximum value for OPE5. The OPE data were adapted from Schneider et al (2018), which is an article licensed under a Creative Commons Attribution 4.0 International License (https://creativecommons.org). Specifically, we have calculated the absorbance from the original optical attenuation data.…”

Section: Uv-vis Absorption and Photoluminescence Spectroscopymentioning

confidence: 99%

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Sensitizing TADF Absorption Using Variable Length Oligo(phenylene ethynylene) Antennae

et al. 2020

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Beyond their applications in organic light-emitting diodes (OLEDs), thermally activated delayed fluorescence (TADF) materials can also make good photonic markers. Time-gated measurement of their delayed emission enables "background-free" imaging in, for example, biological systems, because no naturally-occurring compounds exhibit such long-lived emission. Attaching a strongly-absorbing antenna, such as a phenylene ethynylene oligomer, to the TADF core would be of interest to increase their brightness as photonic markers. With this motivation, we study a sequence of TADF-oligomer conjugates with oligomers of varying length and show that, even when the absorption of the oligomer is almost resonant with the charge-transfer absorption of the TADF core, the antenna transfers energy to the TADF core. We study this series of compounds with time resolved emission and transient absorption spectroscopy and find that the delayed fluorescence is essentially turned-off for the longer antennae. Interestingly, we find that the turn-off of the delayed fluorescence is not caused by quenching of the TADF charge-transfer triplet state due to triplet energy transfer of the lower-lying triplet state to the antenna, but must be associated with a decrease in the reverse intersystem crossing rate. These results are of relevance for the further development of TADF "dyes" and also, in the broader context, for understanding the dynamics of TADF molecules in the vicinity of energy donors/acceptors (i.e., in fluorescent OLEDs wherein TADF molecules are used as an assistant dopant).

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Section: Uv-vis Absorption and Photoluminescence Spectroscopymentioning

confidence: 81%

Section: Methodsmentioning

confidence: 99%

Section: Uv-vis Absorption and Photoluminescence Spectroscopymentioning

confidence: 99%

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Sensitizing TADF Absorption Using Variable Length Oligo(phenylene ethynylene) Antennae

et al. 2020

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“…For example, the group of M.A.R. Meier established a solution synthesis protocol for sequence-ordered, uniform pentamers built from five different monomers [12]. The oligomers were synthesized by Sonogashira cross-coupling reaction followed by deprotection ( Fig.…”

Section: Synthesis Of Well-defined Conjugated Macromoleculesmentioning

confidence: 99%

“…Among conjugated macromolecules, oligo(arylene ethynylene)s (OArEs) have gained considerable attention due to their excellent optoelectronic properties and emerging applications [31][32][33][34]. The current synthesis methods provide access to uniform OArEs of precise length and full sequence control [6,12,35]. OArEs are an important class of sensory materials [26,30,36,37].…”

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confidence: 99%

Well-defined Conjugated Macromolecules in Sensing

Krywko‐Cendrowska¹,

Szweda²,

Szweda³

2020

Preprint

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Macromolecules with well-defined structures in terms of molar mass and monomer sequence became interesting building blocks for modern materials. The precision of the macromolecular structure makes fine-tuning of the properties of resulting materials possible. Conjugated macromolecules exhibit excellent optoelectronic properties that make them exceptional candidates for sensors construction. The importance of chain length and monomer sequence is particularly important in conjugated systems. The sequence lengths, monomer sequence and structural modification often influence the energy bang gap between HOMO and LUMO orbitals of the molecules that reflect in their properties. Moreover, the supramolecular aggregation that is often observed in oligo-conjugated systems is usually strongly affected by even minor structural changes that are used for sensor designs. This review summarizes the examples of well-defined conjugated macromolecules based on oligo(arylene ethynylene)s skeleton used for sensor applications. The sensing mechanisms and importance of uniformity of structure are discussed.

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Synthetic Polymers with Finely Regulated Monomer Sequences: Properties and Emerging Applications

Laurent

Szweda

Lutz

2022

Macromolecular Engineering

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The design of synthetic polymers with controlled monomer sequences is an important emerging trend in polymer science. This new field of research is bio‐inspired by sequence‐defined biopolymers such as proteins and nucleic acids. The chemical synthesis of nonnatural sequence‐controlled polymers (SCPs) has been described in several reviews. However, there is currently little information about the properties and applications of these polymers. In this context, the aim of this article is to give a comprehensive view on these aspects. After a general introduction and a short section about the synthesis of SCPs, the physicochemical properties of these synthetic macromolecules are described in detail. For instance, emphasis is put on the bulk and solution self‐assembly of SCPs. In the last part of this article, potential applications are reviewed and discussed. Overall, SCPs, which are more time‐consuming to synthesize than regular commodity polymers, are not meant to be used in high‐scale applications but more in specialty technologies with high‐added value. For instance, application areas such as data storage, anti‐counterfeiting technologies, catalysis, and photovoltaics are described in this article.

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Sequence-definition in stiff conjugated oligomers

Cited by 24 publications

References 40 publications

Sensitizing TADF Absorption Using Variable Length Oligo(phenylene ethynylene) Antennae

Sensitizing TADF Absorption Using Variable Length Oligo(phenylene ethynylene) Antennae

Well-defined Conjugated Macromolecules in Sensing

Synthetic Polymers with Finely Regulated Monomer Sequences: Properties and Emerging Applications

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