journal article·2019-02Open access

A Record Chromophore Density in High‐Entropy Liquids of Two Low‐Melting Perylenes: A New Strategy for Liquid Chromophores

Khushbu Kushwaha, Liyang Yu, Kati Stranius, Sandeep Kumar Singh, Sandra Hultmark, Muhammad Naeem Iqbal, Lars Eriksson, Eric Johnston, Paul Erhart, Christian Müller, Karl Börjesson

Advanced Science· Volume 6· Issue 4

Abstract

Abstract Liquid chromophores constitute a rare but intriguing class of molecules that are in high demand for the design of luminescent inks, liquid semiconductors, and solar energy storage materials. The most common way to achieve liquid chromophores involves the introduction of long alkyl chains, which, however, significantly reduces the chromophore density. Here, strategy is presented that allows for the preparation of liquid chromophores with a minimal increase in molecular weight, using the important class of perylenes as an example. Two synergistic effects are harnessed: (1) the judicious positioning of short alkyl substituents, and (2) equimolar mixing, which in unison results in a liquid material. A series of 1‐alkyl perylene derivatives is synthesized and it is found that short ethyl or butyl chains reduce the melting temperature from 278 °C to as little as 70 °C. Then, two low‐melting derivatives are mixed, which results in materials that do not crystallize due to the increased configurational entropy of the system. As a result, liquid chromophores with the lowest reported molecular weight increase compared to the neat chromophore are obtained. The mixing strategy is readily applicable to other π‐conjugated systems and, hence, promises to yield a wide range of low molecular weight liquid chromophores.
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Research context

OpenAlex topics: Photoreceptor and optogenetics research · Liquid Crystal Research Advancements · Synthesis and Properties of Aromatic Compounds

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Department of Chemistry and Molecular Biology University of Gothenburg Kemigården 4 41296 Gothenburg Sweden

Department of Chemistry and Chemical Engineering Chalmers University of Technology 41296 Gothenburg Sweden

Department of Physics Materials and Surface Theory Division Chalmers University of Technology 41296 Gothenburg Sweden

Department of Materials and Environmental Chemistry Stockholm University Stockholm Sweden

Sigrid Therapeutics AB Sankt Göransgatan 159 112 17 Stockholm Sweden

Funding

European Research Council · Ragnar Söderbergs stiftelse · Stiftelsen för Strategisk Forskning · National Science Foundation

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