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

Kushwaha, Khushbu (author)
Gothenburg University,Göteborgs universitet,Institutionen för kemi och molekylärbiologi,Department of Chemistry and Molecular Biology,University of Gothenburg
Yu, Liyang, 1986 (author)
Chalmers tekniska högskola,Chalmers University of Technology
Stranius, Kati (author)
Gothenburg University,Göteborgs universitet,Institutionen för kemi och molekylärbiologi,Department of Chemistry and Molecular Biology,University of Gothenburg
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Kumar Singh, Sandeep, 1984 (author)
Chalmers tekniska högskola,Chalmers University of Technology
Hultmark, Sandra, 1994 (author)
Chalmers tekniska högskola,Chalmers University of Technology
Iqbal, Muhammad Naeem (author)
Stockholms universitet,Institutionen för material- och miljökemi (MMK)
Eriksson, Lars (author)
Stockholms universitet,Institutionen för material- och miljökemi (MMK)
Johnston, E. (author)
Sigrid Therapeutics AB
Erhart, Paul, 1978 (author)
Chalmers tekniska högskola,Chalmers University of Technology
Müller, Christian, 1980 (author)
Chalmers tekniska högskola,Chalmers University of Technology
Börjesson, Karl, 1982 (author)
Gothenburg University,Göteborgs universitet,Institutionen för kemi och molekylärbiologi,Department of Chemistry and Molecular Biology,University of Gothenburg
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 (creator_code:org_t)
2019-01-15
2019
English.
In: Advanced Science. - : Wiley. - 2198-3844. ; 6:4
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • 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 degrees C to as little as 70 degrees 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 pi-conjugated systems and, hence, promises to yield a wide range of low molecular weight liquid chromophores.

Subject headings

NATURVETENSKAP  -- Kemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences (hsv//eng)
NATURVETENSKAP  -- Kemi -- Polymerkemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences -- Polymer Chemistry (hsv//eng)
TEKNIK OCH TEKNOLOGIER  -- Kemiteknik -- Polymerteknologi (hsv//swe)
ENGINEERING AND TECHNOLOGY  -- Chemical Engineering -- Polymer Technologies (hsv//eng)
NATURVETENSKAP  -- Fysik -- Annan fysik (hsv//swe)
NATURAL SCIENCES  -- Physical Sciences -- Other Physics Topics (hsv//eng)
TEKNIK OCH TEKNOLOGIER  -- Materialteknik (hsv//swe)
ENGINEERING AND TECHNOLOGY  -- Materials Engineering (hsv//eng)

Keyword

alkylation
high quantum yield
liquid fluorophores
low melting solids
thermodynamic mixing
up-conversion
bay
naphthalene
bisimides
substituents
dyes
ndi
pdi
Chemistry
Science & Technology - Other Topics
Materials Science
high quantum yield

Publication and Content Type

ref (subject category)
art (subject category)

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