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Xylindein: Naturally Produced Fungal Compound for Sustainable (Opto)electronics

[Image: see text] Organic semiconductors are of interest for (opto)electronic applications due to their low cost, solution processability, and tunable properties. Recently, natural product-derived organic pigments attracted attention due to their extraordinary environmental stability and unexpectedl...

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Autores principales: Giesbers, Gregory, Van Schenck, Jonathan, Quinn, Alexander, Van Court, Ray, Vega Gutierrez, Sarath M., Robinson, Seri C., Ostroverkhova, Oksana
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6704441/
https://www.ncbi.nlm.nih.gov/pubmed/31460459
http://dx.doi.org/10.1021/acsomega.9b01490
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author Giesbers, Gregory
Van Schenck, Jonathan
Quinn, Alexander
Van Court, Ray
Vega Gutierrez, Sarath M.
Robinson, Seri C.
Ostroverkhova, Oksana
author_facet Giesbers, Gregory
Van Schenck, Jonathan
Quinn, Alexander
Van Court, Ray
Vega Gutierrez, Sarath M.
Robinson, Seri C.
Ostroverkhova, Oksana
author_sort Giesbers, Gregory
collection PubMed
description [Image: see text] Organic semiconductors are of interest for (opto)electronic applications due to their low cost, solution processability, and tunable properties. Recently, natural product-derived organic pigments attracted attention due to their extraordinary environmental stability and unexpectedly good optoelectronic performance, in spite of only partially conjugated molecular structure. Fungi-derived pigments are a naturally sourced, sustainable class of materials that are largely unexplored as organic semiconductor materials. We present a study of the optical and electronic properties of a fungi-derived pigment xylindein, which is secreted by the wood-staining fungi Chlorociboria aeruginosa, and its blends with poly(methyl methacrylate) (PMMA) and crystalline nanocellulose (CNC). Optical absorption spectra of xylindein revealed the presence of two tautomers whose structures and properties were established using density functional theory. Pronounced pigment aggregation in polar solvents and in films, driven by intermolecular hydrogen bonding, was also observed. The pigment exhibited high photostability, electron mobility up to 0.4 cm(2)/(V s) in amorphous films, and thermally activated charge transport and photoresponse with activation energies of ∼0.3 and 0.2 eV, respectively. The dark and photocurrents in xylindein:PMMA blends were comparable to those in pristine xylindein film, whereas blends with CNC exhibited lower currents due to inhomogeneous distribution of xylindein in the CNC.
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spelling pubmed-67044412019-08-27 Xylindein: Naturally Produced Fungal Compound for Sustainable (Opto)electronics Giesbers, Gregory Van Schenck, Jonathan Quinn, Alexander Van Court, Ray Vega Gutierrez, Sarath M. Robinson, Seri C. Ostroverkhova, Oksana ACS Omega [Image: see text] Organic semiconductors are of interest for (opto)electronic applications due to their low cost, solution processability, and tunable properties. Recently, natural product-derived organic pigments attracted attention due to their extraordinary environmental stability and unexpectedly good optoelectronic performance, in spite of only partially conjugated molecular structure. Fungi-derived pigments are a naturally sourced, sustainable class of materials that are largely unexplored as organic semiconductor materials. We present a study of the optical and electronic properties of a fungi-derived pigment xylindein, which is secreted by the wood-staining fungi Chlorociboria aeruginosa, and its blends with poly(methyl methacrylate) (PMMA) and crystalline nanocellulose (CNC). Optical absorption spectra of xylindein revealed the presence of two tautomers whose structures and properties were established using density functional theory. Pronounced pigment aggregation in polar solvents and in films, driven by intermolecular hydrogen bonding, was also observed. The pigment exhibited high photostability, electron mobility up to 0.4 cm(2)/(V s) in amorphous films, and thermally activated charge transport and photoresponse with activation energies of ∼0.3 and 0.2 eV, respectively. The dark and photocurrents in xylindein:PMMA blends were comparable to those in pristine xylindein film, whereas blends with CNC exhibited lower currents due to inhomogeneous distribution of xylindein in the CNC. American Chemical Society 2019-08-06 /pmc/articles/PMC6704441/ /pubmed/31460459 http://dx.doi.org/10.1021/acsomega.9b01490 Text en Copyright © 2019 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Giesbers, Gregory
Van Schenck, Jonathan
Quinn, Alexander
Van Court, Ray
Vega Gutierrez, Sarath M.
Robinson, Seri C.
Ostroverkhova, Oksana
Xylindein: Naturally Produced Fungal Compound for Sustainable (Opto)electronics
title Xylindein: Naturally Produced Fungal Compound for Sustainable (Opto)electronics
title_full Xylindein: Naturally Produced Fungal Compound for Sustainable (Opto)electronics
title_fullStr Xylindein: Naturally Produced Fungal Compound for Sustainable (Opto)electronics
title_full_unstemmed Xylindein: Naturally Produced Fungal Compound for Sustainable (Opto)electronics
title_short Xylindein: Naturally Produced Fungal Compound for Sustainable (Opto)electronics
title_sort xylindein: naturally produced fungal compound for sustainable (opto)electronics
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6704441/
https://www.ncbi.nlm.nih.gov/pubmed/31460459
http://dx.doi.org/10.1021/acsomega.9b01490
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