Molecular flattening effect to enhance the conductivity of fused porphyrin tape thin films
- Publikationstyp:
- Zeitschriftenaufsatz
- Metadaten:
-
- Autoren
- Giuseppe Bengasi
- Jessica SS Desport
- Kamal Baba
- Joao P Cosas Fernandes
- Olivier De Castro
- Katja Heinze
- Nicolas DD Boscher
- Autoren-URL
- https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000517310200035&DestLinkType=FullRecord&DestApp=WOS_CPL
- DOI
- 10.1039/c9ra09711b
- eISSN
- 2046-2069
- Externe Identifier
- Clarivate Analytics Document Solution ID: KR0KS
- PubMed Identifier: 35493879
- Ausgabe der Veröffentlichung
- 12
- Zeitschrift
- RSC ADVANCES
- Paginierung
- 7048 - 7057
- Datum der Veröffentlichung
- 2020
- Status
- Published
- Titel
- Molecular flattening effect to enhance the conductivity of fused porphyrin tape thin films
- Sub types
- Article
- Ausgabe der Zeitschrift
- 10
Datenquelle: Web of Science (Lite)
- Andere Metadatenquellen:
-
- Abstract
- <p>This work reports the strong correlation between the conductivity of fused porphyrins thin films and the porphyrin substituents.</p>
- Autoren
- Giuseppe Bengasi
- Jessica S Desport
- Kamal Baba
- João P Cosas Fernandes
- Olivier De Castro
- Katja Heinze
- Nicolas D Boscher
- DOI
- 10.1039/c9ra09711b
- eISSN
- 2046-2069
- Ausgabe der Veröffentlichung
- 12
- Zeitschrift
- RSC Advances
- Sprache
- en
- Online publication date
- 2020
- Paginierung
- 7048 - 7057
- Status
- Published online
- Herausgeber
- Royal Society of Chemistry (RSC)
- Herausgeber URL
- http://dx.doi.org/10.1039/c9ra09711b
- Datum der Datenerfassung
- 2024
- Titel
- Molecular flattening effect to enhance the conductivity of fused porphyrin tape thin films
- Ausgabe der Zeitschrift
- 10
Datenquelle: Crossref
- Abstract
- The straightforward synthesis of directly fused porphyrins (porphyrin tapes) from 5,15-diphenyl porphyrinato nickel(ii) complexes with different substituents on the phenyl rings is achieved while processing from the gas phase. The porphyrin tapes, exhibiting NIR absorption, are readily obtained in thin film form. The gas phase approach cuts the need for solubilizing groups allowing for the first time the study of their conductivity according to the substituent. 2-Point probe and conductivity AFM measurements evidence that reducing the size of the <i>meso</i> substituents, phenyl < mesityl < di(3,5-<i>tert</i>-butyl)phenyl < di(2,6-dodecyloxy)phenyl, improves the thin film conductivity by several orders of magnitude. Density functional theory and gel permeation chromatography, correlate this improvement to changes in the intermolecular distances and molecular geometry. Furthermore, the oCVD of porphyrins with free <i>ortho</i>-phenyl positions causes intramolecular dehydrogenative side reactions inducing a complete planarization of the molecule. This molecular flattening drastically affects the π-π stacking between the porphyrins further enhancing the electronic properties of the films.
- Addresses
- Materials Research and Technology, Luxembourg Institute of Science and Technology (LIST) 5 Avenue des Hauts-Fourneaux L-4362 Esch/Alzette Luxembourg nicolas.boscher@list.lu.
- Autoren
- Giuseppe Bengasi
- Jessica S Desport
- Kamal Baba
- João P Cosas Fernandes
- Olivier De Castro
- Katja Heinze
- Nicolas D Boscher
- DOI
- 10.1039/c9ra09711b
- eISSN
- 2046-2069
- Externe Identifier
- PubMed Identifier: 35493879
- PubMed Central ID: PMC9049719
- Funding acknowledgements
- Fonds National de la Recherche Luxembourg: POLYPORPH (C15/MS/10340560/POLYPORH/Boscher)
- Open access
- true
- ISSN
- 2046-2069
- Ausgabe der Veröffentlichung
- 12
- Zeitschrift
- RSC advances
- Sprache
- eng
- Medium
- Electronic-eCollection
- Online publication date
- 2020
- Open access status
- Open Access
- Paginierung
- 7048 - 7057
- Datum der Veröffentlichung
- 2020
- Status
- Published
- Publisher licence
- CC BY-NC
- Datum der Datenerfassung
- 2022
- Titel
- Molecular flattening effect to enhance the conductivity of fused porphyrin tape thin films.
- Sub types
- research-article
- Journal Article
- Ausgabe der Zeitschrift
- 10
Files
https://pubs.rsc.org/en/content/articlepdf/2020/ra/c9ra09711b https://europepmc.org/articles/PMC9049719?pdf=render
Datenquelle: Europe PubMed Central
- Abstract
- The straightforward synthesis of directly fused porphyrins (porphyrin tapes) from 5,15-diphenyl porphyrinato nickel(ii) complexes with different substituents on the phenyl rings is achieved while processing from the gas phase. The porphyrin tapes, exhibiting NIR absorption, are readily obtained in thin film form. The gas phase approach cuts the need for solubilizing groups allowing for the first time the study of their conductivity according to the substituent. 2-Point probe and conductivity AFM measurements evidence that reducing the size of the meso substituents, phenyl < mesityl < di(3,5-tert-butyl)phenyl < di(2,6-dodecyloxy)phenyl, improves the thin film conductivity by several orders of magnitude. Density functional theory and gel permeation chromatography, correlate this improvement to changes in the intermolecular distances and molecular geometry. Furthermore, the oCVD of porphyrins with free ortho-phenyl positions causes intramolecular dehydrogenative side reactions inducing a complete planarization of the molecule. This molecular flattening drastically affects the π-π stacking between the porphyrins further enhancing the electronic properties of the films.
- Date of acceptance
- 2020
- Autoren
- Giuseppe Bengasi
- Jessica S Desport
- Kamal Baba
- João P Cosas Fernandes
- Olivier De Castro
- Katja Heinze
- Nicolas D Boscher
- Autoren-URL
- https://www.ncbi.nlm.nih.gov/pubmed/35493879
- DOI
- 10.1039/c9ra09711b
- eISSN
- 2046-2069
- Externe Identifier
- PubMed Central ID: PMC9049719
- Ausgabe der Veröffentlichung
- 12
- Zeitschrift
- RSC Adv
- Sprache
- eng
- Country
- England
- Paginierung
- 7048 - 7057
- PII
- c9ra09711b
- Datum der Veröffentlichung
- 2020
- Status
- Published online
- Titel
- Molecular flattening effect to enhance the conductivity of fused porphyrin tape thin films.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 10
Datenquelle: PubMed
- Beziehungen:
-