Tailored Solution-Based N-heterotriangulene Thin Films: Unravelling the Self-Assembly.
2D nanomaterials
bridged triarylamines
organic electronics
organic semiconductors
self-assembly
Journal
Chemphyschem : a European journal of chemical physics and physical chemistry
ISSN: 1439-7641
Titre abrégé: Chemphyschem
Pays: Germany
ID NLM: 100954211
Informations de publication
Date de publication:
04 Jun 2021
04 Jun 2021
Historique:
revised:
31
03
2021
received:
02
03
2021
pubmed:
2
4
2021
medline:
2
4
2021
entrez:
1
4
2021
Statut:
ppublish
Résumé
The ability of a series of bridged triarylamines, so-called N-heterotriangulenes, to form multilayer-type 2D-extended films via a solution-based processing method was examined using complementary microscopic techniques. We found that the long-range order, crystallinity, and layer thickness decisively depend on the nature of the substituents attached to the polycyclic backbone. Owing to their flat core unit, compounds exhibiting a carbonyl unit at the bridge position provide a superior building block as compared to thioketone-bridged derivatives. In addition, nature and length of the peripheral substituents affect the orientation of the aromatic core unit within highly crystalline films. Hence, our results stress the significance of a suitable molecular framework and provide deeper understanding of structure formation in 2D-confined surroundings for such compounds.
Identifiants
pubmed: 33792107
doi: 10.1002/cphc.202100164
pmc: PMC8251884
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
1079-1087Subventions
Organisme : Helmholtz Zentrum Berlin
Organisme : German Research Foundation
Organisme : Federal Ministry of Education and Research
ID : 05K19WE2
Organisme : FAU Erlangen-Nürnberg
Organisme : Deutsche Forschungsgemeinschaft (DFG)
ID : 182849149 - SFB 953
Informations de copyright
© 2021 The Authors. ChemPhysChem published by Wiley-VCH GmbH.
Références
Adv Mater. 2015 Dec 9;27(46):7493-527
pubmed: 25393596
Adv Mater. 2016 Aug;28(32):6921-5
pubmed: 27214577
Chemistry. 2013 Jun 17;19(25):8117-28
pubmed: 23606265
J Am Chem Soc. 2018 Apr 25;140(16):5339-5342
pubmed: 29522681
J Chem Phys. 2007 Apr 21;126(15):154702
pubmed: 17461654
Chem Commun (Camb). 2008 Jan 7;(1):117-9
pubmed: 18399419
Chemphyschem. 2011 Jun 20;12(9):1648-51
pubmed: 21598374
Acc Chem Res. 2011 Jul 19;44(7):501-10
pubmed: 21615105
Nat Commun. 2014;5:3005
pubmed: 24398476
Chem Commun (Camb). 2013 May 8;49(36):3790-2
pubmed: 23545845
Adv Mater. 2016 Jun;28(22):4549-55
pubmed: 26833747
J Chem Phys. 2011 Jan 14;134(2):024702
pubmed: 21241141
Nature. 2001 Aug 2;412(6846):517-20
pubmed: 11484047
Adv Mater. 2010 Sep 8;22(34):3876-92
pubmed: 20715063
J Phys Chem B. 2005 Apr 28;109(16):7749-57
pubmed: 16851900
Phys Chem Chem Phys. 2012 Nov 7;14(41):14152-64
pubmed: 22983406
J Chem Phys. 2004 Jul 1;121(1):525-34
pubmed: 15260574
Light Sci Appl. 2017 Nov 17;6(11):e17094
pubmed: 30167215
Chem Rev. 2019 Jul 24;119(14):8291-8331
pubmed: 30860363
Chemphyschem. 2021 Jun 4;22(11):1079-1087
pubmed: 33792107
Adv Mater. 2018 Mar;30(13):e1707164
pubmed: 29430748
Angew Chem Int Ed Engl. 2016 Aug 8;55(33):9519-23
pubmed: 27237452
Chem Rev. 2011 Aug 10;111(8):4833-56
pubmed: 21417271
Nature. 2012 Dec 13;492(7428):234-8
pubmed: 23235877
Phys Rev Lett. 2000 Jan 24;84(4):614-7
pubmed: 11017329
Chem Rec. 2015 Dec;15(6):1119-31
pubmed: 26223442
Nature. 2013 Jul 25;499(7459):458-63
pubmed: 23887430
J Phys Chem A. 2005 Dec 29;109(51):11724-32
pubmed: 16366622
Adv Mater. 2013 Oct 11;25(38):5372-91
pubmed: 24038388
Phys Rev Lett. 1987 Sep 21;59(12):1321-1324
pubmed: 10035202