Detailed Information

Cited 0 time in webofscience Cited 0 time in scopus
Metadata Downloads

Nanoscopic Management of Molecular Packing and Orientation of Small Molecules by a Combination of Linear and Branched Alkyl Side Chains

Full metadata record
DC Field Value Language
dc.contributor.authorJung, Minwoo-
dc.contributor.authorYoon, Youngwoon-
dc.contributor.authorPark, Jae Hoon-
dc.contributor.authorCha, Wonsuk-
dc.contributor.authorKim, Ajeong-
dc.contributor.authorKang, Jinback-
dc.contributor.authorGautam, Sanjeev-
dc.contributor.authorSeo, Dongkyun-
dc.contributor.authorCho, Jeong Ho-
dc.contributor.authorKim, Hyunjung-
dc.contributor.authorChoi, Jong Yong-
dc.contributor.authorChae, Keun Hwa-
dc.contributor.authorKwak, Kyungwon-
dc.contributor.authorSon, Hae Jung-
dc.contributor.authorKo, Min Jae-
dc.contributor.authorKim, Honggon-
dc.contributor.authorLee, Doh-Kwon-
dc.contributor.authorKim, Jin Young-
dc.contributor.authorChoi, Dong Hoon-
dc.contributor.authorKim, BongSoo-
dc.date.accessioned2021-09-05T08:21:49Z-
dc.date.available2021-09-05T08:21:49Z-
dc.date.created2021-06-15-
dc.date.issued2014-06-
dc.identifier.issn1936-0851-
dc.identifier.urihttps://scholar.korea.ac.kr/handle/2021.sw.korea/98359-
dc.description.abstractWe synthesized a series of acceptor donor acceptor-type small molecules (SIDPP-EE, SIDPP-EO, SIDPP-OE, and SIDPP-OO) consisting of a dithienosilole (SI) electron-donating moiety and two diketopyrrolopyrrole (DPP) electron-withdrawing moieties each bearing linear n-octyl (O) and/or branched 2-ethylhoryl (E) alkyl side chains. X-ray diffraction patterns revealed that SIDPP-EE and SIDPP-EO films were highly crystalline with pronounced edge-on orientation, whereas SIDPP-OE and SIDPP-OO films were less crystalline with a radial distribution of molecular orientations. Near-edge X-ray absorption fine structure spectroscopy disclosed an edge-on orientation with a molecular backbone tilt angle of similar to 22 degrees for both SIDPP-EE and SIDPP-EO. Our analysis of the molecular packing and orientation indicated that the shorter 2-ethylhexyl groups on the SI core promote tight pi-pi stacking of the molecular backbone, whereas n-octyl groups on the SI core hinder close pi-pi stacking to some degree. Conversely, the longer linear n-octyl groups on the DPP arms facilitate close intermolecular packing via octyl octyl interdigitation. Quantum mechanics/molecular mechanics molecular dynamics simulations determined the optimal three-dimensional positions of the flexible alkyl side chains of the SI and DPP units, which elucidates the structural cause of the molecular packing and orientation explicitly. The alkyl-chain-dependent molecular stacking significantly affected the electrical properties of the molecular films. The edge-on oriented molecules showed high hole mobilities in organic field-effect transistors, while the radially oriented molecules exhibited high photovoltaic properties in organic photovoltaic cells. These results demonstrate that appropriate positioning of alkyl side chains can modulate crystallinity and molecular orientation in SIDPP films, which ultimately have a profound impact on carrier transport and photovoltaic performance.-
dc.languageEnglish-
dc.language.isoen-
dc.publisherAMER CHEMICAL SOC-
dc.subjectPROCESSED SMALL-MOLECULE-
dc.subjectPOLYMER SOLAR-CELLS-
dc.subjectOLIGOTHIOPHENE DERIVATIVES-
dc.subjectFILM MORPHOLOGY-
dc.subjectENERGY-LEVELS-
dc.subjectTHIN-FILMS-
dc.subjectDIKETOPYRROLOPYRROLE-
dc.subjectEFFICIENCY-
dc.subjectDESIGN-
dc.subjectDONOR-
dc.titleNanoscopic Management of Molecular Packing and Orientation of Small Molecules by a Combination of Linear and Branched Alkyl Side Chains-
dc.typeArticle-
dc.contributor.affiliatedAuthorKwak, Kyungwon-
dc.contributor.affiliatedAuthorKo, Min Jae-
dc.contributor.affiliatedAuthorChoi, Dong Hoon-
dc.identifier.doi10.1021/nn501133y-
dc.identifier.scopusid2-s2.0-84903460072-
dc.identifier.wosid000338089200063-
dc.identifier.bibliographicCitationACS NANO, v.8, no.6, pp.5988 - 6003-
dc.relation.isPartOfACS NANO-
dc.citation.titleACS NANO-
dc.citation.volume8-
dc.citation.number6-
dc.citation.startPage5988-
dc.citation.endPage6003-
dc.type.rimsART-
dc.type.docTypeArticle-
dc.description.journalClass1-
dc.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
dc.relation.journalResearchAreaChemistry-
dc.relation.journalResearchAreaScience & Technology - Other Topics-
dc.relation.journalResearchAreaMaterials Science-
dc.relation.journalWebOfScienceCategoryChemistry, Multidisciplinary-
dc.relation.journalWebOfScienceCategoryChemistry, Physical-
dc.relation.journalWebOfScienceCategoryNanoscience & Nanotechnology-
dc.relation.journalWebOfScienceCategoryMaterials Science, Multidisciplinary-
dc.subject.keywordPlusPROCESSED SMALL-MOLECULE-
dc.subject.keywordPlusPOLYMER SOLAR-CELLS-
dc.subject.keywordPlusOLIGOTHIOPHENE DERIVATIVES-
dc.subject.keywordPlusFILM MORPHOLOGY-
dc.subject.keywordPlusENERGY-LEVELS-
dc.subject.keywordPlusTHIN-FILMS-
dc.subject.keywordPlusDIKETOPYRROLOPYRROLE-
dc.subject.keywordPlusEFFICIENCY-
dc.subject.keywordPlusDESIGN-
dc.subject.keywordPlusDONOR-
dc.subject.keywordAuthororganic semiconductors-
dc.subject.keywordAuthorconjugated small molecules-
dc.subject.keywordAuthormolecular self-assembly-
dc.subject.keywordAuthormolecular orientation-
dc.subject.keywordAuthorhole mobility-
dc.subject.keywordAuthorpower conversion efficiency-
dc.subject.keywordAuthororganic field-effect transistors-
dc.subject.keywordAuthororganic photovoltaic cells-
Files in This Item
There are no files associated with this item.
Appears in
Collections
College of Science > Department of Chemistry > 1. Journal Articles

qrcode

Items in ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.

Related Researcher

Researcher CHOI, DONG HOON photo

CHOI, DONG HOON
이과대학 (화학과)
Read more

Altmetrics

Total Views & Downloads

BROWSE