J-aggregation, its impact on excited state dynamics and unique solvent effects on macroscopic assembly of a core-substituted naphthalenediimide

Handle URI:
http://hdl.handle.net/10754/553003
Title:
J-aggregation, its impact on excited state dynamics and unique solvent effects on macroscopic assembly of a core-substituted naphthalenediimide
Authors:
Kar, Haridas; Gehrig, Dominik W.; Laquai, Frederic ( 0000-0002-5887-6158 ) ; Ghosh, Suhrit
Abstract:
Herein we reveal a straightforward supramolecular design for the H-bonding driven J-aggregation of an amine-substituted cNDI in aliphatic hydrocarbons. Transient absorption spectroscopy reveals sub-ps intramolecular electron transfer in isolated NDI molecules in a THF solution followed by a fast recombination process, while a remarkable extension of the excited state lifetime by more than one order of magnitude occurred in methylcyclohexane likely owing to an increased charge-separation as a result of better delocalization of the charge-separated states in J-aggregates. We also describe unique solvent-effects on the macroscopic structure and morphology. While J-aggregation with similar photophysical characteristics was noticed in all the tested aliphatic hydrocarbons, the morphology strongly depends on the “structure” of the solvents. In linear hydrocarbons (n-hexane, n-octane, n-decane or n-dodecane), formation of an entangled fibrillar network leads to macroscopic gelation while in cyclic hydrocarbons (methylcyclohexane or cyclohexane) although having a similar polarity, the cNDI exhibits nanoscale spherical particles. These unprecedented solvent effects were rationalized by establishing structure-dependent specific interactions of the solvent molecules with the cNDI which may serve as a general guideline for solvent-induced morphology-control of structurally related self-assembled materials.
KAUST Department:
Physical Sciences and Engineering (PSE) Division
Citation:
J-aggregation, its impact on excited state dynamics and unique solvent effects on macroscopic assembly of a core-substituted naphthalenediimide 2015, 7 (15):6729 Nanoscale
Publisher:
Royal Society of Chemistry (RSC)
Journal:
Nanoscale
Issue Date:
12-Mar-2015
DOI:
10.1039/C5NR00483G
Type:
Article
ISSN:
2040-3364; 2040-3372
Additional Links:
http://xlink.rsc.org/?DOI=C5NR00483G
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division

Full metadata record

DC FieldValue Language
dc.contributor.authorKar, Haridasen
dc.contributor.authorGehrig, Dominik W.en
dc.contributor.authorLaquai, Fredericen
dc.contributor.authorGhosh, Suhriten
dc.date.accessioned2015-05-17T20:08:22Zen
dc.date.available2015-05-17T20:08:22Zen
dc.date.issued2015-03-12en
dc.identifier.citationJ-aggregation, its impact on excited state dynamics and unique solvent effects on macroscopic assembly of a core-substituted naphthalenediimide 2015, 7 (15):6729 Nanoscaleen
dc.identifier.issn2040-3364en
dc.identifier.issn2040-3372en
dc.identifier.doi10.1039/C5NR00483Gen
dc.identifier.urihttp://hdl.handle.net/10754/553003en
dc.description.abstractHerein we reveal a straightforward supramolecular design for the H-bonding driven J-aggregation of an amine-substituted cNDI in aliphatic hydrocarbons. Transient absorption spectroscopy reveals sub-ps intramolecular electron transfer in isolated NDI molecules in a THF solution followed by a fast recombination process, while a remarkable extension of the excited state lifetime by more than one order of magnitude occurred in methylcyclohexane likely owing to an increased charge-separation as a result of better delocalization of the charge-separated states in J-aggregates. We also describe unique solvent-effects on the macroscopic structure and morphology. While J-aggregation with similar photophysical characteristics was noticed in all the tested aliphatic hydrocarbons, the morphology strongly depends on the “structure” of the solvents. In linear hydrocarbons (n-hexane, n-octane, n-decane or n-dodecane), formation of an entangled fibrillar network leads to macroscopic gelation while in cyclic hydrocarbons (methylcyclohexane or cyclohexane) although having a similar polarity, the cNDI exhibits nanoscale spherical particles. These unprecedented solvent effects were rationalized by establishing structure-dependent specific interactions of the solvent molecules with the cNDI which may serve as a general guideline for solvent-induced morphology-control of structurally related self-assembled materials.en
dc.publisherRoyal Society of Chemistry (RSC)en
dc.relation.urlhttp://xlink.rsc.org/?DOI=C5NR00483Gen
dc.rightsArchived with thanks to Nanoscaleen
dc.titleJ-aggregation, its impact on excited state dynamics and unique solvent effects on macroscopic assembly of a core-substituted naphthalenediimideen
dc.typeArticleen
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.identifier.journalNanoscaleen
dc.eprint.versionPost-printen
dc.contributor.institutionPolymer Science Unit, Indian Association for the Cultivation of Science, 2A & 2B Raja S. C. Mullick Road, Kolkata, India-700032en
dc.contributor.institutionMax Planck Research Group for Organic Optoelectronics, Max Planck Institute for Polymer Research, Ackermannweg 10, D-55128 Mainz, Germanyen
kaust.authorLaquai, Fredericen
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