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Volumn 18, Issue 5, 2012, Pages 1290-1294

Hydrogen-bonding-mediated J-aggregation and white-light emission from a remarkably simple, single-component, naphthalenediimide chromophore

Author keywords

Aggregation; Hydrogen bonds; Naphthalenediimide; Self assembly; White light emission

Indexed keywords

CARBOXYLIC ACID GROUPS; FLUORESCENCE QUANTUM YIELD; FUNCTIONALIZED; FUTURE PROSPECTS; HYDROGEN BONDING MOTIFS; N-TYPE SEMICONDUCTORS; NAPHTHALENEDIIMIDE; OPTOELECTRONIC APPLICATIONS; PHOTOPHYSICAL; SYNERGISTIC EFFECT; SYNTHONS; WHITE LIGHT EMISSION;

EID: 84857146509     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201103600     Document Type: Article
Times cited : (124)

References (73)
  • 5
    • 78650148591 scopus 로고    scopus 로고
    • S. I. Stupp, Nano Lett. 2010, 10, 4783 and references therein.
    • (2010) Nano Lett. , vol.10 , pp. 4783
    • Stupp, S.I.1
  • 66
    • 84857177286 scopus 로고    scopus 로고
    • 2 for energy minimization
    • 2 for energy minimization.
  • 72
    • 84857172006 scopus 로고    scopus 로고
    • note
    • XRD results are not the only reason why we eliminate the possibility of dimer formation. It is important to note that dimer formation does not ensure π stacking and in that case the two events (hydrogen bonding and π stacking) are decoupled. However, we saw clear evidence of π stacking in spectroscopic experiments. That is the reason we believe the mode of hydrogen bonding must account for synergistic π-stacking interaction and that can be explained with the proposed syn-syn catemer formation. This was our hypothesis based on the above mentioned logic which we supported by XRD. However, it may be argued that interdigitations among the alkyl chains may also lead to shortening of interlayer spacing compared to the theoretically calculated length of fully extended NDI-1 dimer. However, in AFM images (Figure 4), we observed the height of the aggregates nearly matched to the estimated length of the two hydrogen-bonded NDI chromophores in the syn-syn catemer motif. It is difficult to imagine in that case how interdigitations of the alkyl chains can happen, because in a hydrophobic solvent like MCH, it is more likely that the hydrophilic carboxylic acid will be inside the aggregated fiber. Having argued this, it is also important to note that these are still indirect forms of evidence and at this moment we do not have any conclusive direct evidence to suggest that the proposed mode of assembly is the only possibility.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.