Abstract
Perylene-3,4,9,10-tetracarboxylic acid diimides (PDIs) have recently gained considerable interest for water-based biosensing applications. PDIs have been studied intensively in the bulk state, but their physical properties in aqueous solution in interplay with side-chain polarity are, however, poorly understood. Therefore, three perylene diimide based derivatives were synthesized to study the relationship between side-chain polarity and their self-assembly characteristics in water. The polarity of the side chains was found to dictate the size and morphology of the formed aggregates. Side-chain polarity rendered the self-assembly and photophysical properties of the PDIs—both important for imminent water-based applications—and these were revealed to be especially responsive to changes in solvent composition.
| Original language | English |
|---|---|
| Pages (from-to) | 266-272 |
| Number of pages | 7 |
| Journal | ChemistryOpen |
| Volume | 6 |
| Issue number | 2 |
| DOIs | |
| Publication status | Published - 1 Apr 2017 |
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Keywords
- nanoparticles
- oligomers
- photophysics
- self-assembly
- supramolecular chemistry
Cite this
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Relationship between side-chain polarity and the self-assembly characteristics of perylene diimide derivatives in aqueous solution. / Schill, J.; Milroy, L.G.; Lugger, J.A.M.; Schenning, A.P.H.J.; Brunsveld, L.
In: ChemistryOpen, Vol. 6, No. 2, 01.04.2017, p. 266-272.Research output: Contribution to journal › Article › Academic › peer-review
TY - JOUR
T1 - Relationship between side-chain polarity and the self-assembly characteristics of perylene diimide derivatives in aqueous solution
AU - Schill, J.
AU - Milroy, L.G.
AU - Lugger, J.A.M.
AU - Schenning, A.P.H.J.
AU - Brunsveld, L.
PY - 2017/4/1
Y1 - 2017/4/1
N2 - Perylene-3,4,9,10-tetracarboxylic acid diimides (PDIs) have recently gained considerable interest for water-based biosensing applications. PDIs have been studied intensively in the bulk state, but their physical properties in aqueous solution in interplay with side-chain polarity are, however, poorly understood. Therefore, three perylene diimide based derivatives were synthesized to study the relationship between side-chain polarity and their self-assembly characteristics in water. The polarity of the side chains was found to dictate the size and morphology of the formed aggregates. Side-chain polarity rendered the self-assembly and photophysical properties of the PDIs—both important for imminent water-based applications—and these were revealed to be especially responsive to changes in solvent composition.
AB - Perylene-3,4,9,10-tetracarboxylic acid diimides (PDIs) have recently gained considerable interest for water-based biosensing applications. PDIs have been studied intensively in the bulk state, but their physical properties in aqueous solution in interplay with side-chain polarity are, however, poorly understood. Therefore, three perylene diimide based derivatives were synthesized to study the relationship between side-chain polarity and their self-assembly characteristics in water. The polarity of the side chains was found to dictate the size and morphology of the formed aggregates. Side-chain polarity rendered the self-assembly and photophysical properties of the PDIs—both important for imminent water-based applications—and these were revealed to be especially responsive to changes in solvent composition.
KW - nanoparticles
KW - oligomers
KW - photophysics
KW - self-assembly
KW - supramolecular chemistry
UR - http://www.scopus.com/inward/record.url?scp=85017447424&partnerID=8YFLogxK
U2 - 10.1002/open.201600133
DO - 10.1002/open.201600133
M3 - Article
C2 - 28413763
AN - SCOPUS:85017447424
VL - 6
SP - 266
EP - 272
JO - ChemistryOpen
JF - ChemistryOpen
SN - 2191-1363
IS - 2
ER -