Amphiphilic zinc chlorin as an effective gelator in methanol–water mixtures

[Display omitted] •Amphiphilic zinc chlorin possessing a polyethylene glycol (PEG) chain was prepared.•The PEG-appended zinc chlorin self-aggregated to afford antiparallel dimer.•The PEG-appended zinc chlorin provided supramolecular gels in methanol/water.•Higher order assembly of the chlorophyllous...

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Published inJournal of photochemistry and photobiology. A, Chemistry. Vol. 400; p. 112683
Main Authors Miyatake, Tomohiro, Okada, Kazuki, Yamamoto, Yusuke, Hirai, Ryoji, Inoue, Ryo, Imai, Takahito, Tamiaki, Hitoshi
Format Journal Article
LanguageEnglish
Published Elsevier B.V 01.09.2020
Subjects
Amphiphilic molecule
Chlorophyll
Self-aggregate
Supramolecular gel
Chlorophyll
Self-aggregate
Supramolecular gel
Amphiphilic molecule
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Summary:[Display omitted] •Amphiphilic zinc chlorin possessing a polyethylene glycol (PEG) chain was prepared.•The PEG-appended zinc chlorin self-aggregated to afford antiparallel dimer.•The PEG-appended zinc chlorin provided supramolecular gels in methanol/water.•Higher order assembly of the chlorophyllous dimer formed a fibrous nanostructure. Zinc 31-hydroxychlorin bearing a polyethylene glycol (PEG) chain provided supramolecular gel in methanol/water mixed solvents. The amphiphilic chlorophyllous pigment preferentially formed an antiparallel dimer in which two PEG chains are located both ends of the hydrophobic core of stacked tetrapyrroles. Higher order assembly of the bolaamphiphilic chlorophyllous dimer provided a fibrous nanostructure that constructed a three-dimensional network to yield supramolecular gel in the mixed solvents. The PEG- and hydroxy-modified chlorophyll derivative acted as a building block for fabricating nanofiber and functioned as an effective π-conjugated gelator.
ISSN:1010-6030
1873-2666
DOI:10.1016/j.jphotochem.2020.112683