Journal
ACS MACRO LETTERS
Volume 1, Issue 8, Pages 1041-1045Publisher
AMER CHEMICAL SOC
DOI: 10.1021/mz300318a
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Funding
- EPSRC [EP/J007846/1]
- EPSRC [EP/J007846/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/J007846/1] Funding Source: researchfish
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Thiol-functionalized block copolymer vesicles are readily prepared via RAFT-mediated polymerization-induced self-assembly (PISA). More specifically, a disulfide-functionalized poly(glycerol monomethacrylate) macro-CTA is chain-extended using 2-hydroxypropyl methacrylate): the growing water-insoluble poly(2-hydroxypropyl methacrylate) chains drive in situ self-assembly to produce diblock copolymer vesicles in concentrated aqueous solution. The disulfide bonds in the poly(glycerol monomethacrylate) stabilizer chains are reductively cleaved in situ using either tributyl phosphine or tris(2-carboxyethyl)phosphine to generate thiol groups, which react immediately with either a quaternary acrylate to introduce cationic character or with rhodamine B acrylate or rhodamine B isothiocyanate to confer a convenient fluorescent tag. In addition to such facile derivatization, such thiol-functionalized vesicles may offer some potential for drug delivery applications, because enhanced muco-adhesion is anticipated for these nano-objects
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