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Functionalization of Polymer Nanoparticles by Thiol-Ene Addition

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2010

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Macromolecules. 2010, 43(19), pp. 8071-8078. ISSN 0024-9297. eISSN 1520-5835. Available under: doi: 10.1021/ma100966w

Zusammenfassung

Syndiotactic 1,2-polybutadiene nanoparticles (volume average diameter 13 nm) were functionalized in aqueous dispersion by free radical mercaptan addition. By appropriate choice of both watersoluble radical initiator and mercaptan concentration, nanoparticles with a degree of functionalization of up to 85% were prepared using 3-mercaptopropionic acid methyl ester and 3-mercaptopropionic acid. Only a minor portion of double bonds formed cycles instead of the desired thiol-ene addition products. The composition and structure of the nanoparticles were elucidated by combination of elemental analysis, NMR, IR, DLS, and TEM. Highly hydrophilic mercaptans (3-mercaptopropanesulfonic acid sodium salts), in contrast, only reacted with surface accessible double bonds to afford stable and redispersible nanoparticles solely stabilized with covalently bound moieties on their surface. Analogous grafting of the tripeptide glutathione was demonstrated.

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ISO 690KORTHALS, Brigitte, Maria Carmen MORANT-MINANA, Marius SCHMID, Stefan MECKING, 2010. Functionalization of Polymer Nanoparticles by Thiol-Ene Addition. In: Macromolecules. 2010, 43(19), pp. 8071-8078. ISSN 0024-9297. eISSN 1520-5835. Available under: doi: 10.1021/ma100966w
BibTex
@article{Korthals2010Funct-9999,
  year={2010},
  doi={10.1021/ma100966w},
  title={Functionalization of Polymer Nanoparticles by Thiol-Ene Addition},
  number={19},
  volume={43},
  issn={0024-9297},
  journal={Macromolecules},
  pages={8071--8078},
  author={Korthals, Brigitte and Morant-Minana, Maria Carmen and Schmid, Marius and Mecking, Stefan}
}
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