Issue 14, 2013
From the journal:

Polymer Chemistry

UV-induced functionalization of poly(divinylbenzene) nanoparticlesvia efficient [2 + 2]-photocycloadditions†

Anitha Ethirajan,*a   Linny Baeten,ab   Matthias Conradi,b   Kayte Ranieri,b   Bert Conings,a   Hans-Gerd Boyena  and  Tanja Junkers*b  

* Corresponding authors

a Institute for Materials Research, IMO-IMOMEC, Universiteit Hasselt, Wetenschapspark 1, B-3590 Diepenbeek, Belgium
E-mail: anitha.ethirajan@uhasselt.be
Fax: +32 11 268899
Tel: +32 11 268877

b Polymer Reaction Design Group, Institute for Materials Research (IMO), Universiteit Hasselt, Agoralaan D, B-3590 Diepenbeek, Belgium
E-mail: tanja.junkers@uhasselt.be
Fax: +32 11 268399
Tel: +32 11 268318

Abstract

The efficient functionalization of poly(divinylbenzene) (polyDVB) nanoparticles via Paterno–Büchi type [2 + 2]-photocycloadditions is described. Initially polyDVB nanoparticles with high density of alkene groups on the surface are synthesized via radical miniemulsion polymerization. Subsequently, UV-induced [2 + 2]-photocycloadditions with different functionalized aldehydes have been performed on the surface under mild and catalyst-free conditions. In order to show the versatility and the accessibility towards incorporation of different functionalities with this strategy, surface modifications were carried out with ATRP initiators and NHS esters for bioconjugation, respectively. Finally, these photofunctionalized nanoparticles were grafted with poly(butyl acrylate) or with gold-labeled antibodies to prove the success of the reactions. PolyDVB nanoparticles before and after photofunctionalization are characterized by X-ray photoelectron spectroscopy (XPS), electron microscopy (SEM and TEM) and ATR-FTIR spectroscopy. Results show that the photoconjugation route is highly efficient and grafting densities of 4 to 5 molecules per nm2 on the entire surface of the particles are achieved.

Graphical abstract: UV-induced functionalization of poly(divinylbenzene) nanoparticles via efficient [2 + 2]-photocycloadditions

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Article information

DOI
https://doi.org/10.1039/C3PY00427A
Article type
Paper
Submitted
02 Apr 2013
Accepted
07 May 2013
First published
08 May 2013

Polym. Chem., 2013,4, 4010-4016

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UV-induced functionalization of poly(divinylbenzene) nanoparticles via efficient [2 + 2]-photocycloadditions

A. Ethirajan, L. Baeten, M. Conradi, K. Ranieri, B. Conings, H. Boyen and T. Junkers, Polym. Chem., 2013, 4, 4010 DOI: 10.1039/C3PY00427A

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