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Issue 5, 2013
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Novel cross-linkers for PDMS networks for controlled and well distributed grafting of functionalities by click chemistry

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Abstract

An azide-containing, trifunctional vinyl cross-linker for silicone networks has been synthesized. The cross-linker has through Cu(I) catalyzed 1,3-cycloaddition been reacted with six different alkyne-containing chemical groups which each possess a particular functionality. The functional cross-linkers have been utilized to prepare novel polydimethylsiloxane (PDMS) networks. All functional cross-linkers were successfully incorporated into the networks and were demonstrated to be well distributed within the PDMS films. This was substantiated by fluorescence microscopy of a film prepared with the 4-methyl-umbelliferone containing cross-linker. TGA showed that a ferrocene functionality increased the thermal degradation temperature of PDMS. It was furthermore shown that the incorporation of only 0.25 wt% of the push–pull dipole, ethynyl-4-nitrobenzene, increased the dielectric permittivity of PDMS by 35%. The contact angle of PDMS films was increased from 108° to 116° by the introduction of a small poly(pentafluorostyrene) chain. Finally, 17α-ethynyl-1,3,5(10)-estratriene-3,17β-diol and 1-ethynyl-3,5-bis(trifluoromethyl)benzene were incorporated as examples of other functional groups.

Graphical abstract: Novel cross-linkers for PDMS networks for controlled and well distributed grafting of functionalities by click chemistry

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Supplementary files

Article information


Submitted
14 Nov 2012
Accepted
15 Dec 2012
First published
17 Dec 2012

Polym. Chem., 2013,4, 1700-1707
Article type
Paper

Novel cross-linkers for PDMS networks for controlled and well distributed grafting of functionalities by click chemistry

F. B. Madsen, I. Dimitrov, A. E. Daugaard, S. Hvilsted and A. L. Skov, Polym. Chem., 2013, 4, 1700
DOI: 10.1039/C2PY20966G

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