NDLI: Versatile thiolated thermosensitive polymers synthesized by ATRP of MEO<sub>2</sub>MA and AcSEMA, a new methacrylic monomer with a protected thiol group

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Polymer Chemistry Vol - 4 Issue - 19

Polymer Chemistry Vol - 4 Issue - 9

Polymer Chemistry Vol - 4 Issue - 8

Polymer Chemistry Vol - 4 Issue - 7

Polymer Chemistry Vol - 4 Issue - 6

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Polymer Chemistry Vol - 4 Issue - 4

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Polymer Chemistry Vol -3

Polymer Chemistry Vol -2

Polymer Chemistry Vol -1

Versatile thiolated thermosensitive polymers synthesized by ATRP of MEO₂MA and AcSEMA, a new methacrylic monomer with a protected thiol group

Content Provider	Royal Society of Chemistry (RSC)
Author	Quijada-Garrido, Isabel Guarrotxena, Nekane García, Olga Palacios-Cuesta, Marta Liras, Marta
Copyright Year	2013
Abstract	Herein, the synthesis of a new monomer containing a protected thiol group, 2-(acetylthio)ethyl methacrylate (AcSEMA), is introduced. The monomer has been copolymerized via atom transfer radical polymerization (ATRP) with 2-(2-methoxyethoxy)ethyl methacrylate (MEO2MA) to obtain a series of well-defined hidden-thiol functionalized thermosensitive polymers. The new system exhibits a sharp lower critical solubility temperature (LCST) and after hydrolysis of the acetyl group, the thiolated copolymers exhibit pH responsiveness. Moreover, to show the versatility of AcSEMA, P(MEO2MA-co-AcSEMA) copolymers were in situ hydrolyzed and modified by thiol-ene Michael addition with some acrylate compounds. The click reaction was successfully performed as revealed by NMR and the change in the LCST. We finally demonstrate that the addition of these polymer coatings onto gold nanoparticles (AuNPs) results in the formation of stable, colloidal thermosensitive polymer@AuNP complexes due to bridge formation between the thiol groups of AcSEMA and the metallic NP surfaces. The formation of temperature responsive polymer coated plasmonic nanoparticles shows the promise of P(MEO2MA-co-AcSEMA) copolymers for building multifunctional nanostructures for drug-delivery, diagnosis, tagging, catalysis and organic electronics systems.
Starting Page	5751
Ending Page	5759
Page Count	9
File Format	HTM / HTML PDF
ISSN	17599954
Volume Number	4
Issue Number	24
Journal	Polymer Chemistry
DOI	10.1039/c3py00773a
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Atom-transfer radical-polymerization Hydrolysis Thiol Acrylate Michael Polymer Nuclear magnetic resonance Monomer Michael reaction ATRP Organic electronics
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Biochemistry Bioengineering Biomedical Engineering Polymers and Plastics

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Versatile thiolated thermosensitive polymers synthesized by ATRP of MEO2MA and AcSEMA, a new methacrylic monomer with a protected thiol group

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