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. 2020 Jan 13;10(4):2359-2363.
doi: 10.1039/c9ra10721e. eCollection 2020 Jan 8.

Synthesis of thermoresponsive oligo(ethylene glycol) polymers through radical ring-opening polymerization of vinylcyclopropane monomers

Jovana Stanojkovic  1 , Junki Oh  2 , Anzar Khan  2 , Mihaiela C Stuparu  1   3
Affiliations

Synthesis of thermoresponsive oligo(ethylene glycol) polymers through radical ring-opening polymerization of vinylcyclopropane monomers

Jovana Stanojkovic et al. RSC Adv. .

Abstract

Polyvinylcyclopropanes are an old class of polymers typically known for their low polymerization-induced shrinkage properties. In this work, we show that they are capable of exhibiting a thermally triggered aggregation process in aqueous solutions. The phase transition is sharp, tunable within the temperature range of 25-46 °C, and relatively insensitive to environmental conditions. It is anticipated that this preliminary study will shine new light on polyvinylcyclopropanes and lead to new avenues in their studies and future application.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Scheme 1
Scheme 1. Polymerization of vinylcyclopropane monomers via free radical chemistry. Pathway I is preferred due to the propagating radical stabilization by the electron withdrawing R substituents.
Scheme 2
Scheme 2. Synthesis of monomer 1 and polymer 2.
Fig. 1
Fig. 1. 1H-NMR of polymer 2 in deuterated chloroform. Residual solvent signal is shown with an asterisk.
Fig. 2
Fig. 2. Transmittance at 600 nm as a function of temperature (0.5 °C min−1) for aqueous solution (10 mg mL−1) of polymers 2 and 4 (heating cycles, black triangles; cooling cycles, red triangles).
Fig. 3
Fig. 3. Variable temperature 1H-NMR of polymer 2 in deuterated water (10 mg mL−1).
Scheme 3
Scheme 3. Synthesis of copolymer 4.
Fig. 4
Fig. 4. 1H-NMR of polymer 4a–4e in deuterated chloroform. The signal from water is marked with an asterisk.
See this image and copyright information in PMC

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