Beilstein Journal of Organic Chemistry (Sep 2012)

Influence of cyclodextrin on the solubility of a classically prepared 2-vinylcyclopropane macromonomer in aqueous solution

  • Helmut Ritter,
  • Jia Cheng,
  • Monir Tabatabai

DOI
https://doi.org/10.3762/bjoc.8.173
Journal volume & issue
Vol. 8, no. 1
pp. 1528 – 1535

Abstract

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A macromonomer 5 consisting of a polymerizable vinylcyclopropane end group and a poly(N-isopropylacrylamide) (poly(NiPAAm)) chain was obtained from amidation of 1-ethoxycarbonyl-2-vinylcyclopropane-1-carboxylic acid (4) with an amino-terminated poly(NiPAAm) 3 as an example. This macromonomer 5 showed an LCST effect after complexation of the vinyl end group with ß-cyclodextrin in water. Via radical ring-opening copolymerization of 5 and NiPAAm a graft copolymer 8 with a clouding point of 32 °C was synthesized. The branched unsaturated polymer was treated with ozone to cleave the double bonds of the main chain.

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