Pillar[10]arene-based size-selective host-guest complexation and its application in tuning the LCST behavior of a thermoresponsive polymer

Macromol Rapid Commun. 2015 Jan;36(1):23-30. doi: 10.1002/marc.201400570. Epub 2014 Nov 25.

Abstract

A new molecular recognition motif between a water soluble pillar[10]arene (WP10) and 1,10-phenanthrolinium guest (G) in water is established. Mainly driven by the cooperativity of multiple electrostatic interactions, hydrophobic interactions, and π-π stacking interactions between WP10 and G, this host-guest complex exhibits a high association constant in water, which is about 17 times higher than that between WP10 and paraquat (PQ). Furthermore, this size selective host-guest complexation is employed to tune the lower critical solution temperature behavior of a random copolymer with PQ derivative pendants.

Keywords: host-guest interactions; pillararenes; size selectivity; supramolecular chemistry; thermoresponsive.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylic Resins / chemistry*
  • Hydrophobic and Hydrophilic Interactions
  • Paraquat / analogs & derivatives
  • Paraquat / chemistry
  • Phenanthrolines / chemistry
  • Polystyrenes / chemistry*
  • Quaternary Ammonium Compounds / chemistry
  • Solubility
  • Solutions
  • Water / chemistry

Substances

  • Acrylic Resins
  • Phenanthrolines
  • Polystyrenes
  • Quaternary Ammonium Compounds
  • Solutions
  • Water
  • poly-N-isopropylacrylamide
  • Paraquat