10.1021/acs.biomac.8b00676.s001
Matthew Skinner
Matthew
Skinner
Brandon M. Johnston
Brandon M.
Johnston
Yalin Liu
Yalin
Liu
Brenton Hammer
Brenton
Hammer
Ryan Selhorst
Ryan
Selhorst
Ioanna Xenidou
Ioanna
Xenidou
Sarah L. Perry
Sarah L.
Perry
Todd Emrick
Todd
Emrick
Synthesis of Zwitterionic Pluronic Analogs
American Chemical Society
2018
Pluronic block copolymers
methacrylate monomers
zwitteronic nanoparticles
LCST
zwitterion moieties
water-dispersible zwitterionic triblock copolymers
PC content
HLB
PC-zwitteronic
embedding functionality
PPO block
zwitterionic analogs
chemical structures
Zwitterionic Pluronic Analogs Novel polymer amphiphiles
Pluronic amphiphiles
nanoparticle-cross-linked hydrogels
solution temperature
alkyne groups
block copolymer composition
CP
composition-independent surfactant characteristics
CAC
aggregation concentrations
chemical versatility
tunable sizes
47 mol percent
choline phosphate
2018-07-19 18:49:40
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Synthesis_of_Zwitterionic_Pluronic_Analogs/6843545
Novel polymer amphiphiles
with chemical structures designed as
zwitterionic analogs of Pluronic block copolymers were prepared by
controlled free radical polymerization of phosphorylcholine (PC) or
choline phosphate (CP) methacrylate monomers from a difunctional poly(propylene
oxide) (PPO) macroinitiator. Well-defined, water-dispersible zwitterionic
triblock copolymers, or “zwitteronics”, were prepared
with PC content ranging from 5 to 47 mol percent and composition-independent
surfactant characteristics in water, which deviate from the properties
of conventional Pluronic amphiphiles. These PC-zwitteronics assembled
into nanoparticles in water, with tunable sizes and critical aggregation
concentrations (CACs) based on their hydrophilic–lipophilic
balance (HLB). Owing to the lower critical solution temperature (LCST)
miscibility of the hydrophobic PPO block in water, PC-zwitteronics
exhibited thermoreversible aqueous solubility tuned by block copolymer
composition. The chemical versatility of this approach was demonstrated
by embedding functionality, in the form of alkyne groups, directly
into the zwitterion moieties. These alkynes proved ideal for cross-linking
the zwitteronic nanoparticles and for generating nanoparticle-cross-linked
hydrogels using UV-initiated thiol–yne “click”
chemistry.