Formation of Disk- and Stacked Disk-Like Self-Assembled Morphologies from Cholesterol Functionalized Aliphatic Polycarbonate Containing Amphiphilic Diblock Copolymers
Vivek M. Prabhu, Shrinivas Venkataraman, Ashlynn Lee, Yi Yan Yang, James Hedrick, Hareem Maune
In this study, a cholesterol functionalized aliphatic cyclic carbonate monomer, 2-(5-methyl-2-oxo-1,3-dioxane-5-carboxyloyloxy)ethyl carbamate (MTC-Chol) was synthesized. The organo-catalytic ring opening polymerization of MTC-Chol was accomplished by using N-(3,5-trifuluoromethyl)phenyl-N′-cyclohexylthiourea (TU) in combinations with bases such as 1,8 diazabicyclo[5.4.0]undec-7-ene (DBU) and (-) sparteine and kinetics of polymerization was monitored. By using mPEG-OH as the macro-initiator, well-defined amphiphilic diblock copolymers mPEG113-b-P(MTC-Chol)n (n = 4 and 11) were synthesized. Under aqueous conditions, these block copolymers self-assembled to form unique nanostructures. Disk-like micelles and stacked disk morphology were observed for mPEG113-b-P(MTC-Chol)4 and mPEG113-b-P(MTC-Chol)11, respectively by transmission electron microscopy (TEM). Small angle neutron scattering support the disk-like morphology and estimate the block copolymer micelle aggregation number in the dispersed solution. The hydrophobic nature of the cholesterol-containing block provides a versatile self-assembly handle to form complex nanostructures using biodegradable and biocompatible polymers that are platforms for novel drug delivery vehicles.
, Venkataraman, S.
, Lee, A.
, , Y.
, Hedrick, J.
and Maune, H.
Formation of Disk- and Stacked Disk-Like Self-Assembled Morphologies from Cholesterol Functionalized Aliphatic Polycarbonate Containing Amphiphilic Diblock Copolymers, Small, [online], https://doi.org/10.1021/ma400423b
(Accessed December 10, 2023)