6533b85bfe1ef96bd12bbcd6

RESEARCH PRODUCT

Amino Functional Poly(ethylene glycol) Copolymers via Protected Amino Glycidol

Boris ObermeierHolger FreyFrederik R. Wurm

subject

EthylenePolymers and PlasticsEthylene oxideComonomerOrganic Chemistrytechnology industry and agricultureGlycidolEpoxideInorganic Chemistrychemistry.chemical_compoundAnionic addition polymerizationMonomerchemistryPolymer chemistryMaterials ChemistryOrganic chemistryEthylene glycol

description

The synthesis of poly(ethylene glycol) (PEG) copolymers with multiple amino functionalities within the chain is described, relying on an epoxide comonomer bearing a protected amino group. N,N-dibenzyl amino glycidol (DBAG) and ethylene oxide (EO) were copolymerized via anionic polymerization, leading to well-defined polymers with varied comonomer content and low polydispersities (Mw/Mn in the range of 1.1 to 1.2). Subsequent hydrogenolysis with Pearlman’s catalyst afforded poly(ethylene glycol-co-amino glycerol)s (PEG-co-PAG) with a precisely adjusted number of randomly incorporated amino groups in the range of 2−15%. For the first time, the kinetics of an EO copolymerizations have has been directly monitored by 1H NMR spectroscopy in real time. Monomer consumption and compositional drift in monomer feed have been studied for various reaction temperatures, revealing a slightly tapered yet random DBAG distribution in the copolymers. The random structure of the copolymers was confirmed by detailed 13C NMR c...

yearjournalcountryeditionlanguage
2010-02-15Macromolecules
https://doi.org/10.1021/ma902245d