6533b7defe1ef96bd1275c3a

RESEARCH PRODUCT

Poly(ethylene glycol) with Multiple Aldehyde Functionalities Opens up a Rich and Versatile Post-Polymerization Chemistry

Christoph HahnJan BlankenburgHolger FreyKamil Maciol

subject

chemistry.chemical_classificationPolymers and PlasticsEthylene oxideOrganic ChemistryAcetalEpoxide02 engineering and technologyPolymer010402 general chemistry021001 nanoscience & nanotechnology01 natural sciencesAldehyde0104 chemical sciencesInorganic Chemistrychemistry.chemical_compoundchemistryPolymerizationPolymer chemistryMaterials ChemistryCopolymer0210 nano-technologyEthylene glycol

description

Two novel epoxide monomers 3,3-dimethoxy-propanyl glycidyl ether (DMPGE) and 3,3-dimethoxy-2,2-dimethylpropanyl glycidyl ether (DDPGE) were developed for the introduction of multiple aldehyde functionalities into the poly(ethylene glycol) (PEG) backbone. The acetal protecting group for the aldehyde functionality is stable against the harsh, basic conditions of the anionic ring-opening polymerization. Both monomers could be homopolymerized as well as copolymerized randomly with ethylene oxide (EO) in a controlled fashion. Copolymers with molecular weights (Mn) in the range of 4500–20100 g/mol and low dispersity (Mw/Mn) between 1.06 and 1.14 were obtained. The polymers were characterized by size exclusion chromatography, 1H NMR spectroscopy, and by differential scanning calorimetry regarding their thermal properties. The controlled character of the copolymerization was verified by MALDI-TOF. To study the distribution of the acetal-protected aldehyde functionalities at the polyether chains, the copolymerizat...

yearjournalcountryeditionlanguage
2019-02-12Macromolecules
https://doi.org/10.1021/acs.macromol.8b02639