TY  - JOUR
A1  - Lüdecke, Nils
A1  - Schlaad, Helmut
T1  - Inspired by mussel adhesive protein
BT  - hydrophilic cationic copoly(2-oxazoline)s carrying catecholic side chains
JF  - Polymer Chemistry
N2  - A set of new functionalized poly(2-oxazoline) homopolymers and copolymers carrying protected catecholic side chains were prepared by microwave-assisted cationic ring-opening (co)polymerization. The copolymerizations of 2-ethyl-2-oxazoline with either 2-(3,4-dimethoxyphenyl)-, 2-(3,4-dimethoxybenzyl)-, or 2-(3,4-dimethoxycinnamyl)-2-oxazoline (comonomer ratio 90 : 10) produced gradient or random copolymers with narrow molar mass distributions. During the copolymerization with the 2-(3,4-dimethoxycinnamyl)-2-oxazoline, however, chain coupling reactions occurred at monomer conversions of >50%, supposedly via Michael-type addition of intermediately formed ketene N,O-acetal end groups to 3,4-dimethoxycinnamyl amide side chains. A poly[(2-ethyl-2-oxazoline)-grad-(2-(3,4-dimethoxyphenyl)-2-oxazoline)] was examplarily subjected to partial demethylation and acidic hydrolysis to give a hydrophilic copolymer carrying both catecholic and cationic units, which is designed as a bioinspired adhesive copolymer mimicking mussel adhesive protein.
Y1  - 2021
U6  - https://doi.org/10.1039/d1py00679g
SN  - 1759-9962
VL  - 12
IS  - 37
SP  - 5310
EP  - 5319
PB  - Royal Society of Chemistry
CY  - Cambridge
ER  - 
TY  - JOUR
A1  - Lüdecke, Nils
A1  - Weidner, Steffen M.
A1  - Schlaad, Helmut
T1  - Poly(2-oxazoline)s Based on Phenolic Acids
JF  - Macromolecular rapid communications
N2  - A series of phenolic-acid-based 2-oxazoline monomers with methoxy-substituted phenyl and cinnamyl side chains is synthesized and polymerized in a microwave reactor at 140 °C using methyl tosylate as the initiator. The obtained poly(2-oxazoline)s are characterized by NMR spectroscopy, MALDI-TOF mass spectrometry, and size-exclusion chromatography (SEC). Kinetic studies reveal that the microwave-assisted polymerization is fast and completed within less than ≈10 min for low monomer-to-initiator ratios of ≤25. Polymers with number-average molar masses of up to 6500 g mol−1 and low dispersity (1.2–1.3) are produced. The aryl methyl ethers are successfully cleaved with aluminum triiodide/N,N′-diisopropylcarbodiimide to give a poly(2-oxazoline) with pendent catechol groups.
KW  - 2-oxazoline
KW  - catechol
KW  - cationic ring-opening polymerization
KW  - microwave
KW  - phenolic acid
Y1  - 2019
U6  - https://doi.org/10.1002/marc.201900404
SN  - 1022-1336
SN  - 1521-3927
VL  - 41
IS  - 1
PB  - Wiley-VCH
CY  - Weinheim
ER  -