Homopolymerization of 2‐alkyl‐ and 2‐aryl‐2‐oxazolines

Abstract

synopsis 2-Aryl-and Zalkyl-Zoxazolines have been polymerized to poly-(N-aroy1)aziridnes and poly(N-acyl)aziridines, respectively, in the presence of boron trifluoride. The polymers obtained were glassy, light yellow resins with molecular weights ranging from 3500 to 7500 (35-50 oxazoline units per chain). The polymerization rates have been determined for several of these monomers. A polymerization mechanism is proposed.Recently it was shown that a number of exo-imino cyclic compounds such as ethylene iminocarbonates (I) and 2-iminotetrahydrofuran (11) undergo a Received December 22, 1965 Prod. No. 5088A

Poly(2‐oxazoline)s: Alive and Kicking

“…[7][8][9] High-throughput experimentation methods have also been applied by other research groups to determine structure-property relationships in, e.g., polymeric sensor materials, [10] crosslinked materials, [11] and biomaterials. [12] In our studies, we have chosen the cationic ring-opening polymerization of 2-oxazolines, which was first reported in 1966 by four independent research groups, [13][14][15][16] for the library preparation. The polymerization of 2-oxazolines is known to proceed by a living mechanism under the appropriate polymerization conditions that suppress the occurrence of chaintransfer and chain-termination reactions.…”

Temperature Induced Solubility Transitions of Various Poly(2-oxazoline)s in Ethanol-Water Solvent Mixtures

“…The cationic ring opening polymerization (CROP) of 2-oxazolines, which can be used to prepare well defined polymers with narrow molar mass distributions, was discovered back in 1966 [1][2][3][4]. In recent years, poly(2-oxazoline)s received renewed interest due to their potential use as biomaterials [5][6][7] and/or "smart" materials [5,8].…”

Bioinspired Poly(2-oxazoline)s

“…The cationic ring-opening polymerization of 2-substituted 2-oxazolines was discovered in 1966 by four independent research groups [1][2][3][4] yielding poly(2-oxazoline)s, i.e., poly(N-acyl ethyleneimine)s, that can be regarded as analogues of polypeptides and also of polypeptoids, i.e., poly(N-alkyl glycine)s, and polyacrylamides, as shown in Scheme 1. The structural relation to polypeptides is the reason why poly(2-oxazoline)s are considered as bioinspired polymers or pseudopeptides [5].…”