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Accelerated living cationic ring-opening polymerization of a methyl ester functionalized 2-oxazoline monomer

(2015) POLYMER CHEMISTRY. 6(4). p.514-518
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Abstract
Kinetic studies on the homo-and copolymerization of 2-methoxycarboxyethyl- 2-oxazoline (MestOx) with 2-methyl-2-oxazoline (MeOx) and 2-ethyl-2-oxazoline (EtOx) were performed. For the homopolymerisation of MestOx an increased propagation rate constant was observed compared to MeOx and EtOx while the copolymerization of MestOx with MeOx or EtOx unexpectedly revealed slower incorporation of MestOx. Density functional theory (DFT) calculations show that nearby MestOx residues in the living chain can activate both the oxazolinium chain end and the attacking monomer, stabilizing the propagation transition state, leading to faster homopolymerisation of MestOx. These effects also accelerate incorporation of both monomers in the copolymerisations. However, since MeOx is shown to be more nucleophilic than MestOx, the incorporation order is reversed in the copolymerisations.
Keywords
POLY(2-OXAZOLINE)S, 2-ETHYL-2-OXAZOLINE, CYCLIC IMINO ETHERS, COPOLYMERIZATION, CRITICAL SOLUTION TEMPERATURE, HYDROGELS, SUPPORTS, BEHAVIOR, DESIGN

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Citation

Please use this url to cite or link to this publication:

Chicago
Bouten, Petra, Dietmar Hertsen, Maarten Vergaelen, Bryn Monnery, Marcel A Boerman, Hannelore Goossens, Saron Catak, Jan CM van Hest, Veronique Van Speybroeck, and Richard Hoogenboom. 2015. “Accelerated Living Cationic Ring-opening Polymerization of a Methyl Ester Functionalized 2-oxazoline Monomer.” Polymer Chemistry 6 (4): 514–518.
APA
Bouten, P., Hertsen, D., Vergaelen, M., Monnery, B., Boerman, M. A., Goossens, H., Catak, S., et al. (2015). Accelerated living cationic ring-opening polymerization of a methyl ester functionalized 2-oxazoline monomer. POLYMER CHEMISTRY, 6(4), 514–518.
Vancouver
1.
Bouten P, Hertsen D, Vergaelen M, Monnery B, Boerman MA, Goossens H, et al. Accelerated living cationic ring-opening polymerization of a methyl ester functionalized 2-oxazoline monomer. POLYMER CHEMISTRY. 2015;6(4):514–8.
MLA
Bouten, Petra, Dietmar Hertsen, Maarten Vergaelen, et al. “Accelerated Living Cationic Ring-opening Polymerization of a Methyl Ester Functionalized 2-oxazoline Monomer.” POLYMER CHEMISTRY 6.4 (2015): 514–518. Print.
@article{5837642,
  abstract     = {Kinetic studies on the homo-and copolymerization of 2-methoxycarboxyethyl- 2-oxazoline (MestOx) with 2-methyl-2-oxazoline (MeOx) and 2-ethyl-2-oxazoline (EtOx) were performed. For the homopolymerisation of MestOx an increased propagation rate constant was observed compared to MeOx and EtOx while the copolymerization of MestOx with MeOx or EtOx unexpectedly revealed slower incorporation of MestOx. Density functional theory (DFT) calculations show that nearby MestOx residues in the living chain can activate both the oxazolinium chain end and the attacking monomer, stabilizing the propagation transition state, leading to faster homopolymerisation of MestOx. These effects also accelerate incorporation of both monomers in the copolymerisations. However, since MeOx is shown to be more nucleophilic than MestOx, the incorporation order is reversed in the copolymerisations.},
  author       = {Bouten, Petra and Hertsen, Dietmar and Vergaelen, Maarten and Monnery, Bryn and Boerman, Marcel A and Goossens, Hannelore and Catak, Saron and van Hest, Jan CM and Van Speybroeck, Veronique and Hoogenboom, Richard},
  issn         = {1759-9954},
  journal      = {POLYMER CHEMISTRY},
  language     = {eng},
  number       = {4},
  pages        = {514--518},
  title        = {Accelerated living cationic ring-opening polymerization of a methyl ester functionalized 2-oxazoline monomer},
  url          = {http://dx.doi.org/10.1039/c4py01373e},
  volume       = {6},
  year         = {2015},
}

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