skip to main content
OSTI.GOV title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Highly Tailorable Materials based on 2-Vinyl-4,4-dimethyl azlactone: (Co) Polymerization, Synthetic Manipulation and Characterization

Abstract

We report the synthesis and characterization of (co)polymers based on vinyl dimethyl azlactone (VDMA) made using free radical polymerization techniques, as well as the modification of VDMA and VDMA-based polymers. VDMA is a 2-alkenyl-2-oxazolin-5-one monomer that contains a polymerizable vinyl moiety as well as a highly reactive, pendant azlactone. Conventional free radical (co)polymerizations with vinyl pyrrolidone were carried out with 2,2 -azobisisobutyronitrile (AIBN) in benzene at 65 C. The copolymers were characterized by FTIR, 1H NMR, 13C NMR, and SEC-MALS. Thermal properties of the (co)polymers were also examined by thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). Because VDMA is known to react with amines, exposure of the monomer or (co)polymer to a solution containing a primary amine (e.g., n-hexyl amine) yields a functionalized monomer or polymer, respectively. Functionalization was monitored in situ and in real-time using an FTIR fiber probe.

Authors:
 [1];  [1];  [1]
  1. ORNL
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). Center for Nanophase Materials Sciences (CNMS)
Sponsoring Org.:
USDOE Office of Science (SC)
OSTI Identifier:
959442
DOE Contract Number:  
DE-AC05-00OR22725
Resource Type:
Journal Article
Journal Name:
Macromolecules
Additional Journal Information:
Journal Volume: 42; Journal Issue: 12
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; AMINES; BENZENE; CALORIMETRY; COPOLYMERS; FIBERS; MODIFICATIONS; MONOMERS; POLYMERIZATION; POLYMERS; PYRROLIDONES; RADICALS; SYNTHESIS; THERMAL GRAVIMETRIC ANALYSIS; THERMODYNAMIC PROPERTIES

Citation Formats

Messman, Jamie M, Lokitz, Bradley S, Pickel, Joseph M, and Kilbey, II, S Michael. Highly Tailorable Materials based on 2-Vinyl-4,4-dimethyl azlactone: (Co) Polymerization, Synthetic Manipulation and Characterization. United States: N. p., 2009. Web. doi:10.1021/ma900316t.
Messman, Jamie M, Lokitz, Bradley S, Pickel, Joseph M, & Kilbey, II, S Michael. Highly Tailorable Materials based on 2-Vinyl-4,4-dimethyl azlactone: (Co) Polymerization, Synthetic Manipulation and Characterization. United States. https://doi.org/10.1021/ma900316t
Messman, Jamie M, Lokitz, Bradley S, Pickel, Joseph M, and Kilbey, II, S Michael. 2009. "Highly Tailorable Materials based on 2-Vinyl-4,4-dimethyl azlactone: (Co) Polymerization, Synthetic Manipulation and Characterization". United States. https://doi.org/10.1021/ma900316t.
@article{osti_959442,
title = {Highly Tailorable Materials based on 2-Vinyl-4,4-dimethyl azlactone: (Co) Polymerization, Synthetic Manipulation and Characterization},
author = {Messman, Jamie M and Lokitz, Bradley S and Pickel, Joseph M and Kilbey, II, S Michael},
abstractNote = {We report the synthesis and characterization of (co)polymers based on vinyl dimethyl azlactone (VDMA) made using free radical polymerization techniques, as well as the modification of VDMA and VDMA-based polymers. VDMA is a 2-alkenyl-2-oxazolin-5-one monomer that contains a polymerizable vinyl moiety as well as a highly reactive, pendant azlactone. Conventional free radical (co)polymerizations with vinyl pyrrolidone were carried out with 2,2 -azobisisobutyronitrile (AIBN) in benzene at 65 C. The copolymers were characterized by FTIR, 1H NMR, 13C NMR, and SEC-MALS. Thermal properties of the (co)polymers were also examined by thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). Because VDMA is known to react with amines, exposure of the monomer or (co)polymer to a solution containing a primary amine (e.g., n-hexyl amine) yields a functionalized monomer or polymer, respectively. Functionalization was monitored in situ and in real-time using an FTIR fiber probe.},
doi = {10.1021/ma900316t},
url = {https://www.osti.gov/biblio/959442}, journal = {Macromolecules},
number = 12,
volume = 42,
place = {United States},
year = {Thu Jan 01 00:00:00 EST 2009},
month = {Thu Jan 01 00:00:00 EST 2009}
}