DOE PAGES title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Living carbocationic polymerization of a vinyl ether monomer derived from soybean oil, 2-(vinyloxy)ethyl soyate

Abstract

This communication demonstrates the application of a new soybean oil-derived vinyl ether monomer in a living cationic polymerization.

Authors:
 [1];  [1];  [1];  [1];  [1]
  1. North Dakota State Univ., Fargo, ND (United States)
Publication Date:
Research Org.:
North Dakota State Univ., Fargo, ND (United States)
Sponsoring Org.:
USDOE Office of Energy Efficiency and Renewable Energy (EERE)
OSTI Identifier:
1088789
Report Number(s):
DOE/GO/88160-51
Journal ID: ISSN 1463-9262; GRCHFJ
Grant/Contract Number:  
FG36-08GO88160
Resource Type:
Accepted Manuscript
Journal Name:
Green Chemistry
Additional Journal Information:
Journal Volume: 15; Journal Issue: 7; Journal ID: ISSN 1463-9262
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
09 BIOMASS FUELS

Citation Formats

Chernykh, Andrey, Alam, Samim, Jayasooriya, Anurad, Bahr, James, and Chisholm, Bret J. Living carbocationic polymerization of a vinyl ether monomer derived from soybean oil, 2-(vinyloxy)ethyl soyate. United States: N. p., 2013. Web. doi:10.1039/c3gc40605a.
Chernykh, Andrey, Alam, Samim, Jayasooriya, Anurad, Bahr, James, & Chisholm, Bret J. Living carbocationic polymerization of a vinyl ether monomer derived from soybean oil, 2-(vinyloxy)ethyl soyate. United States. https://doi.org/10.1039/c3gc40605a
Chernykh, Andrey, Alam, Samim, Jayasooriya, Anurad, Bahr, James, and Chisholm, Bret J. Tue . "Living carbocationic polymerization of a vinyl ether monomer derived from soybean oil, 2-(vinyloxy)ethyl soyate". United States. https://doi.org/10.1039/c3gc40605a. https://www.osti.gov/servlets/purl/1088789.
@article{osti_1088789,
title = {Living carbocationic polymerization of a vinyl ether monomer derived from soybean oil, 2-(vinyloxy)ethyl soyate},
author = {Chernykh, Andrey and Alam, Samim and Jayasooriya, Anurad and Bahr, James and Chisholm, Bret J.},
abstractNote = {This communication demonstrates the application of a new soybean oil-derived vinyl ether monomer in a living cationic polymerization.},
doi = {10.1039/c3gc40605a},
journal = {Green Chemistry},
number = 7,
volume = 15,
place = {United States},
year = {Tue Jan 01 00:00:00 EST 2013},
month = {Tue Jan 01 00:00:00 EST 2013}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record

Citation Metrics:
Cited by: 32 works
Citation information provided by
Web of Science

Save / Share:

Works referenced in this record:

From fossil to green
journal, January 1999

  • Okkerse, C.; van Bekkum, H.
  • Green Chemistry, Vol. 1, Issue 2
  • DOI: 10.1039/a809539f

Industrial development and applications of plant oils and their biobased oleochemicals
journal, April 2012


Biocomposites composed of epoxidized soybean oil cured with terpene-based acid anhydride and cellulose fibers
journal, January 2008

  • Takahashi, Tsutomu; Hirayama, Ken-ichi; Teramoto, Naozumi
  • Journal of Applied Polymer Science, Vol. 108, Issue 3
  • DOI: 10.1002/app.27866

Cationic UV-cured coatings containing epoxidized soybean oil initiated by new onium salts containing tetrakis(pentafluorophenyl)gallate anion
journal, April 2002

  • Gu, Haiyan; Ren, Kangtai; Martin, Dustin
  • Journal of Coatings Technology, Vol. 74, Issue 4
  • DOI: 10.1007/BF02720164

Cationically cured natural oil-based green composites: Effect of the natural oil and the agricultural fiber
journal, August 2011

  • Pfister, Daniel P.; Larock, Richard C.
  • Journal of Applied Polymer Science, Vol. 123, Issue 3
  • DOI: 10.1002/app.33636

Addition polymers from natural oils—A review
journal, November 2006


Biobased composite resins design for electronic materials
journal, July 2010

  • Zhan, Mingjiang; Wool, Richard P.
  • Journal of Applied Polymer Science, Vol. 118, Issue 6
  • DOI: 10.1002/app.32633

Network structure and properties of polyurethanes from soybean oil
journal, January 2007

  • Petrović, Zoran S.; Yang, Liting; Zlatanić, Alisa
  • Journal of Applied Polymer Science, Vol. 105, Issue 5
  • DOI: 10.1002/app.26346

Linseed and soybean oil-based polyurethanes prepared via the non-isocyanate route and catalytic carbon dioxide conversion
journal, January 2012

  • Bähr, Moritz; Mülhaupt, Rolf
  • Green Chemistry, Vol. 14, Issue 2
  • DOI: 10.1039/c2gc16230j

Improving adhesion of acrylic waterborne PSAs to low surface energy materials: Introduction of stearyl acrylate
journal, September 2010

  • Agirre, Amaia; Nase, Julia; Degrandi, Elise
  • Journal of Polymer Science Part A: Polymer Chemistry, Vol. 48, Issue 22
  • DOI: 10.1002/pola.24300

Soft polymer and nano-clay supracolloidal particles in adhesives: synergistic effects on mechanical properties
journal, January 2009

  • Wang, Tao; Colver, Patrick J.; Bon, Stefan A. F.
  • Soft Matter, Vol. 5, Issue 20
  • DOI: 10.1039/b904740a

Synthesis and characterization of monomers and polymers for adhesives from methyl oleate
journal, January 2002

  • Bunker, Shana P.; Wool, Richard P.
  • Journal of Polymer Science Part A: Polymer Chemistry, Vol. 40, Issue 4
  • DOI: 10.1002/pola.10130

Miniemulsion polymerization of acrylated methyl oleate for pressure sensitive adhesives
journal, January 2003

  • Bunker, Shana; Staller, Christelle; Willenbacher, Norbert
  • International Journal of Adhesion and Adhesives, Vol. 23, Issue 1
  • DOI: 10.1016/S0143-7496(02)00079-9

Synthesis and polymerization of the acrylamide derivatives of fatty compounds
journal, January 2005

  • Eren, Tarik; Kusefoglu, Selim H.
  • Journal of Applied Polymer Science, Vol. 97, Issue 6
  • DOI: 10.1002/app.21942

New Monomers from Vegetable Oils
book, March 2000


Castor-acrylated monomer1H- and13C-nuclear magnetic resonance spectral assignments
journal, January 2001

  • Brister, E. H.; Jarrett, W.; Thames, S. F.
  • Journal of Applied Polymer Science, Vol. 82, Issue 8
  • DOI: 10.1002/app.2028

Reaction calorimetry as a tool to determine diffusion of vegetable oil macromonomers in emulsion polymerization
journal, November 2006


Miniemulsion polymerization of vegetable oil macromonomers
journal, November 2006


Incorporation of drying oils into emulsion polymers for use in low-VOC architectural coatings
journal, April 2007


Reactions of unsaturated fatty alcohols. I. Preparation and properties of some vinyl ethers
journal, September 1956

  • Teeter, H. M.; Dufek, E. J.; Coleman, C. B.
  • Journal of the American Oil Chemists' Society, Vol. 33, Issue 9
  • DOI: 10.1007/BF02630766

Reactions of unsaturated fatty alcohols. II. Polymerization of vinyl ethers and film properties of polymers
journal, May 1957

  • Schneider, W. J.; Gast, L. E.; Melvin, E. H.
  • Journal of the American Oil Chemists' Society, Vol. 34, Issue 5
  • DOI: 10.1007/BF02640259

Reactions of unsaturated fatty alcohols. III. Viscosity and molecular weight studies on some vinyl ether polymers
journal, June 1957

  • Gast, L. E.; Schneider, W. J.; Teeter, H. M.
  • Journal of the American Oil Chemists' Society, Vol. 34, Issue 6
  • DOI: 10.1007/BF02638831

Coatings derived from novel, soybean oil-based polymers produced using carbocationic polymerization
journal, August 2011


A Renaissance in Living Cationic Polymerization
journal, November 2009

  • Aoshima, Sadahito; Kanaoka, Shokyoku
  • Chemical Reviews, Vol. 109, Issue 11
  • DOI: 10.1021/cr900225g

Major Progress in Catalysts for Living Cationic Polymerization of Isobutyl Vinyl Ether: Effectiveness of a Variety of Conventional Metal Halides
journal, June 2009

  • Kanazawa, Arihiro; Kanaoka, Shokyoku; Aoshima, Sadahito
  • Macromolecules, Vol. 42, Issue 12
  • DOI: 10.1021/ma900116s

New stage in living cationic polymerization: An array of effective Lewis acid catalysts and fast living polymerization in seconds
journal, January 2007

  • Aoshima, Sadahito; Yoshida, Tomohide; Kanazawa, Arihiro
  • Journal of Polymer Science Part A: Polymer Chemistry, Vol. 45, Issue 10
  • DOI: 10.1002/pola.21995

Aromatic bisvinyl ethers: A new class of highly reactive thermosetting monomers
journal, June 1983

  • Crivello, J. V.; Conlon, D. A.
  • Journal of Polymer Science: Polymer Chemistry Edition, Vol. 21, Issue 6
  • DOI: 10.1002/pol.1983.170210620

Works referencing / citing this record:

Antioxidant canolol production from a renewable feedstock via an engineered decarboxylase
journal, January 2013

  • Morley, Krista L.; Grosse, Stephan; Leisch, Hannes
  • Green Chemistry, Vol. 15, Issue 12
  • DOI: 10.1039/c3gc40748a

Renewable atom-efficient polyesters and thermosetting resins derived from high oleic soybean oil
journal, January 2018

  • Xu, Shichao; Lamm, Meghan E.; Rahman, Md Anisur
  • Green Chemistry, Vol. 20, Issue 5
  • DOI: 10.1039/c7gc03774k

Fully bio-derived CO 2 polymers for non-isocyanate based polyurethane synthesis
journal, January 2020

  • Dechent, Sarah-Elisabeth; Kleij, Arjan W.; Luinstra, Gerrit A.
  • Green Chemistry, Vol. 22, Issue 3
  • DOI: 10.1039/c9gc03488a

A facile approach to thermomechanically enhanced fatty acid-containing bioplastics using metal–ligand coordination
journal, January 2019

  • Lamm, Meghan E.; Song, Lingzhi; Wang, Zhongkai
  • Polymer Chemistry, Vol. 10, Issue 48
  • DOI: 10.1039/c9py01479a