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Article
Solid-Phase Synthesis of Polymers Using the Ring-Opening Metathesis Polymerization
Journal of the American Chemical Society (2005)
  • Jason K. Pontrello, University of Wisconsin - Madison
  • Matthew J. Allen, University of Wisconsin - Madison
  • Eric S. Underbakke, University of Wisconsin - Madison
  • Laura L. Kiessling, University of Wisconsin - Madison
Abstract
The ring-opening metathesis polymerization (ROMP) can generate polymers with diverse attributes.1 The characteristics and therefore function of a polymer can be tailored by altering its length and the substituents displayed on the backbone. Methods for the combinatorial synthesis of polymers using ROMP could accelerate
the production of materials with novel properties. To this end, polymer scaffolds that can be readily modified in solution have been devised.2,3 The rapid synthesis of polymer libraries from these scaffolds is hindered by purification of the resulting functionalized polymers. Purification methods depend on the physical properties
of the reactants used and the polymers that result.4 The complications of isolating diverse polymers render the solution-phase synthesis of libraries impractical. Solid-phase synthesis has been used to simplify purification steps en route to libraries of small molecules; reaction products remain immobilized, and soluble
byproducts are washed away.5 The application of solid-phase methods to polymer chemistry, however, is more complex. Developing such a strategy involves attaching a soluble polymer to an insoluble one. The immobilized polymer can be derivatized and subsequently released from the resin. To implement such an approach is challenging: an immobilization method that is orthogonal to the polymer modification chemistry is required, as is a process for polymer release that affords minimal byproducts. Here, we report a general method for the solid-phase synthesis of polymers using ROMP that surmounts these barriers.
Publication Date
2005
DOI
10.1021/ja053931p
Publisher Statement
Reprinted (adapted) with permission from Solid-Phase Synthesis of Polymers Using the Ring-Opening Metathesis Polymerization. Jason K. Pontrello,, Matthew J. Allen, Eric S. Underbakke, and, and Laura L. Kiessling, Journal of the American Chemical Society 2005, 127 (42), 14536-14537. DOI: 10.1021/ja053931p. Copyright 2005 American Chemical Society.
Citation Information
Jason K. Pontrello, Matthew J. Allen, Eric S. Underbakke and Laura L. Kiessling. "Solid-Phase Synthesis of Polymers Using the Ring-Opening Metathesis Polymerization" Journal of the American Chemical Society Vol. 127 (2005) p. 14536 - 14537
Available at: http://works.bepress.com/eric-underbakke/8/