Functional, Stereochemically Pure Monomer for ROMP Polymerization

By: Joe Porwoll, Material Matters 2010, 5.1, 1.

Material Matters 2010, 5.1, 1.


Joe Porwoll, President
Aldrich Chemical Co., Inc.

Do you have a compound that you wish Sigma-Aldrich® could list to help materials research? If it is needed to accelerate your research, it matters—please send your suggestion to matsci@sial.com and we will be happy to give it careful consideration.


Professor Karen Wooley of Texas – A&M University kindly suggested that we offer the exo-5-Norbornene-carboxylic acid (Aldrich Prod. No. 718149) as a product in our catalog. This compound is a functional, stereochemically pure monomer used in ring opening metathesis polymerization (ROMP) synthesis of well-defined polymer materials. The pure exo- monomer shows faster reaction times,1 higher conversion ratios, and better control of ROMP synthesis2 compared to the racemic analog. The carboxylic acid serves as a versatile handle that can be used to prepare a variety of polymers (e.g., glycopolymers) for biomedical applications.3-5

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Materials

     

References

  1. Fu, Q.; Seery, T. A. P. Polym. Prepr. 2001, 41 (1), 341-342.
  2. Pollino, J. M.; Stubbs, L. P.; Weck, M. Macromolecules 2003, 36, 2230-2234.
  3. Gordon, E. J.; Gestwicki, J. E.; Strong, L. E.; Kiessling, L. L. Chem. Biol. 2000, 7, 9-16.
  4. Strong, L. E.; Kiessling, L. L. J. Am. Chem. Soc. 1999, 121, 6193-6196.
  5. Owen, R. M.; Gestwicki, J. E.; Young, T.; Kiessling, L. L. Org. Lett. 2002, 4, 2293-2296.

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