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US6660813: Solid state metathesis chemistry
Filing Information
Patent Family
33 Claims, 8 Drawings
Abstract
An in-situ method for performing organic metathesis polymer chemistry in the solid state includes the step of providing an organic monomer and a catalyst, the catalyst for driving a metathesis polymerization reaction of the monomer. The organic monomer can be provided as a liquid monomer. The reaction produces reaction products including a polymeric end product and at least one volatile reaction product. At least a portion of the volatile reaction product is removed during the reaction to favor formation of the reaction product. Significantly, the reaction is performed at a temperature being below an average melting point of the polymeric end product such that at least a portion of the reaction is performed in the solid phase.
- 1. An in-situ method for performing organic metathesis polymer chemistry in the solid state, comprising the steps of:
providing an organic monomer and a catalyst, said catalyst for driving a metathesis polymerization reaction of said monomer, wherein said reaction produces reaction products including a polymeric end product and at least one volatile reaction product;
removing at least a portion of said volatile reaction product to favor formation of said polymeric end product, and
performing said reaction at a temperature being below an average melting point of said polymeric end product such that at least a portion of said reaction is performed in the solid phase.
- 12. An in-situ method for forming cyclic molecules by metathesis chemistry in the solid state, comprising the steps of:
providing a non-ringed reagent and a catalyst, said catalyst for driving a ring closing metathesis reaction of said reagent, wherein said reaction produces a solid cyclic product and at least one volatile reaction product;
removing at least a portion of said volatile reaction product to favor formation of said cyclic product, and
performing said reaction at a temperature being below a melting point of said cyclic product such that at least a portion of said reaction is performed in the solid phase.
- 16. An in-situ method for performing organic ring opening metathesis polymer (ROMP) chemistry in the solid state, comprising the steps of:
providing an organic ringed monomer and a catalyst, said catalyst for driving a metathesis polymerization reaction of said monomer, wherein said reaction opens said ringed monomer and forming a polymeric end product, and
performing said reaction at a temperature being below an average melting point of said polymeric end product such that at least a portion of said reaction is performed in the solid phase.
- 20. A method for in-situ polymerization by metathesis chemistry in the solid state, comprising the steps of:
providing a monomer and a catalyst for driving a metathesis polymerization reaction of said monomer on a surface, said monomer forming an intractable polymer during solution polymerization, wherein said reaction produces reaction products including a polymeric end product and at least one volatile reaction product;
removing at least a portion of said volatile reactant product to favor formation of said polymeric end product, and
performing said reaction at a temperature being below an average melting point of said polymeric end product such that at least a portion of said reaction is performed in the solid phase.
- 28. A method for solid state metathesis polymerization, comprising the steps of:
providing an organic monomer having double or triple bonded end groups together with a metathesis catalyst having the formula LnM−R, wherein Ln represents a ligand set, M represents a transition metal, and −R represents a hydrocarbon group;
polymerizing said monomer, said polymerization producing a polymeric end product and at least one volatile reaction product, and
performing said polymerization at a temperature being below an average melting point of said polymeric end product such that at least a portion of said polymerization is performed in the solid phase.
References Cited
U.S. Patent Documents
Other Publications
| Watson et al, Solvent-Free Olefin Metathesis Depolymerization of 1,4-Polybutadiene, Macromolecules 33(5), 1494-1496; Web Release Date: Feb. 5, 2000.* |
| Bässler, H. “Photopolymerization of Diacetylenes” Advances in Polymer Science 63, (1984) pp. 2-90. |
| Ulman, et al., “Ruthenium Carbene-Based Olefin Metathesis Initiators: Catalyst Decomposition and Longevity”, J. Org. Chem. 1999, 64, pp. 7202-7207. |
| Lehman, et al., “Solid State Metathesis Chemistry” A Presentation at ISOM XIV, Aug. 5-9, 2001, pp. 2-50. |
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