Join
today

Boliven PRO is more than just patent search

  • Build and save lists using the powerful Lists feature
  • Analyze and download your search results
  • Share patent search results with your clients

Patents »

US6660813: Solid state metathesis chemistry

Share

Filing Information

Inventor(s) Kenneth B. Wagener · Stephen E. Lehman, Jr. · Garrett W. Oakley · Jason A. Smith ·
Assignee(s) University of Florida ·
Attorney/Agent(s) Akerman Senterfitt ·
Primary Examiner Fred Teskin ·
Application Number US10210227
Filing date 08/01/2002
Issue date 12/09/2003
Prior Publication Data
Predicted expiration date 08/01/2022
U.S. Classifications 526/71  · 585/365  · 526/285  · 526/308  · 526/336  · 526/902  · 526/171  · 585/366  · 585/367  · 585/643  · 585/940  · 526/170  ·
International Classifications --
Kind CodeB2
International Classifications 526 71 · 526170 · 526171 · 526285 · 526308 · 526336 · 526902 · 585365 · 585366 · 585367 · 585643 · 585940 ·
Related U.S. Application DataCROSS REFERENCE TO RELATED APPLICATION
The present application claims the benefit of U.S. provisional patent application No. 60/309,894 filed on Aug. 3, 2001, the entirety of which is incorporated herein by reference.
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.

Independent Claims | See all claims (33)

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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

Document NumberAssigneesInventorsIssue/Pub Date
US3697616 JOHN M MCDONOUGH McDonough et al. Oct 1972
US5519101 Amoco Corporation Nubel et al. May 1996
US5808126 Dow Corning Corporation Brzezinska et al. Sep 1998
US5847064 University of Florida Wagener et al. Dec 1998
US6107237 University of Florida Wagener et al. Aug 2000
US6177464 Sepracor, Inc. Cuny et al. Jan 2001
US6448367 Mitsui Chemicals, Inc. Akieda et al. Sep 2002

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.

Referenced By

Document NumberAssigneeInventorsIssue/Pub Date
US7691919 Ivoclar Vivadent AG Sonja Smolak et al. Apr 2010

Patent Family

Document NumberAssigneeInventorsIssue/Pub Date
US20030027962 Stephen Lehman et al. Feb 2003
US6660813 University of Florida Kenneth B. Wagener et al. Dec 2003