Functionalized linear and cyclic polyolefins

Tuba, Robert; Grubbs, Robert H.

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Title: Functionalized linear and cyclic polyolefins

Abstract

This invention relates to methods and compositions for preparing linear and cyclic polyolefins. More particularly, the invention relates to methods and compositions for preparing functionalized linear and cyclic polyolefins via olefin metathesis reactions. Polymer products produced via the olefin metathesis reactions of the invention may be utilized for a wide range of materials applications. The invention has utility in the fields of polymer and materials chemistry and manufacture.

Inventors:: Tuba, Robert; Grubbs, Robert H.

Issue Date:: 2018-02-13

Research Org.:: California Institute of Technology (CalTech), Pasadena, CA (United States)

Sponsoring Org.:: USDOE

OSTI Identifier:: 1420782

Patent Number(s):: 9890239

Application Number:: 14/915,822

Assignee:: CALIFORNIA INSTITUTE OF TECHNOLOGY (Pasadena, CA)

Patent Classifications (CPCs):: C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08G - MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08L - COMPOSITIONS OF MACROMOLECULAR COMPOUNDS

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C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08G - MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
C08G2261/142 - Side-chains containing oxygen
C08G2261/1422 - containing OH groups
C08G2261/3321 - derived from cyclopentene
C08G2261/3342 - derived from cycloolefins containing heteroatoms
C08G2261/418 - Ring opening metathesis polymerisation [ROMP]
C08G2261/419 - Acyclic diene metathesis [ADMET]
C08G2261/724 - Hydrogenation
C08G2261/80 - Functional group cleavage, e.g. removal of side-chains or protective groups
C08G61/08 - of carbocyclic compounds containing one or more carbon-to-carbon double bonds in the ring
C08G61/12 - Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule

C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08L - COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
C08L65/00 - Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain

Show less

DOE Contract Number:: FG02-08ER15933

Resource Type:: Patent

Resource Relation:: Patent File Date: 2014 Sep 04

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 36 MATERIALS SCIENCE

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                    Tuba, Robert, and Grubbs, Robert H. Functionalized linear and cyclic polyolefins.  United States: N. p., 2018. 
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                    Tuba, Robert, & Grubbs, Robert H. Functionalized linear and cyclic polyolefins.  United States.

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                    Tuba, Robert, and Grubbs, Robert H. Tue .  
        "Functionalized linear and cyclic polyolefins".  United States.  https://www.osti.gov/servlets/purl/1420782.

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@article{osti_1420782,

  title        = {Functionalized linear and cyclic polyolefins},

  author       = {Tuba, Robert and Grubbs, Robert H.},

  abstractNote = {This invention relates to methods and compositions for preparing linear and cyclic polyolefins. More particularly, the invention relates to methods and compositions for preparing functionalized linear and cyclic polyolefins via olefin metathesis reactions. Polymer products produced via the olefin metathesis reactions of the invention may be utilized for a wide range of materials applications. The invention has utility in the fields of polymer and materials chemistry and manufacture.},

  doi          = {},

  journal      = {},
number       = ,

  volume       = ,

  place        = {United States},

  year         = {2018},

  month        = {2}

}

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Works referenced in this record:

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Similar Records

Title: Functionalized linear and cyclic polyolefins

Abstract

Citation Formats

Alkylidene complexes of ruthenium containing N-heterocyclic carbene ligands; use as highly active, selective catalysts for olefin metathesis patent, November 2007

Synthesis and Activity of a New Generation of Ruthenium-Based Olefin Metathesis Catalysts Coordinated with 1,3-Dimesityl-4,5-dihydroimidazol-2-ylidene Ligands journal, September 1999

Ruthenium catalyzed equilibrium ring-opening metathesis polymerization of cyclopentene journal, January 2013

Use of a phosphorus containing ligand and a cyclic organic ligand in a transition metal compound patent, March 2010

Well-Defined Silica-Supported Olefin Metathesis Catalysts journal, March 2009

Studies of the Cis, Cis -Cyclodeca-1,6-Diene System journal, January 1975

Two-directional ring-opening cross-metathesis journal, January 2009

Synthesis of Well-Defined Poly((vinyl alcohol)2-alt-methylene) via Ring-Opening Metathesis Polymerization journal, July 2002

Alkylidene complexes of ruthenium containing N-heterocyclic carbene ligands; use as highly active, selective catalysts for olefin metathesis patent, January 2010

Ethenolysis Reactions Catalyzed by Imido Alkylidene Monoaryloxide Monopyrrolide (MAP) Complexes of Molybdenum journal, August 2009

Synthesis and Direct Imaging of Ultrahigh Molecular Weight Cyclic Brush Polymers journal, May 2011

Polyalkenamers and Process for the Preparation Thereof patent, June 1974

Direct Synthesis of Well-Defined Alcohol-Functionalized Polymers via Acyclic Diene Metathesis (ADMET) Polymerization journal, May 1998

In-Mold Coating of Romp Polymers patent-application, December 2014

Ruthenium and osmium metal carbene complexes for olefin metathesis polymerization patent, August 1994

Ring-Opening Metathesis Polymerization of Functionalized Cyclooctenes by a Ruthenium-Based Metathesis Catalyst journal, August 1995

Alkylidene complexes of ruthenium containing N-heterocyclic carbene ligands; use as highly active, selective catalysts for olefin metathesis patent, May 2008

Cyclic Ruthenium-Alkylidene Catalysts for Ring-Expansion Metathesis Polymerization journal, September 2008

Transformations of Cyclic Olefins Mediated by Tungsten Nitrosyl Complexes journal, September 2008

Alkylidene complexes of ruthenium containing N-heterocyclic carbene ligands; use as highly active, selective catalysts for olefin metathesis patent, October 2003

Metal complexes useful in metathesis and other reactions patent, March 2010

One-pot synthesis of group 8 transition metal carbene complexes useful as olefin metathesis catalysts patent, September 2003

Synthesis and Applications of RuCl2(CHR‘)(PR3)2: The Influence of the Alkylidene Moiety on Metathesis Activity journal, January 1996

ABA triblock and diblock copolymers and methods of preparing the same patent, June 2002

Ruthenium and osmium metal carbene complexes for olefin metathesis polymerization patent, May 1994

Homobimetallic and heterobimetallic alkylidene complexes of ruthenium containing N-heterocyclic carbene ligands patent, September 2004

Methods of Making Organic Compounds by Metathesis patent-application, October 2009

Multicoordinated Metal Complexes for Use in Metathesis Reactions patent-application, February 2007

Catalysts for Ring-Closing Metathesis patent-application, July 2009

Acid activation of ruthenium metathesis catalysts and living ROMP metathesis polymerization in water patent, November 2002

Ring-Expansion Metathesis Polymerization: Catalyst-Dependent Polymerization Profiles journal, February 2009

Ring-Opening Metathesis Polymerization with the Second Generation Hoveyda–Grubbs Catalyst: An Efficient Approach toward High-Purity Functionalized Macrocyclic Oligo(cyclooctene)s journal, April 2013

Methods for Preparing Purified Polypeptide Compositions patent-application, August 2010

Macrocycles by Ring-Closing Metathesis journal, July 1997

Schiff base derivatives of ruthenium and osmium olefin metathesis catalysts patent, November 1999

Immobilised imidazoles and ruthenium catalysts patent-application, December 2006

Multicoordinated Metal Complexes for Use in Metathesis Reactions patent-application, November 2008

Equilibrium Ring-Closing Metathesis journal, August 2009

Process of olefin metathesis patent, April 1976

Ruthenium complexes, process for preparation thereof, and processes for producing open-ring polymer of cycloolefins and hydrogenation products thereof by using the complex as catalyst patent-application, January 2005

Group 8 transition metal carbene complexes as enantioselective olefin metathesis catalysts patent-application, March 2003

Acid activation of ruthenium metathesis catalysts and living ROMP metathesis polymerization in water patent, September 2001

An "Endless" Route to Cyclic Polymers journal, September 2002

Synthesis of Cyclic Polybutadiene via Ring-Opening Metathesis Polymerization: The Importance of Removing Trace Linear Contaminants journal, July 2003

Gels Based on Cyclic Polymers journal, March 2011

Process for production of cyclic polyenes patent, June 1976

Linear ethylene/vinyl alcohol and ethylene/vinyl acetate polymers and process for making same patent-application, May 2005

Process for preparing acyclic olefins using homobimetallic and heterobimetallic alkylidene complexes of ruthenium containing N-heterocyclic carbene ligands patent, April 2003

Poly(5-hydroxyoctenylene) and its derivatives: synthesis via metathesis polymerization of an organoborane monomer journal, October 1990

Alkylidene complexes of ruthenium containing N-heterocyclic carbene ligands; use as highly active, selective catalysts for olefin metathesis
patent, November 2007

Synthesis and Activity of a New Generation of Ruthenium-Based Olefin Metathesis Catalysts Coordinated with 1,3-Dimesityl-4,5-dihydroimidazol-2-ylidene Ligands
journal, September 1999

Ruthenium catalyzed equilibrium ring-opening metathesis polymerization of cyclopentene
journal, January 2013

Use of a phosphorus containing ligand and a cyclic organic ligand in a transition metal compound
patent, March 2010

Well-Defined Silica-Supported Olefin Metathesis Catalysts
journal, March 2009

Studies of the Cis, Cis -Cyclodeca-1,6-Diene System
journal, January 1975

Two-directional ring-opening cross-metathesis
journal, January 2009

Synthesis of Well-Defined Poly((vinyl alcohol)₂-alt-methylene) via Ring-Opening Metathesis Polymerization
journal, July 2002

Alkylidene complexes of ruthenium containing N-heterocyclic carbene ligands; use as highly active, selective catalysts for olefin metathesis
patent, January 2010

Ethenolysis Reactions Catalyzed by Imido Alkylidene Monoaryloxide Monopyrrolide (MAP) Complexes of Molybdenum
journal, August 2009

Synthesis and Direct Imaging of Ultrahigh Molecular Weight Cyclic Brush Polymers
journal, May 2011

Polyalkenamers and Process for the Preparation Thereof
patent, June 1974

Direct Synthesis of Well-Defined Alcohol-Functionalized Polymers via Acyclic Diene Metathesis (ADMET) Polymerization
journal, May 1998

In-Mold Coating of Romp Polymers
patent-application, December 2014

Ruthenium and osmium metal carbene complexes for olefin metathesis polymerization
patent, August 1994

Ring-Opening Metathesis Polymerization of Functionalized Cyclooctenes by a Ruthenium-Based Metathesis Catalyst
journal, August 1995

Alkylidene complexes of ruthenium containing N-heterocyclic carbene ligands; use as highly active, selective catalysts for olefin metathesis
patent, May 2008

Cyclic Ruthenium-Alkylidene Catalysts for Ring-Expansion Metathesis Polymerization
journal, September 2008

Transformations of Cyclic Olefins Mediated by Tungsten Nitrosyl Complexes
journal, September 2008

Alkylidene complexes of ruthenium containing N-heterocyclic carbene ligands; use as highly active, selective catalysts for olefin metathesis
patent, October 2003

Metal complexes useful in metathesis and other reactions
patent, March 2010

One-pot synthesis of group 8 transition metal carbene complexes useful as olefin metathesis catalysts
patent, September 2003

Synthesis and Applications of RuCl₂(CHR‘)(PR₃)₂: The Influence of the Alkylidene Moiety on Metathesis Activity
journal, January 1996

ABA triblock and diblock copolymers and methods of preparing the same
patent, June 2002

Ruthenium and osmium metal carbene complexes for olefin metathesis polymerization
patent, May 1994

Homobimetallic and heterobimetallic alkylidene complexes of ruthenium containing N-heterocyclic carbene ligands
patent, September 2004

Methods of Making Organic Compounds by Metathesis
patent-application, October 2009

Multicoordinated Metal Complexes for Use in Metathesis Reactions
patent-application, February 2007

Catalysts for Ring-Closing Metathesis
patent-application, July 2009

Acid activation of ruthenium metathesis catalysts and living ROMP metathesis polymerization in water
patent, November 2002

Ring-Expansion Metathesis Polymerization: Catalyst-Dependent Polymerization Profiles
journal, February 2009

Ring-Opening Metathesis Polymerization with the Second Generation Hoveyda–Grubbs Catalyst: An Efficient Approach toward High-Purity Functionalized Macrocyclic Oligo(cyclooctene)s
journal, April 2013

Methods for Preparing Purified Polypeptide Compositions
patent-application, August 2010

Macrocycles by Ring-Closing Metathesis
journal, July 1997

Schiff base derivatives of ruthenium and osmium olefin metathesis catalysts
patent, November 1999

Immobilised imidazoles and ruthenium catalysts
patent-application, December 2006

Multicoordinated Metal Complexes for Use in Metathesis Reactions
patent-application, November 2008

Equilibrium Ring-Closing Metathesis
journal, August 2009

Process of olefin metathesis
patent, April 1976

Ruthenium complexes, process for preparation thereof, and processes for producing open-ring polymer of cycloolefins and hydrogenation products thereof by using the complex as catalyst
patent-application, January 2005

Group 8 transition metal carbene complexes as enantioselective olefin metathesis catalysts
patent-application, March 2003

Acid activation of ruthenium metathesis catalysts and living ROMP metathesis polymerization in water
patent, September 2001

An "Endless" Route to Cyclic Polymers
journal, September 2002

Synthesis of Cyclic Polybutadiene via Ring-Opening Metathesis Polymerization: The Importance of Removing Trace Linear Contaminants
journal, July 2003

Gels Based on Cyclic Polymers
journal, March 2011

Process for production of cyclic polyenes
patent, June 1976

Linear ethylene/vinyl alcohol and ethylene/vinyl acetate polymers and process for making same
patent-application, May 2005

Process for preparing acyclic olefins using homobimetallic and heterobimetallic alkylidene complexes of ruthenium containing N-heterocyclic carbene ligands
patent, April 2003

Poly(5-hydroxyoctenylene) and its derivatives: synthesis via metathesis polymerization of an organoborane monomer
journal, October 1990