Catalysts and methods for ring opening metathesis polymerization
Abstract
The present invention, among other things, provides highly syndiotactic poly(dicyclopentadiene) and/or hydrogenated poly(dicyclopentadiene), compositions thereof, and compounds and methods for preparing the same. In some embodiments, a provided compound is a compound of formula I, II or III. In some embodiments, a provided method comprises providing a compound of formula I, II or III.
- Inventors:
- Issue Date:
- Research Org.:
- Massachusetts Inst. of Technology (MIT), Cambridge, MA (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1433368
- Patent Number(s):
- 9932440
- Application Number:
- 15/452,505
- Assignee:
- Massachusetts Institute of Technology (Cambridge, MA)
- Patent Classifications (CPCs):
-
B - PERFORMING OPERATIONS B01 - PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL B01J - CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07F - ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- DOE Contract Number:
- FG02-86ER13564
- Resource Type:
- Patent
- Resource Relation:
- Patent File Date: 2017 Mar 07
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Schrock, Richard Royce, and Autenrieth, Benjamin. Catalysts and methods for ring opening metathesis polymerization. United States: N. p., 2018.
Web.
Schrock, Richard Royce, & Autenrieth, Benjamin. Catalysts and methods for ring opening metathesis polymerization. United States.
Schrock, Richard Royce, and Autenrieth, Benjamin. Tue .
"Catalysts and methods for ring opening metathesis polymerization". United States. https://www.osti.gov/servlets/purl/1433368.
@article{osti_1433368,
title = {Catalysts and methods for ring opening metathesis polymerization},
author = {Schrock, Richard Royce and Autenrieth, Benjamin},
abstractNote = {The present invention, among other things, provides highly syndiotactic poly(dicyclopentadiene) and/or hydrogenated poly(dicyclopentadiene), compositions thereof, and compounds and methods for preparing the same. In some embodiments, a provided compound is a compound of formula I, II or III. In some embodiments, a provided method comprises providing a compound of formula I, II or III.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2018},
month = {4}
}
Works referenced in this record:
Dicyclopentadiene polymer containing elastomer
patent, April 1987
- Klosiewicz, Daniel William
- US Patent Document 4,657,981
Tungsten oxo alkylidene complexes for Z selective olefin metathesis
patent, July 2015
- Schrock, Richard R.; Peryshkov, Dmitry Vyacheslavovich; Hoveyda, Amir H.
- US Patent Document 9,085,595
Tungsten OXO Alkylidene Complexes for Z Selective Olefin Metathesis
patent-application, May 2013
- Schrock, Richard Royce; Peryshkov, Dmitry Vyacheslavovich; Hoveyda, Amir H.
- US Patent Application 13/671109; 20130116434
Synthesis of Highly Cis, Syndiotactic Polymers via Ring-Opening Metathesis Polymerization Using Ruthenium Metathesis Catalysts
journal, June 2013
- Rosebrugh, Lauren E.; Marx, Vanessa M.; Keitz, Benjamin K.
- Journal of the American Chemical Society, Vol. 135, Issue 27, p. 10032-10035
Syndioselective Ring-Opening Metathesis Polymerization of endo-Dicyclopentadiene with Tungsten Complexes Having Imido Ligands: Development of Crystalline Syndiotactic Hydrogenated Poly(endo-dicyclopentadiene)
journal, December 2005
- Hayano, Shigetaka; Tsunogae, Yasuo
- Macromolecules, Vol. 39, Issue 1, p. 30-38
The polymerization of dicyclopentadiene: an investigation of mechanism
journal, July 1998
- Davidson, T. A.; Wagener, K. B.
- Journal of Molecular Catalysis A: Chemical, Vol. 133, Issue 1-2, p. 67-74
Five-Coordinate Rearrangements of Metallacyclobutane Intermediates during Ring-Opening Metathesis Polymerization of 2,3-Dicarboalkoxynorbornenes by Molybdenum and Tungsten Monoalkoxide Pyrrolide Initiators
journal, August 2012
- Flook, Margaret M.; Börner, Janna; Kilyanek, Stefan M.
- Organometallics, Vol. 31, Issue 17, p. 6231-6243
Synthesis of cis,syndiotactic ROMP Polymers Containing Alternating Enantiomers
journal, January 2011
- Flook, Margaret M.; Ng, Victor W. L.; Schrock, Richard R.
- Journal of the American Chemical Society, Vol. 133, Issue 6, p. 1784-1786
Z-Selective and Syndioselective Ring-Opening Metathesis Polymerization (ROMP) Initiated by Monoaryloxidepyrrolide (MAP) Catalysts
journal, September 2010
- Flook, Margaret M.; Gerber, Laura C. H.; Debelouchina, Galia T.
- Macromolecules, Vol. 43, Issue 18, p. 7515-7522
Z-Selective Olefin Metathesis Processes Catalyzed by a Molybdenum Hexaisopropylterphenoxide Monopyrrolide Complex
journal, June 2009
- Flook, Margaret M.; Jiang, Annie J.; Schrock, Richard R.
- Journal of the American Chemical Society, Vol. 131, Issue 23, p. 7962-7963
Ring-opening polymerization of endo and exo-dicyclopentadiene and their 7,8-dihydro derivatives
journal, July 1986
- Hamilton, James G.; Ivin, Kenneth J.; Rooney, John J.
- Journal of Molecular Catalysis, Vol. 36, Issue 1-2, p. 115-125
A New Method for Catalytic Syntheses of Block Copolymers via ROMP: Development of Stereoblock Copoly(endo-dicyclopentadiene)
journal, May 2008
- Hayano, Shigetaka; Tsunogae, Yasuo
- Chemistry Letters, Vol. 37, Issue 5, p. 518-519
Hydrogenated Ring-Opened Poly(endo-dicyclopentadiene)s Made via Stereoselective ROMP Catalyzed by Tungsten Complexes: Crystalline Tactic Polymers and Amorphous Atactic Polymer
journal, June 2006
- Hayano, Shigetaka; Takeyama, Yoshihisa; Tsunogae, Yasuo
- Macromolecules, Vol. 39, Issue 14, p. 4663-4670
Iso- and Syndio-Selective ROMP of Norbornene and Tetracyclododecene: Effects of Tacticity Control on the Hydrogenated Ring-Opened Poly(cycloolefin)s
journal, November 2014
- Hayano, Shigetaka; Nakama, Yuki
- Macromolecules, Vol. 47, Issue 22, p. 7797-7811
Stereospecific Ring-Opening Metathesis Polymerization of Cycloolefins Using Novel Molybdenum and Tungsten Complexes Having Biphenolate Ligands. Development of Crystalline Hydrogenated Poly(endo-dicyclopentadiene) and Poly(norbornene)
journal, October 2003
- Hayano, Shigetaka; Kurakata, Hiroshi; Tsunogae, Yasuo
- Macromolecules, Vol. 36, Issue 20, p. 7422-7431
Stereospecific Ring-Opening Metathesis Polymerization of endo-Dicyclopentadiene by Schrock–Hoveyda Catalyst and Novel Mo- and W-based Complexes. Development of Crystalline Hydrogenated Poly(endo-dicyclopentadiene)
journal, August 2003
- Hayano, Shigetaka; Kurakata, Hiroshi; Uchida, Daisuke
- Chemistry Letters, Vol. 32, Issue 8, p. 670-671
Syndiospecific Ring-opening Metathesis Polymerization of endo-Dicyclopentadiene by Tungsten(VI) Phenylimido Catalyst
journal, November 2005
- Hayano, Shigetaka; Tsunogae, Yasuo
- Chemistry Letters, Vol. 34, Issue 11, p. 1520-1521
Syntheses of Tungsten tert-Butylimido and Adamantylimido Alkylidene Complexes Employing Pyridinium Chloride As the Acid
journal, August 2012
- Jeong, Hyangsoo; Axtell, Jonathan C.; Török, Bela
- Organometallics, Vol. 31, Issue 18, p. 6522-6525
Z-Selective Ring-Opening Metathesis Polymerization of 3-Substituted Cyclooctenes by Monoaryloxide Pyrrolide Imido Alkylidene (MAP) Catalysts of Molybdenum and Tungsten
journal, August 2013
- Jeong, Hyangsoo; Kozera, Daniel J.; Schrock, Richard R.
- Organometallics, Vol. 32, Issue 17, p. 4843-4850
Cis-Selective Ring-Opening Metathesis Polymerization with Ruthenium Catalysts
journal, January 2012
- Keitz, Benjamin K.; Fedorov, Alexey; Grubbs, Robert H.
- Journal of the American Chemical Society, Vol. 134, Issue 4, p. 2040-2043
Regio- and Stereoselective Ring-Opening Metathesis Polymerization of 3-Substituted Cyclooctenes
journal, March 2011
- Kobayashi, Shingo; Pitet, Louis M.; Hillmyer, Marc A.
- Journal of the American Chemical Society, Vol. 133, Issue 15, p. 5794-5797
Acyclic metathesis polymerization: the olefin metathesis reaction of 1,5-hexadiene and 1,9-decadiene
journal, November 1987
- Lindmark-Hamberg, Monica; Wagener, K. B.
- Macromolecules, Vol. 20, Issue 11, p. 2949-2951
Polymerization of Enantiomerically Pure 2,3-Dicarboalkoxynorbornadienes and 5,6-Disubstituted Norbornenes by Well-Characterized Molybdenum Ring-Opening Metathesis Polymerization Initiators. Direct Determination of Tacticity in Cis, Highly Tactic and Trans, Highly Tactic Polymers
journal, April 1994
- O'Dell, Richard; McConville, David H.; Hofmeister, Gretchen E.
- Journal of the American Chemical Society, Vol. 116, Issue 8, p. 3414-3423
Ring-opening Polymerization of Norbornene and Its Derivatives by MoCl5, WCl6 and ReCl5 Catalysts
journal, January 1968
- Oshika, Takao; Tabuchi, Hiroyoshi
- Bulletin of the Chemical Society of Japan, Vol. 41, Issue 1, p. 211-217
Z-Selective Olefin Metathesis Reactions Promoted by Tungsten Oxo Alkylidene Complexes
journal, December 2011
- Peryshkov, Dmitry V.; Schrock, Richard R.; Takase, Michael K.
- Journal of the American Chemical Society, Vol. 133, Issue 51, p. 20754-20757
Exploring Factors That Determine Cis/Trans Structure and Tacticity in Polymers Prepared by Ring-Opening Metathesis Polymerizations with Initiators of the Type syn- and anti-Mo(NAr)(CHCMe2Ph)(OR)2. Observation of a Temperature-Dependent Cis/Trans Ratio
journal, August 1995
- Schrock, Richard R.; Lee, Jin-Kyu; O'Dell, Richard
- Macromolecules, Vol. 28, Issue 17, p. 5933-5940
Molybdenum and Tungsten Imido Alkylidene Complexes as Efficient Olefin-Metathesis Catalysts
journal, October 2003
- Schrock, Richard R.; Hoveyda, Amir H.
- Angewandte Chemie International Edition, Vol. 42, Issue 38, p. 4592-4633
Synthesis of stereoregular ROMP polymers using molybdenum and tungsten imido alkylidene initiators
journal, May 2011
- Schrock, Richard R.
- Dalton Transactions, Vol. 40, Issue 29, p. 7484-7495
Synthesis of Tungsten Oxo Alkylidene Complexes
journal, October 2012
- Peryshkov, Dmitry V.; Schrock, Richard R.
- Organometallics, Vol. 31, Issue 20, p. 7278-7286
Synthesis and ROMP Chemistry of Decafluoroterphenoxide Molybdenum Imido Alkylidene and Ethylene Complexes
journal, May 2013
- Yuan, Jian; Schrock, Richard R.; Gerber, Laura C. H.
- Organometallics, Vol. 32, Issue 10, p. 2983-2992
13C N.m.r. Spectra of ring-opened polymers of 1-methylbicyclo[2.2.1]hept-2-ene and their hydrogenated products
journal, March 1984
- Hamilton, James G.; Ivin, Kenneth J.; Rooney, John J.
- British Polymer Journal, Vol. 16, Issue 1, p. 21-33
B(C6F5)3 Activation of Oxo Tungsten Complexes That Are Relevant to Olefin Metathesis
journal, September 2013
- Peryshkov, Dmitry V.; Forrest, William P.; Schrock, Richard R.
- Organometallics, Vol. 32, Issue 19, p. 5256-5259
Linear polymerization of endo‐dicyclopentadiene initiated by metathesis catalysts
journal, November 1987
- Pacreau, Annie; Fontanille, Michel
- Die Makromolekulare Chemie, Vol. 188, Issue 11, p. 2585-2595