A novel class of olefin metathesis catalysts, methods of preparation, and processes for the use thereof

A technology for metathesis catalysts and olefins, which is applied in the directions of catalyst activation/preparation, metathesis reaction to hydrocarbons, catalysts, etc., and can solve the problems of high cost and high cost

Inactive Publication Date: 2013-05-01
EXXONMOBIL CHEM PAT INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these catalysts are reported to be too costly for industrial considerations due to the high cost of the catalyst resulting from low-yield synthes

Method used

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  • A novel class of olefin metathesis catalysts, methods of preparation, and processes for the use thereof
  • A novel class of olefin metathesis catalysts, methods of preparation, and processes for the use thereof
  • A novel class of olefin metathesis catalysts, methods of preparation, and processes for the use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0268] Example 1: ROMP of DCPD: 10.0 g (75.6 mmol) of dicyclopentadiene was added to a 20 ml scintillation vial. Add 5.0 mg (7.2 μmol) of RuClH (H 2 )(PCy 3 ) 2 . per equivalent of RuClH(H 2 )(PCy 3 ) 2 1 equivalent of phenylacetylene and hexachloroethane were fed via addition of 0.1 mls of each of 72 mM stock solutions of phenylacetylene and hexachloroethane. The dicyclopentadiene ring-opening polymerization was observed by the solution gradually becoming thick to a rubbery viscous material after six minutes. After one hour, a solid rubber material formed.

Embodiment 2

[0269] Example 2: ROMP of DCPD: 10.0 g (75.6 mmol) of dicyclopentadiene was added to a 20 ml scintillation vial. Add 5.0 mg (7.2 μmol) of RuClH (H 2 )(PCy 3 ) 2 . per equivalent of RuClH(H 2 )(PCy 3 ) 2 5 equivalents of phenylacetylene and hexachloroethane were fed via addition of 0.5 mls of each of 72 mM stock solutions of phenylacetylene and hexachloroethane. The ring opening polymerization of dicyclopentadiene was observed by the rapid thickening of the solution to a rubbery viscous material. After 4 minutes, the material was a rubbery solid. After 24 hours, the material was a hard rubber solid.

Embodiment 3

[0270] Example 3: ROMP of DCPD: 10.0 g (75.6 mmol) of dicyclopentadiene was added to a 20 ml scintillation vial. Add 5.0 mg (7.2 μmol) of RuClH (H 2 )(PCy 3 ) 2 . per equivalent of RuClH(H 2 )(PCy 3 ) 2 1 equivalent of phenylacetylene was added via the addition of 0.1 mls of a 72 mM solution of phenylacetylene. per equivalent of RuClH(H 2 )(PCy 3 ) 2 10 equivalents of hexachloroethane were fed via the addition of 1.0 mls of a 72 mM solution. Ring-opening polymerization was observed as the solution gradually thickened to a rubbery viscous material after six minutes. After 1 hour, a solid rubber material had formed.

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Abstract

This invention relates to a metathesis catalyst comprising (i) a Group 8 metal hydride- dihydrogen complex represented by the formula (I); wherein M is a Group 8 metal; X is an anionic ligand; and L1 and L2 are neutral donor ligands; and (ii) a ligand exchange agent represented by the formula J-Y, wherein J is selected from the group consisting of hydrogen, a C1 to C30 hydrocarbyl, and a C1 to C30 substituted hydrocarbyl; and Y is selected from the group consisting of halides, alkoxides, aryloxides, and alkyl sulfonates.

Description

[0001] Inventors: M.W. Heltkarp, M.S. Bedoya, L.G. McCullough [0002] priority statement [0003] This application claims the benefit and priority of USSN 12 / 890,315, filed September 24, 2010, and EP10194264.7, filed December 9, 2010. [0004] Related Application Instructions [0005] Related to this application are USSN 12 / 143,663, filed June 20, 2008; USSN 12 / 487,739, filed June 19, 2009; USSN 12 / 488,066, filed June 19, 2009; USSN 12 / 488,093; USSN 61 / 259,514, filed November 9, 2009; USSN 61 / 259,521, filed November 9, 2009; USSN 12 / 705,136, filed February 12, 2010; USSN 61 / 314,388, filed March 16, 2010; USSN 61 / 203,523, filed December 23, 2008; USSN 12 / 660,815, filed March 4, 2010; USSN 61 / 025,076, filed January 31, 2008; and USSN 61 / 376,925, filed August 25, 2010. technical field [0006] The present invention relates to novel types of olefin metathesis catalysts, methods of preparation, and methods of using the olefin metathesis catalysts. Background technique [00...

Claims

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Application Information

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IPC IPC(8): B01J31/18B01J37/04C07F15/00C07C6/04
CPCC08G2261/3324C07F15/002B01J31/2404B01J2531/825B01J23/466B01J31/2286C07F15/0046B01J2231/543C08G61/08B01J23/462C08G2261/418B01J31/121C08G2261/3325C07C6/04C07C2531/22C07C2101/10B01J2531/821C07C2601/10
Inventor M·W·赫尔特卡普M·S·贝多雅L·G·麦卡洛
Owner EXXONMOBIL CHEM PAT INC
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