US4822899A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Metallic porphyrin complexes as catalysts in epoxidation reactions
Assignee: University of Michigan (System)
•
Filing: 1985-04-12
•
Granted: 1989-04-18
•
Expires: 2005-04-12
Abstract
Abstract Metallic porphyrin complexes are useful as catalysts for the epoxidation of olefins at ambient temperature and pressure using oxygen, which preferably is supplied either as air or pure oxygen, without need for a coreductant.
Inventors
- 👤 John T. Groves
- 👤 Robert Quinn
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 19:08
CPC Classifications
C; C07; C07F; C07F15/00; C07F15/0006; C07F15/0046; C07F15/0053; B; B01; B01J; B01J31/00; B01J31/16; B01J31/18; B01J31/1805; B01J31/181; B01J31/1815; C07D; C07D301/00; C07D301/02; C07D301/03; C07D301/04; C07D301/06; B01J2231/00; B01J2231/70; B01J2231/72; B01J2531/00; B01J2531/02; B01J2531/0238; B01J2531/0241; B01J2531/025; B01J2531/50; B01J2531/57; B01J2531/70; B01J2531/74; B01J2531/80; B01J2531/82; B01J2531/821; B01J2531/822; B01J2531/825; B01J2531/827
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
54 words
A process for the epoxidation of olefins, the process comprising contacting an olefin with a catalytic amount of a metallic porphyrin complex wherein the metal is Ru, Os, Rh, Ir, Nb or Re, in the substatial absence of coreductants and peroxidic oxidants under reaction conditions such that an epoxide of the olefin is formed.
Claim 2
Dependent Claim
54 words
A process for the epoxidation of olefins, the process comprising contacting an olefin with a catalytic amount of a metallic porphyrin complex wherein the metal is Ru, Os, Rh, Ir, Nb or Re, in the substatial absence of coreductants and peroxidic oxidants under reaction conditions such that an epoxide of the olefin is formed.
Claim 3
Dependent Claim
13 words
The process of claim 1 wherein the complex is a ruthenium porphyrin complex.
Claim 4
Dependent Claim
13 words
The process of claim 1 wherein the olefin is ethylene, propylene or butylene.
Claim 5
Dependent Claim
48 words
The process of claim 1 wherein the complex is represented by the formula: ##STR3## wherein the metal is represented by M, X is O or a weakly coordinating ligand, and wherein each R independently is an aromatic moiety having sufficient size to prevent formation of a dimer complex.
Claim 6
Dependent Claim
15 words
The process of claim 4 wherein the contacting is conducted in the presence of oxygen.
Claim 7
Dependent Claim
13 words
The process of claim 4 wherein the contacting is conducted at ambient pressure.
Claim 8
Dependent Claim
10 words
The process of claim 4 wherein the temperature is ambient.
Claim 9
Dependent Claim
12 words
The process of claim 4 wherein the oxygen is supplied as air.
Claim 10
Dependent Claim
15 words
The process of claim 4 wherein the contacting occurs in the presence of a solvent.
Claim 11
Dependent Claim
57 words
A process for the epoxidation of olefins comprising contacting under reaction conditions an olefin with oxygen and a catalytic amount of a catalyst represented generally by the formula: ##STR4## wherein each R a and R b independently is aryl, haloaryl, alkyl, halo, haloalkyl, haloalkaryl, aralkyl, alkaryl or haloaralkyl; and each n independently is from zero to 3.
Claim 12
Dependent Claim
57 words
A process for the epoxidation of olefins comprising contacting under reaction conditions an olefin with oxygen and a catalytic amount of a catalyst represented generally by the formula: ##STR4## wherein each R a and R b independently is aryl, haloaryl, alkyl, halo, haloalkyl, haloalkaryl, aralkyl, alkaryl or haloaralkyl; and each n independently is from zero to 3.
Claim 13
Dependent Claim
13 words
The process of claim 10 conducted in the substantial absence of a coreductant.
Claim 14
Dependent Claim
14 words
The process of claim 10 wherein the contacting is at ambient temperature and pressure.
Claim 15
Dependent Claim
12 words
The process of claim 10 wherein the oxygen is supplied as air.
Claim 16
Dependent Claim
30 words
The process of claim 10 conducted in the presence of a solvent, the solvent comprising a solvent selected from the group consisting of benzene, toluene, xylene, chlorobenzene or methylene chloride.
Claim 17
Dependent Claim
28 words
The process of claim 10 wherein the oxygen atoms are trans, and each R a independently is lower alkyl of from about 1 to about 4 carbon atoms.
Claim 18
Dependent Claim
19 words
The process of claim 15 wherein n is 1 and each R b is methyl in the para position.
Claim 19
Dependent Claim
11 words
The process of claim 15 wherein each R b is methyl.
Claim 20
Dependent Claim
13 words
The process of claim 10 wherein the olefin is ethylene, propylene or butylene.
Claim 21
Dependent Claim
49 words
An aerobic process for the selective epoxidation of olefins, the process comprising contacting an olefin with air at about ambient temperature and pressure in the presence of dioxo[5,10,15,20-tetrakis(2,4,6-trimethylphenyl)-21H,23H-porphinato(2-)-N21,N22,N23,N24]-ruthenium and in the substantial absence of a peroxidic oxidant under reaction conditions such that an epoxide of the olefin is formed.
Claim 22
Dependent Claim
49 words
An aerobic process for the selective epoxidation of olefins, the process comprising contacting an olefin with air at about ambient temperature and pressure in the presence of dioxo[5,10,15,20-tetrakis(2,4,6-trimethylphenyl)-21H,23H-porphinato(2-)-N21,N22,N23,N24]-ruthenium and in the substantial absence of a peroxidic oxidant under reaction conditions such that an epoxide of the olefin is formed.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-04-17 | 1992-10-17 | 1993-04-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-04-17 | 1996-10-17 | 1997-04-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-04-17 | 2000-10-17 | 2001-04-18 | $7700.00 | Window Closed / Lapsed |