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Patent US4096150A successfully refreshed from Google Patents.
US4096150A
Expired / Lapsed
US
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Process for manufacture of tertiary amines
Assignee: Rhone Progil SA
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Filing: 1973-12-03
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Granted: 1978-06-20
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Expires: 1993-12-03
Abstract
Abstract Substituted amines are prepared with high selectivity by reacting olefin, hydrogen, CO and secondary amine in the presence of a coordination complex catalyst of a Group VIII metal and a ligand, the donor atom of which is oxygen, nitrogen or sulfur.
Inventors
- 👤 Jean Berthoux
- 👤 Yvonick Chevallier
- 👤 Jacques-Pierre Martinaud
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 19:49
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/60; B; B01; B01J; B01J31/00; B01J31/16; B01J31/18; B01J31/1845; B01J31/185; B01J31/20; B01J2531/00; B01J2531/80; B01J2531/82; B01J2531/822
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
133 words
A process for the manufacture of a substituted amine comprising: reacting at least one olefin, carbon monoxide, hydrogen and at least one secondary amine, under partial pressures of hydrogen and carbon monoxide from 10 to 120 bars, at a temperature from 60° to 250° C for a reaction time from 10 minutes to 10 hours, in the presence of a catalyst constituted by a coordination complex of a metal of Group VIII containing at least one of the following ligands: aliphatic, aromatic, arylaliphatic phosphites, hexamethylphosphorotriamide, aliphatic and cyclic ethers, primary, secondary and tertiary amines, heterocyclic bases, disulphides, heterocycles containing sulfur or ligands including several donor atoms containing sulfur and oxygen, oxygen and nitrogen, or sulfur and nitrogen; wherein the chain added to said secondary amine has one more carbon atom than said olefin.
Claim 2
Dependent Claim
133 words
A process for the manufacture of a substituted amine comprising: reacting at least one olefin, carbon monoxide, hydrogen and at least one secondary amine, under partial pressures of hydrogen and carbon monoxide from 10 to 120 bars, at a temperature from 60° to 250° C for a reaction time from 10 minutes to 10 hours, in the presence of a catalyst constituted by a coordination complex of a metal of Group VIII containing at least one of the following ligands: aliphatic, aromatic, arylaliphatic phosphites, hexamethylphosphorotriamide, aliphatic and cyclic ethers, primary, secondary and tertiary amines, heterocyclic bases, disulphides, heterocycles containing sulfur or ligands including several donor atoms containing sulfur and oxygen, oxygen and nitrogen, or sulfur and nitrogen; wherein the chain added to said secondary amine has one more carbon atom than said olefin.
Claim 3
Dependent Claim
20 words
Process according to claim 1, wherein the olefin is a linear or branched olefin containing 2 to 20 carbon atoms.
Claim 4
Dependent Claim
14 words
Process according to claim 1, wherein reaction temperature is between 100 and 200° C.
Claim 5
Dependent Claim
17 words
Process according to claim 1, wherein said coordination complex is formed in situ in the reaction mixture.
Claim 6
Dependent Claim
22 words
Process according to claim 1, wherein the reacted amines are secondary aliphatic, aromatic, or cycloaliphatic amines containing 2 to 20 carbon atoms.
Claim 7
Dependent Claim
30 words
Process according to claim 1, wherein said coordination complex is used in proportions between 5 × 10 -6 and 5 × 10 -3 mole/gram by liter of total reaction mixture.
Claim 8
Dependent Claim
17 words
A process according to claim 1 wherein said Group VIII metal is palladium, platinum, ruthenium, or rhodium.
Claim 9
Dependent Claim
72 words
A process in accordance with claim 1 wherein said catalyst is selected from the group consisting of Rh (CO) 2 Cl (paratoluidine), Rh Cl 3 [S (C 2 H 5 ) 2 ] 3 , Rh (CO) Cl [P(OC 6 H 5 ) 3 ] 2 , Rh (CO) Cl [O═S(CH 3 ) 2 ] 2 , Rh(dimethylglyoximate) 2 and Ru Cl 2 [P(OC 6 H 5 ) 3 ] 4 .
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-06-19 | 1981-12-19 | 1982-06-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-06-19 | 1985-12-19 | 1986-06-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-06-19 | 1989-12-19 | 1990-06-20 | $7700.00 | Window Closed / Lapsed |