US4013700A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Catalytic process for polyhydric alcohols and derivatives
Assignee: Union Carbide Corp
•
Filing: 1974-11-25
•
Granted: 1977-03-22
•
Expires: 1994-11-25
Abstract
Abstract This invention relates to the manufacture of such valuable chemicals as polyhydric alcohols, their ether and ester derivatives, oligomers of such alcohols and monohydric alcohols and their ether and ester derivatives by reacting oxides of carbon and hydrogen in the presence of a quaternary phosphonium cation and a rhodium carbonyl complex.
Inventors
- 👤 James N. Cawse
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 23:04
CPC Classifications
C; C07; C07C; C07C29/00; C07C29/15; C07C29/151; C07C29/1512; C07C29/1514; C07C29/153; C07C29/156; C07C29/157; C07C29/158
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
153 words
A process for the preparation of alkane diols and triols having 2 to 3 carbon atoms in the molecule which comprises reacting a mixture consisting essentially of hydrogen and oxides of carbon in the presence of a rhodium carbonyl complex and a quaternary phosphonium cation of the general formula ##EQU7## wherein R 1 , R 2 , R 3 , and R 4 are alkyl, cycloalkyl, araalkyl, betahydroxy, ethoxymethyl, ethoxyethyl, phenoxyethyl, oleylmethallyl, allyloxyethyl, or a polyalkylene ether group of the formula (C n H 2n O) x -or wherein n has an average value from 1-4, x has an average value from 2 to about 150 and R is hydrogen or alkyl of 1 to about 12 carbon atoms at a pressure of oxides of carbon and hydrogen of from about 1000 psia to about 15,000 psia and a temperature of about 100°C. to about 375°C. sufficient to produce said diols and triols.
Claim 2
Dependent Claim
153 words
A process for the preparation of alkane diols and triols having 2 to 3 carbon atoms in the molecule which comprises reacting a mixture consisting essentially of hydrogen and oxides of carbon in the presence of a rhodium carbonyl complex and a quaternary phosphonium cation of the general formula ##EQU7## wherein R 1 , R 2 , R 3 , and R 4 are alkyl, cycloalkyl, araalkyl, betahydroxy, ethoxymethyl, ethoxyethyl, phenoxyethyl, oleylmethallyl, allyloxyethyl, or a polyalkylene ether group of the formula (C n H 2n O) x -or wherein n has an average value from 1-4, x has an average value from 2 to about 150 and R is hydrogen or alkyl of 1 to about 12 carbon atoms at a pressure of oxides of carbon and hydrogen of from about 1000 psia to about 15,000 psia and a temperature of about 100°C. to about 375°C. sufficient to produce said diols and triols.
Claim 3
Dependent Claim
25 words
The process of claim 1 wherein the cation is present in about 0.8 to about 2.0 moles of cation for every six atoms of rhodium.
Claim 4
Dependent Claim
25 words
The process of claim 2 wherein the cation is present in about 1.2 to about 1.6 atoms of cation for every six atoms of rhodium.
Claim 5
Dependent Claim
25 words
The process of claim 2 wherein the cation is present in about 1.2 to about 1.4 atoms of cation for every six moles of rhodium.
Claim 6
Dependent Claim
13 words
The process of claim 1 wherein the cation is the tetramethyl phosphonium cation.
Claim 7
Dependent Claim
13 words
The process of claim 1 wherein the cation is the tetrabutyl phosphonium cation.
Claim 8
Dependent Claim
17 words
The process of claim 1 wherein the reaction is effected in the presence of an inert solvent.
Claim 9
Dependent Claim
18 words
The process of claim 7 wherein the solvent is a dialkyl ether of alkylene glycols or polyalkylene glycol.
Claim 10
Dependent Claim
14 words
The process of claim 8 wherein the solvent is the dimethylether of tetraethylene glycol.
Claim 11
Dependent Claim
18 words
The process of claim 1 wherein the temperature of the reaction is from about 150°C to about 300°C.
Claim 12
Dependent Claim
18 words
The process of claim 10 wherein the temperature of the reaction is from about 190°C. to about 275°C.
Claim 13
Dependent Claim
18 words
The process of claim 11 wherein the temperature of the reaction is from about 190°C to about 240°C.
Claim 14
Dependent Claim
30 words
The process of claim 1 wherein the reaction is conducted under a pressure ranging from about 2000 pounds per square inch absolute to about 12,000 pounds per square inch absolute.
Claim 15
Dependent Claim
30 words
The process of claim 13 wherein the reaction is conducted under a pressure ranging from about 3,000 pounds per square inch absolute to about 8,000 pounds per square inch absolute.
Claim 16
Dependent Claim
30 words
The process of claim 1 wherein at least one of an organic nitrogen ligand, an organic oxygen ligand, or an organic aza-oxa ligand is present in the rhodium carbonyl complex.
Claim 17
Dependent Claim
13 words
The process of claim 15 wherein the ligand is an organic aza-oxa ligand.
Claim 18
Dependent Claim
12 words
The process of claim 16 wherein the organic aza-oxa ligand is 2-hydroxypyridine.
Claim 19
Dependent Claim
22 words
The process of claim 1 wherein an organic nitrogen counter-ion containing a Lewis base nitrogen is present in the rhodium carbonyl complex.
Claim 20
Dependent Claim
12 words
The process of claim 18 wherein the organic nitrogen counter-ion is pyridine.
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) | 1980-03-21 | 1980-09-20 | 1981-03-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-03-21 | 1984-09-20 | 1985-03-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-03-21 | 1988-09-20 | 1989-03-22 | $7700.00 | Window Closed / Lapsed |