US4059640A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Transalkylation of tertiary amines and alcohols, to produce ethylene glycol
Assignee: Millennium Petrochemicals Inc
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Filing: 1975-10-28
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Granted: 1977-11-22
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Expires: 1995-10-28
Abstract
Abstract A tertiary amine and an alcohol are transalkylated. The tertiary amine is reacted with the alcohol, or with the formate ester of the alochol, at a temperature of from about 50 DEG to 300 DEG C. When the reaction is effected using the alcohol (rather than its formate ester), then the reaction is carried out in the presence of carbon monoxide.
Inventors
- 👤 Richard W. Goetz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 19:55
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/02; C07D295/023; C07C; C07C29/00; C07C29/09; C07C29/32; C07C29/36; C07D295/04; C07D295/08; C07D295/084; C07D295/088
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
113 words
A method of producing ethylene glycol comprising reacting at a temperature of from about 50°to 300° C. a tertiary amine with an alkyl, cycloakyl, aralkyl or acylcycloalkyl alcohol containing up to 10 carbon atoms in the presence of carbon monoxide or with the formate ester of said alcohol, said tertiary amine being triethylenediamine or an amine of the formula ##STR11## wherein each of R 1 , R 2 , R 5 and R 6 is an acylcic aliphatic hydrocarbon radical of up to 10 carbon atoms or a substituted acyclic aliphatic hydrocarbon radical wherein the substituent is hydroxy, alkoxy of up to 10 carbon atoms or alkanoyl of up to 10 carbon atoms.
Claim 2
Independent Claim
113 words
A method of producing ethylene glycol comprising reacting at a temperature of from about 50°to 300° C. a tertiary amine with an alkyl, cycloakyl, aralkyl or acylcycloalkyl alcohol containing up to 10 carbon atoms in the presence of carbon monoxide or with the formate ester of said alcohol, said tertiary amine being triethylenediamine or an amine of the formula ##STR11## wherein each of R 1 , R 2 , R 5 and R 6 is an acylcic aliphatic hydrocarbon radical of up to 10 carbon atoms or a substituted acyclic aliphatic hydrocarbon radical wherein the substituent is hydroxy, alkoxy of up to 10 carbon atoms or alkanoyl of up to 10 carbon atoms.
Claim 3
Dependent Claim
25 words
The method of claim 1 wherein triethylenediamine and methanol are utilized as the reactants, said reaction being carried out in the presence of carbon monoxide.
Claim 4
Dependent Claim
15 words
The method of claim 1 wherein triethylenediamine and methyl formate are utilized as the reactants.
Claim 5
Dependent Claim
25 words
The method of claim 1 wherein N,N,N',N'-tetramethylethylenediamine and methanol are utilized as the reactants, said reaction being carried out in the presence of carbon monoxide.
Claim 6
Dependent Claim
14 words
The method of claim 1 wherein N,N,N',N'-tetramethylethylenediamine and methyl formate are utilized as reactants.
Claim 7
Independent Claim
48 words
A method for producing ethylene glycol comprising reacting methanol and triethylenediamine at a molar ratio of 10:1 to 1:10 in an anclosed reaction zone at a temperature of 50° to 300° C in the presence of carbon monoxide suppplied at a partial pressure of 1 to 300 atmospheres.
Claim 8
Independent Claim
48 words
A method for producing ethylene glycol comprising reacting methanol and triethylenediamine at a molar ratio of 10:1 to 1:10 in an anclosed reaction zone at a temperature of 50° to 300° C in the presence of carbon monoxide suppplied at a partial pressure of 1 to 300 atmospheres.
References Cited (Backward Citations)
US2108147A
Cited
US2390766A
Cited
US2750417A
Cited
US3201471A
Cited
US3732311A
Cited
US3922303A
Cited
US3767709A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-11-21 | 1981-05-23 | 1981-11-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-11-21 | 1985-05-23 | 1985-11-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-11-21 | 1989-05-23 | 1989-11-22 | $7700.00 | Window Closed / Lapsed |