US4070375A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for preparing 1,4-dioxan-2-ones
Assignee: Chevron USA Inc
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Filing: 1976-08-05
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Granted: 1978-01-24
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Expires: 1996-08-05
Abstract
Abstract 1,4-Dioxan-2-ones are prepared by contacting carbon monoxide with formaldehyde, a 1,2-glycol, and a catalytic amount of hydrogen fluoride. The products of this reaction are readily converted into diglycolic acids by heating with aqueous caustic in the presence of a nickel catalyst.
Inventors
- 👤 Shigeto Suzuki
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-22 23:35
CPC Classifications
C; C07; C07D; C07D319/00; C07D319/10; C07D319/12; C07C; C07C51/00
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
28 words
A process for preparing a 1,4-dioxan-2-one and 5-substituted-1,4-dioxan-2-ones which comprises contacting carbon monoxide with formaldehyde and a 1,2-glycol in the presence of a catalytic amount of hydrogen fluoride.
Claim 2
Dependent Claim
28 words
A process for preparing a 1,4-dioxan-2-one and 5-substituted-1,4-dioxan-2-ones which comprises contacting carbon monoxide with formaldehyde and a 1,2-glycol in the presence of a catalytic amount of hydrogen fluoride.
Claim 3
Dependent Claim
12 words
A process according to claim 1 wherein said glycol is ethylene glycol.
Claim 4
Dependent Claim
20 words
A process according to claim 1 carried out at a temperature of from about 0° C to about 100° C.
Claim 5
Dependent Claim
23 words
A process according to claim 1 carried out at a carbon monoxide partial pressure of from about 10 psia to about 4000 psia.
Claim 6
Dependent Claim
16 words
A process according to claim 1 wherein the formaldehyde to glycol molar ratio is about 1:1.
Claim 7
Dependent Claim
23 words
A process according to claim 1 wherein the hydrogen fluoride is present at a mol percent of from about 40% to about 90%.
Claim 8
Dependent Claim
66 words
A process according to claim 1 wherein said glycol is ethylene glycol, the formaldehyde to glycol molar ratio is about 1:1, the hydrogen fluoride mol percent is from about 40% to about 90%, and the process is carried out at a temperature of from about 20° C to about 60° C and a carbon monoxide partial pressure of from about 10 psia to about 3000 psia.
Claim 9
Dependent Claim
34 words
A process according to claim 1 wherein the 1,4-dioxan-2-one is selected from the group consisting of 1,4-dioxan-2-one and 5-substituted-1,4-dioxan-2-ones wherein the substituent is C 1 to C 20 alkyl, cycloalkyl, hydroxyalkyl, aralkyl or alkoxyalkyl.
Claim 10
Dependent Claim
16 words
A process according to claim 1 wherein the 1,2-glycol contains from 1 to 22 carbon atoms.
Claim 11
Dependent Claim
50 words
A process for preparing 1,4-dioxan-2-ones which comprises contacting carbon monoxide with formaldehyde and a 1,2-glycol in the presence of a catalytic amount of hydrogen fluoride at a temperature of from about 0° C to 100° C and a carbon monoxide partial pressure of about 10 psia to about 4000 psia.
Claim 12
Dependent Claim
50 words
A process for preparing 1,4-dioxan-2-ones which comprises contacting carbon monoxide with formaldehyde and a 1,2-glycol in the presence of a catalytic amount of hydrogen fluoride at a temperature of from about 0° C to 100° C and a carbon monoxide partial pressure of about 10 psia to about 4000 psia.
References Cited (Backward Citations)
US2331993A
Cited
US3399215A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-01-23 | 1981-07-25 | 1982-01-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-01-23 | 1985-07-25 | 1986-01-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-01-23 | 1989-07-25 | 1990-01-24 | $7700.00 | Window Closed / Lapsed |