US3966776A
Expired / Lapsed
US
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Process for preparing parabenzoquinones
Assignee: Takasago International Corp
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Filing: 1974-09-10
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Granted: 1976-06-29
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Expires: 1994-09-10
Abstract
Abstract A process for preparing parabenzoquinones which comprises oxidizing alkylphenols with oxygen or an oxygen-containing gas in the presence of cobalt di-(salcylal)-3,3'-diimino-di-n-propylamine derivatives and an amine is disclosed.
Inventors
- 👤 Takashi Kato
- 👤 Toru Yamanaka
- 👤 Akira Komatsu
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 11:17
CPC Classifications
C; C07; C07C; C07C46/00; C07C46/02; C07C46/06; C07C46/08
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
60 words
A process for preparing a parabenzoquinone which comprises oxidizing an alkylphenol with oxygen or oxygen-containing gas in an inert organic solvent in the presence of a cobalt-di-(salcylal)-3,3'-diimino-di-n-propylamine derivative and an amine selected from the group consisting of ammonia and primary, secondary and tertiary amines having 1 or 2 nitrogen atoms and containing up to and including 15 carbon atoms, wherein:
Claim 2
Dependent Claim
60 words
A process for preparing a parabenzoquinone which comprises oxidizing an alkylphenol with oxygen or oxygen-containing gas in an inert organic solvent in the presence of a cobalt-di-(salcylal)-3,3'-diimino-di-n-propylamine derivative and an amine selected from the group consisting of ammonia and primary, secondary and tertiary amines having 1 or 2 nitrogen atoms and containing up to and including 15 carbon atoms, wherein:
Claim 3
Dependent Claim
103 words
said derivative is of the formula: ##SPC3## wherein X 1 and X 2 each represents a hydrogen atom, a halogen atom, an alkyl or alkoxy group having 1 to 3 carbon atoms or a nitro group; and Z represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms; reaction is at 10°C to 50°C; and the alkylphenol is of the formula: ##SPC4## wherein R 1 , R 2 , R 3 and R 4 are hydrogen or a C 1 -C 4 alkyl group, at least 1 of R 1 -R 4 being C 1 -C 4 alkyl group.
Claim 4
Dependent Claim
103 words
said derivative is of the formula: ##SPC3## wherein X 1 and X 2 each represents a hydrogen atom, a halogen atom, an alkyl or alkoxy group having 1 to 3 carbon atoms or a nitro group; and Z represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms; reaction is at 10°C to 50°C; and the alkylphenol is of the formula: ##SPC4## wherein R 1 , R 2 , R 3 and R 4 are hydrogen or a C 1 -C 4 alkyl group, at least 1 of R 1 -R 4 being C 1 -C 4 alkyl group.
Claim 5
Dependent Claim
25 words
The process of claim 1 wherein said amine is selected from the group consisting of ammonia, aliphatic amines, N-alkylanilines, pyrrolidines, piperidines, quanidines, pyridines, and pyrimidines.
Claim 6
Dependent Claim
37 words
The process of claim 1 where the components are present at the following molar ratios: cobalt derivative: 1/1000 to 1/10 mole per 1 mole of alkylphenol amine: one mole per 0.1 to 3 moles of cobalt derivative.
Claim 7
Dependent Claim
15 words
The process according to claim 1, wherein said cobalt complex (I) is cobalt-di-(salcylal)-3,3'-diimino-di-n-propylamine or cobalt-di-(salcylal)-3,3'-diimino-di-n-propyl-methylamine.
Claim 8
Dependent Claim
14 words
A process according to claim 1, wherein said amine is trimethylamine, triethylamine or N-methylpiperidine.
Claim 9
Dependent Claim
13 words
A process according to claim 1, wherein said alkylphenol is 2,3,5-trimethylphenol or 2,5-dimethylphenol.
Claim 10
Dependent Claim
20 words
A process according to claim 1, where reaction is at an oxygen partial pressure up to 5 Kg/cm 2 .
Claim 11
Dependent Claim
16 words
A process according to claim 1 wherein the organic solvent is a hydrocarbon or halogenated hydrocarbon.
Claim 12
Dependent Claim
13 words
A process according to claim 8 where the solvent is chloroform or benzene.
Claim 13
Dependent Claim
17 words
A process according to claim 11 wherein the amine is trimethylamine, triethylamine, N-methylpiperidine, quinoline, 2,6-dimethylpyridine or morpholine.
Claim 14
Dependent Claim
23 words
A process according to claim 1 where the amine is used in an amount of 1 mol per mol of the cobalt complex.
Claim 15
Dependent Claim
11 words
The process of claim 1 wherein said amine is an α-aminoalcohol.
Claim 16
Dependent Claim
11 words
The process of claim 1 wherein said amine is a diamine.
References Cited (Backward Citations)
US3455880A
Cited
US3658852A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-06-29 | 1979-12-29 | 1980-06-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-06-29 | 1983-12-29 | 1984-06-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-06-29 | 1987-12-29 | 1988-06-29 | $7700.00 | Window Closed / Lapsed |