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US3998937A Expired / Lapsed US ⏱️ 0.0 years remaining

1-Alkyl-substituted-1,2,3,4-tetrahydroanthraquinones

Assignee: EIDP Inc
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Filing: 1976-04-30
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Granted: 1976-12-21
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Expires: 1996-04-30
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Abstract

Abstract 1-Alkyl and 1,3-dialkyl substituted-1,2,3,4-tetrahydroanthraquinones are provided which may also be alkyl substituted in the 6- and/or 7- position. These compounds are provided by condensing a naphthoquinone with an alkyl-substituted butadiene dimer, catalytically hydrogenating the adduct, then oxidizing the resulting hexahydro compound to the desired tetrahydroanthraquinone. Alternatively, the condensation product may be oxidized with a cupric compound or with air plus a weak base, and this compound catalytically hydrogenated and then oxidized to the corresponding tetrahydroanthraquinone. The compounds of this invention exhibit superior solubility in solvents commonly used in the cyclic process for manufacturing H 2 O 2 and thus enhance H 2 O 2 production.

Inventors

  • 👤 Lawrence G. Vaughan

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 19:39
CPC Classifications
C; C01; C01B; C01B15/00; C01B15/01; C01B15/022; C01B15/023

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 62 words
In a cyclic process for the production of hydrogen peroxide by oxidation and reduction of alkylated anthraquinones dissolved in mixed solvents, the improvement comprising employing as an anthraquinone an alkyl-substituted-1,2,3,4-tetrahydroanthraquinone of the formula ##STR10## wherein R 1 is hydrogen or an alkyl group containing 1-10 carbon atoms and R 2 and R 3 are hydrogen or alkyl groups containing 1-6 carbon atoms.
Claim 2
Dependent Claim 62 words
In a cyclic process for the production of hydrogen peroxide by oxidation and reduction of alkylated anthraquinones dissolved in mixed solvents, the improvement comprising employing as an anthraquinone an alkyl-substituted-1,2,3,4-tetrahydroanthraquinone of the formula ##STR10## wherein R 1 is hydrogen or an alkyl group containing 1-10 carbon atoms and R 2 and R 3 are hydrogen or alkyl groups containing 1-6 carbon atoms.
Claim 3
Dependent Claim 17 words
The process of claim 1 in which R 1 is an alkyl group containing 1-3 carbon atoms.
Claim 4
Dependent Claim 14 words
The process of claim 1 in which R 2 and R 3 are hydrogen.
Claim 5
Dependent Claim 30 words
The process of claim 1 in which the alkyl-substituted-1,2,3,4-tetrahydroanthraquinone is employed in admixture with another anthraquinone, a tetrahydroanthraquinone free from alkyl substitution in the tetrahydro ring or mixture of these.
Claim 6
Dependent Claim 11 words
The process of claim 4 in which the alkyl-substituted-1,2,3,4-tetrahydroanthraquinone is 1-n-butyl-1,2,3,4-tetrahydroanthraquinone.
Claim 7
Dependent Claim 79 words
In a cyclic process for the production of hydrogen peroxide by oxidation and reduction of alkylated anthraquinones, the improvement comprising employing as the working solution an anthraquinone-type solvent selected from the group consisting of p-xylene, methylnaphthalene, alkyl benzenes and mixtures thereof, in which is dissolved an alkyl-substituted-1,2,3,4-tetrahydroanthraquinone of the formula ##STR11## wherein R 1 is hydrogen or an alkyl group containing 1-10 carbon atoms and R 2 and R 3 are hydrogen or alkyl groups containing 1-6 carbon atoms.
Claim 8
Dependent Claim 79 words
In a cyclic process for the production of hydrogen peroxide by oxidation and reduction of alkylated anthraquinones, the improvement comprising employing as the working solution an anthraquinone-type solvent selected from the group consisting of p-xylene, methylnaphthalene, alkyl benzenes and mixtures thereof, in which is dissolved an alkyl-substituted-1,2,3,4-tetrahydroanthraquinone of the formula ##STR11## wherein R 1 is hydrogen or an alkyl group containing 1-10 carbon atoms and R 2 and R 3 are hydrogen or alkyl groups containing 1-6 carbon atoms.
Claim 9
Dependent Claim 11 words
The process of claim 6 in which the alkyl-substituted-1,2,3,4-tetrahydroanthraquinone is 1-n-butyl-1,2,3,4-tetrahydroanthraquinone.
Claim 10
Dependent Claim 60 words
In a cyclic process for the production of hydrogen peroxide by oxidation and reduction of alkylated anthraquinones dissolved in mixed solvents, the improvement comprising adding to the hydrogenator a compound of the formula ##STR12## wherein R 1 is an alkyl group containing 1-10 carbon atoms and R 2 and R 3 are hydrogen or alkyl groups containing 1-6 carbon atoms.
Claim 11
Dependent Claim 60 words
In a cyclic process for the production of hydrogen peroxide by oxidation and reduction of alkylated anthraquinones dissolved in mixed solvents, the improvement comprising adding to the hydrogenator a compound of the formula ##STR12## wherein R 1 is an alkyl group containing 1-10 carbon atoms and R 2 and R 3 are hydrogen or alkyl groups containing 1-6 carbon atoms.

References Cited (Backward Citations)

CA614296A Cited
US2657980A Cited
US2867507A Cited
US3307909A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-12-21 1980-06-21 1980-12-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-12-21 1984-06-21 1984-12-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-12-21 1988-06-21 1988-12-21 $7700.00 Window Closed / Lapsed

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