US4234516A
Expired / Lapsed
US
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Method of isomerizing humulone to isohumulone by catalytic acceleration with metal salts
Assignee: Atlantic Research Institute Ltd
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Filing: 1975-06-02
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Granted: 1980-11-18
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Expires: 1995-06-02
Abstract
Abstract The isomerization of humulone or a humulone-containing material is carried out by isomerization at elevated temperature and a pH below 9 in a liquid medium containing at least one salt of a bi-valent metal or of cerium.
Inventors
- 👤 Horst Koller
- 👤 Alfons E. Hartl
- 👤 Gerhard Kirchner
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 10:37
CPC Classifications
C; C12; C12C; C12C3/00; C12C3/12; C12C9/00; C12C9/02; C12C9/025
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
164 words
A method for preparing isohumulone products, comprising: providing a mixture of (1) a salt productive in an aqueous medium of an anion and a cation, said anion being inert to the starting material and inert to the isohumulone products under the operating conditions of the present method, and said cation being an element selected from the group consisting of Group IIa or IIb elements, Fe group elements, cerium and manganese, (2) humulone or a humulone-containing material, and (3) a liquid medium, inert to the starting materials and to the isohumulone produced under the operating conditions of the present method, said liquid medium being one in which said salt dissociates to form said anion and said cation and said humulone or humulone-containing material dissociates to form humulate anion; and isomerizing at an elevated temperature, at a pH below 9 and greater than that pH at which humulone forms humulate anion in solution; wherein said salt is present in an amount sufficient to accelerate said isomerization.
Claim 2
Independent Claim
164 words
A method for preparing isohumulone products, comprising: providing a mixture of (1) a salt productive in an aqueous medium of an anion and a cation, said anion being inert to the starting material and inert to the isohumulone products under the operating conditions of the present method, and said cation being an element selected from the group consisting of Group IIa or IIb elements, Fe group elements, cerium and manganese, (2) humulone or a humulone-containing material, and (3) a liquid medium, inert to the starting materials and to the isohumulone produced under the operating conditions of the present method, said liquid medium being one in which said salt dissociates to form said anion and said cation and said humulone or humulone-containing material dissociates to form humulate anion; and isomerizing at an elevated temperature, at a pH below 9 and greater than that pH at which humulone forms humulate anion in solution; wherein said salt is present in an amount sufficient to accelerate said isomerization.
Claim 3
Dependent Claim
18 words
A method in accordance with claim 1 wherein said cation is magnesium, calcium, strontium, zinc, cerium or manganese.
Claim 4
Dependent Claim
19 words
A method in accordance with claim 1 wherein said isomerizing step is carried out at a pH of 4-8.
Claim 5
Dependent Claim
17 words
A method in accordance with claim 1 wherein said liquid medium comprises aqueous methanol or aqueous ethanol.
Claim 6
Dependent Claim
21 words
The method in accordance with claim 1 wherein said isomerizing step is carried out at the boiling point of the system.
Claim 7
Dependent Claim
22 words
The method in accordance with claim 1 wherein said isomerizing step is carried out for a period of 21/2 to 15 minutes.
Claim 8
Dependent Claim
36 words
The method in accordance with claim 1 wherein said anion is acetate, bromide, butyrate, chlorate, chloride, citrate, fluoride, formate, malate, nitrate, propionate, succinate, sulfate, benzosulfonate, iodide, pyrophosphate, benzoate, lactate, maleate, nitrite, salicylate, valerate, citrate or sulfite.
Claim 9
Dependent Claim
24 words
The method in accordance with claim 1 wherein said salt is NiSO 4 , MgCl 2 , CaCl 2 or Mn Cl 2 .
Claim 10
Dependent Claim
28 words
The method in accordance with claim 1 wherein said salt is present in an amount of at least one mole per mole of humulone or humulone containing material.
Claim 11
Dependent Claim
17 words
A method in accordance with claim 1, wherein said humulone-containing material is hop cones or hop extract.
Claim 12
Dependent Claim
13 words
A method in accordance with claim 1, wherein said liquid medium includes water.
Claim 13
Independent Claim
90 words
A method of preparing isohumulone products, comprising: combining (1) humulone or humulone-containing material, (2) a liquid medium inert to the reaction materials, in which both humulone and the salt to be used are soluble, and (3) a salt productive in said liquid medium of an elemental cation of an element selected from the group consisting of Group IIa or IIb elements, Fe group elements, cerium and manganese in an amount sufficient to accelerate isomerization; and isomerizing at an elevated temperature, at a ph lower than about 9 and above 4.
Claim 14
Independent Claim
90 words
A method of preparing isohumulone products, comprising: combining (1) humulone or humulone-containing material, (2) a liquid medium inert to the reaction materials, in which both humulone and the salt to be used are soluble, and (3) a salt productive in said liquid medium of an elemental cation of an element selected from the group consisting of Group IIa or IIb elements, Fe group elements, cerium and manganese in an amount sufficient to accelerate isomerization; and isomerizing at an elevated temperature, at a ph lower than about 9 and above 4.
Claim 15
Independent Claim
85 words
A method of preparing isohumulone products, comprising: combining (1) humulone or humulone-containing material, (2) a liquid medium in which both humulone and the salt to be used are soluble, and (3) a salt productive in said liquid medium of an elemental cation of an element selected from the group consisting of Group IIa or IIb elements, Fe group elements, cerium and manganese in an amount sufficient to accelerate isomerization; and isomerizing at an elevated temperature, at a pH lower than about 9 and above 4.
Claim 16
Independent Claim
85 words
A method of preparing isohumulone products, comprising: combining (1) humulone or humulone-containing material, (2) a liquid medium in which both humulone and the salt to be used are soluble, and (3) a salt productive in said liquid medium of an elemental cation of an element selected from the group consisting of Group IIa or IIb elements, Fe group elements, cerium and manganese in an amount sufficient to accelerate isomerization; and isomerizing at an elevated temperature, at a pH lower than about 9 and above 4.
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) | 1983-11-18 | 1984-05-19 | 1984-11-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-11-18 | 1988-05-19 | 1988-11-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-11-18 | 1992-05-19 | 1992-11-18 | $7700.00 | Window Closed / Lapsed |