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Method for preparing tetrahydrochysene isohumulone by hop concrete or lupulone oil

A technology of tetrahydroisohumulone and hop extract, which is applied in the field of beer brewing, can solve the problems of harmfulness, peroxide and organic solvent residue, etc., achieve rapid oxidation reaction, increase utilization rate and added value, and increase production Effect

Inactive Publication Date: 2008-03-05
北京理博兆禾酒花有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage of this method is that the use of peroxides and organic solvents may remain in the product, which is harmful to food and the environment.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] The tetrahydroanaoxyhumulone hydrogenated with lupulone was used as the raw material of this example, and the test was carried out at room temperature and under four different conditions in the table below, wherein first 0.20 g of tetrahydroanaoxyhumulone was dissolved In 10 milliliters of ethanol, the conditions in 1) are carried out in a neutral alcoholic solution (pH approximately equal to 7), without adding an alkaline aqueous solution to adjust the pH value, and without adding a catalyst; 2) adding 2 milliliters of 1N NaOH solution is added in 0.20 gram of tetrahydro anaerobic humulone, makes pH greater than 8, then adds in 10 milliliters of ethanols, does not add catalyst; 3) and 4) add catalyst under the condition of 1) and 2) respectively ( 10 mg of activated carbon powder containing 5% by weight of metal palladium) was reacted. Under stirring, the air was oxidized for 1 hour, and the product in the alcohol solution was analyzed by high performance liquid chroma...

Embodiment 2

[0030] Dissolve 0.02 g of tetrahydroanaxohumulone in 10 ml of ethanol at room temperature, stir and add 0.23 ml of 1N NaOH, then add 0.02 g of three different activated carbons as described in the table below without catalyst or separately or palladium carbon powder as a catalyst for the reaction. Wherein 2) the activated carbon powder used is common activated carbon powder (XHC coal-based), and the activated carbon A used in 3) is Colgon, 12 * 40, coal-based, 4) used active carbon B is Colgon, Centaur 12 * 40, coal-based, 5) used palladium carbon powder is the active carbon powder that contains the palladium metal component of 5% by weight. After being oxidized by air for 1 hour, the components in these alcohol solutions were analyzed by high performance liquid chromatography, and the ratio and relative reaction rate of tetrahydrohumulone to tetrahydroanaerobic humulone were calculated. The results are shown in Table 2 below:

[0031] Table 1

[0032] alcoho...

Embodiment 3

[0035] 50 grams of lupulones are dissolved in 5 milliliters of sulfuric acid and 200 milliliters of ethanol solutions, add 1 gram of palladium-containing carbon powder (wherein palladium accounts for 5% by weight), and place in a hydrogenation reaction tank at a hydrogen pressure of 0.14 MPa and room temperature After 1 hour of reaction, the hydrogenation reaction was complete. Exclude remaining hydrogen, add 120 ml of 1N NaOH aqueous solution and magnesium sulfate to alkaline (pH 8-9), pass oxygen or air (pressure 1.4 MPa) into the reaction tank, gradually raise the temperature to 75-80 °C, and the reaction is completed after 2.5 hours , cooling, acidifying to pH 2.0, evaporating off the alcoholic solution, separating the water and oil phases, redissolving the upper oil phase in the ethanol solution, filtering the catalyst, and then evaporating the alcohol to obtain 48 grams of oily product, using high performance liquid chromatography After instrumental analysis, the oil con...

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Abstract

The present invention relates to process of preparing tetrahydro isohumulon from hop extractum or lupulone oil. The process includes separating lupulone from hop extractum or lupulone oil, hydrogenating lupulone to obtain tetrahydro humulon, and final fast oxidation and isomerization with air or pure oxygen in alkaline alcohol solution in the presence of palladium-containing carbon powder or active carbon as catalyst to obtain tetrahydro isohumulon. The process with catalyst action has high speed and high yield. The product is applied in beer or other food, and has enhanced foaming function, bacteriostasis function, light resistance and bitter taste over one time higher than that of isohumulon.

Description

technical field [0001] The invention relates to the field of beer brewing, more specifically, the invention relates to a method for preparing tetrahydroisohumulone from hop extract or lupulone oil. Background technique [0002] In the process of brewing beer, hops or hop extract (referred to as hops or hop extract) are added to the wort boiling pot, and the humulone component (also known as α-acid) in hops or hop extract, undergoes chemical reactions. The structured isohumulones (also known as isomeric humulones or isohumulones) are soluble in wort, and the wort becomes beer after being fermented by yeast. Isohumulone can give beer a unique bitter taste, inhibit the growth of spoilage microorganisms, and enhance the foam characteristics of beer. Another main component of hops or hop extract, lupulone (also known as beta acid), is insoluble in wort, and is usually precipitated in wheat grains and discarded. So lupulone has almost no economic value in beer brewing. [0003]...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/707C07C45/67C07C45/78
Inventor 朱立新柯杰
Owner 北京理博兆禾酒花有限公司
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