CN1966638B - Isomerized carbon dioxide hops extract production method - Google Patents
Isomerized carbon dioxide hops extract production method Download PDFInfo
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- CN1966638B CN1966638B CN2006101049345A CN200610104934A CN1966638B CN 1966638 B CN1966638 B CN 1966638B CN 2006101049345 A CN2006101049345 A CN 2006101049345A CN 200610104934 A CN200610104934 A CN 200610104934A CN 1966638 B CN1966638 B CN 1966638B
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Abstract
The invention disclosed a method to produce isomerized carbon dioxide wine flowers extracta sicca which includes the following steps: (1) separating the alpha-acid, beta-acid and hop oil; (2) isomerizingalpha-acid to get the isomerizedalpha-acid; (3) mixing the isomerized isomerizedalpha-acid with beta-acid and hop oil, after vacuum dehydrating to get the product. The transformation efficiency in isomerizing the alpha-acid is larger than 60%. The product in the invention not only contains isomerizedalpha-acid, it also contains beta-acid and hop oil so there's no need to supplement them in the beer producing process which facilitates the usage of the method in beer factories.
Description
Technical field the invention belongs to field of fine chemical, relates to the production method of isomerized carbon dioxide hops extract, specifically by method liquid, subcritical or that the supercritical co Hops Extract is produced isomerized carbon dioxide hops extract.
The background technology hops is one of essential raw material of beer production, have the title of " beer soul ".China is the major country of production of hops in the world, and it is global 13% that hops output accounts for, and is only second to the U.S. and Germany, occupies the third place in the world.
Along with the technical progress of brewing industry, carbon dioxide hops extract is the substitute particles hops gradually, is used by beer production producer more.Hop extract makes an addition in beer production in the Wort boiling pot and uses, and through this process, the α acid in the hop extract is converted into isomerized alpha acid, gives beer salubrious bitter taste.But in this course, the transformation efficiency that α acid is converted into isomerized alpha acid has only 30~40%, and the utilization ratio of α acid is lower in the hop extract.For improving the utilization ratio of α acid in the hop extract, external hop product company has released the isomerisation of alpha acid product, this scheme has solved the low problem of α acid-utilising rate, but lack β acid composition and hops oil composition in the hop extract in its product, also need to replenish β acid and hops oil in the beer production.Beer producers is used hop product for convenience, need both contain isomerized alpha acid, contains the hop extract product of β acid and hops oil again, promptly so-called isomerized carbon dioxide hops extract.The technical scheme of producing isomerized carbon dioxide hops extract is not seen open report as yet at present.
Summary of the invention the object of the present invention is to provide and a kind ofly can either effectively improve α acid-utilising rate, also contains the production method of the isomerized carbon dioxide hops extract of β acid and hops oil simultaneously in the product.
For achieving the above object, technical scheme provided by the invention is:
A kind of production method of isomerized carbon dioxide hops extract is characterized in that this method comprises the following steps:
(1) separates α acid, β acid and hops oil with alkali lye
With concentration is α acid in 0.5%~5% the alkali lye dissolving hop extract, alkali number in the solution is 1~2 times of α acid mole number in the hop extract, be heated to 40~80 ℃, stir, make fully dissolving of α acid, be cooled to room temperature again, standing demix, upper strata are paste, mainly contain β acid and hops oil, dilute sulphuric acid with 1%~15% after separating is neutralized to PH=2~4, and is standby behind the water thorough washing; Lower floor is the aqueous solution, mainly contains α acid, and decant goes out the α acid solution;
(2) α acid obtains isomerized alpha acid through isomerization reaction
With the α acid solution that obtains in the above-mentioned steps (1), directly carry out isomerization reaction by isomerization reaction method described in the prior, the employing magnesium salts is a catalyzer;
After isomerization reaction finishes, separate solid phase and liquid phase, liquid phase is separated out paste through being acidified to PH=1~2 o'clock, collects paste and water thorough washing, and this paste mainly contains β acid; After solid phase is dissolved in 95% alcohol of 1.5~4 times of weight, be acidified to PH=1~3 with acid solution after, separate out paste, collect paste and fully washing, this paste is mainly isomerized alpha acid;
(3) isomerized alpha acid, β acid and hops oil are mixed into isomerized carbon dioxide hops extract
The paste β acid and the hops oil that obtain in the paste isomerized alpha acid that obtains in the step (2) and β acid and the step (1) are mixed, the following heating under vacuum dehydration of process-0.07Mpa again, be lower than 5% to moisture, promptly obtain the isomerized carbon dioxide hops extract finished product.
In the production method of above-mentioned isomerized carbon dioxide hops extract, described hop extract is liquid CO
2Medicinal extract, subcritical or supercritical CO
2Medicinal extract.
In the production method of above-mentioned isomerized carbon dioxide hops extract, alkali lye is potassium hydroxide, sodium hydroxide, salt of wormwood or sodium carbonate solution described in the step (1).
The production method of above-mentioned isomerized carbon dioxide hops extract provided by the invention, reasonable in design, simple to operation, the transformation efficiency that α acid in the hop extract is converted into isomerized alpha acid can reach 60% at least, and the finished product that is directly obtained by the present invention is except that containing isomerized alpha acid, also contain β acid and hops oil simultaneously, in beer production, do not need restock β acid and hops oil, made things convenient for the use of beer production producer.
Embodiment further elaborates technical scheme of the present invention and implementation step below by specific embodiment:
(1) weighing supercritical CO
2200 kilograms of hop extracts (wherein containing α acid 45%, β acid 30% and hops oil 2.5%), join 800 liters of concentration and be in 1.9% the sodium hydroxide solution, this moment, the alkali number in the solution was 1.5 times of α acid mole number in the hop extract, be heated to 60 ℃, stirred 50 minutes, make fully dissolving of α acid, be cooled to room temperature, standing demix, emit the α acid solution of lower floor, treat that next step uses, the paste that the upper strata is mainly contained β acid and hops oil is neutralized to PH=3 with 10% dilution heat of sulfuric acid, and is standby behind the water thorough washing again;
(2) with the α acid solution that obtains in the above-mentioned steps (1), directly carrying out isomerization reaction by the method for putting down in writing in the prior art (carries out with reference to following literature method, as USP 3552925, USP 4918240, USP4644084, USP 5013571, USP 5523489, USP 5600012, USP 6198004, Chinese invention patent application number: 94100149.0, Chinese invention patent application number: 98 120079.6, Chinese invention patent application number: 200410073602.6 and journal of writings (J.Agric.Foodchem.1991,39,1732-1734).
That is: add 20 liters of the aqueous solution that are dissolved with 8 kg of potassium carbonate, 2 kg of hydrogen sodium oxides in the α acid solution, add 20 liters of the aqueous solution being dissolved with 15 kilograms of Magnesium dichloride hexahydrates again, be heated with stirring to boiling, be incubated 90 minutes, be cooled to room temperature, separate liquid phase and solid phase, liquid phase with 40% sulfuric acid acidation to pH=1, separate out paste, collect paste water thorough washing, mainly contain β acid in this paste; Solid phase is with 95% alcohol heating for dissolving of 1.8 times of weight, and solvent temperature is 60 ℃, adds concentration and be 40% sulfuric acid acidation to pH=1, separates out paste, and the water thorough washing obtains isomerized alpha acid;
(3) acid of the β in the isomerized alpha acid, β acid and the step (1) that obtain in the step (2) and hops oil are mixed, under 70 ℃, stir, process-0.08Mpa dehydration is 40 minutes again, promptly obtains the isomerized carbon dioxide hops extract finished product of moisture<5%, 185 kilograms of outputs.
The isomerized carbon dioxide hops extract finished product that obtains in the present embodiment through efficient liquid phase chromatographic analysis, wherein contains isomerized alpha acid 41% (that is: α acid be converted into the transformation efficiency of isomerized alpha acid be 91.11%), contains β acid 30%; Measure through steam distillation method, wherein contain hops oil 2.1%.
Claims (4)
1. the production method of an isomerized carbon dioxide hops extract is characterized in that this method comprises the following steps:
(1) separates α acid, β acid and hops oil with alkali lye
With concentration is α acid in 0.5%~5% the alkali lye dissolving hop extract, alkali number in the solution is 1~2 times of α acid mole number in the hop extract, be heated to 40~80 ℃, stir, make fully dissolving of α acid, be cooled to room temperature again, standing demix, upper strata are paste, mainly contain β acid and hops oil, dilute sulphuric acid with 1%~15% after separating is neutralized to PH=2~4, and is standby behind the water thorough washing; Lower floor is the aqueous solution, mainly contains α acid, and decant goes out the α acid solution;
(2) α acid obtains isomerized alpha acid through isomerization reaction
With the α acid solution that obtains in the above-mentioned steps (1), directly carry out isomerization reaction by isomerization reaction method described in the prior, the employing magnesium salts is a catalyzer;
After isomerization reaction finishes, separate solid phase and liquid phase, liquid phase is separated out paste through being acidified to PH=1~2 o'clock, collects paste and water thorough washing, and this paste mainly contains β acid; After solid phase is dissolved in 95% alcohol of 1.5~4 times of weight, be acidified to PH=1~3 with acid solution after, separate out paste, collect paste and fully washing, this paste is mainly isomerized alpha acid;
(3) isomerized alpha acid, β acid and hops oil are mixed into isomerized carbon dioxide hops extract
The paste β acid and the hops oil that obtain in the paste isomerized alpha acid that obtains in the step (2) and β acid and the step (1) are mixed, the following heating under vacuum dehydration of process-0.07Mpa again, be lower than 5% to moisture, promptly obtain the isomerized carbon dioxide hops extract finished product.
2. the production method of isomerized carbon dioxide hops extract according to claim 1 is characterized in that described hop extract is liquid CO
2Medicinal extract, subcritical or supercritical CO
2Medicinal extract.
3. the production method of isomerized carbon dioxide hops extract according to claim 1 and 2 is characterized in that alkali lye is potassium hydroxide, sodium hydroxide, salt of wormwood or sodium carbonate solution described in the step (1).
4. the production method of isomerized carbon dioxide hops extract according to claim 1 is characterized in that the alkali number in the alkali lye described in the step (1) is 1.5 times of α acid mole number in the hop extract.
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CN101307275B (en) * | 2008-07-15 | 2011-04-13 | 新疆大学 | Process for producing dihydro-isomerized lupulus extractum |
GB201016430D0 (en) * | 2010-09-30 | 2010-11-17 | Univ Leuven Kath | Improved method for isomerisation of hop alpha-acids to iso-alpha-acids |
Citations (4)
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US5013571A (en) * | 1990-01-31 | 1991-05-07 | Pfizer Inc. | Methods for making tetrahydroisoalpha and hexahydroisoalpha acids |
CN1096509A (en) * | 1994-01-15 | 1994-12-21 | 沈阳佳源国际医疗科技有限公司 | The method for preparing tetrahydro-iso-humulone by hop extract |
CN1058699C (en) * | 1998-10-06 | 2000-11-22 | 新疆大学 | Preparation of tetrahydroisoalpha acid from hops extract |
CN1743301A (en) * | 2004-08-30 | 2006-03-08 | 玉门拓璞科技开发有限责任公司 | Method for producing tetrahydro isomerized alpha acid |
-
2006
- 2006-11-11 CN CN2006101049345A patent/CN1966638B/en active Active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5013571A (en) * | 1990-01-31 | 1991-05-07 | Pfizer Inc. | Methods for making tetrahydroisoalpha and hexahydroisoalpha acids |
CN1096509A (en) * | 1994-01-15 | 1994-12-21 | 沈阳佳源国际医疗科技有限公司 | The method for preparing tetrahydro-iso-humulone by hop extract |
CN1058699C (en) * | 1998-10-06 | 2000-11-22 | 新疆大学 | Preparation of tetrahydroisoalpha acid from hops extract |
CN1743301A (en) * | 2004-08-30 | 2006-03-08 | 玉门拓璞科技开发有限责任公司 | Method for producing tetrahydro isomerized alpha acid |
Non-Patent Citations (4)
Title |
---|
罗介仁 等.酒花中苦味物质的分离.江西食品 1.1997,(1),17页转16页. |
罗介仁等.酒花中苦味物质的分离.江西食品 1.1997,(1),17页转16页. * |
陆豫 等.酒花浸膏中的α-酸和β-酸的提取和提纯.南昌大学学报(理科版)25 2.2001,25(2),157-160. |
陆豫等.酒花浸膏中的α-酸和β-酸的提取和提纯.南昌大学学报(理科版)25 2.2001,25(2),157-160. * |
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