CN101659651A - Method for preparing natural equivalent 3-hydroxyl-2-butanone dimer flavor - Google Patents
Method for preparing natural equivalent 3-hydroxyl-2-butanone dimer flavor Download PDFInfo
- Publication number
- CN101659651A CN101659651A CN200910066160A CN200910066160A CN101659651A CN 101659651 A CN101659651 A CN 101659651A CN 200910066160 A CN200910066160 A CN 200910066160A CN 200910066160 A CN200910066160 A CN 200910066160A CN 101659651 A CN101659651 A CN 101659651A
- Authority
- CN
- China
- Prior art keywords
- butanone
- hydroxyl
- dimer
- natural equivalent
- flavor
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Abstract
The invention provides a method for preparing natural equivalent 3-hydroxyl-2-butanone dimer flavor, belonging to the technical field of preparing natural equivalent 3-hydroxyl-2-butanone dimer flavor. The method takes a bio-fermentation acetaldehyde as a raw material and prepares the natural equivalent 3-hydroxyl-2-butanone dimer flavor by a composite catalyst and a polymerization and crystallization process; the dimer is white crystalline powder, the structure of the dimer is stable six-ring crystal, the purity of the product achieves more than 99%, the naturalness is 97%, the melting pointis not less than 80 DEG C, the aroma is pure, and the product is convenient for storage, transportation and usage. The method adopts a special pressure reactor, is easy to realize large-scale industrial production, reduces production cost and improves the quality of the product; and the product is mainly used for preparing essences of milk type, meat type and strawberry type, and can also be usedfor pharmaceutical intermediate.
Description
One, technical field:
The present invention relates to and adopting biological fermentation process acetaldehyde is the production method of raw material, especially natural equivalent 3-hydroxyl-2-butanone dimer spices preparation method.
Two, background technology:
3-hydroxyl-2-butanone (acetoin, methyl acetyl carbinol) has pleasant fat, cream, butter sample fragrance, is widely used in preparing milk flavoured type, meat odor type, strawberry flavor essence, also can be used for fine chemical products such as medicine intermediate.Its dimer is the polymer of six circular ring structures that formed through polymerizable crystallizable by two molecule 3-hydroxyl-2-butanone monomers, because of its satisfactory stability, is convenient to store, transportation and using, and 3-hydroxyl-2-butanone dimer progressively substitutes monomer whose on the world market in the recent period.
3-hydroxyl-2-butanone dimer is because of its good performance, and is continuous always to its research both at home and abroad, and main preparation methods has at present: the one, and extraction process, the one from natural goods, biological fermentation process also has a kind of chemical synthesis.3-hydroxyl-2-butanone is natural to be present in the plants such as cream, cocoa, strawberry, but few because of its content, is difficult to extraction, does not also realize industrialization at present in the world, only is in the research trial stage.Biological fermentation process prepares 3-hydroxyl-2-butanone spices and mainly contains: utilize sorbose bacterium etc. to act on the 2.3-butyleneglycol or act on sugar cane juice by fungies such as aspergillus tubigensis, Penicillium notatums and carry out selective oxidation and prepare 3-hydroxyl-2-butanone; Also useful α-acetylactis biosynthesizing 3-hydroxyl-2-butanone spices; These several biofermentation methods are because of the selection of its bacterial classification and active restriction etc., and unit scale is generally all little, and product purity is low, and unit scale is little, the product cost height.Chemical synthesis mainly is that employing 2.3-dimethyl diketone is the synthetic method of raw material both at home and abroad at present, and production technique respectively has characteristics, and useful in the world in addition thiazole salt and triazole species salt are done the bibliographical information of the synthetic acyloin compounds of catalyzer.This Technology combines the characteristics of biological fermentation process and chemical synthesis, provided a kind of brand-new preparation natural equivalent 3-hydroxyl-2-butanone dimer spices operational path, adopt biological fermentation process raw material acetaldehyde, synthetic and preparation natural equivalent 3-hydroxyl-2-butanone dimer spices under the composite catalyst effect.
Three, summary of the invention:
The purpose of this invention is to provide a kind of employing biological fermentation process acetaldehyde is feedstock production natural equivalent 3-hydroxyl-2-butanone dimer spices preparation method, it has overcome the shortcoming that other method exists, the object of the present invention is achieved like this, natural equivalent 3-hydroxyl-2-butanone dimer spices preparation method, magnetic stirring apparatus is being housed, thermometer, in the 1 liter stainless steel pressure reactor of tensimeter and heating and heat-obtaining device, add the acetaldehyde that biological fermentation process makes, add composite catalyst simultaneously, under certain temperature and pressure condition, strict control reaction temperature is at 45-180 ℃, control reaction pressure at 0.2-2.5Mpa, 3 hours reaction times.Reaction solution is removed the weight component through underpressure distillation get qualified 3-hydroxyl-2-butanone monomer, 3-hydroxyl-2-butanone monomer is again through programmed cooling, polymerizable crystallizable, Tc is controlled at-25-25 ℃, obtain 3-hydroxyl-2-butanone dimer, get qualified 3-hydroxyl-2-butanone dimer flavor through centrifugal and vacuum-drying again; Analyze 3-hydroxyl-2-butanone purity through gas chromatography and reached 99.4%, 3-hydroxyl-2-butanone dimer fusing point has reached 80 ℃.
Composite catalyst is made up of two kinds of components, and component 1 is a kind of thiazoles salt, and its structural formula is:
R in the structural formula
1Be alkyl, the aryl of 1-8 carbon atom, R
2Alkyl, aryl for 1-8 carbon atom; X in the structural formula
-Be halide-ions, as F-, Cl
-, Br
-, I
-Component 2 is a kind of carbonate promotor, as sodium salt, aluminium salt.
The mass ratio of raw material acetaldehyde and composite catalyst is 1000: 1 to 100: 1; Two kinds of constituent mass ratios of composite catalyst are 1: 1 to 1: 5; Temperature of reaction is 45-180 ℃, and the reaction times is 0.5-3 hour, and reaction pressure is 0.2-2.5Mpa, Tc is-and 25--45 ℃; Natural equivalent 3-hydroxyl-2-butanone dimer perfume monomer purity reaches more than 99%, and natural degree reaches 97%, and fusing point is not less than 80 ℃; 3-hydroxyl-2-butanone dimer is a white crystalline powder, and its structure is six comparatively stable annulus crystal, and its structural formula is:
2,3,5,6-tetramethyl--dioxane-2,5-glycol formal name used at school is:.
This method has adopted the special pressure reactor; the main material of this reactor is a stainless steel; design pressure 2.5MPa; design has the homogeneous distribution device and the magnetic stirring apparatus of special construction, makes the composite catalyst can uniform distribution, and reaction can safety and stability be carried out; be easy to large-scale production; reduce production costs, improve the quality of products, enhance one's market competitiveness.
Product purity can reach more than 99%, and natural degree reaches 97%, and product is a crystalline powder, and fusing point is not less than 80 ℃, and structure is six more stable annulus crystal, and fragrance is pure.Develop the special pressure reactor, can accomplish scale production, reduced cost, improved quality product, strengthened the market competitiveness.
Four, embodiment:
Natural equivalent 3-hydroxyl-2-butanone dimer spices preparation method, in 1 liter stainless steel pressure reactor of magnetic stirring apparatus, thermometer, tensimeter and heating and heat-obtaining device is housed, add the acetaldehyde that biological fermentation process makes, add composite catalyst simultaneously, under certain temperature and pressure condition, strict control reaction temperature is controlled reaction pressure at 0.2-2.5Mpa, 3 hours reaction times at 45-180 ℃.Reaction solution is removed the weight component through underpressure distillation get qualified 3-hydroxyl-2-butanone monomer, 3-hydroxyl-2-butanone monomer is again through programmed cooling, polymerizable crystallizable, Tc is controlled at-25-25 ℃, obtain 3-hydroxyl-2-butanone dimer, get qualified 3-hydroxyl-2-butanone dimer flavor through centrifugal and vacuum-drying again; Analyze 3-hydroxyl-2-butanone purity through gas chromatography and reached 99.4%, 3-hydroxyl-2-butanone dimer fusing point has reached 80 ℃.
Composite catalyst is made up of two kinds of components, and component 1 is a kind of thiazoles salt, and its structural formula is:
R in the structural formula
1Be alkyl, the aryl of 1-8 carbon atom, R
2Alkyl, aryl for 1-8 carbon atom; X in the structural formula
-Be halide-ions, as F-, Cl
-, Br
-, I
-Component 2 is a kind of carbonate promotor, as sodium salt, aluminium salt.
The mass ratio of raw material acetaldehyde and composite catalyst is 1000: 1 to 100: 1; Two kinds of constituent mass ratios of composite catalyst are 1: 1 to 1: 5; Temperature of reaction is 45-180 ℃, and the reaction times is 0.5-3 hour, and reaction pressure is 0.2-2.5Mpa, Tc is-and 25--45 ℃; Natural equivalent 3-hydroxyl-2-butanone dimer perfume monomer purity reaches more than 99%, and natural degree reaches 97%, and fusing point is not less than 80 ℃; 3-hydroxyl-2-butanone dimer is a white crystalline powder, and its structure is six comparatively stable annulus crystal, and its structural formula is:
2,3,5,6-tetramethyl--dioxane-2,5-glycol formal name used at school is:.
This method has adopted the special pressure reactor; the main material of this reactor is a stainless steel; design pressure 2.5MPa; design has the homogeneous distribution device and the magnetic stirring apparatus of special construction, makes the composite catalyst can uniform distribution, and reaction can safety and stability be carried out; be easy to large-scale production; reduce production costs, improve the quality of products, enhance one's market competitiveness.
The positive effect that the present invention reaches: provided a kind of natural equivalent 3-hydroxyl-2-for preparing The process that butanone dimer flavor is new, its composite catalyst can prepare with usual method. The 3-hydroxyl Base-2-butanone dimer flavor purity reaches more than 99%, and natural degree reaches 97%, and fusing point is not less than 80 ℃, fragrance is pure, and dimer is white crystalline powder, and structure is six comparatively stable annulus Crystal is convenient to store, transports and is used, and meets present international popular trend. Should by Special reverse Device can be accomplished scale production, and improves the quality of products, and reduces production costs, and strengthens market competition Ability; Product purity can reach more than 99%, and natural degree reaches 97%, and product is crystalline powder, Fusing point is not less than 80 ℃, and structure is six more stable annulus crystal, and fragrance is pure. Developed special use Pressure reactor can be accomplished scale production, and has reduced cost, has improved product quality, strengthens The market competitiveness.
Claims (7)
1. natural equivalent 3-hydroxyl-2-butanone dimer spices preparation method, it is characterized in that: in 1 liter stainless steel pressure reactor of magnetic stirring apparatus, thermometer, tensimeter and heating and heat-obtaining device is housed, add the acetaldehyde that biological fermentation process makes, add composite catalyst simultaneously, under certain temperature and pressure condition, strict control reaction temperature is controlled reaction pressure at 0.2-2.5Mpa, 3 hours reaction times at 45-180 ℃; Reaction solution is removed the weight component through underpressure distillation get qualified 3-hydroxyl-2-butanone monomer, 3-hydroxyl-2-butanone monomer is again through programmed cooling, polymerizable crystallizable, Tc is controlled at-25-25 ℃, obtain 3-hydroxyl-2-butanone dimer, get qualified 3-hydroxyl-2-butanone dimer flavor through centrifugal and vacuum-drying again.Analyze 3-hydroxyl-2-butanone purity through gas chromatography and reached 99.4%, 3-hydroxyl-2-butanone dimer fusing point has reached 80 ℃.
2. natural equivalent 3-hydroxyl-2-butanone dimer spices preparation method according to claim 1 is characterized in that: composite catalyst is made up of two kinds of components, and component 1 is a kind of thiazoles salt, and its structural formula is:
R in the structural formula
1Be alkyl, the aryl of 1-8 carbon atom, R
2Alkyl, aryl for 1-8 carbon atom; X in the structural formula
-Be halide-ions, as F-, Cl
-, Br
-, I
-Component 2 is a kind of carbonate promotor, as sodium salt, aluminium salt.
3. natural equivalent 3-hydroxyl-2-butanone dimer spices preparation method according to claim 1 and 2 is characterized in that: the mass ratio of raw material acetaldehyde and composite catalyst is 1000: 1 to 100: 1; Two kinds of constituent mass ratios of composite catalyst are 1: 1 to 1: 5.
4. natural equivalent 3-hydroxyl-2-butanone dimer spices preparation method according to claim 1 and 2 is characterized in that: temperature of reaction is 45-180 ℃, and the reaction times is 0.5-3 hour, and reaction pressure is 0.2-2.5Mpa, Tc is-and 25--45 ℃.
5. natural equivalent 3-hydroxyl-2-butanone dimer spices preparation method according to claim 1 and 2 is characterized in that: natural equivalent 3-hydroxyl-2-butanone dimer perfume monomer purity reaches more than 99%, and natural degree reaches 97%, and fusing point is not less than 80 ℃.
6. natural equivalent methyl acetyl carbinol dimer flavor preparation method according to claim 1 and 2, it is characterized in that: 3-hydroxyl-2-butanone dimer is a white crystalline powder, and its structure is six comparatively stable annulus crystal, and its structural formula is:
2,3,5,6-tetramethyl--dioxane-2,5-glycol formal name used at school is:.
7. natural equivalent 3-hydroxyl-2-butanone dimer spices preparation method according to claim 1 and 2, it is characterized in that: adopted the special pressure reactor, the main material of this reactor is a stainless steel, design pressure 2.5MPa, design has the homogeneous distribution device and the magnetic stirring apparatus of special construction, make the composite catalyst can uniform distribution, reaction can safety and stability be carried out.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200910066160A CN101659651A (en) | 2009-09-16 | 2009-09-16 | Method for preparing natural equivalent 3-hydroxyl-2-butanone dimer flavor |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200910066160A CN101659651A (en) | 2009-09-16 | 2009-09-16 | Method for preparing natural equivalent 3-hydroxyl-2-butanone dimer flavor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101659651A true CN101659651A (en) | 2010-03-03 |
Family
ID=41787925
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200910066160A Pending CN101659651A (en) | 2009-09-16 | 2009-09-16 | Method for preparing natural equivalent 3-hydroxyl-2-butanone dimer flavor |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101659651A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103159603A (en) * | 2013-02-28 | 2013-06-19 | 河南华龙香料有限公司 | Clean production method of 2,3-heptadione |
| CN105712972A (en) * | 2016-03-28 | 2016-06-29 | 沈阳化工大学 | Freezing crystallizing purification method for polyhydroxy dioxane compound |
| CN111317086A (en) * | 2018-12-13 | 2020-06-23 | 中国石油化工股份有限公司 | Method for preserving acetoin |
-
2009
- 2009-09-16 CN CN200910066160A patent/CN101659651A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103159603A (en) * | 2013-02-28 | 2013-06-19 | 河南华龙香料有限公司 | Clean production method of 2,3-heptadione |
| CN105712972A (en) * | 2016-03-28 | 2016-06-29 | 沈阳化工大学 | Freezing crystallizing purification method for polyhydroxy dioxane compound |
| CN111317086A (en) * | 2018-12-13 | 2020-06-23 | 中国石油化工股份有限公司 | Method for preserving acetoin |
| CN111317086B (en) * | 2018-12-13 | 2022-08-12 | 中国石油化工股份有限公司 | Method for preserving acetoin |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TWI301155B (en) | Process of producing cellooligosaccharide | |
| CN105348337B (en) | Stevia rebaudianum sugar derivatives prepared by a kind of stevioside bioconversion, preparation method and applications | |
| CN105820925B (en) | A kind of pit mud formula, pit mud and its manufacture craft of wine brewing | |
| CN103952264B (en) | A kind of Solid Fermentation of Uncooked Material, liquid distillate are prepared the method for white wine | |
| CN104529738B (en) | A kind of ubiquinone10extraction preparation method | |
| CN107418995A (en) | Ellagic acid prepared by a kind of granatanine liquid state fermentation and preparation method thereof | |
| CN101659651A (en) | Method for preparing natural equivalent 3-hydroxyl-2-butanone dimer flavor | |
| EP3045444A1 (en) | Method of preparing vanillin | |
| CN105541588B (en) | A kind of synthetic method of diacetyl | |
| CN102850409A (en) | Preparation method of D-arabinose | |
| CN114276233A (en) | Refining and purifying method and purifying device for crude L-lactic acid | |
| CN104120061B (en) | White wine of liquid to ferment the aging method preparing white spirit by solid state method through second time | |
| CN101037432A (en) | Preparation method of biochemistry method natural equivalent methyl acetyl raw alcohol dimmer aromatics | |
| CN101550118B (en) | Synthetic process for vitamin C sodium salts | |
| CN110305913B (en) | Method for producing tetramethylpyrazine from sugar raw material | |
| CN104326918B (en) | Fluoro- 4- hydroxyls -5- nitros -1- phenyl butanone of compound 3- and preparation method thereof and agricultural biological activity | |
| WO2007073240A1 (en) | Catalyst, a method for the production thereof and a dihydroxyalkane production method | |
| CN102115768A (en) | Method for producing hexadecanedioic acid by synchronously fermenting n-hexadecane with microbe | |
| CN102154077B (en) | Method for preparing esterifying solution required in culture of cellar mud for Luzhou-flavor liquor | |
| CN106631787A (en) | Production method of eugenyl acetate | |
| CN101792379B (en) | Method for preparing 2-nonanone | |
| CN103911399A (en) | Method for producing vanillin based on transformation of isoeugenol by microorganisms | |
| JP2009215231A (en) | Method of preparing crystalline 1,5-d-anhydroglucitol | |
| CN106011178B (en) | A method of β-farnesene is prepared using sugared sorghum stalk and sugarcane produced by fermenting waste residues | |
| CN112358433A (en) | Method for preparing 5-hydroxytryptamine hydrochloride by using enzyme-catalyzed fermentation broth containing 5-hydroxytryptamine |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Open date: 20100303 |