CN103588633B - The preparation technology of 5 (6)-decylenic acids - Google Patents
The preparation technology of 5 (6)-decylenic acids Download PDFInfo
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- CN103588633B CN103588633B CN201310590230.3A CN201310590230A CN103588633B CN 103588633 B CN103588633 B CN 103588633B CN 201310590230 A CN201310590230 A CN 201310590230A CN 103588633 B CN103588633 B CN 103588633B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
Abstract
The invention discloses a kind of preparation technology of 5 (6)-decylenic acids, it comprises the steps: that, with fourth position decalactone for raw material, take acid as catalyzer, temperature of reaction is between 30-280 DEG C, reaction 0.5-10 hour, temperature of reaction is preferably between 140-200 DEG C.This process products no-sundries of the present invention, pollution-free, purity is high, fragrance is good, equipment and simple, method is extremely simple.Product is applicable to polytype essence such as preparation milk, cream, Yoghourt and strawberry, applies very extensive.
Description
Technical field
The invention belongs to food and technical field of beverage preparation, in particular to the preparation technology of 5 (6)-decylenic acids.
Background technology
Milk lactone is 5 (6)-decylenic acid mixtures, English name: 5 (6)-decenoic acid are a kind of foodstuff additive with milk fragrance.It is actually a kind of unsaturated fatty acids, and this minute quantity unsaturated fatty acids can produce milk fragrance, gives off a strong fragrance, and lasting fragrance can be widely used in the food such as milk, cream, chocolate, cheese as spices.5 (6)-decylenic acid trade names are milk lactone, be the accreditation of flavouring agent producer association of the U.S. safe edible spices (No. FEMA: 3742), also meet GB2760-2011 " foodstuff additive use standard " numbering: S1302 simultaneously.It has strong milk fragrance, and lasting fragrance, be the important source material of the type essence preparations such as milk, cream, cheese.
In addition milk lactone boiling point is high, can be used in bakery, easy to be destroyed unlike composite milk flavour, because range of application is extremely extensive, consumption is large, the common report of the study on the synthesis about 5 (6)-decylenic acids, in existing method, have patent " synthesis of 5 (6)-decylenic acids " (CN1266841), its operational path is with pimelinketone and butyraldehyde for raw material, and the reaction through series of complex obtains; There is patent " a kind of novel process preparing decenal " (CN1426992), this invention provides a kind of technique preparing decylenic acid, for raw material carries out alkaline condensation with aldehydes and cyclic ketones, product after condensation is carried out selective hydrogenation using palladium carbon as catalyzer, then hydrogenation products is reacted obtained further; Have patent " synthesis of 5 (6)-decylenic acids " (CN1597655A), be with pimelinketone and butyraldehyde-n for first raw material prepares intermediate 2-butyl cyclohexanone, then obtained through complex reaction by 2-butyl cyclohexanone.
Its several method all have synthetic route long and complicated, yield is low, cost is high, and owing to using alkali condensation to pollute the shortcomings such as larger, limits a large amount of production.
Summary of the invention
The object of the invention is to provide the novel method of preparation 5 (6)-decylenic acid, reduces technological process, improves productive rate, reduces aftertreatment cost.In order to realize object of the present invention, intend adopting following technical scheme:
One aspect of the present invention relates to a kind of preparation technology of 5 (6)-decylenic acids, it is characterized in that comprising the steps:
With fourth position decalactone for raw material, take acid as catalyzer, temperature of reaction is between 30-280 DEG C, and reaction 0.5-10 hour, temperature of reaction is preferably between 140-200 DEG C.
In a preferred embodiment of the present invention, described acid is phosphoric acid, and wherein the concentration of phosphoric acid is 50-90%, and in pure acid, phosphoric acid add-on is material total amount 8-16%.Preferably, the catalyzed reaction time is 4-6 hour.
In another preferred embodiment of the present invention, described acid is sulfuric acid, and wherein the concentration of sulfuric acid is 95%-98%, and in pure acid, the add-on of sulfuric acid is the 5-15% of material total amount.Preferably, the catalyzed reaction time is 3-4 hour.
In a preferred embodiment of the present invention, extra solvent is not added in described reaction.
In another preferred embodiment of the present invention, described technique also comprise reaction terminate after cooling, wash material and underpressure distillation step.
Technical scheme of the present invention is by fourth position decalactone cracking for 5 (6)-decylenic acids, without the need to any solvent during cracking, without any by product, product purity is high, the yield height of milk lactone can reach >=and 95%, this product is widely used in food and beverage, is applicable to the broad variety essence such as preparation cream, dairy products, Yoghourt and strawberry.
Adopt that 5 (6)-decylenic acid preparation costs of method gained of the present invention are low, purity is high, fragrance good, simple to operate, substantially reduce the production time, improve preparation efficiency.
Embodiment
The specific embodiment of the present invention is described in detail below in conjunction with technical scheme
The preparation of embodiment 1:5 (6)-decylenic acid
Add 500 g fourth position decalactones in a kettle., catalyzer 88% phosphoric acid 50 g, open and stir, be warming up to 190 ± 3 DEG C, insulation reaction 3 hours, reaction terminates rear cooling, washes material 2-3 time, underpressure distillation with clear water, can obtain 5 (6)-decylenic acids (milk lactone) 478 grams.The present invention detects and uses advanced GC-MS(gas, matter coupling) detect, detected result 5 (6)-decylenic acid content is 92.41%.
The preparation of embodiment 2:5 (6)-decylenic acid
When stir 10 g phosphoric acid (88%) are slowly joined in 6.0 g water, system 55% phosphoric acid.
Add 300 g fourth position decalactones in a kettle., catalyzer 55% phosphatase 11 8 g, open and stir, be warming up to 165 ± 3 DEG C, insulation reaction 5 hours, reaction terminates rear cooling, washes material, underpressure distillation, can obtain 5 (6)-decylenic acids (milk lactone) 287.3 grams.The present invention detects and uses advanced GC-MS(gas, matter coupling) detect, detected result 5 (6)-decylenic acid content is 92.24%.
The preparation of embodiment 3:5 (6)-decylenic acid
Add 600 g fourth position decalactones in a kettle., catalyzer 98% sulfuric acid 15 g, open and stir, be warming up to 140 ± 3 DEG C, insulation reaction 3.5 hours, reaction terminates rear cooling, washes material, underpressure distillation, can obtain 5 (6)-decylenic acids (milk lactone) 581.4.The present invention detects and uses advanced GC-MS(gas, matter coupling) detect, detected result 5 (6)-decylenic acid content is 92.53%.
The above is the preferred embodiment of the present invention; it should be pointed out that for those skilled in the art, under the prerequisite not departing from principle of the present invention; can also make some improvements and modifications, these improvements and modifications also should be considered as protection scope of the present invention.
Claims (3)
1. a preparation technology for 5 (6)-decylenic acids, is characterized in that comprising the steps:
With fourth position decalactone for raw material, take acid as catalyzer, temperature of reaction is between 140-200 DEG C, and described acid is phosphoric acid, and wherein the concentration of phosphoric acid is 50-90%, and in pure acid, phosphoric acid add-on is material total amount 8-16%; The catalyzed reaction time is 4-6 hour; Extra solvent is not added in described reaction.
2. a preparation technology for 5 (6)-decylenic acids, is characterized in that comprising the steps:
With fourth position decalactone for raw material, take acid as catalyzer, temperature of reaction is between 140-200 DEG C, and described acid is sulfuric acid, and wherein the concentration of sulfuric acid is 95%-98%, and in pure acid, the add-on of sulfuric acid is the 5-15% of material total amount; The catalyzed reaction time is 3-4 hour; Extra solvent is not added in described reaction.
3. preparation technology according to claim 1 and 2, described preparation technology also comprise reaction terminate after cooling, wash material and underpressure distillation step.
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| CN201310590230.3A CN103588633B (en) | 2013-11-22 | 2013-11-22 | The preparation technology of 5 (6)-decylenic acids |
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| CN201310590230.3A CN103588633B (en) | 2013-11-22 | 2013-11-22 | The preparation technology of 5 (6)-decylenic acids |
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| CN103588633B true CN103588633B (en) | 2015-08-05 |
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| CN110143866A (en) * | 2019-06-12 | 2019-08-20 | 广东广益科技实业有限公司 | 5 (6)-decylenic acid synthetic method |
| CN110128259A (en) * | 2019-06-12 | 2019-08-16 | 广东广益科技实业有限公司 | 5 (6)-decene acid production process |
| CN110156592B (en) * | 2019-06-12 | 2022-09-13 | 广东广益科技实业有限公司 | Method for purifying 5(6) -decenoic acid |
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| JPS59116247A (en) * | 1982-12-23 | 1984-07-05 | Soda Koryo Kk | Preparation of unsaturated fatty acid |
| CN1184186C (en) * | 2001-12-18 | 2005-01-12 | 上海家化（集团）有限公司 | Technology of preparing caproleic acid |
| CN1291966C (en) * | 2004-07-19 | 2006-12-27 | 大连金菊化工厂 | Synthesis of 5(6) caproleic acid |
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Address after: Hangzhou City, Zhejiang Province, 311201 blocks south of Xiaoshan Economic Development Zone, Jiang Road No. 18 Patentee after: ZHEJIANG ARTSCI BIOTECHNOLOGY Co.,Ltd. Address before: Hangzhou City, Zhejiang Province, 311201 blocks south of Xiaoshan Economic Development Zone, Jiang Road No. 18 Patentee before: ARTSCI BIOLOGY TECHNOLOGIES (ZHEJIANG) Corp. |
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Address after: 311201 No. 18 Chunchao Road, Qiaonan District, Xiaoshan Economic Development Zone, Hangzhou City, Zhejiang Province Patentee after: Hangzhou Ansai Biotechnology Co.,Ltd. Address before: 311201 No. 18 Chunchao Road, Qiaonan District, Xiaoshan Economic Development Zone, Hangzhou City, Zhejiang Province Patentee before: Hangzhou Ansai Biotechnology Co.,Ltd. |
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Address after: 311201 No. 18 Chunchao Road, Qiaonan District, Xiaoshan Economic Development Zone, Hangzhou City, Zhejiang Province Patentee after: Hangzhou Ansai Biotechnology Co.,Ltd. Address before: 311201 No. 18 Chunchao Road, Qiaonan District, Xiaoshan Economic Development Zone, Hangzhou City, Zhejiang Province Patentee before: ZHEJIANG ARTSCI BIOTECHNOLOGY Co.,Ltd. |
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