CN1844339A - Aromatic composition extracted from Cymbidium goeringii Rchb. f. and extracting method therefor - Google Patents
Aromatic composition extracted from Cymbidium goeringii Rchb. f. and extracting method therefor Download PDFInfo
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Abstract
This invention discloses an aroma-producing compound from Cymbidium goeringii and the extraction method thereof. The compound comprises octadecatrienoic aldehyde,nerolidol,dibutylphthalate,heptacosane,pentadecanoic acid,pentadecanoic acid,hexadecanoic acid(palmic acid),oleic acid,linolic acid and cyclohexadecane. The aroma-producing compound is extracted from the flowers of Cymbidium goeringii by the following steps: leaching and filtering, reflux leaching, filtering, combined seperation, volatilized speration, concentration and drying. The main discovery is the octadecatrienoic aldehyde, a critical aroma-producing substance. Besides, the extraction rate of the aroma-producing substances is pretty high, with the content upto 30% by using octadecatrienoic aldehyde and nerolidol as the major aroma-producing product. The components of this invention has satisfied the basic requirements as natural flavoring, and can be used in flavoring agents, perfume, scent emitting objects and bath articles, allowing this natural perfume for industrial application.
Description
Technical field
The present invention relates to a kind of composition that from plant, extracts and extracting method thereof, especially relate to a kind of from Herba Cymbidii Goeringii, extract be fragrant composition and extracting method thereof.
Background technology
The cultivation of Chunlan is in the existing thousands of years history of China.Fragrant thoroughwort has flower in different poses and with different expressions, the leaf of attitude gracefulness, and the fragrance of a flower of strong fragrant Qingyuan City is firmly got liking of people.Fragrant thoroughwort has incorporated the development process of the Chinese nation as a kind of impersonate spiritual carrier, has carried the abundant and lofty cultural connotation that is imbued with oriental color again.
Chunlan is that blue Chunlan (c.gocringii) is given birth on the ground in the orchid family (orchidactac) Cymbidium (cymlidium) plant.The fragrance of a flower of Chunlan is deep and remote far pure, beyond challenge, Confucius be called " king's perfume (or spice) ", the descendant is called " state's perfume (or spice) ", " first perfume (or spice) ".Over the past thousands of years, people are ultimate attainment to blue fragrant high praise, and still, what the essence of Lan Xiang is, fails to be seen in ancient books and records so far, and so-called " Lan Xiang " do not see have the people successfully to extract success yet.
In order to obtain " Lan Xiang ", many investigators adopt compatibility form configuration " Lan Xiang ", and in the hope of being used industrial, according to investigation, present commercially available orchid fragrance formulations is as follows:
Geraniol 20 gram jasmals 6 grams
Phenylethyl alcohol 3 gram sweet orange oils 5 grams
Jononeionone 10 gram Oils, bergamot peels 5 grams
Vanillin 1 gram Whitfield's ointment isobutyl fat 50 grams---(" essence and flavoring agent production technology question and answer)) in January, 2006 first version, Xiang Baorong work)
On this basis, can prepare orchid perfume, orchid odor type products such as orchid toilet water.Above-mentioned prescription is prepared with synthetic perfume and natural perfume for the fragrant pure natural orchid perfume (or spice) absolutely not of imitative orchid, and fragrance is too strong and not have imprisoning of blue perfume far pure, is not Lan Xiang in essence.
Obviously, how to obtain a kind of natural " Lan Xiang " material, become current needing to be resolved hurrily and unsolved technical problem.
Summary of the invention
The objective of the invention is to overcome the shortcoming of above-mentioned prior art and provide a kind of from Herba Cymbidii Goeringii, extract natural to be fragrant composition, another object of the present invention is to provide a kind of extracting method of said composition.
The applicant finds in research process: blue perfumery matter is as a kind of information substance that makes pleased Wyatt, and is contained very little in orchid, and it is obviously different that its physical aspect and general spices mostly are the buttery characteristics, its extraction, and enrichment separates all very difficult.Through repeatedly experiment and careful contrast and operation, designed following effective extracting method, this method consists essentially of following steps:
(1) leaching is filtered: the fresh flower of Chunlan is placed sherwood oil leaching 24-48 hour, filter leaching liquid then and obtain filtered liquid and flower slag for the first time;
(2) reflux leaching, filter: will spend slag to place sherwood oil, treat that the complete cooled and filtered leaching liquid of leaching liquid obtains filtered liquid and residue for the second time in leaching 4-5 hour that refluxes below 70 ℃;
(3) merge to separate: with above-mentioned first time filtered liquid and for the second time filtered liquid merge and place thickener, below 35 ℃, pressure be-0.06～-0.08MPa concentrates this amalgamation liquid, the extraction sherwood oil obtains concentrated solution;
(4) volatile matter from: above-mentioned concentrated solution is placed volatilizer, naturally the volatilization 36-48 hour, remove unrecovered oil ether and obtain wax;
(5) concentrate drying: place container fully dissolving below 50 ℃ above-mentioned wax with 20 times of dehydrated alcohols, be cooled to 20 ℃ and carry out suction filtration again, obtain floral wax and suction filtration liquid, again suction filtration liquid vacuum concentration is removed dehydrated alcohol, obtain enriched material, dry enriched material gets light yellow paste finished product, i.e. this composition after 48 hours.
Through Analytical Test Center, Chengdu Branch, Chinese Academy of Sciences's test (adopting the gas chromatography-mass spectrography determination and analysis), this composition contains following component and weight percentage:
18 carbon, three olefine aldehydrs 24～26%
Nerolidol 1～2%
Dibutyl phthalate (DBP) 0～4%
Heptacosanol 19～20%
Pentadecylic acid 2～4%
Hexadecanoic acid (palmitinic acid) 8～10%
Oleic acid 4～6%
Linolic acid 22～26%
Ring n-Hexadecane 14～16%
Wherein, the main body aroma-producing substance is 18 carbon, three olefine aldehydrs and nerolidol, and the content sum of two kinds of materials is near 30%.
(a kind of sesquiterpenoid, molecular formula is nerolidol: C
15H
26O, the rice yellow liquid) is a kind of valuable spices, has the faint fragrance of a flower similar in appearance to rose and apple, has very sweet, clear bright, persistent fragrance, can be used for disposing rose type, Syringa oblata Lindl. type essence, also can be used as foodstuff additive and medicine intermediate, is a kind of known aroma-producing substance, and it is also extensive completely in industrial application;
18 carbon, three olefine aldehydrs (9Z, 12Z 15Z), disclose the biomimetic synthesis method of this material on " agricultural chemicals pharmacy newspaper " 2002 the 2nd phases the 4th volume, it is one of major ingredient of fall webworms pheromone, up to now, nobody with it as aroma-producing substance.As a kind of aldehyde material, according to aldehydes fragrance material essential characteristic: " low grade aldehyde has strong unhappy smell, and along with the relative molecular weight of aldehyde increases, pleasant smell begins to occur stink thereupon weakening---."---" essence and flavoring agent production technology question and answer " 61-63 page or leaf.Aldehydes spices mostly is the aldehyde of 10-11 carbon atom, mostly be fruit aroma, and senior aldehyde such as farnesal are aldehyde, it is a kind of very precious monomer perfume, be strong flowery odour,, can infer that 18 carbon, three olefine aldehydrs are a kind of aroma-producing substances according to this characteristic, also prove in conjunction with Chengdu Branch of Chinese Academy of Sciences examining report and experimental phenomena simultaneously: vaccenic acid three aldehyde have extremely fragrant flowery odour and fragrant and sweet flavor, can be used as spices and use.
Wherein, dibutyl phthalate (DBP) (C
16H
22O
4Also claim DBP) be colourless transparent liquid, have fragrance (for milk flavoured type fragrance) smell, non-volatile, the solubleness in water 0.03% (25 ℃) all has very strong dissolving power to various kinds of resin, it also is a kind of aroma-producing substance, is the solvent and the fixing agent of spices;
Wherein, the concomitant product that is accompanied by above-mentioned aroma-producing substance has:
The fatty acid material that contains: pentadecylic acid, ring n-Hexadecane, linolic acid, oleic acid, palmitinic acid.Above material outside the division ring n-Hexadecane, is unsaturated fatty acids, is present in the various plant materialss, is the indispensable nutritive substance of human body.The ring n-Hexadecane extensively is present in the organism stable in properties.
Heptacosanol: for senior skin fat alcohol has strong effect to organism, character is similar with policosanol to triacontanol price quote.
Think by above: above-mentioned concomitant product can not cause negative impact to aroma-producing substance.
The present invention has following advantage than prior art:
By extracting method provided by the invention, successfully from the fresh flower of Chunlan, extracted aroma-producing substance, most importantly, found this main aroma-producing substance of 18 carbon, three olefine aldehydrs, and, aroma-producing substance extraction yield of the present invention is also higher, and for being fragrant main body thing, its content almost reaches 30% with 18 carbon, three olefine aldehydrs and nerolidol; Substances content such as unsaturated fatty acids such as pentadecylic acid, linolic acid, oleic acid, palmitinic acid and ring n-Hexadecane reach 50%, are the indispensable nutritive substance of human body; Has biological roborant high fatty alcohol Heptacosanol, content reaches 20%, moiety of the present invention has satisfied the basic demand as natural perfume, can apply to spices, perfume by existing method, put in fragrant body, the bath article, this natural " Lan Xiang " is able in industrial application.
Embodiment
The present invention is described in further detail below in conjunction with embodiment, but the present invention has more than and is limited to these examples:
Embodiment 1: the method for compositions of from Herba Cymbidii Goeringii, extracting, and this method is carried out as follows:
(1) leaching is filtered: it is 60-90 ℃ sherwood oil leaching 24-48 hour that the fresh flower of Chunlan is placed boiling point, and wherein, the fresh flower of Chunlan and the ratio of sherwood oil are 1kg: 3L, filter leaching liquid then and obtain filtered liquid and flower slag for the first time;
(2) reflux leaching, filter: will spend slag to place boiling point is 60-90 ℃ sherwood oil, wherein, the ratio of flower slag and sherwood oil is 1kg: 2L, in leaching 4-5 hour that refluxes below 70 ℃, treat that the complete cooled and filtered leaching liquid of leaching liquid obtains filtered liquid and residue for the second time;
(3) merge to separate: with above-mentioned first time filtered liquid and for the second time filtered liquid merge and place thickener, below 35 ℃, pressure be-0.06～-0.08MPa concentrates this amalgamation liquid, the extraction sherwood oil obtains concentrated solution;
(4) volatile matter from: above-mentioned concentrated solution is placed volatilizer, naturally the volatilization 36-48 hour, remove unrecovered oil ether and obtain wax;
(5) concentrate drying: place container fully dissolving below 50 ℃ above-mentioned wax with 20 times of dehydrated alcohols, be cooled to 20 ℃ and carry out suction filtration again, obtain floral wax and suction filtration liquid, again suction filtration liquid vacuum concentration is removed dehydrated alcohol, obtain enriched material, dry enriched material gets light yellow paste finished product, i.e. this composition after 48 hours.
Through Analytical Test Center, Chengdu Branch, Chinese Academy of Sciences's test (adopting the gas chromatography-mass spectrography determination and analysis), this composition contains following component and weight percentage, sees Table 1.
Table 1: the component of the present composition and weight percentage table
| The component title | Weight content (%) |
| 18 carbon, three olefine aldehydr (C 18H 30O) | 24.45 |
| Nerolidol (C 15H 26O) | 1.18 |
| Dibutyl phthalate (DBP) (C 16H 22O 4) | 3.62 |
| Heptacosanol (C 27H 56O) | 19.00 |
| Pentadecylic acid (C 15H 30O 2) | 2.35 |
| Palmitinic acid (C 16H 32O 2) | 8.37 |
| Oleic acid (C 18H 34O 2) | 4.02 |
| Linolic acid (C 18H 32O 2) | 22.61 |
| Ring n-Hexadecane (C 16H 32) | 14.40 |
Embodiment 2: the method for compositions of from Herba Cymbidii Goeringii, extracting, and this method is carried out as follows:
(1) leaching is filtered: it is 60-90 ℃ sherwood oil leaching 24-48 hour that the fresh flower of Chunlan is placed boiling point, and wherein, the fresh flower of Chunlan and the ratio of sherwood oil are 1kg: 3L, filter leaching liquid then and obtain filtered liquid and flower slag for the first time;
(2) reflux leaching, filter: will spend slag to place boiling point is 60-90 ℃ sherwood oil, wherein, the ratio of flower slag and sherwood oil is 1kg: 2L, in leaching 4-5 hour that refluxes below 70 ℃, treat that the complete cooled and filtered leaching liquid of leaching liquid obtains filtered liquid and residue for the second time;
(3) merge to separate: with above-mentioned first time filtered liquid and for the second time filtered liquid merge and place thickener, below 35 ℃, pressure be-0.06～-0.08MPa concentrates this amalgamation liquid, the extraction sherwood oil obtains concentrated solution;
(4) volatile matter from: above-mentioned concentrated solution is placed volatilizer, naturally the volatilization 36-48 hour, remove unrecovered oil ether and obtain wax;
(5) concentrate drying: place container fully dissolving below 50 ℃ above-mentioned wax with 20 times of dehydrated alcohols, be cooled to 20 ℃ and carry out suction filtration again, obtain floral wax and suction filtration liquid, again suction filtration liquid vacuum concentration is removed dehydrated alcohol, obtain enriched material, dry enriched material gets light yellow paste finished product, i.e. this composition after 48 hours.
Through Analytical Test Center, Chengdu Branch, Chinese Academy of Sciences's test (adopting the gas chromatography-mass spectrography determination and analysis), this composition contains following component and weight percentage, sees Table 2.
Table 2: the component of the present composition and weight percentage table
| The component title | Weight content (%) |
| 18 carbon, three olefine aldehydr (C 18H 30O) | 24.55 |
| Nerolidol (C 15H 26O) | 1.66 |
| Dibutyl phthalate (DBP) (C 16H 22O 4) | 0 |
| Heptacosanol (C 27H 56O) | 19.50 |
| Pentadecylic acid (C 15H 30O 2) | 2.25 |
| Palmitinic acid (C 16H 32O 2) | 9.11 |
| Oleic acid (C 18H 34O 2) | 4.52 |
| Linolic acid (C 18H 32O 2) | 24.11 |
| Ring n-Hexadecane (C 16H 32) | 14.30 |
The present invention can be used for leaching filtration or reflux leaching, filtration step after isolated sherwood oil reclaims in merging separating step once more.
Moiety of the present invention satisfies the basic demand as natural perfume, can apply to spices, perfume by existing method, put in fragrant body, the bath article.
Claims (11)
1, a kind of from Herba Cymbidii Goeringii, extract be fragrant composition, it is characterized in that containing at least 18 carbon, three olefine aldehydrs and nerolidol.
2, according to right 1 described composition, it is characterized in that also containing dibutyl phthalate (DBP).
3, according to the arbitrary composition among the claim 1-2, it is characterized in that also containing Heptacosanol.
4,, it is characterized in that also containing pentadecylic acid, hexadecanoic acid (palmitinic acid), oleic acid and linolic acid according to the arbitrary composition among the claim 1-3.
5,, it is characterized in that also containing the ring n-Hexadecane according to the arbitrary composition among the claim 1-4.
6,, it is characterized in that containing the component of following weight percent according to the arbitrary composition among the claim 1-5:
18 carbon, three olefine aldehydrs 24～26%
Nerolidol 1～2%
Dibutyl phthalate (DBP) 0～4%
Heptacosanol 19～20%
Pentadecylic acid 2～4%
Hexadecanoic acid (palmitinic acid) 8～10%
Oleic acid 4～6%
Linolic acid 22～26%
Ring n-Hexadecane 14～16%
7,, it is characterized in that consisting essentially of following steps as the extracting method of the arbitrary composition among the claim 1-6:
(1) leaching is filtered: the fresh flower of Chunlan is placed sherwood oil leaching 24-48 hour, filter leaching liquid then and obtain filtered liquid and flower slag for the first time;
(2) reflux leaching, filter: will spend slag to place sherwood oil, treat that the complete cooled and filtered leaching liquid of leaching liquid obtains filtered liquid and residue for the second time in leaching 4-5 hour that refluxes below 70 ℃;
(3) merge to separate: with above-mentioned first time filtered liquid and for the second time filtered liquid merge and place thickener, below 35 ℃, pressure be-0.06～-0.08MPa concentrates this amalgamation liquid, the extraction sherwood oil obtains concentrated solution;
(4) volatile matter from: above-mentioned concentrated solution is placed volatilizer, naturally the volatilization 36-48 hour, remove unrecovered oil ether and obtain wax;
(5) concentrate drying: place container fully dissolving below 50 ℃ above-mentioned wax with 20 times of dehydrated alcohols, be cooled to 20 ℃ and carry out suction filtration again, obtain floral wax and suction filtration liquid, again suction filtration liquid vacuum concentration is removed dehydrated alcohol, obtain enriched material, dry enriched material gets light yellow paste finished product, i.e. this composition after 48 hours.
8,, it is characterized in that the boiling point at described sherwood oil is 60-90 ℃ according to the extracting method in the claim 7.
9,, it is characterized in that the fresh flower of Chunlan in the leaching filtration step and the ratio of sherwood oil are 1kg: 3L according to the extracting method in claim 7 or 8.
10,, it is characterized in that spending the ratio of slag and sherwood oil in reflux leaching, filtration step is 1kg: 2L according to the extracting method in claim 7 or 8.
11,, it is characterized in that being used for once more after isolated sherwood oil reclaims in merging separating step leaching filtration or reflux leaching, filtration step according to the extracting method in claim 7 or 8.
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| CNB2006100208096A CN100516186C (en) | 2006-05-12 | 2006-05-12 | Aromatic composition extracted from Cymbidium goeringii Rchb. f. and extracting method thereof |
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| CNB2006100208096A CN100516186C (en) | 2006-05-12 | 2006-05-12 | Aromatic composition extracted from Cymbidium goeringii Rchb. f. and extracting method thereof |
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| CN100516186C CN100516186C (en) | 2009-07-22 |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102295989A (en) * | 2011-07-26 | 2011-12-28 | 中山大学 | Method for removing phthalates from animal fat and vegetable oil |
| CN103190693A (en) * | 2013-04-19 | 2013-07-10 | 安徽中烟工业有限责任公司 | Extracting method for tobacco flower extract and application thereof |
| CN113897244A (en) * | 2021-10-14 | 2022-01-07 | 深圳市兰科植物保护研究中心 | Preparation method and application of healthy cigarette spice |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1528360A (en) * | 2003-09-28 | 2004-09-15 | 单承仪 | Use of plant spearmint for peparing medicine for treating oral, Pharyngeal,esophagus inflammation and hemorrhagic diseases |
-
2006
- 2006-05-12 CN CNB2006100208096A patent/CN100516186C/en not_active Expired - Fee Related
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102295989A (en) * | 2011-07-26 | 2011-12-28 | 中山大学 | Method for removing phthalates from animal fat and vegetable oil |
| CN102295989B (en) * | 2011-07-26 | 2013-04-03 | 中山大学 | Method for removing phthalates from animal fat and vegetable oil |
| CN103190693A (en) * | 2013-04-19 | 2013-07-10 | 安徽中烟工业有限责任公司 | Extracting method for tobacco flower extract and application thereof |
| CN103190693B (en) * | 2013-04-19 | 2015-03-25 | 安徽中烟工业有限责任公司 | Extracting method for tobacco flower extract and application thereof |
| CN113897244A (en) * | 2021-10-14 | 2022-01-07 | 深圳市兰科植物保护研究中心 | Preparation method and application of healthy cigarette spice |
| CN113897244B (en) * | 2021-10-14 | 2023-10-27 | 深圳市兰科植物保护研究中心 | Preparation method and application of cigarette spice |
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| CN100516186C (en) | 2009-07-22 |
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