JP2013216831A - Method for producing natural flavor excellent in preservability - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a method for producing a natural flavor with improved shelf stability, which is produced by a steam distillation method.SOLUTION: A method for producing a natural flavor excellent in shelf stability comprises: passing a condensate, which is obtained by performing steam distillation of a plant raw material containing an aroma component, through a synthetic adsorbent; and eluting a component adsorbed by the synthetic adsorbent with a ≥90% aqueous alcohol solution, thereby recovering the aroma component.

Description

  The present invention relates to a method for producing a natural fragrance having improved storage stability by suppressing hydrolysis and the like by reducing the contents of organic acids, organic bases and water that cause deterioration of the quality of plant-derived natural fragrance as much as possible. About.

As a factor that degrades the flavor of natural fragrances extracted from plant raw materials, structural changes accompanying decomposition of aroma components by hydrolysis are considered. This is because natural fragrances composed of organic compounds and esters are easily subjected to a hydrolysis reaction in the presence of water.
On the other hand, the organic acid originally contained in the plant raw material or the organic acid produced when the plant raw material is roasted serves as a catalyst for this hydrolysis reaction and promotes the decomposition of the natural fragrance. Therefore, acid hydrolysis has a faster decomposition rate than normal hydrolysis, and therefore, flavor deterioration of natural flavors occurs in a short period of time.
Acetic acid, citric acid, tartaric acid, etc. are mentioned as an organic acid contained in a plant raw material and used as a catalyst for the hydrolysis reaction. Among these, since acetic acid generated during roasting tea leaves and coffee beans has an irritating acid odor, it may adversely affect the flavor in addition to the catalytic effect of accelerating hydrolysis.

In the steam distillation method widely used in the production of fragrances, organic acids such as acetic acid having a relatively low boiling point and organic bases such as pyridine are distilled together with the fragrance components, and these are concentrated as a condensate together with the fragrance components. Since it is recovered in a state, high-concentration organic acids and organic bases induce a reaction such as hydrolysis, causing the quality of the resulting condensate (natural fragrance) to deteriorate.
Further, since the solvent for steam distillation is water, a large amount of water is also present in the condensate. However, the water itself also induces hydrolysis of the natural fragrance contained in the condensate.

Therefore, in order to improve the storage stability of the condensate, it is desirable to remove water, organic acids and organic bases from the recovered aroma obtained by steam distillation within a range that does not affect the inherent flavor.
Therefore, in the perfume industry, as a countermeasure against this, many various methods have been studied and reported so far in order to remove an organic acid or neutralize a low hydrogen ion concentration (pH) due to the organic acid.

For example, a method of separating an aroma component from acetic acid and removing acetic acid by a membrane separation method using a reverse osmosis membrane has been proposed (Patent Document 1).
In addition, in order to improve the storage stability of recovered incense with roasted fragrance, a method is proposed in which trehalose and / or vitamin C is added and their antioxidant effect prevents deterioration of fragrance and flavor during storage (Patent Document 2).

However, the conventional methods focus on the prevention of flavor deterioration rather than the suppression of the acid hydrolysis reaction itself, focusing on the removal of organic acids that adversely affect the flavor, removing water, which is a major factor other than organic acids It is not considered to do.
As a countermeasure against water, water can be removed from the fragrance by powdering the fragrance by drying. However, heating is essential in the perfume dry powder process. Therefore, since this method cannot be adopted for a fragrance that is susceptible to quality deterioration due to heat, the range of applicable fragrances is limited.
Therefore, until now, to improve the storage stability, it has been stored at low temperature or frozen, but such a method does not completely suppress the flavor deterioration of natural flavors only by slowing the reaction rate of the hydrolysis reaction. could not.

JP 2011-97832 A JP 2001-292721 A

  An object of the present invention relates to a vegetable flavor produced by a steam distillation method widely used as a method for obtaining essential oil from flowers, leaves, stems, etc. of plants, and is stable in storage without being dried, low temperature or frozen storage. It is providing the manufacturing method of the natural fragrance | flavor which improved.

That is, the present invention is as follows.
[1] A condensate obtained by steam distillation of a plant raw material containing an aromatic component is passed through a synthetic adsorbent, and the component adsorbed on the synthetic adsorbent is eluted with an aqueous alcohol solution having a concentration of 90% or more. A method for producing a natural fragrance excellent in storage stability, characterized by recovering components;

[2] A gas discharged without being condensed when steam-distilling a plant raw material containing an aromatic component is passed through a synthetic adsorbent, and the component adsorbed on the synthetic adsorbent is an aqueous alcohol solution having a concentration of 90% or more. A method for producing a natural fragrance excellent in storage stability, wherein the fragrance component is recovered by elution with

[3] 1) A condensate obtained by steam distillation of a plant raw material containing an aromatic component is passed through a synthetic adsorbent, and the component adsorbed on the synthetic adsorbent is eluted with an aqueous alcohol solution having a concentration of 90% or more. Step 1 for recovering condensed aroma components;
2) A gas discharged without being condensed during the steam distillation in step 1 is passed through a synthetic adsorbent different from that in step 1, and the component adsorbed on the synthetic adsorbent is an alcohol having a concentration of 90% or more. Step 2 of eluting with an aqueous solution to recover non-condensed aroma components;
3) Step 3 for obtaining a fragrance by mixing the condensed fragrance component recovered in Step 1 and the non-condensed fragrance component recovered in Step 2;
A method for producing a natural fragrance excellent in storage stability, comprising

And in said manufacturing method, the alcohol aqueous solution used for elution is ethanol aqueous solution with a density | concentration of 95-99%, and mixing of water is prevented by removing the water distilled at the beginning of elution.
Moreover, the plant raw material containing an aroma component is a tea-based material, barley, coffee beans, or a roasted product thereof.

Furthermore, the present invention is as follows.
[4] A method for producing a fragrance composition, comprising adding a natural fragrance of the same kind of raw material obtained by the above-mentioned production method to an extract of a plant material containing an aroma component;
[5] A food or drink comprising a natural fragrance or a fragrance composition obtained by the above production method.

According to the production method of the present invention, organic acids such as acetic acid, citric acid and tartaric acid and organic bases such as pyridine can be removed from the perfume. In particular, in the case of roasted coffee beans, acetic acid can be removed. Moreover, the water concentration in natural fragrance | flavor can be lowered | hung by using high purity alcohol with a density | concentration of 90% or more, especially ethanol in the case of elution from adsorption agent.
Therefore, it is stable even in refrigerated storage for 6 months, and has a strong volatile light scent compared to the conventional production method, and the overall titer is strong even in terms of raw materials.

It is process drawing which shows the manufacturing method of this invention. It is a spectrum figure which shows the component analysis result of a fragrance | flavor. The upper graph shows the spectrum of the fragrance obtained in Example 1, and the lower graph in Comparative Example 1.

Steam distillation is a separation method that uses boiling water at a temperature at which the sum of the partial pressure of the vapor of the substance and the partial pressure of the water vapor is equal to the atmospheric pressure when distilled through a water-free material. There is an advantage that distillation can be performed at a lower temperature than when distilled alone.
Steam distillation referred to in the present invention is a well-known and commonly used technique in the production of fragrances (Patent Office Gazette of Well-known and Conventional Techniques (fragrance) Part I. Fragrances General Issued on January 29, 1999 63p), normal pressure or reduced pressure Including steam distillation or superheated steam distillation, there is no particular limitation.
Accordingly, in addition to a normal steam distillation apparatus, an improved spinning cone column (SCC) extraction apparatus (a kind of gas-liquid countercurrent contact apparatus) can be used.

The steam distillation method generally used for extraction of natural fragrances has the following problems.
(1) In steam distillation, a low boiling point organic acid such as acetic acid is efficiently extracted together with an aromatic component.
(2) Due to the nature of steam distillation, the recovered component is condensed by cooling, and it depends on the boiling point of the substance. In other words, the low boiling point component that is difficult to condense is quite difficult in the steam distillation method. It cannot be recovered, and therefore the type of aromatic component obtained is determined, and it is not possible to recover a natural fragrance having a high titer without loss of low boiling point components. In other words, in general steam distillation, most of the aromatic components volatilized with the water vapor are liquefied by cooling and can be obtained as a distillate, but some very light aromatic components are exhausted to the outside without being liquefied. It was released as.

Regarding the above problem (2), in the present invention, by utilizing a gas containing a low-boiling aromatic component that could not be recovered by a condenser but was only exhausted to the outside, the disadvantage of steam distillation was eliminated. I decided to make up for it.
Specifically, after collecting the aromatic component (non-condensed aromatic component) in the gas exhausted outside without being condensed and the aromatic component contained in the condensate separately with a hydrophobic synthetic adsorbent, both In order to separate the organic acid, organic base, and water that pass without being adsorbed by the adsorbent from the aroma component, and to further desorb the adsorbed aroma component, a small amount of alcohol having a concentration of 90% or more By eluting with an aqueous solution (for example, methanol, ethanol, butanol, etc., particularly preferably ethanol), the non-condensed aroma component can be recovered at a high concentration together with the condensed aroma component.

Since the adsorption to the synthetic adsorbent is performed without heating, there is little influence of heat on the natural fragrance, which has been a problem in the dry powdering of the fragrance, and a fresher natural fragrance can be obtained.
In addition, since the aromatic component is adsorbed by the adsorbent and then eluted with high-purity alcohol, water contained in the aromatic component can be replaced with alcohol, and the water content in the aromatic can be significantly reduced.
The natural fragrance thus obtained does not contain organic acids such as acetic acid, and since water is also replaced with an organic solvent, it hardly remains and has excellent storage stability. Conventional problems can also be solved.

[1] Step of obtaining aroma components from condensate As shown in FIG. 1, in this step, plant materials containing aroma substances, that is, tea-based materials, barley, coffee, or roasted products thereof, particularly roasted coffee After distilling beans or their pulverized products with a steam distillation device, liquefy them with a condenser, pass the resulting condensate through a synthetic adsorbent, and elute the components adsorbed on the adsorption resin with high-purity alcohol. The concentrated aroma component is recovered.

  Examples of the synthetic adsorbent include organic synthetic adsorption resins such as a styrene-divinylbenzene copolymer, an ethyl vinylbenzene and divinylbenzene copolymer, and a polymer of 2,6-diphenyl-9-phenyl oxide. it can.

As a preferable example of such a synthetic adsorbent, a porous polymer resin having a surface area of, for example, about 300 m ² / g or more and a pore distribution of preferably about 10 to about 500 can be exemplified. Examples of the porous polymer resin corresponding to this condition include SP resins such as “Diaion (registered trademark) HP resin” manufactured by Mitsubishi Chemical Corporation, “Separbeads (registered trademark) SP-70” manufactured by Mitsubishi Chemical Corporation, and ROHM. -There is "XAD-4 (trade name)" manufactured by Haas and can be easily obtained in the market.
Also, methacrylic ester resins can be obtained as products such as “XAD-7 (trade name)” and “XAD-8 (trade name)” manufactured by Rohm Haas.
Among them, a synthetic adsorption resin of a styrene-divinylbenzene type, which is preferably a hydrophobic synthetic adsorption resin having a porous structure having no ion exchange group, for example, “SEPABEADS (registered trademark) SP-70” manufactured by Mitsubishi Chemical Corporation. be able to.

  Moreover, as a processing means for adsorbing the condensate described above to the synthetic adsorbent, either a batch method or a column method can be adopted, but the column method can be preferably adopted from the viewpoint of workability. As a method of adsorbing by the column method, for example, a condensate 1 to 1000 times the adsorbent is passed through a column packed with the above synthetic adsorbent at a flow rate of SV = 0.1 to 100 / h. Aroma components can be adsorbed by liquid.

Next, after the adsorbent is washed with water, an alcohol aqueous solution having a concentration of 90% or more is passed at a flow rate of SV = 0.1 to 100 / h for desorption, and the aroma component adsorbed on the adsorbent is removed. An aroma concentrate can be obtained by elution. The alcohol is preferably an aliphatic alcohol having 2 to 4 carbon atoms such as ethanol, propanol or butanol, particularly ethanol, from the viewpoints of safety to the human body and handleability.
In addition, the alcohol concentration needs to be 90% or more for removing water, preferably 90 to 99%, particularly preferably 95 to 99%.

[2] Step of obtaining aroma components exhausted without being condensed As shown in FIG. 1, in this step, plant materials containing aroma substances, that is, tea-based materials, barley, coffee or roasted products thereof, particularly A non-condensable gas that is exhausted without being condensed when steam-distilled roasted coffee beans or pulverized products thereof is passed through a synthetic adsorbent and eluted with high-purity alcohol for desorption, thereby removing non-condensed aroma components. to recover.

  About a synthetic adsorbent and alcohol, the thing similar to the synthetic adsorbent and alcohol used at the process 1 which obtains a condensed aroma component from a condensate can be used by the same method.

[3] Step of mixing condensed aromatic component and non-condensed aromatic component The condensed aromatic component and the non-condensed aromatic component recovered in the present invention can be used as natural fragrances as they are, but by mixing both For example, in the case of coffee beans, it is possible to prepare a natural fragrance having a more natural and brewing feeling.
That is, the condensed fragrance component recovered in Step 1 and the non-condensed fragrance component recovered in Step 2 can be mixed to obtain a fragrance excellent in storage stability. The mixing ratio is not particularly limited, but the weight ratio of the condensed aromatic component recovered in step 1 and the non-condensed aromatic component recovered in step 2 is preferably 1: 1 to 1000: 1.
The natural fragrance thus obtained does not contain organic acids such as acetic acid, and water is also substituted with alcohol, so that acid hydrolysis hardly occurs and storage stability is excellent. This problem can also be solved.

  Furthermore, the natural fragrance | flavor obtained with the manufacturing method of this invention can also be formulated and used as follows. Generally dissolved in a (mixed) solvent such as water, alcohol, glycerin, propylene glycol, triethyl citrate at a suitable concentration (specifically, water / ethanol, water / ethanol / glycerin, water / glycerin, etc. Or a dextrin, sucrose, pectin, chitin or the like can be added thereto. Furthermore, these can be concentrated to form a paste-like extract, and excipients (dextrin, etc.) can be added to the solution of various components and powdered by spray drying. Various dosage forms can be employed.

Moreover, various arrangements are possible by adding an existing fragrance to the fragrance component obtained in the present invention.
Examples of fragrances that can be added include ethyl acetoacetate, acetophenone, anisaldehyde, α-amylcinnam aldehyde, methyl anthranilate, ionone, isoeugenol, isoamyl isovalerate, ethyl isovalerate, allyl isothiocyanate, isothiocyanate 3 -Butenyl, 4-pentenyl isothiocyanate, benzyl isothiocyanate, 3-methylthiopropyl isothiocyanate, isothiocyanates, isobutanol, indole and its derivatives, γ-undecalactone, esters, 2-ethyl-3,5-dimethyl Pyrazine and 2-ethyl-3,6-dimethylpyrazine, ethyl vanillin, ethers, eugenol, octanol, octanal, ethyl octoate, isoamyl formate, geranyl formate, citronellyl formate, Cinnamate, ethyl cinnamate,

Methyl cinnamate, ketones, geraniol, isoamyl acetate, ethyl acetate, geranyl acetate, cyclohexyl acetate, citronellyl acetate, cinnamyl acetate, terpinyl acetate, phenethyl acetate, butyl acetate, benzyl acetate, l-menthyl acetate, linalyl acetate, methyl salicylate Allyl cyclohexylpropionate, citral, citronellal, citronellol, 1,8-cineole, fatty acids, higher aliphatic alcohols, higher aliphatic aldehydes, higher aliphatic hydrocarbons, cinnamyl alcohol, cinnamaldehyde, thioethers, Thiols, decanal, decanol, ethyl decanoate, terpineol, limonene, pinene, myrcene, tapinolene, terpene hydrocarbons, γ-nonalactone, vanillin, paramethylacetophenone, hy B carboxymethyl citronellal, hydroxy citronellal dimethyl acetal, piperonal, phenyl isoamyl acetate

, Isobutyl phenylacetate, ethyl phenylacetate, phenol ethers, phenols, furfural and derivatives thereof, propanol, propionic acid, isoamyl propionate, ethyl propionate, benzyl propionate, hexanoic acid, allyl hexanoate, ethyl hexanoate, heptane Ethyl acetate, l-perilaldehyde, benzyl alcohol, benzaldehyde, aromatic alcohols, aromatic aldehydes, d-borneol, maltol, methyl N-methylanthranylate, methyl β-naphthyl ketone, dl-menthol, l-menthol, In addition to synthetic or naturally derived fragrances such as butyric acid, isoamyl butyrate, ethyl butyrate, cyclohexyl butyrate, butyl butyrate, lactones, linalool,

Citrus essential oils such as orange, lemon, lime, grapefruit, fruit-based essential oils such as apple, banana, grape, melon, peach, pineapple, strawberry, milk-based extract flavors such as milk, cream, butter, cheese, yogurt, peppermint, Natural fragrances obtained from mint-based essential oils such as spearmint are exemplified, and are appropriately selected and used.
The addition amount of the fragrance is not particularly limited, but is generally 0.001 to 1.0% by mass, preferably 0.005 to 0.5% by mass, in the fragrance component obtained in the present invention. Most preferably, it is used in an addition amount of 0.01 to 0.1% by mass.

  The fragrance component of the present invention can be appropriately added at the processing stage of food and drink. The addition amount is not particularly limited, but generally, an addition amount of 0.001 to 10% (as an eluent) is appropriate for food and drink. From the viewpoint of adding within the range that does not affect the original flavor of food and drink, 0.005 to 5% is preferable, and 0.01 to 1% is particularly preferable.

  The aromatic component of the present invention can be used for various foods and drinks without any particular limitation. For example, fruits or processed products thereof, vegetables or processed products thereof, seafood or processed products thereof, paste products, cooked foods, prepared vegetables, snacks, delicacies, processed foods, nutritional foods, tea drinks and coffee drinks Taste drinks, fruit juice drinks, carbonated drinks, soft drinks, functional drinks, alcoholic drinks, ice cream, confectionery such as sherbet, desserts such as jelly, pudding, sheep cane, cookies, cakes, chocolate, chewing gum, buns, etc. , Breads such as confectionery bread and bread, jams, ramunes, tablets and tablet confectionery.

  EXAMPLES Next, although an Example is shown and this invention is demonstrated further more concretely, this invention is not limited to these Examples.

[Example 1]
After charging 7.5 kg of roasted coffee beans (commercial product) as a plant raw material into a steam distillation facility, steam distillation was performed until a condensate of 7.5 kg / h was obtained at a steam speed of 7.5 kg / h and a pressure inside the tank. .
Next, the condensate obtained by steam distillation was continuously passed through a 1.5 L synthetic adsorbent ("Separbeads SP-70 (trade name)" manufactured by Mitsubishi Chemical Corporation) so as to have the same speed as the distillation speed. Then, the aromatic component was adsorbed.
Here, “Separbeads (registered trademark) SP-70)” is a styrene-divinylbenzene-based synthetic adsorbent, an apparent density of 680 g / LR, a particle size distribution (250 μm or more) 90 or more, and a pore diameter of 0.25 mm. The nonionic porous polymer resin has a uniformity coefficient of 1.6 or less, a true specific gravity of 1.01, a pore volume of 1.6 mL / g, a specific surface area of 870 m ² / g, and a maximum frequency radius of 71 kg.

  Next, 2.25 kg of 99.5 v / v% ethanol was divided into 3 portions and passed through the adsorbent on which the aroma component was adsorbed at 4.5 kg / h to recover the condensed aroma component. At this time, the water distilled at the initial stage was removed as much as possible.

[Comparative Example 1]
After 7.5 kg of roasted coffee beans were charged into a steam distillation facility, steam distillation was performed until a condensate of 7.5 kg was obtained at a steam speed of 7.5 kg / h and a pressure inside the tank. Next, a condensate obtained by steam distillation was not passed through the synthetic adsorption resin, and a sample for evaluation was prepared by adding 2.5 kg of 99.5 v / v% ethanol.

[Test Example 1] (Sensory evaluation)
An evaluation product was prepared by adding the fragrance obtained in Example 1 and Comparative Example 1 to a syrup (sucrose solution) having a Brix value of 10, and six panelists performed sensory evaluation.
The evaluation method is a seven-step evaluation when the evaluation product of Comparative Example 1 is used as a control. Remarkably excellent flavor: 7 points Excellent flavor: 6 points Slightly excellent flavor: 5 points Control: 4 points Slight off-flavor odor: 3 points Off-flavor odor: 2 points Strong off-flavor odor: 1 point

  In Example 1, the overall titer was also strong, and it was found that the roasted feeling that brought out the characteristics of the raw coffee beans was strong. In particular, in Example 1 and Comparative Example 1, since the difference in sensory evaluation finally matches the perfume rate, improvement in aroma balance or the like is more effective than just a difference in titer. it is conceivable that.

[Test Example 2] (Evaluation of storage stability)
Immediately after the production of the evaluation products of Example 1 and Comparative Example 1, the state after 6 months of 6 ° C. frozen storage and after 6 months of −20 ° C. refrigerated storage was evaluated.

The evaluation of the titer was performed by sensory evaluation in a 7-step evaluation using 6 panelists as a control using the evaluation product of Comparative Example 1 immediately after production.
Remarkably strong overall flavor: 7 points Strong overall flavor: 6 points Slightly overall flavor: 5 points Same as control: 4 points Slightly overall flavor: 3 points Overall flavor Is weak: 2 points Remarkably weak overall flavor: 1 point

The quality was evaluated using the evaluation product of Comparative Example 1 immediately after production as a control, and 6 panelists evaluated it in a 7-step evaluation.
The fragrance has changed dramatically in the positive direction: 7 points
The fragrance is changing in a good direction: 6 points The fragrance is changing in a slightly better direction: 5 points
Equivalent to quality immediately after production: 4 points
Slightly deteriorated, but the fragrance is maintained: 3 points Deterioration is progressing and the fragrance is slightly changed: 2 points Deterioration is quite advanced and the fragrance is not maintained: 1 point

In the evaluation product of Comparative Example 1, the strength of the overall flavor is greatly reduced even in the frozen storage product of the 6-month storage product, and the roasted feeling of deep beans is halved, whereas the evaluation product of Example 1 is 6 In the monthly storage product, the strength of the flavor did not change so much, and the roasted feeling of deep beans was sufficiently retained. The evaluation product of Comparative Example 1 of the 6-month refrigerated product is not only the titer but also the quality is severely deteriorated and the flavor characteristics are not maintained at all. Although some deterioration was observed, the flavor characteristics could be maintained.
From these results, it was found that the stability of the evaluation product of Example 1 was very high as compared with the conventional steam distillation product.
That is, it was revealed that the storage stability of the fragrance is improved by eliminating water and organic acid during storage.

[Test Example 3] (Analysis of acetic acid in perfume)
The aroma component analysis of Example 1 and Comparative Example 1 was performed using a gas chromatograph mass spectrometer (GC-MS).
Analysis condition (A) Preparation method of analysis sample of aromatic component The sample obtained in Example 1 and Comparative Example 1 was adjusted with 95% ethanol so that the yield of raw material was the same, and used as an analysis sample.
Subsequently, TIC (total ion chromatogram) analysis by GC-MS was performed.
In Example 1 (upper part of FIG. 2), compared with Comparative Example 1 (lower part of FIG. 2), acetic acid (organic acid, indicated by ◆ in the figure) and pyridine (organic bases, indicated by ● in the figure). Is clearly decreasing.

[Example 2]
After 7.5 kg of roasted coffee beans were charged into a steam distillation facility, steam distillation was performed until a condensate of 7.5 kg was obtained at a steam speed of 7.5 kg / h and a pressure inside the tank.
Subsequently, the condensate obtained by steam distillation was continuously passed through a 1.5 L synthetic adsorbent ("Separbeads SP-70" manufactured by Mitsubishi Chemical Corporation) so as to have the same rate as the distillation rate.
On the other hand, non-condensed gas exhausted without being condensed during steam distillation is continuously ventilated to 0.15 L of organic synthetic adsorbent ("Separbeads SP-70" manufactured by Mitsubishi Chemical Corporation) so as to have the same speed as the vapor speed. did.
The adsorbent through which a predetermined amount of condensate was passed was passed through 3.25 kg of a 99.5 v / v% ethanol aqueous solution in three portions at 4.5 kg / h to recover the condensed aroma components. At this time, the water distilled at the initial stage was removed as much as possible.
On the other hand, 0.45 kg of a 99.5 v / v% aqueous ethanol solution was passed through the adsorbent on the non-condensed gas side in three portions at 0.9 kg / h to recover non-condensed aroma components.
Finally, a condensed fragrance component and a non-condensed fragrance component were mixed at a mass ratio of 5: 1 to obtain a fragrance.

[Test Example 4] (Sensory evaluation)
An evaluation product was prepared by adding the fragrance obtained in Example 2 to a syrup (sucrose solution) having a Brix value of 10, and six panelists performed sensory evaluation.
The evaluation method is a seven-step relative evaluation when the evaluation of Example 1 (only the condensed aromatic component before adding the non-condensed aromatic component) is 4.
Remarkably excellent flavor: 7 points Excellent flavor: 6 points Slightly excellent flavor: 5 points Control: 4 points Slight off-flavor odor: 3 points Off-flavor odor: 2 points Strong off-flavor odor: 1 point

The evaluation of the titer was conducted by sensory evaluation of 7 panel evaluations using Example 1 as a control.
Remarkably strong overall flavor: 7 points Strong overall flavor: 6 points Slightly overall flavor: 5 points Same as control: 4 points Slightly overall flavor: 3 points Overall flavor Is weak: 2 points Remarkably weak overall flavor: 1 point

  It has been found that the addition of the non-condensed aroma component increases the overall titer, reduces the phenolic roast fragrance before addition, and increases the light and sweet roast feeling. As a result, it has become possible to recover aroma components, which have been regarded as a drawback in steam distillation.

[Test Example 5]
In order to improve the storage stability of the fragrance produced by the steam distillation method, it is necessary to recover the fragrance component from the synthetic adsorbent to determine how much ethanol concentration is necessary (how much water is acceptable). Experiments on ethanol concentration (or water concentration) were performed and evaluated.

Test method The condensed aroma component of Example 1 which is known to have an ethanol concentration of 90% when the aroma component is recovered from the synthetic adsorbent is mixed with water to make prototypes having various moisture concentrations, and the temperature is 6 at 40 ° C. Abuse tests were conducted for one day (equivalent to a storage period of 6 months with refrigeration).
The effect of storage stability was judged by titer and quality. In particular, the quality was determined by the agreement of six sensory evaluators, paying attention to the presence or absence of coloring and precipitation.
The evaluation index was evaluated in seven stages using samples before storage adjusted to the respective water concentrations.

7: Remarkably higher than control.
6: Higher than control.
5: Slightly higher than the control.
4: Same as control 3: Slightly lower than control.
2: Low compared to control.
1: Remarkably low compared to the control.

  From the above results, the condition that the ethanol concentration is 90% or more (that is, the water concentration is 10% or less) is necessary for improving the storage stability, and as the water concentration increases, the change with time becomes severe and flavorful. It was revealed that there was a tendency to reduce the freshness of coffee beans and the sourness and fruitiness.

Claims (7)

  A condensate obtained by steam-distilling a plant material containing an aroma component is passed through a synthetic adsorbent, and the adsorbed component is eluted with an aqueous alcohol solution having a concentration of 90% or more to recover the aroma component. A method for producing a natural fragrance excellent in storage stability.   A gas discharged without being condensed when steam-distilling plant raw materials containing aromatic components is passed through the synthetic adsorbent, and the components adsorbed on the synthetic adsorbent are eluted with an aqueous alcohol solution having a concentration of 90% or more. A method for producing a natural fragrance having excellent storage stability, wherein the fragrance component is recovered. 1) A condensed liquid obtained by steam-distilling a plant raw material containing an aromatic component is passed through a synthetic adsorbent, and the component adsorbed on the synthetic adsorbent is eluted with an aqueous alcohol solution having a concentration of 90% or more. Recovering components 1;
2) A gas discharged without being condensed during the steam distillation in step 1 is passed through a synthetic adsorbent different from that in step 1, and the component adsorbed on the synthetic adsorbent is an alcohol having a concentration of 90% or more. Step 2 of eluting with an aqueous solution to recover non-condensed aroma components;
3) Step 3 for obtaining a fragrance by mixing the condensed fragrance component recovered in Step 1 and the non-condensed fragrance component recovered in Step 2;
A method for producing a natural fragrance excellent in storage stability, comprising   The alcohol aqueous solution used for elution is an ethanol aqueous solution having a concentration of 95 to 99%, and water mixing is prevented by eliminating water distilled at the beginning of elution. The manufacturing method of the natural fragrance | flavor of description.   The method for producing a natural fragrance according to any one of claims 1 to 4, wherein the plant material containing an aroma component is a tea-based material, barley, coffee beans, or a roasted product thereof.   A method for producing a fragrance composition, comprising adding a natural fragrance of the same kind of raw material obtained by the production method according to any one of claims 1 to 5 to an extract of a plant material containing an aroma component. .   The food / beverage products characterized by adding the natural fragrance | flavor or the fragrance | flavor composition obtained with the manufacturing method of any one of Claims 1-6.

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