JP6957882B2 - Method for producing simulated odor composition - Google Patents

Description

The present invention relates to a method for producing a simulated odor composition.

In recent years, there has been increasing interest in odors. In particular, from the pursuit of comfort in the living environment, there is a great need for measures against indoor air such as living odors, and deodorizing / deodorizing agents and air purifiers are being actively developed. There is always an odor in the living environment, and it is said that the number of substances that humans perceive as an odor is 400,000. Among them, sulfur-containing compounds, nitrogen-containing compounds, aldehydes, ketones, esters, fatty acids, alcohols, aromatic hydrocarbons and the like are known as unpleasant odor components, and these odor components are used. A peculiar odor is formed in the state of a complex odor in which multiple types are mixed.

On the other hand, for manufacturers, the odor generated from products, etc. may greatly affect the purchasing motivation of users. Therefore, especially when an odor is felt from products, etc., the odor component that causes the product, etc. An analysis has been performed to isolate and identify the odorous component in order to remove it from the odorous component.
In this odor analysis, volatile odorous substances released from products and the like are analyzed by using a method such as gas chromatograph analysis (GC-MS) (Patent Documents 1 to 5). Recently, a GC-MS analyzer capable of analyzing an odor component while the panel sniffs the odor with the nose is also known (Patent Documents 6 and 7).

Further, as described above, by remixing a plurality of odor components considered to constitute an unpleasant odor to prepare a simulated odor, this simulated odor is odorous as compared with the complex odor for analysis purposes. A method of evaluating and confirming the degree of similarity is also known (Non-Patent Document 1).
However, with respect to the simulated odor produced by the above method, the similarity of odors is often low, and it is difficult to easily produce a simulated odor with reproducibility.
Further, as a simulated odor, a substance similar to a living space odor is known (Patent Document 8), and although it can be used as an index, it cannot be said that it can deal with odors generated in various situations such as manufactured products and buildings. Above all, the odor in automobiles is a odor formed by combining odors generated from various members such as interior parts and products that make up the interior of the automobile, and the analysis similarity of the simulated odors of each member is high. It was difficult to produce a high simulated odor.

In the field of food, consumers may enjoy the original aroma of food. For example, in coffee, the coffee beans to be blended are adjusted and the roasting method is changed in order to enjoy the aroma. In addition, when food has an unpleasant odor, flavors and the like are also used in order to give a good odor that encourages consumers to purchase. When adjusting the odor of food in this way, an experienced expert first sniffs the odor of the food and adjusts it so that it has a good odor based on each experience. However, it cannot be said that efficiency is good only by the experience of experts. On the other hand, if there is a simulated odor of the food, it seems that a good odor for the food can be developed more efficiently, but now, creating a simulated odor of the food is similar to the case of the smell of a car. ,was difficult.

Therefore, there is a demand for a technique for easily producing a simulated odor having a high degree of similarity evaluation for a complex odor generated from various situations and various things.

Japanese Unexamined Patent Publication No. 2001-13119 Japanese Unexamined Patent Publication No. 2003-315219 Japanese Unexamined Patent Publication No. 10-288573 Japanese Unexamined Patent Publication No. 2004-205313 Japanese Unexamined Patent Publication No. 2004-108967 JP-A-2009-257960 Japanese Unexamined Patent Publication No. 2008-170333 Japanese Unexamined Patent Publication No. 2015-163852

Masahiro Osako, Konosuke Nishida, "Study of Evaluation Method of Complex Odor by Odor Pattern (1st Report) -Estimation of Basic Odor-", Journal of Air Pollution Society, Vol. 25, No. 1, 1990, 46- Page 55

An object of the present invention is to solve the above-mentioned problems in simulated odor. Specifically, it is an object of the present invention to provide a method for producing a simulated odor composition suitable for analysis, which has a high degree of similarity evaluation with a complex odor for analysis.

As a result of intensive research to solve the above problems, the present inventors determined the quality of the odor peculiar to the complex odor for the purpose of analysis, and then applied the complex odor to the gas chromatograph analysis method with an odor port. , A peak containing an odor component having an odor quality peculiar to the complex odor and having a high odor intensity is selected, and then the fraction corresponding to the peak is further separated to form a fraction composed of a single odor component. By separating, mixing, and then diluting the portions, a simulated odor composition having an odor similar to that of the complex odor and suitable for analysis was successfully prepared, and the present invention was completed.

That is, the gist of the present invention is as follows.
(1) A method for producing a simulated odor composition having an odor similar to the complex odor and suitable for analysis from a complex odor in which a large number of odor components are mixed.
After determining the odor quality peculiar to the complex odor, the complex odor is applied to a gas chromatograph analysis method with an odor port, and the odor quality of the separated odor components and the odor intensity thereof are determined by the odor port. By confirming, an odor component selection step of selecting 1 to 10 types of peaks containing an odor component having an odor quality peculiar to the complex odor and having a high odor intensity.
The combined odor is applied to a two-dimensional gas chromatograph analysis method with an odor port in which two separation columns having different polarities are connected in series, and the peak containing the odor component selected in the odor component selection step is further separated. , An odor component separation step of separating a fraction consisting of a single odor component that senses an odor peculiar to the complex odor at the odor port.
Dilute with clean odorless gas based on the mixing step of mixing each odor component obtained in the odor component sorting step and the amount of complex odor gas used in the gas chromatograph analysis method or the two-dimensional gas chromatograph analysis method. A method characterized by having a simulated odor composition producing step for producing a simulated odor composition.
(2) The method according to (1) above, further comprising a step of confirming that the odor similarity of the simulated odor composition with that of the complex odor is 6 or more.
(3) The method according to (1) or (2) above, wherein in the odor component sorting step, the odor component is sorted into the same container.
(4) The method according to (3) above, wherein the container is a container whose internal volume can be changed.
(5) The method according to any one of (1) to (4) above, wherein the complex odor is derived from a part or product for an automobile interior.
(6) The method according to any one of (1) to (4) above, wherein the complex odor is derived from food.

According to the method of the present invention, a simulated odor composition suitable for analysis can be easily prepared because the degree of similarity with the complex odor is highly evaluated regardless of the type of the complex odor for analysis.
Further, since the simulated odor composition can be directly prepared using the composite odor for analysis as a raw material, compared with the conventional case where the volatile components selected after the analysis are mixed to prepare the simulated odor composition. Therefore, the production process can be simplified, and the simulated odor composition can be produced at a lower cost. Further, since the simulated odor composition obtained in the present invention has odor components other than the simulated odor separated, it can be used for analysis using an instrument measurement method, an odor sensory test method, or the like, for example, unpleasantness of a product or the like. It can also be used as an index of complex odor for developing a technique for removing odor. Further, according to the method of the present invention, it is possible to prepare a simulated odor composition for automobiles, which has a high evaluation of similarity even for a complex odor of an automobile, which has been difficult to analyze in the past, and is suitable for analysis. Further, according to the method of the present invention, it is possible to prepare a simulated odor composition of a food, which has a high evaluation of similarity with respect to the complex odor of the food and is suitable for analysis.

It is a chromatogram which shows the result of the one-dimensional gas chromatograph analysis method performed in Example 1. It is a chromatogram which shows the result of the 2D gas chromatograph analysis method performed in Example 1. It is a chromatogram which shows the result of the one-dimensional gas chromatograph analysis method performed in Example 2. It is a chromatogram which shows the result of the 2D gas chromatograph analysis method performed in Example 2. It is a chromatogram which shows the result of the 2D gas chromatograph analysis method performed in Example 2. It is a chromatogram which shows the result of the one-dimensional gas chromatograph analysis method performed in Example 3. It is a chromatogram which shows the result of the 2D gas chromatograph analysis method performed in Example 3.

The present invention will be described below.

The present invention is a method for producing a simulated odor composition having an odor similar to the complex odor and suitable for analysis from a complex odor in which a large number of odor components are mixed.
After determining the odor quality peculiar to the complex odor, the complex odor is applied to a gas chromatograph analysis method with an odor port to have an odor quality peculiar to the complex odor and an odor component having a high odor intensity. Odor component selection step, which selects 1 to 10 types of peaks including
The compound odor is applied to a two-dimensional gas chromatograph analysis method with an odor port, and the peak containing the odor component selected in the odor component selection step is further separated to separate a fraction consisting of a single odor component. Sorting process,
Dilute with clean odorless gas based on the mixing step of mixing each odor component obtained in the odor component sorting step and the amount of complex odor gas used in the gas chromatograph analysis method or the two-dimensional gas chromatograph analysis method. It has a simulated odor composition producing step for producing a simulated odor composition.

In the present invention, the compound odor refers to manufactured products (industrial products, foods, etc.), buildings (factories, warehouses, farms, houses, buildings, hospitals, schools, government offices, hotels, inns, residences, public toilets, etc.), automobiles, etc. , Unpleasant odors generated from clothing, etc., and animal foods (meat, seafood, eggs, milk, etc.), vegetable foods (grains, beans, potatoes, vegetables, wild vegetables, seaweeds, seeds, fruits, etc.) ) And other fresh foods, processed foods made by processing natural ingredients, and foods such as beverages or cooking ingredients. Specifically, it refers to a mixture of a large number of odorous components.
The odor component may be a volatile component and is not particularly limited. It also contains components that become odorous when mixed with the odorous components of, and components that are not unpleasant at low concentrations but feel unpleasant at high concentrations.
For example, examples of unpleasant odors generated from automobiles include odors generated from interior parts and interior products constituting the interior of automobiles, and odors in which these are combined.
Examples of automobile interior parts include parts that make up the interior, such as instrument panels, pillar trims, console boxes, roof trims, rear trims, and door trims. In addition, examples of automobile interior products include ceiling skin materials, seats, floor mats, trunk mats, and the like.
Typical examples of odorous components derived from the parts or products for automobile interiors include dicyclopentadiene, acetophenone, naphthalene, hexanal, 1-hepten-3-one, octanal, nonanal, tetramethylbenzene, 2-ethylhexanal, and the like. Includes phenol, benzothiazole, cresol and the like. In the inside of an automobile, the above-mentioned odor components are mixed at various concentrations to form an odor peculiar to an automobile such as the odor of a new car.
In addition, the odor component also includes an odor component derived from food. Typical examples are methylbutanal, 2,3-butandione, 2,3-pentanedione, and trimethyl, in addition to unpleasant odors such as ammonia, trimethylamine, hydrogen sulfide, methyl mercaptan, methyl disulfide, monoterpenes, and sesquiterpenes. It also contains the original odor of foods such as oxazole.

(Odor component selection process)
In the present invention, first, the quality of the odor peculiar to the complex odor is determined, and then the complex odor is applied to the gas chromatograph analysis method with an odor port to have the quality of the odor peculiar to the complex odor. Select 1 to 10 types of peaks containing an odor component having a high odor intensity.

The odor qualities peculiar to the complex odor include chemical odor, cinnamaldehyde odor, putrefactive odor, raw odor, vegetation odor, flower / fruit odor, burnt odor, caramel odor, roast odor, almond odor, coconut odor, and fermented odor. And so on.

Further, in order to efficiently collect the complex odor from the manufactured product, a building, or the like, a dynamic headspace method or the like may be used.

In this step, the quality of the odor peculiar to the complex odor is determined by, specifically, a plurality of panels sniffing the odor of the complex odor, and the odor most characteristic of the odor is determined from the above-mentioned odor qualities. ..
The panel may be a person who can distinguish the quality of the odor and who has passed the olfactory test using the five standard odors. Among them, a simulated odor composition having good reproducibility can be efficiently produced. From this point of view, it is preferable to be a person who is engaged in odor-related work such as an odor judge and a person who is involved in odor measurement work.
The quality of the odor determined by the panel in this step is preferably one kind from the viewpoint of convenience of work, but may be two or more kinds.

The gas chromatograph analysis method with an odor port refers to an analysis performed using a gas chromatograph analyzer with an odor port.

The gas chromatograph analyzer with an odor port includes a sample injection / vaporization unit for injecting and vaporizing a sample, a column for separating the vaporized sample, and a carrier gas for introducing a separation gas into the column. Commercially available analysis equipped with an introduction unit, a detector for acquiring a chromatogram of the peak separated by the column, a gas discharge unit for discharging used gas, and a control unit for controlling each part. A meter may be used, and there is no particular limitation.
Further, the sniffing port is a device for the panel to sniff the odor, and the shape and configuration of the port are not particularly limited.
Examples of the column include a packed column and a capillary column, but the column is not particularly limited.
As the stationary phase of the column, silica gel, activated carbon, zeolite, diatomaceous earth, activated alumina, squalane, di-2-ethylhexylphthalate, polydimethylsiloxane, polydimethylsiloxane / diphenylsiloxane, polymethylcyanoalkylsiloxane, polyethylene glycol and the like are used. However, these are not limited.

In this step, for example, a complex odor is introduced into the column of the gas chromatograph analyzer with an odor port according to a conventional method, the odor components are separated, and then the separated odor components are separately introduced into the odor port and the detector. Then, the chromatogram is recorded by the detector, and the odor quality of the components contained in the peaks separated at the same time and the odor intensity thereof are separated by the panel detecting the odor at the odor port and discriminating. Check the odor quality of the coming odor component and its odor intensity.

Regarding the odor intensity, for example, as described in the 6-step odor intensity specified in the Offensive Odor Control Law, 0 (odorless), 1 (finally perceivable odor), 2 (smell that can be perceived), and 3 (easily perceived). It can be evaluated in 6 stages of 4 (strong odor) and 5 (strong odor), or the number of stages may be changed.

In this step, among the peaks recorded in the chromatogram, 1 to 10 types of peaks having a predetermined odor quality peculiar to the complex odor and containing an odor component having a high odor intensity are selected. do.
If the number of peaks to be selected is 1 to 10 types, the accuracy of the simulated odor composition preparation work can be ensured, but if the number of peaks exceeds 10, the work of preparing the simulated odor composition becomes complicated. It is not preferable because it becomes difficult to secure the accuracy.

(Odor component separation process)
Next, the composite odor is applied to a two-dimensional gas chromatograph analysis method (2D analysis method) with an odor port, and the peak containing the odor component selected in the odor component selection step is further separated to form an image composed of a single odor component. Divide the minutes.

The two-dimensional gas chromatograph analysis method refers to a gas chromatograph analysis method in which separation columns having different selectivity are connected in series, and this step is performed using a two-dimensional gas chromatograph analyzer with an odor port.
The two-dimensional gas chromatograph analyzer with an odor port may be a gas chromatograph analyzer having an odor port and having a configuration in which two separation columns are connected in series. For example, two columns with different polarities are connected in series via a switching valve or the like, the initial separation of each component contained in the sample is performed by the first stage column, and the necessary components are heart-cut by the switching valve. Only is introduced into the second column and further separated to separate the fraction consisting of a single odorous component. As a result, a sufficient time interval can be secured for each component, so that a trace amount of odor component that was not separated in the first column can be separated into a fraction consisting of a single odor component, and sufficiently accurate detection can be performed. Is possible.

By using the column of the first stage under the same conditions as the column of the gas chromatograph analyzer with an odor component used in the odor component selection step, the peak containing the odor component selected in the odor component selection step can be obtained. It is possible to separate the corresponding fractions.

The column of the second stage may be a column having a polarity different from that of the first stage, and is not particularly limited. Further, the column type, stationary phase, etc. may be any as long as they can be used for the first-stage column.

Further, when the odor component separated as one peak in the first-stage column is separated into two or more peaks when introduced into the second-stage column, which peak contains the target odor component? In order to confirm, the two-dimensional gas chromatograph analyzer needs to be provided with an odor port.
In this step, the fraction corresponding to the peak separated in the first-stage column is further introduced into the second-stage column for separation, and then separately introduced into the odor port and the detector, and the detector is introduced. While recording the chromatogram with, and confirming the peak consisting of a single separated odor component, the fraction corresponding to the peak at which the panel senses the desired odor at the sniffing port is separated by the sorting device. ..

For each odor component separated in this step, a container for collection may be attached to the distribution port of the two-dimensional gas chromatograph analyzer, and each separated odor component may be introduced into the container.

The container is preferably a container whose internal volume can be changed from the viewpoint of easily introducing an odor component. The material, shape, size, etc. of the container are not particularly limited, but an odorless bag is preferable from the viewpoint of not affecting the odor component.

Further, in this step, the odorous components separated as described above may be qualitatively analyzed using a conventional method. For example, in the two-dimensional gas chromatograph mass spectrometer, the qualitativeness of the separated odorous components can be investigated by comparing the mass spectrum of the selected odorous component peak with the mass spectrum library.

(Mixing process)
Next, each odor component obtained in the odor component sorting step is mixed. As a mixing method, for example, the odorous component in the recovery container may be introduced into the mixing container by suction, extrusion, or the like, but one of the recovery containers is used, and each of these containers is used. If the odor component is separated, the separation and mixing can be performed at the same time, which is preferable.

(Simulated odor composition manufacturing process)
Next, a simulated odor composition is prepared by diluting with a clean odorless gas based on the amount of the complex odor gas subjected to the gas chromatograph analysis method or the two-dimensional gas chromatograph analysis method.
In this step, the mixture of odor components produced in the mixing step is substantially the same as the concentration of the composite odor based on the amount of gas of the composite odor subjected to the gas chromatograph analysis method or the two-dimensional gas chromatograph analysis method. As described above, by diluting with a clean odorless gas, a simulated odor composition having an odor similar to the complex odor can be produced.

The clean odorless gas refers to an odorless gas that does not contain an odorous component. Examples of the clean odorless gas include pure air, but the gas is not particularly limited.

In the present invention, the simulated odor composition has an odor similar to the composite odor by further having a step of confirming that the odor similarity of the simulated odor composition with that of the composite odor is 6 or more. You can confirm that.

The similarity can be evaluated based on the known method described in Non-Patent Document 1. Specifically, it may be performed based on the method described in Example 1 described later.
For example, there are 11 levels of similarity from 0 to 10, but in the present invention, when the simulated odor composition has a similarity of 6 or more, it is determined that the simulated odor composition is similar to a complex odor.

By examining the odor components constituting the simulated odor composition obtained as described above, the composition of the complex odor can be analyzed. Further, since the simulated odor composition separates odor components other than the simulated odor, it can be suitably used for analysis using an instrument measurement method, an odor sensory test method, etc. It can be suitably used as an index of a complex odor for developing a technique for removing it. Above all, the simulated odor composition obtained in the present invention has a high evaluation of similarity to the complex odor of automobiles, which has been difficult to analyze in the past, and can be suitably used as a simulated odor composition for automobiles suitable for analysis. In addition, the simulated odor composition obtained in the present invention has a high evaluation of similarity to the complex odor of foods, and can be suitably used as a simulated odor composition for foods suitable for analysis.

In the following examples, the case of a resin derived from PFAD (palm oil fatty acid distillate), a resin floor mat for automobile interior materials, and coffee will be described as an example, but there is no limitation on the type of resin, and coffee. Any food other than the above, which emits an odor, can be used in the same manner.

(Example 1)
<Selection of odor components>
0.2 g of resin derived from PFAD (Palm fatty acid distillate) is placed in a 20 mL glass vial and heated at 60 ° C. for 30 minutes. Using the dynamic headspace method, a gas chromatograph with a sniffing port. Introduced into the analytical method (GC / MS analytical method). Specifically, a polar column is used as the one-dimensional column of the gas chromatograph analyzer with an odor port, the panel confirms the odor at the odor port, and three peaks with an odor equivalent to the peculiar odor generated from the sample are selected. bottom. FIG. 1 shows a total ion current chromatogram (TIC) (upper figure) and an odor signal (lower figure) of a one-dimensional gas chromatograph method.
As the one-dimensional column, DB-WAX (30 m × 0.25 mm, film thickness: 0.25 μm) manufactured by J & W was used.
In addition, the panel was assumed to be a person who passed the panel selection test of 5 standard odors for the sense of smell test, and the analysis was performed by two or more people.

<Qualitative odor component>
Since it is possible that the selected odor peak contains multiple peaks, a two-dimensional gas chromatograph analysis method with a sniffing port is used using a two-dimensional column with a different polarity from the one-dimensional column used first. The odor peaks selected by (2D analysis method) were separated.
The sample was subjected to a 2D analysis and the three peaks separated from the one-dimensional column were subjected to a two-dimensional column to be further separated into peaks consisting of a single odorous component, and the odors of these peaks were paneled again. The odor was confirmed at the odor port, and a peak with an odor equivalent to the peculiar odor generated from the sample was selected. As a result of this selection, three kinds of odorous components were selected as components having a peculiar odor equivalent to that of the sample. FIG. 2 shows the TIC (upper figure) and odor signal (lower figure) of the 2D analysis method. As a result of qualifying these three odor components by mass spectrometry, it was presumed to be two trimethylindene isomers, Tetrahydrotrimethylnaphthalene or Tetramethylindane.
As the two-dimensional column, DB-5 (30 m × 0.25 mm, film thickness: 0.25 μm) manufactured by J & W was used.

<Preparation of simulated odor composition>
In order to verify the validity of the estimated odor component, a simulated odor composition was prepared. The simulated odor composition was prepared by the following procedure.
First, an odorless bag made of polyethylene terephthalate was attached to the preparative port of a two-dimensional gas chromatograph analyzer with an odor port. Next, the three types of odor component peaks separated by subjecting the sample to the 2D analysis method using the two-dimensional gas chromatograph analyzer with an odor port are sorted using a sorting device, and these are sorted. The odorous components of the above were collected and mixed in an odorless bag attached to the sampling port. Then, based on the amount of the sample gas introduced into the GC / MS, it was diluted with an odorless clean gas (pure air or the like) so as to have the same concentration as the complex odor to prepare a simulated odor composition.

<Confirmation of validity>
The similarity of the simulated odor composition was evaluated by comparing the simulated odor composition with the composite odor which is a peculiar odor generated from the sample on a plurality of panels. In the evaluation method, the odor similarity of the simulated odor composition to the complex odor was measured using an 11-step similarity scale. Table 1 shows the similarity evaluation scale.
As a result, the evaluation of the similarity of the simulated odor composition was "8" (very similar), and a high similarity evaluation was obtained.
Since the simulated odor composition obtained as described above could reproduce the complex odor, the odor components that are the main components of the peculiar odor generated from the sample are two kinds of trimethylindene isomers, tetrahydrotrimethylnaphthalene or tetramethyl. Confirmed to be indene.
Further, since the simulated odor composition is composed of three types of odor components and an odorless clean gas and contains almost no other components, it can be suitably used for various analyzes such as odor analysis. It is a thing.

(Example 2)
<Selection of odor components>
Floor mat for automobile interior parts (Bonfoam Marmat Co., Ltd. Straight roll type Part No. 6369-04) 1 cm ² is placed in a 20 mL glass vial and heated at 60 ° C for 30 minutes. 0.5 L was collected in a tubular collecting tube filled with an activated carbon-based adsorbent as a collecting material. The collected gas was then introduced into a gas chromatograph analysis method with an odor port (GC / MS analysis method) using the dynamic headspace method. The method of selecting peaks is the same as that of Example 1, and 5 peaks are selected from the floor mats for automobile interior members. FIG. 3 shows a total ion current chromatogram (TIC) (upper figure) and an odor signal (lower figure) of a one-dimensional gas chromatograph method.

<Qualitative odor component>
As a result of subjecting the five peaks to a two-dimensional column in the same procedure as in Example 1, it was presumed that two kinds of dicyclopentadiene, acetophenone, and naphthalene were used. The odor component of one type was unknown. FIG. 4 shows the TIC (upper figure) and odor signal of the 2D analysis method of peaks 1, 2 and 3 (upper figure), and FIG. 5 shows the TIC (upper figure) and odor signal (lower figure) of the 2D analysis method of peaks 4 and 5.
In addition, peak1 was an unknown component, peak2 and 3 were dicyclopentadiene, peak4 was acetophenone, and peak5 was naphthalene.

<Preparation of simulated odor composition>
In order to verify the validity of the estimated odor component, a simulated odor composition was prepared. The simulated odor composition is prepared in the same procedure as in Example 1 except that the five types of odor component peaks are separated, and these odor components are collected and mixed in an odorless bag attached to the sampling port. I went there.

<Creation of raw odor>
A floor mat of 3 cm ² for automobile interior members and 1 L of odorless air were placed in an odorless bag made of polyethylene terephthalate to give a raw odor.

<Confirmation of validity>
A panel of 7 people evaluated the similarity between the simulated odor composition and the floor mat raw odor in the same procedure as in Example 1. As a result, the evaluation of the similarity of the simulated odor composition was "7" (quite similar to very similar), and a high similarity evaluation was obtained.
Since the simulated odor composition obtained as described above was able to reproduce the original odor, the odor components that are the main components of the odor generated from the sample are two types of dicyclopentadiene, acetophenone, naphthalene, and one type unknown. It was confirmed that it was an odorous component.
Further, the simulated odor composition is composed of five kinds of odor components and an odorless clean gas, and contains almost no other components, so that it can be suitably used for various analyzes such as odor analysis. It is a thing.
Further, from the results of Example 2, a simulated odor composition having a high degree of similarity to the original odor of the floor mat for automobile interior members could be produced. A simulated odor composition can be prepared for various odors generated from parts or products in the same manner, and it is similar to the complex odor of automobiles, which has been difficult to analyze in the past, such as the odor of new cars. It can be seen that it is possible to prepare a simulated odor composition for automobiles, which is highly evaluated and suitable for analysis.

(Example 3)
<Selection of odor components>
10 mL of a commercially available coffee beverage (Suntory "BOSS BLACK sugar-free") and 3 g of sodium chloride are placed in a 20 mL glass vial and heated at 80 ° C. for 30 minutes with stirring, and a gas chromatograph with a sniffing port is used using the dynamic headspace method. Introduced into the Tograph analysis method (GC / MS analysis method). The method of peak selection was the same as in Example 1, and 5 peaks were selected from commercially available coffee beverages. FIG. 6 shows a total ion current chromatogram (TIC) (upper figure) and an odor signal (lower figure) of a one-dimensional gas chromatograph method.

<Qualitative odor component>
As a result of subjecting the five peaks to a two-dimensional column in the same procedure as in Example 1, two types of methyl butanal, 2,3-Butanedione, and 2,3-pentane were used. It was presumed to be dione (2,3-Pentanedione), trimethyloxazole (Trimethyloxazole), and an unknown component. FIG. 7 shows the TIC (upper figure) and odor signal (lower figure) of the 2D analysis method.
In the figure, Peak1 is two types of methylbutanal, Peak2 is 2,3-Butanedione, Peak3 is 2,3-Pentanedione, and Peak4 is trimethyloxazole (2,3-Pentanedione). Trimethyl oxazole) and Peak 5 were peaks showing unknown components, respectively.

<Preparation of simulated odor composition>
A simulated odor composition was prepared in the same procedure as in Example 1. The simulated odor composition is prepared in the same procedure as in Example 1 except that the five types of odor component peaks are separated, and these odor components are collected and mixed in an odorless bag attached to the sampling port. I went there.

<Creation of raw odor>
10 mL of a commercially available coffee beverage used as a raw material was placed in a 20 mL glass vial to give a raw odor.

<Confirmation of validity>
The similarity between the simulated odor composition and the raw odor of a commercially available coffee beverage was evaluated by the same procedure as in Example 1. As a result, the evaluation of the similarity of the simulated odor composition was "7" (quite similar to very similar), and a high similarity evaluation was obtained.
Since the simulated odor composition obtained as described above was able to reproduce the complex odor, the odor components that are the main components of the odor generated from the commercially available coffee beverage are two types of methylbutanal, 2,3-butanedione, and so on. It was confirmed that 2,3-pentanedione, trimethyloxazole, and unknown components.
Further, the simulated odor composition is composed of six kinds of odor components and an odorless clean gas, and contains almost no other components, so that it can be suitably used for various analyzes such as odor analysis. It is a thing.

Claims (6)

A method for producing a simulated odor composition having an odor similar to the above-mentioned complex odor and suitable for analysis from a complex odor in which a large number of odor components are mixed.
After determining the odor quality peculiar to the complex odor, the complex odor is applied to a gas chromatograph analysis method with an odor port, and the odor quality of the separated odor components and the odor intensity thereof are determined by the odor port. By confirming, an odor component selection step of selecting 1 to 10 types of peaks containing an odor component having an odor quality peculiar to the complex odor and having a high odor intensity.
The combined odor is applied to a two-dimensional gas chromatograph analysis method with an odor port in which two separation columns having different polarities are connected in series, and the peak containing the odor component selected in the odor component selection step is further separated. , An odor component separation step of separating a fraction consisting of a single odor component that senses an odor peculiar to the complex odor at the odor port.
Dilute with clean odorless gas based on the mixing step of mixing each odor component obtained in the odor component sorting step and the amount of complex odor gas used in the gas chromatograph analysis method or the two-dimensional gas chromatograph analysis method. A method characterized by having a simulated odor composition producing step for producing a simulated odor composition.
The method according to claim 1, further comprising a step of confirming that the odor similarity of the simulated odor composition with that of the complex odor is 6 or more. The method according to claim 1 or 2, wherein in the odor component sorting step, the odor component is sorted into the same container. The method according to claim 3, wherein the container is a container whose internal volume can be changed. The method according to any one of claims 1 to 4, wherein the complex odor is derived from a part or product for an automobile interior. The method according to any one of claims 1 to 4, wherein the complex odor is derived from food.

Images