JP6646015B2 - Pseudo odor composition of textile product odor after wearing - Google Patents

Description

  The present invention relates to a pseudo-odor composition of odor generated from textile products such as clothing worn.

  2. Description of the Related Art In recent years, with an increase in consumer interest in living environments, an increasing number of people are concerned about unpleasant odors around them, for example, odors generated from the human body at work or commuting, and odors generated from textiles such as clothing. In particular, odors generated from textile products such as clothing when worn are recognized as unpleasant odors. Conventionally, unpleasant odors generated from clothing include unpleasant odors derived from sweat, sebum, and the like remaining in clothing once worn (Patent Document 1), and dry odors generated by moisture from clothing repeatedly worn ( Patent Literature 2, Non-Patent Literature 1) and the like are known.

Hanihara and Sonoda, "Detergents that control room drying odor", Perfume, September 2004, No.223, p.109-116

JP 2012-97367 A JP 2012-183184 A

  However, none of the documents pays attention to the odor component specified by the analysis of the odor generated from the textile product after being worn, and does not reproduce the unpleasant odor generated from the clothing. Conventionally, the determination of odors generated from textile products focuses only on the characteristic odor component due to fresh drying or sweat, and assumes that the odor of the worn clothes and the odor derived from fresh drying or sweat are the same, and determines the odor component. Evaluation has been performed as an index. However, there is a problem that an unpleasant odor generated from actually worn clothes, particularly an unpleasant odor peculiar to men, may not always be able to be accurately reproduced with the components characteristic of the sweat odor and the dry odor.

  Therefore, the present invention relates to a pseudo-odor composition that reproduces an unpleasant odor (hereinafter, referred to as a "fiber product odor after wearing") generated from a textile product such as worn clothing.

  The present inventors have studied the odors generated from clothing worn by humans, particularly in hot and humid environments such as summertime, and when exercising with intense sweating. By combining carboxylic acids, aldehydes, lactones, ketones, etc. derived from residual sebum and decomposed products on clothing in a specific ratio, it is possible to reproduce an odor that is extremely close to the unpleasant odor generated from clothing wet with sweat while wearing Was found.

The present invention contains the following components (A) to (D), wherein the content of the component (A) is 0.001% by mass or more and 15% by mass or less, and the content of the component (B) is 5% by mass or more and 40% by mass. Hereinafter, the total mass ratio of the components (A) to (C) to the component (D) [(A) + (B) + (C)] / (D) is 5 or more and 37 or less. Is provided.
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(A) 4-methylpentanoic acid, 4-methyl-2-pentenoic acid, 4-methyl-4-pentenoic acid, 4-methylhexanoic acid, 3-methyl-2-hexenoic acid, 4-methyl-3-hexenoic acid At least one carboxylic acid selected from the group consisting of 5-methyl-2-hexenoic acid and 5-methyl-4-hexenoic acid
(B) Fatty acids with 2 or more and 6 or less carbon atoms (excluding those falling under component (A))
(C) Straight-chain saturated fatty acids having 7 to 12 carbon atoms
(D) The following (d-1), (d-2) and (d-3)
(d-1) Aldehydes having 8 to 12 carbon atoms
(d-2) γ-lactone having 9 to 11 carbon atoms
(d-3) Ketone having 4 to 13 carbon atoms

  The present invention also provides a method for evaluating the deodorizing effect on the odor of textile products after wearing the textile treatment agent, using the above-mentioned pseudo-odor composition.

  The present invention further provides a method for screening a deodorant base for textile products using the above-mentioned pseudo-odor composition.

  The pseudo-odor composition of the present invention has an odor that is extremely close to an unpleasant odor that is generated from worn textiles, particularly an unpleasant odor that is generated when clothes that are moist due to high temperature and high humidity in summer or intense sweating are left as they are. are doing. Therefore, the pseudo-odor composition of the present invention can be used for objective evaluation of the intensity of unpleasant odor generated from textile products. Further, by using the pseudo-odor composition of the present invention, it is possible to screen a deodorant base for textile products and accurately and reproducibly evaluate the deodorant effect of the textile product treating agent.

(Component (A))
The pseudo-odor composition of the present invention, as component (A), 4-methylpentanoic acid, 4-methyl-2-pentenoic acid, 4-methyl-4-pentenoic acid, 4-methylhexanoic acid, 3-methyl-2 0.001% by mass to 15% by mass of one or more carboxylic acids selected from the group consisting of -hexenoic acid, 4-methyl-3-hexenoic acid, 5-methyl-2-hexenoic acid and 5-methyl-4-hexenoic acid It contains below. As the component (A), at least 4-methylpentanoic acid (hereinafter, referred to as 4MP), 4-methylhexanoic acid (hereinafter, referred to as 4MH), 4-methyl-3-hexenoic acid (hereinafter, referred to as 4M3P) It is preferred to include. 4MP is a compound used as a flavor component, but has an odor that is very close to the sweat odor emitted from worn textiles.

  The content of the component (A) in the pseudo-odor composition of the present invention is 0.001% by mass or more, preferably 0.005% by mass or more, more preferably 0.01% by mass or more, and 15% by mass or less. Therefore, it is preferably at most 10% by mass, more preferably at most 8% by mass.

(Component (B))
The pseudo-odor composition of the present invention contains, as component (B), a fatty acid having 2 to 6 carbon atoms (excluding those corresponding to component (A)) of 5% by mass to 40% by mass. As the component (B), for example, acetic acid, propionic acid, isobutyric acid, butyric acid, 2-methylbutyric acid, isovaleric acid, valeric acid, hexanoic acid and the like can be mentioned. By adding these compounds to the composition, a sour smell like sweat is imparted, and can be made closer to the sweat odor generated from textiles when worn. Among these compounds, it is preferable to contain at least one or more selected from propionic acid, isobutyric acid, butyric acid, 2-methylbutyric acid, isovaleric acid, valeric acid and hexanoic acid.

  The content of the component (B) in the pseudo-odor composition of the present invention is 5% by mass or more, preferably 7% by mass or more, more preferably 9% by mass or more, and 40% by mass or less. Therefore, it is preferably 35% by mass or less, more preferably 31% by mass or less.

  Further, the mass ratio (A) / (B) of the component (A) to the component (B) is preferably 0.0001 or more, more preferably 0.001 or more, from the viewpoint of imparting a sweaty sour odor. Is 1 or less, more preferably 0.8 or less, and still more preferably 0.6 or less.

(Component (C))
The pseudo-odor composition of the present invention contains a straight-chain saturated fatty acid having 7 to 12 carbon atoms as component (C). Examples of the component (C) include heptanoic acid, octanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, and the like. Of these, heptanoic acid, octanoic acid, nonanoic acid, and decanoic acid are preferred. By containing these compounds, it is possible to impart a unique human-derived sweetness or a sour smell that is more detectable from human sebum and sweat.

  The content of the component (C) in the pseudo-odor composition of the present invention is preferably 60% by mass or more, more preferably 60% by mass or more, from the viewpoint of imparting a unique sweetness or a sour smell derived from human sebum or sweat. Is 65% by mass or more, more preferably 68% by mass or more, preferably 90% by mass or less, more preferably 87% by mass or less, and further preferably 82% by mass or less.

  Further, the mass ratio of the component (A) to the component (C) (A) / (C) is preferably 0.00001 or more, from the viewpoint of imparting a unique sweetness derived from human sebum or sweat and a sour smell like muffled. , More preferably 0.0001 or more, preferably 1 or less, more preferably 0.8 or less, and still more preferably 0.13 or less.

(Component (D))
The pseudo-odor composition of the present invention contains the following (d-1), (d-2) and (d-3) as component (D). All three types are derived from human sebum. It is possible to impart a heavy sweet odor derived from human sebum by including these three types.
(d-1) Aldehydes having 8 to 12 carbon atoms
(d-2) γ-lactone having 9 to 11 carbon atoms
(d-3) Ketone having 4 to 13 carbon atoms

  The component (d-1) includes, for example, hexanal, heptanal, octanal, nonanal, decanal, undecanal, dodecanal, 1-nonenal, 2-nonenal, and 2-decenal. Among them, aldehydes having 8 to 12 carbon atoms are preferable, and specifically, octanal, nonanal, decanal, undecanal, dodecanal, 2-nonenal, and 2-decenal are preferable.

  The content of the component (d-1) in the pseudo-odor composition of the present invention is preferably 0.5% by mass or more, more preferably 1% by mass or more, even more preferably 1.5% by mass or more, and preferably 10% by mass or more. It is at most 8 mass%, more preferably at most 8 mass%, even more preferably at most 6 mass%.

  Examples of the component (d-2) include γ-nonalactone, γ-decalactone, γ-undecalactone, and γ-dodecalactone. Of these, γ-nonalactone, γ-decalactone, and γ-undecalactone are preferred.

  The content of the component (d-2) in the pseudo-odor composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and preferably 3% by mass or more. It is at most 2.5% by mass, more preferably at most 2.5% by mass, further preferably at most 2% by mass.

  As the component (d-3), for example, acetoin, diacetyl, 6-methyl-5-hepten-2-one, geranylacetone, butanone, 2-pentanone, 3-pentanone, 4-methyl-2-pentanone, 2- Hexanone, 6-methyl-3,5-heptadien-2-one, 6-methyl-5-hepten-2-one, 2-nonen-4-one, 2-decanone, 2-methoxy-2-octen-4- On, 6,10-dimethyl-5,9-undecadien-2-one and the like. Of these, 6-methyl-5-hepten-2-one and geranylacetone are preferred.

  The content of the component (d-3) in the pseudo-odor composition of the present invention is preferably 0.3% by mass or more, preferably 0.4% by mass or more, more preferably 0.6% by mass or more, and preferably 7% by mass. %, More preferably 5% by mass or less, further preferably 4% by mass or less.

  The content of the component (D) in the pseudo-odor composition of the present invention, that is, the total content of the components (d-1), (d-2) and (d-3) is preferably 1% by mass or more, more preferably It is preferably at least 2% by mass, more preferably at least 3% by mass, and preferably at most 20% by mass, more preferably at most 15% by mass, even more preferably at most 10% by mass.

  The component (A) to the total amount of the component (D) in the pseudo-odor composition of the present invention, which is generated when the wet clothing is left as it is, imparts an unpleasant odor derived from human sebum or sweat. The total mass ratio [(A) + (B) + (C)] / (D) of C) is 5 or more, preferably 7 or more, more preferably 9 or more, and still more preferably 10 or more. And 37 or less, preferably 35 or less, more preferably 34 or less, and still more preferably 33 or less.

  Further, when wet clothing is left as it is, from the viewpoint of imparting an unpleasant odor derived from human sebum or sweat, the total amount of the components (A) to (D) in the pseudo-odor composition of the present invention. Is preferably 85% by mass or more, more preferably 90% by mass or more, and still more preferably 97% by mass or more.

(Other components)
The pseudo-odor composition of the present invention is a compound other than the components (A) to (D), for example, a compound derived from a musty odor such as pyrazines, pyridines, dimethyl disulfide, dimethyl trisulfide, etc .; myristic acid, palmitic acid, palmitoyl acid , Higher fatty acids such as stearic acid, oleic acid and linoleic acid.

  Further, the artificial odor composition of the present invention contains water, a diluent such as diethyl phthalate, dipropylene glycol, propylene glycol, triethyl citrate, and a solvent such as ethanol as necessary, if necessary. be able to. The amount can be appropriately determined according to the intended use, intended purpose, and the like of the pseudo-odor composition of the present invention.

[Application]
By using the pseudo-odor composition of the present invention, the screening of the deodorant base for textile products, and the deodorizing effect on the textile product odor after wearing of the textile product deodorant composition or the textile product treatment agent can be accurately performed. It can be evaluated with good reproducibility.
Also applied to the development of deodorant agents for deodorizing mixed odors, deodorants for care odors, indoor deodorants, cleaning agents for clothing, deodorants for clothing, cleaning agents for housing, etc. You can also.

Test example 1
10 g of clothing worn by men was cut into small pieces, immersed in 30 mL of diethyl ether, and subjected to ultrasonic waves for about 15 minutes to obtain an odor component extract. After the odor component extract was filtered through a filter (0.4 micron pores), 10 mL of a 1N aqueous NaOH solution was added thereto, followed by thorough stirring. After the stationary separation, the upper diethyl ether layer was removed, and 10 mL of fresh diethyl ether was added to the remaining lower layer (aqueous layer), and the mixture was stirred well. After the stationary separation, the upper diethyl ether layer was removed. After adding 3 mL of diethyl ether to the lower layer (aqueous layer), hydrochloric acid was added for neutralization, and the upper layer (containing diethyl ether / free fatty acid) was filtered through a filter (0.2-micron pore) to obtain a sample for analysis.
Smell GC was performed on the sample for analysis, and the GC retention time (RT: Retention time) of the component having a sweaty smell was specified. Subsequently, the sample for analysis was analyzed using a device in which a large-volume injection unit (CIS4) manufactured by GERSTEL was connected to a GC-MS manufactured by Agilent, and a component having a sweaty smell-like odor was analyzed. Each analysis condition is shown below. As a result of the analysis, the components shown in Table 1 were detected.

Smell GC conditions
GC: Agilent 6890N
Column DB-1 (trade name, manufactured by Agilent), length 30 m, inner diameter 530 μm, film thickness 1.0 μm
40 ℃ -2 ℃ / min-280 ℃ (30min.)
Mass injection unit (CIS4) conditions:
After injecting 50μL of sample, vent the solvent at 0 ℃, then inject at 180 ℃

GC-MS conditions
GC: Agilent 6890N (trade name, manufactured by Agilent)
MS: Agilent 5975 (trade name, manufactured by Agilent)
TDS desorption conditions: 250 ° C, purge flow rate 50 mL / min, purge time 3 min.
Column: DB-1 (trade name, manufactured by Agilent), length 60 m, inner diameter 250 μm, film thickness 0.25 μm
30 ℃ (6min.)-10 ℃ / min-60 ℃ -5 ℃ / min-95 ℃ -3 ℃ / min-300 ℃

Examples 1 to 6, Comparative Examples 1 to 6
The pseudo-odor composition shown in Table 2 was prepared, and the sensory evaluation was performed based on the following evaluation method. The unit of the content of each component in Table 2 is mass%.

(Evaluation method)
In a room kept at room temperature (25 ° C.) and a humidity of 65%, a cotton knitted fabric cut to 6 × 6 cm was placed on a petri dish having a diameter of 8.5 cm, and each pseudo-odor composition was diluted to 1000 ppm with ethanol. The product was applied in an amount of 20 μL. The odor of this cotton knit is similar to the odor of clothing mixed with sweat and sebum after being worn by men, or is subjected to a sensory evaluation by 10 female professional evaluators according to the following criteria, and the average value is shown. 2 is shown.
4: Very similar 3: Similar 2: Somewhat different 1: Different

Claims (7)

It contains the following components (A) to (D), the content of the component (A) is 0.001% by mass or more and 15% by mass or less, the content of the component (B) is 5% by mass or more and 40% by mass or less, Pseudo-odor composition of textile product odor after wearing, in which the total mass ratio of components (A) to (C) to (D) [(A) + (B) + (C)] / (D) is 5 or more and 37 or less object.
(A) 4-methylpentanoic acid, 4-methyl-2-pentenoic acid, 4-methyl-4-pentenoic acid, 4-methylhexanoic acid, 3-methyl-2-hexenoic acid, 4-methyl-3-hexenoic acid At least one carboxylic acid selected from the group consisting of 5-methyl-2-hexenoic acid and 5-methyl-4-hexenoic acid
(B) Fatty acids with 2 or more and 6 or less carbon atoms (excluding those falling under component (A))
(C) Straight-chain saturated fatty acids having 7 to 12 carbon atoms
(D) The following (d-1), (d-2) and (d-3)
(d-1) Aldehydes having 8 to 12 carbon atoms
(d-2) γ-lactone having 9 to 11 carbon atoms
(d-3) Ketone having 4 to 13 carbon atoms   The pseudo-odor composition according to claim 1, wherein the mass ratio (A) / (B) of the component (A) to the component (B) is 0.0001 or more and 1 or less.   The content of the component (C) is 60% by mass or more and 90% by mass or less, and the mass ratio (A) / (C) of the component (A) to the component (C) is 0.00001 or more and 1 or less. The pseudo-odor composition according to any one of the above.   The pseudo-odor composition according to any one of claims 1 to 3, wherein the total content of the components (A) to (D) is 85% by mass or more.   The pseudo-odor composition according to any one of claims 1 to 4, wherein the component (A) is at least one selected from 4-methylpentanoic acid, 4-methylhexanoic acid, and 4-methyl-3-hexenoic acid. .   A method for evaluating the deodorizing effect on the odor of textile products after wearing of a textile product treatment agent, using the pseudo odor composition according to any one of claims 1 to 5.   A method for screening a deodorant base for textile products, using the pseudo-odor composition according to any one of claims 1 to 5.