JPS63281658A - Deodorant - Google Patents

Abstract

PURPOSE:To develop a deodorant having strong deodorizing action not only to metyl mercaptan but also to various malodorous components, by extracting thyme with paraffinic hydrocarbon and extracting the extraction residue with alkyl ethers while removing the solvent from the extract to obtain a light yellow solid as an effective component. CONSTITUTION:Thyme is extracted with paraffinic hydrocarbon to extract components such as essential oil, oils and fats, lipoid or a resin. Subsequently, extract residue subjected to hydrocarbon extraction treatment is extracted with alkyl ether. As alkyl ether, diethyl ether, isopropyl ether and dibutyl ether are used but isopropyl ether is pref. from the aspect of workability and economical effect. Extraction may be performed not only under a cold condition but also under a heating condition. The use amount of isopropyl ether used in extraction is 5-10 times the n-hexane insoluble part subjected to n-hexane extraction treatment, pref., 5-6 times from an economical aspect. When isopropyl ether is removed from the extract, a light yellow powdery extract is obtained.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a deodorant, and more particularly to a deodorizer that uses a multi-stage organic solvent extract of thyme or a product separated by silica gel chromatography of the extract. This relates to a deodorant as an ingredient.

Therefore, the present invention is not only used extensively in the industrial fields of deodorants and deodorants, but also widely used in various industrial fields such as sanitary chemicals, food and beverages, cosmetics, and pharmaceuticals.
It is also important in the field of natural product organic chemistry.

[Conventional technology]

Thyme is a type of herbal spice that belongs to the Lamiaceae family.
It has already been reported that it has a bitter taste and a bitter effect on foods, especially meat and fish.

(Oil Chemistry Journal, 7 (1980)).

It has also been proposed to incorporate dried leaves of Lamiaceae plants into chewing gum to remove bad breath (Japanese Patent Laid-Open No. 54-8
4070'').Furthermore, a raw material selected from the extract of the Lamiaceae plant obtained by extracting the Lamiaceae plant with a polar solvent and/or a non-polar solvent and its extraction residue is subjected to a solvent extraction treatment to extract the extract. A method of obtaining a deodorizing substance from the raw material by collecting the substance or performing both extraction treatment and steam distillation treatment (Japanese Patent Application Laid-Open No. 57-404278)
is proposed. In addition, raw materials selected from sage, rosemary, extracts obtained by extracting these with polar solvents/or non-polar solvents, and their extraction residues are subjected to solvent extraction treatment and the extracts are collected. , followed by decolorizing with an adsorbent to obtain a deodorizing substance, or the extract is subjected to both decolorizing with an adsorbent and steam distillation, and the residue is collected. 57-203445) has also been proposed.

[Problem that the invention seeks to solve]

However, in the above proposal, the deodorizing substance collected from plants of the Lamiaceae family has the drawback that it is difficult to completely remove the unique aroma derived from the raw material plants, and its uses are greatly limited. Moreover, although it is effective against odor sources such as sulfur compounds such as methyl mercaptan, it is not effective against ammonia odor, amine odor, acid odor, etc. The present invention has been made in view of the current state of technology, and has a strong deodorizing effect on methyl mercaptan, and is also effective against various malodorous components such as hydrogen sulfide and ammonia. The purpose of this invention is to develop a broad-spectrum and powerful deodorant that also exhibits deodorizing action. Furthermore, the mechanism of the present invention is fundamentally different from that of conventional products that use strong fragrance as the main ingredient and simply mask bad odors. The aim is to develop a safe deodorant that does not cause pollution.

[Structure of the Invention] In order to achieve the above object, conditions for extracting a component having a deodorizing effect from thyme were investigated.

Since the solvent extract of thyme contains a large amount of other plant components in addition to the components that have a deodorizing effect, the deodorizing effect is not perfect, so various aspects were investigated.

After extracting thyme with paraffin hydrocarbon to remove essential oil and components that have no deodorizing effect, the extraction residue was sequentially extracted with an organic solvent, and it was found that the alkyl ether extract had a strong deodorizing effect. acknowledged. Further research based on this new and useful knowledge led to the completion of the present invention.

As a raw material for the deodorant according to the present invention, Thymusvu
lgaris L, or Thymus serpyl
The whole plant or foliage of lum is mainly used, and it may be used fresh, and dried or ground products thereof may also be used as appropriate.

According to the present invention, first, thyme is extracted with paraffinic hydrocarbons to extract components such as essential oil, fats and oils, lipoids, and resins. Extraction is preferably done cold or at room temperature. When heated, some of the components that have a deodorizing effect are extracted into hydrocarbons, so it must be avoided. Petroleum ether, n-pentane, n-hexane, n-hebutane, etc. are used as the paraffinic hydrocarbon, but n-hexane is economically preferred.

Then, the extraction residue after the hydrocarbon extraction treatment is extracted with an alkyl ether. As the alkyl ether, diethyl ether, isopropyl ether, and dibutyl ether are used, but isopropyl ether is preferable from the viewpoint of workability and economical efficiency. The extraction may be performed under cold conditions or under heated conditions.

The amount of isopropyl ether used for extraction is 5 to 10 times the amount of the n-hexane insoluble part obtained by extracting thyme with n-hexane, and economically it is preferably 5 to 6 times the amount.Isopropyl ether is removed from the extract. Then, a pale yellow powder extract is obtained.

In this way, the extract, which is the active ingredient of the present invention, is a pale yellow powder and does not contain plant components such as essential oils, resins, and lipoids, so there is almost no off-flavor, and there is only a slight odor from forest grass. You can feel the scent. This extract (hereinafter abbreviated as extract A) can be used as it is as an active ingredient of a deodorant, but it can be concentrated if necessary. Extract A (isopropyl ether extract) is extracted with a ketone solvent. Acetone is economically preferable as the ketone solvent. Removal of acetone from the extract yields a greenish-brown solid engraving. It was found that the active ingredients in this product were about twice as concentrated as in Extract A, and the solubility in organic solvents was significantly increased.

The acetone extract of Extract A will be abbreviated as Extract B from now on.

Extract B was separated and purified by silica gel column chromatography, and the active ingredient as a pale yellow powder was obtained from the eluate of ethyl acetate:n-hexane=1:1. This product has an ultraviolet absorption spectrum of 228.293 nm (EtOH solution)
It shows a maximum absorption at
It exhibited properties of 0° C. and optical rotation [α)D=+37±5″.

The active ingredients are about 5 times more concentrated than Extract A, and it is a light yellow powder with no off-flavor and a faint forest scent. (Hereafter, it will be abbreviated as extract B and column product).

The extracts A and B thus obtained can be used as deodorants as they are, but they can also be used as powders, granules, tablets, aerosols, pastes, etc. using commonly used formulation auxiliaries. It may also be formulated into capsules, liquids, etc. It can also be used in food and drinks.

The deodorant according to the present invention has a completely different mechanism of action from those conventionally commercially available, and has a wide range of deodorizing effects, so it can be used for any kind of deodorizing use. Moreover, the effect is strong and long-lasting. Since the active ingredients of this deodorant are derived from natural plants, they are extremely safe for humans and livestock, and are extremely effective in preventing pollution.

The deodorizer according to the present invention can be used in toilets, kitchens, refrigerators, automobiles, precision workshops, clean rooms, hospitals, laboratories, livestock barns,
Rooms such as laboratory animal rooms; ventilation fans and ventilation pipes in toilets; toilet tanks, water tanks in flush toilets, sewage treatment tanks;
It can be used as a sanitary agent in various places such as vacuum cars; garbage collection boxes, collection sheds; changing rooms for shoes, pools, and baths; In addition, since the present deodorant is non-toxic, it can be used in the fields of medicine and cosmetics as a daytime medicine or as an ingredient in urinary medicine or toothpaste to suppress bad breath. Furthermore, the present deodorant can be widely used in the technical fields of food, drink, and luxury goods by being mixed into chewing gum.

[Test Example 1] 100 g of thyme was extracted with 600 mQ of n-hexane at room temperature for 24 hours, and then filtered. Hexane was recovered from the filtrate to obtain extract (1.7 g).

Then, the insoluble part extracted with hexane was extracted with isopropyl ether 60
Extraction was performed using 0d at 70°C for 24 hours. After cooling, it was filtered, and isopropyl ether was recovered from the filtrate to obtain extract A (3.0 g).

Furthermore, the isopropyl ether insoluble portion was removed with chloroform 60
The mixture was extracted with 0d at 60°C for 3 hours, cooled and filtered, and chloroform was recovered from the filtrate to obtain extract (1.8 g). Finally, extract the insoluble part with chloroform and methanol 600%.
Extracted for 1.3 hours at 70°C using a vacuum cleaner, filtered after cooling,
Methanol was recovered from the filtrate to obtain ■. (10.9g) The deodorizing effect of each extract on methylcaptan was as follows.

As is clear from this test example, it was demonstrated that the target active ingredient was present only in extract A, that is, the isopropyl ether extract.

The deodorizing effect was tested as follows.

pH 7.5 phosphate buffer 15++ in a 50mQ Nessler tube
+Q and each extract A, 1% acetone solution 1a+9 of ■～■
Put in. Add 0.1 mQ of 0.15% methyl mercaptan/methanol solution to this, shake well, and then
30 minutes later, measure the concentration using a detection tube and compare with the blank.

Specific examples and formulation examples are shown below.

[Example 1] 5 kg of thyme was extracted with n-hexane 5012 at 30°C for 24 hours. After cooling, it is filtered, and the n-hexane extraction insoluble portion is extracted with isopropyl ether 50Q at 70°C for 24 hours. After cooling, it was filtered, and isopropyl ether was recovered from the filtrate to obtain 150 g of pale yellow powder. (Extract A) Extract Al00g with acetone 112 at 30°C for 10 hours. After cooling, the mixture was filtered and acetone was distilled off to obtain 45 g of the active ingredient as a greenish brown powder. (Extract B) 810g of extract 10
When column chromatographic purification was performed using 0 g of silica gel, 3 g of pale yellow powder was obtained from the eluate of ethyl acetate:n-hexane=1:1. There was almost no strange odor, just a faint forest scent.

The ultraviolet absorption spectrum shows maximum absorption at 228.293 nm (EtOH solution), and the infrared absorption spectrum shows hydroxyl groups,
Suggests the presence of carbonyl group, melting point: 187-200℃
, optical rotation [α]D=+37±5' (EtOH).

(Extract B, column product) The deodorizing effect measured by adding a thyme active ingredient to each malodorous component and using a detection tube is shown below.

Test method P) 15 mQ of 17.5.0.1M phosphate buffer and 1 mN of acetone solution of the specified concentration of the sample are placed in a 50mj2 Nessler tube.

Add methyl mercaptan to this, shake well, and then
The temperature is maintained at 37°C, and the concentration is measured using a detection tube after 30 minutes, 1 hour, and 30 hours, and compared with a blank.

Hydrogen sulfide and ammonia were also tested in the same way.

[Example 2] A comparison between the active ingredient extract B of the present invention and a commercially available natural deodorant is shown below.

(Deodorizing power test) The headspace of a solution of malodorous substances (methyl mercaptan, ammonia, hydrogen sulfide) is injected into a 5Q bottle using a disposable gas-tight syringe to a predetermined concentration. Test objects (extract B, natural deodorant A type, natural deodorant G type, natural deodorant P type) 10&
Quickly spray each into a 5Q bottle and cap it. 30 days after injection
Minutes, 1 hour, and 3 hours later, the concentration of malodorous substances was measured using a detection tube.

According to this example, the active ingredient according to the present invention exhibits a deodorizing effect on all of ammonia, methyl mercaptan, and hydrogen sulfide, and has a very strong effect, with a wide range of effects and a powerful deodorizing effect. It has been proven that it is effective as a drug.

[Formulation Example 1] Aerosol Active ingredient of the present invention Extract 8 1 part by weight 80% ethanol 10 parts by weight Difluoromethane 70 parts [Formulation example 2 parts Tablet Active ingredient of the present invention Extract A 1 part Propylene glycol 10 parts Lactose
75 part dextrin
10 parts talc 4 parts Molded into tablets by conventional method.

[Formulation Example 3] Chewing gum vinyl acetate resin 20 parts plasticizer
3 part polyisobutylene
3 part wax
2 parts calcium carbonate 2 parts powdered sugar
45 parts Glucose 23 parts Active ingredient of the present invention Extract A 1 part Flavor
One part of each of these ingredients was placed in a mixer in this order, heated and stirred, cut into blocks, and extruded with an extruder to form sheets. After cutting this sheet, it was kept warm in a controlled room at 21-24° C. and 45-50% for 6-8 hours and packaged to produce a gum product for preventing bad breath.

[Formulation Example 4 parts Granule Active ingredient of the present invention Extract A 1 part Propylene Glycol 10 parts Lactose
Water is added to 74 parts of dextrin and 15 parts of the mixture is kneaded and then molded using a granulator to form granules.

Claims (3)

[Claims] (1) Extract thyme with paraffin hydrocarbons, extract essential oil,
A deodorant characterized in that after removing fats, oils, resins, etc., the extraction residue is extracted with an alkyl ether, and the active ingredient is a pale yellow solid obtained by removing the solvent from the extract. (2) Extracting the active ingredient described in item 1 with a ketone solvent,
A deodorant characterized in that the solvent is removed from the extract and the obtained greenish-brown solid is used as an active ingredient. (3) A separated product obtained from the eluate of ethyl acetate: n-hexane = 1:1 by separating and purifying the active ingredient described in item 2 using silica gel column chromatography,
The ultraviolet absorption spectrum shows maximum absorption at 228,293 nm (EtOH solution), and the infrared absorption spectrum shows hydroxyl groups,
Suggests the presence of carbonyl group, melting point: 187-200℃
, optical rotation [α]_D=+37±5°.