JP6381050B2 - Insect repellent - Google Patents

Description

  The present invention relates to a novel insect repellent.

  Conventionally, as insect repellents, N, N-diethyl-m-toluamide (DEET) or pyrethroid compounds (pyrestrin, cinerine, jasmolin, allethrin, tetramethrin, resmethrin, flamethrin, phenothrin, permethrin, contained in insect repellent sprays or insecticides, Ciphenothrin, veratrine, etofenprox, cyfluthrin, tefluthrin, bifenthrin, silafluophene) have been proposed, but there were problems with safety and odor.

  For example, DEET has been used worldwide for decades, but there are cases of low dose DEET affecting the nervous system, and now it is restricted when used in children (under 12 years) Is provided. (Non-Patent Document 1).

Further, DEET or pyrethroid compounds are volatile. For example, when the component is applied to the fiber structure and then heat-treated at a high temperature, there is a problem that the component does not evaporate and remain on the fiber.
On the other hand, it is known that some compounds (for example, monoterpene compounds) contained in plant essential oil exhibit a pest repellent effect. For example, Patent Document 1 includes, as a pest repellent component (A), citronellal and one or more selected from terpineol, menthol, limonene, geraniol, citronellol, camphene, etc., and the pest repellent component (A) A pest repellent volatilization composition having a citronellal content of 2 to 10% by mass is disclosed.

Patent Document 2 discloses an insect repellent for clothing containing a naturally occurring component terpinen-4-ol as an active ingredient.
Furthermore, Patent Document 3 discloses a mosquito repellent containing β-phenylethyl alcohol or methyl dihydrojasmonate as an active ingredient. Although these are compounds contained in plant essential oils or compounds used as perfumes and are highly safe, there are cases where sustainability still remains due to high volatility.

  For example, when pest repellent effects are sought for textile products, paints, household goods, wall materials, etc., repellents with low odor, low volatility and high long-term sustainability are required.

  Among the terpene compounds, for example, borneol, citral, citronellal, citronellol, limonene, geraniol, linalool, menthol, terpineol, thymol, etc., each component has a repellent effect, but because it is highly volatile During heating when processing fibers, sundries, etc., these residual rates are lowered.

  On the other hand, isobornylcyclohexanol has been conventionally used as a flux for solder, and is known to have a surface cleaning action to remove oxide film and dirt on the surface of metal and melted solder. Yes. The boiling point is 308-313 ° C, and the odor is almost odorless.

  Isobornyl cyclohexanol is one of the substances found in the development of sandalwood oil substitutes and contains several isomers. Patent Document 4 describes a substance obtained by reacting camphene and guaiacol using boron trifluoride and then hydrogenating using Raney nickel as a catalyst. These are marketed under several trade names in the form of a mixture of cyclohexanols substituted by isobornyl, isocamphyl or isofenquil. For example, Givaudan sells the product name: SANDELA, and Rhodia sells the product name: IBCH-87. A material with a strong sandal scent is known to be isocamphylhexanol. (Non-Patent Document 2)

  Patent Document 5 discloses an indoor dusty mite repellent containing a mixture of isopropyl myristate and bornylcyclohexanol as an active ingredient. It is described that a mixture of isopropyl myristate and bornylcyclohexanol is a volatile component used as a fragrance component and can be obtained commercially, but the component ratio of the two compounds is described. It is not clear which component is the main component. Moreover, only the effect with respect to indoor dust mites is shown, and the effect with respect to other pests is not suggested.

On the other hand, isobornylcyclohexanol has almost no odor. Nippon Terpene Chemical Co., Ltd. markets the trade name: Tersolve MTPH whose main component is isobornylcyclohexanol. This is used in paste solvents, rheology control agents and the like. However, it has not been known that isobornylcyclohexanol has an insect repellent effect.

JP 2003-201203 A Japanese Patent Laid-Open No. 06-227906 JP 05-208902 A German German Patent No. 834,593 JP 2013-234206 A

Ministry of Health, Labor and Welfare, Pharmaceutical Foods Bureau Safety Measures Section, Safety Measures for Drugs and Quasi-drugs Containing Diet, [online], August 24, 2005, http://www.mhlw.go.jp/topics/ 2005/08 / tp0824-1.html “Alcohol”, fragrance, edited by Japan Fragrance Association, 1985, No. 145, p. 37-48

  An object of the present invention is to provide an insect repellent with high safety and high durability.

  As a result of intensive studies to develop a repellent with high safety and high durability, the inventor found that isobornylcyclohexanol has a repellent effect and completed the present invention.

  According to the present invention, by using isobornylcyclohexanol as an active ingredient, it is possible to provide an insect repellent that is odorless and excellent in sustainability.

  Isobornylcyclohexanol that can be used in the present invention is a derivative of a terpene compound and has high repellent properties against insects such as mosquitoes and clothing pests, but is highly safe against human bodies.

  Isobornylcyclohexanol, which is an active ingredient of the present invention, is a commercially available compound for use as a solvent or the like. Therefore, a commercial item can also be used. It is also known as a by-product of isocamphylcyclohexanol, a known synthetic fragrance. It is known that the quantitative main component of the synthetic fragrance is isobornylcyclohexanol, which can be separated and purified. Moreover, it can also synthesize | combine according to well-known manufacturing methods, such as the method of the West German patent 835593, for example.

The repellent of the present invention is prepared by combining isobornylcyclohexanol with a carrier, a component, etc. used in a normal insect repellent and formulating it.

For example, the insect repellent of the present invention can be made into a liquid preparation by isobornylcyclohexanol as it is or by dissolving or solubilizing it in a solvent. As the solvent, alcohols, glycols, hydrocarbons, glycol ethers, water and the like can be used. A surfactant, a thickener, etc. can be added and adjusted as necessary so that the active ingredient of the present invention is uniformly dispersed. This liquid preparation can be used as it is in a container, or as a liquid-core preparation that is sucked up by a suction core and volatilized, or into a container having an osmotic permeability film and volatilized through the film, or a gelling agent is added. Gel preparation. Depending on the object, it is possible to apply and impregnate the liquid preparation directly on the object, or to spray the liquid preparation onto the object as a spray preparation.

In addition, the insect repellent of the present invention can be supported on a carrier to form a solid preparation. Carriers include cellulose, rayon, polyethylene, polypropylene, polyester, polyurethane, wool, talc, clay, unglazed powder, ceramic powder, etc., granules, tablets, sheets, mats, felts, sponges, boards, paper, woven fabrics, A porous or non-porous carrier such as a nonwoven fabric or a film can be used. Examples of the supporting method include impregnation by dripping, spraying, spraying, application, printing, kneading and the like.

In preparing the insect repellent of the present invention, it can be used together with other insect repellents such as pyrethroid compounds as necessary. Moreover, arbitrary components, such as an antifungal agent, antioxidant, a ultraviolet absorber, can also be added as needed. Furthermore, if a fragrance | flavor is added suitably, the insect repellent which has a fine fragrance | flavor and the pleasant fragrance can be obtained.

  The insects to which the insect repellent of the present invention can be applied are classified as insects among those known as sanitary pests, unpleasant pests, and agricultural pests. More specifically, for example, mosquitoes, including mosquitoes such as Culex mosquitoes, Culex mosquitoes, Chichaeka, Aedesia, etc. Flies such as Drosophilidae, Drosophila such as Drosophilidae, Drosophila, Drosophila, Fleafidae, Drosophila such as Scarlet flies, butterflies such as Drosophila and Drosophila, Chironomidae, Chironomidae Can be mentioned. These flying pests include, for example, blood-sucking insects or biting pests such as the mosquito mosquito, Aedes albopictus, Aedes albopictus, flies and tsetse flies that are known to mediate pathogens. In addition, moths such as moths and moths such as common moths and moths such as Nomememadarameiga are included, and these larvae are known as clothing pests. In addition, beetles of the cutworm beetle family, weevil family, scorpion family, and hornworm family are included, such as Himekatsuobushimushi and Himemarukatsubushimushi. These are known to cause food damage, such as crops, and some of the beetles of the cutworm beetle also cause food damage to clothing.

The insect repellent preparation using isobornylcyclohexanol may be a liquid preparation or a solid preparation, for example. In the formulation, the amount of isobornylcyclohexanol used is not particularly limited, but is generally preferably 0.01 to 50% by weight per formulation.

  The repellent of the present invention itself is odorless and can be used in any form by being appropriately combined with auxiliary materials.

For example, as a skin external preparation, it can be used as a spray, a coating agent, or a patch. As household hygiene products, solid or liquid volatilizers, sprays, cleaning liquids, and the like can be used in combination with aromatic deodorants and antibacterial agents. It can also be used as a spray for gardening supplies. About the said usage method, in addition to adding the insect repellent of this invention, it can manufacture in accordance with the method generally performed, respectively.

  Furthermore, it can also be used as clothing, building materials, wallpaper, ornaments, etc., which are fixed on fibers, wood, paper, ceramic materials, etc. and have an insect repellent effect. As these immobilization methods, known methods such as liquid agent impregnation, spraying, microencapsulation and the like can be used.

  Hereinafter, the present invention will be described in more detail with reference to examples. In addition, the avoidance rate in this example or the eating inhibition rate was calculated | required by the following method, respectively.

(1) Repelling rate of Aedes albopictus
Put a thick cotton work gloves on the subject's hand, and then put a cotton inner gloves on top of it, wrap a 30 x 30 cm specimen on it, and fasten it with a rubber band so that it does not become as wrinkled as possible.
Insert the tip of the wrist into a 28 x 28 x 28 cm nylon goose-clad cage that has released human striped mosquitoes for 3 minutes, and count the number of test insects that have stopped on the specimen three times a minute. To do.

In the test, after counting the number of untreated specimens accumulated, the test insects are rested for about 20 minutes, and when the specimen is wrapped, the number of treated areas accumulated is counted.
The following formula was used for calculation of the repelling rate.

    Repelling rate (%) = {(cumulative number of untreated samples−cumulative number of treated samples) / cumulative number of untreated samples} × 100

Example 1
Polyester fibers were immersed in a solution of isobornylcyclohexanol (manufactured by Nippon Terpene Co., Ltd.) in isopropyl alcohol. It dried at room temperature so that a repellent component might be 0.1 weight% with respect to a fiber. The repellent rate was 51%.

(Example 2)
In the same manner as in Example 1, a fiber containing 0.5% by weight of a repellent component was prepared. The repellent rate was 81%.

(Example 3)
In the same manner as in Example 1, a fiber containing 1.0% by weight of a repellent component with respect to the fiber was prepared. The repellent rate was 89%.

(2) Feeding inhibition rate of Himetsuobushimushi larvae A glass petri dish with an inner diameter of about 4.1 cm and a depth of about 1.6 cm, with 25 specimens and specimens cut to about 4 cm in diameter, covered with a wire netting lid A test container was obtained. Place the test container in a commercially available polypropylene sealed container (volume: approx. 5L) with a saturated saline solution for humidity control, and place it in a thermostatic chamber at 25 ° C. The life and death of the test insects were observed. In addition, in order to correct | amend the change of the weight of the test cloth by the difference in environmental humidity at the time of the test start and after completion | finish, the untreated cloth which does not put a test insect was prepared.

Weight change rate of specimen = weight of reference zone after completion / weight corrected eating amount of initial reference zone = initial weight × weight change rate−weight at termination eating inhibition rate (%) = {(eat amount of unprocessed dough− Processed dough) / Unprocessed dough} × 100

(Example 5)
A wool cloth was immersed in a solution of isobornylcyclohexanol (manufactured by Nippon Terpene Co., Ltd.) in isopropyl alcohol. It dried at room temperature so that a repellent component might be 0.2 weight% with respect to a fiber. The eating inhibition rate was 66.0%.

Claims (3)

An insect repellent containing isobornylcyclohexanol as an active ingredient. A flying insect repellent containing isobornylcyclohexanol as an active ingredient. A clothing pest repellent containing isobornylcyclohexanol as an active ingredient.