JP3090533B2 - Insect repellent composition for clothing - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a novel insect repellent composition which can be used as an insect repellent for clothing.

[0002]

2. Description of the Related Art Empentrin is an odorless insect repellent compound and is widely used as a volatile insect repellent. However, this substance is susceptible to light, high temperature, and the like, and is easily decomposed to produce an unpleasant odor, which is a problem in use.
As a method for preventing the decomposition of empentrin,
2'-methylenebis (4-methyl-6-t-butylphenol), 2-t-butyl-6- (3-t-butyl-2
(Hydroxy-5-methylbenzyl) -4-methylphenyl acrylate or 2,4-di-t-butylphenyl-3,5-di-t-butyl-4-hydroxybenzoate has been reported to be mixed ( JP-A-3-72
409).

[0003] However, these compounds are all powders, and to mix with high viscosity empentrin, it is necessary to heat the empentrin itself and then stir it for a long time,
Alternatively, it was necessary to use an organic solvent such as acetone as a dissolution aid. Furthermore, 2,2′-methylenebis (4-
Methyl-6-t-butylphenol) has coloring properties and therefore has a disadvantage such as yellowing of the impregnated white filter paper during use, and has the disadvantage of 2,4-di-t-butylphenyl-3,5-di-
Since t-butyl-4-hydroxybenzoate has low solubility in empentrin, if it is used at an effective concentration, it precipitates at a low temperature, and it can be added only up to a certain concentration, and the concentration is insufficient to prevent decomposition. There was also.

[0004]

Accordingly, there has been a demand for the development of means for suppressing the decomposition of empentrin and preventing the generation of off-flavors.

[0005]

Means for Solving the Problems In view of the above circumstances, the present inventors have conducted intensive studies and as a result, have found that n-octadecyl-3-.
(3,5-di-t-butyl-4-hydroxyphenyl)
Propionate effectively prevents the degradation of empentrin,
The present inventors have found that they can be easily mixed with empentrin and do not cause problems such as discoloration and precipitation, and have completed the present invention.

That is, the present invention relates to an empentrin,
n-octadecyl-3- (3,5-di-t-butyl-4
- containing a hydroxyphenyl) propionate, their
Clothing whose mixing ratio is 1: 1 to 100: 1 by weight
An insect repellent and insecticidal composition of the same kind is provided.

Empentrin, which is an effective insect repellent component of the composition of the present invention, is a known compound as described above, and may be synthesized by a known method or a commercially available product may be used. Also, it is known that various optically active substances and geometric isomers exist in empentrin,
Any of them having an insecticidal effect may be used.

On the other hand, n-octadecyl-3- (3,5-di-t-butyl-4) which is an antioxidant component of the composition of the present invention.
As (-hydroxyphenyl) propionate, a commercially available product can be used.

In order to prepare the insect repellent composition for clothing of the present invention, empentrin and n-octadecyl-3-amine are used.
(3,5-di-t-butyl-4-hydroxyphenyl)
Propionate may be mixed and stirred in a conventional manner. If necessary, a solvent such as acetone may be used at the time of mixing, or an operation such as heating one or both of them may be performed.

In preparing the insect repellent insecticide composition for clothing of the present invention, n-octadecyl-3- (3,5-di-t-) is used.
The mixing ratio of (butyl-4-hydroxyphenyl) propionate and empentrin is usually 1: 1 to 1 by weight.
1: 100, preferably 1:10 to 1: about 50.

The composition of the present invention may be used as it is as the insecticide for clothing as it is mixed as described above, but may further contain other optional components as needed. Examples of optional components include metal deactivators, potency enhancers, fragrances, fungicides, fungicides, and the like.

The composition of the present invention can be used in various known modes. For example, the composition of the present invention is liquid at room temperature, but it may be used as an insect repellent as it is, or, if necessary, mixed with a suitable solvent such as toluene or acetone, and then mixed with paper, non-woven fabric. , Wood chips, silica gel, plastics and other carriers. Further, it may be mixed with an appropriate carrier, for example, a solidified carrier such as calcium carbonate or talc, molded and used as a solid agent.

[0013]

Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.

Example 1 Preparation of an insect repellent composition for clothing : n melted in 9.5 kg of empentrin at 60 ° C.
-Octadecyl-3- (3,5-di-t-butyl-4-
0.5 kg of (hydroxyphenyl) propionate was added thereto, followed by stirring and mixing to obtain an insect repellent composition for clothing . Note that an organic solvent was not required in this production process.

Comparative Example 1 Preparation of Comparative Insect Repellent Composition (1): 0.5 g of 2,2′-methylenebis (4-methyl-6-t-butylphenol) was added to 9.5 g of empentrin, mixed with stirring and compared. Insect repellent composition 1 was obtained.

Comparative Example 2 Preparation of comparative insect repellent composition (2): 0.5 g of 2,4-di-t-butylphenyl-3,5-di-t-butyl-4-hydroxybenzoate in empentrin 9. In addition to 5 g, the mixture was stirred and mixed for 60 minutes, but the mixture was not uniform. Therefore, the mixture was heated to 60 ° C. and stirred to obtain a comparative insect repellent composition 2.

Example 2 Confirmation of the degree of odor, the degree of discoloration, and the state of precipitation: The insect repellent compositions obtained in Example 1, Comparative Examples 1 and 2 were heated at 5 ° C.
And the presence or absence of precipitation of the added antioxidant component was confirmed. In addition, 1 g of the composition was impregnated into 70 cm ² white pulp filter paper, left for one month under a fluorescent lamp at room temperature, and the degree of odor and the degree of discoloration were observed. The degree of odor and the degree of discoloration were determined and evaluated by a sensory test of five persons based on the criteria shown in Table 1 below, and the average was calculated and rounded. This result
It is shown in Table 2 .

Judgment criteria

[Table 1]

[0019] Results

[Table 2]

From these results, it was found that empentrin and n-
The composition of the present invention, in which octadecyl-3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate is combined, effectively suppresses the odor generation of empentrin, and is free from discoloration and precipitation at low temperatures. It became clear.

[0021]

The composition of the present invention is hardly affected by light and the like, and does not generate an unpleasant odor due to the decomposition of empentrin. Therefore, even when used for a long period, the insect repellent odor does not adhere to clothing. Further, n-octadecyl-3- (3,
5-Di-t-butyl-4-hydroxyphenyl) propionate has a low melting point and a relatively high solubility in empentrin, so that it can be easily melt-mixed without using a solvent such as acetone, No precipitation is seen. Furthermore, since it is non-colored, the impregnated body is not colored. Therefore, the composition of the present invention can be effectively used for purposes such as insect repellents.

──────────────────────────────────────────────────続 き Continued on front page (58) Field surveyed (Int.Cl. ⁷ , DB name) A01N 53/00 A01N 37/38 A01N 25/22

Claims (1)

(57) [Claims] 1. An empentrin and n-octadecyl-3
-(3,5-di-t-butyl-4-hydroxyphenyl) propionate, and their mixing ratio is heavy.
Insect repellent insecticide composition for clothing having a weight ratio of 1: 1 to 100: 1
Thing .