JP3304475B2 - Drug indication resin composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a drug-indicating resin composition. More specifically, fungicides, fungicides, herbicides,
Plant growth regulators, pheromones, juvenile hormone mimics,
The present invention relates to a drug-effect-indicating resin composition in which the shelf life of a product having a limited shelf life, such as an insecticide, a repellent, a deodorant, a fragrance, or a medicine, can be visually determined by a change in color tone.

[0002]

2. Description of the Related Art As a time indicator, a drug composition comprising a color-forming organic compound component, a second component for developing the color component, and a third component for discoloring the system when added to a color-developed system of these two agents. Mainly spread and held on a base material such as paper or non-woven fabric, and color development or decolorization by the action of one of the three components remaining after volatilization of the third or second component and the color-forming organic compound A method of observing the effective period by associating the phenomenon of the occurrence with the time-dependent disappearance of the volatile active ingredient (for example, JP-A-62-235562,
Japanese Patent Application Laid-Open No. 3-60901 and Japanese Patent Application Laid-Open No. 2-290591) are conventionally known. However, these methods require the above three components to cause a color change.

[0003]

DISCLOSURE OF THE INVENTION The present inventors easily and accurately determine the end point of a drug effect and the remaining amount of a drug component within an effective period by color change due to a simple action between two components. The present inventors have found a drug-effect indicating resin composition which makes it possible to accomplish the present invention.

[0004]

That is, the present invention relates to a drug effect indicating resin composition obtained by melt-kneading a thermoplastic resin, an electron-accepting organic compound having volatility and an electron-donating color-forming organic compound. It is about.

[0005] In the drug-indicating resin composition of the present invention, an electron-donating color-forming organic compound which is in a color-forming state in the presence of an electron-accepting organic compound is produced after a certain period of time due to the volatilization of the electron-accepting organic compound. It is characterized in that the discoloration effect at the time of decolorization is used as an indication (medication) of a medicinal effect.

The thermoplastic resin in the present invention can be thermally processed at a temperature not higher than the thermal decomposition temperature of an electron-accepting organic compound having a volatile property or an electron-donating color-forming organic compound, and does not cause coloration of the electron-donating color-forming organic compound. Any material may be used, for example, branched low-density polyethylene, ethylene and carbon number 4-1.
Linear low-density polyethylene, high-density polyethylene, a copolymer of (ethylene and / or butene-1) with propylene, (vinyl acetate and / or acrylate) Copolymer with ethylene, polyolefin-based thermoplastic resin such as polypropylene, synthetic rubber such as styrene-butadiene rubber, ethylene-propylene-diene rubber, vinyl chloride-based thermoplastic resin, polyester, nylon, and the like. Alternatively, two or more kinds can be used in combination.

In the selection of the thermoplastic resin in the present invention, there is a possibility that decoloration at the end point of use may be insufficient. Therefore, additives, plasticizers, catalyst residues, etc., for coloring the electron-donating color-forming organic compound may be used. Those containing no component having an electron accepting property are preferred.

The electron-donating color-forming organic compound is a compound that reversibly develops color at room temperature in the presence of an electron-accepting organic compound and decolorization due to disappearance of the electron-accepting organic compound. There is no particular limitation as long as it is a compound having various properties, and various conventionally known compounds, for example, rhodamine lactams,
Fluorans, triphenylmethanephthalides, phenothiazines, indolylphthalides, spiropyrans,
Compounds such as leuco auramines can be used.

More specifically, for example, rhodamine B b
ase, N-phenylrhodamine lactam, crystal violet lactone, malachite green lactone, 1,3-
Dimethyl-6-diethylaminofluoran, 2- (2-chloroanilino) -6-dibutylaminofluoran, 3,7-bis (dimethylamino) -10-benzoylphenothiazine, N-
3,3-trimethylindolinobenzospiropyran, ethyl leucomethylene blue and the like. The above electron donating color-forming organic compounds may be used alone or in combination of two or more.

The electron-accepting organic compound according to the present invention may be any compound which has volatility at room temperature or under heating. When the resin composition of the present invention is used as an indicator, volatilization of an active ingredient in a product to be treated is required. In consideration of the properties, those having appropriate volatility under desired use conditions can be used. For example, phenols such as resorcinol, cresol, and naphthol, phenolic carboxylic acids such as salicylic acid, alcohols such as benzyl alcohol and 1-octanol, carboxylic acids such as stearic acid and myristic acid, and parachlorometaxylenol having fungicidal activity , Orthophenylphenol, 3-methyl-4-isopropylphenol, 3-aceto-6-methyl-2-pyranone, oxybenzoic acid lower alkyl esters and the like can be used alone or as a mixture of two or more. In particular, in the present invention, when these volatile electron-accepting organic compounds are compounds having a medicinal effect, the obtained resin composition must always know the residual effect state and the end point of use without error regardless of the use conditions. A direct drug-effect indicating resin composition is obtained.

The amounts of the electron-accepting organic compound having volatility and the electron-donating color-forming organic compound can be arbitrarily changed depending on the thermoplastic resin used and in consideration of the desired color tone and effective period. However, usually, the thermoplastic resin 100
0.001 to 50 parts by weight, 0.0
001 to 5 parts by weight. If the compounding amounts of the electron-accepting organic compound having volatility and the electron-donating color-forming organic compound are less than 0.001 part by weight and 0.0001 part by weight, respectively, the discoloration is unclear, and 50 parts by weight each. If the amount exceeds 5 parts by weight, the composition bleeds to the surface, and discoloration occurs. Further, an antioxidant, an ultraviolet absorber, a light stabilizer, an antiblocking agent, a filler, a transpiration regulator, a fragrance, a dye, a dye, a pigment, and the like can be appropriately added within a range that does not impair the object of the present invention. For example, in the present invention, the object of the present invention can be achieved if a change in color tone is accompanied, so when a yellow pigment and an electron-donating color-forming organic compound that develops a red color are used, the reddish-brown in the initial stage of use ends in the present invention. It turns yellow and can be used as an indicator.

The drug-indicating resin composition obtained by melt-kneading the thermoplastic resin, the electron-accepting organic compound having volatility and the electron-donating color-forming organic compound according to the present invention may be, for example, a film, a sheet or various In the form of a molded article of the shape of, and as a time indicator attached to or put together with various products with a specific validity period,
It can be used for the purpose of knowing the shelf life of a product.

According to another embodiment of the present invention, there is provided a drug effect indicating resin composition obtained by melt-kneading a thermoplastic resin, an electron-accepting organic compound having volatility, an electron-donating color-forming organic compound, and a drug. Is mentioned. Examples of the drug used include agricultural chemicals, pharmaceuticals, epidemics, hygiene drugs and industrial drugs, and more specifically, fungicides, fungicides, insecticides that are insect-repelling agents, repellents, pheromones, Juvenile hormone mimetics and herbicides, plant growth regulators, deodorants, and fragrances include animal and plant essential oils or synthetic fragrances. More specifically, empentrin, allesulin, praresulin, chlorpyrifos, dichlorvos, fenitrothion, esbiosulin, permethrin, cyphenothrin, d-phenothrin, d-resmethrin, fenvalerate, fenpropathrin, cyhalothrin, cyfurthrin, etofenprox, tralomethrin, Insecticides such as etofenflox and diazinon; repellents such as diethyltoluamide; (E) -1-
(4-chlorophenyl) -4,4-dimethyl-2-
(1,2,4-triazol-1-yl) -pent-1
-En-3-ol, 1- (4-chlorophenyl)-
4,4-dimethyl-2- (1H-1,2,4-triazol-1-yl) -penta-3-ol, 5- (4-chlorophenyl) -3,4,5,9,10-penta aza tetracyclododecene [5,4,10 ^2,6, 0 ^8,11] 3,9-diene, (E)-1-cyclohexyl-4,4-dimethyl-2- (1,2,4-triazole - Plant growth regulators such as 1-yl) -pent-1-en-3-ol, 4-chloro-2- (α-hydroxybenzyl) isonicotinanilide, and 3,5-dioxo-4-propionylcyclohexanecarboxylate And animal and plant essential oils such as hinoki essential oil and hiba essential oil. These blending amounts can be appropriately selected depending on various conditions.

The drug-indicating resin composition of the present invention is prepared by mixing a thermoplastic resin with an electron-accepting organic compound having volatility and an electron-donating color by a conventional kneading method using a pressurized Banbury or an extruder. The compound can be produced by melt-kneading an organic compound and, in some cases, a drug.

[0015] The form of use of the drug-indicating resin composition of the present invention is not particularly limited, and may be injection molded articles, nets, nonwoven fabrics, fibers, sheets, films, etc. of various shapes according to the desired discoloration period. , Or packaged with a breathable film or nonwoven fabric. In addition, the drug-effect-indicating resin composition of the present invention is used for controlling the discoloration period, for preventing the evaporation of the electron-accepting organic compound during processing and molding, or for the electron-donating color-forming organic compound and / or the electron-donating organic compound. In order to prevent bleeding of the receptive organic compound, it can be appropriately processed by a method used for ordinary thermoplastic resins such as multilayer extrusion molding, composite spinning, extrusion lamination molding and the like.

The discoloration period of the drug-effect-indicating resin composition of the present invention depends on the volatility of the electron-accepting substance and the diffusivity of the electron-accepting substance in the thermoplastic resin. The length can be set to an arbitrary length of several hours to several years by changing the composition and the shape of the resin composition.

[0017]

EFFECTS OF THE INVENTION The efficacy indicating resin composition of the present invention is extremely easy to produce, store and use, can be used in various forms, and can be used for any period of time ranging from several hours to several years. It has many excellent features such as being able to be set, and the validity period can be easily and visually determined.

[0018]

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 Ethylene-methyl methacrylate copolymer (Aclift WH202 manufactured by Sumitomo Chemical Co., Ltd.) as a thermoplastic synthetic resin
100 parts by weight, 4 parts by weight of parachloromethaxylenol (hereinafter, referred to as PCMX) having a fungicidal effect as a volatile electron-accepting organic compound, and Rhodamine B base (Taoka as an electron-donating color-forming organic compound) 0.04 parts by weight of the mixture was melt-kneaded in a sealed pressure kneader (manufactured by Moriyama Seisakusho) using the shearing heat, and then supplied to an extruder, extruded, hot-cut, and pelletized. A drug indication resin composition was obtained.

Subsequently, a three-layer three-layer inflation die (having a caliber of 1
00 mm), and the above-mentioned medicinal properties-indicating resin composition was passed through an extruder having a diameter of 40 mm to the intermediate layer of the die at a melting zone of 170 ° C. and a die temperature of 150 ° C. at 9 kg / h. Was supplied at a discharge rate of For both the inner layer and the outer layer, low-density polyethylene (Sumikasen CE2559 manufactured by Sumitomo Chemical Co., Ltd.) was supplied at a melt zone of 180 ° C. and a die temperature of 150 ° C. at a discharge rate of 3 kg / h.
The resin supplied to each layer is bonded inside the die, and a tubular body having a three-layer sandwich structure (outer layer / intermediate layer / inner layer) is blow-up ratio 2.4, frost line distance 200 mm, take-off speed 4.2 m / min. With the condition, the folding diameter is 320mm,
The thickness of each layer is 0.02 mm for the outer layer / 0.06 mm for the middle layer / 0.02 mm for the inner layer. The overall thickness of the drug-indicating resin composition sandwiched with low-density polyethylene is 0.1 mm.
Was obtained.

The obtained three-layer film is suspended in a 9 m ³ constant temperature / humidity room with no wind adjusted to a temperature of 20 ° C. and a humidity of 40%, and a color difference meter is used to observe the color change of the sample every predetermined time. (Measurement of color difference ΔE), antifungal effect test, and measurement of the residual ratio of the electron accepting substance in the sample were performed. The residual amount of the electron-accepting organic compound was determined by gas chromatography after extraction with a Soxhlet extractor using acetone as a solvent, and the residual ratio of the electron-accepting substance was calculated. As shown in FIG. 1, the pink color of the three-layer film gradually decreased with the decrease in the residual ratio of the electron-accepting organic compound, and the three-layer film became a transparent film due to disappearance of the electron-accepting organic compound. This film was found to have an antifungal effect for 48 days.

Example 2 The take-up speed of 4.2 m / min in Example 1 was changed to 9.0 m / min, and the thickness of each layer was 0.01 mm for the outer layer / 0.1 mm for the intermediate layer.
A three-layer film was obtained in the same manner as in Example 1, except that the thickness was 03 mm / the inner layer was 0.01 mm and the overall thickness was 0.05 mm.
FIG. 2 shows the performance of the obtained three-layer film. in this case,
Since the thickness of the film is thinner than that of Example 1, the reduction rate of the remaining electron accepting substance is faster than that of Example 1. However, the color of the film is also faster. As a result, it was confirmed that the residual effect state of the antifungal activity and the end point of use can be known without error. Antifungal activity is 18
Lasted for days.

Example 3 The three-layer film obtained in Example 2 was treated at a temperature of 20
The change with time was observed in the same manner as in Example 2 except that the room was laid on a drawer (space volume: 0.2 m ³ ) of a chest set in a windless room adjusted to 40 ° C. and a humidity of 40%. The pink color of the three-layer film gradually decreased with a decrease in the residual ratio of the electron-accepting substance, and the three-layer film became a transparent film due to disappearance of the electron-accepting substance. In this case, the film was discolored after an elapse of 10 months, and the antifungal effect was lost.

Example 4 100 parts by weight of an ethylene-vinyl acetate copolymer (Evatate H2020, manufactured by Sumitomo Chemical Co., Ltd.) and 2 parts by weight of empentrin, an insect repellent (vaporsuline, manufactured by Sumitomo Chemical Co., Ltd.), were melt-kneaded. After pelletization, an insect repellent film having a thickness of 0.04 mm was obtained at a pressing temperature of 150 ° C. A section of 300 cm ² of the insect repellent film and a section of 5 cm ² of the three-layer film obtained in Example 2 were laid on a drawer in the same manner as in Example 3, and changes over time were observed. After 10 months,
The residual ratio of empentrin remaining in the insect repellent film was about 5%, but no change in appearance was observed.
On the other hand, the three-layer film used was almost decolored after 10 months, and the disappearance of the medicinal effect of the insect repellent film coincided with the decoloration of the time indicator, and was effective as a time indicator.

Example 5 The take-up speed of 4.2 m / min in Example 1 was changed to 0.9 m / min, and the thickness of each layer was 0.1 mm for the outer layer / 0.3 for the intermediate layer.
A three-layer film was obtained in the same manner as in Example 1, except that the thickness was 0.1 mm / inner layer and the total thickness was 0.5 mm.

Commercially available pet color (Dainippon Pyroxermicus Co., Ltd.)
Immediately after attaching a cat made with a flea removing collar S, color: white, effective period: about 4 months, active ingredient: permethrin), the above three-layer film cut into 1 cm width × 2 cm length is attached to the flea removing collar. The change over time was observed. In this case, the three-layer film gradually disappeared from magenta and became transparent after 4 months, and was effective as a time indicator for the chisel collar.

Example 6 The procedure of Example 1 was repeated, except that orthophenylphenol (hereinafter referred to as OPP) was used in place of parachloromethaxylenol used as the electron-accepting organic compound. A layer film was obtained. The performance of the three-layer film obtained is shown in FIG. As in Example 1, the residual rate of the electron-accepting organic compound was reduced to 3
The pink color of the layer film gradually decreased, and the film became transparent due to the disappearance of the electron accepting substance. Further, a sufficient antifungal effect was observed during the period when the film was colored. (The antifungal activity lasted 18 days.)

Example 7 The drug efficacy indicating resin composition of Example 1 was used as a thermoplastic synthetic resin in an amount of 100 parts by weight of an ethylene-vinyl acetate copolymer (Evatate H2020, manufactured by Sumitomo Chemical Co., Ltd.), and a volatile electron acceptor. 3-methyl-4- as a reactive organic compound
In addition to 4 parts by weight of isopropylphenol, 0.1 part by weight of rhodamine B base (manufactured by Taoka Chemical Industry Co., Ltd.) as an electron-donating color-forming organic compound, and 0.1 part by weight of a yellow pigment. In the same manner as in Example 1, a three-layer film was obtained. In this case, 3-methyl-4-
With the evaporation of isopropylphenol, the color of the film turned reddish-brown at the beginning of use and yellow at the end.
When the film was reddish, it showed a sufficient antifungal effect,
The yellowed film showed no antifungal activity.

Example 8 Ethylene-methyl methacrylate copolymer (Aclift WH202 manufactured by Sumitomo Chemical Co., Ltd.) as a thermoplastic synthetic resin
100 parts by weight, 0.1 parts by weight of resorcinol as a volatile electron-accepting organic compound, and rhodamine B base as an electron-donating color-forming organic compound (Taoka Chemical Industry Co., Ltd.)
0.05 parts by weight, and empentrin (a vapor surin manufactured by Sumitomo Chemical Co., Ltd.) which is a volatile insecticide
One part by weight was melt-kneaded in a closed-type pressure kneader (manufactured by Moriyama Seisakusho) utilizing shearing heat, and then supplied to an extruder and hot-cut while being extruded to obtain a pellet, thereby obtaining a drug-effect-indicating resin composition.

This resin composition was formed into a sheet having a thickness of 0.5 mm at a pressing temperature of 150 ° C. This sheet was suspended in a hot-air circulating oven adjusted to a temperature of 60 ° C., sampled every predetermined time, and the residual ratio of the electron accepting substance and empentrin in the observation sample was measured. This sheet disappeared from the initial deep reddish purple color due to the evaporation of resorcinol. In this case, resorcinol and empentrin evaporate at a similar rate,
It is clear that this sheet can be used as an indicator for the insect repellent Empentrin.

Comparative Example 1 Ethylene-methyl methacrylate copolymer (Aclift WH202 manufactured by Sumitomo Chemical Co., Ltd.) as a thermoplastic synthetic resin
100 parts by weight, 0.05 parts by weight of rhodamine B base (manufactured by Taoka Chemical Industry Co., Ltd.) as an electron-donating color-forming organic compound, and empentrin, a volatile insecticide (vapor surin manufactured by Sumitomo Chemical Co., Ltd.) The composition comprising 11 parts by weight was kneaded and pelletized in the same manner as in Example 8, and then formed into a sheet having a thickness of 0.5 mm at a pressing temperature of 150 ° C.

Since this sheet did not contain a volatile electron-accepting substance, it was a transparent sheet in a decolored state (a slight coloring considered to be caused by impurities of empentrin was recognized). This sheet was suspended in a hot-air circulating oven adjusted to a temperature of 60 ° C. in the same manner as in Example 8, and the residual ratio of empentrin was 0% after 3 days, but no significant change in color tone was observed.

Comparative Example 2 Ethylene-methyl methacrylate copolymer (Acriflift WH202 manufactured by Sumitomo Chemical Co., Ltd.) as a thermoplastic synthetic resin
100 parts by weight of bisphenol A as an electron-accepting organic compound having extremely low volatility as compared with empentrin.
1 part by weight, 0.05 part by weight of rhodamine B base (manufactured by Taoka Chemical Industry Co., Ltd.) as an electron-donating color-forming organic compound,
After kneading and pelletizing an assembling material composed of 11 parts by weight of empentrin (a vapor surin manufactured by Sumitomo Chemical Co., Ltd.) which is a volatile insecticide, in the same manner as in Example 8,
The sheet was formed into a sheet having a thickness of 0.5 mm at a pressing temperature of 150 ° C.

This sheet was colored by bisphenol A and was deep reddish purple. This sheet was suspended in a hot air circulating oven controlled at a temperature of 60 ° C. in the same manner as in Example 8, and the residual ratio of empentrin after 3 days was 0%.
However, since the residual ratio of bisphenol A at this time was 99%, no change in color tone was observed.

Examples 9 to 12 2 parts by weight of alkyl oxybenzoate shown in Table 1
Rhodamine B base (Taoka Chemical Industry Co., Ltd.) 0.04
Parts by weight, 100 parts by weight of an ethylene-methyl methacrylate copolymer (Acriflift WH202 manufactured by Sumitomo Chemical Co., Ltd.)
5 parts by weight of blue color masterbatch (manufactured by Sumika Color Co., Ltd., Blue SPEM-5E065) and 2 parts by weight of empentrin (vapor surine manufactured by Sumitomo Chemical Co., Ltd.) are melt-kneaded and then pelletized to form a drug effect indicating resin composition. I got something.
Using a three-type three-layer inflation device, the above-mentioned medicinal-effect-indicating resin composition is supplied to the intermediate layer, and the inner layer and the outer layer are each made of low-density polyethylene (Sumikasen manufactured by Sumitomo Chemical Co., Ltd.).
CE2559), each layer having an outer layer thickness of 0.01 mm / intermediate layer 0.03 mm / inner layer 0.01 mm. A three-layer film was obtained. The resulting purple three-layer film was suspended in a constant-temperature and constant-humidity room having a space volume of 9 m ³ without wind adjusted to a temperature of 20 ° C. and a humidity of 40%.
Each time a fixed time elapses, the color change was observed and the residual amount of the alkyl oxybenzoate in the sample was analyzed. Accompanying a decrease in the residual ratio of alkyl oxybenzoate 3
The purple color of the layer film gradually decreased, and a blue film was formed due to disappearance of the alkyl oxybenzoate.
Empentrin in the film disappeared after 15 days, which was in good agreement with the discoloration period of methyl parahydroxybenzoate of Example 9 shown in Table 1. If the space volume is reduced, for example, as in a chest, the empentrin that has already volatilized in the space will still be effective against clothing pests, and the effective life will be extended. Also in this case, a film containing a lower alkyl ester of p-hydroxybenzoic acid having a discoloration period shown in Table 1 can be used as an indicator for indicating a drug effect period by using the film according to the size of the space volume. Table 1 shows the discoloration period of each film.

[0035]

[Table 1]

Comparative Example 3 Rhodamine B base (manufactured by Taoka Chemical Industry Co., Ltd.) 0.04
Parts by weight, 100 parts by weight of an ethylene-methyl methacrylate copolymer (Acriflift WH202 manufactured by Sumitomo Chemical Co., Ltd.)
5 parts by weight of a blue color master batch (manufactured by Sumika Color Co., Ltd., Blue SPEM-5E065) and 2 parts by weight of empentrin (manufactured by Sumitomo Chemical Co., Ltd.) were melt-kneaded and then pelletized. The above-mentioned pellets are supplied to the intermediate layer using an apparatus, and the inner layer and the outer layer are both low-density polyethylene (Sumitomo Chemical Co., Ltd.)
Sumikasen CE2559) was supplied to obtain a three-layer film having a total thickness of 0.05 mm similar to that of Examples 9 to 12. The resulting three-layer film is blue, temperature 20 ° C., humidity 40
%, With adjusting the calm suspended spatial volume 9m ³ constant temperature and humidity chamber, every certain period of time, was carried residual analysis of empenthrin the color change observation and sample 3 with the reduction in the residual rate of empenthrin No change in the color tone of the layer film was observed.

Example 13 2 parts by weight of butyl parahydroxybenzoate, 0.04 part by weight of crystal violet lactone, and 100 parts by weight of low-density polyethylene (Sumikacene F208-0 manufactured by Sumitomo Chemical Co., Ltd.) were melt-kneaded, then pelletized, and the medicinal effect was obtained. An indicator resin composition was obtained. This composition was press-molded at a molding temperature of 160 ° C.,
A sheet having a thickness of 0.3 mm was obtained. The obtained dark blue sheet was hung in a constant temperature and humidity room having a space volume of 9 m ³ without wind adjusted to a temperature of 20 ° C. and a humidity of 40%, and a color tone change was observed every predetermined time. The erasing period of this sheet was one year.

Example 14 In the same manner as in Example 13 except that the thickness was set to 0.6 mm, the obtained dark blue sheet was heated at a temperature of 20 ° C. and a humidity of 40%.
Was suspended in a constant temperature / humidity room with a space volume of 9 m ³ without wind, and color change observation was carried out every fixed time. The erasing period of this sheet was two years.

Example 15 In the same manner as in Example 13 except that the thickness was changed to 1 mm, the obtained dark blue sheet was subjected to constant temperature and humidity control at a temperature of 20 ° C. and a humidity of 40% without wind in a space volume of 9 m ³ . Hanging in the room,
Each time a fixed time elapses, color tone changes were observed. The color of this sheet gradually faded, but remained light blue after two years. The erasing period of this sheet was 2 years or more.

[0040]

[Brief description of the drawings]

FIG. 1 is a diagram showing the relationship between elapsed time, PCMX residual rate, and color difference ΔE in Example 1.

FIG. 2 is a diagram illustrating a relationship between an elapsed time, a PCMX residual ratio, and a color difference ΔE in Example 2.

FIG. 3 is a diagram illustrating a relationship between an elapsed time, an OPP remaining ratio, and a color difference ΔE in Example 4.

──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-63-212364 (JP, A) JP-A-60-51101 (JP, A) JP-A-62-163965 (JP, A) JP-A-62-163965 179640 (JP, A) JP-A-4-326086 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) C08L 1/00-101/16 C08K 3/00-13/08 G01N 31/22 C09K 9/00

Claims (9)

(57) [Claims] 1. A resin composition obtained by melt-kneading a thermoplastic resin, an electron-accepting organic compound having volatility and an electron-donating color-forming organic compound having difficulty in volatilization , wherein
Electron-donating color in a colored state in the presence of volatile organic compounds
Organic compound is associated with the volatilization of the electron-accepting organic compound.
A medicinal activity indicating resin composition characterized in that it discolors . 2. The drug indication resin composition according to claim 1, wherein the volatile organic compound having a volatile property is a compound having a drug effect. 3. A resin composition obtained by melt-kneading a thermoplastic resin, an electron-accepting organic compound having volatility, an electron-donating color-forming organic compound having difficulty in volatilization, and a drug.
Electron Donation in a Colored State in the Presence of an Electron Accepting Organic Compound
Organic coloring compound is volatile of the electron accepting organic compound.
A drug-effect indicating resin composition that discolors with dispersal. 4. The thermoplastic resin is a polyolefin resin,
The drug-indicating resin composition according to any one of claims 1 to 3, which is a synthetic rubber, a vinyl chloride resin, polyester or nylon. 5. An organic compound having a volatility of 0.001 to 50 parts by weight and a volatile organic compound having an electron donating coloration of 0.0 to 50 parts by weight per 100 parts by weight of a thermoplastic resin.
The drug-indicating resin composition according to any one of claims 1 to 3, wherein the amount is from 001 to 5 parts by weight. 6. The non-volatile, electron-donating color-forming organic compound includes rhodamine lactams, fluorans, triphenylmethane phthalides, phenothiazines, indolyl phthalides, spiropyrans, leuco auramines, 4. The drug-indicating resin composition according to claim 1, which is a mixture of two or more of these. 7. An electron accepting organic compound having volatility,
Resorcinol, cresol, naphthol, salicylic acid, benzyl alcohol, 1-octanol, stearic acid,
Lower alkyl esters of myristic acid, parachlorometaxylenol, orthophenylphenol, 3-methyl-4-isopropylphenol, 3-aceto-6-methyl-2-pyranone, oxybenzoic acid, or 2
4. The drug-indicating resin composition according to claim 1, which is a mixture of at least one kind. 8. A resin composition obtained by melt-kneading a thermoplastic resin, an electron-accepting organic compound having volatility and an electron-donating color-forming organic compound having difficulty in volatilization , wherein
Electron-donating color in a colored state in the presence of volatile organic compounds
Organic compound is associated with the volatilization of the electron-accepting organic compound.
A method of using a time-indicating drug efficacy-indicating resin composition, which is attached to or attached to a product having a limited shelf life, in a form in which the color-erasable drug efficacy indicating resin composition is used. 9. The drug-indicating resin composition according to claim 3, wherein the drug is a pesticide, a medicament, an epidemic preventive, a hygiene drug and an industrial drug.