JP4441228B2 - Antibacterial / bactericidal agent - Google Patents

Description

  The present invention relates to an antibacterial and bactericidal agent, and more specifically, an antibacterial and bactericidal effect (hereinafter abbreviated as bactericidal effect) against microorganisms such as viruses, bacteria, and fungi (hereinafter sometimes abbreviated as cells). The present invention relates to an antibacterial / bactericidal agent having a composition), a material containing the antibacterial / bactericidal agent, and a product containing the material.

  Conventionally, antibacterial and bactericidal properties against bacterial cells are required in various fields. For example, in cosmetic products such as lotions, hair styling agents, milky lotions, and lotions; food storage containers and the like, problems such as deterioration and corrosion occur when the bacterial cells adhere and grow during storage. In the medical field such as medical devices and medical instruments, the proliferation of bacterial cells causes nosocomial infections. Particularly in recent years, the spread of bacterial cells with strong infectivity such as SARS virus has become a very serious social problem.

In order to solve these problems, various antibacterial agents and bactericides are used. For example, in the medical field, cationic active agents such as quaternary ammonium salts are widely used as bactericidal detergents (for example, Patent Document 1). However, the bactericidal cleaning agent can only be expected to have a temporary bactericidal effect and lacks durability. Therefore, there is a problem that when the cells are not sufficiently sterilized or when the bacterial cells adhere immediately after washing, the bacterial cells grow before the next washing. In addition, since conventional bactericidal detergents have a reduced bactericidal effect with the sterilization of cells (dilution of active ingredients, etc.), if the sterilization range is wide, such as drainage pipes, it is sufficient to sterilize if not used at high concentrations However, there are problems such as cost and safety.
Japanese Patent Publication No.51-5413

    The present invention has been made in view of the above problems, and the object thereof is an antibacterial / bactericidal agent (hereinafter sometimes referred to as a bactericidal agent) having an excellent bactericidal effect on viruses and the like, and the composition. It is providing the material containing an article, and the product containing the material.

  The present invention is an antibacterial / bactericidal agent having a gist in that it includes hinokitiol or a metal complex thereof or a salt thereof and a photosensitizing dye.

  It is recommended that the photosensitizing dye is a xanthene dye and / or a cyanine dye.

  The antibacterial / bactericidal agent of the present invention may be contained in a liquid (liquid bactericidal agent), or may be contained in a molded article (fiber, resin, etc.), an adhesive, an adhesive, or a coating agent (paint). Good.

  According to the present invention, hinokitiol or a metal complex thereof or a salt thereof (hereinafter simply abbreviated as “hinokitiol”) and a photosensitizing dye coexist to provide an antibacterial and bactericidal effect due to the excitation action of the photosensitizing dye. By the synergistic action of antibacterial and bactericidal effects such as hinokitiol, the growth or sterilization of bacterial cells can be effectively prevented in a short time.

  Moreover, by including the disinfectant of the present invention in the constituent material, it can be widely used as a disinfectant for spraying and coating in medical instruments and daily necessities. In particular, the fiber containing the disinfectant of the present invention and the fiber product containing the fiber as a constituent material are excellent in dyeability (giving property) and elution resistance (holding property) due to the presence of the photosensitizing dye and hinokitiol, and light. Since the contact rate with air required for excitation of the sensitizing dye is excellent, an excellent bactericidal effect can be maintained for a long time.

  The present inventor has made use of the knowledge that singlet oxygen generated by exciting the photosensitizing dye exhibits an excellent bactericidal effect on the microbial cells and is effective as a bactericidal agent. We have earnestly studied to improve it. As a result, hinokitiol was found to have a function to enhance the effect of photosensitizing dye, and by using photosensitizing dye and hinokitiol in combination, it exerts an excellent bactericidal effect against bacterial cells in a short time. It was found that extremely remarkable results were obtained.

  That is, the present invention is an antibacterial / bactericidal agent having a gist in that it contains a photosensitizing dye and hinokitiol. Although the detailed mechanism by which the bactericidal agent of the present invention exhibits a significant bactericidal effect is unknown, the excitation action of the photosensitizing dye [the photosensitizing dye is excited when light is applied to the photosensitizing dye, and the excitation energy Generates singlet oxygen from oxygen (triplet oxygen) in the vicinity of the photosensitizing dye (for example, in the air or in water), and the singlet oxygen is active oxygen. The sterilizing effect by the action of sterilizing, destroying, and preventing the growth of the microbial cells (antibacterial / sterilizing action)] and the sterilizing effect of hinokitiol are synergistically achieved, and a high sterilizing effect can be obtained in a very short time. Conceivable. That is, when both are used together rather than using a photosensitizing dye alone (or hinokitiol alone), a high bactericidal effect can be obtained in a short time. Moreover, by containing hinokitiol, the growth of bacterial cells can be suppressed by the bactericidal effect of hinokitiol even under conditions where the photosensitizing dye is not excited, such as in low light or in a dark place (5 lux or less). Furthermore, since hinokitiol also has a secondary effect of repelling parasites and pests, it is possible to prevent adherence of bacterial cells due to contact with pests and the like that can become a transmission medium of bacterial cells.

  In order to excite the photosensitizing dye, light having a wavelength capable of exciting the photosensitizing dye may be irradiated. Although the specific wavelength differs slightly depending on the type of photosensitizing dye, it can generate singlet oxygen by exciting the photosensitizing dye in the range of near ultraviolet light to visible light (about 240 nm to 700 nm). Therefore, light from sunlight or fluorescent light may be applied to the photosensitizing dye.

  In the present invention, the photosensitizing dye refers to a dye that can generate singlet oxygen by an excitation action by light. The photosensitizing dye having such an action is not particularly limited. For example, xanthene dyes such as rose bengal; cyanine dyes such as methylene blue, merocyanine, and phthalocyanine blue; eosin, tetraphenylporphyrin, rubrene, aromatic poly Cyclic hydrocarbon compounds; leuco compounds such as indigo and indigo white; 7,12-dimethylbenzoanthracene, erythrocin, chlorophyll, rhodamine B, crystal violet, phenanthroline-Ru complex, and thionine. Of these, rose bengal and phthalocyanine blue that exhibit high excitation action even under low light are recommended. Two or more kinds of such photosensitizing dyes may be used in combination. For example, if a mixture of a xanthene dye (especially rose bengal) and a cyanine dye (especially phthalocyanine blue) is used, a further excellent excitation action This is desirable. Further, a photosensitizing dye according to the usage form may be used. For example, when colorless is desirable, a colorless photosensitizing dye (for example, a cyanine dye such as merocyanine or a leuco compound such as indigo or indigo white) may be used.

  As the hinokitiol, a hinokitiol derived from a natural product obtained from Taiwan cypress or Aomori hiba may be used, or a chemically synthesized product may be used. Examples of the metal complex of hinokitiol include metal complexes of hinokitiol and zinc, copper, iron, calcium, magnesium, barium, tin, cobalt, titanium, vanadium, and the like. The ratio of hinokitiol to metal is not particularly limited, but usually, a hinokitiol: metal molar ratio of 2: 1 or 3: 1 is preferably used. As a salt of hinokitiol or a metal complex of hinokitiol, alkali metal salt such as sodium salt and potassium salt; alkaline earth metal salt such as calcium salt and magnesium salt; transition metal salt such as copper salt and zinc salt; diethanolamine Salts, alkanolamine salts such as 2-amino-2-ethyl-1,3-propanediol salt, triethanolamine salt; heterocyclic amine salts such as morpholine salt, piperazine salt, piperidine salt, ammonium salt, arginine salt, lysine And organic salts such as basic amine salts such as salts and histidine salts.

  These hinokitiols or metal complexes thereof, or salts thereof may be contained alone or in combination of two or more. These may be appropriately selected and used according to the form of the composition. For example, when used in a form that directly contacts the human body, it is preferably used as hinokitiol. On the other hand, the metal complex of hinokitiol or a salt of the metal complex is superior in light resistance to hinokitiol, and therefore, when the composition of the present invention is used for an application requiring weather resistance, the metal complex or metal complex of hinokitiol. It is preferable to use a salt of

  The ratio of the photosensitizing dye and hinokitiol is not particularly limited, and may be appropriately adjusted according to the use environment, required performance, and the like. The ratio of a preferable photosensitizing dye and hinokitiol is 100: 1 to 1: 1, more preferably 50: 1 to 1: 1, and still more preferably 10: 1 to 1: 1. When the amount of the photosensitizing dye is excessive, the light transmittance is reduced, and the bactericidal effect may be lowered depending on the usage form. For example, if the photosensitizing dye is excessively contained in the fiber, the photosensitizing dye may be aggregated on the fiber surface, and the light permeability and oxygen permeability may be lowered to reduce the bactericidal action. On the other hand, when the photosensitizing dye is decreased, the antibacterial spectrum is narrowed and a sufficient bactericidal effect may not be obtained. On the other hand, when the amount of hinokitiol increases, the antibacterial spectrum tends to be broadened, and conversely, when the amount of hinokitiol decreases, the antibacterial spectrum tends to narrow.

The amount of the photosensitizing dye and hinokitiol is not particularly limited, but it is desirable to increase the abundance per cm ² in order to maintain the synergistic effect for a long period of time. When the disinfectant of the present invention is included in fibers or paints as described later, it is preferable to contain the disinfectant in an amount of about 1% to 0.001%, more preferably 0.5% to 0.01%. More preferably, it is 0.2% to 0.05%. Although the bactericidal effect increases as the amount of the bactericidal agent increases, it is uneconomical because the effect is saturated even when used in a large amount. On the other hand, if the amount of the bactericidal agent decreases, a sufficient bactericidal effect may not be obtained.

  In the disinfectant of the present invention, as a component other than the photosensitizing dye and hinokitiol, various additives, for example, a dye, a dye, a pigment, a fragrance, an ultraviolet absorber, a humectant, a thickener, Antioxidants, sequestering agents, pH adjusters and the like can be appropriately blended.

  The disinfectant of the present invention may be supported on a carrier suitable for the form of the disinfectant as necessary. Any carrier can be used as long as it does not cause a chemical change in the photosensitizing dye and hinokitiol, and it may be a liquid or a solid. Further, the carrier is not limited to one type, and two or more types can be mixed and used as necessary. In order to maintain an excellent sterilizing effect for a long period of time, solids such as fibers, pressure-sensitive adhesives, and adhesives are desirable.

  The antibacterial / bactericidal agent of the present invention may be contained in a liquid (carrier) (liquid bactericidal agent), a molded article (solid carrier such as fiber or resin), and further an adhesive, an adhesive, or a coating agent ( It may be included in a paint).

  The liquid carrier may be any solvent or dispersion medium that can be a photosensitizing dye and hinokitiol, water; alcohols such as methanol and ethanol; ketones such as acetone and methyl ethyl ketone; fatty acid esters; benzene, Aromatic hydrocarbons such as toluene, xylene and thinner; acid amides such as dimethylformamide; higher fatty acids and the like. Of these, water is preferably used in the case where the disinfectant is used in a large amount such as spraying or coating. In addition, when using water as a support | carrier, you may use together additives, such as surfactants, such as surfactants, such as glycerol fatty acid ester, and plant-type emulsifiers, such as Quillaja saponin, as needed.

  Even if the bactericidal agent of the present invention is mixed with the liquid as described above, the bactericidal effect does not decrease along with the sterilization of the microbial cells like conventional bactericidal detergents. Also good. In order to obtain a high bactericidal effect, it is preferably used under conditions where the photosensitizing dye is excited, and in order to maintain the bactericidal effect, it is preferably supported on a solid.

  Examples of the solid carrier (base material) include fibers, powders, resins, glass, metals, and wood. Further, it may be used by being contained in a curable gel carrier such as an adhesive or a carrier capable of holding a bactericide such as an adhesive.

  The bactericidal agent containing the photosensitizing dye and hinokitiol of the present invention exhibits a bactericidal effect higher in a shorter time than the bactericidal effect obtained individually (photosensitizing dye alone or hinokitiol alone), and even under low light Excellent sterilization effect. Moreover, the disinfectant of the present invention can be used in a wide range of fields by being contained in a carrier such as a liquid carrier or a solid carrier.

  Hereinafter, although the utilization form of the bactericidal agent of this invention is illustrated, the bactericidal agent of this invention is not limited to the following example, As long as the bactericidal effect of this invention expresses, it can be used with all forms.

  For example, the disinfectant of the present invention can be included in the fiber. The fiber which contains the disinfectant of the present invention is not particularly limited, and various known fibers can be used. For example, natural fibers such as cotton, hemp, wool, silk, and polylactic acid fibers; chemical fibers such as acetate, acrylic, cupra, polyamide, vinylon, polypropylene, polyester, polyurethane, polyvinyl chloride, vinylidene, and rayon (synthetic fiber, semi-synthetic) And various composite fibers such as polyethylene-polyester composite fibers and polyethylene-polypropylene composite fibers. These fibers may be used alone or in combination of two or more. Among these, polyamide (especially nylon) excellent in dyeability and retention (elution resistance) with respect to the photosensitizing dye and hinokitiol is particularly preferable. Of these, cotton is desirable because of its high bactericidal effect. In addition, what is necessary is just to select suitably fiber forms, such as a cross section of a fiber, the shape of a side surface, length, and thickness, according to a use.

  In the present invention, the presence form of the photosensitizing dye and hinokitiol is not particularly limited, and may be attached to the fiber surface or included in the fiber, for example. Moreover, there is no special restriction | limiting in the quantity of the photosensitizing dye and hinokitiol contained in a fiber, What is necessary is just to adjust suitably so that a predetermined effect may be acquired as mentioned above.

  The method for imparting the photosensitizing dye and hinokitiol to the fiber is not particularly limited, and various known dyeing methods (for example, immersion, coating, etc.) may be employed. For example, in the case of immersion treatment, the fiber may be immersed in a dye bath containing a photosensitizing dye and hinokitiol and then dried. At this time, after impregnating the fibers in the hinokitiol-containing dye bath, the fibers may be immersed in the photosensitizing dye-containing dye bath, or vice versa, and the order of immersion is not particularly limited. Alternatively, the photosensitizing dye and hinokitiol may be applied to the fiber by spraying. The dyeing bath temperature, dyeing solution pH, dyeing solution to fiber ratio, dyeing time, dyeing conditions such as dyeing assistant may be appropriately selected according to the properties of the fiber and the required properties, but preferably the dyeing bath temperature. Is adjusted to 20 to less than 100 ° C. and allowed to stand in the dye bath for a certain time (for example, about 2 minutes to 2 hours), sufficient dyeability can be obtained. In addition, if the dyeing bath temperature is increased and the dyeing is performed, the excitation action of the photosensitizing dye may be lowered. Therefore, the dyeing bath temperature is preferably suppressed to less than 100 ° C. Conversely, if the dyeing bath temperature is too low, sufficient dyeing cannot be performed, and therefore, it is preferably 20 ° C. or higher. More preferably, it is 30-70 degreeC. The concentration of the photosensitizing dye and hinokitiol in the dye bath may be appropriately adjusted so that the fiber can be contained at a desired concentration, and is not particularly limited. For example, rose bengal in the dye bath is 0.001% to 1. A concentration of about 0% and hinokitiol may be about 0.001 to 1.0%.

  In the case of chemical fibers such as polyamide, if the fiber surface is swollen with steam or the like during dyeing, the photosensitizing dye and hinokitiol can be taken into the fiber, so that elution of the photosensitizing dye during use is suppressed. The durability life can be increased. Either immersion or post-dying can be used for the immersion treatment.

  If a photosensitizing dye and hinokitiol are present, the bactericidal action is exhibited. Therefore, a printing process may be adopted as a dyeing method to dye only an arbitrary portion. Even if the photosensitizing dye and hinokitiol are present only in a part of the fiber, a sufficient bactericidal action is exhibited in the part where the photosensitizing dye is present.

  In the case of chemical fiber, the fiber may be produced using a fiber raw material containing a photosensitizing dye and hinokitiol. For example, when producing a polyamide fiber containing a photosensitizing dye and hinokitiol, the fiber may be dipped as described above to attach the photosensitizing dye and hinokitiol to the fiber or to penetrate into the fiber. Fiber raw material containing photosensitizing dye and hinokitiol in advance, such as fiber raw material obtained by adding and kneading photosensitizing dye and hinokitiol to fiber, and fiber raw material obtained by immersing a raw material chip in a dye-sensitizing dye-containing dye bath A polyamide fiber containing a photosensitizing dye and hinokitiol may be produced by spinning / stretching and various post treatments.

  When dyeing, a dyeing accelerator may be used to enhance the dyeing property of the photosensitizing dye and hinokitiol to the fiber. As dyeing accelerators, polyphenols such as phenol and cresol; inorganic acids such as sulfuric acid, hydrochloric acid and nitric acid; citric acid, oxoglutaric acid, succinic acid, fumaric acid, malic acid, itaconic acid, gluconic acid, ketogluconic acid, ascorbic acid And organic acids such as acetic acid, formic acid, lactic acid, carboxylic acid, humic acid and salicylic acid; and hydrogen peroxide.

  As described above, it may be processed into a knitted fabric, a woven fabric, a felt, a non-woven fabric, etc. by using a fiber preliminarily containing a photosensitizing dye and hinokitiol by a known dyeing method, or the fiber may be processed into a knitted fabric, a woven fabric, a felt, a non-woven fabric. A photosensitizing dye and hinokitiol may be added after being processed into, for example. In the case of a chemical fiber, the fiber may be spun using a fiber raw material containing a photosensitizing dye and hinokitiol, and the processing may be performed using the obtained fiber.

  In the present invention, the processing form of the above-described fiber containing a photosensitizing dye and hinokitiol (or a fiber to be provided with a photosensitizing dye and hinokitiol) is not particularly limited. For example, a fiber containing a photosensitizing dye and hinokitiol can be used to process a desired textile product such as a woven fabric, a knitted fabric, a nonwoven fabric, or a felt. Moreover, you may give various additives according to uses, such as a flame retardant, a ultraviolet absorber, and a weather resistance agent, to the textiles obtained in this way as needed.

  The amount of the photosensitizing dye and the amount of hinokitiol contained in the fiber are not particularly limited, but it is desirable to increase the amount of the photosensitizing dye and / or the amount of hinokitiol in order to maintain the bactericidal effect. In order to exhibit the bactericidal effect to the maximum extent, it is desirable that the entire fiber product is composed of a fiber containing a photosensitizing dye and hinokitiol, but the fiber product contains a fiber containing the photosensitizing dye and hinokitiol. It is only necessary to be contained as a constituent material, and it is not necessary to constitute a fiber product with only fibers containing a photosensitizing dye and hinokitiol. That is, if a fiber containing a photosensitizing dye and hinokitiol is contained in a desired position of the fiber product, the bactericidal action is exhibited by the fiber.

  Examples of the textile products include masks, cloth accessories, medical clothing, and medical cloth accessories from the viewpoint of preventing infection by bacteria, but not limited to these, the photosensitization of the present invention is applied to all textile products. It is possible to provide a fiber product using a fiber containing a pigment and hinokitiol as a constituent material. For example, the following textile products are illustrated.

Examples of cloth items include handkerchiefs, towels, ties, wipes of glasses, cloth products that touch directly with your hands, such as rags, cloths, dust birds, and handle handles of straw;
Examples of medical clothing include fabric products mainly used for medical purposes such as gowns, aprons, surgical clothes, lab coats, and shoe covers;
Examples of medical personal items include caps, sheets, pillow covers, bandages, mops, gauze, masks, filters, shoes, gloves, covering cloths, drapes, water absorbent cloths, and other cloth products used in the medical field;
Other textile products include clothing, underwear, lining, shirts, blouses, training pants, work clothes, towels, sheets, scarves, socks, stockings, sweaters, footwear, supporters and other clothing products, curtains, futons, carpets, Examples include furniture covers, headrest covers, blankets, mattresses, and bedding products such as bedding. In addition, daily necessities such as mops.

  As described above, the fiber product including the fiber containing the photosensitizing dye of the present invention and hinokitiol as a constituent material has a bactericidal effect, and thus, in particular, a mask, a cloth garment, a medical garment, a medical cloth garment, etc. When used in a textile product, the bacteria attached to the fibers can be sterilized, and thus infection caused by the body touching the bacteria attached to the fibers can be suppressed as much as possible.

  Moreover, since the fiber product of the present invention has a high bactericidal effect, even a small amount of singlet oxygen generated by weak light has sufficient bactericidal properties. Therefore, the fiber product of the present invention is useful because it provides an antibacterial and bactericidal action under normal use conditions.

  In addition, when used as a fiber containing the disinfectant of the present invention, especially as a fiber product containing the fiber as a constituent material, assuming a case where it is used in a part that comes into contact with the human body such as clothes, the photosensitizing dye is a fiber. It is desirable to use a photosensitizing dye that does not affect the human body even if it is eluted. From such a viewpoint, a photosensitizing dye that is medically allowed to be ingested is preferable. For example, a xanthene dye (especially rose bengal) is recommended. From the viewpoint of elution resistance, cyanine dyes (for example, phthalocyanine blue) are desirable because they are less likely to elute than xanthene dyes (for example, rose bengal).

  Moreover, you may include the bactericidal agent of this invention in resin or glass. Examples of the resin include known resins such as nylon, polyester resin, polyethylene resin, polypropylene resin, polyethylene terephthalate resin, acrylic resin, polycarbonate resin, ABS resin, acrylic styrene resin, epoxy resin, phenol resin, and vinyl chloride resin. Among these, preferable materials include vinyl chloride resin, nylon, and phenol resin. Nylon is excellent in dyeing properties for photosensitizing dyes and hinokitiol, and is excellent in elution resistance for photosensitizing dyes and hinokitiol even when used in an environment where there is a liquid such as a drain pipe. It is desirable because it maintains the bactericidal effect. Phenol resins are desirable because they have a dye accelerating action for photosensitizing dyes and hinokitiol, exhibit excellent dyeability, and phenol itself is also excellent in antibacterial properties and exhibits a high bactericidal effect. Vinyl chloride resin is inferior in dyeability to photosensitizing dye and hinokitiol as compared with nylon, but is desirable because it is a low cost and excellent durability material. In order to maintain the sterilizing effect inside the drainage pipe, the sterilizing agent of the present invention is present on the inner surface of the drainage pipe, and the drainage pipe is transparent so that light can enter from outside and excite the photosensitizing dye. It is desirable to use a translucent resin (a resin having a light transmitting property).

  In the present invention, the method of adding a photosensitizing dye and hinokitiol to the resin is not particularly limited, and the photosensitizing dye and hinokitiol are applied to the resin by an arbitrary method, or the photosensitizing dye and hinokitiol are added to the raw material. You may mix and form in a desired shape. Further, after forming into a desired shape, a photosensitizing dye and hinokitiol may be impregnated by a physical permeation method.

  For example, when a photosensitizing dye and hinokitiol are added to a resin molding, a physical permeation method [a resin molding is immersed in a solution containing a photosensitizing dye and hinokitiol, for example, about 50 to 100 ° C., high pressure (for example, According to the method of swelling the surface of the resin molded product under a pressure of 1.0 to 3 atm (for example, 10 minutes to 2 hours) to diffuse and infiltrate the photosensitizing dye and hinokitiol] The sustainability of the bactericidal effect is improved as compared with the case where a film is formed by coating on the surface of the resin molded product. Specifically, for example, a resin molded product formed in a desired shape is immersed in a photosensitizing dye and hinokitiol-containing liquid, and the liquid is preferably brought to a state of about 50 to 100 ° C. by hot water bath or the like, and a high pressure (for example, The resin may be impregnated with a photosensitizing dye by standing for a predetermined time (for example, about 2 minutes to 2 hours) in a state of normal pressure or higher. In particular, a high temperature and high pressure state is desirable because the impregnation of the photosensitizing dye and hinokitiol is promoted. The photosensitizing dye and hinokitiol can be used simultaneously or in any order as in the case of the fiber. In the present invention, it is also desirable to use the above dye accelerator in order to improve the dyeability of the resin.

  In order to give a photosensitizing dye and hinokitiol to glass, they may be added to molten glass and then formed into a desired shape, or may be applied to glass formed into a desired shape.

  Moreover, you may include the bactericidal agent of this invention in a spray agent. The spray agent containing the disinfectant of the present invention is not particularly limited. For example, it is preferable to use a spray type disinfectant that is sprayed directly onto a medical instrument, floor, wall, ceiling, or the like. When used as a spray type, the carrier is a liquid carrier (water, alcohols, esters, higher fatty acids) that serves as a solvent or dispersion medium for the active ingredient. When used by adding to a cleaning agent, a finishing agent, etc., a liquid carrier that is compatible with the cleaning liquid may be used, or a solid carrier that is soluble in the cleaning liquid may be used. Of course, in addition to the spray type, an application type to be applied; an impregnation type disinfectant to be impregnated in a cloth for wiping such as cloth dust, paper towel, wet tissue, and towel is preferable. Moreover, when the object of disinfection and sterilization is clothing, food, tableware, gauze, sheets, diapers, curtains, filters, etc., it is preferable to add them to a cleaning agent, a finishing agent or the like. As these carriers, the same carriers as those of the spray type can be used. When the disinfectant of the present invention is used for spraying, coating, impregnation or the like, it may be used after appropriately diluted in a solvent or water.

  It is also possible to use the disinfectant of the present invention together with a paint, a pressure-sensitive adhesive and an adhesive. If used together with the paint, the bactericidal effect on the coated surface is maintained even after the coated surface is dried. In addition, if used together with a pressure-sensitive adhesive or adhesive, it exhibits a bactericidal effect on the bonded part [between the object to be bonded (for example, a sheet-like material) and the base material], so that wrinkles occur at the bonded part as in the past. Can be suppressed. In order to excite the photosensitizing dye, the adherend is preferably a light-transmitting material (for example, a transparent or translucent vinyl sheet).

  As a paint, a desired amount of a photosensitizing dye and hinokitiol may be added to a known paint. Specifically, chlorinated rubber paint, polyester resin paint, urethane resin paint, epoxy resin paint, acrylic resin paint, vinyl resin paint, amino alkyd resin paint, nitrocellulose paint, oil paint, aqueous paint Is exemplified.

  As the pressure-sensitive adhesive, a desired amount of a photosensitizing dye and hinokitiol may be added to a known pressure-sensitive adhesive. Specifically, rubber adhesives such as natural rubber, block copolymer, polyisobutylene / butyl rubber, and polyisoprene; acrylic adhesives such as solvent-based acrylic, emulsion acrylic, and hot-melt acrylic Examples thereof include: silicone-based pressure-sensitive adhesives such as peroxide-curing type silicones and addition-reactive type silicones; water-soluble pressure-sensitive adhesives and the like.

  As an adhesive, a desired amount of a photosensitizing dye and hinokitiol may be added to a known adhesive. Specifically, epoxy adhesive (1 liquid thermosetting type, 2 liquid mixed type); urethane adhesive (1 liquid moisture curing type, 2 liquid mixed type); emulsion type adhesive (vinyl acetate emulsion type, aqueous vinyl) Urethanes, acrylics, etc.); Synthetic rubber adhesives (chloroprene rubbers, nitrile rubbers, urethane rubbers, styrene butadiene rubbers, natural rubbers, etc.) or elastic adhesives (1 liquid moisture) Examples thereof include a curable type, a two-component mixed type) and an instantaneous adhesive (for example, a cyanoacrylate monomer system).

  As described above, the disinfectant of the present invention is effective even under wet conditions or dry conditions. Therefore, if the bactericidal agent of the present invention is applied to an arbitrary substrate and dried and fixed to the substrate, the bactericidal effect is maintained for a long time regardless of the presence or absence of moisture. In addition, the disinfectant of the present invention can be incorporated into fibers, resins, paints, adhesives, adhesives, lotions, food storage containers, etc., or applied to wooden boards, iron plates, resin boards, cloths, etc. Can be used as a disinfectant in various fields. Furthermore, the application range is further expanded by making these products as constituent materials.

  Hereinafter, although the effect of the present invention is explained based on an example, it is not the meaning which limits the present invention to the following example.

  An antibacterial test of bactericides containing rose bengal and hinokitiol was conducted.

Sample (antibacterial fabric)
Sample 1: A cotton fabric (5 cm × 5 cm) was impregnated and dried with 5 mL of 0.2% hinokitiol solution, and then impregnated with 5 mL of 0.4% rose bengal solution and dried to prepare a test piece containing hinokitiol and rose bengal. did.
Sample 2: A test piece containing hinokitiol obtained by impregnating and drying 5 mL of a 0.2% hinokitiol solution on a cotton fabric (5 cm × 5 cm) was prepared.
Sample 3: A test piece containing rose bengal was prepared by impregnating and drying a cotton fabric (5 cm × 5 cm) with 5 mL of 0.4% rose bengal solution.

Test bacterial solution 1
MRSA was used as a test bacterial solution. The number of bacterial cells in the test bacterial solution was adjusted by culturing MRSA in a heart infusion liquid medium and then centrifugally washing with sterile physiological saline (initial bacterial count: 6.3 × 10 ⁶ cfu / mL).

Experiment 1
Each sample 1 to 3 was impregnated with the test bacterial solution 1 (10 mL) at 30 ° C., and immediately thereafter, the bacterial solution was diffused over the entire sample with a large rod to prepare a test piece. At this time, the working concentration of hinokitiol was 0.1% (Samples 1 and 2), and the working concentration of Rose Bengal was 0.2% (Samples 1 and 3). After 15 minutes, 1 hour, and 6 hours after irradiating the prepared test piece with a fluorescent lamp of about 700 lux, the test piece was put into a test tube containing 10 mL of physiological saline and stirred (2500 rpm). After 3 minutes, the supernatant was diluted 10-fold with physiological saline, and the diluted solution was smeared on a heart infusion agar plate medium. The antibacterial effect was measured from the number of colonies observed on the plate medium after culture. The results are shown in Table 1.

  From Table 1, Sample 1 (combined with hinokitiol and rose bengal) showed a high antibacterial effect in a very short time (15 minutes) against the test bacterial solution 1.

Test bacterial solution 2
Bovine serum albumin (BSA) was dissolved in sterile physiological saline and added to the test bacterial solution 1 to adjust the final concentration (test bacterial solution 2-1: 0.5%, test bacterial solution 2-2: 3.0%, test bacterial solution 2-3: 5.0%).

Experiment 2
Each sample 1 to 3 was impregnated with the test bacterial solution 2-1, and then the same test as in Experiment 1 was performed. Moreover, the same test was done also about test bacterial solution 2-2, 2-3. The results are shown in Tables 2, 3, and 4.

  From Tables 2 to 4, sample 1 (combined with hinokitiol and rose bengal) is a very short time (15 minutes) with respect to the test bacterial solution 2-1 (BSA 0.5%) and 2-2 (BSA 3.0%). High antibacterial effect. It was also observed that a high antibacterial effect was obtained after 6 hours against the test bacterial solution 2-3 (BSA 5.0%).

  The bactericidal agent containing the photosensitizing dye and hinokitiol of the present invention exhibits extremely excellent antibacterial and bactericidal action against the bacterial cells exemplified below (especially various microorganisms having proteins as constituent elements).

Staphylococci: Staphylococcus aureus, Staphylococcus epidermidis, MRSA
Streptococcus: Group A Streptococcus, Streptococcus pneumoniae, Green Streptococcus, Oral Streptococcus (mutans streptococcus), Periodontitis, Enterococcus, Escherichia coli, Shigella, Salmonella typhi, Paratyphi, Enterococcus, Klebsiella, Citrobacter, Enterobacter, Proteus, Morganella, Vibrio parahaemolyticus, Vibrio cholerae, Aeromonas, Peptococcus spp. Difficile bacteria listeria, swine erysipelas diphtheria, mycobacteria (tuberculosis, nontuberculous mycobacteria, leiomycetes), nocardia, propionibacterium, eubacterium, bifidobacterium, lactobacteria, Rotia Mycoplasma, Human Mycoplasma Typhoid Rash , Button fever, Queensland tick typhoid fever, Japanese erythema fever, helminth disease, Q fever, glandular fever, canine ehrlichiosis, cat scratch disease, bacterial hemangioma parrot disease chlamydia, C. pneumoniae causative bacteria, C. pneumoniae Trachomatis infection-causing bacteria Herpes virus, hepadnavirus, paramyxovirus, rhabdovirus, filovirus, orthomyxovirus, bunyavirus, arenavirus, coronavirus, flavivirus, togavirus, retrovirus prionworm: Hepatic capillary nematode, torsion gastroworm, altertagia nematode, ciliate nematode, nematode, nematode nematode, couperia nematode, papillary nematode, odontococcus, nephrophorus, Colombian intestinal nodule Pneumoniae: Filamentous worms Tapeworms: Extended tapeworms, Benden tapeworms, Caterpillars insects: Pulmonary protozoa: Eimeria coccidium, intestinal Comonas, Giardia, Murine amoeba, Cryptosporidium, Cyclospora, Shigella amoeba, Toxoplasma psychrobacterium, Thermophilic bacterium Lium, Histoplasma, Plastomyces, Paracoccidioides, Sporotrichum, Geotricum, Dermatophyte, Hemophilus, Pseudomonas, Pseudomonas, Pseudomonas fluorescens putida, Stenotrophomonas maltophilia, Burkholderia cepacia, Bordetella, Wilderness Phosphorus, Neisseria meningitidis, Moraxella, Acinetobacter, Syphilis treponema, Recurrent fever Borrelia, Lyme disease Borrelia, One San Andena, jaundice Sex leptospirosis, rat-bite fever Supirirumu, Campylobacter, Helicobacter pylori

Claims (6)

  An antibacterial and bactericidal agent comprising hinokitiol or a metal complex thereof or a salt thereof and a photosensitizing dye.   The antibacterial and bactericidal agent according to claim 1, wherein the photosensitizing dye is a xanthene dye and / or a cyanine dye.   A liquid antibacterial / bactericidal agent comprising the antibacterial / bactericidal agent according to claim 1.   A molded article comprising the antibacterial / bactericidal agent according to claim 1.   A pressure-sensitive adhesive or adhesive comprising the antibacterial / bactericidal agent according to claim 1 or 2.   A coating agent comprising the antibacterial / bactericidal agent according to claim 1.