One-component moisture-curable resin composition containing weed-preventing ingredients

Abstract

Provided is a one-component moisture-curable resin composition containing a weed-preventing component that has excellent storage stability and excellent adhesion and conformability to a substrate after curing, and that not only exhibits weed-preventing effects early on but also over a long period of time due to the gradual elution of the weed-preventing component from the cured product over time. [Solution] A one-component moisture-curing resin composition containing a weed-preventing ingredient, which contains 100 parts by mass of one-component moisture-curing resin and 0.01 to 10 parts by mass of a weed-preventing ingredient dispersed in 0.03 to 30 parts by mass of a dispersant.

Description

[Technical Field]

[0001] The present invention relates to a one-component moisture-curable resin composition containing a weed-preventing ingredient. More specifically, the present invention relates to a one-component moisture-curable resin composition containing a weed-preventing ingredient that suppresses the germination and growth of weeds in cracks in paved roads and concrete structures, and in gaps at the interfaces of concrete surfaces, asphalt surfaces, and the like. [Background technology]

[0002] On paved roads and concrete structures, plant seeds can get in and weeds can grow in areas where sealing has occurred, cracks that have developed over time, or gaps at the interface between the concrete and asphalt surfaces. Furthermore, on paved roads, weeds can also grow at the boundaries between the sidewalk and roadway, as well as at the interfaces of curb blocks, gutters, and medians. Leaving such weeds unattended can lead to a deterioration in the aesthetics of the road and the risk of accidents due to poor visibility. While weed removal is being implemented as a countermeasure, it is not a fundamental solution.

[0003] In response to this problem, technological developments have been made to prevent weeds from growing through cracks and gaps at interfaces. For example, Patent Document 1 proposes suppressing weeds by filling the interface gaps with a clay-like mixture made by stirring and mixing silica sand, amorphous polyalphaolefin resin, and oil and fat components, and then igniting it to cause it to adhere to the interface gaps. Furthermore, Patent Document 2 proposes carrying out weed control work on asphalt and concrete structures using a construction method in which two types of sheets are bonded together by heat fusing: a shaped sheet with a modified asphalt layer and a deformable amorphous sheet with a modified asphalt layer.

[0004] However, these methods have the problem that construction cannot be completed without a heat source such as fire, which increases the number of construction steps, and furthermore, construction may not be possible depending on the surrounding environment.

[0005] Patent Document 3 proposes a joint material that contains a silicone resin blended with a weed-preventing ingredient, but the structure of the cured product means that the weed-preventing ingredient does not dissolve but remains in the joint, which poses a problem in that the effect is not immediate.

[0006] On the other hand, weed control agents are preferably one-component moisture-curing resins for ease of use, and are required to cure quickly and become rubbery after application. Furthermore, they must have properties that effectively fill cracks before curing, and after curing, they must have excellent adhesion to asphalt and concrete and become rubbery so that they can follow their movements. Furthermore, the weed control effect must be both immediate and long-lasting. [Prior art documents] [Patent documents]

[0007] [Patent Document 1] Patent Publication No. 2012-112184 [Patent Document 2] Patent Publication No. 2019-58084 [Patent Document 3] Patent Publication No. 2024-97552 Summary of the Invention [Problem to be solved by the invention]

[0008] An object of the present invention is to provide a one-component moisture-curable resin composition containing a weed-preventing ingredient that has excellent storage stability and excellent adhesion and conformability to a substrate after curing, and that not only exhibits weed-preventing effects early on but also over a long period of time due to the gradual elution of the weed-preventing ingredient from the cured product over time. [Means for solving the problem]

[0009] The object of the present invention is to provide a method for producing a weed-preventing composition comprising: a one-component moisture-curing resin; and a weed-preventing component in an amount of 0.01 to 10 parts by mass based on 100 parts by mass of the one-component moisture-curing resin. Liquid rubber and / or α-olefin oligomerThis is achieved by a one-component moisture-curable resin composition containing a weed-preventing component, which contains a dispersant dispersed in 0.03 to 30 parts by mass. [Effects of the Invention]

[0010] The one-component moisture-curable resin composition containing a weed-control ingredient according to the present invention is a one-component moisture-curable resin, and therefore has excellent workability, adhesion to and conformability to asphalt and concrete, and exhibits the effects of achieving immediate and long-lasting weed-control effects. DETAILED DESCRIPTION OF THE INVENTION

[0011] The weed-controlling component-containing one-component moisture-curable resin composition according to the present invention comprises 100 parts by mass of one-component moisture-curable resin and 0.01 to 10 parts by mass of a weed-controlling component dispersed in 0.03 to 30 parts by mass of a dispersant.

[0012] Examples of the one-component moisture-curing resin include modified silicone and urethane prepolymer having an isocyanate group, and these may be used alone or in combination of two kinds.

[0013] Examples of modified silicones include polypropylene glycols and acrylic polymers having hydrolyzable silyl groups, and specific examples include commercially available Kaneka products S303H, SAX220, MA490, etc., which can be used as is.

[0014] The urethane prepolymer having an isocyanate group is synthesized from a polyol and a polyisocyanate.

[0015] Examples of the polyol include polypropylene glycol, polyethylene glycol, polycarbonate polyol, polyethylene polyol, and acrylic polyol. Examples of the polyisocyanate include aliphatic, aromatic, and alicyclic polyisocyanates, and preferably aliphatic polyisocyanates.

[0016] The weed-preventing component can be one that prevents the growth of weeds for a certain period of time, such as a phenoxy-based, benzoic, carbamate-based, nitrile-based, urea-based, dinitroaniline-based, diphenyl ether-based, pyrimidine-based, triazine-based, triazole-based, fatty acid-based, aromatic, or inorganic weed-preventing component, and preferably, 3-(3,4-dichlorophenyl)-1,1-dimethylurea [DCMU], 3-cyclo-3-cyclohexyl-6-dimethylamino-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione [hexazinone], isopropyl Examples of compounds that can be used include pyrammonium (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinate (imazapyr), 2-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-N,N-dimethylnicotinamide (nicosulfuron), butyl (RS)-2-{4-[5-(trifluoromethyl)-2-pyridyloxy]phenoxy}propionate (fluazifop butyl), and α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine (trifluralin). These compounds can be used alone or in combination of two or more, in an amount of 0.01 to 10 parts by weight, preferably 0.5 to 5 parts by weight, per 100 parts by weight of the one-component moisture-curing resin. If the proportion of the weed-preventing component is less than this, it becomes difficult to obtain the desired weed-preventing effect, whereas if it is used in a proportion greater than this, it may have an adverse effect on the physical properties and hardening properties.

[0017] As the weed-preventing ingredient, a commercially available pesticide may be used, and in this case, the amount of the weed-preventing ingredient is adjusted so as to fall within the range of the amount of the weed-preventing ingredient.

[0018] As a dispersant for weed-control ingredients, it is capable of dispersing weed-control ingredients to some extent and has a moderate degree of incompatibility with one-component moisture-curing resins. , liquid rubberand / or α-olefin oligomers are used. Here, "appropriate incompatibility" refers to the compatibility between the dispersing component that pre-disperses the weed-control component and the one-component moisture-curing resin. If the incompatibility between the dispersing agent and the one-component moisture-curing resin is too high, the immediate effect will be high but the duration will be short, while if the incompatibility is too low, the immediate effect will be short.

[0019] The dispersants are used alone or in combination of two types in a proportion of 0.03 to 30 parts by mass, preferably 0.5 to 20 parts by mass, per 100 parts by mass of the one-component moisture-curing resin. If used in a proportion less than this, the dispersibility of the weed-controlling ingredient cannot be ensured, whereas if used in a proportion greater than this, the physical properties and curing properties may be adversely affected.

[0020] The liquid rubber may be, for example, a liquid rubber having a skeleton of polyisoprene, polybutadiene, polystyrene butadiene, etc. These may be any of a homopolymer, a block copolymer, or a random copolymer.

[0021] As the α-olefin oligomer, one obtained by polymerizing a linear aliphatic hydrocarbon having 4 to 20 carbon atoms, preferably 6 to 15 carbon atoms, with a degree of polymerization of 2 to 6 is used.

[0022] By using such liquid rubber and / or α-olefin oligomer, the weed-control component dispersant containing the weed-control component is dispersed in the one-component moisture-curable resin composition, and as a result, the weed-control component gradually elutes from the surface of the cured product after the resin composition has cured, thereby providing an immediate and long-lasting weed-control effect.

[0023] If necessary, a dispersant such as a surfactant may be used to disperse the weed-preventing component in the liquid rubber and / or α-olefin oligomer.

[0024] The one-component moisture-curable resin composition comprising the above essential components may contain other additives, such as plasticizers, fillers, curing catalysts, thixotropic agents, antioxidants, silane coupling agents, and pigments, as needed, provided that the object of the present invention is not impaired.

[0025] Examples of plasticizers include derivatives of benzoic acid, phthalic acid, trimellitic acid, pyromellitic acid, adipic acid, sebacic acid, fumaric acid, maleic acid, itaconic acid, citric acid, etc., as well as commonly used plasticizers such as polyesters, polyethers, and epoxys.

[0026] Examples of fillers include calcium carbonate, talc, silica, and carbon black, and the amount and type of these fillers are adjusted depending on storage stability, hardening speed, physical properties, surface treatment, etc. Of these, calcium carbonate treated with a fatty acid ester or a higher alcohol urethane compound is preferred.

[0027] When a filler is used, the filler is thoroughly dried in advance using a dryer such as an oven or by reflux dehydration before being incorporated, in order to prevent the resin composition from curing or its storage stability from decreasing due to a reaction with moisture adsorbed in the filler.

[0028] When a modified silicone is used in a one-component moisture-curable resin, a known compound effective in the hydrolysis and / or condensation reaction of silyl groups is used as the curing catalyst, preferably a metal compound, more preferably an organotin compound, a tin chelate compound, or a titanate ester.

[0029] Examples of the anti-aging agent include antioxidants, ultraviolet absorbers, and light stabilizers, and examples thereof include hindered amine-based, benzotriazole-based, benzophenone-based, benzoate-based, cyanoacrylate-based, acrylate-based, hindered phenol-based, phosphorus-based, and sulfur-based compounds.

[0030] Examples of the silane coupling agent that can be used include vinyl silane, amino silane, epoxy silane, mercapto silane, acryl silane, methacryl silane, isocyanate silane, and isocyanurate silane.

[0031] Examples of pigments include inorganic pigments such as titanium oxide, zinc oxide, ultramarine, red iron oxide, lithopone, lead, cadmium, iron, cobalt, aluminum, hydrochlorides, and sulfates; and organic pigments such as azo pigments, phthalocyanine pigments, quinacridone pigments, quinacridonequinone pigments, dioxazine pigments, anthrapyrimidine pigments, anthanthrone pigments, indanthrone pigments, flavanthrone pigments, perylene pigments, perinone pigments, diketopyrrolopyrrole pigments, quinonaphthalone pigments, anthraquinone pigments, thioindigo pigments, benzimidazolone pigments, isoindoline pigments, and carbon black.

[0032] The one-component moisture-curable resin composition can be prepared by mixing using, for example, a roll, a kneader, an extruder, a universal mixer, or the like, without any particular limitation.

[0033] The resulting one-component moisture-curable resin composition can be effectively used as, for example, a sealant or adhesive. [Example]

[0034] The present invention will now be described with reference to examples, although the present invention is not limited to these examples and their effects.

[0035] Example 1 (1) 3.3 g of the weed-preventing ingredient 3-(3,4-dichlorophenyl)-1,1-dimethylurea (DCMU), 0.3 g of 3-cyclo-3-cyclohexyl-6-dimethylamino-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione (hexazinone), 4.0 g of liquid rubber (Kuraray product LIR30), 0.4 g of α-olefin oligomer (INEOS Oligomers product DURASYN164), and 0.4 g of surfactant (Kao Chemical product Rheodol TW-O320V) were dispersed to obtain weed-preventing ingredient dispersion A. (2) 100.0 g of modified silicone resin (Kaneka MSP S303H), 120.0 g of calcium carbonate (Maruo Calcium Calfine 500), 65.0 g of calcium carbonate (Maruo Calcium Snow Light S), 8.0 g of carbon black (Asahi Carbon), 75.0 g of plasticizer (Shin-Nippon Rika DINP), 1.5 g of vinyl silane coupling agent (Shinranten LT-171), 3.5 g of amino silane coupling agent (Wanda NQ-792), 1.8 g of tin catalyst (Nito Kasei Neostan S-1), and 8.4 g of weed-control ingredient dispersion A were uniformly dispersed in a high-viscosity mixer to obtain a resin composition.

[0036] Example 2 In step (1) of Example 1, the same amount (0.4 g) of HS Dimer A-20P, a product of Toyokuni Oil Mills, was used as the α-olefin oligomer to obtain weed-preventing component dispersion A', and then in step (2) of Example 1, the same amount (8.4 g) of A' was used as the weed-preventing component dispersion to obtain a resin composition.

[0037] Example 3 In step (1) of Example 1, the amount of liquid rubber was changed to 7.0 g, the amount of α-olefin oligomer to 0.7 g, and the amount of surfactant to 0.7 g, to obtain weed-controlling component dispersion B, and in step (2) of Example 1, 12.0 g of weed-controlling component dispersion B was used as the weed-controlling component dispersion to obtain a resin composition.

[0038] Example 4 In step (1) of Example 2, the amount of liquid rubber was changed to 7.0 g, the amount of α-olefin oligomer to 0.7 g, and the amount of surfactant to 0.7 g, to obtain weed-control component dispersion B', and in step (2) of Example 2, 12.0 g of weed-control component dispersion B' was used as the weed-control component dispersion to obtain a resin composition.

[0039] Example 5 In step (1) of Example 1, the amount of liquid rubber was changed to 15.0 g, the amount of α-olefin oligomer to 1.5 g, and the amount of surfactant to 1.5 g, respectively, to obtain weed-controlling component dispersion C, and in step (2) of Example 1, 21.6 g of weed-controlling component dispersion C was used as the weed-controlling component dispersion to obtain a resin composition.

[0040] Example 6 In step (1) of Example 2, the amount of liquid rubber was changed to 15.0 g, the amount of α-olefin oligomer to 1.5 g, and the amount of surfactant to 1.5 g, respectively, to obtain weed-controlling component dispersion C', and in step (2) of Example 2, 21.6 g of weed-controlling component dispersion C' was used as the weed-controlling component dispersion to obtain a resin composition.

[0041] Example 7 A resin composition was obtained by uniformly dispersing 8.4 g of weed-preventing component dispersion A in 374.8 g of a urethane sealant (Auton Exceed, a product of Auto Chemical Industries) using a high-viscosity mixer.

[0042] Example 8 In Example 7, the same amount (8.4 g) of A' was used as the weed-controlling component dispersion to obtain a resin composition.

[0043] Comparative Example Step (1) of Example 1 was omitted, and in step (2), 3.3 g of 3-(3,4-dichlorophenyl)-1,1-dimethylurea (DCMU) and 0.3 g of 3-cyclo-3-cyclohexyl-6-dimethylamino-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione (hexazinone) were further added to obtain a resin composition.

[0044] Using the resin compositions obtained in Examples 1 to 8 and Comparative Example, a weed-preventing component elution test was carried out. Weed-preventing ingredient elution test: 50g of resin composition was molded into a sphere to prevent air from getting mixed in and left for 24 hours. The cured sample was immersed in 500 ml of pure water and left to stand in a dark place for a certain period of time. After leaving the solution, the solution alone was extracted and the amount of the weed-preventing component dissolved out was measured. After that, 500 ml of pure water was replaced and the same test was carried out a total of three times. The sample was immersed in 500 ml of pure water and left to stand in a dark place for the first time. The first test was performed in the first week (1st to 8th days after sample curing), and the second test was performed in the second week (1st to 8th days after sample curing). The first was given at 8-15 days, and the second at 3-4 weeks (15-29 days).

[0045] The results of the amount and rate of elution of the weed-preventing ingredient (eluted amount of weed-preventing ingredient / amount of weed-preventing ingredient) are shown in the following table. table Example Comparative Example Measurement items / results 1 2 3 4 5 6 7 8 [First session] DCMU Elution amount (g) 0.139 0.132 0.152 0.142 0.162 0.145 0.135 0.132 0.043 Elution rate (%) 4.2 4.0 4.6 4.3 4.9 4.4 4.1 4.0 1.3 Hexazinone Elution amount (g) 0.059 0.058 0.066 0.065 0.071 0.068 0.055 0.054 0.001 Elution rate (%) 19.7 19.3 22.1 21.7 23.5 22.7 18.3 18.0 0.2 [Second time] DCMU Elution amount (g) 0.086 0.079 0.092 0.089 0.096 0.096 0.089 0.086 0.023 Elution rate (%) 2.6 2.4 2.8 2.7 2.9 2.9 2.7 2.6 0.7 Hexazinone Elution amount (g) 0.014 0.014 0.015 0.015 0.017 0.016 0.015 0.015 0.000 Elution rate (%) 4.7 4.6 5.1 5.0 5.5 5.4 4.9 4.9 0.1 [Third time] DCMU Elution amount (g) 0.069 0.069 0.076 0.073 0.076 0.073 0.066 0.069 0.007 Elution rate (%) 2.1 2.1 2.3 2.2 2.3 2.2 2.0 2.1 0.2 Hexazinone Elution amount (g) 0.006 0.006 0.007 0.007 0.009 0.008 0.005 0.005 0.000 Elution rate (%) 2.0 1.9 2.2 2.2 2.9 2.8 1.8 1.8 0.1

[0046] From the above results, the following can be said: (1) In the absence of a dispersant for weed-controlling ingredients, elution of the weed-controlling ingredients does not occur (Examples 1 to 6 and Comparative Example). (2) The greater the amount of the weed-preventing ingredient dispersant, the more significant the elution of the weed-preventing ingredient (Examples 1 to 6). (3) There was no significant difference in the amount of weed-preventing ingredients eluted depending on the type of resin (Examples 1, 2, 7, and 8).

Claims

1. A one-component moisture-curing resin composition containing a weed-preventing ingredient, which contains 100 parts by mass of a one-component moisture-curing resin and 0.01 to 10 parts by mass of a weed-preventing ingredient dispersed in 0.03 to 30 parts by mass of a dispersant which is a liquid rubber and / or an α-olefin oligomer.

2. 2. A one-component moisture-curing resin composition containing a weed-preventing ingredient according to claim 1, wherein the one-component moisture-curing resin is a modified silicone or a urethane prepolymer having an isocyanate group.

3. 2. The one-component moisture-curable resin composition containing a weed-preventing ingredient according to claim 1, wherein the weed-preventing ingredient is 3-(3,4-dichlorophenyl)-1,1-dimethylurea (DCMU) and / or 3-cyclo-3-cyclohexyl-6-dimethylamino-1-methyl-1,3,5-triazine-2,4-(1H,3H)-dione (hexazinone).

4. 2. The weed-preventing component-containing one-component moisture-curable resin composition according to claim 1, wherein a surfactant is further used as a dispersant.