JPH09278605A - Nonionic surfactant for agrochemical spreader - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a nonionic surfactant for an agrochemical spreader to be added to a spraying aqueous solution of an agrochemical to improve the wet spreadability of the agrochemical on a hardly wettable surface of crops, weeds, noxious insects, etc., and to obtain an agrochemical spreader containing the surfactant. SOLUTION: A POE tridecyl ether produced by adding ethylene oxide to a 13C higher alcohol at an average addition molar number of 5-8mol is used as a nonionic surfactant for an agrochemical spreader.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a nonionic surfactant used as a pesticide spreading agent, and particularly to a non-wetting surface of crops, weeds, pests, etc. by adding it to an aqueous solution for spraying pesticides. The present invention relates to a nonionic surfactant for agrochemical spreaders that enhances the wettability of the above, and an agrochemical spreader containing the same.

[0002]

2. Description of the Related Art Agrochemical spreaders are generally used to increase the adhesion and wettability, adhesion and rain resistance of a spray solution of a pesticide formulation to crops, sprayed objects such as weeds, pests, pathogens and soil. The ultimate effect of pesticides is to be improved by increasing the penetration and migration of pesticide active ingredients, enhancing the cooperative effect, delaying the drying of sprayed droplets, improving the compatibility of multiple pesticides, promoting emulsification and suspension, etc. It is added to the spray liquor at the time of spraying for the purpose of increasing, regulating and stabilizing. As one of the main components of this pesticide spreading agent, especially nonionic surfactants are less susceptible to the influence of the ions of the spray liquid, and because the surface activity is strong even at low concentrations, it is an important pesticide spreading agent. It is an ingredient. Conventionally, as nonionic surfactants used for pesticide spreaders,
Polyoxyethylene (hereinafter referred to as POE) alkyl ether, POE alkyl (particularly mono- or di-octyl or nonyl) phenyl ether, POE fatty acid and resin acid ester are used, among which POE alkyl ether and POE alkyl are particularly used. Phenyl ether is important. However, in recent years, POE alkyl phenyl ethers have been used in the environment because of their incombustibility and relatively strong fish toxicity in the environment, and because of the estrogenic action of intermediates in the environment. There is a possibility that the use as an agricultural surfactant incorporated in a pesticide spreader or a pesticide formulation is prohibited or restricted. On the other hand, P
The OE alkyl ether is an average addition mole number of ethylene oxide (hereinafter, referred to as EO) of 5 to a higher alcohol such as lauryl alcohol obtained by high-pressure hydrogenation reaction of natural fatty acid such as lauric acid obtained from coconut oil or palm kernel oil. P obtained by high-pressure addition polymerization at about 12 mol
Since OE alkyl ether is the main component and it is a straight chain and has an even number of carbon atoms, it has extremely good microbial degradability, relatively low fish toxicity, and relatively good wettability.

By the way, the most important effect of a pesticide spreading agent is the wet spreading effect of a spraying aqueous solution containing the pesticide spreading agent on a concrete surface of a plant or the like. As a method, it has been evaluated by the surface tension of an aqueous solution which is relatively easily measured. In general,
It has been considered necessary for good spreading performance to have a surface tension of about 35 dynes / cm or less, particularly preferably about 30 dynes / cm. Japanese Examined Patent Publication No. 56-23962 discloses the measurement of the surface tension of a spreading agent diluting solution containing an alkylene oxide addition polymer of a primary or secondary synthetic alcohol having 7 to 19 carbon atoms, and the contact angle and the penetration force using an artificial product. Although the value is described and the application to the spreader is described,
It is not a measurement of wettability on a concrete object which is difficult to get wet actually. According to the research conducted by the present inventors, the wet spreading effect of the pesticide spreading agent significantly changes depending on the characteristics of the surface of the object, particularly the fine structure of the surface, in addition to the surface tension and the like, and when the fine structure is smooth. Shows that wettability is almost correlated with a decrease in surface tension and the like, but the surface of which the fine structure is rough, for example, the leaf surface of cucumber or leeks in plants is not directly correlated with the decrease in surface tension, and the structure of the surfactant is It turned out to show an important effect. That is, when a POE alkyl phenyl ether is used instead of the POE alkyl phenyl ether, even if the reduction of the surface tension is almost the same, it is preferable so far especially for the leaf surface of a plant such as cucumber and leeks which is difficult to wet. The wetting effect of nonionic surfactants such as POE lauryl ether mentioned above cannot be applied sufficiently.

[0004]

Therefore, according to the present invention, POE alkyl phenyl ether (particularly POE (5 to 7 mol) octyl phenyl ether and POE (6 to 8) can be applied to plants such as cucumber and leeks which are difficult to wet. (Molar) nonyl phenyl ether, etc.) and a nonionic surfactant having a wettability almost equal to that of a nonionic surfactant, and an agricultural chemical spreader containing the same.

[0005]

Means for Solving the Problems As a result of earnest studies for achieving the above-mentioned object, the present inventor has found that a higher alcohol having 13 carbon atoms is added with ethylene oxide in an average addition mole number of 5 to 8 moles. The inventors have found that the above problems can be achieved by using a surfactant, and arrived at the present invention. That is, the present invention has a carbon number of 1
The present invention relates to a nonionic surfactant for an agricultural chemical spreader, which is obtained by adding 5 to 8 mol of ethylene oxide to the higher alcohol of 3 on average. By the way, as described above, in JP-B-56-23962, the surface tension of a spreading agent diluting solution of an alkylene oxide addition polymer of a primary or secondary synthetic alcohol having 7 to 19 carbon atoms and a contact angle using an artificial product. And the measured value of the osmotic force are described, but concretely, neither the disclosure nor suggestion of the importance of the wettability etc. with respect to a specific POE tridecyl ether is made.

[0006]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in more detail. The higher alcohol having 13 carbon atoms that constitutes the nonionic surfactant of the present invention is tridecyl alcohol, which cannot be generally obtained by reduction of natural higher fatty acid, and is produced by the synthetic chemical industry. For industrial production of tridecyl alcohol, an olefin oxidization method, a paraffin oxidation method, and the like have been put into practical use, and an alcohol component having a carbon number of 12 to 14 may be incidentally included, but as a main component, a tridecyl alcohol is used. Decyl alcohol is important. The tridecyl group may be linear or branched, and the position of the hydroxyl group is often at the 1-position or 2-position. The average number of moles of EO added to this raw material alcohol is 5 to 5
The addition reaction of 8 mol is useful, and it can be industrially synthesized under the conditions of 140 to 180 ° C. and 3 to 7 atm under an alkaline catalyst. The average number of added moles of ethylene oxide (EO) in POE tridecyl ether is
If it is lower than 5, the POE tridecyl ether becomes water-insoluble. On the other hand, when the amount is more than 8 mol, it is excessively dissolved in water and suppresses a decrease in surface (interface) tension of air-water droplets and water droplets-solid surfaces that promote wetting. A preferable average addition mole number is 6 to 8 moles. The nonionic surfactant of the present invention is ethylene oxide (EO).
The number of addition moles of EO has a distribution due to the addition reaction of 1., but the average number of addition moles is the number average value of the number of addition moles. Hereinafter, simply expressed as "mol". In addition to the addition of EO, propylene oxide (PO) may be added to the POE tridecyl ether of the present invention in a block or random manner in an amount of 1 to 2 mol, if necessary. The nonionic surfactant of the present invention may be incorporated in the agricultural chemical spreading agent, if necessary, together with one part of various optional components which have been conventionally used in agricultural chemical spreading agents and the like.

The agricultural chemical spreading agent using the nonionic surfactant of the present invention is, for example, POE tridecyl ether mixed with water and / or lower alcohol,
Further, for example, one part of anionic surfactant such as lignin sulfonate, polynaphthyl methane sulfonate, dioctyl sulfosuccinate, nonionic surfactant other than the above POE tridecyl ether, polydimethylsiloxane type surfactant, etc. is blended. Can be prepared by Further, the pesticide spreading agent may contain a defoaming component, a preservative, or the like. P in pesticide spreader
The content of OE tridecyl ether is usually 10 to 100% by weight, preferably 2 based on the weight of the pesticide spreading agent.
It is 0 to 80% by weight, particularly preferably 30 to 60% by weight. The pesticide spreading agent thus obtained, in the same manner as a conventional spreading agent, is 1000 to 10000 times in the pesticide spraying liquid,
It is preferably blended at a magnification of 2000 to 5000 times.
The effect of the pesticide spreading agent of the present invention is to evenly wet most sprayable objects which are difficult to wet, like POE (5 to 7) octyl phenyl ether and POE (6 to 8 mol) nonyl phenyl ether. You can The reason why the excellent wettability of the POE tridecyl ether of the present invention occurs is not always clear, but the surface between the air and the water surface is adsorbed in the same manner as POE lauryl ether and the like. Although the surface tension of POE is reduced, it is thought that it is caused by lowering the interfacial tension by adsorbing more than POE lauryl ether or the like on the interface between water droplets and crops, such as crops, weeds, insect bodies, etc. To be

[0008]

EXAMPLES The present invention will be described in more detail with reference to Examples and Comparative Examples. However, the scope of the present invention is not limited to these examples. Example 1 EO7 mol adduct of oxo alcohol having 13 carbon atoms (a
-1) (BASF-made Lutensol TO07) Comparative Examples 1 to 6 1) EO10 mol EO adduct of 13 carbon atoms (ca-1) (BASF Lutensol TO10) 2) EO3 mol addition of C13 oxo alcohol Body (ca-2) (BASF-produced rutensol TO03) 3) EO7 mol adduct of oxoalcohol having 11 carbon atoms (ca-3) (BASF rutensol EC7) 4) EO8 mol adduct of lauryl alcohol (ca-)
4) (Pegnol L8 manufactured by Toho Chemical Industry Co., Ltd.) 5) EO10 mol adduct of lauryl alcohol (ca-
5) (Pegnol L10 manufactured by Toho Chemical Industry Co., Ltd.) 6) EO6 mol adduct of octylphenol (ca-
6) (Sanyo Kasei Co., Ltd. Octapole 60) Example 2 EO 8 mol adduct of isotridecyl alcohol (a-
2) (Empiran K18 manufactured by Albricht Wilson) Comparative Examples 7 to 97 7) EO8 mol adduct of isoundecyl alcohol (c)
a-7) (Embran KC manufactured by Albricht Wilson)
B8) 8) EO8 mol adduct of higher alcohols having 14 and 15 carbon atoms (ca-8) (Empiran KCP8 manufactured by Albricht Wilson) 9) EO7 mol adduct of nonylphenol (ca-9)
(Sanyo Chemical Co., Ltd. Nonipol 70)

Example 3 EO5 mol adduct of a straight chain secondary alcohol having 12, 13 and 14 carbon atoms (a-3) (Softanol 50 manufactured by Nippon Shokubai Co.) (content of alcohol having 13 carbon atoms: 50% by weight) ) Comparative Examples 10 to 11 10) EO3 mol adduct (ca-10) of a linear secondary alcohol consisting of C12, C13 and C14 (Sophthanol 30 manufactured by Nippon Shokubai Co., Ltd.) (content of C13 alcohol 50) % By weight) 11) EO12 mol adduct of linear secondary alcohol consisting of 12, 13 and 14 carbon atoms (ca-11) (Nippon Shokubai Co., Ltd., Softanol 120) (content of alcohol having 13 carbon atoms 50% by weight). example 4 EO 7 mole adduct and adducts to a linear primary alcohol consisting of carbon number 12 and 13 (Mitsubishi Petrochemical Co., Ltd. Dobanol 23) (a-4) (alcohol 13 carbon atoms Content 55 wt%) Comparative Example 12 to 14 12) EO3 mole adduct and adducts to a linear primary alcohol made of several 12 and 13 carbon atoms (manufactured by Mitsubishi Petrochemical Co. Dobanol 23) (ca-12) (alcohol 13 carbon atoms Content of 13%) 13) Addition product (ca-13) obtained by adding 10 mol of EO to a linear primary alcohol having 12 and 13 carbon atoms (Dovanol 23 manufactured by Mitsubishi Petrochemical Co., Ltd.) (content of alcohol having 13 carbon atoms) 55% by weight) 14) An adduct (ca-14) obtained by adding 7 moles of a linear primary alcohol having 14 and 15 carbon atoms (Dobanol 45 manufactured by Mitsubishi Petrochemical Co., Ltd.) (ca-14) Example 5 An adduct of tridecyl alcohol with 6 moles (ca-14) Verol 047 manufactured by Akzo Nobel) (a-5) Comparative Example 15 EO 10 mol adduct of tridecyl alcohol (Verol 048 manufactured by Akzo Nobel) (c) a-15)

Wet- propagation test Cucumber and leeks were selected as plants on the leaf surface that are difficult to wet, and potted plants that had been grown in a normal greenhouse (about 25 ° C.) at the 3.5 leaf stage were placed on a turntable. Comparative surfactant, 8
50 ml of 0 ppm and 160 ppm aqueous solutions were sprayed onto 5 plants (1 test group) with a spray gun. The wetted state on the leaf surface of the spray solution after 30 seconds was visually observed and classified into 0 to 5. The evaluation of the wetted state (wettable property) was performed according to the following criteria. 0: No wetness 1: Wet about 20% 2: Wet about 40% 3: Wet about 60% 4: Wet about 80% 5: Wet completely (100%) The wettability evaluation results are shown in Table 1 below. Show.

[0011]

[Table 1] Table 1 Cucumber onion 80ppm 160ppm 80ppm 160ppm a-1 4.5 5.0 4.0 5.0 ca-1 2.5 4.0 1.5 3.0 ca-2 1.5 2.0 1.0 2.0 ca-3 2.5 3.0 1.5 2.5 ca-4 2.5 3.0 1.5 2.5 ca-5 2.0 3.0 1.0 2.0 ca-6 4.5 5.0 4.0 5.0 a-2 4.5 5.0 4.0 5.0 ca-7 3.0 3.5 2.0 3.0 ca-8 2.0 3.0 2.0 2.5 ca-9 4.0 5.0 3.5 4.5 a-3 3.5 5.0 3.0 4.5 ca -10 2.5 3.0 2.0 2.5 ca-11 2.0 3.5 1.0 2.0 a-4 3.5 5.0 3.0 4.5 ca-12 2.0 3.0 1.5 2.0 ca-13 1.5 2.5 1.0 2.0 ca-14 2.0 3.5 1.0 3.0 a-5 4.0 5.0 3.0 4.5 ca- 15 2.5 3.5 1.5 2.5

[0012]

The POE tridecyl ether of the present invention is
It has excellent wettability comparable to that of POE alkyl phenyl ether, which is known to have good wettability, and can be almost completely wettowed at a low concentration even on the surface of a plant or the like that is difficult to wet. Therefore, the POE tridecyl ethers of the present invention have heretofore been commonly used as spreaders, whether or not the use of POE alkylphenyl ethers is limited.
It is more useful than E-lauryl ether and the like, and it is possible to provide an agricultural chemical spreader having practically excellent wettability.

Claims (2)

[Claims] 1. A nonionic surfactant for a pesticide spreader, which is obtained by adding 5 to 8 moles of ethylene oxide to a C 13 higher alcohol on average. 2. A pesticide spreading agent comprising a polyoxyethylene tridecyl ether obtained by adding 5 to 8 moles of ethylene oxide to a higher alcohol having 13 carbon atoms in average addition mole number.