TW200836628A - Hydrolysis resistant organomodified trisiloxane surfactants - Google Patents

Abstract

Three types of trisiloxane surfactants having the basic formula: MDM' are described wherein the substituents on the differing M and M' groups, in conjunction with pendant polyalkylene oxide substituents on the D group render the surfactant resistant to hydrolysis under either basic or acidic conditions outside the pH range of 6.0 to 7.5. The compositions are useful in agricultural, household and cosmetic applications.

Description

200836628 (1) Description of the Invention [Technical Fields of the Invention] The present invention relates to a sorbent surfactant composition which is resistant to hydrolysis over a wide pH range. In particular, the present invention relates to a hydrolysis resistant trioxane surfactant which is resistant to hydrolysis at a pH of between about 3 and about 12. φ [Prior Art] When a liquid composition is applied locally to the surface of a living body or a non-living object to produce a desired change, it involves a process of controlling wetting, spreading, foaming, cleaning, and the like. Compounds of the trioxane type have been found to be capable of controlling these processes to achieve the desired effect when used in aqueous solutions to improve delivery of the active ingredient to the surface being treated. However, these tri-aerobic compounds can only be used in a narrow pH range from slightly acidic pH 6 to extremely mild alkaline pH 7.5. Outside of this narrow p Η range, these trioxo-oxygenated φ compounds are not stable to hydrolysis and decompose rapidly. ^ [Summary of the Invention] v The present invention provides an extreme environmental composition 'which can be used as an agricultural composition, a personal care composition, a coating composition, or a household maintenance composition'. The composition comprises a polyoxyl composition, which is a poly The oxime composition comprises a trioxane compound useful as a surfactant or a composition thereof, selected from the group consisting of trioxane compounds of formula I, II, or III. The trioxane compound I has the formula shown below: -5- 200836628 (2) Μ^Μ2 where Μ1 = (R1)(R2)(R3)Si〇i/2 Μ2 = (R4)(R5)(R6 Si〇i/2 D1 = (R7)(Z)Si02/2 wherein R1 is selected from a branched or linear hydrocarbon group having 2 to 4 carbon atoms, an aryl group, and a aryl group having 6 to 20 carbon atoms An alkyl hydrocarbon group having 4 to 9 carbon atoms; the R 2 , R 3 , R 4 , R 5 , R 6 and R 7 are each independently selected from the group consisting of a monovalent hydrocarbon group having 1 to 4 carbon atoms, an aryl group, and an aryl group. a hydrocarbon group having 4 to 9 carbon atoms; Z is an alkoxy group R8(C2H40)a(C3H60)b(C4H80)cR9 of the formula wherein R8 is 2, 3, 5, 6, 7, 8 Or a linear or branched divalent hydrocarbon group of 9 carbon atoms; R9 is selected from H, a monovalent hydrocarbon group having 1 to 6 carbon atoms, and an ethylidene group; φ and the subscripts a, b, and c are zero or A positive number and satisfying the following relationship: 2<a + b + c<2 0 » and a>2 〇- When the subscript symbol a satisfies the condition of 29^5, it is recommended to use the co-surfactant described in % below ( Co-surfactant) to achieve the benefits of the compositions of the present invention. The trioxane compound II has the formula shown below: M3D2M4 wherein M3 = (R10)(R11)(R12)Si〇i/2 (3) 200836628 Μ4 = (R13)(R14)(R15)Si〇i/ 2 D2 = (R16)(Z,)Si02/2 wherein rW'rH'rU'rU'rM'R15 and R16 are each independently selected from a monovalent hydrocarbon group having 1 to 4 carbon atoms, an aryl group, and a An alkylhydrocarbyl group having 4 to 9 carbon atoms to an aryl substituent of 20 carbon atoms; Z' is an alkoxy group of the formula: R17(C2H40)d(C3H60)e(C4H80)fR18, wherein R17 is selected from a branched or linear divalent hydrocarbon group of the formula: -c4h8o-(c2h4o)-R18 is selected from the group consisting of a fluorene, a monovalent hydrocarbon group having 1 to 6 carbon atoms, and an ethylidene group; subscript symbols d, e And f is zero or a positive number, and satisfies the following relationship: 2<d+e+f<20 5 and d>2 When the subscript symbol d satisfies the condition of 2^d^5, it is recommended to use the following The co-surfactant is co-surfactant to achieve the benefits of the compositions of the present invention. The trioxane compound III has the formula shown below: m5d3m6 wherein V M5 = (R19)(R20)(R21)SiO1/2 M6 = (R22)(R23)(R24)Si01/2 D3 = where (R25) (Z,,) Si02/2 R19, R20, R21, R22, R23, and R24 are each independently selected from a monovalent hydrocarbon group having 1 to 4 carbon atoms, an aryl group, and containing 6 to 20 (4) 200836628 The alkyl hydrocarbon R25 having 4 to 9 carbon atoms of the aryl substituent of the carbon atom is a linear or branched hydrocarbon group having 2 to 4 carbon atoms; Z" is an alkoxy group of the formula: R26 (C2H40) g(C3H60)h(C4H80)iR27, wherein R26 is a linear or branched diradical having 3, 5, 6, 7, 8, or 9 carbon atoms; R2 7 is selected from fluorene, having from 1 to 6 The monovalent hydrocarbyl group of a carbon atom, the subscripts g, h, and i are zero or a positive number, and satisfy the formula = 2 < g + h + i $ 20 , and g > 2 . When the subscript symbol g satisfies 2^ In the case of g^5, it is recommended to utilize the co-surfactant described below to achieve the benefits of the composition of the present invention. [Embodiment] As used herein, the stoichiometric subscript symbol integer 値 refers to a molecular species. And under stoichiometry The symbolic integer refers to a mixture of molecular substances based on the average molecular weight, the average number of enthalpy, or the fraction of moles. If it is a mixture of the invention, it is obvious that the stoichiometry of the mixture is under the label. An average enthalpy of T, which may be an integer or a non-integer relative to a pure compound. The present invention provides an extreme environmental composition that can be used as an agricultural product, a personal care composition, a coating composition, or a household maintenance component. The invention comprises a polyoxonium oxide composition, which is used as a surfactant for a tri-aerobic compound or a composition thereof, and is selected from the group consisting of: a divalent hydrocarbon, and a neutron of the Shimonoseki 値mole A compound having a symbol comprising a trioxane compound of the formula -8-200836628 (5) I, 11, or 111. The trioxane compound I has the formula shown below: wherein M1 = (R1 )(R2)(R3)Si01/2 Μ2 = (R4)(R5)(R6)Si01/2 D1 = (R7)(Z)Si02/2 φ where R1 is selected from branches having 2 to 4 carbon atoms Or a linear hydrocarbon group, an aryl group, and an aryl group having 6 to 20 carbon atoms An alkyl hydrocarbon group having 4 to 9 carbon atoms; R2, R3, R4, R5, R6 and R7 are each independently selected from the group consisting of a monovalent hydrocarbon group having 1 to 4 carbon atoms, an aryl group, and an aryl group. a hydrocarbon group of 4 to 9 carbon atoms; Z is a compound of the formula: R8(C2H40)a(C3H60)b(C4H80)cR9, wherein R8 is 2, 3 φ, 5, 6, 7, 8, Or a linear or branched divalent hydrocarbon group of 9 carbon atoms; R9 is selected from H, a monovalent hydrocarbon group having 1 to 6 carbon atoms, and an ethylidene group; • and the subscripts a, b, and c are zero or positive And satisfy the following relationship: v 2 < a + b + c < 20 ^ and a > 2 . When the subscript symbol a satisfies the condition of 29^5, it is recommended to utilize the co-surfactant described hereinafter to achieve the benefits of the composition of the present invention. The trioxane compound has the formula shown below: m3d2m4 wherein-9-200836628 (6) Μ3 = (R10)(R11)(R12)SiO1/2 Μ4 = (R13)(R14)(R15)Si01/2 D2 = (R16) (Z,) Si02/2 Weng R1. , R11, R12, R13, R14, R15 and R16 are each independently selected from the group consisting of: a monovalent hydrocarbon group having 1 to 4 carbon atoms, an aryl group, and an aryl group having 6 to 20 carbon atoms; An alkylhydrocarbyl group of up to 9 carbon atoms; Z' is an alkoxy group of the formula: 10 R17(C2H40)d(C3H60)e(C4H80)fR18, wherein R17 has the formula shown below: -c4h8o-( C2h4o)- R18 is selected from the group consisting of a fluorene, a monovalent hydrocarbon group having 1 to 6 carbon atoms, and an ethylidene group; the subscript symbols d, e, and f are zero or a positive number, and satisfy the following relationship: 2 <d+e +f<20 ^ and d22 ° trioxane compound II can also have the formula shown below: • m3d2m4 where • M3 = (R10)(R1 1)(R12)Si〇i/2 ; ν Μ4 = (R13 (R14)(R15)Si01/2; and D2 = (R16)(Z,)SiO2/2 wherein R1G, R11, R12, R13, R14, R15 and R16 are each independently selected from 1 to 4 carbon atoms The monovalent hydrocarbon group, the aryl group, and the alkyl hydrocarbon group having 4 to 9 carbon atoms having an aryl substituent having 6 to 20 carbon atoms; Z' is an alkoxy group of the following formula: -10- 200836628 (7) R17(C2H40)d(C3H60)e(C4H80)fR18, where R17 has the following The formula is: -C4H80-(C2H40)- and R18 is selected from the group consisting of hydrazine, a monovalent hydrocarbon group having 1 to 6 carbon atoms, and an acetamidine group; the subscript symbols d, e, and f are zero or a positive number, and satisfy The following relationship 2$d + e + f$2〇, and d22, but when R18 is a methyl group, d is 2 to 5 or 8 to 20. When the subscript symbol d satisfies the condition of 2^d^5, it is recommended to use the co-surfactant described hereinafter to achieve the benefits of the composition of the present invention. The trioxalate compound III has the formula shown below: m5d3m6 where M5 = (R19)(R20)(R2i)SiO wi M6 = (R22)(R23)(R24)Si01/2 D3 二(R25)(Z,, Si02/2 wherein R19, R2G, R21, R22, R23, and R24 are each independently selected from a monovalent hydrocarbon group having 1 to 4 carbon atoms, an aryl group, and an aryl substituent having 6 to 20 carbon atoms. An alkyl hydrocarbon group having 4 to 9 carbon atoms; r25 is a linear or branched hydrocarbon group having 2 to 4 carbon atoms; Z" is a pendant oxy group of the formula: RAc^I^COJC^HsCOhCC^HsOhR27 , wherein R26 is a linear or branched divalent hydrocarbon having 2, 3, 5, 6, 7, 8, or 9 carbon atoms, 11 - (8) (8) 200836628; R27 is selected from fluorene, having 1 The monovalent hydrocarbon group to 6 carbon atoms, and the ethylidene group, the subscripts g, h, and i are zero or positive, and satisfy the following relationship: 2<g + h + i<2 0 » and g22 ° when subscript When the symbol g satisfies the condition of 2^g^5, it is recommended to utilize the co-surfactant described hereinafter to achieve the benefits of the composition of the present invention. One method of producing the composition of the present invention is to make the molecular mdhm shown below (where Dh is The hydride precursor of the D' structural unit in the composition of the present invention, the definition and relationship of which will be defined later in the text and consistent with those defined above) under hydrosilylation conditions and fine smoke aspects An olefinically modified polyalkylene oxide reaction. Examples of olefin-modified polyoxyalkylene oxides such as propylene glycol or methyl allyoxy alkoxy oxide are for illustrative purposes only. The use of the alkylene oxide component to modify other possible olefins. The "olefin-modified polyalkylene oxide" as used herein is defined as having one or more terminal or pendant carbons. A molecule of an alkoxy group having one carbon double bond. The polyether (precursor of the substituent Z, Z, or Z) is an alkene-modified polyalkylene oxide (hereinafter referred to as "polyether") and is represented by the following formula: CH2 = CH( R28)(R29)j〇(R30)k(C2H4〇)m(C3H6〇)n(C4H8O)pR31 wherein R28 is fluorene or methyl; R29 is divalent alkane having 1 to 6 carbon atoms-12-200836628 Ο) The base 'subscript symbol j can be 0 or 1; R3G is -C2H40-, where the subscript k can be 0 or 1; R31 is H, a monofunctional with 1 to 6 carbon atoms, a hydrocarbon group, or B醯 base, and the subscript symbols m, η, and p are zero or positive and satisfy the relationship of 2^m + n + p^2〇 and m^2. When the polyether is composed of mixed oxyalkylene groups (i.e., oxygen extended ethyl, oxypropyl extended, and oxygen extended butyl), these units may be block or randomly distributed. Those skilled in the art will appreciate the advantages of using a block structure configuration or a random structure φ configuration. Illustrative examples of block structure configurations are: -(oxyethyl)ethyl (oxypropyl) b-, _(oxybutylene)e (oxyethyl) 3, and _ (oxygen propylene) Base b (oxyethyl) a (oxybutyl) c-. Some illustrative examples are provided below for the polyether, but are not limited to these ch2=chch2o(ch2ch2o)8h, ch2=chch2o(ch2ch2o)8ch3, ch2=chch2o(ch2ch2o)4(ch2ch(ch3)o)5h, ch2= Cho(ch2ch2o)5(ch2ch(ch3)o)5h, φch2=c(ch3)ch2o(ch2ch2o)4(ch2ch(ch3)o)5c(=o)ch3, ch2=chch2o(ch2ch2o)5(ch2ch( Ch3)o)2(ch2ch(ch2ch3)o)2h. _ Polyether modified polyoxane is a generalized way to modify the olefin (ie vinyl, allyl, or methallyl) polyalkylene by using a hydrosilylation reaction. Oxygen is grafted onto the hydride (SiH) intermediate of the trioxane of the present invention. A preferred embodiment of the trioxane compound of formula I is that R1 and R4 are selected from the group consisting of branched or linear hydrocarbyl groups having from 2 to 4 carbon atoms, aryl groups, and aryl substituents having from 6 to 20 carbon atoms. -13 (10) (10) 200836628, a hydrocarbon-based group having 4 to 9 carbon atoms, more preferably having 3 to 4 carbon atoms or aryl groups; R2, R3, R5, R6, and R7 are independently selected a monovalent hydrocarbon group having 1 to 4 carbon atoms, an aryl group, and a hydrocarbon group having 4 to 9 carbon atoms containing an aryl group, more preferably a monovalent hydrocarbon group having 1 to 2 carbon atoms and an aryl group, preferably Methyl; Z is an alkoxy group of the formula: R8(C2H40)a(C3H60)b(C4H80)cR9, wherein R8 is 2, 3, 5, 6, 7, 8, or 9 (better) a linear or branched divalent hydrocarbon group of 3 to 7, preferably 3 to 6 carbon atoms; the subscripts a, b and c are zero or positive and satisfy the following relationship: 2$a + b + c£20 and a>2; a is preferably 5 to 20, more preferably 5 to 8; b is preferably 0 to 10, more preferably 〇 to 5; c is preferably 0 to 8, more preferably 〇 To 4; R9 is selected from the group consisting of H, a monovalent hydrocarbon group having 1 to 6 carbon atoms, and an acetamidine group. Another preferred embodiment of the trioxane compound of formula I is that R1, R4 and R7 are selected from branched or linear hydrocarbyl and aryl groups having from 2 to 4 carbon atoms, more preferably from 3 to 4 carbon atoms. The ?r2, r3, r5, and r6 are each independently selected from the group consisting of a monovalent hydrocarbon group having 1 to 4 carbon atoms and an aryl group, more preferably 1 to 2 carbon atoms, most preferably a methyl group; and Z is as described above. By. A preferred embodiment of the π-trioxane compound is that wherein r1Q, R11, R12, R13, R14, R15 and R16 are each independently selected from a monovalent hydrocarbon group having 1 to 4 carbon atoms and an aryl group; Z' is as follows A compound of the formula: R17(C2H40)d(C3H60)e(C4H80)fR18, wherein R17 is selected from a branched or linear divalent hydrocarbon group of the formula: -C4H80-(C2H40)- -14- 200836628 ( 11) R18 is selected from the group consisting of fluorene, a fluorenyl group having 1 to 6 carbon atoms, more preferably fluorene and a single β symbol d, e, and f having 1 to 4 carbon atoms are zero or a positive number, and satisfy the following Off 2$d + e + f$2〇 and d22 ; d is preferably 5 to 20, 泰; e is preferably 〇 to 1 〇, more preferably 〇 to 5; f is preferred; i is 〇 to 4. A preferred embodiment of a trioxane compound of formula III] φ R19, R2. , R21, R22, R23, and R24 are a monovalent hydrocarbon group and an aryl group each having 1 to 4 carbon atoms; and R25 is a linear or branched linear alkoxy group of J (preferably 3 to 4) carbon atoms. Base: 3, 5, 6, 7, 8, or 9 carbon atoms (more preferably, preferably 3 to 6 carbon atoms) linear or branched R27 is selected from cerium, having 1 to 6 carbons The Φ acetyl group of the atom, more preferably Η, and having 1 to 4 carbon atoms, the subscripts g, h, and i are zero or positive, and satisfy ^ 2$g + h + iS20 and g22, g Good for 5 to 20,

v ; h is preferably from 〇 to 10, more preferably from 〇 to 5; i is preferably from 〇 to 4. Suitable for the manufacture of polyether-substituted azeoxanes, it is known in the art, including M (rh 〇dium), ruthenium, IE, hungry, iridium, and/or platinum, which is mismatched by this SiH olefin. The lead catalyst system of the addition reaction is known as a valence hydrocarbon group and an ethylated hydrocarbon group; the subscript system: more preferably 5 to 8 〇 8 to 8, more preferably I: independently selected from ginger having 2 to 4 a hydrocarbon group; Z" is a divalent hydrocarbon group having 2 to 7 carbon atoms with R26; a monovalent hydrocarbon group; and a monovalent hydrocarbon group; the following relationship: more preferably 5 to 8; 〇 to 8, more preferably a catalyst Also for this purpose (ruthenium). There are a variety of uses and such platinum catalysts -15-200836628 (12) can be used to produce the compositions of the present invention. The platinum compounds can be selected from U.S. Patent No. 3,159,601, the disclosure of which is incorporated herein by reference. Refer to the formula (PtCl2 olefin) ("PtCl201efin") and H (PtCl3 olefin) ("H (PtCl301efin)"). Another platinum-containing material can be chloroplatinic acid and up to 2 moles per gram of platinum selected from the group consisting of alcohols, ethers, as disclosed in U.S. Patent No. 3,220,972, the disclosure of which is incorporated herein by reference. Complexes formed by classes, aldehydes, and mixtures thereof. Further uranium-containing materials which can be used in the present invention are as set forth in U.S. Patent Nos. 3,715,334, 3,775,452, and 3,814,730 (Karstedt). Further background art related to this technique can be found in JL Spier, "Homogeneous Catalysis of Hy drosilation by Transition Metals", Advances in Organometallic Chemistry, Vol. 17, pp. 407-447 (F · G · A . S t ο ne an d R · W esteditors , published by Academic Press (New York, 1979)). One skilled in the art can readily determine the effective amount of platinum catalyst. Generally, the effective amount of φ ranges from about 0.1 to 50 parts per million parts of the organically modified trioxane total composition. ^ The composition of the present invention exhibits enhanced resistance to hydrolysis at pH values ranging from 6 to 7.5 (as defined by the extreme environment). The enhanced resistance to hydrolysis can be demonstrated by a variety of test methods, but the increased resistance to hydrolysis used herein means after exposure to aqueous acidic conditions of solution pH 値 below 6 for 24 hours, or at solution pH 値 above 7.5. After exposure to aqueous alkaline conditions for 24 hours, 50% by mole or more of the hydrolysis-resistant composition of the present invention remains unchanged or unreacted. Under acidic conditions, the composition of the present invention may have a concentration of 50 mol% or more at a pH of 16 - 200836628 (13) 5 or less, and may survive for more than 48 hours; in detail, the composition of the present invention When the pH is 5 or less, '50 mol% or more can survive for more than 2 weeks; in detail, the composition of the present invention has 50 mol% or more when the pH is 5 or less. Survival for more than one month. More specifically, the composition of the present invention can survive for more than 6 months at a pH of 5 or less with 50 mol% or more. Under alkaline conditions, when the composition of the present invention has a pH of 8 φ or more, 50 mol% or more can survive for more than 2 weeks, and the composition of the present invention has a pH of 8 or more. 50 mol% or more can survive for more than 4 weeks; in detail, the composition of the present invention has a pH of 8 or more, and 50 mol% or more can survive for more than 6 months; In particular, the composition of the present invention may have a survival of more than one year at a pH of 8 or more, and may be used for more than one year. The use of the composition of the present invention: A·Pesticide - agriculture, horticulture , grassland, ornamental and forestry: Many pesticide applications require the addition of adjuvants to the spray mixture to moisten and spread the foliage. Typically the adjuvant is a surfactant which can have multiple functions, such as increasing the retention of spray droplets on difficult-to-wet leaf surfaces, enhancing dispersion to improve spray coverage, or allowing herbicides to penetrate the plant stratum corneum. in. These adjuvants are provided as a tank-side additive or as a component in the detoxification formulation. -17- 200836628 (14) Typical uses for pesticides include agriculture, horticulture, grassland, ornamental plants, home and garden, veterinary, and forestry applications. The detoxifying composition of the present invention also includes at least one pesticide, wherein the organically modified trioxaxane surfactant of the present invention is present in an amount sufficient to deliver

A 0 · 0 0 5 % to 2 % to the final use concentration, either concentrate or diluted in a tank mix. The abatement composition may optionally comprise excipients, co-surfactants, solvents, buffer control agents, sinking aids, drift retardants, biologies, micro Micronutrients, fertilizers, and the like. The term pesticide refers to any compound used to destroy pests, such as rodenticides, insecticides, miticides, fungicides, and herbicides. Illustrative examples of useful pesticides include, but are not limited to, growth regulators, photosynthetic inhibitors, pigment inhibitors (pigmentinhibit 〇rs), mitotic disrupters, lipid biosynthesis inhibitors, cell wall inhibitors, and Cell membrane disrupting agent. The amount of the pesticide to be used in the composition of the present invention varies depending on the type of the pesticide to be used, and specific examples of the pesticide compound which can be used in the 'composition of the present invention are (but are not limited to) herbicides and growth regulators. Such as: phenoxyacetic acid, phenoxypropionic acid, phenoxybutyric acid, benzoic acid, triterpenoids and s-triterpenoids, substituted urea, uridine, Bendalong ( Benzozon), desmedipham, methazole, phenmedipham, pyridate, amitrol, clomazone, flufenacetone Fluridone ), 达草灭( -18- (15) 200836628 norflurazone), dinitroaniline, isopropalin, oryzalin, pendimethalin, prodiamine , trifluralin, glyphosate, glufosinate, auxylurea, imipenem, pyridine carboxylic acid, clethodim, diclofop-methyl ), fenoxaprop-ethyl, fluazifop-p- Butyl), haloxyfop-methyl

, quizalofop, sethoxydim, dichlobenil, isoxaben, and bipyridylium compounds can be used in the fungicidal compounds of the invention (but Not limited to) aldimorph, tridemorph, dodemorph, dimethomorph; flusilazol, azaconazole, cyproconazole, Epp (epoxiconazole), furconazole, propiconazole, tebuconazole, and the like; imazalil, thiophanate, benomy 1 carbendazim, chlorothialonil, gram Dicloran, trifloxystrobin, fluoxystrobin, dimoxy strobin, azoxy strobin, furcaranil, prochloraz, flusulf amide, Famoxadone), captan, maneb, mancozeb, dodicin, dodine, and metalaxyl. -19 - (16) 200836628 Insecticides, larvacides, mites and ovacide compounds useful in the compositions of the present invention are, but are not limited to, Bacillus thuringiensis ), spinosad, abamectin, doramectin, lepimectin, pyrethrins, carbaryl, primicarb, aldicarb , methomy 1 , amitraz , boric acid ,

Chlordimeform, novaluron, bistrifluron, triflumuron, diflubenzuron, imidacloprid, diazinon, acephate ), endosulfan, kelevan, dimethoate, azinphos-ethyl, azinphos-methyl, isoxathion, chlorpyrifos, gram Clofentezine, lambda-cyhalothrin, permethrin, bifenthrin, cypermethrin, and the like. The pesticide can be in liquid or solid form. If it is in a solid state, it is preferably soluble in a solvent, or the organically modified trioxane of the present invention can be used as a solvent with polyoxo oxygen before application, or a surfactant or additional interfacial activity based on the solubility. The agent can perform this function. Agricultural Excipients: Buffers, preservatives, and other standard agents known in the art may also be included in the composition. Solvents may also be included in the composition of the present invention. These solvents are liquid at room temperature, and examples thereof include water, alcohols, aromatic solvents, oils (i.e., mineral oil, vegetable oil, polyoxygenated oil, etc.). ), low alkyl esters of vegetable oils

I, fatty acids, ketones, glycols, polyethylene glycols, glycols, sarcophagi, and the like. The specific solvent may be φ 2,2,4-trimethyl-1,3-pentanediol and its alkoxylation as described in U.S. Patent No. 5,674,8, the disclosure of which is incorporated herein by reference. (especially ethoxylated) substances, or N-methyl-pyrrolidone. Common interfacial surfactants: Further, other co-surfactant agents having short chain hydrophobic groups (superspreading) that do not interfere with superspreading are disclosed in U.S. Patent Nos. 5,5,5,806, 5,104,647, and 6,221,811 (the contents of which are incorporated herein by reference). • Co-surfactants useful herein include nonionic, cationic, anionic, amphoteric, zwitterionic, polymeric surfactants, or any mixture thereof. The surfactant type is based on hydrocarbons, polyoxo, or fluorocarbons. Useful surfactants include block copolymers containing alkoxy (especially ethoxy), including copolymers of ethylene oxide, propylene oxide, butylene oxide, and mixtures thereof; alkylaryl alkoxides (especially alkylaryl ethoxylates or alkylaryl propoxides) and derivatives thereof, including alkylphenol ethoxylates; arylarylalkoxides (especially arylaryl ethoxylates or Fang-21 - 200836628 (18) arylaryl propoxide) and its derivatives; amine alkoxides - especially amine ethoxylates; fatty acid alkoxides; fatty alcohol alkoxides; alkyl sulfonates. Alkylbenzenesulfonate and alkylnaphthalenesulfonate; sulfated fatty alcohol; amine or acid amide; acid ester of sodium isethionate; sulfonic acid succinic acid Sodium esters; sulfated or sulfonated fatty acid esters, petroleum sulfonates; N-mercapto sarcosinates, alkyl polyglycosides; ethoxylated amines φ and many more. Specific examples include alkyl acetylenic diols (SURFONYL - Air Products), pyrrolidone surfactants (such as SURFADONE - LP 100 - ISP), 2-ethylhexyl sulfate, and different Interfacial activity of mercapto ethoxylates (eg RHODASURF DA 5 3 0 -Rhodia ), ethylenediamine alkoxides (TETRONICS - BASF ), and ethylene oxide / propylene oxide copolymers (PLURONICS - BASF) and Gemini type Agent (Rhodia). # Preferred surfactants include ethylene oxide/propylene oxide copolymers (EO/PO); amine ethoxylates; alkyl polyglycosides; keto-tridecyl alcohol ethoxylates, etc. . In a preferred embodiment, the agrochemical composition of the present invention further comprises one or more agrochemical ingredients. Suitable agrochemical ingredients include, but are not limited to, herbicides, insecticides, growth regulators, fungicides, mites, acaricides, fertilizers, biological agents, plant nourishments, micronutrients, Biocides, paraffinic mineral oil, methylated seed oil (ie, soybean oil fatty acid methyl ester (methyls oyate) -22- 200836628 (19) or canola oil methyl ester (methylcanolate)), vegetable oil (such as large Ugly oil and mustard oil), water conditioning agents such as Choice® (Loveland Industries, Greeley, CO) and ▲

Quest (Helena Chemical, Collierville, TN), modified clays such as Surround® (Englehard Corp.), foam control agents, surfactants, wetting agents, dispersants, emulsifiers, deposition aids, anti-drifting components, and water . φ Suitable agrochemical compositions are ones or more of the above-mentioned ingredients in combination with the organically modified trioxane of the present invention in a tank-mix or "In-can" in a manner known in the art (e.g., mixing). The blends are prepared by combining them. By "tank mixture" is meant the addition of at least one agrochemical to a spray medium such as water or oil at the point of use. "In-can" means a blend or concentrate containing at least one agrochemical ingredient. The "In-can" blend can be diluted to the point of use at the point of use, usually in a tank mix, or it can be used without dilution. B. Coatings: ^ Usually coatings require a wetting agent or surfactant for emulsification, • compatibilization, leveling, flow, and surface defects. In addition, these additives can improve the cured film or dried film, such as improved abrasion resistance, antiblocking, hydrophilicity, and hydrophobicity. The coating compositions can be solvent-borne coatings, water-borne coatings, and powder coatings. Coating ingredients can be used as: architectural coatings; OEM coatings such as steam • 23- 200836628 (20) automotive coatings and coil coatings; special-purpose coatings such as industrial maintenance coatings and marine coatings. ^ Typical resin types include: polyester, alkyds, acrylics, polyurethanes, and epoxies. C. Personal Care In a preferred embodiment, the organically modified trioxoxane surfactant of the present invention contains 〇·1 per part by weight ("pbw") personal care composition. An organically modified trioxoxane surfactant of from 99 pbw, preferably from 5 pbw to 30 pbw, more preferably from 1 to 15 pbw, and from 1 pbw to 99.9 pbw, preferably from 70 pbw to 99.5 pbw, more A personal care composition of 8 5 pbw to 9 9 pbw. The organically modified trioxane surfactant composition of the present invention can be utilized in personal care emulsions such as lotions and creams. As is generally known, the emulsion comprises at least two immiscible phases, one of which is a continuous phase of φ and the other of which is a discontinuous phase. Other emulsions may be liquids having varying viscosities or being solids. Furthermore, the particle size of the emulsion can be made into a microemulsion, and when the particle size is small enough, the microemulsion can be transparent. In addition, it is also possible to prepare emulsions of emulsions, which are generally referred to as multiple emulsions. These emulsions may be: 1) aqueous emulsions, the discontinuous phase comprising water, and the continuous phase comprising the organically modified trioxoxane surfactant of the invention; 2) aqueous emulsion, continuous phase thereof Containing the organically modified three-24-200836628 (21) oxoxane surfactant of the present invention, the discontinuous phase comprises water; 3) non-aqueous emulsions, which are not included in the picture a non-aqueous hydroxylic solvent, wherein the continuous phase comprises the organically modified trioxoxane surfactant of the present invention; and 4) a non-aqueous emulsion, the continuous phase comprising a non-aqueous hydroxyl organic solvent The 'discontinuous phase comprises the organically modified trioxane interfacial activity φ agent of the present invention. Non-aqueous emulsions containing a polyoxo phase are described in U.S. Patent Nos. 6,060,546 and 6,271,295. The disclosures of which are incorporated herein by reference. As used herein, "non-aqueous hydroxy organic compound" means an organic compound containing a hydroxyl group such as an alcohol, a glycol, a polyhydric alcohol, and about one atmosphere at room temperature (e.g., about 25 ° C). Polymeric glycols and mixtures in liquid form. The non-aqueous organic hydroxy solvent is selected from the group consisting of organic compounds containing hydroxyl φ (including alcohols, glycols, polyhydric alcohols, and their polymerization at room temperature (e.g., about 25 ° C) and about one atmosphere of liquid. Glycols • with mixtures). Preferably, the non-aqueous hydroxy organic solvent is selected from the group consisting of ethylene glycol*, ethanol, propanol, isopropanol, propylene glycol, dipropylene glycol, tripropylene glycol, butanediol, isobutylene glycol, methyl propane glycol , glycerin, sorbitol, polyethylene glycol, polypropylene glycol monoalkyl ether, polyoxyalkylene copolymer, and mixtures thereof. Once the desired form is achieved, whether it is only a polyoxo phase, an anhydrous mixture containing the polyoxo phase, an aqueous mixture containing the polyoxo phase (-25-(22) 200836628 hydrousmixture), a water-in-oil emulsion The oil-in-water emulsion, or one of the two non-aqueous emulsions, or various variants thereof, is typically a cream or lotion having improved deposition properties and good feel characteristics. It can be blended with synthetic blends for hair care, skin care, antiperspirants, sunscreens, cosmetics, cosmetics, insect repellents, vitamin and hormone carriers, fragrance carriers, and the like. .

Personal care applications in which the organically modified trioxane surfactants of the present invention and the polyxanthene compositions of the present invention obtained therefrom include, but are not limited to, deodorants, antiperspirants, antiperspirants/deodorants Agents, shaving products, skin lotions, humectants, conditioners, bath products, cleansing products, hair care products such as shampoos, conditioners, mousses (mousses), styling gels, hair sprays, hair dyes, hair color products, hair bleaches, waving agents Ducts, hair straighteners, manicure products such as nail polish, nail polish remover, nail creams and lotions, keratolytics, protective creams such as sunscreens, Insect repellents, anti-aging products, cosmetics such as lipsticks, foundations, face powders, eye liners, eye shadows, blushes, facial cosmetics Makeup), mascara (Mascaras) and the other was cut diet adding polyethylene oxide blend component in personal care, and topical application for the skin to be applied to the pharmaceutical group -26-200836628 (23) thereof into a delivery system. In a preferred embodiment, the personal care compositions of the present invention also contain one or more personal care ingredients. Suitable personal care ingredients include, for example, emollients, humectants, humectants, pigments (including pearlescent pigments (such as mica coated with bismuth oxychloride and titanium dioxide), colorants, fragrances , biocides, preservatives, antioxidants, antimicrobials, antifungals, antiperspirants, exfoliants, hormones, enzymes, pharmaceutical compounds, vitamins, salts, electrolytes, alcohols, polyols , UV radiation absorbers, plant extracts, surfactants, polyoxyxides, organic oils, strontium, film formers, thickeners (such as smog or hydrated vermiculite), granular materials Such as talc, kaolin, starch, modified starch, mica, nylon, clay (such as bentonite and organic modified clay). Suitable personal care compositions are prepared by combining one or more of the above ingredients with an organically modified trioxane φ surfactant by means known in the art (e.g., mixing). Suitable personal care compositions may be in single-phase or emulsion form, and emulsion types include oil-in-water, water-in-oil, and anhydrous emulsions (where the polyoxygen phase may be discontinuous or continuous) * Continued phase), as well as multiple emulsion types, such as oil-in water-in-oil emulsions and water-in-oil-in water- In a useful embodiment, the antiperspirant composition comprises the organically modified trioxetane surfactant of the present invention and one or more active antiperspirants. Suitable antiperspirants include, for example, the Class I anti-sweat activity listed in the monograph on human over-the-counter antiperspirant products in the United States Food and Drug Administration, October -27-200836628 (24) 1 Ingredients, such as halogenated hydrides, aluminum hydroxyhalides such as aluminum chlorohydrate, and their complexes with zirconyl oxyhalides and zirconyl hydroxyhalides or Mixtures, such as aluminum-zirconium chlorohydrate, aluminum zirconium glycine complexes, such as aluminum zirconium tetrachlorohydrex gly 〇 in another useful embodiment, skin care composition It comprises an organically modified trioxane surfactant and a carrier such as polyoxyphthalic acid or an organic oil. The skin care composition may optionally further comprise a softening agent, such as triglyceride esters, a wax ester, an alkyl or alkenyl ester of a fatty acid, or a polyhydric alcohol ester, and one or more conventionally used for skin care. Known ingredients of the composition, such as pigments, vitamins (such as vitamin A, vitamin C, and vitamin V), sunscreen or sun block compounds, such as titanium dioxide, zinc oxide, 2 _ benzyl-4-methoxy Oxybenzone, octylmethoxy cinnamate, butyl methoxy bis- quinone. Methane, p-aminobenzylic acid, and octyl dimethyl-p-aminopyrene acid. In another useful embodiment, a make-up composition (such as a lipstick, makeup, or mascara composition) comprises the organically modified trioxane surfactant and a coloring agent such as a pigment, water soluble Sex dyes, or fat-soluble dyes. In another useful embodiment, the composition of the present invention is used in combination with a fragrance material, -28-(25) 200836628, which may be a fragrance compound, a package, or a compound capable of releasing a fragrance. (Pure compounds are particularly compatible with the compositions of the present invention as releasable fragrances, as disclosed in U.S. Patent Nos. 6,046,156, 6,054, 547, 6, 077, 923, 6, 083, 901, and 6, 153, 578. The use of the composition is not limited to personal care products such as enamel, glare products (ρ ο 1 ishes) and textiles that have been covered by this. D. Home maintenance Home maintenance applications include laundry detergents and cloth fluids, wood and Furniture polish, floor polish, bathtub, toilet detergent, hard surface cleaner, window cleaner drain cleaner, automatic dishwashing detergent, sheetingagents), carpet cleaner, spotters, rust cleaner, And scale remover. EXPERIMENTAL For the organically modified trioxoxane interfacial surfactant intermediate of the present invention and the comparative composition as in the following examples, the fragrance of the capsule of Example 1 was prepared or encapsulated). Antimony-containing compound 6,075,111, all of its constituents, softeners, dishwashing and tile detergents, antifogging agents, and flushing agents for other inventive compositions (E Qi [J (prewash composition) Preparation of hydrogen by the method -29- 200836628 (26) 1,5-di(tributyl)-1,1,3,5,5-pentamethyltrioxane (Fig. 1, structure 1) will be 1 00 g tBuMe2SiCl and 46 g of MeHSiCh were dissolved in 1 50 ml of propyl ether (IPE) and placed in an addition funnel. 150 g of water and 250 ml of IPE were fed into a mechanical stirrer, reflux condenser, and N2 inlet. In a 1 L round bottom flask, add chlorodecane dropwise at room temperature (23 ° C) through an addition funnel over a period of 1 h. After the addition, adjust the temperature to 7 () φ ° C, at The reaction was carried out at reflux temperature for 20 h, and the progress of the reaction was followed by GC (yield 88% at 20 h). At the end of the reaction, the water was drained via a separatory funnel _, and the fluid was washed three times with 1 g of water each time. NaHC03 was mixed with 1 〇〇g of water, slowly added to the mixture and stirred for 30 min. Drain again and dry with sodium sulfate. After filtration, go to a rotary evaporator. IPE , the crude product was further fractionated under reduced pressure to give 63 g of tBuMe2SiOMe(H)SiOSi Me2tBu (GC purity: 97%). φ Figure 1 - Reaction sequence for preparation of hydride intermediates tBuMe2SiCI + MeHSiCI H20/IPE tBuMe2SiOMe (H ) SiOSi Me2tBu structure 1

I Si I --Si-O-Si-O-Si Preparation Example 2 l,5-Di(isopropyl)-1,1,3,5,5-pentamethyltrioxane (Fig. 2,结-30- (27) (27)200836628 Structure 2) Dissolve 25g of iPrMe2SiCl (〇·ΐ83 Mo) and 13.1g of MeHSiCl2 (0.114 mole) in 80 ml of isopropyl ether (ipe) and place in the addition funnel in. 50 g of water and 1 〇〇 ml of IPE were fed into a 500-round bottom flask equipped with a mechanical stirrer, a reflux condenser, and an N2 inlet. Chlorodioxane was added dropwise at room temperature (23 ° C) via an addition funnel over a period of 4 Torr. After the addition was completed, the temperature was adjusted to 8 Torr, and the reaction was carried out at reflux temperature for 4 h'. The progress of the reaction was followed by GC (the yield was 7 5 〇/〇 at 4 h). At the end of the reaction, water was drained through a separatory funnel and the fluid was washed three times with 8 g of water each time. 25 g of NaHC03 was mixed with 1 g of water, slowly added to the mixture and stirred for 30 min. After draining again and drying with sodium sulfate, after filtration, the IPE was removed by a rotary evaporator, and the crude product was further subjected to fractional distillation under reduced pressure to give l?g iPrMe2SiOMe(H)SiOSi Me2iPr (GC purity: 93%). Figure 2 - Reaction sequence for the preparation of hydride intermediates iPrMe2SiCl + MeHSiCl H20/IPE iPrMe2SiOMe(H)SiOSi Me2iPr Structure 2

Preparation Example 3 The hydride intermediate of Example 1-2, -31 - 200836628 (28), was modified with various allylic polyalkylene oxides to obtain the composition of the organically modified trioxane surfactant of the present invention. (Table 1) and a comparative trioxane surfactant (from Table 2). The organically modified trioxane surfactant composition of the present invention utilizes the method described in U.S. Patent No. 3,299,112, issued to the entire disclosure of U.S. Pat. It is prepared by a conventional method of platinum mediated hydrosilation. This U.S. patent is incorporated herein by reference. φ Table 1 describes the composition of the present invention. Some of these compositions are described by the following structure: M*D, M* where M* = ; D, = 0Si(CH3)CH2CH(R32)CH20--(CH2CH20)r -(CH2CH20)sR33 where R1, R32 , R33, subscript symbols r and s are listed in Table 1. Table 1 - Description of organically modified trioxane surfactant composition _ ID R1 R13 rs R33 1 (CH3)bC - Η 0 11 H 2 (ch3)2ch2 - Η 0 11 H 3 CHi — ch3 1 7.5 ch3 Table 2 provides a description of comparative trioxane and organopolyoxypolyether-based surfactants as follows:

MDXD,,YM where -32· (29) (29)

200836628 Μ = (CH3)3SiO〇5 ; D = OSi(CH3)2 ; and D" = 0Si(CH3)CH2CH2CH20-(CH2CH20)dR9 Table 2 _Comparative Organic Polyoxyl Oxide Surfactant Composition ID XY d Polyether-based R9 A 0 1 7.5 ch3 B 0 1 7.5 Η C 20 3 7.5 ch3 In addition, the comparative sample 辛 (octyl phenol ethoxylate, one polyoxy-extension ethyl unit) is non-polyoxyl organic The interface active material can be used by Dow Chemical Company, Midland, ΜΙ & X-100 °. Example 4 This example shows the ability of the organically modified trioxane of the present invention to have a constitutive surface tension, thus exhibiting its function as a surfactant. It was measured using a Kriiss surface tension meter and blasting as an inductor. The solutions of the various components were formulated to be 0.1 wt% in a plain 0.005 M NaCl water (deionization). Table 3 shows solutions of these unique compositions. The surface tension can be significantly reduced with respect to the formulation. The composition of the present invention can also provide a similarity to the triterpenoid containing one bismuth. The 3 Triton® material can reduce the water utilization of the platinum knife as an auxiliary agent for the interface activity. Oxygenation interface-33- 200836628 (30) Dispersing properties of the active agents (A, B) and the organic surfactant activity of the organically modified trioxane surfactants of the present invention relative to conventional polyoxylated polyethers (C) The agent product 〇p E provides an improved dispersion. The method of dispersion is to apply 10 μL of the surfactant solution to the polyacetate film (USI, “Crystal Clear Write on Film”). And measure the scattering diameter (mm) at a relative humidity (22 • to 25 ° C) between 50 and 70% after 30 seconds. The solution is applied with an automatic drip tube to produce a reproducible volume The droplets were prepared by deionized water purified by Millipore filtration system. Surface 3 1 force and dispersion P property Surface tension Dispersion diameter (mm) Weight % surfactant LD. mN/m 0.05 % 0.1% 0.2% 0.4% 1 23.1 9 11 12 15 2 23.6 10 13 16 25 3 20.7 18 31 48 56 A 20.9 34 53 51 25 B 20.6 37 53 50 35 C 23.6 nd nd nd 6 ΟΡΕ 31.8 nd 9 nd 10 Implementation Example 5 Determination of Hydrolyzed Anhydride of Representative Compositions of the Invention by HPLC Sex. A solution of various compositions of p Η in the range of 4 to 11 at a concentration of 〇 · 5 wt % was prepared and monitored by HPLC for decomposition over time. -34- 200836628 (31) Analytical method: The samples were analyzed by reverse phase chromatography using the experimental conditions listed in Table 4. Table 4 - Solvent ladder for HPLC method ^___ ] (min.) % methanol % water % isopropanol 0.0 70 30 0 15.0 100 0 0 20.0 50 0 50 20.1 70 30 0 25.0 70 30 0 Detector: ELSD /LTA ( Evaporative Light Scattering with Low Temperature Adapter) Condition = 3 0 ° C, 1.95 SLPM N2 Column = Phenomenex LUNA C18 end cap, 5 micron, 7 5 x 4.6 mm Flow rate: 1.0 mL/min. Injection volume: 10 Microliter sample: 0.05 0 g/mL in methanol

Tables 5-8 show that the compositions of the present invention have improved resistance to hydrolytical decomposition under similar pH conditions relative to the standard surfactant oxime A based on comparative oxirane. -35- 200836628 (32) Comparative azoxy A rapidly decomposes at pH 値 below 5 and pH 値 above 7, while the organically modified trioxane surfactant of the present invention is hydrolyzed under the same conditions Then there is higher resistance. Table 5 - Hydrolysis stability of surfactants based on decane (using HPLC)

ID Time stability: : % remaining oxane surfactant pH 4 pH 5 pH 7 pH 9 pH 10 pH 11 1 24h 100 100 100 100 100 100 1 week 100 100 100 100 100 100 2 weeks 100 100 100 100 100 100 4 weeks 100 100 100 100 100 100 6 weeks 100 100 100 100 100 100 9 weeks 100 100 100 100 100 100 12 weeks 100 100 100 100 100 100 17 weeks 60 100 100 100 100 100 23 weeks 45 100 100 100 100 100 28 weeks 30 100 100 100 100 21 Table 6 - Hydrolysis stability of surfactants based on decane (by HPLC) Stability I % residual oxane surfactant ID Time pH 4 pH 5 pH 7 pH 9 pH 10 pH 11 2 24 h 100 100 100 100 100 100 ίο days 100 100 100 100 100 100 5 weeks 100 100 100 100 100 100 • 36- (33) 200836628

Table 7 - Hydrolysis stability of surfactants based on decane (using HPLC) Stability: °/. Residual decyl peroxide surfactant ID time pH 4 pH 5 pH 7 pH 9 pH 10 pH 11 3 24 h 100 100 100 100 100 100 1 week 40 92 100 99 73 0 2 weeks 24 82 100 94 48 nd 3 weeks 16 75 100 92 43 nd 5 weeks 6 65 100 89 35 nd 7 weeks 2 55 100 82 29 nd 24 weeks 0 21 100 50 4 nd 31 weeks nd 0.2 100 42 0.3 nd Table 8 - Comparative aerobicane-based interfacial activity Hydrolytic stability of the agent (using HPLC) Stability: % residual oxoxane surfactant - I - · Ρ · time PH 4 pH 5 pH 7 pH 9 pH 10 pH 11 A 48h 25 100 100 100 46 nd 1 week 0 38 100 53 0 nd

Example 6 Unlike conventional oxoxane-based surfactants which are readily hydrolyzed under acidic and basic conditions (pH 値 5 or below and pH 値 9 or above), the organic modification of the present invention The trioxane surfactant provides a higher resistance to hydrolysis than conventional trioxane alkane oxides (Comparative A). The hydrolyzate was observed and the distribution properties were considered to decrease over time. -37- 200836628 (34) Therefore, the organically modified trioxane surfactant solution of the present invention and a comparative surfactant solution are prepared at a desired amount and pH, and the relationship between dispersion and time is measured to show hydrolysis resistance. Sex. Table 9 is an illustrative example of an organically modified trioxetane surfactant, wherein product number 3 is a superspreader relative to a conventional trioxane ethoxylate surfactant (product A) at pH 3 has an improved hydrolysis resistance in the pH range of pH 10 0. As described above, φ transmission monitors the change in dispersion properties over time to observe hydrolysis resistance. Here, a 0.4 wt% solution having a pH of 3, 4, 5, and 10 was prepared. The dispersion was determined by the procedure described in Example 4.

-38- (35) 200836628

Table 9 - • pH vs. Dispersion Properties Over Time 1 1 Dispersion Diameter (mm) Time Product pH 3 pH 4 pH 5 pH 10 Oh 3 43 42 43 38 A 34 28 29 27 lh 3 48 43 46 40 A 39 37 27 33 2h 3 53 44 50 41 A 36 30 33 33 4h 3 47 48 52 39 A 41 28 28 29 6h 3 46 45 48 33 A 16 27 27 28 8h 3 44 42 47 40 A 12 31 29 27 24h 3 21 44 46 28 A 12 32 25 25 48h 3 37 45 43 31 A 10 41 25 33 5 days 3 25 41 40 35 A 7 30 26 36 1 week 3 15 37 42 27 A 6 17 28 25 2 weeks 3 11 19 25 27 A 7 7 37 15 Example 7 The impact of other ingredients on the dispersion is determined by blending the organopolyoxydioxane surfactant of the present invention with a conventional organic co-surfactant. The total surfactant series is shown in Table 10. The blend is formulated as a physical mixture in which the weight fraction of polyfluorene oxide is expressed in alpha, meaning that the co-surfactant complements the remainder of the blending ratio. -39- 200836628 (36) For example, when α = 0, it means that the composition contains 〇% polyoxynium component and 100% co-surfactant; when α=1.〇, it means the composition It contains 100% polyoxyn but no (ie 0%) co-surfactant. The mixture of the two components is represented by a weight fraction α, wherein the range of α is: Ο^α^Ι·〇. For example, when α = 0.25, it means that the surfactant mixture is composed of 25% polyfluorene and 75% co-surfactant. These blends are then diluted with water to the desired concentration for evaluation of the dispersion. The φ dispersion was measured in the manner described in Example 4, where the total surfactant concentration was 〇 2 w t %. Table 1 1 shows that representative examples of co-surfactants of the present invention provide advantageous dispersion results, and some examples have unexpected synergistic enhancement effects in which the dispersion diameter of the mixture exceeds the dispersion diameter of the individual components. Table 1 - Description of the common co-surfactant ID Description IDA-5 Isodecyl alcohol ethoxylate (4-5 EO ) IDA-6 Isodecyl alcohol ethoxylate (5-6 EO ) TMN-6 trimethyl hydrazine Alcohol ethoxylate (6 E0 ) Oxo-TDA-5 keto-tridecyl alcohol ethoxylate (5 EO ) Oxo-TDA-6 keto-tridecyl alcohol ethoxylate (6 EO ) APG c8_1() Alkyl polyglucoside _ -40- 200836628 (37) Effect of Huang 11 -co-interacting agent on the dispersion properties of blends_Weight fraction (α) Poly-xyloxy surfactant expansion diameter (mm)

Test No. Polychlorination 0 0.25 0.50 0.75 1.0 Common surfactant ' 1 3 47 24 49 52 55 IDA-5 2 3 33 43 51 53 55 IDA-6 3 3 49 48 54 59 55 TMN-6 4 3 47 37 43 47 55 Oxo-TDA-5 • 3 43 34 46 48 55 Oxo-TDA-6 6 3 8 50 58 49 55 APG The above examples are for illustrative purposes only and are intended to illustrate only certain aspects of the invention. feature. The scope of the appended claims is intended to claim the invention as broadly contemplated. The embodiments presented herein are illustrative of some of the implementations selected in all possible embodiments. Accordingly, Applicants believe that the scope of the appended claims should not be limited by the embodiment selected to illustrate the features of the invention. As used in the scope of the patent application, "contains" and its grammatical variants also logically include terms of degree of variation and dissimilarity, such as (but not limited to) "consisting essentially of" and "consisting of." Ranges are provided where necessary, and such ranges include all sub-ranges within them, which may be Markush group or groups consisting of different match numbers, these groups It is defined by its lower and upper limits (from the lower limit to the upper limit in a number of rules). It is to be expected that variations in these ranges will be apparent to those of ordinary skill in the art and are not disclosed to the public, and variations such as -41 - 200836628 (38) are to be considered as included in the scope of the appended claims. It is also foreseeable that advances in science and technology will make it possible to implement equivalent or alternative implementations that are currently unthinkable due to lack of precision in language and text. These changes should also be considered as covered. Attached to the scope of the patent application. All of the U.S. patents (and patent applications) referred to herein are hereby incorporated by reference in their entirety in their entirety herein in their entirety herein

-42 -

Claims (1)

200836628 (1) X. Patent application scope 1. An agricultural composition comprising: a) a polyoxoxime Μ2 as shown in the following formula: where M1 = (Rl)(R2)(R3)SiOl/2; M2 = (R4)(R5)(R6)Si01/2; and φ Dl = (R7)(Z)SiO2/2 wherein R1 is selected from a monovalent hydrocarbon group consisting of a branched or linear hydrocarbon group having 2 to 4 carbon atoms, And an alkyl hydrocarbon group having 4 to 9 carbon atoms having an aryl substituent having 6 to 20 carbon atoms; and R 2 , R 3 , R 4 , R 5 , R 6 and R 7 are each independently selected from 1 to 4 a monovalent hydrocarbon group of a carbon atom, an aryl group, and a hydrocarbon group having 4 to 9 carbon atoms containing an aryl group; Z is an alkoxy group of the following formula: φ R8(C2H40)a(C3H60)b(C4H80)cR9, Wherein R8 is a linear or branched divalent hydrocarbon group having 2, 3, 5, 6, 7, 8, or 9 carbon atoms; and R9 is selected from the group consisting of fluorene, a monovalent hydrocarbon group having 1 to 6 carbon atoms, and醯 base; - and the subscript symbols a, b and c are zero or positive, and satisfy the following relationship: 2$a + b + c$20, and G2; and b) agricultural active ingredients; wherein the agricultural composition has Improved hydrolysis resistance. 2. The composition of claim 1, wherein R1 and R4 f are selected from the group consisting of propyl, isopropyl, butyl, secondary butyl, isobutyl, and tertiary butyl-43- (2) (2) 200836628 basis. 3. The composition of claim 1, wherein R2, R3, R5, R6 and R7 are methyl groups. 4. The composition of claim 1, wherein R8 is a divalent hydrocarbon group having three carbon atoms. 5. For the composition of the first paragraph of the patent application, the subscript a is 8 to 12. 6. For the composition of claim 1 of the patent scope, the subscript symbol b is 0 to 3. 7. For the composition of claim 1 of the patent scope, the subscript symbol c is 0. 8. The composition of claim 1, wherein R9 is selected from the group consisting of hydrogen and methyl. 9. The composition of claim 2, wherein R1 and R4 are selected from the group consisting of isopropyl and tertiary butyl. 1 0. The composition of claim 5, wherein the subscript symbol a is ". i i. The composition of claim 8 wherein R9 is hydrogen. 1 2. The composition of claim 9, wherein R2, R3, R5, R6 and R7 are methyl groups. A composition according to claim 12, wherein R8 is a divalent hydrocarbon group having three carbon atoms. 1 4 . The composition of claim 13 of the patent scope, wherein the subscript symbol a is 1 1 〇-44- 200836628 (3) 1 5 · The composition of claim 14 of the patent scope, wherein the subscript symbol Both b and c are zero. 1 6 · The composition of claim 15 of the patent scope, wherein r9 is hydroquinone 17·-a kind of agricultural composition, comprising: a) polychlorinated oxime Μ2 φ where M1 = ( R1)(R2)(R3)Si01/2; M2 = (R4)(R5)(R6)Si01/2; and D1 = (R7)(Z)Si02/2 wherein R1 is selected from 2 to 4 carbons a monovalent hydrocarbon group consisting of a branched or linear hydrocarbon group of an atom, an aryl group, and an alkyl hydrocarbon group having 4 to 9 carbon atoms having an aryl substituent having 6 to 20 carbon atoms; R2, r3, R4, #R5 And R6 and R7 are each independently selected from the group consisting of a monovalent hydrocarbon group having 1 to 4 carbon atoms, an aryl group, and a hydrocarbon group having 4 to 9 carbon atoms containing an aryl group; and Z is an alkoxy group having the following formula: : • R8(C2H40)a(C3H60)b(C4H80)cR9, wherein R8 is a linear or branched divalent hydrocarbon radical having 2, 3, 5, 6, 7, 8, or 9 carbon atoms; R9 is selected from H, a monovalent hydrocarbon group having 1 to 6 carbon atoms, and an ethylidene group; and the subscript symbols a, b, and c are zero or a positive number, and satisfy the following relationship: 2 <a+b+c<20 » and a&gt ; 2 ; and b) agricultural active ingredients, selected from: aldimorph, Sandefen ( -45 - 200836628 Tridemorph ) dodemorph and dimethomorph : flusilazol, azaconazole, cypro conazole, epoxiconazole, furosemide Furconazole ) , propiconazole , tebuconazole , imazalil , thiophanate X benomy 1 carbendazim , c hlorothialonil , di cloran , trifloxystrobin , Fluoxystrobin, dimoxy strobin, azoxy strobin, furcaranil, prochloraz, flusulfamide, famoxadone, captan, and genus Maneb ), mancozeb, dodicin, dodine, bacillus thuringiensis, spinosad, abamectin, dermine Doramectin, lepimectin, pyrethrins, force Earbaryl, primicarb, aldicarb, methomyl, amitraz, boric acid, chlordimeform, novaluron, bistrifluron, hibisole Triflumuron), diflubenzuron, imidacloprid, diazinon, acephate, endosulfan, kelevan, dimethoate, ethyl glutamate Azinphos-ethyl, azinphos-methyl, isoxathion, chlorpyrifos, kefenoxi (-46 - (5) 200836628 Clofentezine), lambda-cyhalothrin, permethrin, bifenthrin, cypermethrin, phenoxyacetic acid, phenoxypropionic acid, phenoxybutyric acid, Benzoic acid, triterpenoids and s-triterpenoids, substituted urea, uridine D-class, bentazon, desmedipham, methazole, phenmedipham , pyridate, amitral, aromatine, clomazone, fluridone, norflurazone, dinitroaniline, isoproterenol Isopropalin ), oryzalin, pendimethalin, prodiamine, trifluralin, glyphosate, glufosinate, sulfonyl urea, imipenone, Pyridine carboxylic acids, clethodim, diclofop-methyl, fenoxaprop-ethyl, fluazifop-p-butyl, haloxyfop- Methyl), quizalofop, s ethoxy dim, dichloro nitrite (d Ichlobenil ), isoxaben, bipyridylium compounds, zinc sulfate, ferrous sulfate, ammonium sulfate, urea, urea ammonium nitrogen, ammonium thiosulfate, potassium sulfate, monoammonium phosphate, Urea phosphate, bromine, boric acid, potassium borate, sodium borate, phosphoric acid, magnesium hydroxide, manganese carbonate, calcium polysulfide, copper sulfate, sulfuric acid shovel Manganese sulfate ), iron sulfate, barium sulfate, sodium molybdate, and chlorination; -47- (6) (6) 200836628 wherein the agricultural composition has improved hydrolysis resistance. 18. The composition of claim 17, wherein R1 and R4 are selected from the group consisting of propyl, isopropyl, butyl, secondary butyl, isobutyl, and tertiary butyl. 19. The composition of claim 17, wherein R2, R3, R5, R6 and R7 are methyl. 20. The composition of claim 17, wherein R8 is a divalent hydrocarbon group having three carbon atoms. 2 1. The composition of claim 17 of the patent application, wherein the subscript symbol a is 8 to 12. 2 2. The composition of claim 17 of the patent application, wherein the subscript symbol b is 0 to 3. 23. The composition of claim 17 wherein the subscript symbol c is 0. 24. The composition of claim 17 wherein R9 is selected from the group consisting of hydrogen and methyl. 25. The composition of claim 18, wherein R1 and R4 are selected from the group consisting of isopropyl and tertiary butyl. 26. For the composition of claim 21, the subscript symbol a is 1 1. 27. The composition of claim 24, wherein R9 is hydroquinone 28. The composition of claim 25, wherein R2, R3, R5, R6 and R7 are methyl. -48 - 200836628 (7) 2 9 · The composition of claim 28, wherein R8 is a divalent hydrocarbon group having three carbon atoms. 3 0 · If the composition of the 29th item of the patent application is applied, the subscript symbol a is 1 1 . 3 1. The composition of claim 30, wherein the subscripts b and c are both zero. 3 2. A composition according to claim 31, wherein R9 is hydrogen 33. An aqueous emulsion in which the discontinuous phase comprises water and the continuous phase comprises the composition of claim 1 of the patent application. 3 4. An aqueous emulsion in which the discontinuous phase comprises water and the continuous phase comprises the composition of claim 17 of the patent application. 3 5 · An aqueous emulsion in which the continuous phase comprises water and the discontinuous phase comprises the composition of claim 1 of the scope of the patent. 3 6 · An aqueous emulsion in which the continuous phase contains water and is not continuous • Contains the composition of Clause 17 of the patent application. 3 7. A non-aqueous emulsion in which the discontinuous phase comprises a non-aqueous hydroxyl group solvent, and the continuous phase comprises the composition of claim 1 of the scope of the patent. "3 8 · A non-aqueous emulsion, wherein the discontinuous phase comprises a non-aqueous hydroxy solvent, and the continuous phase comprises the composition of claim 17 of the patent application. 3 9 · a non-aqueous emulsion, wherein the continuous phase A non-aqueous hydroxy-based solvent is included, and the discontinuous phase comprises the composition of claim 1 of the patent application. 4 〇·- a non-aqueous emulsion in which the continuous phase contains a non-aqueous hydroxy-based solvent, and the discontinuous phase includes the scope of the patent application. Composition of Item 17. -49- 200836628 (8) 4 1. An agricultural composition comprising: a) Polyoxane m3d2m4 *1 as shown in the following formula wherein M3 = (R10) (R11) (R12 Si〇1/2 : M4 = (R13)(R14)(R15)Si01/2 : and D2 = (R16)(Z,)Si02/2 • where R10, R11, R12, R13, R14, R15 and R16 Each of which is independently selected from the group consisting of a monovalent hydrocarbon group having 1 to 4 carbon atoms, an aryl group, and an alkyl hydrocarbon group having 4 to 9 carbon atoms having an aryl substituent having 6 to 20 carbon atoms; Z' is as follows Alkoxy group of the formula: R17(C2H40)d(C3H60)e(C4H80)fR18, wherein R17 has the formula shown below: -c4h8o-(c2h4o)-R18 is selected from a monovalent hydrocarbon group having 1 to 6 carbon atoms, and an ethylidene group; the subscript symbols d, e, and f are zero or a positive number, and satisfy the following relationship: 2$d+e+f$20, and d>2; and # b) agricultural active ingredient; * wherein the agricultural composition has improved hydrolysis resistance. 42. The composition of claim 41, wherein the subscript symbol f is 〇〇43. The composition of the range of item 41, wherein the subscript symbol e is 0 to 3. 44. The composition of claim 41, wherein the subscript symbol -50 - 200836628 (9) d is 8 to 1 1 ° 4 5. The composition of claim 41, wherein 111(), ;11, R12, Rh, Rl5 and Rl6 are methyl. 46. The composition of claim 41, wherein R18 is Methyl. 4 7. The composition of claim 4, wherein the subscript symbol e is 0 〇 φ 48. The composition of claim 47, wherein the subscript symbol d is 8. 49. For example, the composition of claim 48, wherein R1Q, R11, r12, r13, R14, R15 and R16 are methyl groups. A composition of 49, wherein R18 is a methyl group. 5 i. An agricultural composition comprising: a) a polysaloxide of the formula: m3d2m4 wherein w M3 = (R10)(R11)(R12)Si〇 1/2 ; • M4 = (R13)(R14)(R15)si〇1/2 ; and D2 = (R16)(Z,)Si02/2 where R10,! ^11,;^12,:^13,! ^14, ;5 and R16 are each independently selected from the group consisting of a monovalent hydrocarbon group having 1 to 4 carbon atoms, an aryl group, and 4 to 9 carbon atoms having an aryl substituent having 6 to 20 carbon atoms. Alkyl hydrocarbon group; Z 'is an alkoxy group of the formula: -51 - (10) 200836628 R17(C2H40)d(C3H60)e(c4H80)fR18, wherein R17 has the formula shown below: -c4h8o-( C2h4o)- R18 is selected from the group consisting of a fluorene, a monovalent hydrocarbon group having 1 to 6 carbon atoms, and an acetamidine group; the subscripts d, e, and f are zero or a positive number, and satisfy the following relationship: 2<d+ e+f<20 ^ and d>2 ; and b) agricultural active ingredients, selected from: aldimorph, tridemorph, dodemorph, dimethomorph; flusilazol, azac on azole, ring Cyproconazole, epoxiconazole, furconazole, propiconazole, tebuconazole, imazalil, thiophanate, benomy 1 carbendazim , chlorothialonil, dicloran, trifloxystrobin, fluoxy strobin, dimoxystrobin, azoxystrobin, furcaranil, prochloraz, flusulfamide, Famoxadone, captan, maneb, mancozeb, dodicin, dodine, bacillus thuringiensis , spinosad, abamectin, doramectin, lepimectin, pyrethrins, carbaryl, primicarb' Aldicarb), methomyl, amitraz, boric acid, -52- (11) 200836628 chlordimeform, novaluron, bistrifluron, triflumuron, two Diflubenzuron, imidacloprid, diazinon, acephate, endosulfan , kelevan, dasong ((1丨11^111〇&16), azinphos-ethyl, azinphos-methyl, isoxathion, chlorpyrifos , clofentezine, lambda-cyhalothrin, permethrin, bifenthrin, cypermethrin, phenoxyacetic acid, phenoxypropionic acid, phenoxy Butyric acid, benzoic acid, triterpenoids and s-trioxins, substituted urea, urinary D-class, bentazon, desmedipham, methazole, benzene Pemmedipham, pyridate, amitral triazole (amitr ο 1 e ), clomazone, fluridone, norflurazone, dinitro Aniline, isopropalin, oryzalin, pendimethalin, prodiamine, trifluralin, glyphosate, glufosinate, sulfonyl Urea, imidazolinones, batch D carboxylic acids, clethodim, A Diclofop-methyl, fenoxaprop-ethyl, fluazifop_p-butyl, haloxyfop-methyl, quizalofop, sethoxydim, dichloro Nitrile (dich 1 〇beni 1 ), isoxachlor (is ο X abe η ), L-D-Film-53- 200836628 (12) Bipyridylium compounds, thiocyanate ammonium zinc, urea, urea ammonium nitrogen, ammonium thiosulfate, urea phosphate, sodium nitrate, boron, sodium salt of boric acid, phosphoric acid, hydrogen Magnesium oxide, calcium carbonate polysulfide, copper sulfate (manganese sulfate), iron sulfate (iron, sodium molybdate, and chlorine) wherein the agricultural composition has improved water resistance. The composition f of the 51st patent application scope is 〇. 5 3. The composition e of the 51st paragraph of the patent application is 0 to 3. 5 4. The composition d of the 51st item of the patent application range is 8 to 1. 1. 5 5 . The composition of claim 51, R12, R13, R14, R15 and R16 are methyl. 56. The composition base of claim 51. 57. The composition e of the range 52 is 0 〇 5 8 . The composition d of the scope of claim 57 is 8. 59. The composition of claim 58 of the patent scope, R 1 2, R 13, R 1 4, R 15 and R 1 6 are methyl., ferrous sulfate, sulfur, monoammonium phosphate, uric acid, boron Acid potassium salt manganese, calcium sulphate (sulfate), sulphate sulphate; sulphuric acid; solution, wherein the subscript symbol [, where the subscript symbol ^, where the subscript symbol, where R1 (), Ri 1 Wherein R18 is A, wherein the subscript symbol, wherein the subscript symbol, wherein R1G, Ri 1 -54-200836628 (13) 60. The composition of claim 59, wherein R18 is a methyl group. _ 6 1 An aqueous emulsion in which the discontinuous phase comprises water and the continuous phase comprises the composition of claim 41. 62. An aqueous emulsion in which the discontinuous phase comprises water and the continuous phase comprises a patent application The composition of the range of item 51. 63 · An aqueous emulsion in which the continuous phase contains water, and the continuous φ phase comprises the composition of claim 41. 6 4 · an aqueous emulsion, wherein The continuous phase comprises water, and the discontinuous phase comprises the composition of claim 51. 6 5 · a non-aqueous emulsion, wherein the discontinuous phase comprises a non-aqueous hydroxyl solvent, and the continuous phase comprises the scope of the patent application 4 1 component 6 6. A non-aqueous emulsion in which the discontinuous phase comprises a non-aqueous hydroxyl solvent and the continuous phase comprises the composition of claim 51. 6 7. A non-aqueous emulsion wherein the continuous phase comprises a non-aqueous hydroxy-based solvent and the discontinuous phase comprises the composition of claim 41. 6 8. A non-aqueous emulsion in which the continuous phase comprises a non-aqueous hydroxy-based solvent, and the discontinuous phase comprises the composition of claim 51. ' 69. - Agricultural composition, comprising: a) Polyoxoxime 5 D3 Μ6 as shown in the following formula where M5 = (R19)(R20)(R21)Si〇i/2 ; Μ6 = (R22)(R23 (R24)Si01/2 ; and -55- 200836628 (14) D3 = (R25)(Z,,)Si02/2 wherein _ R19, R2G, R21, R22, R23, and R24 are each independently selected from 1 a monovalent hydrocarbon group to 4 carbon atoms, an aryl group, and an alkyl hydrocarbon group having 4 to 9 carbon atoms having an aryl substituent having 6 to 20 berry carbon atoms; and R25 has 2 to 4 carbon atoms. a linear or branched hydrocarbon group; Z" is an alkoxy group of the formula: _ R26(C2H40)g(C3H60)h(C4H80)iR27, wherein R26 is 2, 3, 5, 6, 7, 8, or a linear or branched divalent hydrocarbon group of 9 carbon atoms; R27 is selected from the group consisting of fluorene, a monovalent hydrocarbon group having 1 to 6 carbon atoms, and an ethylidene group, and the subscripts g, h, and i are zero or a positive number, and The following relationship is satisfied: 2<g+h+i<20 » and g>2; and b) agricultural active ingredient; wherein the agricultural composition has improved hydrolysis resistance. 70. If the patent application scope is item 69 Composition, of which R27 is selected From hydrogen and methyl. # 71· The composition of claim 69, wherein the subscript 4 i is 0 〇 72 · The composition of claim 69, wherein the subscript h is 0 to 3. 7 3 · The composition of claim 69, wherein the subscript g is 8 to 11. 74. The composition of claim 69, wherein R25 is selected -56-200836628 ( 15) A monovalent hydrocarbon group having 3 and 4 carbon atoms. 75. A composition according to claim 69, wherein R26 is a monovalent hydrocarbon group having 3 carbon atoms. 76. The composition wherein R19, R2G, R21, R22, R23, and R24 are a methyl group. 77. The composition of claim 76, wherein R25 is a monovalent hydrocarbon group having 4 carbon atoms. φ 78·If applied The composition of claim 77, wherein R25 is a monovalent hydrocarbon group having 4 carbon atoms. 79. The composition of claim 78, wherein R19, R2G, R21, R22, R23, and R24 are methyl groups. 80. The composition of claim 79, wherein the subscript symbol g is 8 81 · The composition of the scope of patent Paragraph 80, wherein the subscript h is 0. φ 82. The composition of claim 81, wherein the subscript symbol i is 0. # 83.—A kind of agricultural composition comprising: • a) a polyoxo m5d3m6 as shown in the following formula: where M5 = (R19)(R20)(R21)SiO1/2; M6 = (R22)(R23)(R24 Si01/2; and D3 = (R25)(Z,,)Si02/2 -57- (16) 200836628 wherein R19, R2C), R21, R22, R23, and R24 are each independently selected from 1 to 4 a monovalent hydrocarbon group of a carbon atom, an aryl group, and an alkyl hydrocarbon group having 4 to 9 carbon atoms having an aryl substituent having 6 to 20 carbon atoms; and R25 is a linear or branched having 2 to 4 carbon atoms. Hydrocarbyl; Z" is an alkoxy group of the formula: Ι126(0:2Η4Ο)δ((:3Η6〇Η((:4Η8Ο)π27, wherein R26 is a linear or branched divalent hydrocarbon group having 2, 3, 5, 6, 7, 8, or 9 carbon atoms; R27 is selected from the group consisting of hydrazine, a monovalent hydrocarbon group having 1 to 6 carbon atoms, and an ethylidene group, and the subscripts g, h, and i are zero or a positive number, and satisfy the following relationship: 2 <g+h+i< 20 » and g>2; and b) agricultural active ingredients, selected from: aldimorph, tridemorph, dodemorph, dimethomorph; flusilazol, pentacyclic Za (azaconazole), cyproconazole, epoxiconazole, furconazole, propiconazole, tebuconazole, imazalil, and more Thi ophanate ), benomy 1 carbendazim, chlorothialonil, dicloran, trifloxystrobin, fluoxystrobin, dimoxy strobin, azoxystrobin, furcaranil, prochloraz, fluoride Flusulfamide, famoxadone ' captan, eb奈浦(maneb) -58- (17) 200836628, zinc manoze (mancozeb), dodicin, dodin, doric (bacillus thuringiensis) ), spinosad, abamectin, doramectin, lepimectin, pyrethrins, force Carbaryl, primicarb, aldicarb, methomyl, amitraz, boric acid, chlordimeform, novaluron, bistrifluron, hibisole Triflumuron ), diflubenzuron, imidacloprid, diazinon, acephate, endosulfan, kelevan, dimethoate, ethyl glutamate Azinphos-ethyl, azinphos-methyl, isoxathion, ch 1 or pyrifos, clofentezine, lambda-cyhalothrin, permethrin ), bifenthrin, cypermethrin, phenoxyacetic acid, phenoxypropionic acid, phenoxybutyric acid, benzoic acid, triterpenoids and s-triterpenoids, substituted urea Urinary D-class, Bentazon, desmedipham, methazole, phenmedipham, pyridate, amitrazole, amit Clomazone, fluorine U Fluridone, norflurazone, dinitroaniline, isopropalin, oryzalin, pendimethalin, prodiamine, triptrine (trifluralin), jiaphosate (-59- (18) 200836628 glyphosate ), glufosinate, sulfonyl ureas, imipenones, pyridine carboxylic acids, clethodim, methylgrass (diclofop) -methyl), fenoxaprop-ethyl, fluazi fop-p-butyl, haloxy fop-methyl , quizalofop, sethoxydim, dichlobenil, isoxaben, bipyridylium compounds, zinc sulfate, ferrous sulfate, ammonium sulfate, urea, urea Nitrogen, ammonium thiosulfate, potassium sulfate, monoammonium phosphate, urea phosphate, calcium nitrate, boric acid, potassium salt of boric acid, sodium salt of boric acid, phosphoric acid, magnesium hydroxide, barium carbonate, polysulfide bell Calcium polysulfide), copper sulfate, manganese sulfate, iron sulfate, calcium sulfate, sodium molybdate, and chlorinated hydrazine; wherein the agricultural composition has an increase Resistance to hydrolysis. 84. The composition of claim 83, wherein R27 is selected from the group consisting of hydrogen and methyl. 8 5. The composition of claim 83, wherein the subscript symbol i is 〇. 8 6. The composition of claim 83, wherein the subscript symbol h is 0 to 3. 8 7 · The composition of claim 83, wherein the subscript symbol g is 8 to 11. 88. The composition of claim 83, wherein R25 is selected from the group consisting of a monovalent hydrocarbon group having 3 and 4 carbon atoms. -60-200836628 (19) 8 9 The composition of claim 83, wherein R2 6 is a monovalent hydrocarbon group having 3 carbon atoms. 90. The composition of claim 83, wherein R19, R20, R21, R22, R23, and R24 are methyl groups. A composition according to claim 90, wherein R25 is a monovalent hydrocarbon group having 4 carbon atoms. 92. The composition of claim 91, wherein R25 is a monovalent hydrocarbon group having φ of 4 carbon atoms. 9 3. The composition of claim 92, wherein R19, R2G, R21, R22, R23, and R24 are methyl groups. 94. The composition of claim 93, wherein the subscript symbol g is 8〇95. The composition of the patent application scope 94, wherein the subscript symbol h is 0 〇 96. The composition of the item, wherein the subscript symbol _ i is 〇. 9 7 · An aqueous emulsion in which the discontinuous phase comprises water and the continuous phase comprises the composition of claim 69. " 9 8 · An aqueous emulsion in which the discontinuous phase comprises water and the continuous phase comprises the composition of claim 83. 99. An aqueous emulsion wherein the continuous phase comprises water and the discontinuous phase comprises the composition of claim 69. 1 00 . An aqueous emulsion in which the continuous phase comprises water and the discontinuous phase comprises the composition of claim 83. -61 - 200836628 (20) 1 0 1 . A non-aqueous emulsion in which the discontinuous phase comprises a non-aqueous hydroxy solvent and the continuous phase comprises the composition of claim 69. 1 02 · A non-aqueous emulsion in which the discontinuous phase comprises a non-aqueous hydroxyl solvent and the continuous phase comprises the composition of claim 83.礞 1 03. A non-aqueous emulsion in which the continuous phase comprises a non-aqueous hydroxy-based solvent and the discontinuous phase comprises the composition of claim 69. 1 0 4 . A non-aqueous emulsion in which the continuous phase comprises a non-aqueous hydroxy φ solvent and the discontinuous phase comprises the composition of claim 83. 10 5. A personal care composition comprising: a) a composition as claimed in claim 1; and b) a personal care ingredient; wherein the personal care composition has an improved resistance to hydrolysis. 10 6. A personal care composition comprising: a) a composition as claimed in claim 41; and b) a personal care ingredient; Φ wherein the personal care composition has an improved resistance to hydrolysis. 1 0 7. A personal care composition comprising: " a) a composition as claimed in claim 69; and ^ b) a personal care ingredient; wherein the personal care composition has an improved resistance to hydrolysis. 108. A household maintenance composition comprising: a) a composition as claimed in claim 1; and b) a surfactant selected from a hydrocarbon-based surfactant and a fluorocarbon based Surfactant; -62- 200836628 (21) wherein the household maintenance composition has improved hydrolysis resistance. 109. A household maintenance composition comprising: a) a composition as claimed in claim 41; and b) a surfactant selected from the group consisting of a hydrocarbon-based surfactant and a fluorocarbon A basic surfactant; wherein the household maintenance composition has improved hydrolysis resistance. 110. A household maintenance composition comprising: φ a) a composition as claimed in claim 69; and b) a surfactant selected from a hydrocarbon-based surfactant and based on fluorocarbons a surfactant; wherein the household maintenance composition has improved hydrolysis resistance. 1 1 1 . A coating composition comprising: a) a composition as claimed in claim 1; and b) a resin selected from the group consisting of polyesters, alkyds, acrylic resins, polyamines Acid esters, and epoxy resins; • wherein the coating composition has improved hydrolysis resistance. 1 1 2 · A coating composition comprising: a) a composition as claimed in item 41 of the patent application; and • b) a resin selected from the group consisting of polyester, alkyds, acrylic resins, poly A urethane, and an epoxy resin; wherein the coating composition has improved hydrolysis resistance. 113. A coating composition comprising: a) a composition as claimed in claim 69; and b) a resin selected from the group consisting of polyester, alkyds, propylene-63-200836628 (22) acid A resin, a polyurethane, and an epoxy resin; wherein the coating composition has an improved hydrolysis resistance. 1 1 4 . An agricultural composition 'contains: a) Polyoxane 4 m3d2m4 as shown in the following formula where M3 = (R10)(R")(R12)Si〇i/2 ; M4 = (R13)( R14)(R15)Si〇i/2; and D2 = (R16)(Z,)SiO2/2 wherein R1(), R11, R12, R13, R14, Rl5& R16 are each independently selected from 1 to 4 a monovalent hydrocarbon group of a carbon atom, an aryl group, and an alkyl hydrocarbon group having 4 to 9 carbon atoms having an aryl substituent having 6 to 20 carbon atoms; Z' is an alkoxy group of the following formula: R17 ( C2H40)d(C3H60)e(C4H80)fR18, wherein R17 has the formula: φ -C4H80-(C2H40)- and R18 is selected from fluorene, a monovalent hydrocarbon group having 1 to 6 carbon atoms, and acetamidine 'Base; subscript symbols d, e, and f are zero or positive, and satisfy the following relationship Φ 2^d + e + fS20, and d > 2, but when R18 is methyl, d is 2 to 5 or 8 to 20; and b) an agricultural active ingredient, wherein the agricultural composition has an improved hydrolysis resistance. 1 1 5 . An agricultural composition comprising: -64- 200836628 (23) a) Polyoxymethylene m3d2m4 as shown in the following formula where M3 = (R^HR1 1)(R12)Si〇i/2 » _ Μ4 = (R13)(R14)(R15)Si01/2; and D2 - (R16)(Z5)SiO2/2 wherein R1(), R11, R12, R13, R14, R15 and R16 are each independently selected from φ a monovalent hydrocarbon group of 1 to 4 carbon atoms, an aryl group, and an alkyl hydrocarbon group having 4 to 9 carbon atoms having an aryl substituent having 6 to 20 carbon atoms; Ζ' is an alkylene oxide of the following formula R.sup.6(C2H40)d(C3H60)e(C4H8〇)fR18, wherein R17 has the formula: -c4h8o-(c2h4o)- and R18 is selected from η, a unit price having 1 to 6 carbon atoms a hydrocarbyl group and an ethylidene group; the subscript symbols d, e, and f are zero or positive, and satisfy the following relationship 2$d + e + f$20, and d > 2, but when r" is a methyl group, d 2 to 5 or 8 ' to 20; and b) agricultural active ingredients, selected from: aldimorph, tridemo rph, do demo rph, dimethomorph • 'protection Chad (f 1 usi 1 az〇1 ), pentacyclazole (azaconazole), loop glucan (cyp Roconazole), epoxiconazole, furc〇naz〇ie, propiconazole, tebuconazole, sputum (-65-(24) 200836628 imazalil ), multi-protection Thiophenate, benomyl carbendazim, chlorothialonil, dicloran, trifloxystrobin, fluoxystrobin, dimoxy strobin, azoxy strobin, furcaranil, Prochloraz, flusulfamide, famoxadone, cap tan, maneb, mancozeb, dodicin, Do dine , bacillus thuringiensis , spino s ad , abamectin , doramectin , lepimectin , pyrethrins , carbaryl, primicarb, aldicarb, methomyl, amitraz, boric acid, chlordimeform, novaluron, bistrifluron, three Triflumuron, diflubenzuron, imidacloprid, diazinon, acephate, endosulfan, kelevan, dimethoate, B Azinphos-ethyl, azinphos-methyl, isoxathion, ch 1 or pyrifos, clofentezine, lambda-cyhalothrin, hundred Permethrin Bifenthrin, cypermethrin, phenoxyacetic acid, phenoxypropionic acid, phenoxybutyric acid, benzoic acid, three tillage and s-triterpenoids, substituted urea, Urinary pyrimidines, bentazon, desmedipham, -66 - 200836628 (25) Methazole, phenmedipham, pyridate, amitrole, clomazone, fluridone, chlorpyrifos Norflurazone), dinitroaniline, isopropalin, oryzalin, pendimethalin, prodiamine, triflur alin, glyphosate ), glufosinate, dithiocarbazinos, imidazolinones, pyridine carboxylic acids, clethodim, diclofop-methyl, fenoxaprop-ethyl, volta (fluazifop-p-butyl), methyl chloroform (haloxyfop-methyl), quizalofop, sethoxydim, dichlobenil, isoxaben, bismuth Bipyridylium compounds, zinc sulfate, ferrous sulfate, ammonium sulfate, urea, urea ammonium nitrogen, ammonium thiosulfate, potassium sulfate, monophosphate, urea phosphate, nitrate, boric acid, boric acid Potassium salt, sodium salt of boric acid, phosphoric acid, magnesium hydroxide, Manganese acid, calcium polysulfide, copper sulfate, manganese sulfate, iron sulfate, sodium sulfate, sodium molybdate, and barium chloride; The agricultural composition has an improved hydrolysis resistance. 11 6• The composition of claim 41, wherein R18 is a methyl group and the subscript symbol d is 6 to 8. 117. The composition of claim 51, wherein R18 is methyl and the subscript d is from 6 to 8. -67- 200836628 无• · Ming said that there is no simple J^iu: # is the map of the map element on behalf of the map: the table pattern represents the book to set a one or two ^ ((7, if the case has a chemical formula, please reveal The chemical formula that best shows the characteristics of the invention: none -4-