MXPA97004744A - Derivatives of polyacarid rent and composition - Google Patents

Abstract

This invention relates to novel alkylpolysaccharide derivatives of the general formula (I): R 1 - (OG) n (X) m, wherein R 1 is hydrogen or a hydrophobic residue, G is a residue of saccharides and X is a residue of succinic anhydride; ynym are independently selected from an average value that is between 1 and 2

Description

DERIVATIVES OF ALKYLPOLISACARIDE AND COMPOSITIONS DESCRIPTION OF THE INVENTION This invention relates to novel algilpolysaccharide derivatives and compositions comprising the alkylpolysaccharide derivatives and their salts. The alkyl polysaccharide derivatives of the present invention are particularly useful as surfactants and / or adjuvants in compositions for use in agrochemicals, animal health, personal care industries and the like. Surfactants and compositions comprising surfactants are well known in general as components of industrial cleansers, agrochemical compositions, such as herbicides, acaricides and pesticides and many types of personal care products such as shampoo, hair conditioners and the like. Many surfactants can be used to form concentrates of active agents, whose concentrates can be easily emulsifiable in water. The ability of the surfactants to e ificar lipophilic components to form aqueous compositions makes them particularly useful.

Many different compounds have been shown to have properties, which make them suitable for use as a surfactant. For example, it is well known in the art to use many surfactants, such as alkylphenyl alkoxylates and fatty alcohol alkoxylates (also known as fatty alcohol polyalkylene glycol ethers) and their sulfate and phosphate esters; ßtal vegetable oil alkoxylates such as castor oil alkoxylates); alkyl and alkylaryl sulfonates; alcohol sulfates; monoesters sulfosuccinate and diesters; block copolymers of alkylene oxides and end-carboxylated alkoxylates (ether carboxylates) The mixed alkoxylate surfactants may also be used, such as in the ethoxylate / propoxylate-based surfactants. In recent years the personal care products have mainly included surfactants, which include esters of glycolic fatty acid, glycol stearates, glycerol stearates, ether sulphates, betaines, alkanolamides, amines and their derivatives. Many of the surfactants of the prior art are not suitable for use in personal care products, because they are potential or irritant skin sensitizers. Many factors influence the irritation effect of the surfactants and the molecular structure of the surfactant can be intimately linked to its effect on the adsorption, solubilization, penetration, inflammation, denaturation and general irritation in human skin. Due to its effect on living systems in our environment, some surfactants are no longer acceptable for industrial use. Some surfactants of the prior art including trace impurities, such as toxic nitrosamines, which may have a harmful effect on the plants or the human tissue which is in contact with the surfactant. Other surfactants have their use restricted to their properties of deficient biodegradation and unfavorable potential effect on the environment. In very recent years the alkylpolysaccharides had become particularly active for use as surfactants, because they do not contain trace impurities, they are toxic, they are easily biodegradable and because they are derived from renewable resources such as coconut oil and wheat starch. They are particularly favored for use in personal care products, because they show very little tendency for skin irritation. It has now been found that environmentally acceptable new alkyl polysaccharide derivatives can be produced to have characteristics which make them particularly suitable for use in agrochemical formulations (including products for animal salutation, such as baths, pouring on and dipping), the products for personal care, fabric softeners and similar products for the consumer. Therefore, the present invention provides alkylpolysaccharide derivatives formed by a reaction of succinic anhydrides and alkylpolysaccharides. The alkylpolysaccharide derivatives of the invention contain a carboxylic acid group, which readily forms salts and therefore the alkylpolysaccharide derivatives of the invention, including their carboxylate salts. In the context of the present invention and patent specification, the term "alkenyl succinic anhydride" is used to mean the product of the reaction of an olefin and maleic anhydride. Therefore, it will be apparent to those skilled in the art, such reaction products may contain one or more compounds depending on whether the olefin is a pure olefin or, as is commonly found with industrial grades of olefins, a range of olefins . Usually such mixed olefins are identified by their average carbon chain length. For example, an olefin of C12 may contain olefins in the range of C8 to C10, but they have an average chain length of C12 and 'consist predominantly of an olefin of chain length of ~ C12- One of the preferred olefins used for the The surfactants are made of alpha-olefins. It is known to the skilled person that the alkenyl succinic anhydrides can be produced by reacting the maleic anhydride, preferably with an excess of 50 to 200% of an alpha olefin at a temperature in the range of 150 to 400 ° C and preferably of 180 to 250 ° C and remove the excess of alpha-olefin, for example, by vacuum distillation. Generally, no catalyst is necessary, but it is preferred that an antioxidant be present. These anhydrides are commercially well known materials. In the alkenyl succinic anhydrides prepared as described above, the double bond is usually placed in the 2-position in the alkenyl substituent. However, other alkenyl isomers can be formed therefore those anhydrides can consist of mixtures of isomers. In the context of the present invention and patent specification, the term alkyl polysaccharide (or alkyl polyglycoside) is used to mean the reaction product of a saccharide residue and one or more alcohols, (strictly speaking the products of such reaction, they must be called alkyloligosaccharides, however, the most popular term for alkylpolysaccharide is used herein as discussed in Ullman's "Encyclopedia of Industrial Chemistry" published by VCH The average number of saccharide residues per molecule is between 1 and 3 and depending on the parameters of the reaction, the average number of saccharide residues may be greater than 3. It will be apparent to the person skilled in the art that the alkylpolysaccharides used in the preparation of the novel alkylpolysaccharide derivatives of the present invention will consist of mixtures. may contain one or more compounds depending on whether The alcohol used in the preparation of the alkylpolysaccharide is a pure alcohol, or as is commonly found in the industrial grades of alcohols; A range of alcohol is identified by its average carbon chain length. Second, the alkylpolysaccharide may contain one or more saccharide residues. Third, if more than one saccharide residue is present, the polysaccharide bond may vary, for example in the case of glucose it may be 1, 4 or more commonly 1, 6 or a mixture thereof. Fourth, the anomeric center in a saccharide ring may be in the alpha or beta position. Therefore, in the context of the present invention and the patent specification the term alkyl polysaccharide is used to include each of these isomers and homologs and mixtures thereof.

The preparation of the alkylpolysaccharide derivatives of the present invention, a mixture of isomers can be formed as a result of the opening of the anhydride ring by nucleophilic attack on the anhydrous carbonyl either by closing or by removing the alkenyl groups. In addition, the reaction can occur in one or more of the primary or secondary alcohol groups of the alkylpolysaccharide. From the foregoing, it will be apparent to those skilled in the art, that since the alkenyl succinic anhydride and the alkyl polysaccharide may each consist of a compound or a mixture of compounds and the reaction of preparing them. alkylpolysaccharide derivatives of the present invention, may result in the formation of isomers or mixtures thereof, the alkylpolysaccharide derivatives of the present invention, may consist of a single isomer or a mixture of isomers and homologs. Thus, it should be understood that any structure or name used in this specification to define the alkylpolysaccharide derivatives of the present invention, are understood to be representative of the possible isomers and homologs and are not limiting for the name or specific names or structures depicted. According to a further aspect, the present invention provides alkylpolysaccharide derivatives of the general formula I.

R1- (OG) n (X) m (I) wherein R1 is hydrogen or a hydrophobic portion; G is a saccharide residue, and X is a succinic anhydride residue, and n and m are independently chosen from an average value which is between 1 and 200. The group R1 may be an optionally substituted hydrocarbon group. More specifically, the group R 1 can be an alkyl, cycloalkyl, aryl, alkaryl, aralkyl or alkenyl group and is most preferably an alkyl group. In a preferred embodiment R1 is selected from the linear or branched alkyl groups of C- ^ to C4Q. More preferably R1 is selected from the group comprising linear or branched alkyl groups of C- ^ to C14 and can be chosen even more preferably from linear alkyl of C4 to C12. The saccharide residue G may be derived from one or more mixtures of fructose. , glucose, aldose, algae, iodine, arabinose, xylose, lisose and ribose. The group G is conveniently derived from the glucose units and the glycoside is then a glucoside. If the sucrose derivative of the groups will consist of fructose and glucose residues. The succinic anhydride residue preferably comprises an alkenyl or alkyl chain selected from the group comprising linear or branched alkenyl or alkyl groups of C- ^ to C4Q or more preferably linear alkenyl or alkyl chains of Cg to C30, even more preferred linear alkenyl or alkyl chains from Cg to C3Q. In a particularly preferred embodiment, the succinic anhydride comprises an alkenyl or alkyl chain of Cg, C10, Cl2, C14 'C16 ° C18"The alkylpolysaccharide derivatives of the invention in which the succinic anhydride residue comprises an alkyl chain can be prepared from the corresponding alkyl succinic anhydride and the alkyl polysaccharide The alkylsuccinic anhydride can be prepared from the corresponding alkenyl succinic anhydride by hydrogenation. , the hydrogenation of the anhydride is carried out on a catalyst such as Raney nickel or a Pd / C catalyst. Temperatures of 15 to 100 ° C and pressures of up to 200 absolute bars can be used and, if desired, a solvent can be presented. For example, the hydrogenation of a alkenyl succinic anhydride can be carried out at 20 ° C at a pressure of 1 bar H2 using 5% w / w of the Pd / C catalyst for a period of, for example, 6 to 24 hours. , the alkylpolysaccharide derivatives of the invention in which the residue succinic residue comprises an alkyl chain that can be of being prepared from the corresponding compounds of the invention in which the succinic anhydride residue comprises an alkenyl chain by hydrogenation. In a particular embodiment, the degree of glycosidation (dG), which is the number of saccharide (glucose) residues (n), is between 1 and 3.0. It is typically 1.1, preferably at least 1.2 and especially at least ' 1.3 The value of n is typically not greater than 5, and preferably not greater than 4, for example not greater than 2. The molar ratio of the succinic anhydride to the alkyl polysaccharide used will vary according to the product (s) The molar ratio of the succinic anhydride to the alkylpolysaccharide will conveniently be 1: 1, but the high molar ratios can be used to prepare alkyl polysaccharide derivatives of the invention, comprising more than one succinic anhydride residue or mixtures comprising one average of more than one succinic anhydride residue For example, one of the products of the present invention reaction between an alkyl polysaccharide and succinic alkenyl anhydride may be the product of formula II; where R1 and R2 are independently hydrogen or linear or branched alkyl groups of C- ^ to C4Q. R3 and R are independently selected from the group consisting of hydrogen, hydroxy, alkyl or alkoxy groups, and n is 1 to 100 Preferably, the product of formula II comprises R1 selected from the group comprising linear or branched alkyl groups of C- ^ a C12, R2 is chosen from the group comprising linear alkyl groups of C3 to C27, R3 and R4 are hydroxy and n is between 1 and 2.5. Another product of the present invention reaction between an alkyl polysaccharide and succinic alkenyl anhydride may be the product of formula III; - wherein R1 is a linear or branched alkyl group of C ^ to C12, R2 is a linear or branched alkyl group of C3 to c27, and R3 R4 and R5 are independently selected from the group comprising hydrogen, alkyl and acyloxy groups. As indicated in the foregoing, any of the structures or names used in this specification to define the alkylpolysaccharide derivatives of the present invention, are understood to be representative of the possible isomers and homologs and not to be limiting to specific names or structures represented. Although it is not desired to bind to the specific structure, one of the preferred alkyl polysaccharide derivatives of the invention is believed to be of the formula III. The present invention also provides a method of preparing the alkylpolysaccharide derivatives of the formula I, by the reaction of succinic anhydride with an alkylpolysaccharide. Depending on the precise alkyl polysaccharide and the alkenyl succinic anhydride used, it is commonly possible that the reaction can be carried out in the absence of solvent. The reaction temperature would in most cases be governed by the melting point of the alkylpolysaccharide, which generally means that the optimum reaction temperature is above 120 ° C and typically in the range of 130 to 160 ° C. . Generally at these temperatures and in the absence of significant agitation, the unreacted alkylpolysaccharide and the alkylsuccinic anhydride form two separate phases, the upper phase comprising the alkenyl succinic anhydride. By vigorous mixing, the aiquilpolysaccharide and the alkenyl succinic anhydride react to rapidly form a single phase. Typically, the heating can be applied for 2 to 4 hours to ensure that the reaction is complete. The progress of the reaction can be followed by any convenient spectroscopic technique such as infrared spectroscopy. It is within the scope of the method for the preparation of the alkylpolysaccharide derivatives of the formula I to react the reaction product of the preparation of an alkylpolysaccharide with a succinic anhydride. In general, the alkylpolysaccharides are prepared by the reaction of an excess of alcohol with a saccharide and hence the product of the reaction contains an alcohol and the alkylpolysaccharide. Therefore, the reaction product of such alcohol / alkylpolysaccharide and succinic anhydride mixture may consist of a mixture of the alkylpolysaccharide derivative of the formula I and the esters formed of the alcohol and the succinic anhydride. Such mixed reaction products can in their own right, be useful as surfactants and / or adjuvants. It will be apparent to those skilled in the art that the alkylpolysaccharides used in the preparation of the alkylpolysaccharide derivatives of the invention can be prepared according to many processes well known in the art, including the process taught in European Patent No. 0132043. Generally, the products of the reaction between the alkylpolysaccharide and the alkenyl succinic anhydride will be soluble in relatively non-polar solvents, such as aromatics including toluene, xylene and the range of SOLVESSO aromatic solvents such as SOLVESSO 150. (SOLVESSO is a trademark of Esso ( Exxon) Chemicals Limited). In general, the products of the reaction are few in water, but the solubility in aqueous media can be increased by forming a corresponding salt. Therefore the alkylpolysaccharide derivatives of the invention include alkali metal and alkaline earth metal and amine salts thereof. For example, many of the products of the reaction of the present invention will be capable of forming a triethanolamine salt by means of the free carboxyl group. It will be readily apparent to the person skilled in the art that the alkylpolysaccharide derivatives of the present invention are suitable for use in many different types of formulations including microemulsions, macroemulsions, emulsifiable concentrations, solutions, colloids, suspensions, powders, granules and Similar. The alkylpolysaccharide derivatives of the present invention are suitable for use as surfactants in many agrochemical formulations including insecticides, such as insecticides, fungicides, herbicides and animal health products such as baths, spray powders and dips. The alkyl polysaccharide derivatives of the present invention are suitable for use in other types of formulations including personal care products and fabric conditioners and defoamers: the alkyl polysaccharide derivatives of the present invention are also useful as emulsifiers for wax, silicone and emulsions of Polymers used for example, in polishers and textile treatment formulations, as emulsifiers for solvents used in industrial and institutional cleaning formulations, have benefit as fugitive surfactants, ie surfactants which upon completion of their action and then are easily degraded with loss of the surfactant capacity and as emulsifiers in the emulsion polymerization of a wide variety of monomers.

In particular, the present invention further provides formulations comprising alkylpolysaccharide (APS) derivatives of the current invention and their active insecticidal component. The formulations may be useful as a pesticide, fungicide, bactericide, insecticide, insect antifeeds, acaricides, miticides, netocycides, plant growth regulating compositions or herbicides or the like. The formulation may optionally consist of solvents and other surfactants and may be in the form of a solution, macroemulsion or microemulsion. In addition, the formulation may consist of high active load or low active load. The APS derivatives of the invention may have particular application in increasing the efficacy of the active ingredients including pesticides, fungicides, bactericides, insecticides, insect antifeedants, acaricides, miticides, nematocides, herbicides, plant growth regulators and the like. In such application the APS derivatives of the invention can be mentioned as adjuvants. In a preferred embodiment, the APS derivatives can be used as adjuvants and / or surfactants in the formulation of herbicides including phenoxypropionates, glyphosate (salts), tricetones, alkyl ketones, sulfonylureas, sulfonanilides and the like. In another preferred embodiment, the APS derivatives of the present invention can be used in insecticidal positions having an active insecticidal component selected from the group comprising carbamates, organophosphates, such as chlorpiryphos C.A. [2921-88-2] and phosmet C.A. [732-11-6], natural pyrethroids and synthetic pyrethroids such as cyhalothrin, permethrin in Chemical Abstracts with the Registration No. [52645-53-1], ciper ethrin C.A. [52315-07-8], alpha-cypermethrin, sumethrin, alethrin and their mixtures. In another preferred embodiment, the active herbicidal component can be chosen from the group comprising hormone esters such as esters of 2,4-dichlorophenoxyacetic acid (commonly known as 2,4-D) C.A. [94-75-7] or phenoxypropionates sold commercially under the tradenames FUSILADE (fluazifop-p-butyl) and HOEGRASS (also known as diclofop-p-methyl), FUSILADE and HOEGRASS are trademarks). Suitable solvents for use in the compositions of the present invention may be any one or more liquids capable of visible dissolution with the active compound of the pesticidal formulation. Suitable solvents include alkylaromatic solvents such as xylene, or the SOLVESSO series of solvents, particularly SOLVESSO 100, SOLVESSO 150 and SOLVESSO 200. ' In addition to the APS derivatives, the compositions of the present invention may consist of secondary surfactants, which may consist of any one or more surface active agents known in the art. Suitable surfactants include nonionic surface active agents, which are chemically inert and do not ionize in aqueous solutions. Preferably, they do not form salts with metal ions and have good stability in solution in hard or saline waters and in the presence of reasonable concentrations of acids and bases. The TERIC series of surfactants such as the TERIC N series and TERIC 200 include TERIC N15 and TERIC GN8 are particularly preferred. (TERIC is a registered trademark of ICI Australia Operations Proprietary Limited). The present invention will now be described with reference to the following non-limiting examples.

Example 1 An alpha-olefin of C12 was added to an equimolar amount of maleic acid and heated to 220 ° C to form an alkenyl succinic anhydride. An equimolar amount of a C4 alkylpolysaccharide is added to the alkenyl succinic anhydride in the absence of any solvent and the mixture is heated to 140 ° C to form an alkyl polysaccharide product of C4. The polysaccharide product of C4 was easily soluble in SOLVESSO 150 at a concentration of 40 to 50% w / w.

Example 2 The n-butyl glucoside (dG 1.77; M 361.2) (72.2 g, 0.2 mole) was melted and added to a C12 alkenyl succinic anhydride (M 266 4) (53.3 g, 0.2 mole) in the absence of any solvent and the mixture it is heated to 140 ° C and stirred for 3 hours to form a polysaccharide product of C4. The polysaccharide product of C4 was insoluble in water, but easily soluble in SOLVESSO 150.

Example 3 The n-butyl glucoside (dG 1.77; M 361.2) (72.2 g, 0.2 mole) was melted and added to a C 14 alkenyl succinic anhydride (M 297 4) (59.5 g, 0.2 mole) in the absence of any solvent and the mixture it is heated to 140 ° C with stirring. Initially, the reagents formed two phases, which they emulsified during vigorous agitation. After 3.5 hours, the reaction to form the polysaccharide product of C4 was completed. The polysaccharide product of C4 was insoluble in water, but easily soluble in SOLVESSO 150.

- Example 4 The n-butyl glucoside (dG 1.77; M 361.2) (51.2 g, 0.15 mol) was melted and added to a C 16 alkenyl succinic anhydride (M 326.1) (48.9 g, 0.15 mol) in the absence of any solvent and the mixture it is heated to 140 ° C with stirring. Initially, the reagents formed two phases, which they emulsified slowly with vigorous agitation. After several hours of reaction, the formation of the alkyl polysaccharide product of C4 is completed. The alkylpolysaccharide product of C4 was insoluble in water, but easily soluble in SOLVESSO 150.

Example 5 The n-butyl glucoside (dG 1.77; M 361.2) (54.2 g, 0.15 mol) was melted and added to a C18 alkenyl succinic anhydride (M 348.2) (52.2 g, 0.15 mol) in the absence of any solvent and the mixture was heat at 140 ° C with shaking. Initially, the reagents formed two phases, which they emulsified slowly with vigorous agitation. After 5 hours, the formation of the alkylpolysaccharide product of C4 was terminated. The alkylated polysaccharide product of C4 was insoluble in water, but easily soluble in SOLVESSO 150.

EXAMPLE 6 ECOTERIC AS20 (dG 1.50; M-401.6) (40.1 g, 0.1 moles), an alkylpolysaccharide of C1Q of formula was melted and added to the alkenyl succinic anhydride of C14 (M 290.8) (43.6g, 0.15 moles) in the absence of any solvent and the mixture is maintained at 140 ° C with stirring. After one hour of starting the reaction, there was a significant increase in the viscosity of the reaction mixture. Samples are periodically removed from the reaction mixture and examined using infrared spectroscopy to determine if the reaction was complete. Heating and stirring was continued for another 5 hours until the reaction was complete. An alkyl polysaccharide product of C1Q was formed. The alkyl polysaccharide product of C1Q was readily soluble in hot SOLVESSO 150. (ECOTERIC is a trademark of ICI Australia Operations Propietary Limited).

Example 7 ECOTERIC AS20 (dG 1.50; M 401.6) (40.1 g, 0.1 mole) was melted and added to the C12 alkenyl succinic anhydride (M 266.4) (26.6 g, 0.1 mole) in the absence of any solvent and the mixture is maintained at 140 ° C with agitation. Initially the reagents formed two phases but after a few minutes of heating and stirring a homogeneous molten mixture was formed. Samples were periodically removed from the reaction mixture and examined using infrared spectroscopy to determine if the reaction was complete. Heating and stirring are continued for another 2 hours until the reaction to form the alkyl polysaccharide product C1 (.) Is complete.The alkyl polysaccharide product of C10 was insoluble in water but soluble in ethanol and a solution of triethanolamine in water.

Example 8 ECOTERIC AS20 (dG 1.50; M 401.6) (60.2 g, 0.15 moles), was melted and added to the C14 alkenyl succinic anhydride (M 290.8) (43.6 g, 0.15 moles) in the absence of any solvent and the mixture is maintained at 140 ° C with agitation. Initially the reagents formed two phases but after a few minutes of heating and homogeneous stirring, the viscous molten mixture is formed. Heating and stirring are continued for another 2.5 hours until the reaction to form the C10 alkylpolysaccharide is complete.

Example 9 ECOTERIC AS20 (dG 1.50; M 401.6) (60.2 g, 0.15 mol), melted and added to the C18 alkenyl succinic anhydride (M 326.1) (48.9 g, 0.15 mol) in the absence of any solvent and the mixture is maintained at 140 ° C with shaking. Initially the reagents formed, two phases but after a few minutes of heating and homogeneous stirring, the viscous molten mixture is formed. Heating and stirring are continued for another 2.5 hours until the reaction to form the alkyl polysaccharide product of C- ^ g is complete.

Example 10 ECOTERIC AS20 (dG 1.50; M 401.6) (60.2 g, 0.15 moles), was melted and added to the C18 alkenyl succinic anhydride (M 348.2) (52.2 g, 0.15 moles) in the absence of any solvent and the mixture is maintained at 140 ° C with shaking. Initially the reagents formed two phases but after a few minutes of heating and homogeneous stirring, the viscous molten mixture is formed. Heating and stirring are continued for another 4 hours until the reaction to form the alkyl polysaccharide product of C ^ is complete.

Example 11 ECOTERIC AS20 (dG 1.50; M 401.6) (40.1 g, 0.1 mole), melted and added to the C3Q alkenyl succinic anhydride (M 517.0) (51.7 g, 0.1 mole) in the absence of # any solvent and the mixture is maintained at 140 ° C with shaking. Initially the reagents formed two phases but after a few minutes of heating and homogeneous stirring, the viscous molten mixture is formed. Heating and stirring are continued for another 4 hours until the reaction is complete. The product was soluble in SOLVESSO 150.

Example 12 The n-butyl glucoside (dG 1.77; M 361.2) (72.2 g, 0.2 mole) and n-decenylsuccinic anhydride (average M 239.5) (47.9 g, 0.2 mole) were heated using an oil bath at 150 ° C for 4.5 hours. The n-butylglucoside and n-decenylsuccinic anhydride were initially presented as two separate phases but forming a single phase during the reaction. The alkylpolysaccharide product was soluble in SOLVESSO 150.

Example 13 The n-butyl glucoside (dG 1.77; M 361.2) (72.2 g, 0.2 mole) and n-octenylsuccinic anhydride (average M 211.3) (42.3 g, 0.2 mole) were heated using an oil bath at 150 ° C for 5 hours. hours. The alkylpolysaccharide product was soluble in hot SOLVESSO 150.

Example 14 ECOTERIC AS20 (n-butyl glucoside) (dG 1.50, average M 401.6) (40.1 g, 0.1 mole) and n-octenylsuccinic anhydride - (average M 211.3) (21.1 g, 0.1 mole) were heated using an oil bath 140 ° C for 4 hours. The alkylpolysaccharide product formed a 50% w / w solution in SOLVESSO 150.

Example 15 The n-hexyl glucoside (dG 1.78, average M 390.9) (78.2 g, 0.2 mole) and n-decenylsuccinic anhydride (average M 239.5) (47.9 g, 0.2 mole) were heated using an oil bath at 140 ° C for 3 hours. The alkylpolysaccharide product formed was soluble in SOLVESSO 150.

Example 16 The n-hexyl glucoside (dG 1.78: average M 390. 9) (78.2 g, 0.2 mol) and n-dodecenylsuccinic anhydride (53.3 g, 0.2 mol) were heated using an oil bath at 140 ° C for 3 hours. The alkylpolysaccharide product formed was soluble in SOLVESSO 150.

Example 17 The n-hexyl glucoside (dG 2.39, M 489.8) (49.0 g, 0.1 mole) and n-dodecenylsuccinic anhydride (27.4 g, O.l mole) were heated using an oil bath at 150 ° C for 5 hours. The n-hexyl glucoside and n-dodecenylsuccinic anhydride were initially presented as two separate phases which form a single phase very rapidly or by mixing as in the reaction to give the alkylpolysaccharide product.

Example 18 The n-hexyl glucoside (dG 1.32, M 316.3) (31.6 g, 0.1 mole) and n-dodecenylsuccinic anhydride (27.4 g, 0.1 mole) were heated using an oil bath at 150 ° C for 2 hours to form the product alkylpolysaccharide.

Example 19 The n-octylglucoside (dG 1.94, M 444.9) (89.0 g, 0.2 moles) and n-decenylsuccinic anhydride (47.9 g, 0.2 moles) were heated using an oil bath of 150 to 155 ° C. The n-octylglucoside and n-decenylsuccinic anhydride were initially presented as two separate phases which form a single phase very rapidly in mixing as in the reaction to give the alkylpolysaccharide product. The heating is continued for 2 hours. The alkylpolysaccharide product was soluble in SOLVESSO 150.

Example 20 The n-octylglucoside (dG 1.94, M 444.9) (89.0 g, 0.2 moles) and n-octenylsuccinic anhydride (42.3 g, 0.2 moles) were heated using an oil bath of 145 to 155 ° C for 3.5 hours to form an alkylpolysaccharide product.

Example 21 The n-octylglucoside (dG 1.94, M 444.9) (89.0 g, 0.2 moles) and n-dodecenylsuccinic anhydride (53.3 g, 0.2 moles) were heated using an oil bath of 145 to 155 ° C for 3.5 hours to form an alkylpolysaccharide product.

Example 22 The 2-ethylhexyl glucoside (dG 2.16, M 480.6) (89.1 g, 0.2 mole) and n-dodecenylsuccinic anhydride (53.3 g, 0.2 mole) were heated using an oil bath of 145 to 150 ° C. The n-ethylhexyl glucoside and n-dodecenylsuccinic anhydride were initially presented as two separate phases which form a single phase very rapidly in mixing as it progresses in the reaction. The heating is continued for 6 hours until the reaction is complete.

- Example 23 The 2-ethylhexyl glucoside (dG 2.16, average M 480.6) (96.1 g, 0.2 moles) and n-decenylsuccinic anhydride (47.9 g, 0. 2 moles) were heated using an oil bath of 145 to 150 ° C for 6 hours to form the. alkylpolysaccharide product.

Example 24 The 2-ethylhexyl glucoside (dG 2.16, average M 480.6) (96.1 g, 0.2 mole) and n-octenyl-succinic anhydride (42.3 g, 0.2 mole) were heated using an oil bath at 150 ° C for 3 hours for form the alkylpolysaccharide product.

Example 25 A mixture of n-octylglucoside / n-decylglucoside . { dG 1.92, average M 456.9) were synthesized by the catalyzed condensation of glucose acid with ALFOL 810D (a mixture of n-octanol and n-decanol) (average M 145.5). The octylglucoside / n-decyl glucoside mixture (91.4 g, 0.2 mole) was heated from 150 to 155 ° C with n-octenylsuccinic anhydride (42.3 g, 0.2 mole). Initially a layer of the n-octylglucoside / n-decylglucoside mixture and a separate layer of octenylsuccinic anhydride are presented but a single phase was easily formed in a mixture as in the reaction to give the product. The heating was continued for another 2 hours until the reaction is complete.

Example 26 A mixture of n-octylglucoside / n-decylglucoside (dG 1.92, average M 456.9) were synthesized by the catalyzed condensation of glucose acid with ALFOL 810D (a mixture of n-octanol and n-decanol) (average M 145.5). The octylglucoside / n-decylglucoside mixture (91.4 g, 0.2 mole) was heated from 150 to 155 ° C with n-decenylsuccinic anhydride (47.9 g, 0.2 mole). The heating was continued for another 3 hours until the reaction is complete.

Eiemolo 27 Component Proportion to dm3) Lambda cyhalothrin Technical grade at 91% p / p 165 TERIC N15 Derivative APS (as a solution at 40% in SOLVESS0 150) 6T * S0LVESS0150 to form 1 liter * 69g aggregate, dissolved in SOLVESSO 150 at 40% p / p A concentrated pesticidal formulation of the above composition was formed by dissolving lambda-cyhalothrin in 90% of SOLVESSO 150. To this solution is added TERIC N15 and the APS derivative and the composition is brought to 1 liter by volume by adding SOLVESSO 150 remaining. The active component, lambda-cyhalothrin is a synthetic pyrethroid. The resulting insecticidal formulation is of a relatively low active ingredient load. The derivatized APS used in the formulation was the product of a C12 alkylsuccinic anhydride derivative which is reacted with n-butyl glucoside (ie C ~ APS reacted with a C12 ASA chain). The insecticidal formulation remains stable and then diluted 1 ml in 100 ml of WHO 1 soft water and WHO 3 water, < 0.1 ml of cream is observed to remain after 30 minutes. (The World Health Organization defines water for 1 WHO comprising 342 ppm of calcium ions and 3 WHO water comprising calcium ions at 1026 ppm).

Example 28 Component Proportion fa / drn * ^) Permetmin Technical Grade * © to 99% p / p 505 TERIC 200 2U Atlas G1285 20 APS Derivative. { as ur solution to 40% «sn SOLVESS0150) fio SOLVESS0150 to form 1 liter A concentrate of the pesticide formulation of the previous composition, was formed by dissolving the permethrin in 90% of SOLVESSO 150. To this solution is added TERIC 200 and Atlas G1285 (ethoxylated castor oil) and the APS derivative and the composition is brought to 1 liter by volume adding the remaining SOLVESSO 150. The resulting insecticidal formulation is relatively high active ingredient loading. The APS derivative used in the formulation was "if product of a C12 alkenyl succinic anhydride derivative that reacted with n-butyl glucoside (ie a C4 APS that reacted with a C12 ASA chain). In the formulation insecticide is very stable and presents <0.1 ml of cream after 30 minutes in water 1 WHO soft and water WHO 3.

Example 29 Component Proportion (o / dm3? Trifluralin Technical Grade at 99.5% p / p 402 TERIC 200 3 5 TERIC GN8 17.5 Derivative APS (as a 40% solution in SOLVESS0150) 50 SOLV? SSO 150 to form 1 liter A herbicidal formulation of the above compositions, was formed by dissolving trifluralin in 90% of the SOLVESSO 150. To this solution was added TERIC 200 and TERIC GN8 and the APS derivative and the composition is brought to 1 liter by volume by adding the remaining SOLVESSO 150. The resulting herbicide is relatively high active ingredient loading. The APS derivative used in the formulation was the product of a C- ^ Q alkenyl succinic anhydride derivative which was reacted with n-butyl glucoside (ie a C4-APS reacted with a C1Q ASA chain). The herbicidal formulation was very stable.

Example 30 Component Proportion (g dm3) Lambda cyhalothrin Technical Grade 85% p / p 59 TERIC N15 28 Derivative APS (as a 40% solution in S0LVESS0150) 4? SOLVESS0150 to form 1 liter A concentrate of the insecticidal formulation of the above composition was formed by dissolving the lambda cyhalothrin in 90% of the SOLVESSO 150. To this solution is added TERIC N15 and the derivative APS and the composition is brought to 1 liter by volume by the addition of SOLVESSO 150 remaining. The resulting pesticidal formulation is of a relatively low active ingredient load, ie 50 g / dm3 of lambda-cyhalothrin. The APS derivative used in the formulation was the product of an alkenyl succinic anhydride derivative of C1 which is reacted with n-butyl glucoside (ie C4-APS which reacts with a C12 chain of ASA). The pesticide formulation is very stable after 1 ml diluted in 100 ml of water 1 WHO soft and water WHO 3. The formulation meets the standard requirements of less than 0.1 ml of cream observed, remaining after 30 minutes.

Example 31 Component Proportion (cj dm3) alpha-CYPER ETHRIN Technical Grade 12.3 SOLVESSO 200 24 TERIC 200 48 APS Derivative (50% solver in SOLV? SS0200) 1 ß TWEEN 85 1 C water 870 A suitable microemulsion formulation for animal health applications it was formed by heating together at 70 ° C, the alpha cypermethrin technical grade (a synthetic pyrethroid), SOLVESSO 200, TERIC 200, the derivative APS and TWEEN 85. Water, also at 70 ° C is added gradually and the microemulsion thus formed is allowed to cool. The microemulsion becomes transparent below 50 ° C and stable below 2 ° C. The APS derivative used in the formulation was the product of a C12 alkenyl succinic anhydride derivative that reacted with n-butyl glucoside (ie APS of C4 reacted with a C12 chain.

Component Proportion fg / dm3) Lambda cyhalothrin Technical Grade 85% p / p jg TERIC N15 5rj Derivatives APS CQ APS-Cß ASA *. { as a 50% solution in SOLVESS0150) 50 SOLVESS0150 to form 1 liter * The alkylpolysaccharide product derived from an alkyl polysaccharide of CQ and a C12 alkenyl succinic anhydride.

A concentrate of insecticidal formulation of the above composition was formed by the final method described in Example 30, ie by dissolving the lambda cyhalothrin in some of SOLVESSO 150, then TERIC NI5 and the derivative APS are added. Then the composition is brought to 1 liter by volume adding more SOLVESSO 150. The insecticidal formulation was very stable and presented < 0.2% cream after 3 hours and less than 1% cream after 24 hours after a 1% v / v dilution in water 1 WHO soft and water 3 WHO at 20 and 30 ° C.

Example 33 Component Proportion ia / dm3) Lambda cyhalothrin Technical Grade 85% p / p 59 TERIC N15 50 APS Derivatives Cg APS-Cg ASA. { as a 50% solution in SOLVESS0150) SOLVESS0150 to form a volume of 1 liter A concentrate in pesticidal formulation of the above composition was formed by the general method described in Example 30, ie by dissolving the lambda cyhalothrin in some of SOLVESSO 150, then adding TERIC N15 and the derivative APS. Then the composition is brought to 1 liter by volume adding more SOLVESSO 150.

The pesticide formulation was very stable and presented < 0.2% cream after 3 hours and less than 1% cream after 24 hours after dilution at 1% v / v in soft water, 1 WHO and 3 WHO water at 20 and 30 ° C.

Example 34 Component Proportion fa / dm3) Lambda cyhalothrin Technical Grade 85% p / p 59 12-15A15 * Derivatives APS C6 APS-C8 ASA (as a 50% solution in SOLVESS0150) 60 SOLVESSO 150 to form a volume of 1 liter * 12-15A15 is a C12-C15 ethoxylated alcohol with 15 moles of ethylene oxide. A pesticide formulation concentrate of the above composition was formed by the general method described in Example 30, ie by dissolving lambda cyhalothrin in some of SOLVESSO 150, then adding 12-15A15 and the derivative APS. The composition is then brought to 1 liter by volume by adding more SOLVESSO 150. The pesticidal formulation was very stable and presented < 0.2% cream after 3 hours and less than 1% cream after 24 hours, after dilution at 1% v / v in soft water 1 WHO and 3 WHO at 20 and 30 ° C.

Example 35 Component Proportion (g / dm3) Lambda cyhalothrin Technical Grade 85% p / p 59 12-12A15 5ü APS derivatives of C-io PS-Cß ASA (as a 50% solution in SOLVESS0 150) 50 SOLVESSO 150 to form a volume of 1 liter A pesticide formulation concentrate of the above composition was formed by the general method described in Example 30, ie by dissolving the lambda cyhalothrin in some of SOLVESSO 150, then adding 12-15A15 and the derivative AFS. The composition is then brought to 1 liter by volume adding more SOLVESSO 150. the pesticide emulation was very stable and presented < 0 2% cream after 3 hours and less than 1% cream after 24 hours, after dilution at 1% v / v in soft water 1 WHO and 3 WHO at 20 and 30 ° C.

Example 36 Component Proportion (g / drn3) Lambda cyhalotrin Technical Grade 85% p / p 5g 12-12A15 40 APS Derivatives Cg APS-Cg ASA (not a 50% sauc 'SOLVESSO 150 sn) with SOLVESSO 150 to form a volume 1 liter A concentrate of pesticidal formulation of the above composition was formed by the general method described in Example 30, ie by dissolving the lambda cyhalothrin in some of SOLVESSO 150, then adding 12-15A15 and the derivative APS. The composition is then brought to 1 liter by volume by adding more SOLVESSO 150. The pesticidal formulation was very stable and presented < 0.2% cream after 3 hours and less than 1% cream after 24 hours, after dilution at 1% v / v in soft water 1 WHO and 3 WHO at 20 and 30 ° C.

Example 37 Component Proportion (g / dm ***) Lambda cyhalothrin Technical Grade 85% p / p 59 12-12A15 30 Derivatives APS Cg APS-CS ASA (as a 50% solution in SOLVESS0 150) 70 SOLVESSO 150 to form a volume of 1 liter A pesticide formulation concentrate of the above composition was formed by the general method described in Example 30, ie by dissolving the lambda cyhalothrin in some of SOLVESSO 150, then adding 12-15A15 and the derivative APS. The composition is then brought to 1 liter by volume by adding more SOLVESSO 150. The pesticidal formulation was very stable and presented < 0.2% cream after 3 hours and less than 1% cream after 24 hours, after dilution at 1% v / v in soft water 1 WHO and 3 WHO at 20 and 30 ° C.

Example 38 Component Proportion (g / drrP) Trifluralin Technical Grade to 96% p / p 416.7 TERIC 200 50 Derivatives APS C APS ^ C, DASA (as a 50% solution in S0LVESS0 150) 50 SOLVESSO 150 to form a volume of 1 IHro A pesticide formulation concentrate of the above composition was formed by the general method described in Example 30, ie by dissolving trifluralin in some of SOLVESSO 150, then adding TERIC 200 and APS derivative. The composition is then brought to 1 liter by volume by adding more SOLVESSO 150. The pesticidal formulation was very stable and presented < 0.2% cream after 3 hours and less than 1% cream after 24 hours, after dilution at 1% v / v in soft water 1 WHO and 3 WHO at 20 and 30 ° C.

Example 39 Component Proportion (a / dm ***) Trifluraün Technical Grade at 96% p / p 500 TERIC 200 27.5 TERIC GN8 22.5 APS Derivatives Cß APS-C ^ Q ASA (as a 50% solution in SOLVESS0150) 50 SOLVESSO 150 to form a volume of 1 liter A pesticide formulation concentrate of the above composition was formed by the general method described in Example 30, ie by dissolving the trifluralin in some of SOLVESSO 150, then adding TERIC and the derivative APS. The composition is then brought to 1 liter by volume by adding more SOLVESSO 150. The pesticidal formulation was very stable and presented < 0.2% cream after 3 hours and less than 1% cream after 24 hours, after dilution at 1% v / v in soft water 1 WHO and 3 WHO at 20 and 30 ° C. Example 40 Component Proportion (Q / drrr3) Chlorpyrifos 96% Technical Grade «p / p Q ^ I ATLAS G12S4 *« 5 APS Derivatives Ce APS-Cg ASA (as a 50% solution «1 SOLVESS0 150) -55 SOLVESSO 150 to form a volume of 1 liter * ATLAS G1284 is an ethoxylated castor oil A concentrate of pesticide formulation of the above composition was formed by the general method described in Example 30, that is by dissolving the chlorpyrifos in some of SOLVESSO 150, then adding ATLAS G1284 and the APS derivative. The composition is then brought to 1 liter in volume by adding more SOLVESSO 150, The pesticidal formulation was very stable and presented < 0.2% cream after 3 hours and less than 1% cream after 24 hours, after dilution at 1% v / v in soft water 1 WHO and 3 WHO at 20 and 30 ° C.

Example 41 Component Proportion (p / drrr-) Chlorpyrifos 96% Technical Grade p / p 521 ATLAS G1284 * • 45 Ctvio APS Derivatives (ALFOL 810 Ce ASA (as a 50% solution in SOLVESS0 150) 55 SOLVESSO 150 to form a volume of 1 liter * ATLAS G1284 is ethoxylated castor oil. A pesticide formulation concentrate of the above composition was formed by the general method described in Example 30, ie by dissolving chlorpyrifos in some of SOLVESSO 150, then adding ATLAS Gl-284 and the APS derivative. The composition is then brought to 1 liter by volume by adding more SOLVESSO 150. The pesticidal formulation was very stable and presented < 0.2% cream after 3 hours and less than 1% cream after 24 hours, after dilution at 1% v / v in soft water 1 WHO and 3 WHO at 20 and 30 ° C.

Example 42 Component Proportion io / dm ^) FUSILADE Technical Degree at 90.9% p / p 275 TERIC GN8 40 TERIC 200 A APS Derivatives Cß / 10 (ALFOL810t C8 ASA (as a 50% solution in SOLVESS0 150) 36 SOLVESSO 150 to form a volume of 1 liter A herbicidal formulation concentrate of the above composition was formed by the general method described in Example 30, ie by dissolving FUSILADE in some of SOLVESSO 150, then adding TERIC and the derivative APS. The herbicidal composition is then brought to 1 liter by volume by adding more SOLVESSO 150. The herbicidal formulation was very stable and presented < 0.2% cream after 3 hours and less than 1% cream after 24 hours, after dilution at 1% v / v in soft water 1 WHO and 3 WHO at 20 and 30 ° C.

Example 43 Component Proportion (a / dm3) FUSILADE Technical Grade at 90.9% p / p 275 TERIC GN8 24 TERIC 200 18 Derivatives APS Cß io (ALFOL810D-C8 ASA (as a 50% solution in SOLVESS0 150) 4? SOLVESSO 150 to form a volume of 1 liter A herbicidal formulation concentrate of the above composition was formed by the general method described in Example 30, ie by dissolving FUSILADE in some of SOLVESSO 150, then adding TERIC and the derivative APS. The composition is then brought to 1 liter by volume adding more SOLVESSO 150. The herbicidal formulation was very stable and presented < 0.2% cream after 3 hours and less than 1% cream after 24 hours, after dilution at 1% v / v in soft water 1 WHO and 3 WHO at 20 and 30 ° C.

Example 44 Component Proportion ía / drñ3) FUSILADE Technical Degree at 90.9% p / p 275 t TERIC N15 16 ATLAS G1284 24 APS Ceno Derivatives (ALFOL810D-C8 ASA (as a50% solution in SOLVESS0150) 20 SOLVESSO 150 to form a volume of 1 liter "ATLAS G1284 is an ethoxylated castor oil A "herbicide formulation concentrate" of the above composition was formed by the general method described in Example 30, ie by dissolving FUSILADE in some of SOLVESSO 150, then adding TERIC, ATLAS and the derivative APS.The herbicidal composition is then brought to 1 liter in volume adding more SOLVESSO 150. The formulation was very stable and presented <0.2% cream after 3 hours and less than 1% cream after 24 hours, after dilution at 1% v / v in water soft 1 WHO and 3 WHO at 20 and 30 ° C.

Example 45 Component Proportion (a / dm3) 2,4-D butylester Technical Grade at 96% p / p 750 TERIC 200 28 APS Derivative of C8APS-C8ASA (as a 50% solution in SOLVESS0150) 52 SOLVESSO 150 to form a volume of 1 liter A herbicidal formulation concentrate of the above composition was formed by the general method described in Example 30, ie by dissolving the 2,4-d-butylester in some of SOLVESSO 150, then adding TERIC and the APS derivative. The herbicidal composition is then brought to 1 liter by volume by adding more SOLVESSO 150. The herbicidal formulation was very stable and presented < 0.2% cream after 3 hours and less than 1% cream after 24 hours, after dilution at 1% v / v in soft water 1 WHO and 3 WHO at 20 and 30 ° C.

Example 46 Component Proportion (g / drn3) Salt glyphosate-IPA (as a solution in 60% water) 95 Salt of triethanolamine of CgAPS-CgASA (as a solution in 40% water) 52 Co? I0? PS (ATPLUS 3D0tA) 59 (as a solution in 70% water) Water To form 1 liter A herbicidal formulation concentrate of the above composition was formed by the general method described in Example 30, ie adding glyphosate-IPA salt to some water, then adding AIPLUS and the triethanolamine salt derivative CgAPS-CgASA. The composition is then brought to 1 liter in volume by adding more water. The herbicidal formulation was very stable. It will be readily apparent to the person skilled in the art that the alkyl polysaccharide derivative of the present invention may also be well suited for use in formulas and other products that require a surfactant component.

Example 47 BEETLE OF COLORADO (LEPUNOTARSA DECEMLINETA) IN PAPA LEAVES.

The eggs of the beetle L decemlineta are harvested from a strain of the beetle laboratory and are kept at 23 ° C and a photoperiod of 16/8 (L.D.). After hatching, the larvae were placed on the back in the potato leaves and used to test immediately after the molt to the second larval stage. Fresh potato leaves are immersed in appropriate dilutions (in tap water) of the selected adjuvants and / or carbaryl (1-naphthyl methylcarbamate) in such a way that the insecticide is dried in dry air and offered to the larva. The white runs are carried out using water alone and adjuvant alone (1% aqueous solution). These white runs indicated that neither the water alone nor the adjuvant solution acted as an insecticide. The insecticide activity tests are carried out using the following treatments: (i) insecticide solution in water (at a concentration of 4 mg / 1 of insecticide active - LC50 of the insecticide calculated from the preliminary test); for comparison and (ii) the solution of the insecticide (4 mg / 1 active insecticide) and adjuvant (0.1% concentration). Each experiment is carried out in at least three replicates using 10 larvae of each. The percentage of larvae destroyed after 24 hours for each treatment was observed. An Abbott correction is calculated for the mortality data and the data is reclassified, so that the insecticide treatment is only evaluated as having 50% mortality. From the resulting data, the adjuvant effectiveness ratio (AER) is calculated as: AER = (% mortality using insecticide and adjuvants) / (% mortality using insecticide only). Table 1 below establishes the results obtained.

Table 1 Run No. Adjuvant Mortality AER 1 None 50 1 * 2 C APS-C12ASA 100 ** 3 C4APS-C0 ASA 32.3 1.65 *. By definition, this figure is 1 ** - minimum figure - limited by the superior sensitivity of the test.

The results in Tab 1 clearly show the improvement in mortality, which is achieved using insecticide and adjuvant when compared using the insecticide alone.

Example 48 WORM OF EGYPTIAN COTTON LEAVES (SPODOPTERA LITTORALIS) ON RICINO SEED LEAVES. The eggs of S litoralis are collected from a laboratory in the back maintaining at 23 ° C and a photoperiod of 16/8 [L: D]. After hatching the larvae are placed on the back in an artificial diet and used to test immediately after the molt to the third larval stage. Fresh castor leaves are dripped at appropriate dilutions (in tap water) of the selected adjuvant and / or deltamethrin [(S) -alpha-cyano-3-phenoxybenzyl (1R3R) -3- (2,2-dibromovinyl) 2 , 2-dimethyl-cycloprocarboxylate] as the insecticide, air-dried and offered to larvae. The white runs were carried out using water alone and adjuvant alone (1% aqueous solution). These white runs indicated that neither the water alone nor the adjuvant solution acted as an insecticide.

The insecticide activity tests were carried out using the following treatments: (i) insecticide solution in water (at a concentration of 1 mg / 1 active insecticide - the LC50 of the insecticide is calculated from the preliminary tests); for comparison and (ii) the solution was insecticide (lmg / 1 of active insecticide) and adjuvant (concentration of 0.1%). Each experiment is carried out in at least three replicates using 10 larvae each time, the percentage of dead larvae after 24 hours for each treatment is recorded and the data are treated statistically as described in Adjuvant Example 47. The results are set forth in Table 2 below: Table 2 Run No. Adjuvant Mortality AER i none 50 i * 3 C APS-C8 ASA 77.4 15 *. By definition this figure is 1 The results in Table 2 clearly show that the improvement in mortality achieved using an insecticide and adjuvant as compared to the insecticide alone.

Although the invention has been explained in relation to its preferred embodiment, it should be understood that various modifications thereof will become apparent to those skilled in the art by reading the specification. Therefore, it is to be understood that the invention described herein is intended to cover such modifications as fall within the scope of the appended claims.

Claims (32)

1. A composition characterized in that it comprises the product of the reaction between at least one succinic anhydride and at least one alkyl polysaccharide.

2. A composition characterized in that it comprises the product of a reaction between an alkenyl succinic anhydride and at least one alkyl polysaccharide.

3. An alkylpolysaccharide derivative of the general formula I, R 1 - (OG) n (X) m (I) characterized in that R 1 is hydrogen or a hydrophobic portion; G is a saccharide residue, X is a succinic anhydride residue; and n and are chosen independently of an average value, which is between 1 and 200.

4. ür. alkylpclissaccharide derivative according to claim 1, characterized in that; R1 is a hydrophobic portion and consists of a substituted hydrocarbyl group; G is a saccharide residue comprising fructose, glucose, aldose, algae, iodine, arabinose, xylose, lipose, ribose or mixtures thereof; X is a succinic anhydride residue comprising a linear or branched alkenyl or alkyl group of C-, a C4Q; and n is between 1 and 5.

5. An alkylpolysaccharide derivative according to claim 3 or claim 4, characterized in that; R1 is selected from the group comprising branched or linear alkyl or alkenyl groups of C- ^ to C4Q; G is a glucose residue; X is a succinic anhydride residue which comprises a linear alkyl or alkenyl group from Cg to C3Q, and n is between 1 and 3.

6. The alkylpolysaccharide derivative according to any of claims 3 to 5, characterized in that in the succinic anhydride residue the alkenyl or alkyl group is selected from the group comprising linear alkenyl or alkyl groups from Cg to CJ Q.

7. The alkylpolysaccharide derivative according to any of claims 3 to 5, characterized in that in the succinic anhydride residue the alkenyl group is selected from the group comprising linear alkenyl groups from c8 to 30 *

8. The alkylpolysaccharide derivative according to any of claims 3 to 7, characterized in that in the succinic anhydride residue the alkenyl or alkyl chain is selected from the group comprising Cg, C1Q, 'C12 c16 or C18.

9. The alkylpolysaccharide derivative according to any of claims 3 to 8, characterized in that R1 is selected from the group comprising branched or linear alkyl groups of C- ^ to C14.

10. The alkylpolysaccharide derivative according to any of claims 3 to 8, characterized in that R1 is selected from the group comprising linear alkyl groups of C4 to C12-

11. An alkylpolysaccharide derivative of the formula II: characterized in that R1 and R2 are independently hydrogen or branched or linear alkyl groups of C- ^ to C4Q, R3 and R4 are independently selected from the group comprising hydrogen, hydroxy, alkyl or alkoxy group, and n is from 1 to 100.

12. The alkylpolysaccharide derivative according to claim 11, characterized in that R1 is selected from the group comprising hydrogen and branched or linear alkyl groups of C- ^ to C12; R2 is selected from the group comprising linear C3 to C27 alkyl groups; R3 and R4 are hydroxy; and n is between 1 and 2.5

13. An alkylpolysaccharide derivative of the formula III: characterized in that R1 is derived from branched or linear alkyl groups of C ^ to C-L2, R2 is selected from branched or linear alkyl groups of C3 to C27, R3, R4 and R5 are independently chosen from the group comprising hydrogen, hydroxy, acyloxy alkyl, and n is from 1 to 100.

14. A salt of an alkylpolysaccharide derivative according to any of claims 3 to 13 inclusive.

15. The method for the preparation of alkylpolysaccharide derivatives according to any of claims 3 to 13 inclusive, characterized in that it comprises reacting at least one succinic anhydride ccr. at least one alkylpolysaccharide.

16. The method for the preparation of alkylpolysaccharide derivatives according to claim 11 or claim 12, characterized in that it comprises reacting an alkenyl succinic anhydride with at least one alkylpolysaccharide.

17. The method for the preparation according to claim 15 or claim 16, characterized in that it comprises the alkylpolysaccharide is reacted with the succinic anhydride in the presence of at least one alcohol.

18. The method for the preparation according to any of claims 15 to 17, characterized in that no solvent is used.

19. The method for the preparation according to any of claims 15 to 18, characterized in that the reaction temperature is above 120 ° C.

20. The composition comprising the alkylpolysaccharide derivative according to any of claims 3 to 14, characterized in that the composition is in the form of a macroemulsion, a microemulsion, an emulsifiable concentrate, a colloid, a solution, powder or granules.

21. An agrochemical formulation, a personal care product, a fabric conditioner, a defoamer or the like, characterized in that it comprises the alkylpolysaccharide derivative according to any of claims 3 to 14.

22. A pesticidal composition or for regulating the growth of the plant comprising an alkylpolysaccharide derivative according to any of claims 3 to 14, characterized in that it comprises an active insecticidal component, solvent and surfactant.

23. The formulation for the textile or polishing treatment characterized in that it comprises the alkylpolysaccharide derivative according to any of claims 3 to 13.

24. The composition comprising the alkylpolysaccharide derivative according to any of claims 3 to 14, characterized in that the alkylpolysaccharide acts as ur. err lsifier and / or an adjuvant.

25. An insecticide or a plant growth regulating composition according to claim 22, characterized in that the composition is a solution, macroemulsion or microemulsion.

26. The insecticidal composition according to claim 22 suitable for use as an insecticide, characterized in that the active insecticidal component is selected from the group comprising natural pyrethroids, synthetic pyrethroids, carbamate, organophosphates and mixtures thereof.

27. The insecticidal composition according to claim 22, suitable for use as a herbicide, characterized in that the active herbicidal component is selected from the group consisting of phenoxypropionates, glyphosphate, glyphosate salts, tricetones, alkyl ketones, sulfonylureas and sulfonanilides.

28. The composition according to any of claims 20 to 27, characterized in that it also comprises one or more secondary surfactants.

29. An insecticidal composition according to any of claims 22, 25 or 27, characterized in that the alkylpolysaccharide derivative "acts as an adjuvant.

30. The alkylpolysaccharide derivatives substantially described herein with reference to any of Examples 1 to 26.

31. A method for producing alkylpolysaccharide derivatives substantially as defined herein with reference to Examples 1 to 26.

32. The compositions are substantially as described herein with reference to Examples 27 to 46. SUMMARY This invention relates to novel alkylpolysaccharide derivatives and includes their salts and compositions having those alkylpolysaccharides. The alkylpolysaccharide derivatives are of the general formula (I): R 1 - (OG) n (X) m, wherein R 1 is hydrogen or a hydrophobic moiety; G is a residue of saccharides and X is a residue of succinic anhydride; and n and m are independently selected from an average value that is between 1 and 200.