WO2022053784A1

WO2022053784A1 - Crystalline form iii of tetraacetylethylenediamine

Info

Publication number: WO2022053784A1
Application number: PCT/GB2021/052272
Authority: WO
Inventors: Sachin KORDE; Anant Paradkar; Sudhir PAGIRE
Original assignee: University of Bradford
Current assignee: University of Bradford
Priority date: 2020-09-09
Filing date: 2021-09-03
Publication date: 2022-03-17
Anticipated expiration: 2023-03-09
Also published as: GB202014196D0

Abstract

There is described a crystalline Form III of tetraacetylethylenediamine (TAED). Form III has a powder X-ray diffraction pattern measured using Cu (Kα) radiation containing a reflective peak at a 2θ value corresponding to the following distance between parallel planes of atoms: 9. 39Å. Also described is a method for producing Form III of TAED and compositions comprising the same.

Description

CRYSTALLINE FORM III OF TETRAACETYLETHYLENEDIAMINE [0001] The present invention relates to a new crystalline form of tetraacetylethylenediamine (TAED) and a method for its preparation. The present invention also relates to solid compositions comprising tetraacetylethylenediamine in this crystalline form, and in particular, to solid detergent or bleaching compositions. BACKGROUND [0002] Tetraacetylethylenediamine (C₁₀H₁₆N₂O₄, IUPAC name: N,N' -1,2-Ethanediylbis(N- acetylacetamide); CAS registry number: 10543-57-4) is a well-known bleach activator which is mainly used in solid detergents or additives for laundry washing and dishwashing. [0003] Solid detergent compositions typically incorporate "active oxygen" bleaching agents, such as sodium perborate, sodium percarbonate, sodium perphosphate, sodium persulphate and urea peroxide, which release hydrogen peroxide (in the form of perhydroxyl ion) during the wash. Whilst hydrogen peroxide is an efficient bleach above 60°C, the detergent composition usually includes a "bleach activator", such as tetraacetylethylenediamine, in order to obtain efficient bleaching at wash temperatures below 60°C. [0004] The bleach activator "activates" hydrogen peroxide by reacting with it to generate another, more efficient, bleach. When, for example, tetraacetylethylenediamine is present in the wash liquor, the perhydroxyl ion reacts at the N-acetylacetamide moiety to hydrolyse the amide bond (in a process known as perhydrolysis,). The perhydrolysis produces peracetic acid (3, in the form of peracetyl ion) which is a fast-acting and more efficient bleach than hydrogen peroxide at temperatures below 60°C, for example at 40°C. The by-product of perhydrolysis is diacetylethylenediamine (2, DAED), which is biodegradable and removed with wash liquor to the environment. [0005] Tetraacetylethylenediamine is commercially manufactured by acetylation of diacetylethylenediamine using acetic anhydride. Crystals of tetraacetylethylenediamine are obtained by filtering the reacted mixture after distillation of the by-product acetic acid (boiling point 118°C) and cooling to room temperature or lower. [0006] One problem with the use of tetraacetylethylenediamine as a bleach activator arises from its low solubility (1.4 to 2.0 g/l at 20°C) and low dissolution rate in water. A low availability of tetraacetylethylenediamine during room temperature wash or in (increasingly recommended) rapid wash cycles means inefficient cleaning by incomplete activation of perhydroxyl ion and wastage of tetraacetylethylenediamine. [0007] The prior art has approached this problem by incorporating additional bleach activators which are more soluble than tetraacetylethylenediamine or by incorporating tetraacetylethylenediamine which has been agglomerated or coated with a non-ionic or anionic surfactant. [0008] International patent application WO 2013/171492 A1, for example, discloses solid detergent compositions comprising tetraacetylethylenediamine and triacetylethylenediamine. These compositions are said to be more active than compositions comprising tetraacetylethylenediamine alone because of better solubility of triacetylethylenediamine in water as compared to tetraacetylethylenediamine. [0009] International patent application WO 96/02601 A1, for example, discloses solid compositions comprising tetraacetylethylenediamine which are prepared by agglomerating with secondary (2,3) alkyl sulfate surfactants. These compositions are said to offer enhanced dispersion of tetraacetylethylenediamine in water and improved rates of perhydrolysis as compared to compositions formed by agglomeration of tetraacetylethylenediamine with non-ionic agglomerating agents. [0010] However, the manufacture of detergent compositions comprising additional bleach activators or the agglomeration of tetraacetylethylenediamine with surfactants appears disadvantageous not only in that they require additional steps but also in that they introduce material inefficiencies. [0011] For example, the preferred compositions described in WO 2013/171492 A1 comprise in excess of three times the amount of triacetylethylenediamine as compared to tetraacetylethylenediamine because triacetylethylenediamine comprises only a single N- acetylacetamide moiety which is susceptible to perhydrolysis and so is inherently a less efficient activator than tetraacetylethylenediamine. [0012] Another approach to the problem of poor solubility of tetraacetylethylenediamine in water is mentioned in WO 2013/171492 Al. This approach, which attempts to control of the size of crystals of tetraacetylethylenediamine, for example, by adopting a two-stage crystallisation procedure as disclosed in of European patent application EP 0484634 A1, is described as providing a rate of formation of peracetic acid which is inadequate at low wash temperatures such as 40°C or lower and during short washes. [0013] Notwithstanding this prior art, there still remains a need for improvement of the solubility of tetraacetylethylenediamine in water - particularly at temperatures below 40°C. [0014] The present invention generally aims to address this need by providing a new crystalline form of tetraacetylethylenediamine. SUMMARY [0015] The present inventors have found a new crystalline form of tetraacetylethylenediamine which has greater solubility in water and much faster dissolution rate than the known crystalline form of tetraacetylethylenediamine. [0016] The new polymorph of tetraacetylethylenediamine is herein designated crystalline "Form III" of tetraacetylethylenediamine. The hitherto known crystalline structure of tetraacetylethylenediamine (which corresponds to commercial tetraacetylethylenediamine) has now also to be considered a polymorph and is herein designated crystalline "Form I" of tetraacetylethylenediamine. A further known crystalline structure of tetraacetylethylenediamine is herein designated crystalline "Form II" of tetraacetylethylenediamine as described in WO2017/068348 A1. [0017] In a first aspect, therefore, the present invention comprises crystalline Form III of tetraacetylethylenediamine which has solubility in water (pH 7.0) at 20°C and atmospheric pressure of more than 2 g/l. [0018] The crystalline Form III of tetraacetylethylenediamine may have a solubility in water (pH 7.0) at 20°C and atmospheric pressure of ≥ 2.5 g/l, such as ≥ 3.5 g/l, or ≥ 4.5 g/l. [0019] In a second aspect, the present invention comprises crystalline Form III of tetraacetylethylenediamine having an X-ray powder diffraction pattern measured using Cu (Kα) radiation (154 nm) containing a reflective peak at a 2θ value corresponding to a distance between parallel planes of atoms of 9.39Å. [0020] In this aspect, the crystalline Form III of tetraacetylethylenediamine (TAED) has an X-ray powder diffraction pattern further containing reflective peak at a 2θ value corresponding to a distance between parallel planes of atoms of 4.81Å. [0021] In a third aspect, the present invention comprises a composition comprising a bleach activator, which bleach activator comprises crystalline Form III of tetraacetylethylenediamine. [0022] According to a fourth aspect of the present invention, there is provided a water-soluble pouch that comprises a composition comprising a bleach activator, which bleach activator comprises crystalline Form III of tetraacetylethylenediamine. [0023] The composition may be fluid, such as gel or liquid, or solid, such as powder or granule. [0024] The pouch may be formed of water soluble PVA or other natural polymer-based material, such as a film, suitably a PVA film. [0025] The composition may be in the form of the tablet. [0026] The new crystalline form of tetraacetylethylenediamine may be prepared by melt crystallisation of crystalline Form I of tetraacetylethylenediamine in the presence of a eutectic solvent and/or ionic liquid. The melt crystallisation may be carried out by heating tetraacetylethylenediamine Form I and eutectic solvent/ionic liquid to a temperature from at least 140°C. [0027] In a fifth aspect, therefore, the present invention comprises a method for the preparation of crystalline Form III of tetraacetylethylenediamine, comprising solubilising crystalline Form I of tetraacetylethylenediamine in a eutectic solvent system and/or ionic liquid to form Form III of tetraacetylethylenediamine. [0028] The method of the present invention may be considered to be a heating and cooling-type crystallisation. The crystalline Form I of tetraacetylethylenediamine may be solubilised in the eutectic solvent system and/or ionic liquid by heating. The method may comprise contacting molten crystalline Form I of tetraacetylethylenediamine with a eutectic solvent system and/or ionic liquid. The method may comprise cooling the reaction mixture, suitably to room temperature. [0029] The eutectic solvent and/or ionic liquid may be heated before the contacting with crystalline Form I of tetraacetylethylenediamine. Alternatively, the eutectic solvent and/or ionic liquid may be contacted with the crystalline Form I of tetraacetylethylenediamine and then heated. Similarly, the crystalline Form I of tetraacetylethylenediamine may be heated prior to contact with the eutectic solvent system/ionic liquid. [0030] The eutectic solvent system may be selected from choline chloride: urea, choline chloride: malonic acid, choline chloride: maleic acid, choline chloride: dl-malic acid, choline chloride: citric acid, choline chloride: aconitic acid, choline chloride: l-(+)-tartaric acid, choline chloride: 1,5-pentanedioic acid, choline chloride: glycolic acid, choline chloride: levulinic acid, choline chloride: glycol, choline chloride: ethylene glycol, choline chloride: propylene glycol, choline chloride: 1,2-propanediol, choline chloride: 1,3-butanediol, choline chloride: 1,2-propanediol, choline chloride: glycerol, choline chloride: meso-erythritol, choline chloride: xylitol, choline chloride: adonitol, choline chloride: ribitol, choline chloride: d-sorbitol, choline chloride: d-xylose, choline chloride: a-l-rhamnose, choline chloride: d-(+)- glucose, choline chloride: d-(+)-glucose, choline chloride: d-(−)-fructose, choline chloride: d-(−)- fructose, choline chloride: sorbose, choline chloride: d-mannose, choline chloride: d-(+)-galactose, choline chloride: sucrose, choline chloride: d-(+)-trehalose, choline chloride: maltose, choline chloride: raffinose, choline chloride: proline: dl-malic acid, choline chloride: xylitol: dl-malic acid, lactic acid: d- (+)-glucose, lactic acid: -alanine, dl-malic acid: d-xylose, dl-malic acid: d-(+)-glucose, dl-malic acid: sucrose, dl-malic acid: d-(−)-fructose, dl-malic acid: d-mannose, dl-malic acid: sucrose, dl-malic acid: maltose, dl-malic acid: d-(+)-trehalose, dl-malic acid: lactose, dl-malic acid: raffinose, dl-malic acid: xylitol, dl-malic acid: adonitol, dl-malic acid: d-sorbitol, dl-malic acid: d-(+)-glucose: d-(−)-fructose, dl- malic acid: d-(+)-glucose: glycerol, dl-malic acid: sucrose: glycerol, dl-malic acid: l-proline: choline chloride, citric acid: d-xylose, citric acid: d-(+)-glucose, citric acid: d-(−)-fructose, citric acid: sorbose, citric acid: d-mannose, citric acid: d-(+)-galactose, citric acid: sucrose, citric acid: maltose, citric acid: d-(+)-trehalose, citric acid: raffinose, citric acid: d-sorbitol, citric acid: ribitol. citric acid: xylitol, citric acid: adonitol, citric acid: l-proline, citric acid: dl-malic acid, d/l-proline: sucrose, d/l-proline: sucrose, d/l-proline: d-sorbitol, d/l-proline: d-(+)-glucose, d/l-proline: lactic acid, d/l-proline: dl-malic acid, d/l- proline: citric acid, d/l-proline: malonic acid, d-proline: d-(+)-glucose, l-proline: d-(+)-glucose, l-serine: dl-malic acid, l-serine: d-(+)-glucose, d/l-proline: citric acid, d/l-proline: malonic acid, l-serine: dl-malic acid, betaine: glycerol, betaine: ethylene glycol, betaine: propylene glycol, betaine: 1,3-butanediol, betaine:xylitol, betaine: d-sorbitol, betaine: glycolic acid, betaine: malonic acid, betaine: oxalic acid, betaine: dl-malic acid, betaine: levulinic acid, betaine: lactic acid, betaine: citric acid, betaine: l(+)- tartaric acid, 2-pyrrolidinecarboxylic acid: glycerol, 2-pyrrolidinecarboxylic acid: propylene glycol, 2- pyrrolidinecarboxylic acid: 1,3-butanediol, 2-pyrrolidinecarboxylic acid: xylitol, 2-pyrrolidinecarboxylic acid: d-sorbitol, 2-pyrrolidinecarboxylic acid: dl-malic acid, 2-pyrrolidinecarboxylic acid: 1,5- pentanedioic acid, 2-pyrrolidinecarboxylic acid: glycolic acid, 2-pyrrolidinecarboxylic acid: levulinic acid, 2-pyrrolidinecarboxylic acid: lactic acid, 2-pyrrolidinecarboxylic acid: citric acid, 1,3-butanediol: lactic acid, 1,3-butanediol: levulinic acid, 1,3-butanediol: dl-malic acid, 1,3-butanediol: citric acid, 1,3- butanediol: glycolic acid, 1,3-butanediol: 1,5-pentanedioic acid, propylene glycol: lactic acid, propylene glycol: levulinic acid, propylene glycol: dl-malic acid, propylene glycol: citric acid, propylene glycol: glycolic acid, propylene glycol: 1,5-pentanedioic acid, xylitol: lactic acid. Preferably, the eutectic solvent system is selected from choline chloride: l-lactic acid or proline: l-lactic acid. [0031] The eutectic solvents may be selected from Type I- Type IV eutectic solvents. The eutectic solvent system may comprise Type III eutectic solvents. Type III eutectic solvents comprise quaternary ammonium salts and hydrogen bond donors. [0032] The eutectic solvent system may comprise a eutectic solvent pair at a molar ratio of up to 11:2, suitably, up to 5:1, more suitably, up to 4:1, even more suitably up to 3:1, most suitably up to 2:1 or up to 3:2. For example, the eutectic solvent system may comprise choline chloride: l-lactic acid at a ratio of about 1:1 or proline: l-lactic acid at a molar ratio of about 1:1. [0033] The eutectic solvent system may comprise a 3 component eutectic solvent system at a molar ratio of up to 2:1:1, such as up to 2:2:1, or up to 3:2:2, or up to 3:3:2, or up to 1:1:1. For example, the eutectic solvent system may comprise choline chloride: proline: dl-malic acid at a molar ratio of about 1:1:1, or choline chloride: xylitol: dl-malic acid at a molar ratio of about 1:1:1. [0034] Typically, the eutectic solvent comprises at least one of choline chloride, citric acid, l-lactic acid, malic acid and proline. Preferably, at least two of choline chloride, citric acid, l-lactic acid, malic acid and proline. [0035] The ionic liquid may comprise cations selected from phosphonium, sulfonium, ammonium, imidazolium, pyrrolium and pyrrolidinum. The ionic liquid may comprise anions selected from tetrafluroborate, hexaflurophosphate, halogens and tosylate. Preferably, the ionic liquid comprises diisopropanolamine (DIPA). [0036] The eutectic solvent system and ionic liquid may be both present and may comprise diisopropanolamine with choline chloride: L-lactic acid or diisopropanolamine with choline chloride: citric acid, such as choline chloride: L-lactic acid at a ratio or 1:1 with diisopropanolamine, choline chloride:citric acid at a ratio of 1:1 diisopropanolamine or choline chloride:citric acid at a ratio of 2:1 diisopropanolamine. [0037] The eutectic system may be a deep eutectic system (DES), suitably a stable DES, or an unstable eutectic system. As used herein, a stable DES refers to a system that results in a substantially clear liquid product obtained by the method and unstable eutectic system refers to a system that results in a hazy or opaque fluid or solid product obtained by the method. [0038] The heating of the eutectic solvent system/ionic liquid and/or crystalline Form I of tetraacetylethylenediamine may, in particular, comprise heating to a temperature of at least 140°C (for example, at least 145°C, 150°C, 155°C, 160°C or 165°C), suitably substantially at atmospheric pressure. The method may comprise cooling the molten tetraacetylethylenediamine, such as at room temperature. [0039] Crystalline Form I of tetraacetylethylenediamine may be heated in any suitable container. It may be effected by simply heating a crucible or by the use of an insulated or electrically heated vessel. Preferably, however, the heating is accompanied by agitation. Suitable equipment for effecting heating and agitation includes single screw and twin-screw hot melt extruders, melt granulators, pan mills and high temperature kneaders. The use of such equipment enables crystalline Form III of tetraacetylethylenediamine to be manufactured by a continuous process or by a batch process. [0040] The product obtained by the method suitably comprises Form III of tetraacetylethylenediamine and may also comprise the eutectic solvent system and/or ionic liquid. Suitably the product of the method is a fluid product, such as a liquid or gel. [0041] The viscosity of the product obtained by the method may be adjusted according to the eutectic solvent pair. For example if the end product is desired with a high viscosity then TAED with proline:lactic acid eutectic solvent system or any citric acid based eutectic solvent system can be used. For a low viscosity consistency end product then choline chloride:lactic acid eutectic solvent system may be used. [0042] The product obtained by the method, suitably on cooling, may contain at least 50%, for example at least 80%, 85%, 90%, 95% or 100% of crystalline Form III of tetraacetylethylenediamine by total weight of the product. The temperature (and/or the rate and duration of the heating) may be selected so that the product obtained by the method, suitably on cooling, contains at least 50%, for example 80%, 85%, 90%, 95% or 100% of crystalline Form III of tetraacetylethylenediamine by total weight of the product. [0043] Alternatively, the product obtained by the method, suitably on cooling, may contain up to 1%, for example up to 20%, 30%, 40%, 45% or 50% of crystalline Form III of tetraacetylethylenediamine by total weight of the product. The temperature (and/or the rate and duration of the heating) may be selected so that the product obtained by the method, suitably on cooling, contains up to 1%, for example up to 20%, 30%, 40%, 45% or 50% of crystalline Form III of tetraacetylethylenediamine by total weight of the product. Advantageously, such products may be visibly transparent or clear in appearance. [0044] The heating time required for the method may vary based upon the type of eutectic solvent system or Ionic liquid and amount of TAED Form III desired. For example, 1% w/w concentrated TAED Form III eutectic solvent system may require slightly less time as compared to higher %w/w of TAED. As the skilled person will understand, the eutectic solvent pair and components used for the TAED Form III eutectic solvent system will affect the time required or rate of heat required to convert eutectic solvent TAED system into solution, for example TAED eutectic solvent in choline chloride:lactic acid will take less time to form TAED eutectic solvent solution as compared to if proline:lactic acid system is used. This can be attributed to the viscosity of the end eutectic solvent solution and concentration of the TAED Form III in the system. [0045] It has rather surprisingly been found that the method can be carried out in the presence of additives. A large number of additives are tolerated and even in the presence of additives which are otherwise well-known as co-crystal formers, such as urea and citric acid. [0046] The crystalline Form I of tetraacetylethylenediamine and/or the eutectic solvent /ionic liquid; and/or the product obtained by the method may be contacted with an additive. [0047] Preferably, the additive is suitable for formulation of a solid composition of crystalline Form III of tetraacetylethylenediamine, for example, as a detergent or bleaching composition. Accordingly, the method may comprise the addition of an additive to form a solid product. The method may further comprise comminuting the solid product to form particles and/or particulates. The comminuting may, in particular, result in particle and/or particulate D50 sizes of between 10 µm to 50 µm. [0048] The additive may be selected from a surfactant or wetting agent, a pH modifier, a chelating agent, a stabilising agent, a diluent, a glidant, a binding agent, an effervescing agent, a disintegrating agent and/or a coating agent. [0049] The additive may be selected from an inorganic or organic compound such as a bentonite or a persalt, acetate, alkali metal carbonate/bicarbonate and/or citric acid (citric acid may be part of the eutectic solvent system and/or used as an additive), suitably, in powder form thereof. The organic compound may be selected from starch, modified starch and a starch decomposition product, cellulose, a cellulose ether such as methylcellulose, hydroxypropylcellulose, carboxymethylcellulose, poly(meth)acrylate, polyvinylpyrrolidone and cross-linked polyvinylpyrrolidone, alginate, gelatin and/or pectin. [0050] Additives may be selected from aliphatic secondary amines in amounts of 1-10% by weight as foam generators or surface-active compounds in conjunction with a specific bleach and bleach activators in speckles. [0051] Further additives may be selected from amines, amine salts or quaternary ammonium salts in an amount of at least 1% by weight. The amines may be selected from hydrophilic secondary amines such as diethanolamine, ethanolmethylamine, diisopropanolamine, N-methylaniline, dodecylethanolamine, hexadecylethanolamine and oleic acid ethanolamide. Additives may further be selected from surface-active amines such as primary or tertiary amines, secondary amines with two long-chain alkyl radicals, cationic secondary amines such as coco-methylamine and laurylbenzylamine, amines such as N-hexyl-N-methylamine, N-heptyl-N-methylamine, N-octyl-N- methylamine, N-nonyl-N-methylamine, N-decyl-N-methylamine, N-dodecyl-N-methylamine, N-tridecyl- N-methylamine, N-tetra-decyl-N-methylamine, N-benzyl-N-methylamine, N-phenylethyl-N- methylamine, N-phenylpropyl-N-methylamine, each of which may have linear or branched hydrocarbon radicals, and the corresponding N-alkyl-N-ethylamines, N-alkyl-N-hydroxyethylamines, N-alkyl-N-propylamines, N-alkyl-N-hydroxypropylamines, N-alkyl-N-isopropylamines, N-alkyl-N- butylamines and N-alkyl-N-isobutylamines and corresponding N-alkyl-N-hydroxyalkylamines in which the methyl radical is replaced by an ethyl, propyl, isopropyl, butyl or isobutyl radical. [0052] The amine may be a free amine or an ammonium salt. When in the form of an ammonium salt, the anion may be stable to oxidation. Examples of suitable inorganic acids for forming the anion are sulfuric acid, phosphoric acid, polyphosphoric acid, boric acid and hydrochloric acid. Other suitable anions are silicates and alumosilicate anions. Examples of suitable organic acids are carboxylic acids, such as C_1-25 -monocarboxylic acids, C_2-25 -dicarboxylic acids, C_6-25 -tricarboxylic acids, butanetetracarboxylic acid, polycarboxylic acids, such as polyacrylic acid, polymaleic acid, co- and terpolymers of acrylic acid and maleic acid with other monomers, sulfonic acids, such as C_1-25 - alkyl-, aralkyl- and arylsulfonic acids, phosphonic acids, such as C_1-25 -alkyl-, aralkyl- and aryl- phosphonic acids, and C_1-25 -aminophosphonic acids with 1 to 4 tertiary amino groups and 1 to 6 phosphonic acid groups. An example of a salt of secondary amine and a polycarboxylic acid is the salt of the amine with the acrylic acid/maleic acid copolymer Sokalan® CP 45 from BASF AG, it being possible to replace the Na⁺ and H⁺ cations normally present in the polycarboxylate by various amounts of the ammonium ion of the amine. Other examples of suitable anions are fatty acid anions and anions from citric acid or methylsulfonate. [0053] The additive may be selected from bleach stabilizers. Such additives are able to adsorb, bind or complex traces of heavy metals. Examples of additives which can be used with a bleach-stabilizing action may be selected from polyanionic compounds, such as polyphosphates, polycarboxylates, polyhydroxypolycarboxylates, soluble silicates as completely or partially neutralized alkali metal or alkaline earth metal salts, in particular as neutral Na or Mg salts, which are relatively weak bleach stabilizers. Examples of strong bleach stabilizers which may be used are complexing agents such as ethylenediaminetetraacetate (EDTA), nitrilotriacetic acid (NTA), methyl-glycinediacetic acid (MGDA), β-alaninediacetic acid (ADA), ethylenediamine-N,N'-disuccinate (EDDS) and phosphonates such as ethylenediaminetetramethylenephosphonate, diethylenetriaminepentamethylenephosphonate or hydroxyethylidene-1,1-diphosphonic acid in the form of the acids or as partially or completely neutralized alkali metal salts. The complexing agents are preferably employed in the form of their Na salts. [0054] The additive may be selected from inorganic builders and/or organic cobuilders, and surfactants, in particular anionic and/or nonionic surfactants. Besides these, it is also possible for other conventional auxiliaries and additives such as fillers, complexing agents, phosphonates, dyes, corrosion inhibitors, antiredeposition agents and/or soil release polymers, color transfer inhibitors, bleach catalysts, peroxide stabilizers, electrolytes, optical brighteners, enzymes, perfume oils, foam regulators and activating substances to be present in these compositions if this is expedient. Suitable inorganic builders are alumosilicates with ion-exchanging properties, such as zeolites. Various types of zeolites are suitable, especially zeolites A, X, B, P, MAP and HS in their Na form, or in forms in which Na is partly replaced by other cations, such as Li, K, Ca, Mg or ammonium. Suitable inorganic builders are, for example, amorphous or crystalline silicates, such as amorphous disilicates, crystalline disilicates such as the sheet silicate SKS-6 (manufactured by Hoechst). The silicates can be employed in the form of their alkali metal, alkaline earth metal or ammonium salts. Na, Li and Mg silicates are preferably employed. [0055] Suitable soil release polymers and/or antiredeposition agents for detergents are, for example: polyesters of polyethylene oxides with ethylene glycol and/or propylene glycol and aromatic dicarboxylic acids or aromatic and aliphatic dicarboxylic acids. Color transfer inhibitors may be selected from homo- and copolymers of vinylpyrrolidone, vinylimidazole, vinyloxazolidone and of 4- vinylpyridine N-oxide with molecular weights of from 15,000 to 100,000, and crosslinked fine-particle polymers based on these monomers. Suitable enzymes in this connection are, for example, proteases, amylases, lipases and cellulases, especially proteases. It is possible to use several enzymes in combination. [0056] Further additives may be selected from alcohol ethoxylate (AE), alkyl (or alcohol) ethoxy sulphate (AES), alkyl sulphate (AS), amine oxide, carboxymethyl cellulose (CMC), citric acid, cyclodextrin, diethyl ester dimethyl ammonium chloride (DEEDMAC), ethanol, ethylene diamine disuccinate (SS-EDDS), hydrogen peroxide, linear alkylbenzene sulfonate (LAS), mono ethanol amine (MEA), 2-aminoethanol or ethanolamine, percarbonate, polyethylene glycols (PEG), polyethylene oxide (PEO) or polyoxyethylene (POE), polyvinyl alcohol, propylene glycol, carbonate, sodium disilicate, sodium triphosphate (STPP), titanium, titanium dioxide, and/or zinc phthalocyanine sulphonate (ZPS). [0057] The product obtained by the method may be blended with a powder surfactant, detergent IEC base powder or any other known powder material commonly used in the detergent or cleaning industry. The product may be mixed with the powder in the ratio of at least 1:5, or at least 1:10, or at least 1:15 w/w to form a solid product, such as a powder or granule composition. The powder may be selected from sodium lauryl sulphate, carboxymethyl cellulose (CMC) or microcrystalline cellulose powder, silica, polyvinylpyrrolidone (PVP). [0058] A solid product may be converted into tablet form using a regular tablet compression machine. [0059] The solid composition may take the form of granules, pellets, powder or tablet. It may, in particular, take the form of an effervescing tablet. The granules or powder may be provided with a sachet comprising a polymer which dissolves in water. A suitable sachet is described, for example, in United States patent application US 2013/0171264 A1. [0060] The % weight of crystalline Form III of tetraacetylethylenediamine in the solid composition may vary depending on the intended use of the solid composition. [0061] The solid composition may comprise at least 0.1% and preferably ≤20% by weight of crystalline Form III of tetraacetylethylenediamine. The solid composition may comprise at least 0.1% by weight of crystalline Form III of tetraacetylethylenediamine, preferably at least 0.5%. The solid composition may comprise ≤20% by weight of crystalline Form III of tetraacetylethylenediamine, suitably, ≤10%, more suitably, ≤8%, most suitably ≤2.5% by weight of crystalline Form III of tetraacetylethylenediamine. The solid composition may, in particular, comprise from 0.5% to 10% or from 0.5% to 8% or from 0.5% to 2.5% or less by weight of crystalline Form II of tetraacetylethylenediamine. [0062] For solid detergent compositions, the % weight of crystalline Form III of tetraacetylethylenediamine is preferably from 1.25% to 2.5%. [0063] For solid compositions intended to produce disinfectant or germicidal solutions, the % weight of crystalline Form III of tetraacetylethylenediamine is preferably from 4.0% to 5.0%. [0064] For solid compositions intended to be used for bleaching and/or delignifying paper and pulp, the % weight of crystalline Form III of tetraacetylethylenediamine is preferably from 2.0% to 3.0%. [0065] For solid compositions intended to be used for bleaching textiles prior to dyeing, the % weight of crystalline Form III of tetraacetylethylenediamine is preferably from 2.4% to 3.5%. [0066] However, other % weights may be preferred when the solid composition includes an additional bleach activator. Suitable additional bleach activators may, for example, be selected from crystalline Form I of tetraacetylethylenediamine, Form II of tetraacetylethylenediamine, triacetylethylenediamine, nonanoyloxybenzene sulphonate (NOBS) and dodecanoyloxybenzene sulphonate (DOBS). [0067] The solid composition may also comprise a bleaching agent such as sodium perborate, sodium percarbonate, sodium perphosphate, sodium persulphate or urea peroxide. [0068] The solid composition may additionally comprise a surfactant or wetting agent. In this embodiment, the solid composition may be formulated as a detergent composition or for a disinfectant or germicidal solution by selection of an appropriate % weight of the surfactant or wetting agent. [0069] The solid composition may comprise a surfactant or wetting agent selected from sodium lauryl sulfate, sodium laureth sulfate, potassium lauryl sulfate, sodium pareth sulfate, dioctyl sodium sulfosuccinate, perfluorobutanesulfonic acid, perfluorononanoic acid, perfluorooctanesulfonic acid, perfluorooctanoic acid, potassium lauryl sulfate, soap, soap substitute, sodium dodecyl sulfate, sodium dodecylbenzenesulfonate, sodium lauroyl sarcosinate, sodium myreth sulfate, sodium stearate, benzalkonium chloride, benzethonium chloride, bronidox, cetrimonium bromide, cetrimonium chloride, dimethyldioctadecylammonium chloride, lauryl methyl gluceth-10 hydroxypropyl dimonium chloride, tetramethylammonium hydroxide, cetomacrogol 1000, cetostearyl alcohol, cetyl alcohol, cocamide DEA, cocamide MEA, decyl glucoside, igepal CA-630, isoceteth-20, lauryl glucoside, monolaurin, narrow range ethoxylate, nonidet P-40, nonoxynol-9, nonoxynols NP-40, octaethylene glycol monododecyl ether, n-octyl β-d- thioglucopyranoside, octyl glucoside, oleyl alcohol, pentaethylene glycol monododecyl ether, poloxamer, poloxamer 407, polyglycerol polyricinoleate, polysorbate, polysorbate 20, polysorbate 80, sorbitan monostearate, sorbitan tristearate, stearyl alcohol, Triton X-100, amphiphile, chaps detergent, cocamidopropyl betaine, cocamidopropyl hydroxysultaine, egg lecithin, hydroxysultaine, lecithin and sodium lauroamphoacetate. [0070] Alternatively, or additionally, the solid composition may also comprise an additive selected from a pH modifier, a chelating agent, a stabilising agent, a diluent, a glidant, a binding agent, an effervescing agent, a disintegrating agent and a coating agent. [0071] The solid composition may also comprise a pH modifier selected from monopotassium phosphate, bicarbonate, monosodium phosphate and disodium phosphate, sulfamic acid, urea, citric acid, sodium/potassium silicate, sodium/potassium carbonate and sodium/potassium hydroxide. [0072] The solid composition may also comprise a chelating agent selected from ethylenediaminetetraacetic acid, citric acid, sodium citrate, diethylene triamine pentaacetic acid, nitrilotriacetic acid, zeolite, condensed phosphate, acrylate-based polymers, sodium gluconate and phosphonates. [0073] The solid composition may also comprise a stabiliser selected from carboxymethyl cellulose, polyvinylpyrrolidone, silicates, phosphates, proteases, amylases, lipases and cellulases. [0074] The solid composition may also comprise a diluent selected from lactose, starch, sucrose, mannitol, sorbitol, cellulose, in particular, powdered cellulose, microcrystalline cellulose, inorganic materials including calcium phosphates such as anhydrous dibasic calcium phosphate, dibasic calcium phosphate, tribasic calcium phosphate and co-processed diluents. [0075] The solid composition may also comprise a glidant selected from magnesium stearate, aerosil (colloidal silicon dioxide), starch and talc. [0076] The solid composition may also comprise a binder selected from saccharides and their derivatives, disaccharides such as sucrose, lactose; polysaccharides and their derivatives including starches, cellulose or modified cellulose such as microcrystalline cellulose and cellulose ethers such as hydroxypropyl cellulose; sugar alcohols such as xylitol, sorbitol or maltitol; proteins such as gelatin; synthetic polymers such as polyvinylpyrrolidone and polyethylene glycol binders. Preferred binders include gelatin, cellulose, cellulose derivatives, polyvinylpyrrolidone, starch, sucrose and polyethylene glycol and dry binders such as cellulose, methyl cellulose, polyvinylpyrrolidone and polyethylene glycol. [0077] The solid composition may also comprise anhydrous, sodium tripolyphosphate, potassium sorbate, sodium benzoate, polyethylene glycol 400, mct oil, hydrated silica, alcohol ethoxylated, polymeric yellow, fragrance and citrus. [0078] The solid composition may also comprise a disintegrant selected from cross-linked polymers such as cross-linked polyvinylpyrrolidone (for example, crospovidone), cross-linked sodium carboxymethyl cellulose (for example, croscarmellose sodium), and the modified starch sodium starch glycolate. [0079] The solid composition may also comprise a coating agent selected from cellulose ether hydroxypropyl methylcellulose, hydropropylmethyl cellulose phthalate and hydropropylmethyl cellulose acetate succinate, cellulose acetate phthalate, shellac, corn protein zein or other polysaccharides, gelatine, polyvinyl alcohol. [0080] As would be appreciated by the skilled person, the selection of the additives and their % weight for the solid composition will also depend on whether the solid composition is intended to be used as a detergent composition or for producing a disinfectant solution or a bleaching solution. [0081] The solid composition may comprise TAED crystalline Form III and urea. The solid composition may be formulated as a powder or a tablet with or without a bleaching agent such as sodium percarbonate. It may also comprise additives, for example, shellac, hydroxypropyl methyl cellulose acetate succinate (HPMCAS), sodium bicarbonate or sodium carbonate. The amount of TAED crystalline Form III in the solid composition may vary between 10% and 95%. The solid composition may, for example, comprise or be based on a 1:1 mixture (mole) of TAED crystalline Form III and urea. The percentage amount (by weight) of TAED crystalline Form III in the solid composition may, for example, be about 75%, 80% or 90% or, when a bleaching agent is present, about 20% or 30%. [0082] As used herein, unless otherwise expressly specified, all numbers such as those expressing values, ranges, amounts or percentages may be read as if prefaced by the word "about", even if the term does not expressly appear. Also, the recitation of numerical ranges by endpoints includes all integer numbers and, where appropriate, fractions subsumed within that range (e.g.1 to 5 can include 1, 2, 3, 4 when referring to, for example, a number of elements, and can also include 1.5, 2, 2.75 and 3.80, when referring to, for example, measurements). The recitation of end points also includes the end point values themselves (e.g. from 1.0 to 5.0 includes both 1.0 and 5.0). Any numerical range recited herein is intended to include all sub-ranges subsumed therein. [0083] Singular encompasses plural and vice versa. For example, although reference is made herein to "a" coating composition, “a” filler material, “an” acid group, “an” alcohol group, and the like, one or more of each of these and any other components can be used. As used herein, the term "polymer" refers to oligomers and both homopolymers and copolymers, and the prefix "poly" refers to two or more. [0084] Unless defined otherwise, all technical and scientific terms used herein have the same meaning as is commonly understood by one of skill in the art. All publications referenced herein are incorporated by reference thereto. [0085] The terms "comprising", "comprises" and "comprised of” as used herein are synonymous with "including", "includes" or "containing", "contains", and are inclusive or open-ended and do not exclude additional, non-recited members, elements or method steps. Additionally, although the present invention has been described in terms of “comprising”, the coating compositions detailed herein may also be described as “consisting essentially of” or “consisting of”. [0086] As used herein, the term "and/or," when used in a list of two or more items, means that any one of the listed items can be employed by itself or any combination of two or more of the listed items can be employed. For example, if a list is described as comprising group A, B, and/or C, the list can comprise A alone; B alone; C alone; A and B in combination; A and C in combination, B and C in combination; or A, B, and C in combination. [0087] All of the features contained herein may be combined with any of the above aspects in any combination. [0088] For a better understanding of the invention, and to show how embodiments of the same may be carried into effect, reference will now be made, by way of example, to the following examples. BRIEF DESCRIPTION OF THE FIGURES [0089] The present invention is now described in more detail by reference to the following Examples and to the accompanying drawings in which: Figure 1 shows the powder X-ray diffraction (PXRD) patterns for new crystalline Form III of tetraacetylethylenediamine; Figure 2 shows the comparative PXRD patterns for tetraacetylethylenediamine Form I (which is commercially available) and tetraacetylethylenediamine Form II (obtained from hot melt extruder, previously known); Figure 3 shows the rate of solution of Form I, Form II and Form II of tetraacetylethylenediamine; Figure 4 shows the PXRD for choline chloride: lactic acid 1:1 DES system with crystalline Form III of tetraacetylethylenediamine at T=6 Month (40°C 75%RH) and T=1 year at Room Temperature; Figure 5 shows the PXRD for proline:lactic acid 1:1 DES system with crystalline Form III of tetraacetylethylenediamine at T=6 Month (40°C 75%RH) and T=1 year at Room Temperature; Figure 6 shows the PXRD for Blank Proline:lactic acid 1:1 DES system and choline chloride:lactic acid 1:1 DES system, without any crystalline Form III of tetraacetylethylenediamine. EXAMPLES Example 1- Preparation of TAED Crystalline Form III [0090] In a 100 mL capacity glass beaker added an equimolar mixture of lactic acid (1.8 gm) and choline chloride (2.8 gm), deep eutectic pair is heated to 150 °C with stirring enable. At 150 °C it gives clear liquid, then to it added 20% (i.e.1 gm) by weight of TAED (Form I) and heating was continued to get the clear, transparent liquid phase. Then this mixture was allowed to cool to room temperature. It gives flowable, gel like product with suspended particles in it. Example 2 - Preparation of TAED Crystalline Form III [0091] In 100 mL capacity glass beaker added an equimolar mixture of lactic acid (1.8 gm) and choline chloride (2.8 gm) along with 1 gm of TAED. The system was mixed properly with spatula. [0092] The above system was heated to 150 °C or slightly above with stirring enable to get the clear transparent liquid phase. [0093] Then this mixture was allowed to cool to room temperature. It gives flowable, gel like product with suspended particles in it. Example 3 - Preparation of TAED Crystalline Form III [0094] Similar to TAED DES system, formation of new form of TAED with ionic liquids were also tried for additional experiments. For this purpose, diisopropanolamine (DIPA) was used. The experimental procedure was exactly same to Example 2 used for TAED DES system. The TAED was heated with DIPA at and above 150°C, once cooled down the recrystallized form confirmed the new TAED form. Powder X-Ray Diffraction Pattern for TAED Crystalline Form III [0095] TAED when heated in deep eutectic solvent (for example: choline chloride:lactic acid, proline:lactic acid) at 150°C was found to give a clear liquid which upon cooling shows recrystallized TAED. [0096] PXRD for Form III was carried out using viscous end products of TAED DES system using a Bruker D8 X-ray diffractometer (Coventry, UK) with wavelength 0.154 nm, Cu source, voltage 40 kV and filament emission 40 mA. The 2θ scanning range was 2 to 30° and 0.01° step width using a 1 second time count. The scatter slit and the receiving slit were set at 0.2° and 1 ° respectively. [0097] Figure 1 shows the powder X-ray diffraction pattern of new crystal Form III as compared to the pattern obtained using this apparatus for commercial tetraacetylethylenediamine (Form I; particle size 10 µm to 20 µm), a library pattern for tetraacetylethylenediamine (Cambridge Structural Database) and Form II as shown in Figure 2. [0098] The angle of reflection (2θ), the corresponding distances (d) between parallel planes of atoms and the (%) relative intensity of the peaks for the two forms of tetraacetylethylenediamine are shown in Table 1.

Table 1 [0099] As may be seen, the pattern obtained for the melt crystals in DES system (Form III) is quite different to the pattern obtained for commercial tetraacetylethylenediamine and the library pattern (Form I; these latter two being identical) and the pattern obtained for melt crystals Form II. In particular, this recrystallized form shows only 22θ characteristic peaks. A distinctive peak at 2θ value 9.408° and a second distinctive peak at 2θ value 18.400°. [0100] The melt crystallisation of tetraacetylethylenediamine in a DES system or ionic liquid results in a new crystalline form of tetraacetylethylenediamine (Form III) as compared to the previously known (monoclinic) crystalline form or melt crystallisation (without DES system) form of tetraacetylethylenediamine. Single Crystal Generation and Analysis of TAED Crystalline Form III [0101] Accurately weighed 500 mg of TAED form I (≈10-20 µm) was transferred to glass crucible covered with glass plate and heated for 10 minutes at 155°C. Immediately after cooling down the crystals generated from the crucible were collected and suitable single crystal was chosen for single crystal analysis. [0102] A good quality single crystal of recrystallized TAED from melt was selected under a Leica microscope and placed on a fibre needle which was then mounted on the goniometer of the X-ray diffractometer. The crystal was purged with a nitrogen gas stream at 173 K throughout the data collection. X-ray reflections were collected on a Bruker APEX X8 single crystal X-ray diffractometer with monochromatic Mo-Kα radiation (^ = 0.71073 Å). The crystal structure was solved and refined by direct methods and SHELX-TL was used for structure solution and least-squares refinement. Hydrogen atoms were treated by a mixture of independent and constrained refinements. Example 3 - Solubility and Dissolution Rate of TAED Crystalline Form III in Water [0103] Rate of solution was calculated using TAED release in water at 20°C using USP 2 Dissolution apparatus. Accurately weighed amount of TAED Form I, II and Form III in DES was taken and subjected to rate of solution study. The samples were taken at specified intervals of 5, 10, 15, 20, 25 minutes and collected samples were processed through HPLC analysis. [0104] Figure 3 is a graph showing the rate of solution of the Form III in DES as compared to the rate of solution of commercial tetraacetylethylenediamine (Form I) and melt crystals Form II under similar conditions. As may be seen, crystalline Form III of tetraacetylethylenediamine shows a much higher rate of solution as compared to crystalline Form I and Form II of tetraacetylethylenediamine. [0105] Table 2 gives the solubility of Form III, Form II and Form I in water at various temperatures. As may be seen, the solubility of crystalline Form III of is 48 times faster than Form I at 5 minutes and 7-8 times faster than Form II at 5 minutes time, at 20°C.

Table 2 Example 4 - Liquid pouch with water soluble PVA film [0106] The TAED DES system can be filled in water soluble PVA film or pouches as single use product formulation. For this purpose, any other water-soluble film other than PVA can be used or any other natural polymer of material based film can be used. Example 5 - Tablet Formation [0107] Granules or powder from formulation III can be easily converted to tablet formulation using regular tablet compression machine. The tabletting of the TAED DES granule or powder compositions were carried out using RIMEK Tablet compressing machine MODEL MINI II MT (12 station; 4D+4B+ 4BB Tooling; Karnavati Engineering Ltd. India). The tablets were produced using 25 mm size punch. [0108] The tablet preparation was also carried out in combination with sodium percarbonate. The effective mixture of TAED DES powder/granules with sodium percarbonate for effective peracid release is in the ration 1: 2.5 w/w (TAED DES: sodium percarbonate). Sodium percarbonate was reduced to similar particle size as TAED DES powder size if needed. The powder compositions of TAED DES and sodium percarbonate were blended together in given ration, this mixture was used as starting material for tabletting. Example 6 - Stability study [0109] Stability studies were carried out for TAED DES system at 40°C 75% RH and at room temperature for 6 month and samples at room temperature were analysed after 1 year time point. The stability samples were kept in closed containers. The stability samples were analysed for PXRD analysis and water dispersion/disintegration or conversion to peracetic acid in presence of sodium percarbonate. For stability study TAED in choline chloride:lactic acid 1:1 DES system and Proline:lactic acid 1:1 DES systems were used. [0110] One of the stability study included keeping TAED DES sample vial/container open at 40°C 75%RH, these samples also were analysed for water disintegration study or conversion to peracetic acid in presence of sodium percarbonate. Example 7- Water disintegration or conversion to peracetic acid in presence of sodium percarbonate at 10-15°C [0111] The water disintegration or dispersion studies or TAED to peracetic acid conversion study in presence of sodium percarbonate were carried out using various set of experiments where the 1 gram equivalent to TAED in DES system was used for these studies. The studies were carried out at a temperature range between 10-15°C for 2 minutes and 5 minutes time point in 170mL and 1litre water. [0112] Choline chloride:lactic acid and proline:lactic acid DES pairs with TAED were used after completing the method of manufacture. The comparative evaluation of DES TAED system was done using marketed TAED product Mykon™ TAED from Warwick chemical ltd now Lubrizol. The studies were carried out in glass beakers with overhead stirrer for the effective stirring or mixing. [0113] The observation from these experiments showed that TAED DES system gives clear solution at the end of experiment in both the volumes of water with very minimal or no residue at the end of the experiment whereas Mykon TAED shows significantly very poor performance as compared to TAED DES system. The observation from the experiments are given in tables 3 and 4 below.

Table 3: Amount remained for TAED DES and MYKON trial with sodium percarbonate in 170 ml water at temperature in the range of 10-15°C)

Table 4: Amount remained for SuperTAED and MYKON trial with sodium percarbonate in 1L water at temperature in the range of 10-15°C Example 8- Higher concentration of TAED [0114] The TAED conversion to peracetic acid in water in presence of sodium percarbonate was carried out for higher amount of TAED to check the highest possible resultant peracetic acid concentration or total TAED conversion into peracetic acid. For this purpose, TAED DES system equivalent to 3 gram of TAED was used. The 4 gram equivalent to TAED in TAED DES system in presence of equivalent amount of sodium percarbonate was used in 170 ml and 1 litre and observation was noted.

Table 5: Amount remained for TAED DES and MYKON trial with sodium percarbonate in 170 ml water at temperature in the range of 10-15°C

Table 6: Amount remained for TAED DES and MYKON trial with sodium percarbonate in 1L water at a temperature in the range of 10-15°C [0115] Table 5 and 6 show that it is easy to form highly concentrated resultant peracetic acid solution as amount of TAED solubilised is increased. This highly concentrated peracetic acid in 1 litre volume (or as per required volume) can be used for large scale application where this highly concentrated resultant peracetic acid solution can be diluted to further water volume for desired peracetic acid concentration. For end application such as germicidal or disinfection or bleaching action. [0116] Tables 7 and 8 show the stability of samples from 6-month stability at 40°C, 75%RH.

Table 7: Amount remained for TAED DES and MYKON trial with sodium percarbonate in 170 ml water at a temperature in the range of 10-15°C

Table 8: Amount remained for SuperTAED and MYKON trial with sodium percarbonate in 1L water at a temperature in the range of 10-15°C [0117] Tables 9 and 10 show the results of the comparison of a stability sample from TAED DES and MYKON 1-year stability point at room temperature.

Table 9: Amount remained for TAED DES and MYKON trial with sodium percarbonate in 170 ml water at a temperature in the range of 10-15°C

Table 10: Amount remained for SuperTAED and MYKON trial with sodium percarbonate in 1L water at a temperature in the range of 10-15°C [0118] The stability samples from 6 month at 40°C/75%RH show similar performance of TAED DES system in presence of sodium percarbonate. [0119] The PXRD observation (Figure 4) showed that the new form of TAED in TAED Choline chloride:lactic acid 1:1 DES system remains stable at 6-month time point (40°C/75%RH) and 1-year time point at room temperature condition. [0120] The Proline:lactic acid system showed similar observations where TAED new polymorphic form was stable at both the conditions i.e. T=6 month at 40°C 75%RH and T= 1 year at room temperature (Figure 5). [0121] The blank DES systems Proline:lactic acid 1:1 and choline chloride:lactic acid 1:1 were also analysed for PXRD analysis which does not show any characteristic diffraction pattern as shown in Figure 6. [0122] The findings from PXRD analysis and water studies shows that TAED DES in choline chloride:lactic acid 1:1 DES and in Proline:lactic acid 1:1 DES shows formation of new TAED polymorph as well as excellent performance and stability. From more than 50 DES pairs and few ionic liquid tried for TAED new polymorph formation study can be utilised for better intended application according to various fields such as cleaning/disinfection, detergent industry, agriculture and similar other fields. [0123] The present invention provides a new form of crystalline tetraacetylethylenediamine (Form III) which has a rate of solution which is at least 48 times faster than the rate of solubility of commercial tetraacetylethylenediamine (Sigma Aldrich, UK) in water at 10-15°C. [0124] It is of particular benefit to the manufacture of solid detergent compositions designed for low temperature or rapid cycle laundry processes as well as for solid compositions designed for fast- acting disenfection and paper or textile bleaching processes. [0125] The new crystalline form (Form III) offers reduced wastage of tetraacetylethylenediamine across all kinds of laundry, disinfection and bleaching processes and may, therefore, be of benefit to the environment and/or enable cheaper manufacture of solid compositions for these processes by use of less tetraacetylethylenediamine. [0126] The new crystalline form (Form III) has good stability and can be easily manufactured from commercial tetraacetylethylenediamine using existing apparatus or equipment in a continuous or batch process and at minimal cost. [0127] The method of the present invention is particularly advantageous in that it tolerates the presence of a wide range of additives including additives suitable for the formulation of solid detergent and bleaching compositions. It may, therefore, avoid an extra manufacturing step whilst still obtaining the benefit of enhanced laundry, disenfection and bleaching processes. [0128] The present invention has been described generally and also by reference to the Examples and Drawings. The Examples and Drawings are merely illustrative of the general description and the scope of the present invention is not limited by the Examples and/or the Drawings but only by the accompanying claims.

Claims

CLAIMS 1. Crystalline Form III of tetraacetylethylenediamine (TAED) which has solubility in water (pH 7.0) at 20°C and atmospheric pressure of more than 2 g/l.

2. Crystalline Form III of tetraacetylethylenediamine according to claim 1, wherein the solubility in water (pH 7.0) at 20°C and atmospheric pressure is ≥ 2.5 g/l, such as ≥ 3.5 g/l, or ≥ 4.5 g/l.

3. Crystalline Form III of tetraacetylethylenediamine (TAED) having a powder X-ray diffraction pattern measured using Cu (Kα) radiation containing a reflective peak at a 2θ value corresponding to the following distance between parallel planes of atoms: 9.39Å.

4. Crystalline Form III of tetraacetylethylenediamine (TAED) according to Claim 3, in which the powder X-ray diffraction pattern further contains a reflective peak at a 2θ value corresponding to the following distance between parallel planes of atoms: 4.81Å.

5. A composition comprising a bleach activator, which bleach activator comprises crystalline Form III of tetraacetylethylenediamine, suitably according to any of claims 1 to 4.

6. A composition according to claim 5, wherein the composition is fluid, such as gel or liquid, or solid, such as powder or granule.

7. A composition according to claim 5 or 6, wherein the composition further comprises a eutectic solvent system and/or ionic liquid.

8. A composition according to any of claims 5 to 7, wherein the crystalline Form III of tetraacetylethylenediamine (TAED) is obtained by solubilising crystalline Form I of tetraacetylethylenediamine in a eutectic solvent system and/or ionic liquid to produce Form III of tetraacetylethylenediamine.

9. A method for the preparation of crystalline Form III of tetraacetylethylenediamine, comprising solubilising crystalline Form I of tetraacetylethylenediamine in n eutectic solvent system and/or ionic liquid to produce Form III of tetraacetylethylenediamine.

10. A composition or method according to claim 8 or 9, wherein crystalline Form I of tetraacetylethylenediamine is solubilised in the eutectic solvent system and/or ionic liquid by heating.

11. A composition or method according to any of claims 8 to 10, wherein the method comprises contacting molten crystalline Form I of tetraacetylethylenediamine with a eutectic solvent system and/or ionic liquid.

12. A composition or method according to any of claims 8 to 11, wherein the eutectic solvent and/or ionic liquid is heated before the contacting with crystalline Form I of tetraacetylethylenediamine or wherein the eutectic solvent and/or ionic liquid is contacted with the crystalline Form I of tetraacetylethylenediamine and then heated.

13. A composition or method according to any of claims 8 to 12, wherein the heating of the eutectic solvent system/ionic liquid and/or crystalline Form I of tetraacetylethylenediamine comprises heating to a temperature of from at least 140°C, preferably at least 145°C, more preferably at least 150°C.

14. A composition or method according to any of claims 8 to 13, wherein the eutectic solvent system is selected from choline chloride: urea, choline chloride: malonic acid, choline chloride: maleic acid, choline chloride: dl-malic acid, choline chloride: citric acid, choline chloride: aconitic acid, choline chloride: l-(+)-tartaric acid, choline chloride: 1,5-pentanedioic acid, choline chloride: glycolic acid, choline chloride: levulinic acid, choline chloride: glycol, choline chloride: ethylene glycol, choline chloride: propylene glycol, choline chloride: 1,2- propanediol, choline chloride: 1,3-butanediol, choline chloride: 1,2-propanediol, choline chloride: glycerol, choline chloride: meso-erythritol, choline chloride: xylitol, choline chloride: adonitol, choline chloride: ribitol, choline chloride: d-sorbitol, choline chloride: d-xylose, choline chloride: a-l-rhamnose, choline chloride: d-(+)-glucose, choline chloride: d-(+)- glucose, choline chloride: d-(−)-fructose, choline chloride: d-(−)-fructose, choline chloride: sorbose, choline chloride: d-mannose, choline chloride: d-(+)-galactose, choline chloride: sucrose, choline chloride: d-(+)-trehalose, choline chloride: maltose, choline chloride: raffinose, choline chloride: proline: dl-malic acid, choline chloride: xylitol: dl-malic acid, lactic acid: d-(+)-glucose, lactic acid: -alanine, dl-malic acid: d-xylose, dl-malic acid: d-(+)-glucose, dl-malic acid: sucrose, dl-malic acid: d-(−)-fructose, dl-malic acid: d-mannose, dl-malic acid: sucrose, dl-malic acid: maltose, dl-malic acid: d-(+)-trehalose, dl-malic acid: lactose, dl-malic acid: raffinose, dl-malic acid: xylitol, dl-malic acid: adonitol, dl-malic acid: d-sorbitol, dl-malic acid: d-(+)-glucose: d-(−)-fructose, dl-malic acid: d-(+)-glucose: glycerol, dl-malic acid: sucrose: glycerol, dl-malic acid: l-proline: choline chloride, citric acid: d-xylose, citric acid: d- (+)-glucose, citric acid: d-(−)-fructose, citric acid: sorbose, citric acid: d-mannose, citric acid: d-(+)-galactose, citric acid: sucrose, citric acid: maltose, citric acid: d-(+)-trehalose, citric acid: raffinose, citric acid: d-sorbitol, citric acid: ribitol. citric acid: xylitol, citric acid: adonitol, citric acid: l-proline, citric acid: dl-malic acid, d/l-proline: sucrose, d/l-proline: sucrose, d/l-proline: d- sorbitol, d/l-proline: d-(+)-glucose, d/l-proline: lactic acid, d/l-proline: dl-malic acid, d/l-proline: citric acid, d/l-proline: malonic acid, d-proline: d-(+)-glucose, l-proline: d-(+)-glucose, l-serine: dl-malic acid, l-serine: d-(+)-glucose, d/l-proline: citric acid, d/l-proline: malonic acid, l-serine: dl-malic acid, betaine: glycerol, betaine: ethylene glycol, betaine: propylene glycol, betaine: 1,3-butanediol, betaine: xylitol, betaine: d-sorbitol, betaine: glycolic acid, betaine: malonic acid, betaine: oxalic acid, betaine: dl-malic acid, betaine: levulinic acid, betaine: lactic acid, betaine: citric acid, betaine: l(+)-tartaric acid, 2-pyrrolidinecarboxylic acid: glycerol, 2- pyrrolidinecarboxylic acid: propylene glycol, 2-pyrrolidinecarboxylic acid: 1,3-butanediol, 2- pyrrolidinecarboxylic acid: xylitol, 2-pyrrolidinecarboxylic acid: d-sorbitol, 2- pyrrolidinecarboxylic acid: dl-malic acid, 2-pyrrolidinecarboxylic acid: 1,5-pentanedioic acid, 2- pyrrolidinecarboxylic acid: glycolic acid, 2-pyrrolidinecarboxylic acid: levulinic acid, 2- pyrrolidinecarboxylic acid: lactic acid, 2-pyrrolidinecarboxylic acid: citric acid, 1,3-butanediol: lactic acid, 1,3-butanediol: levulinic acid, 1,3-butanediol: dl-malic acid, 1,3-butanediol: citric acid, 1,3-butanediol: glycolic acid, 1,3-butanediol: 1,5-pentanedioic acid, propylene glycol: lactic acid, propylene glycol: levulinic acid, propylene glycol: dl-malic acid, propylene glycol: citric acid, propylene glycol: glycolic acid, propylene glycol: 1,5-pentanedioic acid, xylitol: lactic acid, preferably, the eutectic solvent system is selected from choline chloride: l-lactic acid or proline: l-lactic acid.

15. A composition or method according to any of claims 8 to 14, wherein the eutectic solvent system comprises a Type III eutectic solvent.

16. A composition or method according to any of claims 8 to 15, wherein the eutectic solvent system comprises eutectic solvent pairs at a molar ratio of up to 11:2, suitably, up to 5:1, more suitably, up to 4:1, even more suitably up to 3:1, most suitably up to 2:1 or up to 3:2, and/or wherein the eutectic solvent system comprises choline chloride: l-lactic acid at a ratio of about 1:1 or proline: l-lactic acid at a molar ratio of about 1:1.

17. A composition or method according to any of claims 8 to 16, wherein the eutectic solvent system comprises a 3-component eutectic solvent system at a molar ratio of up to 2:1:1, such as up to 2:2:1, or up to 3:2:2, or up to 3:3:2, or up to 1:1:1, and/or wherein the eutectic solvent system comprises choline chloride: proline: dl-malic acid at a molar ratio of about 1:1:1, or choline chloride: xylitol: dl-malic acid at a molar ratio of about 1:1:1.

18. A composition or method according to any of claims 8 to 17, wherein the eutectic solvent system is a deep eutectic system (DES).

19. A composition or method according to any of claims 8 to 18, wherein the eutectic solvent comprises at least one of choline chloride, citric acid, l-lactic acid, malic acid and proline, preferably, at least two of choline chloride, citric acid, l-lactic acid, malic acid and proline, and/or wherein the eutectic solvent system is selected from choline chloride: l-lactic acid or proline: l-lactic acid.

20. A composition or method according to any of claims 8 to 19, wherein the ionic liquid comprises cations selected from phosphonium, sulfonium, ammonium, imidazolium, pyrrolium and pyrrolidinum, and/or anions selected from tetrafluroborate, hexaflurophosphate, halogens and tosylate, and/or wherein the ionic liquid comprises diisopropanolamine (DIPA).

21. A composition or method according to any of claims 8 to 20, wherein the eutectic solvent system and ionic liquid comprises diisopropanolamine with choline chloride: L-lactic acid or choline chloride: citric acid, and/or wherein the heating of a eutectic solvent or ionic liquid with crystalline Form I of tetraacetylethylenediamine is carried out in the presence of additives.

22. A composition or method according to any of claims 8 to 21, wherein the eutectic solvent system comprises additives selected from inorganic and organic substances such as bentonites, persalts, acetates, alkali metal carbonates/bicarbonates, citric acid, starch, modified starch, starch decomposition products, cellulose, cellulose ethers such as methylcellulose, hydroxypropylcellulose and carboxymethylcellulose, poly(meth)acrylates, polyvinylpyrrolidone and cross-linked polyvinylpyrrolidone, alginates, gelatins and pectins, and/or further additives selected from alcohol ethoxylate (AE), alkyl (or alcohol) ethoxy sulphate (AES) and alkyl sulphate (AS), amine oxide, carboxymethyl cellulose (CMC),citric acid, cyclodextrin, diethyl ester dimethyl ammonium chloride (DEEDMAC), ethanol, ethylene diamine disuccinate (SS-EDDS), hydrogen peroxide, linear alkylbenzene sulfonate (LAS), mono ethanol amine (MEA), 2-aminoethanol or ethanolamine, percarbonate, polyethylene glycols (PEG), polyethylene oxide (PEO) or polyoxyethylene (POE), polyvinyl alcohol, propylene glycol, carbonate, sodium disilicate, sodium triphosphate (STPP), titanium and titanium dioxide, zinc phthalocyanine sulphonate (ZPS), preferably, the additive is propylene glycol.

23. A composition or method according to any of claims 8 to 22, wherein the amount of Form III TAED in the eutectic solvent system or composition is up to 50%w/w, and/or the amount of Form III TAED in the composition is from 0.1 to 20% w/w.

24. A water-soluble pouch that comprises a composition according to any of claims 5 to 23.

25. A water-soluble pouch according to claim 24, wherein the pouch is formed of water soluble PVA or other natural polymer-based material, such as a film, suitably a PVA film.