Detergent composition comprising environmentally acceptable bleach catalyst
A biodegradable manganese or cobalt chelate catalyst in detergent compositions addresses the persistence and efficacy issues of traditional oxidative bleaching catalysts by offering effective low-temperature bleaching and improved substrate compatibility, enhancing detergency and reducing environmental impact.
Patent Information
- Application Number
- GB2023009905
- Authority / Receiving Office
- GB · GB
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2023-06-29
- Publication Date
- 2025-01-08
AI Technical Summary
Current oxidative bleaching catalysts, such as MnMe3-TACN, are not biodegradable, persist in the environment, and can degrade certain fabrics, while also being less effective on some substrates and causing skin irritation, necessitating a more environmentally friendly and compatible alternative.
A detergent composition using a biodegradable transition metal chelate formed with environmentally acceptable ligands, specifically a hexadentate complex of manganese or cobalt, which absorbs onto surfaces and provides effective bleaching at lower temperatures, is developed. This chelate is more hydrophobic and less water-soluble than traditional catalysts, allowing for progressive dissolution and enhanced adsorption on hydrophobic surfaces.
The biodegradable chelate catalyst effectively bleaches surfaces at lower temperatures, reduces environmental persistence, and is less harmful to fabrics, while providing improved detergency and bleaching performance, especially on hydrophobic substrates, with reduced skin irritation.
Smart Images

Figure 00000023_0000 
Figure 00000023_0001
Abstract
Description
The present invention relates to a detergent composition comprising an environmentally acceptable bleach catalyst being a transition metal chelate formed using environmentally acceptable ligands disclosed herein. Background Detergent compositions are widely used for the cleaning of articles, such as dishwashing, textiles, kitchen and bathroom services and personal care compositions. Such a detergent compositions often comprise a bleaching component, typically an oxidative bleaching component. This is typically used to discolour stains as well as to oxidise soil components so is to make them more hydrophilic and hence more readily soluble so that they may be removed by the detergent composition. Oxidative bleach in the form of hydrogen peroxide and sources of hydrogen peroxide, such perborate and percarbonate can provide satisfactory bleaching but this is usually required to occur at elevated temperature, are such as above 60°C and up to boiling point. Obviously in many detergent applications such I temperatures are not practical. It is well established that catalysts may be used to enable oxidative bleaches to be effective at lower temperatures, such as ambient temperature. Other adjuncts to oxidative bleaches are what are termed activators, which differ from catalysts in that they are used in the stoichiometric amounts. Examples include TAED, Tetra acetyl ethylene diamine, NTA, nitrilo tri acetic acid and NOBS, sodium nonanoyloxybenzenesulfonate. The species form per acetic acid which has a lower activation energy and enables bleaching also at low temperatures. Other components useful in removing coloured species, a common function of oxidative bleaches, are enzymes. Enzymes commonly used are amylase for starch and protease for proteins. Such enzymes typically function effectively at relatively low temperatures and may usefully be used in conjunction with oxidative bleaches provided the oxidative bleach is effective at low temperature. As can be appreciated from the above there is a complex interplay between different components of a bleaching system and optimising those interactions is fundamental to effective cleaning and similar oxidative processes. Surfactants in particular being present at interfaces during the cleaning process are particularly important in detergent compositions. Oxidative bleaches relevant to the present invention came to prominence in the form of ligands chelated to manganese, in particular the ligand Me3-TACN, Octahydro-1,4,7-trimethyl-1H-1,4,7-triazonine, which is complexed with manganese to form MnMe3-TACN, Bis(N,N',N"-trimethyl-1,4,7-triazacyclononane)-trioxo-dimanganese (IV) di(hexafluorophosphate) monohydrate, referred to by either the abbreviation or the tradenames Dragon™ and WeylClean™. This material, whilst widely used and effective either as the catalyst or in the form of the ligand, is effectively not biodegradable. Given that catalyst materials are effective in small amounts then persistence of such low temperature active materials in the environment is undesirable. There is therefore a need for an alternative catalyst for oxidative bleaching that is biodegradable. To provide such an alternative catalyst it is necessary to provide a suitable ligand to provide a chelate so as to form a catalyst for oxidative bleaching that is biodegradable. Whilst an alternative catalyst is desirable an improved catalyst is also useful. A catalyst with greater compatibility to other components used in end-use applications, such as domestic laundry and dishwashing is desirable. In addition, the MnMe3-TACN catalyst can degrade some fabrics, particularly those comprising certain dies and a desirable objective is also to provide a catalyst less deleterious to substrates relevant to oxidative bleaches. Furthermore, MnMe3-TACN catalyst is not equally effective on substrates and some substrates can benefit form and improve bleaching catalyst. The invention The present invention in its various aspects is as set out in the appended claims. The present invention provides a detergent composition comprising: from 1 to 15% by weight of a detersive surfactant from 0.001 to 5%, preferably 0.01 to 2%, by weight of one or more chelates of the present invention, as defined below. The detergent composition of the present invention includes, a chelate comprising a compound (L) as defined below as the ligand of a transition metal element (M). The chelate is preferably a hexadentate complex. The chelate preferably comprises two ligands chelated to one transition metal element. The chelate preferably comprises one or more further ligands. A further ligand is an inorganic anion or a carboxylic acid. The chelate preferably consists of two such further ligands. The further ligands are preferably selected from H2O, a halide or an organic acid. The further ligands are preferably selected from, H2O, Cl’ and acetic acid. The chelate of the present invention is preferably a chelate of a transition metal. Preferred transition metals are Iron (Fe): Manganese (Mn): Copper (Cu): and Cobalt (Co). Preferred transition metal ions are iron (II) or iron (III); manganese (II) or manganese (III); copper (II); cobalt (II) or cobalt (III). The preferred transition metal is preferably manganese or cobalt, most preferably manganese, still more preferably manganese (II) or (III). The chelate of the present invention is preferably a chelate of the transition metal element manganese, preferably wherein Mn is in the 3+, (III) oxidation state. It has been particularly found the chelate’s of the present invention, as evidenced by information herein, are capable of absorbing onto representative detergent surfaces such as cutlery and crockery and laundry fabrics, such as exemplified by cotton, and do so in the presence of detersive surfactants. Detersive surfactants having the primary function of removing residues from the surface of the fabric therefore it is unexpected that chelate’s of the present invention show sufficient absorption to provide an effective bleaching of surfaces. The present invention in addition to providing an alternative bleach catalyst also provides specific advantages, particularly relevant to dishwashing detergent compositions. Specifically, chelates forming a component of the present invention with the detersive surfactants are, in general, more hydrophobic and, in general less water-soluble than the most prominent comer used oxidative bleaching catalyst, MnMe3-TACN, Bis(N,N',N"-trimethyl-l,4,7-triazacyclononane)-trioxo-dimanganese (IV) di(hexafluorophosphate) monohydrate. This can give rise to 2 advantages in detergent compositions, namely that the catalyst in the form of the chelates can dissolve progressively during a detergency operation, such as dishwashing and therefore provide a constant level of catalyst rather than a high level at the beginning of a wash, which is particularly the coldest, with decreasing activity during the wash. This is facilitated by the presence of surfactant to enable the surface of the chelate, in a solid state, to be whetted and thereby facilitate dissolution kinetics. A further advantage is that the hydrophobicity of the chelates provides additional adsorption onto hydrophobic surfaces, such as greasy surfaces, enabling those services to be oxidised and in conjunction with associated factors for removal into the bulk of the washing liquor can provide improved detergency. Surfactant In the present invention the detersive surfactant comprises 1 to 25% by weight of detersive surfactant, more preferably from 2 to 15% of a detersive surfactant, still more preferably from 3 to 10% of detersive surfactant. These levels enable effective transport of chelate to substrate surfaces, such as hydrophobic surfaces to enable oxidative bleaching. The detersive surfactant may be anionic, nonionic, zwitterionic or cationic, more preferably anionic, nonionic or zwitterionic, still more preferably anionic, nonionic. Most preferably zwitterionic. The choice of surfactant determines the adsorption of chelate onto substrates during detergency and hence bleaching efficiency on a surface, as compared to in solution which is generally ineffective in detergency operations to clean surfaces. The detersive surfactant is preferably a mixture of detersive surfactants. In particular, a mixture of an anionic or non-ionic surfactant is desirable. Anionic or non-ionic surfactant. It has been found that anionic non-ionic surfactants unable effective absorption of chelate’s of the present invention onto services being cleaned. Relevant compositions therefore preferably have only non-ionic and non-ionic surfactant in the composition. The surfactant may preferably be a non-ionic surfactant. It has been found that non-ionic surfactants provide a preferred base detergent composition for the D position of chelate’s of the present invention. Relevant compositions therefore have only non-ionic surfactant as the detersive surfactant in the composition. Non-ionic Surfactants Low-foaming non-ionic surfactants from the group of alkoxylate alcohols may be employed. These surfactants are ethoxylated primary alcohols, specifically those with 8 to 18 carbon atoms and an average of 1 to 12 moles of ethylene oxide (EO) per mole of alcohol. The alcohol residue in these surfactants can be linear or methyl-branched at position 2, or it may consist of a mixture of linear and methyl-branched residues, which is common in oxo alcohol residues. Alternatively, non-ionic surfactants prepared from alcohols of natural origin, such as coconut, palm, tallow fat, or oleyl alcohol, with 12 to 18 carbon atoms and an average of 2 to 8 moles of EO per mole of alcohol are preferred. The preferred ethoxylated alcohols include C12-14 alcohols with 3 to 4 EO, 09-12 alcohols with 7 EO, 013-15 alcohols with 3, 5, 7, or 8 EO, 012-18 alcohols with 3, 5, or 7 EO, and mixtures thereof, such as a combination of 012-14 alcohol with 3 EO and 012-19 alcohol with 5 EO. Tallow fatty alcohols with more than 12 EO are particularly preferred, with a range of 60 to 100 EO, and even more preferably 70 to 90 EO. Among the non-ionic surfactants, those from the group of alkoxylated alcohols, especially mixed alkoxylated alcohols and EO-PO-EO non-ionic surfactants, are highly favoured due to their foam control properties. EO being ethylene oxide and PO being propylene oxide. Bacterial surfactants, such as Chlorolipids and Rhamnolipids, are glycolipids with non-toxicity, high biodegradability and low surface tension that can be produced by bioconversion of renewable feedstocks. In machine dishwash detergent compositions, the composition should preferably contain 0.1 to 22% by weight of a non-ionic surfactant or a combination of two or more non-ionic surfactants. The preferred total amount of non-ionic surfactant is between 1 and 17% by weight, more preferably between 4 and 15% by weight, and most preferably between 6 and 12% by weight. These levels are considered optimal. The non-ionic surfactant should be present in amounts ranging from 25 to 90% by weight of the surfactant system. The non-ionic detersive surfactant for use in the present invention may be one or more of a rhamnolipid or sophorolipid. Commercial examples of such surfactants include BioLoop 56L, BioLoop 56L-PG, BioLoop 68L, BioLoop 68L-PG, BioLoop 84Land BioLoop 84L-PG. Anionic surfactants In case of a machine dishwash detergent composition, when present the amount of anionic surfactant is preferably is at most 4 wt. %, and more preferably at most 2 wt. % and even more preferably at most 1 wt. %. Examples of suitable anionic surfactants are sodium lauryl sulphate and methyl ester sulphonates or. Preferably the detergent composition comprises no or essentially no anionic surfactant. Water softeners and builders Builder I water softener materials suitable for use detergent compositions of the present invention include a) calcium sequestrant materials, b) precipitating materials, c) calcium ionexchange materials and d) mixtures thereof. Suitable calcium ion-exchange builder materials include the various types of water-insoluble crystalline or amorphous aluminosilicates, such as zeolites in particular, Zeolite Y, Zeolite X, Zeolite C, Zeolite B (also known as zeolite P), Zeolite A. The builder may be crystalline aluminosilicate, preferably an alkali metal aluminosilicate, more preferably a sodium aluminosilicate. The buildup materials preferably have a calcium ion exchange capacity of at least 50 mg Cao / g. The ratio of surfactants to any aluminosilicate in the present invention is preferably greater than 5:2, more preferably greater than 7:2. Also present maybe an alkali metal carbonate this is preferably present in the composition. The preferred amount of alkali carbonate in the composition is from 3 to 74 wt.%, more preferably from 10 to 50 wt.% and even more preferably from 20 to 40 wt.%. This level of alkali carbonate provides good Ca2+ and Mg2+ ion sequestration for most types of water hardness levels , and so as to reduce the likelihood of an exchange with the transition metal iron of the chelate providing good buffering capacity. The preferred alkali carbonates are sodium- and / or potassium carbonate of which sodium carbonate is particularly preferred. The alkali carbonate present in the composition of the invention can be present as such or as part of a more complex ingredient (e.g., sodium carbonate in sodium percarbonate). It has been found that such chelate’s provide better absorption onto services being cleaned by the detersive composition. Not wishing to be bound by theory is understood that some degree of positive charge on the chelate occasion by the amine can interact with negatively charged services, is conventionally understood to be the case, and articles being washed. In the present invention the detersive surfactant preferably comprises a cationic or zwitterionic surfactant. It has been found that these can provide improved chelate deposition when used in relevant detergent compositions of the present invention. It is hypothesised that chelate co-adsorb is with cationic surfactant onto surfaces being washed. In compositions utilising a positively charged surfactant, such as a cationic or zwitterionic surfactant the chelate of the present invention comprises a ligand with an auxiliary substitution comprising an alcohol chain. The alcohol chain is preferably It has been found that these provide improved chelate deposition, possibly because of combination between the negatively charged chelate and the positively charged surfactant providing improved service absorption. This is particularly beneficial for detersive composition such as fabric softeners. In the present invention the in-use pH of the detergent composition is preferably in the range from pH 8 to 10. This is down particularly beneficial to give absorption of ionisable chelate’s on the present invention. Detergents compositions representative of the present invention In the present invention the detergent composition is preferably a dishwashing detergent composition. Example compositions are tabulated below. Dishwashing detergent composition (solid) Ingredients Tablets wt.% Tablets 2 wt.% Powder wt.% Bleach catalyst (of this invention) 0.001-0.5 0.001-0.5 0.001-0.5 Bleach activator 0-5 1-2 Oxygen-based bleaching agents 10-20 15-40 5-10 Surfactants <5 <5 1-5 Builders (Alkali silicates & carbonates) 5-30 0-55 50-85 Builders (Organic sequestrants) 0-45 0-45 Builders (Polycarboxylates) 2-7 <5 Colourants <1 <1 <1 Enzymes <1 0-10 1-3 Enzyme coating (e.g., NaCI) 1-10 1 Fragrance <0.5 <1 <1 Glass protectors, silver protectors 0-1 Lime scale inhibitor 0-10 Bulking agents balance to 100% Dishwashing detergent composition (liquid) Ingredients Liquid wt.% Bleach catalyst (chelate of the present invention) 0.001-0.5 Bleach activator (TAED) 0.5 Oxygen-based bleaching Hydrogen peroxide 10-20 Betaine Surfactants 8% 10% Preservative 0.2% Builders (Polycarboxylates) 2-7 Colourants <1 Sodium Citrate 2% Sodium Chloride 2% Fragrance 0.5 Glass protectors, silver protectors 0-1 Lime scale inhibitor 0-10 Water balance to 100% Compositions of the present invention comprise the detersive surfactant, an optional oxidising agent, and an optional breach activator. Specifically, whilst the presence of an oxidative bleach is required for the chelate of the present invention to act as a catalyst detergent system can be provided in component form, such as in the well-known Baukasten system and are therefore not necessarily mandatory. In alternative embodiment: The present invention provides a bleaching composition comprising: from 1 to 50% by weight of an oxidative bleach, preferably from 5 to 20% by weight, more preferably of 8 to 16% by weight. from 0.001 to 5%, preferably 0.01 to 2%, by weight of one or more chelates of the present invention, as defined below. In the present invention, however defined, relevant materials are: Oxidative Bleach Suitable oxidising agents are: Sodium percarbonate; sodium perborate; sodium perphosphate; sodium hypochlorite; hydrogen peroxide; sodium dichloroisocyanurate (NaDCC); sodium chlorite; potassium monopersulfate (MPS); sodium carbonate peroxyhydrate and sodium persulfate. The preferred oxidising agents are sodium percarbonate and sodium perborate for use in the present invention. Most preferably sodium percarbonate. These oxidising agents are most preferably used when a solids composition is used. When a liquid composition is used then hydrogen peroxide itself may be incorporated directly in the composition. Bleach activator Compositions of the present invention may comprise a bleach activator. This enables some of the oxidative bleach to be provided as other activated (i.e., lower temperature active species) in addition to the catalytically mediated oxidation of the chelate of the present invention. This enables species such as peracids to be created during a washing process (such as after dissolution of a dishwashing powder detergent Some suitable bleach activators are: Tetraacetylethylenediamine (TAED); Tetraacetylglycoluril (TAGLI); Tetraacetylhexanediamine (TAHD); N,N,N',N'-Tetramethyl-6-dodecylamidinouronium chloride (DADMAC); N,N,N',N'-Tetrabenzyl-6-dodecylamidinouronium chloride (BADMAC); N,N,N',N'-Tetrabenzyloxycarbonyl-6-dodecylamidinouronium chloride (BODMAC); N,N-Diacetyl-4,5-diazafluoren-9-one (DADHF); N,N'-Diacetyl-4,5-diazafluoren-9-yl peroxybenzoate (DADPA); 1,5-Diacetyl-2,4-dioxohexahydro-1,3,5-triazine (DADHT) and N,N-Diacetyl-3,5-dimethyl-1,4-dioxohexahydro-1,3,5-triazine (DADHT-DM). The preferred beach activator is TAED for use in the present invention. The detergent composition of the present invention may also include a sequestrant. The undesired decomposition of peroxides species can occur when the water used for a detergency operation comprises transition metals in the water supply. There is therefore a balance to be made between removing those unwanted transition metal ions and removal of the transition metal iron of the chelate of the present invention. It has been surprisingly found that a number of common sequestrants, such as used up to a one-to-one rate ratio with the catalyst of the present invention in a detergent composition of the present invention may not hinder the catalyst of the present invention significantly. Relevant sequestrants are: Ethylenediaminetetraacetic acid (EDTA); Nitrilotriacetic acid (NTA); Diethylenetriaminepentaacetic acid (DTPA); Hydroxyethyl ethylenediaminetriacetic acid (HEDTA); Diethylene glycol monobutyl ether-N,N-diacetic acid (DGBE-NDA); 1-Hydroxyethylidene-1,1-diphosphonic acid (HEDP); Aminopolycarboxylic acids (APCA) derivatives, such as iminodisuccinic acid (IDS); Methylglycinediacetic acid (MGDA); Gluconic acid. The present invention is particularly beneficial in automatic dishwashing compositions. The present invention particularly where providing slower dissolution distributes catalysts into solution a later stage in the washing cycle. This is because progressive dissolution supplements catalyst which has previously bee solubilised but has lost activity. The catalyst of the present invention is therefore advantageous over or a supplement to current bleach catalysts (chelates) in providing an alternative profile of action in a washing process, in particular an automatic dishwashing process. The present invention is particularly beneficial in automatic dishwashing compositions. The present invention particularly where bleaching hydrophobic surfaces such as plastics plates and bowls enables better surface bleaching (likely due to hydrophobicity) and so difficult to remove stains, such as curry stains on plastics bowls may be improved. In the present invention the detergent composition may be a laundry detergent composition, such as includes fabric softeners, whitening agents, pre-treatment agents as well as conventional solid, liquid, gel, pouch detergent compositions heavy duty, light duty ‘whites’ and ‘colours’ detergent compositions. In the present invention the detergent composition is preferably a fabric washing detergent composition is selected from one or more of a laundry detergent, a laundry fabric softener, a bleach or a booster laundry aid (such as whitening agent). In the present invention the detergent composition preferably further comprises a proteolytic enzyme and the chelate comprises an amide linkage. It has been found that some degree of hydrolysis of the chelate can occur thus generating additional species for absorption. This is particularly useful where the physical form of the one hydrolysed chelate is convenient for dosage, such as a physical form where hours the hydrolysed chelate visor species which will otherwise be volatile or at least present in a liquid form on suitable for a given form of delivery. This is particularly relevant with pouch type detergents were the liquid form of the chelate can act as a plasticiser and we can such pouches, particularly pouches intended for dissolution. The detergent composition of the present invention preferably further comprises a lipolytic enzyme in the chelate comprises an ester linkage. It has been found that some degree of hydrolysis of the chelate can occur thus generating additional species for absorption. This is particularly useful where the physical form of the one hydrolysed chelate is convenient for dosage, such as a physical form where hours the hydrolysed chelate visor species which will otherwise be volatile or at least present in a liquid form on suitable for a given form of delivery. This is particularly relevant with pouch type detergents were the liquid form of the chelate can act as a plasticiser and we can such pouches, particularly pouches intended for dissolution. In the present invention the chelate preferably comprises a linker L, m is 2 or more and X’ or X” is O of NH to provide said amide or ester linkage. This enables hydrolysis as mentioned above, particularly in combination with enzymes, but also when present in a high pH, such as of a pH from 8 to 10 were, during washing the chelate cam hydrolyse giving rise the aforementioned benefits. The detergent composition of the present invention may be in the physical form of the detergent composition is a powder (granulate), liquid, a gel, a pouch, a tablets or solid sheet. Preferably the physical form is as a solid. This is particularly so with chelate’s where m is 3 or more and L is a polymer. This provides an chelate in a solids form compatible with other solids and not subject to hydrolysis in the undiluted state, when dilated such as for use during washing the detergent composition components, such as enzymes or pH creating agents can give rise to hydrolysis releasing chelate into the washing composition. Detergents compositions representative of the present invention All figures are % by weight. Laundry Powder composition: Ingredients Conventional Compact Anionic and nonionic surfactant 8-15 10-30 surfactants Builders 20-50 20-40 Cobuilders 1-5 1-7 Bleaching agents 10-25 10-20 Bleach activators 1-3 2-8 Antiredeposition agents 1 1 Corrosion inhibitors 2-6 2-6 Bleach Stabilizers 0-1 0-1 Bleach catalyst (chelate of the present invention), 0.001-0.5 0.001-0.5 Foam regulators 0.1-1 0.1-2.0 Enzymes 0.3-1.0 0.5-2.0 Minors, water balance to 100% Bulk density, g / L 500-650 600-900 Detergent Tablet composition: Ingredients Zeolite-based, % Phosphate-based, % Surfactants 13-18 15-18 Bleaching agents 13-15 12-16 TAED 3-7 4-7 Bleach catalyst (chelate of the present invention), 0.001-0.5 0.001-0.5 Zeolite 1 15-30 Sodium triphosphate 25-45 Layered silicate 0-9 0-9 Sodium polycarboxylate 2-3 2 Disinteg rants 5-17 0-12 Enzymes 2-4 2-3 Minors, water balance to 100% Laundry Powder composition: Ingredient Anionic surfactants Nonionic surfactants Soaps Builders Solubilizers Alcohols Enzymes Bleach catalyst (chelate of the present invention) Minors, water Homogeneous Structured 7-18 10-25 15-30 6-10 10-25 4-8 0-5 15-30 0-12 0-5 5-12 0-5 0-2.5 0-1.5 0.005-1.0 0.005-1.0 balance to 100% Fabric washing bleach detergent composition Ingredient Powder Liquid Anionic surfactants 5-15 2-10 Nonionic surfactants 0-1 3-5 Builders 60-75 Bleach 3-15 3-4 Bleach catalyst (chelate of the present invention) 0.001-1.0 0.001-1.0 Filler 5-20 Enzymes 0-1 Minors, water balance to 100% Other applications of the fluorescent whitening agents as defined in the present invention: Fabrics Chelate’s of the present invention may be used in fabric manufacturing. Chelate’s of the present invention may be used in finishing processes for cotton. Preferably in the treatment of griege (loom-state) cloth into finished fabric. Chelate’s of the present invention may be used in melt spinning thing synthetic fibres. A representative raw cotton bleaching composition is: Chelate Hydrogen Peroxide (H2O2) 10-25% Sodium Hydroxide (NaOH) 1-5% Sodium Silicate (Na2SiO3) 1-5% Sodium Hypochlorite (NaOCI) 0.05-0.5% Bleach catalyst (chelate of the present invention) Stabilizer (e.g., Sodium Phosphate) 0.001-0.5% 0.1-1% Sequestering Agent (Sodium Hexametaphosphate) 0.5-2% Paper Chelate’s of the present invention may be used in paper manufacturing. Preferably during “wet” manufacturing processes as detergent compositions. Chelate’s of the present invention may be used in paper finishing as detergent compositions. Chelate’s of the present invention may be used to treat cellulose fibre before paper manufacture as detergent compositions. A representative paper pulp bleaching composition is: Hydrogen Peroxide (H2O2) 3-15% Sodium Hydroxide (NaOH) 0.1-2% Sodium Silicate (Na2SiOs) 0.1-2% Sodium Hypochlorite (NaOCI) 0.05-0.5% Bleach catalyst (chelate of the present invention) Chelating Agent (e.g., EDTA) 0.001-0.5% 0.1-2% Stabilizer (e.g., Sodium Silicate Balance to 100% water 0.1-1% Cosmetics Chelate’s of the present invention may be used in conjunction with emollient to provide cosmetics compositions as detergent compositions. • Chelate’s the present invention may be used to produce detergent and bleaching compositions as: Hair Bleaching Products: Oxidative bleaches, such as hydrogen peroxide-based formulations, are widely used in hair bleaching products to lighten the colour of the hair. These products are used to achieve highlights, balayage, and overall hair lightening effects. Such a composition comprises a source of hydrogen peroxide, a surfactant and the chelate of the present invention A representative hair bleaching composition is: Hydrogen Peroxide (H2O2) 6-12% Bleach catalyst (chelate of the present invention) Ammonium Persulfate ((NH4)2S2O8) 0.001-0.5% 20-30% Potassium Persulfate (K2S2O8) 20-30% Sodium Metasilicate (Na2SiO3) 1-5% Sodium Carbonate (Na2CO3) 1-3% Kaolin Clay 1-3% Conditioning Agent 1-3% Stabilizer (Sodium Phosphate) 0.5-2% Balance to 100% water Teeth Whitening Products: Oxidative bleaches, typically containing hydrogen peroxide or carbamide peroxide, are utilized in teeth whitening products. These products help remove stains and discoloration from the teeth. Such a composition comprises a source of hydrogen peroxide, a surfactant and the chelate of the present invention Nail Bleaching Treatments: Oxidative bleaches are employed in nail bleaching treatments designed to lighten and brighten discoloured or stained nails. These treatments help restore the natural colour and appearance of the nails. Spot Correctors: Some spot corrector products, used to address specific areas of concern such as dark spots, age spots, or blemishes, may contain oxidative bleaches to help fade or lighten the affected areas. Such a composition comprises a source of hydrogen peroxide, a surfactant and the chelate of the present invention. The advantages of the present invention in cosmetics are that they provide an increase bleaching of cosmetics whilst retaining low levels of hydrogen peroxide and do so in an environmentally acceptable format and reduce skin irritation. The present invention may be exemplified by a bleaching booster composition which is added, such as a separate addition on preparing a washing liquor. The composition consisting of the detergent composition of the present invention, preferably anionic surfactant and chelate, The surfactant enabling efficient dispersion of the catalyst so as to avoid localised bleaching, such as may give rise to spots (such as white spots) on objects to be bleached. The chelate in-use acts as a catalyst for oxidative bleaching. Definition of the ligand of the chelate of the present invention. The ligand of the present invention required for forming the chelate of the present invention which is used in the detergent composition of the present invention is selected from one or more compounds (L) of structural formula 1: Formula 1 wherein m is 1 or 2; n is 1 or 2; R independently represents H, CH3, C2H5, C3H7, C4H9 and OH; preferably H, CH(CH3)2, C(CH3)3, CH2CH3 and OH; most preferably H; or OR1 wherein R1 represents CH3(CH2)v , wherein v is 0 to 17; or NR22, wherein: R represents H, CH3(CH2)w , wherein w is 0 to 17; preferably 0; R2 represents (CH2)2- OH; and R is preferably in positions 4, 5 or 6, and in those positions; R can represent (CH2)xCH3 , wherein x is 4 to 17: preferably 0; R’ represents H, CH3, CH2CH3, CH(CH3)2, (CH2)yOH or (CH2)yCOOH, wherein y is 0 to 17; and preferably H: R” represents H, CH3, CH2CH3, CH2OH, CH2CH2OH, CH2OCH3 or CH2CH2OCH3; and preferably H: R’” represents H; or an ester wherein R’” represents C=O) ( R4); R4 represents(CH2)z - R5, wherein z is from 1 to 18 and R5 is H, OH or COOH; preferably OH: or an ether, wherein R’” represents - R - R ; R7 represents C1 to C4 alkyl; preferably methylene; R8 represents H, CH3, OH or COOH: or CH(OH)CH2OH. A number of other chemical structures are presented in this document, for convenience they are not referred to as “formula” but simply by the number. The compounds of the present invention may have utility as ligands suitable for chelating metal ions for the provision of environmentally acceptable bleach catalysts and catalysts so obtained. The compounds are based upon a common structural element of (4,5-Dihydro-1,3-oxazol-2-yl)benzene and more preferably upon a o-(4,5-Dihydro-1,3-oxazol-2-yl)phenol core (dihydro-oxazol-phenol or DOP) structure: Formula 2 which may be ring substituted with ancillary groups, esterified or etherified. The compound may be optionally substituted with ancillary groups Ancillary groups are considered to be groups which do not fundamentally alter the chelating ability of the compound. However, ancillary groups are helpful in enabling the hydrophobicity, hydrophilicity and steric hindrance of the catalytic centre to be tailored. They are also helpful in adjusting those parameters to enhance the biodegradability of the ligand. In general, shorter alcohol chains and alkyl chains with a hydrophilic element are preferred so as to enable those characteristics to be achieved without presenting often poorly degradable long alcohol chains. As such, R preferably represents OH or NH2to provide a more hydrophilic structure with improved biodegradability, most preferably OH. In addition, an ether amine may preferably be present, providing the more labile ether amine functionality between an alkyl (chain) and the benzene ring in which case R1 represents CH3(CH2)v, wherein v is 0 to 17; or v is preferably 6 to 12 thus providing hydrophobicity without the potential for evolution of volatile short alkyl components, such as during high alkaline washing operation in which catalyst may be used; R2 represents CH3(CH3)W , wherein w is 0 to 17; or R1 or R2 represents (CH2)2- OH. The terminal hydroxy group improves biodegradability and ensures high water solubility. When an ancillary group is present on the benzene (phenolic) ring it is preferably present in positions 4, 5 or 6, more preferably 5 or 6 (to illustrate): This is understood to provide better bleaching by the chelate, particularly on hydrophobic services as the catalytic centre is less hindered what the overall complex is more hydrophobic. In this light, when R is in positions 4, 5 or 6, R can represent (CH2)xCH3, wherein x is 0 to 17, x is preferably 6 to 12 thus providing hydrophobicity without the potential for evolution of volatile short alkyl components, such as during high alkaline washing operation in which catalyst may be used. The compound may be esterified or etherified. As such R’” is preferably an ester, this improves the biodegradability of the compound. R’” is preferably an ether, this provides a compound more stable in an alkaline environment, such as during the washing process. The ester or ether may be distanced from the benzene ring by means of a spacer chain R6, R7, respectively. This spacer chain may enable a wider range of metal ions to be chelated, such as Co in addition to Mn, ions. R’” may comprise an alkyl chain, this may provide a degree of hydrophobicity to the ligand and thereby to a chelate created using the ligand. This can be advantageous in enabling catalytic bleaching of hydrophobic substrates. The ligand compounds are chelated with metal ions to form catalysts, such as may be suitable for catalysing oxidative bleaching. The compounds are biodegradable and thus prevent catalyst build up in the environment. The 4,5-Dihydro-1,3-oxazol-2-yl ring may also be substituted. R’ preferably represents H, CH3, CH2CH3,CH(CH3)2, (CH2)yOH or (CH2)yCOOH, wherein x is 0 to 17: y is preferably 6 to 12. R” preferably represents H, CH3, CH2CH3,CH2OH, CH2CH2OH, CH2OCH3or CH2CH2OCH3: most preferably one or both of R’, R” are H. This is particularly desirable when one or more of the other ancillary substituents represents an alkyl chain. Combinations of substituents: Preferred combinations of substituents are as follows: m is 1 in R is 0 to 5, w is 0 to 5 and x is 0 to 5. R” represents H or CH3 these ligands are readily synthesised, biodegradable and effective as catalysts in chelate form with manganese to provide catalysis of oxidative bleaching. A preferred subset is provided by the selection: R represents H, CH3, OH, OCH3, or N(CH3)2; R’ represents H, CH3, CH2OH or (CH2)2COOH; R’” represents H or-(C=O)- R4 with z being 2 or 4. A preferred subset is provided by the selection: R represents H, CH3, OH, OCH3, or N(CH3)2; R’ represents H, CH3, CH2OH or (CH2)2COOH; R’” represents H or - (R7)-O- R8; R5 is COOH R7 Represents a bond; z’ is preferably 1 and R9, is COOH Providing structures which are particularly biodegradable. For the same reasons, a further preferred combination is wherein m is 1 R wherein v is 6 to 17, w is 6 to 17 and x is 6 to 17 R” represents H. These more hydrophobic ligands provide greater recovery in sewage sludge and are thus less readily to be found as catalysts in chelate form with manganese to provide catalysis of oxidative bleaching, particularly of hydrophobic substrates, such as hydrophobic stains. In the present invention n is preferably 1. In the present invention n may be 2, as such potentially providing a more hydrophobic ligand, particularly when in conjunction with the previously mentioned hydrophobic variations of R. In the present invention m is preferably 1; R may preferably be H. In the present invention m may preferably be 2. As can be seen the structure comprises the common structural element: this structure may be referred to as o-(4,5-Dihydro-1,3-oxazol-2-yl)phenol or more formally as 2-(4,5-dihydro-1,3-oxazol-2-yl)phenol. For simplicity of communication the structural unit is referred to by the label DOP, dihydro-oxazol-phenol in this document. In the present invention a number of groups of specific compounds are preferred, these groupings represent families of readily synthesised compounds having good, calculated, good biodegradability characteristics and an ability to chelate transition metal ions, particularly manganese ions. These are: a) The present invention wherein n = 1; m = 1; R’ is H or CH3; R” is H or CH3; R’” is H and the compound has a structure selected from those set out in the table of claim 8. b) The present invention wherein n = 1; m = 1; R’ is H or CH3; R” is H orCH3;R”’ is H and the compound has a structure selected from those set out in the table of claim 9. c) The present invention wherein n = 1; m = 1; R is N(CH2)2-OH) ; R’ is CH3; R” is CH3; R’” is H and the compound has a structure selected from those set out in the table of claim 10. d) The present invention wherein n = 1; m = 1; R’ is H or CH(CH3)2; R” is H; R’” is H and the compound has a structure selected from those set out in the table of claim 11. e) The present invention wherein n = 1; m = 1; R’ is CH2OH; R” is H; R’” is H and the compound has a structure selected from those set out in the table of claim f) The present invention wherein n = 1; m = 1; R’ is (CH2)2COOH; R” is H; R’” is H and the compound has a structure selected from those set out in the table of claim g) The present invention wherein n = 2; m = 1; R’ is H; R” is H; R’” is H and the compound has a structure selected from those set out in the table of claim 14. In the event that any of the compounds set out in claims 8 to 14 does not conform to the abbreviated list of requirements for the substituent and the compound still remains part of the invention. The requirements in each claim are presented for clarity of presentation. h) The present invention wherein and the compound has a structure selected from those set out in the table of claim 15. e) The present invention wherein and the compound has a structure selected from those set out in the table of claim 16. Preparation The compound of the present invention may be prepared by known synthetic techniques. Given the wide range of compounds (ligands) within the scope of the present invention a general scheme, more specific scheme and a particular synthesis are provided, from which the skilled person is able to reasonably adapts the procedure for any given specific compound preparation. The preferred synthetic route or compounds of the present invention uses the scheme: U a x...-•• Amidine reagent reagent and / or $ and / or catalyst catalyst H Oxazoline Amide as can be seen the reaction of a carboxylic acid or its derivatives like its methyl ester or its nitrile with an alpha substituted beta hydroxy amine can take place in two separate stages or “one pot”, i.e. telescoping both stages and produces the basic oxazoline unit of the present invention. Such raw materials are available from sustainable sources, such as biological or bio-derived feedstocks. The above reaction scheme is related to the Pinner reaction for the condensation of a carboxylic acid with an a-substituted p-hydroxy amine to form an oxazoline. Reagents and catalysts include but are not restricted to Thionyl chloride (SOCI2), Oxalyl chloride (C2O2CI2), p-Toluene sulfonic acid, Methane sulfonic acid, Trifluoromethanesulfonic acid, Trifluoroacetic acid, Hydrogen chloride. An outline scheme is as follows, the skilled person adapting these as may be required. Example reaction conditions : the following reagents are provided: An aromatic carboxylic acid relevant to the structure intended (see table below) An a-Substituted p-hydroxy amine relevant to the structure intended (see table below) Thionyl Chloride (SOCI2)can be used as a reagent in both stages, first to form in-situ the acyl chloride from the carboxylic acid which will then react with the amine, then to form a chloride from the alcohol, more reactive toward cyclisation. A suitable solvent for the reaction is usually anhydrous (water-free) and polar. Suitable solvents include dichloromethane (CH2CI2) or chloroform (CHCI3). These solvents help dissolve the reagents and promote the reaction. Alternative solvents available from renewable feedstocks include: Tetrahydrofuran (THF, C4H8O): having lower toxicity compared to dichloromethane and chloroform and derivable from renewable resources through the hydrogenation of furfural, which is obtained from lignocellulosic biomass. Methyl tert-butyl ether (MTBE, C5Hi2O) which also has lower toxicity and is derivable from renewable feedstocks such as isobutene, which can be produced from biomass-based sources. 2-Methyltetrahydrofuran (2-MeTHF, CsHwO), which has similar properties to THF and can be produced from renewable feedstocks, such as biomass-derived sugars or furfural. The reaction is typically carried out at a moderately low temperature, around 0-10°C. This range helps control the reaction rate and minimize undesired side reactions. An outline Reaction Procedure is as follows: In a dry and inert atmosphere (e.g., under nitrogen), combine the carboxylic acid and a-substituted p-hydroxy amine in the chosen solvent. Add a catalytic amount of a base, such as triethylamine (EtsN), to neutralize the hydrogen chloride formed during the reaction. Gradually add thionyl chloride (SOCI2) to the reaction mixture, typically dropwise, while maintaining the reaction temperature. Stir the reaction mixture for a specific period, usually several hours, to ensure completion of the reaction. Quench the reaction by adding a suitable quenching agent, such as ice or water, to destroy any excess thionyl chloride and neutralize the remaining acidic components. Extract the product from the reaction mixture using a suitable solvent or perform further purification steps, such as column chromatography or recrystallization. Skilled person will adapt the specific reaction conditions using their common general knowledge. A more specific example procedure, such as, for compound 1000 is as follows A mixture of methyl ester functionalized phenol (1 eq) and hydroxyalkylamine (1.05 eq) is heated to 130°C and the methanol of reaction is distilled until no further distillation is observed and the reaction is complete. The resulting residue is then cooled to room temperature and suspended in dichloromethane, methyl tert-butyl ether or methyltetrahydrofuran(4 vol). After cooling to 5°C, thionyl chloride (1.1eq) is then added dropwise to the mixture. After complete addition the reaction is stirred for 16h at 25°C. Resulting solids are then filtered and neutralized with 10% NaHCO3 solution before being extracted with methyl tert-butyl ether (3X1 vol). Organic extract is then concentrated to dryness under vacuum to give the target ligand structure. A specific synthesis of compound (1000) A mixture of methyl salicylate (273.9g, 1.8mol) and ethanolamine (115.8g, 1.9mol) is heated to 130°C and the methanol of reaction is distilled until no further distillation is observed and the reaction is complete. The resulting residue is then cooled to room temperature and suspended in dichloromethane (1L, 4 vol). After cooling to 5°C, thionyl chloride (237.5g, 2.0mol) is then added dropwise to the mixture. After complete addition the reaction is stirred for 16h at 25°C. Resulting solids are then filtered and neutralized with 10% NaHCO3 solution before being extracted with methyl tert-butyl ether (3 X 150mL). Organic extract is then concentrated to dryness under vacuum to give to give product as a red oil which crystallizes to peach / pink solid on standing. Solids ground to give a peach / pink powder in 68% yield (292.5g, 1.22mol). Analytical Data: GC purity: 99.5%; FT-IR: nC=N 1636cm1; *H NMR (Methanol-ch, 300 = MHz, 8): 7.56 (dd, 1H), 7.29 (ddd, 1H), 6.89 (dd, 1H), 6.79 (ddd, 1H), 4.28 (t, 2H), 3.93ppm (t, 2H); ^H} NMR (methanol-d4, 75MHz, 8): 165.87, 159.45, 132.90, 127.75, 118.32, 116.01, 110.57, 66.61, 52.91 ppm; Elemental analysis: C 65.66%, H 5.45%, N 8.62% Example combinations of reagents to produce compounds of the present invention is provided in the following table: Amine Substrate h2n—oh h2n^0H h2n^OH .OH .OH h2N^VH o 0 OH 1000 1100 1200 1300 1400 o >o 1002 1102 1202 1302 1402 0 HO OH 1006 1106 1206 1306 1406 OH 0 Xr 1008 1108 1208 1308 1408 0 — OH 1011 1111 1211 1311 1411 0 H2N^—^OH 1022 1122 1222 1322 1422 Chelate The present invention includes, a chelate comprising a compound (L) of any of claims 1 to 9 as the ligand of a transition metal element (M). The chelate is preferably a hexadentate complex. The chelate is preferably comprising two ligands chelated to 1 transition metal element. The chelate preferably comprises one or more further ligands not being the ligands of the invention. The chelate preferably consists of two further ligands not being the ligands of the invention. The further ligands are preferably selected from H20, carbonate, hydroxide, a halide or an organic acid. The further ligands are preferably selected from, H20, Cl and acetate. The chelate of the present invention is preferably a chelate of a transition metal. Preferred transition metals are Iron (Fe): Manganese (Mn): Copper (Cu): and Cobalt (Co). Preferred transition metal ions are iron(ll) or iron(lll); manganese(ll) or manganese(lll); copper(ll); cobalt(ll) or cobalt(lll). The preferred transition metal is preferably Manganese or Cobalt, most preferably manganese, still more preferably manganese (II) or (III). The chelate of the present invention is preferably a chelate of the transition metal element manganese, preferably wherein Mn is in the 3+, (III) oxidation state. The mode of action of the prepared chelate of Mn in the 3+ oxidation state is to reversibly cycle between the Mn 3+ and Mn 4+ oxidation states during bleaching, confirmed to be chemically reversible by cyclic voltammetry (+0.5V) Chelate preparation Given the wide range of chelates within the scope of the present invention a general scheme, more specific scheme and a particular synthesis are provided, from which the skilled person is able to reasonably adapts the procedure for any given specific chelate preparation. An outline scheme for preparation of the chelate of the present invention is as follows: provide the ligand: o-(4,5-Dihydro-1,3-oxazol-2-yl)phenol and the metal salt: Manganese(ll) chloride tetrahydrate (MnCI2 4H2O) Prepare a solution of the ligand. Dissolve a suitable amount of o-(4,5-Dihydro-1,3-oxazol-2-yl) phenol in ethanol or dimethylformamide, to form a clear solution. A concentration in the range 0.1 to 0.5mol / l may be used. In a separate container, dissolve the manganese(ll) chloride tetrahydrate (MnCI2 4H2O) in ethanol, to form a manganese salt solution. The concentration of the manganese salt can be adjusted to provide a twofold excess of the ligand Slowly add the ligand solution to the manganese salt solution while stirring. The addition of the ligand solution should be done dropwise or with continuous stirring to ensure effective mixing. The process is carried out in the temperature range 40 to 80 degrees Celsius (°C). After the addition is complete, continue stirring the reaction mixture for three several hours, to allow the ligand to coordinate with the manganese ions and form the desired manganese-based catalyst complex. Progress of the reaction may be monitored by UV visible spectroscopy. Meanwhile, prepare a solution of acetic acid in a suitable solvent, ethanol. Adjust the concentration of the acetic acid solution based on the desired catalyst composition. Slowly add the acetic acid solution to the reaction mixture while maintaining stirring, such as over a period of one hour. The addition of the acetic acid should be done dropwise or with continuous stirring. Once the desired reaction time has elapsed, the manganese-based catalyst can be isolated by techniques such as filtration, precipitation, or solvent evaporation. Finally, the isolated catalyst can be washed, dried, and stored in a sealed container for future use in oxidative bleaching reactions. A specific representative procedure for the synthesis of a chelate according to the present invention, such as for the chelate of compound 1000 used in the bleach catalysis methods below is: Oxazoline ligand 1000 (180mmol, 2 eq) was dissolved in MeOH (900ml, 30 vol). Solid manganese acetate tetrahydrate (21.9g, 90 mmol, 1eq) was then charged to the ligand solution to give an instant colour change to dark green / black. After 0.25h stirring the mixture is concentrated in vacuo to give an initial residue. Material is then resuspended in 900ml and concentrated to dryness twice more to give the final catalyst complex. A specific synthesis of 1000-Mn Complex Oxazoline ligand 1000 (30g, 180mmol, 2eq) was dissolved in MeOH (900ml, 30 vol). Solid manganese acetate tetrahydrate (21.9g, 90 mmol, 1eq) was then charged to the ligand solution to give an instant colour change to dark green / black. After 0.25h stirring the mixture is concentrated in vacuo to give an initial residue. Material is then resuspended in 900ml and concentrated to dryness twice more to give the final catalyst complex. Sample ground in pestle and mortar to give catalyst as a green-brown free-flowing powder (41.3g). Analytical Data’. FT-IR: nC=N 1621cm1; UV-Vis: Imax = 264nm, 216nm; ICP: 13% Mn content; Elemental analysis: C 53.40%, H 4.59%, N 5.77% SXRD Structure: Table 1 Crystal data and structure refinement for 1000 complex. Identification code 1000 complex Empirical formula C22H23M nN2O8 Formula weight 498.36 Temperature / K 120.00 Crystal system triclinic Space group P-1 a / A 6.3884(2) b / A 9.4519(3) c / A 9.5141(3) a / ° 80.7500(10) P / ° 71.9660(10) v / ° 71.0250(10) Volume / A3 515.42(3) Z 1 Pcalcg / cm3 1.606 p / mm1 0.696 F(000) 258.0 Crystal size / mm3 0.21x0.11x0.025 Radiation Mo Ka (X = 0.71073) 20 range for data collection / 0 6.634 to 63.994 Index ranges -9 < h < 9, -14 < k < 14, -14 < 1 < 14 Reflections collected 20885 Independent reflections 3567 [Rint = 0.0297, Rsigma = 0.0202] Data / restraints / parameters 3567 / 0 / 196 Goodness-of-fit on F2 1.147 Final R indexes [l>=2o (1)] Ri = 0.0288, wR2 = 0.0740 Final R indexes [all data] Ri = 0.0303, wR2 = 0.0747 Largest diff, peak / hole / e A3 0.42 / -0.28 [Text Wrapping Break] Table 2 Fractional Atomic Coordinates (xlO4) and Equivalent Isotropic Displacement Parameters (A2xl03) for 1000 complex. Ueq is defined as 1 / 3 of the trace of the orthogonalised Uu tensor. Atom X y z U(eq) Mnl 5000 0 5000 11.33(6) 01 3351.5(15) 86.0(9) 3657.1(9) 15.44(15) 02 6453.7(15) 3569.2(9) 2133.1(10) 17.11(16) 03 1935.7(15) 1609.3(9) 6456.8(10) 18.09(17) 04 1294.2(16) 3730.8(10) 5057.3(10) 21.68(19) N1 6171.8(16) 1663.2(10) 3833.1(10) 12.28(16) Cl 7428(2) 2444.9(13) 4339.4(13) 16.5(2) C2 7728(2) 3690.5(14) 3120.8(14) 18.3(2) C3 5673.4(18) 2372.2(12) 2646.5(12) 12.33(18) C4 4365.4(19) 2016.4(12) 1828.2(12) 12.74(18) C5 3303.0(19) 867.9(12) 2378.6(12) 13.06(18) C6 2054(2) 561.2(13) 1532.7(13) 17.0(2) C7 1914(2) 1343.6(15) 192.5(14) 20.5(2) C8 2949(2) 2494.8(15) -338.7(13) 20.7(2) C9 4139(2) 2829.8(13) 480.8(13) 16.8(2) CIO 767.6(19) 2914.4(12) 6254.1(12) 14.35(19) Cll -1368(2) 3587.6(15) 7449.5(14) 20.6(2) Table 3 Anisotropic Displacement Parameters (A2xlO3) for 1000 complex. The Anisotropic displacement factor exponent takes the form: -2n2[h2a*2Un+2hka*b*Ui2+...]. Atom Un U22 U33 U23 Ui3 Ui3 Mnl 12.13(11) 11.27(10) 12.29(11) 1.92(7) -5.81(8) -4.64(8) 01 18.1(4) 16.4(4) 15.7(4) 4-1(3) -9-5(3) -8.1(3) 02 19.2(4) 15.5(4) 20.2(4) 4.3(3) -8.5(3) -9-5(3) 03 17.9(4) 13.9(4) 17.9(4) -0.7(3) -3.2(3) -0.5(3) 04 21.5(4) 14.7(4) 19.2(4) 2.0(3) 0.0(3) 0.5(3) Nl 11.6(4) 11.9(4) 14.2(4) -0.8(3) -4.6(3) -3.6(3) Cl 18.6(5) 16.3(5) 19.0(5) 0.4(4) -8.6(4) -8.5(4) C2 19.9(5) 16.0(5) 23.5(5) 1.0(4) -9.5(4) -8.9(4) C3 10.6(4) 10.8(4) 14.1(4) -1.0(3) -2.1(3) -2.3(3) C4 12.5(4) 13.0(4) 12.3(4) -0.9(3) -3.5(3) -3.1(3) C5 13.2(4) 12.3(4) 13.5(4) -0.1(3) -5.1(4) -2.5(3) C6 20.2(5) 16.4(5) 17.9(5) 0.1(4) -9.4(4) -6.7(4) C7 25.2(6) 22.4(6) 18.3(5) 0-2(4) -11.7(5) -8.3(5) C8 26.0(6) 24.4(6) 14.2(5) 3-2(4) -9.1(4) -9-3(5) C9 19.0(5) 17.8(5) 13.5(5) 1-7(4) -4.7(4) -6.3(4) CIO 13.7(4) 13.5(4) 16.3(5) -2.6(4) -4.8(4) -3.1(4) Cll 17-7(5) 18.4(5) 19.1(5) -1.8(4) -0.5(4) -0.8(4) Table 4 Bond Lengths for 1000 complex. Atom Atom Length / A Atom Atom Length / A Mnl Ol1 1.8687(8) Nl Cl 1.4699(14) Mnl 01 1.8687(8) Nl C3 1.2906(14) Mnl 03 2.2646(8) Cl C2 1.5289(17) Mnl 031 2.2646(8) C3 C4 1.4447(15) Mnl Nl1 1.9884(9) C4 C5 1.4105(15) Mnl Nl 1.9884(9) C4 C9 1.4075(15) 01 C5 1.3215(13) C5 C6 1.4113(15) 02 C2 1.4587(14) C6 C7 1.3802(16) 02 C3 1.3437(13) C7 C8 1.4004(18) 03 CIO 1.2368(13) C8 C9 1.3741(17) 04 CIO 1.2862(14) CIO Clf 1.5057(17) il-X,-Y,l-Z Table 5 Bond Angles for 1000 complex. Atom Atom Atom Angle / " Atom Atom Atom Angle / " Ol1 Mnl 01 180.0 C3 Nl Cl 108.94(9) Ol1 Mnl 031 91.76(4) Nl Cl C2 103.19(9) Ol1 Mnl 03 88.24(4) 02 C2 Cl 104.53(9) Ol Mnl 03 91.76(4) 02 C3 C4 117.21(9) Ol Mnl 031 88.24(4) Nl C3 02 115.94(10) Ol1 Mnl Nl1 90.50(4) Nl C3 C4 126.85(10) 01 Mnl Nl 90.50(4) C5 C4 C3 120.34(10) 01 Mnl Nl1 89.50(4) C9 C4 C3 119.68(10) Ol1 Mnl Nl 89.50(4) C9 C4 C5 119.98(10) 031 Mnl 03 180.0 01 C5 C4 124.11(10) Nl Mnl 031 87.83(3) 01 C5 C6 117.80(10) Nl1 Mnl 03 87.83(3) C4 C5 C6 118.06(10) Nl1 Mnl 031 92.17(3) C7 C6 C5 120.90(11) Nl Mnl 03 92.17(3) C6 C7 C8 120.72(11) Nl1 Mnl Nl 180.00(3) C9 C8 C7 119.29(11) C5 01 Mnl 131.43(7) C8 C9 C4 121.01(11) C3 02 C2 107.16(9) 03 CIO 04 122.79(11) CIO 03 Mnl 133.84(8) 03 CIO Cll 119.13(11) Cl Nl Mnl 124.20(7) 04 CIO Cll 118.08(10) C3 Nl Mnl 126.09(8) il-X,-Y,l-Z Table 6 Hydrogen Bonds for 1000 complex. D H A d(D-H) / A d(H-A) / A d(D-A) / A D-H-A / ° 04 H4 O41 1.2196(9) 1.2196(9) 2.4393(17) 180.000(0) i-X,l-Y,l-Z Table 7 Selected Torsion Angles for 1000 complex. A B C D Angle / " A B C D Angle / " 02 C3 Nl Mnl 172.74(7) C5 Ol Mnl Nl1 -173.60(10) Cl Nl C3 02 2.44(13) C5 Ol Mnl Nl 6.40(10) C3 C4 C5 Ol 2.14(17) C5 C4 C3 02 -173.81(10) C3 C4 C5 C6 -179.74(10) C5 C4 C3 Nl 5.85(17) C4 C3 Nl Mnl -6.92(16) C6 C5 Ol Mnl 173.10(8) C4 C3 Nl Cl -177.22(10) C6 C5 C4 C9 0.76(16) C4 C5 01 Mnl -8.77(17) C9 C4 C3 02 5.69(15) C5 Ol Mnl 03 98.59(10) C9 C4 C3 Nl -174.64(11) C5 Ol Mnl O31 -81.41(10) C9 C4 C5 01 -177.37(10) il-X^-YJ-Z Table 8 Hydrogen Atom Coordinates (AxlO4) and Isotropic Displacement Parameters (A2xl03) for Atom X 1000 complex, y z U(eq) H1A 8850(30) 1780(19) 4441(19) 22(4) H1B 6490(30) 2840(20) 5300(20) 25(4) H2A 9270(30) 3540(20) 2540(20) 22(4) H2B 7030(30) 4640(20) 3470(20) 23(4) H4 0 5000 5000 47(9) H6 1330(30) -200(19) 1913(19) 21(4) H7 1040(30) 1100(20) -340(20) 25(4) H8 2800(30) 3050(20) -1280(20) 33(5) H9 4860(30) 3610(20) 140(20) 26(4) H11A -2340(50) 4450(30) 7160(30) 65(8) HUB -990(50) 3610(30) 8300(30) 76(9) H11C -2230(50) 2930(30) 7740(30) 74(9) Experimental Representative catalysts of the present invention were tested as follows: Bleach Catalyst UV-Vis test method Bleaching efficiency of prepared catalyst complexes is tested by monitoring the reduction in absorbance at 630nm of a naphthol blue black dye solution by UV-Vis. Four stock solutions are prepared before testing; i) pH 10.5 buffer solution prepared by adding a 0.5M sodium bicarbonate solution to IL 0.5M sodium carbonate solution until the desired pH is achieved; ii) 0.75M H2O2 comprising of 72.9g 35% H2O2 made IL volume with D.L water; iii) Naphthol blue black dye solution comprising of 0.028g naphthol blue black made to IL volume with D.L water and iv) a lmmol solution of the catalyst with respects to Mn metal stoichiometry made up in D.L water. To measure bleaching performance 20pl of the prepared 0.75M H2O2 solution is first charged to a lml cuvette, followed by 20pl of the lmmol catalyst solution. The cuvette is then placed in the UV-Vis apparatus and measurement is started, lml of the naphthol blue black dye solution and 2.25ml of buffer solution are then charged sequentially. Percentage bleaching is calculated as the percent reduction in absorbance at 630nm 0.5h from the point of highest absorbance. The maximum observed rate is taken from the point of greatest gradient observed on the UV-Vis trace. Comparison to existing catalysts Catalyst Total bleaching 0.5h Max. obs. Bleach rate MnCI2.2H2O 13% -0.005 Mn(OAc)2.4H2O 55% -0.002 Mn (II) oxalate 57% -0.025 MnMe3-TACN prepared as per literature 75% -0.100 1000 complex 75% -0.244 Ligand ratio comparison (chloride counterion) 1000: Mn Total bleaching 0.5h Max. obs. Bleach rate 1 49% -0.180 2 68% -0.277 3 72% -0.280 Mn counterion comparison Mn counter ion Total bleaching 0.5h Max. obs. Bleach rate Cl 68% -0.277 COa 34% -0.006 AcO 75% -0.244 CLO 40% -0.053 F6P 79% -0.085 Structure Variations Ligand structure Total bleaching 0.5h Max. obs. Bleach rate 1000 75% -0.244 1002 86% -0.308 1006 >30% 1008 59% -0.032 1010 >30% 1011 66% -0.124 1022 >30% 1100 >30% 1102 >30% 1106 >30% 1108 >30% 1010 >30% 1111 >30% 1122 >30% 1200 35% -0.153 1300 53% -0.092 1400 >30% As can be seen above chelates of representative ligands of the present invention are effective in 10 promoting oxidative bleaching. Bleach Catalyst stain removal test Standard pre-stained tiles from Center for Test materials (CFT, The Netherlands) were used for this test to demonstrate stain removal in automatic dishwashing application. Bleach performance test by 15 stain removal from pre-stained tile pieces is achieved by dissolving 4.2g sodium carbonate and 0.7g sodium bicarbonate in IL in deionized water at 40°C. When testing catalysts in solution, 5mL of a prepared lmmol solution in deionized water is charged to the mixture; for solid catalyst testing a mass equivalent to 5mmol is charged directly to the stirred mixture. The stain test plate of interest is then half submerged in the stirred mixture before adding 5ml of a 0.75M H2O2 solution. Test pieces 5 are submerged for a total of 10 minutes from the addition of H2O2 before rinsing with D.l. water and allowing to dry. Catalyst charged as a solution Stain No cat. blank Mn(OAc)2 Dragon 1000 1002 DM14-highly discriminative tea V. Poor Poor V. Good V. Good V. Good DM11 - tea V. Poor Poor Good Good Good DM81 - coffee V. Poor Poor Good Moderate Good DM82-espresso V. Poor Poor Moderate Moderate Moderate DM51 - red wine V. Poor Poor Good Good Good DM62 - curry V. Poor Poor Poor Moderate Moderate Catalyst charged as a solid Stain No cat. blank Mn(OAc)2 Dragon 1000 1002 DM14-highly discriminative tea V. Poor Poor V. Good Excellent Excellent DM11 - tea V. Poor Poor Good Good Good DM81 - coffee V. Poor Poor Good Good V. Good DM82-espresso V. Poor Poor Moderate Good Good DM51 - red wine V. Poor Poor Good V. Good V. Good DM62 - curry V. Poor Poor Poor V. Good V. Good As can be seen, the presence of a catalyst enables bleaching to take place and its ligand is required, beyond a simple anion in conjunction with the manganese to provide any bleaching. The use of a chelate the commercially available MnMe3-TACN, Bis(N,N',N"-trimethyl-1,4,7-triazacyclononane)-trioxo-dimanganese (IV) di(hexafluorophosphate) 15 monohydrate provides effective bleaching and the ligands of the present invention provide improvements of this. The improvements are particular striking when the solid catalyst is used. General In the event that a compound of the present invention appears to disclose a noncanonical valence (such as a variance of 5 carbon) instructor should be interpreted by the additional deletion of protons to provide a canonical valence. 5 For the purposes of the present description the compounds of the present invention may also be described as ligands even if not actually chelating a metal ion.
Claims
Claims,1. A detergent composition comprising:from 0.5 to 15% by weight of a detersive surfactant;hydrogen peroxide or a source of hydrogen peroxide;from 0.01 to 5%, preferably 0.001 to 2%, by weight of a chelate of a transition metal (M) with one or more ligands being a compound (L) of structural formula 1:formula 1whereinm is 1 or 2;n is 1 or 2;R independently represents H, CH3, C2H5, C3H7, C4H9 and OH; preferably H, CH(CH3)2, C(CH3)3, CH2CH3 and OH; most preferably H;or OR1 wherein R1 represents CH3(CH2)v , wherein v is 0 to 17;or NR22, wherein:R represents H, CH3(CH2)w , wherein w is 0 to 17; preferably 0;R2 represents (CH2)2- OH;and R is preferably in positions 4, 5 or 6, and in those positions;R can represent (CH2)xCH3 , wherein x is 4 to 17: preferably 0;R’ represents H, CH3, CH2CH3, CH(CH3)2, (CH2)yOH or (CH2)yCOOH, wherein y is 0 to 17; and preferably H:R” represents H, CH3, CH2CH3, CH2OH, CH2CH2OH, CH2OCH3 or CH2CH2OCH3; and preferably H:R’” represents H;or an ester wherein R’” represents C=O) ( R4);R4 represents(CH2)z - R5, wherein z is from 1 to 18 and R5 is H, OH or COOH; preferably OH:or an ether, wherein R’” represents - R - R ;R7 represents C1 to 04 alkyl; preferably methylene;R8 represents H, CH3, OH or COOH:or CH(0H)CH20H.
2. The compound of claim 1 wherein:in R any v is 0 to 5, any w is 0 to 5 and any x is 0 to 5;R’ and R” independently represent H or CH3;R’” represents H.
3. The compound of claim 1 wherein:R wherein at least one of v, w and z is 6 to 17; preferably at least two of v, w and z is 6 to 17; most preferably any v is 6 to 17, any w is 6 to 17 and any x is 6 to 17;R’ and R” independently represent H or CH3; preferably H;R’” represents H.
4. The compound of claim 1 wherein:R represents H, CH3, OH, OCH3, or N(CH3)2;R’ represents H, CH3, CH2OH or (CH2)2COOH;R” represents HR’” provides an ether.
5. The compound of any of claims 1 or 4 wherein n is 1.
6. The compound of any of claims 1 to 4 wherein n is 2.
7. The compound of any preceding claim wherein m is 1.
8. The compound claim 1 wherein the compound has the structure selected from:Patent code Structure SMILES IUPAC name 1000 o-x OC(=CC=C1)C(=C1)C(=NC1)O Cl o-(4,5-Dihydro-l,3-oxazol-2-yl)phenol 1001 y^OH OC(=C(C)C=C1)C(=C1)C(=NC1 )OC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)-2-cresol 1002 O-A OC(=CC1C)C(=CC=1)C(=NC1) OC1 4-(4,5-Dihydro-l,3-oxazol-2-yl)-3-cresol 1003 °-\ OC(=CC=C1C)C(=C1)C(=NC1) OC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)-4-cresol 1004 OC(=CC1)C(=C(C)C=1)C(OC1) =NC1 2-(4,5-Dihydro-l,3-oxazol-2-yl)-3-cresol 1005 0-x OH OC(=C(O)C=C1)C(=C1)C(OC1) =NC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)pyrocatechol 1006 O"\ HO^^^OH OC(=CC1O)C(=CC=1)C(OC1)= NCI 4-(4,5-Dihydro-l,3-oxazol-2-yl)resorcinol 1007 °-\ OC(=CC=C1O)C(=C1)C(OC1)= NCI 2-(4,5-Dihydro-l,3-oxazol-2-yl)hydroquinone 1008 OH OC(=CC=C1)C(=C1O)C(=NC1) OC1 2-(4,5-Dihydro-l,3-oxazol-2-yl)resorcinol 1009 o-4_O Ko \= / \ OC(=C(C=C1)OC)C(=C1)C(=N C1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-6-methoxyphenol 1010 Q-A . jQC O— OH OC(=CC1OC)C(=CC=1)C(OC1) =NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-5-methoxyphenol 1011 \^OH OC(=CC1)C(=CC=1OC)C(=NC1 )OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-methoxyphenol 1012 R° ¥ OC(=CC1)C(=C(C=1)OC)C(=N C1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3-methoxyphenol 1013 Y^OH OC(C(=CC1)C(OC2)=NC2)=C( C=1)OCCO 6-(4,5-Dihydro-l, 3-oxazol-2-yl)-2-(2-hydroxyethoxy)phenol 1014 o' z OC(=CC1OCCO)C(=CC=1)C(O C1)=NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-5-(2-hydroxyethoxy)phenol 1015 OC(=CC=C1OCCO)C(=C1)C(= NC1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-(2-hydroxyethoxy)phenol1016 dr —^OH OC(=CC=C1)C(=C1OCCO)C(O C1)=NC1 2-(4,5-Dihydro-l,3-oxazol-2-yl)-3-(2-hydroxyethoxy)phenol 1017 Y^OH OC(C(=CC1)C(OC2)=NC2)=C( C=1)OCCOC 6-(4,5-Dihydro-l, 3-oxazol-2-yl)-2-(2-methoxyethoxy)phenol 1018 o \ OC(=CC(=C1)OCCOC)C(=C1)C (OC1)=NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-5-(2-methoxyethoxy)phenol 1019 / OC(=CC1)C(=CC=1OCCOC)C(= NC1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-(2-methoxyethoxy)phenol 1020 o-x —^OH OC(=CC=C1)C(=C1OCCOC)C(= NC1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3-(2-methoxyethoxy)phenol 1021 o-x Y^OH nh2 OC(C(=CC1)C(OC2)=NC2)=C( N)C=1 6-Amino-2-(4,5-dihydro-l,3-oxazol-2-yl)phenol 1022 O-\ jCC h2n^-^oh OC(=CC(N)=C1)C(=C1)C(OC1) =NC1 5-Amino-2-(4,5-dihydro-l,3-oxazol-2-yl)phenol 1023 °-A OH OC(=CC=C1N)C(=C1)C(=NC1) OC1 4-Amino-2-(4,5-dihydro-l,3-oxazol-2-yl)phenol 1024 nh2 o-\ di N OC(=CC=C1)C(=C1N)C(OC1)= NCI 3-Amino-2-(4,5-dihydro-l,3-oxazol-2-yl)phenol 1025 o-4 o \= / \ OC(C(=CC1)C(OC2)=NC2)=C( C=1)N(C)C 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-6-(dimethylamino)phenol 1026 °-A rd 1 OC(=CC1N(C)C)C(=CC=1)C(O C1)=NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-5-(dimethylamino)phenol 1027 1 r OC(=CC1)C(=CC=1N(C)C)C(= NC1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-(dimethylamino)phenol 1028 O~X ddN OC(=CC1)C(C(=NC2)OC2)=C( C=1)N(C)C 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3-(dimethylamino)phenol 1029 O-X cdN Y^oh — OH OC(=C(C=C1)N(CCO)CCO)C(= C1)C(OC1)=NC1 2-{[3-(4,5-Dihydro-l, 3-oxazol-2-yl)-2- hydroxyphenyl](2- hydroxyethyl)amino}ethanol 1030 h^j1Xn HOS___। OC(=CC1N(CCO)CCO)C(=CC= 1)C(OC1)=NC1 2-{[4-(4,5-Dihydro-l, 3-oxazol-2-yl)-3- hydroxyphenyl](2- hydroxyethyl)amino}ethanol 1031 ho'Y ^-^OH OC(=CC=C1N(CCO)CCO)C(=C 1)C(=NC1)OC1 2-{[3-(4,5-Dihydro-l, 3-oxazol-2-yl)-4- hydroxyphenyl](2- hydroxyethyl)amino}ethanol 1032 H0 dd OC(=CC1)C(C(=NC2)OC2)=C( C=1)N(CCO)CCO 2-{[2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3- hydroxyphenyl](2- hydroxyethyl)amino}ethanol 1033 0-\ rdN COC(=CC=C1)C(=C1)C(=NC1) OC1 2-(o-Methoxyphenyl)-4,5-dihydro-l,3-oxazole1034 0^ oY CCOC(=CC=C1)C(=C1)C(OC1) =NC1 2-(o-Ethoxyphenyl)-4,5-dihydro-l,3-oxazole 1035 ^O^OH OCCOC(=CC1)C(=CC=1)C(=NC 1)OC1 2-[o-(4,5-Dihydro-l,3-oxazol-2-yl)phenoxy]ethanol 1036 R o / COCCOC(=CC1)C(=CC=1)C(=N C1)OC1 2-[o-(2-Methoxyethoxy)phenyl]-4,5-dihydro-l,3-oxazole 1037 R o o X OCCOCCOC(=CC1)C(=CC=1)C (OC1)=NC1 2-{2-[o-(4,5-Dihydro-l,3-oxazol-2-yl)phenoxy]ethoxy}ethanol 1038 R / J o a \ COCCOCCOC(=CC=C1)C(=C1) C(OC1)=NC1 2-{o-[2-(2- Methoxyethoxy)ethoxy]phenyl}-4,5-dihydro-l,3-oxazole 1039 o-\ cA OH OC(CO)COC(=CC1)C(=CC=1)C (=NC1)OC1 3-[o-(4,5-Dihydro-l,3-oxazol-2-yl)phenoxy]-l,2-propanediol 1040 °^\ 0 OC(=O)COC(=CC=C1)C(=C1)C (OC1)=NC1 [o-(4,5-Dihydro-l,3-oxazol-2-yl)phenoxy]acetic acid 1041 R V o I OC(=O)CCOC(=CC1)C(=CC=1) C(OC1)=NC1 3-[o-(4,5-Dihydro-l,3-oxazol-2-yl)phenoxy]propionic acid9. The compound claim 1 wherein the compound has the structure selected from:Patent code Structure SMILES IUPAC name 1100 Q-y OC(=CC=C1)C(=C1)C(=NC1(C) C)OC1 o-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1101 o^ / rA OC(C(=CC1)C(OC2)=NC2(C)C) =C(C)C=1 3-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-2-cresol 1102 o-y~ —^OH OC(=CC1C)C(=CC=1)C(OC1)= NC1(C)C 4-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-3-cresol 1103 °'Y_ OC(=CC=C1C)C(=C1)C(=NC1( C)C)OC1 3-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-4-cresol 1104 OC(=CC1)C(C(OC2)=NC2(C)C) =C(C=1)C 2-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-3-cresol 1105 0-^ / Y^°h OH OC(C(=CC1)C(OC2)=NC2(C)C) =C(C=1)O 3-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)pyrocatechol 1106 O'A / HO^^^OH OC(=CC=C1C(OC2)=NC2(C)C) C=C10 4-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)resorcinol 1107 O'A / OC(C=C(C1O)C(OC2)=NC2(C) C)=CC=1 2-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol- 2-yl)hydroquinone 1108 0H °RZ_ OC(C=C1)=C(C(=NC2(C)C)OC 2)C(O)=C1 2-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)resorcinol1109 O"A / y^OH OC(=C(OC)C=C1)C(=C1)C(OC 1)=NC1(C)C 2-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol- 2-yl)-6-methoxyphenol 1110 / o R s v OC(=CC(=C1)OC)C(=C1)C(OC 1)=NC1(C)C 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-5-methoxyphenol 1111 o-x 'VR OC(=CC=C1OC)C(=C1)C(=NC1 (C)C)OC1 2-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol- 2-yl)-4-methoxyphenol 1112 fY OC(=CC1)C(=C(C=1)OC)C(=N C1(C)C)OC1 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-3-methoxyphenol 1113 o~"\ / cRn Y^0H HO^^0 OC(=C(OCCO)C=C1)C(=C1)C( OC1)=NC1(C)C 6-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol- 2-yl)-2-(2-hydroxyethoxy)phenol 1114 0^ / OC(=CC(=C1)OCCO)C(=C1)C( =NC1(C)C)OC1 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-5-(2-hydroxyethoxy)phenol 1115 °-y OC(=CC1)C(=CC=1OCCO)C(= NC1(C)C)OC1 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-4-(2-hydroxyethoxy)phenol 1116 I o R OC(=CC=C1)C(=C1OCCO)C(= NC1(C)C)OC1 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-3-(2-hydroxyethoxy)phenol 1117 OCy cA y^oH OC(C(=CC1)C(=NC2(C)C)OC2) =C(C=1)OCCOC 6-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol- 2-yl)-2-(2-methoxyethoxy)phenol 1118 R o \ OC(=CC1OCCOC)C(=CC=1)C(= NC1(C)C)OC1 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-5-(2-methoxyethoxy)phenol 1119 R > / OC(=CC1)C(=CC=1OCCOC)C(= NC1(C)C)OC1 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-4-(2-methoxyethoxy)phenol 1120 \ o R R OC(=CC1)C(=C(C=1)OCCOC)C (OC1)=NC1(C)C 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-3-(2-methoxyethoxy)phenol 1121 O^\y cR Y^OH nh2 OC(=C(N)C=C1)C(=C1)C(=NC1 (C)C)OC1 6-Amino-2-(4,4-dimethyl-4,5-dihydro- l,3-oxazol-2-yl)phenol 1122 °^v h2n^^ / ^oh OC(=CC1N)C(=CC=1)C(=NC1( C)C)OC1 5-Amino-2-(4,4-dimethyl-4,5-dihydro- l,3-oxazol-2-yl)phenol 1123 o^ / R^'OH NC(=CC=C1O)C=C1C(=NC1(C) C)OC1 4-Amino-2-(4,4-dimethyl-4,5-dihydro- l,3-oxazol-2-yl)phenol 1124 nh2 o^ / ^^OH NC(C=CC1)=C(C=1O)C(OC1)= NC1(C)C 3-Amino-2-(4,4-dimethyl-4,5-dihydro- l,3-oxazol-2-yl)phenol 1125 o-X / fR" Y^OH OC(C(=CC1)C(=NC2(C)C)OC2) =C(C=1)N(C)C 6-(Dimethylamino)-2-(4,4-dimethyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1126 0^ / rx^ 1 OC(=CC1N(C)C)C(=CC=1)C(O C1)=NC1(C)C 5-(Dimethylamino)-2-(4,4-dimethyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1127 1 —^OH OC(=CC1)C(=CC=1N(C)C)C(O C1)=NC1(C)C 4-(Dimethylamino)-2-(4,4-dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol1128 OC(=CC=C1)C(=C1N(C)C)C(O C1)=NC1(C)C 3-(Dimethylamino)-2-(4,4-dimethyl-4,5- dihydro-l,3-oxazol-2-yl)phenol10. The compound claim 1 wherein the compound has the structure selected from:1129 o-\z y^OH HO'^^ OC(=C(C=C1)N(CCO)CCO)C(= C1)C(=NC1(C)C)OC1 2-{[3-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-2-hydroxyphenyl](2-hydroxyethyl)amino}ethanol 1130 HO^ OC(=CC(=C1)N(CCO)CCO)C(= C1)C(OC1)=NC1 2-{[4-(4,5-Dihydro-l,3-oxazol-2-yl)-3- hydroxyphenyl](2- hydroxyethyl)amino}ethanol 1131 —^OH OC(=CC=C1N(CCO)CCO)C(=C 1)C(=NC1)OC1 2-{[3-(4,5-Dihydro-l,3-oxazol-2-yl)-4- hydroxyphenyl](2- hydroxyethyl)amino}ethanol 1132 H° OC(=CC=C1)C(=C1N(CCO)CC O)C(OC1)=NC1 2-{[2-(4,5-Dihydro-l,3-oxazol-2-yl)-3- hydroxyphenyl](2- hydroxyethyl)amino}ethanol11. The compound claim 1 wherein the compound has the structure selected from:Patent code Structure SMILES IUPAC name 1200 CT^ OC(=CC=C1)C(=C1)C(OC1)=N C1C(C)C o-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1201 y^OH OC(=C(C)C=C1)C(=C1)C(OC1) =NC1C(C)C 3-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-2-cresol 1202 OC(=CC(=C1)C)C(=C1)C(=NC1 C(C)C)OC1 4-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-3-cresol 1203 O-\ / Ty OC(=CC1)C(=CC=1C)C(OC1)= NC1C(C)C 3-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-4-cresol 1204 OC(=CC=C1)C(=C1C)C(=NC1C (C)C)OC1 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-3-cresol 1205 o-\ / y^OH OH OC(=C(O)C=C1)C(=C1)C(=NC 1C(C)C)OC1 3-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)pyrocatechol 1206 HO^^OH OC(=CC1O)C(=CC=1)C(=NC1C (C)C)OC1 4-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)resorcinol 1207 OC(=CC=C1O)C=C1C(=NC1C( C)C)OC1 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)hydroquinone1208 oh o--\ / OC(C=C1)=C(C(=NC2C(C)C)O C2)C(=C1)O 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)resorcinol 1209 \= / \ OC(C(=CC1)C(=NC2C(C)C)OC 2)=C(C=1)OC 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-6-methoxyphenol 1210 / o RR OC(=CC(=C1)OC)C(=C1)C(OC 1)=NC1C(C)C 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-5-methoxyphenol 1211 y KT OC(=CC=C1OC)C(=C1)C(=NC1 C(C)C)OC1 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-4-methoxyphenol 1212 R°' OC(=CC1)C(C(=NC2C(C)C)OC 2)=C(C=1)OC 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-3-methoxyphenol 1213 O-"\ y Y^OH HOX^X° OC(=C(C=C1)OCCO)C(=C1)C( OC1)=NC1C(C)C 2-(2-Hydroxyethoxy)-6-(4-isopropyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1214 5 o OC(=CC(=C1)OCCO)C(=C1)C( OC1)=NC1C(C)C 5-(2-Hydroxyethoxy)-2-(4-isopropyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1215 °"\ / OC(=CC=C1OCCO)C(=C1)C(= NC1C(C)C)OC1 4-(2-Hydroxyethoxy)-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1216 8 R° 3 OC(=CC=C1)C(=C1OCCO)C(O C1)=NC1C(C)C 3-(2-Hydroxyethoxy)-2-(4-isopropyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1217 y Y^OH OC(=C(C=C1)OCCOC)C(=C1)C (OC1)=NC1C(C)C 6-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2- yl)-2-(2-methoxyethoxy)phenol 1218 % o ) \ OC(=CC(=C1)OCCOC)C(=C1)C (OC1)=NC1C(C)C 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-5-(2-methoxyethoxy)phenol 1219 '^cOH OC(=CC=C1OCCOC)C(=C1)C( OC1)=NC1C(C)C 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-4-(2-methoxyethoxy)phenol 1220 \ o R^ 8 OC(=CC=C1)C(=C1OCCOC)C(= NC1C(C)C)OC1 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-3-(2-methoxyethoxy)phenol 1221 / cR^ Y^OH nh2 OC(C(=CC1)C(=NC2C(C)C)OC 2)=C(N)C=1 6-Amino-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1222 rR^ HsN^^^OH OC(=CC(N)=C1)C(=C1)C(OC1) =NC1C(C)C 5-Amino-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1223 O-\ / NC(C=C(C10)C(=NC2C(C)C)0 C2)=CC=1 4-Amino-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1224 NH2 / •iR NC(C=CC1)=C(C=1O)C(OC1)= NC1C(C)C 3-Amino-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1225 O-\ / eR^ y^OH ^Nx OC(=C(C=C1)N(C)C)C(=C1)C( OC1)=NC1C(C)C 6-(Dimethylamino)-2-(4-isopropyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1226 O-\ y 1 OC(=CC(=C1)N(C)C)C(=C1)C( OC1)=NC1C(C)C 5-(Dimethylamino)-2-(4-isopropyl-4,5- dihydro-l,3-oxazol-2-yl)phenol1227 OC(=CC=C1N(C)C)C(=C1)C(= NC1C(C)C)OC1 4-(Dimethylamino)-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1228 OC(=CC1)C(=C(C=1)N(C)C)C( OC1)=NC1C(C)C 3-(Dimethylamino)-2-(4-isopropyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1229 o X OC(=C(C=C1)N(CCO)CCO)C(= C1)C(OC1)=NC1C(C)C 2-{(2-Hydroxyethyl)[2-hydroxy-3-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenyl]amino}ethanol 1230 HO^ OC(=CC(=C1)N(CCO)CCO)C(= C1)C(=NC1C(C)C)OC1 2-{(2-Hydroxyethyl)[3-hydroxy-4-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenyl]amino}ethanol 1231 OC(=CC1)C(=CC=1N(CCO)CC O)C(=NC1C(C)C)OC1 2-{(2-Hydroxyethyl)[4-hydroxy-3-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenyl]amino}ethanol 1232 OC(=CC1)C(=C(C=1)N(CCO)C CO)C(OC1)=NC1C(C)C 2-{(2-Hydroxyethyl)[3-hydroxy-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenyl]amino}ethanol12. The compound claim 1 wherein the compound has the structure selected from:Patent code Structure SMILES IUPAC name 1300 o-\ OH ex —^OH OC(=CC=C1)C(=C1)C(=NC1CO )OC1 o-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1301 OH OC(=C(C)C=C1)C(=C1)C(=NC1 CO)OC1 3-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-2-cresol 1302 °X— / OH —^OH OC(=CC(C)=C1)C(=C1)C(=NC1 CO)OC1 4-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-3-cresol 1303 O-\ OH XX ^-^OH OC(=CC=C1C)C(=C1)C(=NC1C O)OC1 3-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-4-cresol 1304 1 O-\ ,OH ^^OH OC(=CC1)C(C(=NC2CO)OC2)= C(C)C=1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-3-cresol 1305 O'A OH OH OC(C(=CC1)C(OC2)=NC2CO)= C(C=1)O 3-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]pyrocatechol 1306 °-\ OH ho^^oh OC(=CC1O)C(=CC=1)C(OC1)= NC1CO 4-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]resorcinol 1307 O-\ OH ^^^OH OC(=CC=C1O)C=C1C(=NC1CO )OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]hydroquinone 1308 OH O"\^,OH ^^OH OC(C=CC1)=C(C=1O)C(=NC1C O)OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]resorcinol 1309 OH ex Y^OH OC(=C(OC)C=C1)C(=C1)C(=N C1CO)OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-6-methoxyphenol1310 OH XO^^OH OC(=CC(=C1)OC)C(=C1)C(=N C1CO)OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-5-methoxyphenol 1311 O~A OH OC(=CC=C1OC)C(=C1)C(OC1) =NC1CO 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-4-methoxyphenol 1312 o^\ OH ^^OH OC(=CC1)C(=C(C=1)OC)C(=N C1CO)OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-3-methoxyphenol 1313 O-"\ OH cr Y^OH HO'XXvX° OC(=C(OCCO)C=C1)C(=C1)C( =NC1CO)OC1 2-(2-Hydroxyethoxy)-6-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1314 O"\ OH HO JO^N OC(=CC(=C1)OCCO)C(=C1)C( =NC1CO)OC1 5-(2-Hydroxyethoxy)-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1315 0-^ zOH ^^OH OC(=CC=C1OCCO)C(=C1)C(O C1)=NC1CO 4-(2-Hydroxyethoxy)-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1316 HQ---O-A OH OC(=CC=C1)C(=C1OCCO)C(= NC1CO)OC1 3-(2-Hydroxyethoxy)-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1317 °A / 01-1 or Y^OH ^o^'0 OC(=C(C=C1)OCCOC)C(=C1)C (=NC1CO)OC1 6-[4-(Hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]-2-(2-methoxyethoxy)phenol 1318 °-\ OH rrr x0'—^O^^^^OH OC(=CC1OCCOC)C(=CC=1)C(= NC1CO)OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]-5-(2-methoxyethoxy)phenol 1319 0-A OH ^^0H OC(=CC1)C(=CC=1OCCOC)C( OC1)=NC1CO 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-4-(2-methoxyethoxy)phenol 1320 ^°^^O O"\. 0H ^-^OH OC(=CC=C1)C(=C1OCCOC)C(= NC1CO)OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]-3-(2-methoxyethoxy)phenol 1321 0^^ .OH r Y^OH nh2 OC(=C(N)C=C1)C(=C1)C(=NC1 CO)OC1 6-Amino-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl] phenol 1322 O-\ OH H2N^^OH OC(=CC1N)C(=CC=1)C(OC1)= NC1C0 5-Amino-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl] phenol 1323 0^. OH H2NTY^N^ ^^OH NC(=CC=C1O)C=C1C(OC1)=N C1C0 4-Amino-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl] phenol 1324 NH2 o^oh ftx"N NC(C=C1)=C(C(=C1)O)C(OC1) =NC1CO 3-Amino-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl] phenol 1325 O^. OH QC Y^OH OC(C(=CC1)C(OC2)=NC2CO)= C(C=1)N(C)C 6-(Dimethylamino)-2-[4- (hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1326 o^\ OH ^nx^x^oh 1 OC(=CC1N(C)C)C(=CC=1)C(O C1)=NC1CO 5-(Dimethylamino)-2-[4- (hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1327 1 0-\ ,°H r^oH OC(=CC1)C(=CC=1N(C)C)C(O C1)=NC1CO 4-(Dimethylamino)-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol1328 O"A PH OC(=CC1)C(C(=NC2CO)OC2)= C(C=1)N(C)C 3-(Dimethylamino)-2-[4- (hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1329 O-^\ OH AL HO^^ ^^OH OC(C(=CC1)C(=NC2CO)OC2)= C(C=1)N(CCO)CCO 2-[(2-Hydroxyethyl){2-hydroxy-3-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenyl}amino]ethanol 1330 O-\ OH pA ho^AAoh HO^ OC(=CC1N(CCO)CCO)C(=CC= 1)C(=NC1CO)OC1 2-[(2-Hydroxyethyl){3-hydroxy-4-[4-(hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]phenyl}amino]ethanol 1331 °"\ OH -AT A^oh OC(=CC=C1N(CCO)CCO)C(=C 1)C(OC1)=NC1CO 2-[(2-Hydroxyethyl){4-hydroxy-3-[4-(hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]phenyl}amino]ethanol 1332 H0 o-aoh de OC(=CC1)C(C(=NC2CO)OC2)= C(C=1)N(CCO)CCO 2-[(2-Hydroxyethyl){3-hydroxy-2-[4-(hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]phenyl}amino]ethanol13. The compound claim 1 wherein the compound has the structure selected from:Patent code Structure SMILES IUPAC name 1400 on °^. z— / — o |[ T —X)H OC(=CC=C1)C(=C1)C(=NC1CC C(O)=O)OC1 3-[2-(o-Hydroxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1401 0^0 ZE OC(=C(C)C=C1)C(=C1)C(OC1) =NC1CCC(O)=O 3-[2-(2-Hydroxy-3-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1402 OH (A 0 OC(=CC(=C1)C)C(=C1)C(=NC1 CCC(=O)O)OC1 3-[2-(2-Hydroxy-4-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1403 pH Av xA ° OC(=CC=C1C)C(=C1)C(OC1)= NC1CCC(O)=O 3-[2-(2-Hydroxy-5-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1404 OH e ° OC(=CC1)C(=C(C=1)C)C(=NC1 CCC(O)=O)OC1 3-[2-(2-Hydroxy-6-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1405 OH °-\ z—K cdN 0 Y^OH OH OC(C(=CC1)C(=NC2CCC(O)=O )OC2)=C(C=1)O 3-[2-(2,3-Dihydroxyphenyl)-4,5-dihydro- l,3-oxazol-4-yl]propionic acid 1406 OH HO^^^OH OC(=CC(=C1)O)C(=C1)C(=NC 1CCC(=O)O)OC1 3-[2-(2,4-Dihydroxyphenyl)-4,5-dihydro- l,3-oxazol-4-yl]propionic acid 1407 OH o-y 0 ^^OH OC(=CC=C1O)C=C1C(OC1)=N C1CCC(=O)O 3-[2-(2,5-Dihydroxyphenyl)-4,5-dihydro- l,3-oxazol-4-yl]propionic acid 1408 PH OH O-\ z- / e ° ^^'OH OC(C=CC1)=C(C=1O)C(OC1)= NC1CCC(=O)O 3-[2-(2,6-Dihydroxyphenyl)-4,5-dihydro- l,3-oxazol-4-yl]propionic acid1409 oh O-\ / -4 CT 0 ^0 OC(C(=CC1)C(=NC2CCC(=O)O )OC2)=C(C=1)OC 3-[2-(2-Hydroxy-3-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1410 OH xY" ° OC(=CC(=C1)OC)C(=C1)C(OC 1)=NC1CCC(=O)O 3-[2-(2-Hydroxy-4-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1411 OH 0 OC(=CC1)C(=CC=1OC)C(OC1) =NC1CCC(=O)O 3-[2-(2-Hydroxy-5-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1412 R° y O^o I OC(=CC1)C(C(=NC2CCC(=O)O )OC2)=C(C=1)OC 3-[2-(2-Hydroxy-6-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1413 OH Or. 0 Y^OH HO^---° OC(=C(OCCO)C=C1)C(=C1)C( =NC1CCC(O)=O)OC1 3-{2-[2-Hydroxy-3-(2- hydroxyethoxy)phenyl]-4,5-dihydro-l,3-oxazol-4-yl}propionic acid 1414 p-or HO OC(=CC(=C1)OCCO)C(=C1)C( =NC1CCC(O)=O)OC1 3-{2-[2-Hydroxy-4-(2- hydroxyethoxy)phenyl]-4,5-dihydro-l,3-oxazol-4-yl}propionic acid 1415 0 Q-y ho^'°YY^n^ 0 ^^OH OC(=CC=C1OCCO)C(=C1)C(O C1)=NC1CCC(O)=O 3-{2-[2-Hydroxy-5-(2- hydroxyethoxy)phenyl]-4,5-dihydro-l,3-oxazol-4-yl}propionic acid 1416 HO____ PH 0~y ,— / ^^OH OC(=CC=C1)C(=C1OCCO)C(O C1)=NC1CCC(O)=O 3-{2-[6-Hydroxy-2-(2- hydroxyethoxy)phenyl]-4,5-dihydro-l,3-oxazol-4-yl}propionic acid 1417 OH Or.y—^ OC(=C(C=C1)OCCOC)C(=C1)C (OC1)=NC1CCC(=O)O 3-{2-[2-Hydroxy-3-(2- methoxyethoxy)phenyl]-4,5-dihydro- l,3-oxazol-4-yl}propionic acid 1418 p Or rV*N 0 ^■■^^O-^^OH OC(=CC1OCCOC)C(=CC=1)C( OC1)=NC1CCC(=O)O 3-{2-[2-Hydroxy-4-(2- methoxyethoxy)phenyl]-4,5-dihydro- l,3-oxazol-4-yl}propionic acid 1419 OH Or. / -^ 0 \^0H OC(=CC1)C(=CC=1OCCOC)C(= NC1CCC(O)=O)OC1 3-{2-[2-Hydroxy-5-(2- methoxyethoxy)phenyl]-4,5-dihydro- l,3-oxazol-4-yl}propionic acid 1420 \ O y 0^0 I OC(=CC=C1)C(=C1OCCOC)C( OC1)=NC1CCC(=O)O 3-{2-[6-Hydroxy-2-(2- methoxyethoxy)phenyl]-4,5-dihydro- l,3-oxazol-4-yl}propionic acid 1421 OH 0^ Z—A ec 0 Y^OH nh2 OC(C(=CC1)C(OC2)=NC2CCC( =O)O)=C(C=1)N 3-[2-(3-Amino-2-hydroxyphenyl)-4,5- dihydro-l,3-oxazol-4-yl]propionic acid 1422 OH or W nr 0 H2Nx^^OH OC(=CC1N)C(=CC=1)C(=NC1C CC(=O)O)OC1 3-[2-(4-Amino-2-hydroxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1423 OH o^y H2NyY^N^ 0 ^^OH NC(=CC=C1O)C=C1C(=NC1CC C(O)=O)OC1 3-[2-(5-Amino-2-hydroxyphenyl)-4,5- dihydro-l,3-oxazol-4-yl]propionic acid 1424 OH nh2 o-a / —Z dr 0 NC(C=C1)=C(C(=C1)O)C(=NC1 CCC(=O)O)OC1 3-[2-(2-Amino-6-hydroxyphenyl)-4,5- dihydro-l,3-oxazol-4-yl]propionic acid1425 oh O-\ / -4 CT 0 OC(C(=CC1)C(OC2)=NC2CCC( =O)O)=C(C=1)N(C)C 3-{2-[3-(Dimethylamino)-2- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1426 OH o-x Av .er 0 ^N'^^OH 1 OC(=CC(=C1)N(C)C)C(=C1)C(= NC1CCC(=O)O)OC1 3-{2-[4-(Dimethylamino)-2- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1427 OH । 0 ^^^OH OC(=CC=C1N(C)C)C(=C1)C(= NC1CCC(O)=O)OC1 3-{2-[5-(Dimethylamino)-2- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1428 . PH rt o^\ Av V^OH OC(=CC=C1)C(=C1N(C)C)C(O C1)=NC1CCC(O)=O 3-{2-[2-(Dimethylamino)-6- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1429 PH cc 0 Y^OH ho^^n^^oh OC(=C(C=C1)N(CCO)CCO)C(= C1)C(=NC1CCC(=O)O)OC1 3-(2-{3-[Bis(2-hydroxyethyl)amino]-2-hydroxyphenyl}-4,5-dihydro-l,3-oxazol-4-yl)propionic acid 1430 OH O-\ » ndN HO^^J OC(=CC(=C1)N(CCO)CCO)C(= C1)C(=NC1CCC(O)=O)OC1 3-(2-{4-[Bis(2-hydroxyethyl)amino]-2-hydroxyphenyl}-4,5-dihydro-l,3-oxazol-4-yl)propionic acid 1431 _ pH H0*! °A. Zv 0 OC(=CC=C1N(CCO)CCO)C(=C 1)C(OC1)=NC1CCC(=O)O 3-(2-{5-[Bis(2-hydroxyethyl)amino]-2-hydroxyphenyl}-4,5-dihydro-l,3-oxazol-4-yl)propionic acid 1432 H0 J oA A* de 0 ^^OH OC(=CC1)C(C(=NC2CCC(=O)O )OC2)=C(C=1)N(CCO)CCO 3-(2-{2-[Bis(2-hydroxyethyl)amino]-6-hydroxyphenyl}-4,5-dihydro-l,3-oxazol-4-yl)propionic acid14. The compound claim 1 the compound has the structure selected from:Patent code Structure SMILES IUPAC name 1500 Cv OC(=CC1)C(=CC=1)C(=NCC1) OC1 o-(5,6-Dihydro-4H-l,3-oxazin-2-yl)phenol 1501 °^1 Y^OH OC(=C(C)C=C1)C(=C1)C(OCC1 )=NC1 3-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-2-cresol 1502 jOv OC(=CC1C)C(=CC=1)C(=NCC1 )OC1 4-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-cresol 1503 o' \-o 1 OC(=CC=C1C)C(=C1)C(=NCC1 )OC1 3-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-cresol 1504 6Z1 OC(=CC1)C(C(=NCC2)OC2)=C (C=1)C 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-cresol1505 ¢0 j un OH OC(=C(O)C=C1)C(=C1)C(=NC C1)OC1 3-(5,6-Dihydro-4H-l,3-oxazin-2-yl)pyrocatechol 1506 H0^—^OH OC(=CC(O)=C1)C(=C1)C(=NC C1)OC1 4-(5,6-Dihydro-4H-l,3-oxazin-2-yl)resorcinol 1507 OC(C=C(C1O)C(=NCC2)OC2)= CC=1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)hydroquinone 1508 OH dv OC(C=CC1)=C(C=1O)C(=NCC1 )OC1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)resorcinol 1509 \ / =\ °-o o )—o 1 zO OC(=C(OC)C=C1)C(=C1)C(=N CC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-6-methoxyphenol 1510 ¾ o / OC(=CC1OC)C(=CC=1)C(OCC1 )=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-5-methoxyphenol 1511 0^1 OC(=CC=C1OC)C(=C1)C(=NCC 1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-methoxyphenol 1512 Q 5 OC(=CC=C1)C(=C1OC)C(OCC1 )=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-methoxyphenol 1513 O'Y HO-^° OC(=C(C=C1)OCCO)C(=C1)C( =NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-6-(2-hydroxyethoxy)phenol 1514 HO OC(=CC1OCCO)C(=CC=1)C(O CC1)=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-5-(2-hydroxyethoxy)phenol 1515 .¾ OC(=CC1)C(=CC=1OCCO)C(= NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-(2-hydroxyethoxy)phenol 1516 I o X ° zO OC(=CC=C1)C(=C1OCCO)C(O CC1)=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-(2-hydroxyethoxy)phenol 1517 ¢0 OC(C(=CC1)C(OCC2)=NC2)=C (C=1)OCCOC 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-6-(2-methoxyethoxy)phenol 1518 o °\ OC(=CC(=C1)OCCOC)C(=C1)C (=NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-5-(2-methoxyethoxy)phenol 1519 I / OC(=CC=C1OCCOC)C(=C1)C(= NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-(2-methoxyethoxy)phenol 1520 Qs a \ OC(=CC1)C(=C(C=1)OCCOC)C (OCC1)=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-(2-methoxyethoxy)phenol 1521 oY Y^OH nh2 OC(=C(N)C=C1)C(=C1)C(=NC C1)OC1 6-Amino-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol 1522 h2n / ^x^ OC(=CC(N)=C1)C(=C1)C(OCC 1)=NC1 5-Amino-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol1523 NC(=CC=C1O)C=C1C(OCC1)= NCI 4-Amino-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol 1524 NH2 NC(C=C1)=C(C(O)=C1)C(=NC C1)OC1 3-Amino-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol 1525 \ / =\ / Z M o \-O OC(=C(C=C1)N(C)C)C(=C1)C( OCC1)=NC1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-6-(dimethylamino)phenol 1526 1 OC(=CC1N(C)C)C(=CC=1)C(O CC1)=NC1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-5-(dimethylamino)phenol 1527 1 ?~1 'ntYb OC(=CC1)C(=CC=1N(C)C)C(= NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-(dimethylamino)phenol 1528 OC(=CC1)C(=C(C=1)N(C)C)C(= NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-(dimethylamino)phenol 1529 Y^OH HO^—N^0H OC(=C(C=C1)N(CCO)CCO)C(= C1)C(OCC1)=NC1 6-[Bis(2-hydroxyethyl)amino]-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol 1530 HO HO.___J OC(=CC(=C1)N(CCO)CCO)C(= C1)C(=NCC1)OC1 5-[Bis(2-hydroxyethyl)amino]-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol 1531 HO^ OC(=CC=C1N(CCO)CCO)C(=C 1)C(OCC1)=NC1 4-[Bis(2-hydroxyethyl)amino]-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol 1532 OC(=CC1)C(C(=NCC2)OC2)=C (C=1)N(CCO)CCO 3-[Bis(2-hydroxyethyl)amino]-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol15. The compound claim 1 wherein the compound has the structure selected from:Patent code Structure SMILES IUPAC name 1000 OC(=CC=C1)C(=C1)C(=NC1)O Cl o-(4,5-Dihydro-l,3-oxazol-2-yl)phenol 1001 Y^OH OC(=C(C)C=C1)C(=C1)C(=NC1 )OC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)-2-cresol 1002 OC(=CC1C)C(=CC=1)C(=NC1) OC1 4-(4,5-Dihydro-l,3-oxazol-2-yl)-3-cresol 1003 OC(=CC=C1C)C(=C1)C(=NC1) OC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)-4-cresol 1004 ^-^OH OC(=CC1)C(=C(C)C=1)C(OC1) =NC1 2-(4,5-Dihydro-l,3-oxazol-2-yl)-3-cresol1009 \= / \ OC(=C(C=C1)OC)C(=C1)C(=N C1)OC1 2-(4,5-Dihydro-l,3-oxazol-2-yl)-6-methoxyphenol 1010 °-A xx" O — OH OC(=CC1OC)C(=CC=1)C(OC1) =NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-5-methoxyphenol 1011 OC(=CC1)C(=CC=1OC)C(=NC1 )OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-methoxyphenol 1012 5 <5 OC(=CC1)C(=C(C=1)OC)C(=N C1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3-methoxyphenol 1025 0 O \= / \ OC(C(=CC1)C(OC2)=NC2)=C( C=1)N(C)C 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-6-(dimethylamino)phenol 1026 O-A ,jCv 1 OC(=CC1N(C)C)C(=CC=1)C(O C1)=NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-5-(dimethylamino)phenol 1027 %? OC(=CC1)C(=CC=1N(C)C)C(= NC1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-(dimethylamino)phenol 1028 O-\ K—^OH OC(=CC1)C(C(=NC2)OC2)=C( C=1)N(C)C 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3-(dimethylamino)phenol 1100 oy / [TX^ OC(=CC=C1)C(=C1)C(=NC1(C) C)OC1 o-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1101 O^ / QAn OC(C(=CC1)C(OC2)=NC2(C)C) =C(C)C=1 3-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-2-cresol 1102 o-y jRX^N OC(=CC1C)C(=CC=1)C(OC1)= NC1(C)C 4-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-3-cresol 1103 X. X7 OC(=CC=C1C)C(=C1)C(=NC1( C)C)OC1 3-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-4-cresol 1104 OC(=CC1)C(C(OC2)=NC2(C)C) =C(C=1)C 2-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol- 2-yl)-3-cresol 1109 X. O-o \= / \ OC(=C(OC)C=C1)C(=C1)C(OC 1)=NC1(C)C 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-6-methoxyphenol 1110 / o R 8 v OC(=CC(=C1)OC)C(=C1)C(OC 1)=NC1(C)C 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-5-methoxyphenol 1111 °^\ 'YR OC(=CC=C1OC)C(=C1)C(=NC1 (C)C)OC1 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-4-methoxyphenol 1112 °~\L fV'" OC(=CC1)C(=C(C=1)OC)C(=N C1(C)C)OC1 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-3-methoxyphenol 1125 o-X / rX'N y^OH OC(C(=CC1)C(=NC2(C)C)OC2) =C(C=1)N(C)C 6-(Dimethylamino)-2-(4,4-dimethyl-4,5- dihydro-l,3-oxazol-2-yl)phenol1126 0-^ / —^OH 1 OC(=CC1N(C)C)C(=CC=1)C(O C1)=NC1(C)C 5-(Dimethylamino)-2-(4,4-dimethyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1127 1 XT OC(=CC1)C(=CC=1N(C)C)C(O C1)=NC1(C)C 4-(Dimethylamino)-2-(4,4-dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1128 OC(=CC=C1)C(=C1N(C)C)C(O C1)=NC1(C)C 3-(Dimethylamino)-2-(4,4-dimethyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1400 pH O"\ CT ° OC(=CC=C1)C(=C1)C(=NC1CC C(O)=O)OC1 3-[2-(o-Hydroxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1401 OH O^N ° OC(=C(C)C=C1)C(=C1)C(OC1) =NC1CCC(O)=O 3-[2-(2-Hydroxy-3-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1402 OH °-\ ,—z xr 0 OC(=CC(=C1)C)C(=C1)C(=NC1 CCC(=O)O)OC1 3-[2-(2-Hydroxy-4-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1403 pH °^v cd ° OC(=CC=C1C)C(=C1)C(OC1)= NC1CCC(O)=O 3-[2-(2-Hydroxy-5-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1404 OH 6^" ° OC(=CC1)C(=C(C=1)C)C(=NC1 CCC(O)=O)OC1 3-[2-(2-Hydroxy-6-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1409 PH er ° Y^OH / ° OC(C(=CC1)C(=NC2CCC(=O)O )OC2)=C(C=1)OC 3-[2-(2-Hydroxy-3-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1410 OH O^X / -^ nd ° OC(=CC(=C1)OC)C(=C1)C(OC 1)=NC1CCC(=O)O 3-[2-(2-Hydroxy-4-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1411 OH °^\ / x ^yv^v ° OC(=CC1)C(=CC=1OC)C(OC1) =NC1CCC(=O)O 3-[2-(2-Hydroxy-5-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1412 PH 0 0"\ / v 6r 0 ^^OH OC(=CC1)C(C(=NC2CCC(=O)O )OC2)=C(C=1)OC 3-[2-(2-Hydroxy-6-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1425 pH O-\ yY o'"" 0 Y^OH x-N\ OC(C(=CC1)C(OC2)=NC2CCC( =O)O)=C(C=1)N(C)C 3-{2-[3-(Dimethylamino)-2- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1426 OH O~A / —Z xir 0 ^n'^-^oh 1 OC(=CC(=C1)N(C)C)C(=C1)C(= NC1CCC(=O)O)OC1 3-{2-[4-(Dimethylamino)-2- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1427 OH ^^OH OC(=CC=C1N(C)C)C(=C1)C(= NC1CCC(O)=O)OC1 3-{2-[5-(Dimethylamino)-2- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1428 . PH >r / —Z cX ° OC(=CC=C1)C(=C1N(C)C)C(O C1)=NC1CCC(O)=O 3-{2-[2-(Dimethylamino)-6- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid1500 OC(=CC1)C(=CC=1)C(=NCC1) OC1 o-(5,6-Dihydro-4H-l,3-oxazin-2-yl)phenol 1501 OC(=C(C)C=C1)C(=C1)C(OCC1 )=NC1 3-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-2-cresol 1502 OC(=CC1C)C(=CC=1)C(=NCC1 )OC1 4-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-cresol 1503 o' \-o 1 zO OC(=CC=C1C)C(=C1)C(=NCC1 )OC1 3-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-cresol 1504 OC(=CC1)C(C(=NCC2)OC2)=C (C=1)C 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-cresol 1509 \ / =\ o' o 1 zO OC(=C(OC)C=C1)C(=C1)C(=N CC1)OC1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-6-methoxyphenol 1510 ¾ o / OC(=CC1OC)C(=CC=1)C(OCC1 )=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-5-methoxyphenol 1511 0^1 OC(=CC=C1OC)C(=C1)C(=NCC 1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-methoxyphenol 1512 ? OC(=CC=C1)C(=C1OC)C(OCC1 )=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-methoxyphenol 1525 o^j [□X y^OH OC(=C(C=C1)N(C)C)C(=C1)C( OCC1)=NC1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-6-(dimethylamino)phenol 1526 1 OC(=CC1N(C)C)C(=CC=1)C(O CC1)=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-5-(dimethylamino)phenol 1527 1 'XX OC(=CC1)C(=CC=1N(C)C)C(= NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-(dimethylamino)phenol 1528 60 OC(=CC1)C(=C(C=1)N(C)C)C(= NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-(dimethylamino)phenol16. The compound claim 1 wherein the compound has the structure selected from:Patent code Structure SMILES IUPAC name 1000 o OC(=CC=C1)C(=C1)C(=NC1)O Cl o-(4,5-Dihydro-l,3-oxazol-2-yl)phenol 1001 cX y^OH OC(=C(C)C=C1)C(=C1)C(=NC1 )OC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)-2-cresol1002 o-x OC(=CC1C)C(=CC=1)C(=NC1) OC1 4-(4,5-Dihydro-l,3-oxazol-2-yl)-3-cresol 1003 'AAn Y^OH OC(=CC=C1C)C(=C1)C(=NC1) OC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)-4-cresol 1004 OC(=CC1)C(=C(C)C=1)C(OC1) =NC1 2-(4,5-Dihydro-l,3-oxazol-2-yl)-3-cresol 1009 0-4 — o Ko \= / \ OC(=C(C=C1)OC)C(=C1)C(=N C1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-6-methoxyphenol 1010 O-\ xx^ XO^—^OH OC(=CC1OC)C(=CC=1)C(OC1) =NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-5-methoxyphenol 1011 OC(=CC1)C(=CC=1OC)C(=NC1 )OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-methoxyphenol 1012 o—\ OC(=CC1)C(=C(C=1)OC)C(=N C1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3-methoxyphenol 1400 PH O^\ Av — 0 |[ T —^OH OC(=CC=C1)C(=C1)C(=NC1CC C(O)=O)OC1 3-[2-(o-Hydroxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1401 OH o^\ / —( cc ° y^OH OC(=C(C)C=C1)C(=C1)C(OC1) =NC1CCC(O)=O 3-[2-(2-Hydroxy-3-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1402 OH °^\ / — / 0 OC(=CC(=C1)C)C(=C1)C(=NC1 CCC(=O)O)OC1 3-[2-(2-Hydroxy-4-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1403 OH °^V Av ° OC(=CC=C1C)C(=C1)C(OC1)= NC1CCC(O)=O 3-[2-(2-Hydroxy-5-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1404 OH r ° OC(=CC1)C(=C(C=1)C)C(=NC1 CCC(O)=O)OC1 3-[2-(2-Hydroxy-6-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1409 PH o-x Av 0 XT OH A OC(C(=CC1)C(=NC2CCC(=O)O )OC2)=C(C=1)OC 3-[2-(2-Hydroxy-3-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1410 / o k 0-^0 I OC(=CC(=C1)OC)C(=C1)C(OC 1)=NC1CCC(=O)O 3-[2-(2-Hydroxy-4-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1411 OH °^\ Z~^ xOyy^N^ 0 OC(=CC1)C(=CC=1OC)C(OC1) =NC1CCC(=O)O 3-[2-(2-Hydroxy-5-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1412 PH dr 0 ^^OH OC(=CC1)C(C(=NC2CCC(=O)O )OC2)=C(C=1)OC 3-[2-(2-Hydroxy-6-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid1500 OC(=CC1)C(=CC=1)C(=NCC1) OC1 o-(5,6-Dihydro-4H-l,3-oxazin-2-yl)phenol 1501 OC(=C(C)C=C1)C(=C1)C(OCC1 )=NC1 3-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-2-cresol 1502 OC(=CC1C)C(=CC=1)C(=NCC1 )OC1 4-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-cresol 1503 0' \-O 1 OC(=CC=C1C)C(=C1)C(=NCC1 )OC1 3-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-cresol 1504 OC(=CC1)C(C(=NCC2)OC2)=C (C=1)C 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-cresol 1509 \ / =\ O \-o 1 OC(=C(OC)C=C1)C(=C1)C(=N CC1)OC1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-6-methoxyphenol 1510 ¾ 0 / OC(=CC1OC)C(=CC=1)C(OCC1 )=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-5-methoxyphenol 1511 0^1 OC(=CC=C1OC)C(=C1)C(=NCC 1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-methoxyphenol 1512 OC(=CC=C1)C(=C1OC)C(OCC1 )=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-methoxyphenol17. The detergent composition of any of claim 1 to 16 wherein the transition metal element (M) is Mn.
18. The chelate of claim 17 wherein Mn is in the 3+ oxidation state.
19. The chelate of any preceding claim wherein the complex is hexadentate.
20. The chelate of any preceding claim wherein the chelate has a ratio of two compounds (L) to the transition metal element (M).
21. The chelate of any preceding claim wherein the chelate has one or more further ligands being selected from H2O, a halide or an organic anion, preferably acetate.
22. The detergent composition of any preceding claim wherein in-use pH of the detergent composition is in the range from pH 8 to 10.
23. The detergent composition of any preceding claim wherein the source of hydrogen peroxide is sodium percarbonate.
24. The detergent composition of any preceding claim wherein the detergent composition is a dishwashing detergent composition.
25. The detergent composition of any preceding claim wherein the detergent composition is an automatic dishwashing detergent composition.Amendments to the claims have been filed as follows.Claims,1. A detergent composition comprising:from 0.5 to 15% by weight of a detersive surfactant;hydrogen peroxide or a source of hydrogen peroxide;from 0.01 to 5% by weight of a chelate of a transition metal (M) with one or more ligands being a compound (L) of structural formula 1:16 08 23formula 1whereinm is 1 or 2;n is 1 or 2;R independently represents H, CH3, C2H5, C3H7, C4H9 and OH;or OR1 wherein R1 represents CH3(CH2)v, wherein v is 0 to 17;or NR 2, wherein:R represents H, CH3(CH2)w , wherein w is 0 to 17;R2 represents (CH2)2- OH;and when R is in positions 4, 5 or 6,R can further represent (CH2)xCH3 , wherein x is 4 to 17:R’ represents H, CH3, CH2CH3, CH(CH3)2, (CH2)yOH or (CH2)yCOOH, wherein y is 0 to 17:R” represents H, CH3, CH2CH3, CH2OH, CH2CH2OH, CH2OCH3 or CH2CH2OCH3:R’” represents H;or an ester wherein R’” represents C=O) ( R4);16 08 23R4 represents(CH2)z - R5, wherein z is from 1 to 18 and R5 is H, OH or COOH:or an ether, wherein R’” represents - R - R ;R7 represents C1 to C4 alkyl;R8 represents H, CH3, OH or COOH:or CH(OH)CH2OH.
2. The detergent composition of claim 1 wherein:in R, any v is 0 to 5, any w is 0 to 5 and any x is 0 to 5;R’ and R” independently represent H or CH3;R’” represents H.
3. The detergent composition of claim 1 wherein:R wherein at least one of v, w and z is 6 to 17;R’ and R” independently represent H or CH3;R’” represents H.
4. The detergent composition of claim 1 wherein:R represents H, CH3, OH, OCH3, or N(CH3)2;R’ represents H, CH3, CH2OH or (CH2)2COOH;R” represents HR’” provides an ether.
5. The detergent composition of any of claims 1 or 4 wherein n is 1.
6. The detergent composition of any of claims 1 to 4 wherein n is 2.
7. The detergent composition of any preceding claim wherein m is 1.
8. The detergent composition of claim 1 wherein the compound has the structure selected from:16 08 23Patent code Structure SMILES IUPAC name 1000 o-\ ^^OH OC(=CC=C1)C(=C1)C(=NC1)O Cl o-(4,5-Dihydro-l,3-oxazol-2-yl)phenol 1001 OC(=C(C)C=C1)C(=C1)C(=NC1 )OC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)-2-cresol 1002 o-A nA OC(=CC1C)C(=CC=1)C(=NC1) OC1 4-(4,5-Dihydro-l,3-oxazol-2-yl)-3-cresol 1003 °-\ vY" OC(=CC=C1C)C(=C1)C(=NC1) OC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)-4-cresol 1004 OC(=CC1)C(=C(C)C=1)C(OC1) =NC1 2-(4,5-Dihydro-l,3-oxazol-2-yl)-3-cresol 1005 o-x rA Y^OH OH OC(=C(O)C=C1)C(=C1)C(OC1) =NC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)pyrocatechol 1006 O"\ jCC OC(=CC1O)C(=CC=1)C(OC1)= NCI 4-(4,5-Dihydro-l,3-oxazol-2-yl)resorcinol 1007 OC(=CC=C1O)C(=C1)C(OC1)= NCI 2-(4,5-Dihydro-l,3-oxazol-2-yl)hydroquinone 1008 OH O^ AA OC(=CC=C1)C(=C1O)C(=NC1) OC1 2-(4,5-Dihydro-l,3-oxazol-2-yl)resorcinol 1009 0-4 — O \= / \ OC(=C(C=C1)OC)C(=C1)C(=N C1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-6-methoxyphenol 1010 Q-A OC(=CC1OC)C(=CC=1)C(OC1) =NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-5-methoxyphenol 1011 OC(=CC1)C(=CC=1OC)C(=NC1 )OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-methoxyphenol 1012 Q 5 0¾ OC(=CC1)C(=C(C=1)OC)C(=N C1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3-methoxyphenol 1013 Y^OH HO^^0 OC(C(=CC1)C(OC2)=NC2)=C( C=1)OCCO 6-(4,5-Dihydro-l, 3-oxazol-2-yl)-2-(2-hydroxyethoxy)phenol 1014 o X OC(=CC1OCCO)C(=CC=1)C(O C1)=NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-5-(2-hydroxyethoxy)phenol 1015 OC(=CC=C1OCCO)C(=C1)C(= NC1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-(2-hydroxyethoxy)phenol 1016 dv OC(=CC=C1)C(=C1OCCO)C(O C1)=NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3-(2-hydroxyethoxy)phenol 1017 Y^OH —° OC(C(=CC1)C(OC2)=NC2)=C( C=1)OCCOC 6-(4,5-Dihydro-l, 3-oxazol-2-yl)-2-(2-methoxyethoxy)phenol16 08 231018 °-\ OC(=CC(=C1)OCCOC)C(=C1)C (OC1)=NC1 2-(4,5-Dihydro-l,3-oxazol-2-yl)-5-(2-methoxyethoxy)phenol 1019 1 / OC(=CC1)C(=CC=1OCCOC)C(= NC1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-(2-methoxyethoxy)phenol 1020 OC(=CC=C1)C(=C1OCCOC)C(= NC1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3-(2-methoxyethoxy)phenol 1021 0-\ Y^OH nh2 OC(C(=CC1)C(OC2)=NC2)=C( N)C=1 6-Amino-2-(4,5-dihydro-l,3-oxazol-2-yl)phenol 1022 0-\ jCv HzN^-^OH OC(=CC(N)=C1)C(=C1)C(OC1) =NC1 5-Amino-2-(4,5-dihydro-l,3-oxazol-2-yl)phenol 1023 O-A OH OC(=CC=C1N)C(=C1)C(=NC1) OC1 4-Amino-2-(4,5-dihydro-l,3-oxazol-2-yl)phenol 1024 nh2 o-\ di N OC(=CC=C1)C(=C1N)C(OC1)= NCI 3-Amino-2-(4,5-dihydro-l,3-oxazol-2-yl)phenol 1025 0-4 o fLZ \= / \ OC(C(=CC1)C(OC2)=NC2)=C( C=1)N(C)C 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-6-(dimethylamino)phenol 1026 °-A —^OH 1 OC(=CC1N(C)C)C(=CC=1)C(O C1)=NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-5-(dimethylamino)phenol 1027 OC(=CC1)C(=CC=1N(C)C)C(= NC1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-(dimethylamino)phenol 1028 O-\ dv OC(=CC1)C(C(=NC2)OC2)=C( C=1)N(C)C 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3-(dimethylamino)phenol 1029 O-A cA Y^oh „hk OC(=C(C=C1)N(CCO)CCO)C(= C1)C(OC1)=NC1 2-{[3-(4,5-Dihydro-l, 3-oxazol-2-yl)-2- hydroxyphenyl](2- hydroxyethyl)amino}ethanol 1030 OC(=CC1N(CCO)CCO)C(=CC= 1)C(OC1)=NC1 2-{[4-(4,5-Dihydro-l, 3-oxazol-2-yl)-3- hydroxyphenyl](2- hydroxyethyl)amino}ethanol 1031 no'Y o^\ WN OC(=CC=C1N(CCO)CCO)C(=C 1)C(=NC1)OC1 2-{[3-(4,5-Dihydro-l, 3-oxazol-2-yl)-4- hydroxyphenyl](2- hydroxyethyl)amino}ethanol 1032 H0 O-A dr —^OH OC(=CC1)C(C(=NC2)OC2)=C( C=1)N(CCO)CCO 2-{[2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3- hydroxyphenyl](2- hydroxyethyl)amino}ethanol 1033 0^ rdN COC(=CC=C1)C(=C1)C(=NC1) OC1 2-(o-Methoxyphenyl)-4,5-dihydro-l,3-oxazole 1034 Q C CCOC(=CC=C1)C(=C1)C(OC1) =NC1 2-(o-Ethoxyphenyl)-4,5-dihydro-l,3-oxazole 1035 R o X OCCOC(=CC1)C(=CC=1)C(=NC 1)OC1 2-[o-(4,5-Dihydro-l, 3-oxazol-2-yl)phenoxy]ethanol1036 R o / COCCOC(=CC1)C(=CC=1)C(=N C1)OC1 2-[o-(2-Methoxyethoxy)phenyl]-4,5-dihydro-l,3-oxazole 1037 o-x pA —^0H OCCOCCOC(=CC1)C(=CC=1)C (OC1)=NC1 2-{2-[o-(4,5-Dihydro-l,3-oxazol-2-yl)phenoxy]ethoxy}ethanol 1038 O-A rA ------- COCCOCCOC(=CC=C1)C(=C1) C(OC1)=NC1 2-{o-[2-(2- Methoxyethoxy)ethoxy]phenyl}-4,5-dihydro-l,3-oxazole 1039 X o OC(CO)COC(=CC1)C(=CC=1)C (=NC1)OC1 3-[o-(4,5-Dihydro-l,3-oxazol-2-yl)phenoxy]-l,2-propanediol 1040 0 OC(=O)COC(=CC=C1)C(=C1)C (OC1)=NC1 [o-(4,5-Dihydro-l,3-oxazol-2-yl)phenoxy]acetic acid 1041 X o OC(=O)CCOC(=CC1)C(=CC=1) C(OC1)=NC1 3-[o-(4,5-Dihydro-l,3-oxazol-2-yl)phenoxy]propionic acid9. The detergent composition of claim 1 wherein the compound has the structure selected from:16 08 23Patent code Structure SMILES IUPAC name 1100 oy / OC(=CC=C1)C(=C1)C(=NC1(C) C)OC1 o-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1101 OC(C(=CC1)C(OC2)=NC2(C)C) =C(C)C=1 3-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-2-cresol 1102 o-y OC(=CC1C)C(=CC=1)C(OC1)= NC1(C)C 4-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-3-cresol 1103 6. OC(=CC=C1C)C(=C1)C(=NC1( C)C)OC1 3-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-4-cresol 1104 6R4 OC(=CC1)C(C(OC2)=NC2(C)C) =C(C=1)C 2-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-3-cresol 1105 o-x / nA Y^OH OH OC(C(=CC1)C(OC2)=NC2(C)C) =C(C=1)O 3-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)pyrocatechol 1106 o-x / ho^^^oh OC(=CC=C1C(OC2)=NC2(C)C) C=C10 4-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)resorcinol 1107 OC(C=C(C1O)C(OC2)=NC2(C) C)=CC=1 2-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol- 2-yl)hydroquinone 1108 oh o-y^ OC(C=C1)=C(C(=NC2(C)C)OC 2)C(O)=C1 2-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)resorcinol 1109 o-X / cR y^OH OC(=C(OC)C=C1)C(=C1)C(OC 1)=NC1(C)C 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-6-methoxyphenolcn16 08 231128 1127 1126 1125 1124 1123 1122 1121 1120 1119 1118 1117 1116 1115 1114 1113 1112 1111 1110 Q-K 5 v 4’ s v \ / =\ nh2 o^ / n ZE 4 s v I R 8 v 0^ / (jV5" Y^OH nh2 \ o 8 4 o 4 / o ■"R I o R I I T / o R 8 v OC(=CC=C1)C(=C1N(C)C)C(O C1)=NC1(C)C OC(=CC1)C(=CC=1N(C)C)C(O C1)=NC1(C)C OC(=CC1N(C)C)C(=CC=1)C(O C1)=NC1(C)C OC(C(=CC1)C(=NC2(C)C)OC2) =C(C=1)N(C)C z z n n -tt n n ii X n v n n ii O n O n "if n h o n n ii i-' n n ii n O n n ii z n OC(=CC1N)C(=CC=1)C(=NC1( C)C)OC1 OC(=C(N)C=C1)C(=C1)C(=NC1 (C)C)OC1 OC(=CC1)C(=C(C=1)OCCOC)C (OC1)=NC1(C)C OC(=CC1)C(=CC=1OCCOC)C(= NC1(C)C)OC1 OC(=CC1OCCOC)C(=CC=1)C(= NC1(C)C)OC1 OC(C(=CC1)C(=NC2(C)C)OC2) =C(C=1)OCCOC OC(=CC=C1)C(=C1OCCO)C(= NC1(C)C)OC1 OC(=CC1)C(=CC=1OCCO)C(= NC1(C)C)OC1 OC(=CC(=C1)OCCO)C(=C1)C( =NC1(C)C)OC1 OC(=C(OCCO)C=C1)C(=C1)C( OC1)=NC1(C)C OC(=CC1)C(=C(C=1)OC)C(=N C1(C)C)OC1 OC(=CC=C1OC)C(=C1)C(=NC1 (C)C)OC1 OC(=CC(=C1)OC)C(=C1)C(OC 1)=NC1(C)C 3-(Dimethylamino)-2-(4,4-dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 4-(Dimethylamino)-2-(4,4-dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 5-(Dimethylamino)-2-(4,4-dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 6-(Dimethylamino)-2-(4,4-dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 3-Amino-2-(4,4-dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 4-Amino-2-(4,4-dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 5-Amino-2-(4,4-dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 6-Amino-2-(4,4-dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 2-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-3-(2-methoxyethoxy)phenol 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol-2-yl)-4-(2-methoxyethoxy)phenol 2-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-5-(2-methoxyethoxy)phenol 6-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol-2-yl)-2-(2-methoxyethoxy)phenol 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol-2-yl)-3-(2-hydroxyethoxy)phenol 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol-2-yl)-4-(2-hydroxyethoxy)phenol 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol-2-yl)-5-(2-hydroxyethoxy)phenol 6-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-2-(2-hydroxyethoxy)phenol 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol-2-yl)-3-methoxyphenol 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol-2-yl)-4-methoxyphenol 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol-2-yl)-5-methoxyphenol10. The detergent composition of claim 1 wherein the compound has the structure selected from:1129 0-\z OC(=C(C=C1)N(CCO)CCO)C(= C1)C(=NC1(C)C)OC1 2-{[3-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-2-hydroxyphenyl](2-hydroxyethyl)amino}ethanol 1130 HO^ OC(=CC(=C1)N(CCO)CCO)C(= C1)C(OC1)=NC1 2-{[4-(4,5-Dihydro-l,3-oxazol-2-yl)-3- hydroxyphenyl](2- hydroxyethyl)amino}ethanol 1131 OC(=CC=C1N(CCO)CCO)C(=C 1)C(=NC1)OC1 2-{[3-(4,5-Dihydro-l,3-oxazol-2-yl)-4- hydroxyphenyl](2- hydroxyethyl)amino}ethanol 1132 H0 de OC(=CC=C1)C(=C1N(CCO)CC O)C(OC1)=NC1 2-{[2-(4,5-Dihydro-l,3-oxazol-2-yl)-3- hydroxyphenyl](2- hydroxyethyl)amino}ethanol11. The detergent composition claim 1 wherein the compound has the structure selected from:16 08 23Patent code Structure SMILES IUPAC name 1200 OC(=CC=C1)C(=C1)C(OC1)=N C1C(C)C o-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1201 y^OH OC(=C(C)C=C1)C(=C1)C(OC1) =NC1C(C)C 3-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-2-cresol 1202 OC(=CC(=C1)C)C(=C1)C(=NC1 C(C)C)OC1 4-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-3-cresol 1203 O-A / YjAA OC(=CC1)C(=CC=1C)C(OC1)= NC1C(C)C 3-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-4-cresol 1204 OC(=CC=C1)C(=C1C)C(=NC1C (C)C)OC1 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-3-cresol 1205 OH OC(=C(O)C=C1)C(=C1)C(=NC 1C(C)C)OC1 3-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)pyrocatechol 1206 cdN^ HO^^^OH OC(=CC1O)C(=CC=1)C(=NC1C (C)C)OC1 4-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)resorcinol 1207 OC(=CC=C1O)C=C1C(=NC1C( C)C)OC1 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)hydroquinone 1208 OH O-\7 OC(C=C1)=C(C(=NC2C(C)C)O C2)C(=C1)O 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)resorcinol16 08 231209 °X_o XX—Q \= / \ OC(C(=CC1)C(=NC2C(C)C)OC 2)=C(C=1)OC 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-6-methoxyphenol 1210 o / OC(=CC(=C1)OC)C(=C1)C(OC 1)=NC1C(C)C 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-5-methoxyphenol 1211 OC(=CC=C1OC)C(=C1)C(=NC1 C(C)C)OC1 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-4-methoxyphenol 1212 R° OC(=CC1)C(C(=NC2C(C)C)OC 2)=C(C=1)OC 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-3-methoxyphenol 1213 Y^OH HO^^0 OC(=C(C=C1)OCCO)C(=C1)C( OC1)=NC1C(C)C 2-(2-Hydroxyethoxy)-6-(4-isopropyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1214 J 8 b o OC(=CC(=C1)OCCO)C(=C1)C( OC1)=NC1C(C)C 5-(2-Hydroxyethoxy)-2-(4-isopropyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1215 o r OC(=CC=C1OCCO)C(=C1)C(= NC1C(C)C)OC1 4-(2-Hydroxyethoxy)-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1216 OC(=CC=C1)C(=C1OCCO)C(O C1)=NC1C(C)C 3-(2-Hydroxyethoxy)-2-(4-isopropyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1217 OY' Y^OH OC(=C(C=C1)OCCOC)C(=C1)C (OC1)=NC1C(C)C 6-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-2-(2-methoxyethoxy)phenol 1218 O \ OC(=CC(=C1)OCCOC)C(=C1)C (OC1)=NC1C(C)C 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-5-(2-methoxyethoxy)phenol 1219 OC(=CC=C1OCCOC)C(=C1)C( OC1)=NC1C(C)C 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-4-(2-methoxyethoxy)phenol 1220 J 5 o \ OC(=CC=C1)C(=C1OCCOC)C(= NC1C(C)C)OC1 2-(4-lsopropyl-4,5-dihydro-l,3-oxazol-2-yl)-3-(2-methoxyethoxy)phenol 1221 / Y*' Y^OH nh2 OC(C(=CC1)C(=NC2C(C)C)OC 2)=C(N)C=1 6-Amino-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1222 jCY HsN^-^OH OC(=CC(N)=C1)C(=C1)C(OC1) =NC1C(C)C 5-Amino-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1223 o-a / NC(C=C(C10)C(=NC2C(C)C)0 C2)=CC=1 4-Amino-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1224 NH2 / <XK NC(C=CC1)=C(C=1O)C(OC1)= NC1C(C)C 3-Amino-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1225 q-a / Y^OH ^Nx OC(=C(C=C1)N(C)C)C(=C1)C( OC1)=NC1C(C)C 6-(Dimethylamino)-2-(4-isopropyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1226 O'A / rx1^ 1 OC(=CC(=C1)N(C)C)C(=C1)C( OC1)=NC1C(C)C 5-(Dimethylamino)-2-(4-isopropyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1227 OC(=CC=C1N(C)C)C(=C1)C(= NC1C(C)C)OC1 4-(Dimethylamino)-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenol1228 OC(=CC1)C(=C(C=1)N(C)C)C( OC1)=NC1C(C)C 3-(Dimethylamino)-2-(4-isopropyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1229 O"A / Y^OH X-S. HO^^ — OH OC(=C(C=C1)N(CCO)CCO)C(= C1)C(OC1)=NC1C(C)C 2-{(2-Hydroxyethyl)[2-hydroxy-3-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenyl]amino}ethanol 1230 HO^ OC(=CC(=C1)N(CCO)CCO)C(= C1)C(=NC1C(C)C)OC1 2-{(2-Hydroxyethyl)[3-hydroxy-4-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenyl]amino}ethanol 1231 OC(=CC1)C(=CC=1N(CCO)CC O)C(=NC1C(C)C)OC1 2-{(2-Hydroxyethyl)[4-hydroxy-3-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenyl]amino}ethanol 1232 OC(=CC1)C(=C(C=1)N(CCO)C CO)C(OC1)=NC1C(C)C 2-{(2-Hydroxyethyl)[3-hydroxy-2-(4-isopropyl-4,5-dihydro-l,3-oxazol-2-yl)phenyl]amino}ethanol12. The detergent composition of claim 1 wherein the compound has the structure selected from:16 08 23Patent code Structure SMILES IUPAC name 1300 o-\ OH —^OH OC(=CC=C1)C(=C1)C(=NC1CO )OC1 o-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1301 OH Y^OH OC(=C(C)C=C1)C(=C1)C(=NC1 CO)OC1 3-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol 2 yl] 2 cresol 1302 o^xy*1 —^OH OC(=CC(C)=C1)C(=C1)C(=NC1 CO)OC1 4-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-3-cresol 1303 O-\ OH ^^OH OC(=CC=C1C)C(=C1)C(=NC1C O)OC1 3-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-4-cresol 1304 1 O-\ ,OH —^OH OC(=CC1)C(C(=NC2CO)OC2)= C(C)C=1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-3-cresol 1305 °-A OH Y^OH OH OC(C(=CC1)C(OC2)=NC2CO)= C(C=1)O 3-[4-(Hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]pyrocatechol 1306 °^\ / °1-1 HO^-^OH OC(=CC1O)C(=CC=1)C(OC1)= NC1CO 4-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]resorcinol 1307 O-\ OH ^^^OH OC(=CC=C1O)C=C1C(=NC1CO )OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]hydroquinone 1308 OH O'\^OH ^^OH OC(C=CC1)=C(C=1O)C(=NC1C O)OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]resorcinol 1309 L ° \= / \ OC(=C(OC)C=C1)C(=C1)C(=N C1CO)OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-6-methoxyphenol16 08 231310 OH XO^^OH OC(=CC(=C1)OC)C(=C1)C(=N C1CO)OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-5-methoxyphenol 1311 O~A OH OC(=CC=C1OC)C(=C1)C(OC1) =NC1CO 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-4-methoxyphenol 1312 o^\ OH ^^OH OC(=CC1)C(=C(C=1)OC)C(=N C1CO)OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-3-methoxyphenol 1313 O-"\ OH cr Y^OH HO'XXvX° OC(=C(OCCO)C=C1)C(=C1)C( =NC1CO)OC1 2-(2-Hydroxyethoxy)-6-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1314 O"\ OH HO JO^N OC(=CC(=C1)OCCO)C(=C1)C( =NC1CO)OC1 5-(2-Hydroxyethoxy)-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1315 0-^ zOH ^^OH OC(=CC=C1OCCO)C(=C1)C(O C1)=NC1CO 4-(2-Hydroxyethoxy)-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1316 HQ---O-A OH OC(=CC=C1)C(=C1OCCO)C(= NC1CO)OC1 3-(2-Hydroxyethoxy)-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1317 °A / 01-1 or Y^OH ^o^'0 OC(=C(C=C1)OCCOC)C(=C1)C (=NC1CO)OC1 6-[4-(Hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]-2-(2-methoxyethoxy)phenol 1318 °-\ OH rxr x0'—^O^^^^OH OC(=CC1OCCOC)C(=CC=1)C(= NC1CO)OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]-5-(2-methoxyethoxy)phenol 1319 O-A OH ^^OH OC(=CC1)C(=CC=1OCCOC)C( OC1)=NC1CO 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]-4-(2-methoxyethoxy)phenol 1320 ^°^^O O"\. 0H ^-^OH OC(=CC=C1)C(=C1OCCOC)C(= NC1CO)OC1 2-[4-(Hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]-3-(2-methoxyethoxy)phenol 1321 0^^ .OH r Y^OH nh2 OC(=C(N)C=C1)C(=C1)C(=NC1 CO)OC1 6-Amino-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl] phenol 1322 O-\ OH H2N^^OH OC(=CC1N)C(=CC=1)C(OC1)= NC1C0 5-Amino-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl] phenol 1323 0^. OH H2NTY^N^ ^^OH NC(=CC=C1O)C=C1C(OC1)=N C1C0 4-Amino-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl] phenol 1324 NH2 o^oh fx"N NC(C=C1)=C(C(=C1)O)C(OC1) =NC1CO 3-Amino-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl] phenol 1325 O^. OH QC Y^OH OC(C(=CC1)C(OC2)=NC2CO)= C(C=1)N(C)C 6-(Dimethylamino)-2-[4- (hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1326 o^\ OH ^nx^x^oh 1 OC(=CC1N(C)C)C(=CC=1)C(O C1)=NC1CO 5-(Dimethylamino)-2-[4- (hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1327 1 O-\ ,°H r^oH OC(=CC1)C(=CC=1N(C)C)C(O C1)=NC1CO 4-(Dimethylamino)-2-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol1328 O"A PH OC(=CC1)C(C(=NC2CO)OC2)= C(C=1)N(C)C 3-(Dimethylamino)-2-[4- (hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenol 1329 O-^\ OH AL HO^^ ^^OH OC(C(=CC1)C(=NC2CO)OC2)= C(C=1)N(CCO)CCO 2-[(2-Hydroxyethyl){2-hydroxy-3-[4-(hydroxymethyl)-4,5-dihydro-l,3-oxazol-2-yl]phenyl}amino]ethanol 1330 O-\ OH pA ho^AAoh HO^ OC(=CC1N(CCO)CCO)C(=CC= 1)C(=NC1CO)OC1 2-[(2-Hydroxyethyl){3-hydroxy-4-[4-(hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]phenyl}amino]ethanol 1331 °"\ OH -AT A^oh OC(=CC=C1N(CCO)CCO)C(=C 1)C(OC1)=NC1CO 2-[(2-Hydroxyethyl){4-hydroxy-3-[4-(hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]phenyl}amino]ethanol 1332 H0 o-aoh de OC(=CC1)C(C(=NC2CO)OC2)= C(C=1)N(CCO)CCO 2-[(2-Hydroxyethyl){3-hydroxy-2-[4-(hydroxymethyl)-4,5-dihydro-l,3- oxazol-2-yl]phenyl}amino]ethanol13. The detergent composition of claim 1 wherein the compound has the structure selected from:16 08 23Patent code Structure SMILES IUPAC name 1400 OH °"\ / - / / 0 h A —A OC(=CC=C1)C(=C1)C(=NC1CC C(O)=O)OC1 3-[2-(o-Hydroxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1401 OH A ° Y^OH OC(=C(C)C=C1)C(=C1)C(OC1) =NC1CCC(O)=O 3 [2 (2 Hydroxy 3 tolyl) 4,5 dihydro l,3-oxazol-4-yl]propionic acid 1402 OH OA / —Z A 0 OC(=CC(=C1)C)C(=C1)C(=NC1 CCC(=O)O)OC1 3-[2-(2-Hydroxy-4-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1403 OyO AS OC(=CC=C1C)C(=C1)C(OC1)= NC1CCC(O)=O 3-[2-(2-Hydroxy-5-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1404 OH e ° OC(=CC1)C(=C(C=1)C)C(=NC1 CCC(O)=O)OC1 3-[2-(2-Hydroxy-6-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1405 OH cdN 0 Y^oh OH OC(C(=CC1)C(=NC2CCC(O)=O )OC2)=C(C=1)O 3-[2-(2,3-Dihydroxyphenyl)-4,5-dihydro- l,3-oxazol-4-yl]propionic acid 1406 OH HO^^^OH OC(=CC(=C1)O)C(=C1)C(=NC 1CCC(=O)O)OC1 3-[2-(2,4-Dihydroxyphenyl)-4,5-dihydro- l,3-oxazol-4-yl]propionic acid 1407 OH o-y 0 ^^OH OC(=CC=C1O)C=C1C(OC1)=N C1CCC(=O)O 3-[2-(2,5-Dihydroxyphenyl)-4,5-dihydro- l,3-oxazol-4-yl]propionic acid 1408 PH OH 0"\ / - / e ° OC(C=CC1)=C(C=1O)C(OC1)= NC1CCC(=O)O 3-[2-(2,6-Dihydroxyphenyl)-4,5-dihydro- l,3-oxazol-4-yl]propionic acid16 08 231409 oh O-\ / -4 CT 0 ^0 OC(C(=CC1)C(=NC2CCC(=O)O )OC2)=C(C=1)OC 3-[2-(2-Hydroxy-3-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1410 OH xY" ° OC(=CC(=C1)OC)C(=C1)C(OC 1)=NC1CCC(=O)O 3-[2-(2-Hydroxy-4-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1411 OH 0 OC(=CC1)C(=CC=1OC)C(OC1) =NC1CCC(=O)O 3-[2-(2-Hydroxy-5-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1412 R° y O^o I OC(=CC1)C(C(=NC2CCC(=O)O )OC2)=C(C=1)OC 3-[2-(2-Hydroxy-6-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1413 OH Or. 0 Y^OH HO^---° OC(=C(OCCO)C=C1)C(=C1)C( =NC1CCC(O)=O)OC1 3-{2-[2-Hydroxy-3-(2- hydroxyethoxy)phenyl]-4,5-dihydro-l,3-oxazol-4-yl}propionic acid 1414 p-or HO OC(=CC(=C1)OCCO)C(=C1)C( =NC1CCC(O)=O)OC1 3-{2-[2-Hydroxy-4-(2- hydroxyethoxy)phenyl]-4,5-dihydro-l,3-oxazol-4-yl}propionic acid 1415 0 Q-y ho^'°YY^n^ 0 ^^OH OC(=CC=C1OCCO)C(=C1)C(O C1)=NC1CCC(O)=O 3-{2-[2-Hydroxy-5-(2- hydroxyethoxy)phenyl]-4,5-dihydro-l,3-oxazol-4-yl}propionic acid 1416 HO____ PH 0~y ,— / ^^OH OC(=CC=C1)C(=C1OCCO)C(O C1)=NC1CCC(O)=O 3-{2-[6-Hydroxy-2-(2- hydroxyethoxy)phenyl]-4,5-dihydro-l,3-oxazol-4-yl}propionic acid 1417 OH Or.y—^ OC(=C(C=C1)OCCOC)C(=C1)C (OC1)=NC1CCC(=O)O 3-{2-[2-Hydroxy-3-(2- methoxyethoxy)phenyl]-4,5-dihydro- l,3-oxazol-4-yl}propionic acid 1418 p Or rV*N 0 ^■■^^O-^^OH OC(=CC1OCCOC)C(=CC=1)C( OC1)=NC1CCC(=O)O 3-{2-[2-Hydroxy-4-(2- methoxyethoxy)phenyl]-4,5-dihydro- l,3-oxazol-4-yl}propionic acid 1419 OH Or. 0 \^0H OC(=CC1)C(=CC=1OCCOC)C(= NC1CCC(O)=O)OC1 3-{2-[2-Hydroxy-5-(2- methoxyethoxy)phenyl]-4,5-dihydro- l,3-oxazol-4-yl}propionic acid 1420 \ O y 0^0 I OC(=CC=C1)C(=C1OCCOC)C( OC1)=NC1CCC(=O)O 3-{2-[6-Hydroxy-2-(2- methoxyethoxy)phenyl]-4,5-dihydro- l,3-oxazol-4-yl}propionic acid 1421 OH 0^ Z—A ec 0 Y^OH nh2 OC(C(=CC1)C(OC2)=NC2CCC( =O)O)=C(C=1)N 3-[2-(3-Amino-2-hydroxyphenyl)-4,5- dihydro-l,3-oxazol-4-yl]propionic acid 1422 OH or W nr 0 H2Nx^^OH OC(=CC1N)C(=CC=1)C(=NC1C CC(=O)O)OC1 3-[2-(4-Amino-2-hydroxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1423 OH o^y H2NyY^N^ 0 ^^OH NC(=CC=C1O)C=C1C(=NC1CC C(O)=O)OC1 3-[2-(5-Amino-2-hydroxyphenyl)-4,5- dihydro-l,3-oxazol-4-yl]propionic acid 1424 OH nh2 o-a / —Z dr 0 NC(C=C1)=C(C(=C1)O)C(=NC1 CCC(=O)O)OC1 3-[2-(2-Amino-6-hydroxyphenyl)-4,5- dihydro-l,3-oxazol-4-yl]propionic acid16 08 231425 oh O-\ / -4 CT 0 OC(C(=CC1)C(OC2)=NC2CCC( =O)O)=C(C=1)N(C)C 3-{2-[3-(Dimethylamino)-2- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1426 OH o-x Av .er 0 ^N'^^OH 1 OC(=CC(=C1)N(C)C)C(=C1)C(= NC1CCC(=O)O)OC1 3-{2-[4-(Dimethylamino)-2- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1427 OH । 0 ^^^OH OC(=CC=C1N(C)C)C(=C1)C(= NC1CCC(O)=O)OC1 3-{2-[5-(Dimethylamino)-2- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1428 . PH rt o^\ Av V^OH OC(=CC=C1)C(=C1N(C)C)C(O C1)=NC1CCC(O)=O 3-{2-[2-(Dimethylamino)-6- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1429 PH cc 0 Y^OH ho^^n^^oh OC(=C(C=C1)N(CCO)CCO)C(= C1)C(=NC1CCC(=O)O)OC1 3-(2-{3-[Bis(2-hydroxyethyl)amino]-2-hydroxyphenyl}-4,5-dihydro-l,3-oxazol-4-yl)propionic acid 1430 OH O-\ » ndN HO^^J OC(=CC(=C1)N(CCO)CCO)C(= C1)C(=NC1CCC(O)=O)OC1 3-(2-{4-[Bis(2-hydroxyethyl)amino]-2-hydroxyphenyl}-4,5-dihydro-l,3-oxazol-4-yl)propionic acid 1431 _ pH H0*! °A. Zv 0 OC(=CC=C1N(CCO)CCO)C(=C 1)C(OC1)=NC1CCC(=O)O 3-(2-{5-[Bis(2-hydroxyethyl)amino]-2-hydroxyphenyl}-4,5-dihydro-l,3-oxazol-4-yl)propionic acid 1432 H0 J oA A* de 0 ^^OH OC(=CC1)C(C(=NC2CCC(=O)O )OC2)=C(C=1)N(CCO)CCO 3-(2-{2-[Bis(2-hydroxyethyl)amino]-6-hydroxyphenyl}-4,5-dihydro-l,3-oxazol-4-yl)propionic acid14. The detergent composition of claim 1 the compound has the structure selected from:Patent code Structure SMILES IUPAC name 1500 Cv OC(=CC1)C(=CC=1)C(=NCC1) OC1 o-(5,6-Dihydro-4H-l,3-oxazin-2-yl)phenol 1501 °^1 Y^OH OC(=C(C)C=C1)C(=C1)C(OCC1 )=NC1 3-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-2-cresol 1502 jOv OC(=CC1C)C(=CC=1)C(=NCC1 )OC1 4-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-cresol 1503 o' \-o 1 OC(=CC=C1C)C(=C1)C(=NCC1 )OC1 3-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-cresol 1504 6Z1 OC(=CC1)C(C(=NCC2)OC2)=C (C=1)C 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-cresol16 08 231505 ¢0 j un OH OC(=C(O)C=C1)C(=C1)C(=NC C1)OC1 3-(5,6-Dihydro-4H-l,3-oxazin-2-yl)pyrocatechol 1506 H0^—^OH OC(=CC(O)=C1)C(=C1)C(=NC C1)OC1 4-(5,6-Dihydro-4H-l,3-oxazin-2-yl)resorcinol 1507 OC(C=C(C1O)C(=NCC2)OC2)= CC=1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)hydroquinone 1508 OH dv OC(C=CC1)=C(C=1O)C(=NCC1 )OC1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)resorcinol 1509 \ / =\ °-o o )—o 1 zO OC(=C(OC)C=C1)C(=C1)C(=N CC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-6-methoxyphenol 1510 ¾ o / OC(=CC1OC)C(=CC=1)C(OCC1 )=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-5-methoxyphenol 1511 0^1 OC(=CC=C1OC)C(=C1)C(=NCC 1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-methoxyphenol 1512 Q 5 OC(=CC=C1)C(=C1OC)C(OCC1 )=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-methoxyphenol 1513 O'Y HO-^° OC(=C(C=C1)OCCO)C(=C1)C( =NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-6-(2-hydroxyethoxy)phenol 1514 HO OC(=CC1OCCO)C(=CC=1)C(O CC1)=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-5-(2-hydroxyethoxy)phenol 1515 .¾ OC(=CC1)C(=CC=1OCCO)C(= NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-(2-hydroxyethoxy)phenol 1516 I o X ° zO OC(=CC=C1)C(=C1OCCO)C(O CC1)=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-(2-hydroxyethoxy)phenol 1517 ¢0 OC(C(=CC1)C(OCC2)=NC2)=C (C=1)OCCOC 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-6-(2-methoxyethoxy)phenol 1518 o °\ OC(=CC(=C1)OCCOC)C(=C1)C (=NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-5-(2-methoxyethoxy)phenol 1519 I / OC(=CC=C1OCCOC)C(=C1)C(= NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-(2-methoxyethoxy)phenol 1520 Qs a \ OC(=CC1)C(=C(C=1)OCCOC)C (OCC1)=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-(2-methoxyethoxy)phenol 1521 oY Y^OH nh2 OC(=C(N)C=C1)C(=C1)C(=NC C1)OC1 6-Amino-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol 1522 h2n / ^x^ OC(=CC(N)=C1)C(=C1)C(OCC 1)=NC1 5-Amino-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol16 08 231523 NC(=CC=C1O)C=C1C(OCC1)= NCI 4-Amino-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol 1524 NH2 NC(C=C1)=C(C(O)=C1)C(=NC C1)OC1 3-Amino-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol 1525 \ / =\ / Z M o \-O OC(=C(C=C1)N(C)C)C(=C1)C( OCC1)=NC1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-6-(dimethylamino)phenol 1526 1 OC(=CC1N(C)C)C(=CC=1)C(O CC1)=NC1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-5-(dimethylamino)phenol 1527 1 ?~1 'ntYb OC(=CC1)C(=CC=1N(C)C)C(= NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-(dimethylamino)phenol 1528 OC(=CC1)C(=C(C=1)N(C)C)C(= NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-(dimethylamino)phenol 1529 Y^OH HO^—N^OH OC(=C(C=C1)N(CCO)CCO)C(= C1)C(OCC1)=NC1 6-[Bis(2-hydroxyethyl)amino]-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol 1530 HO HO.___J OC(=CC(=C1)N(CCO)CCO)C(= C1)C(=NCC1)OC1 5-[Bis(2-hydroxyethyl)amino]-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol 1531 HO^ OC(=CC=C1N(CCO)CCO)C(=C 1)C(OCC1)=NC1 4-[Bis(2-hydroxyethyl)amino]-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol 1532 OC(=CC1)C(C(=NCC2)OC2)=C (C=1)N(CCO)CCO 3-[Bis(2-hydroxyethyl)amino]-2-(5,6-dihydro-4H-l,3-oxazin-2-yl)phenol15. The detergent composition of claim 1 wherein the compound has the structure selected from:Patent code Structure SMILES IUPAC name 1000 OC(=CC=C1)C(=C1)C(=NC1)O Cl o-(4,5-Dihydro-l,3-oxazol-2-yl)phenol 1001 Y^OH OC(=C(C)C=C1)C(=C1)C(=NC1 )OC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)-2-cresol 1002 Q-A OC(=CC1C)C(=CC=1)C(=NC1) OC1 4-(4,5-Dihydro-l,3-oxazol-2-yl)-3-cresol 1003 o"\ OC(=CC=C1C)C(=C1)C(=NC1) OC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)-4-cresol 1004 ^-^OH OC(=CC1)C(=C(C)C=1)C(OC1) =NC1 2-(4,5-Dihydro-l,3-oxazol-2-yl)-3-cresol16 08 231009 \= / \ OC(=C(C=C1)OC)C(=C1)C(=N C1)OC1 2-(4,5-Dihydro-l,3-oxazol-2-yl)-6-methoxyphenol 1010 °-A xx" O — OH OC(=CC1OC)C(=CC=1)C(OC1) =NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-5-methoxyphenol 1011 OC(=CC1)C(=CC=1OC)C(=NC1 )OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-methoxyphenol 1012 5 <5 OC(=CC1)C(=C(C=1)OC)C(=N C1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3-methoxyphenol 1025 0 O \= / \ OC(C(=CC1)C(OC2)=NC2)=C( C=1)N(C)C 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-6-(dimethylamino)phenol 1026 O-A ,jCv 1 OC(=CC1N(C)C)C(=CC=1)C(O C1)=NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-5-(dimethylamino)phenol 1027 %? OC(=CC1)C(=CC=1N(C)C)C(= NC1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-(dimethylamino)phenol 1028 O-\ K—^OH OC(=CC1)C(C(=NC2)OC2)=C( C=1)N(C)C 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3-(dimethylamino)phenol 1100 oy / [TX^ OC(=CC=C1)C(=C1)C(=NC1(C) C)OC1 o-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1101 O^ / QAn OC(C(=CC1)C(OC2)=NC2(C)C) =C(C)C=1 3-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-2-cresol 1102 o-y jRX^N OC(=CC1C)C(=CC=1)C(OC1)= NC1(C)C 4-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-3-cresol 1103 X. X7 OC(=CC=C1C)C(=C1)C(=NC1( C)C)OC1 3-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol-2-yl)-4-cresol 1104 OC(=CC1)C(C(OC2)=NC2(C)C) =C(C=1)C 2-(4,4-Dimethyl-4,5-dihydro-l,3-oxazol- 2-yl)-3-cresol 1109 X. O-o \= / \ OC(=C(OC)C=C1)C(=C1)C(OC 1)=NC1(C)C 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-6-methoxyphenol 1110 / o R 8 v OC(=CC(=C1)OC)C(=C1)C(OC 1)=NC1(C)C 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-5-methoxyphenol 1111 °^\ 'YR OC(=CC=C1OC)C(=C1)C(=NC1 (C)C)OC1 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-4-methoxyphenol 1112 °~\L fV'" OC(=CC1)C(=C(C=1)OC)C(=N C1(C)C)OC1 2-(4,4-Dimethyl-4,5-dihydro-l, 3-oxazol- 2-yl)-3-methoxyphenol 1125 o-X / rX'N y^OH OC(C(=CC1)C(=NC2(C)C)OC2) =C(C=1)N(C)C 6-(Dimethylamino)-2-(4,4-dimethyl-4,5- dihydro-l,3-oxazol-2-yl)phenol16 08 231126 0-^ / —^OH 1 OC(=CC1N(C)C)C(=CC=1)C(O C1)=NC1(C)C 5-(Dimethylamino)-2-(4,4-dimethyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1127 1 XT OC(=CC1)C(=CC=1N(C)C)C(O C1)=NC1(C)C 4-(Dimethylamino)-2-(4,4-dimethyl-4,5-dihydro-l,3-oxazol-2-yl)phenol 1128 OC(=CC=C1)C(=C1N(C)C)C(O C1)=NC1(C)C 3-(Dimethylamino)-2-(4,4-dimethyl-4,5- dihydro-l,3-oxazol-2-yl)phenol 1400 pH O"\ CT ° OC(=CC=C1)C(=C1)C(=NC1CC C(O)=O)OC1 3-[2-(o-Hydroxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1401 OH O^N ° OC(=C(C)C=C1)C(=C1)C(OC1) =NC1CCC(O)=O 3-[2-(2-Hydroxy-3-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1402 OH °-\ ,—z xr 0 OC(=CC(=C1)C)C(=C1)C(=NC1 CCC(=O)O)OC1 3-[2-(2-Hydroxy-4-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1403 pH °^v cd ° OC(=CC=C1C)C(=C1)C(OC1)= NC1CCC(O)=O 3-[2-(2-Hydroxy-5-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1404 OH 6^" ° OC(=CC1)C(=C(C=1)C)C(=NC1 CCC(O)=O)OC1 3-[2-(2-Hydroxy-6-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1409 PH er ° Y^OH / ° OC(C(=CC1)C(=NC2CCC(=O)O )OC2)=C(C=1)OC 3-[2-(2-Hydroxy-3-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1410 OH O^X / -^ nd ° OC(=CC(=C1)OC)C(=C1)C(OC 1)=NC1CCC(=O)O 3-[2-(2-Hydroxy-4-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1411 OH °^\ / x ^yv^v ° OC(=CC1)C(=CC=1OC)C(OC1) =NC1CCC(=O)O 3-[2-(2-Hydroxy-5-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1412 PH 0 0"\ / v 6r 0 ^^OH OC(=CC1)C(C(=NC2CCC(=O)O )OC2)=C(C=1)OC 3-[2-(2-Hydroxy-6-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1425 pH O-\ yY o'"" 0 Y^OH x-N\ OC(C(=CC1)C(OC2)=NC2CCC( =O)O)=C(C=1)N(C)C 3-{2-[3-(Dimethylamino)-2- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1426 OH O~A / —Z xir 0 ^n'^-^oh 1 OC(=CC(=C1)N(C)C)C(=C1)C(= NC1CCC(=O)O)OC1 3-{2-[4-(Dimethylamino)-2- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1427 OH ^^OH OC(=CC=C1N(C)C)C(=C1)C(= NC1CCC(O)=O)OC1 3-{2-[5-(Dimethylamino)-2- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid 1428 . PH tt / —Z cX ° OC(=CC=C1)C(=C1N(C)C)C(O C1)=NC1CCC(O)=O 3-{2-[2-(Dimethylamino)-6- hydroxyphenyl]-4,5-dihydro-l,3-oxazol- 4-yl}propionic acid16 08 231500 OC(=CC1)C(=CC=1)C(=NCC1) OC1 o-(5,6-Dihydro-4H-l,3-oxazin-2-yl)phenol 1501 OC(=C(C)C=C1)C(=C1)C(OCC1 )=NC1 3-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-2-cresol 1502 OC(=CC1C)C(=CC=1)C(=NCC1 )OC1 4-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-cresol 1503 o' \-o 1 zO OC(=CC=C1C)C(=C1)C(=NCC1 )OC1 3-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-cresol 1504 OC(=CC1)C(C(=NCC2)OC2)=C (C=1)C 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-cresol 1509 \ / =\ o' o 1 zO OC(=C(OC)C=C1)C(=C1)C(=N CC1)OC1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-6-methoxyphenol 1510 ¾ o / OC(=CC1OC)C(=CC=1)C(OCC1 )=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-5-methoxyphenol 1511 0^1 OC(=CC=C1OC)C(=C1)C(=NCC 1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-methoxyphenol 1512 ? OC(=CC=C1)C(=C1OC)C(OCC1 )=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-methoxyphenol 1525 o^j [□X y^OH OC(=C(C=C1)N(C)C)C(=C1)C( OCC1)=NC1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-6-(dimethylamino)phenol 1526 1 OC(=CC1N(C)C)C(=CC=1)C(O CC1)=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-5-(dimethylamino)phenol 1527 1 'XX OC(=CC1)C(=CC=1N(C)C)C(= NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-(dimethylamino)phenol 1528 60 OC(=CC1)C(=C(C=1)N(C)C)C(= NCC1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-(dimethylamino)phenol16. The detergent composition of claim 1 wherein the compound has the structure selected from:Patent code Structure SMILES IUPAC name 1000 % OC(=CC=C1)C(=C1)C(=NC1)O Cl o-(4,5-Dihydro-l,3-oxazol-2-yl)phenol 1001 y^OH OC(=C(C)C=C1)C(=C1)C(=NC1 )OC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)-2-cresol16 08 231002 o-x OC(=CC1C)C(=CC=1)C(=NC1) OC1 4-(4,5-Dihydro-l,3-oxazol-2-yl)-3-cresol 1003 'AAn Y^OH OC(=CC=C1C)C(=C1)C(=NC1) OC1 3-(4,5-Dihydro-l,3-oxazol-2-yl)-4-cresol 1004 OC(=CC1)C(=C(C)C=1)C(OC1) =NC1 2-(4,5-Dihydro-l,3-oxazol-2-yl)-3-cresol 1009 0-4 — o Ko \= / \ OC(=C(C=C1)OC)C(=C1)C(=N C1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-6-methoxyphenol 1010 O-\ xx^ XO^—^OH OC(=CC1OC)C(=CC=1)C(OC1) =NC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-5-methoxyphenol 1011 OC(=CC1)C(=CC=1OC)C(=NC1 )OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-4-methoxyphenol 1012 o—\ OC(=CC1)C(=C(C=1)OC)C(=N C1)OC1 2-(4,5-Dihydro-l, 3-oxazol-2-yl)-3-methoxyphenol 1400 PH O^\ Av — 0 |[ T —^OH OC(=CC=C1)C(=C1)C(=NC1CC C(O)=O)OC1 3-[2-(o-Hydroxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1401 OH o^\ / —( cc ° y^OH OC(=C(C)C=C1)C(=C1)C(OC1) =NC1CCC(O)=O 3-[2-(2-Hydroxy-3-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1402 OH °^\ / — / 0 OC(=CC(=C1)C)C(=C1)C(=NC1 CCC(=O)O)OC1 3-[2-(2-Hydroxy-4-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1403 OH °^V Av ° OC(=CC=C1C)C(=C1)C(OC1)= NC1CCC(O)=O 3-[2-(2-Hydroxy-5-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1404 OH r ° OC(=CC1)C(=C(C=1)C)C(=NC1 CCC(O)=O)OC1 3-[2-(2-Hydroxy-6-tolyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1409 PH o-x Av 0 XT OH A OC(C(=CC1)C(=NC2CCC(=O)O )OC2)=C(C=1)OC 3-[2-(2-Hydroxy-3-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1410 / o k 0-^0 I OC(=CC(=C1)OC)C(=C1)C(OC 1)=NC1CCC(=O)O 3-[2-(2-Hydroxy-4-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1411 OH °^\ Z~^ xOyy^N^ 0 OC(=CC1)C(=CC=1OC)C(OC1) =NC1CCC(=O)O 3-[2-(2-Hydroxy-5-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid 1412 PH dr 0 ^^OH OC(=CC1)C(C(=NC2CCC(=O)O )OC2)=C(C=1)OC 3-[2-(2-Hydroxy-6-methoxyphenyl)-4,5-dihydro-l,3-oxazol-4-yl]propionic acid16 08 231500 OC(=CC1)C(=CC=1)C(=NCC1) OC1 o-(5,6-Dihydro-4H-l,3-oxazin-2-yl)phenol 1501 OC(=C(C)C=C1)C(=C1)C(OCC1 )=NC1 3-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-2-cresol 1502 OC(=CC1C)C(=CC=1)C(=NCC1 )OC1 4-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-cresol 1503 0' \-O 1 OC(=CC=C1C)C(=C1)C(=NCC1 )OC1 3-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-cresol 1504 OC(=CC1)C(C(=NCC2)OC2)=C (C=1)C 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-cresol 1509 \ / =\ O \-o 1 OC(=C(OC)C=C1)C(=C1)C(=N CC1)OC1 2-(5,6-Dihydro-4H-l,3-oxazin-2-yl)-6-methoxyphenol 1510 ¾ 0 / OC(=CC1OC)C(=CC=1)C(OCC1 )=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-5-methoxyphenol 1511 0^1 OC(=CC=C1OC)C(=C1)C(=NCC 1)OC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-4-methoxyphenol 1512 OC(=CC=C1)C(=C1OC)C(OCC1 )=NC1 2-(5,6-Dihydro-4H-l, 3-oxazin-2-yl)-3-methoxyphenol17. The detergent composition of any of claims 1 to 16 wherein the transition metal element (M) is Mn.
18. The detergent composition of claim 17 wherein Mn is in the 3+ oxidation state.
19. The detergent composition of any preceding claim wherein the complex is hexadentate.
20. The detergent composition of any preceding claim wherein the chelate has a ratio of two compounds (L) to the transition metal element (M).
21. The detergent composition of any preceding claim wherein the chelate has one or more further ligands being selected from H2O, a halide or an organic anion.
22. The detergent composition of any preceding claim wherein in-use pH of the detergent composition is in the range from pH 8 to 10.
23. The detergent composition of any preceding claim wherein the source of hydrogen peroxide is sodium percarbonate.
24. The detergent composition of any preceding claim wherein the detergent composition is a dishwashing detergent composition.
25. The detergent composition of any preceding claim wherein the detergent composition is an automatic dishwashing detergent composition.
Citation Information
Patent Citations
Precursors for chemical vapour deposition comprising metal & ligand with co-ordinating N & O, separated by 2 or 3 carbons, & sterically hindering substituent
GB2422832A
Use of metal complex compounds as oxidation catalysts
US20050235428A1
Transition metal OXO, sulfido and amido complexes as catalysts of nucleophilic addition reactions
WO2002102707A2