Polyetheramine-based preservative compositions

Abstract

The present disclosure is directed to a preservative composition comprising a linear polyetheramine having a molecular weight greater than 118 Daltons (Da) and at least one isothiazolinone, whereby this preservative composition may further comprise a pyrithione salt and / or a metal salt. Also disclosed is an aqueous industrial material comprising the preservative composition as well as a method for enhancing in-contaniner preservative performance of an aqueous industrial material using the preservative composition.

Description

Attorney Docket No.: ARXT-308-PCT POLYETHERAMINE-BASED PRESERVATIVE COMPOSITIONS RELATED APPLICATIONS

[0001] The present application is based on and claims priority to U.S. Provisional Patent application Serial No.63 / 654,271, filed on May 31, 2024, which is incorporated herein by reference. BACKGROUND

[0001] Preservation of water-based materials continues to be complicated by regulations that ban or restrict the use of certain active components. For the active substances that continue to be widely used, most carry hazard labeling implications at typical use levels. Methods of improving the activity of in-can preservatives at “hazard label-free” levels are highly desired by the industry, but the activity of these ingredients on their own is typically insufficient.

[0002] Due to the complications surrounding preservative use, many coatings producers are now choosing to produce biocide-free paints. These biocide-free paints are produced by bringing the pH to ~11, which is believed to inhibit the growth of microorganisms. However, this approach appears to only create new microbiological and consumer safety challenges, as the high pH can be irritating, the alkalinity limits the use of many commonly used paint additives, and spoilage may still occur.

[0003] Beyond limitations set by regulators, even in regions where active substance use levels are broader and do not carry hazard labeling implications, producers often struggle to achieve good preservation at reasonable cost-in-use.

[0004] For these reasons, there exists a strong need to develop new formulations of ingredients that enable preservation in the current regulatory landscape. Of particular interest are ingredients that enhance the activity of existing active substances or can provide preservation without the use of certain unfavorable preservatives. Additional interest is driven by those ingredients that can allow for preservation meeting “hazard label free” requirements in certain regions. Further, if the ingredient is multifunctional, there may be simultaneous savings and SKU-reduction on functions supplied by numerous other additives (e.g., dispersants, defoamers, rheology modifiers, surfactants, pH adjusters). SUMMARYAttorney Docket No.: ARXT-308-PCT

[0005] The present disclosure is generally directed to a preservative composition based on at least one isothiazolinone and including a linear polyetheramine. The linear polyetheramine may have the following formula, Formula I: , wherein R1 is independently H or CH3. The linearweight greater than 118 Daltons (Da).

[0006] Additionally, example aspects of the present disclosure are directed to an aqueous industrial preservative including a linear polyetheramine of Formula I and at least one isothiazolinone. The linear polyetheramine and the at least one isothiazolinone may be present in the aqueous industrial material at a weight ratio of from about 100:1 to about 1:10.

[0007] Other features and aspects of the present disclosure are discussed in greater detail below. BRIEF DESCRIPTION OF THE DRAWINGS

[0008] A full and enabling disclosure of the present disclosure is set forth more particularly in the remainder of the specification, including reference to the accompanying figure, in which:

[0009] Figure 1 depicts antibacterial efficacy of various linear polyetheramines alone and in combination with BBIT.

[0010] Figure 2 depicts antibacterial efficacy of various linear polyetheramines alone and in combination with BIT.

[0011] Figure 3 depicts antibacterial efficacy of other linear polyetheramines alone and in combination with BIT.

[0012] Figure 4 depicts graphical representation of BIT:linear polyetheramine synergy against Pseudomonas aeruginosa (ATCC #10145) at various ratios.

[0013] Figure 5 depicts graphical representation of MIT:another linear polyetheramine synergy against Pseudomonas aeruginosa (ATCC #10145), Staphylococcus aureus (ATCC #6538), and E. coli (ATCC #8739) at various ratios.

[0014] Figure 6 depicts graphical representation of MIT:another linear polyetheramine synergy against Pseudomonas aeruginosa (ATCC #10145), Staphylococcus aureus (ATCC #6538), and E. coli (ATCC #8739) at various ratios.Attorney Docket No.: ARXT-308-PCT

[0015] Figure 7 depicts the efficacy of blends of BIT / BBIT compared to blends containing BIT / BBIT and commercially available polyetheramines in a soluble oil (U23- 0222-01) diluted to 5% with tap water.

[0016] Figure 8 depicts the efficacy of blends of BIT / BBIT compared to blends containing BIT / BBIT and commercially available polyetheramines in a semi-synthetic formulation (U23-0432-03) diluted to 2.5% with tap water.

[0017] Repeat use of reference characters in the present specification and drawings is intended to represent the same or analogous features or elements of the present invention. DETAILED DESCRIPTION

[0018] It is to be understood by one of ordinary skill in the art that the present discussion is a description of exemplary embodiments only and is not intended as limiting the broader aspects of the present disclosure.

[0019] The present disclosure is generally directed to a preservative composition based on at least one isothiazolinone and including a linear polyetheramine having the structure of Formula I: ; The linear polyetheramine than about 118 Daltons(Da). For instance, the linear polyetheramine may have a molecular weight greater than about 150 Da, such as greater than about 200 Da, such as greater than about 230 Da, such as greater than about 300 Da, such as greater than about 400 Da, such as greater than about 500 Da, such as greater than about 600 Da, such as greater than about 800, such as greater than about 900 Da, such as greater than 1500 Da, such as greater than about 2000 Da, or such as greater than about 2500 Da.

[0020] The polyetheramine may be a linear polyetheramine. In one example embodiment, the linear polyetheramine of Formula 1 may include, but are not limited to, JEFFAMINE®ED900, JEFFAMINE®D2000, JEFFAMINE®ED600, JEFFAMINE®D400, and JEFFAMINE®D230, JEFFAMINE®M2005, or JEFFAMINE®M600.

[0021] In one embodiment, the linear polyetheramine of Formula 1 may have the following structure:Attorney Docket No.: ARXT-308-PCT , wherein x may be from about 1 to about 40, such6 to 30, or any range therebetween.

[0022] In another embodiment, the linear polyetheramine of Formula 1 may have the following structure: , wherein

[0023] In another embodiment, the linear polyetheramine of Formula I may have the following structure: ,wherein the x may be from

[0024] In one example embodiment, the linear polyetheramine may be present in the preservative composition in an amount from about 10% by weight to about 80% by weight, such as from about 15% by weight to about 75% by weight, such as from about 20% by weight to about 65% by weight, such as from about 30% by weight to about 60% by weight, such as from about 40% by weight to about 55% by weight, or any range therebetween, based on the weight of the composition.

[0025] The preservative composition disclosed herein may include at least one isothiazolinone compound. For instance, the isothiazolinone compound may include an isothiazolin-3-one compound. The isothiazolin-3-one compound may include, but is not limited to, 1,2-benzisothiazolin-3-one (“BIT”), N-butyl-1,2-benzisothiazolin-3-one (“BBIT”), N-methyl-1,2-benzisothiazolin-3-one (“nMBIT”), 2-methyl-2H-isothiazol-3-one (“MIT”), 5-chloro-2-methyl-2H-isothiazol-3-one (“CMIT”), 2-octyl-3(2H)-isothiazolone (“OIT”), 4,5-dichloro-2n-octyl-3(2H)-isothiazolone (“DCOIT”), 2,2-dithiobis(N-Attorney Docket No.: ARXT-308-PCT methylbenzamide) (“DTMB”), or a combination thereof. In one example embodiment, the preservative composition disclosed herein may include 1,2-benzisothiazolin-3-one (“BIT”). In another example embodiment, the preservative composition disclosed herein may include 2-methyl-2H-isothiazol-3-one (“MIT”).

[0026] The preservative composition may include a combination of a linear polyetheramine and one or more isothiazolinones. In one example embodiment, the preservative composition disclosed herein may include a linear polyetheramine in combination with BIT and MIT. For instance, a first isothiazolinone and a second isothiazolinone may be present in the preservative composition at a weight ratio of from about 10:1 to 1:10 such that the total weight ratio of the isothiazolinones and linear polyetheramine ranges from about 100:1 to 1:100. For instance, the weight ratio of the linear polyetheramine and total isothiazolinone present in the preservative composition may be from about 100:1 to about 1:50. “Total isothiazolinone”, as used herein, refers to the cumulative weight of one or more isothiazolinone present in the preservative composition.

[0027] In one example embodiment, the weight ratio of the linear polyetheramine and total isothiazolinone present in the preservative composition may be from about 100:1 to about 1:10, such as from about 100:1 to about 5:1, such as from about 75:1 to about 1:5, such as from about 60:1 to about 1:3, such as from about 50:1 to about 2:3, or any range therebetween. In one example embodiment, the weight ratio of the linear polyetheramine and total isothiazolinone may be from about 100:1 to about 5:1. In one example embodiment, the weight ratio of the linear polyetheramine and total isothiazolinone may be from about 50:1 to about 1:50. In another example embodiment, the weight ratio of the linear polyetheramine and total isothiazolinone may be from about 50:1 to about 2:3.

[0028] In another example embodiment, the weight ratio of the linear polyetheramine and MIT present in the preservative composition may be from about 50:1 to about 1:50.

[0029] In yet another example embodiments, a first isothiazolinone and a second isothiazolinone may be present in relative weight ratios ranging from 1:100 to 100:1. For example, the first isothiazolinone and second isothiazolinone may be a blend of isothiazolinones including, but are not limited to, BIT, MIT, BBIT, or a combination thereof. The weight ratio of the linear polyetheramine to the sum of the total isothiazolinone may range from 1:100 to 100:1.

[0030] In one example embodiment, the preservative composition disclosed herein may include a pyrithione salt. For instance, such pyrithione salts may include zinc pyrithione,Attorney Docket No.: ARXT-308-PCT sodium pyrithione, potassium pyrithione, lithium pyrithione, ammonium pyrithione, calcium pyrithione, magnesium pyrithione, an organic amine pyrithione, barium pyrithione, strontium pyrithione, copper pyrithione, cadmium pyrithione, or a combination thereof. For instance, in one example embodiment, the preservative composition disclosed herein may include sodium pyrithione. In another embodiment, the preservative composition disclosed herein may include zinc pyrithione. In another embodiment, the preservative composition disclosed herein may include copper pyrithione. The pyrithione salt may be present in the preservative composition disclosed herein in an amount from about 0.005% by weight to about 10% by weight, such as from about 0.015% by weight to about 5% by weight, such as from about 0.025% by weight to about 2% by weight, or any range therebetween, based on the weight of the composition. For instance, the pyrithione salt can be present in the preservative composition disclosed herein in an amount from about 5 ppm to about 10000 ppm, such as from about 50000 ppm to about 300 ppm, such as from about 100 ppm to about 20000 ppm, or any range therebetween.

[0031] In one example embodiment, the weight ratio of the pyrithione salt to the at least one isothiazolinone may be from about 10:1 to about 1:10, such as from about 10:1 to about 1:5, such as from about 5:1 to about 1:5, such as from about 3:1 to about 1:3, or any range therebetween. For instance, in one example embodiment, the weight ratio of the pyrithione salt to the at least one isothiazolinone may be from about 10:1 to about 1:10. In another example embodiment, the weight ratio of the pyrithione salt to the at least one isothiazolinone may be from about 10:1 to about 1:5. In yet another example embodiment, the weight ratio of the pyrithione salt to the at least one isothiazolinone may be from about 5:1 to about 1:5. In another example embodiment, the weight ratio of the pyrithione salt to the at least one isothiazolinone may be from about 3:1 to about 1:3.

[0032] In one example embodiment, the preservative composition disclosed herein may include a metal salt. For instance, the metal salt may include, but is not limited to, zinc, calcium, magnesium, lithium, iron, zirconium, aluminum, cobalt, zirconium, barium, and bismuth. In one example embodiment, the metal salt may be zinc. In another example embodiment, the metal salt may be calcium. In yet another example embodiment, the metal salt may be magnesium.

[0033] In one example embodiment, the preservative composition disclosed herein is substantially free of an additional amine. For instance, the preservative composition disclosed herein is substantially free of aliphatic diamines including, but not limited to, 2- methylpentamethylenediamine (DYTEK®A) and 1,3-pentanediamine (DYTEK®EP). InAttorney Docket No.: ARXT-308-PCT one example embodiment, the preservative composition disclosed herein is substantially free of 2-methylpentamethylenediamine (DYTEK®A). In another example embodiment, the preservative composition disclosed herein is substantially free of 1,3-pentanediamine (DYTEK®EP).

[0034] Optionally, the preservative composition of the present disclosure may utilize one or more surfactants. The surfactants function as emulsifiers and help to keep the water- insoluble components of the formulation in the form of a stable dispersion (emulsion) of small particles suspended in an aqueous phase.

[0035] Suitable types of nonionic surfactants include, but are not limited to, polyoxyalkylene glycol alkyl ethers (e.g., polyoxyethylene glycol alkyl ethers, polyoxypropylene alkyl ethers, polyoxyethylene / propylene alkyl ethers), glucoside alkyl ethers, polyoxyalkylene glycol alkylphenol ethers (e.g., polyoxyethylene glycol alkylphenol ethers, polyoxypropylene glycol alkylphenol ethers, polyoxyethylene / propylene glycol alkylphenol ethers), glycerol alkyl esters, polyoxyalkylene glycol sorbitan alkyl esters (e.g., polyoxyethylene glycol sorbitan alkyl esters), sorbitan alkyl esters, cocamide MEA, cocamide DEA, block copolymers of polyethylene glycol and polypropylene glycol (poloxamers), polyalkoxylated tallow amines, alkoxylated fatty acids and the like and combinations thereof.

[0036] Particular nonionic surfactants include alkoxylated aliphatic mono-alcohols and alkoxylated aromatic mono-alcohols. Such surfactants are typically prepared by reacting one or more alkylene oxides (e.g., ethylene oxide, propylene oxide, mixtures of ethylene oxide and propylene oxide) with one or more mono-alcohols (e.g., aliphatic alcohols, which may be for example linear or branched, primary or secondary, or aromatic alcohols, such as phenols, including alkyl- and aralkyl-substituted phenols). The number of moles of alkylene oxide reacted per mole of the mono-alcohol may be varied as may be desired, but typically is from about 2 to about 50 on average. If more than one type of alkylene oxide is used, the alkylene oxides may be reacted as a mixture (to provide a polyoxyalkylene segment having a random copolymer structure) or sequentially (to provide a polyoxyalkylene segment having a block copolymer structure).

[0037] Another type of nonionic surfactant for use in the present disclosure is an alkoxylated aliphatic mono-alcohol which is an ethoxylated C10-C18 aliphatic alcohol (in particular, a linear primary C12-C16aliphatic alcohol (or mixture of such alcohols) which has been reacted with about 6 to about 15 moles of ethylene oxide per mole of aliphatic alcohol to provide an alkoxylated alcohol containing an average of about 6 to about 15Attorney Docket No.: ARXT-308-PCT oxyethylene repeating units per molecule). For example, the alkoxylated aliphatic mono- alcohol may be an ethoxylated C12-C16linear aliphatic alcohol containing an average of about 8 to about 12 ethylene oxide units per molecule. In particular, ethoxylated tridecanol containing an average of about 10 ethylene oxide units is suitable for use in the present disclosure.

[0038] Another type of nonionic surfactant for use in the present disclosure is an alkoxylated C2-C8 aliphatic alcohol containing both ethylene oxide and propylene oxide units. The C2-C8 aliphatic alcohol may be n-butanol, for example. The ethylene oxide and propylene units may be arranged in a block manner (e.g., the surfactant may contain a polyoxyethylene block and a polyoxypropylene block). Also suitable for use as nonionic surfactants are alkoxylated phenols, in particular ethoxylated phenols wherein the phenol may be substituted with one or more alkyl groups (in particular, long chain alkyl groups such as nonyl or dodecyl groups or aralkyl groups, such as in tristyrylphenol).

[0039] Suitable anionic surfactants include, but are not limited to, surfactants containing anionic functional groups at their head, such as sulfate groups, sulfonate groups, phosphate groups, and carboxylate groups. The cationic counterion to the anionic functional group may be, for example, an alkali metal (e.g., Na, K) or an amine (ammonium) cation such as a quaternary ammonium. Useful types of anionic surfactants in the present disclosure include, but are not limited to, alkyl sulfates, alkyl ether sulfates, sulfated alkanolamides, glyceride sulfates, alkyl aryl sulfonates (including straight-chain alkylbenzenesulfonates, branched alkylbenzenesulfonates, alkylnaphthalene-sulfonates), alpha olefin sulfonates, lignosulfonates, sulfo-carboxylic compounds (e.g., sodium lauryl sulfoacetate, sulfosuccinates (including dialkylsulfosuccinates), sulfosuccinamates, organo phosphored surfactants, sacrosides, hydroxyalkane-sulfonates, alkanesulfonates, alkylphenoxy polyoxyethylene propyl sulfonates, salts of polyoxyethylene alkylsulfophenyl ethers, sodium N-methyl-N-oleyltaurates, monoamide disodium N- alkylsulfosuccinates, petroleum sulfonates, sulfated castor oil, sulfated tallow oil, salts of sulfuric esters of aliphatic alkylesters, salts of alkylsulfuric esters, salts of alkylsulfuric esters, sulfuric esters of polyoxyethylenealkylethers, salts of sulfuric esters of aliphatic monoglycerides, sodium salt of the monosulfated monoglyceride of hydrogenated coconut oil fatty acids, salts of sulfuric esters of polyoxyethylene alkylphenylethers, salts of alkylphosphoric esters, salts of phosphoric esters of polyoxyethylenealkylethers, salts of phosphoric esters of polyoxyethylenealkylphenylethers, partially saponified compounds of styrene-maleic anhydride copolymers, partially saponified compounds of olefin-maleicAttorney Docket No.: ARXT-308-PCT anhydride copolymers, naphthalenesulfonate-formalin condensates, higher alkyl sulfoacetates, and higher fatty acid esters of 1,2-dihydroxy propane sulfonate and combinations thereof. Particular among these anionic surfactants are sulfonate surfactants, in particular salts of alkyl aryl sulfonates, especially salts of C8-C18alkyl benzene sulfonates such as salts of dodecylbenzene sulfonate, and combinations thereof.

[0040] A total amount of surfactant is used that is effective, in combination with the any thickeners and / or suspending agent that may be present in the composition, to provide a physically stable dispersion. The amount of surfactant needed to achieve a physically stable dispersion will depend on a number of factors, including, for instance, the types and amounts of the linear polyetheramine and thickeners / suspending agents present in the preservative composition and the types of surfactants utilized. Typically, however, an amount of surfactant is used which is sufficient to provide a weight ratio of linear polyetheramine to surfactant within the range of from about 5:1 to about 50:1 or from about 6:1 to about 20:1.

[0041] Further, certain surfactants and combinations of surfactants also have well- known activities disrupting membranes. This activity is general to several cationic surfactants, but is also true of certain non-ionic and ionic surfactants.

[0042] If desired, the preservative compositions of the present disclosure may include one or more substances capable of functioning as thickener or suspending agents to render the compositions physically stable. In particular, the types and amounts of thickeners and / or suspending agents may be selected such that at twenty-five degrees Celsius (25 °C) the resulting preservative composition has a viscosity of at least 300 cps. In other example embodiments, the viscosity of the preservative composition at 25 °C is at least 400 cps or at least 500 cps. Generally, it will be desirable for the viscosity of the preservative composition to not be increased to the point where it becomes difficult to transfer or handle the preservative composition by pumping. Viscosity is measured using a Brookfield viscometer (spindle #5, 100 rpm).

[0043] Suitable thickeners / suspending agents include, without limitation, clays (including natural clays and organo-modified clays), silicates (e.g., silicas such as modified silicas and fumed silicas), polysaccharides (e.g., gums such as xanthan gum, cellulosic polymers), polyacrylates, and the like and combinations thereof.

[0044] One or more other components, in addition to those mentioned above, may additionally be present in the preservative compositions of the present disclosure. In certain example embodiments, however, the preservative composition consists essentially of orAttorney Docket No.: ARXT-308-PCT consists of only the aforementioned components, except that one or more defoamers may optionally be present in such example embodiments.

[0045] Additional optional components include, but are not limited to, dispersants, defoamers (antifoams, e.g., silicone-based defoamers, mineral oil-based defoamers, hydrophobic silica-based defoamers), sequestering / chelating agents, fillers, coloring agents, antifreezing agents, corrosion inhibitors (anti-corrosion additives), ultraviolet light stabilizers, antioxidants, solvents, co-solvents, scale inhibitors, and the like.

[0046] Further components may include ingredients known in the art of preparing stable isothiazolinone concentrates, most typically magnesium nitrate, sodium nitrate, potassium iodate, copper nitrate, or other salts known in the art as particularly useful as stabilizing agents. Concentrates of isothiazolinones and linear polyetheramines may utilize one or more of these established stabilization systems to overcome reactivity between the linear polyetheramine and isothiazolinone.

[0047] The preservative compositions disclosed herein may also be pH adjusted to affect the chemical stability or solubility of the isothiazolinone or linear polyetheramine in the formulation. Methods well known in the art may be used for controlling the chemical stability of isothiazolinone concentrates.

[0048] The preservative compositions disclosed herein may also contain other ingredients known to stabilize isothiazolinones.

[0049] Preservative compositions in accordance with the present disclosure may be prepared by adaptation of any of the techniques known in the art for creating dispersions of water-insoluble substances in water using surfactants (emulsifiers), thickeners, suspending agents, and combinations of these ingredients. For example, a suitably sized mixing vessel may be charged with water, followed by the surfactants desired to be included in the preservative composition. While agitating the surfactant / water mixture, the polyetheramine and a portion of the thickeners / suspending agents are added. Mixing at high speed and / or high shear may be continued until a homogeneous emulsion having the desired particle size (typically 5 to 75 microns) is obtained. The mixture may be heated to a temperature somewhat above room temperature during this step. The remaining thickeners / suspending agents may then be added, and the mixture agitated until homogeneous once again. The mixture may be cooled to room temperature prior to the final addition of thickeners / suspending agents. The preservative composition may then be transferred by pumping or other means to one or more suitable storage containers such as tanks, drums or totes.Attorney Docket No.: ARXT-308-PCT

[0050] The preservative composition of the present disclosure may include various formulations. The preservative may be effective in many aqueous or water-based industrial formulations, including but not limited to solutions including soluble liquids, sols, gels, partially hydrated and / or dispersed biopolymers; suspensions including suspension concentrates, mineral slurries, suspensions of various biological materials including microorganisms in viable and non-viable form; microcapsules of many forms including conventional capsule suspensions; emulsions including oil in water emulsions, water in oil emulsions and microemulsions, and mixtures of the above types of formulations. In one example aspect, the preservative composition of example aspects of the present disclosure may be in an aqueous industrial formulation. In another example aspect, the preservative composition of example aspects of the present disclosure may be in an aqueous or oil- based formulation which may be a solution, a suspension, a microcapsule, an emulsion, or a mixture thereof, as described herein. In one embodiment, the preservative composition may be oil soluble.

[0051] Advantageously, the linear polyetheramine disclosed herein may enhance performance characteristics of an aqueous industrial materials with or without additional biocidal active substances being present. These performance enhancing characteristics may include, but are not limited to, material property enhancements to pH, defoaming efficacy, viscosity stability, scrub resistance, or other desired features of the end-use material. In one example embodiment, the aqueous industrial material may be a linear polyetheramine disclosed herein. For instance, the linear polyetheramine of Formula I may be present in the aqueous industrial material in an amount from about 0.05% w / w to about 5% w / w, such as from about 0.1% w / w to about 3% w / w, such as from about 0.5% w / w to about 2.5% w / w, such as from about 0.75% w / w to about 2% w / w, or any range therebetween.

[0052] In one example embodiment, the aqueous industrial material may be a linear polyetheramine and at least one isothiazolinone. For instance, the linear polyetheramine of Formula I and the at least one isothiazolinone may be present in the aqueous industrial material at a weight ratio of from about 50:1 to about 2:3, such as from about 30:1 to about 1:3, or any range therebetween. In one example embodiment, the compound of Formula I and the at least one isothiazolinone are present in the aqueous industrial material at a weight ratio of about 1:1.

[0053] In one example embodiment, the aqueous industrial material disclosed herein may include at least one isothiazolinone present at a total concentration of from about 10Attorney Docket No.: ARXT-308-PCT parts per million (ppm) to about 1000 ppm, such as from about 20 ppm to about 400 ppm, such as from about 30 ppm to about 200 ppm, or any range therebetween.

[0054] The preservative compositions disclosed herein may be added to an aqueous industrial formulation as a concentrate. In one example implementation, the concentration of Formula I in the industrial formulation may be from about 0.03 wt.% to about 5 wt.%, such as from about 0.1 wt.% to about 4 wt.%, such as from about 0.5% wt.% to about 3 wt.%, such as from about 1 wt.% to about 2.5 wt.%, or any range therebetween.

[0055] The preservative compositions of the present disclosure are useful for imparting resistance to microorganism growth, including bacterial, fungal and algae growth, in a wide variety of working compositions, in particular water-based products. As the preservative composition are typically prepared containing relatively high concentrations of active ingredients (i.e., biocides), they generally find use as concentrates which are combined, in relatively small quantities, with one or more other ingredients in order to formulate a final product suitable for use for its intended purpose.

[0056] The biocidal compositions of the invention are particularly effective against bacteria and / or fungi. Exemplary microorganisms can include one or more species from one or both of the following groups.

[0057] Bacteria: Alcaligenes such as Alcaligenes faecalis, Acinetobacter such as Acinetobacter calcoaceticus, Bacillus such as Bacillus subtilis, Citrobacter such as Citrobacter freundii, Corynebacterium such as Corynebacterium ammoniagenes, Enterobacter such as Enterobacter aerogenes or Enterobacter cloacae, Enterococcus such as Enterococcus hirae, Escherichia such as Escherichia coli, Proteus such as Proteus hauseri, Pseudomonas such as Pseudomonas aeruginosa, Pseudomonas fluorescens, or Pseudomonas stutzeri, Salmonella such as Salmonella enterica, Staphylococcus such as Staphylococcus aureus;

[0058] Fungi: Acremonium such as Acremonium strictum, Alternaria such as Alternaria tenuis or Alternaria alternata, Aspergillus such as Aspergillus niger or Aspergillus brasiliensis, Candida such as Candida albicans, Chaetomium such as Chaetomium globosum, Fusarium such as Fusarium solani, Geotrichum such as Geotrichum candidum, Lentinus such as Lentinus tigrinus, Penicillium such as Penicillium glaucum, Penicillium funiculosum, or Penicillium pinophilum, Rhodotorula such as Rhodotorula rubra or Rhodotorula mucilaginosa, Stachybotrys such as Stachybotrys chartarum, Trichoderma such as Trichoderma virens.Attorney Docket No.: ARXT-308-PCT

[0059] The working compositions of the disclosure include a linear polyetheramine and at least one isothiazolinone disclosed herein.

[0060] The preservative compositions of the present disclosure may be added to a product or locus in or on which microorganisms are to be controlled. The linear polyetheramine and the at least one isothiazolinone may be in the form of a concentrate including essential ingredients, i.e., the linear polyetheramine and the at least one isothiazolinone (“preservative concentrate”), which can then be added to said product. The concentrate may also be diluted with or suspended, dissolved or emulsified in a suitable solvent or carrier before being added to the product. The addition of the preservative composition to the product to be protected can be used to produce a biocidal product.

[0061] The preservative composition disclosed herein may be employed for various applications. For instance, the applications (or end-use formulations) include, but are not limited to, metalworking fluids, polymer latex, paints, polymer emulsion, coatings, adhesives, admixtures, spackling and joint compounds, sealants, caulks, mineral and pigment slurries, printing inks, household products, personal care products, leather and hide treatment products, etc. In one embodiment, the metalworking fluid may be a coolant.

[0062] The preservative composition of the present disclosure may be utilized in a metalworking fluid. These fluids are used to reduce heat and friction and to remove metal particles during metalworking processes. For instance, the composition may be utilized to cool and / or lubricant metalworking processes such as turning, grinding, boring, drawing, tapping, gear shaping, reaming, rolling, hobbing, and band- and hack-sawing. The composition may improve the quality of the workpiece by continuously removing the fines, chips, and swarfs from the tool being used and the surface of the workpiece.

[0063] The preservative composition of the present disclosure may be provided in a concentrated form or in a ready to use form which has been diluted. In view of handling ability, the preservative composition of the present disclosure may be water based and may be prepared as a stock solution having a high concentration so that the user dilutes the fluid as necessary with water to use the diluted fluid as desired.

[0064] The preceding description is exemplary in nature and is not intended to limit the scope, applicability or configuration of the disclosure in any way. Various changes to the described embodiments may be made in the function and arrangement of the elements described herein without departing from the scope of the disclosure.Attorney Docket No.: ARXT-308-PCT

[0065] Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention is related.

[0066] As used in this application and in the claims, the singular forms “a”, “an”, and “the” include the plural forms unless the context clearly dictates otherwise. Additionally, the term “includes” means “comprises”. The methods and compositions of the present disclosure, including components thereof, can comprise, consist of, or consist essentially of the essential elements and limitations of the embodiments described herein, as well as any additional or optional ingredients, components or limitations described herein or otherwise useful in preservative compositions.

[0067] Unless otherwise indicated, all numbers expressing quantities of ingredients, properties such as molecular weight, percentages, and so forth, as used in the specification or claims are to be understood as being modified by the term “about”. Accordingly, unless otherwise indicated, implicitly or explicitly, the numerical parameters set forth are approximations that may depend on the desired properties sought and / or limits of detection under standard test conditions / methods. When directly and explicitly distinguishing embodiments from discussed prior art, the embodiment numbers are not approximates unless the word “about” is recited.

[0068] As used herein, “optional” or “optionally” means that the subsequently described material, event or circumstance may or may not be present or occur, and that the description includes instances where the material, event or circumstance is present or occurs and instances in which it does not. As used herein, “w / w%” and “wt%” mean by weight as relative to another component or a percentage of the total weight in the composition.

[0069] The term “about” is intended to mean approximately, in the region of, roughly, or around. When the term “about” is used in conjunction with a numerical range, it modifies that range by extending the boundaries above and below the numerical values set forth. Unless otherwise indicated, it should be understood that the numerical parameters set forth in the following specification and attached claims are approximations. At the very least, and not as an attempt to limit the application of the doctrine of equivalents to the scope of the claims, numerical parameters should be read in light of the number of reported significant digits and the application of ordinary rounding techniques.

[0070] The term “substantially free of” when used to describe the amount of substance in a material is not to be limited to entirely or completely free of and may correspond to aAttorney Docket No.: ARXT-308-PCT lack of any appreciable or detectable amount of the recited substance in the material. Thus, e.g., a material is “substantially free of” a substance when the amount of the substance in the material is less than the precision of an industry-accepted instrument or test for measuring the amount of the substance in the material. In certain example embodiments, a material may be “substantially free of” a substance when the amount of the substance in the material is less than 10%, less than 9%, less than 8%, less than 7%, less than 6%, less than 5%, less than 4%, less than 3%, less than 2%, less than 1%, less than 0.5%, or less than 0.1% by weight of the material.

[0071] The phrase “effective amount” means an amount of a compound that promotes, improves, stimulates, or encourages a response to the particular condition or disorder or the particular symptom of the condition or disorder.

[0072] The term “biocidal agent” as used herein refers to any chemical compound that is intended to inhibit or kill organisms on a surface and / or that prevents or kills the growth of organisms in an aqueous solution, such as a coolant.

[0073] As used herein, the terms “first”, “second”, and “third” may be used interchangeably to distinguish one component from another and are not intended to signify location or importance of the individual components.

[0074] Here and throughout the specification and claims, range limitations are combined and interchanged, such ranges are identified and include all the sub-ranges contained therein unless context or language indicates otherwise. For example, all ranges disclosed herein are inclusive of the endpoints, and the endpoints are independently combinable with each other.

[0075] This written description uses examples to disclose the present disclosure, including the best mode, and also to enable any person skilled in the art to practice the disclosure, including making and using any devices or systems and performing any incorporated methods. The patentable scope of the disclosure is defined by the claims, and may include other examples that occur to those skilled in the art. Such other examples are intended to be within the scope of the claims if they include structural elements that do not differ from the literal language of the claims, or if they include equivalent structural elements with insubstantial differences from the literal languages of the claims.

[0076] Furthermore, certain aspects of the present disclosure may be better understood according to the following examples, which are intended to be non-limiting and exemplary in nature. Moreover, it will be understood that the compositions described in the examples may be substantially free of any substance not expressly described.Attorney Docket No.: ARXT-308-PCT EXAMPLES Experimental Methods: Minimum Inhibitory Concentration (MIC) Testing

[0077] MICs were determined via microbroth dilution using the following specific test parameters: Format 96-well plate Strength ~2.0*105CFU / mL t d di ti D )

[0078] Nece ed on OD600 of 1.0 being equivalent. n 2-fold increments for each assay. Bacterial Challenge Testing

[0079] Bacterial challenge testing organisms were Alcaligenes faecalis (ATCC #25094), Enterobacter aerogenes (ATCC #13048), Escherichia coli (ATCC #11229), and Pseudomonas aeruginosa (ATCC #10145). All bacteria were blended from separate overnight cultures grown in Tryptic Soy Broth (TSB) and mixed at equal CFU via OD600measurements, then diluted to OD600 = 0.7 (~108CFU / mL) to create the final bacterial consortium. Each mixture was prepared shortly before each inoculation. Inoculations were performed by adding 0.5 mL to 50 g of the indicated test sample to give ~107CFU / g per inoculation. Viability readings were performed at the indicated intervals following each challenge by applying a small amount of the test sample onto Tryptic Soy Agar (TSA). Plates were then incubated at 32 °C for 3-5 days before being evaluated with a semi- quantitative scale. This scale estimates the approximate CFU / g by visual assessment of the colony density along the streak lines. Readings are recorded as the average of two duplicate semi-quantitative readings from “0” to “4.” Samples were mixed before every viability reading and after every inoculation. Colony Count Rating Approximate CFU / gAttorney Docket No.: ARXT-308-PCT Synergy Index Calculations

[0080] Synergy index (SI) scores were calculated according to the mass action equation below: S.I. = [MIC[A]in-blend / MIC[A]alone] + [MIC[B]in-blend / MIC[B]alone] Combinations of ingredients were determined to be synergistic (S.I. ≤ 0.5), additive (S.I. > 0.5 to 1), indifferent (S.I. > 1 to < 2) or antagonistic (S.I. ≥ 2), as defined by EUCAST guidelines (European Committee for Antimicrobial Susceptibility Testing (EUCAST) of the European Society of Clinical Microbiology and Infectious Dieases (ESCMID). EUCAST Definitive Document E.Def 1.2, May 2000: Terminology relating to methods for the determination of susceptibility of bacteria to antimicrobial agents. Clin. Microbiol. Infect. Off. Publ. Eur. Soc. Clin. Microbiol. Infect. Dis.6, 503–508 (2000).). Example 1: BBIT Boosting Activity and Effective Ratios of Jeffamine D400 and BBIT

[0081] The efficacy of three linear polyetheramines (PEAs) were evaluated for efficacy in combination with n-butylbenzisothiazolinone (~45 w / w% BBIT, Densil DG45). The linear polyetheramines tested were Jeffamine D230, Jeffamine D400, and Jeffamine D2000. Blends of each PEA and BBIT were tested for their activity through minimal inhibitory concentration (MIC) testing against one industrially relevant bacterial organism: P. aeruginosa (ATCC #10145). The effective ratios of linear polyetheramines were investigated by diluting polyetheramines to 20% active in dipropylene glycol (DPG) and subsequently mixed with a 20% active solution of BBIT prepared from DPG dilution of Densil DN45 (~45% BBIT in DPG) at ratios from 1:50 to 50:1. The MIC of these mixtures was then determined against Pseudomonas aeruginosa (ATCC #10145) using 96-well microbroth dilution methodology. The MIC values are reported on the level ofactive. The data presented is a summary of 3 replicates.

[0082] Surprisingly, Jeffamine D400 has exhibited synergistic efficacy in combination with BBIT and synergy of Jeffamine D400 and BBIT was observed at D400:BBIT weight ratios between 2:1 to 3:1 per S.I. < 0.5 (Tables 1-3, Figure 1). Table 1: Jeffamine D230 / BBIT Fractional Amount P. aeruginosa 20% BBIT in (ATCC #10145) SIAttorney Docket No.: ARXT-308-PCT 0.8 0.2 1186 1.53 1 0 665 1.00 0 1 2372 1.00rac ona moun . aerugnosa % BBIT in 20% P (ATCC #10145) S.I. DP EA in DPG MIC ( )Fractional AmountP. aeruginosa% BBIT in(ATCC #10145)S.I.Attorney Docket No.: ARXT-308-PCT Example 2: Efficacy of BIT / BBIT with other polyetheramines compared to other blends

[0083] The efficacy of blends of BIT / BBIT were compared to blends containing BIT / BBIT and several commercially available polyetheramines in a soluble oil (U23-0222- 01) diluted to 5% with tap water. Microbiological challenge of the dilutions showed that polyetheramines Jeffamine T403, D230, D400, D205, and RFD270 improved the performance of BIT and BBIT, enabling the diluted fluids to harbor undetectable (<50 CFU / mL) or low levels of microbial growth for longer compared to fluids containing only BIT and BBIT at significantly higher levels (Figure 7).

[0084] The efficacy of blends of BIT / BBIT were also compared to blends containing BIT / BBIT and several commercially available polyetheramines in a semi-synthetic formulation (U23-0432-03) diluted to 2.5% with tap water. Microbiological challenge of the dilutions showed that polyetheramines Jeffamine T403, D230, D400, and RFD270 significantly improved the performance of BIT and BBIT, enabling the diluted fluids to harbor undetectable (<50 CFU / mL) or low levels of microbial growth for longer compared to fluids containing only BIT and BBIT at significantly higher levels (Figure 8). Example 3: BIT Boosting Activity of non-T403 Linear Polyetheramines

[0085] The comparative efficacy of Jeffamine T403 (polyoxypropylenetriamine) and six other structurally diverse polyetheramines were evaluated for efficacy alone and in combination with BIT. The source of BIT was Proxel GXL, a ~20 w / w% BIT. The polyetheramines tested were Jeffamine ED900, Jeffamine M600, Jeffamine D2000, Jeffamine ED600, Jeffamine M2005, Jeffamine T403, Jeffamine D400, and Jeffamine D230. Blends of each PEA and Proxel GXL were made on weight (1:1) and tested for their activity through minimal inhibitory concentration (MIC) testing against three industrially relevant bacterial organisms: P. aeruginosa (ATCC #10145), E. coli (ATCC #8739), and S. aureus (ATCC #6538). The results of the MIC assay are reported on active. The results are in FIGS.2 and 3.

[0086] Surprisingly, despite having poor efficacy when evaluated alone (MIC > 2000) several of the tested linear polyetheramines exhibited efficacy either alone or in combination with BIT compared to Jeffamine T403 against diverse bacterial organisms.Attorney Docket No.: ARXT-308-PCT Example 4 Effective Ratios of Jeffamine D400 and BIT

[0087] The effective ratios of synergistic linear polyetheramine Jeffamine D400 was investigated using Pseudomonas aeruginosa as the test organism. In this Example, Jeffamine D400 was diluted to 20% active in DMSO and subsequently mixed with Proxel GXL (~20% BIT) at ratios from 1:50 to 50:1. The MIC of these mixtures was then determined against Pseudomonas aeruginosa (ATCC #10145) using 96-well microbroth dilution methodology. The MIC values are reported on the level of active. The data presented is a summary of 3 replicates.

[0088] Synergy of Jeffamine D400 and BIT was observed at D400:BIT ratios between 50:1 to 3:2 (Table 4, Figure 4). Table 4 Fractional AmountP. aeruginosaProxel GXL 20% Jeffamine (ATCC #10145) S.I.Example 5 Effective Ratios of Jeffamine D230, D400 and MIT

[0089] Next, it was determined whether the observed synergy of linear polyetheramines and BIT extended to other isothiazolinones like MIT and held at similar ratios. In this Example, Jeffamine D400 or D230 was diluted to 10% active in dH2O and subsequently mixed with Nuosept MIT10 (~10% MIT) at ratios from 1:50 to 50:1. The MIC of these mixtures was then determined against Pseudomonas aeruginosa (ATCC #10145), Staphylococcus aureus (ATCC #6538), and E. coli (ATCC #8739) using 96-well microbroth dilution methodology. The MIC values are reported on the level of active. The data presented is a summary of 3 replicates. Synergy of Jeffamine D230 and JeffamineAttorney Docket No.: ARXT-308-PCT D400 was detected with MIT across a range of ratios and against multiple test organisms (Tables 5-10; FIGs.5-6). Table 5 Fractional Amount P. aeruginosa Nuosept MIT10 10% Jeffamine (ATCC #10145) S.I. D230 in dH2O MIC (ppm)Fractional Amount S. aureus (ATCC N t MIT10 10% Jeffamine #6538) MIC S.I.Table 7 Fractional Amount E. coli (ATCC ff i # 7 MI IAttorney Docket No.: ARXT-308-PCT 0.95 0.05 9 0.48 0.9 0.1 7 0.36 01 09 148 086Fractional Amount P. aeruginosa Nuosept MIT10 10% Jeffamine (ATCC #10145) S.I.Fractional AmountS. aureus (ATCC10% Jeffamine #6538) MIC S.I.Attorney Docket No.: ARXT-308-PCT Table 10 Fractional AmountE. coli (ATCCNuosept MIT10 10% Jeffamine #8739) MIC S.I. D400 in dH2O (ppm) ExampPaint Efficacy of Linear Polyetheramines

[0090] To determine whether the observed synergy of the additional broadly synergistic linear PEA’s Jeffamine D230, D400, and D2000 would translate into improvements for preservation applications, challenge testing was conducted using a consortium of industrially important bacterial isolates. The activity of 0.1% – 0.4% w / w each PEA was evaluated in combination with 50 ppm BIT or 15 ppm MIT in an unpreserved interior paint formulation (Sample U230286-07). The non-synergistic linear Jeffamine M600 was included as a negative control.. Challenge testing revealed that the synergistic linear PEA’s Jeffamine D230, and D400 improved the activity of 50 ppm BIT or 15 ppm MIT (Table 11), whereas the non-synergistic amine Jeffamine M600 did not improve the preservation of the paint alone or in combination with 50 ppm BIT or 15 ppm MIT. The synergistic amine Jeffamine D2000 did not preserve the paint or improve the activity of 50 ppm BIT or 15 ppm MIT. Table 11 Days after Bacterial Challenge Amount of PEA Add d # W k 1 W k 2 W k 3 d 4 3 0 0 0 3 3Attorney Docket No.: ARXT-308-PCT 0.40 w / w% D2000 1.7 3 2 0 3 3 4 4 3 4 0.10 w / w% M600 1.8 3 2 0 4 3 3 4 4 4 0.20 w / w% M600 1.9 3 1 0 4 3 1 4 4 3 2 0 0 0 0 0 0 0 0 0 0 3 3 4 0 0 0p Paint efficacy of linear polyetheramines and combinations of sodium pyrithione and benzoisothiazolinone

[0091] To determine whether the observed synergy of the additional broadly synergistic linear PEA’s Jeffamine D230 and D400 would be further improved by the addition of sodium pyrithione, formulations were prepared containing 2% BIT, 4% Sodium Pyrithione, ~60% of linear polyetheramine, water, and low level of zinc acetate as a color stabilizer (Table 12). The formulations prepared using both linear polyetheramines were physically stable. Table 12 Component CAS# D230 D400 Formula Formula

[0092] Challenge testing was conducted in an unpreserved interior paint formula (Sample U230286-07) using a consortium of industrially important bacterial isolates, asAttorney Docket No.: ARXT-308-PCT described previously. The BIT and sodium pyrithione based “D230 Formula” was compared to the commercial biocidal product, Proxel LS, containing 2% BIT and 8% Sodium Pyrithione, but without the linear PEA’s as described here. Challenge testing showed an overall improved performance of the “D230 Formula” over the Proxel LS, despite having lower concentrations of sodium pyrithione present in the product (Table 13). Table 13 Days after Bacterial Challen ocide Added p ge Bi pm # Week 1 Week 2 Week 3 d 4 0 0

[0093] These and other modifications and variations to the present invention may be practiced by those of ordinary skill in the art, without departing from the spirit and scope of the present invention, which is more particularly set forth in the appended claims. In addition, it should be understood that aspects of the various embodiments may be interchanged both in whole or in part. Furthermore, those of ordinary skill in the art will appreciate that the foregoing description is by way of example only, and is not intended to limit the invention so further described in such appended claims.

Claims

Attorney Docket No.: ARXT-308-PCT What Is Claimed:

1. A preservative composition, comprising: a linear polyetheramine of Formula 1: ; andwherein R1 is H or CH3 and x is from about 1 to 50, and wherein the linear polyetheramine has a molecular weight greater than 118 Daltons (Da).

2. The composition of claim 1, wherein the linear polyetheramine and the at least one isothiazolinone are present in the preservative composition at a weight ratio of from about 100:1 to about 5:

1.

3. The composition of claim 1, wherein the weight ratio of the compound of Formula I to the at least one isothiazolinone is from about 75:1 to about 1:

5.

4. The composition of claim 1, wherein the weight ratio of the compound of Formula I to the at least one isothiazolinone is from about 60:1 to about 1:

3.

5. The composition of claim 1 wherein the at least one isothiazolinone comprises1,2- benzisothiazolin-3-one (“BIT”), N-butyl-1,2-benzisothiazolin-3-one (“BBIT”), N-methyl- 1,2-benzisothiazolin-3-one (“nMBIT”), 2-methyl-2H-isothiazol-3-one (“MIT”), 5-chloro- 2-methyl-2H-isothiazol-3-one (“CMIT”), 2-octyl-3(2H)-isothiazolone (“OIT”), 4,5- dichloro-2n-octyl-3(2H)-isothiazolone (“DCOIT”), 2,2-dithiobis(N-methylbenzamide) (“DTMB”), or a combination thereof.

6. The composition of claim 1, wherein the linear polyetheramine comprises the following structure: , wherein x is from about 1 to about 40.

7. The composition of claim 6, wherein x is from about 2 to about 35.

8. The composition of claim 6, wherein x is from about 6 to about 30.Attorney Docket No.: ARXT-308-PCT 9. The composition of claim 1, wherein the linear polyetheramine comprises the following structure: , wherein the sum ofabout 20.

10. The composition of claim 1, further comprising a pyrithione salt.

11. The composition of claim 10, wherein the pyrithione salt is selected from the group consisting of zinc pyrithione, sodium pyrithione, potassium pyrithione, lithium pyrithione, ammonium pyrithione, calcium pyrithione, magnesium pyrithione, an organic amine pyrithione, barium pyrithione, strontium pyrithione, copper pyrithione, and cadmium pyrithione.

12. The composition of claim 10, wherein the weight ratio of the pyrithione salt to the at least one isothiazolinone is from about 10:1 to about 1:

10.

13. The composition of claim 1, further comprising a metal salt.

14. The composition of claim 13, wherein the metal salt is selected from the group consisting of zinc, calcium, magnesium, lithium, iron, zirconium, aluminum, cobalt, zirconium, barium, and bismuth.

15. An aqueous industrial material, comprising: a linear polyetheramine of Formula 1: ; andwherein R1 is H or CH3 and x is from about 1 to 50, and wherein the linear polyetheramine and the at least one isothiazolinone are present in the aqueous industrial material at a weight ratio of from about 100:1 to about 1:10.Attorney Docket No.: ARXT-308-PCT 16. The aqueous industrial material of claim 15, wherein the linear polyetheramine has a molecular weight greater than 118 Daltons (Da).

17. The aqueous industrial material of claim 15, wherein the linear polyetheramine is present in the aqueous industrial material in an amount from about 0.03% w / w to about 5% w / w.

18. The aqueous industrial material of claim 17, wherein the linear polyetheramine is present in the aqueous industrial material in an amount from about 0.1% w / w to about 3% w / w.

19. The aqueous industrial material of claim 15, wherein the weight ratio of the compound of Formula I to total isothiazolinone is from about 75:1 to about 1:

5.

20. The aqueous industrial material of claim 19, wherein the weight ratio of the compound of Formula I to total isothiazolinone is from about 60:1 to about 1:

3.

21. The aqueous industrial material of claim 19, wherein the weight ratio of the compound of Formula I to total isothiazolinone is from about 50:1 to about 2:

3.

22. The aqueous industrial material of claim 15, wherein the linear polyetheramine comprises the following structure: , wherein x is from about 1 to about 40.

23. The aqueous industrial material of claim 22, wherein x is from about 2 to about 35.

24. The aqueous industrial material of claim 22, wherein x is from about 6 to about 35.

25. The aqueous industrial material of claim 15, wherein the linear polyetheramine comprises the following structure: ,is from about y is from about 5 to about 20.Attorney Docket No.: ARXT-308-PCT 26. The aqueous industrial material of claim 15, wherein the industrial material is a nonreactive aqueous industrial material.

27. The aqueous industrial material of claim 15, wherein the industrial material is selected from the group consisting of metalworking fluids, paints, coatings, plasters, adhesives, admixtures, spackling and joint compounds, sealants, caulks, mineral slurries, pigment dispersions, pigment slurries, concrete, polymer emulsions, polymer dispersions, inks, sizes, agricultural pesticide formulations, household cleaning products, personal care products, varnishes, sealing compositions, leather auxiliaries, paper coating agents, cosmetics, shampoos, bodywashes, conditioners, and preservatives for such industrial materials.

28. The aqueous industrial material of claim 15, further comprising a pyrithione salt.

29. The aqueous industrial material of claim 28, wherein the pyrithione salt is selected from the group consisting of zinc pyrithione, sodium pyrithione, potassium pyrithione, lithium pyrithione, ammonium pyrithione, calcium pyrithione, magnesium pyrithione, an organic amine pyrithione, barium pyrithione, strontium pyrithione, copper pyrithione, and cadmium pyrithione.

30. The aqueous industrial material of claim 15, further comprising a metal salt.

31. The aqueous industrial material of claim 30, wherein the metal salt is selected from the group consisting of zinc, calcium, magnesium, lithium, iron, zirconium, aluminum, cobalt, zirconium, barium, and bismuth.

32. A method for enhancing in-container preservative performance of an aqueous industrial material, comprising adding an effective amount of the preservative composition according to claim 1.

33. The method of claim 32, comprising inhibiting or preventing growth of microorganisms in the industrial material.

34. The method of claim 33, wherein the microorganisms are selected from a group consisting of bacteria, fungi, yeasts, algae, slimes, and a combination thereof.

35. A preservative composition, comprising:Attorney Docket No.: ARXT-308-PCT a linear polyetheramine of Formula 1: ; andBIT and MIT; wherein R1 is H or CH3 and x is from about 1 to 50, and wherein the linear polyetheramine has a molecular weight greater than 118 Daltons (Da).

36. A preservative composition, comprising: a linear polyetheramine of Formula 1: , wherein R1 is H or CH3 and x is from about 1 to 50;a blend of isothiazolinones comprising BIT and MIT; a pyrithione salt; and a metal salt, wherein the linear polyetheramine has a molecular weight greater than 118 Daltons (Da).

Images