Fabric and home care product

Abstract

A fabric and home care product comprising a surfactant of formula I: wherein Ar represents an aryl group; r1 is H or a group of formula OR wherein R is H or SO3X wherein X is an alkali metal, an alkaline earth metal or an ammonium of the general formula R 'R ''R''' R '''' N wherein R ', R '', R''' and R '''' are independently selected from hydrogen or a hydrocarbyl group which may optionally be substituted and / or spaced by one or more heteroatom-containing groups; r2 is H or SO3X wherein X is an alkali metal, an alkaline earth metal or an ammonium of the general formula R 'R' R ''R'' 'R '''' N wherein R', R '', R'' 'and R '''' are independently selected from hydrogen or a hydrocarbyl group which may optionally be substituted and / or spaced by one or more heteroatom-containing groups; with the proviso that R1 and R2 are different groups, when R2 is SO3X, R1 is H or OR, where R is H, when R2 is H, R1 is OR, where R is SO3X, and R3 is a C6-C16 aliphatic group. # imgabs0 #

Description

Technical Field

[0001] The present application relates to fabric and home care products comprising a surfactant of formula I. Background Art

[0002] Fabric care products often utilize surfactants. In order to obtain different benefits or even the same benefits on different surfaces, it is sometimes necessary to use different surfactants. This lends itself to the development of new surfactants that can have the desired properties. Therefore, a new surfactant is needed. Summary of the invention

[0003] Included herein are fabric and home care products comprising a surfactant of formula I

[0004]

[0005] wherein Ar represents an aryl group;

[0006] R1 is H or a group of the formula OR, wherein R is H or SO3X, wherein X is an alkali metal, an alkaline earth metal or ammonium of the general formula R'R"R"'R"'N, wherein R', R", R"' and R"" are independently selected from hydrogen or a hydrocarbyl group, which hydrocarbyl group may be optionally substituted and / or interrupted by one or more heteroatom-containing groups;

[0007] R2 is H or SO3X, wherein X is an alkali metal, an alkaline earth metal or an ammonium of the general formula R'R"R"'R"'N, wherein R', R", R"' and R"" are independently selected from hydrogen or a hydrocarbon group, which hydrocarbon group may be optionally substituted and / or interrupted by one or more heteroatom-containing groups; provided that R1 and R2 are different groups, when R2 is SO3X, R1 is H or OR, wherein R is H, when R2 is H, R1 is OR, wherein R is SO3X, and R3 is C6-C 16 Aliphatic group.

[0008] This and other iterations are described more fully below in the remainder of the description. DETAILED DESCRIPTION

[0009] The present application relates to fabric care products comprising novel surfactants of formula I. Formula I is

[0010]

[0011] wherein Ar represents an aryl group;

[0012] R1 is H or a group of the formula OR, wherein R is H or SO3X, wherein X is an alkali metal, an alkaline earth metal or ammonium of the general formula R'R"R"'R""N, wherein R', R", R"' and R"" are independently selected from hydrogen or a hydrocarbyl group, which may be optionally substituted and / or interrupted by one or more heteroatom-containing groups:

[0013] R2 is H or SO3X, wherein X is an alkali metal, an alkaline earth metal or ammonium of the general formula R′R″R″′R″″N, wherein R′, R″, R″′ and R″″ are independently selected from hydrogen or a hydrocarbyl group, which hydrocarbyl group may be optionally substituted and / or interrupted by one or more heteroatom-containing groups;

[0014] The condition is

[0015] R1 and R2 are different groups

[0016] When R2 is SO3X, R1 is H or OR, where R is H

[0017] When R2 is H, R1 is OR, where R is SO3X

[0018] R3 is C6-C 16 Aliphatic group.

[0019] It has been found that the compounds of formula I provide good toxicity and environmental characteristics. In addition, the compounds of the present invention show good biodegradability characteristics, which have been found to be improved compared to the corresponding aryl-alkyl ketone sulfonates Ar-C(=O)-CH(SO3X)-R3 of the general formula VI. Aryl-alkyl ketone sulfonates are known, for example, from WO 2018 / 229285 A1.

[0020] In the context of the present invention, "aryl group" (Ar) means an aromatic group, i.e., a cyclic conjugated unsaturated hydrocarbon ring having a plurality of delocalized π electrons following the Huckel rule; it also includes polycyclic aromatic groups, wherein the cyclic aromatic rings may be fused or connected by CC bonds; it also includes heteroaromatic groups, i.e., a cyclic or polycyclic conjugated unsaturated ring containing one or more heteroatoms and having a plurality of delocalized π electrons following the Huckel rule (e.g., furan, pyridine, pyrrole, as described in further detail below). The aryl group may optionally be further substituted with one or more functional groups.

[0021] An example of an aromatic ring as an aryl group Ar is a phenyl group, which may be optionally further substituted with one or more functional groups. Ar may represent a substituted phenyl group of the formula:

[0022]

[0023] Where X1, X2, X3, X4 and X5 can be the same or different, indicating

[0024] -hydrogen or a C1-C2- 24 a straight-chain or branched hydrocarbon group, which may be optionally substituted and / or interrupted by one or more heteroatoms or heteroatom-containing groups,

[0025] -halogen,

[0026] -hydroxyl (-OH) or alkoxy group (-OR), wherein R is a straight-chain or branched hydrocarbon group having 1 to 24 carbon atoms, which may be optionally substituted and / or interrupted by one or more heteroatoms or heteroatom-containing groups,

[0027] -amino group (-NRR'), in which R and R' independently represent hydrogen or a straight-chain or branched hydrocarbon group having 1 to 24 carbon atoms, which may optionally be substituted and / or interrupted by one or more heteroatoms or heteroatom-containing groups,

[0028] - acyl group (-(C=O)-R), wherein R represents hydrogen or a C1-C2-6-yl radical having 1 to 24 carbon atoms 24 a straight-chain or branched hydrocarbon group, which may be optionally substituted and / or interrupted by one or more heteroatoms or heteroatom-containing groups,

[0029] -carboxyl (-COOH) or alkoxycarbonyl (-(C=O)-OR), wherein R represents a C1-C1-C2-alkyl group having 1 to 24 carbon atoms 24 a straight-chain or branched hydrocarbon group, which may be optionally substituted and / or interrupted by one or more heteroatoms or heteroatom-containing groups,

[0030] - a carbamoyl group (-(C=O)-NRR'), in which R and R' independently represent hydrogen or a straight-chain or branched hydrocarbon group having 1 to 24 carbon atoms, which may optionally be substituted and / or interrupted by one or more heteroatoms or heteroatom-containing groups,

[0031] - an alkylsulfonyl group (-SO2-R) or an alkylsulfinyl group (-SO-R) or an alkylthio group (-SR), wherein R represents a C1-C1-C2- 24 A straight-chain or branched hydrocarbon group which may be optionally substituted and / or interrupted by one or more heteroatoms or heteroatom-containing groups.

[0032] Examples of heteroaromatic rings as the aryl group Ar include pyridyl, furanyl, pyrrolyl, thienyl, pyrazolyl, imidazolyl, benzimidazolyl, indolyl, quinolyl, isoquinolyl, purinyl, pyrimidinyl, thiazolyl, pyrazinyl, pyridazinyl, oxazolyl and triazolyl, which may be further substituted with one or more functional groups.

[0033] For example, Ar may represent an optionally substituted 2-pyridyl, 3-pyridyl or 4-pyridyl group of the formula:

[0034]

[0035] Wherein X1, X2, X3 and X4 may be the same or different and have the same meanings as described above.

[0036] Ar may also represent an optionally substituted furan-2-yl or furan-3-yl group of the formula:

[0037]

[0038] Wherein X1, X2 and X3 may be the same or different and have the same meanings as described above.

[0039] Ar may also represent an optionally substituted 1H-pyrrol-2-yl or 1H-pyrrol-3-yl group of the formula:

[0040]

[0041] Wherein X1, X2, X3 and X4 may be the same or different and have the same meanings as described above.

[0042] Ar may also represent an optionally substituted thien-2-yl or thien-3-yl group of the formula:

[0043]

[0044] In some embodiments, a substituent X carrying two adjacent carbon atoms of a phenyl, pyridyl, furyl, pyrrolyl or thienyl group i and X i+1 Together they form an optionally substituted cyclic moiety which is an aromatic, heteroaromatic or non-aromatic group.

[0045] In a preferred embodiment of the invention, the aryl group Ar is a phenyl group.

[0046] "R3" in the context of the present invention generally represents C6-C 16 An aliphatic group, preferably C 10 -C 16 Aliphatic group.

[0047] The aliphatic group R3 may not contain any double bonds and any triple bonds. Alternatively, the aliphatic group R3 may also contain at least one CC double bond and / or at least one CC triple bond.

[0048] The aliphatic group R3 may be linear or branched, and is preferably a linear alkyl group.

[0049] The aliphatic group R3 is advantageously chosen from alkyl groups, alkenyl groups, alkadienyl groups, alktrienyl groups. Preferably, it is chosen from alkyl, alkenyl and alktrienyl groups.

[0050] More preferably, the aliphatic group R3 is selected from alkyl and alkenyl groups, typically selected from C6-C 16 Alkyl and C6-C 16 Alkenyl groups, preferably selected from C 10 -C 16 Alkyl and C 10 -C 16 Alkenyl group.

[0051] Even more preferably, R3 represents C6-C 16 The alkyl group may be a branched or linear alkyl group, and is preferably a linear alkyl group.

[0052] The cation X in the SO3X group of the compounds of the present invention is selected from alkali metals, alkaline earth metals and ammonium.

[0053] Suitable alkali metals as the group X used in the present invention include lithium (Li), sodium (Na), potassium (K), rubidium (Rb) and cesium (Cs), with lithium, sodium and potassium being preferred alkali metals, and sodium being a particularly preferred alkali metal.

[0054] Alkaline earth metals suitable as the group X for use in the present invention include beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr) and barium (Ba), with magnesium and calcium being preferred alkaline earth metals.

[0055] Ammoniums suitable as groups X for use in the present invention have the general formula R'R"R"'R""N, wherein R', R", R"' and R"" are independently selected from hydrogen or a hydrocarbon group, which hydrocarbon group may be optionally substituted and / or interrupted by one or more heteroatom-containing groups. As used herein, the term "hydrocarbon group" includes aromatic and aliphatic groups, which may be optionally substituted and / or interrupted by one or more heteroatom-containing groups. Such heteroatom-containing groups include nitrogen-containing groups, such as primary, secondary and tertiary amines, and oxygen-containing groups, such as hydroxyl groups and ether groups. Preferred ammoniums suitable as groups X for use in the present invention include, for example, NH, N(CH3)4, triethanolammonium.

[0056] Preferred compounds of formula I are defined as follows:

[0057] R1 is OSO3X, wherein X is as defined above and in the claims, R2 is H, and R3 is a linear alkyl group C6-C 16 ;and

[0058] R1 is OH, R2 is SO3X, wherein X is as defined above and in the claims, and R3 is a linear alkyl group C6-C 16 ;and

[0059] R1 is H, R2 is SO3X, wherein X is as defined above and in the claims, and R3 is a linear alkyl group C6-C 16 .

[0060] More preferred compounds of formula I are defined as follows:

[0061] Ar is phenyl, R1 is OSO3X, wherein X is sodium, R2 is H, and R3 is a straight chain alkyl group C6-C 16 ;and

[0062] Ar is phenyl, R1 is OH, R2 is SO3X, wherein X is sodium, and R3 is a straight chain alkyl group C6-C 16 ;and

[0063] Ar is phenyl, R1 is H; R2 is SO3X, wherein X is sodium, and R3 is a straight chain alkyl group C6-C 16 .

[0064] The biodegradability of the compounds of the invention can be determined according to well-known standard protocols according to OECD guidelines, such as, for example, OECD 301 F protocol. An alternative protocol developed by the inventors for determining the biodegradability of the compounds of the invention disclosed herein is described in the Examples section.

[0065] Fabric and Home Care Products

[0066] The fabric and home care product may comprise a surfactant of formula I. The fabric and home care product may comprise from about 0.1% to about 99% of a surfactant of formula I by weight of the product. In addition, the fabric and home care product may comprise from about 1% to about 99%, from about 2% to about 95%, from about 3% to about 92%, from about 4% to about 90%, from about 5% to about 85%, from about 5% to about 80%, from about 5% to about 75%, from about 5% to about 70%, from about 5% to about 70%, from about 5% to about 65%, from about 5% to about 60%, from about 5% to about 55%, from about 5% to about 50%, from about 5% to about 45%, from about 5% to about 15%, from about 5% to about 25%, from about 15% to about 45%, or from about 25% to about 60% of a surfactant of formula I by weight of the fabric and home care product.

[0067] Fabric and home care products may include, for example, hard surface cleaning agents, hard surface treatment agents, laundry detergents, air fresheners, dishwashing detergents, fabric conditioners, laundry additives, rinse additives or combinations thereof. Fabric care products may include compositions and preparations designed for processing fabrics. Such compositions include, but are not limited to, laundry cleaning compositions and detergents, fabric softening compositions, fabric enhancing compositions, fabric refreshing compositions, laundry pre-wash agents, laundry pre-treaters, laundry additives, spray-on products, dry cleaning agents or compositions, laundry rinse additives, washing additives, rear rinsing fabric treatment agents, ironing aids, unit dose formulations, delayed delivery formulations, detergents on or included in porous substrates or nonwoven sheets, and other suitable forms that are apparent to those skilled in the art according to the teachings herein. Such compositions may be used as laundry pre-treaters, laundry post-treaters, or may be added during the rinse cycle or wash cycle of a laundry washing operation.

[0068] The fabric and home care product composition can be in the form of a liquid composition, a granular composition, a hydrocolloid, a single compartment pouch, a multi-compartment pouch, a dissolvable sheet, a lozenge or bead, a fiber product, a tablet, a stick, a strip, a wafer, a foam / mousse, a nonwoven sheet, or mixtures thereof.

[0069] Fabric and home care products can be in liquid form. Liquid compositions can contain from about 1%, 5%, 10%, 20%, 30%, or about 40%, or from about 50% to about 99%, or to about 95%, or to about 90%, or to about 75%, or to about 70%, or to about 60%, or to about 50%, or to about 40%, or to about 30%, or to about 20% water by weight of the composition.

[0070] The composition may be in solid form. The solid composition may be a powdered or granular composition. Such compositions may be agglomerated or spray dried. Such compositions may include a plurality of particles or microparticles, at least some of which include different compositions. The composition may be a powdered or granular cleaning composition, which may contain a bleaching agent. The composition may be in the form of beads or pastilles, which may be made from a liquid melt. The composition may be an extruded product.

[0071] Fabric and home care products can be in the form of combined dose products such as tablets, pouches, sheets or fiber products. Such pouches generally include water-soluble films, such as polyvinyl alcohol water-soluble films, which at least partially encapsulate the composition. Suitable films are available from MonoSol, LLC (Indiana, USA). The composition can be encapsulated in a single compartment pouch or a multi-compartment pouch. The multi-compartment pouch can have at least two, at least three or at least four compartments. The multi-compartment pouch can include compartments arranged side by side and / or stacked. The composition contained in the pouch or its compartment can be a liquid, a solid (such as a powder), or a combination thereof. The bagged composition can have a relatively small amount of water, for example, less than about 20%, or less than about 15%, or less than about 12%, or less than about 10%, or less than about 8% water by weight of the composition.

[0072] The combined dosage article may be a flexible, dissolvable sheet. The flexible and dissolvable solid sheet may be porous and characterized by one or more of the following parameters:

[0073] An open cell percentage of about 80% to 100%, preferably about 85% to 100%, more preferably about 90% to 100%; and / or

[0074] An overall average pore size of about 100 μm to about 2000 μm, about 150 μm to about 1000 μm, preferably about 200 μm to about 600 μm; and / or

[0075] An average pore wall thickness of about 5 μm to about 200 μm, preferably about 10 μm to about 100 μm, more preferably about 10 μm to about 80 μm; and / or

[0076] a final moisture content of from about 0.5% to about 25%, preferably from about 1% to about 20%, more preferably from about 3% to about 10% by weight of the solid sheet article; and / or

[0077] A thickness of about 0.5 mm to about 4 mm, preferably about 0.6 mm to about 3.5 mm, more preferably about 0.7 mm to about 3 mm, still more preferably about 0.8 mm to about 2 mm, most preferably about 1 mm to about 1.5 mm; and / or

[0078] About 50 g / m 2 About 250 g / m 2 , preferably about 80 g / m 2 About 220 g / m 2 , more preferably about 100 g / m2 to about 200 g / m 2 basis weight; and / or

[0079] About 0.05 g / cm 3 About 0.5 g / cm3 , preferably about 0.06 g / cm 3 to about 0.4 g / cm 3 , more preferably about 0.07 g / cm 3 About 0.2 g / cm 3 , most preferably about 0.08 g / cm 3 About 0.15 g / cm 3 density; and / or

[0080] About 0.03m 2 / g to about 0.25m 2 / g, preferably about 0.04m 2 / g to about 0.22m 2 / g, more preferably about 0.05m 2 / g to about 0.2m 2 / g, most preferably about 0.1m 2 / g to about 0.18m 2 / g specific surface area.

[0081] The flexible and dissolvable sheet may contain a polyvinyl alcohol (PVA) polymer or a copolymer thereof as a film former, a structurant, and a carrier for surfactants and optionally other active ingredients (e.g., emulsifiers, builders, chelating agents, fragrances, colorants, etc.). It is preferred that the PVA polymer or copolymer is present in the flexible and dissolvable sheet in an amount ranging from about 5% to about 50%, preferably from about 10% to about 40%, preferably from about 15% to about 30%, and more preferably from about 20% to about 25%, based on the total weight of the solid sheet. In a particularly preferred embodiment of the present invention, the total amount of one or more PVAs present in the flexible and dissolvable solid sheet article of the present invention is not more than 25% by weight of such sheet article.

[0082] PVA polymers or copolymers suitable for the practice of the present invention are selected from those having a weight average molecular weight in the following range: about 50,000 Daltons to about 400,000 Daltons, preferably about 60,000 Daltons to about 300,000 Daltons, more preferably about 70,000 Daltons to about 200,000 Daltons, and most preferably about 80,000 Daltons to about 150,000 Daltons. The weight average molecular weight is calculated by calculating the sum of the products of the average molecular weight of each polymer raw material and their corresponding relative weight percentages based on the weight of the total weight of the polymer present in the porous solid.

[0083] Flexible and dissolvable solid sheets are preferably prepared by first forming a wet premix comprising PVA, a surfactant and optionally other active ingredients, then forming the wet premix into a sheet, and then drying such wet premix sheet to form a solidified sheet product. Correspondingly, the weight average molecular weight of the PVA polymer or copolymer can affect the overall film-forming properties of the wet premix and its compatibility / incompatibility with the desired surfactant. In addition, the weight average molecular weight of the PVA polymer or copolymer used herein may affect the viscosity of the wet premix, which in turn may affect various physical properties of the resulting solid sheet product so formed.

[0084] The water-soluble unit dose product may include a multilayer water-soluble fiber structure. The fiber structure may include one or more plies connected to each other to form a water-soluble fiber structure. The water-soluble fiber structure may include a plurality of fiber elements that are entangled or otherwise connected to each other to form a ply, and thus form a fiber structure. Each ply within the fiber structure may include one or more layers that together form the ply. A layer may include a plurality of fiber elements.

[0085] The fibrous structure may comprise at least one fabric hueing agent between the first ply and the second ply. The unit dose article may comprise a surfactant. In one non-limiting example, the fibrous structure may comprise a surfactant between the first ply and the second ply. In one non-limiting example, the first ply and / or the second ply and / or any other ply may comprise a surfactant.

[0086] The water-soluble fiber unit dose product 1 can dissolve under various washing conditions, for example, low temperature, low water and / or short washing cycle, and / or cycle in which the consumer has overloaded the machine. The unit dose product 1 of the present invention may contain one or more active agents. As used herein, "active agent" refers to any ingredient that can directly or indirectly provide a beneficial effect to one or more fabrics. The water-soluble unit dose product 1 may contain an insoluble material that can be dispersed into a suspension under aqueous washing conditions, with an average particle size of less than about 20 microns, or less than about 50 microns. The particles may be particles containing active substances. The advantage of such unit dose products 1 of the present invention is that the unit dose product 1 will be completely dissolved in the aqueous solution, so that any active agent contained in the unit dose product 1 is released into the washing liquid instead of remaining in the substrate of the unit dose product 1. Another advantage of the unit dose product 1 of the present invention is the direct quantitative unit dose product 1, so that consumers can place one or more unit dose products 1 in the drum of the washing machine without measuring the product.

[0087] The water-soluble unit dose article may exhibit a thickness of greater than 0.01 mm and / or greater than 0.05 mm and / or greater than 0.1 mm and / or to about 100 mm and / or to about 50 mm and / or to about 20 mm and / or to about 10 mm and / or to about 5 mm and / or to about 2 mm and / or to about 0.5 mm and / or to about 0.3 mm as measured by the Thickness Test Method described herein. In a preferred but not essential embodiment of the present invention, the unit dose article 1 of the present invention has a rectangular or kite shape. Such rectangular or kite shapes are aesthetically pleasing and pleasing to consumers, so multiple articles of such shapes can be stacked and packaged together for sale in containers also having similar rectangular or kite shape features.

[0088] The water-soluble unit dose article may have a Basis Weight of about 500 grams / m2 as measured according to the Basis Weight test method described herein. 2 to about 5,000 g / m 2 , preferably about 1,000 g / m 2 About 4,000 g / m 2 , more preferably about 1,500 g / m 2 About 3,500 g / m 2 , most preferably about 2,000 g / m 2 About 3,000 g / m 2 The basis weight.

[0089] The composition may be in the form of a spray and may be dispensed from a bottle, for example, via a trigger spray and / or an aerosol container with a valve.

[0090] In addition to the surfactants of Formula I, fabric and home care products may also include adjunct materials, depending on the intended form and / or end use. Suitable adjunct materials may include, for example, additional surfactants, conditioning actives, deposition aids, rheology modifiers, structurants, bleach systems, stabilizers, builders, chelating agents, dye transfer inhibitors, dispersants, enzymes and enzyme stabilizers, catalytic metal complexes, polymeric dispersants, clay and soil removal / anti-redeposition agents, brighteners, suds suppressors, silicones, hueing agents, aesthetic dyes, additional fragrances and fragrance delivery systems, structural elasticizers, carriers, hydrotropes, processing aids, structurants, anti-agglomeration agents, coatings, formaldehyde scavengers, organic solvents, cleaning polymers and / or pigments.

[0091] The specific nature of these additional components and the amount of incorporation thereof will depend on the physical form of the composition and the nature of the operation in which it is used. However, when one or more adjuvants are present, such one or more adjuvants may be present as described in detail below. The following is a non-limiting list of suitable additional adjuvants.

[0092] The organic solvent may include alcohols and / or polyols. For example, the organic solvent may include ethanol, propanol, isopropanol, sugar alcohols, ethylene glycol, glycol ethers, glycerol, or combinations thereof. The organic solvent may include polyethylene glycol, especially low molecular weight polyethylene glycols such as PEG 200 and PEG 400; diethylene glycol; glycerol; 1,2-propylene glycol; polypropylene glycol, including dipropylene glycol and tripropylene glycol and low molecular weight polypropylene glycols such as PPG400, or mixtures thereof.

[0093] Chelating agents may include, for example, EDDS, HEDP, GLDA, DTPA, DTPMP, DETA, EDTA, MGDA, 4,5-dihydroxybenzene-1,3-disulfonic acid disodium [tiron] or mixtures thereof. Chelating agents may be biodegradable. Biodegradable chelating agents may include, for example, GLDA, NTA, IDS, EDDG, EDDM, HIDS, HEIDA, HEDTA, DETA or combinations thereof.

[0094] The enzyme may include, for example, a protease, an amylase, a cellulase, a mannanase, a lipase, a xyloglucanase, a pectate lyase, a nuclease, a phosphodiesterase, or a mixture thereof.

[0095] Cleaning polymers may include, for example, those that can help clean stains or soils from clothing and / or help prevent these soils from being redeposited on clothing during washing. Examples are optionally modified dextran, poly(vinyl pyrrolidone), poly(ethylene glycol), poly(vinyl alcohol), poly(vinyl pyridine-N-oxide), poly(vinylimidazole), or combinations thereof.

[0096] The composition may comprise one or more amphiphilic cleaning polymers. Such polymers have balanced hydrophilicity and hydrophobicity so that they remove grease particles from fabrics and surfaces. Suitable amphiphilic alkoxylated grease cleaning polymers include a core structure and a plurality of alkoxylate groups attached to the core structure. These may comprise alkoxylated polyalkyleneimines, especially ethoxylated polyethyleneimines or polyethyleneimines having internal polyethylene oxide blocks and external polypropylene oxide blocks. Typically, these may be incorporated into the composition of the present invention in an amount of 0.005 wt % to 10 wt %, typically 0.5 wt % to 8 wt %.

[0097] The fabric and home care products of the present disclosure may include additional surfactants. The additional surfactants may be used to provide, for example, cleaning benefits. The fabric and home care products may include a surfactant system, which may include one or more surfactants.

[0098] The fabric and home care products of the present disclosure may contain from about 0.1% to about 99%, or from about 2% to about 80%, or from about 5% to about 75% of the surfactant system by weight of the composition. Liquid compositions may contain from about 5% to about 40% of the surfactant system by weight of the composition. Compact formulations, including compact liquids, gels and / or compositions suitable for unit dosage forms, may contain from about 25% to about 70% or from about 30% to about 50% of the surfactant system by weight of the composition.

[0099] The surfactant system may include anionic surfactants, nonionic surfactants, zwitterionic surfactants, cationic surfactants, amphoteric surfactants, or combinations thereof. The surfactant system may include linear alkylbenzene sulfonates, alkyl ethoxylated sulfates, alkyl sulfates, nonionic surfactants such as ethoxylated alcohols, amine oxides, or mixtures thereof. The surfactant may be derived at least in part from a natural source, such as a natural raw material alcohol.

[0100] Suitable anionic surfactants may include any conventional anionic surfactants. This may include sulfate detersive surfactants (e.g., alkoxylated and / or non-alkoxylated alkyl sulfate materials) and / or sulfonic acid detersive surfactants (e.g., alkylbenzene sulfonates). Anionic surfactants may be linear, branched, or combinations thereof. Preferred anionic surfactants include linear alkylbenzene sulfonates (LAS), alkyl ethoxylated sulfates (AES), alkyl sulfates (AS), or mixtures thereof. Other suitable anionic surfactants include branched modified alkylbenzene sulfonates (MLAS), methyl ester sulfonates (MES), sodium lauryl sulfate (SLS), sodium lauryl ether sulfate (SLES), alkyl ethoxylated carboxylates (AEC), and / or glycolipids such as rhamnolipids and / or sophorolipids. Anionic surfactants may exist in acid form, salt form, or mixtures thereof. Anionic surfactants may be partially or completely neutralized, for example, by alkali metals (e.g., sodium) or amines (e.g., monoethanolamine).

[0101] Fabric and home care products may also include branched alkyl sulfate surfactants. Branched alkyl sulfates may include 2-alkyl branched alkyl alcohols. 2-alkyl branched alcohols are positional isomers in which the position of the hydroxymethyl group (composed of a methylene bridge (-CH2-unit) connected to a hydroxyl (-OH) group) on the carbon chain is different. Therefore, 2-alkyl branched alkyl alcohols are generally composed of a mixture of positional isomers. In addition, it is well known that fatty alcohols (such as 2-alkyl branched alcohols) and surfactants are characterized by chain length distribution. In other words, fatty alcohols and surfactants are generally composed of a blend of molecules with different alkyl chain lengths (although a single chain length cutoff can be obtained). It is noteworthy that the 2-alkyl primary alcohols described herein cannot be obtained by simply blending commercially available materials, which may have a specific alkyl chain length distribution and / or a specific fraction of certain positional isomers. Specifically, the distribution of surfactants having m+n=11 of about 50% to about 100% by weight cannot be achieved by blending commercially available materials.

[0102] The branched alkyl sulfate may consist essentially of a mixture of surfactant isomers of Formula 3 and a surfactant of Formula 4:

[0103] Formula 3:

[0104] Formula 4: CH3-(CH2) m+n+3 -X

[0105] wherein about 50% to about 100% by weight of the first surfactant is an isomer having m+n=11; wherein between about 25% to about 50% of the mixture of surfactant isomers of formula 3 has n=0; wherein about 0.001% to about 25% by weight of the first surfactant is a surfactant of formula 4.

[0106] Surfactant system can comprise nonionic surfactant.Suitable nonionic surfactant comprises alkoxylated fatty alcohol, such as ethoxylated fatty alcohol.Other suitable nonionic surfactant comprises alkoxylated alkylphenol, alkylphenol condensate, mid-chain branched alcohol, mid-chain branched alkyl alkoxylate, alkyl polysaccharide (for example, alkyl polyglycoside), polyhydroxy fatty acid amide, ether-terminated poly (alkoxylated) alcohol surfactant and their mixture.Alkoxylate unit can be ethyleneoxy unit, propyleneoxy unit or their mixture.Nonionic surfactant can be linear, branched (for example, mid-chain branched) or their combination.Specific nonionic surfactant can comprise alcohol with average about 12 to about 16 carbon atoms and average about 3 to about 9 ethoxy groups, such as C12-C14 EO7 nonionic surfactant.

[0107] The nonionic surfactant may have the formula R(OC2H4)n OH, wherein R is selected from the group consisting of aliphatic hydrocarbon groups containing from about 8 to about 16 carbon atoms, and n has an average value of from about 5 to about 15. For example, the nonionic surfactant can be selected from ethoxylated alcohols having an average of about 12 to 14 carbon atoms in the alcohol (alkyl) portion and an average degree of ethoxylation of about 7-9 moles of ethylene oxide per mole of alcohol.

[0108] Additional non-limiting examples include the formula R(OC2H4) n OH ethoxylated alkylphenols wherein R comprises an alkylphenyl group wherein the alkyl group comprises from about 8 to about 12 carbon atoms and n has an average value of from about 5 to about 15, C12-C18 alkyl ethoxylates such as those from Shell Nonionic surfactant; C 14 -C 22 Mid-chain branched alcohol; C 14 -C 22 Medium Chain Branched Alkyl Ethoxylate, BAE x , wherein x is 1 to 30. The nonionic ethoxylated alcohol surfactants herein may also contain residual alkoxylation catalysts, which may be considered as residues or impurities of the reaction. It may also contain various impurities or by-products of the alkoxylation reaction. The impurities may vary depending on the catalyst used and the reaction conditions. Impurities include alkyl ethers, such as dialkyl ethers, such as didodecyl ether; glycols, such as diethylene glycol, triethylene glycol, pentaethylene glycol, other polyethylene glycols.

[0109] The nonionic ethoxylated alcohol may be a narrow range ethoxylated alcohol. The narrow range ethoxylated alcohol may have the following general formula (5):

[0110]

[0111] Wherein R is selected from saturated or unsaturated, linear or branched C8-C 20 alkyl groups, and wherein greater than 90% of n is 0≤n≤15. In addition, the average value of n may be between about 4 and about 14, preferably between about 6 and about 10, wherein less than about 10% by weight of the alcohol ethoxylates are ethoxylates with n<7, and between 10% by weight and about 20% by weight of the alcohol ethoxylates are ethoxylates with n=8.

[0112] The composition may comprise an average value of n of about 10. The composition may have the following ranges for each of the following n: n=0 is up to 5%, each of n=1, 2, 3, 4, 5 is up to 2%, n=6 is up to 4%, n=7 is up to 10%, n=8 is between 12% and 20%, n=9 is between 15% and 25%, n=10 is between 15% and 30%, n=11 is between 10% and 20%, n=12 is up to 10%, and n>12 is up to 10%. The composition may have between 30% and 70% of n=9 to 10. The composition may have greater than 50% of its composition consisting of n=8 to 11.

[0113] R is selected from saturated or unsaturated, linear or branched C12-C16 alkyl groups, wherein the average value of n is between about 6 and about 10. R may also be selected from saturated or unsaturated, linear or branched C8-C 20 Alkyl groups, wherein more than 90% of n is 0≤n≤15, and wherein the average value of n is between about 5 and about 10, wherein less than about 20% by weight of the alcohol ethoxylates are ethoxylates with n<8. R may also be selected from saturated or unsaturated, linear or branched C8-C 20 Alkyl groups wherein greater than 90% of n is 0≤n≤15, and wherein the average value of n is between about 6 and about 10, wherein less than about 10% by weight of the alcohol ethoxylates are ethoxylates with n<7, and between 10% by weight and about 20% by weight of the alcohol ethoxylates are ethoxylates with n=8.

[0114] The alcohol ethoxylates described herein are generally not a single compound as shown in their general formula (5), but rather they comprise a mixture of several homologs having different polyalkylene oxide chain lengths and molecular weights. Among the homologs, those having a total number of alkylene oxide units per mole of alcohol that is closer to the most common alkylene oxide adducts are ideal; homologs having a total number of alkylene oxide units that is much lower or much higher than the most common alkylene oxide adducts are less ideal. In other words, a "narrow range" or "peaked" alkoxylated alcohol composition is ideal. A "narrow range" or "peaked" alkoxylated alcohol composition refers to an alkoxylated alcohol composition having a narrow distribution of mole numbers of alkylene oxide additions.

[0115] A "narrow range" or "peaked" alkoxylated alcohol composition may be ideal for a selected application. Homologs within a selected target distribution range may have an appropriate lipophilic-hydrophilic balance for a selected application. For example, in the case of an ethoxylated alcohol product comprising an average ratio of 5 ethylene oxide (EO) units per molecule, homologs having a desired lipophilic-hydrophilic balance may be in the range of 2EO to 9EO. Homologs having shorter EO chain lengths (<2EO) or longer EO chain lengths (>9EO) may be undesirable for applications where surfactants with an EO / alcohol ratio of 5 are typically selected, because such longer and shorter homologs are too lipophilic or too hydrophilic for the application utilizing the product. Therefore, it is advantageous to develop alkoxylated alcohols with a peaked distribution.

[0116] The narrow range alkoxylated alcohol compositions of the present disclosure may have an average degree of ethoxylation of from about 0 to about 15, such as from about 4 to about 14, about 5-10, about 8-11, and about 6-9. The narrow range alkoxylated alcohol compositions of the present disclosure may have an average degree of ethoxylation of 10. The narrow range alkoxylated alcohol compositions of the present disclosure may have an average degree of ethoxylation of 9. The narrow range alkoxylated alcohol compositions of the present disclosure may have an average degree of ethoxylation of 5.

[0117] The above ranges are exemplified in Table A in column Novel 1214-9. As shown in Table A below, samples were analyzed by LCMS ESI (-) and by LCMS ESI (+) after derivatization with DMF-SO3 complex. The % relative abundance is listed in the table below. The percent relative abundance is the weighted average of each ethoxymer relative to the total abundance of all ethoxymers in the sample.

[0118] Table A

[0119] Number of moles of EO Alfonic 1214-9 Novel 1214-9 0 3.14％ 2.33％ 1 1.26％ 0％ 2 1.55％ 0％ 3 2.20％ 0％ 4 3.08％ 0.39％ 5 4％ 0.940％ 6 5.21％ 2.93％ 7 6.58％ 7.90％ 8 8.10％ 15.96％ 9 9.41％ 21.56％ 10 9.78％ 21.27％ 11 9.51％ 15.19％ 12 8.58％ 7.64％ 13 7.35％ 2.84％ 14 5.98％ 0.88％ 15 4.65％ 0.18％ 16 3.46％ 0％ 17 2.48％ 0％ 18 1.74％ 0％ 19 1.17％ 0％ 20 0.75％ 0％

[0120] Note that LCMS-ESI (+) is not sensitive to ethoxymers less than 3 moles, nor is the free alcohol. In addition, ethoxymers between 3-5 moles are not adequately represented. Typically, if the average distribution of EO is greater than 7 moles EO, the distribution is not greatly affected by this sensitivity limit. In addition, when the distribution is very broad, as in the ALFONIC sample, LCMS-ESI (-) can underestimate heavier ethoxymers. For this reason, the ALFONIC sample was analyzed in both + / - modes and averaged.

[0121] Suitable zwitterionic surfactants may include any conventional zwitterionic surfactants such as betaines, including alkyl dimethyl betaine and cocodimethylamidopropyl betaine, C8 to C 18 (For example, C12 To C 18 ) amine oxides (e.g., C 12-14 dimethylamine oxide), and / or sulfobetaines and hydroxybetaines, such as N-alkyl-N,N-dimethylamino-1-propanesulfonates, wherein the alkyl group can be C8 to C 18 or C 10 To C 14 The zwitterionic surfactant may include an amine oxide.

[0122] The fabric and home care product may further comprise from 0.5% to 20%, more preferably from 0.75% to 15%, more preferably from 1% to 10%, most preferably from 1% to 5% by weight of the surfactant system of an alkyl polyglucoside ("APG") surfactant. Preferably, the alkyl polyglucoside surfactant is a C8-C16 alkyl polyglucoside surfactant, preferably a C8-C14 alkyl polyglucoside surfactant, preferably having an average degree of polymerization between 0.1 and 3, more preferably between 0.5 and 2.5, even more preferably between 1 and 2. Most preferably, the alkyl polyglucoside surfactant has an average alkyl carbon chain length between 10 and 16, preferably between 10 and 14, most preferably between 12 and 14, wherein the average degree of polymerization is between 0.5 and 2.5, preferably between 1 and 2, and most preferably between 1.2 and 1.6. C8-C16 alkyl polyglucoside is commercially available from several suppliers (e.g., from Seppic Corporation). surfactants; and from BASF Corporation 600CSUP, 650EC, 600CSUP / MB and 650EC / MB).

[0123] Depending on the formulation and / or intended end use, the composition may be substantially free of certain surfactants. For example, a liquid fabric enhancer composition, such as a fabric softener, may be substantially free of anionic surfactants, since such surfactants may interact adversely with cationic ingredients.

[0124] The compositions of the present disclosure may include conditioning actives. Compositions including conditioning actives may provide softness, anti-wrinkle, anti-static, conditioning, anti-stretch, color, and / or appearance benefits.

[0125] Conditioning actives may be present at a level of from about 1% to about 99% by weight of the composition. The composition may contain from about 1%, or from about 2%, or from about 3% to about 99%, or to about 75%, or to about 50%, or to about 40%, or to about 35%, or to about 30%, or to about 25%, or to about 20%, or to about 15%, or to about 10% conditioning actives by weight of the composition. The composition may contain from about 5% to about 30% conditioning actives by weight of the composition.

[0126] Suitable conditioning actives for use in the compositions of the present disclosure may include quaternary ammonium ester compounds, silicones, non-ester quaternary ammonium compounds, amines, fatty esters, sucrose esters, silicones, dispersible polyolefins, polysaccharides, fatty acids, softening or conditioning oils, polymer latexes, or combinations thereof.

[0127] The composition may include a quaternary ammonium ester compound, a silicone, or a combination thereof, preferably a combination. The total amount of the quaternary ammonium ester compound and the silicone combined may be from about 5% to about 70%, or from about 6% to about 50%, or from about 7% to about 40%, or from about 10% to about 30%, or from about 15% to about 25% by weight of the composition. The composition may include a quaternary ammonium ester compound and silicone in a weight ratio of from about 1:10 to about 10:1, or from about 1:5 to about 5:1, or from about 1:3 to about 1:3, or from about 1:2 to about 2:1, or from about 1:1.5 to about 1.5:1, or about 1:1.

[0128] The composition may contain a mixture of different types of conditioning actives. The composition of the present disclosure may contain certain conditioning actives, but may be substantially free of other conditioning actives. For example, the composition may be free of quaternary ammonium ester compounds, silicones, or both. The composition may contain quaternary ammonium ester compounds, but may be substantially free of silicones. The composition may contain silicones, but may be substantially free of quaternary ammonium ester compounds.

[0129] The compositions of the present disclosure may include a deposition aid. The deposition aid may facilitate deposition of the delivery particles, conditioning actives, fragrances, or combinations thereof, thereby improving the performance benefits of the composition and / or allowing for more efficient formulation of such benefit agents. The composition may include from 0.0001% to 3%, preferably from 0.0005% to 2%, more preferably from 0.001% to 1%, or from about 0.01% to about 0.5%, or from about 0.05% to about 0.3% of a deposition aid by weight of the composition. The deposition aid may be a cationic polymer or an amphoteric polymer, preferably a cationic polymer.

[0130] In general, cationic polymers and methods for their manufacture are known in the literature. Suitable cationic polymers may include quaternary ammonium polymers known as "polyquaternium" polymers, as specified by the International Nomenclature for Cosmetic Ingredients, such as Polyquaternium-6 (poly(diallyldimethylammonium chloride)), Polyquaternium-7 (copolymer of acrylamide and diallyldimethylammonium chloride), Polyquaternium-10 (quaternized hydroxyethylcellulose), Polyquaternium-22 (copolymer of acrylic acid and diallyldimethylammonium chloride), and the like.

[0131] The deposition aid may be selected from the group consisting of polyvinyl formamide, partially hydroxylated polyvinyl formamide, polyvinyl amine, polyethylene imine, ethoxylated polyethylene imine, polyvinyl alcohol, polyacrylate, and combinations thereof.The cationic polymer may include a cationic acrylate.

[0132] The deposition aid may be added simultaneously with the delivery particles (e.g., simultaneously with the encapsulated benefit agent) or directly / separately to the consumer product composition. The weight average molecular weight of the polymer may be from 500 to 5,000,000 Daltons, or from 1,000 to 2,000,000 Daltons, or from 2,500 to 1,500,000 Daltons, as measured by size exclusion chromatography relative to polyethylene oxide standards using refractive index (RI) detection. The weight average molecular weight of the cationic polymer may be from 5,000 to 37,500 Daltons.

[0133] The compositions of the present disclosure may include rheology modifiers and / or structurants. Rheology modifiers can be used to "thicken" or "thin down" a liquid composition to a desired viscosity. Structurants can be used to promote phase stability and / or suspend or inhibit aggregation of particles in a liquid composition, such as delivery particles as described herein.

[0134] Suitable rheology modifiers and / or structurants may include non-polymeric crystalline hydroxy-functional structurants (including those based on hydrogenated castor oil), polymeric structurants, cellulosic fibers (e.g., microfibrillated cellulose, which may be derived from bacteria, fungi, or plant sources, including from wood), diamido gelling agents, or combinations thereof.

[0135] The polymer structuring agent may be of natural or synthetic origin. Natural polymer structuring agents may include: hydroxyethyl cellulose, hydrophobically modified hydroxyethyl cellulose, carboxymethyl cellulose, polysaccharide derivatives and mixtures thereof. Polysaccharide derivatives may include: pectin, alginate, arabinogalactan (gum arabic), carrageenan, gellan gum, xanthan gum, guar gum and mixtures thereof. Synthetic polymer structuring agents may include: polycarboxylates, polyacrylates, hydrophobically modified ethoxylated polyurethanes, hydrophobically modified nonionic polyols and mixtures thereof. Polycarboxylate polymers may include polyacrylates, polymethacrylates or mixtures thereof. Polyacrylates may include C1-C12-C13-C16-C18-C19-C19-C18 ... 30 Copolymers of alkyl esters. Such copolymers are available from Noveon under the trade name Carbopol Aqua 30. Another suitable structurant is sold under the trade name Rheovis CDE, available from BASF.

[0136] The compositions of the present invention may also comprise from about 0.01% to about 5%, preferably from about 0.05% to about 2%, more preferably from about 0.07% to about 1%, by weight of the total composition, of an amphiphilic polymer selected from amphiphilic alkoxylated polyalkyleneimines and mixtures thereof, preferably amphiphilic alkoxylated polyalkyleneimines.

[0137] Preferably, the amphiphilic alkoxylated polyalkylene imine is an alkoxylated polyethylene imine polymer comprising a polyethylene imine backbone having an average molecular weight in the range of 100 Dalton to 5,000 Dalton, preferably 400 Dalton to 2,000 Dalton, more preferably 400 Dalton to 1,000 Dalton, and the alkoxylated polyethylene imine polymer further comprises:

[0138] (i) via a polyalkyleneoxy chain having an average of about 1 to about 50 alkoxy moieties per modification, one or two alkoxylation modifications per nitrogen atom, wherein the terminal alkoxy moieties of the alkoxylation modification are terminated with hydrogen, C1-C4 alkyl, or mixtures thereof;

[0139] (ii) modified by the addition of a polyalkyleneoxy chain having an average of about 1 to about 50 alkoxy moieties per modification, one C1-C4 alkyl moiety and one or two alkoxylations per nitrogen atom, wherein the terminal alkoxy moieties are terminated with hydrogen, C1-C4 alkyl, or mixtures thereof; or

[0140] (iii) any combination thereof; and

[0141] wherein the alkoxy moiety comprises ethoxy (EO) and / or propoxy (PO) and / or butoxy (BO), and wherein when the alkoxylation modification comprises EO, it also comprises PO or BO.

[0142] Preferred amphiphilic alkoxylated polyethyleneimine polymers contain EO and PO groups in their alkoxylated chains, the PO groups are preferably in the terminal position of the alkoxylated chains, and the alkoxylated chains are preferably hydrogen terminated. Hydrophilic alkoxylated polyethyleneimine polymers containing only ethoxy (EO) units in the alkoxylated chains can also optionally be formulated within the scope of the present invention.

[0143] Preferred polyethyleneimines have the general structure of formula (II):

[0144]

[0145] The polyethyleneimine backbone has a weight average molecular weight of about 600, the average value of n in formula (II) is about 10, the average value of m in formula (II) is about 7, and R in formula (II) is selected from hydrogen, C1-C4 alkyl, and mixtures thereof, preferably hydrogen. The permanent quaternization degree in formula (II) can account for 0% to about 22% of the nitrogen atoms in the polyethyleneimine backbone. The molecular weight of the polyethyleneimine is preferably between 10,000 and 15,000.

[0146] An alternative polyethyleneimine has the general structure of formula (II), but wherein the polyethyleneimine backbone has a weight average molecular weight of about 600, the average value of n in formula (II) is about 24, the average value of m in formula (II) is about 16, and R in formula (II) is selected from hydrogen, C1-C4 alkyl, and mixtures thereof, preferably hydrogen. The permanent quaternization degree in formula (II) can account for 0% to about 22% of the nitrogen atoms in the polyethyleneimine backbone. The molecular weight of this polyethyleneimine is preferably between 25,000 and 30,000.

[0147] The most preferred polyethyleneimine has the general structure of formula (II), wherein the polyethyleneimine backbone has a weight average molecular weight of about 600, the average value of n in formula (II) is about 24, the average value of m in formula (II) is about 16, and R in formula (II) is hydrogen. The permanent quaternization degree in formula (II) accounts for 0% of the nitrogen atoms in the polyethyleneimine backbone. The molecular weight of this polyethyleneimine is preferably from about 25,000 to about 30,000, and most preferably about 28,000.

[0148] The compositions of the present invention may comprise from about 0.05% to about 2%, preferably from about 0.1% to about 1.5%, or more preferably from about 0.5% to about 1% of a salt, preferably a monovalent or divalent inorganic salt or a mixture thereof, more preferably sodium chloride, sodium sulfate or a mixture thereof, most preferably sodium chloride, based on the weight of the total composition.

[0149] The compositions of the present invention may comprise from about 0.1% to about 10%, or preferably from about 0.5% to about 10% or more preferably from about 1% to about 10%, by weight of the total composition, of a hydrotrope or mixtures thereof, preferably sodium cumene sulfonate.

[0150] The composition of the present invention may contain an organic solvent. Suitable organic solvents include C4-14 ethers and diethers, polyols, glycols, alkoxylated glycols, C6-C16 glycol ethers, alkoxylated aromatic alcohols, aromatic alcohols, aliphatic straight or branched alcohols, alkoxylated aliphatic straight or branched alcohols, alkoxylated C1-C5 alcohols, C8-C14 alkyl and cycloalkyl hydrocarbons and halogenated hydrocarbons, and mixtures thereof. Preferably, the organic solvent includes alcohols, glycols and glycol ethers, or alcohols and glycols. The composition contains 0% to less than about 50%, preferably about 0.01% to about 25%, more preferably about 0.1% to about 10%, or most preferably about 0.5% to about 5% of an organic solvent, preferably an alcohol, more preferably ethanol, a polyalkylene glycol, more preferably polypropylene glycol, and mixtures thereof, by weight of the total composition.

[0151] data

[0152] Compositions having surfactants of formula I as described above were tested to determine whether there was an advantage in using them in terms of stain removal. To observe the stain removal effect, a technical stain removal washing procedure was used. The method is described below.

[0153] Several different stain types were reviewed as shown in Table 1 below. The results show that the use of surfactants of Formula I (inventive compositions BD, Examples section) has better or equal stain removal than conventional liquid detergent compositions such as sodium lauryl sulfate surfactant in Comparative composition A (Examples section).

[0154] Table 1

[0155]

[0156] The technical stain removal wash procedure was followed as described below. 0.66 grams of soluble unit dose detergent EH was added to an oscillating detergent jar containing 1 L of test wash solution plus test fabric, soiled SBL fabric, and clean fabric ballast, agitated at 208 rpm for 17 minutes at 15°C and 7 US grains / gallon and spun dry. The fabric was then rinsed at 200 rpm for 5 minutes in 15°C water and 7 US grains / gallon and spun dry. After rinsing, the fabric was machine dried in the high efficiency mode for 40 minutes before analysis.

[0157] The stain removal index score for each stain was calculated as described below and is listed below in Table 2. These results show that the use of surfactants of Formula I (present compositions FG, Examples section) has better or equal stain removal than branched C15 alkyl sulfate surfactants in soluble unit dose detergents (such as Comparative Composition E (Examples section)).

[0158] Table 2

[0159]

[0160] method

[0161] Technical stain removal washing program

[0162] The method involves the use of an oscillating detergent to simulate fabric washing in a washing machine. Technically soiled swatches (9 grams) were washed with soiled SBL fabric (4 grams) and clean knitted cotton ballast (47 grams) using the test formulation. Technically soiled swatches of CW120 cotton containing the stain were purchased from Advanced Product Design Co., Inc (Cincinnati, OH). Wash testing consisted of two internal and four external replicates for each stain type and treatment.

[0163] 2.37 grams of liquid detergent AD (Comparative Composition A and Inventive Composition BD below) were added to an oscillating detergent jar containing 1 L of test wash solution plus a ballast of test fabrics, soiled fabrics, and clean fabrics, agitated at 208 rpm for 17 minutes at 15°C and 7 US grains / gallon and spun dry. The fabrics were then rinsed at 200 rpm for 5 minutes at 15°C water and 7 US grains / gallon and spun dry. After rinsing, the fabrics were machine dried in the high efficiency mode for 40 minutes before analysis.

[0164] Image analysis was used to compare each stain to an unstained fabric control. The software converted the captured images into standard colorimetric values ​​and compared these to standards based on the commonly used Macbeth color reproduction chart, assigning a colorimetric value (stain content) to each stain. Two internal replicates and four external replicates were prepared for each.

[0165] The decontamination performance of the samples was measured as follows:

[0166]

[0167]

[0168] 1.NI C24 E09 is a C12-14 alcohol ethoxylate surfactant with an average ethoxylation degree of 9

[0169] 2. Phenyl alcohol sulfonate, wherein R3 is a C10-C16 alkyl group (surfactant of formula I)

[0170] 3. Phenyl alcohol sulfonate, wherein R3 is a C14 alkyl group (surfactant of formula I)

[0171] 4. Phenyl-alkylmethanol sulfate, wherein R3 is a C10-C16 alkyl group (surfactant of formula I)

[0172] 5. Fatty acids are Topped Coconut Fatty Acids

[0173] 6. Amylase supplied by Novozymes

[0174] 7. Protease was purchased from DuPont-Genencor, Palo Alto, CA.

[0175] 8. Mannanase purchased from Novozymes, Copenhagen, Denmark

[0176] 9. PE-20 commercially available from BASF

[0177]

[0178] 3 High C12 (96%) linear alkylbenzene sulfonate from P&G Chemicals; 4 C12-15EO2.5S alkyl ethoxy sulfate, wherein the alkyl portion of AES has a molecular weight of 211 to 218 Daltons, available from P&G Chemicals; 5 Sulfonic acid L24-9 commercially available from Huntsman; 6 Citrosol 502, commercially available from Archer Daniels Midland; 7 DISSOLVINE DTPA commercially available from Nouryon; 8 disodium tetraborate pentahydrate purchased from Univar Solutions;

[0179] Liquid compositions (such as the liquid laundry detergent compositions above) can be prepared by combining their components in any convenient order, and by mixing, e.g., stirring, the resulting combination of components to form a phase-stable liquid composition. In methods for preparing such compositions, a liquid matrix can be formed that contains at least a majority or even substantially all of the liquid components, e.g., surfactants, non-surfactant liquid carriers, and other optional liquid components, while the liquid components are thoroughly mixed by applying shear agitation to the liquid combination. For example, rapid stirring with a mechanical stirrer can be effectively employed.

[0180] While keeping shear stirring, can add the composition of any anionic surfactant and solid form basically all.Continue to stir this mixture, and if necessary, can strengthen stirring at this moment, to form the uniform dispersion of solution or insoluble solid phase particles in liquid phase.After some or all solid-like materials have been added in this stirred mixture, can mix any enzyme material granules such as enzyme bead to be included.As the variation of composition preparation procedure described above, one or more in the solid component can be used as one or more premixed solution or particle slurry with the liquid component of a small part to add in the stirred mixture.After all composition components have been added, continue to stir the mixture sufficiently for a period of time, to form the composition with required viscosity and phase stable characteristics.Usually, this will relate to a stirring time of about 30 minutes to 60 minutes.

[0181] Water-soluble unit dose examples

[0182] The following are exemplary water-soluble unit dose formulations. The composition may be part of a single compartment water-soluble unit dose product, or may be separated over multiple compartments to obtain a full product composition that is less than the "average across compartments." The following composition is encapsulated in a water-soluble film based on polyvinyl alcohol, more specifically, in a water-soluble film comprising a blend of a polyvinyl alcohol homopolymer and a carboxylated anionic polyvinyl alcohol copolymer, alternatively in a water-soluble film comprising a carboxylated anionic polyvinyl alcohol copolymer (such as, M8630 or M8310, available from MonoSol).

[0183] Example of a soluble unit dose detergent

[0184]

[0185] 1. AES is C12-15EO2.5S alkyl ethoxy sulfate, wherein the alkyl portion of AES comprises about 13.9 to 14.6 carbon atoms and the average degree of ethoxylation is equal to 2.5

[0186] 2.NI C24 EO9 is C12-14 alcohol ethoxylate with an average ethoxylation degree of 9

[0187] 3. C15 branched alkyl sulfate is an alkyl sulfate anionic surfactant based on C15 starting alcohol according to the present invention as disclosed in US20210380902

[0188] 4. The chelating agent is N,N-dicarboxymethylglutamic acid

[0189] 5. The antioxidant was 3,5-bis(1,1-dimethylethyl)-4-hydroxy-phenylpropionic acid methyl ester (commercially available under the trade name RALOX35 from Raschig USA (Arlington, Texas, United States))

[0190] 6. Protease was purchased from DuPont-Genencor, Palo Alto, CA.

[0191] 7. Amylase #1 purchased from Novozymes

[0192] 8. Mannanase purchased from Novozymes, Copenhagen, Denmark

[0193] 9. Amylase #2 was purchased from DuPont-Genencor, Palo Alto, CA.

[0194] 10. The defoamer composition was obtained from Dow Corning, Midland, Mich. under the trade name AF8017.

[0195] 11. Phenyl alcohol sulfonate, wherein R3 is a C10-C16 alkyl group (surfactant of formula I)

[0196] 12. Phenyl alcohol sulfonate, wherein R3 is a C14 alkyl group (surfactant of formula I)

[0197] 13. Phenyl-alkylmethanol sulfate, wherein R3 is a C10-C16 alkyl group (surfactant of formula I)

[0198]

[0199]

[0200] *Nuclease as claimed in co-pending European patent application 19219568.3

[0201] **Lutensol FP620-ethoxylated polyethyleneimine (PEI600 EO20) from BASF

[0202] "* A polyethylene glycol grafted polymer comprising a polyethylene glycol backbone (Pluriol E6000) and hydrophobic vinyl acetate side chains, the polyethylene glycol grafted polymer comprising 40% polyethylene glycol backbone polymer by weight of the polymer system and 60% grafted vinyl acetate side chains by weight of the polymer system

[0203] ****Lutensit Z96 (zwitterionic polyamine available from BASF - zwitterionic hexamethylenediamine according to the formula: 100% quaternized and about 40% sulfonated with polyethoxy (EO24) groups).

[0204]

[0205] *****Texcare SRA300, purchased from Clariant

[0206] The following is a multi-compartment water-soluble unit dose laundry detergent product comprising a larger bottom compartment while having two smaller compartments stacked on top of the bottom compartment in a side-by-side configuration, according to the Ariel 3-in-1 Pods design as commercially available in the United Kingdom in January 2020. The following composition is encapsulated in a polyvinyl alcohol-based water-soluble outer film, more specifically, in a water-soluble film comprising a blend of polyvinyl alcohol homopolymers and carboxylated anionic polyvinyl alcohol copolymers and a water-soluble intermediate film comprising a blend of polyvinyl alcohol homopolymers, alternatively a blend of polyvinyl alcohol homopolymers and carboxylated anionic polyvinyl alcohol copolymers.

[0207]

[0208]

[0209] *Nuclease as claimed in co-pending European patent application 19219568.3

[0210] **Lutensol FP620-ethoxylated polyethyleneimine (PEI600 EO20) from BASF

[0211] ***Polyethylene glycol grafted polymer comprising a polyethylene glycol backbone (Pluriol E6000) and hydrophobic vinyl acetate side chains, the polyethylene glycol grafted polymer comprising 40% polyethylene glycol backbone polymer by weight of the polymer system and 60% grafted vinyl acetate side chains by weight of the polymer system

[0212] ****Lutensit Z96 (zwitterionic polyamine available from BASF - zwitterionic hexamethylenediamine according to the formula: 100% quaternized and about 40% sulfonated with polyethoxy (EO24) groups).

[0213]

[0214] *****Texcare SRA300. Purchased from Clariant

[0215] Example of a fiber-based water-soluble unit dose

[0216] The fiber water-soluble unit metering of the fiber containing the first layer of fiber elements is spun and collected on a forming belt using a first spinning manifold. Then, the forming belt with the first fiber layer is passed under the second spinning manifold, and the second spinning manifold is modified with a particle addition system. The particle addition system can basically spray particles into a landing zone on the forming belt, which is directly located below the fiber elements from the second spinning manifold. A suitable particle addition system can be assembled by a particle feeder such as a vibrator, a belt or a screw feeder and an injection system such as an air knife or other fluidized conveying system. In order to contribute to the uniform distribution of particles in the lateral direction, it is preferred that the particle feed is approximately the same width as the spinning die to ensure that the particles are delivered through the entire width of the composite structure. Preferably, the particle feeder is completely closed except for the outlet to minimize the damage of the particle feed. The joint impact of particles and fiber elements on the forming belt below the second spinning manifold produces a composite structure, wherein the particle filler is expanded and the fiber substantially penetrates the inter-particle pores.

[0217] The following charts show non-limiting examples of dry fiber compositions that can be used to prepare fibrous elements. To prepare the fibrous elements, an aqueous solution preferably having a solids content of about 45% to 60% is processed through one or more spinning beams. A suitable spinning beam includes a capillary die having a decaying air flow and a drying air flow suitable for substantially drying the decaying fibers before they impact the forming belt.

[0218] Fiber (F) composition, mass % :

[0219] Element F1 F2 F3 F4 F5 F6 LAS 48.5 43.1 59.2 21.0 47.2 51.8 AS 0.0 21.6 0.0 42.0 23.6 12.9 Surfactant of formula I 16.2 0.0 0.0 0.0 0.0 0.0 PEG-PVAc 0.0 0.0 5.9 3.2 0.0 0.0 PVOH 32.3 29.3 28.5 27.5 23.7 29.3 PEO 0.0 3.0 3.2 3.2 2.5 3.0 Moisture + Miscellaneous 3.0 3.0 3.2 3.1 3.0 3.0 total 100 100 100 100 100 100

[0220] The following chart shows non-limiting examples of particle compositions. Particles can be prepared by various suitable methods, including grinding, spray drying, agglomeration, extrusion, granulation, encapsulation, pastilles, and any combination thereof. One or more particles can be mixed together before addition.

[0221] Particle (P) composition, mass % :

[0222] Element P1 P2 P3 P4 P5 P6 P7 P8 P9 P10 P11 LAS 0.0 0.0 7.6 9.5 8.1 10.8 4.4 17.2 13.7 19.2 20.8 AS 19.2 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 1.1 Surfactant of formula I 4.8 45.0 26.4 21.6 24.6 21.6 26.3 34.3 27.4 25.7 26.6 Sodium carbonate 18.0 35.0 19.2 15.3 15.1 10.0 14.2 21.6 21.7 20.6 22.2 Zeolite-A 54.2 0.0 24.4 32.0 49.1 51.8 49.9 0.0 0.0 0.0 0.0 Chelating agents 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 3.5 0.0 PE20 0.0 0.0 10.4 3.7 0.0 3.5 0.0 3.5 1.6 3.4 3.4 Pluronic F38 0.0 0.0 0.0 0.0 0.0 0.0 1.8 0.0 0.0 0.0 0.0 Dispersant polymer 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 16.5 8.1 8.4 PEG4k 0.8 0.0 0.0 8.2 0.0 0.0 0.0 0.0 0.0 0.0 0.0 Silicon dioxide 0.0 15.0 8.2 6.7 0.0 0.0 0.0 20.2 14.5 16.4 12.3 PVOH+PEO 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 1.7 Moisture + Miscellaneous 3.0 5.0 3.8 3.0 3.1 2.3 3.3 3.2 4.6 3.1 3.5 total 100 100 100 100 100 100 100 100 100 100 100

[0223] The resulting product is illustrated in the chart below, providing structural details of the product flakes by fiber and particle components, as well as the neat flake composition of the product. Note that other product adjunct materials such as fragrances, enzymes, suds suppressants, bleach, etc. may be added to the flakes.

[0224] Product pieces (C)

[0225] Clothing pieces C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 Fiber Type F1 F2 F2 F2 F2 F2 F2 F2 F6 F2 Fiber weight% 25％ 25％ 25％ 28％ 17％ 27％ 26％ 21％ 22％ 27％ Particle Type P1 P1 P2 P3 P3 P4 P5 P6 P7 P8 Particle weight% 75％ 75％ 75％ 72％ 83％ 73％ 74％ 79％ 78％ 73％ Basis weight, gsm 3103 3104 2125 2477 4070 2900 2580 2706 3047 2900 Formula, g / dose: LAS 2.5 2.2 1.5 3.0 3.6 3.6 2.9 3.1 3.0 4.2 AS 2.5 3.6 0.8 1.0 1.0 1.1 1.0 0.8 1.0 1.1 Surfactant of formula I 2.0 1.2 4.7 3.0 5.9 3.0 3.1 3.1 3.7 3.8 Sodium carbonate 2.8 2.8 3.7 2.1 4.3 2.1 1.9 1.4 1.4 3.0 Zeolite-A 8.4 8.4 0.0 2.8 5.5 4.5 6.2 7.5 7.5 0.0 Silicon dioxide 0.0 0.0 1.6 1.0 2.0 1.0 0.0 0.0 0.0 2.3 PEG4k 0.1 0.1 0.0 0.0 0.0 1.1 0.0 0.0 0.0 0.0 PE20 0.0 0.0 0.0 1.5 2.3 0.5 0.0 0.3 0.0 0.2 Pluronic F38 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.3 0.0 Dispersant polymer 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 2.3 PVOH+PEO 1.7 1.7 1.1 1.5 1.4 1.7 1.4 1.2 1.5 1.7 Moisture and Miscellaneous 0.5 0.5 0.6 0.5 0.8 0.5 0.5 0.4 0.6 0.5 Total clothing piece 20.5 20.5 14.0 16.4 26.8 19.1 17.0 17.8 19.0 19.1

[0226] LAS is provided by Stepan, Northfield, Illinois, USA or Huntsman Corp. with C 11 -C 12 Average aliphatic carbon chain length linear alkylbenzene sulfonate. HLAS is in the acid form.

[0227] AS is provided by Stepan, Northfield, Illinois, USA 12-14 Sulfates and / or moderately branched alkyl sulfates.

[0228] The dispersant polymer (dispersing polymer) had a molecular weight of 70,000 and an acrylate:maleate ratio of 70:30 and was supplied by BASF (Ludwigshafen, Germany).

[0229] PEG-PVAc polymer is a polyethylene oxide copolymer grafted with polyvinyl acetate, which has a polyethylene oxide main chain and multiple polyvinyl acetate side chains. The molecular weight of the polyethylene oxide main chain is about 6000, and the weight ratio of polyethylene oxide to polyvinyl acetate is about 40 to 60, and there is no more than 1 grafting point per 50 ethylene oxide units. Purchased from BASF (Ludwigshafen, Germany).

[0230] Ethoxylated polyethyleneimine (PE20) is a 600 g / mol molecular weight polyethyleneimine core with 20 ethoxylated groups per -NH and is available from BASF (Ludwigshafen, Germany).

[0231] Liquid Hand Dishwashing Detergent Recipe

[0232] The following is an exemplary liquid hand dishwashing detergent formulation. The formulation can be prepared by standard mixing of the individual components.

[0233]

[0234] Exemplary Methods for Preparing Surfactants of Formula I

[0235] The process for preparing a surfactant of formula I can start from a mixture of Ar-COOH (II) and R3-CH2-COOH (III) to produce an aromatic aliphatic ketone of formula IV: Ar-C(=O)-CH2-R3 (IV), wherein Ar and R3 are as defined above and in the claims. The process also comprises derivatizing an aromatic aliphatic ketone of formula IV: Ar-C(=O)-CH2-R3 (IV) by a hydrogenation-sulfation sequence (alternative a.) or a sulfonation-hydrogenation sequence (alternative b.) to produce a compound of formula I.

[0236] For the preparation of compounds of formula I, wherein R1 is OSO3X, wherein X is as defined above and in the claims, R2 is H, and R3 is C6-C 16 aliphatic group, the method is carried out according to alternative scheme a., which comprises the following steps:

[0237] a. a decarboxylative cross-ketonization between Ar-COOH (II) and R3-CH2-COOH (III) (wherein Ar and R3 are as previously defined) in the presence of a metal-based catalyst, thereby obtaining an arylaliphatic ketone of formula IV: Ar-C(=O)-CH2-R3 (IV), wherein Ar and R3 are as defined above,

[0238] b. in the presence of H2 and a catalyst, hydrogenation of the aromatic aliphatic ketone of formula IV obtainable in step a., thereby obtaining a secondary alcohol of formula V: Ar-CH(OH)-CH2-R3(V), wherein Ar and R3 are as defined above,

[0239] c. Sulfating the secondary alcohol of formula V obtainable in step b. with a sulfating agent and subsequently neutralizing with XOH or X(OH)2.

[0240] For preparing the first compound of formula I, wherein R1 is OH, R2 is SO3X, wherein X is as defined above and in the claims, and R3 is C6-C 16 aliphatic groups;

[0241] or a second compound of Formula I, wherein R1 is H, R2 is SO3X, wherein X is as defined above and in the claims, and R3 is an aliphatic C6-C 16 Group;

[0242] or a mixture of a first compound and a second compound of formula I, the method is carried out according to alternative b., which comprises the following steps:

[0243] a. a decarboxylative cross-ketonization between Ar-COOH (II) and R3-CH2-COOH (III) (wherein Ar and R3 are as previously defined) in the presence of a metal-based catalyst, thereby obtaining an arylaliphatic ketone of formula IV: Ar-C(=O)-CH2-R3 (IV), wherein Ar and R3 are as defined above,

[0244] b. Sulfonating the aryl aliphatic ketone of formula IV which can be obtained in step a. with a sulfonating agent, followed by neutralization with XOH or X(OH)2, thereby obtaining an aryl aliphatic ketone sulfonate of formula VI: Ar-C(=O)-CH(SO3X)-R3(VI), wherein Ar, X and R3 are as defined above,

[0245] c. hydrogenating the arylaliphatic ketone sulfonate of formula VI obtainable in step b. in the presence of H2 and a catalyst.

[0246] Step a.-Decarboxylation cross-ketolysis

[0247] According to step a. of the process, the decarboxylative cross-ketonization reaction between an aromatic carboxylic acid Ar-COOH (II) and an aliphatic carboxylic acid R3-CH2-COOH (III) acid, which is used to provide an aromatic aliphatic ketone of formula IV: Ar-C(=O)-CH2-R3 (IV) (wherein Ar and R3 are as defined above and in the claims), forms part of two alternative embodiments a. and b. of the process.

[0248] The starting materials Ar-COOH (II) and R3-CH2-COOH (III) used in the process of the present invention are commercially available or can be synthesized by a person skilled in the art in view of his / her common general knowledge.

[0249] Decarboxylation cross ketone is preferably carried out in the form of catalytic decarboxylation cross ketone. Such procedures are known from WO 2018 / 229285A1 (see, for example, page 4, lines 9-34 of WO 2018 / 229285 A1). As described in detail in WO 2018 / 229285A1, catalytic decarboxylation cross ketone of aromatic carboxylic acid and aliphatic carboxylic acid can be similarly applied in the context of this article to provide arylaliphatic ketone of formula IV: Ar-C(=O)-CH2-R3(IV).

[0250] If necessary, the person skilled in the art will also be able to modify the decarboxylative cross-ketolation procedure applied in the art for the purpose of this method in view of his / her general knowledge.

[0251] Alternative a.: Steps b. and c. - Hydrogenation - Sulfation - Neutralization

[0252] In the following, the hydrogenation-sulfation sequence of steps b. and c. according to alternative a. of the process will be further described.

[0253] Step b. of alternative a.: In the process according to alternative a., an aromatic aliphatic ketone of formula IV: Ar-C(=O)-CH2-R3 (IV) is hydrogenated in the presence of H2 and a catalyst to obtain a secondary alcohol of formula V: Ar-CH(OH)-CH2-R3 (V), wherein Ar and R3 are as defined above and in the claims.

[0254] The catalytic hydrogenation of arylaliphatic ketones to give the corresponding arylaliphatic alcohols is a standard reaction known to the person skilled in the art.

[0255] In this process, the hydrogenation step is carried out in the presence of a metal-based catalyst, preferably a transition metal-based catalyst, which is typically palladium on carbon (Pd / C).

[0256] In the process, the hydrogenation step may be carried out in a reactor / autoclave with a hydrogen (H2) pressure of up to 100 bar (such as 80 bar, 60 bar, 40 bar or 20 bar) and a temperature of up to 150°C, preferably up to 100°C, such as, for example, 90°C.

[0257] The catalytic hydrogenation can be carried out in solution using an additional solvent. In this case, the skilled person can select a suitable solvent from a range of standard solvents widely used in organic synthesis according to his / her common knowledge. As examples of typical solvents for the catalytic hydrogenation reaction, mention may be made of, for example, methanol, ethanol, isopropanol, tert-butanol, THF, Me-THF, saturated hydrocarbons or mixtures thereof.

[0258] The reaction can also be carried out without using a solvent. In this case, the catalytic hydrogenation is usually carried out at a temperature at which the substrate is present in molten form.

[0259] The person skilled in the art is able to control the progress of the reaction using standard techniques such as NMR given his / her general knowledge.

[0260] The person skilled in the art, given his / her common general knowledge, is able to purify the product mixture resulting from the hydrogenation step using conventional purification and separation techniques such as distillation, precipitation / crystallization (if applicable) and chromatography (including, for example, flash chromatography and HPLC).

[0261] Catalytic hydrogenation procedures for aromatic aliphatic ketones are described, for example, in US2020 / 0339748A1 (see paragraphs

[0265] -

[0270] of US2020 / 0339748A1), which can be similarly applied to the methods herein. In this preferred embodiment, the reaction is carried out in the absence of any solvent, and a substoichiometric amount of a base (e.g., NaOH) is used as an additive to enhance the hydrogenation selectivity toward the desired benzyl alcohol derivative.

[0262] If necessary, the person skilled in the art will also be able to modify the arylaliphatic ketone hydrogenation procedures known in the art for the purposes of the present invention in view of his / her general knowledge.

[0263] Step c. of alternative a.: The secondary alcohol of formula V: Ar-CH(OH)-CH2-R3(V) (wherein Ar and R3 are as defined above and in the claims) obtainable from step b. is then subjected to a sulfation step with a sulfating agent, which is followed by neutralization with a base XOH or X(OH2), thereby obtaining a compound of formula I, wherein R1 is OSO3X, wherein X is as defined above and in the claims, R2 is H, and R3 is C2--C 26 Aliphatic group.

[0264] The sulfation of secondary alcohols is a standard reaction which forms part of the common general knowledge of the person skilled in the art.

[0265] In the case of this method, the sulfation of the secondary alcohol of formula V: Ar-CH(OH)-CH2-R3(V) can be carried out using known sulfating agents. The sulfating agents that can be used in the present invention are, for example, selected from SO3, chlorosulfonic acid (ClSO3H), oleum and aminosulfonic acid (H3NSO3). Preferably, SO3 or chlorosulfonic acid (ClSO3H) is used as the sulfating agent in the method of the present invention.

[0266] Sulfation can be carried out in solution. Those skilled in the art can select suitable solvent from the range of standard solvents widely used in organic synthesis in view of his / her common knowledge, which includes but is not limited to, for example CH2Cl2, CHCl3, CCl4, pyridine, ethyl acetate, dioxane, diglyme, THF, 2-methyl-THF, hydrocarbons or their mixtures.

[0267] Alternatively, the sulfation can be carried out without any solvent when the alcohol is in its molten state.

[0268] The sulfation step can be carried out at a temperature in the range of -20°C to 120°C, preferably 0°C to 80°C. Due to the exothermic nature of the reaction, the sulfating agent is usually added to the substrate at a relatively low temperature, for example in the range of -20°C to 10°C. The temperature is then usually increased in order to accelerate the reaction and increase the conversion rate. In the case where SO3 is used as the sulfating agent, the sulfation can be carried out using, for example, a so-called falling film reactor, with gaseous SO3 diluted in dry air or dry nitrogen (for example 1% to 5% v / v).

[0269] The person skilled in the art is able, given his / her general knowledge, to monitor the progress of the sulfation reaction using standard techniques such as NMR.

[0270] An aging step may optionally be included after the sulfation step in order to achieve complete conversion to the sulfonic acid.Such an aging step may be carried out, for example, at a temperature between 15°C and 200°C.

[0271] The sulfation step is followed by a neutralization step in order to complete the salt formation of the desired product, ie the compound of formula (I).

[0272] Neutralization can be carried out using a basic compound of the general formula XOH or X(OH)2, wherein X is an alkali metal, alkaline earth metal or ammonium group as defined above. X can be, for example, Li, Na, K, Cs, N-vanadium, triethanolammonium, Mg or Ca.

[0273] Neutralization using a basic compound of the general formula XOH or X(OH)2 is typically carried out in an aqueous solution (or in a solvent mixture to which an aqueous solution of a basic compound of the general formula XOH or X(OH)2 is added). Neutralization is typically carried out at a temperature in the range of 0°C to 100°C, preferably at a temperature in the range of 0°C to room temperature. For the purposes of the present method, "room temperature" is defined herein as being in the range of 20°C to 30°C.

[0274] The person skilled in the art, given his / her common general knowledge, is able to purify the product mixture resulting from the sulfation and subsequent neutralization steps using customary purification and separation techniques, such as distillation, precipitation / crystallization (if applicable) and chromatography (including, for example, flash chromatography and HPLC).

[0275] The person skilled in the art is also able to modify, if necessary, the sulfation procedures applied in the art for the purposes of this method, given his / her general knowledge.

[0276] Alternative b.: Step b. and step c. - Sulfonation - Hydrogenation - Neutralization

[0277] In the following, the sulfonation-hydrogenation sequence of step b. and step c. according to alternative b. of the process will be further described.

[0278] Step b. of alternative b.: In the process according to alternative b., the aromatic aliphatic ketone of formula IV obtained from the decarboxylation cross-ketonization step: Ar-C(=O)-CH2-R3(IV) is sulfonated with a sulfonating agent and subsequently neutralized with a base XOH or X(OH)2 to obtain an aromatic aliphatic ketone sulfonate of formula VI: Ar-C(=O)-CH(SO3X)-R3(VI), wherein Ar, X and R3 are as defined above and in the claims.

[0279] The sulfonation of arylaliphatic ketones using sulfonating agents is known to those skilled in the art and is described, for example, in WO 2018 / 229285A1 (see page 43, lines 5-22). Step b. of alternative b. of the process can be carried out according to the known procedure, as described in WO 2018 / 229285A1.

[0280] According to known procedures from WO 2018 / 229285A1, the sulfonation step in the method can be carried out using, for example, gaseous SO3 as a sulfonating agent, which is preferably diluted in dry air or dry nitrogen (e.g., 1 volume / volume % to 5 volume / volume %). In this case, the sulfonation using diluted SO3 can be carried out using a so-called falling film reactor. Other sulfonating agents that can be used herein include chlorosulfonic acid (ClSO3H), oleum and sulfamic acid (H3NSO3). Preferably, SO3 or chlorosulfonic acid (ClSO3H) is used as a sulfonating agent.

[0281] The reaction is generally carried out at a temperature in the range of -20°C to 200°C, preferably in the range of 0°C to 120°C. Due to the exothermic nature of the reaction, the sulfonating agent is generally added to the substrate at a relatively low temperature, for example in the range of -20°C to 10°C. After the addition is complete, the temperature is generally increased in order to accelerate the reaction and increase the conversion rate.

[0282] Sulfonation can be carried out in solution or in neat solution. A person skilled in the art can select a suitable solvent from the range of standard solvents widely used in organic synthesis in view of his / her common knowledge, including but not limited to, for example CH2Cl2, CHCl3, CCl4, pyridine, ethyl acetate, dioxane, diglyme, THF, 2-methyl-THF, hydrocarbons or mixtures thereof.

[0283] The person skilled in the art is able, given his / her general knowledge, to monitor the progress of the sulfonation reaction using standard techniques such as NMR.

[0284] An aging step may optionally be included after the sulfonation step in order to achieve complete conversion to the sulfonic acid. Such an aging step may be carried out, for example, at a temperature between 15°C and 200°C.

[0285] The sulfonation step is followed by a neutralization step in order to complete the salt formation of the desired product, ie, the arylaliphatic ketone sulfonate of formula VI: Ar-C(=O)-CH(SO3X)-R3(VI).

[0286] Neutralization can be carried out as already described above in connection with step c. of alternative a. of the process according to the invention.

[0287] The person skilled in the art, given his / her general knowledge, is able to purify the product mixture resulting from the sulfonation and subsequent neutralization steps using customary purification and separation techniques such as distillation, precipitation / crystallization (if applicable) and chromatography (including e.g. flash chromatography and HPLC).

[0288] The person skilled in the art will also be able to modify, if necessary, the sulfonation procedures applied in the art for the purposes of the present invention in view of his / her general knowledge.

[0289] Step c. of alternative b.: The arylaliphatic ketone sulfonate of formula VI: Ar-C(=O)-CH(SO3X)-R3(VI) (wherein Ar, X and R3 are as defined above and in the claims) can then be subjected to a hydrogenation step in the presence of H2 and a catalyst to obtain a first compound of formula I, wherein R1 is OH, R2 is SO3X, wherein X is as defined above, R3 is C6-C 16 an aliphatic group; or a second compound of formula I, wherein R1 is H, R2 is SO3X, wherein X is as defined above and in the claims, and R3 is a C6-C16 aliphatic group; or a mixture of the first compound of formula I and the second compound.

[0290] The catalytic hydrogenation of arylaliphatic ketones to give the corresponding arylaliphatic alcohols is a standard reaction known to the person skilled in the art.

[0291] In the case of step c. of alternative b., the catalytic hydrogenation can be carried out analogously as described above for step b. of alternative a. of the process.

[0292] A person skilled in the art, given his / her common general knowledge, is also able to adjust the hydrogenation conditions to favor obtaining the first compound of formula I and reduce the amount of the second compound of formula I formed, or alternatively to favor the second compound of formula I and reduce the amount of the first compound of formula I. A person skilled in the art, given his / her common general knowledge, is able to control the progress of the reaction using standard techniques such as NMR.

[0293] Furthermore, the skilled person in view of his / her common general knowledge is able to purify the product mixture resulting from the hydrogenation step using common purification and separation techniques such as distillation, precipitation / crystallization (if applicable) and chromatography (including e.g. flash chromatography and HPLC).

[0294] combination

[0295] 1. A fabric and home care product comprising a surfactant of formula I:

[0296]

[0297] wherein Ar represents an aryl group;

[0298] R1 is H or a group of the formula OR, wherein R is H or SO3X, wherein X is an alkali metal, an alkaline earth metal or ammonium of the general formula R′R″R″′R″″N, wherein R′, R″, R″′ and R″″ are independently selected from hydrogen or a hydrocarbyl group, which hydrocarbyl group may be optionally substituted and / or interrupted by one or more heteroatom-containing groups;

[0299] R2 is H or SO3X, wherein X is an alkali metal, an alkaline earth metal or ammonium of the general formula R′R″R″′R″″N, wherein R′, R″, R″′ and R″″ are independently selected from hydrogen or a hydrocarbyl group, which hydrocarbyl group may be optionally substituted and / or interrupted by one or more heteroatom-containing groups;

[0300] The condition is

[0301] R1 and R2 are different groups

[0302] When R2 is SO3X, R1 is H or OR, where R is H

[0303] When R2 is H, R1 is OR, where R is SO3X

[0304] R3 is C6-C 16 Aliphatic group.

[0305] 2. The fabric and home care product according to paragraph 1, wherein Ar is a phenyl group.

[0306] 3. The fabric and home care product according to any of paragraphs 1 or 2, wherein X is sodium.

[0307] 4. The fabric and home care product according to any one of paragraphs 1 to 3, wherein

[0308] R1 is OSO3X and

[0309] R2 is H.

[0310] 5. The fabric and home care product according to any one of paragraphs 1 to 3, wherein

[0311] R1 is OH,

[0312] R2 is SO3X.

[0313] 6. The fabric and home care product according to any one of paragraphs 1 to 3, wherein

[0314] R1 is H and

[0315] R2 is SO3X.

[0316] 7. The fabric and home care product according to any one of paragraphs 1 to 6, wherein

[0317] R3 is C 10 -C 16 Aliphatic group.

[0318] 8. The fabric and home care product according to any one of paragraphs 1 to 6, wherein

[0319] R3 is C 14 -C 16 Aliphatic group.

[0320] 9. The fabric and home care product of any of paragraphs 1 to 8, wherein the product is a hard surface cleaner, a laundry detergent, an air freshener, a dishwashing detergent, a fabric conditioner, a hard surface cleaner, a laundry additive, a rinse additive, or a combination thereof.

[0321] 10. The fabric and home care product of any of paragraphs 1 to 9, wherein the product comprises from about 5% to about 65%, by weight of the product, of the surfactant.

[0322] The dimensions and values ​​disclosed herein should not be understood as being strictly limited to the exact numerical values ​​cited. Instead, unless otherwise indicated, each such dimension is intended to represent the stated value and a functionally equivalent range around that value. For example, a dimension disclosed as "40 mm" is intended to mean "about 40 mm".

[0323] Unless expressly excluded or otherwise limited, each document cited herein, including any cross-referenced or related patent or patent application and any patent application or patent to which this application claims priority or the benefit of, is hereby incorporated by reference in its entirety. The citation of any document is not an admission that it is prior art to any of the present invention disclosed or claimed herein, or an admission that it, by itself or in combination with any one or more of the references, proposes, suggests, or discloses any such invention. In addition, to the extent that any meaning or definition of a term in this invention conflicts with any meaning or definition of the same term in a document incorporated by reference, the meaning or definition assigned to that term in this invention shall govern.

[0324] Although specific embodiments of the present invention have been illustrated and described, it will be apparent to those skilled in the art that various other changes and modifications may be made without departing from the spirit and scope of the present invention. Therefore, it is intended that all such changes and modifications within the scope of the present invention be covered in the appended claims.

Claims

1. A fabric and home care product comprising a surfactant of formula I: wherein Ar represents an aryl group; R1 is H or a group of the formula OR, wherein R is H or SO3X, wherein X is an alkali metal, an alkaline earth metal or ammonium of the general formula R′R″R″′R″″N, wherein R′, R″, R″′ and R″″ are independently selected from hydrogen or a hydrocarbyl group, which hydrocarbyl group may be optionally substituted and / or interrupted by one or more heteroatom-containing groups; R2 is H or SO3X, wherein X is an alkali metal, an alkaline earth metal or ammonium of the general formula R′R″R″″R″″N, wherein R′, R″, R″′ and R″″ are independently selected from hydrogen or a hydrocarbyl group, which hydrocarbyl group may be optionally substituted and / or interrupted by one or more heteroatom-containing groups; The condition is R1 and R2 are different groups When R2 is SO3X, R1 is H or OR, where R is H When R2 is H, R1 is OR, where R is SO3X R3 is C6-C 16 Aliphatic group.

2. The fabric and home care product according to claim 1, wherein Ar is a phenyl group.

3. A fabric and home care product according to any preceding claim wherein X is sodium.

4. A fabric and home care product according to any preceding claim, wherein R1 is OSO3X and R2 is H.

5. The fabric and home care product according to any one of claims 1 to 3, wherein R1 is OH R2 is SO3X.

6. The fabric and home care product according to any one of claims 1 to 3, wherein R1 is H and R2 is SO3X.

7. A fabric and home care product according to any preceding claim, wherein R3 is C 10 -C 16 Aliphatic group.

8. The fabric and home care product according to any one of claims 1 to 6, wherein R3 is C 14 -C 16 Aliphatic group.

9. The fabric and home care product according to any preceding claim, wherein the product is a hard surface cleaner, a laundry detergent, an air freshener, a dishwashing detergent, a fabric conditioner, a hard surface cleaner, a laundry additive, a rinse additive, or combinations thereof.

10. A fabric and home care product according to any preceding claim wherein the product comprises from 5% to 65% by weight of the product of the surfactant.

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