WO2024115118A1 - Substrate treatment compositions - Google Patents
Substrate treatment compositions Download PDFInfo
- Publication number
- WO2024115118A1 WO2024115118A1 PCT/EP2023/081958 EP2023081958W WO2024115118A1 WO 2024115118 A1 WO2024115118 A1 WO 2024115118A1 EP 2023081958 W EP2023081958 W EP 2023081958W WO 2024115118 A1 WO2024115118 A1 WO 2024115118A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- alkyl
- composition
- fabric
- compositions
- cpl
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 174
- 239000000758 substrate Substances 0.000 title claims abstract description 24
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 33
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 19
- 239000004744 fabric Substances 0.000 claims description 52
- 239000004094 surface-active agent Substances 0.000 claims description 34
- 229920000642 polymer Polymers 0.000 claims description 25
- 238000012546 transfer Methods 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 21
- 238000005406 washing Methods 0.000 claims description 13
- 239000002736 nonionic surfactant Substances 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- 125000000129 anionic group Chemical group 0.000 claims description 5
- -1 poly(vinylpyridine-N-oxide) Polymers 0.000 description 71
- 239000000975 dye Substances 0.000 description 37
- 239000007788 liquid Substances 0.000 description 36
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 30
- 239000003795 chemical substances by application Substances 0.000 description 22
- 150000004702 methyl esters Chemical class 0.000 description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 20
- 150000001720 carbohydrates Chemical class 0.000 description 19
- 239000003599 detergent Substances 0.000 description 19
- 239000007787 solid Substances 0.000 description 19
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 17
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- 239000003945 anionic surfactant Substances 0.000 description 15
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 14
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- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 3
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- 229920002994 synthetic fiber Polymers 0.000 description 1
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- 238000005494 tarnishing Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- RJSZFSOFYVMDIC-UHFFFAOYSA-N tert-butyl n,n-dimethylcarbamate Chemical compound CN(C)C(=O)OC(C)(C)C RJSZFSOFYVMDIC-UHFFFAOYSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229940087291 tridecyl alcohol Drugs 0.000 description 1
- 239000000984 vat dye Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0021—Dye-stain or dye-transfer inhibiting compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/90—Betaines
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
Definitions
- the present disclosure relates to substrate treatment compositions, such as hard and 5 fabric care compositions for dye transfer inhibition.
- substrate treatment compositions such as hard and 5 fabric care compositions for dye transfer inhibition.
- dye transfer can cause challenges. For example, dye from one portion of a fabric may become released in a wash liquor and may 10 then deposit on a different portion of the fabric, or on a different fabric altogether. Transfer of such dyes (known as "fugitive dyes") can cause greying of fabrics, especially of those of a light or white colour.
- Cotton, polyester, poly /cotton, and nylon fabrics are particularly good acceptor fabrics for 15 fugitive dye, and over multiple wash cycles, fugitive dye re-deposition results in bright and lightly coloured clothes appearing dull or faded over time.
- This problem is particularly difficult to solve in the consumer home since typical wash loads contain mixed fabric types and colours that will have multiple sources of fugitive dyes that can be soluble in the wash liquor (eg. direct dyes, hydrolyzed or oxidised reactive dyes, poorly fixed dye 20 from the manufacturing process), or insoluble in the wash liquor (eg. particulate or vat dyes).
- direct dyes, hydrolyzed or oxidised reactive dyes, poorly fixed dye 20 from the manufacturing process or insoluble in the wash liquor (eg. particulate or vat dyes).
- DTI dye transfer inhibitor
- PVP polyvinyl pyrrolidone
- PVNO poly(vinylpyridine-N-oxide)
- PV VI polyvinylpyrrolidone-co-polyvinylimidazole
- PVNO poly(vinylpyrrolidone)co- poly(vinylpyridine-N-oxide)
- PVNO poly(vinylpyrrolidone)co- poly(vinylpyridine-N-oxide)
- DTI polymers are quite effective at inhibiting the transfer of direct dyes, which are dyes that are used to dye cellulosic fibers that are known to have poor wash fastness resulting in dye bleeding during the wash process.
- direct dyes are dyes that are used to dye cellulosic fibers that are known to have poor wash fastness resulting in dye bleeding during the wash process.
- optical brighteners are other laundry adjuncts, such as optical brighteners.
- direct dyes have become less prevalent in typical laundry loads
- traditional DTI polymers are only effective on a small portion of the garments in the wash load, and consumers continue to have a 5 problem with dye transfer even with detergents that contain traditional DTI polymers. This challenge may be made even more acute by the laundry practices of the modem consumer, including larger loads that tend to have mixed fabric types and colours (e.g., under-sorted loads).
- the present disclosure attempts to solve one or more of the aforementioned needed by providing fabric treatment compositions that include particular compounds useful for dye transfer inhibition (also known as dye control), and related processes.
- the present disclosure further describes a detergent composition that includes betaine-functionalised compounds at a level of 0.1 percent to10.
- a substrate treatment composition comprising a betaine-functionalised alkyl polyglucoside (APG) comprising the structure (I): P0000183 EP CPL wherein; R is alkyl having 8 to 22 carbon atoms; R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of: 5 and H and wherein 3 or more of the R groups R 1 , R 2 , R 3 , and R 4 is: and the structure (II): 10 wherein; R is alkyl having 8 to 22 carbon atoms; P0000183 EP CPL R 5 , R 6 , R 7 , R 8 ; R 9 , R 10 and R 11 are independently selected from the group consisting of 5 and H, wherein 3 or more of the R groups R 5 , R 6 , R 7 , R 8 ; R 9 , R 10 and R 11 are .
- APG betaine-functionalised alkyl polyglucoside
- a method of protecting a coloured or dyed substrate from dye transfer during exposure to aqueous fabric treatment solutions comprising the step of treating said a dyed or coloured substrate with a composition of the first aspect.
- a substrate treatment composition of the first aspect to reduce dye transfer from a coloured or dyed substrate during a washing process.
- a method of making a substrate treatment 20 composition of the first aspect comprising the step of incorporating a into a surface treatment composition a betaine-functionalised APG comprising the structure (I): P0000183 EP CPL wherein; R is alkyl having 8 to 22 carbon atoms; R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of: 5 and H and wherein 3 or more of the R groups R 1 , R 2 , R 3 , and R 4 is: and the structure (II): 10 wherein; R is alkyl having 8 to 22 carbon atoms; P0000183 EP CPL R 5 , R 6 , R 7 , R 8 ; R 9 , R 10 and R 11 are independently selected from the group consisting of 5 and H, wherein 3 or more of the R groups R 5 , R 6 , R 7 , R 8 ; R 9 , R 10 and R 11 are 10
- a betaine-functionalised APG comprising the structure (I): P0000183 EP
- Additional DTI Polymers 20 Additional DTI compounds or polymers such as polyvinyl pyrrolidone (PVP), poly(vinylpyridine-N-oxide) (PVNO), polyvinylpyrrolidone-co-polyvinylimidazole (P VP/P VI), and poly(vinylpyrrolidone)co- poly(vinylpyridine-N-oxide) (PVP/PVNO) polymers, which have typically included relatively high levels of vinyl pyrrolidone (“VP”) or any 25 combination thereof, may be present in the composition.
- PVP polyvinyl pyrrolidone
- PVNO poly(vinylpyridine-N-oxide)
- PVNO polyvinylpyrrolidone-co-polyvinylimidazole
- PV/P VI poly(vinylpyrrolidone)co- poly(vinylpyridine-N-oxide)
- VP/PVNO poly(vinylpyrrolidone)co-
- any P0000183 EP CPL additional DTI compounds or polymers is/are present in the composition with less than 5%wt, more preferably less than 2%wt. even more preferably less than1%wt and most preferably they are present at 0 %wt. 5 DETAILED DESCRIPTION OF THE INVENTION
- Alkyl refers to a straight or branched chain monovalent hydrocarbon radical having a specified number of carbon atoms. Alkyl groups may be unsubstituted or substituted with substituents that do not interfere with the specified function of the composition and may be substituted once or twice with the same or different group. Substituents may include 20 alkoxy, hydroxy, mercapto, amino, alkyl substituted amino, nitro, carboxy, carbonyl, carbonyloxy, cyano, methylsulfonylamino, or halogen, for example.
- alkyl examples include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, s-butyl, t-butyl, n- pentyl, n-hexyl, 3-methylpentyl, and the like.
- “detergent composition” in the context of this invention means cleaning compositions, 25 generally containing detersive surfactants, optionally other treatment ingredients, intended for and capable of treating substrates as defined herein.
- the phrases “detergent composition” and “cleaning composition” are used interchangeably and include compositions and formulations designed for cleaning soiled material.
- compositions include but are not limited to, laundry cleaning compositions and detergents, fabric 30 softening compositions, fabric enhancing compositions, fabric freshening compositions, laundry prewash, laundry pretreat, laundry additives, spray products, dry cleaning agent or composition, laundry rinse additive, wash additive, post-rinse fabric treatment, ironing aid, hard surface cleaning compositions, unit dose formulation, delayed delivery P0000183 EP CPL formulation, detergent contained on or in a porous substrate or nonwoven sheet, and other suitable forms that may be apparent to one skilled in the art in view of the teachings herein.
- Such compositions may be used as a pre-laundering treatment, a post-laundering treatment, or may be added during the rinse or wash cycle of the laundering operation.
- “detersive surfactant” in the context of this invention denotes a surfactant which provides a detersive (i.e. cleaning) effect to a substrate such as fabric treated as part of a domestic treatment e.g. laundering process or dishwashing process or hard surface washing process.
- “liquid” denotes that a continuous phase or predominant part of the composition is liquid 10 and that the composition is flowable at 15°C and above. Accordingly, the term “liquid” may encompass emulsions, suspensions, and compositions having flowable yet stiffer consistency, known as gels or pastes.
- Polymer refers to a macromolecule comprising repeat units where the macromolecule has a molecular weight of at least 1000 Daltons.
- the polymer may be a homopolymer, 15 copolymer, terpoymer etc.
- substantially free of or “substantially free from” refers to either the complete absence of an ingredient or a minimal amount thereof merely as impurity or unintended byproduct of another ingredient.
- a composition that is "substantially free” of/from a component means that the composition comprises less than 0.5%, 0.25%, 0.1%, 0.05%, 20 or 0.01%, or even 0%, by weight of the composition, of the component.
- “Substrate” preferably is any suitable substrate and includes but is not limited to any inanimate substrate such as a fabric or a household article e.g. dishes. Fabric substrates includes clothing, linens and other household textiles etc.
- the term “linen” is used to describe certain types of laundry items including bed 25 sheets, pillow cases, towels, tablecloths, table napkins and uniforms and the term “textiles” can include woven fabrics, non-woven fabrics, and knitted fabrics and fabrics can include natural or synthetic fibres such as silk fibres, linen fibres, cotton fibres, polyester fibres, polyamide fibres such as nylon, rayon, acrylic fibres, acetate fibres, and blends thereof including cotton and polyester blends, and fabrics which are elastic and/or 30 contain elastane.
- Dishes is meant generically and encompasses essentially any items which may be found in a dishwashing load, including crockery chinaware, glassware, plasticware, hollowware and cutlery, including silverware.”
- House hold articles may comprise a “household hard surface” meaning any kind of surface typically found in P0000183 EP CPL and around houses like kitchens, bathrooms, e.g., floors, walls, tiles, windows, cupboards, sinks, showers, shower plastified curtains, wash basins, WCs, fixtures and fittings and the like made of different materials like ceramic, vinyl, no-wax vinyl, linoleum, melamine, glass, Inox®, Formica®, vitroceramic, any plastics, plastified wood, metal or 5 any painted or varnished or sealed surface and the like; as well as household appliances including, but not limited to refrigerators, freezers, washing machines, automatic dryers, ovens, microwave ovens, dishwashers and so on.
- Substrate treatment composition means any type of treatment composition and may include, but are not limited to, liquid cleaning and disinfecting agents laundry cleaning compositions, fabric softening compositions, fabric enhancing compositions, fabric freshening compositions, laundry pre-treatment or pre-washing compositions, laundry pretreating compositions, laundry additives (e.g., rinse additives, wash additives, etc.), 15 post-rinse fabric treatment compositions, dryer compositions, dry cleaning compositions, ironing aid, dish washing compositions, as well as cleaning auxiliaries such as bleach additives rinse aid formulations, hard surface cleaning compositions including hard surface cleaners for kitchens and bathrooms and other suitable compositions that may be apparent to one skilled in the art in view of the teachings herein.
- composition in the context of treating substrates means reduction of dye transfer during the wash also known as dye transfer inhibiton.
- the composition may provide further25 treatment including cleaning, washing, conditioning, lubricating, care, softening, easy- ironing, anti-wrinkle, fragrancing, de-pilling, soaking, pretreatment of substrates, bleaching, soil removal, stain removal and any combination thereof.
- Unit dose means an amount of composition suitable to treat one load of laundry, such as, for example, from about 0.05 g to about 100 g, or from 10 g to about 60 g, or from 30 about 20 g to about 40 g.
- a unit dose product may be in the form of a polymeric film package containing the composition, the package may be referred to as a capsule or pouch. Suitable films are available from MonoSol, LLC (Indiana, USA).
- P0000183 EP CPL “Water-soluble” means the article (film or package) dissolves in water at 20° C.
- Every maximum numerical limitation given throughout this specification includes every lower numerical limitation, as if such lower numerical limitations were expressly written herein. Every minimum numerical limitation given throughout this specification will include every higher numerical limitation, as if such 20 higher numerical limitations were expressly written herein. Every numerical range given throughout this specification will include every narrower numerical range that falls within such broader numerical range, as if such narrower numerical ranges were all expressly written herein. It should be understood that every maximum numerical limitation given throughout this 25 specification includes every lower numerical limitation, as if such lower numerical limitations were expressly written herein. Every minimum numerical limitation given throughout this specification will include every higher numerical limitation, as if such higher numerical limitations were expressly written herein.
- compositions of the present disclosure may be fabric care compositions. Such compositions may be used as a pre-laundering treatment, a post-laundering treatment, or may be added during the rinse or wash cycle of the laundering operation.
- the composition may be selected from the group of light duty liquid detergents 10 compositions, heavy duty liquid detergent compositions, detergent gels commonly used for laundry, bleaching compositions, laundry additives, fabric enhancer compositions, and mixtures thereof.
- the composition may be a heavy duty liquid detergent composition.
- the composition may be in any suitable form.
- the composition may be in the form of a liquid composition, a granular composition, a single-compartment pouch, a multi- 15 compartment pouch, a sheet, a pastille or bead, a fibrous article, a tablet, a bar, flake, or a mixture thereof.
- the composition can be selected from a liquid, solid, or combination thereof.
- liquid includes free-flowing liquids, as well as pastes, gels, foams and 20 mousses.
- liquids include light duty and heavy duty liquid detergent compositions, fabric enhancers, detergent gels commonly used for laundry, bleach and laundry additives.
- Gases, e.g., suspended bubbles, or solids, e.g. particles, may be included within the liquids.
- a "solid” as used herein includes, but is not limited to, powders, agglomerates, and mixtures thereof.
- solids include: 25 granules, micro-capsules, beads, noodles, and pearlised balls.
- the cleaning composition may be in the form of a unitized dose article, such as a tablet, a pouch, a sheet, or a fibrous article.
- a unitized dose article such as a tablet, a pouch, a sheet, or a fibrous article.
- Such pouches typically include a water-soluble film, such as a polyvinyl alcohol water-soluble film, that at least partially encapsulates a composition. 30 Suitable films are available from MonoSol, LLC (Indiana, USA).
- the composition can be encapsulated in a single or multi-compartment pouch.
- a multi-compartment pouch may have at least two, at least three, or at least four compartments.
- a multi-compartmented P0000183 EP CPL pouch may include compartments that are side-by-side and/or superposed.
- composition contained in the pouch or compartments thereof may be liquid, solid (such as powders), or combinations thereof.
- a fabric care composition that includes such betaine-functionalised compounds may provide improved dye control 15 during fabric treatment processes, such as wash or rinse cycles.
- Method of making the betaine functionalised APGs may be provided.
- the APG is first amino-functionalised by reacting chloroethanolamine Cl-CH 2 -CH(OH)CH 2 -N-(CH 2 CH 2 OH) 2 P0000183 EP CPL with APG according to the reaction below:
- the amino-APG is then reacted with sodium chloro acetate as follows 5
- Betaine functionality is increased by either of : a) In the first amination step, increasing the amount of chloroethanolamine which is reacted onto the alkyl polyglucoside and b) In the second step, increasing the amount of the choloracetic acid so increasing 10 betaine functionality on the resultant polymer
- Alkyl Glycosides are raw materials used to make the surface-active polyglycoside derivatives of the present invention.
- Saccharides useful in the process of making alkyl glycosides are saccharides that can be alkylated in the "1" position, commonly referred to as “reducing saccharides", or higher saccharides that can be hydrolyzed to provide such a saccharide. These saccharides are typically comprised of aldo- or keto-hexoses or pentoses. P0000183 EP CPL Examples of saccharides include glucose (dextrose), fructose, mannose, galactose, talose, allose, altrose, idose, arabinose, xylose, lyxose, and ribose.
- hydrolyzable saccharides that are a source of reducing saccharides include starch, maltose, sucrose, lactose, maltotriose, xylobiose, mellibiose, cellobiose, raffinose, 5 stachiose, methyl glycosides, butyl glycosides, levoglucosan, and 1,6- anhydroglucofuranose.
- the physical form of the saccharide may vary.
- the saccharide will typically be in a fluid (as opposed to a solid) state, e.g. as a melt or an aqueous syrup, during at least a portion 10 of the period of reaction, if not for a predominant portion of the period of the reaction.
- Crystalline e.g. anhydrous or hydrates
- amorphous saccharide solids in various particle sizes e.g. granules, powders, etc.
- the heating of the reaction medium may well fluidize at least a portion of a solid reactant, if not a predominant portion of the saccharide reactant.
- Aqueous syrups of saccharides typically at saccharide solids 15 of between about 10 percent and 90 percent dry solids by weight can also be used.
- hydrophobic catalysts of this invention should show the most improved results over conventional catalysts in the context of the use of aqueous syrup reactants as compared with processes which employ solid saccharide reactants, particularly with respect to avoiding the formation of deleterious amounts of 20 polysaccharides and very high DP alkyl glycosides during the glycoside formation reaction.
- the preferred saccharides are glucose, galactose, xylose and arabinose, or mixtures thereof, for reasons of availability, low cost, and convenience.
- Glucose in the anhydrous 25 crystalline form is preferred, although dextrose monohydrate, corn syrups of high dry solids (typically 50 percent to 80 percent dry solids) and a high dextrose equivalence (D.E.) (typically greater than 90 D.E and most commonly 95 D.E.) can be commonly employed.
- D.E. dextrose equivalence
- the catalysts of this invention allow the use of a 30 lower purity dextrose source and yet yield a product of substantially equivalent quality as compared with prior catalysts. Because of the ready availability of glucose and its oligomers, much of the remaining description is particularly suited to the use of glucose in its various forms.
- P0000183 EP CPL Alcohols useful in the process of this invention are hydroxyl-functional organic compounds capable of alkylating a saccharide in the "I" position.
- the alcohol can be naturally occurring, synthetic, or derived from natural sources and/or derivatized.
- 5 Examples include monohydric alcohols (more fully discussed below) and polyhydric alcohols (e.g. ethylene glycol, propylene glycol, polyethylene glycols, polypropylene glycols, butylene glycol, glycerol, trimethylolpropane, pentaerythritol, polyester polyols, polyisocyanate polyols, and so on).
- Other examples include aromatic alcohols such as benzyl alcohol, phenol, substituted phenols (e.g.
- alkylphenols and alkoxylates of each.
- Preferred alcohols are monohydric alcohols containing from about 1 to about 30 carbon atoms. They may be primary or secondary alcohols, straight or branched chain, saturated or unsaturated (e.g. allyl alcohol, 2-ethylhexenyl alcohol and oleyl alcohol) alkyl or aralkyl alcohols, ether alcohols, cyclic alcohols, or heterocyclic alcohols. In general, these alcohols have minimal solvent power for the saccharide molecule.
- Examples of the 15 monohydric alcohols which may be employed in the present invention include methyl alcohol, isopropyl alcohol, butyl alcohol, octyl alcohol, nonyl alcohol, decyl alcohol, dodecyl alcohol, tridecyl alcohol, tetradecyl alcohol, pentadecyl alcohol, hexadecyl alcohol, pentacosyl alcohol, oleyl alcohol, linoleyl alcohol, isoborneol alcohol, hydroabietyl alcohol, phenoxyethanol, phenoxypolyethoxyethanol containing five ethoxy groups, 2- 20 methyl-7-ethyl-4-undecanol, and mixtures of one or more of the above.
- a preferred group of alcohols are alkanols having the formula ROH wherein R represents an alkyl group having from 8 to 30 carbon atoms.
- the alkyls can be straight or branched chain.
- Example 1 A one-liter, four-necked, round-bottomed flask was equipped through its centre neck with an overhead mechanical stirrer, through a second neck with a distillation head fitted with an addition funnel and a condenser/receiver/vacuum take-off assembly, through a third 30 neck fitted with a three hole rubber stopper with a capillary nitrogen bleed, a calibrated mercury thermometer and a vacuum tight temperature controller probe, and on the fourth neck with a septum for sampling.
- the remainder of the reaction mixture was evaporated to a clear melt at 200 degrees 15 centigrade and 1 mm pressure using a Leybold-Heraeus Distact.TM. wiped film evaporator operating at a feed rate of 700 ml/hr.
- the residue was analyzed using a combination of gas and liquid chromatographic techniques as well as NMR spectroscopy and was shown to contain less than 0.2 percent free alcohol and less than 2 percent polar species (HPLC) and an NMR mole ratio of 20 glucose rings to fatty chains of about 1.4.
- Example 2–8 The same one-liter, four-necked, round-bottomed flask was equipped through its center neck with an overhead mechanical stirrer, through a second neck with a distillation head 25 fitted with an addition funnel and a condenser/receiver/vacuum take-off assembly, through a third neck fitted with a three hole rubber stopper with a capillary nitrogen bleed, a calibrated mercury thermometer and a vacuum tight temperature controller probe, and on the fourth neck with a septum for sampling.
- the flask was charged with 3.105 moles of the specified alcohol and 136.6 g (0.69 moles) 30 of a commercially available dextrose monohydrate (Staleydex 333, available from A. E. Staley Mfg. Co.
- the hydroxyl value was run on the resultant 15 product and is indicated below. It will be clearly understood that the alkyl polyglycoside has on average five hydroxyl groups when the d.p. is 1.4.
- the phosphation can include all five, but in a more preferred embodiment includes between one and three hydroxyl groups. This ratio provides the 20 best degree of water solubility.
- the most preferred number of hydroxyl groups to amine is 2. P0000183 EP CPL Step A – making the amino-APG To a flask equipped with agitation, heat, thermometer and nitrogen sparge is added the specified amount of the specified alkyl polyglucoside and enough water to make the final product have a solids of 35 percent by weight. The alkyl polyglucoside is heated to melt.
- Example 9 add the specified number of grams of chloro reactant Example 9 is added under good agitation and nitrogen sparge. Next is added 0.5 percent sodium methylate. The percent is by weight and is based upon the total amount of all materials reacted. Nitrogen sparge is simply nitrogen bubbled through the liquid contents of the flask. This keeps the colour light, minimizing oxidation and colour formation. The reaction mass is heated to 10 90–100 degrees centigrade, and is held for 5–8 hours. Testing for the concentration of Chloride ion follows the reaction progress. Once the theoretical value is reached, the reaction is terminated and the product is used without additional purification.
- the amount of choloracetic acid used is more than 200g, more preferably more 15 than 300g, more preferably more than 400g, most preferably more than 700g.
- Step B Preparation of the Betaine Example 18–25 Method: to a flask equipped with agitation, heat, thermometer and nitrogen sparge is added the entire product of examples for the amino alkyl polyglucoside having a solids of 20 35 percent by weight (examples 10–17). The solution is heated to melt. Next, add the specified number of grams of sodium chloro acetate is added under good agitation and nitrogen sparge. Nitrogen sparge is simply nitrogen bubbled through the liquid contents of the flask. This keeps the colour light, minimizing oxidation and colour formation.
- a fabric care composition that includes such betaine-functionalised compounds may provide improved dye control during fabric treatment processes, such as wash or rinse cycles.
- compositions of the present disclosure may include a treatment adjunct.
- the treatment adjuncts may be suitable for delivering a treatment benefit to a target surface, such as a fabric or other textile.
- Treatment adjuncts may also include agents that facilitate chemical or physical stability in the treatment compositions, such as 20 buffers, structurants/thickeners, and/or carriers.
- the treatment adjunct(s) may be present in the composition at levels suitable for the intended use of the composition. Typical usage levels range from as low as 0.001 percent P0000183 EP CPL by weight of composition for adjuncts such as optical brighteners to 50 percent by weight of composition for builders.
- the treatment adjunct may include a surfactant system including further surfactants, fatty acids and/or salts thereof, enzymes, encapsulated benefit agents, soil release polymers, 5 hueing agents, builders, chelating agents, dye transfer inhibiting agents, dispersants, enzyme stabilizers, catalytic materials, bleaching agents, bleach catalysts, bleach activators, polymeric dispersing agents, soil removal/anti-redeposition agents, polymeric dispersing agents, polymeric grease cleaning agents, amphiphilic copolymers (including those that are free of vinyl pyrrolidone), brighteners, suds suppressors, dyes, hueing 10 agents, perfume, structure elasticizing agents, fabric softeners, carriers, fillers, hydrotropes, solvents, anti-microbial agents and/or preservatives, neutralizers and/or pH adjusting agents, processing aids, fillers, rheology modifiers or structurants, opacifiers, pearlescent agents, pigments, anti-corrosion and/or anti-tarnishing agents, and mixture
- the treatment adjunct may include a surfactant system, an optical brightener, a hueing agent, an alkoxylated polyalkyleneimine polymer, an amphiphilic polymer, a traditional DTI polymer, an external structuring system, or combinations thereof.
- the treatment adjunct may include an encapsulated benefit agent, which may be encapsulated perfume, preferably where the encapsulated perfume comprises a shell surrounding a core, 20 preferably where the shell is comprises amine compounds and/or acrylate polymers.
- Surfactant Compositions according to the present invention may comprise a further surfactant or surfactant system wherein the surfactant can be selected from nonionic surfactants, 25 anionic surfactants, cationic surfactants, ampholytic surfactants, further zwitterionic surfactants, semi- polar nonionic surfactants and mixtures thereof.
- Surfactant levels Compositions of the invention preferably comprises from 0.1 % to 70%, more preferably 2 30 to 60%wt, from 1% to 50% or from 5% to about 40% or from 4 to 30 wt. %.
- the composition comprises anionic surfactants such as sulfonate and sulfate surfactants, preferably alkylbenzene sulphonates, alkyl sulfates and alkyl ether sulfates.
- the alkyl chain is preferably C10-C18.
- Alkyl ether sulfates are also called alcohol ether 5 sulfates.
- Commonly used in e.g. laundry liquid compositions are C12-C14 alkyl ether sulfates having a straight or branched chain alkyl group having 12 to 14 carbon atoms (C12-14) and containing an average of 1 to 3EO units per molecule.
- a preferred example is 10 sodium lauryl ether sulfate (SLES) in which the predominantly C12 lauryl alkyl group has been ethoxylated with an average of 3EO units per molecule. Ethoxy units may be partially replaced by propoxy units in anionic and non-ionic surfactants.
- the anionic surfactant is preferably added to the detergent composition in the form of a salt. Preferred cations are alkali metal ions, such as sodium and potassium.
- the salt form of the anionic surfactant may be formed in situ by neutralization of the acid form of the surfactant with alkali such as sodium hydroxide or an amine, such as mono-, di-, or 20 tri-ethanolamine.
- Weight ratios are calculated for the protonated form of the surfactant.
- suitable anionic surfactants are rhamnolipids, alpha-olefin sulfonates, olefin sulfonates, alkene sulfonates, alkane-2,3-diylbis(sulfates), hydroxyalkanesulfonates and disulfonates, fatty alcohol sulfates (FAS), paraffin 25 sulfonates, ester sulfonates, sulfonated fatty acid glycerol esters, methyl ester sulfonate alkyl- or alkenylsuccinic acid, dodecenyl/tetradecenyl succinic acid (DTSA), fatty acid derivatives of amino acids, DATEM’s, CITREM’s and diesters and monoesters of sulfo- succinic acid.
- DTSA dodecenyl/te
- the composition comprises alkyl ether sulphate anionic surfactant.
- the alkyl ether sulphate comprises from 12 to 18 carbon atoms.
- C12 based alkyl ether sulphates are well documented.
- P0000183 EP CPL C12 based alkyl ether sulphates are well documented and may be present at any amount from 1 to 30% wt. of the composition.
- a further preferred ether sulfate is of the formula: R2-O-(CH2CH2O)pSO3H
- R2 is selected from saturated, monounsaturated and polyunsaturated linear C16 and C18 alkyl chains and where p is from 3 to 20, preferably 4 to 12, more preferably 5 to 10.
- the mono-unsaturation is preferably in the 9 position of the chain, where the carbons 10 are counted from the ethoxylate bound chain end.
- the double bond may be in a cis or trans configuration (oleyl or elaidyl), but is preferably cis.
- CX:Y( ⁇ Z) where X is the number of carbons in the chain, Y is the number of double bonds and ⁇ Z the position of the double bond on the 15 chain where the carbons are counted from the OH bound chain end.
- R2 is selected from saturated C16, saturated C18 and monounsaturated C18. More preferably, the saturated C16 is at least 90% wt. of the C16 content linear alkyl.
- the predominant C18 moiety is C18:1, more 20 preferably C18:1( ⁇ 9).
- the proportion of monounsaturated C18 constitutes at least 50% wt. of the total C16 and C18 alkyl ether sulphate surfactant. More preferably, the proportion of monounsaturated C18 constitutes at least 60% wt., most preferably at least 75 of the total C16 and C18 alkyl ether sulphate surfactant.
- the C16 alcohol ethoxylate surfactant comprises at least 2% wt. and more 25 preferably, from 4% of the total C16 and C18 alkyl ether sulphate surfactant.
- the saturated C18 alkyl ether sulphate surfactant comprises up to 20% wt. and more preferably, up to11% of the total C16 and C18 alkyl ether sulphate surfactant.
- the saturated C18 content is at least 2% wt. of the total C16 and C18 alkyl ether sulphate content.
- the weight fraction of sum of ‘C18 ether sulfate’ / ’C20 and C22 ether sulfate’ is greater than 10.
- the C16 and C18 ether sulfate contains less than 15 wt.%, more preferably less than 8 wt.%, most preferably less than 4wt% and most preferably less than 2% wt. of 15 the ether sulfate polyunsaturated ether sulfate.
- a polyunsaturated ether sulfate contains a hydrocarbon chains with two or more double bonds.
- Ether sulfate may be synthesised by the sulphonation of the corresponding alcohol ethoxylate.
- the alcohol ethoxylate may be produced by ethoxylation of an alkyl alcohol.
- the alkyl alcohol used to produced the alcohol ethoxylate may be produced by transesterification of the triglyceride to a methyl ester, followed by distillation and hydrogenation to the alcohol. The process is discussed in Journal of the American Oil Chemists' Society.61 (2): 343–348 by Kreutzer, U. R.
- Preferred alkyl alcohol for the reaction is oleyl alcohol with an iodine value of 60 to 80, preferably 70 to 75, such alcohol 25 are available from BASF, Cognis, Ecogreen.
- the degree of polyunsaturation in the surfactant may be controlled by hydrogenation of the triglyceride as described in: A Practical Guide to Vegetable Oil Processing (Gupta M.K. Academic Press 2017).
- ethoxylation reactions are described in Non-Ionic Surfactant Organic Chemistry (N. M. van Os ed), Surfactant Science Series Volume 72, CRC Press.
- the ethoxylation reactions are base catalysed using NaOH, KOH, or NaOCH3.
- these narrower distribution catalysts involve a Group II base such as Ba dodecanoate; Group II metal alkoxides; Group II hyrodrotalcite as described in WO2007/147866. Lanthanides may also be used.
- ether sulfate weight is calculated as the protonated form: R2-O-(CH2CH2O)pSO3H.
- R2-O-(CH2CH2O)pSO3 ⁇ with a corresponding counter ion, preferred counter ions are group I and II metals, amines, most 15 preferably sodium.
- R 3 COO is a fatty acid moiety, such as oleic, stearic, palmitic.
- Fatty acid nomenclature is to describe the fatty acid by 2 numbers A:B where A is the number of carbons in the fatty acid and B is the number of double bonds it contains. For example oleic is 18:1, stearic is 18:0 and palmitic 16:0.
- the position of the double bond on the chain may be given in brackets, 18:1(9) for oleic, 18:2 (9,12) for linoleic where 9 if the 25 number of carbons from the COOH end.
- the integer n is the mole average number of ethoxylates Methyl Ester Ethoxylates (MEE) are described in chapter 8 of Biobased Surfactants 30 (Second Edition) Synthesis, Properties, and Applications Pages 287-301 (AOCS press 2019) by G.A. Smith; J.Am.Oil. Chem.Soc. vol 74 (1997) page 847-859 by Cox M.E. and Weerasooriva U; Tenside Surf.Det.
- MEE Methyl Ester Ethoxylates
- MEE may be produced the reaction of methyl ester with ethylene oxide, using catalysts based on calcium or magnesium. The catalyst may be removed or left in the MEE.
- An alternative route to preparation is transesterification reaction of a methyl ester or 5 esterification reaction of a carboxylic acid with a polyethylene glycol that is methyl terminated at one end of the chain.
- the methyl ester may be produced by transesterification reaction of methanol with a triglyceride, or esterification reaction of methanol with a fatty acid.
- Transesterification 10 reactions of a triglyceride to fatty acid methyl esters and glycerol are discussed in Fattah et al (Front. Energy Res., June 2020, volume 8 article 101) and references therein. Common catalysts for these reactions include sodium hydroxide, potassium hydroxide, and sodium methoxide. Esterase and lipases enzyme may also be used.
- Triglycerides occur naturally in plant fats or oils, preferred sources are rapeseed oil, castor oil, maize 15 oil, cottonseed oil, olive oil, palm oil, safflower oil, sesame oil, soybean oil, high steric/high oleic sunflower oil, high oleic sunflower oil, non-edible vegetable oils, tall oil and any mixture thereof and any derivative thereof.
- the oil from trees is called tall oil.
- Used food cooking oils may be utilised.
- Triglycerides may also be obtained from algae, fungi, yeast or bacteria. Plant sources are preferred. 20 Distillation and fractionation process may be used in the production of the methyl ester or carboxylic acid to produce the desired carbon chain distribution.
- Preferred sources of triglyceride are those which contain less than 35%wt polyunsaturated fatty acids in the oil before distillation, fractionation, or hydrogenation.
- 25 Fatty acid and methyl ester may be obtained from Oleochemical suppliers such as Wilmar, KLK Oleo, Unilever oleochemical Indonesia.
- Biodiesel is methyl ester and these sources may be used.
- ESB is MEE preferably has a mole average of from 8 to 30 ethoxylate groups (EO), 30 more preferably from 10 to 20.
- the most preferred ethoxylate comprises 12 to 18EO.
- the MEE in the composition has from 9 to 11EO, even more preferably at least 10wt% is exactly P0000183 EP CPL 10EO.
- the MEE has a mole average of 10EO then at least 10 wt.% of the MEE should consist of ethoxylate with 9, 10 and 11 ethoxylate groups.
- the methyl ester ethoxylate preferably has a mole average of from 8 to 13 ethoxylate groups (EO).
- the most preferred ethoxylate has a mol average of from 9 to 11EO, even 5 more preferably 10EO.
- the MEE has a mole average of 10EO then at least 10 wt.% of the MEE should consist of ethoxylate with 9, 10 and 11 ethoxylate groups. In the context of the wider MEE contribution, it is preferred that at least 40wt% of the total MEE in the composition is C18:1. 10 In addition, it is preferred that the MEE component also comprises some C16 MEE. Accordingly, it is preferred that the total MEE component comprises from 5 to 50% wt. total MEE, C16 MEE. Preferably the C16 MEE is greater than 90wt%, more preferably greater than 95wt% C16:0.
- the total MEE component comprises less than 15% wt, more preferably less than 10wt%, most preferably less than 5wt% total MEE of polyunsaturated C18, i.e. C18:2 and C18:3.
- C18:3 is present at less than 1 wt%, more preferably less than 0.5wt%, most preferably essentially absent.
- the levels of polyunsaturation may be controlled by distillation, fractionation or partial hydrogenation of 20 the raw materials (triglyceride or methyl ester) or of the MEE.
- the C18:0 component is less than 10wt% by weight of the total MEE present.
- the components with carbon chains of 15 or shorter comprise 25 less than 4wt% by weight of the total MEE present.
- a particularly preferred MEE has 2 to 26 wt.% of the MEE C16:0 chains, 1 to 10 wt.% C18:0 chains, 50 to 85 wt.% C18:1 chains and 1 to 12 wt.% C18:2 chains.
- Preferred sources for the alkyl groups for the MEE include methyl ester derived from distilled palm oil and distilled high oleic methyl ester derived from palm kernel oil, partially 30 hydrogenated methyl ester of low euric rapeseed oil, methyl ester of high oleic sunflower oil, methyl ester of high oleic safflower oil and methyl ester of high oleic soybean oil.
- P0000183 EP CPL High Oleic oils are available from DuPont (Plenish high oleice soybean oil), Monsanto (Visitive Gold Soybean oil), Dow (Omega-9 Canola oil, Omega-9 sunflower oil), the National Sunflower Association and Oilseeds International.
- the double bonds in the MEE are greater than 80wt% in the cis configuration.
- the 18:1 component is oleic.
- the 18:2 component is linoleic.
- the methyl group of the methyl ester may be replace by an ethyl or propyl group. Methyl is most preferred.
- the methyl ester ethoxylate comprises from 0.1 to 95% wt. of the composition methyl ester ethoxylate. More preferably the composition comprises from 2 to 40% MEE 10 and most preferably from 4 to 30% wt. MEE.
- the composition comprises at least 50% wt. water but this depends on the level of total surfactant and is adjusted accordingly.
- the composition comprises anionic surfactant LAS (linear alkyl benzene sulphonate).
- LAS linear alkyl benzene sulphonate
- suitable alkyl benzene sulphonate (LAS) may be obtained, by sulphonating commercially available linear alkyl benzene (LAB); suitable LAB includes low 2-phenyl LAB, such as those supplied by Sasol under the tradename Isochem(R) or those supplied 20 by Petresa under the tradename Petrelab(R), other suitable LAB include high 2 -phenyl LAB, such as those supplied by Sasol under the tradename Hyblene(R).
- a suitable anionic detersive surfactant is alkyl benzene sulphonate that is obtained by DETAL catalyzed process, although other synthesis routes, such as HF, may also be suitable.
- a magnesium salt of LAS is used.
- Suitable linear alkylbenzene sulfonates include those with an alkyl chain length of from 10 to 18, preferably 11 to 15 carbon atoms, more preferably with an average chain length of C12.
- Each alkyl chain homologue consists of a mixture of all the possible sulfophenyl isomers except for the 1-phenyl isomer.
- LAS is normally formulated into compositions in 30 acid (i.e. HLAS) form and then at least partially neutralized in-situ.
- LAS is normally formulated into compositions in acid (i.e. HLAS) form and then at least partially neutralized in-situ.
- linear alkyl benzene sulphonate surfactant is P0000183 EP CPL present at from 1 to 20% wt., more preferably from 2 to 15% wt. of the composition, most preferably 8 to 12 wt.%.
- Nonionic surfactants 5 the composition comprises nonionic surfactant including the any of alcohol ethoxylates, alkoxylated fatty acid alkyl esters, alkylpolyglycosides (APGs), alkoxylated amines, ethoxylated glycerol esters, fatty acid monoethanolamides, fatty acid diethanolamides, ethoxylated fatty acid monoethanolamides, propoxylated fatty acid monoethanolamides, polyhydroxyalkyl fatty acid amides, or N-acyl N-alkyl derivatives of 10 glucosamine, polysorbates (TWEENS) or mixtures thereof.
- APGs alkylpolyglycosides
- alkoxylated amines alkoxylated amines
- ethoxylated glycerol esters alkoxylated amines
- fatty acid monoethanolamides fatty acid diethanolamides
- ethoxylated fatty acid monoethanolamides
- a composition of the invention may contain amphoteric (zwitterionic) and/or cationic surfactants) alone or in addition to the non-soap anionic and/or nonionic surfactants described above.
- Specific cationic surfactants include C8 to C18 alkyl dimethyl ammonium halides and derivatives thereof in which one or two hydroxyethyl groups replace one or two of the methyl groups, and mixtures thereof.
- Cationic surfactants include quaternary ammonium compounds.
- Specific amphoteric (zwitterionic) surfactants include amine oxides e.g.
- alkyl amine oxides having alkyl radicals containing from about 8 to about 22 carbon atoms preferably selected from C12, C14, C16 ,C18 and C18:1, the term “alkyl” being used to include the 25 alkyl portion of higher acyl radicals.
- Preferred amine oxides are alkyl dimethyl amine oxide and alkyl amido propyl dimethyl amine oxide, more preferably alkyl dimethyl amine oxide.
- compositions such as fabric softening compositions may comprise low levels (less than 4%wt) or may be free from anionic or cationic surfactant.
- the composition may comprise a fabric softening active. These may be any material known to soften fabrics. These may be polymeric materials or compounds known to soften materials. Examples of suitable fabric softening actives include: quaternary ammonium compounds, silicone polymers, polysaccharides, clays, amines, fatty esters, fatty N-oxides, dispersible polyolefins, polymer latexes and mixtures thereof. 10
- the fabric softening actives may preferably be cationic or non-ionic materials.
- the fabric softening actives of the present invention are cationic materials.
- the preferred softening actives for use in fabric conditioner compositions of the invention are quaternary ammonium compounds (QAC).
- QAC quaternary ammonium compounds
- the quaternary ammonium compounds 15 are tri-ethanol amine quaternary ammonium (TEA) compounds.
- TAA tri-ethanol amine quaternary ammonium
- the quaternary ammonium compounds may comprise fatty acid chains from any suitable source, preferably palm oil or tallow. It may be preferred that the fatty acid chains are sourced from plant sources.
- Product Form Composition may take any suitable form including liquids or solids and may include unit dose formulations e.g.
- Liquid compositions “Liquid” compositions have a continuous phase or predominant part of the composition in 30 the form of a liquid and are flowable at 15°C and above. Accordingly, the term “liquid” may encompass emulsions, suspensions, and compositions having flowable yet stiffer consistency, known as gels or pastes.
- EP CPL Liquids may be provided in bulk storage reservoirs, typically for auto-dosing washing machines. Bulk storage reservoirs hold multiple doses (i.e. for multiple washing cycle), preferably from 80ml – 3000 ml of liquid. A typical example of such a machine is found in EP-A-3071742 (Electrolux). Bulk storage reservoirs may be provided as pre-filled 5 cartridges or the consumer may purchase liquids in a e.g. pouch and then empty the contents into a bulk storage reservoir of the washing machine. Liquid compositions may contain from 10-80wt% water but this is dependent on the level of surfactant.
- Solid compositions can take a variety of physical solid forms including forms such as powder, granule, ribbon, noodle, paste, tablet, flake, pastille and bar, and preferably the composition is in the form of powder, granules or a tablet.
- Solid compositions may preferably be in a form selected from powder, unit dose or pouch form, tablet, bar, or 15 flake.
- Solid compositions preferably have a density of more than 350 grams/litre, more preferably more than 450 grams/litre or even more than 570 grams/litre.
- Solid laundry detergent compositions according to the present invention are preferably free flowing.
- the composition is used for laundering fabrics using manual- washing method.
- the composition of the present invention is a solid laundry detergent composition.
- the composition is in the form of a spray -dried powder or particulate free-flowing form.
- 25 Viscosity The viscosity of liquid compositions is preferably from 1 to about 10,000 mPa.s at 25°C at a shear rate of 21 sec -1 . This shear rate is the shear rate that is usually exerted on the liquid when poured from a bottle.
- the viscosity is preferably from 1 to about 10,000 mPa.s at 25°C at a shear rate of 21 sec -1
- Pourable liquid detergent compositions P0000183 EP CPL preferably have a viscosity of from 200 to 1,500 mPa.s, preferably from 200 to 700 mPa.s.
- e.g. hard surface cleaners preferably have a viscosity at 25°C of 1 to 1000 5 mPa.s @ 20 s-1. The viscosity is measured using an AR 1000 Rheometer (TA instruments) using a 4 cm, 2° cone-plate geometry @ 20 s-1 and 25°C.
- the composition may be more or less viscous. For example, a more water thin viscosity is desired if the composition is to be used in a trigger spray bottle. If dispensed from a squeeze bottle, a more viscous consistency may be desired. A 10 more viscous viscosity may also be desired if the cleaning product is a toilet cleaning product.
- the composition has a viscosity of 100 to 700 mPa.s @ 20 s-1 and more preferably of 200 to 600 mPa.s @ 20 s-1.
- the desired viscosity can suitably be obtained by known methods like for example the use of a viscosity modifying agent. Water levels depend on the level of total surfactant and is adjusted accordingly.
- compositions such as hard surface cleaning compositions may be aqueous that is to say, the composition comprises water.
- the amount of water will depend on the desired concentration of the other ingredients but will at least be 75 wt%, like for example at least 85 wt% or at least 90 wt%, but typically not more than 99 wt%.
- the amount of water 20 preferably is from 80 to 99 wt%, more preferably 80 to 95 wt% and even more preferably 85 to 95 wt%.
- compositions of the present invention may contain further optional home care 25 ingredients including further surfactants, builders, sequestrants, organic acids, preformed peracids, polymeric dispersing agents, clay soil removal/anti-redeposition agents, dye transfer inhibiting agents, alkoxylated cationic or zwitterionic di or polyamine polymers, anti-redeposition polymers e.g. alkoxylated polyamines, soil release polymers, dispersants, enzymes, and enzyme stabilizers, catalytic materials, bleach activators, 30 thickening polymers, foam boosters, antifoams, insect repellents, dyes e.g.
- shading or hueing dyes preservatives (e.g., bactericides), pH buffering agents, perfume, perfume delivery systems including perfume microcapsules preferably with cationic deposition aids, hydrotropes, carriers, structure elasticizing agents, polyelectrolytes, processing aids, P0000183 EP CPL solvents and/or pigments and mixtures thereof, anti-wrinkle agents, anti-shrinking agents, anti-oxidants, anti-corrosion agents, drape imparting agents, anti-static agents, ironing aids, antifoams, colourants, pearlisers and/or opacifiers, processing aids, e.g. electrolytes, hygiene agents, such as anti-bacterials and antifungals e.g.
- preservatives e.g., bactericides
- pH buffering agents perfume
- perfume delivery systems including perfume microcapsules preferably with cationic deposition aids, hydrotropes, carriers, structure elasticizing agents, polyelectrolytes, processing aids, P0000183 EP C
- compositions of the invention may have their rheology further modified by use of one or 10 more external structurants which form a structuring network within the composition.
- external structurants include crystallizable glycerides such as hydrogenated castor oil; microfibrous cellulose and citrus pulp fibre.
- crystallizable glycerides such as hydrogenated castor oil; microfibrous cellulose and citrus pulp fibre.
- the presence of an external structurant may provide shear thinning rheology and may also enable materials such as encapsulates and visual cues to be suspended stably in the liquid.
- the composition preferably comprises a crystallizable glyceride.
- the crystallizable glyceride is useful in forming an external structuring system as described in WO2011/031940, the contents of which, in particular as regards manufacture of the ESS are incorporated by reference.
- the ESS of the present invention preferably comprises: (a) crystallizable 20 glyceride(s); (b) alkanolamine; (c) anionic surfactant; (d) additional components; and (e) optional components.
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Abstract
A substrate treatment composition comprising a betaine-functionalised APG preferably comprising the structure (I) wherein R is alkyl having 8 to 22 carbon atoms; R1, R2, R3, and R4 are independently selected from the group consisting of (III) and H, wherein 3 or more of the R groups R1, R2, R3, and R4 is (III) and the structure (II) wherein R is alkyl having 8 to 22 carbon atoms; R5, R6, R7, R8; R9, R10 and R11 are independently selected from the group consisting of (III) and H, wherein 3 or more of the R groups R5, R6, R7, R8; R9, R10 and R11 are (III).
Description
P0000183 EP CPL SUBSTRATE TREATMENT COMPOSITIONS FIELD OF THE INVENTION The present disclosure relates to substrate treatment compositions, such as hard and 5 fabric care compositions for dye transfer inhibition. BACKGROUND OF THE INVENTION When treating substrates such as fabrics, dye transfer can cause challenges. For example, dye from one portion of a fabric may become released in a wash liquor and may 10 then deposit on a different portion of the fabric, or on a different fabric altogether. Transfer of such dyes (known as "fugitive dyes") can cause greying of fabrics, especially of those of a light or white colour. Cotton, polyester, poly /cotton, and nylon fabrics are particularly good acceptor fabrics for 15 fugitive dye, and over multiple wash cycles, fugitive dye re-deposition results in bright and lightly coloured clothes appearing dull or faded over time. This problem is particularly difficult to solve in the consumer home since typical wash loads contain mixed fabric types and colours that will have multiple sources of fugitive dyes that can be soluble in the wash liquor (eg. direct dyes, hydrolyzed or oxidised reactive dyes, poorly fixed dye 20 from the manufacturing process), or insoluble in the wash liquor (eg. particulate or vat dyes). Thus, there remains a problem of dye transfer during the wash. 25 Certain polymers, generally known as dye transfer inhibitor ("DTI") polymers, have traditionally been used in laundry compositions to address the dye transfer problem. Such polymers include polyvinyl pyrrolidone (PVP), poly(vinylpyridine-N-oxide) (PVNO), polyvinylpyrrolidone-co-polyvinylimidazole (P VP/P VI), and poly(vinylpyrrolidone)co- poly(vinylpyridine-N-oxide) (PVP/PVNO) polymers, which have typically included 30 relatively high levels of vinyl pyrrolidone ("VP"). These traditional DTI polymers are quite effective at inhibiting the transfer of direct dyes, which are dyes that are used to dye cellulosic fibers that are known to have poor wash fastness resulting in dye bleeding during the wash process.
P0000183 EP CPL However, traditional DTI polymers can lead to stability challenges in combination with other laundry adjuncts, such as optical brighteners. Thus, particularly as direct dyes have become less prevalent in typical laundry loads, traditional DTI polymers are only effective on a small portion of the garments in the wash load, and consumers continue to have a 5 problem with dye transfer even with detergents that contain traditional DTI polymers. This challenge may be made even more acute by the laundry practices of the modem consumer, including larger loads that tend to have mixed fabric types and colours (e.g., under-sorted loads). 10 Cellulase enzymes are known to release dye from unwashed denim to give denim an uneven dye appearance, or so-called "worn" look on denim. Consumers typically want to keep this "just purchased" look of their denim, even after washing multiple times. High cellulase levels in detergent composition can result in the unintended fading of the garment that may also compound the dye transfer negative that can occur in mixed colour 15 loads. Therefore, there remains a need for improved, stable laundry compositions and related processes that can inhibit dye transfer, particularly transfer of particulate dyes. Another problem which may be apparent to consumers is unattached reactive dye eg. 20 from hydrolysed, oxidation or poor fixing during manufacturing process this will be more prevalent with newer garments where potential is greater or as a low level of dye transfer over multiple washed resulting in gradual discolouration of articles. SUMMARY OF THE INVENTION 25 The present disclosure attempts to solve one or more of the aforementioned needed by providing fabric treatment compositions that include particular compounds useful for dye transfer inhibition (also known as dye control), and related processes. The present disclosure further describes a detergent composition that includes betaine-functionalised compounds at a level of 0.1 percent to10. 30 Accordingly in one aspect there is provided a substrate treatment composition comprising a betaine-functionalised alkyl polyglucoside (APG) comprising the structure (I):
P0000183 EP CPL
wherein; R is alkyl having 8 to 22 carbon atoms; R1, R2, R3, and R4 are independently selected from the group consisting of: 5 and H and wherein 3 or more of the R groups R1, R2, R3, and R4 is:
and the structure (II): 10
wherein; R is alkyl having 8 to 22 carbon atoms;
P0000183 EP CPL R5, R6, R7, R8; R9, R10 and R11 are independently selected from the group consisting of
5 and H, wherein 3 or more of the R groups R5, R6, R7, R8; R9, R10 and R11 are
. 10 In a further aspect there is provided a method of protecting a coloured or dyed substrate from dye transfer during exposure to aqueous fabric treatment solutions, the method comprising the step of treating said a dyed or coloured substrate with a composition of the first aspect. 15 In yet a further aspect there is provided use of a substrate treatment composition of the first aspect to reduce dye transfer from a coloured or dyed substrate during a washing process. In yet a further aspect there is provide a method of making a substrate treatment 20 composition of the first aspect, said, the method comprising the step of incorporating a into a surface treatment composition a betaine-functionalised APG comprising the structure (I):
P0000183 EP CPL
wherein; R is alkyl having 8 to 22 carbon atoms; R1, R2, R3, and R4 are independently selected from the group consisting of: 5 and H and wherein 3 or more of the R groups R1, R2, R3, and R4 is:
and the structure (II): 10
wherein; R is alkyl having 8 to 22 carbon atoms;
P0000183 EP CPL R5, R6, R7, R8; R9, R10 and R11 are independently selected from the group consisting of
5 and H, wherein 3 or more of the R groups R5, R6, R7, R8; R9, R10 and R11 are
10 Preferably, in the case of both structure I and structure II, 3 or more of the R groups( R1, R2, R3, and R4 in structure I and R5, R6, R7, R8; R9, R10 and R11 in structure II) are . 15 Increasing the number of R groups to 3 or more improves the reduction of dye transfer from a coloured or dyed substrate during a washing process. . Additional DTI Polymers 20 Additional DTI compounds or polymers such as polyvinyl pyrrolidone (PVP), poly(vinylpyridine-N-oxide) (PVNO), polyvinylpyrrolidone-co-polyvinylimidazole (P VP/P VI), and poly(vinylpyrrolidone)co- poly(vinylpyridine-N-oxide) (PVP/PVNO) polymers, which have typically included relatively high levels of vinyl pyrrolidone ("VP") or any 25 combination thereof, may be present in the composition. However, it is preferred that any
P0000183 EP CPL additional DTI compounds or polymers is/are present in the composition with less than 5%wt, more preferably less than 2%wt. even more preferably less than1%wt and most preferably they are present at 0 %wt. 5 DETAILED DESCRIPTION OF THE INVENTION Features and benefits of the present invention will become apparent from the following description, which includes examples intended to give a broad representation of the invention. Various modifications will be apparent to those skilled in the art from this description and from practice of the invention. The scope is not intended to be limited to 10 the particular forms disclosed and the invention covers all modifications, equivalents, and alternatives falling within the spirit and scope of the invention as defined by the claims. Definitions The following terms, as used here are defined below: 15 “A” and “an”, are understood to mean one or more of what is claimed or described. "Alkyl" refers to a straight or branched chain monovalent hydrocarbon radical having a specified number of carbon atoms. Alkyl groups may be unsubstituted or substituted with substituents that do not interfere with the specified function of the composition and may be substituted once or twice with the same or different group. Substituents may include 20 alkoxy, hydroxy, mercapto, amino, alkyl substituted amino, nitro, carboxy, carbonyl, carbonyloxy, cyano, methylsulfonylamino, or halogen, for example. Examples of "alkyl" include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, s-butyl, t-butyl, n- pentyl, n-hexyl, 3-methylpentyl, and the like. “detergent composition” in the context of this invention means cleaning compositions, 25 generally containing detersive surfactants, optionally other treatment ingredients, intended for and capable of treating substrates as defined herein. The phrases "detergent composition" and "cleaning composition" are used interchangeably and include compositions and formulations designed for cleaning soiled material. Such compositions include but are not limited to, laundry cleaning compositions and detergents, fabric 30 softening compositions, fabric enhancing compositions, fabric freshening compositions, laundry prewash, laundry pretreat, laundry additives, spray products, dry cleaning agent or composition, laundry rinse additive, wash additive, post-rinse fabric treatment, ironing aid, hard surface cleaning compositions, unit dose formulation, delayed delivery
P0000183 EP CPL formulation, detergent contained on or in a porous substrate or nonwoven sheet, and other suitable forms that may be apparent to one skilled in the art in view of the teachings herein. Such compositions may be used as a pre-laundering treatment, a post-laundering treatment, or may be added during the rinse or wash cycle of the laundering operation. 5 “detersive surfactant” in the context of this invention denotes a surfactant which provides a detersive (i.e. cleaning) effect to a substrate such as fabric treated as part of a domestic treatment e.g. laundering process or dishwashing process or hard surface washing process. “liquid” denotes that a continuous phase or predominant part of the composition is liquid 10 and that the composition is flowable at 15°C and above. Accordingly, the term “liquid” may encompass emulsions, suspensions, and compositions having flowable yet stiffer consistency, known as gels or pastes. “Polymer" refers to a macromolecule comprising repeat units where the macromolecule has a molecular weight of at least 1000 Daltons. The polymer may be a homopolymer, 15 copolymer, terpoymer etc. "substantially free of” or "substantially free from" refers to either the complete absence of an ingredient or a minimal amount thereof merely as impurity or unintended byproduct of another ingredient. A composition that is "substantially free" of/from a component means that the composition comprises less than 0.5%, 0.25%, 0.1%, 0.05%, 20 or 0.01%, or even 0%, by weight of the composition, of the component. "Substrate” preferably is any suitable substrate and includes but is not limited to any inanimate substrate such as a fabric or a household article e.g. dishes. Fabric substrates includes clothing, linens and other household textiles etc. In the context of fabrics, wherein the term “linen” is used to describe certain types of laundry items including bed 25 sheets, pillow cases, towels, tablecloths, table napkins and uniforms and the term “textiles” can include woven fabrics, non-woven fabrics, and knitted fabrics and fabrics can include natural or synthetic fibres such as silk fibres, linen fibres, cotton fibres, polyester fibres, polyamide fibres such as nylon, rayon, acrylic fibres, acetate fibres, and blends thereof including cotton and polyester blends, and fabrics which are elastic and/or 30 contain elastane. “Dishes” is meant generically and encompasses essentially any items which may be found in a dishwashing load, including crockery chinaware, glassware, plasticware, hollowware and cutlery, including silverware.” House hold articles may comprise a “household hard surface” meaning any kind of surface typically found in
P0000183 EP CPL and around houses like kitchens, bathrooms, e.g., floors, walls, tiles, windows, cupboards, sinks, showers, shower plastified curtains, wash basins, WCs, fixtures and fittings and the like made of different materials like ceramic, vinyl, no-wax vinyl, linoleum, melamine, glass, Inox®, Formica®, vitroceramic, any plastics, plastified wood, metal or 5 any painted or varnished or sealed surface and the like; as well as household appliances including, but not limited to refrigerators, freezers, washing machines, automatic dryers, ovens, microwave ovens, dishwashers and so on. Such hard surfaces may be found both in private households as well as in commercial, institutional and industrial environments. 10 “Substrate treatment composition” means any type of treatment composition and may include, but are not limited to, liquid cleaning and disinfecting agents laundry cleaning compositions, fabric softening compositions, fabric enhancing compositions, fabric freshening compositions, laundry pre-treatment or pre-washing compositions, laundry pretreating compositions, laundry additives (e.g., rinse additives, wash additives, etc.), 15 post-rinse fabric treatment compositions, dryer compositions, dry cleaning compositions, ironing aid, dish washing compositions, as well as cleaning auxiliaries such as bleach additives rinse aid formulations, hard surface cleaning compositions including hard surface cleaners for kitchens and bathrooms and other suitable compositions that may be apparent to one skilled in the art in view of the teachings herein. All of such products 20 which are applicable may be in standard, concentrated or even highly concentrated form even to the extent that such products may in certain aspect be non-aqueous. “Treatment” in the context of treating substrates means reduction of dye transfer during the wash also known as dye transfer inhibiton. The composition may provide further25 treatment including cleaning, washing, conditioning, lubricating, care, softening, easy- ironing, anti-wrinkle, fragrancing, de-pilling, soaking, pretreatment of substrates, bleaching, soil removal, stain removal and any combination thereof. “Unit dose” means an amount of composition suitable to treat one load of laundry, such as, for example, from about 0.05 g to about 100 g, or from 10 g to about 60 g, or from 30 about 20 g to about 40 g. A unit dose product may be in the form of a polymeric film package containing the composition, the package may be referred to as a capsule or pouch. Suitable films are available from MonoSol, LLC (Indiana, USA).
P0000183 EP CPL “Water-soluble” means the article (film or package) dissolves in water at 20° C. Unless otherwise noted, all component or composition levels are in reference to the active portion of that component or composition, and are exclusive of impurities, for 5 example, residual solvents or by-products, which may be present in commercially available sources of such components or compositions. Dimensions and values disclosed herein are not to be understood as being strictly limited to the exact numerical values recited. Instead, unless otherwise specified, each 10 such dimension is intended to mean both the recited value and a functionally equivalent range surrounding that value. For example, a value disclosed as "50 microns’ is intended to mean "about 50 microns." All percentages and ratios are calculated by weight unless otherwise indicated. All 15 percentages and ratios are calculated based on the total composition unless otherwise indicated. It should be understood that every maximum numerical limitation given throughout this specification includes every lower numerical limitation, as if such lower numerical limitations were expressly written herein. Every minimum numerical limitation given throughout this specification will include every higher numerical limitation, as if such 20 higher numerical limitations were expressly written herein. Every numerical range given throughout this specification will include every narrower numerical range that falls within such broader numerical range, as if such narrower numerical ranges were all expressly written herein. It should be understood that every maximum numerical limitation given throughout this 25 specification includes every lower numerical limitation, as if such lower numerical limitations were expressly written herein. Every minimum numerical limitation given throughout this specification will include every higher numerical limitation, as if such higher numerical limitations were expressly written herein. Every numerical range given throughout this specification will include every narrower numerical range that falls within 30 such broader numerical range, as if such narrower numerical ranges were all expressly written herein.
P0000183 EP CPL All cited patents and other documents are, in relevant part, incorporated by reference as if fully restated herein. The citation of any patent or other document is not an admission that the cited patent or other document is prior art with respect to the present invention. 5 Composition The compositions of the present disclosure may be fabric care compositions. Such compositions may be used as a pre-laundering treatment, a post-laundering treatment, or may be added during the rinse or wash cycle of the laundering operation. The composition may be selected from the group of light duty liquid detergents 10 compositions, heavy duty liquid detergent compositions, detergent gels commonly used for laundry, bleaching compositions, laundry additives, fabric enhancer compositions, and mixtures thereof. The composition may be a heavy duty liquid detergent composition. The composition may be in any suitable form. The composition may be in the form of a liquid composition, a granular composition, a single-compartment pouch, a multi- 15 compartment pouch, a sheet, a pastille or bead, a fibrous article, a tablet, a bar, flake, or a mixture thereof. The composition can be selected from a liquid, solid, or combination thereof. As used herein, "liquid" includes free-flowing liquids, as well as pastes, gels, foams and 20 mousses. Non-limiting examples of liquids include light duty and heavy duty liquid detergent compositions, fabric enhancers, detergent gels commonly used for laundry, bleach and laundry additives. Gases, e.g., suspended bubbles, or solids, e.g. particles, may be included within the liquids. A "solid" as used herein includes, but is not limited to, powders, agglomerates, and mixtures thereof. Non-limiting examples of solids include: 25 granules, micro-capsules, beads, noodles, and pearlised balls. The cleaning composition may be in the form of a unitized dose article, such as a tablet, a pouch, a sheet, or a fibrous article. Such pouches typically include a water-soluble film, such as a polyvinyl alcohol water-soluble film, that at least partially encapsulates a composition. 30 Suitable films are available from MonoSol, LLC (Indiana, USA). The composition can be encapsulated in a single or multi-compartment pouch. A multi-compartment pouch may have at least two, at least three, or at least four compartments. A multi-compartmented
P0000183 EP CPL pouch may include compartments that are side-by-side and/or superposed. The composition contained in the pouch or compartments thereof may be liquid, solid (such as powders), or combinations thereof. 5 Betaine-functionalised APGs with improved dye transfer reduction properties. Example betaine-functionalised structures below:
wherein; 10 R is alkyl having 8 to 22 carbon atoms; R1, R2, R3, and R4 are independently selected from the group consisting of: and H, wherein 3 or more of the R groups R1, R2, R3, and R4 are 15 and
P0000183 EP CPL
wherein; R is alkyl having 8 to 22 carbon atoms; 5 R5, R6, R7, R8; R9, R10 and R11 are independently selected from the group consisting of
and H, wherein 3 or more of the R groups R5, R6, R7, R8; R9, R10 and R11 are
10 In a preferred embodiment R is alkyl having 8 to 22 carbon atoms. Without wishing to be bound by theory, it is believed that by increasing the number of betaine moieties in accordance with the present disclosure, a fabric care composition that includes such betaine-functionalised compounds may provide improved dye control 15 during fabric treatment processes, such as wash or rinse cycles. Method of making the betaine functionalised APGs. To make a betaine-functionlised APG, the APG is first amino-functionalised by reacting chloroethanolamine Cl-CH2-CH(OH)CH2-N-(CH2CH2OH)2
P0000183 EP CPL with APG according to the reaction below:
The amino-APG is then reacted with sodium chloro acetate as follows
5 Betaine functionality is increased by either of : a) In the first amination step, increasing the amount of chloroethanolamine which is reacted onto the alkyl polyglucoside and b) In the second step, increasing the amount of the choloracetic acid so increasing 10 betaine functionality on the resultant polymer Examples Alkyl Glycosides are raw materials used to make the surface-active polyglycoside derivatives of the present invention. 15 Saccharides useful in the process of making alkyl glycosides are saccharides that can be alkylated in the "1" position, commonly referred to as "reducing saccharides", or higher saccharides that can be hydrolyzed to provide such a saccharide. These saccharides are typically comprised of aldo- or keto-hexoses or pentoses.
P0000183 EP CPL Examples of saccharides include glucose (dextrose), fructose, mannose, galactose, talose, allose, altrose, idose, arabinose, xylose, lyxose, and ribose. Examples of hydrolyzable saccharides that are a source of reducing saccharides include starch, maltose, sucrose, lactose, maltotriose, xylobiose, mellibiose, cellobiose, raffinose, 5 stachiose, methyl glycosides, butyl glycosides, levoglucosan, and 1,6- anhydroglucofuranose. The physical form of the saccharide may vary. The saccharide will typically be in a fluid (as opposed to a solid) state, e.g. as a melt or an aqueous syrup, during at least a portion 10 of the period of reaction, if not for a predominant portion of the period of the reaction. Crystalline (e.g. anhydrous or hydrates) or amorphous saccharide solids in various particle sizes, e.g. granules, powders, etc., can be used, but the heating of the reaction medium may well fluidize at least a portion of a solid reactant, if not a predominant portion of the saccharide reactant. Aqueous syrups of saccharides, typically at saccharide solids 15 of between about 10 percent and 90 percent dry solids by weight can also be used. Indeed, the use of the hydrophobic catalysts of this invention should show the most improved results over conventional catalysts in the context of the use of aqueous syrup reactants as compared with processes which employ solid saccharide reactants, particularly with respect to avoiding the formation of deleterious amounts of 20 polysaccharides and very high DP alkyl glycosides during the glycoside formation reaction. The preferred saccharides are glucose, galactose, xylose and arabinose, or mixtures thereof, for reasons of availability, low cost, and convenience. Glucose in the anhydrous 25 crystalline form is preferred, although dextrose monohydrate, corn syrups of high dry solids (typically 50 percent to 80 percent dry solids) and a high dextrose equivalence (D.E.) (typically greater than 90 D.E and most commonly 95 D.E.) can be commonly employed. Indeed, while the higher the purity of the dextrose source, the better the quality of the product (other things being equal), the catalysts of this invention allow the use of a 30 lower purity dextrose source and yet yield a product of substantially equivalent quality as compared with prior catalysts. Because of the ready availability of glucose and its oligomers, much of the remaining description is particularly suited to the use of glucose in its various forms.
P0000183 EP CPL Alcohols useful in the process of this invention are hydroxyl-functional organic compounds capable of alkylating a saccharide in the "I" position. The alcohol can be naturally occurring, synthetic, or derived from natural sources and/or derivatized. 5 Examples include monohydric alcohols (more fully discussed below) and polyhydric alcohols (e.g. ethylene glycol, propylene glycol, polyethylene glycols, polypropylene glycols, butylene glycol, glycerol, trimethylolpropane, pentaerythritol, polyester polyols, polyisocyanate polyols, and so on). Other examples include aromatic alcohols such as benzyl alcohol, phenol, substituted phenols (e.g. alkylphenols) and alkoxylates of each. 10 Preferred alcohols are monohydric alcohols containing from about 1 to about 30 carbon atoms. They may be primary or secondary alcohols, straight or branched chain, saturated or unsaturated (e.g. allyl alcohol, 2-ethylhexenyl alcohol and oleyl alcohol) alkyl or aralkyl alcohols, ether alcohols, cyclic alcohols, or heterocyclic alcohols. In general, these alcohols have minimal solvent power for the saccharide molecule. Examples of the 15 monohydric alcohols which may be employed in the present invention include methyl alcohol, isopropyl alcohol, butyl alcohol, octyl alcohol, nonyl alcohol, decyl alcohol, dodecyl alcohol, tridecyl alcohol, tetradecyl alcohol, pentadecyl alcohol, hexadecyl alcohol, pentacosyl alcohol, oleyl alcohol, linoleyl alcohol, isoborneol alcohol, hydroabietyl alcohol, phenoxyethanol, phenoxypolyethoxyethanol containing five ethoxy groups, 2- 20 methyl-7-ethyl-4-undecanol, and mixtures of one or more of the above. A preferred group of alcohols are alkanols having the formula ROH wherein R represents an alkyl group having from 8 to 30 carbon atoms. A particularly preferred group of alcohols are those wherein R represents an alkyl radical having from 8 to 20, preferably II to 18, carbon atoms. The alkyls can be straight or branched chain. 25 Alkyl Glycoside Examples Example 1 A one-liter, four-necked, round-bottomed flask was equipped through its centre neck with an overhead mechanical stirrer, through a second neck with a distillation head fitted with an addition funnel and a condenser/receiver/vacuum take-off assembly, through a third 30 neck fitted with a three hole rubber stopper with a capillary nitrogen bleed, a calibrated mercury thermometer and a vacuum tight temperature controller probe, and on the fourth neck with a septum for sampling.
P0000183 EP CPL The flask was charged with 602.4 g (3.105 moles) of a commercial mixture of C11 to C15 (98 percent C12 and C13) straight and branched alkanols (Neodol 23 available form Shell Chemical Co.) and 136.6 g (0.69 moles) of a commercially available dextrose monohydrate (Staleydex 333, available from A. E. Staley Mfg. Co. at 9.0 percent 5 moisture). The slurry was heated at a vacuum of 30 mm Hg (absolute). Water was released starting at about 57 degrees centigrade and heating was continued until the slurry had reached 110 degrees centigrade At this time 3.2 g (0.00345 mole of a commercially available mixture of 50 percent dinonylnaphthalenesulfonic acid in heptane (available from King Industries) was added as a catalyst and the theoretical volume of 10 water distilled at about a linear rate over 8 hours. After stirring an additional hour, a stoichiometric amount of aqueous NaOH (33 percent in H2O) was added. An aliquot of the neutralized reaction mixture (3.39 g, 1 g dissolved substance) was dissolved in a total volume of 10 ml with 1:1 isopropanol:water. The pH of this solution was 7.8. The remainder of the reaction mixture was evaporated to a clear melt at 200 degrees 15 centigrade and 1 mm pressure using a Leybold-Heraeus Distact.™. wiped film evaporator operating at a feed rate of 700 ml/hr. The residue was analyzed using a combination of gas and liquid chromatographic techniques as well as NMR spectroscopy and was shown to contain less than 0.2 percent free alcohol and less than 2 percent polar species (HPLC) and an NMR mole ratio of 20 glucose rings to fatty chains of about 1.4. Example 2–8 The same one-liter, four-necked, round-bottomed flask was equipped through its center neck with an overhead mechanical stirrer, through a second neck with a distillation head 25 fitted with an addition funnel and a condenser/receiver/vacuum take-off assembly, through a third neck fitted with a three hole rubber stopper with a capillary nitrogen bleed, a calibrated mercury thermometer and a vacuum tight temperature controller probe, and on the fourth neck with a septum for sampling. The flask was charged with 3.105 moles of the specified alcohol and 136.6 g (0.69 moles) 30 of a commercially available dextrose monohydrate (Staleydex 333, available from A. E. Staley Mfg. Co. at 9.0 percent moisture). The slurry was heated at a vacuum of 30 mm Hg (absolute). Water was released starting at about 57 degrees centigrade and heating was continued until the slurry had reached 110 degrees centigrade At this time 3.2 g
P0000183 EP CPL (0.00345 mole of a commercially available mixture of 50 percent dinonylnaphthalenesulfonic acid in heptane (available from King Industries) was added as a catalyst and the theoretical volume of water distilled at about a linear rate over 8 hours. After stirring an additional hour, a stoichiometric amount of aqueous NaOH (33 percent in 5 H2O) was added. An aliquot of the neutralized reaction mixture (3.39 g, 1 g dissolved substance) was dissolved in a total volume of 10 ml with 1:1 isopropanol:water. The pH of this solution was 7.8. The remainder of the reaction mixture was evaporated to a clear melt at 200 degrees centigrade and 1 mm pressure using a Leybold-Heraeus Distact.™. wiped film evaporator 10 operating at a feed rate of 700 ml/hr. The residue was analyzed using a combination of gas and liquid chromatographic techniques as well as NMR spectroscopy and was shown to contain less than 0.2 percent free alcohol and less than 2 percent polar species (HPLC) and an NMR mole ratio of glucose rings to fatty chains of about 1.4. The hydroxyl value was run on the resultant 15 product and is indicated below.
It will be clearly understood that the alkyl polyglycoside has on average five hydroxyl groups when the d.p. is 1.4. The phosphation can include all five, but in a more preferred embodiment includes between one and three hydroxyl groups. This ratio provides the 20 best degree of water solubility. The most preferred number of hydroxyl groups to amine is 2.
P0000183 EP CPL Step A – making the amino-APG To a flask equipped with agitation, heat, thermometer and nitrogen sparge is added the specified amount of the specified alkyl polyglucoside and enough water to make the final product have a solids of 35 percent by weight. The alkyl polyglucoside is heated to melt. 5 Next, add the specified number of grams of chloro reactant Example 9 is added under good agitation and nitrogen sparge. Next is added 0.5 percent sodium methylate. The percent is by weight and is based upon the total amount of all materials reacted. Nitrogen sparge is simply nitrogen bubbled through the liquid contents of the flask. This keeps the colour light, minimizing oxidation and colour formation. The reaction mass is heated to 10 90–100 degrees centigrade, and is held for 5–8 hours. Testing for the concentration of Chloride ion follows the reaction progress. Once the theoretical value is reached, the reaction is terminated and the product is used without additional purification.
Preferably the amount of choloracetic acid used is more than 200g, more preferably more 15 than 300g, more preferably more than 400g, most preferably more than 700g. Step B Preparation of the Betaine Example 18–25 Method: to a flask equipped with agitation, heat, thermometer and nitrogen sparge is added the entire product of examples for the amino alkyl polyglucoside having a solids of 20 35 percent by weight (examples 10–17). The solution is heated to melt. Next, add the specified number of grams of sodium chloro acetate is added under good agitation and nitrogen sparge. Nitrogen sparge is simply nitrogen bubbled through the liquid contents of the flask. This keeps the colour light, minimizing oxidation and colour formation. The reaction mass is heated to 90–100 degrees centigrade, and is held for 5–8 hours. Testing
P0000183 EP CPL for the concentration of chloride ion follows the reaction progress. Once the theoretical value is reached, the reaction is terminated, and the product is used without additional purification. 5 Reaction with Sodium Chloroacetate.
Preferably the amount of Sodium Chloroacetate reacted is more than 100g, more preferably more than 200g. 10 Without wishing to be bound by theory, it is believed that by carefully increasing the number of betaine moieties in accordance with the present disclosure, a fabric care composition that includes such betaine-functionalised compounds may provide improved dye control during fabric treatment processes, such as wash or rinse cycles. 15 Treatment Adjuncts The compositions of the present disclosure may include a treatment adjunct. The treatment adjuncts may be suitable for delivering a treatment benefit to a target surface, such as a fabric or other textile. Treatment adjuncts, as used herein, may also include agents that facilitate chemical or physical stability in the treatment compositions, such as 20 buffers, structurants/thickeners, and/or carriers. The treatment adjunct(s) may be present in the composition at levels suitable for the intended use of the composition. Typical usage levels range from as low as 0.001 percent
P0000183 EP CPL by weight of composition for adjuncts such as optical brighteners to 50 percent by weight of composition for builders. The treatment adjunct may include a surfactant system including further surfactants, fatty acids and/or salts thereof, enzymes, encapsulated benefit agents, soil release polymers, 5 hueing agents, builders, chelating agents, dye transfer inhibiting agents, dispersants, enzyme stabilizers, catalytic materials, bleaching agents, bleach catalysts, bleach activators, polymeric dispersing agents, soil removal/anti-redeposition agents, polymeric dispersing agents, polymeric grease cleaning agents, amphiphilic copolymers (including those that are free of vinyl pyrrolidone), brighteners, suds suppressors, dyes, hueing 10 agents, perfume, structure elasticizing agents, fabric softeners, carriers, fillers, hydrotropes, solvents, anti-microbial agents and/or preservatives, neutralizers and/or pH adjusting agents, processing aids, fillers, rheology modifiers or structurants, opacifiers, pearlescent agents, pigments, anti-corrosion and/or anti-tarnishing agents, and mixtures thereof. 15 The treatment adjunct may include a surfactant system, an optical brightener, a hueing agent, an alkoxylated polyalkyleneimine polymer, an amphiphilic polymer, a traditional DTI polymer, an external structuring system, or combinations thereof. The treatment adjunct may include an encapsulated benefit agent, which may be encapsulated perfume, preferably where the encapsulated perfume comprises a shell surrounding a core, 20 preferably where the shell is comprises amine compounds and/or acrylate polymers. Surfactant Compositions according to the present invention may comprise a further surfactant or surfactant system wherein the surfactant can be selected from nonionic surfactants, 25 anionic surfactants, cationic surfactants, ampholytic surfactants, further zwitterionic surfactants, semi- polar nonionic surfactants and mixtures thereof. Surfactant levels Compositions of the invention preferably comprises from 0.1 % to 70%, more preferably 2 30 to 60%wt, from 1% to 50% or from 5% to about 40% or from 4 to 30 wt. %.
P0000183 EP CPL Anionic surfactants Preferably, the composition comprises anionic surfactants such as sulfonate and sulfate surfactants, preferably alkylbenzene sulphonates, alkyl sulfates and alkyl ether sulfates. The alkyl chain is preferably C10-C18. Alkyl ether sulfates are also called alcohol ether 5 sulfates. Commonly used in e.g. laundry liquid compositions are C12-C14 alkyl ether sulfates having a straight or branched chain alkyl group having 12 to 14 carbon atoms (C12-14) and containing an average of 1 to 3EO units per molecule. A preferred example is 10 sodium lauryl ether sulfate (SLES) in which the predominantly C12 lauryl alkyl group has been ethoxylated with an average of 3EO units per molecule. Ethoxy units may be partially replaced by propoxy units in anionic and non-ionic surfactants. 15 The anionic surfactant is preferably added to the detergent composition in the form of a salt. Preferred cations are alkali metal ions, such as sodium and potassium. However, the salt form of the anionic surfactant may be formed in situ by neutralization of the acid form of the surfactant with alkali such as sodium hydroxide or an amine, such as mono-, di-, or 20 tri-ethanolamine. Weight ratios are calculated for the protonated form of the surfactant. Further examples of suitable anionic surfactants are rhamnolipids, alpha-olefin sulfonates, olefin sulfonates, alkene sulfonates, alkane-2,3-diylbis(sulfates), hydroxyalkanesulfonates and disulfonates, fatty alcohol sulfates (FAS), paraffin 25 sulfonates, ester sulfonates, sulfonated fatty acid glycerol esters, methyl ester sulfonate alkyl- or alkenylsuccinic acid, dodecenyl/tetradecenyl succinic acid (DTSA), fatty acid derivatives of amino acids, DATEM’s, CITREM’s and diesters and monoesters of sulfo- succinic acid. 30 C16 and/or C18 Alcohol ether sulfates Preferably, the composition comprises alkyl ether sulphate anionic surfactant. Preferably, the alkyl ether sulphate comprises from 12 to 18 carbon atoms. C12 based alkyl ether sulphates are well documented.
P0000183 EP CPL C12 based alkyl ether sulphates are well documented and may be present at any amount from 1 to 30% wt. of the composition. 5 However, a further preferred ether sulfate is of the formula: R2-O-(CH2CH2O)pSO3H Where R2 is selected from saturated, monounsaturated and polyunsaturated linear C16 and C18 alkyl chains and where p is from 3 to 20, preferably 4 to 12, more preferably 5 to 10. The mono-unsaturation is preferably in the 9 position of the chain, where the carbons 10 are counted from the ethoxylate bound chain end. The double bond may be in a cis or trans configuration (oleyl or elaidyl), but is preferably cis. The cis or trans ether sulfate CH3(CH2)7-CH=CH-(CH2)8O-(CH2CH2O)nSO3H, is described as C18:1(Δ9) ether sulfate. This follows the nomenclature CX:Y(ΔZ) where X is the number of carbons in the chain, Y is the number of double bonds and ΔZ the position of the double bond on the 15 chain where the carbons are counted from the OH bound chain end. Preferably, R2 is selected from saturated C16, saturated C18 and monounsaturated C18. More preferably, the saturated C16 is at least 90% wt. of the C16 content linear alkyl. As regards the C18 content, it is preferred that the predominant C18 moiety is C18:1, more 20 preferably C18:1(Δ9). Preferably, the proportion of monounsaturated C18 constitutes at least 50% wt. of the total C16 and C18 alkyl ether sulphate surfactant. More preferably, the proportion of monounsaturated C18 constitutes at least 60% wt., most preferably at least 75 of the total C16 and C18 alkyl ether sulphate surfactant. Preferably, the C16 alcohol ethoxylate surfactant comprises at least 2% wt. and more 25 preferably, from 4% of the total C16 and C18 alkyl ether sulphate surfactant. Preferably, the saturated C18 alkyl ether sulphate surfactant comprises up to 20% wt. and more preferably, up to11% of the total C16 and C18 alkyl ether sulphate surfactant. Preferably the saturated C18 content is at least 2% wt. of the total C16 and C18 alkyl ether sulphate content. 30 Where the composition comprises a mixture of the C16/18 sourced material for the alkyl ether sulphate as well as the more traditional C12 alkyl chain length materials it is preferred that the total C16/18 alkyl ether sulphate content should comprise at least 10%
P0000183 EP CPL wt. of the total alkyl ether sulphate, more preferably at least 50%, even more preferably at least 70%, especially preferably at least 90% and most preferably at least 95% of alkyl ether sulphate in the composition. 5 Ether sulfates are discussed in the Anionic Surfactants: Organic Chemistry edited by Helmut W. Stache (Marcel Dekker 1995), Surfactant Science Series published by CRC press. Linear saturated or mono-unsaturated C20 and C22 ether sulfate may also be present. 10 Preferably the weight fraction of sum of ‘C18 ether sulfate’ / ’C20 and C22 ether sulfate’ is greater than 10. Preferably the C16 and C18 ether sulfate contains less than 15 wt.%, more preferably less than 8 wt.%, most preferably less than 4wt% and most preferably less than 2% wt. of 15 the ether sulfate polyunsaturated ether sulfate. A polyunsaturated ether sulfate contains a hydrocarbon chains with two or more double bonds. Ether sulfate may be synthesised by the sulphonation of the corresponding alcohol ethoxylate. The alcohol ethoxylate may be produced by ethoxylation of an alkyl alcohol. 20 The alkyl alcohol used to produced the alcohol ethoxylate may be produced by transesterification of the triglyceride to a methyl ester, followed by distillation and hydrogenation to the alcohol. The process is discussed in Journal of the American Oil Chemists' Society.61 (2): 343–348 by Kreutzer, U. R. Preferred alkyl alcohol for the reaction is oleyl alcohol with an iodine value of 60 to 80, preferably 70 to 75, such alcohol 25 are available from BASF, Cognis, Ecogreen. The degree of polyunsaturation in the surfactant may be controlled by hydrogenation of the triglyceride as described in: A Practical Guide to Vegetable Oil Processing (Gupta M.K. Academic Press 2017). Distillation and other purification techniques may be used. 30 Ethoxylation reactions are described in Non-Ionic Surfactant Organic Chemistry (N. M. van Os ed), Surfactant Science Series Volume 72, CRC Press. Preferably the ethoxylation reactions are base catalysed using NaOH, KOH, or NaOCH3. Even more preferred are catalyst which provide narrower ethoxy distribution than NaOH,
P0000183 EP CPL KOH, or NaOCH3. Preferably these narrower distribution catalysts involve a Group II base such as Ba dodecanoate; Group II metal alkoxides; Group II hyrodrotalcite as described in WO2007/147866. Lanthanides may also be used. Such narrower distribution alcohol ethoxylates are available from Azo Nobel and Sasol. 5 Preferably the narrow ethoxy distribution has greater than 70 wt.%, more preferably greater than 80 w.t% of the ether sulfate R2-O-(CH2CH2O)pSO3H in the range R2-O- (CH2CH2O)zSO3H to R2-O-(CH2CH2O)wSO3H where q is the mole average degree of ethoxylation and x and y are absolute numbers, where z = p-p/2 and w = p+p/2. For example when p=6, then greater than 70 wt.% of the ether sulfate should consist of ether 10 sulfate with 3, 4, 5, 6, 7, 8, 9 ethoxylate groups. The ether sulfate weight is calculated as the protonated form: R2-O-(CH2CH2O)pSO3H. In the formulation it will be present as the ionic form R2-O-(CH2CH2O)pSO3⁻ with a corresponding counter ion, preferred counter ions are group I and II metals, amines, most 15 preferably sodium. Methyl Ester Ethoxylate (MEE) Preferably, the composition comprises methyl ester ethoxylate surfactant of the form: R3(-C=O)-O-(CH2CH2-O)n-CH3 20 where R3COO is a fatty acid moiety, such as oleic, stearic, palmitic. Fatty acid nomenclature is to describe the fatty acid by 2 numbers A:B where A is the number of carbons in the fatty acid and B is the number of double bonds it contains. For example oleic is 18:1, stearic is 18:0 and palmitic 16:0. The position of the double bond on the chain may be given in brackets, 18:1(9) for oleic, 18:2 (9,12) for linoleic where 9 if the 25 number of carbons from the COOH end. The integer n is the mole average number of ethoxylates Methyl Ester Ethoxylates (MEE) are described in chapter 8 of Biobased Surfactants 30 (Second Edition) Synthesis, Properties, and Applications Pages 287-301 (AOCS press 2019) by G.A. Smith; J.Am.Oil. Chem.Soc. vol 74 (1997) page 847-859 by Cox M.E. and Weerasooriva U; Tenside Surf.Det. vol 28 (2001) page by 72-80 by Hreczuch et al; by C. Kolano. Household and Personal Care Today (2012) page 52-55; J.Am.Oil. Chem.Soc.
P0000183 EP CPL vol 72 (1995) page 781-784 by A.Hama et al. MEE may be produced the reaction of methyl ester with ethylene oxide, using catalysts based on calcium or magnesium. The catalyst may be removed or left in the MEE. An alternative route to preparation is transesterification reaction of a methyl ester or 5 esterification reaction of a carboxylic acid with a polyethylene glycol that is methyl terminated at one end of the chain. The methyl ester may be produced by transesterification reaction of methanol with a triglyceride, or esterification reaction of methanol with a fatty acid. Transesterification 10 reactions of a triglyceride to fatty acid methyl esters and glycerol are discussed in Fattah et al (Front. Energy Res., June 2020, volume 8 article 101) and references therein. Common catalysts for these reactions include sodium hydroxide, potassium hydroxide, and sodium methoxide. Esterase and lipases enzyme may also be used. Triglycerides occur naturally in plant fats or oils, preferred sources are rapeseed oil, castor oil, maize 15 oil, cottonseed oil, olive oil, palm oil, safflower oil, sesame oil, soybean oil, high steric/high oleic sunflower oil, high oleic sunflower oil, non-edible vegetable oils, tall oil and any mixture thereof and any derivative thereof. The oil from trees is called tall oil. Used food cooking oils may be utilised. Triglycerides may also be obtained from algae, fungi, yeast or bacteria. Plant sources are preferred. 20 Distillation and fractionation process may be used in the production of the methyl ester or carboxylic acid to produce the desired carbon chain distribution. Preferred sources of triglyceride are those which contain less than 35%wt polyunsaturated fatty acids in the oil before distillation, fractionation, or hydrogenation. 25 Fatty acid and methyl ester may be obtained from Oleochemical suppliers such as Wilmar, KLK Oleo, Unilever oleochemical Indonesia. Biodiesel is methyl ester and these sources may be used. When ESB is MEE preferably has a mole average of from 8 to 30 ethoxylate groups (EO), 30 more preferably from 10 to 20. The most preferred ethoxylate comprises 12 to 18EO. Preferably, at least 10% wt., more preferably at least 30% wt. of the total C18:1 MEE in the composition has from 9 to 11EO, even more preferably at least 10wt% is exactly
P0000183 EP CPL 10EO. For example when the MEE has a mole average of 10EO then at least 10 wt.% of the MEE should consist of ethoxylate with 9, 10 and 11 ethoxylate groups. The methyl ester ethoxylate preferably has a mole average of from 8 to 13 ethoxylate groups (EO). The most preferred ethoxylate has a mol average of from 9 to 11EO, even 5 more preferably 10EO. When the MEE has a mole average of 10EO then at least 10 wt.% of the MEE should consist of ethoxylate with 9, 10 and 11 ethoxylate groups. In the context of the wider MEE contribution, it is preferred that at least 40wt% of the total MEE in the composition is C18:1. 10 In addition, it is preferred that the MEE component also comprises some C16 MEE. Accordingly, it is preferred that the total MEE component comprises from 5 to 50% wt. total MEE, C16 MEE. Preferably the C16 MEE is greater than 90wt%, more preferably greater than 95wt% C16:0. 15 Further, it is preferred that the total MEE component comprises less than 15% wt, more preferably less than 10wt%, most preferably less than 5wt% total MEE of polyunsaturated C18, i.e. C18:2 and C18:3. Preferably C18:3 is present at less than 1 wt%, more preferably less than 0.5wt%, most preferably essentially absent. The levels of polyunsaturation may be controlled by distillation, fractionation or partial hydrogenation of 20 the raw materials (triglyceride or methyl ester) or of the MEE. Further, it is preferred that the C18:0 component is less than 10wt% by weight of the total MEE present. Further, it is preferred that the components with carbon chains of 15 or shorter comprise 25 less than 4wt% by weight of the total MEE present. A particularly preferred MEE has 2 to 26 wt.% of the MEE C16:0 chains, 1 to 10 wt.% C18:0 chains, 50 to 85 wt.% C18:1 chains and 1 to 12 wt.% C18:2 chains. Preferred sources for the alkyl groups for the MEE include methyl ester derived from distilled palm oil and distilled high oleic methyl ester derived from palm kernel oil, partially 30 hydrogenated methyl ester of low euric rapeseed oil, methyl ester of high oleic sunflower oil, methyl ester of high oleic safflower oil and methyl ester of high oleic soybean oil.
P0000183 EP CPL High Oleic oils are available from DuPont (Plenish high oleice soybean oil), Monsanto (Visitive Gold Soybean oil), Dow (Omega-9 Canola oil, Omega-9 sunflower oil), the National Sunflower Association and Oilseeds International. Preferably the double bonds in the MEE are greater than 80wt% in the cis configuration. 5 Preferably the 18:1 component is oleic. Preferably the 18:2 component is linoleic. The methyl group of the methyl ester may be replace by an ethyl or propyl group. Methyl is most preferred. Preferably, the methyl ester ethoxylate comprises from 0.1 to 95% wt. of the composition methyl ester ethoxylate. More preferably the composition comprises from 2 to 40% MEE 10 and most preferably from 4 to 30% wt. MEE. Preferably, the composition comprises at least 50% wt. water but this depends on the level of total surfactant and is adjusted accordingly. Anionic surfactant weights are calculated as the protonated form. 15 Linear Alkyl Benzene Sulfonate Preferably, the composition comprises anionic surfactant LAS (linear alkyl benzene sulphonate). Suitable alkyl benzene sulphonate (LAS) may be obtained, by sulphonating commercially available linear alkyl benzene (LAB); suitable LAB includes low 2-phenyl LAB, such as those supplied by Sasol under the tradename Isochem(R) or those supplied 20 by Petresa under the tradename Petrelab(R), other suitable LAB include high 2 -phenyl LAB, such as those supplied by Sasol under the tradename Hyblene(R). A suitable anionic detersive surfactant is alkyl benzene sulphonate that is obtained by DETAL catalyzed process, although other synthesis routes, such as HF, may also be suitable. In one aspect a magnesium salt of LAS is used. 25 Suitable linear alkylbenzene sulfonates include those with an alkyl chain length of from 10 to 18, preferably 11 to 15 carbon atoms, more preferably with an average chain length of C12. Each alkyl chain homologue consists of a mixture of all the possible sulfophenyl isomers except for the 1-phenyl isomer. LAS is normally formulated into compositions in 30 acid (i.e. HLAS) form and then at least partially neutralized in-situ. LAS is normally formulated into compositions in acid (i.e. HLAS) form and then at least partially neutralized in-situ. Preferably, linear alkyl benzene sulphonate surfactant is
P0000183 EP CPL present at from 1 to 20% wt., more preferably from 2 to 15% wt. of the composition, most preferably 8 to 12 wt.%. Nonionic surfactants 5 Preferably, the composition comprises nonionic surfactant including the any of alcohol ethoxylates, alkoxylated fatty acid alkyl esters, alkylpolyglycosides (APGs), alkoxylated amines, ethoxylated glycerol esters, fatty acid monoethanolamides, fatty acid diethanolamides, ethoxylated fatty acid monoethanolamides, propoxylated fatty acid monoethanolamides, polyhydroxyalkyl fatty acid amides, or N-acyl N-alkyl derivatives of 10 glucosamine, polysorbates (TWEENS) or mixtures thereof. A composition of the invention may contain amphoteric (zwitterionic) and/or cationic surfactants) alone or in addition to the non-soap anionic and/or nonionic surfactants described above. 15 Specific cationic surfactants include C8 to C18 alkyl dimethyl ammonium halides and derivatives thereof in which one or two hydroxyethyl groups replace one or two of the methyl groups, and mixtures thereof. 20 Cationic surfactants include quaternary ammonium compounds. Specific amphoteric (zwitterionic) surfactants include amine oxides e.g. alkyl amine oxides, having alkyl radicals containing from about 8 to about 22 carbon atoms preferably selected from C12, C14, C16 ,C18 and C18:1, the term “alkyl” being used to include the 25 alkyl portion of higher acyl radicals. Preferred amine oxides are alkyl dimethyl amine oxide and alkyl amido propyl dimethyl amine oxide, more preferably alkyl dimethyl amine oxide. Especially preferred are lauryl dimethylamine oxide, coco dimethyl amine oxide and coco amido propyl dimethyl amine 30 oxide. Some compositions e.g. hard surface cleaning compositions may be free from anionic surfactant, e.g. cationic actives e.g. quaternary ammonium compounds.
P0000183 EP CPL Some compositions such as fabric softening compositions may comprise low levels (less than 4%wt) or may be free from anionic or cationic surfactant. 5 The composition may comprise a fabric softening active. These may be any material known to soften fabrics. These may be polymeric materials or compounds known to soften materials. Examples of suitable fabric softening actives include: quaternary ammonium compounds, silicone polymers, polysaccharides, clays, amines, fatty esters, fatty N-oxides, dispersible polyolefins, polymer latexes and mixtures thereof. 10 The fabric softening actives may preferably be cationic or non-ionic materials. Preferably, the fabric softening actives of the present invention are cationic materials. The preferred softening actives for use in fabric conditioner compositions of the invention are quaternary ammonium compounds (QAC). Most preferably the quaternary ammonium compounds 15 are tri-ethanol amine quaternary ammonium (TEA) compounds. The quaternary ammonium compounds may comprise fatty acid chains from any suitable source, preferably palm oil or tallow. It may be preferred that the fatty acid chains are sourced from plant sources. 20 Product Form Composition may take any suitable form including liquids or solids and may include unit dose formulations e.g. composition enclosed within a water-soluble polymeric film, delayed delivery formulation, dilutable formulations, compositions contained on or in a porous substrate or nonwoven sheet, liquids in bulk storage for autodosing washing 25 machines, and other suitable forms. Dilutable means that the consumer can purchase a concentrated product and take the concentrate home where it can be diluted for use. Liquid compositions “Liquid” compositions have a continuous phase or predominant part of the composition in 30 the form of a liquid and are flowable at 15°C and above. Accordingly, the term “liquid” may encompass emulsions, suspensions, and compositions having flowable yet stiffer consistency, known as gels or pastes.
P0000183 EP CPL Liquids may be provided in bulk storage reservoirs, typically for auto-dosing washing machines. Bulk storage reservoirs hold multiple doses (i.e. for multiple washing cycle), preferably from 80ml – 3000 ml of liquid. A typical example of such a machine is found in EP-A-3071742 (Electrolux). Bulk storage reservoirs may be provided as pre-filled 5 cartridges or the consumer may purchase liquids in a e.g. pouch and then empty the contents into a bulk storage reservoir of the washing machine. Liquid compositions may contain from 10-80wt% water but this is dependent on the level of surfactant. 10 Solid compositions can take a variety of physical solid forms including forms such as powder, granule, ribbon, noodle, paste, tablet, flake, pastille and bar, and preferably the composition is in the form of powder, granules or a tablet. Solid compositions may preferably be in a form selected from powder, unit dose or pouch form, tablet, bar, or 15 flake. Solid compositions preferably have a density of more than 350 grams/litre, more preferably more than 450 grams/litre or even more than 570 grams/litre. 20 Solid laundry detergent compositions according to the present invention are preferably free flowing. Preferably the composition is used for laundering fabrics using manual- washing method. Preferably, the composition of the present invention is a solid laundry detergent composition. Preferably the composition is in the form of a spray -dried powder or particulate free-flowing form. 25 Viscosity The viscosity of liquid compositions is preferably from 1 to about 10,000 mPa.s at 25°C at a shear rate of 21 sec-1. This shear rate is the shear rate that is usually exerted on the liquid when poured from a bottle. 30 In some cases, e.g.laundry detergent liquids the viscosity is preferably from 1 to about 10,000 mPa.s at 25°C at a shear rate of 21 sec-1 Pourable liquid detergent compositions
P0000183 EP CPL preferably have a viscosity of from 200 to 1,500 mPa.s, preferably from 200 to 700 mPa.s. In some cases e.g. hard surface cleaners preferably have a viscosity at 25°C of 1 to 1000 5 mPa.s @ 20 s-1. The viscosity is measured using an AR 1000 Rheometer (TA instruments) using a 4 cm, 2° cone-plate geometry @ 20 s-1 and 25°C. Depending on the required use characteristics the composition may be more or less viscous. For example, a more water thin viscosity is desired if the composition is to be used in a trigger spray bottle. If dispensed from a squeeze bottle, a more viscous consistency may be desired. A 10 more viscous viscosity may also be desired if the cleaning product is a toilet cleaning product. Preferably the composition has a viscosity of 100 to 700 mPa.s @ 20 s-1 and more preferably of 200 to 600 mPa.s @ 20 s-1. The desired viscosity can suitably be obtained by known methods like for example the use of a viscosity modifying agent. Water levels depend on the level of total surfactant and is adjusted accordingly. 15 Compositions, such as hard surface cleaning compositions may be aqueous that is to say, the composition comprises water. The amount of water will depend on the desired concentration of the other ingredients but will at least be 75 wt%, like for example at least 85 wt% or at least 90 wt%, but typically not more than 99 wt%. The amount of water 20 preferably is from 80 to 99 wt%, more preferably 80 to 95 wt% and even more preferably 85 to 95 wt%. Optional Ingredients The compositions of the present invention may contain further optional home care 25 ingredients including further surfactants, builders, sequestrants, organic acids, preformed peracids, polymeric dispersing agents, clay soil removal/anti-redeposition agents, dye transfer inhibiting agents, alkoxylated cationic or zwitterionic di or polyamine polymers, anti-redeposition polymers e.g. alkoxylated polyamines, soil release polymers, dispersants, enzymes, and enzyme stabilizers, catalytic materials, bleach activators, 30 thickening polymers, foam boosters, antifoams, insect repellents, dyes e.g. shading or hueing dyes, preservatives (e.g., bactericides), pH buffering agents, perfume, perfume delivery systems including perfume microcapsules preferably with cationic deposition aids, hydrotropes, carriers, structure elasticizing agents, polyelectrolytes, processing aids,
P0000183 EP CPL solvents and/or pigments and mixtures thereof, anti-wrinkle agents, anti-shrinking agents, anti-oxidants, anti-corrosion agents, drape imparting agents, anti-static agents, ironing aids, antifoams, colourants, pearlisers and/or opacifiers, processing aids, e.g. electrolytes, hygiene agents, such as anti-bacterials and antifungals e.g. quaternary 5 ammonium compound, organic acid, hydrogen peroxide or chloroxylenol, skin benefit agents, anti-redeposition agents, sunscreens, or any combination thereof. External Structurants for liquid detergents Compositions of the invention may have their rheology further modified by use of one or 10 more external structurants which form a structuring network within the composition. Examples of such materials include crystallizable glycerides such as hydrogenated castor oil; microfibrous cellulose and citrus pulp fibre. The presence of an external structurant may provide shear thinning rheology and may also enable materials such as encapsulates and visual cues to be suspended stably in the liquid. 15 The composition preferably comprises a crystallizable glyceride. The crystallizable glyceride is useful in forming an external structuring system as described in WO2011/031940, the contents of which, in particular as regards manufacture of the ESS are incorporated by reference. Where an ESS is present it is preferred that the ESS of the present invention preferably comprises: (a) crystallizable 20 glyceride(s); (b) alkanolamine; (c) anionic surfactant; (d) additional components; and (e) optional components.
Claims
P0000183 EP CPL Claims 1. A fabric treatment composition comprising a betaine-functionalised APG comprising the structure (I):
5 wherein; R is alkyl having 8 to 22 carbon atoms; R1, R2, R3, and R4 are independently selected from the group consisting of:
and H, and wherein 3 or more of the R groups R1, R2, R3, and R4 is:
10 and the structure (II):
P0000183 EP CPL
wherein; R is alkyl having 8 to 22 carbon atoms; 5 R5, R6, R7, R8; R9, R10 and R11 are independently selected from the group consisting of
and H, 10 wherein 3 or more of the R groups R5, R6, R7, R8; R9, R10 and R11 are
2. A fabric treatment composition according to claim 1 comprising a further surfactant. 15 3. A fabric treatment composition according to any of claims 1 –2 wherein the further surfactant is an anionic and/or a non-ionic surfactant.
P0000183 EP CPL 4. A fabric treatment composition according to any of claims 1 –3 wherein any additional dye transfer (DTI) compounds or polymers present in the composition with less than 5%wt, more preferably less than 2%wt. even more preferably less than1%wt and most preferably they are present at zero %wt. 5 5. A method of reducing dye transfer from a coloured or dyed fabric to another fabric during exposure to aqueous substrate treatment solutions, the method comprising the step of treating fabric with a composition of any of claims 1 – 4. 6. Use of a fabric treatment composition comprising a betaine-functionalised compound according to any of claims 1-4 to reduce dye transfer from a coloured 10 or dyed fabric to another fabric during a washing process.
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WO2001057168A1 (en) * | 2000-02-03 | 2001-08-09 | Goldschmidt Chemical Company | Speciality surfactants used as dye transfer inhibition agents |
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WO2007147866A1 (en) | 2006-06-23 | 2007-12-27 | Akzo Nobel N.V. | Process for preparation of alkoxylated alkylamines / alkyl ether amines with peaked distribution |
WO2011031940A1 (en) | 2009-09-14 | 2011-03-17 | The Procter & Gamble Company | External structuring system for liquid laundry detergent composition |
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WO2001057168A1 (en) * | 2000-02-03 | 2001-08-09 | Goldschmidt Chemical Company | Speciality surfactants used as dye transfer inhibition agents |
US6958315B1 (en) * | 2003-09-24 | 2005-10-25 | Colonial Chemical | Amphoteric surfactants based upon alkyl polyglucoside |
WO2007147866A1 (en) | 2006-06-23 | 2007-12-27 | Akzo Nobel N.V. | Process for preparation of alkoxylated alkylamines / alkyl ether amines with peaked distribution |
WO2011031940A1 (en) | 2009-09-14 | 2011-03-17 | The Procter & Gamble Company | External structuring system for liquid laundry detergent composition |
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