WO2023057322A1 - Composition - Google Patents

Composition Download PDF

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Publication number
WO2023057322A1
WO2023057322A1 PCT/EP2022/077230 EP2022077230W WO2023057322A1 WO 2023057322 A1 WO2023057322 A1 WO 2023057322A1 EP 2022077230 W EP2022077230 W EP 2022077230W WO 2023057322 A1 WO2023057322 A1 WO 2023057322A1
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WO
WIPO (PCT)
Prior art keywords
alkyl
composition
las
fragrance
surfactant
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PCT/EP2022/077230
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English (en)
Inventor
Venkataraghavan Rajanarayana
Original Assignee
Unilever Ip Holdings B.V.
Unilever Global Ip Limited
Conopco, Inc., D/B/A Unilever
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Publication date
Application filed by Unilever Ip Holdings B.V., Unilever Global Ip Limited, Conopco, Inc., D/B/A Unilever filed Critical Unilever Ip Holdings B.V.
Publication of WO2023057322A1 publication Critical patent/WO2023057322A1/fr

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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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
    • 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
    • C11D3/50—Perfumes

Definitions

  • the present invention relates to improved detergent compositions.
  • WO 2017/027271 discloses methods for producing detergent compounds from waste plastic feedstocks. More specifically, the invention relates to methods for producing detergent intermediates, including alkylbenzenes, paraffins, olefins, oxo alcohols, and surfactant derivatives thereof from waste plastic feedstock.
  • WO 2020/178597 (Oxford Sustainable Fuels Ltd) discloses a process for upgrading a pyrolysis oil derived from plastic or rubber.
  • LAS linear alkyl benzene sulphonate
  • the LAS produced is complex mix of compounds with varying chain length and isomers.
  • the properties of LAS are determined by the composition of the mixture. This is particularly key when used in laundry liquid detergent, as small changes in structure can dramatically change the product viscosity and stability.
  • Plastic waste is a key issue. Many plastics cannot be recycled by mechanical means, an alternative is chemical recycling. In chemical recycling the plastic is pyrolysed to produce pyrolysis oil, a complex mixture of aromatics, alkanes, cycloalkanes, alkenes, cycloalkenes and oxygenates. Chemical recycling of plastic waste: Bitumen, solvents and polystyrene from pyrolysis oil in H/aste Management 118 (2020) 139-147 by Baene-Gonzalez et al illustrates a typical product mix from pyrolysis oil.
  • Agricutural and waste products such as oils, plant shells and husks may also be used to make pyrolysis oil.
  • pyrolysis oil Once produced pyrolysis oil may be distilled to give the necessary raw materials to make LAS.
  • the LAS so produced is not of the same specification as the petrochemical produced LAS due to the presence of minor components, that cannot be removed from the pyrolysis oil, such as low levels of other aromatics than benzene for example styrene and styrene derivatives. This difference means that pyrolysis produced LAS cannot be simply interchanged with petrochemical LAS due to the change in component make-up.
  • the amount of pyrolysis-based LAS is such that it compensates for the plastic packing used to transport the liquid detergent, by a factor of greater than 1 , more preferably great than 10, most preferably greater than 100 times.
  • LAB is typically manufactured using petroleum feedstocks on a large scale by the petroleum industry.
  • LAB is converted to LAS by smaller industrial plants before being incorporated as LAS acid in detergent compositions.
  • the LAS acid is neutralised by a counterions with alkali metal salts or ammoniacal salts.
  • LAS The key to LAS’s success in detergent formulations is that it is a varied mixture of components. Variety resides in the number of carbon atoms in the alkyl chain as well as the point in the alkyl chain that the alkyl chain is linked to the benzene ring. There also exist isomers of LAS for example the 2-phenyl isomer which appears relevant to the overall performance of LAS in use.
  • the variety of materials present in a LAS batch also figures in the supply chain.
  • the LAS, (or more correctly LAB) produced is influenced by the feedstock. Different petroleum feedstocks will produce different LAB mixtures. In the consumer products industry this is managed with reference to a specification which covers a range of LAB characteristics. The specification is designed to ensure that no matter the actual nature of any one sample, that it is able to function as required in a detergent formulation.
  • a detergent formulation Functioning in a detergent formulation, in particular a liquid formulation is also important, not just for the detergency benefit provided by the LAS but the influence on the performance of other materials in the liquid laundry detergent composition.
  • Fragrances, surfactants, fluorescers and preservatives are heavily influenced by the nature of LAS and the specification is designed to ensure that these materials are not unduly affected by the varying nature of the LAS. For this reason the incorporation of different feedstocks into the supply chain, while desirable, has huge consequences on the performance of LAS and also the other materials commonly found in laundry compositions.
  • a detergent composition comprising verdyl acetate and linear alkyl benzene sulphonate (LAS) obtained from waste plastic feedstock.
  • LAS linear alkyl benzene sulphonate
  • the detergent composition comprises verdyl acetate and linear alkyl benzene sulphonate (LAS) obtained from petroleum feedstock and LAS obtained from waste plastic feedstock.
  • LAS verdyl acetate and linear alkyl benzene sulphonate
  • waste plastic feedstock can be incorporated into the detergent composition without any undue effect on the fragrance ingredients in the formulation.
  • the compositions remains hedonically stable and the performance of some ingredients is improved.
  • the performance of a number of the ingredients is improved.
  • the surfactant component which preferably also comprises alkyl ether sulphate and/or alcohol ethoxylate.
  • the performance of these ingredients is diminished.
  • the laundry composition comprises from 1 to 40% LAS, more preferably from 2 to 10% wt. LAS.
  • the LAS obtained from waste plastic source comprises from 0.1 to 15%, preferably from 1 to 8% wt. of the total LAS present.
  • the LAS obtained from waste plastic feedstock comprises alkyl chains with an average chain length from 8 to 14 carbons, more preferably from 10 to 13 and most preferably from 11 to 12.
  • at least 30% wt. of the LAS obtained from waste plastic feedstock comprises alkyl chains with 12 carbons.
  • at least 30% wt. of the LAS obtained from waste plastic feedstock comprises alkyl chains with 11 carbons.
  • the pyrolysis LAS is made via an alkylation reaction of benzene with an n-alkyl, then sulphonation.
  • alkyl chains obtained from the pyrolysis oil and used to make the LAS have a distillation range of 174 to 220°C.
  • the wt. ratio of (A):(B) is from 2:1 to 1 :2, more preferably from 3:2 to 1 :2, most preferably 5:4 to 4:5 in the pyrolysis LAS.
  • these two isomers represent from 20 to 70wt% of the pyrolysis LAS, more preferably from 30 to 40wt%.
  • nonbenzene aromatics based side products may be produced, for example addition of the alkyl chain to styrene or addition of styrene to benzene.
  • Toluene based products are another example.
  • LAS adducts with non-benzene aromatics are less than 2wt% of the pyrolysis LAS.
  • LAS adducts with styrene are less than 1wt% of the pyrolysis LAS.
  • Styrene monomers may be removed from pyrolysis oil by for example distillation or polymerisation and extraction.
  • the benzene required for LAS synthesis is obtained from pyrolysis oil and the alkyl from plant sources.
  • Olefiin can be obtained from plant oils by metathesis reactions as described in Angewandte Chemie International Edition ; 51 (2012), 24. - S. 5802-5808 by Samir Chikkali and Stefan Mecking.
  • both the benzene component and the alkyl component are obtained from waste plastic sources.
  • the composition comprises verdyl acetate.
  • the verdyl acetate is preferably present at from 1 to 20% wt. of the total free fragrance present in the composition.
  • free fragrance is meant fragrance which is not encapsulated as part of a delayed or controlled release mechanism.
  • the composition preferably comprises octahydro tetramethyl acetophenone (OTNE).
  • OTNE octahydro tetramethyl acetophenone
  • the OTNE is preferably present at from 1 to 40% wt. , more preferably from 10 to 35% wt. of the total free fragrance present in the liquid laundry composition.
  • free fragrance is meant fragrance which is not encapsulated as part of a delayed or controlled release mechanism.
  • the OTNE comprises octahydro-2', 3', 8', 8'-tetramethyl-(2')-acetonaphthone and/or octahydro-2', 3', 8', 8'- tetramethyl-(3')-acetonaphthone.
  • the composition comprises dihydromyrcenol.
  • the dihydromyrcenol is present at from 1 to 40% wt., more preferably from 10 to 35% wt. of the total free fragrance present in the liquid laundry composition.
  • free fragrance is meant fragrance which is not encapsulated as part of a delayed or controlled release mechanism.
  • the composition is contained in a container which comprises from 1 to 100% wt., more preferably from 20 to 100, and most preferably from 50 to 100% post-consumer recycled resin (PCR).
  • PCR post-consumer recycled resin
  • the laundry composition according to any preceding claim contained within a water- soluble capsule.
  • the detergent composition is a laundry liquid detergent composition, a powder laundry detergent composition or a liquid dishwash composition.
  • fragrance performance/choice Improvement in fragrance performance/choice are also highly desirable. Fragrances are often the most persuasive sensory component in a product and the behaviour of fragrances are strictly controlled such that too much does not leave the product such that none remains to be deposited on the fabrics during washing. Not enough leaving the product leads to a product with poor hedonics. In particular, we have found that performance benefits are seen with using di hydromyrcenol (DHM), a specific fragrance component when using waste plastic feedstock based surfactant raw materials.
  • DAM di hydromyrcenol
  • Improvement in visuals, in particular colour perception through film is also a sensitive formulation constraint.
  • the light absorbance spectrum of a product is a key factor in a product’s colour stability. Not only can this lead to a variety in colour offerings between different products (where different products are affected differently by extraneous ultraviolet light, e.g. from the sun) but also the physical behaviour, in particular physical stability.
  • Viscosity is also a key physical characteristic that can be affected by a change in raw material.
  • a higher viscosity means improved product use confidence.
  • Components that can deliver a higher viscosity without having to add expensive viscosity modifiers are highly desired.
  • composition is a laundry liquid composition it is preferred that the composition comprises from 50 to 95% wt. of the composition water. More preferably, the composition comprises from 70 to 90% water.
  • the composition may also be a gel as well as a liquid.
  • the product may be a liquid it may be a dilutable composition or an auto-dose composition.
  • An auto-dose composition is one which is contained within a cartridge or such like and dispensed from within the washing machine when required.
  • the product is a dilutable it means that the consumer can purchase a concentrated product and take the concentrate home where it can be diluted to form a regular liquid laundry product.
  • the dilution may require anything from 1 to 10 parts water to one part concentrate.
  • a dilutable composition is one which is purchased by the consumer as a concentrate and diluted in the domestic environment to form a further liquid product which can be stored.
  • managing the viscosity is vital as any change in rheological behaviour perceived by the consumer is regarded as product inferiority.
  • Ingredients which help manage the viscosity are highly desirable. Alcohol ethoxylates
  • the composition preferably comprises a non-ionic surfactant.
  • a non-ionic surfactant Preferably the composition comprises from 0.1 to 20% wt. non-ionic surfactant based on the total weight of composition.
  • nonionic surfactants include, for example, polyoxyalkylene compounds, i.e. the reaction product of alkylene oxides (such as ethylene oxide or propylene oxide or mixtures thereof) with starter molecules having a hydrophobic group and a reactive hydrogen atom which is reactive with the alkylene oxide.
  • starter molecules include alcohols, acids, amides or alkyl phenols. Where the starter molecule is an alcohol, the reaction product is known as an alcohol alkoxylate.
  • the polyoxyalkylene compounds can have a variety of block and heteric (random) structures.
  • the blocks can comprise a single block of alkylene oxide, or they can be diblock alkoxylates or triblock alkoxylates.
  • the blocks can be all ethylene oxide or all propylene oxide, or the blocks can contain a heteric mixture of alkylene oxides.
  • examples of such materials include Cs to C22 alkyl phenol ethoxylates with an average of from 5 to 25 moles of ethylene oxide per mole of alkyl phenol; and aliphatic alcohol ethoxylates such as Cs to Cis primary or secondary linear or branched alcohol ethoxylates with an average of from 2 to 40 moles of ethylene oxide per mole of alcohol.
  • a preferred class of additional nonionic surfactant for use in the invention includes aliphatic C12 to C15 primary linear alcohol ethoxylates with an average of from 3 to 20, more preferably from 5 to 10 moles of ethylene oxide per mole of alcohol.
  • the alcohol ethoxylate may be provided in a single raw material component or by way of a mixture of components.
  • Anionic Surfactant are described in Anionic Surfactants Organic Chemistry (Surfactant Science Series Volume 56) edited By H.WStache (Marcel Dekker 1996).
  • Non-soap anionic surfactants for use in the invention are typically salts of organic sulfates and sulfonates having alkyl radicals containing from about 8 to about 22 carbon atoms, the term “alkyl” being used to include the alkyl portion of higher acyl radicals. Examples of such materials include alkyl sulfates, alkyl ether sulfates, alkaryl sulfonates, alpha-olefin sulfonates and mixtures thereof.
  • the alkyl radicals preferably contain from 10 to 18 carbon atoms and may be unsaturated.
  • the alkyl ether sulfates may contain from one to ten ethylene oxide or propylene oxide units per molecule, and preferably contain one to three ethylene oxide units per molecule.
  • the counterion for anionic surfactants is generally an alkali metal such as sodium or potassium; or an ammoniacal counterion such as monoethanolamine, (MEA) diethanolamine (DEA) or triethanolamine (TEA). Mixtures of such counterions may also be employed. Sodium and potassium are preferred.
  • compositions according to the invention may include alkylbenzene sulfonates, particularly linear alkylbenzene sulfonates (LAS) with an alkyl chain length of from 10 to 18 carbon atoms.
  • LAS linear alkylbenzene sulfonates
  • Commercial LAS is a mixture of closely related isomers and homologues alkyl chain homologues, each containing an aromatic ring sulfonated at the “para" position and attached to a linear alkyl chain at any position except the terminal carbons.
  • the linear alkyl chain typically has a chain length of from 11 to 15 carbon atoms, with the predominant materials having a chain length of about 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 acid (i.e. HLAS) form and then at least partially neutralized in-situ.
  • alkyl sulfate surfactant may be used, such as non-ethoxylated primary and secondary alkyl sulphates with an alkyl chain length of from 10 to 18.
  • alkyl ether sulfates having a straight or branched chain alkyl group having 10 to 18, more preferably 12 to 14 carbon atoms and containing an average of 1 to 3EO units per molecule.
  • a preferred example is sodium lauryl ether sulfate (SLES) in which the predominantly C12 lauryl alkyl group has been ethoxylated with a mole average of 3EO units per molecule.
  • the alkyl ether sulphate may be provided in a single raw material component or by way of a mixture of components.
  • Octahydrotetramethyl acetophenone is a desirable synthetic fragrance component which delivers a particularly attractive sandalwood and cedarwood fragrance effect to consumables.
  • OTNE is the abbreviation for the fragrance material with CAS numbers 68155-66-8, 54464-57-2 and 68155-67-9 and EC List number 915-730-3.
  • the OTNE is present as a multiconstituent isomer mixture containing:
  • the invention has to do with amber-like fragrance compositions for use in perfumery composed of octahydro-2', 3', 8', 8'-tetramethyl-(2' or 3')-acetonaphthones in which a majority of said acetonaphthones contains the double bond in the 9'-10' position.
  • the fragrance Molecule 01 is a specific isomer of OTNE, commercially available from IFF.
  • Another commercially available fragrance Escentric 01 contains OTNE but also ambroxan, pink pepper, green lime with balsamic notes like benzoin mastic and incense.
  • commercially available fragrance raw materials comprise from 1 to 8% wt. of the fragrance raw material OTNE.
  • the detergent composition comprises 0.01 to 0.2% wt. of the composition OTNE as described above. More preferably, from 0.07 to 0.15% wt. of the composition OTNE.
  • the composition is stored in a moulded article.
  • a moulded article comprises post-consumer recycled material.
  • the moulded article is preferably a container such as a bottle for containing a fluid product.
  • Preferred fluid products include cleaning compositions for the home and body and which are usually fragranced and comprise surfactant components. Having an improved container material is thus highly advantageous since PCR often interacts with such sensitive components. Further, it is extremely undesirable that such containers are prone to stress damage.
  • the moulded article is preferably blow moulded.
  • Blow moulding involves the formation of a parison or preform which is placed and clamped into the mould. Air is passed into the parison/preform to expand the parison/preform such that it expands to fill the space in the mould. Once the plastic has hardened sufficiently, the mould is de-coupled and the moulded article is removed.
  • the weight ratio between PCR and any non-recycled material content in the moulded article is from 1 :9 to 100:0 but this depends on the physical structure of the article.
  • the article may comprise additional features such as a shrink-wrap outer skin, a cap, a pump assembly all of which may not comprise any PCR.
  • the moulded article comprises additives to improve the performance of the article. Examples include HDPE, LLDPE and LLDP.
  • the weight ratio between the additive for example HDPE and/or LLDPE and/or LDPE
  • the PCR in the blow moulded article monolayer is from 5:95 to 30:70.
  • the weight ratio between the additive and the PCR in the individual layer is from 1 :99 to 30:1 but the total proportion of additive in the article as a whole will depend on the weight ratio between the additive with PCR layer and any other layer used.
  • Typical additional layers may include PCR or virgin polyethylene as desired.
  • the outer layer may comprise virgin polymer whereas the inner layer may comprise HDPE and/or LLDPE and/or LDPE with the PCR.
  • the additive/PCR constitutes from 70 to 100% by weight of the layer and more preferably from 95 to 100% of the layer.
  • the outer and/or inner layer comprises a colourant masterbatch. More preferably, the outer layer comprises a colourant masterbatch.
  • colourant masterbatch it is a meant a mixture in which pigments are dispersed at high concentration in a carrier material. The colorant masterbatch is used to impart colour to the article.
  • the carrier may be a biobased plastic or a petroleum-based plastic, or a biobased oil or a petroleum-based oil or made of post-consumer resin (PCR).
  • PCR post-consumer resin
  • Nonlimiting examples of the carrier include bio-derived or oil derived polyethylene (e.g, LLDPE, LDPE, HDPE), bio-derived oil (e.g., olive oil, rapeseed oil, peanut oil), petroleum-derived oil, recycled oil, bio-derived or petroleum derived polyethylene terephthalate, polypropylene, recycled high density polyethylene (rHDPE), recycled low density polyethylene (rLDPE).
  • the carrier is recycled high density polyethylene (rHDPE) or recycled low density polyethylene (rLDPE).
  • the carrier is also preferably selected from PCR. Similarly, when it is desired that a layer has a 100% of a specific PCR, the carrier is preferably selected from the same PCR.
  • the pigment, when present, of the masterbatch is a NIR detectable pigment. Carbon black is not preferred in the scope of the present invention.
  • the NIR detectable pigment is preferably black.
  • the pigment is typically made of a combination of known colours.
  • consumer acceptable black it may be defined as the colour measured using a reflectometer and expressed as the CIE L*a*b* values and the values of L being less than 25, preferably less than 23, more preferably less than 20, even more preferably less than 15, still more preferably less than 12 or even less than 10, the values of a being in the ranges of -5 to 5, preferably -2 to 3, more preferably 0 to 2 and the values of b being in the ranges of -10 and 10, preferably -8 to 5.
  • NIR detectable pigment detectable by Near Infrared (NIR) spectroscopy.
  • the pigment of the carrier may include, for example, an inorganic pigment, an organic pigment, a polymeric resin, or a mixture thereof.
  • the colourant masterbatch can further include one or more additives.
  • additives include slip agents, UV absorbers, nucleating agents, UV stabilizers, heat stabilizers, clarifying agents, fillers, brighteners, process aids, perfumes, flavors, and a mixture thereof.
  • NIR detectable pigments are known in the art and are provided by various suppliers such as Clariant, globally and Colourtone Masterbatch Ltd. in Europe.
  • the moulded article according to the invention is preferably a container, e.g. for a bottle; in particular the article according to the invention is a non-food grade container.
  • fragrance components are well known in the art and are preferably incorporated into compositions described herein such that the level of fragrance in totality is froml to 5 wt.%.
  • the fragrance component is selected from the benzene, toluene, xylene (BTX) feedstock class. More preferably, the fragrance component is selected from 2-phenyl ethanol, phenoxanol and mixtures thereof.
  • the fragrance component is selected from the cyclododecanone feedstock class. More preferably, the fragrance component is habolonolide. Preferably, the fragrance component is selected from the phenolics feedstock class. More preferably, the fragrance component is hexyl salicylate.
  • the fragrance comprises a fragrance component selected from the C5 blocks or oxygen containing heterocycle moiety feedstock class. More preferably, the fragrance component is selected from gamma decalactone, methyl dihydrojasmonate and mixtures thereof.
  • the fragrance comprises a fragrance component selected from the terpenes feedstock class. More preferably, the fragrance component is selected from dihydromycemol, linalool, terpinolene, camphor, citronellol and mixtures thereof.
  • the fragrance comprises a fragrance component selected from the alkyl alcohols feedstock class. More preferably, the fragrance component is ethyl-2-methylbutyrate.
  • the fragrance comprises a fragrance component selected from the diacids feedstock class. More preferably, the fragrance component is ethylene brassylate.
  • the fragrance comprises a first perfume raw material selected from aldehydes and a second perfume raw material selected from linalool, tertbutylcyclohexyl acetate, citronellol, a-terpinyl acetate, and mixtures thereof.
  • tert-butylcyclohexyl acetate is selected from 4-tert-butylcyclohexyl acetate and 2-tert- butylcyclohexyl acetate (VerdoxTM).
  • the aldehyde is selected from C8-C14 linear and branched aldehydes, more preferably C8-C12 linear and branched aldehydes, most preferably octanal, decanal, undecanal, and 2- methylundecanal.
  • the carbon chains are saturated.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15wt.% and especially preferably from 6 to 10% wt. of the fragrance ethyl-2-methyl valerate (manzanate).
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15 wt.% and especially preferably from 6 to 10% wt. of the fragrance limonene.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15% and especially preferably from 6 to 10% wt. of the fragrance (4Z)-cyclopentadec-4-en-1 -one.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15% and especially preferably from 6 to 10% wt. of the fragrance dimethyl benzyl carbonate acetate.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15% and especially preferably from 6 to 10% wt. of the fragrance dihyromyrcenol.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15% and especially preferably from 6 to 10% wt. of the fragrance rose oxide.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15% and especially preferably from 6 to 10% wt. of the fragrance verdyl acetate.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15% and especially preferably from 6 to 10% wt. of the fragrance benzyl acetate.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15% and especially preferably from 6 to 10% wt. of the fragrance spiro[1,3-dioxolane-2,5'-(4',4',8',8'- tetramethyl-hexahydro-3' , 9'-methanonaphthalene)] .
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15% and especially preferably from 6 to 10% wt. of the fragrance geraniol.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15% and especially preferably from 6 to 10% wt. of the fragrance methyl nonyl acetaldehyde.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15% and especially preferably from 6 to 10% wt. of the fragrance cyclamal.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15wt.% and especially preferably from 6 to 10% wt. of the fragrance beta ionone.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15wt.% and especially preferably from 6 to 10% wt. of the fragrance hexyl salicylate.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15wt.% and especially preferably from 6 to 10% wt. of the fragrance tonalid.
  • the fragrance comprises from 0.5 to 30% wt., more preferably from 2 to 15wt.% and especially preferably from 6 to 10% wt. of the fragrance phenafleur.
  • the fragrance component listed above is present in the final detergent composition at from 0.0001 to 1% by wt. of the composition.
  • the detergent composition comprises limonene, preferably present at from 1 to 40% wt., more preferably from 2 to 10% wt. of the total free fragrance present in the detergent composition.
  • verdoxTM and/or rose oxide is also present, preferably at 0.1 to 10wt% of the perfume.
  • laundry detergent in the context of this invention denotes formulated compositions intended for and capable of wetting and cleaning domestic laundry such as clothing, linens and other household textiles.
  • Textiles can include woven fabrics, nonwoven fabrics, and knitted fabrics; and can include natural or synthetic fibres such as silk fibres, linen fibres, cotton fibres, polyester fibres, polyamide fibres such as nylon, acrylic fibres, acetate fibres, and blends thereof including cotton and polyester blends.
  • liquid laundry detergents include heavy-duty liquid laundry detergents for use in the wash cycle of automatic washing machines, as well as liquid fine wash and liquid colour care detergents such as those suitable for washing delicate garments (e.g. those made of silk or wool) either by hand or in the wash cycle of automatic washing machines.
  • liquid laundry detergents include heavy-duty liquid laundry detergents for use in the wash cycle of automatic washing machines, as well as liquid fine wash and liquid colour care detergents such as those suitable for washing delicate garments (e.g. those made of silk or wool) either by hand or in the wash cycle of automatic washing machines.
  • liquid in the context of this invention denotes that a continuous phase or predominant part of the composition is liquid and that the composition is flowable at 15°C and above.
  • liquid may encompass emulsions, suspensions, and compositions having flowable yet stiffer consistency, known as gels or pastes.
  • the viscosity of the composition may suitably range from about 200 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.
  • Pourable liquid detergent compositions generally have a viscosity of from 200 to 1 ,500 mPa.s, preferably from 100 to 800 mPa.s.
  • a composition according to the invention may suitably have an aqueous continuous phase.
  • aqueous continuous phase is meant a continuous phase which has water as its basis.
  • a composition of the invention preferably comprises from 1 to 40%, preferably from 5 to 35%, and more preferably from 7 to 24% (by weight based on the total weight of the composition) of one or more detersive surfactants selected from non-soap anionic surfactants, nonionic surfactants and mixtures thereof.
  • detersive surfactant in the context of this invention denotes a surfactant which provides a detersive (i.e. cleaning) effect to laundry treated as part of a domestic laundering process.
  • Non-soap anionic surfactants for use in the invention are typically salts of organic sulfates and sulfonates having alkyl radicals containing from about 8 to about 22 carbon atoms, the term “alkyl” being used to include the alkyl portion of higher acyl radicals. Examples of such materials include alkyl sulfates, alkyl ether sulfates, alkaryl sulfonates, alpha-olefin sulfonates and mixtures thereof.
  • the alkyl radicals preferably contain from 10 to 18 carbon atoms and may be unsaturated.
  • the alkyl ether sulfates may contain from one to ten ethylene oxide or propylene oxide units per molecule, and preferably contain one to three ethylene oxide units per molecule.
  • the counterion for anionic surfactants is generally an alkali metal such as sodium or potassium; or an ammoniacal counterion such as monoethanolamine, (MEA) diethanolamine (DEA) or triethanolamine (TEA). Mixtures of such counterions may also be employed.
  • alkyl sulfate surfactant may be used, such as non-ethoxylated primary and secondary alkyl sulphates with an alkyl chain length of from 10 to 18.
  • the total level of anionic surfactant may preferably range from 20 to 90% by weight based on the total weight of the surfactant.
  • alkyl ether sulfates having a straight or branched chain alkyl group having 10 to 18, more preferably 12 to 14 carbon atoms and containing an average of 1 to 3EO units per molecule.
  • a preferred example is sodium lauryl ether sulfate (SLES) in which the predominantly C12 lauryl alkyl group has been ethoxylated with an average of 3EO units per molecule.
  • the composition comprises from 20 to 95% wt. non-ionic surfactant based on the total weight of surfactant.
  • Nonionic surfactants for use in the invention are typically polyoxyalkylene compounds, i.e.
  • alkylene oxides such as ethylene oxide or propylene oxide or mixtures thereof
  • starter molecules having a hydrophobic group and a reactive hydrogen atom which is reactive with the alkylene oxide.
  • starter molecules include alcohols, acids, amides or alkyl phenols.
  • the reaction product is known as an alcohol alkoxylate.
  • the polyoxyalkylene compounds can have a variety of block and heteric (random) structures. For example, they can comprise a single block of alkylene oxide, or they can be diblock alkoxylates or triblock alkoxylates.
  • the blocks can be all ethylene oxide or all propylene oxide, or the blocks can contain a heteric mixture of alkylene oxides.
  • examples of such materials include Cs to C22 alkyl phenol ethoxylates with an average of from 5 to 25 moles of ethylene oxide per mole of alkyl phenol; and aliphatic alcohol ethoxylates such as Cs to Cis primary or secondary linear or branched alcohol ethoxylates with an average of from 2 to 40 moles of ethylene oxide per mole of alcohol.
  • a preferred class of nonionic surfactant for use in the invention includes aliphatic Cs to Cis, more preferably C12 to C15 primary linear alcohol ethoxylates with an average of from 3 to 20, more preferably from 5 to 10 moles of ethylene oxide per mole of alcohol.
  • a further class of surfactants include the alkyl poly glycosides and rhamnolipids. Mixtures of any of the above described materials may also be used.
  • the selection and amount of surfactant is such that the compositions are isotropic in nature.
  • the alkyl chain comprises a mixture of chain lengths but has an average of from 8 to 16, more preferably from 10 to 14 and most preferably from 11 to 12. 11.5 to 11.7 is a particularly preferred range.
  • the LAS contains more than 80wt% of the C10, C11 , C12 and C13 alkyl chains.
  • the weight ratio of C10:C11 is from 1 :2 to 1 :5.
  • the weight ratio of C10:C12 is from 1:2 to 1:5.
  • the weight ratio of C10:C13 is from 1 :1 to 1:3.
  • the level of tetralins is less than 8wt%, more preferably less than 0.5wt%.
  • the level of isoalkylbenzenes is less than 6wt% more preferably less than 1wt%.
  • the 2-phenyl isomer content is at least 10% wt. of the total LAS, more preferably at lats 15% and most preferably at least 20% wt. of the LAS.
  • Preferred surfactants include the C18 based alkyl ether sulphates, the C18 based alcohol ethoxylates and the C18 based methyl ester ethoxylates.
  • the C18 alcohol ethoxylate is of the formula:
  • Ri is selected from saturated, monounsaturated and polyunsaturated linear C18 alkyl chains and where q is from 4 to 20, preferably 5 to 14, more preferably 8 to 12.
  • the mono-unsaturation is preferably in the 9 position of the chain, where the carbons are counted from the ethoxylate bound chain end.
  • the double bond may be in a cis or trans configuration (oleyl or elaidyl), preferably cis.
  • R1 is selected from saturated C18 and monounsaturated C18.
  • the predominant C18 moiety is C18:1 , more preferably C18:1(A9).
  • Alcohol ethoxylates are discussed in the Non-ionic Surfactants: Organic Chemistry edited by Nico M. van Os (Marcel Dekker 1998), Surfactant Science Series published by CRC press. Alcohol ethoxylates are commonly referred to as alkyl ethoxylates.
  • Linear saturated or mono-unsaturated C20 and C22 alcohol ethoxylate may also be present.
  • the weight fraction of sum of 018 alcohol ethoxylate’ 1 20 and C22 alcohol ethoxylate’ is greater than 10.
  • the C18 alcohol ethoxylate contains less than 15wt%, more preferably less than 8wt%, most preferably less than 5wt% of the alcohol ethoxylate polyunsaturated alcohol ethoxylates.
  • a polyunsaturated alcohol ethoxylate contains a hydrocarbon chains with two or more double bonds.
  • C18 alcohol ethoxylates may be synthesised by ethoxylation of an alkyl alcohol, via the reaction:
  • the alkyl alcohol 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, II. R.
  • Preferred alkyl alcohol for the reaction is oleyl alcohol within an iodine value of 60 to 80, preferably 70 to 75, such alcohols are available from BASF, Cognis, Ecogreen and others.
  • the ethoxylation reactions are base catalysed using NaOH, KOH, or NaOCH 3 .
  • catalyst which provide narrower ethoxy distribution than NaOH, KOH, or NaOCH 3 .
  • these narrower distribution catalysts involve a Group II base such as Ba dodecanoate; Group II metal alkoxides; Group II hyrodrotalcite as described in W02007/147866. Lanthanides may also be used.
  • Such narrower distribution alcohol ethoxylates are available from Azo Nobel and Sasol.
  • the narrow ethoxy distribution has greater than 70 wt.%, more preferably greater than 80 w.t% of the alcohol ethoxylate R-O-(CH2CH2O) q -H in the range
  • the additional alcohol ethoxylate comprises C16 alcohol ethoxylate. More preferably, the saturated C16 alcohol ethoxylate comprises at least 90% wt. of the total C16 linear alcohol ethoxylate present.
  • the proportion of monounsaturated C18 alcohol ethoxylate constitutes at least 50% wt. of the total C16 and C18 alcohol ethoxylate surfactant.
  • the C16 alcohol ethoxylate surfactant comprises at least 2% wt. and more preferably, from 4% of the total C16 and C18 alcohol ethoxylate surfactant.
  • the C16 saturated and C18 monounsaturated together comprise at least 75% wt. of the total alcohol ethoxylate and more preferably from 76 to 85% wt. of the total alcohol ethoxylate.
  • the proportion of monounsaturated C18 constitutes at least 60% wt., most preferably at least 75 of the total C16 and C18 alcohol ethoxylate surfactant.
  • the saturated C18 alcohol ethoxylate surfactant comprises up to 20% wt. and more preferably, up to 11% of the total C16 and C18 alcohol ethoxylate surfactant.
  • the saturated C18 content is at least 2% wt. of the total C16 and C18 alcohol ethoxylate content.
  • the weight fraction of C18 alcohol ethoxylate / C16 alcohol ethoxylate is greater than 1, more preferably from 2 to 100, most preferably 3 to 30.
  • C18 alcohol ethoxylate is the sum of all the C18 fractions in the alcohol ethoxylate and ‘C16 alcohol ethoxylate’ is the sum of all the C16 fractions in the alcohol ethoxylate.
  • the composition comprises C18 ether sulfate of the formula:
  • R 2 is selected from saturated, monounsaturated and polyunsaturated linear 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 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.
  • R2 is selected from saturated C18 and monounsaturated C18.
  • C18 content it is preferred that the predominant C18 moiety is C 18:1, more preferably C18:1(A9).
  • 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.
  • the weight fraction of sum of ‘C18 ether sulfate’ I ’C20 and C22 ether sulfate’ is greater than 10.
  • the 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 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, II. R.
  • Preferred alkyl alcohol for the reaction is oleyl alcohol with an iodine value of 60 to 80, preferably 70 to 75, such alcohol 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.
  • the ethoxylation reactions are base catalysed using NaOH, KOH, or NaOCH 3 .
  • catalyst which provide narrower ethoxy distribution than NaOH, KOH, or NaOCH 3 .
  • these narrower distribution catalysts involve a Group II base such as Ba dodecanoate; Group II metal alkoxides; Group II hyrodrotalcite as described in W02007/147866. Lanthanides may also be used.
  • Such narrower distribution alcohol ethoxylates are available from Azo Nobel and Sasol.
  • the narrow ethoxy distribution has greater than 70 wt.%, more preferably greater than
  • the ether sulfate weight is calculated as the protonated form: R2-O-(CH2CH2O) P SO3H.
  • R2-O-(CH2CH2O) P SO3H In the formulation it will be present as the ionic form R2-O-(CH2CH2O) P SO3 ⁇ with a corresponding counter ion, preferred counter ions are group I and II metals, amines, most preferably sodium.
  • composition may also comprise C16 alkyl ether sulphate. This may be a consequence of active addition of C16 or by way of a component of the sourcing of the C18 raw material.
  • the saturated C16 comprises at least 90% wt. of the C16 content linear alkyl.
  • the proportion of monounsaturated C18 constitutes at least 50% wt. of the total C16 and C18 alkyl ether sulphate surfactant.
  • the C16 alcohol ether sulphate surfactant comprises at least 2% wt. and more preferably, from 4% of the total C16 and C18 alcohol ether sulphate surfactant.
  • the C16 saturated and C18 monounsaturated together comprise at least 75% wt. of the total alcohol ether sulphate and more preferably from 76 to 85% wt. of the total alcohol ether sulphate.
  • 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 alkyl ether sulphate surfactant comprises at least 2% wt. and more 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 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% 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.
  • the weight ratio of total non-ionic surfactant to total alkyl ether sulphate surfactant is from 0.5 to 2, preferably from 0.7 to 1.5, most preferably 0.9 to 1.1.
  • the weight ratio of total C16/18 non-ionic surfactant, to total alkyl ether sulphate surfactant is from 0.5 to 2, preferably from 0.7 to 1 .5, most preferably 0.9 to 1.1.
  • the weight ratio of total non-ionic surfactant to total C16/18 alkyl ether sulphate surfactant is from 0.5 to 2, preferably from 0.7 to 1.5, most preferably 0.9 to 1.1.
  • the weight ratio of total C18:1 non-ionic surfactant to total C18:1 alkyl ether sulphate surfactant is from 0.5 to 2, preferably from 0.7 to 1 .5, most preferably 0.9 to 1.1.
  • the weight ratio of total non-ionic surfactant to linear alkyl benzene sulphonate, where present, is from 0.1 to 2, preferably 0.3 to 1 , most preferably 0.45 to 0.85.
  • the weight ratio of total C16/18 non-ionic surfactant to linear alkyl benzene sulphonate, where present, is from 0.1 to 2, preferably 0.3 to 1 , most preferably 0.45 to 0.85.
  • the alkyl chain of C16/18 surfactant whether an alcohol ethoxylate or an alkyl ether sulphate is preferably obtained from a renewable source, preferably from a triglyceride.
  • a renewable source is one where the material is produced by natural ecological cycle of a living species, preferably by a plant, algae, fungi, yeast or bacteria, more preferably plants, algae or yeasts.
  • Preferred plant sources of oils are rapeseed, sunflower, maze, soy, cottonseed, olive oil and trees.
  • the oil from trees is called tall oil. Most preferably Palm and Rapeseed oils are the source. Algal oils are discussed in Energys 2019, 12, 1920 Algal Biofuels: Current Status and Key Challenges by Saad M.G. et al. A process for the production of triglycerides from biomass using yeasts is described in Energy Environ. Sci., 2019,12, 2717 A sustainable, high-performance process for the economic production of waste-free microbial oils that can replace plant-based equivalents by Masri M.A. et al.
  • Non edible plant oils may be used and are preferably selected from the fruit and seeds of Jatropha curcas, Calophyllum inophyllum, Sterculia feotida, Madhuca indica (mahua), Pongamia glabra (koroch seed), Linseed, Pongamia pinnata (karanja), Hevea brasiliensis (Rubber seed), Azadirachta indica (neem), Camelina sativa, Lesquerella fendleri, Nicotiana tabacum (tobacco), Deccan hemp, Ricinus communis L.(castor), Simmondsia chinensis (Jojoba), Eruca sativa.
  • fatty acid is present at from 4 to 20% wt. of the composition (as measured with reference to the acid added to the composition), more preferably from 5 to 12% wt. and most preferably 6 to 8% wt.
  • Suitable fatty acids in the context of this invention include aliphatic carboxylic acids of formula RCOOH, where R is a linear or branched alkyl or alkenyl chain containing from 6 to 24, more preferably 10 to 22, most preferably from 12 to 18 carbon atoms and 0 or 1 double bond.
  • R is a linear or branched alkyl or alkenyl chain containing from 6 to 24, more preferably 10 to 22, most preferably from 12 to 18 carbon atoms and 0 or 1 double bond.
  • saturated C12-18 fatty acids such as lauric acid, myristic acid, palmitic acid or stearic acid
  • fatty acid mixtures in which 50 to 100% (by weight based on the total weight of the mixture) consists of saturated C12-18 fatty acids.
  • Such mixtures may typically be derived from natural fats and/or optionally hydrogenated natural oils (such as coconut oil, palm kernel oil or tallow).
  • the fatty acids may be present in the form of their sodium, potassium or ammonium salts and/or in the form of soluble salts of organic bases, such as mono-, di- or triethanolamine. Mixtures of any of the above described materials may also be used.
  • fatty acids and/or their salts are not included in the level of surfactant or in the level of builder.
  • the detergent compositions may also preferably comprise a sequestrant material.
  • a sequestrant material examples include the alkali metal citrates, succinates, malonates, carboxymethyl succinates, carboxylates, polycarboxylates and polyacetyl carboxylates. Specific examples include sodium, potassium and lithium salts of oxydisuccinic acid, mellitic acid, benzene polycarboxylic acids, and citric acid.
  • Other examples are DEQUESTTM, organic phosphonate type sequestering agents sold by Monsanto and alkanehydroxy phosphonates.
  • a preferred sequestrant is Dequest(R) 2066 (Diethylenetriamine penta(methylene phosphonic acid or Heptasodium DTPMP).
  • HEDP 1-Hydroxyethylidene -1,1,-diphosphonic acid
  • composition comprises fatty acid and sequestrant.
  • composition according to the invention is a low aqueous composition.
  • the composition comprises less than 15% wt. water, more preferably less than 10% wt. water.
  • the formulation contains a preservative or a mixture of preservatives, selected from benzoic acid and salts thereof, alkylesters of p-hydroxybenzoic acid and salts thereof, sorbic acid, diethyl pyrocarbonate, dimethyl pyrocarbonate, preferably benzoic acid and salts thereof, most preferably sodium benzoate.
  • the preservative is present at 0.01 to 3wt%, preferably 0.3wt% to 1 ,5w%. Weights are calculated for the protonated form.
  • Anti-redeposition polymers stabilise the soil in the wash solution thus preventing redeposition of the soil.
  • Suitable soil release polymers for use in the invention include alkoxylated polyethyleneimines.
  • Polyethyleneimines are materials composed of ethylene imine units -CH2CH2NH- and, where branched, the hydrogen on the nitrogen is replaced by another chain of ethylene imine units.
  • Preferred alkoxylated polyethyleneimines for use in the invention have a polyethyleneimine backbone of about 300 to about 10000 weight average molecular weight (M w ).
  • the polyethyleneimine backbone may be linear or branched. It may be branched to the extent that it is a dendrimer.
  • the alkoxylation may typically be ethoxylation or propoxylation, or a mixture of both.
  • a nitrogen atom is alkoxylated
  • a preferred average degree of alkoxylation is from 10 to 30, preferably from 15 to 25 alkoxy groups per modification.
  • a preferred material is ethoxylated polyethyleneimine, with an average degree of ethoxylation being from 10 to 30, preferably from 15 to 25 ethoxy groups per ethoxylated nitrogen atom in the polyethyleneimine backbone.
  • a composition of the invention will preferably comprise from 0.025 to 8% wt. of one or more antiredeposition polymers such as, for example, the alkoxylated polyethyleneimines which are described above.
  • Soil release polymers help to improve the detachment of soils from fabric by modifying the fabric surface during washing.
  • the adsorption of a SRP over the fabric surface is promoted by an affinity between the chemical structure of the SRP and the target fibre.
  • SRPs for use in the invention may include a variety of charged (e.g. anionic) as well as non-charged monomer units and structures may be linear, branched or star-shaped.
  • the SRP structure may also include capping groups to control molecular weight or to alter polymer properties such as surface activity.
  • the weight average molecular weight (M w ) of the SRP may suitably range from about 1000 to about 20,000 and preferably ranges from about 1500 to about 10,000.
  • SRPs for use in the invention may suitably be selected from copolyesters of dicarboxylic acids (for example adipic acid, phthalic acid or terephthalic acid), diols (for example ethylene glycol or propylene glycol) and polydiols (for example polyethylene glycol or polypropylene glycol).
  • the copolyester may also include monomeric units substituted with anionic groups, such as for example sulfonated isophthaloyl units.
  • oligomeric esters produced by transesterification/oligomerization of poly(ethyleneglycol) methyl ether, dimethyl terephthalate (“DMT’), propylene glycol (“PG”) and poly(ethyleneglycol) (“PEG”); partly- and fully-anionic-end- capped oligomeric esters such as oligomers from ethylene glycol (“EG”), PG, DMT and Na-3, 6- dioxa-8-hydroxyoctanesulfonate; non-ionic-capped block polyester oligomeric compounds such as those produced from DMT, Me-capped PEG and EG and/or PG, or a combination of DMT, EG and/or PG, Me-capped PEG and Na-dimethyl-5-sulfoisophthalate, and copolymeric blocks of ethylene terephthalate or propylene terephthalate with polyethylene oxide or polypropylene oxide terephthalate.
  • DMT dimethyl terephthalate
  • PG propylene glyco
  • cellulosic derivatives such as hydroxyether cellulosic polymers, C1-C4 alkylcelluloses and C4 hydroxyalkyl celluloses
  • Preferred SRPs for use in the invention include copolyesters formed by condensation of terephthalic acid ester and diol, preferably 1 ,2 propanediol, and further comprising an end cap formed from repeat units of alkylene oxide capped with an alkyl group.
  • Examples of such materials have a structure corresponding to general formula (I): in which R 1 and R 2 independently of one another are X-(OC2H4) n -(OC3H6) m ; in which X is CM alkyl and preferably methyl; n is a number from 12 to 120, preferably from 40 to 50; m is a number from 1 to 10, preferably from 1 to 7; and a is a number from 4 to 9.
  • n, n and a are not necessarily whole numbers for the polymer in bulk.
  • the overall level of SRP when included, may range from 0.1 to 10%, depending on the level of polymer intended for use in the final diluted composition and which is desirably from 0.3 to 7%, more preferably from 0.5 to 5% (by weight based on the total weight of the diluted composition).
  • soil release polymers are described in greater detail in II. S. Patent Nos. 5,574,179; 4,956,447; 4,861 ,512; 4,702,857, WO 2007/079850 and W02016/005271 . If employed, soil release polymers will typically be incorporated into the liquid laundry detergent compositions herein in concentrations ranging from 0.01 percent to 10 percent, more preferably from 0.1 percent to 5 percent, by weight of the composition.
  • a composition of the invention may incorporate non-aqueous carriers such as hydrotropes, cosolvents and phase stabilizers.
  • non-aqueous carriers such as hydrotropes, cosolvents and phase stabilizers.
  • Such materials are typically low molecular weight, water-soluble or water-miscible organic liquids such as C1 to C5 monohydric alcohols (such as ethanol and n- or i- propanol); C2 to C6 diols (such as monopropylene glycol and dipropylene glycol); C3 to C9 triols (such as glycerol); polyethylene glycols having a weight average molecular weight (M w ) ranging from about 200 to 600; C1 to C3 alkanolamines such as mono-, di- and triethanolamines; and alkyl aryl sulfonates having up to 3 carbon atoms in the lower alkyl group (such as the sodium and potassium xylene, toluene, eth
  • Non-aqueous carriers are preferably included, may be present in an amount ranging from 1 to 50%, preferably from 10 to 30%, and more preferably from 15 to 25% (by weight based on the total weight of the composition).
  • the level of hydrotrope used is linked to the level of surfactant and it is desirable to use hydrotrope level to manage the viscosity in such compositions.
  • the preferred hydrotropes are monopropylene glycol and glycerol.
  • a composition of the invention may contain one or more cosurfactants (such as amphoteric (zwitterionic) and/or cationic surfactants) in addition to the non-soap anionic and/or nonionic detersive surfactants described above.
  • cosurfactants such as amphoteric (zwitterionic) and/or cationic surfactants
  • 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 surfactant when included, may be present in an amount ranging from 0.1 to 5% (by weight based on the total weight of the composition).
  • amphoteric (zwitterionic) surfactants include alkyl amine oxides, alkyl betaines, alkyl amidopropyl betaines, alkyl sulfobetaines (sultaines), alkyl glycinates, alkyl carboxyglycinates, alkyl amphoacetates, alkyl amphopropionates, alkylamphoglycinates, alkyl amidopropyl hydroxysultaines, acyl taurates and acyl glutamates, 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 alkyl portion of higher acyl radicals.
  • Amphoteric (zwitterionic) surfactant, when included, may be present in an amount ranging from 0.1 to 5% (by weight based on the total weight of the composition).
  • fluorescer in the compositions.
  • these fluorescent agents are supplied and used in the form of their alkali metal salts, for example, the sodium salts.
  • the total amount of the fluorescent agent or agents used in the composition is generally from 0.005 to 2 wt %, more preferably 0.01 to 0.5 wt % the composition.
  • Preferred classes of fluorescer are: Di-styryl biphenyl compounds, e.g. Tinopal ® CBS-X, Di-amine stilbene di-sulphonic acid compounds, e.g. Tinopal DMS pure Xtra, Tinopal 5BMGX, and Blankophor® HRH, and Pyrazoline compounds, e.g. Blankophor SN.
  • Di-styryl biphenyl compounds e.g. Tinopal ® CBS-X
  • Di-amine stilbene di-sulphonic acid compounds e.g. Tinopal DMS pure Xtra, Tinopal 5BMGX, and Blankophor® HRH
  • Pyrazoline compounds e.g. Blankophor SN.
  • Preferred fluorescers are: sodium 2 (4-styryl-3-sulfophenyl)-2H-napthol[1,2-d]triazole, disodium 4,4'- bis ⁇ [(4-anilino-6-(N methyl-N-2 hydroxyethyl) amino 1,3,5-triazin-2-yl)]amino ⁇ stilbene-2-2' disulfonate, disodium 4,4'-bis ⁇ [(4-anilino-6-morpholino-1,3,5-triazin-2-yl)]amino ⁇ stilbene-2-2' disulfonate, and disodium 4,4'-bis(2-sulfoslyryl)biphenyl.
  • the fluoescer is a di-styryl biphenyl compound, preferably sodium 2,2'-([1,1'- biphenyl]-4,4'-diylbis(ethene-2, 1 -diyl))dibenzenesulfonate (CAS-No 27344-41 -8).
  • Shading dye can be used to improve the performance of the compositions.
  • Preferred dyes are violet or blue. It is believed that the deposition on fabrics of a low level of a dye of these shades, masks yellowing of fabrics.
  • a further advantage of shading dyes is that they can be used to mask any yellow tint in the composition itself.
  • Shading dyes are well known in the art of laundry liquid formulation.
  • Suitable and preferred classes of dyes include direct dyes, acid dyes, hydrophobic dyes, basic dyes, reactive dyes and dye conjugates.
  • Preferred examples are Disperse Violet 28, Acid Violet 50, anthraquinone dyes covalently bound to ethoxylate or propoxylated polyethylene imine as described in WO2011/047987 and WO 2012/119859 alkoxylated mono-azo thiophenes, dye with CAS-No 72749-80-5, acid blue 59, and the phenazine dye selected from: wherein:
  • X3 is selected from: -H; -F; -CH3; -C2H5; -OCH3; and, -OC2H5;
  • X4 is selected from: -H; -CH3; -C2H5; -OCH3; and, -OC2H5;
  • Y 2 is selected from: -OH; -OCH2CH2OH; -CH(OH)CH 2 OH; -OC(O)CH 3 ; and, C(O)OCH 3 .
  • Alkoxylated thiophene dyes are discussed in WO2013/142495 and W02008/087497.
  • the shading dye is preferably present in the composition in range from 0.0001 to 0.1 wt %. Depending upon the nature of the shading dye there are preferred ranges depending upon the efficacy of the shading dye which is dependent on class and particular efficacy within any particular class.
  • compositions of the invention may have their rheology further modified by use of one or more external structurants which form a structuring network within the composition.
  • external structurants include 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.
  • a composition of the invention may comprise an effective amount of one or more enzyme selected from the group comprising, pectate lyase, protease, amylase, cellulase, lipase, mannanase, nuclease and mixtures thereof.
  • the enzymes are preferably present with corresponding enzyme stabilizers.
  • microencapsulation may be defined as the process of surrounding or enveloping one substance within another substance on a very small scale, yielding capsules ranging from less than one micron to several hundred microns in size.
  • the material that is encapsulated may be called the core, the active ingredient or agent, fill, payload, nucleus, or internal phase.
  • the material encapsulating the core may be referred to as the coating, membrane, shell, or wall material.
  • Microcapsules typically have at least one generally spherical continuous shell surrounding the core.
  • the shell may contain pores, vacancies or interstitial openings depending on the materials and encapsulation techniques employed.
  • Multiple shells may be made of the same or different encapsulating materials, and may be arranged in strata of varying thicknesses around the core.
  • the microcapsules may be asymmetrically and variably shaped with a quantity of smaller droplets of core material embedded throughout the microcapsule.
  • the shell may have a barrier function protecting the core material from the environment external to the microcapsule, but it may also act as a means of modulating the release of core materials such as fragrance.
  • a shell may be water soluble or water swellable and fragrance release may be actuated in response to exposure of the microcapsules to a moist environment.
  • a microcapsule might release fragrance in response to elevated temperatures.
  • Microcapsules may also release fragrance in response to shear forces applied to the surface of the microcapsules.
  • a preferred type of polymeric microparticle suitable for use in the invention is a polymeric core-shell microcapsule in which at least one generally spherical continuous shell of polymeric material surrounds a core containing the fragrance formulation (f2).
  • the shell will typically comprise at most 20% by weight based on the total weight of the microcapsule.
  • the fragrance formulation (f2) will typically comprise from about 10 to about 60% and preferably from about 20 to about 40% by weight based on the total weight of the microcapsule.
  • the amount of fragrance (f2) may be measured by taking a slurry of the microcapsules, extracting into ethanol and measuring by liquid chromatography.
  • Polymeric core-shell microcapsules for use in the invention may be prepared using methods known to those skilled in the art such as coacervation, interfacial polymerization, and polycondensation.
  • the process of coacervation typically involves encapsulation of a generally water-insoluble core material by the precipitation of colloidal material(s) onto the surface of droplets of the material.
  • Coacervation may be simple e.g. using one colloid such as gelatin, or complex where two or possibly more colloids of opposite charge, such as gelatin and gum arabic or gelatin and carboxymethyl cellulose, are used under carefully controlled conditions of pH, temperature and concentration.
  • Interfacial polymerisation typically proceeds with the formation of a fine dispersion of oil droplets (the oil droplets containing the core material) in an aqueous continuous phase.
  • the dispersed droplets form the core of the future microcapsule and the dimensions of the dispersed droplets directly determine the size of the subsequent microcapsules.
  • Microcapsule shell-forming materials are contained in both the dispersed phase (oil droplets) and the aqueous continuous phase and they react together at the phase interface to build a polymeric wall around the oil droplets thereby to encapsulate the droplets and form core-shell microcapsules.
  • An example of a core-shell microcapsule produced by this method is a polyurea microcapsule with a shell formed by reaction of diisocyanates or polyisocyanates with diamines or polyamines.
  • Polycondensation involves forming a dispersion or emulsion of the core material in an aqueous solution of precondensate of polymeric materials under appropriate conditions of agitation to produce capsules of a desired size, and adjusting the reaction conditions to cause condensation of the precondensate by acid catalysis, resulting in the condensate separating from solution and surrounding the dispersed core material to produce a coherent film and the desired microcapsules.
  • An example of a core-shell microcapsule produced by this method is an aminoplast microcapsule with a shell formed from the polycondensation product of melamine (2,4,6-triamino-1 ,3,5-triazine) or urea with formaldehyde.
  • Suitable cross-linking agents e.g. toluene diisocyanate, divinyl benzene, butanediol diacrylate
  • secondary wall polymers may also be used as appropriate, e.g. anhydrides and their derivatives, particularly polymers and co-polymers of maleic anhydride.
  • One example of a preferred polymeric core-shell microcapsule for use in the invention is an aminoplast microcapsule with an aminoplast shell surrounding a core containing the fragrance formulation (f2). More preferably such an aminoplast shell is formed from the polycondensation product of melamine with formaldehyde.
  • Polymeric microparticles suitable for use in the invention will generally have an average particle size between 100 nanometers and 50 microns. Particles larger than this are entering the visible range.
  • particles in the sub-micron range include latexes and mini-emulsions with a typical size range of 100 to 600 nanometers.
  • the preferred particle size range is in the micron range.
  • particles in the micron range include polymeric core-shell microcapsules (such as those further described above) with a typical size range of 1 to 50 microns, preferably 5 to 30 microns.
  • the average particle size can be determined by light scattering using a Malvern Mastersizer with the average particle size being taken as the median particle size D (0.5) value.
  • the particle size distribution can be narrow, broad or multimodal. If necessary, the microcapsules as initially produced may be filtered or screened to produce a product of greater size uniformity.
  • Polymeric microparticles suitable for use in the invention may be provided with a deposition aid at the outer surface of the microparticle.
  • Deposition aids serve to modify the properties of the exterior of the microparticle, for example to make the microparticle more substantive to a desired substrate.
  • Desired substrates include cellulosics (including cotton) and polyesters (including those employed in the manufacture of polyester fabrics).
  • the deposition aid may suitably be provided at the outer surface of the microparticle by means of covalent bonding, entanglement or strong adsorption.
  • Examples include polymeric core-shell microcapsules (such as those further described above) in which a deposition aid is attached to the outside of the shell, preferably by means of covalent bonding. While it is preferred that the deposition aid is attached directly to the outside of the shell, it may also be attached via a linking species.
  • Deposition aids for use in the invention may suitably be selected from polysaccharides having an affinity for cellulose.
  • polysaccharides may be naturally occurring or synthetic and may have an intrinsic affinity for cellulose or may have been derivatised or otherwise modified to have an affinity for cellulose.
  • Suitable polysaccharides have a 1-4 linked p glycan (generalised sugar) backbone structure with at least 4, and preferably at least 10 backbone residues which are pi -4 linked, such as a glucan backbone (consisting of pi -4 linked glucose residues), a mannan backbone (consisting of pi -4 linked mannose residues) or a xylan backbone (consisting of pi -4 linked xylose residues).
  • Examples of such (31-4 linked polysaccharides include xyloglucans, glucomannans, mannans, galactomannans, P(1-3),(1-4) glucan and the xylan family incorporating glucurono-, arabino- and glucuronoarabinoxylans.
  • Preferred pi -4 linked polysaccharides for use in the invention may be selected from xyloglucans of plant origin, such as pea xyloglucan and tamarind seed xyloglucan (TXG) (which has a (31-4 linked glucan backbone with side chains of a-D xylopyranose and p-D- galactopyranosyl-(1-2)-a-D-xylo-pyranose, both 1-6 linked to the backbone); and galactomannans of plant origin such as loc ust bean gum (LBG) (which has a mannan backbone of pi -4 linked mannose residues, with single unit galactose side chains linked a1-6 to the backbone).
  • TXG pea xyloglucan and tamarind seed xyloglucan
  • LBG loc ust bean gum
  • polysaccharides which may gain an affinity for cellulose upon hydrolysis, such as cellulose mono-acetate; or modified polysaccharides with an affinity for cellulose such as hydroxypropyl cellulose, hydroxypropyl methylcellulose, hydroxyethyl methylcellulose, hydroxypropyl guar, hydroxyethyl ethylcellulose and methylcellulose.
  • Deposition aids for use in the invention may also be selected from phthalate containing polymers having an affinity for polyester.
  • phthalate containing polymers may have one or more nonionic hydrophilic segments comprising oxyalkylene groups (such as oxyethylene, polyoxyethylene, oxypropylene or polyoxypropylene groups), and one or more hydrophobic segments comprising terephthalate groups.
  • the oxyalkylene groups will have a degree of polymerization of from 1 to about 400, preferably from 100 to about 350, more preferably from 200 to about 300.
  • a suitable example of a phthalate containing polymer of this type is a copolymer having random blocks of ethylene terephthalate and polyethylene oxide terephthalate.
  • Deposition aids for use in the invention will generally have a weight average molecular weight (M w ) in the range of from about 5 kDa to about 500 kDa, preferably from about 10 kDa to about 500 kDa and more preferably from about 20 kDa to about 300 kDa.
  • M w weight average molecular weight
  • One example of a particularly preferred polymeric core-shell microcapsule for use in the invention is an aminoplast microcapsule with a shell formed by the polycondensation of melamine with formaldehyde; surrounding a core containing the fragrance formulation (f2); in which a deposition aid is attached to the outside of the shell by means of covalent bonding.
  • the preferred deposition aid is selected from (31-4 linked polysaccharides, and in particular the xyloglucans of plant origin, as are further described above.
  • the present inventors have surprisingly observed that it is possible to reduce the total level of fragrance included in the composition of the invention without sacrificing the overall fragrance experience delivered to the consumer at key stages in the laundry process. A reduction in the total level of fragrance is advantageous for cost and environmental reasons.
  • the total amount of fragrance formulation (f1) and fragrance formulation (f2) in the composition of the invention suitably ranges from 0.5 to 1.4%, preferably from 0.5 to 1 .2%, more preferably from 0.5 to 1% and most preferably from 0.6 to 0.9% (by weight based on the total weight of the composition).
  • the weight ratio of fragrance formulation (f1) to fragrance formulation (f2) in the composition of the invention preferably ranges from 60:40 to 45:55. Particularly good results have been obtained at a weight ratio of fragrance formulation (f1) to fragrance formulation (f2) of around 50:50.
  • fragrance (f1) and fragrance (f2) are typically incorporated at different stages of formation of the composition of the invention.
  • the discrete polymeric microparticles (e.g. microcapsules) entrapping fragrance formulation (f2) are added in the form of a slurry to a warmed base formulation comprising other components of the composition (such as surfactants and solvents).
  • Fragrance (f1) is typically post-dosed later after the base formulation has cooled.
  • a composition of the invention may contain further optional ingredients to enhance performance and/or consumer acceptability.
  • additional optional ingredients include foam boosting agents, preservatives (e.g. bactericides), polyelectrolytes, anti-shrinking agents, anti-wrinkle agents, antioxidants, sunscreens, anti-corrosion agents, drape imparting agents, anti-static agents, ironing aids, colorants, pearlisers and/or opacifiers, and shading dye.
  • foam boosting agents e.g. bactericides
  • polyelectrolytes e.g. bactericides
  • anti-shrinking agents e.g. bactericides
  • anti-wrinkle agents antioxidants
  • sunscreens e.g. bactericides
  • anti-corrosion agents e.g. bactericides
  • drape imparting agents e.g. bactericides
  • anti-static agents e.g. bactericides
  • ironing aids e.g. bactericides
  • colorants e.g.
  • ingredients used in embodiments of the invention may be obtained from so called black carbon sources or a more sustainable green source.
  • black carbon sources or a more sustainable green source.
  • the following provides a list of alternative sources for several of these ingredients and how they can be made into raw materials described herein.
  • laundry liquid formulation which comprises LAS obtained from plastic feedstock comprising 5% wt. of the total LAS present.
  • the perfume comprises 20% wt. of the perfume verdyl acetate.

Abstract

L'invention concerne une composition détergente comprenant de l'acétate de verdyle et un alkylbenzènesulfonate linéaire (LAS) obtenu à partir d'une charge d'alimentation en plastique de déchet.
PCT/EP2022/077230 2021-10-08 2022-09-29 Composition WO2023057322A1 (fr)

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