Treatment compositions containing chitosan-based delivery particles

Abstract

A processing composition comprising a processing aid and a population of core / shell delivery particles, wherein the shell is made at least in part from a polymeric material that is the reaction product of chitosan and a crosslinker, and the chitosan is characterized by a particular weight average molecular weight, such as 100 kDa to 600 kDa. Related methods of making and using such compositions.

Description

[Technical Field]

[0001] The present disclosure relates to processing compositions comprising a processing aid and a population of core / shell delivery particles, wherein the shell is made at least in part of chitosan characterized by a particular weight average molecular weight. The disclosure also relates to related methods of making and using such compositions. [Background technology]

[0002] Delivery particles, particularly core / shell delivery particles, are a convenient way to deliver benefit agents in treatment compositions such as laundry products. For environmental reasons, it may be desirable to use delivery particles with walls made from naturally occurring and / or biodegradable materials.

[0003] Delivery particles having shells made at least in part from chitosan-based materials are known. However, such particles may not deliver the desired level of performance. Furthermore, chitosan can be a difficult material to handle due to its tendency to build viscosity. Summary of the Invention [Problem to be solved by the invention]

[0004] There is a need for improved treatment compositions including delivery particles made from chitosan-based materials, as well as related methods. [Means for solving the problem]

[0005] The present disclosure relates to processing compositions comprising chitosan-based core / shell delivery particles, wherein the chitosan used to make the shell is characterized by a particular molecular weight.

[0006] For example, the present disclosure relates to a processing composition comprising a processing aid and a population of delivery particles, the delivery particles comprising a core and a shell surrounding the core, the core comprising a benefit agent, and the shell comprising a polymeric material that is the reaction product of chitosan and a crosslinker, the chitosan characterized by a weight average molecular weight of about 100 kDa to about 600 kDa.

[0007] The present disclosure also relates to a method of making a treatment composition, the method comprising the steps of providing a base composition, the base composition including a processing aid, and combining a population of delivery particles with the base composition, the delivery particles comprising a core and a shell surrounding the core, the core including a benefit agent, and the shell comprising a polymeric material that is the reaction product of chitosan and a crosslinker, wherein the chitosan is characterized by a weight average molecular weight of from about 100 kDa to about 600 kDa.

[0008] The present disclosure also relates to a method of treating a surface, the method comprising contacting the surface, preferably a fabric, with the treatment composition described herein. [Brief explanation of the drawings]

[0009] The drawings herein are illustrative in nature and are not intended to be limiting. [Figure 1] 1 shows a hypothetical graph of the molecular weight distribution of a polymer. DETAILED DESCRIPTION OF THE INVENTION

[0010] The present disclosure relates to a treatment composition comprising delivery particles having a shell made at least in part from a chitosan-based material. In particular, the delivery particles include a shell comprising the reaction product of chitosan and a crosslinker. Notably, the chitosan is characterized by a weight average molecular weight within a particular range.

[0011] Without wishing to be bound by theory, it is believed that careful selection of the molecular weight of chitosan can be advantageous.For example, selecting chitosan with molecular weight above a certain threshold can produce delivery particles that perform better at certain touch points compared with particles made from chitosan with lower molecular weight.In addition, selecting chitosan characterized by a relatively high molecular weight can cause processing problems, because such chitosan tends to build viscosity, especially in aqueous environments, and the relatively high viscosity can affect the convenient flowability of such solution and / or prevent the proper formation of particle walls.

[0012] The chitosans, delivery particles, processing compositions, and related methods of the present disclosure are discussed in more detail below.

[0013] As used herein, the articles "a" and "an," when used in a claim, are understood to mean one or more of what is claimed or described. As used herein, the terms "include," "includes," and "including" are meant to be open-ended. The compositions of the present disclosure may comprise, consist essentially of, or consist of the components of the present disclosure.

[0014] The terms "substantially free of" or "substantially free from" may be used herein. This means that the indicated material is in minimal amounts and has not been intentionally added to the composition to form part of the composition, or preferably is not present at analytically detectable concentrations. It includes compositions in which the indicated material is present only as an impurity in one of the other intentionally included materials. The indicated material, if present at all, may be present at a concentration of less than 1%, or less than 0.1%, or less than 0.01%, or even 0% by weight of the composition.

[0015] As used herein, "consumer product" means a baby care, beauty care, fabric and home care, family care, feminine care, or health care product or device that is intended for use or consumption in the form in which it is sold and not for subsequent commercial manufacture or modification. Such products include diapers, bibs, wipes; products for treating human hair and / or related methods of treatment, including bleaching, coloring, dyeing, conditioning, shampooing, and styling; deodorants and antiperspirants; personal cleansing; skin care, including the application of creams, lotions, and other topically applied products intended for consumer use; and shaving products, products and / or related methods for treating fabrics, hard surfaces, and any other surface in the fabric or home care field (including air care, auto care, dishwashing, fabric conditioning (including softening)). products and / or methods related to toilet paper, tissue, paper handkerchiefs, and / or paper towels; tampons, feminine napkins; adult incontinence products; oral care products and / or methods including toothpaste, tooth gels, mouth rinses, denture adhesives, tooth whitening agents; non-prescription health care including cough and cold treatments; pest control products, and water purification.

[0016] As used herein, the phrase "fabric care composition" includes compositions and formulations designed to treat fabrics. Such compositions include, but are not limited to, laundry cleaning compositions and detergents, fabric softening compositions, fabric enhancing compositions, fabric deodorizing compositions, laundry pre-cleaners, laundry pre-treatments, laundry additives, spray products, dry cleaning agents or compositions, laundry rinse additives, cleaning additives, post-rinse fabric treatments, ironing aids, unit dose formulations, delayed delivery formulations, detergents contained on or in porous substrates or nonwoven sheets, and other suitable forms that may be apparent to those skilled in the art in light of the teachings herein. Such compositions may be used as laundry pre-treatments, laundry post-treatments, or may be added during the rinse or wash cycle of laundry operations.

[0017] As used herein, "delivery particles," "particles," "encapsulations," "microcapsules," and "capsules" are used interchangeably unless otherwise indicated. As used herein, these terms typically refer to core / shell delivery particles.

[0018] Unless otherwise noted, all ingredient or composition concentrations are in terms of the active portion of that ingredient or composition and are exclusive of impurities, e.g., residual solvents or by-products, that may be present in commercial sources of such ingredient or composition.

[0019] All temperatures herein are in degrees Celsius (°C) unless otherwise indicated. All measurements herein are made at 20°C and atmospheric pressure unless otherwise stated.

[0020] In all embodiments of the present disclosure, all percentages are by weight of the total composition unless otherwise specified. All ratios are by weight unless specifically stated otherwise.

[0021] 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 includes 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 such broader numerical range, as if such narrower numerical ranges were all expressly written herein.

[0022] Treatment Composition The present disclosure relates to treatment compositions (or simply "compositions" as used herein). The compositions of the present disclosure may include a population of delivery particles and treatment aids, each of which is described in more detail below. The treatment compositions may be useful in the methods of treating surfaces, such as fabrics, described herein.

[0023] The treatment composition is preferably a consumer product composition. The consumer product composition of the present disclosure can be useful in baby care, beauty care, fabric care, home care, family care, feminine care, and / or health care applications. The consumer product composition can be useful for treating surfaces such as fabric, hair, or skin. The consumer product composition can be intended to be used or consumed in the manner in which it is sold. The consumer product composition of the present disclosure is typically not intended for subsequent commercial manufacture or modification.

[0024] The consumer product composition may preferably be a fabric care composition, a hard surface cleaner composition, a dish care composition, a hair care composition (such as a shampoo or conditioner), a body cleansing composition, or a mixture thereof, preferably a fabric care composition.

[0025] The consumer product composition may be a fabric care composition such as a laundry detergent composition (including a heavy-duty liquid cleaning detergent or unit dose article), a fabric conditioning composition (including a liquid fabric softening and / or enhancing composition), a laundry additive, a fabric pre-treatment composition (including a spray, pourable liquid, or spray), a fabric refresher composition (including a spray), or a mixture thereof. The treatment composition is preferably a fabric conditioning composition, even more preferably a liquid fabric conditioning composition.

[0026] The composition may be a beauty care composition, such as a hair treatment product (including shampoo and / or conditioner), a skin care product (including a cream, lotion, or other topically applied product for consumer use), a shaving care product (including a shaving lotion, foam, or pre- or post-shave treatment), a personal cleansing product (including a liquid body wash, liquid hand soap, and / or bar soap), a deodorant and / or antiperspirant, or mixtures thereof.

[0027] The compositions may be home care compositions such as air care, car care, dishwashing, hard surface cleaners and / or treatments, and other cleaners for consumer or institutional use.

[0028] The treatment composition may be in the form of a liquid composition, a granular composition, a hydrocolloid, a single-compartment pouch, a multi-compartment pouch, a dissolvable sheet, pastilles or beads, a fibrous article, a tablet, a stick, a bar, a flake, a foam / mousse, a nonwoven sheet, or mixtures thereof.

[0029] The treatment composition may be in the form of a liquid. The liquid composition may comprise from about 50% to about 97%, preferably from about 60% to about 96%, more preferably from about 70% to about 95%, and even from about 80% to about 95% water by weight of the fabric treatment composition. The liquid composition may be a liquid fabric conditioner. The liquid may be packaged in a pourable bottle. The liquid may be packaged in an aerosol can or other spray bottle. Suitable containers are described in more detail below.

[0030] The treatment composition may be in the form of a solid. The composition may be in the form of beads or pastilles, which may be pastilles from a liquid melt. The composition may be an extruded product. The treatment composition may be in the form of a powder or granules.

[0031] The composition may be in the form of a unit-dose article such as a tablet, pouch, sheet, or fiber article. Such pouches typically include a water-soluble film, e.g., a polyvinyl alcohol water-soluble film, that at least partially encapsulates the composition. Suitable films are available from MonoSol, LLC (Indiana, USA). The composition may be enclosed in a single-compartment pouch or a multi-compartment pouch. A multi-compartment pouch may have at least two, at least three, or at least four compartments. A multi-compartment pouch may include compartments arranged side-by-side and / or stacked. The composition contained in the pouch or its compartments may be liquid, solid (e.g., powder), or a combination thereof. The pouch composition may have a relatively low amount of water, e.g., less than about 20%, or less than about 15%, or less than about 12%, or less than about 10%, or less than about 8% by weight of the detergent composition.

[0032] The treatment composition may be in the form of a spray, for example, dispensed via an aerosol container having a trigger sprayer and / or a valve.

[0033] The treatment composition is applied for 20 seconds. -1and 21°C, 1 to 1500 centipoise (1 to 1500 mPa * s), 100-1000 centipoise (100-1000 mPa * s), or 200 to 500 centipoise (200 to 500 mPa * s).

[0034] The treatment compositions of the present disclosure may be characterized by a pH of about 2 to about 12, or about 2 to about 8.5, or about 2 to about 7, or about 2 to about 5. The treatment compositions of the present disclosure, preferably in aqueous liquid form, may have a pH of about 2 to about 4, preferably about 2 to about 3.7, and more preferably about 2 to about 3.5. Such pH levels are believed to promote the stability of the quaternary ammonium ester compound, if present. Meanwhile, detergent compositions are typically characterized by a pH of about 7 to about 12, preferably about 7.5 to about 11. The pH of the composition is measured by dissolving / dispersing the composition in deionized water to form a 10% concentration solution at about 20°C.

[0035] Additional components and / or properties of the composition are discussed in more detail below.

[0036] Delivery particle population The treatment composition of the present disclosure comprises a population of delivery particles. The delivery particles comprise a core and a shell surrounding the core. The core may comprise a benefit agent and, optionally, a partitioning modifier. The core can be liquid or solid at room temperature, preferably liquid.

[0037] The treatment composition may comprise from about 0.05% to about 20%, or from about 0.05% to about 10%, or from about 0.1% to about 5%, or from about 0.2% to about 2%, by weight of the composition, of delivery particles. The composition may comprise a sufficient amount of total delivery particles to provide the composition with from about 0.05% to about 10%, or from about 0.1% to about 5%, or from about 0.1% to about 2%, by weight of the composition, of encapsulated benefit agent, preferably perfume ingredient. As discussed herein, the amount or weight percent of delivery particles refers to the combined wall material and core material.

[0038] A population of delivery particles according to the present disclosure may be characterized by a volume-weighted median particle size of about 1 to about 100 microns, preferably about 10 to about 100 microns, preferably about 15 to about 50 microns, more preferably about 20 to about 40 microns, and even more preferably about 25 to about 35 microns. For certain compositions, it may be preferred that the population of delivery particles be characterized by a volume-weighted median particle size of about 1 to about 50 microns, preferably about 5 to about 20 microns, and more preferably about 10 to about 15 microns. Different particle sizes can be obtained by controlling droplet size during emulsification.

[0039] The delivery particles may be characterized by a core to shell ratio of up to 99:1, or even 99.5:0.5, by weight. The shell may be present in a concentration of about 1% to about 25% by weight of the delivery particle, preferably about 1% to about 20% by weight, preferably about 1% to about 15% by weight, more preferably about 5% to about 15% by weight, even more preferably about 10% to about 15% by weight, and even more preferably about 10% to about 12% by weight. The shell may be present in a concentration of at least 1% by weight of the delivery particle, preferably at least 3% by weight, and more preferably at least 5% by weight. The shell may be present in a concentration of up to about 25% by weight of the delivery particle, preferably up to about 20% by weight, preferably up to about 15% by weight, and more preferably up to about 12% by weight.

[0040] The delivery particles can be cationic in nature, preferably cationic at a pH of 4.5. The delivery particles can be characterized by a zeta potential of at least 15 millivolts (mV) at a pH of 4.5. The delivery particles can be configured to have a zeta potential of at least 15 millivolts (mV) at a pH of 4.5, or at least 40 mV at a pH of 4.5, or at least 60 mV at a pH of 4.5. Delivery particles prepared using chitosan typically exhibit a positive zeta potential. Such capsules have improved adhesion efficiency to fabrics. At higher pHs, the particles can be nonionic or anionic.

[0041] The delivery particles of the present disclosure comprise a shell surrounding a core. (As used herein, "shell" and "wall" are used interchangeably with respect to the delivery particles unless otherwise indicated. The shell comprises a polymeric material. The polymeric material is the reaction product of chitosan and a crosslinker.)

[0042] As noted above, the chitosan is preferably characterized by a particular weight average molecular weight. Without wishing to be bound by theory, it is believed that careful selection of the molecular weight of the chitosan used to form the shell of the delivery particles results in better performing particles and / or processing convenience.

[0043] For example, when the weight average molecular weight (Mw) of chitosan is relatively low (e.g., less than 25 kDa, or less than 50 kDa, or even less than 75 kDa), delivery performance is believed to be relatively poor, at least at certain touch points, compared to particles made from chitosan of relatively high molecular weight. Without wishing to be bound by theory, it is believed that relatively small chitosan results in poor shell formation, possibly due to increased solubility of chitosan, resulting in chitosan that is less likely to migrate to the water / oil interface during shell formation.

[0044] Additionally, when the weight average molecular weight (Mw) of chitosan is relatively high (e.g., greater than 600 kDa), it is believed that the chitosan may be difficult to process, for example, by pumping, and / or difficult to react to form a suitable shell material. Without wishing to be bound by theory, it is believed that relatively large chitosan results in a higher viscosity profile of the aqueous phase in which the chitosan is dissolved. This may result in pumping difficulties and / or reduced reactivity, for example, due to reduced mobility of chitosan to the water / oil interface during shell formation.

[0045] Chitosan can be characterized by a weight-average molecular weight of about 100 kDa to about 600 kDa. Preferably, chitosan is characterized by a weight-average molecular weight (Mw) of about 100 kDa to about 500 kDa, preferably about 100 kDa to about 400 kDa, more preferably about 100 kDa to about 300 kDa, and even more preferably about 100 kDa to about 200 kDa. The method used to determine the molecular weight and related parameters of chitosan is provided in the Test Methods section below and uses gel permeation chromatograph with multi-angle light scatter and refractive index detection (GPC-MALS / RI) technique.

[0046] In addition to the weight-average molecular weight, preferred chitosans may be characterized by other parameters as well. For example, chitosans may be characterized by a polydispersity index of about 1.2 to about 4, more preferably about 1.4 to about 3.8, and even more preferably about 2.2 to about 2.6. The polydispersity index is calculated as the ratio of the weight-average molecular weight to the number-average molecular weight (Mw / Mn). Because relatively high polydispersity index values ​​indicate relatively large amounts of high-molecular-weight and low-molecular-weight polymers (which, as discussed above, may be less desirable), while relatively low polydispersity index values ​​are difficult and / or expensive to achieve, for example, due to the purification process, chitosans characterized by the recited polydispersity index ranges are considered advantageous.

[0047] Additionally or alternatively, chitosan may be characterized by a value defined as the difference between the Z-average molecular weight and the molecular weight of the peak maximum (e.g., Mz-Mp), which is about 60 to about 3500 kDa and can be used to describe the length of the "tail" of the molecular weight distribution. For unprocessed (untreated) chitosan, it may be preferred that the Mz-Mp value be about 60 to about 600 kDa, preferably about 140 to about 300 kDa. For acid-treated chitosan, it may be preferred that the Mz-Mp value be about 600 to about 3500 kDa, more preferably about 1800 to about 3000 kDa.

[0048] The chitosan may be characterized by a degree of deacetylation of at least 50%, preferably about 50% to about 99%, more preferably about 75% to about 90%, and even more preferably about 80% to about 85%. The degree of deacetylation may affect the solubility of the chitosan, which in turn may affect its reactivity or behavior in the process of forming the particle shell. For example, a degree of deacetylation that is too low (e.g., less than 50%) may result in a chitosan that is relatively insoluble and relatively unreactive. A relatively high degree of deacetylation may result in a chitosan that is very soluble, with relatively little chitosan migrating to the oil / water interface during shell formation.

[0049] The chitosan may be characterized by at least one, preferably at least two, and more preferably all three of the following: (a) a polydispersity index (Mw / Mn) of about 2.2 to about 2.6; and / or (b) a value defined by (Mz-Mp) of about 60 to about 3500; and / or (c) a degree of deacetylation of at least 50%, preferably from about 50% to about 99%, more preferably from about 75% to about 90%, and even more preferably from about 80% to about 85%.

[0050] The chitosan may preferably be acid-treated chitosan. For example, chitosan (which may be referred to as raw chitosan or parent chitosan before acid treatment) may be treated with an acid at a pH of 6.5 or less for at least 1 hour, preferably about 1 hour to about 3 hours, or for the period required to obtain a chitosan solution viscosity of about 1500 cps or less, or even 500 cps or less, at a temperature of about 25°C to about 99°C, preferably about 75°C to about 95°C. The acid may be selected from a strong acid (such as hydrochloric acid), an organic acid (such as formic acid or acetic acid), or a mixture thereof. The chitosan may be acid-treated at a pH of 2 to 6.5, preferably 3 to 6, or even 4 to 6.

[0051] The chitosan may include anionically modified chitosan, cationically modified chitosan, or a combination thereof. For example, modifying chitosan into anionic and / or cationic forms can alter the shell characteristics of the delivery particles by changing the surface charge and / or zeta potential, which can affect the particle's adhesion efficiency and / or formulation compatibility.

[0052] As noted above, the shell is a polymeric material that is the reaction product of chitosan and a crosslinking agent. Preferably, the crosslinking agent comprises a polyisocyanate. Thus, the shell of the delivery particle can comprise a polyurea resin, which comprises the reaction product of a polyisocyanate and chitosan.

[0053] For purposes of this specification, polyisocyanate materials useful in the present disclosure are understood to be isocyanate monomers, isocyanate oligomers, isocyanate prepolymers, or dimers or trimers of aliphatic or aromatic isocyanates. "Polyisocyanate" is intended to mean a material or compound containing two or more isocyanate moieties. All such monomers, prepolymers, oligomers, or dimers or trimers of aliphatic or aromatic isocyanates are intended to be encompassed by the term "polyisocyanate" herein. Polyisocyanates useful in the present disclosure include isocyanate monomers, oligomers, or prepolymers, or dimers or trimers thereof having at least two isocyanate groups. Preferred crosslinking can be achieved using polyisocyanates having a functionality of at least three.

[0054] Aromatic polyisocyanates may be preferred; however, aliphatic polyisocyanates and blends thereof may also be useful. Aliphatic polyisocyanates are understood to be polyisocyanates that do not contain any aromatic moieties. Aromatic polyisocyanates are understood to be polyisocyanates that contain at least one aromatic moiety. The crosslinker may comprise a mixture of aromatic and aliphatic polyisocyanates.

[0055] If the polyisocyanate is aromatic, it can be, but is not limited to, methylene diphenyl isocyanate, toluene diisocyanate, tetramethylxylidene diisocyanate, polyisocyanurate of toluene diisocyanate (commercially available from Bayer under the trade name Desmodur® RC), trimethylolpropane adduct of toluene diisocyanate (commercially available from Bayer under the trade name Desmodur® L75), naphthalene-1,5-diisocyanate, and phenylene diisocyanate, or trimethylolpropane adduct of xylylene diisocyanate (commercially available from Mitsui Chemicals under the trade name Takenate® D-110N).

[0056] Aliphatic polyisocyanates may include trimer of hexamethylene diisocyanate, trimer of isophorone diisocyanate, trimethylolpropane adduct of hexamethylene diisocyanate (available from Mitsui Chemicals), or biuret of hexamethylene diisocyanate (commercially available from Bayer under the trade name Desmodur® N 100).

[0057] Derivatives of polyisocyanates may include oligomers or polymers of isocyanate monomers. As a non-limiting example, the polyisocyanate may preferably include oligomers or polymers of diphenylmethane diisocyanate (MDI), such as Mondur® MR-Light.

[0058] The polyisocyanate may preferably be selected from the group consisting of polyisocyanurate of toluene diisocyanate, trimethylolpropane adduct of toluene diisocyanate, trimethylolpropane adduct of xylylene diisocyanate, 2,2'-methylenediphenyl diisocyanate, 4,4'-methylenediphenyl diisocyanate, 2,4'-methylenediphenyl diisocyanate, [diisocyanato(phenyl)methyl]benzene, toluene diisocyanate, tetramethylxylidene diisocyanate, naphthalene-1,5-diisocyanate, 1,4-phenylene diisocyanate, 1,3-diisocyanatobenzene, derivatives thereof (such as prepolymers, oligomers, and / or polymers thereof), and combinations thereof.

[0059] The particle shell may also be reinforced using additional co-crosslinking agents such as polyfunctional amines and / or polyamines, such as diethylene triamine (DETA), polyethyleneimine, polyvinylamine, or mixtures thereof. Acrylates may also be used as additional co-crosslinking agents, for example, to reinforce the shell.

[0060] The polymeric material may be formed during the reaction in which the weight ratio of chitosan present in the reaction to crosslinker present in the reaction is from about 1:10 to about 1:0.1. It is believed that selecting a desired ratio of biopolymer to crosslinker can provide the desired ductility benefits as well as improved biodegradability. It may be preferred that at least 21% by weight of the shell be comprised of moieties derived from chitosan, preferably acid-treated chitosan. The chitosan as a weight percentage of the shell may be from about 21% to about 95% of the shell. The ratio of chitosan in the aqueous phase compared to the crosslinker, preferably an isocyanate, in the oil phase may be from 21:79 to 90:10, or even from 1:2 to 10:1, or even from 1:1 to 7:1, by weight. The polymeric material may be formed in a reaction in which the weight ratio of chitosan or a derivative thereof (which may include acid-treated chitosan) present in the reaction to the crosslinker present in the reaction is about 1:10 to about 10:1, preferably about 1:5 to about 5:1, preferably about 1:4 to about 5:1, more preferably about 1:1 to about 5:1, more preferably about 3:1 to about 5:1. The shell may comprise chitosan at a concentration of 21% by weight or more of the total shell being chitosan, preferably about 21% to about 90% by weight, or even 21% to 85% by weight, or even 21% to 75% by weight, or even 21% to 55% by weight. The chitosan in this paragraph may preferably be acid-treated chitosan.

[0061] A population of delivery particles may be made according to a method comprising the following steps: (a) forming an aqueous phase comprising the chitosan described herein, preferably wherein the aqueous phase has a pH of 6.5 or less, more preferably a pH of 3 to 6, and a temperature of at least 25°C; (b) forming an oil phase comprising at least one benefit agent, preferably a fragrance material, and at least a crosslinking agent, preferably a polyisocyanate, and optionally a partitioning modifier; (c) forming an emulsion, preferably an oil-in-water emulsion, by mixing the aqueous and oil phases under high shear agitation, optionally adjusting the pH of the emulsion to a range of pH 2 to pH 6, preferably pH 3 to pH 6; and (d) curing the emulsion by heating, preferably to at least 40°C, for a time sufficient to form a shell at the interface of the oil droplets and the aqueous phase, wherein the shell comprises a polymeric material that is the reaction product of the chitosan and the crosslinking agent, the shell surrounding a core comprising the benefit agent.

[0062] The population of delivery particles can be prepared by the following steps: (a) forming an aqueous phase by treating chitosan with a mixture of a first acid and a second acid, wherein the first acid comprises a strong acid and the second acid comprises a weak acid, and wherein the chitosan is treated at a pH of 6.5 or less, or even below pH 6.5, or even between 3 and 6, and at a temperature of at least 25°C, for at least 1 hour; (b) forming an oil phase comprising dissolving at least one benefit agent and at least one polyisocyanate together, optionally with an additive oil (e.g., partitioning modifier) ​​and / or solvent; and (c) forming an oil phase comprising dissolving the chitosan with the mixture of water under high shear agitation. The emulsion may be made according to a method comprising the steps of: (a) forming an emulsion by mixing an oil phase and an oil phase into an excess of an aqueous phase, thereby forming droplets of the oil phase comprising the benefit agent dispersed in the aqueous phase, and optionally adjusting the pH of the emulsion to a range of from pH 2 to pH 6, preferably from pH 3 to pH 6; and (b) curing the emulsion by heating to at least 40°C for a time sufficient to form a shell at the interface of the droplets and the aqueous phase, the shell comprising the reaction product of a polyisocyanate and acid treated chitosan, the shell surrounding the core comprising the oil phase and benefit agent droplets.

[0063] Chitosan can be added to water in a jacketed reactor at a pH of 2 or even 3-6.5 and adjusted using an acid such as concentrated HCl. The chitosan in this mixture can be acid-treated by heating to a high temperature, such as 85°C, for 60 minutes and then held at this temperature for 1 minute to 1440 minutes, or longer. The aqueous phase can then be cooled to 25°C. Optionally, deacetylation can be further promoted or enhanced with an enzyme that depolymerizes or deacetylates chitosan. The oil phase can be prepared by dissolving an isocyanate, such as a trimer of xylylene diisocyanate (XDI) or a polymer of methylene diphenyl isocyanate (MDI), in oil at 25°C. A diluent, such as isopropyl myristate, can be used to adjust the hydrophilicity of the oil phase. The oil phase is then added to the aqueous phase and milled at high speed to obtain the desired size. The emulsion can then be hardened in one or more heating steps, such as heating to 40°C in 30 minutes and holding at 40°C for 60 minutes. The times and temperatures are approximate. The temperature and time are selected to be sufficient to form and harden a shell at the interface between the oil phase droplets and the water continuous phase. For example, the emulsion can be heated to 85°C in 60 minutes and then held at 85°C for 360 minutes to harden the particles. The slurry can then be cooled to room temperature.

[0064] The shell may degrade by at least 50% after 20 days (or less) when tested according to test method OECD 301B. The shell may degrade by at least 60% of its mass after 60 days (or less) when tested according to test method OECD 301B. The shell may degrade by at least 60% of its mass after 60 days (or less) when tested according to test method OECD 301B. The shell may degrade by 30-100%, preferably 40-100%, 50-100%, 60-100%, or 60-95% in 60 days, preferably 50 days, more preferably 40 days, more preferably 28 days, or more preferably 14 days.

[0065] The delivery particles of the present disclosure comprise a core. The core comprises a benefit agent. The core also optionally comprises a partitioning modifier.

[0066] The core of the particle is surrounded by a shell. When the shell ruptures, the benefit agent in the core is released. Additionally or alternatively, the benefit agent in the core may diffuse from the particle and / or be squeezed. Suitable benefit agents disposed within the core may include benefit agents that provide a benefit to a surface such as fabric or hair.

[0067] The core may comprise from about 5% to about 100% benefit agent, preferably a fragrance, by weight of the core.The core may comprise from about 45% to about 95%, preferably from about 50% to about 80%, more preferably from about 50% to about 70% benefit agent, preferably a fragrance, by weight of the core.

[0068] The benefit agent may comprise an aldehyde-containing benefit agent, a ketone-containing benefit agent, or a combination thereof. Such benefit agents, such as aldehyde- or ketone-containing perfume ingredients, are known to provide desirable benefits, such as freshness benefits. The benefit agent may comprise at least about 20%, preferably at least about 25%, more preferably at least about 40%, and even more preferably at least about 50% by weight of the benefit agent of the aldehyde-containing benefit agent, ketone-containing benefit agent, or a combination thereof.

[0069] The benefit agent may be a hydrophobic benefit agent, which is compatible with the oil phase typically used in making the delivery particles of the present disclosure.

[0070] The benefit agents are selected to provide benefits under the preferred use of the treatment composition. The benefit agents in the core may be fragrance materials, silicone oils, waxes, hydrocarbons, higher fatty acids, essential oils, lubricants, lipids, skin cooling agents, vitamins, sunscreens, antioxidants, glycerin, catalysts, bleach particles, silicon dioxide particles, malodor reducing agents, odor control materials, chelating agents, antistatic agents, softening agents, insect and moth repellents, colorants, thickeners, drape and foam modifying agents, smoothing agents, wrinkle control agents, sanitizing agents, disinfectants, bacterial inhibitors, mold inhibitors, mildew inhibitors, antiviral agents, drying agents, stain resistant agents, soil release agents, fabric The active ingredient may be selected from the group consisting of fabric refreshing and deodorizing maintenance agents, chlorine bleach odor suppressants, dye fixatives, dye transfer inhibitors, color retention agents, optical brighteners, color restoration / revitalization agents, anti-fade agents, whiteness enhancers, anti-abrasion agents, abrasion resistant agents, fabric integration agents, anti-abrasion agents, anti-pilling agents, foam suppressors, defoamers, UV protection agents, anti-fading agents, anti-allergy agents, enzymes, waterproofing agents, fabric comfort agents, shrink resistance agents, stretch resistance agents, stretch recovery agents, skin care agents, synthetic or natural actives, antibacterial actives, antiperspirant actives, cationic polymers, dyes, and mixtures thereof.

[0071] The benefit agent in the core preferably comprises a fragrance material (or simply "fragrance"), which may include one or more perfume raw materials. Fragrances are particularly suitable for encapsulation in the delivery particles described herein because fragrance-containing particles can provide deodorizing benefits across multiple touch points.

[0072] As used herein, the term "perfume raw material" (or "PRM") refers to a compound having a molecular weight of at least about 100 g / mole and useful for imparting odors, fragrances, essences, or scents, either alone or in combination with other perfume raw materials. Typical PRMs include alcohols, ketones, aldehydes, esters, ethers, nitrites, and alkenes, such as terpenes, among others. Lists of common PRMs can be found in various reference sources, such as, for example, "Perfume and Flavor Chemicals," Vol. I and Vol. II; Steffen Arctander Allured Pub. Co. (1994) and "Perfumes: Art, Science and Technology," Miller, PM and Lamparsky, D., Blackie Academic and Professional (1994).

[0073] PRMs may be characterized by their boiling point (BP) measured at atmospheric pressure (760 mmHg) and octanol / water partition coefficient (P), which may be described in terms of logP, determined according to the following test method. Based on these characteristics, PRMs can be classified as Quadrant I, Quadrant II, Quadrant III, or Quadrant IV fragrances, as described in more detail in U.S. Patent No. 6,869,923. Suitable Quadrant I, II, III, and IV fragrance raw materials are disclosed in that U.S. patent.

[0074] Perfume raw materials that have a boiling point BP of less than about 250° C. and a logP of less than about 3 are known as Quadrant I perfume raw materials. Quadrant I perfume raw materials are preferably limited to less than 30% of the fragrance materials.

[0075] The fragrance may include a perfume raw material having a logP of from about 2.5 to about 4. It is understood that other perfume raw materials may also be present in the fragrance.

[0076] The core of the delivery particles of the present disclosure may include a partitioning modifier, which may promote more robust shell formation. The partitioning modifier may be combined with the perfume oil material of the core prior to incorporation of the wall-forming monomer. The partitioning modifier may be present in the core at a concentration of from 0% to about 95% by weight of the core, preferably from about 5% to about 55%, preferably from about 10% to about 50%, more preferably from about 20% to about 50%, and even more preferably from about 25% to about 50%.

[0077] Partition modifiers include vegetable oils, modified vegetable oils, C4 to C 24 The partition modifier may include a material selected from the group consisting of mono-, di-, and triesters of fatty acids, isopropyl myristate, dodecanophenone, lauryl laurate, methyl behenate, methyl laurate, methyl palmitate, methyl stearate, and mixtures thereof. The partition modifier may preferably include, or even consist of, isopropyl myristate. The modified vegetable oil may be esterified and / or brominated. The modified vegetable oil may preferably include castor oil and / or soybean oil. U.S. Patent Application Publication No. 20110268802, incorporated herein by reference, describes other partition modifiers that may be useful in the delivery particles described herein.

[0078] If the benefit agent itself is not sufficient to function as an oil phase or solvent, particularly during the process of forming the shell of the delivery particle of wall-forming material, the oil phase may include a suitable carrier and / or solvent. In this sense, oil is optional, since the benefit agent itself can sometimes be oil. These carriers or solvents are generally oils, preferably with a boiling point above about 80°C, low volatility, and non-flammable. Without being limited thereto, they preferably include one or more esters, preferably with a chain length of up to 18 carbon atoms or even up to 42 carbon atoms, and / or triglycerides, such as esters of C6-C12 fatty acids with glycerol.

[0079] Optionally, the aqueous phase may contain an emulsifier. Non-limiting examples of emulsifiers include anionic surfactants (such as alkyl sulfates, alkyl ether sulfates, and / or alkylbenzene sulfonates), nonionic surfactants (preferably alkoxylated alcohols containing ethoxy groups), polyvinyl alcohol, and / or polyvinylpyrrolidone. Solubilized chitosan may provide emulsification benefits in this application. When used, the emulsifier is typically present in an amount of about 0.1 to 40% by weight, preferably 0.2 to about 15% by weight, and more typically 0.5 to 10% by weight, based on the total weight of the aqueous phase.

[0080] The population of delivery particles may be provided as a slurry, preferably an aqueous slurry. The slurry may include one or more processing aids, which may include water, an anti-agglomerating material such as a divalent salt, or a particle-suspending polymer such as xanthan gum, guar gum, cellulose (preferably microfibrillated cellulose), and / or carboxymethylcellulose. When the delivery particles are characterized by cationic nature (e.g., when the shell is at least partially derived from chitosan), a non-anionic structuring agent, preferably a non-ionic structuring agent, may be preferred, for example, to avoid adverse charge interactions that may result in undesirable aggregation.

[0081] The slurry may include one or more carriers selected from the group consisting of polar solvents, including but not limited to water, ethylene glycol, propylene glycol, polyethylene glycol, glycerol; and non-polar solvents, including but not limited to mineral oil, perfume raw materials, silicone oil, hydrocarbon paraffin oil, and mixtures thereof. Aqueous slurries may be preferred. The slurry may include unencapsulated ("free") perfume raw materials that are different in identity and / or amount from those encapsulated in the core of the delivery particle.

[0082] The slurry may comprise a polysaccharide such as chitosan, cationically modified starch, and / or cationically modified guar; polysiloxane; polydiallyldimethylammonium halide; copolymer of polydiallyldimethylammonium chloride and polyvinylpyrrolidone; composition comprising polyethylene glycol and polyvinylpyrrolidone; acrylamide; imidazole; imidazolinium halide; polyvinylamine; copolymer of polyvinylamine and N-vinylformamide; polyvinylformamide, polyvinyl alcohol; polyvinyl alcohol crosslinked with boric acid; polyacrylic acid; polyglycerol ether silicone crosspolymer; polyacrylic acid, polyacrylate, polyvinylamine and amines, in one embodiment diethylenetriamine, ethylenediamine, bis(3-aminopropyl)piperazine, N,N copolymers of bis-(3-aminopropyl)methylamine, tris(2-aminoethyl)amine, and mixtures thereof with polyvinyl alcohol oligomers; polyethyleneimine, derivatized polyethyleneimine, and in one embodiment, ethoxylated polyethyleneimine; polymeric compounds comprising at least two moieties selected from the group consisting of carboxylic acid moieties, amine moieties, hydroxyl moieties, and nitrile moieties in a backbone of polybutadiene, polyisoprene, polybutadiene / styrene, polybutadiene / acrylonitrile, carboxyl-terminated polybutadiene / acrylonitrile, or combinations thereof; preformed coacervates of anionic surfactants combined with cationic polymers; polyamines, and mixtures thereof.

[0083] At least one population of delivery particles may be contained in an agglomerate, which may then be combined with a separate population of delivery particles and at least one auxiliary material. The agglomerate may be comprised of a material selected from the group consisting of silica, citric acid, sodium carbonate, sodium sulfate, sodium chloride, and a binder, such as sodium silicate, modified cellulose, polyethylene glycol, polyacrylate, polyacrylic acid, zeolite, and mixtures thereof.

[0084] Suitable equipment for use in the methods disclosed herein may include continuous stirred tank reactors, homogenizers, turbine agitators, recirculation pumps, paddle mixers, plow shear mixers, ribbon blenders, vertical shaft granulators and drum mixers (both batch and, where available, continuous process configurations), spray dryers, and extruders. Such equipment is available from Lodige GmbH (Paderborn, Germany), Littleford Day, Inc. (Florence, Ky., USA), Forberg AS (Larvik, Norway), Glatt Ingenieurtechnik GmbH (Weimar, Germany), Niro (Soeborg, Denmark), Hosokawa Bepex Corp. (Minneapolis, Minn., USA), and Arde Barinco (New Jersey, USA).

[0085] Supplementary ingredients In addition to the delivery particles, the treatment compositions of the present disclosure may also include one or more auxiliary materials that may provide a benefit in the intended end use of the composition or may be processing and / or stabilizing aids.

[0086] Suitable adjunct materials may include surfactants, conditioning actives, deposition aids, rheology modifiers or structurants, bleaching systems, stabilizers, builders, chelating agents, dye transfer inhibitors, dispersants, enzymes and enzyme stabilizers, catalytic metal complexes, polymeric dispersants, clay and soil removal / anti-redeposition agents, brighteners, suds suppressors, silicones, hueing agents, aesthetic dyes, additional perfumes and perfume delivery systems, structural elastomers, carriers, hydrotropes, processing aids, anti-agglomerating agents, coating agents, formaldehyde scavengers, and / or pigments. Preferably, the adjunct materials include additional fabric conditioning agents, dyes, pH control agents, solvents, rheology modifiers, structurants, cationic polymers, surfactants, perfumes, additional perfume delivery systems, chelating agents, antioxidants, preservatives, or mixtures thereof.

[0087] Depending on the intended form, formulation, and / or end use, the compositions of the present disclosure may be free of one or more of the following adjunct materials: bleach activators, surfactants, builders, chelating agents, dye transfer inhibitors, dispersants, enzymes and enzyme stabilizers, catalytic metal complexes, polymeric dispersants, clay and soil removal / anti-redeposition agents, brighteners, suds suppressors, dyes, additional perfumes and perfume delivery systems, structural elastomers, fabric softeners, carriers, hydrotropes, processing aids, structurants, anti-agglomerating agents, coatings, formaldehyde scavengers, and / or pigments.

[0088] The exact nature of these additional components and the concentration at which they are incorporated depend on the physical form of the composition and the nature of the work to be used. However, if one or more adjuvants are present, such one or more adjuvants can be present as detailed below. The following is a non-limiting list of suitable additional adjuvants:

[0089] A. Surfactants The composition of the present disclosure may include a surfactant. The surfactant may be useful, for example, to provide cleaning benefits. The composition may include a surfactant system, which may contain one or more surfactants.

[0090] Compositions of the present disclosure may comprise from about 0.1% to about 70%, or from about 2% to about 60%, or from about 5% to about 50% by weight of the composition of a surfactant system. Liquid compositions may comprise from about 5% to about 40% by weight of the composition of a surfactant system. Compositions suitable for dense formulations, e.g., dense, liquid, gel, and / or unit dose forms, may comprise from about 25% to about 70%, or from about 30% to about 50% by weight of the composition of a surfactant system.

[0091] The surfactant system may include anionic surfactants, nonionic surfactants, zwitterionic surfactants, cationic surfactants, amphoteric surfactants, or combinations thereof. The surfactant system may include nonionic surfactants such as linear alkyl benzene sulfonates, alkyl ethoxylated sulfates, alkyl sulfates, ethoxylated alcohols, amine oxides, or mixtures thereof. The surfactant may be derived, at least in part, from natural sources, such as natural feedstock alcohols.

[0092] Suitable anionic surfactants may include any conventional anionic surfactant. This may include, for example, sulfate detersive surfactants for alkoxylated and / or non-alkoxylated alkyl sulfate materials, and / or sulfonic acid-based detersive surfactants, such as alkyl benzene sulfonates. The anionic surfactant may be linear, branched, or a combination thereof. Preferred surfactants include linear alkyl benzene sulfonates (LAS), alkyl ethoxylated sulfates (AES), alkyl sulfates (AS), or mixtures thereof. Other suitable anionic surfactants include branched-chain modified alkyl benzene sulfonates (MLAS), methyl ester sulfonates (MES), sodium lauryl sulfate (SLS), sodium lauryl ether sulfate (SLES), and / or alkyl ethoxylated carboxylates (AEC). The anionic surfactant may be present in acid form, salt form, or a mixture thereof. The anionic surfactant may be partially or totally neutralized, for example, with an alkali metal (e.g., sodium) or an amine (e.g., monoethanolamine). Due to the presence of cationic ester quat materials, it may be desirable to limit the amount of anionic surfactant to avoid undesirable interactions of materials. For example, the composition may contain less than 5% by weight of the composition, preferably less than 3% by weight, more preferably less than 1% by weight, and even more preferably less than 0.1% by weight of anionic surfactant.

[0093] The surfactant system may include a nonionic surfactant. Suitable nonionic surfactants include alkoxylated fatty alcohols, such as ethoxylated fatty alcohols. Other suitable nonionic surfactants include alkoxylated alkylphenols, alkylphenol condensates, mid-chain branched alcohols, mid-chain branched alkyl alkoxylates, alkyl polysaccharides (e.g., alkyl polyglycosides), polyhydroxy fatty acid amides, ether-capped poly(oxyalkylated) alcohol surfactants, and mixtures thereof. The alkoxylate units may be ethyleneoxy units, propyleneoxy units, or mixtures thereof. The nonionic surfactant may be linear, branched (e.g., mid-chain branched), or a combination thereof. Particular nonionic surfactants may include alcohols having an average of about 12 to about 16 carbons and an average of about 3 to about 9 ethoxy groups, such as C12-C14 EO7 nonionic surfactants.

[0094] Suitable zwitterionic surfactants include betaines, C8-C9 alkyl dimethyl betaines, including alkyl dimethyl betaines and cocodimethylamidopropyl betaine. 18 (For example, C 12 ~C 18 ) amine oxides (e.g., C 12 ~ 14 dimethylamine oxide), and / or N-alkyl-N,N-dimethylamino-1-propanesulfonate (wherein the alkyl group is C8 to C 18 or C 10 ~C 14 The zwitterionic surfactant may include any conventional zwitterionic surfactant, such as sulfo and hydroxybetaines, such as (which may be

[0095] Depending on the formulation and / or intended end use, the composition may be substantially free of certain surfactants. For example, a liquid fabric strengthening composition, such as a fabric softener, may be substantially free of anionic surfactants, since such surfactants may negatively interact with cationic components.

[0096] B. Conditioning Actives The compositions of the present disclosure may include conditioning actives. Compositions containing conditioning actives may provide softness, anti-wrinkle, anti-static, conditioning, anti-stretch, color, and / or appearance benefits.

[0097] The conditioning active may be present at a concentration of about 1% to about 99% by weight of the composition. The composition may comprise from about 1%, or about 2%, or about 3%, to about 99%, or about 75%, or about 50%, or about 40%, or about 35%, or about 30%, or about 25%, or about 20%, or about 15%, or about 10% by weight of the composition. The composition may comprise from about 5% to about 30% by weight of the composition of the conditioning active.

[0098] Suitable conditioning active materials for the compositions of the present disclosure can include quaternary ammonium ester compounds, silicones, non-ester quaternary ammonium compounds, amines, fatty acid esters, sucrose esters, silicones, dispersible polyolefins, polysaccharides, fatty acids, softening or conditioning oils, polymer latexes, or combinations thereof.Preferably, the treatment composition is a fabric care composition in which one or more adjunct ingredients comprise quaternary ammonium ester materials.Such materials are particularly useful in fabric improving / conditioning / softening compositions.

[0099] The composition may contain a quaternary ammonium ester compound, a silicone, or a combination of these, preferably a single combination. The total amount of the quaternary ammonium ester compound and the silicone may be about 5% to about 70% by weight of the composition, or about 6% to about 50% by weight, or about 7% to about 40% by weight, or about 10% to about 30% by weight, or about 15% to about 25% by weight. The composition may contain the quaternary ammonium ester compound and the silicone in a weight ratio of about 1:10 to about 10:1, or about 1:5 to about 5:1, or about 1:3 to about 1:3, or about 1:2 to about 2:1, or about 1:1.5 to about 1.5:1, or about 1:1.

[0100] The composition may contain a mixture of different types of conditioning actives. The composition of the present disclosure may contain a specific conditioning active but may be substantially free of other conditioning actives. For example, the composition may be free of quaternary ammonium ester compounds, silicones, or both. The composition may contain a quaternary ammonium ester compound but may be substantially free of silicones. The composition may contain silicones but may be substantially free of quaternary ammonium ester compounds.

[0101] C. Adhesion aid The composition of the present disclosure may also include a deposition aid. As mentioned above, due to the synergistic effect of the ester quaternary material and the delivery particles of the present disclosure, less (or even no) deposition aid may be required to provide comparable or even improved performance. Alternatively, a deposition aid may be used in the composition of the present disclosure to further enhance performance.

[0102] The deposition aid may promote deposition of the delivery particles, conditioning actives, fragrance, or combinations thereof, which may improve the performance benefits of the composition and / or allow for more efficient incorporation of such benefit agents. The composition may comprise from 0.0001% to 3%, preferably from 0.0005% to 2%, more preferably from 0.001% to 1%, or from about 0.01% to about 0.5%, or from about 0.05% to about 0.3%, by weight of the composition, of the deposition aid. The deposition aid may be a cationic or amphoteric polymer, preferably a cationic polymer.

[0103] Cationic polymers in general and methods for their preparation are well known in the literature. Suitable cationic polymers include quaternary ammonium polymers known as "polyquaternium" polymers as designated in the International System of Nomenclature for Cosmetic Ingredients, such as Polyquaternium-6 (poly(diallyldimethylammonium chloride)), Polyquaternium-7 (copolymer of acrylamide and diallyldimethylammonium chloride), Polyquaternium-10 (quaternized hydroxyethylcellulose), and Polyquaternium-22 (copolymer of acrylic acid and diallyldimethylammonium chloride).

[0104] The deposition aid may be selected from the group consisting of polyvinyl formamide, partially hydroxylated polyvinyl formamide, polyvinyl amine, polyethylene imine, ethoxylated polyethylene imine, polyvinyl alcohol, polyacrylate, and combinations thereof. The cationic polymer may include a cationic acrylate.

[0105] The deposition aid can be added simultaneously with the delivery particles (e.g., simultaneously with the encapsulated benefit agent) or directly / independently into the fabric treatment composition. The weight average molecular weight of the polymer may be from 500 Daltons to 5,000,000 Daltons, or from 1,000 Daltons to 2,000,000 Daltons, or from 2,500 Daltons to 1,500,000 Daltons, as measured by size exclusion chromatography against polyethylene oxide standards using refractive index (RI) detection. The weight average molecular weight of the cationic polymer may be from 5,000 Daltons to 37,500 Daltons.

[0106] D. Rheology Modifiers / Structuring Agents The compositions of the present disclosure may include a rheology modifier and / or a structuring agent. Rheology modifiers may be used to "thicken" or "thin" a liquid composition to a desired viscosity. Structuring agents may be used to promote phase stability and / or to suspend or prevent agglomeration of particles in the liquid composition, such as the delivery particles described herein.

[0107] Suitable rheology modifiers and / or structurants may include non-polymeric crystalline hydroxyl-functional structurants (including those based on hydrogenated castor oil), polymeric structurants, cellulosic fibers (e.g., microfibrillated cellulose, which may be derived from bacterial, fungal, or plant sources, including wood), diamide gelling agents, or combinations thereof.

[0108] The polymeric structurant may be of natural or synthetic origin. Naturally derived polymeric structurants may include hydroxyethyl cellulose, hydrophobically modified hydroxyethyl cellulose, carboxymethyl cellulose, polysaccharide derivatives, and mixtures thereof. Polysaccharide derivatives may include pectin, alginate, arabinogalactan (gum arabic), carrageenan, gellan gum, xanthan gum, guar gum, and mixtures thereof. Synthetic polymeric structurants may include polycarboxylates, polyacrylates, hydrophobically modified ethoxylated urethanes, hydrophobically modified nonionic polyols, and mixtures thereof. Polycarboxylate polymers may include polyacrylates, polymethacrylates, or mixtures thereof. Polyacrylates are polymers of unsaturated mono- or dicarbonates and C1-C (meth)acrylic acid. 30 The structuring agent may include copolymers with alkyl esters. Such copolymers are available from Noveon Inc. under the trade name Carbopol Aqua 30. Crosslinked polymers, such as crosslinked polyacrylates, and / or polymers and / or copolymers, such as those further comprising nonionic monomers, such as acrylamide or methacrylamide monomers, may be useful as structuring agents. Another suitable structuring agent is sold under the trade name Rheovis CDE, available from BASF.

[0109] E. Other adjuvants The treatment compositions of the present disclosure may include other adjuvants suitable for inclusion in a product and / or end use. For example, the treatment compositions may include pure perfume, perfume delivery technology (such as secondary perfumes and / or encapsulates having non-polyisocyanate / chitosan wall materials), cationic surfactants, cationic polymers, solvents, suds suppressors, or combinations thereof.

[0110] Method for producing the treatment composition The present disclosure further relates to methods for making treatment compositions, such as the treatment compositions and / or consumer product compositions described herein.

[0111] The method can include providing a base composition, the base composition including a processing aid, and combining a population of delivery particles with the base composition. The population of delivery particles can be preferably provided as an aqueous slurry. The base composition is in the form of a liquid composition.

[0112] The delivery particles may be combined with one or more auxiliary ingredients when the delivery particles are in one or more forms including a slurry form, a neat particle form, and / or a spray-dried particle form, preferably a slurry form. The delivery particles may be combined with such auxiliary ingredients by methods including mixing and / or spraying.

[0113] The processing composition of the present disclosure can be formulated into any suitable form and can be prepared by any method selected by the compounder.One or more auxiliary components and delivery particles can be combined in a batch process, a circulation loop process, and / or an in-line mixing process.The equipment suitable for use in the method disclosed herein can include a continuous stirred tank reactor, a homogenizer, a turbine agitator, a recirculation pump, a paddle mixer, a high shear mixer, a static mixer, a plow shear mixer, a ribbon blender, a vertical shaft granulator and a drum mixer (both batch type and, if available, a continuous process configuration), a spray dryer, and an extruder.

[0114] As described herein, the treatment composition may be packaged in a container to form a consumer product. The container may be a bottle, preferably a plastic bottle. The treatment composition may be packaged in an aerosol or other spray container according to known methods.

[0115] Processing method The present disclosure also relates to methods of treating a surface, preferably a fabric, generally comprising contacting the surface, preferably a fabric, with a treatment composition according to the present disclosure, wherein the treatment composition comprises a population of delivery particles as described herein.

[0116] Additionally or alternatively, the method may comprise contacting a surface, preferably a fabric, with a population of delivery particles described herein, which may be included in a treatment composition, preferably a fabric care composition, according to the present disclosure.

[0117] The method can include contacting a fabric, such as clothing, with a treatment composition. The treatment composition includes a population of delivery particles. The contacting step results in one or more of the delivery particles being deposited on the surface of the fabric. The delivery particles include a core and a shell surrounding the core, the core including a benefit agent, preferably a fragrance material including one or more perfume ingredients. The shell includes a polymeric material that is, for example, the reaction product of chitosan of a specific molecular weight and a crosslinker. Suitable treatment compositions and delivery particles are described in more detail above.

[0118] The contacting step may occur during a manual laundry process, e.g., in a basin when fabrics are treated by hand, or during an automatic laundry process, e.g., in an automatic washing machine. The contacting step may occur during the wash cycle of an automatic washing machine. In such cases, the treatment composition may be a laundry detergent or a laundry additive. The contacting step may preferably occur during the rinse cycle of an automatic washing machine. In such cases, the treatment composition may be a fabric enhancer, preferably a liquid fabric enhancer. The contacting step may also occur during the drying step of the laundry process, e.g., in an automatic dryer. In such cases, the treatment composition may be in the form of a nonwoven dryer sheet or a dryer bar. The contacting step may occur as a result of the treatment composition being applied directly to the fabric, e.g., in a pre-treatment operation or a "refreshing" step (e.g., in the case of fabrics that have been used or worn since the last wash). In such cases, the treatment composition may be in the form of a liquid, stick, or spray, preferably a spray. Contacting the target fabrics relatively late in the laundering process, for example during the rinse cycle, improves the likelihood or efficiency of deposition on the fabrics, as the fabrics are less likely to be washed down the drain.

[0119] The contacting step may occur in the presence of water. The treatment composition can be diluted with water to form a treatment solution. The treatment composition can be diluted from about 100 to about 1500 times, preferably from 300 to about 1000 times.

[0120] Liquids containing the disclosed compositions may have a pH of about 3 to about 11.5. When diluted, such compositions are typically used at concentrations of about 500 ppm to about 15,000 ppm in solution. When the cleaning solvent is water, the water temperature typically ranges from about 5°C to about 90°C, and the water to fabric ratio may typically be about 1:1 to about 30:1.

[0121] The dilution may occur in the drum of an automatic washing machine. The treatment composition may be placed in a dispensing drawer of the automatic washing machine. The treatment composition may be dispensed from the dispensing drawer into the drum during the treatment process.

[0122] As alluded to above, the method may further comprise drying the fabric having one or more delivery particles on the surface of the fabric. The drying step may comprise a passive drying process, such as on a clothesline or drying rack. The drying step may comprise an automatic drying process, such as an automatic dryer.

[0123] combination Specifically contemplated combinations of the present disclosure are set forth herein in the following alphabetized sections, which are exemplary in nature and not intended to be limiting.

[0124] A. A processing composition comprising a processing aid and a population of delivery particles, the delivery particles comprising a core and a shell surrounding the core, the core comprising a benefit agent, and the shell comprising a polymeric material that is the reaction product of chitosan and a crosslinker, the chitosan characterized by a weight average molecular weight of about 100 kDa to about 600 kDa.

[0125] B. The treatment composition according to paragraph A, wherein the chitosan is characterized by a weight average molecular weight of from about 100 kDa to about 500 kDa, preferably from about 100 kDa to about 400 kDa, more preferably from about 100 kDa to about 300 kDa, and even more preferably from about 100 kDa to about 200 kDa.

[0126] C. The treatment composition according to either paragraph A or B, wherein the chitosan is characterized by at least one, preferably at least two, and more preferably all three of the following: (a) a polydispersity index (Mw / Mn) of from about 1.2 to about 4, preferably from about 1.4 to about 3.8, and more preferably from about 2.2 to about 2.6, and / or (b) a value defined by (Mz-Mp) of from about 60 to about 3500 kDa, and / or (c) a degree of deacetylation of at least 50%, preferably from about 50% to about 99%, more preferably from about 75% to about 90%, and even more preferably from about 80% to about 85%.

[0127] D. The treatment composition according to any of paragraphs A-C, wherein the chitosan is an acid-treated chitosan, preferably the acid-treated chitosan is treated with an acid at a pH of 6.5 or less for at least 1 hour, preferably from about 1 hour to about 3 hours, or for the period required to obtain a chitosan solution viscosity of the acid-treated chitosan of about 1500 cps or less, or even 500 cps or less, at a temperature of from about 25°C to about 99°C, preferably from about 75°C to about 95°C, wherein the acid is selected from a strong acid, an organic acid, or a mixture thereof.

[0128] E. The treatment composition according to any of paragraphs A-D, wherein the chitosan is anionically modified chitosan, cationically modified chitosan, or a combination thereof.

[0129] F. The treatment composition according to any of paragraphs A-E, wherein the crosslinker comprises a polyisocyanate, preferably a polyisocyanate selected from the group consisting of polyisocyanurate of toluene diisocyanate, trimethylolpropane adduct of toluene diisocyanate, trimethylolpropane adduct of xylylene diisocyanate, 2,2'-methylene diphenyl diisocyanate, 4,4'-methylene diphenyl diisocyanate, 2,4'-methylene diphenyl diisocyanate, [diisocyanato(phenyl)methyl]benzene, toluene diisocyanate, tetramethylxylidene diisocyanate, naphthalene-1,5-diisocyanate, 1,4-phenylene diisocyanate, 1,3-diisocyanatobenzene, derivatives thereof, and combinations thereof.

[0130] G. The treatment composition according to any of paragraphs A through F, wherein a reaction product is formed during the reaction and the weight ratio of chitosan present in the reaction to crosslinker present in the reaction is from about 1:10 to about 1:0.1.

[0131] H. A treatment composition according to any of claims AG, wherein the benefit agent is a fragrance material.

[0132] I. The core optionally further comprises a partitioning modifier present in the core at a concentration of about 5% to about 55% by weight of the core, preferably about 10% to about 50% by weight, more preferably about 25% to about 50% by weight, and preferably the partitioning modifier is selected from the group consisting of vegetable oil, modified vegetable oil, C4 to C6 24 The treatment composition according to any of paragraphs A-H, wherein the surfactant is selected from the group consisting of mono-, di-, and tri-esters of fatty acids, isopropyl myristate, dodecanophenone, lauryl laurate, methyl behenate, methyl laurate, methyl palmitate, methyl stearate, and mixtures thereof, more preferably isopropyl myristate.

[0133] J. The treatment composition according to any of paragraphs A-I, wherein the delivery particles are characterized by a volume weighted median particle size of about 1 to about 100 microns, preferably about 10 to about 100 microns, preferably about 15 to about 50 microns, more preferably about 20 to about 40 microns, and even more preferably about 25 to about 35 microns.

[0134] K. The delivery particles are prepared by forming an aqueous phase by treating chitosan with an acid, wherein the chitosan is treated at a pH of 6.5 or less, preferably less than pH 6.5, more preferably a pH of 3-6, and a temperature of at least 25°C for at least 1 hour, preferably the acid comprises a mixture of a first acid and a second acid, wherein the first acid comprises a strong acid and the second acid comprises a weak acid; forming an oil phase comprising dissolving at least one benefit agent and at least one polyisocyanate, optionally with an additive oil, preferably a partitioning modifier; and mixing the aqueous and oil phases under high shear agitation. The treatment composition according to any of paragraphs A-J, obtainable from a process comprising the steps of: forming an emulsion by mixing into an excess aqueous phase, thereby forming droplets of an oil phase dispersed in the aqueous phase, and optionally adjusting the pH of the emulsion to a range of pH 2 to pH 6; and curing the emulsion by heating to at least 40°C for a time sufficient to form a shell at the interface of the droplets and the aqueous phase, wherein the shell comprises a reaction product of a polyisocyanate and an acid treated chitosan, the shell surrounding a core comprising the oil phase and benefit agent droplets.

[0135] L. A treatment composition according to any of paragraphs A-K, wherein the shell of the delivery particles degrades by at least 60% in 60 days when tested according to test method OECD 301B.

[0136] M. The treatment composition according to any of paragraphs A through L, wherein the processing aid is selected from the group consisting of surfactants, conditioning actives, deposition aids, rheology modifiers or structurants, bleaching systems, stabilizers, builders, chelating agents, dye transfer inhibitors, dispersants, enzymes, enzyme stabilizers, catalytic metal complexes, polymeric dispersants, mud and soil removal / anti-redeposition agents, brighteners, suds suppressors, silicones, hueing agents, aesthetic dyes, undiluted fragrance, additional fragrance delivery systems, structural elasticizers, carriers, hydrotropes, processing aids, anti-agglomerating agents, coatings, formaldehyde scavengers, pigments, and mixtures thereof.

[0137] N. The treatment composition according to any of paragraphs A through M, wherein the treatment aid comprises an anionic surfactant, a cationic conditioning agent, or a mixture thereof.

[0138] O. The treatment composition according to any of paragraphs A-N, wherein the treatment composition is a fabric care composition, a hard surface cleaner composition, a dish care composition, a hair care composition, a body cleansing composition, or a mixture thereof, preferably a fabric care composition, more preferably a laundry detergent composition, a fabric conditioning composition, a laundry additive, a fabric pre-treatment composition, a fabric refresher composition, or a mixture thereof.

[0139] P. The treatment composition according to any one of paragraphs A-O, wherein the treatment composition is a liquid composition, a granular composition, a hydrocolloid, a single-compartment pouch, a multi-compartment pouch, a dissolvable sheet, a pastille or bead, a fibrous article, a tablet, a stick, a bar, a flake, a foam / mousse, a nonwoven, or a mixture thereof, preferably a liquid composition.

[0140] Q. The treatment composition according to any of paragraphs A-P, wherein the treatment composition comprises from about 50% to about 99% water by weight of the treatment composition, preferably from about 60% to about 98% water by weight of the treatment composition, and more preferably from about 80% to about 96% water by weight.

[0141] R. A method of making a processing composition according to any of paragraphs A-Q, the method comprising: providing a base composition, the base composition including a processing aid; and combining a population of delivery particles with the base composition.

[0142] S. The method according to paragraph R, wherein the population of delivery particles is provided as an aqueous slurry.

[0143] T. The method according to either paragraph R or S, wherein the base composition is in the form of a liquid composition.

[0144] U. A method of treating a surface, the method comprising contacting the surface, preferably a fabric, with a treatment composition according to any of paragraphs A-Q.

[0145] Test Method It will be understood that the test methods disclosed in the Test Methods section of this application should be used to determine the values ​​of each of the parameters of the inventive subject matter claimed and described herein.

[0146] Determination of polymer molecular weight and related parameters The following method, which describes gel permeation chromatography with multi-angle light scattering and refractive index detection (GPC-MALS / RI), is used to find molecular weight distribution measurements and related values ​​for the polymers described herein.

[0147] Gel Permeation Chromatography (GPC) with Multi-Angle Light Scattering (MALS) and Refractive Index (RI) detection (GPC-MALS / RI) allows the measurement of absolute molecular weights of polymers without the need for column calibration or standards. GPC systems allow the separation of molecules as a function of their molecular size. MALS and RI can provide information on number-average (Mn) and weight-average (Mw) molecular weights.

[0148] The Mw distribution of water-soluble polymers such as chitosan is typically measured using a liquid chromatography system (e.g., Agilent 1260 Infinity Pump System with OpenLab Chemstation software, Agilent Technology, Santa Clara, CA, USA) and a column set (e.g., 2 Tosoh TSKgel G6000WP 7.8 x 300 mm 13 μm pore size, guard column A0022 6 mm x 40 mm PW x1-cp, King of Prussia, PA), operated at 40°C. The mobile phase is 0.1 M sodium nitrate in water containing 0.02% sodium azide and 0.2% acetic acid. The mobile phase solvent is pumped isocratically at a flow rate of 1 mL / min. A multi-angle light scattering (18-Angle MALS) detector DAWN® and a refractive index (RI) detector (Wyatt Technology of Santa Barbara, Calif., USA) controlled by Wyatt Astra® software v8.0 are used.

[0149] Samples are typically prepared by dissolving chitosan material at approximately 1 mg per ml in the mobile phase, mixing the solution, and allowing it to hydrate overnight at room temperature. Prior to GPC analysis, samples are filtered using a 3 ml syringe through a 0.8 μm Versapor membrane filter (PALL, Life Sciences, NY, USA) into an LC autosampler vial.

[0150] The dn / dc value (differential change in refractive index with concentration, 0.15) is used to determine the number average molecular weight (Mn), weight average molecular weight (Mw), Z-average molecular weight (Mz), molecular weight at the peak maximum (Mp), and polydispersity (Mw / Mn) by the Astra detector software.

[0151] An illustrative example of these points on a hypothetical graph of the molecular weight distribution of a polymer is shown in Figure 1, where Mn is designated by structure number 1, Mp is designated by structure number 2, Mw is designated by structure number 3, and Mz is designated by structure number 4.

[0152] viscosity The viscosity of the final liquid product is measured using an AR550 rheometer / viscometer from TA instruments (New Castle, DE, USA) using parallel steel plates with a diameter of 40 mm and a gap size of 500 μm. -1 High shear viscosity at 0.05 seconds -1 The low shear viscosity at 21°C for 3 minutes is 0.01 s -1 ~25 seconds -1 is obtained from a logarithmic shear rate sweep.

[0153] Test Method for Determining logP For each material tested (e.g., each PRM in a fragrance mixture), the logarithm of the octanol / water partition coefficient (logP) is calculated. The logP values ​​of individual materials (e.g., PRMs) are calculated using the Consensus logP Computational Model, version 14.02 (Linux), available from Advanced Chemistry Development Inc. (ACD / Lab) (Toronto, Canada), which yields unitless logP values. The ACD / Labs Consensus logP Computational Model is part of the ACD / Labs model suite.

[0154] Volume-weighted particle size and size distribution Volume-weighted particle size distributions were determined by single-particle optical sensing (SPOS), also known as optical particle counting (OPC), using an AccuSizer 780 AD instrument and accompanying software CW788 version 1.82 (Particle Sizing Systems, Santa Barbara, California, USA) or equivalent. The instrument was configured with the following conditions and options: flow rate = 1 ml / s, small diameter threshold = 0.50 μm, sensor model number = LE400-05 or equivalent, autodilution = on, collection time: 60 seconds, number of channels = 512, reservoir fluid volume = 50 ml, and maximum coincidence count = 9200. Measurements were initiated by cold-conditioning the sensor by flushing with water until the background count was less than 100. A sample of delivery capsules in suspension is introduced, and the capsule density is adjusted, if necessary, via automated dilution with deionized water to achieve a capsule count of at least 9200 per ml. The suspension is analyzed for 60 seconds. The resulting volume-weighted PSD data is plotted and recorded, and desired volume-weighted particle size values ​​(e.g., median / 50th percentile, 5th percentile, and / or 90th percentile) are determined.

[0155] Procedure for determining decomposition % To determine % degradation, the procedure described in the "OECD Guideline for Testing of Chemicals" 301B CO2 Evolution (Modified Sturm Test), adopted on July 17, 1992, is used. For ease of reference, this test method is referred to herein as Test Method OECD 301B.

[0156] Fabric treatment methods The fabrics were treated using a Miele washing machine. For each treatment, 3 kg of fabric was loaded into the washing machine, including 1100 g of knitted cotton fabric and 1100 g of polyester-cotton fabric (50 / 50). Additionally, 18 terry towel cotton tracers, weighing approximately 780 g in total, were also added.

[0157] Prior to the test treatment, the load is preconditioned twice with 79 g of unscented IEC A-based detergent (ex WFK, Testgewebe GmbH), each time using a short cotton cycle at 95°C, followed by two additional 95°C washes without detergent.

[0158] In the test treatment, the load is washed using a short cotton cycle at 40°C, a spin speed of 1200 rpm, and 79 g of IEC A-based detergent, which is added to a suitable dispenser at the beginning of the wash cycle. A dose of 35 g of the test fabric treatment composition (e.g., LFE according to the example) is added to a suitable dispenser. At the end of the treatment cycle, the terry towel tracer is removed from the washing machine and hung to dry overnight.

[0159] The next day, the dried terry towel tracer is analyzed by a rapid headspace GC / MS (gas chromatography mass spectrometry) technique as described below. For comparison purposes, all treatments washed and analyzed on the same day are reported as "single wash tests."

[0160] Method for determining headspace concentrations above treated dry fabrics The cotton tracer was analyzed by fast headspace GC / MS (gas chromatography mass spectrometry) technique. A 4 x 4 cm aliquot of terry cotton towel tracer was transferred to a 25 ml headspace vial. The fabric sample was equilibrated at 65°C for 10 minutes. The headspace above the fabric was sampled by SPME (50 / 30 μm DVB / Carboxen / PDMS) technique for 5 minutes. The SPME fibers were then thermally desorbed online into the GC. The analytes were analyzed in full scan mode by fast GC / MS. Ion extraction of specific masses of PRM was used to calculate the total HS reaction and perfume headspace composition above the tested leg. [Example]

[0161] The examples provided below are intended to be illustrative and not limiting in nature.

[0162] Example 1. Exemplary Delivery Particle Synthesis In the following examples, the abbreviations correspond to the materials listed in Table 1.

[0163] [Table 1]

[0164] A. Particle population 1 An aqueous phase is prepared by dispersing 85.34 g of chitosan in 2048.01 g of water while mixing in a jacketed reactor. The pH of the aqueous phase is then adjusted to 5.4 using 90% formic acid under stirring. The aqueous phase temperature is then increased to 65°C in 30 minutes, then increased to 85°C over 30 minutes, then increased to 95°C over 30 minutes, and then held at 95°C for 2 hours to acidify the chitosan. After a 90-minute hydrolysis step, the aqueous phase temperature is then reduced to 25°C. An oil phase is prepared by mixing 662.9 g of perfume oil and 165.72 g of isopropyl myristate with 18.15 g of Takenate D-110N at room temperature. The oil phase is added to the aqueous phase under high-shear milling to obtain an emulsion. The emulsion is heated to 65°C over 45 minutes. The emulsion is then heated to 85°C and maintained at this temperature with mixing for 6 hours.

[0165] B. Particle population 2 An aqueous phase is prepared by dispersing 92.62 g of chitosan in 1965.7 g of water while mixing in a jacketed reactor. The pH of the aqueous phase is then adjusted to 5.4 using 90% formic acid under stirring. The aqueous phase temperature is then increased to 65°C in 30 minutes, then increased to 85°C over 30 minutes, then increased to 95°C over 30 minutes, and then held at 95°C for 2 hours to acidify the chitosan. After a 90-minute hydrolysis step, the aqueous phase temperature is then reduced to 25°C. An oil phase is prepared by mixing 719.75 g of perfume oil and 179.95 g of isopropyl myristate with 19.68 g of Takenate D-110N at room temperature. The oil phase is added to the aqueous phase under high-shear milling to obtain an emulsion. The emulsion is heated to 65°C over 45 minutes. The emulsion is then heated to 85°C and maintained at this temperature with mixing for 6 hours.

[0166] C. Particle population 3 A chitosan stock solution is prepared by dispersing 155.11 g of chitosan in 3291.95 g of water while mixing in a jacketed reactor. The pH of the chitosan dispersion is then adjusted to 5.4 using 90% formic acid under stirring. The temperature of the chitosan solution is then increased to 65°C in 30 minutes, then increased to 85°C in 30 minutes, then increased to 95°C in 30 minutes, and then held at 95°C for 2 hours to hydrolyze the chitosan. After the 90-minute hydrolysis step, the temperature is then reduced to 25°C.

[0167] The aqueous phase is prepared by adding 544.33 g of the above chitosan stock solution to a jacketed reactor. The oil phase is prepared by mixing 146.63 g of fragrance and 36.66 g of isopropyl myristate with 5.55 g of Takenate D-110N at room temperature. The oil phase is added to the aqueous phase under high shear milling to obtain an emulsion with the desired particle size. The emulsion is heated to 65°C over 45 minutes. The emulsion is then heated to 85°C and maintained at this temperature for 6 hours while mixing.

[0168] Example 2. Effect of chitosan molecular weight on the deodorizing performance of particles To compare the odor eliminating performance of delivery particles made from chitosan materials of different molecular weights, liquid fabric enhancer ("LFE") samples are prepared using different delivery particles. Three tests are performed, with each test encapsulating a different perfume / fragrance material in the delivery particles.

[0169] In each test, the core of the delivery particles contained, on average, about 65% to 80% flavor and about 20% to 35% partitioning modifier (ie, isopropyl myristate).

[0170] A test LFE composition is prepared having the general formula provided in Table 2. The chitosan-based delivery particles are present in the test LFE composition at a concentration to provide about 0.2% encapsulated fragrance by weight of the LFE composition. The pH of the test LFE composition is adjusted to about 3.

[0171] [Table 2] 1 N,N-Di(tallowoyloxyethyl)-N,N-dimethylammonium chloride, manufactured by Evonik 2 Flosoft FS222, manufactured by SNF

[0172] In experimental tests (see tests 1, 2, and 3 below), different types of chitosan are used to make delivery particles. Details of the chitosan samples are provided below in Table 3. The molecular weight of the "raw" chitosan material before acid treatment is provided.

[0173] [Table 3]

[0174] In each test, fabric is treated with the LFE composition according to the fabric treatment method provided in the Test Methods section above. After treatment, the treated dry fabric is evaluated for perfume headspace data (via "Method for determining headspace concentration on treated dry fabric") as provided in the Test Methods section above.

[0175] The results of the three tests are reported below in Tables 4, 5, and 6. For comparison purposes, the headspace data was normalized ("indexed") and data within the same cleaning test is reported relative to the response of particles prepared with Chitosan 1 according to the following formula:

[0176]

number

[0177] Generally, higher headspace values ​​correspond to better odor eliminating performance compared to lower headspace values.

[0178] A. Test 1 In Test 1, a first perfume is encapsulated in chitosan-based delivery particles with a target volume-weighted median particle size of 28 microns, and in addition to the perfume, the core contains approximately 20% by weight of isopropyl myristate as a partitioning modifier. Prior to encapsulation, raw chitosan is treated with formic acid at 95°C for 120 minutes.

[0179] The results of the headspace analysis of the treated fabrics after treatment with the test LFE compositions are provided in Table 4 below.

[0180] [Table 4]

[0181] As shown in Table 4, delivery particles made from Chitosan 1 and / or Chitosan 2 provide a higher headspace than comparative delivery particles made from Chitosan 3. This indicates that delivery particles made from chitosans having a relatively high weight average molecular weight (e.g., Mw of about 100-300 kDa, preferably about 100-200 kDa) are likely to provide improved odor reduction performance in consumer products, such as fabric care products, compared to delivery particles made from chitosans with a relatively low molecular weight.

[0182] B. Test 2 In Test 2, a second fragrance was encapsulated into chitosan-based delivery particles with a target volume-weighted median particle size of 28 microns; in addition to the fragrance, the core contained approximately 35% by weight of isopropyl myristate as a partitioning modifier. Prior to encapsulation, the raw chitosan was treated with hydrochloric acid at 95°C for 120 minutes. Otherwise, the encapsulation process for particle populations 1 and 2 in Table 5 was substantially the same as for particle populations 1 and 2 in Example 1 above.

[0183] The results of the headspace analysis of the treated fabrics after treatment with the test LFE compositions are provided in Table 5 below.

[0184] [Table 5]

[0185] As shown in Table 5, delivery particles made from chitosan 1 provide a higher headspace than delivery particles made from chitosan 2, which has a relatively lower molecular weight than chitosan 1.

[0186] C. Test 3 In Test 3, a first perfume is encapsulated in chitosan-based delivery particles with a target volume-weighted median particle size of 14 microns, and in addition to the perfume, the core contains approximately 20% by weight of isopropyl myristate as a partitioning modifier. Prior to encapsulation, the raw chitosan is treated with hydrochloric acid at 85°C for 120 minutes.

[0187] The results of the headspace analysis of the treated fabrics after treatment with the test LFE compositions are provided in Table 6 below.

[0188] [Table 6]

[0189] As shown in Table 6, delivery particles made from chitosan 1 provide a higher headspace than delivery particles made from chitosan 2, which has a relatively lower molecular weight than chitosan 1.

[0190] The dimensions and values ​​disclosed herein should not be understood as being strictly limited to the exact numerical values ​​recited. Instead, unless otherwise indicated, each such dimension is intended to mean both the recited value and a functionally equivalent range surrounding that value. For example, a dimension disclosed as "40 mm" is intended to mean "about 40 mm."

[0191] All documents cited herein, including any cross-referenced or related patents or patent applications, and any patent applications or patents to which this application claims priority or benefit, are incorporated herein by reference in their entirety, unless expressly stated to the contrary. The citation of any document shall not be deemed to be prior art to any invention disclosed or claimed herein, or to teach, suggest, or disclose any such invention, either alone or in combination with any other reference or references. Furthermore, to the extent that any meaning or definition of a term in this document conflicts with any meaning or definition of the same term in a document incorporated by reference, the meaning or definition assigned to that term in this document shall control.

[0192] While particular embodiments of the present invention have been illustrated and described, it would be obvious to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. It is therefore intended to cover in the appended claims all such changes and modifications that are within the scope of this invention.

Claims

1. A processing composition comprising a processing aid and a population of delivery particles, the delivery particle comprises a core and a shell surrounding the core; the core comprises a benefit agent; the shell comprises a polymeric material that is the reaction product of chitosan and a crosslinker; A treating composition wherein the chitosan is characterized by a weight average molecular weight of about 100 kDa to about 600 kDa.

2. the chitosan has a molecular weight of about 100 Da to about 500 Da; 10. The treatment composition of claim 1, characterized by a weight average molecular weight of preferably from about 100 kDa to about 400 kDa, more preferably from about 100 kDa to about 300 kDa, and even more preferably from about 100 kDa to about 200 kDa.

3. The chitosan is selected from the group consisting of: (a) a polydispersity index (Mw / Mn) of from about 1.2 to about 4, preferably from about 1.4 to about 3.8, and more preferably from about 2.2 to about 2.6; and / or (b) a value defined by (Mz-Mp) of about 60 to about 3500 kDa, and / or (c) a degree of deacetylation of at least 50%, preferably from about 50% to about 99%, more preferably from about 75% to about 90%, and even more preferably from about 80% to about 85%.

4. the chitosan is an acid-treated chitosan, Preferably, the acid treated chitosan is treated with an acid at a pH of 6.5 or less for at least 1 hour, preferably from about 1 hour to about 3 hours, or for the period required to obtain a chitosan solution viscosity of the acid treated chitosan of about 1500 cps or less, or even 500 cps or less. processed at a temperature of about 25°C to about 99°C, preferably about 75°C to about 95°C; The treatment composition of any one of claims 1 to 3, wherein the acid is selected from a strong acid, an organic acid, or a mixture thereof.

5. The treatment composition of any one of claims 1 to 4, wherein the chitosan is anionically modified chitosan, cationically modified chitosan, or a combination thereof.

6. The crosslinking agent is a polyisocyanate, The treatment composition according to any one of claims 1 to 5, preferably comprising a polyisocyanate selected from the group consisting of polyisocyanurate of toluene diisocyanate, trimethylolpropane adduct of toluene diisocyanate, trimethylolpropane adduct of xylylene diisocyanate, 2,2'-methylenediphenyl diisocyanate, 4,4'-methylenediphenyl diisocyanate, 2,4'-methylenediphenyl diisocyanate, [diisocyanato(phenyl)methyl]benzene, toluene diisocyanate, tetramethylxylidene diisocyanate, naphthalene-1,5-diisocyanate, 1,4-phenylene diisocyanate, 1,3-diisocyanatobenzene, derivatives thereof, and combinations thereof.

7. 7. The treating composition of claim 1, wherein the reaction product is formed during a reaction, and the weight ratio of the chitosan present in the reaction to the crosslinker present in the reaction is from about 1:10 to about 1:0.

1.

8. The treatment composition of any one of claims 1 to 7, wherein the benefit agent is a fragrance material.

9. the core optionally further comprises a partitioning modifier present in the core at a concentration of from about 5% to about 55%, preferably from about 10% to about 50%, more preferably from about 25% to about 50% by weight of the core; Preferably, the partitioning modifier is selected from the group consisting of vegetable oils, modified vegetable oils, mono-, di-, and triesters of C4 to C24 fatty acids, isopropyl myristate, dodecanophenone, lauryl laurate, methyl behenate, methyl laurate, methyl palmitate, methyl stearate, and mixtures thereof; The treatment composition according to any one of claims 1 to 8, wherein the compound is isopropyl myristate.

10. the delivery particles are from about 1 to about 100 microns; 10. The treatment composition of any one of claims 1 to 9, characterized by a volume weighted median particle size of preferably from about 10 to about 100 microns, preferably from about 15 to about 50 microns, more preferably from about 20 to about 40 microns, and even more preferably from about 25 to about 35 microns.

11. 11. The treatment composition of any one of claims 1 to 10, wherein the shell of the delivery particles degrades by at least 60% in 60 days when tested according to test method OECD 301B.

12. 12. The treatment composition of any one of claims 1 to 11, wherein the processing aid is selected from the group consisting of surfactants, conditioning actives, deposition aids, rheology modifiers or structurants, bleaching systems, stabilizers, builders, chelating agents, dye transfer inhibitors, dispersants, enzymes, enzyme stabilizers, catalytic metal complexes, polymeric dispersants, mud and soil removal / anti-redeposition agents, brighteners, suds suppressors, silicones, hueing agents, aesthetic dyes, undiluted perfume, additional perfume delivery systems, structural elastomers, carriers, hydrotropes, processing aids, anti-agglomerating agents, coatings, formaldehyde scavengers, pigments, and mixtures thereof.

13. the treatment composition is a fabric care composition, a hard surface cleaner composition, a dish care composition, a hair care composition, a body cleansing composition, or a mixture thereof; 13. The treatment composition of any one of claims 1 to 12, which is preferably a fabric care composition, more preferably a fabric care composition which is a laundry detergent composition, a fabric conditioning composition, a laundry additive, a fabric pre-treatment composition, a fabric refresher composition, or a mixture thereof.

14. the treatment composition comprising from about 50% to about 99% water, by weight of the treatment composition; The treatment composition of any one of claims 1 to 13, preferably comprising from about 60% to about 98%, more preferably from about 80% to about 96%, by weight of the treatment composition, of water.

15. 1. A method of treating a surface, said method comprising: A method comprising the step of contacting the surface, preferably a fabric, with a treatment composition according to any one of claims 1 to 14.

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