EP0820762A1 - Compositions de parfums - Google Patents

Compositions de parfums Download PDF

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Publication number
EP0820762A1
EP0820762A1 EP96305173A EP96305173A EP0820762A1 EP 0820762 A1 EP0820762 A1 EP 0820762A1 EP 96305173 A EP96305173 A EP 96305173A EP 96305173 A EP96305173 A EP 96305173A EP 0820762 A1 EP0820762 A1 EP 0820762A1
Authority
EP
European Patent Office
Prior art keywords
perfume
silica
perfume composition
micron
composition according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP96305173A
Other languages
German (de)
English (en)
Inventor
John Martin Behan
Richard Arthur Birch
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Unilever PLC
Original Assignee
Unilever PLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Unilever PLC filed Critical Unilever PLC
Priority to EP96305173A priority Critical patent/EP0820762A1/fr
Publication of EP0820762A1 publication Critical patent/EP0820762A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50—Perfumes
    • C11D3/502—Protected perfumes
    • C11D3/505—Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0034—Fixed on a solid conventional detergent ingredient
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/02—Inorganic compounds ; Elemental compounds
    • C11D3/12—Water-insoluble compounds
    • C11D3/124—Silicon containing, e.g. silica, silex, quartz or glass beads

Definitions

  • This invention concerns perfume compositions and their use in particulate products, particularly, but not exclusively, particulate cleaning materials such as laundry powders.
  • perfumes into solid products, eg particulate products such as laundry powders.
  • the perfume may be loaded onto a particulate carrier material.
  • GB 1306924 discloses perfume concentrates in free-flowing powder form comprising perfume absorbed on particulate silica, particularly silica having an average particle size less than 10 micron.
  • EP 332259 and EP 332260 detail the use of silica perfume carriers in detergent powders and fabric softeners, respectively.
  • the silicas span a wide range of types, with particle size of from 0.001 micron (fumed silica) through to 15 micron (silica gel), with a surface area of 100 - 800 m 2 /g.
  • the preferred silica is a fumed type, with particle size in the range 0.007 micron to 0.025 micron, although silica gels may also be used, the preferred particle size being 1 to 8 micron.
  • These silica carriers are optimised for application in detergent compositions providing perfume at a level of 0.01 to 0.5%, and where the perfume includes components which require protection from hostile bleaching agents present in the detergent composition.
  • EP 535942 discloses porous inorganic carrier particles, eg of silica, having at least a pore volume of 0. 1ml/g consisting of pores with a diameter of 7 to 50 ⁇ and having perfume absorbed into the particle.
  • the particles may be used, for instance, in laundry detergent products.
  • Be weight ratio of perfume to carrier is at most 3:1, ie 25% by weight pefume.
  • WO94/16046 discloses perfume-on-carrier systems for concentrated laundry detergent powders, comprising an inert carrier with a mean particle diameter in the range 5 to 50 micron.
  • the carrier is typically amorphous silica, with specific examples of useful silicas used being the precipitated silicas Neosyl GP and HP39 (Neosyl GP and HP39 are Trade Marks) both from Crosfield and having respective weight mean particle sizes (determined using a Malvern Particlesizer - Particlesizer is a Trade Mark) of 18 and 11 micron.
  • the present invention provides a perfume composition
  • a perfume composition comprising silica particles having a mean particle size (determined using a Malvern Mastersizer) greater than 50 micron, bearing perfume at a loading of at least 30% by weight.
  • the silica particles preferably have a mean particle size in the range 50 to 500 micron, more preferably 100 to 400 micron. Particularly good results have been obtained with silicas having mean particle sizes of about 100 and about 250, respectively.
  • the silica particles preferably have a perfume absorption of at least 30%, more preferably at least 50%, most preferably at least 60% as determined by the following perfume absorption test procedure.
  • a precisely measured weight, for instance 1g, of silica is placed into a glass vial. Perfume is added dropwise, with stirring, until the silica is no longer a dry free flowing powder. The silica is reweighed and the weight of the added perfume calculated. The weight of perfume expressed as a precentage of the weight of silica is the perfume absorption value.
  • the actual perfume loading of the silica particles is preferably somewhat less than the maximum achievable, ie the pefume absorption as discussed above. Loading levels of about 80% of the perfume absorption values are suitable for manufacture. For example, for a silica with a perfume absorption of 60%, loading at 80% of this value gives an actual perfume loading of about 50% by weight.
  • the actual perfume loading of the silica particles is at least 30% by weight, and is preferably at least 40%, more preferably at least 50%.
  • Suitable perfume loadings are conveniently achieved by use of silica particles having mean pore diameters greater than 50 ⁇ .
  • the silica particles conveniently have a surface area in the range 100 to 450 m 2 /g, more conveniently in the range 100 to 350m 2 /g, most conveniently in the range 100 to 300m 2 /g.
  • the silica is suitably in the form of amorphous silica, including silica gels and precipitated silica.
  • the perfume generally comprises a substantially water-insoluble composition of matter consisting of one or more perfume components optionally mixed with a suitable solvent or diluent.
  • Perfume components are those constituents of a perfume which are added thereto only or primarily for their olfactive contribution or for their deodorant properties.
  • Perfume components may be natural products such as extracts, essential oils, absolutes, resinoids, resins, concretes etc., but also synthetic materials such as hydrocarbons, alcohols, aldehydes, ketones, ethers, acids, esters, acetals, ketals, nitriles, etc., including saturated and unsaturated compounds, aliphatic, carbocyclic and heterocyclic compounds.
  • Such perfume components are mentioned, for example, in S. Arctander, Perfume and Flavor Chemicals (Montclair, N.J., 1969), in S. Arctander, Perfume and Flavor Materials of Natural Origin (Elizabeth, N.J., 1960) and in "Flavor and Fragrance Materials - 1991", Allured Publishing Co. Wheaton, Ill. USA.
  • perfume components are: geraniol, geranyl acetate, linalol, linalyl acetate, tetrahydrolinalol, citronellol, citronellyl acetate, dihydromyrcenol, dihydromyrcenyl acetate, tetrahydromyrcenol, terpineol, terpinyl acetate, nopol, nopyl acetate, 2-phenylethanol, 2-phenyl-ethyl acetate, berzyl alcohol, benyl acetate, benzyl salicylate, styrallyl acetate, benzyl benzoate, amyl salicylate, dimethylberizyl carbinol, trichloromethylphenyl- carbinyl acetate, p-tert-butyl cyclohexyl acetate, isononyl acetate, vetiveryl acetate,
  • Suitable solvents and diluents for perfumes as mentioned above are, for example, diethyl phthalate, triethyl citrate, ethanol, isopropanol, dipropylene glycol, etc.
  • the perfume composition is conveniently prepared by mixing the perfume with the silica particles.
  • the mixing of the perfume and the silica may be carried out in a variety of ways known to the practitioner in the art, for example by spraying the perfume onto the particles contained in a rotary drum or positioned on a conveyor belt.
  • a non-limiting example of a suitable procedure involves the use of a Tatham-Forberg mixer in a low speed, short duration operation.
  • Be equipment comprises a twin-drum assembly with a rotary twin-shaft arrangement. Attached to each shaft is a set of carefully profiled paddles positioned at specific angles.
  • the powder charge is fluidised by the paddle rotation and the perfume oil is sprayed on and mixing is continued until perfume take up is complete.
  • the perfumed particle mass is then dropped through the bottom of the mixer into a suitable container.
  • Be perfume compositions of the invention find use in particulate products generally, particularly particulate, granular or powdered cleaning materials, such as laundry powders, particularly concentrated laundry detergent powders, dishwashing powders, scouring powders, carpet cleaners etc.
  • the present invention thus provides a particulate product comprising a perfume composition in accordance with the invention.
  • the perfume composition of the present invention may be incorporated into a particulate product using standard powder handling equipment known in the art, eg. by utilisation of weigh-belts.
  • the invention provides a laundry detergent powder comprising a perfume composition in accordance with the invention.
  • the laundry detergent powder can otherwise be generally of conventional composition.
  • Detergent powders for laundry use span a wide range of compositions.
  • Traditional (or "regular") products are typified by a detergent surfactant level of between 8% and 20% by weight in total, more commonly 10% to 15%.
  • Be surfactant may be anionic, non-ionic, cationic, zwitterionic or amphoteric in nature, and commercial products may contain all classes of surfactant, but the predominant form is generally anionic (ie. anionic surfactant typically account for 50% or more of the total surfactants).
  • Typical detergent surfactants are described in detail in "Surfactant Surface Agents and Detergents", volume II by Schwartz, Perry and Birch, Interscience Publishers (1958).
  • the remainder of a laundry detergent composition generally comprises builders, fillers, moisture, soil release and soil suspension and anti-redeposition agents, and other optional adjuncts such as processing aids, optical brighteners, dyes, foam control agents, anti-corrosion agents, perfumes, pH control agents, enzymes, stabilisers, bleaches and bleach activators.
  • the level of solid components in regular laundry detergent compositions is high, usually above 75%, often above 85%. Perfume loadings for such compositions are generally within the range 0.05% to 0.4%, more commonly 0.1% to 0.3%, and the ratio of solid constituents to organic liquid constituents in a regular detergent composition is usually at least 30:1, and is likely in practice to be considerably higher, eg. at least 150:1 and up to 500:1.
  • Laundry detergent powder concentrates and hyperconcentrates represent a relatively new product segment which is assuming increasing commercial importance world-wide. These concentrated products have a rather different composition to the described above.
  • the total level of detergent surfactant in concentrates generally lies within the range 15% to 60% by weight of the powder, more usually 20% to 40%.
  • another major point of difference concerns the level of low-functionality material such as fillers.
  • the level of sodium sulphate for example, is rarely above 6% or even 2% by weight, whereas in regular powders levels of 20% to 30% are common.
  • the composition of the actives may be similar to that in regular products, ie predominantly anionics, but not restricted to this and, for example, a high proportion of non-ionics may be used advantageously.
  • the amount of perfume composition of the invention used in laundry detergent powders will typically be to produce perfume levels in the powder in the ranges given above, ie 0.05 to 2.5% by weight, with a typical perfume content being about 0.4% by weight.
  • the perfume is preferably one which is resistant to such attack and retains high performance even when stored in the presence of such hostile ingredients.
  • suitable perfumes are disclosed in EP 299561 and US 4663068.
  • Certain Examples also refer to a concentrated laundry powder, which has the following composition: Concentrated Laundry Powder %w/w Zeolite 4A 29.8 Sodium perborate 15.6 Sodium carbonate 9.7 TAED granules 8.2 Dobanol 23 - 3 8.7 Dobanol 23 -6.5 7.3 Sodium LAS 5.1 Polyacrylate (mw 3000 - 4000) 3.1 Sodium sulphate 1.6 Perfume/silica particles 1.0 Sodium soap 1.5 Sodium silicate 1.5 Enzymes 0.8 Anti-redeposition agent 0.4 Sodium EDTA 0.3 Antifoam 0.3 Water, dye, minor components 5.1 100
  • the larger particle size reduces the possibility of dust cloud formation.
  • the larger particle size also increases the bulk density, an advantage for concentrated laundry powders having a similar bulk density, and gives improved flow characteristics, as shown by the much higher angle of repose.
  • the two silicas are otherwise generally similar in terms of perfume stability, perfume release and perfume delivery.
  • a series of generally conventional concentrated laundry powders (with the composition given above) were made up incorporating various different perfume-loaded silicas, prepared generally as described in Example 1.
  • the silicas used included Silica 5 (for comparison) and Silicas 1 and 2 as in Example 1, and also 2 further large particle size silicas, Silica 3 and Silica 4.
  • Perfume loading levels were approximately 80% of the perfume absorption levels, which are suitable levels for manufacture.
  • Silica 1 may provide slightly enhanced perfume deposition and this was most favoured, with Silica 2 being the second favoured.
  • the samples were stored in glass jars at 37°C for 12 weeks and then the perfume content determined by extraction and gas chromatography by the following technique.
  • results were expressed as a percentage of the perfume concentration of similarly treated concentrated laundry powder containing pefume doesed as neat essence. After storage the perfume content of the samples in silica was within 5% of the similar samples containing neat essence. Results were as follows: Storage Period Silica 1 Total Perfume Content (% theory) Silica 2 Total Perfume Content (% theory) 12 weeks 105 97

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)
EP96305173A 1996-07-15 1996-07-15 Compositions de parfums Withdrawn EP0820762A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP96305173A EP0820762A1 (fr) 1996-07-15 1996-07-15 Compositions de parfums

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP96305173A EP0820762A1 (fr) 1996-07-15 1996-07-15 Compositions de parfums

Publications (1)

Publication Number Publication Date
EP0820762A1 true EP0820762A1 (fr) 1998-01-28

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EP (1) EP0820762A1 (fr)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000012669A1 (fr) * 1998-08-28 2000-03-09 Crosfield Limited Compositions granulaires
WO2005017084A1 (fr) * 2003-08-02 2005-02-24 Henkel Kommanditgesellschaft Auf Aktien Produit de lavage pour lave-vaisselle a parfum ameliore
EP1600151A1 (fr) * 2004-04-29 2005-11-30 Kao Corporation Particules de parfum et procédé pour leur preparation.
DE102007037147A1 (de) 2007-08-07 2009-02-12 Henkel Ag & Co. Kgaa Duftkomposite mit verbesserter Duftfreisetzung
EP2141195A1 (fr) * 2008-06-30 2010-01-06 Kumho Tire Co., Inc. Procédé pour préparer des compositions de poudre odorante pour pneu
RU2378332C2 (ru) * 2004-12-21 2010-01-10 Дегусса Гмбх Система доставки душистых веществ
US8927026B2 (en) 2011-04-07 2015-01-06 The Procter & Gamble Company Shampoo compositions with increased deposition of polyacrylate microcapsules
US8980292B2 (en) 2011-04-07 2015-03-17 The Procter & Gamble Company Conditioner compositions with increased deposition of polyacrylate microcapsules
US9162085B2 (en) 2011-04-07 2015-10-20 The Procter & Gamble Company Personal cleansing compositions with increased deposition of polyacrylate microcapsules
US9186642B2 (en) 2010-04-28 2015-11-17 The Procter & Gamble Company Delivery particle
EP2252678B2 (fr) † 2008-03-14 2016-10-26 Unilever PLC Compositions de traitement du linge
US9993793B2 (en) 2010-04-28 2018-06-12 The Procter & Gamble Company Delivery particles
US12227720B2 (en) 2020-10-16 2025-02-18 The Procter & Gamble Company Consumer product compositions with at least two encapsulate populations
US12398348B2 (en) 2020-10-16 2025-08-26 The Procter & Gamble Company Consumer product compositions comprising a population of encapsulates
US12486478B2 (en) 2020-10-16 2025-12-02 The Procter & Gamble Company Consumer products comprising delivery particles with high core:wall ratios

Citations (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1306924A (en) 1969-02-19 1973-02-14 Zimmermann Co Ltd Perfume concentrates in powder form
GB2024014A (en) * 1978-06-27 1980-01-09 Gualandi P Ash-tray deodoriser
EP0120492A2 (fr) 1983-03-25 1984-10-03 Henkel Kommanditgesellschaft auf Aktien Composante granuleuse de détergent, à écoulement libre et procédé pour sa préparation
EP0168102A2 (fr) 1984-07-06 1986-01-15 Unilever N.V. Procédé de préparation d'une composition détergente en poudre à densité en vrac élevée
JPS61155307A (ja) * 1984-12-28 1986-07-15 Lion Corp 油分含有粉粒体
US4663068A (en) 1983-12-22 1987-05-05 Lever Brothers Company Bleach-stable deodorant perfumes in detergent powders
EP0228011A2 (fr) 1985-12-23 1987-07-08 Henkel Kommanditgesellschaft auf Aktien Détergent granulaire à teneur en phosphates réduite
EP0294206A2 (fr) * 1987-06-05 1988-12-07 Unilever Plc Silice sphéroidale
EP0299561A2 (fr) 1987-07-09 1989-01-18 Unilever N.V. Compositions contenant un parfum et des agents de blanchiment
EP0332259A2 (fr) 1988-03-07 1989-09-13 The Procter & Gamble Company Compositions de lavage contenant des agents de blanchèssement et des particules de parfum péroxyacidiques
EP0332260A2 (fr) 1988-03-07 1989-09-13 The Procter & Gamble Company Composition d'agents adoucissants comprenant des particules de parfum
EP0425277A2 (fr) 1989-10-27 1991-05-02 Unilever Plc Compositions détergentes
JPH04218583A (ja) * 1990-06-15 1992-08-10 Shoko Kagaku Kenkyusho:Kk 温感性徐放材
EP0535942A2 (fr) 1991-10-02 1993-04-07 Unilever Plc Particules de parfum
WO1994016046A1 (fr) 1993-01-11 1994-07-21 Quest International B.V. Poudres detergentes parfumees de blanchissage

Patent Citations (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1306924A (en) 1969-02-19 1973-02-14 Zimmermann Co Ltd Perfume concentrates in powder form
GB2024014A (en) * 1978-06-27 1980-01-09 Gualandi P Ash-tray deodoriser
EP0120492A2 (fr) 1983-03-25 1984-10-03 Henkel Kommanditgesellschaft auf Aktien Composante granuleuse de détergent, à écoulement libre et procédé pour sa préparation
US4663068A (en) 1983-12-22 1987-05-05 Lever Brothers Company Bleach-stable deodorant perfumes in detergent powders
EP0168102A2 (fr) 1984-07-06 1986-01-15 Unilever N.V. Procédé de préparation d'une composition détergente en poudre à densité en vrac élevée
JPS61155307A (ja) * 1984-12-28 1986-07-15 Lion Corp 油分含有粉粒体
EP0228011A2 (fr) 1985-12-23 1987-07-08 Henkel Kommanditgesellschaft auf Aktien Détergent granulaire à teneur en phosphates réduite
EP0294206A2 (fr) * 1987-06-05 1988-12-07 Unilever Plc Silice sphéroidale
EP0299561A2 (fr) 1987-07-09 1989-01-18 Unilever N.V. Compositions contenant un parfum et des agents de blanchiment
EP0332259A2 (fr) 1988-03-07 1989-09-13 The Procter & Gamble Company Compositions de lavage contenant des agents de blanchèssement et des particules de parfum péroxyacidiques
EP0332260A2 (fr) 1988-03-07 1989-09-13 The Procter & Gamble Company Composition d'agents adoucissants comprenant des particules de parfum
EP0425277A2 (fr) 1989-10-27 1991-05-02 Unilever Plc Compositions détergentes
JPH04218583A (ja) * 1990-06-15 1992-08-10 Shoko Kagaku Kenkyusho:Kk 温感性徐放材
EP0535942A2 (fr) 1991-10-02 1993-04-07 Unilever Plc Particules de parfum
WO1994016046A1 (fr) 1993-01-11 1994-07-21 Quest International B.V. Poudres detergentes parfumees de blanchissage

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch Week 8634, Derwent World Patents Index; Class A97, AN 86-223138, XP002021563 *
DATABASE WPI Section Ch Week 9238, Derwent World Patents Index; Class A97, AN 92-312565, XP002021564 *

Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000012669A1 (fr) * 1998-08-28 2000-03-09 Crosfield Limited Compositions granulaires
US6670311B1 (en) 1998-08-28 2003-12-30 Quest International Bv Granular compositions
WO2005017084A1 (fr) * 2003-08-02 2005-02-24 Henkel Kommanditgesellschaft Auf Aktien Produit de lavage pour lave-vaisselle a parfum ameliore
DE10335455A1 (de) * 2003-08-02 2005-03-03 Henkel Kgaa Geschirrspülmittel mit verbesserter Duftwahrnehmung
EP1600151A1 (fr) * 2004-04-29 2005-11-30 Kao Corporation Particules de parfum et procédé pour leur preparation.
RU2378332C2 (ru) * 2004-12-21 2010-01-10 Дегусса Гмбх Система доставки душистых веществ
DE102007037147A1 (de) 2007-08-07 2009-02-12 Henkel Ag & Co. Kgaa Duftkomposite mit verbesserter Duftfreisetzung
EP2252678B2 (fr) † 2008-03-14 2016-10-26 Unilever PLC Compositions de traitement du linge
EP2141195A1 (fr) * 2008-06-30 2010-01-06 Kumho Tire Co., Inc. Procédé pour préparer des compositions de poudre odorante pour pneu
US11096875B2 (en) 2010-04-28 2021-08-24 The Procter & Gamble Company Delivery particle
US12133906B2 (en) 2010-04-28 2024-11-05 The Procter & Gamble Company Delivery particle
US9186642B2 (en) 2010-04-28 2015-11-17 The Procter & Gamble Company Delivery particle
US9993793B2 (en) 2010-04-28 2018-06-12 The Procter & Gamble Company Delivery particles
US9162085B2 (en) 2011-04-07 2015-10-20 The Procter & Gamble Company Personal cleansing compositions with increased deposition of polyacrylate microcapsules
US9561169B2 (en) 2011-04-07 2017-02-07 The Procter & Gamble Company Conditioner compositions with increased deposition of polyacrylate microcapsules
US10143632B2 (en) 2011-04-07 2018-12-04 The Procter And Gamble Company Shampoo compositions with increased deposition of polyacrylate microcapsules
US8980292B2 (en) 2011-04-07 2015-03-17 The Procter & Gamble Company Conditioner compositions with increased deposition of polyacrylate microcapsules
US8927026B2 (en) 2011-04-07 2015-01-06 The Procter & Gamble Company Shampoo compositions with increased deposition of polyacrylate microcapsules
US12227720B2 (en) 2020-10-16 2025-02-18 The Procter & Gamble Company Consumer product compositions with at least two encapsulate populations
US12398348B2 (en) 2020-10-16 2025-08-26 The Procter & Gamble Company Consumer product compositions comprising a population of encapsulates
US12486478B2 (en) 2020-10-16 2025-12-02 The Procter & Gamble Company Consumer products comprising delivery particles with high core:wall ratios

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