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WO1993001794A1 - Additifs parfumes pour compositions d'assouplisseur de tissu - Google Patents

Additifs parfumes pour compositions d'assouplisseur de tissu Download PDF

Info

Publication number
WO1993001794A1
WO1993001794A1 PCT/US1992/005686 US9205686W WO9301794A1 WO 1993001794 A1 WO1993001794 A1 WO 1993001794A1 US 9205686 W US9205686 W US 9205686W WO 9301794 A1 WO9301794 A1 WO 9301794A1
Authority
WO
WIPO (PCT)
Prior art keywords
perfume
softening
additive according
softening active
fabric
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.)
Ceased
Application number
PCT/US1992/005686
Other languages
English (en)
Inventor
Hugo Jean Marie Demeyere
Ann Appeltants
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.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
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 Procter and Gamble Co filed Critical Procter and Gamble Co
Priority to JP5502838A priority Critical patent/JPH06509611A/ja
Publication of WO1993001794A1 publication Critical patent/WO1993001794A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • 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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules
    • 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
    • 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

Definitions

  • the present invention relates to perfume additives for use in combination with fabric- softening compositions.
  • Fabric-softening compositions to be added in the rinse step of a laundry cycle are well known.
  • Such a carrier system consists of porous
  • silica onto which a mixture, at specific ratios, of perfume and softening active is adsorbed is adsorbed.
  • porous spheroidal silica per se as carrier for a wide range of material including perfumes, has been disclosed in EP-A-294 206, not relating to softening of fabrics nor any
  • the present invention relates to a perfume additive in granular form for use with fabric- softening compositions, containing :
  • the present invention also encompasses the use of said additives as single doses during use of fabric softening compositions, or the preparation of ready- to-use fabric softening compositions out of
  • porous silica useful herein is a
  • precipitated spheroidal silica having a particle size not exceeding 500 micrometers.
  • the silica herein typically has a pore volume in the range 25 to 75%. This silica is further characterized by a BET surface area* superior to 50m 2 /g (DIN 66131) and a high absorption value.
  • the absorption can be expressed as Dibutylphtalate (DBP) number, this DBP number should be above
  • BET Brunauer, Emmet and Teller
  • the ratio of perfume to softening active is from 1:10 to 5:1, preferably 1:5 to 3:1.
  • Perfume in the sense of perfume components or compositions of perfume components, can be any odorifirous materials or any materials which act as a malodour counteractent.
  • the perfume will most often be liquid at ambient temperatures, but also can be liquified solid such as the various camphoraceous perfumes known in the art.
  • the perfume can be relatively simple in composition or can comprise highly sophisticated, compact
  • perfumes are those odorous materials that deposit on fabrics during the laundry process and are detectable by people with normal olfactory sensitivity. Many of the perfume ingredients along with their odor character and their physical and chemical properties are given in "Perfume and Flavor chemicals (aroma chemicals)", Stephen
  • perfume use includes materials such as aldehydes, ketones, esters and the like. More commonly, naturally occurring plant and animal oils and exudates comprising complex mixtures of various chemical components are known for use as perfume, and such materials can be used herein.
  • Typical perfumes can comprise e.g. woody/earthy bases containing exotic materials such as sandalwood oil, civet and patchouli oil.
  • the perfume also can be of a light floral fragrance e.g.- rose or violet extract. Further the perfume can be formulated to provide desirable fruity odours e.g. lime, limon or orange.
  • benzaldehyde benzyl acetate, benzyl alcohol, benzyl formate, iso-bornyl acetate, camphene, cis- citral (neral), citronellal, citronellol,
  • dihydrolinalool dihydromyrcenol, dimethyl phenyl carbinol, eucalyptol, geranial, geraniol, geranyl acetate, geranyl nitrile, cis-3-hexenyl acetate, hydroxycitronellal, d-limonene, linalool, linalool oxide, linalyl acetate, linalyl propionate, methyl anthranilate, alpha-methyl ionone, methyl nonyl acetaldehyde, methyl phenyl carbinyl acetate, laevo-menthyl acetate, menthone, iso-menthone, myrcene, myrcenyl acetate, myrcenol, nerol, neryl acetate, nonyl acetate, phenyl ethyl alcohol, alpha-pinene, beta-pinene
  • the softening active for use in the perfume additives herein can be selected from the group of di-long chain quaternary ammonium compounds, di- long chain imidazoline compounds, di-long chain quaternized imidazoline compounds, as well as certain mono long-chain alkyl quaternary ammonium compounds and mono long-chain alkyl amines.
  • Di-long chain quaternary ammonium compounds are of the formula :
  • R 1 and R 2 are C 1-4 saturated alkyl groups or hydroxyalkyl groups and R 3 and R 4 are acyclic aliphatic C 8-30 , preferably C 12-23 , more preferably C 15-22 hydrocarbon groups which may be intempted by ester linkages, and A is an anion.
  • R 1 and R 2 are methyl groups, and R 3 and R 4 are derived from fatty materials such as tallow.
  • Preferred compounds of the formula above for use herein include the well known ditallowdimethyl ammonium chloride (DTDMAC), ditallowdimethyl ammonium methyl sulfate, and di(hydrogetated tallow) dimethyl ammonium chloride.
  • DTDMAC ditallowdimethyl ammonium chloride
  • R3 and R4 are interrupted by ester groups are disclosed in EP-A-239 910; such compounds have the advantage of being more rapidly biodegradable than the above-described compounds; preferred is N,N di(2- tallowyloxy-2-oxo-ethyl)N,N dimethylammonium chloride.
  • Di-long chain imidazoline compounds are of the formula
  • n is an integer from 2 to 4,
  • R 1 and R 2 are, independently, a C 8- C 30 alkyl or alkenyl, preferably C 12 -C 20 alkyl, more preferably C 15 -C 18 alkyl, or mixtures of such alkyl radicals.
  • alkyl radicals obtained from coconut oil, "soft” (non-hardened) tallow, and hardened tallow;
  • X is - R 4 - T - - wherein T is O or NR 5 , R 5 being H or C 1 -C 4 alkyl, preferably H, and R 4 is a divalent C 1 -C 3 alkylene group or (C 2 H 4 O) m , wherein m is a number of from 1 to 8; or X is R 4 .
  • imidazoline actives of the formula above are of the following formulae : la lb ⁇ N
  • R 1 is a tallow group.
  • ditallowimidazolines while compounds of formula lb are ditallowimidazoline esters.
  • R and R 1 are, independently, C 11 -C 21 hydrocarbyl groups, preferably tallow
  • R 2 is a C 1 -C 4 hydrocarbyl group, preferably methyl
  • A is an anion
  • m is an integer from 2 to 4, preferably 2 and X is R 4 - T - C -
  • T is O or NR 5 , R 5 being H or C 1 -C 4 alkyl, preferably H, and R 4 is a divalent C 1 -C 3 alkylene group or (C 2 H 4 O) m , wherein m is a number of from 1 to 8; or X is R 4 .
  • T is O and R 4 is (CH 2 ) 2 (quaternized ditallow imidazoline ester).
  • R 1 is a C 8-30 acyclic aliphatic ,
  • R 2 and R 3 are C 1-4
  • R 1 is a C 8-30 alkyl or alkyl group
  • m is an integer from 2 to 4, preferably 2 and
  • X is R 4 - T - C - O
  • T is O or NR 5 , R 5 being H or C 1 -C 4
  • alkyl preferably H
  • R 4 is a divalent C 1 -C 3
  • alkylene group or (C 2 H 4 O) m , wherein m is a number of from 1 to 8 ; or X is R 4 .
  • R 1 is an acyclic aliphatic C 8-30 ,
  • R 2 , R 3 and R 4 are C 1-4 saturated alkyl groups or hydroxyalkyl
  • a preferred mono-alkyl ammonium compound for use herein is cetyl trimethylammonium bromide.
  • the mono long-chain alkyl amines and mono long-chain alkyl ammonium compounds are preferably used in combination with the di-long chain alkyl ammonium or imidazolines described hereinabove.
  • the present additives may contain additional ingredients, which can be pre-mixed with the perfume and softening active before they are adsorbed onto the porous silicate, or added, after the adsorption is completed, to the particles.
  • Ingredients which can be pre-mixed with the perfume and softening active are selected from the group of
  • Ingredients which can be added to the particles after adsorption is complete include water-soluble coating materials/agglomerating materials and dyes
  • Preferred ingredients to be pre-mixed are the esters of C8-20 alcohols, in particular glyceryl monostearate.
  • the water-soluble coating/agglomerating materials can be selected from the group of polyvinyl alcohol, polyethylene glycol, sugars, polyacrylamides,
  • Dyes are typically used and can be added to the mix before adsorption onto silica, or sprayed on the formed particles as a last step.
  • a co-melt of the softening active and the perfume is typically made, possibly including an optional ingredient such as listed above.
  • the co-melt is adsorbed on porous silica, keeping the temperature, needed to keep the co-melt liquid, typically at 50oC; Adsorption can be achieved by adding the co-melt in portions to the pre-heated porous silica under agitation, or by spraying it on pre-heated porous silica in a "Nauta" type mixer.
  • the resulting free-flowing powder is cooled to a temperature ranging from 3oC to ambient, and sieved on an appropriate sieve (e.g.
  • the powder is then agglomerated in an agglomeration unit, such as a Plough Share Lodige, possibly with the addition of a coating/agglomeration material; the agglomerate is cooled and sieved over an appropriate sieve (e.g. Mesh 22).
  • an agglomeration unit such as a Plough Share Lodige
  • perfume additives herein can either be used as single-dose additives for fabric softening
  • compositions during use, or as additives in the preparation of fabric-softening compositions out of concentrates, before use.
  • the present additives are used as single-dose additives to unperfumed fabric softening compositions during use; i.e. a dose of additive sufficient for a typical washing machine load is added to unperfumed fabric softening composition, prior to the rinse cycle of the laundry process.
  • Such an addition can conveniently be made in the dispenser of automatic washing machines; i.e. before starting the laundry cycle, an amount of fabric softening composition in liquid form is first poured into the dispenser of the washing machine, and the specific dose of perfume additive in granular form is added to said fabric softening composition sitting in the dispenser, and is dispersed therein.
  • the resulting mixture is then brought into contact with the fabrics, during the rinse cycle and the perfume is released onto the fabrics.
  • perfume additives herein is not limited to liquid fabric softening compositions since their granular form would render them quite suitable for use in combination with fabric-softening
  • compositions in particulate form such fabric- softening compositions can be used as is, or diluted with water before use.
  • the present additives can conveniently be packaged into single- dose sachets containing the powdered additive, such sachets being made available to the consumer in the form of boxes containing several of them, said sachets containing either the same perfume, or different perfumes so as to allow the consumer to choose the perfume to be left on the laundered fabrics, for each laundry cycle.
  • Dye is sprayed onto the above granulates; the formed granulates are used as perfume additives for fabric softening compositions.

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  • Chemical & Material Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Fats And Perfumes (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)

Abstract

Additifs parfumés granulaires destinés à des compositions d'assouplisseur de tissu ajoutées au rinçage, lesdits additifs contiennent un mélange de parfum et d'assouplisseur actif dans des rapports spécifiés, adsorbés sur des particules de silice poreuses.
PCT/US1992/005686 1991-07-18 1992-07-10 Additifs parfumes pour compositions d'assouplisseur de tissu Ceased WO1993001794A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP5502838A JPH06509611A (ja) 1991-07-18 1992-07-10 織物柔軟組成物用香料添加剤

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP91201887A EP0523287A1 (fr) 1991-07-18 1991-07-18 Additifs de parfums pour compositions d'adoucissants pour tissus
EP91201887.6 1991-07-18

Publications (1)

Publication Number Publication Date
WO1993001794A1 true WO1993001794A1 (fr) 1993-02-04

Family

ID=8207791

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1992/005686 Ceased WO1993001794A1 (fr) 1991-07-18 1992-07-10 Additifs parfumes pour compositions d'assouplisseur de tissu

Country Status (7)

Country Link
EP (1) EP0523287A1 (fr)
JP (1) JPH06509611A (fr)
CA (1) CA2113613C (fr)
IE (1) IE922340A1 (fr)
MX (1) MX9204224A (fr)
PT (1) PT100706A (fr)
WO (1) WO1993001794A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8226828B2 (en) 2005-10-14 2012-07-24 Alan David Cole Cantwell SAF system and method involving specific treatments at respective stages

Families Citing this family (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3442387B2 (ja) * 1992-05-12 2003-09-02 ザ、プロクター、エンド、ギャンブル、カンパニー 生分解性布帛柔軟剤を含有する濃縮布帛柔軟剤組成物
WO1994007979A1 (fr) * 1992-09-28 1994-04-14 The Procter & Gamble Company Procede d'utilisation d'un adoucissant de tissu en particules solides dans un distributeur de dosage automatique
EP0622453A1 (fr) * 1993-04-26 1994-11-02 Setric International S.A. Procédé de protection particulaire d'un produit combustible contre l'action d'un produit chloré avec lequel il est mélangé
WO1995030733A1 (fr) * 1994-05-09 1995-11-16 Unilever N.V. Composition de catalyseur de blanchiment
ATE321574T1 (de) * 1995-08-31 2006-04-15 Procter & Gamble Verwendung von allylalkohol als ein mittel zur verminderung von schlechten gerüchen
ES2261305T3 (es) * 1995-09-18 2006-11-16 THE PROCTER & GAMBLE COMPANY Sistema de liberacion de perfume.
JPH11513062A (ja) * 1996-06-11 1999-11-09 ザ、プロクター、エンド、ギャンブル、カンパニー 物性が改善された香料送出用粒状洗濯添加剤を製造する方法
ID17072A (id) * 1996-06-24 1997-06-23 Givaudan Roure Int Sistem pengantaran parfum
ES2225960T3 (es) * 1997-03-15 2005-03-16 THE PROCTER & GAMBLE COMPANY Sistema de liberacion.
DE19721885A1 (de) * 1997-05-26 1998-12-03 Henkel Kgaa Verfahren zur Herstellung kationtensidhaltiger Granulate
EP1196533B2 (fr) * 1999-07-20 2010-11-24 The Procter & Gamble Company Particules d'huile encapsulees ameliorees
WO2002090479A1 (fr) * 2001-05-04 2002-11-14 The Procter & Gamble Company Particules parfumees et produits qui les contiennent
EP1471137B1 (fr) * 2003-04-23 2013-08-07 The Procter & Gamble Company Composition comprenant un polymere cationique ameliorant la deposition en surface
DE102004020400A1 (de) * 2004-04-23 2005-11-17 Henkel Kgaa Parfümierte Feststoffe
DE102004042933A1 (de) * 2004-09-02 2006-03-23 Henkel Kgaa In fester Form konfektionierte Flüssigkeiten für den Einsatz in teilchenförmigen Wasch- und Reinigungsmitteln
WO2006069061A1 (fr) * 2004-12-21 2006-06-29 Degussa Gmbh Systeme de liberation de parfum
CN101910396B (zh) * 2008-01-10 2012-10-17 荷兰联合利华有限公司 颗粒
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
EP2694016B2 (fr) 2011-04-07 2025-03-19 The Procter & Gamble Company Compositions de shampooing à dépôt accru de microcapsules de polyacrylate
WO2012138690A2 (fr) 2011-04-07 2012-10-11 The Procter & Gamble Company Compositions d'après-shampooing à dépôt accru de microcapsules de polyacrylate
JP6283607B2 (ja) 2011-04-07 2018-02-21 ザ プロクター アンド ギャンブル カンパニー ポリアクリレートマイクロカプセルの堆積が増大されたパーソナルクレンジング組成物
GB2507750A (en) * 2012-11-07 2014-05-14 Intelligent Fabric Technologies Plc Fabric softener with colloidal silica for imparting stain resistant properties
US20200368382A1 (en) * 2017-08-18 2020-11-26 Symrise Ag Fragrance release composition
EP3663384A1 (fr) 2018-12-04 2020-06-10 The Procter & Gamble Company Additif de lavage d'adoucissement du linge particulaire
EP3663385A1 (fr) 2018-12-04 2020-06-10 The Procter & Gamble Company Additif de lavage d'adoucissement du linge particulaire
DE102019116071A1 (de) * 2019-06-13 2020-12-17 Henkel Ag & Co. Kgaa Granulares Wasch-, Reinigungs- oder Behandlungsmitteladditiv
CA3194477A1 (fr) 2020-10-16 2022-04-21 Johan Smets Compositions de produits de consommation comprenant au moins deux populations d'encapsulation
MX2023004231A (es) 2020-10-16 2023-04-21 Procter & Gamble Composiciones de producto de consumo que comprenden una poblacion de encapsulados.

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US4973422A (en) * 1989-01-17 1990-11-27 The Procter & Gamble Company Perfume particles for use in cleaning and conditioning compositions

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DE3402437A1 (de) * 1984-01-25 1985-07-25 Rewo Chemische Werke Gmbh, 6497 Steinau Pulverfoermiges waescheweichspuelmittel, verfahren zu seiner herstellung und diese enthaltendes waschmittel
US4954285A (en) * 1988-03-07 1990-09-04 The Procter & Gamble Company Perfume, particles, especially for use in dryer released fabric softening/antistatic agents
CA2015736A1 (fr) * 1989-05-11 1990-11-11 Diane G. Schmidt Particules de parfum entrant dans la composition de nettoyeur et de conditionneur

Patent Citations (6)

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Publication number Priority date Publication date Assignee Title
JPS532633A (en) * 1976-06-25 1978-01-11 Murata Machinery Ltd Method of piecing without stopping spinning
US4209417A (en) * 1976-08-13 1980-06-24 The Procter & Gamble Company Perfumed particles and detergent composition containing same
GB2066839A (en) * 1979-12-29 1981-07-15 Vysoka Skola Chem Tech A Method of Manufacture of Perfumed Detergents
US4636330A (en) * 1980-03-11 1987-01-13 Lever Brothers Company Perfume depositing detergents containing perfume in a particulate matrix of a cationic compound
US4536315A (en) * 1983-06-01 1985-08-20 Colgate Palmolive Co. Perfume-containing carrier having surface-modified particles for laundry composition
US4973422A (en) * 1989-01-17 1990-11-27 The Procter & Gamble Company Perfume particles for use in cleaning and conditioning compositions

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8226828B2 (en) 2005-10-14 2012-07-24 Alan David Cole Cantwell SAF system and method involving specific treatments at respective stages

Also Published As

Publication number Publication date
CA2113613C (fr) 1998-05-05
IE922340A1 (en) 1993-01-27
PT100706A (pt) 1993-08-31
EP0523287A1 (fr) 1993-01-20
MX9204224A (es) 1993-04-01
CA2113613A1 (fr) 1993-02-04
JPH06509611A (ja) 1994-10-27

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