WO1993001794A1 - Perfume additives for fabric-softening compositions - Google Patents
Perfume additives for fabric-softening compositions Download PDFInfo
- 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
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.
Landscapes
- 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)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Fats And Perfumes (AREA)
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 (de) | 1991-07-18 | 1991-07-18 | Duftstoffzusätze für Textilweichmacherzusammensetzungen |
EP91201887.6 | 1991-07-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1993001794A1 true WO1993001794A1 (en) | 1993-02-04 |
Family
ID=8207791
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1992/005686 WO1993001794A1 (en) | 1991-07-18 | 1992-07-10 | Perfume additives for fabric-softening compositions |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP0523287A1 (de) |
JP (1) | JPH06509611A (de) |
CA (1) | CA2113613C (de) |
IE (1) | IE922340A1 (de) |
MX (1) | MX9204224A (de) |
PT (1) | PT100706A (de) |
WO (1) | WO1993001794A1 (de) |
Cited By (1)
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 (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ATE245689T1 (de) * | 1992-05-12 | 2003-08-15 | Procter & Gamble | Konzentrierte gewebeweichmacherzusammensetzungen mit biologisch abbaubaren gewebeweichmachern |
WO1994007979A1 (en) * | 1992-09-28 | 1994-04-14 | The Procter & Gamble Company | Method for using solid particulate fabric softener in automatic dosing dispenser |
EP0622453A1 (de) * | 1993-04-26 | 1994-11-02 | Setric International S.A. | Verfahren zum Partikelschutz eines brennbaren Produktes gegen die Wirkung eines beigemischten chlorierten Produktes |
WO1995030733A1 (en) * | 1994-05-09 | 1995-11-16 | Unilever N.V. | Bleach catalyst composition |
DE69534903T2 (de) * | 1995-08-31 | 2007-01-18 | The Procter & Gamble Company, Cincinnati | Verwendung von Allylalkohol als ein Mittel zur Verminderung von schlechten Gerüchen |
ATE214729T1 (de) * | 1995-09-18 | 2002-04-15 | Procter & Gamble | Freisetzungssysteme |
CN1227599A (zh) * | 1996-06-11 | 1999-09-01 | 普罗格特-甘布尔公司 | 制备具有改善的物理性质的用于香料输送的颗粒洗衣添加剂的方法 |
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 |
AU6218100A (en) | 1999-07-20 | 2001-02-05 | Procter & Gamble Company, The | Improved encapsulated oil particles |
WO2002090479A1 (en) * | 2001-05-04 | 2002-11-14 | The Procter & Gamble Company | Perfumed particles and articles containing the same |
EP1471137B1 (de) * | 2003-04-23 | 2013-08-07 | The Procter & Gamble Company | Zusammensetzung enthaltend ein kationisches Polymer zur verbesserten Abscheidung an einer Oberfläche |
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 |
JP2008527054A (ja) * | 2004-12-21 | 2008-07-24 | エボニック デグサ ゲーエムベーハー | 香料デリバリー系 |
ES2388018T3 (es) * | 2008-01-10 | 2012-10-05 | Unilever N.V. | Gránulos |
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 |
WO2012138710A2 (en) | 2011-04-07 | 2012-10-11 | The Procter & Gamble Company | Personal cleansing compositions with increased deposition of polyacrylate microcapsules |
EP2694016B1 (de) | 2011-04-07 | 2017-05-24 | The Procter and Gamble Company | Shampoozusammensetzungen mit erhöhter abscheidung von polyacrylat-mikrokapseln |
JP2014510140A (ja) | 2011-04-07 | 2014-04-24 | 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付着が増大したコンディショナー組成物 |
GB2507750A (en) * | 2012-11-07 | 2014-05-14 | Intelligent Fabric Technologies Plc | Fabric softener with colloidal silica for imparting stain resistant properties |
WO2019034264A1 (en) * | 2017-08-18 | 2019-02-21 | Symrise Ag | FRESH RELEASE COMPOSITION |
EP3663385A1 (de) * | 2018-12-04 | 2020-06-10 | The Procter & Gamble Company | Partikelförmiges wäscheweichspülendes waschadditiv |
EP3663384A1 (de) | 2018-12-04 | 2020-06-10 | The Procter & Gamble Company | Partikelförmiges wäscheweichspülendes waschadditiv |
DE102019116071A1 (de) * | 2019-06-13 | 2020-12-17 | Henkel Ag & Co. Kgaa | Granulares Wasch-, Reinigungs- oder Behandlungsmitteladditiv |
Citations (6)
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 |
US4536315A (en) * | 1983-06-01 | 1985-08-20 | Colgate Palmolive Co. | Perfume-containing carrier having surface-modified particles for laundry composition |
US4636330A (en) * | 1980-03-11 | 1987-01-13 | Lever Brothers Company | Perfume depositing detergents containing perfume in a particulate matrix of a cationic compound |
US4973422A (en) * | 1989-01-17 | 1990-11-27 | The Procter & Gamble Company | Perfume particles for use in cleaning and conditioning compositions |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 (en) * | 1989-05-11 | 1990-11-11 | Diane G. Schmidt | Perfume particles for use in cleaning and conditioning compositions |
-
1991
- 1991-07-18 EP EP91201887A patent/EP0523287A1/de not_active Withdrawn
-
1992
- 1992-07-10 JP JP5502838A patent/JPH06509611A/ja active Pending
- 1992-07-10 WO PCT/US1992/005686 patent/WO1993001794A1/en active Application Filing
- 1992-07-10 CA CA 2113613 patent/CA2113613C/en not_active Expired - Fee Related
- 1992-07-17 PT PT10070692A patent/PT100706A/pt not_active Application Discontinuation
- 1992-07-17 MX MX9204224A patent/MX9204224A/es not_active IP Right Cessation
- 1992-07-17 IE IE922340A patent/IE922340A1/en not_active Application Discontinuation
Patent Citations (6)
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)
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 |
---|---|
IE922340A1 (en) | 1993-01-27 |
EP0523287A1 (de) | 1993-01-20 |
JPH06509611A (ja) | 1994-10-27 |
PT100706A (pt) | 1993-08-31 |
MX9204224A (es) | 1993-04-01 |
CA2113613C (en) | 1998-05-05 |
CA2113613A1 (en) | 1993-02-04 |
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