WO1995022594A1 - Fabric softening composition - Google Patents
Fabric softening composition Download PDFInfo
- Publication number
- WO1995022594A1 WO1995022594A1 PCT/EP1995/000624 EP9500624W WO9522594A1 WO 1995022594 A1 WO1995022594 A1 WO 1995022594A1 EP 9500624 W EP9500624 W EP 9500624W WO 9522594 A1 WO9522594 A1 WO 9522594A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- fabric softening
- perfume
- carrier substance
- softening composition
- composition according
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
-
- 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 fabric softening compositions, in particular the invention relates to aqueous dispersions of biodegradable fabric softening compositions comprising a water insoluble cationic fabric softening agent and perfume.
- the compositions are stable on storage and exhibit excellent perfume delivery when removed from a washing machine.
- Rinse added fabric softener compositions are well known. Typically such compositions contain a water insoluble quaternary ammonium fabric softening agent dispersed in water at a level of softening agent up to 7% by weight in which case the compositions are considered dilute, or at levels from 7% to 50% in which case the compositions are considered concentrates.
- fabric softening compositions desirably have other benefits such as delivering perfume onto fabrics.
- the fabric conditioning market is moving towards more concentrated compositions.
- One of the problems associated with such fabric softening compositions is that on storage they are physically unstable. This problem is accentuated by the presence of a perfume; the greater the level of perfume the worse the stability problem becomes.
- EP 280 550 (Unilever) it has been proposed to improve the physical stability of dilute compositions comprising biodegradable, ester-linked quaternary ammonium compounds and fatty acid by the addition of nonionic surfactants.
- EP 507 478 (Unilever) discloses a physically stable fabric softening c mposition comprising a water insoluble, biodegradable, ester-linked quaternary ammonium compounds and a nonionic stabilising agent .
- compositions comprising biodegradable ester-linked quaternary ammonium compounds the problem of physical instability is more acute than with traditional quaternary ammonium compounds .
- CA 1 111 616 discloses a fabric softening composition comprising 0.1 to 10 wt% ⁇ > ⁇ a cationic fabric softener and 0.1 wt% to 20 wt % of particles.
- the particles are comprised of a carrier substance and a perfume and have a melting point of from 38°C to 150°C, preferably from 65°C to 100°C.
- fabric softening compositions comprising quaternary ammonium compounds may exhibit excellent perfume substantivity and good storage stability.
- a fabric softening composition comprising: i) a quaternary ammonium fabric softening agent,
- the slip point of the perfume/carrier substance mix is measured as defined by British Standard BS 684 section 1.3 1991 ISO 6321:1991 (UK) .
- a further aspect of the invention is provided by a process for preparing a fabric softening composition as defined above, which comprises of the following steps:
- a further advantage afforded by the present invention is that the degree of fabric softening may be varied to suit different customer requirements in different markets, while maintaining high perfume delivery.
- the invention also allows perfume to be incorporated without excessive perfume intensity from the undiluted product.
- the perfume carrier substance mix has a slip point below 37°C; preferably from 0 to 37°C. More preferably it has a slip point between 20°C and 37°C.
- compositions of the invention are liquids, more preferably comprising an aqueous base.
- the carrier substance is an organic material.
- the carrier substance is a fatty ester of a mono or polyhydric alcohol having from 1 to about 24 carbon atoms in the hydrocarbon chain with the proviso that the total number of carbon atoms in the carrier substance is equal to or greater than 16 and that at least one of the hydrocarbons radicals in the ester has 12 or more carbon atoms.
- fatty esters are preferably odourless.
- the carrier substance in the perfume/carrier substance mix is a fatty acid glyceride or mixtures of fatty acid glycerides .
- Especially preferred carrier substances are triglycerides, most preferred are palm oil and tallow oil.
- the perfume/carrier substance mix is preferably present at a level of from 1 to 10% of the composition, more preferably 3 wt% to 7 wt% of the total composition.
- the ratio of perfume to carrier substance is from 1:50 to 1:1, more preferably 1:20 to 1:2, most preferably 1:7 to 1:2.
- the ratio of perfume/carrier substance mix to quaternary ammonium fabric softening agent is in the ratio of 5:1 to 1:10, more preferably 2:1 to 1:10.
- the quaternary ammonium compound is biodegradable and has at least one ester link.
- Advantageously th- ⁇ fabric softening composition comprises a water insoluble cationic compound having two C 12 . 28 alkyl or alkenyl groups connected to the N atom via one or more ester links.
- a preferred type of ester-linked .quaternary ammonium fabric softening agent for use in the compositions according to the invention can be represented by the formula:
- each Rj group is independently selected from C ⁇ alkyl, or hydroxyalkyl or C__ 4 alkyl groups; and wherein each R 2 group is independently selected from C s _- ⁇ alkyl or alkenyl groups;
- T is -C-O- or -C-0-; and n is an integer from 0-5.
- a second preferred type of quaternary ammonium fabric softening agent can be represented by the formula:
- R 1# n and R 2 are as defined above.
- Preferred materials of this class- and their method of preparation are, for example, described in US 4 137 180 (Lever Brothers) .
- Preferably these materials comprise small amounts of the corresponding monoester as described in US 4 137 180, for example 1-tallowoxy, 2-hydroxytrimethyl ammonium propane chloride.
- the level of ester linked quaternary ammonium compounds is at least 1% by weight of the composition, more preferably more than 7% by weight of the composition; especially interesting are concentrated compositions which comprise between 10 and 30 % by weight of ester-linked quaternary ammonium compound.
- compositions of the invention may also contain nonionic stabilisers.
- Suitable non. c stabilisers which can be used include the condensation products of C-, - C 22 primary linear alcohols with 10 to 25 moles of ethylene oxide. Use of less than 10 moles of ethylene oxide, especially when the alkyl chain is in the tallow range, leads to unacceptably high aquatic toxicity.
- nonionic stabilisers are preferred: Genapol T-110, Genapol T-150, Genapol T-200, Genapol C-200 all ex Hoechst AG, Lutensol AT18 ex BASF, Genapol C-100 and Genapol C-150 ex Hoechst, or fatty alcohols for example Laurex CS, ex Albright and Wilson or Adol 340 ex Sherex (all Trade Marks) .
- the nonionic stabiliser has an HLB value of from 10 to 20, more preferably 12 to 20.
- the level of nonionic stabiliser is within the range of from 0.1 to 10% by weight, more preferably from 0.5 to 5% by weight, most preferably from 1 to 4% by weight.
- the composition can also contain fatty acids, for example C e - C 24 alkyl or alkenyl monocarboxylic acids, or polymeric carboxylic acids.
- fatty acids for example C e - C 24 alkyl or alkenyl monocarboxylic acids, or polymeric carboxylic acids.
- saturated fatty acids are used, in particular, hardened tallow C 16 -C ⁇ e fatty acids.
- the level of fatty acid material is preferably more than 0.1% by weight, more preferably more than 0.2% by weight. Especially preferred are concentrates comprising from 0.5 to 20% by weight of fatty acid, more preferably 1% to 10% by weight.
- the weight ratio of quaternary ammonium material to fatty acid material is preferably from 10:1 to 1:10.
- compositions of the invention preferably have a pH of more than 1.5, more preferably less than 5.
- the composition can also contain one or more optional ingredients, selected from non-aqueous solvents, pH buffering agents, perfumes, perfume carriers, fluorescers, colorants, hydrotropes, antifoaming agents, antiredeposition agents, enzymes, optical brightening agents, opacifiers, anti- shrinking agents, anti-wrinkle agents, anti-spotting agents, germicides, fungicides, anti-oxidants, anti-corrosion agents, drape imparting agents, antistatic agents and ironing aids.
- optional ingredients selected from non-aqueous solvents, pH buffering agents, perfumes, perfume carriers, fluorescers, colorants, hydrotropes, antifoaming agents, antiredeposition agents, enzymes, optical brightening agents, opacifiers, anti- shrinking agents, anti-wrinkle agents, anti-spotting agents, germicides, fungicides, anti-oxidants, anti-corrosion agents, drape imparting agents, antistatic agents and ironing aids.
- composition may also contain nonionic fabric softening agents.
- compositions were prepared by the following method: antifoam, preservative and dyestuff were dissolved in warm (40°C) water followed by addition of electrolyte (citric or CaCl 2 )to form an aqueous solution.
- Nonionic (Coco 20) 1.0 1.0 3.0 3.0
- Examples A and B went solid within 3 days at 37°C storage.
- Examples 1 and 2 showed viscosities as follows:
- composition 4 300g of an unperfumed base (at 35 cP) of composition 4 was prepared with either perfume alone or perfume/palm oil mix by milling into the base using a Silverson mixer over a 5 min period. The samples were left at ambient temperature.
- Examples were prepared by dispersing the cationic fabric softening agent in water, followed by the addition of the perfume or perfume/carrier substance mix.
- the perfume substantivity was tested by adding lg of the resulting composition to 1 litre of water at ambient temperature and agitating for 2 minutes to disperse. Four 19 x 19 squares of terry towelling were than immersed in the dispersion and left for 5 minutes. The terry towelling was then removed from the dispersion, n i dry and line dried overnight .
- the terry towelling samples were evaluated by a panel of people using a random design to measure perfume strength. Each treatment was evaluated six times The data was analysed by analysis of variance.
- a score of 0 indicates a no perfume impact
- a score of 5 indicates a very strong perfume impact
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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)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BR9506843A BR9506843A (en) | 1994-02-21 | 1995-02-17 | Fabric softening composition |
EP95911247A EP0746603B1 (en) | 1994-02-21 | 1995-02-17 | Fabric softening composition |
DE69505358T DE69505358T2 (en) | 1994-02-21 | 1995-02-17 | TISSUE SOFTENER COMPOSITION |
AU18911/95A AU698882B2 (en) | 1994-02-21 | 1995-02-17 | Fabric softening composition |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9403242A GB9403242D0 (en) | 1994-02-21 | 1994-02-21 | Fabric softening composition |
GB9403242.2 | 1994-02-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1995022594A1 true WO1995022594A1 (en) | 1995-08-24 |
Family
ID=10750650
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1995/000624 WO1995022594A1 (en) | 1994-02-21 | 1995-02-17 | Fabric softening composition |
Country Status (8)
Country | Link |
---|---|
EP (2) | EP0746603B1 (en) |
AU (1) | AU698882B2 (en) |
BR (1) | BR9506843A (en) |
DE (2) | DE69532508T2 (en) |
ES (2) | ES2212008T3 (en) |
GB (1) | GB9403242D0 (en) |
WO (1) | WO1995022594A1 (en) |
ZA (1) | ZA951428B (en) |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1996012785A1 (en) * | 1994-10-20 | 1996-05-02 | The Procter & Gamble Company | Fabric softener compositions with reduced environmental impact |
WO1997016516A1 (en) * | 1995-11-03 | 1997-05-09 | The Procter & Gamble Company | Stable high perfume, low active fabric softener compositions |
WO1997031086A1 (en) * | 1996-02-26 | 1997-08-28 | The Procter & Gamble Company | Fabric softener composition with improved environmental impact |
WO1997034976A1 (en) * | 1996-03-22 | 1997-09-25 | The Procter & Gamble Company | Concentrated, stable, premix for forming fabric softening composition |
EP0829531A1 (en) * | 1996-08-22 | 1998-03-18 | Unilever Plc | Fabric conditioning composition |
EP0845523A2 (en) * | 1996-11-28 | 1998-06-03 | Givaudan-Roure (International) S.A. | Ingredient preventing the viscosity problem encountered in a perfumed concentrated fabric softener |
US6022845A (en) * | 1995-11-03 | 2000-02-08 | The Procter & Gamble Co. | Stable high perfume, low active fabric softener compositions |
WO2002004587A1 (en) * | 2000-07-07 | 2002-01-17 | Givaudan S.A. | Process for imparting conditioning and good fragrance perception to both damp and dry fabric |
WO2002033032A2 (en) * | 2000-10-17 | 2002-04-25 | Unilever Plc | Fabric conditioning compositions |
EP1279726A1 (en) * | 2001-07-27 | 2003-01-29 | Givaudan SA | Fabric softener composition |
WO2003055968A1 (en) * | 2002-01-04 | 2003-07-10 | Unilever Plc | Fabric conditioning compositions |
WO2003082356A2 (en) * | 2002-04-03 | 2003-10-09 | Dow Corning Corporation | Fragrance containing emulsions |
WO2006007911A1 (en) * | 2004-07-20 | 2006-01-26 | Unilever Plc | Laundry product |
US7691801B2 (en) | 2006-05-31 | 2010-04-06 | The Sun Products Corporation | Laundry product |
US7763579B2 (en) | 2004-10-29 | 2010-07-27 | The Sun Products Corporation | Method of preparing a laundry product |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB0014891D0 (en) † | 2000-06-16 | 2000-08-09 | Unilever Plc | Fabric softening compositions |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2369340A1 (en) * | 1976-10-29 | 1978-05-26 | Procter & Gamble | PERFUMED COMPOSITION USABLE FOR PACKAGING FABRICS |
EP0005618A1 (en) * | 1978-05-16 | 1979-11-28 | Unilever Plc | Deodorant products, preparation and use thereof |
EP0239910A2 (en) * | 1986-04-02 | 1987-10-07 | The Procter & Gamble Company | Biodegradable fabric softeners |
WO1991013143A1 (en) * | 1990-02-20 | 1991-09-05 | The Procter & Gamble Company | Coated perfume particles |
WO1993005137A1 (en) * | 1991-08-28 | 1993-03-18 | The Procter & Gamble Company | Liquid fabric softener with protected cyclodextrine/perfume complex |
-
1994
- 1994-02-21 GB GB9403242A patent/GB9403242D0/en active Pending
-
1995
- 1995-02-17 AU AU18911/95A patent/AU698882B2/en not_active Ceased
- 1995-02-17 ES ES97105358T patent/ES2212008T3/en not_active Expired - Lifetime
- 1995-02-17 ES ES95911247T patent/ES2123962T3/en not_active Expired - Lifetime
- 1995-02-17 WO PCT/EP1995/000624 patent/WO1995022594A1/en active IP Right Grant
- 1995-02-17 BR BR9506843A patent/BR9506843A/en not_active IP Right Cessation
- 1995-02-17 EP EP95911247A patent/EP0746603B1/en not_active Expired - Lifetime
- 1995-02-17 DE DE69532508T patent/DE69532508T2/en not_active Expired - Lifetime
- 1995-02-17 DE DE69505358T patent/DE69505358T2/en not_active Expired - Lifetime
- 1995-02-17 EP EP97105358A patent/EP0787793B1/en not_active Expired - Lifetime
- 1995-02-21 ZA ZA951428A patent/ZA951428B/en unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2369340A1 (en) * | 1976-10-29 | 1978-05-26 | Procter & Gamble | PERFUMED COMPOSITION USABLE FOR PACKAGING FABRICS |
EP0005618A1 (en) * | 1978-05-16 | 1979-11-28 | Unilever Plc | Deodorant products, preparation and use thereof |
EP0239910A2 (en) * | 1986-04-02 | 1987-10-07 | The Procter & Gamble Company | Biodegradable fabric softeners |
WO1991013143A1 (en) * | 1990-02-20 | 1991-09-05 | The Procter & Gamble Company | Coated perfume particles |
WO1993005137A1 (en) * | 1991-08-28 | 1993-03-18 | The Procter & Gamble Company | Liquid fabric softener with protected cyclodextrine/perfume complex |
Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1996012785A1 (en) * | 1994-10-20 | 1996-05-02 | The Procter & Gamble Company | Fabric softener compositions with reduced environmental impact |
WO1997016516A1 (en) * | 1995-11-03 | 1997-05-09 | The Procter & Gamble Company | Stable high perfume, low active fabric softener compositions |
US6022845A (en) * | 1995-11-03 | 2000-02-08 | The Procter & Gamble Co. | Stable high perfume, low active fabric softener compositions |
WO1997031086A1 (en) * | 1996-02-26 | 1997-08-28 | The Procter & Gamble Company | Fabric softener composition with improved environmental impact |
WO1997034976A1 (en) * | 1996-03-22 | 1997-09-25 | The Procter & Gamble Company | Concentrated, stable, premix for forming fabric softening composition |
EP0829531A1 (en) * | 1996-08-22 | 1998-03-18 | Unilever Plc | Fabric conditioning composition |
EP0845523A2 (en) * | 1996-11-28 | 1998-06-03 | Givaudan-Roure (International) S.A. | Ingredient preventing the viscosity problem encountered in a perfumed concentrated fabric softener |
EP0845523A3 (en) * | 1996-11-28 | 1999-01-27 | Givaudan-Roure (International) S.A. | Ingredient preventing the viscosity problem encountered in a perfumed concentrated fabric softener |
WO2002004587A1 (en) * | 2000-07-07 | 2002-01-17 | Givaudan S.A. | Process for imparting conditioning and good fragrance perception to both damp and dry fabric |
WO2002033032A3 (en) * | 2000-10-17 | 2002-06-20 | Unilever Plc | Fabric conditioning compositions |
WO2002033032A2 (en) * | 2000-10-17 | 2002-04-25 | Unilever Plc | Fabric conditioning compositions |
EP1279726A1 (en) * | 2001-07-27 | 2003-01-29 | Givaudan SA | Fabric softener composition |
WO2003012022A1 (en) * | 2001-07-27 | 2003-02-13 | Givaudan Sa | Fabric softener composition |
WO2003055968A1 (en) * | 2002-01-04 | 2003-07-10 | Unilever Plc | Fabric conditioning compositions |
US6894011B2 (en) | 2002-01-04 | 2005-05-17 | Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. | Fabric conditioning compositions |
WO2003082356A2 (en) * | 2002-04-03 | 2003-10-09 | Dow Corning Corporation | Fragrance containing emulsions |
WO2003082356A3 (en) * | 2002-04-03 | 2003-11-20 | Dow Corning | Fragrance containing emulsions |
WO2006007911A1 (en) * | 2004-07-20 | 2006-01-26 | Unilever Plc | Laundry product |
US7718596B2 (en) | 2004-07-20 | 2010-05-18 | The Sun Products Corporation | Unit dose laundry products containing fatty acid esters |
EP1773973B1 (en) | 2004-07-20 | 2016-01-13 | Unilever PLC | Laundry product |
US7763579B2 (en) | 2004-10-29 | 2010-07-27 | The Sun Products Corporation | Method of preparing a laundry product |
US7691801B2 (en) | 2006-05-31 | 2010-04-06 | The Sun Products Corporation | Laundry product |
Also Published As
Publication number | Publication date |
---|---|
ZA951428B (en) | 1996-08-21 |
AU698882B2 (en) | 1998-11-12 |
DE69532508D1 (en) | 2004-03-04 |
EP0746603B1 (en) | 1998-10-14 |
EP0787793A3 (en) | 1998-08-12 |
BR9506843A (en) | 1997-10-14 |
ES2212008T3 (en) | 2004-07-16 |
DE69505358T2 (en) | 1999-03-25 |
EP0787793B1 (en) | 2004-01-28 |
DE69505358D1 (en) | 1998-11-19 |
DE69532508T2 (en) | 2004-07-08 |
EP0746603A1 (en) | 1996-12-11 |
EP0787793A2 (en) | 1997-08-06 |
GB9403242D0 (en) | 1994-04-13 |
ES2123962T3 (en) | 1999-01-16 |
AU1891195A (en) | 1995-09-04 |
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