EP0787793B1 - Composition adoucissante pour textiles - Google Patents

Composition adoucissante pour textiles Download PDF

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Publication number
EP0787793B1
EP0787793B1 EP97105358A EP97105358A EP0787793B1 EP 0787793 B1 EP0787793 B1 EP 0787793B1 EP 97105358 A EP97105358 A EP 97105358A EP 97105358 A EP97105358 A EP 97105358A EP 0787793 B1 EP0787793 B1 EP 0787793B1
Authority
EP
European Patent Office
Prior art keywords
fabric softening
perfume
carrier substance
softening composition
quaternary ammonium
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.)
Expired - Lifetime
Application number
EP97105358A
Other languages
German (de)
English (en)
Other versions
EP0787793A2 (fr
EP0787793A3 (fr
Inventor
Stuart Bernhard Fraser
Edwin Willis
John Stuart Parsons
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
Unilever NV
Original Assignee
Unilever PLC
Unilever NV
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, Unilever NV filed Critical Unilever PLC
Publication of EP0787793A2 publication Critical patent/EP0787793A2/fr
Publication of EP0787793A3 publication Critical patent/EP0787793A3/fr
Application granted granted Critical
Publication of EP0787793B1 publication Critical patent/EP0787793B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • 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.
  • 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% of 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:
  • 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. It is further preferred if 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. Such 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.
  • 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: wherein each R 1 group is independently selected from C 1-4 alkyl, or hydroxyalkyl or C 2-4 alkyl groups; and wherein each R 2 group is independently selected from C 8-28 alkyl or alkenyl groups; T is and n is an integer from 0-5; or by the formula: wherein 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).
  • 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 nonionic stabilisers which can be used include the condensation products of C 8 - 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 8 - C 24 alkyl or alkenyl monocarboxylic acids, or polymeric carboxylic acids.
  • fatty acids for example C 8 - C 24 alkyl or alkenyl monocarboxylic acids, or polymeric carboxylic acids.
  • saturated fatty acids are used, in particular, hardened tallow C 16 -C 18 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, 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, 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.
  • the resulting mixture was recirculated through a Janke and Kunkel mill set at max shear (10,000 rpm). This recirculation/shearing continued for 30 mins after premix addition. Perfume was stirred directly into the mix or premixed with palm/tallow oil at a temperature of 40-45°C and then added by milling into the product over a 10 min period at 8000 rpm.
  • Viscosity measurements were taken at 25°C and at 106 sec -1 , shear rate using a Haake VT501 rotoviscometer.
  • Examples A and B went solid within 3 days at 37°C storage. Examples 1 and 2 showed viscosities as follows: Time @ 37°C Viscosity 1 2 Initial 69 cP 118 cP 10 days - 122 cP 12 days 65 cP - 22 days - 125 cP 28 days 93 cP - 29 days - 121 cP 38 days - 118 cP 66 days - 129 cP
  • Examples C and D went solid within 3hrs at ambient temperature. Examples 3 and 4 showed viscosities as follows: Time @ 37°C Visc 3 4 Initial 64 cP 38 cP 7 days - 34 cP 10 days 68 cP - 19 days - 33 cP 21 days 82 cP - 43 days - 36 cP 56 days 87 cP - 58 days - 39 cP 71 days 99 cP -
  • 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 1g 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, wrung dry and line dried overnight. The terry towelling samples were evaluated by a panel of people using a random design to measure perfume strength.
  • 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)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)

Claims (7)

  1. Composition adoucissante liquide pour les textiles comprenant :
    i) un agent d'adoucissement des textiles ammonium quaternaire et ;
    ii) de 0,1 % en poids à 10 % en poids d'un mélange parfum/substance véhicule ayant un point de glissement en dessous de 37°C ; dans laquelle l'agent d'adoucissement des textiles ammonium quaternaire est soit
    Figure 00230001
    dans laquelle chaque groupe R1 est indépendamment choisi parmi les groupes alkyle en C1-4, ou hydroxyalkyle ou les groupes alkyle en C2-4 ; et dans laquelle chaque groupe R2 est indépendamment choisi parmi les groupes alkyle ou alcényle en C8-28 ;
    T est
    Figure 00240001
    et
    n est un entier de 0 à 5 ; ou
    Figure 00240002
    dans laquelle R1, n et R2 sont comme définis ci-dessus et le rapport parfum sur substance véhicule est de 1:50 à 1:1.
  2. Composition adoucissante liquide pour les textiles selon la revendication 1, dans laquelle la substance véhicule est un matériau organique.
  3. Composition adoucissante liquide pour les textiles selon l'une quelconque des revendications précédentes, dans laquelle la substance véhicule est un ester gras d'un alcool mono ou polyhydrique ayant de 1 à environ 24 atomes de carbone dans la chaíne hydrocarbonée à condition que le nombre total d'atomes de carbone dans la substance véhicule soit égal ou supérieur à 16 et qu'au moins un des radicaux hydrocarbonés dans l'ester ait 12 atomes de carbone ou plus.
  4. Composition adoucissante liquide pour les textiles selon la revendication 1, dans laquelle la substance véhicule est de l'huile de suif.
  5. Composition adoucissante liquide pour les textiles selon l'une quelconque des revendications précédentes, dans laquelle le rapport du mélange parfum / substance véhicule à l'agent d'adoucissement ammonium quaternaire est compris dans le rapport allant de 5:1 à 1:10.
  6. Composition adoucissante liquide pour les textiles selon l'une quelconque des revendications précédentes qui est sous la forme d'une dispersion aqueuse.
  7. Procédé de préparation d'une composition adoucissante liquide pour les textiles selon l'une quelconque des revendications précédentes qui comprend les stades suivants :
    (i) formation d'une dispersion aqueuse de l'agent d'adoucissement des textiles ammonium quaternaire ;
    (ii) addition du mélange parfum/substance véhicule à la dispersion résultante.
EP97105358A 1994-02-21 1995-02-17 Composition adoucissante pour textiles Expired - Lifetime EP0787793B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB9403242A GB9403242D0 (en) 1994-02-21 1994-02-21 Fabric softening composition
GB9403242 1994-02-21
EP95911247A EP0746603B1 (fr) 1994-02-21 1995-02-17 Composition adoucissante pour textiles

Related Parent Applications (2)

Application Number Title Priority Date Filing Date
EP95911247A Division EP0746603B1 (fr) 1994-02-21 1995-02-17 Composition adoucissante pour textiles
EP95911247.5 Division 1995-08-24

Publications (3)

Publication Number Publication Date
EP0787793A2 EP0787793A2 (fr) 1997-08-06
EP0787793A3 EP0787793A3 (fr) 1998-08-12
EP0787793B1 true EP0787793B1 (fr) 2004-01-28

Family

ID=10750650

Family Applications (2)

Application Number Title Priority Date Filing Date
EP95911247A Expired - Lifetime EP0746603B1 (fr) 1994-02-21 1995-02-17 Composition adoucissante pour textiles
EP97105358A Expired - Lifetime EP0787793B1 (fr) 1994-02-21 1995-02-17 Composition adoucissante pour textiles

Family Applications Before (1)

Application Number Title Priority Date Filing Date
EP95911247A Expired - Lifetime EP0746603B1 (fr) 1994-02-21 1995-02-17 Composition adoucissante pour textiles

Country Status (8)

Country Link
EP (2) EP0746603B1 (fr)
AU (1) AU698882B2 (fr)
BR (1) BR9506843A (fr)
DE (2) DE69505358T2 (fr)
ES (2) ES2212008T3 (fr)
GB (1) GB9403242D0 (fr)
WO (1) WO1995022594A1 (fr)
ZA (1) ZA951428B (fr)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5500138A (en) * 1994-10-20 1996-03-19 The Procter & Gamble Company Fabric softener compositions with improved environmental impact
PL326868A1 (en) * 1995-11-03 1998-10-26 Procter & Gamble Stable fabric softener compositions of strong smell and loww chemical activity
US6022845A (en) * 1995-11-03 2000-02-08 The Procter & Gamble Co. Stable high perfume, low active fabric softener compositions
US5652206A (en) * 1996-02-26 1997-07-29 The Procter & Gamble Company Fabric softener compositions with improved environmental impact
US5861370A (en) * 1996-03-22 1999-01-19 The Procter & Gamble Company Concentrated, stable, premix for forming fabric softening composition
GB9617612D0 (en) * 1996-08-22 1996-10-02 Unilever Plc Fabric conditioning composition
EP0845523A3 (fr) * 1996-11-28 1999-01-27 Givaudan-Roure (International) S.A. Ingrédient pour la prévention du problème de viscosité dans un adoucissant concentré parfumé pour le linge
GB0014891D0 (en) † 2000-06-16 2000-08-09 Unilever Plc Fabric softening compositions
WO2002004587A1 (fr) * 2000-07-07 2002-01-17 Givaudan S.A. Procede conçu pour conferer une perception de conditionnement et de parfum agreable aux tissus humides et secs
GB0025442D0 (en) * 2000-10-17 2000-11-29 Unilever Plc Fabric conditioning compositions
EP1279726A1 (fr) * 2001-07-27 2003-01-29 Givaudan SA Compositions adoucissantes
GB0200151D0 (en) 2002-01-04 2002-02-20 Unilever Plc Fabric conditioning compositions
GB0207647D0 (en) * 2002-04-03 2002-05-15 Dow Corning Emulsions
GB0416155D0 (en) 2004-07-20 2004-08-18 Unilever Plc Laundry product
GB0423986D0 (en) 2004-10-29 2004-12-01 Unilever Plc Method of preparing a laundry product
GB0610801D0 (en) 2006-05-31 2006-07-12 Unilever Plc Laundry product

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1587122A (en) * 1976-10-29 1981-04-01 Procter & Gamble Ltd Fabric conditioning compositions
NZ190416A (en) * 1978-05-16 1981-05-29 Unilever Ltd Deodorant product
GB2188653A (en) * 1986-04-02 1987-10-07 Procter & Gamble Biodegradable fabric softeners
US5066419A (en) * 1990-02-20 1991-11-19 The Procter & Gamble Company Coated perfume particles
US5234611A (en) * 1991-08-28 1993-08-10 The Procter & Gamble Company Fabric softener, preferably liquid, with protected, dryer-activated, cyclodextrin/perfume complex

Also Published As

Publication number Publication date
GB9403242D0 (en) 1994-04-13
EP0787793A2 (fr) 1997-08-06
AU1891195A (en) 1995-09-04
DE69532508D1 (de) 2004-03-04
EP0787793A3 (fr) 1998-08-12
EP0746603A1 (fr) 1996-12-11
ZA951428B (en) 1996-08-21
DE69505358T2 (de) 1999-03-25
AU698882B2 (en) 1998-11-12
ES2123962T3 (es) 1999-01-16
DE69532508T2 (de) 2004-07-08
DE69505358D1 (de) 1998-11-19
WO1995022594A1 (fr) 1995-08-24
ES2212008T3 (es) 2004-07-16
EP0746603B1 (fr) 1998-10-14
BR9506843A (pt) 1997-10-14

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