WO1980001075A1 - Liquid formulations - Google Patents

Liquid formulations Download PDF

Info

Publication number
WO1980001075A1
WO1980001075A1 PCT/GB1979/000190 GB7900190W WO8001075A1 WO 1980001075 A1 WO1980001075 A1 WO 1980001075A1 GB 7900190 W GB7900190 W GB 7900190W WO 8001075 A1 WO8001075 A1 WO 8001075A1
Authority
WO
WIPO (PCT)
Prior art keywords
amine
liquid formulation
formulation according
weight
particles
Prior art date
Application number
PCT/GB1979/000190
Other languages
English (en)
French (fr)
Inventor
J Melville
Original Assignee
Unilever Nv
J Melville
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 Nv, J Melville filed Critical Unilever Nv
Priority to BR7908914A priority Critical patent/BR7908914A/pt
Publication of WO1980001075A1 publication Critical patent/WO1980001075A1/en
Priority to DK307680A priority patent/DK307680A/da

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50Perfumes
    • C11D3/502Protected perfumes
    • C11D3/505Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/40Monoamines or polyamines; Salts thereof

Definitions

  • This invention relates to liquid formulations capable of depositing perfumes on fabric surfaces.
  • the formulation may be used in diluted form and examples of the fabric surfaces are cotton, wool, polyacrylic, polyamide and polyester fibres. These formulations are intended for use in the rinse cycle of a fabric cleaning operation.
  • liquid formulations of the invention will normally be used to provide a fabric softening effect.
  • Perfumes are liquid compositions consisting of a number of organic compounds, capable of appreciation by smell.
  • the compounds are usually derived from natural sources but synthetic materials are also used.
  • Formula intended for the laundering of fabric will normally conta perfume to provide a pleasant after smell on the laundered fabrics.
  • powder and liquid detergent formulations, and rinse cycle formulations contain perfumes.
  • the perfume in a fabric treatment formulation used efficiently because it is a relatively high cost component of any formulation.
  • the perfume will be present in the formulation at a relatively low concentration and dilution will cause the fabric to be in contact with a liquid system containing a very low concentration of the perfume.
  • a liquid formulation for depositing perfumes on fabric surfaces wherein the formulation comprises an aqueous base having: i) a first dispersed phase constituting from about 0.5% to about 50% by weight of the formulation and consisting of particles having an average size of from about 0.1 micron to about 200 microns, preferably 0.1 to 5.0 micron, the particles comprising an intimate mixture of (a) from about 0.5% to about 50% by weight, based on the weight of the particles, of a perfume, and (b) from about
  • R is an alkyl or alkenyl group having from 8 to 22 carbon atoms
  • R 1 is hydrogen or an alkyl or alkenyl group having 1 to 4 carbon atoms
  • R 2 is hydrogen or an alkyl, alkenyl or amino-alkyl group having from 1 to 22 carbon atoms, the matrix containing no added cationic material; and ii) a second dispersed phase constituting from about
  • the aqueous base will contain water as a major constituent. While it is possible for this to be the sole component of the base, the latter will usually include other materials, for example, electrolytes, buffering agents, short chain alcohols, emulsifiers, colouring materials,- bactericides, antioxidants, surface active agents and fluorescers.
  • alkyl groups, alkenyl groups and alkyl portion of the amino-alkyl groups may be linear or branched.
  • the amine is a primary or tertiary compound or a diamine, particularly a diamine of the formula
  • R-NH-(CH 2 ) 3 -NH 2 where R is as defined above.
  • Preferred compounds are methyl dihardened tallow tertiary amine, hardened tallow primary amine, methyl, dicoco-tertiary -amine, coco primary amine and N-alkyl 1:3 propylene diamines, where the alkyl group may be hardened tallow, coconut or C 18 /C 20 mixture.
  • the amines of utility in the invention can be solid, liquid or pasty and will have a solubility in water of not more than about 1% weight/ volume. The amines will be dispersible in the aqueous base liquid.
  • the fabric conditioning agent may be selected from the classes of: dialkyl quaternary ammonium salts e.g. distearyl dimethyl ammonium chloride; amine salt derivatives; amphoteric conrdounds e.g. alkyl sulphobetaines and imidazoline derivatives; agents formed by complexing cationic and anionic species e.g. as described in UK patent specification 2007735.
  • dialkyl quaternary ammonium salts e.g. distearyl dimethyl ammonium chloride
  • amine salt derivatives e.g. alkyl sulphobetaines and imidazoline derivatives
  • agents formed by complexing cationic and anionic species e.g. as described in UK patent specification 2007735.
  • suitable conditioning materials is given in German application 2732985.
  • the perfume may be selected from any perfumes and any mixtures thereof.
  • fabric substantive perfumes suitable for use in the present invention are listed in S irctander, Perfume Flavors and. Chemicals, Volumes I and II, published by the author, Montclair,
  • a method of preparing the liquid formulation of the invention includes the step of forming a liquid mixture of the amine and the perfume and dispersing the mixture in water.
  • the preferred method is to melt the amine and the perfume together and then disperse the mixture in heated water.
  • An aid to dispersion e.g. high speed stirrers, ultrasonic agitators, vibrating reeds and continuous mixers may be used.
  • the melt is solidified in bulk and then dispersed into water at ambient temperature.
  • the rinse liquor was formed by adding 2 mis of formulation to 800 mis of water. The samples, were spun dry for 30 seconds and dried overnight. . The perfume effect was then gauged by an experienced panel and graded, from 0 to 5. The average grade was taken for each formulation.
  • EXAMPLE 1 0.9 g of methyl di-hardened tallow amine was melted and 0.2 g of a perfume added; the amine was maintained as near to its melting point as possible consistent with good mixing. The melt was then added to 50 g water at 70oC and a dispersion formed with the aid of an ultrasonic probe. The average particle size was 0.4 microns. Dimethyl di-hardened tallow ammonium chloride (5 g) was. dispersed in water (50 g) and the. two dispersions mixed. The perfume effect was gauged and compared to a control
  • This control was formed by dispersing 5 g of the above quaternary ammonium salt in water (100 g) and adding 0.2 g of the same perfume.
  • Example 1 was repeated using methyl dicoco amine.
  • EXAMPLE 3 Example 1 was repeated using methyl di ( C 18 /C 20 ) alkyl amine. The long chain alkyl group was formed by a 50:50 molar mixture of C 18 and C 20 alkyl chains.
  • Example 1 was repeated using C 18 /C 20 Primary amine.
  • Example 1 was repeated using di-hardened tallow secondary amine.
  • Example 1 was repeated using di-coconut secondary amine.
  • Example 9 Example 1 was repeated using dimethyl mono hardened tallow tertiary amine.
  • Example 1 was repeated using dimethyl mono-coconut tertiary amine.
  • EXAMPLE 11 was repeated using dimethyl mono-coconut tertiary amine.
  • Example 1 was repeated using dimethyl mono (C 18 /C 20 ) alkyl tertiary amine.
  • Example 1 was repeated using N-hardened tallow
  • Example 1 was repeated using N-coco 1:3 propylene diamine.
  • Example 1 was repeated using N-(C 18 /C 20 ) 1:3 propylene diamine.
  • Example 1 was repeated using a number of perfume/ amine combinations and the results were compared with two controls.
  • Control A was an aqueous dispersion of non-ionic/cationic/perfume particles according to our German Patent Specification No. 2732985 containing the same quantity of perfume (0.2 g), where the non-ionic was tallow alcohol 3EO (0.9 g) and the 'cationic was Arosurf TA 100. (dimethyl distearyl ammonium chloride)(0.05 g).
  • Control B consisted of the same quantity of perfume dispersed in water.
  • Control-B LF 166 - 0.26 0.28 The perfume formulations used were: %LF 1 65
  • Phenyl Ethyl Alcohol 10.0 Oil of Bergamot Synthetic 5.0 Oil of Geranium Bourbon 5.0 Oil of Lavandin 5.0 Trichlor Methyl Phenyl Carbinyl Acetate 2.0 Oil of Patchouli 1.0

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dispersion Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Fats And Perfumes (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Detergent Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)
PCT/GB1979/000190 1978-11-17 1979-11-16 Liquid formulations WO1980001075A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
BR7908914A BR7908914A (pt) 1978-11-17 1979-11-16 Formulacao liquida para depositar perfumes sobre superficies de pano e processo para sua preparacao
DK307680A DK307680A (da) 1978-11-17 1980-07-16 Flydende praeparat

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB7845075 1978-11-17
GB7845075 1978-11-17

Publications (1)

Publication Number Publication Date
WO1980001075A1 true WO1980001075A1 (en) 1980-05-29

Family

ID=10501143

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB1979/000190 WO1980001075A1 (en) 1978-11-17 1979-11-16 Liquid formulations

Country Status (11)

Country Link
EP (1) EP0011499B1 (xx)
JP (1) JPS55500911A (xx)
AT (1) ATE357T1 (xx)
AU (1) AU531802B2 (xx)
CA (1) CA1130058A (xx)
DE (1) DE2961275D1 (xx)
DK (1) DK307680A (xx)
ES (1) ES486066A0 (xx)
PT (1) PT70463A (xx)
WO (1) WO1980001075A1 (xx)
ZA (1) ZA796187B (xx)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PH17005A (en) * 1980-02-07 1984-05-11 Unilever Nv A method of depositing perfume and compositions therefor
PH17340A (en) * 1980-03-11 1984-08-01 Unilever Nv Detergent composition
US4511495A (en) * 1980-05-16 1985-04-16 Lever Brothers Company Tumble dryer products for depositing perfume
US6511948B1 (en) 1998-07-10 2003-01-28 The Procter & Gamble Company Amine reaction compounds comprising one or more active ingredient
EP0971025A1 (en) * 1998-07-10 2000-01-12 The Procter & Gamble Company Amine reaction compounds comprising one or more active ingredient
EP0971024A1 (en) * 1998-07-10 2000-01-12 The Procter & Gamble Company Laundry and cleaning compositions
EP0971026A1 (en) * 1998-07-10 2000-01-12 The Procter & Gamble Company Laundry and cleaning compositions
EP0971027A1 (en) * 1998-07-10 2000-01-12 The Procter & Gamble Company Amine reaction compounds comprising one or more active ingredient
US6790815B1 (en) 1998-07-10 2004-09-14 Procter & Gamble Company Amine reaction compounds comprising one or more active ingredient
US6413920B1 (en) 1998-07-10 2002-07-02 Procter & Gamble Company Amine reaction compounds comprising one or more active ingredient
DE10063428A1 (de) * 2000-12-20 2002-07-11 Henkel Kgaa Dispersionen nanopartikulärer riechstoffhaltiger Kompositmaterialien
US7569529B2 (en) * 2005-09-07 2009-08-04 The Procter & Gamble Company Method of using fabric care compositions to achieve a synergistic odor benefit
DE102009026855A1 (de) * 2009-06-09 2010-12-16 Henkel Ag & Co. Kgaa Duftgebendes Wasch-, Reinigungs- oder Pflegemittel

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3790484A (en) * 1972-01-18 1974-02-05 Blalock E Fragrance-imparting laundering composition
FR2311884A1 (fr) * 1975-05-21 1976-12-17 Procter & Gamble Compositions de conditionnement de tissus
FR2318265A1 (fr) * 1975-07-14 1977-02-11 Procter & Gamble Perles et compositions pour le conditionnement des tissus
DE2732985A1 (de) * 1976-07-26 1978-02-02 Unilever Nv Fluessige textilbehandlungsmittel und verfahren zu ihrer herstellung
FR2369340A1 (fr) * 1976-10-29 1978-05-26 Procter & Gamble Composition parfumee utilisable pour le conditionnement des tissus

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3790484A (en) * 1972-01-18 1974-02-05 Blalock E Fragrance-imparting laundering composition
FR2311884A1 (fr) * 1975-05-21 1976-12-17 Procter & Gamble Compositions de conditionnement de tissus
FR2318265A1 (fr) * 1975-07-14 1977-02-11 Procter & Gamble Perles et compositions pour le conditionnement des tissus
DE2732985A1 (de) * 1976-07-26 1978-02-02 Unilever Nv Fluessige textilbehandlungsmittel und verfahren zu ihrer herstellung
FR2369340A1 (fr) * 1976-10-29 1978-05-26 Procter & Gamble Composition parfumee utilisable pour le conditionnement des tissus

Also Published As

Publication number Publication date
ZA796187B (en) 1981-06-24
ATE357T1 (de) 1981-11-15
AU531802B2 (en) 1983-09-08
EP0011499A1 (en) 1980-05-28
AU5292579A (en) 1980-05-22
PT70463A (en) 1979-12-01
JPS55500911A (xx) 1980-11-06
DE2961275D1 (en) 1982-01-14
ES8100341A1 (es) 1980-11-01
DK307680A (da) 1980-07-16
EP0011499B1 (en) 1981-11-04
ES486066A0 (es) 1980-11-01
CA1130058A (en) 1982-08-24

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