WO1980001075A1 - Liquid formulations - Google Patents
Liquid formulations Download PDFInfo
- 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
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
- C11D3/50—Perfumes
- C11D3/502—Protected perfumes
- C11D3/505—Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
-
- 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
- C11D1/40—Monoamines 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)
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)
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)
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 |
-
1979
- 1979-11-16 JP JP50191979A patent/JPS55500911A/ja active Pending
- 1979-11-16 PT PT70463A patent/PT70463A/pt unknown
- 1979-11-16 EP EP79302599A patent/EP0011499B1/en not_active Expired
- 1979-11-16 ES ES486066A patent/ES486066A0/es active Granted
- 1979-11-16 CA CA340,005A patent/CA1130058A/en not_active Expired
- 1979-11-16 AT AT79302599T patent/ATE357T1/de not_active IP Right Cessation
- 1979-11-16 DE DE7979302599T patent/DE2961275D1/de not_active Expired
- 1979-11-16 WO PCT/GB1979/000190 patent/WO1980001075A1/en unknown
- 1979-11-16 AU AU52925/79A patent/AU531802B2/en not_active Ceased
- 1979-11-16 ZA ZA00796187A patent/ZA796187B/xx unknown
-
1980
- 1980-07-16 DK DK307680A patent/DK307680A/da not_active Application Discontinuation
Patent Citations (5)
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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Legal Events
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AK | Designated states |
Designated state(s): BR DK JP US |