EP0011499A1 - Liquid formulations for depositing perfumes on fabric surfaces - Google Patents
Liquid formulations for depositing perfumes on fabric surfaces Download PDFInfo
- Publication number
- EP0011499A1 EP0011499A1 EP79302599A EP79302599A EP0011499A1 EP 0011499 A1 EP0011499 A1 EP 0011499A1 EP 79302599 A EP79302599 A EP 79302599A EP 79302599 A EP79302599 A EP 79302599A EP 0011499 A1 EP0011499 A1 EP 0011499A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- amine
- liquid formulation
- formulation according
- weight
- particles
- 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.)
- Granted
Links
- 239000002304 perfume Substances 0.000 title claims abstract description 41
- 239000004744 fabric Substances 0.000 title claims abstract description 30
- 239000012669 liquid formulation Substances 0.000 title claims abstract description 26
- 238000000151 deposition Methods 0.000 title claims abstract description 9
- 150000001412 amines Chemical class 0.000 claims abstract description 26
- 239000002245 particle Substances 0.000 claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000007788 liquid Substances 0.000 claims abstract description 11
- 125000002091 cationic group Chemical group 0.000 claims abstract description 10
- 230000003750 conditioning effect Effects 0.000 claims abstract description 9
- 150000003512 tertiary amines Chemical class 0.000 claims abstract description 9
- 150000003141 primary amines Chemical class 0.000 claims abstract description 8
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 7
- 150000004985 diamines Chemical class 0.000 claims abstract description 5
- 239000011872 intimate mixture Substances 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 41
- 238000009472 formulation Methods 0.000 claims description 24
- 239000003760 tallow Substances 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 7
- -1 amine salt Chemical class 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000011159 matrix material Substances 0.000 claims description 5
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical group [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 claims description 4
- 235000013162 Cocos nucifera Nutrition 0.000 claims description 3
- 244000060011 Cocos nucifera Species 0.000 claims description 3
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 3
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 150000002462 imidazolines Chemical class 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 239000004902 Softening Agent Substances 0.000 claims 6
- 239000002979 fabric softener Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 description 4
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000008021 deposition Effects 0.000 description 3
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 244000273256 Phragmites communis Species 0.000 description 1
- 235000014676 Phragmites communis Nutrition 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000006172 buffering agent Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000004900 laundering Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 229940083254 peripheral vasodilators imidazoline derivative Drugs 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
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.
- Formulations intended for the laundering of fabric will normally contain a 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:
- 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-(CH2)3-NH2, 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:
- 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 Arctander, Perfume Flavors and Chemicals, Volumes I and II, published by the author, Montclair, New Jersey, USA and the Merck Index, 8th Edition, Merck & Co. Inc., Rahway, New Jersey, USA.
- Deodorant perfumes such as disclosed in United States specification 4 134 838 may also be used.
- 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 perfume effect was gauged and compared to a control formulation.
- 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 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 hardened tallow primary amine.
- Example 1 was repeated using coconut primary amine.
- 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 1 was repeated using dimethyl mono hardened tallow tertiary amine.
- Example 1 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 1:3 propylene diamine.
- 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 'I 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. 2 732 985 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.
- perfume formulations used were:
Landscapes
- Chemical & Material Sciences (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Fats And Perfumes (AREA)
- Detergent Compositions (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Abstract
Description
- 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.
- The 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. Formulations intended for the laundering of fabric will normally contain a perfume to provide a pleasant after smell on the laundered fabrics. Thus powder and liquid detergent formulations, and rinse cycle formulations contain perfumes.
- It is desirable to have the perfume in a fabric treatment formulation used efficiently because it is a relatively high cost component of any formulation. In use 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.
- The desirability of enhancing the effectiveness of perfumes has been acknowledged in the patent literature. United States Patent Specification No. 4 152 272 (Young) describes a fabric conditioning composition comprising particles of a wax-like carrier and a perfume. British Patent Specification No. 1 544 863 (Schilling et al) describes a fabric conditioning composition for use in an automatic laundry dryer comprising particles of a mixed cationic/non-ionic carrier and a perfume. In German patent application No. 2 732 985 of Unilever Limited a deposition system is described which provides increased deposition of materials providing a perceivable effect, for example perfumes. Amines are disclosed as matrix materials, but a cationic material is required as an essential component of the dispersed phase including the perceivable component.
- We have now discovered that surprising good perfume deposition on fabrics can be achieved without the incorporation of cationic materials in perfume-carrying amine particles. Thus, according to the invention, there is provided 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 50% to about 99.5% by weight, based on the weight of the particles of a matrix comprising at least one water dispersible amine of the formula
R - N R1 R2. where R is an alkyl or alkenyl group having from 8 to 22 carbon atoms, is hydrogen or an alkyl or alkenyl group having 1 to 4 carbon atoms and R2 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 0.5% to about 30% by weight of the formulation and comprising a fabric conditioning agent.
- 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.
- The alkyl groups, alkenyl groups and alkyl portion of the amino-alkyl groups may be linear or branched.
- Preferably the amine is a primary or tertiary compound or a diamine, particularly a diamine of the formula R-NH-(CH2)3-NH2, 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 C18/C20 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 compounds e.g. alkyl sulphobetaines and imidazoline derivatives;
- agents formed by complexing cationic and anionic species, e.g. as described in UK patent specification 2 007 735.
- A list of suitable conditioning materials is given in German application 2 732 985.
- The perfume may be selected from any perfumes and any mixtures thereof. Examples of fabric substantive perfumes suitable for use in the present invention are listed in S Arctander, Perfume Flavors and Chemicals, Volumes I and II, published by the author, Montclair, New Jersey, USA and the Merck Index, 8th Edition, Merck & Co. Inc., Rahway, New Jersey, USA. Deodorant perfumes such as disclosed in United States specification 4 134 838 may also be used.
- 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. In an alternative method the melt -is solidified in bulk and then dispersed into water at ambient temperature.
- Examples of formulations according to the invention will now be given. The benefit achieved by use of the invention is demonstrated using the following test method:
- Three pieces of 20 cm x 20 cm terry towelling (T) or bulked acrylic (BA) were rinsed in a Terg-o-Tometer (a Registered Trade Mark) for 4 minutes at 75 cycles per minute agitation. The rinse liquor was formed by adding 2 mls of formulation to 800 mls 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.
- 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 700C 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 formulation. 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.
- The results of this and the following Examples 2-14 are given in the Table I which quotes the average grading for each formulation and defines the amine used by chain length of the alkyl group and type of amine.
- Example 1 was repeated using methyl dicoco amine.
- Example 1 was repeated using methyl di(C18/C20) alkyl amine. The long chain alkyl group was formed by a 50:50 molar mixture of C18 and C20 alkyl chains.
- Example 1 was repeated using hardened tallow primary amine.
- Example 1 was repeated using coconut primary amine.
- Example 1 was repeated using C18/C20 primary amine.
- Example 1 was repeated using di-hardened tallow secondary amine.
- Example 1 was repeated using di-coconut secondary amine.
- Example 1 was repeated using dimethyl mono hardened tallow tertiary amine.
- Example 1 was repeated using dimethyl mono-coconut tertiary amine.
- Example 1 was repeated using dimethyl mono (C18/C 20) alkyl tertiary amine.
- Example 1 was repeated using N-hardened tallow 1:3 propylene diamine.
- Example 1 was repeated using N-coco 1:3 propylene diamine.
-
- Example 'I 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. 2 732 985 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.
-
-
-
Claims (23)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT79302599T ATE357T1 (en) | 1978-11-17 | 1979-11-16 | LIQUID MEANS FOR APPLYING PERFUMES TO TEXTILE SURFACES. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB7845075 | 1978-11-17 | ||
GB4507578 | 1978-11-17 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0011499A1 true EP0011499A1 (en) | 1980-05-28 |
EP0011499B1 EP0011499B1 (en) | 1981-11-04 |
Family
ID=10501143
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP79302599A Expired EP0011499B1 (en) | 1978-11-17 | 1979-11-16 | Liquid formulations for depositing perfumes on fabric surfaces |
Country Status (11)
Country | Link |
---|---|
EP (1) | EP0011499B1 (en) |
JP (1) | JPS55500911A (en) |
AT (1) | ATE357T1 (en) |
AU (1) | AU531802B2 (en) |
CA (1) | CA1130058A (en) |
DE (1) | DE2961275D1 (en) |
DK (1) | DK307680A (en) |
ES (1) | ES8100341A1 (en) |
PT (1) | PT70463A (en) |
WO (1) | WO1980001075A1 (en) |
ZA (1) | ZA796187B (en) |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0034048A2 (en) * | 1980-02-07 | 1981-08-19 | Unilever Plc | A method of cleaning and depositing perfume on a surface and compositions therefor |
EP0041328A1 (en) * | 1980-05-16 | 1981-12-09 | Unilever Plc | Method of depositing perfume on fabrics and product for use therein |
EP0036720B1 (en) * | 1980-03-11 | 1983-08-17 | Unilever Plc | Detergent composition |
EP0971026A1 (en) * | 1998-07-10 | 2000-01-12 | The Procter & Gamble Company | Laundry and cleaning compositions |
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 |
EP0971027A1 (en) * | 1998-07-10 | 2000-01-12 | The Procter & Gamble Company | Amine reaction compounds comprising one or more active ingredient |
DE10063428A1 (en) * | 2000-12-20 | 2002-07-11 | Henkel Kgaa | Dispersions of nanoparticulate fragrance-containing composite materials |
US6566312B2 (en) | 1998-07-10 | 2003-05-20 | Procter & Gamble Company | Amine reaction compounds comprising one or more active ingredient |
US6699823B2 (en) | 1998-07-10 | 2004-03-02 | 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 |
WO2007029188A2 (en) * | 2005-09-07 | 2007-03-15 | The Procter & Gamble Company | Method of using fabric care compositions to achieve a synergistic odor benefit |
WO2010142480A1 (en) * | 2009-06-09 | 2010-12-16 | Henkel Ag & Co. Kgaa | Odor-imparting detergent, cleaning or care product |
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 (en) * | 1975-05-21 | 1976-12-17 | Procter & Gamble | FABRIC PACKAGING COMPOSITIONS |
FR2318265A1 (en) * | 1975-07-14 | 1977-02-11 | Procter & Gamble | Fabric conditioner for domestic washing machines - contg. nonionic and cationic components and perfume for use with conventional washing agents(BE140177) |
DE2732985A1 (en) * | 1976-07-26 | 1978-02-02 | Unilever Nv | LIQUID TEXTILE TREATMENT AGENTS AND METHOD FOR THE PRODUCTION THEREOF |
FR2369340A1 (en) * | 1976-10-29 | 1978-05-26 | Procter & Gamble | PERFUMED COMPOSITION USABLE FOR PACKAGING FABRICS |
-
1979
- 1979-11-16 ZA ZA00796187A patent/ZA796187B/en unknown
- 1979-11-16 AU AU52925/79A patent/AU531802B2/en not_active Ceased
- 1979-11-16 DE DE7979302599T patent/DE2961275D1/en not_active Expired
- 1979-11-16 JP JP50191979A patent/JPS55500911A/ja active Pending
- 1979-11-16 PT PT70463A patent/PT70463A/en unknown
- 1979-11-16 EP EP79302599A patent/EP0011499B1/en not_active Expired
- 1979-11-16 CA CA340,005A patent/CA1130058A/en not_active Expired
- 1979-11-16 ES ES486066A patent/ES8100341A1/en not_active Expired
- 1979-11-16 WO PCT/GB1979/000190 patent/WO1980001075A1/en unknown
- 1979-11-16 AT AT79302599T patent/ATE357T1/en not_active IP Right Cessation
-
1980
- 1980-07-16 DK DK307680A patent/DK307680A/en not_active Application Discontinuation
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3790484A (en) * | 1972-01-18 | 1974-02-05 | Blalock E | Fragrance-imparting laundering composition |
FR2311884A1 (en) * | 1975-05-21 | 1976-12-17 | Procter & Gamble | FABRIC PACKAGING COMPOSITIONS |
FR2318265A1 (en) * | 1975-07-14 | 1977-02-11 | Procter & Gamble | Fabric conditioner for domestic washing machines - contg. nonionic and cationic components and perfume for use with conventional washing agents(BE140177) |
DE2732985A1 (en) * | 1976-07-26 | 1978-02-02 | Unilever Nv | LIQUID TEXTILE TREATMENT AGENTS AND METHOD FOR THE PRODUCTION THEREOF |
FR2369340A1 (en) * | 1976-10-29 | 1978-05-26 | Procter & Gamble | PERFUMED COMPOSITION USABLE FOR PACKAGING FABRICS |
US4152272A (en) * | 1976-10-29 | 1979-05-01 | The Procter & Gamble Company | Fabric conditioning composition |
Cited By (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0034048A2 (en) * | 1980-02-07 | 1981-08-19 | Unilever Plc | A method of cleaning and depositing perfume on a surface and compositions therefor |
EP0034048A3 (en) * | 1980-02-07 | 1981-12-02 | Unilever Plc | A method of cleaning and depositing perfume on a surface and compositions therefor |
EP0036720B1 (en) * | 1980-03-11 | 1983-08-17 | Unilever Plc | Detergent composition |
EP0041328A1 (en) * | 1980-05-16 | 1981-12-09 | Unilever Plc | Method of depositing perfume on fabrics and product for use therein |
WO2000002981A2 (en) * | 1998-07-10 | 2000-01-20 | The Procter & Gamble Company | Laundry and cleaning compositions |
WO2000002987A3 (en) * | 1998-07-10 | 2001-08-23 | Procter & Gamble | 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 |
EP0971027A1 (en) * | 1998-07-10 | 2000-01-12 | The Procter & Gamble Company | Amine reaction compounds comprising one or more active ingredient |
WO2000002991A1 (en) * | 1998-07-10 | 2000-01-20 | The Procter & Gamble Company | Amine reaction compounds comprising one or more active ingredient |
WO2000002987A2 (en) * | 1998-07-10 | 2000-01-20 | The Procter & Gamble Company | Amine reaction compounds comprising one or more active ingredient |
EP0971026A1 (en) * | 1998-07-10 | 2000-01-12 | The Procter & Gamble Company | Laundry and cleaning compositions |
CN100384974C (en) * | 1998-07-10 | 2008-04-30 | 宝洁公司 | 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 |
EP0971025A1 (en) * | 1998-07-10 | 2000-01-12 | The Procter & Gamble Company | Amine reaction compounds comprising one or more active ingredient |
US6699823B2 (en) | 1998-07-10 | 2004-03-02 | Procter & Gamble Company | Amine reaction compounds comprising one or more active ingredient |
AU755629B2 (en) * | 1998-07-10 | 2002-12-19 | Procter & Gamble Company, The | Laundry and cleaning compositions |
US6566312B2 (en) | 1998-07-10 | 2003-05-20 | Procter & Gamble Company | Amine reaction compounds comprising one or more active ingredient |
WO2000002981A3 (en) * | 1998-10-28 | 2001-08-16 | Procter & Gamble | Laundry and cleaning compositions |
WO2000002982A3 (en) * | 1998-10-28 | 2001-06-14 | Procter & Gamble | Laundry and cleaning compositions |
DE10063428A1 (en) * | 2000-12-20 | 2002-07-11 | Henkel Kgaa | Dispersions of nanoparticulate fragrance-containing composite materials |
WO2007029188A2 (en) * | 2005-09-07 | 2007-03-15 | The Procter & Gamble Company | Method of using fabric care compositions to achieve a synergistic odor benefit |
WO2007029188A3 (en) * | 2005-09-07 | 2007-06-21 | Procter & Gamble | Method of using fabric care compositions to achieve a synergistic odor benefit |
WO2010142480A1 (en) * | 2009-06-09 | 2010-12-16 | Henkel Ag & Co. Kgaa | Odor-imparting detergent, cleaning or care product |
Also Published As
Publication number | Publication date |
---|---|
DK307680A (en) | 1980-07-16 |
ES486066A0 (en) | 1980-11-01 |
JPS55500911A (en) | 1980-11-06 |
EP0011499B1 (en) | 1981-11-04 |
DE2961275D1 (en) | 1982-01-14 |
WO1980001075A1 (en) | 1980-05-29 |
ATE357T1 (en) | 1981-11-15 |
ZA796187B (en) | 1981-06-24 |
CA1130058A (en) | 1982-08-24 |
AU5292579A (en) | 1980-05-22 |
AU531802B2 (en) | 1983-09-08 |
ES8100341A1 (en) | 1980-11-01 |
PT70463A (en) | 1979-12-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0041328B1 (en) | Method of depositing perfume on fabrics and product for use therein | |
US7833961B2 (en) | Fabric enhancing compositions comprising nano-sized particles and anionic detergent carry over tolerance | |
JP2611035B2 (en) | Composition for softening textile products | |
EP0011499B1 (en) | Liquid formulations for depositing perfumes on fabric surfaces | |
CA2094787C (en) | Rinse conditioner | |
JPS61275474A (en) | Fabric treatment composition | |
JP2633242B2 (en) | Fabric treatment composition and fabric treatment method | |
US4326967A (en) | Liquid formulations for depositing perfumes on fabrics | |
EP0051983A1 (en) | A fabric softening composition and a process for preparing it | |
US4931063A (en) | Process for the pretreatment of soiled fabrics | |
EP0157618A2 (en) | Porous substrate with absorbed antistat or softener, used with detergent | |
CA1341483C (en) | Fabric conditioning composition | |
JPH0215664B2 (en) | ||
EP0107479B1 (en) | Fabric conditioning composition | |
US4151097A (en) | Liquid systems | |
CA1322824C (en) | Softening and bleaching detergent compositions containing amide softening agent | |
FI82482B (en) | DISPERGER BARA MJUKGOERINGSMEDEL FOER TYGER. | |
US4891143A (en) | Water insoluble antistatic compositions | |
CA1315635C (en) | Stable liquid detergent compositions | |
EP0168889B1 (en) | Dispersible fabric softeners | |
Ackerman | How to choose cationics for fabric softeners | |
GB1580205A (en) | Liquid systems | |
US6784152B2 (en) | Polyquat anionic scavengers for rinse cycle fabric softeners | |
AU2012301739B2 (en) | Method for increased fragrance release during ironing | |
CA1232819A (en) | Water insoluble antistatic compositions |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Designated state(s): AT BE CH DE FR GB IT NL SE |
|
17P | Request for examination filed | ||
ITF | It: translation for a ep patent filed | ||
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Designated state(s): AT BE CH DE FR GB IT NL SE |
|
REF | Corresponds to: |
Ref document number: 357 Country of ref document: AT Date of ref document: 19811115 Kind code of ref document: T |
|
REF | Corresponds to: |
Ref document number: 2961275 Country of ref document: DE Date of ref document: 19820114 |
|
KL | Correction list |
Free format text: 82/03 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: AT Payment date: 19841115 Year of fee payment: 6 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: CH Payment date: 19841127 Year of fee payment: 6 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 19841129 Year of fee payment: 6 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: NL Payment date: 19841130 Year of fee payment: 6 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 19841228 Year of fee payment: 6 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: SE Payment date: 19841231 Year of fee payment: 6 Ref country code: BE Payment date: 19841231 Year of fee payment: 6 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: AT Effective date: 19851116 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SE Effective date: 19851117 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: CH Effective date: 19851130 Ref country code: BE Effective date: 19851130 |
|
BERE | Be: lapsed |
Owner name: UNILEVER N.V. Effective date: 19851130 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Effective date: 19860601 |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee | ||
NLV4 | Nl: lapsed or anulled due to non-payment of the annual fee | ||
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19860731 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Effective date: 19861001 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Effective date: 19881118 |
|
EUG | Se: european patent has lapsed |
Ref document number: 79302599.0 Effective date: 19860805 |
|
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |