EP0011499B1 - Liquid formulations for depositing perfumes on fabric surfaces - Google Patents
Liquid formulations for depositing perfumes on fabric surfaces Download PDFInfo
- Publication number
- EP0011499B1 EP0011499B1 EP79302599A EP79302599A EP0011499B1 EP 0011499 B1 EP0011499 B1 EP 0011499B1 EP 79302599 A EP79302599 A EP 79302599A EP 79302599 A EP79302599 A EP 79302599A EP 0011499 B1 EP0011499 B1 EP 0011499B1
- 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.)
- Expired
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 27
- 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
- 150000003512 tertiary amines Chemical class 0.000 claims abstract description 10
- 230000003750 conditioning effect Effects 0.000 claims abstract description 9
- 150000003141 primary amines Chemical class 0.000 claims abstract description 9
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 7
- 150000004985 diamines Chemical class 0.000 claims abstract description 6
- 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 16
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 239000000463 material Substances 0.000 claims description 9
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
- -1 amine salt Chemical class 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 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
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 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
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 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
- 150000003863 ammonium salts Chemical group 0.000 claims 1
- 239000002979 fabric softener Substances 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 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
- 150000003242 quaternary ammonium salts Chemical class 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
- 244000273256 Phragmites communis Species 0.000 description 1
- 235000014676 Phragmites communis Nutrition 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004743 Polypropylene 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
- 229920001155 polypropylene 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.
- the 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, a lC 2o 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 melt is solidified in bulk and then dispersed into water at ambient temperature.
- 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 '8 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
- 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. 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)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Detergent Compositions (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT79302599T ATE357T1 (de) | 1978-11-17 | 1979-11-16 | Fluessige mittel zum auftragen von parfuems auf textiloberflaechen. |
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 EP0011499A1 (en) | 1980-05-28 |
EP0011499B1 true 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)
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7012047B2 (en) | 1998-07-10 | 2006-03-14 | Procter & Gamble Company | Amine reaction compounds comprising one or more active ingredient |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4394127A (en) * | 1980-02-07 | 1983-07-19 | Lever Brothers Company | 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 |
EP0971027A1 (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 |
US6790815B1 (en) | 1998-07-10 | 2004-09-14 | 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 |
EP0971025A1 (en) * | 1998-07-10 | 2000-01-12 | The 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 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3790484A (en) * | 1972-01-18 | 1974-02-05 | Blalock E | Fragrance-imparting laundering composition |
US4045361A (en) * | 1975-05-21 | 1977-08-30 | The Procter & Gamble Company | Fabric conditioning compositions |
DE2631129A1 (de) * | 1975-07-14 | 1977-02-03 | Procter & Gamble | Verfahren zum konditionieren von geweben und mittel zur durchfuehrung des verfahrens |
GB1580205A (en) * | 1976-07-26 | 1980-11-26 | Unilever Ltd | Liquid systems |
GB1587122A (en) * | 1976-10-29 | 1981-04-01 | Procter & Gamble Ltd | Fabric conditioning compositions |
-
1979
- 1979-11-16 CA CA340,005A patent/CA1130058A/en not_active Expired
- 1979-11-16 PT PT70463A patent/PT70463A/pt unknown
- 1979-11-16 ZA ZA00796187A patent/ZA796187B/xx unknown
- 1979-11-16 AU AU52925/79A patent/AU531802B2/en not_active Ceased
- 1979-11-16 AT AT79302599T patent/ATE357T1/de not_active IP Right Cessation
- 1979-11-16 JP JP50191979A patent/JPS55500911A/ja active Pending
- 1979-11-16 ES ES486066A patent/ES8100341A1/es not_active Expired
- 1979-11-16 EP EP79302599A patent/EP0011499B1/en not_active Expired
- 1979-11-16 DE DE7979302599T patent/DE2961275D1/de not_active Expired
- 1979-11-16 WO PCT/GB1979/000190 patent/WO1980001075A1/en unknown
-
1980
- 1980-07-16 DK DK307680A patent/DK307680A/da not_active Application Discontinuation
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7012047B2 (en) | 1998-07-10 | 2006-03-14 | Procter & Gamble Company | Amine reaction compounds comprising one or more active ingredient |
Also Published As
Publication number | Publication date |
---|---|
AU5292579A (en) | 1980-05-22 |
ATE357T1 (de) | 1981-11-15 |
ZA796187B (en) | 1981-06-24 |
JPS55500911A (enrdf_load_stackoverflow) | 1980-11-06 |
DE2961275D1 (en) | 1982-01-14 |
AU531802B2 (en) | 1983-09-08 |
DK307680A (da) | 1980-07-16 |
ES486066A0 (es) | 1980-11-01 |
EP0011499A1 (en) | 1980-05-28 |
PT70463A (en) | 1979-12-01 |
WO1980001075A1 (en) | 1980-05-29 |
ES8100341A1 (es) | 1980-11-01 |
CA1130058A (en) | 1982-08-24 |
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