EP0414282A1 - Bleichmittelzusammensetzungen, die in Mikroorganismen eingekapselte Riechstoffe enthalten - Google Patents
Bleichmittelzusammensetzungen, die in Mikroorganismen eingekapselte Riechstoffe enthalten Download PDFInfo
- Publication number
- EP0414282A1 EP0414282A1 EP90201831A EP90201831A EP0414282A1 EP 0414282 A1 EP0414282 A1 EP 0414282A1 EP 90201831 A EP90201831 A EP 90201831A EP 90201831 A EP90201831 A EP 90201831A EP 0414282 A1 EP0414282 A1 EP 0414282A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- perfume
- composition according
- micro
- organism
- sodium
- 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 37
- 239000000203 mixture Substances 0.000 title claims abstract description 29
- 239000007844 bleaching agent Substances 0.000 title claims abstract description 22
- 244000005700 microbiome Species 0.000 title claims abstract description 12
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims abstract description 8
- 235000014680 Saccharomyces cerevisiae Nutrition 0.000 claims abstract description 8
- 241000233866 Fungi Species 0.000 claims abstract description 3
- 239000007788 liquid Substances 0.000 claims description 11
- 239000000460 chlorine Substances 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- -1 peracid salt Chemical class 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 150000004965 peroxy acids Chemical group 0.000 claims 1
- 238000009991 scouring Methods 0.000 abstract description 7
- 239000003599 detergent Substances 0.000 abstract description 6
- 238000004851 dishwashing Methods 0.000 abstract description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 238000004061 bleaching Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000000843 powder Substances 0.000 description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- 230000001590 oxidative effect Effects 0.000 description 5
- 239000002002 slurry Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 239000005708 Sodium hypochlorite Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004115 Sodium Silicate Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 3
- 229910052911 sodium silicate Inorganic materials 0.000 description 3
- YRIZYWQGELRKNT-UHFFFAOYSA-N 1,3,5-trichloro-1,3,5-triazinane-2,4,6-trione Chemical compound ClN1C(=O)N(Cl)C(=O)N(Cl)C1=O YRIZYWQGELRKNT-UHFFFAOYSA-N 0.000 description 2
- QLOKJRIVRGCVIM-UHFFFAOYSA-N 1-[(4-methylsulfanylphenyl)methyl]piperazine Chemical compound C1=CC(SC)=CC=C1CN1CCNCC1 QLOKJRIVRGCVIM-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- BGRWYDHXPHLNKA-UHFFFAOYSA-N Tetraacetylethylenediamine Chemical compound CC(=O)N(C(C)=O)CCN(C(C)=O)C(C)=O BGRWYDHXPHLNKA-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 2
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 2
- 238000007580 dry-mixing Methods 0.000 description 2
- 239000003094 microcapsule Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229960001922 sodium perborate Drugs 0.000 description 2
- 235000019832 sodium triphosphate Nutrition 0.000 description 2
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- GLVYLTSKTCWWJR-UHFFFAOYSA-N 2-carbonoperoxoylbenzoic acid Chemical compound OOC(=O)C1=CC=CC=C1C(O)=O GLVYLTSKTCWWJR-UHFFFAOYSA-N 0.000 description 1
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 1
- 241000228245 Aspergillus niger Species 0.000 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- ZKQDCIXGCQPQNV-UHFFFAOYSA-N Calcium hypochlorite Chemical compound [Ca+2].Cl[O-].Cl[O-] ZKQDCIXGCQPQNV-UHFFFAOYSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N Na2O Inorganic materials [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- PLZVEHJLHYMBBY-UHFFFAOYSA-N Tetradecylamine Chemical compound CCCCCCCCCCCCCCN PLZVEHJLHYMBBY-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- KXEMXOYVVPLGSD-UHFFFAOYSA-N benzene-1,3-dicarboperoxoic acid Chemical compound OOC(=O)C1=CC=CC(C(=O)OO)=C1 KXEMXOYVVPLGSD-UHFFFAOYSA-N 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005354 coacervation Methods 0.000 description 1
- 229910052681 coesite Inorganic materials 0.000 description 1
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- JHUXOSATQXGREM-UHFFFAOYSA-N dodecanediperoxoic acid Chemical compound OOC(=O)CCCCCCCCCCC(=O)OO JHUXOSATQXGREM-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- HWGNBUXHKFFFIH-UHFFFAOYSA-I pentasodium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O HWGNBUXHKFFFIH-UHFFFAOYSA-I 0.000 description 1
- FHHJDRFHHWUPDG-UHFFFAOYSA-N peroxysulfuric acid Chemical compound OOS(O)(=O)=O FHHJDRFHHWUPDG-UHFFFAOYSA-N 0.000 description 1
- IFIDXBCRSWOUSB-UHFFFAOYSA-N potassium;1,3-dichloro-1,3,5-triazinane-2,4,6-trione Chemical compound [K+].ClN1C(=O)NC(=O)N(Cl)C1=O IFIDXBCRSWOUSB-UHFFFAOYSA-N 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229940045872 sodium percarbonate Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- RJSZFSOFYVMDIC-UHFFFAOYSA-N tert-butyl n,n-dimethylcarbamate Chemical compound CN(C)C(=O)OC(C)(C)C RJSZFSOFYVMDIC-UHFFFAOYSA-N 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical class [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
- 239000004711 α-olefin Substances 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
- C11D3/395—Bleaching agents
-
- 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
- C11D3/39—Organic or inorganic per-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
- C11D3/50—Perfumes
-
- 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 invention relates to perfumed bleach compositions wherein the perfume is present in encapsulated form. More particularly the invention relates to perfumed bleach compositions wherein the perfume is encapsulated in micro-organism cells.
- Bleaching compositions such as bleach containing detergents, scouring products and the like are characterized by their strong oxidizing properties. The consumer nevertheless expects such products to have a pleasing odour and this has presented producers with the problem of finding perfumes which are able to withstand the oxidizing environment. This problem has heretofore been solved by carefully selecting sufficiently stable perfume components, such as described in US 4,719,042 and JP-B-54/025514. However, this severely restricts the perfumer in his choice of components for his perfume. Thus there is a need for perfumed bleach compositions wherein the perfume is protected from deterioration by the oxidizing environment and yet is liberated when the product is used by the consumer. Since bleaching compositions may be either solids or aqueous liquids, the protective medium should not liberate the perfume simply by dissolution in water.
- Bleach containing abrasive cleaning compositions comprising perfumes encapsulated in partially hardened gelatine are known from GB 1,367,622.
- Bleach containing laundry detergent compositions comprising perfumes in water-insoluble microcapsules are described in US 4,145,184.
- the preparation of such micro-capsules involves laborious procedures, especially coacervation encapsulation and is therefore not completely satisfactory.
- Perfumed bleach compositions wherein the perfume is protected from the oxidizing environment comprising a bleaching agent and a perfume encapsulated in cells of micro-organisms.
- the micro-organism cells are chosen such that they remain intact in the oxidative medium but are disintegrated and release their contents when the consumer uses the product.
- cells are chosen which disintegrate due to the high temperature and the mixing action of the washing cycle.
- cells are chosen which disintegrate due to the scouring action.
- Preferred cells are those of yeasts, more particularly the genus Saccharomyces cerevisiae and of filamentous fungi such as Aspergillus niger.
- Perfumes may be encapsulated in micro-organism cells according to methods known in the art such as described in US 4,001,480 and in EP 242,135.
- treated micro-organism cells may contain up to 75% perfume and preferably should contain at least 15%, calculated on the total weight of the perfume containing cells.
- the amount of perfume containing cells (perfume encapsulate) to be added to a particular bleaching product depends on the perfume load in the cells and the amount of perfume one desires to add to the product.
- the perfume content of bleaching products usually lies in the range of 0.01 - 5% by weight, most commonly between 0.1 and 1% for laundry products and 0.01 and 1% for bleaching powders and liquids.
- Bleaching products according to the invention generally contain oxidising agents commonly used in cleaning and detergent products.
- oxidising agents include: - active chlorine generating systems e.g. sodium or calcium hypochlorite, sodium or potassium dichloroisocyanurate, trichlorocyanuric acid and chlorinated trisodium phosphate, commonly used in bleaching liquids and powders at levels of up to 10% available chlorine; - hydrogen peroxide generating systems e.g. sodium percarbonate or perborate and their various hydrated forms (with or without precursors such as TAED) commonly used in laundry products at levels of up to 50% w/w; - Peracid systems e.g.
- Perfumed bleach compositions according to this invention include: laundry powders and liquids, powdered and liquid bleaches, dishwashing powders and liquids and scouring products. Such products conventionally contain some surface active agent. Thus, laundry products may contain anionic, non-ionic, ampholytic, zwitterionic or cationic surfactants or mixtures thereof at levels of between 5 and 50% w/w.
- Liquid bleaches may contain amine oxides, alkylphenoxybenzene disulphonates and/or linear alkylbenzene sulphonates at levels of between 0.05 and 5% w/w.
- Dishwashing powders may contain ethoxylated alcohols at levels of between 0.1 and 5% w/w.
- Dishwashing liquids may contain amine oxides, nonionics, alkylether sulphates, alkane sulphonates and alkylbenzene sulphonates at levels of between 0.1 and 50% w/w.
- Bleach containing scouring powders may contain linear alkylbenzene sulphonates at levels of between 0.1 and 50% w/w.
- the bleach compositions may be prepared according to procedures usual in the art and the encapsulated perfume added at any suitable stage. If at some stage during the preparation of the bleach composition the application of heat or vigorous mixing is involved, the encapsulated perfume is preferably added after that stage.
- Dried baker's yeast (10g "Fermipan” ex Gist Brocades), water (40g) and a perfume (10g) were mixed together in a flask and maintained at a temperature of 40°C for 4 hours whilst stirring at 250 rpm using a magnetic stirrer. The mixture was then centrifuged at 2000 rpm for 20 minutes. The bottom layer was obtained by decantation, and washed with a small quantity of distilled water in a Buchner funnel. Excess water was removed by suction and a thick slurry was obtained which was suitable for addition to aqueous liquid bleach compositions. The slurry could be dried by prolonged suction (1 hour) followed by drying in a vacuum desiccator. The perfume content of the dried encapsulate (quantified by extraction of a sample with methanol followed by gc analysis) was found to be about 46% by weight.
- the washed slurry was pumped to a spray-drier (Lab-Plant SD-03, downward spray nozzle 0.5 mm), where it was spray dried at an inlet temperature of 175 -180°C and an outlet temperature of 100-110°C.
- the perfume content of the dried encapsulate (quantified as specified above) was found to be about 42% by weight.
- Perfume encapsulates prepared according to this procedure were used to prepare solid perfumed bleaching compositions.
- a perfumed thickened bleach was prepared according to the following formula: % by weight Sodium hypochlorite solution 1 55.00 Empigen OB 2 5.00 Potassium chromate 0.02 Elfan OS 46 3 1.0 Sodium hydroxide 0.7 Perfume encapsulate slurry according to EXAMPLE 1 0.3 Water 37.98 1 containing 15% available chlorine and 0.6% sodium hydroxide 2 Lauryl.myristyl amine oxide, 30% active 3 Sodium alpha-olefin sulphonate detergent, 38% active The Elfan OS 46 and half of the water were mixed. The sodium hydroxide was dissolved in the remaining water and the Empigen OB was added, followed by the sodium hypochlorite solution. Thereafter the potassium chromate was added and the mixture was stirred well. Then the Elfan OS 46 solution was added with stirring, followed by the perfume encapsulate.
- a bleach containing scouring powder was prepared according to the following formula, by dry mixing of the components: % by weight Sodium carbonate 1.0 Calcite 97.6 Trichlorocyanuric acid 1.0 Dobanol 25-7 0.2 Perfume encapsulate according to EXAMPLE 1 0.2
- the sodium carbonate was dissolved in the water and the sodium silicate and the sodium hypochlorite solutions were added. Then the Thermophos NW was added whilst stirring vigorously. The Gellwhite was added next with stirring and finally the mixture of Aromox and perfume encapsulate was added with gentle stirring.
- a laundry powder was prepared according to the following formula, by dry mixing of the components: % by weight Sodium tripolyphosphate 35.0 Sodium silicate 5.3 Sodium sulphate 35.0 Sodium dodecylbenzene sulphonate 7.0 C12-C15 alcohol (7 EO) ethoxylate 3.0 Sodium perborate 6.3 TAED 5.7 CMC, enzymes, fluorescer 2.4 Perfume encapsulate according to EXAMPLE 1 0.3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Inorganic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Detergent Compositions (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB898917626A GB8917626D0 (en) | 1989-08-02 | 1989-08-02 | Perfumed bleach compositions |
| GB8917626 | 1989-08-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0414282A1 true EP0414282A1 (de) | 1991-02-27 |
| EP0414282B1 EP0414282B1 (de) | 1995-09-20 |
Family
ID=10661024
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP90201831A Expired - Lifetime EP0414282B1 (de) | 1989-08-02 | 1990-07-09 | Bleichmittelzusammensetzungen, die in Mikroorganismen eingekapselte Riechstoffe enthalten |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0414282B1 (de) |
| JP (1) | JPH0662997B2 (de) |
| AT (1) | ATE128179T1 (de) |
| DE (1) | DE69022512T2 (de) |
| GB (1) | GB8917626D0 (de) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0622453A1 (de) * | 1993-04-26 | 1994-11-02 | Setric International S.A. | Verfahren zum Partikelschutz eines brennbaren Produktes gegen die Wirkung eines beigemischten chlorierten Produktes |
| EP0711335A1 (de) * | 1993-07-23 | 1996-05-15 | The Procter & Gamble Company | Verdickte wässerige flüssiwaschmittelzusammensetzungen mit erhölter reinigungsleistung enthaltend kurzkettige tenside |
| WO2000032735A1 (de) * | 1998-12-01 | 2000-06-08 | Henkel Kommanditgesellschaft Auf Aktien | Aktivchlorhaltige zubereitungen mit stabilisierten duftstoffen |
| WO2000032730A1 (de) * | 1998-12-01 | 2000-06-08 | Henkel Kommanditgesellschaft Auf Aktien | Peroxidhaltige zubereitungen mit stabilisierten duftstoffen |
| DE19918267A1 (de) * | 1999-04-22 | 2000-10-26 | Henkel Kgaa | Handgeschirrspülmittel mit Mikrokapseln |
| WO2004045588A1 (en) * | 2002-11-16 | 2004-06-03 | Micap Plc | Palatable micro-capsules |
| US7544651B2 (en) * | 2000-05-11 | 2009-06-09 | The Procter & Gamble Company | Laundry system having unitized dosing |
| US9439416B2 (en) | 2005-11-30 | 2016-09-13 | Eden Research Plc | Compositions and methods comprising terpenes or terpene mixtures selected from thymol, eugenol, geraniol, citral, and l-carvone |
| US9655360B2 (en) | 2004-01-23 | 2017-05-23 | Eden Research Plc | Nematicidal compositions and methods of using them |
| US10383329B2 (en) | 2012-11-21 | 2019-08-20 | Eden Research Plc | Preservatives |
| US10638750B2 (en) | 2004-05-20 | 2020-05-05 | Eden Research Plc | Compositions containing a hollow glucan particle or a cell wall particle encapsulating a terpene component, methods of making and using them |
| US10667512B2 (en) | 2005-11-30 | 2020-06-02 | Eden Research Plc | Terpene-containing compositions and methods of making and using them |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2117094A5 (de) * | 1970-11-10 | 1972-07-21 | Unilever Nv | |
| GB2162147A (en) * | 1984-07-26 | 1986-01-29 | Dunlop Ltd | Encapsulation and encapsulated products |
| EP0214789A2 (de) * | 1985-08-21 | 1987-03-18 | The Clorox Company | Trockenes Bleichmittel auf Basis von Persäure |
| EP0242135A2 (de) * | 1986-04-12 | 1987-10-21 | Ad2 Limited | Mikrobiologische Verkapselung |
-
1989
- 1989-08-02 GB GB898917626A patent/GB8917626D0/en active Pending
-
1990
- 1990-07-09 AT AT90201831T patent/ATE128179T1/de active
- 1990-07-09 EP EP90201831A patent/EP0414282B1/de not_active Expired - Lifetime
- 1990-07-09 DE DE69022512T patent/DE69022512T2/de not_active Expired - Fee Related
- 1990-07-27 JP JP2198114A patent/JPH0662997B2/ja not_active Expired - Lifetime
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2117094A5 (de) * | 1970-11-10 | 1972-07-21 | Unilever Nv | |
| GB2162147A (en) * | 1984-07-26 | 1986-01-29 | Dunlop Ltd | Encapsulation and encapsulated products |
| EP0214789A2 (de) * | 1985-08-21 | 1987-03-18 | The Clorox Company | Trockenes Bleichmittel auf Basis von Persäure |
| EP0242135A2 (de) * | 1986-04-12 | 1987-10-21 | Ad2 Limited | Mikrobiologische Verkapselung |
Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0622453A1 (de) * | 1993-04-26 | 1994-11-02 | Setric International S.A. | Verfahren zum Partikelschutz eines brennbaren Produktes gegen die Wirkung eines beigemischten chlorierten Produktes |
| EP0711335A1 (de) * | 1993-07-23 | 1996-05-15 | The Procter & Gamble Company | Verdickte wässerige flüssiwaschmittelzusammensetzungen mit erhölter reinigungsleistung enthaltend kurzkettige tenside |
| EP0711335A4 (de) * | 1993-07-23 | 1997-07-09 | Procter & Gamble | Verdickte wässerige flüssiwaschmittelzusammensetzungen mit erhölter reinigungsleistung enthaltend kurzkettige tenside |
| WO2000032735A1 (de) * | 1998-12-01 | 2000-06-08 | Henkel Kommanditgesellschaft Auf Aktien | Aktivchlorhaltige zubereitungen mit stabilisierten duftstoffen |
| WO2000032730A1 (de) * | 1998-12-01 | 2000-06-08 | Henkel Kommanditgesellschaft Auf Aktien | Peroxidhaltige zubereitungen mit stabilisierten duftstoffen |
| DE19855347C1 (de) * | 1998-12-01 | 2000-09-21 | Henkel Kgaa | Aktivchlorhaltige Zubereitungen mit stabilisierten Duftstoffen |
| DE19918267A1 (de) * | 1999-04-22 | 2000-10-26 | Henkel Kgaa | Handgeschirrspülmittel mit Mikrokapseln |
| US7544651B2 (en) * | 2000-05-11 | 2009-06-09 | The Procter & Gamble Company | Laundry system having unitized dosing |
| WO2004045588A1 (en) * | 2002-11-16 | 2004-06-03 | Micap Plc | Palatable micro-capsules |
| US9655360B2 (en) | 2004-01-23 | 2017-05-23 | Eden Research Plc | Nematicidal compositions and methods of using them |
| US10004229B2 (en) | 2004-01-23 | 2018-06-26 | Eden Research Plc | Nematicidal compositions and methods of using them |
| US10729130B2 (en) | 2004-01-23 | 2020-08-04 | Eden Research Plc | Nematicidal compositions and methods of using them |
| US10638750B2 (en) | 2004-05-20 | 2020-05-05 | Eden Research Plc | Compositions containing a hollow glucan particle or a cell wall particle encapsulating a terpene component, methods of making and using them |
| US9439416B2 (en) | 2005-11-30 | 2016-09-13 | Eden Research Plc | Compositions and methods comprising terpenes or terpene mixtures selected from thymol, eugenol, geraniol, citral, and l-carvone |
| US10258033B2 (en) | 2005-11-30 | 2019-04-16 | Eden Research Plc | Compositions and methods comprising terpenes or terpene mixtures selected from thymol, eugenol, geraniol, citral and L-carvone |
| US10667512B2 (en) | 2005-11-30 | 2020-06-02 | Eden Research Plc | Terpene-containing compositions and methods of making and using them |
| US10383329B2 (en) | 2012-11-21 | 2019-08-20 | Eden Research Plc | Preservatives |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH03220299A (ja) | 1991-09-27 |
| DE69022512T2 (de) | 1996-02-01 |
| ATE128179T1 (de) | 1995-10-15 |
| DE69022512D1 (de) | 1995-10-26 |
| GB8917626D0 (en) | 1989-09-20 |
| JPH0662997B2 (ja) | 1994-08-17 |
| EP0414282B1 (de) | 1995-09-20 |
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