EP1684598A2 - Einen fliessfähigen wirkstoff enthaltende ölige zusammensetzung - Google Patents
Einen fliessfähigen wirkstoff enthaltende ölige zusammensetzungInfo
- Publication number
- EP1684598A2 EP1684598A2 EP04818406A EP04818406A EP1684598A2 EP 1684598 A2 EP1684598 A2 EP 1684598A2 EP 04818406 A EP04818406 A EP 04818406A EP 04818406 A EP04818406 A EP 04818406A EP 1684598 A2 EP1684598 A2 EP 1684598A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- premix
- oil
- active ingredient
- weight
- 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.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 66
- 239000004480 active ingredient Substances 0.000 title claims abstract description 25
- 230000009969 flowable effect Effects 0.000 title claims abstract description 5
- 238000002360 preparation method Methods 0.000 claims abstract description 7
- 239000000654 additive Substances 0.000 claims abstract description 6
- 230000000996 additive effect Effects 0.000 claims abstract description 5
- 235000013305 food Nutrition 0.000 claims abstract description 5
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 56
- 239000011668 ascorbic acid Substances 0.000 claims description 28
- 235000010323 ascorbic acid Nutrition 0.000 claims description 28
- 229960005070 ascorbic acid Drugs 0.000 claims description 28
- 239000007765 cera alba Substances 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 10
- 229920001213 Polysorbate 20 Polymers 0.000 claims description 6
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 claims description 6
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 claims description 6
- 229940068977 polysorbate 20 Drugs 0.000 claims description 6
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 claims description 4
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 4
- 229920000053 polysorbate 80 Polymers 0.000 claims description 4
- 229940068968 polysorbate 80 Drugs 0.000 claims description 4
- 239000002537 cosmetic Substances 0.000 claims description 3
- 239000003995 emulsifying agent Substances 0.000 claims description 3
- 235000015173 baked goods and baking mixes Nutrition 0.000 claims description 2
- 235000013332 fish product Nutrition 0.000 claims description 2
- 239000003921 oil Substances 0.000 description 35
- 235000019198 oils Nutrition 0.000 description 35
- 239000001993 wax Substances 0.000 description 9
- 239000003925 fat Substances 0.000 description 8
- 235000019197 fats Nutrition 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 239000013543 active substance Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 150000000996 L-ascorbic acids Chemical class 0.000 description 2
- 239000004166 Lanolin Substances 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 0.000 description 2
- 235000019485 Safflower oil Nutrition 0.000 description 2
- 235000019486 Sunflower oil Nutrition 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000013871 bee wax Nutrition 0.000 description 2
- 239000012166 beeswax Substances 0.000 description 2
- 239000004203 carnauba wax Substances 0.000 description 2
- 235000013869 carnauba wax Nutrition 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 235000021323 fish oil Nutrition 0.000 description 2
- 235000019388 lanolin Nutrition 0.000 description 2
- 229940057917 medium chain triglycerides Drugs 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 235000005713 safflower oil Nutrition 0.000 description 2
- 239000003813 safflower oil Substances 0.000 description 2
- 239000002600 sunflower oil Substances 0.000 description 2
- REZQBEBOWJAQKS-UHFFFAOYSA-N triacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO REZQBEBOWJAQKS-UHFFFAOYSA-N 0.000 description 2
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- AGBQKNBQESQNJD-SSDOTTSWSA-N (R)-lipoic acid Chemical compound OC(=O)CCCC[C@@H]1CCSS1 AGBQKNBQESQNJD-SSDOTTSWSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 1
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 description 1
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 description 1
- 206010063493 Premature ageing Diseases 0.000 description 1
- 208000032038 Premature aging Diseases 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- 229930003268 Vitamin C Natural products 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- AGBQKNBQESQNJD-UHFFFAOYSA-N alpha-Lipoic acid Natural products OC(=O)CCCCC1CCSS1 AGBQKNBQESQNJD-UHFFFAOYSA-N 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 235000010385 ascorbyl palmitate Nutrition 0.000 description 1
- 239000004204 candelilla wax Substances 0.000 description 1
- 235000013868 candelilla wax Nutrition 0.000 description 1
- 229940073532 candelilla wax Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- IUJAMGNYPWYUPM-UHFFFAOYSA-N hentriacontane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC IUJAMGNYPWYUPM-UHFFFAOYSA-N 0.000 description 1
- 235000019136 lipoic acid Nutrition 0.000 description 1
- VYQNWZOUAUKGHI-UHFFFAOYSA-N monobenzone Chemical compound C1=CC(O)=CC=C1OCC1=CC=CC=C1 VYQNWZOUAUKGHI-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229960002663 thioctic acid Drugs 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
- A23B2/00—Preservation of foods or foodstuffs, in general
- A23B2/70—Preservation of foods or foodstuffs, in general by treatment with chemicals
- A23B2/725—Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of liquids or solids
- A23B2/729—Organic compounds; Microorganisms; Enzymes
-
- A—HUMAN NECESSITIES
- A21—BAKING; EDIBLE DOUGHS
- A21D—TREATMENT OF FLOUR OR DOUGH FOR BAKING, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS
- A21D2/00—Treatment of flour or dough by adding materials thereto before or during baking
- A21D2/08—Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
-
- A—HUMAN NECESSITIES
- A21—BAKING; EDIBLE DOUGHS
- A21D—TREATMENT OF FLOUR OR DOUGH FOR BAKING, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS
- A21D2/00—Treatment of flour or dough by adding materials thereto before or during baking
- A21D2/08—Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
- A21D2/14—Organic oxygen compounds
- A21D2/16—Fatty acid esters
-
- A—HUMAN NECESSITIES
- A21—BAKING; EDIBLE DOUGHS
- A21D—TREATMENT OF FLOUR OR DOUGH FOR BAKING, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS
- A21D2/00—Treatment of flour or dough by adding materials thereto before or during baking
- A21D2/08—Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
- A21D2/14—Organic oxygen compounds
- A21D2/22—Ascorbic acid
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
- A23B2/00—Preservation of foods or foodstuffs, in general
- A23B2/70—Preservation of foods or foodstuffs, in general by treatment with chemicals
- A23B2/725—Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of liquids or solids
- A23B2/729—Organic compounds; Microorganisms; Enzymes
- A23B2/771—Organic compounds containing hetero rings
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
- A23B4/00—Preservation of meat, sausages, fish or fish products
- A23B4/12—Preserving with acids; Acid fermentation
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
- A23B4/00—Preservation of meat, sausages, fish or fish products
- A23B4/14—Preserving with chemicals not covered by groups A23B4/02 or A23B4/12
- A23B4/18—Preserving with chemicals not covered by groups A23B4/02 or A23B4/12 in the form of liquids or solids
- A23B4/20—Organic compounds; Microorganisms; Enzymes
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
- A23D9/007—Other edible oils or fats, e.g. shortenings or cooking oils characterised by ingredients other than fatty acid triglycerides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0021—Preserving by using additives, e.g. anti-oxidants containing oxygen
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Definitions
- the invention relates to an oily composition containing, in particular, an antioxidative, flowable active substance, primarily for the preparation of foods, and to a method for producing the composition.
- the composition is added to an oil, which in turn is used to prepare food or ointments and other cosmetics.
- Light oil such as rapeseed oil, sunflower oil, safflower oil or a medium-chain triglyceride such as miglyol can be considered as an oil.
- these oils are admixed with active ingredients which are soluble in the oil, in particular antioxidants such as, for example, EP 13 38 271 with an emulsifier (HLB value between about 9 and 18) and solubilized ascorbic acid.
- Micellated ⁇ -lipoic acid according to DE 101 08 614 A1 can be considered as a further active ingredient.
- the absorption capacity of the oil on the added active ingredient is limited and not sufficient for many applications.
- oil For miglyol, for example, you cannot get past a concentration of pure ascorbic acid in the oil of around 1,200 ppm. If the oil is to be used as an additive (compound) for dough pieces, it is desirable to have a higher concentration of the active ingredient, such as ascorbic acid, in the oil.
- the invention is therefore based on the object of increasing the active substance content in an oil suitable for food preparations or the like
- the viscosity of the composition mentioned above lies between the viscosity of the oil and the viscosity of the active ingredient. This makes it possible to significantly increase the active substance content in the oil.
- the active ingredient is first mixed into the composition with a premix such that the composition has a viscosity which is between the viscosity of the active ingredient and that of the oil; then the composition is added to the oil.
- the invention has the advantage that a significantly higher proportion of the active ingredient can be introduced into the oil than when the active ingredient is added directly to the oil. If the Active ingredient is the ascorbic acid solubilizate mentioned, the proportion of pure ascorbic acid in the oil can be increased to about ten times with the invention.
- fats are suitable as oils, such as fats rich in oil and / or linoleic acid, fish oil or medium-chain triglycerides.
- oils such as fats rich in oil and / or linoleic acid, fish oil or medium-chain triglycerides.
- waxes that consist of fat-like compounds, higher fatty acids and monohydric higher paraffin alcohols (Myricil, Cetyl, Deryl, Melissyl alcohol), such as wool fat (E 913), beeswax or vegetable wax (Carnauba wax, Candelilla wax, sugar cane wax or also
- wool wax and wool fat, artificial waxes or synthetically produced waxes only show the desired viscosity-balancing effect between the solubilisate and the oil at higher concentrations.
- the addition of one of the waxes mentioned to the fat of the premix is generally only few G percent by weight of the premix. For a better dissolution of the wax in the fat, it may be advisable to prepare the premix in mild heat, for example from 40 ° C to about 60 ° C.
- the active substance is added to the oil in the form of a composition which consists of one part of active substance and a multiple of the part of the premix. In the case of the micellized ascorbic acid mentioned, the composition expediently consists of one part of ascorbic acid solubilizate and approximately 9 parts of premix.
- the process according to the invention for producing the composition provides that the active ingredient is stirred with an oily premix which is adjusted so that the viscosity of the composition lies between the viscosity of the active ingredient and the viscosity of the oil.
- the production of the oil according to the invention can be carried out, for example, as follows:
- the viscosity of the individual mixtures at RT (20 ° C.) is measured as the run-out time in seconds in accordance with DIN 53211 using a FORD cup which has a 3 mm outlet nozzle.
- the run-out time of the Miglyol 812 used in the two examples below is 31.5 seconds.
- a premix B 1 which consists of cera alba (CA) and a light, in particular vegetable fat, such as sunflower oil, rapeseed oil or safflower oil, or alternatively of neutral oil (Miglyol 812).
- CA cera alba
- a light, in particular vegetable fat such as sunflower oil, rapeseed oil or safflower oil, or alternatively of neutral oil (Miglyol 812).
- about 97.8% by weight (based on 100% by weight of the premix) of the fat with 2.2% by weight of CA are mixed with one another and heated to about 40 ° to about 60 ° C. and stirred until the cera alba platelets are completely in loosened the fat.
- the mixture is slowly cooled to room temperature with constant stirring.
- the run-time of this premix is 146.5 seconds.
- an ascorbic acid solubilizate A 1 is produced separately, which consists of ascorbic acid, water and polysorbate 20.
- ascorbic acid in 10% by weight (based on 100% by weight of solubilisate) of distilled water is dissolved in the heat (40 ° C. to 60 ° C.) and 10% by weight of Miglyol 812 is added with stirring at the temperature specified.
- 70% by weight of heated polysorbate 20 are introduced and the mixture is stirred until it is clear and homogeneous.
- the expiry time of this ascorbic acid solubilizate is 867.0 seconds.
- the premix B 1 mentioned in Example 1 contains an addition of a glyceride, for example Lamegin DWP 2000 (Cognis), which is a mono- and
- the expiration time of the composition is 85.0 seconds.
- composition About 5% by weight of solubilizate A 3 is mixed with about 95% by weight of premix B 3 until the composition is homogeneous. The composition then again contains about 1% by weight of pure ascorbic acid. Flow time: 179.5 seconds.
- the viscosity of the respective composition lies between the viscosity of the solubilizate and that of the oil to be mixed with the composition. It should be taken into account that the run-down time of A 3 cannot be determined using the method used here because of the viscosity of A 3 at RT, but can be assumed to be at least as long as that of A 1.
- the invention described with reference to the preceding examples has the further advantage that the sediment-free addition of the oil with the composition according to the invention can be carried out at RT.
- the invention is not limited to the specific figures and the starting materials mentioned. If it can be tolerated that the addition of the composition to the oil can also be carried out under mild heat (about 30 ° C. to about 60 ° C.), other premixes, solubilisates and compositions can also be considered, as long as the viscosity of the composition at the chosen one Temperature is between that of the solubilizate and that of the oil.
- One can therefore proceed as follows: About 88.5% by weight (based on the composition 100%) of an oil, which can be a vegetable oil, fish oil or a medium-chain triglyceride, are heated to about 80 ° C. About 1.5% by weight of beeswax (cera alba) is added to the warm oil and stirred. After the wax has dissolved, about 10% by weight of the above-mentioned ascorbic acid solubilizate is added to the warm mixture. Stirring continues until after the heater is turned off the composition has cooled to room temperature.
- an oil which can be a vegetable oil, fish oil or a medium-chain triglyceride
- composition according to the invention remains stable, homogeneous and free of sediment even after prolonged storage (at room temperature or below) and contains about 1% by weight or 10,000 ppm of pure, chemically unchanged ascorbic acid (Vitamin C).
- This ascorbic acid concentration in the oil is approx. 20 times the concentration that has been achieved in oils by derivatized ascorbic acid variants, such as ascorbyl palmitate (previously the only non-phenolic antioxidant variant).
- the invention can also be implemented with an ascorbic acid solubilizate in which polysorbate 20 has been used instead of polysorbate 80.
- the ascorbic acid solubilizate can also be obtained with medium-chain triglycerides, which usually have a substantial content of caprylic acid and capric acid.
- the ascorbic acid solubilizate can also be produced by using polysorbate 20 instead of polysorbate 80, the weight ratios mentioned being able to be essentially maintained. The run-out time of such an ascorbic acid solubilizate produced with polysorbate 20 is measured at 15.5 minutes.
- composition according to the invention can be added to the oil in an amount as required (up to 25% by weight). This means that the proportion of ascorbic acid in the oil can be freely adjusted without the need for further measures (addition of additives or the use of special agitators).
- the composition is suitable for the preservation of oils.
- the composition can be used as the main component (oxidation compound) in the preparation of doughs or dough mixtures from which baked goods are to be produced. It is also recommended to use the composition as an antioxidant additive in the manufacture of fish products, in particular canned fish and as an additive to cosmetics.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Food Science & Technology (AREA)
- Wood Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Zoology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Organic Chemistry (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
- Edible Oils And Fats (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Fats And Perfumes (AREA)
- Bakery Products And Manufacturing Methods Therefor (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10353559 | 2003-11-14 | ||
PCT/EP2004/012945 WO2005046349A2 (de) | 2003-11-14 | 2004-11-15 | Einen fliessfähigen wirkstoff enthaltende ölige zusammensetzung |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1684598A2 true EP1684598A2 (de) | 2006-08-02 |
Family
ID=34585165
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP04818406A Withdrawn EP1684598A2 (de) | 2003-11-14 | 2004-11-15 | Einen fliessfähigen wirkstoff enthaltende ölige zusammensetzung |
Country Status (5)
Country | Link |
---|---|
US (1) | US20070065470A1 (de) |
EP (1) | EP1684598A2 (de) |
JP (1) | JP2007511213A (de) |
RU (1) | RU2006120545A (de) |
WO (1) | WO2005046349A2 (de) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2334849T3 (es) * | 2006-03-07 | 2010-03-16 | DRITTE PATENTPORTFOLIO BETEILIGUNGSGESELLSCHAFT MBH & CO. KG | Solubilizado de conservantes y metodo para su fabricacion. |
Family Cites Families (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5528950A (en) * | 1978-08-24 | 1980-02-29 | Takasago Corp | Skin cosmetic |
JPS59204696A (ja) * | 1983-05-06 | 1984-11-20 | 三井製薬工業株式会社 | 酸化防止剤 |
WO1988004168A1 (en) * | 1986-12-08 | 1988-06-16 | Arseco, Inc. | A storage stable topical composition |
US4847078A (en) * | 1987-01-14 | 1989-07-11 | Arseco, Inc. | Storage stable topical composition having moisture control agent |
DK0410236T3 (da) * | 1989-07-25 | 1993-12-13 | Hoffmann La Roche | Fremgangsmåde til fremstilling af caratenoidpræparater |
US5559149A (en) * | 1990-01-29 | 1996-09-24 | Johnson & Johnson Consumer Products, Inc. | Skin care compositions containing retinoids |
US5155244A (en) * | 1990-02-28 | 1992-10-13 | Karlshamns Ab | Preparation of antioxidant glyceride derivatives utilizing esterification |
GB9219524D0 (en) * | 1992-09-15 | 1992-10-28 | Smithkline Beecham Plc | Novel composition |
RU2115409C1 (ru) * | 1996-02-13 | 1998-07-20 | Акционерное общество открытого типа "Уральские самоцветы" | Крем для ухода за кожей |
JP3989068B2 (ja) * | 1997-12-09 | 2007-10-10 | 辻製油株式会社 | リゾホスファチジルコリン高含有油脂組成物 |
EP0956779A1 (de) * | 1998-05-11 | 1999-11-17 | Vesifact Ag | Nahrungsmittel, welche wasserunlösliche Komponenten enthalten |
US6103267A (en) * | 1998-07-27 | 2000-08-15 | Sunsmart, Inc. | Stabilized ascorbic acid, composition, and method of use |
IT1301994B1 (it) * | 1998-08-05 | 2000-07-20 | Jasper Ltd Liability Co | Derivati dell'acido ialuronico. |
US6110477A (en) * | 1998-10-30 | 2000-08-29 | Topix Pharmaceuticals Inc. | Stabilization of ascorbic acid, ascorbic acid derivatives and/or extracts containing ascorbic acid for topical use |
JP2002104958A (ja) * | 2000-09-29 | 2002-04-10 | Sumitomo Chem Co Ltd | 親油性ビタミン製剤 |
NL1017333C2 (nl) * | 2001-02-12 | 2002-08-13 | Gent Natural Products Van | Cosmetisch resp. farmaceutisch preparaat. |
JP3597478B2 (ja) * | 2001-02-19 | 2004-12-08 | 日清オイリオグループ株式会社 | 風味劣化が抑制されたトコフェロール製剤及びこれを配合してなる飲食物 |
FR2825277B1 (fr) * | 2001-05-30 | 2004-10-15 | Oreal | Composition cosmetique et/ou dermatologique et/ou pharmaceutique contenant au moins un compose ihnibiteur de l'enzime 3, b-hsd |
DE10158447B4 (de) * | 2001-11-30 | 2005-02-10 | Aquanova German Solubilisate Technologies (Agt) Gmbh | Ascorbinsäure-Solubilisat |
EP1344516A1 (de) * | 2002-03-12 | 2003-09-17 | Cognis Iberia, S.L. | Antioxidative Zubereitungen |
-
2004
- 2004-11-15 JP JP2006538821A patent/JP2007511213A/ja active Pending
- 2004-11-15 EP EP04818406A patent/EP1684598A2/de not_active Withdrawn
- 2004-11-15 RU RU2006120545/13A patent/RU2006120545A/ru not_active Application Discontinuation
- 2004-11-15 WO PCT/EP2004/012945 patent/WO2005046349A2/de active Application Filing
- 2004-11-15 US US10/579,246 patent/US20070065470A1/en not_active Abandoned
Non-Patent Citations (1)
Title |
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See references of WO2005046349A2 * |
Also Published As
Publication number | Publication date |
---|---|
WO2005046349A3 (de) | 2005-11-10 |
JP2007511213A (ja) | 2007-05-10 |
RU2006120545A (ru) | 2007-12-27 |
WO2005046349A2 (de) | 2005-05-26 |
US20070065470A1 (en) | 2007-03-22 |
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