DE1951619C3 - Aromastabilisierung von Fettsäureprodukten - Google Patents
Aromastabilisierung von FettsäureproduktenInfo
- Publication number
- DE1951619C3 DE1951619C3 DE1951619A DE1951619A DE1951619C3 DE 1951619 C3 DE1951619 C3 DE 1951619C3 DE 1951619 A DE1951619 A DE 1951619A DE 1951619 A DE1951619 A DE 1951619A DE 1951619 C3 DE1951619 C3 DE 1951619C3
- Authority
- DE
- Germany
- Prior art keywords
- octadienal
- days
- precursor
- group
- acid
- 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
- 239000000796 flavoring agent Substances 0.000 title description 30
- 235000019634 flavors Nutrition 0.000 title description 24
- 235000014113 dietary fatty acids Nutrition 0.000 title description 20
- 229930195729 fatty acid Natural products 0.000 title description 20
- 239000000194 fatty acid Substances 0.000 title description 20
- 150000004665 fatty acids Chemical class 0.000 title description 20
- 230000006641 stabilisation Effects 0.000 title description 17
- 238000011105 stabilization Methods 0.000 title description 17
- 239000002243 precursor Substances 0.000 claims description 44
- 150000001875 compounds Chemical class 0.000 claims description 19
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims description 5
- 101150065749 Churc1 gene Proteins 0.000 claims description 5
- 102100038239 Protein Churchill Human genes 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 125000003172 aldehyde group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000004185 ester group Chemical group 0.000 claims description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 1
- 239000000047 product Substances 0.000 description 37
- 239000000729 antidote Substances 0.000 description 31
- DVVATNQISMINCX-YTXTXJHMSA-N (E,E)-2,4-Octadienal Chemical compound CCC\C=C\C=C\C=O DVVATNQISMINCX-YTXTXJHMSA-N 0.000 description 23
- 238000003860 storage Methods 0.000 description 22
- 239000000654 additive Substances 0.000 description 18
- 230000000996 additive effect Effects 0.000 description 15
- 229940075522 antidotes Drugs 0.000 description 13
- 239000013068 control sample Substances 0.000 description 13
- 239000002253 acid Substances 0.000 description 12
- 238000002474 experimental method Methods 0.000 description 11
- 125000005456 glyceride group Chemical group 0.000 description 11
- 210000002374 sebum Anatomy 0.000 description 11
- 239000003760 tallow Substances 0.000 description 11
- 235000012424 soybean oil Nutrition 0.000 description 10
- UVIUIIFPIWRILL-UHFFFAOYSA-N undeca-2,4-dienal Chemical compound CCCCCCC=CC=CC=O UVIUIIFPIWRILL-UHFFFAOYSA-N 0.000 description 10
- 235000013310 margarine Nutrition 0.000 description 9
- 239000003549 soybean oil Substances 0.000 description 9
- -1 acetoxymethyl group Chemical group 0.000 description 8
- 230000002411 adverse Effects 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- JZQKTMZYLHNFPL-BLHCBFLLSA-N (2E,4E)-deca-2,4-dienal Chemical compound CCCCC\C=C\C=C\C=O JZQKTMZYLHNFPL-BLHCBFLLSA-N 0.000 description 7
- JZQKTMZYLHNFPL-UHFFFAOYSA-N 2-trans-4-trans-decadienal Natural products CCCCCC=CC=CC=O JZQKTMZYLHNFPL-UHFFFAOYSA-N 0.000 description 7
- 235000010469 Glycine max Nutrition 0.000 description 7
- 244000068988 Glycine max Species 0.000 description 7
- 238000006701 autoxidation reaction Methods 0.000 description 7
- 239000003264 margarine Substances 0.000 description 7
- 239000000523 sample Substances 0.000 description 7
- ZHHYXNZJDGDGPJ-BSWSSELBSA-N (2e,4e)-nona-2,4-dienal Chemical compound CCCC\C=C\C=C\C=O ZHHYXNZJDGDGPJ-BSWSSELBSA-N 0.000 description 6
- 230000008859 change Effects 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- CXEPXRWGENJEHI-UHFFFAOYSA-N heptadeca-10,13-dienoic acid Chemical compound C(CCCCCCCCC=CCC=CCCC)(=O)O CXEPXRWGENJEHI-UHFFFAOYSA-N 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- SATICYYAWWYRAM-UHFFFAOYSA-N hepta-2,4-dienal Chemical compound CCC=CC=CC=O SATICYYAWWYRAM-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 4
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 4
- 239000005642 Oleic acid Substances 0.000 description 4
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 4
- 239000005662 Paraffin oil Substances 0.000 description 4
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 4
- 239000003925 fat Substances 0.000 description 4
- 235000019197 fats Nutrition 0.000 description 4
- 235000021323 fish oil Nutrition 0.000 description 4
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 235000014594 pastries Nutrition 0.000 description 4
- 238000011161 development Methods 0.000 description 3
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 230000000087 stabilizing effect Effects 0.000 description 3
- BATOPAZDIZEVQF-MQQKCMAXSA-N (E,E)-2,4-hexadienal Chemical compound C\C=C\C=C\C=O BATOPAZDIZEVQF-MQQKCMAXSA-N 0.000 description 2
- OAOUTNMJEFWJPO-UHFFFAOYSA-N 10-undecynoic acid Chemical compound OC(=O)CCCCCCCCC#C OAOUTNMJEFWJPO-UHFFFAOYSA-N 0.000 description 2
- UVIUIIFPIWRILL-XBLVEGMJSA-N 2,4-Undecadienal Chemical compound CCCCCC\C=C\C=C\C=O UVIUIIFPIWRILL-XBLVEGMJSA-N 0.000 description 2
- LLDLLTDGTUNCBS-UHFFFAOYSA-N C(C=CC=CCCCCCC)=O.C(C=CC=CC)=O Chemical compound C(C=CC=CCCCCCC)=O.C(C=CC=CC)=O LLDLLTDGTUNCBS-UHFFFAOYSA-N 0.000 description 2
- NOUIJWSDDBWWGB-UHFFFAOYSA-N C(C=CC=CCCCCCC)=O.C(C=CC=CCC)=O Chemical compound C(C=CC=CCCCCCC)=O.C(C=CC=CCC)=O NOUIJWSDDBWWGB-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- 235000019568 aromas Nutrition 0.000 description 2
- 235000015278 beef Nutrition 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229940013317 fish oils Drugs 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000006317 isomerization reaction Methods 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 230000036961 partial effect Effects 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- BATOPAZDIZEVQF-UHFFFAOYSA-N sorbic aldehyde Natural products CC=CC=CC=O BATOPAZDIZEVQF-UHFFFAOYSA-N 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- VIXOOIRHFJMNBT-UHFFFAOYSA-N 1-bromohex-2-yne Chemical compound CCCC#CCBr VIXOOIRHFJMNBT-UHFFFAOYSA-N 0.000 description 1
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 description 1
- DZPCYXCBXGQBRN-UHFFFAOYSA-N 2,5-Dimethyl-2,4-hexadiene Chemical compound CC(C)=CC=C(C)C DZPCYXCBXGQBRN-UHFFFAOYSA-N 0.000 description 1
- AURBPHWAZNWIQD-UHFFFAOYSA-N 2-methylidenehex-3-enal Chemical compound CCC=CC(=C)C=O AURBPHWAZNWIQD-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 125000004036 acetal group Chemical group 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 235000012839 cake mixes Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 230000002301 combined effect Effects 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 235000021567 cream sauce Nutrition 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000004332 deodorization Methods 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000008173 hydrogenated soybean oil Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 239000011981 lindlar catalyst Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 235000010746 mayonnaise Nutrition 0.000 description 1
- 239000008268 mayonnaise Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- BGRVQSWCQKFXPY-UHFFFAOYSA-N nona-1,5-dien-4-one Chemical compound CCCC=CC(=O)CC=C BGRVQSWCQKFXPY-UHFFFAOYSA-N 0.000 description 1
- ACYNXSLKOYLYFV-UHFFFAOYSA-N octadeca-11,14-dienoic acid Chemical compound CCCC=CCC=CCCCCCCCCCC(O)=O ACYNXSLKOYLYFV-UHFFFAOYSA-N 0.000 description 1
- NLGIQISOWDWGRJ-UHFFFAOYSA-N octadeca-12,14-dienoic acid Chemical compound CCCC=CC=CCCCCCCCCCCC(O)=O NLGIQISOWDWGRJ-UHFFFAOYSA-N 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000002211 ultraviolet spectrum Methods 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/18—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon triple bonds as unsaturation
-
- 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
- A23B20/00—Preservation of edible oils or fats
- A23B20/10—Preservation of edible oil or fat compositions containing an aqueous phase, e.g. margarines
-
- 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
- A23B20/00—Preservation of edible oils or fats
- A23B20/30—Preservation of other edible oils or fats, e.g. shortenings or cooking oils
-
- 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
- A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
- A23D7/005—Edible oil or fat compositions containing an aqueous phase, e.g. margarines characterised by ingredients other than fatty acid triglycerides
- A23D7/0053—Compositions other than spreads
-
- 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
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/202—Aliphatic compounds
- A23L27/2024—Aliphatic compounds having oxygen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/202—Aliphatic compounds
- A23L27/2024—Aliphatic compounds having oxygen as the only hetero atom
- A23L27/2028—Carboxy compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/70—Fixation, conservation, or encapsulation of flavouring agents
- A23L27/75—Fixation, conservation, or encapsulation of flavouring agents the flavouring agents being bound to a host by chemical, electrical or like forces, e.g. use of precursors
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
- C07C57/03—Monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
- C07C57/03—Monocarboxylic acids
- C07C57/12—Straight chain carboxylic acids containing eighteen carbon atoms
-
- 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
-
- 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
- C11B5/0042—Preserving by using additives, e.g. anti-oxidants containing nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Wood Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Zoology (AREA)
- Emergency Medicine (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Edible Oils And Fats (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU57084 | 1968-10-14 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1951619A1 DE1951619A1 (de) | 1970-06-18 |
| DE1951619B2 DE1951619B2 (de) | 1980-07-17 |
| DE1951619C3 true DE1951619C3 (de) | 1981-04-02 |
Family
ID=19725761
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1951619A Expired DE1951619C3 (de) | 1968-10-14 | 1969-10-13 | Aromastabilisierung von Fettsäureprodukten |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US3664851A (enExample) |
| JP (1) | JPS4829284B1 (enExample) |
| AT (1) | AT297189B (enExample) |
| BE (1) | BE740225A (enExample) |
| CH (1) | CH562007A5 (enExample) |
| DE (1) | DE1951619C3 (enExample) |
| DK (1) | DK141032B (enExample) |
| ES (1) | ES372456A1 (enExample) |
| FI (1) | FI52266C (enExample) |
| FR (1) | FR2020643A1 (enExample) |
| GB (1) | GB1282786A (enExample) |
| IE (1) | IE33594B1 (enExample) |
| IT (1) | IT943086B (enExample) |
| LU (1) | LU57084A1 (enExample) |
| NL (1) | NL154264B (enExample) |
| NO (1) | NO133920C (enExample) |
| SE (1) | SE370851B (enExample) |
| ZA (1) | ZA697151B (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5328381U (enExample) * | 1976-08-17 | 1978-03-10 | ||
| US5006281A (en) * | 1985-03-26 | 1991-04-09 | Century Laboratories, Inc. | Process for the production of a marine animal oil |
| US5017614A (en) * | 1989-02-17 | 1991-05-21 | Wisconsin Alumni Research Foundation | Methods of preventing oxidation, quenching singlet oxygen and inhibiting mold growth and novel compositions therefor |
| ES2161969T3 (es) * | 1995-11-14 | 2001-12-16 | Unilever Nv | Grasa comestible para untar. |
| JP5879994B2 (ja) * | 2011-12-09 | 2016-03-08 | 株式会社カネカ | 硬化油風味付与剤 |
| CN107072228B (zh) * | 2014-10-02 | 2021-05-28 | 雀巢产品有限公司 | 用孜然进行脂质活化 |
| WO2020093178A1 (en) | 2018-11-09 | 2020-05-14 | 9172-9863 Québec Inc. | Wheel chock handling unit and method |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1034352A (en) * | 1963-08-20 | 1966-06-29 | Unilever Ltd | Unsaturated aldehydes and their use in flavouring food |
| SE319677B (enExample) * | 1965-03-27 | 1970-01-19 | Sumitomo Chemical Co |
-
1968
- 1968-10-14 LU LU57084D patent/LU57084A1/xx unknown
-
1969
- 1969-01-07 NL NL696900214A patent/NL154264B/xx not_active IP Right Cessation
- 1969-10-02 CH CH1486869A patent/CH562007A5/xx not_active IP Right Cessation
- 1969-10-08 IE IE1391/69A patent/IE33594B1/xx unknown
- 1969-10-13 FR FR6935015A patent/FR2020643A1/fr not_active Withdrawn
- 1969-10-13 US US865990A patent/US3664851A/en not_active Expired - Lifetime
- 1969-10-13 BE BE740225D patent/BE740225A/xx not_active IP Right Cessation
- 1969-10-13 DK DK543969AA patent/DK141032B/da not_active IP Right Cessation
- 1969-10-13 IT IT53671/69A patent/IT943086B/it active
- 1969-10-13 SE SE6914038A patent/SE370851B/xx unknown
- 1969-10-13 ZA ZA697151A patent/ZA697151B/xx unknown
- 1969-10-13 NO NO4072/69A patent/NO133920C/no unknown
- 1969-10-13 DE DE1951619A patent/DE1951619C3/de not_active Expired
- 1969-10-13 ES ES372456A patent/ES372456A1/es not_active Expired
- 1969-10-13 FI FI692940A patent/FI52266C/fi active
- 1969-10-13 AT AT959969A patent/AT297189B/de active
- 1969-10-14 JP JP44082154A patent/JPS4829284B1/ja active Pending
- 1969-10-14 GB GB50345/69A patent/GB1282786A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH562007A5 (enExample) | 1975-05-30 |
| ES372456A1 (es) | 1972-01-16 |
| NO133920B (enExample) | 1976-04-12 |
| SE370851B (enExample) | 1974-11-04 |
| DE1951619B2 (de) | 1980-07-17 |
| LU57084A1 (enExample) | 1970-04-14 |
| BE740225A (enExample) | 1970-04-13 |
| FI52266C (fi) | 1977-08-10 |
| IE33594L (en) | 1970-04-14 |
| JPS4829284B1 (enExample) | 1973-09-08 |
| NL6900214A (enExample) | 1970-04-16 |
| IT943086B (it) | 1973-04-02 |
| ZA697151B (en) | 1971-05-27 |
| NO133920C (enExample) | 1976-07-21 |
| GB1282786A (en) | 1972-07-26 |
| IE33594B1 (en) | 1974-08-21 |
| AT297189B (de) | 1972-03-10 |
| DK141032B (da) | 1979-12-31 |
| FI52266B (enExample) | 1977-05-02 |
| DK141032C (enExample) | 1984-12-17 |
| DE1951619A1 (de) | 1970-06-18 |
| NL154264B (nl) | 1977-08-15 |
| US3664851A (en) | 1972-05-23 |
| FR2020643A1 (enExample) | 1970-07-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8328 | Change in the person/name/address of the agent |
Free format text: KOHLER, M., DIPL.-CHEM. DR.RER.NAT., PAT.-ANW., 8000 MUENCHEN |
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| 8339 | Ceased/non-payment of the annual fee |