CN113142585A - Conjugated linoleic acid nano emulsion and preparation method thereof - Google Patents
Conjugated linoleic acid nano emulsion and preparation method thereof Download PDFInfo
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- CN113142585A CN113142585A CN202110414968.9A CN202110414968A CN113142585A CN 113142585 A CN113142585 A CN 113142585A CN 202110414968 A CN202110414968 A CN 202110414968A CN 113142585 A CN113142585 A CN 113142585A
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- Prior art keywords
- linoleic acid
- conjugated linoleic
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- antioxidant
- water
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- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 title claims abstract description 77
- 229940108924 conjugated linoleic acid Drugs 0.000 title claims abstract description 76
- JBYXPOFIGCOSSB-GOJKSUSPSA-N 9-cis,11-trans-octadecadienoic acid Chemical compound CCCCCC\C=C\C=C/CCCCCCCC(O)=O JBYXPOFIGCOSSB-GOJKSUSPSA-N 0.000 title claims abstract description 74
- 239000007908 nanoemulsion Substances 0.000 title claims abstract description 41
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 25
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 15
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 15
- 239000002994 raw material Substances 0.000 claims abstract description 15
- 239000003921 oil Substances 0.000 claims abstract description 12
- 239000002738 chelating agent Substances 0.000 claims abstract description 11
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 11
- 239000003755 preservative agent Substances 0.000 claims abstract description 11
- 230000002335 preservative effect Effects 0.000 claims abstract description 11
- 238000005303 weighing Methods 0.000 claims abstract description 8
- 210000003022 colostrum Anatomy 0.000 claims abstract description 3
- 235000021277 colostrum Nutrition 0.000 claims abstract description 3
- 238000003756 stirring Methods 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 16
- 239000000839 emulsion Substances 0.000 claims description 12
- -1 alkyl glycoside Chemical class 0.000 claims description 9
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 claims description 8
- 239000004359 castor oil Substances 0.000 claims description 8
- 235000019438 castor oil Nutrition 0.000 claims description 8
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 8
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 claims description 6
- 239000011259 mixed solution Substances 0.000 claims description 6
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 claims description 6
- 235000010234 sodium benzoate Nutrition 0.000 claims description 6
- 239000004299 sodium benzoate Substances 0.000 claims description 6
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 claims description 5
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 5
- 229920000053 polysorbate 80 Polymers 0.000 claims description 5
- 229940068968 polysorbate 80 Drugs 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 4
- 235000010388 propyl gallate Nutrition 0.000 claims description 4
- 239000000473 propyl gallate Substances 0.000 claims description 4
- 229940075579 propyl gallate Drugs 0.000 claims description 4
- 229920001214 Polysorbate 60 Polymers 0.000 claims description 3
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 claims description 3
- 229930182470 glycoside Natural products 0.000 claims description 3
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 claims description 3
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 claims description 3
- 229940113124 polysorbate 60 Drugs 0.000 claims description 3
- 239000004250 tert-Butylhydroquinone Substances 0.000 claims description 3
- 235000019281 tert-butylhydroquinone Nutrition 0.000 claims description 3
- SPSPIUSUWPLVKD-UHFFFAOYSA-N 2,3-dibutyl-6-methylphenol Chemical compound CCCCC1=CC=C(C)C(O)=C1CCCC SPSPIUSUWPLVKD-UHFFFAOYSA-N 0.000 claims description 2
- CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 claims description 2
- 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 claims description 2
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 claims description 2
- 235000010385 ascorbyl palmitate Nutrition 0.000 claims description 2
- 235000010354 butylated hydroxytoluene Nutrition 0.000 claims description 2
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims description 2
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 claims description 2
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 claims description 2
- 229940043351 ethyl-p-hydroxybenzoate Drugs 0.000 claims description 2
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 claims description 2
- 235000010241 potassium sorbate Nutrition 0.000 claims description 2
- 239000004302 potassium sorbate Substances 0.000 claims description 2
- 229940069338 potassium sorbate Drugs 0.000 claims description 2
- 229960003885 sodium benzoate Drugs 0.000 claims description 2
- 235000010384 tocopherol Nutrition 0.000 claims description 2
- 239000011732 tocopherol Substances 0.000 claims description 2
- 229960001295 tocopherol Drugs 0.000 claims description 2
- 229930003799 tocopherol Natural products 0.000 claims description 2
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 claims description 2
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 claims 2
- 239000008389 polyethoxylated castor oil Substances 0.000 claims 1
- 235000013305 food Nutrition 0.000 abstract description 7
- 238000010438 heat treatment Methods 0.000 abstract description 7
- 230000032798 delamination Effects 0.000 abstract description 4
- 230000001804 emulsifying effect Effects 0.000 abstract description 4
- 230000036541 health Effects 0.000 abstract description 4
- 238000001556 precipitation Methods 0.000 abstract description 3
- 235000013361 beverage Nutrition 0.000 abstract description 2
- 239000013538 functional additive Substances 0.000 abstract description 2
- 238000012545 processing Methods 0.000 abstract description 2
- 235000019198 oils Nutrition 0.000 description 9
- 230000003647 oxidation Effects 0.000 description 7
- 238000007254 oxidation reaction Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 230000008569 process Effects 0.000 description 5
- 239000003109 Disodium ethylene diamine tetraacetate Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 235000019301 disodium ethylene diamine tetraacetate Nutrition 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 230000001066 destructive effect Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 230000001737 promoting effect Effects 0.000 description 3
- 238000010008 shearing Methods 0.000 description 3
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 3
- MRBKEAMVRSLQPH-UHFFFAOYSA-N 3-tert-butyl-4-hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1 MRBKEAMVRSLQPH-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000000265 homogenisation Methods 0.000 description 2
- 238000005286 illumination Methods 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-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
- BVCOHOSEBKQIQD-UHFFFAOYSA-N 2-tert-butyl-6-methoxyphenol Chemical compound COC1=CC=CC(C(C)(C)C)=C1O BVCOHOSEBKQIQD-UHFFFAOYSA-N 0.000 description 1
- 201000001320 Atherosclerosis Diseases 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 230000021615 conjugation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 235000015872 dietary supplement Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 230000036737 immune function Effects 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N linoleic acid group Chemical group C(CCCCCCC\C=C/C\C=C/CCCCC)(=O)O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 238000000199 molecular distillation Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006864 oxidative decomposition reaction Methods 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
- A23L33/12—Fatty acids or derivatives thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/158—Fatty acids; Fats; Products containing oils or fats
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K40/00—Shaping or working-up of animal feeding-stuffs
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/03—Organic compounds
- A23L29/035—Organic compounds containing oxygen as heteroatom
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/03—Organic compounds
- A23L29/035—Organic compounds containing oxygen as heteroatom
- A23L29/04—Fatty acids or derivatives
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/03—Organic compounds
- A23L29/045—Organic compounds containing nitrogen as heteroatom
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
- A23L3/3481—Organic compounds containing oxygen
- A23L3/349—Organic compounds containing oxygen with singly-bound oxygen
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
- A23L3/3481—Organic compounds containing oxygen
- A23L3/3508—Organic compounds containing oxygen containing carboxyl groups
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
- A23L3/3481—Organic compounds containing oxygen
- A23L3/3508—Organic compounds containing oxygen containing carboxyl groups
- A23L3/3517—Carboxylic acid esters
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
- A23L3/3544—Organic compounds containing hetero rings
-
- 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
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- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Nutrition Science (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- Zoology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Mycology (AREA)
- Animal Husbandry (AREA)
- Cosmetics (AREA)
Abstract
The invention belongs to the field of functional additives in the field of foods, and particularly relates to a conjugated linoleic acid nano emulsion and a preparation method thereof, wherein the conjugated linoleic acid nano emulsion is prepared from the following raw materials in parts by mass: 5-10 parts of conjugated linoleic acid, 10-12 parts of nonionic surfactant, 0.005-0.01 part of chelating agent, 0.005-0.02 part of antioxidant, 0.005-0.01 part of preservative and 105 parts of water 100-one, and the preparation method comprises the following steps: weighing SS1, adding an antioxidant into S2, adding other components into S3, preparing colostrum from S4, and fixing the volume of S5, so that conjugated linoleic acid can be dispersed in water in the form of oil drops (the grain diameter of the oil drops is 20-40 nanometers), and the conjugated linoleic acid is protected from being oxidized easily; the conjugated subacid can be dispersed and dissolved in water without turbidity, precipitation and delamination, the preparation method is simple, a homogenizer and an emulsifying machine are not needed, heating is not needed, and the conjugated subacid can be widely used in food processing, beverages, health care products and animal feeds.
Description
Technical Field
The invention belongs to the field of functional additives in the field of foods, and particularly relates to a conjugated linoleic acid nano emulsion and a preparation method thereof.
Background
Conjugated Linoleic Acid (CLA), a functionally unsaturated fatty Acid, is also recognized by the FDA in the United states as a food supplement. The conjugated linoleic acid which is approved as a new resource food (new food raw material) by the Ministry of health of China in 2009 is prepared by using natural safflower seed oil as a raw material through processes of conjugation reaction, molecular distillation, purification and the like; is a general term for a series of octadecadienoic acids containing conjugated double bonds and having various positions and geometric isomers, and the molecular formula is as follows: c18H32O2。
The conjugated linoleic acid has wide physiological functions, and has the effects of scavenging free radicals, enhancing the oxidation resistance and the immune function of organisms, promoting growth and development, regulating the levels of blood cholesterol and triglyceride, preventing atherosclerosis, promoting fat oxidative decomposition, promoting the synthesis of human body protein and other benign regulation effects. The product is widely applied to the industries of health care products, foods, medicines, feeds, cosmetics and the like.
Because the conjugated linoleic acid has unstable chemical property, the conjugated linoleic acid is easy to be oxidized and damaged by light. The current commercial forms of conjugated linoleic acid mainly comprise free conjugated linoleic acid, conjugated linoleic acid ethyl ester, conjugated linoleic acid triglyceride, conjugated linoleic acid microcapsule powder, conjugated linoleic acid emulsion, conjugated linoleic acid calcium salt and the like.
Patent CN201910642403.9, a conjugated linoleic acid nano-emulsion and a preparation method thereof, discloses that the preparation method comprises the steps of mixing an aqueous phase and an oil phase, shearing, emulsifying and homogenizing, wherein the aqueous phase is an aqueous solution containing starch and small molecular fillers; the oil phase is the conjugated linoleic acid glyceride containing the oil phase antioxidant, no emulsifier or stabilizer is added in the product, the particle size of the emulsion is basically not changed in the processes of illumination, heating and the like, and the oil is not oxidized, but the problems that the dough has low moisture retention and strong viscosity, and is easy to agglomerate in an extruder, so that the extruder is extruded unevenly and is easy to block and the like are not solved; but needs to carry out the steps of shearing emulsification and homogenization, has complex preparation, simultaneously does not realize simple preparation, and does not need a homogenizer and an emulsifying machine or heating.
Patent No. CN101502478A is based on a non-ionic amphiphilic surfactant transparent nanoemulsion and its applications. The preparation method mainly adopts short-chain alcohol, ionic amphiphilic surfactant, thickener and the like as main systems, and finally prepares the nano emulsion by mixing with various vegetable oils, turbine stirring, high-pressure homogenization and other methods, and the preparation method is complex.
Patent CN202010047964.7 discloses a method for purifying and preparing high-purity conjugated linoleic acid glyceride and application thereof, and discloses a method for purifying and preparing high-purity conjugated linoleic acid glyceride compounds and application thereof, wherein the high-purity conjugated linoleic acid or conjugated linoleic acid ester and glycerol are synthesized to prepare the conjugated linoleic acid glyceride compounds, and meanwhile, two standard products or pure products with different substitution positions of linoleic acid diglyceride can be prepared, but the problems that dough has low moisture retention and strong viscosity, and is easy to agglomerate in an extruder, so that the extruder is extruded unevenly, the extruder is easy to block and the like are not solved; meanwhile, the problems that the conjugated linoleic acid is infinitely dispersed and expanded in water without turbidity, separation, delamination and oxidation are not easy to solve are not solved.
Disclosure of Invention
The conjugated linoleic acid nano emulsion prepared by the invention is dispersed in water in the form of oil drops (the grain diameter of the oil drops is 10-30 nanometers), so that the conjugated linoleic acid is protected from being oxidized; the conjugated subacid can be dispersed and dissolved in water without turbidity, precipitation and delamination, the preparation method is simple, a homogenizer and an emulsifying machine are not needed, heating is not needed, and the conjugated subacid can be widely used in food processing, beverages, health care products and animal feeds.
In order to realize the purpose, the invention adopts the technical scheme that:
the conjugated linoleic acid nano emulsion comprises the following raw materials in parts by weight: 5-10 parts of conjugated linoleic acid, 10-12 parts of nonionic surfactant, 0.005-0.01 part of chelating agent, 0.005-0.02 part of antioxidant, 0.005-0.01 part of preservative and the balance of water.
Further, the feed comprises the following raw materials in parts by weight: 5 parts of conjugated linoleic acid, 10 parts of nonionic surfactant, 0.01 part of chelating agent, 0.01 part of antioxidant, 0.01 part of preservative and the balance of water.
Further, the conjugated linoleic acid nanoemulsion also comprises a solubilizer, wherein the solubilizer comprises at least one of polyoxyethylene castor oil, alkyl glycoside 0810, hydrogenated castor oil or cocol ether-7.
Further, the nonionic surfactant includes polysorbate 60 or polysorbate 80.
Further, the antioxidant is selected from one or more of ascorbyl palmitate, butyl hydroxy anisol, dibutyl hydroxy toluene, propyl gallate, butyl hydroxy anisol, tert-butyl hydroquinone or tocopherol.
Further, the preservative is selected from one or more of ethyl p-hydroxybenzoate, sodium benzoate or potassium sorbate.
Further, the chelating agent comprises disodium ethylenediaminetetraacetate.
The preparation method of the conjugated linoleic acid nano emulsion comprises the following steps:
s1 weighing the following components: weighing the conjugated linoleic acid, the nonionic surfactant, the chelating agent, the antioxidant, the preservative and the water according to the weight; s2 plus antioxidant: adding antioxidant into conjugated linoleic acid, stirring to dissolve;
s3 addition of other components: adding the nonionic surfactant into the mixed solution of S2, and uniformly stirring;
s4 preparation of colostrum: adding the chelating agent and the preservative in the raw materials into a proper amount of water, stirring and dissolving, then adding the obtained mixture into the mixed solution of S3, and fully stirring to form primary emulsion;
s5 constant volume: and adding the balance of water into the mixed solution of the S4 to fix the volume to 100 parts, and fully stirring to obtain the conjugated linoleic acid nano-emulsion.
Further, the solubilizing agent is added in step S4.
Further, the temperature of the stirring treatment is controlled to be 20-30 ℃.
The invention has the beneficial effects that:
1. the conjugated linoleic acid nano emulsion is prepared and dispersed in water in the form of oil drops (the grain diameter of the oil drops is 10-30 nanometers), so that the conjugated linoleic acid is protected from being oxidized easily; the invention can prepare and obtain high-purity conjugated linoleic acid, wherein the mass concentration of the conjugated linoleic acid glyceride is below 3%, and the conjugated linoleic acid is dispersed and dissolved in water without turbidity, precipitation and delamination.
2. The nano emulsion can resist pH 3-11 environment and can be diluted by 3-500 times, the particle size of the emulsion is basically not changed in the processes of illumination, heating and the like, the grease is not oxidized, and meanwhile, the nano emulsion has better antibacterial activity in alkaline solution; the conjugated linoleic acid is easy to generate structural change in high-temperature reaction, and the common warm stirring is favorable for preventing the conjugated linoleic acid from being oxidized and structurally transformed, so that the low content of the conjugated linoleic acid glyceride is ensured.
Detailed Description
The present invention will be described in detail below for the purpose of better understanding technical solutions of the present invention by those skilled in the art, and the description of the present invention is only exemplary and explanatory and should not be construed as limiting the scope of the present invention in any way.
Examples 1
The raw materials comprise:
the preparation method of the conjugated linoleic acid nano emulsion comprises the following steps of weighing the raw materials in parts by weight:
1. adding tert-butyl hydroquinone into conjugated linoleic acid, and stirring to dissolve.
2. Adding polysorbate 60, polyoxyethylene castor oil 40, and alkyl glycoside 0810 into 1, and stirring.
3. Adding disodium ethylene diamine tetraacetate, thiourea and sodium benzoate into a proper amount of water, stirring and dissolving, adding the mixture into the solution 1, and fully stirring to form primary emulsion.
4. Adding water into 1 to 100ml, and fully stirring to obtain the conjugated linoleic acid nanoemulsion.
EXAMPLES example 2
The raw materials comprise:
the preparation method of the conjugated linoleic acid nano emulsion comprises the following steps of weighing the raw materials in parts by weight:
1. adding tert-butyl hydroxy anisole into conjugated linoleic acid, and stirring to dissolve.
2. Adding polysorbate 80, polyoxyethylene castor oil 20, and hydrogenated castor oil PEG40 into 1, and stirring.
3. Adding disodium ethylene diamine tetraacetate, sodium bisulfite and sodium benzoate into appropriate amount of water, stirring for dissolving, adding into the solution 1, and stirring thoroughly to obtain primary emulsion.
4. Adding water into 1 to 100ml, and fully stirring to obtain the conjugated linoleic acid nanoemulsion.
EXAMPLE 3
The raw materials comprise:
| conjugated linoleic acid | 5g |
| Propyl gallate | 0.01g |
| Polysorbate 80 | 10g |
| Hydrogenated castor oil PEG40 | 5g |
| Coconut oil alcohol ether-7 | 5g |
| Ethylenediaminetetraacetic acid disodium salt | 0.01g |
| Sodium bisulfite | 0.5g |
| Sodium benzoate | 0.15g |
| Water (W) | Adding to 100ml |
The preparation method of the conjugated linoleic acid nano emulsion comprises the following steps of weighing the raw materials in parts by weight: 1. propyl gallate is added into conjugated linoleic acid and stirred to dissolve.
2. Adding polysorbate 80, hydrogenated castor oil PEG40, and cocol alcohol ether-7 into 1, and stirring.
3. Adding disodium ethylene diamine tetraacetate, sodium bisulfite and sodium benzoate into appropriate amount of water, stirring for dissolving, adding into the solution 1, and stirring thoroughly to obtain primary emulsion.
4. Adding water into 1 to 100ml, and fully stirring to obtain the conjugated linoleic acid nanoemulsion.
Comparative example 1
In this comparative example, after stirring in step 2, the step of: the mixture was heated rapidly to 65 ℃ and sheared at 4500rpm for 5min, then cooled to 30 ℃ at 1 ℃/min, otherwise as in example 3.
Comparative example 2
In this comparative example, after sufficient stirring in step 3, the steps of: rapidly heating to 85 deg.C, shearing at 4000rpm for 7min, and cooling to 40 deg.C at 3 deg.C/min. The rest is the same as example 3.
Conjugated linoleic acid nanoemulsion parameter detection
The five types of conjugated linoleic acid nanoemulsion prepared in examples 1 to 3 and comparative examples 1 to 3 were evaluated for acid and alkali resistance. Equal amounts of the three emulsions were placed in 100ml sample tubes and adjusted to pH 3, pH 7, pH 11 with citric acid and sodium carbonate, respectively. The sample tube was placed in an oven at 57 ℃ for accelerated experiments to examine the particle size (D99, μm) and the change in state of the emulsion. The results are shown in Table 1:
table 1.
As can be seen from the table data, the conjugated linoleic acid nano-emulsion obtained by the method has excellent stability under acidic, neutral and alkaline conditions, but the particle size of the emulsion of the comparative example is still stable under the heating acceleration condition, but the emulsion does not have the phenomenon of layering or oil floating.
Evaluation of peroxide number and Oxidation resistance
Three types of nano-emulsions prepared in examples 1 to 3 were evaluated for destructive oxidation resistance. The three nano emulsions were packaged in PET bottles and placed in an accelerated oven at 57 ℃. The peroxide value (PV, meq/kg) and the acid value (AV, mg KOH/g) of the product were measured periodically. The results are shown in Table 2.
Table 4.
It can be seen from destructive oxidation resistance experiments that the nano-emulsion of the invention has better oxidation resistance, and the peroxide value and the acid value are not obviously changed after being accelerated for 20 days under severe destructive conditions. The nano emulsion of the system has good oxidation resistance stability.
Routine testing
The conjugated linoleic acid nanoemulsion of example 3 was routinely tested as follows:
quality report sheet
It should be noted that, in this document, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus.
The principles and embodiments of the present invention are explained herein using specific examples, which are presented only to assist in understanding the method and its core concepts of the present invention. The foregoing is only a preferred embodiment of the present invention, and it should be noted that there are objectively infinite specific structures due to the limited character expressions, and it will be apparent to those skilled in the art that a plurality of modifications, decorations or changes may be made without departing from the principle of the present invention, and the technical features described above may be combined in a suitable manner; such modifications, variations, or combinations, or other applications of the inventive concept or technique directly without modification, are intended to be within the scope of the present invention.
Claims (10)
1. The conjugated linoleic acid nano emulsion is characterized by comprising the following raw materials in parts by weight: 5-10 parts of conjugated linoleic acid, 10-12 parts of nonionic surfactant, 0.005-0.01 part of chelating agent, 0.005-0.02 part of antioxidant, 0.005-0.01 part of preservative and the balance of water.
2. The conjugated linoleic acid nano emulsion is characterized by comprising the following raw materials in parts by weight: 5 parts of conjugated linoleic acid, 10 parts of nonionic surfactant, 0.01 part of chelating agent, 0.01 part of antioxidant, 0.01 part of preservative and the balance of water.
3. The conjugated linoleic acid nanoemulsion of claim 1, further comprising a solubilizing agent comprising at least one of cremophor oil, alkyl glycoside 0810, hydrogenated castor oil, or cocol ether-7.
4. The conjugated linoleic acid nanoemulsion of claim 1, wherein the non-ionic surfactant comprises polysorbate 60 or polysorbate 80.
5. The conjugated linoleic acid nanoemulsion of claim 1, wherein the antioxidant is selected from one or more of ascorbyl palmitate, butyl hydroxyanisole, dibutyl hydroxytoluene, propyl gallate, butyl hydroxyanisole, tert-butyl hydroquinone or tocopherol.
6. The conjugated linoleic acid nanoemulsion of claim 1, wherein the preservative is selected from one or more of ethyl p-hydroxybenzoate, sodium benzoate or potassium sorbate.
7. The conjugated linoleic acid nanoemulsion of claim 1, wherein the chelating agent comprises disodium edetate.
8. The method for preparing the conjugated linoleic acid nanoemulsion of any one of claims 4-7, wherein the preparation method comprises the following steps:
s1 weighing the following components: weighing the conjugated linoleic acid, the nonionic surfactant, the chelating agent, the antioxidant, the preservative and the water according to the weight; s2 plus antioxidant: adding antioxidant into conjugated linoleic acid, stirring to dissolve;
s3 addition of other components: adding the nonionic surfactant into the mixed solution of S2, and uniformly stirring;
s4 preparation of colostrum: adding the chelating agent and the preservative in the raw materials into a proper amount of water, stirring and dissolving, then adding the mixture into the mixed solution of S3, and fully stirring to form primary emulsion;
s5 constant volume: and adding the balance of water into the mixed solution of S4 to reach a constant volume of 100 parts, and fully stirring to obtain the conjugated linoleic acid nanoemulsion.
9. The method for preparing conjugated linoleic acid nano emulsion according to claim 8, wherein the solubilizing agent is added in step S4.
10. The method for preparing the conjugated linoleic acid nano-emulsion according to claim 8, wherein the temperature of the stirring treatment is controlled to be 20-30 ℃.
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| CN108456571A (en) * | 2018-05-10 | 2018-08-28 | 江南大学 | The preparation of stimuli-responsive oil-in-water type Pickering lotions |
| CN110419595A (en) * | 2019-07-16 | 2019-11-08 | 大连医诺生物股份有限公司 | A kind of conjugated linoleic acid glyceride nanoemulsions and preparation method thereof |
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| US20040077724A1 (en) * | 2001-03-07 | 2004-04-22 | Jan Remmereit | Compositions comprising an o/w emulsion containing conjugated linoleic acid |
| US7175836B1 (en) * | 2005-12-23 | 2007-02-13 | Conopco, Inc. | Oil continuous phase cosmetic emulsions with conjugated linoleic acid |
| CN102271652A (en) * | 2009-02-20 | 2011-12-07 | 株式会社和一药品 | Aqueous nanoemulsion composition containing conjugated linoleic acid |
| CN108456571A (en) * | 2018-05-10 | 2018-08-28 | 江南大学 | The preparation of stimuli-responsive oil-in-water type Pickering lotions |
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