CA1164800A - Vitamin encapsulation - Google Patents
Vitamin encapsulationInfo
- Publication number
- CA1164800A CA1164800A CA000389651A CA389651A CA1164800A CA 1164800 A CA1164800 A CA 1164800A CA 000389651 A CA000389651 A CA 000389651A CA 389651 A CA389651 A CA 389651A CA 1164800 A CA1164800 A CA 1164800A
- Authority
- CA
- Canada
- Prior art keywords
- droplets
- alginate
- alcohol
- vitamin
- oil
- 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
- 229940088594 vitamin Drugs 0.000 title claims abstract description 22
- 229930003231 vitamin Natural products 0.000 title claims abstract description 22
- 235000013343 vitamin Nutrition 0.000 title claims abstract description 22
- 239000011782 vitamin Substances 0.000 title claims abstract description 22
- 150000003722 vitamin derivatives Chemical class 0.000 title claims abstract description 16
- 238000005538 encapsulation Methods 0.000 title abstract description 5
- 238000000034 method Methods 0.000 claims abstract description 39
- 229940072056 alginate Drugs 0.000 claims abstract description 31
- 235000010443 alginic acid Nutrition 0.000 claims abstract description 31
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 claims abstract description 28
- 229920000615 alginic acid Polymers 0.000 claims abstract description 28
- 239000000243 solution Substances 0.000 claims abstract description 26
- 239000000839 emulsion Substances 0.000 claims abstract description 16
- 239000000945 filler Substances 0.000 claims abstract description 16
- 239000000126 substance Substances 0.000 claims abstract description 16
- 239000011159 matrix material Substances 0.000 claims abstract description 13
- 230000001476 alcoholic effect Effects 0.000 claims abstract description 12
- 150000004676 glycans Chemical class 0.000 claims abstract description 11
- 239000005017 polysaccharide Substances 0.000 claims abstract description 11
- 229920001282 polysaccharide Polymers 0.000 claims abstract description 10
- 150000001768 cations Chemical class 0.000 claims abstract description 8
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 6
- -1 alkali metal alginate Chemical class 0.000 claims abstract description 6
- 239000007864 aqueous solution Substances 0.000 claims abstract description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 23
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 22
- 235000019441 ethanol Nutrition 0.000 claims description 19
- 229920002307 Dextran Polymers 0.000 claims description 11
- 239000002775 capsule Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 9
- 229910001424 calcium ion Inorganic materials 0.000 claims description 7
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical group CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 claims description 6
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 claims description 6
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 235000010413 sodium alginate Nutrition 0.000 claims description 6
- 239000000661 sodium alginate Substances 0.000 claims description 6
- 229940005550 sodium alginate Drugs 0.000 claims description 6
- 235000019155 vitamin A Nutrition 0.000 claims description 6
- 239000011719 vitamin A Substances 0.000 claims description 6
- 235000015097 nutrients Nutrition 0.000 claims description 5
- 235000019166 vitamin D Nutrition 0.000 claims description 5
- 239000011710 vitamin D Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 claims description 4
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 claims description 4
- 229940045997 vitamin a Drugs 0.000 claims description 4
- 229930003316 Vitamin D Natural products 0.000 claims description 3
- QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 claims description 3
- 235000010410 calcium alginate Nutrition 0.000 claims description 3
- 239000000648 calcium alginate Substances 0.000 claims description 3
- 229960002681 calcium alginate Drugs 0.000 claims description 3
- OKHHGHGGPDJQHR-YMOPUZKJSA-L calcium;(2s,3s,4s,5s,6r)-6-[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2r,3s,4r,5s,6r)-2-carboxylato-4,5,6-trihydroxyoxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylate Chemical compound [Ca+2].O[C@@H]1[C@H](O)[C@H](O)O[C@@H](C([O-])=O)[C@H]1O[C@H]1[C@@H](O)[C@@H](O)[C@H](O[C@H]2[C@H]([C@@H](O)[C@H](O)[C@H](O2)C([O-])=O)O)[C@H](C(O)=O)O1 OKHHGHGGPDJQHR-YMOPUZKJSA-L 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 150000003710 vitamin D derivatives Chemical class 0.000 claims description 3
- 229940046008 vitamin d Drugs 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 229910001415 sodium ion Inorganic materials 0.000 claims description 2
- 239000011324 bead Substances 0.000 claims 8
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- QSLUWZMIMXNLJV-UHFFFAOYSA-L calcium methanol dichloride Chemical compound [Cl-].[Cl-].[Ca+2].OC QSLUWZMIMXNLJV-UHFFFAOYSA-L 0.000 claims 1
- 239000002198 insoluble material Substances 0.000 claims 1
- 231100000252 nontoxic Toxicity 0.000 claims 1
- 230000003000 nontoxic effect Effects 0.000 claims 1
- 239000003921 oil Substances 0.000 abstract description 24
- 239000003094 microcapsule Substances 0.000 abstract description 15
- 239000007787 solid Substances 0.000 abstract description 2
- 238000010525 oxidative degradation reaction Methods 0.000 abstract 1
- 235000019198 oils Nutrition 0.000 description 21
- 239000000499 gel Substances 0.000 description 7
- 239000012071 phase Substances 0.000 description 6
- 108010010803 Gelatin Proteins 0.000 description 5
- 229920000159 gelatin Polymers 0.000 description 5
- 235000019322 gelatine Nutrition 0.000 description 5
- 235000011852 gelatine desserts Nutrition 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000011325 microbead Substances 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 230000018044 dehydration Effects 0.000 description 3
- 238000006297 dehydration reaction Methods 0.000 description 3
- 229960004756 ethanol Drugs 0.000 description 3
- 238000001879 gelation Methods 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 235000019165 vitamin E Nutrition 0.000 description 3
- 239000011709 vitamin E Substances 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- 240000004543 Vicia ervilia Species 0.000 description 2
- 239000011149 active material Substances 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000007764 o/w emulsion Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002195 soluble material Substances 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- UPYKUZBSLRQECL-UKMVMLAPSA-N Lycopene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(=C)CCCC1(C)C)C=CC=C(/C)C=CC2C(=C)CCCC2(C)C UPYKUZBSLRQECL-UKMVMLAPSA-N 0.000 description 1
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- 229930003448 Vitamin K Natural products 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 229910001422 barium ion Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000005473 carotenes Nutrition 0.000 description 1
- 150000001746 carotenes Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229910001425 magnesium ion Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 229960002900 methylcellulose Drugs 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- SHUZOJHMOBOZST-UHFFFAOYSA-N phylloquinone Natural products CC(C)CCCCC(C)CCC(C)CCCC(=CCC1=C(C)C(=O)c2ccccc2C1=O)C SHUZOJHMOBOZST-UHFFFAOYSA-N 0.000 description 1
- 150000004804 polysaccharides Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 235000019168 vitamin K Nutrition 0.000 description 1
- 239000011712 vitamin K Substances 0.000 description 1
- 150000003721 vitamin K derivatives Chemical class 0.000 description 1
- 229940046010 vitamin k Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1629—Organic macromolecular compounds
- A61K9/1652—Polysaccharides, e.g. alginate, cellulose derivatives; Cyclodextrin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5036—Polysaccharides, e.g. gums, alginate; Cyclodextrin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/08—Simple coacervation, i.e. addition of highly hydrophilic material
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Preparation (AREA)
- Manufacturing Of Micro-Capsules (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/205,340 US4389419A (en) | 1980-11-10 | 1980-11-10 | Vitamin encapsulation |
| US205,340 | 1980-11-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1164800A true CA1164800A (en) | 1984-04-03 |
Family
ID=22761797
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000389651A Expired CA1164800A (en) | 1980-11-10 | 1981-11-06 | Vitamin encapsulation |
Country Status (6)
Families Citing this family (50)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4695463A (en) * | 1985-05-24 | 1987-09-22 | Warner-Lambert Company | Delivery system for active ingredients and preparation thereof |
| US4683092A (en) * | 1985-07-03 | 1987-07-28 | Damon Biotech, Inc. | Capsule loading technique |
| IL79052A0 (en) * | 1986-06-06 | 1986-11-30 | Univ Ramot | Device and process for production of alginate-shell beads containing biologically active material |
| US4933185A (en) * | 1986-09-24 | 1990-06-12 | Massachusetts Institute Of Technology | System for controlled release of biologically active compounds |
| US5427935A (en) * | 1987-07-24 | 1995-06-27 | The Regents Of The University Of Michigan | Hybrid membrane bead and process for encapsulating materials in semi-permeable hybrid membranes |
| US5441878A (en) * | 1987-12-08 | 1995-08-15 | Thies Technology, Inc. | Preparation of uniform droplets by using gas pressure to force liquid from a syringe and flowing gas to detach droplets |
| US4915965A (en) * | 1988-02-25 | 1990-04-10 | Yoshio Tanaka | Process for production of encapsulated foodstuff containing dunaliella algae |
| WO1991011915A1 (en) * | 1990-02-08 | 1991-08-22 | Hinman Dan D | Feed pellet for increasing ruminal microbial activity |
| KR930006431B1 (ko) * | 1990-10-11 | 1993-07-16 | 재단법인 한국화학연구소 | 약물의 미세캡슐화 방법 |
| JPH0468978U (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1990-10-17 | 1992-06-18 | ||
| JPH0749308B2 (ja) * | 1992-04-14 | 1995-05-31 | 積水アイコー株式会社 | ワンプッシュスクイズ式二重構造型接着剤包装容器 |
| DE4405545A1 (de) * | 1994-02-22 | 1995-08-31 | Dietl Hans | Fettlösliche Vitamine enthaltende Zubereitung zur oralen Applikation |
| US5938990A (en) * | 1994-07-01 | 1999-08-17 | Roche Vitamins Inc. | Encapsulation of oleophilic substances and compositions produced thereby |
| US5589187A (en) * | 1995-06-07 | 1996-12-31 | Wisconsin Alumni Research Foundation | Protective encapsulation of micronutrients for ingestion by avian species |
| TR199900760T2 (xx) * | 1996-10-09 | 1999-07-21 | Givaudan-Roure (International) S.A. | G�da veya t�t�n katk�s� boncuklar haz�rlama i�lemi. |
| PL332669A1 (en) * | 1996-10-09 | 1999-09-27 | Givaudan Roure Int | Method of obtaining minute beads constituting a food additive |
| DE19644343A1 (de) * | 1996-10-25 | 1998-04-30 | Privates Inst Bioserv Gmbh | Geschmacksneutrale Mikrokapseln, Verfahren zu ihrer Herstellung sowie ihre Verwendung |
| ES2129334B1 (es) * | 1996-11-22 | 2000-04-01 | Lipotec Sa | Un producto para incorporar ingredientes dieteticos y alimentarios en bebidas, en productos para alimentacion y en productos para la dietetica. |
| GB9817183D0 (en) * | 1998-08-06 | 1998-10-07 | Unilever Plc | Frozen low-fat food emulsions and processes therefor |
| US6146671A (en) * | 1999-05-08 | 2000-11-14 | Kemin Industries, Inc. | Method and protecting heat-or oxygen-labile compounds to preserve activity and bioavailability |
| EP1115295A4 (en) * | 1998-09-25 | 2004-12-15 | Kemin Ind Inc | PROCESS FOR PROTECTION OF HEAT AND BZW. OXYGEN-SENSITIVE COMPOUNDS FOR MAINTAINING EFFICIENCY AND BIODEGRADABILITY |
| WO2000046337A1 (en) | 1999-02-02 | 2000-08-10 | Quest International B.V. | Detergent composition |
| EP1116515A3 (en) * | 2000-01-11 | 2002-08-21 | Givaudan SA | Encapsulated liquid |
| CA2423484A1 (en) | 2000-09-27 | 2002-04-04 | Verion Inc. | Instant water dissolvable encapsulate and process |
| CA2441108A1 (en) * | 2001-04-05 | 2002-10-17 | Universite Laval | Process for making delivery matrix and uses thereof |
| US7097868B2 (en) * | 2001-08-23 | 2006-08-29 | Bio-Dar Ltd. | Stable coated microcapsules |
| JP2006516396A (ja) | 2003-01-31 | 2006-07-06 | デーエスエム アイピー アセッツ ベー． ヴェー． | カロテノイドを含む新規な組成物 |
| ES2228243B1 (es) * | 2003-03-28 | 2006-04-01 | Universidad De Alcala | Microgranulos reticulados biodegradables con un aceite farmaceutico para dirigir farmacos al colon. |
| EP1718278A1 (de) * | 2004-01-31 | 2006-11-08 | Cavis Microcaps GmbH | Mikrokapsel mit steuerbarer oder verzögerter freisetzung zur immobilisierung von chemischen und/oder biologischen materialien sowie verfahren zu ihrer herstellung |
| US20060193950A1 (en) * | 2004-02-20 | 2006-08-31 | Axelrod Glen S | Pet food with enhanced nutritional value |
| US20080044481A1 (en) * | 2004-05-27 | 2008-02-21 | Mordechai Harel | Microparticles for Oral Delivery |
| US20060035001A1 (en) * | 2004-08-16 | 2006-02-16 | Satterfield Artus L | Phytonutrient oils |
| DE102005020551A1 (de) * | 2005-05-03 | 2006-11-09 | Degussa Ag | Feste, redispergierbare Emulsion |
| DE102005044189A1 (de) * | 2005-09-15 | 2007-03-22 | Degussa Ag | Pellets aus Diacylperoxid in einer Polysaccharidmatrix |
| WO2007038616A2 (en) * | 2005-09-28 | 2007-04-05 | University Of Massachusetts | Encapsulated emulsions and methods of preparation |
| DE102006039509A1 (de) * | 2005-12-20 | 2007-06-28 | Cavis Microcaps Gmbh | Gewürzmischung für Lebensmittel |
| US20070149642A1 (en) * | 2005-12-28 | 2007-06-28 | Sunstar, Inc. | Denture fixative composition |
| GB0601498D0 (en) * | 2006-01-25 | 2006-03-08 | Probio Nutraceuticals As | Product |
| PL1964479T3 (pl) * | 2007-02-14 | 2013-09-30 | Dsm Ip Assets Bv | Sposób wytwarzania proszku zawierającego karotenoidy |
| EP2065036A1 (de) * | 2007-11-27 | 2009-06-03 | Nutri Team GmbH | Vitaminpräparat |
| US20090136592A1 (en) * | 2007-11-27 | 2009-05-28 | Tanja Lautenschlager | Vitamin preparation |
| GB0818473D0 (en) | 2008-10-08 | 2008-11-12 | Probio Nutraceuticals As | Composition |
| US9743688B2 (en) | 2010-03-26 | 2017-08-29 | Philip Morris Usa Inc. | Emulsion/colloid mediated flavor encapsulation and delivery with tobacco-derived lipids |
| AR081743A1 (es) | 2010-03-26 | 2012-10-17 | Philip Morris Prod | Fabricacion de capsulas de nucleo/caparazon de diferentes geometrias y tratamiento a partir de las mismas |
| MX2012014872A (es) | 2010-06-24 | 2013-01-24 | Prayon S A | Compuesto activo estabilizado. |
| WO2012047098A1 (en) | 2010-10-04 | 2012-04-12 | Dishman Pharmaceuticals And Chemicals Ltd. | Encapsulated fat-soluble vitamin |
| DE102012202563A1 (de) | 2012-02-20 | 2013-08-22 | Lufthansa Technik Ag | Filtergranulat |
| DE102014206081A1 (de) | 2014-03-31 | 2015-10-01 | Lufthansa Technik Ag | Filter |
| EP3780969A4 (en) * | 2018-04-17 | 2022-01-26 | Clearh2o, Inc. | ALGINATE BEADS AND PROCESSES FOR THE PRODUCTION AND USE THEREOF |
| WO2021048857A1 (en) | 2019-09-10 | 2021-03-18 | Grace Breeding Ltd. | Alginate sludge composition comprising non-pathogenic bacteria and hydrophilic and lipophilic substances for agricultural use |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB931148A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1900-01-01 | |||
| US1964867A (en) * | 1928-05-03 | 1934-07-03 | Vitamin Food Co Inc | Preservation of vitamins |
| US1879762A (en) * | 1931-02-12 | 1932-09-27 | Squibb & Sons Inc | Protection of autoxidizable materials |
| US2022464A (en) * | 1933-02-17 | 1935-11-26 | Carroll L Griffith | Vitamin concentrate |
| US2218591A (en) * | 1936-10-10 | 1940-10-22 | Atlantic Coast Fisheries Co | Vitamin preparation |
| US2183053A (en) * | 1936-12-03 | 1939-12-12 | Atlantic Coast Fisheries Co | Vitamin preparation and method of making same |
| US2348503A (en) * | 1941-08-23 | 1944-05-09 | Atlantic Coast Fisheries Co | Vitamin preparation and method of making same |
| US2375279A (en) * | 1942-05-07 | 1945-05-08 | Nat Oil Prod Co | Fat-soluble vitamin product |
| US2410417A (en) * | 1944-03-04 | 1946-11-05 | Lever Brothers Ltd | Vitamin and mineral dietary supplement and method of making |
| US2650895A (en) * | 1947-02-24 | 1953-09-01 | Mead Johnson & Co | Spray dried vitamin a and d emulsion |
| US2635067A (en) * | 1950-01-27 | 1953-04-14 | Kelco Co | Alginate pastes |
| US2643209A (en) * | 1951-05-16 | 1953-06-23 | Pfizer & Co C | Vitamin a acetate gelatin beadlets |
| US2691619A (en) * | 1951-09-18 | 1954-10-12 | Pfizer & Co C | Fat-soluble vitamin-containing products and process therefor |
| US2766478A (en) * | 1951-10-15 | 1956-10-16 | Gasoline Res Ind And Commercia | Encapsulating method and apparatus |
| US2756177A (en) * | 1953-03-09 | 1956-07-24 | Hoffmann La Roche | Process for making fat-soluble vitamin active powder |
| US2828206A (en) * | 1954-02-24 | 1958-03-25 | Roseuberg Adolf | Stabilized fat-soluble vitamins and methods of making same |
| GB762700A (en) * | 1954-05-17 | 1956-12-05 | Alginate Ind Ltd | Improvements in or relating to encapsulation |
| US2827452A (en) * | 1955-05-31 | 1958-03-18 | Univ Minnesota | Stabilization of materials |
| NL122393C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1957-09-17 | |||
| US2940900A (en) * | 1957-09-25 | 1960-06-14 | Eastman Kodak Co | Dry vitamine e composition |
| US2897119A (en) * | 1957-11-12 | 1959-07-28 | Camp Sea Food Company Inc Van | Stable powdered oil soluble vitamins and method of preparing stable powdered oil soluble vitamins |
| US3056728A (en) * | 1958-10-14 | 1962-10-02 | Ohtaki Shinshiro | Process for manufacturing powdered preparations containing fat-soluble vitamins, essential oils, and mixtures thereof |
| FR1468601A (fr) * | 1958-12-22 | 1967-02-10 | Ncr Co | Procédé de formation d'enduits protecteurs pour des particules solides et liquides |
| NL256065A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1959-10-01 | |||
| NL250281A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1960-04-07 | |||
| US3143475A (en) * | 1961-01-23 | 1964-08-04 | Hoffmann La Roche | Vitamin-containing gelatin beadlets and the process of preparing them |
| US3159585A (en) * | 1961-04-12 | 1964-12-01 | Nat Starch Chem Corp | Method of encapsulating water insoluble oils and product thereof |
| US3099602A (en) * | 1961-05-09 | 1963-07-30 | Eastman Kodak Co | Process of preparing gum acacia pharmaceutical vehicle |
| US3137630A (en) * | 1961-06-09 | 1964-06-16 | Eastman Kodak Co | Process for preparing a dry, finely divided, gelatin particle product |
| US3173838A (en) * | 1962-03-28 | 1965-03-16 | Eastman Kodak Co | Solid, vitamin e-active product and process for making it |
| US3293132A (en) * | 1963-03-25 | 1966-12-20 | Merck & Co Inc | Spray dried vitamin compositions and method of preparation |
| US3361632A (en) * | 1964-05-08 | 1968-01-02 | Hoechst Ag | Medicinal preparations having a protracted activity and method of making them |
| GB1142147A (en) * | 1965-05-28 | 1969-02-05 | Glaxo Lab Ltd | A process for making free-flowing gel particles |
| US3869539A (en) * | 1966-12-01 | 1975-03-04 | Ferrosan As | Preparations containing fat-soluble vitamins in dry, particulate, free-flowing form dispersible in cold water and method of producing such preparations |
| US3666678A (en) * | 1968-01-12 | 1972-05-30 | Benjamin Mosier | Process of encapsulating basic nitrogen compounds with acid-precursor gelatin |
| US3574826A (en) * | 1968-02-27 | 1971-04-13 | Nat Patent Dev Corp | Hydrophilic polymers having vitamins absorbed therein |
| US3608083A (en) * | 1968-06-05 | 1971-09-21 | Hoffmann La Roche | Vitamin e powder |
| DE1917738B2 (de) * | 1969-04-05 | 1980-06-26 | Bayer Ag, 5090 Leverkusen | Verfahren zum Einbetten bzw Umhüllen von festen oder flussigen Substanzen |
| US3819838A (en) * | 1970-08-04 | 1974-06-25 | Bush Boake Allen Ltd | Encapsulated flavoring composition |
| US3733205A (en) * | 1970-08-07 | 1973-05-15 | Pfizer | Enzymatic removal of diacetyl from fermented beverages |
| US3962416A (en) * | 1971-01-25 | 1976-06-08 | Sol Katzen | Preserved nutrients and products |
| US3749799A (en) * | 1972-02-04 | 1973-07-31 | Hoffmann La Roche | Stable dry vitamin a preparations |
| US3914430A (en) * | 1972-04-10 | 1975-10-21 | Hoffmann La Roche | Free-flowing, high density, agglomerated vitamin E powder compositions |
| BE791458A (fr) * | 1972-07-31 | 1973-05-16 | Merck & Co Inc | Produit microencapsule |
| US3971852A (en) * | 1973-06-12 | 1976-07-27 | Polak's Frutal Works, Inc. | Process of encapsulating an oil and product produced thereby |
| US4020005A (en) * | 1975-02-24 | 1977-04-26 | Lang John L | Gelled reagent materials |
| CH627449A5 (de) * | 1977-03-25 | 1982-01-15 | Hoffmann La Roche | Verfahren zur herstellung von mikrokristallinem vitamin a-acetat, sowie von trockenen, frei-fliessenden praeparaten, in welchen vitamin a-acetat in mikrokristalliner form vorliegt. |
| JPS557241A (en) * | 1978-06-30 | 1980-01-19 | Nippon Carbide Ind Co Ltd | Artificial granules and their preparation |
-
1980
- 1980-11-10 US US06/205,340 patent/US4389419A/en not_active Expired - Lifetime
-
1981
- 1981-11-06 CA CA000389651A patent/CA1164800A/en not_active Expired
- 1981-11-09 FR FR8120957A patent/FR2493701B1/fr not_active Expired
- 1981-11-10 JP JP56179111A patent/JPS57150613A/ja active Granted
- 1981-11-10 GB GB8133857A patent/GB2086835B/en not_active Expired
- 1981-11-10 DE DE19813144683 patent/DE3144683A1/de not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| DE3144683A1 (de) | 1982-06-24 |
| FR2493701A1 (fr) | 1982-05-14 |
| GB2086835A (en) | 1982-05-19 |
| FR2493701B1 (fr) | 1986-11-14 |
| GB2086835B (en) | 1984-04-18 |
| JPS57150613A (en) | 1982-09-17 |
| US4389419A (en) | 1983-06-21 |
| JPS6250446B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1987-10-24 |
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