DK2553000T3 - Behandling af biopolymerer med høj molekylvægt med et superkritisk fluid - Google Patents
Behandling af biopolymerer med høj molekylvægt med et superkritisk fluid Download PDFInfo
- Publication number
- DK2553000T3 DK2553000T3 DK11761878.5T DK11761878T DK2553000T3 DK 2553000 T3 DK2553000 T3 DK 2553000T3 DK 11761878 T DK11761878 T DK 11761878T DK 2553000 T3 DK2553000 T3 DK 2553000T3
- Authority
- DK
- Denmark
- Prior art keywords
- solvent
- water
- ethanol
- particles
- gas
- Prior art date
Links
- 229920001222 biopolymer Polymers 0.000 title claims description 59
- 239000012530 fluid Substances 0.000 title description 68
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 230
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 142
- 239000002245 particle Substances 0.000 claims description 137
- 238000000034 method Methods 0.000 claims description 107
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 85
- 239000000203 mixture Substances 0.000 claims description 70
- 230000008569 process Effects 0.000 claims description 67
- 230000000975 bioactive effect Effects 0.000 claims description 62
- 239000002105 nanoparticle Substances 0.000 claims description 54
- 239000007864 aqueous solution Substances 0.000 claims description 53
- 239000012296 anti-solvent Substances 0.000 claims description 50
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 48
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 42
- 238000001556 precipitation Methods 0.000 claims description 42
- 239000006184 cosolvent Substances 0.000 claims description 41
- 239000011859 microparticle Substances 0.000 claims description 39
- 229920000084 Gum arabic Polymers 0.000 claims description 37
- 239000000205 acacia gum Substances 0.000 claims description 37
- 235000010489 acacia gum Nutrition 0.000 claims description 37
- 239000007789 gas Substances 0.000 claims description 37
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 31
- 239000000463 material Substances 0.000 claims description 26
- 239000002904 solvent Substances 0.000 claims description 26
- 235000021323 fish oil Nutrition 0.000 claims description 25
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
- FYGDTMLNYKFZSV-URKRLVJHSA-N (2s,3r,4s,5s,6r)-2-[(2r,4r,5r,6s)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(2r,4r,5r,6s)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1[C@@H](CO)O[C@@H](OC2[C@H](O[C@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-URKRLVJHSA-N 0.000 claims description 21
- 239000003960 organic solvent Substances 0.000 claims description 21
- 239000000835 fiber Substances 0.000 claims description 18
- 229920002498 Beta-glucan Polymers 0.000 claims description 17
- 150000002632 lipids Chemical class 0.000 claims description 15
- 239000001569 carbon dioxide Substances 0.000 claims description 12
- 235000021466 carotenoid Nutrition 0.000 claims description 11
- 150000001747 carotenoids Chemical class 0.000 claims description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 150000004676 glycans Chemical class 0.000 claims description 10
- 229920001282 polysaccharide Polymers 0.000 claims description 10
- 239000005017 polysaccharide Substances 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 6
- 239000013557 residual solvent Substances 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 239000002417 nutraceutical Substances 0.000 claims description 4
- 235000021436 nutraceutical agent Nutrition 0.000 claims description 4
- 102000004169 proteins and genes Human genes 0.000 claims description 4
- 108090000623 proteins and genes Proteins 0.000 claims description 4
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 239000010773 plant oil Substances 0.000 claims description 3
- 150000008442 polyphenolic compounds Chemical class 0.000 claims description 3
- 235000013824 polyphenols Nutrition 0.000 claims description 3
- 239000002260 anti-inflammatory agent Substances 0.000 claims description 2
- 230000003110 anti-inflammatory effect Effects 0.000 claims description 2
- 230000000845 anti-microbial effect Effects 0.000 claims description 2
- 230000000840 anti-viral effect Effects 0.000 claims description 2
- 229940121375 antifungal agent Drugs 0.000 claims description 2
- 230000003078 antioxidant effect Effects 0.000 claims description 2
- 235000021281 monounsaturated fatty acids Nutrition 0.000 claims description 2
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 claims description 2
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 2
- 150000003505 terpenes Chemical class 0.000 claims description 2
- 229930003799 tocopherol Natural products 0.000 claims description 2
- 239000011732 tocopherol Substances 0.000 claims description 2
- 241000978776 Senegalia senegal Species 0.000 claims 1
- 239000003429 antifungal agent Substances 0.000 claims 1
- 239000004599 antimicrobial Substances 0.000 claims 1
- 239000003443 antiviral agent Substances 0.000 claims 1
- 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 1
- 239000003814 drug Substances 0.000 claims 1
- 238000000227 grinding Methods 0.000 claims 1
- 229960001295 tocopherol Drugs 0.000 claims 1
- 235000010384 tocopherol Nutrition 0.000 claims 1
- 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 1
- 230000015572 biosynthetic process Effects 0.000 description 38
- 244000215068 Acacia senegal Species 0.000 description 36
- 239000000243 solution Substances 0.000 description 30
- 239000003921 oil Substances 0.000 description 29
- 235000019198 oils Nutrition 0.000 description 29
- 210000004027 cell Anatomy 0.000 description 28
- 238000000889 atomisation Methods 0.000 description 25
- 239000000843 powder Substances 0.000 description 25
- 238000001035 drying Methods 0.000 description 22
- 238000002474 experimental method Methods 0.000 description 22
- 238000005507 spraying Methods 0.000 description 22
- 238000012545 processing Methods 0.000 description 19
- 238000005470 impregnation Methods 0.000 description 18
- 238000013461 design Methods 0.000 description 17
- 239000000839 emulsion Substances 0.000 description 17
- 238000009826 distribution Methods 0.000 description 15
- 230000000694 effects Effects 0.000 description 15
- 238000002347 injection Methods 0.000 description 15
- 239000007924 injection Substances 0.000 description 15
- 235000019519 canola oil Nutrition 0.000 description 13
- 239000000828 canola oil Substances 0.000 description 13
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
- 239000006185 dispersion Substances 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 238000005538 encapsulation Methods 0.000 description 10
- 239000007787 solid Substances 0.000 description 10
- 235000013305 food Nutrition 0.000 description 9
- 239000002244 precipitate Substances 0.000 description 9
- 238000000605 extraction Methods 0.000 description 8
- 239000003094 microcapsule Substances 0.000 description 8
- 239000011257 shell material Substances 0.000 description 7
- 239000007921 spray Substances 0.000 description 7
- 102000016943 Muramidase Human genes 0.000 description 6
- 108010014251 Muramidase Proteins 0.000 description 6
- 108010062010 N-Acetylmuramoyl-L-alanine Amidase Proteins 0.000 description 6
- 238000002425 crystallisation Methods 0.000 description 6
- 230000001804 emulsifying effect Effects 0.000 description 6
- 239000004325 lysozyme Substances 0.000 description 6
- 229960000274 lysozyme Drugs 0.000 description 6
- 235000010335 lysozyme Nutrition 0.000 description 6
- 239000002077 nanosphere Substances 0.000 description 6
- 238000005063 solubilization Methods 0.000 description 6
- 230000007928 solubilization Effects 0.000 description 6
- 229920001410 Microfiber Polymers 0.000 description 5
- 239000003570 air Substances 0.000 description 5
- 238000004090 dissolution Methods 0.000 description 5
- 239000003658 microfiber Substances 0.000 description 5
- 238000000517 particles from gas-saturated solution Methods 0.000 description 5
- 238000000194 supercritical-fluid extraction Methods 0.000 description 5
- 240000005979 Hordeum vulgare Species 0.000 description 4
- 235000007340 Hordeum vulgare Nutrition 0.000 description 4
- -1 agglomerates Substances 0.000 description 4
- 238000011161 development Methods 0.000 description 4
- 230000018109 developmental process Effects 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 238000004128 high performance liquid chromatography Methods 0.000 description 4
- 210000001724 microfibril Anatomy 0.000 description 4
- 239000002114 nanocomposite Substances 0.000 description 4
- 239000012798 spherical particle Substances 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- 244000000626 Daucus carota Species 0.000 description 3
- 235000002767 Daucus carota Nutrition 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- OENHQHLEOONYIE-UKMVMLAPSA-N all-trans beta-carotene Natural products CC=1CCCC(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C OENHQHLEOONYIE-UKMVMLAPSA-N 0.000 description 3
- 238000013459 approach Methods 0.000 description 3
- 235000013734 beta-carotene Nutrition 0.000 description 3
- TUPZEYHYWIEDIH-WAIFQNFQSA-N beta-carotene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)C=CC=C(/C)C=CC2=CCCCC2(C)C TUPZEYHYWIEDIH-WAIFQNFQSA-N 0.000 description 3
- 239000011648 beta-carotene Substances 0.000 description 3
- 229960002747 betacarotene Drugs 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 239000010419 fine particle Substances 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 239000003607 modifier Substances 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 238000004626 scanning electron microscopy Methods 0.000 description 3
- 230000003381 solubilizing effect Effects 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 3
- 241000251468 Actinopterygii Species 0.000 description 2
- 229920002307 Dextran Polymers 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- FLISWPFVWWWNNP-BQYQJAHWSA-N dihydro-3-(1-octenyl)-2,5-furandione Chemical compound CCCCCC\C=C\C1CC(=O)OC1=O FLISWPFVWWWNNP-BQYQJAHWSA-N 0.000 description 2
- 235000020673 eicosapentaenoic acid Nutrition 0.000 description 2
- 229960005135 eicosapentaenoic acid Drugs 0.000 description 2
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 238000011067 equilibration Methods 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 235000019688 fish Nutrition 0.000 description 2
- 238000011010 flushing procedure Methods 0.000 description 2
- 125000005456 glyceride group Chemical group 0.000 description 2
- 230000002779 inactivation Effects 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 230000001788 irregular Effects 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 238000003801 milling Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 238000001046 rapid expansion of supercritical solution Methods 0.000 description 2
- 238000001878 scanning electron micrograph Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 230000000007 visual effect Effects 0.000 description 2
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 description 1
- DVSZKTAMJJTWFG-SKCDLICFSA-N (2e,4e,6e,8e,10e,12e)-docosa-2,4,6,8,10,12-hexaenoic acid Chemical compound CCCCCCCCC\C=C\C=C\C=C\C=C\C=C\C=C\C(O)=O DVSZKTAMJJTWFG-SKCDLICFSA-N 0.000 description 1
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
- GZJLLYHBALOKEX-UHFFFAOYSA-N 6-Ketone, O18-Me-Ussuriedine Natural products CC=CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O GZJLLYHBALOKEX-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241001454694 Clupeiformes Species 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 102000003886 Glycoproteins Human genes 0.000 description 1
- 108090000288 Glycoproteins Proteins 0.000 description 1
- 241000221931 Hypomyces rosellus Species 0.000 description 1
- 229920001202 Inulin Polymers 0.000 description 1
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 1
- 229910025794 LaB6 Inorganic materials 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- 239000004368 Modified starch Substances 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- MUPFEKGTMRGPLJ-RMMQSMQOSA-N Raffinose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 MUPFEKGTMRGPLJ-RMMQSMQOSA-N 0.000 description 1
- 241001125046 Sardina pilchardus Species 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 description 1
- MUPFEKGTMRGPLJ-UHFFFAOYSA-N UNPD196149 Natural products OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(COC2C(C(O)C(O)C(CO)O2)O)O1 MUPFEKGTMRGPLJ-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000004964 aerogel Substances 0.000 description 1
- HDTRYLNUVZCQOY-LIZSDCNHSA-N alpha,alpha-trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 description 1
- 235000019513 anchovy Nutrition 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 229940124599 anti-inflammatory drug Drugs 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 238000010420 art technique Methods 0.000 description 1
- 235000001053 badasse Nutrition 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 229920002988 biodegradable polymer Polymers 0.000 description 1
- 239000004621 biodegradable polymer Substances 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 230000009172 bursting Effects 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- PBAYDYUZOSNJGU-UHFFFAOYSA-N chelidonic acid Natural products OC(=O)C1=CC(=O)C=C(C(O)=O)O1 PBAYDYUZOSNJGU-UHFFFAOYSA-N 0.000 description 1
- 238000000975 co-precipitation Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 235000020669 docosahexaenoic acid Nutrition 0.000 description 1
- KAUVQQXNCKESLC-UHFFFAOYSA-N docosahexaenoic acid (DHA) Natural products COC(=O)C(C)NOCC1=CC=CC=C1 KAUVQQXNCKESLC-UHFFFAOYSA-N 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 229940088598 enzyme Drugs 0.000 description 1
- 210000003527 eukaryotic cell Anatomy 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003517 fume Substances 0.000 description 1
- 238000000278 gas antisolvent technique Methods 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 235000020688 green tea extract Nutrition 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000008821 health effect Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 230000000415 inactivating effect Effects 0.000 description 1
- 230000036512 infertility Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- JYJIGFIDKWBXDU-MNNPPOADSA-N inulin Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(OC[C@]3(OC[C@]4(OC[C@]5(OC[C@]6(OC[C@]7(OC[C@]8(OC[C@]9(OC[C@]%10(OC[C@]%11(OC[C@]%12(OC[C@]%13(OC[C@]%14(OC[C@]%15(OC[C@]%16(OC[C@]%17(OC[C@]%18(OC[C@]%19(OC[C@]%20(OC[C@]%21(OC[C@]%22(OC[C@]%23(OC[C@]%24(OC[C@]%25(OC[C@]%26(OC[C@]%27(OC[C@]%28(OC[C@]%29(OC[C@]%30(OC[C@]%31(OC[C@]%32(OC[C@]%33(OC[C@]%34(OC[C@]%35(OC[C@]%36(O[C@@H]%37[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O%37)O)[C@H]([C@H](O)[C@@H](CO)O%36)O)[C@H]([C@H](O)[C@@H](CO)O%35)O)[C@H]([C@H](O)[C@@H](CO)O%34)O)[C@H]([C@H](O)[C@@H](CO)O%33)O)[C@H]([C@H](O)[C@@H](CO)O%32)O)[C@H]([C@H](O)[C@@H](CO)O%31)O)[C@H]([C@H](O)[C@@H](CO)O%30)O)[C@H]([C@H](O)[C@@H](CO)O%29)O)[C@H]([C@H](O)[C@@H](CO)O%28)O)[C@H]([C@H](O)[C@@H](CO)O%27)O)[C@H]([C@H](O)[C@@H](CO)O%26)O)[C@H]([C@H](O)[C@@H](CO)O%25)O)[C@H]([C@H](O)[C@@H](CO)O%24)O)[C@H]([C@H](O)[C@@H](CO)O%23)O)[C@H]([C@H](O)[C@@H](CO)O%22)O)[C@H]([C@H](O)[C@@H](CO)O%21)O)[C@H]([C@H](O)[C@@H](CO)O%20)O)[C@H]([C@H](O)[C@@H](CO)O%19)O)[C@H]([C@H](O)[C@@H](CO)O%18)O)[C@H]([C@H](O)[C@@H](CO)O%17)O)[C@H]([C@H](O)[C@@H](CO)O%16)O)[C@H]([C@H](O)[C@@H](CO)O%15)O)[C@H]([C@H](O)[C@@H](CO)O%14)O)[C@H]([C@H](O)[C@@H](CO)O%13)O)[C@H]([C@H](O)[C@@H](CO)O%12)O)[C@H]([C@H](O)[C@@H](CO)O%11)O)[C@H]([C@H](O)[C@@H](CO)O%10)O)[C@H]([C@H](O)[C@@H](CO)O9)O)[C@H]([C@H](O)[C@@H](CO)O8)O)[C@H]([C@H](O)[C@@H](CO)O7)O)[C@H]([C@H](O)[C@@H](CO)O6)O)[C@H]([C@H](O)[C@@H](CO)O5)O)[C@H]([C@H](O)[C@@H](CO)O4)O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 JYJIGFIDKWBXDU-MNNPPOADSA-N 0.000 description 1
- 229940029339 inulin Drugs 0.000 description 1
- DKYWVDODHFEZIM-UHFFFAOYSA-N ketoprofen Chemical compound OC(=O)C(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 DKYWVDODHFEZIM-UHFFFAOYSA-N 0.000 description 1
- 229960000991 ketoprofen Drugs 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 244000056931 lavandin Species 0.000 description 1
- 235000009606 lavandin Nutrition 0.000 description 1
- 239000001469 lavandula hydrida abrial herb oil Substances 0.000 description 1
- 238000013178 mathematical model Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 239000007908 nanoemulsion Substances 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000001151 other effect Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
- 229940068065 phytosterols Drugs 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000012716 precipitator Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 210000001236 prokaryotic cell Anatomy 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 235000019512 sardine Nutrition 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000001542 size-exclusion chromatography Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000001808 supercritical antisolvent technique Methods 0.000 description 1
- 238000003815 supercritical carbon dioxide extraction Methods 0.000 description 1
- 238000000352 supercritical drying Methods 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 235000019149 tocopherols Nutrition 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 230000036642 wellbeing Effects 0.000 description 1
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
-
- 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
- A61K9/5089—Processes
-
- 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
- A61K9/51—Nanocapsules; Nanoparticles
- A61K9/5192—Processes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- B29B9/00—Making granules
- B29B9/12—Making granules characterised by structure or composition
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
- C08J3/122—Pulverisation by spraying
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/205—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase
- C08J3/21—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the polymer being premixed with a liquid phase
- C08J3/215—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the polymer being premixed with a liquid phase at least one additive being also premixed with a liquid phase
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2305/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2301/00 or C08J2303/00
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Nanotechnology (AREA)
- Biomedical Technology (AREA)
- Mechanical Engineering (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Medicinal Preparation (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Claims (20)
1. Fremgangsmåde til fremstilling af mikro- eller nanopartikler ud fra en vandig opløsning af en biopolymer med en molekylvægt på 70 kDa eller mere, omfattende trinnet med a) forstøvning af den vandige opløsning sammen med en blanding af en komprimerbar gas omfattende kuldioxid og et vandopløseligt organisk co-opløsnings-middel/antiopløsningsmiddel ind i et tryksat kammer ved en temperatur liggende fra 25 til 80°C og et tryk liggende fra 8 til 40 MPa, hvor co-opløsningsmidlet/antiopløsnings-midlet foreligger i blandingen i en koncentration på 20% til 80% (w:w) i sub- eller superkritisk kuldioxid.
2. Fremgangsmåde ifølge krav 1, som yderligere omfatter trinnet med skylning af kammeret efter afslutning af udfældningen af partikler med tilstrækkelige mængder af en komprimerbar gas for at fjerne eventuelt resterende co-opløsningsmiddel/antiopløs-ningsmiddel.
3. Fremgangsmåde ifølge krav 1 eller 2, hvor det vandopløselige co-opløsningsmid-del/antiopløsningsmiddel omfatter ethanol, acetone eller isopropanol, eller blandinger deraf.
4. Fremgangsmåde ifølge krav 1, hvor den vandige opløsning og den komprimerbare gas/co-opløsningsmiddel/antiopløsningsmiddel forstøves ind i trykkammeret igennem en koaksialdyse.
5. Fremgangsmåde ifølge krav 1, hvor biopolymeren omfatter et polysaccharid.
6. Fremgangsmåde ifølge krav 5, hvor polysaccharidet omfatter gummi-arabicum eller β-glucan.
7. Fremgangsmåde ifølge krav 1, hvor et vandopløseligt organisk opløsningsmiddel blandes med den vandige opløsning før trin (a).
8. Fremgangsmåde ifølge krav 1, omfattende det yderligere trin med skylning af kammeret med en anden gas med en anden densitet end den komprimerbare gas, for at fjerne eventuelle resterende opløsningsmidler.
9. Produkt fremstillet ved fremgangsmåden ifølge krav 1, og omfattende mikro- eller nanopartikler, eller agglomerater deraf, af en biopolymer med en molekylvægt større end 70 kDa, og med en massefylde på mindre end 0,10 g/ml.
10. Produkt ifølge krav 9, som omfatter β-glucan med en massefylde på 0,01 g/ml, efter formaling for dannelse af frit strømmende fiberagglomerater med en længde på mindre end 5 mm.
11. Produkt ifølge krav 9, som er i høj grad opløseligt i vand, således at en 1% (w/w) vandig opløsning dannes på 45 minutter ved 45°C og 30 minutter ved 55°C.
12. Fremgangsmåde til mikroindkapsling af et bioaktivt materiale med en biopolymer omfattende følgende trin: a) opløsning af det bioaktive materiale i et opløsningsmiddel, omfattende vand eller et vandopløseligt organisk opløsningsmiddel, sub- eller superkritisk CO2, en gas-ekspanderet væske, lipider eller blandinger deraf; b) kontinuerlig blanding af det opløste bioaktive materiale i en vandig opløsning af en biopolymer for tilvejebringelse af en blanding; og c) forstøvning af den vandige blanding af bioaktivt materiale og biopolymer sammen med en blanding af en komprimerbar gas og co-opløsningsmiddel/antiopløsningsmiddel i et trykkammer.
13. Fremgangsmåde ifølge krav 12, hvor det bioaktive opløsningsmiddel omfatter vand, ethanol, acetone eller isopropanol, eller blandinger deraf.
14. Fremgangsmåde ifølge krav 12, hvor co-opløsningsmidlet/antiopløsningsmidlet omfatter ethanol, acetone eller isopropanol eller blandinger deraf.
15. Fremgangsmåde ifølge krav 12, hvor den komprimerbare gas omfatter kuldioxid.
16. Fremgangsmåde ifølge krav 12, omfattende det yderligere trin med skylning af kammeret efter afslutning af udfældningen af partikler med tilstrækkelige mængder af den komprimerbare gas, for at fjerne eventuelt resterende opløsningsmiddel eller co-opløsningsmiddel/antiopløsningsmiddel.
17. Fremgangsmåde ifølge krav 16, omfattende det yderligere trin med skylning af kammeret med en anden gas med en lavere densitet end den komprimerbare gas, som blev anvendt i trin c), for at fjerne eventuelt resterende opløsningsmiddel eller co-opløsningsmiddel/antiopløsningsmiddel, for at levere et tørt produkt.
18. Fremgangsmåde ifølge krav 12, hvor det bioaktive materiale omfatter et materiale, som er i det væsentlige opløseligt i et opløsningsmiddel valgt fra gruppen bestående af vand, eller et vandopløseligt organisk opløsningsmiddel, sub- eller superkritisk CO2, gas-ekspanderet ethanol, lipider eller blandinger deraf, og hvilket bioaktive materiale er langt mindre opløseligt i blandinger af tryksat CO2 og opløsningsmidlet ved de betingelser, som anvendes til udfældning af biopolymeren i krav 1.
19. Fremgangsmåde ifølge krav 12, hvor det opløste bioaktive materiale injiceres i trykkammeret under anvendelse af tryksat nitrogen.
20. Fremgangsmåde ifølge ethvert af kravene 12-19, hvor det bioaktive materiale vælges blandt en fiskeolie, en planteolie, et lipid omfattende mono- eller polyumættede fedtsyrer, et carotenoid, en phytosterol, en tocopherol, en polyphenol, et terpenoid, en antioxidant, et peptid, et protein, en farmaceutisk substans, en nutraceutisk substans, et antiinflammatorisk middel, antimikrobielt, antiviralt eller antifungalt middel.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32018210P | 2010-04-01 | 2010-04-01 | |
| PCT/CA2011/000360 WO2011120155A1 (en) | 2010-04-01 | 2011-04-01 | Supercritical fluid treatment of high molecular weight biopolymers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK2553000T3 true DK2553000T3 (da) | 2018-07-16 |
Family
ID=44711268
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK11761878.5T DK2553000T3 (da) | 2010-04-01 | 2011-04-01 | Behandling af biopolymerer med høj molekylvægt med et superkritisk fluid |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US9249266B2 (da) |
| EP (1) | EP2553000B1 (da) |
| CN (1) | CN102918086A (da) |
| CA (1) | CA2794960C (da) |
| DK (1) | DK2553000T3 (da) |
| ES (1) | ES2675120T3 (da) |
| HR (1) | HRP20180938T1 (da) |
| HU (1) | HUE037788T2 (da) |
| PL (1) | PL2553000T3 (da) |
| PT (1) | PT2553000T (da) |
| TR (1) | TR201808779T4 (da) |
| WO (1) | WO2011120155A1 (da) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK2553000T3 (da) | 2010-04-01 | 2018-07-16 | Univ Alberta | Behandling af biopolymerer med høj molekylvægt med et superkritisk fluid |
| DE102017207870A1 (de) * | 2017-05-10 | 2018-11-15 | Robert Bosch Gmbh | Verfahren und Vorrichtung zur Herstellung monodisperser Mikropartikel |
| US20200383679A1 (en) | 2017-11-27 | 2020-12-10 | T.A.G. Medical Devices - Agriculture Cooperative Ltd. | Multiple anchor delivery system and method |
| US20190275442A1 (en) * | 2018-03-08 | 2019-09-12 | Waters Technologies Corporation | Modular extraction vessel and associated methods |
| CN110508373A (zh) * | 2018-05-21 | 2019-11-29 | 广东裕纵新材料科技股份有限公司 | 一种纳米pps的制作方法 |
| CN113425895A (zh) * | 2021-07-12 | 2021-09-24 | 大连大学 | 一种载药骨修复内固定材料及其制备方法 |
| CN115091749B (zh) * | 2022-06-02 | 2023-07-04 | 华中科技大学 | 一种超临界气体辅助电喷雾装置及方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9313642D0 (en) | 1993-07-01 | 1993-08-18 | Glaxo Group Ltd | Method and apparatus for the formation of particles |
| GB9413202D0 (en) * | 1994-06-30 | 1994-08-24 | Univ Bradford | Method and apparatus for the formation of particles |
| FR2824754B1 (fr) | 2001-05-15 | 2004-05-28 | Separex Sa | Procede d'obtention de particules solides a partir d'au moins un produit hydrosoluble |
| US20070120281A1 (en) * | 2005-11-08 | 2007-05-31 | Boris Khusid | Manufacture of fine particles and nano particles and coating thereof |
| WO2007129829A1 (en) * | 2006-05-04 | 2007-11-15 | Bio-Synectics Inc. | Method for preparing nano-scale particle of active material |
| KR100924236B1 (ko) * | 2009-06-23 | 2009-10-29 | 충남대학교산학협력단 | 균일한 입도분포를 가지는 초미세입자의 신규한 제조방법 및 장치 |
| DK2553000T3 (da) | 2010-04-01 | 2018-07-16 | Univ Alberta | Behandling af biopolymerer med høj molekylvægt med et superkritisk fluid |
-
2011
- 2011-04-01 DK DK11761878.5T patent/DK2553000T3/da active
- 2011-04-01 HR HRP20180938TT patent/HRP20180938T1/hr unknown
- 2011-04-01 HU HUE11761878A patent/HUE037788T2/hu unknown
- 2011-04-01 CA CA2794960A patent/CA2794960C/en active Active
- 2011-04-01 PT PT117618785T patent/PT2553000T/pt unknown
- 2011-04-01 PL PL11761878T patent/PL2553000T3/pl unknown
- 2011-04-01 ES ES11761878.5T patent/ES2675120T3/es active Active
- 2011-04-01 EP EP11761878.5A patent/EP2553000B1/en active Active
- 2011-04-01 US US13/638,254 patent/US9249266B2/en active Active
- 2011-04-01 CN CN2011800265083A patent/CN102918086A/zh active Pending
- 2011-04-01 TR TR2018/08779T patent/TR201808779T4/tr unknown
- 2011-04-01 WO PCT/CA2011/000360 patent/WO2011120155A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| US9249266B2 (en) | 2016-02-02 |
| WO2011120155A1 (en) | 2011-10-06 |
| ES2675120T3 (es) | 2018-07-06 |
| EP2553000A4 (en) | 2013-09-04 |
| EP2553000B1 (en) | 2018-03-28 |
| TR201808779T4 (tr) | 2018-07-23 |
| EP2553000A1 (en) | 2013-02-06 |
| CA2794960C (en) | 2016-10-18 |
| HUE037788T2 (hu) | 2018-09-28 |
| HRP20180938T1 (hr) | 2018-07-27 |
| PL2553000T3 (pl) | 2018-09-28 |
| PT2553000T (pt) | 2018-06-14 |
| CA2794960A1 (en) | 2011-10-06 |
| US20130101849A1 (en) | 2013-04-25 |
| CN102918086A (zh) | 2013-02-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DK2553000T3 (da) | Behandling af biopolymerer med høj molekylvægt med et superkritisk fluid | |
| Niu et al. | Recent advances of electrosprayed particles as encapsulation systems of bioactives for food application | |
| Franceschi et al. | Precipitation of β-carotene and PHBV and co-precipitation from SEDS technique using supercritical CO2 | |
| Tapia‐Hernández et al. | Gallic acid‐loaded zein nanoparticles by electrospraying process | |
| Rezaeinia et al. | Electrohydrodynamic atomization of Balangu (Lallemantia royleana) seed gum for the fast-release of Mentha longifolia L. essential oil: Characterization of nano-capsules and modeling the kinetics of release | |
| Li et al. | Nanoparticles by spray drying using innovative new technology: The Büchi Nano Spray Dryer B-90 | |
| Drosou et al. | Encapsulation of bioactive compounds through electrospinning/electrospraying and spray drying: A comparative assessment of food-related applications | |
| Battaglia et al. | Techniques for the preparation of solid lipid nano and microparticles | |
| Charles et al. | Application of yellow mustard mucilage and starch in nanoencapsulation of thymol and carvacrol by emulsion electrospray | |
| Li et al. | Continuous preparation of zein colloidal particles by Flash NanoPrecipitation (FNP) | |
| Ventosa et al. | Depressurization of an expanded liquid organic solution (DELOS): a new procedure for obtaining submicron-or micron-sized crystalline particles | |
| Khoshakhlagh et al. | Encapsulation of D-limonene in Alyssum homolocarpum seed gum nanocapsules by emulsion electrospraying: Morphology characterization and stability assessment | |
| Palazzo et al. | Zein/luteolin microparticles formation using a supercritical fluids assisted technique | |
| Fernández-Ponce et al. | Particle design applied to quercetin using supercritical anti-solvent techniques | |
| Janiszewska et al. | Effect of homogenization parameters on selected physical properties of lemon aroma powder | |
| Niu et al. | Rheological aspects in fabricating pullulan-whey protein isolate emulsion suitable for electrospraying: Application in improving β-carotene stability | |
| Ju et al. | Red-blood-cell-shaped chitosan microparticles prepared by electrospraying | |
| Aliakbarian et al. | Use of Supercritical Assisted Atomization to produce nanoparticles from olive pomace extract | |
| Osorio-Tobón et al. | Precipitation of curcuminoids from an ethanolic turmeric extract using a supercritical antisolvent process | |
| Reverchon et al. | Supercritical fluids based techniques to process pharmaceutical products difficult to micronize: Palmitoylethanolamide | |
| Zabihi et al. | PLGA–HPMC nanoparticles prepared by a modified supercritical anti-solvent technique for the controlled release of insulin | |
| Priamo et al. | Micronization processes by supercritical fluid technologies: a short review on process design (2008-2012) | |
| Guastaferro et al. | Supercritical assisted electrospray/spinning to produce PVP+ quercetin microparticles and microfibers | |
| US20090197973A1 (en) | Method for preparing emulsion or dispersion, and foodstuff, skin externals and medicaments containing emulsion or dispersion obtained by the method | |
| Cerro et al. | Nanoencapsulation of food-grade bioactive compounds using a supercritical fluid extraction of emulsions process: Effect of operational variables on the properties of nanocapsules and new perspectives |