DE466363C - Process for the separation of lipoid mixtures - Google Patents
Process for the separation of lipoid mixturesInfo
- Publication number
- DE466363C DE466363C DEC37178D DEC0037178D DE466363C DE 466363 C DE466363 C DE 466363C DE C37178 D DEC37178 D DE C37178D DE C0037178 D DEC0037178 D DE C0037178D DE 466363 C DE466363 C DE 466363C
- Authority
- DE
- Germany
- Prior art keywords
- mixtures
- separation
- dispersion
- lipoid
- solution
- 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
- 239000000203 mixture Substances 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 3
- 238000000926 separation method Methods 0.000 title claims description 3
- 239000012528 membrane Substances 0.000 claims description 6
- 239000006185 dispersion Substances 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- 239000002152 aqueous-organic solution Substances 0.000 claims 1
- 238000000502 dialysis Methods 0.000 description 6
- CFWRDBDJAOHXSH-SECBINFHSA-N 2-azaniumylethyl [(2r)-2,3-diacetyloxypropyl] phosphate Chemical compound CC(=O)OC[C@@H](OC(C)=O)COP(O)(=O)OCCN CFWRDBDJAOHXSH-SECBINFHSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 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 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 235000012000 cholesterol Nutrition 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 230000012173 estrus Effects 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229940067606 lecithin Drugs 0.000 description 2
- 235000010445 lecithin Nutrition 0.000 description 2
- 239000000787 lecithin Substances 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000000287 crude extract Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000008131 herbal destillate Substances 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 239000008385 outer phase Substances 0.000 description 1
- 210000001672 ovary Anatomy 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/10—Phosphatides, e.g. lecithin
- C07F9/103—Extraction or purification by physical or chemical treatment of natural phosphatides; Preparation of compositions containing phosphatides of unknown structure
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Medicinal Preparation (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
Description
Verfahren zur Trennung von Lipoidgemischen Es ist bekannt, daß in organischen Lösungsmitteln kolloid verteilte Stoffe bei der Dialyse durch solche Membranen, die in wä.ßrigen Lösungsmitteln verteilte Kolloide zurückhalten, ungehindert durchgehen. Daher sind bekanntlich zur Reinigung von Organosolen durch Dialyse ganz andere Membranen erforderlich als für die Dialyse von Hydrosolen.Process for the separation of lipoid mixtures It is known that in organic solvents colloidly distributed substances during dialysis by such Membranes that hold back colloids distributed in aqueous solvents, unhindered go through. Therefore, it is known to purify organosols by dialysis all over different membranes are required than for dialysis of hydrosols.
Es hat sich nun gezeigt, daß für die Dialyse in wäßrigen organischen Lösungsmitteln wieder ganz andere Durchwanderungsgesetze gelten, und daß man solche Stoffe, die .in wäßrigen organischen Lösungsmitteln bei verschiedenem Wassergehalt der Lösungsmittel einen verschiedenen Dispersitätsgrad zeigen, durch Dialyse oder Ultrafiltration in wäßrigen organischen Lösungsmitteln von geeignetemWassergehalt voneinander trennen kann.It has now been shown that for dialysis in aqueous organic Solvents completely different laws of migration apply, and that such Substances that .in aqueous organic solvents with different water content the solvents show a different degree of dispersion, by dialysis or Ultrafiltration in aqueous organic solvents of suitable water content can separate from each other.
Beispiel i Zu einer klaren absolut alkoholischen Lösung (iooccm) eines Gemisches von Kephalin und Lecithin werden 6 ccm Wasser tropfenweise zugesetzt, so daß die vorher optisch reine Lösung beim Schütteln das Freundlich-Dieselhorstsche Schlierenphänomen zeigt. Diese wäßrige alkoholische Lösung wird nun durch ein in bekannter Weise hergestelltes kolloidales Ultrafilter durchgesaugt. Das Filtrat läßt sich durchAceton nicht mehr ausfällen und läßt auch sonst keinen Kephalingehalt mehr erkennen, enthält dagegen das gesamte Lecithin der Ausgangsmischung.Example i For a clear absolutely alcoholic solution (iooccm) one Mixtures of cephalin and lecithin are added dropwise to 6 ccm of water, so that the previously optically pure solution becomes the Freundlich-Dieselhorstsche when shaken Shows streak phenomenon. This aqueous alcoholic solution is now through an in known way produced colloidal ultrafilter sucked through. The filtrate can no longer be precipitated by acetone and does not leave any other cephalin content recognize more, however, contains all of the lecithin of the starting mixture.
Beispiel a Eine Lösung von je o,2 g Salicvlsä;ire und Stearinsäure in iooccm 7oprozentigem Alkohol wird meine in bekannter Weise hergestellte; kolloide Membran von passender Form eingebracht und gegen 70°/" Alkohol dialysiert. Nach mehrfachem Wechsel des Alkohols in der Außenphase bleibt ein Dialyserückstand in dem Säckchen, der keine Salicylsäurereaktion mehr liefert, dagegen die gesamte Stearinsäure der Ausgangslösung enthält.Example a A solution of 0.2 g each of salicvic acid and stearic acid mine is prepared in a known manner in 100% alcohol. colloids Membrane of suitable shape introduced and dialyzed against 70 ° / "alcohol. After If the alcohol is changed several times in the outer phase, a dialysis residue remains in the sachet, which no longer produces a salicylic acid reaction, has all of the stearic acid the starting solution contains.
Beispiel 3 Die Lösung eines Rohextraktes von ausgeschälten Follikeln aus Eierstöcken in 75"/" Alkohol wird durch ein 5 % Kollodiumultrafilter hindurchgesaugt. Die Ausgangslösung enthielt in qo g Trockensubstanz q.oo Mäusebrunsteinheiten, das Ultrafiltrat enthält in ,einem Gesamttrockenrückstand von 2 mg i oo Mäusebrunsteinheiten.Example 3 The solution of a crude extract from peeled follicles from ovaries in 75 "/" alcohol is sucked through a 5% collodion ultrafilter. The starting solution contained q, o g of dry matter, mouse oestrus units, that The ultrafiltrate contains in, a total dry residue of 2 mg 10 oo mouse oestrus units.
Beispiel q.Example q.
Dialysiert man die Lösung eines Kephalin-Cholesterin-Gemisches inwasserfreiem Tetrachlorkohlenstoff durch eine hinreichend dichte V Kolladiummembran, so erhält man in der Außenflüssigkeit Kephalin (gemessen am Kephalinphosphor) und Cholesterin in gleichem Verhältnis, wie es in der Innenflüssigkeit benutzt wurde. Sättigt man die Tetrachlorkohlenstofflösung des Gemisches mit Wasser,- so dialysiert nur noch das Cholesterin, während das Kephalin (vgl. hierzu auch H.Dieselhorstund H.Freundlioh, Internat. Zeitschr. .f. physik.-chem. Biologie, Bd.3, igiö, S.59) in einen anisotrop kolloiden Dispersitätszustand übergegangen ist und von der Membran zurückgehalten wird.If the solution of a cephalin-cholesterol mixture in anhydrous carbon tetrachloride is dialyzed through a sufficiently dense V colladium membrane, cephalin (measured by the cephalin phosphorus) and cholesterol are obtained in the outer fluid in the same ratio as was used in the inner fluid. If the carbon tetrachloride solution of the mixture is saturated with water, only the cholesterol is dialyzed, while the cephalin (cf. also H.Dieselhorst and H.Freundlioh, Internat. Zeitschr. .F. Physik.-chem. Biologie, Vol.3, igiö, p.59) has passed into an anisotropic colloidal state of dispersion and is retained by the membrane.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEC37178D DE466363C (en) | 1925-09-11 | 1925-09-11 | Process for the separation of lipoid mixtures |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEC37178D DE466363C (en) | 1925-09-11 | 1925-09-11 | Process for the separation of lipoid mixtures |
Publications (1)
Publication Number | Publication Date |
---|---|
DE466363C true DE466363C (en) | 1928-10-05 |
Family
ID=7022686
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEC37178D Expired DE466363C (en) | 1925-09-11 | 1925-09-11 | Process for the separation of lipoid mixtures |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE466363C (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0370555A2 (en) * | 1988-11-23 | 1990-05-30 | Shell Internationale Researchmaatschappij B.V. | A process for the separation of a phenol |
-
1925
- 1925-09-11 DE DEC37178D patent/DE466363C/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0370555A2 (en) * | 1988-11-23 | 1990-05-30 | Shell Internationale Researchmaatschappij B.V. | A process for the separation of a phenol |
EP0370555A3 (en) * | 1988-11-23 | 1991-11-06 | Shell Internationale Researchmaatschappij B.V. | A process for the separation of a phenol |
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