DE1060549B - Method of extraction of vitamin B. - Google Patents
Method of extraction of vitamin B.Info
- Publication number
- DE1060549B DE1060549B DEU5420A DEU0005420A DE1060549B DE 1060549 B DE1060549 B DE 1060549B DE U5420 A DEU5420 A DE U5420A DE U0005420 A DEU0005420 A DE U0005420A DE 1060549 B DE1060549 B DE 1060549B
- Authority
- DE
- Germany
- Prior art keywords
- sludge
- vitamin
- calcium hydroxide
- lime
- treatment
- 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.)
- Pending
Links
- 238000000605 extraction Methods 0.000 title description 3
- 229930003270 Vitamin B Natural products 0.000 title 1
- 235000019156 vitamin B Nutrition 0.000 title 1
- 239000011720 vitamin B Substances 0.000 title 1
- 239000000920 calcium hydroxide Substances 0.000 claims description 17
- 235000011116 calcium hydroxide Nutrition 0.000 claims description 17
- 239000010802 sludge Substances 0.000 claims description 14
- 229930003779 Vitamin B12 Natural products 0.000 claims description 13
- FDJOLVPMNUYSCM-WZHZPDAFSA-L cobalt(3+);[(2r,3s,4r,5s)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2r)-1-[3-[(1r,2r,3r,4z,7s,9z,12s,13s,14z,17s,18s,19r)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2 Chemical compound [Co+3].N#[C-].N([C@@H]([C@]1(C)[N-]\C([C@H]([C@@]1(CC(N)=O)C)CCC(N)=O)=C(\C)/C1=N/C([C@H]([C@@]1(CC(N)=O)C)CCC(N)=O)=C\C1=N\C([C@H](C1(C)C)CCC(N)=O)=C/1C)[C@@H]2CC(N)=O)=C\1[C@]2(C)CCC(=O)NC[C@@H](C)OP([O-])(=O)O[C@H]1[C@@H](O)[C@@H](N2C3=CC(C)=C(C)C=C3N=C2)O[C@@H]1CO FDJOLVPMNUYSCM-WZHZPDAFSA-L 0.000 claims description 13
- 239000011715 vitamin B12 Substances 0.000 claims description 13
- 235000019163 vitamin B12 Nutrition 0.000 claims description 13
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 12
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 8
- 239000010801 sewage sludge Substances 0.000 claims description 6
- 238000000855 fermentation Methods 0.000 claims description 4
- 230000004151 fermentation Effects 0.000 claims description 4
- 239000000706 filtrate Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 230000029087 digestion Effects 0.000 description 3
- 239000011575 calcium Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- RMRCNWBMXRMIRW-BYFNXCQMSA-M cyanocobalamin Chemical compound N#C[Co+]N([C@]1([H])[C@H](CC(N)=O)[C@]\2(CCC(=O)NC[C@H](C)OP(O)(=O)OC3[C@H]([C@H](O[C@@H]3CO)N3C4=CC(C)=C(C)C=C4N=C3)O)C)C/2=C(C)\C([C@H](C/2(C)C)CCC(N)=O)=N\C\2=C\C([C@H]([C@@]/2(CC(N)=O)C)CCC(N)=O)=N\C\2=C(C)/C2=N[C@]1(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O RMRCNWBMXRMIRW-BYFNXCQMSA-M 0.000 description 2
- 239000003337 fertilizer Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- 241001134654 Lactobacillus leichmannii Species 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- CUDPBXGHSIVSDE-UHFFFAOYSA-N [Zn][Cu]C#N Chemical compound [Zn][Cu]C#N CUDPBXGHSIVSDE-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 description 1
- 235000000639 cyanocobalamin Nutrition 0.000 description 1
- 239000011666 cyanocobalamin Substances 0.000 description 1
- 229960002104 cyanocobalamin Drugs 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 238000004816 paper chromatography Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H23/00—Compounds containing boron, silicon or a metal, e.g. chelates or vitamin B12
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05F—ORGANIC FERTILISERS NOT COVERED BY SUBCLASSES C05B, C05C, e.g. FERTILISERS FROM WASTE OR REFUSE
- C05F7/00—Fertilisers from waste water, sewage sludge, sea slime, ooze or similar masses
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/26—Preparation of nitrogen-containing carbohydrates
- C12P19/28—N-glycosides
- C12P19/42—Cobalamins, i.e. vitamin B12, LLD factor
-
- 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
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A40/00—Adaptation technologies in agriculture, forestry, livestock or agroalimentary production
- Y02A40/10—Adaptation technologies in agriculture, forestry, livestock or agroalimentary production in agriculture
- Y02A40/20—Fertilizers of biological origin, e.g. guano or fertilizers made from animal corpses
-
- 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
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E50/00—Technologies for the production of fuel of non-fossil origin
- Y02E50/30—Fuel from waste, e.g. synthetic alcohol or diesel
-
- 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
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/40—Bio-organic fraction processing; Production of fertilisers from the organic fraction of waste or refuse
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Genetics & Genomics (AREA)
- Polymers & Plastics (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Animal Husbandry (AREA)
- Food Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Environmental & Geological Engineering (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Compounds Of Unknown Constitution (AREA)
Description
Verfahren zur Extraktion von Vitamin B12 Die Erfindung betrifft ein Verfahren zur Herstellung von Vitamin B12 aus Klärschlamm.Method for Extraction of Vitamin B12 The invention relates to a Process for the production of vitamin B12 from sewage sludge.
Nach P o r g e s und Mitarbeitern (Science, 19'51, Bd. 144, S. 213) enthält dieser Schlamm, nachdem man ihn einer Methanfermentation unterworfen hat und der dann im allgemeinen mit dem Namen »Faulschlamm« bezeichnet wird, beträchtliche Mengen von Verbindungen mit Vitamin-B12-Aktivität, die nach biologischer Bestimmung im allgemeinen zwischen 500 und 1500 y/kg nicht getrocknetem Schlamm beträgt, dessen Gehalt an trockenem Rückstand im allgemeinen bei etwa 5 bis 71/o liegt. Die Gesamtheit dieser Vitamin-Aktivität wird in den festen, in Wasser nicht löslichen Fraktionen dieses Schlamms zurückgehalten.According to P o r g e s and coworkers (Science, 19'51, Vol. 144, p. 213) contains this sludge after it has been subjected to methane fermentation and which is then generally referred to by the name "digested sludge", considerable Amounts of compounds with vitamin B12 activity by biological determination is generally between 500 and 1500 y / kg of undried sludge, its The dry residue content is generally about 5 to 71 / o. The totality this vitamin activity is found in the solid, water-insoluble fractions this mud held back.
Erfindungsgemäß setzt man das Vitamin B12 zum größten Teil aus diesem der Methanfermenta,tion unterworfenen Klärschlamm bei gewöhnlicher Temperatur in Freiheit, indem man ihn bei Zimmertemperatur mit Calciumhy droxyd [Ca(O H) 21 , das in Form von gelöschtem Kalk oder auch in Form von Kalkmilch verwendet werden kann, einer Digestion unterwirft. Die zu verwendende Menge Calciumhydroxyd, bezogen auf Schlamm, liegt vorteilhafterweise zwischen 0,5 und 3 Gewichtsprozent des feuchten Faulschlamms. Höhere Mengen bringen keine Ausbeuteverbesserungen mit sich und weisen daher keinen wirtschaftlichen Vorteil auf, obgleich sie das Vitamin B12 nicht schädigen. Selbstverständlich läßt sich das erfindungsgemäße Verfahren in gleicher Weise auch auf Trockenschlammpräparate anwenden., die man im Handel findet und die im allgemeinen als Düngemittel verwendet werden. In diesem Falle feuchtet man diese vorher mit Wasser an, bevor man sie mit gelöschtem Kalk behandelt, oder man unterwirft sie einer Digestion mit Kalkmilch, wobei man eine geeignete Menge verwendet, so daß die verwendete Menge Calciumhydroxyd mindestens 10 Gewichtsprozent des Trockenschlammes ausmacht.According to the invention, most of the vitamin B12 is made up of this sewage sludge subjected to methane fermentation at ordinary temperature in Freedom by treating it with calcium hydroxide [Ca (O H) 21, which are used in the form of slaked lime or in the form of milk of lime can, subjected to a digestion. The amount of calcium hydroxide to be used, based on on mud, is advantageously between 0.5 and 3 percent by weight of the wet Digested sludge. Higher amounts do not bring about any improvements in yield and are wise therefore no economic advantage, although they do not damage the vitamin B12. Of course, the method according to the invention can also be used in the same way apply to dry sludge preparations., which are found in the trade and which in general be used as fertilizers. In this case, you moisten them beforehand Water before treating them with slaked lime or submitting them a digestion with milk of lime using an appropriate amount so that the amount of calcium hydroxide used is at least 10 percent by weight of the dry sludge matters.
Da nur ein wohlfeiles und wenig korrodierendes Reagenz verwendet und bei gewöhnlicher Temperatur gearbeitet wird, läßt sich das Verfahren ohne irgendwelche Schwierigkeiten in technischem Maßstab durchführen. Ein weiterer Vorteil des Verfahrens besteht in der Erleichterung des Filtrierens des Schlammes, wobei gleichzeitig eine Klärung durchgeführt wird. Nach Stehenlassen des Schlammes während einiger Stunden in Gegenwart von gelöschtem Kalk oder Kalkmilch filtriert man. Das Filtrat ist nach Neutralisation für die üblichen Extraktionen oder Reinigungsverfahren für Vitamin B12 geeignet und insbesondere für die in dem Patent 1042 839 und der Patentanmeldung U 4518 IV a/30h beschriebenen, welche darin bestehen, das Vitamin B12 in einen unlöslichen Komplex mit Kupfer(II) -kupfer(I) -cyanid oder Zinkkupfer(I) -cyanid überzuführen und es aus dieser Verbindung mit Hilfe eines, chelatbildenden Mittels, wie Natriumäthylendiaminotetraacetat, in Freiheit zu setzen.Since only an inexpensive and slightly corrosive reagent is used and the process is carried out at normal temperature, the process can be carried out on an industrial scale without any difficulties. Another advantage of the process is that it makes it easier to filter the sludge while clarifying it. After the sludge has been left to stand for a few hours in the presence of slaked lime or milk of lime, it is filtered. After neutralization, the filtrate is suitable for the usual extractions or purification processes for vitamin B12 and in particular for those described in patent 1 042 839 and patent application U 4518 IV a / 30h, which consist of converting vitamin B12 into an insoluble complex with copper ( II) copper (I) cyanide or zinc copper (I) cyanide and to set it free from this compound with the aid of a chelating agent, such as sodium ethylenediaminetetraacetate.
Der nach Filtrieren des mit Kalk behandelten Klärschlammes zurückbleibende feste Rückstand kann als Dünger verwendet werden.The one remaining after filtering the lime-treated sewage sludge solid residue can be used as fertilizer.
Das folgende Beispiel erläutert die Erfindung. Man kann die Dauer der Digestion und das Mengenverhältnis des verwendeten gelöschten Kalks auch variieren. Beispiel Man verwendet Klärschlamm, der der Methanfermentation unterworfen wurde und 6,21/o Trockenextrakt enthält. Die durch Opacimetrie mit Lactobacillus Leichmannii nach US-Pharmakopeia, 14. Auflage, 3. Ergänzung, 1951, S. 15, nach 20minütiger Behandlung im Autoklav bei 120° C in Gegenwart von Bisulfitpuffer von pg 4,5 durchgeführte biologische Bestimmung ergibt eine Aktivität, die 675 y Vitamin B12 je kg Schlamm entspricht. Zu 5 kg dieses Schlammes setzt man 125 g pulverisierten gelöschten Kalk zu. homogenisiert die Masse durch Rühren und läßt dann über Nacht stehen. Am nächsten Morgen beträgt der pH-Wert des behandelten Produktes 13. Man filtriert, wäscht die unlöslichen Bestandteile mit Kalkmilch mit 2,5 % Ca(O H)2, vereinigt das Filtrat mit den Waschwässern und neutralisiert durch Zugabe von Essig- ,äure bis zu einem p$ Wert von 7. Man erhält so 5 1 einer hellgelben Lösung von Vitamin B12, dessen, wie )ben angegeben, bestimmter Gehalt an Vitamin B12 300 y je Liter Extrakt beträgt, was einer Ausbeute ron 44°/o entspricht. Wird dieser Extrakt mit Zirikiupfer(I)-cyanid unter den im Patent 1042 839 be-;chriebenen Bedingungen behandelt, so liefert er in i9o/oiger Ausbeute eine konzentrierte Lösung von Vitamin B12 (spektrophotometrisch bestimmter Gehalt iach der Methode von R u d k i n). Die Papierchroma-:ographie ergibt einen einzigen Flecken, dessen Zf-Wert dem des Cyanocobalamins entspricht.The following example illustrates the invention. The duration of the digestion and the proportion of the slaked lime used can also be varied. Example Sewage sludge which has been subjected to methane fermentation and which contains 6.21 / o dry extract is used. The biological determination carried out by opacimetry with Lactobacillus Leichmannii according to US-Pharmakopeia, 14th edition, 3rd supplement, 1951, p. 15, after 20 minutes of treatment in an autoclave at 120 ° C in the presence of bisulfite buffer of pg 4.5 gives an activity which corresponds to 675 y vitamin B12 per kg of sludge. 125 g of powdered slaked lime are added to 5 kg of this sludge. the mass is homogenized by stirring and then left to stand overnight. The next morning the pH of the treated product is 13. It is filtered, the insoluble constituents are washed with milk of lime with 2.5% Ca (OH) 2, the filtrate is combined with the washing water and neutralized by adding acetic acid up to A p value of 7. 5 liters of a light yellow solution of vitamin B12 are obtained, the vitamin B12 content of which, as stated, amounts to 300% per liter of extract, which corresponds to a yield of 44%. If this extract loading with Zirikiupfer (I) cyanide to the in Patent 1,042,839; MODEL SPEEDLIMITS conditions treated, it provides a concentrated solution of vitamin B12 (spectrophotometrically determined content iach the method of R udkin) in i9o / cent yield. The paper chromatography shows a single spot, the Zf value of which corresponds to that of cyanocobalamin.
Claims (4)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1060549X | 1957-07-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1060549B true DE1060549B (en) | 1959-07-02 |
Family
ID=9599678
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEU5420A Pending DE1060549B (en) | 1957-07-03 | 1958-06-23 | Method of extraction of vitamin B. |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1060549B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1213844B (en) * | 1960-12-23 | 1966-04-07 | Pierrel Spa | Process for obtaining pure vitamin B. |
| WO2010130589A1 (en) * | 2009-05-11 | 2010-11-18 | Chemische Fabrik Budenheim Kg | Phosphate recovery from sludge |
-
1958
- 1958-06-23 DE DEU5420A patent/DE1060549B/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1213844B (en) * | 1960-12-23 | 1966-04-07 | Pierrel Spa | Process for obtaining pure vitamin B. |
| WO2010130589A1 (en) * | 2009-05-11 | 2010-11-18 | Chemische Fabrik Budenheim Kg | Phosphate recovery from sludge |
| RU2531815C2 (en) * | 2009-05-11 | 2014-10-27 | Хемише Фабрик Буденхайм Кг | Extracting phosphate from waste water |
| US9061221B2 (en) | 2009-05-11 | 2015-06-23 | Chemische Fabrik Budenheim Kg | Phosphate recovery from sludge |
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