WO1995022398A1 - Verfahren zur rückgewinnung von guanidinsalzen - Google Patents
Verfahren zur rückgewinnung von guanidinsalzen Download PDFInfo
- Publication number
- WO1995022398A1 WO1995022398A1 PCT/EP1995/000629 EP9500629W WO9522398A1 WO 1995022398 A1 WO1995022398 A1 WO 1995022398A1 EP 9500629 W EP9500629 W EP 9500629W WO 9522398 A1 WO9522398 A1 WO 9522398A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- electrodialysis
- concentrate
- diluate
- solution
- guanidine
- Prior art date
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
- B01D61/42—Electrodialysis; Electro-osmosis ; Electro-ultrafiltration; Membrane capacitive deionization
- B01D61/44—Ion-selective electrodialysis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C277/00—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C277/06—Purification or separation of guanidine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/02—Guanidine; Salts, complexes or addition compounds thereof
Definitions
- the present invention relates to a process for the recovery of guanidine salts from dilute and contaminated aqueous solutions.
- Guanidine salts are important products in organic synthesis processes and in biotechnological processes. For this reason, the corresponding technical applications produce large amounts of waste water, which in addition to guanidine salts can also contain numerous other impurities of organic but also inorganic origin.
- Corresponding guanidine salt solutions such as those used in chromatography, for denaturing or renaturing protein solutions or dissolving inclusion bodies, are generally used with residual proteins, reducing compounds (such as sulfides), nonionic detergents or buffer salts contaminated.
- the concentration of the guanidine salts in these solutions is subject to very large fluctuations.
- the present invention was therefore based on the object of developing a process for the recovery of guanidine salts from dilute and contaminated aqueous solutions which does not have the disadvantages of the prior art mentioned, but rather enables guanidine salts to be obtained in high purity from these solutions with little technical complexity isolate.
- guanidine salts are present in a relatively concentrated form and are diluted in the course of electrodialysis.
- guanidine salt solutions some of which have a concentration of ⁇ 1% by weight, are electrodialysed.
- Practically all technically important salts can be used as guanidine salts, such as. B. guanidine hydrochloride, sulfamate, phosphate, sulfate, thiocyanate or nitrate.
- the electrodialysis itself can be carried out in the technically customary electrodialysis cells which are equipped with the known ion-selective membranes (essentially ion exchange membranes).
- ion-selective membranes essentially ion exchange membranes.
- guanidine salt solutions such as e.g. B. guanidine phosphate or sulfate. In this way it is ensured that no undesired impurities are introduced into the concentrate.
- the electrical parameters such as current density and voltage can be varied within certain limits according to the technical possibilities of the electrodialysis cells. From a technical point of view, 200 to 1,000 A / m 2 , in particular 300 to 700 A / m 2, of electrode area and voltages of approximately 0.5 to 3 volts per cell pair are normally useful.
- Membrane stacks summarized, the number of which is generally 5 to 500, preferably 300 to 400, cell pairs per stack.
- the inventive method is carried out in such a way that the diluted and pumps contaminated aqueous solution (diluate) continuously into the cell pairs, carries out the electrodialysis at the desired current density and voltage and continuously withdraws the concentrate with the enriched guanidine salts.
- a particular advantage of the process according to the invention is that the electrodialysis can be carried out in a very wide pH range, which is preferably between 0 and 12 and which is only dependent on the acid or alkali resistance of the membrane material used. This has the great advantage that the eluates used can normally be used without extensive pretreatment with acidic or alkaline additives.
- the electrodialysis is carried out in two or more stages, the relevant membrane stack being connected in series, ie the concentrate from the first membrane stack is used as a diluate in the second membrane stack, etc.
- the eluate is used, for example, at a concentration ⁇ 1% by weight, based on the guanidine salt in question
- the concentrate already has a concentration of guanidine salt of 10 to 20% by weight, after the second Level 20 to 35% by weight.
- the currently available electrodialysis cells it is possible to concentrate the corresponding guanidine salt solutions up to a maximum of 35 to 50% by weight.
- Concentrate concentration of 35 to 50 wt .-% and at the same time can almost completely separate the impurities contained in the starting solutions.
- Diluate 1 the solution from which the salt is to be recovered
- Concentrate 1 an intermediate solution in which both a first stage of concentration and purification take place
- Concentrate 2 the solution in which the second stage of concentration takes place and the recovered salt is continuously removed by an overflow
- Electrode rinsing a solution of chloride-free
- Guanidinium chloride concentrate 2 1 wt .-% aq. Solution of
- a technically pure guanidinium chloride (content> 98.5% by weight) can be obtained from the solution from concentrate 2 by subsequent crystallization and is suitable for reuse in the production of recombinant proteins.
- Guanidinium chloride concentrate 2 1 wt .-% aq. Solution of
- a technically pure guanidinium chloride (content> 98.5% by weight) can be obtained from the solution from concentrate 2 by subsequent crystallization and is suitable for reuse in the production of recombinant proteins.
- Guanidinium thiocyanate concentrate 2 1 wt .-% aq. Solution of
- Guanidinium dihydrogen phosphate concentrate 2 0.1% by weight aq. Solution of
- Guanidinium chloride concentrate 2 5 wt .-% aq. Solution of
- the mean current yield was 57%.
- guanidinium chloride content> 98.5% by weight
- B. is suitable in the production of recombinant proteins.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Water Supply & Treatment (AREA)
- Health & Medical Sciences (AREA)
- Urology & Nephrology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Analytical Chemistry (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Water Treatment By Electricity Or Magnetism (AREA)
Abstract
Description
Claims
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE59504268T DE59504268D1 (de) | 1994-02-22 | 1995-02-21 | Verfahren zur rückgewinnung von guanidinsalzen |
AU18108/95A AU694482B2 (en) | 1994-02-22 | 1995-02-21 | Process for recovering guanidine salts |
DK95909760T DK0746404T3 (da) | 1994-02-22 | 1995-02-21 | Fremgangsmåde til genvinding af guanidinsalte |
US08/696,820 US5938907A (en) | 1994-02-22 | 1995-02-21 | Method for recovering guanidine salts |
JP7521607A JPH09509095A (ja) | 1994-02-22 | 1995-02-21 | グアニジン塩の回収方法 |
EP95909760A EP0746404B1 (de) | 1994-02-22 | 1995-02-21 | Verfahren zur rückgewinnung von guanidinsalzen |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4405546A DE4405546A1 (de) | 1994-02-22 | 1994-02-22 | Verfahren zur Rückgewinnung von Guanidinsalzen |
DEP4405546.3 | 1994-02-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1995022398A1 true WO1995022398A1 (de) | 1995-08-24 |
Family
ID=6510810
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1995/000629 WO1995022398A1 (de) | 1994-02-22 | 1995-02-21 | Verfahren zur rückgewinnung von guanidinsalzen |
Country Status (10)
Country | Link |
---|---|
US (1) | US5938907A (de) |
EP (1) | EP0746404B1 (de) |
JP (1) | JPH09509095A (de) |
AT (1) | ATE173413T1 (de) |
AU (1) | AU694482B2 (de) |
CA (1) | CA2183989A1 (de) |
DE (2) | DE4405546A1 (de) |
DK (1) | DK0746404T3 (de) |
ES (1) | ES2126254T3 (de) |
WO (1) | WO1995022398A1 (de) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7469409B2 (en) * | 2002-08-13 | 2008-12-23 | International Business Machines Corporation | Adaptive resource management method |
CN114436900A (zh) * | 2020-11-02 | 2022-05-06 | 田雨 | 一种磷酸一二胍的生产工艺 |
CN114671554A (zh) * | 2020-12-24 | 2022-06-28 | 大连波美科技有限公司 | 一种含有胍盐的污水零排放系统及应用方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2198705A1 (de) * | 1972-09-08 | 1974-04-05 | Svenska Inst Konservering | |
FR2386518A1 (fr) * | 1977-04-05 | 1978-11-03 | Mitsui Toatsu Chemicals | Procede de preparation de guanidine |
US4678553A (en) * | 1986-07-11 | 1987-07-07 | Ionics, Incorporated | Renaturing reversibly denatured polypeptides and proteins by electrodialysis of solutions thereof in denaturants |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2234732C2 (de) * | 1972-07-14 | 1983-05-05 | Lentia GmbH Chem. u. pharm. Erzeugnisse - Industriebedarf, 8000 München | Verfahren zur Gewinnung von Guanidin |
DE2435167C3 (de) * | 1974-07-22 | 1979-02-15 | Lentia Gmbh | Verfahren zur Gewinnung von Guanidincarbonat aus verdünnten, wäßrigen Lösungen |
-
1994
- 1994-02-22 DE DE4405546A patent/DE4405546A1/de not_active Withdrawn
-
1995
- 1995-02-21 US US08/696,820 patent/US5938907A/en not_active Expired - Fee Related
- 1995-02-21 DE DE59504268T patent/DE59504268D1/de not_active Expired - Fee Related
- 1995-02-21 WO PCT/EP1995/000629 patent/WO1995022398A1/de active IP Right Grant
- 1995-02-21 AU AU18108/95A patent/AU694482B2/en not_active Ceased
- 1995-02-21 AT AT95909760T patent/ATE173413T1/de not_active IP Right Cessation
- 1995-02-21 CA CA002183989A patent/CA2183989A1/en not_active Abandoned
- 1995-02-21 ES ES95909760T patent/ES2126254T3/es not_active Expired - Lifetime
- 1995-02-21 DK DK95909760T patent/DK0746404T3/da active
- 1995-02-21 JP JP7521607A patent/JPH09509095A/ja not_active Ceased
- 1995-02-21 EP EP95909760A patent/EP0746404B1/de not_active Expired - Lifetime
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2198705A1 (de) * | 1972-09-08 | 1974-04-05 | Svenska Inst Konservering | |
FR2386518A1 (fr) * | 1977-04-05 | 1978-11-03 | Mitsui Toatsu Chemicals | Procede de preparation de guanidine |
US4678553A (en) * | 1986-07-11 | 1987-07-07 | Ionics, Incorporated | Renaturing reversibly denatured polypeptides and proteins by electrodialysis of solutions thereof in denaturants |
Also Published As
Publication number | Publication date |
---|---|
DE4405546A1 (de) | 1995-08-24 |
AU1810895A (en) | 1995-09-04 |
JPH09509095A (ja) | 1997-09-16 |
DE59504268D1 (de) | 1998-12-24 |
ATE173413T1 (de) | 1998-12-15 |
AU694482B2 (en) | 1998-07-23 |
EP0746404A1 (de) | 1996-12-11 |
DK0746404T3 (da) | 1999-08-02 |
ES2126254T3 (es) | 1999-03-16 |
US5938907A (en) | 1999-08-17 |
EP0746404B1 (de) | 1998-11-18 |
CA2183989A1 (en) | 1995-08-24 |
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