Anion-exchange displacement chromatography process and anionic organic compounds for use as displacer compounds in anion-exchange displacement chromatography

A displacing agent and compound technology, which is applied in the field of compositions containing polyvalent organic anion salts, can solve the problems of reducing the advantages of displacement chromatography, difficult synthesis and purification of compounds, and inability to obtain commercially at a cost, so as to achieve simple and effective synthesis and purification The effect of reuse

Inactive Publication Date: 2008-12-31
SACHEM INC
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Second, since the displacement process operates in the non-linear region of the equilibrium isotherm, high column loading is possible
However, there are still some problems in displacement chromatography
One problem is the need to regenerate the column since it is not economical to throw away the stationary phase after each use
An additional problem is obtaining suitable displacer compounds which are relatively simple compounds, easily synthesized and / or commercially available at reasonable (economic) cost
Also, relatively large amounts of solvent are often required during regeneration
These issues greatly reduce the advantages of displacement chromatography over elution chromatography
[0011] The second issue, that the resulting useful displacer compounds should be relatively easy to synthesize and / or commercially available at reasonable (economical) cost, is due to the fact that the displacer compound needs to have both a high affinity to the stationary phase, and can be relatively easily removed from the column during regeneration
Various compounds exist as low molecular weight displacers, but these compounds are rather difficult to synthesize and purify, and are not commercially available at reasonable cost, or not at all

Method used

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  • Anion-exchange displacement chromatography process and anionic organic compounds for use as displacer compounds in anion-exchange displacement chromatography
  • Anion-exchange displacement chromatography process and anionic organic compounds for use as displacer compounds in anion-exchange displacement chromatography
  • Anion-exchange displacement chromatography process and anionic organic compounds for use as displacer compounds in anion-exchange displacement chromatography

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-AD-1

[0154] The synthesis of embodiment 1-AD-1

[0155]Add 500 mL of concentrated sulfuric acid and a magnetic stir bar to a 1000 mL 3-neck round bottom flask equipped with a thermocouple coated with tetrafluoroethylene. The flask was purged with dry nitrogen while 35 g of tetraphenylethylene was added to the powder addition funnel. A powder addition funnel was placed in place in the round bottom flask and the flask was sealed under an atmosphere of dry nitrogen at a pressure slightly above ambient. The sulfuric acid was heated to about 115°C with stirring, and the tetraphenylethylene was added to the sulfuric acid in small portions over about 1 hour. Each portion of tetraphenylethylene should be added after the preceding portion has completely dissolved in the liquid reaction mixture. When the addition was complete, the reaction mixture was maintained at 115°C in the dark for about 1 hour and then cooled to room temperature. The cooled reaction mixture was transferred to an add...

Embodiment 2-AD-2

[0156] The synthesis of embodiment 2-AD-2

[0157] The synthesis of AD-2 can be carried out through the following two steps.

[0158] step 1: Synthesis of 2-chloro-4,6-bis(3-carboxy-4-hydroxy-5-sulfoanilino)-1,3,5-triazine disodium salt (molecular weight=621.85)

[0159] 23g of distilled water and 56g of ice (from the distilled water) were placed in the flask and stirred magnetically. The pH and temperature of subsequent reactions were monitored with glass pH probes and temperature probes. 100 mg of Triton-X100 detergent was added to the stirred mixture, followed by 1.90 g of cyanuric chloride (Aldrich) (10.3 mmol, molecular weight = 184.4) in one portion. For the first part of the reaction, the temperature can be maintained at 0-5 °C by external cooling, if necessary, by adding a small amount of solid LiOH.H 2 O keeps the pH at 3.5-4.0. After adding in portions over two hours, a small amount of solid 5-amino-3-sulfosalicylic acid (4.8 g, 20.6 mmol, Aldrich) was added to...

Embodiment 3

[0162] Example 3 - Displacement Chromatography of Protein Mixtures

[0163] Penetration test. A 5 mM solution of bovine β-lactoglobulin A in loading buffer and bovine β-lactoglobulin B in loading buffer was used. Breakthrough experiments were performed at different flow rates between 0.1-0.5 mL / min. The loading buffer solution was made of 25 mM BHEP (1,4-bis(hydroxyethyl)piperazine) and adjusted to pH=7.7 with hydrochloric acid. Reproducible results were obtained at a flow rate of 0.18mL / min. The column saturation capacity for β-lactoglobulin B was 459 mg (108 mg / mL) and that for β-lactoglobulin A was 463 mg (109.2 mg / mL). In these experiments, unpurified lactoglobulin (Sigma) was taken directly from the bottle and used.

[0164] Column preparation. Clean and regenerate the column (Tosoh SuperQ-5PW, 6.0 x 150mm) with Method A (below), then store as chloride in NaCl buffer solution of 2.0M NaCl + 25Mm BHEP , adjust pH=7.7 with hydrochloric acid. The output of the colum...

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Abstract

A displacement chromatography process, including: loading onto a stationary phase comprising an anion-exchange material a mixture comprising one or more component to be separated; displacing at least one of the one or more component from the stationary phase by applying to the stationary phase a mixture comprising an polyaromatic polyanionic displacer compound having a general formula Cen (Ar)w, in which Cen is a central bond or group, Ar is an aromatic nucleus, w = 2 to the maximum number of sites one Cen, and Ar is substituted with a plurality of An<->, in which each An<-> is independently defined as sulfonate, carboxylate, phosphonate, phosphate, sulfate; and Ar is further substituted with a plurality of G, in which G is defined as independently H, C1-C6 alkyl, halogen, nitro, hydroxy, C1-C6 alkoxy. In addition, a group of polyaromatic polyanionic displacer compounds useful in the process is disclosed.

Description

technical field [0001] The present invention relates to a composition containing polyvalent organic anion salt (polyvalent anion), and a method for using the above composition as a displacing agent in anion exchange displacement chromatographic purification. Background technique [0002] Tswett was the first to recognize the displacement mode of chromatography in 1906, when he found that sample displacement occurred in the case of overload elution chromatography. In 1943, Tiselius proposed that the broad subject of chromatography could be divided into three distinct "modes": the head-on mode, the elution mode, and the displacement mode. Since then, especially in analytical chromatography, most of the development and application has been in the field of elution chromatography. Indeed, without further qualification, the term "chromatography" now generally refers to chromatography of elution modes. [0003] The elution and displacement modes are easily distinguished in theory...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01D15/42C07C309/32C07C309/34C07C309/38C07C303/06C07D251/70
CPCB01D15/363B01D15/422C07C309/11C07C309/32C07C309/39C07C309/42C07C309/58C07C309/60C07D251/70C07D263/57C07C2603/26B01D15/42C07C303/06C07C309/34
Inventor 查尔斯·B·利特尔巴里·L·海莫尔
Owner SACHEM INC
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