KISKAN BARIS (TR)
YAGCI YUSUF (TR)
AKSU ABDULLAH (TR)
BALKIS NURAY (TR)
| WO2013081552A1 | 2013-06-06 | |||
| WO2012039683A1 | 2012-03-29 |
| US4986908A | 1991-01-22 | |||
| US3177214A | 1965-04-06 | |||
| EP0217510A2 | 1987-04-08 | |||
| US20090095676A1 | 2009-04-16 | |||
| JPS5629162B2 | 1981-07-07 |
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| CLAIMS 1. A column filling material production method (10), which is filled inside the columns used in chromatographic analysis and provides high adsorption by means of its porous structure, essentially characterized by the steps of - dissolving melamine and anthraquinone in a solvent (11), - carrying out the reaction by refluxing the solution (12), - washing the material obtained after reflux (13), - drying the washed material by freezing (14). 2. A column filling material production method (10) according to claim 1, characterized by the step of dissolving melamine and anthraquinone in a solvent (11) wherein 3 moles of 1,5-dihydroxy anthraquinone is used for 2 moles of melamine. 3. A column filling material production method (10) according to any one of the preceding claims, characterized by the step of dissolving melamine and anthraquinone in a solvent (11) wherein at least one of dimethyl sulfoxide, dimethyl formamide, toluene, 1,4-dioxane and butyl acetate is used as solvent. 4. A column filling material production method (10) according to any one of the preceding claims, characterized by the step of carrying out the reaction by refluxing the solvent (12) which is carried out for 70-90 hours at 150-180°C. 5. A column filling material production method (10) according to any one of the preceding claims, characterized by the step of carrying out the reaction by refluxing the solvent (12) wherein benzoxazine synthesis takes place upon the melamine reacts with the anthraquinone. 6. A column filling material production method (10) according to any one of the preceding claims, characterized by the step of carrying out the reaction by refluxing the solvent (12) wherein benzoxazine synthesis takes place with the formulation below: 7. A column filling material production method (10) according to any one of the preceding claims, characterized by the step of washing the material obtained after reflux (13) wherein benzoxazine is washed with a selected solvent or solvents until it reaches the desired purity. 8. A column filling material production method (10) according to claim 7, characterized by the step of washing the material obtained after reflux (13) wherein at least one of the solvents such as dimethylsulfoxide, tetrahydrofuran and dichloromethane, chloroform, diethylether, acetone, methanol, ethylacetate, toluene is used as solvent. 9. A column filling material production method (10) according to any one of the preceding claims, characterized by the step of drying the washed material by freezing (14) in order to remove the impurities and to mae it ready to be filled in the column. 10. A column filling material which is produced with a method according to any one of the preceding claims, used by filling in a high performance liquid chromatography (HPLC) column under pressure and which enables to perform the analysis of compounds such as polycyclic aromatic hydrocarbons (PAH), pesticides, flavonoids and alkaloids. |
A COLUMN FILLING MATERIAL AND A PRODUCTION METHOD
THEREOF Field of the Invention
The present invention relates to a column filling material which is filled: inside the columns used in chromatographic analysis of aromatic hydrocarbons, alkaloids, flavonoids and pesticides and provides high adsorption by means of its porous structure, and a production method thereof.
Background of the Invention
Chromatography is a strong composition and purification method which is used to separate material mixtures having similar features. It can be defined as separating a composition to its components on a porous fixed phase by means of a moving solvent as a result of the different movements of the compounds forming the composition. The fixed phase can be solid and liquid, the mobile phase can be liquid and gas. The composition which is wanted to be separated is passed through the fixed phase with the help of the mobile phase. Since the components forming the composition are kept in different measurements by the fixed phase, each component leaves the system in different times. Therefore, it is possible to separate the compounds from each other, define and collect separately. Even though the chromatography can be classified in different ways, it essentially operates through adsorption and partition mechanisms. Column chromatography is the first method which is applied and it is the start of the chromatography. Today, surface active materials such as silica gel (Si0 2 ), cellulose, aluminum oxide (A1 2 0 3 ), zeolite, calcium carbonate and the like are used in column chromatography, and the organic solvents are used as mobile phase. In this method, the composition to be separated is dissolved in a suitable solvent, and it is passed through a solid fixed phase (filling material) filled in a column. The components in the column are absorbed by a fixed phase. Then the components are taken from the bottom of the column separately by passing the solvent in which the composition to be separated is dissolved or the solvent in different polarity through the column. After that, the solvent is removed by vaporizing and pure material is obtained.
The porosity of the material to be used as column filling material being high is preferred since it will increase the adsorption. Producing a material with high porosity is very high cost. Today, the production of materials used as filling material in column chromatography is realized in different methods, requires high costs.
United States Patent Document no US2009095676, an application known in the state of the art, discloses a chromatography carrier which can recover aromatic compounds such as polychlorinated biphenyls (PCB) and polycyclic aromatic hydrocarbons (PAH) from other substances and a filling material filled in the column. It is disclosed that the said material which is obtained by immobilizing an organic group comprising sulfoxide exhibits high efficiency in separating organic compounds. Japanese Patent document no JPS5629162, an application known in the state of the art, discloses a column material the separating property of which is enhanced, and a synthesis method used in liquid chromatoghraphy. The column material can be obtained by dissolving a thermoplastic resin such as polyacrylnitorile in a solvent and adding polyethylene glycol. It is disclosed that the said material provides high adsorption and it is used in separating aromatic hydrocarbons, alkaloids, flavonoids and pesticides.
Summary of the Invention
The objective of the present invention is to provide a column filling material used in high performance liquid chromatography. Another objective of the present invention is to provide a column filling material which has high porosity and adsorption capacity.
Yet another objective of the present invention is to provide a column filling material used especially in analysis of aromatic hydrocarbons, alkaloids, flavonoids and pesticides.
A further objective of the present invention is to provide a column filling material production method which is easy and low cost.
Detailed Description of the Invention
A column filling material and production method thereof developed to fulfill the objective of the present invention is illustrated in the accompanying figures, in which;
Figure 1 is the flow chart of the inventive column filling material production method.
Figure 2 is the SEM view of the inventive column filling material.
Figure 3 is the pore surface area graph of the inventive column filling material measured with nitrogen porosimetry.
The inventive column filling material production method (10) comprises the steps of
- dissolving melamine and anthraquinone in a solvent (11),
- carrying out the reaction by refluxing the solution (12),
- washing the material obtained after reflux (13),
- drying the acquired material (14).
In the inventive method (10) first the raw materials comprised of melamine and anthraquinone are dissolved in a solvent (11). In the preferred embodiment of the invention, 3 moles of 1 ,5-dihydroxy anthraquinone is used for 2 moles of melamine. At least one of dimethyl sulfoxide, dimethyl formamide, toluene, 1,4- dioxane and butyl acetate is preferred as solvent.
The prepared solution is then subjected to reflux and thus the reaction is realized (12), and the inventive material is synthesized. In the preferred embodiment of the invention, reflux process is performed for 70-90 hours at 150-180 °C.
With reflux process (12) melamine reacts with anthraquinone and benzoxazine is synthesized. The said reaction is as follows:
The benzoxazine obtained with reflux (12) is washed with a selected solvent or solvents until it reaches the desired purity (13). At least one of the solvents such as dimethylsulfoxide, tetrahydrofuran and dichloromethane, chloroform, diethylether, acetone, methanol, ethylacetate, toluene is preferred as solvent.
Finally the washed material is dried by freezing (14) in order to remove the impurities and to make ready to be filled in the column, and thus pure column filling material in high porosity is obtained. The column filling material which is obtained with the inventive method (10) is filled in the high performance liquid chromatography (HPLC) column under pressure. With the chromatographic column prepared in this way, the analysis of compounds such as polycyclic aromatic hydrocarbons (PAH), pesticides, flavonoids and alkaloids is performed.