Preparation of a new anion exchanger by pre-irradiation grafting technique and its adsorptive removal of rhenium (VII) as analogue to ⁹⁹Tc

Preparation of a new anion exchanger by pre-irradiation grafting technique and its adsorptive removal of rhenium (VII) as analogue to 99 Tc 1 first-author 1 1 2 2 1 corresp Corresponding author, rqliu@sjtu.edu.cn Corresponding author, rqliu@sjtu.edu.cn rqliu@sjtu.edu.cn School of Nuclear Science and Engineering, Shanghai Jiao Tong University, Shanghai 200240, China School of Nuclear Science and Engineering, Shanghai Jiao Tong University, Shanghai 200240, China Shanghai Institute of Measurement and Testing Technology, Shanghai 201203, China Shanghai Institute of Measurement and Testing Technology, Shanghai 201203, China A new anion exchanger with pyridine groups was prepared by grafting of 2-vinyl pyridine onto polypropylene (PP) nonwoven fabrics by pre-irradiation grafting technique, followed by quaternization of pyridine rings in grafted chains in reaction with bromoethane. The results showed that the grafting yield increased with the monomer concentration and conversion ratio of quaternization increased with the time. The grafted and quaternized fabrics were characterized by FT-IR, DSC, SEM and ICP. The possibility of adsorption of perrhenate (ReO 4 - ), a nonradioactive analogue to pertechnetate ( 99 TcO 4 - ), from aqueous solution by anion exchanger was investigated. The experiments performed at pH= 0.1–6 showed that pH=2.2 was the optimal acidity for ReO 4 - adsorption, and an adsorption equilibrium was achieved in 30 min. The reaction enthalpy was -12.55 kJ/mol, indicating that the adsorption process is exothermic. XPS tests indicated that the ReO 4 - uptake was a typical ion exchange between Cl - on anion exchanger and ReO 4 - . 2-vinyl pyridine Pre-irradiation grafting Anion exchanger Perrhenate I. INTRODUCTION 1 Rhenium (Re), one of the rarest metals, in abundance of just d-7% in the Earth crust, has been widely used in chemical engineering, metallurgy, aerospace and national defense. Re, placed in the VIIB group of the periodic table together with technetium (Tc), is a good chemical analogue of Tc, due to their similar electronic configuration, stereochemistry and thermodynamic properties. 99 Tc is a β-emitter fission product with a half-life of 2d5 years and a high fission yield (6.3% of 235 U) [ 1 1 ]. Removal of 99 Tc from spent nuclear fuel is important because of its long lifetime, toxicity and high mobility in the environment. In the literatures, Re was usually chosen as an alternative element for radioactive 99 Tc to avoid handling high radioactivity. This study was aimed at providing experimental data for 99 Tc separation. For bulk separation of Re, liquid-liquid extraction method is normally applied [ 2 2 , 3 3 ]. A large amount of secondary waste, which is difficult to treat and dispose, will be generated in the liquid-liquid extraction process [ 4 4 ]. Therefore, new materials and methods have been developed to protect the envi ronment and improve Re removal efficiency [ 5 5 ]. Adsorptive separation, using an extractant impregnated resin (EIR), was reported as a promising method to obtain high selectivity for both low and high concentration solutions, as it combines the advantages of ion exchange and extraction [ 6 6 , 7 7 ]. The main disadvantage of these extractant materials, however, is their low stability due to the leakage of extractant from the support, which results in gradual loss of their separation capacity and reduced lifetime [ 8 8 ]. In addition, due to absence or weak attracting tendency between the extractants and solid support, the impregnation process is carried out inadequately. These drawbacks cause to restrict application of EIR in hydrometallurgy and other industries. Kim et al . demonstrated that ReO 4 - , which is often used as pertechnetate analogue, is efficiently absorbed by natural organic polymer chitosan containing amino groups [ 9 9 , 10 10 , 11 11 ]. Liang et al . showed that adsorption of pertechnetate by Forager sponge could be attributed to the presence of amino groups [ 12 12 ]. Therefore, on the basis of our previous research and literature data, it is possible to use amino-functionalized copolymers for perrhenate sorption [ 13 13 , 14 14 ]. In this article, we report our work to develop an advanced ion exchanger of high stability with compacted equipment for separation of perrhenate. A new anion exchanger with a quaternary ammonium functional groups is prepared by grafting 2-vinyl pyridine (2-VP) onto polypropylene (PP) nonwoven fabrics using pre-irradiation technique and subsequent quaternization of graft copolymers by reaction with bromoethane. It was used successfully in our research for removal of perrhenate. II. EXPERIMENTAL 1 A. Materials 2 PP nonwoven fabrics of Φ 10–20 μM fibers (Shanghai Rundong Nonwoven Co.,Ltd, China) were washed with acetone and vacuum dried at 50 ℃. From Shanghai Yuanqiang Chemical Reagent Co., Ltd, China, 2-vinyl pyridine was obtained. KReO 4 , from Tianjin No.3 Chemistry Reagent Factory, was spectroscopically pure. N, N -dimethylformamide (DMF), bromoethane and other chemicals, were of analytical-reagent grade, and used as received. B. Equipments 2 The PP nonwoven fabrics were irradiated by 2 MeV electron beams at Shanghai Applied Radiation Institute, School of Environmental and Chemical Engineering, Shanghai University. The virgin, grafted and quaternized nonwoven fabrics were characterized by FT-IR spectroscopy (IR Affinity-1, Shimadzu), differential scanning calorimeter (DSC, 200PC, Netzsch) and scanning electron microscope (SEM, JSM-6700, JEOL). The metal ions concentration was measured by an inductively coupled plasma atomic emission spectrometer (Icps-7510, Shimadzu). The solution pH was determined by pH meter (PHB-4, Shanghai Leici Instrument Scientific Co. Ltd.). C. Preparation of anion exchanger 2 Figure 1 Figure 1 shows synthesis process of the anion exchanger prepared by radiation-induced grafting of 2-VP onto PP nonwoven fabrics and quaternization of the grafted nonwoven fabrics by reaction with bromoethane. The PP fabrics were sealed in polyethylene bags containing high purity nitrogen and irradiated with 2 MeV 1 mA E-beams, which scanned an area of 120 cm ( l )7 cm ( w ). The total absorbed dose was 100 kGy for all samples. For grafting, a Pyrex tube was added with solvent DMF and monomer 2-VP, and bubbled with nitrogen for 15 min. The pre-irradiated fabrics were immersed in the Pyrex tube, which was sealed after 5 min N 2 bubbling and put into a water bath at constant temperature. The grafted fabrics were washed several times with a mixture of ethanol and water (1:1) to remove the un-reacted monomer and homopolymer on the fabrics surface. They were vacuum dried in at 60 ℃ up to constant weight. The grafting yield was calculated by <math display="block" id="M1"><mrow><mi>G</mi><mi>r</mi><mi>a</mi><mi>f</mi><mi>t</mi><mi>i</mi><mi>n</mi><mi>g</mi><mtext> </mtext><mi>y</mi><mi>i</mi><mi>e</mi><mi>l</mi><mi>d</mi><mo>=</mo><mo stretchy="false">[</mo><mo stretchy="false">(</mo><msub><mi>W</mi><mtext>g</mtext></msub><mo>−</mo><msub><mi>W</mi><mn>0</mn></msub><mo stretchy="false">)</mo><mo>/</mo><msub><mi>W</mi><mn>0</mn></msub><mo stretchy="false">]</mo><mo>×</mo><mn>100</mn><mi>%</mi><mn>,</mn></mrow></math> where W g and W 0 are the weights of PP-g-VP fabrics and the virgin, respectively. The grafted samples were reacted with bromoethane in ethanol solution at 65 ℃ for several hours. They were washed several times with deionized water. The conversion ratio was calculated by <math display="block" id="M2"><mrow><mtable columnalign="left"><mtr columnalign="left"><mtd columnalign="left"><mrow><mi>C</mi><mi>o</mi><mi>n</mi><mi>v</mi><mi>e</mi><mi>r</mi><mi>s</mi><mi>i</mi><mi>o</mi><mi>n</mi><mtext> </mtext><mi>r</mi><mi>a</mi><mi>t</mi><mi>i</mi><mi>o</mi><mo>=</mo></mrow></mtd><mtd columnalign="left"><mrow><mo stretchy="false">[</mo><mo stretchy="false">(</mo><msub><mi>W</mi><mtext>a</mtext></msub><mo>−</mo><msub><mi>W</mi><mtext>g</mtext></msub><mo stretchy="false">)</mo><mo>/</mo><mo stretchy="false">(</mo><msub><mi>W</mi><mtext>g</mtext></msub><mo>−</mo><msub><mi>W</mi><mn>0</mn></msub><mo stretchy="false">)</mo><mo stretchy="false">]</mo></mrow></mtd></mtr><mtr columnalign="left"><mtd columnalign="left"><mrow/></mtd><mtd columnalign="left"><mrow><mo>×</mo><mo stretchy="false">(</mo><msub><mi>M</mi><mn>1</mn></msub><mo>/</mo><msub><mi>M</mi><mn>2</mn></msub><mo stretchy="false">)</mo><mo>×</mo><mn>100</mn><mi>%</mi><mn>,</mn></mrow></mtd></mtr></mtable></mrow></math> where W a is weight of the quaternized PP-g-VP, M 1 is molecular weight of the 2-VP, and M 2 , the bromoethane. D. Adsorption experiments 2 The anion exchanger pre-equilibriumed by 1 M HCl solution was immersed in the feed Re(VII) solution adjusted to the desired pH. The mixture, at appropriate temperature and initial ion concentration, was stirred throughout the experiment. Then, the anion exchanger was removed and the Re concentration was measured by ICP. The adsorption amount ( Q ) and distribution ratio ( D ) was calculated with Eqs. (3) and (4), respectively <math display="block" id="M3"><mrow><mi>Q</mi><mo>=</mo><mfrac><mrow><mo stretchy="false">(</mo><msub><mi>C</mi><mn>0</mn></msub><mo>−</mo><mi>C</mi><mo stretchy="false">)</mo><mo>⋅</mo><mi>V</mi></mrow><mi>W</mi></mfrac><mn>,</mn></mrow></math> <math display="block" id="M4"><mrow><mi>D</mi><mo>=</mo><mi>Q</mi><mo>/</mo><mi>C</mi><mn>,</mn></mrow></math> where Q is the amount of Re(VII) adsorbed on the anion exchanger (mg/g); C 0 and C are concentrations of the Re (VII) before and after adsorption (ppm), respectively; W is mass of the anion exchanger (g) and V is volume of the metal ion solution (L). E. Characterization of the samples 2 1. DSC analysis 3 Changes in crystallinity and thermal behavior, induced by grafting and quaternization, were evaluated by DSC. The samples were loaded into the system at 20 ℃, and experiment was run in at 20–200 ℃ in N 2 atmosphere at a heating rate of 20 ℃/min. The samples fusion heat values were obtained from the area under the thermograms curves. 2. X-ray photoelectron spectroscopy 3 X-ray photoelectron spectroscopy (AXIS Ultra DLD , Shimadzu-Kratos, Japan) was applied to determine the interactions between the organic functional groups in anion exchangers and the adsorbed ReO 4 - . The XPS spectra were obtained by applying the energy source of monochromatic Mg K α ray (1253.6 eV) at 15 kV and 10 mA. The residual pressure in the analysis-chamber was 5×10 -8 Pa. The samples were scanned from 0 to 1200 eV in 80-eV steps. The elements of C, O, N and Re were measured at 282–294 ev, 528–536 ev, 396–404 ev and 43–51 eV, respectively. The spectra were decoded using the curve-fitting program with the subtraction of Shirley background and the ratio of Gaussian (0)-Lorentzian (100%). 3. SEM 3 Surface morphology of the virgin PP and grafted PP was captured with SEM. The dried samples were mounted on specimen studs and sputter coated with thin film of gold to prevent charring. Topographical images in SEM were formed from back scattered primary or low-energy secondary electrons. 4. FT-IR 3 FT-IR analysis of the PP, PS-g-VP and quaternized PS-g-VP were performed by FT-IR spectroscopy. The spectra were measured in transmission mode in range of 1200 cm -1 to 1800 cm -1 . III. RESULTS AND DISCUSSION 1 A. Effect of reaction time on grafting yield at different monomer concentrations 2 Figure 2 Figure 2 shows that the grafting yield increases rapidly with reaction time up to 180 min, where it tends to level off; while it always increases with monomer concentration. The grafting depends largely on the monomers available to the radical sites in the nonwoven fabrics. A higher monomer concentration means a greater availability of 2-VP in the fabrics; but with a too long reaction time, some radicals are inactivated and monomers tend to homopolymerize, which affects diffusion rate of monomers, hence the decrease of grafting rate and slow increase of grafting yield. B. Effect of quaternization time on conversion ratio 2 The conversion ratio in 65 ℃ quaternization, as function of quaternization time, is shown in Fig. 3 Fig. 3 . It increases with up to 48 h, where it begins to level off. C. Samples characterization 2 Structural changes of the nonwoven fabrics, grafted with 2-VP and quaternized with bromoethane, were analyzed by FT-IR. Fig. 4 Fig. 4 shows FT-IR spectra of the virgin PP (a), quaternized PP-g-VP (b) and PP-g-VP (c). The absorption peaks at 1592 and 1558 cm -1 in Spectrum (c) are arttributed to stretching vibration of –C=N in grafted 2-VP, and the peaks at 1434 and 1475 cm -1 are due to stretching of –C=C of pyridine ring. After quaternization, a new peak at 1630 cm -1 is observed in Spectrum (b), showing that the nitrogen atom in pyridine ring is positively charged. Moreover, the peaks at 1592 and 1558 cm -1 , related to –C=N groups, becomes weak. These indicate the introduction of quaternary amine groups onto the graft chains of PP-g-AN. Figure 5 Figure 5 shows DSC curves of the virgin PP (a), 26.9% PP-g-VP (b), 47.6% PP-g-VP (c) and quaternized PP-g-VP (d). Although the shape of the thermograms, for all the samples, remains almost identical, the peaks intensity decreases with increasing grafting yield. The fusion heat (Δ H m ) values, obtained from areas under the thermograms curves, were 70.15, 63.75, 50.32 and 24.88 J/g for curves (a), (b), (c) and (d), respectively. Also, the Δ H m and melting point ( T m ) decrease with increasing grafting yield. The grafting took place by incorporation of amorphous polyvinyl pyridine chains in the noncrystalline region of the PP nonwoven fabrics. The grafted polyvinyl pyridine chains thereby exerted a dilution effect on the inherent crystallinity of the PP fabrics. Crystallinity of the grafted fabric decreased with increasing grafting yield, hence the decreased Δ H m with increasing grafting yield. For grafted or quarternized samples, the melting point ( T m ) is lower than the virgin fabrics. The existence of graft chains hinders the formation of big size crystallite. Small crystallites usually melt at lower temperature than big ones. Surface morphology of the virgin PP (a) and 51.2.0% PP-g-VP (b) are shown in Fig. 6 Fig. 6 . The fibers became thicker after grafting, and fabrics surface became rougher, due to growth of the graft chains. D. Adsorption ability 2 1. Effect of pH on adsorption amount 3 The pH effects on the adsorption of Re(VII) are shown in Fig. 7 Fig. 7 . It can be seen that Re(VII) is adsorbed poorly on the anion exchanger at lower pH (pH < 0.5), and adsorption amount increases sharply with pH value up to pH 2.2, where it begins to decrease. The result explains the phenomenon of decrease in adsorption amount with increasing concentration of hydrochloric acid by competitive adsorption reaction of ReO 4 - and Cl - on anion exchanger. At low pH value (pH < 0.5), the Cl - concentration is high, the competitive effect of Cl - with ReO 4 - for the quaternary amine groups on the anion exchanger is significant, which reduces the electrostatic attraction to ReO 4 - ; whereas high pH (pH > 2.2) is not conductive to the protonation of tertiary amines, which do not react with bromoethane during quaternization reaction, and exchangable groups on anion exchanger become less, hence the decreased adsorption amount. 2. Effect of anion exchanger concentration in solution on adsorption efficiency 3 Figure 8 Figure 8 shows the relationship between anion exchanger concentration in solution and adsorption efficiency. The adsorption efficiency increases with anion exchanger concentration and levels off towards 98.1%. Apparently, the optimum adsorption concentration is 8 mg/mL for a constant Re(VII) ion initial concentration 320 ppm. 3. Calculation of adsorption rate constant 3 Using constant anion exchanger concentration, the concentration of Re(VII) ions in the solution was determined at different times. As shown in Fig. 9 Fig. 9 , the adsorption of Re(VII) ions reached an equilibrium value in 30 min. The results can be described by the adsorption Eq. (5) [ 15 15 ]: <math display="block" id="M5"><mrow><mo>−</mo><mi>ln</mi><mo stretchy="false">(</mo><mn>1</mn><mo>−</mo><mi>Q</mi><mo>/</mo><msub><mi>Q</mi><mtext>e</mtext></msub><mo stretchy="false">)</mo><mo>=</mo><mi>k</mi><mi>t</mi><mo>+</mo><mtext>c</mtext><mn>,</mn></mrow></math> where Q e is the adsorption amount of Re(VII) ions at equilibrium time, t is the adsorption time, k is the adsorption constant rate, and c is a constant. The results can be converted into the plot -ln(1- Q / Q e ) vs. t as shown in the insert of Fig. 9 Fig. 9 . The linear relationship indicates that the liquid film diffusion controls speed of the adsorption process [ 16 16 ]. The adsorption rate constant of Re(VII) ions calculated from the slope in the insert is 3.81×10 -3 s -1 . 4. Effect of temperature on adsorption amount 3 The temperature effect on the adsorption amount of Re(VII) ions were studied at 20–50 ℃. The data of log D vs. 1000/ T are plotted in Fig. 10 Fig. 10 , where D was obtained by calculating the experimental data with Eq. (4). Using the slope of Fig. 10 Fig. 10 and the Van’t Hoff equation, ∂ (log D )/ ∂ (1/ T ) = -Δ H /(2.303 R ), the adsorption enthalpy of Re(VII) ions was Δ H = -12.55 kJ/mol, which means that the adsorption process is an exothermic reaction for the adsorption of Re(VII) ions onto the anion exchanger. 5. Effect of the initial concentration of Re(VII) ions on adsorption amount 3 By changing the initial concentration of Re(VII) ions, at constant pH and adsorption temperature, a series of C e were obtained when the adsorption reached equilibrium, and the corresponding equilibrium adsorption amount ( Q e ) was obtained. When adsorption achieved saturation, the Freundlich equation ln Q = (ln C e )/ n + ln K was used to clarify the adsorption mechanism. The plot of ln Q e vs. ln C e ( Fig. 11 Fig. 11 ) shows a linear relationship, indicating that the adsorption behavior of exchanger fits Freundlich equation. The slope (1/ n ) is 0.487, and 1/ n < 0.5 means that the adsorptivity of the anion exchanger for Re(VII) is a facile process. 6. Reusability of anion exchanger 3 To evaluate the reusability of the anion exchanger, adsorption-desorption cycles were repeated three times. The adsorbed Re(VII) ions were easily desorbed by 3 mol/L hydrochloric acid solution at room temperature during 1 h and under stirring. The adsorption amounts of anion exchanger of the 1 st , 2 nd and 3 rd adsorption-desorption cycle were respectively 123.8, 20.7 and 117.0 mg/g, showing a slight decrease with a loss of adsorption amount about 2.5–5.5% in the three cycles. The results indicate that the anion exchanger had good performance of reusability. 7. XPS analysis of adsorption of Re(VII) onto anion exchanger 3 Samples of anion exchangers before and after ReO 4 - adsorption were evaluated by XPS technique, aimed at studying the shifts of binding energy of different atoms. Binding energies of C, O and N in anion exchanger, and C, O, N and Re in anion exchanger after binding ReO 4 - are shown in Fig. 12 Fig. 12 . The N1 s before adsorption of ReO 4 - , was at 399.1 eV, and after that it was 398.7 eV, virtually no change could be observed, indicating that the nature of rhenium uptake is typical ion exchange between Cl - on anion exchanger and ReO 4 - . The new peak at 45.43 eV, in Fig. 12(b) Fig. 12(b) , is assigned to Re 4f in ReO 4 - , showing that Re (VII) is adsorbed onto anion exchanger. IV. CONCLUSION 1 The new type of anion exchanger with a quaternary ammonium functional groups was prepared by grafting of 2-VP onto PP nonwoven fabrics by pre-irradiation technique, followed by quaternization of the graft copolymers through reaction with bromoethane. The results show that the grafting yield increases with the monomer concentrations, and conversion ratio of quaternization increases with the time. FT-IR and DSC characterizations of the grafted and quaternized fabrics confirm that expected functional groups are anchored onto PP nonwoven fabrics. The anion exchanger has maximum adsorption amount of rhenium ions at pH 2.2. The adsorption process is an exothermic reaction, so the adsorption of rhenium ions can be carried out at low temperatures. The adsorption behavior, of the anion exchanger for Re(VII), can be described with the Langmuir equation. XPS tests indicate that the nature of Rhenium uptake was a typical ion exchange driven by the electrostatic attraction. 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DOI: 10.1016/S1004-9541(10)60233-9 http://doi.org/10.1016/S1004-9541(10)60233-9 Adsorption of rhenium (VII) with anion exchange resin D318 10.13538/j.1001-8042/nst.26.S10302 Supported by the National Natural Science Foundation of China (No. 91226111 and 11305102) and Shanghai Science and Technology Foundation (No. 12DZ2293800) 2014-05-07 2014-07-07 2014-12-20 2015-02-20 2021-04-11 2015 Nuclear Science and Techniques 1 26