Bithiophene with winding vine-shaped molecular asymmetry; Preparation, structural characterization, and enantioselective synthesis

Toyomori, Yuka*; Tsuji, Satoru*; Mitsuda, Shinobu*; Okayama, Yoichi*; Ashida, Shiomi*; Mori, Atsunori*; Kobayashi, Toru; Miyazaki, Yuji; Yaita, Tsuyoshi; Arae, Sachie*; et al.

Bulletin of the Chemical Society of Japan, 89(12), p.1480 - 1486, 2016/09

https://doi.org/10.1246/bcsj.20160265

Thermoresponsive extraction of cadmium(II) ions by poly(TPEN-NIPA) gels; Effect of chain length and branched spacer structure on gel formation and extraction behavior

Inaba, Yusuke*; Tsumagari, Takayuki*; Kida, Tatsuya*; Watanabe, Wataru*; Nakajima, Yasutaka*; Fukuoka, Sachio*; Mori, Atsunori*; Matsumura, Tatsuro; Nakano, Yoshio*; Takeshita, Kenji*

Polymer Journal, 43(7), p.630 - 634, 2011/07

https://doi.org/10.1038/pj.2011.38

-(tetrakis-2-pyridylmethyl)ethylenediamine (TPEN) derivatives bearing a polymerizable double bond in the substituent structure of the pyridine ring are synthesized and subjected to copolymerization with -isopropylacrylamide in the presence of AIBN. The obtained poly(TPEN-NIPA) gels show thermo-responsive swelling/shrinking behaviors and are employed for the extraction of cadmium(II) ion from the aqueous solution to examine the relationship of the gel characteristics and the extraction performance. The polymer gels composed of the TPEN derivative bearing C3, C4, C10 and branched C3 spacer chains are synthesized and temperature-dependent extraction behavior of cadmium ion is compared. These gels extract Cd(II) ion efficiently from the aqueous solution in the swelling state at 5C, while little extraction is observed at 45C with shrinking. It is found that poly(TPEN-NIPA) gel of branched C3 spacer (C3b) shows the excellent thermoresponsive extraction performance.

Thermo-responsive extraction of cadmium(II) ion with TPEN-NIPA gel; Effect of the number of polymerizable double bond toward gel formation and the extracting behavior

Fukuoka, Sachio*; Kida, Tatsuya*; Nakajima, Yasutaka*; Tsumagari, Takayuki*; Watanabe, Wataru*; Inaba, Yusuke*; Mori, Atsunori*; Matsumura, Tatsuro; Nakano, Yoshio*; Takeshita, Kenji*

Tetrahedron, 66(9), p.1721 - 1727, 2010/02

https://doi.org/10.1016/j.tet.2009.12.047

N,N,N',N'-(tetrakis-2-pyridylmethyl)ethylenediamine (TPEN) derivatives bearing the different number (1-4) of a double bond moiety on the pyridine ring are synthesized and subjected to copolymerization with N-isopropylacrylamide in the presence of AIBN. The obtained poly(TPEN-NIPA)gels show thermo-responsive swelling/shrinking behaviors and are employed for the extraction of cadmium(II) ion from the aqueous solution to examine the relationship of the gel characteristics and the extraction performance. The polymer gels composed of the TPEN derivative bearing three or four double bonds exhibit temperature-dependent change of swelling and shrinking in water. These gels extract CdII ion efficiently from the aqueous solution in the swelling state at 5C, while little extraction was observed at 45C with shrinking.

-tetrakis((5-alkoxypyridin-2-yl)methyl)ethylenediamine, TRPEN, effective ligands for the separation of trivalent minor actinides from lanthanides

Matsumura, Tatsuro; Inaba, Yusuke*; Koma, Yoshikazu; Morita, Yasuji; Mori, Atsunori*; Takeshita, Kenji*

Proceedings of International Conference on Advanced Nuclear Fuel Cycle; Sustainable Options & Industrial Perspectives (Global 2009) (CD-ROM), p.1107 - 1112, 2009/09

no abstracts in English

MA/Ln separation with new ligand, hydrophobic derivatives of TPEN

Matsumura, Tatsuro; Takeshita, Kenji*; Mori, Atsunori*

Proceedings of 3rd International ATALANTE Conference (ATALANTE 2008) (CD-ROM), 4 Pages, 2008/05

We are developing a new MA/Ln separation process with derivatives of TPEN (N,N,N',N'-tetrakis(2-pyridylmethyl)ethylenediamine) for P&T technology. TPEN is a hexadentate ligand, which has good selectivity of Am(III) from Ln(III). However, there is a serious problem for the practical application. This is to the dissolution of a slight amount of TPEN (about 10 mol/l) to water. High enrichment of Am(III) will be restricted by the dissolution of TPEN to water. In this study, the hydrophobicity of TPEN is improved by introducing alkyl groups and the selectivity of Am(III) and Eu(III) is examined. We succeeded to synthesize a new hydrophobic derivative of TPEN, TBPEN (N,N,N',N'-tetrakis((5-butoxypyridin-2-yl)-methyl)ethylenediamine. It showed good selectivity and the maximum separation factor, SF, was 91 at pH 3.0. A hydrophobic derivative of TPEN that has potential of application to the MA/Ln separation process was synthesized successfully.

Separation of Actinide(III) from Lanthanide(III) by thermosensitive gel copolymerized with TPEN derivatives

Takeshita, Kenji*; Fugate, G.*; Matsumura, Tatsuro; Nakano, Yoshio*; Mori, Atsunori*; Fukuoka, Sachio*

Proceedings of International Conference on Advanced Nuclear Fuel Cycles and Systems (Global 2007) (CD-ROM), p.120 - 125, 2007/09

Extraction separation of Am(III) and Eu(III) was examined by the thermal-swing extraction technique using a thermosensitive gel, poly--isopropylacrylamide (NIPA) copolymerized with a TPEN derivative, -tetrakis(4-propenyloxy-2-pyridylmethyl)ethylenediamine (TPPEN). The separation of Am(III) from Eu(III) was observed in the swollen state of gel (5C) and the separation factor of Am(III) was evaluated as about 18 at pH5.2. More than 90% of Am(III) extracted into the gel was released by the volume phase transition of gel from the swollen state (5C) to the shrunken one (40C). The repetition test for the thermal swing extraction of a soft metal ion, Cd(II), which was used as a substitute of Am(III), was carried out and the extraction and release of Cd(II) were repeated three times stably under the thermal-swing operation between 5C and 40C. The radiation effect of gel on the extraction of Am and Eu was tested by the irradiation of -ray (10 kGy) and the long-term adsorption of -emitter (Cm). The TPPEN-NIPA gel sustained no damage by these radiation tests. These results suggest that the thermal-swing extraction technique is applicable to the MA partitioning process indispensable for the establishment of P&T technology.

Thermal-swing extraction separation of Am(III) and Eu(III) by thermosensitive gel with encapsulating ligand

Takeshita, Kenji*; Ogata, Tsuyoshi*; Nakano, Yoshio*; Matsumura, Tatsuro; Mori, Atsunori*

no journal, , 

Extraction separation of Am(III) and Eu(III) was examined by the thermal-swing extraction technique using a thermosensitive gel, NIPA (poly-N-isopropylacrylamide) copolymerized with an encapsulating ligand, TPEN derivative called TPPEN (N,N,N',N'-tetrakis(4-propenyloxy-2-pyridylmethyl)ethylenediamine). The separation of Am(III) from Eu(III) was observed in the swollen state of gel (5C) and the separation factor of Am(III) was evaluated as about 18 at pH5.2. More than 90% of Am(III) extracted into the gel was released by the volume phase transition of gel from the swollen state (5C) to the shrunken one (40C). The radiation effect of gel on the extraction of Am and Eu was tested by the irradiation of -ray (10 kGy) and the long-term adsorption of -emitter (Cm). The TPPEN-NIPA gel sustained no damage by these radiation tests. These results suggest that the thermal-swing extraction technique is applicable to the MA partitioning process indispensable for the establishment of P&T technology.

Investigation of An/Ln separation using TPEN and its derivatives, 6; Am/Eu separation by new ligand, hydrophobic derivative of TPEN, 3

Matsumura, Tatsuro; Takeshita, Kenji*; Ogata, Tsuyoshi*; Mori, Atsunori*

no journal, , 

no abstracts in English

Synthesis of TPEN [-tetrakis(2-pyridylmethyl)ethylenediamine] derivatives bearing hydrophobic substituents

Inaba, Yusuke*; Nakajima, Yasutaka*; Fukuoka, Sachio*; Mori, Atsunori*; Takeshita, Kenji*; Matsumura, Tatsuro

no journal, , 

no abstracts in English

MA/Ln separation by new ligand, hydrophobic derivative of TPEN, 4

Matsumura, Tatsuro; Takeshita, Kenji*; Mori, Atsunori*

no journal, , 

no abstracts in English