Synthesis of Aminophosphonic Acid Extractants and the Effect of the Alkyl Chain on Their Extraction Selectivities for Indium(III), Gallium(III), and Zinc(II)

IF 0.6 4区工程技术 Q4 CHEMISTRY, MULTIDISCIPLINARY

Solvent Extraction Research and Development, Japan Pub Date : 2018-01-01 DOI:10.15261/serdj.25.11

Y. Sasaki, T. Oshima, Y. Baba

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引用次数: 2

Abstract

New extractants with different alkyl chains, α-(octylamino)-4-tert-butylbenzylphosphonic acid monobutyl ester (OATPM), α-(2-ethylhexyl-amino)-4-tert-butylbenzylphosphonic acid monobutyl ester (EATPM), and α-1-(dodecylamino)octyl-phosphonic acid monobutyl ester (DAOPM) were synthesized by the Mannich reaction. The extraction selectivities of α-dodecylaminobenzylphosphonic acid monobutyl ester (DABPM), EATPM, OATPM and DAOPM were examined using In(III), Ga(III), Cu(II) and Zn(II) from a 1 M aqueous NH4NO3 solution. The extraction order for these metals using DABPM, EATPM, and OATPM was In(III) > Ga(III) > Zn(II) > Cu(II), whereas the order for DAOPM was In(III) > Ga(III) > Cu(II) > Zn(II). The separation ability of DABPM and OATPM is higher than that of EATPM and DAOPM. These extractants were analyzed by 1H-NMR. As a result, DABPM and OATPM were found to form intramolecular hydrogen bonds between P=OꞏꞏꞏH–N and P–OHꞏꞏꞏN-C. These hydrogen bonds allow to exist in the monomer form of DABPM and OATPM in toluene, which lead to the lower extraction ability for Zn(II).

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氨基膦酸萃取剂的合成及烷基链对铟(III)、镓(III)、锌(II)萃取选择性的影响

采用曼尼希反应合成了不同烷基链的新型萃取剂α-(辛胺)-4-叔丁基苄基膦酸单丁酯(OATPM)、α-(2-乙基己基氨基)-4-叔丁基苄基膦酸单丁酯(EATPM)和α-1-(十二烷基氨基)辛基膦酸单丁酯(DAOPM)。以In(III)、Ga(III)、Cu(II)、Zn(II)为萃取剂，考察了α-十二烷基氨基苄基膦酸单丁基酯(DABPM)、EATPM、OATPM和DAOPM在1m NH4NO3水溶液中的选择性。DABPM、EATPM和OATPM对这些金属的萃取顺序为In(III) > Ga(III) > Zn(II) > Cu(II)， DAOPM的萃取顺序为In(III) > Ga(III) > Cu(II) > Zn(II)。DABPM和OATPM的分离能力高于EATPM和DAOPM。用1H-NMR对萃取剂进行了分析。结果发现DABPM和OATPM在P=OꞏꞏꞏH-N和P - ohꞏꞏꞏN-C之间形成分子内氢键。这些氢键允许DABPM和OATPM在甲苯中以单体形式存在，导致对Zn(II)的萃取能力较低。

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来源期刊

Solvent Extraction Research and Development, Japan 工程技术-工程：化工

CiteScore

1.30

自引率

14.30%

发文量

审稿时长

1 months

期刊介绍： Solvent Extraction Research and Development, Japan (Solvent Extr. Res. Dev., Jpn.) is a periodical issued from Japan Association of Solvent Extraction (JASE) containing papers dealing with all aspects of solvent extraction and their related methods, underlying principles, and materials. Original articles, notes, technical reports, and critical reviews will be considered for publication. Original articles must be of reasonably broad scope and significance to the solvent extraction. Notes will originally describe novel work of a limited nature or especially significant work in progress. Authors can contribute some information of novel techniques, equipment or apparatus, reagents and diluents for solvent extraction as technical reports. Critical reviews will be received from the authors to whom the editorial committee asked to contribute.