US 12,268,977 B2
Compounds for separation of rare earth elements and s-, p-, d-metals, method of separation, and use thereof
Miloslav Polasek, Prague (CZ)
Assigned to USTAV ORGANICKE CHEMIE A BIOCHEMIE AV CR. V.V.I., Prague (CZ)
Appl. No. 16/768,169
Filed by USTAV ORGANICKE CHEMIE A BIOCHEMIE AV CR, V.V.I., Prague (CZ)
PCT Filed Nov. 30, 2018, PCT No. PCT/EP2018/083215
§ 371(c)(1), (2) Date May 29, 2020,
PCT Pub. No. WO2019/106182, PCT Pub. Date Jun. 6, 2019.
Claims priority of application No. 17204972 (EP), filed on Dec. 1, 2017.
Prior Publication US 2020/0282331 A1, Sep. 10, 2020
Int. Cl. B01D 15/08 (2006.01); C07D 401/06 (2006.01); C22B 59/00 (2006.01)
CPC B01D 15/08 (2013.01) [C07D 401/06 (2013.01); C22B 59/00 (2013.01)] 18 Claims
 
1. A method of chromatographically separating rare earth elements and/or s-, p- and d-block metals, the method comprising:
contacting a compound of general formula (I) with a mixture of two or more metals, where the metals are selected from a rare earth element, an s-block metal, a p-block metal, or a d-block metal to form a separation mixture;
applying the separation mixture to a chromatographic column;
wherein:

OG Complex Work Unit Chemistry
X is Cl or Br,
Y is nitrogen;
Z atoms are independently selected from the group consisting of carbon and nitrogen, wherein R is only present when the valence of Z allows it; wherein at least one Z is carbon; and wherein n is 0 or 1;
L is a covalent bond or —C(O)—;
each R is independently selected from the group consisting of H; C1 to C6 alkyl; C1 to C6 alkyloxy; C6 to C10 aryloxy; benzyloxy; C1 to C6 alkylthio; C6 to C10 arylthio; F; Cl; Br; I; OH; SH; NH2; C1 to C6 alkylamino; di(C1 to C6 alkyl)amino; C1 to C6 acylamino; di(C1 to C6 acyl)amino; C6 to C10 arylamino; di(C6 to C10 aryl)amino; CN; OH; nitro; COORn; C(O)NHRn; and C(O)N(Rn)2; and wherein Rn is independently H or C1 to C10 alkyl or C6 to C10 aryl; and
R1 is selected from the group consisting of H; —C1 to C6 alkyl; benzyl, which can be optionally substituted independently with one or more substituents selected from nitro and OH; —(C1 to C2 alkylene) COOH, the alkylene of which can optionally be substituted with C1 to C6 alkyl; —CH2P(O)(OH)2; CH2P(O)(OH)(C1 to C6 alkyl);

OG Complex Work Unit Chemistry