Magnetic nanoparticle complex
View Patent ↗A magnetic nanoparticle complex includes a magnetic nanoparticle; and a ligand associated with the magnetic nanoparticle, the ligand including a functional group capable of combining with an acid component or a conjugate base of the acid component, in an oil. A method for preparing a magnetic nanoparticle complex, includes preparing a pre-ligand having at least one amino group and at least one carbamate group or dithiocarbamate group; associating the pre-ligand with a magnetic nanoparticle to form a magnetic nanoparticle-ligand complex; and modifying the ligand to form a modified ligand having a functional group capable of combining with an acid component in an oil or a conjugate base of the acid component.
1. A method for preparing a magnetic nanoparticle complex, comprising:
preparing a pre-ligand comprising:
at least one amino group; and
at least one carbamate group or dithiocarbamate group;
associating the pre-ligand with a magnetic nanoparticle; and
modifying the pre-ligand associated with the magnetic nanoparticle to form a ligand associated with the magnetic nanoparticle, the ligand comprising:
a functional group configured to combine with an acid component in an oil or a conjugate base of the acid component;
wherein:
the functional group comprises an amine group configured to combine with an acid component, or an ammonium group configured to combine with the conjugate base of the acid component;
a nitrogen atom of the ammonium group is bound with at least one hydrocarbon group;
the hydrocarbon group is a substituted or unsubstituted C 8 -C 20 alkyl, cycloalkyl, alkenyl, alkynyl, aryl, or aralkyl group; and
the ligand associated with the nanoparticle is a magnetic nanoparticle complex.
2. The method of claim 1 , further comprising treating the pre-ligand with a basic solution including a hydroxide ion after contacting at least one hydrocarbon group with at least one amino group.
3. The method of claim 1 , wherein:
the ligand comprises both of following structural units:
wherein:
R 1 is C(O)O − or C(S)S − ; and
R 2 and R 3 are each independently a hydrogen, alkyl, cycloalkyl, alkenyl, alkynyl, aryl, or aralkyl group, with the proviso that R 2 and R 3 are not hydrogen concurrently, and at least one of R 2 and R 3 is a C 8 -C 20 hydrocarbon group.
4. The method of claim 1 , wherein preparing the pre-ligand comprises contacting a compound of Formula I:
with CS 2 or CO 2 ;
wherein n is an integer from 0 to 50.
5. The method of claim 1 , wherein:
preparing the pre-ligand comprises contacting CS 2 or CO 2 with a compound of Formula I:
wherein at least some of hydrogen atoms in the secondary amino groups in the compound of Formula I are substituted by an aminoalkyl group, an aminocycloalkyl group, or an aminoaryl group; and n is an integer from 1 to 50.