US2019247522A1PendingUtilityA1
Biocompatible magnetic materials
Est. expiryFeb 12, 2038(~11.5 yrs left)· nominal 20-yr term from priority
C08G 83/001A61K 49/1839A61K 49/126A61K 49/186A61K 49/1824A61K 49/085A61K 49/1875A61K 2123/00A61K 49/16A61K 49/122
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Claims
Abstract
in which each of variables R, L, x, and y is defined herein, the biocompatible magnetic material contains 4-15% Fe(II) ions relative to the total iron ions. Also disclosed in a method of preparing the biocompatible magnetic material.
Claims
exact text as granted — not AI-modifiedWhat is claimed is:
1 . A biocompatible magnetic material comprising:
an iron oxide nanoparticle; and one or more biocompatible polymers, each having formula (I) below, covalently bonded to the iron oxide nanoparticle:
in which
R is H, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, aryl, heteroaryl, a C 1 -C 10 carbonyl group, or a C 1 -C 10 amine group;
L is a linker;
x is 1 to 10; and
y is 5 to 1000,
wherein the biocompatible magnetic material contains 4-15% Fe(II) ions relative to the total iron ions.
2 . The biocompatible magnetic material of claim 1 , wherein the iron oxide nanoparticle contains 4-15% Fe(II) ions relative to the total iron ions.
3 . The biocompatible magnetic material of claim 2 , wherein the iron oxide nanoparticle contains 4-10% Fe(II) ions relative to the total iron ions.
4 . The biocompatible magnetic material of claim 1 , wherein the biocompatible magnetic material contains 4-10% Fe(II) ions relative to the total iron ions.
5 . The biocompatible magnetic material of claim 1 , wherein the iron oxide nanoparticle is formed of an organic acid or a salt thereof.
6 . The biocompatible magnetic material of claim 5 , wherein the organic acid or salt is oleic acid or a salt thereof.
7 . The biocompatible magnetic material of claim 1 , wherein the linker is O, S, Si, C 1 -C 6 alkylene, a carbonyl moiety containing two carbonyl groups and 2-20 carbon atoms, or a group having one of the following formulas:
in which each of m, n, p, q, and t, independently, is 1-6; W is O, S, or NR b ; each of L 1 , L 3 , L 5 , L 7 , and L 9 , independently, is a bond, O, S, or NR c ; each of L 2 , L 4 , L 6 , L 8 , and L 10 , independently, is a bond, O, S, or NR d ; and V is OR e , SR f , or NR g R h , each of R a , R b , R c , R d , R e , R f , R g , and R h , independently, being H, OH, a C 1 -C 10 alkyl, a C 1 -C 10 heteroalkyl, a C 3 -C 10 cycloalkyl, a C 1 -C 10 heterocycloalkyl, aryl, or heteroaryl.
8 . The biocompatible magnetic material of claim 1 , wherein the iron oxide nanoparticle is covalently bonded to one or more biocompatible polymers each having the following formula:
in which
R 1 is H, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, aryl, heteroaryl, a C 1 -C 10 carbonyl group, or a C 1 -C 10 amine group;
R 2 is H, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, aryl, or heteroaryl;
x is 1 to 10; and
y is 5 to 1000.
9 . The biocompatible magnetic material of claim 8 , wherein R 1 is C 1 -C 6 alkyl, a C 1 -C 10 carbonyl group, or a C 1 -C 10 amine group, and R 2 is H or C 1 -C 6 alkyl.
10 . The biocompatible magnetic material of claim 9 , wherein R 1 is methyl, carboxyl, or amino, and R 2 is H.
11 . The biocompatible magnetic material of claim 8 , wherein R 1 is coupled to a specific targeting agent selected from the group consisting of an antibody, a protein, a peptide, an enzyme, a carbohydrate, a glycoprotein, a nucleotide, and a lipid.
12 . The biocompatible magnetic material of claim 11 , wherein the specific targeting agent is an antibody.
13 . The biocompatible magnetic material of claim 1 , wherein the iron oxide nanoparticle, containing 4-15% Fe(II) ions relative to the total iron ions, is formed of oleic acid or a salt thereof.
14 . The biocompatible magnetic material of claim 1 , wherein the iron oxide nanoparticle, containing 4-15% Fe(II) ions relative to the total iron ions, is covalently bonded to one or more biocompatible polymers each having the following formula:
in which R 1 is methyl or carboxyl, R 2 is H, x is 1 to 10, and y is 5 to 1000.
15 . A method of preparing a biocompatible magnetic material of claim 1 , the method comprising:
providing a first solution that contains an iron oxide nanoparticle in a first organic solvent, the iron oxide nanoparticle containing 4-15% Fe(II) ions relative to the total iron ions; providing a second solution that contains a biocompatible polymer of formula (I) in a second organic solvent; mixing the first solution and the second solution to afford a mixed solution; and adding water to the mixed solution and stirring the resulting solution for at least 20 hours to obtain a biocompatible magnetic material.
16 . The method of claim 15 , wherein the iron oxide nanoparticle is formed by mixing a hydroxide solution with an iron solution that contains a Fe(II) salt under an inert gas atmosphere.
17 . The method of claim 16 , wherein the iron solution contains a Fe(II) salt and a Fe(III) salt, in which the mole ratio of Fe(III)/Fe(II) is 1.70 or higher.
18 . The method of claim 17 , wherein the iron oxide nanoparticle is formed of oleic acid or a salt thereof.
19 . The method of claim 18 , wherein the iron oxide nanoparticle is formed of oleic acid that is present in an amount of 100 mL or less per mole iron.
20 . The method of claim 15 , wherein each of the first organic solvent and the second organic solvent, independently, is toluene, aliphatic hydrocarbon, tetrahydrofuran, ketone, alcohol, alkyl ester, or a combination thereof.
21 . The method of claim 15 , wherein the inert gas is nitrogen or argon.Join the waitlist — get patent alerts
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