# US 10,765,744 B2 · Magnetic particle conjugates, micelles, and methods of delivering agents

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- Number: US 10,765,744 B2
- Document ID: US10765744B2
- Status: Granted
- Kind: B2
- Application number: 16/093,370
- Filed: 2017-04-21
- Published: 2019-09-26
- Granted: 2020-09-08
- Earliest claimed: 2016-04-27
- Assignees: University of Florida Research Foundation, Inc.
- Applicants: University of Florida Research Foundation, Inc.
- Inventors: Carlos Rinaldi; Sun Hao; Brent S. Sumerlin
- Web page: https://patentgrep.com/patent/US10765744B2

## CPC

- A61K 41/0028: {Disruption, e.g. by heat or ultrasounds, sonophysical or sonochemical activation, e.g. thermosensitive or heat-sensitive liposomes, disruption of calculi with a medicinal preparation and ultrasounds}
- A61K 9/1075: {Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers (A61K9/0026 takes precedence)}
- A61K 47/02: Inorganic compounds
- A61K 47/34: Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers (A61K47/10 takes precedence)
- A61K 47/52: the modifying agent being an inorganic compound, e.g. an inorganic ion that is complexed with the active ingredient
- A61K 47/60: the organic macromolecular compound being a polyoxyalkylene oligomer, polymer or dendrimer, e.g. PEG, PPG, PEO or polyglycerol
- A61K 47/6907: {the form being a microemulsion, nanoemulsion or micelle}
- A61K 47/6923: {the form being an inorganic particle, e.g. ceramic particles, silica particles, ferrite or synsorb}
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)

## Abstract

Embodiments of the present disclosure provide for magnetic particle conjugates, methods of making the magnetic particle conjugates, methods of using magnetic particle conjugates, micelles (also referred to as a “magnetic composite nanocarrier” (MC-NC)), methods of making micelles, methods of using micelles, and the like.

## Claims

### Claim 1

A composition comprising: a magnetic particle conjugate having a magnetic particle and a polymer attached to the magnetic particle, wherein the polymer includes an agent (Agent) bonded to the polymer through thermally degradable retro-Diels-Alder-agent group, wherein the polymer comprises:
wherein w is 1 to 20, x is 0 to 20, y is 0 to 60, and z is 0 to 10, wherein the polymer is bonded to the magnetic particle on the left of the structure.

### Claim 2 (depends on 1)

The composition of claim 1, wherein the magnetic particle is a material represented by MaxMb(1-x)Fe2O4, where each of Ma and Mb are independently selected from Fe, Co, Mn, Zn, Ta, Sr, or Ni, wherein x is 0 to 1, wherein Ma and Mb are different metals.

### Claim 3 (depends on 2)

The composition of claim 2, wherein the magnetic particle is a material selected from the group consisting of: Fe3O4, γFe2O3, αFe2O3, MnFe2O4, ZnFe2O4, or Mn0.5Zn0.5Fe2O4.

### Claim 4 (depends on 1)

The composition of claim 1, wherein w is 14, x is 11, y is 40 and z is 10.

### Claim 5 (depends on 1)

The composition of claim 1, wherein the agent includes a drug, a therapeutic agent, a radiological agent, or a biological agent.

### Claim 6 (depends on 1)

The composition of claim 1, wherein the polymer fully encapsulates both the agent and the magnetic particles.

### Claim 7

A composition, comprising:
a micelle including a plurality a magnetic particle conjugate having a magnetic particle and a polymer attached to the magnetic particle, wherein the polymer has a hydrophobic region and a hydrophilic region, wherein the hydrophobic region of the polymer is located in a central region of the micelle and the hydrophilic region is located away from the central region and forms the micelle outer boundary, wherein the polymer includes an agent (Agent) bonded to the polymer through thermally degradable retro-Diels-Alder-agent group, wherein the polymer comprises:
wherein w is 1 to 20, x is 0 to 20, y is 0 to 60, and z is 0 to 10, wherein the polymer is bonded to the magnetic particle on the left of the structure.

### Claim 8 (depends on 7)

The composition of claim 7, wherein the magnetic particle is a material selected from the group consisting of: Fe3O4, γFe2O3, αFe2O3, and MnFe2O4, ZnFe2O4, or Mn0.5Zn0.5Fe2O4.

### Claim 9 (depends on 7)

The composition of claim 7, wherein the micelle in encapsulated using a hydrophobic block copolymer that has thermally labile backbone bonds.

### Claim 10 (depends on 7)

The composition of claim 7, further comprising a targeting agent.