# US 10,500,291 B2 · Mechanisms involved in the formation of biocompatible lipid polymeric patchy particles

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- Number: US 10,500,291 B2
- Document ID: US10500291B2
- Status: Granted
- Kind: B2
- Application number: 15/055,142
- Filed: 2016-02-26
- Published: 2016-09-01
- Granted: 2019-12-10
- Earliest claimed: 2015-02-26
- Assignees: George Mason University
- Applicants: George Mason University
- Inventors: Carolina Salvador Morales
- Web page: https://patentgrep.com/patent/US10500291B2

## CPC

- A61K 49/225: {Microparticles, microcapsules (gas-filled to be classified in A61K49/223)}
- A61K 49/223: {Microbubbles, hollow microspheres, free gas bubbles, gas microspheres}
- 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

The invention relates to lipid polymeric patchy particles formed by nanoprecipitation and emulsification processes, utilizing a polymer blend including the polymer, solvent and lipid-PEGylated functional groups. More particularly, the invention relates to synthesizing particles having different or pre-selected morphologies (internal and external) and physicochemical properties. It has been found that the shear stress experienced by the polymer blend during emulsification can impart certain external and internal morphology and physicochemical properties to the resulting particles. Further, the one or more patches of the particles can be functionalized, such as, with gold nanoparticles, for use of the particles, in particular, in photoacoustic and ultrasound imaging.

## Claims

### Claim 1

A lipid polymeric patchy particle comprising:
a hollow core having an inner lining and an outer surface surrounding the inner lining,
one or more shells surrounding the outer surface,
a single patch formed on the outermost shell, and
a first lipid functional group having a first end and a second end, wherein the first end is bound to the outer surface, thereby forming a first shell, and wherein the second end has a first functional group,
wherein the inner lining comprises a semi-conductor polymer and
wherein the outer surface comprises a hydrophobic polymer.

### Claim 2 (depends on 1)

The particle of claim 1, wherein the particle further comprises a second lipid functional group having a first end and a second end, wherein the first end of the second lipid functional group is bound to the outer surface, thereby forming the first shell, together with the first lipid functional group, and wherein the second end of the second lipid functional group has a second functional group, wherein the first lipid functional group and the second lipid functional group are different.

### Claim 3 (depends on 1)

The particle of claim 1, wherein the hydrophobic polymer is a biocompatible, biodegradable polymer.

### Claim 4 (depends on 1)

The particle of claim 1, wherein the hydrophobic polymer is poly(lactide-co-glycolide) polymer.

### Claim 5 (depends on 1)

The particle of claim 1, wherein the first lipid functional group is a lipid-PEGylated functional group.

### Claim 6 (depends on 5)

The particle of claim 5, wherein the first lipid functional group has a formula: -1,2-distearoyl-sn-glycerol-3-phosphoethanolamine (DSPE)-N-poly(ethylene glycol) (PEG)-R, wherein R is a functional group.

### Claim 7 (depends on 5)

The particle of claim 5, wherein the first lipid functional group has a formula: -DSPE-PEG-R, wherein R is selected from amino, methoxyl, and maleimide (MAL).

### Claim 8 (depends on 1)

The particle of claim 1, wherein the particle comprises the first shell and a second shell, wherein the second shell surrounds the first shell.

### Claim 9 (depends on 8)

The particle of claim 8,
wherein the particle further comprises a second lipid functional group having a first end and a second end, wherein the first end of the second lipid functional group is bound to the second shell and wherein the second end of the second lipid functional group has a second functional group, and wherein the first lipid functional group and the second lipid functional group are different.

### Claim 10 (depends on 9)

The particle of claim 9, wherein the second lipid functional group has a formula -DSPE-PEG-NH2 and wherein the different lipid functional group has a formula -DSPE-PEG-MAL.

### Claim 11 (depends on 1)

The particle of claim 1, wherein bound is via covalent bonds.

### Claim 12 (depends on 1)

The particle of claim 1, wherein the semi-conductor polymer is poly [2,6-(4,4-bis-(2-ethylhexyl)-4H-cyclopenta[2,1-b, 3, 4-alt-4,7(2, 1, 3-benzothiadiazole)] (PCPDTBT).

### Claim 13 (depends on 1)

The particle of claim 1, wherein the hollow core contains a payload.