Polyethylene glycol based oligomers for coating nanoparticles, nanoparticles coated therewith, and related methods

Patent metadata

Field	Value
Publication number	US-9446152-B2
Application number	US-201514838586-A
Country	US
Kind code	B2
Filing date	Aug 28, 2015
Priority date	Sep 9, 2011
Publication date	Sep 20, 2016
Grant date	Sep 20, 2016

Abstract

In a composition aspect of the invention, a nanoparticle coating comprises repeating polyacrylic acid monomers covalently bound together in an aliphatic chain having a plurality of carboxylic acid functional groups and modified carboxylic acid functional groups extending therefrom. A first portion of the modified carboxylic acid functional groups are modified by a PEG oligomer having a terminal methoxy functional group and a second portion of the modified carboxylic acid functional groups are modified by a PEG oligomer having at least one terminal sulfur moiety.

First claim

That which is claimed is:

1. A composition comprising:
nanoparticles surface-capped with a coating composition, the coating composition comprising:
repeating polyacrylic acid monomer units covalently bound together in an aliphatic chain having a plurality of carboxylic acid functional groups and modified carboxylic acid functional groups extending therefrom, wherein a first portion of the modified carboxylic acid functional groups are modified by a PEG oligomer having a terminal methoxy functional group and a second portion of the modified carboxylic acid functional groups are modified by a PEG oligomer having at least one terminal sulfur moiety.

2. The composition of claim 1 , wherein the nanoparticles are coated by being directly bound to the at least one terminal sulfur moiety.

3. The composition of claim 1 , wherein the nanoparticles are selected from metallic nanoparticles, semiconductor nanoparticles, or a combination thereof.

4. The composition of claim 1 , wherein the nanoparticles are selected from gold nanoparticles, ZnS nanoparticles, CdSe nanoparticles, or a combination thereof.

5. The composition of claim 1 , wherein the at least one terminal sulfur moiety is formed from thioctic acid.

6. The composition of claim 1 , wherein the at least one terminal sulfur moiety is formed from dihydrolipoic acid.

7. The composition of claim 1 , wherein the PEG oligomer having a terminal methoxy functional group is formed from a Compound 2 having a structure:

wherein n has a value such that an average molecular weight of the PEG oligomer is about 750.

8. The composition of claim 1 , wherein the PEG oligomer having at least one terminal sulfur moiety is formed from a Compound 1 having a structure:

wherein n has a value such that an average molecular weight of the PEG oligomer is about 600.

9. The composition of claim 1 , wherein the PEG oligomer having a terminal methoxy functional group is formed from a Compound 2 and the PEG oligomer having at least one terminal sulfur moiety is formed from a Compound 1; wherein the Compound 2 and the Compound 1 have the following structures:

wherein n has a value such that an average molecular weight of the PEG oligomer is about 750; and

wherein n has a value such that an average molecular weight of the PEG oligomer is about 600.

10. The composition of claim 1 , wherein the PEG oligomer having at least one terminal sulfur moiety is formed from dihydrolipoic acid.

11. The composition of claim 1 , further comprising a third portion of modified carboxylic acid functional groups, wherein the third portion of the modified carboxylic acid functional groups are modified by a PEG oligomer having a terminal azide functional group.

12. The composition of claim 11 , wherein the PEG oligomer having at least one terminal sulfur moiety is formed from a Compound 1 having a structure:

wherein n has a value such that an average molecular weight of the PEG oligomer is about 600.

13. The composition of claim 1 , wherein a third portion of the modified carboxylic acid functional groups are modified by a PEG oligomer having a terminal amine functional group.

14. The composition of claim 13 , wherein the PEG oligomer having at least one terminal sulfur moiety is formed from dihydrolipoic acid.

Assignees

• Univ Florida State Res Found

Inventors

• Mattoussi Hedi
• Palui Goutam
• Na Hyon Bin

Classifications

• C09D133/14 Primary

  of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen · CPC title

• C08F220/26

  Esters containing oxygen in addition to the carboxy oxygen · CPC title

• C08F20/06

  Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof · CPC title

• C08K5/00

  Use of organic ingredients · CPC title

• A61K49/0067 Primary

  quantum dots, fluorescent nanocrystals · CPC title