# US 2016/0355484 A1 · Articles and methods comprising persistent carbenes and related compositions

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- Number: US 2016/0355484 A1
- Document ID: US20160355484A1
- Status: Published application
- Kind: A1
- Application number: 15/171,998
- Filed: 2016-06-02
- Published: 2016-12-08
- Earliest claimed: 2013-03-13
- Assignees: Massachusetts Institute of Technology
- Applicants: Massachusetts Institute of Technology
- Inventors: Jeremiah A. Johnson; Aleksandr V. Zhukhovitskiy
- Web page: https://patentgrep.com/patent/US20160355484A1

## CPC

- C07D 233/20: with substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D 233/06: with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
- C07D 403/10: linked by a carbon chain containing aromatic rings
- C07D 403/14: containing three or more hetero rings
- C08F 292/00: Macromolecular compounds obtained by polymerising monomers on to inorganic materials
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS

## Abstract

Articles and methods comprising persistent carbenes are provided, as well as related compositions. In some embodiments, a persistent carbene may be associated with a portion of a substrate (e.g., at least a portion of a surface on the substrate). In certain embodiments, the association of persistent carbene with the substrate may be used to affect certain properties of substrate (e.g., surface chemistry, stability). In some cases, a persistent carbene may be functionalized after association with a portion of a substrate. In some embodiments, a persistent carbene and at least one secondary compound may be associated with a portion of a substrate. Articles and methods of the present invention may be useful for applications involving electronics, sensing, microfabrication, nanotechnology, biomimetic, and drug delivery, amongst others.

## Claims

### Claim at position 1

1-21. (canceled)

### Claim 22

An article, comprising:
a substrate having a surface, wherein at least a portion of the surface is associated with a plurality of persistent carbenes and a plurality of secondary compounds, wherein each of the plurality of the persistent carbenes and each of the plurality of the secondary compounds comprise at least one functionalizable group.

### Claim 23 (depends on 22)

The article of claim 22, wherein the secondary compound comprises a thiol, thioether, selenol, dithiocarbamate, dithioate, dithiophosphinate, phosphonate, carboxylic acid and carboxylate group, amino, aminoacyl, pyridine, phosphine, alcohol, alkoxy, nitrile, isocyanide, alkyl, alkenyl, aryl, or alkynyl group.

### Claim 24 (depends on 22)

The article of claim 22, wherein the secondary compound is associated with the surface via the thiol, thioether, selenol, dithiocarbamate, dithioate, dithiophosphinate, phosphonate, carboxylic acid and carboxylate group, amino, aminoacyl, pyridine, phosphine, alcohol, alkoxy, nitrile, isocyanide, alkyl, alkenyl, aryl, or alkynyl.

### Claim 25 (depends on 22)

The article of claim 22, wherein the substrate comprises a metal, metalloid, an organic material, a non-metal, or combinations thereof.

### Claim 26 (depends on 22)

The article of claim 22, wherein the portion of the substrate comprises gold.

### Claim 27 (depends on 22)

The article of claim 22, wherein the substrate comprises a plurality of particles.

### Claim 28 (depends on 22)

The article of claim 22, wherein the plurality of persistent carbenes and/or plurality of secondary compounds form a monolayer on at least one surface of the substrate.

### Claim 29 (depends on 22)

A sensor comprising the article of claim 22.

### Claim at position 10

30-44. (canceled)