Surface-independent, surface-modifying, multifunctional coatings and applications thereof

Patent metadata

Field	Value
Publication number	US-2017166756-A1
Application number	US-201615178255-A
Country	US
Kind code	A1
Filing date	Jun 9, 2016
Priority date	Oct 19, 2006
Publication date	Jun 15, 2017
Grant date	—

Abstract

The present invention provides a surface-independent surface-modifying multifunctional biocoating and methods of application thereof. The method comprises contacting at least a portion of a substrate with an alkaline solution comprising a surface-modifying agent (SMA) such as dopamine so as to modify the substrate surface to include at least one reactive moiety. In another version of the invention, a secondary reactive moiety is applied to the SMA-treated substrate to yield a surface-modified substrate having a specific functionality.

First claim

1 . A method of reducing amounts of metal in a fluid comprising the steps of:
a) contacting at least a portion of a substrate with an alkaline, aqueous solution under oxidative conditions, the solution comprising a surface-modifying agent according to Formula I:

wherein each of R 1 , R 2 , R 3 , R 4 and R 5 is independently selected from the group consisting of a thiol, a primary amine, a secondary amine, a nitrile, an aldehyde, an imidazole, an azide, a halide, a polyhexamethylene dithiocarbonate, a hydrogen, a hydroxyl, a carboxylic acid, an aldehyde, a carboxylic ester or a carboxamide, provided at least one of R 1 , R 2 , R 3 , R 4 and R 5 is not a hydrogen atom;
wherein x ranges from 0 to 10 and wherein y ranges from 0 to 10, provided that x or y is at least 1; and
b) contacting the surface-modified substrate with a reactive moiety, wherein the reactive moiety reacts with and is bound to the modified surface
c) positioning the surface-modified substrate with a reactive moiety found to the modified surface in a fluid with metal,
whereby the modified substrate binds to at least a portion of the metal, thereby reducing the amounts of metal in the fluid.

2 . The method of claim 1 wherein the reactive moiety is a metal.

3 . A method of modifying a substrate to form a biofouling-resistant, modified substrate, the method comprising the steps of:
a) contacting at least a portion of the surface of the substrate with an alkaline solution under oxidative conditions, the solution comprising a surface-modifying agent according to Formula I:

wherein each of R 1 , R 2 , R 3 , R 4 and R 5 is independently selected from the group consisting of a thiol, a primary amine, a secondary amine, a nitrile, an aldehyde, an imidazole, an azide, a halide, a polyhexamethylene dithiocarbonate, a hydrogen, hydroxyl, a carboxylic acid, an aldehyde, a carboxylic ester or a carboxamide, provided at least one of R 1 , R 2 , R 3 , R 4 and R 5 is not a hydrogen atom;
wherein x ranges from 0 to 10 and wherein y ranges from 0 to 10, provided that x or y is at least 1; and
b) contacting at least a portion of the surface-modified substrate with a biofouling-resistant reactive moiety,
wherein a biofouling-resistant, surface-modified substrate is formed.

4 . The method of claim 3 wherein the biofouling-resistant reactive moiety is selected from the group consisting of thiols, primary amines, secondary amines, nitriles, aldehydes, imidazoles, azides, halides, polyhexamethylene dithiocarbonate, hydrogen, hydroxyls, carboxylic acids, aldehydes, carboxylic esters or a carboxamides.

5 . The method of claim 3 wherein the modified substrate is part of a medical device.

6 . A kit for modifying a substrate surface, the kit comprising:
a) a surface-modifying agent according to Formula I:

wherein each of R 1 , R 2 , R 3 , R 4 and R 5 is independently selected from the group consisting of a thiol, a primary amine, a secondary amine, a nitrile, an aldehyde, an imidazole, an azide, a halide, a polyhexamethylene dithiocarbonate, a hydrogen, a hydroxyl, a carboxylic acid, an aldehyde, a carboxylic ester or a carboxamide, provided at least one of R 1 , R 2 , R 3 , R 4 and R 5 is not a hydrogen atom;
wherein x ranges from 0 to 10 and wherein y ranges from 0 to 10, provided that x or y is at least 1; and
b) instructions for use.

7 . The kit of claim 6 further comprising a reactive moiety selected from the group consisting of thiols, primary amines, secondary amines, nitriles, aldehydes, imidazoles, azides, halides, polyhexamethylene dithiocarbonate, hydrogen, hydroxyls, carboxylic acids, aldehydes, carboxylic esters or carboxamides.

8 . The kit of claim 6 further comprising a substrate surface to be modified.

9 . The kit of claim 6 wherein the surface-modifying agent is in solution.

10 . The kit of claim 6 wherein the surface-modifying agent is in powdered form.

Assignees

• Univ Northwestern

Inventors

• Messersmith Phillip B
• Lee Haeshin

Classifications

• C09D5/1681

  Antifouling coatings characterised by surface structure, e.g. for roughness effect giving superhydrophobic coatings or Lotus effect · CPC title

• C09D179/04

  Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors · CPC title

• C09D5/1662 Primary

  Synthetic film-forming substance · CPC title

• C08J7/123 Primary

  Treatment by wave energy or particle radiation (C08J7/18 takes precedence) · CPC title

• C23C18/2006

  by other methods than those of C23C18/22 - C23C18/30 · CPC title