# US 10,768,176 B2 · Hetero functional binding systems > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,768,176 B2 - Document ID: US10768176B2 - Status: Granted - Kind: B2 - Application number: 15/319,269 - Filed: 2015-06-17 - Published: 2017-04-27 - Granted: 2020-09-08 - Earliest claimed: 2014-06-17 - Assignees: Anteo Technologies Pty Ltd - Applicants: Anteo Technologies Pty Ltd - Inventors: Chang-yi Huang; Nobuyoshi Joe Maeji - Web page: https://patentgrep.com/patent/US10768176B2 ## CPC - G01N 33/553: Metal or metal coated - C07F 11/005: {compounds without a metal-carbon linkage} - G01N 33/531: Production of immunochemical test materials - G01N 33/54313: {the carrier being characterised by its particulate form} - G01N: INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES (measuring or testing apparatus or processes other than immunoassay, involving enzymes or microorganisms C12M, C12Q) - C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22) ## Abstract The present invention relates to reagents and methods for binding compounds to surfaces that are hydrophobic. More specifically, the invention relates to simple methods for coating of hydrophobic planar, membrane or particle surfaces to facilitate binding of molecules such as labels, dyes, synthetic and biological polymers and/or nanoparticles thereto. ## Claims ### Claim 1 A modified substrate for binding of a target molecule thereon, the substrate including: a surface that is hydrophobic wherein the substrate is composed of a metal, a metal or metalloid composite, a synthetic polymer, a plastic, or carbon, and an oligomeric chromium complex layer having: (i) one or more chromium co-ordination sites occupied by a hydrophobic ligand for binding the oligomeric chromium complex layer to the hydrophobic surface wherein the hydrophobic ligand is of the form R—X, where X is independently selected from a carboxylic acid, aldehyde, polyalcohol, sulfonic acid, phosphonic acid, phosphate and bisulfate group, and R is independently selected from alkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, alkylcycloalkyl, heteroalkylcycloalkyl, aryl, heteroaryl, aralkyl and heteroaralkyl groups which groups are optionally substituted and wherein the degree to which R—X coordinates with the oligomeric chromium complex layer is in the range of about 25% to about 75%, and (ii) one or more chromium co-ordination sites available for binding to a target molecule, wherein the hydrophobic ligand binds to the hydrophobic surface by non-covalent and non-coordinative interactions such that the co-ordination sites available for binding to a target molecule are directed away from the hydrophobic surface. ### Claim 2 (depends on 1) A modified substrate according to claim 1, wherein the modified substrate includes a target molecule bound thereto via co-ordination bonds to one or more chromium ions. ### Claim 3 (depends on 1) A modified substrate according to claim 1, wherein the substrate is substantially flat or planar. ### Claim 4 (depends on 1) A modified substrate according to claim 1, wherein the substrate is a particle. ### Claim 5 (depends on 2) A modified substrate according to claim 2, wherein the target molecule is selected from proteins, polynucleotides, carbohydrates, lipids, drugs, labelling agents, synthetic polymers and nanoparticles. ### Claim 6 (depends on 1) A modified substrate according to claim 1, wherein R—X is selected from the following acids: acetic, butyric, hexanoic, abietic, angelic, tiglic, crotonic, lauric, linoleic, linolenic, perfluorinated, gluconic, methacrylic, malonic, succinic, phthalic, acrylic, alpha and beta furyl acrylic acid, propiolic, myristic, palmitic, stearic, naphthoic, naphthenic, 6-aminohexanoic, benzoic, polyconjugated carboxylic acid polyconjugated sorbic acid, polyconjugated isocrotonic acid, polyconjugated phenylacetic acid, 3-butenoic, 7-octenoic, 9-decenoic, 11-dodecenoic, oleic, 2-cyclopentene-1-acetic, cinnamic, and behenic. ### Claim 7 (depends on 1) A modified substrate according to claim 1, further including a co-ordination ligand forming a co-ordination bond with one or more chromium ions wherein the ligand is selected from ethylenediamine, tetramethylethylenediamine, iminodiacetic acid, nitrilotriacetic acid, triphenylphosphine, oxalic acid, 1,10-phenanthroline, 8-hydroxyquinoline, salicylic acid, chloride, acetate, bromide, nitrate, perchlorate, alum, sulphate and pyridine. ### Claim 8 A method of modifying a hydrophobic surface, the method including: providing a surface that is hydrophobic, wherein the surface is a surface of a substrate which is composed of a metal, a metal or metalloid composite, a synthetic polymer, a plastic, or carbon, and contacting the surface with an oligomeric chromium complex layer having: (i) one or more chromium co-ordination sites occupied by a hydrophobic ligand for binding the oligomeric chromium complex layer to the hydrophobic surface wherein the hydrophobic ligand is of the form R—X, where X is independently selected from a carboxylic acid, aldehyde, polyalcohol, sulfonic acid, phosphonic acid, phosphate and bisulfite group, and R is independently selected from alkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, alkylcycloalkyl, heteroalkylcycloalkyl, aryl, heteroaryl, aralkyl and heteroaralkyl groups which groups are optionally substituted and wherein the degree to which R—X coordinates with the oligomeric chromium complex layer is in the range of about 25% to about 75%, and (ii) one or more chromium co-ordination sites available for binding to a target molecule, wherein the hydrophobic ligand binds to the hydrophobic surface by non-covalent and non-coordinative interactions such that the co-ordination sites available for binding to a target molecule are directed away from the hydrophobic surface, thereby forming a modified surface having increased hydrophilicity. ### Claim 9 (depends on 8) A method according to claim 8, which includes the further step of contacting the modified surface with a target molecule such that the target molecule is bound to the one or more chromium co-ordination sites available for binding to the target molecule. ### Claim 10 A particle, the particle including: a surface that is hydrophobic, wherein the surface is a surface of a substrate which is composed of a metal, a metal or metalloid composite, a synthetic polymer, a plastic, or carbon, and an oligomeric chromium complex layer having: (i) one or more chromium co-ordination sites occupied by a hydrophobic ligand for binding the oligomeric chromium complex layer to the hydrophobic surface wherein the hydrophobic ligand is of the form R—X, where X is independently selected from a carboxylic acid, aldehyde, polyalcohol, sulfonic acid, phosphonic acid, phosphate and bisulfate group, and R is independently selected from alkyl, heteroalkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, alkylcycloalkyl, heteroalkylcycloalkyl, aryl, heteroaryl, aralkyl and heteroaralkyl groups which groups are optionally substituted and wherein the degree to which R—X coordinates with the oligomeric chromium complex layer is in the range of about 25% to about 75%, and (ii) one or more chromium co-ordination sites available for binding to a target molecule, wherein the hydrophobic ligand binds to the hydrophobic surface by non-covalent and non-coordinative interactions such that the co-ordination sites available for binding to a target molecule are directed away from the hydrophobic surface. ### Claim 11 (depends on 10) A particle according to claim 10, wherein the particle is completely coated with the oligomeric chromium complex layer. ### Claim 12 (depends on 11) A particle according to claim 11, wherein the particle further includes a target molecule bound to the particle via co-ordination bonds to one or more chromium ions.