IP Library Granted Patent US 11,867,596
Granted Patent B2
US 11,867,596 · App. 17/707,214 · Granted Jan 9, 2024

Chemical sensors with non-covalent, electrostatic surface modification of graphene

Inventors: Xue Zhen (Plymouth Meeting, PA); Philippe Pierre Joseph Buhlmann (Minneapolis, MN); Steven J. Koester (Edina, MN); Justin Theodore Nelson (Vadnais Heights, MN)
Assignee: REGENTS OF THE UNIVERSITY OF MINNESOTA
G01N33/497G01N27/125G01N27/227G01N2610/00
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Quick Facts
Patent No.
US 11,867,596
App. No.
17/707,214
Granted
Jan 9, 2024
Kind
B2
Abstract

Embodiments include chemical sensors, devices and systems including the same, and related methods. In an embodiment, a medical device is provided. The medical device can include a graphene varactor, including a graphene layer and a self-assembled monolayer disposed on an outer surface of the graphene layer through electrostatic interactions between a partial positive charge on hydrogen atoms of one or more hydrocarbons of the self-assembled monolayer and a π-electron system of graphene. The self-assembled monolayer can include one or more substituted porphyrins or substituted metalloporphyrins, or derivatives thereof. Other embodiments are also included herein.

Claims (17)

1. A medical device comprising:

a graphene layer;

a self-assembled monolayer disposed on an outer surface of the graphene layer through electrostatic interactions between a partial positive charge on hydrogen atoms of one or more hydrocarbons of the self-assembled monolayer and a π-electron system of graphene; and

wherein the self-assembled monolayer comprises one or more substituted porphyrins or substituted metalloporphyrins of the formula:

wherein each X is independently a heteroatom comprising N, O, P, S, Se, or Si, or absent, such that R is covalently attached to the phenyl group;

wherein each R functional group independently comprises: —H; any linear or branched C 1 -C 50 alkyl, C 1 -C 50 alkenyl, C 1 -C 50 alkynyl, C 1 -C 50 heteroalkyl, C 1 -C 50 heteroalkenyl, C 1 -C 50 heteroalkynyl, or any combination thereof; —RZR, —ZRZR, or—RZRZR, wherein R comprises any identical or different, linear or branched, C 1 -C 50 alkyl, C 1 -C 50 alkenyl, C 1 -C 50 alkynyl, or any combination thereof, and Z can be one or more heteroatom selected from N, O, P, S, Se, or Si; an aryl, heteroaryl, substituted aryl, or substituted heteroaryl; a biphenyl or substituted biphenyl; an aryloxy, arylthio, arylamine, or any substitutions thereof; or any combination thereof; and

wherein M is a metal comprising aluminum, calcium, magnesium, manganese, iron, cobalt, nickel, zinc, ruthenium, palladium, silver, platinum, indium, tin, copper, rhodium, chromium, gallium, osmium, iridium, or derivatives thereof and wherein an oxidation state of the metal comprises I, II, III, IV, V, VI, VII, or VIII.

2. The medical device of claim 1 , wherein the self-assembled monolayer provides a Langmuir theta value of at least 0.9.

3. The medical device of claim 1 , wherein the self-assembled monolayer provides a Langmuir theta value of at least 0.98.

4. The medical device of claim 1 , wherein the self-assembled monolayer provides coverage over the graphene from 50% to 150% by surface area.

5. A medical device comprising:

a graphene layer;

a self-assembled monolayer disposed on an outer surface of the graphene layer through electrostatic interactions between a partial positive charge on hydrogen atoms of one or more hydrocarbons of the self-assembled monolayer and a π-electron system of graphene; and

wherein the self-assembled monolayer comprises one or more substituted porphyrins or substituted porphyrins of the formula:

wherein each X is independently a heteroatom comprising N, O, P, S, Se, or Si, or absent, such that R is covalently attached to the phenyl group; and

wherein each R functional group independently comprises: —H; any linear or branched C 1 -C 50 alkyl, C 1 -C 50 alkenyl, C 1 -C 50 alkynyl, C 1 -C 50 heteroalkyl, C 1 -C 50 heteroalkenyl, C 1 -C 50 heteroalkynyl, or any combination thereof; —RZR, —ZRZR, or —RZRZR , wherein R comprises any identical or different, linear or branched, C 1 -C 50 alkyl, C 1 -C 50 alkenyl, C 1 -C 50 alkynyl, or any combination thereof, and Z can be one or more heteroatom selected from N, O, P, S, Se, or Si; an aryl, heteroaryl, substituted aryl, or substituted heteroaryl; a biphenyl or substituted biphenyl; an aryloxy, arylthio, arylamine, or any substitutions thereof; or any combination thereof.

6. The medical device of claim 5 , the self-assembled monolayer comprising substituted porphyrins of the formula:

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 8, 2023
From: BOSTON SCIENTIFIC SCIMED, INC.
To: REGENTS OF THE UNIVERSITY OF MINNESOTA
Reel/Frame 064526/0613 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 14, 2022
From: BUHLMANN, PHILIPPE PIERRE JOSEPH; KOESTER, STEVEN J.
To: REGENTS OF THE UNIVERSITY OF MINNESOTA
Reel/Frame 060196/0886 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 14, 2022
From: ZHEN, XUE; NELSON, JUSTIN THEODORE
To: BOSTON SCIENTIFIC SCIMED, INC.
Reel/Frame 060196/0911 →
Continuity (3)
Continuation 16393177 · Apr 24, 2019
Provisional Application 62662305 · Apr 25, 2018
Related Publication 20220291198A1 · Sep 15, 2022
Cited By (2)
US 12,369,815 US 12,604,506