Hydrogel composition

Patent metadata

Field	Value
Publication number	US-2017145203-A1
Application number	US-201615381578-A
Country	US
Kind code	A1
Filing date	Dec 16, 2016
Priority date	Oct 28, 2004
Publication date	May 25, 2017
Grant date	—

Abstract

An electrochemical sensor system comprises an electrochemical sensor and a hydrogel composition. The electrochemical sensor has at least a counter electrode and a working electrode. The hydrogel composition contacts the working electrode. The hydrogel composition comprises a first monomer, a second monomer, a cross-linking agent, and a solvent. The first monomer has hydrophilic characteristics. The second monomer has hydrophobic characteristics. The ratio of the first monomer to the second monomer is from about 0.1:99.9 to about 99.9:0.1.

First claim

1 - 71 . (canceled)

72 . A method of determining an analyte concentration, the method comprising the acts of:
placing a hydrogel composition on skin, the hydrogel composition comprising a first monomer, a second monomer, a cross-linking agent, and a solvent, the first monomer being selected from Formula I, wherein Formula I is

wherein the combination of R and R1 is selected from 1 carbon to 5 carbon atoms such that a 3-7 member heterocyclic moiety is formed;
the second monomer being selected from the group consisting of Formula II and Formula III, wherein Formula II is

wherein
R3 and R4 are independently selected from H, CH 3 , (C 3 -C 18 )alkyl, wherein the alkyl is optionally substituted with one or more substituents selected from halos, haloalkyls, cycloalkyls, nitros, cyanos, 4-8 member heterocyclic moieties, wherein the heterocyclic moieties are optionally substituted with one or more alkyls, halos, haloalkyls, cycloalkyls, nitros, and cyanos;
(C 3 -C 7 )cycloalkyl, wherein the cycloalkyl is optionally substituted with one or more substituents selected from alkyls, halos, haloalkyls, cycloalkyls, nitros, and cyanos; and
aromatic moieties, wherein the aromatic moieties are optionally substituted with one or more substituents selected from alkyls, halos, haloalkyls, cycloalkyls, nitros, and cyanos,
with the proviso that when R3 is H or CH 3 , then R4 is (C 3 -C 18 )alkyl, (C 3 -C 7 )cycloalkyl or an aromatic moiety, wherein the alkyl, cycloalkyl or aromatic moiety is optionally substituted with one or more substituents,
with the proviso that when R4 is H or CH 3 , then R3 is (C 3 -C 18 )alkyl, (C 3 -C 7 )cycloalkyl or an aromatic moiety, wherein the alkyl, cycloalkyl or aromatic moiety is optionally substituted with one or more substituents; and

wherein Formula III is

wherein
R5 is selected from (C 3 -C 18 )alkyl, wherein the alkyl is optionally substituted with one or more substituents selected from halos, haloalkyls, cycloalkyls, nitros, cyanos, 4-8 member heterocyclic moieties, wherein the heterocyclic moieties are optionally substituted with one or more alkyls, halos, haloalkyls, cycloalkyls, nitros, and cyanos;
(C 3 -C 7 )cycloalkyl, wherein the cycloalkyl is optionally substituted with one or more substituents selected from alkyls, halos, haloalkyls, cycloalkyls, nitros, and cyanos; and
aromatic moieties, wherein the aromatic moieties are optionally substituted with one or more substituents selected from alkyls, halos, haloalkyls, cycloalkyls, nitros, and cyanos,
wherein the ratio of the first monomer to the second monomer is from about 20:80 to about 80:20;
providing a sensor, the hydrogel composition located generally between and coupling the skin and the sensor; and
sampling of the interstitial fluid to determine the analyte concentration using the sensor.

73 . The method of claim 72 , wherein the analyte is glucose.

74 . The method of claim 72 , wherein the sensor is an electrochemical sensor.

75 . The method of claim 72 , wherein the ratio of the first monomer to the second monomer is from about 40:60 to about 60:40.

76 . The method of claim 72 , wherein the second monomer is selected from Formula II.

77 . The method of claim 72 , wherein the second monomer is selected from Formula III.

78 . The method of claim 72 , wherein the first monomer is N-vinyl acetamide, N-vinyl propionamide, N-vinyl pyrrolidone or N-vinyl caprolactam, the second monomer being selected from Formula II with R3 or R4 being a (C 3 -C 18 )alkyl that is optionally substituted.

79 . The method of claim 72 , wherein the first monomer is N-vinyl acetamide, N-vinyl propionamide, N-vinyl pyrrolidone or N-vinyl caprolactam, the second monomer being selected from Formula II with R3 or R4 being a (C 3 -C 7 )cycloalkyl that is optionally substituted.

80 . The method of claim 72 , wherein the first monomer is N-vinyl acetamide, N-vinyl propionamide, N-vinyl pyrrolidone or N-vinyl caprolactam, the second monomer being selected from Formula II with R3 or R4 being an aromatic moiety that is optionally substituted.

81 . The method of claim 72 , wherein the first monomer is N-vinyl pyrrolidone or N-vinyl caprolactam, the second monomer being selected from Formula III with R5 being a (C 3 -C 18 )alkyl that is optionally substituted.

82 . The method of claim 72 , wherein the first monomer is N-vinyl pyrrolidone or N-vinyl caprolactam, the second monomer being selected from Formula III with R5 being a (C 3 -C 7 )cycloalkyl that is optionally substituted.

83 . The method of claim 72 , wherein the first monomer is N-vinyl pyrrolidone or N-vinyl caprolactam, the second monomer being selected from Formula III with R5 being an aromatic moiety that is optionally substituted.

84 . A method of determining an analyte concentration, the method comprising the acts of:
placing a hydrogel composition on skin, the hydrogel composition contacting the working electrode, the hydrogel composition comprising a first monomer, a second monomer, a cross-linking agent, and a solvent, the first monomer being selected from Formula I

wherein the combination of R and R1 is selected from 1 carbon to 5 carbon atoms such that a 3-7 member heterocyclic moiety is formed;
the second monomer being selected from Formula IV, wherein Formula IV is

wherein
R2 is selected from (C 1 -C 18 )alkyl, wherein the alkyl is optionally substituted with one or more substituents selected from halos, haloalkyls, cycloalkyls, nitros, cyanos, 4-8 member heterocyclic moieties, wherein the heterocyclic moieties are optionally substituted with one or more alkyls, halos, haloalkyls, cycloalkyls, nitros, and cyanos;
(C 3 -C 7 )cycloalkyl, wherein the cycloalkyl is optionally substituted with one or more substituents selected from alkyls, halos, haloalkyls, cycloalkyls, nitros, and cyanos; and
aromatic moieties, wherein the aromatic moieties are optionally substituted with one or more substituents selected from alkyls, halos, haloalkyls, cycloalkyls, nitros, and cyanos,
wherein the ratio of the first monomer to the second monomer is from about 20:80 to about 80:20;
providing a sensor, the hydrogel composition located generally between and coupling the skin and the sensor; and
sampling of the interstitial fluid to determine the analyte concentration using the sensor.

85 . The method of claim 84 , wherein the ratio of the first monomer to the second monomer is from about 40:60 to about 60:40.

86 . A method of determining an analyte concentration, the method comprising the acts of:
placing a hydrogel composition on skin, the hydrogel composition comprising a first monomer, a second monomer, a cross-linking agent, and a solvent, the first monomer being selected from the group consisting of N-vinyl pyrrolidone, hydroxy alkyl methacrylates, acrylamide, and N,N di-alkyl acrylamides, the second monomer being selected from the group consisting of alkyl (meth)acrylates, N-vinyl acylamide, vinyl esters, and vinyl ethers, and wherein the ratio of the first monomer to the second monomer is fro

Assignees

• Ascensia Diabetes Care Holdings Ag

Inventors

• Valint Jr Paul
• Williamson Doug H
• Zhu Boru

Classifications

• Y10T436/144444

  Glucose · CPC title

• A61B5/1486

  using enzyme electrodes, e.g. with immobilised oxidase · CPC title

• G01N27/4166

  measuring a particular property of an electrolyte · CPC title

• C08L33/24

  Homopolymers or copolymers of amides or imides · CPC title

• A61B5/681

  Wristwatch-type devices · CPC title