IP Library Granted Patent US 10,261,043
Granted Patent B2
US 10,261,043 · App. 15/220,277 · Granted Apr 16, 2019

Analyte sensor

Inventors: Eric Lee (Sunnyvale, CA); Mark Micklatcher (Sunnyvale, CA); Jai Krishnamurthy (Sunnyvale, CA)
Assignee: Parker-Hannifin Corporation
G01N27/302C07F7/081C07F7/1804C07F17/02C08F8/00C08G77/18C08G77/22G01N27/30G01N27/301G01N27/3335C08G2220/00C08L2312/08
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Quick Facts
Patent No.
US 10,261,043
App. No.
15/220,277
Granted
Apr 16, 2019
Kind
B2
Abstract

Matrix materials, such as sol-gels and polymers derivatives to contain a redox active material can be used to form electrodes and probes suitable for use in pH meters and other analyte sensing devices.

Claims (18)

1. A matrix material comprising at least one of a sol-gel or other crosslinked polymer covalently attached to at least one of an analyte-sensitive material (ASM) and an analyte-insensitive material (AIM), wherein said sol-gel or other crosslinked polymer are formed by crosslinking an ASM silane precursor compound having the structure of Formula (IV):

wherein at least two of R 1 , R 2 and R 3 are independently alkoxy, aryloxy, or methoxy, and the third is selected from the group consisting of alkyl, aryl, alkoxy, aryloxy, and methoxy; X 1 is —O— or a chemical bond; L is —(CH 2 ) n ; Y 1 ′ is —OCONR 4 —, —O—, —NR 4 CO—, —COR 5 —, —P(O)(OR 6 )O—, —CO 2 —, —O 2 C—, —NO 2 R 4 , —CO 2 NR 4 —, —N═N—, —CONH—, —NH—, CO 2 NH, NHR 4 , or a chemical bond; ASM 1 is an ASM or an AIM; R 4 , R 5 and R 6 are independently hydrogen, alkyl, or aryl; and n is 2-6.

2. The matrix material of claim 1 , wherein ASM 1 is selected from the group consisting of:

3. The matrix material of claim 1 , wherein ASM 1 is selected from the group consisting of:

wherein R 20 , R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , R 29 , R 30 , R 31 , R 32 and R 33 are independently hydrogen, —CO 2 H, halogen,—OH, —NHR 4 , —SO 2 H, —R 5 CO, —P(O)(OR 6 )(OH), —N 3 , —CN, alkyl, aryl or alkoxy with the proviso that least one substituent is —CO 2 H, halogen,—OH, —NHR 4 , —SO 2 H, —R 5 CO, —P(O)(OR 6 )(OH), N 3 or —CN.

4. The matrix material of claim 1 , wherein said sol-gel or other crosslinked polymer formed by crosslinking the ASM silane precursor compound is selected from the group consisting of polyols, poly(vinyl alcohol), polysulfones, polyethersulfones, polyamides, polyimides, polyesters, vinyl polymers, polyphenylene sulfides, polysaccharides, cellulose, and derivatives, copolymers, blends, and composites of any of the foregoing or combinations of any of the foregoing.

5. An electrode comprising or composed of a matrix material of claim 1 .

6. The electrode of claim 5 that is a working electrode.

7. The electrode of claim 5 that is an analyte-insensitive electrode.

8. The electrode of claim 5 , wherein ASM 1 is selected from the group consisting of:

9. The electrode of claim 5 , wherein said polymer is poly(vinyl alcohol).

10. The electrode of claim 9 , wherein said ASM or AIM is selected from the group consisting of:

wherein R 20 , R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , R 29 , R 30 , R 31 , R 32 and R 33 are independently hydrogen, —CO 2 H, halogen,—OH, —NHR 4 , —SO 2 H, —R 5 CO, —P(O)(OR 6 )(OH), —N 3 , —CN, alkyl, aryl or alkoxy with the proviso that least one substituent is —CO 2 H, halogen,—OH, —NHR 4 , —SO 2 H, —R 5 CO, —P(O)(OR 6 )(OH), N 3 or —CN.

11. The electrode of claim 5 , wherein said polymer is a cross-linked poly(vinyl alcohol) polymer, and said polymer is covalently attached to a redox active material comprising anthraquinone.

12. The matrix material of claim 1 , wherein said ASM silane precursor compound is selected from the group consisting of polyols, poly(vinyl alcohol), polysulfones, polyethersulfones, polyamides, polyimides, polyesters, vinyl polymers, polyphenylene sulfides, polysaccharides, cellulose, and derivatives, copolymers, blends, and composites of any of the foregoing or combinations of any of the foregoing.

13. A matrix material comprising at least one of a sol-gel or other crosslinked polymer covalently attached to at least one of an analyte-sensitive material (ASM) and an analyte-insensitive material (AIM), wherein said sol-gel or other crosslinked polymer is formed by crosslinking an ASM silane precursor compound selected from the group consisting of:

and wherein at least one of said ASM silane precursor compounds is polymerized to form a sol-gel or other crosslinked polymer of Formula (XIX):

wherein n is one or more.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 4, 2019
From: PARKER-HANNIFIN CORPORATION
To: PARKER INTANGIBLES LLC
Reel/Frame 050634/0476 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 25, 2019
From: LEE, ERIC; MICKLATCHER, MARK; KRISHNAMURTHY, JAI
To: PARKER-HANNIFIN CORPORATION
Reel/Frame 048137/0918 →
Continuity (3)
Continuation 13812135
Provisional Application 61367590 · Jul 26, 2010
Related Publication 20170146478A1 · May 25, 2017