IP Library › Granted Patent US 12,426,821
Granted Patent B2
US 12,426,821 · App. 17/512,626 · Granted Sep 30, 2025

Ion-selective electrode and production method therefor

Inventor: Kei Toyota (Osaka, JP)
Assignee: PANASONIC INTELLECTUAL PROPERTY MANAGEMENT CO., LTD.
A61B5/268A61B5/145
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Quick Facts
Patent No.
US 12,426,821
App. No.
17/512,626
Granted
Sep 30, 2025
Kind
B2
Abstract

An ion-selective electrode includes: an ion-sensitive layer containing an ion-sensitive substance; and a solid, in which at least a part of a surface of the solid is coated with the ion-sensitive layer, the ion-sensitive substance has a crown ether structure formed of at least two or more repeating units represented by Formula (a): —CR 1 R 2 —CR 3 X—O—  (a) where X is an organic group having an alkoxysilyl group at a terminal, R 1 , R 2 , and R 3 are each a hydrogen atom or a hydrocarbon group, and R 1 or R 2 may be bonded to X, and at least one of the alkoxysilyl groups of the crown ether structure reacts to be bonded to at least a part of the surface of the solid.

Claims (48)

1. An ion-selective electrode comprising:

an ion-sensitive layer containing an ion-sensitive substance; and

a solid,

wherein at least a part of a surface of the solid is coated with the ion-sensitive layer,

the ion-sensitive substance has a crown ether structure formed of at least two or more repeating units represented by Formula (a):

—CR 1 R 2 —CR 3 X—O—  (a)

where X is an organic group having an alkoxysilyl group at a terminal, R 1 , R 2 , and R 3 are each a hydrogen atom or a hydrocarbon group, and R 1 or R 2 may be bonded to X,

at least one of the alkoxysilyl groups of the crown ether structure reacts to be bonded to at least a part of the surface of the solid,

the ion-sensitive layer contains a portion derived from a second compound represented by Formula (c):

R 4 —Z  (c)

where R 4 is a monovalent hydrocarbon group, and Z is a monovalent organic group having an alkoxysilyl group at a terminal, and

a ratio of a molar number of a portion derived from the second compound to a sum of a molar number of a portion derived from a portion represented by Formula (a) and a molar number of a portion derived from the second compound is 0.9 or less.

2. The ion-selective electrode of claim 1 , wherein

the crown ether structure is a polymer containing a portion derived from a first compound having an epoxy group and an alkoxysilyl group at a terminal, and

the polymer is obtained by cyclically polymerizing the epoxy group by ring-opening with an alkali metal salt or a salt of a group 2 element.

3. The ion-selective electrode of claim 2 , wherein

a cation of the alkali metal salt or the salt of the group 2 element is any of lithium ion, sodium ion, and potassium ion.

4. The ion-selective electrode of claim 1 , wherein

in Formula (a), R 1 , R 2 , and R 3 are each a hydrogen atom, and X is represented by Formula (b):

—CH 2 O—Y  (b)

where Y is a monovalent organic group having an alkoxysilyl group at a terminal.

5. The ion-selective electrode of claim 1 , wherein

the number of repetitions of Formula (a) is 10 or less.

6. The ion-selective electrode of claim 1 , wherein

at least one of the alkoxysilyl groups of the crown ether structure reacts to form a siloxane bond.

7. The ion-selective electrode of claim 1 , wherein

a siloxane bond is formed from a portion derived from the alkoxysilyl group in the crown ether structure and a portion derived from the alkoxysilyl group of the second compound.

8. The ion-selective electrode of claim 1 , wherein

a ratio of a sum of a molar number of a portion derived from a portion represented by Formula (a) in which the number of alkoxy groups in X of Formula (a) is 3 and a molar number of a portion derived from the second compound in which the number of alkoxy groups in Z of Formula (c) is 3 to a sum of a molar number of a portion derived from a portion represented by Formula (a) and a molar number of a portion derived from the second compound is 0.9 or less.

9. The ion-selective electrode of claim 1 , wherein

the solid contains a conductive material.

10. The ion-selective electrode of claim 1 , wherein

the solid is a glass container,

the surface of the solid is an outer surface of the glass container, and

the ion-selective electrode further comprises:

a conductive member so that the conductive member comes into contact with an electrolytic solution when the glass container is filled with the electrolytic solution.

11. An ion-selective electrode comprising:

an ion-sensitive layer containing an ion-sensitive substance; and

a solid,

wherein at least a part of a surface of the solid is coated with the ion-sensitive layer,

the ion-sensitive substance has a crown ether structure formed of at least two or more repeating units represented by Formula (a):

—CR 1 R 2 —CR 3 X—O—  (a)

where X is an organic group having an alkoxysilyl group at a terminal, R 1 , R 2 , and R 3 are each a hydrogen atom or a hydrocarbon group, and R 1 or R 2 may be bonded to X,

at least one of the alkoxysilyl groups of the crown ether structure reacts to be bonded to at least a part of the surface of the solid,

the ion-sensitive layer contains a portion derived from a second compound represented by Formula (c):

R 4 —Z  (c)

where R 4 is a monovalent hydrocarbon group, and Z is a monovalent organic group having an alkoxysilyl group at a terminal, and

a ratio of a sum of a molar number of a portion derived from a portion represented by Formula (a) in which the number of alkoxy groups in X of Formula (a) is 3 and a molar number of a portion derived from the second compound in which the number of alkoxy groups in Z of Formula (c) is 3 to a sum of a molar number of a portion derived from a portion represented by Formula (a) and a molar number of a portion derived from the second compound is 0.9 or less.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2022
From: TOYOTA, KEI
To: PANASONIC INTELLECTUAL PROPERTY MANAGEMENT CO., LTD.
Reel/Frame 058782/0798 →
Priority Claims (1)
JP 2020-195433 · Nov 25, 2020 · national
Continuity (1)
Related Publication 20220160280A1 · May 26, 2022
References Cited (19)
US 20050164019A1 · Liu · 2005 [cited by examiner]
US 20080185288A1 · Yokokawa · 2008 [cited by applicant]
US 20210238205A1 · Nakahata · 2021 [cited by examiner]
JP 11514750 · 1999 [cited by applicant]
JP 2000119284 · 2000 [cited by applicant]
JP 2000119291 · 2000 [cited by applicant]
JP 2000121602 · 2000 [cited by applicant]
JP 2004239626 · 2004 [cited by applicant]
JP 2008191058 · 2008 [cited by applicant]
JP 2017512310 · 2017 [cited by applicant]
WO 9809160 · 1998 [cited by applicant]
WO 2015134317 · 2015 [cited by applicant]
WO 2019208723 · 2019 [cited by applicant]
Arkles, Gelest Silane Coupling Agents. 2014; Version 3.0,1-73 (Year: 2014). [cited by examiner]
Glab et al. Ion-selective Electrodes | Glass Electrodes. Reference Module in Chemistry, Molecular Sciences and Chemical Engineering, 2013, pp. 1-5 (Year: 2013). [cited by examiner]
Inokuchi et al. Ion Selectivity of Crown Ethers Investigated by UV and IR Spectroscopy in a Cold Ion Trap. The Journal of Physical Chemistry, 2012; 116, 4057-4068 (Year: 2012). [cited by examiner]
Yu et al. Development of new solid-phase microextraction fibers by sol-gel technology for the determination of organophosphorus pesticide multiresidues in food. Journal of Chromatography A, 2004; 1036, 104-111 (Year: 20… [cited by examiner]
Wu et al. Synthesis and characterization of highly conductive plasticized double core organic-inorganic hybrid electrolytes for lithium polymer batteries. Journal of Power Sources, 2013; 238, 265-273 (Year: 2013). [cited by examiner]
Chinese Search Report dated Aug. 12, 2025, for related Chinese Patent Application No. 202111373061.9. [cited by applicant]