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US4523994A
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Bis-crown-ether derivatives and their use
Assignee: Shimadzu Corp
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Filing: 1983-06-28
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Granted: 1985-06-18
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Expires: 2003-06-28
Abstract
Abstract Bis-crown-ether derivatives having such configuration that the two crown rings may easily overlap spatially, holding a potassium or the like ion between them, and ion-selective membranes used for said bis-crown-ether derivatives as neutral carrier, which are useful as an ion sensor and are superior to the ion-selective membrane containing valinomycin.
Inventors
- 👤 Toshiyuki Shono
- 👤 Keiichi Kimura
- 👤 Takumi Maeda
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 17:33
CPC Classifications
C; C07; C07D; C07D323/00; G; G01; G01N; G01N27/00; G01N27/26; G01N27/28; G01N27/30; G01N27/333; G01N27/3335
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
54 words
An ion-selective membrane comprising at least one bis-crown-ether derivative of the general formual (I): ##STR15## wherein A represents a divalent organic group which may take such a configuration that the two crown rings may easily overlap spatially, holding a monovalent metal ion having an ionic radius of 1.3-2.1 Å between them, like a sandwich.
Claim 2
Dependent Claim
54 words
An ion-selective membrane comprising at least one bis-crown-ether derivative of the general formual (I): ##STR15## wherein A represents a divalent organic group which may take such a configuration that the two crown rings may easily overlap spatially, holding a monovalent metal ion having an ionic radius of 1.3-2.1 Å between them, like a sandwich.
Claim 3
Dependent Claim
54 words
An ion-selective membrane comprising a bis-crown-ether derivative as defined in claim 1 represented by the formula (III): ##STR16## wherein R 1 and R 2 each represents a hydrogen atom or an alkyl group of C 1 -C 20 , and p and q each represents 0 or an integer of 1, 2 or 3.
Claim 4
Dependent Claim
54 words
An ion-selective membrane comprising a bis-crown-ether derivative as defined in claim 1 represented by the formula (IV): ##STR17## wherein R 1 and R 2 each represents a hydrogen atom or an alkyl group of C 1 -C 20 , and p and q each represents 0 or an integer of 1, 2 or 3.
Claim 5
Dependent Claim
54 words
An ion-selective membrane comprising a bis-crown-ether derivative as defined in claim 1 represented by the formula (V): ##STR18## wherein R 1 and R 2 each represents a hydrogen atom or an alkyl group of C 1 -C 20 , and p and q each represents 0 or an integer of 1, 2 or 3.
Claim 6
Dependent Claim
45 words
An ion-selective membrane comprising a bis-crown-ether derivative as defined in claim 1 represented by the general formula (VI): ##STR19## wherein Z represents a group --CH 2 O--CO--, --CO--O--, --CH 2 O-- or --CONH--, provided that the two bonds in the cyclohexylene group are at cis-positions.
Claim 7
Dependent Claim
128 words
An ion-selective membrane comprising a bis-crown-ether derivative as defined in claim 1 represented by the formula (VII): ##STR20## wherein the group A in the formula (I) is a group represented by the sub-formula (II): --Z--Y--Z-- wherein Z represents a --CH 2 O--CO--, --CO--O--, --CH 2 O-- or --CONH-- group and Y is a group represented by the formula: ##STR21## wherein R 1 and R 2 each represents a hydrogen atom or an alkyl group of C 1 -C 20 , p and q each represents 0 or an integer of 1, 2, or 3, R 3 and R 4 take a mutually cis-configuration and each represents a halogen atom, a lower alkyl group or an aryl group and the two bonds of the cyclohexylene group are at cis-position.
Claim 8
Dependent Claim
11 words
An ion-selective membrane comprising a bis-crown-ether derivative of the formula: ##STR22##
Claim 9
Dependent Claim
11 words
An ion-selective membrane comprising a bis-crown-ether derivative of the formula: ##STR22##
Claim 10
Dependent Claim
28 words
An ion-selective membrane of claim 1, wherein the bis-crown-ether derivative is dispersed in a water-insoluble organic polymer as the carrier and is made to form a solid membrane.
Claim 11
Dependent Claim
17 words
An ion-selective membrane of claim 8, wherein the water-insoluble organic polymer is polyvinylchloride, silicone rubber or polymethacrylate.
Claim 12
Dependent Claim
29 words
An ion-selective membrane of claim 1, wherein the bis-crown-ether derivative is dissolved in a water-insoluble polar organic solvent as the carrier and is made to form a liquid membrane.
Claim 13
Dependent Claim
37 words
An ion-selective membrane of claim 10, wherein the water-insoluble polar organic solvent is a higher aliphatic alcohol, an aromatic hydrocarbon substituted by nitro-group or halogen, an aliphatic hydrocarbon substituted by nitro-group or halogen, or an aromatic ether.
Claim 14
Dependent Claim
13 words
An ion-selective membrane of claim 1 which is a potassium ion selective membrane.
Claim 15
Dependent Claim
10 words
An ion sensor comprising the ion-selective membrane of claim 1.
Claim 16
Dependent Claim
15 words
An ion sensor according to claim 13, wherein the ion sensor is a potassium-selective electrode.
Claim 17
Dependent Claim
119 words
An ion-selective membrane comprising the bis-crown-ether derivative as defined in claim 1, wherein the group A in the formula (I) is a group represented by the sub-formula (II): --Z--Y--Z-- II wherein Z represents a --CH 2 O--CO--, --CO--O--, --CONH-- group and Y is a group represented by the formula: ##STR23## wherein R 1 and R 2 each represents a hydrogen atom or an alkyl group of C 1 -C 20 , p and q each represents 0 or an integer of 1, 2 or 3, R 3 and R 4 take a mutually cis-configuration and each represents a halogen atom, a lower alkyl group or an aryl group, and the two bonds of the cyclohexylene group are at cis-position.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-06-17 | 1988-12-17 | 1989-06-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-06-17 | 1992-12-17 | 1993-06-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-06-17 | 1996-12-17 | 1997-06-18 | $7700.00 | Window Closed / Lapsed |