US4788151A
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Metal complexed acetylenic compounds useful as environmental indicating materials
Assignee: Lifelines Technology Inc
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Filing: 1986-09-29
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Granted: 1988-11-29
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Expires: 2006-09-29
Abstract
Abstract Acetylenic complexes are disclosed that are useful as environmental indicating materials whereby exposure thereof to environmental stimuli induces a color change. These complexes contain at least one effective complexing metal and at least one acetylenic compound of the general formula: [R-(C"C)a-(CH2)b-(C"C)c]2.dHX Wherein a is 1 or 2, b is about 0-5; c is 0 or 1; with the proviso that when a is 1, b and c are 0, when a is 2, b is about 0-5 and c is 0 or 1; and R is -(CH2)n-NHC(O)NHR'; wherein n is an integer of about 1 to 10; and R' is selected from the group consisting of: (a) hydrogen; (b) cycloalkyl; (c) alkenyl; (d) cycloalkenyl; (e) alkyl; (f) phenyl; (g) alkoxy; (h) alkoxy alkyl; and (i) alkoxycarbonylalkyl.
Inventors
- 👤 Anthony F. Preziosi
- 👤 Thaddeus Prusik
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 07:26
CPC Classifications
C; C07; C07C; C07C275/00; C07C275/28; C07C275/04; C07C275/20; C07F; C07F1/00; C07F1/005; C07F19/00; C07F19/005; C07F3/00; C07F3/003; G; G01; G01N; G01N31/00; G01N31/22; G01N31/222
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
107 words
An acetylenic complex comprising at least one effective complexing metal ion and at least one acetytenic compound of the general formula [R--(C.tbd.C).sub.a --(CH.sub.2).sub.b --(C.tbd.C).sub.c ].sub.2 Wherein: a is 1 or 2, b is a whole number from 0 to 5, c is 0 or 1; with the proviso that when a is 1, b and c are 0; and R is --(CH 2 ) n --NHC(O)NHR' Wherein (1) n is an integer of about 1 to 10; and (2) R' is selected from the group consisting of: (a) hydrogen; (b) cycloalkyl; (c) alkenyl; (d) cycloalkenyl; (e) alkyl; (f) phenyl; (g) alkoxy; (h) alkoxyalkyl; and (i) alkoxy carbonylalkyl.
Claim 2
Dependent Claim
107 words
An acetylenic complex comprising at least one effective complexing metal ion and at least one acetytenic compound of the general formula [R--(C.tbd.C).sub.a --(CH.sub.2).sub.b --(C.tbd.C).sub.c ].sub.2 Wherein: a is 1 or 2, b is a whole number from 0 to 5, c is 0 or 1; with the proviso that when a is 1, b and c are 0; and R is --(CH 2 ) n --NHC(O)NHR' Wherein (1) n is an integer of about 1 to 10; and (2) R' is selected from the group consisting of: (a) hydrogen; (b) cycloalkyl; (c) alkenyl; (d) cycloalkenyl; (e) alkyl; (f) phenyl; (g) alkoxy; (h) alkoxyalkyl; and (i) alkoxy carbonylalkyl.
Claim 3
Dependent Claim
101 words
A complex in accordance with claim 1 wherein said acetylenic compound is of the structure: ##STR5## wherein R' is an organic moiety selected from the group consisting of a cycloalkyl moiety of about 3-7 carbon atoms, an alkenyl moiety of about 3-18 carbon atoms, a cycloalkenyl moiety of about 3-7 carbon atoms, an alkoxy moiety of about 2-18 carbon atoms, a linear or branched alkyl moiety of about 1 to 18 carbon atoms, and an alkoxycarbonylmethylene moiety of about 3-14 carbon atoms; n is an integer of about 1 to 5; and 6 is an integer of about 1 to 6.
Claim 4
Dependent Claim
101 words
A complex in accordance with claim 1 wherein said acetylenic compound is of the structure: ##STR6## wherein R' is an organic moiety selected from the group consisting of a cycloalkyl moiety of about 3-7 carbon atoms, an alkenyl moiety of about 3-18 carbon atoms, a cycloalkenyl moiety of about 3-7 carbon atoms, an alkoxy moiety of about 2-18 carbon atoms, a linear or branched alkyl moiety of about 1 to 18 carbon atoms, and an alkoxycarbonylmethylene moiety of about 3-14 carbon atoms; n is an integer of about 1 to 4 and 6 is an integer of about 1 to 6.
Claim 5
Dependent Claim
33 words
A complex in accordance with claim 1 wherein R' is a linear alkyl moiety of about 4 to 18 carbon atoms and the effective complexing metal ion is derived from CaCl 2 .
Claim 6
Dependent Claim
19 words
A complex in accordance with claim 4 wherein R' is a linear alkyl moiety of about 4-8 carbon atoms.
Claim 7
Dependent Claim
30 words
A complex in accordance with claim 5 wherein R' is a linear or branched alkyl moiety of about 1-18 carbon atoms, or an alkoxycarbonylmethylene moiety of about 3-14 carbon atoms.
Claim 8
Dependent Claim
31 words
A complex in accordance with claim 1 wherein R' is a linear alkyl moiety of about 1-4 carbon atoms and the effective complexing metal ion is derived from CaCl 2 .
Claim 9
Dependent Claim
13 words
A complex in accordance with claim 7 wherein R' is an ethyl moiety.
Claim 10
Dependent Claim
20 words
A complex in accordance with claim 7 wherein R' is selected from the group consisting of ethyl and propyl moieties.
Claim 11
Dependent Claim
21 words
A complex in accordance with claim 9 wherein R' contains at least one ethyl moiety and at least one propyl moiety.
Claim 12
Dependent Claim
22 words
A complex in accordance with claim 10 wherein the mole ratio of the ethyl moiety to the propyl moiety is about 2:1.
Claim 13
Dependent Claim
108 words
A complex in accordance with claim 1 wherein said acetylenic compound is of the structure: ##STR7## wherein R' is an organic moiety selected from the group consisting of a cycloalkyl moiety of 3-7 carbon atoms, an alkoxy moiety of about 3-7 carbon atoms, an alkenyl moiety of 3-18 carbon atoms, a cycloalkenyl moiety of about 3-7 carbon atoms, an alkoxy moiety of about 2-18 carbon atoms, a linear or branched alkyl of about 2-18 carbon atoms, a linear or branched alkyl moiety of about 1 to 18 carbon atoms, and an alkoxycarbonylmethylene moiety of about 3-14 carbon atoms; and n is an integer of about 1 to 5.
Claim 14
Dependent Claim
19 words
A complex in accordance with claim 12 wherein R' is a linear alkyl moiety of about 1-18 carbon atoms.
Claim 15
Dependent Claim
30 words
A complex in accordance with claim 12 wherein R' is a linear or branched alkyl moiety of about 1-18 carbon atoms, or an alkoxycarbonylmethylene moiety of about 3-14 carbon atoms.
Claim 16
Dependent Claim
31 words
A complex in accordance with claim 14 wherein said complexing metal ion is an ion selected from the group consisting of metals from Group IA, Group IIA, and the transition metals.
Claim 17
Dependent Claim
22 words
A complex in accordance with claim 15 wherein said complexing metal ion is derived from the group consisting of Group IA metals.
Claim 18
Dependent Claim
22 words
A complex in accordance with claim 15 wherein said complexing metal ion is derived from the group consisting of Group IIA metals.
Claim 19
Dependent Claim
28 words
A complex in accordance with claim 15 wherein said complexing metal ion is derived from the group consisting essentially of iron, cobalt, nickel, copper, zinc, cadmium, and tin.
Claim 20
Dependent Claim
13 words
A complex in accordance with claim 15 comprising at least two acetylenic compounds.
Claim 21
Dependent Claim
35 words
A complex in accordance with claim 19 wherein in a first of said at least two acetylenic compounds, R' is ethyl and in a second of said at least two acetylenic compounds, R' is propyl.
Claim 22
Dependent Claim
42 words
An environmental exposure indicating device comprising a substrate having deposited thereon a complex in accordance with claim 1; said complex on said substrate capable of undergoing one or more color changes upon exposure to environmental stimuli to indicate changes in environmental conditions.
Claim 23
Dependent Claim
22 words
An environmental exposure indicating device in accordance with claim 21 capable of undergoing one or more color changes upon exposure to moisture.
Claim 24
Independent Claim
136 words
A method of controlling the reactivity of acetylenic compounds of the general formula: [R--(C.tbd.C).sub.a --(CH.sub.2).sub.b --(C.tbd.C).sub.c ].sub.2 Wherein: a is 1 or 2, b is a whole number from 0 to 5, c is 0 or 1; with the proviso that when a is 1, b and c are 0; and R is: --(CH.sub.2).sub.n --NHC(O)NHR' Wherein: (1) n is an integer of about 1 to 10; and (2) R' is selected from the group consisting of: (a) hydrogen; (b) cycloalkyl; (c) alkenyl; (d) cycloalkenyl; (e) alkyl; (f) phenyl; (g) alkoxy; (h) alkoxyalkyl; and (i) alkoxycarbonylalkyl; said method comprising the step of contacting the compound with an effective complexing metal for a time sufficient to produce an acetylenic complex having a reactivity to environmental stimuli which differs from the reactivity of said acetylenic compound to said stimuli.
Claim 25
Independent Claim
136 words
A method of controlling the reactivity of acetylenic compounds of the general formula: [R--(C.tbd.C).sub.a --(CH.sub.2).sub.b --(C.tbd.C).sub.c ].sub.2 Wherein: a is 1 or 2, b is a whole number from 0 to 5, c is 0 or 1; with the proviso that when a is 1, b and c are 0; and R is: --(CH.sub.2).sub.n --NHC(O)NHR' Wherein: (1) n is an integer of about 1 to 10; and (2) R' is selected from the group consisting of: (a) hydrogen; (b) cycloalkyl; (c) alkenyl; (d) cycloalkenyl; (e) alkyl; (f) phenyl; (g) alkoxy; (h) alkoxyalkyl; and (i) alkoxycarbonylalkyl; said method comprising the step of contacting the compound with an effective complexing metal for a time sufficient to produce an acetylenic complex having a reactivity to environmental stimuli which differs from the reactivity of said acetylenic compound to said stimuli.
Claim 26
Dependent Claim
32 words
A method in accordance with claim 23 wherein the complexing metal is selected from the group consisting of metals from Group IA, Group IIA and the transition metals in the Periodic Table.
Claim 27
Dependent Claim
31 words
A method in accordance with claim 24 wherein the reactivity of said acetylenic complex to environmental stimuli is greater than that demonstrated by the actylenic compound in the absence of complexation.
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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) | 1991-11-29 | 1992-05-30 | 1992-11-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-11-29 | 1996-05-30 | 1996-11-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-11-29 | 2000-05-30 | 2000-11-29 | $7700.00 | Window Closed / Lapsed |