US4789637A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Acid complexed acetylenic compounds useful as environmental indicating materials
Assignee: Lifelines Technology Inc
•
Filing: 1986-09-29
•
Granted: 1988-12-06
•
Expires: 2006-09-29
Abstract
Abstract A family of acetylenic complexes especially useful as environmental indicators is provided. The complexes include at least one complexing acid and one acetylenic compound of the formula: [R-(C 3BOND C)a-(CH2)b-(C 3BOND C)c]2.dHX wherein, a is 1 or 2; b is about 0-5; c is 0 or 1; d is above 0 to about 2, with the proviso that when a is 1, b and c are 0, and 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 a group consisting of hydrogen, cycloalkyl, alkenyl, cycloalkenyl, aklyl, phenyl, alkoxyl, alkoxylcarbonylalkyl, and X is a complexing acid.
Inventors
- 👤 Anthony F. Preziosi
- 👤 Thaddeus Prusik
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 03:46
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/02; G01N31/00; G01N31/22
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
138 words
An acetylenic complex comprising at least one complexing agent and at least one acetylenic compound of the general formula: [R--(C.tbd.C).sub.a --(CH.sub.2).sub.b --(C.tbd.C).sub.c --].sub.2.dHX Wherein: a is 1 or 2, b is a whole number from 0 to 5, c is 0 or 1, and d is a whole number from 0 to 2; 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) alkoxyl; (h) alkoxylalkyl; (i) alkoxylcarbonylalkyl; and HX is an effective complexing acid; said acetylenic complex capable of demonstrating reactivity by undergoing one or more color changes upon exposure to stimuli.
Claim 2
Dependent Claim
138 words
An acetylenic complex comprising at least one complexing agent and at least one acetylenic compound of the general formula: [R--(C.tbd.C).sub.a --(CH.sub.2).sub.b --(C.tbd.C).sub.c --].sub.2.dHX Wherein: a is 1 or 2, b is a whole number from 0 to 5, c is 0 or 1, and d is a whole number from 0 to 2; 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) alkoxyl; (h) alkoxylalkyl; (i) alkoxylcarbonylalkyl; and HX is an effective complexing acid; said acetylenic complex capable of demonstrating reactivity by undergoing one or more color changes upon exposure to stimuli.
Claim 3
Dependent Claim
100 words
A complex in accordance with claim 1 wherein said acetylenic compound is of the structure: ##STR8## 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 1 to 4 and x is an integer of about 1 to 6.
Claim 4
Dependent Claim
99 words
A complex in accordance with claim 1 wherein said acetylenic compound is of the structure: ##STR9## 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 1 to 5; and x is an integer of 1 to 6.
Claim 5
Dependent Claim
30 words
A complex in accordance with claim 3 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 6
Dependent Claim
97 words
A complex in accordance with claim 1 wherein said acetylenic compound is of the structure: ##STR10## 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 moiety of about 1 to 18 carbon atoms, and an alkoxycarbonylmethylene moiety of 3-14 carbon atoms; and n is an integer of about 1 to 5.
Claim 7
Dependent Claim
19 words
A complex in accordance with claim 5 wherein R' is a linear alkyl moiety of about 1-18 carbon atoms.
Claim 8
Dependent Claim
33 words
A complex in accordance with claim 5 wherein R' is a linear alkyl moiety of about 2-10 carbon atoms and said complexing acid is selected from the group consisting of HBr and HCl.
Claim 9
Dependent Claim
25 words
A complex in accordance with claim 7 wherein R' is a linear alkyl moiety of about 2-4 carbon atoms and said complexing acid is HBr.
Claim 10
Dependent Claim
11 words
A complex in accordance with claim 8 wherein R' is ethyl.
Claim 11
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 12
Dependent Claim
23 words
A complex in accordance with claim 10 wherein said complexing acid is selected from the group consisting of HI, HF, HBr, and HCl.
Claim 13
Dependent Claim
13 words
A complex in accordance with claim 11 wherein said complexing acid is HBr.
Claim 14
Dependent Claim
11 words
A compound in accordance with claim 12 wherein R' is butyl.
Claim 15
Dependent Claim
13 words
A complex in accordance with claim 11 wherein said complexing acid is HCl.
Claim 16
Dependent Claim
11 words
A complex in accordance with claim 14 wherein R' is ethyl.
Claim 17
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 18
Dependent Claim
22 words
An environmental exposure indicating device in accordance with claim 16 capable of undergoing one or more color changes upon exposure to moisture.
Claim 19
Independent Claim
139 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 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) alkoxyl; (h) alkoxylalkyl; and (i) alkoxylcarbonylalkyl; said method comprising the step of contacting the compound with an effective complexing acid 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 20
Independent Claim
139 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 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) alkoxyl; (h) alkoxylalkyl; and (i) alkoxylcarbonylalkyl; said method comprising the step of contacting the compound with an effective complexing acid 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 21
Dependent Claim
20 words
A method in accordance with claim 18 wherein the complexing acid is selected from the group consisting of hydro-halo acids.
Claim 22
Dependent Claim
31 words
A method in accordance with claim 19 wherein the reactivity of said acetylenic complex to environmental stimuli is greater than that demonstrated by the acetylenic compound in the absence of complexation.
References Cited (Backward Citations)
US3501303A
Cited
US3743505A
Cited
US3999946A
Cited
US4125534A
Cited
US4208501A
Cited
US4189399A
Cited
US4215208A
Cited
US4208186A
Cited
US4276190A
Cited
US4439346A
Cited
US4278561A
Cited
US4235108A
Cited
US4238352A
Cited
US4389217A
Cited
US4373032A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-12-06 | 1992-06-06 | 1992-12-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-12-06 | 1996-06-06 | 1996-12-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-12-06 | 2000-06-06 | 2000-12-06 | $7700.00 | Window Closed / Lapsed |