US4189399A
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US
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Co-crystallized acetylenic compounds
Assignee: Lifelines Technology Inc
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Filing: 1977-07-19
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Granted: 1980-02-19
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Expires: 1997-07-19
Abstract
Abstract A composition is described comprising at least two co-crystallized acetylenic compounds, of different chemical structures, each containing at least one -C 3BOND C-C 3BOND C- group and substituents selected from the group consisting of sulfonate, urethane and alcohol radicals, at least one of the compounds capable of undergoing a contrasting color change upon exposure to actinic radiation or thermal annealing, wherein the composition exhibits a substantially different thermogram than the sum of thermograms of the individual components as obtained by differential scanning calorimetry. A device is also described useful for measuring the time-temperature or radiation-dosage history of an article comprising a substrate having deposited thereon the described composition. A process is also described for producing the composition of this invention.
Inventors
- 👤 Gordhanbhai N. Patel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 08:35
CPC Classifications
C; C07; C07C; C07C33/00; C07C33/04; C07C309/00; C07C309/63; C07C309/64; C07C309/65; C07C309/66; C07C309/72; C07C309/73; G; G01; G01K; G01K11/00; G01K11/12; G01K11/16; G01N; G01N33/00; G01N33/02
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
104 words
A composition consisting essentially of at least two co-crystallized acetylenic compounds, of different chemical structures, each containing at least one --C.tbd.C--C.tbd.C-- group and substituents selected from the group consisting of sulfonate, urethane, and alcohol radicals, at least one of the compounds capable of undergoing a contrasting color change upon exposure to actinic radiation or thermal annealing wherein the composition exhibits a substantially different thermogram than the sum of thermograms of the individual components as obtained by differential scanning calorimetry, and wherein the composition exhibits a higher or lower rate of color change upon exposure to actinic radiation or thermal annealing than the individual compounds.
Claim 2
Dependent Claim
104 words
A composition consisting essentially of at least two co-crystallized acetylenic compounds, of different chemical structures, each containing at least one --C.tbd.C--C.tbd.C-- group and substituents selected from the group consisting of sulfonate, urethane, and alcohol radicals, at least one of the compounds capable of undergoing a contrasting color change upon exposure to actinic radiation or thermal annealing wherein the composition exhibits a substantially different thermogram than the sum of thermograms of the individual components as obtained by differential scanning calorimetry, and wherein the composition exhibits a higher or lower rate of color change upon exposure to actinic radiation or thermal annealing than the individual compounds.
Claim 3
Dependent Claim
21 words
The composition of claim 1 wherein the acetylenic compounds are selected from the group consisting of diynes, triynes, tetraynes and hexaynes.
Claim 4
Dependent Claim
11 words
The composition of claim 2 wherein the acetylenic compounds are diynes.
Claim 5
Dependent Claim
25 words
The composition of claim 3 wherein the diynes are selected from the group consisting of 2,4-hexadiyn-1,6-diol, 3,5-octadiyn-1,8-diol, 4,6-decadiyn-1,10-diol, 5,7-dodecadiyn-1,12-diol, and urethane and sulfonate derivatives thereof.
Claim 6
Dependent Claim
13 words
The composition of claim 4 wherein the acetylenic compounds are 3,5-octadiyn-1,8-diol and 4,6-decadiyn-1,10-diol.
Claim 7
Dependent Claim
65 words
The composition of claim 1 wherein the urethane substituent has the formula RNHOCO-- wherein R is C 1 -C 18 alkyl, C 1 -C 14 alkoxycarbonylmethyl, phenyl, halophenyl, C 1 -C 4 alkylphenyl or C 1 -C 4 alkoxyphenyl and the sulfonate substituent has the formula ZSO 2 O-- wherein Z is C 1 -C 18 alkyl, phenyl, halophenyl or C 1 -C 4 alkylphenyl.
Claim 8
Dependent Claim
15 words
The composition of claim 6 wherein R of the urethane substituent is phenyl or halophenyl.
Claim 9
Dependent Claim
15 words
The composition of claim 7 wherein the acetylenic compounds are 2,4-hexadiyn-1,6-diol bis(phenylurethane) and 2,4-hexadiyn-1,6-diol bis(p-bromophenylurethane).
Claim 10
Dependent Claim
22 words
The composition of claim 8 wherein the 2,4-hexadiyn-1,6-diol bis(p-bromophenylurethane) is present from about 0.1 to about 30 weight percent of the composition.
Claim 11
Dependent Claim
15 words
The composition of claim 7 wherein the acetylenic compounds are 2,4-hexadiyn-1,6-diol bis(phenylurethane) and 2,4-hexadiyn-1,6-diol bis(p-chlorophenylurethane).
Claim 12
Dependent Claim
22 words
The composition of claim 10 wherein the 2,4-hexadiyn-1,6-diol bis(p-chlorophenylurethane) is present from about 0.1 to about 30 weight percent of the composition.
Claim 13
Dependent Claim
17 words
The composition of claim 6 wherein R of the urethane substituent is C 1 -C 18 alkyl.
Claim 14
Dependent Claim
15 words
The composition of claim 12 wherein the acetylenic compounds are 2,4-hexadiyn-1,6-diol bis(butylurethane) and 2,4-hexadiyn-1,6-diol bis(ethylurethane).
Claim 15
Dependent Claim
17 words
The composition of claim 6 wherein Z of the sulfonate substituent is C 1 -C 4 alkylphenyl.
Claim 16
Dependent Claim
15 words
The composition of claim 14 wherein the acetylenic compounds are 2,4-hexadiyn-1,6-diol bis(p-toluenesulfonate) and 3,5-octadiyn-1,8-diol bis(p-toluenesulfonate).
Claim 17
Dependent Claim
16 words
The composition of claim 1 which is thermochromic upon thermal annealing or exposure to actinic radiation.
Claim 18
Dependent Claim
17 words
The composition of claim 1 in which at least one of the acetylenic compounds is asymmetrically substituted.
Claim 19
Dependent Claim
23 words
The composition of claim 1 wherein the co-crystallized composition exhibits a greater rate of thermal reactivity than any of the component acetylenic compounds.
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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) | 1983-02-18 | 1983-08-20 | 1984-02-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-02-18 | 1987-08-20 | 1988-02-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-02-18 | 1991-08-20 | 1992-02-19 | $7700.00 | Window Closed / Lapsed |