US4826976A
Expired / Lapsed
US
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Color-shifted dyes with thermally unstable carbamate moiety comprising T-alkoxycarbonyl group
Assignee: YAMA CAPITAL LLC
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Filing: 1987-12-18
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Granted: 1989-05-02
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Expires: 2007-12-18
Abstract
Abstract This invention relates to a color-shifted dye compounds containing at least one thermally unstable carbamate moiety which are useful in thermal imaging. These compounds may be represented by the formula [M-(X)q]pD wherein M is a carbamate moiety; X is -N=, -SO2- or -CH2-; D taken with X and M represents the radical of a color-shifted organic dye, said carbamate moiety M comprising a tert-alkoxycarbonyl group, <IMAGE> wherein R' is halomethyl or alkyl.
Inventors
- 👤 Alan L. Borror
- 👤 Ernest W. Ellis
- 👤 Donald A. McGowan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 15:12
CPC Classifications
G; G06; G06K; G06K19/00; G06K19/06; G06K19/06009; G06K19/06046; B; B41; B41M; B41M5/00; B41M5/26; B41M5/28; B41M5/286; B41M5/30; B41M5/323; G06K1/00; G06K1/12; G06K1/126
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
184 words
A compound of the formula [M'--X).sub.q ].sub.p D wherein M' has the formula ##STR73## wherein R is alkyl; --SO 2 R 1 wherein R 1 is alkyl; phenyl; naphthyl; or phenyl substituted with alkyl, alkoxy, halo, trifluoromethyl, cyano, nitro, carboxy, --CONR 2 R 3 wherein R 2 and R 3 each are hydrogen or alkyl, --CO 2 R 4 wherein R 4 is alkyl or phenyl, --COR 5 wherein R 5 is amino, alkyl or phenyl, --NR 6 R 7 wherein R 6 and R 7 each are hydrogen or alkyl, --SO 2 NR 8 R 9 wherein R 8 and R 9 each are hydrogen, alkyl or benzyl, Z' has the formula ##STR74## wherein R' is halomethyl or alkyl; X is --N═, --SO 2 -- or --CH 2 --; D taken with X and M' represents the radical of a color-shifted organic dye; q is 0 or 1; and p is a whole number of at least 1; said Z' being removed from said M' upon the application of heat to effect a visually discernible change in spectral absorption characteristics of said dye.
Claim 2
Dependent Claim
184 words
A compound of the formula [M'--X).sub.q ].sub.p D wherein M' has the formula ##STR73## wherein R is alkyl; --SO 2 R 1 wherein R 1 is alkyl; phenyl; naphthyl; or phenyl substituted with alkyl, alkoxy, halo, trifluoromethyl, cyano, nitro, carboxy, --CONR 2 R 3 wherein R 2 and R 3 each are hydrogen or alkyl, --CO 2 R 4 wherein R 4 is alkyl or phenyl, --COR 5 wherein R 5 is amino, alkyl or phenyl, --NR 6 R 7 wherein R 6 and R 7 each are hydrogen or alkyl, --SO 2 NR 8 R 9 wherein R 8 and R 9 each are hydrogen, alkyl or benzyl, Z' has the formula ##STR74## wherein R' is halomethyl or alkyl; X is --N═, --SO 2 -- or --CH 2 --; D taken with X and M' represents the radical of a color-shifted organic dye; q is 0 or 1; and p is a whole number of at least 1; said Z' being removed from said M' upon the application of heat to effect a visually discernible change in spectral absorption characteristics of said dye.
Claim 3
Dependent Claim
15 words
A compound as defined in claim 1 wherein said organic dye is a thiazine dye.
Claim 4
Dependent Claim
15 words
A compound as defined in claim 1 wherein p is 1 and q is 1.
Claim 5
Dependent Claim
19 words
A compound as defined in claim 3 wherein X is --N═ and said organic dye is an azocarbocyanine dye.
Claim 6
Dependent Claim
21 words
A compound as defined in claim 3 wherein X is --SO 2 -- and said organic dye is a rhodamine dye.
Claim 7
Dependent Claim
21 words
A compound as defined in claim 3 wherein X is --SO 2 -- and said organic dye is a triarylmethane dye.
Claim 8
Dependent Claim
21 words
A compound as defined in claim 3 wherein X is --CH 2 -- and said organic dye is a rhodamine dye.
Claim 9
Dependent Claim
21 words
A compound as defined in claim 3 wherein X is --CH 2 -- and said organic dye is a fluoran dye.
Claim 10
Dependent Claim
15 words
A compound as defined in claim 1 wherein p is 1 and q is 0.
Claim 11
Dependent Claim
15 words
A compound as defined in claim 9 wherein said organic dye is a rhodamine dye.
Claim 12
Dependent Claim
15 words
A compound as defined in claim 9 wherein said organic dye is a benzylidene dye.
Claim 13
Dependent Claim
13 words
A compound as defined in claim 1 wherein said R' is a methyl.
Claim 14
Dependent Claim
13 words
A compound as defined in claim 1 wherein said compound is initially colorless.
Claim 15
Dependent Claim
13 words
A compound as defined in claim 1 wherein said compound is initially colored.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1992-05-01 | 1992-10-31 | 1993-05-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-05-01 | 1996-10-31 | 1997-05-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-05-01 | 2000-10-31 | 2001-05-02 | $7700.00 | Window Closed / Lapsed |