US4561001A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Electrochromic marking systems
Assignee: HD ACQUISITION CORP A CORP OF DE
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Filing: 1984-07-31
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Granted: 1985-12-24
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Expires: 2004-07-31
Abstract
Abstract 3-(N-R 2 -N-Acylamino)-7-(N-R 3 -N-R 4 -amino)-10-acylphenothiazines and phenoxazines useful as color formers, particularly in electrochromic recording systems, are prepared by the interaction of the corresponding 3-(N-R 2 -amino)-7-(N-R 3 -N-R 4 -amino)phenothiazinium or phenoxazinium halide with a reducing agent to obtain the corresponding leuco compound and subsequently interacting the leuco compound with at least two molecular proportions of an acylating agent.
Inventors
- 👤 Michael B. Gunn
- 👤 William M. Hung
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 20:22
CPC Classifications
C; C07; C07D; C07D279/00; C07D279/10; C07D279/14; C07D279/18; C07D279/22; C07D279/30; B; B41; B41M; B41M5/00; B41M5/20; C07D265/00; C07D265/28; C07D265/34; C07D265/38
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
252 words
A substrate for use in electrochromic recording comprising a support sheet containing as a color-forming substance a 1/2-R-3-[N(R 1 -CO)-N-R 2 -amino]-7-[N-(R 3 )(R 4 )-amino]-8/9-R 5 -10-(R 1 -CO)-phenothiazine having the formula ##STR12## wherein: R and R 5 independently represent hydrogen, non-tertiary C 1 to C 4 alkyl, non-tertiary C 1 to C 4 alkoxy, halogen or nitro; R 1 represents hydrogen, non-tertiary C 1 to C 12 alkyl, C 4 to C 8 cycloalkyl, non-tertiary C 1 to C 4 alkoxy or non-tertiary C 1 to C 4 alkoxycarbonyl, phenyl, phenyl substituted by one to three of non-tertiary C 1 to C 4 alkyl, non-tertiary C 1 to C 4 alkoxy, nitro, halo, phenyl, cyano, or trihalomethyl; R 2 represents C 1 to C 4 alkyl, phenyl, phenyl substituted by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy, benzyl or benzyl substituted in the benzene ring by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy; and R 3 and R 4 independently represent C 1 to C 4 alkyl, phenyl, phenyl substituted by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy, benzyl or benzyl substituted in the benzene ring by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy.
Claim 2
Dependent Claim
252 words
A substrate for use in electrochromic recording comprising a support sheet containing as a color-forming substance a 1/2-R-3-[N(R 1 -CO)-N-R 2 -amino]-7-[N-(R 3 )(R 4 )-amino]-8/9-R 5 -10-(R 1 -CO)-phenothiazine having the formula ##STR12## wherein: R and R 5 independently represent hydrogen, non-tertiary C 1 to C 4 alkyl, non-tertiary C 1 to C 4 alkoxy, halogen or nitro; R 1 represents hydrogen, non-tertiary C 1 to C 12 alkyl, C 4 to C 8 cycloalkyl, non-tertiary C 1 to C 4 alkoxy or non-tertiary C 1 to C 4 alkoxycarbonyl, phenyl, phenyl substituted by one to three of non-tertiary C 1 to C 4 alkyl, non-tertiary C 1 to C 4 alkoxy, nitro, halo, phenyl, cyano, or trihalomethyl; R 2 represents C 1 to C 4 alkyl, phenyl, phenyl substituted by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy, benzyl or benzyl substituted in the benzene ring by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy; and R 3 and R 4 independently represent C 1 to C 4 alkyl, phenyl, phenyl substituted by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy, benzyl or benzyl substituted in the benzene ring by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy.
Claim 3
Dependent Claim
21 words
A substrate for use in electrochromic recording according to claim 1 comprising a support sheet containing as a color-forming substance 3-(N-acetyl-N-methylamino)-7-(dimethylamino)-10-acetylphenothiazine.
Claim 4
Dependent Claim
21 words
A substrate for use in electrochromic recording according to claim 1 comprising a support sheet containing as a color-forming substance 3-[N-(4-methoxyphenylcarbonyl)-N-methylamino]-7-(dimethylamino)-10-(4-methoxyphenylcarbonyl)phenothiazine.
Claim 5
Dependent Claim
21 words
A substrate for use in electrochromic recording according to claim 1 comprising a support sheet containing as a color-forming substance 3-(N-propylcarbonyl-N-methylamino)-7-(dimethylamino)-10-propylcarbonylphenothiazine.
Claim 6
Dependent Claim
21 words
A substrate for use in electrochromic recording according to claim 1 comprising a support sheet containing as a color-forming substance 3-[N-(4-methylphenylcarbonyl)-N-methylamino]-7-(diethylamino)-10-(4-methylphenylcarbonyl)-phenothiazine.
Claim 7
Dependent Claim
21 words
A substrate for use in electrochromic recording according to claim 1 comprising a support sheet containing as a color-forming substance 2-methyl-3-(N-acetyl-N-methylamino)-7-(dimethylamino)-10-acetylphenothiazine.
Claim 8
Dependent Claim
21 words
A substrate for use in electrochromic recording according to claim 1 comprising a support sheet containing as a color-forming substance 3-(N-acetyl-N-methylamino)-7-(dibutylamino)-10-acetylphenothiazine.
Claim 9
Dependent Claim
252 words
A substrate for use in electrochromic recording comprising a support sheet containing as a color-forming substance a 1/2-R-3-[N-(R 1 -CO)-N-R 2 -amino]-7-[N-(R 3 )(R 4 )-amino]-8/9-R 5 -10-(R 1 -CO)-phenoxazine having the formula ##STR13## wherein: R and R 5 independently represent hydrogen, non-tertiary C 1 to C 4 alkyl, non-tertiary C 1 to C 4 alkoxy, halogen or nitro; R 1 represents hydrogen, non-tertiary C 1 to C 12 alkyl, C 4 to C 8 cycloalkyl, non-tertiary C 1 to C 4 alkoxy or non-tertiary C 1 to C 4 alkoxycarbonyl, phenyl, phenyl substituted by one to three of non-tertiary C 1 to C 4 alkyl, non-tertiary C 1 to C 4 alkoxy, nitro, halo, phenyl, cyano, or trihalomethyl; R 2 represents C 1 to C 4 alkyl, phenyl, phenyl substituted by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy, benzyl or benzyl substituted in the benzene ring by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy; and R 3 and R 4 independently represent C 1 to C 4 alkyl, phenyl, phenyl substituted by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy, benzyl or benzyl substituted in the benzene ring by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy.
Claim 10
Dependent Claim
252 words
A substrate for use in electrochromic recording comprising a support sheet containing as a color-forming substance a 1/2-R-3-[N-(R 1 -CO)-N-R 2 -amino]-7-[N-(R 3 )(R 4 )-amino]-8/9-R 5 -10-(R 1 -CO)-phenoxazine having the formula ##STR13## wherein: R and R 5 independently represent hydrogen, non-tertiary C 1 to C 4 alkyl, non-tertiary C 1 to C 4 alkoxy, halogen or nitro; R 1 represents hydrogen, non-tertiary C 1 to C 12 alkyl, C 4 to C 8 cycloalkyl, non-tertiary C 1 to C 4 alkoxy or non-tertiary C 1 to C 4 alkoxycarbonyl, phenyl, phenyl substituted by one to three of non-tertiary C 1 to C 4 alkyl, non-tertiary C 1 to C 4 alkoxy, nitro, halo, phenyl, cyano, or trihalomethyl; R 2 represents C 1 to C 4 alkyl, phenyl, phenyl substituted by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy, benzyl or benzyl substituted in the benzene ring by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy; and R 3 and R 4 independently represent C 1 to C 4 alkyl, phenyl, phenyl substituted by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy, benzyl or benzyl substituted in the benzene ring by one or two of halo, nitro, non-tertiary C 1 to C 4 alkyl or non-tertiary C 1 to C 4 alkoxy.
References Cited (Backward Citations)
US2909520A
Cited
US3900217A
Cited
US3873340A
Cited
JPS5181629A
Cited
JPS5540798A
Cited
US4309255A
Cited
JPS614094A
Cited
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1988-12-23 | 1989-06-24 | 1989-12-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-12-23 | 1993-06-24 | 1993-12-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-12-23 | 1997-06-24 | 1997-12-24 | $7700.00 | Window Closed / Lapsed |