Electrochromic marking systems
AssigneeThe Hilton-Davis Chemical Co.
InventorsMichael B. Gunn, William M. Hung
Life of this patent
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Abstract
3-(N-R.sup.2 -N-Acylamino)-7-(N-R.sup.3 -N-R.sup.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.sup.2 -amino)-7-(N-R.sup.3 -N-R.sup.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.
Claims8
A substrate for use in electrochromic recording comprising a support sheet containing as a color-forming substance a 1/2-R-3-[N(R.sup.1 -CO)-N-R.sup.2 -amino]-7-[N-(R.sup.3)(R.sup.4)-amino]-8/9-R.sup.5 -10-(R.sup.1 -CO)-phenothiazine having the formula ##STR12## wherein:
- R and R.sup.5 independently represent hydrogen, non-tertiary C.sub.1 to C.sub.4 alkyl, non-tertiary C.sub.1 to C.sub.4 alkoxy, halogen or nitro;
- R.sup.1 represents hydrogen, non-tertiary C.sub.1 to C.sub.12 alkyl, C.sub.4 to C.sub.8 cycloalkyl, non-tertiary C.sub.1 to C.sub.4 alkoxy or non-tertiary C.sub.1 to C.sub.4 alkoxycarbonyl, phenyl, phenyl substituted by one to three of non-tertiary C.sub.1 to C.sub.4 alkyl, non-tertiary C.sub.1 to C.sub.4 alkoxy, nitro, halo, phenyl, cyano, or trihalomethyl;
- R.sup.2 represents C.sub.1 to C.sub.4 alkyl, phenyl, phenyl substituted by one or two of halo, nitro, non-tertiary C.sub.1 to C.sub.4 alkyl or non-tertiary C.sub.1 to C.sub.4 alkoxy, benzyl or benzyl substituted in the benzene ring by one or two of halo, nitro, non-tertiary C.sub.1 to C.sub.4 alkyl or non-tertiary C.sub.1 to C.sub.4 alkoxy;
- and
- R.sup.3 and R.sup.4 independently represent C.sub.1 to C.sub.4 alkyl, phenyl, phenyl substituted by one or two of halo, nitro, non-tertiary C.sub.1 to C.sub.4 alkyl or non-tertiary C.sub.1 to C.sub.4 alkoxy, benzyl or benzyl substituted in the benzene ring by one or two of halo, nitro, non-tertiary C.sub.1 to C.sub.4 alkyl or non-tertiary C.sub.1 to C.sub.4 alkoxy.
A substrate for use in electrochromic recording comprising a support sheet containing as a color-forming substance a 1/2-R-3-[N-(R.sup.1 -CO)-N-R.sup.2 -amino]-7-[N-(R.sup.3)(R.sup.4)-amino]-8/9-R.sup.5 -10-(R.sup.1 -CO)-phenoxazine having the formula ##STR13## wherein:
- R and R.sup.5 independently represent hydrogen, non-tertiary C.sub.1 to C.sub.4 alkyl, non-tertiary C.sub.1 to C.sub.4 alkoxy, halogen or nitro;
- R.sup.1 represents hydrogen, non-tertiary C.sub.1 to C.sub.12 alkyl, C.sub.4 to C.sub.8 cycloalkyl, non-tertiary C.sub.1 to C.sub.4 alkoxy or non-tertiary C.sub.1 to C.sub.4 alkoxycarbonyl, phenyl, phenyl substituted by one to three of non-tertiary C.sub.1 to C.sub.4 alkyl, non-tertiary C.sub.1 to C.sub.4 alkoxy, nitro, halo, phenyl, cyano, or trihalomethyl;
- R.sup.2 represents C.sub.1 to C.sub.4 alkyl, phenyl, phenyl substituted by one or two of halo, nitro, non-tertiary C.sub.1 to C.sub.4 alkyl or non-tertiary C.sub.1 to C.sub.4 alkoxy, benzyl or benzyl substituted in the benzene ring by one or two of halo, nitro, non-tertiary C.sub.1 to C.sub.4 alkyl or non-tertiary C.sub.1 to C.sub.4 alkoxy;
- and
- R.sup.3 and R.sup.4 independently represent C.sub.1 to C.sub.4 alkyl, phenyl, phenyl substituted by one or two of halo, nitro, non-tertiary C.sub.1 to C.sub.4 alkyl or non-tertiary C.sub.1 to C.sub.4 alkoxy, benzyl or benzyl substituted in the benzene ring by one or two of halo, nitro, non-tertiary C.sub.1 to C.sub.4 alkyl or non-tertiary C.sub.1 to C.sub.4 alkoxy.
Dependencies are inferred from the claim text.