Radiation imagery chemistry: process – composition – or product th – Radiation sensitive product – Identified radiation sensitive composition with color...
Patent
1993-05-19
1995-08-22
Wright, Lee C.
Radiation imagery chemistry: process, composition, or product th
Radiation sensitive product
Identified radiation sensitive composition with color...
430376, 430386, 430387, G03C 732
Patent
active
054439450
DESCRIPTION:
BRIEF SUMMARY
DESCRIPTION
The present invention relates to activated propenes as colour couplers. The invention particularly relates to magenta colour couplers for use in silver halide imaging systems where dyes are formed by oxidative coupling within a photographic layer. Previously pyrazolone couplers such as that described in U.S. Pat. No. 260,788 have been used. However such pyrazolones are so reactive that the efficiency of dye formation is reduced due to side reactions during photographic processing. Further they require difficult methods of synthesis and have the additional problem of a substantial secondary adsorption peak in the visible spectrum which has an adverse effect on colour reproduction.
This problem has been addressed in U.S. Pat. No. 4,871,652 by the production of complex cynano-substituted couplers which overcome some of these disadvantages.
The present invention relates in a first aspect to a photographic element comprising a support bearing at least one photographic silver halide emulsion layer, said layer comprising as a ballasted coupler a propene isomer of the formula ##STR2## wherein A B and E, each individually represent hydrogen or an electron withdrawing group; D represents a substituent incorporating a lone pair of electrons selected from --NH.sub.2, --NHR, --NR.sup.1 R.sup.2 --, --OR, --SR, alkyl(carbonyl)oxy, aryl(carbonyl)oxy, carbamoyl, alkoxycarbonylamino, acylamino, ureido, alkylsulphonylamino, or an arylsulphonylamino group; and X is hydrogen or a group releasable during a photographic coupling reaction.
The electron withdrawing group may be selected from the following groups --CN, --NO.sub.2, --SO.sub.2 R, --SO.sub.2 NH--, --CO.sub.2 R, --COR, --CONHR, --CONHAr --CF.sub.3 halogen, amino aryl, aralkyl, alkyl, cycloalkyl, alkyl (carbonyl)oxy, aryl (carbonyl)oxy, carboxy, alkoxycarbonyl, aryloxycarbonyl, carbamomyl, acyl, alkylaminocarbonyl, arylaminocarbonyl, alkoxycarbonylamino, acylamino, ureido, alkylsulphonylamino, arylsulphonylamino, sulphamoylamino, alkylsulphonyl, arylsulphonyl, sulphamoyl, imido, alkylthio, arylthio or a heterocycle.
In a further aspect of the invention there is provided a propene isomer of the formula ##STR3## wherein the substituents A, B, E and X are as above defined but wherein F is a group of the formula Ar--L-- wherein Ar is a phenyl group optionally substituted with one or more substituents and --L-- is a linking group incorporating a lone pair of electrons positioned on an atom directly attached to the carbon atom of the double bond of the propene; and with the proviso that substituent E cannot be hydrogen.
Examples of substituents on Ar are: halogens, --CN, --NO.sub.2, --SR, --SO.sub.2 R, --SO.sub.2 NHR, --OR, --OCOR, --CO.sub.2 R, --COR, --CONHR, --CO.sub.2 H, --NHR, --NR.sup.1 R.sup.2, --NHSO.sub.2 R, --NHCO.sub.2 R, --NHCONHR, --CF.sub.3, aryl, aralkyl, alkyl and cycloalkyl.
Examples of --L-- are: --NH--, --NR--, --N(COR)--, --NHCONH--, --S--, --SO--, and --O--.
The groups hereinbefore designated R, R.sup.1 and R.sup.2 are each defined as alkyl or aryl, any of which may be substituted.
The substituent X may be H or any coupling off group, for example halogen, --OR, --OAr, --SR, --SAr, wherein the substituent R in the group SR is a primary, secondary or tertiary alkyl group, or a heterocyclic group. X may also represent or comprise a development inhibitor, a bleach accelerator, an aryloxy or thioaryl switch group.
Examples of heterocyclic groups capable of being released from compounds of the general formula (I) above by coupling thereof with an oxidised colour developer include pyrroles, pyrazoles, imidazoles, benzimidazoles, benzothiazoles, triazoles, benzotriazoles and tetrazoles.
Development inhibitors are chemical species which are released in an imagewise manner during coupling of the compounds of formula (I) with oxidised colour developer under standard processing conditions utilized in colour photography. After release, such species interact with the silver halide grain to slow down the development process. This has the effect of increasin
REFERENCES:
patent: 4871652 (1988-09-01), Normandia
patent: 4994363 (1991-02-01), Koya et al.
patent: 5162196 (1992-11-01), Sato et al.
Eastman Kodak Company
Klugel Arthur E.
Wright Lee C.
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