Radiation imagery chemistry: process – composition – or product th – Post imaging processing – Stabilizing
Reexamination Certificate
2001-09-13
2003-01-14
Le, Hoa Van (Department: 1752)
Radiation imagery chemistry: process, composition, or product th
Post imaging processing
Stabilizing
C430S372000, C430S614000
Reexamination Certificate
active
06506545
ABSTRACT:
The present invention relates to a process for removing stain in a photographic material which comprises a silver halide photographic light-sensitive material and, more detailedly, to a process thereof, wherein the improvement is made on the prevention of a colour stain and particularly the prevention of a colour dye stain caused in the course of processing said silver halide photographic light-sensitive material by a colour developer or by components of a bleach-fix bath.
In general, a colour photographic print is produced by exposing a light-sensitive material to light through a colour negative film and by applying in succession the processing steps mainly consisting of a colour development by means of a paraphenylenediamine type developing agent, a bleach-fix step, and a washing and/or stabilising step.
The essential requirements for practically making such colour prints are that the colour reproductivity and the whiteness of the unexposed areas of such colour prints, that is the so-called white-background property, should be excellent.
In recent years, a yellow, red or other coloured stain was shown to be apt to occur particularly on a silver halide colour photographic light-sensitive material when the light-sensitive material was processed in a colour developer and then in a bleach-fix bath. Various causes of these colour stains may be considered, and inter alia, a colour stain which has been known is that caused by a reaction of the oxidation products of a colour developing agent in a bleach-fix bath with couplers being contained in a light-sensitive material. Another stain which has also been known is that substances liquated out of a light-sensitive material, or that components of a bleach-fix bath or the like adhered to the light-sensitive material or permeated into an edge area—when the bleach-fix bath was concentrated in a running process.
Another well known stain is that produced by sensitizing dyes, anti-irradiation dyes or the like which are not washed properly out of the photographic material.
Accordingly, there have so far been well-known techniques with the purpose of solving the above mentioned problems, for example, a stain prevention technique disclosed in Japanese Patent Publication Open to Public Inspection (hereinafter referred to as Japanese Patent O.P.I. Publication) No. 102640/1976, in which an alkylamino compound is added to a bleach-fix bath; another stain prevention technique disclosed in Japanese Patent O.P.I. Publication No. 71639/1973, in which some kind of magenta couplers to be contained in a light-sensitive material is combined with a hardening agent; a further technique disclosed in Japanese Patent Examined Publication No. 23179/1976, in which an oxide of some kind of amino compounds is added to a bleach-fix bath; or the like.
Besides the above mentioned colour stain prevention techniques, there have also been well known methods for lessening the deterioration of a white background caused by a colour stain, in which the spectral reflectivity of such white background areas was evenly increased by the action of an optical brightening agent contained in a light-sensitive material, or by adding the same to a processing liquid, such as exemplified by U.S. Pat. Nos. 5,043,253, 4,587,195, JP-A-71 035 240, JP-A-73 085 232, JP-A-74 020 975 as well as RD 37336. Optical brightening agents to be suitably used into light-sensitive materials are mentioned additionally in RD 17643, RD 18716 and RD 307105.
However, there has been a limitation of the development of highly concentrated processing liquids due to the low solubility of such optical brightening agents in said processing liquids.
The present invention relates to a process for removing stain in a photographic material which process comprises the incorporation of at least one compound of the formula (I)
wherein
X is O or NH;
n is 1 or 2,
p is 0, 1 or 2,
M is hydrogen, an alkali metal atom, ammonium or a cation formed from an amine;
each R
1
, independently, is an aminoacid residue from which a hydrogen atom on the amino group has been removed;
each R
2
, independently, is hydrogen, C
1
-C
8
alkyl, C
1
-C
8
alkoxy, halogen, cyano, COOR,
wherein
R is hydrogen or C
1
-C
3
alkyl, CONH—R in which R has its previous significance, SO
2
NH—R in which R has its previous significance, NH—COR in which R has its previous significance, or
SO
3
M,
wherein
M has its previous significance, or, if
n is 1,
R
2
can also be CO—R
3
in which R
3
is C
1
-C
3
alkyl or phenyl,
in that photographic material.
Preferable in this process are compounds of the formula (I) wherein X is NH.
Preferably in compounds of the formula (I) for this process M is hydrogen, Na, K, Ca, Mg, ammonium, mono-, di-, tri- or tetra-C
1
-C
4
alkylammonium, mono-, di- or tri-C
1
-C
4
hydroxyalkylammonium or ammonium that is di- or tri-substituted with a mixture of C
1
-C
4
alkyl and C
1
-C
4
hydroxyalkyl groups. Preferably each M is Na.
A halogen substituent R
2
may be fluorine, bromine or iodine but is preferably chlorine.
In the compounds of formula (I), n is preferably 1 and R
2
is preferably hydrogen, methyl, chlorine, cyano, COOH, COO-methyl, CONH
2
, CONH-methyl, SO
2
NH
2
, SO
2
NH-methyl or NH—COmethyl.
Preferably, each of the aminoacid residues R
1
is the same. Examples of preferred aminoacid residues R
1
include those having the formula —NH—CH(CO
2
H)—R
3
in which R
3
is hydrogen or a group having the formula —CHR
4
R
5
in which R
4
and R
5
, independently, are hydrogen or C
1
-C
4
alkyl optionally substituted by one or two substituents selected from hydroxy, thio, methylthio, amino, carboxy, sulfo, phenyl, 4-hydroxyphenyl, 3,5-diiodo-4-hydroxyphenyl, &bgr;-indolyl, &bgr;-imidazolyl and NH═C(NH
2
)NH—.
Specific examples of aminoacids from which such preferred aminoacid residues R
1
are derived include glycine, alanine, sarcosine, serine, cysteine, phenylalanine, tyrosine (4-hydroxyphenylalanine), diiodotyrosine, tryptophan (&bgr;-indolylalanine), histidine (&bgr;-imidazolylalanine), &agr;-aminobutyric acid, methionine, valine (&agr;-aminoisovaleric acid), norvaline, leucine (&agr;-aminoisocaproic acid), isoleucine (&agr;-amino-&bgr;-methylvaleric acid), norleucine (&agr;-amino-n-caproic acid), arginine, ornithine (&agr;,&dgr;-diaminovaleric acid), lysine (&agr;,&egr;-diaminocaproic acid), aspartic acid (aminosuccinic acid), glutamic acid (&agr;-aminoglutaric acid), threonine, hydroxyglutamic acid and taurine, as well as mixtures and optical isomers thereof. Of these aminoacids from which such preferred aminoacid residues R
1
are derived, sarcosine, taurine, glutamic acid and aspartic acid are particularly preferred.
A further preferred example of an aminoacid from which an aminoacid residue R
1
may be derived is iminodiacetic acid.
Other, less preferred examples of aminoacids from which aminoacid residues R
1
may be derived include cystine, lanthionine, proline and hydroxyproline.
In addition to the above-mentioned preferred classical aminoacids, R
1
may also be the residue of an aromatic aminoacid such as p-aminobenzoic acid.
More specifically, a process is preferred which incorporates compounds of the formula (I) wherein X is NH; n is 1, p is 0, R
1
is derived from glutaric acid or iminodiacetic acid, R
2
is hydrogen or SO
3
M, and M is sodium.
Additionally, a process for removing stain in a photographic material is preferred which process comprises incorporation of at least one compound of the formula (I) in combination with another optical brightener of the formula (II)
wherein
R
6
to R
9
may be the same or different and each represents a hydroxyl group, an alkoxy group having 1 to 4 carbon atoms such as a methoxy, ethoxy or methoxyethoxy group, an amino group, an alkylamino group having 1 to 6 carbon atoms such as methylamino, ethylamino, propylamino, dimethylamino, cyclohexyamino, di-(beta-hydroxyethyl)-amino, beta-sulfoethylamino, N-(beta-sulfoethyl)-N-methylamino or beta-carboxylethylamino group, an aryloxy group such as a phenoxy or p-sulfophenyl group, an arylamino group such as an anilio, o-, m- or p-su
Bulliard Christophe
Megert Sonia
Metzger Georges
Ciba Specialty Chemicals Corporation
Le Hoa Van
Stevenson Tyler A.
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