JPS6388551A - Silver halide element for photography - Google Patents

Abstract

(57) [Abstract] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION Field of the Invention This invention relates to silver halide photographic elements containing red and infrared dye-forming naphthol color formers (couplers).

Photographic elements containing red and infrared dye-forming naphthol color formers are already known. Such red and infrared dye-forming color formers are useful, for example, in integral dye Sawand track images in the movie Rhyme. Examples of such photographic elements are U.S. Pat.
No. 50,251 and US Pat. No. 4,178.183.

[Problem that the invention seeks to solve]

A number of red and infrared dye-forming color formers are known, which absorb in the red and infrared regions of the spectrum and
For special applications, continuous research has been carried out on new naphthol color formers to produce dyes that completely improve or optimize the special properties of the color former. For example, research continues into new naphthol color formers that have broad absorption peaks, are bathochromically shifted by 2°, and form red or infrared absorbing dyes. The need to maintain image stability, reactivity, and compatibility with other components in photographic elements while also meeting the silver reduction or elimination requirements of sound trunk images.

Is the resulting dye the desired dye shade? It must be particularly stable against fading, such as that caused by aging or ferrous solutions.

[Means for solving problems]

The present invention provides a photographic element comprising a photographic silver rhodanide emulsion and a dye-forming naphthol color former capable of forming a red or infrared absorbing dye by oxidative coupling, The color former is of the formula -R, R4 is an unsubstituted or substituted alkyl group, heterocyclic group or aryl group, but when R4 is a fluorosulfonylaryl group, the other substituents are a group other than an alkoxy group or a sulfone group) in the ortho position to the basic hydroxy group,
And the color former has a group Y in the 5-position which can promote the formation of red and infrared dyes, and the group Y provides a bathochromic shift in the absorption of the resulting red and infrared dyes. All of the above problems are overcome by the photographic element described above, which has sufficient bulk.

Either alkoxy or sulfone substituents (!:,
The combination with fluorosulfonyl substituents on R1 aryl causes dye instability, especially in the fixing bath during processing.

The red or infrared dye-forming naphthol color former moiety described above can be any red or infrared dye-forming naphthol color former moiety, on which the color former is applied during the oxidative coupling. Y groups are substituted at all 5 positions so as to result in a maroon shift in absorption with the red or infrared dye formed from the moiety. An example of such a naphthol-based color former moiety is shown by the following formula.

In the above formula, X is hydrogen or a coupling-off group, and R is an unsubstituted or substituted alkoxy, aryloxy, or As mentioned above, R1 is an unsubstituted or substituted alkyl group, a heterocyclic group, for example a 5- to 6-membered heterocyclic group, and R1 is an unsubstituted or substituted aryl group.

Y is a group that has enough bulk gold to minimize the total bathochromic shift in the absorption of the red or infrared dye formed.

each selected from the group consisting of alkyl, aryl, alkoxy, aryloxy, arylthio, carzanami, do, carper E-yl, sulfonamido, sulfonamido, waleido, sulfamide, heterocucrylimide, waleido, and phosphonamide groups; is unsubstituted or substituted with at least one group increasing the steric bulk, in which R2 and R3 are each halogen,
Unsubstituted or Fi, substituted alkyl/I/or aryl,
Alternatively, all atoms are necessary to complete a 5- to 6-membered heterocyclic ring, and at least one of R2 and R5 is other than hydrogen. One example of a preferred Y group is shown by the following formula.

N)I Where is R3 6 to 50 carbon atoms? substituted or unsubstituted aryl such as aryl containing, substituted or unsubstituted alkyl such as alkyl containing 4 to 24 carbon atoms or t is -802R4 or 8-R4, where R411
Substituted or unsubstituted aryl such as aryl of 6 to 50 carbon atoms, substituted or unsubstituted alkyl such as alkyl of 1 to 30 carbon atoms, or heterocyclic.

Examples of such Y groups are as follows.

n-H4,C,6So2NH nee H31C15 F2O-C-NH (CH3)3C-C-NH tt The naphthol color former moiety may contain a substituent at a position other than the 2 and 5 positions. Such substituents can be those known in the photographic art to be useful in infrared dye-forming naphthol color formers. The coupling position, that is, the 4-position, of the naphthol color former can be unsubstituted or substituted with Fi by a coupling-off group, and the coupling-off group changes the equivalence, reactivity, stability, and dispersibility of the color former. Release from the color former may cause processing solution components to interact with other components of the photographic element.

Examples of red or infrared dye-forming color formers useful in silver halide photographic elements are as follows.

C5H11-I C2H5 C5H,1-! (Q(5), C-C-ff1 05H11″! F3CC-NH 0 (Q (2) 4 噸m C15Hs1-”- C25 CH5CC too 嘗 H3 H.O. CH3CH20CH.

H3 OH0 (,:cA, -t C5 draft 1 → C, Hl, -t NH302C,6H
, , -n red or infrared dye-forming 7-toluene color formers can be synthesized by methods known in the organic synthesis art. The process of synthesis typically involves t
A bulk (bulky) substituent is attached to the 5-position amine group of 2-carzoxy-1-naphthol, and then the 2-carzoxy group is converted to the corresponding amide or ester. .

An example of the preparation method is as follows.

The following is a blank synthesis example A NH2f2) (1) oH (3) go, r 2-carboxy-5-amino-1- in tetrahydrofuran 700- containing 36.4 g (0.3 mol) of dimethylaniline and 30 rLt'ji of water Naphthol (1) 2
0.3, F (0.1 mol) in a stirred solution of 2.4-
-,'-i -hentyl-phenoxyacetyl chloride<2) 31.1.9 (0.1 mol) was added dropwise at room temperature for 3 hours, and the reaction mixture was then placed in ice water containing concentrated hydrochloric acid 15-. The resulting solid precipitate was collected, washed, and recrystallized from alcohol and then from aqueous dimethylformamide to produce a gray solid with a melting point >200°C. Elemental analysis, NRNR, and infrared spectroscopy were used to hand,
Identify the desired 2-carboxy-1-methanol compound (3).

Next, compound (3) 9. in tetrahydrofuran 30.
6. To a stirred solution of F (0.02 mol) was added dropwise 30 ml of thionyl chloride. After 3 hours at room temperature, extrudable components were removed under reduced pressure at room temperature. 77 runs 50 for Tetrahit
The resulting acid chloride solution of i1cP? , added dropwise to a stirred solution of 3-amino-4-chlorobenzenesulfonyl fluoride in 30 d of tetrahydrofuran. After 3 hours at room temperature, the reaction mixture t-15d was poured into ice water containing concentrated hydrochloric acid, and the product was collected, washed, and dried. Ethyl acetate recrystallization yielded the desired white solid product with a melting point of 245 DEG-246 DEG C., and elemental analysis confirmed that it was the desired naphthol color former.

As mentioned above, color formers can be utilized in the methods and purposes for which color formers are used in photographic technology.

Typically the color former is 8 cI)! The emulsion is incorporated into a silver emulsion and the emulsion is applied to a support to form a photographic element. Alternatively, a color former can be incorporated into the photographic element adjacent to the silver halide emulsion, but during development the color former is in reactive association with a development product, such as a color developing agent. As used herein, "associated" means that the color former is present in the silver halide emulsion layer or in an adjacent area;
During processing, it is associated with reactions with silver halide development products.

The photographic element may be a single color element or a multicolor element. The multicolor element contains dye image-forming units sensitive to each of the three primary spectral regions. Each unit may consist of a single emulsion layer sensitive to a given spectral region, or it may consist of multiple emulsion layers.

The imaging element layers can be arranged in various orders as known in the art. Alternatively, emulsions sensitive to each of the three primary spectral regions may be used, such as those described in U.S. Pat. No. 4,362,806 to Wittmore, issued December 7, 1982. , can also be arranged as a single segmented layer.

A typical multicolor photographic element comprises a cyan dye image-forming unit consisting of at least one red-sensitive silver halide emulsion layer associated with at least one cyan dye-forming color former;
a magenta dye image-forming unit comprising at least one green-sensitive silver halide emulsion layer associated with at least one magenta dye-forming color former; and at least one blue-sensitive silver halide emulsion layer associated with at least one yellow dye-forming color former. The emulsion layer comprises a support carrying yellow dye image forming units in all the emulsion layers, and at least one of the element layers contains the color former of the present invention. The element may include other layers such as filter interlayers, oat coat layers, basecoat layers, and the like.

The silver rhodanide emulsions used in the elements of this invention may be either negative-working or tenon-working.

Red and infrared dye-forming naphthol color formers are particularly useful in combination with color former solvents.

Photographic elements can be used, for example, to create soundtracks or silver images, to create soundtracks.

In preferred photographic elements, the color former enables the formation of an integral dye soundtrack. If a soundtrack containing both dye and silver is desired, the color former may be of the bleach inhibitor releasing (BIR) type. That is,
The color former can completely release the bleach inhibitor. Bleach inhibitor moieties are usually coupled to the doubling location either directly or through a timing fund.

Color former solvents that are expected to be used in combination with the above color formers are:
For example, lower alkyl esters of phthalic acid.

lower alkyl substituted triphenyl phosphate, at least 10
Lower a with carbon atoms A/=? N-substituted aliphatic amides.

The following are representative of preferred color former solvents.

dimethyl phthalate, Diethyl phthalate.

Di-n-butyl phthalate, di-l-amyl phthalate, di-n-amyl phthalate, tri-cresyl phosphate 1 tri-m-cresyl phosphate, tri-p-cresyl phosphate, 0-cresyl diphenyl phosphate, N, N-diethylrafluamide.

N,N-di-n-butyllawalamide, N,N-zoethylcapramide.

Generally, a color former to color former solvent weight ratio of 5:1 to 1:2 is preferred. For lower alkyl esters of phthalic acid used as color former solvents, the color former to solvent weight ratio is 1.
=1~! =20 range is preferable. For triphenyl phosphate color former solvent, color former vs. color former solvent 02
Preferably, the quantitative ratio is in the range 4:1 to 1:l. For N-substituted aliphatic amides, the weight ratio of color former to color former solvent is preferably in the range 4=1 to 2:1.

The color former-containing color former solvent typically has an average diameter of about 0.3 to about 3.0, usually by colloid milling.
It is dispersed in the hydrophilic colloid-containing coating composition in the form of particles of relatively small size, microns.

The phrase "integral soundtrack" indicates that the soundtrack and photographic image are formed on separate parts of the same element, and that following exposure, the separate areas are processed simultaneously and identically. That is, no steps beyond those required to process the photographic image portions are required to create the entire soundtrack and photographic record, respectively.

In recordable form for multicolor images, the photographic element comprises, in addition to the support and monolayer units described above, at least two additional layer units? include. The monolayer unit may contain a red sensitized silver halide emulsion and may be used in conjunction with forming infrared absorbing dye images and cyan dye images. The same dye can form both cyan and infrared absorbing dye images, in which case it is preferred that the monolayer unit is modified to include other conventional cyan dye-forming color formers. Rather, the cyan dye-forming color former is dispersed into individual color former solvent particles from particles containing an infrared absorbing dye-forming color former or applied without the use of a color former solvent. Second
The layer unit contains a blue sensitive silver halide emulsion and a yellow dye forming color former, and the third layer unit contains a green sensitized silver halide emulsion and a magenta dye forming color former. Second,
The structure of the third layer unit and its relationship with the first layer unit are usually the same.

In another particularly preferred form, the photographic element includes four individual layer units. The three layer units are common cyan, macenta and yellow dye-forming layer units of the type found in conventional silver halide photographic elements in which multicolor dye images are intended to be formed. The fourth calendar year may be the same as the single layer unit above. In a preferred form, the silver halide emulsion during the fourth calendar year is sensitized in a portion of the spectrum where the remaining layers are relatively insensitive. For example, the fourth layer unit emulsion can be spectrally sensitized in the infrared portion of the spectrum or in the visible spectral portion located at the outer edge of the spectral region in which the remaining layer units are intended to be recorded.

Still other forms of photographic elements may be used. For example, a satand track layer unit emulsion can be used with only its inherent spectral sensitization.

In that case, the response of the sawand track layer unit is limited to the adjacent blue portion of the spectrum and to UV exposure, with the chromatic response varying to some extent depending on the silver halide chosen. In yet another embodiment, the spectral response or rather the sensitivity of the sawand track recording layer unit may be different from the sensitivity of other image forming layer units. The taken track recording layer may be faster or slower than the imaging layer units of similar spectral response. Combinations of both different spectral responses and sensitivities can also be used to selectively expose captured tracks and imaging layer units.

Although photographically useful amounts of particles of infrared absorbing dye-forming color former and color former solvent may be present in the layer units described above, for typical Zaku/Todrak applications using phototubes, such particles are Preferably, the concentration is sufficient to provide a maximum dye density of at least 1.0, preferably at least 2, over the 850 nrn spectral region and above. Cyan, magenta, and yellow dye-forming color formers are all within the concentration range commonly used for color former solvent particles. By using a preferred color former-color former solvent combination, a dye density of this type can be easily obtained. Generally, about 0.40~
The color former concentration is preferably in the range of 1.3011/m2, approximately 0.65-1.059/m2, optimally 0.75-1.059/m2.
It is expected to be 0.951 I/m.

Photographic silver halide emulsion layers, including overcoats, undercoats, interlayer coatings, adjacent hydrophilic colloid-containing layers, and other layers having conventional properties may contain various O colloids, either alone or in combination as a vehicle. good. Suitable hydrophilic vehicle materials include natural substances such as polysaccharides such as gelatin, gelatin derivatives, cellulose derivatives, dextran, arabic plum, etc., and synthetic polymeric substances such as -vinylpyrrolidone, acrylamide polymers, etc. When is nine water soluble with coalescence etc.? Contains lipinyl compounds.

Photographic elements according to the present invention may be prepared and may contain additives known to be useful in the photographic art, but in particular such additives may be incorporated into U.S. Pat.
51 and Kenneth Mason Publications, No Old Harper Masters, 8 North Street, Imsworth, Hampshire PO 107DD, UK.
Published by Tomo Remearcb Discl
osure, December 1978, Item No. 17643 and U.S. Pat. No. 4,250,251, known to be useful in photographic elements for forming red or infrared absorbing dyes. It is an additive.

The silver halide emulsion and residual layers of the photographic element can be applied to any conventional photographic support.

For integral sawand track gold-containing projection film applications, the support is transparent. For such applications, nitrocellulose film.

Acetyl cellulose film, poly(vinyl acetal) film, polystyrene film, ? (ethylene terephthalate) film, polycarbonate film,
Conventional photographic film supports can be used, such as similar resin film supports.

In one preferred exposure method, the photographic element is exposed panchromatically and the edges of the film are exposed to infrared radiation to form sawn tracks. When this exposure method is carried out, the silver halide grains in the recorded calendar year are spectrally sensitized with an infrared absorbing spectral sensitizing dye.

The photographic element can be processed to form a dye image, which dye image is a silver halide inverse that is selectively developable by imagewise exposure by conventional techniques;
This corresponds to that.

The multicolor reversal dye image was published in the British Photographic Yearbook Journal (Bri
tissue Journal of Photography
hy Annusl) 1977, P, 194-19
Differential spectrally sensitized halogenation by black and white development followed by a single color dust image procedure as described by Kodak Ektachrome E4, E6 and Agfa processing as described in 7 and British Journal of Photography, P, 668-669. It can be formed into photographic elements having an entire silver layer.

Photographic elements are amenable to direct color reversal processing (i.e., creating reversal color images without prior black and white development)
(Kodak, Eftaflore, Kodacolor and 7 Rexicolor are trademarks of Eastman-Kodak Company, USA).

1977, P, corresponding to silver halide that is selectively developable by imagewise exposure, typically in negative dye images.
, 2 (Kodak Kodacolor C-22, Kodak Flexicolor-C-41 Agfa Color Processing described in H~205).

Photographic Elements British Photographic Yearbook Journal, 1977, p.
, Agfa Color Processing and Kodak Color Data Guide as described in ZOS~206, 5th Edition, 1
It can also be processed by Kodak Ektaprint-3 and -300 as described in J. 975, P. 18-19.

In a particularly preferred application, the photographic elements of this invention are used to form motion picture films for projection, including useful synthetic soundtracks, in projectors having s-i phototubes. The photographic element consists of a transparent film support;
On this support there is deposited a red sensitized cyan dye-forming color former comprising a first layer unit according to the invention as described above, a green sensitized magenta dye forming color former comprising a second layer unit, a third layer unit and a color former. A blue sensitive yellow dye forming color former comprising an infrared sensitized fourth layer unit containing agent solvent particles is applied in this order. The video recording portion of the element is briefly exposed to infrared light and then exposed to the blue, green, and red portions of the spectrum through a master image film.

The master image film has a transparent support 1 and is processed to carry a multicolor dye image. The edge of the photographic element on which the integral sawand track is to be formed is panchromatically exposed through the bozosawand track master by a light source to which at least the fourth layer unit is sensitive. In a preferred form, this is a white light source that emits red-sensitized, green-sensitized, and blue-sensitive layer units. Due to its inherent sensitivity to blue light, the fourth layer unit is also exposed by a white light source. The white light source can also emit all infrared radiation to expose the fourth layer unit. After exposure of both the video and soundtrack areas, the photographic element is inverted. In reversal processing of negative silver halide emulsions? A di-dye image is formed in the unexposed areas. Since the image area is uniformly exposed to infrared radiation, the density due to the fourth layer unit is not present in the image area. In the soundtrack area, the main portion of the infrared density is due to the fourth layer unit, but other layer units can also add to the total infrared density.

Any conventional color developing agent capable of forming a dye can be used in the process of forming a dye image in the manner described above. The maximum dye density, wavelength of maximum density, and increase in bathochromic absorption vary depending on the special color developing agent selected.

Color developing agent 4-amino-3-methyl-N-ethyl-N
-β-(methanesulfonamido)ethylaniline sulfate hydrate has a spectral range not only at 800 nm, but also over the entire spectral range from about 725 to about 850 nm, which is 1.0 or higher, but 2.0 or higher. It has been observed that infrared absorbing dyes often produce images with maximum density.

〔Example〕

The following examples further illustrate the invention.

Examples 1-6 Photographic elements were prepared on cellulose acetate butyrate film supports with 0.91,! i' Ag/m of silver bromoiodide emulsion, 3.781/m of gelatin and the following color former, which was dispersed in 1.5 times its weight of dibutyl phthalate and 1.62X10 mol/, 2
)? V/4 is made by applying a photosensitive layer containing 9. The photosensitive layer is 1.08Ji'
/rn gelatin and tl'1.7 based on total gelatin.
Overcoated with a 5% by weight bis-vinyl-sulfonimethyl ether gold layer.

Samples of each element were exposed through a graded density test object and processed at 40°C using the following color developer solution AQ to 4-amino-3-methyl-N-ethyl-N-β- Hydroxyethylaniline sulfate 3.55g
Subsulfated Kaliwaum 2. ON ・Potassium carbonate (anhydrous) 30.0. 9 Potassium Bromide 1.25Ii Potassium Iodide 6. Ol water
The whole thing is 1. Amount adjustment P) (value
10.0 Development was followed by conventional hand-printing of bleaching, fixing, washing and drying & the spectral absorption curves of the resulting well-defined staged images are listed in Table I for each element. 9 written to determine the value (λ-max). Treated pieces of each element containing dye images were subjected to either a 6 week wet open (60° C./70'1 RH) indwelling test or a 5 minute ferrous ion solution test.

Degassed distilled water 750 m Ethylenediaminetetraacetic acid 32.1
2g ammonium hydroxide (concentrated solution)
151 Iron sulfate 7H2027,811 Ammonium hydroxide and water Total t1. Amount to make ol (FJ (nitric acid adjusted downward) p+(5
The results are listed in Table I below and show that the bulky C-5 substituent produces a dye with much longer wavelength absorption than the comparative color former. This means that it is added to the coloring agent. Furthermore, for any given pallast group in the 2-position, it is found that increasing the bulk of the 5-substituent group generally increases the stability of the dye against attack by ferrous ions. The resulting dye also resists regression under conditions of high temperature and humidity.

Table ■ Six weeks of density loss or increase F・(II) Control B C-2707-5-88 Control CC-3709-4-18 22729+1 -3 5 5 752 = 15 -1
0*w,o: Wet open (60°C/70mm RH) The structures of the color formers in Table I are as follows.

Color former R5 C3H,,-t C5H,,-t C5H1,-t C15H31-2 H -NH802CH.

-NHCOCH.

The comparative examples illustrate that the desirable properties of photographic color formers containing naphthol moieties capable of forming red or infrared absorbing dyes are due to the effect of the 5-position substituent Y as well as the 2-position substituent Y. It also depends on.

Ultrafine-grained silver bromide emulsion (8o71vA) on film support
g/m2) and gelatin (3229W Ag/m2)
The photographic color formers are gelatin 1080/m2 and bis(vinylsulfonyl)ether NU agent 86n9/Ws.
Overcoated by 2. A piece of this element is imagewise exposed through a step plate and then subjected to a subsequent developer solution (Developer Solution A) 25017! The samples were developed for 10 minutes at 24 DEG C. in a developer prepared by adding 2.5 mmoles of a solution containing 1.25 mmoles of each of the color formers from Table IIA in dimethylformide to 1.1 mmoles of each of the color formers in Table IIA.

The following margin developing solution A: 3.2.9C
D-2 color developer (developer as described in U.S. Pat. No. 4,340.664, column 23) Sodium sulfite 0.65,!
i' Potassium bromide 1.0
Potassium 9-phosphate 13.25
,! i'-(12 water whole 'f: 1
Development was followed by a 5-minute water wash, followed by a 30-second immersion in the fixer solution (Fixer Solution A) before the final wash and drying. The fixer sensitivity (dye density loss) was The following table (1) shows the observations, and in part 8 of the table (2), the fixer sensitivities of the dyes from the color formers 5 to 9 of the present invention are compared. Color former 5 was incorporated into the emulsion layer as in Example 1 and processed in a developer solution containing CD-2 color developer (Developer Solution A) after imagewise exposure.

Margin below Fixing solution A had the following composition.

Ammonicum thiosulfate 12ON Potassium metabisulfite 20. SF Calicum Iodide 211 Water
Margin table below 11 to make the whole number 1■ A, Control coloring agent-H2-8o□F 702 5-H
3-8o2F 726 4-H4-
802CF3721 0 -H4-CF3712 0 -H2""5O2CH3,5-8o2F 683
5-H2-CL, 5-8O2CH,7050-
H3-8o F, 4-OCR36945-H3-C
F, 4-0CH36810-H2-OCH5-SOF
788 43#2 Table ■ (continued) -OCH,2-OCH3,5-3o2F' 72
4 2-H2-OCH5,5-802N horse 68
8 1-H2-OCH,,5-8o2N(C2H5)
2705 0-H2-OCH,,5-3o2CF2
H7110-H2-QC2T (5,5-8o2F
762 3-H2-F, 4-8o2F
740 Fixer sensitivity rating for dye density loss from 0*O (none) to 5 (severe).

The data in Table 1 shows that the presence of fluorosulfonyl substituents on the aniline ring can cause undesirable dye sensitivity in the fixer. The presence of additional alkoxy or sulyity[m, ES increases the sensitivity, while the presence of halodane substituents stabilizes the dye.

Overall maintenance of the desired long wavelength absorption and the best fixer stability were achieved with dyes formed from color formers of this invention containing bulky Y groups.

Example 7-18 Effect of Color Former Solvents on Dye Color and Stability Dibutyl phthalate (DBP) and quetyl lauramide (DEL) color former solvents were used as described in Table 1, replacing Solution A developer. 4-amino-
3-Methyl-N,N-soethylaniline hydrochloride 2.45
1/l or 4-amino-3-methyl-N-ether-
Photographic elements were prepared and processed as in Example 1, except that color developing solutions B and C containing 5.01/l of N-β-(methanesulfonamide)ethylaniline sulfate were used. .

The density at λ-max and λ800 nm was determined for the dye formed in each element, and the treated pieces were subjected to a 77°C low humidity incubation test for one week. The percentage change in specific density obtained is given in Table 3 for each.

The choice of color former solvent and color former solvent level can affect the dye tone obtained with any given developer.

The bathochromic shift is achieved by lowering the color former solvent level by 1:2 to 1:0.5, often resulting in an increase in 800 nm absorption that is beneficial for optical sawn track images.

A low-level dispersed color former of diethylrafluamide gave the dye by developer C, which was one of the best in terms of resistance to dry heat regression to an absorption spectrum indicative of microcrystalline behavior. Unlike the double-peaked infrared dyes of the previous technology, the new infrared dyes as described above have a broad bathochromically shifted absorption that is independent of the level of residual virgin color former with the dye.

〔Effect of the invention〕

A photographic element containing a red or infrared dye-forming color former, as described above, provides a red or infrared dye, as described above, which dye retains the stability, reactivity, and compatibility of the dye image; Resulting in the reduction or elimination of silver in the sawn track image. The provided red or infrared light has reduced regression.

Claims (1)

[Scope of Claims] 1. A photographic element comprising a photographic silver halide emulsion and a dye-forming naphthol color former capable of forming a red or infrared absorbing dye by oxidative coupling, comprising: The color former has the formula ▲ mathematical formula, chemical formula, table, etc. ▼ (where R makes the dye formed during oxidative coupling absorbable in the red or infrared region of the spectrum, and is substituted or unsubstituted. is an alkoxy group, aryloxy group, or -NH-R_1, and R_1 is an unsubstituted or substituted alkyl group, heterocyclic group, or aryl group, provided that when R_1 is a fluorosulfonylaryl group , the other substituents are groups other than alkoxy or sulfone groups) in the ortho position to the hydroxy group,
and said color former has a group Y in the 5-position capable of promoting red and infrared dye formation, and said group Y is sufficient to provide a bathochromic shift in the absorption of the resulting red or infrared dye. The photographic element as described above, having a bulk.