CN102759849A - Color photographic developing solution - Google Patents
Color photographic developing solution Download PDFInfo
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- CN102759849A CN102759849A CN2012102216177A CN201210221617A CN102759849A CN 102759849 A CN102759849 A CN 102759849A CN 2012102216177 A CN2012102216177 A CN 2012102216177A CN 201210221617 A CN201210221617 A CN 201210221617A CN 102759849 A CN102759849 A CN 102759849A
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Abstract
The invention discloses a color photographic developing solution. The pH value of the developing solution is 9.0-13.0, and the developing solution comprises: a) at least 0.008mole/liter of color developing agent; b) at least 0.02mole/liter of antioxidant; c) at least 0.05mole/liter of pH buffer agent; d) at least 0.06mole/liter of compound expressed in a formula (1), wherein in the formula (1), R(1) represents a group containing -N, R(2) represents hydrogen and hydroxyl; and e) represents the balance of water. According to the color photographic developing solution, the problem of crystallization of the color developing agent when the color developing agent is stored under high pH value at minus 5 DEG C-4 DEG C is solved effectively, the machine fault caused by precipitation of the developing agent is prevented, and thus the processing of photographic materials are prevented from being influenced, and the color photographic developing solution is suitable for developing and processing of color negative films or color photographic paper.
Description
Technical field
The present invention relates to a kind of improved autochromy developer solution.
Background technology
The washing processing of color photographic material generally includes colour development, bleaching, photographic fixing (or will bleach with floating of photographic fixing unification and decide step), washing or stabilizing process.The reduction of silver halide after at first developer solution will make public becomes the argent image, and simultaneously, the oxide form of color developer combines the formation dye image with colour coupler in each layer emulsion; In a single day dye image forms, and it is unnecessary that silver-colored image just becomes, and needs with bleaching, photographic fixing (or float and decide) its removal; Bleaching agent in the bleaching liquid (being generally aminopolycanboxylic acid's iron complex) is oxidized to silver halide with argent, and silver halide is dissolved by fixer (being generally thiosulfate, thiocyanate etc.) subsequently; Need wash at last or the processing of stabilization process.Washing or stable main effect be development that photosensitive material is adsorbed in process, float and decide the fifth wheel (accessory substance, product, excess reactant, sensitizing dye, antifoggant, stabilizing agent etc.) that developer oxidation product and colour coupler in soluble chemical article remaining in chemicals and the emulsion, the developing process react behind the formation dyestuff and be dissolved in the water; Make chromatic image (dyestuff) bright-coloured and eliminate their harm, prolong the storage life of chromatic image chromatic image.
In the autochromy processing industry, generally be that developer solution is joined continuous supplementation use in the process equipment, this just needs to guarantee that developer solution (generally was no more than for 2 weeks) and keeps stablizing in storage period for use.But autochromy developer solution of the prior art is under certain environment, and under lower temperature condition, as less than 5 ℃, the easy crystallization of the developer in the colour developing solution is separated out, thus the mechanical disorder of causing and then influence the processing of photo.
Summary of the invention
The technical matters that the present invention will solve is: a kind of autochromy developer solution is provided, and this developer solution can not produce the crystallization of color developer and separate out problem under cryogenic conditions.
For solving the problems of the technologies described above, the technical scheme that the present invention adopts is:
A kind of autochromy developer solution, the pH value of said developer solution is 9.0~13.0, it contains:
A) color developer of at least 0.008 mol;
B) anti-oxidant of at least 0.02 mol;
C) the pH buffering agent of at least 0.05 mol;
D) at least 0.06 mM/liter the compound of general formula (I) expression:
(I)
In the formula (I):
R
1Expression contains-group of N; Can be amino, the alkyl of the alkyl-substituted amino of carbon number 1~5, benzamido group, pyrazolone, carbon number 1~5 or/and the alkyl of the substituted pyrazolone of hydroxyl, pyrroles, pyrazoline, carbon number 1~5 or/and the substituted pyrazoline of hydroxyl;
R
2Expression hydrogen, hydroxyl;
R
3The substituted hydroxyl of alkyl of expression hydrogen, hydroxyl, amino, carbon number 1~5, the substituted amino of alkyl of carbon number 1~5, amino, the substituted benzyl amino of hydroxyl of benzyl;
E) surplus is a water.
Above-mentioned autochromy developer replenisher solution, the compound of said general formula (I) expression is:
Above-mentioned autochromy developer solution, the consumption of said color developer are 0.01~1 mol.
Above-mentioned autochromy developer solution, the consumption of said pH buffering agent are 0.1~0.6 mol.
Above-mentioned autochromy developer solution, the consumption of said anti-oxidant are 0.04~0.1 mol.
Above-mentioned autochromy developer solution, the consumption of the compound of said general formula (I) expression be the 0.06-12.5 mM/liter.
Color developer in the colour developing solution of the present invention can adopt known industry color developer commonly used, preferably uses p-phenylene diamine derivative's color developer, below to take be representational example, but the present invention is not limited thereto.
(1) N, N-diethyl-p-phenylenediamine (PPD);
(2) 4-amino-N, N-diethyl-3-methylaniline;
(3) 4-amino-N-(beta-hydroxyethyl)-methylphenylamine;
(4) 4-amino-N-ethyl-N-(beta-hydroxyethyl)-aniline;
(5) 4-amino-N-ethyl-N-(beta-hydroxyethyl)-3-methylaniline;
(6) 4-amino-N-ethyl-N-(3-hydroxypropyl)-3-methylaniline;
(7) 4-amino-N-ethyl-N-(4-hydroxyl butyl)-3-methylaniline;
(8) 4-amino-N-ethyl-N-(β-methylsulfonyl amido ethyl)-3-methylaniline;
(9) 4-amino-N, N-diethyl-3-(beta-hydroxyethyl) aniline;
(10) 4-amino-N-ethyl-N-('beta '-methoxy ethyl) aniline;
In above-mentioned p-phenylene diamine derivative, particularly preferably be compound (5), (8).Content at least 0.008 mol of the color developer in the colour developing solution is preferably 0.01~1 mol.
Anti-oxidant in the developer solution of the present invention can prevent that developer is oxidized.Being fit to anti-oxidant of the present invention can be inorganic anti oxygenant or organic oxidation-resistant agent, like potassium sulfite, sodium sulphite, potassium metabisulfite, sodium pyrosulfite, potassium metabisulfite, Sodium Metabisulfite, potassium bisulfite, sodium bisulfite, HAS, oxammonium hydrochloride, hydroximic acid, hydrazides class, aminoketones, hydroxyl ketone, carbohydrate, monoamine, two amines, polyamines class, quaternary ammonium salt etc.Content at least 0.02 mol of the anti-oxidant in the colour developing solution is preferably 0.04~0.1 mol.
For the pH value with colour developing solution is controlled at 9.0~13.0, contain the PH buffering agent in the colour developing solution of the present invention.Be fit to buffering agent of the present invention and comprise carbonate; Phosphate; Borate, tetraborate, hydroxy benzoate; Salts such as Glycinates, as: sodium carbonate, sal tartari, soda mint, saleratus, tertiary sodium phosphate, tripotassium phosphate, disodium hydrogen phosphate, dikalium phosphate, sodium borate, potassium borate, sodium tetraborate, dipotassium tetraborate, septichen sodium, septichen potassium etc.Certainly the present invention is not limited to these compounds.Content at least 0.05 mol of PH buffering agent is preferably 0.1~0.6 mol in the colour developing solution.
The compound that contains general formula (I) expression in the colour developing solution of the present invention; It can prevent effectively that the crystallization of developer under cryogenic conditions from separating out; This just can be so that add man-hour at color photographic material; Avoid the mechanical disorder that causes of separating out, thereby influence the processing of photographic material owing to developer.
The general formula of compound is following:
In the formula (I):
R
1Expression contains-group of N; Can be amino, the alkyl of the alkyl-substituted amino of carbon number 1~5, benzamido group, pyrazolone, carbon number 1~5 or/and the alkyl of the substituted pyrazolone of hydroxyl, pyrroles, pyrazoline, carbon number 1~5 or/and the substituted pyrazoline of hydroxyl;
R
2Expression hydrogen, hydroxyl;
R
3The substituted hydroxyl of alkyl of expression hydrogen, hydroxyl, amino, carbon number 1~5, the substituted amino of alkyl of carbon number 1~5, amino, the substituted benzyl amino of hydroxyl of benzyl.
Compound is enumerated object lesson shown in the following mutual-through type (I), but the present invention is not limited to these examples.
Content at least 0.06 mM of the compound of the general formula that uses among the present invention (I) expression/liter, be preferably the 0.06-12.5 mM/liter.
Under the situation that does not influence effect of the present invention, colour developing solution can also contain the compound of other specific functions.
Autochromy developer solution of the present invention, the processing temperature scope of use is 25~55 ℃, preferred 33~50 ℃.Preferred 5~90 seconds of development time, preferred 15~60 seconds.
Autochromy developer solution provided by the invention; After employing contains the compound of general formula (I) expression; Can effectively solve color developer under high pH value; The crystal that when-5 ℃ and 4 ℃ are stored, occur are separated out problem, have avoided the mechanical disorder that causes because of separating out of developer, thereby influence the processing of photographic material.
Embodiment
Below in conjunction with specific embodiment the present invention is done further explanation, but be not limited thereto.
Comparative Examples
Colour developing solution
Deionized water 800g,
EDTA-four sodium 3.8g,
Diethyl hydroxylamine 6.5g,
4-amino-N-ethyl-N-(β-methylsulfonyl amido ethyl)-3-methylaniline
Sesquisulfate monohydrate 11.0g,
Sal tartari
30g,
Adding deionized water to cumulative volume is 1000ml
With potassium hydroxide or sulphur acid for adjusting pH value 10.80
In the beaker of suitable capacity, add 800g deionized water, water softener EDTA-four sodium of 3.8g, the diethyl hydroxylamine of 6.5g; 11.0g 4-amino-N-ethyl-N-(β-methylsulfonyl amido ethyl)-3-methylaniline sesquisulfate monohydrate; The sal tartari of 30g, stirring and dissolving is even, and adding deionized water to cumulative volume is 1000ml; With potassium hydroxide or sulphur acid for adjusting pH value to 10.80, obtain colour developing solution for use.
With the colour developing solution that above-mentioned preparation is accomplished, in the polyethylene bottle of packing into, separate out situation at the crystal of-5 ℃ and 4 ℃ two kinds of conditions storage, 2 week observation color developers, the result sees table 1.
Embodiment 1
Colour developing solution
Deionized water 800g,
Diethyl hydroxylamine 6.5g,
General formula (I)-2 0.06mmol
4-amino-N-ethyl-N-(β-methylsulfonyl amido ethyl)-3-methylaniline
Sesquisulfate monohydrate 11.0g,
Sal tartari
30g,
Adding deionized water to cumulative volume is 1000ml
Regulate pH value 10.80 with potassium hydroxide
In the beaker of suitable capacity, add 800g deionized water, the diethyl hydroxylamine of 6.5g, the compound of the general formula of 0.06mmol (I)-2; 11.0g 4-amino-N-ethyl-N-(β-methylsulfonyl amido ethyl)-3-methylaniline sesquisulfate monohydrate; The sal tartari of 30g, stirring and dissolving is even, and adding deionized water to cumulative volume is 1000ml; Regulate pH value to 10.80 with potassium hydroxide, obtain colour developing solution for use.
With the solution that above-mentioned preparation is accomplished, in the polyethylene bottle of packing into, separate out situation at the crystal of-5 ℃ and 4 ℃ two kinds of conditions storage, 2 week observation color developers, the result sees table 1.
Embodiment 2
Colour developing solution
Deionized water 800g,
Disulfonic acid ethyl azanol disodium salt 6.5g,
General formula (I)-2 1mmol
4-amino-N-ethyl-N-(β-methylsulfonyl amido ethyl)-3-methylaniline
Sesquisulfate monohydrate 11.0g,
Sal tartari
30g,
Adding deionized water to cumulative volume is 1000ml
With sulphur acid for adjusting pH value 12.0
In the beaker of suitable capacity, add 800g deionized water, the disulfonic acid ethyl azanol disodium salt of 6.5g, the compound of the general formula of 1mmol (I)-2; 11.0g 4-amino-N-ethyl-N-(β-methylsulfonyl amido ethyl)-3-methylaniline sesquisulfate monohydrate; The sal tartari of 30g, stirring and dissolving is even, and adding deionized water to cumulative volume is 1000ml; With sulphur acid for adjusting pH value to 12.0, obtain colour developing solution for use.
With the solution that above-mentioned preparation is accomplished, in the polyethylene bottle of packing into, separate out situation at the crystal of-5 ℃ and 4 ℃ two kinds of conditions storage, 2 week observation color developers, the result sees table 1.
Embodiment 3
Colour developing solution
Deionized water 800g,
Sodium isoascorbate 12.0g,
General formula (I)-3 5mmol
4-amino-N-ethyl-N-(beta-hydroxyethyl)-3-methylaniline sulfate 11.0g,
Sal tartari
30g,
Adding deionized water to cumulative volume is 1000ml
With sulphur acid for adjusting pH value 10.0
In the beaker of suitable capacity, add 800g deionized water, the sodium isoascorbate of 12.0g, the compound of the general formula of 5mmol (I)-3; 11.0g 4-amino-N-ethyl-N-(beta-hydroxyethyl)-3-methylaniline sulfate; The sal tartari of 30g, stirring and dissolving is even, and adding deionized water to cumulative volume is 1000ml; With sulphur acid for adjusting pH value to 10.0, obtain colour developing solution for use.
With the solution that above-mentioned preparation is accomplished, in the polyethylene bottle of packing into, separate out situation at the crystal of-5 ℃ and 4 ℃ two kinds of conditions storage, 2 week observation color developers, the result sees table 1.
Embodiment 4
Colour developing solution
Deionized water 800g,
Diethyl hydroxylamine 6.5g,
General formula (I)-4 10mmol
4-amino-N-ethyl-N-(β-methylsulfonyl amido ethyl)-3-methylaniline
Sesquisulfate monohydrate 11.0g,
Sal tartari
20g,
Saleratus 20g,
Adding deionized water to cumulative volume is 1000ml
With potassium hydroxide pH value 9.0
In the beaker of suitable capacity, add 800g deionized water, the diethyl hydroxylamine of 6.5g, the compound of the general formula of 10mmol (I)-4; 11.0g 4-amino-N-ethyl-N-(β-methylsulfonyl amido ethyl)-3-methylaniline sesquisulfate monohydrate, the sal tartari of 20g, the saleratus of 20g; Stirring and dissolving is even; Adding deionized water to cumulative volume is 1000ml, regulates pH value to 9.0 with potassium hydroxide, obtains colour developing solution for use.
With the solution that above-mentioned preparation is accomplished, in the polyethylene bottle of packing into, separate out situation at the crystal of-5 ℃ and 4 ℃ two kinds of conditions storage, 2 week observation color developers, the result sees table 1.
Embodiment 5
Colour developing solution
Deionized water 800g,
Disulfonic acid propyl group azanol disodium salt 6.0g,
General formula (I)-6 12.5mmol
N, N-diethyl-para-phenylene diamine dihydrochloride 10.0g,
Sal tartari
30g,
Adding deionized water to cumulative volume is 1000ml
Regulate pH value 11. 0 with potassium hydroxide
In the beaker of suitable capacity, add 800g deionized water, the disulfonic acid propyl group azanol disodium salt of 6.0g, the compound of the general formula of 12.5mmol (I)-6; 10.0g N, N-diethyl-para-phenylene diamine dihydrochloride, the sal tartari of 30g; Stirring and dissolving is even; Adding deionized water to cumulative volume is 1000ml, regulates pH value to 11.0 with potassium hydroxide, obtains colour developing solution for use.
With the solution that above-mentioned preparation is accomplished, in the polyethylene bottle of packing into, separate out situation at the crystal of-5 ℃ and 4 ℃ two kinds of conditions storage, 2 week observation color developers, the result sees table 1.
Embodiment 6
Colour developing solution
Deionized water 800g,
Diethyl hydroxylamine 6.5g,
General formula (I)-8 3mmol
4-amino-N-ethyl-N-(β-methylsulfonyl amido ethyl)-3-methylaniline
Sesquisulfate monohydrate 11.0g,
Sal tartari
20g,
Soda mint 16g,
Adding deionized water to cumulative volume is 1000ml
Regulate pH value 13.0 with potassium hydroxide
In the beaker of suitable capacity, add 800g deionized water, the diethyl hydroxylamine of 6.5g, the compound of the general formula of 3mmol (I)-8; 11.0g 4-amino-N-ethyl-N-(β-methylsulfonyl amido ethyl)-3-methylaniline sesquisulfate monohydrate, the sal tartari of 20g, the soda mint of 16g; Stirring and dissolving is even; Adding deionized water to cumulative volume is 1000ml, regulates pH value to 13.0 with potassium hydroxide, obtains colour developing solution for use.
With the solution that above-mentioned preparation is accomplished, in the polyethylene bottle of packing into, separate out situation at the crystal of-5 ℃ and 4 ℃ two kinds of conditions storage, 2 week observation color developers, the result sees table 1.
Embodiment 7
Colour developing solution
Deionized water 800g,
Sodium isoascorbate 12.0g,
General formula (I)-12 2mmol
4-amino-N-ethyl-N-(β-methylsulfonyl amido ethyl)-3-methylaniline
Sesquisulfate monohydrate 11.0g,
Potassium phosphate
26g,
Adding deionized water to cumulative volume is 1000ml
Regulate pH value 12.80 with potassium hydroxide
In the beaker of suitable capacity, add 800g deionized water, the sodium isoascorbate of 12.0g, the compound of the general formula of 2mmol (I)-12; 11.0g 4-amino-N-ethyl-N-(β-methylsulfonyl amido ethyl)-3-methylaniline sesquisulfate monohydrate; The potassium phosphate of 26g, stirring and dissolving is even, and adding deionized water to cumulative volume is 1000ml; Regulate pH value to 12.80 with potassium hydroxide, obtain colour developing solution for use.
With the solution that above-mentioned preparation is accomplished, in the polyethylene bottle of packing into, separate out situation at the crystal of-5 ℃ and 4 ℃ two kinds of conditions storage, 2 week observation color developers, the result sees table 1.
Embodiment 8
Colour developing solution
Deionized water 800g,
Disulfonic acid ethyl azanol disodium salt 6.3g,
General formula (I)-13 7mmol
4-amino-N-ethyl-N-(beta-hydroxyethyl)-3-methylaniline sulfate 11.0g,
Sal tartari
22g,
Soda mint 16g,
Adding deionized water to cumulative volume is 1000ml
With sulphur acid for adjusting pH value 9.20
In the beaker of suitable capacity, add 800g deionized water, the disulfonic acid ethyl azanol disodium salt of 6.3g, the compound of the general formula of 7mmol (I)-13; 11.0g 4-amino-N-ethyl-N-(beta-hydroxyethyl)-3-methylaniline sulfate, the sal tartari of 22g, the soda mint of 16g; Stirring and dissolving is even; Adding deionized water to cumulative volume is 1000ml, with sulphur acid for adjusting pH value to 9.20, obtains colour developing solution for use.
With the solution that above-mentioned preparation is accomplished, in the polyethylene bottle of packing into, separate out situation at the crystal of-5 ℃ and 4 ℃ two kinds of conditions storage, 2 week observation color developers, the result sees table 1.
Embodiment 9
Colour developing solution
Deionized water 800g,
Disulfonic acid ethyl azanol disodium salt 7.0g,
General formula (I)-14 0.5mmol
N, N-diethyl-para-phenylene diamine dihydrochloride 10.0g,
Sodium carbonate
28g,
Adding deionized water to cumulative volume is 1000ml
Regulate pH value 10.0 with potassium hydroxide
In the beaker of suitable capacity, add 800g deionized water, the disulfonic acid ethyl azanol disodium salt of 7.0g, the compound of the general formula of 0.5mmol (I)-14; 10.0g N, N-diethyl-para-phenylene diamine dihydrochloride, the sodium carbonate of 28g; Stirring and dissolving is even; Adding deionized water to cumulative volume is 1000ml, regulates pH value to 10.0 with potassium hydroxide, obtains colour developing solution for use.
With the solution that above-mentioned preparation is accomplished, in the polyethylene bottle of packing into, separate out situation at the crystal of-5 ℃ and 4 ℃ two kinds of conditions storage, 2 week observation color developers, the result sees table 1.
Embodiment 10
Colour developing solution
Deionized water 800g,
Disulfonic acid propyl group azanol disodium salt 7.2g,
General formula (I)-16 8mmol
4-amino-N-ethyl-N-(beta-hydroxyethyl)-3-methylaniline sulfate 11.0g,
Sodium carbonate
30g,
Adding deionized water to cumulative volume is 1000ml
Regulate pH value 10.80 with potassium hydroxide
In the beaker of suitable capacity, add 800g deionized water, the disulfonic acid propyl group azanol disodium salt of 7.2g, the compound of the general formula of 8mmol (I)-16; 11.0g 4-amino-N-ethyl-N-(beta-hydroxyethyl)-3-methylaniline sulfate; The sodium carbonate of 30g, stirring and dissolving is even, and adding deionized water to cumulative volume is 1000ml; Regulate pH value to 10.80 with potassium hydroxide, obtain colour developing solution for use.
With the solution that above-mentioned preparation is accomplished, in the polyethylene bottle of packing into, separate out situation at the crystal of-5 ℃ and 4 ℃ two kinds of conditions storage, 2 week observation color developers, the result sees table 1.
Table 1 evaluation result
Embodiment | 4 ℃ of storages | -5 ℃ of storages | Remarks |
Comparative Examples | × | ×× | Comparative example |
Embodiment 1 | ○○ | ○○ | The present invention |
Embodiment 2 | ○○ | ○○ | The present invention |
Embodiment 3 | ○○ | ○○ | The present invention |
Embodiment 4 | ○○ | ○○ | The present invention |
Embodiment 5 | ○○ | ○○ | The present invention |
Embodiment 6 | ○○ | ○○ | The present invention |
Embodiment 7 | ○○ | ○○ | The present invention |
Embodiment 8 | ○○ | ○○ | The present invention |
Embodiment 9 | ○○ | ○○ | The present invention |
Embodiment 10 | ○○ | ○○ | The present invention |
Each item performance evaluation explanation in the table 1:
The color developer crystallization is not seen in 0 0-expression;
The visible small amount of crystalline of *-expression;
The visible more crystallization of * *-expression.
Through top a series of description of test, autochromy developer solution of the present invention, problem is separated out in the crystallization that under cryogenic conditions, can not produce color developer, and effect is obvious.
Claims (5)
1. an autochromy developer solution is characterized in that, the pH value of said developer solution is 9.0~13.0, and it contains:
A) color developer of at least 0.008 mol;
B) anti-oxidant of at least 0.02 mol;
C) the pH buffering agent of at least 0.05 mol;
D) at least 0.06 mM/liter the compound of general formula (I) expression:
In the formula (I):
R
1Expression contains-group of N; Can be amino, the alkyl of the alkyl-substituted amino of carbon number 1~5, benzamido group, pyrazolone, carbon number 1~5 or/and the alkyl of the substituted pyrazolone of hydroxyl, pyrroles, pyrazoline, carbon number 1~5 or/and the substituted pyrazoline of hydroxyl;
R
2Expression hydrogen, hydroxyl;
R
3The substituted hydroxyl of alkyl of expression hydrogen, hydroxyl, amino, carbon number 1~5, the substituted amino of alkyl of carbon number 1~5, amino, the substituted benzyl amino of hydroxyl of benzyl;
E) surplus is a water.
3. autochromy developer solution according to claim 3 is characterized in that, the consumption of said pH buffering agent is 0.1~0.6 mol.
4. autochromy developer solution according to claim 4 is characterized in that, the consumption of said anti-oxidant is 0.04~0.1 mol.
5. autochromy developer solution according to claim 5 is characterized in that, the consumption of the compound of described general formula (I) expression be the 0.06-12.5 mM/liter.
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Cited By (1)
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CN113087632A (en) * | 2021-04-06 | 2021-07-09 | 山东新华制药股份有限公司 | Preparation method of metol |
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CN1327175A (en) * | 2000-06-02 | 2001-12-19 | 富士胶片株式会社 | Concentrated liquid colour developing agent of silver halide colour photographic material and developing processing method |
JP2006194944A (en) * | 2005-01-11 | 2006-07-27 | Konica Minolta Photo Imaging Inc | Concentrated color developing composition for silver halide color photographic sensitive material and processing method for silver halide color photographic sensitive material using the same |
CN1950748A (en) * | 2004-04-30 | 2007-04-18 | 富士胶片株式会社 | Bleach concentrate composition for silver halide color- photographic materials, one-part type concentrate composition for replenishment color developers, and method of processing |
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US3883354A (en) * | 1971-10-12 | 1975-05-13 | Minnesota Mining & Mfg | Color reversal process and developer |
US4137080A (en) * | 1975-11-07 | 1979-01-30 | Konishiroku Photo Industry Co., Ltd. | Process for dye image production on a light-sensitive silver halide photographic material |
CN1327175A (en) * | 2000-06-02 | 2001-12-19 | 富士胶片株式会社 | Concentrated liquid colour developing agent of silver halide colour photographic material and developing processing method |
CN1950748A (en) * | 2004-04-30 | 2007-04-18 | 富士胶片株式会社 | Bleach concentrate composition for silver halide color- photographic materials, one-part type concentrate composition for replenishment color developers, and method of processing |
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Publication number | Priority date | Publication date | Assignee | Title |
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CN113087632A (en) * | 2021-04-06 | 2021-07-09 | 山东新华制药股份有限公司 | Preparation method of metol |
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