US2131742A - Photographic desensitizing - Google Patents

Photographic desensitizing Download PDF

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Publication number
US2131742A
US2131742A US104442A US10444236A US2131742A US 2131742 A US2131742 A US 2131742A US 104442 A US104442 A US 104442A US 10444236 A US10444236 A US 10444236A US 2131742 A US2131742 A US 2131742A
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United States
Prior art keywords
anthraquinone
silver halide
desensitizing
halide emulsions
tauride
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Expired - Lifetime
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US104442A
Inventor
Kumetat Karl
Gassner Sebastian
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GAF Chemicals Corp
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Agfa Ansco Corp
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Priority to US104442A priority Critical patent/US2131742A/en
Priority to US164500A priority patent/US2163146A/en
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Publication of US2131742A publication Critical patent/US2131742A/en
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Expired - Lifetime legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings

Definitions

  • Our present invention relates to photographic de'sensitizing.
  • One of its objects is to provide a process of photographic desensitizing. Another object is the new desensitizers. Further objects will be seen from the detailed specification following hereafter.
  • This invention is based on the observation that the taurides of anthraquinone-carboxylic acids 23 and sulfonic acids have a pronounced desensitizing capacity and are free from the foregoing objections. Their desensitizing effect exceeds considerably that of the hitherto known best desensitizers, namely pinacryptol-green.
  • the 30 'taurides do not form sparingly soluble lime salts and are colorless. Owing to thecombination of these favorable properties, the taurides may be regarded as ideal descnsitizers. They' may be used either in a preliminary bath or as an addition to the developer.
  • Suitable compounds are for instance anthraquinone-l-sulfomethyl-tauride, anthraquinone 2 sulfomethyltauride, anthraquinone-sulfotauride, anthraquinone-2-chloro-3-sulfomethy1tauride, anthraqui- 45 none-2.6-disulfomethyltauride, anthraquinone-2-- carbonylmethyltauride and anthraquinone e 2 chloro-3-carbonylmethyltauride.
  • Example 1 gram of the sodium-salt of an- 50 thraquinone-l-sulfo-methyltauride is dissolved in 1 litre of water and in this solution orthochromatic or panchromatic photographic layers are bathed for 2 minutes. Development may then follow, for example in a bright green light.
  • Ezcample 3.--Ortho-chromatic and panchromatic photographic layers are developed in one litre of a developer of the following composition:
  • the development may be first for 1 minute in the dark and then continued in a bright green or yellow light.
  • Anthraquinone-Z-sulfotauride 2.
  • Anthraquinone-2-carbonyl tauride oo-mn-om-bm-som silver halide emulsions which comprises immersing said silver halide emulsion before development in an aqueous preliminary bath containing a tauride of a compound selected from the group consisting of anthraquinone carboxylic acids and anthraquinone sulionic acids and an alkali sulflte.
  • a process for desensitizing light sensitivesilver halide emulsions which comprises developing said silver halide emulsions in an aqueous solution of a developing agent and a tauride of a compound selected from the group consisting of anthraquinone carboxylic acids and anthraquinone sulionic acids.
  • a process for desensitizing light sensitive silver halide emulsions which comprises developing said silver halide emulsions in an aqueous solution of a developing agent and a tauride of a compound selected from the group consisting of anthraquinone carboxyiic acids and anthraquinone sulfonic acids and an alkali sulfite.
  • a process for desensitizing light sensitive silvemhalide emulsions which comprises immersing said silver halide emulsions in a bath being composed of 1000 cc. water and 1 gram of the sodium salt of the anthraquinone-l-sulfomethyltauride.
  • a process for desensitizing light sensitive silver halide emulsions which comprises immersing said silver halide emulsions in a bath being composed of 1000 cc. water, 25 grams of anhydrous sodium sulfite and 1 gram of the sodium salt of the anthraquinone-2-su1fomethyltauride.
  • a process for desensitizing light sensitive silver halide emulsions which comprises developing said silver halide emulsions in a developer being composed of 1000 cc. of water, 8 grams of mono-methyl-p-aminophenol, 125 grams of anhydrous sodium sulfite, 5.8 grams of anhydrous sodium-carbonate, 2.5 grams of potassium bromide and 0.5 gram of the sodium salt of the anthraquinone-2-sulfomethyltauride.
  • a tauride of a compound selected from the group consisting oi anthraquinone carboxylic acids and anthraquinone sulfonic acids in aqueous solution a compound selected from the group consisting oi anthraquinone carboxylic acids and anthraquinone sulfonic acids in aqueous solution.
  • a developer for developing light sensitive silver halide emulsion layers comprising an aqueous solution of a developing agent for silver halide emulsions and a tauride of a compound selected from the group consisting of anthraquinone carboxylic acids and anthraquinone sulfonic acids.
  • a developer for developing light sensitive silver halide emulsion layers comprising an aqueous solution of a developing agent for silver halide emulsions and a tauride of a compound selected from the group consisting of anthraquinone carboxylic acids and anthraquinone sulfonic acids and an alkali sulfite.
  • a bath for desensitizing silver halide emulsions being composed of 1000 cc. of water and 1 gram of the sodium salt of the anthraquinone-lsulfomethyltauride.
  • a bath for desensitlzing silver halide emulsions being composed of 1000 cc. of water, 25 grams of anhydrous sodium sulfite and 1 gram of the sodium salt of the anthraquinone-2-sulfome- KARL KUMETAT.

Description

Patented Oct. 4, 1938- UNITED STATES PATENT OFFICE PHOTOGRAPHIG nnsnmsmzmc No Drawing. Application October 7, 1936; Serial No. 104,442. In Germany October 11, 1935 17 Claims.
Our present invention relates to photographic de'sensitizing.
One of its objects is to provide a process of photographic desensitizing. Another object is the new desensitizers. Further objects will be seen from the detailed specification following hereafter.
It has been proposed to'use water-soluble derivatives of anthraquinone or phenanthrenequinone, particularly anthraquinone-carboxylic acids and anthraquin'one-sulfonic acids, for desensitiz- .ing light-sensitive, particularly pan-chromatic, silver halide emulsions. These water-soluble compounds, however, have not come into use because their desensitizing effect is comparatively small, and is considerably inferior to that of the known pinacryptol-green. Some of the said compounds are also open to the objection that they form precip tates in water containing lime compounds, and others that they are colored.
Both of these properties are undesirable in a desensitizer.
This invention is based on the observation that the taurides of anthraquinone-carboxylic acids 23 and sulfonic acids have a pronounced desensitizing capacity and are free from the foregoing objections. Their desensitizing effect exceeds considerably that of the hitherto known best desensitizers, namely pinacryptol-green. The 30 'taurides do not form sparingly soluble lime salts and are colorless. Owing to thecombination of these favorable properties, the taurides may be regarded as ideal descnsitizers. They' may be used either in a preliminary bath or as an addition to the developer. Where a preliminary bath is used its desensitizing effect may be considerably enhanced by addition of sodium-sulfite. correspondingly, when used in the developer their eifect is the stronger the more sodium- 0 sulfite the developer contains. Suitable compounds are for instance anthraquinone-l-sulfomethyl-tauride, anthraquinone 2 sulfomethyltauride, anthraquinone-sulfotauride, anthraquinone-2-chloro-3-sulfomethy1tauride, anthraqui- 45 none-2.6-disulfomethyltauride, anthraquinone-2-- carbonylmethyltauride and anthraquinone e 2 chloro-3-carbonylmethyltauride.
The following examples illustrate the invention: Example 1.--1 gram of the sodium-salt of an- 50 thraquinone-l-sulfo-methyltauride is dissolved in 1 litre of water and in this solution orthochromatic or panchromatic photographic layers are bathed for 2 minutes. Development may then follow, for example in a bright green light.
55 Ercample'2.--1 gram of the sodium salt of anthraquinone-2-sulfo-methyltauride is dissolved in 1 litre of water, together with 25 grams of anhydrous sodium sulflte. In this solution photographic layers are bathed for 2 minutes and may then be developed in a bright green light.
Ezcample 3.--Ortho-chromatic and panchromatic photographic layers are developed in one litre of a developer of the following composition:
Water litre 1 Metal (mono-methyl-p-aminophenol) grams" 8 Anhydrous sodium sulflte do 125 Anhydrous sodium carbonate do 5.8 Potassium bromide do 2.5 Sodium salt of anthraquinone-Z-sulfomethyltauride gram 0.5
The development may be first for 1 minute in the dark and then continued in a bright green or yellow light.
The simplest compounds of the class of substances to which the invention relates may be represented by the following formulae:
1. Anthraquinone-Z-sulfotauride 2. Anthraquinone-2-carbonyl tauride oo-mn-om-bm-som silver halide emulsions which comprises immersing said silver halide emulsion before development in an aqueous preliminary bath containing a tauride of a compound selected from the group consisting of anthraquinone carboxylic acids and anthraquinone sulionic acids and an alkali sulflte.
5. A process for desensitizing light sensitivesilver halide emulsions which comprises developing said silver halide emulsions in an aqueous solution of a developing agent and a tauride of a compound selected from the group consisting of anthraquinone carboxylic acids and anthraquinone sulionic acids.
6. A process for desensitizing light sensitive silver halide emulsions which comprises developing said silver halide emulsions in an aqueous solution of a developing agent and a tauride of a compound selected from the group consisting of anthraquinone carboxyiic acids and anthraquinone sulfonic acids and an alkali sulfite.
7. A process for desensitizing light sensitive silvemhalide emulsions which comprises immersing said silver halide emulsions in a bath being composed of 1000 cc. water and 1 gram of the sodium salt of the anthraquinone-l-sulfomethyltauride. v
8. A process for desensitizing light sensitive silver halide emulsions which comprises immersing said silver halide emulsions in a bath being composed of 1000 cc. water, 25 grams of anhydrous sodium sulfite and 1 gram of the sodium salt of the anthraquinone-2-su1fomethyltauride.
9. A process for desensitizing light sensitive silver halide emulsions which comprises developing said silver halide emulsions in a developer being composed of 1000 cc. of water, 8 grams of mono-methyl-p-aminophenol, 125 grams of anhydrous sodium sulfite, 5.8 grams of anhydrous sodium-carbonate, 2.5 grams of potassium bromide and 0.5 gram of the sodium salt of the anthraquinone-2-sulfomethyltauride.
10. As a desensitizer for light sensitive silver halide emulsions a tauride of a compound selected from the group consisting oi anthraquinone carboxylic acids and anthraquinone sulfonic acids in aqueous solution.
11. A bath for desensitizing light sensitive silver halide emulsions containing a tauride of a compound selected from the group consisting of anthraquinone carboxylic acids and anthraquinone sulfonic acids in aqueous solution.
12. A bath for desensitizing light sensitive silver halide emulsions containing a tauride of a compound selected from the group consisting of anthraquinone carboxylic acids and anthraquinone sulfonic acids and an alkali sulfite in aqueous solution.
13. A developer for developing light sensitive silver halide emulsion layers comprising an aqueous solution of a developing agent for silver halide emulsions and a tauride of a compound selected from the group consisting of anthraquinone carboxylic acids and anthraquinone sulfonic acids.
14. A developer for developing light sensitive silver halide emulsion layers comprising an aqueous solution of a developing agent for silver halide emulsions and a tauride of a compound selected from the group consisting of anthraquinone carboxylic acids and anthraquinone sulfonic acids and an alkali sulfite.
15. A bath for desensitizing silver halide emulsions being composed of 1000 cc. of water and 1 gram of the sodium salt of the anthraquinone-lsulfomethyltauride.
16. A bath for desensitlzing silver halide emulsions being composed of 1000 cc. of water, 25 grams of anhydrous sodium sulfite and 1 gram of the sodium salt of the anthraquinone-2-sulfome- KARL KUMETAT. SEBASTIAN GASSNERi
US104442A 1935-10-11 1936-10-07 Photographic desensitizing Expired - Lifetime US2131742A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US104442A US2131742A (en) 1935-10-11 1936-10-07 Photographic desensitizing
US164500A US2163146A (en) 1936-10-07 1937-09-18 Taurides

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DEI0054581 1935-10-11
DEI0053384 1936-03-19
US104442A US2131742A (en) 1935-10-11 1936-10-07 Photographic desensitizing

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4276224A (en) * 1978-06-07 1981-06-30 Ciba-Geigy Corporation Anthraquinone sulphonamide compounds and preparation
US5206122A (en) * 1990-03-14 1993-04-27 Janssen Pharmaceutica N.V. Light stable physical developer
US6077653A (en) * 1998-07-29 2000-06-20 Eastman Kodak Company Photographic developing compositions and methods of using 1,4-cyclohexanediones as antioxidants

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4276224A (en) * 1978-06-07 1981-06-30 Ciba-Geigy Corporation Anthraquinone sulphonamide compounds and preparation
US5206122A (en) * 1990-03-14 1993-04-27 Janssen Pharmaceutica N.V. Light stable physical developer
US6077653A (en) * 1998-07-29 2000-06-20 Eastman Kodak Company Photographic developing compositions and methods of using 1,4-cyclohexanediones as antioxidants

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