US2030336A - Photographic developer - Google Patents
Photographic developer Download PDFInfo
- Publication number
- US2030336A US2030336A US703672A US70367233A US2030336A US 2030336 A US2030336 A US 2030336A US 703672 A US703672 A US 703672A US 70367233 A US70367233 A US 70367233A US 2030336 A US2030336 A US 2030336A
- Authority
- US
- United States
- Prior art keywords
- developer
- amine
- photographic
- photographic developer
- hydroxyalkylamine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 6
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 5
- 239000003513 alkali Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 229960004418 trolamine Drugs 0.000 description 5
- KZTWONRVIPPDKH-UHFFFAOYSA-N 2-(piperidin-1-yl)ethanol Chemical compound OCCN1CCCCC1 KZTWONRVIPPDKH-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- YMRKWTHZKSAVSR-UHFFFAOYSA-N hydrogen sulfite;tris(2-hydroxyethyl)azanium Chemical compound OS(O)=O.OCCN(CCO)CCO YMRKWTHZKSAVSR-UHFFFAOYSA-N 0.000 description 4
- 239000003755 preservative agent Substances 0.000 description 4
- 230000002335 preservative effect Effects 0.000 description 4
- CYXJEHCKVOQFOV-UHFFFAOYSA-N (4-amino-2-methylphenyl) hydrogen sulfate Chemical compound CC1=CC(N)=CC=C1OS(O)(=O)=O CYXJEHCKVOQFOV-UHFFFAOYSA-N 0.000 description 3
- BLFRQYKZFKYQLO-UHFFFAOYSA-N 4-aminobutan-1-ol Chemical compound NCCCCO BLFRQYKZFKYQLO-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- WWASAZBMXLYJCT-KTKRTIGZSA-N (z)-1-aminoicos-11-en-2-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCC(O)CN WWASAZBMXLYJCT-KTKRTIGZSA-N 0.000 description 2
- KKFDCBRMNNSAAW-UHFFFAOYSA-N 2-(morpholin-4-yl)ethanol Chemical compound OCCN1CCOCC1 KKFDCBRMNNSAAW-UHFFFAOYSA-N 0.000 description 2
- MSIAFRBGOYFCND-UHFFFAOYSA-N 2-amino-1-cyclohexylethanol Chemical compound NCC(O)C1CCCCC1 MSIAFRBGOYFCND-UHFFFAOYSA-N 0.000 description 2
- AKNUHUCEWALCOI-UHFFFAOYSA-N N-ethyldiethanolamine Chemical compound OCCN(CC)CCO AKNUHUCEWALCOI-UHFFFAOYSA-N 0.000 description 2
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 2
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- KKLMJYDGZSAIQX-UHFFFAOYSA-N 2-(n-hydroxyanilino)acetic acid Chemical compound OC(=O)CN(O)C1=CC=CC=C1 KKLMJYDGZSAIQX-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- UOFRJXGVFHUJER-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;hydrate Chemical compound [OH-].OCC[NH+](CCO)CCO UOFRJXGVFHUJER-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- 241001479434 Agfa Species 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical class N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- INLZPWGDAXIEAT-UHFFFAOYSA-N cyclohexanamine;ethanol Chemical compound CCO.NC1CCCCC1 INLZPWGDAXIEAT-UHFFFAOYSA-N 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 229940043237 diethanolamine Drugs 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- VSVCAMGKPRPGQR-UHFFFAOYSA-N propan-2-one;sulfurous acid Chemical compound CC(C)=O.OS(O)=O VSVCAMGKPRPGQR-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
- G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
- G03C5/29—Development processes or agents therefor
- G03C5/305—Additives other than developers
Definitions
- This invention relates to a photographic developer and more particularly to such a developer in which the usual alkali or the usual preservative or both have been replaced by compounds hitherto not known for this purpose.
- One of its objects is to provide a developer in which the usual alkali and the preservative are replaced by a compound uniting both functions.
- a further object is to replace the usual alkali compo ds by compounds of which the alkalinity can be adjusted in a degree not hitherto known.
- the salts of hydroxyalkylamines with weak acids are excellently suited to replace for many purposes the alkali hitherto used in developers.
- the use of the salt of a weak acid of a hydroxyalkylamine involves the advantage that the alkalinity of the developer can be adjusted to any requirement.
- hydroxyalkylamines which are suitable, there is mentioned, for instance, mono-, dior triethanolamine, propanolamine, butanolamine, oleylethanolamine, furthermore cyclohexylethanolamine, hydroxyethylmorpholine, hydroxyethylpiperidine, hydroxyethylethylenediamine, ethyldiethanolamine or the like, further the ethers or hydroxyethers obtainable from hydroxyalkylamines by etherification with alcohols or by reaction with ethylene oxide or the like.
- the substitution products of the amines enumerated likewise may be used. All ammonia derivatives.
- Suitable weak acids are, for instance, carbonic acid and sulfurous acid.
- the salts of hydroxya'lkylamines with sulfurous acid present furthermore the advantage that they are capable to replace the preservative of the usual developers. Therefore, it is possible to produce photographic developers which contain besides the developing agent the sulfite of an hydroxyalkylamine which replaces both, the usual alkali and the preservative.
- the salts of the hydroxyalkylamines with the weak acids are easily obtainable by reacting with the compounds on each other. If the acid is gaseous, for instance, in the case of sulfurous acid, the hydroxyalkylamine is saturated with the gas it the amine is liquid.
- the compounds enumerated above may, for instance, be added to the developing baths customary in the photographic industry, for instance, solutions of aminophenols, hydroquinone, hydroxyphenylglycine and the like. They may also be applied in combination with other substances suitable for the development of photographic plates, films and the like, for instance with sodium bisulfite, acetone bisulfite and the like.
- this solution is diluted by parts of water on one part of concentrated developer.
- Example 3 Water; 500 cc. Monomethylparaminophenol sulfate- 1,5 gram Triethanolamine 8 cc. Butanolamine sulfite 10 cc. Potassium bromide 1 gram
- Example 4 Water 500 cc. Monomethylparaminophenol sulfate- 0,3 gram Hydroquinone 0,4 gram Sodium carbonate sicc 4grams Ethanolcyclohexylamine sulfite 5 grams Potassium bromide 2 grams
- Our invention is not limited to the foregoing examples. Other weak acid salts of other hydroxyalkylamines maybe used and we contemplate as included within our invention all such modifications and equivalents as fall within the scope of the appended claims.
- hydroxyalkylamine in the specification and the claims is intended to include amines containing at least one alkylhydroxy radical linked to the nitrogen atom of the amine.
- a photographic developer comprising a developing agent and a weak acid salt of a hydroxyalkylamine.
- a photographic developer comprising a developing agent and a weak acid salt of a hydroxyalkylamine selected from the group consisting of carbonates and sulfites.
- a photographic developer comprising a developing agent and the sulflte of a hydroxyalkylamine.
- a photographic developer comprising a developing' agent and a weak acid salt of a hydroxyalkyi-amine selected from the group consisting of monoethanol-amine, diethanol-amine, triethanol-amine, propanol-amine, butanolamine, oleylethanol-amine, cyclohexylethanolamine, hydroxyethyl-morpholine, hydroxyethylpiperidine, hydroxyethylethylene-diamine, and ethyldiethanol-amine.
- a hydroxyalkyi-amine selected from the group consisting of monoethanol-amine, diethanol-amine, triethanol-amine, propanol-amine, butanolamine, oleylethanol-amine, cyclohexylethanolamine, hydroxyethyl-morpholine, hydroxyethylpiperidine, hydroxyethylethylene-diamine, and ethyldiethanol-amine.
- a developer comprising monomethylparaaminophenol sulfate, triethanolamine, triethanolamine sulfite and water.
- a developer comprising monomethylparaaminophenol sulfate, triethanol amine sulfite, potassium bromide and water.
- a developer comprising monomethylparaaminophenol sulfate, hydroquinone, sodium carbonate sicc., ethanol cyclohexylamine sulflte, potassium bromide and water.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photosensitive Polymer And Photoresist Processing (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI0046137 | 1932-12-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
US2030336A true US2030336A (en) | 1936-02-11 |
Family
ID=7191681
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US703672A Expired - Lifetime US2030336A (en) | 1932-12-24 | 1933-12-22 | Photographic developer |
Country Status (4)
Country | Link |
---|---|
US (1) | US2030336A (enrdf_load_stackoverflow) |
BE (1) | BE400507A (enrdf_load_stackoverflow) |
FR (1) | FR766043A (enrdf_load_stackoverflow) |
GB (1) | GB430916A (enrdf_load_stackoverflow) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2843481A (en) * | 1954-07-19 | 1958-07-15 | Polaroid Corp | Photographic processes |
US3549370A (en) * | 1966-11-23 | 1970-12-22 | Hunt Chem Corp Philip A | Quaternary ammonium bisulfites,sulfites or pyrosulfites as developer preservatives |
US4414307A (en) * | 1982-02-24 | 1983-11-08 | Eastman Kodak Company | Method and composition for preparation of photographic color developing solutions |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2550617A (en) * | 1946-06-06 | 1951-04-24 | Fr Corp | Fine grain photographic developer containing morpholine |
US2657138A (en) * | 1950-01-03 | 1953-10-27 | Leonard A Robbins | Photographic film developing composition containing beta, beta'-di-chloroethyl ether |
WO1987007039A2 (en) * | 1986-05-14 | 1987-11-19 | Eastman Kodak Company | High contrast development of photographic elements |
-
0
- BE BE400507D patent/BE400507A/xx unknown
-
1933
- 1933-12-22 FR FR766043D patent/FR766043A/fr not_active Expired
- 1933-12-22 US US703672A patent/US2030336A/en not_active Expired - Lifetime
- 1933-12-27 GB GB36369/33A patent/GB430916A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2843481A (en) * | 1954-07-19 | 1958-07-15 | Polaroid Corp | Photographic processes |
US3549370A (en) * | 1966-11-23 | 1970-12-22 | Hunt Chem Corp Philip A | Quaternary ammonium bisulfites,sulfites or pyrosulfites as developer preservatives |
US4414307A (en) * | 1982-02-24 | 1983-11-08 | Eastman Kodak Company | Method and composition for preparation of photographic color developing solutions |
Also Published As
Publication number | Publication date |
---|---|
FR766043A (fr) | 1934-06-20 |
BE400507A (enrdf_load_stackoverflow) | |
GB430916A (en) | 1935-06-27 |
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