US2050588A - Manufacture of anti-halation or filter layers - Google Patents
Manufacture of anti-halation or filter layers Download PDFInfo
- Publication number
- US2050588A US2050588A US586966A US58696632A US2050588A US 2050588 A US2050588 A US 2050588A US 586966 A US586966 A US 586966A US 58696632 A US58696632 A US 58696632A US 2050588 A US2050588 A US 2050588A
- Authority
- US
- United States
- Prior art keywords
- solution
- halation
- parts
- weight
- molal
- 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
- 238000004519 manufacturing process Methods 0.000 title description 2
- 239000000243 solution Substances 0.000 description 35
- 239000000987 azo dye Substances 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000000839 emulsion Substances 0.000 description 12
- 229920000159 gelatin Polymers 0.000 description 12
- 235000019322 gelatine Nutrition 0.000 description 12
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 11
- 239000000463 material Substances 0.000 description 11
- 239000001828 Gelatine Substances 0.000 description 9
- -1 for instance Substances 0.000 description 9
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 9
- 239000011230 binding agent Substances 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 229910052709 silver Inorganic materials 0.000 description 7
- 239000004332 silver Substances 0.000 description 7
- ZBNNKSSSCSTNNK-UHFFFAOYSA-M sodium;naphthalen-1-olate Chemical compound [Na+].C1=CC=C2C([O-])=CC=CC2=C1 ZBNNKSSSCSTNNK-UHFFFAOYSA-M 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 230000007935 neutral effect Effects 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 5
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 5
- 230000008878 coupling Effects 0.000 description 5
- 238000010168 coupling process Methods 0.000 description 5
- 238000005859 coupling reaction Methods 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- JRBJSXQPQWSCCF-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine Chemical compound C1=C(N)C(OC)=CC(C=2C=C(OC)C(N)=CC=2)=C1 JRBJSXQPQWSCCF-UHFFFAOYSA-N 0.000 description 4
- 108010010803 Gelatin Proteins 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 239000008273 gelatin Substances 0.000 description 3
- 235000011852 gelatine desserts Nutrition 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- 239000012286 potassium permanganate Substances 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- ZYSOYLBBCYWEMB-UHFFFAOYSA-N 7-aminonaphthalen-1-ol Chemical compound C1=CC=C(O)C2=CC(N)=CC=C21 ZYSOYLBBCYWEMB-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 description 1
- VESMRDNBVZOIEN-UHFFFAOYSA-N 9h-carbazole-1,2-diamine Chemical compound C1=CC=C2C3=CC=C(N)C(N)=C3NC2=C1 VESMRDNBVZOIEN-UHFFFAOYSA-N 0.000 description 1
- 241001479434 Agfa Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000012505 colouration Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000004780 naphthols Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- AJXVJQAPXVDFBT-UHFFFAOYSA-M sodium;naphthalen-2-olate Chemical compound [Na+].C1=CC=CC2=CC([O-])=CC=C21 AJXVJQAPXVDFBT-UHFFFAOYSA-M 0.000 description 1
- 150000004992 toluidines Chemical class 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
Images
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
- G03C1/00—Photosensitive materials
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/825—Photosensitive materials characterised by the base or auxiliary layers characterised by antireflection means or visible-light filtering means, e.g. antihalation
- G03C1/83—Organic dyestuffs therefor
- G03C1/831—Azo dyes
-
- 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
- G03C1/00—Photosensitive materials
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/825—Photosensitive materials characterised by the base or auxiliary layers characterised by antireflection means or visible-light filtering means, e.g. antihalation
- G03C1/83—Organic dyestuffs therefor
Definitions
- My present invention relates to anti-halation or filter layers for photographic materials.
- Figs. 1 to 3 show lms or plates in accordance with the present invention in cross-section.
- I is the support
- 2 is the emulsion layer.
- Fig. 1 the lm is provided with a lter layer 3 and in Figs. 2 and 3 the film is provided with an anti-halation layer 4.
- anti-halation layers which do not bleed out in aqueous solutions and in the usual photographic baths and which can be decolorized in a simple manner may be obtained by developing the dye in a solution of a binding agent from its components and producing the layer from this mass.
- a binding agent for example, water insoluble azo dyes which enter into consideration comprising monoand poly-azo-dyes
- I enumerate the coupling products of, for instance, aniline, naphthylamine, benzidine, diaminocarbazole, diaminodiphenylene oxide, and the substitution products thereof with the coupling components, for instance, phenols, naphthols and the substitution products thereof.
- suitable colloids may be used. for instance, gelatine, the calcium salt of polyglycuronic acid and caseine.
- the solution of the binding agent is mixed with the coupling component while adding the required amount of alkali, for instance, sodium hydroxide or sodium carbonate, whereupon the diazo-component is added to this mixture while stirring. After having become solid the mass is reduced to small pieces, for instance, cut in strips, and washed until its reaction has become neutral.
- alkali for instance, sodium hydroxide or sodium carbonate
- a special bath for removing the coloration of the anti-halation layer can, therefore, be dispensed with.
- the negative may 5 be treated with an oxidizing bath, for instance, an aqueous solution of 2 grams of potassium permanganate and cc. of sulfuric acid per liter, which bath contains a halide, whereupon the produced silver-halide picture is transformed into I0 a stable silver picture by means of a second exposure and a subsequent reduction by means of a developer or a suitableagent, fort instance hydrosulte.
- Example 1 A solution of '70 parts by weight of gelatine in 800 parts by Weight of water is cooled to 25 C. and mixedwith 100 parts by weight of a molal solution of sodium betanaphtholate and 3 parts by weight of anhydrous Then 100 parts by weight of molal diazo solution of alphanaphthylamine are slowly introduced,-while stirring. The solution immediately becomes intensely red. It is caused to solidify, cut into small pieces and washed with water. After it has been molten, it is utilized in the usual manner for bottom coatings for the emulsion layer or for coating the surface of the emulsion layer or, if required, also the back layer of the support.
- Example 2 --A violet colouration is obtained by using in Example l instead of the diazo solution of alphanaphthylamine 100 parts by weight of a- 1/20 molal diaz@ so1ution of dianisidine.. 35
- Example 3 A solution of to 100 parts by Weight of gelatine in 800 parts by weight of water is mixed with parts by weight of T15 molal solution of sodium -naphtholate and 3 parts by weight of sodium carbonate. To this mixture kept at about 25 C. there are added 100 parts by weight of a 1/20 molal diazo solution of benzidine. The solution becomes immediately dark red. The further working up of the mass is as described in Example 1.
- Example 4 When replacing in Example 3 the 116 molal solution of sodium -naphtholate by a 116 molal solution of 1.7-aminophenol andthe l/zo diazo solution of benzidine by a l/20 diazo ⁇ solution of dianisidine a greenish blue mass is obtained which yields layer having a nearly black appearance when being about 5 to 6 a thickf Example 5.
- a fuchsine-red solution of gelatine is obtainable by using equal parts of a 55 molal solution of sodium p-naphtholate-and of a 1/20 molal diazo solution of toluidine.
- Example 6 A blue solution of gelatine with a .cast to red is obtainable by using equal parts of a 116 molal solution of sodium -naphtholate and a 1/20 molal diazo solution of dianisidine.
- My invention is not limited to the foregoing examples nor to the specic details given therein and I contemplate as included within my invenlion all such modications and equivalents as fall within the scope of the appended claims.
- anti-halation layer as used in the specification and the claims is to include antihalation layers and lter layers.
- a method of producing anti-halation layers which comprises mixing a solution of a binding agent with a. coupling component of an azo dye of the group consisting of monoand polyazo dyes and alkali, adding to this mixture a diazo component, while stirring, reducing the mass after it has become solid to small pieces, washing the pieces until their reaction has become neutral and preparing the anti-halation layers from this product.
- a method of producing anti-halation layers which comprises mixing a solution of 70 parts by weight of gelatine in 800 partsby weight of water with 100 parts by weight of 116 molal solution of 1.7-aminonaphthol, and 3 parts by weight of anhydrous sodium carbonate cooling the mixture to about 25 C., adding slowly while stirring 100 parts by-weight of a 1/20 molal diazo solution of dianisidine, reducing the mass after it has become solid to small pieces, washing the pieces V until their reaction has become neutral, and preparing the layers from this product.
- a method of producing anti-halation layers which comprises mixing a solution of- '70 parts by weight of gelatine in 800 parts by weight of Water with 100 parts by weight of a 11s molal solution of sodium -naphtholate, and 3 parts by weight of anhydrous sodium carbonate, cooling the mixture to about 25C., adding slowly while stirring 100 parts by weight of a 116 molal diazo solution of a-naphthylamin, reducing the mass after it has become solid to small pieces, washing the pieces until their reaction has become neutral, and preparing the layerslfrom this product.
- a method of producing anti-halation layers which comprises mixing a solution of parts by weight oir gelatine in 800 parts by weight of water with parts by weight of a 116 molal solution of sodium -naphtholate, and 3 parts by weight of anhydrous sodium carbonate cooling the mixture to about 25 C., adding slowly while stirring'lOO parts by weight of a 1/m molal diazo solution of benzidine, reducing the mass after it has become solid to small pieces, washing the pieces until their reaction has become neutral, and preparing the layers from this product.
- a method oi' producing anti-halation layers which comprises mixing a solution of gelatine with a coupling component of an azo dye of the group consisting of monoand polyazo dyes and alkali, adding to this mixture a diazo component, while stirring, reducing the mass after it has become solid to small pieces, washing the pieces until their reaction has become'neutral and preparing the anti-halation layers from this product.
- a photographic material which comprises a support, a light sensitive silver-halide emulsion and an anti-halation layer comprising a binding agent and an azo dye, said azo dye being insoluble in water.
- a photographic material which comprises a support, a light sensitive silver-halide emulsion and an anti-halation layer comprising a binding agent and an azo dye.
- said azo dye being insoluble in water, but soluble in the oxidizing reversal baths.
- a photographic material which comprises a support, a light sensitive silver-halide emulsion. and an anti-halation layer comprising a. binding agent and an azo dye, said azo dye being insoluble in water, but soluble in a solution of potassium permanganate and sulfuric acid.
- a photographic material which comprises a support, a light-sensitive silver halide emulsion and an anti-halation layer containing the azo dye from 1.7-amino-naphthol and di-anisidine.
- a photographic material which comprises a support, a light-sensitive silver halide emulsion and an anti-halaton layer containing the azodye from sodium -naphtholate and a-naphthylamine.
- a photographic material which comprises a support, a light-sensitive silver halide emulsion and an anti-halation layer containing the azo dye from sodium -naphtholate and benzidine.
- a photographic material which comprises a support, a light sensitive silver halide emulsion and an anti-halation layer comprising gelatin containing an azo dye insoluble in water.
- a photographic material which comprises a support, a light sensitive silver halide emulsion and an anti-halation layer comprising gelatin containing an azo dye insoluble in water but soluble in oxidizing reversal baths.
- a photographic material which comprises a support, a light sensitive silver halide emulsion and an anti-halaton layer comprising gelatin containing an azo dye insoluble in water but soluble in a solution of potassium permanganate and sulfuric acid.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optical Filters (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI40490D DE557144C (de) | 1931-01-22 | 1931-01-22 | Verfahren zur Herstellung photographischer Filter- und Lichthofschutzschichten |
Publications (1)
Publication Number | Publication Date |
---|---|
US2050588A true US2050588A (en) | 1936-08-11 |
Family
ID=31983832
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US586966A Expired - Lifetime US2050588A (en) | 1931-01-22 | 1932-01-15 | Manufacture of anti-halation or filter layers |
Country Status (5)
Country | Link |
---|---|
US (1) | US2050588A (enrdf_load_stackoverflow) |
BE (1) | BE385844A (enrdf_load_stackoverflow) |
DE (1) | DE557144C (enrdf_load_stackoverflow) |
FR (1) | FR730229A (enrdf_load_stackoverflow) |
GB (1) | GB383799A (enrdf_load_stackoverflow) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2496843A (en) * | 1948-03-10 | 1950-02-07 | Gen Aniline & Film Corp | Photographic elements containing hydroxy heavy metal salts of trinuclear iminol cyanine dyes as filter and antihalation dyes |
US2632004A (en) * | 1949-09-29 | 1953-03-17 | Eastman Kodak Co | Resin azo dye |
US5124242A (en) * | 1990-01-16 | 1992-06-23 | Fuji Photo Film Co., Ltd. | Silver halide photographic element with hydrophobic undercoat polymer layer and hydrophobic dye layer |
US5213954A (en) * | 1989-07-31 | 1993-05-25 | Minnesota Mining And Manufacturing Company | White light handleable negative-acting silver halide photographic elements |
-
1931
- 1931-01-22 DE DEI40490D patent/DE557144C/de not_active Expired
-
1932
- 1932-01-15 US US586966A patent/US2050588A/en not_active Expired - Lifetime
- 1932-01-20 FR FR730229D patent/FR730229A/fr not_active Expired
- 1932-01-20 GB GB1766/32A patent/GB383799A/en not_active Expired
- 1932-01-21 BE BE385844D patent/BE385844A/xx unknown
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2496843A (en) * | 1948-03-10 | 1950-02-07 | Gen Aniline & Film Corp | Photographic elements containing hydroxy heavy metal salts of trinuclear iminol cyanine dyes as filter and antihalation dyes |
US2632004A (en) * | 1949-09-29 | 1953-03-17 | Eastman Kodak Co | Resin azo dye |
US5213954A (en) * | 1989-07-31 | 1993-05-25 | Minnesota Mining And Manufacturing Company | White light handleable negative-acting silver halide photographic elements |
US5124242A (en) * | 1990-01-16 | 1992-06-23 | Fuji Photo Film Co., Ltd. | Silver halide photographic element with hydrophobic undercoat polymer layer and hydrophobic dye layer |
Also Published As
Publication number | Publication date |
---|---|
FR730229A (fr) | 1932-08-09 |
DE557144C (de) | 1932-08-19 |
BE385844A (enrdf_load_stackoverflow) | 1932-02-29 |
GB383799A (en) | 1932-11-24 |
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