US2725305A - Hardening gelatin emulsions and gelatin solutions - Google Patents
Hardening gelatin emulsions and gelatin solutions Download PDFInfo
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- US2725305A US2725305A US264676A US26467652A US2725305A US 2725305 A US2725305 A US 2725305A US 264676 A US264676 A US 264676A US 26467652 A US26467652 A US 26467652A US 2725305 A US2725305 A US 2725305A
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- gelatin
- dione
- hardening
- coating
- emulsions
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- 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
- G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
- G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
- G03C1/30—Hardeners
Definitions
- This invention relates to the hardening of gelatin, either in the form of an emulsion layer in photographic films, plates or papers, or when applied in the form of a solution, as a coating for paper or other similar material by means of a cyclic 1,2-diketone.
- One object of our invention is to provide a method for hardening gelatin layers. Another object of our invention is to provide a method of hardening gelatin layers which overcomes some of the difiiculties encountered in the use of known hardening agents and to provide a method whereby gelatin emulsions may be given a satisfactory degree of hardening. A further object of our invention is to provide photographic emulsions which will resist relatively elevated temperatures without melting, and which will do so without objectionable fogging or desensitizing. A still further object of our invention is to provide gelatin layers which will be less subject to the phenomenon known as after-hardening. Other objects of our invention will appear herein.
- cyclic 1,2-diketones are particularly effective when incorporated in gelatin solutions in rendering the gelatin layers obtained therefrom resistant to elevated temperatures and without undue swelling.
- the cyclic 1,2-diketones the following are particularly useful for hardening purposes: cyclohexane-LZ-dione, cyclopentane-LZ-dione and 3-chlorocyclopentane-l,2-dione.
- hardening can be accomplished under the proper conditions with as little as A of a gram of the diketone per liter of gelatin solution, although often in actual use larger quantities of the hardener are desirable.
- hardeners will be employed in most cases within the range of .255%, based on the weight of the gelatin in the emulsion, these limits are merely illustrative, and the proportion of hardener may be varied within wide limits and still be effective in imparting resistance to the gelatin coating.
- Our method is carried out by incorporating the cyclic diketone in an aqueous solution of the gelatin in the proportion desired, and then coating out the solution upon the support therefor, such as a photographic film base, paper, cloth or any other surface to which the gelatin layer will adhere.
- These diketones do not increase the viscosity of gelatin solutions on holding them liquid prior to coating; this is an advantage over hardeners such as alums which tend to change the viscosity with time, making it much more diflicult to secure a uniform coating. The hardening occurs during the drying of the coating.
- the effectiveness of the hardening may be increased by subr lC Example 1
- a gelatin-silver bromide photographic emulsion containing about 7 grams of gelatin, 0.05 gram of cyclopentane-1,2-dione was added, and the emulsion was applied as a coating on glass plates.
- the emulsion layer was dried and was then incubated at 100 F., 78% relative humidity, for about 96 hours.
- a plate from this group and a plate having a check coating thereon prepared like the above but without the hardener, and incubated similarly, were tested for hardening by processing with a photographic solution at F. for 5 minutes.
- Example 2 had not been employed.
- a method of preparing hardened gelatin coatings which comprises incorporating in an aqueous solution of gelatin containing 0.255%, based on the weight of the gelatin, of a cyclic 1,2-diketone selected from the group consisting of cyclohexane-1,2-dione, cyclopentane-1,2- dione and 3-chlorocyclopentane-1,2-dione, applying the gelatin solution in the form of a thin layer to a surface, and then drying the gelatin layer.
- a cyclic 1,2-diketone selected from the group consisting of cyclohexane-1,2-dione, cyclopentane-1,2- dione and 3-chlorocyclopentane-1,2-dione
- a method of preparing a hardened gelatin coating which comprises adding to an aqueous solution of gelatin 0.255%, based on the Weight of the gelatin, of a cyclic 1,2-diketone selected from the group consisting of cyclohexane-l,2-dione, cyclopentane-l,2-dione and 3-chlorocyclopentane-1,2-dione, applying the solution in the form of a thin layer onto paper, and subsequently drying the coating thus applied.
- a cyclic 1,2-diketone selected from the group consisting of cyclohexane-l,2-dione, cyclopentane-l,2-dione and 3-chlorocyclopentane-1,2-dione
- a method of preparing a hardened gelatin coating which comprises adding to an aqueous solution of gelatin 0.255%, based on the weight of the gelatin, of a cyclic 1,2-diketone selected from the group consisting of cyclohexane-l,2-dione, cyclopentane-l,2-dione and 3-chlorocyclopentane-l,2-dione, applying the solution in the form of a thin layer onto photographic film base, and subsequently drying the coating thus applied.
- a cyclic 1,2-diketone selected from the group consisting of cyclohexane-l,2-dione, cyclopentane-l,2-dione and 3-chlorocyclopentane-l,2-dione
- a method of preparing a hardened gelatin-silver halide photographic emulsion coating which comprises adding to the emulsion while in fluid form 0.25-5 based on the weight of the gelatin, of cyclopentane-1,2-dione, applying the emulsion in the form of a thin layer onto a support therefor, and drying the emulsion layer.
- a method of preparing a hardened gelatin coating which comprises adding to an aqueous solution of gelatin 0.25-5%, based on the weight of the gelatin, of a cyclic 1,2-diketone selected from the group consisting of cyclohexane-1,2-dione, cyclopentane-1,2-dione and 3-chloro- Cyclopentane-LZ-dione, applying the gelatin solution in g the form of a thin layer to a surface, drying the gelatin layer and subjecting that layer to a temperature of 100 F. 6.
- a cyclic 1,2-diketone selected from the group consisting of cyclohexane-1,2-dione, cyclopentane-1,2-dione and 3-chloro- Cyclopentane-LZ-dione
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- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
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Description
HARDENING GELATIN EMULSIONS AND GELATIN SOLUTIONS 7 7 No Drawing. Application January 2, 1952, Serial No. 264,676
9 Claims. (Cl. 117-34) This invention relates to the hardening of gelatin, either in the form of an emulsion layer in photographic films, plates or papers, or when applied in the form of a solution, as a coating for paper or other similar material by means of a cyclic 1,2-diketone.
It is common practice in the use of photographic emulsions to incorporate something therein to overcome the tendency of the gelatin constituent to melt or to swell during its processing, particularly at high temperatures. Some of the hardening agents which have been employed for this purpose are formaldehyde, diacetyl, mucochloric acid, glyoxal and the like. None of these materials has met all the demands which have been put upon them for this purpose, especially in photographic uses.
One object of our invention is to provide a method for hardening gelatin layers. Another object of our invention is to provide a method of hardening gelatin layers which overcomes some of the difiiculties encountered in the use of known hardening agents and to provide a method whereby gelatin emulsions may be given a satisfactory degree of hardening. A further object of our invention is to provide photographic emulsions which will resist relatively elevated temperatures without melting, and which will do so without objectionable fogging or desensitizing. A still further object of our invention is to provide gelatin layers which will be less subject to the phenomenon known as after-hardening. Other objects of our invention will appear herein.
nited States Patent We have found that certain cyclic 1,2-diketones are particularly effective when incorporated in gelatin solutions in rendering the gelatin layers obtained therefrom resistant to elevated temperatures and without undue swelling. We have found that, of the cyclic 1,2-diketones, the following are particularly useful for hardening purposes: cyclohexane-LZ-dione, cyclopentane-LZ-dione and 3-chlorocyclopentane-l,2-dione. We have found that hardening can be accomplished under the proper conditions with as little as A of a gram of the diketone per liter of gelatin solution, although often in actual use larger quantities of the hardener are desirable. Although these hardeners will be employed in most cases within the range of .255%, based on the weight of the gelatin in the emulsion, these limits are merely illustrative, and the proportion of hardener may be varied within wide limits and still be effective in imparting resistance to the gelatin coating.
Our method is carried out by incorporating the cyclic diketone in an aqueous solution of the gelatin in the proportion desired, and then coating out the solution upon the support therefor, such as a photographic film base, paper, cloth or any other surface to which the gelatin layer will adhere. These diketones do not increase the viscosity of gelatin solutions on holding them liquid prior to coating; this is an advantage over hardeners such as alums which tend to change the viscosity with time, making it much more diflicult to secure a uniform coating. The hardening occurs during the drying of the coating. The effectiveness of the hardening may be increased by subr lC Example 1 To 100 milliliters of a gelatin-silver bromide photographic emulsion containing about 7 grams of gelatin, 0.05 gram of cyclopentane-1,2-dione was added, and the emulsion was applied as a coating on glass plates. The emulsion layer was dried and was then incubated at 100 F., 78% relative humidity, for about 96 hours. A plate from this group and a plate having a check coating thereon prepared like the above but without the hardener, and incubated similarly, were tested for hardening by processing with a photographic solution at F. for 5 minutes. These plates were thereupon transferred to 0.5% acetic acid and held 10 minutes, then washed in running water, all of the operations being at 85 F. It was found that the controlled coating melted badly, leaving one edge very thin, but the emulsion coating in which the diketone had been incorporated showed no visible signs of melting.
Example 2 had not been employed.
We claim: 1. A method of preparing hardened gelatin coatings which comprises incorporating in an aqueous solution of gelatin containing 0.255%, based on the weight of the gelatin, of a cyclic 1,2-diketone selected from the group consisting of cyclohexane-1,2-dione, cyclopentane-1,2- dione and 3-chlorocyclopentane-1,2-dione, applying the gelatin solution in the form of a thin layer to a surface, and then drying the gelatin layer.
2. A method of preparing a hardened gelatin coating which comprises adding to an aqueous solution of gelatin 0.255%, based on the Weight of the gelatin, of a cyclic 1,2-diketone selected from the group consisting of cyclohexane-l,2-dione, cyclopentane-l,2-dione and 3-chlorocyclopentane-1,2-dione, applying the solution in the form of a thin layer onto paper, and subsequently drying the coating thus applied.
3. A method of preparing a hardened gelatin coating which comprises adding to an aqueous solution of gelatin 0.255%, based on the weight of the gelatin, of a cyclic 1,2-diketone selected from the group consisting of cyclohexane-l,2-dione, cyclopentane-l,2-dione and 3-chlorocyclopentane-l,2-dione, applying the solution in the form of a thin layer onto photographic film base, and subsequently drying the coating thus applied.
4. A method of preparing a hardened gelatin-silver halide photographic emulsion coating which comprises adding to the emulsion while in fluid form 0.25-5 based on the weight of the gelatin, of cyclopentane-1,2-dione, applying the emulsion in the form of a thin layer onto a support therefor, and drying the emulsion layer.
5. A method of preparing a hardened gelatin coating which comprises adding to an aqueous solution of gelatin 0.25-5%, based on the weight of the gelatin, of a cyclic 1,2-diketone selected from the group consisting of cyclohexane-1,2-dione, cyclopentane-1,2-dione and 3-chloro- Cyclopentane-LZ-dione, applying the gelatin solution in g the form of a thin layer to a surface, drying the gelatin layer and subjecting that layer to a temperature of 100 F. 6. A composition comprising gelatin containing therein 0.254% based on the .weight'of the gelatin of acyclic 1,2-diketone selected from the group consisting of cyclohexane-1,2-dione, cyclopentane-1,2-dione and 3-ch1orocyc1opentane-1,2-dione.
7. Gelatin containing 0.255% dione. V
8. Gelatin containing O.255% of cyclopentane-1,2- dione. t
of cyclohexane-1,2-
4 9. Gelatin containing 0.255% pentane-1,2-dione.
of 3-chlorocyc1o- 1,851,166 Kienninger Mar. 29, 1932 2,071,559 Morgan Feb. 23, 1937 2,169,513 Brunken Aug. 15, 1939 2,356,477 Staud et a1. Aug. 22, 1944 2,476,240 Famulener July 12, 1949 2,534,326 Weaver Dec. 19, 1950
Claims (1)
1. A METHOD OF PREPARING HARDENED GELATIN COATINGS WHICH COMPRISES INCORPORATING IN AN AQUEOUS SOLUTION OF GELATIN CONTAINING 0.25-5%, BASED ON THE WEIGHT OF THE GELATIN, OF A CYCLIC 1,2-DIKETONE SELECTED FROM THE GROUP CONSISTING OF CYCLOHEXANE-1,2-DIONE, CYCLOPENTANE-1,2DIONE AND 3-CHLOROCYCLOPENTANE-1,2-DIONE, APPLYING THE GELATIN SOLUTION IN THE FORM OF A THIN LAYER OF A SURFACE, AND THEN DRYING THE GELATIN LAYER.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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US264676A US2725305A (en) | 1952-01-02 | 1952-01-02 | Hardening gelatin emulsions and gelatin solutions |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US264676A US2725305A (en) | 1952-01-02 | 1952-01-02 | Hardening gelatin emulsions and gelatin solutions |
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US2725305A true US2725305A (en) | 1955-11-29 |
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US264676A Expired - Lifetime US2725305A (en) | 1952-01-02 | 1952-01-02 | Hardening gelatin emulsions and gelatin solutions |
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2895827A (en) * | 1956-10-24 | 1959-07-21 | Eastman Kodak Co | Photographic paper base |
US2983607A (en) * | 1959-01-26 | 1961-05-09 | Eastman Kodak Co | Tetramethylolcyclohexanol treatment to trevent popping and fading of transparencies and fading of color prints |
US3061453A (en) * | 1959-08-03 | 1962-10-30 | Polaroid Corp | Process for incorporating photographic reagents in a photographic element using a common solvent and a preferential solvent |
US3418132A (en) * | 1965-06-01 | 1968-12-24 | Eastman Kodak Co | Aldehyde gelatin hardening composition with carbocyclic diones |
US3888681A (en) * | 1971-08-23 | 1975-06-10 | Fuji Photo Film Co Ltd | Process for the rapid hardening of gelatin |
US5422235A (en) * | 1991-12-19 | 1995-06-06 | Eastman Kodak Company | Process for manufacturing photographic paper |
US20050287464A1 (en) * | 2004-06-25 | 2005-12-29 | Xerox Corporation | Electron beam curable toners and processes thereof |
US20060257775A1 (en) * | 2005-05-13 | 2006-11-16 | Xerox Corporation | Toner compositions with amino-containing polymers as surface additives |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1851166A (en) * | 1927-04-01 | 1932-03-29 | Technicolor Motion Picture | Method of effecting delayed hardening of films and resulting product |
US2071559A (en) * | 1935-07-13 | 1937-02-23 | Sylvania Ind Corp | Article of manufacture |
US2169513A (en) * | 1936-07-28 | 1939-08-15 | Agfa Ansco Corp | Process for hardening albuminous substances |
US2356477A (en) * | 1941-03-25 | 1944-08-22 | Eastman Kodak Co | Hardeners for photographic processing solutions |
US2476240A (en) * | 1943-09-17 | 1949-07-12 | Gen Aniline & Film Corp | Manufacture of photographic film base |
US2534326A (en) * | 1946-11-27 | 1950-12-19 | Du Pont | Process of manufacturing photographic elements |
-
1952
- 1952-01-02 US US264676A patent/US2725305A/en not_active Expired - Lifetime
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1851166A (en) * | 1927-04-01 | 1932-03-29 | Technicolor Motion Picture | Method of effecting delayed hardening of films and resulting product |
US2071559A (en) * | 1935-07-13 | 1937-02-23 | Sylvania Ind Corp | Article of manufacture |
US2169513A (en) * | 1936-07-28 | 1939-08-15 | Agfa Ansco Corp | Process for hardening albuminous substances |
US2356477A (en) * | 1941-03-25 | 1944-08-22 | Eastman Kodak Co | Hardeners for photographic processing solutions |
US2476240A (en) * | 1943-09-17 | 1949-07-12 | Gen Aniline & Film Corp | Manufacture of photographic film base |
US2534326A (en) * | 1946-11-27 | 1950-12-19 | Du Pont | Process of manufacturing photographic elements |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2895827A (en) * | 1956-10-24 | 1959-07-21 | Eastman Kodak Co | Photographic paper base |
US2983607A (en) * | 1959-01-26 | 1961-05-09 | Eastman Kodak Co | Tetramethylolcyclohexanol treatment to trevent popping and fading of transparencies and fading of color prints |
US3061453A (en) * | 1959-08-03 | 1962-10-30 | Polaroid Corp | Process for incorporating photographic reagents in a photographic element using a common solvent and a preferential solvent |
US3418132A (en) * | 1965-06-01 | 1968-12-24 | Eastman Kodak Co | Aldehyde gelatin hardening composition with carbocyclic diones |
US3888681A (en) * | 1971-08-23 | 1975-06-10 | Fuji Photo Film Co Ltd | Process for the rapid hardening of gelatin |
US5422235A (en) * | 1991-12-19 | 1995-06-06 | Eastman Kodak Company | Process for manufacturing photographic paper |
US20050287464A1 (en) * | 2004-06-25 | 2005-12-29 | Xerox Corporation | Electron beam curable toners and processes thereof |
US7208257B2 (en) | 2004-06-25 | 2007-04-24 | Xerox Corporation | Electron beam curable toners and processes thereof |
US20060257775A1 (en) * | 2005-05-13 | 2006-11-16 | Xerox Corporation | Toner compositions with amino-containing polymers as surface additives |
US7862970B2 (en) | 2005-05-13 | 2011-01-04 | Xerox Corporation | Toner compositions with amino-containing polymers as surface additives |
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