US2823123A - Coating out of gelatin layers - Google Patents

Coating out of gelatin layers Download PDF

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Publication number
US2823123A
US2823123A US556044A US55604455A US2823123A US 2823123 A US2823123 A US 2823123A US 556044 A US556044 A US 556044A US 55604455 A US55604455 A US 55604455A US 2823123 A US2823123 A US 2823123A
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United States
Prior art keywords
coating
gelatin
maleopimarate
emulsion
grams
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Expired - Lifetime
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US556044A
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English (en)
Inventor
Jr William J Knox
Jr William F Fowler
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Eastman Kodak Co
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Eastman Kodak Co
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Filing date
Publication date
Priority to BE553743D priority Critical patent/BE553743A/xx
Application filed by Eastman Kodak Co filed Critical Eastman Kodak Co
Priority to US556044A priority patent/US2823123A/en
Priority to GB38184/56A priority patent/GB854087A/en
Priority to FR1169640D priority patent/FR1169640A/fr
Priority to DEE13446A priority patent/DE1053927B/de
Application granted granted Critical
Publication of US2823123A publication Critical patent/US2823123A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/38Dispersants; Agents facilitating spreading

Definitions

  • This invention relates to an improved coating procedure
  • this invention concerns an improved process for coating photographic materials onto a base such as film base or paper base to produce an improved photographic product.
  • Saponin is a naturally occurring material of vegetable origin andmay vary markedly from batch to batch in quality as well as in composition. The quality of some batches of saponin may cause an increase in fog or a decrease of sensitivity of certain emulsions or may even result in no improvement in the coating properties of the composition to which it is added.
  • coating aids surface active agents which are reproducible from batch to batch both'in chemical'composition and behaviour.
  • a number of synthetic agents have utility for coating'pur'poses but they are often deficient in some respect. For example, certain coating aids naturally contribute to the ease of co'atingbut they are "not useful because of adverse photographic properties.
  • This invention has for one object to provide an improved method for applying aqueous gelatin coatings.
  • Another object of our invention is toprovide a method for applying gelatin coatingsin the preparation of photo- --graphic materials in which the coatings which result are uniformly even and repellency free and which are photographically inert.
  • a further'object of our invention is to prepare coatings from aqueous gelatin compositions.
  • R is hydrogen or an alkyl of at least 5 carbon atoms (such as 5-18) at least one R being alkyl and the total number of carbon atoms in the R groups being at least 10.
  • the ratio of maleopimarate to the above identified salt should be within the range 36:1 to 5:3 of the former to the latter.
  • One of the most useful compounds of the type illustrated is disodium N-(carbo-p. tert octyl phenoxy-pentethoxy) glutamate.
  • Compounds of this type can be prepared by reacting an alkyl aryloxy polyethoxy ethanol having the formula:
  • nv being 1-12 and R being hydrogen or an alkyl of at least 5 carbon atoms at least one R being alkyl with an isocyanate ester having the formula: OCN-CHR-COOR" in which R may be for example CH COOR",
  • R" may be ethyl or other lower alkyl, which reaction is followed by treatment with a base such as NaOH to obtain sodium or some other salt thereof.
  • gelatin or as photographic emulsions which are ordinarily comprised of'an aqueous solution'of gelatin containing as 200 ml. of 28% aqueous ammonia. 'othermic reaction occurs and the acid dissolves therein.
  • the light-sensitive material a silver salt such as silver chloride, silver bromide, silver iodide or their mixture.
  • the emulsion may contain other added materials such as sensitized dyes, hardeners or the like. Descriptions of photographic emulsions are found in the prior art such as in Fundamentals of Photographic Theory by James and Higgins, published in 1948 by John Wiley and Sons, chapter 2.
  • Example 1 100 grams of maleopimaric acid were suspended in On stirring, an ex- Example 2 50 grams of maleopimaric acid were suspended in 300 ml. of water and 93.8 ml. of 4 normal NaOH were slowly added thereto thus producing a very hazy solution having a pH of 11.5. The sodium salt thus obtained was precipitated into a liter of acetone, washed repeatedly with acetone and dried in the air. 52 grams of a completely water-soluble sodium maleopimarate were obtained.
  • Example 3 Mono, di and tri-ethanolamine salts of maleopimaric acid were obtained by preparing homogeneous solutions in the following proportions:
  • the above preparations Prior to use the above preparations may be diluted with distilled water if desired.
  • the base to be coated with a gelatin layer may be composed of any of the usual conventional film base materials. This may be a sheeting of a cellulose ester such as cellulose nitrate or an organic acid ester of cellulose such as cellulose acetate, cellulose acetate propionate or cellulose acetate butyrate. It is often desirable to apply first a subbing layer to the cellulose ester base to contribute to the adhesiveness of the gelatin coating layer thereto as is well known in the art. As for the use of a paper base, that material is usually first coated with barium sulfate in suspension in a colloid such as gelatin prior to the application of a photographic emulsion or similar gelatin layer. A description of photographic paper is found in Kodak Data Book, 5th edition,
  • the coating procedure utilized may comprise any of I the standard procedures employed in the industry.
  • Example 4 There was incorporated in a silver halide gelatin emulsion, ammonium maleopimarate in the concentration of 0.5 gram thereof per pound of emulsion. The coating was-applied to a paper support. Also employed was a sample of the emulsion without coating aid therein. The following results were obtained:
  • Example 5 A coating procedure was carried out similar to that described in Example 4 except that monoethanol amine maleopimarate was employed as the coating aid. The results obtained were as follows:
  • Example 6 A procedure similar to that described in Example 4 was carried out but using triethanol amine maleopimarate. The results obtained were as follows:
  • Example 7 A procedure similar to that described in Example 4 but using a sodium maleopimarate as a coating aid was A gelatin coating was applied in .the same manner as I described inExample 4 but using diethanol amine male- 5 opimarate coating aid. The following results were obtained:
  • Example 10 In an application of a silver halide-gelatin photographic emulsion topaper sodium maleopimarate was employed as a coating aid at concentrations of from 0.14-1.2 grams per pound of wet emulsion. The following results were obtained:
  • Example 11 To a photographic silver halide X-ray emulsion was added a mixture of sodium maleopimarate and disodium N(carbo p tert.-octy1phenoxypentaethoxy)glutamate (36:1) the ratio by weight of total coating aid to emulsion composition was 1 gram per 2.5 lbs. of emulsion. The emulsion was then coated upon a support thereof. There was also applied an overcoating of a gelatin solution containing a similar coating aid in the proportion of 1 gram per 7.7 lbs. of coating composition. It was found that the coating operation proceeded even better than is obtained by using only sodium maleopimarate as the coating aid.
  • Example 12 To a series of emulsions were added mixed coating aid as described in the preceding example, the ratio of sodium maleopimarate to the auxiliary material being 10:1, 9:1, :1, 5:2, and 5:3 respectively. In all cases the coating results obtained were excellent and no serious coating diificulties were observed.
  • Example 14 In an air-knife coating of an 8% gelatin photographic emulsion in which a mixture of sodium maleoprimarate s and disodium N-(carbo-p tert-octylphenoxypentaethoxy) glutamate in the ratio of 5:1 was added the following results were obtained:
  • This mixed composition coating aid over coating aids having but a single material is that objectionable mottlingis' avoided while in some instances using but a single compound as a coating aid mottling of the coating applied may occur.
  • These mixtures in addition have the advantage of being eflective coating aids in a wide variety of coating techniques.
  • Example 16 An aqueous solution of gelatin comprising 39 grams of gelatin per pound of coating solution to which a magenta dye had been added was divided into three parts. To one was added 0.25 grams of sodium maleopimarate per lb. of gelatin solution and to another the usual concentration of saponine; the third part was employed as a check. The compositions were each applied as thin layers to cellulose triacetate film base by dip coating. Inspection of the coatings while still wet showed no repellencies in 25 square feet of the sodium maleopimarate coating, 3 repellencies with the saponine coating and 13 repellencies with the gelatin layer containing no wetting agent.
  • Example 17 A gelatin-silver halide X-ray emulsion which comprises 26 grams of silver halide and 33 grams of gelatin per pound of coating solution was supplied with 0.4 gram of sodium maleopimarate per pound of emulsion. This emulsion was then coated out onto a subbed cellulose triacetate support. The product was inspected while still wet and the coating was found to be uniform and entirely free of repellencies.
  • Emulsion coatings such as are applied in accordance with our invention may be tested for repellency spots or coating defects by exposing the coating to a carbon arc light which light points out the emulsion having darkened coated areas and emphasizing the bare repellency spots.
  • the number of spots counted in a given area as compared with the spots obtained when treating standard coatings in this manner gives an indication of the repellency present in the coating being tested.
  • the step which comprises adding to the gelatin coating composition a watersoluble maleopimarate salt in the proportion of 0.1 to 1 gram per pound of coating composition.
  • a. method of applying coatings to a support in which an aqueous dispersion of gelatin is applied as a thin layer to the support the step which comprises adding to the gelatin coating composition a coating aid the major proportion of which is sodium maleopimarate.
  • the step which comprises adding to the gelatin coating composition prior to applying to the surface a small proportionof a mixture of a water-soluble maleopimarate and the hydrolyzed-reaction product of an alkyl aryloxy polyethoxy ethanol and an isocyanate ester.
  • a composition comprising an aqueous solution of gelatin containing therein a surface active agent the major proportion of which surface active agent is a watersoluble maleopimarate.
  • composition of matter comprising an aqueous solution of gelatin containing as a coating aid therein a small proportion of a mixture of sodium maleopimarate and N- (carbo-p-tert-octylphenoxypentaethoxy) -glutamate.
  • a photographic product comprising a support having thereon a layer of gelatin containing an alkali metal j maleopimarate.
  • a photographic'product comprising a supporthaving thereon a layer of a gelatin-silver halide emulsion containing an alkali metal maleopimarate.
  • a photographicproduct comprising film base having thereon a layer of a gelatin-silver halide emulsion containing an alkali metal maleopimarate.

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  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Laminated Bodies (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US556044A 1955-12-29 1955-12-29 Coating out of gelatin layers Expired - Lifetime US2823123A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
BE553743D BE553743A (enrdf_load_stackoverflow) 1955-12-29
US556044A US2823123A (en) 1955-12-29 1955-12-29 Coating out of gelatin layers
GB38184/56A GB854087A (en) 1955-12-29 1956-12-14 Improvements in coating out aqueous gelatin compositions including gelatin-silver halide emulsions
FR1169640D FR1169640A (fr) 1955-12-29 1956-12-29 Procédé de couchage de compositions contenant de la gélatine et nouveaux produitspour sa mise en oeuvre
DEE13446A DE1053927B (de) 1955-12-29 1956-12-29 Verfahren zum Aufbringen von gelatinehaltigen Schichten

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US556044A US2823123A (en) 1955-12-29 1955-12-29 Coating out of gelatin layers

Publications (1)

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US2823123A true US2823123A (en) 1958-02-11

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US (1) US2823123A (enrdf_load_stackoverflow)
BE (1) BE553743A (enrdf_load_stackoverflow)
DE (1) DE1053927B (enrdf_load_stackoverflow)
FR (1) FR1169640A (enrdf_load_stackoverflow)
GB (1) GB854087A (enrdf_load_stackoverflow)

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2944902A (en) * 1956-07-30 1960-07-12 Eastman Kodak Co Sensitization of photographic emulsions with ionic polyalkylene oxide salts
US2992108A (en) * 1957-10-21 1961-07-11 Eastman Kodak Co Gelatin coating compositions
US3026202A (en) * 1958-08-07 1962-03-20 Eastman Kodak Co Gelatin coating compositions
US3038804A (en) * 1956-07-30 1962-06-12 Eastman Kodak Co Coating aids for gelatin compositions
US3157506A (en) * 1957-11-08 1964-11-17 Eastman Kodak Co Photographic film base subbed with acid-cooked pigskin gelatin
US3165409A (en) * 1962-02-07 1965-01-12 Eastman Kodak Co Derivatives of certain highly branched chain acids as coating aids
US3169870A (en) * 1961-12-04 1965-02-16 Eastman Kodak Co Photographic gelatin layers containing the salts of various alkyl and alkenyl succinamates as coating aids
US3227571A (en) * 1961-07-10 1966-01-04 Eastman Kodak Co Carboxymethylated and acylated, carboxymethylated gelatins for peptization of baryta
US3392194A (en) * 1963-09-19 1968-07-09 Ici Ltd Alpha-aryloxyisobutyramide derivatives and the corresponding arylthio and arylsulphonyl compounds
US3437485A (en) * 1965-06-22 1969-04-08 Eastman Kodak Co Gelatin coating compositions containing a mixture of an acetylenic ethylene oxide derivative and an anionic surface active agent
US3516844A (en) * 1966-07-28 1970-06-23 Eastman Kodak Co Coating of gelatin silver halide photographic emulsions
EP0112162A2 (en) 1982-12-13 1984-06-27 Konica Corporation Light-sensitive silver halide photographic material
US4510233A (en) * 1982-05-28 1985-04-09 Fuji Photo Film Co., Ltd. Antistatic agent containing silver halide photographic light-sensitive materials
US4518354A (en) * 1982-05-21 1985-05-21 Fuji Photo Film Co., Ltd. Silver halide photographic light-sensitive materials with antistatic layer containing nonionic surface active agent
US6071688A (en) * 1998-07-29 2000-06-06 Eastman Kodak Company Providing additives to a coating composition by vaporization
US7250202B1 (en) 1998-06-18 2007-07-31 Ilford Imaging Ch Gmbh Recording sheets for ink jet printing

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2713539A (en) * 1951-02-14 1955-07-19 Eastman Kodak Co Manufacture of high wet strength paper

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2713539A (en) * 1951-02-14 1955-07-19 Eastman Kodak Co Manufacture of high wet strength paper

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2944902A (en) * 1956-07-30 1960-07-12 Eastman Kodak Co Sensitization of photographic emulsions with ionic polyalkylene oxide salts
US3038804A (en) * 1956-07-30 1962-06-12 Eastman Kodak Co Coating aids for gelatin compositions
US2992108A (en) * 1957-10-21 1961-07-11 Eastman Kodak Co Gelatin coating compositions
US3157506A (en) * 1957-11-08 1964-11-17 Eastman Kodak Co Photographic film base subbed with acid-cooked pigskin gelatin
US3026202A (en) * 1958-08-07 1962-03-20 Eastman Kodak Co Gelatin coating compositions
US3227571A (en) * 1961-07-10 1966-01-04 Eastman Kodak Co Carboxymethylated and acylated, carboxymethylated gelatins for peptization of baryta
US3169870A (en) * 1961-12-04 1965-02-16 Eastman Kodak Co Photographic gelatin layers containing the salts of various alkyl and alkenyl succinamates as coating aids
US3165409A (en) * 1962-02-07 1965-01-12 Eastman Kodak Co Derivatives of certain highly branched chain acids as coating aids
US3392194A (en) * 1963-09-19 1968-07-09 Ici Ltd Alpha-aryloxyisobutyramide derivatives and the corresponding arylthio and arylsulphonyl compounds
US3437485A (en) * 1965-06-22 1969-04-08 Eastman Kodak Co Gelatin coating compositions containing a mixture of an acetylenic ethylene oxide derivative and an anionic surface active agent
US3516844A (en) * 1966-07-28 1970-06-23 Eastman Kodak Co Coating of gelatin silver halide photographic emulsions
US4518354A (en) * 1982-05-21 1985-05-21 Fuji Photo Film Co., Ltd. Silver halide photographic light-sensitive materials with antistatic layer containing nonionic surface active agent
US4510233A (en) * 1982-05-28 1985-04-09 Fuji Photo Film Co., Ltd. Antistatic agent containing silver halide photographic light-sensitive materials
EP0112162A2 (en) 1982-12-13 1984-06-27 Konica Corporation Light-sensitive silver halide photographic material
US7250202B1 (en) 1998-06-18 2007-07-31 Ilford Imaging Ch Gmbh Recording sheets for ink jet printing
US6071688A (en) * 1998-07-29 2000-06-06 Eastman Kodak Company Providing additives to a coating composition by vaporization

Also Published As

Publication number Publication date
GB854087A (en) 1960-11-16
BE553743A (enrdf_load_stackoverflow)
DE1053927B (de) 1959-03-26
FR1169640A (fr) 1958-12-31

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