US3640721A - Gelatinous photographic coating composition - Google Patents

Gelatinous photographic coating composition Download PDF

Info

Publication number
US3640721A
US3640721A US3640721DA US3640721A US 3640721 A US3640721 A US 3640721A US 3640721D A US3640721D A US 3640721DA US 3640721 A US3640721 A US 3640721A
Authority
US
United States
Prior art keywords
cyclohexane
photographic
coating composition
layer
light
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
Application number
Inventor
Maxao Ishihara
Osakazu Sugino
Yoshio Nishina
Isao Kohno
Yuzuru Sato
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Konica Minolta Inc
Original Assignee
Konica Minolta Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Konica Minolta Inc filed Critical Konica Minolta Inc
Priority to US85144769A priority Critical
Application granted granted Critical
Publication of US3640721A publication Critical patent/US3640721A/en
Anticipated expiration legal-status Critical
Application status is Expired - Lifetime legal-status Critical

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; 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
    • G03C1/34Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; 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
    • G03C1/76Photosensitive materials characterised by the base or auxiliary layers
    • G03C1/81Photosensitive materials characterised by the base or auxiliary layers characterised by anticoiling means

Abstract

Light-sensitive photographic materials coated with a dried gelatin emulsion are stabilized against curling and decrease in flexibility under conditions of low relative humidity by incorporating in the gelatin emulsion prior to drying at least 2 percent by weight based on the amount of gelatin of a cyclohexane compound of the general formula WHEREIN THE TWO A groups may be the same or different and are selected from the group consisting of -OH and -CH2OH and B is selected from the group consisting of H and -CH3.

Description

United States Patent Ishihara et al.

[ Feb. 8, 1972 GELATINOUS PHOTOGRAPH: COATING COMPOSITION lnventmn: Mam Ishlhara; Osakazu Suflno; Yoshlo Nlshina; Isao Kohno; Yuzuru Satoh, all of Tokyo, Japan Konlshiroku Photo Industry Co., Ltd., Tokyo, Japan Filed: Aug. 19, 1969 Appl, No.: 851,447

Assignce:

US. Cl. ..96/114.4, 106/125, 96/50 PL, 96/84, 96/87 A, 96/1 14.2

Int. Cl "G036 1/38 Field of Search ..96/1 14.2, 50, 114.4, 87 A, 96/84; 106/125 References Cited UNITED STATES PATENTS 2,960,404 ll/l960 Milton ..96/Il4.4

Albus ..96/l 14.4

4/1968 Kitze; ..96/95 FOREIGN PATENTS OR APPLICATIONS 804,552 I/l969 Canada ..96/l l4.4

Primary Examiner-Norman G. Torchin Assistant Examiner-J. R. Hightower Attorney-Waters, Roditi & Schwartz ABSTRACT A i A B wherein the two A groups may be the same or different and are selected from the group consisting of -OH and -(H- OH and B is selected from the group consisting of H and CH.-;.

4 Claims, No Drawings GELATTNOUS PHOTOGRAPHIC COATING COMPOSITION This invention relates to a gelatinous photographiccoating composition which comprises a cyclohexane compound of the general formula wherein two As, same or different, individually mean Ol-l or -Cl-i Ol-l and B means hydrogen or methyl.

It is common to use gelatin as a protective colloid in a lightsensitive silver halide photographic emulsion. However, a light-sensitive gelatino silver halide photographic emulsion when coated on a support and dried usually suffers from decreased flexibility at a low humidity and increased tendency of curling. This often causes fog generation due to physical action or static disorder due to friction electrification during the preparation of a light-sensitive silver halide photographic material or during its storage or use. ln order to prevent the above-mentioned undesired tendencies, incorporation of a hygroscopic material such as glycerine or ethylene glycol in a gelatinous emulsion has been proposed in the art. This proposal, however, causes another problem which is raised due to the hygroscopic nature of the additive during the hightemperature storage of a light-sensitive gelatino silver halide photographic material.

It is accordingly the main object of this invention to provide a light-sensitive gelatino silver halide photographic material which is free from the aforementioned disadvantages. Another object of the invention is to provide a light-sensitive gelatino silver halide photographic film which has improved physical properties without sacrificing desired photographic performances.

Typical examples of cyclohexane compounds usable in this invention are l,4-cyclohexane-diol,

l ,4-cyclohexane-dimethanol,

1,3-cyclohexane-diol,

l ,2-cyclohexane-dimethanol,

l-methyl-3 ,4-cyclohexane-diol and 4-hydroxy-cyclohexane-methanol.

Among these, some can exist in the form of either cisor transcompounds, which are equally effective for. the purpose of the invention. Of course, a cisand trans-mixture is usable. The above-mentioned hexane compounds can be synthesized by the method described in .loumal of the American Chemical Society 76, 771 (1954). These cyclohexane compounds are normally solid and do not show any hygroscopic property unlike glycerine and ethylene glycol. In order to demonstrate this, moisture absorption of various compounds kept for 24 hours under relative humidity of 75 percent are measured. The results are set forth below.

Compound Moisture absorption (17) Glycerine 40% Ethylene glycol 29% l,4-Cyclohexane-diol 2% l,4-Cyclohexane-dimethanol l'ib l,3-Cycluhexanediol 2% l ,2-Cyclohexane'dimethanol l% l-MethyIS,4-cyclohexane-diol l.5%

The minimum effective amount of a cyclohexane compound usable in the invention usually 2 percent by weight, based on the weight of a protective colloid (e.g., gelatin). However, the optimum amount of the cyclohexane compound may vary depending on the type of the light-sensitive photographic material as intended. The cyclohexane compound can be also effective even when it is incorporatedinto a gelatin coating containing a natural or synthetic high-polymeric substance. Further, the cyclohexane compound may exist in any one of the layers constituting a light-sensitive photographic material,

said layers including an emulsion layer, an interlayer, a sublayer, an antihalation layer, a backing layer, a filter layer, a protective layer, etc., with the result that flexibility is improved and curling is prevented, with additional advantages which are decreased fogging, increased antistatic property and improved resistance against pressure or mechanical shocking.

The following examples will serve to show the invention in detail, without limiting the scope of the invention thereto. Example 1 To a light-sensitive gelatino silver iodobromide emulsion for X-ray film, percent by weight, based on the weight of gelatin, of l,4-cyclohexane-diol or l,4-cyclohexanedimethanol is added in the form of aqueous solution. lmmediately thereafter, the emulsion is coated on a cellulose triacetate film base to have a dry thickness of 200p and then dried. A light-sensitive film having an emulsioncoating of 10p. thick is obtained.

Several samples of 6X50 mm. are cut from this film and individually maintained at a relative humidity of 20 and 32 percent to determine curling. The result is set forth in Table 1.

TABLE 1 Curl cm. Sample 20% RH 32% RH Not added 018 0| 2 l,4-Cyclohexane-diol 0.06 0.04 l,4-Cyclohexane-dimethanol 0.08 0.06

In the table, curl" is expressed as an inverse number of radius of curvature. The data clearly indicate the effectiveness of the cyclohexane compounds used herein to improve physical property of the light-sensitive photographic film.

Example 2 To the same emulsion as used in Example 1, 30-percent by weight, based on the weight of gelatin, of l ,4-cyclohexane-diol or l,4-cyclohexane-dimethanol is added. The emulsion is then coated on a cellulosic triacetate film and dried to form a lightsensitive film.

Several samples are taken from this film. Each film sample is bent six times in a bending machine having the radius of curvature of 3 mm. Then the film sample is exposed to light through an optical wedge and then treated by development as specified in HS K-7604. Generally, increased fog due to bend ing is observed at the low-density portion while decreased sensitivity occuring at the bending point is observed at the highdensity portion. Pressure tolerance of the light-sensitive photographic film is considered as the inverse number of the density difference AD between the bent portion and the unbent portion. The result is set forth in Table 2.

TABLE 2 Density difference Sample D=0.4 D=0.8 l)=l .0

Not added 0.ll 0.06 -0.03 l ,4-Cyclohexane-diol 0.04 0.03 0.00 l,4-Cyclohexanc-dimethanol 0.04 0.04 0.01

graphic film obtained is subjected to sensitometry according to the method specified in HS K-7604. The result is set forth in TABLE 3.

The above data clearly indicate that use of the cyclohexane compounds is effective to remarkably reduce fog formation during the preparation of a light-sensitive photographic film,

without any adverse effect on the photographic properties. Example 4 The same emulsion as used in Example 3 is coated on a support and then coated thereon with a 2 percent gelatin liquid containing 20 percent, based on the weight of gelatin, of lmethyl-3,4-cyclohexane-diol. The resulting photographic film is improved inflexibility and curling as compared with that having a protective layer not containing l-methyl-3,4- cyclohexane-diol, with decrease of fog formation and without any adverse influence on photographic properties.

Example 5 To each of high-speed, red-, greenand blue-light-sensitive, color-negative photographic emulsions, percent by weight of 1-methyl-3,4-cyclohexane-diol is added. The high-speed, color-negative films prepared by these emulsions are measured in curling test as specified in Example 1. Remarkable improvement in coating properties is observed, without any adverse influence on photographic properties.

What we claim is:

l. A gelatinous photographic coating composition which comprises gelatin and at least 2 percent by weight based on the amount of gelatin of a cyclohexane compound of the general formula Wherein the two A groups may be the same or different and are selected from the group consisting of-Ol-l and -CH OH and B is selected from the group consisting of H and -CH with the proviso that when both A groups are OH and B is H, the A groups are in the 1,2 or 1,4 positions.

2. A gelatinous photographic coating composition as claimed in claim 1 wherein said cyclohexane compound is selected from the group consisting of l,4-cyclohexanediol,

l ,4-cyclohexane-dimethanol, 1,2-cyclohexanedimethanol, l-

methyl-3,4-cyclohexanediol methanol.

3. A gelatinous photographic coating composition as claimed in claim 1, wherein said composition is present as a photographic layer coated on a photographic film support.

4. A gelatinous photographic coating composition as claimed in claim 3, wherein said layer is a light-sensitive silver halide photographic emulsion layer, an interlayer, a sublayer, a backing layer, a filter layer or a protective layer.

and 4-hydroxy-cyclohexane-

Claims (3)

  1. 2. A gelatinous photographic coating composition as claimed in claim 1 wherein said cyclohexane compound is selected from the group consisting of 1,4-cyclohexanediol, 1,4-cyclohexane-dimethanol, 1,2-cyclohexanedimethanol, 1-methyl-3,4-cyclohexanediol and 4-hydroxy-cyclohexane-methanol.
  2. 3. A gelatinous photographic coating composition as claimed in claim 1, wherein said composition is present as a photographic layer coated on a photographic film support.
  3. 4. A gelatinous photographic coating composition as claimed in claim 3, wherein said layer is a light-sensitive silver halide photographic emulsion layer, an interlayer, a sublayer, a backing layer, a filter layer or a protective layer.
US3640721D 1969-08-19 1969-08-19 Gelatinous photographic coating composition Expired - Lifetime US3640721A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US85144769A true 1969-08-19 1969-08-19

Publications (1)

Publication Number Publication Date
US3640721A true US3640721A (en) 1972-02-08

Family

ID=25310786

Family Applications (1)

Application Number Title Priority Date Filing Date
US3640721D Expired - Lifetime US3640721A (en) 1969-08-19 1969-08-19 Gelatinous photographic coating composition

Country Status (1)

Country Link
US (1) US3640721A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4030920A (en) * 1976-04-12 1977-06-21 Eastman Kodak Company Processing compositions containing glycols for color transfer processes comprising direct positive silver halide developement
US4264717A (en) * 1978-10-21 1981-04-28 Agfa-Gevaert, A.G. Color photographic material and color photographic processes
US4357419A (en) * 1981-04-02 1982-11-02 Minnesota Mining And Manufacturing Company Covering power in films
EP0699952A1 (en) 1994-08-30 1996-03-06 AGFA-GEVAERT naamloze vennootschap A novel core-shell latex for use in photographic materials
EP0790526A1 (en) 1996-02-19 1997-08-20 AGFA-GEVAERT naamloze vennootschap Radiographic image forming film-screen system
US5807668A (en) * 1997-03-17 1998-09-15 Sterling Diagnostic Imaging, Inc. Hardening of hydrophilic colloids

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2960404A (en) * 1956-06-04 1960-11-15 Eastman Kodak Co Gelatin coating compositions
US3042524A (en) * 1958-02-12 1962-07-03 Gen Aniline & Film Corp Plasticized gelatin and related proteinaceous colloids
US3380828A (en) * 1965-08-02 1968-04-30 Eastman Kodak Co Antistain agents for spectrally sensitized silver halide photographic elements
CA804552A (en) * 1969-01-21 Keberle Wolfgang Photographic, gelatin-containing layers

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA804552A (en) * 1969-01-21 Keberle Wolfgang Photographic, gelatin-containing layers
US2960404A (en) * 1956-06-04 1960-11-15 Eastman Kodak Co Gelatin coating compositions
US3042524A (en) * 1958-02-12 1962-07-03 Gen Aniline & Film Corp Plasticized gelatin and related proteinaceous colloids
US3380828A (en) * 1965-08-02 1968-04-30 Eastman Kodak Co Antistain agents for spectrally sensitized silver halide photographic elements

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4030920A (en) * 1976-04-12 1977-06-21 Eastman Kodak Company Processing compositions containing glycols for color transfer processes comprising direct positive silver halide developement
US4264717A (en) * 1978-10-21 1981-04-28 Agfa-Gevaert, A.G. Color photographic material and color photographic processes
US4357419A (en) * 1981-04-02 1982-11-02 Minnesota Mining And Manufacturing Company Covering power in films
EP0699952A1 (en) 1994-08-30 1996-03-06 AGFA-GEVAERT naamloze vennootschap A novel core-shell latex for use in photographic materials
EP0790526A1 (en) 1996-02-19 1997-08-20 AGFA-GEVAERT naamloze vennootschap Radiographic image forming film-screen system
US5807668A (en) * 1997-03-17 1998-09-15 Sterling Diagnostic Imaging, Inc. Hardening of hydrophilic colloids

Similar Documents

Publication Publication Date Title
US3317322A (en) Photographic emulsions having high internal sensitivity
US3220839A (en) Photographic emulsions containing isothiourea derivatives
US3206313A (en) Chemically sensitized emulsions having low surface sensitivity and high internal sensitivity
US3236652A (en) Stabilized silver halide emulsions
US4004927A (en) Photographic light-sensitive material containing liquid organopolysiloxane
US5006451A (en) Photographic support material comprising an antistatic layer and a barrier layer
US2716062A (en) 4-hydroxy-6-alkyl-1, 3, 3a, 7-tetrazaindene stabilizers for emulsions sensitized with alkylene oxide polymers
DE69705350T3 (en) A process for preparing a photothermographic material
EP0084637B1 (en) Silver halide photographic light-sensitive material
US1600736A (en) Art of light-sensitive photographic materials
DE2736229C2 (en)
US3642486A (en) Vinylsulfonyl-containing compounds as hardening agents
US2423549A (en) Silver halide photographic emulsions sensitized by polyalkylene glycols
US3930867A (en) Macrocyclic polyamines as sensitizers for silver halide emulsions
US3359107A (en) Photographic element
US4260677A (en) Thermographic and photothermographic materials having silver salt complexes therein
US2592368A (en) Gelatine silver halide emulsion layer containing a dihydroxy diphenyl tanning developing agent
US3206311A (en) Stacked photosensitive elements
JP2986958B2 (en) High contrast photographic element containing an alkyl pyridinium group-containing aryl sulfonamidophenyl hydrazide
GB1570580A (en) Silver halide photographic light-sensitive materials
US3539644A (en) Bis(vinylsulfonylmethyl) ether
US3656955A (en) Silver halide emulsion sensitized with pentathiepane
US4229525A (en) Process for improving image-sharpness of photographic silver halide material
JPH0693083B2 (en) Photographic element and method for high contrast development
EP0443453B1 (en) Silver halide photographic emulsion and photographic light-sensitive material using the same