US2346090A - Photographic bleach-out layer - Google Patents

Photographic bleach-out layer Download PDF

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Publication number
US2346090A
US2346090A US455343A US45534342A US2346090A US 2346090 A US2346090 A US 2346090A US 455343 A US455343 A US 455343A US 45534342 A US45534342 A US 45534342A US 2346090 A US2346090 A US 2346090A
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Prior art keywords
bleaching
layer
dye
peroxide
out
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Expired - Lifetime
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US455343A
Inventor
Henry C Staehle
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Eastman Kodak Co
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Eastman Kodak Co
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Priority to US455343A priority Critical patent/US2346090A/en
Application granted granted Critical
Publication of US2346090A publication Critical patent/US2346090A/en
Anticipated expiration legal-status Critical
Application status is Expired - Lifetime legal-status Critical

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    • 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
    • G03C7/00Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/02Direct bleach-out processes; Materials therefor; Preparing or processing such materials

Description

Patented Apr. 4, 1944 UNITED STATES PATENT OFFICE I PHOTOGBAPHIC BLEACH-OUT LAYER Henry 0. Staehle, Rochester, N. E, minor to Eastman Kodak Company,

corporation of New Jersey Claims.

My invention relates to light-sensitive layers for photography, and more particularly to lightsensitive layers for the so-called bleaching out" process of photography.

As is well known, the bleaching-out. process of photography primarily consists of exposing to light a layer containing a. dye capable of being decolorized under influence of light. Various substances have been used in this process for the purpose of speeding up the printing of the photographic layer and the bleaching of the dye therefrom. For instance, hydrogen peroxide has been used to accelerate the bleaching, but due to the fact that it rapidly decomposes into oxygen and water, it is of little or no use. Similarly, metal peroxides such as barium peroxide have been tested'as bleaching accelerators, but have been found to beof little or no use.

In a bleaching-out process in. which the accelerator is incorporated in the photographic layer along with the dye, the special characteristics which the bleaching accelerator must have are thatit will keep indefinitely in intimate contact with the dye without adverse eiiects upon the dye, and yet is or may be caused to be available when required for bleaching. To meet these requirements, the accelerator should be relatively stable and non-volatile. Moreover, after the accelerator hasserved its purpose, it should be readily removable from the layer to prevent further bleaching of the dye in the unexposed area of the layer. It is now apparent why a relatively unstable peroxide such as hydrogen peroxide is unsuitable for the purpose.

Peroxide compounds relatively more stable than hydrogen peroxide, such as solid peroxides, would be suitable for use in the process since they have relatively low vapor pressures and are, therefore. substantially non-volatile under ordinary conditions.

One object of the present invention is to provide a photographic material for use in the bleaching-out process of photography.

Another object is to provide bleaching accelerator compounds of particular use in bleachins-out layers.

I have discovered a class otperoxide compounds, namely, solid organic peroxides which are eminently suitable for use in the bleaching- I out process and especially suitable for incorporation into bleaching-out layers. Typical solid organic peroxides which are found to besuitable for use in my invention are, ior example, benzoyl acetyl peroxide, and tetralin peroxideI-Ielv. Chim. Acta 15, 1390 (1932), and others.

These peroxides, especially benzoyl peroxide, have the property of being relatively stable in the dry state; however, upon treatment with moisture they gradually'decompose into ouanic acid and hydrogen peroxide. This property is especially useful in my process as will be apparent from the following description.

In the manner of my invention the peroxide compound is incorporated into the photographic layer along with the dye and the layer kept in the dry state until it is desired to make an exposure, then the layer is first moistened, then exposed, and finally treated with further moisture in the absence .of strong light to decompose the residual peroxide compound.

The photographic layer may contain as the hindingagent a high molecular weight colloidal material such as natural or synthetic resins, cellulose esters and the like. For example, cellulose nitrate or acetate, cellulose mixed esters, such as cellulose acetate propionate, resins such as polyvinyl acetate, cellulose others, etc. are

suitable.

The following examples illustrate my invention.

Example 1 ii baryta paper is coated with a solution oi the following composition:

After curing the paper it is stored in a dry place until required for use. The cellulose nitrate used in the above formula is a low viscosity highly alcohol soluble nitrate of nitrogen content of about 11 per cent. Before exposure the paper is moistened by exposure to humid air and following this exposed to strong light under asuitable pattern and finally exposed further to moist air to decompose the peroxide compound remaining in the layer. The paper is then dried. Where the colored layer has been exposed to light, the dye will be markedly destroyed. The

unexposed portions will be relatively unaffected.

The principal function of the peroxide is to inperoxlde, acetyl benzoyl peroxide, ascaridol, crease the rate of bleaching, that is. y having the peroxide present, the dye is bleached in a fraction oi the time required when no peroxide is used.

' Example 2 Grams Polyvinyl acet Methyl alonhnl Methylene Blue Benzoyl pernxifln If desired, the paper may first be coated with the composition of Example 1, minus either the dye or peroxide compound, followed by a coating from the solution of Example 2 containing either dye or peroxide compound depending upon which was used in the undercoat. After curing, the paper is stored in a dry place. The bleaching-out paper thus prepared may be processed as described in Example 1.

Example "3 A baryta paper is coated with a subbing layer from a composition such as shown in Example 1, preferably containing no dye or peroxide compound. This subbing layer is then overcoated with a bleaching-out'layer containing cellulose acetate 38 per cent acetyl, as the binding agent, from the following solution.

Grams In theproduction of other bleaching-out papers prepared in a manner similar to that shown in the preceding examples, other organic peroxide compounds may be used in place of benzoyl peroxide, and similarly, other dyes maybe substituted for the particular dye of the examples. In addition, it it is so desired, instead of coating a baryta paper one may use "for the supp rt a cellulose ester as, tor example, cellulose nitrate and coat this support with a' solution or dye, organic peroxide compound and cellul'osic or resin binder from a solvent combination such as shown in Example 1. It is not necessary that the coating composition be entirely free from water since peroxides are slowly decomposed in water. A-

cordingly, other binding agents which can be coated from aqueous organic solvent solution are suitable for use in the layers of my invention.

Other dyes suitable for use in the bleaching-out layers or my invention may for example be Rhodamine, Curcumin, Brilliant Green, Pyronine G, Rosinduline, etc.

Obviously, my invention is not limited to the foregoing examples or the described methods given therein, and Kris tobe understood that the agent, a bleaching-out dye, and a solid organic peroxide compound as an accelerator for bleaching said dye, and coating a layer from the composition.

2. The method of forming a photographic layer for the bleaching-out process which comprises dissolving in organic solvent medium substantially free of water, a binding agent, a bleachingout dye, and a solid organic peroxide compound as an accelerator for bleaching said dye, and coating a layer from the composition.

3. The method of forming a photographic layer for the bleaching-out process'which comprises dissolving in organic solvent medium a binding agent, a bleaching-out dye, and benzoyl peroxide as an accelerator for bleaching said dye, and coating a layer from the composition.

4. The method of forming pictures in the bleaching-out process of photography which comprises moistening a photographic layer having a binding agentand uniformly dispersed therein a bleaching-out dye and a solid organic peroxide as an accelerator tor bleaching said dye, exposing said layer througha pattern, and treating.

.layer through a pattern, and treating said layer with additional moisture to decompose any undecomposed peroxide in the layer.

HENRY c. srAnr-nn.

US455343A 1942-08-19 1942-08-19 Photographic bleach-out layer Expired - Lifetime US2346090A (en)

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Cited By (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2518710A (en) * 1948-03-27 1950-08-15 Gen Aniline & Film Corp Lumazines and alloxazines as catalysts in dye bleach baths for color photography
US2844465A (en) * 1954-03-17 1958-07-22 Chalkley Lyman Photographic process
US3765890A (en) * 1970-11-17 1973-10-16 Agfa Gevaert Ag Organic hydrogen peroxide addition compounds for vesicular image formation processes
US3892569A (en) * 1972-12-04 1975-07-01 Gen Film Dev Corp Photosensitive sheets comprising organic dyes and sensitizers
US5185233A (en) * 1986-04-11 1993-02-09 Canon Kabushiki Kaisha Method of optical recording employing free radicals
US5616443A (en) * 1993-08-05 1997-04-01 Kimberly-Clark Corporation Substrate having a mutable colored composition thereon
US5643356A (en) * 1993-08-05 1997-07-01 Kimberly-Clark Corporation Ink for ink jet printers
US5645964A (en) * 1993-08-05 1997-07-08 Kimberly-Clark Corporation Digital information recording media and method of using same
US5681380A (en) * 1995-06-05 1997-10-28 Kimberly-Clark Worldwide, Inc. Ink for ink jet printers
US5685754A (en) * 1994-06-30 1997-11-11 Kimberly-Clark Corporation Method of generating a reactive species and polymer coating applications therefor
US5700850A (en) * 1993-08-05 1997-12-23 Kimberly-Clark Worldwide Colorant compositions and colorant stabilizers
US5721287A (en) * 1993-08-05 1998-02-24 Kimberly-Clark Worldwide, Inc. Method of mutating a colorant by irradiation
US5733693A (en) * 1993-08-05 1998-03-31 Kimberly-Clark Worldwide, Inc. Method for improving the readability of data processing forms
US5739175A (en) * 1995-06-05 1998-04-14 Kimberly-Clark Worldwide, Inc. Photoreactor composition containing an arylketoalkene wavelength-specific sensitizer
US5747550A (en) * 1995-06-05 1998-05-05 Kimberly-Clark Worldwide, Inc. Method of generating a reactive species and polymerizing an unsaturated polymerizable material
US5773182A (en) * 1993-08-05 1998-06-30 Kimberly-Clark Worldwide, Inc. Method of light stabilizing a colorant
US5782963A (en) * 1996-03-29 1998-07-21 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US5786132A (en) * 1995-06-05 1998-07-28 Kimberly-Clark Corporation Pre-dyes, mutable dye compositions, and methods of developing a color
US5798015A (en) * 1995-06-05 1998-08-25 Kimberly-Clark Worldwide, Inc. Method of laminating a structure with adhesive containing a photoreactor composition
US5811199A (en) * 1995-06-05 1998-09-22 Kimberly-Clark Worldwide, Inc. Adhesive compositions containing a photoreactor composition
US5837429A (en) * 1995-06-05 1998-11-17 Kimberly-Clark Worldwide Pre-dyes, pre-dye compositions, and methods of developing a color
US5849411A (en) * 1995-06-05 1998-12-15 Kimberly-Clark Worldwide, Inc. Polymer film, nonwoven web and fibers containing a photoreactor composition
US5855655A (en) * 1996-03-29 1999-01-05 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US5865471A (en) * 1993-08-05 1999-02-02 Kimberly-Clark Worldwide, Inc. Photo-erasable data processing forms
US5885337A (en) * 1995-11-28 1999-03-23 Nohr; Ronald Sinclair Colorant stabilizers
US5891229A (en) * 1996-03-29 1999-04-06 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US6008268A (en) * 1994-10-21 1999-12-28 Kimberly-Clark Worldwide, Inc. Photoreactor composition, method of generating a reactive species, and applications therefor
US6017661A (en) * 1994-11-09 2000-01-25 Kimberly-Clark Corporation Temporary marking using photoerasable colorants
US6017471A (en) * 1993-08-05 2000-01-25 Kimberly-Clark Worldwide, Inc. Colorants and colorant modifiers
US6033465A (en) * 1995-06-28 2000-03-07 Kimberly-Clark Worldwide, Inc. Colorants and colorant modifiers
US6071979A (en) * 1994-06-30 2000-06-06 Kimberly-Clark Worldwide, Inc. Photoreactor composition method of generating a reactive species and applications therefor
US6099628A (en) * 1996-03-29 2000-08-08 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US6211383B1 (en) 1993-08-05 2001-04-03 Kimberly-Clark Worldwide, Inc. Nohr-McDonald elimination reaction
US6228157B1 (en) 1998-07-20 2001-05-08 Ronald S. Nohr Ink jet ink compositions
US6242057B1 (en) 1994-06-30 2001-06-05 Kimberly-Clark Worldwide, Inc. Photoreactor composition and applications therefor
US6265458B1 (en) 1998-09-28 2001-07-24 Kimberly-Clark Worldwide, Inc. Photoinitiators and applications therefor
US6277897B1 (en) 1998-06-03 2001-08-21 Kimberly-Clark Worldwide, Inc. Photoinitiators and applications therefor
US6294698B1 (en) 1999-04-16 2001-09-25 Kimberly-Clark Worldwide, Inc. Photoinitiators and applications therefor
US6331056B1 (en) 1999-02-25 2001-12-18 Kimberly-Clark Worldwide, Inc. Printing apparatus and applications therefor
US6368395B1 (en) 1999-05-24 2002-04-09 Kimberly-Clark Worldwide, Inc. Subphthalocyanine colorants, ink compositions, and method of making the same
US6368396B1 (en) 1999-01-19 2002-04-09 Kimberly-Clark Worldwide, Inc. Colorants, colorant stabilizers, ink compositions, and improved methods of making the same
US6486227B2 (en) 2000-06-19 2002-11-26 Kimberly-Clark Worldwide, Inc. Zinc-complex photoinitiators and applications therefor
US6503559B1 (en) 1998-06-03 2003-01-07 Kimberly-Clark Worldwide, Inc. Neonanoplasts and microemulsion technology for inks and ink jet printing
US6524379B2 (en) 1997-08-15 2003-02-25 Kimberly-Clark Worldwide, Inc. Colorants, colorant stabilizers, ink compositions, and improved methods of making the same

Cited By (62)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2518710A (en) * 1948-03-27 1950-08-15 Gen Aniline & Film Corp Lumazines and alloxazines as catalysts in dye bleach baths for color photography
US2844465A (en) * 1954-03-17 1958-07-22 Chalkley Lyman Photographic process
US3765890A (en) * 1970-11-17 1973-10-16 Agfa Gevaert Ag Organic hydrogen peroxide addition compounds for vesicular image formation processes
US3892569A (en) * 1972-12-04 1975-07-01 Gen Film Dev Corp Photosensitive sheets comprising organic dyes and sensitizers
US5185233A (en) * 1986-04-11 1993-02-09 Canon Kabushiki Kaisha Method of optical recording employing free radicals
US5908495A (en) * 1993-08-05 1999-06-01 Nohr; Ronald Sinclair Ink for ink jet printers
US5643701A (en) * 1993-08-05 1997-07-01 Kimberly-Clark Corporation Electrophotgraphic process utilizing mutable colored composition
US5616443A (en) * 1993-08-05 1997-04-01 Kimberly-Clark Corporation Substrate having a mutable colored composition thereon
US5645964A (en) * 1993-08-05 1997-07-08 Kimberly-Clark Corporation Digital information recording media and method of using same
US6211383B1 (en) 1993-08-05 2001-04-03 Kimberly-Clark Worldwide, Inc. Nohr-McDonald elimination reaction
US5683843A (en) * 1993-08-05 1997-11-04 Kimberly-Clark Corporation Solid colored composition mutable by ultraviolet radiation
US6127073A (en) * 1993-08-05 2000-10-03 Kimberly-Clark Worldwide, Inc. Method for concealing information and document for securely communicating concealed information
US6120949A (en) * 1993-08-05 2000-09-19 Kimberly-Clark Worldwide, Inc. Photoerasable paint and method for using photoerasable paint
US5700850A (en) * 1993-08-05 1997-12-23 Kimberly-Clark Worldwide Colorant compositions and colorant stabilizers
US6066439A (en) * 1993-08-05 2000-05-23 Kimberly-Clark Worldwide, Inc. Instrument for photoerasable marking
US5721287A (en) * 1993-08-05 1998-02-24 Kimberly-Clark Worldwide, Inc. Method of mutating a colorant by irradiation
US5733693A (en) * 1993-08-05 1998-03-31 Kimberly-Clark Worldwide, Inc. Method for improving the readability of data processing forms
US6060223A (en) * 1993-08-05 2000-05-09 Kimberly-Clark Worldwide, Inc. Plastic article for colored printing and method for printing on a colored plastic article
US6054256A (en) * 1993-08-05 2000-04-25 Kimberly-Clark Worldwide, Inc. Method and apparatus for indicating ultraviolet light exposure
US5773182A (en) * 1993-08-05 1998-06-30 Kimberly-Clark Worldwide, Inc. Method of light stabilizing a colorant
US6017471A (en) * 1993-08-05 2000-01-25 Kimberly-Clark Worldwide, Inc. Colorants and colorant modifiers
US6060200A (en) * 1993-08-05 2000-05-09 Kimberly-Clark Worldwide, Inc. Photo-erasable data processing forms and methods
US5865471A (en) * 1993-08-05 1999-02-02 Kimberly-Clark Worldwide, Inc. Photo-erasable data processing forms
US5858586A (en) * 1993-08-05 1999-01-12 Kimberly-Clark Corporation Digital information recording media and method of using same
US5643356A (en) * 1993-08-05 1997-07-01 Kimberly-Clark Corporation Ink for ink jet printers
US6342305B1 (en) 1993-09-10 2002-01-29 Kimberly-Clark Corporation Colorants and colorant modifiers
US6242057B1 (en) 1994-06-30 2001-06-05 Kimberly-Clark Worldwide, Inc. Photoreactor composition and applications therefor
US5685754A (en) * 1994-06-30 1997-11-11 Kimberly-Clark Corporation Method of generating a reactive species and polymer coating applications therefor
US5686503A (en) * 1994-06-30 1997-11-11 Kimberly-Clark Corporation Method of generating a reactive species and applications therefor
US6090236A (en) * 1994-06-30 2000-07-18 Kimberly-Clark Worldwide, Inc. Photocuring, articles made by photocuring, and compositions for use in photocuring
US6071979A (en) * 1994-06-30 2000-06-06 Kimberly-Clark Worldwide, Inc. Photoreactor composition method of generating a reactive species and applications therefor
US5709955A (en) * 1994-06-30 1998-01-20 Kimberly-Clark Corporation Adhesive composition curable upon exposure to radiation and applications therefor
US6008268A (en) * 1994-10-21 1999-12-28 Kimberly-Clark Worldwide, Inc. Photoreactor composition, method of generating a reactive species, and applications therefor
US6017661A (en) * 1994-11-09 2000-01-25 Kimberly-Clark Corporation Temporary marking using photoerasable colorants
US6235095B1 (en) 1994-12-20 2001-05-22 Ronald Sinclair Nohr Ink for inkjet printers
US5849411A (en) * 1995-06-05 1998-12-15 Kimberly-Clark Worldwide, Inc. Polymer film, nonwoven web and fibers containing a photoreactor composition
US5747550A (en) * 1995-06-05 1998-05-05 Kimberly-Clark Worldwide, Inc. Method of generating a reactive species and polymerizing an unsaturated polymerizable material
US5739175A (en) * 1995-06-05 1998-04-14 Kimberly-Clark Worldwide, Inc. Photoreactor composition containing an arylketoalkene wavelength-specific sensitizer
US5681380A (en) * 1995-06-05 1997-10-28 Kimberly-Clark Worldwide, Inc. Ink for ink jet printers
US6063551A (en) * 1995-06-05 2000-05-16 Kimberly-Clark Worldwide, Inc. Mutable dye composition and method of developing a color
US5786132A (en) * 1995-06-05 1998-07-28 Kimberly-Clark Corporation Pre-dyes, mutable dye compositions, and methods of developing a color
US5811199A (en) * 1995-06-05 1998-09-22 Kimberly-Clark Worldwide, Inc. Adhesive compositions containing a photoreactor composition
US5798015A (en) * 1995-06-05 1998-08-25 Kimberly-Clark Worldwide, Inc. Method of laminating a structure with adhesive containing a photoreactor composition
US5837429A (en) * 1995-06-05 1998-11-17 Kimberly-Clark Worldwide Pre-dyes, pre-dye compositions, and methods of developing a color
US6033465A (en) * 1995-06-28 2000-03-07 Kimberly-Clark Worldwide, Inc. Colorants and colorant modifiers
US6168655B1 (en) 1995-11-28 2001-01-02 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US5885337A (en) * 1995-11-28 1999-03-23 Nohr; Ronald Sinclair Colorant stabilizers
US5891229A (en) * 1996-03-29 1999-04-06 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US5855655A (en) * 1996-03-29 1999-01-05 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US5782963A (en) * 1996-03-29 1998-07-21 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US6168654B1 (en) 1996-03-29 2001-01-02 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US6099628A (en) * 1996-03-29 2000-08-08 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US6524379B2 (en) 1997-08-15 2003-02-25 Kimberly-Clark Worldwide, Inc. Colorants, colorant stabilizers, ink compositions, and improved methods of making the same
US6277897B1 (en) 1998-06-03 2001-08-21 Kimberly-Clark Worldwide, Inc. Photoinitiators and applications therefor
US6503559B1 (en) 1998-06-03 2003-01-07 Kimberly-Clark Worldwide, Inc. Neonanoplasts and microemulsion technology for inks and ink jet printing
US6228157B1 (en) 1998-07-20 2001-05-08 Ronald S. Nohr Ink jet ink compositions
US6265458B1 (en) 1998-09-28 2001-07-24 Kimberly-Clark Worldwide, Inc. Photoinitiators and applications therefor
US6368396B1 (en) 1999-01-19 2002-04-09 Kimberly-Clark Worldwide, Inc. Colorants, colorant stabilizers, ink compositions, and improved methods of making the same
US6331056B1 (en) 1999-02-25 2001-12-18 Kimberly-Clark Worldwide, Inc. Printing apparatus and applications therefor
US6294698B1 (en) 1999-04-16 2001-09-25 Kimberly-Clark Worldwide, Inc. Photoinitiators and applications therefor
US6368395B1 (en) 1999-05-24 2002-04-09 Kimberly-Clark Worldwide, Inc. Subphthalocyanine colorants, ink compositions, and method of making the same
US6486227B2 (en) 2000-06-19 2002-11-26 Kimberly-Clark Worldwide, Inc. Zinc-complex photoinitiators and applications therefor

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