Search Images Maps Play YouTube News Gmail Drive More »
Sign in
Screen reader users: click this link for accessible mode. Accessible mode has the same essential features but works better with your reader.


  1. Advanced Patent Search
Publication numberUS2328166 A
Publication typeGrant
Publication date31 Aug 1943
Filing date2 Dec 1939
Priority date3 Dec 1938
Publication numberUS 2328166 A, US 2328166A, US-A-2328166, US2328166 A, US2328166A
InventorsAndre Polgar, Charles Halmos
Original AssigneeAndre Polgar, Charles Halmos
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Manufacture of photographic bleaching layers
US 2328166 A
Abstract  available in
Previous page
Next page
Claims  available in
Description  (OCR text may contain errors)

Patented Aug. 31, 1943 MANUFACTURE OF PHOTOGRAPHI BLEACHING LAYERS Andr Polgar and Charlcs Halmos, Paris, France;

vested in the Alien Property Custodian No Drawing. Application December 2, 1939, Serial No. 307,324. In France December 3, 1938 7 Claims.

The present invention has for object improvements in the manufacture of photographic bleaching layers, said improvements being adapted-to improve the quality of said layers and their preserving capacity.

It is known that bleaching layers, in particular those which are prepared with sensitisers the action of which is sufilciently high for them to be used practically, as for instance certain thiocarbamic derivatives, and more particularly sensitisers which are soluble in water, such as they are defined in the French patent in the name of the applicants filed on March 16, 1938, for: Process i or the preparation of photographic bleaching layers and suitable sensitisers, can only be kept for a short time before being exposed to light. At the end of a greater or less period of time, a coloured .residue is formed in the layer which is no longer sensitive to light and does not become discoloured when exposed. On the other hand, a reversibility or bleaching after exposure, is'noticed, particularly after wetting the prints with water or with other liquids (fixing liquids, etc.) or if the prints are allowed to stay in the air, or if they are exposed to heat. This recoloration takes place instantaneously when certain dyestuffs for instance oxazines, are used.

These disadvantages are produced by reactions independent of light, and which probably take place between the active derivatives (sensitisers), the dye-stuns and the support. Said reaction appear to be of a non photo-chemical nature, indicated for instance by .a relatively high coeiilcient of temperature. Now, it has been found, according to the present invention, that particularly stable bleaching layers are obtained, which are of very good keeping qualities, do not form coloured residues, are non reversible, in short, present only the required photo-chemical reactions, if, in the layers there are introduced,

or if said layers are treated with, organic compounds answering to the general formulae:

l Ru

i As compounds suitable for the present process, there can be cited, by way of non limiting examples, acyl-amides, carbamides, sulphocarb'amides (except the known sensitisers) amidines,

guanidines, hydrazides, hydrazidines, acylhydroxamines, imi'doethers, various heterocyclic compounds, the formulaof which corresponds to the general formulae indicated, etc., as well as their derivatives and their salts.

For the preparation of the aqueous layers,'acid amides are especially suitable, in particular those which, by hygroscopicity, retain the dampness necessary for the satisfactory operation of the layer. Very good results have been obtained with acetamide. The layers thus formed presented, even in presence of sulphuric acid, a stability exceeding six months, sometimes more and did not present recolorations. In certain cases, the simultaneous use of hygroscopic agents (such for instance as glycerol) is recommended.

By way of non limiting examples, various formulae for the preparation ofbleaching layers according to the invention will be given hereinafter.

Example 1.The solution for the bleaching layer; is prepared by dissolving 1 gram of basic dye-stuffs in 2 grams of hydrochloric acid and 100 grams of water containing 2% of gelatine.

15 grams of N-di- 3-oxethyl-N'allyl-sulpho-urea are added and finally 20 grams of acetamide.

Example 2.In 100 grams of water are dissolved 6 grams of gelatine, /2 gram of Nile blue sulphate, and 5 grams of N bis (-5, A, dioxypropyl)-N-allyl-sulpho-urea, 10 grams of sulphourea and 5 grams of glycerol are added.

Example 3.A bleaching solution similar to that of Example 1 is prepared, and 15 grams of monochloracetamide and 10 grams of glycerol are added. It is applied on paper and exposed to an arc lamp.

Example 4.In 200 grams of water are dissolved 10 grams of gelatine, 6 grams of Capri blue, 4 grams of sulphopyronine G sulphate, 8 grams of methoxyresorcin-benzeine chloride. 500 grams 01' a 20% alcoholic solution 01' diethylallyl-sulpho-urea, 100 grams of N-di-p-oxyethyl- Nallylsulpho-urea and 50 grams of N-B-oxyethyl-N'allyl-sulpho-urea and finally grams of oxamide are gradually added. 20 grams of this solution is spreadout on a square meter of baryta paper.

Example 5.Ordinary photographic support paper is acidified with diluted sulphuric acid and it is coated with 20 grams of the following solution: grams of water, 10 grams of gelatine and 10 grams of propionyl-hydrazide. Then a sitized paper for photographicbleaching.

Example 7.-30 grams oi cellulose acetate are dissolved in 200 grams of acetone. To this solution are added, 50 grams of methyl alcohol containing 0.08 gram of brilliant cresyl blue, 0.05

gram of sulphorhodamine and 0.10 gram of thio-- fiuoressceine, and then 10 grams of oxalic acid, 12 grains of diethylallyl-sulpho-urea and 10 grams of succinimide are added. Finally, the solution is run on a transparent film.

Example 8.--A bleaching solution is prepared with 5 grams of basic dye-stuffs and 300 grams of 2% sulphuric acid, 30 grams of thiosinamine and 50 grams of diethyanolallylsulpho-urea. Finally, 35 grams of imidazole chlorhydrate are added.

Example 9.-An aqueous solution of crystallized violet sensitised by thiosinamine is spread out on paper. A solution of diacetylimine is then applied.

We claim:

1. In a process for manufacturing photographic bleaching layers, the step consisting in introducing in the compositionoi these layers an organic compound the constitution of which can be set forth by one of the tautomer formulae:

in which X represents an element of the oxygen series selected from a group consisting of 0, Se, Te, and R1, R2, R3 each represents a saturated monovalent element, radical or group with the exception of compounds having a sensitizing power, by choosing the organic compounds in question among the compounds belonging to the following classes: acyl amides, acyl imides, amidines, guanidines, hydrazides, hydrazidines, hy-

, droxamic acids, imido-ethers and carbamides.

sition of these layers an amidine.

5. In a process for manufacturing photographic bleaching layers as defined in claim 1, the step consisting in introducing in the composition of these layers a guanidine.

6. In the process of manufacturing photographic bleaching layers, as defined in claim 1 in which the organic compound introduced is an acylamide.

7. In the process of manufacturing photographic bleaching layers, as defined in claim 1 in which the organic compound introduced is an acylimide.

an Potash.

Referenced by
Citing PatentFiling datePublication dateApplicantTitle
US5616443 *1 Jun 19951 Apr 1997Kimberly-Clark CorporationSubstrate having a mutable colored composition thereon
US5643356 *5 Jun 19951 Jul 1997Kimberly-Clark CorporationInk for ink jet printers
US5643701 *1 Jun 19951 Jul 1997Kimberly-Clark CorporationElectrophotgraphic process utilizing mutable colored composition
US5645964 *5 Jun 19958 Jul 1997Kimberly-Clark CorporationDigital information recording media and method of using same
US5681380 *19 Dec 199628 Oct 1997Kimberly-Clark Worldwide, Inc.Ink for ink jet printers
US5683843 *22 Feb 19954 Nov 1997Kimberly-Clark CorporationSolid colored composition mutable by ultraviolet radiation
US5685754 *19 May 199511 Nov 1997Kimberly-Clark CorporationMethod of generating a reactive species and polymer coating applications therefor
US5686503 *22 Jan 199611 Nov 1997Kimberly-Clark CorporationMethod of generating a reactive species and applications therefor
US5700850 *5 Jun 199523 Dec 1997Kimberly-Clark WorldwideColorant compositions and colorant stabilizers
US5709955 *16 Oct 199620 Jan 1998Kimberly-Clark CorporationAdhesive composition curable upon exposure to radiation and applications therefor
US5721287 *5 Jun 199524 Feb 1998Kimberly-Clark Worldwide, Inc.Method of mutating a colorant by irradiation
US5733693 *2 Jan 199731 Mar 1998Kimberly-Clark Worldwide, Inc.Method for improving the readability of data processing forms
US5739175 *5 Jun 199514 Apr 1998Kimberly-Clark Worldwide, Inc.Photoreactor composition containing an arylketoalkene wavelength-specific sensitizer
US5747550 *5 Jun 19955 May 1998Kimberly-Clark Worldwide, Inc.Method of generating a reactive species and polymerizing an unsaturated polymerizable material
US5773182 *5 Jun 199530 Jun 1998Kimberly-Clark Worldwide, Inc.Method of light stabilizing a colorant
US5782963 *27 Nov 199621 Jul 1998Kimberly-Clark Worldwide, Inc.Colorant stabilizers
US5786132 *29 May 199628 Jul 1998Kimberly-Clark CorporationPre-dyes, mutable dye compositions, and methods of developing a color
US5798015 *5 Jun 199525 Aug 1998Kimberly-Clark Worldwide, Inc.Method of laminating a structure with adhesive containing a photoreactor composition
US5811199 *5 Jun 199522 Sep 1998Kimberly-Clark Worldwide, Inc.Adhesive compositions containing a photoreactor composition
US5837429 *5 Jun 199617 Nov 1998Kimberly-Clark WorldwidePre-dyes, pre-dye compositions, and methods of developing a color
US5849411 *5 Jun 199515 Dec 1998Kimberly-Clark Worldwide, Inc.Polymer film, nonwoven web and fibers containing a photoreactor composition
US5855655 *15 Apr 19975 Jan 1999Kimberly-Clark Worldwide, Inc.Colorant stabilizers
US5858586 *16 May 199712 Jan 1999Kimberly-Clark CorporationDigital information recording media and method of using same
US5865471 *21 Dec 19942 Feb 1999Kimberly-Clark Worldwide, Inc.Photo-erasable data processing forms
US5885337 *31 Oct 199723 Mar 1999Nohr; Ronald SinclairColorant stabilizers
US5891229 *31 Jul 19976 Apr 1999Kimberly-Clark Worldwide, Inc.Colorant stabilizers
US5908495 *24 Sep 19971 Jun 1999Nohr; Ronald SinclairInk for ink jet printers
US6008268 *22 Jan 199828 Dec 1999Kimberly-Clark Worldwide, Inc.Photoreactor composition, method of generating a reactive species, and applications therefor
US6017471 *23 Apr 199725 Jan 2000Kimberly-Clark Worldwide, Inc.Colorants and colorant modifiers
US6017661 *8 Oct 199725 Jan 2000Kimberly-Clark CorporationTemporary marking using photoerasable colorants
US6033465 *5 Apr 19967 Mar 2000Kimberly-Clark Worldwide, Inc.Colorants and colorant modifiers
US6054256 *3 Dec 199825 Apr 2000Kimberly-Clark Worldwide, Inc.Method and apparatus for indicating ultraviolet light exposure
US6060200 *3 Feb 19989 May 2000Kimberly-Clark Worldwide, Inc.Photo-erasable data processing forms and methods
US6060223 *3 Dec 19989 May 2000Kimberly-Clark Worldwide, Inc.Plastic article for colored printing and method for printing on a colored plastic article
US6063551 *16 Nov 199816 May 2000Kimberly-Clark Worldwide, Inc.Mutable dye composition and method of developing a color
US6066439 *3 Dec 199823 May 2000Kimberly-Clark Worldwide, Inc.Instrument for photoerasable marking
US6071979 *26 Dec 19976 Jun 2000Kimberly-Clark Worldwide, Inc.Photoreactor composition method of generating a reactive species and applications therefor
US6090236 *31 Dec 199718 Jul 2000Kimberly-Clark Worldwide, Inc.Photocuring, articles made by photocuring, and compositions for use in photocuring
US6099628 *23 Jan 19978 Aug 2000Kimberly-Clark Worldwide, Inc.Colorant stabilizers
US6120949 *3 Dec 199819 Sep 2000Kimberly-Clark Worldwide, Inc.Photoerasable paint and method for using photoerasable paint
US6127073 *3 Dec 19983 Oct 2000Kimberly-Clark Worldwide, Inc.Method for concealing information and document for securely communicating concealed information
US61686546 Apr 19992 Jan 2001Kimberly-Clark Worldwide, Inc.Colorant stabilizers
US616865515 Dec 19982 Jan 2001Kimberly-Clark Worldwide, Inc.Colorant stabilizers
US621138310 Feb 19983 Apr 2001Kimberly-Clark Worldwide, Inc.Nohr-McDonald elimination reaction
US622815720 Jul 19998 May 2001Ronald S. NohrInk jet ink compositions
US62350951 Jun 199922 May 2001Ronald Sinclair NohrInk for inkjet printers
US624205729 Apr 19985 Jun 2001Kimberly-Clark Worldwide, Inc.Photoreactor composition and applications therefor
US626545828 Sep 199924 Jul 2001Kimberly-Clark Worldwide, Inc.Photoinitiators and applications therefor
US62778973 Jun 199921 Aug 2001Kimberly-Clark Worldwide, Inc.Photoinitiators and applications therefor
US629469816 Apr 199925 Sep 2001Kimberly-Clark Worldwide, Inc.Photoinitiators and applications therefor
US633105624 Feb 200018 Dec 2001Kimberly-Clark Worldwide, Inc.Printing apparatus and applications therefor
US634230528 Dec 199929 Jan 2002Kimberly-Clark CorporationColorants and colorant modifiers
US636839512 May 20009 Apr 2002Kimberly-Clark Worldwide, Inc.Subphthalocyanine colorants, ink compositions, and method of making the same
US636839619 Jan 20009 Apr 2002Kimberly-Clark Worldwide, Inc.Colorants, colorant stabilizers, ink compositions, and improved methods of making the same
US648622719 Jun 200126 Nov 2002Kimberly-Clark Worldwide, Inc.Zinc-complex photoinitiators and applications therefor
US65035593 Jun 19997 Jan 2003Kimberly-Clark Worldwide, Inc.Neonanoplasts and microemulsion technology for inks and ink jet printing
US652437912 Jan 200125 Feb 2003Kimberly-Clark Worldwide, Inc.Colorants, colorant stabilizers, ink compositions, and improved methods of making the same
U.S. Classification430/339
International ClassificationG03C7/28, G03C7/02
Cooperative ClassificationG03C7/28, G03C7/02
European ClassificationG03C7/02, G03C7/28