Classifications

• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
  • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
  • G03F7/004—Photosensitive materials
  • G03F7/038—Macromolecular compounds which are rendered insoluble or differentially wettable
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
  • Y10S430/1053—Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
  • Y10S430/1055—Radiation sensitive composition or product or process of making
  • Y10S430/106—Binder containing
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
  • Y10S430/1053—Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
  • Y10S430/1055—Radiation sensitive composition or product or process of making
  • Y10S430/114—Initiator containing
  • Y10S430/126—Halogen compound containing

Definitions

• Patented June 1 1926 UNITED STATES PATENT OFFICE.
• MURRAY C BEEBE, ALEXANDER MURRAY, AND HAROLD V. HERLINGER, OF CINCIN- NATI, OHIO, ASSIGNORS TO THE WADSWORTH WATCH CASE COMPANY, OF DAYTON,
• Our invention relates particularly to an improved photographic process, wherein synthetic resins are employed as media for producing an image, design, or character,
• a class of materials which is sensitive to the action of light to a greater or less degree, without the addition of accelerators, or sensitizers, but with which suitable sensitizers may be incorporated; a class of materials which produces a print which is readil developable with simple solvents; which a fords a medium which forms an unusually good resist against the action of etching agents when the developed print is on a surface that is to be subsequently etched, for
• the principal ingredients which we use have not been classed hitherto with photographic materials.
• the class of compounds which has been found by us to possess remarkable adaptability to the preparation of light-sensitive media includes that group of materials containing five memberedmonohe'terocyclic compounds, comprising the furfuranepyrrol-th1ophene group, derived from the following parent compounds. Typical examples of these compounds are here given:
• a resin may be produced by condensing furfural through the use of variousreagents, such as aniline, hydrochloric acid, ammonia, acetone, methyl ethyl ketone, alpha-naphthylamine, sodium hydroxide, etc. While the production of resins of this general character is known and described in the literature, it has not been known hitherto that such synthetic resins can be employed advantageously in the photographic arts.
• the resins,or resin-like materials, produced from the compounds referred to above appear to be condensations, or polymerizations.
• Our invention in one aspect, lies in the application of one or more of these fivemembered ring, heterocyclic compounds referred to above, or derivatives of the same, to photographic. purposes;
• such materials are applied as a film to a metallic surface, a lass surface,'or other desired surface, as by owing, spreading, or I otherwise, preferably in the form of a solution of the resin having a consistency of a lacquer, or thin solution, they are so sensitive to 1i ht as to enable them to be readily utilized for photographic purposes.
• Photographic images may be formed readily in such media, and may be developed through the use of suitable solvents, selective dyeing, or the like.
• Screenless photo litho-plates may be produced from continuous-tone negatives because the coating becomes variably permeable to etching reagents in an inverse ratio to the light intensity of the luminous rays to which the coating has been exposed.
• a mixture of 100 grams of furfural and 100 grams of concentrated ammonium hydroxide is introduced into a flask at room temperature. Condensation may be effected under gentle heating, if necessary.
• the resinous product is dried, after being separated from the-entrained water, by heating to 105 degrees C. for an hour, and, when dissolved in benzene or acetone, is applied as a thin film onto the surface upon which the photographic print is to be made. Printing may be done by contact or by optical projection as desired, the time varying frogn one to five minutes, depending on the den ity of the negative, etc. After printing the image may be developed in a 25% solution of benzol (benzene) in turpentine which gives good results.
• the sensitivity can be increased by adding a halo en source, such as small percentages of i0 oform, methyl iodide, iodine, or ammonium bichromate, so that contact prints are produced under an are light in two and one-half minutes, instead of five,
• a halo en source such as small percentages of i0 oform, methyl iodide, iodine, or ammonium bichromate
• a condensation product is produced by applying heat at about 100 degrees C. to 90 ams of furfural in 58 grams of acetone combined with 100 grams of concentrated solution of sodium hydroxide, as a condens ing agent, in a reflux condenser for half an hour.
• the resulting product is somewhat viscous, and may be directly diluted by a suitable thinner, such as benzol, or acetone, to form a sensitive film of any desired consistency; Acetone is here given as an example of a ketone.
• the condensation product may be purified and recovered by neutralizing the sodium hydroxide with acid, or acid solution, decanting, and drying the precipitate at 105 degrees C.
• Prints are made in the remarkably short time of ten seconds by contact printing under an are light.
• Sensitizers such as iodoform, colloidal iodide, etc., may be added if desired.
• the materials are incorporated in a suit able medium, such as cellulose acetate, asphaltum, cumar resin, etc., which may in themselves be sensitive to light. When exposed to an are light, such a mixture becomes resinous in about five minutes. In contrast to this, furfural and aniline condense only slowly without the aid of light, even when boiled together.
• a suit able medium such as cellulose acetate, asphaltum, cumar resin, etc.
• Coatings, or films, produced from these media are especially resistant to the action of acids, as for etching in relief or intaglio, but more permanent in this respect than asphaltum; and the sensi- *tivity of the media is also greater than that of asphaltum.
• the rocess which comprises applying to a suita 1e surface a coating comprising a solution of a resinous product of a fivemembered mono-heterocyclic compound and acting selectively with light upon said coatderived from furfurals.
• the grocess which comprises applyingto a suita 1e surface a coating comprising a solution of a resinous product. of a live membered mono-heterocyclic compound and acting selectively with light upon said coating in accordance with an image, design or.
• the process 'Wl'llCh comprises photographically forming an image, design or character whloh embodies a resinous product 8.
• the process-of producing an image, design or character which comprises acting selectively with light upon a body comprising a resinous product derived from furfurals in accordance with an image, design or character, to effect the desired transformation.
• design or character which comprises acting selectively with light upon a body comprising a resinous product of a five-membered mono-heterocyclic compound and a sen'sitizer incorporated therewith, in accordance with an image, design or character, to effect the desired transformation.
• a photographic medium com rising a resinousmaterial derivedjrom a ve-membered mono-heterocyclic compound, associated with a sensitizer comprising a halogen 'ketone, associated with a sensitizer.
• a photogra hic'medium comprisin a condensation pro not of a furfural an a ketone, associated with a sensitizer comprising a halogen source.
• a photographic medium comprisin a condensation product of a furfura-l an a ketone, associated. with a sensitizer, and a solvent in which said materials are dispersed.
• a photographic print comprising an image formed in accordance with the selective action of light in a body com rising a resinous material derived from a ve-membered mono-heterocyclic compound.
• a protographic rint comprising an image formed In accor ance with the selective action of light in a. body comprising a condensation product of a furfural.
• a photographic comprising an image formed 1n accor ance with the selective action of light in a body comprising'a condensation product ofa furfural and a ketone.
• a photographic rint comprising an image formed 1n accor ancewith the selec-v tive action of light in a body comprising a ⁇ condensation product of'a furfural and an. ethyl-methyl'ketonei I Y 38! Means for receiving photographic impressions, comprising a suitable foundation and a film thereon comprising a resinous product derived from a monoheteratomic five-membered ring compound.
• A. photographic plate comprising a. suitable foundation, and a film thereon comprising a condensation'product of furfural.
• a photographic. plate comprising a' prising a condensation suitable foundation, and a film thereon comproduct ofa furfural and a ketone.
• a photographic plate comprising a suitable foundatiom and .a film thereon com-' prising. a condensation product of a furfural and. ethyl methyl ketone' 42
• a photographic plate comprising a 25 -suitable foundation, and a film thereon, comprising a condensation product of a furfural and a sensitizer assoclated dens-atlon product.

Landscapes

• Physics & Mathematics (AREA)
• Spectroscopy & Molecular Physics (AREA)
• General Physics & Mathematics (AREA)
• Coloring (AREA)
• Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
• Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
• Silver Salt Photography Or Processing Solution Therefor (AREA)

Priority Applications (5)

Applications Claiming Priority (1)

Publications (1)

Family

ID=24408930

Family Applications (1)

Country Status (5)

Cited By (9)

• 0
  • BE BE332468D patent/BE332468A/xx unknown
• 1922
  • 1922-11-18 US US601827A patent/US1587269A/en not_active Expired - Lifetime
• 1926
  • 1926-02-04 GB GB3261/26A patent/GB265769A/en not_active Expired
  • 1926-02-11 FR FR611223D patent/FR611223A/fr not_active Expired
  • 1926-02-14 DE DEW71748D patent/DE443825C/de not_active Expired

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