US3464823A - Diazotype materials - Google Patents

Diazotype materials Download PDF

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Publication number
US3464823A
US3464823A US517092A US3464823DA US3464823A US 3464823 A US3464823 A US 3464823A US 517092 A US517092 A US 517092A US 3464823D A US3464823D A US 3464823DA US 3464823 A US3464823 A US 3464823A
Authority
US
United States
Prior art keywords
lignin
paper
diazotype
light
substrate
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
US517092A
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English (en)
Inventor
Bernard I Halperin
James O Thompson
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.)
International Business Machines Corp
Original Assignee
International Business Machines Corp
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 International Business Machines Corp filed Critical International Business Machines Corp
Application granted granted Critical
Publication of US3464823A publication Critical patent/US3464823A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00Duplicating or marking methods; Sheet materials for use therein
    • B41M5/26Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
    • B41M5/382Contact thermal transfer or sublimation processes
    • B41M5/38235Contact thermal transfer or sublimation processes characterised by transferable colour-forming materials
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00Duplicating or marking methods; Sheet materials for use therein
    • B41M5/025Duplicating or marking methods; Sheet materials for use therein by transferring ink from the master sheet
    • B41M5/035Duplicating or marking methods; Sheet materials for use therein by transferring ink from the master sheet by sublimation or volatilisation of pre-printed design, e.g. sublistatic
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00Duplicating or marking methods; Sheet materials for use therein
    • B41M5/124Duplicating or marking methods; Sheet materials for use therein using pressure to make a masked colour visible, e.g. to make a coloured support visible, to create an opaque or transparent pattern, or to form colour by uniting colour-forming components
    • B41M5/132Chemical colour-forming components; Additives or binders therefor
    • B41M5/155Colour-developing components, e.g. acidic compounds; Additives or binders therefor; Layers containing such colour-developing components, additives or binders
    • 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
    • G03C1/52Compositions containing diazo compounds as photosensitive substances
    • G03C1/58Coupling substances therefor

Definitions

  • a method for producing diazotype images comprising image-wise exposing a light-sensitive diazonium salt and and a lignin material containing a member from the group consisting of a coniferyl aldehyde derivative of lignin and a syringaldehyde derivative of lignin and developing in an alkaline medium to produce an azo dye image.
  • a diazo type material comprising a substrate having a light sensitive coating comprising a light sensitive layer comprising a light sensitive diazonium salt and a lignin material containing a member selected from the group consisting of a coniferyl aldehyde derivative of lignin and a syringaldehyde derivative of lignin.
  • the present invention relates to new diazotype materials and in particular to diazotype materials in which lignin and lignin derivatives are present as couplers.
  • diazotype materials comprise a light-sensitive diazonium salt and a coupler which is capable of reacting with the salt to produce an image.
  • the lightsensitive diazonium salt and coupler may be combined in a variety of ways, but two general approaches to diazotype image formation are generally employed.
  • the light-sensitive diazonium salt and coupler are combined and applied as a coating or impregnant to a substrate, such as a sheet of paper, film or the like.
  • Suitable stabilizing materials such as acids are incorporated in the formulation to prevent premature coupling.
  • the elements are then selectively exposed to light and developed by the application of an alkaline developing fluid in the form of a gas or a liquid.
  • the light-sensitive diazonium salt alone may be deposited in or on a substrate, exposed and then developed by the application of a coupler usually applied together with an alkaline developing fluid.
  • the primary object of the present invention is to provide new highly economical, diazotype materials well suited to the production of high quality diazotype images.
  • highly useful diazotype materials are provided by first preparing a paper substrate ordinarily in the form of a flexible sheet of paper, containing a substantial amount of lignin or derivative of lignin such as coniferyl aldehyde and syringaldehyde. The paper substrate is then coated or impregnated with a solution containing a light-sensitive diazonium salt which is deposited in or on the substrate reactively associated with the lignin material. It has been found that the lignin naturally occurring in papers formed from woody materials is a very satisfactory coupler for light-sensitive diazonium salts and provides the basis for producing a very economical, two component diazotype paper.
  • lignin may be added to a 3,464,823 Patented Sept. 2, 1969 paper not containing lignin or containing insufficient amounts to provide the desired color formation upon exposure and development.
  • a content of lignin or lignin derivative of 5 to 10% by weight or more of the paper is sufiicient to provide a suitable source of coupler for producing good diazotype images.
  • the lignin is separately added to the paper or the lignin content of the paper is supplemented by such an addition, this may be done on machine, that is, during the paper forming operation or off machine that is, at a stage subsequent to paper formation.
  • the latter would include for example, coating, sizing or impregnating the paper with a lignin containing solution.
  • Lignin is the major non-carbohydrate constituent of wood and woody plants and may comprise about 25% of such materials. It functions as a natural plastic binder for the cellulosic fibers of wood, straw, etc. Rather than referring to a specific compound, the term lignin actually is a collective term for a group or system of compounds of high molecular weight.
  • the color forming group is generally regarded to be the coniferyl aldehyde group.
  • Paper containing lignin may be readily produced by controlling the pulping action during the paper making process.
  • the conventional chemical processes such as sulfate (kraft), sulfite and soda pulping, a certain amount of the hemicelluloses and lignin are removed.
  • semi-chemical or chemi-ground wood a very large percentage of the lignin originally present in the original fiber (wood, straw, etc.) is retained in the pulp.
  • suitable papers were prepared from the following pulps on the web former of the Institute of Paper Chemistry:
  • Conventional light-sensitive diazonium salts may be employed to couple with lignin to produce useful images.
  • Representative compounds include, for example p-diazodiphenylamine sulfate, p-diazo-diethylaniline-zinc chloride, p-diazo-dimethylaniline borofiuoride, p diazo 1- morpholinobenzene- /2 Zinc chloride, p-diazo-N-diethyl- M-phenetidine borofiuoride, etc.
  • the lignin and a lightsensitive diazonium salt may be jointly or separately added to a substrate initially not containing an effective amount of lignin.
  • This addition may be made by incorporating the lignin and light-sensitive diazonium salt in the body of the substrate or by coating the materials as a composition on the surface of the substrate.
  • the lignin may be incorporated into the developing solution which is brought into contact with a substrate containing or coated with a light-sensitive diazonium salt.
  • the lignin might be selectively impregnated into or coated on the surface of a substrate and then contacted with a lightsensitive diazonium salt and developed to produce images where the lignin is present.
  • the present invention encompasses diazotype materials which initially or ultimately comprise a light-sensitive diazonium salt reactively associated with lignin so that under the proper circumstances and in the proper developing environment, the reaction between the salt and lignin may proceed to provide useful diazotype images.
  • a hardwood neutral sulfite semichemical pulp is formed into a thin paper sheet which is calendered and dried.
  • the sheet is then coated with a solution of 1.5% by weight 2,5- diethoxy-p morpholinobenzenediazoniumfluoborate and 10% citric acid in a solvent composed of 30 volumes of methylethyl ketone and 40 volumes of methylcellosolve.
  • the solution was dried to deposit a film of the light sensitive diazo salt and stabilizing acid on the surface of the paper.
  • the resulting copy sheet was then selectively exposed and the image developed in a standard Ozamatic developer which utilizes an aqueous ammonia developing fluid.
  • a diazo type material comprising a substrate having a light sensitive layer comprising a light sensitive diazonium salt and a lignin material containing a member from the group consisting of a coniferyl aldehyde derivative of lignin and a syringaldehyde derivative of lignin.
  • a method for producing diazotype images comprising image-wise exposing the diazotype material described in claim 1, and developing said material in an alkaline medium to produce an azo dye image.
  • diazotype material of claim 1 wherein a portion of said lignin material is coated on the surface of said substrate, and said light-sensitive diazonium salt is also coated on the surface of said substrate.

Landscapes

  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Optics & Photonics (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Physics & Mathematics (AREA)
  • Color Printing (AREA)
  • Thermal Transfer Or Thermal Recording In General (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)
  • Coloring (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
US517092A 1965-12-28 1965-12-28 Diazotype materials Expired - Lifetime US3464823A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US51709265A 1965-12-28 1965-12-28
US51765765A 1965-12-30 1965-12-30
US51827566A 1966-01-03 1966-01-03

Publications (1)

Publication Number Publication Date
US3464823A true US3464823A (en) 1969-09-02

Family

ID=27414657

Family Applications (3)

Application Number Title Priority Date Filing Date
US517092A Expired - Lifetime US3464823A (en) 1965-12-28 1965-12-28 Diazotype materials
US517657A Expired - Lifetime US3471309A (en) 1965-12-28 1965-12-30 Thermal copying process with lignin reaction in copy sheet
US518275A Expired - Lifetime US3450553A (en) 1965-12-28 1966-01-03 Pressure sensitive record material

Family Applications After (2)

Application Number Title Priority Date Filing Date
US517657A Expired - Lifetime US3471309A (en) 1965-12-28 1965-12-30 Thermal copying process with lignin reaction in copy sheet
US518275A Expired - Lifetime US3450553A (en) 1965-12-28 1966-01-03 Pressure sensitive record material

Country Status (4)

Country Link
US (3) US3464823A (fr)
DE (1) DE1571844C3 (fr)
FR (3) FR1506081A (fr)
GB (3) GB1170779A (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH521238A (de) * 1967-06-05 1972-04-15 Dymo Industries Inc Verfahren und Vorrichtung zum Übertragen von Zeichen
US3784394A (en) * 1971-05-06 1974-01-08 Minnesota Mining & Mfg Latent image composite master and method
BE795268A (fr) * 1971-08-27 1973-05-29 Sanko Chemical Co Ltd Feuilles a usage graphique sensibles a la pression
US3849132A (en) * 1973-01-04 1974-11-19 Xerox Corp Photoelectrophoretic imaging method employing a chromogenic reaction
JPS5638946B2 (fr) * 1973-07-17 1981-09-09
US3981523A (en) * 1975-03-24 1976-09-21 Moore Business Forms, Inc. Carbonless manifold business forms
US4323642A (en) * 1981-03-09 1982-04-06 Eastman Kodak Company Stable photographic developers containing an indazole antifoggant and a lignosulfonate
JPS63173683A (ja) * 1987-01-13 1988-07-18 Adogaa Kogyo Kk 複写材料
FR2769309B1 (fr) 1997-10-08 2001-06-15 Oreal Composition de teinture d'oxydation des fibres keratiniques comprenant un derive d'aminoacide en tant que base d'oxydation et nouveaux derives d'aminoacides

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2245628A (en) * 1937-04-05 1941-06-17 Helge Svenson Reflex copying process
US2694010A (en) * 1951-11-20 1954-11-09 Gen Aniline & Film Corp Light-sensitive diazotype layers containing magnesium salts
US2726956A (en) * 1953-12-18 1955-12-13 H P Andrews Paper Company Photographically sensitive diazo paper

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA720308A (en) * 1965-10-26 G. Logan David Methods and apparatus for copying
US2929736A (en) * 1957-07-25 1960-03-22 Ncr Co Heat and pressure responsive record material
US2972547A (en) * 1957-08-05 1961-02-21 Antioch College Acyl hydrazine compositions and methods of producing color therewith
US3262386A (en) * 1959-11-23 1966-07-26 Little Inc A Duplicating method
NL128441C (fr) * 1960-03-10 1900-01-01
GB986053A (en) * 1960-06-20 1965-03-17 Kodak Ltd Thermographic document copying processes
US3121650A (en) * 1960-07-28 1964-02-18 Minnesota Mining & Mfg Right-reading reproduction of printed originals
NL268635A (fr) * 1960-08-26 1900-01-01
GB998951A (en) * 1961-02-01 1965-07-21 Imagic Process Ltd Improvements relating to copying
US3363556A (en) * 1962-03-22 1968-01-16 Minnesota Mining & Mfg Electrophotographic imaging and copying process
DE1249089B (fr) * 1962-04-04 1967-08-31
US3305382A (en) * 1964-01-02 1967-02-21 Ibm Pressure sensitive transfer sheet
US3377286A (en) * 1965-01-19 1968-04-09 Minnesota Mining & Mfg Developer powder containing black magnetic iron oxide
US3360367A (en) * 1966-03-15 1967-12-26 Minnesota Mining & Mfg Copying of graphic images

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2245628A (en) * 1937-04-05 1941-06-17 Helge Svenson Reflex copying process
US2694010A (en) * 1951-11-20 1954-11-09 Gen Aniline & Film Corp Light-sensitive diazotype layers containing magnesium salts
US2726956A (en) * 1953-12-18 1955-12-13 H P Andrews Paper Company Photographically sensitive diazo paper

Also Published As

Publication number Publication date
GB1170779A (en) 1969-11-19
DE1571844C3 (de) 1974-10-31
US3471309A (en) 1969-10-07
FR1516059A (fr) 1968-03-08
DE1571844A1 (de) 1971-01-14
FR1506782A (fr) 1968-03-01
FR1506081A (fr) 1967-12-15
GB1147517A (en) 1969-04-02
GB1157340A (en) 1969-07-09
US3450553A (en) 1969-06-17
DE1571844B2 (de) 1974-03-07

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