EP0056226B1 - Zweikomponenten-Diazotypiematerial - Google Patents

Zweikomponenten-Diazotypiematerial Download PDF

Info

Publication number
EP0056226B1
EP0056226B1 EP82100002A EP82100002A EP0056226B1 EP 0056226 B1 EP0056226 B1 EP 0056226B1 EP 82100002 A EP82100002 A EP 82100002A EP 82100002 A EP82100002 A EP 82100002A EP 0056226 B1 EP0056226 B1 EP 0056226B1
Authority
EP
European Patent Office
Prior art keywords
cellulose
acid
diazotype material
vinyl acetate
copolymer
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
Application number
EP82100002A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0056226A1 (de
Inventor
Klaus Dr. Thoese
Hans-Dieter Dr. Frommeld
Siegfried Dr. Scheler
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.)
Hoechst AG
Original Assignee
Hoechst AG
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 Hoechst AG filed Critical Hoechst AG
Priority to AT82100002T priority Critical patent/ATE12321T1/de
Publication of EP0056226A1 publication Critical patent/EP0056226A1/de
Application granted granted Critical
Publication of EP0056226B1 publication Critical patent/EP0056226B1/de
Expired legal-status Critical Current

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Classifications

    • 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
    • G03C1/60Compositions containing diazo compounds as photosensitive substances with macromolecular additives
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/1053Imaging 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
    • Y10S430/1055Radiation sensitive composition or product or process of making
    • Y10S430/106Binder containing
    • Y10S430/11Vinyl alcohol polymer or derivative
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/1053Imaging 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
    • Y10S430/1055Radiation sensitive composition or product or process of making
    • Y10S430/106Binder containing
    • Y10S430/111Polymer of unsaturated acid or ester
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/1053Imaging 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
    • Y10S430/1055Radiation sensitive composition or product or process of making
    • Y10S430/106Binder containing
    • Y10S430/112Cellulosic

Definitions

  • the present invention relates to a two-component diazotype material, consisting of a support and a light-sensitive layer applied thereon, which contains polymeric binder, diazonium salt, coupler, acid stabilizer and conventional additives.
  • cellulose esters are used as polymeric binders in diazo type materials. Because of their good film-forming and optical properties, their thermal stability and their good compatibility with diazonium salts and couplers, these have proven themselves so well that they are often mentioned and are used almost exclusively in practice.
  • the disadvantage of these compounds is insufficient layer adhesion on polyester films, which is sufficient only with the aid of suitable, additionally applied adhesive layers. Adhesive layers are applied, for example, in a special operation with trichloroacetic acid and silica or polyvinylidene chloride.
  • polyvinyl acetate As a binder, it is also known to use polyvinyl acetate as a binder (US-A-2 405 523). Polyvinyl acetate has the advantage that it adheres somewhat better to polyester surfaces. As a thermoplastic, however, polyvinyl acetate has the major disadvantage that the sensitized layers tend to emboss and stick during processing.
  • copolymers of vinyl acetate and maleic acid or crotonic acid are distinguished by useful adhesion on polyester surfaces (DE-B-1065724). These polymers can be applied from an aqueous alkaline solution, but are also easily removed by aqueous alkali. In addition, these layers tend to stick.
  • a two-component diazotype material with an anti-slip coating is also known (DE-A-25 02 259), which consists of a biaxially oriented polyester film and a photosensitive layer applied thereon, which contains a polymeric binder, a diazonium salt, a coupler and an acid stabilizer.
  • the layer structure is relatively complicated and does not meet the highest demands on layer adhesion and sensitization.
  • the object of the invention was to develop light-sensitive layers on polyester films which have excellent adhesion without being prone to sticking or embossing, which are easily sensitized and in which the other blueprint properties are not impaired.
  • the solution is based on a two-component diazotype material, consisting of a biaxially oriented polyester film as a layer support and a photosensitive layer applied thereon, which contains polymeric binder, diazonium salt, coupler, acid stabilizer and conventional additives, which is characterized in that the polymeric binder consists of a Mixture of 10-60 percent by weight of a polymer or copolymer of vinyl acetate and 40-90 percent by weight of cellulose ester.
  • the copolymer preferably consists of vinyl acetate and crotonic acid, a crotonic acid content of about 4-12 percent by weight being particularly advantageous.
  • polyester films used as carrier material are, for example, those made from polybutylene terephthalate from mixed polyesters, for example made from terephthalic acid, isophthalic acid and ethylene glycol or 1,4-dimethylglycol-cyclohexane, the isophthalic acid content being up to 50 mole percent or from terephthalic acid and ethylene glycol and polyethylene glycol having a molecular weight 1,000 to 10,000 or from naphthalene-2,6-dicarboxylic acid, terephthalic acid and ethylene glycol.
  • polyethylene terephthalate has proven particularly useful as a carrier material.
  • a polyester film to which an adhesive layer is applied to one or both surfaces during production is preferably used as the carrier material for the diazotype material according to the invention.
  • the adhesive layers are generally applied between the first and second orientation steps, as can be seen, for example, from DE-B-16 29 480.
  • the diazonium salt is stabilized, as is known as the zinc chloride double salt, the cadmium chloride double salt, the tin chloride double salt, the boron fluoride salt, the sulfate salt, the hexafluorophosphate salt or the like.
  • the coupler substances to be used are also known. The selection is made according to the desired color of the image areas. For example, couplers based on cyanoacetic acid amide, acetoacetic acid amide, phenol and phenol carboxylic acid amide, naphthol, naphtholsulfonic acid amide and naphthocarboxylic acid amide, resorcinol and resorcylic acid derivatives or on the basis of mono-, di-, tri- and tetrahydroxyylene-di- and -triphenylene-can be mentioned, and can also be substituted .
  • the light-sensitive layer can also contain the known stabilizing agents, such as 5-sulfosalicylic acid, citric acid, maleic acid, tartaric acid, boric acid, but also thiourea. It can also contain pigments such as colloidal silica, finely ground aluminum oxide or silicates.
  • stabilizing agents such as 5-sulfosalicylic acid, citric acid, maleic acid, tartaric acid, boric acid, but also thiourea.
  • pigments such as colloidal silica, finely ground aluminum oxide or silicates.
  • the dried samples are developed into a full tone in a commercially available blueprint machine between filter paper with moist ammonia at around 75 ° C, since adhesion defects are more visible on full tones. Layers that tend to stick or emboss stick to the paper surface. When the film is removed from the paper, glued or embossed paper fibers remain on the lacquer layer.
  • the layer-bearing film side is scored with a cross-cut tester according to DIN 53 151.
  • Adhesive tape is pressed onto the injured layer and then peeled off suddenly. If the layer adheres well to the film, no part of the layer may remain on the adhesive tape during this test; with medium layer adhesion individual break points are recognizable, with poor layer adhesion the lacquer can be largely removed.
  • Liability is permanently damaged by storage in a humid atmosphere (96% relative air humidity, storage for 24 hours). A similar deterioration in adhesion can also be observed in the rapid test when stored under water for one hour.
  • varnishes E and F have the best adhesion, show no signs of sticking and, in contrast to C and D, are not soluble by wiping with a cotton ball soaked in dilute ammonia (1:10).
  • the samples are developed in a blueprint machine with warm, moist ammonia and, as described in Example 1, the adhesion is then checked.
  • the solutions are applied with a wet weight of about 100 g / m 2 to subbed polyester film and dried at 80 ° C. for 5 minutes.
  • the light-sensitive foils are exposed under an image template and then developed with ammonia. Strong brown-lined copies with a colorless background are obtained.
  • the films are then sensitized and developed into full blue tones, as described in Example 1.
  • pattern R the blue lacquer layer is easily peeled off as skin.
  • the pattern S shows a significantly improved adhesion compared to the pattern R.

Landscapes

  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Laminated Bodies (AREA)
  • Liquid Developers In Electrophotography (AREA)
  • Ropes Or Cables (AREA)
  • Pens And Brushes (AREA)
  • Glass Compositions (AREA)
  • Vessels, Lead-In Wires, Accessory Apparatuses For Cathode-Ray Tubes (AREA)
  • Resistance Heating (AREA)
  • Cable Accessories (AREA)
EP82100002A 1981-01-10 1982-01-04 Zweikomponenten-Diazotypiematerial Expired EP0056226B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT82100002T ATE12321T1 (de) 1981-01-10 1982-01-04 Zweikomponenten-diazotypiematerial.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3100579 1981-01-10
DE3100579A DE3100579A1 (de) 1981-01-10 1981-01-10 Zweikomponenten-diazotypiematerial

Publications (2)

Publication Number Publication Date
EP0056226A1 EP0056226A1 (de) 1982-07-21
EP0056226B1 true EP0056226B1 (de) 1985-03-20

Family

ID=6122422

Family Applications (1)

Application Number Title Priority Date Filing Date
EP82100002A Expired EP0056226B1 (de) 1981-01-10 1982-01-04 Zweikomponenten-Diazotypiematerial

Country Status (11)

Country Link
US (1) US4457997A (ja)
EP (1) EP0056226B1 (ja)
JP (1) JPS57136643A (ja)
AT (1) ATE12321T1 (ja)
BR (1) BR8200085A (ja)
CA (1) CA1174098A (ja)
DE (2) DE3100579A1 (ja)
DK (1) DK4682A (ja)
ES (1) ES8400612A1 (ja)
FI (1) FI70090C (ja)
NO (1) NO820044L (ja)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3315977A1 (de) * 1983-05-02 1984-11-08 Hoechst Ag, 6230 Frankfurt Haftmasse
US4555468A (en) * 1983-05-04 1985-11-26 Daicel Chemical Industries, Ltd. Photosensitive diazonium material with precoat of graft polymer prepared by grafting cellulose derivation with radical polymerizable monomer
DE4241611C2 (de) * 1992-12-10 1995-11-16 Renker Gmbh & Co Kg Verfahren zur Erhöhung der aktinischen Deckkraft elektrophotographischer Kopien mittels lichtempfindlicher Diazoschichten
JP2000047346A (ja) * 1998-07-31 2000-02-18 Somar Corp ジアゾ感光材料

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2405523A (en) * 1944-08-09 1946-08-06 Du Pont Light-sensitive photographic compositions and elements
DE1065724B (ja) * 1956-11-14
US2990281A (en) * 1956-12-17 1961-06-27 Monsanto Chemicals Photosensitive resinous compositions and photographic elements
BE566602A (ja) * 1957-04-15
US3252800A (en) * 1963-03-21 1966-05-24 Du Pont Process for preparation of improved photopolymerizable layers
GB1072122A (en) * 1963-05-17 1967-06-14 Gen Aniline & Film Corp Coated sheet material and method of preparation
GB1127076A (en) * 1965-12-08 1968-09-11 Ici Ltd Improved oriented films
GB1169227A (en) * 1966-11-17 1969-10-29 Bexford Ltd Diazotype Material
JPS5139845B2 (ja) * 1972-10-16 1976-10-30
GB1427932A (en) * 1972-11-03 1976-03-10 Ici Ltd Diazotype materials
GB1488005A (en) * 1974-01-25 1977-10-05 Ici Ltd Diazotype materials
JPS5129922A (en) * 1974-09-06 1976-03-13 Konishiroku Photo Ind 2 seibunkeijiazogatasoseibutsu
DE2602259A1 (de) * 1976-01-22 1977-07-28 Herbert Neumayer Auffangwanne fuer tropfoel aus kraftfahrzeugen
DE2652942C3 (de) * 1976-11-22 1979-05-31 Hoechst Ag, 6000 Frankfurt Zweikomponenten-Diazotypiematerial

Also Published As

Publication number Publication date
US4457997A (en) 1984-07-03
DE3262578D1 (de) 1985-04-25
BR8200085A (pt) 1982-11-03
CA1174098A (en) 1984-09-11
DE3100579A1 (de) 1982-08-26
FI70090C (fi) 1986-09-12
FI820040L (fi) 1982-07-11
ES508605A0 (es) 1983-11-01
ATE12321T1 (de) 1985-04-15
FI70090B (fi) 1986-01-31
NO820044L (no) 1982-07-12
DK4682A (da) 1982-07-11
JPH0255767B2 (ja) 1990-11-28
ES8400612A1 (es) 1983-11-01
EP0056226A1 (de) 1982-07-21
JPS57136643A (en) 1982-08-23

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