Classifications

• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
  • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
  • B41M1/00—Inking and printing with a printer's forme
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
  • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
  • B41M7/00—After-treatment of prints, e.g. heating, irradiating, setting of the ink, protection of the printed stock
  • B41M7/009—After-treatment of prints, e.g. heating, irradiating, setting of the ink, protection of the printed stock using thermal means, e.g. infrared radiation, heat

Definitions

• a number of printing process are known wherein a liquid serving as an ink is transferred to a substrate such as paper or plastic upon which the printed matter is to appear, by use of a printing form with raised surfaces (letterpress) or with grooved surfaces (gravure) or with oleophilic and oleophobic surfaces obtained by photo action (planographic or offset) or with a stencil formed by a screen (screen printing).
• the conventional inks used in such processes in general are composed of a resinous binder, a pigment, a solvent, and various additives. More recently, inks have been produced which are in the form of organic polymers having the desired viscosity and curable by ultraviolet radiation. These inks are based, for example, upon acrylic esters.
• Certain acetylenic compounds are known, polymerizable in the solid state as such and/or in admixture by heat and/or by ultraviolet radiation or other high energy radiation, which compounds become colored upon solid state polymerization.
• acetylenic compounds have at least two conjugated triple bonds in the molecule. Characteristically, they are stable against polymerization when in liquid forms, dissolved or fused. Such compounds are disclosed for example in USP 3,999,946 of DecemDer 28, 1976 to Patel et al. In particular, that patent discloses at column 7, line 39 to column 8, line 5 that the acetylenic compounds of that invention are substantially inactive in solution and in molten state; and that deposition as a solid on a substrate from solution or melt phase results in an active phase that changes color in response to time/ temperature exposures and in some cases also to exposure to short wave length UV or UV-visible radiation.
• USP 3,501,302 of March 17, 1970 to Foltz discloses forming images by exposure to radiant energy of a carrier means having thereon a coating containing radiant energy sensitive solid crystalline acetylene composition of matter wherein the acetylene compound contains at least two conjugated triple bonds, and the print out image is of a color distinctly different from that of unexposed portions of the coated carrier.
• the present invention provides a printing process using fusible acetylenic compound having triple bonds in the molecule, at least two of which bonds are conjugated; said compound being polymerizable in the solid state but stable against polymerization when in liquid form; which process consists essentially of the steps:
• acetylenic compounds are wide but must be confined to such compounds as are stable in the liquid form and, when cooled, deposit the acetylenic composition as a solid which is polymerizable by heat or by radiation in a reasonably short time to produce an adherent deposit on the substrate, occupying the exact area corresponding to the printing area of the printing head.
• the acetylenic compound should have substituents above specified, we have found, and the substrate should have an affinity for the liquid acetylenic compounds. If the substrate is naturally repellent toward the liquid, it can be treated in known manner to improve the affinity, e.g. as is done with polyethylene to make it printable to conventional inks.
• Preferred substituents in our acetylenic compounds for use as printing inks are urethane, hydroxy or arylsulfonate, and preferably the composition consists essentially of one or more symmetrical diynes having melting point of 40-150°C and is employed as a melt at temperature in the range between 40 and 200°C.
• acetylenic compounds which can be used in our compositions are the urethanes given in Table 1.
• radiation energy when referred to herein, it is to be understood that this term embraces actinic radiation and infrared radiation and also electron beams such as developed by cathode ray guns; gamma rays; X-rays; beta rays; corona discharge; and the like.
• compositions of this invention can be varied accordingly, with respect to such factors as viscosity, adherence to the printing head and to the substrate, and coherence of the liquid by varying the choice of acetylenic compound and/or the temperature of use; by including in varying proportions a second acetylenic compound in the composition; and/or by use of additives such as a binder, a plasticizer, a UV stabilizer or a solvent.
• additives such as a binder, a plasticizer, a UV stabilizer or a solvent.
• a monomeric diacetylene powder was thinly coated on a piece of filter paper.
• the monomer was melted by heating the paper from the bottom to provide an ink pad for purposes of testing operativness of several representative compounds as shown in the Examples.
• a rubber stamp was contacted with the molten diacetylene on the filter paper thereby applying a thin coating of melt to the stamp.
• the melt was then transferred from the printing areas of the stamp to a piece of filter paper by pressing the stamp against the paper.
• the rubber stamp was heated or reheated with a hot air gun to prevent premature crystallization of the diacetylene monomer on this stamp.
• the monomer was melted on a piece of filter paper by heating at 80°C. Using the procedure described above an invisible impression of the rubber stamp was obtained on paper. Upon a brief exposure to UV light, the visible impression of the stamp was obtained in blue color. Upon exposure (ten seconds) the monomer polymerized further and a metallic (copper colored) impression of the stamp was obtained.
• the diacetylene has reasonable adhesion with the paper. On rubbing with the hand no smearing was noted.
• the X-ray powder diffraction patterns for the inactive form "A" and the active form "B", respectively, show that they exist in separate and distinct crystalline forms.
• melt can be formed as a coating on a piece of filter paper, as in Example 1, and transferred to a printing head and to paper and exposed to radiation to form a printout as in Example 1.
• Example N The monomethyl ester of 10,12-docosadiyn- dioic acid is prepared as described in Example N at col. 15-16 of U.S.P. 3,501,302 of Mar. 17, 1970, having melting point of about 60-62°C.
• this acetylenic compound when exposed in crystalline form to ultraviolet radiation, changes to a blue color; whence it follows this compound can be employed in melt form as an ink by the general procedure of Example 1 above.
• 11,13-Tetracosadiyndioic acid product of Example 1 at col. 21 of U.S.P. 3,501,302 of M.P. 118°C is applicable in the present invention similarly to the monoester of Example 8.
• the acetylenic compounds or compositions used as inks in the process of this invention can be used to print one part of a label, to serve, say, as an indicator; and another part can be printed using a conventional ink.
• a message such as "STALE-DISCARD” can be applied to a label, using an acetylenic ink such as that of Example 4 hereof in colorless form, and will become visible in say red after sufficient exposure to the combined effects of temperature and time, or to the effects of radiation.
• the customary labeling information can be printed on the same label using a conventional ink.

Landscapes

• Physics & Mathematics (AREA)
• Health & Medical Sciences (AREA)
• General Health & Medical Sciences (AREA)
• Thermal Sciences (AREA)
• Toxicology (AREA)
• Inks, Pencil-Leads, Or Crayons (AREA)
• Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Printing Methods (AREA)

Applications Claiming Priority (2)

Publications (2)

Family

ID=22686325

Family Applications (1)

Country Status (2)

Cited By (2)

Citations (5)

• 1981
  • 1981-09-02 EP EP81106856A patent/EP0047918A3/de not_active Withdrawn
  • 1981-09-11 JP JP14369481A patent/JPS5780093A/ja active Pending

Patent Citations (5)

Non-Patent Citations (1)

Also Published As

Similar Documents

Legal Events