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Information @ a Glance

General

  • Diazo refers to a type of organic compound that has two linked nitrogen (azo) compounds.

  • The general formula is R2C=N2. The simplest example of a diazo compound is diazomethane.

  • The electronic structure of diazo compounds involves a positive charge on the central nitrogen and negative charge distributed between the terminal nitrogen and the carbon.

  • Diazo compounds are not dyes, but dye precursors. Some azo dyes are manufactured by coupling a phenol or naphthol to a diazonium compound.

Process

  • The TiCl4-mediated reaction of esters with benzoyl chloride gave α-benzoylated esters in high yields. Diazo transfer of the α-benzoylated esters utilizing p-acetoamidobenzenesulfonyl azide afforded α-diazo esters in good yields. This procedure allows the preparation of α-diazo esters in gram quantities.

  • Diazo production uses aqueous ammonia to destroy the stabilizer incorporated in the material, in turn enabling the dyes to couple with the diazonium salts.

  • The techniques employed in the production of diazo sensitised copying materials comprise: unwinding a reel of the base material; applying the appropriate chemical solutions in a coating machine; removing any excess solution while the material is passing through the machine; drying the coated materials in ovens which form part of the machine; re-reeling the dry coated material; converting the coated reel into rolls or sheets.

  • The combination of a new high-speed process and developer unit which uses pressurized anhydrous ammonia gas offers a significant increase in the speed of developing diazo photomaterials.

Applications

  • Diazo compounds are used as precursors to carbenes, which are generated by thermolysis or photolysis.

  • Water-soluble multifunctional diazo compounds are primarily used as photosensitive agents for use in screen printing plates and colored image formation material (e.g. color proof films), whereas organic solvent-soluble diazo compounds are often used for lithographic printing plates.

  • Improved photosensitivity to light in the mid UV range can be achieved using diazo esters of 4-benzyl-1,2,3-trihydroxybenzene. These esters show surprising solubility in some novolak resin/solvent systems.

  • ImageMaster IMD-XT is a premium diazo film designed for all PCB applications.

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