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General
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Diazo
refers to a type of organic compound that has two linked nitrogen (azo)
compounds.
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The
general formula is R2C=N2. The simplest example of a diazo compound is
diazomethane.
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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.
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Diazo
compounds are not dyes, but dye precursors. Some azo dyes are
manufactured by coupling a phenol or naphthol to a diazonium compound.
Process
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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.
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Diazo
production uses aqueous ammonia to destroy the stabilizer incorporated
in the material, in turn enabling the dyes to couple with the diazonium
salts.
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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.
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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
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Diazo
compounds are used as precursors to carbenes, which are generated by
thermolysis or photolysis.
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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.
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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.
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ImageMaster IMD-XT is a premium diazo film designed for all PCB
applications.
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