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diazonaphthoquinone
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Diazonaphthoquinone (DNQ) is a diazo derivative of naphthoquinone. Upon exposure to light, DNQ converts to a derivative that is susceptible to etching. In this way, DNQ has become an important reagent in photoresist technology in the semiconductor industry.
Chemical data
- Formula
- C10H6N2O
- Molecular weight
- 170.17 g/mol
- IUPAC name
- 2-diazonionaphthalen-1-olate
- SMILES
- C1=CC=C2C(=C1)C=CC(=C2[O-])[N+]#N
- InChIKey
- URQUNWYOBNUYJQ-UHFFFAOYSA-N
- XLogP
- 4.1
- Polar surface area
- 51.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 170.048012812
Show 2 more facts
- canonical SMILES
- O=C(C(C=C2)=[N]=[N])C1=C2C=CC=C1
- chemical formula
- C₁₀H₇N₂O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Chemical reactions
- References
Diazonaphthoquinone (DNQ) is a diazo derivative of naphthoquinone. Upon exposure to light, DNQ converts to a derivative that is susceptible to etching. In this way, DNQ has become an important reagent in photoresist technology in the semiconductor industry.
Diazonaphthoquinone sulfonic acid esters are components of common photoresist materials. Such photoresists are used in the manufacture of semiconductors. In this application DNQs are mixed with Novolac resin, a type of phenolic polymer. The DNQ functions as a dissolution inhibitor. During the masking/patterning process, portions of the photoresist film are exposed to light while others remain unexposed. In the unexposed regions of the resist film, the DNQ acts as a dissolution inhibitor and the resist remains insoluble in the aqueous base developer. In the exposed regions, the DNQ forms a ketene, which, in turn, reacts with ambient water to form a base-soluble indene carboxylic acid. The exposed regions of the photoresist film become soluble in aqueous base; thus allowing the formation of a relief image during development.
Excerpted from Wikipedia’s “diazonaphthoquinone” article, available under the CC BY-SA 4.0 licence.