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diazonaphthoquinone

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EntityQ3278962· pop 8· linked from 6 articles

diazonaphthoquinone

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Also known as DNQ

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

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 sections
Contents
  • 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.

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