Dinonylnaphthylsulfonic acid

Dinonylnaphthylsulfonic acid
Identifiers
3D model (JSmol)
Abbreviations DINNSA
ChemSpider
ECHA InfoCard 100.042.569 Edit this at Wikidata
UNII
  • InChI=1S/C28H44O3S/c1-3-5-7-9-11-13-15-19-24-23-25-20-17-18-22-27(25)28(32(29,30)31)26(24)21-16-14-12-10-8-6-4-2/h17-18,20,22-23H,3-16,19,21H2,1-2H3,(H,29,30,31) checkY
    Key: WDNQRCVBPNOTNV-UHFFFAOYSA-N checkY
  • InChI=1/C28H44O3S/c1-3-5-7-9-11-13-15-19-24-23-25-20-17-18-22-27(25)28(32(29,30)31)26(24)21-16-14-12-10-8-6-4-2/h17-18,20,22-23H,3-16,19,21H2,1-2H3,(H,29,30,31)
    Key: WDNQRCVBPNOTNV-UHFFFAOYAD
  • O=S(=O)(O)c2c1ccccc1cc(c2CCCCCCCCC)CCCCCCCCC
Properties
C28H44O3S
Molar mass 460.72 g·mol−1
Melting point 259.5 °C (499.1 °F; 532.6 K)
Boiling point 600.4 °C (1,112.7 °F; 873.5 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dinonylnaphthylsulfonic acid (DINNSA) is an organic chemical, an aryl sulfonic acid. Its melting point is 259.5 °C and its boiling point is 600.4 °C. It has very low water solubility. It is a moderate skin irritant and a strong eye irritant. It has low volatility and vapor pressure and is stable above 100 °C.

Dinonylnaphthylsulfonic acid is used as an additive in industrial lubricants, greases, cutting fluids, industrial coatings, and corrosion inhibitors. Its calcium and barium salts (CAS numbers 57855-77-3 and 25619-56-1, respectively) have generally the same use.

Dinonylnaphthylsulfonic acid is a component of Stadis 450 which is an antistatic agent added to distillate fuels, solvents, commercial jet fuels, and to the military JP-8 fuel to increase the electrical conductivity of the fluid. Fluids with increased conductivity more readily dissipate static charges to mitigate the risk of explosions or fires due to Static Discharge Ignitions

Dinonylnaphthylsulfonic acid by itself does not function as an anti-static additive.

Dinonylnaphthylsulfonic acid is prepared by reaction of naphthalene with nonene, yielding diisononylnaphthalene. Diisononylnaphthalene then undergoes sulfonation.