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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179088Generated: October 31, 2026

Methane → 4-Sulfobenzenediazonium hydroxide

https://huagongshe.com/reaction/1179088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantNitric AcidHCID 944—
ReactantSulfanilic acidHCID 8479—
Reactant4,5-Dibromo-2-Pyrrolic AcidHCID 161830—
ReactantSodium NitriteHCID 23668193—
SolventWaterHCID 962—
Product4-Sulfobenzenediazonium hydroxideHCID 22715296—

Reaction Steps

202 Grams of carbon black having a surface area of 230 m2/g and a DBPA of 70 ml/100 g were mixed in a solution of 43 g of sulfanilic acid dissolved in 2 liters of water at about 70° C. with stirring. The mixture was allowed to cool to room temperature with stirring, to which were then added 26.2 g of concentrated nitric acid and subsequently 20.5 g of aqueous solution containing 20.5 g of sodium nitrite to form 4-sulfobenzenediazonium hydroxide inner salt which reacted with the carbon black with stirring until bubble formation was ceased. The resultant slurry was diluted and the pH was adjusted to 8 to 9 with lithium hydroxide. This was centrifuged to remove large particles, followed by desalination and concentration with an ultrafiltration membrane. Thus, a carbon black dispersion liquid having a pigment concentration of 15% was obtained. This liquid was filtered through a 1 μm polypropylene filter to obtain Carbon Black Dispersion Liquid 4 whose surfaces contained phenylsulfonic acid groups. The total content of Fe, Ca and Si was 100 ppm or less according to ICP measurement. The concentration of nitric acid ions was 50 ppm or less. The average particle size was 95 nm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07278726B2
Source datasetuspto-grants-2007_10
ORD IDord-c84ad55e95f24e08b806f1aaad0a5138
Source noteuspto-grants-2007_10