C.C1C(Br)=C(Br)[NH:4]C=1C(O)=[O:10].[S:12]([OH:22])(=[O:21])([C:14]1[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][CH:15]=1)=[O:13].N([O-])=O.[Na+]>O>[OH-:10].[S:12]([C:14]1[CH:15]=[CH:16][C:17]([N+:20]#[N:4])=[CH:18][CH:19]=1)([OH:22])(=[O:21])=[O:13]This example illustrates another method for the preparation of a carbon black product of the present invention. A carbon black (200 g) with a CTAB surface area of 350 m2/g and a DBPA of 120 ml/100 g and 42.4 g sulfanilic acid were placed in a pin pelletizer. After mixing for 40 seconds, a solution of 20.7 NaNO2 in 150 g of water was then added. 4-sulfobenzene diazonium hydroxide inner salt was formed in situ, which reacted with the carbon black. After mixing for 45 seconds, the resulting carbon black product was dried in an oven at 120° C. A sample of the product that had been subjected to Soxhlet extraction overnight with ethanol contained 3.47% sulfur, compared to 0.5% sulfur for the untreated carbon black product. Therefore, the carbon black product has 0.93 mmol/g of attached p-C6H4SO3 -- groups.
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