Methane → 4-Sulfobenzenediazonium hydroxide

HRID 1900532Notes

Reaction equation

HRID 1900532 reaction equation
C.[S:2]([OH:12])(=[O:11])([C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)=[O:3].[N:13]([O-])=O.[Na+]>O>[OH-:3].[S:2]([C:4]1[CH:5]=[CH:6][C:7]([N+:10]#[N:13])=[CH:8][CH:9]=1)([OH:12])(=[O:11])=[O:3]

Participants

5

Reactant 3

HCID 297Methane2×HCID 8479Sulfanilic acidHCID 23668193Sodium Nitrite2×

Product 1

HCID 227152964-Sulfobenzenediazonium hydroxide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

This example illustrates the preparation of a carbon black product having an attached p-C6H4SO3- group. A fluffy carbon black (200 g) having a CTAB surface area of 350 m2 /g and a DBP of 120 cc/100 g carbon and 42.4 g sulfanilic acid were placed in the batch pin pelletizer. After mixing for 40 seconds by means of the rotor, a solution of 20.7 of sodium nitrite, NaNO2, in 150 g water was added to the pelletizer. 4-Sulfobenzene diazonium hydroxide inner salt is formed in situ which reacts with the carbon black. After mixing for 45 seconds by means of the rotor, the carbon black product was transformed into pellets. These were dried in an oven at 120° C. The pelletized product had handling properties at least comparable to conventionally pelletized carbon blacks and was dispersible. Using the aqueous residue test, it has a 325 mesh residue of 0.6% compared to 97% for the untreated, fluffy black.

Workup

  1. additionAfter mixing for 40 seconds by means of the rotor

Sources & evidence

ORD record
ord-37accc70e0a7447183880823371ccc5f
Source dataset
uspto-grants-1996_11
Patent number
US05575845

Reaction notes

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