Formaldehyde → Morwet D 425

HRID 325834Notes

Reaction equation

HRID 325834 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[S:11](=O)(=[O:14])([OH:13])[OH:12].[CH2:16]=[O:17]>O>[CH2:16]=[O:17].[C:9]1([S:11]([OH:14])(=[O:13])=[O:12])[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 931NaphthaleneHCID 1118Sulfuric Acid

Product 1

HCID 57351120Morwet D 425

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
160 °C

Procedure

A charge of 64 g (0.5 mole) of naphthalene was heated to 160° C. and 75 g (0.75-0.765 mole) of 98-100% strength sulfuric acid was added. The reaction mixture was maintained for 2 hours at 160° C. under constant stirring, was then cooled to 100° C. and 20 g of water added. Then 40 g of 37% by weight formaldehyde solution and 80 g of water were added and the reaction mixture maintained at 100° C. for 4 hours to obtain a naphthalene sulfonic acid formaldehyde condensate solution. The condensate solution was added to a milk of lime mixture containing 37 g of lime and 56 g water, to which was then added 166 g of crystalline aluminum sulfate dissolved in 300 grams of water. Calcium sulfate was filtered off and a 20% by weight solution of the aluminum salt of the naphthalene sulfonic acid formaldehyde condensate obtained.

Workup

  1. temperatureThe reaction mixture was maintained for 2 hours at 160° C. under constant stirring
  2. temperaturewas then cooled to 100° C.
  3. temperaturethe reaction mixture maintained at 100° C. for 4 hours

Sources & evidence

ORD record
ord-6cfc1817a39b44d2939a9d847fdfc499
Source dataset
uspto-grants-1984_04
Patent number
US04443382

Reaction notes

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