Salicylic Acid → Melamine formaldehyde

HRID 1268086Notes

Reaction equation

HRID 1268086 reaction equation
C(O)(=O)C1[C:3](=CC=CC=1)[OH:4].[N:11]1[C:18]([NH2:19])=[N:17][C:15]([NH2:16])=[N:14][C:12]=1[NH2:13].C=O.[OH-].[Na+].C1(C)C=CC(S(O)(=O)=O)=CC=1>O.[OH-].[Na+]>[CH2:3]=[O:4].[N:11]1[C:18]([NH2:19])=[N:17][C:15]([NH2:16])=[N:14][C:12]=1[NH2:13]

Participants

8

Reactant 5

HCID 338Salicylic AcidHCID 712FormaldehydeHCID 6101p-Toluenesulfonic acidHCID 7955MelamineHCID 14798Sodium Hydroxide

Product 1

HCID 93374Melamine formaldehyde

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideCatalystHCID 962WaterSolvent2×

Procedure

In water, 138 g of salicylic acid and 126 g of melamine were stirred at 20 to 30° C., and in the presence of sodium hydroxide catalyst, 284 g of formalin was added dropwise under cooling. The reaction was then carried out at 90° C. for 2.5 hours. To maintain the pH of the reaction system at 8.5 to 9.5, sodium hydroxide was gradually added during the reaction. The reaction mixture was then adjusted to pH 7 to 8 with p-toluenesulfonic acid and then cooled and the unreacted starting materials and part of the water of condensation were removed from the system under reduced pressure to provide a liquid melamine-formaldehyde primary condensate having a nonvolatile matter content of 75% and a viscosity of 19000 cps (Compound E).

Workup

  1. temperatureunder cooling
  2. additionwas gradually added during the reaction
  3. temperaturecooled
  4. customwere removed from the system under reduced pressure

Sources & evidence

ORD record
ord-5101048dc70c41aca87b5588ea796043
Source dataset
uspto-grants-2003_04
Patent number
US06555591B1

Reaction notes

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