Formaldehyde → HCID 21285052, compound

HRID 1772563Notes

Reaction equation

HRID 1772563 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:8]1[C:15]([NH2:16])=[N:14][C:12]([NH2:13])=[N:11][C:9]=1[NH2:10].C=O>>[N:8]1[C:15]([NH2:16])=[N:14][C:12]([NH2:13])=[N:11][C:9]=1[NH2:10].[CH2:1]=[O:7].[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 996PhenolHCID 7955Melamine

Product 1

HCID 21285052HCID 21285052, compound

Conditions

Temperature
80 °C

Procedure

The process for Example 4 was initiated by charging 593.5 g phenol (6.31 moles) and 75.2 g melamine (0.60 moles) into a reaction vessel to form a reaction mixture. The reaction mixture was heated to 80° C., and 53.14 g of 50.15% aqueous formaldehyde (60% of total charge) was added over 15 minutes. The reaction mixture was atmospherically distilled to 133° C., then maintained at 133° C. temperature for 2 hours, followed by reducing the reaction mixture temperature to 80° C. 35.45 g of 50.15% aqueous formaldehyde (40% of total charge) was added in about 20 minutes to the reaction mixture, then atmospherically distilling the reaction mixture to 133° C., maintained at 133° C. for 1.3 hours, and then increasing the temperature over 60 minutes to 165° C. while continuing to distill atmospherically. Next, the reaction mixture was under a gradually increasing vacuum over 2 hours to full vacuum of at least 27 inches while maintaining a temperature of 163°-165° C., and then heating the reaction mixture to 175° C. under full vacuum. Further, the process is concluded by removing the vacuum distillate (439.7 g) and discharging the product (236.7 g) from the reaction vessel. The condensate exhibited a solubility of 33% and higher solids dissolved in a solvent for 120 hours or greater.

Workup

  1. customto form a reaction mixture
  2. distillationThe reaction mixture was atmospherically distilled to 133° C.
  3. temperaturemaintained at 133° C. temperature for 2 hours
  4. customto 80° C
  5. addition35.45 g of 50.15% aqueous formaldehyde (40% of total charge) was added in about 20 minutes to the reaction mixture
  6. distillationatmospherically distilling the reaction mixture to 133° C.
  7. temperaturemaintained at 133° C. for 1.3 hours
  8. temperatureincreasing the temperature over 60 minutes to 165° C.
  9. distillationto distill atmospherically
  10. temperaturea gradually increasing vacuum over 2 hours to full vacuum of at least 27 inches
  11. temperaturewhile maintaining a temperature of 163°-165° C.
  12. temperatureheating the reaction mixture to 175° C. under full vacuum
  13. customby removing the vacuum distillate (439.7 g)
  14. dissolutiondissolved in a solvent for 120 hours or greater

Sources & evidence

ORD record
ord-811607e1fabf44738b90e44bc507aba4
Source dataset
uspto-grants-2016_02
Patent number
US09249251B2

Reaction notes

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