Formaldehyde → HCID 21285052, compound

HRID 1772564Notes

Reaction equation

HRID 1772564 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>C(O)(=O)C>[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

5

Reactant 3

HCID 712FormaldehydeHCID 996PhenolHCID 7955Melamine

Product 1

HCID 21285052HCID 21285052, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

The process for Example 5 was initiated by charging 593.5 g phenol (6.31 moles), 4.3 g of acetic acid (0.72% of phenol) 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 64.1 g of 50.3% aqueous formaldehyde (60% of total charge) was added in over 20 minutes. The reaction mixture went under atmospherically distilling to 123° C., then maintained at 123° C. for 2 hours followed by reducing the reaction mixture temperature to 80° C. 42.5 g of 50.3% aqueous formaldehyde (40% of total charge) was added over about 20 minutes to the reaction mixture, followed by atmospherically distilling the reaction mixture to 123° C., then maintaining the temperature at 123° C. for 1.6 hours, and finally increasing the temperature over 60 minutes to 165° C. and 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 (417.8 g) and discharging the product (263.0 g) from the reaction vessel.

Workup

  1. customto form a reaction mixture
  2. distillationunder atmospherically distilling to 123° C.
  3. temperaturemaintained at 123° C. for 2 hours
  4. customto 80° C
  5. addition42.5 g of 50.3% aqueous formaldehyde (40% of total charge) was added over about 20 minutes to the reaction mixture
  6. distillationby atmospherically distilling the reaction mixture to 123° C.
  7. temperaturemaintaining the temperature at 123° C. for 1.6 hours
  8. temperaturefinally increasing 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 (417.8 g)

Sources & evidence

ORD record
ord-eab2ea239c334b9186ae9776a8d32d77
Source dataset
uspto-grants-2016_02
Patent number
US09249251B2

Reaction notes

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