Formaldehyde → Dicyclopentadiene

HRID 2419170Notes

Reaction equation

HRID 2419170 reaction equation
[CH3:1][C:2]1[CH:7]2[C:8]([CH3:10])(C)[CH:5]([CH2:6]2)[CH2:4][CH:3]=1.[C:11]1(O)C=CC=CC=1.C1(=O)OC(=O)C=C1.C=O>>[CH2:10]1[CH:8]2[CH:5]3[CH:4]=[CH:3][CH:2]([CH:7]2[CH:6]=[CH:11]1)[CH2:1]3

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 996PhenolHCID 6654(+-)-alpha-PineneHCID 7923Maleic Anhydride

Product 1

HCID 6492DicyclopentadieneYield 2,044.7%

Conditions

Temperature
120 °C

Procedure

1350 g of dicyclopentadiene are polymerized in the presence of 150 g of α-pinene at 230° C under a pressure of 4 atmospheres. A semisolid, yellow paste is obtained. 100 g of this product and 47 g of phenol are heated to 120° C. Simultaneously 15 g of maleic anhydride and 4 g of paraformaldehyde are added. After maintaining the mixture for 30 minutes at 120° C heating takes place for 6 hours to 220° C, the pressure being reduced for the last 30 minutes of the reaction. 145 g (=87.5%) of a yellow resin having a melting point of 76° to 78° C and a viscosity of 70 cP are obtained.

Workup

  1. customA semisolid, yellow paste is obtained
  2. temperatureheating
  3. customthe pressure being reduced for the last 30 minutes of the reaction
  4. customa viscosity of 70 cP are obtained

Sources & evidence

ORD record
ord-701ac2c8fe174c4bac26b3d49a8ed91a
Source dataset
uspto-grants-1978_08
Patent number
US04105610

Reaction notes

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