Formaldehyde → HCID 131712515, compound

HRID 1493436Notes

Reaction equation

HRID 1493436 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4](/[CH:7]=[CH:8]/[CH2:9][O:10][C@@H:11]2[O:16][C@H:15]([CH2:17][OH:18])[C@@H:14]([OH:19])[C@H:13]([OH:20])[C@H:12]2[OH:21])=[CH:3][CH:2]=1.CCCCCCCCC[C:31]1[CH:32]=[CH:33][C:34]([OH:37])=[CH:35][CH:36]=1.C=O.OCC(CO)(CO)CO.CCCCCCCCCC1C=CC(O)=CC=1.C1C=CC(/C=C/CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=1>>[C:34]1([OH:37])[CH:35]=[CH:36][CH:31]=[CH:32][CH:33]=1.[CH:1]1[CH:2]=[CH:3][C:4](/[CH:7]=[CH:8]/[CH2:9][O:10][C@@H:11]2[O:16][C@H:15]([CH2:17][OH:18])[C@@H:14]([OH:19])[C@H:13]([OH:20])[C@H:12]2[OH:21])=[CH:5][CH:6]=1

Participants

6

Reactant 5

HCID 712FormaldehydeHCID 17524-NonylphenolHCID 8285PentaerythritolHCID 5280656(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triol2×HCID 131716903HCID 131716903, compound

Product 1

HCID 131712515HCID 131712515, compound

Conditions

Temperature
170 °C

Procedure

A polyol (pentaerythritol) ester of a phenol-rosin (nonylphenol-tall oil rosin) condensate was prepared in the following manner. To a nitrogen purged reactor and under a continuous nitrogen flow of 0.003 pounds of nitrogen per pound of rosin per hour were added 11,100 pounds of tall oil rosin, 1,120 pounds of nonylphenol, and 14 pounds of lime. At a temperature of 170° C. and with stirring, 1,270 pounds of formalin (37% aqueous formaldehyde) were added over the course of 4 hours. Pentaerythritol (1,400 pounds) was then added, and the reaction temperature was raised to 280° C. where it was held until the acid number was less than 20. The pentaerythritol ester of the nonylphenol-rosin condensate had a softening point of 113° C., an acid number of 17, and a Gardner viscosity of Z3-- as measured at 25° C. and at 60% resin solids in a commercially available high-boiling hydrocarbon solvent known as Magiesol 47.

Workup

  1. temperaturethe reaction temperature was raised to 280° C. where it
  2. customa softening point of 113° C.

Sources & evidence

ORD record
ord-dc2e9108da714f73bf967ae993b0d135
Source dataset
uspto-grants-1991_06
Patent number
US05021538

Reaction notes

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