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5963850 
Journal Article 
RESIN-FORMALDEHYDE REACTION - SEPARATION OF HYDROXYMETHYLATED DERIVATIVES OF RESIN ACIDS 
Rohde, WA; Black, DK; Hedrick, GW 
1973 
0 
Industrial and Engineering Chemistry Product Research and Development
ISSN: 0196-4305 
12 
3 
241-246 
English 
WOS:A1973Q473000016 
A study of the reaction of paraformaldehyde and abietic acid in an acetic anhydride-acetic acid mixture was reported. Although this reaction has been applied to rosin, it has not been previously considered as a source of hydroxymethyl-substituted resin acids. Only abietic and abietic-type acids in rosin react with formaldehyde and the products obtained from rosin are presumably those obtained from abietic acid. Partitioning the reaction products between aqueous methanol-hexane was a simple and satisfactory method for separating reacted from unreacted resin acids and nonacidic materials. The in situ reaction of paraformaldehyde with levopimaric acid in pine gum has been reported. The adduct could not be separated from unreacted products by liquid-liquid countercurrent extraction. Acid isomerization of the adduct to 12-hydroxymethylabietic acid gave a mixture which was separated by this method leading to essentially quantitative yields of hydroxy acids (basis: levopimaric acid in the original gum). © 1973, American Chemical Society. All rights reserved.