Download (PDF 91 KB): https://research.fs.usda.gov/download/treesearch/30534.pdf
Abstract
The quinone methide from guaiacylglycol-ß-guaiacyl ether underwent nucleophilic addition to the a-carbon with primary and secondary amines at 40°C. At pulping temperature, 170°C, only the primary amine adduct was detected. The quinone methide from guaiacylglycerol-ß-guaiacyl ether gave analogous adducts at 40°C, but no quinone methide-amine adducts were detected at 170°C. Instead, the major products were the vinyl ether and a substituted vinyl ether which resulted from a Mannich reaction of the vinylether, amine, and liberated formaldehyde.
Keywords
Amines,
pulping,
alkaline pulping,
quinones,
formaldehyde,
delignification,
condensation,
ethers,
lignin,
Lignin model compounds,
Mannich reaction
Citation
Obst, John R. 1981. Soda-amine pulping : reaction of amines with free phenolic [beta]-[omicron]-4 ethers. Tappi. Vol. 64, no. 10 (Oct. 1981): pages 99-102.