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Soda-amine pulping : reaction of amines with free phenolic [beta]-[omicron]-4 ethers

Informally Refereed
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.

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.