Synthesis and radical copolymerization of novel propyl cyanoacrylate monomers.

Autor: Knight, Jonathon D., Arellano, Lissette, Conger, Kelly O., Crespo, Edgar J., Hollembeak, Jordan E., Jazdzewski, Nicole M., Pater, Adrian A., Possley, Daniel H., Rivera, Kaela N., Saucedo, Cesar, Spitz, Justin E., Vacala, Taylor L., Woo, Nicholas W., Schjerven, William S., Kharas, Gregory B.
Předmět:
Zdroj: Polymer Bulletin; Mar2020, Vol. 77 Issue 3, p1433-1448, 16p
Abstrakt: Novel phenyl-trisubstituted propyl 3-(R-phenyl)-2-cyanoacrylates (where R is 2,4,5-trimethyl, 2,4,6-trimethyl, 2,3-dimethyl-4-methoxy, 2,5-dimethyl-4-methoxy, 2,4-dimethoxy-3-methyl, 2,4-dimethoxy-6-methyl, 4-hydoxy-3,5-dimethyl, 2,3,4-trimethoxy, 2,4,5-trimethoxy, 2,4,6-trimethoxy, 3,4,5-trimethoxy) were prepared using piperidine-catalyzed condensation of substituted benzoic aldehydes and propyl ester of cyanoacetic acid with good yields (72–97 wt%). The ethenylbenzene copolymerization of cyanoacrylates (at 3/1 mol feed ratio) in solution with radical initiation at 70 °C resulted in formation of copolymers having MW 3.9 to 27.8 kD and 8.4–25.8 mol% of cyanoacrylate. FTIR, 1H and 13C NMR were used to analyze the structure. Thermal behavior of the copolymers was analyzed by DSC, Tg (81–129 °C) and TGA. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500 °C range with residue (0.5–7.3 wt%)and then in the 500–800 °C range. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index
Externí odkaz: