Novel Copolymers of Styrene. 3. Some Ring-Substituted Butyl 2-Cyano-3-Phenyl-2-Propenoates

作者：Kharas Gregory B^*; Gao Youya; Aburas Jihad; Chintanaphol Christina; Davis Mallory L; Dolubizno Hubert; Dovenberg Katherine M; Eluobaju Debra O; Gill Erica R; Gillespie Greg D; Hiebel Madeline M; Marino Stephanie A; Ramirez Joanne; Saipi Biondina

来源：Journal of Macromolecular Science, Part A: Pure and Applied Chemistry , 2015, 52(8): 593-598.

DOI：10.1080/10601325.2015.1050630

• Trisubstituted ethylenes
• radical copolymerization
• styrene copolymers

Novel trisubstituted ethylenes, ring-substituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C4H9 (where R is 2-C6H5CH2O, 3-C6H5CH2O, 4-C6H5CH2O, 4-CH3COO, 3-CH3CO, 4-CH3CO, 4-CH3CONH, 2-CN, 3-CN, 4-CN, 4-(CH3)(2)N, 4-(C2H5)(2)N) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR, H-1 and C-13-NMR. All the ethylenes were copolymerized with styrene (M-1) in solution with radical initiation (ABCN) at 70 degrees C. The compositions of the copolymers were calculated from nitrogen analysis and the structures were analyzed by IR, H-1 and C-13-NMR. The order of relative reactivity (1/r(1)) for the monomers is 4-C6H5CH2O (6.39) > 2-C6H5CH2O (2.06) > 3-CH3CO (1.86) > 3-C6H5CH2O (1.78) > 4-CH3COO (1.58) > 3-CN (1.47) > 4-CN (1.21) > 4-(C2H5)(2)N (1.19) > 4-(CH3)(2)N (1.18) > 2-CN (1.04) > 4-CH3CO (0.71) > 4-CH3CONH (0.63). Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200-500 degrees C range with residue (3.6-9.5% wt), which then decomposed in the 500-800 degrees C range.

• 出版日期2015-8-3