Kharas Gregory B, Cimino Alessandra, Flieger Sebastian, Whelpley Paige M, Ebner David, Groy Randi, Savittieri Christopher R, Shinde Nita, Thomas Kenneth L, Rocus Sara M, Schjerven William S
Chemistry and Biochemistry Department, DePaul University, Chicago, IL, USA.
Des Monomers Polym. 2020 Jun 23;23(1):75-82. doi: 10.1080/15685551.2020.1782556.
Condensation of isopropyl cyanoacetate and substituted benzoic aldehydes resulted in formation of novel isopropyl esters of 2-cyano-3-phenyl-2-propenoic acid, RPhCH = C(CN)COCH(CH) (where R is 2,3,4-trimethoxy, 2,4,5-trimethoxy, 2,4,6-trimethoxy, 3-bromo-4,5-dimethoxy, 5-bromo-2,3-dimethoxy, 5-bromo-2,4-dimethoxy, 6-bromo-3,4-dimethoxy, 2-bromo-3-hydroxy-4-methoxy, 4-bromo-2,6-difluoro, 2-chloro-3,4-dimethoxy, 3-chloro-4,5-dimethoxy, 5-chloro-2,3-dimethoxy, 2,3,6-trichloro, 3-chloro-2,6-difluoro, 2,3,4-trifluoro, 2,4,5-trifluoro, 2,4,6-trifluoro, 3,4,5-trifluoro, 2,3,5,6-tetrafluoro, 2,3,4,5,6-pentafluoro). Copolymerization of the esters with vinyl benzene in solution with radical initiation (ABCN) at 70°C led to formation copolymers. The products were characterized by CHN elemental analysis, IR, H- and C-NMR, GPC, DSC, and TGA.
氰基乙酸异丙酯与取代苯甲醛缩合生成了新型的2-氰基-3-苯基-2-丙烯酸异丙酯，RPhCH = C(CN)COCH(CH)（其中R为2,3,4-三甲氧基、2,4,5-三甲氧基、2,4,6-三甲氧基、3-溴-4,5-二甲氧基、5-溴-2,3-二甲氧基、5-溴-2,4-二甲氧基、6-溴-3,4-二甲氧基、2-溴-3-羟基-4-甲氧基、4-溴-2,6-二氟、2-氯-3,4-二甲氧基、3-氯-4,5-二甲氧基、5-氯-2,3-二甲氧基、2,3,6-三氯、3-氯-2,6-二氟、2,3,4-三氟、2,4,5-三氟、2,4,6-三氟、3,4,5-三氟、2,3,5,6-四氟、2,3,4,5,6-五氟）。这些酯与苯乙烯在70°C下通过自由基引发剂（ABCN）在溶液中进行共聚反应生成共聚物。产物通过CHN元素分析、红外光谱、氢核磁共振和碳核磁共振、凝胶渗透色谱、差示扫描量热法和热重分析法进行表征。
