Abstract
Four N-(4-halogenophenyl)maleimides (4-Hal-PMI) monomers, N-(4-fluorophenyl)maleimide (4FPMI), N-(4-chlorophenyl)maleimide (4CPMI), N-(4-bromophenyl)maleimide (4BPMI), and N-(4-iodophenyl)maleimide (4IPMI) were synthesized and obtained as yellow needle crystals. A positive relationship between the Hammett’s substituent constants (σ) and 1H NMR chemical shifts (δ) of the vinylene protons of all 4-Hal-PMI were observed. Each anionic polymerization of 4-Hal-PMI with lithium tert- butoxide took place at the vinylene moieties and gave the correspondent poly(4-Hal-PMI) in 27–50% yields after 24 h at －60°C. A negative relationship was seen between the yields of poly(4-Hal-PMI) and the Hammett’s σ of each substituent of 4-Hal-PMI.
