325963-57-3Relevant academic research and scientific papers
Novel synthesis of electroresponsive poly(thiophenylene) through a Michael-type addition
Yamamoto, Kimihisa,Higuchi, Masayoshi,Takai, Hirokazu,Nishiumi, Toyohiko
, p. 131 - 133 (2001)
(equation presented) A novel poly(thiophenylene) having N,N′-diphenyl-1,4-phenylenediamine (PDA) as a redox unit was synthesized through a Michael-type addition. This polymerization proceeded at room temperature without catalysts. The polymer obtained act
A novel synthetic route to redox-active oligo(thio-1,4-phenylene) derivatives via a Michael-type addition
Yamamoto, Kimihisa,Higuchi, Masayoshi,Nishiumi, Toyohiko,Takai, Hirokazu
, p. 1827 - 1832 (2007/10/03)
N,N′-Diphenyl-1,4-benzoquinone diimine (PBI), which is the minimum redox-active unit of polyaniline, was reduced to N,N′-diphenyl-1,4-phenylenediamine (PDA) derivatives through Michael-type additions of some nucleophiles. The addition of thiophenol to PBI proceeded very rapidly. The polyaddition of PBI-endcapped monomers (P-2PBI, B-2PBI, and TB-2PBI) with thiobisbenzenethiol (TB) produced the novel thermostable oligo(thio-1,4-phenylene)s (OTP) having PDA units as a redox-active site (OTP-P-PDA, OTP-B-PDA, and OTP-PDA). This polymerization proceeded at room temperature without catalysts. OTP-P-PDA, one of the oligomers obtained, was found to have a moderate molecular weight (Mw 8400) and to possess good thermostability (Td10% 400 °C). The polymerization based on Michael-type additions was also confirmed by NMR measurements. The oligomers obtained behaved as good electro-responsive materials. The redox process was determined by the slope of the Nernst plot that involved two electrons and two protons per PDA unit.
