Highly dielectric rubber bearing cyanoethyl group with various side-chain structures

Ryosuke Matsuno, Yuusaku Takagaki, Takamasa Ito, Hitoshi Yoshikawa, Shigeaki Takamatsu, Atsushi Takahara

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)


We synthesized rubbers including cyanoethyl groups and evaluated the effect of side-chain structures on dielectric properties, electrical properties at room temperature, and glass-transition temperatures (Tg). New monomers including cyanoethyl were synthesized via the thiol-ene reaction and esterification; these included 3-((2,4-dicyanobutyl)thio)propyl acrylate (DCEA3M) and 6-((2,4-dicyanobutyl)thio)hexyl acrylate (DCEA6M). Copolymers consisting of 2-cyanoethyl acrylate (CEA) and DCEA3M or DCEA6M were synthesized to obtain a rubber with a high dielectric constant. Reference copolymer samples with varying CN wt % consisted of CEA and acrylate monomers were also synthesized. Undesirable gelation occurred during polymerization of monomers including cyanoethyl; however, gelation could be resolved by changing the monomer concentration and reaction time. The copolymers exhibited a Tg of 5 °C or below, and the relative dielectric constant at 100 Hz was above 10. pDCEA3M exhibited the highest dielectric constant of 20.3 corresponding to a high CN wt % of 20.6%, and pDCEA6M displayed the lowest Tg of -33.2 °C due to the internal plasticization corresponding to the long side chain; however, the dielectric losses of pDCEA3M and pDCEA6M were as high as 3.2 and 7.7, respectively. On the other hand, p(CEA-DCEA3M) and p(CEA-DCEA6M) copolymerized with CEA could reduce the dielectric loss (∼2.4) while maintaining high dielectric constant (16.3-18.9) and low Tg (-22.9-3.36 °C). The copolymers also exhibited a high dielectric constant at a comparable volume resistivity (1010-1012 Ω·cm) compared to commercial rubbers. Such elastomers with high dielectric constant and low dielectric loss are expected to improve the performance of soft actuators.

Original languageEnglish
Pages (from-to)10128-10136
Number of pages9
Issue number22
Publication statusPublished - Nov 24 2020

All Science Journal Classification (ASJC) codes

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry


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