Simple molecular ferroelectrics: N,N′-dialkyl-terephthalamide derivatives in the solid phase

Moeko Kawana, Ryohei Mizoue, Takashi Takeda, Norihisa Hoshino, Tomoyuki Akutagawa

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)


Simple molecules of N,N′-dialkyl-1,4-benzenedicarboxamide (CnIPA) form a one-dimensional (1D) N-H⋯O 0= hydrogen-bonding molecular assembly, which shows a solid-solid phase transition through the partial melting of alkyl chains before phase transition to an isotropic liquid without the formation of a liquid crystal phase. The phase transition, molecular assembly structure, dielectric constant, and ferroelectricity of CnTPA were evaluated by changing the alkyl chain length (n) of -CONHCnH2n+1 through n = 5-16, 18. The 1D hydrogen-bonded structures were further assembled into a bilayer arrangement of alkyl chains to form a lamellar-type molecular assembly, where the partial melting of two alkyl chains occurred at the high-T solid phase. An even-odd effect was observed in the phase transition behavior and the T-dependent dielectric constants of CnTPA, where the even-number derivatives had much larger motional freedom than those of the odd-number derivatives. The dielectric response was associated with the motional freedom of the polar structural unit of N-H⋯O= hydrogen bonds, the dynamics of which were activated in the T range after the phase transition to the high-T solid phase. The collective dipole inversion of the N-H⋯O= hydrogen-bonding chain was observed in the ferroelectric polarization-electric field (P-E) hysteresis curves of CnTPAs with n ≥ 11. The melting state of long alkyl chains in the high-T solid phase assisted the dipole inversion of N-H⋯O units to form hydrogen-bonded ferroelectrics.

Original languageEnglish
Pages (from-to)4208-4217
Number of pages10
JournalJournal of Materials Chemistry C
Issue number11
Publication statusPublished - 2022 Feb 9

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Chemistry


Dive into the research topics of 'Simple molecular ferroelectrics: N,N′-dialkyl-terephthalamide derivatives in the solid phase'. Together they form a unique fingerprint.

Cite this