Stable spontaneous orientation polarization by widening the optical band gap with 1,3,5,7-tetrakis(1-phenyl-1H-benzo[d]imidazol-2-yl)adamantane

Wei Chih Wang, Kyohei Nakano, Yuya Tanaka, Keisuke Kurihara, Hisao Ishii, Kiyohiro Adachi, Daisuke Hashizume, Chain Shu Hsu*, Keisuke Tajima*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


The spontaneous orientation polarization (SOP) of 1,3,5,7-tetrakis(1-phenyl-1H-benzo[d]imidazol-2-yl)adamantane (TPBAD) and its photosensitivity were investigated and compared with those of 2,2′,2′′-(1,3,5-benzinetriyl)-tris(1-phenyl-1-H-benzimidazole) (TPBi), a prototypical molecule exhibiting SOP. Despite the large difference in the molecular shapes of TPBAD (tetragonal) and TPBi (disc-shaped), their vacuum-deposited films exhibited similarly high SOPs of +74.7 and +77.2 mV nm−1, respectively. Due to the non-conjugated adamantane core, TPBAD had a wider optical band gap (4.22 eV) than TPBi (3.50 eV). This reduced the sensitivity of SOP in TPBAD films to light irradiation, and the decay time constant was 10 times longer than that of TPBi films. Variable angle spectroscopic ellipsometry and two-dimensional grazing-incidence wide-angle X-ray scattering revealed that TPBAD films are optically isotropic with a lower packing order than TPBi films, suggesting that the subtle directional selectivity of the TPBAD molecules in the amorphous film generates large SOP.

Original languageEnglish
Pages (from-to)13039-13046
Number of pages8
JournalJournal of Materials Chemistry C
Issue number38
StatePublished - 25 Aug 2023


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