Premium
Theoretical Studies on Novel Gridspiroarenes: Structures, Noncovalent Interactions and Reorganization Energies
Author(s) -
Yang Lei,
Yin ChengZhu,
Ali Mohamad Akbar,
Dong ChaoYang,
Xie XinMiao,
Wu XiangPing,
Mao Jie,
Wang YongXia,
Yu Yang,
Xie LingHai,
Bian LinYi,
Bao JianMin,
Ran XueQin,
Huang Wei
Publication year - 2019
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201900229
Subject(s) - chemistry , homo/lumo , density functional theory , organic solar cell , non covalent interactions , organic semiconductor , ionization energy , oled , intramolecular force , electron affinity (data page) , dimer , organic electronics , electronic structure , time dependent density functional theory , chemical physics , computational chemistry , ionization , stereochemistry , molecule , transistor , polymer , physics , organic chemistry , ion , hydrogen bond , layer (electronics) , voltage , quantum mechanics
Summary of main observation and conclusion Organic semiconductor materials with low reorganization energy have various applications such as in organic light‐emitting diodes (OLEDs), organic field‐effect transistor (OFETs) and organic solar cells (OSCs). In this work, we have designed a new class of gridspiroarenes (GS‐SFX and GS‐SITF) with #‐shaped structures, which have novel crisscross geometrical structures compared to widely used spirocyclic arenes—SFX and SITF. The structure electronic properties, adiabatic ionization potentials (IP a ), adiabatic electron affinities (EA a ) and reorganization energies ( λ ) of GS‐SFX and GS‐SITF have been calculated using density functional theory (DFT) method. The calculated HOMO and LUMO spatial distributions suggest that GS‐SFX and GS‐SITF have better transport properties. The noncovalent interaction analysis shows the weak intramolecular interactions between their arms. The results indicate that the reorganization energies of GS‐SFX and GS‐SITF are significantly reduced compared to the dimer structures—DSFX and DSITF. Furthermore, the GS‐SITF1 which is one of the isomers of GS‐SITF exhibits the lowest values for λ (h) (0.067 eV) and λ (e) (0.153 eV). Therefore, we believe the predicted structure, electronic property, and reorganization energy are good indicator for transport materials. This work has systematically studied the effect of gridization, which provides insights to design organic semiconductor materials with excellent charge transport properties.