Investigation of hydrogen-bonding mediated molecular packing of diketopyrrolopyrrole based donor-acceptor oligomers in the solid state

POLYMER

卷:160

Article

Yang, Kun¹  Li, Xiang¹  Huang, Yi-Fan²  Bhatta, Ram S.¹  Liu, Jiawei¹  Tsige, Mesfin¹  Wang, Chien-Lung²  Cheng, Stephen Z. D.¹  Zhu, Yu¹ 

[1] Univ Akron, Coll Polymer Sci & Polymer Engn, Dept Polymer Sci, 170 Univ Circle, Akron, OH 44325 USA

[2] Natl Chiao Tung Univ, Dept Appl Chem, 1001 Ta Hsueh Rd, Hsinchu 30010, Taiwan

关键词: Conjugated molecules;    Hydrogen bond;    Molecular packing;   

DOI  :  10.1016/j.polymer.2018.11.029

来源: Elsevier

【 摘 要 】

Two diketopyrrolopyrrole (DPP)-based donor-acceptor oligomers with thermal labile 2-methylhexyl-2-oxylcarbonyl (mHoc) groups, mHocPBT and mHocTBT, were synthesized and characterized to study the hydrogenbonding mediated molecular packing in solid state. The soluble oligomers can be converted to strong intermolecular hydrogen-bonded and pigment-like materials HPBT and HTBT by annealing the casted solid film at a temperature between 180 and 200 degrees C. The formation of intermolecular hydrogen bonding significantly altered the conformation of the molecules, molecular packing structure and related optical properties of the oligomers, with HPBT molecule exhibiting bathochromic shift and HTBT molecule exhibiting hypsochromic shift on UV/Vis spectra. Spin-casted mHocTBT and HTBT films also exhibited interesting morphology and charge transport properties. Even though the single mHocTBT oligomer molecule has a better coplanar molecular conformation as compared with that of HTBT, an enhanced pi-pi stacking structure and larger crystal grain size rendered HTBT film better charge transport performance.

【 授权许可】

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