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West, Sarah M ; Tran, Duyen K ; Kaminsky, Werner ; Jenekhe, Samson A ;

Abstract: We report herein the synthesis, electronic structure, experimental and density functional theory (DFT) calculated optical properties, and electrical conductivity of a new π-conjugated ladder polymer, ladder poly(thienobenzothiazine) (LTBT), and its model compound, thienobis- (benzothiazine) (TBBT). The synthesis of LTBT in a mixed polyphosphoric acid/sulfolane solvent system gave an intrinsic viscosity of 2.0 dL/g at 30 °C in methanesulfonic acid, and the polymer could form large-area freestanding films. Single-crystal X-ray structure of TBBT showed that it crystallizes in an orthorhombic structure with a coplanar thienobenzothiazine ladder backbone, which is in agreement with the DFT calculated structure. The electrochemically derived HOMO and LUMO energy levels of −5.17 eV and −3.75 eV of LTBT thin films revealed the p-type semiconducting nature of the conjugated ladder polymer. We thus p-doped LTBT thin films with FeCl3, leading to an average electrical conductivity of 0.3 S/cm. These results demonstrate the potential of the new ladder polymer LTBT in organic electronics while providing valuable insights into the structure−property relationships of semiconducting ladder .

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Product Details of Tetrabromothiophene

CAS No. :3958-03-0
Formula : C4Br4S
M.W : 399.72
SMILES Code : BrC1=C(Br)C(Br)=C(Br)S1
MDL No. :MFCD00005419
InChI Key :AVPWUAFYDNQGNZ-UHFFFAOYSA-N
Pubchem ID :77565

Safety of Tetrabromothiophene

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Tetrabromothiophene

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3958-03-0 ]

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