Synthesis and characterization of a novel asymmetric fused ladder oligomer for applications as organic semiconductor

We report herein the two step synthesis of asymmetrically substituted fused heterocyclic ladder oligomer, 11-nitrobenzo[a][1,4]benzothiazino[3,-c]phenoxazine (2) and its single crystal structure. Compound 2 crystallizes in the orthorhombic space group Fdd2 with unit cell dimensions: a = 6.7497(9) Å; b = 52.478(7) Å; c = 18.832(3) Å and α = β = γ = 90°. Each unit cell contains 16 molecules. π–π Stack distances of 3.9 and 3.39 Å and short contacts of N–O…H–C distance of 2.43 Å were observed within the unit cell. Furthermore, its optical band gap was estimated be 1.85 eV. These materials are of interest for variety of applications due to their unique optical and electrical properties.

Originally Published at 10.1557/s43580-023-00609-y

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Work Title Synthesis and characterization of a novel asymmetric fused ladder oligomer for applications as organic semiconductor
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Open Access
Creators
  1. Cameron Fiester
  2. Phuong Truc T. Pham
  3. Amy Bradley
  4. Amjad Nazzal
  5. Mamoun M. Bader
License CC BY-NC-ND 4.0 (Attribution-NonCommercial-NoDerivatives)
Work Type Article
Publisher
  1. MRS Advances
Publication Date August 7, 2023
Publisher Identifier (DOI)
  1. https://doi.org/10.1557/s43580-023-00609-y
Deposited February 25, 2024

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Version 1
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  • Created
  • Added MRS__Novel_Fused_Ladder_oligomer_2023.pdf
  • Added Creator Cameron Fiester
  • Added Creator Phuong Truc T. Pham
  • Added Creator Amy Bradley
  • Added Creator Amjad Nazzal
  • Added Creator Mamoun M. Bader
  • Published
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    Description
    • <p>We report herein the two step synthesis of asymmetrically substituted fused heterocyclic ladder oligomer, 11-nitrobenzo[a][1,4]benzothiazino[3,-c]phenoxazine (2) and its single crystal structure. Compound 2 crystallizes in the orthorhombic space group Fdd2 with unit cell dimensions: a = 6.7497(9) Å; b = 52.478(7) Å; c = 18.832(3) Å and α = β = γ = 90°. Each unit cell contains 16 molecules. π–π Stack distances of 3.9 and 3.39 Å and short contacts of N–O…H–C distance of 2.43 Å were observed within the unit cell. Furthermore, its optical band gap was estimated be 1.85 eV. These materials are of interest for variety of applications due to their unique optical and electrical properties. Graphical abstract: [Figure not available: see fulltext.].</p>
    • We report herein the two step synthesis of asymmetrically substituted fused heterocyclic ladder oligomer, 11-nitrobenzo[a][1,4]benzothiazino[3,-c]phenoxazine (2) and its single crystal structure. Compound 2 crystallizes in the orthorhombic space group Fdd2 with unit cell dimensions: a = 6.7497(9) Å; b = 52.478(7) Å; c = 18.832(3) Å and α = β = γ = 90°. Each unit cell contains 16 molecules. π–π Stack distances of 3.9 and 3.39 Å and short contacts of N–O…H–C distance of 2.43 Å were observed within the unit cell. Furthermore, its optical band gap was estimated be 1.85 eV. These materials are of interest for variety of applications due to their unique optical and electrical properties.
    Publication Date
    • 2023-11-01
    • 2023-08-07
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Version 2
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  • Deleted MRS__Novel_Fused_Ladder_oligomer_2023.pdf
  • Added MRSA-D-23-00140 (1) accepted.pdf
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