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Title: Indolo-naphthyridine-6,13-dione Thiophene Building Block for Conjugated Polymer Electronics: Molecular Origin of Ultrahigh n-Type Mobility

Journal Article · · Chemistry of Materials
 [1];  [2];  [3];  [2];  [4];  [2];  [5];  [2];  [1];  [6];  [2];  [2];  [3];  [5];  [3];  [1];  [2];  [1]
  1. Univ. College London, Bloomsbury (United Kingdom)
  2. Imperial College, London (United Kingdom)
  3. Argonne National Lab. (ANL), Argonne, IL (United States); Northwestern Univ., Evanston, IL (United States)
  4. Government College Univ., Lahore (Pakistan)
  5. King Abdullah Univ. of Science and Technology, Thuwal (Saudi Arabia)
  6. Texas A & M Univ. at Qatar, Doha (Qatar)
+ Show Author Affiliations

In this work, we present the synthesis and characterization of four conjugated polymers containing a novel chromophore for organic electronics based on an indigoid structure. These polymers exhibit extremely small band gaps of ~1.2 eV, impressive crystallinity, and extremely high n-type mobility exceeding 3 cm2 V s–1. The n-type charge carrier mobility can be correlated with the remarkably high crystallinity along the polymer backbone having a correlation length in excess of 20 nm. Theoretical analysis reveals that the novel polymers have highly rigid nonplanar geometries demonstrating that backbone planarity is not a prerequisite for either narrow band gap materials or ultrahigh mobilities. Moreover, the variation in backbone crystallinity is dependent on the choice of comonomer. OPV device efficiencies up to 4.1% and charge photogeneration up to 1000 nm are demonstrated, highlighting the potential of this novel chromophore class in high-performance organic electronics.

Research Organization:
Energy Frontier Research Centers (EFRC) (United States). Argonne-Northwestern Solar Energy Research Center (ANSER)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
Grant/Contract Number:
SC0001059; AC02-06CH11357; FG02-08ER46536
OSTI ID:
1388158
Journal Information:
Chemistry of Materials, Vol. 28, Issue 22; Related Information: ANSER partners with Northwestern University (lead); Argonne National Laboratory; University of Chicago; University of Illinois, Urbana-Champaign; Yale University; ISSN 0897-4756
Publisher:
American Chemical Society (ACS)Copyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 49 works
Citation information provided by
Web of Science

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Cited By (17)

Synthesis and Properties of a Bay-Annulated-Indigo Tetramer Based on Low-Cost Spiro[Fluorene-9,9′-Xanthene] Core journal October 2019
Isoindigo-Based Polymers with Small Effective Masses for High-Mobility Ambipolar Field-Effect Transistors journal July 2017
High-Performance Ambipolar Polymers Based on Electron-Withdrawing Group Substituted Bay-Annulated Indigo journal January 2019
Recent Progress in High-Mobility Organic Transistors: A Reality Check journal July 2018
Molecular Semiconductors for Logic Operations: Dead‐End or Bright Future? journal January 2020
The synthesis and properties of a new class of π-expanded diketopyrrolopyrrole analogs and conjugated polymers journal January 2019
Fluorophobic Effect Driven Self-Organization of Semifluorinated Alkyl Chain Substituted Conjugated Polymer journal May 2017
In Situ Analysis of Solvent and Additive Effects on Film Morphology Evolution in Spin-Cast Small-Molecule and Polymer Photovoltaic Materials journal May 2018
D-A 1 -D-A 2 Backbone Strategy for Benzobisthiadiazole Based n-Channel Organic Transistors: Clarifying the Selenium-Substitution Effect on the Molecular Packing and Charge Transport Properties in Electron-Deficient Polymers journal July 2017
Methoxylation of quinoidal bithiophene as a single regioisomer building block for narrow-bandgap conjugated polymers and high-performance organic field-effect transistors journal January 2020
Effect of Alkyl Chain Branching Point on 3D Crystallinity in High N-Type Mobility Indolonaphthyridine Polymers journal September 2017
Noncovalent Se···O Conformational Locks for Constructing High-Performing Optoelectronic Conjugated Polymers journal July 2017
Design and effective synthesis methods for high-performance polymer semiconductors in organic field-effect transistors journal January 2017
Functional Organic Semiconductors Based on Bay‐Annulated Indigo (BAI) journal January 2019
Effect of Alkyl Chain Branching Point on 3D Crystallinity in High N-Type Mobility Indolonaphthyridine Polymers journalarticle January 2017
Discerning Bulk and Interfacial Polarons in a Dual Electron Donor/Acceptor Polymer journal June 2019
Tunable Semiconducting Polymer Nanoparticles with INDT-Based Conjugated Polymers for Photoacoustic Molecular Imaging. text January 2017

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Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Thin films
Conjugated polymers
Mobility
Electrical conductivity
Polymers