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Title: Sequential Doping of Ladder-Type Conjugated Polymers for Thermally Stable n-Type Organic Conductors

Journal Article · · ACS Applied Materials and Interfaces

Doping of organic semiconductors is a powerful tool to optimize the performance of various organic (opto)electronic and bioelectronic devices. Despite recent advances, the low thermal stability of the electronic properties of doped polymers still represents a significant obstacle to implementing these materials into practical applications. Hence, the development of conducting doped polymers with excellent long-term stability at elevated temperatures is highly desirable. Here, we report on the sequential doping of the ladder-type polymer poly(benzimidazobenzophenanthroline) (BBL) with a benzimidazole-based dopant (i.e., N-DMBI). By combining electrical, UV–vis/infrared, X-ray diffraction, and electron paramagnetic resonance measurements, we quantitatively characterized the conductivity, Seebeck coefficient, spin density, and microstructure of the sequentially doped polymer films as a function of the thermal annealing temperature. Importantly, we observed that the electrical conductivity of N-DMBI-doped BBL remains unchanged even after 20 h of heating at 190 °C. This finding is remarkable and of particular interest for organic thermoelectrics.

Research Organization:
SLAC National Accelerator Lab., Menlo Park, CA (United States)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
Grant/Contract Number:
AC02-76SF00515; 2016-03979; SFO-Mat-LiU No 2009 00971; Dnr KAW 2014.0041; 18-313; 19-310; 204-0256
OSTI ID:
1768776
Journal Information:
ACS Applied Materials and Interfaces, Vol. 12, Issue 47; ISSN 1944-8244
Publisher:
American Chemical Society (ACS)Copyright Statement
Country of Publication:
United States
Language:
English

References (44)

Influence of PEDOT:PSS crystallinity and composition on electrochemical transistor performance and long-term stability journal September 2018
Thermoelectric Performance of n‐Type Poly(Ni‐tetrathiooxalate) as a Counterpart to Poly(Ni‐ethenetetrathiolate): NiTTO versus NiETT journal March 2019
On the Glass Transition of Polymer Semiconductors and Its Impact on Polymer Solar Cell Stability journal March 2015
Air Stable Organic Salt As an n-Type Dopant for Efficient and Stable Organic Light-Emitting Diodes journal March 2015
Drastic Improvement of Air Stability in an n-Type Doped Naphthalene-Diimide Polymer by Thionation journal August 2018
The electrochemical doping reactions of the conducting ladder polymer benzimidazobenzophenanthroline (BBL) journal January 1988
Highly stretchable polymer semiconductor films through the nanoconfinement effect journal January 2017
Moderate doping leads to high performance of semiconductor/insulator polymer blend transistors journal March 2013
Measurement of Small Molecular Dopant F4TCNQ and C 60 F 36 Diffusion in Organic Bilayer Architectures journal December 2015
Biofuel powered glucose detection in bodily fluids with an n-type conjugated polymer journal December 2019
A Universal Method to Produce Low-Work Function Electrodes for Organic Electronics journal April 2012
Macroscopic and high-throughput printing of aligned nanostructured polymer semiconductors for MHz large-area electronics journal September 2015
Correcting for contact geometry in Seebeck coefficient measurements of thin film devices journal October 2014
Quantitative Measurements of the Temperature-Dependent Microscopic and Macroscopic Dynamics of a Molecular Dopant in a Conjugated Polymer journal July 2017
Controlling Molecular Doping in Organic Semiconductors journal September 2017
Sequential Doping Reveals the Importance of Amorphous Chain Rigidity in Charge Transport of Semi-Crystalline Polymers journal September 2017
Thermoelectric Properties of Solution-Processed n-Doped Ladder-Type Conducting Polymers journal October 2016
Enhancing Molecular n-Type Doping of Donor-Acceptor Copolymers by Tailoring Side Chains journal January 2018
Engineered films for display technologies journal January 2004
Molecular Electrical Doping of Organic Semiconductors: Fundamental Mechanisms and Emerging Dopant Design Rules journal February 2016
Self-Assembly, Molecular Packing, and Electron Transport in n-Type Polymer Semiconductor Nanobelts journal July 2008
Impact of Singly Occupied Molecular Orbital Energy on the n-Doping Efficiency of Benzimidazole Derivatives journal September 2019
Doped Organic Transistors journal October 2016
High-performance, air-stable, n-type thermoelectric films from a water-dispersed nickel-ethenetetrathiolate complex and ethylene glycol journal January 2020
Parallel programming of an ionic floating-gate memory array for scalable neuromorphic computing journal April 2019
Complementary Logic Circuits Based on High-Performance n-Type Organic Electrochemical Transistors journal January 2018
Ground-state electron transfer in all-polymer donor–acceptor heterojunctions journal March 2020
The effect of thermal annealing on dopant site choice in conjugated polymers journal June 2016
Impact of the Doping Method on Conductivity and Thermopower in Semiconducting Polythiophenes journal October 2014
Molecular Doping Enhances Photoconductivity in Polymer Bulk Heterojunction Solar Cells journal September 2013
Organic electrochemical transistors journal January 2018
Use of a 1 H -Benzoimidazole Derivative as an n -Type Dopant and To Enable Air-Stable Solution-Processed n -Channel Organic Thin-Film Transistors journal July 2010
All-printed large-scale integrated circuits based on organic electrochemical transistors journal November 2019
Enhanced n-Doping Efficiency of a Naphthalenediimide-Based Copolymer through Polar Side Chains for Organic Thermoelectrics journal January 2018
High Electron Mobility in Ladder Polymer Field-Effect Transistors journal November 2003
Doping Engineering Enables Highly Conductive and Thermally Stable n-Type Organic Thermoelectrics with High Power Factor journal August 2019
Stretchable, Large-area Organic Electronics journal May 2010
A Chemically Doped Naphthalenediimide-Bithiazole Polymer for n-Type Organic Thermoelectrics journal June 2018
2D coherent charge transport in highly ordered conducting polymers doped by solid state diffusion journal May 2016
Direct metabolite detection with an n-type accumulation mode organic electrochemical transistor journal June 2018
Morphology controls the thermoelectric power factor of a doped semiconducting polymer journal June 2017
Polar Side Chains Enhance Processability, Electrical Conductivity, and Thermal Stability of a Molecularly p-Doped Polythiophene journal April 2017
π-Conjugated Polymers for Organic Electronics and Photovoltaic Cell Applications journal February 2011
Tetraaminoethylenes journal May 1965