A Solution-Processed n-Type Conducting Polymer Without Side Chains Formed via Nonmetal-Participated Polymerization and in Situ n-Doping

Tang, Haoran; Cai, Houji; Zhao, Haiyang; Liu, Ziyang; Tan, Ruoxi; Huang, Fei

doi:10.31635/ccschem.023.202202363

Cited by 23 publications

(5 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The absence of the negatively charged O atom (O − ) might be ascribed to the lower energy of the delocalized benzene ring anion. It was speculated that the carbonyl group of BFDO or DPP unit in the radical anion form preferred to interact with the N + atom of DPP unit in the paired radical cation form, leading to the weak positively charged O atom (Figure 8d) as previously reported [5a,22] . It could be further validated by the XPS of the DPP‐BFDO doped by N‐DMBI.…”

Section: Resultssupporting

confidence: 71%

An n‐Type Open‐Shell Conjugated Polymer with High‐Spin Ground‐State and High Intrinsic Electrical Conductivity

Cai,

Tang,

Wang

et al. 2024

Angewandte Chemie

Self Cite

View full text Add to dashboard Cite

Open‐shell conjugated polymers with a high intrinsic conductivity and high‐spin ground state hold considerable promise for applications in organic electronics and spintronics. Herein, two novel acceptor‐acceptor (A‐A) conjugated polymers based on a highly electron‐deficient quinoidal benzodifurandione unit have been developed, namely DPP‐BFDO‐Th and DPP‐BFDO. The incorporation of the quinoidal moiety into the polymers backbones enables deeply aligned lower‐lying lowest unoccupied molecular orbital (LUMO) levels of below −4.0 eV. Notably, DPP‐BFDO exhibits an exceptionally low LUMO (−4.63 eV) and a high‐spin ground state characterized by strong diradical characters. Moreover, a self‐doping through intermolecular charge‐transfer is observed for DPP‐BFDO, as evidenced by X‐ray photoelectron spectroscopy (XPS) studies. The high carrier concentration in combination with a planar and linear conjugated backbone yields a remarkable electrical conductivity (σ) of 1.04 S cm−1 in the “undoped” native form, ranking among the highest values reported for n‐type radical‐based conjugated polymers. When employed as an n‐type thermoelectric material, DPP‐BFDO achieves a power factor of 12.59 μW m−1 K−2. Furthermore, upon n‐doping, the σ could be improved to 65.68 S cm‐1. This study underscores the great potential of electron‐deficient quinoidal units in constructing dopant‐free n‐type conductive polymers with a high‐spin ground state and exceptional intrinsic conductivity.

show abstract

Section: Resultssupporting

confidence: 71%

An n‐Type Open‐Shell Conjugated Polymer with High‐Spin Ground‐State and High Intrinsic Electrical Conductivity

Cai,

Tang,

Wang

et al. 2024

Angewandte Chemie

Self Cite

View full text Add to dashboard Cite

show abstract

“…[28,38] Nevertheless, over the last few years, there have been significant breakthroughs in the field of n-type polymer synthesis that have led to relatively environmentally stable polymers with properties rivaling those of the benchmark PEDOT:PSS. [28,[39][40][41][42] Particularly, thin films of n-doped poly(3,7-dihydrobenzo[1,2-b:4,5-b']difuran-2,6-dione) (n-PBDF) have been reported with conductivities of up to 2000 S cm −1 , and up to 6000 S cm −1 , with Hall mobilities around 1.01 and 0.5 cm 2 V −1 s −1 , respectively, and Seebeck coefficient of −21.0 μV K −1 . [40,41] Moreover, n-PBDF can be processed from solution and it has been reported to have remarkable water and environmental stability since it has a low LUMO level of −5.1 eV in its neutral state.…”

Section: Introductionmentioning

confidence: 99%

Highly Conductive n‐Type Polymer Fibers from the Wet‐Spinning of n‐Doped PBDF and Their Application in Thermoelectric Textiles

Sarabia‐Riquelme,

Noble,

Alarcon Espejo

et al. 2023

Adv Funct Materials

View full text Add to dashboard Cite

The field of electronic textiles currently lacks n‐type polymer fibers that can complement the more established p‐type polymer fibers. Here, a highly conductive n‐type polymer fiber is obtained via wet‐spinning of n‐doped poly(3,7‐dihydrobenzo[1,2‐b:4,5‐b’]difuran‐2,6‐dione) (n‐PBDF). The electrical conductivity of the fibers increases from 1000 to 1600 S cm−1 with increased draw during processing and correlates well with Young's modulus. Wide‐angle X‐ray scattering reveals the existence of a bimodal orientation of the polymer chains, favoring parallel alignment to the fiber axis with increased draw. After 14 d in 80% humid air, fiber conductivity stabilizes maintaining 81% of the initial conductivity. Although the electrical conductivity drops slightly over time, the Seebeck coefficient increases, resulting in the highest thermoelectric power factor being measured at 91 µW m−1 K−2 for the most drawn fiber 14 d after its fabrication. A proof‐of‐concept two‐couple thermoelectric textile is crafted by embroidering bundles of n‐type PBDF fibers and p‐type PEDOT:PSS fibers. The device generates 2.40 nW at a 22 °C temperature gradient. This work represents the initial steps and a crucial advancement toward fabricating high‐performance n‐type polymer fibers that can complement their p‐type counterparts to close the existing performance gap.

show abstract

“…However, due to its propensity for solidification and precipitation, as well as its high viscosity, the film quality of the spinning-coated solution is compromised. By analyzing the molecular structure of PBFDO and DMSO, it was found that the protonated hydrogen atoms in PBFDO readily form intermolecular hydrogen bonds with sulfoxide groups in DMSO and carbonyl groups in PBFDO 20 . Evidently, the former's hydrogen bonding facilitates the solubility of PBFDO, whereas the latter's hydrogen bonding elevates solution viscosity and hampers PBFDO dissolution.…”

Section: Resultsmentioning

confidence: 99%

Highly conductive polymer electrodes for polymer light-emitting diodes

Xu,

Du,

Peng

et al. 2024

npj Flex Electron

View full text Add to dashboard Cite

Organic light-emitting diodes (OLEDs) offer the advantage of flexibility; however, the use of traditional transparent anode ITO limits further extension of their flexible characteristics. In this study, we propose employing an polymer polybenzodifuranedione (PBFDO) as a flexible transparent anode instead of the rigid ITO. To address the issue encountered during the PBFDO solution spin-coating process, we introduced n-butanol into the PBFDO conductive solution to reduce its viscosity and freezing point by modulating intermolecular hydrogen bonding interactions. Consequently, high-quality PBFDO films with high conductivity, superior transmittance, and low surface roughness were successfully obtained via spin-coating. Moreover, due to its proper work function, regular molecular stacking, and low refractive index properties, PBFDO electrode facilitate efficient carrier injection and transport as well as photon extraction. The resulting device utilizing a PBFDO anode combined with Super Yellow as the light-emitting layer exhibited excellent performance characteristics including a normal threshold voltage of 2.6 V and a maximum luminous efficiency of 12.8 cd A−1 comparable to that device based on the ITO electrode. Furthermore, flexible device also achieved satisfactory performance (7.7 cd A−1) when using the PEN substrate.

show abstract

A Solution-Processed n-Type Conducting Polymer Without Side Chains Formed via Nonmetal-Participated Polymerization and in Situ n-Doping

Cited by 23 publications

References 0 publications

An n‐Type Open‐Shell Conjugated Polymer with High‐Spin Ground‐State and High Intrinsic Electrical Conductivity

An n‐Type Open‐Shell Conjugated Polymer with High‐Spin Ground‐State and High Intrinsic Electrical Conductivity

Highly Conductive n‐Type Polymer Fibers from the Wet‐Spinning of n‐Doped PBDF and Their Application in Thermoelectric Textiles

Highly conductive polymer electrodes for polymer light-emitting diodes

Contact Info

Product

Resources

About