One-pot synthesis of cyclopentadithiophene-isoindigo based low bandgap long-chain π-conjugated oligomers

Zhang, Xiaofeng; Liu, Hui; Chen, Yan; Cheng, Jing-Zhao; Wang, Lihong; Ye, Dong‐Nai; Chen, Long; Liu, Shiyong

doi:10.1016/j.mtcomm.2019.100850

Cited by 3 publications

(2 citation statements)

References 53 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This enhancement in Φ PL of P3 should be attributable to the larger radiative decay rate constant (k r ) of the polymer (1.8 × 10 8 s −1 ) than that of M3 (0.1 × 10 8 s −1 ). In addition, P3 showed the sharp emission with small Stokes shift (730 cm −1 ), as often observed in other donor−acceptorconjugated polymers composed of CDT 11,37. Its highly planar main-chain structure derived from the well-extended πconjugation could result in the small structural relaxation in the excited state, leading to a narrow absorption and emission band and a small Stokes shift.Comparing the difference in transition energy induced by the polymerization estimated from the absorption maxima of the polymers and the models, P2 is stabilized by 0.64 eV, which is the largest value among the polymers (P1, 0.25 eV; P3, 0.36 eV).…”

supporting

confidence: 56%

Far-Red to Near-Infrared Emission from Conjugated Polymers with High Density of Excited States Based on a Boron Tropolonate Complex as an Electron Acceptor

Ogoshi,

Takahashi,

Ito

et al. 2024

Macromolecules

View full text Add to dashboard Cite

Conjugated polymers composed of donor–acceptor systems have attracted tremendous attention because of their applicability to organic optoelectronic devices, such as polymer solar cells, organic transistors, and biological imaging. Particularly, their light absorption and emission properties in the far-red (FR) to near-infrared (NIR) region are hot topics in the recent research on the development of advanced conjugated polymers. However, compared to electron donors, the lack of variety of electron acceptors still hampers us from meeting various challenges, such as low emission efficiency, low electron mobility, and low stability. Herein, we demonstrate that a boron complex based on tropolone acts as a strong electron acceptor in conjugated copolymers with fluorene (FL), bithiophene (BT), and cyclopentadithiophene (CDT) comonomers, and the synthesized polymers exhibit FR/NIR emissive properties. The tropolonate boron complex, TpB, possesses a highly polarized aromatic seven-membered ring and subsequently strong electron acceptability. Importantly, theoretical calculations for the model compounds revealed that low-lying singlet excited states with different electronic structures should be nearly degenerate because TpB itself has several molecular orbitals around frontier molecular orbitals in the narrow energy range. As a result, the CDT polymer was able to exhibit the most efficient emission in solutions among the polymers, although it showed the longest wavelength luminescence.

show abstract

supporting

confidence: 56%

Far-Red to Near-Infrared Emission from Conjugated Polymers with High Density of Excited States Based on a Boron Tropolonate Complex as an Electron Acceptor

Ogoshi,

Takahashi,

Ito

et al. 2024

Macromolecules

View full text Add to dashboard Cite

show abstract

“…Polymers and small molecules based on cyclopentadithiophene (CPDT) were widely used in organic electronic applications thanks tothe high rigidity, planarity and charge transfer ability delivered by CPDT group [17][18][19][20][21][22][23]. Further, Benzothiadiazole (BT) [24][25][26][27] and Diketopyrrolopyrrole (DPP) [28][29][30] have been extensively utilized as electron deficient acceptor patterns in conjugated systems.…”

Section: Introductionmentioning

confidence: 99%

Designing Well-Organized Donor-Bridge-Acceptor Conjugated Systems Based on Cyclopentadithiophene as Donors in Bulk Heterojunction Organic Solar Cells: DFT-Based Modeling and Calculations

Zaier¹,

Ayachi²

2021

Solar Cells - Theory, Materials and Recent Advances

View full text Add to dashboard Cite

Two host materials based on CPDT as donors in bulk heterojunction organic solar cells were designed and investigated by means of DFT calculations. The first one (P-CPDTBT3) is a copolymer with D-A configuration and the second one (SM-CPDTDPP) is a D-π-A-π-D type small molecule. The investigated materials exhibited interesting structural properties with high planarity and rigidity originated from intra-molecular non-covalent interactions between the different building blocks. Thanks to their narrow band gaps, the optical absorption spectra have covered the main part of solar spectrum of interest. In addition, some general transport properties have been established. The transition density matrix (TDM) was used to get insight into the interaction of hole–electron localization and the electronic excitation processes. The photovoltaic parameters (FF, Voc) were calculated. The obtained results have been attempted to provide novel structure–property relationships for the rational design strategies of high-performance photovoltaic materials with power conversion efficiency of nearly 10%.

show abstract

Modulating chemical composition of the D-π-D-A-D type copolymers to obtain soluble Neutral-state green or dark Yellowish-black films with Multi-color electrochromism

Wang

Ming

et al. 2023

Materials & Design

View full text Add to dashboard Cite

One-pot synthesis of cyclopentadithiophene-isoindigo based low bandgap long-chain π-conjugated oligomers

Cited by 3 publications

References 53 publications

Far-Red to Near-Infrared Emission from Conjugated Polymers with High Density of Excited States Based on a Boron Tropolonate Complex as an Electron Acceptor

Far-Red to Near-Infrared Emission from Conjugated Polymers with High Density of Excited States Based on a Boron Tropolonate Complex as an Electron Acceptor

Designing Well-Organized Donor-Bridge-Acceptor Conjugated Systems Based on Cyclopentadithiophene as Donors in Bulk Heterojunction Organic Solar Cells: DFT-Based Modeling and Calculations

Modulating chemical composition of the D-π-D-A-D type copolymers to obtain soluble Neutral-state green or dark Yellowish-black films with Multi-color electrochromism

Contact Info

Product

Resources

About