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Two narrow band gap conjugated ternary copolymers comprising two electron-rich (donor, D) and one electron-deficient (acceptor, A) moieties regularly alternating along the polymer backbone were designed and synthesized. The polymers with the repeating unit in a D1-A-D2-A manner were constructed by copolymerizing a bisstannyled-D1 (D1 = n-alkyl-substituted cyclopentadithiophene) and a dibromo-monomer (Br-A-D2-A-Br, D2 = branched-alkyl-substituted cyclopentadithiophene, A =[1,2,5]selenadiazolo[3,4-c]pyridine or 5-fluorobenzo[c][1,2,5]selenadiazole) through a palladium-catalyzed Stille polymerization. This approach that enables variations in the donor fragment substituents can not only control the polymer regiochemistry but also the solubility. Two ternary copolymers exhibited absorbance up to near-infrared region along with relatively narrow band gap in the range of 1.02–1.26 eV. The polymeric photovoltaic cells based on CDTPSE/PC61BM show the short circuit density of 1.45 mA cm−2, open current voltage of 0.53 V, and photocurrent spectra response from 300 to 1,150 nm under AM 1.5 simulator (100 mW cm−2). It is indicated that it can be potentially applied to near infrared photodetectors.

It is highly desired that synthesis of photothermal agents with near-infrared (NIR) absorption, excellent photostability, and high photothermal conversion efficiency are essential for potential applications. In this work, three (D-A) conjugated polymers (PBABDF-BDTT, PBABDF-BT, and PBABDF-TVT) based on aza-heterocycle, bis(2-oxo-7-azaindolin-3-ylidene)benzodifurandione (BABDF) as the strong acceptor, and benzodithiophene-thiophene (BDTT), bithiophene (BT), and thiophene-vinylene-thiophene (TVT) as the donors, were designed and synthesized. The conjugated polymers showed significant absorption in the NIR region and a maximum absorption peak at 808 nm by adjusting the donor and acceptor units. Their photothermal properties were also investigated by using poly(ethylene glycol)-block-poly(hexyl ethylene phosphate) (mPEG-b-PHEP) to stabilize the conjugated polymers. Photoexcited conjugated polymer (PBABDF-TVT) nanoparticles underwent non-radiative decay when subjected to single-wavelength NIR light irradiation, leading to an excellent photothermal conversion efficiency of 40.7%. This work indicated the aza-heterocycle BABDF can be a useful building block for constructing D-A conjugated polymer with high conversion efficiency.

Three small-molecule non-fullerene electron acceptors containing different numbers of fluorine atoms in their end groups were designed and synthesized. All three acceptors were found to exhibit relatively narrow band gaps with absorption profiles extending into the near-infrared region. The fluorinated analog exhibited enhanced light-harvesting capabilities, which led to improved short-circuit current densities. Moreover, fluorination improved the blend film morphology and led to desirable phase separation that facilitated exciton dissociation and charge transport. As a result of these advantages, organic solar cells based on the non-fullerene acceptors exhibited clearly improved short-circuit current densities and power conversion efficiencies compared with the device based on the non-fluorinated acceptor. These results suggest that fluorination can be an effective approach for the molecular design of non-fullerene acceptors with near-infrared absorption for organic solar cells.

Two narrow band gap conjugated ternary copolymers comprising two electron-rich (donor, D) and one electron-deficient (acceptor, A) moieties regularly alternating along the polymer backbone were designed and synthesized. The polymers with the repeating unit in a D1-A-D2-A manner were constructed by copolymerizing a bisstannyled-D1 (D1 = n-alkyl-substituted cyclopentadithiophene) and a dibromo-monomer (Br-A-D2-A-Br, D2 = branched-alkyl-substituted cyclopentadithiophene, A =[1,2,5]selenadiazolo[3,4-c]pyridine or 5-fluorobenzo[c][1,2,5]selenadiazole) through a palladium-catalyzed Stille polymerization. This approach that enables variations in the donor fragment substituents can not only control the polymer regiochemistry but also the solubility. Two ternary copolymers exhibited absorbance up to near-infrared region along with relatively narrow band gap in the range of 1.02-1.26 eV. The polymeric photovoltaic cells based on CDTPSE/PC 61 BM show the short circuit density of 1.45 mA cm -2 , open current voltage of 0.53 V, and photocurrent spectra response from 300 to 1,150 nm under AM 1.5 simulator (100 mW cm -2 ). It is indicated that it can be potentially applied to near infrared photodetectors., (Copyright © 2020 Huang, Lan, Yan, Hu and Liu.)

It is highly desired that synthesis of photothermal agents with near-infrared (NIR) absorption, excellent photostability, and high photothermal conversion efficiency are essential for potential applications. In this work, three (D-A) conjugated polymers ( PBABDF-BDTT, PBABDF-BT , and PBABDF-TVT ) based on aza-heterocycle, bis(2-oxo-7-azaindolin-3-ylidene)benzodifurandione (BABDF) as the strong acceptor, and benzodithiophene-thiophene (BDTT), bithiophene (BT), and thiophene-vinylene-thiophene (TVT) as the donors, were designed and synthesized. The conjugated polymers showed significant absorption in the NIR region and a maximum absorption peak at 808 nm by adjusting the donor and acceptor units. Their photothermal properties were also investigated by using poly(ethylene glycol)-block-poly(hexyl ethylene phosphate) (mPEG-b-PHEP) to stabilize the conjugated polymers. Photoexcited conjugated polymer ( PBABDF-TVT ) nanoparticles underwent non-radiative decay when subjected to single-wavelength NIR light irradiation, leading to an excellent photothermal conversion efficiency of 40.7%. This work indicated the aza-heterocycle BABDF can be a useful building block for constructing D-A conjugated polymer with high conversion efficiency.

Three small-molecule non-fullerene electron acceptors containing different numbers of fluorine atoms in their end groups were designed and synthesized. All three acceptors were found to exhibit relatively narrow band gaps with absorption profiles extending into the near-infrared region. The fluorinated analog exhibited enhanced light-harvesting capabilities, which led to improved short-circuit current densities. Moreover, fluorination improved the blend film morphology and led to desirable phase separation that facilitated exciton dissociation and charge transport. As a result of these advantages, organic solar cells based on the non-fullerene acceptors exhibited clearly improved short-circuit current densities and power conversion efficiencies compared with the device based on the non-fluorinated acceptor. These results suggest that fluorination can be an effective approach for the molecular design of non-fullerene acceptors with near-infrared absorption for organic solar cells.