Synthesis and characterization of dithienylbenzobis(thiadiazole)-based low band-gap polymers for organic electronics

Abstract

New donor-acceptor alternating conjugated polymers were synthesized and characterized. Among them, PCPBBT exhibited a band-gap of 1.01 eV and ambipolar characteristics with μ(h) = 7.1 × 10(-4) cm(2) V(-1) s(-1) and μ(e) = 3.3 × 10(-3) cm(2) V(-1) s(-1).

Heteroannulated acceptors based on benzothiadiazole

“…10) showed mostly hole transport, but BBT polymer 58 showed ambipolar charge transport. More recently, ambipolar behavior was also observed in a series of BBT-containing polymers 84, 86, and 87 reported by the groups of Heeger and Wudl,155 and in the structurally similar 85 reported by the groups of Lee and Prasad 156. However, in contrast the uorene-bridged polymer 87, no m e was reported for structurally similar polymer 88, Properties and OFET data for BBT D-A polymers.…”

A Distannylated Monomer of a Strong Electron‐Accepting Organoboron Building Block: Enabling Acceptor–Acceptor‐Type Conjugated Polymers for n‐Type Thermoelectric Applications

“…PBN-18 shows two absorption bands with the maximum absorption wavelength (l max )a t4 95 nm and 753 nm, respectively.T he onset absorption wavelength of PBN-18 is 912 nm, corresponding to an arrow optical band gap (E g opt )o f1 .36 eV.T he ultralow E g opt is attributed to the quinoidal character of BBT units in PBN-18. [20] PBN-19 exhibits the maximum absorption wave-…”

“…Scheme 1c shows the chemical structures of the two BNBP-based A-A type polymers, PBN-18 and PBN-19.W e select benzo [1,2-c:4,5-c']-bis [1,2,5]thiadiazole (BBT) and thieno [3,4-c]pyrrole-4,6-dione (TPD) dimer as the electronaccepting copolymerizing units to prepare the two A-A type organoboron polymers.BBT is well known for its ultrastrong electron-deficient property and quinoidal character. [20] Copolymerization of BNBP and BBT is expected to give ultralow LUMO energy level of the resulting A-A type polymer.T PD has been widely used to design p-type conjugated polymers for applications in high-performance OSCs and OFETs because of its medium electron-deficient property and planar configuration. [21] However,T PD has been rarely used to design n-type polymer semiconductors.…”

Advances in Organic Near-Infrared Materials and Emerging Applications

“…Fusing more than one electron‐deficient group can give rise to stronger acceptors. In the benzo series, the electron‐withdrawing property is significantly increased when the benzene ring is fused with two electron‐withdrawing substitutes 40. In addition, when the isoindigo (IIG) unit is connected with lactone or lactam structure in the middle, a stronger acceptor is obtained 41…”