BENZO[1,2-b:4,5-b′]DITHIOPHENE

Altering the Emission Behavior with the Turn of a Thiophene Ring: The Photophysics of Condensed Ring Systems of Alternating Benzenes and Thiophenes

“…Dibenzothiophene (2, sublimed, 99%) was used as received. Benzo[1,2-b:4,5-b′]dithiophenes (3), 9 benzo[1,2-b:5,4-b′]dithiophenes (4), 26 thieno[2,3-f:5,4-f ′]bis [1]benzothiophene (5), 24 and thieno[3,2-f:4,5-f ′]bis [1]benzothiophene (6) 25 were synthesized according to the detailed procedures published elsewhere.…”

“…Absorption spectra of 1-6 9,26,[32][33][34][35] were obtained in MCH and are summarized in Table 1. The fusion of one thiophene ring on the f-bond of benzothiophene (1) results in a 38 (30) nm bathochromic shift of the longest wavelength absorption band of 3 (4).…”

Efficient Isomer-Pure Synthesis of a Benzo[b]thiophene Analogue of Pentacene,

“…The electronic properties of only the syn − anti isomer, benzo[1,2- b :4,5- b ‘]dithiophene, and derivatives thereof have been extensively studied . An improvement of the overall yield of this synthetic scheme resulted when hydrobromic acid (HBr) was replaced with polyphosphoric acid (PPA) as the acid catalyst in the cyclization reaction . The main drawbacks of PPA remain the high viscosity, the poor solubility, and the subsequent neutralization step.…”

Evaluating chalcogen heteroatoms in conjugated polymers for organic electronics

“…162 Since then, BDT has been incorporated into many successful BHJ OPVs with PCEs of over 7% in standard architecture solar cells and 9.2% in inverted cells. 98,[163][164][165] Much this success can be related to the fact that most BDT-containing D-A copolymers maintain a good balance between narrow band gaps and deep HOMO While there are multiple syntheses reported for BDT, [166][167][168] the most commonly used route was reported first by Beimling and Kossmehl in1986. 169 This synthetic pathway is highlighted in Scheme 1.…”