Substituent effects in magnesium tetraethynylporphyrin with two diketopyrrolopyrrole units for bulk heterojunction organic solar cells

Abstract

Acceptor–donor–acceptor conjugated magnesium porphyrins showed a power conversion efficiency of 5.73%, high open-circuit voltage of 0.79 V, or an extended incident photon-to-current conversion efficiency spectrum to 1100 nm, depending on the substituents.

Developments of Diketopyrrolopyrrole‐Dye‐Based Organic Semiconductors for a Wide Range of Applications in Electronics

“…[115] Matsuo et al for SM20 and 0.53 V for SM21). [116] It is clear that SM18-SM21 exhibited relatively low performance compared with above molecules, that might be ascribed to the rigid structure of acetylenic bond which will, to some extent, prevent the formation of effective donor-acceptor texture. Compared with porphyrin monomer, oligoporphyrins usually show higher molar coefficients of absorption at longer wavelengths.…”

Recent progress in porphyrin- and phthalocyanine-containing perovskite solar cells

“…These types of active layer materials also show outstanding PCEs of 7-10%. 38 The authors of this review investigated the substituent effects of the aryl group on Mg-porphyrin with the A-p-D-p-A structure 39 and used tetraethynyl Mg-porphyrin to maximize the intramolecular charge transfer effect, nding an optimized structure of D-(p-A) 4 . 40 Zhu, Wong, and co-workers developed direct peripheral meso-alkyl substitutions onto the porphyrin ring, leading to improved solubility and charge transport property and ultimately to excellent PCEs.…”

High-yielding Pd2(dba)3·C6H6-based four-fold Sonogashira coupling with selenophene-conjugated magnesium tetraethynylporphyrin for organic solar cells

“…[7][8][9][10][11][12][13][14][15][16][17] Among the useful donor (D)-acceptor (A) materials, porphyrins with a structure of D-(p-A) 2 and D-(p-A) 4 conjugated with electron-decient groups at the meso-positions via ethynyl bridges exhibit outstanding performance. [18][19][20][21][22][23][24][25][26][27][28][29][30] Active layer materials with these types of porphyrins have some or all of the following advantages: a narrow band gap; a planar conguration contributing to balanced and high carrier mobility; broad absorption in the visible and near-infrared regions; and effective post-treatment processing. In 2013-2016, Peng and co-workers achieved impressive PCEs in excess of 7-9%, with prospects for further improvement, by the strategy of constructing a series of molecules based on a Zn-porphyrin core with two diketopyrrolopyrrole (DPP) units as end groups and employing a D-(p-A) 2 structure.…”

“…[18][19][20] Our group has focused on the star-shaped D-(p-A) 4 structure to maximize the extent of conjugation and realize the following advantages: strong, broad absorption in the visible and NIR regions; a narrow band gap; favorable intermolecular interactions; and high carrier mobility. 25,30 Moreover, magnesium porphyrins have higher solubility than analogous zinc porphyrins because the central Mg atom more readily coordinates with solvent molecules. 25,30 However, we have also encountered some shortcomings in this design strategy.…”

“…25,30 Moreover, magnesium porphyrins have higher solubility than analogous zinc porphyrins because the central Mg atom more readily coordinates with solvent molecules. 25,30 However, we have also encountered some shortcomings in this design strategy. For example, the extensive conjugation and large molecular geometry tend to result in excessive rigidity, leading to poor solubility, which is unfavorable for device fabrication and synthesis procedures.…”