New wide-bandgap D–A polymer based on pyrrolo[3,4-b] dithieno[2,3-f:3′,2′-h]quinoxalindione and thiazole functionalized benzo[1,2-b:4,5-b′]dithiophene units for high-performance ternary organic solar cells with over 16% efficiency

Abstract

We have designed a simple and new D-A copolymer P(PTQD-BDTTZ) denoted as P125 based on Benzothiadiazole-pyrrolo[3,4-b] dithieno[2,3-f:3’,2’-h]quinoxalindione donor unit and thiazole functionalized benzo[1,2-b:4,5-b’]dithiophene unit and its optical and electrochemical properties...

Novel Pyrrolo [3,4‐b] Dithieno [3, 2‐f:2″,3″‐h] Quinoxaline‐8,10 (9H)‐Dione Based Wide Bandgap Conjugated Copolymers for Bulk Heterojunction Polymer Solar Cells

“…The synthetic method for obtaining copolymers is displayed in Scheme , and all their characteristics and experimental data are given in Tables S1 and S2 (Supporting Information). Copolymers Poly(4,8‐bis (dodecyloxy) benzo[1,2‐b:4,5‐b'] dithiophene)‐alt‐ 9‐ (2‐octyldodecyl) ‐8H‐pyrrolo [3,4‐b] dithieno [3, 2‐f:2″,3″‐h] quinoxaline‐8,10 (9H)‐dione) (P117) and Poly(4,8‐bis (5‐ (2‐ethylhexyl) thiophen‐2‐yl) benzo [1,2‐b: 4,5‐b'] dithiophene–alt‐ 9‐(2‐octyldodecyl) ‐8H‐pyrrolo [3,4‐b] dithieno [3, 2‐f:2″,3″‐h] quinoxaline‐8,10 (9H)‐dione) ( P134 ) were obtained by polycondensation of an equimolar amount of dibromide 2,5‐dibromo‐9‐(2‐octyldodecyl)‐8H‐pyrrolo[3,4‐b]dithieno[3,2‐f:2″,3″‐h]quinoxaline‐8,10(9H)‐dione (M1) [ 42 ] and ditin 4,8‐bis(dodecyloxy)benzo[1,2‐b:4,5‐b″]dithiophene‐2,6‐diyl) bis (trimethylstannane) (M2) [ 43 ] or 4,8‐bis(5‐(2‐ethylhexyl) thiophen‐2‐yl)benzo [1,2‐b:4,5‐b″] dithiophene‐2,6‐diyl)bis (trimethylstannane) (M3), [ 44 ] respectively, in the presence of a Pd(Ph3P) 4 palladium catalyst. Reaction was carried out in uniform conditions which led to obtaining the copolymers with high Molecular Masses and high yields equal to 83% and 88% for P117 and P134 correspondingly.…”

“…The synthetic method for obtaining copolymers is displayed in Scheme 1, and all their characteristics and experimental data are given in Tables S1 and S2 [42] and ditin 4,8-bis(dodecyloxy)benzo[1,2-b:4,5-b″]dithiophene-2,6diyl) bis (trimethylstannane) (M2) [43] or 4,8-bis(5-(2-ethylhexyl) thiophen-2-yl)benzo [1,2-b:4,5-b″] dithiophene-2,6-diyl)bis (trimethylstannane) (M3), [44] respectively, in the presence of a Pd(Ph3P) 4 palladium catalyst. Reaction was carried out in uniform conditions which led to obtaining the copolymers with high Molecular Masses and high yields equal to 83% and 88% for P117 and P134 correspondingly.…”

Dithienoquinoxalineimide‐Based Polymer Donor Enables All‐Polymer Solar Cells Over 19 % Efficiency

“…[25] Herein, we designed and synthesized a novel nonhalogenated WBG polymer donor, namely QQ1 (Figure 1a), in which dithienoquinoxalineimide (DTQI) as A unit, BDT as the D-unit, and alkyl-thiophene as the πbridge. DTQI containing large fused aromatics and imide group was chosen as A-unit due to its excellent characteristics: [26] i) strong electron-withdrawing property of imide and quinoxaline can effectively tune the frontier molecular orbitals (FMOs) and band gap. ii) The planar fused heteroarene structure facilitates intra/intermolecular charge transport.…”