Silafluorene‐based polymers for electrochromic and polymer solar cell applications

Abstract

In this study, four novel silafluorene (SiF) and benzotriazole (Btz) bearing conjugated polymers are synthesized. In the context of electrochemical and optical studies, these polymers are promising materials both for electrochromic device (ECD) and polymer solar cell (PSC) applications. All of the polymers are ambipolar (both p‐ and n‐dopable) and multichromic. Electrochemistry experiments indicate that incorporation of selenophene instead of thiophene unit increases the HOMO energy level of the polymers. Power conversion efficiency of the PSCs reached 1.75% for PTBTSiF, 1.55% for PSBSSiF, 2.57% for PBTBTSiF, and 1.82% for PBSBSSiF. The hole mobilities of the polymers are estimated through space charge limited current (SCLC) model. PBTBTSiF has the highest hole mobility as 2.44 × 10−3 cm2 V s−1. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 1541–1547

Synthesis of bistriphenylamine‐ and benzodithiophene‐based random conjugated polymers for organic photovoltaic applications

“…Synthetic pathway of monomers, P1 and P2 were shown in Scheme . 9‐(Bromomethyl)nonadecane (1) , tributyl(thiophen‐2‐yl)stannane (2) , 4,7‐dibromo‐1H‐benzo[d][1,2,3]triazole (3) , 4,7‐dibromo‐2‐(2‐octyldodecyl‐2H‐benzo[d][1,2,3]triazole (4) , 4,7‐bis(5‐bromothiophen‐2‐yl)‐2‐(2‐octyldodecyl)‐2H‐benzo[d][1,2,3]triazole (TBT) (6) were synthesized with the same synthetic procedures reported in literature . P1 was synthesized via Stille polycondesation coupling reaction between alkylated dibromo BTz (4) , bistriphenlyamine and BDT.…”

“…Synthetic pathway of monomers, P1 and P2 were shown in [1,2,3]triazole (TBT) (6) were synthesized with the same synthetic procedures reported in literature. 33,35 P1 was synthesized via Stille polycondesation coupling reaction between alkylated dibromo BTz (4), bistriphenlyamine and BDT. Similar procedure was applied to produce P2; however, reaction was performed between 4,7-bis(5-bromothiophen-2-yl)-2-(2-octyldodecyl)-2H-benzo[d] [1,2,3]triazole (TBT) (6), bistripheylamine and BDT.…”

“…In literature, there are many BTz containing polymers with 7% PCE have been reported . Recent studies showed that photovoltaic performance of D‐A conjugated polymers have been improved by incorporating conjugated linkers such as thiophene, thieno[ 3,2‐b ]thiophene, furan, selenophene because of π‐bridge effect . These conjugated linkers can advance the interaction between D and A units, thereby improving charge transport, electrochemical and photovoltaic character of the polymers …”

“…31,32 Recent studies showed that photovoltaic performance of D-A conjugated polymers have been improved by incorporating conjugated linkers such as thiophene, thieno[3,2-b]thiophene, furan, selenophene because of p-bridge effect. 33 These conjugated linkers can advance the interaction between D and A units, thereby improving charge transport, electrochemical and photovoltaic character of the polymers. 34 In this study, triphenylamine and BDT derivatives as electron rich donor moieties and BTz with branch alkyl chain as the electron deficient acceptor moiety were used to synthesize two copolymers as shown in Scheme 1.…”

Synthesis and electropolymerization of a multifunctional naphthalimide clicked carbazole derivative

“…Semiconducting polymers have attracted remarkable attention due to their wide range of applications such as organic light‐emitting diodes, smart windows, sensors and photovoltaic cells . Recent advances in industrial research require the design and synthesis of new multifunctional semiconducting polymers .…”