Abstract

A novel (E)-5-(2-(5-alkylthiothiophen-2-yl)vinyl)thien-2-yl (TVT)-comprising benzo[1,2-b:4,5-b’]dithiophene (BDT) derivative (BDT-TVT) was designed and synthetized to compose two donor-acceptor (D-A) typed copolymers (PBDT-TVT-ID and PBDT-TVT-DTNT) with the electron-withdrawing unit isoindigo (ID) and naphtho[1,2-c:5,6-c′]bis[1,2,5]thiadiazole (NT), respectively. PBDT-TVT-ID and PBDT-TVT-DTNT showed good thermal stability (360 °C), an absorption spectrum from 300 nm to 760 nm and a relatively low lying energy level of Highest Occupied Molecular Orbital (EHOMO) (−5.36 to –5.45 eV), which could obtain a large open-circuit voltage (Voc) from photovoltaic devices with PBDT-TVT-ID or PBDT-TVT-DTNT. The photovoltaic devices with ITO/PFN/polymers: PC71BM/MoO3/Ag structure were assembled and exhibited a good photovoltaic performance with a power conversion efficiency (PCE) of 4.09% (PBDT-TVT-ID) and 5.44% (PBDT-TVT-DTNT), respectively. The best PCE of a PBDT-TVT-DTNT/PC71BM-based device mainly originated from its wider absorption, higher hole mobility and favorable photoactive layer morphology.

Highlights

  • Polymer solar cells (PSCs) have laid special interest owing to promising qualities such as manual flexibility, being light weight, and having the potential of a large-area device prepared and developed with low-cost solution processing [1,2,3,4]

  • The average molecular weights of PBDT-TVT-ID and PBDT-TVT-DTNT were determined by gel permeation chromatography (GPC) using a polystyrene standard in a tetrahydrofuran (THF)

  • PBDT-TVT-DTNT was obtained as greenish-black solid (1 H NMR (500 MHz, CDCl3 ), 9.03, 8.14, 7.80−6.60 (m, ArH and CH2=CH2), 3.00−2.40 (t, CH2 directly δ, 9.03, 8.14, 7.80−6.60 (m, ArH and CH2 =CH2 ), 3.00−2.40 (t, CH2 directly linked to N and thiophene), 1.80−0.80 (m, CH2 and CH3) (Figure S9))

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Summary

Introduction

Polymer solar cells (PSCs) have laid special interest owing to promising qualities such as manual flexibility, being light weight, and having the potential of a large-area device prepared and developed with low-cost solution processing [1,2,3,4]. TVT-based materials exhibited a large charge mobility due to the high planarity of the vinylidene (double bond) groups between the two thiophene units [24,25,26]. Chung et al found that the absorption characteristic, charge mobility, energy levels and photovoltaic performance of PBDTVT-DTTPD was affected by TVT side chain groups [29]. Thiadiazole (NT), a receptor structure comprised of two BT fused heterocycles, is one of the potential materials with a low band gap and high carrier mobility for solar cell receptor unit [33,34,35,36]. Because of the high π-extension structure of NT and the strong electron affinity of double heterocycles, the binding of NT and donor units to the main chain of the polymer leads to a smaller band gap (Eg ) and deeper. Compared to Chung et al, the device based on PBDB-TVT-DTNT obtained a small PCE but a larger Jsc (12.21 mA cm−2 ) [32]

Materials and Characteriazation
Preparation of Photovoltaic Devices
Synthesis of PBDT-TVT-ID
Synthesis of PBDT-TVT-DTNT
The of of and and are outlined in Scheme
Optical and Electrochemical Performance
Normalized
Hole Mobility
71 BM and PBDT-TVT-DTNT:PC71 BM blend the thicknesses were
Theoretical Calculations
Optimized
Morphology Study
Conclusions

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