Dithiafulvenyl‐Naphthalenediimide‐based Small Molecules as efficient Non‐Fullerene Electron‐Transport Layer for Inverted Perovskite Solar Cells

Shaikh, Dada B.; Said, Ahmed Ali; Bhosale, Rajesh S.; Chen, Wangqiao; Bhosale, Sidhanath V.; Puyad, Avinash L.; Bhosale, Sheshanath V.; Zhang, Qichun

doi:10.1002/ajoc.201800385

Cited by 21 publications

(10 citation statements)

References 43 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Based on these results, two new ETLs based on NDI‐small molecules (DS1 and DS2) have been prepared, where DS1 molecules contain one NDI and one thiophene group while DS2 possesses one NDI and two thiophene groups. DS2‐based devices showed a decent PCE (11.4%) compared with PCBM‐based devices (13.5%) and DS1‐based devices (9.6%) . The chemical structures of NDI‐based compounds for ETLs are shown in Figure .…”

Section: Nonfullerene Acceptors As Etls In Inverted Pscsmentioning

confidence: 99%

Recent Progress in Organic Electron Transport Materials in Inverted Perovskite Solar Cells

Said

Xie

Zhang

2019

Small

Self Cite

233

172

View full text Add to dashboard Cite

Organic n‐type materials (e.g., fullerene derivatives, naphthalene diimides (NDIs), perylene diimides (PDIs), azaacene‐based molecules, and n‐type conjugated polymers) are demonstrated as promising electron transport layers (ETLs) in inverted perovskite solar cells (p–i–n PSCs), because these materials have several advantages such as easy synthesis and purification, tunable frontier molecular orbitals, decent electron mobility, low cost, good solubility in different organic solvents, and reasonable chemical/thermal stability. Considering these positive factors, approaches toward achieving effective p–i–n PSCs with these organic materials as ETLs are highlighted in this Review. Moreover, organic structures, electron transport properties, working function of electrodes caused by ETLs, and key relevant parameters (PCE and stability) of p–i–n PSCs are presented. Hopefully, this Review will provide fundamental guidance for future development of new organic n‐type materials as ETLs for more efficient p–i–n PSCs.

show abstract

Section: Nonfullerene Acceptors As Etls In Inverted Pscsmentioning

confidence: 99%

Recent Progress in Organic Electron Transport Materials in Inverted Perovskite Solar Cells

Said

Xie

Zhang

2019

Small

Self Cite

233

172

View full text Add to dashboard Cite

show abstract

“…The synthesis of intermediates 5-(2,7-dioctyl-1,3,6,8tetraoxo-1,2,3,6,7,8-hexahydrobenzo[lmn] [3,8] phenanthrolin-4-yl) thiophene-2-carbaldehyde (1) and 5,5 '-(2,7-dioctyl-1,3,6,8-tetraoxo-1,2,3,6,7,8-hexahydrobenzo[lmn] [3,8] phenanthroline-4,9diyl)bis(thiophene-2-carbaldehyde (2) were prepared according to previously reported protocol. [17] Both S4 and S5 were synthesized in an identical manner by reacting 1 and 2 intermediates with C 60 in the presence of sarcosine in nitrobenzene solvent at 120°C for 36 h, affording S4 in 35 % and S5 in 39 % yields, respectively. The newly synthesized dyad S4 and triad S5 were fully characterized by FT-IR, 1 H and 13…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

Conjoint use of Naphthalene Diimide and Fullerene Derivatives to Generate Organic Semiconductors for n–type Organic Thin Film Transistors

et al. 2021

Self Cite

View full text Add to dashboard Cite

In this paper, we described the design, synthesis, and characterization of two novel naphthalene diimide (NDI) core-based targets modified with terminal fullerene (C 60 ) yield -so called S4 and S5, in which NDI bearing 1 and 2 molecules of C 60 , respectively. The absorption, electrochemical and thin-film transistor characteristics of the newly developed targets were investigated in detail. Both S4 and S5 displayed broad absorption in the 450-500 nm region, owing to the effect of conjugation due to fullerene functionalities. The electrochem-ical measurement suggested that the HOMO and the LUMO energy levels can be altered with the number of C 60 units. Both S4 and S5 were employed as organic semiconductor materials in n-channel transistors. The thin film transistor based on S4 exhibited superior electron mobility (μe) values ranging from 1.20 × 10 À 4 to 3.58 × 10 À 4 cm 2 V À 1 s À 1 with a current on-off ratio varying from 10 2 to 10 3 in comparison with the performance of S5 based transistor, which exhibited μe ranging from 8.33 × 10 À 5 to 2.03 × 10 À 4 cm 2 V À 1 s À 1 depending on channel lengths.

show abstract

“…Currently, most of the present electron-transport materials are based on n-type organic semiconductors, especially those with large planar π-conjugated structures. Some of the representative small molecules include imine compounds (hexaazatrinaphtho[2,3- c ][1,2,5]thiadiazole (HATNT) and hexaazatrinaphthylene (HATNA)), which can exhibit the best PCE result higher than 18%, and imide compounds (e.g., perylenediimide (PDI), − naphthalene imide (NDI) − and even coronene diimide (CDIN)), which can also displayed promising photovoltaic performance up to 20%. The rigid planar structures of the above-mentioned materials as well as the low-lying LUMO energy level were proven to be favorable for electron transport.…”

Section: Introductionmentioning

confidence: 99%

Sulfur Position in Pyrene-Based PTTIs Plays a Key Role To Determine the Performance of Perovskite Solar Cells When PTTIs Were Employed as Electron Transport Layers

Chen

Said

Wang

et al. 2019

ACS Appl. Energy Mater.

Self Cite

View full text Add to dashboard Cite

In this study, two novel small organic molecules (PTTI-1 and PTTI-2, the difference between them is the position of sulfur atom in thieno [3,4-b]thiophene(TT)) are designed and synthesized through introduction of the pyrene unit as the central building block and TT as the conjugated linking units. The as-prepared compounds have been demonstrated as electron transport layers (ETLs) for perovskite solar cells (PSCs), and PTTI-1 shows a better power conversation efficiency (PCE) value of 15.37%, higher than that of PTTI-2 (11.07%), which may be due to the suitable energy level, strong passivation behavior, and higher electron mobility of PTTI-1. Our study clearly indicates that the sulfur position in this type of electron-transport materials plays an important role in influencing the performance of PSCs. More importantly, our devices show decent stability, where PTTI-1-based devices retain about 83% of its initial stability after 10 days of testing.

show abstract

Dithiafulvenyl‐Naphthalenediimide‐based Small Molecules as efficient Non‐Fullerene Electron‐Transport Layer for Inverted Perovskite Solar Cells

Cited by 21 publications

References 43 publications

Recent Progress in Organic Electron Transport Materials in Inverted Perovskite Solar Cells

Recent Progress in Organic Electron Transport Materials in Inverted Perovskite Solar Cells

Conjoint use of Naphthalene Diimide and Fullerene Derivatives to Generate Organic Semiconductors for n–type Organic Thin Film Transistors

Sulfur Position in Pyrene-Based PTTIs Plays a Key Role To Determine the Performance of Perovskite Solar Cells When PTTIs Were Employed as Electron Transport Layers

Contact Info

Product

Resources

About