A new 2D-naphtho[1,2-b:5,6-b']dithiophene based donor small molecules for bulk-heterojunction organic solar cells

Sushil S. Bagde; Hanok Park; Van Huong Tran; Soo Hyoung Lee

doi:10.1016/j.dyepig.2018.11.037

A new 2D-naphtho[1,2-b:5,6-b']dithiophene based donor small molecules for bulk-heterojunction organic solar cells

Sushil S. Bagde
, Hanok Park
, Van Huong Tran
, Soo Hyoung Lee^*

^*Corresponding author for this work

Division of Chemical Engineering

Jeonbuk National University

Research output: Contribution to journal › Journal article › peer-review

7 Scopus citations

Abstract

We present design and synthesis of three new symmetrical and linear A-D-A type π-conjugated donor small molecules (2D-NDT(TPD)₂, 2D-NDT(Ester)₂ and 2D-NDT(Amide)₂) containing two dimensional (2D) naphthodithiophene (NDT) unit as the central donor core, end-capped with electron deficient unit such as thieno[3,4c]pyrrole-4,6-dione (TPD), 2-ethylhexyl 2-cyanoacetate (Ester) and 2-cyano-N-(2-ethylhexyl)acetamide (Amide) group respectively. We characterized these small molecules and further investigated the optical, electrochemical, morphological and photovoltaic properties. When solution–processed bulk heterojunction organic solar cells are fabricated using these small molecules, the morphology of 2D-NDT(Ester)₂ or 2D-NDT(Amide)₂ and [6,6]-PhenylC₇₁-butyric acid methyl ester (PC₇₁BM) blend film was optimized using 1,8 Diiodooctane (DIO) additive. DIO additive promotes the formation of nanoscopically well-connected molecular domains in the active blend film. A device based on (1% DIO, 1:1) 2D-NDT(Ester)₂:PC₇₁BM exhibited highest the efficiency of 1.22% with a short-circuit density (J_sc) of 3.75 mA/cm², an open circuit voltage (V_oc) of 0.91 V and fill factor (FF) of 35.50. Similarly for (1% DIO, 1:3) 2D-NDT(Amide)₂:PC₇₁BM device efficiency of 0.55%, with J_sc of 2.36 mA/cm², V_oc of 0.64 V and FF of 36.95 was observed. Whereas for (1:2) 2D-NDT(TPD)₂:PC₇₁BM device, due to the improper blending and phase separation between donor and acceptor efficiency restricted to 0.33% with J_sc of 1.66 mA/cm², V_oc of 0.73 V and FF of 27.2.

Original language	English
Pages (from-to)	30-39
Number of pages	10
Journal	Dyes and Pigments
Volume	163
DOIs	https://doi.org/10.1016/j.dyepig.2018.11.037
State	Published - 2019.04

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 7 Affordable and Clean Energy

Keywords

2D-NDT
Intermolecular interactions
Organic solar cell
Small molecules

Quacquarelli Symonds(QS) Subject Topics

Engineering - Petroleum
Engineering - Chemical

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10.1016/j.dyepig.2018.11.037

Cite this

@article{1b28ca3dce1c45d1b7f369c932543369,

title = "A new 2D-naphtho[1,2-b:5,6-b']dithiophene based donor small molecules for bulk-heterojunction organic solar cells",

abstract = "We present design and synthesis of three new symmetrical and linear A-D-A type π-conjugated donor small molecules (2D-NDT(TPD)2, 2D-NDT(Ester)2 and 2D-NDT(Amide)2) containing two dimensional (2D) naphthodithiophene (NDT) unit as the central donor core, end-capped with electron deficient unit such as thieno[3,4c]pyrrole-4,6-dione (TPD), 2-ethylhexyl 2-cyanoacetate (Ester) and 2-cyano-N-(2-ethylhexyl)acetamide (Amide) group respectively. We characterized these small molecules and further investigated the optical, electrochemical, morphological and photovoltaic properties. When solution–processed bulk heterojunction organic solar cells are fabricated using these small molecules, the morphology of 2D-NDT(Ester)2 or 2D-NDT(Amide)2 and [6,6]-PhenylC71-butyric acid methyl ester (PC71BM) blend film was optimized using 1,8 Diiodooctane (DIO) additive. DIO additive promotes the formation of nanoscopically well-connected molecular domains in the active blend film. A device based on (1\% DIO, 1:1) 2D-NDT(Ester)2:PC71BM exhibited highest the efficiency of 1.22\% with a short-circuit density (Jsc) of 3.75 mA/cm2, an open circuit voltage (Voc) of 0.91 V and fill factor (FF) of 35.50. Similarly for (1\% DIO, 1:3) 2D-NDT(Amide)2:PC71BM device efficiency of 0.55\%, with Jsc of 2.36 mA/cm2, Voc of 0.64 V and FF of 36.95 was observed. Whereas for (1:2) 2D-NDT(TPD)2:PC71BM device, due to the improper blending and phase separation between donor and acceptor efficiency restricted to 0.33\% with Jsc of 1.66 mA/cm2, Voc of 0.73 V and FF of 27.2.",

keywords = "2D-NDT, Intermolecular interactions, Organic solar cell, Small molecules",

author = "Bagde, \{Sushil S.\} and Hanok Park and Tran, \{Van Huong\} and Lee, \{Soo Hyoung\}",

note = "Publisher Copyright: {\textcopyright} 2018 Elsevier Ltd",

year = "2019",

month = apr,

doi = "10.1016/j.dyepig.2018.11.037",

language = "English",

volume = "163",

pages = "30--39",

journal = "Dyes and Pigments",

issn = "0143-7208",

}

TY - JOUR

T1 - A new 2D-naphtho[1,2-b:5,6-b']dithiophene based donor small molecules for bulk-heterojunction organic solar cells

AU - Bagde, Sushil S.

AU - Park, Hanok

AU - Tran, Van Huong

AU - Lee, Soo Hyoung

PY - 2019/4

Y1 - 2019/4

N2 - We present design and synthesis of three new symmetrical and linear A-D-A type π-conjugated donor small molecules (2D-NDT(TPD)2, 2D-NDT(Ester)2 and 2D-NDT(Amide)2) containing two dimensional (2D) naphthodithiophene (NDT) unit as the central donor core, end-capped with electron deficient unit such as thieno[3,4c]pyrrole-4,6-dione (TPD), 2-ethylhexyl 2-cyanoacetate (Ester) and 2-cyano-N-(2-ethylhexyl)acetamide (Amide) group respectively. We characterized these small molecules and further investigated the optical, electrochemical, morphological and photovoltaic properties. When solution–processed bulk heterojunction organic solar cells are fabricated using these small molecules, the morphology of 2D-NDT(Ester)2 or 2D-NDT(Amide)2 and [6,6]-PhenylC71-butyric acid methyl ester (PC71BM) blend film was optimized using 1,8 Diiodooctane (DIO) additive. DIO additive promotes the formation of nanoscopically well-connected molecular domains in the active blend film. A device based on (1% DIO, 1:1) 2D-NDT(Ester)2:PC71BM exhibited highest the efficiency of 1.22% with a short-circuit density (Jsc) of 3.75 mA/cm2, an open circuit voltage (Voc) of 0.91 V and fill factor (FF) of 35.50. Similarly for (1% DIO, 1:3) 2D-NDT(Amide)2:PC71BM device efficiency of 0.55%, with Jsc of 2.36 mA/cm2, Voc of 0.64 V and FF of 36.95 was observed. Whereas for (1:2) 2D-NDT(TPD)2:PC71BM device, due to the improper blending and phase separation between donor and acceptor efficiency restricted to 0.33% with Jsc of 1.66 mA/cm2, Voc of 0.73 V and FF of 27.2.

AB - We present design and synthesis of three new symmetrical and linear A-D-A type π-conjugated donor small molecules (2D-NDT(TPD)2, 2D-NDT(Ester)2 and 2D-NDT(Amide)2) containing two dimensional (2D) naphthodithiophene (NDT) unit as the central donor core, end-capped with electron deficient unit such as thieno[3,4c]pyrrole-4,6-dione (TPD), 2-ethylhexyl 2-cyanoacetate (Ester) and 2-cyano-N-(2-ethylhexyl)acetamide (Amide) group respectively. We characterized these small molecules and further investigated the optical, electrochemical, morphological and photovoltaic properties. When solution–processed bulk heterojunction organic solar cells are fabricated using these small molecules, the morphology of 2D-NDT(Ester)2 or 2D-NDT(Amide)2 and [6,6]-PhenylC71-butyric acid methyl ester (PC71BM) blend film was optimized using 1,8 Diiodooctane (DIO) additive. DIO additive promotes the formation of nanoscopically well-connected molecular domains in the active blend film. A device based on (1% DIO, 1:1) 2D-NDT(Ester)2:PC71BM exhibited highest the efficiency of 1.22% with a short-circuit density (Jsc) of 3.75 mA/cm2, an open circuit voltage (Voc) of 0.91 V and fill factor (FF) of 35.50. Similarly for (1% DIO, 1:3) 2D-NDT(Amide)2:PC71BM device efficiency of 0.55%, with Jsc of 2.36 mA/cm2, Voc of 0.64 V and FF of 36.95 was observed. Whereas for (1:2) 2D-NDT(TPD)2:PC71BM device, due to the improper blending and phase separation between donor and acceptor efficiency restricted to 0.33% with Jsc of 1.66 mA/cm2, Voc of 0.73 V and FF of 27.2.

KW - 2D-NDT

KW - Intermolecular interactions

KW - Organic solar cell

KW - Small molecules

UR - https://www.scopus.com/pages/publications/85057153766

U2 - 10.1016/j.dyepig.2018.11.037

DO - 10.1016/j.dyepig.2018.11.037

M3 - Journal article

AN - SCOPUS:85057153766

SN - 0143-7208

VL - 163

SP - 30

EP - 39

JO - Dyes and Pigments

JF - Dyes and Pigments

ER -

A new 2D-naphtho[1,2-b:5,6-b']dithiophene based donor small molecules for bulk-heterojunction organic solar cells

Abstract

UN SDGs

Keywords

Quacquarelli Symonds(QS) Subject Topics

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