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Safety Information

913006

Sigma-Aldrich

IEICO

≥99%

Synonym(s):

2,2′-((2Z,2′Z)-((5,5′-bis(4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene-2,7-diyl)bis(4-((2- ethylhexyl)oxy)thiophene-5,2-diyl))bis(methanylylidene))bis-(3-oxo-2,3-dihydro-1H-indene-2,1-diylidene))dimalononitrile, 2,2′-[[4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene-2,7-diyl]bis[[4-[(2-ethylhexyl)oxy]-5,2-thiophenediyl]-(Z)-methylidyne(3-oxo-1H-indene-2,1(3H)-diylidene)]]bis-propanedinitrile

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100 MG
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250 MG
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About This Item

Empirical Formula (Hill Notation):
C114H118N4O4S4
CAS Number:
2055812-53-6
Molecular Weight:
1736.44
MDL number:
MFCD33021742
UNSPSC Code:
12352101
NACRES:
NA.23

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description

Band gap: Eg=1.34 eV

Quality Level

100

Assay

≥99%

form

solid

color

dark

Orbital energy

HOMO -5.32 eV 
LUMO -3.95 eV 

SMILES string

[s]1c(c(cc1\C=C%14/C(=O)c%15c(cccc%15)C/%14=C(C#N)C#N)OCC(CCCC)CC)c2[s]c3c(c2)C(c6c3cc7c(c6)c8[s]c(cc8C7(c%13ccc(cc%13)CCCCCC)c%12ccc(cc%12)CCCCCC)c9[s]c(cc9OCC(CCCC)CC)\C=C%10/C(=O)c%11c(cccc%11)C/%10=C(C#N)C#N)(c5ccc(cc5)CCCCCC)c4ccc(cc4)CCCCCC

InChI key

MLLSAVAQBWNXIZ-MKHYCCTASA-N

Related Categories

Application

IEICO is a high-performance narrow-bandgap non-fullerene acceptor (NFA) with a complementary absorption spectrum to many of the best medium to high bandgap OPV devices. This feature was used to create high-efficiency multi-layer tandem solar cells,[1][2] reaching a PCE of nearly 14%.[3] Over 11% PCE can be reached in single junction cells.[4]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

913006-BULK:
913006-100MG:4548173372440
913006-VAR:
913006-250MG:4548173372457

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN1736

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Huifeng Yao et al.
Advanced materials (Deerfield Beach, Fla.), 28(37), 8283-8287 (2016-07-06)
A novel non-fullerene acceptor, possessing a very low bandgap of 1.34 eV and a high-lying lowest unoccupied molecular orbital level of -3.95 eV, is designed and synthesized by introducing electron-donating alkoxy groups to the backbone of a conjugated small molecule.
Runnan Yu et al.
Advanced materials (Deerfield Beach, Fla.), 29(26) (2017-05-04)
High-performance ternary organic solar cells are fabricated by using a wide-bandgap polymer donor (bithienyl-benzodithiophene-alt-fluorobenzotriazole copolymer, J52) and two well-miscible nonfullerene acceptors, methyl-modified nonfullerene acceptor (IT-M) and 2,2'-((2Z,2'Z)-((5,5'-(4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydros-indaceno[1,2-b:5,6-b']dithiophene-2,7-diyl)bis(4-((2-ethylhexyl)oxy)thiophene-5,2-diyl))bis(methanylylidene))bis(3-oxo-2,3-dihydro-1H-indene-2,1-diylidene))dimalononitrile (IEICO). The two acceptors with complementary absorption spectra and similar lowest unoccupied molecular
Yong Cui et al.
Journal of the American Chemical Society, 139(21), 7302-7309 (2017-05-13)
Fabricating organic solar cells (OSCs) with a tandem structure has been considered an effective method to overcome the limited light absorption spectra of organic photovoltaic materials. Currently, the most efficient tandem OSCs are fabricated by adopting fullerene derivatives as acceptors.
Yunpeng Qin et al.
Advanced materials (Deerfield Beach, Fla.), 29(24) (2017-05-04)
Tandem organic solar cells (TOSCs), which integrate multiple organic photovoltaic layers with complementary absorption in series, have been proved to be a strong contender in organic photovoltaic depending on their advantages in harvesting a greater part of the solar spectrum

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