NDI-2EH-2THBr

CAS Number 1320282-67-4

Dibromo Monomers, Heterocyclic Building Blocks, Materials, Monomers

Naphthalene diimide (NDI) derivative with thiophene pedants

A versatile building block for the synthesis of n-type conjugated semiconducting polymer containing naphthalene diimide (NDI) backbone unit, NDI-2EH-2THBr, 4,9-Bis(5-bromo-2-thienyl)-2,7-bis(2-ethylhexyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone, CAS 1320282-67-4

Specifications | MSDS | Literature and Reviews

NDI-2EH-2THBr is a naphthalene diimide (NDI) derivative with two branched ethylhexyl solubilizing alkyl chains and two 2-bromothienyl groups attached to the electron deficient NDI core to extend its conjugation. The naphthalene diimide core is rigid and the thiophenes attached give the molecule a degree of flexibility when it is embedded into the backbone of a polymer. The bromide function groups enable NDI-2EH-2THBr a versatile monomer for further reactions such as Stille or Suzuki coupling reactions to build more complex structures.

Naphthalene diimide with thiophene pedants

Monomer for conjugated semiconducting polymer synthesis

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High Purity

>98% high purity material

Facile Reactions

Ideal for Stille or Suzuki coupling C-C formation reactions

Conjugated small molecule electrolyte SME1, acting as cathode interlayer (CIL) and prepared from 4,9-bis(5-bromothiophen-2-yl)− 2,7-bis(2-ethylhexyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone (NDI-2EH-2THBr) and 3,3′-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-fluorene-9,9-diyl)bis(N,N-dimethylpropan-1-amine) (FL3N-2BAPE) via one-step Suzuki coupling reaction, possesses the excellent universality in varied non-fullerene systems. A PCE of 18.4% was achieved for a single-junction binary device based on PM6:BTP-eC9 as the active layer and SME1 as cathode interlayer.

General Information

CAS Number	1320282-67-4
Chemical Formula	C₃₈H₄₀Br₂N₂O₄S₂
Full Name	4,9-Bis(5-bromo-2-thienyl)-2,7-bis(2-ethylhexyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone
Molecular Weight	812.67 g/mol
Synonyms	NDI26-2ThBr, NDI-2EH-2THBr
Classification or Family	Naphthalene diimide (NDI), Cathode interlayer, Polymer semiconductors

Chemical Structure

ndi-2eh-2thbr - 1320282-67-4 - 4,9-bis(5-bromo-2-thienyl)-2,7-bis(2-ethylhexyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone — NDI-2EH-2THBr - 4,9-Bis(5-bromo-2-thienyl)-2,7-bis(2-ethylhexyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone Chemical Structure, 1320282-67-4

Product Details

Purity	> 98%
Melting Point	-
Appearance	Dark red powder/crystals

MSDS Documentation

NDI-2EH-2THBr MSDS Sheet

Literature and Reviews

Y. Qin et al. (2021); 18.4% efficiency achieved by the cathode interface engineering in non-fullerene polymer solar cells, Nanotoday, 41, 101289; DOI: 10.1016/j.nantod.2021.101289.
H. Song et al. (2022); Hybrid Cathode Interlayer Enables 17.4% Efficiency Binary Organic Solar Cells, Adv. Sci., 9 (8), 2105575 (2022); DOI: 10.1002/advs.202105575.
S. Ding et al. (2021); Boosting the Efficiency of Non-fullerene Organic Solar Cells via a Simple Cathode Modification Method, ACS Appl. Mater. Interfaces, 13 (43), 51078–51085; DOI: 10.1021/acsami.1c16550.

Z. Wang et al. (2023); Naphthodithiophene Diimide (NDTI)-Based Cathode Interlayer Material Enables 19% Efficiency Binary Organic Solar Cells, Adv. Funct. Mater., 34 (12), 2313240 (2024); DOI: 10.1002/adfm.202313240.
W. Wang et al. (2024); Indoor organic photovoltaic module with 30.6 % efficiency for efficient wireless power transfer, Nano Energy, 128 (8), 109893; DOI: 10.1016/j.nanoen.2024.109893.