1312588-15-0

Basic information

• Product Name: 2,5-Bis(2-decyltetradecyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
• Synonyms: 2,5-Bis(2-decyltetradecyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
• CAS NO: 1312588-15-0
• Molecular Formula: C₆₂H₁₀₄N₂O₂S₂
• Molecular Weight: 973.63136
• Mol File: 1312588-15-0.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,5-Bis(2-decyltetradecyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Bis(2-decyltetradecyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione(1312588-15-0)
• EPA Substance Registry System: 2,5-Bis(2-decyltetradecyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione(1312588-15-0)

Safety Data

• Hazardous Substances Data: 1312588-15-0(Hazardous Substances Data)

Usage

General Description

2,5-Bis(2-decyltetradecyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione is a complex organic compound commonly used in the production of organic electronics and photovoltaic devices. It is a type of pigment that can be incorporated into polymers to enhance their ability to conduct electricity and absorb light. This chemical is known for its high electron mobility and stability, making it an ideal candidate for use in electronic devices such as organic solar cells and light-emitting diodes. Its unique molecular structure and properties contribute to its potential in the advancement of sustainable energy technology and materials science.

Upstream product

• 58670-89-6 2-decylteradecanol 
• 732276-63-0 11-bromomethyl-tricosane 

Downstream Products

• 1412448-63-5 3,6-di(2-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)thien-5-yl)-2,5-di(2-decyltetradecyl)pyrrolo[3,4-c]pyrrole-1,4-dione 
• 1224430-28-7 3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-decyltetradecyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 

Relevant articles and documents

Synthesis, characterization, and solar cell and transistor applications of phenanthro[1,2-b:8,7-b′]dithiophene-diketopyrrolopyrrole semiconducting polymers

Synthesis, characterization, and polymer solar cell and transistor application of a series of phenanthro[1,2-b:8,7-b′]dithiophene-based donor-acceptor (D-A)-type semiconducting polymers combined with a diketopyrrolopyrrole unit are reported. The present polymers showed some unique features such as strong aggregation behavior, high thermal stability, and short π-π stacking distance (3.5-3.6 ?), which are suitable for high performance organic materials. In addition, they have a significantly extended absorption up to 1000 nm with a band gap of ca. 1.2 eV. However, such strong intermolecular interaction reduced their solubility and molecular weights, which resulted in low crystalline nature and moderate field-effect mobility of 0.01 cm2 V-1 s-1. Furthermore, such strong aggregation behavior led to the large-scale phase separation in the blend films, which may prevent the effective photocurrent generation, limiting Jsc and power conversion efficiency of 2.0%.

Low band-gap diketopyrrolopyrrole-containing polymers for near infrared electrochromic and photovoltaic applications

Donor-acceptor type polymers bearing diketopyrrolopyrrole and 3,4-ethylenedioxythiophene units are reported. The polymers are green and exhibit very low band-gaps (1.19 eV) with strong and broad absorption (maxima of about 830 nm) in the near infrared (NI

Enhancing field-effect mobility of conjugated polymers through rational design of branched side chains

The design of polymer semiconductors possessing effective π-π intermolecular interactions coupled with good solution processability remains a challenge. Structure-property relationships associated with side chain structure, π-π intermolecular interactions, polymer solubility, and charge carrier transport are reported for a donor-acceptor(1)-donor-acceptor(2) polymer: 5-Decylheptadecyl (5-DH), 2-tetradecyl (2-DT), and linear n-octadecyl (OD) chains are substituted onto a polymer backbone consisting of terthiophene units (T) between two different electron acceptors, benzothiadiazole (B), and diketopyrrolopyrrole (D), pTBTD, to afford pTBTD-5DH, pTBTD-2DT, and pTBTD-OD, respectively. In the 5-DH side chain, the branching position is remote from the polymer backbone, whereas it is proximal in 2-DT. This study demonstrates that incorporation of branched side chains where the branching position is remote from the polymer backbone merges the advantages of improved solubility from branched units with effective π-π intermolecular interactions normally associated with linear chains on conjugated polymers. pTBTD-5DH exhibits superior qualities with respect to the degree of polymerization, solution processability, π-π interchain stacking, and charge carrier transport relative to the other analogs. pTBTD-5DH exhibits a field-effect hole mobility of up to 2.95 cm2 V-1 s-1, a factor of 3-7 times that achieved with pBDT6-DT and pBDT6-OD. 5-Decylheptadecyl (5-DH), 2-tetradecyl (2-DT), and n -octadecyl (OD) side chains are substituted into pTBTD polymer backbone. The branching position is remote or close to pTBTD in 5-DH and 2-DT. 5-DH merges advantages of branched units (2-DT) for improving solubility with those of linear chains (OD) in providing effective π-π intermolecular interactions. 5-DH substituted pTBTD exhibits a field-effect hole mobility reaching 2.95 cm2 V-1 s-1.