1271438-65-3

Basic information

• Product Name: 2-(2'-butyl-1'-octyl)thiophene
• CAS NO: 1271438-65-3
• Molecular Weight: 252.464
• Mol File: 1271438-65-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-(2'-butyl-1'-octyl)thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2'-butyl-1'-octyl)thiophene(1271438-65-3)
• EPA Substance Registry System: 2-(2'-butyl-1'-octyl)thiophene(1271438-65-3)

Safety Data

• Hazardous Substances Data: 1271438-65-3(Hazardous Substances Data)

Usage

General Description

2-(2'-butyl-1'-octyl)thiophene is a chemical compound with a molecular structure consisting of a thiophene ring attached to butyl and octyl substituents. It is commonly used in organic electronics and materials science due to its ability to conduct electricity and its potential application in organic photovoltaic devices and field-effect transistors. 2-(2'-butyl-1'-octyl)thiophene has a long alkyl chain that provides solubility in organic solvents, making it useful for solution processing techniques in the fabrication of electronic devices. Additionally, 2-(2'-butyl-1'-octyl)thiophene has been studied for its potential use in organic semiconductors and as a building block for the synthesis of more complex organic materials.

Upstream product

• 1256345-37-5 5-(iodomethyl)undecane 
• 3913-02-8 2-(n-butyl)octanol 
• 188290-36-0 thiophene 
• 85531-02-8 5-(bromomethyl)undecane 

Downstream Products

• 1443120-32-8 4,8-bis(5-(2-butyloctyl)thiophen-2-yl)benzo[1,2-b:4,5-b']dithiophene 

Relevant articles and documents

Two-dimensionally extended π-conjugation of donor-acceptor copolymers via oligothienyl side chains for efficient polymer solar cells

A series of two-dimensional conjugated polymers containing π-conjugated oligothienyl side chains, namely PBDT2FBT-T1, PBDT2FBT-T2, PBDT2FBT-T3, and PBDT2FBT-T4, was designed and synthesized to investigate the effect of two-dimensionally extended π-conjugation on the polymer solar cell (PSC) performance. The oligothienyl units introduced into the side chains significantly affect the optoelectronic properties of the parent polymers as well as the performances of the resulting solar cell devices by altering the molecular arrangement and packing, crystalline behavior, and microstructure of the polymer:PC71BM blend films. The crystallinity and blend morphology of the polymers can be systematically controlled by tuning the π-conjugation length of side chains; PBDT2FBT-T3 exhibited the most extended UV/vis light absorption band and the highest charge mobility, leading to a high short-circuit current density up to 12.5 mA cm-2 in the relevant PSCs. The PBDT2FBT-T3:PC71BM-based PSC exhibited the best power conversion efficiency of 6.48% among this series of polymers prepared without the use of processing additives or post-treatments. These results provide a new possibility and valuable insight into the development of efficient medium-bandgap polymers for use in organic solar cells.

In search of efficient solubilizing groups for liquid and luminescent oligo(phenylene-thiophene) chromophores

In this work, the synthesis of oligomers having a rigid conjugated 4,4′-bis(2-thienyl)biphenyl fragment end-capped with various types of solubilizing groups (SGs), such as either alkyl or alkylsilyl or alkyl-oligodimethylsiloxane, has been reported. The comprehensive study of their thermal and optical properties as well as rheology in comparison to model highly crystalline oligomers with simple either hexyl or trimethylsilyl SGs allowed us to elucidate structure-property correlations and find the most powerful type of SG in terms of liquefaction for them. It was revealed that oligomers with long and branched alkyl SGs still retain high crystallinity, whereas oligomers with alkyl-oligodimethylsiloxane SGs combine very low glass transition temperatures (up to -111 °C) with a liquid-crystalline behaviour. The alkylsilyl SGs were found to be the most efficient, since the oligomers end-capped with trihexyl- and tri(2-butyloctyl)silyl SGs are liquid and have low values of both the glass transition temperature (up to -60 °C) and viscosity (up to 1.94 Pa s). All the oligomers prepared have similar optical absorption/luminescence spectra and high values of photoluminescence quantum yield in solution (90-95%) without a significant impact of the SG type. In the neat films, the type of SG has a huge impact on the shape and maxima of the absorption and luminescence spectra as well as the photoluminescence efficiency. Among this series of molecules, oligomers with alkylsilyl SGs demonstrate the highest values of photoluminescence quantum yield in the neat form (24-61%) and close to the solution optical characteristics, which indicates their strong capability to suppress aggregation of molecules in the bulk. Thus, for the first time liquid luminescent thiophene/phenylene co-oligomers were reported and the solubilizing capabilities of some of the most promising types of SG were comprehensively investigated and compared to each other. The results obtained can be used as a guideline for the design of functional materials based on conjugated oligomers with a tunable and controllable phase behaviour, solubility and optical properties in the neat state.

Tetrathienoanthracene-based copolymers for efficient solar cells

A series of semiconducting copolymers (PTAT-x) containing extended π-conjugated tetrathienoanthracene units have been synthesized. It was shown that the extended conjugation system enhanced the π-π stacking in the polymer/PC61BM blend films and facilitated the charge transport in heterojunction solar cell devices. After structural fine-tuning, the polymer with bulky 2-butyloctyl side chains (PTAT-3) exhibited a PCE of 5.6% when it was blended with PC61BM.