1268060-77-0

Basic information

• Product Name: 2-bromo-3-(2-octyldodecyl)thiophene
• CAS NO: 1268060-77-0
• Molecular Weight: 443.575
• Mol File: 1268060-77-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 477.4±25.0 °C(Predicted)
• Density: 1.042±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-bromo-3-(2-octyldodecyl)thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-3-(2-octyldodecyl)thiophene(1268060-77-0)
• EPA Substance Registry System: 2-bromo-3-(2-octyldodecyl)thiophene(1268060-77-0)

Safety Data

• Hazardous Substances Data: 1268060-77-0(Hazardous Substances Data)

Usage

Description

2-bromo-3-(2-octyldodecyl)thiophene is a chemical compound that consists of a bromine atom and a thiophene ring with an octyldodecyl group substitution. 2-bromo-3-(2-octyldodecyl)thiophene is known for its strong photoconductivity and high charge carrier mobility, which makes it a promising candidate for various applications in the field of organic electronics.

Uses

Used in Organic Electronics Industry:
2-bromo-3-(2-octyldodecyl)thiophene is used as a key component in the synthesis of organic semiconductors and conducting polymers due to its strong photoconductivity and high charge carrier mobility.
Used in Organic Solar Cells:
In the field of organic solar cells, 2-bromo-3-(2-octyldodecyl)thiophene is utilized as an active layer material for its ability to enhance the efficiency of charge transport and collection.
Used in Organic Field-Effect Transistors:
2-bromo-3-(2-octyldodecyl)thiophene is employed as a semiconductor material in organic field-effect transistors, where its high charge carrier mobility contributes to improved device performance.
Used in Organic Light-Emitting Diodes:
2-bromo-3-(2-octyldodecyl)thiophene is used in the fabrication of organic light-emitting diodes, taking advantage of its photoconductive properties to improve the efficiency and brightness of the devices.
Used in Solution-Based Fabrication Methods:
The long alkyl chain attached to the thiophene ring in 2-bromo-3-(2-octyldodecyl)thiophene provides solubility and processability, making it suitable for solution-based fabrication methods in organic electronics, which is beneficial for the development of flexible and lightweight electronic devices.

Upstream product

• 1268060-76-9 3-(2-octyldodecyl)thiophene 
• 69620-20-8 9-(bromomethyl)nonadecane 
• 5333-42-6 2-octyldodecan-1-ol 

Relevant articles and documents

Development of s-tetrazine-based polymers for efficient polymer solar cells by controlling appropriate molecular aggregation

Two conjugated polymers PTTTz and PHTTz have been designed and synthesized by introducing s-tetrazine as electron-withdrawing moieties. Compared with PTTTz with 2-octyldodecyl-substituted tetrathiophene derivative as electron-donating moieties, PHTTz with hexyl- and 2-octyldodecyl-substituted hexathiophene derivative possesses relatively lower molecular coplanarity, larger stacking distance but more orderly molecular stacking, more red-shifted absorption, more suitable microphase separation, more efficient exciton dissociation, higher hole mobility, which lead to higher short-circuit current density (11.54 mA cm?2), fill factor (69.0%) and power conversion efficiency (PCE = 6.69%) values in PSCs. The PTTTz-based PSC shows an open circuit voltage of 1.02 V for its lower-ling HOMO energy level though the PCE of the PSC is only 5.16%. Moreover, the ternary PSC based PHTTz/PC71BM/ITIC exhibits a higher PCE value of 7.88% than the binary PSCs for more efficient exciton dissociation and complementary absorption spectrum in ternary blend film, which is one of the highest PCE values in s-tetrazine-based polymers.

Synthesis and optical properties of photovoltaic materials based on the ambipolar dithienonaphthothiadiazole unit

Dithieno[3′2′:5,6;2′′,3′′:7,8]naphtho[2,3-c][1,2,5]thiadiazole (DTNT) was designed to control the band energies of the polymers for photovoltaic materials. Electrochemical analysis showed that DTNT acts as both an electron donor and an electron acceptor, revealing the ambipolar nature of the DTNT unit. The direct arylation polymerization of DTNT with 2,2′-bithiophene (BTh) and 3,6-bis(2-thienyl)pyrrolo[3,4-c]pyrrole-1,4-dione (DPP) afforded four polymers that differed in either the unit of copolymerization or the chosen side chains. In the PDTNT-BTh series, a shoulder absorption band was observed at a longer wavelength than the intense absorption band. The PDTNT-DPP series exhibited a narrow band gap of less than 1.4 eV and a low HOMO energy of -5.43 eV. An organic photovoltaic cell that contained a PDTNT-BTh polymer with 2-ethylhexyl groups and [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) as an active layer afforded the best performance among the studied compounds, with a JSC of 6.98 mA cm-3, a VOC of 0.758 V, a FF of 0.52, and a PCE of 2.76%.