1098102-94-3

Basic information

• Product Name: 4,8-Dioctyloxybenzo[1,2-b:3,4-b]dithiophene
• Synonyms: 4,8-Dioctyloxybenzo[1,2-b:3,4-b]dithiophene;BDT-OCT;4,8-Bis(octyloxy)benzo[1,2-b:4,5-b']dithiophene;4,8-Bis-n-octyloxybenzo[1,2-b:4,5-b']dithiophene;4,8-Bis-n-octyloxybenzo[1,2-b:4,5-b']dithiophene;4,8-Dioctyloxybenzo[1,2-b:4,5-b']dithiophene
• CAS NO: 1098102-94-3
• Molecular Formula: C₂₆H₃₈O₂S₂
• Molecular Weight: 446.70872
• Mol File: 1098102-94-3.mol

Chemical Properties

• Melting Point: 46.0 to 50.0 °C
• Boiling Point: 565.7±45.0 °C at 760 mmHg
• Flash Point: 295.9±28.7 °C
• Appearance: /
• Density: 1.1±0.1 g/cm3
• Vapor Pressure: 0.0±1.5 mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4,8-Dioctyloxybenzo[1,2-b:3,4-b]dithiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 4,8-Dioctyloxybenzo[1,2-b:3,4-b]dithiophene(1098102-94-3)
• EPA Substance Registry System: 4,8-Dioctyloxybenzo[1,2-b:3,4-b]dithiophene(1098102-94-3)

Safety Data

• Hazardous Substances Data: 1098102-94-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Photovoltaics:
4,8-Dioctyloxybenzo[1,2-b:3,4-b]dithiophene is used as an active layer material in organic photovoltaics for its efficient charge transport and high thermal stability, which contribute to improved device performance and durability.
Used in Organic Field-Effect Transistors:
In the field of organic field-effect transistors, 4,8-Dioctyloxybenzo[1,2-b:3,4-b]dithiophene is utilized as a semiconductor material due to its desirable electronic properties, enhancing the performance of these transistors in various electronic devices.
Used in Advanced Electronic Devices:
DOBOBD is employed as a key component in the development of advanced electronic devices, leveraging its unique molecular structure and electronic properties to improve device efficiency and functionality.
Used in Renewable Energy Technologies:
4,8-Dioctyloxybenzo[1,2-b:3,4-b]dithiophene is used as a building block in the design and synthesis of new organic materials for renewable energy technologies, such as solar cells, due to its potential to enhance energy conversion efficiency and stability.
Used in the Synthesis of New Organic Materials:
DOBOBD serves as a valuable building block in the synthesis of new organic materials for a wide range of technological applications, including sensors, light-emitting diodes, and other optoelectronic devices, thanks to its versatile molecular structure and electronic properties.

InChI:InChI=1S/C26H38O2S2/c1-3-5-7-9-11-13-17-27-23-21-15-19-30-26(21)24(22-16-20-29-25(22)23)28-18-14-12-10-8-6-4-2/h15-16,19-20H,3-14,17-18H2,1-2H3

Upstream product

• 32281-36-0 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione 
• 143-15-7 1-dodecylbromide 
• 111-83-1 1-bromo-octane 
• 1357156-35-4 4,8-dihydroxybenzo[1,2-b:4,5-b']dithiophene 
• 3386-35-4 1-octyl p-toluenesulfonate 

Downstream Products

• 1098102-95-4 (4,8-bis(octyloxy)benzo[1,2-b:4,5-b']dithiophene-2,6-diyl)bis(trimethylstannane) 
• 1668554-22-0 4,8-bis(octyloxy)benzo[1,2-b:4,5-b']dithiophene-2,6-dicarbaldehyde 
• 1446476-79-4 dithieno[2,3-d:2′,3′-d′]benzo[1,2-b:4,5-b′]dithiophene-5,10-dione 
• 1294515-75-5 2,6-dibromo-4,8-bis(octyloxy)benzo[1,2-b:4,5-b']dithiophene 

Relevant articles and documents

A Benzodithiophene-Based Fluorescence Probe for Rapid Detection of Fluoride Ion

A novel and simple fluorescence probe was synthesized from benzo[1,2-b:4,5-b′]dithiophene (BDT) and trimethylsilylethyne via Sonogashira reaction, and showed highly selective and sensitive fluorescence decreasing response towards F?. The probe molecule turned to a weakly fluorescent terminal alkyne moiety because its trimethylsilyl (TMS) group was cleaved by fluoride, which was proved by1H NMR titration. Whereas no distinct fluorescent changes were observed with the addition of other anions, such as Cl?, Br?, I?, AcO?and H2PO4?. Upon the addition of F?, the maximum fluorescence emission wavelength shifted from 460 nm to 450 nm with a decrease of fluorescence intensity by 40% within 20 s. Moreover, the detection limit towards F?was calculated to be as low as 73.5 nmol/L.

Lateral Extension of a Benzodithiophene System: Construction of Heteroacenes Containing Various Chalcogens

A series of linear acenes with five fused rings, which contain thiophene, selenophene, and tellurophene as the outmost rings, have been synthesized from well-known benzodithiophene (BDT). It was found that the optical, electrochemical properties and crystal packing motifs could be modulated by changing heteroatoms in the outmost rings.

Ethynylene-linked oligomers based on benzodithiophene: Synthesis and photoelectric properties

Two conjugated ethynyl-linked oligomers, oligo(benzodithiophene-ethynylene- benzothiadiazole) (O1) and oligo(benzodithiophene-ethynylene-carbazole) (O2), were synthesized by Sonogashira coupling reaction. Their degrees of polymerization were 7 and 10, respectively. Their photophysical and electrochemical properties were investigated. O1 exhibitd two strong absorption bands at 404 nm and 483 nm, and O2 at 401 nm and 429 nm. The results of UV-Vis, cyclic voltammetry (CV) and theoretical calculations showed that O1 has a narrower band gap than O2. The conductivities of O1 and O2 were 1.05×10-15 and 6.98×10-16 S/cm, respectively, and would increase to 1.23×10-10 and 1.05×10 -10 S/cm after doping with iodine. Two oligomers based on benzodithiophene with different structures and energy levels. Copyright

Synthesis of fluorinated benzotriazole (BTZ)- and benzodithiophene (BDT)-based low-bandgap conjugated polymers for solar cell applications

A series of donor–acceptor (D–A) polymers (P1–P3) based on benzodithiophene (BDT) and electron-accepting benzotriazole (BTZ) units containing thiophene linkers with/without alkyl side-chains were designed and synthesized via Stille coupling polymerization

A highly selective and sensitive probe based on benzo[1,2-b:4,5-b′]dithiophene: Synthesis, detection for Cu(II) and self-assembly

A novel turn-off probe for copper(II) containing benzo[1,2-b:4,5-b′]dithiophene (BDT) and two picolinamide units was synthesized. In this probe, two picolinamide units complex with one Cu2+ ion and two nitrogen atoms in each picolinamide unit coordinate with Cu2+, which is verified by DFT calculation. Its fluorescence quantum yield is 0.43 and the detection limit is as low as 2.4×10-8 mol/L. The results show that the probe displays good selectivity for Cu2+ over other ions (Mn2+, Pb2+, Cr3+, Zn2+, Ni2+, K+, Ca2+, Ag+, Mg2+, Fe3+, Fe2+, Hg2+, Al3+, Cd2+, Pd2+, Co2+). Furthermore, the probe induced by Cu2+ and the π-π interaction of the aromatic unit can also form rod structure assembly, which can be observed by scanning electron microscopy (SEM).

Ten-membered fused ring type diazosulfide, and preparation method and application thereof

The invention discloses a ten-membered fused ring type diazosulfide compound small molecule material with a yellow force and a preparation method and application thereof. The preparation method comprises 1) benzo [1,b: 4, 5-b '] dithiophene -4, 8 - diketone compound and sodium borohydride reducing reaction. 2) Step 1) The product is reacted with a halogenated alkane. 3) Step 2) The product is reacted with n-butyllithium and tributyltin chloride. 4) Stille Coupled reaction. 5) Cadogan. 6) Step 5) The product is reacted with a halogenated alkane. The prepared material can be applied to a yellow force electroluminescent material and a white light electroluminescent material. The preparation method is relatively simple in process. The prepared product has high fluorescence quantum yield under the solid state, has excellent yellow force electroluminescent property, and can generate CIE coordinates (0.325, 0.346) for white light emission after doping with the blue force electroluminescent material.

Ethynyl bridging based A-phi-D-phi-A type BODIPY derivative and preparation method thereof

The invention discloses an ethynyl bridging based A-phi-D-phi-A type BODIPY derivative and a preparation method thereof. The A-phi-D-phi-A type BODIPY derivative is prepared by the following steps: grafting ethynyl to groups such as fluorene, carbazole, d

Investigation of benzo(1,2-b:4,5-b′)dithiophene as a spacer in organic dyes for high efficient dye-sensitized solar cell

Two benzo(1,2-b:4,5-b′)dithiophene (denoted as BDT) based organic dyes, Dye 1 and Dye 2, containing triphenylamine and carbazole in the molecular frameworks respectively, were synthesized, characterized and applied in dye-sensitized solar cells (DSSCs). The photo-physical, photovoltaic, and electrochemical properties of the two dyes were analyzed in this work. The two dyes exhibit strong charge transfer absorption bands in the visible region. The dyes were applied in dye sensitized solar cells obtaining 11.34 mA/cm2, 0.75 V and 0.74, for the short-circuit photocurrent density (Jsc), open-circuit voltage (Voc), and fill factor (FF) respectively, corresponding to an overall power conversion efficiency of 6.3%. These results revealed that BDT-based dyes are promising dyes for DSSCs.

Semiconducting polymers

Novel semiconducting photovoltaic polymers with conjugated units that provide improved solar conversion efficiency that can be used in electro-optical and electric devices. The polymers exhibit increased solar conversion efficiency in solar devices.

UNIMOLECULAR AND ORGANIC SOLAR CELL COMPRISING THE SAME

Provided are a single molecule and an organic solar cell including the single molecule. Specifically, the single molecule has an end represented by chemical formula 1 and includes at least two units selected from the group consisting of units represented by chemical formula 2, wherein the two units are the same or different from each other.COPYRIGHT KIPO 2015