173448-31-2

Basic information

• Product Name: 5-HEXYL-2 2'-BITHIOPHENE 97
• Synonyms: 5-HEXYL-2 2'-BITHIOPHENE 97;5-hexyl-2,2'-dithiophene;5-Hexyl-2,2'-bithiophene 97%;5-Hexyl-2,2′
• CAS NO: 173448-31-2
• Molecular Formula: C₁₄H₁₈S₂
• Molecular Weight: 250.42272
• Product Categories: Organic Electronics and Photonics;Synthetic Tools and Reagents;Thiophene Monomers and Building Blocks
• Mol File: 173448-31-2.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 355 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.060 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5890(lit.)
• CAS DataBase Reference: 5-HEXYL-2 2'-BITHIOPHENE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 5-HEXYL-2 2'-BITHIOPHENE 97(173448-31-2)
• EPA Substance Registry System: 5-HEXYL-2 2'-BITHIOPHENE 97(173448-31-2)

Safety Data

• Hazard Codes: T
• Statements: 25-41
• Safety Statements: 26-37/39-45
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 173448-31-2(Hazardous Substances Data)

Usage

General Description

5-Hexyl-2,2'-bithiophene, 97% is a specialized chemical compound frequently used in scientific research. With the molecular formula of C14H16S2, this organic compound is classified under the category of thiophenes - heterocyclic compounds known for being aromatic hydrocarbons. 5-HEXYL-2 2'-BITHIOPHENE 97 is also notable for its significant role in the fabrication of organic thin-film transistors, organic photovoltaics, and conductive or semiconductive polymers due to its remarkable electronic and optical properties. Having a purity rate of 97%, this compound is of high quality for research and development purposes.

Upstream product

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• 5713-61-1 thiophen-2-yl magnesium bromide 
• 211737-28-9 2-bromo-5-hexylthiophene 
• 159969-08-1 1-(5-(thiophen-2-yl)thiophen-2-yl)hexan-1-one 

Downstream Products

• 1064109-50-7 C₂₂H₂₂O₃S₂ 
• 211737-37-0 tributyl(5‘-hexyl-[2,2’-bithiophen]-5-yl)stannane 
• 151271-42-0 2-hexyl-5-(5-(thiophen-2-yl)thiophen-2-yl)thiophene 

Relevant articles and documents

Planarized Star-Shaped Oligothiophenes with Enhanced π-Electron Delocalization

(Matrix presented) Planarized star-shaped oligothiophenes 1 have been synthesized by connecting short-chain oligothiophenes on a benzo[1,2-b:3,4- b′:5,6-b″]-trithiophene central core. Their electrochemical and optical properties have been characterized by cyclic voltammetry and UV-visible spectroscopy, respectively. These results associated with theoretical calculations show the advantage of benzotrithiophene as a central core in terms of π-electron delocalization.

Synthesis and characterization of novel p-type alkyl bithiophene end-capped anthracene and naphthalene derivatives for organic thin-film transistors

New semiconductors having naphthalene and anthracene cores with hexylated bithiophene side units, 2,6-bis(5'-hexylbithiophen-2'-yl)naphthalene (HBT-NA) and 2,6-bis(5'-hexylbithiophen-2'-yl)anthracene (HBT-AN), were synthesized. HBT-AN and HBT-NA were characterized using FT-IR, 1H-NMR, Mass spectrum and elemental analysis. HBT-AN and HBT-NA showed well ordered crystalline with high thermal stabilities as evidenced by 5% weight loss at 447 °C for HBT-AN and 434 °C for HBT-NA. The closed packed structures between adjacent molecules were observed by studying UV-visible and photoluminescence (PL) in solution and film. The HOMO energy levels of HBT-NA and HBT-AN were found to be 5.47 eV and 5.42 eV, respectively. HBT-NA exhibits hole mobility of 8.4×10-2 cm2/Vs and on/off ratio of 5.6×105. HBT-AN shows 5.2×10-2 cm 2/Vs and on/off ratio of 1.0×105. Copyright

Efficient spirobifluorene-core electron-donor material for application in solution-processed organic solar cells

Efficient spirobifluorene-based organic small molecule (RTh-Sp-CF3) was synthesized in a simple manner via Suzuki coupling reaction containing an alkyl bithiophene as donor and 3,5-bis (trifluoromethyl) benzene as acceptor unit. The spirobifluorene-based small molecule was utilized as an electron-donor materials with well-known electron-acceptor material, phenyl-C61-butyric acid methyl ester (PC61BM) in the solution-processed small molecule organic solar cells (SMOSCs). The incorporation of 3,5-bis (trifluoromethyl) benzene unit as electron-acceptor has significantly tuned the energy levels of small molecule and obtained the HOMO and LUMO energy levels of ?5.35?eV and ?3.92?eV, respectively. SMOSCs fabricated with RTh-Sp-CF3 accomplished an overall power conversion efficiency (PCE) of ～2.12% with short circuit current (JSC) of ～8.42?mA/cm2 and the open-circuit voltage (VOC) of ～0.66?V. The reasonable JSC and VOC of devices might be attributed to the presence of strong electron-withdrawing fluorine units in RTh-Sp-CF3, which resulted from the improved absorption and electrochemical properties.

Cross-shaped small organic molecule hole transport material and preparation method

The invention provides a cross-shaped small organic molecule hole transport material and a preparation method. The preparation method comprises the following steps: uniformly mixing 5-hexyl-5'-trimethyl-2,2'-bithiophene or 5-octyl-5'-trimethyl-2,2'-bithiophene with 3,3',5,5'-tetrabromo-2,2'-bithiophene in methylbenzene at a molar ratio of 1:(4-6); performing a reaction at the temperature of 90-120DEG C for 18-25h, cooling to room temperature and adding silica gel powder for spin drying; separating and purifying a coarse product after spin drying with dichloromethane and n-hexane at a ratio of1:(5-20) as an eluting agent to obtain the cross-shaped small organic molecule hole transport material which is shown in the structural formula I as shown in the specification or the structural formula II as shown in the specification. Due to the 'x' rotary cross-shaped structure of the hole transport material, the excessive crystallization can be effectively inhibited, so that a thiophene derivative have good solubility and excellent hole transport performance under the condition that no excessive alkyl substituted units are introduced; the current density and the photoelectric conversion efficiency of a device can be greatly improved after the cross-shaped small organic molecule hole transport material is applied in an all-inorganic perovskite solar cell.

A new method of using supercritical carbon dioxide as a green solvent for synthesis and purification of 5,5?-bis(tridecafluorohexyl)-2,2′:5′,2″:5″,2?-quaterthiophene, which is one of n-type organic semiconducting materials

We have investigated synthesis as well as purification of 5,5?-bis(tridecafluorohexyl)-2,2′:5′,2″:5″,2?-quaterthiophene (BFH-4 T, n-type organic semiconducting material) using supercritical carbon dioxide (scCO2) as a green solvent. BFH-4T was obtained in good selectivity and high yield by TDAE/PdCl2-catalyzed reductive coupling reaction of 5-bromo-5′-(tridecafluorohexyl)-2,2′-bithiophene in scCO2. We have also successfully established purification of the reaction mixture by passing scCO2 in the reaction vessel. The product was yellow powder of BFH-4T with purity of more than 99% and Pd catalyst was not contained.