173448-31-2

Usage

Uses

Used in Organic Thin-Film Transistors (OTFTs):
5-HEXYL-2 2'-BITHIOPHENE 97 is used as a semiconductor material for the development of organic thin-film transistors. Its electronic properties make it suitable for creating flexible and lightweight electronic devices with improved performance.
Used in Organic Photovoltaics (OPVs):
In the field of renewable energy, 5-HEXYL-2 2'-BITHIOPHENE 97 is used as a key component in the production of organic photovoltaics. Its optical properties contribute to the efficiency of solar cells, enabling the conversion of sunlight into electricity.
Used in Conductive Polymers:
5-HEXYL-2 2'-BITHIOPHENE 97 is used as a dopant or a building block in the synthesis of conductive polymers. Its incorporation into polymers enhances their electrical conductivity, making them suitable for applications in sensors, batteries, and other electronic devices.
Used in Scientific Research:
5-HEXYL-2 2'-BITHIOPHENE 97 is used as a research compound for studying its chemical properties, reactivity, and potential applications in various fields. Its high purity rate of 97% ensures that the compound is of high quality for research and development purposes.

Upstream product

• 159969-08-1 1-(5-(thiophen-2-yl)thiophen-2-yl)hexan-1-one 
• 111-25-1 1-bromo-hexane 
• 492-97-7 2,2'-Bithiophene 
• 1003-09-4 2-bromothiophene 
• 211737-28-9 2-bromo-5-hexylthiophene 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 18794-77-9 2-hexylthiophene 
• 142-61-0 Hexanoyl chloride 
• 142-62-1 hexanoic acid 
• 3437-95-4 2-Iodothiophene 
• 917985-54-7 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-hexylthiophene 
• 655249-04-0 5-bromo-5′-hexyl-2,2-bithiophene 

Downstream Products

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

Relevant academic research and scientific papers

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.

Asymmetric, efficient π-conjugated organic semiconducting chromophore for bulk-heterojunction organic photovoltaics

A novel, asymmetric benzothiadiazole-core π-conjugated organic semiconducting chromophore (CF-BTz-ThR) containing an alkyl bithiophene donor and 3,5-bis (trifluoromethyl) benzene as acceptor unit was synthesized via Suzuki cross-coupling in a relatively cost-effective way. The synthesized chromophore was applied as an acceptor material in the solution-processed fabrication of bulk heterojunction (BHJ) organic photovoltaics (OPVs). The presence of terminal hexyl chain in CF-BTz-ThR induced its solubility in common organic solvents. The energy levels of CF-BTz-ThR were calculated as ?5.22 eV and ?3.19 eV for HOMO and LUMO, respectively. The fabricated devices attained power conversion efficiency (PCE) of ～3.52% for CF-BTz-ThR: PC61BM (1:3, w/w) ratio with the short circuit current (JSC) of ～10.38 mA/cm2 and the open-circuit voltage (VOC) of ～0.68 V. The reasonable JSC and VOC of the devices might be attributed to strong absorption and emission properties as well as the electrochemical properties due to the presence of strong electron-withdrawing benzothiadiazole as well as –CF3 unit as electron-acceptor.

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

Synthesis and optical properties of soluble sexithiophenes with one central head-to-head junction

The regioselective synthesis of three sexithiophenes characterized by the presence of one central 3,3′-dimethyl-2,2′-bithiophene subsystem is described. One of these compounds was obtained under mild conditions by microwave-mediated synthesis. All sexithiophenes were soluble in organic solvents and displayed 30-40% fluorescence quantum yields in solution. In thin films the fluorescence quantum yields dropped to 1-2%, indicating conformational changes and strong intermolecular interactions in the solid state.

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.

Spiro[fluorene-9,9'-xanthene]-based small organic molecule hole transport material as well as preparation method and application thereof

The invention discloses an organic small molecule hole transport material based on spiro[fluorene-9,9'-xanthene]-based and a preparation method and application thereof, and the organic small moleculehole transport material takes spiro[fluorene-9,9'-xanthene] as a core, and has good amorphous form and excellent dissolving property; besides, different numbers of thiophene groups are added into sidechains, so that the material is endowed with more excellent physical and photoelectric properties through the characteristics of high electron density, excellent carrier transport capacity, controllable optical and electrochemical properties and the like; in addition, due to modification of a terminal alkyl chain, the dissolvability is improved, the film-forming property of the material is facilitated, and the material is easier to process; meanwhile, the synthesis is simple, raw materials are easy to obtain, and cost is low. The organic small molecule hole transport material is applied to anall-inorganic perovskite solar cell, and the cell efficiency of the organic small molecule hole transport material is higher than the original cell efficiency, which shows that the organic small molecule hole transport material has practical significance for improving the efficiency of the all-inorganic perovskite solar cell.

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.

Oligoselenophenes (n and p Type): Synthesis and Properties

An array of semiconducting oligoselenophenes (n and p types), up to hexamer units, has been synthesized by the double Stille coupling methods using tetrakis(triphenylphosphine)palladium(0) as a catalyst. A series of semiconducting oligomers (n and p types) containing mixed hetero-units (hexamers of thiophene and selenophene) have been also synthesized using the Stille coupling reaction. Their thermal properties are systematically studied and compared with those of π-conjugated thiophene based oligomers using DSC and TGA. The field-effect mobility of synthesized n and p type oligomers is analyzed.

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.

FUSED RING DERIVATIVE AND ORGANIC SOLAR CELL COMPRISING THE SAME

The present invention relates to a condensed cyclic derivative represented by chemical formula 1, and an organic solar cell containing the same. According to an embodiment of the present invention, the condensed cyclic derivative exhibits excellent coating properties by having a hydroxyl group, an alkyl group, an alkoxy group, and a sulfide group as a substituent.COPYRIGHT KIPO 2017