93164-73-9

Basic information

• Product Name: 5-n-Octyl-2,2'-bithiophene
• Synonyms: 5-n-Octyl-2,2'-bithiophene;5-n-Octyl-2,2'-bithiophene;5-Octyl-2,2'-bithiophene
• CAS NO: 93164-73-9
• Molecular Formula: C16H22S2
• Molecular Weight: 278.47588
• Mol File: 93164-73-9.mol
• Article Data: 15

Chemical Properties

• Melting Point: 29 °C
• Appearance: /
• CAS DataBase Reference: 5-n-Octyl-2,2'-bithiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-n-Octyl-2,2'-bithiophene(93164-73-9)
• EPA Substance Registry System: 5-n-Octyl-2,2'-bithiophene(93164-73-9)

Safety Data

• Hazardous Substances Data: 93164-73-9(Hazardous Substances Data)

Usage

Description

5-n-Octyl-2,2'-bithiophene is a chemical compound with a molecular formula of C16H22S2. It belongs to the class of bithiophenes, which are organic compounds containing a two-ring structure composed of sulfur and carbon atoms. This particular compound has an octyl group attached to one of the thiophene rings, giving it a long hydrophobic tail. Its unique structure and electronic properties make it a promising material for various applications in the field of optoelectronics.

Uses

Used in Organic Electronics:
5-n-Octyl-2,2'-bithiophene is used as a key component in the manufacturing of organic light-emitting diodes (OLEDs) for its ability to enhance the performance and efficiency of these devices.
Used in Organic Solar Cells:
5-n-Octyl-2,2'-bithiophene is used as a material in the development of organic solar cells, where its hydrophobic tail and electronic properties contribute to improved energy conversion efficiency and stability.
Used in Optoelectronics:
5-n-Octyl-2,2'-bithiophene is used as a material in various optoelectronic applications due to its unique structure and electronic properties, which allow for the manipulation of light and the enhancement of electronic device performance.

Upstream product

• 93158-90-8 1-[(2,2’-bithiophen)-5-yl]octan-1-one 
• 111-83-1 1-bromo-octane 
• 492-97-7 2,2'-Bithiophene 
• 124-07-2 Octanoic acid 
• 111-64-8 n-octanoic acid chloride 
• 629-27-6 1-Iodooctane 
• 3480-11-3 5-bromo(2,2'-bithiophene) 
• 880-36-4 2-octylthiophene 
• 1003-09-4 2-bromothiophene 
• 388616-39-5 tributyl(5-(2-ethylhexyl)thiophen-2-yl)stannane 
• 172514-63-5 2-bromo-5-octan-1-yl-thiophene 
• 5713-61-1 thiophen-2-yl magnesium bromide 

Downstream Products

• 916251-27-9 4,4'-bis(5-(5-octylthiophen-2-yl)thiophen-2-yl)-2,2'-bipyridine 

Relevant articles and documents

Toward optimization of oligothiophene antennas: New ruthenium sensitizers with excellent performance for dye-sensitized solar cells

This paper reports on the design and synthesis of three new ruthenium sensitizers, as well as the optimization of their linear or dendritic light-harvesting oligothiophene antennas to achieve superior device performance. The three new ruthenium sensitizers, [Ru(dcbpy)(obtip)(NCS)2] (JF-5, dcbpy =4,4′-dicarboxylic acid-2,2′-bipyridine, obtip =2-(5-octyl-(2,2′-bithiophen)-5′-yl)-1H-imidazo[4,5-f][1,10] phenanthroline), [Ru(dcbpy)(ottip)(NCS)2] (JF-6, ottip =2-(5-octyl-2,2′,5′,2″-terthiophen)-5″-yl)-1H-imidazo[4, 5-f][1,10]phenanthroline), and [Ru(dcbpy)(dottip)(NCS)2] (JF-7, dottip =2-(2,3-di-(5-octylthiophen-2-yl)thiophen-5-yl)-1H-imidazo[4,5-f][1,10] phenanthroline), were synthesized in a typical one-pot reaction. The ruthenium sensitizer JF-5 incorporating a linear and planar 2,2′-bithiophene antenna showed the best DSCs performance (9.5%; compared to N3, 8.8%). The difference in the performance of these sensitizers demonstrates that elongating the linear and planar light-harvesting antenna result in an enhancement in MLCT intensity, but a reduction in the quantity of dye-loading. This finding not only permitted the power-conversion efficiency in ruthenium sensitizers containing oligothiophene antennas to be optimized, but also points to a promising direction for molecule engineering in DSCs.

Spiro-thiophene derivatives as hole-transport materials for perovskite solar cells

This work reports a promising hole transporting material using a spiro-thiophene derivative with 4,4′-spirobi[cyclopenta[2,1-b;3,4-b′]dithiophene] as the spiro core for perovskite solar cells, exhibiting an overall power conversion efficiency of 10.4% with an open circuit voltage of 0.94 V, and a short circuit current density of 16.54 mA cm-2 under standard testing conditions.

Photorefractive effect of photoconductive ferroelectric liquid crystalline mixtures composed of photoconductive chiral compounds and liquid crystal

The photorefractive effect in photoconductive ferroelectric liquid crystals (FLCs) that contain photoconductive chiral compounds was investigated. A series of novel photoconductive chiral compounds were synthesized. Terthiophene compounds with four chiral structures were chosen as the photoconductive chiral compounds and mixed with an achiral smectic C liquid crystal. The mixtures exhibit the ferroelectric chiral smectic C phase. The photorefractivity of the mixtures was investigated by two-beam coupling experiments. It was found that the FLCs containing the photoconductive chiral compound exhibit a large gain coefficient of 110 cm-1 and a fast response time of 5 ms.

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.

SMALL MOLECULES AND THEIR USE AS ORGANIC SEMICONDUCTORS

The invention relates to compounds based on benzo[1,2-b:4,5-b′]dithiophene (BDT), methods for their preparation and intermediates used therein, mixtures and formulations containing them, the use of the compounds, mixtures and formulations as semiconductor in organic electronic (OE) devices, especially in organic photovoltaic (OPV) devices, and to OE devices comprising these compounds, mixtures or formulations.