Chemical Formula | C8H6S2 |
Molar Mass | 166.26 g/mol |
Appearance | Colorless to pale yellow solid |
Melting Point | 36 - 39 °C |
Boiling Point | 220 - 221 °C |
Density | 1.29 g/cm³ |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in common organic solvents like chloroform, dichloromethane |
Odor | Faint sulfur - like odor |
Flash Point | 96 °C |
Purity Typical | ≥98% (GC) |
What is the chemical structure of 2,2 '-Dithiophene?
2% 2C2% 27 '-Dithiophene (2,2' -Dithiophene) is an organic compound. Its molecular structure contains two thiophene rings, which are connected by sulfur atoms. The thiophene ring has a five-membered heterocyclic structure, and the ring contains one sulfur atom and four carbon atoms.
2,2 '-dithiophene, two thiophene rings are bridged at the 2' and 2 'positions by sulfur atoms. This structure endows the compound with unique electronic properties and conjugate system. The existence of the conjugate system makes the electron energy delocalized within the molecule, which has a great impact on its optical and electrical properties.
Due to its special structure, 2,2' -dithiophene is widely used in the field of materials science. In the preparation of organic semiconductor materials, it is often used as a construction unit to improve the conductivity and carrier mobility of materials due to its good charge transport performance. And it also plays a key role in organic optoelectronic devices, such as organic Light Emitting Diode (OLED), organic solar cells, etc. Its conjugated structure can adjust the luminescence characteristics and light absorption capacity, and optimize the photoelectric conversion efficiency and luminescence efficiency of the device. In addition, in the field of sensors, its selective response to specific substances can be used to design and fabricate high-sensitivity sensors for detecting specific molecules or ions. In short, the unique chemical structure of 2,2 '-dithiophene provides an important foundation for the development of many cutting-edge scientific and technological fields.
What are the main physical properties of 2,2 '-Dithiophene?
2% 2C2% 27 '-Dithiophene (2,2' -Dithiophene) is a genus of organic compounds. Its main physical properties are as follows:
Looking at its properties, under normal temperature and pressure, 2,2 '-dithiophene is in the state of colorless to light yellow liquid, under long-term sunlight, or a gradual change of dark color. This is due to the conjugated system of thiophene rings in its molecular structure, which is sensitive to light.
In terms of its melting point, it is about -38 ° C. The melting point is low, because the intermolecular forces are weak, mainly van der Waals forces, and the plane structure of thiophene rings does not form strong interactions such as hydrogen bonds, so it is easier to overcome the lattice energy and melt.
The boiling point is about 220-222 ° C, which is relatively high. Because the molecule has a certain size and mass, and the conjugated system enhances the intermolecular dispersion force, more energy is required to make the molecule leave the liquid phase, so the boiling point is higher.
Its density is about 1.286 g/mL, which is heavier than water. This is because the sulfur atom in the molecule is relatively large in atomic weight and the molecular structure is tight, resulting in an increase in unit volume mass.
In terms of solubility, 2,2 '-dithiophene is difficult to dissolve in water. Because water is a polar molecule and 2,2' -dithiophene is a non-polar or weakly polar molecule, according to the principle of "similar miscibility", the polarity of the two is different, so they are not miscible. However, it is soluble in common organic solvents, such as ethanol, ether, chloroform, etc. Due to the non-polar nature of many organic solvents, it can interact with the intermolecular force of 2,2 '-dithiophene to dissolve it.
And it has a certain volatility and can evaporate slowly in the air, which is related to its boiling point and intermolecular force. Although the boiling point is high, the molecule still has a certain kinetic energy to escape the liquid phase.
In what fields is 2,2 '-Dithiophene used?
2% 2C2% 27-dithiophene, that is, 2,2 '-Dithiophene, is used in many fields.
In the field of materials science, it can be regarded as a key cornerstone for the construction of organic semiconductor materials. Based on it, organic field effect transistors (OFETs) with outstanding performance can be prepared. This transistor has great prospects in the field of flexible electronic devices, such as flexible displays, which can give the display more flexibility and plasticity, so that the display is no longer stuck to the traditional rigid shape, and can realize various forms such as curling and folding, greatly expanding the application scope of the display screen. In the field of organic photovoltaic cells, 2,2 '-dithiophene participates in the construction of active layer materials, which can effectively improve the absorption of light and charge transport efficiency of the battery, thereby improving the photoelectric conversion efficiency of the battery, and contributing to the efficient utilization of solar energy.
In the field of chemical synthesis, it is an important intermediate for the synthesis of many complex organic compounds. With its unique molecular structure and reactivity, chemists can use various chemical reactions, such as Suzuki coupling reaction, Stille coupling reaction, etc., to cleverly connect it with other organic fragments to construct organic macromolecules with rich structures and diverse functions. This provides an effective way to create new drug molecules, functional dyes, etc. For example, in the synthesis of functional dyes, the introduction of 2,2 '-dithiophene structure can adjust the spectral properties of dyes, making them play an important role in fluorescence imaging, photocatalysis and other fields.
In the field of sensors, 2,2' -dithiophene also has excellent performance. Because of its unique recognition and response characteristics to specific substances, high-sensitivity and high-selectivity chemical sensors can be developed accordingly. For example, for the detection of certain heavy metal ions or small organic molecules, sensors based on 2,2 '-dithiophene can achieve rapid and accurate detection of targets through color changes or fluorescence signal changes, which is of great significance in environmental monitoring, food safety testing and other aspects.
What are the synthesis methods of 2,2 '-Dithiophene?
The synthesis method of 2% 2C2% 27-dithiophene (2,2 '-Dithiophene) covers many ways. One method can also start from thiophene and undergo a metallization reaction to introduce metal atoms at specific positions of thiophene. Thiophene is often treated with strong bases such as butyl lithium, and lithium thiophene intermediates are generated at low temperatures. Subsequently, this intermediate is reacted with suitable electrophilic reagents, such as halogenated hydrocarbons or acyl halides, to obtain 2-substituted thiophene derivatives. After coupling reactions under specific conditions, such as Stille coupling, Suzuki coupling, etc., two molecules of 2-substituted thiophene are connected to obtain 2,2' -dithiophene.
The second method is to use sulfur-containing compounds as raw materials to construct thiophene rings through cyclization. For example, 1,4-dihalo-2-butene and sodium sulfide vulcanization reagents are reacted under appropriate solvent and temperature conditions to form sulfur-containing chain intermediates first, and then cyclized within the molecule to generate thiophene derivatives. Subsequent modification and coupling steps can also obtain 2,2 '-dithiophene.
There is also an electrochemical synthesis method. In an electrolytic cell, with suitable electrodes and electrolytes, under the action of an electric field, the raw materials containing thiophene structure are promoted to undergo oxidation or reductive coupling reactions, thereby preparing 2,2' -dithiophene. This method is relatively mild, green and environmentally friendly, and has attracted much attention in recent years. However, its equipment requirements are high, and the reaction mechanism still needs to be further explored. All synthetic methods have their own advantages and disadvantages, and they need to be used according to actual needs and conditions.
What is the market outlook for 2,2 '-Dithiophene?
2% 2C2% 27-dithiophene, which is in the city, the current situation is as follows. The supply and demand of Guanfu City, this material is widely used in various fields of chemical industry, such as the manufacture of organic semiconductors. Its demand trend, with the progress of electronic technology, is gradually on the rise. Cover organic semiconductors in flexible electronics, photovoltaic devices and other industries, the prospect is bright, resulting in an increase in the demand for 2% 2C2% 27-dithiophene.
When it comes to supply, there are more and more producers today, and technology has also advanced. In the past, the production process was complicated and costly, but now various craftsmen have developed new techniques, which have increased the production rate and reduced the cost. There are producers in all places, and the production capacity is expanding day by day to meet the needs of the market.
As for price changes, in the past, due to cost and technology limitations, prices were quite high. Today, production capacity has increased, technology has been good, costs have dropped, and prices have gradually stabilized and dropped. However, the market situation is also controlled by the movement of raw material prices and the regulation of policies. If the price of raw materials rises, or the policy tightens, the price may also fluctuate.
Looking at the state of competition, there are many producers in the market, and there will be fierce competition. If you want to occupy the market, you must focus on research and innovation, improve quality, reduce costs, and expand sales. This progress in the market has the effect of fueling the flames, making the quality of the product high and the price appropriate, which is beneficial to the user.
Overall, the market prospect of 2% 2C2% 27-dithiophene is quite good. Although there are changes in raw materials and policies, with the advancement of technology and market regulations, it will make great progress in the chemical and related industries.