Organic compounds electrically conducting

Organic Compounds That Conduct Electricity (8.13) Why Are Living Organisms Composed of Carbon Instead of Silicon (9.2)... 

Physical Properties Electrical. Electrical properties have been the main focus of study of organic semiconductors, and conductivity studies on organic materials have led to the development of materials with extremely low resistivities and large anisotropies. A discussion of conductivity behaviors for various classes of compounds follows. 

The metallic salts of trifluoromethanesulfonic acid can be prepared by reaction of the acid with the corresponding hydroxide or carbonate or by reaction of sulfonyl fluoride with the corresponding hydroxide. The salts are hydroscopic but can be dehydrated at 100°C under vacuum. The sodium salt has a melting point of 248°C and decomposes at 425°C. The lithium salt of trifluoromethanesulfonic acid [33454-82-9] CF SO Li, commonly called lithium triflate, is used as a battery electrolyte in primary lithium batteries because solutions of it exhibit high electrical conductivity, and because of the compound s low toxicity and excellent chemical stabiUty. It melts at 423°C and decomposes at 430°C. It is quite soluble in polar organic solvents and water. Table 2 shows the electrical conductivities of lithium triflate in comparison with other lithium electrolytes which are much more toxic (24). 

Because it is a saturated aUphatic hydrocarbon, LLDPE does not conduct electricity, and so is widely used for wire and cable insulation. LLDPE is poorly permeable to water and inorganic gases and only slightly more so to organic compounds, whether Hquid or gas. 

In 1990, a test using scrap tires (2x2 in. I DE) to generate steam for electricity was conducted at the Elexsys plant. The I DE replaced 20% of the plant s coal. Results showed that IDE is an environmentally sound fuel. Particulate emissions were reduced by the lower ash content of IDE, volatile organic compounds (VOC) were reduced because of more efficient burning of I DE compared to coal, and carbon dioxide emissions were reduced because I DE contains half the fixed carbon found in coal. Nitrogen oxide, chlorine emissions, and metals were also reduced, and ferrous metals and dioxins were nondetectable (7). 

The alkali metals also release their valence electrons when they dissolve in liquid ammonia, but the outcome is different. Instead of reducing the ammonia, the electrons occupy cavities formed by groups of NH3 molecules and give ink-blue metal-ammonia solutions (Fig. 14.14). These solutions of solvated electrons (and cations of the metal) are often used to reduce organic compounds. As the metal concentration is increased, the blue gives way to a metallic bronze, and the solutions begin to conduct electricity like liquid metals. 

TI4SCI4 and T SeCh melt at 440 and 442°C, respectively. They can be distilled between 650 and 700°C without decomposition. They are insoluble in H2O and organic solvents, but soluble in aqueous alkaline solutions. With cone, acids, decomposition takes place. The electric conductivity has been determined to be 1.4-10 and 2.1-10 fl cm for TI4SCI4 and TUSeCU, respectively. The probable structural formula is Tl3(TlCl4Y). The compounds thus, presumably, consist of Tli,4Cl4,4Y2/8 octahedra that are interconnected by the chalcogen atoms to linear chains (321). 

Compound 68 is known to form an electrically conducting organic metal with a large number of acceptor systems. When a toluene solution of enyne 67 and alkene 68 was refluxed for 2 days, the coupling product 70, rather than the expected charge transfer complex, was obtained in good yield (Eq. 31, Table 4). This reaction involves a metathetic process [19]. 

The recent introduction of non-aqueous media extends the applicability of CE. Different selectivity, enhanced efficiency, reduced analysis time, lower Joule heating, and better solubility or stability of some compounds in organic solvent than in water are the main reasons for the success of non-aqueous capillary electrophoresis (NACE). Several solvent properties must be considered in selecting the appropriate separation medium (see Chapter 2) dielectric constant, viscosity, dissociation constant, polarity, autoprotolysis constant, electrical conductivity, volatility, and solvation ability. Commonly used solvents in NACE separations include acetonitrile (ACN) short-chain alcohols such as methanol (MeOH), ethanol (EtOH), isopropanol (i-PrOH) amides [formamide (FA), N-methylformamide (NMF), N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMA)] and dimethylsulfoxide (DMSO). Since NACE—UV may present a lack of sensitivity due to the strong UV absorbance of some solvents at low wavelengths (e.g., formamides), the on-line coupling of NACE... 

All these data verify that in real systems, the rate of electron transfer between components of a conductive chain is high. There are states of a mixed valence. Enhanced electric conductivity and other unusual physical properties are widespread among those inorganic or coordination compounds that contain metals in intermediate -valence states. In cases of organic metals, nonstoi-chiometric donor/acceptor ratios provide even better results. For example, the salt of (TTF)i (Br)oj composition displays an electric conductivity of 2 X 10 cm while (TTF)i(Br)i salt does not... 

Matsushita et al. (2007) synthesized a genuine organic paramagnetic conductor. Electrocrystallization of the thia-selena compound bearing an A -oxyl leads to a perchlorate triple salt, which displays as magnetism as electric conductivity (see Scheme 8.15). 

---