Journal contents

Review contents

References

2.5. Dielectric heat transfers synthesis based on partly fluorinated alcohols.

Telomeric alcohols can act as intermediate products to obtain high-temperature and high efferctive heat transfers [114], dielectrics [115], and they can act as effective lubricating oils and compositions, for example at modification of tosyl ethers based on phenols and telomeric alcohols [116]. It is stated, that the formation of corresponding acetals [117,118] occurs during reaction of telomeric alcohols with formaldehyde in concentrated sulfuric acid.

Fluoroalkyl ortho ethers [119] are obtained at interaction with chloroform in the presence of alkali metals. These ethers are thermal resistant and their liquid boiling points are high, so they can find their application as heat transfers, while their additional fluorination using element fluorine results in formation of perfluorinated ethers, which be of interest of as liquid dielectrics.

2.6. The processes with telomeric alcohols.

Telomeric alcohols have two reaction centers, according to which the reactions can be carried out. Above we had discussed the telomeric alcohols reactivity in reactions, passed affecting alcohol group. At the same time the presence of CHF2 fragment at the end of carbon chain allows to expect the turnings with its active participation. First of all, the presence of fluorine atoms and the influence of CF2 fragment being alongside results in acidity increasing and thereafter this makes carbanion simulated emission possible. Indeed, the action of two moles of alkyl lithium leads to formation of terminal multiply bond [26]. This, for example, allows to work out the trifluoroacrylic acid obtaining method using 2,2,3,3-tetrafluoropropyl alcohol as raw product.

If you affect allyl alcohol with concentrated sulphuric acid, then -fluoroacrylic acid fluoroanhydride will be formed [120].

The ozone oxidized unsaturated alcohol (Z+E) [121] in CF3CH2OH medium till corresponding acid is obtained analogously by BuLi action out of H(CF2CF2)5CH2OH.

The possibility of terminal multiply bond simulated emission can be used for other purposes also.

3. Toxicity of Partly fluorinated alcohols and some of its derivatives.

There had been carried out the researches of muscles regarding studying of toxicological parameters [122,123] for partly fluorinated dialkyl ethers telomeric alcohols and partly fluorinated carbon acid esters. The results are listed in table 3. Judging by data of this table 3 we can make a conclusion, that studied compounds are referred to III or IV class (Russian classification) of medium or low toxic compounds. It is stated, that dialkyl ethers do not locally affect skin and eye mucous membrane. Telomeric alcohols in sub-toxic dose (1000 mg/kg) bring on the suppression of respiratory center and also central nervous system,  appearing as strong sedative effect and movement disorder of mice. These neurotoxic evidences are restored to physiological norm in 24 hours. When you rate the danger level of these compounds for a human being it is necessary to take into account their possible influence on myocardium function, thyroid gland, and also their gonado-and- genotoxic effect. This data allow using these compounds for production of fluoromaterials and for their production technology successfully.

Table 3. Some toxicological parameters of fluorine containing compounds [122,123].

Compound LD50 mg/kg LD100 mg/kg Dangerous class
CF3CHFCF2OCH2CF2CHF2 5000   IV
HCF2CF2CH2OCH2CH3 3420 6000 III
HCF2CF2CH2OH 2320 3000 III
HCF2CF2CF2CF2CH2OH 1180 2000 III
CF3CHFC(O)OC2H5 5000   IV
HCF2CF2CH2OCHF2 5000   IV
CH2[OCH2(CF2CF2)2H]2 5000   IV
CH2[OCH(CH3)CF2CF2H]2 1917 5000 III
HCF2CF2C(CH3)=CH2 1334 3000 III
CF3CHFCF2CH2OH 640 1000 III
5000   IV



Conclusion

The above material allows to establish the growing researchers' interest in working out of approaches of poly-fluorinated fragments application into organic molecules and approaches of simple substitutes transformation into complicated functional alignments. In this regard the use of partly fluorinated alcohols, obtained on the basis of polyfluorolefines, opens up possibilities for new fluorine-containing materials synthesis. Much success, lately achieved in working out of partly fluorinated alcohols synthesis method, using which (p. f. Alcohols) you are able to carry out the fluorine- containing fragments application into organic molecules, displays that they in a few cases can be an alternative for classical and well-known methods. A number of processes have obvious advantages and real application opportunities in industrial technologies. There is no doubt, that issues, connected with ideas and processes realization, are of interest of both chemists, working in the field of fluoroorganic synthesis and specialists in the field of practical use of fluoromaterials on the base of fluorine organic compounds. In this review the author did his best to demonstrate new approaches and synthetic possibilities of new semi-products basically by example of telomeric alcohols, he also tried to display tendencies and main directions of researches in the field of synthesis of poly-fluoroorganic compounds, which contain different molecular frames and functional groups. Thus, commercialized by industry process of telomeric alcohols obtaining gave a stimulus of their wide and thorough research and synthesis of new fluorine materials, since such processes are rather simple and can be implemented on industrial scale/basis. We can hope, that later there will be revealed other reactions, resulting in fluorine-containing materials.

 

Journal contents

Review contents

References