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Радиопромышленность. 2017; 27: 94-102

ВОССТАНОВИТЕЛЬНЫЕ СВОЙСТВА ДИФЕНИЛФОСФИНОВОЙ КИСЛОТЫ

Афонин Е. Г., Александров Г. Г., Ильинский А. Л.

https://doi.org/10.21778/2413-9599-2017-3-94-102

Аннотация

Список литературы

1. Nowack B. Environmental chemistry of phosphonates. Water research, 2003, vol. 37, no. 11, pp. 2533–2546.

2. Khusnuriyalova A. F., Kalugin L. E., Dobrynin A. B., Yakhvarov D. G. Electrochemical properties of nickel (II) complexes with 2,2`-bipyridine in the presence of diphenylphosphinic acid // Бутлеровские сообщения. 2015. Т. 42. № 6. С. 145–151.

3. US Patent № 4348367. Selective removal of cobalt(II) from aqueous solutions with phosphinic acid extractants. Rickelton W. A., Robertson A. J., Burley D. R.; publ. 1982.

4. US Patent № 4353883. Selective extraction of cobalt(II) from aqueous solutions with phosphinic acid extractants. Rickelton W. A., Robertson A. J., Burley D. R.; publ. 1982.

5. Туранов А. Н., Карандашев В. К., Яркевич А. Н. Экстракция скандия из солянокислых растворов фосфиновыми кислотами // Журнал неорганической химии. 2004. Т. 49. № 5. С. 862–866.

6. Патент РФ № 2448988. Электроосаждаемые покрытия для использования на алюминиевых подложках / Валко Дж. Т., Пеффер Р. М., Уилсон К. А., Кайло А. Дж.; опубл. 27. 04. 2012.

7. Патент РФ № 2457227. Стабилизация водных анионных смоляных дисперсий хелатирующими агентами / Валко Дж. Т., Уилсон К. А., Пеффер Р. М; опубл. 27. 07. 2012.

8. Патент РФ № 2539121. Электроосаждаемые покрытия, включающее лантаниды, для применения на алюминиевых подложках / Пеффер Р. М., Ракиевич Э. Ф.; опубл. 10.01. 2015.

9. Fenske D., Matters R., Lons J., Tebbe K.-F. Die kristallstructur von diphenylphosphinsaure. Chemische berichte, 1973, Bd. 106, no. 4, ss. 1139–1144.

10. Siasios G., Tiekink E. R. T. Crystal structure of diphenylphosphinic acid (redetermination at 173 K), C12H11O2P. Zeitschr. kristallogr. – crystal. materials, 1994, vol. 209, no. 6, p. 547.

11. Drinkard W. C., Kosolapoff G. M. Some salts of symmetric phosphinic acids. J. amer. chem. soc., 1952, vol. 74, no. 21, pp. 5520–5521.

12. Block B. P., Rose S. H., Schaumann C. W., Roth E. S., Simkin J. Coordination polymers with inorganic backbones formed by double-bridging of tetrahedral elements. J. amer. chem. soc., 1962, vol. 84, no. 16, pp. 3200–3201.

13. Coates G. E., Golightly D. S. Cobalt (II) methyl- and phenyl-phosphinates. J. chem. soc., 1962, pp. 2523–2525.

14. Saraceno A. J., Block B. P. Inorganic сoordination polymers. VI. Linear double-bridged chromium (III) phosphinate polymers with inorganic side groups. Inorg. chem., 1964, vol. 3, no. 12, pp. 1699–1703.

15. Rose S. H., Block B. P. Inorganic coordination polymers. VII. Zinc (II) dimethyl-, methylphenyl-, and diphenylphosphinates. J. polymer science. Part A. Polymer chem.,1966, vol. 4, no. 3, pp. 573–582.

16. Rose S. H., Block B. P. Inorganic coordination polymers. VIII. Cobalt(II) and zinc(II) phosphinate polymers and copolymers. J. polymer science. Part A. Polymer chem., 1966, vol. 4, no. 3, pp. 583–592.

17. Dahl G. H., Block B. P. Inorganic coordination polymers. IX. Titanium(IV) phosphinate polymers. Inorg. chem., 1967, vol. 6, no. 8, pp. 1439–1443.

18. Синтез и некоторые свойства координационных полимеров на основе дифенилфосфиновой кислоты / В. В. Коршак, А. М. Полякова, О. В. Виноградова, К. Н. Анисимов, Н. Е. Колобова, М. Н. Котова // Изв. АН СССР. Серия «Химия». 1968. №3. С. 642–645.

19. Maguire K. D., Block B. P. Inorganic coordination polymers. X. Observation on the formation and nature of poly (di-µ-diphenylphosphinato-hydroxyaquochromium(III)), {Cr(H2O)(OH)[OP(C6H5)2O]2}x. J. polymer science. Part A. Polymer chem., 1968, vol. 6, no. 5, pp. 1397–1408.

20. Pitts J. J., Robinson M. A., Trotz S. I. The characteristics of several new metal phosphinate complexes. J. inorg. nucl. chem., 1968, vol. 30, no. 5, pp. 1299–1308.

21. Gemiti F., Giancotti V., Ripamonti A. Structure and properties of beryllium phosphinate polymers. J. chem. soc. A., 1968, pp. 763–768.

22. Pitts J. J., Robinson M. A., Trotz S. I. Diphenylphosphinate complexes of zirconium, vanadium and molybdenum. J. inorg. nucl. chem., 1969, vol. 31, no. 11, pp. 3585–3590.

23. Gillman H. D. Inorganic coordination polymers. XVII. The preparation and properties of tantalum(V)diphenylphosphinates. J. inorg. nucl. chem., 1975, vol. 37, no. 9, pp. 1909–1912.

24. Colamarino P., Orioli P. L., Benzinger W. D., Gillman H. D. Synthesis, properties, and structural characterization of lead (II) bis(diphenylphosphinate), Pb[OP(C6H5)2O]2. Inorg. сhem., 1976, vol. 15, no. 4, pp. 800–804.

25. Bino A., Sissman L. Preparation and structure of poly-bis (µ-diphenylphosphinato)copper(II). Inorg. chim. acta, 1987, vol. 128, pp. L21–22.

26. Du J.-L., Oliver K. W., Thompson R. C. Magnetic and spectroscopic properties of poly-bis (µ -diphenylphosphinato)copper (II). Inorg. chim. acta, 1988, vol. 141, no. 1, pp. 19–20.

27. Du J.-L., Rettig S. J., Thompson R. C., Trotter J. Synthesis, structure, and magnetic properties of diphenylphosphinates of cobalt(II) and manganese(II). The crystal and molecular structures of the  forms of poly-bis(µ -diphenylphosphinato) cobalt(II) and manganese(II). Canad. j. chem., 1991, vol. 69, no. 2, pp. 277–285.

28. Liu S.-J., Staples R. J., Fackler jr. J. P. The structure and characterization of isomeric cobalt(II) diphenylphosphinate polymers. Polyhedron, 1992, vol. 11, no. 18, pp. 2427–2430.

29. 1,1-Бис(дифенилфосфиноил)этанол: синтез и комплексы с нитратами неодима и меди / Д. И. Лобанов, Е. И. Матросов, Т. А. Мастрюкова, М. И. Кабачник // Известия АН. Серия «Химия». 1994. № 5. С. 928–931.

30. Silvestru C., Silvestru A., Haiduc I., Sowerby D. B., Ebert K. H., Breunig H. J. Triorganoantimony (V) diorganophosphinates. Crystal and molecular structure of (diphenylphosphinato)(hydroxo)trimethylantimony (V), exhibiting a polymeric chain supramolecular self-assembly through hydrogen bonds. Polyhedron, 1997, vol. 16, no. 15, pp. 2643–2649.

31. Иоан Р., Крецеску И. Синтез и исследование полифосфинатов свинца // Журнал неорганической химии. 1998. Т. 43. № 12. С. 1973–1975.

32. Siqueira M. R., Tonetto T. C., Rizzatti M. R., Lang E. S., Ellena J., Burrow R. A. The role of solvent in coordination polymers: The structures of catena-[Hg(µ 2-O2PPh2)2] and catena-[Hg(µ 2-O2PPh2)2(NC5H5)2]. Inorg. chem. commun., 2006, vol. 9, no. 5, pp. 537–540.

33. Francisco C. S., Stucchi E. B., Abreu E. M. Luminescent properties of yttrium diphenylphosphinate activated by europium. J. alloys compounds, 2006, vol. 418, no. 1–2, pp. 234–237.

34. Maass J. S., Chen Z., Zeller M., Tuna F., Winpenny R. E. P., Luck R. L. Syntheses, x-ray structural characterizations, and thermal stabilities of two nonclassical trinuclear vanadium(IV) complexes, (V3(µ 3-O)O2)( µ 2-O2P(CH2C6H5)2)6(H2O) and (V3(µ 3-O)O2)( µ 2-O2P(CH2C6H5)2)6(py), and polymeric complexes of stoichiometry (VO(O2PR2)2)∞, R2 = Ph2 and o-(CH2)2(C6H4). Inorg. сhem., 2012, vol. 51, no. 5, pp. 2766–2776.

35. Abreu E. M., Francisco C. S., Klein S. I., Stucchi E. B. Strongly luminescent, highly ionic europium in a lanthanum diphenylphosphinate matrix. Optic. mater., 2013, vol. 35, no. 3, pp. 332–337.

36. Zhang G.-Q., Wang L.-S., Fan R.-L., Shao X.-Z., Wang X.-F. Solubilities of diphenylphosphinic acid in selected solvents. J. chem. eng. data, 2008, vol. 53, no. 5, pp. 1192–1195.

37. Авт. свид. СССР № 1325056. Способ одновременного получения дифенилфосфина и дифенилфосфиновой кислоты / Бондаренко Н. А., Рудомино М. В., Цветков Е. Н.; опубл. 1987.

38. Hunt B. B., Saunders B. C. Esters containing phosphorus. Part XV. Preparation and reactions of diphenylphosphine oxide. J. chem. soc., 1957, pp. 2413–2414.

39. Block B. P., Roth E. S., Schaumann C. W., Ocone L. R. Inorganic coordination polymers. III. Substitution-addition leading to dimer formation. Inorg. chem., 1962, vol. 1, no. 4, pp. 860–863.

40. Мурашова В. И., Тананаева А. Н., Ховякова Р. Ф. Качественный химический дробный анализ. М.: Химия, 1976. 280 с.

Radio industry (Russia). 2017; 27: 94-102

REDUCIBILITY OF DIPHENYLPHOSPHINIC ACID

Afonin E. G., Aleksandrov G. G., Ilinskiy A. L.

https://doi.org/10.21778/2413-9599-2017-3-94-102

Abstract

The phase homogeneity of diphenylphosphinic acid (С6H5)2PO2H purified by benzol or aqueous solution recrystallization is proved by X-ray powder diffraction analysis. The thermal behavior of the compound is studied by method of derivatography. The solubility of the compound in the multiple inorganic and organic solvents media is estimated. The results of experimental study of diphenylphosphinic acid decomposition in the reactions with oxidants of different chemical nature (nitric acid, permanganate, dichromate, vanadate, bismuthate, cerium (+4), hexacyanoferrate (+3), hydrogen peroxide, peroxydisulfate, hypochlorite, sodium benzenesulfonemonochloramide, bromate, periodate, iodate, manganese dioxide, lead dioxide) in aqueous media are given. Large amount of strong oxidant is required for breaking of both C–P chemical bonds in the molecule of diphenylphosphinic acid.

References

1. Nowack B. Environmental chemistry of phosphonates. Water research, 2003, vol. 37, no. 11, pp. 2533–2546.

2. Khusnuriyalova A. F., Kalugin L. E., Dobrynin A. B., Yakhvarov D. G. Electrochemical properties of nickel (II) complexes with 2,2`-bipyridine in the presence of diphenylphosphinic acid // Butlerovskie soobshcheniya. 2015. T. 42. № 6. S. 145–151.

3. US Patent № 4348367. Selective removal of cobalt(II) from aqueous solutions with phosphinic acid extractants. Rickelton W. A., Robertson A. J., Burley D. R.; publ. 1982.

4. US Patent № 4353883. Selective extraction of cobalt(II) from aqueous solutions with phosphinic acid extractants. Rickelton W. A., Robertson A. J., Burley D. R.; publ. 1982.

5. Turanov A. N., Karandashev V. K., Yarkevich A. N. Ekstraktsiya skandiya iz solyanokislykh rastvorov fosfinovymi kislotami // Zhurnal neorganicheskoi khimii. 2004. T. 49. № 5. S. 862–866.

6. Patent RF № 2448988. Elektroosazhdaemye pokrytiya dlya ispol'zovaniya na alyuminievykh podlozhkakh / Valko Dzh. T., Peffer R. M., Uilson K. A., Kailo A. Dzh.; opubl. 27. 04. 2012.

7. Patent RF № 2457227. Stabilizatsiya vodnykh anionnykh smolyanykh dispersii khelatiruyushchimi agentami / Valko Dzh. T., Uilson K. A., Peffer R. M; opubl. 27. 07. 2012.

8. Patent RF № 2539121. Elektroosazhdaemye pokrytiya, vklyuchayushchee lantanidy, dlya primeneniya na alyuminievykh podlozhkakh / Peffer R. M., Rakievich E. F.; opubl. 10.01. 2015.

9. Fenske D., Matters R., Lons J., Tebbe K.-F. Die kristallstructur von diphenylphosphinsaure. Chemische berichte, 1973, Bd. 106, no. 4, ss. 1139–1144.

10. Siasios G., Tiekink E. R. T. Crystal structure of diphenylphosphinic acid (redetermination at 173 K), C12H11O2P. Zeitschr. kristallogr. – crystal. materials, 1994, vol. 209, no. 6, p. 547.

11. Drinkard W. C., Kosolapoff G. M. Some salts of symmetric phosphinic acids. J. amer. chem. soc., 1952, vol. 74, no. 21, pp. 5520–5521.

12. Block B. P., Rose S. H., Schaumann C. W., Roth E. S., Simkin J. Coordination polymers with inorganic backbones formed by double-bridging of tetrahedral elements. J. amer. chem. soc., 1962, vol. 84, no. 16, pp. 3200–3201.

13. Coates G. E., Golightly D. S. Cobalt (II) methyl- and phenyl-phosphinates. J. chem. soc., 1962, pp. 2523–2525.

14. Saraceno A. J., Block B. P. Inorganic soordination polymers. VI. Linear double-bridged chromium (III) phosphinate polymers with inorganic side groups. Inorg. chem., 1964, vol. 3, no. 12, pp. 1699–1703.

15. Rose S. H., Block B. P. Inorganic coordination polymers. VII. Zinc (II) dimethyl-, methylphenyl-, and diphenylphosphinates. J. polymer science. Part A. Polymer chem.,1966, vol. 4, no. 3, pp. 573–582.

16. Rose S. H., Block B. P. Inorganic coordination polymers. VIII. Cobalt(II) and zinc(II) phosphinate polymers and copolymers. J. polymer science. Part A. Polymer chem., 1966, vol. 4, no. 3, pp. 583–592.

17. Dahl G. H., Block B. P. Inorganic coordination polymers. IX. Titanium(IV) phosphinate polymers. Inorg. chem., 1967, vol. 6, no. 8, pp. 1439–1443.

18. Sintez i nekotorye svoistva koordinatsionnykh polimerov na osnove difenilfosfinovoi kisloty / V. V. Korshak, A. M. Polyakova, O. V. Vinogradova, K. N. Anisimov, N. E. Kolobova, M. N. Kotova // Izv. AN SSSR. Seriya «Khimiya». 1968. №3. S. 642–645.

19. Maguire K. D., Block B. P. Inorganic coordination polymers. X. Observation on the formation and nature of poly (di-µ-diphenylphosphinato-hydroxyaquochromium(III)), {Cr(H2O)(OH)[OP(C6H5)2O]2}x. J. polymer science. Part A. Polymer chem., 1968, vol. 6, no. 5, pp. 1397–1408.

20. Pitts J. J., Robinson M. A., Trotz S. I. The characteristics of several new metal phosphinate complexes. J. inorg. nucl. chem., 1968, vol. 30, no. 5, pp. 1299–1308.

21. Gemiti F., Giancotti V., Ripamonti A. Structure and properties of beryllium phosphinate polymers. J. chem. soc. A., 1968, pp. 763–768.

22. Pitts J. J., Robinson M. A., Trotz S. I. Diphenylphosphinate complexes of zirconium, vanadium and molybdenum. J. inorg. nucl. chem., 1969, vol. 31, no. 11, pp. 3585–3590.

23. Gillman H. D. Inorganic coordination polymers. XVII. The preparation and properties of tantalum(V)diphenylphosphinates. J. inorg. nucl. chem., 1975, vol. 37, no. 9, pp. 1909–1912.

24. Colamarino P., Orioli P. L., Benzinger W. D., Gillman H. D. Synthesis, properties, and structural characterization of lead (II) bis(diphenylphosphinate), Pb[OP(C6H5)2O]2. Inorg. shem., 1976, vol. 15, no. 4, pp. 800–804.

25. Bino A., Sissman L. Preparation and structure of poly-bis (µ-diphenylphosphinato)copper(II). Inorg. chim. acta, 1987, vol. 128, pp. L21–22.

26. Du J.-L., Oliver K. W., Thompson R. C. Magnetic and spectroscopic properties of poly-bis (µ -diphenylphosphinato)copper (II). Inorg. chim. acta, 1988, vol. 141, no. 1, pp. 19–20.

27. Du J.-L., Rettig S. J., Thompson R. C., Trotter J. Synthesis, structure, and magnetic properties of diphenylphosphinates of cobalt(II) and manganese(II). The crystal and molecular structures of the  forms of poly-bis(µ -diphenylphosphinato) cobalt(II) and manganese(II). Canad. j. chem., 1991, vol. 69, no. 2, pp. 277–285.

28. Liu S.-J., Staples R. J., Fackler jr. J. P. The structure and characterization of isomeric cobalt(II) diphenylphosphinate polymers. Polyhedron, 1992, vol. 11, no. 18, pp. 2427–2430.

29. 1,1-Bis(difenilfosfinoil)etanol: sintez i kompleksy s nitratami neodima i medi / D. I. Lobanov, E. I. Matrosov, T. A. Mastryukova, M. I. Kabachnik // Izvestiya AN. Seriya «Khimiya». 1994. № 5. S. 928–931.

30. Silvestru C., Silvestru A., Haiduc I., Sowerby D. B., Ebert K. H., Breunig H. J. Triorganoantimony (V) diorganophosphinates. Crystal and molecular structure of (diphenylphosphinato)(hydroxo)trimethylantimony (V), exhibiting a polymeric chain supramolecular self-assembly through hydrogen bonds. Polyhedron, 1997, vol. 16, no. 15, pp. 2643–2649.

31. Ioan R., Kretsesku I. Sintez i issledovanie polifosfinatov svintsa // Zhurnal neorganicheskoi khimii. 1998. T. 43. № 12. S. 1973–1975.

32. Siqueira M. R., Tonetto T. C., Rizzatti M. R., Lang E. S., Ellena J., Burrow R. A. The role of solvent in coordination polymers: The structures of catena-[Hg(µ 2-O2PPh2)2] and catena-[Hg(µ 2-O2PPh2)2(NC5H5)2]. Inorg. chem. commun., 2006, vol. 9, no. 5, pp. 537–540.

33. Francisco C. S., Stucchi E. B., Abreu E. M. Luminescent properties of yttrium diphenylphosphinate activated by europium. J. alloys compounds, 2006, vol. 418, no. 1–2, pp. 234–237.

34. Maass J. S., Chen Z., Zeller M., Tuna F., Winpenny R. E. P., Luck R. L. Syntheses, x-ray structural characterizations, and thermal stabilities of two nonclassical trinuclear vanadium(IV) complexes, (V3(µ 3-O)O2)( µ 2-O2P(CH2C6H5)2)6(H2O) and (V3(µ 3-O)O2)( µ 2-O2P(CH2C6H5)2)6(py), and polymeric complexes of stoichiometry (VO(O2PR2)2)∞, R2 = Ph2 and o-(CH2)2(C6H4). Inorg. shem., 2012, vol. 51, no. 5, pp. 2766–2776.

35. Abreu E. M., Francisco C. S., Klein S. I., Stucchi E. B. Strongly luminescent, highly ionic europium in a lanthanum diphenylphosphinate matrix. Optic. mater., 2013, vol. 35, no. 3, pp. 332–337.

36. Zhang G.-Q., Wang L.-S., Fan R.-L., Shao X.-Z., Wang X.-F. Solubilities of diphenylphosphinic acid in selected solvents. J. chem. eng. data, 2008, vol. 53, no. 5, pp. 1192–1195.

37. Avt. svid. SSSR № 1325056. Sposob odnovremennogo polucheniya difenilfosfina i difenilfosfinovoi kisloty / Bondarenko N. A., Rudomino M. V., Tsvetkov E. N.; opubl. 1987.

38. Hunt B. B., Saunders B. C. Esters containing phosphorus. Part XV. Preparation and reactions of diphenylphosphine oxide. J. chem. soc., 1957, pp. 2413–2414.

39. Block B. P., Roth E. S., Schaumann C. W., Ocone L. R. Inorganic coordination polymers. III. Substitution-addition leading to dimer formation. Inorg. chem., 1962, vol. 1, no. 4, pp. 860–863.

40. Murashova V. I., Tananaeva A. N., Khovyakova R. F. Kachestvennyi khimicheskii drobnyi analiz. M.: Khimiya, 1976. 280 s.