vestichИзвестия Национальной академии наук Беларуси. Серия химических наукProceedings of the National Academy of Sciences of Belarus, Chemical Series1561-83312524-2342The Republican Unitary Enterprise Publishing House "Belaruskaya Navuka"10.29235/1561-8331-2021-57-1-119-128vestich-635Research ArticleОБЗОРЫНовые способы кислотного гидролиза целлюлозы и растительного сырьяNew methods of acid hydrolysis of cellulose and plant raw materialsБолтовскийВ. С.BoltovskyV. S.

Болтовский Валерий Станиславович - доктор технических наук, доцент, профессор.ул. Свердлова, 13а, 220006, Минск.

Valeriy S. Boltovskiy - D. Sc. (Engineering), Associate Professor, Professor, Belarusian State Technological University.13a, Sverdlova Str., 220006, Minsk.

v-boltovsky@rambler.ruБелорусский государственный технологический университетBelarusian State Technological University202110022021571119128Copyright © Болтовский В.С., 20212021Болтовский В.С.Boltovsky V.S.Данная работа распространяется под лицензией Creative Commons Attribution 4.0.This work is licensed under a Creative Commons Attribution 4.0 License.https://vestichem.belnauka.by/jour/article/view/635

Перспективы развития гидролизного производства обусловлены актуальностью промышленного использования растительной биомассы взамен сокращающихся запасов ископаемого органического сырья и возрастающим спросом на этанол, особенно для его использования в качестве автомобильного топлива, белоксодержащих кормовых добавок, возмещающих дефицит белка в кормопроизводстве, и других видов востребованной различными отраслями промышленности продукции. На основании обзора приведенных в научной литературе результатов исследований выполнен анализ современных, в том числе отличающихся от традиционных, способов жидкофазного кислотного гидролиза целлюлозы и различных видов растительного сырья. Выявлены основные направления повышения его эффективности за счет применения новых каталитических систем и условий проведения процесса. Показано, что наиболее перспективными для получения моносахаридов при гидролитической переработке на примере целлюлозы и микрокристаллической целлюлозы, пентозансодержащих отходов сельскохозяйственного производства и древесины являются способы осуществления процесса при повышенных и суперкритических температурах (высокотемпературный гидролиз), применение новых видов твердокислотных катализаторов и ионных жидкостей.

Prospects for the development of hydrolysis production are determined by the relevance of industrial use of plant biomass to replace the declining reserves of fossil organic raw materials and increasing demand for ethanol, especially for its use as automobile fuel, protein-containing feed additives that compensate for protein deficiency in feed production, and other products. Based on the review of the research results presented in the scientific literature, the analysis of modern methods of liquid-phase acid hydrolysis of cellulose and various types of plant raw materials, including those that differ from traditional ones, is performed. The main directions of increasing its efficiency through the use of new catalytic systems and process conditions are identified. It is shown that the most promising methods for obtaining monosaccharides in hydrolytic processing of cellulose and microcrystalline cellulose, pentosan-containing agricultural waste and wood, are methods for carrying out the process at elevated and supercritical temperatures (high-temperature hydrolysis), the use of new types of solid-acid catalysts and ionic liquids.

 

целлюлозарастительное сырьекислотный гидролизспособыпараметрыэффективностьперспективыcelluloseplant raw materialsacid hydrolysismethodsparametersefficiencyprospectsReferencesШарков, В. И. Технология гидролизных производств / В. И. Шарков, С. А. Сапотницкий, И. Ф. Туманов; под ред. В. И. Шаркова. - М.: Лесная промышленность, 1973. - 408 с.Sharkov V. I., Sapotnitskiy S. A., Tumanov I. F. Hydrolysis Production Technology] . Moscow, Lesnaya promyshlennost' Publ., 1973. 408 p. (in Russian).Корольков, И. И. Перколяционный гидролиз растительного сырья / И. И. Корольков. - М.: Лесная промышленность, 1978. - 263 с.Korol'kov I. I. Percolation hydrolysis of plant materials. Moscow, Lesnaya promyshlennost' Publ., 1978. 263 p. (in Russian).Холькин, Ю. И. Технология гидролизных производств / Ю. И. Холькин - М.: Лесная промышленность, 1989. - 496 с.Khol'kin Yu. I. Hydrolysis Production Technology. Moscow, Lesnaya promyshlennost' Publ., 1989. 496 p. (in Russian).Болтовский, В. С. Гидролитическая переработка полисахаридных компонентов растительной биомассы: проблемы и перспективы / В. С. Болтовский // Вес. Нац. акад. навук Беларусь Сер. хiм. навук. - 2014. - № 1. - С. 118-123.Boltovsky V. S. Hydrolytic processing of polysaccharide components of plant biomass: challenges and prospects. Vestsi Natsiyanal'nay akademii navuk Belarusi, seriya khimicheskikh nauk = Proceedings of the National Academy of Sciences of Belarus. Chemical series, 2014, no. 1, pp. 118-123 (in Russian).Болотникова, О. И. Кислотный и энзиматический гидролиз непищевых источников растительной биомассы: перспективы промышленной реализации / О. И. Болотникова, Н. П. Михайлова, А. И. Гинак // Изв. СПбГТИ (ТУ) 1. Химия и химическая технология. Органический синтез и биотехнология. - 2017. - № 39. - С. 89-95.Bolotnikova O. I., Mikhailova N. P., Ginak A. I. Acid and enzymatic hydrolysis of non- food-based biomass sources: prospects for industrial implementation. Izvestiya SPbGTI(TU): seriya 1. Khimiya i khimicheskaya tekhnologiya. Organicheskiy sintez i biotekhnologiya = Bulletin of the Saint Petersburg State Institute of Technology (Technical University): series 1. Chemistry and chemical technology. Organic synthesis and biotechnology, 2017, no. 39, pp. 89-95 (in Russian). https://doi.org/10.15217/issn1998984-9.2017.39.89Григорьева, О. Н. Кислотный гидролиз лигноцеллюлозосодержащего сырья в технологии получения биоэтанола / О. Н. Григорьева, М. В. Харина // Вестн. технол. ун-та. - 2016. - Т. 19, № 10. - С. 128-132.Grigoryevа O. N., Kharina M. V. Acid hydrolysis of lignocellulosic raw materials in bioethanol production technology. Vestnik tekhnologicheskogo universiteta = Bulletin of the Technological University, 2016, vol. 19, no. 10, pp. 128-132 (in Russian).Kupiainen, L. Distinct effect of formic and sulfuric acids on cellulose hydrolysis at high temperature / L. Kupiainen, J. Ahola, J. Tanskanen // Industrial and Engineering Chemistry Research. - 2012. - Vol. 51, N 8. - P. 3295-3300. https://doi.org/10.1021/ie202323uKupiainen, L., Ahola J., Tanskanen J. Distinct effect of formic and sulfuric acids on cellulose hydrolysis at high temperature. Industrial & Engineering Chemistry Research , 2012, vol. 51, no. 8, pp. 3295-3300. https://doi.org/10.1021/ie202323uKinetics of cotton cellulose hydrolysis using concentrated acid and fermentative hydrogen production from hydrolysate / Chu Chen-Yeon [et al.] // International Journal of Hydrogen Energy. - 2011. - Vol. 36, N 14. - P. 8743-8750. https://doi.org/10.1016/j.ijhydene.2010.07.072Chu Chen-Yeon, Wu Shu-Yii, Tsai Chun-Yu, Lin Chiu-Yue. Kinetics of cotton cellulose hydrolysis using concentrated acid and fermentative hydrogen production from hydrolysate. International Journal of Hydrogen Energy, 2011, vol. 36, no. 14, pp. 8743-8750. https://doi.org/10.1016/j.ijhydene.2010.07.072Zhao Yan. Supercritical hydrolisis of cellulose for oligosaccharide production in cjmbinet technolodgy / Zhao Yan, Lu Wen-Jing, Wang-Hong-Tao // Chemical Engineering Journal. - 2009. - Vol. 150, N 2-3. - P. 411-417. https://doi.org/10.1016/j.ijhydene.2010.07.072Zhao Yan, Lu Wen-Jing, Wang-Hong-Tao. Supercritical hydrolisis of cellulose for oligosaccharide production in cjmbinet technolodgy. International Journal of Hydrogen Energy, 2009, vol. 150, no. 2-3, pp. 411-417. https://doi.org/10.1016/j.ijhydene.2010.07.072Pressure and temperature effect on cellulose hydrolysis in pressurized water / A. Cantero Danilo [et al.] // Chemical Engineering Journal. - 2015. - Vol. 276. - P. 145-154. https://doi.org/10.1016/j.cej.2015.04.076Cantero Danilo A., Sanchez Tapia Angel, Dolores Bermejo M., Jose Cocero M. Pressure and temperature effecton cellulose hydrolysis in pressurized water. Chemical Engineering Journal, 2015, no. 276, pp. 145-154. https://doi.org/10.1016/j.cej.2015.04.076Hydrolysis of microcrystalline cellulose for fermentable hexose in supercritical water / M. Zhang [et al.] // Journal of Energy Engineering. - 2015. - Vol. 141, N 4. - P. 401-403. https://doi.org/10.1061/(ASCE)EY.1943-7897.0000218Zhang M., Gong G., Hui K. S., Hui K. N., Liu L. Hydrolysis of microcrystalline cellulose for fermentable ehexosein supercritical water. Journal of Energy Engineering, 2015, vol. 141, no 4, pp. 401-403. https://doi.org/10.1061/(ASCE)EY.1943-7897.0000218Direct hydrolysis of cellulose to glucose using ultra-high temperature and pressures team explosion / Sasaki Chizuru [et al.] // Carbohydr. Polym.: Scientific and Technological Aspects of Industrially Important Polysaccharides. - 2012. - Vol. 89, N 1. - P. 298-301. https://doi.org/10.1016/j.carbpol.2012.02.040Sasaki Chizuru, Sumimoto Keisuke, Asada Chikako, Nakamura Yoshitoshi Direct hydrolysis of cellulose to glucose using ultra-high temperature and pressures team explosion. Carbohydr. Polym.: Scientific and Technological Aspects of Industrially Important Polysaccharides, 2012, vol. 89, no 1, pp. 298-301. https://doi.org/10.1016/j.carbpol.2012.02.040Morales dela Rosa, Silvia. High glucose yields from the hydrolysis of cellulose dissolved in ionic liquids / Silvia Morales dela Rosa, Jose M. Campos-Martin, L. G. Fierro Jose // Chem. Eng. J. - 2012. - Vol. 181-182. - P. 538-541. https://doi.org/10.1016/j.carbpol.2012.02.040Morales-delaRosa Silvia, Campos-Martin Jose M., FierroJose L. G. High glucose yields from the hydrolysis of cellulose dissolved in ionic liquids. Chemical Engineering Journal, 2012, no. 181-182, pp. 538-541. https://doi.org/10.1016/j.carbpol.2012.02.040Hydrolysis of cellulose catalyzed by novel acidic ionic liquids / Zhuo Kelei [et al.] // Carbohydr. Polym. Scientific and Technological Aspects of Industrially Important Polysaccharides. - 2015. - Vol. 115. - P. 49-53. https://doi.org/10.1016/j.carbpol.2014.08.078Zhuo Kelei, Du Quanzhou, Bai Guangyue, Wang Congyue, Chen Yujuan, Wang Jianji. Hydrolysis of cellulose catalyzed by novel acidic ionic liquids. Carbohydr. Polym. Scientific and Technological Aspects of Industrially Important Polysaccharides, 2015, vol. 115. pp. 49-53. https://doi.org/10.1016/j.carbpol.2014.08.078Cellulose-derived superparamagnetic carbonaceous solid acid catalyst for cellulose hydrolysis in an ionic liquid or aqueous reaction system / Haixin Guo [et al.] // Green Chem.: An International Journaland Green Chemistry Resource. -2013. - Vo1. 15. - P. 2167-2174. https://doi.org/10.1039/C3GC40433AGuo Haixin, Lian Youfen, Yan Lulu, Qi Xinhua, Smith Richard Lee (Jr). Cellulose-derived superparamagnetic carbonaceous solid acid catalyst for cellulose hydrolysis in anionic liquid or aqueous reaction system. Green Chem.: An International Journaland Green Chemistry Resource, 2013, vol. 15, pp. 2167-2174. https://doi.org/10.1039/C3GC40433AOnda, A. Selective hydrolysis of ce11u1ose and polysaccharides into sugars by catalytic hydrothermal method using sulfonated activated-carbon / A. Onda // J. Jap. Petrol. Inst. - 2012. - Vol. 55, N 2. - P. 73-86. https://doi.org/10.1627/jpi.55.73Onda A. Selective hydrolysis of cellulose and polysaccharides into sugars by catalytic hydrothermal method using sulfonated activated-carbon. Journal of the Japan Petroleum Institute, 2012, vol. 55, no. 2, pp. 73-86. https://doi.org/10.1627/jpi.55.73Hydrolysis of cellulose ove CsxH3–xP12O40(x = 1–3) heteropolyacid catalysts / J. Tian [et al.] // Chem. Eng. und Technol. - 2011. - Vol. 34. - P. 482-486. https://doi.org/10.1002/ceat.201000409Tian J., Fang C., Cheng M., Wang X. Hydrolysis of cellulose ove CsxH3-xP12O40 (x = 1-3) heteropolyacid catalysts. Chemical Engineering & Technology , 2011, vol. 34, pp. 482-486. https://doi.org/10.1002/ceat.201000409Effective hydrolysis of cellulose in to glucose over sulfonated sugar-derived carbon in an ionic luquid / Min Liu [et al.] // Ind. And Eng. Chem. Res. - 2013. - Vol. 52, N 24. - P. 8167-8173. https://doi.org/10.1021/ie400571eLiu Min, Jia Songyan, Gong Yanyan, Song Chunshan, Guo Xinwen. Effective hydrolysis of cellulose in to glucose over sulfonated sugar-derived carbon in an ionic luquid. Industrial & Engineering Chemistry Research, 2013, vol. 52, no. 24, pp. 8167-8173. https://doi.org/10.1021/ie400571eBai Yuan-Yuan. Efficient hydrolyzeation of cellulose in ionic liquid by novel sulfonated biomass-based catalysts /Bai Yuan-Yuan, Xiao Ling-Ping, Sun Run-Cang // Cellulose. - 2014. - Vol. 21, N 4. - P. 2327-2336. https://doi.org/10.1021/ie102487wBai Yuan-Yuan, Xiao Ling-Ping, Sun Run-Cang. Efficient hydrolyzeation of cellulose in ionic liquid by novel sulfonated biomass-based catalysts. Cellulose, 2014, vol. 21, no. 4, pp. 2327-2336. https://doi.org/10.1021/ie102487wDilute acid hydrolysis of sugar cane bagasse at high temperature: A kinetic study of cellulose saccharification and glucose decomposition. Pt. I. Sulfuric acid as the catalyst / L.V.A. Gurgel [et al.] // Ind. and Eng. Chem. Res. - 2012. - Vol. 51, N 3. - P. 1173-1185. https://doi.org/10.1021/ie2025739Gurgel L. V. A., Marabezi K., Zanbom M. D., Da Silva A. A. Dilute acid hydrolysis of sugar cane bagasse at high temperature:A kinetic study of cellulose saccharification and glucose decomposition. Pt. I. Sulfuric acid as the catalyst. Industrial & Engineering Chemistry Research, 2012, vol. 51, no. 3, pp. 1173-1185. https://doi.org/10.1021/ie2025739Um Byung-Hwan . Statistical methodology for optimizing the dilute acid hydrolysis of sugarcane bagasse / Um Byung-Hwan, Bae Sung-Ho // Korean J. Chem. Eng. - 2011. - Vol. 28, N 5. - P. 1172-1176. https://doi.org/10.1007/s11814-011-0058-9Um Byung-Hwan, Bae Sung-Ho. Statistical methodology for optimizing the dilute acid hydrolysis of sugarcane bagasse. Korean Journal of Chemical Engineering, 2011, vol. 28, no. 5, pp. 1172-1176. https://doi.org/10.1007/s11814-011-0058-9Dilute acid pretreatment of starch-containing rice hulls for ethanol production / Y. Lopez [et al.] // Holzforschung. - 2011. - Vol. 65, N 4. - P. 467-473. https://doi.org/10.1515/hf.2011.082Lopez Y., Gullon D., Puls J., Parajo J., martin C. Dilute acid pretreatment of starch-containing rice hulls for ethanol production. Holzforschung, 2011, vol. 65, no. 4, pp. 467-473. https://doi.org/10.1515/hf.2011.082Optimization of formic acid hydrolysis of corn cob in xylose production / Zhu Tao [et al.] // Korean J. Chem. Eng. -2014. - Vol. 31, N 9. - P. 1624-1631. https://doi.org/10.1007/s11814-014-0073-8Zhu Tao, Li Pingli, Wang Xiaowei, Yang Wandian, Chang Heying, Ma Sai Optimization of formic acid hydrolysis of corn cob in xylose production. Korean Journal of Chemical Engineering, 2014, vol. 31, no. 9, pp. 1624-1631. https://doi.org/10.1007/s11814-014-0073-8Kim Tae Hyun. Sequential hydrolysis of hemicellulose and lignin in lignocellulosic biomass by two-stage percolation process using dilute sulfuric acid and ammonium hydroxide / Kim Tae Hyun // Korean J. Chem. Eng. - 2011. - Vol. 28, N 11. -P. 2156-2162. https://doi.org/10.1007/s11814-011-0093-6Kim Tae Hyun. Sequential hydrolysis of hemicellulose and lignin in lignocellulosic biomass by two-stage percolation process using dilute sulfuric acid and ammonium hydroxide. Korean Journal of Chemical Engineering, 2011, vol. 28, no. 11, pp. 2156-2162. https://doi.org/10.1007/s11814-011-0093-6Высокотемпературный гидролиз плодовых оболочек овса сернистой кислотой / Л. И. Клещевников [и др.] // Вестн. Казан. технол. ун-та. - 2015. - Т. 18, № 19. - С 254-256.Kleshchevnikov L. I., Loginova I. V., Kharina M. V., Emel'yanov V. M. High-temperature hydrolysis of fruit shells of oats with sulfurous acid. Vestnik Kazanskogo tekhnologicheskogo universiteta = Bulletin of Kazan Technological University, 2015, vol. 18, no. 19, pp. 254-256 (in Russian).Исследование кинетики и оптимизация процесса высокотемпературного гидролиза смеси пшеничной соломы и отрубей фосфорной кислотой / Р. Т. Ванеева [и др.] // Вестн. технол. ун-та. - 2020. - Т. 23, № 1. - С. 43-45.Vaneeva R. T., Anan'eva O. V., Bariev R. A., Mukhametdinova A. F. Kinetics study and optimization of the process of high-temperature hydrolysis of a mixture of wheat straw and bran with phosphoric acid. Vestnik tekhnologicheskogo universiteta = Bulletin of Technological University, 2020, vol. 23, no. 1, pp. 43-45 (in Russian).Selective hydrolysis of lignocelluloses from corn stalk in anionic liquid / W.-P. Yin [et al.] // J. Appl. Polym. Sci. -2013. - Vol. 129, N 1. - P. 472-479. https://doi.org/10.1002/app.38759Yin W.-P., LiX., Ren Y.-L., Zhao S., Wang J.-J. Selective hydrolysis of lignocelluloses from corn stalk in anionic liquid. Journal of Applied Polymer Science, 2013, vol. 129, no. 1, pp. 472-479. https://doi.org/10.1002/app.38759Enhanced hydrolysis of bamboo biomass by chitosan based solid acid catalyst with surfactant addition in ionic liquid / Si Wenqing [et al.] // Carbohydr. Polym.: Scientific and Technological Aspects of Industrially Important Polysaccharides. - 2017. - Vol. 174. - P. 154-159. https://doi.org/10.1016/j.carbpol.2017.05.082Si Wenqing, Li Yichen, Zheng Jie, WeiShun‘an, Wang Dan. Enhanced hydrolysis of bamboo biomass by chitosan based solid acid catalyst with surfactant addition in ionic liquid. Carbohydr. Polym.: Scientific and Technological Aspects of Industrially Important Polysaccharides, 2017, vol. 174, pp. 154-159. https://doi.org/10.1016/j.carbpol.2017.05.082Catalytic hydrothermal saccharification of rice straw using mesoporous silica-based solid acid catalysts / Li Sen [et al.] // J. Jap. Petrol.Inst. - 2012. - Vol. 55, N 4. - P. 250-260. https://doi.org/10.1627/jpi.55.250Li Sen, Qian Elka W., Shibata Tomohiro, Hosomi Masaaki. Catalytic hydrothermal saccharification of rice straw using mesoporous silica-based solid acid catalysts. Journal of the Japan Petroleum Institute, 2012, vol. 55, no. 4, pp. 250-260. https://doi.org/10.1627/jpi.55.250Improvement of microwave-assisted hydrolysis of cassava pulp and tapioca flour by addition of activeated carbon / Hermiati Euis [et al.] // Carbohydr. Polym. : Scientific and Technological Aspects of Industrially Important P olysaccharides. - 2012. - Vol. 87, N 1. - P. 939-942. https://doi.org/10.1016/j.carbpol.2011.08.033Hermiati Euis, Azuma Jun-ichi, Tsubaki Shuntaro, Mangunwidjaja Djumali, Sunarti Titi C., Suparno Ono, Prasetya Bambang. Improvement of microwave-assisted hydrolysis of cassava pulp and tapioca flour by addition of activeated carbon. Carbohydr. Polym.: Scientific and Technological Aspects of Industrially Important Polysaccharides, 2012, vol. 87, no. 1, pp. 939-942. https://doi.org/10.1016/j.carbpol.2011.08.033Исследование кинетики высокотемпературного гидролиза березового опила сернистой кислотой / А. Р. Аблаев [и др.] // Башк. хим. журн. - 2014. - Т. 21, № 3. - С. 86-89.Ablaev A. R., Kharina M. V., Khramova I. A., Emel'yanov V. M. Investigation of kinetics of hightemperature hydrolysis of birch sawdust with sulfurous acid. Bashkirskiy khimicheskiy zhurnal = Bashkir Chemical Journal, 2014, vol. 21, no. 3, pp. 86-89 (in Russian).Mc. Donald Armando, G. Characterization of oligosaccharides releazed by steam explosion of sulphardioxide impregnated Pinus radiata / G. Mc. Donald Armando, A.Clark Tomas // J. Wood Chem. and Technol. - 1992. - Vol. 12, N 1. -P. 55-78. https://doi.org/10.1080/02773819208545050Mc. Donald Armando G., Clark Tomas A. Characterization of oligosaccharides releazed by steam explosion of sulphardioxide impregnated Pinus radiata. Journal of Wood Chemistry and Technology, 1992, vol. 12, no. 1, pp. 55-78. https://doi.org/10.1080/02773819208545050Zhang Taiyin. Sugar yields from dilute oxalic acid pretreatment of maple wood compared to those with other dilute acids and hot water / Zhang Taiying, Kumar Rajeev, Wyman Charles E. // Carbohydr. Polym.: Scientific and Technological Aspects of Industrially Important Polysaccharides. - 2013. - Vol. 92, N 1. - P. 334-344. https://doi.org/10.1016/j.carbpol.2012.09.070Zhang Taiying, Kumar Rajeev, Wyman Charles E. Sugar yields from dilute oxalic acid pretreatment of maple wood compared to those with other dilute acids and hot water. Carbohydr. Polym.: Scientific and Technological Aspects of Industrially Important Polysaccharides, 2013, vol. 92, no. 1, pp. 334-344. https://doi.org/10.1016/j.carbpol.2012.09.070Болтовский, В. С. Гидролитическая деструкция полисахаридов древесины в поле СВЧ / В. С. Болтовский, А. С. Гальперин // Гидролизная и лесохимическая промышленность. - 1993. - № 3. - С. 5-6.Boltovskiy V. S., Gal'perin A. S. Hydrolytic destruction of wood polysaccharides in the microwave field. Gidroliznaya i lesokhimicheskaya promyshlennost' [Hydrolysis and wood chemical industry], 1993, no. 3, pp. 5-6 (in Russian).Boltovskii, V. S. Hydrolytic destruction of wood polysaccaharides in a microwave field / V. S. Boltovskii, A. S. Gal0-perin // Hydrolysis and wood chemistry. - 1993. - N 5. P. 14-18.Boltovskii V. S., Gal¢perin A. S. Hydrolytic destruction of wood polysaccaharides in a microwave field. Hydrolysis and wood chemistry, 1993, no. 5, pp. 14-18.Кустов, Л. М. Ионные жидкости как каталитические среды / Л. М. Кустов, Т. В. Васина, В. А. Ксенофонтов // Рос. хим. журн. (Журн. Рос. хим. об-ва им. Д. И. Менделеева). - 2004. - Т. XLVIII, № 6. - С. 13-35.Kustov L. M., Vasina T. V., Ksenofontov V. A. Ionic liquids as catalytic media. Rossiyskiy khimicheskiy zhurnal (Zhurnal Rossiyskogo khimicheskogo obshchestva im. D. I. Mendeleeva) = Russian Journal of General Chemistry, 2004, vol. XLVIII, no. 6, pp. 13-35 (in Russian).

The authors declare that there are no conflicts of interest present.