Preparation and Application of Complexes of Lignosulfonic Acids with Iron Cations
DOI:
https://doi.org/10.37482/0536-1036-2019-5-167Keywords:
lignosulfonic acids, lignosulfonates, their properties and application, iron, chelates, electrochemical synthesis, nitration, nitrosation, magnetic fluids plant chlorosisAbstract
Lignosulfonates and lignosulfonic acids are the main commercial product on the world market of lignins. They are used in metallurgy, mining, concrete production, and agriculture. The review presents the results of studying the structure and properties of lignosulfonates, the synthesis and application of complexes of lignosulfonic acids with iron cations. Lignosulfonates possess unique physicochemical properties that other types of lignins do not have. They form chelate complexes when interacting with iron cations and other biogenic metals. These complexes can be used in agriculture to eliminate plant chlorosis. Chlorosis is particularly manifests itself on about 30 % of the world’s farmlands with high calcium carbonate content. It is possible to change the properties of lignosulfonic acids and lignosulfonates intentionally by theirmodification. Nitration and nitrosation enhances the complexing properties. This is due to the possibility of the formation of chelate complexes with iron
cations. Iron chelates with nitrated and nitrosated lignosulfonates exhibit strong antichlorosis properties. Their use allows normalizing the content of chlorophyll in photosynthetic structures completely. In the synthesis of water-based magnetic fluids lignosulfonates modified by nitration and nitrosation exhibit the properties of a peptizing agent that promotes the formation of stable magnetic fluids of magnetite type. Lignosulfonates have a strong influence on the synthesis of magnetoactive compounds by the partial oxidation of iron (II) cations using chromate ions or silver ammonium hydroxide. In the former case, a compact magnetoactive compound is formed; and in the second – a magnetic fluid (if condensation is carried out in the presence of tetraalkylammonium hydroxides).
For citation: Khabarov Yu.G., Veshnyakov V.A., Kuzyakov N.Yu. Preparation and Application of Complexes of Lignosulfonic Acids with Iron Cations. Lesnoy Zhurnal [Forestry
Journal], 2019, no. 5, pp. 167–187. DOI: 10.17238/issn0536-1036.2019.5.167
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Авербух С., Жигач К. К вопросу о физико-химических свойствах сульфитных щелоков и лигносульфоновых кислот // Лесохим. пром-сть. 1936. № 9. С. 14–17. [Averbukh S., Zhigach K. To the Issue of Physicochemical Properties of Sulphite Liquors and Lignosulphonic Acids. Lesohimicheskaya promyshlennost’, 1936, no. 9, pp. 14–17].
А.с. 978860 СССР, МКИ3 А61К 33/26. Рентгеноконтрастное вещество: № 3320141/28-13: заявл. 18.05.1981; опубл. 07.12.1982 / А.Ф. Цыб, И.С. Амосов, Е.Е. Бибик, Н.М. Грибанов, Р.Г. Никитина, М.М. Рожинский, М.К. Кугельмас, К.С. Шаназаров, И.С. Слюсаренко, Е.М. Граник. [Tsyb А.F., Amosov I.S., Bibik E.E., Gribanov N.M., Nikitina R.G., Rozhinskiy M.M., Kugel’mas M.K., Shanazarov K.S., Slyusarenko I.S., Granik E.M. Radiopaque Substance. Authorship Certificate USSR, no. 978860, 1982].
А.с. 988823 СССР, МКИ3 С07G 1/00, С07F 15/02. Способ получения железолигносульфонатного комплекса: № 3282864/23-04: заявл. 23.03.1981; опубл. 15.01.1983 / Ю.Г. Хабаров, Г.В. Комарова, Г.Ф. Прокшин. [Khabarov Yu.G., Komarova G.V., Prokshin G.F. The Method for Producing Iron-Lignosulfonate Complex. Authorship Certificate USSR, no. 988823, 1983].
Акатнова А.Г., Губарева Д.Н. Почвенные условия, известковый хлороз и корневая система винограда // Почвоведение. 1981. № 8. C. 68–76. [Akatnova A.G., Gubareva D.N. Soil Conditions, Calcinosis and Grape Root System. Pochvovedenie [Soviet Soil Science], 1981, no. 8, pp. 68–76].
Афанасьев Н.И., Иванова М.И., Форофонтова С.Д. Гидродинамические свойства лигносульфонатов // Химия древесины. 1993. № 5. С. 42–51. [Afanas’yev N.I., Ivanova M.I., Forofontova S.D. Hydrodynamic Properties of Lignosulfonates. Khimiya drevesiny, 1993, no. 5, pp. 42–51].
Афанасьев Н.И., Коробова Е.Н., Форофонтова С.Д., Дятлова О.В. Межмолекулярные взаимодействия в растворах лигносульфонатов // Лесн. журн. 1996. № 1-2. С. 142–148. (Изв. высш. учеб. заведений). [Afanas’yev N.I., Korobova E.N., Forofontova S.D., Dyatlova O.V. Intermolecular Interactions in Solutions of Lignosulfonates. Lesnoy Zhurnal [Forestry Journal], 1996, no. 1-2, pp. 142–148].
Богомолов Б.Д., Сапотницкий С.А., Соколов О.М., Соколова А.А., Филиппов Б.С., Мариев А.А., Тиранов П.П., Третьяков С.И., Новожилов Е.В., Гельфанд Е.Д., Селянина Л.И., Борисов Г.В. Переработка сульфатного и сульфитного щелоков: учеб. для вузов. М.: Лесн. пром-сть, 1989. 360 с. [Bogomolov B.D., Sapotnitskiy S.A., Sokolov O.M., Sokolova A.A., Filippov B.S., Mariyev A.A., Tiranov P.P., Tret’yakov S.I., Novozhilov E.V., Gelfand E.D., Selyanina L.I., Borisov G.V. Sulphate and Sulphite Liquor Processing: Textbook for Universities. Moscow, Lesnaya promyshlennost’ Publ., 1989. 360 p.].
Бровко О.С., Паламарчук И.А., Макаревич Н.А., Бойцова Т.А. Полимолекулярные характеристики лигносульфонатов натрия, хитозана и полиэтиленполиамина // Химия растительного сырья. 2009. № 1. С. 29–36. [Brovko O.S., Palamarhuk I.A., Makarevich N.A., Boitsova Т.А. Polymolecular Characteristics of Sodium Lignosulfonate, Chitozane and Polyethylenpolyamine. Khimija Rastitel’nogo Syr’ja [Chermistry of plant raw material], 2009, no. 1, pp. 29–36].
Давыдов А.Д., Кащеев В.Д., Кабанов Б.Н. Закономерности анодного растворения металлов при высоких плотностях тока. I. // Электрохимия. 1969. Т. 5, № 2. С. 221–225. [Davydov A.D., Kashcheyev V.D., Kabanov B.N. Patterns of Anodic Dissolution of Metals at High Current Densities. I. Elektrokhimiya [Soviet Electrochemistry], 1969, vol. 5, no. 1, pp. 221–225].
Евстигнеев Э.И. Электрохимические реакции лигнина (обзор) // Химия растительного сырья. 2014. № 3. С. 5–42. [Evstigneev E.I. Electrochemical Reactions of Lignin. Khimija Rastitel’nogo Syr’ja [Chermistry of plant raw material], 2014, no. 3, pp. 5–42]. DOI: 10.14258/jcprm.1403005
Коваленко Е.И., Попова О.В., Александров А.А., Галикян Т.Г. Электрохимическая модификация лигнинов // Электрохимия. 2000. Т. 36, № 7. С. 796–802. [Kovalenko E.I., Popova O.V., Aleksandrov A.A., Galikyan T.G. Electrochemical Modification of Lignins. Elektrokhimiya [Russian Journal of Electrochemistry], 2000, vol. 36, no. 7, pp. 796–802].
Лигнины (Структура, свойства и реакции) / под ред. К.В. Сарканена, К.X. Людвига. М.: Лесн. пром-сть, 1975. 632 с. [Lignins: Occurrence, Formation, Structure and Reactions. Ed. by K.V. Sarkanen, C.H. Ludwig. Moscow, Lesnaya promyshlennost’ Publ., 1975. 632 p.].
Мецлер Д. Биохимия: химические реакции в живой клетке: в 3 т. Т. 3. М.: Мир, 1980. 488 с. [Metzler D. Biochemistry: The Chemical Reactions of Living Cells: in 3 vol. Vol. 3. Moscow, Mir Publ., 1980. 488 p.].
Морехин М.Г. Лигнино-минеральные хелаты как средство очистки и обессоливания сточных вод // Химия древесины. 1978. № 4. С. 68–71. [Morekhin M.G. Lignine-Mineral Chelates as a Means of Wastewater Purification and Desalination. Khimiya drevesiny, 1978, no. 4, pp. 68–71].
Мороз И.И., Алексеев Г.А., Водяницкий О.А., Волков Ю.С., Исакова Р.Б., Кузнецов Б.В., Монина М.А. Электрохимическая обработка металлов /под ред. И.И. Мороза. М.: Машиностроение, 1969. 208 с. [Moroz I.I., Alekseyev G.A., Vodyanitskiy O.A., Volkov Yu.S., Isakova R.B., Kuznetsov B.V., Monina M.A. Electrochemical Processing of Metals. Ed. by I.I. Moroz. Moscow, Mashinostroyeniye Publ., 1969. 208 p.].
Островская Л.К. Комплексоны и комплексонаты металлов и их значение для питания растений металлами-микроэлементами // Физиология и биохимия культурных растений. 1986. Т. 18, № 6. С. 591–602. [Ostrovskaya L.K. Complexons and Their Significance for Plant Nutrition with Trace Element Metals. Fiziologiya i biokhimiya kul’turnykh rasteniy, 1986, vol. 18, no. 6, pp. 591–602].
Островская Л.К. Дефицит железа в растениях и фотосинтез // Журн. общей биологии. 1990. Т. 51, № 4. С. 513–527. [Ostrovskaya L.K. Iron Deficiency in Plants and Photosynthesis. Zhurnal obshchey biologii [Biology Bulletin Reviews], 1990, vol. 51, no. 4, pp. 513–527].
Патент № 2007414 Российская Федерация, МПК 5С07G. Способ получения антихлорозного средства на основе железолигносульфонатного комплекса: № 4755065/04: заявл. 03.11.1989; опубл. 15.02.1994 / Ю.Г. Хабаров, Г.В. Комарова, Л.М. Софрыгина, И.С. Образцов, Н.А. Зайцева. [Khabarov Ju.G., Komarova G.V., Sofrygina L.M., Obraztsov I.S., Zajtseva N.A. Method of Synthesis of Antichlorosis Agent on the Basis of Iron-Lignosulfonate Complex. Patent RF, no. 2007414, 1994].
Патент № 2100365 Российская Федерация, МПК C07F 15/02, C07G 1/00. Способ получения антихлорозного препарата: № 95110383/04: заявл. 20.06.1995; опубл. 27.12.1997 / Ю.Г. Хабаров, Г.В. Комарова, Н.А. Зайцева, А.Е. Шергин, Л.М. Софрыгина. [Khabarov Ju.G., Komarova G.V., Zajtseva N.A., Shergin A.E., Sofrygina L.M. Method for Producing Antichlorosis Preparation. Patent RF, no. 2100365, 1997].
Попова В.Л., Грибанова Н.В., Гимашева Р.З. Изменение диспергирующих свойств лигносульфонатов в процессе переработки сульфитного щелока // Гидролиз. и лесохим. пром-сть. 1977. № 4. С. 13–14. [Popova V.L., Gribanova N.V., Gimasheva R.Z. Change of the Dispersing Properties of Lignosulfonates in Sulphite Liquor Processing. Gidroliznaya i lesokhimicheskaya promyshlennost’, 1977, no. 4, pp. 13–14].
Саипов Э.К., Хамидов М., Абдуазимов Х.А. Азотсодержащие производные лигнина – стимуляторы роста хлопчатника // Тез. докл. 6-й Всесоюзн. конф. по химии и использованию лигнина. Рига: Зинатне, 1976. С. 203–205. [Saipov E.K., Khamidov M., Abduazimov Kh.A. Nitrogen-Containing Lignin Derivatives – Growth Stimulators of Gossypium. Proceedings of the 6th All-Union Conference on Chemistry and Lignin Use. Riga, Zinatne Publ., 1976, pp. 203–205].
Сапотницкий С.А. Использование сульфитных щелоков. 3-е изд., перераб. и доп. М.: Лесн. пром-сть, 1981. 222 с. [Sapotnitskiy S.A. The Use of Sulfite Liquors. Moscow, Lesnaya promyshlennost’ Publ., 1981. 222 p.].
Саушкин Б.П. Анодное растворение железа, хрома и хромистых сталей в нейтральных растворах хлорида и хлората натрия при высоких плотностях тока // Электронная обработка материалов. 1974. № 6. С. 5–9. [Saushkin B.P. Anodic Dissolution of Iron, Chromium and Chromium Steels in Neutral Solutions of Sodium Chloride and Sodium Chlorate at High Current Densities. Elektronnaya obrabotka materialov, 1974, no. 6, pp. 5–9].
Сибикина О.В., Новикова Е.В., Иозеп А.А., Иозеп Л.И., Тихомирова Н.Г., Кожевникова Л.С. Исследование реакции декстранполиальдегида с железом(III) // Журн. прикл. химии. 2007. Т. 80, вып. 2. С. 342–344. [Sibikina O.V., Novikova E.V., Iozep A.A., Iozep L.I., Tikhomirova N.G., Kozhevnikova L.S. Reaction between Dextran Polyaldehyde and Iron(III). Zhurnal prikladnoy khimii [Russian Journal of Applied Chemistry], 2007, vol. 80, iss. 2, pp. 342–344]. DOI: 10.1134/S1070427207020356
Смирнов А.Д. Использование технических лигносульфонатов для консервирования зеленых кормов при производстве молока и мяса крупного рогатого скота: автореф. дис. … канд. с.-х. наук. СПб., 1997. 20 с. [Smirnov A.D. The Use of Technical Lignosulfonates for the Conservation of Green Fodder for the Production of Milk and Cattle Meat: Cand. Agric. Sci. Diss. Abs. Saint Petersburg, 1997. 20 p.].
Толстая М.А., Анисимов А.П., Щербак М.В., Постагонов В.Х. Основы теории и практики электрохимической обработки металлов и сплавов. М.: Машиностроение, 1981. 263 с. [Tolstaya M.A., Anisimov A.P., Shcherbak M.V., Postagonov V.Kh. Fundamentals of the Theory and Practice of Electrochemical Processing of Metals and Alloys. Moscow, Mashinostroyeniye Publ., 1981. 263 p.].
Хабаров Ю.Г., Бабкин И.М., Вешняков В.А. Влияние условий нитрозирования лигносульфонатов на синтез магнитоактивного соединения // Журн. приклад. химии. 2012. Т. 85, вып. 4. С. 576–580. [Khabarov Yu.G., Babkin I.M., Veshnyakov V.A. The Influence of the Nitrosation Conditions of Lignosulfonates on the Synthesis of Magnetoactive Compound. Zhurnal prikladnoy khimii [Russian Journal of Applied Chemistry], 2012, vol. 85, iss. 4, pp. 576–580]. DOI: 10.1134/S1070427212040106
Хабаров Ю.Г., Бабкин И.М., Вешняков В.А. Синтез магнитоактивного соединения на основе сульфата железа(II) // Журн. приклад. химии. 2012. Т. 85, вып. 6. С. 900–904. [Khabarov Yu.G., Babkin I.M., Veshnyakov V.A. Synthesis of a Magnetoactive Compound Based on Iron(II) Sulfate. Zhurnal prikladnoy khimii [Russian Journal of Applied Chemistry], 2012, vol. 85, iss. 6, pp. 900–905]. DOI: 10.1134/S1070427212060080
Хабаров Ю.Г., Вешняков В.А., Шергин А.Е. Электрохимический синтез и биологическая активность лигносульфоната железа // Изв. Акад. наук. Сер.: Химическая. 2019. № 5. С. 1081–1087. [Khabarov Yu.G., Veshnyakov V.A., Shergin A.E. Electrochemical Synthesis and Biological Activity of Iron Lignosulfonate. Izvestiya Akademii nauk. Seriya khimicheskaya [Russian Chemical Bulletin], 2019, vol. 68, iss. 5, pp. 1081–1087]. DOI: 10.1007/s11172-019-2523-2
Хабаров Ю.Г., Кошутина Н.Н. Изменение комплексообразующих свойств лигносульфонатов путем нитрозирования // Лесн. журн. 2001. № 5-6. С. 134–139. (Изв. высш. учеб. заведений). [Khabarov Yu.G., Koshutina N.N. Changing of Complexing Properties of Lignosulfonates by Nitrosing. Lesnoy Zhurnal [Forestry Journal], 2001, no. 5-6, pp. 134–139]. URL: http://lesnoizhurnal.ru/upload/iblock/a76/a76753d9399b3fe9780e6e74cb37fb2f.pdf
Хабаров Ю.Г., Онохина Н.А., Гусаков Л.В. Получение железолигносульфонатных комплексов при обработке лигносульфоновых кислот железом в присутствии азотной кислоты // Лесн. журн. 2003. № 5. С. 112–117. (Изв. высш. учеб. заведений). [Khabarov Yu.G., Anokhina N.A., Gusakov L.V. Producing Ironlignosulphonate Complexes under Iron Treatment of Lignosulfonic Acids in Nitric Acid Environment. Lesnoy Zhurnal [Forestry Journal], 2003, no. 5, pp. 112–117]. URL: http://lesnoizhurnal.ru/upload/iblock/6f1/6f132afad05c0cdc614717d932770d1e.pdf
Хамдо Д.Ю., Ханларов Т.Г., Гамбаров Д.Г. Комплексообразование полимерного лиганда на основе сополимера малеиновой кислоты и винилацетата с ионами металлов // Журн. неорган. химии. 1992. Т. 37, вып. 12. С. 2755–2757. [Khamdo D.Yu., Khanlarov T.G., Gambarov D.G. Complexation of a Polymer Ligand Based on a Copolymer of Maleic Acid and Vinyl Acetate with Metal Ions. Zhurnal neorganicheskoy khimii [Russian Journal of Inorganic Chemistry], 1992, vol. 37, iss. 12, pp. 2755–2757].
Чудаков М.И. Промышленное использование лигнина. 3-е изд., испр. и доп. М.: Лесн. пром-сть, 1983. 200 с. [Chudakov M.I. Industrial Use of Lignin. Moscow, Lesnaya promyshlennost’ Publ., 1983. 200 p.].
Чумаченко И.Н., Прошкин В.А., Войтович Н.В. Перспективы применения микроудобрений // Химия в сельском хозяйстве. 1995. № 6. С. 22–26. [Chumachenko I.N., Proshkin V.A., Voytovich N.V. Prospects for the Use of Microfertilizers. Khimiya v sel’skom khozyaystve, 1995, no. 6, pp. 22–26].
Шергин А.Е. Исследование и разработка способов получения комплексонатов железа на основе технических лигносульфонатов: автореф. дис. … канд. хим. наук. Архангельск, 1998. 19 с. [Shergin A.E. Research and Development of Methods for Producing Iron Complexonates Based on Technical Lignosulfonates: Cand. Chem. Sci. Diss. Abs. Arkhangelsk, 1998. 19 p.].
Яров А.Н., Стерник Б.А. Комплексообразование в системах Fe2+– лигносульфонат и Fe3+– лигносульфонат // Гидролиз. и лесохим. пром-сть, 1974. № 5. С. 10–11. [Yarov A.N., Sternik B.A. Complexation in the Systems Fe2+–Lignosulphonate and Fe3+–Lignosulphonate. Gidroliznaya i lesokhimicheskaya promyshlennost’, 1974, no. 5, pp. 10–11].
Abadía J. Leaf Responses to Fe Deficiency: A Review. Journal of Plant Nutrition, 1992, vol. 15, iss. 10, pp. 1699–1713. DOI: 10.1080/01904169209364432
Ashtiani M., Hashemabadi S.H., Ghaffari A. A Review on the Magnetorheological Fluid Preparation and Stabilization. Journal of Magnetism and Magnetic Materials, 2015, vol. 374, pp. 716–730. DOI: 10.1016/j.jmmm.2014.09.020
Babkin I., Brovko O., Iakovlev M., Khabarov Yu. Ferrofluid Synthesis Using Nitrosated Lignosulfonates. Industrial and Engineering Chemistry Research, 2013, vol. 52, iss. 23, pp. 7746–7751. DOI: 10.1021/ie400531f
Bagotsky V.S. Fundamentals of Electrochemistry. New Jersey, NJ, John Wiley & Sons, 2006. 752 p. DOI: 10.1002/047174199X
Bajpai P. Chapter 8 – Wood-Based Products and Chemicals. Biermann’s Handbook of Pulp and Paper. Vol. 1: Raw Material and Pulp Making. Amsterdam, Elsevier, 2018, pp. 233–247. DOI: 10.1016/B978-0-12-814240-0.00008-2
Bennett J.P. Composition and Method of Correcting Nutrient Deficiency in Plants. Patent US, no. 2929700, 1960.
Bertini I., Gray H.B., Lippard S.J., Valentine J.S. Bioinorganic Chemistry. Mill Valley, CA, University Science Books, 1994. 611 p.
Biggs W.S., Kjargaard N.J. Lignosulfonate Composition and Process for Its Preparation. Patent US, no. 4019995, 1977.
Campelj S., Makovec D., Drofenik M. Preparation and Properties of Water-Based Magnetic Fluids. Journal of Physics: Condensed Matter, 2008, vol. 20(20), art. 204101. DOI: 10.1088/0953-8984/20/20/204101
Eigen M., Wilkins R.G. The Kinetics and Mechanism of Formation of Metal Complexes. Mechanisms of Inorganic Reactions. Advances in Chemistry, 1965, vol. 49, pp. 55–80. DOI: 10.1021/ba-1965-0049.ch003
Escudero R., Gómez-Gallego M., Romano S., Fernández I., Gutiérrez-Alonso Á., Sierra M.A., López-Rayo S., Nadal P., Lucenac J.J. Biological Activity of Fe(III) Aquo-Complexes towards Ferric Chelate Reductase (FCR). Organic and Biomolecular Chemistry, 2012, vol. 10, iss. 11, pp. 2272–2281. DOI: 10.1039/C2OB06754D
Gao W., Du G. 13C CP/MAS NMR Studies on the Curing Characteristics of Phenol Formaldehyde Resin in the Presence of Nano Cupric Oxide and Surfactants. Polymer Composites, 2014, vol. 35, iss. 1, pp. 113–117. DOI: 10.1002/pc.22640
Grant M., Jordan R.B. Kinetics of Solvent Water Exchange of Iron(III). Inorganic Chemistry, 1981, vol. 20, iss. 1, pp. 55–60. DOI: 10.1021/ic50215a014
Gu Z.H., Oliver A., Fahidy T.Z. The Effect of Magnetic Fields on the Anodic Dissolution of Copper in NaCl-KSCN Electrolytes. Electrochimica Acta, 1990, vol. 35, iss. 6, pp. 933–943. DOI: 10.1016/0013-4686(90)90024-T
Gupta R.P., McCarthy J.L. Lignin. XIV. Gel Chromatography and the Distribution in Molecular Size of Lignin Sulfonates at Several Electrolyte Concentrations. Macromolecules, 1968, vol. 1, iss. 3, pp. 236–244. DOI: 10.1021/ma60003a008
Jean W.Q., Goring D.A.J. Macromolecular Properties of Sodium Lignosulfonates. Svensk papperstidning, 1968, vol. 71, no. 20, pp. 1898–1904.
Jensen W., Fogelberg B.C., Forss K., Fremer K.-E., Johanson M. The Behaviour of Calcium Lignosulfonates and Hemilignin Compounds on Filtration through Sephadex Gels. Holzforchung, 1966, vol. 20, iss. 2, pp. 48–49. DOI: 10.1515/hfsg.1966.20.2.48
Khabarov Yu.G., Babkin I.M., Kuzyakov N.Yu., Veshnyakov V.A., Plakhin V.A., Orlov A.S., Chukhchin D.G., Varakin E.A. One-Step Synthesis of Magnetoactive Compound. Mendeleev Communications, 2017, vol. 27, iss. 2, pp. 186–187. DOI: 10.1016/j.mencom.2017.03.027
Khabarov Yu.G., Veshnyakov V., Komarova G., Kuzyakov N., Chukhchin D. Using Nitrated Lignosulfonates for the Synthesis of a Water-Based Magnetic Fluid. International Journal of Nanoscience, 2019, vol. 18, no. 2, art. 1850018. DOI: 10.1142/S0219581X18500187
Khabarov Yu.G., Veshnyakov V.A., Kuzyakov N.Yu., Onokhina N.A. Bioactive Properties of Iron-Nitrolignosulfonate Complexes with a Low Content of Ballast Ions. IOP Conference Series: Earth and Environmental Science, 2019, vol. 263, art. 012012. DOI: 10.1088/1755-1315/263/1/012012
Khabarov Y., Veshnyakov V., Kuzyakov N., Pankina G. The Interaction of Iron(II) Cations with Chromate Anions in the Presence of Lignosulfonates. Proceedings of the 17th International Multidisciplinary Scientific GeoConference SGEM 2017, November 27–29. 2017, vol. 17, no. 43, pp. 245–252. DOI: 10.5593/sgem2017H/43/S18.031
King E.G., Adolphson C. Composition and Method for the Treatment of Nutrient Caficiency in Plant. Patent Can., no. 696645, 1964.
Kuzyakov N.Yu., Veshnyakov V.A., Khabarov Yu.G., Pankina G.V. Influence of Lignosulfonic Acids on the Formation of Magnetoactive Compound in the Redox Reaction of Iron(II) with Chromate-Anion. International Journal of Engineering & Technology, 2018, vol. 7, no. 2.23, pp. 21–23. DOI: 10.14419/ijet.v7i2.23.11875
Li W., Nobe K., Pearlstein A.J. Electrodissolution Kinetics of Iron in Chloride Solutions. VIII. Chaos in Potential/Current Oscillations. Journal of The Electrochemical Society, 1993, vol. 140, iss. 3, pp. 721–728. DOI: 10.1149/1.2056148
Liu S., Chen X., Lauten R.A., Peng Y., Liu Q. Mitigating the Negative Effects of Clay Minerals on Gold Flotation by a Lignosulfonate-Based Biopolymer. Minerals Engineering, 2018, vol. 126, pр. 9–15. DOI: 10.1016/j.mineng.2018.06.021
Loeppert R.H. Reaction of Iron and Carbonates in Calcareous Soils. Journal of Plant Nutrition, 1986, vol. 9, iss. 3-7, pp. 195–214. DOI: 10.1080/01904168609363437
Lopez J.A., González F., Bonilla F.A., Zambrano G., Gómez M.E. Synthesis and Characterization of Fe3O4 Magnetic Nanofluid. Revista Latinoamericana de Metalurgia y Materiales, 2010, vol. 30(1), pp. 60–66.
Lu A.-H., Salabas E.L., Schüth F. Magnetic Nanoparticles: Synthesis, Protection, Functionalization, and Application. Angewandte Chemie, 2007, vol. 46, iss. 8, pp. 1222–1244. DOI: 10.1002/anie.200602866
Lucena J.J. Effects of Bicarbonate, Nitrate and Other Environmental Factors on Iron Chlorosis. A Review. Journal of Plant Nutrition, 2000, vol. 23, iss. 11-12, pp. 1591–1606. DOI: 10.1080/01904160009382126
MacLean A.A., Doyle J.J. Studies with Waste Sulfite Liquor: I. Effects of Waste Sulfite Liquor on Crop Yields and on Soil Properties. Canadian Journal of Soil Science, 1959, vol. 39, no. 2, pp. 87–92. DOI: 10.4141/cjss59-011
McCauley A., Jones C., Jacobsen J. Soil pH and Organic Matter. Nutrient management, 2009, no. 8, pp. 1–12.
Mentasti E., Secco F., Venturini M. Mechanism of Complex Formation: Equilibria and Kinetics of Fe3+ and FeOH2+. Interaction with Substituted Salicylic Acids. Inorganic Chemistry, 1982, vol. 21, no. 2, pp. 602–604. DOI: 10.1021/ic00132a027
Mentasti E., Secco F., Venturini M. Complex Formation between Iron(III) and Highly Charged Ligands: Equilibriums and Reaction Mechanisms. Inorganic Chemistry, 1982, vol. 21, no. 6, pp. 2314–2320. DOI: 10.1021/ic00136a038
Miller G.W., Pushnik J.C., Welkie G.W. Iron Chlorosis, a World Wide Problem, the Relation of Chlorophyll Biosynthesis to Iron. Journal of Plant Nutrition, 1984, vol. 7, iss. 1-5, pp. 1–22. DOI: 10.1080/01904168409363172
Mohamad A.T., Kaur J., Sidik N.A.C., Rahman S. Nanoparticles: A Review on Their Synthesis, Characterization and Physicochemical Properties for Energy Technology Industry. Journal of Advanced Research in Fluid Mechanics and Thermal Sciences, 2018, vol. 46, iss. 1, pp. 1–10.
Movil-Cabrera O., Rodriguez-Silva A., Arroyo-Torres C., Staser J.A. Electrochemical Conversion of Lignin to Useful Chemicals. Biomass Bioenergy, 2016, vol. 88, pp. 89–96. DOI: 10.1016/j.biombioe.2016.03.014
Myrvold B.O. A New Model for the Structure of Lignosulphonates: Part 1. Behaviour in Dilute Solutions. Industrial Crops and Products, 2008, vol. 27, iss. 2, pp. 214–219. DOI: 10.1016/j.indcrop.2007.07.010
Neal J.A. Aryl Sulfonate-Aldehyde Composition and Process for Its Preparation. Patent US, no. 4018691, 1977.
Neal J.A. Clarification Process. Patent US, 4110208, 1978.
Pankhurst Q.A., Connolly J., Jones S.K., Dobson J. Applications of Magnetic Nanoparticles in Biomedicine. Journal of Physics D: Applied Physics, 2003, vol. 36, no. 13, pp. R167–R181. DOI: 10.1088/0022-3727/36/13/201
Popa V.I., Popa M., Cotofana C., Beeca C., Gavrilescu D. Modification of Ammonium Lignosulfonates by Reaction with Formaldehyde and Urea. Cellulose Chemistry and Technology, 1992, vol. 26, no. 4, pp. 413–419.
Reid C.P.P., Crowley D.E., Kim H.J., Powell P.E., Szaniszlo P.J. Utilization of Iron by Oat when Supplied as Ferrated Synthetic Chelate or as Ferrated Hydroxamate Siderophore. Journal of Plant Nutrition, 1984, vol. 7, iss. 1-5, pp. 437–447. DOI: 10.1080/01904168409363210
Ronen E. Micro-Elements in Agriculture. Practical Hydroponics and Greenhouses, 2007, iss. 164, pp. 39–48.
Simionescu С.I., Rusan V., Turta K.I., Bobcova S.A., Macoveanu M.M., Cjazacu G., Stoleriu A. Synthesis and Characterization of Some Iron-Lignosulfonate-Based Lignin-Epoxy Resins. Cellulose Chemistry and Technology, 1993, vol. 27, iss. 6, pp. 627–644.
Slyusar’ O.A., Uvarov V.M. Effect of Complex Additives on Ceramic Slip Mobility. Glass and Ceramics, 2017, vol. 74, iss. 3-4, pp. 110–111. DOI: 10.1007/s10717-017-9940-1
Spaldin N.A. Magnetic Materials: Fundamentals and Applications. Cambridge, Cambridge University Press, 2010. 274 p. DOI: 10.1017/CBO9780511781599
Stanik V., Danis L., Bistricka M. Sposob vyroby stabilizovaneho ligninsulfonanu zeleznateho. Patent CS, no. 254233, 1987.
Stefan G. Perspectivele valorificarii integrale a lesiilor residuale la Fabrica de celuloza si hirtie Zarnasti. Celuloza hirtie, 1965, vol. 14, no. 12, pp. 592–596.
Takahashi K., Bardwell J.A., MacDougall B., Graham M.J. Mechanism of Anodic Dissolution and Passivation of Iron. 1. Behavior in Neutral Acetate Buffer
Solutions. Electrochimica Acta, 1992, vol. 37, iss. 3, pp. 477–487. DOI: 10.1016/0013-4686(92)87039-3
Takao R. et al. A Mixture of Fertilizers. Patent Jap., no. 2187, 1975.
Villén M., García-Arsuaga A., Lucena J.J. Potential Use of Biodegradable Chelate N-(l,2-Dicarboxyethyl)-d,l-aspartic Acid/Fe3+ as an Fe Fertilizer. Journal of Agricultural and Food Chemistry, 2007, vol. 55, no. 2, pp. 402–407. DOI: 10.1021/jf062471w
Welch R.M., Graham R.D. Agriculture: The Real Nexus for Enhancing Bioavailable Micronutrients in Food Crops. Journal of Trace Elements in Medicine and Biology, 2005, vol. 18, iss. 4, pp. 299–307. DOI: 10.1016/j.jtemb.2005.03.001
Yang D., Qiu X., Zhou M., Lou H. Properties of Sodium Lignosulfonate as Dispersant of Coal Water Slurry. Energy Conversion and Management, 2007, vol. 48, iss. 9, pp. 2433–2438. DOI: 10.1016/j.enconman.2007.04.007
Yu W., Xie H. A Review on Nanofluids: Preparation, Stability Mechanisms, and Applications. Journal of Nanomaterials, 2012, vol. 2012, art. 435873. 17 p. DOI: 10.1155/2012/435873
Zakzeski J., Bruijnincx P.C.A., Jongerius A.L., Weckhuysen B.M. The Catalytic Valorization of Lignin for the Production of Renewable Chemicals. Chemical Reviews, 2010, vol. 110, no. 6, pp. 3552–3599. DOI: 10.1021/cr900354u
Zhou J., He Q., Liao X., Shi B. A Combination Tannage Based on Aluminium and Glycine-Modified Lignosulfonate. Journal of the Society of Leather Technologists and Chemists, 2011, vol. 95, no. 5, pp. 204–208.
