vuzbiochemiИзвестия вузов. Прикладная химия и биотехнологияProceedings of Universities. Applied Chemistry and Biotechnology2227-29252500-1558ИРНИТУ10.21285/2227-2925-2021-11-1-147-158vuzbiochemi-543Research ArticleХИМИЧЕСКАЯ ТЕХНОЛОГИЯCHEMICAL TECHNOLOGYСинтез и изучение свойств алкилфосфатов как поверхностно-активных компонентов щелочно-ПАВ-полимерного состава для повышения нефтеотдачи пластаSynthesis of alkyl phosphates and investigation of their surface-active properties in an alkaline surfactant polymer system for enhanced oil recoveryТретьяковН. Ю.Tret'yakovN. Yu.

Третьяков Николай Юрьевич, к.х.н., профессор, директор ЦКП «Рациональное природопользование и физико-химические исследования»

625003, г. Тюмень, ул. Володарского, 6

Nikolai Yu. Tret'yakov, Cand. Sci. (Chemistry), Professor, Director of Research Resource Center “Rational Nature Management and Physical and Chemical Research”

6, Volodarsky St., Tyumen, 625003

nikckp@mail.ruПаничеваЛ. П.PanichevaL. P.

Паничева Лариса Петровна

Larisa P. Panicheva

ТурнаеваЕ. А.TurnaevaE. A.

Турнаева Елена Анатольевна, к.х.н., доцент, заведующая сектором хроматографии и спектроскопии ЦКП «Рациональное природопользование и физико-химические исследования» 

625003, г. Тюмень, ул. Володарского, 6

Elena A. Turnaeva,

Cand. Sci. (Chemistry), Associate Professor, Head of Chromatography and Spectroscopy Sector of Research Resource Center

6, Volodarsky St., Tyumen, 625003

eturnaeva@yandex.ruВолковаС. С.VolkovaS. S.

Волкова Светлана Станиславовна, к.х.н., профессор, заместитель директора ЦКП «Рациональное природопользование и физико-химические исследования» 

625003, г. Тюмень, ул. Володарского, 6

Svetlana S. Volkova, Cand. Sci. (Chemistry), Professor, Deputy Director of Research Resource Center, “Rational Nature Management and Physical and Chemical Research”

6, Volodarsky St., Tyumen, 625003

svolkova2008@mail.ruАдаховскийД. С.AdakhovskiiD. S.

Адаховский Денис Сергеевич, аспирант

625003, г. Тюмень, ул. Володарского, 6

Denis S. Adakhovskii, Postgraduate Student

6, Volodarsky St., Tyumen, 625003

denisa1494@gmail.comМатвеевМ. Р.MatveevM. R.

Матвеев Максим Рауфович, к.х.н., директор по развитию бизнеса

FRN1913 г. Флориана набережная Валлетта № 6, 45-46 Комплекс Форни, причал Пинто

Maxim R. Matveev, Cand. Sci. (Chemistry), Director of Business Development

Valletta Waterfront, no. 6, 45-46 Forni Complex, Pinto Wharf, Floriana FRN1913

m.matveev@norchem.com.mtКольцовИ. Н.KoltsovI. N.

Кольцов Игорь Николаевич, эксперт технологического офиса «Методы увеличения нефтеотдачи»

190000, г. Санкт-Петербург, ул. Якубовича, 24а

Igor N. Koltsov, Expert of EOR Technology Office “Methods of enhanced oil recovery”

24а, Yakubovich St., Saint Petersburg, 190000

koltsov.in@gazprom-neft.ruГроманА. А.GromanA. A.

Громан Андрей Андреевич, руководитель технологического офиса «Методы увеличения нефтеотдачи»

190000, г. Санкт-Петербург, ул. Якубовича, 24а

Andrey A. Groman, Head of EOR Technology Office “Methods of enhanced oil recovery”

24а, Yakubovich St., Saint Petersburg, 190000

Groman.AA@gazpromneft-ntc.ruТюменский государственный университетРоссияUniversity of TyumenRussian FederationНОРКЕМ лимитедМальтаNORCHEM LimitedMaltaООО «ГАЗПРОМНЕФТЬ – Технологические Партнерства»РоссияGazpromneft – Technological Partnerships LLCRussian FederationООО «ГАЗПРОМНЕФТЬ – Технологические Партнерства»,РоссияGazpromneft – Technological Partnerships LLCRussian Federation202105042021111147158Copyright © Третьяков Н.Ю., Паничева Л.П., Турнаева Е.А., Волкова С.С., Адаховский Д.С., Матвеев М.Р., Кольцов И.Н., Громан А.А., 20212021Третьяков Н.Ю., Паничева Л.П., Турнаева Е.А., Волкова С.С., Адаховский Д.С., Матвеев М.Р., Кольцов И.Н., Громан А.А.Tret'yakov N.Y., Panicheva L.P., Turnaeva E.A., Volkova S.S., Adakhovskii D.S., Matveev M.R., Koltsov I.N., Groman A.A.Данная работа распространяется под лицензией Creative Commons Attribution 4.0.This work is licensed under a Creative Commons Attribution 4.0 License.https://vuzbiochemi.elpub.ru/jour/article/view/543

Одним из способов повышения нефтеотдачи пласта является химическое заводнение (СEOR) составами, содержащими щелочные компоненты, поверхностно-активные вещества (ПАВ) и полимеры (ASP-технология). Разработка и синтез новых высокоэффективных промышленных поверхностно-активных веществ позволяют вывести данную технологию на новый уровень и оптимизировать составы химических реагентов с учетом требований, диктуемых пластовыми условиями месторождений Западной Сибири. Одним из видов ПАВ, которые возможно использовать в ASPтехнологии, являются алкилфосфаты различного строения. Целью данной работы являлся синтез и изучение свойств коммерческих (полупромышленных) образцов алкилфосфатов и алкоксилированных алкилфосфатов смешенного состава, отвечающих требованиям эффективного компонента ПАВ состава ASP-заводнения. Синтез осуществлялся из промышленных образцов жирных спиртов реакцией фосфатирования пятиокисью фосфора. При целевом проектировании исходного сырья (изменения структуры, молекулярно-массового распределения в спиртах) и условий процесса синтеза возможно получить смесь монои дизамещенных эфиров фосфорной кислоты определенного соотношения, обеспечивающую (без добавки со-ПАВ) получение многокомпонентной эффективной композиции ПАВ для ASP-состава. В ходе работы были синтезированы три эффективных смесовых образца алкилфосфатов и алкоксилированных алкилфосфатов. Методом масс-спектрометрии высокого разрешения, ИК-спектроскопии и потенциометрического титрования установлен состав синтезированных фосфорных эфиров. При температуре пласта полученные образцы обеспечивают достаточную растворимость в нефтевытесняющем водном растворе при технологически необходимом интервале минерализации, совместимость с другими компонентами, низкие значения межфазного натяжения (IFT) на границе с нефтью месторождений Западной Сибири, формирование достаточного объема эмульсионной фазы в фазовом эксперименте. Данные первичного лабораторного исследования доказывают эффективность синтезированных ПАВ для использования их в химических методах увеличения нефтеотдачи пласта – ASP-технологиях, на месторождениях Западной Сибири.

Chemical flooding is a technique of enhanced oil recovery (CEOR) using formulations containing alkaline components, surfactants and polymers (ASP technology). The development and synthesis of novel highly efficient industrial surfactants take this technology to a new level, allowing the chemical composition of reagents to be tailored to the reservoir conditions of fields in Western Siberia. Alkyl phosphates with various structures are one type of the surfactants that can be used in ASP technology. This work aimed to synthesize and examine the properties of commercial (semi-industrial) alkyl phosphates and alkoxylated alkyl phosphates of mixed composition that meet the requirements of an efficient surfactant component of an ASP-flooding formulation. The synthesis was carried out using industrial fatty alcohols by the phosphating reaction with phosphorus pentoxide. A mixture of monoand disubstituted phosphoric acid esters of a defined ratio can be obtained by target tailoring of the feedstock properties (structural changes, molecular weight distribution in alcohols) and the synthesis conditions. This mixture, requiring no addition of cosurfactants, is an effective multi-component surfactant for an ASP-system. In this work, three effective alkyl phosphates and alkoxylated alkyl phosphates blends were synthesized. The composition of the synthesized phosphoric esters was evaluated by high-resolution mass spectrometry (HRMS), infrared (IR) spectroscopy and potentiometric titration. At reservoir temperature, the obtained samples provided sufficient solubility in an oil-displacing aqueous solution in the technologically required salinity interval, compatibility with other components, low interfacial tension (IFT) values at the interface between ASP solution and oil from Western Siberia fields, and the formation of the sufficient volume of the emulsion phase in a phase experiment. The primary laboratory research data proved the efficiency of the synthesized surfactants in ASP technology in the fields of Western Siberia.

поверхностно-активное веществоалкилфосфаталкоксилированный алкил-фосфатщелочно-ПАВ-полимерное заводнениеsurfactantalkyl phosphatealkoxylated alkyl phosphateASP floodingНастоящая статья подготовлена по результатам научно-технического сотрудничества Тюменского государственного университета, ГК «НОРКЕМ» и ПАО «Газпромнефть» в рамках реализации проекта «РосПАВ», объединяющего научные исследования в сфере применения поверхностно-активных веществ российского производства для повышения нефтеотдачи в СEOR-проектах. Компьютерное моделирование структур молекул и синтез поверхностно активных веществ класса алкилфосфатов и алкоксилированных алкилфосфатов проведен в лаборатории ГК «НОРКЕМ». Лабораторные исследования синтезированных ПАВ выполнены с использованием оборудования Центра коллективного пользования «Рациональное природопользование и физико-химические исследования» Института химии Тюменского государственного университета при экспертной и финансовой поддержке ПАО «Газпромнефть».This article was prepared based on the results of scientific and technical cooperation between the University of Tyumen, NORCHEM Ltd. and Gazpromneft oil company within the framework of the RosPAV project, which combines scientific research in the field of using Russian-made surfactants to enhance oil recovery in CEOR projects. Computer modeling of molecular structures and synthesis of alkyl phosphate and alkoxylated alkyl phosphate surfactants were carried out in the laboratory of NORCHEM Ltd. 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The authors declare that there are no conflicts of interest present.