chemicallytechFine Chemical TechnologiesТонкие химические технологии2410-65932686-7575MIREA – Russian Technological University (RTU MIREA).10.32362/2410-6593-2024-19-1-39-51chemicallytech-2031Research ArticleCHEMISTRY AND TECHNOLOGY OF ORGANIC SUBSTANCESХИМИЯ И ТЕХНОЛОГИЯ ОРГАНИЧЕСКИХ ВЕЩЕСТВSynthesis and application of chromium complexes based on 4,5-bis(diphenylphosphanyl)-H-1,2,3-triazole ligands to obtain higher С10–С18 olefinsСинтез комплексных соединений хрома на основе 4,5-бис(дифенилфосфанил)-H-1,2,3-триазольных лигандов и их применение для получения высших олефинов С10–С18https://orcid.org/0000-0002-0015-6588СенинА. А.SeninA. A.

Сенин Алексей Александрович -  научный сотрудник лаборатории полимерных продуктов и полимерных присадок.

119333, Москва, Ленинский пр-т, д. 55/1, стр. 2

Aleksey A. Senin, Researcher, Laboratory of Polymer Products and Polymer Additives.

55/1-2, Leninskii pr., Moscow, 119333

https://orcid.org/0000-0002-1302-8868ПолянскийК. Б.PolyanskiiK. B.

Полянский Кирилл Борисович - к.х.н., ведущий научный сотрудник лаборатории полимерных продуктов и полимерных присадок.

119333, Москва, Ленинский пр-т, д. 55/1, стр. 2

Kirill B. Polyanskii - Cand. Sci. (Chem.), Leading Researcher, Laboratory of Polymer Products and Polymer Additives.

55/1-2, Leninskii pr., Moscow, 119333

PolyanskiyKB@rdc.rosneft.ruhttps://orcid.org/0000-0002-6930-3451ШелоумовА. М.SheloumovA. M.

Шелоумов Алексей Михайлович - к.х.н., ведущий научный сотрудник лаборатории полимерных продуктов и полимерных присадок.

119333, Москва, Ленинский пр-т, д. 55/1, стр. 2

Aleksey M. Sheloumov - Cand. Sci. (Chem.), Leading Researcher, Laboratory of Polymer Products and Polymer Additives.

55/1-2, Leninskii pr., Moscow, 119333

SheloumovAM@rdc.rosneft.ruhttps://orcid.org/0000-0001-8388-104XАфанасьевВ. В.AfanasievV. V.

Афанасьев Владимир Владимирович - к.х.н., заместитель заведующего лабораторией полимерных продуктов и полимерных присадок.

119333, Москва, Ленинский пр-т, д. 55/1, стр. 2

Vladimir V. Afanasiev - Cand. Sci. (Chem.), Deputy Head, Laboratory of Polymer Products and Polymer Additives.

55/1-2, Leninskii pr., Moscow, 119333

AfanasievVV@rdc.rosneft.ruhttps://orcid.org/0009-0002-4625-1895ЮмашеваТ. М.YumashevaT. M.

Юмашева Татьяна Модестовна - к.х.н., заведующий лабораторией полимерных продуктов и полимерных присадок.

119333, Москва, Ленинский пр-т, д. 55/1, стр. 2

Tatiana M. Yumasheva - Cand. Sci. (Chem.), Head of the Laboratory of Polymer Products and Polymer Additives.

55/1-2, Leninskii pr., Moscow, 119333

YumashevaTM@rdc.rosneft.ruРудякК. Б.RudyakK. B.

Рудяк Константин Борисович - д.т.н., генеральный директор.

119333, Москва, Ленинский пр-т, д. 55/1, стр. 2

Konstantin B. Rudyak - Dr. Sci. (Eng.), General Director.

55/1-2, Leninskii pr., Moscow, 119333

RudyakKB@rdc.rosneft.ruhttps://orcid.org/0000-0001-6042-6394ВоробьевС. В.VorobyevS. V.

Воробьев Степан Владимирович - к.х.н., доцент кафедры органической химии и химии нефти. Scopus Author ID 57204359493, ResearcherID О-8748-2016.

119991, Москва, Ленинский пр-т, д. 65, корп. 1

Stepan V. Vorobyev - Cand. Sci. (Chem.), Associate Professor, Department of Organic Chemistry and Petroleum Chemistry. Scopus Author ID 57204359493, ResearcherID О-8748-2016.

65-1, Leninskii pr., Moscow, 119991

vorobyev.o@gubkin.ruОбъединенный центр исследований и разработок (РН-ЦИР)РоссияUnited Research and Development CenterRussian FederationРоссийский государственный университет нефти и газа им. И.М. ГубкинаРоссияNational University of Oil and Gas (Gubkin University)Russian Federation2024020320241913951Copyright © Senin A.A., Polyanskii K.B., Sheloumov A.M., Afanasiev V.V., Yumasheva T.M., Rudyak K.B., Vorobyev S.V., 20242024Сенин А.А., Полянский К.Б., Шелоумов А.М., Афанасьев В.В., Юмашева Т.М., Рудяк К.Б., Воробьев С.В.Senin A.A., Polyanskii K.B., Sheloumov A.M., Afanasiev V.V., Yumasheva T.M., Rudyak K.B., Vorobyev S.V.Данная работа распространяется под лицензией Creative Commons Attribution 4.0.This work is licensed under a Creative Commons Attribution 4.0 License.https://www.finechem-mirea.ru/jour/article/view/2031Objectives

Objectives. To synthesize 4,5-bis(diphenylphosphanyl)-H-1,2,3-triazole ligands and new chromium complexes based on them, in order to obtain a fraction of higher C10–C18 alpha-olefins from ethylene.

Methods

Methods. The Schlenk technique was used to obtain the target chromium complexes. Diphenylphosphanyl triazole ligands can be characterized by nuclear magnetic resonance spectroscopy. The composition of the final products was confirmed by elemental analysis. The liquid phase of the oligomerization reaction was studied by gas chromatography.

Results

Results. L1–L9 ligands were obtained, and K1–K9 chromium complexes were synthesized based on the correspondent ligands using commercially available chromium (III) trichloride tris(tetrahydrofuran). The K1–K9 complexes thus obtained were tested in the process of ethylene oligomerization.

Conclusions

Conclusions. Chromium complexes based on 4,5-bis(diphenylphosphanyl)-H-1,2,3-triazoles K1–K9 were produced in high yields using the Schlenk technique. It was found that systems based on the K4–K7 and K9 complexes enable the ethylene oligomerization process to be carried out with a sufficiently high level of productivity. It was shown that the introduction of a dialkyl zinc derivative increases the performance and selectivity of the catalytic system for the target fraction.

Цели

Цели. Синтезировать 4,5-бис(дифенилфосфанил)-H-1,2,3-триазольные лиганды и на их основе новые комплексы хрома для получения фракции высших альфа-олефинов С10–С18 из этилена.

Методы

Методы. Для получения целевых комплексов хрома использовали методы работы в инертной атмосфере (техника Шленка). Дифенилфосфанил триазольные лиганды охарактеризованы методами спектроскопии ядерного магнитного резонанса. Состав конечных продуктов подтвержден с помощью элементного анализа. Жидкая фаза реакции олигомеризации охарактеризована методом газовой хроматографии.

Результаты

Результаты. Получены лиганды L1–L9 и из них с помощью коммерчески доступного трихлоридтрис(тетрагидрофуран) хрома(III) синтезированы комплексы хрома К1–К9. Полученные комплексы К1–К9 испытаны в процессе олигомеризации этилена.

Выводы

Выводы. С высокими выходами получены новые комплексы хрома на основе 4,5-бис(дифенилфосфанил)-H-1,2,3-триазолов К1-К9. Обнаружено, что системы на основе комплексов К4-К7 и К9 позволяют проводить процесс олигомеризации этилена с достаточно высокой производительностью. Показано, что введение диалкильного производного цинка повышает производительность и селективность каталитической системы по целевой фракции.

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