Novel Approach to the Synthesis of Bithiophenesilane Dendrimers with Efficient Intramolecular Energy Transfer

封面

如何引用文章

全文:

开放存取 开放存取
受限制的访问 ##reader.subscriptionAccessGranted##
受限制的访问 订阅存取

详细

A synthetic scheme allowing the preparation of nanostructured organosilicon luminophores of branched or dendritic structure with up to 18 bithiophenesilane donor fragments and one central acceptor fragment has been elaborated. This universal scheme has been successfully upscaled to 20 g of the product, and its efficiency has been verified by the synthesis of two earlier unknown bithiophenesilane dendrimers with dense molecular shell and the central acceptor fragment, 1,4-bis(5-phenylthienyl-2-yl)benzene. The synthesis of more branched dendrimers under the Suzuki reaction conditions has led to the formation of the side products with the rupture of the Si–C(thiophene) bond, not typical of the synthesis of analogous compounds with lower branching degree under the same conditions.

作者简介

M. Skorotetskii

Enikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences

Email: skoroteckiy@ispm.ru
117393, Moscow, Russia

O. Borshchev

Enikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences

Email: skoroteckiy@ispm.ru
117393, Moscow, Russia

E. Kleimyuk

Enikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences

Email: skoroteckiy@ispm.ru
117393, Moscow, Russia

E. Svidchenko

Enikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences

Email: skoroteckiy@ispm.ru
117393, Moscow, Russia

N. Surin

Enikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences

Email: skoroteckiy@ispm.ru
117393, Moscow, Russia

S. Ponomarenko

Enikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences; Department of Chemistry, Moscow State University

编辑信件的主要联系方式.
Email: skoroteckiy@ispm.ru
117393, Moscow, Russia; 119991, Moscow, Russia

参考

  1. Ostroverkhova O. // Chem. Rev. 2016. V. 116. № 22. P. 13279.
  2. Mukhopadhyay R.D., Kim Y., Koo J., Kim K. // Acc. Chem. Res. 2018. V. 51. № 11. P. 2730.
  3. Abd-El-Aziz A., Abdelghani A., Wagner B., Bissessur R. // Macromol. Rapid Commun. 2019. V. 40. № 1. P. 1800711.
  4. Chang Y.-T., Sharma S., Hung M.-K., Lee Y.-H., Chen S.-A. // Sci. Rep. 2016. V. 6. P. 38404.
  5. Ya X., Xu X., Zhou G. // J. Mater. Chem. C. 2015. V. 3. P. 913.
  6. Zhu M., Yang Ch. // Chem. Soc. Rev. 2013. V. 42. P. 4963.
  7. Kim Y.-H., Jeong H.-C., Kim S.-H., Yang K., Kwon S.-K. // Adv. Funct. Mater. 2005. V. 15. P. 1799.
  8. Trofymchuk K., Reisch A., Didier P., Fras F., Gilliot P., Mely Y., Klymchenko A. // Nat. Photonics. 2018. V. 12. № 3. P. 185.
  9. Zhang C., Chen P., Hu W. // Small. 2016. V. 12. № 10. P. 1252.
  10. Li Z., Sun Yu., Li H., Ren J., Si Ch., Liu X., Yu J., Wang H., Shi F., Hao Y. // Synthetic Metals. 2016. V. 217. P. 102.
  11. Xue Z., Finke Aa., Moore J. // Macromolecules. 2010. V. 43. № 22. P. 9277.
  12. Starikova T.Y., Surin N.M., Borshchev O.V., Pisarev S.A., Svidchenko E.A., Fedorov Y.V., Ponomarenko S.A. // J. Mater. Chem. C. 2016. V. 4. № 21. P. 4699.
  13. Borshchev O., Surin N., Skorotetcky M., Ponomarenko S. // INEOS OPEN. 2019. V. 2. № 4. P. 112.
  14. Skorotetcky M., Surin N., Borshchev O., Ponomarenko S. // Mendeleev Commun. 2017. V. 27. № 4. P. 377.
  15. Ponomarenko S., Surin N., Skorotetcky M., Borshchev O., Pisarev S., Svidchenko E., Fedorov Y., Molins F., Brixner T. // J. Mater. Chem. C. 2019. V. 7. P. 14612.
  16. Sidorenkov A., Borshchev O., Fazliakhmetov A., Luka-nov A., Lubsandorzhiev B., Lubsandorzhiev S., Nanza-nov D., Ponomarenko S., Skorotetcky M., Surin N., Svidchenko E., Ushakov N., Voronin D. // Eur. Phys. J. C. 2022. V. 82. P. 1038.
  17. Borshchev O., Kleymyuk E., Surin N., Svidchenko E., Fedorov Y., Dmitryakov P., Chvalun S., Ponomarenko S. // Org. Photonics Photovolt. 2017. V. 5. P. 1.
  18. Muzafarov A., Tatarinova E., Vasilenko N., Ignat’eva G. // Organosilicon Compounds. Amsterdam: Elsevier Acad. Press., 2017. P. 323. Ch. 8.
  19. Rebrov E., Leshchiner I., Muzafarov A. // Macromolecules. 2012. V. 45. № 21. P. 8796.
  20. Serkova E., Krasnova I., Milenin S., Selezneva E., Tatarinova E., Boldyrev K., Korlyukov A., Zubavichus Y., Buzin M., Serenko O., Shifrina Z., Muzafarov A. // Polymer. 2018. V. 138. P. 83.
  21. Luponosov Y., Ponomarenko S., Surin N., Muzafarov A. // Org. Lett. 2008. V. 10. № 13. P. 2753.
  22. Boldyrev K., Tatarinova E., Meshkov I., Vasilenko N., Buzin M., Novikov R., Vasil’ev V., Shtykova E., Feigin L., Bystrova A., Chvalun S., Muzafarov A. // Polymer. 2019. V. 174. P. 159.
  23. Pongkittiphan V., Theodorakis E., Chavasiri W. // Tetrahedron Lett. 2009. V. 50. P. 5080.
  24. Savela R., Zawartka W., Leino R. // Organometallics. 2012. V. 31. P. 3199.
  25. Skorotetcky M., Borshchev O., Cherkaev G., Ponomarenko S. // Russ. J. Org. Chem. 2019. V. 55. P. 25.
  26. Főrster T. // Discuss. Faraday Soc. 1959. V. 27. P. 7.

补充文件

附件文件
动作
1. JATS XML
2.

下载 (151KB)
3.

下载 (73KB)
4.

下载 (89KB)
5.

下载 (429KB)
6.

下载 (295KB)
7.

下载 (221KB)

版权所有 © М.С. Скоротецкий, О.В. Борщев, Е.А. Клеймюк, Е.А. Свидченко, Н.М. Сурин, С.А. Пономаренко, 2023