Skip to main content
Springer Nature Link
Log in

A Study of Novel Organic Optoelectronics Materials Based on Thiophene and Silicon by Time-of-Flight Laser Desorption/Ionization Mass Spectrometry

  • ARTICLES
  • Published:
Journal of Analytical Chemistry Aims and scope Submit manuscript

Abstract

The results of investigation of a variety of new organic semiconductors for optoelectronics based on thiophene and silicon by time-of-flight direct laser desorption/ionization mass spectrometry are presented. The peculiarities of the behavior of these species are analyzed. The main ionization route for many of the compounds was found to be the only formation of a molecular radical cation. For a small group of species, protonation and deprotonation were observed rather than the above path. However, there are some molecules for which several competing routes were detected, namely, the formation of a molecular radical cation, protonation, and deprotonation

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Subscribe and save

Springer+
from $39.99 /Month
  • Starting from 10 chapters or articles per month
  • Access and download chapters and articles from more than 300k books and 2,500 journals
  • Cancel anytime
View plans

Buy Now

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1.

Explore related subjects

Discover the latest articles, books and news in related subjects, suggested using machine learning.

REFERENCES

  1. Ponomarenko, S. and Krichmeyer, S., Adv. Polymer Sci., 2011, vol. 235, p. 33.

    Article  CAS  Google Scholar 

  2. Operamolla, A. and Farinola, G.M., Eur. J. Org. Chem., 2011, vol. 2011, no. 3, p. 423.

    Article  CAS  Google Scholar 

  3. Mishra, A., Ma, Ch.-Qi., and Bauerle, P., Chem. Rev., 2009, vol. 109, no. 3, p. 1141.

    Article  CAS  PubMed  Google Scholar 

  4. Ponomarenko, S.A., Extended Abstract of Doctoral (Chem.) Dissertation, Moscow: Enikolopov Inst. Synth. Polym. Mater., Russ. Acad. Sci., 2010.

  5. MALDI MS: A Practical Guide to Instrumentation, Methods and Applications, 2 Hillenkamp, F. and Peter-Katalinic, J., Eds., New York: Wiley, 2007.

  6. Kosevich, M.V., Chagovets, V.V., Shmigol, I.V., Snegir, S.V., Boryak, O.A., Orlov, V.V., Shelkovsky, V.S., Pokrovskiy, V.A., and Gomory, A., J. Mass Spectrom., 2008, vol. 43, no. 10, p. 1402.

    Article  CAS  PubMed  Google Scholar 

  7. Scholz, S., Corten, C., Walzer, K., Kuckling, D., and Leo, K., Org. Electron., 2007, vol. 8, no. 6, p. 709.

    Article  CAS  Google Scholar 

  8. Scholz, S., Walzer, K., and Leo, K., Adv. Funct. Mater., 2008, vol. 18, no. 17, p. 2541.

    Article  CAS  Google Scholar 

  9. Scholz, S., Meerheim, R., Lüssem, B., and Leo, K., Appl. Phys. Lett., 2009, vol. 94, no. 4, 043314.

    Article  CAS  Google Scholar 

  10. Woldegiorgis, A., von Kieseritzky, F., Dahlstedt, E., Hellberg, J., Brinck, T., and Roeraade, J., Rapid Commun. Mass Spectrom., 2004, vol. 18, no. 5, p. 841.

    Article  CAS  PubMed  Google Scholar 

  11. Soltzberg, L.J. and Patel, P., Rapid Commun. Mass Spectrom., 2004, vol. 18, no. 8, p. 1455.

    Article  CAS  PubMed  Google Scholar 

  12. Robb, D. and Blades, M.W., J. Am. Soc. Mass Spectrom., 1997, vol. 8, no. 12, p. 1203.

    Article  CAS  Google Scholar 

  13. Liu, J., Loewe, R.S., and McCullough, R.D., Macromolecules, 1999, vol. 32, no. 18, p. 5777.

    Article  CAS  Google Scholar 

  14. McCarley, T.D., Noble, Ch.O., Du Bois, C.J. IV, and McCarley, R.L., Macromolecules, 2001, vol. 34, no. 23, p. 7999.

    Article  CAS  Google Scholar 

  15. Ma, Zh., Qiang, L.-L., Fan, Q.-L., Wang, Y.-Y., Pu, K.-Y., Yin, R., and Huang, W., J. Mass Spectrom., 2007, vol. 42, no. 1, p. 20.

    Article  CAS  PubMed  Google Scholar 

  16. De Winter, J., Deshayes, G., Boon, F., Coulembier, O., Dubois, Ph., and Gerbaux, P., J. Mass Spectrom., 2011, vol. 46, no. 3, p. 237.

    Article  CAS  PubMed  Google Scholar 

  17. Zhang, J., Ellis, H., Yang, L., Johansson, E.M.J., Boschloo, G., Vlachopoulos, N., Hagfeldt, A., Bergquist, J., and Shevchenko, D., Anal. Chem., 2015, vol. 87, no. 7, p. 3942.

    Article  CAS  PubMed  Google Scholar 

  18. Ma, Ch.-Qi, Mena-Osteritz, E., Debaerdemaeker, T., Wienk, M.M., Janssen, R.A.J., and Bauerle, P., Angew. Chem., Int. Ed. Engl., 2007, vol. 46, no. 10, p. 1679.

    Article  CAS  Google Scholar 

  19. Mizukado, J., Sato, H., Chen, L., Suzuki, Ya., Yamane, Sh., Aoyama, Yo., Yoshida, Yu., and Suda, H., J. Mass Spectrom., 2015, vol. 50, no. 8, p. 1006.

    Article  CAS  PubMed  Google Scholar 

  20. Sauerland, V. and Schindler, R.N., Eur. J. Mass Spectrom., 1997, vol. 3, no. 9, p. 185.

    Article  CAS  Google Scholar 

  21. Sukharev, Yu.N., Sizoi, V.F., and Nekrasov, Yu.S., Org. Mass Spectrom., 1981, vol. 16, no. 1, p. 23.

    Article  CAS  Google Scholar 

  22. Knochenmuss, R., Mass Spectrosc. (Tokyo), 2013, vol. 2, no. 1 (special issue), S0006.

  23. Hoteling, A., Nichols, W.F., Giesen, D.J., Lenhard, J.R., and Knochenmuss, R., Eur. J. Mass Spectrom., 2006, vol. 12, no. 6, p. 345.

    Article  CAS  Google Scholar 

  24. Markov, V.Yu., Borschevsky, A.Ya., and Sidorov, L.N., Int. J. Mass Spectrom. Ion Processes, 2012, vols. 325–327, p. 100.

    Article  CAS  Google Scholar 

  25. Calba, P.J., Muller, J.F., and Inouye, M., Rapid Commun. Mass Spectrom., 1998, vol. 12, no. 22, p. 1727.

    Article  CAS  Google Scholar 

  26. Lou, X., Sinkeldam, R.W., van Houts, W., Nicolas, Y., Janssen, P.G.A., van Dongen, J.L.J., Vekemans, J.A.J.M., and Meijer, E.W., J. Mass Spectrom., 2007, vol. 42, no. 3, p. 293.

    Article  CAS  PubMed  Google Scholar 

  27. Lou, X., Spiering, A.J.H., de Waal, B.F.M., van Dongen, J.L.J., Vekemans, J.A.J.M., and Meijer, E.W., J. Mass Spectrom., 2008, vol. 43, no. 8, p. 1110.

    Article  CAS  PubMed  Google Scholar 

  28. Nagoshi, K., Inatomi, K., Osaka, I., and Takayama, M., Mass Spectrosc. (Tokyo), 2016, vol. 5, no. 1, A0048.

    Google Scholar 

  29. Funston, A.M., Silverman, E.E., Miller, J.R., and Schanze, K.S., J. Phys. Chem. B, 2004, vol. 108, no. 5, p. 1544.

    Article  CAS  Google Scholar 

  30. Abdelhamid, H.N., TrAC, Trends Anal. Chem., 2017, vol. 89, p. 68.

    Article  CAS  Google Scholar 

  31. Juhasz, P. and Costello, C.E., Rapid Commun. Mass Spectrom., 1993, vol. 7, no. 5, p. 343.

    Article  CAS  PubMed  Google Scholar 

  32. Lidgard, R. and Duncan, M.W., Rapid Commun. Mass Spectrom., 1995, vol. 9, no. 2, p. 128.

    Article  CAS  Google Scholar 

  33. McCarley, T.D., McCarley, R.L., and Limbach, P.A., Anal. Chem., 1998, vol. 70, no. 20, p. 4376.

    Article  CAS  Google Scholar 

  34. Macha, St.F., McCarley, T.D., and Limbach, P.A., Anal. Chim. Acta, 1999, vol. 397, nos. 1–3, p. 235.

    Article  CAS  Google Scholar 

  35. Boutaghou, M.N. and Cole, R.B., J. Mass Spectrom., 2012, vol. 47, no. 8, p. 995.

    Article  CAS  PubMed  Google Scholar 

  36. Robins, Ch. and Limbach, P.A., Rapid Commun. Mass Spectrom., 2003, vol. 17, no. 24, p. 2839.

    Article  CAS  PubMed  Google Scholar 

  37. Kumar, M.R., Raju, N.P., Reddy, T.J., Narahari, A., Reddy, M.J.R., and Vairamani, M., Rapid Commun. Mass Spectrom., 2005, vol. 19, no. 21, p. 3171.

    Article  CAS  Google Scholar 

  38. Aiello, I., Di Donna, L., Ghedini, M., La Deda, M., Napoli, A., and Sindona, G., Anal. Chem., 2004, vol. 76, no. 20, p. 5985.

    Article  CAS  PubMed  Google Scholar 

  39. Wyatt, M.F., Havard, S., Stein, B.K., and Brehton, A.G., Rapid Commun. Mass Spectrom., 2008, vol. 22, no. 1, p. 11.

    Article  CAS  PubMed  Google Scholar 

  40. Zhu, W., Wang, H.-Y., and Guo, Y.-L., J. Mass Spectrom., 2012, vol. 47, no. 3, p. 352.

    Article  CAS  PubMed  Google Scholar 

  41. Brune, D.C., Rapid Commun. Mass Spectrom., 1999, vol. 13, no. 5, p. 384.

    Article  CAS  Google Scholar 

  42. Kruegel, A. and Attygalle, A.B., J. Am. Soc. Mass Spectrom., 2010, vol. 21, no. 1, p. 112.

    Article  CAS  PubMed  Google Scholar 

  43. Handbook of Conducting Polymers, Scotheim, T.A., Reynolds, J.R., and Elsenbaumer, R.L., Eds., New York: Marcel Dekker, 1988.

    Google Scholar 

  44. Yasuda, A., Ishimaru, T., Nishihara, Sh., Sakai, M., Kawasaki, H., Arakawa, R., and Shigeri, Ya., Eur. J. Mass Spectrom., 2013, vol. 19, no. 1, p. 29.

    Article  CAS  Google Scholar 

  45. Thomas, J.J., Shen, Z., Blackledge, R., and Siuzdak, G., Anal. Chim. Acta, 2001, vol. 442, no. 2, p. 183.

    Article  CAS  Google Scholar 

Download references

ACKNOWLEDGMENTS

We are grateful to Professor A.T. Lebedev for useful advises in the discussion of the results obtained.

Author information

Authors and Affiliations

  1. Institute of Organoelement Compounds, Russian Academy of Sciences, 119991, Moscow, Russia

    A. P. Pleshkova

  2. Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 119991, Moscow, Russia

    E. S. Kuznetsova

Authors
  1. A. P. Pleshkova
    View author publications

    Search author on:PubMed Google Scholar

  2. E. S. Kuznetsova
    View author publications

    Search author on:PubMed Google Scholar

Corresponding author

Correspondence to A. P. Pleshkova.

Additional information

Translated by E. Rykova

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Pleshkova, A.P., Kuznetsova, E.S. A Study of Novel Organic Optoelectronics Materials Based on Thiophene and Silicon by Time-of-Flight Laser Desorption/Ionization Mass Spectrometry. J Anal Chem 73, 1292–1300 (2018). https://doi.org/10.1134/S1061934818130129

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1061934818130129

Keywords: