Otrzymywanie i właściwości fotoczułych, organicznych i hybrydowych (nieorganiczno-organicznych) materiałów polimerowych z chromoforowym ugrupowaniem diazenylowym

R. Janik; S. Kucharski

Published : 2022-09-01

Vol. 50 No. 7-8 (2005)

Synthesis and properties of photosensitive organic and hybrid (inorganic-organic) polymer materials containing chromophoric diazene moiety

R. Janik S. Kucharski

Abstract

Two methods of the synthesis of new photosensitive methacrylate polymers (PM) or hybrid polymer materials (PH) containing chromophoric diazene moieties of structures described by general Formulas (I), (II) or (III) were presented. The first one (Scheme A) was based on radical polymerization of chromophoric methacrylate monomer (MM) or copolymerization of this monomer with a non-chromophoric MM in solution. An alternative way to get the title polymers was modification of non-chromophoric polymers by coupling reaction of diazonium salts with dialkylaminophenyl group present in the side chain of the polymers (Scheme B). The yield of the synthesis of chromophoric PM was above 70 %, their number average molecular weight was in the range 3400-23000 and polydispersity was 1.1-3.0. All PM obtained (homo-, co- and terpolymers) were able to form transparent photosensitive films on glass substrates. The photosensitive PH materials (XV) were obtained via sol-gel process. The first step of the process was reaction of the free OH groups containing monomers (IV) (Scheme A) or co- and terpolymes PH [(X), R5 or R6 = CH2CH2OH; Scheme A] with 3-(triethoxysilyl)propyl isocyanate (ICTESP) followed by co-hydrolysis and condensation reaction of the resulting carbamate with tetraethoxysilane. The sol obtained was deposited onto glass plates and hardened to transparent glassy film at ca. 120 oC. The chromophoric methacrylate polymers showed reverse trans-cis isomerization [reaction (5); Fig. 1] in solutions and in thin films under illumination with light. The course of isomerization was dependent on the kind of material containing the chromophore moiety and reaction environment (solution, film). The organic and hybrid polymer glass showed ability to form holographic grating on the films in two beam coupling arrangement with using green laser (532 nm) use. The grating formation was reversible at relatively short illumination period but relatively stable when prolonged beam interference caused thickness gradient in the film. Both types of the gratings could be used in holographic data recording. Detail characteristics of PM and PH obtained (chemicals structure, yield of synthesis, values of Mn, Mw/Mn, Tg as well as parameters describing trans"cis isomerization) are given in Table 1.

Keywords

polimery metakrylanowe chromoforowe ; polimery hybrydowe chromoforowe ; synteza ; chromofory diazenylowe ; fotoizomeryzacja ; tworzenie siatki holograficznej chromophoric methacrylate polymers ; chromophoric hybrid polymers ; synthesis ; diazene chromophores ; photoisomerization ; holographic grating formation

Details

References

Statistics

Authors

Download files

PDF (Język Polski)

Zasady cytowania

Janik, R., & Kucharski, S. (2022). Synthesis and properties of photosensitive organic and hybrid (inorganic-organic) polymer materials containing chromophoric diazene moiety. Polimery, 50(7-8), 570–580. Retrieved from https://ichp.vot.pl/index.php/p/article/view/1665

References

Praca zbiorowa: "Nonlinear Optics of Organie Molecules and Polymers" (red. Nalwa H. S., Myiata S.), CRC Press, Boca-Raton-NY-London-Tokyo, 1997.

2. Praca zbiorowa: "Polymers for Second-Order Nonlinear Opties" (red. Lindsay G. A, Singer K. D.), ACS Symposium Series, tom. 601, ACS, Washington, DC, 1995.

3. Praca zbiorowa: "Handbook of Organie-Inorganie Hybrid Materials and Nanocomposites", tom 1. "Hybrid Materials" (red. Nalwa H. S'), ASP, California,2003.

4. Burland D. M., Miller R D., Walsh C A: Chem. Rev. 1994,94,3l.

5. Moerner W. E., Silence S. M.: Chem. Rev. 1994,94,127.

6. Ruhmann R, Zschuppe v., Dittmer M., Wolff D.: Makromol. Chem. 1992,193,3073.

7. Stumpe J., Lasker L., Fischer T., Rutloh M., Kostromin S., Ruhmann R: Thin Solid Films 1996,284-285, 252.

8. Haitjema H. J., Buruma R, Alberda Van Ekenstein G. O. R, Tan Y. Y., Challa G.: Eur. Polym. J. 1996, 32, 1437.

9. Czapla S., Ruhmann R, Rubner J., Zschuppe v., Wolff D.: Makromol. Chem. 1993,194,243.

10. Altomare A, Andruzzi L., Ciardelli E, Solaro R, Mirelli N.: Makromol. Chem. Phys. 1999,200, 60l.

11. Iftime G., Natansohn A, Rochon P.: Macromolecules 2002,35,365.

12. Choi D. H., Kim J. H.: Polym. Bull. 2001,46,395.

13. Ho Mei-Sing, Natansohn A, Rochon P.: Macromolecules 1996,29,44.

14. Meng X., Natansohn A, Barrett C, Rochon P.: Macromolecules 1996,29,946.

15. Ho Mei-Sing, Natansohn A., Barrett C, Rochon P.: Can. J. Chem. 1995,73,1773.

16. Xie S., Natansohn A, Rochon P.: Macromolecules 1994,27,1885.

17. Natansohn A, Rochon P., Gosselin J., Xie S.: Macromolecules 1992,25,2268.

18. Cross E. M., White K. M., Moshrefzadeh R. S., Francis C v: Macromolecules 1995, 28, 2526.

19. Springer J., Leitner M. B., Ruhmann R.: Polimery 1999,44,13.

20. Barrett C, Choudhury B., Natansohn A., Rochon P.: Macromolecules 1998,31,4845.

21. Ho Mei-Sing, Barrett C, Paterson J., Esteghamatian M., Natansohn A., Rochon P.: Macromolecules 1996, 29,4613.

22. Zhang Y., Wada T., Sasabe H.: J. Mater. Chem. 1998,8, 809.

23. Bogdal D., Stêpieñ L, Sanetra J., Gondek E.: Polimery 2003,48,111.

24. Janik R., Kucharski S., Kubaińska A., Łyko B.: Polish J. Chem. 2001,75,241.

25. Marino L G., Bersani D., Lottici P. P.: Opt. Mater. 2000 15,175.

26. Marino L G., Bersani D., Lottici P. P.: Opt. Mater. 2001 15,279.

27. Tamai N., Miyasaka H.: Chem. Rev. 2000, IDO, 1877.

Google Scholar

Citing articles via

Statistics

Total abstract views : 0

PDF Downloads : 0

R. Janik ryszard.janik@pwr.wroc.pl

Affiliation
Politechnika Wrocławska, Instytut Technologii Organicznej i Tworzyw Sztucznych, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław

S. Kucharski

Affiliation
Politechnika Wrocławska, Instytut Technologii Organicznej i Tworzyw Sztucznych, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław