Through Knoevenagel synthesis of coumarines to methcrylate monomers containing optical active groups

Bogdał, D.; Stępień, I.; Pajda, M.

Artykuł - szczegóły

Tytuł artykułu

Through Knoevenagel synthesis of coumarines to methcrylate monomers containing optical active groups

Autorzy

Bogdał D. , Stępień I. , Pajda M.

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Języki publikacji

Abstrakty

Coumarines are compounds originating from the nature, used in many areas such as cosmetics, seasonings, pharmaceutics, and photochemistry. There are many developed methods of coumarines synthesis, e.g. Pechman reaction, Perkin reaction, Knoevenagel condensation and many others. Since coumarine derivatives have been studied in our laboratory, we have investigated their synthesis through Knoevenagel condensation. 3-carboxycoumarines were synthesized from appropriate hydroxybenzealdehydes and then their methacrylate monomers were synthetised using 2-hydroxyethyl methacrylate. All compounds were identified by GC-MS and IR and gave satisfactory results in comparison with authentic samples. Described in this paper series of monomers were copolymerised with other monomers to give photo- and electroluminescent copolymers.

Słowa kluczowe

Knoevenagel reaction methacrylates coumarines

reakcja Knoevenagela metakrylanty kumaryny kumaryna

Wydawca

West Pomeranian University of Technology. Publishing House

Czasopismo

Polish Journal of Chemical Technology

Rocznik

2003

Tom

Vol. 5, nr 3

Strony

90--92

Opis fizyczny

Bibliogr. 19 poz., rys., tab.

Twórcy

autor

Bogdał D.

autor

Stępień I.

autor

Pajda M.

Department of Chemistry, Politechnika Krakowska, ul. Warszawska 24, 31-155 Kraków, Poland, (012) 628 25, e-mail: pcbogdal@cyf-kr.edu.pl

Bibliografia

(1) O'Kennedy R., Thomes R.D., Coumarins: Biology, Applications and Mode of Action, Wiley & Sons, Chichester, 1997.
(2) (a) Beneteau v., Besson T., Guillard J., Leonce S., Pfeifer B., Eur. J. Med. Chem., 1999, 34, I 053, (b) Beneteau V., Pierre A., Pfeifer B., Renard P., Besson T., Bioorg. Med. Chem. Lett., 2000,10, 2231 , (c) Lamazzi C., Leonce S., Pfeifer B., Renard P., Guillaumet G., Rees C.W., Bioorg. Med. Chem. Lett., 2000,10, 2183.
(3) Maeda M., Laser Dyes, Academic Pres, New York.
(4) Perkin W.H., J. Chem. Soc., 1868,53.
(5) Pechmann H., Ber., 1884, 17, 929.
(6) Pechmann H., Duisberg C., Ber., 1883, 16, 2119.
(7) Knoevenagel, E., 1898, 31, 2585, 2596.
(8) Sonn A., Ber. 1917, 50, 1292.
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(10) Badhwar I.C., Baker W., Mennon B.K., Venkatraman K., J. Chem. Soc., 1931, 1541.
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(12) Kostanecki S., Różycki A., Ber., 1901, 34, 102.
(13) Chakravarti D., Majumdar B., J. Indian Chem. Soc. 1938, 15, 136.
(14) Bogdał D., Stępień I., Sanetra J., Gondek E., Polimery 2003, 48, 111.
(15) D. Bogdał, Polimery 1999,44,555; Bogdał D., Boroń A., Polirnery, 1999, 44, 646; Bogdał D., Pielichowski J., Pielichowski K., Warzała M., Łukasiewicz M., Polimery, 2000, 45, 363.
(16) Loupy A., Petit A., Hamelin J., Texier-Boullet F., Jacquault P., Mathe D. Synthesis 1998, 1213.
(17) Bogdał D.: Wiad. Chem. 1999, 53, 66.
(18) Deshayes S., Liagre M., Loupy A., Luche J.L., Petit A.: Tetrahedron, 1999, 55, 10851.
(19) (a) Bogdał D., Stępień I, Sanetra J., Gondek E., Polimery 2003,48, III , (b) Sanetra J.,Bogdał D., Warzała M., Boroń A., Chem. Mat., 2002, 14,89; (c) Sanetra J., Bogdał D., Nizioł S., Armatys P., Pielichowski J., Synth. Met., 2001, 121; (d) Bogdał D., Warzała M., Pielichowski J, Sanetra J., Polimery 1999, 44,146.

Typ dokumentu

Bibliografia

Identyfikator YADDA

bwmeta1.element.baztech-article-BPS3-0002-0111