Push-pull systémy na bázi pyridinium betainů.

Ing. David Miklík

Bachelor's thesis

Push-pull systems based on pyridinium betaines.

Abstract:

Byla provedena literarni re.er.e mapujici vyu.iti a synteticke postupy vedouci k push-pull system.m na bazi pyridinium betain.. Vyu.iti t.chto latek spo.iva p.edev.im v jejich NLO vlastnostech. Synteticka .ast teto prace se konkretn. zabyva pyridinium betainy, ktere maji ve sve struktu.e jako elektron-donor N,N-dialkylamino skupinu a jsou propojeny r.znymi konjugovanymi cestami (?Î-linker). 1-methyl-4-N,N-dialkylaminopyridinium jodid (1) lze obecn. p.ipravit jednokrokovou syntezou. Tento postup byl v experimentalni .asti aplikovan pro p.ipravu konkretniho derivatu 1-methyl-4-N,N-dimethylaminopyridinium jodidu (26). 1-methyl-4-[4'-(N,N-dialkylamino)fenylethynyl]pyridinium jodid (2) lze obecn. p.ipravit ve t.ech krocich. Tento postup take ov..en v experimentalni .asti p.ipravou konkretniho derivatu 1-methyl-4-[4'-(N,N-dimethylamino)fenylethynyl]pyridinium jodidu (28). Analogicky byly ov..eny postupy pro p.ipravu 1-methyl-4-[2-(4'-N,N-dialkylaminofenyl)diazo] pyridinium jodidu (3) a 1-methyl-4-(4'-N,N-dialkylaminofenyl)pyridinium jodidu (4) na konkretnich derivatech 1-methyl-4-[2-(4'-N,N-dimethylaminofenyl)diazo] pyridinium jodidu (30) a 1-methyl-4-(4'-N,N-dimethylaminofenyl)pyridinium jodidu (32).

Abstract:

A literature search focusing on the utilization and the synthesis of push-pull systems based on pyridinium betaines has been carried out. The utilization of these compounds is based on their NLO properties. The synthetic part of this work focuses mainly on pyridinium betaines substituted with electron-donor N,N-dialkylamino group and linked through different đ-linkers. 1-methyl-4-N,N-dialkylaminopyridinium iodide (1) can be prepared in a one-step synthesis. This was experimentally verified in the preparation of specific derivate 1-methyl-4-N,N-dimethylaminopyridinium iodide (26). 1-methyl-4-[4'-(N,N-dialkylamino)phenylethynyl]pyridinium iodide (2) can be prepared in a three-step synthesis. This was also verified in the preparation of 1-methyl-4-[4'-(N,N-dimethylamino)phenylethynyl]pyridinium iodide (28). Analogical preparations of 1-methyl-4-[2-(4'-N,N-dialkylaminophenyl)azo] pyridinium iodide (3) and 1-methyl-4-(4'-N,N-dialkylaminophenyl)pyridinium iodide (4) were also verified in preparation of 1-methyl-4-[2-(4'-N,N-dimethylaminophenyl)azo] pyridinium iodide (30) and 1-methyl-4-(4'-N,N-dimethylaminophenyl)pyridinium iodide (32) respectively. Keywords: push-

Keywords

push-pull, pyridinium betainy, NLO, syntéza, rešerše

Language used: Czech

Date on which the thesis was submitted / produced: 29. 6. 2012

Thesis defence

• Date of defence: 27. 8. 2012
• Supervisor: doc. Ing. Filip Bureš, Ph.D.

University of Pardubice

Faculty of Chemical Technology

Bachelor programme / field:
Farmacochemistry and Medicinal Materials / Farmacochemistry and Medicinal Materials