Emitting polymers

A mixture consisting of 2,7-bis(thien-2-yl)-9,9-dipropylfluorene (5.55 mmol) dissolved in 25 ml of CCI3H was slowly treated with A-bromosuccinimide (12 mmol) and then refluxed for 1 hour. Thereafter the solution was diluted with 100 ml of CH2CI2, washed with 100 ml of water, 150 ml of 20% hydrochloric acid, 50 ml of saturated aqueous sodium bisulphite solution, and dried with MgS04. The mixture was concentrated then purified by re-crystallization using ethanol/CH2Cl2, and the product was isolated in 86% yield as yeUow-green crystals, MP = 160-165°C. 

Preparation of 2,7-bis(5- 4-[5-(l-allylbut-3-enyloxycarbonyl)pentyloxy] phenyl thien-2-yl)-9,9-dipropylfluorene 

A mixture of the Step 3 product (1.0mmol), l,6-heptadienyl-6-bromohexanoate (2.7 mmol), and potassium carbonate (3.6 mmol) dissolved in 25 ml of acetonitrile was refluxed for 20 hours, filtered, and the precipitate isolated and rinsed with 230 ml of CH2CI2. The solution was concentrated onto silica gel and purified by column chromatography using CH2Cl2/hexane, 1 1. The solid was re-crystallized 

TABLE 1. Selected light-emitting pre-polymers prepared according to the current invention. 

The preparation of the Step 1 reagent, 2,7-bis(thien-2-y l)-9,9-dipropy Ifluorene, (I), was provided by the author [1] as illustrated below. 

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Motivated by these considerations, our research group in Groningen has started investigating model compounds that are analogous to the chromophorcs in light-emitting polymers, in particular the copolymers that have recently been described [16]. 

Shimoda, T. et al. 1999. Multicolor pixel patterning of light-emitting polymers by ink-jet printing. Tech. Digest of SID 99. pp. 376-379. 

Morii, K. et al. 2000. Characterization of light-emitting polymer devices prepared by ink-jet printing. Proc. 10th Int. Workshop on Inorganic and Organic Electroluminescence. pp. 357-360. 

Shimoda,T. Kanbo, S. Kobayashi, H. Seki, S. Kiguchi, H. Yudasaka, I. Kimura, M. Miyashita, S. Friend, R. Burroughes, J. Towns, C. 1999. Multicolor pixel patterning of fight-emitting polymers by ink-jet printing. SID Symp. Dig. Tech. Papers 30 376-379. 

MT Bernius, M Inbasekaran, J O Brien, and W Wu, Progress with light-emitting polymers, Adv. Mater., 12 1737-1750, 2000. 

Reviews Covering the Synthesis and Application of Light-Emitting Polymers... 

Light-emitting polymers increasing promise W.C. Holton Solid State Technol., 40 163-169... 

The electroluminescence of organic materials 2000 Progress in light-emitting polymers... 

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