Preparation of squaraine dye-sensitized nanocrystalline film electrode
A technology of dye sensitization and squaraine, applied in nanostructure manufacturing, nanotechnology, nanotechnology, etc., can solve the problems of many by-products and difficult product separation
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Embodiment 1
[0035] Intermediate 1: Synthesis of 2,3,3-trimethyl-3H-indoleacetic acid
[0036]
[0037] Mix 3.2g (0.02mmol) of p-aminophenylacetic acid and 10ml of concentrated hydrochloric acid. 10ml of ice water was added dropwise into an ice solution containing sodium nitrite (1.38g, 0.02mol) at 0°C, reacted at 0°C for 1 hour, filtered rapidly, and collected the filtrate. Drop into 10ml of hydrochloric acid solution containing stannous chloride dihydrate (23.00g, 0.06mol) at 0°C, stir for 1 hour, then freeze overnight, filter the reaction solution the next day, and use saturated sodium chloride solution, petroleum The mixture of ether and diethyl ether (2:1:1) was washed to obtain a pink solid, 3.0 g, yield 60%.
Embodiment 2
[0039]Intermediate 2: Synthesis of 1-carboxypentyl-5-carboxymethyl-2,3,3-trimethyl-3H-indole-bromide salt
[0040]
[0041] Add 3.2g (20mmol) 2,3,3-trimethyl-3H indole acetic acid and 6.44g (20mmol) 1-iodoethane-3,5-dinitrobenzene and 10ml toluene into a 100ml round bottom flask, Under the protection of nitrogen, reflux and stir at 110° C. for 14 hours, let it stand still, precipitates out, and filter to obtain a filter cake. Alternate washing with diethyl ether and acetone gave 2.3 g of a red solid with a yield of 50%.
Embodiment 3
[0043] Intermediate 3: Synthesis of 1-p-carboxybenzyl-5-carboxymethyl-2,3,3-trimethyl-3H-indole bromide
[0044]
[0045] Mix 3.2g (20mmol) of intermediate 1, 3.4g (20mmol) of p-carboxybenzyl bromide, and 10ml of toluene, under nitrogen protection, reflux and stir at 110°C for 14 hours, let stand, precipitate out, and collect the solid. Washed alternately with ether and acetone to obtain 2.3 g of a red solid with a yield of 50%.
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