Quinacridone quaternary ammonium salt compound and preparation method and application thereof
A technology of quaternary ammonium salts and quinacridones, which is applied in the field of quinacridone quaternary ammonium salts and their preparation, and can solve problems such as insoluble quinacridone, high temperature, and difficult purification of quinacridone , to achieve the effect of inhibiting copper deposition, increasing cathode polarization, and simple preparation method
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Embodiment 1
[0055]
[0056] 2,9-Dimethyl-quinolino[2,3-b]-acridine-5,12-dihydro-7,14-dione (3.40g, 10mmol), 1,6-dibromohexyl Alkanes (12.20g, 50mmol), sodium hydride (1.20g, 50mmol) and 50mL solvent tetrahydrofuran were mixed together in a 150mL pressure bottle, heated and stirred under reflux for 24h, and the solid was removed by suction filtration with a suction filter bottle, and the obtained filtrate was rotary evaporated The solvent was removed, and the crude product was obtained and subjected to silica gel column chromatography, dichloromethane:petroleum ether=1:1 as developing solvent, to obtain solid compound A-14.33g, yield 65%.
[0057]
[0058] 2,9-dimethyl-5,12-bis(6-bromohexyl)-quinolino[2,3-b]-acridine-5,12-dihydro-7,14-dione is A-1 (3.33g, 5mmol), trimethylamine hydrochloride (2.39g, 25mmol), sodium bicarbonate (2.10g, 25mmol) and 30mL of acetonitrile solvent were mixed together in a 120mL reaction flask, heated and stirred under reflux for 12h, After the reaction so...
Embodiment 2
[0062] The effect of compound B-1 on the current density of copper ion deposition was tested.
[0063] Preparation one containing 60g / L CuSO 4 ·5H 2 O, 200g / L H 2 SO 4 , 50mg / L chloride ion copper sulfate solution, with Pt rotating electrode as working electrode, platinum rod as counter electrode and Ag / AgCl as reference electrode, under the situation that rotating speed is 2000 revolutions, in the above-mentioned copper sulfate solution containing chloride ion Add different concentrations (concentrations are 0, 2, 4, 6, 8, 10 μmol / L respectively, compound B-1 is dissolved in deionized water) the compound B-1 solution prepared in Example 1, and make cathodic polarization curve test. Such as figure 1 as shown, figure 1 It is the polarization curve of the electrolyte containing different concentrations of compound B-1, and the scanning speed is 2mVs -1 . Compound B-1 prepared according to Example 1 is at different concentrations, on the copper material surface to the inh...
Embodiment 3
[0066] The ability of compound B-1 to inhibit the deposition of copper ions was tested.
[0067] Preparation one containing 60g / L CuSO 4 ·5H 2 O, 200g / L H 2 SO 4 , 50mg / L chloride ion copper sulfate solution, with Pt rotating electrode as working electrode, platinum rod as counter electrode and Ag / AgCl as reference sink electrode, under the situation that rotating speed is 2000 revolutions, in above-mentioned copper sulfate solution containing chloride ion Add different concentrations (0, 2, 4, 6, 8, 10 μmol / L respectively, compound B-1 is dissolved in deionized water) of the compound B-1 solution prepared in Example 1 to the solution for cyclic voltammetry Curve test. Such as image 3 as shown, image 3It is the cyclic voltammetry curve of the influence of different concentrations of compound B-1 on copper deposition, the compound B-1 prepared according to Example 1 is at different concentrations, the inhibitory effect on copper ion deposition on the surface of copper m...
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