PEG coupled heterocyclic compound and application thereof in acidic bright copper plating
A heterocyclic compound and compound technology are applied to the PEG-coupled heterocyclic compound and its application field in acid bright copper plating, which can solve the problems such as the easy imbalance of brightener components, and achieve the improvement of current density range, increase of solubility, Avoid the effect of precipitation
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Embodiment 1
[0038] A PEG-coupled heterocyclic compound is 4,5-dihydrothiazole-2-mercaptopolyethylene glycol 1000, which is obtained by substitution reaction between PEG1000 and 4,5-dihydrothiazole-2-thiol, and its structural formula is as follows:
[0039]
[0040] The synthesis method of the 4,5-dihydrothiazole-2-mercaptopolyethylene glycol 1000 is as follows: PEG1000 (0.12 mol), 4,5-dihydrothiazole-2-thiol (0.1 mol) and triphenyl Phosphorus (0.1 mol) was dissolved in 400 ml of dry tetrahydrofuran, and diisopropyl azodicarboxylate (0.12 mol) was slowly added dropwise at a temperature of 20-30°C; when 4,5-dihydrothiazole-2- After the thiol was completely converted, the reaction was stopped; the reaction mixture was concentrated, and the product was purified by recrystallization from the remaining viscous liquid ether with a yield of 80%.
Embodiment 2
[0042] A PEG-coupled heterocyclic compound, which is 1H-benzo[d]imidazole-2-dithiopolyethylene glycol 4000, is composed of PEG4000 and 2-dithio-1H-benzo[d]imidazole through a substitution reaction Obtained, the structural formula is as follows:
[0043]
[0044] The synthesis method of the 1H-benzo[d]imidazole-2-dithio PEG4000 is as follows: PEG4000 (0.12 mol), 2-dithio-1H-benzo[d]imidazole (0.1 mol), triphenyl Phosphate (0.1 mol) was dissolved in 400 ml of dry THF, and diisopropyl azodicarboxylate (0.12 mol) was slowly added dropwise at a temperature of 20-30°C; when 2-dithio-1H-benzene After [d] imidazole was completely converted, the reaction was stopped; the reaction mixture was concentrated, and the remaining viscous liquid ether was recrystallized and purified to obtain the product with a yield of 80%.
Embodiment 3
[0046] A PEG-coupled heterocyclic compound as sodium 3-(2-(6-(PEG8000)benzo[d]thiazol-2-yl)dithio)propane-1-sulfonate modified with methylsulfonic acid PEG8000 and sodium 3-(2-(6-hydroxy-benzo[d]thiazol-2-yl)dithio)propane-1-sulfonate were obtained by substitution reaction, the structural formula is as follows:
[0047]
[0048] The synthesis method of the sodium 3-(2-(6-(PEG8000)benzo[d]thiazol-2-yl)dithio)propane-1-sulfonate is as follows: PEG8000 (0.12 mol), sodium 3-(2-(6-hydroxy-benzo[d]thiazol-2-yl)dithio)propane-1-sulfonate (0.1 mol), sodium hydroxide (0.1 mol), dissolved in In 400 ml of dry tetrahydrofuran, heat to reflux for three hours; when 3-(2-(6-hydroxy-benzo[d]thiazol-2-yl)dithio)propane-1-sulfonate sodium is completely converted , to stop the reaction; the reaction mixture was concentrated, and the remaining viscous liquid ether was recrystallized and purified to obtain the product with a yield of 80%.
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