Leveling agent, metal electroplating composition containing leveling agent, preparation method and application thereof
A technology of metal electroplating and composition, applied in the field of metal electroplating composition and leveling agent, can solve the problems of lack, low impurity of plating layer, small surface roughness and the like
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preparation Embodiment 1
[0069] Preparation Example 1 Preparation of leveling agent 1
[0070] Tetrazole (100 mmol) and sodium hydride (11 mmol) were dissolved in 50 mL of anhydrous tetrahydrofuran. The mixture was stirred and cooled in an ice bath for 2 hours until hydrogen evolution ceased. 1,4-Dibromobutane (50 mmol) was added and the mixture was stirred at room temperature for 12 hours. After removing the precipitate, the solvent was removed to obtain 1,4-bis(tetrazolyl)butane.
[0071] 1,4-Bis(tetrazolyl)butane (10 mmol) and 1,4-dibromobutane (10 mmol) were dissolved in dimethylformamide and the mixture was heated at 100°C for 24 hours. The resulting precipitate (leveler 1) was collected by filtration and washed with ethyl acetate. Mn was found to be 4,016 and Mw was found to be 6,506.
preparation Embodiment 2
[0072] Preparation Example 2 Preparation of leveling agent 2
[0073] Methyl tetrazole (100 mmol) and sodium hydride (11 mmol) were dissolved in 50 mL of anhydrous tetrahydrofuran. The mixture was stirred and cooled in an ice bath for 2 hours until hydrogen evolution ceased. 1,4-Dibromobutane (50 mmol) was added and the mixture was stirred at room temperature for 12 hours. After removing the precipitate, the solvent was removed by evaporation to obtain 1,4-bis(methyltetrazolyl)butane.
[0074] Dissolve 1,4-bis(methyltetrazolyl)butane (1.16g, 4mmol), 1,4-bis(tetrazolyl)butane (1.14g, 6mmol) and 1,4-dibromobutane The mixture was heated in dimethylformamide at 100°C for 24 hours. The resulting precipitate (leveler 2) was collected by filtration and washed with ethyl acetate. According to the NMR results, the molar ratio of methyl tetrazolyl to tetrazolyl in product 1 was 0.75. Mn was found to be 4,102 and Mw was found to be 15,304.
preparation Embodiment 3
[0075] Preparation Example 3 Preparation of leveling agent 3
[0076]Methyl tetrazole (4 mmol), tetrazole (6 mmol) and sodium hydride (11 mmol) were dissolved in 50 mL of anhydrous tetrahydrofuran. The mixture was stirred and cooled in an ice bath for 2 hours until hydrogen evolution ceased. 1,4-Dibromobutane (50 mmol) was added and the mixture was stirred at room temperature for 12 hours. After removing the precipitate by filtration, 50 ml of dimethylformamide and 10.8 g of 1,4-dibromobutane (50 mmol) were added. The mixture was heated at 100°C for 24 hours. The resulting precipitate (leveler 3) was collected by filtration and washed with ethyl acetate. According to the NMR results, the molar ratio of methyl tetrazolyl to tetrazolyl in product 2 was 1.12. Mn was found to be 3,224 and Mw was found to be 11,583.
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