Cross-linking agent of phenylboronic acid group, preparation method and multiple sensitive hydrogel preparation method
The technology of a crosslinking agent and phenylboronic acid, which is applied in the field of polymer functional gels, can solve the problems of difficulty in product purification and separation, limited research and application, complicated preparation process, etc., and achieves simple and controllable preparation process and cheap and easy-to-obtain raw materials. , the effect of simple process
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Embodiment 1
[0035] Embodiment 1: the preparation of cross-linking agent two (3-dihydroxyboryl benzoic acid) cystamine
[0036] (4.98g, 30mmol) 3-carboxyphenylboronic acid, and (2.0g, 10.6mmol) (1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride) (EDC) and (1.4g, 12.2mmol) (N-hydroxysulfosuccinimide) (NHS) was dissolved in 100mL of sodium phosphate standard buffer solution with pH = 6.86, after stirring at room temperature to dissolve, add (2.2g, 5mmol) cystamine , continue to stir to dissolve all the reactants completely, and react at a temperature of 5-60°C for about 2-24 hours, a large amount of white turbidity appears in the solution, filter, wash with water, and dry in vacuum to obtain a white solid product.
[0037] The product yield based on cystamine is about 92.8%. The resulting product was characterized by NMR, as shown in the attached figure 2 Shown, NMR 1 H-NMR (300M, CD 3 OD): δ=3.00ppm (t, 4H), δ=3.72ppm (t, 4H), δ=7.43ppm (t, 2H); δ=7.82~7.89ppm (d, 4H); δ=8.19p...
Embodiment 2
[0038] Embodiment 2: the preparation of cross-linking agent two (3-dihydroxyboryl benzoic acid) cystamine
[0039] (3.32g, 20mmol) 3-carboxyphenylboronic acid, (1.5g, 8mmol) (1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride) (EDC), (1.35 g, 10mmol) of 1-hydroxybenzotriazole (HOBT) was dissolved in 100mL of pH=6.86 sodium phosphate standard buffer solution, after stirring at room temperature to dissolve, add (1.1g, 5mmol) cystamine, and continue to stir to make all the reactants Dissolve completely, react at 5-60°C for about 2-24 hours, a large amount of white turbidity appears in the solution, filter, wash with water, and vacuum-dry to obtain a white solid product.
Embodiment 3
[0040] Embodiment 3: the preparation of cross-linking agent two (3-dihydroxyboryl benzoic acid) cystamine
[0041] (1.66g, 10mmol) 3-carboxyphenylboronic acid, (1.5g, 8mmol) (1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride) (EDC), (1.4 g, 12.2mmol) (N-hydroxysulfosuccinimide) (NHS) was dissolved in 100mL of water, after stirring and dissolving at room temperature, (1.12g, 5mmol) cystamine hydrochloride was added, and stirring was continued to make all reactants completely Dissolve, react at 5-60°C for about 2-24 hours, a large amount of white turbidity appears in the solution, filter, wash with water, and dry in vacuum to obtain a white solid product.
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