Phenolphthalein-based hydrochromic molecular switch as well as preparation method and application thereof
A water-induced color change and molecular switch technology, applied in the field of supramolecular chemistry, can solve the problems of lack of chromophores, etc., and achieve the effects of cheap raw materials, fast anion response, and simple synthesis
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Embodiment 1
[0034] Example 1: Preparation of molecular switch 1e by condensation reduction of phenolphthalein tetraaldehyde and n-propylamine
[0035] Synthesis steps: phenolphthalein tetraaldehyde b (1290mg, 3mmol), n-propylamine (708mg, 12mmol) were dissolved in 50mL of acetonitrile solution, refluxed at 90°C for 24h, spin-dried to remove the organic solvent to obtain yellow powder d. The yellow powder was dissolved in ethanol (60 mL), and stirred under reflux at 80°C. Weigh 5.4g of sodium borohydride powder, dissolve in ethanol solution batch by batch and slowly add to the above solution, and continue the reflux reaction for 24h. After cooling to room temperature and spinning to remove ethanol, 80 mL of deionized water was added and stirred at room temperature for 4 h, and the organic phase was extracted with dichloromethane, and the target product 1e was obtained by spinning.
[0036] H NMR spectrum see figure 2 , see the hydrochromic diagram image 3 , the recognition diagram of ...
Embodiment 2
[0037] Example 2: Molecular switch 2e prepared by condensation and reduction of phenolphthalein tetraaldehyde and cyclohexylamine
[0038]Synthesis steps: phenolphthalein tetraaldehyde b (1290mg, 3mmol), cyclohexylamine (1188mg, 12mmol) were dissolved in 50mL of acetonitrile solution, refluxed at 90°C for 24h, spin-dried to remove the organic solvent to obtain yellow powder d. The yellow powder was dissolved in ethanol (60 mL), and stirred under reflux at 80°C. Weigh 5.4g of sodium borohydride powder, dissolve in ethanol solution batch by batch and slowly add to the above solution, and continue the reflux reaction for 24h. After cooling to room temperature and spinning to remove ethanol, 80 mL of deionized water was added and stirred at room temperature for 4 h, the organic phase was extracted with dichloromethane, and the target product 2e was obtained by spinning.
[0039] H NMR spectrum see Figure 5 , see the hydrochromic diagram Figure 6 , the recognition diagram of a...
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