Fluorescent star-like polymer as well as preparation method and application thereof
A technology of star-shaped polymers and fluorescence, applied in other methods of inserting foreign genetic materials, chemical instruments and methods, luminescent materials, etc., can solve problems such as poor water solubility and affect applications, and achieve good biocompatibility and good applications value, low cytotoxic effect
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Embodiment 1
[0044] Example 1 Synthesis of star-shaped PAEMA (polyaminoethyl methacrylate) using ATRP polymerization method
[0045] 1.1 Synthesis of PDI-OH (compound 1)
[0046] 4Cl-PDI (1.70g, 2mmol), p-hydroxyphenethyl alcohol (2.76g, 20mmol) and K 2 CO 3 (1.38g, 10mmol) was added to a 250mL three-necked flask, and 80mL of NMP (N-methylpyrrolidone) was added to completely dissolve the reactant. Then pass nitrogen gas for 15 minutes, remove the air, put the flask into a 90°C oil bath to start the reaction, monitor the reaction degree by thin-layer chromatography, and stop the reaction after 24 hours. The reactant was precipitated in a mixed solution of water / methanol / concentrated hydrochloric acid (v / v / v=5:40:2), and NMP was removed by suction filtration to obtain a crude product. Using ethyl acetate as the eluent, it was separated by column chromatography to finally obtain 2.20 g of the product (compound 1), with a yield of 88%.
[0047]
[0048] Compound 1
[0049] 1.2 Synthesi...
Embodiment 2
[0078] Synthesis of embodiment 2 fluorescent star polymer 3 (n=50)
[0079]Add initiator compound 2 (17.6mg, 9.6μmol), catalyst CuBr (5.5mg, 38.4μmol), monomer Boc-AEMA (880mg, 3.84mmol) into a 25mL reaction tube, dissolve with 2mL 2-butanone, and process 3 times The freezing pumping process achieves the purpose of deoxygenation. The ligand DTB-bipy (20.6 mg, 76.8 μmol) is added under the protection of an inert gas, and then sealed with a rubber stopper. After stirring CuBr and the ligand are completely complexed, the reaction tube is Add to 65 ° C oil bath to start the reaction. After 50 minutes of reaction, the reactant passed through a neutral alumina column to remove the catalyst, and then precipitated three times in a mixed solvent of methanol and water (v:v=1:1), dried in vacuum to constant weight, and obtained 430 mg fluorescent star polymerization Object 3 (chain length n=50).
[0080] Deprotection of fluorescent star polymer 3 (n = 50): Take 400 mg fluorescent star ...
Embodiment 3
[0081] Synthesis of embodiment 3 fluorescent star polymer 3 (n=1)
[0082] Add initiator compound 2 (35.2 mg, 19.2 μmol), catalyst CuBr (11 mg, 76.8 μmol), monomer Boc-AEMA (880 mg, 3.84 mmol) into a 25 mL reaction tube, dissolve with 2 mL of 2-butanone, and freeze 3 times The pumping process achieves the purpose of deoxygenation. The ligand DTB-bipy (20.6 mg, 76.8 μmol) is added under the protection of an inert gas, and then sealed with a rubber stopper. After stirring CuBr and the ligand are completely complexed, the reaction tube is added The reaction was started in an oil bath at 65°C. After 5 minutes of reaction, the reactant was passed through a neutral alumina column to remove the catalyst, and then precipitated in a mixed solvent of methanol and water (v:v=1:1) for 3 times, and dried in vacuum to constant weight to obtain 52 mg fluorescent star polymerization Object 3 (chain length n=1).
[0083] Deprotection of fluorescent star polymer 3 (n = 1): Take 50 mg fluoresc...
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