A highly selective clickable hyperbranched polymer and its preparation method and application
A hyperbranched polymer, high selectivity technology, applied in the field of biomedical materials and polymer materials, can solve the problems of low reactivity of polymer chain segments, non-selective grafting reaction, single terminal functional group, etc., to achieve enhanced cell Simple ingestion and preparation method, easy to control effect
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Embodiment 1
[0043] ε-caprolactone was dehydrated under vacuum at 60°C for 1 hour, and under the protection of nitrogen, tert-butyl ester was added to protect alanine and the catalyst stannous octoate was heated to 120°C to react for 24 hours. After the reaction is completed, trifluoroacetic acid is used to remove tert-butyl ester to obtain polycaprolactone with a hydroxyl group at one end and a carboxyl group at the other end; using serinol and propyne bromide as raw materials, the amino-terminal Boc-protected serinol and bromine The Williams ether formation reaction of propyne gives the compound (Boc-AP-alk) with bis-alkyne functional group. Dissolve Boc-AP-alk in a saturated hydrogen chloride acetate solution to remove the Boc protecting group to expose the amino group, and the amino group and the carboxyl group of polycaprolactone form an amide bond in the presence of DCC and NHS to obtain a diacetylenic Polycaprolactone, the structural formula is as follows:
[0044]
[0045] The ...
Embodiment 2
[0047] ε-caprolactone was dehydrated under vacuum at 60°C for 1 hour, and under the protection of nitrogen, tert-butyl ester was added to protect glycine and the catalyst stannous octoate was heated to 120°C to react for 24 hours. After the reaction is completed, use trifluoroacetic acid to remove tert-butyl ester to obtain polycaprolactone with hydroxyl at one end and carboxyl at the other end; using serinol and propyne bromide as raw materials, protecting the amino end and carboxyl end The Williams ether formation reaction between serine and propyne bromide yielded a compound with an alkynyl functional group (Boc-AP-alk). The carboxyl protecting group is removed, and the carboxyl of serine and 6-amino-1-hexanethiol undergo DCC condensation reaction to introduce sulfhydryl. Finally, the serine amino protection group is removed, and the amino group and the carboxyl group of polycaprolactone form an amide bond in the presence of DCC and NHS to obtain polycaprolactone with an al...
Embodiment 3
[0051] According to the molecular weight requirements, alanine and L-lactide (L-LA) were weighed and added to a round bottom flask, and then a small amount of toluene was added to the flask, and 60°C was rotary evaporated for 0.5h. After removing toluene and water by azeotropic, remove the flask, add 1‰ catalyst stannous octoate and a magnetic stirrer, start vacuuming, blow nitrogen, and then vacuumize, repeat 3 times and put the flask in an oil bath at 100°C Continue vacuuming for 2h to remove the oxygen in the bottle and the residual toluene and water in the reactants. After the bottle was evacuated, the vacuum valve was closed, the entire flask was immersed in an oil bath and the temperature was raised to 140°C, and the polymerization reaction was started under magnetic stirring for 24 hours without interruption. After the reaction, a colorless transparent liquid was obtained in the flask, which turned into a white solid after cooling. After adding chloroform to dissolve, a...
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