Temperature-responsive AIE fluorescent polymer nanoparticles and its synthesis method and application

A fluorescent polymer and temperature-responsive technology, applied in the field of fluorescence imaging, can solve the problems of few reports, achieve low phase transition temperature, excellent AIE performance, and rapid response to temperature changes

CN108752512BActive Publication Date: 2020-11-17NORTHWEST NORMAL UNIVERSITY
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Publication Date
2020-11-17

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Abstract

The invention discloses temperature-responsive AIE fluorescent polymer nanoparticles, a synthesis method and an application thereof. 1) synthesis of TPE-OH; 2) synthesis of TPE-BPM; 3) synthesis of TPE-PNIPAM: dissolving N-isopropylacrylamide in a mixed solvent with stirring, and successively adding tris(2-dimethylaminoethyl)amine, CuBr and TPE-BMP under argon protection, stirring the mixture at room temperature, dialyzing the reaction stock solution with ultrapure water and freeze-drying the dialyzate to obtain a slight-yellow solid powder, the TPE-PNIPAM. Through atom transfer radical polymerization (ATRP) for introducing synthesis of the fluorescent polymer having temperature sensitivity, the polymer, in a water solution, can be self-assembled into nano-particles and shows excellent water solubility and fluorescence characteristic.
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Description

technical field

[0001] The invention belongs to the field of fluorescence imaging, and relates to a temperature-responsive AIE fluorescent polymer nanoparticle and its synthesis method and application. Background technique

[0002] Stimuli-responsive polymers refer to certain behaviors or properties of which can vary with a given temperature, CO 2 , pH, ion strength, light, heat, and other changes in the external environment and respond to smart materials. Due to the existence of these responsiveness, it has potential application value in biological applications, medicine, chemistry and other related fields. Poly N-isopropylacrylamide (PNIPAM) is a very typical temperature-stimuli-responsive polymer. The polymer has both a hydrophobic isopropyl group and a hydrophilic amide group. The structure is as follows .

[0003]

[0004] Polymer PNIPAM will undergo phase transition behavior at 32°C, that is, the lowest critical solution temperature (LCST) of polymer PNIPAM is 32...

Examples

Embodiment 1

[0051] 1) Synthesis of 4-(12-hydroxydodecyl)tetraphenylethylene (TPE-OH):

[0052] Using 4-hydroxytetraethylene, 6-bromo-1-hexanol and K 2 CO 3 The molar ratio of 1:1.2:1.2 is fed into the ratio of 4-hydroxytetraethylene (3.48g, 0.01mol), 12-bromo-1-dodecanol (0.28mL, 0.012mol) and K 2 CO 3 (1.66g, 0.012mol) was dissolved in 100mL of anhydrous acetonitrile, and refluxed for 24h under the protection of argon. After the reaction finished, the reaction solution was cooled to room temperature, then the reaction solution was filtered, the organic layer was evaporated, and finally the product was separated and purified by column chromatography (eluent: V 乙酸乙酯 :V 石油醚 =1:5), finally obtained 2.6g of light yellow solid 4-(12-hydroxydodecyl)tetraphenylethylene, the yield was about 49%.

[0053] Using 4-hydroxytetraethylene, 6-bromo-1-hexanol and K 2 CO 3 The molar ratio of 1:1:1 is fed into 4-hydroxytetraethylene (3.48g, 0.01mol), 12-bromo-1-dodecanol (0.24mL, 0.01mol) and K 2 C...