Tellurene-based conjugated polymer and its synthesis method and application

A conjugated polymer, telluride-based technology, applied in the field of telluride-based conjugated polymers and their synthesis, can solve problems such as expensive environment, patient danger, and harm, and achieve remarkable effects, strong absorption, and excellent biocompatibility. sexual effect

Active Publication Date: 2020-06-19
UNIVERSITY OF CHINESE ACADEMY OF SCIENCES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

First, the Stille reaction produces stoichiometric amounts of toxic organotin wastes, which are expensive and environmentally harmful to dispose of
More importantly, tin dross in CP used as a photothermal agent in vivo is dangerous to patients

Method used

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  • Tellurene-based conjugated polymer and its synthesis method and application
  • Tellurene-based conjugated polymer and its synthesis method and application
  • Tellurene-based conjugated polymer and its synthesis method and application

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preparation example Construction

[0069] The synthetic method of tellurium phenyl conjugated polymer, the step comprises:

[0070] (1) under the protection of an inert gas, under the catalysis of a palladium catalyst, the organic acid, inorganic base, ligand, intermediate 1 and intermediate 2 are all placed in an organic solvent for reaction, and the reaction temperature is 100 to 120 ° C, The reaction time is 14-72 hours to obtain a mixture; wherein, the molar ratio of palladium catalyst, organic acid, inorganic base, ligand, intermediate 1, and intermediate 2 is 0.1-0.3:0.3:2.5:0.1:1:1, The ratio of intermediate 1 (amount of substance, unit: mol) to organic solvent (volume, unit: liter) is 0.01-0.5:1; the palladium catalyst is selected from palladium acetate or tris(dibenzylideneacetone) dipalladium; The organic acid is pivalic acid or 1-adamantanecarboxylic acid; the inorganic base is selected from sodium carbonate, potassium carbonate and cesium carbonate; One of tert-butylphosphine and tricyclohexylphosp...

Embodiment 1

[0083] Synthesis of embodiment 1 tellurene-based conjugated polymer

[0084] With 0.056 mmoles of intermediate 2 (connecting tellurophene), 0.056 mmoles of R is the intermediate 1 (2-octyl dodecyl dibromonaphthalimide) of 2-octyl dodecyl, 0.14 mmol of cesium carbonate (2.5 equivalent), 0.0168 mmol of pivalic acid (0.3 equivalent), 0.0056 mmol of tricyclohexylphosphine (0.1 equivalent), were added to 0.1 ml of toluene solution. After nitrogen sparging for 20 minutes, 0.0056 mmol of tris(dibenzylideneacetone)dipalladium (0.1 equiv) was added and bubbled for another 10 minutes. After sealing, react at 120 degrees Celsius for 60 hours. After cooling, 0.5 milliliters of the mixture was added dropwise to 200 milliliters of methanol, a solid was precipitated, and Soxhlet extraction was performed in the order of acetone, n-hexane and chloroform, and the heating temperature was 100 degrees Celsius. The volumes of acetone, n-hexane and chloroform are all 200 ml. The obtained polymer ...

Embodiment 2

[0085] Synthesis of embodiment 2 tellurene-based conjugated polymers

[0086] With 0.056 millimoles of intermediate 2 (even tellurophene), 0.056 millimoles of R is 2-ethyloctyl intermediate 1 (2-ethyloctyl dibromonaphthalimide), 0.14 millimoles of Potassium carbonate (2.5 equivalent), 0.0168 mmol of 1-adamantanecarboxylic acid (0.3 equivalent), 0.0056 mmol of tris(3-methoxyphenyl)phosphine (0.1 equivalent), were added to 5 ml of toluene solution. After nitrogen sparging for 20 min, 0.0112 mmol of palladium acetate (0.2 equiv) was added and sparged for an additional 10 min. After sealing, react at 100 degrees Celsius for 14 hours. After cooling, 0.5 ml of the mixture was added dropwise into 400 ml of methanol, and a solid was precipitated, which was subjected to Soxhlet extraction in the order of acetone, n-hexane and chloroform. The temperature of soot is 100 degrees centigrade, and the volume of acetone, normal hexane and chloroform added in the bottle mentioned above is 20...

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Abstract

The invention provides a tellurophene-based conjugated polymer and a synthesis method and application thereof. Inert gas protection is adopted, and organic acid, inorganic base, ligand, intermediate 1and intermediate 2 all react in organic solvent to obtain a mixture; the obtained mixture is dipped in methyl alcohol, a Soxhlet extractor is adopted to carry out Soxhlet extraction, polymer solutionobtained by the Soxhlet extraction is subjected to rotary evaporation, and solution obtained by the rotary evaporation is dipped into the methyl alcohol to obtain the tellurophene-based conjugated polymer. The conjugated polymer disclosed by the invention is prepared into nano-particles for the PDT (Photodynamics Therapy) and the PTT (Photothermal Therapy) of photoacoustic imaging guidance.

Description

technical field [0001] The invention relates to the technical field of biomedicine, in particular to a telluryl-based conjugated polymer and a synthesis method and application thereof. Background technique [0002] Over the past decades, photothermal therapy (PTT) and photodynamic therapy (PDT) have been developed as two important noninvasive therapies for malignant tumors. PTT is an emerging therapeutic approach for the treatment of various tumors by converting light energy into localized heat to ablate cancer cells with photothermal agents, while PDT is the generation of reactive oxygen species (ROS) by photosensitizers under light irradiation to destroy cancer cells. In addition, photothermal agents can also be used for photoacoustic imaging (PAI) under non-ionizing laser pulses. Compared with traditional cancer treatment methods, PTT and PDT have the advantages of simple operation, high specificity, less invasiveness, less toxicity to normal tissues, and faster recover...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D519/00A61K41/00A61K49/22A61P35/00
CPCA61K41/0052A61K41/0057A61K49/225A61P35/00C07D519/00
Inventor 黄辉温凯凯徐晓舟吕磊彭爱东
Owner UNIVERSITY OF CHINESE ACADEMY OF SCIENCES
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