Fluorine-containing polysaccharide high-molecular compound and preparation method thereof

A polymer compound and polysaccharide technology, which is applied in the field of fluorine-containing polysaccharide polymer compounds and its preparation, can solve the problems of poor material stability, difficult reagent deoxygenation and fluorination, and low physical strength, so as to improve stability and strength, improve Physical and chemical properties, effects of good biocompatibility

Pending Publication Date: 2021-10-22

DEKE MEDTECH HANGZHOU INC

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AI-Extracted Technical Summary

Problems solved by technology

[0002] Natural polysaccharide polymer materials have advantages in biocompatibility, controlled degradation, non-toxicity, and application safety, but their material stability is poor and their physical strength is not high

In compound synthesis, especially drug synthesis, the introduction of fluorine atoms into target molecules can often change its physical and c...

Abstract

The invention discloses a preparation method of a fluorine-containing polysaccharide high-molecular compound, which comprises the following step of: reacting a polysaccharide high-molecular compound with fluorosulfonyl picolinic acid for at least 30 minutes in a solvent in an alkaline environment at 0-80 DEG C to obtain the fluorine-containing polysaccharide high-molecular compound. The polysaccharide high-molecular compound is water-soluble, and each structural unit contains at least two hydroxyl groups. According to the fluorine-containing polysaccharide high-molecular compound and the preparation method thereof, fluorine atoms are introduced into the polysaccharide high-molecular compound, so that the physical and chemical properties are improved.

Technology Topic

Structural unitAqueous solubility +7

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Examples

Experimental program(11)

Example Embodiment

[0046] Example 1

[0047] At 70 ° C oil bath, 0.161 g of chitosan, 4 ml acetonitrile, 6 ml of 20% KOH aqueous solution, 0.225 grams of 2-fluoronacyridine-4-formic acid placed under nitrogen protection The mixture was stirred in the tube for 3 hours, and the reaction formulation is as follows:

[0048]

[0049] After completion of the reaction, cooled to room temperature, 1 mole per liter of hydrochloride system was added to the aqueous phase pH test strip. Ethyl acetate and water were added, and the resulting organic phase was added to give a saturated brine, then anhydrous magnesium sulfate was dried, carnamed dry solvent, and 0.071 g of the product was divided into a silica gel chromatography column and 44% yield.

[0050] Infrared and flu fluoroscopy were performed on the preparation product, the result was IR (Thinfilm): 3263.57, 1550.10, 1400.78, 1300.55, 1026.29CM -1 , 19 F NMR (470MHz, H 2 O, 90 ° C, δ): - 177.7 (DT, J = 55.3, 34.3 Hz), the structural formula of the preparation product is as follows:

[0051]

Example Embodiment

[0052] Example 2

[0053] At 70 ° C oil bath, 0.161 g of glycan, 4 ml acetonitrile, 6 ml of 20% KOH aqueous solution, 0.225 grams of 5-fluoronacyridine-3-formic acid under nitrogen protection The mixture was stirred in the tube for 3 hours, and the reaction formulation is as follows:

[0054]

[0055] After completion of the reaction, cooled to room temperature, 1 mole per liter of hydrochloride system was added to the aqueous phase pH test strip. Ethyl acetate and water were added, and the obtained organic phase was added to give a saturated brine, then anhydrous magnesium sulfate was dried, carnamed dry solvent, divided by silica gel chromatography column, 0.049 g, 30% yield.

[0056] Infrared and flu fluoroscopy were performed on the preparation product, the result was IR (Thinfilm): 3263.57, 1550.10, 1400.78, 1300.55, 1026.29CM -1 , 19 F NMR (470MHz, H 2 O, 90 ° C, δ): - 177.7 (DT, J = 55.3, 34.3 Hz), the structural formula of the preparation product is as follows:

[0057]

Example Embodiment

[0058] Example 3

[0059] At 70 ° C oil bath temperature, 0.161 g of chitosan, 4 ml acetonitrile, 6 ml of 20% KOH aqueous solution, 0.225 grams of 2-fluoronacyridine-6-formic acid were placed under nitrogen protection The mixture was stirred in the tube for 3 hours, and the reaction formulation is as follows:

[0060]

[0061] After completion of the reaction, cooled to room temperature, 1 mole per liter of hydrochloride system was added to the aqueous phase pH test strip. Ethyl acetate and water were added, and the obtained organic phase was added to give a saturated brine, then anhydrous magnesium sulfate was dried, carnamed dry solvent, divided by silica gel chromatography column, 0.022 grams, 13% yield.

[0062] Infrared and flu fluoroscopy were performed on the preparation product, the result was IR (Thinfilm): 3263.57, 1550.10, 1400.78, 1300.55, 1026.29CM -1 , 19 F NMR (470MHz, H 2 O, 90 ° C, δ): - 177.7 (DT, J = 55.3, 34.3 Hz), the structural formula of the preparation product is as follows:

[0063]

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Description & Claims & Application Information

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Classification and recommendation of technical efficacy words

Improves strength and stability
Improve physical and chemical properties

Fluorine-containing polysaccharide high-molecular compound and preparation method thereof

AI-Extracted Technical Summary

Problems solved by technology

Abstract

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Examples

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Example Embodiment

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Description & Claims & Application Information

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