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Antibacterial diamine prepared from medical intermediate and preparation method thereof

A system and medical technology, applied in the field of material science, can solve problems such as high cost and complicated preparation process, and achieve the effects of improving heat resistance, compact packing, and improving barrier performance

Active Publication Date: 2020-05-01
GUANGDONG GAOYI PACKAGING & PRINTING CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Furthermore, by functionally modifying the surface of the polyimide film and grafting and reducing silver on the surface of the film, polyimide can be endowed with antibacterial properties. The above-mentioned preparation methods require secondary processing to obtain antibacterial polyimide. Amine film, high cost and complex preparation process

Method used

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  • Antibacterial diamine prepared from medical intermediate and preparation method thereof
  • Antibacterial diamine prepared from medical intermediate and preparation method thereof
  • Antibacterial diamine prepared from medical intermediate and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] This example provides the synthesis of 4,4'-(10H-phenothiazine-2,8-diyl)dianiline:

[0035]

[0036] S1. Add 3.57g (0.01mol) 2,8-dibromo-10H-phenothiazine, 4.335g (0.025mol) p-aminophenyl borate hydrochloride into a 500ml three-necked flask, tetrahydrofuran (THF) as the solvent, and then add 2mol 37.5ml of potassium carbonate solution per L and an appropriate amount of Aliquat336, magnetic stirring and argon gas, after heating the oil bath to 75°C, add 0.020g tetrakistriphenylphosphine palladium, reflux reaction for 24h, add water to quench the reaction, and then use organic Solvent extraction, and then distill off the solvent under reduced pressure.

[0037] S2. The product after the solvent is evaporated in step S1 is purified by column chromatography with dichloromethane:n-hexane=1:1 (volume ratio) as the mobile phase silica gel as the stationary phase, the product is collected and spin-dried, and dried in a vacuum at 80°C 24h, the product was obtained.

Embodiment 2

[0039]This example provides the synthesis of 4,4'-(10H-phenothiazine-2,7-diyl)dianiline:

[0040]

[0041] S1. Add 3.57g (0.01mol) 2,7-dibromo-10H-phenothiazine, 4.335g (0.025mol) p-aminophenyl borate hydrochloride into a 500ml three-necked flask, tetrahydrofuran (THF) as the solvent, and then add 2mol 37.5ml of potassium carbonate solution per L and an appropriate amount of Aliquat336, magnetic stirring and argon gas, after heating the oil bath to 75°C, add 0.020g tetrakistriphenylphosphine palladium, reflux reaction for 24h, add water to quench the reaction, and then use organic Solvent extraction, and then distill off the solvent under reduced pressure.

[0042] S2. The product after the step S1 is evaporated to remove the solvent is purified by column chromatography with dichloromethane:n-hexane=1:2 (volume ratio) as the mobile phase silica gel as the stationary phase, and the product is collected and spin-dried, and dried in a vacuum at 80°C 24h, the product was obtai...

Embodiment 3

[0044] This example provides the synthesis of 5,5'-(10H-phenothiazine-2,8-diyl)bis(thiophen-2-amine):

[0045]

[0046] S1. Add 3.57g (0.01mol) 2,8-dibromo-10H-phenothiazine, 3.574g (0.025mol) (5-aminothiophen-2-yl) boronic acid into a 500ml three-necked flask, tetrahydrofuran (THF) as solvent, Then add 2mol / L potassium carbonate solution 37.5ml and an appropriate amount of Aliquat336, stir magnetically and pass argon, heat the oil bath to 75°C, add 0.020g tetrakistriphenylphosphine palladium, reflux reaction for 24h, add water to quench the reaction, Then it was extracted with an organic solvent, and the solvent was distilled off under reduced pressure.

[0047] S2. The product after the step S1 is evaporated to remove the solvent is purified by column chromatography with dichloromethane:n-hexane=2:1 (volume ratio) as the mobile phase silica gel as the stationary phase, and the product is collected and spin-dried, and dried in a vacuum at 80°C 24h, get the product

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Abstract

The invention discloses antibacterial diamine prepared from a medical intermediate and a preparation method thereof. According to the preparation method, a grafting reaction is conducted on halogenated phenothiazine to enable halogenated phenothiazine to have an amino group, so a diamine monomer containing a phenothiazine structure is prepared; the diamine containing the phenothiazine structure iseasy to form a D-pi-D or A-pi-A system and has high planarity and relatively high rigidity; and the planar rigid structure is beneficial for regular stacking of molecular chains, induction of polymercrystallization and promotion of tight stacking of the molecular chains, and can improve the barrier property of a polymer prepared from the diamine. Meanwhile, the diamine disclosed by the inventiontakes the phenothiazine structure as a core and has good antibacterial and bacteriostatic effects, and the polymer prepared from the diamine also has a certain antibacterial property.

Description

technical field [0001] The invention relates to the technical field of material science, and more specifically, relates to an antibacterial diamine prepared from a pharmaceutical intermediate and a preparation method thereof. Background technique [0002] In the field of packaging, packaging materials need to have certain mechanical properties to adapt to pressure and impact, and effectively protect products; secondly, the stability can effectively maintain good stability in harsh environments such as high or low temperatures, such as flame retardant, insect-proof, Inhibition of microorganisms, etc.; and then good safety performance, the toxicity of the packaging material itself should be small, and it cannot cause harm to polluted products and human health; the last important thing is to have excellent barrier properties, which can resist water vapor, oxygen, etc. The material is blocked to ensure the product quality of the packaged objects. [0003] Polyimide is one of th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D279/20C07D417/14C08G73/10C08L79/08C08J5/18
CPCC07D279/20C07D417/14C08G73/1067C08G73/1064C08G73/1007C08J5/18C08J2379/08Y02A50/30
Inventor 谭井华刘亦武周栋张祥
Owner GUANGDONG GAOYI PACKAGING & PRINTING CO LTD
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