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Betaine ester derivative, organic silicon material, preparation method and application thereof

A technology of betaine esters and derivatives, applied in the field of silicone materials, to achieve the effects of excellent optical transparency, excellent hydrophilicity, good mechanical properties and oxygen permeability

Active Publication Date: 2010-06-16
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, PTFE still faces many problems in small-diameter blood vessel applications by releasing small clots caused by non-specific protein adsorption.

Method used

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  • Betaine ester derivative, organic silicon material, preparation method and application thereof
  • Betaine ester derivative, organic silicon material, preparation method and application thereof
  • Betaine ester derivative, organic silicon material, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0092] Embodiment 1: Synthesis of betaine ester derivatives (see synthetic route 1)

[0093]a. Add 8.6g (0.1mol) of ethyl acrylate, 8.8g (0.1mol) of N,N'-dimethylethylenediamine and 100ml of solvent tetrahydrofuran into a single-necked flask, stir at 50°C for 24 hours, and then After distillation under mmHg, the components at 46-48°C were collected to obtain compound 3 with a yield of 85%.

[0094] b. Add 10.54g (0.06mol) of compound 3 obtained in the previous step, 6.68g (0.066mol) of triethylamine and 100ml of solvent tetrahydrofuran into a 250ml three-necked flask, take 6.90g (0.066mol) of methacryloyl chloride and put it into a 25ml constant Pressure drop funnel, nitrogen protection, ice bath slowly dropwise for 1 hour, after 24 hours of reaction, remove triethylamine hydrochloride by suction filtration, rotary evaporation to remove most of the solvent and residual triethylamine to obtain a light yellow liquid, the light yellow liquid Dissolve the yellow liquid in 100ml o...

Embodiment 2

[0096] Embodiment 2: Synthesis of betaine ester derivatives (see synthetic route 2)

[0097] a. Add 16.7g (0.1mol) methyl bromopropionate, 8.8g (0.1mol) N, N'-dimethylethylenediamine and 100ml solvent tetrahydrofuran into a single-necked flask, and stir at 50°C for 6 hours, Remove triethylamine hydrochloride by suction filtration, distill at 0.003mmHg, collect components at 46-48°C to obtain compound 3 with a yield of 70.5%.

[0098] b. Same as step b of Example 1, to obtain compound 5 (ie, betaine ester derivative of methacrylic acid), with a yield of 95.8%.

[0099]

Embodiment 3

[0100] Embodiment 3: Synthesis of betaine ester derivatives (see synthetic route 3)

[0101] a. Add 8.6g (0.1mol) of ethyl acrylate, 8.8g (0.1mol) of N,N-dimethylethylenediamine and 100ml of solvent tetrahydrofuran into a single-necked flask, stir at 50°C for 24 hours, and then dissolve at 0.003mmHg Under distillation, compound 7 was obtained with a yield of 88%.

[0102] b. Add 11.3g (0.06mol) of compound 3 obtained in the previous step, 6.68g (0.066mol) of triethylamine and 100ml of solvent tetrahydrofuran into a 250ml three-necked flask, take 6.90g (0.066mol) of methacryloyl chloride and put it into a 25ml constant Pressure drop funnel, nitrogen protection, ice bath slowly dropwise for 1 hour, after 24 hours of reaction, remove triethylamine hydrochloride by suction filtration, rotary evaporation to remove most of the solvent and residual triethylamine to obtain a light yellow liquid, the light yellow liquid Dissolve the yellow liquid in 100ml of dichloromethane, wash with...

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Abstract

The invention discloses a new betaine ester derivative, an organic silicon material, a preparation method and application thereof. The betaine ester derivative in the invention has the following structural general formula (I) or structural general formula (II); in formula (I) and formula (II), V is group containing ethenyl, a, b, c and d respectively are any integer of 1-12, R1,R2,R4 and R5 respectively are one of hydrogen atom, methyl, ethyl, tertiary-butoxy carbonyl and 9-fluorenl methoxy carbonyl, R3 is one of methyl, ethyl, tertiary butyl and trialkyl silicon, X is nitrogen atom, and Y is nitrogen or oxygen atom. The organic silicon material in the invention is a copolymer of betaine ester derivative and ethenyl organic silicon monomer, has outstanding hydrophily and dirt-proof capability, good mechanical property, optical transparency and oxygen permeability, is especially suitable for making contact lens, artificial blood vessel material, anti-biosorption coating for under water hull and dirt-proof coating for cooling water system.

Description

technical field [0001] The invention relates to an organosilicon material. Background technique [0002] In biomedical engineering, silicone rubber has always been a particularly important class of biomedical polymer materials. It not only has excellent heat resistance, cold resistance, dielectric properties, ozone resistance and atmospheric aging resistance, but also has Excellent physiological inertia, non-toxic, odorless, non-corrosive, excellent optical transparency, excellent air permeability, certain mechanical strength, suitable elastic modulus, and can withstand harsh disinfection conditions. It can be processed into pipes, sheets, films and special-shaped components according to needs, and can be used in medical equipment, artificial organs, etc., especially an excellent contact lens material. However, silicone rubber, as a biomedical polymer material, also has some problems. Due to its strong hydrophobicity, it will cause non-specific adsorption of proteins after ...

Claims

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Application Information

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IPC IPC(8): C07C233/38C07C229/16C07C231/02C07C227/08A61L29/00A61F2/06C08F230/08C08F226/02C08F216/14C08F290/06C08F283/12C09D143/04C09D151/08C09D5/16
Inventor 陈圣福林伟峰张娟王震
Owner ZHEJIANG UNIV