Phosphonic choline containing hydroxy, its preparing process and process for preparing biological material containing it

A technology of phosphorylcholine and biomaterials, which is applied in the field of non-coagulant biomaterials and its preparation method, and can solve the problems of decreased mechanical properties, long synthetic routes, and low utilization of phosphorylcholine structures

Inactive Publication Date: 2003-01-15
SURFACE & INTERFACE CHEM ENG TECH RES CENT NANJING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, its synthetic route is long, the utilization rate of the phosphorylcholine structure is low (most of it is embedded in the bulk of the material), and more importantly, the mechanical properties of the bulk of the material are reduced due to the presence of phosphorylcholine. performance drops drastically

Method used

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  • Phosphonic choline containing hydroxy, its preparing process and process for preparing biological material containing it
  • Phosphonic choline containing hydroxy, its preparing process and process for preparing biological material containing it

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] The preparation of 2-(4-hydroxy)butoxy-2-oxo-1,3,2-dioxaphospholane: a certain amount of 2-chloro-2-oxo-1,3,2 - Dioxaphospholane (COP) is dropped into 100-200ml tetrahydrofuran (THF) containing 1 mol equivalent of butanediol and 1 mol equivalent of triethylamine, and react at -5—-30°C for 2-10 hours . The crude product was obtained by filtering off the amine salt, and the crude product was purified to obtain a pure product.

[0016] Through elemental analysis, FT-IR spectroscopy and 1 The H NMR spectrum confirmed that the product had the expected molecular structure of 2-(4-hydroxy)butoxy-2-oxo-1,3,2-dioxaphospholane.

[0017] The preparation of 4-hydroxy-2-butylphosphorylcholine: quickly pour a little excess trimethylamine into a certain amount of 2-(4-hydroxy)butoxy-2-oxo-1,3,2-di Seal the steel cylinder of oxaphospholane and anhydrous acetonitrile, and react at 40-90°C for 24-72 hours to obtain a yellow viscous crude product, which is further purified to obtain a ...

Embodiment 2

[0020] Preparation of 2-(5-hydroxy)pentyloxy-2-oxo-1,3,2-dioxaphospholane: a certain amount of 2-chloro-2-oxo-1,3,2 - Dioxaphospholane (COP) is dropped into 100-200ml tetrahydrofuran (THF) containing 1 mol equivalent of pentanediol and 1 mol equivalent of triethylamine, and react at -5—-30°C for 2-10 Hour. The crude product was obtained by filtering off the amine salt, and the crude product was purified to obtain a pure product.

[0021] Through elemental analysis, FT-IR spectroscopy and 1 The H NMR spectrum confirmed that the product had the expected molecular structure of 2-(5-hydroxy)pentyloxy-2-oxo-1,3,2-dioxaphospholane.

[0022] Preparation of 5-hydroxy-2-pentylphosphorylcholine: quickly pour a little excess trimethylamine into a certain amount of 2-(5-hydroxy)pentyloxy-2-oxo-1,3,2-di Seal the steel cylinder of oxaphospholane and anhydrous acetonitrile, and react at 40-90°C for 24-72 hours to obtain a yellow viscous crude product, which is further purified to obtain a...

Embodiment 3

[0025] The preparation of 2-(6-hydroxy)hexyloxy-2-oxo-1,3,2-dioxaphospholane: a certain amount of 2-chloro-2-oxo-1,3,2 - Dioxaphospholane (COP) is dropped into 100-200ml tetrahydrofuran (THF) containing 1 mol equivalent of hexanediol and 1 mol equivalent of triethylamine, and react at -5—-30°C for 2-10 hours . The crude product was obtained by filtering off the amine salt, and the crude product was purified to obtain a pure product.

[0026] Through elemental analysis, FT-IR spectroscopy and 1 The H NMR spectrum proved that the product had the expected molecular structure of 2-(6-hydroxy)hexyloxy-2-oxo-1,3,2-dioxaphospholane.

[0027]The preparation of 6-hydroxy-2-hexylphosphorylcholine: quickly pour a little excess trimethylamine into a certain amount of 2-(6-hydroxy)hexyloxy-2-oxo-1,3,2-dioxo Seal the steel cylinder of phospholane and anhydrous acetonitrile, and react at 40-90°C for 24-72 hours to obtain a yellow viscous crude product, which is further purified to obtain ...

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Abstract

A phosphonic choline containing hydroxy is prepared through adding trimethylamine to hydroxy-contained phosphohetrocyclo pentane and anhydrous acetonitrile, sealing, reacting at 40-90 deg.C for 24-72 hr, and purifying. A biologic material containing phosphonic choline is prepared through adding diisocyanate, organic solvent, organotin as catalyst and biological film to container protected by nitrogen gas, reacting at 25-100 deg.C for 1-5 hr, and washing with organic solvent. Said biological material features high mechanical performance and high anticoagulating function.

Description

1. Technical field [0001] The invention relates to a noncoagulant biological material and its preparation method, in particular to a hydroxyl-containing phosphorylcholine and its preparation method and a preparation method of the phosphorylcholine-containing biological material. 2. Background technology [0002] Biomaterials, especially noncoagulant biomaterials, have become one of the important directions of material science development because of their broad application prospects. As early as the 1960s, it was discovered that after biomaterials are implanted in the body, protein molecules will be adsorbed on the surface of the material (within a few seconds), forming a protein adsorption layer, which will further induce blood coagulation and form thrombus . This has formed a great obstacle to the application and development of biological materials and their products in the human body. Therefore, the research on non-clotting biomaterials has become one of the most importa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61L31/14A61L33/04C07F9/06
Inventor 林思聪沈健王玲杨志谋袁江陈林
Owner SURFACE & INTERFACE CHEM ENG TECH RES CENT NANJING UNIV
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