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Preparation method of hydrophobically modified poly-cation chelating agent

A polycationic and hydrophobic modification technology is used in the preparation of hydrophobically modified polycationic polymer chelating agents, the free radical polymerization of hydrophobically modified allylamine copolymers, and the preparation of bile acid chelating agents. Causes nausea, low degree of polymerization, abdominal discomfort and other problems, and achieves the effects of high polymer molecular weight, mild reaction, and convenient monomer storage

Inactive Publication Date: 2014-04-02
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the drug itself contains a large number of bioincompatible aromatic side groups, so cholestyramine is likely to cause side effects such as nausea, abdominal discomfort, and constipation, such as Chinese patent document CN1121692A (application number 94191937.4)
However, due to the self-inhibition of allyl hydrogen and free radicals, allylamine compounds are difficult to polymerize through general free radical reactions, and only low-yield, low-degree polymers can be obtained.

Method used

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  • Preparation method of hydrophobically modified poly-cation chelating agent

Examples

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Embodiment 1

[0036] A preparation method of hydrophobically modified polycation chelating agent, comprising the steps of:

[0037] (1) Weigh 95g (1mol) of allylamine solution with a mass concentration of 60%, 85g (1mol) of dichloromethane, and 10.6g (0.1mol) of sodium carbonate, and pour them into funnel and a 250mL three-necked flask with an electromagnetic stirrer, and then placed in a constant temperature water bath at 50°C, and mixed evenly under the condition of a stirring speed of 50r / min.

[0038] Weigh 19.3g (0.1mol) of n-bromooctane and pour it into a constant pressure dropping funnel, add dropwise under stirring, complete the dropwise addition within 20min, react for 8h, remove sodium carbonate by suction filtration, and keep the filtrate. The unreacted allylamine was recovered by distillation under normal pressure at 90°C to obtain a two-phase system containing a colorless supernatant and a brown-red lower layer. Add 50 mL of dichloromethane and wash with 20 mL of deionized wat...

Embodiment 2

[0042] Take by weighing 2.06g of N-octylallylamine hydrochloride and 10.78g of dimethyldiallyl ammonium chloride prepared in Example 1 and add them to water to form an aqueous solution with a monomer mass concentration of 70%. into a 50mL three-neck flask. Stir at 35°C until the light yellow solid gradually dissolves, then add 0.65g of potassium persulfate (KPS), stir until dissolved, pass N 2 Deoxygenation for 30min, at 60℃, N 2 Polymerize in the air for 24 hours, then add it dropwise into absolute ethanol, take the light yellow precipitate, dissolve the light yellow precipitate in water, and precipitate with alcohol, repeat three times, dry in vacuum at room temperature for 48 hours, and obtain a light yellow powdery solid that is hydrophobic Modified polycation chelating agent, the productive rate is 88%, and the weight-average molecular weight measured by light scattering method is 148,000.

Embodiment 3

[0044] Weigh 3.10 g of N-octylallylamine hydrochloride and 9.43 g of dimethyldiallyl ammonium chloride prepared in Example 1 and add them to water to form an aqueous solution with a monomer mass concentration of 70%. into a 50mL three-neck flask. Stir at 35°C until the light yellow solid gradually dissolves, then add 0.65g of potassium persulfate (KPS), stir until dissolved, pass N2 Deoxygenation for 30min, at 60℃, N 2 Polymerize in the air for 24 hours, then add it dropwise into absolute ethanol, take the light yellow precipitate, dissolve the light yellow precipitate in water, and precipitate with alcohol, repeat three times, dry in vacuum at room temperature for 48 hours, and obtain a light yellow powdery solid that is hydrophobic Modified polycation chelating agent, the productive rate is 87%, and the weight-average molecular weight measured by light scattering method is 97,000.

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Abstract

The invention discloses a preparation method of a hydrophobically modified poly-cation chelating agent. The preparation method comprises the following steps (1) dissolving allylamine and sodium carbonate in an organic solvent, dripping bromo-hydrocarbon, and filtering, washing and concentrating to obtain N-alkyl allylamine after reaction; (2) dripping hydrochloric acid into N-alkyl allylamine to be neutral, and collecting and drying precipitate to obtain N-alkyl allylamine hydrochloride; (3) dissolving N-alkyl allylamine hydrochloride and dimethyl diallyl ammonium chloride in water, adding an initiator into the mixture, performing polymerization reaction, dripping absolute ethyl alcohol to the reaction product, and collecting precipitate to produce the hydrophobically modified poly-cation chelating agent. The fatty alkyl chain is introduced into the side chain of macromolecule, so that compared with the commercially available hydrophobically modified poly-cation chelating agent as a cholic acid chelating agent, the toxic and side effects of the hydrophobically modified poly-cation chelating agent are obviously reduced due to hydrophobic association action; the hydrophobically modified poly-cation chelating agent has wide application prospect in the development field of new hypolipidemic drugs.

Description

technical field [0001] The invention relates to a preparation method of a hydrophobically modified polycationic polymer chelating agent, in particular to a free radical polymerization method of a hydrophobically modified allylamine copolymer, in particular to a method containing a biocompatible hydrophobic alkyl side The invention discloses a preparation method of chain bile acid chelating agent, which belongs to the technical field of chemical synthesis. Background technique [0002] Hyperlipidemia seriously threatens people's health, and its main cause of disease is high cholesterol content in the blood. Among the currently used blood lipid-lowering drugs, bile acid sequestrants are the most commonly used drugs. The mechanism of their blood lipid lowering is to irreversibly sequester bile acids in the intestinal tract and excrete them from the body, thereby promoting the conversion of cholesterol to bile acids, thereby reducing blood lipids. Cholesterol levels in the bloo...

Claims

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Application Information

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IPC IPC(8): C08F226/02A61K31/785A61P3/06
Inventor 谭业邦张红
Owner SHANDONG UNIV
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