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Synthesis of iodized plant ethyl oleate for injection

A synthesis method and technology of ethyl oil, applied in the synthesis field of iodinated vegetable oil ethyl ester for injection, can solve the problems of enzyme toxicity, high price, high price and the like, and achieve mild reaction conditions, good product stability and simple equipment. Effect

Active Publication Date: 2007-08-22
季珉
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AI Technical Summary

Problems solved by technology

Chinese Pharmacopoeia (edition 1990) has introduced the production method of iodized oil, but this iodized oil is not transesterified, and viscosity is big, and it is inconvenient to use clinically, and the patient feels pain when injecting, so this iodized oil is mainly used in tonic. iodine, for goiter
Currently clinically used iodized vegetable oil ethyl ester mainly depends on imports, and the price is relatively expensive. Therefore, it is of great significance to develop a production process of iodized vegetable oil ethyl ester with low viscosity and convenient injection.
[0003] Regarding the transesterification reaction process, there are a large number of domestic and foreign literatures reporting the transesterification reaction of vegetable oil and alcohol. At present, the methods of transesterification reaction of vegetable oil mainly contain the following: one is that the transesterification reaction of vegetable oil and alcohol occurs under the catalysis of strong base , the conversion rate of the transesterification reaction of vegetable oil catalyzed by alkali is high, and it is particularly effective for reducing the viscosity of vegetable oil [Lv Liang, New Advances in Rapeseed Oil Transesterification, China Oils and Fats, 2000, 25 (4): 20-21]; the second is vegetable oil and Alcohol undergoes transesterification reaction under acid catalysis, but this method is not as thorough as transesterification under strong base catalysis [Yao Yaguang, Ji Wei, Fu Taijun, Zhang Chuanlong, Zhou Qinghui, Esterification of waste oil and alcohol in catering industry based on acid catalysis Experimental research, Journal of China Agricultural University 2006, 11(3): 113-116]; the third is the transesterification reaction of vegetable oil and alcohol under high temperature and high pressure [Liu Qidong, Wang Cunwen, Wang Weiguo, Wu Yuanxin, Zhang Junfeng, Chi Ruan, Li Shirong , Ding Yigang, Chemical and Biological Engineering, Preliminary Research on Preparation of Biodiesel under Supercritical Conditions, 2006, 23(4): 26-28], but this method requires high temperature and high pressure, and is not suitable for relatively poor thermal stability the substance
The fourth is that vegetable oil and alcohol undergo transesterification under the catalysis of lipase, but the source of lipase is limited, the price is expensive, and methanol, ethanol and by-product glycerin have certain toxicity to the enzyme, which is easy to inactivate the enzyme. These problems are biological The main obstacle to the industrial production of vegetable oil ethyl ester by enzymatic method [Yang Jiguo, Lin Weitie, Wu Junlin, Research Progress of Biodiesel Synthesis by Mold Method, Chemical Environmental Protection, 2004, 24(2): 116-120]
However, trialkylchlorosilanes are used in this method, and trialkylchlorosilanes are easily hydrolyzed to generate high-boiling compounds, which are difficult to remove from the reaction mixture, so this method is not suitable for industrial production

Method used

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  • Synthesis of iodized plant ethyl oleate for injection
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Experimental program
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Effect test

Embodiment 1

[0020] Embodiment 1 (synthesis of iodized poppy seed oil ethyl ester):

[0021] 1. Synthesis of poppy seed oil ethyl ester

[0022] Raw material and source:

[0023] Poppy Seed Oil 【Gansu Nongken Medicine Station Vegetable Oil Factory】

[0024] Absolute ethanol [Shanghai Zhenxing Chemical No. 1 Plant Analytical Pure]

[0025] Potassium hydroxide [Shanghai Experimental Reagent Co., Ltd. analytically pure]

[0026] Add 1.3g of potassium hydroxide to 30ml of absolute ethanol, then add 100g of poppy seed oil, heat the reaction mixture to 80°C, stir and react at this temperature for 5 hours, then recycle the absolute ethanol under reduced pressure to obtain the phase preparation Poppy seed oil ethyl ester, the crude poppy seed oil ethyl ester was washed with distilled water to remove potassium hydroxide and by-product glycerol, and then dried at a vacuum of 400 Pa and 80°C to obtain 81g poppy seed oil ethyl ester.

[0027] 2. Synthesis of iodinated poppy seed oil ethyl ester

...

Embodiment 2

[0035] Embodiment 2 (the synthesis of iodized walnut kernel oil ethyl ester)

[0036] Raw material and source:

[0037] 1. Synthesis of walnut kernel oil ethyl ester

[0038] Walnut Kernel Oil 【Dalian Ruifang Biochemical Products Co., Ltd.】

[0039] Absolute ethanol [Shanghai Zhenxing Chemical No. 1 Plant Analytical Pure]

[0040] Sodium ethylate [Zibo Fuxier Chemical Co., Ltd. analytically pure]

[0041] Add 3.5g of sodium ethylate to 30ml of absolute ethanol, then add 100g of walnut kernel oil, heat the reaction mixture to 80°C, stir and react at this temperature for 6 hours, then recover the absolute ethanol under reduced pressure to obtain crude walnuts Kernel oil ethyl ester, wash the crude walnut kernel oil ethyl ester with distilled water, to remove sodium ethylate and by-product glycerin, dry at vacuum degree 300Pa, 80 ℃ again, obtain 78g walnut kernel oil ethyl ester.

[0042] 2. Synthesis of ethyl iodide walnut kernel oil

[0043] Raw material and source:

[0044...

Embodiment 3

[0049] Embodiment 3 (synthesis of iodized peanut oil ethyl ester):

[0050] 1. Synthesis of peanut oil ethyl ester,

[0051] Raw material and source:

[0052] Peanut oil 【Luhua Peanut Oil Co., Ltd.】

[0053] Absolute ethanol [Shanghai Zhenxing Chemical No. 1 Plant Analytical Pure]

[0054] Sodium [Sinopharm Chemical Reagent Co., Ltd. analytically pure]

[0055] Add 2.2g of sodium to 30ml of absolute ethanol, the sodium ethoxide produced by the reaction of sodium and ethanol is the catalyst, then add 100g of peanut oil, heat the reaction mixture to 30°C, stir and react at this temperature for 8 hours, and then recover under reduced pressure Dehydrated ethanol to obtain crude peanut oil ethyl ester, wash the crude peanut oil ethyl ester with distilled water to remove the catalyst sodium ethoxide and by-product glycerin, and then dry at a vacuum degree of 267Pa and 70°C to obtain peanut oil ethyl ester.

[0056] 2. Synthesis of iodized peanut oil ethyl ester

[0057] Raw mat...

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Abstract

The present invention is process of synthesizing iodized vegetable oil ethyl ester. Vegetable oil ethyl ester is first produced through the ester exchange reaction of vegetable oil and anhydrous ethanol under the action of alkali catalyst, and then addition reacted with hydrogen iodide gas to produce iodized vegetable oil ethyl ester, with the hydrogen iodide gas being produced through reaction of iodine, red phosphorus and water. The present invention has facile cheap materials, and the product has high stability, low viscosity, light color and other features.

Description

technical field [0001] The invention relates to a method for synthesizing iodized vegetable oil ethyl ester for injection. Background technique [0002] Contrast medium, also known as contrast medium, is one of the most commonly used diagnostic reagents in interventional radiology operations, mainly used for the display of blood vessels and body cavities. There are various types of contrast agents, and most of the contrast agents currently used in X-ray diagnostics are iodine-containing preparations, that is, the main component is iodine. The characteristic of iodine is that it is opaque to X-rays. Therefore, when taking X-ray films, the distribution of iodine in the body can be used to generate contrast; or to make blood vessels and soft tissues that are usually invisible on X-ray films clear, so as to assist doctors to make reliable decisions. diagnosis. Iodized vegetable oil ethyl ester is clinically called iodized oil ethyl ester, which is mainly used to diagnose liver...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/307C07C69/62
Inventor 奚江波柏正武尹传奇李世荣冯权武刘洋
Owner 季珉
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