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Method for synthesizing polyethylene glycol-12-hydroxy stearate by adopting boric acid ester exchange method

A technology of hydroxystearate and polyethylene glycol borate, which is applied in the field of polymer synthesis chemistry, can solve the problems of low total yield and low borate yield, and achieve high product yield and process Mild conditions, good color effect

Active Publication Date: 2014-10-01
HUNAN ER KANG PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The invention discloses a method for synthesizing polyethylene glycol-12-hydroxystearate by a boron ester exchange method, the purpose of which is to overcome the low borate yield and low total yield in the prior art The defective of, and provide a kind of method suitable for polyethylene glycol-12-hydroxystearate synthesis

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Example 1 CaO-SrO / BaSO 4 Preparation of complex

[0021] Weigh 7.41g (0.1 mol) of calcium hydroxide and 12.16g of strontium hydroxide (0.1 mol) into pure water to make an aqueous solution with a total mass concentration of 10%, add 15.81g of ammonium bicarbonate under heating and stirring, and heat until precipitation Completely, filter, wash with water 2-3 times, obtain solid mixture solid matter 24.0g see, then mix with 12.0g BaSO 4 Mix the solids, put them into a high-temperature muffle furnace, bake them at 300°C for 1 hour, then raise them to 1140°C at a speed of 10°C / min and bake them for 20 minutes, and then cool with the furnace to obtain the solid substance as the CaO-SrO / BaSO 4 Complex base catalyst.

Embodiment 2

[0022] Example 2 Synthesis of polyethylene glycol-12-hydroxystearate

[0023] Sources of raw materials and reagents:

[0024] Perfluorosulfonic acid resin microspheres: commercially available products, the model is NAFION® NR50 1100 EW Polymer Beads.

[0025] Polyethylene glycol 400, 12-hydroxystearic acid, and triethyl borate are commercially available reagents of analytical grade.

[0026] Unless otherwise specified, all reagents were used directly without pretreatment.

[0027] step:

[0028] (1) Take 14.6g (0.1mol) of triethyl borate, 40g (0.1mol) of polyethylene glycol 400, and 2.73g of alkali catalyst, put them into the reaction kettle, heat to 80°C, stir and react for 1h, after the reaction is completed, filter, Wash with saturated sodium chloride solution, and combine the organic layers to obtain 49.5 g of polyethylene glycol borate, with a yield of 99%.

[0029] (2) Take 10g of polyethylene glycol borate obtained in step (1), 20g of 12-hydroxystearic acid, and 0.6...

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Abstract

The invention discloses a method for synthesizing polyethylene glycol-12-hydroxy stearate by adopting a boric acid ester exchange method. The method concretely comprises the following steps: firstly, carrying out transesterification on triethyl borate and polyethylene glycol 400 under the condition of a basic catalyst, so as to obtain a boric acid polyglycol ester; carrying out transesterification on the boric acid polyglycol ester and 12-hydroxy stearate under an acid condition, so as to generate the polyethylene glycol-12-hydroxy stearate. The scheme disclosed by the invention has the advantages of mild process condition and short reaction time, and the product is free of ethylene oxide residues.

Description

technical field [0001] The invention discloses a boron ester exchange method for synthesizing polyethylene glycol-12-hydroxystearate, which belongs to the field of polymer synthesis chemistry. Background technique [0002] Polyethylene glycol-12-hydroxystearate can be used as a solubilizer and emulsifier in pharmaceutical preparations. At present, there are only BASF products on the market, and its product description is: "This product is mainly a mixture of polyethylene glycol and 12-hydroxystearic acid monoester and diester obtained by ethoxylation of 12-hydroxystearic acid. Each Moles of 12-hydroxystearic acid react with 15 moles of ethylene oxide (nominal). This product also contains free polyethylene glycol". But BASF does not disclose the synthesis process of this product. [0003] Among the similar technologies, there are many reports about the synthetic method of polyethylene glycol fatty acid ester, which generally fall into three categories of reactions: ethoxyla...

Claims

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Application Information

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IPC IPC(8): C08G65/48
Inventor 帅放文王向峰章家伟
Owner HUNAN ER KANG PHARMA
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