Unlock instant, AI-driven research and patent intelligence for your innovation.

Polyoxyethylene-based Bola nonionic surfactant and synthesis method thereof

A non-ionic surface, polyoxyethylene-based technology, applied in chemical instruments and methods, medical preparations of non-active ingredients, pharmaceutical formulations, etc., can solve the problem of lipophilicity less than alkanes, limited solubilization effect, unsuitable for injections, etc. problems, to achieve the effect of low affinity, not easy to cause hemolysis, and good biocompatibility

Active Publication Date: 2020-01-21
JIANGXI UNIVERSITY OF TRADITIONAL CHINESE MEDICINE
View PDF13 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Secondly, the designed surfactant must be degradable, and the molecular weight is too large, such as the polyether surfactant in the publication number CN101058063, which is not easy to be excreted by the kidneys, and is not suitable for the application of injections. Toxic reagents and catalysts
In terms of solubilization, if polyoxypropylene is used as the lipophilic chain, under the same number of carbon atoms, the lipophilicity is not as good as that of alkanes. To achieve a certain solubilization effect, the molecular weight will inevitably be too large. Alcohols and diamines are lipophilic chains, and their carbon numbers have a certain upper limit, so the solubilization effect is limited

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Polyoxyethylene-based Bola nonionic surfactant and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] A polyoxyethylene-based Bola nonionic surfactant has the following structural formula.

[0055] .

[0056] The synthesis method of the polyoxyethylene-based Bola nonionic surfactant comprises the following steps.

[0057] Step 1. Synthesis of di-10-undecylenic acid dodecyl glycol ester: 20.34 g (0.1 mol) of 1,12-dodecanediol and 36.86 g (0.2 mol) of 10-undecylenic acid were added to dry In a three-necked flask, add 150 ml of toluene and 0.57 g of p-toluenesulfonic acid. A water separator and a thermometer were respectively installed at the mouth of the three-necked flask, and the reaction was carried out under the protection of nitrogen. The oil bath was heated until the reaction system was refluxed, the reaction was refluxed for 3 h, and the reaction was stopped. After naturally cooling to room temperature, the reaction solution in the flask was poured into a Buchner funnel for suction filtration under reduced pressure, and the filtrate was transferred to a pear-s...

Embodiment 2

[0064] A polyoxyethylene-based Bola nonionic surfactant has the following structural formula.

[0065] .

[0066] The synthesis method of the polyoxyethylene-based Bola nonionic surfactant comprises the following steps.

[0067] Step one, step two are the same as step one and step two of embodiment 1.

[0068] Step 3. Synthesis of di-11(10)PEG800, di-10(11)-hydroxy-undecanoic acid dodecyl glycol ester: the di-10-epoxyundecanoic acid decanoate prepared in step 2 Add 3 times the molar amount of polyethylene glycol 800 (PEG800) to 5.669 g (0.01 mol) of dialkyl glycol ester and boron trifluoride ethyl ether with 1.5% of the raw material mass of the catalyst, react at 80 ° C for 4 h, and put it on the ODS column Chromatography, eluting with 50% methanol to remove unreacted PEG800, and then eluting with methanol gave 16.25 g of product with a yield of 75.20%. IR KBr (cm -1 ): 3344.68, 2930, 2864.32, 1734.01, 1644.54, 1456.08, 1350.81, 1298.88, 1249.89, 1108.03, 952.11, 850.81...

Embodiment 3

[0071] A polyoxyethylene-based Bola nonionic surfactant has the following structural formula.

[0072] .

[0073] The synthesis method of the polyoxyethylene-based Bola nonionic surfactant comprises the following steps.

[0074] Step one, step two are the same as step one and step two of embodiment 1.

[0075] Step 3. Synthesis of di-11(10)PEG600, di-10(11)-hydroxy-undecanoic acid dodecyl glycol ester: the di-10-epoxyundecanoic acid decanoate prepared in step 2 Add 3 times the molar amount of polyethylene glycol 600 (PEG600) to 5.669 g (0.01 mol) of dialkyl glycol ester and boron trifluoride diethyl ether with 1.5% of the raw material mass of the catalyst, react at 80 ° C for 4 h, and put it on the ODS column Chromatography, eluting with 50% methanol to remove unreacted PEG600, and then eluting with methanol gave 12.51 g of the product, with a yield of 72.73%. IR KBr (cm -1 ): 3334.75, 2929.63, 2860.39, 1735.35, 1457.52, 1350.99, 1249.50, 1109.18, 950.98. 1 H NMR (600...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a polyoxyethylene-based Bola nonionic surfactant and a synthesis method thereof. The polyoxyethylene-based Bola nonionic surfactant is prepared by reacting a dienoic acid dioldiester epoxidation product with polyethylene glycol. The surfactant integrates the advantages of mildness, no stimulation, biodegradability and environment friendliness and further has excellent performances of a Bola surfactant; and proven by experiments, compared with an existing solubilizing ingredient for injection, the polyoxyethylene-based Bola nonionic surfactant is obviously weakened in haemolysis, higher in safety and improved in solubilizing activity, has good biocompatibility and a wide application prospect and can be widely applied as the solubilizing ingredient for a medicinal injection.

Description

technical field [0001] The invention relates to the preparation of a solubilizing auxiliary material for injection, in particular to a polyoxyethylene-based Bola nonionic surfactant and a synthesis method thereof. Background technique [0002] Surfactants can form micelles in aqueous solution, and can be directional adsorbed on the two-phase interface, reduce interfacial (surface) tension, and can play a variety of roles such as solubilization, emulsification, wetting, soaking and dispersing, and can be used for surfactants A small amount (generally a few percent to a few thousandths), known as "industrial monosodium glutamate". Widely used in medicine, food, cosmetics and many other fields. [0003] In the pharmaceutical industry, for liquid preparations, especially injections, in order to increase the solubility of insoluble drug ingredients, surfactants represented by polysorbate 80 (Tween 80) must be added as solubilizing excipients to improve the druggability of the ma...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): A61K47/10A61K9/08C08G65/332C07C69/708C07C67/31
CPCA61K9/0019A61K9/08A61K47/10C07C69/708C08G65/3328C08G2650/04
Inventor 张锐花昌林
Owner JIANGXI UNIVERSITY OF TRADITIONAL CHINESE MEDICINE