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Preparation method of butylene glycol fatty acid ester and application of butylene glycol fatty acid ester to gel factor

A fatty acid ester and butanediol technology, which is applied in the preparation of carboxylic acid esters, organic compounds, gel preparation, etc.

Inactive Publication Date: 2017-06-13
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The technical problem to be solved by the present invention is to overcome the defects of the existing gelling factor and provide butanediol fatty acid ester as a novel gelling factor

Method used

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  • Preparation method of butylene glycol fatty acid ester and application of butylene glycol fatty acid ester to gel factor
  • Preparation method of butylene glycol fatty acid ester and application of butylene glycol fatty acid ester to gel factor
  • Preparation method of butylene glycol fatty acid ester and application of butylene glycol fatty acid ester to gel factor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Example 1 This example illustrates the synthesis of 1,4-butanediol stearate and its application as a gelling factor

[0037] The synthetic reaction formula of this reaction is:

[0038]

[0039] Weigh 0.45g of 1,4-butanediol and 3.55g of stearic acid into a three-necked flask, and put it in a nitrogen atmosphere to preheat to 178 o In the oil bath of C, add 0.0192g p-toluenesulfonic acid after melting, and cool down to 80 after 3 hours of reaction o C. Pour it into chloroform while it is hot, add methanol after dissolving until no white precipitate appears in the upper layer, and repeat twice. The precipitate was dissolved in chloroform, and rotary evaporation gave a white product with a melting point of 77.2 o c.

[0040] Its nuclear magnetic spectrum shows (nuclear magnetic picture as figure 1 shown), 1 H-NMR (400MHz, CDCl 3 )δ4.09 (s, 4H) ,2.27 – 2.31 (t, 4H) , 1.70 (s,4H) , 1.60 – 1.63 (t, 4H) , 1.28 (s,4H) , 1.25(s, 52H) , 0.86 – 0.90 (t, 6H).

[0041] T...

Embodiment 2

[0042] Example 2 This example illustrates the synthesis of 2,3-butanediol stearate and its application as a gelling factor

[0043] The synthetic reaction formula of this reaction is:

[0044]

[0045] Weigh 0.45g of 2,3-butanediol and 3.55g of stearic acid into a three-necked flask, and put it in a nitrogen atmosphere to preheat to 178 o In the oil bath of C, add 0.0192g p-toluenesulfonic acid after melting, and cool down to 80°C after reacting for 3.5h o C. Pour it into chloroform while it is hot, add methanol after dissolving until no white precipitate appears in the upper layer, and repeat twice. The precipitate was dissolved in chloroform, and rotary evaporation gave a white product with a melting point of 79.5 o c.

[0046] Its nuclear magnetic spectrum shows (nuclear magnetic picture as figure 2 shown), 1 H-NMR (400MHz, CDCl 3 ( 6H) , 0.86 – 0.90 (t, 6H).

[0047] The number of 2,3-butanediol stearate synthesized in this example is b.

Embodiment 3

[0048] Example 3 This example illustrates the gelling effect comparison between the gelling factor of the present invention and the sucrose ester gelling factor

[0049] Compounds a and b and sucrose esters obtained in implementation 1 and implementation 2 were mixed with liquid paraffin, olive oil, n-butanol, and isobutanol respectively, heated and cooled to room temperature, and their gel properties were evaluated.

[0050] The specific gel properties are shown in Table 1.

[0051] The gel performance of table 1 gel factor

[0052]

[0053] Compound a (1,4-butanediol stearate), compound b (2,3-butanediol stearate); the gel-sol transition temperature in brackets, unit:o c.

[0054] The results show that compound a can form a gel in liquid paraffin, olive oil, n-butanol, and isobutanol, and has thermoreversible properties, that is, it can become a sol after heating, and can form a gel again after cooling, and its gel-sol The transition temperature is 51.5 o C. 48.0 o C,...

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PUM

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Abstract

The invention discloses butylene glycol fatty acid ester. The butylene glycol fatty acid ester is prepared by esterifying 1,4-butylene glycol or 2,3-butylene glycol and fatty acids with the carbon atom number of 12-18 (including lauric acid, tridecanoic acid, myristic acid, pentadecanoic acid, palmitic acid, heptadecanoic acid and stearic acid); and the butylene glycol fatty acid ester provided by the invention can be used as the gel factor and can form organic gel with heat stability under low concentration (2g / L).

Description

technical field [0001] The invention belongs to the field of fine chemicals, and in particular relates to a butanediol fatty acid ester gelling factor, a preparation method thereof, and a gel formed by the compound. Background technique [0002] Low Molecular-mass Organic Gelator (LMOG, Low Molecular-mass Organic Gelator) refers to the colloid formed by organic small molecule compounds under the interaction of non-covalent bonds such as intermolecular hydrogen bonds, van der Waals forces, and π-π stacking. Gelation factors can be divided into two types according to the different forces that cause the aggregation of gelation factors: hydrogen-bonding gelling factors and non-hydrogen-bonding gelling factors. Hydrogen-bonding gelling factors include fatty amides, sugar derivatives, etc.; non-hydrogen-bonding gelling factors mainly include sterol derivatives, etc. [0003] As a special material, organic small molecule gel has the characteristics of rapid response to external en...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/08C07C69/28B01J13/00
CPCB01J13/0065C07C67/08C07C69/28
Inventor 余定华刘婷黄娣王文娟
Owner NANJING UNIV OF TECH
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