Phthalic acid derivative gelator and preparation method and application thereof

A technology of phthalic acid and phthalic anhydride, applied in the field of phthalic acid-derived gelling factors, can solve problems such as not forming industrialization advantages, achieve superior gel ability, reduce gel concentration, and improve thermodynamics The effect of stability

Active Publication Date: 2016-06-15
LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although the research of organic small molecule gels in the fields of biomedicine and environment

Method used

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  • Phthalic acid derivative gelator and preparation method and application thereof
  • Phthalic acid derivative gelator and preparation method and application thereof
  • Phthalic acid derivative gelator and preparation method and application thereof

Examples

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Example Embodiment

[0054] Example 1 Phthalic acid organogel formulation

[0055] (1) Phthalic acid gel factor

[0056] Preparation method: Dissolve 148.12mg (1mmol) of phthalic anhydride in excess dichloromethane. After stirring at room temperature to dissolve completely, 269.31mg (1mmol) of octadecylamine (NH 2 (CH 2 ) 17 CH 3 ) Slowly poured into the solution, mechanically stirred for 6 hours to obtain a white precipitate, filtered, and the filter cake was recrystallized with methanol and dried in vacuum to obtain the phthalic acid gel factor. Its structural formula is as follows,

[0057]

[0058] (2) Test results

[0059] Such as figure 1 As shown, the FT-IR detection results indicate that the gel formed by the two gel factors has hydrogen bonding. Such as figure 2 with Figure 5 As shown, the DSC and rheological spectra show that the gel formed by the two-component gel factor has higher thermodynamic stability and greater mechanical strength. Such as image 3 with Figure 4 As shown, the results...

Example Embodiment

[0065] Example 2 Phthalic acid organogel formulation

[0066] (1) Phthalic acid gel factor

[0067] The preparation method is as follows: 205.17mg (1mmol) of 3-acetamidophthalic anhydride is dissolved in excess dichloromethane, and after stirring at room temperature to dissolve completely, 241.28mg (1mmol) of hexadecylamine (NH 2 (CH 2 ) 15 CH 3 ) Slowly poured into the solution, mechanically stirred for 6 hours to obtain a white precipitate, filtered, and the filter cake was recrystallized with methanol and dried in vacuum to obtain the phthalic acid gel factor. Its structure is as follows,

[0068]

[0069] (2) Test results

[0070] Such as Image 6 As shown, the FT-IR detection results indicate that the gel formed by the two gel factors has hydrogen bonding. Such as Figure 7 with Picture 10 As shown, the DSC and rheological spectra show that the gel formed by the two-component gel factor has higher thermodynamic stability and greater mechanical strength. Such as Figure 8 with ...

Example Embodiment

[0076] Example 3 Phthalic acid organogel formulation

[0077] (1) Phthalic acid gel factor

[0078] The preparation method is as follows: Dissolve 204.8 mg (1 mmol) of 4-tert-butyl phthalic anhydride in excess dichloromethane, stir at room temperature to dissolve completely, then slowly pour 185.21 mg (1 mmol) of dodecylamine into the solution , Mechanically stirred for 6 hours to obtain a white precipitate, filtered, and the filter cake was recrystallized with methanol and dried in vacuum to obtain the phthalic acid gel factor. Its structure is as follows,

[0079]

[0080] (2) Test results

[0081] Such as Picture 11 As shown, the FT-IR detection results indicate that there is hydrogen bonding in the gel formed by the gel factor (n=12). Such as Picture 12 with Figure 15 As shown, the DSC and rheological spectra show that the gel formed by the phthalic acid gel factor (n=12) has good thermodynamic stability and mechanical strength. Such as Figure 13 with Figure 14 As shown, t...

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Abstract

The invention relates to a phthalic acid derivative gelator and its preparation method and application. The structural formula of the phthalic acid derivative gelator is as shown in (I). The preparation method comprises the following steps: dissolving a phthalic anhydride derivative in excess dichloromethane, stirring at room temperature, completely dissolving, slowly adding long-chain amine, mechanically stirring for 5-7 h, filtering, recrystallizing filter cake with methanol, and carrying out vacuum drying so as to obtain the phthalic acid derivative gelator. The low molecular weight organogelator of the invention has efficient selective gelling ability to refined oil such as liquid paraffin, diesel oil, soya-bean oil, lubricating oil and the like in the presence of a water phase, and provides potential possibility for further realizing ocean floating oil recovery.

Description

technical field [0001] The invention belongs to the field of gel materials, and in particular relates to a phthalic acid-derived gel factor capable of selectively gelling refined oils such as liquid paraffin, diesel oil, soybean oil, and lubricating oil in the presence of an aqueous phase. Background technique [0002] Gels are a special class of materials that have both solid and liquid properties. So far, Flory's definition of gel is considered to be the most comprehensive and accurate, that is, the system needs to satisfy: ① its macroscopic continuous structure remains unchanged during the test and analysis system time; ② its rheological behavior is similar to that of a solid, that is, called a gel. [0003] Low molecular weight organogelators (LMOG) can form a self-assembled fibrillar network (SAFIN) in a specific organic solvent, and the generated capillary tension captures solvent molecules to form low molecular weight gels (LMWG). It is generally believed that weak ...

Claims

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Application Information

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IPC IPC(8): C07C233/65C07C237/42C07C231/02C09K3/32
CPCC07C231/02C07C233/65C07C237/42C09K3/32
Inventor 何宇鹏于芳罗根祥赵杉林李飞苏婷
Owner LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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