CN112316861A - Double-component organic gel composition and application thereof - Google Patents

Double-component organic gel composition and application thereof Download PDF

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Publication number
CN112316861A
CN112316861A CN202011265915.7A CN202011265915A CN112316861A CN 112316861 A CN112316861 A CN 112316861A CN 202011265915 A CN202011265915 A CN 202011265915A CN 112316861 A CN112316861 A CN 112316861A
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xylene
component
organogel
benzene
leakage
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杨海宽
王玉婷
高畅
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North University of China
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North University of China
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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/0052Preparation of gels
    • B01J13/0065Preparation of gels containing an organic phase
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/82Purification; Separation; Stabilisation; Use of additives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42Separation; Purification; Stabilisation; Use of additives
    • C07C51/43Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
    • C07C51/44Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00Purification; Separation; Use of additives
    • C07C7/04Purification; Separation; Use of additives by distillation

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  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Analytical Chemistry (AREA)
  • Water Supply & Treatment (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Crystallography & Structural Chemistry (AREA)
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Abstract

The invention discloses a two-component organogel composition, which is prepared by mixing two gel factors of cyclohexylamine and 2-n-hexyldecanoic acid with any one of benzene, toluene, o-xylene, m-xylene or p-xylene. The organogel can be directly solidified at room temperature to form stable organogel, has simple operation process and low cost, and can be used for treating leakage and recovery of benzene, toluene, o-xylene, m-xylene or p-xylene. Meanwhile, the method rectifies the organogel formed by solidifying the leakage liquid, is easy to recover the leakage liquid and the gel factor in the organogel, realizes harmlessness of the leakage liquid and recycling of a reaction solvent, and has important practical significance for improving economic and environmental benefits.

Description

Double-component organic gel composition and application thereof
Technical Field
The invention belongs to the technical field of chemistry, and relates to a two-component organogel composition and application thereof in treating leakage and recovery of benzene, toluene, o-xylene, m-xylene or p-xylene.
Background
In recent years, gels have received much attention from researchers as an important component of supramolecular chemistry due to their special properties and simple preparation processes. Supramolecular gels, which are a soft material that is thermally reversible, are generally composed of a small amount of gelator and a large amount of solvent. The gel factor forms a three-dimensional network structure through self-assembly of weak interaction such as hydrogen bond, van der waals force, pi-pi interaction, electrostatic interaction, hydrophobic interaction and the like, and then a solvent molecule is filled in network gaps of the gel to form a jelly-like structure without fluidity. The classification mode of the supramolecular gel is various, and the supramolecular gel can be divided into organic gel and hydrogel according to different dispersion media; according to different components, the gel can be divided into single-component gel, double-component gel and multi-component gel. Wherein, most of the gel is a binary organic system, which means that when two gel factors exist separately, the gel can not be formed, only can exist in the form of solution respectively, and only when the two components are mixed together to form a compound through complementary interaction, the stable organic gel can be formed by self-assembly in an organic solvent.
Because the driving force required in the forming process is weak, the supermolecular gel is endowed with the stimulus response property to the external environment, namely, when the supermolecular gel is stimulated by light, heat, ultrasound, acid, alkali, ions and the like, the three-dimensional network structure is damaged, and the gel system obtains fluidity again. Once the stimulus disappears, the three-dimensional network structure is formed again under proper conditions, so that the three-dimensional network structure has the characteristics of excellent thermal reversibility, environmental responsiveness, biocompatibility and the like, and the three-dimensional network structure is greatly expanded in the aspects of organic matter leakage recovery, stimulus response materials, ion detection and separation, chemical sensing, drug delayed release and the like. Among them, the research in the field of organic solvent leakage and recovery is relatively extensive, for example, patent CN 102139203B discloses a preparation method of an organic gel capable of selectively gelling aniline or substituted aniline, which greatly improves the recovery rate of aniline and substituted aniline; the patent CN 104892417B discloses a micromolecule organic gel for gelling various organic reagents, which has wide application value in the aspects of leakage and recovery of organic waste liquid and organic oil products in chemical production; patent CN 104261506B discloses a method for treating formaldehyde in wastewater by a terpyridyl gel, which has the characteristics of high removal efficiency, simple and convenient operation, low cost and no introduction of by-products.
Benzene, toluene, o-xylene, m-xylene or p-xylene are used as important chemical raw materials and organic solvents, and are widely applied to industries such as petrochemical industry, plastic manufacturing, paint spraying, coating, pharmacy, rubber and the like. With the development of the chemical industry, the production and trade volume of benzene, toluene and xylene are continuously increasing. Meanwhile, due to strong toxicity and volatility, the traditional Chinese medicine composition can easily enter human bodies or environments through various ways to cause serious and even irreversible harm, and a carcinogenic substance list is listed by international cancer research center of world health organization in 2017 in 10 months. Benzene is a carcinogen, is also the substance in benzene series which is the most harmful to human bodies, has strong stimulation effect on the skin and mucous membranes of human bodies, can enter the human bodies through respiratory tracts or skins to cause benzene poisoning, can damage the central nervous system of the human bodies after long-term inhalation, and causes diseases such as anemia and lymphatic leukemia.
At present, methods for treating the leakage and recovery of benzene series such as benzene, toluene, o-xylene, m-xylene or p-xylene mainly include an adsorption method, a condensation method, a thermal destruction method, a biodegradation method and the like. The adsorption method has the problems of large usage amount, low adsorption efficiency, high cost and the like in the recovery treatment of the benzene series; the equipment and operation of the condensation method are simple, but the higher recovery rate is required to be obtained, so that the recovery difficulty and the recovery cost are increased; the treatment effect of the thermal destruction method can reach 99 percent, but auxiliary fuel needs to be added for combustion, the cost is high, and the problem of secondary pollution is easily caused; the biodegradation method has high recovery efficiency only for low-concentration benzene series wastewater and is easily influenced by external environment.
Therefore, a novel method which is low in cost, simple and convenient to operate, rapid, sensitive, green and environment-friendly is developed, namely the double-component organic gel factor is provided, and is rapidly solidified to form stable gel at normal temperature by a benzene, toluene, o-xylene, m-xylene or p-xylene solvent, so that the double-component organic gel factor is applied to the field of leakage and recovery of benzene series substances, and has very important significance for improving economic and environmental benefits.
Disclosure of Invention
The invention aims to provide a novel two-component organogel composition which can form stable organogel in the environment of benzene, toluene, o-xylene, m-xylene or p-xylene solvent.
It is another object of the present invention to provide a method for preparing said two-component organogel composition.
It is a further object of the present invention to provide the use of said two-component organogel composition for treating the leakage and recovery of benzene, toluene, o-xylene, m-xylene or p-xylene.
The two-component organogel composition is a mixed system formed by dissolving a two-component gelator in an organic solvent.
Specifically, the gel factor component 1 is cyclohexylamine and has a chemical formula of C6H13N, having the following structural formula:
Figure BSA0000224631590000021
specifically, the gelator component 2 is 2-n-hexyldecanoic acid with the chemical formula of C16H32O2Having the following structural formula:
Figure BSA0000224631590000022
the preparation method of the two-component organogel composition provided by the invention is to dissolve the gelator component 1 and the gelator component 2 in an organic solvent, and the stable organogel can be directly formed by curing after simple stirring.
Wherein the organic solvent is any one of benzene, toluene, o-xylene, m-xylene or p-xylene.
The molar ratio of the gelator component 1 to the gelator component 2 is 0.5-1: 1.
In the two-component organic gel composition, the total concentration of the preferred gelator is more than 4 mg/mL.
In the two-component organogel composition of the present invention, the preparation process is performed at room temperature.
The two-component organogel composition of the present invention is useful for treating the leakage and recovery of benzene, toluene, o-xylene, m-xylene or p-xylene.
The method for treating the leakage and recovery of benzene, toluene, o-xylene, m-xylene or p-xylene by using the two-component organogel composition comprises the following steps:
adding cyclohexylamine and 2-n-hexyldecanoic acid into leaked benzene, toluene, o-xylene, m-xylene or p-xylene respectively in a molar ratio of 0.5-1: 1, continuously stirring to uniformly mix the materials, gradually thickening leaked liquid along with the increase of the adding amount of the cyclohexylamine and the 2-n-hexyldecanoic acid, quickly solidifying the leaked liquid, adding the solidified leaked liquid into a rectifying device, and respectively collecting the leaked liquid, the cyclohexylamine and the 2-n-hexyldecanoic acid through rectification.
In particular, when the gelator component 2 is replaced with hexadecanoic acid, 2-methylhexadecanoic acid, which has a similar structure to 2-n-hexyldecanoic acid, the mixture does not transform into a gel state regardless of the length of time the mixture is left to stand.
The double-component organogel composition provided by the invention can generate the solution-gel conversion process only when being mixed under the environment of benzene, toluene, o-xylene, m-xylene or p-xylene, and the conversion is not found when the double-component organogel composition is mixed with other organic solvents, namely, the mixed solution is always kept in the solution state.
The two-component organogel composition provided by the invention can be used for quickly curing benzene, toluene, o-xylene, m-xylene or p-xylene at room temperature to form organogel, and the organogel has higher gel-sol phase transition temperature and good stability, so that the volatilization of leakage liquid is reduced to a greater extent, and the harm of the leakage liquid to human bodies and the environment is effectively reduced.
According to the method, the leaked liquid in the organogel is easy to recover by rectifying the organogel formed by solidifying the leaked liquid, and the gelator obtained by removing the leaked liquid can be recycled, so that the harmlessness of the leaked liquid and the recycling of a reaction solvent are realized, and the method has important practical significance for improving economic and environmental benefits; meanwhile, compared with the traditional method for leakage and recovery of benzene series, the method provided by the invention has the characteristics of low cost, simplicity and convenience in operation, rapidness, sensitivity, environmental friendliness and the like.
Detailed Description
The following examples are merely preferred embodiments of the present invention and are not intended to limit the present invention in any way. Modifications and variations of the present invention may occur to those skilled in the art, as desired. All changes, equivalents, modifications and the like which come within the spirit and scope of the invention are desired to be protected.
Example 1
2mg of cyclohexylamine and 5mg of 2-n-hexyldecanoic acid are dissolved in 1mL of benzene solvent, and can be directly solidified to form stable organogel after simple stirring.
And adding the solidified organic gel into a rectifying device, and collecting benzene, cyclohexylamine and 2-n-hexyldecanoic acid at 80.1 ℃, 134.5 ℃ and 168 ℃ respectively through rectification.
Example 2
13mg of cyclohexylamine and 50mg of 2-n-hexyldecanoic acid are dissolved in 12mL of toluene solvent, and can be directly solidified to form stable organogel after simple stirring.
And adding the solidified organic gel into a rectifying device, and collecting toluene, cyclohexylamine and 2-n-hexyldecanoic acid at 110.6 ℃, 134.5 ℃ and 168 ℃ respectively through rectification.
Example 3
93mg of cyclohexylamine and 400mg of 2-n-hexyldecanoic acid are dissolved in 120mL of o-xylene solvent, and can be directly solidified to form stable organogel after simple stirring.
Adding the solidified organic gel into a rectifying device, and collecting the cyclohexylamine, the o-xylene and the 2-n-hexyldecanoic acid at 134.5 ℃, 144.4 ℃ and 168 ℃ respectively through rectification.
Example 4
100mg of cyclohexylamine and 500mg of 2-n-hexyldecanoic acid are dissolved in 150mL of m-xylene solvent, and can be directly solidified to form stable organogel after simple stirring.
Adding the solidified organic gel into a rectifying device, and collecting the cyclohexylamine, the m-xylene and the 2-n-hexyldecanoic acid at 134.5 ℃, 139 ℃ and 168 ℃ respectively through rectification.
Example 5
225mg of cyclohexylamine and 1000mg of 2-n-hexyldecanoic acid are dissolved in 310mL of p-xylene solvent, and can be directly solidified to form stable organogel after simple stirring.
Adding the solidified organic gel into a rectifying device, and collecting the cyclohexylamine, the paraxylene and the 2-n-hexyldecanoic acid at 134.5 ℃, 138.37 ℃ and 168 ℃ respectively through rectification.

Claims (10)

1. A two-component organogel composition is a mixed system formed by dissolving two gelators in an organic solvent, wherein:
the gel factor component 1 is cyclohexylamine;
the gelator component 2 is 2-n-hexyldecanoic acid.
2. The method of preparing the two-component organogel composition of claim 1, wherein gelator component 1 and gelator component 2 are dissolved in an organic solvent and directly cured to form a stable organogel after simple agitation.
3. The method according to claim 2, wherein the molar ratio of gelator fraction 1 to gelator fraction 2 is 0.5 to 1: 1.
4. The method according to claim 2, wherein the total concentration of said two-component gelator is greater than 4 mg/mL.
5. The method according to claim 2, wherein the organic solvent is any one of benzene, toluene, o-xylene, m-xylene, and p-xylene.
6. The method according to claim 2, wherein the preparation is carried out at room temperature.
7. The method according to claim 2, wherein the organogel is cured to form a stable organogel having a high gel-sol phase transition temperature and exhibiting no thermal reversibility at room temperature.
8. Use of the two-part organogel composition of claim 1 for benzene, toluene, o-xylene, m-xylene, or p-xylene leakage and recovery.
9. The use of the two-component organogel composition of claim 1 for treating the leakage and recovery of benzene, toluene, o-xylene, m-xylene or p-xylene, wherein cyclohexylamine and 2-n-hexyldecanoic acid are added to the leakage liquid, and continuously stirred to mix them uniformly, the leakage liquid is gradually viscous and rapidly solidified as the addition amount of cyclohexylamine and 2-n-hexyldecanoic acid increases, the solidified leakage liquid is added to a rectifying apparatus, and the leakage liquid, cyclohexylamine and 2-n-hexyldecanoic acid can be respectively collected by rectification.
10. The two-component organogel composition of claim 9 for treating benzene, toluene, o-xylene, m-xylene, or p-xylene leakage and recovery, wherein the molar ratio of cyclohexylamine to 2-n-hexyldecanoic acid is 0.5-1: 1.
CN202011265915.7A 2020-10-30 2020-10-30 Double-component organic gel composition and application thereof Pending CN112316861A (en)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101870675A (en) * 2010-06-10 2010-10-27 复旦大学 Novel organogel compound and preparation method thereof
WO2017026944A1 (en) * 2015-08-13 2017-02-16 Agency For Science, Technology And Research An organogelator compound
CN107551962A (en) * 2017-09-18 2018-01-09 中北大学 A kind of high thermal stability two-component organogel and preparation method thereof
CN107586262A (en) * 2017-09-30 2018-01-16 中北大学 A kind of low-molecular-weight organic compound and its preparation method and application
CN109516927A (en) * 2018-11-19 2019-03-26 中北大学 A kind of gelator and the adjustable supermolecular gel of structure and morphology
CN110575795A (en) * 2019-10-06 2019-12-17 中北大学 High-thermal-stability supermolecule organogel and preparation thereof

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101870675A (en) * 2010-06-10 2010-10-27 复旦大学 Novel organogel compound and preparation method thereof
WO2017026944A1 (en) * 2015-08-13 2017-02-16 Agency For Science, Technology And Research An organogelator compound
CN107551962A (en) * 2017-09-18 2018-01-09 中北大学 A kind of high thermal stability two-component organogel and preparation method thereof
CN107586262A (en) * 2017-09-30 2018-01-16 中北大学 A kind of low-molecular-weight organic compound and its preparation method and application
CN109516927A (en) * 2018-11-19 2019-03-26 中北大学 A kind of gelator and the adjustable supermolecular gel of structure and morphology
CN110575795A (en) * 2019-10-06 2019-12-17 中北大学 High-thermal-stability supermolecule organogel and preparation thereof

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