KR20200048802A - A lipophilic gel comprising the grafted cross-linkers for VOC’s absorption and removal and the method for preparing the same - Google Patents

Abstract

The present invention relates to a hydrophobic gel for VOC absorption, containing a crosslinking agent comprising a succinimide repeat unit and a hydrophobic monomer. Even if the hydrophobic gel of the present invention absorbs VOC, the mechanical strength does not deteriorate, and swelling and drying can be repeated, thereby being reused for VOC absorption and removal.

Description

A lipophilic gel comprising the grafted cross-linkers for VOC's absorption and removal and the method for preparing the same}

The present invention relates to a hydrophobic gel for the absorption and removal of VOCs containing a branched crosslinking agent and a manufacturing method.

With the development of the industry and the increase in the population worldwide, emissions of various pollutants are increasing, and harmful substances such as VOC, which are difficult to solve by conventional treatment methods, are discharged into the air, soil, and water, which is a problem. VOC (Volatile Organic Compounds) means a volatile organic compound that can exist in a liquid or solid phase at normal temperature and pressure and evaporates easily due to high vapor pressure in the atmosphere. VOC is defined as petrochemicals, organic solvents, or other substances in the Enforcement Decree of the Korean Air Environment Conservation Act, but it is generally gas at normal temperature and pressure conditions such as hydrocarbons containing carbon and hydrogen, halogenated hydrocarbons, and hydrocarbons containing nitrogen or sulfur. It means all organic compounds that can exist in a state. As studies on more hydrocarbons have progressed over time, and its harmfulness has been identified, substances with hydrocarbon vapor pressures of approximately 27.6 kPa or higher have been classified as VOCs. Recently, semi-volatile organic compounds with vapor pressures of approximately 10.3 kPa or higher Figure VOCs began to be included. VOCs can also be released in natural environments such as soil, wetlands and grasslands, and can also be released from artificial solvent use facilities, artificial means such as automobiles, and VOCs are odorous after evaporation and cause photochemical reactions in the atmosphere. It can cause photochemical smog, and it has been pointed out as one of the causes of global warming, but above all, it is a toxic substance that has carcinogenic effects, and causes serious effects when exposed to humans for a long time. Genetic mutations and malformations. Therefore, most countries are making policy efforts to reduce VOC emissions.

In order to reduce or remove VOC emitted from a conventional industrial facility, research has been conducted on an electrolysis method and an oxidation method. The electrolysis method can remove the dissolved VOC in the wastewater by electrolysis of the wastewater discharged from the industrial facility, but there is a disadvantage that the existing facility must further include a condensation and separation facility and a facility for treating hydrogen generated by electrolysis. . Oxidation and oxidation methods such as Fenton's oxidation can also be used to remove VOCs present in the wastewater, but the disadvantage is that a large amount of land is required to use a harmful oxidizing agent or to perform processes such as aggregation and precipitation during oxidation. There is this. In addition, even when introducing a device or facility for processes such as condensation, storage, sedimentation, and separation as a means to reduce VOC, irregular VOC concentrations occur when VOC is stored in the facility. Due to the possibility of explosion depending on the environmental conditions, special handling is required.

Recently, a method for preventing excessive accumulation of VOC in a facility has been studied by using a hydrophobic polymer to manufacture a material for absorbing and removing VOC, instead of using an existing facility for removing VOC, or applying it to a conventional large-scale facility. Korean Patent Publication No. 10-2007-0089415 provides a polymer carrier to fix microorganisms using VOC as an energy source. However, the method of using microorganisms has a problem that it is not suitable for application on an actual industrial scale scale because it must satisfy the conditions necessary for the culture and survival of microorganisms. In addition, although methods of recovering VOC using a hydrophobic polymer gel have been reported, when absorbing VOC using a hydrophobic gel, the mechanical strength of the gel decreases as the VOC absorption rate of the gel increases, and eventually the gel collapses. Therefore, there was a limit to commercialization.

Republic of Korea Registered Patent No. 10-1903046 Republic of Korea Registered Patent No. 10-0957433 Republic of Korea Patent Publication No. 10-2007-0089415

An object of the present invention is to provide a hydrophobic gel for VOC absorption and removal and a method for manufacturing the same.

In addition, the object of the present invention is to compensate for the disadvantages of the conventional VOC absorbing gel, to provide a hydrophobic gel that maintains durability even when absorbing VOC.

In addition, an object of the present invention is to provide a method for removing VOC using the hydrophobic gel for VOC absorption according to the present invention.

The present inventors prepare an branched crosslinking agent having an acrylate, methacrylate, or silane branch by introducing acrylate, methacrylate, or silane into a part of repeat units of polysuccinimide (PSI), and these branched crosslinkers Hydrophobic monomers were crosslinked to prepare a hydrophobic gel to complete the present invention. Therefore, the means for solving the problems of the present invention are as follows:

1-1. (a) Succinimide, a succinimide derivative in which linear amino alkyl having 4 to 8 carbon atoms is introduced into carbon 4 of succinimide, and aminoalkyl methacryl having 4 to 8 carbon atoms in carbon 4 of succinimide Modified polysuccinimide comprising two or more selected from the group consisting of succinimide derivatives introduced with rate; And

(b) 3 to 9 carbon acrylates, 3 to 9 alkyl methacrylates, 4 to 8 silylacrylates, 4 to 8 silylmethacrylates and 4 to 8 carbon atoms At least one hydrophobic monomer selected from the group consisting of 8 alkylsilanes;

Hydrophobic gel for VOC absorption comprising a.

1-2. (a) a succinimide repeating unit, and a crosslinking agent comprising a repeating unit derived from succinimide represented by the following Chemical Formula 1, and (b) an alkyl acrylate having 3 to 9 carbon atoms, an alkyl meta having 3 to 9 carbon atoms VOC absorption comprising at least one hydrophobic monomer selected from the group consisting of acrylates, silyl acrylates having 4 to 8 carbons, silyl methacrylates having 4 to 8 carbons, and alkylsilanes having 4 to 8 carbons. Hydrophobic gel:

[Formula 1]

In the formula,

X is NH, S, CO, or substituted or unsubstituted linear or branched alkyl having 1 to 3 carbon atoms,

Y is an alkyl acrylate having 3 to 9 carbon atoms, an alkyl methacrylate having 3 to 9 carbon atoms, or a substituted or unsubstituted linear or branched alkyl having 3 to 9 carbon atoms.

2. (1) preparing polysuccinimide by mixing with polysuccinimide and aminoethyl methacrylate hydrochloride, and (2) alkyl acrylate having 3 to 9 carbons in the product of step (1). , At least one selected from the group consisting of alkyl methacrylate having 3 to 9 carbon atoms, silyl acrylate having 4 to 8 carbon atoms, silyl methacrylate having 4 to 8 carbon atoms and alkylsilane having 4 to 8 carbon atoms Method for producing a hydrophobic gel for VOC absorption, comprising the step of adding a hydrophobic monomer.

3. VOC removal method comprising contacting the hydrophobic gel for VOC absorption according to the present invention with VOC.

The hydrophobic gel prepared with the branched crosslinking agent having an acrylate or methacrylate branch according to the present invention does not deteriorate the mechanical strength of the gel even when the VOC absorption degree is increased.

The hydrophobic gel for VOC absorption prepared according to the present invention is reusable for VOC absorption because it can repeat swelling and drying.

1 is a view showing a process for preparing a crosslinking agent (PSI-MA) according to Example 1-2.
2 is a ¹ H-NMR spectrum when the grafting degree of the crosslinking agent (PSI-g-MA) prepared according to Example 1-2 is (a) 6.3%, (b) 13%, (c) 17%. .
3 is a schematic diagram of a hydrophobic gel prepared according to Examples 1-3.
4 is a view showing a process of preparing a hydrophobic gel according to Examples 1-3.
Figure 5 is a graph showing the (a) swelling ratio, (b) swelling ratio of the hydrophobic gel according to Experimental Example 1 (each graph shows the average value by preparing and confirming five samples for each hydrophobic gel, the vertical segment is standard Deviation).
FIG. 6 is a graph showing (a) stress-strain and (b) Young's modulus of the hydrophobic gel according to Experimental Example 2 (Graph (b) shows five samples prepared for each hydrophobic gel, and shows the average value thereof) Line segments in the bar graph represent standard deviations).
7 is a graph comparing the mechanical properties of the hydrophobic gel for VOC absorption according to the present invention and the hydrophobic gel for VOC absorption according to the present invention.
8 is a view confirming the drying behavior of the hydrophobic gel according to Experimental Example 3.
9 is a graph showing the diameter of the hydrophobic gel by drying time according to Experimental Example 3.

In the present invention, (a) succinimide, succinimide derivatives having 4 to 8 carbon atoms of straight amino alkyl having 4 to 8 carbon atoms of succinimide, and amino acids having 4 to 8 carbon atoms in carbon number 4 of succinimide Modified polysuccinimide comprising two or more selected from the group consisting of succinimide derivatives introduced with alkyl methacrylates; And (b) an alkyl acrylate having 3 to 9 carbon atoms, an alkyl methacrylate having 3 to 9 carbon atoms, a silyl acrylate having 4 to 8 carbon atoms, a silyl methacrylate having 4 to 8 carbon atoms and 4 carbon atoms. To 8 or more hydrophobic monomers selected from the group consisting of alkylsilanes.

The polysuccinimide of (a) is succinimide, a succinimide derivative in which linear amino alkyl having 4 to 8 carbon atoms is introduced into 4 carbons of succinimide, and 4 to 4 carbons of succinimide It means that the units selected from the group consisting of succinimide derivatives into which 8 aminoalkyl methacrylates are introduced are continuously connected. The order of the combination of these monomers may be connected in any order. These units are at least 3, and may be 10, 30, 50, 100, 200, 300, 400 or more, and there is no restriction on the increase of these units.

In one embodiment of the invention, the modified polysuccinimide is succinimide; And a succinimide derivative in which ethyl methacrylate is introduced to carbon 4 of succinimide.

In another embodiment of the present invention, the modified polysuccinimide is a succinimide derivative in which 1-propanamine is introduced into carbon 4 of succinimide; And a succinimide derivative in which ethyl methacrylate is introduced to carbon 4 of succinimide.

In the hydrophobic gel for VOC absorption according to the present invention, the degree of grafting of the modified polysuccinimide may be 5 to 35%.

In the hydrophobic gel for VOC absorption according to the present invention, the hydrophobic monomer is 3- (trimethoxysilyl) propyl methacrylate, metalyltrimethylsilane, allyltrimethylsilane, vinyltrimethylsilane, trimethylsilyl acrylate, trimethylsilyl methacryl Rate, allyloxytrimethylsilane, 2-methyl-1- (trimethylsiloxy) -1-propene, 2- (trimethylsiloxy) ethyl methacrylate, allyloxy-tert-butyldimethylsilane and vinyltrimethoxysilane It may be any one or more selected from the group consisting of.

In addition, the present invention is (a) a succinimide repeating unit, and a crosslinking agent comprising a repeating unit derived from succinimide represented by the following Chemical Formula 1, and (b) an alkyl acrylate having 3 to 9 carbon atoms and 3 carbons. To 9 alkyl methacrylates, 4 to 8 silyl acrylates having 4 to 8 silyl methacrylates having 4 to 8 carbon atoms, and any one or more hydrophobic monomers selected from the group consisting of alkyl silanes having 4 to 8 carbon atoms. It relates to a hydrophobic gel for VOC absorption.

[Formula 1]

In the formula,

X is NH, S, CO, or substituted or unsubstituted linear or branched alkyl having 1 to 3 carbon atoms,

Y is an alkyl acrylate having 3 to 9 carbon atoms, an alkyl methacrylate having 3 to 9 carbon atoms, or a substituted or unsubstituted linear or branched alkyl having 3 to 9 carbon atoms.

In the present invention, "VOC (Volatile Organic Compounds)" may exist in a liquid or solid phase at room temperature and pressure, and means a volatile organic compound that is easily evaporated due to high vapor pressure in the atmosphere, and hydrocarbons containing carbon and hydrogen , Halogenated hydrocarbons, hydrocarbons containing nitrogen or sulfur, and all organic compounds that may exist in a gaseous state at normal temperature and pressure.

In the present invention, alkyl having 3 to 9 carbon atoms is, for example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, isopentyl, hexyl, isohexyl, heptyl, isoheptyl, octyl, isooctyl, Nonyl, isononyl.

In the hydrophobic gel for absorbing VOCs according to the present invention, the crosslinking agent (a) has 3 to 9 alkyl acrylates having 3 to 9 carbon atoms, or 3 to 9 carbon methacrylates with polysuccinimide, or It may be a combination of unsubstituted linear or branched alkyl. Alternatively, in the hydrophobic gel for absorbing VOCs according to the present invention, (a) the crosslinking agent is a repeating unit of succinimide and substituted or unsubstituted linear or branched alkyl having 1, 3 or 3 carbon atoms in NH, S, CO or succinimide. It may be composed of a repeating unit having 3 to 9 alkyl acrylates, 3 to 9 alkyl methacrylates having 3 to 9 carbon atoms, or substituted or unsubstituted linear or branched alkyl having 3 to 9 carbons. Most preferably, the crosslinking agent (a) comprises a repeating unit of succinimide and a repeating unit in which ethyl methacrylate is bonded to succinimide through NH, that is, X in the formula 1 is NH and Y is It may be ethyl methacrylate.

In the hydrophobic gel for absorbing VOCs according to the present invention, the crosslinking agent (a) may crosslink the hydrophobic monomer (b) through a repeating unit derived from succinimide represented by Chemical Formula 1. Preferably, the hydrophobic monomer may be crosslinked through an acrylate, methacrylate, or silane branch included in the repeating unit derived from succinimide represented by Chemical Formula 1 (a) of the crosslinking agent. In the present invention, the hydrophobic gel for VOC absorption was linearly crosslinked with a hydrophobic monomer using a block-type crosslinking agent, so that the mechanical properties of the gel were rapidly decreased according to VOC absorption. In the present invention, the branch of the branched crosslinking agent according to the present invention Through bonding of the hydrophobic monomers, while maintaining the VOC absorption degree of the hydrophobic gel excellent, it is possible to maintain sufficient mechanical strength for commercialization.

In Formula 1 of the present invention, when alkyl is substituted, the substituent may be one or more selected from the group consisting of H, COOH, CHO, NH ₂ and SH.

In the (a) crosslinking agent of the hydrophobic gel for absorbing VOCs according to the present invention, the repeating unit derived from succinimide represented by Chemical Formula 1 may be included in 5 to 35% of the total repeating units constituting the crosslinking agent. That is, (a) the crosslinking agent is a polysuccinimide to a polysuccinimide, 5 to 35% of the succinimide repeating units constituting the polysuccinimide, 3 to 9 carbon alkyl acrylate, 3 to 9 alkyl methacrylate Alternatively, a substituted or unsubstituted linear or branched alkyl having 3 to 9 carbon atoms may be grafted. In addition, the crosslinking agent (a) is a polysuccinimide having 3 to 9 carbon acrylates, 3 to 9 alkyl methacrylates having 3 to 9 carbon atoms, or substituted or unsubstituted linear or branched alkyl. 5 to 35% of the degree of grafting (Degree of substitution, DS) may be introduced.

In the hydrophobic gel for absorbing VOCs according to the present invention, (b) the hydrophobic monomer has 3 to 9 alkyl acrylates having 3 to 9 alkyl methacrylates having 3 to 9 carbons, silyl acrylate having 4 to 8 carbons, and carbon number. It may be any one or more selected from the group consisting of 4 to 8 silyl methacrylates and alkylsilanes having 4 to 8 carbon atoms, for example, the hydrophobic monomer is 3- (trimethoxysilyl) propyl methacrylate, Metallyltrimethylsilane, allyltrimethylsilane, vinyltrimethylsilane, trimethylsilyl acrylate, trimethylsilyl methacrylate, allyloxytrimethylsilane, 2-methyl-1- (trimethylsiloxy) -1-propene, 2- (trimethyl Siloxy) ethyl methacrylate, allyloxy-tert-butyldimethylsilane, and vinyl trimethoxysilane. (b) The hydrophobic monomer may be provided tailored according to the type of VOC to be absorbed. By preparing a hydrophobic gel using a hydrophobic monomer having excellent electrostatic attraction or adsorption power relative to the target VOC, the VOC absorption rate of the prepared hydrophobic gel can be improved.

In addition, the present invention comprises the steps of (1) polysuccinimide and aminoethyl methacrylate hydrochloride to prepare a modified polysuccinimide, and (2) step (1) the product has 3 to 9 carbon atoms. It is selected from the group consisting of alkyl acrylate, alkyl methacrylate having 3 to 9 carbon atoms, silyl acrylate having 4 to 8 carbon atoms, silyl methacrylate having 4 to 8 carbon atoms, and alkylsilane having 4 to 8 carbon atoms. It relates to a method for producing a hydrophobic gel for VOC absorption comprising the step of adding any one or more hydrophobic monomers.

The method for preparing a hydrophobic gel for VOC absorption according to the present invention may include (1) mixing polysuccinimide and aminoethyl methacrylate hydrochloride to prepare a modified polysuccinimide. The step (1) is to introduce methacrylate into the polysuccinimide, and the polysuccinimide used in the step (1) may be obtained by acid catalytic polymerization of L-aspartic acid, but is not limited thereto. The aminoethyl methacrylate hydrochloride can be 2-aminoethyl methacrylate hydrochloride (AEMA). Mixing the polysuccinimide and the aminoethyl methacrylate hydrochloride in step (1), the repeating unit of the polysuccinimide, succinimide and the aminoethyl methacrylate hydrochloride in a molar ratio of 9: 1 to 6: 4 It may be mixed, and may be preferably mixed in a molar ratio of 9: 1 to 7: 3. As the aminoethyl methacrylate hydrochloride is mixed more, the degree of methacrylate grafting to polysuccinimide may be increased, and the degree of grafting of methacrylate to polysuccinimide may be controlled to control the degree of grafting of the hydrophobic gel. Mechanical properties can be adjusted. In addition, step (1) may further include adding triethylamine (TEA). Triethylamine can accelerate the reaction of polysuccinimide with aminoethyl methacrylate by removing hydrochloric acid from aminoethyl methacrylate hydrochloride. Preferably, aminoethyl methylate and triethylamine may be added in a molar ratio of 1: 2 to 1: 4, and most preferably, in a molar ratio of 1: 3.

The method for preparing the hydrophobic gel for VOC absorption according to the present invention is (2) the product of step (1) having 3 to 9 carbon acrylates, 3 to 9 carbon methacrylates, and 4 to 8 carbons. And adding a hydrophobic monomer having at least one selected from the group consisting of silyl acrylate, silyl methacrylate having 4 to 8 carbon atoms, and alkylsilane having 4 to 8 carbon atoms. The hydrophobic monomer in step (2) is 3- (trimethoxysilyl) propyl methacrylate, metalyl trimethylsilane, allyl trimethylsilane, vinyl trimethylsilane, trimethylsilyl acrylate, trimethylsilyl methacrylate, allyloxytrimethylsilane, Any one selected from the group consisting of 2-methyl-1- (trimethylsiloxy) -1-propene, 2- (trimethylsiloxy) ethyl methacrylate, allyloxy-tert-butyldimethylsilane and vinyltrimethoxysilane It is preferable that it is one or more, and most preferably, the hydrophobic monomer may be 3- (trimethoxysilyl) propyl methacrylate.

In addition, the present invention relates to a VOC removal method comprising the step of contacting the hydrophobic gel for VOC absorption according to the present invention with VOC. VOC may be dissolved in waste water, permeate contaminated soil, or may exist in a gaseous state in exhaust gas, and the hydrophobic gel for absorbing VOC according to the present invention may be contacted with waste water, soil or exhaust gas to absorb and remove VOC. Can be. The hydrophobic gel for absorbing VOCs prepared according to the present invention can absorb VOCs and swell, but its shape does not collapse. The hydrophobic gel for absorbing VOCs that has absorbed VOCs is in a swelling state, and the absorbed VOCs can be safely recovered through a separate drying process. In this case, the hydrophobic gel for absorbing VOC from which VOC has been removed is dried and can be used for VOC absorption again.

In the present invention, the degree of VOC absorption of the hydrophobic gel for VOC absorption can be evaluated through the swelling ratio (Q) of the gel. In the present invention, the swelling ratio is an index for confirming the swelling index of the prepared hydrophobic gel, and can be calculated as follows using the weight of the swollen gel (W _s ) and the weight of the dried gel (W _d ). .

In addition, after swelling the prepared hydrophobic gel with VOC, the expansion ratio (S) can be calculated by measuring the diameter, and the swelling ratio (Q _i ) immediately after preparing the hydrophobic gel and the following swelling ratio and expansion ratio The final swelling ratio (Q _f ) of the gel can be calculated through the relationship of The expansion ratio can be calculated as the ratio of the gel size (x _i ) immediately after preparation to the extent of gel expansion to the longitudinal direction and the increased gel size (x _f ) after complete swelling. In addition, the weight (W) of the gel, which assumes a density of 1, can be converted into a volume, which can represent the expansion ratio as a ratio of the swelling ratio.

Examples and experimental examples

Hereinafter, the present invention will be described in more detail through examples. However, the examples are only examples of the present invention, and the scope of the present invention is not limited by these examples.

Example 1. Preparation of hydrophobic gel for VOC absorption

Example 1-1. Synthesis of polysuccinimide (PSI)

50 g (0.376 mol) of L-aspartic acid and 18.8 mmol of phosphoric acid as a catalyst were placed in 250 g of sulfolane, and reacted while heating and maintaining to 180 ° C. under a nitrogen environment. During the reaction, water was continuously removed by using a Dean-Stark device equipped with a reflux cooler. The reaction was precipitated in excess methanol, washed with distilled water so that the pH was neutral, and then dried at 80 ° C. to obtain polysuccinimide.

The synthesized polysuccinimide was dissolved in DMSO-d6 (dimethyl sulfoxide-d6) and the structure was confirmed by ¹ H-NMR at 400 MHz. As a general polysuccinimide (19000 g / mol), a repeating unit of succinimide Hydrogen of methylene was confirmed at 2.7ppm and 3.2ppm, and metain hydrogen at 5.3ppm.

Example 1-2. Preparation of crosslinking agent (PSI-g-MA)

0.97 g (0.01 mol) of polysuccinimide synthesized in Example 1-1 was dissolved in 10 mL of DMF, and the molar ratio of succinimide repeating unit and methacrylate at room temperature was 9: 1, 8: 2 and 7: respectively. 2-Aminoethyl methacrylate hydrochloride was added so as to be 3, and triethylamine was added so that the molar ratio of 2-aminoethyl methacrylate hydrochloride and triethylamine was 1: 3, followed by reaction for 24 hours. The salt formed as the reaction proceeded was triethylamine-hydrochloride, which was removed using a syringe filter, and the obtained product was precipitated in excess ether. Then, the product was washed with methanol and dried at 80 ° C. to obtain methacrylate-grafted polysuccinimide (labeled PSI-MA or PSI-g-MA) (FIG. 1). The synthesized methacrylate grafting degree of PSI-g-MA is shown in Table 1 below.

Sample name Molar ratio of raw materials ^a Grafting degree ^b Crosslinked water ^c PSI 100/0 0 0 M10-PSI 90/10 6.3 12 M20-PSI 80/20 13 25 M30-PSI 70/30 17 33

a: Succinimide repeating unit / methacrylate

b: DS, Degree of Substituion

c: number of methacrylates per polymer chain

The synthesized PSI-g-MA was dissolved in DMSO-d6 and the structure was confirmed by ¹ H-NMR at 400 MHz. The methylene hydrogen of the succinimide repeating unit was confirmed at 2.7 ppm and 3.2 ppm, and metain hydrogen It was confirmed at 5.3 ppm, methylene hydrogen of the grafted acrylate group was identified at 5.6 ppm and 6.0 ppm, and methyl hydrogen was identified at 1.87 ppm (FIG. 2).

Hydrogen occupied by the synthesized PSI-g-MA is occupied by the area value at the meta-hydrogen point of the PSI and the area value at the methyl hydrogen point of the acrylate group through the 1H-NMR analysis result of FIG. It can be obtained by comparing the degree. The number of crosslinked water can be obtained by dividing the average molecular weight of the used PSI from 19000 g / mol by dividing the unit molecular weight by 97 g / mol to obtain the number of polymers and multiplying the grafting degree (DS).

Example 1-3. Preparation of hydrophobic gels

Based on the acrylate concentration of 0.04 mmol in the crosslinking agent PSI-g-MA synthesized in Example 1-2 (i.e., grafting degree (6.3%, 13%, 17 as shown in Table 1 of Example 1-2) %) Are different, the number of crosslinks of the hydrophobic gel to be prepared will also be different), 2-mmol of silane monomer 3- (trimethoxysilyl) propyl methacrylate and AIBN (2,2'-azo-bis (2- Methylpropionitrile) 0.04 mmol was added to 1 mL of DMSO to prepare a pre-gel solution (FIG. 3) The prepared gel solution was placed between two glass plates using a 1 mm spacer at 60 to 80 ° C. After standing for 2 hours to gel for 2 hours, the glass plate was removed and a hydrophobic gel was obtained (FIG. 4).

Experimental Example 1.VOC absorption using hydrophobic gel and confirmation of swelling degree of gel

Hydrophobic gels prepared according to Examples 1-3 were standardized with 8 mm diameter biopsis punches (hydrophobicity prepared with different crosslinking agents (6.3%, 13%, 17%) according to Table 1 in Example 1-2) Five gels were prepared each). After calculating the swelling ratio (Q _i ) of the hydrophobic gel in a dry state, the gel is immersed in DMSO to sufficiently swell, and the swelling ratio (Q _f ) is calculated by checking the expansion ratio (S) by measuring the weight and diameter of the gel. Did. In the same manner, the gel was immersed in toluene to sufficiently swell, and the weight and diameter of the gel were measured to confirm the expansion ratio and swelling ratio (FIG. 5).

As shown in Figure 5 (a), the swelling ratio of the hydrophobic gel prepared as the degree of grafting of the crosslinking agent PSI-g-MA increases, it was found that the degree of increase or decrease in toluene compared to DMSO Able to know. As shown in FIG. 5 (b), it was found that the expansion ratio of the hydrophobic gel prepared decreases as the degree of grafting of the crosslinking agent PSI-g-MA increases, and the degree of increase and decrease in toluene is greater than that of DMSO. Can be. That is, when 3- (trimethoxysilyl) propyl methacrylate is used as the hydrophobic monomer for the hydrophobic gel, it can be seen that the ability to absorb toluene is excellent.

Experimental Example 2. VOC absorption using a hydrophobic gel and mechanical strength of the gel

The hydrophobic gel prepared according to Example 1-3 was standardized with a biopsis punch having a diameter of 4 mm and a thickness of 1 mm (grafting degree (6.3%, 13%, 17%) according to Table 1 of Example 1-2 with different crosslinking agents. Five prepared hydrophobic gels were prepared each). The gel is fully swelled by immersing in DMSO, and the mechanical strength of the gel under conditions of 12% measurement distance test rate, 1.0mm / min test speed and 1.0kgf load range using a universal testing machine. Was measured (Fig. 6).

As shown in Fig. 6 (b), the grafting degree of the crosslinking agent PSI-g-MA showed the lowest mechanical strength when 6.3%, and the highest mechanical strength when 13%. This result means that the mechanical properties of the hydrophobic gel prepared by controlling the grafting of the crosslinking agent and the concentration of the PSI precursor can be selectively controlled (FIG. 7). As shown in FIG. 7, in the case of the hydrophobic gel for VOC absorption, the mechanical property of the gel is decreased as the degree of VOC absorption increases, whereas in the case of the hydrophobic gel for VOC absorption according to the present invention, the degree of VOC absorption is increased. Independent control is also possible to maintain the mechanical properties of the gel.

Experimental Example 3. Confirmation of the swelling and drying behavior of the hydrophobic gel

The hydrophobic gel prepared according to Examples 1-3 was normalized with an 8 mm diameter biopsis punch. The gel was immersed in DMSO to sufficiently swell, and then allowed to stand at room temperature to confirm the drying behavior (FIG. 8). Then, the completely dried hydrophobic gel was immersed again in DMSO to swell again, and then dried at room temperature to confirm recyclability. As shown in Figure 9, it was confirmed that the drying behavior of the hydrophobic gel was also affected as the degree of grafting of the crosslinking agent increased.

As described above, the present invention has been described through examples. Those skilled in the art to which the present invention pertains will appreciate that the present invention may be implemented in other specific forms without changing its technical spirit or essential features. Therefore, the above-described embodiments are to be understood as illustrative in all respects and not restrictive. The scope of the present invention is indicated by the following claims rather than the detailed description, and all changes or modifications derived from the meaning and scope of the claims and equivalent concepts should be interpreted to be included in the scope of the present invention.

Claims (10)

(a) Succinimide, a succinimide derivative in which linear amino alkyl having 4 to 8 carbon atoms is introduced into carbon 4 of succinimide, and aminoalkyl methacryl having 4 to 8 carbon atoms in carbon 4 of succinimide Modified polysuccinimide comprising two or more selected from the group consisting of succinimide derivatives introduced with rate; And
(b) 3 to 9 carbon acrylates, 3 to 9 alkyl methacrylates, 4 to 8 silylacrylates, 4 to 8 silylmethacrylates and 4 to 8 carbon atoms At least one hydrophobic monomer selected from the group consisting of 8 alkylsilanes;
Hydrophobic gel for VOC absorption comprising a. According to claim 1,
Modified polysuccinimide includes succinimide; And a succinimide derivative in which ethyl methacrylate is introduced to carbon 4 of succinimide; a hydrophobic gel for VOC absorption. According to claim 1,
Modified polysuccinimide is a succinimide derivative in which 1-propanamine is introduced to carbon 4 of succinimide; And a succinimide derivative in which ethyl methacrylate is introduced to carbon 4 of succinimide; a hydrophobic gel for VOC absorption. The method according to any one of claims 1 to 3,
A hydrophobic gel for VOC absorption, wherein the modified polysuccinimide has a grafting degree of 5 to 35%. According to claim 1,
Hydrophobic monomers include 3- (trimethoxysilyl) propyl methacrylate, metalyltrimethylsilane, allyltrimethylsilane, vinyltrimethylsilane, trimethylsilyl acrylate, trimethylsilyl methacrylate, allyloxytrimethylsilane, 2-methyl-1 VOC absorption of at least one selected from the group consisting of-(trimethylsiloxy) -1-propene, 2- (trimethylsiloxy) ethyl methacrylate, allyloxy-tert-butyldimethylsilane and vinyltrimethoxysilane Dragon hydrophobic gel. According to claim 1,
The hydrophobic monomer is 3- (trimethoxysilyl) propyl methacrylate, a hydrophobic gel for VOC absorption. (1) mixing polysuccinimide and aminoethyl methacrylate hydrochloride to prepare a modified polysuccinimide; And
(2) The product of step (1) above has 3 to 9 alkyl acrylates, 3 to 9 alkyl methacrylates, 4 to 8 silyl acrylates, and 4 to 8 silyl methacryls. Adding at least one hydrophobic monomer selected from the group consisting of a rate and an alkylsilane having 4 to 8 carbon atoms;
Method for producing a hydrophobic gel for VOC absorption comprising a. The method of claim 7,
In step (1), succinimide and aminoethyl methacrylate hydrochloride are mixed at a molar ratio of 9: 1 to 6: 4, and the method for producing a hydrophobic gel for VOC absorption. The method of claim 7,
The hydrophobic monomer in step (2) is 3- (trimethoxysilyl) propyl methacrylate, metalyl trimethylsilane, allyl trimethylsilane, vinyl trimethylsilane, trimethylsilyl acrylate, trimethylsilyl methacrylate, allyloxytrimethylsilane, Any one selected from the group consisting of 2-methyl-1- (trimethylsiloxy) -1-propene, 2- (trimethylsiloxy) ethyl methacrylate, allyloxy-tert-butyldimethylsilane and vinyltrimethoxysilane Method of producing at least one hydrophobic gel for VOC absorption. VOC removal method comprising the step of contacting the hydrophobic gel for VOC absorption according to claim 1 with VOC.

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