CN109180848B - High-stability hydrogen bond-containing hydrophilic macroporous adsorption resin and method for treating hydrogen peroxide tail gas and waste gas - Google Patents
High-stability hydrogen bond-containing hydrophilic macroporous adsorption resin and method for treating hydrogen peroxide tail gas and waste gas Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
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- C08F212/08—Styrene
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D47/00—Separating dispersed particles from gases, air or vapours by liquid as separating agent
- B01D47/06—Spray cleaning
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
- B01D53/04—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography with stationary adsorbents
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- C08F8/00—Chemical modification by after-treatment
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/18—Introducing halogen atoms or halogen-containing groups
- C08F8/24—Haloalkylation
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2259/00—Type of treatment
- B01D2259/40—Further details for adsorption processes and devices
- B01D2259/40083—Regeneration of adsorbents in processes other than pressure or temperature swing adsorption
- B01D2259/40086—Regeneration of adsorbents in processes other than pressure or temperature swing adsorption by using a purge gas
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Abstract
The invention discloses a high-stability hydrogen bond-containing hydrophilic macroporous adsorption resin and a method for treating hydrogen peroxide tail gas waste gas, wherein the resin is prepared by polymerizing styrene/divinylbenzene/methyl acrylate macroporous resin spheres with the crosslinking degree of 6-10% by adopting a suspension polymerization method, chloromethylating to obtain chlorine spheres, and then carrying out a Friedel-crafts crosslinking reaction with a phenolic compound to obtain the hydrogen bond-containing hydrophilic macroporous adsorption resin. The resin is used for treating hydrogen peroxide tail gas and recovering dimethylbenzene in the hydrogen peroxide tail gas, has a remarkable recovery effect, greatly reduces the content of dimethylbenzene in the waste gas and reaches the national VOC emission standard, improves the utilization rate of the waste gas and reduces pollution discharge.
Description
Technical Field
The invention belongs to the technical field of high-molecular separation materials, and particularly relates to a macroporous adsorption resin with hydrophilicity, high stability and high compressive strength, and a method for treating hydrogen peroxide tail gas waste gas by using the macroporous adsorption resin.
Background
Macroporous adsorption resin is a high molecular separation material developed in the sixties and seventies of the last century, is used as an artificial synthetic material, and has the characteristics of large adsorption capacity, easy resolution, high strength and long service life compared with the traditional material such as activated carbon. For decades, research into adsorption resins has been done with great success. The application of the adsorption resin is gradually expanded to more fields. In the research on the adsorption resin, how to improve the selectivity of adsorption is always a constantly sought-after goal. It has been preliminarily ascertained that the adsorption mechanism is mainly through hydrophobic adsorption, delocalized pi-electron adsorption and hydrogen bond adsorption, and the more unitary the adsorption mechanism is, the higher the adsorption selectivity is. Since hydrogen bonds are widely found in nature, hydrogen bond adsorption has been studied in a series and has actually been used.
Lijia et al (ion exchange and adsorption, 2001, 17 (6): 561-. Common donor-type hydrogen-bonding adsorption resins are: poly (p-hydroxystyrene), poly (hydroxystyrene), sulfonated PS-DVB; the receptor type hydrogen bond adsorption resin comprises: polyacrylates, polyamides, poly-p-nitrostyrene compounds; the mixed hydrogen bond adsorption resin comprises: polyamides, urea-formaldehyde polycondensates, polyvinyl alcohol-gelatin composite resins, polyamide-silica gel composite resins, and the like.
The existing hydrogen peroxide tail gas treatment method is two-stage carbon fiber adsorption treatment, partial heavy aromatic xylene can be recovered after adsorption, but the treated tail gas can not reach the emission standard due to national standard improvement of VOCs (volatile organic compounds), generally 2000mg/Nm3。
Disclosure of Invention
The invention aims to provide a hydrogen bond-containing hydrophilic macroporous adsorption resin which has hydrophilicity, higher stability and high compressive strength, and a method for treating hydrogen peroxide tail gas waste gas by adopting the macroporous adsorption resin.
In order to solve the above problems, the hydrophilic macroporous adsorption resin containing hydrogen bonds is prepared by performing a chloromethylation reaction on styrene/divinylbenzene/methyl acrylate macroporous resin spheres synthesized by a suspension polymerization method and chloromethyl ether, and then performing a Friedel-crafts crosslinking reaction on the obtained chlorine spheres and a phenolic compound.
The specific synthesis steps of the hydrophilic macroporous adsorption resin containing the hydrogen bond are as follows:
1. macroporous resin ball for synthesizing styrene/divinylbenzene/methyl acrylate
Magnesium sulfate, gelatin and methylene blue are dissolved in water to prepare a water phase, and the mass concentration of the gelatin in the water phase is 0.5-2%, the mass concentration of the magnesium sulfate is 0.4-1%, and the mass concentration of the methylene blue is 0.01-0.05%. Uniformly mixing a polymerization monomer and a pore-foaming agent to obtain an oil phase, wherein the polymerization monomer is styrene, divinyl benzene and methyl acrylate, the pure divinyl benzene accounts for 6-10 wt%, the methyl acrylate accounts for 2-5 wt%, and the balance is styrene; the pore-foaming agent is a mixture of gasoline and liquid wax in a volume ratio of 1: 5-3: 5, and the addition amount of the pore-foaming agent is 50-100% of the mass of the polymerized monomer.
Adding the water phase into a reaction kettle, heating to 55 ℃, then adding the oil phase, wherein the volume ratio of the water phase to the oil phase is 3-4: 1, stirring to disperse the oil phase into the water phase, controlling the particle size to be 0.3-1.0, heating to 70-80 ℃, reacting for 3-5 h, continuing heating to 90 ℃, reacting for 3-5 h, heating again to 95 ℃, reacting for 3-5 h, stopping the reaction, and cooling. And discharging the cooled resin balls, washing with hot water at the temperature of more than 90 ℃, extracting with methylal with the volume 5-10 times that of the resin, washing, boiling in water, and drying at the temperature of 80-90 ℃ for more than 10 hours to obtain the styrene/divinylbenzene/methyl acrylate macroporous resin balls.
2. Chloromethylation reaction for preparing chlorine ball
Adding styrene/divinylbenzene/methyl acrylate macroporous resin balls and chloromethyl ether into a reaction kettle according to the mass ratio of 1: 4-5, swelling for 2 hours at normal temperature, adding zinc chloride after swelling, heating to 45 ℃, keeping the temperature for reaction for 2 hours, adding zinc chloride, and continuing to react for 12-16 hours, wherein the mass ratio of the total mass of the added zinc chloride to the resin balls is 0.7-1: 1; and recovering the chloromethyl ether mother liquor after the reaction is finished, washing and drying the chlorine balls.
3. Preparation of hydrophilic resins containing hydrogen bonds
Swelling a chlorine ball with dichloromethane, adding a phenolic compound accounting for 1-10% of the mass of the chlorine ball, adding aluminum trichloride, reacting for 3 hours at 78-80 ℃, cooling to 30-40 ℃, adding the aluminum trichloride, and reacting for 5 hours at 78-80 ℃, wherein the mass ratio of the total mass of the added aluminum trichloride to the chlorine ball is 0.2-0.3: 1; after the reaction is finished, the dichloroethane is distilled and recovered, and the hydrophilic macroporous adsorption resin containing the hydrogen bond is obtained after washing.
Taking phenol as an example, the synthetic route for synthesizing the resin of the invention is as follows:
the crosslinking degree of the styrene/divinylbenzene/methyl acrylate macroporous resin spheres obtained in the step 1 is 6-10%.
The chlorine content in the chlorine ball obtained in the step 2 is 17-20%.
In the step 3, the phenolic compound is any one of phenol, o-nitrophenol and p-nitrophenol.
The method for treating hydrogen peroxide production tail gas by using the hydrogen bond-containing hydrophilic macroporous adsorption resin comprises the following steps:
1. after the tail gas generated by hydrogen peroxide is pretreated by water spraying, the tail gas passes through a resin column or a gas adsorption tank which is filled with the hydrogen bond-containing hydrophilic macroporous adsorption resin as claimed in claim 1;
2. and purging the resin column or the gas adsorption tank which adsorbs the dimethylbenzene in the tail gas generated in the hydrogen peroxide production for 1-2 hours by using water vapor with the pressure of 20-40 kPa and the temperature of 110-120 ℃, so that the dimethylbenzene adsorbed in the resin pore channel flows out in a gas form.
3. And (3) cooling the effluent dimethylbenzene gas to normal temperature through a condenser, standing and layering the condensed dimethylbenzene aqueous solution, and separating liquid to recover dimethylbenzene.
4. And (3) leaching and cooling the resin in the resin column or the gas adsorption tank by using industrial water, repeatedly using the resin after cooling to normal temperature, and returning the cooled water to the receiving tank through the condenser for repeated use during next cooling.
In the step 1 of the treatment method, the hourly air inflow of the hydrogen peroxide production tail gas is 400-500 times of the volume of the filled hydrogen bond-containing hydrophilic macroporous adsorption resin.
In the structure of the resin of the present invention, the rigidity of the aromatic molecular chain is increased, and therefore the glass transition temperature, heat resistance and modulus of the fiber are high. Because of the existence of stronger covalent bonds and weaker hydrogen bonds, the material has the properties of high temperature resistance, chemical corrosion resistance, fatigue resistance and the like. More importantly, the resin structure has ester groups which can be used as acceptors of hydrogen bonds, and meanwhile, hydroxyl groups have certain hydrophilicity, so that the resin has an effect on the resource treatment of the tail gas and the waste gas generated in the hydrogen peroxide production, and the defects of the conventional adsorption resin in the resource treatment of the waste gas are overcome.
The invention utilizes a resin adsorption method, adopts the hydrogen bond-containing hydrophilic macroporous adsorption resin to treat the hydrogen peroxide tail gas waste gas, recovers the dimethylbenzene in the hydrogen peroxide tail gas waste gas, ensures that the outlet tail gas reaches the national emission standard, utilizes low-pressure steam to elute and regenerate, condenses the dimethylbenzene steam and recovers the dimethylbenzene, and compared with the prior art, the invention has the following advantages:
1. the invention has simple process, single and less raw material investment, lower cost, controllable temperature and obvious xylene recovery effect, greatly reduces the content of xylene in waste gas, reaches the national VOC emission standard, and reaches the condition that the total non-methane hydrocarbon is less than 20mg/Nm3And the energy consumption of stripping by using steam is reduced by more than 40 percent, thereby not only recovering the products in the waste gas, but also reducing the pollution discharge.
2. The invention improves the utilization rate of the xylene waste gas, reduces the xylene content in the waste gas to the national emission standard through the waste gas after resin adsorption, reaches the environmental protection emission standard, and the recovered xylene solution is clear, has the content of more than 99 percent, and can be used for recovering and using to reduce the consumption in production.
Detailed Description
The present invention will be described in further detail with reference to examples, but the scope of the present invention is not limited to these examples.
Example 1
1. Macroporous resin ball for synthesizing styrene/divinylbenzene/methyl acrylate
Magnesium sulfate (4 g), gelatin (5 g) and methylene blue (0.2 g) were dissolved in distilled water to prepare 1000mL of an aqueous phase.
258g of styrene, 30g of divinylbenzene and 12g of methyl acrylate are added into a mixture of 150g of gasoline and liquid wax in a volume ratio of 2:5, and the mixture is uniformly mixed to form an oil phase.
Adding 1000mL of water phase into a 2000mL reaction kettle, heating to 55 ℃, then adding 550mL of oil phase, stirring to disperse the oil phase into the water phase, controlling the particle size to be 0.3-1.0, heating to 75 ℃, reacting for 3 hours, continuously heating to 90 ℃, reacting for 3 hours, heating again to 95 ℃, reacting for 5 hours, stopping the reaction, and cooling. And discharging the cooled resin balls, washing with hot water at the temperature of more than 90 ℃, extracting with methylal with the volume 5 times that of the resin, washing, boiling in water, and drying at the temperature of 80-90 ℃ for more than 10 hours to obtain the styrene/divinylbenzene/methyl acrylate macroporous resin balls with the crosslinking degree of 6%.
2. Chloromethylation reaction for preparing chlorine ball
Adding 100g of styrene/divinylbenzene/methyl acrylate macroporous resin balls with the crosslinking degree of 6 percent and 400g of chloromethyl ether into a reaction kettle, swelling for 2 hours at normal temperature, adding 40g of zinc chloride after swelling, heating to 45 ℃, preserving heat for reaction for 2 hours, adding 40g of zinc chloride, and continuing to react for 12 hours; and recovering the chloromethyl ether mother liquor after the reaction is finished, washing and drying the chlorine balls. The chlorine content in the obtained chlorine ball is 18%.
3. Preparation of hydrophilic resins containing hydrogen bonds
Swelling 100g of a chlorine ball with the chlorine content of 18% by 300mL of dichloromethane, adding 3g of phenol, adding 10g of aluminum trichloride, reacting at 80 ℃ for 3h, cooling to 40 ℃, adding 10g of aluminum trichloride, reacting at 80 ℃ for 5h, distilling to recover dichloroethane, and washing to obtain the hydrogen bond-containing hydrophilic macroporous adsorption resin.
Example 2
In step 2 of this example, 100g of styrene/divinylbenzene/methyl acrylate macroporous resin spheres with a crosslinking degree of 6% and 500g of chloromethyl ether are added into a reaction kettle, and swelled at normal temperature for 2 hours, after the swelling is completed, 50g of zinc chloride is added, the temperature is raised to 45 ℃, the reaction is kept for 2 hours, 40g of zinc chloride is added, and the reaction is continued for 12 hours; and recovering the chloromethyl ether mother liquor after the reaction is finished, washing and drying the chlorine balls. The chlorine content in the obtained chlorine ball was 19%. The other steps are the same as the example 1, and the hydrophilic macroporous absorption resin containing the hydrogen bond is obtained.
Example 3
In step 1 of this example, 255g of styrene, 30g of divinylbenzene, and 15g of methyl acrylate were added to a mixture of 150g of gasoline and liquid wax in a volume ratio of 2:5, and mixed uniformly to obtain an oil phase. The other steps are the same as the example 1, and the hydrophilic macroporous absorption resin containing the hydrogen bond is obtained.
Example 4
In step 3 of this example, 100g of a chlorine sphere having a chlorine content of 19% was swollen with 400mL of dichloromethane, 5g of phenol and 10g of aluminum trichloride were added, and the mixture was reacted at 80 ℃ for 3 hours, cooled to 40 ℃, then 10g of aluminum trichloride was added, and the mixture was reacted at 80 ℃ for 5 hours. The other steps are the same as the example 1, and the hydrophilic macroporous absorption resin containing the hydrogen bond is obtained.
Example 5
The hydrogen bond-containing hydrophilic macroporous adsorption resin prepared in the embodiment 1 is adopted to treat xylene-containing waste gas in tail gas of a hydrogen peroxide plant, and the waste gas amount per hour is 8000m3H, xylene content in the gas 2200mg/Nm3On the left and right, no other waste gas components. The specific treatment method comprises the following steps:
1. will be 5m3The hydrophilic macroporous adsorption resin containing hydrogen bond prepared in example 1 was loaded into a gas adsorption tank, xylene-containing waste gas was pretreated by water spray, and passed through a draught fan at room temperature at a flow rate of 2000m3The xylene-containing waste gas is passed through a gas adsorption tank, passed through the resin and then discharged. And performing gas detection on the gas inlet and the tail gas port.
2. The gas adsorption tank having adsorbed xylene was purged with steam at a pressure of 30kPa and a temperature of 120 ℃ for 1 hour, so that xylene adsorbed in the resin pore passage flowed out as a gas.
3. And (3) cooling the effluent dimethylbenzene gas to normal temperature through a condenser, standing and layering the condensed dimethylbenzene aqueous solution, and separating liquid to recover dimethylbenzene.
4. And (3) leaching and cooling the resin in the gas adsorption tank by using industrial water, repeatedly using the resin after the temperature is reduced to normal temperature, and returning the cooled water to the receiving tank through the condenser for repeated use in the next cooling.
Table 1 adsorption effect of the adsorption resin of example 1 on xylene waste gas in hydrogen peroxide production tail gas
| Time (hours) | Xylene in (mg/Nm)3) | Xylene out (mg/Nm)3) |
| 0 | 2263 | 0 |
| 4 | 2155 | 0.5 |
| 8 | 2132 | 1.2 |
| 12 | 2301 | 2.5 |
| 16 | 2245 | 3.0 |
| 20 | 2236 | 4.5 |
| 24 | 2462 | 6.0 |
| 28 | 2223 | 9.5 |
| 32 | 2264 | 11 |
Note: the national exhaust emission standard requires no more than 20mg/Nm3。
As can be seen from Table 1, 32 hours of exhaust gas was supplied at a flow rate of 2000m3H, content average 2200mg/Nm3The adsorbability is 2200 × 2000 × 32 ÷ 1000 ÷ 211.2 (kg), and steam stripping receives over 200 kg of xylene with a content of 99.4%.
Claims (6)
1. A method for treating hydrogen peroxide production tail gas by adopting hydrogen bond-containing hydrophilic macroporous adsorption resin is characterized by comprising the following steps:
(1) after the hydrogen peroxide production tail gas is pretreated by water spraying, the hydrogen peroxide production tail gas passes through a resin column or a gas adsorption tank filled with hydrogen bond-containing hydrophilic macroporous adsorption resin; the hydrophilic macroporous adsorption resin containing hydrogen bonds is as follows: performing chloromethylation reaction on styrene/divinylbenzene/methyl acrylate macroporous resin balls synthesized by a suspension polymerization method and chloromethyl ether, and performing Friedel-crafts cross-linking reaction on the obtained chlorine balls and phenolic compounds to obtain hydrophilic macroporous adsorption resin containing hydrogen bonds;
(2) purging the resin column or the gas adsorption tank which adsorbs the dimethylbenzene in the tail gas generated in the hydrogen peroxide production for 1-2 hours by using water vapor with the pressure of 20-40 kPa and the temperature of 110-120 ℃ to enable the dimethylbenzene adsorbed in the resin pore channel to flow out in a gas form;
(3) cooling the effluent xylene gas to normal temperature through a condenser, standing and layering the condensed xylene water solution, and separating liquid to recover xylene;
(4) and (3) leaching and cooling the resin in the resin column or the gas adsorption tank by using industrial water, repeatedly using the resin after cooling to normal temperature, and returning the cooled water to the receiving tank through the condenser for repeated use during next cooling.
2. The method for treating hydrogen peroxide production tail gas by using hydrogen bond-containing hydrophilic macroporous adsorption resin as claimed in claim 1, which is characterized in that: in the step (1), the hourly air inflow of the hydrogen peroxide production tail gas is 400-500 times of the volume of the filled hydrogen bond-containing hydrophilic macroporous adsorption resin.
3. The method for treating hydrogen peroxide production tail gas by using hydrogen bond-containing hydrophilic macroporous adsorption resin as claimed in claim 1, which is characterized in that the resin is prepared by the following method:
(1) macroporous resin ball for synthesizing styrene/divinylbenzene/methyl acrylate
Magnesium sulfate, gelatin and methylene blue are dissolved in water to prepare a water phase, the mass concentration of the gelatin in the water phase is 0.5-2%, the mass concentration of the magnesium sulfate is 0.4-1%, and the mass concentration of the methylene blue is 0.01-0.05%; uniformly mixing a polymerization monomer and a pore-foaming agent to obtain an oil phase, wherein the polymerization monomer is styrene, divinylbenzene and methyl acrylate, the divinylbenzene accounts for 6-10 wt%, the methyl acrylate accounts for 2-5 wt%, and the balance is styrene; the pore-foaming agent is a mixture of gasoline and liquid wax in a volume ratio of 1: 5-3: 5, and the adding amount of the pore-foaming agent is 50-100% of the mass of the polymerized monomer;
adding the water phase into a reaction kettle, heating to 55 ℃, then adding the oil phase, wherein the volume ratio of the water phase to the oil phase is 3-4: 1, stirring to disperse the oil phase into the water phase, controlling the particle size to be 0.3-1.0, heating to 70-80 ℃, reacting for 3-5 h, continuing heating to 90 ℃, reacting for 3-5 h, heating again to 95 ℃, reacting for 3-5 h, stopping the reaction, and cooling; discharging the cooled resin balls, washing with hot water at the temperature of more than 90 ℃, extracting with methylal with the volume 5-10 times that of the resin, washing, boiling in water, and drying at the temperature of 80-90 ℃ for more than 10 hours to obtain styrene/divinylbenzene/methyl acrylate macroporous resin balls;
(2) chloromethylation reaction for preparing chlorine ball
Adding styrene/divinylbenzene/methyl acrylate macroporous resin balls and chloromethyl ether into a reaction kettle according to the mass ratio of 1: 4-5, swelling for 2 hours at normal temperature, adding zinc chloride after swelling, heating to 45 ℃, keeping the temperature for reaction for 2 hours, adding zinc chloride, and continuing to react for 12-16 hours, wherein the mass ratio of the total mass of the added zinc chloride to the resin balls is 0.7-1: 1; recovering the chloromethyl ether mother liquor after the reaction is finished, and washing and drying the obtained chlorine balls;
(3) preparation of hydrophilic resins containing hydrogen bonds
Swelling a chlorine ball with dichloromethane, adding a phenolic compound accounting for 1-10% of the mass of the chlorine ball, adding aluminum trichloride, reacting for 3 hours at 78-80 ℃, cooling to 30-40 ℃, adding the aluminum trichloride, and reacting for 5 hours at 78-80 ℃, wherein the mass ratio of the total mass of the added aluminum trichloride to the chlorine ball is 0.2-0.3: 1; after the reaction is finished, the dichloroethane is distilled and recovered, and the hydrophilic macroporous adsorption resin containing the hydrogen bond is obtained after washing.
4. The method for treating hydrogen peroxide production tail gas by using hydrogen bond-containing hydrophilic macroporous adsorption resin as claimed in claim 3, which is characterized in that: the crosslinking degree of the styrene/divinylbenzene/methyl acrylate macroporous resin balls is 6-10%.
5. The method for treating hydrogen peroxide production tail gas by using hydrogen bond-containing hydrophilic macroporous adsorption resin as claimed in claim 3, which is characterized in that: the chlorine content in the chlorine ball is 17-20%.
6. The method for treating tail gas generated by hydrogen peroxide production by using the hydrogen bond-containing hydrophilic macroporous adsorption resin according to any one of claims 3 to 5, which is characterized by comprising the following steps: the phenolic compound is any one of phenol, o-nitrophenol and p-nitrophenol.
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101912770A (en) * | 2010-09-03 | 2010-12-15 | 中国科学院长春应用化学研究所 | Polymeric adsorbent and preparation method thereof |
| CN102942701A (en) * | 2012-11-19 | 2013-02-27 | 南京工业大学 | Phenolic hydroxyl group containing ultra-high cross-linking adsorbent resin, preparation method and application thereof |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101912770A (en) * | 2010-09-03 | 2010-12-15 | 中国科学院长春应用化学研究所 | Polymeric adsorbent and preparation method thereof |
| CN102942701A (en) * | 2012-11-19 | 2013-02-27 | 南京工业大学 | Phenolic hydroxyl group containing ultra-high cross-linking adsorbent resin, preparation method and application thereof |
Non-Patent Citations (2)
| Title |
|---|
| Modification of styrene-divinyl benzene copolymers using monoacrylates as ter-monomer;Rekha Tank.D.C.Gupta;《Journal of .Porous Mater》;20080822;第16卷;第387-392页 * |
| 超纯过氧化氢的生产工艺;毛清龙;《集成电路配套材料研讨会及参展资料汇编》;20040930;第198-201页 * |
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