CN109589942A - Ethylene oxide deacidification adsorbent and modification prepare the deacidification adsorbent method and ethylene oxide depickling application - Google Patents

Ethylene oxide deacidification adsorbent and modification prepare the deacidification adsorbent method and ethylene oxide depickling application Download PDF

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Publication number
CN109589942A
CN109589942A CN201811313899.7A CN201811313899A CN109589942A CN 109589942 A CN109589942 A CN 109589942A CN 201811313899 A CN201811313899 A CN 201811313899A CN 109589942 A CN109589942 A CN 109589942A
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ethylene oxide
archon
reaction
polymer
depickling
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CN109589942B (en
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吕晓东
王义成
冷东斌
张伟
彭慧敏
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DANDONG MINGZHU SPECIAL TYPE RESIN Co Ltd
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DANDONG MINGZHU SPECIAL TYPE RESIN Co Ltd
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
    • B01J20/26—Synthetic macromolecular compounds
    • B01J20/265—Synthetic macromolecular compounds modified or post-treated polymers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/32—Separation; Purification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2220/00—Aspects relating to sorbent materials
    • B01J2220/40—Aspects relating to the composition of sorbent or filter aid materials
    • B01J2220/48—Sorbents characterised by the starting material used for their preparation
    • B01J2220/4812—Sorbents characterised by the starting material used for their preparation the starting material being of organic character

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Present patent application provides a kind of ethylene oxide deacidification adsorbents and modification to prepare the deacidification adsorbent method and ethylene oxide depickling application.Ethylene oxide deacidification adsorbent therein is modified obtained through swelling, acylation reaction, aminating reaction by polystyrene, the large hole cation exchanger resin polymer Archon of acrylic acid series.This ethylene oxide deacidification adsorbent load reaction kettle in, temperature be 40-80 DEG C, pressure 1.0-1.5MPa, air speed 2-5h‑1Under the conditions of implement ethylene oxide depickling reaction, the residual in the ethylene oxide after reaction without containing formic acid or acetic acid.

Description

Ethylene oxide deacidification adsorbent and modification prepare the deacidification adsorbent method and epoxy second Alkane depickling application
Technical field
Present patent application is related to the function modified method of high molecular material and its modifying agent, specifically macromolecule resin material The deacidification agent and preparation method thereof being modified as in ethylene oxide preparation.
Background technique
Ethylene oxide is an important source material of petrochemical industry, mainly for the production of ethylene glycol, non-ionic surface active Agent etc..Ethylene oxide mainly by ethylene and oxygen direct oxidation production obtain, while generate by-product be carbon dioxide, water with And micro formaldehyde, acetaldehyde, formic acid, acetic acid etc..Although formic acid therein, acetic acid substance production quantity are less, in acyclic acidic In border, aqueous solution of ethylene oxide easily largely generates aldehyde material, and aldehyde material is the important of influence subsequent product quality again Impurity；Again, acids impurity will cause the corrosion of device, and device be corroded produced by iron substance corruption can be further aggravated Degree of corrosion.Therefore, acid in ethylene oxide is removed, the raising of product quality, maintenance appliance arrangement are operated normally and saved Consumption can be subtracted, there is vital effect.
Summary of the invention
The goal of the invention of present patent application is to provide a kind of ethylene oxide deacidification adsorbent and modified prepare the depickling and inhale Attached agent method and ethylene oxide depickling application improve the ethylene oxide downstream product quality of production, also ensure that equipment not by acid corrosion.
The ethylene oxide deacidification adsorbent technical solution that present patent application provides, main technical content is: a kind of epoxy Ethane deacidification adsorbent is the large hole cation exchanger resin polymer Archon of polystyrene, acrylic acid series, through swelling, acylation Reaction, aminating reaction are modified obtained:
1. is swollen
The polymer Archon is immersed in concentration and is higher than 99%, is ebuillition of heated in the acetic acid of 3-5 times of volume of polymer Archon Reflux 2-4 hours, is filtered, washed thereafter, drying for standby；
2. acylation reaction
Select SbCl5、TiCl4At least one of be catalyst, dosage is the 10-30% of polymer Archon quality, and temperature is 100-120 DEG C, the polymer Archon of swelling treatment reacts 3-8 hours with chloracetyl chloride, and wherein the dosage of chloracetyl chloride is polymerization The 30-60% of Archon quality；
3. aminating reaction
Under conditions of speed of agitator is 100-120 revs/min, pressure 0.3-0.5 MPa, temperature are 100 DEG C -150 DEG C, acylation reaction Polymer Archon afterwards reacts 3-5 hours with the dimethylamine for being 3-5 times of quality of polymer Archon, obtains finished product.
In above-mentioned overall plan, the large hole cation exchanger resin polymer of the polystyrene, acrylic acid series T207 type macroporous absorbent resin Archon, the dedicated macropore of D005 type of the preferred Dandong Mingzhu Special Type Resin Co., Ltd.'s production of Archon are strong Acid cation exchange resin Archon, D309 type macroreticular weakly base styrene series anion exchange resin Archon, D354 type macropore Weakly basic styrene type anion exchange resin's Archon.
The present patent application also provide the modification method for preparing of above-mentioned ethylene oxide deacidification adsorbent.
The ethylene oxide depickling application for the ethylene oxide deacidification adsorbent that present patent application provides, reaction kettle is interior to load this ring Oxidative ethane deacidification adsorbent, temperature be 40-80 DEG C, pressure 1.0-1.5MPa, air speed 2-5h-1Under the conditions of depickling react.
Ethylene oxide deacidification adsorbent disclosed in present patent application is applied to ethylene oxide depickling and reacts, to containing The formic acid of 100ppm, acetic acid mix the ethylene oxide depickling reaction containing formic acid, acetic acid, are free of in the ethylene oxide after reaction There is the residual of formic acid or acetic acid.
Specific embodiment
Embodiment 1
1) it is swollen
The dedicated macropore strong acid cation exchanger resin Archon of D005 type for selecting Dandong Mingzhu Special Type Resin Co., Ltd. to produce 100g is soaked in the acetic acid of 3 times of volumes of the concentration higher than 99%, and after ebuillition of heated flows back 2 hours, it is standby to be filtered, washed drying With；
2) acylation reaction
With SbCl5For catalyst, polymer Archon under conditions of temperature is 120 DEG C after swelling is acylated with chloracetyl chloride React 4h, wherein chloracetyl chloride is the 30% of polymer Archon quality, and catalyst is the 10% of polymer Archon quality；
3) aminating reaction
Pressure is 0.3Mpa in stirred tank, temperature is 100 DEG C, revolving speed is 100 revs/min, the polymer Archon and diformazan after being acylated Amine reacts 3 hours, obtains finished product；Wherein, 3 times of the dimethylamine polymer Archon quality.
The deacidification adsorbent of the present embodiment is loaded in reaction kettle, and temperature in the kettle is 40 DEG C, pressure 1.0MPa, air speed 2h-1Formic acid residual is not detected after depickling is handled in depickling reaction, the ethylene oxide solution of the 100ppm containing formic acid.
Embodiment 2
1) it is swollen
The D309 macroreticular weakly base styrene series anion exchange resin for selecting Dandong Mingzhu Special Type Resin Co., Ltd. to produce is white Ball 100g is soaked in the acetic acid of 5 times of volumes of the concentration higher than 99%, and after ebuillition of heated flows back 3 hours, it is standby to be filtered, washed drying With；
2) acylation reaction
With TiCl4For catalyst, polymer Archon under conditions of temperature is 120 DEG C after swelling is acylated with chloracetyl chloride React 8h, wherein chloracetyl chloride is the 40% of polymer Archon quality, and catalyst is the 20% of polymer Archon quality；
3) aminating reaction
Pressure is 0.5Mpa in stirred tank, temperature is 150 DEG C, revolving speed is 120 revs/min, the polymer Archon and diformazan after being acylated Amine reacts 5 hours, obtains finished product；Wherein, 5 times of the dimethylamine polymer Archon quality.
The deacidification adsorbent of the present embodiment is loaded in reaction kettle, and temperature in the kettle is 60 DEG C, pressure 1.2MPa, air speed Formic acid residual is not detected after depickling is handled in 5h-1 depickling reaction, the ethylene oxide solution of the 100ppm containing formic acid.
Embodiment 3
1) it is swollen
The D354 macroreticular weakly base styrene series anion exchange resin for selecting Dandong Mingzhu Special Type Resin Co., Ltd. to produce is white Ball 100g is soaked in the acetic acid of 4 times of volumes of the concentration higher than 99%, and after ebuillition of heated flows back 4 hours, it is standby to be filtered, washed drying With；
2) acylation reaction
With TiCl4For catalyst, polymer Archon under conditions of temperature is 120 DEG C after swelling is acylated with chloracetyl chloride React 6h, wherein chloracetyl chloride is the 60% of polymer Archon quality, and catalyst is the 30% of polymer Archon quality；
3) aminating reaction
Pressure is 0.4Mpa in stirred tank, temperature is 150 DEG C, revolving speed is 120 revs/min, the polymer Archon and diformazan after being acylated Amine reacts 5 hours, obtains finished product；Wherein, 4 times of the dimethylamine polymer Archon quality.
The deacidification adsorbent of the present embodiment is loaded in reaction kettle, and temperature in the kettle is 80 DEG C, pressure 1.5MPa, air speed 2h-1Formic acid residual is not detected after depickling is handled in depickling reaction, the ethylene oxide solution of the 100ppm containing acetic acid.
Embodiment 4
1) it is swollen
The T207 macroporous absorbent resin Archon 100g for selecting Dandong Mingzhu Special Type Resin Co., Ltd. to produce, is soaked in concentration and is higher than In the acetic acid of 99% 3 times of volumes, after ebuillition of heated flows back 2 hours, it is filtered, washed drying for standby；
2) acylation reaction
With SbCl5For catalyst, polymer Archon under conditions of temperature is 100 DEG C after swelling is acylated with chloracetyl chloride React 6h, wherein chloracetyl chloride is the 50% of polymer Archon quality, and catalyst is the 10% of polymer Archon quality；
3) aminating reaction
Pressure is 0.4Mpa in stirred tank, temperature is 130 DEG C, revolving speed is 120 revs/min, the polymer Archon and diformazan after being acylated Amine reacts 4 hours, obtains finished product；Wherein, 3 times of the dimethylamine polymer Archon quality.
The deacidification adsorbent of the present embodiment is loaded in reaction kettle, and temperature in the kettle is 50 DEG C, pressure 0.8MPa, air speed 3h-1Formic acid residual is not detected after depickling is handled in depickling reaction, the ethylene oxide solution of the 100ppm containing acetic acid.
Embodiment 5
1) it is swollen
The dedicated macropore strong acid cation exchanger resin Archon of D005 for selecting Dandong Mingzhu Special Type Resin Co., Ltd. to produce 100g is soaked in the acetic acid of 4 times of volumes of the concentration higher than 99%, and after ebuillition of heated flows back 4 hours, it is standby to be filtered, washed drying With；
2) acylation reaction
With SbCl5For catalyst, polymer Archon under conditions of temperature is 120 DEG C after swelling is acylated with chloracetyl chloride React 8h, wherein chloracetyl chloride is the 40% of polymer Archon quality, and catalyst is the 30% of polymer Archon quality；
3) aminating reaction
Pressure is 0.5Mpa in stirred tank, temperature is 110 DEG C, revolving speed is 120 revs/min, the polymer Archon and diformazan after being acylated Amine reacts 4 hours, obtains finished product；Wherein, 5 times of the dimethylamine polymer Archon quality.
The deacidification adsorbent of the present embodiment is loaded in reaction kettle, and temperature in the kettle is 60 DEG C, pressure 1.0MPa, air speed 4h-1Formic acid and acetic acid is not detected after depickling is handled in the ethylene oxide solution of depickling reaction, 50ppm containing acetic acid and formic acid 50ppm Residual.
Embodiment 6
1) it is swollen
The D354 macroreticular weakly base styrene series anion exchange resin for selecting Dandong Mingzhu Special Type Resin Co., Ltd. to produce is white Ball 100g is soaked in the acetic acid of 2 times of volumes of the concentration higher than 99%, and after ebuillition of heated flows back 2 hours, it is standby to be filtered, washed drying With；
2) acylation reaction
With SbCl5For catalyst, polymer Archon under conditions of temperature is 100 DEG C after swelling is acylated with chloracetyl chloride React 5h, wherein chloracetyl chloride is the 30% of polymer Archon quality, and catalyst is the 30% of polymer Archon quality；
3) aminating reaction
Pressure is 0.3Mpa in stirred tank, temperature is 100 DEG C, revolving speed is 100 revs/min, the polymer Archon and diformazan after being acylated Amine reacts 4 hours, obtains finished product；Wherein, 3 times of the dimethylamine polymer Archon quality.
The deacidification adsorbent of the present embodiment is loaded in reaction kettle, and temperature in the kettle is 80 DEG C, pressure 1.0MPa, air speed Formic acid and second is not detected after depickling is handled in the ethylene oxide solution of 4h-1 depickling reaction, 50ppm containing acetic acid and formic acid 50ppm Acid residual.
Embodiment 7
1) it is swollen
The dedicated macropore strong acid cation exchanger resin Archon of D005 for selecting Dandong Mingzhu Special Type Resin Co., Ltd. to produce 100g is soaked in the acetic acid of 3 times of volumes of the concentration higher than 99%, and after ebuillition of heated flows back 4 hours, it is standby to be filtered, washed drying With；
2) acylation reaction
With SbCl5And TiCl4Any amount is mixed into catalyst, polymer Archon under conditions of temperature is 110 DEG C after swelling Acylation reaction 5h is carried out with chloracetyl chloride, wherein chloracetyl chloride is the 60% of polymer Archon quality, and catalyst is that polymer is white The 20% of ball quality；
3) aminating reaction
Pressure is 0.4Mpa in stirred tank, temperature is 100 DEG C, revolving speed is 120 revs/min, the polymer Archon and diformazan after being acylated Amine reacts 3 hours, obtains finished product；Wherein, 3 times of the dimethylamine polymer Archon quality.
The deacidification adsorbent of the present embodiment is loaded in reaction kettle, and temperature in the kettle is 40 DEG C, pressure 1.0MPa, air speed 5h-1Formic acid and acetic acid is not detected after depickling is handled in the ethylene oxide solution of depickling reaction, 50ppm containing acetic acid and formic acid 50ppm Residual.

Claims (5)

1. a kind of ethylene oxide deacidification adsorbent, which is characterized in that the macroporous cation for polystyrene, acrylic acid series exchanges tree Lipopolymer Archon, modified obtained through swelling, acylation reaction, aminating reaction:
1. is swollen
The polymer Archon is immersed in concentration and is higher than 99%, is ebuillition of heated in the acetic acid of 3-5 times of volume of polymer Archon Reflux 2-4 hours, is filtered, washed thereafter, drying for standby；
2. acylation reaction
Select SbCl5、TiCl4At least one of be catalyst, dosage is the 10-30% of polymer Archon quality, and temperature is 100-120 DEG C, the polymer Archon of swelling treatment reacts 3-8 hours with chloracetyl chloride, and wherein the dosage of chloracetyl chloride is polymerization The 30-60% of Archon quality；
3. aminating reaction
Under conditions of speed of agitator is 100-120 revs/min, pressure 0.3-0.5 MPa, temperature are 100 DEG C -150 DEG C, acylation reaction Polymer Archon afterwards reacts 3-5 hours with the dimethylamine for being 3-5 times of quality of polymer Archon, obtains finished product.
2. ethylene oxide deacidification adsorbent according to claim 1, which is characterized in that the polystyrene, acrylic acid The T207 type macropore that the large hole cation exchanger resin polymer Archon of system selects Dandong Mingzhu Special Type Resin Co., Ltd. to produce Adsorb resin Archon, the dedicated macropore strong acid cation exchanger resin Archon of D005 type, D309 type macroreticular weakly base polystyrene One of anion exchange resin Archon, D354 type macroreticular weakly base styrene series anion exchange resin Archon.
3. ethylene oxide deacidification adsorbent according to claim 1, which is characterized in that the acetic acid is replaced by glacial acetic acid Generation.
4. a kind of modification method for preparing of ethylene oxide deacidification adsorbent described in claim 1.
5. the ethylene oxide depickling application of one of any ethylene oxide deacidification adsorbent, feature in a kind of claim 1-3 Be to load this ethylene oxide deacidification adsorbent in reaction kettle, temperature be 40-80 DEG C, pressure 1.0-1.5MPa, air speed 2- 5h-1Under the conditions of depickling react.
CN201811313899.7A 2018-11-06 2018-11-06 Ethylene oxide deacidification adsorbent, method for preparing deacidification adsorbent by modifying ethylene oxide deacidification adsorbent and application of ethylene oxide deacidification adsorbent Active CN109589942B (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114588953A (en) * 2022-04-01 2022-06-07 丹东明珠特种树脂有限公司 Methanol extraction water deacidification agent in etherification preparation process and preparation method thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5785861A (en) * 1995-03-13 1998-07-28 Dufresne; Peter Regeneration of perchloroethylene
CN102698819A (en) * 2012-05-31 2012-10-03 凯瑞化工股份有限公司 Deacidification agent applied to methyl tert-butyl ether (MTBE) production device and preparation method for deacidification agent
CN104788599A (en) * 2015-03-27 2015-07-22 徐州浩通新材料科技股份有限公司 Preparation method for macroporous weak-base anion exchange resin
CN107138177A (en) * 2017-05-26 2017-09-08 丹东明珠特种树脂有限公司 Methanol extraction water depickling resin catalyst prepared by methyl tertiary butyl ether(MTBE) and preparation method thereof

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5785861A (en) * 1995-03-13 1998-07-28 Dufresne; Peter Regeneration of perchloroethylene
CN102698819A (en) * 2012-05-31 2012-10-03 凯瑞化工股份有限公司 Deacidification agent applied to methyl tert-butyl ether (MTBE) production device and preparation method for deacidification agent
CN104788599A (en) * 2015-03-27 2015-07-22 徐州浩通新材料科技股份有限公司 Preparation method for macroporous weak-base anion exchange resin
CN107138177A (en) * 2017-05-26 2017-09-08 丹东明珠特种树脂有限公司 Methanol extraction water depickling resin catalyst prepared by methyl tertiary butyl ether(MTBE) and preparation method thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114588953A (en) * 2022-04-01 2022-06-07 丹东明珠特种树脂有限公司 Methanol extraction water deacidification agent in etherification preparation process and preparation method thereof
CN114588953B (en) * 2022-04-01 2023-12-01 丹东明珠特种树脂有限公司 Methanol extraction deacidification agent for etherification preparation process and preparation method thereof

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