CN111606305A - Refining method of byproduct hydrochloric acid in industrial organic synthesis - Google Patents
Refining method of byproduct hydrochloric acid in industrial organic synthesis Download PDFInfo
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- CN111606305A CN111606305A CN202010551094.7A CN202010551094A CN111606305A CN 111606305 A CN111606305 A CN 111606305A CN 202010551094 A CN202010551094 A CN 202010551094A CN 111606305 A CN111606305 A CN 111606305A
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B7/00—Halogens; Halogen acids
- C01B7/01—Chlorine; Hydrogen chloride
- C01B7/07—Purification ; Separation
- C01B7/0706—Purification ; Separation of hydrogen chloride
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B7/00—Halogens; Halogen acids
- C01B7/01—Chlorine; Hydrogen chloride
- C01B7/07—Purification ; Separation
- C01B7/0706—Purification ; Separation of hydrogen chloride
- C01B7/0718—Purification ; Separation of hydrogen chloride by adsorption
Abstract
The invention belongs to the field of organic chemical industry, and relates to a refining method of byproduct hydrochloric acid in industrial organic synthesis, which is characterized by comprising the following steps: comprises the steps of waste gas collection, condensation, resin bed adsorption and hydrochloric acid absorption; the adsorption resin adopted in the adsorption step of the resin bed is one or a combination of several of nonpolar macroporous resin, medium-polarity macroporous resin, polar macroporous resin, strong-polarity macroporous resin and polyamide resin. The invention refines the hydrochloric acid or the hydrogen chloride gas, has good economical efficiency, greatly improves the quality of the hydrochloric acid, reduces the generation of waste acid, and is easy to realize continuous automatic industrial production.
Description
Technical Field
The invention belongs to the field of organic chemical industry, and particularly relates to a method for refining and preparing by-product hydrochloric acid in industrial organic synthesis.
Background
Hydrochloric acid is an important inorganic acid and is used for producing novocaine, thiamine hydrochloride (preparation of vitamin B1) and the like in the aspect of medicine; in the food industry, hydrochloric acid is used to hydrolyze starch to make starch syrup.
However, the hydrochloric acid as a by-product in the organic synthesis contains organic impurities, which limits the use of the hydrochloric acid, reduces the utilization value of the hydrochloric acid, and makes it difficult to realize atomic economy and green recycling economy.
The prior patent CN200410014429.2 discloses a method for refining by-product hydrochloric acid in the production process of chlorinated hydrocarbon chemical products, which comprises the following steps: (A) adsorption: filtering industrial byproduct hydrochloric acid containing dozens to hundreds of mg/L of organic matters (benzene, toluene, chlorobenzene, trichloroethylene and the like), and then passing through an adsorption tower filled with macroporous adsorption resin copolymerized by styrene-divinylbenzene at the flow rate of 1-20 BV/h and the temperature of 0-50 ℃ to ensure that the organic matters in the byproduct hydrochloric acid are adsorbed on the resin, the adsorbed byproduct hydrochloric acid is colorless and transparent, and the content of the organic matters can be reduced to below 1mg/L, (B) desorbing: using steam as a desorption agent, desorbing and regenerating the macroporous adsorption resin which adsorbs the organic matters in the step A at the desorption temperature of 110-150 ℃ for 2-16 h, and (C) recovering: the desorbed gas and liquid are condensed and oil-water separated, organic matters are recovered, and the water phase can return to the hydrogen chloride absorption section to produce byproduct hydrochloric acid. The concentration of the chlorinated hydrocarbon organic matters in the by-product hydrochloric acid can be reduced from large to hundreds of mg/L and small to dozens of mg/L to less than 1mg/L, and the removal rate of the organic matters can reach more than 99 percent. The treated hydrochloric acid is colorless and transparent, has no odor of chlorinated hydrocarbon organic matters, improves the economic value, widens the application range, and has no influence on the concentration of the hydrogen chloride in the byproduct hydrochloric acid in the adsorption treatment process. The resin after adsorption can be repeatedly used through desorption and regeneration.
The refining process of the byproduct hydrogen chloride in the industrial organic synthesis in the prior art has the following defects: the organic matter removal rate is not good, the product purity is not ideal, the waste acid production amount is large, and the continuous automatic industrial production is not easy to realize.
Disclosure of Invention
Aiming at the problems, the invention provides a method for refining byproduct hydrochloric acid in industrial organic synthesis, aiming at improving the purity of hydrochloric acid and the removal rate of organic matters, and the method is easy to realize industrial continuous, automatic and large-scale production and reduce the generation of waste acid.
In order to achieve the purpose, the technical scheme of the invention is as follows:
a method for refining byproduct hydrochloric acid in industrial organic synthesis is characterized in that: comprises the steps of waste gas collection, condensation, resin bed adsorption and hydrochloric acid absorption; the adsorption resin adopted in the adsorption step of the resin bed is one or a combination of several of nonpolar macroporous resin, medium-polarity macroporous resin, polar macroporous resin, strong-polarity macroporous resin and polyamide resin.
The organic impurities contained in the waste gas are one or more of alkane, halogenated hydrocarbon, cyclane, aromatic hydrocarbon, heterocyclic compound, ester, organic acid and ether aldehyde.
The adsorption resin adopted in the resin bed adsorption step comprises the following types of resins: d101, ADS-17, CH-90, 65 polyamide, NKA-II and S-8.
The D101 type resin: the average pore diameter is 90-100A, the specific surface area is 500-550m2(ii)/g; the ADS-17 type resin: average pore diameter of 25-30A and specific surface area of 90-150 m2(ii)/g; the CH-90 type resin: average pore diameter of 30-120A, specific surface area of 380-420m2(ii)/g; the NKA-II type resin: average pore diameter 145-155A, specific surface area 160-200 m2(ii)/g; the resin of S-8: average pore diameter of 280-300A, specific surface area of 100-120 m2/g。
The resin bed adsorption step adopts the following adsorption resins in parts by weight: 40-50 parts of D101, 15-20 parts of DM130, 8-15 parts of ADS-17, 5-7 parts of CH-90, 3-8 parts of 65 polyamide, 10-15 parts of NKA-II and 5-10 parts of S-8.
The condensation: the condensation temperature is controlled to be-5-0 ℃.
The preparation method sequentially comprises the steps of waste gas collection, condensation, resin bed adsorption, hydrochloric acid absorption and secondary resin bed adsorption; the resin bed adsorption and secondary resin bed adsorption steps adopt resin beds which comprise the following adsorption resins in parts by weight: 40-50 parts of mixed resin, 15-25 parts of ADS-17, 5-6 parts of CH-90, 4-6 parts of 65 polyamide, 8-12 parts of NKA-II and 8-15 parts of S-8.
The mixed resin: is prepared by mixing D4020, D4006, D3520, D1400, H103, D101 and DM130 according to the mass ratio of 2:1:3:3:4:4: 3.
The resin bed comprises the following adsorption resins in parts by weight: 20-25 parts of D4006 resin, 20-25 parts of D101 resin, 10-20 parts of ADS-17, 8-12 parts of CH-90, 5-10 parts of 65 polyamide, 12-18 parts of NKA-II and 5-10 parts of S-8.
The resin bed comprises the following adsorption resins in parts by weight: 40-50 parts of D101, 15-25 parts of ADS-17, 5-10 parts of CH-90, 3-7 parts of 65 polyamide, 8-12 parts of NKA-II and 5-15 parts of S-8.
By adopting the technical scheme, the invention has the following beneficial effects:
the content of hydrogen chloride obtained by refining the organic byproduct hydrogen chloride waste gas with the phenol content of more than 0.32 wt%, the toluene content of more than 0.2wt%, the cyclohexane content of more than 0.18 wt% and the content of other organic matters of more than 0.4wt% by the method of the invention is more than 99.96 wt%, and the prepared hydrochloric acid: phenol content of 0.002wt% or less, toluene content of 0.001wt% or less, cyclohexane content of 0.004wt% or less, and other organic matter content of 0.008wt% or less.
Detailed Description
In order to clarify the objects, technical solutions and advantages of the present invention in more detail, the embodiments were chosen and described in detail, but the present invention is not limited to the examples and thus other persons may make insubstantial improvements and modifications to the disclosure and still fall within the scope of the present invention.
In the preparation method of the invention, the height of the adsorption bed is 2.0 meters, and the flow velocity is not more than 60 m3H, the temperature is not more than 50 ℃, the pressure is not more than 0.3Mpa at most, the resin filling rate of the resin bed is not less than 90 percent, and the following steps are carried outThe examples are carried out under the conditions, and the technical indexes of the resin with each grade used in the processes of the examples are shown in Table 1;
TABLE 1 technical indices of each brand of resin
Example 1 method for refining by-produced hydrochloric acid in Industrial organic Synthesis
(1) The byproduct hydrogen chloride waste gas generated in the industrial organic synthesis process is collected, and the composition (gas phase adsorption) of the byproduct hydrogen chloride gas in the organic synthesis is shown in table 2 after detection:
TABLE 2
(2) Condensation of
Introducing the byproduct hydrogen chloride gas into a condensing device, mainly controlling the condensing temperature to be-5-0 ℃, wherein the gas composition after condensation is shown in table 3;
TABLE 3
(3) Adsorption on resin bed
Introducing the condensed byproduct hydrogen chloride gas into a resin bed for adsorption;
the composition of the adsorption resin of the resin bed is as follows: d101 accounts for 40%, DM130 accounts for 20%, ADS-17 accounts for 10%, CH-90 accounts for 5%, 65 polyamide accounts for 5%, NKA-II accounts for 10%, S-8 accounts for 10%.
(4) The composition (gas phase adsorption) of the hydrogen chloride gas after adsorption of the byproduct hydrogen chloride gas is shown in table 4;
TABLE 4
Absorbing the hydrogen chloride gas after adsorption by a hydrochloric acid absorption device to obtain a refined hydrochloric acid finished product.
The final hydrochloric acid product obtained is shown in table 5;
TABLE 5
Example 2 method for refining by-product hydrochloric acid in industrial organic synthesis
(1) Collecting the byproduct hydrogen chloride waste gas generated in the industrial organic synthesis process, and detecting that the composition (gas phase adsorption) of the byproduct hydrogen chloride gas in the organic synthesis process is shown in table 6;
TABLE 6
(2) Condensation of
Introducing the byproduct hydrogen chloride gas into a condensing device, mainly controlling the condensing temperature to be-5-0 ℃, wherein the gas composition after condensation is shown in a table 7;
TABLE 7
(3) Absorption of hydrochloric acid
And introducing the condensed gas into a hydrochloric acid absorption device for absorption to obtain a hydrochloric acid primary product.
(4) Adsorption on resin bed
Introducing the hydrochloric acid primary product into a resin bed for adsorption;
the composition of the adsorption resin of the resin bed is as follows: d101 accounts for 40%, DM130 accounts for 20%, ADS-17 accounts for 10%, CH-90 accounts for 5%, 65 polyamide accounts for 5%, NKA-II accounts for 10%, S-8 accounts for 10%.
After adsorption by a resin bed, a refined hydrochloric acid finished product is obtained, and the composition (liquid phase adsorption) of the hydrochloric acid finished product is shown in table 8;
TABLE 8
Example 3 method for refining hydrochloric acid as by-product in Industrial organic Synthesis
(1) The byproduct hydrogen chloride waste gas generated in the industrial organic synthesis process is collected, and the composition (gas-liquid phase combination adsorption) of the byproduct hydrogen chloride gas in the organic synthesis is shown in table 9 through detection;
TABLE 9
(2) Condensation of
Introducing the byproduct hydrogen chloride gas into a condensing device, mainly controlling the condensing temperature to be-5-0 ℃, wherein the gas composition after condensation is shown in a table 10;
watch 10
(3) Adsorption on resin bed
Introducing the condensed hydrogen chloride gas into a resin bed for adsorption;
the composition of the adsorption resin of the resin bed is as follows: 50% of mixed resin, 20% of ADS-17, 5% of CH-90, 5% of 65 polyamide, 10% of NKA-II and 10% of S-8.
The mixed resin: is prepared by mixing D4020, D4006, D3520, D1400, H103, D101 and DM130 according to the mass ratio of 2:1:3:3:4:4: 3.
(4) Absorption of hydrochloric acid
And introducing the adsorbed gas into a hydrochloric acid absorption device for absorption to obtain a hydrochloric acid primary product.
(5) Adsorption of secondary resin bed
And (3) introducing the hydrochloric acid primary product into a resin bed, and performing secondary resin bed adsorption, wherein the composition of the adsorption resin of the resin bed is the same as that of the adsorption resin in the step (3). And after the adsorption is finished, obtaining a refined hydrochloric acid finished product.
Through detection, the specific composition of the hydrochloric acid finished product is shown in the following (gas-liquid phase combination adsorption) in table 11;
TABLE 11
Example 4 method for refining by-product hydrochloric acid in Industrial organic Synthesis
(1) The byproduct hydrogen chloride waste gas generated in the industrial organic synthesis process is collected, and the composition (gas-liquid phase combined adsorption) of the byproduct hydrogen chloride gas in the organic synthesis is shown in table 12 through detection;
TABLE 12
(2) Condensation of
Introducing the byproduct hydrogen chloride gas into a condensing device, mainly controlling the condensing temperature to be-5-0 ℃, wherein the gas composition after condensation is shown in a table 13;
watch 13
(3) Adsorption on resin bed
Introducing the condensed hydrogen chloride gas into a resin bed for adsorption;
the composition of the adsorption resin of the resin bed is as follows: d101 accounts for 50%, ADS-17 accounts for 20%, CH-90 accounts for 5%, 65 polyamide accounts for 5%, NKA-II accounts for 10%, and S-8 accounts for 10%.
(4) Absorption of hydrochloric acid
And introducing the adsorbed gas into a hydrochloric acid absorption device for absorption to obtain a hydrochloric acid primary product.
(5) Adsorption of secondary resin bed
And (3) introducing the hydrochloric acid primary product into a resin bed, and performing secondary resin bed adsorption, wherein the composition of the adsorption resin of the resin bed is the same as that of the adsorption resin in the step (3). And after the adsorption is finished, obtaining a refined hydrochloric acid finished product.
Through detection, the specific composition of the hydrochloric acid finished product is shown in the following (gas-liquid phase combination adsorption) in table 14;
TABLE 14
Example 5 method for refining hydrochloric acid as by-product in Industrial organic Synthesis
(1) The byproduct hydrogen chloride waste gas generated in the industrial organic synthesis process is collected, and the composition (gas-liquid phase combined adsorption) of the byproduct hydrogen chloride gas in the organic synthesis is shown in table 15 by detection;
watch 15
(2) Condensation of
Introducing the byproduct hydrogen chloride gas into a condensing device, mainly controlling the condensing temperature to be-5-0 ℃, wherein the gas composition after condensation is shown in a table 16;
TABLE 16
(3) Adsorption on resin bed
Introducing the condensed hydrogen chloride gas into a resin bed for adsorption;
the composition of the adsorption resin of the resin bed is as follows: 25% of D4006 resin, 25% of D101 resin, 15% of ADS-17, 10% of CH-90, 5% of 65 polyamide, 15% of NKA-II and 5% of S-8.
(4) Absorption of hydrochloric acid
And introducing the adsorbed gas into a hydrochloric acid absorption device for absorption to obtain a hydrochloric acid primary product.
(5) Adsorption of secondary resin bed
And (3) introducing the hydrochloric acid primary product into a resin bed, and performing secondary resin bed adsorption, wherein the composition of the adsorption resin of the resin bed is the same as that of the adsorption resin in the step (3). And after the adsorption is finished, obtaining a refined hydrochloric acid finished product.
Through detection, the specific composition of the hydrochloric acid finished product is shown in the following (gas-liquid phase combination adsorption) in table 17;
TABLE 17
In the examples of the present invention, the percentages are mass percentages unless otherwise specified, and the proportions are mass ratios.
Finally, it should be noted that: although the present invention has been described in detail with reference to the foregoing embodiments, those skilled in the art will understand that various changes, modifications and substitutions can be made without departing from the spirit and scope of the present invention. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (10)
1. A method for refining byproduct hydrochloric acid in industrial organic synthesis is characterized in that: comprises the steps of waste gas collection, condensation, resin bed adsorption and hydrochloric acid absorption; the adsorption resin adopted in the adsorption step of the resin bed is one or a combination of several of nonpolar macroporous resin, medium-polarity macroporous resin, polar macroporous resin, strong-polarity macroporous resin and polyamide resin.
2. The method according to claim 1, wherein the hydrochloric acid by-produced in the industrial organic synthesis is purified by: the organic impurities contained in the waste gas are one or more of alkane, halogenated hydrocarbon, cyclane, aromatic hydrocarbon, heterocyclic compound, ester, organic acid and ether aldehyde.
3. The method according to claim 1, wherein the hydrochloric acid by-produced in the industrial organic synthesis is purified by: the adsorption resin adopted in the resin bed adsorption step comprises the following types of resins: d101, ADS-17, CH-90, 65 polyamide, NKA-II and S-8.
4. The method according to claim 3, wherein the hydrochloric acid byproduct is purified by a method comprising: the D101 type resin: the average pore diameter is 90-100A, the specific surface area is 500-550m2(ii)/g; the ADS-17 type resin: average pore diameter of 25-30A and specific surface area of 90-150 m2(ii)/g; the CH-90 type resin: average pore diameter of 30-120A, specific surface area of 380-420m2(ii)/g; the NKA-II type resin: average pore diameter 145-155A, specific surface area 160-200 m2(ii)/g; the resin of S-8: average pore diameter of 280-300A, specific surface area of 100-120 m2/g。
5. The method according to claim 3, wherein the hydrochloric acid byproduct is purified by a method comprising: the resin bed adsorption step adopts the following adsorption resins in parts by weight: 40-50 parts of D101, 15-20 parts of DM130, 8-15 parts of ADS-17, 5-7 parts of CH-90, 3-8 parts of 65 polyamide, 10-15 parts of NKA-II and 5-10 parts of S-8.
6. The method according to claim 1, wherein the hydrochloric acid by-produced in the industrial organic synthesis is purified by: the condensation: the condensation temperature is controlled to be-5-0 ℃.
7. The method according to claim 1, wherein the hydrochloric acid by-produced in the industrial organic synthesis is purified by: the preparation method sequentially comprises the steps of waste gas collection, condensation, resin bed adsorption, hydrochloric acid absorption and secondary resin bed adsorption; the resin bed adsorption and secondary resin bed adsorption steps adopt resin beds which comprise the following adsorption resins in parts by weight: 40-50 parts of mixed resin, 15-25 parts of ADS-17, 5-6 parts of CH-90, 4-6 parts of 65 polyamide, 8-12 parts of NKA-II and 8-15 parts of S-8.
8. The method according to claim 7, wherein the hydrochloric acid byproduct is purified by a method comprising: the mixed resin: is prepared by mixing D4020, D4006, D3520, D1400, H103, D101 and DM130 according to the mass ratio of 2:1:3:3:4:4: 3.
9. The method according to claim 7, wherein the hydrochloric acid byproduct is purified by a method comprising: the resin bed comprises the following adsorption resins in parts by weight: 20-25 parts of D4006 resin, 20-25 parts of D101 resin, 10-20 parts of ADS-17, 8-12 parts of CH-90, 5-10 parts of 65 polyamide, 12-18 parts of NKA-II and 5-10 parts of S-8.
10. The method according to claim 7, wherein the hydrochloric acid byproduct is purified by a method comprising: the resin bed comprises the following adsorption resins in parts by weight: 40-50 parts of D101, 15-25 parts of ADS-17, 5-10 parts of CH-90, 3-7 parts of 65 polyamide, 8-12 parts of NKA-II and 5-15 parts of S-8.
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| JPH0448917A (en) * | 1990-06-19 | 1992-02-18 | Mitsui Toatsu Chem Inc | Recovery of hydrogen chloride from exhaust gas from bisphenol compound preparing process |
| CN1562733A (en) * | 2004-03-25 | 2005-01-12 | 南京大学 | Method for refining hydrochloric acid as byproduct in procedure for producing chemical products of chlorinated hydrocarbons |
| CN203663655U (en) * | 2013-11-08 | 2014-06-25 | 山东沾化天九化工有限公司 | Device for recovering byproduct hydrochloric acid of 3, 4-dichloronitrobenzene |
| CN104016304A (en) * | 2014-06-19 | 2014-09-03 | 聊城氟尔新材料科技有限公司 | Method for preparing concentrated hydrochloric acid by using hydrogen chloride gas of tetrafluoroethylene by-product |
| CN105597535A (en) * | 2016-03-29 | 2016-05-25 | 南京工业大学 | Treatment method for mixed organic waste gas containing chlorine, hydrogen chloride and oxynitride |
| CN108793079A (en) * | 2018-08-30 | 2018-11-13 | 河南昊海实业有限公司 | A kind of continuous impurity removal process of organic chlorination by-product hydrochloric acid |
| CN108793078A (en) * | 2018-06-15 | 2018-11-13 | 福建省东南电化股份有限公司 | A kind of isocyanates by-product hydrogen chloride purification devices |
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2020
- 2020-06-17 CN CN202010551094.7A patent/CN111606305B/en active Active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0448917A (en) * | 1990-06-19 | 1992-02-18 | Mitsui Toatsu Chem Inc | Recovery of hydrogen chloride from exhaust gas from bisphenol compound preparing process |
| CN1562733A (en) * | 2004-03-25 | 2005-01-12 | 南京大学 | Method for refining hydrochloric acid as byproduct in procedure for producing chemical products of chlorinated hydrocarbons |
| CN203663655U (en) * | 2013-11-08 | 2014-06-25 | 山东沾化天九化工有限公司 | Device for recovering byproduct hydrochloric acid of 3, 4-dichloronitrobenzene |
| CN104016304A (en) * | 2014-06-19 | 2014-09-03 | 聊城氟尔新材料科技有限公司 | Method for preparing concentrated hydrochloric acid by using hydrogen chloride gas of tetrafluoroethylene by-product |
| CN105597535A (en) * | 2016-03-29 | 2016-05-25 | 南京工业大学 | Treatment method for mixed organic waste gas containing chlorine, hydrogen chloride and oxynitride |
| CN108793078A (en) * | 2018-06-15 | 2018-11-13 | 福建省东南电化股份有限公司 | A kind of isocyanates by-product hydrogen chloride purification devices |
| CN108793079A (en) * | 2018-08-30 | 2018-11-13 | 河南昊海实业有限公司 | A kind of continuous impurity removal process of organic chlorination by-product hydrochloric acid |
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