CN101519347A - Process for reclaiming o-chlorobenzaldehyde from mother liquor or waste water - Google Patents
Process for reclaiming o-chlorobenzaldehyde from mother liquor or waste water Download PDFInfo
- Publication number
- CN101519347A CN101519347A CN200910029499A CN200910029499A CN101519347A CN 101519347 A CN101519347 A CN 101519347A CN 200910029499 A CN200910029499 A CN 200910029499A CN 200910029499 A CN200910029499 A CN 200910029499A CN 101519347 A CN101519347 A CN 101519347A
- Authority
- CN
- China
- Prior art keywords
- chlorobenzaldehyde
- resin
- waste water
- mother liquor
- desorption
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- FPYUJUBAXZAQNL-UHFFFAOYSA-N 2-chlorobenzaldehyde Chemical compound ClC1=CC=CC=C1C=O FPYUJUBAXZAQNL-UHFFFAOYSA-N 0.000 title claims abstract description 37
- 239000012452 mother liquor Substances 0.000 title claims abstract description 13
- 239000002351 wastewater Substances 0.000 title claims abstract description 12
- 238000000034 method Methods 0.000 title abstract description 7
- 239000011347 resin Substances 0.000 claims abstract description 19
- 229920005989 resin Polymers 0.000 claims abstract description 19
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 15
- 238000001179 sorption measurement Methods 0.000 claims abstract description 14
- 238000003795 desorption Methods 0.000 claims abstract description 12
- 238000011084 recovery Methods 0.000 claims abstract description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000003960 organic solvent Substances 0.000 claims abstract description 4
- 239000007788 liquid Substances 0.000 claims description 9
- 238000010521 absorption reaction Methods 0.000 claims description 8
- 238000005516 engineering process Methods 0.000 claims description 6
- 239000003463 adsorbent Substances 0.000 claims description 5
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- 238000003786 synthesis reaction Methods 0.000 claims description 5
- 238000002203 pretreatment Methods 0.000 claims description 4
- 238000005194 fractionation Methods 0.000 claims description 3
- 238000012856 packing Methods 0.000 claims description 2
- 239000002699 waste material Substances 0.000 claims description 2
- 230000002745 absorbent Effects 0.000 abstract 1
- 239000002250 absorbent Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 3
- NKBWAYZCDQRZEJ-UHFFFAOYSA-N C=CC1=CC=CC=C1.CCC1=CC=CC=C1CC Chemical group C=CC1=CC=CC=C1.CCC1=CC=CC=C1CC NKBWAYZCDQRZEJ-UHFFFAOYSA-N 0.000 description 2
- XZIHNRWKJSGCIT-UHFFFAOYSA-N CC(=O)C.ClC1=C(C=O)C=CC=C1 Chemical compound CC(=O)C.ClC1=C(C=O)C=CC=C1 XZIHNRWKJSGCIT-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000004065 wastewater treatment Methods 0.000 description 2
- XCACKJNYMHTDDX-UHFFFAOYSA-N CO.ClC1=C(C=O)C=CC=C1 Chemical compound CO.ClC1=C(C=O)C=CC=C1 XCACKJNYMHTDDX-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
Abstract
The invention discloses a process for reclaiming o-chlorobenzaldehyde from production mother liquor or waste water, which comprises the following steps that: firstly, macroporous absorbent resin is loaded into an adsorption column, after conventional pretreatment, synthetic mother liquor of o-chlorobenzaldehyde or waste water containing o-chlorobenzaldehyde flows through the resin of the adsorption column at a temperature of between 5 and 40 DEG C and at a flow rate of between 2 and 16 BV/h, and the o-chlorobenzaldehyde is adsorbed; and secondly, after the resin is adsorbed to saturation, an organic solution of methanol, acetone or aether, and the like is used as eluate for desorption at a temperature of between 25 and 50 DEG C and the flow rate of between 1 and 4 BV/h, and the desorption solution is distilled and separated to obtain the o-chlorobenzaldehyde and the organic solvent. The method is simple and feasible, the recovery rate of the o-chlorobenzaldehyde reaches 95 to 96 percent, and the method simultaneously reduces COD of the mother liquor or the waste water and lightens the treatment burden of the waste water.
Description
Technical field
The present invention relates to the recovery of o-chlorobenzaldehyde, specifically, is the method that reclaims o-chlorobenzaldehyde from produce mother liquor or waste water with macroporous adsorbent resin.
Background technology
O-chlorobenzaldehyde is produced mother liquor and is washed in the material waste water, contains the o-chlorobenzaldehyde of the 0.44-0.5% that has an appointment, and such is produced mother liquor and send wastewater treatment, has both wasted the load that resource has also increased the weight of wastewater treatment.
Summary of the invention
The objective of the invention is to realize by following processing method:
A kind of technology that from produce mother liquor or waste liquid, reclaims o-chlorobenzaldehyde, it is made up of the following step:
Steps A: the macroporous adsorbent resin of in adsorption column, packing into, after conventional pre-treatment, with the o-chlorobenzaldehyde synthesis mother liquid or contain the waste water of o-chlorobenzaldehyde, be under the 2-16BV/h condition at 5-40 ℃ and flow velocity, make the resin of solution stream in adsorption column, o-chlorobenzaldehyde is adsorbed;
Step B: after resin absorption is saturated, being elutriant with organic solvents such as methyl alcohol, acetone or ether, is to carry out desorption under the condition of 1-4BV/h at 25-50 ℃ and flow velocity, and desorption liquid is through fractionation by distillation o-chlorobenzaldehyde and organic solvent.
The technology of above-mentioned recovery o-chlorobenzaldehyde, the described macroporous adsorbent resin of steps A is strong polar macroporous adsorption resin or nonpolar macroporous adsorption resin.
Method simple possible of the present invention, the rate of recovery of o-chlorobenzaldehyde reaches 95-96%, has reduced the COD of mother liquor or waste water simultaneously, has alleviated the processing load of mother liquor or waste water.
Embodiment
The invention will be further described by the following examples.
Embodiment 1
Get o-chlorobenzaldehyde synthesis mother liquid 500ml, o-chlorobenzaldehyde concentration is 4800mg/l, adds sulfuric acid to mother liquor pH=2; Get strong polar macroporous adsorption resin (the NKA-2 type of producing with Tianjin Nankai chemical plant is an example, and NKA-2 is vinylbenzene-diethylbenzene structure) 10ml and adorn post, pre-treatment is as follows: handle and be washed to neutrality with 4% hydrochloric acid, acetone, 4% sodium hydroxide solution successively.
Absorption: 5 ℃ of temperature, flow velocity 2BV/h, absorption effluent o-chlorobenzaldehyde concentration is 185mg/l, the rate of recovery 96.1%.Adsorbing saturated back is elutriant with methyl alcohol, and 25 ℃ of temperature, flow velocity 1BV/h, desorption obtain the o-chlorobenzaldehyde methanol solution, reclaims o-chlorobenzaldehyde and methyl alcohol, desorption rate 99.4% through distillation.
Embodiment 2
Get o-chlorobenzaldehyde synthesis mother liquid 500ml, o-chlorobenzaldehyde concentration is 4800mg/l, pH=6.4.
Get strong polar macroporous adsorption resin (the NKA-2 type of producing with Tianjin Nankai chemical plant is an example, and NKA-2 is vinylbenzene-diethylbenzene structure) 10ml and adorn post, pre-treatment is as follows: handle and be washed to neutrality with 4% hydrochloric acid, acetone, 4% sodium hydroxide solution successively.
Absorption: 25 ℃ of adsorption temps, flow velocity 8BV/h, absorption effluent o-chlorobenzaldehyde concentration is 198mg/l, the rate of recovery 95.9%.Adsorbing saturated back is elutriant with acetone, and 50 ℃ of temperature, flow velocity 2BV/h, desorption obtain the o-chlorobenzaldehyde acetone soln, reclaims o-chlorobenzaldehyde and acetone, desorption rate 99.4% through distillation.
Embodiment 3
Get o-chlorobenzaldehyde synthesis mother liquid 500ml, o-chlorobenzaldehyde concentration is 4800mg/l, PH=2.2.Get nonpolar macroporous adsorption resin (the H103 type of producing with Tianjin Nankai chemical plant is an example) 10ml and adorn post, pretreatment process is the same; During absorption, 40 ℃ of temperature, flow velocity 16BV/h, o-chlorobenzaldehyde concentration is 226mg/l in the absorption effluent, the rate of recovery 95.3%.Adsorbing saturated back is elutriant with industrial acetone, and 50 ℃ of temperature, flow velocity 4BV/h, desorption obtain the o-chlorobenzaldehyde acetone soln, and fractionation by distillation obtains o-chlorobenzaldehyde and acetone, desorption rate 99.0%.
Claims (2)
1. technology that reclaims o-chlorobenzaldehyde from produce mother liquor or waste liquid is characterized in that it is made up of the following step:
Steps A: the macroporous adsorbent resin of in adsorption column, packing into, after conventional pre-treatment, with the o-chlorobenzaldehyde synthesis mother liquid or contain the waste water of o-chlorobenzaldehyde, be under the 2-16BV/h condition at 5-40 ℃ and flow velocity, make the resin of solution stream in adsorption column, o-chlorobenzaldehyde is adsorbed;
Step B: after resin absorption is saturated, being elutriant with methyl alcohol, acetone or ether, is to carry out desorption under the condition of 1-4BV/h at 25-50 ℃ and flow velocity, and desorption liquid is through fractionation by distillation o-chlorobenzaldehyde and organic solvent.
2. the technology of recovery o-chlorobenzaldehyde according to claim 1 is characterized in that: the described macroporous adsorbent resin of steps A is strong polar macroporous adsorption resin or nonpolar macroporous adsorption resin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009100294998A CN101519347B (en) | 2009-04-10 | 2009-04-10 | Process for reclaiming o-chlorobenzaldehyde from mother liquor or waste water |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009100294998A CN101519347B (en) | 2009-04-10 | 2009-04-10 | Process for reclaiming o-chlorobenzaldehyde from mother liquor or waste water |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101519347A true CN101519347A (en) | 2009-09-02 |
| CN101519347B CN101519347B (en) | 2011-11-30 |
Family
ID=41080171
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2009100294998A Expired - Fee Related CN101519347B (en) | 2009-04-10 | 2009-04-10 | Process for reclaiming o-chlorobenzaldehyde from mother liquor or waste water |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101519347B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102992949A (en) * | 2012-11-23 | 2013-03-27 | 常州大学 | Industrialized recycling method for o-chlorobenzaldehyde residual liquor |
| CN104437339A (en) * | 2014-12-30 | 2015-03-25 | 北海万物盛生物技术开发有限公司 | Preprocessing method of eluting plant stains by using macroporous resin |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE1006780A5 (en) * | 1992-02-10 | 1994-12-06 | Etienne Vansant | PRODUCTS, METHODS AND DEVICES FOR THE removal of pollutants from a fluid. |
-
2009
- 2009-04-10 CN CN2009100294998A patent/CN101519347B/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102992949A (en) * | 2012-11-23 | 2013-03-27 | 常州大学 | Industrialized recycling method for o-chlorobenzaldehyde residual liquor |
| CN102992949B (en) * | 2012-11-23 | 2014-10-29 | 常州大学 | Industrialized recycling method for o-chlorobenzaldehyde residual liquor |
| CN104437339A (en) * | 2014-12-30 | 2015-03-25 | 北海万物盛生物技术开发有限公司 | Preprocessing method of eluting plant stains by using macroporous resin |
| CN104437339B (en) * | 2014-12-30 | 2017-07-04 | 赖世权 | A kind of macroporous absorbent resin elutes the preprocess method of plant stain |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101519347B (en) | 2011-11-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101519348A (en) | Process for reclaiming o-chlorobenzoic acid from mother liquor or waste water | |
| CN104071940B (en) | A kind for the treatment of process of octyl alconyl waste lye | |
| CN102910853B (en) | A kind of method using H acid Sewage treatments liquid production naphthalene series high-efficiency water-reducing agent | |
| CN104291523A (en) | Method for recovering sodium chloride and glycerin from glycerin-containing high-salinity organic wastewater | |
| CN102557164B (en) | Recycling method of high-salt industrial wastewater containing glycerin | |
| CN104230082B (en) | A kind of high salt contains the retrieving arrangement of sodium-chlor and glycerine in glycerine high concentrated organic wastewater | |
| CN104817422A (en) | Treatment method of crude benzene residual liquid in back-extraction step in production process of caprolactam | |
| CN101973660B (en) | Recycling and pretreatment methods of raw materials containing benzene thiazole alcohol pesticide industrial wastewater | |
| CN109456289A (en) | A kind of method of epoxy resin key intermediate epoxychloropropane production utilization of wastewater resource | |
| CN105085318A (en) | Purification method of acetonitrile for high performance liquid chromatographic analysis | |
| CN104744299A (en) | Method for purifying high pure organic solvent acetonitrile | |
| CN101519347B (en) | Process for reclaiming o-chlorobenzaldehyde from mother liquor or waste water | |
| CN104628587B (en) | A kind of amoxicillin of reclaiming produces the method for D-pHPG in waste liquid | |
| CN110252268A (en) | A kind of regeneration method of chlorobenzene production waste water absorption resin | |
| CN100364962C (en) | Method of recovering o-aminobenzoic acid from mother liquid or waste water | |
| CN110237832A (en) | A kind of regeneration method of coking tail water absorption resin | |
| CN108640844A (en) | The method that triethylamine is recycled from industrial wastewater | |
| CN101591083A (en) | Para hydroxybenzene glycolylurea building-up process treatment of phenolic waste water | |
| CN102531299B (en) | Method for treating addition wastewater in production process of lipoic acid | |
| CN105061250A (en) | Method for extracting oxytetracycline from oxytetracycline mother liquor | |
| CN107265704A (en) | A kind of process for cleanly preparing of the renewable targeting absorption pretreatment of advanced oxidation processes | |
| CN101759268A (en) | Technology for treating phenol-contained wastewater in synthetic process of L-(+)-D-p-hydroxyphenylglycine | |
| CN101298441B (en) | Method for reclaiming 1,2- benzoisothiazoline-3-ketone from mother liquor | |
| CN104230659B (en) | A kind of high salt contains the recovery method of sodium-chlor and glycerine in glycerine high concentrated organic wastewater | |
| CN114590948A (en) | Harmless treatment and resource utilization process for epoxy resin production wastewater |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20111130 Termination date: 20150410 |
|
| EXPY | Termination of patent right or utility model |