CN109776307A - A kind for the treatment of process of the liquor abstraction liquid for p-phthalic acid's oxidation unit - Google Patents
A kind for the treatment of process of the liquor abstraction liquid for p-phthalic acid's oxidation unit Download PDFInfo
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- CN109776307A CN109776307A CN201910235452.0A CN201910235452A CN109776307A CN 109776307 A CN109776307 A CN 109776307A CN 201910235452 A CN201910235452 A CN 201910235452A CN 109776307 A CN109776307 A CN 109776307A
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- Prior art keywords
- liquid
- unit
- acid
- treatment
- phthalic acid
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- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title claims abstract description 80
- 239000007788 liquid Substances 0.000 title claims abstract description 60
- 238000000034 method Methods 0.000 title claims abstract description 46
- 230000003647 oxidation Effects 0.000 title claims abstract description 31
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 31
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims abstract description 52
- 239000011347 resin Substances 0.000 claims abstract description 52
- 229920005989 resin Polymers 0.000 claims abstract description 52
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims abstract description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 31
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 30
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 30
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 30
- 239000005711 Benzoic acid Substances 0.000 claims abstract description 26
- 235000010233 benzoic acid Nutrition 0.000 claims abstract description 26
- 238000012545 processing Methods 0.000 claims abstract description 23
- 239000007787 solid Substances 0.000 claims abstract description 21
- 238000001179 sorption measurement Methods 0.000 claims abstract description 21
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 18
- 238000000926 separation method Methods 0.000 claims abstract description 17
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims abstract description 14
- 238000005406 washing Methods 0.000 claims abstract description 14
- 229910052748 manganese Inorganic materials 0.000 claims abstract description 13
- 239000011572 manganese Substances 0.000 claims abstract description 13
- 239000012452 mother liquor Substances 0.000 claims abstract description 9
- MZZUATUOLXMCEY-UHFFFAOYSA-N cobalt manganese Chemical group [Mn].[Co] MZZUATUOLXMCEY-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000002351 wastewater Substances 0.000 claims abstract description 8
- 125000001246 bromo group Chemical group Br* 0.000 claims abstract description 7
- 238000011084 recovery Methods 0.000 claims abstract description 6
- 239000012535 impurity Substances 0.000 claims abstract description 4
- 239000006210 lotion Substances 0.000 claims abstract description 4
- 238000003795 desorption Methods 0.000 claims description 22
- 230000008929 regeneration Effects 0.000 claims description 22
- 238000011069 regeneration method Methods 0.000 claims description 22
- 239000010865 sewage Substances 0.000 claims description 17
- 238000010521 absorption reaction Methods 0.000 claims description 15
- 239000000243 solution Substances 0.000 claims description 14
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 11
- 229910017052 cobalt Inorganic materials 0.000 claims description 11
- 239000010941 cobalt Substances 0.000 claims description 11
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 11
- 238000005868 electrolysis reaction Methods 0.000 claims description 8
- 238000001914 filtration Methods 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- GNFTZDOKVXKIBK-UHFFFAOYSA-N 3-(2-methoxyethoxy)benzohydrazide Chemical compound COCCOC1=CC=CC(C(=O)NN)=C1 GNFTZDOKVXKIBK-UHFFFAOYSA-N 0.000 claims description 7
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims description 7
- 239000012528 membrane Substances 0.000 claims description 7
- 229910052742 iron Inorganic materials 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 239000012670 alkaline solution Substances 0.000 claims description 4
- 239000008247 solid mixture Substances 0.000 claims description 4
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 claims description 3
- 229910001430 chromium ion Inorganic materials 0.000 claims description 3
- 150000002170 ethers Chemical class 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 2
- 238000000605 extraction Methods 0.000 claims 2
- 238000009938 salting Methods 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract description 48
- 230000000694 effects Effects 0.000 abstract description 5
- 238000004064 recycling Methods 0.000 abstract description 5
- 239000010802 sludge Substances 0.000 abstract description 4
- 238000004065 wastewater treatment Methods 0.000 abstract description 4
- 230000002411 adverse Effects 0.000 abstract description 3
- 239000010842 industrial wastewater Substances 0.000 abstract description 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 abstract description 2
- 239000002699 waste material Substances 0.000 abstract description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 27
- 235000019441 ethanol Nutrition 0.000 description 14
- 229960004756 ethanol Drugs 0.000 description 11
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 10
- 235000013495 cobalt Nutrition 0.000 description 10
- 238000001704 evaporation Methods 0.000 description 10
- 230000008020 evaporation Effects 0.000 description 8
- 238000002425 crystallisation Methods 0.000 description 7
- 230000008025 crystallization Effects 0.000 description 7
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 5
- 229910000029 sodium carbonate Inorganic materials 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 3
- 229910052804 chromium Inorganic materials 0.000 description 3
- 239000011651 chromium Substances 0.000 description 3
- 238000013461 design Methods 0.000 description 3
- 238000005070 sampling Methods 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- HBGPNLPABVUVKZ-POTXQNELSA-N (1r,3as,4s,5ar,5br,7r,7ar,11ar,11br,13as,13br)-4,7-dihydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1h-cyclopenta[a]chrysen-9-one Chemical class C([C@@]12C)CC(=O)C(C)(C)[C@@H]1[C@H](O)C[C@]([C@]1(C)C[C@@H]3O)(C)[C@@H]2CC[C@H]1[C@@H]1[C@]3(C)CC[C@H]1C(=C)C HBGPNLPABVUVKZ-POTXQNELSA-N 0.000 description 1
- PFRGGOIBYLYVKM-UHFFFAOYSA-N 15alpha-hydroxylup-20(29)-en-3-one Natural products CC(=C)C1CCC2(C)CC(O)C3(C)C(CCC4C5(C)CCC(=O)C(C)(C)C5CCC34C)C12 PFRGGOIBYLYVKM-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- 230000010757 Reduction Activity Effects 0.000 description 1
- SOKRNBGSNZXYIO-UHFFFAOYSA-N Resinone Natural products CC(=C)C1CCC2(C)C(O)CC3(C)C(CCC4C5(C)CCC(=O)C(C)(C)C5CCC34C)C12 SOKRNBGSNZXYIO-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- ZSDJVGXBJDDOCD-UHFFFAOYSA-N benzene dioctyl benzene-1,2-dicarboxylate Chemical compound C(C=1C(C(=O)OCCCCCCCC)=CC=CC1)(=O)OCCCCCCCC.C1=CC=CC=C1 ZSDJVGXBJDDOCD-UHFFFAOYSA-N 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- -1 carbonic acid Hydrogen salt Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 229960000935 dehydrated alcohol Drugs 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000003022 phthalic acids Chemical class 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000010801 sewage sludge Substances 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
-
- 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
- C01B7/09—Bromine; Hydrogen bromide
- C01B7/093—Hydrogen bromide
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F9/00—Multistage treatment of water, waste water or sewage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/47—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/42—Treatment of water, waste water, or sewage by ion-exchange
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/44—Treatment of water, waste water, or sewage by dialysis, osmosis or reverse osmosis
- C02F1/441—Treatment of water, waste water, or sewage by dialysis, osmosis or reverse osmosis by reverse osmosis
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/44—Treatment of water, waste water, or sewage by dialysis, osmosis or reverse osmosis
- C02F1/442—Treatment of water, waste water, or sewage by dialysis, osmosis or reverse osmosis by nanofiltration
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/44—Treatment of water, waste water, or sewage by dialysis, osmosis or reverse osmosis
- C02F1/444—Treatment of water, waste water, or sewage by dialysis, osmosis or reverse osmosis by ultrafiltration or microfiltration
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/66—Treatment of water, waste water, or sewage by neutralisation; pH adjustment
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/72—Treatment of water, waste water, or sewage by oxidation
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/10—Inorganic compounds
- C02F2101/20—Heavy metals or heavy metal compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/10—Inorganic compounds
- C02F2101/20—Heavy metals or heavy metal compounds
- C02F2101/206—Manganese or manganese compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/34—Organic compounds containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/34—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32
- C02F2103/36—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32 from the manufacture of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/34—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32
- C02F2103/36—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32 from the manufacture of organic compounds
- C02F2103/38—Polymers
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2301/00—General aspects of water treatment
- C02F2301/08—Multistage treatments, e.g. repetition of the same process step under different conditions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Inorganic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Removal Of Specific Substances (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A kind for the treatment of process of the liquor abstraction liquid for p-phthalic acid's oxidation unit, belong to field of industrial waste water treatment, process flow are as follows: oxidation mother liquor Extract is by acetic acid recovery unit or the partially recycled unit of terephthalic acid (TPA), reduction temperature solid-liquid separation unit processing.Separating liquid passes through impurity removing unit, resin adsorption cobalt manganese unit Call Provision manganese, except bromine unit recycles bromine, and waste liquid is finally directly discharged to integrated wastewater processing unit；Solid first passes through washing, and water lotion is delivered to Call Provision manganese in resin adsorption cobalt manganese unit, and terephthalic acid (TPA) therein is extracted and purified in remaining solid recycling, benzoic acid generates economic value.The concentration for reducing the benzene homologues such as bromine, benzoic acid and the phthalic acid in oxidation mother liquor Extract, avoids to the active adverse effect of biochemical sludge, reduces the processing difficulty of waste water, improves the efficiency of later period integrated wastewater processing；The consumption for reducing alkaline matter, saves resource, reduces entreprise cost and increases utilization rate.
Description
Technical field
The invention belongs to field of industrial waste water treatment, and in particular to a kind of mother for p-phthalic acid's oxidation unit
The treatment process of liquid Extract.
Background technique
P-phthalic acid is a kind of important production of polyester raw material, therefore very extensive in industrial application.Essence is to benzene two
The oxidation unit of formic acid has one liquor abstraction liquid, and the more conventional way of this class factory is to recycle this liquor abstraction liquid at present
Acetic acid, or using the partially recycled processing unit of terephthalic acid (TPA) after, addition alkaline matter (be normally applied carbonate, carbonic acid
Hydrogen salt, hydroxide) dissolve the benzene homologues such as phthalic acid, benzoic acid；Precipitating removes de-iron, chromium ion；Precipitate cobalt, manganese recycling (cobalt,
Manganese is the catalyst of the oxidation unit of p-phthalic acid).But so handle, the bromine in oxidation mother liquor Extract does not remove
It goes, the integrated wastewater treatment process for entering back segment can impact reduction activity to biochemical sludge, reduce its biochemical effect；
Wherein the processing difficulty of biochemical sludge still has been aggravated containing benzene homologues such as a large amount of benzoic acid, phthalic acids；Alkalinity is added simultaneously
The process of substance dissolution benzene homologues and Call Provision, manganese also consumes a large amount of alkaline matter.Therefore technological design can be after entering
Before the integrated wastewater treatment process of section, extract and purify recycling bromine therein, benzoic acid, terephthalic acid (TPA), that is, produce through
Ji value reduces the adverse effect to biochemical sewage sludge activity again；Solid-liquid separation benzene homologues reduce sewage alkaline matter
Consumption.The technique separated and recovered using the technology generations of resin adsorption cobalt, manganese for a large amount of addition alkaline matter precipitate cobalts, manganese,
The consumption of alkaline matter can also be reduced again.The effective newly-increased transformation of process route, can extract beneficial from sewage source
Substance is turned waste into wealth, while being achieved energy-saving and emission reduction purposes again, and the operating cost of enterprise is reduced, while being also beneficial to environment
Protection.
Summary of the invention
The invention patent purpose solves alkaline matter dosage in the prior art by handling oxidation mother liquor Extract
Greatly, the entreprise cost is caused to increase and the defect of the wasting of resources, and in particular to a kind of for p-phthalic acid's oxidation unit
The treatment process of liquor abstraction liquid.
The invention patent is achieved in the following ways a kind of liquor abstraction for p-phthalic acid's oxidation unit
The treatment process of liquid, process flow are as follows:
Step a: oxidation mother liquor Extract passes through acetic acid recovery processing unit or the partially recycled processing unit of terephthalic acid (TPA), obtains
Sewage；
Step b: it by the sewage of step a by reducing temperature and solid-liquid separation treatment, obtains containing phthalic acid and benzoic acid solid
Mixture and separating liquid.
It is that will walk to be precipitated and obtaining another method of the solid mixture containing phthalic acid and benzoic acid and separating liquid
The sewage of rapid a adds again after passing through current prior art common " addition alkaline matter dissolves benzene homologues, Call Provision manganese unit "
Acid out goes out and is separated by solid-liquid separation.But not only the method increases sour consumption without reducing the consumption of alkaline matter again, compare by
The sewage of step a directly cools down and is separated by solid-liquid separation that acid and alkali consumption is big, operating cost is high；
Step c: being delivered to impurity removing unit for separating liquid, using addition alkaline matter Crystallization Separation route, precipitated iron, chromium etc. from
Son removal；
Step d: and then the liquid of step c is delivered to resin adsorption cobalt manganese unit, cobalt therein, manganese are adsorbed, adsorbed
Water outlet filtering afterwards, removes broken resin therein；
Step e: the water outlet of step d is delivered to except bromine unit, carries out absorption bromine by selectively adsorbing resin to bromine, is inhaled
Attached water outlet filtering emission；
Step f: sewage is finally directly discharged to integrated wastewater processing unit；
Step g: the mixture containing phthalic acid and benzoic acid solid in step b is first passed through into washing, water lotion is delivered to step d
Carry out adsorption of cobalt, manganese；
Solid after step h: step g washing is recycled.
After resin adsorption saturation in preferred resin adsorption cobalt manganese unit, desorption and regeneration is carried out by hydrobromic acid solution,
Solution reuse after desorption and regeneration is to oxidation reactor.
After the preferred absorption resin saturation except in bromine unit, desorption and regeneration is carried out by alkaline solution, restores its absorption
Volume adsorbs use in turn again.Solution after desorption and regeneration carries out the crystallization of film concentration and evaporation and is used as fixed-end forces；Or it uses
Bipolar Membrane method or electrolysis method are extracted recycle hydrobromic acid therein after again reuse to oxidation reactor.Exist into the sewage except bromine step
By in the adsorption process to the selective absorption resin of bromine, the organic matters such as most benzene homologues are not adsorbed with this resin
Water outlet enter next step, i.e., retained the organic matters such as the benzene homologues of sub-fraction on this resin, can be in desorption and regeneration liquid
Desorption and regeneration during and bromine desorption dissociates from this resin together, so resin be one bromine extracted and be concentrated,
The process for separating the organic matters such as bromine and most benzene homologues, used desorption and regeneration liquid use Bipolar Membrane method or electrolysis method again
Recycle bromine processing.It except another method of bromine is direct progress Bipolar Membrane method or electrolysis method recycling bromine processing, but compares: to bromine
Sewage handled by much smaller than this resin one operation adsorption saturation period of desorption and regeneration liquid product of selective absorption resin
The small operating cost of equipment of volume, i.e., the desorption and regeneration liquid that need to be handled Bipolar Membrane method or electrolysis method small in size, used is low；To bromine
The organic matters such as adsorption process major part benzene homologues of selective absorption resin be not adsorbed and directly with this resin be discharged into
Enter next step, i.e., the content of organics such as total benzene homologues contained in desorption and regeneration liquid are less than one operation adsorption saturation week of this resin
The content of organics such as total benzene homologues in sewage handled by the phase, the organic matters such as benzene homologues grasp the equipment of Bipolar Membrane method or electrolysis method
Work can have an impact, therefore it is small on the influence of the equipment of Bipolar Membrane method or electrolysis method to handle desorption and regeneration liquid.
Solid carries out recovery processing unit after preferred washing, concrete mode first is that use part alcohols such as ethyl alcohol as
Solvent dissolves M-phthalic acid therein, phthalic acid, benzoic acid, is separated by solid-liquid separation later, solid is to be not readily dissolved in ethyl alcohol
Terephthalic acid (TPA), washing or evaporating ethanol after obtain terephthalic acid (TPA) finished product；Liquid evaporation recycles ethyl alcohol and is recycled, knot
Partial crystallization go out containing M-phthalic acid, phthalic acid, benzoic acid mixture.Mode second is that use part ethers such as ether as
Solvent dissolves benzoic acid therein, is separated by solid-liquid separation later, liquid evaporation recycle ether be recycled, crystallization be precipitated benzoic acid at
Product；It is the mixture containing phthalic acid for being not readily dissolved in ether in solid.Two ways is individually implemented, and reality can also be successively carried out
It applies.
Procedure described above d and step e can individually be implemented, and sequence also can be interchanged and implemented.
The invention patent the utility model has the advantages that reducing the benzene series such as bromine, benzoic acid and phthalic acid in oxidation mother liquor Extract
The concentration of object is avoided to the active adverse effect of biochemical sludge, reduces the processing difficulty of waste water, improves later period integrated wastewater
The efficiency of processing；More therefrom extract and purified out the substance that hydrobromic acid, terephthalic acid (TPA), benzoic acid have economic value；Entirely
Technique considerably reduces the consumption of alkaline matter, saves resource, reduces entreprise cost and increases utilization rate.
The purpose of different step designed by the present invention is different and mutually indepedent, each step can both be used alone or
Selection and the combination of different order can be carried out by actual demand, only selection can also be applied a part of technique therein, be existed
In the range of present patent application protection.
Detailed description of the invention
Fig. 1 is process flow diagram.
Specific embodiment
A kind for the treatment of process of the liquor abstraction liquid for p-phthalic acid's oxidation unit, process flow are as follows:
Step a: oxidation mother liquor Extract passes through acetic acid recovery processing unit or the partially recycled processing unit of terephthalic acid (TPA), obtains
Sewage；
Step b: it by the sewage of step a by reducing temperature and solid-liquid separation treatment, obtains containing phthalic acid and benzoic acid solid
Mixture and separating liquid；
Step c: separating liquid is delivered to impurity removing unit, removes iron and chromium ion in separating liquid；
Step d: and then the liquid of step c is delivered to resin adsorption cobalt manganese unit, cobalt therein, manganese are adsorbed, adsorbed
Water outlet filtering afterwards；
Step e: the water outlet of step d is delivered to except bromine unit, carries out absorption bromine by selectively adsorbing resin to bromine, is inhaled
Attached water outlet filtering emission；
Step f: sewage is finally directly discharged to integrated wastewater processing unit；
Step g: step b is obtained to first pass through washing containing the mixture of phthalic acid and benzoic acid solid, water lotion is delivered to step
Rapid d carries out adsorption of cobalt, manganese；
Solid after step h: step g washing is recycled.
After resin adsorption saturation in preferred resin adsorption cobalt manganese unit, desorption and regeneration is carried out by hydrobromic acid solution,
Solution reuse after desorption and regeneration is to oxidation reactor.
After the preferred absorption resin saturation except in bromine unit, desorption and regeneration is carried out by alkaline solution, restores its absorption
Volume adsorbs use in turn again.Solution after desorption and regeneration carries out the crystallization of film concentration and evaporation as fixed-end forces or using double
Pole embrane method or electrolysis method are extracted recycle hydrobromic acid therein after again reuse to oxidation reactor.Solid is returned after preferred washing
Receive processing unit, concrete mode first is that use part alcohols such as ethyl alcohol as solvent, dissolve M-phthalic acid therein, neighbour's benzene
Dioctyl phthalate, benzoic acid, are separated by solid-liquid separation later, and solid is the terephthalic acid (TPA) for being not readily dissolved in ethyl alcohol, washing or evaporating ethanol
After obtain terephthalic acid (TPA) finished product；Liquid evaporation recycles ethyl alcohol and is recycled, and crystallization, which is precipitated, contains M-phthalic acid, O-phthalic
The mixture of acid, benzoic acid.Mode second is that use ethers such as ether in part as solvent, dissolve benzoic acid therein, later
It is separated by solid-liquid separation, liquid evaporation recycles ether and is recycled, and benzoic acid finished product is precipitated in crystallization；Solid be not readily dissolved in ether containing benzene
The mixture of dioctyl phthalate.Two ways is individually implemented, and can also successively be implemented.
Experiment 1
The experiment handled in step e with resin is selectively adsorbed to bromine.The separating liquid 10L after step d is collected,
Bromine content is 2612ppm, and experiment resin volume 100ml (flows after adsorbing resin by the flow velocity of 2 times of resin volumes
Speed control 200ml/H), the concentration of bromine is as follows in water outlet:
| Sample time | Water outlet 15 minutes | Water outlet 2 hours | Water outlet 3 hours | Water outlet 4 hours |
| Handle water volume | 0.5 times of resin | 4 times of resins | 6 times of resins | 8 times of resins |
| It is discharged bromine concentration | 19.1ppm | 185.3 ppm | 228 ppm | 480 ppm |
| Sample time | 5 hours | 6 hours | 7 hours | 8 hours |
| Handle water volume | 10 times of resins | 12 times of resins | 14 times of resins | 16 times of resins |
| It is discharged bromine concentration | 799ppm | 1218ppm | 1381ppm | 1610ppm |
With to bromine selective absorption resin, being for this water can normal selective absorption bromine for experimental verification.With 4% hydrogen
Sodium oxide molybdena impregnates 1 hour, and washing is neutral to water outlet later, then carries out absorption test, flow control 100ml/H:
| Sample time | Water outlet 15 minutes | Water outlet 2 hours | Water outlet 3 hours | Water outlet 4 hours |
| Handle water volume | 0.25 times of resin | 2 times of resins | 3 times of resins | 4 times of resins |
| It is discharged bromine concentration | 433ppm | 443 ppm | 673ppm | 753ppm |
| Sample time | 5 hours | 6 hours | 7 hours | |
| Handle water volume | 5 times of resins | 6 times of resins | 7 times of resins | |
| It is discharged bromine concentration | 918ppm | 1051ppm | 1248ppm |
Conclusion: after desorption and regeneration, the adsorption capacity of resin is risen explanation, illustrates that resin can utilize again first.
Production design should be with the amount of resin needed for the resin adsorption Capacity design after desorption and regeneration, by the absorption volume after desorption and regeneration
Actual motion technique can be designed.
Experiment 2
The solid of step g dissolves recycling test with alcohols: solid being first washed with water, remaining solid is heated to 105 DEG C after washing
It maintains reach drying within 24 hours, grinds broken rear sampling 10.0612g later, excessive addition absolute ethyl alcohol and stirring dissolves 0.5 hour simultaneously
Filtrate and filter paper are gone out ethyl alcohol in heating evaporation respectively, are heated to by filtering, then rinse the insoluble matter on filter paper with dehydrated alcohol
105 DEG C maintain 24 hours, measure solid i.e. terephthalic acid (TPA) 3.7431g on filter paper, solid is precipitated after filtrate ethanol evaporation and contains
Benzoic acid, M-phthalic acid, phthalic acid mixture 6.2511g.
Conclusion: benzoic acid therein, M-phthalic acid, phthalic acid can be dissolved with ethyl alcohol, by being separated by solid-liquid separation
After can isolate terephthalic acid (TPA).
Test the test of 3 alkaline matter dosages
As former state: sampling oxidation mother liquor Extract is by Reclaim Process of Acetic Acid, the water outlet sewage of the partially recycled technique of terephthalic acid (TPA)
0.23Kg, referred to as former state.
It separately takes as former state, separating liquid sampling 0.23Kg, PH=3.1, this experiment drop is obtained after cooling filtering is separated by solid-liquid separation
Temperature arrives 18 DEG C of laboratory room temperature.
The aqueous solution that sodium carbonate is configured to 9% concentration is used.
Table one is the consumption test of alkaline matter used in original sample, and table two is the separating liquid institute as former state after cooling is separated by solid-liquid separation
It is tested with the consumption of alkaline matter:
| PH | Original sample PH=3.1 | Adjust PH=5.7 | Adjust PH=9.4 |
| Procedure declaration | Phenomenon: the benzene homologues such as phthalic acid, benzoic acid all dissolve；The Precipitations such as iron, chromium | Phenomenon: cobalt, manganese all precipitate | |
| Sodium carbonate liquor amount dosage | 150ml | 300ml | |
| Pure sodium carbonate consumption | 13.5g | 27g |
Table one
| PH | Original sample PH=3.1 | Adjust PH=5.7 | Adjust PH=9.4 |
| Phenomenon: the Precipitations such as iron, chromium | Phenomenon: cobalt, manganese all precipitate | ||
| Sodium carbonate liquor amount | 80ml | 200ml | |
| Pure sodium carbonate consumption | 7.2g | 18g |
Table two
Conclusion:
From above table as can be seen that the consumption of the separating liquid alkaline matter after application separation of solid and liquid is obviously relatively as former state with alkalinity
The consumption of substance decreases.
Claims (7)
1. a kind for the treatment of process of the liquor abstraction liquid for p-phthalic acid's oxidation unit, which is characterized in that process flow
Are as follows:
Step a: oxidation mother liquor Extract passes through acetic acid recovery processing unit or the partially recycled processing unit of terephthalic acid (TPA), obtains
Sewage；
Step b: it by the sewage of step a by reducing temperature and solid-liquid separation treatment, obtains containing phthalic acid and benzoic acid solid
Mixture and separating liquid；
Step c: separating liquid is delivered to impurity removing unit, removes iron and chromium ion in separating liquid；
Step d: and then the liquid of step c is delivered to resin adsorption cobalt manganese unit, cobalt therein, manganese are adsorbed, adsorbed
Water outlet filtering afterwards；
Step e: the water outlet of step d is delivered to except bromine unit, carries out absorption bromine by selectively adsorbing resin to bromine, is inhaled
Attached water outlet filtering emission；
Step f: sewage is finally directly discharged to integrated wastewater processing unit；
Step g: step b is obtained to first pass through washing containing the mixture of phthalic acid and benzoic acid solid, water lotion is delivered to step
Rapid d carries out adsorption of cobalt, manganese；
Solid after step h: step g washing is recycled.
2. a kind for the treatment of process of liquor abstraction liquid for p-phthalic acid's oxidation unit according to claim 1,
It is characterized in that, carrying out desorption and regeneration after the resin adsorption in the resin adsorption cobalt manganese unit is saturated by acid solution, taking off
Solution reuse after attached regeneration is to oxidation reactor.
3. a kind for the treatment of process of liquor abstraction liquid for p-phthalic acid's oxidation unit according to claim 1,
It is characterized in that, desorption and regeneration is carried out by alkaline solution or salting liquid after the absorption resin saturation removed in bromine unit,
The hydrobromic acid solution reuse that solution after desorption and regeneration is generated by separating treatment is to oxidation reactor.
4. a kind for the treatment of process of liquor abstraction liquid for p-phthalic acid's oxidation unit according to claim 1,
It is characterized in that, it includes that alcohols separated and dissolved extraction terephthalic acid (TPA) and ethers are molten that the solid after the washing, which carries out recovery processing,
Solve separation and Extraction benzoic acid.
5. a kind for the treatment of process of liquor abstraction liquid for p-phthalic acid's oxidation unit according to claim 2,
It is characterized in that, the acid solution is hydrobromic acid solution.
6. a kind for the treatment of process of liquor abstraction liquid for p-phthalic acid's oxidation unit according to claim 3,
It is characterized in that, the alkaline solution is hydroxide solution or salting liquid is chloride solution.
7. a kind for the treatment of process of liquor abstraction liquid for p-phthalic acid's oxidation unit according to claim 3,
It is characterized in that, the separating treatment uses Bipolar Membrane method or electrolysis method processing mode.
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| CN201910591654.9A CN110128266B (en) | 2019-03-27 | 2019-07-02 | Treatment process of mother liquor extract for purified terephthalic acid oxidation unit |
| CN202211011056.8A CN116444364A (en) | 2019-03-27 | 2019-07-02 | Treatment process for mother liquor extract of refined terephthalic acid oxidation unit |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110128266A (en) * | 2019-03-27 | 2019-08-16 | 佰仕邦水处理环保科技(大连)有限公司 | A kind for the treatment of process of the liquor abstraction liquid for p-phthalic acid's oxidation unit |
| CN110255769A (en) * | 2019-07-02 | 2019-09-20 | 佰仕邦水处理环保科技(大连)有限公司 | A kind for the treatment of process of the aqueous solution for terephthalic acid production plant |
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| JPS53104590A (en) * | 1977-02-24 | 1978-09-11 | Asahi Chem Ind Co Ltd | Recovery method for liquid-phase oxidation catalyst and solvent |
| CN1062852C (en) * | 1998-02-16 | 2001-03-07 | 中国石化辽阳石油化纤公司 | Process for recovering cobalt and manganese catalysts from production of terephthalic acid |
| CN100400499C (en) * | 2003-10-31 | 2008-07-09 | 中国石油化工股份有限公司 | Terephthalic acid oxidation residue recovery and utilization method |
| CN1276879C (en) * | 2004-07-15 | 2006-09-27 | 中国石油化工股份有限公司 | Process for recovering liquor from aromatic carboxylic acid production |
| CN101134628A (en) * | 2007-07-31 | 2008-03-05 | 凯能高科技工程（上海）有限公司 | Comprehensive processing utilization method for PTA refining waste-water |
| CN102786412B (en) * | 2012-09-03 | 2014-09-03 | 绍兴汉青环保科技有限公司 | Extraction method for extracting benzoic acid, p-toluic acid, terephthalic acid and isophthalic acid from pure terephthalic acid (PTA) oxidation residues |
| CN103861650A (en) * | 2012-12-17 | 2014-06-18 | 兴忠行股份有限公司 | Method for recovering cobalt manganese catalyst from terephthalic acid reaction mother solution |
| CN109776307A (en) * | 2019-03-27 | 2019-05-21 | 佰仕邦水处理环保科技(大连)有限公司 | A kind for the treatment of process of the liquor abstraction liquid for p-phthalic acid's oxidation unit |
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| CN110128266B (en) | 2022-12-27 |
| CN116444364A (en) | 2023-07-18 |
| CN110128266A (en) | 2019-08-16 |
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