DE19946322A1 - Process for conditioning ion exchange resins - Google Patents
Process for conditioning ion exchange resinsInfo
- Publication number
- DE19946322A1 DE19946322A1 DE19946322A DE19946322A DE19946322A1 DE 19946322 A1 DE19946322 A1 DE 19946322A1 DE 19946322 A DE19946322 A DE 19946322A DE 19946322 A DE19946322 A DE 19946322A DE 19946322 A1 DE19946322 A1 DE 19946322A1
- Authority
- DE
- Germany
- Prior art keywords
- liquid
- ion exchange
- resin
- volume
- exchange resins
- 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.)
- Withdrawn
Links
- 239000003456 ion exchange resin Substances 0.000 title claims abstract description 17
- 229920003303 ion-exchange polymer Polymers 0.000 title claims abstract description 17
- 238000000034 method Methods 0.000 title claims abstract description 16
- 230000003750 conditioning effect Effects 0.000 title claims abstract description 6
- 239000000203 mixture Substances 0.000 claims abstract description 8
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000007788 liquid Substances 0.000 claims description 23
- 239000011347 resin Substances 0.000 claims description 12
- 229920005989 resin Polymers 0.000 claims description 12
- 239000003921 oil Substances 0.000 claims description 9
- 239000007787 solid Substances 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 4
- 239000002699 waste material Substances 0.000 claims description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- -1 aliphatic ketones Chemical class 0.000 claims description 2
- 239000000010 aprotic solvent Substances 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims description 2
- 239000011877 solvent mixture Substances 0.000 claims 1
- 230000001143 conditioned effect Effects 0.000 abstract description 2
- 239000000725 suspension Substances 0.000 description 11
- 150000002500 ions Chemical class 0.000 description 8
- 239000002904 solvent Substances 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 238000005342 ion exchange Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 239000010771 distillate fuel oil Substances 0.000 description 1
- 238000011067 equilibration Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000011049 pearl Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical group [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- G—PHYSICS
- G21—NUCLEAR PHYSICS; NUCLEAR ENGINEERING
- G21F—PROTECTION AGAINST X-RADIATION, GAMMA RADIATION, CORPUSCULAR RADIATION OR PARTICLE BOMBARDMENT; TREATING RADIOACTIVELY CONTAMINATED MATERIAL; DECONTAMINATION ARRANGEMENTS THEREFOR
- G21F9/00—Treating radioactively contaminated material; Decontamination arrangements therefor
- G21F9/28—Treating solids
- G21F9/34—Disposal of solid waste
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
-
- 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
- B01J47/00—Ion-exchange processes in general; Apparatus therefor
- B01J47/016—Modification or after-treatment of ion-exchangers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B09—DISPOSAL OF SOLID WASTE; RECLAMATION OF CONTAMINATED SOIL
- B09B—DISPOSAL OF SOLID WASTE NOT OTHERWISE PROVIDED FOR
- B09B3/00—Destroying solid waste or transforming solid waste into something useful or harmless
-
- G—PHYSICS
- G21—NUCLEAR PHYSICS; NUCLEAR ENGINEERING
- G21F—PROTECTION AGAINST X-RADIATION, GAMMA RADIATION, CORPUSCULAR RADIATION OR PARTICLE BOMBARDMENT; TREATING RADIOACTIVELY CONTAMINATED MATERIAL; DECONTAMINATION ARRANGEMENTS THEREFOR
- G21F9/00—Treating radioactively contaminated material; Decontamination arrangements therefor
- G21F9/04—Treating liquids
- G21F9/20—Disposal of liquid waste
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Environmental & Geological Engineering (AREA)
- General Engineering & Computer Science (AREA)
- High Energy & Nuclear Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Organic Chemistry (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
- Processing Of Solid Wastes (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Abstract
Description
Die Anmeldung betrifft ein Verfahren zur Konditionierung von Ionenaustauscher harzen, die derart konditionierten Ionenaustauscherharz-Mischungen sowie deren Entsorgung.The application relates to a method for conditioning ion exchangers resins, the ion exchange resin mixtures conditioned in this way and their Disposal.
Die Entsorgung von gebrauchten Ionenaustauscherharzen auf vernetzter Polystyrol basis erfolgt im allgemeinen durch Verbrennung einer Suspension der Ionenaustau scherperlen in einem Solvens. Als Suspensionsflüssigkeit wurde hier bislang Wasser verwendet. Diese Art der Entsorgung ist technisch und energetisch aufwendig, da große Volumenmengen transportiert und Wasser verdampft werden muß. Eine alter native Entsorgungsmethode stellt das Auflösen in oxidierenden Lösungen von Fe(II)/Fe(III) in Wasserstoffperoxid dar: JP-A-58 161 898, JP-A- 57 001 446, DE-A- 39 26 252, dieses technisch aufwendige Verfahren ist für radioaktiv belastete Ionen austauschermaterialien beschrieben, deren thermische Entsorgung Probleme bereitet.The disposal of used ion exchange resins on cross-linked polystyrene base is generally made by burning a suspension of ion exchange pearls in a solvent. So far, water has been used as the suspension liquid used. This type of disposal is technically and energetically complex because large volumes must be transported and water must be evaporated. An old one native disposal method represents dissolving in oxidizing solutions Fe (II) / Fe (III) in hydrogen peroxide: JP-A-58 161 898, JP-A- 57 001 446, DE-A- 39 26 252, this technically complex process is for radioactive ions described exchange materials whose thermal disposal causes problems.
Aufgabe war daher die zu entsorgenden Ionenaustauscherharze in eine einfach zu handhabende Form zu überführen, die leicht entsorgt werden kann.The task was therefore to simply dispose of the ion exchange resins to be disposed of to be handled in a form that can be easily disposed of.
Es wurde nun gefunden, daß es zu einer Schrumpfung der Ionenaustauscherharze ge genüber dem wasserfeuchten Zustand kommt, wenn die Suspensionsflüssigkeit Was ser durch geeignete organische Lösungsmittel ersetzt wird. Dadurch kann bei gleich bleibendem Feststoffanteil in der Suspension eine größere Menge Ionenaustauscher harz im selben Volumen Suspension transportiert und entsorgt werden.It has now been found that there is a shrinkage of the ion exchange resins compared to the water-moist state comes when the suspension liquid What water is replaced by suitable organic solvents. This allows for the same remaining solids in the suspension a larger amount of ion exchanger resin in the same volume of suspension can be transported and disposed of.
Gegenstand der Erfindung ist daher ein Verfahren zur Konditionierung von Ionenaus tauscherharzen, insbesondere Ionenaustauscherharzen auf Basis vernetzter Polysty role, insbesondere solche die in Verfahren zur Herstellung von Bisphenolen als Katalysator eingesetzt werden, dadurch gekennzeichnet, daß man die Ionenaustau scherharze mit mindestens einer organischen Flüssigkeit versetzt in denen die Harze gegenüber Wasser ein geringeres Volumen aufweisen.The invention therefore relates to a method for conditioning ions exchange resins, in particular ion exchange resins based on crosslinked polysty role, especially those used in processes for the production of bisphenols Catalyst are used, characterized in that the ion exchange shear resins mixed with at least one organic liquid in which the resins have a smaller volume than water.
Solche Flüssigkeiten sind vorzugsweise aprotische Lösungsmittel und Lösungsmit telgemische wie beispielhaft und vorzugsweise aromatische und aliphatische Ketone, wie insbesondere Aceton und MIBK, aromatische und aliphatische Kohlenwasser stoffe, wie insbesondere Hexan, Heptan, Dieselöle, Leichtölfraktionen, Heizöle, Alt öle und/oder Ether. Bevorzugt sind leichte Heizöle, Dieselöle und Altöle sowie flüssige Rückstände aus Destillationsanlagen die bei der Herstellung oder Aufarbei tung der oben genannten organischen Flüssigkeiten anfallen.Such liquids are preferably aprotic solvents and solvents telemixes such as, for example, and preferably aromatic and aliphatic ketones, such as in particular acetone and MIBK, aromatic and aliphatic hydrocarbons substances, such as in particular hexane, heptane, diesel oils, light oil fractions, heating oils, waste oils and / or ethers. Light fuel oils, diesel oils and waste oils are preferred liquid residues from distillation plants used in manufacturing or processing tion of the above-mentioned organic liquids.
Die Menge der Flüssigkeiten die den Ionenaustauscherharzen zugesetzt werden, kön nen durch Vorversuche leicht bestimmt werden. Es werden vorzugsweise solche Mengen eingesetzt, daß der Feststoffanteil in der im allgemeinen als Suspension vor liegenden Mischung von Ionenaustauscherharz/Flüssigkeit 40 bis 85 Vol.-%, bevor zugt 55 bis 65 Vol.-% beträgt. Bevorzugt sind Mischungsverhältnisse von 1 bis 2, insbesondere 1,3 bis 1,5 Gewichtsteilen Harz zu 2 bis 0,5, insbesondere 1,5 bis 1 Volumenteil Flüssigkeit.The amount of liquids added to the ion exchange resins can can easily be determined by preliminary tests. It will preferably be Amounts used that the solids content is generally in the form of a suspension lying mixture of ion exchange resin / liquid 40 to 85 vol .-% before is 55 to 65 vol .-%. Mixing ratios of 1 to 2 are preferred, in particular 1.3 to 1.5 parts by weight of resin to 2 to 0.5, in particular 1.5 to 1 Volume part liquid.
Die Ionenaustauscherharz-Flüssigkeitsmischung kann durch einfaches Verrühren der Bestandteile hergestellt werden. Die Mischung ist leicht pumpfähig. Durch die er findungsgemäße Konditionierung kann bei gleichbleibendem Feststoffanteil in der Mischung eine größere Menge Harz im selben Volumen transportiert und entsorgt werden als in den bekannten Wassersuspensionen. Außerdem ist die Entsorgung durch Verbrennung der erfindungsgemäßen Mischung energetisch günstiger.The ion exchange resin-liquid mixture can be obtained by simply stirring the Components are made. The mixture is easily pumpable. Through which he Conditioning according to the invention can be carried out with the solids content remaining the same Mixture transported and disposed of a larger amount of resin in the same volume are considered to be in the known water suspensions. In addition, the disposal by burning the mixture according to the invention more energetically favorable.
Die nachfolgenden Beispiele dienen zur Erläuterung der Erfindung. Die Erfindung ist nicht auf die Beispiele limitiert.The following examples serve to explain the invention. The invention is not limited to the examples.
In einem normierten Meßzylinder werden 50 g eines in der Synthese von Bisphenol A aus Aceton und Phenol eingesetztes Ionenaustauscherharzes (sulfoniertes, ver netztes Polystyrol, Vernetzungsgrad 2%) 50 ml des zu testenden Lösungsmittels sus pendiert. Die Suspension wird 10 min bei RT stehen gelassen. Es kommt hierbei zur Quellung (= Volumenzunahme des Feststoffanteils) bzw. Schrumpfung (= Volumen abnahme des Feststoffanteils). Durch portionsweises Nachdosieren von gebrauchtem Ionenaustauscher und/oder Lösungsmittel und anschließendes Äquilibrieren (10 min Stehen bei RT) wird das Gesamtvolumen der Suspension auf 150 ml und der Fest stoffanteil auf 56 Vol.-% (= 85 ml) eingestellt. Die Mengen an suspendiertem Ionen austauscher und benötigtem Lösungsmittel sind in Tabelle 1 dargestellt:In a standardized measuring cylinder, 50 g are used in the synthesis of bisphenol A used from acetone and phenol ion exchange resin (sulfonated, ver wetted polystyrene, degree of crosslinking 2%) 50 ml of the solvent to be tested sus oscillates. The suspension is left to stand at RT for 10 min. Here it comes to Swelling (= increase in volume of the solids content) or shrinkage (= volume decrease in the solids content). By re-dosing used portions Ion exchanger and / or solvent and subsequent equilibration (10 min Standing at RT) the total volume of the suspension to 150 ml and the solid proportion of substance set to 56% by volume (= 85 ml). The amount of suspended ions Exchangers and required solvents are shown in Table 1:
Somit kann bei einer Suspendierung in z. B. Dieselöl die 2.3-fache Menge Ionenaus tauscher im gleichen Volumen Suspension entsorgt werden.Thus, with a suspension in e.g. B. Diesel oil 2.3 times the amount of ions exchangers are disposed of in the same volume of suspension.
Claims (9)
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19946322A DE19946322A1 (en) | 1999-09-28 | 1999-09-28 | Process for conditioning ion exchange resins |
MXPA02003259A MXPA02003259A (en) | 1999-09-28 | 2000-09-15 | Method for conditioning ion exchange resins. |
KR1020027003966A KR20020040822A (en) | 1999-09-28 | 2000-09-15 | Method for Conditioning Ion Exchange Resins |
CN00813332A CN1376092A (en) | 1999-09-28 | 2000-09-15 | Method for conditioning ion exchange resins |
AU16944/01A AU1694401A (en) | 1999-09-28 | 2000-09-15 | Method for conditioning ion exchange resins |
JP2001526309A JP2003510415A (en) | 1999-09-28 | 2000-09-15 | Conditioning method of ion exchange resin |
EP00979467A EP1230044A1 (en) | 1999-09-28 | 2000-09-15 | Method for conditioning ion exchange resins |
BR0014310-3A BR0014310A (en) | 1999-09-28 | 2000-09-15 | Process for conditioning ion exchange resins |
PCT/EP2000/009014 WO2001023113A1 (en) | 1999-09-28 | 2000-09-15 | Method for conditioning ion exchange resins |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19946322A DE19946322A1 (en) | 1999-09-28 | 1999-09-28 | Process for conditioning ion exchange resins |
Publications (1)
Publication Number | Publication Date |
---|---|
DE19946322A1 true DE19946322A1 (en) | 2001-03-29 |
Family
ID=7923496
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19946322A Withdrawn DE19946322A1 (en) | 1999-09-28 | 1999-09-28 | Process for conditioning ion exchange resins |
Country Status (9)
Country | Link |
---|---|
EP (1) | EP1230044A1 (en) |
JP (1) | JP2003510415A (en) |
KR (1) | KR20020040822A (en) |
CN (1) | CN1376092A (en) |
AU (1) | AU1694401A (en) |
BR (1) | BR0014310A (en) |
DE (1) | DE19946322A1 (en) |
MX (1) | MXPA02003259A (en) |
WO (1) | WO2001023113A1 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2015143652A1 (en) | 2014-03-26 | 2015-10-01 | Merck Sharp & Dohme Corp. | TrkA KINASE INHIBITORS,COMPOSITIONS AND METHODS THEREOF |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3791981A (en) * | 1971-04-07 | 1974-02-12 | Aerochem Res Lab | Volume reduction of radioactive ion exchange resins for disposal |
JPS6117995A (en) * | 1984-07-04 | 1986-01-25 | 三菱重工業株式会社 | Method of treating radioactive ion exchange resin |
DE4324818C2 (en) * | 1993-07-23 | 2002-06-27 | Framatome Anp Gmbh | Process for the disposal of ion exchange resin |
-
1999
- 1999-09-28 DE DE19946322A patent/DE19946322A1/en not_active Withdrawn
-
2000
- 2000-09-15 JP JP2001526309A patent/JP2003510415A/en active Pending
- 2000-09-15 AU AU16944/01A patent/AU1694401A/en not_active Abandoned
- 2000-09-15 EP EP00979467A patent/EP1230044A1/en not_active Withdrawn
- 2000-09-15 KR KR1020027003966A patent/KR20020040822A/en not_active Application Discontinuation
- 2000-09-15 WO PCT/EP2000/009014 patent/WO2001023113A1/en not_active Application Discontinuation
- 2000-09-15 CN CN00813332A patent/CN1376092A/en active Pending
- 2000-09-15 BR BR0014310-3A patent/BR0014310A/en not_active Application Discontinuation
- 2000-09-15 MX MXPA02003259A patent/MXPA02003259A/en not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
CN1376092A (en) | 2002-10-23 |
BR0014310A (en) | 2002-05-21 |
JP2003510415A (en) | 2003-03-18 |
MXPA02003259A (en) | 2002-10-31 |
KR20020040822A (en) | 2002-05-30 |
EP1230044A1 (en) | 2002-08-14 |
WO2001023113A1 (en) | 2001-04-05 |
AU1694401A (en) | 2001-04-30 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8139 | Disposal/non-payment of the annual fee |