KR20020040822A - Method for Conditioning Ion Exchange Resins - Google Patents
Method for Conditioning Ion Exchange Resins Download PDFInfo
- Publication number
- KR20020040822A KR20020040822A KR1020027003966A KR20027003966A KR20020040822A KR 20020040822 A KR20020040822 A KR 20020040822A KR 1020027003966 A KR1020027003966 A KR 1020027003966A KR 20027003966 A KR20027003966 A KR 20027003966A KR 20020040822 A KR20020040822 A KR 20020040822A
- Authority
- KR
- South Korea
- Prior art keywords
- ion exchange
- liquid
- exchange resin
- resin
- volume
- Prior art date
Links
- 239000003456 ion exchange resin Substances 0.000 title claims abstract description 31
- 229920003303 ion-exchange polymer Polymers 0.000 title claims abstract description 31
- 238000000034 method Methods 0.000 title claims abstract description 19
- 230000003750 conditioning effect Effects 0.000 title claims abstract description 6
- 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 29
- 239000000203 mixture Substances 0.000 claims abstract description 9
- 239000007788 liquid Substances 0.000 claims description 24
- 239000011347 resin Substances 0.000 claims description 10
- 229920005989 resin Polymers 0.000 claims description 10
- 239000007787 solid Substances 0.000 claims description 8
- 239000002283 diesel fuel Substances 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 5
- -1 aliphatic ketones Chemical class 0.000 claims description 3
- 150000001338 aliphatic hydrocarbons Chemical class 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
- 239000003921 oil Substances 0.000 claims description 2
- 239000010913 used oil Substances 0.000 claims description 2
- 239000000010 aprotic solvent Substances 0.000 claims 1
- 239000011877 solvent mixture Substances 0.000 claims 1
- 230000001143 conditioned effect Effects 0.000 abstract description 2
- 239000000725 suspension Substances 0.000 description 13
- 239000002904 solvent Substances 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 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 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
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-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
- 238000010438 heat treatment Methods 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 1
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000011324 bead 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
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- NIQQIJXGUZVEBB-UHFFFAOYSA-N methanol;propan-2-one Chemical compound OC.CC(C)=O NIQQIJXGUZVEBB-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001590 oxidative 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
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- 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
-
- 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
- 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
본 발명은 이온 교환 수지의 컨디셔닝 방법에 관한 것이다. 본 발명은 또한, 본 발명의 방법에 따라 컨디셔닝되는 이온 교환 수지 혼합물 및 그의 폐기 방법에 관한 것이다.The present invention relates to a method of conditioning an ion exchange resin. The present invention also relates to an ion exchange resin mixture that is conditioned according to the method of the present invention and a method of disposal thereof.
Description
사용된 바 있는 가교형 폴리스티렌계 이온 교환 수지는 일반적으로 용매 중의 이온 교환 비드의 현탁액을 소각시킴으로써 폐기된다. 이제까지는 현탁 액체로서 물이 사용되어 왔다. 이러한 유형의 폐기는 기술적으로 복잡하고, 대용적의 재료를 이송하여 물을 증발시켜야 하기 때문에 에너지 면에서 비용이 많이 든다. 또다른 폐기 방법은 과산화수소 중의 Fe(II)/Fe(III) 산화 용액 중에서의 분해법 (JP-A-58 161 898호, 동 57 001 446호, DE-A-3 926 252)인데, 이와 같은 기술적으로 복잡한 방법은 방사능에 의해 오염된 이온 교환 재료를 소각 폐기하는 경우 문제가 되는 것으로 기재되어 있다.The crosslinked polystyrene type ion exchange resins used are generally discarded by incinerating a suspension of ion exchange beads in a solvent. So far, water has been used as a suspension liquid. This type of disposal is technically complex and expensive in terms of energy because it requires the evaporation of water by transferring a large amount of material. Another disposal method is the decomposition method (JP-A-58 161 898, 57 001 446, DE-A-3 926 252) in an oxidizing solution of Fe (II) / Fe (III) in hydrogen peroxide. , It is described that a complicated method is a problem when the ion exchange material contaminated by radioactivity is incinerated and discarded.
따라서, 본 발명의 목적은 폐기하고자 하는 이온 교환 수지를 용이하게 폐기할 수 있는 간단 취급 형태로 전환시키는 것이다.Accordingly, it is an object of the present invention to convert an ion exchange resin to be disused into a simple handling form that can be easily disposed of.
본 발명은 이온 교환 수지의 컨디셔닝 방법, 이러한 방식으로 컨디셔닝된 이온 교환 수지 혼합물 및 그의 폐기 방법에 관한 것이다.The present invention relates to a method for conditioning an ion exchange resin, an ion exchange resin mixture conditioned in this manner and a method for disposal thereof.
현탁 액체로서 물을 적합한 유기 용매로 대체하는 경우, 이온 교환 수지는물-습윤 상태인 경우에 비해 수축된다는 것을 드디어 밝혀내었다. 이와 같이, 현탁액 중의 고형분이 불변일 때 이온 교환 수지를 보다 다량 이송하여 대용적의 현탁액을 폐기할 수 있다.It has now been found that when replacing water with a suitable organic solvent as the suspension liquid, the ion exchange resin shrinks as compared to the case of the water-wet state. Thus, when the solid content in the suspension is unchanged, a larger amount of the ion exchange resin can be transferred to discard a large amount of suspension.
따라서, 본 발명은, 이온 교환 수지를 1종 이상의 유기 액체와 배합하여, 물과 배합하는 경우에 비해 수지의 용적을 보다 작게 하는 것을 특징으로 하는, 이온 교환 수지, 특히 가교형 폴리스티렌계 이온 교환 수지, 특히 비스페놀의 제조 공정에서 촉매로서 사용되는 가교형 폴리스티렌계 이온 교환 수지의 컨디셔닝 방법을 제공한다.Therefore, the present invention relates to an ion exchange resin, particularly a crosslinked polystyrenic ion exchange resin (hereinafter referred to as " ion exchange resin "), which is characterized in that an ion exchange resin is mixed with at least one organic liquid to make the volume of the resin smaller than that in the case of mixing with water. , And more particularly, to a method for conditioning a crosslinked polystyrenic ion exchange resin used as a catalyst in a process for producing bisphenol.
상기 액체로는 비양성자성 용매 및 용매 혼합물, 예컨대 특히 아세톤 및 MIBK와 같은 방향족 및 지방족 케톤류, 특히 헥산, 헵탄, 디젤유, 경유 유분, 난방유, 폐유(used oil)와 같은 방향족 및 지방족 탄화수소류 및(또는) 에테르류가 바람직하다. 상술한 유기 액체의 생산 또는 가공 과정에서 발생하는 액상의 정유 공장(distillation plant)의 잔류물인 경질의 난방유, 디젤유 및 폐유가 바람직하다.Such liquids include aromatic and aliphatic ketones such as acetone and MIBK, especially aromatic and aliphatic hydrocarbons such as hexane, heptane, diesel oil, diesel oil, heating oil, used oil and the like, (Or) ethers are preferred. Difficult heating oil, diesel oil and waste oil, which are residues of a liquid distillation plant that occurs during the production or processing of the organic liquids described above, are preferred.
이온 교환 수지에 첨가되는 액체의 양은 예비 시험에 의해 용이하게 결정될 수 있다. 사용되는 양은 이온 교환 수지/액체 혼합물 중의 고형분이 40 내지 85 용적%, 바람직하게는 55 내지 65 용적%이어서, 일반적으로 상기 혼합물을 현탁액 형태이도록 하는 것이 바람직하다. 바람직한 혼합비는 수지 1 내지 2 중량부 대 액체 2 내지 0.5 용적부, 특히 수지 1.3 내지 1.5 중량부 대 액체 1.5 내지 1 용적부이다.The amount of liquid added to the ion exchange resin can be easily determined by a preliminary test. The amount used is preferably 40% to 85% by volume, preferably 55% to 65% by volume solids in the ion exchange resin / liquid mixture, so that the mixture is generally in the form of a suspension. A preferred mixing ratio is 1 to 2 parts by weight of resin to 2 to 0.5 parts by volume of liquid, in particular 1.3 to 1.5 parts by weight of resin versus 1.5 to 1 part by volume of liquid.
이온 교환 수지/액체 혼합물은 구성성분들을 함께 간단히 교반하여 제조할수 있다. 혼합물은 용이하게 펌핑할 수 있다. 본 발명에 따른 컨디셔닝법에 의해, 혼합물 중의 고형분이 불변일 때 수지를 보다 다량 이송하여 대용적을 폐기할 수 있다. 더욱이, 본 발명에 따른 혼합물의 소각에 의한 폐기가 에너지 면에서 더욱 유리하다.The ion exchange resin / liquid mixture can be prepared by briefly stirring the components together. The mixture can be easily pumped. According to the conditioning method according to the present invention, when the solid content in the mixture is unchanged, the resin can be transferred in a larger amount and the large amount of the resin can be discarded. Furthermore, the incineration of the mixture according to the invention is more advantageous in terms of energy.
하기 실시예는 본 발명을 설명한다. 본 발명은 하기 실시예에 제한되지는 않는다.The following examples illustrate the invention. The present invention is not limited to the following examples.
아세톤 및 페놀로부터 비스페놀 A의 합성에 사용되는 이온 교환 수지 (술폰화된 가교형 폴리스티렌, 가교도 2%) 50 g을 용매 50 ml중에 현탁하여 표준화 메스실린더에서 시험하였다. 현탁액을 실온에서 10 분 동안 정치시켰다. 팽윤 (= 고형분의 용적 증가) 또는 수축 (= 고형분의 용적 감소)이 일어났다. 현탁액의 총용적을 150 ml로 조정하고, 사용된 바 있는 이온 교환수지 및(또는) 용매의 추가분을 후속 첨가하여 현탁액을 평형이 되게 방치 (실온에서 10 분간 정치시킴)함으로써 고형분을 56 용적%(= 85 ml)로 조정하였다. 요구되는 현탁 이온 교환 수지 및 용매의 양을 하기 표 1에 나타낸다.50 g of an ion exchange resin (sulfonated crosslinked polystyrene, crosslinking degree 2%) used in the synthesis of bisphenol A from acetone and phenol was suspended in 50 ml of a solvent and tested in a standardizing graduated cylinder. The suspension was allowed to stand at room temperature for 10 minutes. Swelling (= volume increase of solids) or shrinkage (= volume decrease of solids) occurred. The total volume of the suspension was adjusted to 150 ml and the suspension was allowed to equilibrate (standing at room temperature for 10 minutes) by adding an additional portion of the ion exchange resin and / or solvent used, followed by a solids content of 56 vol% = 85 ml). The amounts of the required suspension ion exchange resin and solvent are shown in Table 1 below.
따라서, 현탁액을 예를 들어 디젤유 중에서 제조하는 경우, 동일 용적의 현탁액 중의 이온 교혼 수지의 폐기량을 2.3 배로 할 수 있다.Thus, when the suspension is prepared, for example, in diesel oil, the amount of ion-exchange resin discarded in a suspension of the same volume can be increased to 2.3 times.
Claims (9)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19946322.0 | 1999-09-28 | ||
| DE19946322A DE19946322A1 (en) | 1999-09-28 | 1999-09-28 | Process for conditioning ion exchange resins |
| PCT/EP2000/009014 WO2001023113A1 (en) | 1999-09-28 | 2000-09-15 | Method for conditioning ion exchange resins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20020040822A true KR20020040822A (en) | 2002-05-30 |
Family
ID=7923496
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020027003966A KR20020040822A (en) | 1999-09-28 | 2000-09-15 | Method 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 |
| DE19946322A1 (en) | 2001-03-29 |
| JP2003510415A (en) | 2003-03-18 |
| MXPA02003259A (en) | 2002-10-31 |
| EP1230044A1 (en) | 2002-08-14 |
| WO2001023113A1 (en) | 2001-04-05 |
| AU1694401A (en) | 2001-04-30 |
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