DE2642596A1 - Verfahren zur entfernung von farbkoerpern aus einem rueckfuehrungsstrom eines 4,4'-bisphenol-a-verfahrens - Google Patents
Verfahren zur entfernung von farbkoerpern aus einem rueckfuehrungsstrom eines 4,4'-bisphenol-a-verfahrensInfo
- Publication number
- DE2642596A1 DE2642596A1 DE19762642596 DE2642596A DE2642596A1 DE 2642596 A1 DE2642596 A1 DE 2642596A1 DE 19762642596 DE19762642596 DE 19762642596 DE 2642596 A DE2642596 A DE 2642596A DE 2642596 A1 DE2642596 A1 DE 2642596A1
- Authority
- DE
- Germany
- Prior art keywords
- phenol
- mother liquor
- bisphenol
- water
- recycle stream
- 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.)
- Ceased
Links
- 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 title claims description 33
- 238000000034 method Methods 0.000 title claims description 25
- 238000004064 recycling Methods 0.000 title 1
- 239000012452 mother liquor Substances 0.000 claims description 46
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
- 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 description 24
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 21
- 230000002378 acidificating effect Effects 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 15
- 239000003729 cation exchange resin Substances 0.000 claims description 14
- 239000003054 catalyst Substances 0.000 claims description 8
- 239000011541 reaction mixture Substances 0.000 claims description 6
- 239000003463 adsorbent Substances 0.000 claims description 5
- JEGUKCSWCFPDGT-UHFFFAOYSA-N h2o hydrate Chemical compound O.O JEGUKCSWCFPDGT-UHFFFAOYSA-N 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 30
- 238000002835 absorbance Methods 0.000 description 22
- 239000000523 sample Substances 0.000 description 13
- 238000001179 sorption measurement Methods 0.000 description 12
- 239000003456 ion exchange resin Substances 0.000 description 11
- 229920003303 ion-exchange polymer Polymers 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 239000011347 resin Substances 0.000 description 10
- 229920005989 resin Polymers 0.000 description 10
- NUHSROFQTUXZQQ-UHFFFAOYSA-N isopentenyl diphosphate Chemical compound CC(=C)CCO[P@](O)(=O)OP(O)(O)=O NUHSROFQTUXZQQ-UHFFFAOYSA-N 0.000 description 8
- 229940106691 bisphenol a Drugs 0.000 description 7
- 239000012535 impurity Substances 0.000 description 7
- 238000005406 washing Methods 0.000 description 6
- 238000011084 recovery Methods 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000006227 byproduct Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000003776 cleavage reaction Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 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 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- 230000001186 cumulative effect Effects 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 150000008442 polyphenolic compounds Chemical class 0.000 description 2
- 235000013824 polyphenols Nutrition 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 230000008929 regeneration Effects 0.000 description 2
- 238000011069 regeneration method Methods 0.000 description 2
- 239000012488 sample solution Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical class C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 description 1
- MLCQXUZZAXKTSG-UHFFFAOYSA-N 2-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C=1C=CC=C(O)C=1C(C)(C)C1=CC=C(O)C=C1 MLCQXUZZAXKTSG-UHFFFAOYSA-N 0.000 description 1
- JAGRUUPXPPLSRX-UHFFFAOYSA-N 4-prop-1-en-2-ylphenol Chemical compound CC(=C)C1=CC=C(O)C=C1 JAGRUUPXPPLSRX-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 230000032912 absorption of UV light Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 230000006326 desulfonation Effects 0.000 description 1
- 238000005869 desulfonation reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- -1 sulfonated styrene-divinylbenzene ion Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
- C07C37/82—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by solid-liquid treatment; by chemisorption
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US61602675A | 1975-09-23 | 1975-09-23 | |
| US69672676A | 1976-06-16 | 1976-06-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2642596A1 true DE2642596A1 (de) | 1977-04-07 |
Family
ID=27087657
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762642596 Ceased DE2642596A1 (de) | 1975-09-23 | 1976-09-22 | Verfahren zur entfernung von farbkoerpern aus einem rueckfuehrungsstrom eines 4,4'-bisphenol-a-verfahrens |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS5242861A (enrdf_load_stackoverflow) |
| DE (1) | DE2642596A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2325627A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1565667A (enrdf_load_stackoverflow) |
| IT (1) | IT1071481B (enrdf_load_stackoverflow) |
| NL (1) | NL7610522A (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0332203A1 (en) * | 1988-03-11 | 1989-09-13 | MITSUI TOATSU CHEMICALS, Inc. | Process for preparing high-purity bisphenol A |
| WO2002085828A1 (en) * | 2001-04-24 | 2002-10-31 | General Electric Company | Regeneration of catalysts used in the manufacture of bisphenols |
| WO2010004371A1 (en) * | 2008-07-09 | 2010-01-14 | Sabic Innovative Plastics Ip B.V. | Process for producing bisphenol-a |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4051079A (en) * | 1976-06-22 | 1977-09-27 | Union Carbide Corporation | Regeneration of acidic cation exchange resin using acidified phenol-water mixture |
| DE2860850D1 (en) * | 1977-11-09 | 1981-10-22 | Shell Int Research | Preparation of bisphenols |
| US4636393A (en) * | 1984-11-28 | 1987-01-13 | Campbell Soup Company | Method of processing meat for inclusion in high acid type foods and product thereof |
| JPH01211544A (ja) * | 1988-02-19 | 1989-08-24 | Mitsui Toatsu Chem Inc | ビスフェノールａの製造方法 |
| JPH0365408U (enrdf_load_stackoverflow) * | 1989-10-30 | 1991-06-26 | ||
| WO2001040156A1 (fr) * | 1999-12-03 | 2001-06-07 | Mitsui Chemicals, Inc. | Bisphenol a haute qualite et procede de production correspondant |
| RU2627266C2 (ru) * | 2012-06-28 | 2017-08-04 | Идемицу Козан Ко., Лтд. | Способ получения бисфенола |
| US11312822B2 (en) | 2017-01-17 | 2022-04-26 | Sabic Global Technologies B.V. | Reduced color polycarbonate compositions, methods of manufacture, and articles thereof |
| CN112752786B (zh) | 2018-12-05 | 2023-06-09 | Sabic环球技术有限责任公司 | 氧化稳定性改进的聚碳酸酯组合物和其制备方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2222607A1 (de) * | 1972-05-09 | 1973-11-22 | Rheinstahl Ag | Ringwalzwerk |
-
1976
- 1976-09-22 IT IT2751276A patent/IT1071481B/it active
- 1976-09-22 DE DE19762642596 patent/DE2642596A1/de not_active Ceased
- 1976-09-22 NL NL7610522A patent/NL7610522A/xx not_active Application Discontinuation
- 1976-09-22 JP JP11316276A patent/JPS5242861A/ja active Granted
- 1976-09-22 FR FR7628514A patent/FR2325627A1/fr not_active Withdrawn
- 1976-09-22 GB GB3918676A patent/GB1565667A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0332203A1 (en) * | 1988-03-11 | 1989-09-13 | MITSUI TOATSU CHEMICALS, Inc. | Process for preparing high-purity bisphenol A |
| WO2002085828A1 (en) * | 2001-04-24 | 2002-10-31 | General Electric Company | Regeneration of catalysts used in the manufacture of bisphenols |
| US6680270B2 (en) | 2001-04-24 | 2004-01-20 | General Electric Company | Regeneration of catalysts used in the manufacture of bisphenols |
| WO2010004371A1 (en) * | 2008-07-09 | 2010-01-14 | Sabic Innovative Plastics Ip B.V. | Process for producing bisphenol-a |
| US7696388B2 (en) | 2008-07-09 | 2010-04-13 | Sabic Innovative Plastics Ip B.V. | Process for producing bisphenol-A |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5534779B2 (enrdf_load_stackoverflow) | 1980-09-09 |
| GB1565667A (en) | 1980-04-23 |
| NL7610522A (nl) | 1977-03-25 |
| IT1071481B (it) | 1985-04-10 |
| FR2325627A1 (fr) | 1977-04-22 |
| JPS5242861A (en) | 1977-04-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8127 | New person/name/address of the applicant |
Owner name: UNION CARBIDE CORP., 06817 DANBURY, CONN., US |
|
| 8131 | Rejection |