TW517046B - A process for producing bis(4-hydroxyaryl)alkanes - Google Patents
A process for producing bis(4-hydroxyaryl)alkanes Download PDFInfo
- Publication number
- TW517046B TW517046B TW088116896A TW88116896A TW517046B TW 517046 B TW517046 B TW 517046B TW 088116896 A TW088116896 A TW 088116896A TW 88116896 A TW88116896 A TW 88116896A TW 517046 B TW517046 B TW 517046B
- Authority
- TW
- Taiwan
- Prior art keywords
- inert gas
- bis
- patent application
- alkanes
- gas stream
- Prior art date
Links
- 150000001335 aliphatic alkanes Chemical class 0.000 title claims abstract description 24
- 238000000034 method Methods 0.000 title claims abstract description 16
- 239000011261 inert gas Substances 0.000 claims abstract description 24
- -1 aromatic hydroxy compounds Chemical class 0.000 claims abstract description 23
- 238000009833 condensation Methods 0.000 claims abstract description 5
- 230000005494 condensation Effects 0.000 claims abstract description 5
- 239000000155 melt Substances 0.000 claims abstract description 4
- 238000005406 washing Methods 0.000 claims description 13
- 239000007789 gas Substances 0.000 claims description 11
- 239000002250 absorbent Substances 0.000 claims description 6
- 230000002745 absorbent Effects 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 230000002079 cooperative effect Effects 0.000 claims description 4
- 238000000746 purification Methods 0.000 claims description 4
- 150000001491 aromatic compounds Chemical class 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 230000007935 neutral effect Effects 0.000 claims description 3
- 238000007789 sealing Methods 0.000 claims description 3
- 229910021536 Zeolite Inorganic materials 0.000 claims description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 2
- 239000010457 zeolite Substances 0.000 claims description 2
- 239000012736 aqueous medium Substances 0.000 claims 2
- 230000006835 compression Effects 0.000 claims 1
- 238000007906 compression Methods 0.000 claims 1
- 230000002496 gastric effect Effects 0.000 claims 1
- 239000002609 medium Substances 0.000 claims 1
- 238000004064 recycling Methods 0.000 claims 1
- 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 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 20
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 20
- 239000000047 product Substances 0.000 description 13
- 229910052757 nitrogen Inorganic materials 0.000 description 10
- 238000000354 decomposition reaction Methods 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 4
- 229930185605 Bisphenol Natural products 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 238000011049 filling Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 3
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QQOMQLYQAXGHSU-UHFFFAOYSA-N 2,3,6-Trimethylphenol Chemical compound CC1=CC=C(C)C(O)=C1C QQOMQLYQAXGHSU-UHFFFAOYSA-N 0.000 description 2
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 2
- CRBJBYGJVIBWIY-UHFFFAOYSA-N 2-isopropylphenol Chemical compound CC(C)C1=CC=CC=C1O CRBJBYGJVIBWIY-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- XPZBNIUWMDJFPW-UHFFFAOYSA-N 2,2,3-trimethylcyclohexan-1-one Chemical compound CC1CCCC(=O)C1(C)C XPZBNIUWMDJFPW-UHFFFAOYSA-N 0.000 description 1
- LUGFNAYTNQMMMY-UHFFFAOYSA-N 2,5-dimethylcyclohexan-1-one Chemical compound CC1CCC(C)C(=O)C1 LUGFNAYTNQMMMY-UHFFFAOYSA-N 0.000 description 1
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 1
- MVRPPTGLVPEMPI-UHFFFAOYSA-N 2-cyclohexylphenol Chemical compound OC1=CC=CC=C1C1CCCCC1 MVRPPTGLVPEMPI-UHFFFAOYSA-N 0.000 description 1
- DYQPZDLXQPYGSU-UHFFFAOYSA-N 2-cyclopentyl-6-methylphenol Chemical compound CC1=CC=CC(C2CCCC2)=C1O DYQPZDLXQPYGSU-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- HORNXRXVQWOLPJ-UHFFFAOYSA-N 3-chlorophenol Chemical compound OC1=CC=CC(Cl)=C1 HORNXRXVQWOLPJ-UHFFFAOYSA-N 0.000 description 1
- XGLLEEGGDIDWOG-UHFFFAOYSA-N C1=CC=CC=C1.OC1=CC=CC=C1C1=CC=CC=C1 Chemical compound C1=CC=CC=C1.OC1=CC=CC=C1C1=CC=CC=C1 XGLLEEGGDIDWOG-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000008365 aromatic ketones Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 150000002440 hydroxy compounds Chemical class 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229940100630 metacresol Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 1
- 230000035699 permeability Effects 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
- 229920000642 polymer Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 229910052704 radon Inorganic materials 0.000 description 1
- SYUHGPGVQRZVTB-UHFFFAOYSA-N radon atom Chemical compound [Rn] SYUHGPGVQRZVTB-UHFFFAOYSA-N 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000005979 thermal decomposition reaction 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19848026A DE19848026A1 (de) | 1998-10-17 | 1998-10-17 | Verfahren zur Herstellung von Bis(4-hydroxyaryl)alkanen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW517046B true TW517046B (en) | 2003-01-11 |
Family
ID=7884875
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW088116896A TW517046B (en) | 1998-10-17 | 1999-10-01 | A process for producing bis(4-hydroxyaryl)alkanes |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US6384288B1 (enExample) |
| EP (1) | EP1121339B1 (enExample) |
| JP (1) | JP2002527497A (enExample) |
| KR (1) | KR100608922B1 (enExample) |
| CN (1) | CN1173911C (enExample) |
| AU (1) | AU6089399A (enExample) |
| BR (1) | BR9914607A (enExample) |
| DE (2) | DE19848026A1 (enExample) |
| ES (1) | ES2190253T3 (enExample) |
| HK (1) | HK1042080A1 (enExample) |
| ID (1) | ID29771A (enExample) |
| MD (1) | MD2705B2 (enExample) |
| TW (1) | TW517046B (enExample) |
| WO (1) | WO2000023410A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3340510B2 (ja) * | 1993-05-19 | 2002-11-05 | 日本パイオニクス株式会社 | 有害ガスの浄化方法 |
| DE19961566A1 (de) | 1999-12-20 | 2001-06-21 | Bayer Ag | Bis(4-hydroxyaryl)alkane |
| US6703530B2 (en) | 2002-02-28 | 2004-03-09 | General Electric Company | Chemical reactor system and process |
| DE602004018538D1 (de) * | 2003-12-03 | 2009-01-29 | Du Pont | Erzeugnisse, die steife und elastische ethylencopolymerzusammensetzungen umfassen |
| DK3718564T3 (da) | 2003-12-23 | 2023-11-06 | Genentech Inc | Nye anti-IL-13-antistoffer og anvendelser |
| DE102004048096A1 (de) * | 2004-09-30 | 2006-04-27 | Forschungszentrum Jülich GmbH | Verfahren zur Herstellung einer verspannten Schicht auf einem Substrat und Schichtstruktur |
| DE102005025788A1 (de) | 2005-06-04 | 2006-12-07 | Bayer Materialscience Ag | Verfahren zur Herstellung von hochreinem Bisphenol A |
| US7754837B1 (en) | 2007-03-09 | 2010-07-13 | Clemson University Research Foundation | Flourinated aryl ether polymers exhibiting dual fluoroolefin functionality and methods of forming same |
| DE102007026548A1 (de) | 2007-06-08 | 2008-12-18 | Bayer Materialscience Ag | Vermeidung von Feststoffablagerungen in Tropfenabscheidern durch Eindüsung von geeigneten Flüssigkeiten |
| ES2915378T3 (es) | 2013-09-13 | 2022-06-22 | Hoffmann La Roche | Procedimientos para detectar y cuantificar una proteína de célula huésped en líneas celulares |
| KR102571391B1 (ko) | 2013-09-13 | 2023-08-29 | 제넨테크, 인크. | 정제된 재조합 폴리펩티드를 포함하는 방법 및 조성물 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2775620A (en) * | 1954-07-12 | 1956-12-25 | Shell Dev | Production of bis (hydroxyaryl) substituted compounds |
| US4931146A (en) * | 1988-04-05 | 1990-06-05 | Mitsui Toatsu Chemicals, Inc. | Process for obtaining high-purity bisphenol A |
| US4859803A (en) | 1988-05-16 | 1989-08-22 | Shell Oil Company | Preparation of bisphenols |
| US5091159A (en) | 1991-06-10 | 1992-02-25 | Nalco Chemical Company | Use of dextran as a filtration aid for thickener overflow filtration in Kelly filters in the Bayer process |
| CN1050828C (zh) * | 1993-02-16 | 2000-03-29 | 中国石油化工总公司 | 制备高品位聚碳酸脂级双酚a的脱酚新方法 |
| CN1080914A (zh) * | 1993-02-17 | 1994-01-19 | 中国石油化工总公司 | 一种2,2-二(4-羟基苯基)丙烷的制造方法 |
-
1998
- 1998-10-17 DE DE19848026A patent/DE19848026A1/de not_active Ceased
-
1999
- 1999-10-01 TW TW088116896A patent/TW517046B/zh not_active IP Right Cessation
- 1999-10-05 AU AU60893/99A patent/AU6089399A/en not_active Abandoned
- 1999-10-05 KR KR1020017004787A patent/KR100608922B1/ko not_active Expired - Fee Related
- 1999-10-05 ES ES99947458T patent/ES2190253T3/es not_active Expired - Lifetime
- 1999-10-05 CN CNB998122572A patent/CN1173911C/zh not_active Expired - Fee Related
- 1999-10-05 MD MDA20010161A patent/MD2705B2/ro unknown
- 1999-10-05 HK HK02103685.2A patent/HK1042080A1/zh unknown
- 1999-10-05 EP EP99947458A patent/EP1121339B1/de not_active Expired - Lifetime
- 1999-10-05 BR BR9914607-0A patent/BR9914607A/pt not_active IP Right Cessation
- 1999-10-05 WO PCT/EP1999/007358 patent/WO2000023410A1/de not_active Ceased
- 1999-10-05 US US09/807,645 patent/US6384288B1/en not_active Expired - Lifetime
- 1999-10-05 ID IDW20010848A patent/ID29771A/id unknown
- 1999-10-05 JP JP2000577138A patent/JP2002527497A/ja active Pending
- 1999-10-05 DE DE59904188T patent/DE59904188D1/de not_active Expired - Lifetime
-
2002
- 2002-01-03 US US10/037,995 patent/US20020055661A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| CN1323285A (zh) | 2001-11-21 |
| KR100608922B1 (ko) | 2006-08-04 |
| CN1173911C (zh) | 2004-11-03 |
| DE19848026A1 (de) | 2000-04-20 |
| AU6089399A (en) | 2000-05-08 |
| HK1042080A1 (zh) | 2002-08-02 |
| EP1121339A1 (de) | 2001-08-08 |
| MD2705B2 (ro) | 2005-02-28 |
| BR9914607A (pt) | 2001-07-03 |
| JP2002527497A (ja) | 2002-08-27 |
| US20020055661A1 (en) | 2002-05-09 |
| EP1121339B1 (de) | 2003-01-29 |
| MD20010161A (en) | 2001-09-30 |
| KR20010080188A (ko) | 2001-08-22 |
| ID29771A (id) | 2001-10-11 |
| DE59904188D1 (de) | 2003-03-06 |
| US6384288B1 (en) | 2002-05-07 |
| WO2000023410A1 (de) | 2000-04-27 |
| ES2190253T3 (es) | 2003-07-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| GD4A | Issue of patent certificate for granted invention patent | ||
| MM4A | Annulment or lapse of patent due to non-payment of fees |