IL94554A - Process for the preparation of 4, (4) -dexyhydrophenyl clean by fractional refining of 4, 4 (- dibromobiphenyl after catalytic hydrolysis - Google Patents
Process for the preparation of 4, (4) -dexyhydrophenyl clean by fractional refining of 4, 4 (- dibromobiphenyl after catalytic hydrolysisInfo
- Publication number
- IL94554A IL94554A IL9455490A IL9455490A IL94554A IL 94554 A IL94554 A IL 94554A IL 9455490 A IL9455490 A IL 9455490A IL 9455490 A IL9455490 A IL 9455490A IL 94554 A IL94554 A IL 94554A
- Authority
- IL
- Israel
- Prior art keywords
- dihydroxybiphenyl
- crude
- preparation
- dibromobiphenyl
- catalyst
- Prior art date
Links
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 title claims description 23
- 238000000034 method Methods 0.000 title claims description 19
- 238000002360 preparation method Methods 0.000 title claims description 10
- HQJQYILBCQPYBI-UHFFFAOYSA-N 1-bromo-4-(4-bromophenyl)benzene Chemical group C1=CC(Br)=CC=C1C1=CC=C(Br)C=C1 HQJQYILBCQPYBI-UHFFFAOYSA-N 0.000 title claims description 7
- 238000004508 fractional distillation Methods 0.000 title description 8
- 239000000047 product Substances 0.000 claims description 17
- 239000003054 catalyst Substances 0.000 claims description 11
- 238000001914 filtration Methods 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 8
- 239000012043 crude product Substances 0.000 claims description 7
- 239000005749 Copper compound Substances 0.000 claims description 4
- 150000001880 copper compounds Chemical class 0.000 claims description 4
- 238000006460 hydrolysis reaction Methods 0.000 claims description 4
- 238000002844 melting Methods 0.000 claims description 4
- 230000008018 melting Effects 0.000 claims description 4
- 230000003301 hydrolyzing effect Effects 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 239000002198 insoluble material Substances 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims 1
- 239000012065 filter cake Substances 0.000 claims 1
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical group C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 11
- 238000004821 distillation Methods 0.000 description 6
- 238000000746 purification Methods 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000000859 sublimation Methods 0.000 description 2
- 230000008022 sublimation Effects 0.000 description 2
- PKJBWOWQJHHAHG-UHFFFAOYSA-N 1-bromo-4-phenylbenzene Chemical group C1=CC(Br)=CC=C1C1=CC=CC=C1 PKJBWOWQJHHAHG-UHFFFAOYSA-N 0.000 description 1
- JHOPNNNTBHXSHY-UHFFFAOYSA-N 2-(4-hydroxyphenyl)phenol Chemical group C1=CC(O)=CC=C1C1=CC=CC=C1O JHOPNNNTBHXSHY-UHFFFAOYSA-N 0.000 description 1
- ARUBXNBYMCVENE-UHFFFAOYSA-N 4-(4-bromophenyl)phenol Chemical group C1=CC(O)=CC=C1C1=CC=C(Br)C=C1 ARUBXNBYMCVENE-UHFFFAOYSA-N 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- -1 e.g. Polymers 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003791 organic solvent mixture 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
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure 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
- C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
- C07C37/02—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis by substitution of halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IL9455490A IL94554A (en) | 1990-05-29 | 1990-05-29 | Process for the preparation of 4, (4) -dexyhydrophenyl clean by fractional refining of 4, 4 (- dibromobiphenyl after catalytic hydrolysis |
| ES91108171T ES2072479T3 (es) | 1990-05-29 | 1991-05-21 | Un procedimiento para la preparacion de 4,4'-dihidroxibifenilo. |
| DE69108099T DE69108099T2 (de) | 1990-05-29 | 1991-05-21 | Verfahren zur Herstellung von reinem 4,4'-Dihydroxybiphenyl. |
| EP91108171A EP0459267B1 (de) | 1990-05-29 | 1991-05-21 | Verfahren zur Herstellung von reinem 4,4'-Dihydroxybiphenyl |
| US07/706,291 US5196605A (en) | 1990-05-29 | 1991-05-28 | Process for the preparation of pure 4,4'-dihydroxybiphenyl |
| JP3123724A JPH04235139A (ja) | 1990-05-29 | 1991-05-28 | 純粋な４，４′−ジヒドロキシビフェニルの調製方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IL9455490A IL94554A (en) | 1990-05-29 | 1990-05-29 | Process for the preparation of 4, (4) -dexyhydrophenyl clean by fractional refining of 4, 4 (- dibromobiphenyl after catalytic hydrolysis |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL94554A0 IL94554A0 (en) | 1991-03-10 |
| IL94554A true IL94554A (en) | 1994-04-12 |
Family
ID=11061261
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL9455490A IL94554A (en) | 1990-05-29 | 1990-05-29 | Process for the preparation of 4, (4) -dexyhydrophenyl clean by fractional refining of 4, 4 (- dibromobiphenyl after catalytic hydrolysis |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US5196605A (de) |
| EP (1) | EP0459267B1 (de) |
| JP (1) | JPH04235139A (de) |
| DE (1) | DE69108099T2 (de) |
| ES (1) | ES2072479T3 (de) |
| IL (1) | IL94554A (de) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP7306790B2 (ja) * | 2015-09-04 | 2023-07-11 | 三菱瓦斯化学株式会社 | 化合物の精製方法 |
| CN113683488B (zh) * | 2021-08-09 | 2023-08-25 | 三峡大学 | 一种4,4`-二羟基联苯的制备方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE288116C (de) * | ||||
| US3413341A (en) * | 1964-06-10 | 1968-11-26 | Frontier Chemical Company | Hydrolysis of haloaromatics |
| JPS5517304A (en) * | 1978-07-18 | 1980-02-06 | Hodogaya Chem Co Ltd | Preparation of 4, 4'-dihydroxybiphenyl |
| US4475000A (en) * | 1983-01-21 | 1984-10-02 | Ethyl Corporation | Process for producing 4,4'-dihydroxybiphenyl |
| US4490564A (en) * | 1983-04-22 | 1984-12-25 | Ethyl Corporation | Mixed solvent recovery of 4,4'-dihydroxybiphenyl |
| FR2609711B1 (fr) * | 1987-01-21 | 1989-06-16 | Rhone Poulenc Chimie | Procede de preparation d'hydroxybiphenyles |
| FR2610924B1 (fr) * | 1987-02-12 | 1990-05-04 | Rhone Poulenc Chimie | Procede de preparation d'hydroxybiphenyles |
| US4954661A (en) * | 1988-03-11 | 1990-09-04 | Mitsui Toatsu Chemicals, Inc. | Process for preparing high-purity bisphenol A |
| JP2737265B2 (ja) * | 1989-07-05 | 1998-04-08 | 東ソー株式会社 | ビフェニル―４，４′―ジオールの合成法 |
| JP2737266B2 (ja) * | 1989-07-05 | 1998-04-08 | 東ソー株式会社 | ビフェニル―４，４′―ジオールを製造する方法 |
-
1990
- 1990-05-29 IL IL9455490A patent/IL94554A/en not_active IP Right Cessation
-
1991
- 1991-05-21 ES ES91108171T patent/ES2072479T3/es not_active Expired - Lifetime
- 1991-05-21 EP EP91108171A patent/EP0459267B1/de not_active Expired - Lifetime
- 1991-05-21 DE DE69108099T patent/DE69108099T2/de not_active Expired - Fee Related
- 1991-05-28 US US07/706,291 patent/US5196605A/en not_active Expired - Fee Related
- 1991-05-28 JP JP3123724A patent/JPH04235139A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE69108099D1 (de) | 1995-04-20 |
| IL94554A0 (en) | 1991-03-10 |
| DE69108099T2 (de) | 1995-10-12 |
| US5196605A (en) | 1993-03-23 |
| JPH04235139A (ja) | 1992-08-24 |
| ES2072479T3 (es) | 1995-07-16 |
| EP0459267A2 (de) | 1991-12-04 |
| EP0459267B1 (de) | 1995-03-15 |
| EP0459267A3 (en) | 1992-05-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| KB | Patent renewed | ||
| KB | Patent renewed | ||
| MM9K | Patent not in force due to non-payment of renewal fees |