GB949306A - Method of making alkylidene bis-dibromo-phenols - Google Patents
Method of making alkylidene bis-dibromo-phenolsInfo
- Publication number
- GB949306A GB949306A GB350262A GB350262A GB949306A GB 949306 A GB949306 A GB 949306A GB 350262 A GB350262 A GB 350262A GB 350262 A GB350262 A GB 350262A GB 949306 A GB949306 A GB 949306A
- Authority
- GB
- United Kingdom
- Prior art keywords
- solvent
- bromination
- effected
- product
- diphenol
- 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.)
- Expired
Links
- 125000001118 alkylidene group Chemical group 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000002904 solvent Substances 0.000 abstract 9
- 230000031709 bromination Effects 0.000 abstract 6
- 238000005893 bromination reaction Methods 0.000 abstract 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- -1 aliphatic alcohols Chemical class 0.000 abstract 1
- RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/24—Halogenated derivatives
- C07C39/367—Halogenated derivatives polycyclic non-condensed, containing only six-membered aromatic rings as cyclic parts, e.g. halogenated poly-hydroxyphenylalkanes
-
- 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
- C07C37/62—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- 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
-
- 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
- C07C37/84—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by crystallisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Alkylidene bis-dibromophenols are prepared by direct bromination of alkylidene diphenols in a solvent non-solvent system. The preferred solvents are aliphatic alcohols of 1-4 carbon atoms, and the preferred non-solvent is water. The entire process may be effected in a solvent non-solvent system, or the bromination may be effected in a solvent only and a non-solvent then added to precipitate the product. The latter procedure is particularly useful when methanol or ethanol is used as the solvent and it is desired to recover, as a distillate, methyl or ethylbromide formed as a by-product from the alcohol and hydrogen bromide liberated in the bromination. The bromination may be effected at 15-45 DEG C. over a period of at least one hour, and the reaction mixture may then be heated under reflux, suitably for half an hour; the mixture may then be cooled and the product filtered. Examples are given of the bromination of 4, 41-isopropylidene diphenol to yield 4, 41-isopropylidene-bis (2, 6-dibromophenol). The bromination of 4, 41-sec.-butylidene diphenol and of 4, 41-cyclohexylidene diphenol is also mentioned.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB350262A GB949306A (en) | 1962-01-30 | 1962-01-30 | Method of making alkylidene bis-dibromo-phenols |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB350262A GB949306A (en) | 1962-01-30 | 1962-01-30 | Method of making alkylidene bis-dibromo-phenols |
Publications (1)
Publication Number | Publication Date |
---|---|
GB949306A true GB949306A (en) | 1964-02-12 |
Family
ID=9759550
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB350262A Expired GB949306A (en) | 1962-01-30 | 1962-01-30 | Method of making alkylidene bis-dibromo-phenols |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB949306A (en) |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4783556A (en) * | 1985-09-23 | 1988-11-08 | Ethyl Corporation | Tetrabromobisphenol-A process |
US4909997A (en) * | 1985-09-23 | 1990-03-20 | Ethyl Corporation | Tetrabromobisphenol-A process |
US5017728A (en) * | 1990-08-20 | 1991-05-21 | Ethyl Corporation | Tetrabromobisphenol-A process |
US5107035A (en) * | 1990-11-15 | 1992-04-21 | Ethyl Corporation | Process for high purity tetrabromobisphenol-A |
US5208389A (en) * | 1992-04-01 | 1993-05-04 | Ethyl Corporation | Process for high purity tetrabromobisphenol-A |
US5283375A (en) * | 1992-04-01 | 1994-02-01 | Ethyl Corporation | Process for high purity tetrabromobisphenol-A |
US5527971A (en) * | 1995-04-24 | 1996-06-18 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
WO1996027576A1 (en) * | 1995-03-06 | 1996-09-12 | Albemarle Corporation | A process for the preparation of tetrabromobisphenol-a |
WO1996033964A1 (en) * | 1995-04-24 | 1996-10-31 | Albemarle Corporation | A process for the preparation of tetrabromobisphenol-a |
US6002050A (en) * | 1995-03-06 | 1999-12-14 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
US6084137A (en) * | 1995-03-06 | 2000-07-04 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
US6084136A (en) * | 1995-03-06 | 2000-07-04 | Albmarle Corporation | Process for the preparation of tetrabromobisphenol-A |
US6147264A (en) * | 1999-04-08 | 2000-11-14 | Albemarle Corporation | Process for producing tetrabromobisphenol-A |
US6218584B1 (en) | 1995-03-06 | 2001-04-17 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
US6235946B1 (en) | 1995-03-06 | 2001-05-22 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
-
1962
- 1962-01-30 GB GB350262A patent/GB949306A/en not_active Expired
Cited By (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4783556A (en) * | 1985-09-23 | 1988-11-08 | Ethyl Corporation | Tetrabromobisphenol-A process |
US4909997A (en) * | 1985-09-23 | 1990-03-20 | Ethyl Corporation | Tetrabromobisphenol-A process |
US5017728A (en) * | 1990-08-20 | 1991-05-21 | Ethyl Corporation | Tetrabromobisphenol-A process |
US5107035A (en) * | 1990-11-15 | 1992-04-21 | Ethyl Corporation | Process for high purity tetrabromobisphenol-A |
US5208389A (en) * | 1992-04-01 | 1993-05-04 | Ethyl Corporation | Process for high purity tetrabromobisphenol-A |
US5283375A (en) * | 1992-04-01 | 1994-02-01 | Ethyl Corporation | Process for high purity tetrabromobisphenol-A |
US5847232A (en) * | 1995-03-06 | 1998-12-08 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
US6218584B1 (en) | 1995-03-06 | 2001-04-17 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
US6313355B1 (en) | 1995-03-06 | 2001-11-06 | Thanikavelu Manimaran | Process for the preparation of tetrabromobisphenol-A |
US6300527B1 (en) | 1995-03-06 | 2001-10-09 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
US6235946B1 (en) | 1995-03-06 | 2001-05-22 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
US6002050A (en) * | 1995-03-06 | 1999-12-14 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
US6084137A (en) * | 1995-03-06 | 2000-07-04 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
US6084136A (en) * | 1995-03-06 | 2000-07-04 | Albmarle Corporation | Process for the preparation of tetrabromobisphenol-A |
WO1996027576A1 (en) * | 1995-03-06 | 1996-09-12 | Albemarle Corporation | A process for the preparation of tetrabromobisphenol-a |
US6162953A (en) * | 1995-03-06 | 2000-12-19 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
US5527971A (en) * | 1995-04-24 | 1996-06-18 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
US5723690A (en) * | 1995-04-24 | 1998-03-03 | Albemarle Corporation | Process for the preparation of tetrabromobisphenol-A |
WO1996033964A1 (en) * | 1995-04-24 | 1996-10-31 | Albemarle Corporation | A process for the preparation of tetrabromobisphenol-a |
US6147264A (en) * | 1999-04-08 | 2000-11-14 | Albemarle Corporation | Process for producing tetrabromobisphenol-A |
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