CA1062283A - Procede de cristallisation d'un complexe de di(hydroxy-4 phenyl)2,2 propane et de phenol - Google Patents
Procede de cristallisation d'un complexe de di(hydroxy-4 phenyl)2,2 propane et de phenolInfo
- Publication number
- CA1062283A CA1062283A CA238,718A CA238718A CA1062283A CA 1062283 A CA1062283 A CA 1062283A CA 238718 A CA238718 A CA 238718A CA 1062283 A CA1062283 A CA 1062283A
- Authority
- CA
- Canada
- Prior art keywords
- phenol
- propane
- hydroxyphenyl
- mixture
- temperature
- 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
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title claims abstract description 55
- 238000000034 method Methods 0.000 title claims description 29
- 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 description 32
- 239000000203 mixture Substances 0.000 claims abstract description 39
- 238000002425 crystallisation Methods 0.000 claims abstract description 34
- 230000008025 crystallization Effects 0.000 claims abstract description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 29
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000007788 liquid Substances 0.000 claims abstract description 19
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 14
- 239000001294 propane Substances 0.000 claims abstract description 14
- 239000012452 mother liquor Substances 0.000 claims description 9
- 239000013078 crystal Substances 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 abstract description 8
- 239000002904 solvent Substances 0.000 abstract description 3
- 229920000515 polycarbonate Polymers 0.000 abstract 1
- 239000004417 polycarbonate Substances 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- 238000004821 distillation Methods 0.000 description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 230000008030 elimination Effects 0.000 description 6
- 238000003379 elimination reaction Methods 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000012808 vapor phase Substances 0.000 description 4
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000003377 acid catalyst Substances 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920005668 polycarbonate resin Polymers 0.000 description 2
- 239000004431 polycarbonate resin Substances 0.000 description 2
- ZGAHPSICBMAFBL-UHFFFAOYSA-N 4-(3,4-dihydro-2h-chromen-2-yl)phenol Chemical compound C1=CC(O)=CC=C1C1OC2=CC=CC=C2CC1 ZGAHPSICBMAFBL-UHFFFAOYSA-N 0.000 description 1
- 101100113998 Mus musculus Cnbd2 gene Proteins 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical compound C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
- 229940031826 phenolate Drugs 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 235000021395 porridge Nutrition 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000003643 water by type Substances 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
- C07C37/84—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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7440170A FR2289476A1 (fr) | 1974-10-31 | 1974-10-31 | Procede de cristallisation d'un complexe de di(hydroxy-4 phenyl) 2,2 propane et de phenol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1062283A true CA1062283A (fr) | 1979-09-11 |
Family
ID=9145723
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA238,718A Expired CA1062283A (fr) | 1974-10-31 | 1975-10-28 | Procede de cristallisation d'un complexe de di(hydroxy-4 phenyl)2,2 propane et de phenol |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS5191240A (en, 2012) |
| BE (1) | BE835077A (en, 2012) |
| CA (1) | CA1062283A (en, 2012) |
| CS (1) | CS188977B2 (en, 2012) |
| DD (1) | DD121099A5 (en, 2012) |
| DE (1) | DE2548470C2 (en, 2012) |
| FR (1) | FR2289476A1 (en, 2012) |
| GB (1) | GB1482498A (en, 2012) |
| IT (1) | IT1047633B (en, 2012) |
| NL (1) | NL7512667A (en, 2012) |
| PL (1) | PL105881B1 (en, 2012) |
| RO (1) | RO72879A (en, 2012) |
| SU (1) | SU594891A3 (en, 2012) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58135832A (ja) * | 1982-02-08 | 1983-08-12 | Mitsui Toatsu Chem Inc | ビスフエノ−ルａとフエノ−ルとの付加物の晶析方法 |
| US4492807A (en) * | 1983-04-22 | 1985-01-08 | General Electric Company | Method for purification of bisphenol A |
| US4529823A (en) * | 1984-04-02 | 1985-07-16 | General Electric Company | Purification of bisphenol-A |
| JPH066542B2 (ja) * | 1987-05-06 | 1994-01-26 | 三井東圧化学株式会社 | ビスフェノ−ルａの製造方法 |
| JPH01146839A (ja) * | 1987-12-04 | 1989-06-08 | Mitsui Toatsu Chem Inc | 高純度の２，２−ビス（４−ヒドロキシフェニル）プロパンを製造する方法 |
| JPH01213246A (ja) * | 1988-02-22 | 1989-08-28 | Mitsui Toatsu Chem Inc | ビスフェノールａとフェノールとの付加物の晶出方法 |
| US4927978A (en) * | 1988-12-16 | 1990-05-22 | Shell Oil Company | Method of purifying bisphenols |
| EP0522700B1 (en) * | 1991-07-10 | 1997-01-29 | Chiyoda Corporation | Process for the production of crystalline adduct of bisphenol A and phenol and apparatus therefor |
| US5368827A (en) * | 1991-07-10 | 1994-11-29 | Chiyoda Corporation | Process for the production of crystalline adduct of bisphenol A and phenol and apparatus therefor |
| JP5216748B2 (ja) * | 2009-11-02 | 2013-06-19 | 本州化学工業株式会社 | １，１−ビス（４−ヒドロキシフェニル）−３，３，５−トリメチルシクロヘキサンの製造方法 |
| JP5705168B2 (ja) * | 2012-06-04 | 2015-04-22 | 本州化学工業株式会社 | １，１−ビス（４−ヒドロキシフェニル）−３，３，５−トリメチルシクロヘキサンの製造方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT259547B (de) * | 1965-06-11 | 1968-01-25 | Bayer Ag | Verfahren zur Gewinnung besonders reinen 2,2-Bis-(phenylol)-propans |
| BE759937A (en, 2012) * | 1969-12-15 | 1971-06-07 | Shell Int Research |
-
1974
- 1974-10-31 FR FR7440170A patent/FR2289476A1/fr active Granted
-
1975
- 1975-09-30 IT IT5156575A patent/IT1047633B/it active
- 1975-10-09 GB GB4148775A patent/GB1482498A/en not_active Expired
- 1975-10-28 RO RO7583734A patent/RO72879A/ro unknown
- 1975-10-28 CA CA238,718A patent/CA1062283A/fr not_active Expired
- 1975-10-29 JP JP50130299A patent/JPS5191240A/ja active Granted
- 1975-10-29 DE DE19752548470 patent/DE2548470C2/de not_active Expired
- 1975-10-29 NL NL7512667A patent/NL7512667A/xx not_active Application Discontinuation
- 1975-10-30 BE BE161432A patent/BE835077A/xx not_active IP Right Cessation
- 1975-10-30 PL PL18436775A patent/PL105881B1/pl unknown
- 1975-10-30 DD DD18913575A patent/DD121099A5/xx unknown
- 1975-10-30 SU SU752185055A patent/SU594891A3/ru active
- 1975-10-31 CS CS735375A patent/CS188977B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2289476B1 (en, 2012) | 1979-05-11 |
| FR2289476A1 (fr) | 1976-05-28 |
| DE2548470A1 (de) | 1976-05-06 |
| JPS5191240A (en) | 1976-08-10 |
| RO72879A (ro) | 1982-02-01 |
| BE835077A (fr) | 1976-04-30 |
| DE2548470C2 (de) | 1982-04-08 |
| IT1047633B (it) | 1980-10-20 |
| GB1482498A (en) | 1977-08-10 |
| CS188977B2 (en) | 1979-03-30 |
| PL105881B1 (pl) | 1979-11-30 |
| JPS5246946B2 (en, 2012) | 1977-11-29 |
| SU594891A3 (ru) | 1978-02-25 |
| NL7512667A (nl) | 1976-05-04 |
| DD121099A5 (en, 2012) | 1976-07-12 |
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