GB1205944A - Para-phenylphenol preparation - Google Patents
Para-phenylphenol preparationInfo
- Publication number
- GB1205944A GB1205944A GB43052/67A GB4305267A GB1205944A GB 1205944 A GB1205944 A GB 1205944A GB 43052/67 A GB43052/67 A GB 43052/67A GB 4305267 A GB4305267 A GB 4305267A GB 1205944 A GB1205944 A GB 1205944A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenylphenol
- cyclohexenylphenol
- sept
- prepared
- phenol
- 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
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 title abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- PLKNGVGPMMDDHG-UHFFFAOYSA-N 2-(cyclohexen-1-yl)phenol Chemical compound OC1=CC=CC=C1C1=CCCCC1 PLKNGVGPMMDDHG-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 239000000370 acceptor Substances 0.000 abstract 2
- 230000002378 acidificating effect Effects 0.000 abstract 2
- 238000003776 cleavage reaction Methods 0.000 abstract 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- 230000007017 scission Effects 0.000 abstract 2
- BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 229910001510 metal chloride Inorganic materials 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 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
- C07C37/06—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation
-
- 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
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
- C07C37/20—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using aldehydes or ketones
-
- 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
- C07C37/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms
- C07C37/52—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms by splitting polyaromatic compounds, e.g. polyphenolalkanes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,205,944. p-Phenylphenol. UNION CARBIDE CORP. 21 Sept., 1967 [22 Sept., 1966], No. 43052/67. Heading C2C. p-Phenylphenol is prepared by heating p. cyclohexenylphenol in the liquid phase in the presence of a stoichiometric excess of a hydrogen acceptor and a palladium, nickel or platinum catalyst at 100-200 C. Preferably the cyclohexenylphenol used as starting material is prepared by condensing 2 moles of phenol with one mole of cyclohexanone in the presence of a strong acid at 40-120 C. and cleaving the 1,1 - bis - (p - hydroxyphenol) cyclohexane so formed in the presence of a cleavage catalyst at 140-300 C. The preferred hydrogen acceptors are α-methylstyrene and p-nitro phenol. The cleavage catalysts may be, for example, p-toluene sulphonic acid, acidic fuller's earth, potassium bisulphate or an acidic metal chloride.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US58115366A | 1966-09-22 | 1966-09-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1205944A true GB1205944A (en) | 1970-09-23 |
Family
ID=24324101
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB43052/67A Expired GB1205944A (en) | 1966-09-22 | 1967-09-21 | Para-phenylphenol preparation |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE704129A (en) |
| DE (1) | DE1643552B2 (en) |
| GB (1) | GB1205944A (en) |
| NL (1) | NL6712463A (en) |
| SE (1) | SE357355B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0251614A1 (en) * | 1986-06-23 | 1988-01-07 | MITSUI TOATSU CHEMICALS, Inc. | Process for the preparation of 4,4'-biphenol |
-
1967
- 1967-09-04 DE DE19671643552 patent/DE1643552B2/en not_active Withdrawn
- 1967-09-12 NL NL6712463A patent/NL6712463A/xx unknown
- 1967-09-21 BE BE704129D patent/BE704129A/xx unknown
- 1967-09-21 GB GB43052/67A patent/GB1205944A/en not_active Expired
- 1967-09-22 SE SE13056/67A patent/SE357355B/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0251614A1 (en) * | 1986-06-23 | 1988-01-07 | MITSUI TOATSU CHEMICALS, Inc. | Process for the preparation of 4,4'-biphenol |
| AU603109B2 (en) * | 1986-06-23 | 1990-11-08 | Mitsui Toatsu Chemicals Inc. | 4,4-Bis (4-hydroxyphenyl) cyclohexanol and process for the preparation of 4,4'-biphenol |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1643552A1 (en) | 1971-04-08 |
| BE704129A (en) | 1968-03-21 |
| NL6712463A (en) | 1968-03-25 |
| DE1643552B2 (en) | 1976-05-20 |
| SE357355B (en) | 1973-06-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |