GB1488571A - Production of stilbene and styrene - Google Patents
Production of stilbene and styreneInfo
- Publication number
- GB1488571A GB1488571A GB50/75A GB5075A GB1488571A GB 1488571 A GB1488571 A GB 1488571A GB 50/75 A GB50/75 A GB 50/75A GB 5075 A GB5075 A GB 5075A GB 1488571 A GB1488571 A GB 1488571A
- Authority
- GB
- United Kingdom
- Prior art keywords
- fraction
- stilbene
- dehydrocoupling
- styrene
- sio
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/40—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals
- C07C15/50—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals polycyclic non-condensed
- C07C15/52—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals polycyclic non-condensed containing a group with formula
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/40—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals
- C07C15/42—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic
- C07C15/44—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic the hydrocarbon substituent containing a carbon-to-carbon double bond
- C07C15/46—Styrene; Ring-alkylated styrenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/76—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation of hydrocarbons with partial elimination of hydrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/02—Metathesis reactions at an unsaturated carbon-to-carbon bond
- C07C6/04—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/04—Purification; Separation; Use of additives by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/148—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/148—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound
- C07C7/173—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound with the aid of organo-metallic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
- C07C2521/04—Alumina
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
- C07C2521/08—Silica
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/10—Magnesium; Oxides or hydroxides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/12—Silica and alumina
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/06—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of zinc, cadmium or mercury
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/14—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of germanium, tin or lead
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- C07C2523/18—Arsenic, antimony or bismuth
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- C07C2523/24—Chromium, molybdenum or tungsten
- C07C2523/30—Tungsten
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- 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)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1488571 Styrene MONSANTO CO 2 Jan 1975 [2 Jan 1974] 50/75 Heading C5E Styrene is prepared by (a) dehydrocoupling toluene in the vapour phase in the presence of a solid metal oxide at 500-650 C., (b) separating the dehydrocoupling effluent by distillation to provide a stilbene fraction, (c) treating the stilbene fraction to remove organic and inorganic polar impurities, (d) reacting the purified stilbene fraction in the vapour phase with ethylene in the presence of a disproportionation catalyst at 350-500 C. and (e) recovering styrene from the disproportionation reaction. The stilbene fraction may be purified by passing it through a bed of adsorbent material, such as alumina or diatomaceous earth; by contact with an alkali metal or an organometallic compound of a Group Ia, IIa or IIIa metal; or by distillation and crystallization. The dehydrocoupling effluent may be separated to give an unreacted toluene fraction, a cis-stilbene and bibenzyl fraction and a trans-stilbene fraction, the first two fractions being recycled to the dehydrocoupling reaction. The dehydrocoupling catalyst may comprise an oxide of Pb, Cd, or Bi on a support such as SiO 2 , Al 2 O 3 , SiO 2 -Al 2 O 3 or MgAl 2 O 4 spinel. The disproportionation catalyst may comprise oxides of Mo, W, V, Nb, Ta or Re, or hexacarbonyl compounds and sulphides of W and Mo on a support, e.g. SiO 2 or Al 2 O 3 .
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US43001874A | 1974-01-02 | 1974-01-02 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1488571A true GB1488571A (en) | 1977-10-12 |
Family
ID=23705738
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB50/75A Expired GB1488571A (en) | 1974-01-02 | 1975-01-02 | Production of stilbene and styrene |
Country Status (10)
Country | Link |
---|---|
JP (1) | JPS5745726B2 (en) |
BR (1) | BR7500023A (en) |
CA (1) | CA1040220A (en) |
DD (1) | DD117443A5 (en) |
DE (1) | DE2500023C2 (en) |
ES (1) | ES433485A1 (en) |
FR (1) | FR2256132B3 (en) |
GB (1) | GB1488571A (en) |
IN (1) | IN143457B (en) |
IT (1) | IT1028169B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4400567A (en) | 1981-09-23 | 1983-08-23 | Exxon Research & Engineering Co. | Oxidative coupling of aromatic methyl groups |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4247727A (en) * | 1979-12-10 | 1981-01-27 | Monsanto Company | Dehydrocoupling of toluene |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2674636A (en) * | 1952-01-28 | 1954-04-06 | Nat Radiac Inc | Method in purifying trans-stilbene |
US3476747A (en) * | 1965-10-20 | 1969-11-04 | Eastman Kodak Co | Manufacture of 1,2-bis(aryl)ethylenes |
BE691711A (en) * | 1965-12-27 | 1967-06-23 |
-
1974
- 1974-12-28 JP JP49149318A patent/JPS5745726B2/ja not_active Expired
-
1975
- 1975-01-02 DE DE2500023A patent/DE2500023C2/en not_active Expired
- 1975-01-02 BR BR23/75A patent/BR7500023A/en unknown
- 1975-01-02 DD DD183470A patent/DD117443A5/xx unknown
- 1975-01-02 IT IT19005/75A patent/IT1028169B/en active
- 1975-01-02 GB GB50/75A patent/GB1488571A/en not_active Expired
- 1975-01-02 IN IN8/CAL/1975A patent/IN143457B/en unknown
- 1975-01-02 FR FR7500012A patent/FR2256132B3/fr not_active Expired
- 1975-01-02 ES ES433485A patent/ES433485A1/en not_active Expired
- 1975-01-02 CA CA217,236A patent/CA1040220A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4400567A (en) | 1981-09-23 | 1983-08-23 | Exxon Research & Engineering Co. | Oxidative coupling of aromatic methyl groups |
Also Published As
Publication number | Publication date |
---|---|
JPS5745726B2 (en) | 1982-09-29 |
DD117443A5 (en) | 1976-01-12 |
ES433485A1 (en) | 1976-11-16 |
DE2500023C2 (en) | 1986-04-03 |
CA1040220A (en) | 1978-10-10 |
AU7707575A (en) | 1976-07-08 |
DE2500023A1 (en) | 1975-07-10 |
FR2256132B3 (en) | 1977-09-30 |
IN143457B (en) | 1977-12-03 |
BR7500023A (en) | 1975-11-04 |
FR2256132A1 (en) | 1975-07-25 |
JPS5096550A (en) | 1975-07-31 |
IT1028169B (en) | 1979-01-30 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |