GB863539A - Phosphoric acid catalyst and a process for the conversion of organic compounds therewith - Google Patents
Phosphoric acid catalyst and a process for the conversion of organic compounds therewithInfo
- Publication number
- GB863539A GB863539A GB34455/59A GB3445559A GB863539A GB 863539 A GB863539 A GB 863539A GB 34455/59 A GB34455/59 A GB 34455/59A GB 3445559 A GB3445559 A GB 3445559A GB 863539 A GB863539 A GB 863539A
- Authority
- GB
- United Kingdom
- Prior art keywords
- olefines
- acid
- ortho
- mixture
- acids
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/08—Hydrogen atoms or radicals containing only hydrogen and carbon atoms
- C07D333/10—Thiophene
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/16—Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr
-
- 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
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/14—Catalytic processes with inorganic acids; with salts or anhydrides of acids
- C07C2/18—Acids of phosphorus; Salts thereof; Phosphorus oxides
-
- 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
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
- C07C2/70—Catalytic processes with acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
-
- 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
- C07C37/14—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 by addition reactions, i.e. reactions involving at least one carbon-to-carbon unsaturated bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
- C07D213/08—Preparation by ring-closure
- C07D213/09—Preparation by ring-closure involving the use of ammonia, amines, amine salts, or nitriles
- C07D213/12—Preparation by ring-closure involving the use of ammonia, amines, amine salts, or nitriles from unsaturated 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
- C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
- C07C2521/08—Silica
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/14—Phosphorus; Compounds thereof
- C07C2527/16—Phosphorus; Compounds thereof containing oxygen
- C07C2527/167—Phosphates or other compounds comprising the anion (PnO3n+1)(n+2)-
- C07C2527/173—Phosphoric acid or other acids with the formula Hn+2PnO3n+1
-
- 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)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Silicates, Zeolites, And Molecular Sieves (AREA)
Abstract
The polymerisation of olefines (including cyclic olefines) and the alkylation of organic compounds having a replacable hydrogen atom on a cyclic nucleus are effected in presence of a phosphoric acid/siliceous material catalyst (see Group III) the constituents of which are mixed in specified proportions, shaped and then calcined at 460-760 DEG C.; such cyclic compounds include hydrocarbons, phenols (and salts), amines, halides, ketones and carboxylic acid salts. Specified compounds are benzene, toluene, o-, m- and p-xylenes, ethylbenzene, o-, m- and p-diethylbenzenes, 1:2:3-, 1:2:4-and 1:3:5-trimetheylbenzenes, o- and p-ethyltoluenes, n- and iso-propylbenzenes, hexyl, heptyl, octyl and nonyl-benzenes and -toluenes, decylbenzene, dodecylbenzene, styrene, vinyltoluene, alkylbenzene, di- and tri-phenylmethene, fluorene, stilbene, naphthalene, anthracene, phenanthrene, chrysene, rubrene, indene, tetralin, indane, pyridene, furan, thiophene pyrrole, pyrazole, indole, carbazole, phenol, catechol, resorcinol, pyragallol, aniline, chloro- and bromo-benzene and o-, m- and p-toludines. Specified olefines for polymerisation or use as alkylating agents are ethylene, propylene, 1- and 2-butenes, isobutylenes, pentenes, hexenes, 1:3- buta-, -penta- and -hexa-dienes, cyclopentene, cyclohexene, methylcyclopentene, methylcyclohexene and bicyclo [2.2.1]-2-heptene, and other alkylating agents are alkyl chlorides, bromides or iodides containing at least 2 carbon atoms per molecule, including ethyl, n-propyl, isopropyl, n-, iso- and t-butyl, amyl and hexyl chlorides and the corresponding bromides and iodides. The olefines need not be pure and refinery gases containing minor amounts of gaseous olefines can be used as feed for either alkylation or polymerisation. Examples describe the production of ethylbenzene from ethylene and benzene.ALSO:A catalyst is prepared by heating, until in a semi-solid mouldable state, an intimate mixture of a phosphoric acid with a finely-divided solid siliceous material, thereafter transforming the mixture into shaped particles and calcining the latter at 460-760 DEG C. The mixture has a phosphorus content (determined as P2O5) of 2.37 to 7.65 parts by weight per part of the siliceous material; the latter is preferably a diatomaceous earth but may also be artificially prepared porous silica or aluminium silicates including fuller's earths and clays such as bentonite and montmorillonite, as well as acid treated clays. The phosphoric acids used include ortho-, pyro-, tri-, tetra-, and hexaneta-phosphoric acids and mixtures thereof. The catalyst may be used, e.g., in the alkylation of aromatic compounds and the polymerization of olefins. Tetraphosphoric acid may be made by dehydration by heating of the ortho- or pyroacids or by adding P2O5 to these acids. In the latter case, P2O5 is added gradually until it constitutes 520% by weight of the total water present; or standing crystal of tetraphosphoric acid, which melt at 34 DEG C. and have a S.G. of 1.1886 at 15 DEG C., separate. "Polyphosphoric acid" is formed by heating the ortho- or pyro-acids (or their mixture) in, e.g., carbon-lined trays heated by means such as flue gases to give a product of 79-85% P2O5; such a product of 84% (or 79.5%) P2O5\t contained 5% (24.5%) ortho- 11% (45.2%) pyro-, 57% (26.0%) tri-, 17% (0%) hexaneta-and 10% (4.3%) unidentified phosphoric acids.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US76667358A | 1958-10-13 | 1958-10-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB863539A true GB863539A (en) | 1961-03-22 |
Family
ID=25077164
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB34455/59A Expired GB863539A (en) | 1958-10-13 | 1959-10-12 | Phosphoric acid catalyst and a process for the conversion of organic compounds therewith |
Country Status (8)
Country | Link |
---|---|
BE (1) | BE583542A (en) |
DE (1) | DE1273495B (en) |
DK (1) | DK105584C (en) |
FR (1) | FR1248457A (en) |
GB (1) | GB863539A (en) |
MY (1) | MY6200088A (en) |
NL (2) | NL244282A (en) |
OA (1) | OA00551A (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0265932A2 (en) * | 1986-10-31 | 1988-05-04 | Chevron Research And Technology Company | Process for the preparation of alylanaline using an aluminosilicate catalyst |
US5932778A (en) * | 1997-09-30 | 1999-08-03 | Bp Amoco Corporation | Shutdown process for olefin polymerization reactor |
US6025534A (en) * | 1998-04-07 | 2000-02-15 | Bp Amoco Corporation | Olefin polymerization process |
US6048451A (en) * | 1997-01-14 | 2000-04-11 | Bp Amoco Corporation | Sulfur removal process |
US6111159A (en) * | 1998-12-01 | 2000-08-29 | Bp Amoco Corporation | Hydrocarbon conversion process |
US6599417B2 (en) | 2000-01-21 | 2003-07-29 | Bp Corporation North America Inc. | Sulfur removal process |
US6602405B2 (en) | 2000-01-21 | 2003-08-05 | Bp Corporation North America Inc. | Sulfur removal process |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5043509A (en) * | 1989-08-18 | 1991-08-27 | Uop | Shaped catalyst particles utilizable for the conversion of organic compounds |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA560670A (en) * | 1958-07-22 | S. Corner Eugene | Catalysts for the polymerization of olefins | |
US2525145A (en) * | 1948-10-29 | 1950-10-10 | Universal Oil Prod Co | Supported phosphoric acid-boric acid catalyst and its manufacture |
US2584102A (en) * | 1949-10-17 | 1952-02-05 | Universal Oil Prod Co | Supported phosphoric acid catalyst and its preparation |
-
0
- NL NL125714D patent/NL125714C/xx active
- BE BE583542D patent/BE583542A/xx unknown
- NL NL244282D patent/NL244282A/xx unknown
-
1959
- 1959-10-12 GB GB34455/59A patent/GB863539A/en not_active Expired
- 1959-10-12 DK DK364159AA patent/DK105584C/en active
- 1959-10-13 DE DEU6576A patent/DE1273495B/en active Pending
- 1959-10-13 FR FR807398A patent/FR1248457A/en not_active Expired
-
1962
- 1962-12-31 MY MY196288A patent/MY6200088A/en unknown
-
1964
- 1964-11-18 OA OA50638A patent/OA00551A/en unknown
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0265932A2 (en) * | 1986-10-31 | 1988-05-04 | Chevron Research And Technology Company | Process for the preparation of alylanaline using an aluminosilicate catalyst |
EP0265932A3 (en) * | 1986-10-31 | 1989-11-23 | Chevron Research Company | Process for the preparation of alylanaline using an aluminosilicate catalyst |
US6048451A (en) * | 1997-01-14 | 2000-04-11 | Bp Amoco Corporation | Sulfur removal process |
US5932778A (en) * | 1997-09-30 | 1999-08-03 | Bp Amoco Corporation | Shutdown process for olefin polymerization reactor |
US6025534A (en) * | 1998-04-07 | 2000-02-15 | Bp Amoco Corporation | Olefin polymerization process |
US6111159A (en) * | 1998-12-01 | 2000-08-29 | Bp Amoco Corporation | Hydrocarbon conversion process |
US6599417B2 (en) | 2000-01-21 | 2003-07-29 | Bp Corporation North America Inc. | Sulfur removal process |
US6602405B2 (en) | 2000-01-21 | 2003-08-05 | Bp Corporation North America Inc. | Sulfur removal process |
Also Published As
Publication number | Publication date |
---|---|
MY6200088A (en) | 1962-12-31 |
FR1248457A (en) | 1960-12-16 |
NL244282A (en) | 1900-01-01 |
NL125714C (en) | 1900-01-01 |
OA00551A (en) | 1966-07-15 |
DK105584C (en) | 1966-10-17 |
DE1273495B (en) | 1968-07-25 |
BE583542A (en) | 1900-01-01 |
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