CA1086779A - Isomerisation d'hydrocarbures aromatiques alkyles - Google Patents

Isomerisation d'hydrocarbures aromatiques alkyles

Info

Publication number: CA1086779A
Authority: CA; Canada
Prior art keywords: catalyst; platinum; hydrocarbons; steps; process according
Prior art date: 1976-07-21
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

Application number

CA283,114A

Other languages

English (en)

Inventor

Joseph E. Weisang

Philippe Engelhard

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Compagnie Francaise de Raffinage SA

Original Assignee

Compagnie Francaise de Raffinage SA

Priority date (The priority date 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 date listed.)

1976-07-21

Filing date

1977-07-20

Publication date

1980-09-30

1977-07-20 Application filed by Compagnie Francaise de Raffinage SA filed Critical Compagnie Francaise de Raffinage SA

1980-09-30 Application granted granted Critical

1980-09-30 Publication of CA1086779A publication Critical patent/CA1086779A/fr

Status Expired legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 48
-1 alkyl aromatic hydrocarbons Chemical class 0.000 title claims abstract description 10
239000003054 catalyst Substances 0.000 claims abstract description 63
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 44
229930195733 hydrocarbon Natural products 0.000 claims abstract description 23
150000002430 hydrocarbons Chemical class 0.000 claims abstract description 23
229910052751 metal Inorganic materials 0.000 claims abstract description 21
239000002184 metal Substances 0.000 claims abstract description 21
229910052736 halogen Inorganic materials 0.000 claims abstract description 17
150000002367 halogens Chemical class 0.000 claims abstract description 17
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 10
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims abstract description 10
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 10
239000001257 hydrogen Substances 0.000 claims abstract description 10
150000002739 metals Chemical class 0.000 claims abstract description 10
QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims abstract description 7
238000006243 chemical reaction Methods 0.000 claims abstract description 7
229910052726 zirconium Inorganic materials 0.000 claims abstract description 7
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 4
239000010936 titanium Substances 0.000 claims abstract description 4
229910052719 titanium Inorganic materials 0.000 claims abstract description 4
WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims abstract description 4
229910052721 tungsten Inorganic materials 0.000 claims abstract description 4
239000010937 tungsten Substances 0.000 claims abstract description 4
239000002253 acid Substances 0.000 claims abstract description 3
229910052809 inorganic oxide Inorganic materials 0.000 claims abstract description 3
229910052697 platinum Inorganic materials 0.000 claims description 16
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 12
229910052801 chlorine Inorganic materials 0.000 claims description 12
239000000460 chlorine Substances 0.000 claims description 12
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 10
YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims description 7
125000004432 carbon atom Chemical group C* 0.000 claims description 7
239000011148 porous material Substances 0.000 claims description 4
229910052710 silicon Inorganic materials 0.000 claims description 4
239000010703 silicon Substances 0.000 claims description 4
239000007788 liquid Substances 0.000 claims 3
URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 25
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 19
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
125000004429 atom Chemical group 0.000 description 6
238000006317 isomerization reaction Methods 0.000 description 6
IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
229910052799 carbon Inorganic materials 0.000 description 5
239000004215 Carbon black (E152) Substances 0.000 description 4
238000005336 cracking Methods 0.000 description 3
239000008096 xylene Substances 0.000 description 3
150000003738 xylenes Chemical class 0.000 description 3
KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 description 2
230000000694 effects Effects 0.000 description 2
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
229930195734 saturated hydrocarbon Natural products 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
101100189068 Bacillus subtilis (strain 168) proI gene Proteins 0.000 description 1
101100176011 Caenorhabditis elegans gls-1 gene Proteins 0.000 description 1
YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
238000006298 dechlorination reaction Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
FHMDYDAXYDRBGZ-UHFFFAOYSA-N platinum tin Chemical compound [Sn].[Pt] FHMDYDAXYDRBGZ-UHFFFAOYSA-N 0.000 description 1
229910052705 radium Inorganic materials 0.000 description 1
HCWPIIXVSYCSAN-UHFFFAOYSA-N radium atom Chemical compound [Ra] HCWPIIXVSYCSAN-UHFFFAOYSA-N 0.000 description 1
238000002407 reforming Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1

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
- 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/56—Platinum group metals
- B01J23/62—Platinum group metals with gallium, indium, thallium, germanium, tin or lead
- B01J23/622—Platinum group metals with gallium, indium, thallium, germanium, tin or lead with germanium, tin or lead
- B01J23/626—Platinum group metals with gallium, indium, thallium, germanium, tin or lead with germanium, tin or lead with tin
- 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/56—Platinum group metals
- B01J23/64—Platinum group metals with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/652—Chromium, molybdenum or tungsten
- B01J23/6527—Tungsten
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
- C07C5/2702—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously
- C07C5/2705—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously with metal oxides
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
- C07C5/2702—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously
- C07C5/2724—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously with metals

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Catalysts (AREA)

CA283,114A 1976-07-21 1977-07-20 Isomerisation d'hydrocarbures aromatiques alkyles Expired CA1086779A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR7622.233		1976-07-21
FR7622233A FR2359103A2 (fr)	1976-07-21	1976-07-21	Procede d'isomerisation d'hydrocarbures alkylaromatiques

Publications (1)

Publication Number	Publication Date
CA1086779A true CA1086779A (fr)	1980-09-30

Family

ID=9175968

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA283,114A Expired CA1086779A (fr)	1976-07-21	1977-07-20	Isomerisation d'hydrocarbures aromatiques alkyles

Country Status (11)

Country	Link
JP (2)	JPS5353622A (fr)
AT (1)	AT354416B (fr)
AU (1)	AU516116B2 (fr)
BE (1)	BE856769R (fr)
CA (1)	CA1086779A (fr)
DE (1)	DE2731669A1 (fr)
FR (1)	FR2359103A2 (fr)
GB (1)	GB1536389A (fr)
IT (1)	IT1114829B (fr)
NL (1)	NL7708121A (fr)
ZA (1)	ZA774211B (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5496467A (en) *	1992-12-04	1996-03-05	Degussa Aktiengesellschaft	Method for the catalytic reforming of naphtha

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3928177A (en) *	1972-01-10	1975-12-23	Universal Oil Prod Co	Hydrocarbon conversion with a multimetallic catalytic composite

1976
- 1976-07-21 FR FR7622233A patent/FR2359103A2/fr active Granted
1977
- 1977-07-08 GB GB28838/77A patent/GB1536389A/en not_active Expired
- 1977-07-11 IT IT25592/77A patent/IT1114829B/it active
- 1977-07-13 BE BE179303A patent/BE856769R/fr active
- 1977-07-13 DE DE19772731669 patent/DE2731669A1/de not_active Ceased
- 1977-07-13 ZA ZA00774211A patent/ZA774211B/xx unknown
- 1977-07-20 CA CA283,114A patent/CA1086779A/fr not_active Expired
- 1977-07-21 NL NL7708121A patent/NL7708121A/xx not_active Application Discontinuation
- 1977-07-21 JP JP8787477A patent/JPS5353622A/ja active Pending
- 1977-07-21 AU AU27208/77A patent/AU516116B2/en not_active Expired
- 1977-07-21 AT AT531377A patent/AT354416B/de not_active IP Right Cessation
1984
- 1984-07-10 JP JP59141553A patent/JPS6064932A/ja active Pending

Also Published As

Publication number	Publication date
FR2359103A2 (fr)	1978-02-17
ATA531377A (de)	1979-06-15
AU516116B2 (en)	1981-05-21
AU2720877A (en)	1979-01-25
NL7708121A (nl)	1978-01-24
IT1114829B (it)	1986-01-27
BE856769R (fr)	1978-01-13
JPS5353622A (en)	1978-05-16
ZA774211B (en)	1978-05-30
DE2731669A1 (de)	1978-01-26
FR2359103B2 (fr)	1980-08-08
AT354416B (de)	1979-01-10
GB1536389A (en)	1978-12-20
JPS6064932A (ja)	1985-04-13

Legal Events

Date	Code	Title	Description
1997-09-30	MKEX	Expiry

Publication	Publication Date	Title
US3793232A (en)	1974-02-19	Reforming catalyst,its manufacture and use
CA1137964A (fr)	1982-12-21	Catalyseurs pour l'hydrotraitement des hydrocarbures, et applications pour le reformage et l'isomerisation d'hydrocarbures en presence d'hydrogene
CA1066876A (fr)	1979-11-27	Decomposition de composes organiques halogenes
JPS585701B2 (ja)	1983-02-01	リホ−ミングヨウシヨクバイ
JPH057067B2 (fr)	1993-01-28
US3852215A (en)	1974-12-03	Catalyst for hydrocarbon conversion
SU481149A3 (ru)	1975-08-15	Способ получени ароматических углеводородов
PL79529B1 (en)	1975-06-30	Hydrocarbon conversion catalyst and processes for the manufacture and use thereof[gb1256000a]
CA1086779A (fr)	1980-09-30	Isomerisation d'hydrocarbures aromatiques alkyles
US3553281A (en)	1971-01-05	Isomerization process and catalyst therefor
JPS6257653A (ja)	1987-03-13	芳香族製造用触媒およびこれを用いる芳香族炭化水素の製造方法
CA1077456A (fr)	1980-05-13	Procede de regeneration des catalyseurs d'hydrocarbures
US3651162A (en)	1972-03-21	Isomerization and disproportionation of alkyl aromatics
GB1570585A (en)	1980-07-02	Catalytic reforming
US3636172A (en)	1972-01-18	Dehalogenation of fluorohalocarbons
US3651163A (en)	1972-03-21	Dealkylation of alkyl benzenes and naphthalenes
JPH03111490A (ja)	1991-05-13	芳香族炭化水素の製造方法
US4058450A (en)	1977-11-15	Process for producing aromatic hydrocarbons of high purity
US1907710A (en)	1933-05-09	Metal catalyst and preparation thereof
EP0369078B1 (fr)	1993-07-28	Procédé pour la production de p-xylène et d'o-xylène
US3278419A (en)	1966-10-11	Platinum group hydroforming catalyst reactivation process
CA1072127A (fr)	1980-02-19	Catalyseurs pour l'hydrotraitement d'hydrocarbures, et leurs modes d'emploi
US3871995A (en)	1975-03-18	Reforming process using platinum-indium-thallium or indium catalyst
US2874191A (en)	1959-02-17	Process for the manufacture of acetone
US4277369A (en)	1981-07-07	Regeneration of a catalyst for aromatic hydrocarbons steam dealkylation