DE1140569B - Verfahren zur katalytischen Di- bzw. Trimerisation von 1,3-Diolefinen - Google Patents

Verfahren zur katalytischen Di- bzw. Trimerisation von 1,3-Diolefinen

Info

Publication number
DE1140569B
DE1140569B DEST15930A DEST015930A DE1140569B DE 1140569 B DE1140569 B DE 1140569B DE ST15930 A DEST15930 A DE ST15930A DE ST015930 A DEST015930 A DE ST015930A DE 1140569 B DE1140569 B DE 1140569B
Authority
DE
Germany
Prior art keywords
compounds
butadiene
cyclic
metal
nickel
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.)
Pending
Application number
DEST15930A
Other languages
German (de)
English (en)
Inventor
Dr Guenther Wilke
Dr Ernst Willi Mueller
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.)
Studiengesellschaft Kohle gGmbH
Original Assignee
Studiengesellschaft Kohle gGmbH
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.)
Filing date
Publication date
Priority to NL259358D priority Critical patent/NL259358A/xx
Application filed by Studiengesellschaft Kohle gGmbH filed Critical Studiengesellschaft Kohle gGmbH
Priority to DEST15930A priority patent/DE1140569B/de
Priority to GB42919/60A priority patent/GB917103A/en
Priority to SE12365/60A priority patent/SE302452B/xx
Priority to NL60259358A priority patent/NL153511B/xx
Priority to DEST23133A priority patent/DE1283836B/de
Priority to DE19611643071 priority patent/DE1643071B1/de
Publication of DE1140569B publication Critical patent/DE1140569B/de
Priority to CH560163A priority patent/CH498061A/de
Priority to US867394A priority patent/US3641175A/en
Priority to US00373525A priority patent/US3848015A/en
Priority to US05/798,199 priority patent/US4120882A/en
Priority to NL7708079A priority patent/NL7708079A/xx
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/21—Alkatrienes; Alkatetraenes; Other alkapolyenes
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • B01J31/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
    • B01J31/143—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron of aluminium
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
    • B01J31/181—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine
    • B01J31/1815—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine with more than one complexing nitrogen atom, e.g. bipyridyl, 2-aminopyridine
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
    • B01J31/185—Phosphites ((RO)3P), their isomeric phosphonates (R(RO)2P=O) and RO-substitution derivatives thereof
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/189—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms containing both nitrogen and phosphorus as complexing atoms, including e.g. phosphino moieties, in one at least bidentate or bridging ligand
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1895—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing arsenic or antimony
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2286—Alkynes, e.g. acetylides
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • 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
    • C07C2/38—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 dienes or alkynes
    • C07C2/40—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 dienes or alkynes of conjugated dienes
    • C07C2/403—Catalytic processes
    • C07C2/406—Catalytic processes with hydrides or organic compounds
    • 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
    • C07C2/42—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons homo- or co-oligomerisation with ring formation, not being a Diels-Alder conversion
    • C07C2/44—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons homo- or co-oligomerisation with ring formation, not being a Diels-Alder conversion of conjugated dienes only
    • C07C2/46—Catalytic processes
    • C07C2/465—Catalytic processes with hydrides or organic compounds
    • 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
    • C07C2/50—Diels-Alder conversion
    • C07C2/52—Catalytic processes
    • 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
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
    • B01J2231/32—Addition reactions to C=C or C-C triple bonds
    • B01J2231/324—Cyclisations via conversion of C-C multiple to single or less multiple bonds, e.g. cycloadditions
    • 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
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
    • B01J2231/32—Addition reactions to C=C or C-C triple bonds
    • B01J2231/324—Cyclisations via conversion of C-C multiple to single or less multiple bonds, e.g. cycloadditions
    • B01J2231/326—Diels-Alder or other [4+2] cycloadditions, e.g. hetero-analogues
    • 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
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84—Metals of the iron group
    • B01J2531/845—Cobalt
    • 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
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/84—Metals of the iron group
    • B01J2531/847—Nickel
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • B01J31/223—At least two oxygen atoms present in one at least bidentate or bridging ligand
    • B01J31/2234—Beta-dicarbonyl ligands, e.g. acetylacetonates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • C07C2531/22—Organic complexes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • C07C2531/24—Phosphines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered
    • C07C2601/20—Systems containing only non-condensed rings with a ring being at least seven-membered the ring being twelve-membered

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
DEST15930A 1959-12-22 1959-12-22 Verfahren zur katalytischen Di- bzw. Trimerisation von 1,3-Diolefinen Pending DE1140569B (de)

Priority Applications (12)

Application Number Priority Date Filing Date Title
NL259358D NL259358A (enrdf_load_stackoverflow) 1959-12-22
DEST15930A DE1140569B (de) 1959-12-22 1959-12-22 Verfahren zur katalytischen Di- bzw. Trimerisation von 1,3-Diolefinen
GB42919/60A GB917103A (en) 1959-12-22 1960-12-13 Process for the dimerisation or trimerisation of 1,3-diolefines
SE12365/60A SE302452B (enrdf_load_stackoverflow) 1959-12-22 1960-12-21
NL60259358A NL153511B (nl) 1959-12-22 1960-12-22 Werkwijze voor het katalytisch omzetten van 1,3-alkadienen in grotermoleculige koolwaterstoffen.
DEST23133A DE1283836B (de) 1959-12-22 1961-02-01 Verfahren zur Herstellung von hauptsaechlich Cyclododekatrien-(1,5,9) enthaltenden Produkten durch Cyclooligomerisation von 1, 3-Diolefinen
DE19611643071 DE1643071B1 (de) 1959-12-22 1961-06-30 Verfahren zur Cyclodimerisation von 1,3-Diolefinen
CH560163A CH498061A (de) 1959-12-22 1963-05-03 Verfahren zur katalytischen Di- bzw. Trimerisation von 1,3-Diolefinen
US867394A US3641175A (en) 1959-12-22 1969-10-17 Process for the production of dimers and trimers of conjugated dienes
US00373525A US3848015A (en) 1959-12-22 1973-06-25 Process for the production of dimers and trimers of conjugated dienes
US05/798,199 US4120882A (en) 1959-12-22 1977-05-18 Metal complexes
NL7708079A NL7708079A (nl) 1959-12-22 1977-07-20 Werkwijze voor het katalytisch omzetten van 1,3-alka- dienen in groter-moleculige koolwaterstoffen.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEST15930A DE1140569B (de) 1959-12-22 1959-12-22 Verfahren zur katalytischen Di- bzw. Trimerisation von 1,3-Diolefinen

Publications (1)

Publication Number Publication Date
DE1140569B true DE1140569B (de) 1962-12-06

Family

ID=7456876

Family Applications (1)

Application Number Title Priority Date Filing Date
DEST15930A Pending DE1140569B (de) 1959-12-22 1959-12-22 Verfahren zur katalytischen Di- bzw. Trimerisation von 1,3-Diolefinen

Country Status (5)

Country Link
CH (1) CH498061A (enrdf_load_stackoverflow)
DE (1) DE1140569B (enrdf_load_stackoverflow)
GB (1) GB917103A (enrdf_load_stackoverflow)
NL (3) NL153511B (enrdf_load_stackoverflow)
SE (1) SE302452B (enrdf_load_stackoverflow)

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3277099A (en) * 1962-07-28 1966-10-04 Basf Ag Production of open-chain oligomers of 1, 3-dienes
US3284520A (en) * 1963-06-24 1966-11-08 Phillips Petroleum Co Oligomerization
DE1244173B (de) 1961-07-06 1967-07-13 Basf Ag Verfahren zur Herstellung von Cyclooctadien-(1, 5)
DE1244770B (de) 1960-09-21 1967-07-20 Basf Ag Verfahren zur Herstellung von im wesentlichen Cyclooctadien-(1, 5) und gegebenenfalls Cyclododecatrien-(1, 5, 9) enthaltenden Kohlenwasserstoffgemischen
US3352931A (en) * 1965-08-16 1967-11-14 Phillips Petroleum Co Catalytic oligomerization of butadiene
US3359337A (en) * 1965-06-11 1967-12-19 Union Carbide Corp Diene oligomerization
DE1283838B (de) * 1960-06-30 1968-11-28 Studiengesellschaft Kohle Mbh Verfahren zur Cyclooligomerisation von 1, 3-Diolefinen in Gegenwart eines Katalysators aus kohlenoxydfreien Verbindungen des Nickels und Metallalkylen und Triphenylphosphin
DE1283836B (de) * 1959-12-22 1968-11-28 Studiengesellschaft Kohle Mbh Verfahren zur Herstellung von hauptsaechlich Cyclododekatrien-(1,5,9) enthaltenden Produkten durch Cyclooligomerisation von 1, 3-Diolefinen
US3439054A (en) * 1966-12-08 1969-04-15 Exxon Research Engineering Co Metal carbonyl catalyst and hydrogenation process therefor
DE1297600B (de) * 1960-06-30 1969-06-19 Studiengesellschaft Kohle Mbh Verfahren zur Cyclodimerisation von 1, 3-Diolefinen in Gegenwart eines Katalysators aus kohlenoxydfreien Verbindungen des Nickels und Metallalkylen und Triphenylphosphin
DE1298525B (de) * 1960-09-17 1969-07-03 Basf Ag Verfahren zur Herstellung von Cyclooktadien-(1, 5) aus Butadien in Gegenwart eines komplexen Nickelkatalysators
US3480685A (en) * 1963-03-20 1969-11-25 Nat Distillers Chem Corp Octatriene process
US3538172A (en) * 1968-10-19 1970-11-03 Huels Chemische Werke Ag Continuous process for the production of cyclooctadiene
DE1643063B1 (de) * 1967-04-08 1972-03-16 Studiengesellschaft Kohle Mbh Verfahren zur Cyclodimerisation von 1,3-Diolefinen mittels Nickel enthaltender Katalysatoren
DE1643071B1 (de) * 1959-12-22 1972-05-31 Studiengesellschaft Kohle Mbh Verfahren zur Cyclodimerisation von 1,3-Diolefinen
DE2461524A1 (de) * 1973-12-27 1975-08-21 Takasago Perfumery Co Ltd 1,2,6-trimethyltricyclo eckige klammer auf 5,3,2,0 hoch 2,7 eckige klammer zu dodeca-5-en und verfahren zu seiner herstellung
DE2638430A1 (de) 1976-08-26 1978-03-02 Studiengesellschaft Kohle Mbh Verfahren zur steuerung der katalytischen mischoligomerisation von 1,3-dienen mit schiffschen basen
WO2006051011A1 (de) * 2004-11-11 2006-05-18 Degussa Gmbh Verfahren zur herstellung von trimethylcyclododecatrien
DE4395195B4 (de) * 1992-10-16 2007-01-04 Mitsubishi Chemical Corp. Verfahren zur Dimerisierung von Butenen, dimere Zusammensetzung von Butenen und Verfahren zur Herstellung von Alkoholen mittels dieser
EP1860086A1 (de) * 2006-05-10 2007-11-28 Evonik Degussa GmbH Verfahren zur Herstellung von Cyclododecatrien

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3249641A (en) * 1962-06-14 1966-05-03 Columbian Carbon Catalyst and cycloolefin production
US3250817A (en) * 1963-06-17 1966-05-10 Chevron Res 1, 5-cyclooctadiene
US3392207A (en) * 1964-03-16 1968-07-09 Union Carbide Corp Process for making octatriene and polyunsaturated polymers
US3414629A (en) * 1965-05-13 1968-12-03 Eastman Kodak Co Cyclooligomerization
US4189403A (en) 1977-01-19 1980-02-19 Shell Oil Company Catalyst for cyclodimerization of isoprene

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1086226B (de) * 1959-03-10 1960-08-04 Studiengesellschaft Kohle Mbh Verfahren zur Herstellung von Cyclododecatrien-(1, 5, 9)

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1086226B (de) * 1959-03-10 1960-08-04 Studiengesellschaft Kohle Mbh Verfahren zur Herstellung von Cyclododecatrien-(1, 5, 9)

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1643071B1 (de) * 1959-12-22 1972-05-31 Studiengesellschaft Kohle Mbh Verfahren zur Cyclodimerisation von 1,3-Diolefinen
DE1283836B (de) * 1959-12-22 1968-11-28 Studiengesellschaft Kohle Mbh Verfahren zur Herstellung von hauptsaechlich Cyclododekatrien-(1,5,9) enthaltenden Produkten durch Cyclooligomerisation von 1, 3-Diolefinen
DE1283838B (de) * 1960-06-30 1968-11-28 Studiengesellschaft Kohle Mbh Verfahren zur Cyclooligomerisation von 1, 3-Diolefinen in Gegenwart eines Katalysators aus kohlenoxydfreien Verbindungen des Nickels und Metallalkylen und Triphenylphosphin
DE1297600B (de) * 1960-06-30 1969-06-19 Studiengesellschaft Kohle Mbh Verfahren zur Cyclodimerisation von 1, 3-Diolefinen in Gegenwart eines Katalysators aus kohlenoxydfreien Verbindungen des Nickels und Metallalkylen und Triphenylphosphin
DE1298525B (de) * 1960-09-17 1969-07-03 Basf Ag Verfahren zur Herstellung von Cyclooktadien-(1, 5) aus Butadien in Gegenwart eines komplexen Nickelkatalysators
DE1244770B (de) 1960-09-21 1967-07-20 Basf Ag Verfahren zur Herstellung von im wesentlichen Cyclooctadien-(1, 5) und gegebenenfalls Cyclododecatrien-(1, 5, 9) enthaltenden Kohlenwasserstoffgemischen
DE1244173B (de) 1961-07-06 1967-07-13 Basf Ag Verfahren zur Herstellung von Cyclooctadien-(1, 5)
US3277099A (en) * 1962-07-28 1966-10-04 Basf Ag Production of open-chain oligomers of 1, 3-dienes
US3480685A (en) * 1963-03-20 1969-11-25 Nat Distillers Chem Corp Octatriene process
US3284520A (en) * 1963-06-24 1966-11-08 Phillips Petroleum Co Oligomerization
US3359337A (en) * 1965-06-11 1967-12-19 Union Carbide Corp Diene oligomerization
US3352931A (en) * 1965-08-16 1967-11-14 Phillips Petroleum Co Catalytic oligomerization of butadiene
US3439054A (en) * 1966-12-08 1969-04-15 Exxon Research Engineering Co Metal carbonyl catalyst and hydrogenation process therefor
DE1643063B1 (de) * 1967-04-08 1972-03-16 Studiengesellschaft Kohle Mbh Verfahren zur Cyclodimerisation von 1,3-Diolefinen mittels Nickel enthaltender Katalysatoren
US3538172A (en) * 1968-10-19 1970-11-03 Huels Chemische Werke Ag Continuous process for the production of cyclooctadiene
DE2461524A1 (de) * 1973-12-27 1975-08-21 Takasago Perfumery Co Ltd 1,2,6-trimethyltricyclo eckige klammer auf 5,3,2,0 hoch 2,7 eckige klammer zu dodeca-5-en und verfahren zu seiner herstellung
DE2638430A1 (de) 1976-08-26 1978-03-02 Studiengesellschaft Kohle Mbh Verfahren zur steuerung der katalytischen mischoligomerisation von 1,3-dienen mit schiffschen basen
US4163024A (en) 1976-08-26 1979-07-31 Studiengesellschaft Kohle Mbh. Process for controlling the catalytic co-oligomerization of 1,3-dienes with Schiff's bases
DE4395195B4 (de) * 1992-10-16 2007-01-04 Mitsubishi Chemical Corp. Verfahren zur Dimerisierung von Butenen, dimere Zusammensetzung von Butenen und Verfahren zur Herstellung von Alkoholen mittels dieser
WO2006051011A1 (de) * 2004-11-11 2006-05-18 Degussa Gmbh Verfahren zur herstellung von trimethylcyclododecatrien
US8759280B2 (en) 2004-11-11 2014-06-24 Evonik Degussa Gmbh Method for producing trimethylcyclododecatriene
EP1860086A1 (de) * 2006-05-10 2007-11-28 Evonik Degussa GmbH Verfahren zur Herstellung von Cyclododecatrien
US8168841B2 (en) 2006-05-10 2012-05-01 Evonik Degussa Gmbh Process for preparing cyclododecatriene

Also Published As

Publication number Publication date
NL7708079A (nl) 1977-10-31
SE302452B (enrdf_load_stackoverflow) 1968-07-22
NL153511B (nl) 1977-06-15
GB917103A (en) 1963-01-30
CH498061A (de) 1970-10-31
NL259358A (enrdf_load_stackoverflow)

Similar Documents

Publication Publication Date Title
DE1140569B (de) Verfahren zur katalytischen Di- bzw. Trimerisation von 1,3-Diolefinen
DE1793487C3 (de) Verfahren zum Oligomerisieren von Olefinen und Katalysator zur Durchführung dieses Verfahrens
DE4395195B4 (de) Verfahren zur Dimerisierung von Butenen, dimere Zusammensetzung von Butenen und Verfahren zur Herstellung von Alkoholen mittels dieser
DE2828577A1 (de) Verfahren zur katalytischen dimerisation von niederen alpha -olefinen und katalysator zu seiner durchfuehrung
CH443275A (de) Verfahren zur katalytischen Mischoligomerisation von ungesättigten Verbindungen unter Mitverwendung von Diolefinen
DE1126864B (de) Verfahren zur Herstellung von cyclischen Dimeren neben anderen fluessigen Oligomeren on 1, 3-Dienen
US4017526A (en) Metal complexes
DE1642947A1 (de) Verfahren zur Herstellung von Dimeren von alpha-Olefinen,insbesondere von linearen Dimeren
DE2101422A1 (de) Verfahren zur Herstellung von Athylenpolymerisaten
DE1520964C3 (de) Verfahren zur Oligomerisation von Olefinen
DE1768213A1 (de) Verfahren zur katalytischen Cyclo-Dimerisation von 1,3-Diolefinen
DE1288087B (de) Verfahren zur Mischoligomerisation unter Verwendung von 1,3-Diolefinen in Gegenwart eines kohlenoxydfreien Organo-Metallkoinplexkatalysators der Übergangsmetalle der VIII. Nebengruppe
DE2021523B2 (de) Verfahren zur Oligomerisierung oder Cooligomerisierung von Olefinen
DE2054009C3 (de) Verfahren zur Äthylenpolymerisation
CH462148A (de) Verfahren zur Herstellung von Zyklododekatrienen-1,5,9
DE1793716C3 (enrdf_load_stackoverflow)
DE1468706C (de) Verfahren zur Herstellung von 5-Methy 1heptatrien-(l,3,6) durch katalytische Dimerisation von Butadien
DE2044159A1 (en) Doubly unsatd esters prepn - from dienes and acrylates
US3848015A (en) Process for the production of dimers and trimers of conjugated dienes
AT232495B (de) Verfahren zur katalytischen Mischoligomerisation von ungesättigten Verbindungen
WO2015104185A1 (de) System enthaltend ni(ii)-katalysator, organometallhalogenid, anion-precursor und puffer sowie seine verwenduing zur dimerisierung von olefinen
DE1468706B1 (de) Verfahren zur Herstellung von 5-Methylheptatrien-(1,3,6) durch katalytische Dimerisation von Butadien
DE1793536A1 (de) Verfahren zur Mischoligomerisation von Diolefinen
DE1052987B (de) Verfahren zur Herstellung von dimeren Additionsprodukten von Aluminiumkohlenwasserstoffen an Acetylen oder Acetylenderivate
DE2219048A1 (de) Verfahren zum oligomerisieren von monoolefinen