GB1105558A – Process for the production of low molecular weight liquid unsaturated polymers
– Google Patents
GB1105558A – Process for the production of low molecular weight liquid unsaturated polymers
– Google Patents
Process for the production of low molecular weight liquid unsaturated polymers
Info
Publication number
GB1105558A
GB1105558A
GB28934/65A
GB2893465A
GB1105558A
GB 1105558 A
GB1105558 A
GB 1105558A
GB 28934/65 A
GB28934/65 A
GB 28934/65A
GB 2893465 A
GB2893465 A
GB 2893465A
GB 1105558 A
GB1105558 A
GB 1105558A
Authority
GB
United Kingdom
Prior art keywords
alpha
molecular weight
vinylcyclo
vinylcyclopentene
olefine
Prior art date
1964-07-09
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
GB28934/65A
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.)
Huels AG
Original Assignee
Chemische Werke Huels AG
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.)
1964-07-09
Filing date
1965-07-08
Publication date
1968-03-06
1965-07-08
Application filed by Chemische Werke Huels AG
filed
Critical
Chemische Werke Huels AG
1968-03-06
Publication of GB1105558A
publication
Critical
patent/GB1105558A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
229920000642
polymer
Polymers
0.000
title
abstract
3
239000007788
liquid
Substances
0.000
title
abstract
2
SDJHPPZKZZWAKF-UHFFFAOYSA-N
2,3-dimethylbuta-1,3-diene
Chemical compound
CC(=C)C(C)=C
SDJHPPZKZZWAKF-UHFFFAOYSA-N
0.000
abstract
2
KAKZBPTYRLMSJV-UHFFFAOYSA-N
Butadiene
Chemical compound
C=CC=C
KAKZBPTYRLMSJV-UHFFFAOYSA-N
0.000
abstract
2
RRHGJUQNOFWUDK-UHFFFAOYSA-N
Isoprene
Chemical compound
CC(=C)C=C
RRHGJUQNOFWUDK-UHFFFAOYSA-N
0.000
abstract
2
PXHVJJICTQNCMI-UHFFFAOYSA-N
Nickel
Chemical class
[Ni]
PXHVJJICTQNCMI-UHFFFAOYSA-N
0.000
abstract
2
PPBRXRYQALVLMV-UHFFFAOYSA-N
Styrene
Chemical compound
C=CC1=CC=CC=C1
PPBRXRYQALVLMV-UHFFFAOYSA-N
0.000
abstract
2
XMGQYMWWDOXHJM-UHFFFAOYSA-N
limonene
Chemical compound
CC(=C)C1CCC(C)=CC1
XMGQYMWWDOXHJM-UHFFFAOYSA-N
0.000
abstract
2
-1
organo-aluminium halides
Chemical class
0.000
abstract
2
239000004711
α-olefin
Substances
0.000
abstract
2
PMJHHCWVYXUKFD-SNAWJCMRSA-N
(E)-1,3-pentadiene
Chemical compound
C\C=C\C=C
PMJHHCWVYXUKFD-SNAWJCMRSA-N
0.000
abstract
1
GJFJVJVPASAWPR-UHFFFAOYSA-N
1,2-bis(ethenyl)cyclohexene
Chemical compound
C=CC1=C(C=C)CCCC1
GJFJVJVPASAWPR-UHFFFAOYSA-N
0.000
abstract
1
QKPSTJMNCGZHEY-UHFFFAOYSA-N
1-ethenyl-3,5-diethylcyclopentene
Chemical compound
C(C)C1C=C(C(C1)CC)C=C
QKPSTJMNCGZHEY-UHFFFAOYSA-N
0.000
abstract
1
TYCIZWULHXVEQW-UHFFFAOYSA-N
1-ethenyl-4-methylcyclohexene
Chemical compound
CC1CCC(C=C)=CC1
TYCIZWULHXVEQW-UHFFFAOYSA-N
0.000
abstract
1
IFXGRVXPSNHLNW-UHFFFAOYSA-N
1-ethenylcyclobutene
Chemical compound
C=CC1=CCC1
IFXGRVXPSNHLNW-UHFFFAOYSA-N
0.000
abstract
1
ISSYTHPTTMFJKL-UHFFFAOYSA-N
1-ethenylcyclopentene
Chemical compound
C=CC1=CCCC1
ISSYTHPTTMFJKL-UHFFFAOYSA-N
0.000
abstract
1
RCJMVGJKROQDCB-UHFFFAOYSA-N
2-methylpenta-1,3-diene
Chemical compound
CC=CC(C)=C
RCJMVGJKROQDCB-UHFFFAOYSA-N
0.000
abstract
1
IGLWCQMNTGCUBB-UHFFFAOYSA-N
3-methylidenepent-1-ene
Chemical compound
CCC(=C)C=C
IGLWCQMNTGCUBB-UHFFFAOYSA-N
0.000
abstract
1
MRBYTOUNXWKILZ-UHFFFAOYSA-N
4-methyl-3-methylidenepent-1-ene
Chemical compound
CC(C)C(=C)C=C
MRBYTOUNXWKILZ-UHFFFAOYSA-N
0.000
abstract
1
AGDLFOKHPDHOPH-UHFFFAOYSA-N
4-methylhexa-1,3-diene
Chemical compound
CCC(C)=CC=C
AGDLFOKHPDHOPH-UHFFFAOYSA-N
0.000
abstract
1
239000004215
Carbon black (E152)
Substances
0.000
abstract
1
150000001298
alcohols
Chemical class
0.000
abstract
1
125000000217
alkyl group
Chemical group
0.000
abstract
1
AZDRQVAHHNSJOQ-UHFFFAOYSA-N
alumane
Chemical class
[AlH3]
AZDRQVAHHNSJOQ-UHFFFAOYSA-N
0.000
abstract
1
150000001412
amines
Chemical class
0.000
abstract
1
125000004432
carbon atom
Chemical group
C*
0.000
abstract
1
239000003054
catalyst
Substances
0.000
abstract
1
150000008280
chlorinated hydrocarbons
Chemical class
0.000
abstract
1
238000007796
conventional method
Methods
0.000
abstract
1
150000001993
dienes
Chemical class
0.000
abstract
1
239000003085
diluting agent
Substances
0.000
abstract
1
150000002170
ethers
Chemical class
0.000
abstract
1
229910052736
halogen
Inorganic materials
0.000
abstract
1
150000002367
halogens
Chemical class
0.000
abstract
1
229930195733
hydrocarbon
Natural products
0.000
abstract
1
150000002430
hydrocarbons
Chemical class
0.000
abstract
1
239000003701
inert diluent
Substances
0.000
abstract
1
229940087305
limonene
Drugs
0.000
abstract
1
235000001510
limonene
Nutrition
0.000
abstract
1
239000000178
monomer
Substances
0.000
abstract
1
229910052759
nickel
Inorganic materials
0.000
abstract
1
150000002816
nickel compounds
Chemical class
0.000
abstract
1
125000001997
phenyl group
Chemical group
[H]C1=C([H])C([H])=C(*)C([H])=C1[H]
0.000
abstract
1
230000000379
polymerizing effect
Effects
0.000
abstract
1
150000003839
salts
Chemical class
0.000
abstract
1
Classifications
C—CHEMISTRY; METALLURGY
C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
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
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
C07C2531/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
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
C07C2531/14—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
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
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
Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
Y10S585/00—Chemistry of hydrocarbon compounds
Y10S585/949—Miscellaneous considerations
Y10S585/952—Reaction stopping or retarding
Abstract
Liquid unsaturated polymers of average molecular weight from 500 to 5000 and viscosities of 50 to 500 centipoises (measured at 50 DEG C. in a Hoepler ball fall viscometer according to Haake) and derived from conjugated diolefines with or without alpha-olefins, are made by polymerizing diolefines with or without alpha-olefines in the presence of a catalyst consisting of diluent-soluble nickel compounds and organo-aluminium halides of the formula RnAlX3- n in which R is an alkyl, phenyl, or aralkyl radical, X denotes halogen, and n a number from 1 to 2, and 0.005 to 0.15 times (with reference to the weight of the monomers used) of a vinylcyclo-olefine having six to eighteen carbon atoms. The diluent may be a hydrocarbon or a chlorinated hydrocarbon. The inorganic salts of nickel are rendered soluble in inert diluents by treatment with alcohols, amines, or ethers. Aluminium hydrides may be used mixed with the alkyl aluminium halides. The vinylcyclo-olefine may be 1-vinyl-4-methyl-cyclohexene – (3), 1 – vinylcyclopentene – (3), 1 – vinylcyclobutene – (2), limonene, 3,5 – diethyl – 1 – vinylcyclopentene – (2), or divinylcyclohexene. The diene may be butadiene, isoprene, 2,3 – dimethylbutadiene – (1,3), pentadiene – (1,3), 2 – ethylbutadiene – (1,3), 4 – methylhexadiene – (1,3), 2 – methylpentadiene – (1,3), 2 – isopropylbutadiene – (1,3), or octatriene-(1,3,7). The alpha-olefin may be styrene. The polymers are recovered by conventional techniques.
GB28934/65A
1964-07-09
1965-07-08
Process for the production of low molecular weight liquid unsaturated polymers
Expired
GB1105558A
(en)
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
DEC33362A
DE1241119B
(en)
1964-07-09
1964-07-09
Process for the production of low molecular weight, liquid, unsaturated polymers
Publications (1)
Publication Number
Publication Date
GB1105558A
true
GB1105558A
(en)
1968-03-06
Family
ID=7020790
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB28934/65A
Expired
GB1105558A
(en)
1964-07-09
1965-07-08
Process for the production of low molecular weight liquid unsaturated polymers
Country Status (3)
Country
Link
US
(1)
US3312752A
(en)
DE
(1)
DE1241119B
(en)
GB
(1)
GB1105558A
(en)
Families Citing this family (9)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
DE1570397B1
(en)
*
1965-10-21
1970-05-21
Huels Chemische Werke Ag
Process for the isolation of low-ash, liquid polymers from Ziegler polymerization mixtures
US3725492A
(en)
*
1970-10-26
1973-04-03
Japanese Geon Co Ltd
Process for the preparation of liquid polybutadiene
DE2122956C3
(en)
*
1971-05-10
1979-09-06
Chemische Werke Huels Ag, 4370 Marl
Process for the production of liquid butadiene polymers
DE2264467C3
(en)
*
1971-06-25
1978-08-24
Nippon Zeon Co., Ltd., Tokio
Water-dilutable paint composition made from the neutralized reaction product of an unsaturated carboxylic acid or its anhydride with polydienes
CA1033370A
(en)
*
1972-12-27
1978-06-20
Hiroshi Sato
Process for producing liquid polymer
US4054612A
(en)
*
1972-12-27
1977-10-18
Sumitomo Chemical Company, Limited
Process for producing liquid polymer
US5310817A
(en)
*
1993-08-24
1994-05-10
Bridgestone/Firestone, Inc.
Process and catalyst for producing partially hydrogenated diene polymers containing endo and exo chain trisubstituted unsaturation
US5314967A
(en)
*
1993-08-24
1994-05-24
Bridgestone/Firestone, Inc.
Process and isomerizing agent for isomerizing partially hydrogenated diene polymers
KR101896136B1
(en)
2011-05-09
2018-09-07
가부시키가이샤 브리지스톤
Processes for the preparation of high-cis polydienes
Family Cites Families (1)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
BE630428A
(en)
*
1962-04-04
1964
1964-07-09
DE
DEC33362A
patent/DE1241119B/en
active
Pending
1965
1965-07-08
US
US470587A
patent/US3312752A/en
not_active
Expired – Lifetime
1965-07-08
GB
GB28934/65A
patent/GB1105558A/en
not_active
Expired
Also Published As
Publication number
Publication date
DE1241119B
(en)
1967-05-24
US3312752A
(en)
1967-04-04
Similar Documents
Publication
Publication Date
Title
GB858067A
(en)
1961-01-04
Linear high molecular weight unsaturated copolymers and process for preparing them
ES433776A1
(en)
1976-12-16
Polymerization process
GB827365A
(en)
1960-02-03
Production of conjugated polyolefin hydrocarbon polymers and copolymers
GB1105558A
(en)
1968-03-06
Process for the production of low molecular weight liquid unsaturated polymers
US3647753A
(en)
1972-03-07
Alternating copolymers of conjugated compounds and unsaturated hydrocarbon compounds and process for production thereof
GB834820A
(en)
1960-05-11
High molecular weight co-polymers of acetylenic hydrocarbons and ª‡-olefins, and process for preparing them
ES405063A1
(en)
1975-07-01
Copolymerization of olefins
GB1132656A
(en)
1968-11-06
Process for the production of low molecular weight liquid butadiene-diolefine copolymers having a high content of mid-position double bonds
US3737416A
(en)
1973-06-05
Process for preparing an alternating copolymer of an alpha-olefin and butadiene
US2559947A
(en)
1951-07-10
1,2-diolefins as modifiers in the alkali-metal-catalyzed polymerization of conjugateddiolefins
GB1443967A
(en)
1976-07-28
Process for the preparation of hydrocarbon resisn hydrocarbon resins prepared thereby and compositions when prepared using the said hydrocarbon resins
US3475395A
(en)
1969-10-28
Catalyst compositions,polymerization process,and products produced thereby
US3179649A
(en)
1965-04-20
Polymerization catalyst mixture of a bismuthine, a cuprous salt, and a lewis acid
GB1078855A
(en)
1967-08-09
Preparation of high polymers of olefin having high crystallinity
GB1355549A
(en)
1974-06-05
Process for the production of copolymers having two sequences
US3673166A
(en)
1972-06-27
1,2-dialkoxybenzenes as ramdomizer for copolymerizations
US3423379A
(en)
1969-01-21
Molecular weight control of polymers
US2417093A
(en)
1947-03-11
Sulfurized, milled, and cured polymer
US3436379A
(en)
1969-04-01
Process for the production of copolymers
US3635924A
(en)
1972-01-18
Alternating copolymers of unsaturated halogenated hydrocarbons and acrylonitrile or acrylic compound
ES364321A1
(en)
1972-04-01
Procedure for raising the molecular weight of a reactive polymer, derived in part from at least one vinylidene monomer. (Machine-translation by Google Translate, not legally binding)
US2418912A
(en)
1947-04-15
Interpolymer of isoolefine and polyolefine
US3836513A
(en)
1974-09-17
Polymerization of conjugated diolefins with alfin catalyst and molecular weight controller
ES266953A1
(en)
1961-11-01
Process for polymerizing alpha-olefins with an organo aluminum compound, transition metal halide, organo nitrogen base and water catalyst
US3761456A
(en)
1973-09-25
Process for the polymerization of unsaturated polymerizable compounds
None