CS271328B2 - Method of 1,4-cis-polybutadiene or butadiene's copolymers preparation - Google Patents

Method of 1,4-cis-polybutadiene or butadiene's copolymers preparation Download PDF

Info

Publication number: CS271328B2
Authority: CS; Czechoslovakia
Prior art keywords: butadiene; neodymium; reactor; polymerization; polymer
Prior art date: 1985-05-15

Application number

CS863479A

Other languages

Czech (cs)

English (en)

Other versions

CS347986A2 (en

Inventor

Antonio Carbonaro

Silvano Gordini

Salvatore Cucinella

Original Assignee

Enichem Elastomers

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.)

1985-05-15

Filing date

1986-05-14

Publication date

1990-09-12

1986-05-14 Application filed by Enichem Elastomers filed Critical Enichem Elastomers

1989-12-13 Publication of CS347986A2 publication Critical patent/CS347986A2/cs

1990-09-12 Publication of CS271328B2 publication Critical patent/CS271328B2/cs

Links

KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 title claims abstract description 86
238000000034 method Methods 0.000 title claims abstract description 33
239000005062 Polybutadiene Substances 0.000 title claims abstract description 19
229920002857 polybutadiene Polymers 0.000 title claims abstract description 19
229920001577 copolymer Polymers 0.000 title claims abstract description 6
238000002360 preparation method Methods 0.000 title claims description 5
238000006116 polymerization reaction Methods 0.000 claims abstract description 42
239000007787 solid Substances 0.000 claims abstract description 19
239000002904 solvent Substances 0.000 claims abstract description 15
230000003197 catalytic effect Effects 0.000 claims abstract description 13
239000003085 diluting agent Substances 0.000 claims abstract description 7
150000001993 dienes Chemical class 0.000 claims abstract description 6
238000007334 copolymerization reaction Methods 0.000 claims abstract description 5
239000003054 catalyst Substances 0.000 claims description 39
239000000203 mixture Substances 0.000 claims description 34
229920000642 polymer Polymers 0.000 claims description 28
QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical group [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 claims description 23
-1 polyethylene Polymers 0.000 claims description 21
229910052779 Neodymium Inorganic materials 0.000 claims description 18
229930195733 hydrocarbon Natural products 0.000 claims description 16
150000002430 hydrocarbons Chemical class 0.000 claims description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
239000002245 particle Substances 0.000 claims description 13
239000004215 Carbon black (E152) Substances 0.000 claims description 12
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 12
229910052782 aluminium Inorganic materials 0.000 claims description 11
238000006243 chemical reaction Methods 0.000 claims description 10
150000001875 compounds Chemical class 0.000 claims description 9
239000007788 liquid Substances 0.000 claims description 9
PLDDOISOJJCEMH-UHFFFAOYSA-N neodymium oxide Inorganic materials [O-2].[O-2].[O-2].[Nd+3].[Nd+3] PLDDOISOJJCEMH-UHFFFAOYSA-N 0.000 claims description 9
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 6
150000007942 carboxylates Chemical class 0.000 claims description 6
238000001704 evaporation Methods 0.000 claims description 6
229910052736 halogen Inorganic materials 0.000 claims description 6
150000002367 halogens Chemical class 0.000 claims description 6
150000002989 phenols Chemical class 0.000 claims description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 5
239000002253 acid Substances 0.000 claims description 5
150000001298 alcohols Chemical class 0.000 claims description 5
229910052751 metal Inorganic materials 0.000 claims description 5
239000002184 metal Substances 0.000 claims description 5
150000002798 neodymium compounds Chemical class 0.000 claims description 5
239000000843 powder Substances 0.000 claims description 5
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 4
150000007513 acids Chemical class 0.000 claims description 4
238000002474 experimental method Methods 0.000 claims description 4
150000002894 organic compounds Chemical class 0.000 claims description 4
229910052761 rare earth metal Inorganic materials 0.000 claims description 4
239000000454 talc Substances 0.000 claims description 4
229910052623 talc Inorganic materials 0.000 claims description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
239000004698 Polyethylene Substances 0.000 claims description 3
229910052799 carbon Inorganic materials 0.000 claims description 3
150000002366 halogen compounds Chemical class 0.000 claims description 3
229920000573 polyethylene Polymers 0.000 claims description 3
239000004793 Polystyrene Substances 0.000 claims description 2
125000002877 alkyl aryl group Chemical group 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical group [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims description 2
125000003118 aryl group Chemical group 0.000 claims description 2
239000006229 carbon black Substances 0.000 claims description 2
229920002223 polystyrene Polymers 0.000 claims description 2
239000012429 reaction media Substances 0.000 claims description 2
150000003839 salts Chemical class 0.000 claims description 2
239000004408 titanium dioxide Substances 0.000 claims description 2
239000011787 zinc oxide Substances 0.000 claims description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims 1
150000001735 carboxylic acids Chemical class 0.000 claims 1
239000004615 ingredient Substances 0.000 claims 1
239000006233 lamp black Substances 0.000 claims 1
239000000376 reactant Substances 0.000 claims 1
239000000126 substance Substances 0.000 claims 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims 1
238000004519 manufacturing process Methods 0.000 abstract description 5
239000000243 solution Substances 0.000 description 10
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
230000000694 effects Effects 0.000 description 5
150000004678 hydrides Chemical class 0.000 description 5
239000000178 monomer Substances 0.000 description 5
239000005662 Paraffin oil Substances 0.000 description 4
125000001931 aliphatic group Chemical group 0.000 description 4
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
238000009835 boiling Methods 0.000 description 4
230000008020 evaporation Effects 0.000 description 4
229910000831 Steel Inorganic materials 0.000 description 3
238000004140 cleaning Methods 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
239000012071 phase Substances 0.000 description 3
238000004064 recycling Methods 0.000 description 3
239000010959 steel Substances 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
229920001971 elastomer Polymers 0.000 description 2
150000002118 epoxides Chemical class 0.000 description 2
239000011521 glass Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
238000000265 homogenisation Methods 0.000 description 2
238000002156 mixing Methods 0.000 description 2
235000005985 organic acids Nutrition 0.000 description 2
238000010525 oxidative degradation reaction Methods 0.000 description 2
238000012545 processing Methods 0.000 description 2
239000000047 product Substances 0.000 description 2
239000005060 rubber Substances 0.000 description 2
238000000926 separation method Methods 0.000 description 2
239000003381 stabilizer Substances 0.000 description 2
239000000725 suspension Substances 0.000 description 2
238000005406 washing Methods 0.000 description 2
OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical compound CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 description 1
QBKTXRLYEHZACW-UHFFFAOYSA-K 2-ethylhexanoate;neodymium(3+) Chemical compound [Nd+3].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O QBKTXRLYEHZACW-UHFFFAOYSA-K 0.000 description 1
HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 1
UZGARMTXYXKNQR-UHFFFAOYSA-K 7,7-dimethyloctanoate;neodymium(3+) Chemical compound [Nd+3].CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O UZGARMTXYXKNQR-UHFFFAOYSA-K 0.000 description 1
GIXFFENUFXTJGA-UHFFFAOYSA-M C(C)[Al](CC)Cl.Cl Chemical compound C(C)[Al](CC)Cl.Cl GIXFFENUFXTJGA-UHFFFAOYSA-M 0.000 description 1
235000001543 Corylus americana Nutrition 0.000 description 1
240000007582 Corylus avellana Species 0.000 description 1
235000007466 Corylus avellana Nutrition 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
229910052777 Praseodymium Inorganic materials 0.000 description 1
241000270295 Serpentes Species 0.000 description 1
239000004809 Teflon Substances 0.000 description 1
229920006362 Teflon® Polymers 0.000 description 1
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
229910052770 Uranium Inorganic materials 0.000 description 1
230000001476 alcoholic effect Effects 0.000 description 1
125000002723 alicyclic group Chemical group 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
125000005234 alkyl aluminium group Chemical group 0.000 description 1
OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
230000003078 antioxidant effect Effects 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
159000000032 aromatic acids Chemical class 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
229940073608 benzyl chloride Drugs 0.000 description 1
AZWXAPCAJCYGIA-UHFFFAOYSA-N bis(2-methylpropyl)alumane Chemical compound CC(C)C[AlH]CC(C)C AZWXAPCAJCYGIA-UHFFFAOYSA-N 0.000 description 1
239000001273 butane Substances 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
238000011161 development Methods 0.000 description 1
230000018109 developmental process Effects 0.000 description 1
238000007599 discharging Methods 0.000 description 1
238000000921 elemental analysis Methods 0.000 description 1
238000005265 energy consumption Methods 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 1
239000012467 final product Substances 0.000 description 1
238000005187 foaming Methods 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000004519 grease Substances 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
229910003480 inorganic solid Inorganic materials 0.000 description 1
229910052746 lanthanum Inorganic materials 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
239000000463 material Substances 0.000 description 1
238000010907 mechanical stirring Methods 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
125000005608 naphthenic acid group Chemical group 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
239000003921 oil Substances 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
125000002524 organometallic group Chemical group 0.000 description 1
230000000737 periodic effect Effects 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
229920001084 poly(chloroprene) Polymers 0.000 description 1
229920001083 polybutene Polymers 0.000 description 1
239000002861 polymer material Substances 0.000 description 1
150000002910 rare earth metals Chemical class 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
239000012763 reinforcing filler Substances 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
238000007363 ring formation reaction Methods 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
238000003756 stirring Methods 0.000 description 1
NBRKLOOSMBRFMH-UHFFFAOYSA-N tert-butyl chloride Chemical compound CC(C)(C)Cl NBRKLOOSMBRFMH-UHFFFAOYSA-N 0.000 description 1
238000012360 testing method Methods 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
239000010936 titanium Substances 0.000 description 1
238000004448 titration Methods 0.000 description 1
238000006276 transfer reaction Methods 0.000 description 1
150000003623 transition metal compounds Chemical class 0.000 description 1
VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 1
DNYWZCXLKNTFFI-UHFFFAOYSA-N uranium Chemical compound [U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U] DNYWZCXLKNTFFI-UHFFFAOYSA-N 0.000 description 1
239000003039 volatile agent Substances 0.000 description 1
239000002699 waste material Substances 0.000 description 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
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/52—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides selected from boron, aluminium, gallium, indium, thallium or rare earths
- 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
- C08F36/06—Butadiene

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Polymerisation Methods In General (AREA)
Polymerization Catalysts (AREA)

CS863479A 1985-05-15 1986-05-14 Method of 1,4-cis-polybutadiene or butadiene's copolymers preparation CS271328B2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
IT20717/85A IT1191614B (it)	1985-05-15	1985-05-15	Procedimento migliorato per la polimerizzazione o copolimerizzazione del butadiene

Publications (2)

Publication Number	Publication Date
CS347986A2 CS347986A2 (en)	1989-12-13
CS271328B2 true CS271328B2 (en)	1990-09-12

Family

ID=11171018

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS863479A CS271328B2 (en)	1985-05-15	1986-05-14	Method of 1,4-cis-polybutadiene or butadiene's copolymers preparation

Country Status (21)

Country	Link
US (1)	US4736001A (de)
EP (1)	EP0201979B1 (de)
JP (1)	JPH0676460B2 (de)
KR (1)	KR890004068B1 (de)
CN (1)	CN1008097B (de)
AU (1)	AU591119B2 (de)
BR (1)	BR8602294A (de)
CA (1)	CA1279439C (de)
CS (1)	CS271328B2 (de)
DD (1)	DD245201A5 (de)
DE (1)	DE3662525D1 (de)
EG (1)	EG18289A (de)
ES (1)	ES8706730A1 (de)
IE (1)	IE59072B1 (de)
IN (1)	IN167276B (de)
IT (1)	IT1191614B (de)
PL (1)	PL146475B1 (de)
PT (1)	PT82584B (de)
TR (1)	TR22613A (de)
YU (1)	YU79186A (de)
ZA (1)	ZA863288B (de)

Families Citing this family (34)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IT1191612B (it) *	1985-05-15	1988-03-23	Enichem Elastomers	Procedimento migliorato per la polimerizzazione o copolimerizzazione del butadiene
US4965327A (en) *	1989-10-23	1990-10-23	The Goodyear Tire & Rubber Company	Synthesis of polydiene rubber by high solids solution polymerization
US5158725A (en) *	1991-04-29	1992-10-27	The Goodyear Tire & Rubber Company	Continuous mixing of elastomeric compounds
US5405815A (en) *	1993-06-17	1995-04-11	The Goodyear Tire & Rubber Company	Process for preparing a catalyst system useful in the synthesis of isoprene-butadiene rubber
US5475067A (en) *	1993-09-16	1995-12-12	Exxon Chemical Patents Inc.	Process for polyolefin production using short residence time reactors
DE19512116A1 (de) *	1995-04-04	1996-10-10	Bayer Ag	Gasphasenpolymerisation von konjugierten Dienen in Gegenwart von Allylverbindungen der seltenen Erden
US6441107B1 (en) *	1998-12-18	2002-08-27	Union Carbide Chemicals & Plastics Technology Corporation	Molecular weight control of gas phase polymerized polybutadiene when using a rare earth catalyst
KR100352764B1 (ko) *	2000-03-16	2002-09-16	금호석유화학 주식회사	신규한 단분자 니오디뮴 카르복실레이트 화합물 및 이를포함하는 디엔 중합용 촉매
CN1249109C (zh) *	2001-02-28	2006-04-05	株式会社普利司通	用于生产具有窄分子量分布的共轭二烯聚合物的连续方法和由其制成的产品
KR100553249B1 (ko) *	2003-05-15	2006-02-20	금호석유화학 주식회사	고 1,4-시스 폴리부타디엔-폴리우레탄 공중합체 및 그 제조방법
WO2005087824A1 (en) *	2004-03-02	2005-09-22	Bridgestone Corporation	Bulk polymerization process
US7879958B2 (en) *	2007-08-07	2011-02-01	Bridgestone Corporation	Polyhydroxy compounds as polymerization quenching agents
US7741418B2 (en) *	2007-12-31	2010-06-22	Bridgestone Corporation	Process for producing polydienes
US7825201B2 (en) *	2007-12-31	2010-11-02	Bridgestone Corporation	Process for producing polydienes
US7902309B2 (en)	2009-02-23	2011-03-08	Bridgestone Corporation	Process and catalyst system for polydiene production
US8623975B2 (en)	2009-06-24	2014-01-07	Bridgestone Corporation	Process for producing polydienes
WO2012040026A1 (en)	2010-09-23	2012-03-29	Bridgestone Corporation	Process for producing polydienes
CN102558400B (zh) *	2010-12-09	2014-07-02	中国石油化工股份有限公司	钕系均相稀土催化剂、其制备方法及其应用
CN102532356B (zh) *	2010-12-10	2014-05-14	北京化工大学	一种稀土催化剂及共轭二烯烃在芳烃介质中的可控聚合方法
US9000107B2 (en)	2011-01-31	2015-04-07	Bridgestone Corporation	Process for producing polydienes
BR112014011773B1 (pt)	2011-11-17	2020-10-13	Bridgestone Corporation	processo para a produção de polidienos
RU2523799C1 (ru)	2011-12-20	2014-07-27	Чайна Петролеум Энд Кемикал Корпорейшн	Добавка и способ для обрыва полимеризации и/или снижения вязкости раствора полимера
JP6231997B2 (ja)	2012-02-27	2017-11-15	株式会社ブリヂストン	高シスポリジエンを調製する方法
BR112014022711B1 (pt)	2012-03-14	2021-02-17	Bridgestone Corporation	processo para produção de polidienos
US9982115B2 (en)	2013-12-03	2018-05-29	Bridgestone Corporation	Process for preparing blends of cis-1,4-polybutadiene and syndiotactic 1,2-polybutadiene
CN105330763B (zh) *	2014-07-10	2020-04-07	中国石油化工股份有限公司	稀土催化剂用组合物和稀土催化剂及其制备方法和应用和烯烃聚合方法
JP6725134B2 (ja)	2014-10-10	2020-07-15	株式会社ブリヂストン	重合触媒組成物及びそれを用いる方法
US10202474B2 (en)	2015-09-11	2019-02-12	Bridgestone Corporation	Process for producing polydienes
US10730985B2 (en)	2016-12-19	2020-08-04	Bridgestone Corporation	Functionalized polymer, process for preparing and rubber compositions containing the functionalized polymer
EP3724244B1 (de)	2017-12-15	2024-02-21	Bridgestone Corporation	Funktionalisiertes polymer, verfahren zur herstellung und kautschukzusammensetzungen mit dem funktionalisierten polymer
US11512148B2 (en)	2017-12-30	2022-11-29	Bridgestone Corporation	Composition including multiple terminally functionalized polymers
EP3938412B1 (de)	2019-03-10	2024-04-24	Bridgestone Corporation	Modifiziertes hoch-cis-polydienpolymer, verwandte verfahren und kautschukzusammensetzungen
US11584808B2 (en)	2019-12-30	2023-02-21	Bridgestone Corporation	Polymerization catalyst composition and method of employing same
FR3108910B1 (fr) *	2020-04-07	2023-06-02	Michelin & Cie	Composition de caoutchouc comprenant du polyethylene a basse temperature de fusion

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1420566A1 (de) *	1956-12-31	1968-12-12	Mannesmann Ag	Verfahren zur Polymerisation von AEthylen
US3397195A (en) *	1964-12-18	1968-08-13	Hercules Inc	Preparation of alpha-olefin polymers in finely divided form
US3803053A (en) *	1968-05-08	1974-04-09	Atlantic Richfield Co	Lanthanide oligomerization catalyst
DE2830080A1 (de) *	1978-07-08	1980-01-17	Bayer Ag	Katalysator, dessen herstellung und verwendung zur loesungspolymerisation von butadien
CA1223396A (en) *	1981-06-29	1987-06-23	Tooru Shibata	Process for producing conjugated diene polymer
IT1151542B (it) *	1982-04-15	1986-12-24	Anic Spa	Procedimento per la polimerizzazione di diolefine coniugate e mezzi adatti allo scopo
IT1164238B (it) *	1983-05-25	1987-04-08	Anic Spa	Procedimento per la polimerizzazione del butadiene
IT1191612B (it) *	1985-05-15	1988-03-23	Enichem Elastomers	Procedimento migliorato per la polimerizzazione o copolimerizzazione del butadiene

1985
- 1985-05-15 IT IT20717/85A patent/IT1191614B/it active
1986
- 1986-05-01 IN IN339/MAS/86A patent/IN167276B/en unknown
- 1986-05-01 ZA ZA863288A patent/ZA863288B/xx unknown
- 1986-05-05 AU AU57102/86A patent/AU591119B2/en not_active Ceased
- 1986-05-06 CA CA000508519A patent/CA1279439C/en not_active Expired - Fee Related
- 1986-05-09 EP EP86200808A patent/EP0201979B1/de not_active Expired
- 1986-05-09 DE DE8686200808T patent/DE3662525D1/de not_active Expired
- 1986-05-13 PL PL1986259466A patent/PL146475B1/pl unknown
- 1986-05-13 ES ES555333A patent/ES8706730A1/es not_active Expired
- 1986-05-14 TR TR26124/86A patent/TR22613A/xx unknown
- 1986-05-14 CS CS863479A patent/CS271328B2/cs not_active IP Right Cessation
- 1986-05-14 IE IE127686A patent/IE59072B1/en not_active IP Right Cessation
- 1986-05-14 KR KR1019860003755A patent/KR890004068B1/ko not_active Expired
- 1986-05-14 EG EG281/86A patent/EG18289A/xx active
- 1986-05-14 PT PT82584A patent/PT82584B/pt unknown
- 1986-05-14 DD DD86290236A patent/DD245201A5/de not_active IP Right Cessation
- 1986-05-14 YU YU00791/86A patent/YU79186A/xx unknown
- 1986-05-15 CN CN86103350A patent/CN1008097B/zh not_active Expired
- 1986-05-15 BR BR8602294A patent/BR8602294A/pt not_active IP Right Cessation
- 1986-05-15 JP JP61109722A patent/JPH0676460B2/ja not_active Expired - Fee Related
1987
- 1987-02-02 US US07/013,229 patent/US4736001A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
DD245201A5 (de)	1987-04-29
IT1191614B (it)	1988-03-23
YU79186A (en)	1987-10-31
AU5710286A (en)	1986-11-20
KR860009048A (ko)	1986-12-19
JPS61268706A (ja)	1986-11-28
DE3662525D1 (en)	1989-04-27
CN1008097B (zh)	1990-05-23
KR890004068B1 (ko)	1989-10-18
ES555333A0 (es)	1987-07-01
IN167276B (de)	1990-09-29
CS347986A2 (en)	1989-12-13
IE861276L (en)	1986-11-15
ZA863288B (en)	1986-12-30
TR22613A (tr)	1988-01-08
EP0201979B1 (de)	1989-03-22
EP0201979A1 (de)	1986-11-20
US4736001A (en)	1988-04-05
CA1279439C (en)	1991-01-22
PT82584B (pt)	1988-11-30
IT8520717A0 (it)	1985-05-15
EG18289A (en)	1992-11-30
CN86103350A (zh)	1986-11-12
PL146475B1 (en)	1989-02-28
ES8706730A1 (es)	1987-07-01
BR8602294A (pt)	1987-01-21
PT82584A (en)	1986-06-01
JPH0676460B2 (ja)	1994-09-28
AU591119B2 (en)	1989-11-30
IE59072B1 (en)	1994-01-12

Legal Events

Date	Code	Title	Description
2000-06-30	IF00	In force as of 2000-06-30 in czech republic
2001-07-11	MK4A	Patent expired	Effective date: 20010514

Publication	Publication Date	Title
CS271328B2 (en)	1990-09-12	Method of 1,4-cis-polybutadiene or butadiene's copolymers preparation
EP0201962B1 (de)	1991-09-04	Verfahren zur Polymerisation oder Copolymerisation von Butadien
EP2265649B1 (de)	2017-01-04	Verfahren zur massenpolymerisation
EP0127236A1 (de)	1984-12-05	Verfahren zur Polymerisation von Butadien
EP0207558B1 (de)	1991-03-13	Verfahren zur Polymerisation oder Mischpyolymerisation von Butadien
JPS621404B2 (de)	1987-01-13
CN1043999C (zh)	1999-07-07	丁二烯本体聚合方法
RU2626880C2 (ru)	2017-08-02	Способ непрерывного синтеза диенового эластомера
US3558589A (en)	1971-01-26	Process for depolymerizing polymers
US3573249A (en)	1971-03-30	Polymerization of butadiene
RU2192435C2 (ru)	2002-11-10	Способ получения пластифицированного низковязкого полибутадиена