JPS58162604A - ジエン系重合体ゴムの改質方法 - Google Patents
ジエン系重合体ゴムの改質方法Info
- Publication number
- JPS58162604A JPS58162604A JP57043941A JP4394182A JPS58162604A JP S58162604 A JPS58162604 A JP S58162604A JP 57043941 A JP57043941 A JP 57043941A JP 4394182 A JP4394182 A JP 4394182A JP S58162604 A JPS58162604 A JP S58162604A
- Authority
- JP
- Japan
- Prior art keywords
- alkali metal
- rubber
- group
- polymer
- type polymeric
- 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.)
- Granted
Links
- 229920001971 elastomer Polymers 0.000 title claims abstract description 49
- 239000005060 rubber Substances 0.000 title claims abstract description 49
- 150000001993 dienes Chemical class 0.000 title claims abstract description 27
- 238000000034 method Methods 0.000 title claims description 25
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 30
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 30
- 239000003054 catalyst Substances 0.000 claims abstract description 18
- -1 n-butyl lithium Chemical class 0.000 claims abstract description 15
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 229920000642 polymer Polymers 0.000 claims description 48
- 238000002715 modification method Methods 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 3
- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 abstract description 11
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract description 6
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 abstract description 6
- 125000003118 aryl group Chemical group 0.000 abstract description 5
- 239000000178 monomer Substances 0.000 abstract description 5
- 239000002904 solvent Substances 0.000 abstract description 5
- 229930195733 hydrocarbon Natural products 0.000 abstract description 4
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 4
- 230000000379 polymerizing effect Effects 0.000 abstract description 4
- 238000005096 rolling process Methods 0.000 abstract description 4
- 239000004215 Carbon black (E152) Substances 0.000 abstract description 2
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 abstract 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 238000006116 polymerization reaction Methods 0.000 description 16
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 10
- 229920001577 copolymer Polymers 0.000 description 10
- 238000001035 drying Methods 0.000 description 9
- 238000005345 coagulation Methods 0.000 description 7
- 230000015271 coagulation Effects 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 239000012965 benzophenone Substances 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 229920002857 polybutadiene Polymers 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 238000007259 addition reaction Methods 0.000 description 4
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 4
- 229910052744 lithium Inorganic materials 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 3
- 239000005062 Polybutadiene Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000013329 compounding Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- NAMDIHYPBYVYAP-UHFFFAOYSA-N 1-methoxy-2-(2-methoxyethoxy)ethane Chemical compound COCCOCCOC.COCCOCCOC NAMDIHYPBYVYAP-UHFFFAOYSA-N 0.000 description 2
- RYPKRALMXUUNKS-UHFFFAOYSA-N 2-Hexene Natural products CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 229910001385 heavy metal Inorganic materials 0.000 description 2
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 2
- 229920001195 polyisoprene Polymers 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- AEBYJSOWHQYRPK-UHFFFAOYSA-N 1,1'-biphenyl;sodium Chemical group [Na].C1=CC=CC=C1C1=CC=CC=C1 AEBYJSOWHQYRPK-UHFFFAOYSA-N 0.000 description 1
- WVAFEFUPWRPQSY-UHFFFAOYSA-N 1,2,3-tris(ethenyl)benzene Chemical compound C=CC1=CC=CC(C=C)=C1C=C WVAFEFUPWRPQSY-UHFFFAOYSA-N 0.000 description 1
- QLLUAUADIMPKIH-UHFFFAOYSA-N 1,2-bis(ethenyl)naphthalene Chemical compound C1=CC=CC2=C(C=C)C(C=C)=CC=C21 QLLUAUADIMPKIH-UHFFFAOYSA-N 0.000 description 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- RFVYQWYNYFCXQL-UHFFFAOYSA-N C1=CC=CC2=CC([Li])=CC=C21 Chemical compound C1=CC=CC2=CC([Li])=CC=C21 RFVYQWYNYFCXQL-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 229920001967 Metal rubber Polymers 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- MVQCKZYPQJNPDN-UHFFFAOYSA-N [2,3-bis(dimethylamino)phenyl]-phenylmethanone Chemical compound CN(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1N(C)C MVQCKZYPQJNPDN-UHFFFAOYSA-N 0.000 description 1
- BEUGBYXJXMVRFO-UHFFFAOYSA-N [4-(dimethylamino)phenyl]-phenylmethanone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=CC=C1 BEUGBYXJXMVRFO-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 150000008365 aromatic ketones Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- SKOLWUPSYHWYAM-UHFFFAOYSA-N carbonodithioic O,S-acid Chemical compound SC(S)=O SKOLWUPSYHWYAM-UHFFFAOYSA-N 0.000 description 1
- IAQRGUVFOMOMEM-ARJAWSKDSA-N cis-but-2-ene Chemical compound C\C=C/C IAQRGUVFOMOMEM-ARJAWSKDSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000000701 coagulant Substances 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- QWTDNUCVQCZILF-UHFFFAOYSA-N iso-pentane Natural products CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 1
- 150000002642 lithium compounds Chemical group 0.000 description 1
- 229920005588 metal-containing polymer Polymers 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- CAZVNFHXWQYGPD-UHFFFAOYSA-N oxolane;potassium Chemical compound [K].C1CCOC1 CAZVNFHXWQYGPD-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000010734 process oil Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 125000005630 sialyl group Chemical group 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 1
- 239000004636 vulcanized rubber Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/30—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule
- C08C19/42—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule reacting with metals or metal-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/02—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
- C08G61/04—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms
- C08G61/06—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds
- C08G61/08—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds of carbocyclic compounds containing one or more carbon-to-carbon double bonds in the ring
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP57043941A JPS58162604A (ja) | 1982-03-19 | 1982-03-19 | ジエン系重合体ゴムの改質方法 |
GB08307396A GB2117778B (en) | 1982-03-19 | 1983-03-17 | Method for modifying unsaturated polymer rubber |
DE19833309821 DE3309821A1 (de) | 1982-03-19 | 1983-03-18 | Verfahren zur modifizierung eines ungesaettigten polymerkautschuks |
IT20164/83A IT1163152B (it) | 1982-03-19 | 1983-03-18 | Procedimento per modificare una gomma di un polimero non saturo |
FR8304555A FR2523586B1 (fr) | 1982-03-19 | 1983-03-21 | Procede pour modifier les elastomeres insatures |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP57043941A JPS58162604A (ja) | 1982-03-19 | 1982-03-19 | ジエン系重合体ゴムの改質方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS58162604A true JPS58162604A (ja) | 1983-09-27 |
JPS61362B2 JPS61362B2 (fr) | 1986-01-08 |
Family
ID=12677718
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP57043941A Granted JPS58162604A (ja) | 1982-03-19 | 1982-03-19 | ジエン系重合体ゴムの改質方法 |
Country Status (5)
Country | Link |
---|---|
JP (1) | JPS58162604A (fr) |
DE (1) | DE3309821A1 (fr) |
FR (1) | FR2523586B1 (fr) |
GB (1) | GB2117778B (fr) |
IT (1) | IT1163152B (fr) |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60141706A (ja) * | 1983-12-28 | 1985-07-26 | Nippon Zeon Co Ltd | ジエン系重合体ゴムの改質方法 |
JPS60173026A (ja) * | 1984-02-17 | 1985-09-06 | Yokohama Rubber Co Ltd:The | タイヤトレツド用ゴム組成物 |
JPS6142552A (ja) * | 1984-08-02 | 1986-03-01 | Nippon Zeon Co Ltd | ゴム組成物 |
JPS61103903A (ja) * | 1984-10-26 | 1986-05-22 | Nippon Zeon Co Ltd | ジエン系重合体ゴムの製造方法 |
JPS61188201A (ja) * | 1985-02-18 | 1986-08-21 | Bridgestone Corp | サイドウォール用ゴム組成物 |
JPS61188202A (ja) * | 1985-02-18 | 1986-08-21 | Bridgestone Corp | カーカス用ゴム組成物 |
US6172160B1 (en) | 1996-04-17 | 2001-01-09 | Nippon Zeon Co., Ltd. | Diene polymer composition, process for the preparation of the same, and rubber composition containing the same |
US6191234B1 (en) * | 1997-12-16 | 2001-02-20 | Jsr Corporation | Conjugated diolefin-based copolymer rubber and composition thereof |
US6200718B1 (en) | 1996-12-05 | 2001-03-13 | Nippon Zeon Co., Ltd. | Polymer toner and method of production thereof |
US6362272B1 (en) | 1998-10-07 | 2002-03-26 | Jsr Corporation | Oil extended rubber and rubber composition |
WO2005087814A1 (fr) | 2004-03-15 | 2005-09-22 | Jsr Corporation | Caoutchouc composé de (co)polymères de dioléfines conjuguées et procédé de fabrication de ce caoutchouc |
WO2008114756A1 (fr) | 2007-03-15 | 2008-09-25 | Jsr Corporation | Caoutchouc de copolymère de dioléfine conjuguée, son procédé de fabrication, composition de caoutchouc et pneu |
JP2010270292A (ja) * | 2008-08-27 | 2010-12-02 | Sumitomo Chemical Co Ltd | 共役ジエン系重合体、共役ジエン系重合体組成物及び共役ジエン系重合体の製造方法 |
WO2014136963A1 (fr) | 2013-03-08 | 2014-09-12 | 宇部興産株式会社 | Polymère diène conjugué modifié, son procédé de fabrication et composition de caoutchouc l'utilisant |
Families Citing this family (34)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4927887A (en) * | 1984-09-21 | 1990-05-22 | Bridgestone/Firestone, Inc. | Modified rubber compositions containing aromatic six-membered heterocyclic nitrogen-containing groups |
CA1257049A (fr) | 1984-09-21 | 1989-07-04 | David P. Tate | Compositions modifiees pour caoutchouc, renfermant des groupes aromatiques azotes, avec heterocycle a six chainons |
JPH0662808B2 (ja) * | 1985-03-29 | 1994-08-17 | 日本ゼオン株式会社 | 防振ゴム |
JPS6296545A (ja) * | 1985-10-23 | 1987-05-06 | Yokohama Rubber Co Ltd:The | タイヤトレツド用ゴム組成物 |
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JPS6331248A (ja) * | 1986-07-24 | 1988-02-09 | Sony Corp | デ−タ通信装置 |
JPH02143769A (ja) * | 1988-11-25 | 1990-06-01 | Tokyo Electric Co Ltd | モデム |
US5153159A (en) * | 1990-04-09 | 1992-10-06 | Bridgestone/Firestone, Inc. | Elastomers and products having reduced hysteresis |
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US5151469A (en) * | 1991-05-21 | 1992-09-29 | Bridgestone Corporation | Method of preparing elastomers having reduced hysteresis properties with sulfoxides |
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JP3769294B2 (ja) * | 1993-07-30 | 2006-04-19 | 日本ゼオン株式会社 | 変性共役ジエン系重合体およびその製造方法ならびにその組成物 |
US5491230A (en) * | 1993-12-29 | 1996-02-13 | Bridgestone Corporation | Anionic polymerization initiators containing adducts of cyclic secondary amines and conjugated dienes, and products therefrom |
US5502129A (en) * | 1994-05-13 | 1996-03-26 | Bridgestone Corporation | Triorganotin lithium, process to prepare same and anionic polymerization initiated therewith |
US5521309A (en) * | 1994-12-23 | 1996-05-28 | Bridgestone Corporation | Tertiary-amino allyl-or xylyl-lithium initiators and method of preparing same |
US5574109A (en) * | 1995-02-01 | 1996-11-12 | Bridgestone Corporation | Aminoalkyllithium compounds containing cyclic amines and polymers therefrom |
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US6080835A (en) | 1995-02-01 | 2000-06-27 | Bridgestone Corporation | Aminoalkyllithium compounds containing cyclic amines and polymers therefrom |
EP1319673A1 (fr) | 2001-12-12 | 2003-06-18 | Bayer Ag | Polymères modifiés par des groupes fonctionnalisés |
CN1326896C (zh) * | 2002-09-12 | 2007-07-18 | 住友化学工业株式会社 | 改性聚合物橡胶的生产方法 |
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Publication number | Priority date | Publication date | Assignee | Title |
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BE599397A (fr) * | 1960-01-28 | |||
FR1267563A (fr) * | 1960-01-28 | 1961-07-21 | Polymer Corp | Procédé de polymérisation de dioléfines conjuguées |
US3755269A (en) * | 1971-09-30 | 1973-08-28 | Phillips Petroleum Co | Production of mercaptan-terminated polymers |
-
1982
- 1982-03-19 JP JP57043941A patent/JPS58162604A/ja active Granted
-
1983
- 1983-03-17 GB GB08307396A patent/GB2117778B/en not_active Expired
- 1983-03-18 DE DE19833309821 patent/DE3309821A1/de not_active Withdrawn
- 1983-03-18 IT IT20164/83A patent/IT1163152B/it active
- 1983-03-21 FR FR8304555A patent/FR2523586B1/fr not_active Expired
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60141706A (ja) * | 1983-12-28 | 1985-07-26 | Nippon Zeon Co Ltd | ジエン系重合体ゴムの改質方法 |
JPS60173026A (ja) * | 1984-02-17 | 1985-09-06 | Yokohama Rubber Co Ltd:The | タイヤトレツド用ゴム組成物 |
JPS6142552A (ja) * | 1984-08-02 | 1986-03-01 | Nippon Zeon Co Ltd | ゴム組成物 |
JPH0378424B2 (fr) * | 1984-08-02 | 1991-12-13 | Nippon Zeon Co | |
JPS61103903A (ja) * | 1984-10-26 | 1986-05-22 | Nippon Zeon Co Ltd | ジエン系重合体ゴムの製造方法 |
JPH0562601B2 (fr) * | 1984-10-26 | 1993-09-08 | Nippon Zeon Co | |
JPS61188201A (ja) * | 1985-02-18 | 1986-08-21 | Bridgestone Corp | サイドウォール用ゴム組成物 |
JPS61188202A (ja) * | 1985-02-18 | 1986-08-21 | Bridgestone Corp | カーカス用ゴム組成物 |
US6172160B1 (en) | 1996-04-17 | 2001-01-09 | Nippon Zeon Co., Ltd. | Diene polymer composition, process for the preparation of the same, and rubber composition containing the same |
US6200718B1 (en) | 1996-12-05 | 2001-03-13 | Nippon Zeon Co., Ltd. | Polymer toner and method of production thereof |
US6191234B1 (en) * | 1997-12-16 | 2001-02-20 | Jsr Corporation | Conjugated diolefin-based copolymer rubber and composition thereof |
US6362272B1 (en) | 1998-10-07 | 2002-03-26 | Jsr Corporation | Oil extended rubber and rubber composition |
WO2005087814A1 (fr) | 2004-03-15 | 2005-09-22 | Jsr Corporation | Caoutchouc composé de (co)polymères de dioléfines conjuguées et procédé de fabrication de ce caoutchouc |
WO2008114756A1 (fr) | 2007-03-15 | 2008-09-25 | Jsr Corporation | Caoutchouc de copolymère de dioléfine conjuguée, son procédé de fabrication, composition de caoutchouc et pneu |
US8022129B2 (en) | 2007-03-15 | 2011-09-20 | Jsr Corporation | Conjugated diolefin copolymer rubber, method for producing the same, rubber composition and tire |
JP2010270292A (ja) * | 2008-08-27 | 2010-12-02 | Sumitomo Chemical Co Ltd | 共役ジエン系重合体、共役ジエン系重合体組成物及び共役ジエン系重合体の製造方法 |
WO2014136963A1 (fr) | 2013-03-08 | 2014-09-12 | 宇部興産株式会社 | Polymère diène conjugué modifié, son procédé de fabrication et composition de caoutchouc l'utilisant |
KR20150126909A (ko) | 2013-03-08 | 2015-11-13 | 우베 고산 가부시키가이샤 | 변성 공액 다이엔 중합체, 그 제조 방법 및 그것을 이용한 고무 조성물 |
JPWO2014136963A1 (ja) * | 2013-03-08 | 2017-02-16 | 宇部興産株式会社 | 変性共役ジエン重合体、その製造方法及びそれを用いたゴム組成物 |
Also Published As
Publication number | Publication date |
---|---|
IT1163152B (it) | 1987-04-08 |
GB2117778A (en) | 1983-10-19 |
DE3309821A1 (de) | 1983-09-22 |
JPS61362B2 (fr) | 1986-01-08 |
GB2117778B (en) | 1985-08-07 |
FR2523586A1 (fr) | 1983-09-23 |
FR2523586B1 (fr) | 1986-09-26 |
GB8307396D0 (en) | 1983-04-27 |
IT8320164A0 (it) | 1983-03-18 |
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