BRPI0708462A2 - interpolìmeros obtidos por metátese apresentando grupo(s) funcional(is) terminal(is). - Google Patents
interpolìmeros obtidos por metátese apresentando grupo(s) funcional(is) terminal(is). Download PDFInfo
- Publication number
- BRPI0708462A2 BRPI0708462A2 BRPI0708462-5A BRPI0708462A BRPI0708462A2 BR PI0708462 A2 BRPI0708462 A2 BR PI0708462A2 BR PI0708462 A BRPI0708462 A BR PI0708462A BR PI0708462 A2 BRPI0708462 A2 BR PI0708462A2
- Authority
- BR
- Brazil
- Prior art keywords
- metathesis
- ruthenium
- terminal functional
- group
- bis
- Prior art date
Links
- 238000005649 metathesis reaction Methods 0.000 title claims abstract description 61
- 125000000524 functional group Chemical group 0.000 title claims abstract description 36
- -1 cyclic anhydride Chemical group 0.000 claims description 54
- 239000000203 mixture Chemical group 0.000 claims description 22
- 238000006116 polymerization reaction Methods 0.000 claims description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 150000001732 carboxylic acid derivatives Chemical group 0.000 claims description 8
- 150000002148 esters Chemical group 0.000 claims description 7
- 150000001412 amines Chemical group 0.000 claims description 5
- 150000008064 anhydrides Chemical group 0.000 claims description 5
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical group C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 claims description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical group [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 4
- 229920000877 Melamine resin Chemical group 0.000 claims description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical group OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 4
- 150000001299 aldehydes Chemical group 0.000 claims description 4
- 150000004292 cyclic ethers Chemical group 0.000 claims description 4
- 150000003951 lactams Chemical group 0.000 claims description 4
- 150000002596 lactones Chemical group 0.000 claims description 4
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical group NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 4
- CBDKQYKMCICBOF-UHFFFAOYSA-N thiazoline Chemical group C1CN=CS1 CBDKQYKMCICBOF-UHFFFAOYSA-N 0.000 claims description 4
- 150000005676 cyclic carbonates Chemical group 0.000 claims description 3
- 125000004185 ester group Chemical group 0.000 claims 2
- 125000002843 carboxylic acid group Chemical group 0.000 claims 1
- 229910052707 ruthenium Inorganic materials 0.000 description 52
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 48
- 229920000642 polymer Polymers 0.000 description 44
- 239000003054 catalyst Substances 0.000 description 40
- 150000001336 alkenes Chemical class 0.000 description 30
- 239000000178 monomer Substances 0.000 description 20
- DHWBYAACHDUFAT-UHFFFAOYSA-N tricyclopentylphosphane Chemical compound C1CCCC1P(C1CCCC1)C1CCCC1 DHWBYAACHDUFAT-UHFFFAOYSA-N 0.000 description 18
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 16
- WLPUWLXVBWGYMZ-UHFFFAOYSA-N tricyclohexylphosphine Chemical compound C1CCCCC1P(C1CCCCC1)C1CCCCC1 WLPUWLXVBWGYMZ-UHFFFAOYSA-N 0.000 description 13
- 238000000034 method Methods 0.000 description 9
- 238000007152 ring opening metathesis polymerisation reaction Methods 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 7
- 150000001925 cycloalkenes Chemical class 0.000 description 7
- 239000003446 ligand Substances 0.000 description 7
- 125000001424 substituent group Chemical group 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 6
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 6
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 229910052762 osmium Inorganic materials 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 239000004912 1,5-cyclooctadiene Substances 0.000 description 4
- 238000010535 acyclic diene metathesis reaction Methods 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 150000001993 dienes Chemical class 0.000 description 4
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 4
- 229920006158 high molecular weight polymer Polymers 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 description 4
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 4
- 229910052723 transition metal Inorganic materials 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- RRKODOZNUZCUBN-CCAGOZQPSA-N (1z,3z)-cycloocta-1,3-diene Chemical compound C1CC\C=C/C=C\C1 RRKODOZNUZCUBN-CCAGOZQPSA-N 0.000 description 3
- RUKVGXGTVPPWDD-UHFFFAOYSA-N 1,3-bis(2,4,6-trimethylphenyl)imidazolidine Chemical group CC1=CC(C)=CC(C)=C1N1CN(C=2C(=CC(C)=CC=2C)C)CC1 RUKVGXGTVPPWDD-UHFFFAOYSA-N 0.000 description 3
- VYXHVRARDIDEHS-UHFFFAOYSA-N 1,5-cyclooctadiene Chemical compound C1CC=CCCC=C1 VYXHVRARDIDEHS-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 125000003963 dichloro group Chemical group Cl* 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 3
- 150000003624 transition metals Chemical class 0.000 description 3
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 2
- ZRPFJAPZDXQHSM-UHFFFAOYSA-L 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazole;dichloro-[(2-propan-2-yloxyphenyl)methylidene]ruthenium Chemical compound CC(C)OC1=CC=CC=C1C=[Ru](Cl)(Cl)=C1N(C=2C(=CC(C)=CC=2C)C)CCN1C1=C(C)C=C(C)C=C1C ZRPFJAPZDXQHSM-UHFFFAOYSA-L 0.000 description 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 125000002015 acyclic group Chemical group 0.000 description 2
- 230000002457 bidirectional effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 125000000392 cycloalkenyl group Chemical group 0.000 description 2
- 239000004913 cyclooctene Substances 0.000 description 2
- 229920001002 functional polymer Polymers 0.000 description 2
- 239000011984 grubbs catalyst Substances 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 229910052750 molybdenum Inorganic materials 0.000 description 2
- 239000011733 molybdenum Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 125000006501 nitrophenyl group Chemical group 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 125000001639 phenylmethylene group Chemical group [H]C(=*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 150000003657 tungsten Chemical class 0.000 description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 2
- 229910052721 tungsten Inorganic materials 0.000 description 2
- 239000010937 tungsten Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- QOUVFBFKVXJMSR-UHFFFAOYSA-N (2-benzylidene-1,3-dichlorocyclohexyl)-dicyclohexylphosphane Chemical compound ClC1C(C(CCC1)(P(C1CCCCC1)C1CCCCC1)Cl)=CC1=CC=CC=C1 QOUVFBFKVXJMSR-UHFFFAOYSA-N 0.000 description 1
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 description 1
- DRMGVASVGXJWQV-UHFFFAOYSA-N 1-(cyclohexen-1-yl)bicyclo[2.2.1]hept-2-ene Chemical class C1C(C=C2)CCC21C1=CCCCC1 DRMGVASVGXJWQV-UHFFFAOYSA-N 0.000 description 1
- UQRONKZLYKUEMO-UHFFFAOYSA-N 4-methyl-1-(2,4,6-trimethylphenyl)pent-4-en-2-one Chemical group CC(=C)CC(=O)Cc1c(C)cc(C)cc1C UQRONKZLYKUEMO-UHFFFAOYSA-N 0.000 description 1
- YCNYCBYHUAGZIZ-UHFFFAOYSA-N 7-oxabicyclo[2.2.1]hept-2-ene Chemical compound O1C2CCC1C=C2 YCNYCBYHUAGZIZ-UHFFFAOYSA-N 0.000 description 1
- YKCNBNDWSATCJL-UHFFFAOYSA-N 7-oxabicyclo[2.2.1]hepta-2,5-diene Chemical compound C1=CC2C=CC1O2 YKCNBNDWSATCJL-UHFFFAOYSA-N 0.000 description 1
- 125000003860 C1-C20 alkoxy group Chemical group 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RAENQLVVMVSUNF-UHFFFAOYSA-N ClP(C(P(C1CCCCC1)(C1CCCCC1)(C1CCCCC1)Cl)C1=CC=CC=C1)(C1CCCCC1)(C1CCCCC1)C1CCCCC1 Chemical compound ClP(C(P(C1CCCCC1)(C1CCCCC1)(C1CCCCC1)Cl)C1=CC=CC=C1)(C1CCCCC1)(C1CCCCC1)C1CCCCC1 RAENQLVVMVSUNF-UHFFFAOYSA-N 0.000 description 1
- 238000007015 Grubbs metathesis reaction Methods 0.000 description 1
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical group O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- VZUAUHWZIKOMFC-ARJAWSKDSA-N [(z)-4-acetyloxybut-2-enyl] acetate Chemical compound CC(=O)OC\C=C/COC(C)=O VZUAUHWZIKOMFC-ARJAWSKDSA-N 0.000 description 1
- ZWWVWZGYOCIKTL-UHFFFAOYSA-N [Ru].ClC1C(C(C(CC1)(P(C1CCCCC1)C1CCCCC1)Cl)=C=CC(C)(C)C)=C1N(C=CN1C1=C(C=C(C=C1C)C)C)C1=C(C=C(C=C1C)C)C Chemical compound [Ru].ClC1C(C(C(CC1)(P(C1CCCCC1)C1CCCCC1)Cl)=C=CC(C)(C)C)=C1N(C=CN1C1=C(C=C(C=C1C)C)C)C1=C(C=C(C=C1C)C)C ZWWVWZGYOCIKTL-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- RBFQJDQYXXHULB-UHFFFAOYSA-N arsane Chemical compound [AsH3] RBFQJDQYXXHULB-UHFFFAOYSA-N 0.000 description 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 description 1
- 125000004104 aryloxy group Chemical group 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
- 229920005601 base polymer Polymers 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- UMIVXZPTRXBADB-UHFFFAOYSA-N benzocyclobutene Chemical compound C1=CC=C2CCC2=C1 UMIVXZPTRXBADB-UHFFFAOYSA-N 0.000 description 1
- PNPBGYBHLCEVMK-UHFFFAOYSA-N benzylidene(dichloro)ruthenium;tricyclohexylphosphanium Chemical compound Cl[Ru](Cl)=CC1=CC=CC=C1.C1CCCCC1[PH+](C1CCCCC1)C1CCCCC1.C1CCCCC1[PH+](C1CCCCC1)C1CCCCC1 PNPBGYBHLCEVMK-UHFFFAOYSA-N 0.000 description 1
- FCDPQMAOJARMTG-UHFFFAOYSA-M benzylidene-[1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-dichlororuthenium;tricyclohexylphosphanium Chemical compound C1CCCCC1[PH+](C1CCCCC1)C1CCCCC1.CC1=CC(C)=CC(C)=C1N(CCN1C=2C(=CC(C)=CC=2C)C)C1=[Ru](Cl)(Cl)=CC1=CC=CC=C1 FCDPQMAOJARMTG-UHFFFAOYSA-M 0.000 description 1
- PBGVMIDTGGTBFS-UHFFFAOYSA-N but-3-enylbenzene Chemical group C=CCCC1=CC=CC=C1 PBGVMIDTGGTBFS-UHFFFAOYSA-N 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- CFBGXYDUODCMNS-UHFFFAOYSA-N cyclobutene Chemical compound C1CC=C1 CFBGXYDUODCMNS-UHFFFAOYSA-N 0.000 description 1
- UCIYGNATMHQYCT-OWOJBTEDSA-N cyclodecene Chemical compound C1CCCC\C=C\CCC1 UCIYGNATMHQYCT-OWOJBTEDSA-N 0.000 description 1
- ZOLLIQAKMYWTBR-RYMQXAEESA-N cyclododecatriene Chemical compound C/1C\C=C\CC\C=C/CC\C=C\1 ZOLLIQAKMYWTBR-RYMQXAEESA-N 0.000 description 1
- HYPABJGVBDSCIT-UPHRSURJSA-N cyclododecene Chemical compound C1CCCCC\C=C/CCCC1 HYPABJGVBDSCIT-UPHRSURJSA-N 0.000 description 1
- ZXIJMRYMVAMXQP-UHFFFAOYSA-N cycloheptene Chemical compound C1CCC=CCC1 ZXIJMRYMVAMXQP-UHFFFAOYSA-N 0.000 description 1
- URYYVOIYTNXXBN-UPHRSURJSA-N cyclooctene Chemical compound C1CCC\C=C/CC1 URYYVOIYTNXXBN-UPHRSURJSA-N 0.000 description 1
- OOXWYYGXTJLWHA-UHFFFAOYSA-N cyclopropene Chemical compound C1C=C1 OOXWYYGXTJLWHA-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 238000012685 gas phase polymerization Methods 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000011987 hoveyda–grubbs catalyst Substances 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 230000000877 morphologic effect Effects 0.000 description 1
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 description 1
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 125000005538 phosphinite group Chemical group 0.000 description 1
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical compound OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920003245 polyoctenamer Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011986 second-generation catalyst Substances 0.000 description 1
- 230000009919 sequestration Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910052959 stibnite Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- IHBMMJGTJFPEQY-UHFFFAOYSA-N sulfanylidene(sulfanylidenestibanylsulfanyl)stibane Chemical compound S=[Sb]S[Sb]=S IHBMMJGTJFPEQY-UHFFFAOYSA-N 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- 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
-
- 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
- C08F232/00—Copolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system
- C08F232/02—Copolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system having no condensed rings
- C08F232/04—Copolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system having no condensed rings having one carbon-to-carbon double bond
-
- 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
- C08F232/00—Copolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system
- C08F232/02—Copolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system having no condensed rings
- C08F232/06—Copolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system having no condensed rings having two or more carbon-to-carbon double bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L19/00—Compositions of rubbers not provided for in groups C08L7/00 - C08L17/00
- C08L19/006—Rubber characterised by functional groups, e.g. telechelic diene polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US77797006P | 2006-03-01 | 2006-03-01 | |
| US60/777,970 | 2006-03-01 | ||
| PCT/US2007/005323 WO2007100889A1 (en) | 2006-03-01 | 2007-03-01 | Metathesis interpolymers having terminal functional group (s) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0708462A2 true BRPI0708462A2 (pt) | 2011-05-31 |
Family
ID=38134289
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
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| BRPI0708443-9A BRPI0708443A2 (pt) | 2006-03-01 | 2007-03-01 | composições poliméricas contendo polìmeros obtidos por metátese com cores recicladas reduzidas |
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| WO (2) | WO2007100891A1 (enExample) |
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| JP2009528435A (ja) * | 2006-03-01 | 2009-08-06 | ファイヤーストーン ポリマーズ エルエルシー | 再利用による着色を低減したメタセシス重合体を含有するポリエステル組成物 |
| JP5422936B2 (ja) * | 2008-07-31 | 2014-02-19 | 日本ゼオン株式会社 | シクロペンテン開環重合体ゴムとその製造方法 |
| RU2011108263A (ru) * | 2008-08-04 | 2012-09-10 | ФАЙРСТОУН ПОЛИМЕРС, ЭлЭлСи (US) | Аддукты полимеров, получаемых метатезисной полимеризацией, и их получение |
| BRPI0823125A2 (pt) * | 2008-10-10 | 2015-06-16 | Valspar Sourcing Inc | Artigo de acondicionamento, método, e, composicao sequestrante de oxigênio. |
| CN102791762B (zh) * | 2010-01-14 | 2015-07-15 | 日本瑞翁株式会社 | 环戊烯开环聚合物及其制造方法 |
| EP2484700B1 (de) | 2011-02-04 | 2013-10-09 | LANXESS Deutschland GmbH | Funktionalisierte Nitrilkautschuke und ihre Herstellung |
| JPWO2013175893A1 (ja) * | 2012-05-21 | 2016-01-12 | 日本ゼオン株式会社 | 架橋環状オレフィン樹脂フィルム、積層体及びそれらの製造方法 |
| WO2013175894A1 (ja) * | 2012-05-21 | 2013-11-28 | 日本ゼオン株式会社 | 架橋環状オレフィン樹脂フィルム、積層体及びそれらの製造方法 |
| WO2014129396A1 (ja) * | 2013-02-25 | 2014-08-28 | 日本ゼオン株式会社 | 架橋環状オレフィン樹脂フィルム、積層体及びその製造方法 |
| EP2963074B1 (en) | 2013-02-26 | 2021-04-14 | Zeon Corporation | Cyclopentene ring-opening copolymer, method for producing same, and rubber composition |
| CN105143303A (zh) | 2013-03-18 | 2015-12-09 | 沙特基础工业公司 | 制备共聚物的方法 |
| JP5614472B2 (ja) * | 2013-04-30 | 2014-10-29 | 日本ゼオン株式会社 | シクロペンテン開環重合体組成物 |
| EP3010952A1 (en) * | 2013-06-20 | 2016-04-27 | Saudi Basic Industries Corporation | Pe-like polyesters |
| FR3008982B1 (fr) * | 2013-07-23 | 2015-09-04 | Bostik Sa | Polymeres hydrocarbones a groupement terminal alcoxysilane |
| TWI558727B (zh) * | 2013-09-30 | 2016-11-21 | 陶氏全球科技有限責任公司 | 製備聚烯烴反應性遙爪預聚合物之方法、聚烯烴反應性遙爪預聚合物及交聯彈性體以及高分子量彈性體 |
| FR3034770B1 (fr) * | 2015-04-10 | 2017-05-12 | Bostik Sa | Polymeres hydrocarbones comprenant deux groupements terminaux exo-vinylene cyclocarbonate |
| JP6644275B2 (ja) * | 2015-11-17 | 2020-02-12 | 株式会社ブリヂストン | ポリロタキサン及びゴム組成物 |
| ES2961735T3 (es) * | 2015-12-24 | 2024-03-13 | California Inst Of Techn | Separación de hidrocarburos insaturados mediada por tamices moleculares y composiciones, materiales, métodos y sistemas relacionados |
| FR3055900B1 (fr) * | 2016-09-15 | 2018-08-31 | Bostik Sa | Polymeres hydrocarbones a deux groupements terminaux 2-oxo-1,3-dioxolan-4-carboxylate |
| JP7124702B2 (ja) * | 2016-10-31 | 2022-08-24 | 日本ゼオン株式会社 | 架橋性組成物および架橋体 |
| US11072682B2 (en) | 2017-09-29 | 2021-07-27 | Zeon Corporation | Liquid cyclopentene ring-opened polymer, rubber composition, and rubber crosslinked product |
| JP7070580B2 (ja) | 2017-09-29 | 2022-05-18 | 日本ゼオン株式会社 | 液状シクロペンテン開環共重合体、架橋性組成物およびゴム架橋体 |
| WO2021242636A1 (en) | 2020-05-29 | 2021-12-02 | Exxonmobil Chemical Patents Inc. | Processes for producing cyclic olefins from polymers and re-polymerization thereof |
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| US3867361A (en) * | 1966-03-28 | 1975-02-18 | Goodyear Tire & Rubber | A process for the polymerization of cyclic olefins |
| US3891816A (en) * | 1969-12-04 | 1975-06-24 | Goodyear Tire & Rubber | Preparation of graft, block and crosslinked unsaturated polymers and copolymers by olefin metathesis |
| US3890294A (en) * | 1970-05-14 | 1975-06-17 | Pennwalt Corp | Azo containing polybutadienes |
| DE2028935C3 (de) * | 1970-06-12 | 1979-08-16 | Chemische Werke Huels Ag, 4370 Marl | Polyalkenamere und Verfahren zu deren Herstellung |
| US3969306A (en) * | 1972-11-20 | 1976-07-13 | General Electric Company | Stabilized polyester compositions |
| DE3518277A1 (de) * | 1984-10-06 | 1986-04-10 | Hüls AG, 4370 Marl | Thermoplastische massen auf basis von polyphenylenethern und polyoctenylenen sowie verfahren zu ihrer herstellung |
| DE3620432A1 (de) * | 1986-06-18 | 1987-12-23 | Huels Chemische Werke Ag | Schlagzaehe polyester-formmassen |
| DE3818871A1 (de) * | 1988-06-03 | 1989-12-14 | Huels Chemische Werke Ag | Thermoplastische formmassen und verfahren zu ihrer herstellung |
| EP0773948A4 (en) * | 1992-04-03 | 1998-09-02 | California Inst Of Techn | HIGHLY ACTIVE RUTHENIUM OR OSMIUM METAL CARBEN COMPLEXES FOR OLEFIN METHETHESE REACTIONS AND THEIR SYNTHESIS |
| US5310497A (en) * | 1992-10-01 | 1994-05-10 | W. R. Grace & Co.-Conn. | Oxygen scavenging compositions for low temperature use |
| US5512635A (en) * | 1993-05-27 | 1996-04-30 | Amoco Corporation | Process for preparing linear monofunctional and telechelic difunctional polymers and compositions obtained thereby |
| JPH0892357A (ja) * | 1994-09-27 | 1996-04-09 | Nippon Zeon Co Ltd | 変性ノルボルネン系樹脂の製造方法 |
| IL128143A (en) * | 1996-09-23 | 2001-05-20 | Amoco Corp | Plastic bottle with zero oxygen permeability to beer and other uses |
| US6083585A (en) * | 1996-09-23 | 2000-07-04 | Bp Amoco Corporation | Oxygen scavenging condensation copolymers for bottles and packaging articles |
| US6107237A (en) * | 1997-07-10 | 2000-08-22 | University Of Florida | Homogeneous metathesis/heterogeneous hydrogenation |
| US6465590B1 (en) * | 1998-03-30 | 2002-10-15 | California Institute Of Technology | Telechelic alkadiene polymers with crosslinkable end groups and methods for making the same |
| DE19920141C1 (de) * | 1999-05-03 | 2001-01-25 | Basf Coatings Ag | Vergilbungsarme wäßrige Pulverklarlack-Dispersionen, Verfahren zur Herstellung von mehrschichtigen Lackierungen und Verwendung von Polyvalenten anorganischen Säuren und/oder Oxalsäure hierbei |
| JP2001302771A (ja) * | 2000-04-18 | 2001-10-31 | Showa Denko Kk | 両末端官能型化合物及びその製造方法 |
| JP2002265573A (ja) * | 2001-03-14 | 2002-09-18 | Sekisui Chem Co Ltd | 官能基含有シクロオレフィン系重合体及びその製造方法 |
| US20030050411A1 (en) * | 2001-06-12 | 2003-03-13 | Dow Global Technologies Inc. | Use of polar monomers in olefin polymerization and polymers thereof |
| US8101697B2 (en) * | 2005-02-01 | 2012-01-24 | Bridgestone Corporation | Multi-functionalized high-trans elastomeric polymers |
| WO2006094060A1 (en) * | 2005-03-01 | 2006-09-08 | Firestone Polymers, Llc | Oxygen scavenging polyesters with reduced recycle color |
| JP2009528435A (ja) * | 2006-03-01 | 2009-08-06 | ファイヤーストーン ポリマーズ エルエルシー | 再利用による着色を低減したメタセシス重合体を含有するポリエステル組成物 |
-
2007
- 2007-03-01 JP JP2008557391A patent/JP2009528435A/ja active Pending
- 2007-03-01 WO PCT/US2007/005332 patent/WO2007100891A1/en not_active Ceased
- 2007-03-01 US US12/224,632 patent/US7915375B2/en not_active Expired - Fee Related
- 2007-03-01 EP EP07752049.2A patent/EP1996631B1/en not_active Not-in-force
- 2007-03-01 EP EP07752058A patent/EP2001953A1/en not_active Ceased
- 2007-03-01 BR BRPI0708462-5A patent/BRPI0708462A2/pt not_active IP Right Cessation
- 2007-03-01 WO PCT/US2007/005323 patent/WO2007100889A1/en not_active Ceased
- 2007-03-01 JP JP2008557389A patent/JP5276452B2/ja not_active Expired - Fee Related
- 2007-03-01 BR BRPI0708443-9A patent/BRPI0708443A2/pt not_active IP Right Cessation
- 2007-03-01 US US12/224,633 patent/US20090306268A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007100891A1 (en) | 2007-09-07 |
| EP1996631B1 (en) | 2016-04-27 |
| JP2009528434A (ja) | 2009-08-06 |
| EP2001953A1 (en) | 2008-12-17 |
| EP1996631A1 (en) | 2008-12-03 |
| BRPI0708443A2 (pt) | 2011-06-07 |
| JP5276452B2 (ja) | 2013-08-28 |
| JP2009528435A (ja) | 2009-08-06 |
| US7915375B2 (en) | 2011-03-29 |
| WO2007100889A1 (en) | 2007-09-07 |
| US20090187001A1 (en) | 2009-07-23 |
| US20090306268A1 (en) | 2009-12-10 |
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