BR112016004686B1 - Processo para produzir um elastômero reticulado, processo para produzir um pré- polímero telequélico reativo de poliolefina de cadeia estendida, processo para produzir um elastômero de cadeia estendida e reticulado e elastômero de cadeia estendida e reticulado - Google Patents
Processo para produzir um elastômero reticulado, processo para produzir um pré- polímero telequélico reativo de poliolefina de cadeia estendida, processo para produzir um elastômero de cadeia estendida e reticulado e elastômero de cadeia estendida e reticulado Download PDFInfo
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- BR112016004686B1 BR112016004686B1 BR112016004686-2A BR112016004686A BR112016004686B1 BR 112016004686 B1 BR112016004686 B1 BR 112016004686B1 BR 112016004686 A BR112016004686 A BR 112016004686A BR 112016004686 B1 BR112016004686 B1 BR 112016004686B1
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- Prior art keywords
- polyolefin
- prepolymer
- reactive
- reactive telechelic
- telechelic prepolymer
- Prior art date
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- 229920001971 elastomer Polymers 0.000 title claims abstract description 94
- 239000000806 elastomer Substances 0.000 title claims abstract description 94
- 238000000034 method Methods 0.000 title claims abstract description 80
- 230000008569 process Effects 0.000 title claims abstract description 56
- 229920000098 polyolefin Polymers 0.000 title claims description 151
- 230000001588 bifunctional effect Effects 0.000 claims abstract description 32
- URYYVOIYTNXXBN-UPHRSURJSA-N cyclooctene Chemical compound C1CCC\C=C/CC1 URYYVOIYTNXXBN-UPHRSURJSA-N 0.000 claims abstract description 20
- 239000012986 chain transfer agent Substances 0.000 claims abstract description 17
- 150000001875 compounds Chemical class 0.000 claims description 39
- 239000003054 catalyst Substances 0.000 claims description 23
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims description 14
- 230000009477 glass transition Effects 0.000 claims description 11
- 238000007152 ring opening metathesis polymerisation reaction Methods 0.000 claims description 10
- 238000004132 cross linking Methods 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- VFUYUMOOAYKNNO-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;3-(2-methylaziridin-1-yl)propanoic acid Chemical group CCC(CO)(CO)CO.CC1CN1CCC(O)=O.CC1CN1CCC(O)=O.CC1CN1CCC(O)=O VFUYUMOOAYKNNO-UHFFFAOYSA-N 0.000 claims description 4
- PFJYFNQRYAOFBV-UHFFFAOYSA-N CC1CN1CCC(=O)OCCCCOC(=O)CCN1CC1C Chemical group CC1CN1CCC(=O)OCCCCOC(=O)CCN1CC1C PFJYFNQRYAOFBV-UHFFFAOYSA-N 0.000 claims description 4
- 150000004985 diamines Chemical class 0.000 claims description 3
- 229920000768 polyamine Polymers 0.000 claims description 3
- 229920000647 polyepoxide Polymers 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 abstract description 6
- 238000005649 metathesis reaction Methods 0.000 abstract description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 45
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 28
- 238000005984 hydrogenation reaction Methods 0.000 description 27
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 22
- 229920000642 polymer Polymers 0.000 description 19
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 13
- 238000005160 1H NMR spectroscopy Methods 0.000 description 12
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 12
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 12
- 239000011976 maleic acid Substances 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 12
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 11
- RCQYUWMJSHYZCA-XFXZXTDPSA-N (1Z)-3-hexylcyclooctene Chemical compound C(CCCCC)C1\C=C/CCCCC1 RCQYUWMJSHYZCA-XFXZXTDPSA-N 0.000 description 10
- 238000000113 differential scanning calorimetry Methods 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- 238000007334 copolymerization reaction Methods 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 238000001542 size-exclusion chromatography Methods 0.000 description 8
- 238000000354 decomposition reaction Methods 0.000 description 7
- 238000007306 functionalization reaction Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 6
- 150000001336 alkenes Chemical class 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 238000002955 isolation Methods 0.000 description 5
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 238000005481 NMR spectroscopy Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000011984 grubbs catalyst Substances 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- -1 3-substituted-cis-cyclooctenes Chemical class 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 229910052697 platinum Inorganic materials 0.000 description 3
- OZDGMOYKSFPLSE-UHFFFAOYSA-N 2-Methylaziridine Chemical compound CC1CN1 OZDGMOYKSFPLSE-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000004809 Teflon Substances 0.000 description 2
- 229920006362 Teflon® Polymers 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- GSOLWAFGMNOBSY-UHFFFAOYSA-N cobalt Chemical compound [Co][Co][Co][Co][Co][Co][Co][Co] GSOLWAFGMNOBSY-UHFFFAOYSA-N 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000011987 hoveyda–grubbs catalyst Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000000852 hydrogen donor Substances 0.000 description 2
- 229920001684 low density polyethylene Polymers 0.000 description 2
- 239000004702 low-density polyethylene Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000000569 multi-angle light scattering Methods 0.000 description 2
- 229920006126 semicrystalline polymer Polymers 0.000 description 2
- 239000011343 solid material Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- 239000003643 water by type Substances 0.000 description 2
- JUGDCQPILIWQIG-VURMDHGXSA-N (1z)-3-ethylcyclooctene Chemical compound CCC\1CCCCC\C=C/1 JUGDCQPILIWQIG-VURMDHGXSA-N 0.000 description 1
- VGMAAJKEQOXIML-ALCCZGGFSA-N (1z)-3-methylcyclooctene Chemical compound CC\1CCCCC\C=C/1 VGMAAJKEQOXIML-ALCCZGGFSA-N 0.000 description 1
- YEUZDWLVCVNEAO-UITAMQMPSA-N (1z)-3-phenylcyclooctene Chemical compound C1CCCC\C=C/C1C1=CC=CC=C1 YEUZDWLVCVNEAO-UITAMQMPSA-N 0.000 description 1
- CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical compound C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 description 1
- KEIFWROAQVVDBN-UHFFFAOYSA-N 1,2-dihydronaphthalene Chemical compound C1=CC=C2C=CCCC2=C1 KEIFWROAQVVDBN-UHFFFAOYSA-N 0.000 description 1
- PTBDIHRZYDMNKB-UHFFFAOYSA-M 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate Chemical compound OCC(C)(CO)C([O-])=O PTBDIHRZYDMNKB-UHFFFAOYSA-M 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004970 Chain extender Substances 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 229910019891 RuCl3 Inorganic materials 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- 229920006311 Urethane elastomer Polymers 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
- 238000013019 agitation Methods 0.000 description 1
- 150000001541 aziridines Chemical class 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
- LKWHMUMFRUHFIR-UHFFFAOYSA-N but-2-ene-1,1,4,4-tetrol Chemical compound OC(O)C=CC(O)O LKWHMUMFRUHFIR-UHFFFAOYSA-N 0.000 description 1
- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 239000002361 compost Substances 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- BVPDPOIDPIKHHQ-UHFFFAOYSA-N dec-5-enedinitrile Chemical compound N#CCCCC=CCCCC#N BVPDPOIDPIKHHQ-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- CPSQPCGPYWRIPB-ONEGZZNKSA-N dimethyl (e)-hex-3-enedioate Chemical compound COC(=O)C\C=C\CC(=O)OC CPSQPCGPYWRIPB-ONEGZZNKSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Natural products O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 150000002689 maleic acids Chemical class 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- YBCAZPLXEGKKFM-UHFFFAOYSA-K ruthenium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[Ru+3] YBCAZPLXEGKKFM-UHFFFAOYSA-K 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000011986 second-generation catalyst Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 230000000707 stereoselective effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920006250 telechelic polymer Polymers 0.000 description 1
- 230000010512 thermal transition Effects 0.000 description 1
- 238000012345 traction test Methods 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
Classifications
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- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- 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
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
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- 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
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/10—Definition of the polymer structure
- C08G2261/12—Copolymers
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- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/10—Definition of the polymer structure
- C08G2261/13—Morphological aspects
- C08G2261/135—Cross-linked structures
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/10—Definition of the polymer structure
- C08G2261/14—Side-groups
- C08G2261/141—Side-chains having aliphatic units
- C08G2261/1412—Saturated aliphatic units
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
- C08G2261/33—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain
- C08G2261/332—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing only carbon atoms
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- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
- C08G2261/33—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain
- C08G2261/332—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing only carbon atoms
- C08G2261/3322—Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing only carbon atoms derived from cyclooctene
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- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/40—Polymerisation processes
- C08G2261/41—Organometallic coupling reactions
- C08G2261/418—Ring opening metathesis polymerisation [ROMP]
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- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/70—Post-treatment
- C08G2261/72—Derivatisation
- C08G2261/724—Hydrogenation
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- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/70—Post-treatment
- C08G2261/76—Post-treatment crosslinking
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Polyamides (AREA)
- Epoxy Resins (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
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| PCT/US2014/056195 WO2015047840A1 (en) | 2013-09-30 | 2014-09-18 | A process to produce a polyolefin reactive telechelic pre-polymer, polyolefin reactive telechelic pre-polymers and crosslinked elastomers and high molecular weight elastomers |
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| TWI735442B (zh) * | 2015-05-28 | 2021-08-11 | 美商陶氏全球科技有限責任公司 | 聚烯烴反應性遙爪預聚合物 |
| TWI719981B (zh) * | 2015-05-28 | 2021-03-01 | 美商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 |
| 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 |
| CN107602867B (zh) * | 2017-09-06 | 2020-07-07 | 济南大学 | 一种含氟和／或硅的聚烯烃-聚芳酯共聚物及制备方法和应用 |
| JP7610511B2 (ja) | 2018-12-28 | 2025-01-08 | ダウ グローバル テクノロジーズ エルエルシー | テレケリックポリオレフィンおよびこれを調製するための方法 |
| BR112021012845A2 (pt) | 2018-12-28 | 2021-09-28 | Dow Global Technologies Llc | Composição curável, e, artigo |
| JP7609783B2 (ja) | 2018-12-28 | 2025-01-07 | ダウ グローバル テクノロジーズ エルエルシー | 不飽和ポリオレフィンを含む硬化性組成物 |
| WO2020140064A1 (en) | 2018-12-28 | 2020-07-02 | Dow Global Technologies Llc | Organometallic chain transfer agents |
| WO2020205992A1 (en) | 2019-04-01 | 2020-10-08 | Regents, Of The University Of Minnesota | Multiblock copolymers of polyolefins and polyesters |
| KR102267775B1 (ko) | 2020-06-02 | 2021-06-21 | 고려대학교 산학협력단 | 기계적 힘에 의한 화학구조 변화가 가능한 아지리딘 고분자 |
| US20240317932A1 (en) * | 2021-05-27 | 2024-09-26 | Korea University Research And Business Foundation | Mechanical force selectively responsive aziridine polymer |
| CN114031944B (zh) * | 2021-12-01 | 2023-03-24 | 深圳先进电子材料国际创新研究院 | 一种低迟滞导热凝胶及其制备方法 |
| WO2023205392A1 (en) * | 2022-04-21 | 2023-10-26 | Regents Of The University Of Minnesota | Reactive additives for recycling mixed plastic waste |
| CN115960288B (zh) * | 2022-12-27 | 2024-01-05 | 中国科学技术大学 | 交联增强的复分解聚烯烃及其制备方法 |
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| US3595942A (en) | 1968-12-24 | 1971-07-27 | Shell Oil Co | Partially hydrogenated block copolymers |
| US3810957A (en) | 1970-08-10 | 1974-05-14 | Shell Oil Co | Selectively hydrogenated block copolymer-polystyrene blends |
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| DE4133978A1 (de) * | 1991-10-14 | 1993-04-15 | Huels Chemische Werke Ag | Vernetzbare massen aus funktionalisiertem polyoctenamer |
| US5512635A (en) | 1993-05-27 | 1996-04-30 | Amoco Corporation | Process for preparing linear monofunctional and telechelic difunctional polymers and compositions obtained thereby |
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| US7465773B2 (en) * | 2003-08-04 | 2008-12-16 | Zeon Corporation | Polymerizable composition and formed article using the same |
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| JP2006342212A (ja) * | 2005-06-07 | 2006-12-21 | Kuraray Co Ltd | 開環メタセシス重合体の製造方法、並びに、開環メタセシス重合体及びそれから得られる成形体 |
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| JP5361715B2 (ja) * | 2006-07-12 | 2013-12-04 | エレバンス リニューアブル サイエンシーズ， インク． | 環状オレフィンと種子油および類似物との開環交差メタセシス反応 |
| JP5384111B2 (ja) * | 2006-09-22 | 2014-01-08 | 株式会社クラレ | 水素化重合体の製造方法及び水素化重合体 |
| FR3008982B1 (fr) * | 2013-07-23 | 2015-09-04 | Bostik Sa | Polymeres hydrocarbones a groupement terminal alcoxysilane |
| BR112016016271B1 (pt) * | 2014-01-14 | 2021-11-03 | Dow Global Technologies Llc | Processo para produzir ionômero e ionômero |
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| KR20160065833A (ko) | 2016-06-09 |
| US20160237203A1 (en) | 2016-08-18 |
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| CN105873977B (zh) | 2019-05-10 |
| WO2015047840A1 (en) | 2015-04-02 |
| JP6802223B6 (ja) | 2021-01-20 |
| JP6385445B2 (ja) | 2018-09-05 |
| JP2018197349A (ja) | 2018-12-13 |
| BR112016004686A2 (enExample) | 2017-08-01 |
| EP3052542A1 (en) | 2016-08-10 |
| TW201522382A (zh) | 2015-06-16 |
| EP3052542B1 (en) | 2021-12-22 |
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