CN1514852A - 低分子量氢化丁腈橡胶 - Google Patents
低分子量氢化丁腈橡胶 Download PDFInfo
- Publication number
- CN1514852A CN1514852A CNA028117344A CN02811734A CN1514852A CN 1514852 A CN1514852 A CN 1514852A CN A028117344 A CNA028117344 A CN A028117344A CN 02811734 A CN02811734 A CN 02811734A CN 1514852 A CN1514852 A CN 1514852A
- Authority
- CN
- China
- Prior art keywords
- molecular weight
- hydrogenated nitrile
- rubber
- butadiene rubber
- polymer
- 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
- 229920000459 Nitrile rubber Polymers 0.000 title claims abstract description 29
- 229920001971 elastomer Polymers 0.000 claims description 11
- 239000005060 rubber Substances 0.000 claims description 10
- 238000007789 sealing Methods 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 abstract description 25
- 238000009826 distribution Methods 0.000 abstract description 8
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 16
- 150000002825 nitriles Chemical class 0.000 description 16
- 239000000126 substance Substances 0.000 description 16
- 238000005984 hydrogenation reaction Methods 0.000 description 15
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 14
- 238000006073 displacement reaction Methods 0.000 description 14
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 12
- 150000001336 alkenes Chemical class 0.000 description 12
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical group ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 12
- 239000003446 ligand Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 9
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 8
- 239000003292 glue Substances 0.000 description 8
- 238000005649 metathesis reaction Methods 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 230000007935 neutral effect Effects 0.000 description 7
- 229910052707 ruthenium Inorganic materials 0.000 description 7
- 238000005227 gel permeation chromatography Methods 0.000 description 6
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 229920013649 Paracril Polymers 0.000 description 5
- 150000001735 carboxylic acids Chemical class 0.000 description 5
- 229910052750 molybdenum Inorganic materials 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000003643 water by type Substances 0.000 description 5
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 150000001412 amines Chemical group 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 150000001993 dienes Chemical class 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- -1 penta 2 rare Natural products 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 4
- 229910052721 tungsten Inorganic materials 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 241001441571 Hiodontidae Species 0.000 description 3
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 125000004104 aryloxy group Chemical group 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- QFXZANXYUCUTQH-UHFFFAOYSA-N ethynol Chemical group OC#C QFXZANXYUCUTQH-UHFFFAOYSA-N 0.000 description 3
- 238000011068 loading method Methods 0.000 description 3
- 229910052762 osmium Inorganic materials 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 150000003568 thioethers Chemical class 0.000 description 3
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- WRYCSMQKUKOKBP-UHFFFAOYSA-N Imidazolidine Chemical compound C1CNCN1 WRYCSMQKUKOKBP-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 229920006170 Therban® Polymers 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000001311 chemical methods and process Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000002638 heterogeneous catalyst Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- WAEOXIOXMKNFLQ-UHFFFAOYSA-N 1-methyl-4-prop-2-enylbenzene Chemical group CC1=CC=C(CC=C)C=C1 WAEOXIOXMKNFLQ-UHFFFAOYSA-N 0.000 description 1
- TVONJMOVBKMLOM-UHFFFAOYSA-N 2-methylidenebutanenitrile Chemical compound CCC(=C)C#N TVONJMOVBKMLOM-UHFFFAOYSA-N 0.000 description 1
- 230000035495 ADMET Effects 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 229920013648 Perbunan Polymers 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 238000010535 acyclic diene metathesis reaction Methods 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- 229940100198 alkylating agent Drugs 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 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
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- MQTZSGCSKOZKGU-UHFFFAOYSA-L benzylidene(dichloro)ruthenium;tricyclohexylphosphane Chemical compound Cl[Ru](Cl)=CC1=CC=CC=C1.C1CCCCC1P(C1CCCCC1)C1CCCCC1 MQTZSGCSKOZKGU-UHFFFAOYSA-L 0.000 description 1
- QRHCILLLMDEFSD-UHFFFAOYSA-N bis(ethenyl)-dimethylsilane Chemical compound C=C[Si](C)(C)C=C QRHCILLLMDEFSD-UHFFFAOYSA-N 0.000 description 1
- MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 1
- XZKRXPZXQLARHH-UHFFFAOYSA-N buta-1,3-dienylbenzene Chemical compound C=CC=CC1=CC=CC=C1 XZKRXPZXQLARHH-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- GCSJLQSCSDMKTP-UHFFFAOYSA-N ethenyl(trimethyl)silane Chemical compound C[Si](C)(C)C=C GCSJLQSCSDMKTP-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000009905 homogeneous catalytic hydrogenation reaction Methods 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 230000018984 mastication Effects 0.000 description 1
- 238000010077 mastication Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000011089 mechanical engineering Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 229910052976 metal sulfide Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 125000005538 phosphinite group Chemical group 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 150000003303 ruthenium Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 150000003658 tungsten compounds Chemical class 0.000 description 1
- 239000004636 vulcanized rubber 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
- C08C19/22—Incorporating nitrogen atoms into the molecule
-
- 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
- C08C19/02—Hydrogenation
-
- 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
- C08C19/08—Depolymerisation
-
- 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
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—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
- C08F236/04—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
- C08F236/12—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 with nitriles
-
- 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/04—Reduction, e.g. hydrogenation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L15/00—Compositions of rubber derivatives
- C08L15/005—Hydrogenated nitrile rubber
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)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Sealing Material Composition (AREA)
Abstract
Description
实施例1 | 实施例2 | 实施例3 | 实施例4 | |
胶浓度 | 15% | 15% | 6% | 6% |
共聚烯烃 | C2H4 | C2H4 | C2H4 | 1-己烯 |
共聚烯烃浓度 | 500psi | 500psi | 500psi | 150g |
反应温度 | 80℃ | 80℃ | 80℃ | 80℃ |
催化剂装载量 | 0.05phr | 0.10phr | 0.25phr | 0.25phr |
MN | Mw | Mz | PDI | 门尼粘度(ML1+4,100℃) | |
TherbanA3407(对比) | 98000 | 320000 | 945000 | 3.27 | 73 |
底物 | 85000 | 296000 | 939000 | 3.5 | |
实施例1 | 73000 | 189000 | 441000 | 2.59 | 43 |
实施例2 | 60000 | 136000 | 277000 | 2.27 | 28 |
实施例3 | 31000 | 59000 | 98000 | 1.9 | 3 |
实施例4 | 55000 | 111000 | 1197000 | 2.02 | 31 |
Claims (7)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA2,350,280 | 2001-06-12 | ||
CA002350280A CA2350280A1 (en) | 2001-06-12 | 2001-06-12 | Low molecular weight hydrogenated nitrile rubber |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1514852A true CN1514852A (zh) | 2004-07-21 |
CN1318493C CN1318493C (zh) | 2007-05-30 |
Family
ID=4169260
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB028117344A Expired - Fee Related CN1318493C (zh) | 2001-06-12 | 2002-06-11 | 低分子量氢化丁腈橡胶 |
Country Status (13)
Country | Link |
---|---|
US (5) | US6780939B2 (zh) |
EP (2) | EP1401950B2 (zh) |
JP (2) | JP4753535B2 (zh) |
KR (1) | KR100825592B1 (zh) |
CN (1) | CN1318493C (zh) |
BR (1) | BR0210349B1 (zh) |
CA (1) | CA2350280A1 (zh) |
DE (1) | DE60219011T3 (zh) |
HK (1) | HK1068362A1 (zh) |
MX (1) | MXPA03011205A (zh) |
RU (1) | RU2004100531A (zh) |
TW (1) | TWI250167B (zh) |
WO (1) | WO2002100941A1 (zh) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1986610B (zh) * | 2005-12-21 | 2012-06-13 | 朗盛德国有限责任公司 | 具有窄分子量分布的氢化腈橡胶、其制备方法和用途 |
CN1995104B (zh) * | 2005-12-21 | 2013-01-23 | 朗盛德国有限责任公司 | 具有窄分子量分布的合成橡胶、它的用途以及用于制备它的方法 |
CN101372518B (zh) * | 2007-08-21 | 2013-03-20 | 朗盛德国有限责任公司 | 在过渡金属络合催化剂存在下丁腈橡胶的复分解 |
CN101463096B (zh) * | 2007-12-21 | 2013-08-07 | 朗盛德国有限责任公司 | 从可任选氢化的丁腈橡胶中去除含钌催化剂残留物的方法 |
CN105102486A (zh) * | 2013-03-22 | 2015-11-25 | 日本瑞翁株式会社 | 含腈基共聚物橡胶、交联性橡胶组合物、以及橡胶交联物 |
CN110283454A (zh) * | 2019-05-29 | 2019-09-27 | 周宁东 | 一种低烟阻燃电缆料及其制备方法 |
WO2022057848A1 (zh) * | 2020-09-16 | 2022-03-24 | 赞南科技(上海)有限公司 | 液体氢化丁腈橡胶及其制备方法和应用 |
Families Citing this family (90)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2350280A1 (en) * | 2001-06-12 | 2002-12-12 | Bayer Inc. | Low molecular weight hydrogenated nitrile rubber |
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- 2002-06-11 WO PCT/CA2002/000967 patent/WO2002100941A1/en active IP Right Grant
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- 2002-06-11 EP EP06025383A patent/EP1754720A3/en not_active Withdrawn
- 2002-06-11 RU RU2004100531/04A patent/RU2004100531A/ru not_active Application Discontinuation
- 2002-06-11 DE DE60219011T patent/DE60219011T3/de not_active Expired - Lifetime
- 2002-06-11 KR KR1020037016188A patent/KR100825592B1/ko not_active IP Right Cessation
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CN1986610B (zh) * | 2005-12-21 | 2012-06-13 | 朗盛德国有限责任公司 | 具有窄分子量分布的氢化腈橡胶、其制备方法和用途 |
CN1995104B (zh) * | 2005-12-21 | 2013-01-23 | 朗盛德国有限责任公司 | 具有窄分子量分布的合成橡胶、它的用途以及用于制备它的方法 |
CN101372518B (zh) * | 2007-08-21 | 2013-03-20 | 朗盛德国有限责任公司 | 在过渡金属络合催化剂存在下丁腈橡胶的复分解 |
CN101463096B (zh) * | 2007-12-21 | 2013-08-07 | 朗盛德国有限责任公司 | 从可任选氢化的丁腈橡胶中去除含钌催化剂残留物的方法 |
CN105102486A (zh) * | 2013-03-22 | 2015-11-25 | 日本瑞翁株式会社 | 含腈基共聚物橡胶、交联性橡胶组合物、以及橡胶交联物 |
CN110283454A (zh) * | 2019-05-29 | 2019-09-27 | 周宁东 | 一种低烟阻燃电缆料及其制备方法 |
WO2022057848A1 (zh) * | 2020-09-16 | 2022-03-24 | 赞南科技(上海)有限公司 | 液体氢化丁腈橡胶及其制备方法和应用 |
CN114262394A (zh) * | 2020-09-16 | 2022-04-01 | 浙江赞昇新材料有限公司 | 液体氢化丁腈橡胶及其制备方法和应用 |
CN114262394B (zh) * | 2020-09-16 | 2023-08-18 | 浙江赞昇新材料有限公司 | 液体氢化丁腈橡胶及其制备方法和应用 |
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MXPA03011205A (es) | 2004-02-26 |
BR0210349A (pt) | 2004-07-20 |
KR100825592B1 (ko) | 2008-04-25 |
US20030088035A1 (en) | 2003-05-08 |
US7951875B2 (en) | 2011-05-31 |
EP1754720A3 (en) | 2008-02-27 |
US20100240848A1 (en) | 2010-09-23 |
CA2350280A1 (en) | 2002-12-12 |
US20080090970A1 (en) | 2008-04-17 |
KR20040027517A (ko) | 2004-04-01 |
US20040236029A1 (en) | 2004-11-25 |
US20100240838A1 (en) | 2010-09-23 |
JP2004300444A (ja) | 2004-10-28 |
EP1401950A1 (en) | 2004-03-31 |
DE60219011D1 (de) | 2007-05-03 |
CN1318493C (zh) | 2007-05-30 |
TWI250167B (en) | 2006-03-01 |
RU2004100531A (ru) | 2005-06-20 |
DE60219011T2 (de) | 2007-12-06 |
JP4468063B2 (ja) | 2010-05-26 |
EP1401950B1 (en) | 2007-03-21 |
HK1068362A1 (en) | 2005-04-29 |
DE60219011T3 (de) | 2011-07-21 |
JP2004529256A (ja) | 2004-09-24 |
US7772328B2 (en) | 2010-08-10 |
JP4753535B2 (ja) | 2011-08-24 |
US7919563B2 (en) | 2011-04-05 |
WO2002100941A1 (en) | 2002-12-19 |
US6780939B2 (en) | 2004-08-24 |
EP1401950B2 (en) | 2010-12-29 |
BR0210349B1 (pt) | 2013-10-01 |
EP1754720A2 (en) | 2007-02-21 |
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