NL1009841C2 - Werkwijze voor de hydrogenering van koolstof-koolstof dubbele bindingen van een onverzadigd polymeer. - Google Patents
Werkwijze voor de hydrogenering van koolstof-koolstof dubbele bindingen van een onverzadigd polymeer. Download PDFInfo
- Publication number
- NL1009841C2 NL1009841C2 NL1009841A NL1009841A NL1009841C2 NL 1009841 C2 NL1009841 C2 NL 1009841C2 NL 1009841 A NL1009841 A NL 1009841A NL 1009841 A NL1009841 A NL 1009841A NL 1009841 C2 NL1009841 C2 NL 1009841C2
- Authority
- NL
- Netherlands
- Prior art keywords
- hydrogenation
- hydrazine
- process according
- carbon
- catalyst
- Prior art date
Links
- 229920000642 polymer Polymers 0.000 title claims abstract description 42
- 238000000034 method Methods 0.000 title claims abstract description 28
- 239000011203 carbon fibre reinforced carbon Substances 0.000 title claims abstract description 13
- 238000005984 hydrogenation reaction Methods 0.000 title claims description 49
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims abstract description 46
- 150000001875 compounds Chemical class 0.000 claims abstract description 22
- 239000003054 catalyst Substances 0.000 claims abstract description 18
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 6
- 230000000737 periodic effect Effects 0.000 claims abstract description 6
- 229920000126 latex Polymers 0.000 claims description 23
- 239000004816 latex Substances 0.000 claims description 22
- 230000001590 oxidative effect Effects 0.000 claims description 13
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical group OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 229910052796 boron Inorganic materials 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 239000003446 ligand Substances 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 238000011835 investigation Methods 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000007800 oxidant agent Substances 0.000 claims 1
- 239000013589 supplement Substances 0.000 claims 1
- 150000002429 hydrazines Chemical class 0.000 abstract description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 20
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine hydrate Chemical class O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 13
- 239000011521 glass Substances 0.000 description 8
- -1 acrylonitrile and Chemical class 0.000 description 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 6
- 239000004327 boric acid Substances 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- 239000002518 antifoaming agent Substances 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- 229910021645 metal ion Inorganic materials 0.000 description 3
- 150000004682 monohydrates Chemical class 0.000 description 3
- 229920002545 silicone oil Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- FUSNOPLQVRUIIM-UHFFFAOYSA-N 4-amino-2-(4,4-dimethyl-2-oxoimidazolidin-1-yl)-n-[3-(trifluoromethyl)phenyl]pyrimidine-5-carboxamide Chemical compound O=C1NC(C)(C)CN1C(N=C1N)=NC=C1C(=O)NC1=CC=CC(C(F)(F)F)=C1 FUSNOPLQVRUIIM-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- 238000001069 Raman spectroscopy Methods 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- BIVUUOPIAYRCAP-UHFFFAOYSA-N aminoazanium;chloride Chemical compound Cl.NN BIVUUOPIAYRCAP-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000012493 hydrazine sulfate Substances 0.000 description 2
- 229910000377 hydrazine sulfate Inorganic materials 0.000 description 2
- 150000002432 hydroperoxides Chemical class 0.000 description 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 2
- 125000002560 nitrile group Chemical group 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 150000004977 peroxyborates Chemical class 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- 229920001567 vinyl ester resin Polymers 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- HIACAHMKXQESOV-UHFFFAOYSA-N 1,2-bis(prop-1-en-2-yl)benzene Chemical compound CC(=C)C1=CC=CC=C1C(C)=C HIACAHMKXQESOV-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-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
- MGADZUXDNSDTHW-UHFFFAOYSA-N 2H-pyran Chemical compound C1OC=CC=C1 MGADZUXDNSDTHW-UHFFFAOYSA-N 0.000 description 1
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical compound N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 238000005079 FT-Raman Methods 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- 238000001237 Raman spectrum Methods 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- YFHNDHXQDJQEEE-UHFFFAOYSA-N acetic acid;hydrazine Chemical compound NN.CC(O)=O YFHNDHXQDJQEEE-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000005619 boric acid group Chemical group 0.000 description 1
- 229910052795 boron group element Inorganic materials 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- VLLYOYVKQDKAHN-UHFFFAOYSA-N buta-1,3-diene;2-methylbuta-1,3-diene Chemical compound C=CC=C.CC(=C)C=C VLLYOYVKQDKAHN-UHFFFAOYSA-N 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229920003049 isoprene rubber Polymers 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
- 239000011976 maleic acid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 150000002736 metal compounds Chemical group 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229920001897 terpolymer Polymers 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
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- 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
- 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
- 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)
- Carbon And Carbon Compounds (AREA)
Priority Applications (17)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL1009841A NL1009841C2 (nl) | 1998-08-11 | 1998-08-11 | Werkwijze voor de hydrogenering van koolstof-koolstof dubbele bindingen van een onverzadigd polymeer. |
| JP2000565019A JP4752112B2 (ja) | 1998-08-11 | 1999-08-09 | 不飽和ポリマーの炭素−炭素二重結合を水素化する方法 |
| AU53881/99A AU5388199A (en) | 1998-08-11 | 1999-08-09 | Process for the hydrogenation of a polymer composed of diene monomer units and nitrile group containing monomer units and hydrogenated polymer |
| DE69912465T DE69912465T2 (de) | 1998-08-11 | 1999-08-09 | Verfahren zur hydrierung von kohlenstoff-kohlenstoff doppelbindungen in ungesättigten polymeren |
| DE69906328T DE69906328T2 (de) | 1998-08-11 | 1999-08-09 | Verfahren zur hydrierung eines polymeren aufgebaut aus dienmonomeren und nitrilgruppen enthaltenden monomeren und hydriertes polymer |
| JP2000565012A JP4496646B2 (ja) | 1998-08-11 | 1999-08-09 | ジエンモノマー単位及びニトリル基含有モノマー単位からなるポリマーを水素化する方法、及び水素化されたポリマー |
| AT99939624T ATE235515T1 (de) | 1998-08-11 | 1999-08-09 | Verfahren zur hydrierung eines polymeren aufgebaut aus dienmonomeren und nitrilgruppen enthaltenden monomeren und hydriertes polymer |
| ES99939623T ES2211140T3 (es) | 1998-08-11 | 1999-08-09 | Procedimiento para la hidrogenacion de dobles enlaces carbono-carbono de un polimero insaturado. |
| AT99939623T ATE253084T1 (de) | 1998-08-11 | 1999-08-09 | Verfahren zur hydrierung von kohlenstoff- kohlenstoff doppelbindungen in ungesättigten polymeren |
| EP99939624A EP1114066B1 (de) | 1998-08-11 | 1999-08-09 | Verfahren zur hydrierung eines polymeren aufgebaut aus dienmonomeren und nitrilgruppen enthaltenden monomeren und hydriertes polymer |
| AU53880/99A AU5388099A (en) | 1998-08-11 | 1999-08-09 | Process for hydrogenation of carbon-carbon double bonds of an unsaturated polymer |
| PCT/NL1999/000507 WO2000009576A1 (en) | 1998-08-11 | 1999-08-09 | Process for hydrogenation of carbon-carbon double bonds of an unsaturated polymer |
| EP99939623A EP1114068B1 (de) | 1998-08-11 | 1999-08-09 | Verfahren zur hydrierung von kohlenstoff-kohlenstoff doppelbindungen in ungesättigten polymeren |
| PCT/NL1999/000508 WO2000009568A1 (en) | 1998-08-11 | 1999-08-09 | Process for the hydrogenation of a polymer composed of diene monomer units and nitrile group containing monomer units and hydrogenated polymer |
| US09/779,699 US6521694B2 (en) | 1998-08-11 | 2001-02-09 | Process for hydrogenation of carbon-carbon double bonds of an unsaturated polymer |
| US09/779,700 US6552132B2 (en) | 1998-08-11 | 2001-02-09 | Process for the hydrogenation of a polymer composed of diene monomer units and nitrile group containing monomer units and hydrogenated polymer |
| US10/378,690 US20030144428A1 (en) | 1998-08-11 | 2003-03-05 | Process for the hydrogenation of a polymer composed of diene monomer units and nitrile group containing monomer units and hydrogenated polymer |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL1009841 | 1998-08-11 | ||
| NL1009841A NL1009841C2 (nl) | 1998-08-11 | 1998-08-11 | Werkwijze voor de hydrogenering van koolstof-koolstof dubbele bindingen van een onverzadigd polymeer. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL1009841C2 true NL1009841C2 (nl) | 2000-02-15 |
Family
ID=19767634
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL1009841A NL1009841C2 (nl) | 1998-08-11 | 1998-08-11 | Werkwijze voor de hydrogenering van koolstof-koolstof dubbele bindingen van een onverzadigd polymeer. |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP1114068B1 (de) |
| JP (1) | JP4752112B2 (de) |
| AT (1) | ATE253084T1 (de) |
| AU (1) | AU5388099A (de) |
| DE (1) | DE69912465T2 (de) |
| ES (1) | ES2211140T3 (de) |
| NL (1) | NL1009841C2 (de) |
| WO (1) | WO2000009576A1 (de) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6762276B2 (en) | 2002-02-27 | 2004-07-13 | Eastman Chemical Company | Hydrogenation of polyester oligomers containing terephthalic acid residues |
| ATE387463T1 (de) * | 2002-04-11 | 2008-03-15 | Arkema France | Verfahren zur hydrierung von polymeren in dispergiertem medium |
| US7655725B2 (en) | 2002-07-19 | 2010-02-02 | Zeon Corporation | Process for the preparation of a hydrogenated polymer |
| DE102004002576A1 (de) | 2004-01-17 | 2005-08-04 | Bayer Ag | Verfahren zur Hydrierung von Doppelbindungen-enthaltenden, ungesättigten Polymeren |
| KR101288780B1 (ko) | 2010-01-29 | 2013-07-22 | 주식회사 엘지화학 | 수소화된 니트릴계 성형물, 및 이의 수소화 방법 |
| CN119390894A (zh) * | 2024-10-29 | 2025-02-07 | 山东京博中聚新材料有限公司 | 一种乳液加氢制备氢化生物基衣康酸酯橡胶的方法 |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4221872A (en) * | 1977-11-28 | 1980-09-09 | Ici Australia Limited | Process for removing unsaturation from ion exchange resins containing unquaternized amino groups by hydrogenation with imine |
| JPS5645907A (en) * | 1979-09-21 | 1981-04-25 | Nippon Peroxide Co Ltd | Epoxidation of polybutadiene |
| US4452950A (en) * | 1983-02-22 | 1984-06-05 | The Goodyear Tire & Rubber Company | Process for hydrogenation of carbon-carbon double bonds in an unsaturated polymer in latex form |
| DE3520103A1 (de) * | 1985-06-05 | 1986-12-11 | Basf Ag, 6700 Ludwigshafen | Verfahren zur behandlung von katalysatoren und/oder rueckstaende von initiatoren enthaltenden polymerisaten oder deren loesungen |
| WO1991006579A1 (en) * | 1989-11-06 | 1991-05-16 | Olin Corporation | Process for producing a gel-free coagulated rubber with low ethylenic unsaturation |
| US5314967A (en) * | 1993-08-24 | 1994-05-24 | Bridgestone/Firestone, Inc. | Process and isomerizing agent for isomerizing partially hydrogenated diene polymers |
| EP0801079A1 (de) * | 1996-04-12 | 1997-10-15 | Shell Internationale Researchmaatschappij B.V. | Verfahren zur Hydrierung konjugierter Dienpolymere und bei diesem Verfahren verwendbare Katalysatorzusammensetzungen |
-
1998
- 1998-08-11 NL NL1009841A patent/NL1009841C2/nl not_active IP Right Cessation
-
1999
- 1999-08-09 AT AT99939623T patent/ATE253084T1/de not_active IP Right Cessation
- 1999-08-09 WO PCT/NL1999/000507 patent/WO2000009576A1/en not_active Ceased
- 1999-08-09 AU AU53880/99A patent/AU5388099A/en not_active Abandoned
- 1999-08-09 DE DE69912465T patent/DE69912465T2/de not_active Expired - Lifetime
- 1999-08-09 EP EP99939623A patent/EP1114068B1/de not_active Expired - Lifetime
- 1999-08-09 ES ES99939623T patent/ES2211140T3/es not_active Expired - Lifetime
- 1999-08-09 JP JP2000565019A patent/JP4752112B2/ja not_active Expired - Lifetime
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4221872A (en) * | 1977-11-28 | 1980-09-09 | Ici Australia Limited | Process for removing unsaturation from ion exchange resins containing unquaternized amino groups by hydrogenation with imine |
| JPS5645907A (en) * | 1979-09-21 | 1981-04-25 | Nippon Peroxide Co Ltd | Epoxidation of polybutadiene |
| US4452950A (en) * | 1983-02-22 | 1984-06-05 | The Goodyear Tire & Rubber Company | Process for hydrogenation of carbon-carbon double bonds in an unsaturated polymer in latex form |
| DE3520103A1 (de) * | 1985-06-05 | 1986-12-11 | Basf Ag, 6700 Ludwigshafen | Verfahren zur behandlung von katalysatoren und/oder rueckstaende von initiatoren enthaltenden polymerisaten oder deren loesungen |
| WO1991006579A1 (en) * | 1989-11-06 | 1991-05-16 | Olin Corporation | Process for producing a gel-free coagulated rubber with low ethylenic unsaturation |
| US5314967A (en) * | 1993-08-24 | 1994-05-24 | Bridgestone/Firestone, Inc. | Process and isomerizing agent for isomerizing partially hydrogenated diene polymers |
| EP0801079A1 (de) * | 1996-04-12 | 1997-10-15 | Shell Internationale Researchmaatschappij B.V. | Verfahren zur Hydrierung konjugierter Dienpolymere und bei diesem Verfahren verwendbare Katalysatorzusammensetzungen |
Non-Patent Citations (3)
| Title |
|---|
| D. K. PARKER: "A NEW PROCESS FOR THE PREPARATION OF HIGHLY SATURATED NITRILE RUBBER IN LATEX FORM.", RUBBER CHEMISTRY AND TECHNOLOGY, vol. 65, no. 1, March 1992 (1992-03-01), OHIO, US, pages 245 - 258, XP000271010 * |
| PATENT ABSTRACTS OF JAPAN vol. 005, no. 106 (C - 062) 10 July 1981 (1981-07-10) * |
| T. YOSOMIYA: "METALLIZATION OF POLYACRYLONITRILE BY REDUCTION OF POLYMER-INCORPORATED METAL IONS.", ANGEWANDTE MAKROMOLEKULARE CHEMIE: APPLIED MACROMOLECULAR CHEMISTRY AND PHYSICS, vol. 197, no. 3400, May 1992 (1992-05-01), BASEL, CH, pages 49 - 58, XP000274695 * |
Also Published As
| Publication number | Publication date |
|---|---|
| AU5388099A (en) | 2000-03-06 |
| ATE253084T1 (de) | 2003-11-15 |
| EP1114068A1 (de) | 2001-07-11 |
| DE69912465D1 (de) | 2003-12-04 |
| EP1114068B1 (de) | 2003-10-29 |
| JP2002522603A (ja) | 2002-07-23 |
| JP4752112B2 (ja) | 2011-08-17 |
| WO2000009576A1 (en) | 2000-02-24 |
| ES2211140T3 (es) | 2004-07-01 |
| DE69912465T2 (de) | 2004-08-19 |
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| PD2B | A search report has been drawn up | ||
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