JP4458683B2 - 色が改善された水素化ポリマーを調製する方法 - Google Patents
色が改善された水素化ポリマーを調製する方法 Download PDFInfo
- Publication number
- JP4458683B2 JP4458683B2 JP2000616249A JP2000616249A JP4458683B2 JP 4458683 B2 JP4458683 B2 JP 4458683B2 JP 2000616249 A JP2000616249 A JP 2000616249A JP 2000616249 A JP2000616249 A JP 2000616249A JP 4458683 B2 JP4458683 B2 JP 4458683B2
- Authority
- JP
- Japan
- Prior art keywords
- polymer
- cement
- catalyst
- solution
- hydrogenated
- 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.)
- Expired - Fee Related
Links
- 229920000642 polymer Polymers 0.000 title claims description 64
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000003054 catalyst Substances 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 30
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 28
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 26
- 239000000243 solution Substances 0.000 claims description 20
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 18
- 238000005984 hydrogenation reaction Methods 0.000 claims description 17
- 150000001340 alkali metals Chemical class 0.000 claims description 13
- 229910021529 ammonia Inorganic materials 0.000 claims description 13
- 239000001569 carbon dioxide Substances 0.000 claims description 13
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 13
- 229910052751 metal Inorganic materials 0.000 claims description 13
- 239000002184 metal Substances 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 229910052783 alkali metal Inorganic materials 0.000 claims description 12
- 229910001868 water Inorganic materials 0.000 claims description 12
- 229910052759 nickel Inorganic materials 0.000 claims description 9
- 229910017052 cobalt Inorganic materials 0.000 claims description 8
- 239000010941 cobalt Substances 0.000 claims description 8
- 150000007522 mineralic acids Chemical class 0.000 claims description 8
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 150000001993 dienes Chemical class 0.000 claims description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 6
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 5
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 5
- 239000003999 initiator Substances 0.000 claims description 5
- 229920006318 anionic polymer Polymers 0.000 claims description 4
- 229910052744 lithium Inorganic materials 0.000 claims description 4
- 229910052742 iron Inorganic materials 0.000 claims description 3
- 229910052763 palladium Inorganic materials 0.000 claims description 3
- 239000004568 cement Substances 0.000 description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
- 239000011414 polymer cement Substances 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- 239000008346 aqueous phase Substances 0.000 description 7
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 5
- -1 cobalt carboxylate Chemical class 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 4
- 230000032683 aging Effects 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 2
- 239000003508 Dilauryl thiodipropionate Substances 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000005587 bubbling Effects 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 235000019304 dilauryl thiodipropionate Nutrition 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000002815 homogeneous catalyst Substances 0.000 description 2
- 239000012442 inert solvent Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- UVPKUTPZWFHAHY-UHFFFAOYSA-L 2-ethylhexanoate;nickel(2+) Chemical compound [Ni+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O UVPKUTPZWFHAHY-UHFFFAOYSA-L 0.000 description 1
- ROGIWVXWXZRRMZ-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical class CC(=C)C=C.C=CC1=CC=CC=C1 ROGIWVXWXZRRMZ-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- ALZKMIXVOXRDNL-UHFFFAOYSA-K aluminum 7,7-dimethyloctanoate Chemical compound [Al+3].CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O ALZKMIXVOXRDNL-UHFFFAOYSA-K 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 238000004255 ion exchange chromatography Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 238000005272 metallurgy Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 238000010094 polymer processing Methods 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920005629 polypropylene homopolymer Polymers 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920006132 styrene block copolymer Polymers 0.000 description 1
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 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
- C08C2/00—Treatment of rubber solutions
- C08C2/02—Purification
- C08C2/04—Removal of catalyst residues
-
- 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- General 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)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13290399P | 1999-05-06 | 1999-05-06 | |
| US60/132,903 | 1999-05-06 | ||
| PCT/EP2000/004307 WO2000068278A2 (en) | 1999-05-06 | 2000-05-04 | Process to prepare hydrogenated polymers with improved colour |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002544295A JP2002544295A (ja) | 2002-12-24 |
| JP2002544295A5 JP2002544295A5 (enExample) | 2007-06-28 |
| JP4458683B2 true JP4458683B2 (ja) | 2010-04-28 |
Family
ID=22456102
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000616249A Expired - Fee Related JP4458683B2 (ja) | 1999-05-06 | 2000-05-04 | 色が改善された水素化ポリマーを調製する方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6222008B1 (enExample) |
| EP (1) | EP1214360B1 (enExample) |
| JP (1) | JP4458683B2 (enExample) |
| AU (1) | AU4405100A (enExample) |
| BR (1) | BR0010291A (enExample) |
| ES (1) | ES2234593T3 (enExample) |
| WO (1) | WO2000068278A2 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MXPA03001649A (es) * | 2000-08-25 | 2004-04-05 | Kraton Polymers Res Bv | Metodo para elaborar copolimeros de bloque selectivamente hidrogenados de hidrocarburos aromaticos de vinilo y dienos conjugados. |
| JP4716602B2 (ja) * | 2001-05-30 | 2011-07-06 | 旭化成ケミカルズ株式会社 | 重合体の脱灰方法 |
| CN1310959C (zh) | 2001-09-21 | 2007-04-18 | 日本瑞翁株式会社 | 共轭二烯聚合物氢化方法、氢化催化剂体系和碱性共轭二烯聚合物组合物 |
| AU2003247954A1 (en) * | 2002-07-10 | 2004-01-23 | Kraton Polymers Research B.V. | Improved wash process for hydrogenated polymers |
| IL156870A0 (en) | 2003-07-10 | 2004-02-08 | Carmel Olefines Ltd | Process for making thermoplastic vulcanizates |
| KR101049938B1 (ko) * | 2006-11-07 | 2011-07-15 | 주식회사 엘지화학 | 고분자 용액 내 포함된 촉매 잔사 제거 방법 및 이에 의해정제된 고분자 |
| CN102224129B (zh) * | 2008-10-06 | 2015-02-11 | 联合碳化化学品及塑料技术公司 | 制备乙撑胺的方法 |
| US8124808B2 (en) * | 2008-10-06 | 2012-02-28 | Union Carbide Chemicals & Plastics Technology Llc | Transalkoxylation of nucleophilic compounds |
| CN102239002B (zh) | 2008-10-06 | 2013-10-30 | 联合碳化化学品及塑料技术公司 | 低金属负载的氧化铝载体的催化剂组合物和氨基化方法 |
| JP5612583B2 (ja) * | 2008-10-06 | 2014-10-22 | ダウ グローバル テクノロジーズ エルエルシー | エチレンオキサイド及びアンモニアからのエタノールアミン及びエチレンアミンの製造方法並びに関連方法 |
| JP5480276B2 (ja) * | 2008-10-06 | 2014-04-23 | ユニオン カーバイド ケミカルズ アンド プラスティックス テクノロジー エルエルシー | 担体として酸性混合金属酸化物を含む低金属（ニッケル及びレニウム）触媒組成物 |
| JP5774991B2 (ja) | 2008-10-06 | 2015-09-09 | ユニオン カーバイド ケミカルズ アンド プラスティックス テクノロジー エルエルシー | 不均一触媒系上でのエチレンジアミン（ｅｄａ）及び他のエチレンアミンの連続アミノ交換反応による、ジエチレントリアミン（ｄｅｔａ）又は他の望ましいエチレンアミンの選択的製造プロセス |
| EP2356095B2 (en) | 2008-10-06 | 2017-09-27 | Union Carbide Chemicals & Plastics Technology LLC | Methods of making cyclic, n-amino functional triamines |
| US9783486B2 (en) | 2013-12-02 | 2017-10-10 | Dow Global Technologies Llc | Preparation of high molecular weight, branched, acyclic polyalkyleneamines and mixtures thereof |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2063158A (en) * | 1936-03-19 | 1936-12-08 | Du Pont | Resins containing nitrogen |
| GB1067483A (en) * | 1963-03-22 | 1967-05-03 | Eastman Kodak Co | Improvements in and relating to polymers |
| US4098991A (en) | 1975-09-12 | 1978-07-04 | The Firestone Tire & Rubber Company | Removal of catalytic residues from hydrogenated thermoplastic or elastomeric polymers |
| US4028485A (en) | 1976-01-29 | 1977-06-07 | Mobil Oil Corporation | Non-aqueous removal of soluble hydrogenation catalyst |
| DE2748884C2 (de) * | 1977-11-02 | 1982-05-19 | Basf Ag, 6700 Ludwigshafen | Verfahren zur katalytischen Hydrierung von Polymerisaten konjugierter Diene |
| US4278506A (en) | 1979-12-21 | 1981-07-14 | Phillips Petroleum Company | Polymer solution purification |
| US4471099A (en) | 1983-03-07 | 1984-09-11 | Phillips Petroleum Company | Treatment of a hydrogenated polymer solution after hydrogenation catalyst removal to improve subsequent lithiation reaction |
| US4595749A (en) | 1984-11-23 | 1986-06-17 | Shell Oil Company | Direct removal of NI catalysts |
| JP3063908B2 (ja) * | 1989-03-13 | 2000-07-12 | ザ ダウ ケミカル カンパニー | アニオン重合によるポリマーの製造方法 |
| US4970265A (en) * | 1989-03-27 | 1990-11-13 | Shell Oil Company | Functionalized polymers and process for modifying unsaturated polymers |
| US5281696A (en) * | 1992-12-07 | 1994-01-25 | Shell Oil Company | Removal of hydrogenation catalyst from polymer solutions by trialkyl aluminum precipitation |
| US6177521B1 (en) * | 1994-11-17 | 2001-01-23 | Shell Oil Company | Hydrogenation of polymers |
| USH1956H1 (en) * | 1997-07-23 | 2001-04-03 | Shell Oil Company | Enhanced hydrogenation catalyst removal from block copolymers by reduction in polymer cement viscosity by increasing the vinyl content of the block copolymers |
| US6207795B1 (en) * | 1998-08-31 | 2001-03-27 | Shell Oil Company | Removal of hydrogenation catalyst from polymer solutions by treatment with ammonia and carbon dioxide |
-
2000
- 2000-03-02 US US09/518,437 patent/US6222008B1/en not_active Expired - Fee Related
- 2000-05-04 WO PCT/EP2000/004307 patent/WO2000068278A2/en not_active Ceased
- 2000-05-04 JP JP2000616249A patent/JP4458683B2/ja not_active Expired - Fee Related
- 2000-05-04 ES ES00925280T patent/ES2234593T3/es not_active Expired - Lifetime
- 2000-05-04 EP EP00925280A patent/EP1214360B1/en not_active Expired - Lifetime
- 2000-05-04 AU AU44051/00A patent/AU4405100A/en not_active Abandoned
- 2000-05-04 BR BR0010291-1A patent/BR0010291A/pt not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US6222008B1 (en) | 2001-04-24 |
| BR0010291A (pt) | 2002-01-15 |
| WO2000068278A2 (en) | 2000-11-16 |
| EP1214360A2 (en) | 2002-06-19 |
| EP1214360B1 (en) | 2005-03-09 |
| ES2234593T3 (es) | 2005-07-01 |
| JP2002544295A (ja) | 2002-12-24 |
| WO2000068278A3 (en) | 2002-04-11 |
| AU4405100A (en) | 2000-11-21 |
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