NO310360B1 - Fremgangsmate for fremstilling av selvaktiverte polymerpartikler med en smal storrelsesfordeling - Google Patents
Fremgangsmate for fremstilling av selvaktiverte polymerpartikler med en smal storrelsesfordeling Download PDFInfo
- Publication number
- NO310360B1 NO310360B1 NO19970247A NO970247A NO310360B1 NO 310360 B1 NO310360 B1 NO 310360B1 NO 19970247 A NO19970247 A NO 19970247A NO 970247 A NO970247 A NO 970247A NO 310360 B1 NO310360 B1 NO 310360B1
- Authority
- NO
- Norway
- Prior art keywords
- particles
- polymerization
- initiator
- medium
- temperature
- Prior art date
Links
- 239000002245 particle Substances 0.000 title claims description 118
- 238000009826 distribution Methods 0.000 title claims description 33
- 238000000034 method Methods 0.000 title claims description 32
- 229920000642 polymer Polymers 0.000 title claims description 24
- 230000008569 process Effects 0.000 title claims description 16
- 238000006116 polymerization reaction Methods 0.000 claims description 59
- 239000003999 initiator Substances 0.000 claims description 36
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 35
- 239000000178 monomer Substances 0.000 claims description 29
- 238000004519 manufacturing process Methods 0.000 claims description 16
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 16
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 238000003756 stirring Methods 0.000 claims description 13
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 12
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 11
- 229920002554 vinyl polymer Polymers 0.000 claims description 11
- 238000012673 precipitation polymerization Methods 0.000 claims description 7
- 239000002244 precipitate Substances 0.000 claims description 5
- 238000010526 radical polymerization reaction Methods 0.000 claims description 4
- -1 vinyl compound Chemical class 0.000 claims description 4
- 239000004593 Epoxy Substances 0.000 claims description 3
- 229910021529 ammonia Inorganic materials 0.000 claims description 3
- 239000012986 chain transfer agent Substances 0.000 claims description 3
- 125000003700 epoxy group Chemical group 0.000 claims description 3
- 229910000069 nitrogen hydride Inorganic materials 0.000 claims description 3
- 230000006911 nucleation Effects 0.000 claims description 3
- 238000010899 nucleation Methods 0.000 claims description 3
- 239000012190 activator Substances 0.000 claims 6
- 238000007334 copolymerization reaction Methods 0.000 claims 3
- 230000008020 evaporation Effects 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 239000003495 polar organic solvent Substances 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 69
- 239000000203 mixture Substances 0.000 description 37
- 239000002609 medium Substances 0.000 description 20
- 239000003381 stabilizer Substances 0.000 description 17
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 14
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 14
- 238000012674 dispersion polymerization Methods 0.000 description 13
- 239000012299 nitrogen atmosphere Substances 0.000 description 13
- 230000008961 swelling Effects 0.000 description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 11
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 11
- 229920003081 Povidone K 30 Polymers 0.000 description 9
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 9
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 9
- 239000012798 spherical particle Substances 0.000 description 8
- 230000007306 turnover Effects 0.000 description 8
- XJOBOFWTZOKMOH-UHFFFAOYSA-N decanoyl decaneperoxoate Chemical compound CCCCCCCCCC(=O)OOC(=O)CCCCCCCCC XJOBOFWTZOKMOH-UHFFFAOYSA-N 0.000 description 6
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 150000002978 peroxides Chemical class 0.000 description 4
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 4
- 239000012429 reaction media Substances 0.000 description 4
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 3
- BCRQVSRWRCLQRV-UHFFFAOYSA-N 1,2-dichloroethane;hydrate Chemical compound O.ClCCCl BCRQVSRWRCLQRV-UHFFFAOYSA-N 0.000 description 3
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
- SRSFOMHQIATOFV-UHFFFAOYSA-N octanoyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(=O)CCCCCCC SRSFOMHQIATOFV-UHFFFAOYSA-N 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- OWHSTLLOZWTNTQ-UHFFFAOYSA-N 2-ethylhexyl 2-sulfanylacetate Chemical compound CCCCC(CC)COC(=O)CS OWHSTLLOZWTNTQ-UHFFFAOYSA-N 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229960005070 ascorbic acid Drugs 0.000 description 2
- 235000010323 ascorbic acid Nutrition 0.000 description 2
- 239000011668 ascorbic acid Substances 0.000 description 2
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000005345 coagulation Methods 0.000 description 2
- 230000015271 coagulation Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 238000010557 suspension polymerization reaction Methods 0.000 description 2
- 238000007056 transamidation reaction Methods 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 241001093575 Alma Species 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 230000009435 amidation Effects 0.000 description 1
- 238000007112 amidation reaction Methods 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910001431 copper ion Inorganic materials 0.000 description 1
- JZCCFEFSEZPSOG-UHFFFAOYSA-L copper(II) sulfate pentahydrate Chemical compound O.O.O.O.O.[Cu+2].[O-]S([O-])(=O)=O JZCCFEFSEZPSOG-UHFFFAOYSA-L 0.000 description 1
- 239000007771 core particle Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000003018 immunoassay Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000010647 peptide synthesis reaction Methods 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003140 primary amides Chemical class 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000010420 shell particle Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- CMQCNTNASCDNGR-UHFFFAOYSA-N toluene;hydrate Chemical compound O.CC1=CC=CC=C1 CMQCNTNASCDNGR-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 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
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/04—Polymerisation in solution
- C08F2/06—Organic solvent
Landscapes
- 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)
- Polymerisation Methods In General (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NO19970247A NO310360B1 (no) | 1997-01-20 | 1997-01-20 | Fremgangsmate for fremstilling av selvaktiverte polymerpartikler med en smal storrelsesfordeling |
| AU58861/98A AU5886198A (en) | 1997-01-20 | 1998-01-16 | Self-activated polymer particles with a narrow size distribution and pr ocedure for production thereof |
| ES98902303T ES2189129T3 (es) | 1997-01-20 | 1998-01-16 | Particulas de polimereo auto-activadas con estrecha distribucion de tamaño y procedimiento para su preparacion. |
| US09/341,260 US6346592B1 (en) | 1997-01-20 | 1998-01-16 | Self-activated polymer particles with a narrow size distribution and procedure for production thereof |
| PT98902303T PT954538E (pt) | 1997-01-20 | 1998-01-16 | Particulas de polimero auto-activadas com estreita distribuicao de tamanhos e procedimento para a sua producao |
| PCT/NO1998/000016 WO1998031714A1 (en) | 1997-01-20 | 1998-01-16 | Self-activated polymer particles with a narrow size distribution and procedure for production thereof |
| DE69809885T DE69809885T2 (de) | 1997-01-20 | 1998-01-16 | Selbstaktivierte polymerpartikel mit enger grössenverteilung und verfahren zu ihrer herstellung |
| EP98902303A EP0954538B1 (en) | 1997-01-20 | 1998-01-16 | Self-activated polymer particles with a narrow size distribution and procedure for production thereof |
| JP53418198A JP4009752B2 (ja) | 1997-01-20 | 1998-01-16 | 狭い粒径分布を有する自己活性化ポリマー粒子及びその製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NO19970247A NO310360B1 (no) | 1997-01-20 | 1997-01-20 | Fremgangsmate for fremstilling av selvaktiverte polymerpartikler med en smal storrelsesfordeling |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO970247D0 NO970247D0 (no) | 1997-01-20 |
| NO970247L NO970247L (no) | 1998-07-21 |
| NO310360B1 true NO310360B1 (no) | 2001-06-25 |
Family
ID=19900280
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19970247A NO310360B1 (no) | 1997-01-20 | 1997-01-20 | Fremgangsmate for fremstilling av selvaktiverte polymerpartikler med en smal storrelsesfordeling |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US6346592B1 (es) |
| EP (1) | EP0954538B1 (es) |
| JP (1) | JP4009752B2 (es) |
| AU (1) | AU5886198A (es) |
| DE (1) | DE69809885T2 (es) |
| ES (1) | ES2189129T3 (es) |
| NO (1) | NO310360B1 (es) |
| PT (1) | PT954538E (es) |
| WO (1) | WO1998031714A1 (es) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NO310561B1 (no) * | 1999-09-13 | 2001-07-23 | Polymers Holding As | Ett trinns seed polymerisasjon for fremstilling av store polymerartikler med en smal storrelsesfordeling |
| US6903175B2 (en) * | 2001-03-26 | 2005-06-07 | Shipley Company, L.L.C. | Polymer synthesis and films therefrom |
| NO315947B1 (no) * | 2001-08-31 | 2003-11-17 | Polymers Holding As | Anvendelse av sfaeriske og monodisperse polymerpartikler i rengjoringsmidler, og slike rengjoringsmidler |
| TW583830B (en) * | 2002-11-04 | 2004-04-11 | Potrans Electrical Corp Ltd | Converter with active LC shock absorbing circuit |
| NO20041205L (no) * | 2004-03-22 | 2005-09-23 | Polymers Holding As | Lagringsstabile polymer-oligomer partikler og anvendelse av disse i seed polymerisasjon |
| EP2295473B1 (en) * | 2005-09-16 | 2016-12-28 | Rohm and Haas Company | Swellable particles |
| KR100812671B1 (ko) | 2007-03-16 | 2008-03-13 | 인하대학교 산학협력단 | 새로운 반응용매를 사용한 침전중합으로 가교된 폴리스티렌입자를 제조하는 방법 |
| JP5184805B2 (ja) * | 2007-03-29 | 2013-04-17 | 積水化成品工業株式会社 | ポリマー微粒子の製造方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0651728B2 (ja) | 1985-03-22 | 1994-07-06 | 日本合成ゴム株式会社 | 重合体粒子の製造方法 |
| DE3576745D1 (de) * | 1985-09-10 | 1990-04-26 | Agfa Gevaert Nv | Fluessige elektrophoretische entwicklerzusammensetzung. |
| US5059659A (en) * | 1987-05-29 | 1991-10-22 | Harry P. Gregor | Surface treatments to impart hydrophilicity |
| US4962170A (en) | 1989-08-31 | 1990-10-09 | Dow Corning Corporation | Method of making highly absorptive polymers |
| US4962133A (en) * | 1989-09-05 | 1990-10-09 | Dow Corning Corporation | Method of making highly adsorptive copolymers |
| GB2244713A (en) | 1990-06-07 | 1991-12-11 | Dow Italia | Copolymer beads of a monovinyl aromatic monomer and monomer containing two active vinyl groups and process for its preparation |
| JP3234611B2 (ja) | 1991-06-21 | 2001-12-04 | 株式会社リコー | 重合体粒子の製造方法 |
| DE4142573A1 (de) * | 1991-12-21 | 1993-06-24 | Basf Ag | Poly(meth)acrylimide mit unterschiedlicher n-substitution |
| JP3245822B2 (ja) | 1992-03-23 | 2002-01-15 | 三菱レイヨン株式会社 | 分散性の優れた重合体微粒子の製造方法 |
| US5412048A (en) | 1993-07-26 | 1995-05-02 | General Electric Company | Process for producing cross-linked monodispersed polymeric particles |
| US5677407A (en) | 1995-06-07 | 1997-10-14 | Amcol International Corporation | Process for producing an oil sorbent polymer and the product thereof |
| DE4446366A1 (de) | 1994-12-23 | 1996-06-27 | Roehm Gmbh | Verfahren zur Herstellung von Polymethacrylat-Teilchen |
| JP3622187B2 (ja) * | 1995-09-26 | 2005-02-23 | Ｊｓｒ株式会社 | ポリ−α−アミノ酸粒子の製造方法 |
| NO308414B1 (no) * | 1996-04-23 | 2000-09-11 | Polymers Holding As | Fremgangsmate for fremstilling av PVC-partikler, anvendelse av PVC-partiklene, samt PVC-partiklene som sadan |
-
1997
- 1997-01-20 NO NO19970247A patent/NO310360B1/no unknown
-
1998
- 1998-01-16 DE DE69809885T patent/DE69809885T2/de not_active Expired - Fee Related
- 1998-01-16 PT PT98902303T patent/PT954538E/pt unknown
- 1998-01-16 JP JP53418198A patent/JP4009752B2/ja not_active Expired - Fee Related
- 1998-01-16 WO PCT/NO1998/000016 patent/WO1998031714A1/en active IP Right Grant
- 1998-01-16 US US09/341,260 patent/US6346592B1/en not_active Expired - Fee Related
- 1998-01-16 ES ES98902303T patent/ES2189129T3/es not_active Expired - Lifetime
- 1998-01-16 EP EP98902303A patent/EP0954538B1/en not_active Expired - Lifetime
- 1998-01-16 AU AU58861/98A patent/AU5886198A/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO1998031714A1 (en) | 1998-07-23 |
| JP2001518125A (ja) | 2001-10-09 |
| EP0954538A1 (en) | 1999-11-10 |
| PT954538E (pt) | 2003-04-30 |
| NO970247D0 (no) | 1997-01-20 |
| US6346592B1 (en) | 2002-02-12 |
| DE69809885T2 (de) | 2003-09-11 |
| EP0954538B1 (en) | 2002-12-04 |
| NO970247L (no) | 1998-07-21 |
| AU5886198A (en) | 1998-08-07 |
| ES2189129T3 (es) | 2003-07-01 |
| DE69809885D1 (de) | 2003-01-16 |
| JP4009752B2 (ja) | 2007-11-21 |
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