TW462981B - Radiation curable coating compositions - Google Patents
Radiation curable coating compositions Download PDFInfo
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- TW462981B TW462981B TW086105197A TW86105197A TW462981B TW 462981 B TW462981 B TW 462981B TW 086105197 A TW086105197 A TW 086105197A TW 86105197 A TW86105197 A TW 86105197A TW 462981 B TW462981 B TW 462981B
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- 230000005855 radiation Effects 0.000 title claims abstract description 24
- 239000008199 coating composition Substances 0.000 title claims description 9
- 239000000203 mixture Substances 0.000 claims abstract description 85
- 239000002253 acid Substances 0.000 claims abstract description 49
- 238000006243 chemical reaction Methods 0.000 claims abstract description 35
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 27
- 229930195729 fatty acid Natural products 0.000 claims abstract description 27
- 239000000194 fatty acid Substances 0.000 claims abstract description 27
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 26
- 239000004593 Epoxy Substances 0.000 claims abstract description 20
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 15
- 238000000576 coating method Methods 0.000 claims abstract description 14
- 229920002647 polyamide Polymers 0.000 claims abstract description 13
- 239000000758 substrate Substances 0.000 claims abstract description 12
- 239000004952 Polyamide Substances 0.000 claims abstract description 11
- 239000003085 diluting agent Substances 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 9
- 239000011248 coating agent Substances 0.000 claims abstract description 8
- 238000002360 preparation method Methods 0.000 claims abstract description 6
- 150000001735 carboxylic acids Chemical class 0.000 claims abstract description 5
- 239000007789 gas Substances 0.000 claims description 44
- 239000003921 oil Substances 0.000 claims description 24
- 235000019198 oils Nutrition 0.000 claims description 24
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 23
- -1 alkylene glycols Chemical class 0.000 claims description 22
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 21
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 17
- 238000011049 filling Methods 0.000 claims description 17
- 229920000768 polyamine Polymers 0.000 claims description 16
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 15
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 13
- 150000001412 amines Chemical class 0.000 claims description 12
- 230000002079 cooperative effect Effects 0.000 claims description 12
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- 239000003549 soybean oil Substances 0.000 claims description 7
- 235000012424 soybean oil Nutrition 0.000 claims description 7
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- 238000006116 polymerization reaction Methods 0.000 claims description 6
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- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 claims description 5
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- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 4
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- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 3
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- 125000001931 aliphatic group Chemical group 0.000 claims description 3
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- 235000019483 Peanut oil Nutrition 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000000312 peanut oil Substances 0.000 claims description 2
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- 125000004432 carbon atom Chemical group C* 0.000 claims 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 2
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims 1
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- 235000013772 propylene glycol Nutrition 0.000 claims 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 31
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- PUGOMSLRUSTQGV-UHFFFAOYSA-N 2,3-di(prop-2-enoyloxy)propyl prop-2-enoate Chemical compound C=CC(=O)OCC(OC(=O)C=C)COC(=O)C=C PUGOMSLRUSTQGV-UHFFFAOYSA-N 0.000 description 13
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 description 12
- 125000003118 aryl group Chemical group 0.000 description 12
- 239000000454 talc Substances 0.000 description 12
- 229910052623 talc Inorganic materials 0.000 description 12
- 239000000178 monomer Substances 0.000 description 11
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 10
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- 239000000126 substance Substances 0.000 description 10
- 238000005886 esterification reaction Methods 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 230000001588 bifunctional effect Effects 0.000 description 8
- 230000032050 esterification Effects 0.000 description 8
- 239000003112 inhibitor Substances 0.000 description 8
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- FHLPGTXWCFQMIU-UHFFFAOYSA-N [4-[2-(4-prop-2-enoyloxyphenyl)propan-2-yl]phenyl] prop-2-enoate Chemical compound C=1C=C(OC(=O)C=C)C=CC=1C(C)(C)C1=CC=C(OC(=O)C=C)C=C1 FHLPGTXWCFQMIU-UHFFFAOYSA-N 0.000 description 7
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- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/04—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polycarbonamides, polyesteramides or polyimides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
- C08L63/10—Epoxy resins modified by unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
- C08L77/08—Polyamides derived from polyamines and polycarboxylic acids from polyamines and polymerised unsaturated fatty acids
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Epoxy Resins (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/631,291 US5804671A (en) | 1996-04-08 | 1996-04-08 | Radiation curable rheology modifiers |
| US08/636,298 US5889076A (en) | 1996-04-08 | 1996-04-23 | Radiation curable rheology modifiers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW462981B true TW462981B (en) | 2001-11-11 |
Family
ID=27091345
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW086105197A TW462981B (en) | 1996-04-08 | 1997-04-22 | Radiation curable coating compositions |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US5889076A (enExample) |
| EP (1) | EP0894097A4 (enExample) |
| JP (1) | JP3957085B2 (enExample) |
| AU (1) | AU725260B2 (enExample) |
| TW (1) | TW462981B (enExample) |
| WO (1) | WO1997038022A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI421301B (zh) * | 2006-12-26 | 2014-01-01 | Jnc Corp | 熱固性樹脂組成物以及固化膜 |
| TWI470043B (zh) * | 2009-02-27 | 2015-01-21 | Ppg Ind Ohio Inc | 衍生自生質之輻射可固化液體塗料 |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6239189B1 (en) * | 1997-04-01 | 2001-05-29 | Henkel Corporation | Radiation-polymerizable composition and printing inks containing same |
| US6211308B1 (en) * | 1998-08-20 | 2001-04-03 | Henkel Corporation | Method for coating a textile |
| US6225389B1 (en) * | 1998-08-20 | 2001-05-01 | Henkel Corp. | Screen coating composition and method for applying same |
| US6316517B1 (en) | 1999-08-20 | 2001-11-13 | Cognis Corporation | Radiation-polymerizable composition, flushing and grinding vehicle containing same |
| BR0212501A (pt) * | 2001-09-12 | 2004-08-24 | Dow Global Technologies Inc | ésteres hidróxi-funcionais tendo grupos acrilato-funcionais terminais |
| US6809127B2 (en) | 2001-10-04 | 2004-10-26 | Cognis Corporation | Radiation curable compositions with enhanced adhesion |
| CN100460963C (zh) * | 2003-05-21 | 2009-02-11 | 日本化药株式会社 | 液晶用密封剂和使用该密封剂制造的液晶显示单元 |
| EP1630594B1 (en) | 2003-05-21 | 2009-07-08 | Nippon Kayaku Kabushiki Kaisha | Sealant for liquid crystal and liquid-crystal display cell made with the same |
| JP2008509918A (ja) * | 2004-08-10 | 2008-04-03 | バッテル メモリアル インスティテュート | 植物及び動物の油脂から誘導した潤滑剤 |
| US7714040B2 (en) * | 2005-11-30 | 2010-05-11 | Xerox Corporation | Phase change inks containing curable amide gellant compounds |
| US7632546B2 (en) * | 2005-11-30 | 2009-12-15 | Xerox Corporation | Radiation curable phase change inks containing gellants |
| US7276614B2 (en) * | 2005-11-30 | 2007-10-02 | Xerox Corporation | Curable amide gellant compounds |
| US7625956B2 (en) * | 2005-11-30 | 2009-12-01 | Xerox Corporation | Phase change inks containing photoinitiator with phase change properties and gellant affinity |
| US7259275B2 (en) * | 2005-11-30 | 2007-08-21 | Xerox Corporation | Method for preparing curable amide gellant compounds |
| US7271284B2 (en) * | 2005-11-30 | 2007-09-18 | Xerox Corporation | Process for making curable amide gellant compounds |
| US7563489B2 (en) * | 2005-11-30 | 2009-07-21 | Xerox Corporation | Radiation curable phase change inks containing curable epoxy-polyamide composite gellants |
| US7279587B2 (en) * | 2005-11-30 | 2007-10-09 | Xerox Corporation | Photoinitiator with phase change properties and gellant affinity |
| US7820731B2 (en) * | 2005-12-15 | 2010-10-26 | Xerox Corporation | Radiation curable inks |
| US8500895B2 (en) | 2006-05-22 | 2013-08-06 | Marken-Imaje Corporation | Methods of marking and related structures and compositions |
| US8142557B2 (en) * | 2006-06-28 | 2012-03-27 | Xerox Corporation | Radiation curable ink containing gellant and radiation curable wax |
| US7887176B2 (en) * | 2006-06-28 | 2011-02-15 | Xerox Corporation | Imaging on flexible packaging substrates |
| US7531582B2 (en) * | 2006-08-23 | 2009-05-12 | Xerox Corporation | Radiation curable phase change inks containing curable epoxy-polyamide composite gellants |
| US20090136681A1 (en) * | 2007-11-28 | 2009-05-28 | Xerox Corporation | Phase Change Curable Inks |
| US8152290B2 (en) | 2008-11-26 | 2012-04-10 | Xerox Corporation | Customization of curable ink prints by molding |
| EP2493998A4 (en) * | 2009-10-27 | 2018-01-10 | Henkel IP & Holding GmbH | Thermal interface material with epoxidized nutshell oil |
| US8853293B2 (en) * | 2009-12-18 | 2014-10-07 | Xerox Corporation | Curable solid ink compositions |
| US20110152396A1 (en) * | 2009-12-18 | 2011-06-23 | Xerox Corporation | Curable Solid Overcoat Compositions |
| US8449095B2 (en) | 2010-07-13 | 2013-05-28 | Xerox Corporation | Radiation curable solid ink compositions suitable for transfuse printing applications |
| US9944800B2 (en) | 2014-10-24 | 2018-04-17 | Empire Technology Development Llc | UV curable hydrophilic coatings |
| EP4139375A1 (en) * | 2020-04-21 | 2023-03-01 | Ingevity South Carolina, LLC | Polymerizable thermosetting resins from tall oil |
| CN113429679B (zh) * | 2021-07-20 | 2022-09-02 | 汕头市三马塑胶制品有限公司 | 一种新型绿色环保高熔体强度聚丙烯及其制备方法 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2569502A (en) * | 1945-02-07 | 1951-10-02 | Swern Daniel | Epoxidized oils |
| US2736609A (en) * | 1950-10-04 | 1956-02-28 | Du Pont | Bristle feeding and cutting machine |
| US2824851A (en) * | 1953-08-24 | 1958-02-25 | Minnesota Mining & Mfg | Acrylic acid derivatives of epoxide resins and method of curing same |
| US3066112A (en) * | 1959-01-30 | 1962-11-27 | Rafael L Bowen | Dental filling material comprising vinyl silane treated fused silica and a binder consisting of the reaction product of bis phenol and glycidyl acrylate |
| US3179623A (en) * | 1959-01-30 | 1965-04-20 | Rafael L Bowen | Method of preparing a monomer having phenoxy and methacrylate groups linked by hydroxy glyceryl groups |
| US3317465A (en) * | 1963-06-26 | 1967-05-02 | Robertson Co H H | Combination catalyst-inhibitor for betahydroxy carboxylic esters |
| US3377406A (en) * | 1963-12-16 | 1968-04-09 | Shell Oil Co | Process of esterification of polyepoxides with ethylenically unsaturated monocarboxylic acids in the presence of onium salts of inorganic acids |
| BE758702A (fr) * | 1969-11-10 | 1971-05-10 | Ciba Geigy | Preparations contenant des produits de reaction obtenus a partir d'epoxydes, d'acides gras polymeres et de polyamides basiques,leur procede d'obtention et leur emploi |
| JPS4823557B1 (enExample) * | 1970-09-14 | 1973-07-14 | ||
| US4218294A (en) * | 1973-09-24 | 1980-08-19 | Design Cote Corp. | Radiation curable coating composition |
| GB1564543A (en) * | 1976-08-07 | 1980-04-10 | Dennison Mfg Co | Radiation curable coatings |
| JPS5523143A (en) * | 1978-08-07 | 1980-02-19 | Asahi Chem Ind Co Ltd | Cold-setting resin composition |
| US4477610A (en) * | 1980-12-23 | 1984-10-16 | Asahi Kasei Kogyo Kabushiki Kaisha | Aqueous dispersion compositions |
| US4540752A (en) * | 1984-02-17 | 1985-09-10 | The Dow Chemical Company | Epoxy coating compositions with improved weatherability |
| US4547562A (en) * | 1984-03-26 | 1985-10-15 | Gus Nichols | Solventless polymeric composition comprising non arylamine, polyacrylate and epoxide |
| US4652492A (en) * | 1985-04-11 | 1987-03-24 | Ppg Industries, Inc. | Use of a polyamide to thicken an amine |
| US4987160A (en) * | 1989-01-31 | 1991-01-22 | Union Camp Corporation | Radiation-curable aminoamide acrylate polymer |
| US4937296A (en) * | 1989-02-28 | 1990-06-26 | The Glidden Company | Epoxy-amine coatings with carboxylic acid thixotropic additive |
| EP0442700B1 (en) * | 1990-02-14 | 1996-01-03 | Union Camp Corporation | Two-component curable hot-melt resin compositions |
| US5204386A (en) * | 1990-11-13 | 1993-04-20 | The Dow Chemical Company | Acrylic-modified epoxy resin adhesive compositions with improved rheological control |
| US5155177A (en) * | 1991-03-18 | 1992-10-13 | Union Camp Corporation | Three component aminoamide acrylate resin compositions |
| NZ243136A (en) * | 1991-08-16 | 1995-06-27 | Rheox Int | Rheological additive comprising the reaction product of a polycarboxylic acid, two different active hydrogen containing compounds and a monocarboxylic capping agent |
-
1996
- 1996-04-23 US US08/636,298 patent/US5889076A/en not_active Expired - Lifetime
-
1997
- 1997-03-27 JP JP53621997A patent/JP3957085B2/ja not_active Expired - Lifetime
- 1997-03-27 AU AU23374/97A patent/AU725260B2/en not_active Ceased
- 1997-03-27 EP EP97916114A patent/EP0894097A4/en not_active Ceased
- 1997-03-27 WO PCT/US1997/004466 patent/WO1997038022A1/en not_active Ceased
- 1997-04-22 TW TW086105197A patent/TW462981B/zh not_active IP Right Cessation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI421301B (zh) * | 2006-12-26 | 2014-01-01 | Jnc Corp | 熱固性樹脂組成物以及固化膜 |
| TWI470043B (zh) * | 2009-02-27 | 2015-01-21 | Ppg Ind Ohio Inc | 衍生自生質之輻射可固化液體塗料 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0894097A1 (en) | 1999-02-03 |
| EP0894097A4 (en) | 2002-05-02 |
| AU725260B2 (en) | 2000-10-12 |
| US5889076A (en) | 1999-03-30 |
| WO1997038022A1 (en) | 1997-10-16 |
| AU2337497A (en) | 1997-10-29 |
| JP3957085B2 (ja) | 2007-08-08 |
| JP2000508362A (ja) | 2000-07-04 |
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Legal Events
| Date | Code | Title | Description |
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| GD4A | Issue of patent certificate for granted invention patent | ||
| MM4A | Annulment or lapse of patent due to non-payment of fees |