JP3783732B2 - 生分解性高分子量脂肪族ポリエステルの製造方法 - Google Patents
生分解性高分子量脂肪族ポリエステルの製造方法 Download PDFInfo
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- JP3783732B2 JP3783732B2 JP08073993A JP8073993A JP3783732B2 JP 3783732 B2 JP3783732 B2 JP 3783732B2 JP 08073993 A JP08073993 A JP 08073993A JP 8073993 A JP8073993 A JP 8073993A JP 3783732 B2 JP3783732 B2 JP 3783732B2
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- aliphatic
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- aliphatic polyester
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- 238000000034 method Methods 0.000 title claims description 9
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- 125000001931 aliphatic group Chemical group 0.000 claims description 39
- 238000006243 chemical reaction Methods 0.000 claims description 33
- 150000008064 anhydrides Chemical class 0.000 claims description 27
- 229920000728 polyester Polymers 0.000 claims description 26
- 229910052698 phosphorus Inorganic materials 0.000 claims description 19
- 239000011574 phosphorus Substances 0.000 claims description 19
- 239000003054 catalyst Substances 0.000 claims description 18
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 18
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 16
- 239000002253 acid Substances 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 14
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- 238000004519 manufacturing process Methods 0.000 claims description 12
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- ADRNSOYXKABLGT-UHFFFAOYSA-N 8-methylnonyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCC(C)C)OC1=CC=CC=C1 ADRNSOYXKABLGT-UHFFFAOYSA-N 0.000 description 3
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- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
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- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 3
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- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 3
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- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 description 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 2
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
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- 125000000217 alkyl group Chemical group 0.000 description 2
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- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
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- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
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- SXXILWLQSQDLDL-UHFFFAOYSA-N bis(8-methylnonyl) phenyl phosphite Chemical compound CC(C)CCCCCCCOP(OCCCCCCCC(C)C)OC1=CC=CC=C1 SXXILWLQSQDLDL-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- BBJSDUUHGVDNKL-UHFFFAOYSA-J oxalate;titanium(4+) Chemical compound [Ti+4].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O BBJSDUUHGVDNKL-UHFFFAOYSA-J 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000008301 phosphite esters Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- GAJQCIFYLSXSEZ-UHFFFAOYSA-L tridecyl phosphate Chemical compound CCCCCCCCCCCCCOP([O-])([O-])=O GAJQCIFYLSXSEZ-UHFFFAOYSA-L 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
- 229940045860 white wax Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4205—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups
- C08G18/423—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing cycloaliphatic groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
- C08G18/4241—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols from dicarboxylic acids and dialcohols in combination with polycarboxylic acids and/or polyhydroxy compounds which are at least trifunctional
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/916—Dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2230/00—Compositions for preparing biodegradable polymers
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)
- Biological Depolymerization Polymers (AREA)
- Polyesters Or Polycarbonates (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP08073993A JP3783732B2 (ja) | 1992-05-29 | 1993-04-07 | 生分解性高分子量脂肪族ポリエステルの製造方法 |
| DE69331451T DE69331451T2 (de) | 1992-05-29 | 1993-05-27 | Herstellung hochmolekularer biodegradierbarer aliphatischer Polyester |
| EP93304132A EP0572256B1 (en) | 1992-05-29 | 1993-05-27 | Preparation of biodegradable high molecular weight aliphatic polyesters |
| US08/069,605 US5310782A (en) | 1992-05-29 | 1993-06-01 | Method for manufacturing biodegradable high molecular aliphatic polyester |
| TW082108959A TW251299B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-05-29 | 1993-10-27 | |
| KR1019930025662A KR0129794B1 (ko) | 1993-04-07 | 1993-11-29 | 생분해성 고분자량 지방족 폴리에스테르의 제조방법 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13906392 | 1992-05-29 | ||
| JP4-139063 | 1992-05-29 | ||
| JP08073993A JP3783732B2 (ja) | 1992-05-29 | 1993-04-07 | 生分解性高分子量脂肪族ポリエステルの製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0641288A JPH0641288A (ja) | 1994-02-15 |
| JP3783732B2 true JP3783732B2 (ja) | 2006-06-07 |
Family
ID=26421711
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP08073993A Expired - Lifetime JP3783732B2 (ja) | 1992-05-29 | 1993-04-07 | 生分解性高分子量脂肪族ポリエステルの製造方法 |
Country Status (5)
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994021708A1 (en) * | 1993-03-22 | 1994-09-29 | Unitika Ltd. | Aliphatic polyester and process for producing the same |
| US5391700A (en) * | 1993-04-27 | 1995-02-21 | Nippon Shokubai Co., Ltd. | Process for producing polyester by ring-opening copolymerization |
| KR0120829B1 (ko) * | 1993-11-03 | 1997-10-22 | 박홍기 | 지방족 공중합 폴리에스터를 이용한 필름의 제조방법 |
| JP3502998B2 (ja) * | 1994-08-11 | 2004-03-02 | パイロットインキ株式会社 | 着色液内蔵の生分解性プラスチック製筆記具又は塗布具 |
| JP2882756B2 (ja) * | 1994-10-12 | 1999-04-12 | 昭和高分子株式会社 | 脂肪族ポリエステル組成物からなる延伸中空成形体 |
| JP2688330B2 (ja) * | 1994-10-25 | 1997-12-10 | 株式会社日本触媒 | ポリエステル樹脂組成物 |
| US5648412A (en) * | 1995-01-30 | 1997-07-15 | The Dow Chemical Company | Blow-moldable rigid thermoplastic polyurethane resins |
| DE19517185A1 (de) * | 1995-05-11 | 1996-11-14 | Bayer Ag | Biologisch abbaubare und kompostierbare Formkörper einschließlich Flächengebilden |
| DE19532771A1 (de) * | 1995-09-05 | 1997-03-06 | Biotechnolog Forschung Gmbh | Biologisch abbaubarer Polyester, Werkstoffe aus dem Polyester und Herstellungsverfahren |
| DE19546657A1 (de) | 1995-12-14 | 1997-06-19 | Giulini Chemie | Neue hydrolysenbeständige aliphatische Polyesteramide, ihre Herstellung und Verwendung |
| US6083621A (en) * | 1996-01-23 | 2000-07-04 | Sugimoto; Ichiro | Biodegradable plastic product made from coconut husk fiber powder mixture |
| DE19638488A1 (de) * | 1996-09-20 | 1998-03-26 | Basf Ag | Biologisch abbaubare Polyester |
| DE19645663A1 (de) * | 1996-11-06 | 1998-05-07 | Bayer Ag | Biologisch abbaubare und kompostierbare Formkörper |
| EP0963445A1 (de) | 1997-02-26 | 1999-12-15 | Bayer Ag | Biologisch abbaubares leder |
| ATE231898T1 (de) * | 1998-08-28 | 2003-02-15 | Mini Ricerca Scient Tecnolog | Verwendung von polyesterharzen für die herstellung von artikeln die gute barriereeigenschaften hinsichtlich der wasserdampfdurchlässigkeit aufweisen |
| KR100370274B1 (ko) * | 1999-06-26 | 2003-01-29 | 주식회사 효성 | 난연성 폴리에스터 중합물의 제조방법 |
| KR20010081685A (ko) * | 2000-02-18 | 2001-08-29 | 윤여생 | 생분해성 방습 플라스틱 용기 |
| JP3998242B2 (ja) | 2002-10-29 | 2007-10-24 | 花王株式会社 | トナー用ポリエステル樹脂組成物 |
| DE102009014411A1 (de) * | 2009-03-26 | 2010-09-30 | Lanxess Deutschland Gmbh | Stabilisierung von Polyolen |
| US20120258269A1 (en) | 2009-12-16 | 2012-10-11 | Basf Se | Preparing polyester polyols |
| JP5793561B2 (ja) * | 2011-04-07 | 2015-10-14 | 昭和電工株式会社 | 高分子量化された脂肪族ポリエステルの製造方法 |
| KR20150047939A (ko) * | 2013-10-25 | 2015-05-06 | 삼성정밀화학 주식회사 | 생분해성 폴리에스테르 수지 컴파운드 및 그로부터 얻어진 발포체 |
| WO2021172349A1 (ja) * | 2020-02-26 | 2021-09-02 | 東洋紡株式会社 | 異物の少ないポリエステル樹脂およびこれを用いた塗料組成物または接着剤組成物 |
| JPWO2023058709A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 2021-10-06 | 2023-04-13 | ||
| WO2025018363A1 (ja) * | 2023-07-18 | 2025-01-23 | 三菱ケミカル株式会社 | 積層体 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2999851A (en) * | 1957-12-16 | 1961-09-12 | Gen Tire & Rubber Co | Isocyanate extension of very high molecular weight polyesters |
| BE645558A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1963-03-22 | 1964-07-16 | ||
| US3778390A (en) * | 1972-07-17 | 1973-12-11 | Procter & Gamble | Hydrolytically unstable polyurethane foams |
| US4409167A (en) * | 1981-01-13 | 1983-10-11 | E. I. Du Pont De Nemours & Co, | Process for extruding a modified high molecular weight poly(ethylene terephthalate) resin |
| EP0159053A1 (en) * | 1984-03-06 | 1985-10-23 | Akzo N.V. | Polyester-ester urethane |
| JPS63128017A (ja) * | 1986-11-19 | 1988-05-31 | Daicel Chem Ind Ltd | ポリエステルポリオ−ル |
| JPH089675B2 (ja) * | 1987-05-16 | 1996-01-31 | 第一工業製薬株式会社 | 自然界で分解するシ−トまたは成形品 |
| GB8728358D0 (en) * | 1987-12-04 | 1988-01-13 | Bostik Ltd | Sheet materials |
| US4990594A (en) * | 1990-03-07 | 1991-02-05 | Hoechst Celanese Corporation | Producing a copolyester from a lower dialkyl ester of terephthalic acid, a glycol and a dicarboxylic acid |
| DE4121785A1 (de) * | 1991-07-02 | 1993-01-07 | Bayer Ag | Verfahren zur herstellung thermoplastischer polyurethan-elastomere |
| JP3042096B2 (ja) * | 1991-10-17 | 2000-05-15 | 昭和高分子株式会社 | ウレタン結合を含むポリエステルを用いて成形してなるフィルム |
-
1993
- 1993-04-07 JP JP08073993A patent/JP3783732B2/ja not_active Expired - Lifetime
- 1993-05-27 DE DE69331451T patent/DE69331451T2/de not_active Expired - Lifetime
- 1993-05-27 EP EP93304132A patent/EP0572256B1/en not_active Expired - Lifetime
- 1993-06-01 US US08/069,605 patent/US5310782A/en not_active Expired - Lifetime
- 1993-10-27 TW TW082108959A patent/TW251299B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0572256A3 (en) | 1994-05-18 |
| EP0572256B1 (en) | 2002-01-16 |
| JPH0641288A (ja) | 1994-02-15 |
| DE69331451T2 (de) | 2009-09-17 |
| US5310782A (en) | 1994-05-10 |
| TW251299B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1995-07-11 |
| DE69331451D1 (de) | 2002-02-21 |
| EP0572256A2 (en) | 1993-12-01 |
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