DE69738284T2 - Schlagzähe Polyamidzusammensetzungen - Google Patents
Schlagzähe Polyamidzusammensetzungen Download PDFInfo
- Publication number
- DE69738284T2 DE69738284T2 DE69738284T DE69738284T DE69738284T2 DE 69738284 T2 DE69738284 T2 DE 69738284T2 DE 69738284 T DE69738284 T DE 69738284T DE 69738284 T DE69738284 T DE 69738284T DE 69738284 T2 DE69738284 T2 DE 69738284T2
- Authority
- DE
- Germany
- Prior art keywords
- parts
- anhydride
- acid
- unsaturated carboxylic
- carboxylic acid
- 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 - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 42
- 239000004952 Polyamide Substances 0.000 title claims description 25
- 229920002647 polyamide Polymers 0.000 title claims description 25
- 229920001577 copolymer Polymers 0.000 claims description 33
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 26
- 239000003365 glass fiber Substances 0.000 claims description 25
- 239000005977 Ethylene Substances 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 14
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 11
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 10
- 238000002347 injection Methods 0.000 claims description 6
- 239000007924 injection Substances 0.000 claims description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- 150000008064 anhydrides Chemical class 0.000 description 22
- 229920002292 Nylon 6 Polymers 0.000 description 16
- 239000004698 Polyethylene Substances 0.000 description 11
- 239000002253 acid Substances 0.000 description 11
- -1 polyethylene Polymers 0.000 description 9
- 229920000573 polyethylene Polymers 0.000 description 7
- 229920001897 terpolymer Polymers 0.000 description 7
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 6
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 6
- 239000000835 fiber Substances 0.000 description 6
- 239000000155 melt Substances 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- 238000011160 research Methods 0.000 description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 229920001971 elastomer Polymers 0.000 description 5
- 230000006872 improvement Effects 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000003607 modifier Substances 0.000 description 5
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 150000001735 carboxylic acids Chemical class 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 4
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
- 229920002943 EPDM rubber Polymers 0.000 description 3
- 239000004609 Impact Modifier Substances 0.000 description 3
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 3
- 238000013329 compounding Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- CGPRUXZTHGTMKW-UHFFFAOYSA-N ethene;ethyl prop-2-enoate Chemical compound C=C.CCOC(=O)C=C CGPRUXZTHGTMKW-UHFFFAOYSA-N 0.000 description 3
- 239000001530 fumaric acid Substances 0.000 description 3
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 3
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- 239000011976 maleic acid Substances 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 239000012744 reinforcing agent Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 229920001567 vinyl ester resin Polymers 0.000 description 3
- 239000004711 α-olefin Substances 0.000 description 3
- GUOSQNAUYHMCRU-UHFFFAOYSA-N 11-Aminoundecanoic acid Chemical compound NCCCCCCCCCCC(O)=O GUOSQNAUYHMCRU-UHFFFAOYSA-N 0.000 description 2
- PBLZLIFKVPJDCO-UHFFFAOYSA-N 12-aminododecanoic acid Chemical compound NCCCCCCCCCCCC(O)=O PBLZLIFKVPJDCO-UHFFFAOYSA-N 0.000 description 2
- YDUGVOUXNSWQSW-UHFFFAOYSA-N 3-bromo-1h-pyridin-2-one Chemical compound OC1=NC=CC=C1Br YDUGVOUXNSWQSW-UHFFFAOYSA-N 0.000 description 2
- XDOLZJYETYVRKV-UHFFFAOYSA-N 7-Aminoheptanoic acid Chemical compound NCCCCCCC(O)=O XDOLZJYETYVRKV-UHFFFAOYSA-N 0.000 description 2
- 229920000299 Nylon 12 Polymers 0.000 description 2
- 229920002302 Nylon 6,6 Polymers 0.000 description 2
- 229920000572 Nylon 6/12 Polymers 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- CJYXCQLOZNIMFP-UHFFFAOYSA-N azocan-2-one Chemical compound O=C1CCCCCCN1 CJYXCQLOZNIMFP-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 2
- ZETYUTMSJWMKNQ-UHFFFAOYSA-N n,n',n'-trimethylhexane-1,6-diamine Chemical compound CNCCCCCCN(C)C ZETYUTMSJWMKNQ-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-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
- LRQKBLKVPFOOQJ-UHFFFAOYSA-N 2-aminohexanoic acid Chemical compound CCCCC(N)C(O)=O LRQKBLKVPFOOQJ-UHFFFAOYSA-N 0.000 description 1
- XDRAKJQFCQVBMP-UHFFFAOYSA-N 2-but-2-enyl-3-methylbutanedioic acid Chemical compound CC=CCC(C(O)=O)C(C)C(O)=O XDRAKJQFCQVBMP-UHFFFAOYSA-N 0.000 description 1
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 1
- OCXPJMSKLNNYLE-UHFFFAOYSA-N 2-prop-2-enylbutanedioic acid Chemical compound OC(=O)CC(C(O)=O)CC=C OCXPJMSKLNNYLE-UHFFFAOYSA-N 0.000 description 1
- WMRCTEPOPAZMMN-UHFFFAOYSA-N 2-undecylpropanedioic acid Chemical compound CCCCCCCCCCCC(C(O)=O)C(O)=O WMRCTEPOPAZMMN-UHFFFAOYSA-N 0.000 description 1
- POXVYHCZLVECNY-UHFFFAOYSA-N 3-methyl-3-pent-3-enyloxetane-2,4-dione Chemical compound CC=CCCC1(C)C(=O)OC1=O POXVYHCZLVECNY-UHFFFAOYSA-N 0.000 description 1
- YZPUIHVHPSUCHD-UHFFFAOYSA-N 4-methylcyclohex-4-ene-1,2-dicarboxylic acid Chemical compound CC1=CCC(C(O)=O)C(C(O)=O)C1 YZPUIHVHPSUCHD-UHFFFAOYSA-N 0.000 description 1
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 1
- KNDQHSIWLOJIGP-UHFFFAOYSA-N 826-62-0 Chemical compound C1C2C3C(=O)OC(=O)C3C1C=C2 KNDQHSIWLOJIGP-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 229920006097 Ultramide® Polymers 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical group 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- CWNKMHIETKEBCA-UHFFFAOYSA-N alpha-Ethylaminohexanophenone Chemical compound CCCCC(NCC)C(=O)C1=CC=CC=C1 CWNKMHIETKEBCA-UHFFFAOYSA-N 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 229960002684 aminocaproic acid Drugs 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- NIDNOXCRFUCAKQ-UHFFFAOYSA-N bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid Chemical compound C1C2C=CC1C(C(=O)O)C2C(O)=O NIDNOXCRFUCAKQ-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 229920003244 diene elastomer Polymers 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000007970 homogeneous dispersion Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000007373 indentation Methods 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229920001526 metallocene linear low density polyethylene Polymers 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 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
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920005638 polyethylene monopolymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9609238 | 1996-07-23 | ||
| FR9609238 | 1996-07-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69738284D1 DE69738284D1 (de) | 2007-12-27 |
| DE69738284T2 true DE69738284T2 (de) | 2008-09-18 |
Family
ID=9494366
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69738284T Expired - Lifetime DE69738284T2 (de) | 1996-07-23 | 1997-07-08 | Schlagzähe Polyamidzusammensetzungen |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5919865A (enExample) |
| EP (1) | EP0821037B1 (enExample) |
| JP (2) | JPH1067931A (enExample) |
| KR (1) | KR100231631B1 (enExample) |
| CN (1) | CN1080287C (enExample) |
| BR (1) | BR9704051A (enExample) |
| CA (1) | CA2209977A1 (enExample) |
| DE (1) | DE69738284T2 (enExample) |
| ES (1) | ES2296304T3 (enExample) |
| TW (1) | TW428010B (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0997268A1 (fr) | 1998-10-26 | 2000-05-03 | Elf Atochem S.A. | Films comprenant du polyethylene metallocene et du polyamide |
| EP1878757B1 (en) | 1999-06-17 | 2009-08-26 | Mitsui Chemicals, Inc. | Ethylene (co)polymer and its use |
| FR2847902B1 (fr) * | 2002-11-29 | 2007-02-16 | Rhodia Eng Plastics Srl | Composition a base de matrice thermoplastique |
| EP1756225B1 (de) * | 2004-06-08 | 2009-01-21 | Lanxess Deutschland GmbH | Polyamid-formmassen mit verbesserter fliessfähigkeit |
| JP4732457B2 (ja) * | 2004-06-08 | 2011-07-27 | ランクセス・ドイチュランド・ゲーエムベーハー | 熱可塑性ポリエステルをベースとする改良された流動性を有する成形用組成物 |
| DE102004027872A1 (de) * | 2004-06-08 | 2006-01-05 | Lanxess Deutschland Gmbh | Polyamid-Formmassen mit verbesserter Fließfähigkeit |
| US8193273B2 (en) * | 2006-05-30 | 2012-06-05 | Polyone Corporation | Thermoplastic elastomers for adhesion to polyamide |
| FR2907125B1 (fr) | 2006-10-12 | 2012-09-21 | Arkema France | Composition resistant au choc a base de resine polyamide et d'un melange d'au moins un copolymere greffe a blocs polyamides et de polymere ethylenique basse densite |
| BR112013004292B8 (pt) | 2010-08-23 | 2022-10-04 | Cryovac Inc | Acondicionamento vedado por calor refratário |
| JP6139999B2 (ja) * | 2013-06-20 | 2017-05-31 | 旭化成株式会社 | ポリアミド樹脂組成物及び成形体 |
| CN105283508B (zh) | 2013-06-20 | 2018-05-25 | 旭化成株式会社 | 聚酰胺树脂组合物和成型体 |
| EP3497393A4 (en) | 2016-08-08 | 2020-03-18 | Ticona LLC | Thermally conductive polymer composition for a heat sink |
| JP6939004B2 (ja) * | 2017-03-24 | 2021-09-22 | 富士フイルムビジネスイノベーション株式会社 | 樹脂成形体用樹脂組成物、及び樹脂成形体 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4174358A (en) * | 1975-05-23 | 1979-11-13 | E. I. Du Pont De Nemours And Company | Tough thermoplastic nylon compositions |
| DE3220380A1 (de) * | 1982-05-29 | 1983-12-01 | Basf Ag, 6700 Ludwigshafen | Schlagzaehe polyamid-formmassen |
| JPS60202151A (ja) * | 1984-03-26 | 1985-10-12 | Du Pont Mitsui Polychem Co Ltd | ポリアミド系樹脂組成物 |
| DE3444096A1 (de) * | 1984-12-04 | 1986-06-05 | Basf Ag, 6700 Ludwigshafen | Copolymerisate des ethylens und deren verwendung als schlagzaehmodifier in thermoplasten |
| FR2580656B1 (fr) * | 1985-04-23 | 1987-09-11 | Charbonnages Ste Chimique | Compositions thermoplastiques multiphases et articles obtenus |
-
1997
- 1997-07-08 DE DE69738284T patent/DE69738284T2/de not_active Expired - Lifetime
- 1997-07-08 ES ES97401629T patent/ES2296304T3/es not_active Expired - Lifetime
- 1997-07-08 EP EP97401629A patent/EP0821037B1/fr not_active Expired - Lifetime
- 1997-07-22 BR BR9704051A patent/BR9704051A/pt active Search and Examination
- 1997-07-22 CA CA002209977A patent/CA2209977A1/fr not_active Abandoned
- 1997-07-23 CN CN97117823A patent/CN1080287C/zh not_active Expired - Fee Related
- 1997-07-23 US US08/899,271 patent/US5919865A/en not_active Expired - Lifetime
- 1997-07-23 KR KR1019970034535A patent/KR100231631B1/ko not_active Expired - Fee Related
- 1997-07-23 JP JP9212490A patent/JPH1067931A/ja active Pending
- 1997-08-07 TW TW086111341A patent/TW428010B/zh not_active IP Right Cessation
-
1999
- 1999-11-04 JP JP31412999A patent/JP4051593B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| TW428010B (en) | 2001-04-01 |
| JP4051593B2 (ja) | 2008-02-27 |
| CN1174215A (zh) | 1998-02-25 |
| CN1080287C (zh) | 2002-03-06 |
| ES2296304T3 (es) | 2008-04-16 |
| DE69738284D1 (de) | 2007-12-27 |
| JPH1067931A (ja) | 1998-03-10 |
| EP0821037A1 (fr) | 1998-01-28 |
| BR9704051A (pt) | 1998-12-22 |
| JP2000109688A (ja) | 2000-04-18 |
| KR980009386A (ko) | 1998-04-30 |
| EP0821037B1 (fr) | 2007-11-14 |
| KR100231631B1 (ko) | 1999-11-15 |
| US5919865A (en) | 1999-07-06 |
| CA2209977A1 (fr) | 1998-01-23 |
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