CN1080287C - 基于高冲击聚酰胺的组合物 - Google Patents
基于高冲击聚酰胺的组合物 Download PDFInfo
- Publication number
- CN1080287C CN1080287C CN97117823A CN97117823A CN1080287C CN 1080287 C CN1080287 C CN 1080287C CN 97117823 A CN97117823 A CN 97117823A CN 97117823 A CN97117823 A CN 97117823A CN 1080287 C CN1080287 C CN 1080287C
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- Prior art keywords
- acid
- parts
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- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 55
- 239000004952 Polyamide Substances 0.000 title abstract description 10
- 229920002647 polyamide Polymers 0.000 title abstract description 10
- 239000003365 glass fiber Substances 0.000 claims abstract description 35
- 239000002253 acid Substances 0.000 claims abstract description 29
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 14
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 claims abstract description 9
- 150000008065 acid anhydrides Chemical class 0.000 claims description 25
- 150000001408 amides Chemical class 0.000 claims description 20
- 230000035939 shock Effects 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 10
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 9
- 239000000835 fiber Substances 0.000 claims description 8
- 229920001038 ethylene copolymer Polymers 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 230000008901 benefit Effects 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- 230000015572 biosynthetic process Effects 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract description 9
- 229920001577 copolymer Polymers 0.000 abstract description 2
- 239000005977 Ethylene Substances 0.000 abstract 1
- 229920002292 Nylon 6 Polymers 0.000 description 39
- 229920002302 Nylon 6,6 Polymers 0.000 description 21
- 230000000052 comparative effect Effects 0.000 description 21
- 229920000642 polymer Polymers 0.000 description 13
- 239000000463 material Substances 0.000 description 11
- -1 polyethylene Polymers 0.000 description 9
- 239000004698 Polyethylene Substances 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 8
- 238000002347 injection Methods 0.000 description 7
- 239000007924 injection Substances 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
- 238000000034 method Methods 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- 229920000573 polyethylene Polymers 0.000 description 5
- 150000008064 anhydrides Chemical class 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 230000008859 change Effects 0.000 description 4
- 238000005336 cracking Methods 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000002708 enhancing effect Effects 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
- 230000002349 favourable effect Effects 0.000 description 3
- 239000001530 fumaric acid Substances 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 239000003607 modifier Substances 0.000 description 3
- 239000012745 toughening agent Substances 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229920000572 Nylon 6/12 Polymers 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
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 2
- 229940018557 citraconic acid Drugs 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- MSWZFWKMSRAUBD-UHFFFAOYSA-N 2-Amino-2-Deoxy-Hexose Chemical compound NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-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
- QUBNFZFTFXTLKH-UHFFFAOYSA-N 2-aminododecanoic acid Chemical class CCCCCCCCCCC(N)C(O)=O QUBNFZFTFXTLKH-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N 2-butenoic acid Chemical compound CC=CC(O)=O LDHQCZJRKDOVOX-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
- WMRCTEPOPAZMMN-UHFFFAOYSA-N 2-undecylpropanedioic acid Chemical compound CCCCCCCCCCCC(C(O)=O)C(O)=O WMRCTEPOPAZMMN-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 208000037656 Respiratory Sounds Diseases 0.000 description 1
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 description 1
- 229920003801 Ultramid® B Polymers 0.000 description 1
- BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- CJYXCQLOZNIMFP-UHFFFAOYSA-N azocan-2-one Chemical compound O=C1CCCCCCN1 CJYXCQLOZNIMFP-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- AVKNGPAMCBSNSO-UHFFFAOYSA-N cyclohexylmethanamine Chemical compound NCC1CCCCC1 AVKNGPAMCBSNSO-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- QHZOMAXECYYXGP-UHFFFAOYSA-N ethene;prop-2-enoic acid Chemical compound C=C.OC(=O)C=C QHZOMAXECYYXGP-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- ZETYUTMSJWMKNQ-UHFFFAOYSA-N n,n',n'-trimethylhexane-1,6-diamine Chemical compound CNCCCCCCN(C)C ZETYUTMSJWMKNQ-UHFFFAOYSA-N 0.000 description 1
- ZDPHROOEEOARMN-UHFFFAOYSA-N n-hendecanoic acid Natural products CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000002245 particle Substances 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
- 238000006116 polymerization reaction Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 229920001862 ultra low molecular weight polyethylene Polymers 0.000 description 1
- 239000000326 ultraviolet stabilizing agent Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 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 |
|---|---|
| CN1174215A CN1174215A (zh) | 1998-02-25 |
| CN1080287C true CN1080287C (zh) | 2002-03-06 |
Family
ID=9494366
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN97117823A Expired - Fee Related CN1080287C (zh) | 1996-07-23 | 1997-07-23 | 基于高冲击聚酰胺的组合物 |
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 |
Citations (4)
| 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 |
| EP0096264A1 (de) * | 1982-05-29 | 1983-12-21 | BASF Aktiengesellschaft | Schlagzähe Polyamid-Formmassen |
| EP0186790A2 (de) * | 1984-12-04 | 1986-07-09 | BASF Aktiengesellschaft | Copolymerisate des Ethylens und deren Verwendung als Schlagzähmodifier in Thermoplasten |
| US5070145A (en) * | 1985-04-23 | 1991-12-03 | Societe Chimique Des Charbonnages S.A. | Multi-phase thermoplastic compositions and articles obtained therefrom |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
-
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
Patent Citations (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 |
| US4174358B1 (enExample) * | 1975-05-23 | 1992-08-04 | Du Pont | |
| EP0096264A1 (de) * | 1982-05-29 | 1983-12-21 | BASF Aktiengesellschaft | Schlagzähe Polyamid-Formmassen |
| EP0186790A2 (de) * | 1984-12-04 | 1986-07-09 | BASF Aktiengesellschaft | Copolymerisate des Ethylens und deren Verwendung als Schlagzähmodifier in Thermoplasten |
| US5070145A (en) * | 1985-04-23 | 1991-12-03 | Societe Chimique Des Charbonnages S.A. | Multi-phase thermoplastic compositions and articles obtained therefrom |
Also Published As
| Publication number | Publication date |
|---|---|
| TW428010B (en) | 2001-04-01 |
| JP4051593B2 (ja) | 2008-02-27 |
| CN1174215A (zh) | 1998-02-25 |
| 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 |
| DE69738284T2 (de) | 2008-09-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C06 | Publication | ||
| PB01 | Publication | ||
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