WO2000065135A1 - Fibres de polyparaphenylene terephthalamide et leur procede d'obtention - Google Patents

Fibres de polyparaphenylene terephthalamide et leur procede d'obtention Download PDF

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Publication number
WO2000065135A1
WO2000065135A1 PCT/JP1999/002195 JP9902195W WO0065135A1 WO 2000065135 A1 WO2000065135 A1 WO 2000065135A1 JP 9902195 W JP9902195 W JP 9902195W WO 0065135 A1 WO0065135 A1 WO 0065135A1
Authority
WO
WIPO (PCT)
Prior art keywords
fiber
dyed
polyparaphenylene terephthalamide
dyeing
para
Prior art date
Application number
PCT/JP1999/002195
Other languages
English (en)
Japanese (ja)
Inventor
Takeshi Hatano
Shiro Sakamoto
Kazuhiko Kosuge
Original Assignee
Du Pont-Toray Co., Ltd.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=26440122&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO2000065135(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from JP32001798A external-priority patent/JP4114111B2/ja
Priority to JP32001798A priority Critical patent/JP4114111B2/ja
Priority to EP99917147A priority patent/EP1101843B2/fr
Priority to BRPI9911583-2A priority patent/BR9911583B1/pt
Priority to PCT/JP1999/002195 priority patent/WO2000065135A1/fr
Application filed by Du Pont-Toray Co., Ltd. filed Critical Du Pont-Toray Co., Ltd.
Priority to DE69939020T priority patent/DE69939020D1/de
Priority to CA002336245A priority patent/CA2336245C/fr
Priority to KR1020007014663A priority patent/KR100589251B1/ko
Priority to CN99810113.3A priority patent/CN1205365C/zh
Priority to AT99917147T priority patent/ATE399890T1/de
Priority to AU35363/99A priority patent/AU763815B2/en
Priority to US09/720,059 priority patent/US6348263B1/en
Publication of WO2000065135A1 publication Critical patent/WO2000065135A1/fr

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Classifications

    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
    • D01F6/60—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides
    • D01F6/605—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides from aromatic polyamides

Definitions

  • the present invention relates to a para-aramid woven fiber maintaining high strength and a high elastic modulus, and a method for producing the same.
  • Polyparaphenylene terephthalamide fiber (hereinafter referred to as para-aramid fiber) has high functionality, such as high strength, high elastic modulus, high heat resistance, non-conductivity, and no cracks. It is a synthetic fiber that combines the flexibility and lightness of organic fibers. Due to these features, it is used as a reinforcing material for tires for automobiles, motorcycles and bicycles, toothed belts for automobiles, and conveyors. It is also used for reinforcing optical fiber cables and ropes. In addition, applications are being made to bulletproof vests, work gloves that use the property of being difficult to cut with blades, protective clothing such as work clothes, and fire clothes that use flame resistance.
  • Japanese Patent Application Laid-Open No. 50-123232 proposes a method in which additives such as a dye, an antioxidant, an ultraviolet ray blocking agent, and a flame retardant are diffused into fibers swollen with water.
  • additives such as a dye, an antioxidant, an ultraviolet ray blocking agent, and a flame retardant are diffused into fibers swollen with water.
  • Japanese Patent Application Laid-Open No. 50-122322 does not describe the diffusion of all kinds of dyes into textiles, and does not specify the conditions. In particular, there is no description about staining at a water content of 50% or less.
  • Japanese Patent Application Laid-Open No. 54-594476 discloses a method of applying a crimp of 10 or more inches and dyeing from a buckled portion.
  • Japanese Patent Application Laid-Open No. 2-41414 discloses a method of adding an organic pigment to a spinning dope.
  • Japanese Patent Application Laid-Open No. 63-145454 proposes a method of bringing a para-oriented type of amide into a process of reducing tension during coagulation immediately after spinning and bringing the same into contact with a dye solution. I have. Further, Japanese Patent Application Laid-Open No.
  • Japanese Patent Application Laid-Open No. 8-260362 discloses a method of dyeing at 130 ° C. or higher with a cationic dye using a textile swelling agent.
  • Japanese Patent Application Laid-Open No. Hei 5-209372 discloses a method for dyeing a copolymerized para-aramid fiber at a temperature of 160 ° C. or more using a disperse dye having a molecular weight of 400 or less. .
  • JP-A-9-87979 and JP-A-9-87979 have disclosed that para-aramid fibers are treated with a polar solution such as dimethyl sulfoxide after the treatment.
  • a method for high-pressure staining at ° C has been proposed.
  • Japanese Unexamined Patent Publication No. Hei 2-414414 proposes a so-called spinning spinning method, and the method described in Japanese Unexamined Patent Publication No. Sho 63-145254 discloses a method of once winding immediately after spinning. This is a method of contacting the dyeing liquor without tension. All of them require quantitative production per color and have limited hues.
  • JP-A-5-209732, JP-A-9-87979 and JP-A-9-87979 have a polar solution recovery facility and a high temperature. It requires special equipment such as dyeing and is not common.
  • the yarn forming process for forming filament fibers and the dyeing process for dyeing fibers are The process is different and is carried out by dedicated equipment and specialized technicians. In order to satisfy the strict customer requirements for the color of dyed textile products, once the fibers are formed, the process is stopped once, the fibers are transported to a dyeing factory, and a specialized dyeing technician dyes the colors to the colors required by the customer. That has important implications.
  • an object of the present invention is to provide a para-aramid fiber that can be dyed while maintaining the features of high strength and a high elastic modulus, and a para-aramid fiber dyed in various hues.
  • the present invention takes the following measures.
  • Polyparaphenylene terephthalamide fiber which has been spun and unwound before dyeing, has a tensile strength of 15 g Z denier or more, and a crystal size (110 direction) of 30
  • a dyeable polyparaphenylene terephthalamide fiber characterized in that it has a dry history of up to 55 angstrom pi-medium and a water content of 8% or less.
  • a dyeable staple obtained by applying a crimp of 4 to 9 ridges Z 25 mm to the fiber according to (1) or (2) above and forcing it to a fiber length of 20 to 150 mm.
  • Polyparaphenylene terephthalamide fiber obtained by applying a crimp of 4 to 9 ridges Z 25 mm to the fiber according to (1) or (2) above and forcing it to a fiber length of 20 to 150 mm.
  • a floc-like polyparaphenylene terephthalamide fiber obtained by cutting the fiber according to (1) or (2) above to 0.1 to 3 mm.
  • a dyed polyparaffin-ylene terephthalamide fiber obtained by dyeing the fiber according to (1) or (2).
  • Stable-shaped dyed polyparaphenylene terephthalamide fibers obtained by dyeing the step-shaped polyparaphenylene terephthalamide fibers described in (3) above.
  • a dope for spinning is prepared from polyparaphenylene terephthalamide having an intrinsic viscosity (inh) of 5 or more and concentrated sulfuric acid, and the dope is once spun into the air through the pores of a spinneret, and immediately in water.
  • the fiber has a tensile strength of 1%.
  • Dyeable polyparaffin water characterized by having a denier of 5 gZ or more, a crystal size (110 direction) of 30 to 55 angstroms, and a water content of the fiber of always 8% or more. Evening luminide fiber manufacturing method.
  • the polyparaphenylene terephthalamide (hereinafter sometimes abbreviated as “PPTA”) in the present invention is a polymer obtained by polycondensation of terephthalic acid and paraphenylenediamine. Also, those obtained by copolymerizing a small amount of dicarboxylic acid and diamine can be used.
  • the polybarrazine perylene phthalamide fiber (hereinafter referred to as para-based aramide fiber) of the present invention is an optically anisotropic glass obtained from PPTA and concentrated sulfuric acid having an intrinsic viscosity of 5 or more (7 to inh).
  • the dope is once spun into the air through the pores of the spinneret, immediately introduced into water and solidified, guided to a Nelson roller, neutralized with an aqueous solution of sodium hydroxide, and subjected to a water washing process. It is dried slightly by trawl and passes seamlessly through the process of winding it into a tube as filament. Obtained.
  • the wound para-aramid fiber is wrapped in polyethylene film or the like so that it does not dry before the dyeing process.
  • the crystallinity of the para-based amide fiber is 50% or less.
  • the tensile modulus of the fiber exceeds 400 g Z denier, and it has the performance as a high modulus yarn.
  • the crystallinity usually exceeds 50% when heat-treated at 0 to 5 to 10 seconds.
  • the intrinsic viscosity (7? Inh) of PPTA used in the present invention is desirably 5 or more. If the intrinsic viscosity (V in) is less than 5, it is difficult to obtain a fiber material having high strength and high elastic modulus.
  • the para-aramid fiber of the present invention needs to have a crystal size (110 direction) force of 30 to 55 angstroms and always have a water content of 8% or more. If the crystal size is less than 30 angstroms, the densification of the fibers is insufficient, and high-strength, high-modulus fiber properties cannot be obtained. If it exceeds 55 angstroms, dyeing becomes difficult.
  • the water content is always 8% or more means that there is no history of drying below 8%. If the water content is dried to 8% or less, the structure becomes dense and dyeing becomes difficult. Even if water is added again, the dyeability does not recover.
  • the para-aramid fiber has a water content of 15 to 49%. If the water content is 50% or more, the frictional resistance to the guides becomes large, and winding becomes difficult. In order to achieve such a water content, it is desirable to dry the spun para-aramid fiber at a hot filter temperature of 100 to 150 for 5 to 20 seconds. If the drying temperature is lower than 100 ° C, it is difficult to remove water, and there is a problem in handling after winding the tube. When it exceeds 150, crystallization proceeds, and dyeing becomes difficult.
  • para-aramid fibers having such physical properties are stained.
  • the dyeing method does not require special equipment or special methods, and existing synthetic fiber dyeing equipment can be used. This can be achieved by adjusting the pH by adding appropriate amounts of dyes, auxiliaries and acids, for example, starting the dyeing at 60 ° C., raising the temperature to 130 in 60 minutes and dyeing for 30 minutes.
  • the dye is most preferably a cationic dye which easily penetrates even into a dense structure.
  • the para-based amide fiber of the present invention is useful for various uses.
  • Dyed para system Mid fiber filaments can be sewing threads, cords, ropes, and fabrics of each color.
  • the para-aramid fiber woven fabric having a rich hue obtained according to the present invention can be used for sport clothing, satin, work clothes, firefighting clothing, various protective clothing, tent fabric, and the like.
  • the bulletproof vest fabric dyed in an inconspicuous hue is inconspicuous even if the outer skin is torn and the outer skin is torn, exposing the para-aramid fiber fabric as the bulletproof fabric.
  • applied products of the dyed para-aramid fiber of the present invention include automobile seat belts, protective clothing for boat racers, Japanese bow strings, tennis guts, fishing lines and the like.
  • the dyed para-aramid fiber of the present invention is used as a fiber reinforcing material of a transparent or translucent resin, a colored reinforcing material can be seen through the transparent or translucent resin, so that a colorful resin product can be obtained. It becomes possible.
  • the resin is an elastomer, it is useful for resin transmission belts, resin hoses, bicycle tires, etc.
  • the para-based aramide fiber of the present invention can also be applied to ⁇ oop® electric wires, in which the production year is indicated by color.
  • ⁇ oop® electric wires in which the production year is indicated by color.
  • multiple wires are collected and converged into a single wire, they can be used as reinforcing materials of different colors to both reinforce individual wires and identify terminals. It can be used as a so-called rip cord, which is located under the covering of the electric wire and is used to cut the covering and expose the terminal.
  • the dyed para-aramid fiber filaments are crimped to give 4 to 9 ridges / 25 mm crimp (for example, 6 crimps / inch) similar to commercially available para-aramid fibers, making it suitable for spinning. It is possible to obtain a para-aramid fiber stable that has been cut to a length of 20 to 150 mm and colored. By cutting the dyed para-aramid fiber into 0.1 to 3 mm without crimping, it can be used as a floc for electric flocking.
  • the para-aramid fiber before dyeing according to the present invention may be cut with a clamp, cut into a step, and then dyed. Similarly, it can be cut and dyed to make flocks for electric flocking.
  • the intrinsic viscosity (inh) is measured by a conventional method at 30 using a solution prepared by dissolving a polymer in 98.5% by weight of concentrated sulfuric acid at a concentration (C) of 0.5 g / dl.
  • the tensile strength and tensile modulus (initial tensile resistance) of the yarn were determined according to JIS-L-113.
  • the moisture content was measured according to JIS-L-101.
  • Moisture content (%) (W-W *) X 100 / W
  • the measurement of the L value was in accordance with JIS—Z—8729.
  • a measuring instrument MacbethhCholorEyes300, manufactured by Sumika Chemical Analysis Service, Ltd. was used.
  • the number of filaments is 100
  • a para-aramid fiber A (filament yarn) having a total fineness of 150 denier (equivalent to absolute dryness) was obtained.
  • Table 11 shows the physical properties of these para-aramid fibers.
  • Teryl Carrier A 1 1 1 "(Meisei Chemical): 20 gZl Take 10 g of para-aramid fiber yarn in terms of absolute dry weight, start dyeing at a bath ratio of 1:15, 60 ° C, and raise the temperature to 130 ° C in 60 minutes. Stained for minutes. After staining, the substrate was subjected to reduction washing at 80 ° C. for 20 minutes in a bath containing a nonionic activator and a reducing agent, and after dehydration and drying, the L value was measured. The smaller the L value, the lower the light reflection and the darker the color. In the case of the same hue, smaller values indicate better dyeing. In the dyeing method using the dyeing bath prepared as described above, a level of L value of 50 or less was determined to be dyed.
  • the para-aramid fiber A adsorbed the dye well, but the para-aramid fiber B was hardly dyed.
  • Para-aramid fiber A was allowed to stand at room temperature to evaporate water, and the water content before dyeing was changed. Except for Comparative Example 2 with a moisture content of 5%, dye was well dyed c Comparative Example 3
  • Para-aramid fiber A was dried with a circulating hot air dryer at 100 ° C. for 60 minutes, and dyed under the above conditions with a water content of 0%. It hardly dyed.
  • Para-aramid weave A Without twisting the yarn, many holes with a diameter of 8 mm were drilled at the part where the yarn was wound. The inner diameter was 51 mm, the outer diameter was 57 mm, and the length was 250 mm. The plastic tube was wound up with a tension of 0.04 gZ denier. The winding amount was lkg in terms of absolute dry weight. This was dyed under the above-mentioned dyeing conditions using a cheese dyeing machine in which a dyeing solution was circulated from the hole formed in the plastic tube through the yarn to the outside of the cheese. The water content of the para-aramid fiber before dyeing was 48%.
  • the para-aramid fiber A yarn was burned 74 times Zm, which corresponds to a twist coefficient of 1 shown in the following equation, with a ring twisting machine.
  • This twisted yarn was dyed with cheese in the same manner as in Example 5.
  • the filament yarn has a round cross-sectional shape due to the burning, and a space is formed between the fibers while being wound up by the plastic tube. It was good. However, inadequately stained areas with a low concentration partially occurred.
  • Filament water was released due to ballooning during twisting and centrifugal force applied to the rotating bobbin, and water droplets were observed to scatter around the twisting machine. As a result, a portion with low moisture was formed in the length direction of the para-aramid fiber, and the dyeing became insufficient.
  • polyparaphenylene terephthalamide fibers capable of maintaining characteristics of high strength and high elasticity and capable of being dyed, and polyparaphenylene terephthalamide fibers which are dyed in various hues are provided. Can be provided.
  • dyeable polyparaphenylene terephthalamide fibers and polyparaphenylene terephthalamide fibers dyeable in various colors are provided while maintaining the features of high strength and high elastic modulus.
  • the para-aramid fiber of the present invention is useful for various applications, and the dyed para-aramid fiber filament can be used as a sewing thread, cord, rope, or woven fabric of each hue.
  • the color-rich para-aramid woven fabric obtained by the present invention can be used for sports clothing, satin, work clothing, firefighting clothing, various protective clothing, tent fabric, and the like.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Artificial Filaments (AREA)
  • Coloring (AREA)
  • Polyamides (AREA)

Abstract

L'invention porte sur des fibres de polyparaphénylène téréphthalamide teignables torsadées une fois après filage et avant teinture et caractérisées: par leur résistance à la traction de 15 g/denier ou plus, une taille de cristaux (110 direction) de 30 à 55 angström, un séchage jusqu'à une teneur en eau de 8 % ou moins, un traitement sans histoire; ainsi que sur leur procédé d'obtention. L'invention porte en outre sur des fibres de polyparaphénylène téréphthalamide pouvant être teintes sans nuire à leurs excellentes propriétés intrinsèques de forte résistance et de module d'élasticité élevé, ainsi que sur des produits textiles teignables en une grande variété de couleurs en étant faits.
PCT/JP1999/002195 1997-10-27 1999-04-26 Fibres de polyparaphenylene terephthalamide et leur procede d'obtention WO2000065135A1 (fr)

Priority Applications (11)

Application Number Priority Date Filing Date Title
JP32001798A JP4114111B2 (ja) 1997-10-27 1998-10-22 ポリパラフェニレンテレフタルアミド繊維およびその製造方法
US09/720,059 US6348263B1 (en) 1999-04-26 1999-04-26 Polyparaphenylene terephthalamide fiber and method for producing the same
AU35363/99A AU763815B2 (en) 1998-10-22 1999-04-26 Polyparaphenylene terephthalamide fiber and method for producing the same
BRPI9911583-2A BR9911583B1 (pt) 1998-10-22 1999-04-26 fibra de tereftalamida de poliparafenileno tingÍvel, tipo em dobra da mesma, tipo em floco da mesma, mÉtodo para sua produÇço, mÉtodo de tingimento com queijo da mesma.
PCT/JP1999/002195 WO2000065135A1 (fr) 1998-10-22 1999-04-26 Fibres de polyparaphenylene terephthalamide et leur procede d'obtention
EP99917147A EP1101843B2 (fr) 1998-10-22 1999-04-26 Fibres de polyparaphenylene terephthalamide et leur procede d'obtention
DE69939020T DE69939020D1 (de) 1999-04-26 1999-04-26 Polyparaphenylenterephthalamidfasern und verfahren zur herstellung derselben
CA002336245A CA2336245C (fr) 1998-10-22 1999-04-26 Fibres de polyparaphenylene terephthalamide et leur procede d'obtention
KR1020007014663A KR100589251B1 (ko) 1999-04-26 1999-04-26 폴리파라페닐렌 테레프탈아미드 섬유 및 그 제조 방법
CN99810113.3A CN1205365C (zh) 1998-10-22 1999-04-26 聚对苯二甲酰对苯二胺纤维及其制造方法
AT99917147T ATE399890T1 (de) 1998-10-22 1999-04-26 Polyparaphenylenterephthalamidfasern und verfahren zur herstellung derselben

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP32001798A JP4114111B2 (ja) 1997-10-27 1998-10-22 ポリパラフェニレンテレフタルアミド繊維およびその製造方法
PCT/JP1999/002195 WO2000065135A1 (fr) 1998-10-22 1999-04-26 Fibres de polyparaphenylene terephthalamide et leur procede d'obtention

Publications (1)

Publication Number Publication Date
WO2000065135A1 true WO2000065135A1 (fr) 2000-11-02

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ID=26440122

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP1999/002195 WO2000065135A1 (fr) 1997-10-27 1999-04-26 Fibres de polyparaphenylene terephthalamide et leur procede d'obtention

Country Status (7)

Country Link
EP (1) EP1101843B2 (fr)
CN (1) CN1205365C (fr)
AT (1) ATE399890T1 (fr)
AU (1) AU763815B2 (fr)
BR (1) BR9911583B1 (fr)
CA (1) CA2336245C (fr)
WO (1) WO2000065135A1 (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100427650C (zh) * 2005-11-02 2008-10-22 东华大学 一种高剪切速率纺制聚对苯二甲酰对苯二胺纤维的方法
WO2008030045A1 (fr) * 2006-09-08 2008-03-13 Kolon Industries, Inc Procédé de fabrication de filaments de polyamide totalement aromatique, et filaments de polyamide totalement aromatique ainsi obtenus
CN101724935B (zh) * 2009-12-14 2011-09-14 中蓝晨光化工研究院有限公司 一种聚对苯二甲酰对苯二胺纤维及其制备方法
CN102535196B (zh) * 2010-12-10 2014-04-16 烟台泰和新材料股份有限公司 芳纶1414的染色方法
CN102154727A (zh) * 2011-05-23 2011-08-17 蓝星（成都）新材料有限公司 一种高强度聚对苯二甲酰对苯二胺纤维及其制备方法
CN102586973A (zh) * 2012-02-23 2012-07-18 常熟市宝沣特种纤维有限公司 回收芳纶丝制备芳纶纱线的方法
CN103397545B (zh) * 2013-07-29 2015-03-25 广东兴泰发展有限公司 一种用于芳纶纱线或芳纶缝纫线的筒子染色方法
CN114846063A (zh) * 2019-12-20 2022-08-02 帝人芳纶有限公司 回收连续方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6375130A (ja) * 1986-09-18 1988-04-05 旭化成株式会社 アラミドステ−プル
JPH01280014A (ja) * 1988-03-02 1989-11-10 E I Du Pont De Nemours & Co 改善された耐疲労性を有するポリ（ｐ―フエニレンテレフタルアミド）糸及びその製造方法
JPH01306610A (ja) * 1988-05-28 1989-12-11 Asahi Chem Ind Co Ltd アラミド繊維の製造方法
JPH03206138A (ja) * 1989-12-29 1991-09-09 Unitika Ltd ポリアミド系高伸縮性嵩高加工糸の製造方法
JPH0959864A (ja) * 1995-08-24 1997-03-04 Toray Ind Inc 係止部材および係止部付き製品

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4144023A (en) * 1977-10-11 1979-03-13 E. I. Du Pont De Nemours And Company Dyeing of high strength, high modules aromatic polyamide fibers
DE69939020D1 (de) * 1999-04-26 2008-08-14 Toray Du Pont Kk Polyparaphenylenterephthalamidfasern und verfahren zur herstellung derselben

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6375130A (ja) * 1986-09-18 1988-04-05 旭化成株式会社 アラミドステ−プル
JPH01280014A (ja) * 1988-03-02 1989-11-10 E I Du Pont De Nemours & Co 改善された耐疲労性を有するポリ（ｐ―フエニレンテレフタルアミド）糸及びその製造方法
JPH01306610A (ja) * 1988-05-28 1989-12-11 Asahi Chem Ind Co Ltd アラミド繊維の製造方法
JPH03206138A (ja) * 1989-12-29 1991-09-09 Unitika Ltd ポリアミド系高伸縮性嵩高加工糸の製造方法
JPH0959864A (ja) * 1995-08-24 1997-03-04 Toray Ind Inc 係止部材および係止部付き製品

Also Published As

Publication number Publication date
AU763815B2 (en) 2003-07-31
EP1101843B1 (fr) 2008-07-02
CN1205365C (zh) 2005-06-08
EP1101843A1 (fr) 2001-05-23
ATE399890T1 (de) 2008-07-15
EP1101843B2 (fr) 2011-05-25
CA2336245A1 (fr) 2000-11-02
CA2336245C (fr) 2008-04-01
BR9911583A (pt) 2001-03-20
EP1101843A4 (fr) 2005-03-16
BR9911583B1 (pt) 2008-11-18
CN1314959A (zh) 2001-09-26
AU3536399A (en) 2000-11-10

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