WO2005019294A1 - Suspension de charges inorganiques dans un polyesterpolyol et procede de fabrication. - Google Patents
Suspension de charges inorganiques dans un polyesterpolyol et procede de fabrication. Download PDFInfo
- Publication number
- WO2005019294A1 WO2005019294A1 PCT/FR2004/002053 FR2004002053W WO2005019294A1 WO 2005019294 A1 WO2005019294 A1 WO 2005019294A1 FR 2004002053 W FR2004002053 W FR 2004002053W WO 2005019294 A1 WO2005019294 A1 WO 2005019294A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- acid
- inorganic filler
- suspension
- polyesterdiol
- diacids
- Prior art date
Links
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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
-
- A—HUMAN NECESSITIES
- A43—FOOTWEAR
- A43B—CHARACTERISTIC FEATURES OF FOOTWEAR; PARTS OF FOOTWEAR
- A43B13/00—Soles; Sole-and-heel integral units
- A43B13/02—Soles; Sole-and-heel integral units characterised by the material
- A43B13/04—Plastics, rubber or vulcanised fibre
-
- A—HUMAN NECESSITIES
- A43—FOOTWEAR
- A43B—CHARACTERISTIC FEATURES OF FOOTWEAR; PARTS OF FOOTWEAR
- A43B13/00—Soles; Sole-and-heel integral units
- A43B13/02—Soles; Sole-and-heel integral units characterised by the material
- A43B13/12—Soles with several layers of different materials
- A43B13/125—Soles with several layers of different materials characterised by the midsole or middle layer
-
- 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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/009—Use of pretreated compounding ingredients
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from 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
- C08G2110/00—Foam properties
- C08G2110/0008—Foam properties flexible
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0041—Foam properties having specified density
- C08G2110/0066—≥ 150kg/m3
-
- 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
- C08G2410/00—Soles
Definitions
- the present invention relates to an inorganic filler suspension in polyester polyol and to the process for manufacturing this suspension.
- polyesters polyols in particular the polyesterdiols are raw materials used in the field of the manufacture of polyurethanes. Indeed, these are obtained by reaction with a compound comprising isocyanate functions and compounds comprising hydroxyl functions such as polyesterdiols. These polyesterdiols are obtained by reaction between a diol compound such as a glycol or a polyesterdiol with one or more diacids according to a conventional process for the manufacture of polyester. Such a process generally comprises an esterification step followed by a polycondensation step.
- reinforcing fillers such as inorganic particulate compounds. It is generally described that these fillers are added to the polyesterdiol or the isocyanate compound before carrying out the reaction leading to the polyurethane.
- One of the aims of the present invention is to provide stable suspensions of inorganic fillers in a polyesterdiol making it possible to manufacture polyurethane articles in which the inorganic filler is dispersed in a homogeneous manner making it possible to obtain good properties and a good appearance.
- the invention provides a stable suspension comprising as liquid medium a polyesterdiol compound and as dispersed particles, an inorganic particulate filler at a weight concentration of between 0.8 and 8%.
- the stable dispersion is obtained by addition of said particles in the polyester polyol esterification reaction medium or in the reaction medium at the start of the polycondensation step.
- the inorganic filler can be added directly to the medium, either in the form of a premix with the diol or, according to the preferred embodiment of the invention, in the form of a premix with at least part of the diacids.
- a very good dispersion and suspension of the inorganic filler particles in the polyesterdiol is obtained and therefore a very good dispersion in the polyurethane foam which will be obtained with this suspension.
- the process of the invention in particular the process for introducing the inorganic filler in the form of a mixture with the diacids, makes it possible to obtain a stable suspension. It is therefore possible with the process of the invention, to prepare suspensions based on polyesterdiol and to store them before their use for the manufacture of polyurethanes.
- This process also makes it possible to obtain stable dispersions at higher concentrations of inorganic fillers.
- the mixture of the filler with the diacids can be obtained by mixing the granules or powders of diacids with the particles of inorganic filler, at ambient temperature, for example, or at a temperature between room temperature and 120 ° C. It is also possible to coat the particles of inorganic filler with part of the diacids. This coating is obtained by heating the mixture to a temperature above the melting or softening temperature of the diacids.
- the coating of the particles of inorganic filler is advantageously carried out with a diacid comprising a number of carbon atoms less than or equal to 5 such as glutaric acid or a mixture of diacids containing a diacid comprising 5 atoms of carbon or less such as the mixture of diacids called AGS,
- glycols suitable for the invention mention may be made of glycols comprising from 2 to 10 carbon atoms, preferably from 2 to 6 atoms such as ethylene glycol, diethylene glycol, 1, 4 - butanediol, 1, 5-pentanediol, 1, 6-hexanediol, 1, 10 decanediol, 2, 2-dimethyl-1, 3-propanediol, 1, 3-propanediol, dipropylene glycol, trimethylolpropane, glycerol, pentaerythritol, diglycerol, dixtrose, sorbitol, bisphenol, hexyleneglycol or the like. These diols can also be used as a mixture.
- dicarboxylic acids As an example of dicarboxylic acids, mention may be made of aliphatic diacids such as adipic acid, succinic acid, glutaric acid, suberic acid, azelaic acid, sebacic acid, penelic acid, the acids aromatics such as phthalic, isophthalic, terephthalic, naphthenic acids. Unsaturated aliphatic acids such as maleic acid, fumaric acid, itaconic acid. These diacids can be used individually or as a mixture.
- aliphatic diacids such as adipic acid, succinic acid, glutaric acid, suberic acid, azelaic acid, sebacic acid, penelic acid, the acids aromatics such as phthalic, isophthalic, terephthalic, naphthenic acids.
- Unsaturated aliphatic acids such as maleic acid, fumaric acid, itaconic acid.
- the diacids used for the formation of polyesterdiol are advantageously constituted by a mixture of adipic acid and mixture of diacids called AGS obtained as a by-product in the process for the manufacture of adipic acid by oxidation of cyclohexanol and / or cyclohexanone and which comprises adipic acid, succinic acid and glutaric acid.
- the dispersions of polyesterdiols containing an inorganic filler are obtained according to a process comprising two stages, a first esterification stage and a second of polycondensation.
- the esterification step is carried out by mixing the diacids with diols, for example a mixture of ethylene glycol and diethylene glycol with a diol / diacid molar ratio of between 1.2 and 1.5.
- the reaction temperature in this first step is gradually increased during the progress of the reaction.
- the start of the reaction is carried out at a temperature of 160 ° C. to arrive at a temperature of 220 ° C. at the end of the reaction.
- the diacids are advantageously added as a mixture with the inorganic filler, as described above.
- the second polycondensation step is carried out with the addition of a catalyst such as tetrabutyl titanate (TBT), for example, with a weight concentration of between 0.001% and 0.010% relative to the weight of diacids used.
- TBT tetrabutyl titanate
- the polymerization temperature is 200 ° C under a pressure between 10 and 20 mbar.
- polyesterdiol obtained is characterized by the hydroxyl number (I 0 H) corresponding to the number of mg of potassium hydroxide per gram of polyol to convert the hydroxyl functions into alcoholate and the acid number (l A ) which represents the number mg of KOH necessary to neutralize 1 g of polyol.
- Polyesterdiol is also characterized by viscosity as well as by its molecular weight.
- the polyester polyol advantageously has a number molecular weight of between 5000 and 8000, preferably between 6000 and 7000.
- a number molecular weight of between 5000 and 8000, preferably between 6000 and 7000.
- Table 1 Suspensions of silica sold by the company RHODIA under the trade names indicated in Table 1 below and having the main properties indicated, are prepared by addition of silica in a polyesterdiol of molecular weight of approximately 7000. The dispersion of the silica is obtained using a mechanical mixer of the ULTRA-TURRAX type for approximately 5 minutes. Table 1
- suspensions 1a and 1b are used to manufacture polyurethane foams according to the formulation described in table 3 below: Table 3.
- the foams obtained with these suspensions are not suitable because the silica forms aggregates deteriorating the properties of the foam.
- a suspension of silica in a polyesterdiol in accordance with the invention is obtained according to the following procedure:
- adipic acid mixed with 6% silica sold by the company RHODIA under the trade name TIXOSIL T365 is added to a mixture of ethylene glycol (MEG) and diethylene glycol (DEG) containing 70% by weight of MEG.
- the molar ratio between the alcohols and the diacid is between 1, 2 and 1, 5.
- the reaction is carried out by heating the mixture at 160 ° C for 1 hour and then raising the temperature in steps from 15 ° C to 215 ° C. This reaction is carried out under an inert atmosphere, for example nitrogen.
- the esterifiat obtained is polycondensed in a second step after addition of tetrabutyl titanate (TBT) at a concentration by weight of 0.003% relative to the amount of diacids added.
- TBT tetrabutyl titanate
- the polymerization is carried out at 200 ° C under reduced pressure of 15-18 mbar.
- the polyester polyol obtained is characterized by the OH index (I 0 H) > the acid index (l A ) and the viscosity as indicated below:> ADOH / SiO (mass ratio): 94/06> MEG / DEG (molar ratio): 70/30> IQH of 55.86 mg of KOH / g of polyol,> 1 A of 0.43 mg of KOH / g of polyol> A viscosity of 6500 mPa.s at 34 ° C.
- the suspension thus obtained is stable and shows no settling after 5 days of storage at 70 ° C. It can be used as components for the manufacture of polyurethane according to the usual processes for the manufacture of polyurethane.
- this suspension for the production of a low density polyurethane foam is described below.
- the polyurethane foams were obtained by using the compounds and proportions indicated in table 4 below.
- the properties of the foams obtained are:> Density: 0.21 ⁇ 0.01g / cm 3 > Hardness (Ascher C): 49 ⁇ 1> Tensile strength at break: 26.6 ⁇ 1.1 kg / cm 2 > Elongation at break: 280 ⁇ 8%
- the properties of the foam are determined according to the methods indicated below:
- the density also called apparent density is determined according to standard ASTM D3574 (A), (Cellular plastics and rubbers - Determination of apparent density corresponding to standard ISO 845).
- the hardness is determined according to standard NBR 14455 (Ascher C) (Cellular materials, materials for soles and parts of shoes corresponding to standard DIN 53543).
- the shrinkage during molding is measured according to the SATRA TM 70 standard (Heat shrinkage of cellular soiling).
- Compression set Permanent deformation under load (Compression set) is determined according to standard ASTM D 395 (B) (Flexible cellular polymeric materials corresponding to standard ISO 1856).
- Example 2 is repeated but using a diacid / silica mixture containing adipic acid, 6% by weight of a mixture of diacids called AGS and 6% by weight of silica.
- the mixture used in Example 3 is obtained by mechanical mixing of the three components.
- the characteristics of the polyesterdiol suspension obtained are:
- Example 2 Viscosity: 10850 mPa.s at 34 ° C This suspension is stable and does not settle after 5 days of storage at a temperature of 70 ° C.
- a low density polyurethane foam was manufactured according to the procedure and the proportions given in Example 2. The foam obtained has the following characteristics: Density: 0.20 ⁇ 0.01 g / cm 3 Hardness (Ascher C): 56 ⁇ 2 (Manual) / 52 ⁇ 2 (Norm)
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Footwear And Its Accessory, Manufacturing Method And Apparatuses (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/569,811 US20070161731A1 (en) | 2003-08-08 | 2004-07-30 | Suspension of inorganic fillers in a polyesterpolyol and production method |
JP2006522371A JP2007501872A (ja) | 2003-08-08 | 2004-07-30 | ポリエステルポリオール中の無機充填剤の懸濁液及び製造方法 |
MXPA06001549A MXPA06001549A (es) | 2003-08-08 | 2004-07-30 | Suspension de cargas inorganicas en un poliesterpoliol y proceso de fabricacion. |
EP04767823A EP1651696A1 (fr) | 2003-08-08 | 2004-07-30 | Suspension de charges inorganiques dans un polyesterpolyol et procede de fabrication. |
BRPI0412951-2A BRPI0412951A (pt) | 2003-08-08 | 2004-07-30 | suspensão estável, processo para fabricação de uma suspensão e uso de suspensão de carga inorgánica em um poliesterdiol |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0309781 | 2003-08-08 | ||
FR0309781A FR2858622B1 (fr) | 2003-08-08 | 2003-08-08 | Mousses polyurethane, polyester-polyols pour l'obtention des mousses et utilisation de ces mousses |
FR0311115A FR2858623B1 (fr) | 2003-08-08 | 2003-09-23 | Mousses polyurethannes, procede de fabrication et utilisation de ces mousses |
FR0311115 | 2003-09-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2005019294A1 true WO2005019294A1 (fr) | 2005-03-03 |
Family
ID=34081988
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR2004/002055 WO2005019295A1 (fr) | 2003-08-08 | 2004-07-30 | Mousses polyurethannes, procedes pour l'obtention des mousses et utilisation de ces mousses. |
PCT/FR2004/002053 WO2005019294A1 (fr) | 2003-08-08 | 2004-07-30 | Suspension de charges inorganiques dans un polyesterpolyol et procede de fabrication. |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR2004/002055 WO2005019295A1 (fr) | 2003-08-08 | 2004-07-30 | Mousses polyurethannes, procedes pour l'obtention des mousses et utilisation de ces mousses. |
Country Status (9)
Country | Link |
---|---|
US (2) | US20070043133A1 (fr) |
EP (2) | EP1651696A1 (fr) |
JP (2) | JP2007501873A (fr) |
KR (1) | KR100796545B1 (fr) |
BR (2) | BRPI0412951A (fr) |
FR (1) | FR2858623B1 (fr) |
MX (2) | MXPA06001553A (fr) |
TW (2) | TWI254721B (fr) |
WO (2) | WO2005019295A1 (fr) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7941938B2 (en) | 2006-05-26 | 2011-05-17 | Nike, Inc. | Article of footwear with lightweight sole assembly |
KR100926043B1 (ko) * | 2006-09-13 | 2009-11-11 | 주식회사 코오롱 | 폴리우레탄 미립자의 제조방법 및 이로부터 제조되는폴리우레탄 미립자 |
AR069314A1 (es) * | 2007-11-14 | 2010-01-13 | Basf Se | Poliuretano espumado con propiedades de resistencia a la flexion mejoradas |
FR2927081B1 (fr) * | 2008-02-01 | 2012-09-14 | Rhodia Operations | Mousses de polyurethanne |
WO2009112576A1 (fr) * | 2008-03-14 | 2009-09-17 | Basf Se | Elastomères de polyuréthane à grosses cellules |
ES2595359T3 (es) * | 2008-09-18 | 2016-12-29 | Basf Se | Poliuretanos a base de poliéster-dioles con comportamiento mejorado de cristalización |
JP5553142B2 (ja) * | 2009-11-20 | 2014-07-16 | Dic株式会社 | 耐熱性ポリウレタン樹脂 |
BR112012031742A2 (pt) | 2010-06-15 | 2017-12-05 | Basf Se | processo para produzir misturas feitas de polilactídeos e de poliuretanos termoplásticos, mistura feita de polilactídeos e de poliuretanos termoplásticos, uso de misturas, produto de folha ou moldagem, material composto de fibra reforçada, e, produto de folha, moldagem ou produto semiacabado |
US8633283B2 (en) | 2010-06-15 | 2014-01-21 | Basf Se | Process for producing blends made of polylactides (PLAS) and of thermoplastic polyurethanes (TPUS) |
CN102786792B (zh) * | 2012-08-07 | 2014-05-07 | 深圳市新纶科技股份有限公司 | 一种耐黄变聚氨酯鞋材及其制备方法 |
US9282784B2 (en) | 2012-09-06 | 2016-03-15 | Nike, Inc. | Sole structures and articles of footwear having a lightweight midsole with segmented protective elements |
WO2015000722A1 (fr) | 2013-07-02 | 2015-01-08 | Basf Se | Polyuréthane à base de matières premières renouvelables |
CN104530359A (zh) * | 2014-12-15 | 2015-04-22 | 航天特种材料及工艺技术研究所 | 一种人工介质及其制备方法 |
US12043695B2 (en) | 2018-06-06 | 2024-07-23 | Basf Se | Process for preparing a dispersion of inorganic oxide particles in polyester polyol |
WO2022043428A1 (fr) | 2020-08-28 | 2022-03-03 | Basf Se | Granulés expansés faits de polyuréthane thermoplastique |
Citations (5)
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US4960915A (en) * | 1988-04-26 | 1990-10-02 | Davy Mckee, Ag | Process for the production of linear polyesters, particularly for films and foils |
EP0506033A1 (fr) * | 1991-03-28 | 1992-09-30 | Diafoil Hoechst Co., Ltd. | Film de polyester |
US5210127A (en) * | 1991-10-28 | 1993-05-11 | Bayer Aktiengesellschaft | Free-flowing, thermoplastically processible and post-crosslinkable polyurethane powders |
EP1186628A2 (fr) * | 2000-09-05 | 2002-03-13 | Degussa AG | Dispersion de matière première pour la préparation de polyester, procédé pour sa préparation, et procédé pour la préparation de produits de polyester utilisant cette dispersion |
DE10138568A1 (de) * | 2001-08-06 | 2003-03-06 | Arteva Tech Sarl | Verfahren zur Herstellung eines antimikrobiellen Polyester, antimikrobieller Polyester und seine Verwendung |
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US4497918A (en) * | 1982-01-25 | 1985-02-05 | J. M. Huber Corporation | Thixotropic unsaturated polyester compositions and methods |
US4439550A (en) * | 1982-11-22 | 1984-03-27 | Texaco Inc. | Aromatic polyols made from recycled polyethylene terephthalate waste streams, alkylene glycol and dibasic acid waste streams |
DE3305006A1 (de) * | 1983-02-14 | 1984-10-31 | Robert Bosch Gmbh, 7000 Stuttgart | Elektrischer generator fuer ein kraftfahrzeug |
US4822827A (en) * | 1987-12-17 | 1989-04-18 | The Dow Chemical Company | Thermoplastic polyurethanes with high glass transition temperatures |
CA2015488C (fr) * | 1989-04-30 | 1997-07-08 | Tomoyasu Tsuda | Polyurethane, procede de production et diol polyester utilise a cette fin |
CN1100805C (zh) * | 1996-03-12 | 2003-02-05 | 花王株式会社 | 聚氨酯泡沫的制造方法 |
FR2773163B1 (fr) * | 1997-12-26 | 2000-03-31 | Witco | Procede de moulage de polyurethane utilisant un agent de demoulage interne |
US6268464B1 (en) * | 1998-10-19 | 2001-07-31 | Neste Chemicals Oy | Unsaturated polyester resins |
AR024533A1 (es) * | 1999-02-23 | 2002-10-16 | Huntsman Ici Chem Llc | Elastomeros de poliuretano provistos de una resistencia mejorada a la hidrolisis. |
EP1125959A1 (fr) * | 2000-02-17 | 2001-08-22 | Mitsui Chemicals, Inc. | Elastomère de Polyuréthane Microcellulaires et son procédé de préparation |
JP2004516369A (ja) * | 2000-12-27 | 2004-06-03 | ワールド・プロパティーズ・インコーポレイテッド | ポリウレタンフォームとその製造方法 |
US6458861B1 (en) * | 2001-01-18 | 2002-10-01 | Bayer Antwerp N.V. | Carbon dioxide blown low density, flexible microcellular elastomers suitable for preparing shoe components |
-
2003
- 2003-09-23 FR FR0311115A patent/FR2858623B1/fr not_active Expired - Fee Related
-
2004
- 2004-07-30 BR BRPI0412951-2A patent/BRPI0412951A/pt not_active IP Right Cessation
- 2004-07-30 EP EP04767823A patent/EP1651696A1/fr not_active Withdrawn
- 2004-07-30 BR BRPI0412938-5A patent/BRPI0412938A/pt not_active IP Right Cessation
- 2004-07-30 MX MXPA06001553A patent/MXPA06001553A/es unknown
- 2004-07-30 US US10/567,704 patent/US20070043133A1/en not_active Abandoned
- 2004-07-30 KR KR1020067002730A patent/KR100796545B1/ko not_active IP Right Cessation
- 2004-07-30 US US10/569,811 patent/US20070161731A1/en not_active Abandoned
- 2004-07-30 JP JP2006522372A patent/JP2007501873A/ja active Pending
- 2004-07-30 MX MXPA06001549A patent/MXPA06001549A/es unknown
- 2004-07-30 WO PCT/FR2004/002055 patent/WO2005019295A1/fr active Application Filing
- 2004-07-30 EP EP04786016A patent/EP1651697A1/fr not_active Withdrawn
- 2004-07-30 JP JP2006522371A patent/JP2007501872A/ja active Pending
- 2004-07-30 WO PCT/FR2004/002053 patent/WO2005019294A1/fr active Application Filing
- 2004-08-06 TW TW093123714A patent/TWI254721B/zh not_active IP Right Cessation
- 2004-08-06 TW TW093123715A patent/TWI294433B/zh active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4960915A (en) * | 1988-04-26 | 1990-10-02 | Davy Mckee, Ag | Process for the production of linear polyesters, particularly for films and foils |
EP0506033A1 (fr) * | 1991-03-28 | 1992-09-30 | Diafoil Hoechst Co., Ltd. | Film de polyester |
US5210127A (en) * | 1991-10-28 | 1993-05-11 | Bayer Aktiengesellschaft | Free-flowing, thermoplastically processible and post-crosslinkable polyurethane powders |
EP1186628A2 (fr) * | 2000-09-05 | 2002-03-13 | Degussa AG | Dispersion de matière première pour la préparation de polyester, procédé pour sa préparation, et procédé pour la préparation de produits de polyester utilisant cette dispersion |
DE10138568A1 (de) * | 2001-08-06 | 2003-03-06 | Arteva Tech Sarl | Verfahren zur Herstellung eines antimikrobiellen Polyester, antimikrobieller Polyester und seine Verwendung |
Also Published As
Publication number | Publication date |
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BRPI0412938A (pt) | 2006-09-26 |
TWI294433B (en) | 2008-03-11 |
TW200523283A (en) | 2005-07-16 |
JP2007501872A (ja) | 2007-02-01 |
FR2858623B1 (fr) | 2006-01-13 |
BRPI0412951A (pt) | 2006-09-26 |
KR100796545B1 (ko) | 2008-01-21 |
EP1651696A1 (fr) | 2006-05-03 |
TW200519134A (en) | 2005-06-16 |
KR20060029697A (ko) | 2006-04-06 |
US20070161731A1 (en) | 2007-07-12 |
MXPA06001549A (es) | 2006-05-15 |
MXPA06001553A (es) | 2006-05-15 |
FR2858623A1 (fr) | 2005-02-11 |
US20070043133A1 (en) | 2007-02-22 |
JP2007501873A (ja) | 2007-02-01 |
EP1651697A1 (fr) | 2006-05-03 |
TWI254721B (en) | 2006-05-11 |
WO2005019295A1 (fr) | 2005-03-03 |
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