WO2005005512A1 - Copolyesters phosphores modifies ignifuges, leur utilisation et procede pour leur production - Google Patents

Copolyesters phosphores modifies ignifuges, leur utilisation et procede pour leur production Download PDF

Info

Publication number
WO2005005512A1
WO2005005512A1 PCT/EP2004/007220 EP2004007220W WO2005005512A1 WO 2005005512 A1 WO2005005512 A1 WO 2005005512A1 EP 2004007220 W EP2004007220 W EP 2004007220W WO 2005005512 A1 WO2005005512 A1 WO 2005005512A1
Authority
WO
WIPO (PCT)
Prior art keywords
copolyester
acid
diol
phosphorus content
bifunctional
Prior art date
Application number
PCT/EP2004/007220
Other languages
German (de)
English (en)
Inventor
Horst Rieckert
Holger Keller
Original Assignee
Schill + Seilacher Aktiengesellschaft
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
Application filed by Schill + Seilacher Aktiengesellschaft filed Critical Schill + Seilacher Aktiengesellschaft
Publication of WO2005005512A1 publication Critical patent/WO2005005512A1/fr

Links

Classifications

    • 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
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/20—Compounding polymers with additives, e.g. colouring
    • C08J3/22—Compounding polymers with additives, e.g. colouring using masterbatch techniques
    • C08J3/226—Compounding polymers with additives, e.g. colouring using masterbatch techniques using a polymer as a carrier
    • 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
    • C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/692—Polyesters containing atoms other than carbon, hydrogen and oxygen containing phosphorus
    • C08G63/6924—Polyesters containing atoms other than carbon, hydrogen and oxygen containing phosphorus derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/6926—Dicarboxylic acids and dihydroxy compounds
    • 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
    • D01F1/00—General methods for the manufacture of artificial filaments or the like
    • D01F1/02—Addition of substances to the spinning solution or to the melt
    • D01F1/07—Addition of substances to the spinning solution or to the melt for making fire- or flame-proof filaments
    • 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
    • D01F6/62—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyesters
    • 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
    • D01F6/88—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
    • D01F6/92—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of polyesters
    • 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
    • C08J2467/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers

Definitions

  • the invention relates to flame-retardant modified, phosphorus-containing copolyesters, their use as a masterbatch, in particular in the production of polyester fibers, and processes for their production.
  • inorganic or organic flame retardants such as e.g. Antimony trioxide or polybrominated diphenyl ether
  • DOP 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide
  • unsaturated dicarboxylic acids such as maleic acid, fumaric acid and in particular itaconic acid or Dialkyl esters or anhydrides of these dicarboxylic acids
  • phosphorus-containing flame retardants which are co-condensable in the polymer chain, in particular for polyesters.
  • polyesters Sieren that the phosphorus content in the case of polyesters is generally 0.05 to 5 wt .-% (500 to 50,000 ppm), while the phosphorus content at Polyesters for the production of polyester fibers should preferably be 0.1 to 1% by weight (1000 to 10,000 ppm).
  • the flame-retardant modified phosphorus-containing copolyesters can either be prepared in such a way that DOP and the unsaturated dicarboxylic acid, e.g. Itaconic acid, are dissolved in a diol and the solution obtained is fed directly to the polyester polymerization process.
  • the production can also be carried out according to the masterbatch process in such a way that pellets of a basic polyester batch with a high phosphorus content are first produced and these are then mixed with conventional polyester pellets which do not contain a condensed phosphorus compound before the mixing of the ner forming step, in which, for example, polyester fibers are formed, is fed.
  • the flame-retardant modified, phosphorus-containing copolyesters of the US patent mentioned have a total phosphorus content of less than 5% by weight and intrinsic viscosities of between 0.32 (Example 7) and 0.68 (Example 2).
  • the flame retardant modified copolyesters of this US patent are used as a masterbatch, ie they are subsequently mixed with ordinary polyethylene terephthalate (PET) in such proportions that the total phosphorus content of the mixtures obtained is between 0.3 and 0.7% by weight , and the copolyester is then further processed to the desired end product, for example polyester fibers.
  • PET polyethylene terephthalate
  • the main industrial manufacturing process for polyester fibers is the melt spinning process.
  • polyesters if they are to be spun by the melt spinning process, require an intrinsic viscosity [ ⁇ ] or “intrinsic viscosity” of at least 0.6, so that useful threads or filaments can arise mind you not on masterbatch polyester, but on the polyester melt to be spun.
  • a flame-retardant modified phosphorus-containing copolyester with a total phosphorus content of 5 to 7% by weight which is obtainable by a) esterification of at least one dicarboxylic acid with at least one diol and / or by transesterification of at least one dicarboxylic acid diester with at least one diol in present (1) a flame retardant bifunctional DOP addition compound of formula I.
  • R is a hydrogen atom, a - C 4 alkyl group or ad - C 4 - hydroxyalkyl group, and (2) at least one further, different from (1), bifunctional, phosphorus-containing compound and b) polycondensation of the esterification and / or Transesterification of products formed or formed, the DOP addition compound providing at most a total phosphorus content of 3.5% by weight, while the rest of the total phosphorus content comes from the at least one further bifunctional, phosphorus-containing compound.
  • the object is further achieved according to the invention by a process for producing a flame-retardant modified phosphorus-containing copolyester with a total phosphorus content of 5-7% by weight, in which a) at least one dicarboxylic acid is esterified with at least one diol and / or at least one dicarboxylic acid diester is used at least one diol is transesterified, in the presence (1) a fla-inhibiting bifunctional DOP addition compound of formula I.
  • R is a hydrogen atom, ad - C 4 alkyl group or a Ci - C 4 - hydroxyalkyl group
  • the products formed or formed during the esterification and / or transesterification are polycondensed, the esterification and / or transesterification in the presence ( 2) at least one further bifunctional phosphorus-containing compound is carried out, which is different from the DOP addition compound, and the DOP addition compound is used in an amount which corresponds to a total phosphorus content of the copolymer of at most 3.5% by weight, while the rest of the total phosphorus content is supplied by the at least one further bifunctional phosphorus-containing compound.
  • the intrinsic viscosity [ ⁇ ] of the fla-inhibiting modified, phosphorus-containing copolyesters according to the invention is preferably at least 0.5, particularly preferably at least 0.6, in each case measured at 20 ° C. in m-cresol as solvent.
  • An intrinsic viscosity of at least 0.5 but less than 0.6 is sufficient for the production of films, foils, moldings and hollow articles.
  • an intrinsic viscosity of at least 0.6 is required for the production of fibers and filaments by the melt spinning process.
  • the desired increase in the intrinsic viscosity is achieved by changing the relative proportions of the other bifunctional phosphorus-containing compounds of the formulas II and III, which the average specialist is easily able to do due to his general specialist knowledge (see, for example, Franz Fourne, "Synthetic Fibers", Carl Hanser Verlag, Kunststoff 1995).
  • At least one of the acids terephthalic acid, isophthalic acid and 2,6-naphthalenedicarboxylic acid is preferably used as the dicarboxylic acid for the production of the copolyesters according to the invention, the proportion of those of terephthalic acid being Acid different dicarboxylic acid (s) is preferably at most 5 mol% of the total amount of dicarboxylic acids.
  • the polyester backbone is not to be produced by esterification of a dicarboxylic acid with a diol, but rather by transesterification of a dicarboxylic acid diester, then at least one diester of at least one of the abovementioned acids terephthalic acid, isophthalic acid and 2,6-naphthalenedicarboxylic acid with at least one aliphatic alcohol is used as the dicarboxylic acid diester 1 to 4 carbon atoms used.
  • Ethylene glycol and / or 1,4-cyclohexane-dimethanol is preferably used as the diol.
  • ethylene glycol and 1,4-cyclohexanedimethanol are preferred.
  • copolyesters according to the invention are particularly preferably produced in the form of a masterbatch granulate or in the form of a masterbatch melt, in order to be able to mix them as homogeneously as possible with conventional polyester granules or an ordinary polyester melt and to feed them to a polyester production plant, preferably a melt spinning plant.
  • Another object of the invention is therefore the use of the flame-retardant modified, phosphorus-containing copolyesters described above as a masterbatch for the production of flame-retardant polyester with a total phosphorus content of 0.4 to 0.7% by weight, preferably their use for the production of polyester fibers, Polyester filaments or polyester monofilaments, particularly preferably their use for the production of fibers, filaments and monofilaments by the melt spinning process or their use for the production of polyester moldings or hollow polyester bodies.
  • the polycondensation is carried out in two stages, a precondensate of dicarboxylic acid (s) or dicarboxylic acid diester, DOP addition compound (s) and diol (s) being produced first, and the precondensate subsequently in the presence the further phosphorus-containing compound (s) is further condensed.
  • the polycondensation is preferably carried out in the presence of a catalyst, all of the compounds known for polyester production being suitable as catalysts, for example antimony trioxide, antimony triacetate, titanium tetrabutylate, germanium oxide and heavy metal-free catalysts such as e.g. C94 TM from Acordis Industrial Fibers GmbH, Obemburg (DE) or Ecocat TM from Zimmer AG, Frankfurt / M. (DE).
  • a catalyst all of the compounds known for polyester production being suitable as catalysts, for example antimony trioxide, antimony triacetate, titanium tetrabutylate, germanium oxide and heavy metal-free catalysts such as e.g. C94 TM from Acordis Industrial Fibers GmbH, Obemburg (DE) or Ecocat TM from Zimmer AG, Frankfurt / M. (DE).
  • the DOP addition compounds can be added in the form of their diol esters, their free acids or in the form of their cyclic anhydrides. They are preferably added in glycolic solution. In order to shorten the polycondensation time, it has proven advantageous to add small amounts of branching agents to the reaction mixture before or during the polycondensation. Pentaerythritol, trimethylolpropane and / or trimellitic acid are particularly suitable as branching agents. Depending on the intended use, all of the additives customary for polyesters can also be added to the copolyesters according to the invention during manufacture. At least one additive, which is selected from the group of stabilizers, dyes, matting agents and nucleating agents (nucleating agents), is preferably added to the reaction mixture.
  • the phosphorus-containing copolyesters obtainable according to the invention have an excellent degree of whiteness, are of amorphous structure and have a softening point of between 80 and 150 ° C.
  • the copolyesters with a total phosphorus content of 5 to 7% by weight are outstandingly suitable as masterbatch granules for the production of fibers, filaments, monofilaments, monofilaments, films, foils, moldings and hollow bodies in which the phosphorus content is based on processing with polyethylene terephthalate or slightly modified PET a value of between 0.4 and 0.7% by weight is reduced.
  • the masterbatch copolyesters according to the invention can be processed using all technologies known to those skilled in the art with PET melts to copolyesters with reduced phosphorus content and statistical distribution of the monomers in the polymer chain.
  • Copolyester with a total phosphorus content of 5% by weight.
  • ethylene glycol 180 g are placed in a round-bottomed flask provided with a stirrer, reflux condenser and nitrogen inlet and heated to 120.degree.
  • 160 g of methylphospholane (2-methyl-2,5-dioxo-1-oxa-2-phospholane of the formula I from the manufacturer CLARIANT) are continuously introduced into the glycol with stirring over the course of 30 minutes.
  • the temperature of the reaction mixture is kept at 120 ° C.
  • the copolyester thus obtained has a relative viscosity of 1.63
  • Phosphorus content is 5.28% by weight; in fact, a total phosphorus content of 5.05% by weight was found.
  • Copolyester with a total phosphorus content of 7% by weight.
  • a precondensate is prepared from 481 g terephthalic acid, 502.5 g UKANOL ® RD and 350 g ethylene glycol by the direct esterification process and is filled into a polyester polycondensation reactor.
  • the prepolymer is melted under nitrogen, heated to 260 ° C., and the melt is 129 g of glycolized methylphospholane (prepared as in Example 1) together with 207 g of phenylphosphinic acid (2-carboxyethyl (phenyl) phosphinic acid from Kolon (KR )) added.
  • Copolyester with a total phosphorus content of 6% by weight.
  • a polycondensation catalyst 3.3 g of germanium dioxide in the form of a glycolic solution, 300 g of pentaerythritol as a branching agent and 0.15 kg of titanium dioxide (matting agent) as a glycolic suspension are added to the melt. The temperature is raised to 285 ° C and the pressure is reduced to 26.6 Pa (0.2 Torr) within 45 minutes. The polycondensation is stopped after 3.5 hours.
  • a pellet of light intrinsic color is obtained which has a reactive solution viscosity of 1.64 (in m-cresol at 20 ° C. in the form of a 1% solution) and a softening point of 120 ° C.
  • the theoretical value for the total phosphorus content is 6.0% by weight, and 5.85% by weight were measured.
  • the melt mixture emerging from the main extruder was at a
  • a melting point of 247 ° C., a phosphorus content of 0.58% by weight and a relative viscosity of 1.595 (in m-cresol as a 1% solution at 20 ° C.) were measured on the multifilament. After stretching, the resultant was fully straightened

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Manufacturing & Machinery (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne des copolyesters phosphorés, modifiés ignifuges, ayant une teneur totale en phosphore comprise entre 5 et 7 % en poids. Ces copolyesters sont obtenus par estérification d'au moins un acide dicarboxylique avec au moins un diol et/ou par transestérification d'au moins un diester d'acide dicarboxylique avec au moins un diol, en présence d'un composé d'addition DOP (9,10-dihydro-9-oxa-10-phosphaphénanthrène 10-oxyde) bifonctionnel ignifugeant et d'au moins un autre composé phosphoré bifonctionnel différent du composé d'addition DOP bifonctionnel, puis par polycondensation des produits générés ou en cours de génération lors de l'estérification et/ou de la transestérification. Le composé d'addition DOP fournit au plus une teneur totale en phosphore de 3,5 % en poids alors que le reste de la teneur totale en phosphore provient de l'autre composé phosphoré bifonctionnel. L'invention concerne également des procédés pour la production des copolyesters phosphorés modifiés ignifuges selon l'invention et l'utilisation de ces copolyesters en tant que mélange maître, notamment pour la production de fibres polyester ayant une teneur totale en phosphore comprise entre 0,4 et 0,7 % en poids.
PCT/EP2004/007220 2003-07-08 2004-07-02 Copolyesters phosphores modifies ignifuges, leur utilisation et procede pour leur production WO2005005512A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10330774.5 2003-07-08
DE2003130774 DE10330774A1 (de) 2003-07-08 2003-07-08 Flammhemmend modifizierte, phosphorhaltige Copolyester, deren Verwendung und Verfahren zu ihrer Herstellung

Publications (1)

Publication Number Publication Date
WO2005005512A1 true WO2005005512A1 (fr) 2005-01-20

Family

ID=34041680

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2004/007220 WO2005005512A1 (fr) 2003-07-08 2004-07-02 Copolyesters phosphores modifies ignifuges, leur utilisation et procede pour leur production

Country Status (3)

Country Link
DE (1) DE10330774A1 (fr)
TW (1) TW200521152A (fr)
WO (1) WO2005005512A1 (fr)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1845178A1 (fr) * 2006-04-14 2007-10-17 Hyosung Corporation Fil frisé a base de téréphthalate de polyethylène pour tapis
EP2094888A1 (fr) * 2006-12-21 2009-09-02 Kolon Industries Inc. Procédé de préparation de fibre de polyester ignifuge et fibre de polyester ignifuge
EP2213187A1 (fr) * 2009-02-03 2010-08-04 Sympatex Technologies GmbH Film polymère à respiration active
EP2090618A3 (fr) * 2008-02-15 2010-08-18 Schill + Seilacher "Struktol" Aktiengesellschaft Formule de résine époxyde durcissable avec un produit ignifuge polyester
EP2284208A1 (fr) * 2009-08-14 2011-02-16 Schill + Seilacher "Struktol" GmbH Moyen de protection contre les flammes contenant du phosphore
ITMI20102305A1 (it) * 2010-12-15 2012-06-16 Univ Degli Studi Milano Polimeri ad architettura macromolecolare complessa con proprieta' di ritardo alla fiamma
CN102628194A (zh) * 2012-03-23 2012-08-08 台州东海塑料品制造有限公司 一种高色牢度涤纶空变纱面料
CN113321906A (zh) * 2021-07-19 2021-08-31 宁波华星科技有限公司 阻燃低熔点共聚酯复合物及其制备方法
CN114634688A (zh) * 2022-04-26 2022-06-17 华润化学材料科技股份有限公司 一种具有良好韧性的阻燃聚酯及其制备方法

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102942687A (zh) * 2012-11-09 2013-02-27 金发科技股份有限公司 一种阻燃脂肪-芳香族共聚酯及其制备方法
TWI555773B (zh) * 2013-10-23 2016-11-01 Nanya Plastics Corp A phosphorus-containing thermoplastic polyester and a phosphorus-containing heat-shrinkable sleeve thereof
EP2921498A1 (fr) 2014-03-17 2015-09-23 Eidgenössische Materialprüfungs- und Forschungsanstalt EMPA Retardateurs de flamme hybride à base DOPO
CN106835337B (zh) * 2016-12-29 2020-04-03 江苏恒科新材料有限公司 一种三角异形聚酯纤维hoy丝及其制备方法
CN106835336B (zh) * 2016-12-29 2019-08-27 江苏恒科新材料有限公司 一种方形中空聚酯纤维fdy丝及其制备方法
CN106801265B (zh) * 2016-12-29 2019-08-27 江苏恒科新材料有限公司 一种8字中空形聚酯纤维fdy丝及其制备方法
EP4365225A1 (fr) 2022-11-04 2024-05-08 Clariant International Ltd Composition ignifuge, composition polymère la comprenant et son utilisation

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2646218A1 (de) * 1975-10-14 1977-04-28 Toyo Boseki Neue phosphor-enthaltende verbindungen
US5530088A (en) * 1995-06-21 1996-06-25 Industrial Technology Research Institute Heat resistant phosphorus-containing polymeric flame retardant and process for preparing the same
WO2002066538A1 (fr) * 2001-02-21 2002-08-29 Dupont Teijin Films U.S. Limited Partnership Film polyester retardateur de flamme
US6498227B1 (en) * 1996-07-25 2002-12-24 Sanyo Chemical Industries, Ltd. Flame retardant, fiber-treatment, a method for imparting flame retardancy, and flame resistant polyester textile materials

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6245880B1 (en) * 1999-10-08 2001-06-12 Toyo Boseki Kabushiki Kaisha Organophosphorous composition, method of producing organophosphorous compound, polyester composition and method of producing the same
EP1101785A1 (fr) * 1999-11-15 2001-05-23 Alcatel Filament creux ou en faisceau
JP4631134B2 (ja) * 2000-06-21 2011-02-16 東洋紡績株式会社 接着剤用難燃性ポリエステル樹脂及びその接着剤
JP2002069750A (ja) * 2000-08-30 2002-03-08 Toyobo Co Ltd 難燃性に優れたフィラメント
EP1263881A1 (fr) * 2000-11-27 2002-12-11 Kolon Industries, Inc. Resine ignifuge a base de terephtalate de polybutylene
JP2003246831A (ja) * 2002-02-26 2003-09-05 Toyobo Co Ltd 難燃性ポリウレタン樹脂、接着剤、並びにそれらを用いた積層体とフラットケーブル

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2646218A1 (de) * 1975-10-14 1977-04-28 Toyo Boseki Neue phosphor-enthaltende verbindungen
US5530088A (en) * 1995-06-21 1996-06-25 Industrial Technology Research Institute Heat resistant phosphorus-containing polymeric flame retardant and process for preparing the same
US6498227B1 (en) * 1996-07-25 2002-12-24 Sanyo Chemical Industries, Ltd. Flame retardant, fiber-treatment, a method for imparting flame retardancy, and flame resistant polyester textile materials
WO2002066538A1 (fr) * 2001-02-21 2002-08-29 Dupont Teijin Films U.S. Limited Partnership Film polyester retardateur de flamme

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007284855A (ja) * 2006-04-14 2007-11-01 Hyosung Corp カーペット用３次元クリンプポリエチレンテレフタレートマルチフィラメント
US7566496B2 (en) 2006-04-14 2009-07-28 Hyosung Corporation 3-Dimension crimp polyethylene terephthalate multifilament for carpet
EP1845178A1 (fr) * 2006-04-14 2007-10-17 Hyosung Corporation Fil frisé a base de téréphthalate de polyethylène pour tapis
US8388879B2 (en) 2006-12-21 2013-03-05 Kolon Industries, Inc. Method of preparing flame-retardant polyester fiber and flame-retardant polyester fiber
EP2094888A1 (fr) * 2006-12-21 2009-09-02 Kolon Industries Inc. Procédé de préparation de fibre de polyester ignifuge et fibre de polyester ignifuge
EP2094888A4 (fr) * 2006-12-21 2009-12-30 Kolon Inc Procédé de préparation de fibre de polyester ignifuge et fibre de polyester ignifuge
US9150689B2 (en) 2006-12-21 2015-10-06 Kolon Industries, Inc. Method of preparing flame-retardant polyester fiber and flame-retardant polyester fiber
EP2090618A3 (fr) * 2008-02-15 2010-08-18 Schill + Seilacher "Struktol" Aktiengesellschaft Formule de résine époxyde durcissable avec un produit ignifuge polyester
EP2213187A1 (fr) * 2009-02-03 2010-08-04 Sympatex Technologies GmbH Film polymère à respiration active
EP2284208A1 (fr) * 2009-08-14 2011-02-16 Schill + Seilacher "Struktol" GmbH Moyen de protection contre les flammes contenant du phosphore
US9822308B2 (en) 2010-12-15 2017-11-21 Universita' Degli Studi Di Milano Star-and tree-shaped branched polymers having flame-retardant properties
JP2014503632A (ja) * 2010-12-15 2014-02-13 ウニヴェルスィタ デリ ストゥーディ ディ ミラーノ 難燃性を有する星状及び樹木状分岐ポリマー
KR20140045299A (ko) * 2010-12-15 2014-04-16 유니버시타' 데글리 스튜디 디 밀라노 난연성을 갖는, 별 및 나무 형상으로 분지화된 폴리머
WO2012080304A1 (fr) * 2010-12-15 2012-06-21 Universita' Degli Studi Di Milano Polymères ramifiés en étoile ou en arbre présentant des propriétés ignifugeantes
ITMI20102305A1 (it) * 2010-12-15 2012-06-16 Univ Degli Studi Milano Polimeri ad architettura macromolecolare complessa con proprieta' di ritardo alla fiamma
KR101863356B1 (ko) 2010-12-15 2018-06-29 유니버시타' 데글리 스튜디 디 밀라노 난연성을 갖는, 별 및 나무 형상으로 분지화된 폴리머
CN102628194A (zh) * 2012-03-23 2012-08-08 台州东海塑料品制造有限公司 一种高色牢度涤纶空变纱面料
CN113321906A (zh) * 2021-07-19 2021-08-31 宁波华星科技有限公司 阻燃低熔点共聚酯复合物及其制备方法
CN114634688A (zh) * 2022-04-26 2022-06-17 华润化学材料科技股份有限公司 一种具有良好韧性的阻燃聚酯及其制备方法
CN114634688B (zh) * 2022-04-26 2023-09-01 华润化学材料科技股份有限公司 一种具有良好韧性的阻燃聚酯及其制备方法

Also Published As

Publication number Publication date
DE10330774A1 (de) 2005-03-03
TW200521152A (en) 2005-07-01

Similar Documents

Publication Publication Date Title
DE2507776C2 (de) Schnellkristallisierende Poly(äthylen/alkylen)-terephthalate
WO2005005512A1 (fr) Copolyesters phosphores modifies ignifuges, leur utilisation et procede pour leur production
DE69725129T2 (de) Verfahren zur deaktivierung des katalysators bei der kontinuierlichen herstellung von polyethylenterephthalat
EP2814864B1 (fr) Procédé de préparation d'un polyester ou copolyester hétéroaromatique de poids moléculaire élevé
DE19631068B4 (de) Verfahren zur Beschleunigung der Polykondensation von Polyester
DE69518231T2 (de) Flammhemmende polyester copolymere
DE2507674A1 (de) Schnellkristallisierende poly(aethylen/alkylen)-terephthalate
DE19923053A1 (de) Polyester und dessen Gestaltungsverfahren
DE69229854T2 (de) Schwer entflammbare pillarme Polyesterfasern
DE2455025A1 (de) Verfahren zur herstellung von thermoplastischen polyestern
EP0815158B1 (fr) Procede de production en continu de polyesters thermoplastiques
DE102007056179B4 (de) Verfahren zur Herstellung eines Flammfesten Polyesterpolymers, daraus hergestellte Polyesterpolymere und unter Verwendung des Polyesterpolymers hergestellte Fasern
DE10322099A1 (de) Polymerisationskatalysator für die Herstellung von Polyestern, Verfahren zur Herstellung von Polyethylenterephthalat und Verwendung des Polymerisationskatalysators
CN116171338A (zh) 具有优异染色性的阻燃聚酯纤维及其制备方法
DE1301551C2 (de) Verfahren zur herstellung von hochmolekularen polyestern
DE2614980C2 (de) Verfahren zur Herstellung von gesättigten, hochmolekularen Polyestern
DE2706128C2 (de) Schnell kristallisierende Polyestermassen und Verfahren zu ihrer Herstellung
DE2545720A1 (de) Schnellkristallisierende blockcopolyester
EP0991689B1 (fr) Polyesters et copolyesters a ramifications de chaines generateurs de fils
DE60225568T2 (de) Polytrimethylenterephthalat-polyester
DE2653120C2 (de) Schnellkristallisierende Polyestermassen, Verfahren zu ihrer Herstellung und ihre Verwendung
DE4327616A1 (de) Verfahren zur Herstellung von Polyestern mit verbessertem Weißgrad
US7381787B2 (en) Polytrimethylene terephthalate having a low level of acrolein and a process for producing the same
DE2706123C2 (fr)
EP0823500B1 (fr) Fibre POY en polyester pour étirage-texturation et procédé pour sa production

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BW BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE EG ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NA NI NO NZ OM PG PH PL PT RO RU SC SD SE SG SK SL SY TJ TM TN TR TT TZ UA UG US UZ VC VN YU ZA ZM ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GM KE LS MW MZ NA SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LU MC NL PL PT RO SE SI SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
DPEN Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed from 20040101)
122 Ep: pct application non-entry in european phase