WO2011070423A1 - Utilisation de polymères amphiphiles comme agents améliorant la stabilité thermique et la résistance aux uv de matériaux thermoplastiques chlores et charges, procédé de fabrication desdits matériaux - Google Patents

Utilisation de polymères amphiphiles comme agents améliorant la stabilité thermique et la résistance aux uv de matériaux thermoplastiques chlores et charges, procédé de fabrication desdits matériaux Download PDF

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Publication number
WO2011070423A1
WO2011070423A1 PCT/IB2010/003116 IB2010003116W WO2011070423A1 WO 2011070423 A1 WO2011070423 A1 WO 2011070423A1 IB 2010003116 W IB2010003116 W IB 2010003116W WO 2011070423 A1 WO2011070423 A1 WO 2011070423A1
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Prior art keywords
chlorinated
amphiphilic copolymer
mol
water
dry weight
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PCT/IB2010/003116
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English (en)
French (fr)
Inventor
Jacques Mongoin
Renaud Souzy
Patrick A. C. Gane
Matthias Buri
Original Assignee
Coatex Sas
Omya Development Ag
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Priority to BR112012013763-8A priority Critical patent/BR112012013763B1/pt
Priority to JP2012542631A priority patent/JP5623545B2/ja
Priority to CN201080061831.XA priority patent/CN102918101B/zh
Priority to AU2010329612A priority patent/AU2010329612B2/en
Priority to KR1020127017587A priority patent/KR101771271B1/ko
Priority to EP10813104.6A priority patent/EP2510050B1/fr
Priority to PL10813104T priority patent/PL2510050T3/pl
Application filed by Coatex Sas, Omya Development Ag filed Critical Coatex Sas
Priority to RU2012128511/05A priority patent/RU2535691C2/ru
Priority to MX2012006446A priority patent/MX352177B/es
Priority to US13/513,027 priority patent/US8741997B2/en
Priority to ES10813104.6T priority patent/ES2461600T3/es
Priority to CA2782504A priority patent/CA2782504C/en
Priority to DK10813104.6T priority patent/DK2510050T3/da
Publication of WO2011070423A1 publication Critical patent/WO2011070423A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
    • 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
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/24—Acids; Salts thereof
    • C08K3/26—Carbonates; Bicarbonates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
    • C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L27/04—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
    • C08L27/06—Homopolymers or copolymers of vinyl chloride
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/062—Copolymers with monomers not covered by C08L33/06
    • C08L33/064—Copolymers with monomers not covered by C08L33/06 containing anhydride, COOH or COOM groups, with M being metal or onium-cation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • 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
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/24—Acids; Salts thereof
    • C08K3/26—Carbonates; Bicarbonates
    • C08K2003/265—Calcium, strontium or barium carbonate

Definitions

  • the present invention relates to the sector of chlorinated thermoplastic materials containing a mineral filler. It relates to a compatibility agent between the filler and the resin, which has the dual function of improving the thermal stability and the UV resistance of the final material.
  • Chlorinated thermoplastic materials especially those based on PVC, have many applications such as the manufacture of pipes (water supply, sanitation, irrigation, cable ducts) of exterior and / or interior building materials (window profiles). , shutters, doors, cladding, false ceilings) or industrial parts.
  • talc talc
  • alumina titanium dioxide
  • magnesium oxide barium sulfate
  • aluminum silica
  • kaolin natural or synthetic calcium carbonate
  • Calcium carbonate is a preferred filler for chlorinated thermoplastic materials, since it makes it possible to improve some of their physical properties, such as their rigidity, the cooling time during extrusion, or the deposition at the outlet of the die. ("die build-up"). This is reported in the document “The use of calcium carbonate to enhance the physical properties of rigid vinyl products” (Society of Plastic Engineering, Conf., October 12-14, 1999).
  • the resin that composes these materials is a hydrophobic medium in which the calcium carbonate disperses poorly: this means that the grains of mineral matter are not distributed natural and homogeneous in said resin. This poor distribution or poor state of dispersion or poor compatibility lead to degradation of the mechanical and optical properties of the final composition.
  • one skilled in the art has developed methods for treating calcium carbonate, in order to improve its compatibility with thermoplastic resins in general, and chlorinated thermoplastic resins such as in particular PVC.
  • Documents FR 1 047 087, WO 00/20336 and US 4 151 136 describe the surface treatment of calcium carbonate with waxes and fatty acids having from 8 to 22 carbon atoms. Stearic acid and its salts are nowadays commonly used: applications are found in the documents WO 02/55596, WO 04/971 1 and WO 01/32787.
  • This expression denotes a copolymer consisting of an essentially linear skeleton of (meth) acrylic nature, on which at least two lateral segments consisting of at least one "macromonomer" of the polyalkylene oxide type are grafted.
  • WO 2007/052122 and WO 2008/053296 demonstrate the beneficial influence of such polymers on the impact resistance and gloss of a filled PVC composition, properties which are known to constitute direct evidence of better compatibility of the load with the resin.
  • This link has been established in the publications "Study on ground-calcium carbonate and composite wollastonite fillers filling properties and reinforcement mechanisms” (Zhongguo Fenti Jishu, 2002, 8 (1), pp. 1-5), "Recycling of incompatible plastics with reactive compatibilizers "(Special Publication - Royal Society of Chemistry, 1997, 199 Chemical Aspects of Plastics Recycling, pp.
  • the Applicant has developed the use of certain linear amphiphilic copolymers having, for a given molecular weight, a certain polymolecularity index. In addition to their ability to make the load compatible with the resin in which it is introduced, these polymers have an agent function improving the thermal stability and UV resistance of the final composition thus loaded.
  • this property is directly related to an improvement of the optical properties
  • the thermal stability of said charged composition is improved, as measured by DHC or through gelling curves
  • the UV resistance of said charged composition is improved, which reduces the phenomenon of pinking, as demonstrated by whiteness measurements after exposure to direct UV radiation, or after a heat treatment, and this, with respect to the same composition charged: not containing a compatibilizing agent other than stearic acid, containing in addition to stearic acid a comb-type compatibilizer, as taught by the prior art,
  • a first object of the invention is the use, in a chlorinated and filled thermoplastic composition containing at least one chlorinated thermoplastic resin and at least one mineral filler, as an agent improving the thermal stability and the UV resistance of said composition of a linear amphiphilic copolymer characterized in that it consists of at least one hydrophilic comonomer and at least one hydrophobic comonomer,
  • weight average molecular weight of between 5,000 g / mol and 20,000 g / mol and a polymolecularity index of less than or equal to 3, and preferably a weight average molar mass of between 10,000 g / mol and 15,000 g / mol and a polymolecularity index less than or equal to 2.5.
  • amphiphilic copolymer is essentially linear, that is to say that it may comprise a minority of random branches that results from a radical polymerization.
  • linear amphiphilic copolymer contains, in mole% of each comonomer, between 60% and 95% of comonomer hydrophilic and from 5% to 40% hydrophobic comonomer, preferably between 70% and 90% hydrophilic comonomer and 10% to 30% hydrophobic comonomer.
  • hydrophilic comonomer is selected from acrylic acid, methacrylic acid and mixtures of these comonomers.
  • hydrophobic comonomer is chosen from styrenes and alkyl acrylates and mixtures thereof, especially styrene and butyl acrylate respectively.
  • linear amphiphilic copolymer has a statistical structure or a block structure.
  • the copolymer used according to the invention is obtained by copolymerization of acrylic acid and / or methacrylic acid with hydrophobic comonomers such as butyl acrylate or styrene. It was synthesized exclusively in water by controlled radical polymerization using a particular chain transfer agent which is a salt of propanoic acid of 2,2 '- [carbonothioylbis (thio)] bis, and in particular its salt. Sodium (CAS No. 864970-33-2). The general formula of this salt is:
  • M denotes the hydrogen atom, an amine salt, ammonium or an alkaline cation, and more preferably the sodium cation.
  • This copolymer obtained in acid form may also be partially or completely neutralized by one or more neutralization agents having a monovalent or polyvalent cation, said agents being preferably chosen from ammonia or from hydroxides and / or calcium oxides, magnesium, or from hydroxides of sodium, potassium, lithium, and preferentially that the neutralizing agent is sodium hydroxide.
  • Said copolymer may optionally, before or after neutralization, be treated and separated into several phases, according to static or dynamic processes known to those skilled in the art, by one or more polar solvents belonging in particular to the group consisting of water, methanol , ethanol, propanol, isopropanol, butanols, acetone, tetrahydrofuran or mixtures thereof.
  • One of the phases then corresponds to the polymer used according to the invention.
  • said copolymer can also be dried.
  • This use is also characterized in that the chlorinated and charged thermoplastic composition contains, relative to its total weight:
  • chlorinated thermoplastic resin is chosen from PVC, chlorinated polyvinyl chloride (CPVC), chlorinated polyethylene, copolymers of PVC-polyacetate vinyl type (PVC-PVAC), and mixtures thereof.
  • CPVC chlorinated polyvinyl chloride
  • PVC-PVAC chlorinated polyethylene
  • PVC-PVAC copolymers of PVC-polyacetate vinyl type
  • the mineral filler is chosen from natural or synthetic calcium carbonate, dolomites, limestone, kaolin, talc, and mixtures thereof, and is preferably a natural or synthetic calcium carbonate.
  • This use is also characterized in that said linear amphiphilic copolymer is used during a step of grinding said mineral filler, said grinding being a dry grinding or a wet grinding followed by drying, and preferably is implemented during a wet grinding of said mineral filler, followed by drying.
  • said inorganic filler has a mean diameter, measured by a Sedigraph TM 5100, of between 0.5 and 5 ⁇ , and preferably between 0.6 ⁇ and 1.5 ⁇ .
  • said inorganic filler has a percentage by weight of particles having a diameter of less than 2 ⁇ , measured by a Sedigraph TM 5100, of between 10% and 99%, preferably between 50% and 95%, and more preferably between 60% and 90%.
  • chlorinated and filled thermoplastic composition is formed by a method implementing at least one dry mixing step of components (a) to (e).
  • chlorinated and filled thermoplastic composition is formed by a method implementing at least one extrusion or injection molding transformation step.
  • thermoplastic composition is formed by a method implementing at least one step at a temperature between 150 and 250 ° C, and preferably between 180 to 220 ° C.
  • Another subject of the invention consists of a process for producing a chlorinated and filled thermoplastic composition containing at least one chlorinated thermoplastic resin and at least one inorganic filler, comprising: a) at least one step of grinding said mineral filler,
  • step b) followed by at least one step of incorporation into the thermoplastic resin of the crushed mineral filler obtained in step a), characterized in that it uses, during step a), a copolymer linear amphiphile: consisting of at least one hydrophilic monomer and at least one hydrophobic monomer,
  • amphiphilic copolymer contains, in% by mole of each monomer, between 60% and 95% of hydrophilic monomer and from 5% to 40% of hydrophobic monomer, preferably between 70% and 90% of monomer hydrophilic and from 10% to 30% hydrophobic monomer.
  • hydrophilic comonomer is selected from acrylic acid, methacrylic acid and mixtures of these monomers.
  • hydrophobic comonomer is chosen from styrenes and alkyl acrylates and mixtures thereof, especially styrene and butyl acrylate respectively.
  • This method is also characterized in that said linear amphiphilic copolymer has a statistical structure or a block structure.
  • This process is also characterized in that the chlorinated and charged thermoplastic composition contains, relative to its total weight:
  • the chlorinated thermoplastic resin is chosen from PVC, chlorinated polyvinyl chloride (CPVC), chlorinated polyethylene, copolymers of PVC-polyacetate vinyl type (PVC-PVAC), and mixtures thereof.
  • the mineral filler is selected from natural or synthetic calcium carbonate, dolomites, limestone, kaolin, talc, and mixtures thereof, and is preferably a natural or synthetic calcium carbonate.
  • step a) is a dry grinding step or a wet milling followed by drying, and preferably a wet grinding of said inorganic filler, followed by drying.
  • step a) is a dry grinding step or a wet milling followed by drying, and preferably a wet grinding of said inorganic filler, followed by drying.
  • step b) is followed by at least one step c) of transformation by extrusion or injection molding.
  • step c) is carried out at a temperature between 150 and 250 ° C, and preferably between 180 to 220 ° C.
  • a final subject of the invention consists of a chlorinated and filled thermoplastic composition obtained by the process according to the invention.
  • the weight average molecular weight, denoted Mw, and the polymolecularity index, denoted Ip, are determined:
  • the suspension called Hydrocarb 90 OG is a limestone suspension having a weight percentage of particles having a diameter of less than 2 ⁇ , measured by a Sedigraph TM 5100, of 90% and a mean diameter, measured by a Sedigraph TM 5100, of 0 , 7 ⁇ .
  • the Hydrocarb 90 OG product was dried by means of a Niro Minor Mobile 2000 fountain type sold by the company NIRO TM.
  • the characteristics of this drying are:
  • the drying is carried out in the presence of, expressed relative to the dry weight of calcium carbonate:
  • the PVC profiles are then calibrated at 15 ° C in a water bath and laminated on a Yvroud system.
  • the extrusion parameters are:
  • the impact resistance measurements are carried out according to the British Standard BS 7413: 2003. The measurements were averaged over batches of 10 test pieces manufactured with the Diadisc TM 4200 machine marketed by MUTRONIC TM.
  • the gloss measurements were carried out at 60 ° by means of a Tri-Gloss spectrophotometer marketed by BYK-GARDNER TM.
  • the phenomenon of thermal stability is apprehended by two different methods. The first is based on the DHC, the second on gelling curves.
  • the DHC measurement makes it possible to determine the dehydrochlorination rate of the PVC samples at 200 ° C. It is representative of the thermal stability of these samples.
  • Samples of approximately 0.5 g of PVC are placed in a Metrohm 763 PVC Thermomat type apparatus at 200 ° C.
  • the amount of HCl vapor released by the samples is introduced into a solution of 60 ml of bipermuted water, the conductivity of which is monitored.
  • the stabilization time, denoted "tDHc" (min) is the time from which the conductivity of the aqueous solution reaches a value of 50 ⁇ 8 / ⁇ . The higher the time, the better the stability of the samples.
  • the gelling curves are carried out on the dry mixtures of PVC which undergo a particular heat treatment. These dry PVC blends are introduced into an internal mixer (Thermoelectron Rheomix 600 / 610P) with the following parameters: speed of 30 rpm,
  • a curve of the torque of the mixer is plotted as a function of time. This curve shows the evolution of the viscosity of the dry PVC mixture over time at a temperature of 190 ° C.
  • the Thermoelectron device is used as a mixer: it makes the said dry blends of PVC undergo a certain heat treatment, during which it follows the evolution of the viscosity of said mixture. After a first period of increasing the viscosity of the PVC dry mixture, followed by a sharp decrease which corresponds to the gelling phase of the PVC, a stabilization phase of the couple is then observed up to a time of about 10 minutes. which corresponds to the normal extrusion phase of this material.
  • the phenomenon of pinking is apprehended through the measurement of the parameter a (measurement of red, in the well known coordinates coordinate L, a, b) on the PVC samples coming directly from the extruder and cut into strips of 20 x 0 , 9 cm (the extrusion parameters having been indicated above).
  • This test constitutes a reference and does not implement a compatibilizing agent.
  • the poly ((AA-co-MAMPEG 2000) -Woc-ABu) amphiphilic copolymer is constituted in mole of:
  • the poly ((AA-co-MAMPEG 2000) -6 / oc-Sty) amphiphilic copolymer is constituted in moles of:
  • the poly ((AA-co-MAMPEG 5000) -e / oc-Sty) amphiphilic copolymer is constituted in moles of:
  • the poly ((AA-co-MAMPEG 5000) -e / oc-ABu) amphiphilic copolymer is constituted in moles of:
  • This test is outside the invention and uses a random amphiphilic copolymer of aciylic acid with hydrophobic comonomers (butyl acrylate) in water.
  • the poly (AA-co-Abu) amphiphilic copolymer is constituted in mole of:
  • This test illustrates the invention and uses a block amphiphilic copolymer of acrylic acid with a hydrophobic comonomer (styrene) in water.
  • the poly (AA-b / oc-Sty) amphiphilic copolymer is constituted in moles of: 90.0% of acrylic acid,
  • This test illustrates the invention and uses a block amphiphilic copolymer of acrylic acid with a hydrophobic comonomer (butyl acrylate) in water.
  • the poly (AA-Woc ⁇ ABu) amphiphilic copolymer is constituted in moles of:
  • This test illustrates the invention and uses a block amphiphilic copolymer of acrylic acid with a hydrophobic comonomer (butyl acrylate) in water.
  • the poly (AA-è / ooABu) amphiphilic copolymer is constituted in moles of:
  • This test illustrates the invention and uses a block amphiphilic copolymer of acrylic acid with hydrophobic comonomers (butyl acrylate and stearyl methacrylate) in water.
  • the poly (AA-Woc- (Abu-co-Meth stearyl) amphiphilic copolymer is constituted in mole of:

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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)
  • Compositions Of Macromolecular Compounds (AREA)
PCT/IB2010/003116 2009-12-07 2010-12-06 Utilisation de polymères amphiphiles comme agents améliorant la stabilité thermique et la résistance aux uv de matériaux thermoplastiques chlores et charges, procédé de fabrication desdits matériaux WO2011070423A1 (fr)

Priority Applications (13)

Application Number Priority Date Filing Date Title
DK10813104.6T DK2510050T3 (da) 2009-12-07 2010-12-06 Anvendelse af amfifiliske polymerer som middel der forbedrer termisk stabilitet og uv-modstanden af klorerede og fyldte termoplastiske materialer, fremgangsmåde til fremstilling af disse materialer
PL10813104T PL2510050T3 (pl) 2009-12-07 2010-12-06 Zastosowanie polimerów amfifilowych jako środków zwiększających stabilność termiczną i odporność na promieniowanie uv chlorowanych i wypełnionych materiałów termoplastycznych, sposób wytwarzania tych materiałów
CN201080061831.XA CN102918101B (zh) 2009-12-07 2010-12-06 两亲性聚合物作为改善氯化的且填充的热塑性材料的热稳定性和uv耐性的试剂的用途，所述材料的制造方法
AU2010329612A AU2010329612B2 (en) 2009-12-07 2010-12-06 Use of amphiphilic polymers as agents that improve the thermal stability and the UV resistance of chlorinated and filled thermoplastic materials, process for manufacturing said materials
KR1020127017587A KR101771271B1 (ko) 2009-12-07 2010-12-06 염소화 및 충전된 열가소성 물질의 열 안정성 및 ｕｖ 저항을 개선하기 위한 물질로서의 양친매성 공중합체의 용도 및 상기 물질의 제조 방법
EP10813104.6A EP2510050B1 (fr) 2009-12-07 2010-12-06 Utilisation de polymères amphiphiles comme agents améliorant la stabilité thermique et la résistance aux uv de matériaux thermoplastiques chlores et charges, procédé de fabrication desdits matériaux
RU2012128511/05A RU2535691C2 (ru) 2009-12-07 2010-12-06 Применение амфифильных сополимеров в качестве агентов, улучшающих термостойкость и стойкость к уф-излучению хлорированных термопластичных материалов, содержащих наполнитель, способ получения указанных материалов
BR112012013763-8A BR112012013763B1 (pt) 2009-12-07 2010-12-06 Utilização de um copolímero anfifílico linear, processo de fabricação de uma composição termoplástica clorada e carregada, e, composição termoplástica clorada e carregada
JP2012542631A JP5623545B2 (ja) 2009-12-07 2010-12-06 塩素化および充填熱可塑性材料の熱安定性および紫外線抵抗性を改良するための作用物質としての両親媒性コポリマーの使用、前記材料を製造するための方法
MX2012006446A MX352177B (es) 2009-12-07 2010-12-06 Uso de copolimeros anfifilicos como agentes que mejoran la estabilidad termica y la resistencia a los rayos ultravioleta de materiales termoplasticos clorados y cargados, y proceso de fabricacion de los materiales.
US13/513,027 US8741997B2 (en) 2009-12-07 2010-12-06 Use of amphiphilic copolymers as agents for improving the thermal stability and UV resistance of chlorinated and filled thermoplastic materials, process for the fabrication of the said materials
ES10813104.6T ES2461600T3 (es) 2009-12-07 2010-12-06 Uso de copolímeros anfifílicos como agentes que mejoran la estabilidad térmica y la resistencia a los rayos ultravioleta de materiales termoplásticos clorados y cargados, y proceso de fabricación de dichos materiales
CA2782504A CA2782504C (en) 2009-12-07 2010-12-06 Use of amphiphilic copolymers as agents for improving the thermal stability and uv resistance of chlorinated and filled thermoplastic materials, process for the fabrication of thesaid materials

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR0905901A FR2953526B1 (fr) 2009-12-07 2009-12-07 Utilisation de copolymeres amphiphiles comme agents ameliorant la stabilite thermique et la resistance aux uv de materiaux thermoplastiques chlores et charges, procede de fabrication desdits materiaux
FR0905901 2009-12-07
US28721509P 2009-12-17 2009-12-17
US61/287,215 2009-12-17

Publications (1)

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WO2011070423A1 true WO2011070423A1 (fr) 2011-06-16

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PCT/IB2010/003116 WO2011070423A1 (fr) 2009-12-07 2010-12-06 Utilisation de polymères amphiphiles comme agents améliorant la stabilité thermique et la résistance aux uv de matériaux thermoplastiques chlores et charges, procédé de fabrication desdits matériaux

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US (1) US8741997B2 (ru)
EP (1) EP2510050B1 (ru)
JP (1) JP5623545B2 (ru)
KR (1) KR101771271B1 (ru)
CN (1) CN102918101B (ru)
AU (1) AU2010329612B2 (ru)
BR (1) BR112012013763B1 (ru)
CA (1) CA2782504C (ru)
DK (1) DK2510050T3 (ru)
ES (1) ES2461600T3 (ru)
FR (1) FR2953526B1 (ru)
MX (1) MX352177B (ru)
PL (1) PL2510050T3 (ru)
PT (1) PT2510050E (ru)
RU (1) RU2535691C2 (ru)
WO (1) WO2011070423A1 (ru)

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US20210238441A1 (en) * 2015-03-27 2021-08-05 Ppg Industries Ohio, Inc. Durable Anti-Fingerprint Polymers and Coating Compositions

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SI3591000T1 (sl) 2015-01-16 2023-10-30 Beaulieu International Group Nv Pokrivna plošča
KR102524877B1 (ko) * 2017-06-20 2023-04-24 다우 글로벌 테크놀로지스 엘엘씨 충격 보강제 및 탄산칼슘을 함유하는 폴리염화비닐 조성물
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PT2510050E (pt) 2014-04-21
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