WO2018073139A1 - Compositions polymères réticulables - Google Patents

Compositions polymères réticulables Download PDF

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Publication number
WO2018073139A1
WO2018073139A1 PCT/EP2017/076271 EP2017076271W WO2018073139A1 WO 2018073139 A1 WO2018073139 A1 WO 2018073139A1 EP 2017076271 W EP2017076271 W EP 2017076271W WO 2018073139 A1 WO2018073139 A1 WO 2018073139A1
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WO
WIPO (PCT)
Prior art keywords
group
shaped article
polymeric material
temperature
heating
Prior art date
Application number
PCT/EP2017/076271
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English (en)
Inventor
Stéphane JEOL
David B. Thomas
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Solvay Specialty Polymers Usa, Llc
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 Solvay Specialty Polymers Usa, Llc filed Critical Solvay Specialty Polymers Usa, Llc
Priority to EP17783521.2A priority Critical patent/EP3529297B1/fr
Priority to CN201780064994.5A priority patent/CN109843975B/zh
Priority to JP2019520571A priority patent/JP7022745B2/ja
Priority to US16/342,615 priority patent/US11603438B2/en
Publication of WO2018073139A1 publication Critical patent/WO2018073139A1/fr

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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
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
    • C08G65/38—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols
    • C08G65/40—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols from phenols (I) and other compounds (II), e.g. OH-Ar-OH + X-Ar-X, where X is halogen atom, i.e. leaving group
    • C08G65/4012—Other compound (II) containing a ketone group, e.g. X-Ar-C(=O)-Ar-X for polyetherketones
    • C08G65/4068—(I) or (II) containing elements not covered by groups C08G65/4018 - C08G65/4056
    • 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
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
    • C08G65/38—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols
    • C08G65/40—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols from phenols (I) and other compounds (II), e.g. OH-Ar-OH + X-Ar-X, where X is halogen atom, i.e. leaving group
    • C08G65/4093—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols from phenols (I) and other compounds (II), e.g. OH-Ar-OH + X-Ar-X, where X is halogen atom, i.e. leaving group characterised by the process or apparatus used
    • 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
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
    • C08G65/48—Polymers modified by chemical after-treatment
    • 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
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/20—Polysulfones
    • C08G75/23—Polyethersulfones
    • 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
    • C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G2650/28—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
    • C08G2650/38—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type containing oxygen in addition to the ether group
    • C08G2650/40—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type containing oxygen in addition to the ether group containing ketone groups, e.g. polyarylethylketones, PEEK or PEK

Definitions

  • the present invention relates to methods of cross-linking or chain extending a polymeric material including a silane-modified poly(arylene ether) polymer (Si-PAE) in a shaped article, and shaped articles including the cross- linked or chain extended polymeric material.
  • Si-PAE silane-modified poly(arylene ether) polymer
  • Poly(arylene ether) polymers such as poly(aryl ether sulfones) (PAES) and poly(aryl ether ketones) (PAEK) are high performance polymers used in a wide range of applications where there is a need for high temperature performance, good mechanical properties, and chemical resistance. There is, however, a need in several applications to improve their chemical resistance to common solvents such as acetone and chloroform, to increase the environmental stress cracking resistance, and/or to improve mechanical properties at various temperatures.
  • PAE poly(aryl ether sulfones)
  • PAEK poly(aryl ether ketones)
  • One approach involves introducing cross-links between the polymer chains at the correct time during processing.
  • a cross-linkable system that can be initiated in the shaped article after melt processing at temperatures ranging from 300°C to 400°C.
  • cross-linking needs to be accomplished without creating undesirable side effects in the shaped article such as, deformation, discoloration, or changes in density.
  • silane-modified poly(arylene ether) polymers in a shaped article can be cross-linked or chain extended using selected processing conditions that avoid the aforementioned undesirable effects observed with traditional cross-linking and chain extending methods such as, for example, bubble or blister formation, deformation or dimensional changes, or discoloration.
  • the methods involve heating a shaped article including the Si-PAE from a temperature Ti to a temperature T 2 >Ti, while maintaining the temperature at which the shaped article is heated within a specified range based on the increasing Tg of the polymeric material during the heating.
  • the shaped articles include a polymer composition including the polymeric material, and the polymeric material includes an Si-PAE, as described below.
  • glass transition temperature (Tg) means the mid-point glass
  • transition temperature measured by differential scanning calorimetry (DSC) (first heat) employing a heating of 20°C/min from 40°C to 300°C.
  • DSC differential scanning calorimetry
  • the Tg of the polymeric material is the single Tg of the blend.
  • the Tg of the polymeric material is the Tg of the Si-PAE of the blend;
  • halogen includes fluorine, chlorine, bromine, and iodine, unless indicated otherwise;
  • aromatic denotes any mono- or polynuclear cyclic group (or moiety) having a number of ⁇ electrons equal to 4n+2, where n is 1 or any positive integer; an aromatic group (or moiety) can be an aryl and arylene group (or moiety);
  • chain extending or “chain extended” means forming Si-O-Si bonds between Si-PAE polymers to increase both the number average molecular weight (Mn) and the weight average molecular weight (Mw) of the polymeric material by at least 10 , while retaining greater than 99 % solubility of the polymeric material in methylene chloride.
  • cross-linking or "cross-linked” as used herein means the formation of Si-O-Si bonds between Si-PAE polymers such that at least 1 wt. % of the polymeric material is insoluble in methylene chloride.
  • Solubility in methylene chloride is determined by immersing 1 g of the polymeric material in methylene chloride for 2 hours at 23°C with no stirring, followed by recovering, drying, and weighing of any insoluble polymeric material.
  • the polymeric material includes an Si-PAE of formula (I) :
  • Q is independently selected from the group consisting of a sulfone group
  • Q are either a sulfone group or a ketone group. Most preferably, Q is at each instance a sulfone group.
  • T is selected from the group consisting of a bond, -S0 2 -, and -C(CH 3 ) 2 -.
  • n is an integer ranging from 2 to 100, preferably from 2 to 50, most preferably from 2 to 40.
  • Each R is independently selected from the group consisting of a halogen, an alkyl, an alkenyl, an alkynyl, an aryl, an ether, a thioether, a carboxylic acid, an ester, an amide, an imide, an alkali or alkaline earth metal sulfonate, an alkyl sulfonate, an alkali or alkaline earth metal phosphonate, an alkyl phosphonate, an amine, a quaternary ammonium, an epoxy, a norbornene, an acrylate, an olefin, a silane, and a group E as described below.
  • R is selected from the group consisting of a halogen, an alkyl, an alkenyl, an alkynyl, an aryl, an ether, a thioether, a carboxylic acid, an ester, an amide, an imide, an alkali or alkaline earth metal sulfonate, an alkyl sulfonate, an alkali or alkaline earth metal phosphonate, an alkyl phosphonate, an amine, a silane, and a quaternary ammonium.
  • Each i is independently selected from an integer ranging from 0 to 4.
  • i is zero.
  • Each E is independently selected from the group consisting of moieties of formula (II) : -Y - -Si-
  • Each Z is independently selected from the group consisting of an alkyl, an alkoxy, and an -OH group, provided that at last one of Z, preferably all of Z, is an alkoxy or an -OH group.
  • Z is an alkoxy group or a methyl group, most preferably a methoxy -OCH 3 or ethoxy -OCH 2 CH 3 group.
  • L is selected from the group consisting of a bond, an alkyl, an aryl, and an arylalkyl, where the alkyl, aryl, and arylalkyl are optionally substituted with one or more heteroatoms, preferably oxygen, nitrogen, sulfur or phosphorus.
  • each E is independently selected from the group consisting of :
  • each E is identical. Most preferably, each E is a
  • no R is an E.
  • the Si-PAE is preferably a silane-modified polysulfone (Si-PSU) of formula (III) :
  • each E is a
  • the polymeric material may include up to
  • microequivalents per gram preferably less than 50 microequivalents per gram, even more preferably less than 25 microequivalents per gram of non-silane end groups, for example, halogen (chlorine, fluorine) and hydroxyl.
  • the Si-PAE can be prepared by known methods. For example, the synthesis of the Si-PSU is described in U.S. Patent No. 4,093,600, filed
  • the Si-PAE preferably represents at least 50 wt. , 70 wt. , 90 wt. , and most preferably 100 wt. % of the polymeric material, based on the total weight of the polymeric material.
  • the polymeric material may include more than one Si-PAE or a blend of one or more Si-PAE with another polymer, preferably with a non-silane- modified poly(arylene ether) (PAE) such as a poly (aryl ether sulfone) (PAES) or a poly(aryl ether ketone) (PAEK).
  • PAE non-silane- modified poly(arylene ether)
  • PAES poly (aryl ether sulfone)
  • PAEK poly(aryl ether ketone)
  • the glass transition temperature (Tg) of the polymeric material before chain extension or cross-linking preferably ranges from 50°C to 250°C, preferably from 100°C to 225°C.
  • the shaped article includes a polymer composition including the polymeric material.
  • the polymeric material may represent at least 40 wt. , 50 wt. , 60 wt. %, 70 wt. %, 80 wt. %, 90 wt. %, and most preferably 100 wt. % of the polymer composition, based on the total weight of the polymer composition.
  • the polymer composition includes a reinforcing filler, preferably selected from fibrous and particulate fillers.
  • the reinforcing filler is selected from mineral fillers, such as talc, mica, titanium dioxide, kaolin, calcium carbonate, calcium silicate, magnesium carbonate; glass fibers; carbon fibers, boron carbide fibers; wollastonite; silicon carbide fibers; boron fibers, graphene, carbon nanotubes (CNT), and the like.
  • the reinforcing filler may be present in the polymer composition in an amount of at least 5 wt. , preferably at least 10 wt. , more preferably at least 15 wt. , based on the total weight of the polymer composition.
  • the reinforcing filler is also preferably present in an amount of at most 60 wt. , more preferably at most 50 wt. , still more preferably at
  • the polymer composition includes about 30 wt. % of the reinforcing filler, preferably glass fiber, based on the total weight of the polymer composition.
  • the polymer composition is free of a fibrous filler.
  • the polymer composition may be free of a particulate filler.
  • the polymer composition is free of reinforcing fillers.
  • the polymer composition consists or consists essentially of the polymeric material or the polymeric material and a reinforcing filler; however, in other aspects, the polymer composition may include one or more additional ingredients.
  • the polymer composition may optionally include other ingredients such as a colorant such as a dye and/or a pigment such as titanium dioxide, zinc sulfide, zinc oxide, ultraviolet light stabilizers, heat stabilizers, antioxidants such as organic phosphites and phosphonites, acid scavengers, processing aids, nucleating agents, lubricants, flame retardants, a smoke-suppressing agents, an anti-static agents, anti-blocking agents, and/or conductivity additives such as carbon black.
  • a colorant such as a dye and/or a pigment such as titanium dioxide, zinc sulfide, zinc oxide, ultraviolet light stabilizers, heat stabilizers, antioxidants such as organic phosphites and phosphonites, acid scavengers, processing aids, nucleating agents, lubricants, flame retardants, a smoke-suppressing agents, an anti-static agents, anti-blocking agents, and/or conductivity additives such as carbon black.
  • a colorant
  • their total weight is preferably less than 20 wt. , less than 10 wt. , less than 5 wt. % and most preferably less than 2 wt. , based on the total weight of polymer composition.
  • the polymer composition may be free of a cross-linking catalyst.
  • the polymer composition after crosslinking exhibits a tensile strength ranging from 50 MPa to 200 MPa, preferably from 60 MPa to 150 MPa, a tensile elongation at break ranging from 2.0 to 20 , preferably from 3 to 10 % as measured according to ASTM D638, and/or no crazing after 24 h immersion in acetone under a stress of 6000 psi.
  • Exemplary embodiments include methods of cross-linking or chain extending the polymeric material in a shaped article as described herein by heating the shaped article.
  • the method of cross-linking or chain extending a shaped article includes heating the shaped article from a first temperature Ti to a second temperature T 3 ⁇ 4 where T 2 is greater than Ti.
  • the Tg of the polymeric material increases. It was discovered that maintaining the temperature at which the shaped article is heated within a specified range of the Tg of the polymeric material as the Tg increases unexpectedly produces cross-linked or chain extended shaped articles with reduction or elimination of undesirable side effects such as bubbles or blisters, or deformation, dimensional changes, or discoloration of the shaped article.
  • the shaped article may be heated in a number of ways, provided that the temperature at which the shaped article is heated is maintained within the specified range relative to the Tg of the polymeric material at all times during the heating.
  • the heating can be performed with at least one heating step and can include increasing the heating temperature during one or more heating steps.
  • the at least one heating step may include an increasing temperature ramp.
  • the temperature of the increasing temperature ramp is increased 0.5°C/h to 1.25°C/h.
  • a step-wise temperature profile may also be used, where the shaped article is heated at a first temperature for a first time, and then the temperature is increased to a second temperature and maintained for a second time, etc.
  • embodiments include heating the shaped article at a constant temperature for a time ranging from 10 to 30 hours, preferably from 15 to 25 hours, most preferably from 16 to 24 hours.
  • the shaped article may be heated for a total time ranging from 1 to 100 hours.
  • the use of temperature profiles including both temperature ramps and stepwise temperature increases is within the scope of the invention, and any temperature profile may be used, provided that the
  • the temperature is increased from Ti to T 2 and maintained within the specified temperature range as the Tg of the polymeric material increases.
  • the heating will include heating the shaped article to bring it within the specified temperature range.
  • the Tg of the polymeric material may increase during the heating by at least 5 %, preferably by at least 10 %, most preferably by at least 15 % relative to the Tg of the polymeric material before heating.
  • the Tg of a shaped article at a selected time during the heating can be predetermined by the use of test articles. For example, multiple identical shaped articles ("test articles") can be heated under the same conditions, preferably in the same oven. Each test articlecan be withdrawn from the oven at a distinct time during the heating its Tg can be measured by DSC after cooling to room temperature (23° C). The measured Tg of the test article can be taken as the Tg of the shaped article at the corresponding time during the heating. Based upon the disclosure herein, a person of skill in the art will know how to implement other schemes for determining the Tg of the shaped article so that it can be heated to keep its temperature within the specified ranges about the Tg.
  • the specified range based on the Tg of the polymeric material is from Tg-20 °C to Tg+5 °C, preferably from Tg-15°C to Tg+5°C, from Tg-10°C to Tg+5°C, from Tg-10°C to Tg+4°C, from Tg-10°C to Tg+3°C, most preferably from Tg-10°C to Tg+2°C of the polymeric material during cross-linking or chain extending.
  • the first temperature Ti is greater than or equal to Tg-20°C, preferably greater than or equal to Tg-10°C, but less than Tg+5°C, preferably less than Tg+4°C, Tg+3°C, Tg+2°C.
  • the second temperature T 2 is greater than Tg-20°C, preferably greater than Tg-10°C, but less than or equal to Tg+5°C, preferably less than or equal to Tg+4°C, Tg+3°C, Tg+2°C.
  • each of the at least one heating steps heats the shaped article to a temperature not more than Tg+5°C, preferably not more than Tg+4°C, Tg+3°C, Tg+2°C.
  • the shaped article may be heated in an air oven and without any
  • the shaped article is heated at atmospheric pressure (about
  • the shaped article After heating, the shaped article includes -Si-O-Si- bonds between the Si-PAE of the polymeric material.
  • the weight average molecular weight (Mw) is increased by at least 10 % after the heating.
  • at least 1 wt. preferably at least 50 wt. , more preferably at least 75 wt. , most preferably all of the polymeric material is insoluble in methylene chloride as determined by immersing 1 g of the polymeric material in methylene chloride for 2 hours at 23 °C with no stirring and recovering and drying the insoluble parts.
  • Bubble inclusions in the shaped article are voids in the polymeric material that may be caused, for example, by generation of byproducts of cross-linking or chain extending reactions, for example methanol, ethanol or water.
  • the shaped article is preferably free of bubble inclusions > 0.5 mm, > 100 ⁇ , > 10 ⁇ in diameter, where the diameters of the bubble inclusions are measured by optical microscopy in the case of transparent polymer compositions and by x-ray tomography in the case of opaque polymer compositions.
  • the shaped article is free of bubble inclusions.
  • the cross-linking or chain extending does not form bubble inclusions in the shaped article > 0.5 mm, > 100 ⁇ , > 10 ⁇ in diameter.
  • cross-linking or chain extending does not form any bubble inclusions in the shaped article.
  • the methods described herein have unexpectedly been found to result in a dimensional change in the shaped article after cross-linking or chain extending of less than 5 , preferably less than 2 , most preferably less than 1 %.
  • a bar with a length of 127 mm, a width of 12.7 mm, and a height of 3.2 mm made of the of the same material as the shaped object is subjected to the same cross-linking or chain extending process as the shaped article.
  • the bar is then measured, and the greatest percent change in any of the length, width, and height of the bar is considered the percent dimensional change of the shaped article.
  • the shaped article is free of dimensional change after cross-linking or chain extending.
  • the methods described herein have also unexpectedly been found to prevent deformation in the shaped article after cross-linking or chain extending, e.g. bending or twisting as determined by visual inspection.
  • the shaped article is free of deformation after cross-linking or chain extending.
  • Exemplary embodiments also include shaped articles including the above- described polymeric material cross-linked or chain extended as described above.
  • the shaped articles can be made from the polymer composition using any suitable melt-processing method.
  • they may be made by methods, including but not limited to, injection molding, extrusion molding, roto-molding, blow-molding, additive manufacturing (also known as 3D printing) such as Fused Filament Fabrication (FFF), Selective Laser Sintering (SLS), and Stereo Lithography (SLA), preferably extrusion molding or injection molding.
  • FFF Fused Filament Fabrication
  • SLS Selective Laser Sintering
  • SLA Stereo Lithography
  • the shaped articles are not extrusion molded shaped articles.
  • the shaped articles are not injection molded shaped articles.
  • the articles are preferably dried below 1000 ppm water, more preferably below 500 ppm water.
  • the melt processing temperature ranges from 150°C to 350°C, more preferably from 200°C to 300°C.
  • the cross-linked or chain-extended shaped articles may be used for applications including, but not limited to, plumbing connectors, wire and cable applications, medical devices, and parts for aerospace or smart device applications.
  • the synthesis of the cross-linkable PSU was achieved by the process described in U.S. Patent No. 4,093,600, by the reaction of 114.14 g (0.5 mol) of bisphenol A dissolved in a mixture of 247 g of dimethylsulfoxide (DMSO) and 319.6 g of monochlorobenzene (MCB) with an aqueous solution of 79.38 g of sodium hydroxide at 50.34 , followed by distillation of the water to generate a solution of bisphenol A sodium salt free from water by heating the solution up to 140°C.
  • DMSO dimethylsulfoxide
  • MBC monochlorobenzene
  • Tg mid-point glass transition temperature of the cross-linkable polysulfone was found to be 160°C using differential scanning calorimetry (DSC) analysis (first heat) performed at 20°C/min from 40°C to 300°C.
  • DSC differential scanning calorimetry
  • ASTM-type V specimens were obtained by injection molding at 250°C (temperature of the melt) in a mold regulated at 120°C using the micro injection molder of a DSM Xplore ® twin-screw extruder. After injection molding, the transparent parts were stored in aluminum sealed bags before use.
  • the cross-linking efficiency was analyzed by testing the solubility of the polymer in methylene chloride by immersing 1 g of the polymeric material in methylene chloride for 2 hours at 23 °C with no stirring.
  • Tg(t) is the intermediate Tg of the polymeric material subsequent to the associated heating described in Table 3. For instance, in
  • Example 12 the Tg of the polymeric material was 167°C following heating of the sample at an oven temperature from 150°C to 158°C at l°C/h, and then at 158°C for 16h.
  • the parts from Examples 8 and 9 were insoluble in methylene chloride and exhibited good mechanical properties (increase in tensile strength of about 20 % compared to non-cross-linked polysulfone or commercial Udel ® PSU P1700 polysulfone).
  • the cross-linked parts exhibited an exceptional resistance to acetone and resistance to aggressive solvents like acetone.
  • the cross-linkable PSU was blended in a twin-screw extruder with

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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)
  • General Chemical & Material Sciences (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne des procédés de réticulation ou d'extension de chaîne d'un matériau polymère comprenant un polymère de poly(arylène éther) modifié au silane (Si-PAE) dans un article façonné. Lesdits procédés comprennent le chauffage de l'article façonné d'une température T1 jusqu'à une température T2>T1, tout en maintenant la température à laquelle l'article façonné est chauffé au sein d'une plage bien précise sur la base de la Tv croissante du matériau polymère pendant le chauffage. L'invention décrit également des articles façonnés réticulés ou ayant subi une extension de chaîne par les procédés de l'invention.
PCT/EP2017/076271 2016-10-19 2017-10-16 Compositions polymères réticulables WO2018073139A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP17783521.2A EP3529297B1 (fr) 2016-10-19 2017-10-16 Compositions de polymères réticulables fondant sur des polyarylethers modifies par un silane
CN201780064994.5A CN109843975B (zh) 2016-10-19 2017-10-16 可交联的聚合物组合物
JP2019520571A JP7022745B2 (ja) 2016-10-19 2017-10-16 架橋性ポリマー組成物
US16/342,615 US11603438B2 (en) 2016-10-19 2017-10-16 Cross-linkable polymer compositions

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US201662410016P 2016-10-19 2016-10-19
US62/410,016 2016-10-19
EP17151498 2017-01-13
EP17151498.7 2017-01-13

Publications (1)

Publication Number Publication Date
WO2018073139A1 true WO2018073139A1 (fr) 2018-04-26

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PCT/EP2017/076271 WO2018073139A1 (fr) 2016-10-19 2017-10-16 Compositions polymères réticulables

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114787299A (zh) * 2019-12-06 2022-07-22 瓦克化学股份公司 基于有机氧基硅烷封端聚合物的可交联组合物

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4093600A (en) 1976-04-30 1978-06-06 Union Carbide Corporation Silane end-capped polyarylene polyethers

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4093600A (en) 1976-04-30 1978-06-06 Union Carbide Corporation Silane end-capped polyarylene polyethers

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114787299A (zh) * 2019-12-06 2022-07-22 瓦克化学股份公司 基于有机氧基硅烷封端聚合物的可交联组合物
CN114787299B (zh) * 2019-12-06 2023-04-11 瓦克化学股份公司 基于有机氧基硅烷封端聚合物的可交联组合物

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