US20100136274A1 - Use of a multi-layered structure for the manufacture of gas conducts, namely for methane - Google Patents

Use of a multi-layered structure for the manufacture of gas conducts, namely for methane Download PDF

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Publication number
US20100136274A1
US20100136274A1 US12/516,708 US51670807A US2010136274A1 US 20100136274 A1 US20100136274 A1 US 20100136274A1 US 51670807 A US51670807 A US 51670807A US 2010136274 A1 US2010136274 A1 US 2010136274A1
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US
United States
Prior art keywords
layer
polyamide
multilayer
gas duct
structure according
Prior art date
Legal status (The legal status 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 status listed.)
Abandoned
Application number
US12/516,708
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English (en)
Inventor
Benoit Brule
Sylvain Benet
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Arkema France SA
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Arkema France SA
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Filing date
Publication date
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Application filed by Arkema France SA filed Critical Arkema France SA
Priority to US12/516,708 priority Critical patent/US20100136274A1/en
Assigned to ARKEMA FRANCE reassignment ARKEMA FRANCE ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: BENET, SYLVAIN, BRULE, BENOIT
Publication of US20100136274A1 publication Critical patent/US20100136274A1/en
Abandoned legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B1/00—Layered products having a non-planar shape
    • B32B1/08—Tubular products
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/34—Layered products comprising a layer of synthetic resin comprising polyamides
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16L—PIPES; JOINTS OR FITTINGS FOR PIPES; SUPPORTS FOR PIPES, CABLES OR PROTECTIVE TUBING; MEANS FOR THERMAL INSULATION IN GENERAL
    • F16L11/00—Hoses, i.e. flexible pipes
    • F16L11/04—Hoses, i.e. flexible pipes made of rubber or flexible plastics
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T137/00—Fluid handling
    • Y10T137/0318—Processes
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
    • Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
    • Y10T428/139—Open-ended, self-supporting conduit, cylinder, or tube-type article
    • Y10T428/1393—Multilayer [continuous layer]

Definitions

  • the present invention relates to use of a particular multilayer structure for manufacturing gas ducts, and more particularly for methane ducts.
  • the primary criterion is the barrier property of the hose with respect to the gas transported and also the criteria conventionally imposed by user specifications, such as cold impact strength, thermal resistance, coupling behavior, resistance to the salt (ZnCl 2 ) etc.
  • thermoplastic multilayer structures could very advantageously be used for manufacturing gas ducts instead of the current elastomeric structures.
  • thermoplastic multilayer structure for gas transport.
  • This structure comprises at least one layer composed mainly of polyethylene (which is understood as being a homopolymer or copolymer of ethylene) and an outer layer made of polyamide.
  • the invention therefore relates to the use of a multilayer structure for manufacturing gas ducts, especially ducts for natural gas, this structure overcoming the drawbacks of the elastomer structures and of the thermoplastic structures taught by document US 2002/036405, and having, inter alia and simultaneously, good barrier properties to the gas transported and good thermal resistance properties.
  • the invention relates in particular to the use of a multilayer structure for manufacturing methane ducts.
  • this use employs a multilayer structure comprising, from the outside towards the inside, the following successive layers, these layers adhering to their respective area of contact:
  • the structures employed within the scope of the use according to the present invention have a high barrier resistance to gases, such as methane.
  • methane it is considered to have good barrier properties when the permeability, measured at 23° C., is below 5 cm 3 .mm/m 2 .24 h.atm.
  • Such structures have, in addition, a high barrier resistance, while only being able to involve a limited number of layers.
  • structures composed of 2 layers, or 3 layers in the case where the presence of a tie layer proves necessary in order to ensure the adhesion of layers 1 and 3, can indeed be envisaged.
  • such structures also have the advantage of being able to be coextruded on the equipment commonly used in the field of thermoplastics.
  • the properties of the ducts can easily be adapted as a function of the particular applications desired and the environment into which the gas ducts are integrated.
  • the multilayer structures used do not comprise any layer composed of polyethylene such as that described in document US 2002/036405.
  • the multilayer structure used for manufacturing gas ducts is formed from two or three successive layers, layer 1, layer 2 which is optional and layer 3, the layer 3 being intended to be in contact with the gas transported by the duct.
  • Layer 1 comprises at least one polyamide, the polyamide being chosen from PA-11, PA-12 and an aliphatic polyamide resulting from the condensation of an aliphatic diamine having from 6 to 18 carbon atoms and an aliphatic diacid having from 9 to 18 carbon atoms.
  • PA-6,12, PA-9,12, PA-10,10 or else PA-10,12 may be used in the composition of layer 1.
  • the PA-11, PA-12 or aliphatic polyamide of layer 1 may in addition comprise at least one additive chosen from plasticizers, impact modifiers, dyes, pigments, brighteners, antioxidants, UV stabilizers and polyolefins, the latter possibly being functionalized or unfunctionalized.
  • BBSA n-butylbenzenesulphonamide
  • Layer 2 is a tie layer that enables various layers to be bonded together in order to avoid any delamination phenomenon.
  • layer 2 In the multilayer structure employed within the scope of the use according to the invention, layer 2 must adhere perfectly to layers 1 and 3.
  • the tie is conventionally a functionalized polyolefin, the functionalization of the polyolefin being provided by a grafted or copolymerized carboxylic acid or carboxylic acid anhydride.
  • This functionalized polyolefin may be blended with an unfunctionalized polyolefin.
  • the tie may also be a copolyamide or a blend of copolyamides.
  • Copolyamide-based compositions that are suitable for the multilayer structure according to the present invention are also described in document US 2005/0031818 A1 (paragraphs [0094] to [0111]) and also in document U.S. Pat. No. 7 063 873 (col. 5, line 3 to col. 6, line 50).
  • the tie may in addition comprise at least one additive chosen from plasticizers, impact modifiers, dyes, pigments, brighteners, antioxidants, UV stabilizers and polyolefins, the latter possibly being functionalized or unfunctionalized.
  • the tie may comprise an impact modifier chosen from very low density polyethylenes and elastomers, this impact modifier being completely or partly functionalized.
  • an impact modifier chosen from very low density polyethylenes and elastomers, this impact modifier being completely or partly functionalized.
  • This layer 2 is however optional. Indeed, with regard to limiting the costs, this layer 2 is not inserted between layers 1 and 3, in the particular case where the compositions of layers 1 and 3 adhere well to each other.
  • compositions can be envisaged for layer 3, all these compositions enabling the use of the multilayer structure for manufacturing gas ducts.
  • Layer 3 is chosen from an EVOH layer, a layer formed from a blend of polyamide and a polyolefin with a polyamide matrix, a PA-6 or PA-6,6 layer, a semi-aromatic polyamide or semi-aromatic copolyamide layer and a polyphthalamide (PPA) layer.
  • PPA polyphthalamide
  • Layer 3 may be an EVOH layer, EVOH being a saponified ethylene/vinyl acetate copolymer.
  • EVOH layer is understood to mean both a layer made up of EVOH, and a layer formed from a blend comprising at least 40% by weight of EVOH, the other constituents of the blend being then chosen from polyolefins, polyamides and optionally functional polymers.
  • compositions based on EVOH that are suitable for the multilayer structures used within the scope of the present invention have been, in particular, described in document U.S. Pat. No. 7,063,873 (col. 7, line 18 to col. 8, line 11).
  • Layer 3 may also be formed from a blend of polyamide (A) and polyolefin (B) with a polyamide matrix.
  • polyamide (A) is understood to mean the condensation products:
  • Copolyamides may also advantageously be used, such as those resulting from condensation:
  • the polyamide may be chosen from PA-6 and PA-6,6; the copolyamide may be chosen from PA-6/12, PA-6/6,6, PA-6/12/6,6, PA-6/6,9/11/12, PA-6/6,6/11/12 and PA-6,9/12.
  • polyolefin (B) is understood to mean a functionalized polyolefin (B1), an unfunctionalized polyolefin (B2) or a blend of at least one functionalized polyolefin (B1) and/or of at least one unfunctionalized polyolefin (B2).
  • An unfunctionalized polyolefin (B2) is conventionally a homopolymer or a copolymer of alpha-olefins or of diolefins.
  • a functionalized polyolefin (B1) is generally a homopolymer or a copolymer of alpha-olefins having reactive units (the functionalities), these reactive units being acid, anhydride or epoxy functional groups.
  • Functionalized polyolefins (B1) and unfunctionalized polyolefins (B2) that are suitable for a layer 3 composition comprising a polyamide (A) and a polyolefin (B) with a polyamide matrix are very broadly described in document US 2005/0031818 A1, in particular in paragraphs [0124] to [0205].
  • terpolymers of ethylene, of alkyl acrylate and of maleic anhydride or of glycidyl methacrylate such as Lotader®
  • polyolefins grafted by maleic anhydride such as Orevac®
  • Layer 3 may also be made of PA-6 or PA-6,6.
  • Layer 3 may even be made from a semi-aromatic polyamide or from a semi-aromatic copolyamide.
  • MXD-10 denotes the condensation product of a mixture of xylylenediamines containing 70 to 100% of meta-xylylenediamine and sebacic acid;
  • Z denotes at least one unit chosen from:
  • the semi-aromatic copolyamide corresponds to the general formula X/Y,Ar in which:
  • Y denotes the residues of an aliphatic diamine having from 6 to 20 carbon atoms
  • Ar denotes the residues of an aromatic carboxylic diacid
  • copolyamides have been described in documents EP 0 550 314, U.S. Pat. No. 3,843,611, U.S. Pat. No. 5,708,125 and more recently in document US 2005/0096430 A1.
  • Layer 3 May be a Polyphthalamide (PPA) Layer.
  • the PPA is an aromatic polyamide obtained by the polycondensation of at least one phthalic acid and at least one aliphatic diamine.
  • the phthalic acid may be a terephthalic, isophthalic or orthophthalic acid or else a mixture comprising at least two of said acids.
  • the aliphatic diamine advantageously comprises from 3 to 12 carbon atoms and preferably from 6 to 9.
  • the PPA may more particularly be a polyterephthalamide, that is to say a PPA in which terephthalic acid is used.
  • the PPA is obtained by the copolymerization of terephthalic acid, of isophthalic acid, of at least one dicarboxylic acid, preferably adipic acid, and of at least one aliphatic diamine.
  • the PPAs sold by Solvay Advanced Polymers under the trade name AMODEL® can be used within the scope of the present invention.
  • the multilayer structure used for manufacturing gas ducts is formed from three or four successive layers, layer 1, the optional layer 2, layer 3 and layer 5, layer 5 being in contact with the gas transported by the duct.
  • composition of each of layers 1 to 3 is identical to that described above for the first aspect of the invention.
  • Layer 5 is a polyamide-based layer.
  • Layer 5 may especially comprise at least one polyamide, the polyamide being chosen from PA-11, PA-12 and an aliphatic polyamide resulting from the condensation of an aliphatic diamine having from 6 to 18 carbon atoms and an aliphatic diacid having from 9 to 18 carbon atoms.
  • Layer 5 may in addition comprise a functionalized polyolefin and/or an unfunctionalized polyolefin.
  • Layer 5 may also comprise one or more additives, in particular those already mentioned previously for layer 1.
  • the polyamide-based composition of layer 5 is identical to that described above for the composition of layer 1.
  • the multilayer structure used for manufacturing gas ducts is formed from three, four or five successive layers, layer 1, the optional layer 2, layer 3, the optional layer 4 and layer 5, layer 5 being in contact with the gas transported by the duct.
  • composition of each of layers 1 to 3 is identical to that described above for the first aspect of the invention.
  • layer 4 is optional.
  • This layer 4 is a tie layer inserted between layers 3 and 5 in order to enable or to optimize the bonding of these layers 3 and 5 to each other, and thus to avoid any delamination phenomenon.
  • the polyamide-based composition of layer 5 is identical to that described above for the composition of layer 1.
  • compositions of layers 2 and 4 on the one hand and layers 1 and 5 on the other hand, of a same multilayer structure are identical.
  • the multilayer structure used within the scope of the present invention may in addition include a protective layer 1′, placed on layer 1.
  • This protective layer 1′ may be a layer for protecting against heat, a flame-retardant layer, an abrasion-resistant layer, an oxidation-resistant layer or else a layer having several of these properties simultaneously.
  • the multilayer structure described above is advantageously shaped so as to be in the form of a hollow body, preferably in the form of a tube or a pipe.
  • the tubes are manufactured by the technique of coextrusion, hence the need to have perfect adhesion between the various coextruded layers forming the structure.
  • this tube can be moulded so as to obtain a smooth tube or on the other hand, a ringed tube.
  • PA-11/tie/ORGALLOY (450/100/450);
  • PA-11p/tie/ORGALLOY (450/100/450);
  • PA-11/tie/ORGALLOY/tie/PA-11 400/50/100/50/400;
  • PA-11p/tie/ORGALLOY/tie/PA-11p 400/50/100/50/400;
  • PA-11/tie/EVOH/tie/PA-11 400/50/100/50/400
  • PA-11p/tie/EVOH/tie/PA-11p 400/50/100/50/400.

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  • Engineering & Computer Science (AREA)
  • General Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Laminated Bodies (AREA)
  • Rigid Pipes And Flexible Pipes (AREA)
US12/516,708 2006-11-30 2007-11-26 Use of a multi-layered structure for the manufacture of gas conducts, namely for methane Abandoned US20100136274A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US12/516,708 US20100136274A1 (en) 2006-11-30 2007-11-26 Use of a multi-layered structure for the manufacture of gas conducts, namely for methane

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
FR06.55218 2006-11-30
FR0655218A FR2909433B1 (fr) 2006-11-30 2006-11-30 Utilisation d'une structure multicouche pour la fabrication de conduites de gaz, notamment de methane.
US87493406P 2006-12-14 2006-12-14
PCT/FR2007/052395 WO2008065300A1 (fr) 2006-11-30 2007-11-26 Utilisation d'une structure multicouche pour la fabrication de conduites de gaz, notamment de methane
US12/516,708 US20100136274A1 (en) 2006-11-30 2007-11-26 Use of a multi-layered structure for the manufacture of gas conducts, namely for methane

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2007/052395 A-371-Of-International WO2008065300A1 (fr) 2006-11-30 2007-11-26 Utilisation d'une structure multicouche pour la fabrication de conduites de gaz, notamment de methane

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US13/875,898 Continuation US8784526B2 (en) 2006-11-30 2013-05-02 Use of multi-layered structure for the manufacture of gas conducts, namely for methane

Publications (1)

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US20100136274A1 true US20100136274A1 (en) 2010-06-03

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US12/516,708 Abandoned US20100136274A1 (en) 2006-11-30 2007-11-26 Use of a multi-layered structure for the manufacture of gas conducts, namely for methane
US13/875,898 Expired - Fee Related US8784526B2 (en) 2006-11-30 2013-05-02 Use of multi-layered structure for the manufacture of gas conducts, namely for methane

Family Applications After (1)

Application Number Title Priority Date Filing Date
US13/875,898 Expired - Fee Related US8784526B2 (en) 2006-11-30 2013-05-02 Use of multi-layered structure for the manufacture of gas conducts, namely for methane

Country Status (11)

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US (2) US20100136274A1 (es)
EP (1) EP2094481B1 (es)
JP (1) JP5160557B2 (es)
KR (1) KR101249101B1 (es)
CN (1) CN101600565A (es)
AT (1) ATE531513T1 (es)
ES (1) ES2376920T3 (es)
FR (1) FR2909433B1 (es)
PL (1) PL2094481T3 (es)
RU (1) RU2009124911A (es)
WO (1) WO2008065300A1 (es)

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EP2507539B1 (en) 2009-12-04 2018-02-21 Errecinque S.r.l. Multi -layer tube, in particular for hydraulic power steering plants
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US10016962B2 (en) * 2013-08-16 2018-07-10 Mitsubishi Gas Chemical Company, Inc. Multilayer structure
FR3046826B1 (fr) 2016-01-15 2018-05-25 Arkema France Structure tubulaire multicouche possedant une meilleure resistance a l'extraction dans la bio-essence et son utilisation
FR3046827B1 (fr) 2016-01-15 2018-05-25 Arkema France Structure tubulaire multicouche possedant une meilleure resistance a l'extraction dans la bio-essence et son utilisation
US20240288111A1 (en) 2023-02-23 2024-08-29 Hutchinson S.R.L. Pipeline with longitudinal channels for a fluid to be transported, in particular in a motor vehicle

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20170261133A1 (en) * 2014-09-12 2017-09-14 Ube Industries, Ltd. Multilayer tube
US10663092B2 (en) * 2014-09-12 2020-05-26 Ube Industries, Ltd. Multilayer tube

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EP2094481A1 (fr) 2009-09-02
PL2094481T3 (pl) 2012-06-29
WO2008065300A1 (fr) 2008-06-05
CN101600565A (zh) 2009-12-09
ES2376920T3 (es) 2012-03-20
US20130240041A1 (en) 2013-09-19
FR2909433A1 (fr) 2008-06-06
RU2009124911A (ru) 2011-01-10
JP5160557B2 (ja) 2013-03-13
KR20090071671A (ko) 2009-07-01
ATE531513T1 (de) 2011-11-15
EP2094481B1 (fr) 2011-11-02
JP2010510910A (ja) 2010-04-08
FR2909433B1 (fr) 2014-01-10
US8784526B2 (en) 2014-07-22
KR101249101B1 (ko) 2013-03-29
WO2008065300A8 (fr) 2009-07-02

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