US20100166995A1 - Multilayer tube - Google Patents

Multilayer tube Download PDF

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Publication number
US20100166995A1
US20100166995A1 US12/525,336 US52533608A US2010166995A1 US 20100166995 A1 US20100166995 A1 US 20100166995A1 US 52533608 A US52533608 A US 52533608A US 2010166995 A1 US2010166995 A1 US 2010166995A1
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United States
Prior art keywords
resin
layer
multilayer
acid modified
modified
Prior art date
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Abandoned
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US12/525,336
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English (en)
Inventor
Masatomi Sato
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Sanoh Industrial Co Ltd
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Individual
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Assigned to SANOH KOGYO KABUSHIKI KAISHA reassignment SANOH KOGYO KABUSHIKI KAISHA ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: SATO, MASATOMI
Publication of US20100166995A1 publication Critical patent/US20100166995A1/en
Abandoned legal-status Critical Current

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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/34Layered products comprising a layer of synthetic resin comprising polyamides
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B1/00Layered products having a non-planar shape
    • B32B1/08Tubular products
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/06Layered 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
    • B32B27/08Layered 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/30Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B32B27/308Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers comprising acrylic (co)polymers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/32Layered products comprising a layer of synthetic resin comprising polyolefins
    • FMECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16LPIPES; JOINTS OR FITTINGS FOR PIPES; SUPPORTS FOR PIPES, CABLES OR PROTECTIVE TUBING; MEANS FOR THERMAL INSULATION IN GENERAL
    • F16L11/00Hoses, i.e. flexible pipes
    • F16L11/04Hoses, i.e. flexible pipes made of rubber or flexible plastics
    • FMECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F16ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
    • F16LPIPES; JOINTS OR FITTINGS FOR PIPES; SUPPORTS FOR PIPES, CABLES OR PROTECTIVE TUBING; MEANS FOR THERMAL INSULATION IN GENERAL
    • F16L9/00Rigid pipes
    • F16L9/12Rigid pipes of plastics with or without reinforcement
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2250/00Layers arrangement
    • B32B2250/24All layers being polymeric
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00Properties of the layers or laminate
    • B32B2307/20Properties of the layers or laminate having particular electrical or magnetic properties, e.g. piezoelectric
    • B32B2307/202Conductive
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00Properties of the layers or laminate
    • B32B2307/50Properties of the layers or laminate having particular mechanical properties
    • B32B2307/546Flexural strength; Flexion stiffness
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00Properties of the layers or laminate
    • B32B2307/70Other properties
    • B32B2307/724Permeability to gases, adsorption
    • B32B2307/7242Non-permeable
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00Properties of the layers or laminate
    • B32B2307/70Other properties
    • B32B2307/726Permeability to liquids, absorption
    • B32B2307/7265Non-permeable
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2597/00Tubular articles, e.g. hoses, pipes
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2605/00Vehicles
    • B32B2605/08Cars
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/13Hollow or container type article [e.g., tube, vase, etc.]
    • Y10T428/1352Polymer or resin containing [i.e., natural or synthetic]
    • Y10T428/139Open-ended, self-supporting conduit, cylinder, or tube-type article
    • Y10T428/1393Multilayer [continuous layer]

Definitions

  • the present invention relates to a multilayer tube for use as an automotive fuel tube.
  • a resin tube has many advantages: Unlike a metal tube, a resin tube does not rust and is easy to process. In addition, a resin tube is lightweight and enables a high degree of design freedom.
  • the fuel permeability of a resin tube for use as a fuel tube can be determined by measuring a hydrocarbon permeability in accordance with CARB DBL test method using a SHED test machine; and a resin tube is determined to be low fuel-permeable when the measured hydrocarbon permeability is not more than 50 mg/m ⁇ day.
  • a low-permeability multilayer resin tube which comprises a low-permeability resin layer in the innermost layer to be in contact with gasoline and a layer of a polyamide resin or the like in the outermost layer, with an adhesive layer interposed therebetween.
  • a fluororesin (ETFE) is known to be very excellent in the low permeability, and the development of a resin tube comprising a barrier layer of the fluororesin is now in progress.
  • a multilayer resin tube may therefore be considered which uses a resin which is relatively good in the low permeability and relatively inexpensive.
  • attempts have been made to produce a multilayer resin tube by coextrusion of e.g. inexpensive polyethylene (PE) with other resin(s).
  • PE polyethylene
  • Such a multilayer resin tube generally has the problem of poor adhesion between PE and another resin, making it impractical to use the resin tube as an automotive fuel tube.
  • the present invention provides a multilayer resin tube having a multilayer structure of a plurality of thermoplastic resin layers, wherein an intermediate layer of the plurality of resin layers comprises an acid modified resin modified by the introduction of a functional group, and at least one adjacent layer is a barrier layer comprising an aromatic polyamide as a main component.
  • the present invention also provides a multilayer resin tube having a multilayer structure of three or more thermoplastic resin layers, said tube having a barrier layer comprising an aromatic polyamide as a main component, wherein an outer layer and an inner layer, lying outside and inside the barrier layer, each comprise an acid modified resin modified by the introduction of a functional group.
  • the present invention also provides a multilayer resin tube having a multilayer structure of three or more thermoplastic resin layers, said tube comprising a barrier layer comprising an acid modified aromatic polyamide, modified by the introduction of a functional group, as a main component, and an outer resin layer and an inner resin layer, both adjacent to the barrier layer.
  • the present invention also provides a multilayer resin tube having a multilayer structure of three or more thermoplastic resin layers, said tube having a layer comprising an acid modified resin modified by the introduction of a functional group, wherein an inner layer, lying inside the acid modified resin layer, is a barrier layer comprising an aromatic polyamide as a main component.
  • the present invention also provides a multilayer resin tube having a multilayer structure of three or more thermoplastic resin layers, wherein a layer lying inside the outermost resin layer is a barrier layer comprising an acid modified aromatic polyamide, modified by the introduction of a functional group, as a main component.
  • the present invention also provides a multilayer resin tube having a multilayer structure of three or more thermoplastic resin layers, wherein the outermost resin layer comprises an acid modified resin modified by the introduction of a functional group, and a layer lying inside the acid modified resin layer is a barrier layer comprising an aromatic polyamide as a main component.
  • the present invention also provides a multilayer resin tube having a multilayer structure of five or more thermoplastic resin layers, wherein, in order from the outermost resin layer, the first layer is a PE (polyethylene) resin layer, the second and fourth layers are each an acid modified PE (polyethylene) resin layer, the resin being modified by the introduction of a functional group, and the third or fifth layer is a barrier layer comprising an aromatic polyamide.
  • PE polyethylene
  • the first layer is a PE (polyethylene) resin layer
  • the second and fourth layers are each an acid modified PE (polyethylene) resin layer, the resin being modified by the introduction of a functional group
  • the third or fifth layer is a barrier layer comprising an aromatic polyamide.
  • the multilayer tube of the present invention good low-permeability can be attained with the use of an inexpensive resin, without using an expensive highly-functional resin such as a fluororesin and, in addition, adhesion between resin layers can be enhanced, thereby securing a sufficient strength.
  • FIG. 1 is a cross-sectional diagram illustrating a multilayer tube according to a first embodiment of the present invention
  • FIG. 2 is a cross-sectional diagram illustrating a multilayer tube according to a second embodiment of the present invention
  • FIG. 3 is a cross-sectional diagram illustrating a multilayer tube according to a third embodiment of the present invention.
  • FIG. 4 is a cross-sectional diagram illustrating a multilayer tube according to a fourth embodiment of the present invention.
  • FIG. 1 shows a cross-section of a multilayer resin tube according to a first embodiment of the present invention.
  • the multilayer resin tube produced by coextrusion, is comprised of three resin layers: in order from the outermost layer, the first layer, the second layer and the third layer.
  • the outer first layer is a resin layer to retain the strength of the tube and enhance the low-temperature impact resistance.
  • the intermediate second layer is a barrier layer, composed of an aromatic polyamide (preferably polyamide 9T, 6T, etc.), to impart low fuel permeability to the resin tube.
  • the first and third layers are each composed of an acid modified resin modified by the introduction of a functional group.
  • the intermediate second layer is preferably composed of an acid modified PA9T modified e.g. with phthalic anhydride, maleic anhydride, naphthalene acid or carboxylic acid.
  • the outer first layer and the inner third layer are each preferably composed of an ethylene/GMA (glycidyl methacrylate) copolymer or an acid modified PE (polyethylene) modified e.g. with phthalic anhydride, maleic anhydride, naphthalene acid or carboxylic acid.
  • the acid modified polyethylene preferably has an MFR viscosity of 0.03 to 5.0 g/10 min.
  • the intermediate second layer can be made to function as a barrier layer having low fuel permeability with the use of a relatively inexpensive aromatic polyamide, such as PA9T, as a material.
  • a relatively inexpensive aromatic polyamide such as PA9T
  • an adhesion reaction by the functional group of the acid modified resin can be caused between the first layer and the second layer and between the second layer and the third layer, whereby the resin layers can be made to more strongly adhere to each other.
  • the multilayer resin tube is provided with enhanced adhesion between the resin layers as well as a good fuel barrier function.
  • the multilayer rein tube can possess barrier properties comparable to those obtained by the use of an expensive highly-functional resin, such as a fluororesin, while attaining a significant cost reduction in mass production by the use of inexpensive resin materials.
  • the intermediate second layer may be composed of an acid modified PA9T.
  • the first and third layers may be composed of polyamide 6, polyamide 66, polyamide 11, polyamide 12 or a copolymer of polyamide 6 and polyamide 12.
  • the first and third layers may preferably be composed of an ethylene/GMA (glycidyl methacrylate) copolymer or an acid modified PE (polyethylene) modified e.g. with phthalic anhydride, maleic anhydride, naphthalene acid or carboxylic acid.
  • the first layer and the second layer, and also the second layer and the third layer attract each other through their functional groups.
  • the adhesion strength between the resin layers can therefore be further enhanced.
  • FIG. 2 shows a multilayer tube according to a second embodiment of the present invention.
  • the intermediate second layer of the three resin layers is composed of an acid modified resin modified by the introduction of a functional group
  • the inner third layer is a barrier layer composed of an aromatic polyamide (preferably polyamide 9T or 6T).
  • the intermediate second layer may be composed of an acid modified PA9T (polyamide 9T) modified e.g. with phthalic anhydride, maleic anhydride, naphthalene acid or carboxylic acid, an ethylene/GMA (glycidyl methacrylate) copolymer or an acid modified PE (polyethylene) (MFR value: 0.03 to 5.0 g/10 min).
  • PA9T polyamide 9T
  • ethylene/GMA glycol methacrylate
  • PE polyethylene
  • the outer first layer is composed of a PE (polyethylene) resin or a polyamide (PA) resin.
  • the polyethylene of the first layer preferably is high-density polyethylene (HDPE), low-density polyethylene (LDPE) or linear low-density polyethylene.
  • the inner third layer can be made to function as a barrier layer having low fuel permeability with the use of a relatively inexpensive aromatic polyamide as a material.
  • an acid modified resin for the second layer an adhesion reaction by the functional group of the acid modified resin can be caused between the first layer and the second layer and between the second layer and the third layer, whereby the resin layers can be made to more strongly adhere to each other.
  • the multilayer resin tube is provided with enhanced adhesion between the resin layers as well as a good fuel barrier function.
  • the multilayer rein tube can possess barrier properties comparable to those obtained by the use of an expensive highly-functional resin, such as a fluororesin, while attaining a significant cost reduction in mass production by the use of inexpensive resin materials. Further, when an acid modified PA9T is used for the third layer, the second layer and the third layer attract each other through their functional groups. The adhesion strength between the two layers can therefore be further enhanced.
  • FIG. 3 shows a multilayer tube according to a third embodiment of the present invention.
  • the intermediate second layer of the three resin layers is a barrier layer composed of an aromatic polyamide [preferably acid modified PA9T (polyamide 9T) modified e.g. with phthalic anhydride, maleic anhydride, naphthalene acid or carboxylic acid].
  • PA9T polyamide 9T
  • the outermost first layer may be composed of an ethylene/GMA (glycidyl methacrylate) copolymer or an acid modified PE (polyethylene) (MFR value: 0.03 to 5.0 g/10 min).
  • GMA glycidyl methacrylate
  • PE polyethylene
  • the outermost first layer may be composed of a PE (polyethylene) resin or a polyamide resin (polyamide 6, polyamide 66, polyamide 11, polyamide 12 or a copolymer of polyamide 6 and polyamide 12).
  • the polyethylene of the first layer preferably is high-density polyethylene (HDPE), low-density polyethylene (LDPE) or linear low-density polyethylene.
  • the intermediate second layer can be made to function as a barrier layer having low fuel permeability with the use of a relatively inexpensive aromatic polyamide as a material.
  • an acid modified resin for the outermost first layer an adhesion reaction by the functional group of the acid modified resin can be caused between the first layer and the second layer, whereby these layers can be made to more strongly adhere to each other.
  • the multilayer resin tube is provided with enhanced adhesion between the resin layers as well as a good fuel barrier function.
  • the multilayer rein tube can possess barrier properties comparable to those obtained by the use of an expensive highly-functional resin, such as a fluororesin, while attaining a significant cost reduction in mass production by the use of inexpensive resin materials.
  • FIG. 4 shows a multilayer tube according to a fourth embodiment of the present invention.
  • the multilayer resin tube has a five-layer structure in which, in order from the outermost resin layer, the first layer is a PE (polyethylene) resin layer, the second and fourth layers are each an acid modified PE (polyethylene) resin layer, the resin being modified by the introduction of a functional group, and the third or fifth layer is a barrier layer composed of an aromatic polyamide (preferably polyamide 9T or 6T).
  • the first layer is a PE (polyethylene) resin layer
  • the second and fourth layers are each an acid modified PE (polyethylene) resin layer, the resin being modified by the introduction of a functional group
  • the third or fifth layer is a barrier layer composed of an aromatic polyamide (preferably polyamide 9T or 6T).
  • the third or fifth layer can be made to function as a barrier layer having low fuel permeability with the use of a relatively inexpensive aromatic polyamide as a material.
  • an adhesion reaction by the functional group of the acid modified PE resin can be caused between the resin layers, whereby the resin layers can be made to strongly adhere to each other despite the use of at least three PE layers.
  • the multilayer resin tube is provided with enhanced adhesion between the resin layers as well as a good fuel barrier function.
  • the multilayer rein tube can possess barrier properties comparable to those obtained by the use of an expensive highly-functional resin, such as a fluororesin, while attaining a significant cost reduction in mass production by the use of inexpensive resin materials.
  • a conductive filler may be added to the innermost layer to impart electrical conductivity to the tube.
  • Carbon nanotubes, carbon black or carbon fibers can preferably be used as the conductive filler.
  • the amount of the conductive filler is generally 5 to 30% by weight based on 100% by weight of the raw materials. If the amount of the conductive filler is less than 5%, it is difficult to obtain a surface resistivity of not more than 10E6 ⁇ /sq which is necessary for a fuel tube. If the amount exceeds 30% by weight, on the other hand, there may be a considerable lowering of the strength.
  • Table 1 shows specific examples of resins usable for the respective layers of multilayer resin tubes according to the present invention.
  • Examples 1 to 4 correspond to the first embodiment
  • Examples 5 to 8 correspond to the second embodiment
  • Examples 9 and 10 correspond to the fourth embodiment.
  • the proportion of the acid modified resin(s) (excluding ethylene/GMA copolymer) in all the resins of the tube is less than 50% by weight.
  • the modified PE resin has a tensile breaking strength of not less than 12 MPa, a breaking elongation of not less than 300% and an MFR of not less than 0.5 g/min.
  • the resins for the first layer has a density of 0.90 to 1.5 g/cm3, a flexural modulus of not less than 850 MPa and an environmental stress crack resistance of not less than 200 hr.

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  • Engineering & Computer Science (AREA)
  • General Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Rigid Pipes And Flexible Pipes (AREA)
  • Laminated Bodies (AREA)
US12/525,336 2007-02-01 2008-01-31 Multilayer tube Abandoned US20100166995A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2007-023520 2007-02-01
JP2007023520 2007-02-01
PCT/JP2008/051489 WO2008093770A1 (ja) 2007-02-01 2008-01-31 多層チューブ

Related Parent Applications (1)

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Related Child Applications (1)

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US15/236,732 Division US10639872B2 (en) 2007-02-01 2016-08-15 Multilayer tube

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US12/525,336 Abandoned US20100166995A1 (en) 2007-02-01 2008-01-31 Multilayer tube
US15/236,732 Active 2029-03-06 US10639872B2 (en) 2007-02-01 2016-08-15 Multilayer tube

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JP (2) JP5165597B2 (ja)
CN (2) CN101678632A (ja)
WO (1) WO2008093770A1 (ja)

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US20120298247A1 (en) * 2010-06-30 2012-11-29 Hiromi Nakayama Multilayered resin tube-shaped body
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US20180080583A1 (en) * 2016-01-15 2018-03-22 Arkema France Multilayer tubular structure having better resistance to extraction in biofuel and use thereof
US20180099473A1 (en) * 2016-01-15 2018-04-12 Arkema France Multilayer tubular structure having better resistance to extraction in biofuel and use thereof
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BR112015028258B1 (pt) * 2013-05-10 2021-11-16 Eaton Corporation Tubo sobreposto para direcionar um fluido hidráulico e método para formar um tubo sobreposto
NL1041400B1 (en) 2015-07-14 2017-01-30 Wavin Bv Multilayered pipe and method of manufacturing the same.
CN105299333A (zh) * 2015-11-30 2016-02-03 河北亚大汽车塑料制品有限公司 一种多层管
WO2017106484A1 (en) 2015-12-15 2017-06-22 Agc Chemicals Americas Inc. A layered tube and layer for use in same
CN109311271A (zh) 2016-06-01 2019-02-05 韦文有限公司 多层的管和用于形成多层的管的方法
US11242800B2 (en) * 2017-11-07 2022-02-08 General Electric Company Systems and methods for reducing coke formation of fuel supply systems
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US20130032239A1 (en) * 2010-04-13 2013-02-07 Karl Kuhmann Flexible pipe having a multi-layered structure
US9314989B2 (en) * 2010-04-13 2016-04-19 Evonik Degussa Gmbh Flexible pipe having a multi-layered structure
US8778473B2 (en) * 2010-06-30 2014-07-15 Sanoh Industrial Co., Ltd. Multilayered resin tube-shaped body
US20120298247A1 (en) * 2010-06-30 2012-11-29 Hiromi Nakayama Multilayered resin tube-shaped body
US11161319B2 (en) * 2016-01-15 2021-11-02 Arkema France Multilayer tubular structure having better resistance to extraction in biofuel and use thereof
US20180080583A1 (en) * 2016-01-15 2018-03-22 Arkema France Multilayer tubular structure having better resistance to extraction in biofuel and use thereof
US20180099473A1 (en) * 2016-01-15 2018-04-12 Arkema France Multilayer tubular structure having better resistance to extraction in biofuel and use thereof
US11598452B2 (en) 2016-01-15 2023-03-07 Arkema France Multilayer tubular structure having better resistance to extraction in biofuel and use thereof
US10914408B2 (en) 2016-01-15 2021-02-09 Arkema France Multilayer tubular structure having better resistance to extraction in biofuel and use thereof
US11339899B2 (en) * 2016-01-15 2022-05-24 Arkema France Multilayer tubular structure having better resistance to extraction in biofuel and use thereof
EP3392033A1 (de) * 2017-04-19 2018-10-24 TI Automotive (Fuldabrück) GmbH Tank-innenrohrleitung, insbesondere in kraftstofftanks von kraftfahrzeugen
US10751969B2 (en) 2017-04-19 2020-08-25 TI Automotive (Fuldabrück) GmbH Internal tube for tanks, particularly fuel tanks of automobiles
US10948109B2 (en) 2018-03-13 2021-03-16 TI Automotive (Fuldabrück) GmbH Use of tubing as temperature control tubing

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JP2013060015A (ja) 2013-04-04
JP5165597B2 (ja) 2013-03-21
CN103029334B (zh) 2016-05-11
WO2008093770A1 (ja) 2008-08-07
JPWO2008093770A1 (ja) 2010-05-20
CN101678632A (zh) 2010-03-24
US20170021600A1 (en) 2017-01-26
CN103029334A (zh) 2013-04-10
JP5450768B2 (ja) 2014-03-26
US10639872B2 (en) 2020-05-05

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