EP4096922A1 - Structure multicouche pour le transport ou le stockage de l'hydrogene - Google Patents
Structure multicouche pour le transport ou le stockage de l'hydrogeneInfo
- Publication number
- EP4096922A1 EP4096922A1 EP21708054.8A EP21708054A EP4096922A1 EP 4096922 A1 EP4096922 A1 EP 4096922A1 EP 21708054 A EP21708054 A EP 21708054A EP 4096922 A1 EP4096922 A1 EP 4096922A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- layer
- polymer
- polyamide
- composition
- multilayer structure
- 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.)
- Pending
Links
Classifications
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17C—VESSELS FOR CONTAINING OR STORING COMPRESSED, LIQUEFIED OR SOLIDIFIED GASES; FIXED-CAPACITY GAS-HOLDERS; FILLING VESSELS WITH, OR DISCHARGING FROM VESSELS, COMPRESSED, LIQUEFIED, OR SOLIDIFIED GASES
- F17C1/00—Pressure vessels, e.g. gas cylinder, gas tank, replaceable cartridge
- F17C1/02—Pressure vessels, e.g. gas cylinder, gas tank, replaceable cartridge involving reinforcing arrangements
- F17C1/04—Protecting sheathings
- F17C1/06—Protecting sheathings built-up from wound-on bands or filamentary material, e.g. wires
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- B32B38/08—Impregnating
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- B29C53/00—Shaping by bending, folding, twisting, straightening or flattening; Apparatus therefor
- B29C53/56—Winding and joining, e.g. winding spirally
- B29C53/58—Winding and joining, e.g. winding spirally helically
- B29C53/581—Winding and joining, e.g. winding spirally helically using sheets or strips consisting principally of plastics material
- B29C53/582—Winding and joining, e.g. winding spirally helically using sheets or strips consisting principally of plastics material comprising reinforcements, e.g. wires, threads
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- B29C53/00—Shaping by bending, folding, twisting, straightening or flattening; Apparatus therefor
- B29C53/56—Winding and joining, e.g. winding spirally
- B29C53/58—Winding and joining, e.g. winding spirally helically
- B29C53/60—Winding and joining, e.g. winding spirally helically using internal forming surfaces, e.g. mandrels
- B29C53/602—Winding and joining, e.g. winding spirally helically using internal forming surfaces, e.g. mandrels for tubular articles having closed or nearly closed ends, e.g. vessels, tanks, containers
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- B29C63/0017—Lining or sheathing, i.e. applying preformed layers or sheathings of plastics; Apparatus therefor characterised by the choice of the material
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- F17C1/00—Pressure vessels, e.g. gas cylinder, gas tank, replaceable cartridge
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- B29C63/00—Lining or sheathing, i.e. applying preformed layers or sheathings of plastics; Apparatus therefor
- B29C63/24—Lining or sheathing, i.e. applying preformed layers or sheathings of plastics; Apparatus therefor using threads
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29L—INDEXING SCHEME ASSOCIATED WITH SUBCLASS B29C, RELATING TO PARTICULAR ARTICLES
- B29L2031/00—Other particular articles
- B29L2031/712—Containers; Packaging elements or accessories, Packages
- B29L2031/7154—Barrels, drums, tuns, vats
- B29L2031/7156—Pressure vessels
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- B32B2260/02—Composition of the impregnated, bonded or embedded layer
- B32B2260/021—Fibrous or filamentary layer
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- B32B2260/02—Composition of the impregnated, bonded or embedded layer
- B32B2260/021—Fibrous or filamentary layer
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- B32B2260/046—Synthetic resin
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- F17C2270/01—Applications for fluid transport or storage
- F17C2270/0165—Applications for fluid transport or storage on the road
- F17C2270/0168—Applications for fluid transport or storage on the road by vehicles
- F17C2270/0171—Trucks
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17C—VESSELS FOR CONTAINING OR STORING COMPRESSED, LIQUEFIED OR SOLIDIFIED GASES; FIXED-CAPACITY GAS-HOLDERS; FILLING VESSELS WITH, OR DISCHARGING FROM VESSELS, COMPRESSED, LIQUEFIED, OR SOLIDIFIED GASES
- F17C2270/00—Applications
- F17C2270/01—Applications for fluid transport or storage
- F17C2270/0165—Applications for fluid transport or storage on the road
- F17C2270/0184—Fuel cells
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- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/30—Hydrogen technology
- Y02E60/32—Hydrogen storage
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P90/00—Enabling technologies with a potential contribution to greenhouse gas [GHG] emissions mitigation
- Y02P90/45—Hydrogen technologies in production processes
Definitions
- TITLE MULTI-LAYER STRUCTURE FOR THE TRANSPORT OR STORAGE OF
- the present patent application relates to composite multilayer structures for the transport, distribution or storage of hydrogen, in particular for the distribution or storage of hydrogen, and their manufacturing process.
- Hydrogen tanks are a subject that is currently attracting a lot of interest from many manufacturers, especially in the automotive field.
- One of the goals is to offer vehicles that pollute less and less.
- electric or hybrid vehicles comprising a battery aim to gradually replace thermal vehicles, such as gasoline or diesel vehicles.
- thermal vehicles such as gasoline or diesel vehicles.
- the battery is a relatively complex component of the vehicle.
- the electric vehicle still suffers today from several problems, namely the autonomy of the battery, the use in these rare earth batteries whose resources are not inexhaustible, recharging times much longer than the durations. tank filling, as well as a problem of electricity production in the different countries to be able to recharge the batteries.
- Hydrogen therefore represents an alternative to the electric battery since hydrogen can be transformed into electricity by means of a fuel cell and thus power electric vehicles.
- Hydrogen tanks generally consist of a metal casing (liner or sealing layer) which must prevent the permeation of hydrogen.
- liner or sealing layer One of the types of tanks being considered, called Type IV, is based on a thermoplastic liner around which a composite is wrapped.
- thermoplastic resin liner or sealing sheath
- a reinforcing structure made up of fibers (glass, aramid, carbon). called sheath or reinforcing layer which allow to work at much higher pressures while reducing the mass and avoiding the risk of explosive rupture in the event of severe external attacks.
- the permeability of the liner is indeed a key factor in limiting hydrogen losses from the tank;
- the first generation of type IV tanks used a liner based on high density polyethylene (HDPE).
- HDPE high density polyethylene
- HDPE has the drawback of having too low a melting temperature and high hydrogen permeability, which is a problem with the new thermal withstand requirements and does not allow the filling speed of the tank to be increased. tank.
- PA6 polyamide
- Application EP3112421 describes a polyamide resin composition for a molded article intended for high pressure hydrogen, the composition comprising: a polyamide 6 resin (A); and a polyamide resin (B) having a melting point, as determined by DSC, which is not higher than the melting point of the polyamide 6 resin (A) + 20 ° C and a cooling crystallization temperature, such as determined by DSC, which is higher than the cooling crystallization temperature of the polyamide 6 resin (A).
- French application FR2923575 describes a reservoir for storing fluid under high pressure comprising at each of its ends along its axis a nozzle metal end, a liner enveloping said end caps and a structural layer of fiber impregnated with thermosetting resin enveloping said liner.
- Application EP3222668 describes a polyamide resin composition for a molded article intended for high pressure hydrogen, the composition comprising a polyamide resin (A) comprising a unit derived from hexamethylenediamine and a unit derived from an aliphatic dicarboxylic acid of 8 to 12 carbon atoms and an ethylene / ⁇ -olefin copolymer (B) modified with an unsaturated carboxylic acid and / or a derivative thereof.
- A polyamide resin
- B ethylene / ⁇ -olefin copolymer
- Application US2014 / 008373 describes a lightweight storage cylinder for a high pressure compressed gas, the cylinder having a liner wrapped in a stress layer, the liner comprising: a first inner layer of impact modified polyamide (PA) in contact with gas, an outer thermoplastic layer in contact with the stress layer; and an adhesive tie layer between the first impact modified inner PA layer and the outer thermoplastic layer.
- PA impact modified polyamide
- WO1 8155491 describes a hydrogen transport component having a three-layer structure, the inner layer of which is a composition consisting of PA11, 15 to 50% of an impact modifier and 1 to 3% of plasticizer or without plasticizer which exhibits hydrogen barrier properties, good flexibility and durability at low temperature.
- this structure is suitable for pipes for transporting hydrogen but not for storing hydrogen.
- the matrix of the composite in order to optimize its mechanical resistance at high temperature and on the other hand the material composing the sealing sheath, in order to optimize its processing temperature.
- the possible modification of the composition of the material composing the sealing sheath, which will be made, must not result in a significant increase in the manufacturing temperature (extrusion-blow molding, injection, rotomoulding, etc.) of this liner, compared to what is practiced today.
- thermoplastic polyamide polymer with a long semi-crystalline chain comprising a proportion of impact modifier and of limited plasticizer, for the sealing layer, with a different polymer for the matrix.
- composite and in particular an epoxy resin or epoxy-based, said composite being wound on the waterproofing layer made it possible to obtain a structure suitable for the transport, distribution or storage of hydrogen and in particular a increase in the maximum temperature of use up to 120 ° C, thus making it possible to increase the speed of filling the tanks.
- multilayer structure is meant a tank comprising or consisting of several layers, namely several sealing layers and several reinforcing layers, or one sealing layer and several reinforcing layers, or several sealing layers and a backing layer or a waterproofing layer and a backing layer.
- the multilayer structure is therefore meant to the exclusion of a pipe or tube.
- Poly ether block amide are copolymers with amide units (Ba1) and polyether units (Ba2), said amide unit (Ba1) corresponding to an aliphatic repeating unit chosen from a unit obtained from at least one amino acid or a unit obtained from at least one lactam, or an XY unit obtained from polycondensation: - at least one diamine, said diamine being preferably chosen from a linear or branched aliphatic diamine or a mixture thereof, and
- dicarboxylic acid being preferably chosen from: a linear or branched aliphatic dicacid, or a mixture of these, said diamine and said dicacid comprising from 4 to 36 carbon atoms, advantageously from 6 to 18 carbon atoms; said polyether units (Ba2) being in particular derived from at least one polyalkylene ether polyol, in particular a polyalkylene ether diol.
- Nucleating agents are known to those skilled in the art and refer to a substance which, when incorporated into a polymer, forms nuclei for crystal growth in the molten polymer.
- They can be chosen, for example, from micro talc, carbon black, silica, titanium dioxide and nanoclays.
- PA6 and PA610 are excluded from said composition.
- said structure being devoid of an outermost layer and adjacent to the outermost layer of composite reinforcement of polyamide polymer means that the structure is devoid of a layer of polyamide polymer situated above the layer. outermost composite reinforcement.
- said multilayer structure consists of two layers, a waterproofing layer and a reinforcing layer.
- the waterproofing layer or layers are the innermost layers compared to the composite reinforcing layers which are the outermost layers.
- the tank can be a tank for the mobile storage of hydrogen, i.e. on a truck for the transport of hydrogen, on a car for the transport of hydrogen and the supply of hydrogen d '' a fuel cell for example, on a train for the supply of hydrogen or on a drone for the supply of hydrogen, but it can also be a stationary storage tank for hydrogen in a station for the distribution of hydrogen to vehicles.
- the sealing layer (1) is impermeable to hydrogen at 23 ° C, that is to say that the permeability to hydrogen at 23 ° C is less than 500 cc.mm/m2. 24h. .atm at 23 ° C under 0% relative humidity (RH).
- the composite reinforcing layer (s) is (are) wound (s) around the sealing layer by means of tapes (or tapes or rovings) of fibers impregnated with polymer which are deposited, for example, by filament winding.
- the polymers are different.
- the polymers of the reinforcing layers are identical, there may be several layers present, but advantageously, only one reinforcing layer is present and which then has at least one complete winding around the waterproofing layer.
- the other composite reinforcement layers may or may not also adhere to each other.
- the other waterproofing layers may or may not adhere to each other.
- only a waterproofing layer and a reinforcing layer are present and do not adhere to each other.
- the reinforcing layer consists of a fibrous material in the form of continuous fibers impregnated with a composition mainly comprising at least one polymer P2j , in particular an epoxy resin or based on epoxy.
- a waterproofing layer and a reinforcing layer are present and do not adhere to each other and the reinforcing layer consists of a fibrous material in the form of continuous fibers impregnated with a composition mainly comprising a P2j polymer which is an epoxy or epoxy-based resin.
- epoxy-based throughout the description means that the epoxy represents at least 50% by weight of the matrix.
- sealing layer (s) and the thermoplastic polymer P1i One or more sealing layers may or may be present.
- the term “predominantly” means that said at least one polymer is present in more than 50% by weight relative to the total weight of the composition.
- said at least one majority polymer is present at more than 60% by weight, in particular at more than 70% by weight, particularly at more than 80% by weight, more particularly greater than or equal to 90% by weight 90% by weight, relative to the total weight of the composition.
- Said composition can also comprise up to 50% by weight relative to the total weight of the composition of impact modifiers and / or a plasticizer and / or additives.
- the additives can be selected from another polymer, an antioxidant, a heat stabilizer, a UV absorber, a light stabilizer, a lubricant, an inorganic filler, a flame retardant, a colorant, carbon black and carbonaceous nanofillers, with the exception of a nucleating agent, in particular the additives are chosen from an antioxidant, a heat stabilizer, a UV absorber, a light stabilizer, a lubricant, an inorganic filler, a flame retardant, a colorant, carbon black and carbonaceous nanofillers, except for a nucleating agent.
- Said other polymer can be another semi-crystalline thermoplastic polymer or a different polymer and in particular an EVOH (Ethylene vinyl alcohol).
- EVOH Ethylene vinyl alcohol
- said composition comprises said thermoplastic polymer P1i predominantly, from 0 to 50% by weight of impact modifier, in particular from 0 to less than 15% of impact modifier, in particular from 0 to 12% of impact modifier, from 0 to 1, 5% plasticizer and 0 to 5% by weight of additives, the sum of the constituents of the composition being equal to 100%.
- said composition consists of said thermoplastic polymer P1i predominantly, from 0 to 50% by weight of impact modifier, in particular from 0 to less than 15% of impact modifier, in particular from 0 to 12% of impact modifier, from 0 to 1 , 5% plasticizer and 0 to 5% by weight of additives, the sum of the constituents of the composition being equal to 100%.
- Said at least one majority polymer of each layer may be identical or different.
- a single major polymer is present at least in the sealing layer which does not adhere to the composite reinforcing layer.
- said composition comprises an impact modifier of 0.1 to 50% by weight, in particular from 0.1 to less than 15% by weight, in particular from 0.1 to 12% by weight of impact modifier by relative to the total weight of the composition.
- said composition is devoid of plasticizer.
- said composition comprises an impact modifier of 0.1 to 50% by weight, in particular from 0.1 to less than 15% by weight, in particular from 0.1 to 12% by weight of impact modifier and said composition is devoid of plasticizer relative to the total weight of the composition.
- said composition comprises an impact modifier of 0.1 to 50% by weight, in particular from 0.1 to less than 15% by weight, in particular from 0.1 to 12% by weight of modifier. impact and from 0.1 to 1.5% by weight of plasticizer relative to the total weight of the composition.
- said composition is devoid of impact modifier.
- said composition comprises from 0.1 to 1.5% by weight of plasticizer relative to the total weight of the composition and said composition is devoid of impact modifier.
- said composition is devoid of impact modifier and plasticizer.
- said composition comprises said thermoplastic polymer P1i predominantly and from 0 to 5% by weight of additives, in particular from 0.1 to 5% of additives, the sum of the constituents of the composition being equal to 100%.
- said majority thermoplastic polymer P1i is mixed with another polyamide.
- said composition comprises said thermoplastic polymer P1i and from 0 to 5% by weight of additives, in particular from 0.1 to 5% of additives, the sum of the constituents of the composition being equal to 100%.
- said composition consists of said thermoplastic polymer P1i predominantly and from 0 to 5% by weight of additives, in particular from 0.1 to 5% of additives, the sum of the constituents of the composition being equal to 100%.
- said majority thermoplastic polymer P1i is mixed with another polyamide.
- said composition consists of said thermoplastic polymer P1i and from 0 to 5% by weight of additives, in particular from 0.1 to 5% of additives, the sum of the constituents of the composition being equal to 100%.
- thermoplastic or semi-crystalline thermoplastic polymer
- Tg glass transition temperature
- Tf melting temperature
- Tg, Te and Tf are determined by differential scanning calorimetry (DSC) according to standard 11357-2: 2013 and 11357-3: 2013 respectively.
- the number-average molecular mass Mn of said semi-crystalline polyamide thermoplastic polymer is preferably in a range from 10,000 to 85,000, in particular from 10,000 to 60,000, preferably from 10,000 to 50,000, even more preferably from 12,000 to 50,000. These Mn values may correspond to inherent viscosities greater than or equal to 0.8 as determined in m-cresol according to ISO 307: 2007 but by changing the solvent (use of m-cresol instead of sulfuric acid and the temperature being 20 ° C).
- the polyamide can be a homopolyamide or a copolyamide or a mixture thereof.
- said thermoplastic polymer is a long chain aliphatic polyamide, that is to say a polyamide having an average number of carbon atoms per nitrogen atom greater than 8.5, preferably greater than 9, in particular greater than 10.
- the long-chain aliphatic polyamide is chosen from: polyamide 11 (PA11), polyamide 12 (PA12), polyamide 1010 (PA1010), polyamide 1012 (PA1012), polyamide 1212 (PA1012), or a mixture thereof or a copolyamide thereof, in particular PA11 and PA12.
- polyamide 11 PA11
- PA12 polyamide 12
- PA1012 polyamide 1012
- PA1012 polyamide 1212
- PA1012 polyamide 1212
- PA1012 polyamide 1212
- the long chain aliphatic polyamide is chosen from: polyamide 12 (PA12), polyamide 1010 (PA1010), polyamide 1012 (PA1012), polyamide 1212 (PA1012), or a mixture of these- ci or a copolyamide thereof, in particular PA12.
- the long chain aliphatic polyamide is selected from: polyamide 12 (PA12), polyamide 1012 (PA1012), polyamide 1212 (PA1012), or a mixture of these or a copolyamide of those here, in particular PA12.
- said semi-crystalline polyamide thermoplastic polymer is a long-chain semi-crystalline semi-aromatic polyamide, that is to say a polyamide having an average number of carbon atoms per nitrogen atom. greater than 8.5, preferably greater than 9, in particular greater than 10, and a melting temperature of between 240 ° C to less than 280 ° C.
- the long-chain semi-crystalline semi-aromatic polyamide is chosen from polyamide 11 / 5T or 11 / 6T or 11 / 10T, MXDT / 10T, MPMDT / 10T and BACT / 10T.
- each waterproofing layer consists of a composition comprising the same type of polyamide.
- soldering elements made of thermoplastic polyamide polymer.
- thermoplastic polyamide polymer it can be used heated blades with or without contact, ultrasound, infrared, application of vibrations, a rotation of one element to be welded against the other or even laser welding.
- the impact modifier can be any impact modifier from the moment when a polymer of lower modulus than that of the resin, exhibiting good adhesion with the matrix, so as to dissipate the cracking energy.
- the impact modifier is advantageously constituted by a polymer having a flexural modulus of less than 100 MPa measured according to the ISO 178 standard and of Tg less than 0 ° C (measured according to the 11357-2 standard at the inflection point of the DSC thermogram ), in particular a polyolefin.
- PEBAs are excluded from the definition of impact modifiers.
- the polyolefin of the impact modifier can be functionalized or non-functionalized or be a mixture of at least one functionalized and / or at least one non-functionalized.
- the polyolefin has been designated by (B) and functionalized polyolefins (B1) and unfunctionalized polyolefins (B2) have been described below.
- An unfunctionalized polyolefin (B2) is conventionally a homopolymer or copolymer of alpha olefins or diolefins, such as, for example, ethylene, propylene, butene-1, octene-1, butadiene.
- alpha olefins or diolefins such as, for example, ethylene, propylene, butene-1, octene-1, butadiene.
- LDPE low density polyethylene
- HDPE high density polyethylene
- LLDPE linear low density polyethylene, or linear low density polyethylene
- VLDPE very low density polyethylene, or very low density polyethylene
- metallocene polyethylene metallocene polyethylene
- ethylene / alpha-olefin copolymers such as ethylene / propylene, EPR (abbreviation of ethylene-propylene-rubber) and ethylene / propylene / diene (EPDM).
- SEBS ethylene-butene / styrene
- SBS styrene / butadiene / styrene
- SIS styrene / isoprene / styrene
- SEPS styrene / ethylene-propylene / styrene
- the functionalized polyolefin (B1) can be a polymer of alpha olefins having reactive units (the functionalities); such reactive units are acid, anhydride or epoxy functions.
- polyolefins (B2) grafted or co- or ter polymerized with unsaturated epoxides such as glycidyl (meth) acrylate, or with carboxylic acids or the corresponding salts or esters such as (meth) acrylic acid (the latter being able to be totally or partially neutralized by metals such as Zn, etc.) or alternatively by carboxylic acid anhydrides such as maleic anhydride.
- a functionalized polyolefin is for example a PE / EPR mixture, the weight ratio of which can vary widely, for example between 40/60 and 90/10, said mixture being co-grafted with an anhydride, in particular maleic anhydride, according to a degree of grafting, for example from 0.01 to 5% by weight.
- the functionalized polyolefin (B1) can be chosen from the following (co) polymers, grafted with maleic anhydride or glycidyl methacrylate, in which the degree of grafting is for example from 0.01 to 5% by weight:
- ethylene / alpha-olefin copolymers such as ethylene / propylene, EPR (abbreviation of ethylene-propylene-rubber) and ethylene / propylene / diene (EPDM).
- EPR abbreviation of ethylene-propylene-rubber
- EPDM ethylene / propylene / diene
- SEBS ethylene-butene / styrene
- SBS styrene / butadiene / styrene
- SIS styrene / isoprene / styrene
- SEPS styrene / ethylene-propylene / styrene
- alkyl (meth) acrylate copolymers containing up to 40% by weight of alkyl (meth) acrylate;
- the functionalized polyolefin (B1) can also be chosen from ethylene / propylene copolymers predominantly in propylene grafted with maleic anhydride then condensed with mono-amine polyamide (or a polyamide oligomer) (products described in EP-A-0342066) .
- the functionalized polyolefin (B1) can also be a co- or ter polymer of at least the following units: (1) ethylene, (2) alkyl (meth) acrylate or vinyl ester of saturated carboxylic acid and (3) anhydride such as maleic anhydride or (meth) acrylic acid or epoxy such as glycidyl (meth) acrylate.
- (meth) acrylic acid can be salified with Zn or Li.
- alkyl (meth) acrylate in (B1) or (B2) denotes methacrylates and acrylates of C1 to C8 alkyl, and may be chosen from methyl acrylate, ethyl acrylate , n-butyl acrylate, isobutyl acrylate, ethyl-2-hexyl acrylate, cyclohexyl acrylate, methyl methacrylate and ethyl methacrylate.
- the aforementioned polyolefins (B1) can also be crosslinked by any suitable process or agent (diepoxy, diacid, peroxide, etc.); the term functionalized polyolefin also includes mixtures of the abovementioned polyolefins with a difunctional reagent such as diacid, dianhydride, diepoxy, and the like. capable of reacting with these or mixtures of at least two functionalized polyolefins capable of reacting with each other.
- a difunctional reagent such as diacid, dianhydride, diepoxy, and the like.
- copolymers mentioned above, (B1) and (B2) can be copolymerized in a random or block fashion and have a linear or branched structure.
- the molecular weight, the MFI number, the density of these polyolefins can also vary to a large extent, which will be appreciated by those skilled in the art.
- MFI short for Melt Flow Index, is the melt flow index. It is measured according to standard ASTM 1238.
- the unfunctionalized polyolefins (B2) are chosen from homopolymers or copolymers of polypropylene and any homopolymer of ethylene or copolymer of ethylene and of a comonomer of higher alpha olefinic type. such as butene, hexene, octene or 4-methyl 1-Pentene.
- PPs high density PE, medium density PE, linear low density PE, low density PE, very low density PE.
- polyethylenes are known to those skilled in the art as being produced according to a “radical” process, according to a “Ziegler” type catalysis or, more recently, according to a so-called “metallocene” catalysis.
- the functionalized polyolefins (B1) are chosen from any polymer comprising alpha olefinic units and units bearing polar reactive functions such as epoxy, carboxylic acid or carboxylic acid anhydride functions.
- polymers mention may be made of the ter polymers of ethylene, of alkyl acrylate and of maleic anhydride or of glycidyl methacrylate, such as Lotader® from the Applicant or polyolefins grafted with l.
- maleic anhydride such as Orevac® from the Applicant as well as ter polymers of ethylene, of alkyl acrylate and of (meth) acrylic acid.
- Mention may also be made of homopolymers or copolymers of polypropylene grafted with a carboxylic acid anhydride and then condensed with polyamides or mono-amino polyamide oligomers.
- said constituent composition of said sealant layer or layers is devoid of polyether block amide (PEBA).
- PEBAs are therefore excluded from the impact modifiers.
- said transparent composition is devoid of core-shell particles or “core-shell” core-shell polymers.
- core-shell particle it is necessary to understand a particle of which the first layer forms the core and the second or all of the following layers form the respective shell.
- the core-shell particle can be obtained by a multi-step process comprising at least two steps. Such a method is described for example in documents US2009 / 0149600 or EP0722961.
- the plasticizer can be a plasticizer commonly used in compositions based on polyamide (s).
- a plasticizer which has good thermal stability so that no fumes are formed during the stages of mixing the various polymers and of processing the composition obtained.
- this plasticizer can be chosen from: benzene sulfonamide derivatives such as n-butyl benzene sulfonamide (BBSA), ortho and para isomers of ethyl toluene sulfonamide (ETSA), N-cyclohexyl toluene sulfonamide and N- (2-hydroxypropyl) benzene sulfonamide (HP-BSA), esters of hydroxybenzoic acids such as 2-ethylhexyl para-hydroxybenzoate (EHPB) and 2-decylhexyl para-hydroxybenzoate (HDPB), esters or ethers of tetrahydrofurfuryl alcohol such as oligoethyleneoxy-tetrahydrofurfurylalcohol, and esters of citric acid or of hydroxymalonic acid, such as oligoethylene oxymalonate.
- BBSA n-butyl benzene sulfonamide
- a preferred plasticizer is n-butyl benzene sulfonamide (BBSA).
- Another more particularly preferred plasticizer is N- (2-hydroxy-propyl) benzene sulfonamide (HP-BSA).
- HP-BSA N- (2-hydroxy-propyl) benzene sulfonamide
- the polymer P2j can be a thermoplastic polymer or a thermosetting polymer.
- One or more composite reinforcement layers may or may be present.
- said at least one polymer is present in more than 50% by weight relative to the total weight of the composition and of the matrix of the composite.
- said at least one major polymer is present at more than 60% by weight, in particular at more than 70% by weight, particularly at more than 80% by weight, more particularly greater than or equal to 90% by weight, relative to the weight total composition,
- Said composition can also comprise impact modifiers and / or additives.
- the additives can be selected from an antioxidant, a heat stabilizer, a UV absorber, a light stabilizer, a lubricant, an inorganic filler, a flame retardant, a plasticizer and a colorant, except for a nucleating agent.
- said composition consists of said thermoplastic polymer P2j predominantly, from 0 to 15% by weight of impact modifier, in particular from 0 to 12% by weight of impact modifier, from 0 to 5% by weight of additives, the sum of constituents of the composition being equal to 100% by weight.
- Said at least one majority polymer of each layer may be identical or different.
- a single major polymer is present at least in the composite reinforcing layer and which does not adhere to the sealing layer.
- each reinforcing layer comprises the same type of polymer, in particular an epoxy or epoxy-based resin.
- thermoplastic or thermoplastic polymer
- Tg temperature of glass transition
- Tf melting temperature
- Tg, Te and Tf are determined by differential scanning calorimetry (DSC) according to standard 11357-2: 2013 and 11357-3: 2013 respectively.
- the number average molecular weight Mn of said thermoplastic polymer is preferably in a range of 10,000 to 40,000, preferably 10,000 to 30,000. These Mn values may correspond to inherent viscosities greater than or equal to 0.8 as determined in the m-cresol according to ISO 307: 2007 but changing the solvent (use of m-cresol instead of sulfuric acid and the temperature being 20 ° C).
- polyamides in particular comprising an aromatic and / or cycloaliphatic structure, including copolymers, for example polyamide-polyether copolymers, polyesters, polyaryletherketones (PAEKs ), polyetherether ketones (PEEK), polyetherketone ketones (PEKK), polyetherketoneetherketone ketones (PEKEKK), polyimides in particular polyetherimides (PEI) or polyamide-imides, polylsulfones (PSU) in particular polyarylsulfones (PSU) polyphenyl sulfones
- PPSU polyethersulfones
- semi-crystalline polymers are more particularly preferred, and in particular polyamides and their semi-crystalline copolymers.
- the polyamide can be a homopolyamide or a copolyamide or a mixture thereof.
- the semi-crystalline polyamides are semi-aromatic polyamides, in particular a semi-aromatic polyamide of formula X / YAr, as described in EP1505099, in particular a semi-aromatic polyamide of formula A / XT in which A is chosen from a unit obtained from an amino acid, a unit obtained from a lactam and a unit corresponding to the formula (diamine in Ca).
- (Cb diacid) with a representing the number of carbon atoms of the diamine and b representing the number of carbon atoms of the diacid, a and b each being between 4 and 36, advantageously between 9 and 18, the unit (Ca diamine) being chosen from aliphatic, linear or branched diamines, cycloaliphatic diamines and alkylaromatic diamines and the unit (Cb diacid) being chosen from aliphatic, linear or branched diacids, cycloaliphatic diacids and aromatic diacids ;
- XT denotes a unit obtained from the polycondensation of a Cx diamine and terephthalic acid, with x representing the number of carbon atoms of the Cx diamine, x being between 5 and 36, advantageously between 9 and 18, in particular a polyamide of formula A / 5T, A / 6T, A / 9T, A / 10T or A / 11 T, A being as defined above, in particular a polyamide chosen from a PA MPMDT / 6T, one PA11 / 10T, one PA 5T / 10T, one PA 11 / BACT, one PA 11 / 6T / 10T, one PA MXDT / 10T, one PA MPMDT / 10T, one PA BACT / 10T, one PA BACT / 6T, PA BACT / 10T / 6T, one PA 11 / BACT / 6T, PA 11 / MPMDT / 6T, PA 11 / MPMDT / 6T, PA 11 /
- T is terephthalic acid
- MXD is m-xylylenediamine
- MPMD is methylpentamethylene diamine
- BAC is bis (aminomethyl) cyclohexane.
- Said semi-aromatic polyamides defined above have in particular a Tg greater than or equal to 80 ° C.
- thermosetting polymers are chosen from epoxy or epoxy-based resins, polyesters, vinyl esters and polyurethanes, or a mixture of these, in particular epoxy or epoxy-based resins.
- each composite reinforcing layer consists of a composition comprising the same type of polymer, in particular an epoxy resin or an epoxy-based resin.
- Said composition comprising said polymer P2j may be transparent to radiation suitable for welding.
- the winding of the composite reinforcing layer around the waterproofing layer is carried out in the absence of any subsequent welding.
- Said multilayer structure therefore comprises at least one waterproofing layer and at least one composite reinforcing layer which is wrapped around the waterproofing layer and which may or may not adhere to each other.
- sealing and reinforcing layers do not adhere to each other and consist of compositions which respectively comprise different polymers.
- said different polymers can be of the same type.
- one of the two composite sealing and reinforcing layers consists of a composition comprising an aliphatic polyamide
- the other layer consists of a composition comprising a polyamide which is not aliphatic and which is for example a semi-aromatic polyamide so as to have a high tg polymer as the matrix of the composite reinforcement.
- Said multilayer structure can include up to 10 waterproofing layers and up to
- said structure is devoid of any binder or adhesive layer, whether between the sealing layers, or between the composite reinforcing layers, or between the outermost sealing layer and the innermost composite reinforcing layer. .
- said multilayer structure is not necessarily symmetrical and that it can therefore include more waterproofing layers than composite layers or vice versa, but there cannot be alternation of layers and of reinforcing layer.
- said multilayer structure comprises one, two, three, four, five, six, seven, eight, nine or ten sealing layers and one, two, three, four, five, six, seven, eight, nine or ten layers composite reinforcement.
- said multilayer structure comprises one, two, three, four or five waterproofing layers and one, two, three, four or five composite reinforcement layers.
- said multilayer structure comprises one, two or three waterproofing layers and one two or three composite reinforcement layers.
- compositions which respectively comprise different polymers consist of compositions which respectively comprise polyamides corresponding to polyamides P1i and an epoxy resin or based on epoxy P2j.
- said multilayer structure comprises a single waterproofing layer and several reinforcing layers, said adjacent reinforcing layer being wrapped around said waterproofing layer and the other reinforcing layers being wrapped around the reinforcing layer. directly adjacent.
- said multilayer structure comprises a single reinforcing layer and several sealing layers, said reinforcing layer being wrapped around said adjacent sealing layer.
- said multilayer structure comprises a single waterproofing layer and a single composite reinforcing layer, said reinforcing layer being wrapped around said waterproofing layer.
- each sealing layer consists of a composition comprising the same type of polymer P1i, in particular a polyamide.
- polystyrene resin By the same type of polymer is meant, for example, a polyamide which can be an identical or different polyamide depending on the layers.
- said polymer P1i is a polyamide and said polymer P2j is an epoxy or epoxy-based resin.
- the polyamide P1i is identical for all the waterproofing layers.
- said polymer P1i is a long-chain aliphatic polyamide, in particular PA1010, PA 1012, PA 1212, PA11, PA12, in particular PA 11 or PA12.
- the polyamide P1i is a long-chain semi-aromatic polyamide, in particular PA 11 / 5T, PA 11 / 6T or PA 11 / 10T.
- the level of 11 must be chosen judiciously so that the Tm of said polymers is less than 280 ° C, preferably 265 ° C.
- each reinforcing layer consists of a composition comprising the same type of polymer P2j, in particular an epoxy or epoxy-based resin.
- each sealing layer consists of a composition comprising the same type of polymer P1i, in particular a polyamide and each reinforcing layer consists of a composition comprising the same type of polymer P2j, in particular an epoxy resin or an epoxy-based resin.
- said polymer P1 i is a long-chain aliphatic polyamide, in particular PA1010, PA 1012, PA 1212, PA11, PA12, in particular PA 11 or PA12 and said polymer P2j is a semi-aromatic polyamide, in particular chosen from a PA MPMDT / 6T, one PA11 / 10T, one PA 11 / BACT, one PA 5T / 10T, one PA 11 / 6T / 10T, one PA MXDT / 10T, one PA MPMDT / 10T, one PA BACT / 10T, one PA BACT / 6T, PA BACT / 10T / 6T, one PA 11 / BACT / 6T, PA 11 / MPMDT / 6T, PA 11 / MPMDT / 10T, PA 11 / BACT / 10T, one PA and 11 / MXDT / 10T.
- PA MPMDT / 6T one PA11 / 10T, one PA 11 / BACT,
- said multilayer structure consists of a single reinforcing layer and a single sealing layer in which said polymer P1 i is a long-chain aliphatic polyamide, in particular PA1010, PA 1012, PA 1212 , PA11, PA12, in particular PA 11 or PA12 and said polymer P2j is a semi-aromatic polyamide, in particular chosen from a PA MPMDT / 6T, a PA11 / 10T, a PA 11 / BACT, a PA 5T / 10T, a PA 11 / 6T / 10T, one PA MXDT / 10T, one PA MPMDT / 10T, one PA BACT / 10T, one PA BACT / 6T, PA BACT / 10T / 6T, one PA 11 / BACT / 6T, PA 11 / MPMDT / 6T,
- PA 11 / MP M DT / 10T PA 11 / BACT / 10T and a PA 11 / MXDT / 10T.
- said multilayer structure consists of a single reinforcing layer and a single sealing layer in which said polymer P1 i is a long-chain aliphatic polyamide, in particular PA1010, PA 1012, PA 1212, PA12, in particular PA12 and said polymer P2j is a semi-aromatic polyamide, in particular chosen from a PA MPMDT / 6T, a PA PA11 / 10T, a PA 11 / BACT, a PA 5T / 10T and a PA 11 / 6T / 10T, one PA MXDT / 10T, one PA MPMDT / 10T, one PA BACT / 10T, one PA BACT / 6T, PA BACT / 10T / 6T, one PA 11 / BACT / 6T, PA 11 / MPMDT / 6T, PA 11 / MPMDT / 10T, PA 11 / BACT / 10T and a PA 11 / MXDT / 10T.
- the multilayer structure consists of a single reinforcing layer and a single sealing layer in which said polymer P1i is a long-chain aliphatic polyamide, in particular PA1010, PA 1012, PA 1212, PA11, PA12, or semi-aromatic, in particular chosen from polyamide 11 / 5T or 11 / 6T or 11 / 10T, MXDT / 10T, MPMDT / 10T and BACT / 10T, in particular PA 11 or PA12 and said polymer P2j is an epoxy or epoxy-based resin.
- said polymer P1i is a long-chain aliphatic polyamide, in particular PA1010, PA 1012, PA 1212, PA11, PA12, or semi-aromatic, in particular chosen from polyamide 11 / 5T or 11 / 6T or 11 / 10T, MXDT / 10T, MPMDT / 10T and BACT / 10T, in particular PA 11 or PA12 and said polymer P2j is an epoxy or epoxy-
- the multilayer structure consists of a single reinforcing layer and a single sealing layer in which said polymer P1 i is a long-chain aliphatic polyamide, in particular PA1010, PA 1012, PA 1212, PA12, or semi-aromatic, in particular chosen from polyamide 11 / 5T or 11 / 6T or 11 / 10T, MXDT / 10T, MPMDT / 10T and BACT / 10T, in particular PA12 and said polymer P2j is an epoxy or epoxy resin.
- said multilayer structure further comprises at least one outer layer made of a continuous fiberglass fibrous material impregnated with a transparent amorphous polymer, said layer being the outermost layer of said multilayer structure.
- Said outer layer is a second but transparent reinforcing layer which makes it possible to put an inscription on the structure.
- Said outer layer in no way corresponds to the layer located above the outermost composite reinforcing layer of polyamide polymer, the structure of which is not mentioned above.
- constituent fibers of said fibrous material they are in particular fibers of mineral, organic or plant origin.
- said fibrous material can be sized or not sized.
- Said fibrous material can therefore comprise up to 3.5% by weight of an organic material (thermosetting or thermoplastic resin type) called sizing.
- fibers of mineral origin mention may be made of carbon fibers, glass fibers, basalt or basalt-based fibers, silica fibers, or silicon carbide fibers, for example.
- fibers of organic origin mention may be made of fibers based on a thermoplastic or thermosetting polymer, such as semi-aromatic polyamide fibers, aramid fibers or polyolefin fibers, for example.
- they are based on an amorphous thermoplastic polymer and have a glass transition temperature Tg greater than the Tg of the polymer or mixture of thermoplastic polymer constituting the pre-impregnation matrix when the latter is amorphous, or greater than the Tm of the polymer or mixture of thermoplastic polymer constituting the prepreg matrix when the latter is semi-crystalline.
- they are based on a semi-crystalline thermoplastic polymer and have a melting point Tm greater than the Tg of the polymer or mixture of thermoplastic polymer constituting the prepreg matrix when the latter is amorphous, or greater than the Tm. of the polymer or mixture of thermoplastic polymer constituting the prepreg matrix when the latter is semi-crystalline.
- the organic fibers constituting the fibrous material during impregnation with the thermoplastic matrix of the final composite.
- the fibers of plant origin mention may be made of natural fibers based on flax, hemp, lignin, bamboo, silk, in particular spider silk, sisal, and other cellulose fibers, in particular viscose. These fibers of plant origin can be used pure, treated or coated with a coating layer, in order to facilitate the adhesion and the impregnation of the thermoplastic polymer matrix.
- the fibrous material can also be fabric, braided or woven with fibers.
- organic fibers can be mixed with mineral fibers to be pre-impregnated with thermoplastic polymer powder and to form the pre-impregnated fibrous material.
- the rovings of organic fibers can have several grammages. They can also have several geometries.
- the fibers constituting the fibrous material can also be in the form of a mixture of these reinforcing fibers of different geometries. Fibers are continuous fibers.
- the fibrous material is chosen from glass fibers, carbon fibers, basalt or basalt-based fibers, or a mixture of these, in particular carbon fibers.
- It is used as a wick or several wicks.
- the present invention relates to a method of manufacturing a multilayer structure as defined above, characterized in that it comprises a step of preparing the sealing layer by extrusion blow molding, by rotational molding, by injection and / or extrusion.
- said method of manufacturing a multilayer structure comprises a step of filament winding of the reinforcing layer as defined above around the sealing layer as defined above.
- Figure 1 shows the notched Charpy impact at -40 ° C according to ISO 179-1: 2010 of four liners: from left to right PA11, PA12, PA6 and PA66.
- Figure 2 shows the hydrogen permeability at 23 ° C of PA12 and HDPE liners.
- the permeability must then be multiplied by 101325.
- Figure 3 shows the notched Charpy shock at -40 ° C according to ISO 179-1: 2010 for PA11 and PA12 liners: for each group of histograms, PA11 is on the left and PA12 is on the right.
- the first group corresponds to 0% plasticizer, the second group to 7% plasticizer and the last group to 12% plasticizer.
- the tanks are obtained by rotational molding of the sealing layer (liner) at a temperature suited to the nature of the thermoplastic resin used.
- a wet filament winding process is then used which consists in winding fibers around the liner, which fibers are pre-impregnated in an epoxy bath. liquid or a liquid epoxy-based bath.
- the reservoir is then polymerized in an oven for 2 hours.
- thermoplastic resin a fibrous material impregnated with the thermoplastic resin (tape) is used.
- This tape is deposited by filament winding using a robot comprising a 1500W power laser heater at a speed of 12m / min and there is no polymerization step.
- Example 1 Notched Charpy shock at -40 ° C according to ISO 179-1: 2010
- Two long chain liners of PA11 and PA12 and two short chain liners were prepared by rotational molding as above.
- the cold resistance of long-chain liners is much better than that of short-chain liners PA6 and PA66.
- Two long chain liners one in PA11 (Arkema) and the second in PA12 (Arkema) and one liner in HDPE were prepared by rotational molding and the hydrogen permeability at 23 ° C was tested.
- Two liners PA11 and PA12 without plasticizer or comprising 7 or 12% plasticizer (BBSA) relative to the total weight of the composition were prepared by rotational molding.
- the plasticizer has a deleterious cold effect, it weakens the structure and increases the permeability, in particular by 50% with 7% BBSA.
- LT cocktail having the following composition: lotader® 4700 (50%) + lotader® AX8900 (25%) + lucalene® 3110 (25%)) on the permeability to hydrogen of the liner PA12.
- the permeability can also be expressed in (cc.25p / m 2 .24h.Pa).
- the permeability must then be multiplied by 101325.
- Example 5 Type IV hydrogen storage tank, composed of an epoxy composite reinforcement (Tg 120 ° C) T700SC31E carbon fibers (produced by Toray) and a waterproofing layer of PA11.
- the operating temperature is sufficient for rapid filling of the tank, especially in 3 to 5 minutes.
- Type IV hydrogen storage tank composed of an epoxy composite reinforcement (Tg 120 ° C) T700SC31E carbon fibers (produced by Toray) and an HDPE waterproofing layer.
- the operating temperature is too low for rapid filling of the tank, especially in 3 to 5 minutes.
- Example 7 Type IV hydrogen storage tank, composed of a reinforcement of BACT / 10T carbon fiber T700SC31 E composite (produced by Toray) and a waterproofing layer of PA12.
- the BACT / 10T type composition chosen has a melting point, Tm, of 283 ° C, a crystallization temperature, Te, of 250 ° C and a glass transition temperature of 164 ° C.
- Tg, Te and Tf are determined by differential scanning calorimetry (DSC) according to standard 11357-2: 2013 and 11357-3: 2013 respectively.
- a PA BACT / 10T-based composite exhibits a high Tg matrix, but without having long crosslinking, of the 8h type at 140 ° C.
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- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- General Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Laminated Bodies (AREA)
- Moulding By Coating Moulds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR2000816A FR3106646B1 (fr) | 2020-01-28 | 2020-01-28 | Structure multicouche pour le transport ou le stockage de l’hydrogene |
| PCT/FR2021/050139 WO2021152253A1 (fr) | 2020-01-28 | 2021-01-26 | Structure multicouche pour le transport ou le stockage de l'hydrogene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP4096922A1 true EP4096922A1 (fr) | 2022-12-07 |
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| Application Number | Title | Priority Date | Filing Date |
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| EP21708054.8A Pending EP4096922A1 (fr) | 2020-01-28 | 2021-01-26 | Structure multicouche pour le transport ou le stockage de l'hydrogene |
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| Country | Link |
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| US (1) | US12158239B2 (https=) |
| EP (1) | EP4096922A1 (https=) |
| JP (1) | JP2023511976A (https=) |
| KR (1) | KR20220133959A (https=) |
| CN (1) | CN115023344B (https=) |
| FR (1) | FR3106646B1 (https=) |
| MX (1) | MX2022008891A (https=) |
| WO (1) | WO2021152253A1 (https=) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3106525B1 (fr) * | 2020-01-28 | 2021-12-31 | Arkema France | Structure multicouche pour le transport ou le stockage de l’hydrogene |
| CN115891230A (zh) * | 2023-03-01 | 2023-04-04 | 西南石油大学 | 一种玄武岩纤维增强复合材料储氢瓶的制备方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2629090B1 (fr) | 1988-03-24 | 1990-11-23 | Atochem | Copolymere greffe a base d'alpha-mono-olefine, son procede de fabrication, son application a la fabrication d'alliages thermoplastiques, alliages thermoplastiques obtenus |
| US5499739A (en) | 1994-01-19 | 1996-03-19 | Atlantic Research Corporation | Thermoplastic liner for and method of overwrapping high pressure vessels |
| US5534594A (en) | 1994-12-05 | 1996-07-09 | Rohm And Haas Company | Preparation of butadiene-based impact modifiers |
| FR2813235B1 (fr) * | 2000-08-30 | 2002-10-25 | Commissariat Energie Atomique | Structure et reservoir thermoplastique |
| JP4525021B2 (ja) * | 2003-07-31 | 2010-08-18 | トヨタ自動車株式会社 | タンク |
| FR2858626B1 (fr) | 2003-08-05 | 2005-10-07 | Atofina | Polyamides semi aromatiques souple a faible reprise en humidite |
| EP2277675B1 (en) * | 2003-08-19 | 2012-04-04 | Solvay Specialty Polymers USA, LLC. | Impact-modified polyamide hollow body |
| ATE474872T1 (de) | 2004-11-22 | 2010-08-15 | Arkema Inc | Schlagzäh modifizierte thermoplastische harzzusammensetzung |
| FR2923575A1 (fr) * | 2007-11-13 | 2009-05-15 | Michelin Soc Tech | Reservoir de fluide sous pression, methode et appareil pour la fabrication d'un tel reservoir. |
| JP4588078B2 (ja) | 2008-02-12 | 2010-11-24 | 宇部興産株式会社 | 水素タンクライナー用材料及び水素タンクライナー |
| JP2014513250A (ja) * | 2011-04-01 | 2014-05-29 | ラクスファー カナダ リミテッド | 高圧ガスシリンダ用多層ライナー |
| FR3001462B1 (fr) | 2013-01-25 | 2016-01-15 | Arkema France | Composition adhesive et structure comprenant au moins une couche de ladite composition |
| KR102357687B1 (ko) | 2014-07-25 | 2022-01-28 | 디에스엠 아이피 어셋츠 비.브이. | 열 안정화된 폴리아미드 조성물 |
| EP3222668B1 (en) * | 2014-11-20 | 2023-07-19 | Toray Industries, Inc. | Use of a hose and use of a polyamide composition for preparing an inner layer of the hose coming into contact with high-pressure hydrogen |
| WO2016084475A1 (ja) | 2014-11-28 | 2016-06-02 | 三菱瓦斯化学株式会社 | 圧力容器、ライナーおよび圧力容器の製造方法 |
| WO2016136025A1 (ja) | 2015-02-27 | 2016-09-01 | 東レ株式会社 | 高圧水素に触れる成形品用のポリアミド樹脂組成物およびそれを用いた成形品 |
| EP3069873B1 (de) | 2015-03-17 | 2017-09-06 | Evonik Degussa GmbH | Mehrschichtverbund mit schichten aus teilaromatischen polyamiden |
| FR3035173B1 (fr) | 2015-04-15 | 2017-12-15 | Commissariat Energie Atomique | Procede de preparation de la coque interne d'un reservoir composite de type iv pour le stockage de fluide sous pression |
| KR102542302B1 (ko) | 2015-12-18 | 2023-06-09 | 디에스엠 아이피 어셋츠 비.브이. | 압력 용기 |
| 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 |
| FR3048973B1 (fr) * | 2016-03-18 | 2019-11-15 | Arkema France | Compositions rigides et ductiles a froid a base de polyamide pour la preparation d'articles de sport obtenus par injection |
| FR3049952B1 (fr) | 2016-04-08 | 2018-03-30 | Arkema France | Composition a base de polyamide pour des tuyaux contenant du petrole ou du gaz |
| FR3053696B1 (fr) * | 2016-07-11 | 2018-07-06 | Arkema France | Composition de polyamide semi-cristallin de haute temperature de transition vitreuse pour materiau composite, son procede de fabrication et ses utilisations |
| JP7041663B2 (ja) | 2017-02-24 | 2022-03-24 | 株式会社ブリヂストン | 水素輸送部品 |
| FR3099409B1 (fr) * | 2019-07-30 | 2021-10-01 | Arkema France | Structure multicouche pour le transport ou le stockage de l’hydrogene |
-
2020
- 2020-01-28 FR FR2000816A patent/FR3106646B1/fr active Active
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2021
- 2021-01-26 CN CN202180011518.3A patent/CN115023344B/zh active Active
- 2021-01-26 MX MX2022008891A patent/MX2022008891A/es unknown
- 2021-01-26 JP JP2022545078A patent/JP2023511976A/ja active Pending
- 2021-01-26 EP EP21708054.8A patent/EP4096922A1/fr active Pending
- 2021-01-26 KR KR1020227029676A patent/KR20220133959A/ko active Pending
- 2021-01-26 WO PCT/FR2021/050139 patent/WO2021152253A1/fr not_active Ceased
- 2021-01-26 US US17/792,540 patent/US12158239B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| KR20220133959A (ko) | 2022-10-05 |
| US20230075842A1 (en) | 2023-03-09 |
| MX2022008891A (es) | 2022-08-15 |
| US12158239B2 (en) | 2024-12-03 |
| FR3106646B1 (fr) | 2022-06-24 |
| CN115023344A (zh) | 2022-09-06 |
| CN115023344B (zh) | 2025-06-17 |
| CA3163652A1 (fr) | 2021-08-05 |
| JP2023511976A (ja) | 2023-03-23 |
| WO2021152253A1 (fr) | 2021-08-05 |
| FR3106646A1 (fr) | 2021-07-30 |
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