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GB2362850A - Hollow article manufacture using dendrimer based adhesives. - Google Patents

Hollow article manufacture using dendrimer based adhesives. Download PDF

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Publication number
GB2362850A
GB2362850A GB0005664A GB0005664A GB2362850A GB 2362850 A GB2362850 A GB 2362850A GB 0005664 A GB0005664 A GB 0005664A GB 0005664 A GB0005664 A GB 0005664A GB 2362850 A GB2362850 A GB 2362850A
Authority
GB
United Kingdom
Prior art keywords
hollow article
layer
dendrimer
article according
polymer
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.)
Granted
Application number
GB0005664A
Other versions
GB2362850B (en
GB0005664D0 (en
Inventor
Anthony John Mcnally
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.)
McKechnie Engineered Plastics Ltd
McKechnie Components Ltd
Mckechnie Investment Holdings
Original Assignee
McKechnie Engineered Plastics Ltd
McKechnie Components Ltd
Mckechnie Investment Holdings
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by McKechnie Engineered Plastics Ltd, McKechnie Components Ltd, Mckechnie Investment Holdings filed Critical McKechnie Engineered Plastics Ltd
Priority to GB0005664A priority Critical patent/GB2362850B/en
Publication of GB0005664D0 publication Critical patent/GB0005664D0/en
Publication of GB2362850A publication Critical patent/GB2362850A/en
Application granted granted Critical
Publication of GB2362850B publication Critical patent/GB2362850B/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • 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
    • B32B7/00Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04Interconnection of layers
    • B32B7/10Interconnection of layers at least one layer having inter-reactive properties
    • 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
    • B32B7/00Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04Interconnection of layers
    • B32B7/12Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • 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
    • 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
    • B32B27/34Layered products comprising a layer of synthetic resin comprising polyamides
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B65CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
    • B65DCONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
    • B65D88/00Large containers
    • B65D88/16Large containers flexible
    • B65D88/1606Large containers flexible double-walled or with linings
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/12Bonding of a preformed macromolecular material to the same or other solid material such as metal, glass, leather, e.g. using adhesives
    • C08J5/124Bonding of a preformed macromolecular material to the same or other solid material such as metal, glass, leather, e.g. using adhesives using adhesives based on a macromolecular component
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J201/00Adhesives based on unspecified macromolecular compounds
    • C09J201/005Dendritic macromolecules
    • 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
    • B32B2305/00Condition, form or state of the layers or laminate
    • B32B2305/08Reinforcements
    • 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
    • F16L2011/047Hoses, i.e. flexible pipes made of rubber or flexible plastics with a diffusion barrier layer

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Organic Chemistry (AREA)
  • Manufacturing & Machinery (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Cooling, Air Intake And Gas Exhaust, And Fuel Tank Arrangements In Propulsion Units (AREA)
  • Rigid Pipes And Flexible Pipes (AREA)

Abstract

A hollow article (1) comprising a multi-layer wall in which two adjacent layers (2,3) of different polymer materials are adhered together by a dendrimer (4). The dendrimer (4) provided between the two layers bonds to the first layer (2) and provides sites (5) for binding with sites (6) on the second layer (3). The first layer (2) may be any nylon homopolymer or copolymer and the second adjacent layer (3) may be another nylon homopolymer or copolymer different to the first layer (2) or alternatively a fluoropolymer. Also disclosed is a method for making the hollow article and use of the hollow article as a fuel pipe or fuel tank.

Description

2362850 1 IMPROVEMENTS IN OR RELATING TO HOLLOW ARTICLES This invention
concerns improvements in or relating to hollow articles. The invention has particular, but not exclusive, application to hollow articles such as fuel tanks and fuel pipes for use in automotive vehicles to store and transport fuel in liquid and vapour form.
The fuel systems currently employed to hold and deliver fuel to the engines of automotive vehicles commonly include fuel tanks and fuel pipes of polymeric material to contain the fuel and prevent escape of hydrocarbons from the fuel.
The evaporative emission requirements of the fuel system are regularly reviewed with the objective of reducing the level of emissions, and in particular the level of emissions of hydrocarbons. Such reduction is desirable from both safety and environmental aspects and has lead to the development and use of fuel tanks and fuel pipes having multi-layer walls with layers of different polymers to provide the required properties.
To this end, there has been a trend in recent years to construct components of fuel systems with walls having one or more layers of fluoropolymer materials which act as a barrier to prevent the hydrocarbons in the fuel permeating through the pipe together with one or more additional layers of other polymer materials to provide other properties in the finished component, for example impact and burst strength, abrasion resistance, etc. The use of such fluoropolymer materials has enabled manufacturers to reduce the hydrocarbon emission characteristics of fuel systems to comply with the current regulations controlling such emissions.
2 The available fluoropolymer materials are expensive, however, and there are problems for the manufacture of fuel systems incorporating these materials. Thus, the fluoropolymer materials are incapable of providing the range of properties required and other polymer materials have to be included to produce components such as fuel tanks and fuel pipes which meet the performance levels set by the automotive industry. The fluoropolymer materials, however, do not bond well to the other polymer materials commonly employed to provide the required range of properties in the finished component. Various proposals have been made to improve the adhesion between the layers of fluoropolymer and other polymer materials but these have not been completely successful.
Accordingly, there is a need for improving the adhesion between the different polymer materials employed and, in particular, for producing hollow articles with multi-layer walls including one or,more layers of fluoropolymer materials effectively adhered to one or more layers of other polymer materials.
The present invention has been made with this in mind and provides according to a first aspect of the invention a hollow article comprising a multi-layer wall in which two adjacent layers of different polymer materials are adhered together by a dendrimer.
Dendrimers or dendritic polymers are known per se and are characterised by having a highly branched structure with a large number of end groups.
The present invention is based on the appreciation by the inventors that dendrimers can be very finely tuned to provide adhesive properties between two or more different polymers on the same dendritic molecule.
3 As a result, polymers that will not normally adhere well to each other can be caused to adhere together by selection of the dendrimer with end groups (functionality) which, when the dendrimer is incorporated in a polymer will attract and bind to another polymer.
This may be achieved by adding the specific dendrimer material to one of the two polymer materials so that, upon contact in the molten state, the dendritic molecules provide strong adhesion between the polymer materials.
According to a second aspect of the invention there is provided a method of manufacturing a hollow article having a multilayer wall in which at least two adjacent layers comprise different polymer materials, the method comprising selecting a dendrimer having a functionality compatible with 15 the functionality of one of the polymer materials, adding the selected dendrimer to the other polymer material, and forming an hollow article having a layer formed by said one polymer material and an adjacent layer formed by said other polymer material whereby the layers are adhered together by the dendrimer.
The invention has particular application for the manufacture of hollow articles forming components of a fuel system for an automotive vehicle such as a fuel tank or a fuel pipe for storing and transporting fuel to an engine. Thus, the selection and use of polymer materials to provide desired properties for a particular application, such as the components of a fuel system, can be made and the required adhesion between the polymer materials obtained by matching the dendrimer added to one of the polymer materials to the other polymer material. More particularly, the adhesion is provided by the dendrimer and is not dependent on the 4 properties of the polymer materials which can be chosen to suit the particular application.
The invention will now be described in more detail by way of example only with reference to the accompanying drawing which illustrates diagrammatically the application of the invention to a fuel pipe.
Referring to the drawing, there is shown part of a fuel pipe 1 for use in an automotive vehicle to transport fuel from a fuel tank (not shown) to an internal combustion engine (not shown).
The fuel pipe 1 has a multi-layer wall formed by extrusion of the individual layers of polymer materials. In this embodiment, two adjacent layers designated by the reference numeral 2 and 3 are shown. Layer 2 can be any nylon homopolymer or copolymer and layer 3 can be another nylon homopolymer or copolymer different to layer 2. Alternatively, layer 3 may be a fluoropolymer.
Layer 2 is modified by the addition of a dendrimer either by reaction or by compounding with the nylon material of layer 2. The dendritic molecules of which one is shown designated by the reference numeral 4 bond to the nylon material of layer 2 and provide a plurality of sites designated generally by reference numeral 5 for binding with the polymer of the adjacent layer 3 at sites indicated generally by reference numeral 6 so as to adhere the layers 2 and 3 to each other.
The dendrimer is chosen to provide sites 5 with a functionality for attracting and binding with the functionality of the sites 6. In this way the addition of the dendrimer to the polymer of layer 2 promotes adhesion of the layer 3 to the layer 2. By varying the functionality of the sites 5, the dendrimer can be adapted for attracting and binding to any desired polymer. For example, it is envisaged that the functionality of the sites 5 and 6 may be provided by any of the groups including hydroxyl, epoxide, carboxyl, carboxylic acid, fatty acid, acrylate, anhydride, vinyl, isocyanate, ionic, olefin, alcohol, ether, allyl, and fluoro. As a result, the invention provides a simple and effective way of adhering two different polymer materials to each other.
Thus, it is envisaged that the dendrimer can be designed to provide dendritic molecules with specific functionality for a range of fuel system materials including bromoisobutene-isoprene, polybutadiene, chlorinated butyl rubber, chlorinated polyethylene, polychloromethoxirene, chloroprene, chlorosulfonopolyethylene, ethyleneoxide, terpolymers of ethylenepropylenediene, copolymers of ethylenepropylenediene, copolymers of ethylenepropylene, isobutene-isoprene, nitryl butadiene, styrenebutadiene, polysulfide, polyphenolsulfide, polysulf'ones, polyamides, polyesters, polypropylene, vinylidene fluoride, vinyl fluoride, polyvinylidene fluoride, polyvinyl fluoride, polychlorotrifluoroethylene, ethylene tetrafluoroethylene, tetrafluoroethylene, polytetrafluoroethylene, perfluorobutene, perfluoroisobutene, thermoplastic elastomers.
hexafluoroproprene, Although the invention has been described with particular reference to fuel pipes, it will be understood that the use of dendrimers to provide adhesion between layers of different polymers may be employed in the construction of other components of a fuel system, for example fuel tanks in which the layers forming the wall of the tank may be formed by moulding.
6 In the application of the invention to components of a fuel system such as fuel tanks or fuel pipes, the component may have a wall made up of several layers of polymer materials with optional reinforcement either by addition of reinforcing material to the polymer material of one or more layers or by one or more layers of reinforcing material between adjacent layers of polymer material.
Finally it will be understood, that the invention has wider application than to components of a fuel system and is intended to include any hollow articles having a multilayer wall with individual layers of different polymers adhering to each other.
7

Claims (17)

1. A hollow article comprising a multi-layer wall in which two adjacent layers of different polymer materials are adhered together by a 5 dendrimer.
2. A hollow article according to claim 1, wherein the dendrimer is chosen to bond to a first of the adjacent layers and provide sites with a functionality for attracting and binding with the functionality of sites on a second of the adjacent layers.
3. A hollow article according to claim 2, wherein the first layer is a nylon homopolymer or copolymer and the second layer is a nylon homopolymer or copolymer different to the first layer.
is
4. A hollow article according to claim 2, wherein the first layer is a nylon homopolymer or copolymer and the second layer is a fluoropolymer.
5. A hollow article according to claim 3 or 4, wherein the dendrimer bonds to the nylon material of the first layer and provides a plurality of sites for binding with the polymer of the second layer at sites on the second layer.
6. A hollow article according to any one of claims 2-5, wherein the sites on the dendrimer and second layer may be provided by any of the groups including hydroxyl, epoxide, carboxyl, carboxylic acid, fatty acid, acrylate, anhydride, vinyl, isocyanate, ionic, olefin, alcohol, ether, allyl, and fluoro.
8
7. A hollow article according to any of the preceding claims, in which the dendrimer can be designed to provide dendritic molecules with specific functionality for a range of fuel system materials including bromoisobutene-isoprene, polybutadiene, chlorinated butyl rubber, chlorinated polyethylene, polychloromethoxirene, chloroprene, chlorosulfonopolyethylene, ethyleneoxide, terpolymers of ethylenepropylenediene, copolymers of ethylenepropylenediene, copolymers of ethylenepropylene, isobutene-isoprene, nitryl butadiene, styrenebutadiene, polysulfide, polyphenolsulfide, polysulfones, polyamides, polyesters, polypropylene, fluoride, polyvinylidene fluoride, polychlorotrifluoroethylene, ethylene tetrafluoroethylene, polytetrafluoroethyl ene, vinylidene fluoride, vinyl polyvinyl fluoride, tetrafluoroethylene, hexafluoroproprene, perfluorobutene, perfluoroisobutene, thermoplastic elastomers.
8. A hollow article according to any preceding claim, wherein the hollow article is a fuel pipe.
9. A hollow article according to any one of claims 1-7, wherein the 20 hollow article is a fuel tank.
10. A hollow article according to claim 8 or claim 9, wherein a reinforcing material has-been added to the polymer material of one or more of the adjacent layers.
11. A hollow article according to claim 8 or claim 9 wherein one or more layers of a reinforcing material is placed between adjacent layers of polymer material.
9
12. A method of manufacturing a hollow article as according to any preceding claim, having a multilayer wall in which at least two adjacent layers comprise different polymer materials, the method comprising selecting a dendrimer having a functionality compatible with the 5 functionality of one of the polymer materials, adding the selected dendrimer to the other polymer material, and forming an hollow article having a layer formed by said one polymer material and an adjacent layer formed by said other polymer material whereby the layers are adhered together by the dendrimer.
13. A method of manufacturing a hollow article according to claim 12, wherein the multi-layer wall is formed by extrusion of the individual layers of polymer materials.
14. A method of manufacturing a hollow article according to claim 12 wherein the multi layer wall is formed by moulding.
15. A method of manufacturing a hollow article according to any one of claims 12-14, wherein the polymer material to which the dendrimer is added is modified by the addition of the dendrimer either by reaction or by compounding with the polymer.
16. A. hollow article substantially as described herein and with reference to the drawing.
17. A method of manufacturing a hollow container substantially as described herein.
GB0005664A 2000-03-10 2000-03-10 Improvements in or relating to hollow articles Expired - Fee Related GB2362850B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB0005664A GB2362850B (en) 2000-03-10 2000-03-10 Improvements in or relating to hollow articles

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB0005664A GB2362850B (en) 2000-03-10 2000-03-10 Improvements in or relating to hollow articles

Publications (3)

Publication Number Publication Date
GB0005664D0 GB0005664D0 (en) 2000-05-03
GB2362850A true GB2362850A (en) 2001-12-05
GB2362850B GB2362850B (en) 2004-04-21

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Family Applications (1)

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GB0005664A Expired - Fee Related GB2362850B (en) 2000-03-10 2000-03-10 Improvements in or relating to hollow articles

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GB (1) GB2362850B (en)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1070748A1 (en) * 1999-07-20 2001-01-24 E.I. Du Pont De Nemours And Company Powder coating compositions, their preparation and use
US6225404B1 (en) * 1996-05-28 2001-05-01 Perstorp Ab Thermoplastic compound
US6228978B1 (en) * 1997-06-25 2001-05-08 Exxon Mobil Chemical Patents Inc Star-branched polymer with dendrimer core

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6225404B1 (en) * 1996-05-28 2001-05-01 Perstorp Ab Thermoplastic compound
US6228978B1 (en) * 1997-06-25 2001-05-08 Exxon Mobil Chemical Patents Inc Star-branched polymer with dendrimer core
EP1070748A1 (en) * 1999-07-20 2001-01-24 E.I. Du Pont De Nemours And Company Powder coating compositions, their preparation and use

Also Published As

Publication number Publication date
GB2362850B (en) 2004-04-21
GB0005664D0 (en) 2000-05-03

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Legal Events

Date Code Title Description
COOA Change in applicant's name or ownership of the application
COOA Change in applicant's name or ownership of the application
732E Amendments to the register in respect of changes of name or changes affecting rights (sect. 32/1977)
PCNP Patent ceased through non-payment of renewal fee

Effective date: 20040721

732E Amendments to the register in respect of changes of name or changes affecting rights (sect. 32/1977)