CA2205313C - Method of manufacture of a plastic component which is insensitive to the elements, and a plastic component so manufactured - Google Patents
Method of manufacture of a plastic component which is insensitive to the elements, and a plastic component so manufactured Download PDFInfo
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- CA2205313C CA2205313C CA002205313A CA2205313A CA2205313C CA 2205313 C CA2205313 C CA 2205313C CA 002205313 A CA002205313 A CA 002205313A CA 2205313 A CA2205313 A CA 2205313A CA 2205313 C CA2205313 C CA 2205313C
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Links
- 238000000034 method Methods 0.000 title claims abstract description 40
- 229920003023 plastic Polymers 0.000 title claims abstract description 12
- 239000004033 plastic Substances 0.000 title claims abstract description 12
- 238000004519 manufacturing process Methods 0.000 title description 9
- 239000000758 substrate Substances 0.000 claims abstract description 37
- 229920005989 resin Polymers 0.000 claims abstract description 14
- 239000011347 resin Substances 0.000 claims abstract description 14
- 238000001125 extrusion Methods 0.000 claims abstract description 5
- 239000000835 fiber Substances 0.000 claims description 23
- 239000010408 film Substances 0.000 claims description 15
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 13
- 229920001169 thermoplastic Polymers 0.000 claims description 13
- 239000004416 thermosoftening plastic Substances 0.000 claims description 13
- 229920001187 thermosetting polymer Polymers 0.000 claims description 9
- 239000010409 thin film Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims 5
- 238000000576 coating method Methods 0.000 abstract description 29
- 239000011248 coating agent Substances 0.000 abstract description 26
- -1 acrylic compound Chemical class 0.000 abstract description 21
- 229920002430 Fibre-reinforced plastic Polymers 0.000 abstract description 5
- 239000011151 fibre-reinforced plastic Substances 0.000 abstract description 5
- 239000002657 fibrous material Substances 0.000 abstract description 4
- 239000002131 composite material Substances 0.000 abstract 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 7
- 229920002554 vinyl polymer Polymers 0.000 description 7
- 239000010410 layer Substances 0.000 description 6
- 229920006397 acrylic thermoplastic Polymers 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 5
- 230000000712 assembly Effects 0.000 description 4
- 238000000429 assembly Methods 0.000 description 4
- 229920002313 fluoropolymer Polymers 0.000 description 4
- 239000004811 fluoropolymer Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000009960 carding Methods 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 239000004926 polymethyl methacrylate Substances 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 229920005372 Plexiglas® Polymers 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003344 environmental pollutant Substances 0.000 description 2
- 238000007765 extrusion coating Methods 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 239000002990 reinforced plastic Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000012815 thermoplastic material Substances 0.000 description 2
- 239000012855 volatile organic compound Substances 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- 241000364051 Pima Species 0.000 description 1
- 235000017276 Salvia Nutrition 0.000 description 1
- 241001072909 Salvia Species 0.000 description 1
- 229920006266 Vinyl film Polymers 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000001360 synchronised effect Effects 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C70/00—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts
- B29C70/04—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts comprising reinforcements only, e.g. self-reinforcing plastics
- B29C70/06—Fibrous reinforcements only
- B29C70/08—Fibrous reinforcements only comprising combinations of different forms of fibrous reinforcements incorporated in matrix material, forming one or more layers, and with or without non-reinforced layers
- B29C70/088—Fibrous reinforcements only comprising combinations of different forms of fibrous reinforcements incorporated in matrix material, forming one or more layers, and with or without non-reinforced layers and with one or more layers of non-plastics material or non-specified material, e.g. supports
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/03—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor characterised by the shape of the extruded material at extrusion
- B29C48/07—Flat, e.g. panels
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/03—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor characterised by the shape of the extruded material at extrusion
- B29C48/12—Articles with an irregular circumference when viewed in cross-section, e.g. window profiles
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/25—Component parts, details or accessories; Auxiliary operations
- B29C48/30—Extrusion nozzles or dies
- B29C48/32—Extrusion nozzles or dies with annular openings, e.g. for forming tubular articles
- B29C48/34—Cross-head annular extrusion nozzles, i.e. for simultaneously receiving moulding material and the preform to be coated
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C70/00—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts
- B29C70/04—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts comprising reinforcements only, e.g. self-reinforcing plastics
- B29C70/28—Shaping operations therefor
- B29C70/40—Shaping or impregnating by compression not applied
- B29C70/50—Shaping or impregnating by compression not applied for producing articles of indefinite length, e.g. prepregs, sheet moulding compounds [SMC] or cross moulding compounds [XMC]
- B29C70/52—Pultrusion, i.e. forming and compressing by continuously pulling through a die
- B29C70/523—Pultrusion, i.e. forming and compressing by continuously pulling through a die and impregnating the reinforcement in the die
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C70/00—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts
- B29C70/04—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts comprising reinforcements only, e.g. self-reinforcing plastics
- B29C70/28—Shaping operations therefor
- B29C70/40—Shaping or impregnating by compression not applied
- B29C70/50—Shaping or impregnating by compression not applied for producing articles of indefinite length, e.g. prepregs, sheet moulding compounds [SMC] or cross moulding compounds [XMC]
- B29C70/52—Pultrusion, i.e. forming and compressing by continuously pulling through a die
- B29C70/525—Component parts, details or accessories; Auxiliary operations
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C70/00—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts
- B29C70/04—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts comprising reinforcements only, e.g. self-reinforcing plastics
- B29C70/28—Shaping operations therefor
- B29C70/40—Shaping or impregnating by compression not applied
- B29C70/50—Shaping or impregnating by compression not applied for producing articles of indefinite length, e.g. prepregs, sheet moulding compounds [SMC] or cross moulding compounds [XMC]
- B29C70/52—Pultrusion, i.e. forming and compressing by continuously pulling through a die
- B29C70/525—Component parts, details or accessories; Auxiliary operations
- B29C70/527—Pulling means
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- B29B7/00—Mixing; Kneading
- B29B7/80—Component parts, details or accessories; Auxiliary operations
- B29B7/88—Adding charges, i.e. additives
- B29B7/90—Fillers or reinforcements, e.g. fibres
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/03—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor characterised by the shape of the extruded material at extrusion
- B29C48/07—Flat, e.g. panels
- B29C48/08—Flat, e.g. panels flexible, e.g. films
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2033/00—Use of polymers of unsaturated acids or derivatives thereof as moulding material
- B29K2033/04—Polymers of esters
-
- 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
- B29L2012/00—Frames
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/249921—Web or sheet containing structurally defined element or component
- Y10T428/249924—Noninterengaged fiber-containing paper-free web or sheet which is not of specified porosity
- Y10T428/24994—Fiber embedded in or on the surface of a polymeric matrix
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/249921—Web or sheet containing structurally defined element or component
- Y10T428/249924—Noninterengaged fiber-containing paper-free web or sheet which is not of specified porosity
- Y10T428/24994—Fiber embedded in or on the surface of a polymeric matrix
- Y10T428/249942—Fibers are aligned substantially parallel
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/249921—Web or sheet containing structurally defined element or component
- Y10T428/249924—Noninterengaged fiber-containing paper-free web or sheet which is not of specified porosity
- Y10T428/24994—Fiber embedded in or on the surface of a polymeric matrix
- Y10T428/24995—Two or more layers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/26—Web or sheet containing structurally defined element or component, the element or component having a specified physical dimension
- Y10T428/263—Coating layer not in excess of 5 mils thick or equivalent
Abstract
A method of forming a plastic component. The method includes a first step of forming a substrate by pulling fibrous material, having been wetted out by a resin, through a first die and partially curing the composite formed so that it maintains its ultimate shape. The surfaces to be coated are treated to create free radicals (bonding sites) which are then available for bonding the acrylic compound. Thereafter, an acrylic compound is applied to the substrate to form a coating directly thereon. Application is effected by passing the partially cured and treated substrate through a crosshead extrusion die. There the substrate curing is promoted, and the acrylic compound coating is bonded directly to the substrate. The invention also includes a fiber reinforced plastic component manufactured in accordance with the method.
Description
~, CA 02205313 1997-OS-14 .. . . -. .~'~ ~..) ~._~
METHOD OF MANUFACTURE OF A PLASTIC COMPONENT
WHICH IS INSENSITIVE TO THE ELEMENTS, AND A PLASTIC
COMPONENT SO MANUFACTURED
Technical Field The present invention deals with the manufacturing of pultruded plastic components. More particularly, however, the invention deals with a technology wherein pultruded plastic components are manufactured for use in window and door ZO applications and other applications where the component is, in its operating environment, exposed to sunlight, weather, and other deleterious elements. The specific focus of the invention is the manufacture of a fiber-reinforced plastic component provided with a coating which is weather resistant, ultraviolet resistant, durable, and decorative.
Backcrround of the Invention It has long been recognized that the two most ultraviolet resistant plastic families are acrylics and fluoropolymers.
Both plastics have fairly severe drawbacks when thA;, contemplated end use is as a thin weatherable coating.
Fluoropolymers are expensive to make. Physically, they are soft, making them very difficult and expensive to use for most outdoor weatherable coating applications.
Acrylics, on the other hand, are relatively inexpensive.
Physically they are hard and brittle.
Both fluoropolymers and acrylics have been used in solvent-borne paint systems where they essentially form small pigmented platelets that are held together by some more . . : _ ~i suitable backbone resins such as urethanes, latexes, alkyds, etc. While the' fluoropolymer and acrylic platelets are ultraviolet resistant, the carrying or backbone resin of the solvent or waterborne coating systems (paint) are not and are, thus, the limiting factor in the serviceable life of these coatings.
Additionally, these systems make extensive use of volatile organic compounds which are regulated as environmental pollutants and are expensive to dispose of. It is '.also widely known that the weatherability of acrylics increases as the molecular weight of the acrylic increases.
However, the melt flow rate (how much flows in a given amount of time at a given temperature and pressure) goes down as molecular weight increases. Thus, the more easily the acrylic is handled (high melt flow), the less optimized it is for weatherability, and also the more brittle it becomes. Thus.
the most common weatherable uses of thermoplastic acrylic have been thick sheets of plexiglass having a high molecular weight, such as polymethylmethacrylate (PMMA) (i.e., plexiglass as a thin 2-10 mil calendar rolled film).
Normally, these films are calendar rolled with a' less brittle, more easily handled, but far less weatherable backing film such as vinyl. For example, high molecular weight PIMA could be nipped between calendaring rolls along with vinyl at temperatures and pressures to form an intimately bonded two layer film 8 mils thick ,(4.mils each of PMMA and vinyl). In
METHOD OF MANUFACTURE OF A PLASTIC COMPONENT
WHICH IS INSENSITIVE TO THE ELEMENTS, AND A PLASTIC
COMPONENT SO MANUFACTURED
Technical Field The present invention deals with the manufacturing of pultruded plastic components. More particularly, however, the invention deals with a technology wherein pultruded plastic components are manufactured for use in window and door ZO applications and other applications where the component is, in its operating environment, exposed to sunlight, weather, and other deleterious elements. The specific focus of the invention is the manufacture of a fiber-reinforced plastic component provided with a coating which is weather resistant, ultraviolet resistant, durable, and decorative.
Backcrround of the Invention It has long been recognized that the two most ultraviolet resistant plastic families are acrylics and fluoropolymers.
Both plastics have fairly severe drawbacks when thA;, contemplated end use is as a thin weatherable coating.
Fluoropolymers are expensive to make. Physically, they are soft, making them very difficult and expensive to use for most outdoor weatherable coating applications.
Acrylics, on the other hand, are relatively inexpensive.
Physically they are hard and brittle.
Both fluoropolymers and acrylics have been used in solvent-borne paint systems where they essentially form small pigmented platelets that are held together by some more . . : _ ~i suitable backbone resins such as urethanes, latexes, alkyds, etc. While the' fluoropolymer and acrylic platelets are ultraviolet resistant, the carrying or backbone resin of the solvent or waterborne coating systems (paint) are not and are, thus, the limiting factor in the serviceable life of these coatings.
Additionally, these systems make extensive use of volatile organic compounds which are regulated as environmental pollutants and are expensive to dispose of. It is '.also widely known that the weatherability of acrylics increases as the molecular weight of the acrylic increases.
However, the melt flow rate (how much flows in a given amount of time at a given temperature and pressure) goes down as molecular weight increases. Thus, the more easily the acrylic is handled (high melt flow), the less optimized it is for weatherability, and also the more brittle it becomes. Thus.
the most common weatherable uses of thermoplastic acrylic have been thick sheets of plexiglass having a high molecular weight, such as polymethylmethacrylate (PMMA) (i.e., plexiglass as a thin 2-10 mil calendar rolled film).
Normally, these films are calendar rolled with a' less brittle, more easily handled, but far less weatherable backing film such as vinyl. For example, high molecular weight PIMA could be nipped between calendaring rolls along with vinyl at temperatures and pressures to form an intimately bonded two layer film 8 mils thick ,(4.mils each of PMMA and vinyl). In
-2-,. CA 02205313 1997-OS-14 .. ,, the first instance, the PN~iA is so thick, expensive, and hard to conform to a 'substrate (process unfriendly), it is not typically used as a weatherable coating. In the second instance, the cost of calendar rolling the acrylic/vinyl film itself, and the cost of the application machinery means that, while the material is much more process friendly, it is normally only feasible to use with a specialty, high value product due to high cost per unit of surface area relative to other coating systems. It is desirable, therefore, to bring IO together, in a practical manufacturing process, a coating of a thermoplastic acrylic compound chemically bound to a fiber reinforced plastic substrate.
Various industrially manufactured components are, in use, exposed. to the elements. Such elements include rain, snow, wind, temperature extremes, ultraviolet radiation, and chemical pollutants. Further, such components can be, from time to time, exposed to various types of impact.
A typical component of this nature is a window frame or a door frame. Typically, such assemblies are made of wood, vinyl or metal. In order to make them more durable and to overcome some of the limitations caused by the elements discussed above, various types of coatings have been developed and methods for applications of such coverings have been conceived.
A first method of forming a product is known as co-extrusion. In this process, a thermoplastic material such as
Various industrially manufactured components are, in use, exposed. to the elements. Such elements include rain, snow, wind, temperature extremes, ultraviolet radiation, and chemical pollutants. Further, such components can be, from time to time, exposed to various types of impact.
A typical component of this nature is a window frame or a door frame. Typically, such assemblies are made of wood, vinyl or metal. In order to make them more durable and to overcome some of the limitations caused by the elements discussed above, various types of coatings have been developed and methods for applications of such coverings have been conceived.
A first method of forming a product is known as co-extrusion. In this process, a thermoplastic material such as
-3-,. CA 02205313 1997-OS-14 ' 1 vinyl is extruded through a forming die to form a profile.
Typically, a "capstock", having more expensive pigments, ultraviolet absorbers or blockers, a higher thermoresistance, etc., is concurrently co-extruded to areas that will require greater protection or need a decorative color. Such a "capstock" is a similar thermoplastic material or a compatible thermoplastic.
A second process is known as film. wrapping. In this process, a base profile, such as a thermoplastic vinyl extrusion or thermoset pultrusion, is wrapped in a solid, non molten thermoplastic film. The solid film is, typically, a calendar rolled sheet of two or more plastics (i.e., acrylic and vinyl ) , and it contains the necessary pigment, ultraviolet absorbers or blockers, etc. The solid film, thereby, provides the protection or decoration to the base profile. In this process, the solid film is secured in place by means of a hot melt or solvent-based adhesive.
A third process known in the art is crosshead extrusion coating or encapsulation. In this process, a profile such as shaped wood is passed through a die which generally conforms to the profile shape. A thermoplastic in flowable form is fed to the die. Typically in this process, the encapsulating material is not required to be adhered to the profile due to the differences in coefficients of thermal expansion.
Indeed, it is better if the encapsulating material is not
Typically, a "capstock", having more expensive pigments, ultraviolet absorbers or blockers, a higher thermoresistance, etc., is concurrently co-extruded to areas that will require greater protection or need a decorative color. Such a "capstock" is a similar thermoplastic material or a compatible thermoplastic.
A second process is known as film. wrapping. In this process, a base profile, such as a thermoplastic vinyl extrusion or thermoset pultrusion, is wrapped in a solid, non molten thermoplastic film. The solid film is, typically, a calendar rolled sheet of two or more plastics (i.e., acrylic and vinyl ) , and it contains the necessary pigment, ultraviolet absorbers or blockers, etc. The solid film, thereby, provides the protection or decoration to the base profile. In this process, the solid film is secured in place by means of a hot melt or solvent-based adhesive.
A third process known in the art is crosshead extrusion coating or encapsulation. In this process, a profile such as shaped wood is passed through a die which generally conforms to the profile shape. A thermoplastic in flowable form is fed to the die. Typically in this process, the encapsulating material is not required to be adhered to the profile due to the differences in coefficients of thermal expansion.
Indeed, it is better if the encapsulating material is not
-4-,, CA 02205313 1997-OS-14 , . . . . , ..-.1 __..., adhered to the profile due to the difference in coefficients of thermal expansion. , None of these methods, however, overcomes the limitations as previously discussed. In some cases, the process proves to be unwieldy; in other cases, the final product does not prove to be sufficiently durable and resistant to ultraviolet radiation, etc. Other drawbacks are cost and time limitations.
It is to these shortcomings and dictates of the prior art that the present invention is directed. It is a process for the manufacture of a reinforced plastic component (for example, of door and window frames) which overcomes many of the deficiencies of the prior art, and a product made in accordance with the process.
Summary of the Invention The present invention encompasses a plastic component.
The component includes a substrate which is formed of a fiber-reinforced, thermoset material. The substrate is die-formed, and a film, of an acrylic compound, is bonded directly to the substrate. Such bonding is accomplished prior to complete curing of the substrate.
In one embodiment of the invention, the substrate includes a core of lineal fibers. The component of that embodiment can further include a mat of fibers which is applied to one side or each of opposite sides of the core of
It is to these shortcomings and dictates of the prior art that the present invention is directed. It is a process for the manufacture of a reinforced plastic component (for example, of door and window frames) which overcomes many of the deficiencies of the prior art, and a product made in accordance with the process.
Summary of the Invention The present invention encompasses a plastic component.
The component includes a substrate which is formed of a fiber-reinforced, thermoset material. The substrate is die-formed, and a film, of an acrylic compound, is bonded directly to the substrate. Such bonding is accomplished prior to complete curing of the substrate.
In one embodiment of the invention, the substrate includes a core of lineal fibers. The component of that embodiment can further include a mat of fibers which is applied to one side or each of opposite sides of the core of
-5-, . CA 02205313 1997-OS-14 lineal fibers. The mat(s), and the core of lineal fibers, are wetted out by a resin mixture. In the preferred embodiment, a resin-rich top layer is formed at the surface in contact with the hot forming die.
In the preferred embodiment, the substrate is formed using a pultrusion process. The fibers, having been wetted out by a resin mixture, are pultruded through a heated die.
The partially cured substrate is then treated to create radicals on the surfaces to be coated.
IO ' A second, crosshead extrusion die can also be employed.
Such a die can be used in the process to apply the melted acrylic compound to the substrate forming a thin weatherable protective film or coating.
The present invention combinessa substrate that, due to its near ideal coefficient of thermal expansion (3.4 x 10'6 in./in./degree F), low thermal conductivity, non corrosiveness, and structural properties (high strength to weight, high stiffness plus the fact that it will not swell with moisture) and its ease and economy of manufacture, make it extremely well-suited for outdoor weatherable applications {such as window and door frames) with the near ideal outdoor weatherable coating (high molecular weight thermoplastic acrylic compounds) to protect the resin system of the pultrusion. The invention does this, minimizing coating material usage by only coating areas exposed to the weather, applying the coating in-line during the pultrusion
In the preferred embodiment, the substrate is formed using a pultrusion process. The fibers, having been wetted out by a resin mixture, are pultruded through a heated die.
The partially cured substrate is then treated to create radicals on the surfaces to be coated.
IO ' A second, crosshead extrusion die can also be employed.
Such a die can be used in the process to apply the melted acrylic compound to the substrate forming a thin weatherable protective film or coating.
The present invention combinessa substrate that, due to its near ideal coefficient of thermal expansion (3.4 x 10'6 in./in./degree F), low thermal conductivity, non corrosiveness, and structural properties (high strength to weight, high stiffness plus the fact that it will not swell with moisture) and its ease and economy of manufacture, make it extremely well-suited for outdoor weatherable applications {such as window and door frames) with the near ideal outdoor weatherable coating (high molecular weight thermoplastic acrylic compounds) to protect the resin system of the pultrusion. The invention does this, minimizing coating material usage by only coating areas exposed to the weather, applying the coating in-line during the pultrusion
-6-.. ,- CA 02205313 1997-OS-14 . .. . , . _.l manufacturing process, and it does it without adhesives, tie layers or other additional handling or added expense for the disposal of overspray or volatile organic compounds contained in the coating. Additionally, by bonding the acrylic compound coating to an essentially rigid fiber reinforced thermos et substrate, the invention overcomes the problems that acrylics' inherent brittleness normally causes when used as thin coatings.
The invention also comprises a method of forming a reinforced plastic component as described hereinbefore. Such a method includes a first step of forming a substrate by pultruding fibrous material through a first die. The fibrous material, prior to being'pultruded through the die, is wetted out with a resin mixture either in a bath or at the entrance of the pultrusion die. After the substrate is formed and partially cured, its surface is treated, and an acrylic compound is applied thereto to form a thin protective, decorative coating on the substrate. The coating is applied directly to the treated, partially-cured substrate by passing the substrate through a crosshead coating die.
nt.._.-~i_~ _ a.i.iuuiz.caneously, the substrate is cured and the acrylic compound coating layer is allowed to chemically bond directly to the substrate.
In a preferred embodiment of practicing the method, the fibrous material includes both lineal and omnidirectional ,. CA 02205313 1997-OS-14 fibers. Finally, if desired, the acrylic compound coated substrate can be cut to length.
The present invention is thus a method of manufacture of a fiber reinforced plastic component, and a fiber reinforced plastic component so manufactured. More specific features and advantages obtained in view of those features will become apparent with reference to the DETAILED DESCRIPTION OF THE
INVENTION, the appended claims, and accompanying drawing figures .
Brief Description of the Drawing Figure 1 is a simplified longitudinal diagram of a process line used in pradticing the present method invention;
Figure 2 is a fragmentary section elevational view taken generally along a portion of line 2-2 of Figure 1, greatly enlarged and showing some parts in phantom-lines; and Figure 3 is a fragmentary section taken generally along line 3-3 of Figure 2.
Detailed Description of the Invention Referring now to the drawings wherein like reference numerals denote like elements throughout the several of views, Figure 1 illustrates a process line 10 used in performing the present method invention. In some respects, the process line 10 is typical of pultrusion lines known in the prior art. For example, a supply 12 of fibers are fed into a carding plate or _g_ ~ ~ CA 02205313 1997-OS-14 . . . ~ .. i preformer 14. As in known processes, the fibers can be both lineal and forming mats of continuous omnidirectional or oriented fibers. Further, a plurality of pulley assemblies ,16,18 can be provided proximate the output end of the process line 10. At this point in the process, the fibers have already been coated with various agents in accordance with the invention (as will be discussed hereinafter), but they are fed into clamping structures 20,22 of the pulley assemblies 16,18 to enable the pieces to be worked to be pulled through the various stations.
The clamps 20,22 are shown as being mounted on reciprocally movable continuous belts 24,26 so that, as a clamp of one pulley assembly exerting tension on the material 28 being drawn through the various sages approaches a rights spindle 30,32 (as viewed in Figure I) over which the continuous belt 24,26 carrying the particular clamp 20,22 passes, the tension exerted by the clamp 20,22 on the workpiece 28 being drawn through the stations can be released, and the clamp 20,22 can be moved leftwardly (as viewed in Figure 1) to a location proximate the left spindle 34,36 over which the belt 24,26 carrying the clamp 20,22 passes. Tension can then again be taken upon the workpiece 28 and the particular pulley assembly 16,18 can then again effect pulling action.
, It will be understood that the operation of the various pulley assemblies 16,18 is,synchronized. That is, as tension _g_ '~,. CA 02205313 1997-OS-14 . . . . . . 1 exerted by the clamp of one pullet assembly is released so that the pullet assembly clamp can be moved back to the left, the clamp of the other pullet assembly will continue to effect pulling action so that the pultrusion process will not be interrupted.
Figure 1 illustrates a first die 38 through which the fibers are drawn after passing through the carding plate or preformer 14. Resin mixture passing through a supply conduit 40 is fed to the die 38 by a feed mechanism 42. The invention contemplates various resin mixtures to be fed to the pultrusion die 38. In accordance with the invention, the media so fed is a thermoset type product. The media selected is one which will not cure completely until after the application of a coating of another media, as will be discussed hereinafter.
Treating of surfaces to be coated is undertaken to create free radicals (bonding sites) on the partially cured substrate's surface. When placed in intimate contact with the molten acrylic compound, the free radicals on the surface of the substrate then chemically bond with available sites in the 8Cr'Vli C (~nmt~niinri rnat-i m.r mrcn+; ,~,.-.- .. b.., . ; mss. ~i --_ ~~~..=-a.~~~... ..........v.ra~. 1lWC.t1r111ty.ctil 1JG Vy1L11 a llCLllle, V1~
corona discharge, suppressed spark, or, more preferably, plasma treating.
Relatively proximate the pultrusion die 38 along the process line 10, in a direction in which the workpiece moves through the line, is a crosshead extruder die 48. As the ,, CA 02205313 1997-OS-14 treated fiber reinforced thermoset plastic workpiece 28 is drawn through the'crosshead extruder die 48, a molten acrylic compound is fed through a media supply line 50 to the extruder die 48 by an extruder feed mechanism 52. In the extruder die 48, the molten acrylic compound is coated directly on the fiber reinforced thermoset, resin matrix. The coating of the acrylic compound is such as to form a fine film. Typically, the acrylic coating would be approximately four mills in thickness.
w The thermoplastic acrylic is compounded so as to contain many of the properties necessary to make the product being formed more durable. For example, it is desirable that the part, in many applications, be ultraviolet insensitive.
Consequently, the acrylic is compounded with ultraviolet blockers or attenuators to achieve this goal. Pigments for color are also compounded. Similarly, the acrylic has properties which render it essentially impervious to the elements of wind, rain, and snow.
A typical application for the product being formed is the frame for a window or door. Consequently, the substrate would be formed in the pultrusion die 38 to a desired profile. It is desirable that only certain surfaces be coated with the acrylic compound. This is so since only certain surfaces of the profile are exposed to the elements, and, by minimizing the extent of coating, cost can be reduced. Consequently, only those surfaces exposed to the elements would be coated with the acrylic compound in the crosshead extrusion coating die.
In any case, after the acrylic compound is applied, the film formed thereby is bonded directly to the substrate formed in the pultrusion die 38. During and shortly after application of the acrylic compound, curing of the thermoset media continues, and a bonding of the acrylic compound to the fiber reinforced thermoset plastic substrate occurs. Curing continues even to a point at which, if desired, a flying cut-off saw 54 is used to cut the workpiece 28 to desired lengths .
The lengths so cut can be positioned on a conveyor 56 for movement for appropriate disposition.
Figures 2 and 3 illustrate, in cross section, a wall of, for example, a window frame manufactured in accordance with the method performed by use of the process line IO described hereinbefore. Those figures illustrate a substrate which has a core 58 formed from lineal fibers 60. The core 58, in turn, has applied to each of opposite sides thereof a mat 62 of fibers 64. Each of these components is fed from the fiber supply 12 to the carding plate/preformer 14 to position the various fibers in the right orientation prior to being fed into the pultrusion die 38. Prior to entry into, or at the entrance of, the pultrusion die 38, the core 58 and mats 62 are wetted out with a thermoset resin. Figures 2 and 3 illustrate a resin-rich layer 66 forming the outer surface of the substrate.
~ ~ '-~~S
Figures 2 and 3 also show a thin film layer 68 formed on the surface of the resin-rich layer 66 of the substrate. In these particular figures, the acrylic coating 68 is shown as having been applied to the upper surface. This acrylic coating 68, of course, is the coating applied by the crosshead extruder die 48.
It will be understood that various shaped substrates can be formed in accordance with the process. The shape and size of the product will be dictated by the orifice shape and size in~the pultrusion die.
It will be understood that this disclosure, in many respects, is only illustrative. Changes may be made in details, particularly in'matters of shape, size, material, and arrangement of parts without exceeding the scope of the invention. Accordingly, the scope of the invention is as defined in the language of the appended claims.
The invention also comprises a method of forming a reinforced plastic component as described hereinbefore. Such a method includes a first step of forming a substrate by pultruding fibrous material through a first die. The fibrous material, prior to being'pultruded through the die, is wetted out with a resin mixture either in a bath or at the entrance of the pultrusion die. After the substrate is formed and partially cured, its surface is treated, and an acrylic compound is applied thereto to form a thin protective, decorative coating on the substrate. The coating is applied directly to the treated, partially-cured substrate by passing the substrate through a crosshead coating die.
nt.._.-~i_~ _ a.i.iuuiz.caneously, the substrate is cured and the acrylic compound coating layer is allowed to chemically bond directly to the substrate.
In a preferred embodiment of practicing the method, the fibrous material includes both lineal and omnidirectional ,. CA 02205313 1997-OS-14 fibers. Finally, if desired, the acrylic compound coated substrate can be cut to length.
The present invention is thus a method of manufacture of a fiber reinforced plastic component, and a fiber reinforced plastic component so manufactured. More specific features and advantages obtained in view of those features will become apparent with reference to the DETAILED DESCRIPTION OF THE
INVENTION, the appended claims, and accompanying drawing figures .
Brief Description of the Drawing Figure 1 is a simplified longitudinal diagram of a process line used in pradticing the present method invention;
Figure 2 is a fragmentary section elevational view taken generally along a portion of line 2-2 of Figure 1, greatly enlarged and showing some parts in phantom-lines; and Figure 3 is a fragmentary section taken generally along line 3-3 of Figure 2.
Detailed Description of the Invention Referring now to the drawings wherein like reference numerals denote like elements throughout the several of views, Figure 1 illustrates a process line 10 used in performing the present method invention. In some respects, the process line 10 is typical of pultrusion lines known in the prior art. For example, a supply 12 of fibers are fed into a carding plate or _g_ ~ ~ CA 02205313 1997-OS-14 . . . ~ .. i preformer 14. As in known processes, the fibers can be both lineal and forming mats of continuous omnidirectional or oriented fibers. Further, a plurality of pulley assemblies ,16,18 can be provided proximate the output end of the process line 10. At this point in the process, the fibers have already been coated with various agents in accordance with the invention (as will be discussed hereinafter), but they are fed into clamping structures 20,22 of the pulley assemblies 16,18 to enable the pieces to be worked to be pulled through the various stations.
The clamps 20,22 are shown as being mounted on reciprocally movable continuous belts 24,26 so that, as a clamp of one pulley assembly exerting tension on the material 28 being drawn through the various sages approaches a rights spindle 30,32 (as viewed in Figure I) over which the continuous belt 24,26 carrying the particular clamp 20,22 passes, the tension exerted by the clamp 20,22 on the workpiece 28 being drawn through the stations can be released, and the clamp 20,22 can be moved leftwardly (as viewed in Figure 1) to a location proximate the left spindle 34,36 over which the belt 24,26 carrying the clamp 20,22 passes. Tension can then again be taken upon the workpiece 28 and the particular pulley assembly 16,18 can then again effect pulling action.
, It will be understood that the operation of the various pulley assemblies 16,18 is,synchronized. That is, as tension _g_ '~,. CA 02205313 1997-OS-14 . . . . . . 1 exerted by the clamp of one pullet assembly is released so that the pullet assembly clamp can be moved back to the left, the clamp of the other pullet assembly will continue to effect pulling action so that the pultrusion process will not be interrupted.
Figure 1 illustrates a first die 38 through which the fibers are drawn after passing through the carding plate or preformer 14. Resin mixture passing through a supply conduit 40 is fed to the die 38 by a feed mechanism 42. The invention contemplates various resin mixtures to be fed to the pultrusion die 38. In accordance with the invention, the media so fed is a thermoset type product. The media selected is one which will not cure completely until after the application of a coating of another media, as will be discussed hereinafter.
Treating of surfaces to be coated is undertaken to create free radicals (bonding sites) on the partially cured substrate's surface. When placed in intimate contact with the molten acrylic compound, the free radicals on the surface of the substrate then chemically bond with available sites in the 8Cr'Vli C (~nmt~niinri rnat-i m.r mrcn+; ,~,.-.- .. b.., . ; mss. ~i --_ ~~~..=-a.~~~... ..........v.ra~. 1lWC.t1r111ty.ctil 1JG Vy1L11 a llCLllle, V1~
corona discharge, suppressed spark, or, more preferably, plasma treating.
Relatively proximate the pultrusion die 38 along the process line 10, in a direction in which the workpiece moves through the line, is a crosshead extruder die 48. As the ,, CA 02205313 1997-OS-14 treated fiber reinforced thermoset plastic workpiece 28 is drawn through the'crosshead extruder die 48, a molten acrylic compound is fed through a media supply line 50 to the extruder die 48 by an extruder feed mechanism 52. In the extruder die 48, the molten acrylic compound is coated directly on the fiber reinforced thermoset, resin matrix. The coating of the acrylic compound is such as to form a fine film. Typically, the acrylic coating would be approximately four mills in thickness.
w The thermoplastic acrylic is compounded so as to contain many of the properties necessary to make the product being formed more durable. For example, it is desirable that the part, in many applications, be ultraviolet insensitive.
Consequently, the acrylic is compounded with ultraviolet blockers or attenuators to achieve this goal. Pigments for color are also compounded. Similarly, the acrylic has properties which render it essentially impervious to the elements of wind, rain, and snow.
A typical application for the product being formed is the frame for a window or door. Consequently, the substrate would be formed in the pultrusion die 38 to a desired profile. It is desirable that only certain surfaces be coated with the acrylic compound. This is so since only certain surfaces of the profile are exposed to the elements, and, by minimizing the extent of coating, cost can be reduced. Consequently, only those surfaces exposed to the elements would be coated with the acrylic compound in the crosshead extrusion coating die.
In any case, after the acrylic compound is applied, the film formed thereby is bonded directly to the substrate formed in the pultrusion die 38. During and shortly after application of the acrylic compound, curing of the thermoset media continues, and a bonding of the acrylic compound to the fiber reinforced thermoset plastic substrate occurs. Curing continues even to a point at which, if desired, a flying cut-off saw 54 is used to cut the workpiece 28 to desired lengths .
The lengths so cut can be positioned on a conveyor 56 for movement for appropriate disposition.
Figures 2 and 3 illustrate, in cross section, a wall of, for example, a window frame manufactured in accordance with the method performed by use of the process line IO described hereinbefore. Those figures illustrate a substrate which has a core 58 formed from lineal fibers 60. The core 58, in turn, has applied to each of opposite sides thereof a mat 62 of fibers 64. Each of these components is fed from the fiber supply 12 to the carding plate/preformer 14 to position the various fibers in the right orientation prior to being fed into the pultrusion die 38. Prior to entry into, or at the entrance of, the pultrusion die 38, the core 58 and mats 62 are wetted out with a thermoset resin. Figures 2 and 3 illustrate a resin-rich layer 66 forming the outer surface of the substrate.
~ ~ '-~~S
Figures 2 and 3 also show a thin film layer 68 formed on the surface of the resin-rich layer 66 of the substrate. In these particular figures, the acrylic coating 68 is shown as having been applied to the upper surface. This acrylic coating 68, of course, is the coating applied by the crosshead extruder die 48.
It will be understood that various shaped substrates can be formed in accordance with the process. The shape and size of the product will be dictated by the orifice shape and size in~the pultrusion die.
It will be understood that this disclosure, in many respects, is only illustrative. Changes may be made in details, particularly in'matters of shape, size, material, and arrangement of parts without exceeding the scope of the invention. Accordingly, the scope of the invention is as defined in the language of the appended claims.
Claims (7)
1. A plastic component, comprising:
(a) a die-formed, fiber-reinforced, pultruded thermoset profile defining a substrate surface; and (b) a thermoplastic compound film bonded directly to said substrate surface that follows the contours of the said substrate surface and does not define a separate profile, said thermoplastic compound film having a thickness of substantially four mills.
(a) a die-formed, fiber-reinforced, pultruded thermoset profile defining a substrate surface; and (b) a thermoplastic compound film bonded directly to said substrate surface that follows the contours of the said substrate surface and does not define a separate profile, said thermoplastic compound film having a thickness of substantially four mills.
2. A component in accordance with claim 1 wherein said pultruded thermoset profile includes a core of lineal fibers.
3. A component in accordance with claim 2 wherein said profile further includes a mat of: fibers applied to at least one of opposite sides of said core of lineal fibers, said core of lineal fibers and said at lest one mat wetted out with a resin.
4. A component in accordance with claim 3 wherein said profile is formed using an in-line pultrusion process.
5. A component in accordance with claim 4 wherein said thermoplastic compound thin film is formed using cross-head extrusion.
6. A component in accordance with claim 5 wherein said thermoplastic compound thin film is applied to said profile after said profile is cured.
7. A component in accordance with claim 6 wherein said thermoplastic compound thin film is acrylic.
Applications Claiming Priority (2)
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US65437596A | 1996-05-28 | 1996-05-28 | |
US08/654,375 | 1996-05-28 |
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DE1795769C3 (en) | 1966-11-02 | 1978-11-02 | Chinoin Gyogyszer- Es Vegyeszeti Termekek Gyara Rt, Budapest | 6,7,8,9-Tetrahydro-2H-pyrido [Ua] pyrimidine derivatives, their salts with acids and quaternary methosalts, processes for their preparation and medicaments containing these compounds |
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JPH04323025A (en) * | 1991-04-23 | 1992-11-12 | Kubota Corp | Surface treating method of fiber reinforced phenol resin molding |
JPH04323024A (en) * | 1991-04-23 | 1992-11-12 | Kubota Corp | Surface treating method of continuous frp article |
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US5627230A (en) | 1994-08-08 | 1997-05-06 | The Sherwin-Williams Company | Coating composition for pultrusion process and method of application |
US5632838A (en) | 1994-08-08 | 1997-05-27 | The Sherwin-Williams Company | Coating composition for pultrusion/extrusion process and method of application |
US5618589A (en) | 1994-12-02 | 1997-04-08 | Owens Corning Fiberglas Technology, Inc. | Method and apparatus for coating elongate members |
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-
1997
- 1997-05-14 CA CA002205313A patent/CA2205313C/en not_active Expired - Lifetime
- 1997-05-28 JP JP9138525A patent/JPH1086287A/en active Pending
- 1997-05-28 GB GB9710898A patent/GB2313569B/en not_active Expired - Lifetime
- 1997-05-28 NO NO972438A patent/NO972438L/en unknown
- 1997-05-28 KR KR1019970022723A patent/KR100455500B1/en not_active IP Right Cessation
- 1997-11-04 US US08/963,950 patent/US6197412B1/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
US6197412B1 (en) | 2001-03-06 |
CA2205313A1 (en) | 1997-11-28 |
KR100455500B1 (en) | 2005-02-02 |
GB2313569B (en) | 2001-01-03 |
JPH1086287A (en) | 1998-04-07 |
GB2313569A (en) | 1997-12-03 |
GB9710898D0 (en) | 1997-07-23 |
NO972438D0 (en) | 1997-05-28 |
NO972438L (en) | 1997-12-01 |
KR970074836A (en) | 1997-12-10 |
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