WO2001068360A1 - Films optiques ignifugeants - Google Patents
Films optiques ignifugeants Download PDFInfo
- Publication number
- WO2001068360A1 WO2001068360A1 PCT/US2001/005813 US0105813W WO0168360A1 WO 2001068360 A1 WO2001068360 A1 WO 2001068360A1 US 0105813 W US0105813 W US 0105813W WO 0168360 A1 WO0168360 A1 WO 0168360A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- flame retardant
- pet
- film structure
- sheet
- coating
- Prior art date
Links
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 title claims abstract description 93
- 239000003063 flame retardant Substances 0.000 title claims abstract description 93
- 239000012788 optical film Substances 0.000 title abstract description 4
- 238000000576 coating method Methods 0.000 claims abstract description 69
- 239000002131 composite material Substances 0.000 claims abstract description 41
- 239000000853 adhesive Substances 0.000 claims abstract description 27
- 230000001070 adhesive effect Effects 0.000 claims abstract description 27
- LHHMNJZNWUJFOC-UHFFFAOYSA-N 1-chloro-2-[2-chloroethoxy(ethenyl)phosphoryl]oxyethane Chemical compound ClCCOP(=O)(C=C)OCCCl LHHMNJZNWUJFOC-UHFFFAOYSA-N 0.000 claims abstract description 17
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000004593 Epoxy Substances 0.000 claims abstract description 17
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 14
- 239000012948 isocyanate Substances 0.000 claims abstract description 14
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 14
- 229920000728 polyester Polymers 0.000 claims abstract description 14
- 229920001187 thermosetting polymer Polymers 0.000 claims abstract description 6
- 239000011248 coating agent Substances 0.000 claims description 57
- 230000003287 optical effect Effects 0.000 claims description 39
- 239000010410 layer Substances 0.000 claims description 37
- 239000002184 metal Substances 0.000 claims description 29
- 229910052751 metal Inorganic materials 0.000 claims description 28
- 239000003960 organic solvent Substances 0.000 claims description 24
- 239000012790 adhesive layer Substances 0.000 claims description 15
- 239000006096 absorbing agent Substances 0.000 claims description 12
- 230000005540 biological transmission Effects 0.000 claims description 12
- 229910044991 metal oxide Inorganic materials 0.000 claims description 10
- 150000004706 metal oxides Chemical class 0.000 claims description 10
- 229910052782 aluminium Inorganic materials 0.000 claims description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 6
- 239000011247 coating layer Substances 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- 238000010998 test method Methods 0.000 claims description 4
- 229920006334 epoxy coating Polymers 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- 239000010408 film Substances 0.000 abstract description 66
- 239000000463 material Substances 0.000 abstract description 20
- 229920000139 polyethylene terephthalate Polymers 0.000 description 40
- 239000005020 polyethylene terephthalate Substances 0.000 description 40
- 229920002799 BoPET Polymers 0.000 description 18
- 239000000203 mixture Substances 0.000 description 16
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
- -1 polyethylene terephthalate Polymers 0.000 description 9
- 239000000975 dye Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 239000012711 adhesive precursor Substances 0.000 description 5
- 239000008199 coating composition Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 238000002834 transmittance Methods 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 238000005304 joining Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000002998 adhesive polymer Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- ZTWTYVWXUKTLCP-UHFFFAOYSA-L ethenyl-dioxido-oxo-$l^{5}-phosphane Chemical compound [O-]P([O-])(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-L 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000007888 film coating Substances 0.000 description 1
- 238000009501 film coating Methods 0.000 description 1
- 238000007756 gravure coating Methods 0.000 description 1
- 229910003437 indium oxide Inorganic materials 0.000 description 1
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910000480 nickel oxide Inorganic materials 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000012667 polymer degradation Methods 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000007764 slot die coating Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/075—Silicon-containing compounds
- G03F7/0755—Non-macromolecular compounds containing Si-O, Si-C or Si-N bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B15/00—Layered products comprising a layer of metal
- B32B15/04—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B15/08—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/36—Layered products comprising a layer of synthetic resin comprising polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
- C08L63/10—Epoxy resins modified by unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/06—Polyurethanes from polyesters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K21/00—Fireproofing materials
- C09K21/14—Macromolecular materials
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
- G03F7/001—Phase modulating patterns, e.g. refractive index patterns
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/0042—Photosensitive materials with inorganic or organometallic light-sensitive compounds not otherwise provided for, e.g. inorganic resists
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/0045—Photosensitive materials with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors
Definitions
- the present invention pertains to the field of sheets or films especially solar control films and solar control window shades made from such films which are susceptible to burning. More particularly, the present invention pertains to flame retardant films or sheets such as solar control films and solar control window shades made from such films which have desirable flame retardant characteristics without sacrificing the optical clarity and visible light transmission characteristics which are desired in this field of technology. The present invention also pertains to the field of compositions which can be used to form flame retardant adhesive layers and flame retardant optical layers in sheets or films especially solar control film structures and solar control window shades made from such film structures.
- Polymeric materials are combustible and will easily burn when subjected to sufficient heat, e.g. , flame, in an oxidizing environment.
- the dynamics of polymer degradation are intensified when polymer materials are in a thin film structure.
- Solar control window shades are typically made from flexible transparent film or sheet material which includes one or more layers of optical coatings which are designed to block or reflect certain portions of the electromagnetic spectrum.
- solar control window shades are typically designed to block or reflect infrared and/or ultraviolet light and reduce the amount of visible light which passes therethrough while maintaining some degree of visible light transmittance. It is particularly desirable in many applications to provide a solar control window shade which has the desired the blocking and/or reflecting characteristics while maintaining good optical clarity and visible light transmittance.
- the combustibility of such window shades have become of great concern recently since such window shades are typically used indoors where they can become a fire hazard. In this regard some countries have set flame retardant criteria for such solar control window shades and the like.
- Solar control window shades are generally made from a flexible transparent film structure which includes one or more layers of polyethylene terephthalate (PET). Generally an adhesive is used to bond together the PET films which are used to make the solar control window shade. In addition, the solar control window shade will also include one or more layers of coatings which are formulated and applied to provide the desired light blocking and/or reflecting characteristics.
- PET polyethylene terephthalate
- the solar control window shade will also include one or more layers of coatings which are formulated and applied to provide the desired light blocking and/or reflecting characteristics.
- the flame retardant materials which are used in this invention are chemically bonded into polymeric materials of the adhesive and coatings, preferably as an integral component of the polymeric material.
- the flame retardant materials used in this invention are nonmigratory, nonplasticizing and do not impede the curing process. Most importantly they do not degrade the desired optical characteristics of the film structure.
- an organic solvent solution which can be used to form a flame retardant, optically clear, thermosetting adhesive layer in the solar control film structure.
- the solution comprises adhesive precursor compounds dissolved in an organic solvent.
- the adhesive precursors are isocyanate terminated polyester urethane and tetrabromobisphenol A.
- the organic solution containing the adhesive precursors dissolved therein can be applied as a thin coating on a thin flexible sheet which is used to make the solar control film structure of the present invention.
- the sheet may be PET or any other flexible transparent polymeric sheet material which is conventionally used to manufacture solar control film structures.
- the coating is then allowed to cure (thermoset) in a reaction in which the tetrabromobisphenol A reacts with the isocyanate terminated polyester urethane. Curing and evaporation of the organic solvent forms the desired flame retardant adhesive layer.
- an organic solvent solution which can be used to form the optical coatings in the solar control film structure.
- the organic solution which is used to produce the flame retardant optical coating contains organic solvent in which are dissolved compounds which, upon curing, form a flame retardant aery late coating.
- the flame retardant acrylate coating is a brominated acrylated epoxy coating.
- Suitable precursors for forming the brominated acrylated epoxy coating are brominated acrylated epoxy oligomer and bis(2-chloroethyl) vinyl phosphonate.
- the organic solution contains brominated acrylated epoxy oligomer and bis(2- chloroethyl) vinyl phosphonate dissolved in the organic solvent. The organic solution is applied to the sheet where it is cured to form the optical coating.
- this invention also provides flame retardant, optically clear composite film structures.
- this invention provides such a film which comprises at least one flexible sheet of transparent polymer such as polyethylene terephthalate (PET) with a flame retardant coating thereon.
- the preferred flame retardant coating is the reaction product of brominated acrylated epoxy oligomer and bis(2-chloroethyl) vinyl phosphonate or bis(B- chloroethyl) vinyl phosphonate.
- the film structure further comprises a flame retardant adhesive layer which is used to bond multiple layers of flexible sheet (e.g. , PET) together.
- the flexible sheet which includes the flame retardant optically clear thermosetting adhesive and/or the flame retardant optical coating may further include any conventional solar control element which has an effect on the light transmission and/or reflection characteristics of the film structure.
- the embodiments of this invention which include the flame retardant adhesive layer contain two or more transparent flexible sheets of polymeric material such as PET which are bound together with the flame retardant adhesive.
- Figures 1-7 illustrate the multilayered configurations of various embodiments of the film structures according to the present invention.
- the adhesive layer and optical coating layer used in the present invention does not adversely effect the transmission of visible light through the film structure nor does it hinder the optical clarity of the film structure such as by the development of haze.
- visible light means light in the wavelength range of 400 to 750 nanometers.
- optical clarit refers to film materials with low haze, e.g. , generally less than 25 % haze, more preferably less than 20% haze. Haze in an otherwise potentially optically clear polymeric material typically has the effect of scattering of visible light passing through polymeric materials. Thus, scattered visible light is a useful surrogate measurement for haze. For instance, a film characterized by 25 % haze will exhibit scatter of 25 % of the transmitted visible light In an optically clear polymeric film or composite of polymeric films, optical clarity is further manifest by the ability to distinguish shapes viewed through such films.
- the film structures of this invention may include any conventional solar control element.
- the films of this invention may include various types of coatings, layers and compositions which effect the transmission and/or reflection of light through the film structure.
- the flame resistant solar control film structure of the present invention may include elements which block or reflect at least a portion of the incident infrared, visible or ultraviolet light.
- the film structure has a visible light transmission in the range of 3 to 50% of incident visible light in the wavelength range of 400 to 750 nanometers.
- the film structure of the present invention will have no more than 25 % haze, preferably less than 25 % haze.
- One aspect of the present invention provides organic solvent solutions which are useful for making flame retardant, optically clear, thermosetting adhesive, e.g. , organic solvents which contain adhesive polymer with chemically bonded flame retardant components.
- the preferred chemically bonded flame retardant component is tetrabromobisphenol A.
- a preferred adhesive comprises the reaction product of a polymeric adhesive precursor, e.g. , isocyanate terminated polyester urethane, and tetrabromobisphenol A.
- Another aspect of this invention provides organic solvent solution which is useful for making flame retardant optically clear coating compositions, e.g. , optically clear coatings of brominated acrylated epoxy, with chemically bonded flame retardant components.
- a preferred chemically bonded flame retardant component is bis-(2-chloroethyl) vinyl phosphonate.
- Such components are preferably reacted by UV initiated free radical polymerization reaction, e.g. , by the use of photoinitiators and free radical generators such as peroxides which are well known to those skilled in the art.
- photoinitiators and free radical generators are advantageously included in the organic solution which is used to form the optically clear coating.
- the flame retardant adhesive and coating compositions of this invention are believed to suppress the generation of free radicals.
- the phosphonate containing coating composition supports flame retardation by promoting the formation of a char which tends to occlude oxygen access to a burning surface.
- organic solvents which may be used in this invention for the formation of the aforementioned adhesive and optical coating solvent solutions, include organic solvents such as methyl ethyl ketone (MEK), methyl isobutyl ketone (MIBK), toluene, xylene and dimethylformamide.
- MEK methyl ethyl ketone
- MIBK methyl isobutyl ketone
- toluene xylene and dimethylformamide.
- optically clear films are typically provided as composite laminates comprising two or more optically active polyester films.
- Such optically active polyester films typically comprise polyethylene terephthalate (PET) film, commonly in a thickness of about 25 micrometers (1 mil) to about 100 micrometers (4 mils).
- PET polyethylene terephthalate
- the optical activity of PET film results from the incorporation of light absorbers, e.g. , dyes and UV absorbers, into the PET film, the application of metal coating and/or metal oxide coating on the PET film or a combination of light absorbers and/metal/metal oxide coating.
- Useful metals for optically active coatings on PET films include silver, aluminum, nickel and metal oxides such as indium oxide, tin oxide and the like. Metal and oxide coatings can be in the range of about 10 to 100 nanometers. Metal and/or metal oxide layers can be applied by vacuum deposition methods well known to those skilled in the art of sputtering.
- a useful optically clear, flame retardant, optical film composite of this invention comprises at least one layer of PET coated with a metal layer and adhered to at least one dyed, optically active layer of PET by a flame retardant adhesive, wherein at least one of the layers of PET film is coated with a flame retardant coating.
- the flame retardant optical composites of this invention may be fabricated with sufficient amounts of flame retardant adhesive and coating to provide composites which meet national flame retardant standards such as (a) United Kingdom flame retardant specification BS 5878: Part 2: 1980 (1993) and Test Method BS 5438: 1976, and/or (b) German Test Method DIN 41021.
- the flame retardant adhesive compositions and flame retardant coating compositions of this invention can be applied to PET film by any of a variety of methods known to those skilled in the art of film coating and composite film manufacture. Preferred methods include gravure coating and slot die coating.
- FIGS 1-7 illustrate various embodiments of the multilayered flame retardant film structures in accordance with the present invention.
- Figure 1 illustrates an embodiment of one of the multilayered or composite film structures according to the present invention.
- the embodiment illustrated in figure 1 includes PET sheet 1 which has a coating 2 thereon.
- Coating 2 is a flame retardant optically clear coating (optical coating) of the present invention.
- coating 2 comprises the reaction product of brominated acrylated epoxy oligomer and bis(2-chloroethyl) vinyl phosphonate.
- FIG 2 illustrates an embodiment of the invention wherein PET film or sheet 1 includes a metal layer coating 3 thereon.
- the metal layer 3 may be any of the conventional metal layers known to those skilled in the art which alter the optical characteristics of the PET film.
- the metal layer may be selected for altering the transmission of light through the PET film or for providing desired reflection or antireflection characteristics.
- Any of the metal coatings used in the present invention may be selected to achieve the above- noted light transmission and/or light reflection or antireflection characteristics.
- the embodiment in figure 2 also includes flame retardant optical coating 2 which is applied onto the metal coated PET sheet.
- FIG. 1 illustrates an embodiment of the invention wherein PET sheet 1 is adhered to PET sheet la by optically clear flame retardant adhesive layer 4.
- the embodiment shown in figure 3, like the embodiment of figure 2, includes flame retardant optical coating 2 on a top surface thereof.
- figure 3 only illustrates the presence of a flame retardant optical coating 2 on one surface thereof, it is contemplated that all of the embodiments of the invention may optionally include coating 2 on both exposed surfaces of the composite film (i.e. , on the top surface and the bottom surface).
- coating 2 is on both the top and bottom surfaces of the composite.
- any of the PET sheets used in the present invention may optionally include any conventional dye or light absorber such as a UV light absorber to alter the light transmission characteristics of the composite film.
- PET sheet 1 and/or PET sheet la may optionally include a dye and/or UV absorber.
- one or more of the PET sheets used in the present invention may have a metal coating thereon for affecting the light transmission and/or light reflection or antireflection characteristics of the composite film.
- figure 4 illustrates an embodiment of the invention wherein both PET sheets 1 and la have a metal coating 3 and 3a thereon respectively.
- the embodiment of figure 4 also includes flame retardant optical coating 2 on a top surface thereof.
- the flame retardant optical coating 2 may also be included on the bottom surface thereof.
- Figure 6 shows another embodiment of the invention wherein only one of the PET sheets includes a metal layer thereon.
- the embodiment shown in figure 6 includes PET sheet 1 having a coating of metal 3 thereon.
- the PET sheet la is adhered to the metal coated PET sheet 1 by the flame retardant adhesive layer 4.
- flame retardant optical coating 2 is located on a top surface of the composite film although, as noted above, flame retardant optical coating 2 may be located on both surfaces of the composite film.
- any of the PET sheets may include a dye and/or light absorber (e.g. , UV absorber).
- PET layers 1 and/or la may include a dye or UV absorber incorporated therein.
- PET sheet l includes a dye or UV absorber.
- FIG 7 illustrates an embodiment of the invention which includes three PET sheets 1 , la and lb.
- PET sheet la is shown in figure 7 as having metal coating 3 thereon.
- any of the PET sheets used in the composite films of the present invention may include a metal layer coating thereon.
- Flame retardant optically clear adhesive layers 4 and 4a are used in the embodiment shown in figure 7 for joining PET sheet lb to the metal coated PET sheet la and for joining PET sheet la with PET sheet 1.
- one surface of the composite shown in figure 7 is coated with a flame resistant optical coating 2 although, such a coating may be formed on both surfaces of the composite film.
- Figure 7 illustrates the composite film described in example 4 when PET sheets 1 and lb include a dye as a component thereof.
- Example 1 is for purposes of illustration only and are not drawn to scale to show the thicknesses of the various layers in the composite film.
- This example illustrates the preparation of a flame retardant adhesive composition according to this invention.
- Solutions useful for flame retardant adhesive compositions are prepared by mixing a minor amount by weight of brominated flame retardant polyol, e.g. , tetrabromobisphenol A, and a major amount by weight of a polymeric adhesive precursor, e.g. , isocyanate terminated polyester urethane, in an organic solvent.
- a polymeric adhesive precursor e.g. , isocyanate terminated polyester urethane
- organic solvent a mixture of MEK and toluene.
- a preferred reaction mixture composition comprises 2.4% tetrabromobisphenol A obtained from Albermerle Corporation as Saytex RB- 100 flame retardant, 48.0% isocyanate terminated polyester urethane obtained from Rohm an Haas Inc. as Adcote 527, 33.3 % MEK and 16.6% toluene.
- This example illustrates the preparation of a solvent composition useful for making the flame retardant optical coating layer used in the present invention.
- Solutions useful for making the flame retardant coating are prepared by mixing a minor amount by weight of phosphonate substituted vinyl monomer, e.g. , bis(2-chloroethyl) vinyl phosphonate, and a major amount by weight of a brominated acrylated epoxy polymer.
- phosphonate substituted vinyl monomer e.g. , bis(2-chloroethyl) vinyl phosphonate
- a brominated acrylated epoxy polymer e.g.
- Such vinyl phosphonate monomers are polymerizable by free radical mechanisms.
- compositions are prepared by mixing 10 to 20 parts by weight bis(2- chloroethyl) vinyl phosphonate with 40 to 80 parts by weight of brominated acrylated epoxy oligomer in 10 to 20 parts by weight of organic solvent such as toluene, and up to about 5 parts by weight of polymerization initiator (e.g. , peroxide or sulfonic acid).
- a preferred reaction mixture composition comprises 64 % brominated acrylated epoxy oligomer obtained from UCB Chemicals Corp. as IRR 1031 , 16.8 % bis(2-chloroethyl) vinyl phosphonate obtained from Akzo Nobel Chemicals, Inc.
- This example illustrates the preparation of flame retardant, optically clear composite films of this invention which comprise at least one sheet of polyethylene terephthalate with a flame retardant coating which is the reaction product of brominated acrylated epoxy oligomer and bis(2-chloroethyl) vinyl phosphonate.
- This example further illustrates the use of the flame retardant adhesive composition of this invention to adhere at least two layers of PET film in a composite of this invention.
- a 50 micrometer (2 mil) thick PET film coated with 50 nanometers of aluminum is adhered to a 25 micrometer (1 mil) thick dyed PET film with a 1.5 micrometer thick layer of the adhesive prepared according to example 1.
- the exposed side of the dyed PET film is coated with a 15.6 micrometer thick layer of the coating composition prepared according to example 2.
- the composite film is substantially haze free, i.e. , exhibits less than 25 % haze; is transparent to visible light, i.e. , is transparent to greater than 5 % of incident visible light; and meets the above-noted flame retardant standards of the United Kingdom and Germany.
- Example 4
- This example illustrates a flame retardant, optically clear composite film comprising three layers of PET film.
- a first 25 micrometer (1 mil) thick dyed PET film is coated with a 1.5 micrometer thick layer of flame retardant adhesive prepared according to example 1 and laminated to a 50 micrometer (2 mil) thick PET film coated with a 50 nanometer thick layer of aluminum and a 1.5 micrometer thick layer of the flame retardant adhesive and laminated to a 25 micrometer (1 mil) thick dyed PET film coated with 15.6 micrometer thick flame retardant coating prepared according to example 2.
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Organic Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Laminated Bodies (AREA)
Abstract
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2001243244A AU2001243244A1 (en) | 2000-03-15 | 2001-03-15 | Flame retardant optical films |
EP01916187A EP1268189A4 (fr) | 2000-03-15 | 2001-03-15 | Films optiques ignifugeants |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US18985100P | 2000-03-15 | 2000-03-15 | |
US60/189,851 | 2000-03-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2001068360A1 true WO2001068360A1 (fr) | 2001-09-20 |
Family
ID=22699019
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2001/005813 WO2001068360A1 (fr) | 2000-03-15 | 2001-03-15 | Films optiques ignifugeants |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP1268189A4 (fr) |
AU (1) | AU2001243244A1 (fr) |
WO (1) | WO2001068360A1 (fr) |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002083411A1 (fr) * | 2001-04-16 | 2002-10-24 | Battelle Memorial Institute | Substrats plastique multicouche |
WO2005054616A3 (fr) * | 2003-12-06 | 2005-09-15 | Cpfilms Inc | Stores ignifuges |
ES2304087A1 (es) * | 2006-05-26 | 2008-09-01 | Comersan, S.A. | Tejido ignifugo con efecto barrera al fuego y procedimiento para su obtencion. |
US7510913B2 (en) | 2003-04-11 | 2009-03-31 | Vitex Systems, Inc. | Method of making an encapsulated plasma sensitive device |
US8999509B2 (en) | 2011-04-27 | 2015-04-07 | Cpfilms Inc. | Weather resistant exterior film composite |
CN104972716A (zh) * | 2014-04-11 | 2015-10-14 | 上海永超真空镀铝有限公司 | 一种遮光复合材料 |
CN104972712A (zh) * | 2014-04-11 | 2015-10-14 | 上海永超真空镀铝有限公司 | 一种遮光复合材料的制备方法 |
US9184410B2 (en) | 2008-12-22 | 2015-11-10 | Samsung Display Co., Ltd. | Encapsulated white OLEDs having enhanced optical output |
US9303132B2 (en) | 2008-01-11 | 2016-04-05 | Cpfilms Inc. | Exterior window film |
US9337446B2 (en) | 2008-12-22 | 2016-05-10 | Samsung Display Co., Ltd. | Encapsulated RGB OLEDs having enhanced optical output |
US10950821B2 (en) | 2007-01-26 | 2021-03-16 | Samsung Display Co., Ltd. | Method of encapsulating an environmentally sensitive device |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3899621A (en) * | 1971-02-08 | 1975-08-12 | Material Distributors Corp | Security film for shatter-proofing windows |
JPS6084350A (ja) * | 1983-10-14 | 1985-05-13 | Matsushita Electric Works Ltd | 樹脂組成物 |
US4634637A (en) * | 1985-11-22 | 1987-01-06 | Gila River Products, Inc. | Solar control film |
US4657964A (en) * | 1985-07-03 | 1987-04-14 | Ici Americas Inc. | Aqueous-based urethane coating compositions |
US4873309A (en) * | 1987-06-08 | 1989-10-10 | Shell Oil Company | Stabilized flame-retardant epoxy resin composition from a brominated epoxy resin and a vinyl monomer diluent |
US5604019A (en) * | 1992-10-01 | 1997-02-18 | Minnesota Mining And Manufacturing Company | Tear resistant multilayer films and articles incorporating such films |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3793360A (en) * | 1971-04-08 | 1974-02-19 | Union Carbide Corp | Organosilicone polymers |
US3793300A (en) * | 1972-06-26 | 1974-02-19 | Union Carbide Corp | Flexible polyester urethane foams using liquid siloxane-oxyalkylene polymeric foam stabilizers |
BR8400825A (pt) * | 1983-03-21 | 1985-02-26 | Stauffer Chemical Co | Laminado retardador de chama,processo para a blindagem de uma peca eletronica e laminado util na blindagem de uma peca eletronica contra a interferencia eletronica |
US4514524A (en) * | 1984-07-13 | 1985-04-30 | Stauffer Chemical Company | Intumescent flexible polyurethane foam |
GB8920799D0 (en) * | 1989-09-14 | 1989-11-01 | Ici Plc | Polymeric film |
JP2598117Y2 (ja) * | 1993-12-22 | 1999-08-03 | 東洋メタライジング株式会社 | 消防用耐熱布 |
US5855983A (en) * | 1995-02-03 | 1999-01-05 | Minnesota Mining And Manufacturing Company | Flame retardant ultraviolet cured multi-layered film |
-
2001
- 2001-03-15 WO PCT/US2001/005813 patent/WO2001068360A1/fr not_active Application Discontinuation
- 2001-03-15 AU AU2001243244A patent/AU2001243244A1/en not_active Abandoned
- 2001-03-15 EP EP01916187A patent/EP1268189A4/fr not_active Withdrawn
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3899621A (en) * | 1971-02-08 | 1975-08-12 | Material Distributors Corp | Security film for shatter-proofing windows |
JPS6084350A (ja) * | 1983-10-14 | 1985-05-13 | Matsushita Electric Works Ltd | 樹脂組成物 |
US4657964A (en) * | 1985-07-03 | 1987-04-14 | Ici Americas Inc. | Aqueous-based urethane coating compositions |
US4634637A (en) * | 1985-11-22 | 1987-01-06 | Gila River Products, Inc. | Solar control film |
US4873309A (en) * | 1987-06-08 | 1989-10-10 | Shell Oil Company | Stabilized flame-retardant epoxy resin composition from a brominated epoxy resin and a vinyl monomer diluent |
US5604019A (en) * | 1992-10-01 | 1997-02-18 | Minnesota Mining And Manufacturing Company | Tear resistant multilayer films and articles incorporating such films |
Non-Patent Citations (1)
Title |
---|
See also references of EP1268189A4 * |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6623861B2 (en) * | 2001-04-16 | 2003-09-23 | Battelle Memorial Institute | Multilayer plastic substrates |
WO2002083411A1 (fr) * | 2001-04-16 | 2002-10-24 | Battelle Memorial Institute | Substrats plastique multicouche |
US7510913B2 (en) | 2003-04-11 | 2009-03-31 | Vitex Systems, Inc. | Method of making an encapsulated plasma sensitive device |
US8617715B2 (en) | 2003-12-06 | 2013-12-31 | Cpfilms Inc. | Fire retardant shades |
WO2005054616A3 (fr) * | 2003-12-06 | 2005-09-15 | Cpfilms Inc | Stores ignifuges |
ES2304087A1 (es) * | 2006-05-26 | 2008-09-01 | Comersan, S.A. | Tejido ignifugo con efecto barrera al fuego y procedimiento para su obtencion. |
ES2304087B1 (es) * | 2006-05-26 | 2009-05-05 | Comersan, S.A. | Tejido ignifugo con efecto barrera al fuego y procedimiento para su obtencion. |
US10950821B2 (en) | 2007-01-26 | 2021-03-16 | Samsung Display Co., Ltd. | Method of encapsulating an environmentally sensitive device |
US9303132B2 (en) | 2008-01-11 | 2016-04-05 | Cpfilms Inc. | Exterior window film |
US9184410B2 (en) | 2008-12-22 | 2015-11-10 | Samsung Display Co., Ltd. | Encapsulated white OLEDs having enhanced optical output |
US9337446B2 (en) | 2008-12-22 | 2016-05-10 | Samsung Display Co., Ltd. | Encapsulated RGB OLEDs having enhanced optical output |
US9362530B2 (en) | 2008-12-22 | 2016-06-07 | Samsung Display Co., Ltd. | Encapsulated white OLEDs having enhanced optical output |
US8999509B2 (en) | 2011-04-27 | 2015-04-07 | Cpfilms Inc. | Weather resistant exterior film composite |
CN104972716A (zh) * | 2014-04-11 | 2015-10-14 | 上海永超真空镀铝有限公司 | 一种遮光复合材料 |
CN104972712A (zh) * | 2014-04-11 | 2015-10-14 | 上海永超真空镀铝有限公司 | 一种遮光复合材料的制备方法 |
Also Published As
Publication number | Publication date |
---|---|
EP1268189A4 (fr) | 2003-04-16 |
EP1268189A1 (fr) | 2003-01-02 |
AU2001243244A1 (en) | 2001-09-24 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR101074948B1 (ko) | 반사 방지 필름, 전자파 실드성 광 투과창재, 가스 방전형발광 패널, 플랫 디스플레이 패널, 진열창재 및 태양 전지모듈 | |
DE69430469T2 (de) | Durchsichtiges, funktionelles, ultrafeine funktionelle Partikel enthaltende Membran, durchsichtiger, funktioneller Film und Verfahren zu ihrer Herstellung | |
US6191884B1 (en) | Infrared-blocking transparent film | |
US7071602B2 (en) | Filter for plasma display panel | |
WO1999060430A1 (fr) | Filtre d'absorption dans l'infrarouge | |
WO2006078053A1 (fr) | Film de prevention de la reflexion | |
NZ530544A (en) | Plastics article with low thermal conductivity, high light transmittance and absorption in the near infrared region | |
EP1268189A1 (fr) | Films optiques ignifugeants | |
US20030031874A1 (en) | Flame retardant optical films | |
WO2000023274A1 (fr) | Film interceptant le rayonnement infrarouge | |
JP2008247623A (ja) | 熱線遮断ガラス | |
US5691838A (en) | Infrared-blocking optical fiber | |
JP4906283B2 (ja) | 赤外線吸収フィルム | |
JP2000227515A (ja) | 近赤外線吸収フィルタ− | |
JP2006035778A (ja) | 耐衝撃性樹脂積層板 | |
KR20160099601A (ko) | 코팅재 및 저 탁도 열 차단 복합체 | |
JP2013142773A (ja) | ハードコートフィルム、及びその製造方法、並びに、低反射フィルム | |
KR20140087796A (ko) | 접착성이 개선된 광학용 폴리에스테르 필름 | |
JPH0921902A (ja) | 光学多層膜 | |
JPH08183144A (ja) | 表面硬度改質板とその製造方法 | |
CN109997060B (zh) | 具有防反射功能和红外线屏蔽功能的层压膜 | |
CN113754914B (zh) | 光学聚酯膜 | |
KR20160118087A (ko) | 내열성이 우수한 광학용 폴리에스테르 필름 | |
GB2447414A (en) | Sunlight control film | |
JP2023553047A (ja) | 難燃インテリアフィルム |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AK | Designated states |
Kind code of ref document: A1 Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG US UZ VN YU ZA ZW |
|
AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE TR BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) | ||
WWE | Wipo information: entry into national phase |
Ref document number: 10204430 Country of ref document: US |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2001916187 Country of ref document: EP |
|
WWP | Wipo information: published in national office |
Ref document number: 2001916187 Country of ref document: EP |
|
WWW | Wipo information: withdrawn in national office |
Ref document number: 2001916187 Country of ref document: EP |
|
NENP | Non-entry into the national phase |
Ref country code: JP |