WO2015134824A2 - Durable extruded dyed polyester films - Google Patents

Durable extruded dyed polyester films Download PDF

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Publication number
WO2015134824A2
WO2015134824A2 PCT/US2015/019085 US2015019085W WO2015134824A2 WO 2015134824 A2 WO2015134824 A2 WO 2015134824A2 US 2015019085 W US2015019085 W US 2015019085W WO 2015134824 A2 WO2015134824 A2 WO 2015134824A2
Authority
WO
WIPO (PCT)
Prior art keywords
window film
film
pet
core layer
dyes
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/US2015/019085
Other languages
English (en)
French (fr)
Other versions
WO2015134824A3 (en
Inventor
Christopher A. Haak
Joseph M. Zoborowski
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
3M Innovative Properties Co
Original Assignee
3M Innovative Properties Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 3M Innovative Properties Co filed Critical 3M Innovative Properties Co
Priority to EP15759229.6A priority Critical patent/EP3113950B1/en
Priority to CN201580011930.XA priority patent/CN106061729A/zh
Priority to KR1020167027404A priority patent/KR102356199B1/ko
Priority to JP2016573692A priority patent/JP6619366B2/ja
Publication of WO2015134824A2 publication Critical patent/WO2015134824A2/en
Publication of WO2015134824A3 publication Critical patent/WO2015134824A3/en
Priority to PH12016501748A priority patent/PH12016501748A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • B29C48/022—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor characterised by the choice of material
    • 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
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    • B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
    • B29C48/16—Articles comprising two or more components, e.g. co-extruded layers
    • B29C48/18—Articles comprising two or more components, e.g. co-extruded layers the components being layers
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    • B32B27/00—Layered products comprising a layer of synthetic resin
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Definitions

  • adhesive refers to polymeric compositions useful to adhere together two components (adherents). Examples of adhesives include heat activated adhesives and pressure sensitive adhesives.
  • die refers to a colored material that dissolves in a given molten polymer (e.g., a polyester, such as PET), such that the haze of the solidified polymer with the dissolved dye after made into a film is not greater than 10 percent.
  • fade-resistant film refers to a film whose AEab* change is ⁇ 5 after more than 300 MJ/m 2 of TUV in an accelerated weathering device.
  • TUV is the Total Ultraviolet irradiance intergrated over the band 295nm - 385 nm and time.
  • a suitable accelerated weathering device is a xenon arc weathering device with daylight filters conforming to the requirements of ASTM Practice D7869 Annex A1 and operated in accordance with ASTM Practice G155.
  • Figure 3 contains spectra of a window film prepared according to Example 3 taken during accelerated weathering testing.
  • one or both of the encapsulating layers comprise slip particles, such as inorganic metal oxides (e.g., silica dioxide).
  • slip particles improve web handling and roll formation.
  • inorganic metal oxides e.g., silica dioxide
  • slip particles improve web handling and roll formation.
  • the addition of slip particles to a thicker monolithic dyed window film might have resulted in unacceptable levels of haze, which would be a detriment for any optical film application.
  • the use of the film construction disclosed herein allows the inclusion of the slip particles on a thin outer layer, which allows retention of the beneficial surface roughening properties of the slip while minimizing the undesirable haze.
  • Another advantage observed from using the films of the present disclosure is the reduction of dye sublimate that can coat processing equipment during manufacturing of an extruded dyed PET film.
  • a monolithic-PET extrusion process typically involves quenching a molten PET film on a chilled casting drum and is often assisted with electrostatic pinning to force intimate contact of the molten PET web to the chilled metal surface.
  • the molten PET undergoes a phase transition from liquid to solid, the inventors have observed that certain dyes tend to volatilize or sublime and recondense on surrounding process equipment including the die lip surface and the electrostatic pinning device.
  • the rate of this sublimation and condensation process varies depending on output rate and process temperature, but may be high enough to force frequent downtime for cleaning the die lip and pinning device.
  • an optically clear window film comprising:
  • the window film is fade-resistant (i.e., shows a AEab* value of less than 5) after more than 750 MJ/m 2 of total irradiance integrated over the band 295 nm to 385 nm and time.
  • the AVLT of the window film is less than 5, or less than 4.5, or less than 4, or less than 3.5, or less than 3, or less than 2.5, or less than 2, or less than 1 .5, or less than 1 after more than 300 MJ/m 2 of total irradiance integrated over the band 295 nm to 385 nm and time. In other embodiments, the AVLT of the window film is less than 5, or less than 4.5, or less than 4, or less than 3.5, or less than 3, or less than 2.5, or less than 2, or less than 1 .5, or less than 1 after more than 500 MJ/m 2 of total irradiance integrated over the band 295 nm to 385 nm and time.
  • Pigment yellow 147 is a dye that cannot be used in the conventional solvent dip dyeing process due to its limited solubility in the solvents used in the solvent dip dyeing process, such as monoether glycols. However, the present inventors have discovered that pigment yellow 147 has good solubility in molten PET resin. Pigment yellow 147 readily solubilizes during the PET film manufacturing process to provide durable, low- haze films.
  • the core layer is encapsulated by two outer layers, defined herein as a first and second outer layers respectively.
  • the outer layers encapsulate the core layer by each of the outer layers being adjacent to one of the two major surfaces of the core layer.
  • each of the outer layers comprises a polyester, which may the same or different in each outer layer, and the same or different as the polyester in the core layer.
  • the same copolymers used in the core layer can be used as components of each of the outer layers.
  • the outer layers are intended to be the same to each other in composition and thickness. In other embodiments, each of the outer layers is different in composition and/or thickness to the other outer layer.
  • one or both of the outer layers comprise slip particles.
  • the slip particles are chosen from S1O2, CaCO3, and organic slip particles.
  • one or both of the outer layers are free of dyes and/or particulate pigments.
  • each of the two outer layers and the core layer, independently of each other, may comprise a stabilizer such as a UV absorber (UVA) or hindered amine light stabilizer (HALS).
  • UVA UV absorber
  • HALS hindered amine light stabilizer
  • UV absorbers function by preferentially absorbing ultraviolet radiation and dissipating it as thermal energy.
  • Suitable UVAs may include: benzophenones
  • HALS include compounds available from Ciba, Tarrytown, N.Y. as TINUVIN 123, 144, and 292.
  • UVAs and HALS disclosed explicitly here are intended to be examples of materials corresponding to each of these two categories of additives.
  • the present inventors contemplate that other materials not disclosed here but known to those skilled in the art for their properties as UV absorbers or hindered amine light stabilizers can be used in the durable dyed polyester films of this disclosure.
  • Solvent dip dyed films contain residual solvent as a result of the solvent immersion dyeing process. The residual solvent slowly migrates into or near the metal layer and creates an oxidation site on the metal which will affect the film's appearance by changing the transmission characteristics or the color of the metal oxide.
  • each of the outer layers independently of each other, comprises one or more additives chosen from UV stabilizers and anti-oxidizers.
  • Each of the outer layers can be coextruded along with the core layer to produce a film that has at least three layers.
  • one or more intermediate layers (which itself can be one of films, laminates, and/or coatings) are coextruded between one or both of the outer layers and the core layer containing the durable dye.
  • each of the outer layers, independently of the other is made of a transparent polymer, for example, a polyester (the same or different as that used in the construction of the core layer), polyolefin, polycarbonate, or other thermoplastic polymer. In certain embodiments, there are no intermediate layers between one or both of the outer layers and the core layer.
  • the thickness of the each of the first and second outer layers is chosen from 1 to 10 urn.
  • the present inventors have observed that the presence of the outer layers, which may comprise a more crystalline form of PET than in the core layer, reduces dye migration when the film is applied to a glazing thereby increasing the product lifetime, reducing fading, and increasing light fastness (e.g., constant light transmission) of these films.
  • only one of the outer layers is present in the films of this disclosure.
  • one or both of the outer layers contain no added dyes or pigments intended to impart color to the layer. In most typical uses of the window films according to this disclosure, both outer layers comprise no added pigments or dyes. However, the skilled person would understand that addition of certain pigments or dyes in concentrations that do not detract from the overall functionality of the window film is possible and the inventors consider such modification to be within the scope of the present disclosure.
  • a dyed core layer comprising PET and one or more dyes chosen from
  • a clear second outer layer comprising PET
  • window film as described in any of the preceding embodiments, wherein window film has a AEab * value of less than 6 after more than 500 MJ/m2 of total irradiance integrated over the band 295 nm to 385 nm and time.
  • window film has a AEab * value of less than 6 after more than 750 MJ/m2 of total irradiance integrated over the band 295 nm to 385 nm and time. 35.
  • the AVLT of the window film is less than 5 after more than 300 MJ/m2 of total irradiance integrated over the band 295 nm to 385 nm and time.
  • window film as described in any of the preceding embodiments, wherein window film has a AEab * value of less than 6 after more than 300 MJ/m2 of total irradiance integrated over the band 295 nm to 385 nm and time.
  • window film as described in any of the preceding embodiments, wherein window film has a AEab * value of less than 6 after more than 500 MJ/m2 of total irradiance integrated over the band 295 nm to 385 nm and time.
  • slip particles are chosen from S1O2, CaCO3, and organic slip particles.
  • the window film as described in any of the preceding embodiments, wherein the core layer further comprises one or more UV stabilizers.
  • the glass laminated window films were exposed with the glass-side facing the light source in a xenon arc weathering device such that the light passes through the glass and PSA prior to the dyed PET film.
  • the PSA may or may not contain UVA, as described in the examples.
  • the xenon arc weathering device uses daylight filters conforming to the requirements of ASTM Practice D7869 Annex A1 and operated in accordance with ASTM Practice G155.
  • the resulting window film was laminated to a UVA-containing PSA as described previously, and submitted to the weathering test as described above. Results are shown in Figure 2.
  • the PSA used to adhere the window film to a substrate typically contains a UVA to aid the weathering performance of dyed window films. Therefore, a more insightful study of the durability of the dyed PET film would be accelerated weathering exposure where the PSA does not contain UVA.
  • Table 4 Comparison of AVLT and AEab for Comparative Dyed PET Film 1 , Comparative Dyed PET Film 2, and Example 3 Dyed PET films prepared using a PSA that did not contain a UV absorber.
  • Table 4 presents AVLT and AEab for Comparative dyed PET Film 1 (a solvent- dyed film used in Comparative Window Film Product 1 ), Comparative dyed PET Film 2 (which is believed to be an extrusion-dyed film and is used in Comparative Window Film Product 2), and Example 3, a preferred-mode dyed film of the present disclosure.
  • EXAMPLE 10 Production of a film comprising Pigment Red 122
  • EXAMPLE 13 Production of a film comprising Pigment Red 177

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Mechanical Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Materials Engineering (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Laminated Bodies (AREA)
  • Extrusion Moulding Of Plastics Or The Like (AREA)
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PCT/US2015/019085 2014-03-07 2015-03-06 Durable extruded dyed polyester films Ceased WO2015134824A2 (en)

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EP15759229.6A EP3113950B1 (en) 2014-03-07 2015-03-06 Durable extruded dyed polyester films
CN201580011930.XA CN106061729A (zh) 2014-03-07 2015-03-06 耐久性挤出型染色聚酯膜
KR1020167027404A KR102356199B1 (ko) 2014-03-07 2015-03-06 내구성의 압출된 염착 폴리에스테르 필름
JP2016573692A JP6619366B2 (ja) 2014-03-07 2015-03-06 耐久性のある押出染色ポリエステルフィルム
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US20170182693A1 (en) 2017-06-29
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CN106061729A (zh) 2016-10-26
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US20150251395A1 (en) 2015-09-10
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US9630384B2 (en) 2017-04-25
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