WO2014085139A4 - Non-iridescent film with polymeric particles in primer layer - Google Patents

Non-iridescent film with polymeric particles in primer layer Download PDF

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Publication number
WO2014085139A4
WO2014085139A4 PCT/US2013/070769 US2013070769W WO2014085139A4 WO 2014085139 A4 WO2014085139 A4 WO 2014085139A4 US 2013070769 W US2013070769 W US 2013070769W WO 2014085139 A4 WO2014085139 A4 WO 2014085139A4
Authority
WO
WIPO (PCT)
Prior art keywords
layer
composite
particles
μπι
polyester
Prior art date
Application number
PCT/US2013/070769
Other languages
French (fr)
Other versions
WO2014085139A1 (en
Inventor
John Fitch
Tracy Paolilli
Original Assignee
Toray Plastics (America) Inc.
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
Priority claimed from US13/688,181 external-priority patent/US20130089721A1/en
Application filed by Toray Plastics (America) Inc. filed Critical Toray Plastics (America) Inc.
Priority to JP2015544100A priority Critical patent/JP2016505411A/en
Priority to EP13858125.1A priority patent/EP2925521A1/en
Publication of WO2014085139A1 publication Critical patent/WO2014085139A1/en
Publication of WO2014085139A4 publication Critical patent/WO2014085139A4/en

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/06Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C48/00Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
    • B29C48/022Extrusion 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C48/00Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
    • B29C48/03Extrusion 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
    • B29C48/07Flat, e.g. panels
    • B29C48/08Flat, e.g. panels flexible, e.g. films
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C48/00Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
    • B29C48/16Articles comprising two or more components, e.g. co-extruded layers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C48/00Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
    • B29C48/16Articles comprising two or more components, e.g. co-extruded layers
    • B29C48/18Articles comprising two or more components, e.g. co-extruded layers the components being layers
    • B29C48/21Articles comprising two or more components, e.g. co-extruded layers the components being layers the layers being joined at their surfaces
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29DPRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D7/00Producing flat articles, e.g. films or sheets
    • B29D7/01Films or sheets
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/18Layered products comprising a layer of synthetic resin characterised by the use of special additives
    • B32B27/20Layered products comprising a layer of synthetic resin characterised by the use of special additives using fillers, pigments, thixotroping agents
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/30Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B32B27/308Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers comprising acrylic (co)polymers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • B32B27/36Layered products comprising a layer of synthetic resin comprising polyesters
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/002Priming paints
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29KINDEXING 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
    • B29K2033/00Use of polymers of unsaturated acids or derivatives thereof as moulding material
    • B29K2033/04Polymers of esters
    • B29K2033/12Polymers of methacrylic acid esters, e.g. PMMA, i.e. polymethylmethacrylate
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29KINDEXING 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
    • B29K2075/00Use of PU, i.e. polyureas or polyurethanes or derivatives thereof, as moulding material
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29KINDEXING 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
    • B29K2105/00Condition, form or state of moulded material or of the material to be shaped
    • B29K2105/24Condition, form or state of moulded material or of the material to be shaped crosslinked or vulcanised
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29KINDEXING 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
    • B29K2995/00Properties of moulding materials, reinforcements, fillers, preformed parts or moulds
    • B29K2995/0018Properties of moulding materials, reinforcements, fillers, preformed parts or moulds having particular optical properties, e.g. fluorescent or phosphorescent
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2250/00Layers arrangement
    • B32B2250/24All layers being polymeric
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2255/00Coating on the layer surface
    • B32B2255/10Coating on the layer surface on synthetic resin layer or on natural or synthetic rubber layer
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2255/00Coating on the layer surface
    • B32B2255/26Polymeric coating
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00Properties of the layers or laminate
    • B32B2307/50Properties of the layers or laminate having particular mechanical properties
    • B32B2307/514Oriented
    • B32B2307/518Oriented bi-axially
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00Properties of the layers or laminate
    • B32B2307/50Properties of the layers or laminate having particular mechanical properties
    • B32B2307/558Impact strength, toughness
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00Properties of the layers or laminate
    • B32B2307/70Other properties
    • B32B2307/71Resistive to light or to UV

Landscapes

  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Laminated Bodies (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)

Abstract

This invention relates to an optically clear film of predominantly thermoplastic polyester base layer and a carbodiimide-crosslinked, polyester and polymethylmethacrylate blend primer layer. The base layer preferably has a particle-free core layer and outer layers containing nonpolyester, organic and/or inorganic particles. The primer layer is preferably applied to the base layer from solution that is organic solvent-free. The primer layer and base layer composite can be laminated with a protective layer of primarily acrylic polymer to form a solar control film. Functional additives, such as UV light blockers, can be present in various layers of the solar control film. Polymethylmethacrylate in the primer, especially in combination with crosslinking by the carbodiimide, provides the acrylic coated polyester base solar control film with notably reduced iridescence. Adhesion between the acrylic layer applied from organic solvent solutions and the polyester layers is durable in moist and warm service conditions.

Claims

AMENDED CLAIMS
received by the International Bureau on 21 May 2014 (21 .05.2014).
1. A composite film comprising
(a) a core layer of substantially particle-free and optically clear polyester,
(b) a first outer layer in direct contact with one side of the core layer,
(c) an optically clear primer layer in direct contact with a side of the first outer layer
opposite the core layer, and
(d) optionally, a second outer layer in direct contact with a side of the core layer
opposite the first outer layer,
in which each outer layer is optically clear, is independently about 0.1 μπι - 5 μπι thick and independently comprises inorganic particles dispersed uniformly in a polyester matrix,
and in which the primer layer comprises an iridescence reducing agent selected from the group consisting of inversely synthesized aliphatic polyurethane particles and polymethylmethacrylate particles uniformly dispersed in a matrix of polyester crosslinked by a carbodiimide crosslinking agent.
2. The composite film of claim 1 in which the iridescence reducing agent is polymethylmethacrylate particles. 3. (canceled)
4. The composite of claim 2 which further comprises an optically clear protective layer in direct contact with a side of the primer layer opposite the first outer layer.
5. The composite of claim 4 in which the protective layer comprises greater than 50 wt.% of an acrylic polymer.
6. The composite of claim 5 in which the protective layer is a devolatized residue of a solution of the acrylic polymer dissolved in an organic solvent from which solution the organic solvent has been substantially removed, and in which the protective layer comprises a trace amount of the organic solvent.
AMENDED SHEET (ARTICLE 19)
30
7. (canceled)
8. (canceled)
9. (canceled) 10. The composite of claim 9 in which thickness of the primer layer is about 0.03-0.15 μιη.
11. The composite of claim 4 which is substantially non-iridescent under fluorescent illumination.
12. The composite of claim 2 in which the polymethylmethacrylate particles are microspheres of diameter in the range of about 1 μπι - 10 μηι.
13. The composite of claim 12 in which polymethylmethacrylate particles are solid microspheres.
14. The composite of claim 12 in which polymethylmethacrylate particles have a particle size distribution defining a median particle size and the particle size distribution is narrow such that at least 80 wt. % of the particles have a diameter within a range from about +4 μπι to - 4 μπι of the median particle size.
15. A method of making an optically clear non-iridescent composite film comprising the steps of
(A) providing a mixture comprising an iridescence reducing agent selected from the group consisting of inversely synthesized aliphatic polyurethane particles and polymethylmethacrylate particles and polyester binder particles of a polyester resin having a softening point lower than 100°C uniformly dispersed in a predominantly aqueous medium comprising carbodiimide crosslinking agent dissolved in water,
AMENDED SHEET (ARTICLE 19) (B) providing a base layer comprising a core layer of polyester film of thickness in the range of about 1-500 μπι and optionally comprising about 0.1 to 2 wt% of an ultraviolet light absorber composition,
(C) depositing a wet coating of the mixture onto one side of the base layer,
(D) heating the base layer and wet coating effectively to (i) soften the polyester
binder, (ii) evaporate substantially all volatile components of the predominantly aqueous medium, and (iii), and activate the crosslinking agent, thereby creating an optically clear film of solidified primer layer in contact with the one side of the base layer,
in which the wet coating on the base layer is present in an amount effective to produce a thickness of the solidified primer layer in the range of about 0.03 - 0.15 μπι.
16. The method of claim 15 in which the iridescence reducing agent is polymethylmethacrylate particles.
17. (canceled)
18. (canceled)
19. (canceled)
AMENDED SHEET (ARTICLE 19)
20. The method of claims 15 or 16 which further comprises the steps of
(E) providing a solution comprising acrylic polymer, a cure initiator, and an amount of organic solvent effective to dissolve the acrylic polymer,
(F) placing a uniformly thick solvent-wet coating of the solution onto a side of the primer layer opposite the base layer, and
(G) heating the solvent-wet coating effectively to evaporate substantially all volatile components of the organic solvent, thereby creating an optically clear film having a protective layer of solidified acrylic polymer in contact with the primer layer,
in which acrylic polymer comprises greater than 50 wt.% of the primer layer.
21. (canceled)
22. The method of claim 16 in which the polymethylmethacrylate partices are microspheres of diameter in the range of about 1 μπι to about 10 μπι and in which polymethylmethacrylate particles have a particle size distribution defining a median particle size and the particle size distribution is narrow such that at least 80 wt. % of the particles have a diameter within a range from about +4 μηι to - 4 μηι of the median particle size.
AMENDED SHEET (ARTICLE 19)
33
PCT/US2013/070769 2012-11-28 2013-11-19 Non-iridescent film with polymeric particles in primer layer WO2014085139A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP2015544100A JP2016505411A (en) 2012-11-28 2013-11-19 Iridescent film with polymer particles in primer layer
EP13858125.1A EP2925521A1 (en) 2012-11-28 2013-11-19 Non-iridescent film with polymeric particles in primer layer

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US13/688,181 2012-11-28
US13/688,181 US20130089721A1 (en) 2011-08-02 2012-11-28 Non-iridescent film with polymeric particles in primer layer

Publications (2)

Publication Number Publication Date
WO2014085139A1 WO2014085139A1 (en) 2014-06-05
WO2014085139A4 true WO2014085139A4 (en) 2014-07-24

Family

ID=50828354

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2013/070769 WO2014085139A1 (en) 2012-11-28 2013-11-19 Non-iridescent film with polymeric particles in primer layer

Country Status (3)

Country Link
EP (1) EP2925521A1 (en)
JP (1) JP2016505411A (en)
WO (1) WO2014085139A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109689811A (en) * 2016-09-12 2019-04-26 帝斯曼知识产权资产管理有限公司 Dispersion

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102377864B1 (en) * 2020-06-01 2022-03-23 도레이첨단소재 주식회사 Optical polyester film
CN114071918B (en) * 2021-11-12 2023-08-22 Oppo广东移动通信有限公司 Shell, preparation method thereof and electronic equipment

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0507236A3 (en) * 1991-04-04 1992-10-21 Asahi Glass Company Ltd. Non-iridescent transparent product
JP3790571B2 (en) * 1995-11-06 2006-06-28 株式会社きもと Light diffusing sheet and backlight unit for liquid crystal display using the same
US7048823B2 (en) * 2002-05-20 2006-05-23 Eastman Kodak Company Acrylic films prepared by coating methods
US7972700B2 (en) * 2005-09-12 2011-07-05 Toray Industries, Inc. Laminated film
WO2008021884A2 (en) * 2006-08-08 2008-02-21 Toray Plastics (America) , Inc. Lumirror Divison Anti-iridescent easy handling ultraclear thermoplastic film
US9109138B2 (en) * 2011-08-02 2015-08-18 Toray Plastics (America), Inc. Optically clear biaxially oriented polyester film with anti-iridescent primer layer

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109689811A (en) * 2016-09-12 2019-04-26 帝斯曼知识产权资产管理有限公司 Dispersion

Also Published As

Publication number Publication date
EP2925521A1 (en) 2015-10-07
JP2016505411A (en) 2016-02-25
WO2014085139A1 (en) 2014-06-05

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