EP0968251A1 - Adherence amelioree de revetements de polyester - Google Patents

Adherence amelioree de revetements de polyester

Info

Publication number
EP0968251A1
EP0968251A1 EP98911731A EP98911731A EP0968251A1 EP 0968251 A1 EP0968251 A1 EP 0968251A1 EP 98911731 A EP98911731 A EP 98911731A EP 98911731 A EP98911731 A EP 98911731A EP 0968251 A1 EP0968251 A1 EP 0968251A1
Authority
EP
European Patent Office
Prior art keywords
polyester
substrate
water
primer
group
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.)
Withdrawn
Application number
EP98911731A
Other languages
German (de)
English (en)
Inventor
Bruce William Foster
Whitney Kay Beall
Diane Hines Farnham
Ray Edwards
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.)
Eastman Chemical Co
Original Assignee
Eastman Chemical 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 Eastman Chemical Co filed Critical Eastman Chemical Co
Publication of EP0968251A1 publication Critical patent/EP0968251A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
    • B05D7/50—Multilayers
    • B05D7/52—Two layers
    • 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
    • B29C48/15—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor incorporating preformed parts or layers, e.g. extrusion moulding around inserts
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • 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

Definitions

  • the present invention relates to a process for enhancing the adhesion of polyester coatings to a substrate, a composite resulting therefrom, and an article containing the composite.
  • the composite comprises a substrate, primer, and polyester coating.
  • Polyester coatings are known to have unique properties for applications such as packaging. These properties include high heat resistance, grease resistance, low odor and low taste impingement. Thus, polyester homopolymers, polyester copolymers, and polyester blends are commonly extrusion coated onto various substrates to form composite structures useful in various packaging applications.
  • An example of such an application is a polyester-coated paperboard structure for use as a formed tray to contain food that can be cooked in convection ovens and microwave ovens.
  • the minimum coat weight possible to achieve good bond with a polyester coating to paperboard is thought to be 40-grams per square meter, when coated onto a typical carton-grade board (300-400 g m 2 ), exceeding the 5 percent legal limit.
  • Good bond between polyester and paperboard is usually considered to be 200-g/inch (80-g/cm) or greater, or an amount adequate to result in fiber tear when attempting to separate the coating.
  • the invention relates to a process for the use of water-dispersible amorphous polyester primers to enhance adhesion of polyester extrusion coating to a variety of substrates.
  • the primers are coated on the substrate, followed by extrusion coating of a polyester onto the primed surface.
  • the primers are polyesters modified by hydrophilic groups which allow the polyester to be water-dispersible. These primers permit thinner coatings of polyesters than could otherwise be achieved without the use of these primers.
  • the invention also relates to the composites produced by the aforementioned process, and to articles containing the composite.
  • an object of the present invention is to set forth a water- dispersible amorphous polyester primer, said primer being a polyester modified by having hydrophilic moieties attached thereto.
  • Another object of the invention is to describe a primer useful for adhering extrusion coatings comprising polyesters to various substrates, wherein said polyesters may include polyester homopolymers, polyester copolymers, and polyester blends.
  • a further object of the invention is to describe composites and articles comprising such composites, said composites comprising thin polyester coatings on a primed substrate, and wherein said coating has excellent adhesion to the substrate.
  • Yet another object of the invention is to set forth an article comprising a substrate extrusion coated with polyester, wherein said article comprises no more than 5% by weight of plastic, said plastic comprising polyester.
  • Still a further object of the invention is to describe a composite including a primed paperboard substrate extrusion coated with a composition comprising polyester, comprising less than 5% by weight plastic and wherein the adhesion of the coating to the substrate is sufficient to cause fiber tear when attempting to separate the coating.
  • the process according to the present invention comprises the dispersion in water of polyesters modified by having hydrophilic moieties attached thereto.
  • the preferred polyesters are those modified by having - SO 3 M attached thereto.
  • M may be hydrogen, NH 4 + , or a metal ion, such as Na + , and the polyester may be modified by mixtures of such ions.
  • Such a polyester may be made, for instance, by a condensation process described in U.S. Patent No. 5,543,488, which is hereby incorporated by reference in its entirety.
  • the process described in 5,543,488 involves reacting an aromatic dicarboxylic acid with an aliphatic or cycloaliphatic glycol to form a polyester species.
  • polyesters modified with hydrophilic moieties, such as the -SO 3 M moiety. Such moieties allow for pendant cations such as H + , NH 4 + , and metal ions to be present in or on the polyester surface.
  • the preferred modified polyesters are amorphous. Additional examples of useful modified polyesters are described in U.S. Patent Nos. 3,734,874, 3,779, 993, and 543,488, all of which are incorporated by reference.
  • modified polyesters may be modified by groups other than the -SO 3 M moiety, such as by -PO 3 M, -
  • the modified polyesters may be modified polyester homopolymers, modified polyester copolymers, and mixtures or blends thereof, and there may be a mixture of hydrophilic moieties.
  • various additives and fillers may be incorporated, such materials per se known in the art as useful for enhancing properties, such as antifungal and antibacterial agents, and agents to enhance shelf- life.
  • dispersible crosslinking agents such as urea formaldehyde, may be added to enhance the strength of the resulting finished product.
  • the modified polyesters have a sodiosulfo substituent, -SO 3 Na + .
  • the more preferred sodiosulfonated polyesters have Glass Transition Temperatures (Tg) of from about 28°F(-2°C) to about 100°F (+38°C).
  • Tg Glass Transition Temperatures
  • the ionic substituent permits the polyester to be water dispersible which in turn permits its use as an extrusion coating primer for various substrates.
  • the modified polyester primers are applied to the substrate using, for instance, a liquid priming station equipped with a gravure applicator roll. Numerous methods of applying primers to substrates are known perse. Likewise, the extrusion coating or coatings are applied to the primed substrate in a manner perse known in the art.
  • the primer according to the present invention can readily apply the primer according to the present invention followed by an extrusion coating, without undue experimentation. It is preferred that a in-line process is used including priming, followed by a dryer, followed by extrusion coating.
  • the extrusion coatings may comprise any extrudable plastic but preferably comprise polyester homopolymers, polyester copolymers, and blends of polyesters.
  • the substrate may be any substrate to which one desires to add an extrusion coating, particularly a polyester coating.
  • Particular substrates include, but are not limited to, natural Kraft papers, photographic papers, clay-coated and natural board stock, polymeric films, and metal foils, such as aluminum foil.
  • modified polyesters In laboratory trials, numerous substrates were extrusion coated with modified polyesters according to the present invention. Three polyesters having the sodiosulfonate moieties as modifying groups were prepared as set forth in the aforementioned U.S. Patent No. 5,543,488. The modified polyesters were characterized by having glass transition temperatures (Tg) of 28°F(-2°C), 84°F(+28°C), and 100°F(+38°C). Three specimens of each substrate were first separately primed with one of three water-dispersible polyester primers.
  • Tg glass transition temperatures
  • each substrate ranging from paper to metal foil, prefers one polyester primer over another polyester primer in terms of obtaining maximum polyester coating adhesion and minimize polyester coat weight.
  • polyester adhesion to 40-lb Kraft paper is maximized using the polyester primer having a Tg of 100°F(+38°C); whereas, the use of the other two primers provides no better than about one-third the adhesion of the primer preferred by the Kraft paper.
  • Each primer was first dispersed in 185°F(85°C) water (75 weight percent water, 25 weight percent polyester). Each aqueous dispersion was applied to each of the following substrates using a liquid priming station equipped with a gravure applicator roll, then dried in a forced air oven at 302°F(150°C): (i) 40-lb natural Kraft paper; (ii) photographic paper obtained from Eastman Kodak; (iii) 160-lb Bleached paperboard; (iv) 185-lb Bleached paperboard; (v) 154-lb clay-coated paperboard; and (vi) Aluminum foil (i.e., substrates A through F, respectively, in Table 1 below).
  • Primer weights on each substrate after drying were 0-g/m2, and 0.49- g/m 2 .
  • Each primed substrate was then extrusion coated with a commercial extrusion coating polymer, EASTACOAT ® Polyester 9921 , available from Eastman Chemical Company, Kingsport, TN, having an intrinsic viscosity of 0.80.
  • the polyester was applied to each primed substrate by extrusion from a slot die at a melt temperature of 590°F (310°C) with sufficient output to achieve a polyester coat weight of 24-g/m2. at a haul off speed of 425-fpm (130-m/min).
  • the molten polyester was drawn through a 5.25-inch (14-cm) air gap before striking each substrate and being quenched on a matte-finished chill roll at 64°F(18°C).
  • the difficult-to-bond-to 154-lb clay-coated paperboard was primed with three primer coat weights using the single water-dispersible primer having a Tg of 100°F (38°C): 0.33-g/m2, 0.49-g/m2, and 0.66-g/m2.
  • the three primed samples of clay-coated paperboard were then extrusion coated with the same commercial extrusion coating polymer, EASTACOAT ® Polyester 9921 , having an intrinsic viscosity of 0.80.
  • the polyester was applied to each of the three primed substrates by extrusion from a slot die at a melt temperature of 590°F (310°C) with sufficient output to achieve three different polyester coat weights of 20-g/m2, 30-g/m2 and 40-g/m2 at respective haul off speeds of 510-fpm (157-m/min), 340-fpm (104-m/min), and 255-fpm (78-m/min).
  • the molten polyester was drawn through a 5.25-inch (14-cm) air gap before striking each substrate and being quenched on a matte-finished chill roll at 64°F (18°C).
  • Glass transition temperature (Tg) is measured in accordance with ASTM D5.
  • Intrinsic viscosity is measured in accordance with ASTM D4603.
  • Adhesion of the polyester extrusion coatings to each substrate is measured on an Instron Tensile Tester, Model No. 1122, equipped with a 10-lb (4540-g) load cell and equipped with Testworks computer software, version 3.0. Adhesion is determined on extrusion coated strips 1-inch (2.54-cm) wide. The coating is peeled 180° from the substrate at a rate of 0.1-inch/min (0.254-cm/min).
  • polyester adhesion to aluminum foil paper is achieved using a water-dispersible primer having a Tg of 100°F (38°C).
  • Tg 100°F
  • Examples 1-6 above show that the choice of a water-dispersible polyester primer in accepting a polyester extrusion coating to a given substrate is dependent upon the composition of that given substrate. These examples also show, in each case, that a polyester primer is essential to achieving satisfactory adhesion. This further leads to possibility of in-line priming on a paper making machine; that is, priming as the finished paperboard is wound.
  • Examples 1 through 6 also show, unexpectedly, that the effectiveness of a water-dispersible primer on a given substrate cannot be predicted by its glass transition temperature.
  • the use of the primers according to the present invention allows for thinner polyester coatings and thus decreases the percent plastic necessary for coated products. This is shown in Table 2, below. As in Table 1, the numbers take the units g/inch, and are a measure of the force necessary to peel the coating 180° from the substrate.
  • Table 2 shows that by using a water-dispersible polyester primer, (a) polyester coat weights can be significantly reduced to as thin as 20-g/m2, and, (b) unexpectedly, if an extrusion coater desires to apply heavy coatings, e.g., 40-g/m2, of a polyester to a clay-coated paperboard, the primer coat weight should not exceed about 0.5-g/m2.
  • This example shows that a critical range of primer coat weight exists for heavy polyester coatings on clay-coated paperboard —about 0.3-g/m2 to about 0.5-g/m2.
  • a primer comprising water dispersible modified polyesters having hydrophilic pendant groups can provide enhanced adhesion of a polyester coating to a substrate, and allows for thinner coatings of the polyester.

Landscapes

  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Mechanical Engineering (AREA)
  • Laminated Bodies (AREA)
  • Paper (AREA)
  • Extrusion Moulding Of Plastics Or The Like (AREA)
  • Paints Or Removers (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)

Abstract

L'invention concerne un procédé favorisant l'adhérence d'un revêtement de polyester à un substrat, au moyen d'une amorce de polyester modifié, dispersable dans l'eau, à laquelle sont fixés des groupes hydrophiles latéraux. Cette amorce permet d'obtenir des revêtements de polyester plus fins, contribuant ainsi à réduire la teneur en plastique de divers articles revêtus selon ce procédé.
EP98911731A 1997-03-19 1998-03-17 Adherence amelioree de revetements de polyester Withdrawn EP0968251A1 (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US4141797P 1997-03-19 1997-03-19
US41417P 1997-03-19
US3824598A 1998-03-11 1998-03-11
US38245 1998-03-11
PCT/US1998/005214 WO1998041588A1 (fr) 1997-03-19 1998-03-17 Adherence amelioree de revetements de polyester

Publications (1)

Publication Number Publication Date
EP0968251A1 true EP0968251A1 (fr) 2000-01-05

Family

ID=26715001

Family Applications (1)

Application Number Title Priority Date Filing Date
EP98911731A Withdrawn EP0968251A1 (fr) 1997-03-19 1998-03-17 Adherence amelioree de revetements de polyester

Country Status (4)

Country Link
EP (1) EP0968251A1 (fr)
JP (1) JP2001521452A (fr)
CA (1) CA2281671A1 (fr)
WO (1) WO1998041588A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7270876B2 (en) 2002-11-27 2007-09-18 International Paper Company Enhanced adhesion of polyethylene terephthalate to paperboard
CN101282839B (zh) 2005-08-11 2011-08-03 威士伯采购公司 无双酚a和芳香缩水甘油醚的涂料
JP6457247B2 (ja) * 2014-11-13 2019-01-23 リンテック株式会社 粘着シート

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4745019A (en) * 1983-05-16 1988-05-17 American Hoechst Corporation Graphic film having a copolyester primed polyester film as its substrate
FR2608507B1 (fr) * 1986-12-23 1989-03-31 Rhone Poulenc Films Films polyester composites a adherence amelioree et leur procede d'obtention
FR2609665B1 (fr) * 1987-01-21 1989-04-14 Rhone Poulenc Films Procede d'obtention de films polyester a revetement de polychlorure de vinylidene et nouveaux films composites ainsi obtenus
FR2628359B1 (fr) * 1988-03-09 1990-09-07 Rhone Poulenc Films Films polyester composites a adherence amelioree et leur procede d'obtention
EP0691369A1 (fr) * 1994-07-08 1996-01-10 Hoechst Diafoil GmbH Revêtement primaire pour film polymère

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9841588A1 *

Also Published As

Publication number Publication date
WO1998041588A1 (fr) 1998-09-24
JP2001521452A (ja) 2001-11-06
CA2281671A1 (fr) 1998-09-24

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