CA2598196A1 - Preparation of transparent multilayered articles - Google Patents

Preparation of transparent multilayered articles Download PDF

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Publication number
CA2598196A1
CA2598196A1 CA002598196A CA2598196A CA2598196A1 CA 2598196 A1 CA2598196 A1 CA 2598196A1 CA 002598196 A CA002598196 A CA 002598196A CA 2598196 A CA2598196 A CA 2598196A CA 2598196 A1 CA2598196 A1 CA 2598196A1
Authority
CA
Canada
Prior art keywords
residues
component
mole percent
regrind
shaped article
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.)
Granted
Application number
CA002598196A
Other languages
French (fr)
Other versions
CA2598196C (en
Inventor
Wesley Raymond Hale
Thomas Joseph Pecorini
Mark Edward Stewart
Martin Emerson Rogers
Spencer Allen Gilliam
Michael Duane Cliffton
Marcus David Shelby
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 Company
Wesley Raymond Hale
Thomas Joseph Pecorini
Mark Edward Stewart
Martin Emerson Rogers
Spencer Allen Gilliam
Michael Duane Cliffton
Marcus David Shelby
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 Company, Wesley Raymond Hale, Thomas Joseph Pecorini, Mark Edward Stewart, Martin Emerson Rogers, Spencer Allen Gilliam, Michael Duane Cliffton, Marcus David Shelby filed Critical Eastman Chemical Company
Publication of CA2598196A1 publication Critical patent/CA2598196A1/en
Application granted granted Critical
Publication of CA2598196C publication Critical patent/CA2598196C/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
    • 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
    • B32B2272/00—Resin or rubber layer comprising scrap, waste or recycling material
    • 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
    • B32B2305/00—Condition, form or state of the layers or laminate
    • B32B2305/70—Scrap or recycled material
    • 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
    • B32B2307/00—Properties of the layers or laminate
    • B32B2307/40—Properties of the layers or laminate having particular optical properties
    • B32B2307/412—Transparent
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/02—Elements
    • C08K3/08—Metals
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • C08L77/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof

Abstract

Disclosed is a process for the preparation of multilayered, shaped articles having high transparency and low haze having at least one layer contains one or more thermoplastic polymers selected from polyesters, polycarbonates, and homogeneous blends thereof, and a separate layer which contains a transamidized, homogeneous blend of a least two polyamides. The thermoplastic polymer components and the polyamide components have refractive indices which differ by about 0.006 to about -0.0006. The small difference in the refractive indices enable the incorporation of regrind into one or more of the layers of the article while maintaining high clarity. These articles can exhibit improved excellent barrier properties and good melt processability while retaining excellent mechanical properties. Metal catalysts can be incorporated into one or more layers to impart oxygen-scavenging properties.

Claims (27)

1. A process for forming a multilayered shaped article, comprising:

(A) heating a first component comprising (i) at least one polyester comprising: (a) diacid residues comprising at least about 95 mole percent, based on the total diacid residues, of the residues of terephthalic acid; and (b) diol residues comprising at least 95 mole percent, based on the total moles of diol residues, of the residues of at least one diol selected from ethylene glycol and 1,4-cyclohexanedimethanol; (ii) at least one polycarbonate comprising the residues of bisphenol A; or (iii) a homogeneous blend thereof to a temperature of about Tg +100°C to about Tg + 300°C of said polyester or polycarbonate;

(B) heating a second component comprising a transamidized, homogeneous blend of a polyamide comprising diamine and diacid residues, said polyamide comprising about 100 mole percent, based on the total diamine residues, of the residues of m-xylyienediame and about 100 mole percent, based on the total diacid residues, of the residues of adipic acid, and at least one polyamide selected from nylon 6 and nylon 6,6 to a temperature of about 290°C;

(C) forming a shaped article having said first and second polymer compositions in separate layers;

(D) recovering scrap first and second components;

(E) grinding said scrap first and second components to produce a regrind;

(F) optionally, drying said regrind; and (G) combining said regrind with said first component, second component, or a combination thereof, of steps (A) and (B);
wherein said second component of step (B) and said first component of step (B) have a difference in refractive index, RI(second component) -RI(first component), of about 0.006 to about -0.0006, and said blend has a percent transmittance of at least 75%, and a haze of 10% or less.
2. The process of claim 1 wherein said regrind comprises a mixture of said first and second components of steps (A) and (B).
3. The process of claim 2 wherein said regrind is combined with said first component of step (A).
4. The process of claim 2 wherein said regrind is about 5 weight percent to about 60 weight percent of said shaped article, based on the total weight of said shaped article.
5. The process of claim 4 wherein said regrind is about 10 weight percent to about 40 weight percent of said shaped article.
6. The process of claim 5 wherein said regrind is about 20 weight percent to about 30 weight percent of said shaped article
7. The process of claim 1 wherein said forming is by extrusion, calendering, thermoforming, blow-molding, extrusion blow-molding, injection molding, compression molding, casting, drafting, tentering, or blowing.
8. The process of claim 7 which is a sheet, film, tube, bottle, or preform.
9. The process of claim 7 wherein said forming is in an extruder.
10. The process of claim 7 wherein said shaped article has 3 to 7 layers.
11. The process of claim 10 wherein said shaped article has a layered structure represented by ABA, ABABA, or ABCBA wherein layer A
comprises said first component of step (A), layer B comprises said second component of step (B), and layer C comprises a regrind comprising a mixture of scrap first and second components of steps (A) and (B), polyester or polycarbonate obtained from post consumer recycle, or a combination thereof.
12. The process of claim 1 wherein said second component of step (B) and said first component of step (A) have have a difference in refractive index, RI(second component) - RI(first component), of about 0.005 to about -0.0006.
13. The process of claim 1 wherein said diol residues comprise about 1 to about 5 mole percent of the residues of 1,4-cyclohexanedimethanol and about 99 to about 95 mole percent of the residues of ethylene glycol.
14. The process of claim 1 wherein said diol residues comprise about 29 to about 33 mole percent of the residues of 1,4-cyclohexanedimethanol and about 71 to about 67 mole percent of the residues of ethylene glycol.
15. The process of claim 1 wherein said diol residues comprise about 45 to about 55 mole percent of the residues of 1,4-cyclohexanedimethanol and about 55 to about 45 mole percent of the residues of ethylene glycol.
16. The process of claim 1 wherein said diol residues comprise about 60 to about 65 mole percent of the residues of 1,4-cyclohexanedimethanol and about 40 to about 35 mole percent of the residues of ethylene glycol.
17. The process of claim 1 wherein said diol residues comprise about 79 to about 83 mole percent of the residues of 1,4-cyclohexanedimethanol and about 21 to about 17 mole percent of the residues of ethylene glycol.
18. The process of claim 1 wherein said diol residues comprise about 100 mole percent of the residues of 1,4-cyclohexanedimethanol.
19. The process of claim 1 wherein said polyester further comprises about 0.1 to 2 mole%, based on the total diacid residues, of the residues of at least one branching agent selected from trimellitic acid, trimellitic anhydride, and pyromellitic dianhydride.
20. The process of claim 19 wherein said first component of step (A) further comprises a homogeneous blend of said polyester and said polycarbonate.
21. The process of claim 20 wherein said said polycarbonate is branched.
22. The process of claim 1 wherein said second component of step (B) comprises from about 10 to about 500 parts per million by weight of cobalt, based on the total weight of said shaped article.
23. The process of claim 22 wherein said homogeneous blend comprises 20 mmole/Kg or less of terminal amine groups.
24. The process of claim 1 wherein step (iii) further comprises forming at least one additional layer comprising about 50 to about 100 weight percent of said regrind, based on the total weight of said layer.
25. The process of claim 24 wherein said at least one additional layer comprises about 10 to about 500 parts per million by weight of at least one metal selected from from copper, nickel, cobalt, iron, manganese, and combinations thereof, based on the total weight of said shaped article.
26. The process of claim 25 wherein said metal is cobalt.
27. The multilayered, shaped article prepared by the process of any one of claims 1, 4, 7, 11, 13-18 inclusive, 20, or 25.
CA2598196A 2005-03-02 2006-03-02 Preparation of transparent multilayered articles Expired - Fee Related CA2598196C (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US65774705P 2005-03-02 2005-03-02
US65774605P 2005-03-02 2005-03-02
US60/657,747 2005-03-02
US60/657,746 2005-03-02
US11/363,481 2006-02-27
US11/363,481 US7786252B2 (en) 2005-03-02 2006-02-27 Preparation of transparent multilayered articles
PCT/US2006/007535 WO2006094167A1 (en) 2005-03-02 2006-03-02 Preparation of transparent multilayered articles from polyesters and homogeneous polyamide blends

Publications (2)

Publication Number Publication Date
CA2598196A1 true CA2598196A1 (en) 2006-09-08
CA2598196C CA2598196C (en) 2012-08-07

Family

ID=36944931

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2598196A Expired - Fee Related CA2598196C (en) 2005-03-02 2006-03-02 Preparation of transparent multilayered articles

Country Status (5)

Country Link
US (1) US7786252B2 (en)
EP (1) EP1861245B1 (en)
JP (1) JP2008531354A (en)
CA (1) CA2598196C (en)
WO (1) WO2006094167A1 (en)

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EP1861245B1 (en) 2014-01-29
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WO2006094167A1 (en) 2006-09-08
US7786252B2 (en) 2010-08-31
CA2598196C (en) 2012-08-07
US20060199921A1 (en) 2006-09-07

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