IP Library Granted Patent US 8,080,311
Granted Patent B2
US 8,080,311 · App. 12/265,279 · Granted Dec 20, 2011

Safety glazings with improved weatherability

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Quick Facts
Patent No.
US 8,080,311
App. No.
12/265,279
Granted
Dec 20, 2011
Kind
B2
Abstract

Disclosed is a polyester film having at least one surface coated with a poly(vinylidene chloride) layer and upon which an abrasion resistant hardcoat. Further disclosed is a laminated article comprising the hardcoated polyester film.

Claims (15)

1. A safety laminate consisting essentially of (a) a hardcoated poly(ethylene terephthalate) film consisting of a polyester film which has one surface coated with a layer of a poly(vinylidene chloride) composition, with an organic colloid applied over the poly(vinylidene chloride) composition and over which is an abrasion resistant hardcoat, and wherein the other surface of the polyester film is uncoated, (b) a polymeric interlayer sheet comprising a poly(vinyl butyral) or an ionomer laminated to the uncoated surface of the hardcoated poly(ethylene terephthalate) film, and (c) a glass sheet laminated to the polymeric interlayer sheet and opposite from the hardcoated poly(ethylene terephthalate) film.

2. The safety laminate of claim 1 ,

wherein the polyester film is a poly(ethylene terephthalate) film.

3. The safety laminate of claim 1 , wherein the poly(vinylidene chloride) composition comprises a homopolymer of vinylidene chloride or a copolymer of vinylidene chloride and at least one polymerizable vinyl or vinylidene compound having a formula of

wherein, R is selected from the group consisting of —H, —COOR′, —(CH 2 ) n COOR′ (n=1-5), an alkyl radical, a halogen and X is selected from the group consisting of a hydrocarbon radical, a halogen, —NO, —NO 2 , —CN, —COOR′, —SO 3 H, —CONH 2 , —CONHR′, —CONR′ 2 ,

and —OR″,

and wherein R′ is an alkyl radical and R″ is an alkyl or aryl radical.

4. The safety laminate of claim 1 , wherein the poly(vinylidene chloride) composition comprises a vinylidene chloride copolymer, the vinylidene chloride copolymer comprising at least about 35 wt %, based on the total weight of the copolymer, of copolymerized units of a vinylidene chloride and copolymerized units of at least one vinyl or vinylidene compound selected from the group consisting of vinyl acetates; vinyl propionates; vinyl chloroacetates; vinyl chlorides; vinyl bromides; methyl or butyl acrylates; methyl, isobutyl, methoxyethyl, chloroethyl, or 2-nitro-2-methyl-propyl methacrylates; methyl or octyl α-chloroacrylates; methyl vinyl ketones; methyl isopropenyl ketones; itaconic acids; esters of itaconic acids; acrylonitriles; methacrylonitriles; styrenes; isobutylenes; vinyl naphthalenes; ethyl vinyl ethers; butyl vinyl ethers; N-vinyl phthalimides; N-vinyl succinimides; N-vinyl carbazoles; methylene diethyl malonates; and mixtures of two or more thereof.

5. The safety laminate of claim 4 , wherein the vinylidene chloride copolymer is selected from the group consisting of vinylidene chloride/acrylonitrile copolymer, vinylidene chloride/vinylacetate copolymer, vinylidene chloride/styrene copolymer, vinylidene chloride/methyl methacrylate copolymer, vinylidene chloride/metharylonitrile copolymer, vinylidene chloride/vinyl chloride copolymer, vinylidene chloride/isobutylene copolymer, vinylidene chloride/acrylic acid/itaconic acid copolymer, vinylidene chloride/acrylic ester/itaconic acid copolymer, vinylidene chloride/methylacrylate/itaconic acid copolymer, vinylidene chloride/mono methyl ester of itaconic acid copolymer, vinylidene chloride/mono ethyl ester of itaconic acid copolymer, vinylidene chloride/mono butyl ester of itaconic acid copolymer, and vinylidene chloride/acrylic acid/acrylonitrile copolymer.

6. The safety laminate of claim 1 , wherein the abrasion resistant hardcoat is a polysiloxane based hardcoat.

7. The safety laminate of claim 1 , wherein the organic colloid layer comprises a gelatin.

8. The safety laminate of claim 1 , wherein the poly(vinylidene chloride) composition layer has a thickness of about 0.01 to about 5 μm.

9. The safety laminate of claim 1 , wherein the organic colloid layer has a thickness of about 0.01 to about 5 μm.

10. The safety laminate of claim 1 , wherein the interlayer sheet comprises the poly(vinyl butyral).

11. The safety laminate of claim 1 , wherein (a) the polyester film is a poly(ethylene terephthalate) film, (b) wherein the poly(vinylidene chloride) composition comprises a vinylidene chloride copolymer, the vinylidene chloride copolymer comprising at least about 35 wt %, based on the total weight of the copolymer, of copolymerized units of a vinylidene chloride and copolymerized units of at least one vinyl or vinylidene compound selected from the group consisting of vinyl acetates; vinyl propionates; vinyl chloroacetates; vinyl chlorides; vinyl bromides; methyl or butyl acrylates; methyl, isobutyl, methoxyethyl, chloroethyl, or 2-nitro-2-methyl-propyl methacrylates; methyl or octyl α-chloroacrylates; methyl vinyl ketones; methyl isopropenyl ketones; itaconic acids; esters of itaconic acids; acrylonitriles; methacrylonitriles; styrenes; isobutylenes; vinyl naphthalenes; ethyl vinyl ethers; butyl vinyl ethers; N-vinyl phthalimides; N-vinyl succinimides; N-vinyl carbazoles; methylene diethyl malonates; and mixtures of two or more thereof, (c) the abrasion resistant hardcoat is a polysiloxane based hardcoat, (d) the organic colloid layer comprises a gelatin; (e) the poly(vinylidene chloride) composition layer has a thickness of about 0.01 to about 5 μm; and (f) the organic colloid layer has a thickness of about 0.01 to about 5 μm.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 14, 2021
From: PERFORMANCE MATERIALS NA, INC.
To: THE DOW CHEMICAL COMPANY
Reel/Frame 057813/0792 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 14, 2021
From: THE DOW CHEMICAL COMPANY
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 057813/0928 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2019
From: E.I. DU PONT DE NEMOURS AND COMPANY
To: PERFORMANCE MATERIALS NA, INC.
Reel/Frame 050237/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 10, 2009
From: ANDERSON, JERREL C.
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 023633/0680 →