Polymeric coating for protection of glass substrate

• US 4,065,589 A
• Filed: 06/09/1975
• Issued: 12/27/1977
• Est. Priority Date: 06/09/1975
• Status: Expired due to Term

• Current Assignee: Owens-Illinois Glass Container, Inc. (O-I Glass, Inc.)
• Original Assignee: Owens-Illinois Incorporated (O-I Glass, Inc.)
• Inventors: Taylor, Lynn J., Lenard, William
• Primary Examiner(s): Dixon, Jr., William R.
• Application Number:
  US05/585,111
• Time in Patent Office: 932 Days
• Field of Search: 428/35, 428/215, 428/430, 428/431, 428/435, 428/441, 428/442, 215/12 R, 215/DIG. 6, 260/878 R
• US Class Current: 428/34.7
• CPC Class Codes: B65D 23/0814 characterised by the composition of the material
• CPC Class Codes: C03C 17/32 with synthetic or natural resins C03C17/30 takes precedence
• CPC Class Codes: Y10S 215/06 Resin-coated bottles
• CPC Class Codes: Y10T 428/1321 Polymer or resin containing [i.e., natural or synthetic]
• CPC Class Codes: Y10T 428/24967 Absolute thicknesses specified
• CPC Class Codes: Y10T 428/31616 Next to polyester [e.g., alkyd]
• CPC Class Codes: Y10T 428/3162 Cross-linked polyester [e.g., glycerol maleate-styrene, etc.]
• CPC Class Codes: Y10T 428/31623 Next to polyamide or polyimide
• CPC Class Codes: Y10T 428/31645 Next to addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31649 Ester, halide or nitrile of addition polymer

Abstract

In accordance with this invention, a basic three-component chemically convertible polymeric coating composition is applied to the surface of a glass substrate and subsequently converted to a crosslinked coating by the application of heat or another form of energy. The polymeric coating composition contains at least three essential ingredients:

1. a rubbery thermoplastic organic polymer;

2. an organic peroxide or hydroperoxide; and

3. a polymerizable ethylenically unsaturated monomer having a functionality of at least two.

Claims

1. As an article of manufacture, a glass container at least partially coated with a single protective polymeric film having a thickness of at least 0.002 inch and sufficient to resist glass shattering of the container under pressure, the crosslinked film having been formed in situ on the glass container from a composition consisting of about 70% to about 98.99% by weight of at least one rubbery thermoplastic organic polymer, about 0.01% to about 10% by weight of at least one peroxidic organic compound, and about 1% to about 29.99% by weight of at least one polyfunctional monomer;

said polymer being an elastomeric organic polymer having an ultimate elongation of at least 100%, being crosslinkable and being selected from the group consisting of ethylene-vinyl acetate copolymers, hydrolyzed ethylene-vinyl acetate copolymers, ethylene-ethyl acrylate copolymers, ethylene-acrylic acid copolymers and their salts, ethylene-propylene copolymers, styrene-butadiene copolymers including both block and random copolymers, styrene-isoprene copolymers, acrylonitrile-butadiene copolymers, isobutylene-isoprene copolymers, polyurethane thermoplastic polyesters, ethylene-propylene-diene terpolymers, styrene-ethylene-butylene block terpolymers, polypentenamers, and polyamides derived from a dimer acid;

said peroxidic organic compound possessing at least one oxygen-oxygen bond; and

said polyfunctional monomer being a polymerizable ethylenically unsaturated monomer having a functionality of at least two.

2. The article of claim 1 wherein said polymerizable ethylenically unsaturated monomer is selected from the group consisting of allyl acrylate, allyl methacrylate, Bisphenol A dimethacrylate, diallyl phthalate, diallyl adipate, divinyl benzene, diethylene glycol diacrylate, diethylene glycol dimethacrylate, ethylene diacrylate, ethylene dimethacrylate, hexamethylene diacrylate, methallyl acrylate pentaerythritol tetraacrylate, pentaerthyritol triacrylate, neopentyl glycol dimethacrylate, tetraethylene glycol dimethacrylate, diallyl allylphosphonate, triallyl cyanurate, triallyl phosphate, and trimethylolpropane trimethacrylate.

3. The article of claim 2 wherein said peroxidic organic compound is selected from the group consisting of tert-butyl hydroperoxide, cumene hydroperoxide, diisopropylbenzene hydroperoxide, 2,5-dimethylhexane- 2,5-dihydroperoxide, p-menthane hydroperoxide;

1,1,3,3-tetramethylbutyl hydroperoxide, acetyl peroxide, benzoyl peroxide, p-chlorobenzoyl peroxide, 2,4-dichlorobenzoyl peroxide, ditoluoyl peroxide, decanoyl peroxide, lauroyl peroxide, isobutyryl peroxide, diisononanoyl peroxide, pelargonyl peroxide, tert-butyl peroxyacetate, tert-butyl peroxymaleic acid, tert-butyl peroxy-isobutyrate, tert-butyl peroxypivalate, tert-butyl peroxybenzoate, tert-butyl peroxycrotonate, tert-butyl-peroxy-(2-ethylhexanoate), 2,5-dimethyl-2,5-bis-(2-ethylhexanoylperoxy) hexane, 2-5-dimethyl-2,5-bis-(benzoylperoxy)hexane, 2,5-dimethyl-2,5-bis-(tert-butyl-peroxy) hexane, 2,5-dimethyl-2,5-bis-(tert-butylperoxy)-hexyne-3, di-tert-butyl diperoxyphthalate, 1,1,3,3-tetramethylbutylperoxy-2-ethyl-hexanoate, di-tert-butyl peroxide, di-tert-amyl peroxide, tert-amyl-tert-butyl peroxide, 1,1-di-tert-butylperoxy-3,3,5-trimethyl cyclohexane, bis-(tert-butylperoxy)-diisopropyl-benzene, n-butyl-4,4-bis-(tert-butylperoxy)valerate, dicumyl peroxide, acetyl acetone peroxide, methyl ethyl ketone peroxide, cyclo hexanone peroxide, tert-butylperoxy isopropyl carbonate, 2,2-bis-(tert-butylperoxy) butane, di-(2-ethylhexyl)peroxydicarbonate, and bis-(4-tert-butylcyclohexyl) peroxydicarbonate.