Radiation curable coating composition based on a silica/vinyl-functional silanol dispersion

• US 4,822,828 A
• Filed: 11/23/1987
• Issued: 04/18/1989
• Est. Priority Date: 11/23/1987
• Status: Expired due to Term

• Current Assignee: Hoechst Diafoil Company
• Original Assignee: Hoechst Celanese Corporation (Sanofi )
• Inventors: Swofford, Howard W.
• Primary Examiner(s): NOT, DEFINED
• Application Number:
  US07/123,847
• Time in Patent Office: 512 Days
• Field of Search: 522/84, 522/99
• US Class Current: 522/84
• CPC Class Codes: B32B 17/1033 Laminated safety glass or glazing containing temporary protective coatings or layers
• CPC Class Codes: B32B 2307/554 Wear resistance
• CPC Class Codes: B32B 2329/06 PVB, i.e. polyinylbutyral
• CPC Class Codes: B32B 2605/08 Cars
• CPC Class Codes: B32B 27/08 of synthetic resin
• CPC Class Codes: B32B 27/306 comprising vinyl acetate or vinyl alcohol (co)polymers
• CPC Class Codes: C08F 222/103 of trialcohols, e.g. trimethylolpropane tri(meth)acrylate
• CPC Class Codes: C08F 230/085 the monomer being a polymerisable silane, e.g. (meth)acryloyloxy trialkoxy silanes or vinyl trialkoxysilanes
• CPC Class Codes: C08J 2483/04 Polysiloxanes
• CPC Class Codes: C08J 7/0427 with only one layer of a composition containing a polymer binder with more layers C08J7/042
• CPC Class Codes: C08J 7/043 Improving the adhesiveness of the coatings per se, e.g. forming primers adhesives in the form of films or foils characterised by the primer layers between the polymer carriers and the adhesives C09J7/50
• CPC Class Codes: C08J 7/046 Forming abrasion-resistant coatings; Forming surface-hardening coatings
• CPC Class Codes: C09D 4/00 Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16

Abstract

A aqueous, radiation curable, coating composition is disclosed which comprises: (A) from 50 to 85 percent, based on the total weight of the dispersion, of a vinyl functional silane, (B) from 15 to 50 percent, based on the total weight of the dispersion of a multifunctional acrylate, and (C) optionally, from 1 to 3 weight percent of a photoinitiator. The vinyl-functional silane is the partial condensate of silica and a silane, such that at least sixty percent of the silane is a vinyl-functional silane conforming to the formula

(R).sub.a Si(R'"'"').sub.b (R").sub.c

wherein

R is allyl or vinyl functional alkyl

R'"'"' is hydrolyzable alkoxy or methoxy

R" is non-hydrolyzable, saturated alkyl, phenyl, or siloxy,

such that a+b+c=4; and

a≧1;

b≧1;

c≧0.

The above described coating composition may be applied to plastic materials and cured by exposure to ultraviolet or electron beam irradiation to form a substantially clear, abrasion resistant layer. The radiation curable composition has particular utility as an abrasion resistant coating for synthetic films, preferably polyester films. Such coated films may then be employed in automotive glazing and touch panel control applications.

Claims

1. A radiation curable composition comprising:

(a) from 50 to 85 percent, based on the total weight of the composition, of colloidal silica and the partial condensate of a silane, such that at least sixty percent of the silane is a vinyl-functional silane conforming to the formula

space="preserve" listing-type="equation">(R).sub.a Si(R'"'"').sub.b (R").sub.c

wherein

R is allyl or vinyl-functional alkyl

R'"'"' is hydrolyzable alkoxy or phenoxy

R" is non-hydrolyzable, saturated alkyl, phenyl, or siloxy such that a+b+c=4; and

a≧

1;

b≧

1;

c≧

0,

(b) from 15 to 50 percent, based on the total weight of the composition, of one or more multifunctional acrylate or methacrylate monomers.

2. The composition of claim 1 further comprising up to 10 percent of a photoinitiator.

3. The composition of claim 1 wherein said vinyl silane is selected from the group consisting of vinyltris(2-methoxyethoxy)silane, vinyltriethoxysilane, vinyltriisopropenoxysilane, phenylvinyldiethoxysilane, vinyltris(t-butylperoxy)silane, vinyl-methyldiethoxysilane, vinyltris-t-butoxysilane, vinyldimethylethoxysilane, vinyltriphenoxysilane, diphenylvinylethoxysilane, vinyltrimethoxysilane, 1,3-divinyltetraethoxydisiloxane, and vinyltriisopropoxysilane.

4. The composition of claim 3 wherein said vinyl silane is selected from the group consisting of vinyltriethoxysilane, vinyltrimethoxysilane, and vinyltris(2-methoxyethoxy)silane.

5. The composition of claim 4 wherein said vinyl silane is vinyltrimethoxysilane.

6. The composition of claim 2 wherein said photoinitiator is a blend of benzophenone and 1-hydroxycyclohexylphenylketone.

7. The composition of claim 1 further comprising from 1 to 35 weight percent, based upon the total weight of the composition, of at least one water soluble alkanol.

8. The composition of claim 7 wherein said water soluble alkanol comprises isopropanol in an amount ranging from 15 to 25 weight percent, based on the total weight of the composition.