Radiation cure of coating compositions containing diacrylate monomer and hiding pigment

• US 4,113,893 A
• Filed: 03/16/1977
• Issued: 09/12/1978
• Est. Priority Date: 07/01/1975
• Status: Expired due to Term

• Current Assignee: PPG Industries Incorporated (Nouryon BV)
• Original Assignee: PPG Industries Incorporated (Nouryon BV)
• Inventors: Hahn, Ernest A.
• Primary Examiner(s): Turer, Richard B.
• Application Number:
  US05/778,210
• Time in Patent Office: 545 Days
• Field of Search: 204/159.23, 204/159.24, 427/44, 427/54, 96/115 P
• US Class Current: 427/500
• CPC Class Codes: C08F 222/102 of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
• 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
• CPC Class Codes: Y10T 428/18 Longitudinally sectional layer of three or more sections

Abstract

Coating compositions containing the oxygen sensitive diacrylate monomers 3-acrylyloxy-2,2-dimethylpropyl 3-acrylyloxy-2,2-dimethylpropionate, 1,3-bis(acrylyloxy)-2,2-dimethylpropane or mixtures thereof and further containing hiding pigment are cured by ionizing irradiation in the presence of a curing atmosphere containing from about 300 to about 1000 parts oxygen per million parts curing atmosphere. The resulting cured coating compositions are useful as protective coatings for many substrates.

Claims

1. A method comprising exposing a coating of an ionizing irradiation curable coating composition comprising:

a. diacrylate monomer which is 3-acrylyloxy-2,2-dimethylpropyl 3-acrylyloxy-2,2-dimethylpropionate, 1,3-bis(acrylyloxy-2,2-dimethylpropane or mixtures thereof and which constitutes from about 30 percent to 100 percent by weight of the binder of said coating composition;

b. hiding pigment which is titanium dioxide, zinc oxide, lithopone or mixtures thereof wherein the hiding pigment to diacrylate monomer weight ratio of said coating composition is in the range of from about 0.3;

1 to about 3;

1; and

c. from about 0.5 to about 10 percent triphenyl phosphine by weight of said composition

while the surface of said coating opposite the substrate upon which it is coated is in contact with a curing atmosphere containing from about 300 to about 1000 parts oxygen by volume per million parts curing atmosphere by volume, to at least about 4 megarads of ionizing irradiation of an energy equivalent to at least 100,000 electron volts to cure said coating to a hard film having a high degree of surface mar resistance.

2. The method of claim 1 wherein said ionizing irradiation is accelerated high energy electrons.

3. The method of claim 1 wherein said hiding pigment is titanium dioxide.

4. The method of claim 3 wherein said titanium dioxide is rutile.

5. The method of claim 1 wherein said curing atmosphere contains from about 300 to about 500 parts oxygen by volume per million parts curing atmosphere by volume.

6. The method of claim 1 wherein said diacrylate monomer is present in an amount in the range of from about 70 percent to 100 percent by weight of said binder.

7. A method comprising:

a. applying to a substrate a coating of an ionizing irradiation curable coating composition comprising;

(1) diacrylate monomer which is 3-acrylyloxy-2,2-dimethylpropyl 3-acrylyloxy-2,2-dimethylpropionate, 1,3-bis(acrylyloxy)-2,2-dimethylpropane or mixtures thereof and which constitutes from about 30 percent to 100 percent by weight of the binder of said coating composition,

(2) hiding pigment which is titanium dioxide, zinc oxide, lithopone or mixtures thereof wherein the hiding pigment to diacrylate monomer weight ratio of said coating composition is in the range of from about 0.3;

1 to about 3;

1, and

(3) from about 0.5 to about 10 percent triphenyl phosphine by weight of said composition; and

b. while the surface of said coating opposite said substrate is in contact with a curing atmosphere containing from about 300 to about 1000 parts oxygen by volume per million parts curing atmosphere by volume, exposing said coating to at least about 4 megarads of ionizing irradiation of an energy equivalent to at least 100,000 electron volts to cure said coating to a hard film having a high degree of surface mar resistance.

8. The method of claim 7 wherein said ionizing irradiation is accelerated high energy electrons.

9. The method of claim 7 wherein said hiding pigment is titanium dioxide.

10. The method of claim 9 wherein said titanium dioxide is rutile.

11. The method of claim 7 wherein said curing atmosphere contains from about 300 to about 500 parts oxygen by volume per million parts curing atmosphere by volume.

12. The method of claim 7 wherein said diacrylate monomer is present in an amount in the range of from about 70 percent to 100 percent by weight of said binder.

13. A coating composition capable of being cured by exposure to ionizing radiation in contact with a curing atmosphere containing from about 300 to about 1,000 parts oxygen by volume per million parts curing atmosphere by volume, said coating composition comprising:

a. diacrylate monomer which is 3-acrylyloxy-2,2-dimethylpropyl 3-acrylyloxy-2,2-dimethylpropionate, 1,3-bis(acrylyloxy)-2,2-dimethylpropane or mixtures thereof and which constitutes from about 30 percent to 100 percent by weight of the binder of said coating composition;

b. hiding pigment which is titanium dioxide, zinc oxide, lithopone or mixtures thereof wherein the hiding pigment to diacrylate monomer weight ratio of said coating composition is in the range of from about 0.3;

1 to about 3;

1; and

c. from about 0.5 to about 10 percent triphenyl phosphine by weight of said composition.

14. The coating composition of claim 13 wherein said hiding pigment is titanium dioxide.

15. The coating composition of claim 14 wherein said titanium dioxide is rutile.

16. The coating composition of claim 13 wherein said diacrylate monomer is present in an amount in the range of from about 70 percent to 100 percent by weight of said binder.