Particulate poly(phenylene ether)-containing varnish composition, composite and laminate prepared therefrom, and method of forming composite
View Patent ↗A curable composition includes specific amounts of a ketone, a curable component, and particulate poly(phenylene ether) having a mean particle size of 3 to 12 micrometers and a particle size relative standard deviation of 20 to 60 percent. The composition has a low viscosity that facilitates wetting of reinforcing structures, and composites formed from the composition and a reinforcing structure cure to form a dielectric material with a low dielectric constant and loss tangent.
1. A composition comprising, based on the total weight of the composition:
30 to 70 weight percent of a ketone selected from the group consisting of acetone, methyl ethyl ketone, methyl isobutyl ketone, and combinations thereof;
15 to 60 weight percent of a curable component; and
5 to 40 weight percent of particulate poly(phenylene ether) having a mean particle size of 3 to 12 micrometers and a particle size relative standard deviation of 20 to 60 percent, wherein the particulate poly(phenylene ether) is undissoved in the ketone.
2. The composition of claim 1 , having a viscosity of 10 to 250 centipoise measured at a temperature in the range 25 to 30° C.
3. The composition of claim 1 , wherein the ketone comprises methyl ethyl ketone.
4. The composition of claim 1 , wherein the curable component is selected from the group consisting of cyanate ester resins, triallyl cyanurate, triallyl isocyanurate, polybutadienes, difunctional epoxy compounds, polyfunctional epoxy compounds, unsaturated esterimide resins, curable silicone resins, and combinations thereof.
5. The composition of claim 1 , wherein the curable component is selected from the group consisting of cyanate ester resins, triallyl isocyanurate, polybutadienes, difunctional epoxy compounds, cresol novolac epoxy compounds, and combinations thereof.
6. The composition of claim 1 , wherein the particulate poly(phenylene ether) comprises a poly(2,6-dimethyl-1,4-phenylene ether).
7. The composition of claim 1 , wherein the particulate poly(phenylene ether) has an intrinsic viscosity of 0.3 to 0.6 deciliter per gram, measured at 25° C. in chloroform.
8. The composition of claim 1 , further comprising an effective amount of a curing agent for the curable component.
9. The composition of claim 1 ,
wherein the ketone comprises methyl ethyl ketone;
wherein the curable component is selected from the group consisting of difunctional epoxy compounds, polyfunctional epoxy compounds, and combinations thereof;
wherein the particulate poly(phenylene ether) has a mean particle size of 4 to 10 micrometers and a particle size relative standard deviation of 30 to 50 percent;
wherein the particulate poly(phenylene ether) comprises a poly(2,6-dimethyl-1,4-phenylene ether) having an intrinsic viscosity of 0.3 to 0.6 deciliter per gram, measured at 25° C. in chloroform; and
wherein the composition comprises
40 to 60 weight percent of the ketone,
25 to 50 weight percent of the curable component, and
1 to 30 weight percent of the particulate poly(phenylene ether).
10. A method of forming a composite, comprising:
at least partially coating a reinforcing structure with a curable composition, wherein the curable composition comprises, based on the total weight of the composition,
30 to 70 weight percent of a ketone selected from the group consisting of acetone, methyl ethyl ketone, and combinations thereof;
15 to 60 weight percent of a curable component;
5 to 40 weight percent of particulate poly(phenylene ether) having a mean particle size of 3 to 12 microns and a particle size relative standard deviation of 20 to 60 percent, wherein the particulate poly(phenylene ether) is undissoved in the ketone; and
an effective amount of a curing agent for the curable component to form a curable composition-coated reinforcing structure; and
removing at least a portion of the ketone from the curable composition-coated reinforcing structure to form the composite.
11. The method of claim 10 , wherein the reinforcing structure comprises a reinforcing fabric comprising fibers selected from the group consisting of glass fibers, carbon fibers, aromatic polyamide fibers, and combinations thereof.
12. The method of claim 10 , wherein the reinforcing structure comprises glass cloth.
13. The method of claim 10 , wherein the particulate poly(phenylene ether) comprises a poly(2,6-dimethyl-1,4-phenylene ether) having an intrinsic viscosity of 0.3 to 0.6 deciliter per gram, measured at 25° C. in chloroform.
14. The method of claim 10 , further comprising at least partially curing the composite to form a prepreg.
15. The method of claim 10 ,
wherein the reinforcing structure comprises glass cloth;
wherein the ketone comprises methyl ethyl ketone;
wherein the curable component is selected from the group consisting of difunctional epoxy compounds, polyfunctional epoxy compounds, and combinations thereof;
wherein the particulate poly(phenylene ether) has a mean particle size of 4 to 10 micrometers and a particle size relative standard deviation of 30 to 50 percent;
wherein the particulate poly(phenylene ether) comprises a poly(2,6-dimethyl-1,4-phenylene ether) having an intrinsic viscosity of 0.3 to 0.6 deciliter per gram, measured at 25° C. in chloroform; and
wherein the composition comprises
40 to 60 weight percent of the ketone,
25 to 50 weight percent of the curable component, and
1 to 30 weight percent of the particulate poly(phenylene ether).