US 11,851,557 B2
Curable composition, cured product and laminate
Keisuke Takagi, Chiyoda-ku (JP); Takashi Sasaki, Chiyoda-ku (JP); and Tomoaki Sakurada, Chiyoda-ku (JP)
Assigned to AGC Inc., Chiyoda-ku (JP)
Filed by AGC Inc., Chiyoda-ku (JP)
Filed on Jan. 31, 2020, as Appl. No. 16/778,050.
Claims priority of application No. 2019-025668 (JP), filed on Feb. 15, 2019; and application No. 2019-227662 (JP), filed on Dec. 17, 2019.
Prior Publication US 2020/0263021 A1, Aug. 20, 2020
This patent is subject to a terminal disclaimer.
Int. Cl. C08L 33/08 (2006.01); C08L 33/14 (2006.01)
CPC C08L 33/08 (2013.01) [C08L 33/14 (2013.01); C08L 2201/08 (2013.01)] 11 Claims
 
1. A curable composition comprising:
metal oxide fine particles A which have no aromatic ring and which have a median diameter of from 5 to 20 nm;
a (meth)acrylate B which has an alicyclic condensed ring, and of which the glass transition temperature of the homopolymer is from 90 to 350° C., excluding an organopolysiloxane;
an antioxidant;
an organopolysiloxane;
a radical polymerization, initiator;
an epoxy (meth)acrylate C which has no aromatic ring, and in which the amount of substance of ethylenically unsaturated groups is from 0.1 to 3.0 mmol/g, excluding an organopolysiloxane and the (meth)acrylate B; and
a urethane (meth)acrylate D which has no aromatic ring, excluding an organopolysiloxane, the (meth)acrylate B and the epoxy (meth)acrylate C,
wherein the antioxidant contains an antioxidant having a phenol moiety, and an antioxidant having a sulfide moiety excluding the antioxidant having a phenol moiety,
wherein to a total mass of the metal oxide fine particles A, the (meth)acrylate B, the organopolysiloxane, the epoxy (meth)acrylate C and the urethane (meth)acrylate D, the proportion of the organopolysiloxane is from 15 to 37 mass %, the proportion of the metal oxide fine particles A is from 15 to 40 mass %, the proportion of the (meth)acrylate B is from 20 to 50 mass %, the proportion of the epoxy (meth)acrylate C is from 4 to 22 mass %, and the proportion of the urethane (meth)acrylate D is from 5 to 32 mass %,
wherein the total mass of the metal oxide fine particles A, the (meth)acrylate B, the organopolysiloxane, the antioxidant and the radical polymerization initiator is 61.7-90.4 mass %, relative to a mass of the curable composition,
wherein the organopolysiloxane is represented by Formula (F1),

OG Complex Work Unit Chemistry
wherein a is from 2 to 300,
R11 and R21 are each independently a C1-6 alkyl group or a hydrogen atom,
i and j are each independently from 0 to 2,
Q2 and Q3 are each independently a C1-6 alkyl group when i and j are 0, a single bond or a C1-6 alkylene group when i and j are 1, and a C1-6 trivalent hydrocarbon group when i and j are 2,
X1 and X2 are —CR7═CH2, where R7 is a hydrogen atom, a methyl group, or
Si(R8)b(OR9)3-b, where R8 and R9 are each independently a C1-3 alkyl group, and
b is from 0 to 3.