Curable resin composition
View Patent ↗A curable resin composition, comprising 100 parts by mass of a (meth)acrylic polymer (A) having, at a terminal thereof, at least one crosslinkable silyl group; 0.1 to 100 parts by mass of a diamine compound (B) having a monovalent or bivalent aliphatic or alicyclic hydrocarbon group that has 8 or more carbon atoms and may be branched and having at least one primary amino group; and 0.1 to 100 parts by mass of a diamine compound (C) having a monovalent aliphatic or alicyclic hydrocarbon group that has 8 or more carbon atoms and may be branched, and having a crosslinkable silyl group and/or a (meth)acryloyl group.
1. A curable resin composition, comprising 100 parts by mass of a (meth)acrylic polymer (A) having, at a terminal thereof, at least one crosslinkable silyl group; 0.1 to 100 parts by mass of a diamine compound (B) having a monovalent or bivalent aliphatic or alicyclic hydrocarbon group that has 8 or more carbon atoms and may be branched and having at least one primary amino group; and 0.1 to 100 parts by mass of a diamine compound (C) having a monovalent aliphatic or alicyclic hydrocarbon group that has 8 or more carbon atoms and may be branched, and having a crosslinkable silyl group and/or a (meth)acryloyl group.
2. The curable resin composition according to claim 1 , wherein the diamine compound (C) is a reaction product (C1) made from a diamine compound (c11) represented by the following formula (I), an epoxysilane (c12), and a (meth)acryloyl-group-containing compound (c13):
R 1 —NH—R 2 —NH 2 (I)
wherein R 1 represents a monovalent aliphatic or alicyclic hydrocarbon group that has 8 or more carbon atoms and may be branched, and R 2 represents a bivalent hydrocarbon group that has 2 to 18 carbon atoms, may have an oxygen atom, and may be branched.
3. The curable resin composition according to claim 2 , wherein the ratio by mole of the diamine compound (c11) to the epoxysilane (c12) to the (meth)acryloyl-group-containing compound (c13), i.e., the ratio by mole of (c11)/(c12)/(c13), these compounds being used in the reaction product (C1), is from 1/0.1-3.0/0.1-3.0.
4. The curable resin composition according to claim 2 , wherein the (meth)acryloyl-group-containing compound (c13) has a saturated hydrocarbon group.
5. The curable resin composition according to claim 2 , wherein the (meth)acryloyl-group-containing compound (c13) has an unsaturated hydrocarbon group.
6. The curable resin composition according to claim 2 , wherein the (meth)acryloyl-group-containing compound (c13) has a cyclic structure.
7. The curable resin composition according to claim 1 , wherein the diamine compound (C) is a diamine compound (C2) represented by the following formula (II):
R 1 —NR 3 —R 2 —NR 4 R 5 (II)
wherein R 1 represents a monovalent aliphatic or alicyclic hydrocarbon group that has 8 or more carbon atoms and may be branched; R 2 represents a bivalent hydrocarbon group that has 2 to 18 carbon atoms, may have an oxygen atom, and may be branched; and R 3 , R 4 and R 5 each independently represent a hydrogen atom, or an organic group that has 2 to 30 carbon atoms and may contain a (meth)acryloyl group provided that at least one of R 3 , R 4 and R 5 represents a group containing a (meth)acryloyl group.
8. The curable resin composition according to claim 7 , wherein the diamine compound (C2) is a reaction product made from a diamine compound (c21) represented by the following formula (I), and a compound (c22) having, in a single molecule thereof, two or more (meth)acryloyl groups:
R 1 —NH—R 2 —NH 2 (I)
wherein R 1 represents a monovalent aliphatic or alicyclic hydrocarbon group that has 8 or more carbon atoms and may be branched, and R 2 represents a bivalent hydrocarbon group that has 2 to 18 carbon atoms, may have an oxygen atom, and may be branched.
9. The curable resin composition according to claim 7 , wherein the diamine compound (C2) is a reaction product made from a diamine compound (c21) represented by the following formula (I), and a compound (c23) having, in a single molecule thereof, one or more (meth)acryloyl groups, and one or more epoxy groups:
R 1 —NH—R 2 —NH 2 (I)
wherein R 1 represents a monovalent aliphatic or alicyclic hydrocarbon group that has 8 or more carbon atoms and may be branched, and R 2 represents a bivalent hydrocarbon group that has 2 to 18 carbon atoms, may have an oxygen atom, and may be branched.
10. The curable resin composition according to claim 7 , wherein the diamine compound (C2) contains a crosslinkable silyl group.
11. The curable resin composition according to claim 1 , further comprising a photopolymerization initiator (D).
12. The curable resin composition according to claim 11 , wherein the photopolymerization initiator (D) is a radical photoinitiator.