Curable composition
View Patent ↗The present invention aims to provide a curable composition that, while having practical curability, gives a cured product with excellent recovery, and exhibits excellent curability as well as excellent water-resistant adhesion. The curable composition includes 100 parts by weight of a reactive silyl group-containing organic polymer (A); 0.1 to 10 parts by weight of a dialkyltin disilicate compound (B); and an amino silane coupling agent (C), the dialkyltin disilicate compound (B) being a tin compound containing a bulky alkyl group and a silicate moiety with a C1 or C2 alkoxy group, and the amino silane coupling agent (C) including 1 to 10 parts by weight of an amino silane coupling agent (C1) containing a trialkoxysilyl group, and less than 1 part by weight of an amino silane coupling agent (C2) containing a dialkoxysilyl or monoalkoxysilyl group.
1. A curable composition comprising:
100 parts by weight of an organic polymer (A) containing at least one silyl group that contains a hydroxy or hydrolyzable group bonded to a silicon atom and can form a siloxane bond to be cross-linked;
0.1 to 10 parts by weight of a silanol condensation catalyst (B); and
a silane coupling agent (C) that contains a primary amino group, the silyl group in the organic polymer (A) being a group represented by formula (5):
—SiR 6 3−a (OR 7 ) a (5)
wherein R 6 is each independently a C1 to C20 alkyl group, a C6 to C20 aryl group, a C7 to C20 aralkyl group, or a triorganosiloxy group represented by (R′) 3 SiO— with R′ each independently being a substituted or unsubstituted C1 to C20 hydrocarbon group; R 7 is each independently a C1 hydrocarbon group; and a is 2,
the silanol condensation catalyst (B) being a reaction product of a dialkyltin dicarboxylate represented by the following formula (1) and a tetraalkoxysilane represented by the following formula (2) and/or its partially hydrolyzed condensate,
the formula (1) being
R 1 2 Sn(OCOR 2 ) 2 (1)
wherein R 1 is each independently a C5 to C17 monovalent hydrocarbon group, and R 2 is each independently a C1 to C17 monovalent hydrocarbon group,
the formula (2) being
Si(OR 3 ) 4 (2)
wherein R 3 is each independently a C1 or C2 hydrocarbon group,
the silane coupling agent (C) that contains a primary amino group being an amino silane coupling agent that contains an —NH 2 group and a group represented by formula (3):
—SiR 4 3−b (OR 5 ) b (3)
wherein R 4 is each independently a C1 to C20 hydrocarbon group, R 5 is each independently a C1 hydrocarbon group, and b is 1, 2, or 3,
wherein R 7 in the component (A) and R 5 in the component (C) are the same groups, and
the curable composition having a content of an amino silane coupling agent (C1) with b in formula (3) being 3 of 1 to 10 parts by weight, and having a content of an amino silane coupling agent (C2) with b in formula (3) being 1 or 2 of less than 1 part by weight.
2. The curable composition according to claim 1 , wherein the silanol condensation catalyst (B) is a dialkyltin disilicate compound represented by formula (4):
R 1 2 Sn{OSi(OR 3 ) 3 } 2 (4)
wherein R 1 is each independently a C5 to C17 monovalent hydrocarbon group, and R 3 is each independently a C1 or C2 hydrocarbon group.
3. The curable composition according to claim 1 or 2 ,
wherein the organic polymer (A) has a main chain skeleton of a polyoxyalkylene polymer and/or a poly(meth)acrylate ester polymer.
4. The curable composition according to claim 3 ,
wherein the organic polymer (A) has a main chain skeleton of a polyoxypropylene polymer.
5. The curable composition according to claim 1 ,
wherein the silanol condensation catalyst (B) is
a reaction product obtained by reacting 1 mole of the dialkyltin dicarboxylate represented by formula (1) and 2 to 6 moles of the tetraalkoxysilane represented by formula (2) and/or its partially hydrolyzed condensate, or
a mixture of the reaction product and the tetraalkoxysilane represented by formula (2) and/or its partially hydrolyzed condensate.
6. The curable composition according to claim 1 , further comprising a silicon compound (D) represented by formula (6):
R 8 4−c Si(OR 9 ) c (6)
wherein R 8 is each independently an unsubstituted C1 to C20 hydrocarbon group or a substituted C1 to C20 hydrocarbon group with a substituent other than an amino group, R 9 is each independently a C1 or C2 hydrocarbon group, and c is 1, 2, 3, or 4, and
the curable composition having a content of a silicon compound (D1) with c in formula (6) being 3 or 4 of 1 to 10 parts by weight, and having a content of a silicon compound (D2) with c in formula (6) being 1 or 2 of less than 1 part by weight.
7. The curable composition according to claim 6 , wherein R 7 in the component (A), R 5 in the component (C), and R 9 in the component (D) are the same groups.
8. The curable composition according to claim 1 , which is a one-pack curable composition.
9. The curable composition according to claim 1 , further comprising colloidal calcium carbonate.
10. The curable composition according to claim 9 , comprising 1 to 300 parts by weight of the colloidal calcium carbonate for each 100 parts by weight of the component (A).
11. The curable composition according to claim 1 , comprising not more than 180 parts by weight of heavy calcium carbonate for each 100 parts by weight of the component (A).