IP Library Granted Patent US 9,023,932
Granted Patent B2
US 9,023,932 · App. 13/574,108 · Granted May 5, 2015

Curable composition

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,023,932
App. No.
13/574,108
Granted
May 5, 2015
Kind
B2
Abstract

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.

Claims (38)

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).

Assignments (2)
CHANGE OF ADDRESS Recorded Sep 12, 2013
From: KANEKA CORPORATION
To: KANEKA CORPORATION
Reel/Frame 031207/0283 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 19, 2012
From: OKAMOTO, TOSHIHIKO
To: KANEKA CORPORATION
Reel/Frame 028989/0252 →