CURABLE COMPOSITION AND CATALYST COMPOSITION

• US 20100041810A1
• Filed: 11/22/2007
• Published: 02/18/2010
• Est. Priority Date: 11/22/2006
• Status: Active Grant

• Current Assignee: Kaneka Corporation
• Original Assignee: Kaneka Corporation
• Inventors: Wakabayashi, Katsuyu, Matsushita, Noriko, Ouchi, Katsuya
• Granted Patent: US 9,051,501 B2
• Time in Patent Office: Days
• US Class Current: 524/425
• CPC Class Codes: C08G 77/08 characterised by the catalysts used
• CPC Class Codes: C08K 3/16 Halogen-containing compounds
• CPC Class Codes: C08K 3/26 Carbonates; Bicarbonates
• CPC Class Codes: C08K 3/36 Silica
• CPC Class Codes: C08K 5/16 Nitrogen-containing compounds C08K5/0091 takes precedence
• CPC Class Codes: C08L 101/10 containing hydrolysable silane groups
• CPC Class Codes: C08L 21/00 Compositions of unspecified rubbers
• CPC Class Codes: C08L 71/02 Polyalkylene oxides
• CPC Class Codes: C09K 3/10 Materials in mouldable or extrudable form for sealing or packing joints or covers filling pastes C09D5/34

Abstract

An object of the present invention is to provide a curable composition made mainly of an organic polymer having a reactive silicon group, exhibits a good curability without using any organic tin compound substantially, and gives a cured product having a sufficient strength; and to provide a catalyst composition. The object is solved by a curable composition, comprising a polymer (A) having a silicon-containing group which can be crosslinked by forming a siloxane bond, and a fluoride salt compound (B).

Claims

1. A curable composition, comprising a polymer (A) having a silicon-containing group which can be crosslinked by forming a siloxane bond, and a fluoride salt compound (B).

2. The curable composition according to claim 1, further comprising a filler (C), wherein the filler (C) is at least one selected from the group consisting of precipitated calcium carbonate surface-treated with a substance other than any aliphatic acid, precipitated calcium carbonate surface-treated with an aliphatic acid (provided that the ratio by weight between fluorine atoms contained in the fluoride salt compound (B) and the precipitated calcium carbonate surface-treated with the aliphatic acid is 0.0015 or more), ground calcium carbonate, and silica.

3. The curable composition according to claim 2, wherein the fluoride salt compound (B) is an ammonium fluoride salt.

4. The curable composition according to claim 1, further comprising a protonic acid (D).

5. The curable composition according to claim 4, wherein the protonic acid (D) is an aliphatic acid.

6. The curable composition according to claim 4, wherein the protonic acid (D) is a sulfonic acid.

7. The curable composition according to claim 4, wherein the ratio between the mole number of H⁺ ions that the protonic acid (D) can supply and the mole number of fluorine atoms in the fluoride salt compound (B) is 0.1 or more.

8. The curable composition according to claim 1, further comprising a compound (E) having a sulfonyl group other than any sulfonic acid.

9. The curable composition according to claim 8, wherein the ratio between the mole number of the compound (E) having a sulfonyl group and the mole number of fluorine atoms in the fluoride salt compound (B) is 0.5 or more.

10. The curable composition according to claim 2, wherein the fluoride salt compound (B) is comprised in an amount of 0.001 to 30 parts by weight for 100 parts by weight of the polymer (A).

11. The curable composition according to claim 2, wherein the filler (C) is comprised in an amount of 5 to 500 parts by weight for 100 parts by weight of the polymer (A).

12. The curable composition according to claim 1, wherein the fluoride salt compound (B) is the following fluoride salt compound (B1):

a fluoride salt compound (B1);

a substituted ammonium fluoride salt or an unsubstituted ammonium fluoride salt, and

in a case of the substituted ammonium fluoride salt wherein its substituent is a hydrocarbon group or the unsubstituted ammonium fluoride salt, the fluoride salt compound (B) is a fluoride salt compound represented by the following general formula (1);

R_4-mNH_mF(HF)_n

(wherein R(s) is/are a substituted or an unsubstituted hydrocarbon group, 0≦

m≦

4, and n represents 0 or a positive number, provided that m and n are 0 at the same time).

13. The curable composition according to claim 12, wherein the fluoride salt compound (B1) is an ammonium hydrofluoride compound (B2).

14. The curable composition according to claim 12, wherein the fluoride salt compound (B1) is a primary, secondary or tertiary substituted ammonium fluoride salt compound (B3).

15. The curable composition according to claim 12, wherein the fluoride salt compound (B1) is an unsubstituted ammonium fluoride salt and/or an unsubstituted ammonium hydrofluoride salt, the curable composition further comprising an amine compound (F).

16. The curable composition according to claim 15, wherein the maximum particle diameter of the fluoride salt compound (B) is 150 μ

m or less.

17. The curable composition according to claim 12, wherein the fluoride salt compound is an ammonium hydrofluoride compound, the composition further comprising an amine compound (F).

18. The curable composition according to claim 17, wherein the fluoride salt compound (B) is represented by the following general formula (2):

19. The curable composition according to claim 15, wherein the amine compound (F) is an amidine compound.

20. The curable composition according to claim 15, wherein the amine compound (F) is a tertiary amine compound having an amino group.

21. The curable composition according to claim 15, wherein the ratio of the total mole number of the amine compound (F) to the total mole number of the fluoride salt compound (B) is from 0.1 to 10.

22. The curable composition according to claim 12, further comprising an acid compound (G).

23. The curable composition according to claim 22, wherein the acid compound (G) is a carboxylic acid.

24. The curable composition according to claim 23, wherein the ratio of the total mole number of the acid compound (G) to the total mole number of the amine compound (F) is from 0.5 to 2.

25. The curable composition according to claim 22, wherein the acid compound (G) is a carboxylic anhydride.

26. The curable composition according to claim 25, wherein the mole number of carboxylic anhydride groups in the acid compound (G) to the mole number of the amine compound (F) is from 0.1 to 1.

27. The curable composition according to claim 2, wherein the polymer (A) is a polymer having one or more silicon-containing groups which can be crosslinked by forming a siloxane bond, the number of the silicon-containing group(s) being one or more, on average, per molecule.

28. The curable composition according to claim 2, wherein the silicon-containing group that the polymer (A) has, which can be crosslinked by forming a siloxane bond, is represented by the following general formula (3):

—

SiR¹_3-aX_a 

 

(3)

(wherein R¹(s), the number of which is (3-a), is/are (each independently) a hydrocarbon group having 1 to 20 carbon atom(s), or a siloxy group represented by R²₃SiO—

(wherein three R²s are each independently a hydrocarbon group having 1 to 20 carbon atom(s)), X(s), the number of which is a, is/are (each independently) a group selected from the group consisting of a hydroxyl group, alkoxy groups, alkenyloxy groups, acyloxy groups, and phenoxy groups, and a is 1, 2 or

     3).

29. The curable composition according to claim 28, wherein “

a”

described in the general formula (3) is 2.

30. The curable composition according to claim 28, wherein X(s) described in the general formula (3) is/are an alkoxy group.

31. The curable composition according to claim 2, wherein the number-average molecular weight of the polymer (A) is from 3,000 to 100,000.

32. The curable composition according to claim 2, wherein the polymer (A) is a polymer having at least one main chain skeleton selected from the group consisting of a polyoxyalkylene polymer, a saturated hydrocarbon polymer, and a (meth)acrylate polymer.

33. A sealant wherein a curable composition as recited in claim 2 is used.

34. An adhesive wherein a curable composition as recited in claim 2 is used.

35. A catalyst composition which comprises a fluoride salt compound (B) and an amine compound (F), and is used to cure a polymer (A) having a silicon-containing group which can be crosslinked by forming a siloxane bond.

36. The catalyst composition according to claim 35, further comprising the acid compound (G).

37. The catalyst composition according to claim 35, further comprising a dispersing agent (H).

38. A curable composition, comprising a polymer (A) having a silicon-containing group which can be crosslinked by forming a siloxane bond, and a catalyst composition as recited in claim 35.