IP Library Granted Patent US 8,815,985
Granted Patent B2
US 8,815,985 · App. 12/526,751 · Granted Aug 26, 2014

Curable composition

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Quick Facts
Patent No.
US 8,815,985
App. No.
12/526,751
Granted
Aug 26, 2014
Kind
B2
Abstract

An object of the present invention is to provide a curable composition which is made mainly of a polymer having one or more reactive silicon groups, has good curability even when filler is used while a non-organotin catalyst is used, and is further high in industrial practicability. The object is solved by a curable composition, comprising, as constituents, a polymer (A) having one or more reactive silicon groups on average per molecule thereof, the reactive silicon group(s) being (each) a group which can be crosslinked by forming a siloxane bond, a Lewis acid and/or derivative thereof (B), an amine compound (C), a compound (D) having a reactive silicon group, and filler (E), and obtained by mixing the constituents with each other.

Claims (22)

1. A curable composition, comprising, as constituents,

a polymer (A) having one or more reactive silicon groups on average per molecule thereof, the reactive silicon group(s) being (each) a group which can be crosslinked by forming a siloxane bond, wherein the reactive silicon group(s) present in the polymer (A) is/are (each) a reactive silicon group represented by the general formula (2):

—SiR 3 3-b Y b   (2)

wherein R 3 or R 3 s, the number of which is (3-b), is/are (each independently) a hydrocarbon group having 1 to 20 carbon atoms, Y or Ys, the number of which is b, is/are (each independently) at least one selected from the group consisting of a hydroxyl group, an alkoxy group, an alkenyloxy group, an acyloxy group, a phenoxy group, and a siloxy group represented by R 2 3 SiO— wherein three R 2 s are each independently a hydrocarbon group having 1 to 20 carbon atoms, and b is any one of 1, 2 and 3;

wherein the polymer (A) having one or more reactive silicon groups is a polymer having a number-average molecular weight of 3,000 to 100,000; and the main chain skeleton of the polymer (A) having one or more reactive silicon groups is at least one selected from the group consisting of a polyoxyalkylene based polymer, a saturated hydrocarbon based polymer, and a (meth)acrylate based polymer;

a Lewis acid and/or derivative thereof (B) comprising BF 3 and/or a complex thereof in an amount of 0.01 to 10 parts by weight based on 100 parts by weight of the polymer (A),

an amine compound (C) of at least one of the group consisting of methylamine, ethylamine, propylamine, isopropylamine, butylamine, amylamine, hexylamine, octylamine, 2-ethylhexylamine, nonylamine, decylamine, laurylamine, pentadecylamine, cetylamine, stearylamine, cyclohexylamine, dimethylamine, diethylamine, dipropylamine, diisopropylamine, dibutylamine, diamylamine, dihexylamine, dioctylamine, di(2-ethylhexyl)amine, didecylamine, dilaurylamine, dicetylamine, distearylamine, methylstearylamine, ethylstearylamine, butylstearylamine, pyridine, 2-aminopyridine, 2-(dimethylamino)pyridine, 4-(dimethylamino)pyridine, 2-hydroxypyridine, imidazole, 2-ethyl-4-methylimidazole, morpholine, N-methylmorpholine, piperidine, 2-piperidinemethanol, 2-(2-piperidino)ethanol, piperidone, 1,2-dimethyl-1,4,5,6-tetrahydropyrimidine, 1,8-diazabicyclo[5,4,0]undecene-7 (DBU), 6-(dibutylamino)-1,8-diazabicyclo[5,4,0]undecene-7 (DBA-DBU), 1,5-diazabicyclo[4,3,0]nonene-5 (DBN), 1,4-diazabicyclo[2,2,2]octane (DABCO), aziridine, 3-diethylaminopropylamine, guanidine, phenylguanidine, diphenylguanidine, butylbiguanide, 1-0-tolybiguanide, and 1-phenylbiguanide, γ-aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, γ-aminopropyltriisopropoxysilane, γ-aminopropylmethyldimethoxysilane, γ-aminopropylmethyldiethoxysilane, γ-(2-aminoethyl)aminopropyltrimethoxysilane, γ-(2-aminoethyl)aminopropylmethyldimethoxysilane, γ-(2-aminoethyl)aminopropyltriethoxysilane, γ-(2-aminoethyl)aminopropylmethyldiethoxysilaen, γ-(2-aminoethyl)aminopropyltriisopropoxysilane, γ-(2-(2-aminoethyl)aminoethyl)aminopropyltrimethoxysilane, γ-(6-aminohexyl)aminopropyltrimethoxysilane, 3-(N-ethylamino)-2-methylpropyltrimethoxysilane, γ-ureidopropyltrimethoxysilane, γ-ureidopropyltriethoxysilane, N-phenyl-γ-aminopropyltrimethoxysilane, N-benzyl-γ-aminopropyltrimethoxysilane, N-vinylbenzyl-γ-aminopropyltriethoxysilane, N-cyclohexylaminomethyltriethoxysilane, N-cyclohexylaminomethyldiethoxymethylsilane, N-phenylaminomethyltrimethoxysilane, (2-aminoethyl)aminomethyltrimethoxysilane, and N,N′-bis[3-(trimethoxysilyl)propyl]ethylenediamine in an amount from 0.1 to 10 parts by weight based on 100 parts by weight of the polymer (A),

a compound (D) of vinyltrimethoxysilane in an amount of 1 to 10 parts by weight based on 100 parts by weight of the polymer (A); and

filler (E), and obtained by mixing the constituents with each other.

2. The curable composition according to claim 1 , wherein b in the general formula (2) is 2.

3. The curable composition according to claim 1 , wherein Y(s) in the general formula (2) is/are (each) an alkoxy group.

4. The curable composition according to claim 1 , wherein Y(s) in the general formula (2) is/are (each) a methoxy group.

5. The curable composition according to claim 1 , wherein the amine compound (C) is at least one of the group consisting of phenyl guanidine, diphenyl guanidine, 1-o-tolylbiguanide and 1-phenyl biguanide.

6. The curable composition according to claim 1 , wherein the filler (E) is precipitated calcium carbonate which is surface-treated with an aliphatic acid and/or an aliphatic acid salt.

7. The curable composition according to claim 1 , which is obtained by mixing constituents containing at least the polymer (A) having one or more reactive silicon groups and/or the compound (D) having a reactive silicon group, and the Lewis acid and/or derivative (B) with each other in advance, and then mixing this mixture with other constituent(s) containing at least the filler (E).

8. The curable composition according to claim 7 , which is obtained by mixing constituents containing at least the polymer (A) having one or more reactive silicon groups and/or the compound (D) having a reactive silicon group, and the Lewis acid and/or derivative thereof (B) with each other in advance in the absence of the filler (E), and then mixing this mixture with other constituent(s) containing at least the filler (E).

9. The curable composition according to claim 1 , which is obtained by mixing constituents containing at least the polymer (A) and the filler (E) with each other in advance, and then mixing this mixture with other constituent(s) containing at least the Lewis acid and/or derivative thereof (B).

10. The curable composition according to claim 1 , which is produced through a process containing a step of heating the curable composition at a temperature of 40° C. or higher.

11. A sealant wherein the curable composition as recited in claim 1 is used.

12. An adhesive wherein the curable composition as recited in claim 1 is used.

13. The curable composition according to claim 5 , wherein the Component (C) is limited to 1-phenylguanidine.

14. The curable composition according to claim 1 , wherein the amine compound (C) is at least one of the group consisting of 1,8-diazabicyclo[5,4,0]undecene-7 (DBU), 3-diethylaminopropylamine, and aminopropyltrimethoxysilane.

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 Aug 17, 2009
From: WAKABAYASHI, KATSUYU; OUCHI, KATSUYA
To: KANEKA CORPORATION
Reel/Frame 023106/0205 →