Curable composition
View Patent ↗It is the subject of the present invention to provide a solvent-free ambient-temperature curable composition, excellent in water-resistant adhesion, storage stability and curability, and generates neither smoke nor odor when working therewith. The relevant problem is solved by a curable composition including (A) a natural asphalt and/or petroleum asphalt, (B) a polyoxyalkylene polymer having one or more reactive silicon groups capable of cross-linking by forming siloxane bonds through silanol condensation reaction.
1. A curable composition comprising:
(A) a natural asphalt and/or petroleum asphalt, and
(B) a polyoxyalkylene polymer having one or more reactive silicon groups represented by the following general formula (1):
—Si(R 1 3−a )X a (1)
wherein R 1 represents an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms or a triorganosiloxy group represented by (R′O) 3 Si—, where, when two R 1 s are present, they may be the same or different, and R′ is a monovalent hydrocarbon group having 1 to 20 carbon atoms, and three R's may be the same or different; X represents a hydroxy group or a hydrolyzable group, where, when two or more Xs are present, they may be the same or different; and a represents 1, 2 or 3; and
wherein the (B) component has one or more groups represented by the following general formula (4):
—NR 2 —C(═O)— (4)
where R 2 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or an aralkyl group having 7 to 20 carbon atoms.
2. The curable composition according to claim 1 , wherein the main chain skeleton of the (B) component is polyoxypropylene.
3. The curable composition according to claim 1 , comprising (D) an epoxy resin.
4. The curable composition according to claim 3 , wherein the content of the (D) component epoxy resin is 5 to 120 parts by weight in relation to 100 parts by weight of the (A) component.
5. The curable composition according to claim 1 , comprising (E) an alkyl (meth)acrylate polymer.
6. A one-component curable composition, comprising the curable composition according to claim 1 .
7. An adhesive for tile, comprising the curable composition according to claim 1 .
8. A waterproof material, comprising the curable composition according to claim 1 .
9. A road pavement material, comprising the curable composition according to claim 1 .
10. A sealant, comprising the curable composition according to claim 1 .
11. A damping material, comprising the curable composition according to claim 1 .
12. A curable composition comprising:
(A) a natural asphalt and/or petroleum asphalt;
(B) a polyoxyalkylene polymer having one or more reactive silicon groups represented by the following general formula (1):
—Si(R 1 3−a )X a (1)
wherein R 1 represents an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms or a triorganosiloxy group represented by (R′O) 3 Si—, where, when two R 1 s are present, they may be the same or different, and R′ is a monovalent hydrocarbon group having 1 to 20 carbon atoms, and three R's may be the same or different; X represents a hydroxy group or a hydrolyzable group, where, when two or more Xs are present, they may be the same or different; and a represents 1, 2 or 3; and
(C) a plasticizer which is a sulfonate compound or a sulfonamide compound.
13. The curable composition according to claim 12 , wherein the main chain skeleton of the (B) component is polyoxypropylene.
14. The curable composition according to claim 12 , wherein the (B) component has at least two groups represented by the following general formula (4):
—NR 2 —C(═O)— (4)
where R 2 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or an aralkyl group having 7 to 20 carbon atoms, per molecule.
15. The curable composition according to claim 12 , further comprising (D) an epoxy resin.
16. The curable composition according to claim 15 , wherein the content of the (D) component epoxy resin is 5 to 120 parts by weight in relation to 100 parts by weight of the (A) component.
17. The curable composition according to claim 12 , further comprising (E) an alkyl (meth)acrylate polymer.
18. A one-component curable composition, comprising the curable composition according to claim 12 .
19. An adhesive for tile, comprising the curable composition according to claim 12 .
20. A waterproof material, comprising the curable composition according to claim 12 .
21. A road pavement material, comprising the curable composition according to claim 12 .
22. A sealant, comprising the curable composition according to claim 12 .
23. A damping material, comprising the curable composition according to claim 12 .
24. A curable composition comprising:
(A) a natural asphalt and/or petroleum asphalt;
(B) a polyoxyalkylene polymer having one or more reactive silicon groups represented by the following general formula (1):
—Si(R 1 3−a )X a (1)
wherein R 1 represents an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms or a triorganosiloxy group represented by (R′O) 3 Si—, where, when two R 1 s are present, they may be the same or different, and R′ is a monovalent hydrocarbon group having 1 to 20 carbon atoms, and three R's may be the same or different; X represents a hydroxy group or a hydrolyzable group, where, when two or more Xs are present, they may be the same or different; and a represents 1, 2 or 3;
(C) a plasticizer; and
(F) a tackifier resin,
wherein when the sum of the contents of the (A), (B), (C) and (F) components is represented as 100 parts by weight, the contents of the (A), (B), (C) and (F) components are 30-60, 25-55, 15-50 and 1-30 parts by weight, respectively.
25. The curable composition according to claim 24 , wherein the main chain skeleton of the (B) component is polyoxypropylene.
26. The curable composition according to claim 24 , wherein the introduction ratio (as derived from 1 H—NMR analysis) of the reactive silicon group introduced into the molecular terminals of the (B) component is 60% or more, and the number average molecular weight (based on GPC analysis, relative to polystyrene standard) of the (B) component is 5,000 or more.
27. The curable composition according to claim 24 , further comprising (G) a silane coupling agent.
28. The curable composition according to claim 27 , wherein the (G) component is a silane coupling agent containing one or more amino groups per molecule.
29. The curable composition according to claim 26 , wherein the introduction ratio (as derived from 1 H—NMR analysis) of the reactive silicon group introduced into the molecular terminals of the (B) component is 75% or more.
30. The curable composition according to claim 26 , wherein the (B) component is a mixture composed of a reactive silicon group-containing polyoxyalkylene polymer having an introduction ratio (as derived from 1 H—NMR analysis) of the reactive silicon group introduced into the molecular terminals thereof equal to 75% or more and less than 85% and a reactive silicon group-containing polyoxyalkylene polymer having an introduction ratio (as derived from 1 H—NMR analysis) of the reactive silicon group introduced into the molecular terminals thereof is 85% or more.
31. The curable composition according to claim 26 , wherein the introduction ratio (as derived from 1 H—NMR analysis) of the reactive silicon group introduced into the molecular terminals of the (B) component is 85% or more.
32. The curable composition according to claim 26 , wherein the number average molecular weight (based on GPC analysis, relative to polystyrene standard) of the (B) component is 10,000 or more.
33. The curable composition according to claim 24 , wherein the (B) component has one or more reactive silicon groups represented by the following general formula (2) and/or the following general formula (3):
—Si(R 1 )X 2 (2)
where R 1 and X are the same as described above, and
—SiX 3 (3)
where X is the same as described above.
34. The curable composition according to claim 24 , wherein the (B) component has at least two groups represented by the following general formula (4):
—NR 2 —C(═O)— (4)
where R 2 is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or an aralkyl group having 7 to 20 carbon atoms, per molecule.
35. The curable composition according to claim 24 , wherein the (C) component plasticizer is an aromatic oligomer or a completely or partially hydrogenated product of the aromatic oligomer.
36. The curable composition according to claim 24 , further comprising (D) an epoxy resin.
37. The curable composition according to claim 36 , wherein the content of the (D) component epoxy resin is 5 to 120 parts by weight in relation to 100 parts by weight of the (A) component.
38. The curable composition according to claim 24 , further comprising (E) an alkyl (meth)acrylate polymer.
39. The curable composition according to claim 38 , wherein the molecular chain of the (E) component alkyl (meth)acrylate polymer is a copolymer comprising (a) alkyl (meth)acrylate monomer units having an alkyl group having 1 to 8 carbon atoms and (b) alkyl (meth)acrylate monomer units having an alkyl group having 10 or more carbon atoms.
40. The curable composition according to claim 38 , wherein the (E) component alkyl (meth)acrylate polymer is a polymer having one or more reactive silicon groups represented by the above described general formula (1).
41. The curable composition according to claim 24 , wherein the (F) tackifier resin is a tackifier resin modified with phenol and/or alkylphenol.
42. The curable composition according to claim 24 , wherein 10 parts by weight or less of asphaltene is contained in 100 parts by weight of the (A) component.
43. The curable composition according to claim 24 , wherein said curable composition is cured by aging at 23° C. for 3 days and then at 50° C. for 4 days to form a 3-mm thick sheet-like specimen, and said specimen is subjected to a tensile test in compliance with JIS K 6251, resulting in a tensile strength at break of 0.4 MPa or more and an elongation at break of 50% or more.
44. A one-component curable composition, comprising the curable composition according to claim 24 .
45. An adhesive for tile, comprising the curable composition according to claim 24 .
46. A waterproof material, comprising the curable composition according to claim 24 .
47. A road pavement material, comprising the curable composition according to claim 24 .
48. A sealant, comprising the curable composition according to claim 24 .
49. A damping material, comprising the curable composition according to claim 24 .