Moisture-curing compositions containing silane-functional polymers and aminosilane adducts with good adhesive properties
Moisture-curing compositions include at least one silane-functional polymer P with at least two terminal groups of formula (I) and at least one reaction product R which is produced from at least one aminosilane AS with at least one primary amino group and at least one silane group-free alkene M which is capable of entering in 1,4 addition reactions with primary amino groups. The compositions have improved adhesive properties and are especially suitable for use as adhesives, sealing materials or coatings, especially as elastic adhesive or sealing materials.
1. A moisture-curing composition comprising
a) at least one silane-functional polymer P having at least two end groups of the formula (I)
where
R 1 is an alkyl group having 1 to 8 C atoms;
R 2 is an alkyl group having 1 to 5 C atoms;
a is 0, 1 or 2; and
X is a divalent radical selected from the group consisting of —NH—CO—N(R 3 )—, —NH—CO—S—, —NH—CO—O—, —O—CO—NH—, —N(R 3 )—CO—NH—, and —S—CO—NH—, where R 3 is a hydrogen atom or is a linear or branched hydrocarbon radical having 1 to 20 C atoms which optionally contains cyclic fractions and which optionally has at least one functional group selected from the group consisting of alkoxysilyl, ether, sulfone, nitrile, nitro, carboxylic ester, sulfonic ester, and phosphonic ester;
b) at least one reaction product R prepared from
at least one aminosilane AS having at least one primary amino group, and
at least one silane-group-free alkene M which is capable of undergoing 1,4-addition reactions with primary amino groups.
2. The moisture-curing composition of claim 1 , wherein the aminosilane AS has the formula (II)
where
R 8 is a linear or branched, optionally cyclic, alkylene group having 1 to 20 C atoms, optionally with aromatic fractions, and optionally with heteroatoms,
R 9 is an alkyl group having 1 to 8 C atoms,
R 10 is an alkyl group having 1 to 5 C atoms, and
b is 0, 1 or 2.
3. The moisture-curing composition of claim 2 , wherein the aminosilane AS is selected from the group consisting of 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, N-(2-aminoethyl)-3-aminopropyltrimethoxysilane, N-(2-amin-oethyl) -3-aminopropylmethyldimethoxysilane, N-(2-aminoethyl)-3-aminopropyltriethoxy -silane, and N-(2-aminoethyl)-3-aminopropyltriisopropoxysilane,
4. The moisture-curing composition of claim 1 , wherein the silane-group-free alkene M is a Michael acceptor and has the formula (III) or (IV)
where
R 4 is a hydrogen atom or is a radical from the group consisting of —R 7 , —COOR 7 , and —CN, and
R 5 is a radical from the group consisting of —COOR 7 , —CONH 2 , —CONHR 7 , —CONR 7 2 , —CN, —NO 2 , —PO(OR 7 ) 2 , —SO 2 R 7 , and —SO 2 OR 7 , and
R 6 is a hydrogen atom or is a radical from the group consisting of —CH 3 , —R 7 , —COOR 7 , and —CH 2 COOR 7 ,
where R 7 is a monovalent hydrocarbon radical having 1 to 20 C atoms which optionally contains heteroatoms.
5. The moisture-curing composition of claim 1 , wherein the silane-group-free alkane M is a Michael acceptor and contains two or more functional groups which are able to undergo 1,4-addition reactions with primary amino groups.
6. The moisture-curing composition of claim 5 , wherein the silane-group-free alkene M is a Michael acceptor and contains two or more acryloyl, methaciyloyl or acrylamide groups.
7. The moisture-curing composition of claim 1 , wherein a is 1.
8. The moisture-curing composition of claim 1 , wherein the silane-functional polymer P is a silane-functional polymer P1 for which X in formula (I ) is —NH—CO—N(R 3 )— or —NH—CO—S— or —NH—CO—O—, and which is obtainable from the reaction of a polyurethane polymer P11 which contains isocyanate groups.
9. The moisture-curing composition of claim 1 , wherein the silane-functional polymer P is a silane-functional polymer P2 for which X in formula (I) is —O—CO—NH— or —N(R 3 )—CO—NH— or —S—CO—NH—, and which is obtainable from the reaction of a polymer P21 containing at least two isocyanate-reactive groups with at least one α-iso-cyanatosilane.
10. The moisture-curing composition of claim 9 , wherein the polymer P21 containing at least two isocyanate-reactive groups is a polyol.
11. The moisture-curing composition of claim 9 , wherein the α-isocyanatosilane is (isocyanatomethyl)methyldimethoxysilane or (isocyanatomethyl) -methyldiethoxysilane.
12. The moisture-curing composition of claim 1 , wherein a is 1 and the silane-functional polymer P is a silane-functional polymer P2 which is prepared from the reaction of an α-isocyanatodialkoxysilane with a polyoxyalkylenediol P21.
13. The moisture-curing composition of claim 1 , wherein the fraction of the reaction product R in the composition is 0.1% to 10% by weight.
14. The moisture-curing composition of claim 1 , wherein the reaction product R is used in an amount of 0.2% -10% by weight in relation to the silane-functional polymer P.
15. The moisture-curing composition of claim 1 , wherein the reaction product R is prepared in situ from the aminosilane AS and the silane-group-free alkene M.
16. The moisture-curing composition of claim 1 , wherein the composition further comprises at least one plasticizer and/or at least one filler and/or at least one catalyst for the reactions of the silane groups.
17. A method of adhering, sealing or coating, comprising applying a moisture-curing composition of claim 1 to a component as an adhesive, sealant or coating.
18. The method of claim 17 , wherein the composition is applied for the adhesive bonding of components in construction or civil engineering or in the manufacture or repair of industrial goods or consumer goods.
19. The method of claim 17 , wherein the composition is applied for the sealing of joints, seams or cavities in industrial manufacture or repair, or in construction or civil engineering.
20. A method of adhesively bonding substrates S1 and S2, comprising the steps of
applying a composition of claim 1 to a substrate S1 and/or a substrate S2,
contacting the substrates S1 and S2 via the applied composition,
curing the composition by contact with moisture, the substrates S1 and S2 being alike or different from one another.
21. The method of claim 20 , wherein at least one of the substrates S1 or S2 is glass, glass ceramic, concrete, mortar, brick, tile, plaster, or natural stone; a metal or an alloy; a wood or a plastic; a powder coating, a paint or a finish.
22. An adhesively bonded article produced by a method of adhesive bonding of claim 20 .
23. The adhesively bonded article of claim 22 , wherein the article is a built structure, an industrial product or a means of transport, or a part thereof.
24. A method of sealing, comprising the steps of
applying a composition of claim 1 between a substrate S1 and a substrate S2,
curing the composition by contact with moisture the substrates S1 and S2 being alike or different from one another.
25. A sealed article produced by a method of sealing of claim 24 .