Curable compositions containing silyl groups and having improved storage stability

Patent metadata

Field	Value
Publication number	US-2016130402-A1
Application number	US-201414896781-A
Country	US
Kind code	A1
Filing date	Jun 16, 2014
Priority date	Jul 12, 2013
Publication date	May 12, 2016
Grant date	—

Abstract

The invention relates to moisture-curing compositions with increased storage stability based on compounds bearing silyl groups and use thereof.

First claim

1 . A curable composition comprising
a. at least one silane compound having imine groups, and b. at least one prepolymer comprising at least one silyl group.

2 . The curable composition according to claim 1 , wherein the composition comprises less than 1% by weight of water.

3 . The curable composition according to claim 1 , wherein the composition further comprises calcium carbonate as component c).

4 . The curable composition according to claim 1 , wherein the composition further comprises a curing catalyst as component d).

5 . The curable composition according to claim 1 , wherein the silane compound having imine groups of component a) is a reaction product of a silane compound having amine groups and a carbonyl compound.

6 . The curable composition according to claim 1 , wherein the composition further comprises no water scavengers, in particular, no vinyltrimethoxysilane and vinyltrimethoxysilane.

7 . The curable composition according to claim 1 , wherein the silane compound having imine groups of component a) is an aminosilane according to formula (1)

where
X 1 is mutually independently an alkoxy or an aryloxy residue, preferably having 1 to 8 carbon atoms,
X 2 is an alkyl, alkenyl, aryl, alkylaryl or aralkyl residue, preferably an alkyl residue having 1 to 20 carbon atoms,
m is 0, 1, 2 or 3, preferably 2 or 3,
o is 0 or 1,
A 1 and A 2 are mutually independently hydrogen or an organic residue, with the proviso that both residues A 1 and A 2 cannot simultaneously be hydrogen,
B 1 and B 2 are mutually independently divalent hydrocarbon residues having 1 to 18 carbon atoms, and
A 3 is hydrogen or a substituted or unsubstituted residue selected from alkyl, cycloalkyl, alkenyl, aryl, alkylaryl or aralkyl residue, preferably is hydrogen.

8 . The curable composition according to claim 1 , wherein the compound of component b) takes the form of prepolymers having alkoxysilyl groups of the formula (5)

where
Y 1 Y 2 and Y 3 are mutually independently alkyl or alkoxy residues having 1-8 carbon atoms,
Z is a residue comprising a divalent carboxy, carbamate, amide, carbonate, ureido or sulphonate group or is an oxygen atom,
w is an integer from 1 to 8, wherein the respective units with the index w are each mutually independently covalently bonded w-fold to the polymer and
v is an integer from 1 to 20, preferably 1 to 15, and
polymer is a polymer selected from a group consisting of alkyd resins, oil-modified alkyd resins, saturated or unsaturated polyesters, natural oils, epoxides, polyamides, polycarbonates, polyethylenes, polypropylenes, polybutylenes, polystyrenes, polybutadiene, ethylene-propylene copolymers, (meth)acrylates, (meth)acrylamides and salts thereof, phenolic resins, polyoxymethylene homopolymers and copolymers, polyurethanes, polysulphones, polysulphide rubbers, nitrocelluloses, vinyl butyrates, vinyl polymers, ethylcelluloses, cellulose acetates and/or butyrates, rayon, shellac, waxes, ethylene copolymers, organic rubbers, polysiloxanes, polyethersiloxanes, silicone resins, polyethers, polyetheresters, polyether carbonates and mixtures thereof.

9 . The curable composition according to claim 1 , wherein the prepolymer of component b) takes the form of at least one polyether bearing at least one silyl group.

10 . The curable composition according to claim 1 , characterized in thatwherein the compound of component b) takes the form of at least one silyl polyether of the formula (6)

where
a is an integer from 1 to 3, preferably 3,
b is an integer from 0 to 2 and the sum of a and b is equal to 3,
c is an integer from 0 to 22,
d is an integer from 1 to 1000, preferably 1 to 100,
e is an integer from 0 to 10 000, prcfcrably 1 to 2000, particularly prcfcrably 5 to 1000 and in particular is 10 to 500,
f is an integer from 0 to 1000, prcfcrably greater than 0 to 100, particularly prcfcrably 1 to 50 and in particular is 0 to 30,
g is an integer from 0 to 1000, preferably greater than 0 to 200, particularly preferably 1 to 100 and in particular is 0 to 70,
h, i and j are integers from 0 to 500, prcfcrably 0 to 300, particularly prcfcrably 0 to 200 and in particular is 0 to 100,
n is an integer between 2 and 8
and with the proviso that the fragments with the indices d to j are freely permutable with one another, i.e. are exchangeable relative to one another in the sequence within the polyether chain
and

R corresponds to one or more identical or different residues selected from linear or branched, saturated, mono- or polyunsaturated hydrocarbon residues or haloalkyl residues each having 1 to 20;
R 1 corresponds to a saturated or unsaturated, optionally branched residue, which is attached via an oxygen atom, or is a polyether residue of the type of an alkoxy, arylalkoxy or alkylarylalkoxy group, in which the carbon chain can be interrupted by oxygen atoms, or R 1 is an optionally singly or multiply fused aromatic aryloxy group, wherein the residue R 1 in the silyl polyether preferably has no silicon atom, and also
Y may not be present, or may be a methylene bridge with 1 or 2 methylene units and, if Y is present, the residues R 2 and R 3 are each divalent; if Y is not present, the residues R 2 and R 3 are each monovalent,
R 2 and R 3 mutually independently correspond to hydrogen or a saturated or optionally mono- or polyunsaturated, also further substituted, with halogen or hydroxyl groups for example, linear or branched monovalent (if Y not present) or divalent (if Y present) hydrocarbon residue; the hydrocarbon residue may be bridged cycloaliphatically via the fragment Y; if Y is present, neither of the residues R 2 or R 3 can be hydrogen, rather both residues R 2 and R 3 are divalent hydrocarbons;
R 4 corresponds to a linear or branched alkyl residue of 1 to 24 carbon atoms or an aromatic or cycloaliphatic residue which may in turn bear alkyl groups;
R 5 and R 6 mutually independently correspond to hydrogen or a saturated or optionally mono- or polyunsaturated, also further substituted, with halogen or hydroxyl groups for example, linear or branched monovalent hydrocarbon residue,
R 7 and R 8 are mutually independently either
hydrogen, alkyl, alkoxy, aryl or aralkyl groups,
R 9 , R 10 , R 11 and R 12 are mutually independently either
hydrogen, alkyl, alkenyl, alkoxy, aryl or aralkyl groups. The hydrocarbon residue can be bridged cycloaliphatically or aromatically via the fragment Z, where Z may be either a divalent alkylene or alkenylene residue.

11 . The curable composition according to claim 9 , wherein the polyether of component b) bears at least one OH group on at least one chain end.

12 . The use of silane compounds having imine groups as adhesion promoters in curable compositions.

13 . The use of curable compositions comprising at least one silane compound having imine groups and at least one prepolymer comprising at least one silyl group as adhesives and sealants, for surface coating and surface modification, as reactive crosslinkers, primers and binders for metals, glass and glass fiber

Assignees

• Evonik Degussa Gmbh

Inventors

• Schubert Frank
• Knott Wilfried

Classifications

• C09D201/10 Primary

  containing hydrolysable silane groups · CPC title

• C08G77/26 Primary

  nitrogen-containing groups · CPC title

• C08K3/26

  Carbonates; Bicarbonates · CPC title

• C08K2003/265

  Calcium, strontium or barium carbonate · CPC title

• C08K5/5465

  containing at least one C=N bond · CPC title