Low-viscosity crosslinkers containing alkoxysilane groups
AssigneeEvonik Degussa GmbH
InventorsWiebke Stache, Emmanouil Spyrou, Iris Brückner, Ralf Klawikowski, Jan Pfingsten, Judith Schoder
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Abstract
Crosslinkers based on alkoxysilanes and alkoxysilane mixtures containing an isocyanate group can be used as a starting component in the production of coating compositions or as paint binder component, or can be used with adhesive o sealant binders o binder components having g ups reactive toward alkoxysilane groups.
Claims14
A crosslinker of formula (I) or a mixture of at least two crosslinkers of formula (I)
- wherein R1 and R2 are each independently selected from the group consisting of H, —(CH2)rR4, with r=0 to 12, —OR5, and —NHR5,
- wherein R4 and R5 are each independently selected from the group consisting of H, an alkyl group optionally containing a heteroatom, and having 1 to 18 carbon atoms, a cycloalkyl group optionally containing a heteroatom, and having 3 to 18 carbon atoms, an alkylaryl group optionally containing a heteroatom, and having 6 to 18 carbon atoms, a bivalent alkylene group having 1 to 10 carbon atoms, an alkylene oxide group having at least 4 carbon atoms, a polyether group, a polyhydroxy-functional group having 1 to 18 carbon atoms, a heteroaromatic group containing —O— and/or —N— and having 5 to 18 carbon atoms and an —O— or —NH-polyether group containing one or more different polyglycol units (CH2CH2O)pR″, wherein p is 4 to 20 and R″ is an alkyl radical having 1 to 18 carbon atoms or H, and
- wherein each G1 is a group of formula (IIa)
- —(C═O)—NH—R—Si(OR′)3 (IIa),
- wherein R in formula (IIa) is independently an aliphatic (cyclo)alkylene radical having 1 to 10 carbon atoms, and R′ in formula (IIa) in each case independently represents a linear, branched or cyclic alkyl radical having 1 to 10 carbon atoms.
A composition, comprising:
- at least one crosslinker of formula (I) or a mixture comprising at least two of the crosslinkers of formula (I)
- wherein R1 and R2 are each independently selected from the group consisting of H, —(CH2)rR4, with r=0 to 12, —OR5, and —NHR5,
- w r R a d R5 ar ac d p d tly s l ct d from t group co s st g of H, a alkyl group optionally containing a heteroatom, and having 1 to 18 carbon atoms, a cycloalkyl group optionally containing a heteroatom, and having 3 to 18 carbon atoms, an alkylaryl group optionally containing a heteroatom, and having 6 to 18 carbon atoms, a bivalent alkylene group having 1 to 10 carbon atoms, an alkylene oxide group having at least 4 carbon atoms, a polyether group, a polyhydroxy-functional group having 1 to 18 carbon atoms, a heteroaromatic group containing —O— and/or —N— and having 5 to 18 carbon atoms and an —O— or —NH-polyether group containing one or more different polyglycol units (CH2CH2O)pR″, wherein p is 4 to 20 and R″ is an alkyl radical having 1 to 18 carbon atoms or H, and
- wherein each G1 is a group of formula (IIa)
- —(C═O)—NH—R—Si(OR∝)3 (IIa),
- wherein R in formula (IIa) is independently an aliphatic (cyclo)alkylene radical having 1 to 10 carbon atoms, and R′ in formula (IIa) in each case independently represents a linear, branched or cyclic alkyl radical having 1 to 10 carbon atoms.
A process for preparing a composition comprising a crosslinker of formula (I) or a mixture comprising at least two of the crosslinkers of formula (I), said process comprising:
- (i) reacting
- at least one isocyanatoalkylalkoxysilane of formula (II) or a mixture of at least two of the isocyanatoalkylalkoxysilanes of formula (II),
- (R′O)3Si—R—N═C═O (II),
- wherein R is in each case independently an aliphatic (cyclo)alkylene radical having 1 to 10 carbon atoms, and R′ in each case independently represents a linear, branched or cyclic alkyl radical having 1 to 10 carbon atoms,
- with an organofunctional C—H-acidic compound of formula (III) having at least two acidic hydrogen atoms,
- wherein R1 and R2 are each independently selected from the group consisting of H, —(CH2)rR4, with r=0 to 12, —OR5 and —NHR5, wherein R4 and R5 are each independently selected from the group consisting of H, an alkyl group optionally containing a heteroatom, and having 1 to 18 carbon atoms, a cycloalkyl group optionally containing a heteroatom, and having 3 to 18 carbon atoms, an alkylaryl group optionally containing a heteroatom, and having 6 to 18 carbon atoms, a bivalent alkylene group having 1 to 10 carbon atoms, an alkylene oxide group having at least 4 carbon atoms, a polyether group, a polyhydroxy-functional group having 1 to 18 carbon atoms, a heteroaromatic group containing —O— and/or —N— and having 5 to 18 carbon atoms and an —O— or —NH-polyether group containing one or more different polyglycol units (CH2CH2O)pR″, wherein p is 4 to 20 and R″ is an alkyl radical having 1 to 18 carbon atoms or H.
Dependencies are inferred from the claim text.