Polyether-based composition curable by metathesis reaction
AssigneeKerr Corporation
InventorChristos Angeletakis
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Abstract
One-part and two-part compositions curable by a metathesis reaction comprising a resin containing a polyether-based substrate with at least two cycloolefin groups per molecule curable by a metathesis reaction with a metathesis catalyst. These compositions may optionally contain a reaction control agent for slowing the progress of the metathesis reaction. The metathesis catalyst can be a ruthenium carbene complex catalyst. The substrate may be, for example, a difunctional urethane polyester or polyether carboxylate containing norbornenyl end groups.
Claims20
A composition comprising at least 0.1 wt. % of a substrate containing at least two cycloolefin groups capable of undergoing a metathesis reaction and a metal carbene complex catalyst capable of initiating the metathesis reaction, wherein the substrate is a urethane polyether carboxylate or a urethane polyester carboxylate, functionalized with at least two cycloolefin groups, and having the formula:
- wherein:
- a=1-100, c=0 or 1 and d=2-100,
- Q is a linear, branched, cyclic or polycyclic organic residue optionally containing siloxane groups (Si—O—Si) and optionally containing heteroatoms selected from the group consisting of B, N, O, Si, P, and S,
- Z is a linear, branched, cyclic or polycyclic urethane polyether or urethane polyester optionally containing siloxane groups (Si—O—Si) and optionally containing heteroatoms selected from the group consisting of B, N, O, Si, P, and S, and
- D is a cycloolefinic residue and is different than Q or Z;
- and
- wherein the catalyst has a structure selected from:
- wherein:
- M is ruthenium or osmium,
- X is an alkylidene ligand with basicity higher than that of tricyclohexylphosphine (PCy3),
- X1 is either PCy3 or a neutral electron donor ligand with basicity lower than that of PCy3,
- X2 and X3 are either the same or different and are any anionic ligand,
- Z is oxygen (O) or sulfur (S),
- R1 and R2 are the same or different and are each a linear, branched, cyclic or polycyclic organic residue optionally containing siloxane groups (Si—O—Si) and optionally containing heteroatoms selected from the group consisting of B, N, O, Si, P, and S, and
- R4, R5, a, b, c, and d are the same or different and are each a linear, branched, cyclic or polycyclic organic residue optionally containing siloxane groups (Si—O—Si) and optionally containing heteroatoms selected from the group consisting of B, N, O, Si, P, and S.
A composition capable of undergoing a metathesis reaction upon mixing of its components, the components comprising:
- a resin having an urethane polyester carboxylate backbone or an urethane polyether carboxylate backbone, functionalized with at least two cycloolefin groups capable of undergoing a metathesis reaction;
- a ruthenium carbene complex catalyst capable of initiating the metathesis reaction in the composition, wherein the catalyst has the formula:
- wherein Ph is phenyl, X is an alkylidene ligand having a basicity higher than that of tricyclohexyiphosphine (PCy3), and X1 is a phosphine, phosphite, phosphinite or phosphonite having a basicity lower than that of PCy3;
- and
- a reaction control agent for preventing completion of the metathesis reaction after mixing the composition components at a mixing temperature and until exposing the composition to an elevated temperature above the mixing temperature, the reaction control agent having the structure:
- wherein:
- G is selected from the group consisting of:
- L3,
- L is a hydrocarbon fragment containing an allyl group, a vinyl group, an ethynyl group or a propargyl group,
- L1-L9 are each independently selected from the group consisting of L, alkyl, aryl, aralkyl or haloalkyl,
- A is a Group 14 atom,
- n=0-20, and
- m=0-20.
Dependencies are inferred from the claim text.