Tackified polydiorganosiloxane oligourea segmented copolymers and a process for making same
First Claim
1. A curable tackified polydiorganosiloxane oligourea segmented copolymer having a degree of oligomerization of 3 to 16 comprising (a) an oligourea segmented copolymer having (i) soft polydiorganosiloxane diamine residue units, wherein the polydiorganosiloxane diamine residue is the polydiorganosiloxane diamine minus the —
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
NCO groups, (iii) monoisocyanate residue terminal units having a free radically curable or a moisture curable endcapping group, wherein the monoisocyanate residue terminal units are the monoisocyanate minus the —
NCO group, and (iv) urea linkages connecting the isocyanate residue units, the polydiorganosiloxane diamine residue units and the monoisocyanate residue terminal units, and (b) a silicate resin.
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Accused Products
Abstract
Tackified compositions comprise a curable polydiorganosiloxane oligourea segmented copolymer which has alternating soft polydiorganosiloxane units and hard diisocyanate residues, the diisocyanate residue being the diisocyanate minus the —NCO groups. The units are connected together by urea linkages and the copolymer has end groups that are reactive under free radical or moisture cure conditions, and silicate resin. Also provided are pressure-sensitive adhesives, hot melt adhesives, and vibration damping composites, vibration damping constrained layer constructions, a bi-directional vibration damping constrained layer constructions, vibration damping shaped articles as well as a method of vibrationally damping an article and processes for producing curable vibration damping material.
261 Citations
51 Claims
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1. A curable tackified polydiorganosiloxane oligourea segmented copolymer having a degree of oligomerization of 3 to 16 comprising (a) an oligourea segmented copolymer having (i) soft polydiorganosiloxane diamine residue units, wherein the polydiorganosiloxane diamine residue is the polydiorganosiloxane diamine minus the —
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
NCO groups, (iii) monoisocyanate residue terminal units having a free radically curable or a moisture curable endcapping group, wherein the monoisocyanate residue terminal units are the monoisocyanate minus the —
NCO group, and (iv) urea linkages connecting the isocyanate residue units, the polydiorganosiloxane diamine residue units and the monoisocyanate residue terminal units, and (b) a silicate resin. - View Dependent Claims (2, 3, 4, 5, 6, 12, 13, 16, 17, 20, 21, 22, 23, 26, 27)
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
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7. A pressure sensitive adhesive article comprising (a) a substrate, and (b) a pressure sensitive adhesive comprising a curable tackified polydiorganosiloxane oligourea segmented copolymer having a degree of oligomerization of 3 to 16 comprising (i) an oligourea segmented copolymer having (A) soft polydiorganosiloxane diamine residue units, wherein the polydiorganosiloxane diamine residue is the polydiorganosiloxane diamine minus the —
- NDH group with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (B) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
NCO groups, (C) monoisocyanate residue terminal units having a free radically curable or a moisture curable endcapping group, wherein the monoisocyanate residue terminal units are the monoisocyanate minus the —
NCO group, and (D) urea linkages connecting the isocyanate residue units, the polydiorganosiloxane diamine residue units and the monoisocyanate residue terminal units, and (ii) a silicate resin. - View Dependent Claims (8, 9, 18, 24, 25)
- NDH group with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (B) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
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10. A hot melt adhesive comprising a curable tackified polydiorganosiloxane oligourea segmented copolymer having a degree of oligomerization of 3 to 16 comprising (a) an oligurea segmented copolymer having (i) soft polydiorganosiloxane diamine residue units, wherein the polydiorganosiloxane diamine residue is the polydiorganosiloxane diamine minus the —
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
NCO groups, (iii) monoisocyanate residue terminal units having a free radically curable or a moisture curable endcapping group, wherein the monoisocyanate residue terminal units are the monoisocyanate minus the —
NCO group, and (iv) urea linkages connecting the isocyanate residue units, the polydiorganosiloxane diamine residue units and the monoisocyanate residue terminal units, and (b) a silicate resin. - View Dependent Claims (11, 19)
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
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14. A process for producing a curable tackified polydiorganosiloxane oligourea segmented copolymer having a degree of oligomerization of 3 to 16 and comprising (A) an oligourea segmented copolymer having (i) soft polydiorganosiloxane diamine residue units, wherein the polydiorganosiloxane diamine residue is the polydiorganosiloxane diamine minus the —
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
NCO groups, and the residues of the isocyanate units and the polydiorganosiloxane diamine units are connected by urea linkages, and (iii) terminal functional endcapping groups, and (B) a silicate resin;
wherein the process comprises the steps of (a) continuously providing reactants, wherein the reactants comprise at least one polyisocyanate, at least one polyamine, and at least one endcapping agent to a reactor;
(b) mixing the reactants in the reactor;
(c) allowing the reactants to react under substantially solvent free conditions to form a polydiorganosiloxane oligourea segmented copolymer;
(d) conveying the copolymer from the reactor;
(e) providing the copolymer, at least one silicate tackifying resin, and solvent to a second reactor;
(f) mixing the copolymer, the silicate tackifying resin, and the solvent in the second reactor to form a tackified composition; and
(g) conveying the tackified composition from the second reactor.
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
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15. An essentially solventless process for producing the curable tackified polydiorganosiloxane oligourea segmented copolymer having a degree of oligomerization of 3 to 16 and comprising (A) an oligourea segmented copolymer having (i) soft polydiorganosiloxane diamine residue units, wherein the polydiorganosiloxane diamine residue is the polydiorganosiloxane diamine minus the —
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
NCO groups, and the residues of the isocyanate units and the polydiorganosiloxane diamine units are connected by urea linkages, and (iii) terminal functional endcapping groups, and (B) a silicate resin;
wherein the process comprises the steps of (a) forming polydiorganosiloxane oligourea segmented copolymer by continuously providing reactants, wherein the reactants comprise at least one polyisocyanate, at least one endcapping agent that has end groups that are reactive under free radical or moisture cure conditions, and at least one polyamine to a reactor, (b) mixing the reactants in the reactor, (c) allowing the reactants to react to form a polydiorganosiloxane oligourea copolymer, (d) conveying polymer from the reactor, and (e) incorporating a silicate resin by blending the silicate resin with reactants or the polydiorganosiloxane oligourea segmented copolymer.
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
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28. A curable tackified polydiorganosiloxane oligourea segmented copolymer having a degree of oligomerization of 3 to 16 comprising (a) an oligourea segmented copolymer having (i) soft polydiorganosiloxane diamine residue units, wherein the polydiorganosiloxane diamine residue is the polydiorganosiloxane diamine minus the—
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
NCO groups, (iii) monoamine residue terminal units having a free radically curable or a moisture curable endcapping group, wherein the monoamine residue terminal units are the monoamine minus the —
NDH group with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl and a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, and (iv) urea linkages connecting the isocyanate residue units, the polydiorganosiloxane diamine residue units and monoamine residue terminal units, and (b) a silicate resin. - View Dependent Claims (29, 30, 31, 32, 33, 34, 35, 36, 37, 43, 44, 45, 46)
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
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38. A pressure sensitive adhesive article comprising (a) a substrate, and (b) a pressure sensitive adhesive comprising a curable tackified polydiorganosiloxane oligourea segmented copolymer having a degree of oligomerization of 3 to 16 comprising (i) an oligourea segmented copolymer having (A) soft polydiorganosiloxane diamine residue units, wherein the polydiorganosiloxane diamine residue is the polydiorganosiloxane diamine minus the —
- NDH group with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (B) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
NCO groups, (C) monoamine residue terminal units having a free radically curable or a moisture curable endcapping group, wherein the monoamine residue terminal units are the monoamine minus the —
NDH group with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl and a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, and (D) urea linkages connecting the isocyanate residue units, the polydiorganosiloxane diamine residue units and the monoamine residue terminal units, and (ii) a silicate resin. - View Dependent Claims (39, 40, 47)
- NDH group with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (B) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
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41. A hot melt adhesive comprising a curable tackified polydiorganosiloxane oligourea segmented copolymer having a degree of oligomerization of 3 to 16 comprising (a) an oligourea segmented copolymer having (i) soft polydiorganosiloxane diamine residue units, wherein the polydiorganosiloxane diamine residue is the polydiorganosiloxane diamine minus the —
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
NCO groups, (iii) monoamine residue terminal units having a free radically curable or a moisture curable endcapping group, wherein the monoamine residue terminal units are the monoamine minus the —
NDH group with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl and a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, and (iv) urea linkages connecting the isocyanate residue units, the polydiorganosiloxane diamine residue units and the monoamine residue terminal units, and (b) a silicate resin. - View Dependent Claims (42, 48)
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl or a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) hard polyisocyanate residue units, wherein the polyisocyanate residue is the polyisocyanate minus the —
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49. A curable tackified polydiorganosiloxane oligourea segmented copolymer having a degree of oligomerization of 3 to 16 comprising (a) an oligourea segmented copolymer having (i) at least two soft polydiorganosiloxane diamine residue units, wherein the polydiorganosiloxane diamine residue units are a polydiorganosiloxane diamine minus all —
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl and a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) at least three hard polyisocyanate residue units, wherein the polyisocyanate residue units are a polyisocyanate minus the—
NCO groups, (iii) urea linkages connecting alternating isocyanate residue units and polydiorganosiloxane diamine residue units, and (iv) terminal groups having free radically curable end groups, and (b) a silicate resin. - View Dependent Claims (50, 51)
- NDH groups with D selected from hydrogen, alkyl radicals having 1 to 10 carbon atoms, phenyl and a radical that completes a ring structure to form a heterocycle having about 6 to 20 carbon atoms, (ii) at least three hard polyisocyanate residue units, wherein the polyisocyanate residue units are a polyisocyanate minus the—
Specification