Hot melt adhesives based on sulfonated polyesters
AssigneeNational Starch and Chemical Investment Holding Corporation
InventorsMitchell J. Blumenthal, Matthew L. Sharak, Charles W. Paul
Life of this patent
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Abstract
A hot melt adhesive composition comprising (i) 10 to 90% by weight of a sulfonated polyester condensation polymer; (ii) 0 to 80% by weight of a compatible tackifier; (iii) 0 to 40% by weight of a compatible plasticizer; (iv) 5 to 40% by weight of a compatible wax diluent with a molecular weight below 500 g/mole containing at least one polar functional group, said group being present at a concentration greater than 3.times.10.sup.-3 equivalents per gram; (v) 0 to 60% by weight of a compatible crystalline thermoplastic polymer; and (vi) 0 to 3% by weight of a stabilizer, the total of (i)-(vi) to equal 100% by weight.
Claims28
A hot melt adhesive composition comprising (i) 10 to 90% by weight of a sulfonated polyester;
- condensation polymer comprising the reaction product of
- a) at least one difunctional dicarboxylic acid or the corresponding methyl esters which is not a sulphomonomer;
- b) 2 to 25 mole percent of at least one sulfomonomer containing at least one metallic sulfonate group or nitrogen-containing non-metallic sulfonate group attached to an aromatic or cycloaliphatic nucleus and at least one functional group selected from the group consisting of hydroxyl, carboxyl, and amino;
- c) at least one difunctional reactant selected from a glycol or a mixture of a glycol and diamine having two --NRH groups, the glycol containing two --C(R.sup.1), --OH groups wherein R in the reactant is hydrogen or an alkyl group of 1 to 6 carbon atoms, and R.sup.1 in the reactant is a hydrogen atom, en alkyl of 1 to 5 carbon atoms, or an aryl group of 6 to 10 carbons atoms:
- d) 0 to 40 mole percent of a difunctional reactant selected from hydroxycarboxylic acids having one --C(R).sub.2 --OH group, aminocarboxylic acids having one --NRH group, amino-alcohols having one --C(R).sub.2 --OH group and one --NRH group, or mixtures of said difunctional reactants wherein R in the reactant is hydrogen or an alkyl group of 1 to 6 carbon atoms;
- and
- e) 0 to 40 mole percent of a multifunctional reactant containing at least three functional groups selected from hydroxyl, carboxyl, and mixtures thereof wherein at least a portion of the multifunctional reactant contains at least three hydroxyl groups,
- wherein all stated mole percentages are based on the total of all acid, hydroxyl and amino group containing reactants being equal to 200 mole percent, and wherein the polymer contains proportions of acid-group containing reactants (100 mole percent acid) to hydroxy- and amino-group containing reactants (100 mole percent base) such that the value of the equivalents of base divided by the equivalents of acid is between 0.5 and 2;
- (ii) 0 to 80% by weight of a compatible tackifier;
- (iii) 0 to 40% by weight of a compatible plasticizer;
- (iv) at least one crystalline material selected from the group consisting of:
- (I) 5 to 40% by weight of a compatible wax diluent, with a molecular weight below 500 g/mole containing at least one polar functional group, said group being present at a concentration greater than 3.times.10.sup.-3 equivalents per gram and
- (II) 0 to 60% by weight of a crystalline thermoplastic polymer;
- and
- (v) 0 to 3% by weight of a stabilizer;
- the total of (i)-(v) to equal 100% by weight.
The hot melt adhesive of claim 21 additionally containing present up to 10% by weight a less polar wax selected from the group consisting of N,N'-ethylene-bis-stearamide, hydrogenated castor oil, oxidized synthetic waxes, and functionalized synthetic wax.
A non-pressure sensitive adhesive composition comprising (i) 10 to 90% by weight of a sulfonated polyester;
- condensation polymer comprising the reaction product of
- a) at least one difunctional dicarboxylic acid or the corresponding methyl ester which is not a sulphomonomer;
- b) 2 to 25 mole percent of at least one sulfomonomer containing at least one metallic sulfonate group or nitrogen-containing non-metallic sulfonate group attached to an aromatic or cycloaliphatic nucleus and at least one functional group selected from the group consisting of hydroxyl, carboxyl, and amino;
- c) at least one difunctional reactant selected from a glycol or a mixture of a glycol and diamine having two --NRH groups, the glycol containing two --C(R.sup.1).sub.2 --OH groups wherein R in the reactant is hydrogen or an alkyl group of 1 to 6 carbon atoms, and R.sup.1 in the reactant is a hydrogen atom, an alkyl of 1 to 5 carbon atoms, or an aryl group of 6 to 10 carbons atoms;
- d) 0 to 40 mole percent of a difunctional reactant selected from hydroxycarboxylic acids having one --C(R).sub.2 --OH group, aminocarboxylic acids having one --NRH group, amino-alcohols having one --C(R).sub.2 --OH group and one --NRH group, or mixtures of said difunctional reactants wherein R in the reactant is hydrogen or an alkyl group of 1 to 6 carbon atoms;
- and
- e) 0 to 40 mole percent of a multifunctional reactant containing at least three functional groups selected from hydroxyl, carboxyl, and mixtures thereof wherein at least a portion of the multifunctional reactant contains at least three hydroxyl groups, wherein all stated mole percentages are based on the total of all acid, hydroxyl and amino group containing reactants being equal to 200 mole percent, and wherein the polymer contains proportions of acid-group containing reactants (100 mole percent acid) to hydroxy- and amino-group containing reactants (100 mole percent base) such that the value of equivalents of base divided by equivalents of acid is between 0.5 and 2;
- (ii) 0 to 80% of a compatible tackifying resin;
- (iii) 5 to 40% of a compatible crystalline wax diluent with a molecular weight below 500 g/mole containing at least one polar functional group, the group being present at a concentration greater than 3.times.10.sup.-3 equivalents per gram;
- (iv) 0 to 40% of a compatible plasticizer and (v) 0 to 3% of a stabilizer.
A non-pressure sensitive adhesive composition consisting essentially of (i) 10 to 90% by weight of a sulfonated polyester;
- condensation polymer comprising the reaction product of
- a) at least one difunctional dicarboxylic acid or the corresponding methyl ester which is not a sulphomonomer;
- b) 2 to 25 mole percent of at least one sulfomonomer containing at least one metallic sulfonate group or nitrogen-containing non-metallic sulfonate group attached to an aromatic or cycloaliphatic nucleus and at least one functional group selected from the group consisting of hydroxyl, carboxyl, and amino;
- c) at least one difunctional reactant selected from a glycol or a mixture of a glycol and diamine having two --NRH groups, the glycol containing two --C(R.sup.1).sub.2 --OH groups wherein R in the reactant is hydrogen or an alkyl group of 1 to 6 carbon atoms, and R.sup.1 in the reactant is a hydrogen atom, an alkyl of 1 to 5 carbon atoms, or an aryl group of 6 to 10 carbons atoms;
- d) 0 to 40 mole percent of a difunctional reactant selected from hydroxycarboxylic acids having one --C(R).sub.2 --OH group, aminocarboxylic acids having one --NRH group, amino-alcohols having one --C(R).sub.2 --OH group and one --NRH group, or mixtures of said difunctional reactants wherein R in the reactant is hydrogen or an alkyl group of 1 to 6 carbon atoms;
- and
- e) 0 to 40 mole percent of a multifunctional reactant containing at least three functional groups selected from hydroxyl, carboxyl, and mixtures thereof wherein at least a portion of the multifunctional reactant contains at least three hydroxyl groups,
- wherein all stated mole percentages are based on the total of all acid, hydroxyl and amino group containing reactants being equal to 200 mole percent, and wherein the polymer contains proportions of acid-group containing reactants (100 mole percent acid) to hydroxy- and amino-group containing reactants (100 mole percent base) such that the value of equivalents of base divided by equivalents of acid is between 0.5 and 2;
- (ii) 0 to 80% of a compatible tackifying resin;
- (iii) 5 to 40% of a compatible crystalline wax diluent with a molecular weight below 500 g/mole containing at least one polar functional group, the group being present at a concentration greater than 3.times.10.sup.-3 equivalents per gram;
- (iv) 0 to 40% of a compatible plasticizer and (v) 5 to 60% by weight of a compatible crystalline thermoplastic polymer selected from the group consisting of ethylene vinyl acetate copolymers containing about 12 to 50% vinyl acetate, ethylene acrylic acid, ethylene methyl acrylate, ethylene n-butyl acrylate copolymers, polylactide and caprolactone polymers, poly(hydroxybutyrate/hydroxyvalerate), polyvinyl alcohol, poly(ethylene oxide), saturated polyesters, polyether amide and polyether ester block copolymers;
- and (vi) 0 to 3% by weight of a stabilizer, the total of (i)-(vi) to equal 100% by weight.
Dependencies are inferred from the claim text.