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US 2012/0082840 A1Published application
Thermally reversible hot melt adhesive composition containing multifunctional diene and dienophile compounds
AssigneeHenkel Corporation
InventorsDonald Herr, Laxmisha M. Sridhar, Andrew Slark
Life of this patent
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Abstract
The invention relates to a thermally reversible hot melt adhesive that is isocyanate-free, moisture independent, crosslinkable and thermally reversible. The thermally reversible hot melt adhesive may be repeatedly heated and cooled without negatively affecting the performance of the adhesive. The thermally reversible composition may also be used as a primer layer. The thermally reversible hot melt adhesive and primer are particularly well suited for end use applications such as packaging, graphic arts, construction, footwear, textiles, general assembly, automotive and consumer goods.
Claims20
A thermally reversible hot melt adhesive comprising:
- a) at least one multifunctional diene monomer/prepolymer L-(X)P, wherein
- i) L is selected from the group consisting of a (poly)urethane, (poly)urea, (poly)ester, (poly)carbonate, (poly)amide, (poly)imide, (poly)styrene, (poly)ether, (poly)(meth)acrylate, (poly)olefin, (poly)siloxane, copolymers of above, including copolymers of maleic anhydride, and mixtures thereof;
- ii) X is a diene containing one or more of acyclic 1,3-diene, cyclopentadiene, cyclohexadiene, furan, fulvene, pyrrole, naphthalene and anthracene;
- and
- iii) P is greater than zero;
- b) at least one multifunctional dienophile monomer/prepolymer L-(Y)Q, wherein
- i) L is selected from the group consisting of a (poly)urethane, (poly)urea, (poly)ester, (poly)carbonate, (poly)amide, (poly)imide, (poly)styrene, (poly)ether, (poly)(meth)acrylate, (poly)olefin, (poly)siloxane, copolymers of above, including copolymers of maleic anhydride, or mixtures thereof;
- and
- ii) Y is a dienophile containing one or more of a maleimide, isomaleimide, citraconimide, itaconimide, maleate, fumarate, acrylate, methacrylate, cyanoacrylate, benzoquinone, benzoquinone oxime, benzoquinone imine, naphthaquinone, alkylidene malonate, alkyne containing electron withdrawing groups and mixtures thereof;
- and
- iii) Q is greater than zero;
- and
- wherein at least one of P or Q has a value greater than 2.1.
10 more elements
A method of preparing a thermally reversible hot melt adhesive comprising:
- a) mixing at least one multifunctional diene monomer/prepolymer L-(X)P and at least one multifunctional dienophile monomer/prepolymer L-(Y)Q;
- wherein
- i) L is selected from the group consisting of a (poly)urethane, (poly)urea, (poly)ester, (poly)carbonate, (poly)amide, (poly)imide, (poly)styrene, (poly)ether, (poly)(meth)acrylate, (poly)olefin, (poly)siloxane, copolymers of above, including copolymers of maleic anhydride, and mixtures thereof;
- ii) X is a diene containing one or more of acyclic 1,3-diene, cyclopentadiene, cyclohexadiene, furan, fulvene, pyrrole, naphthalene and anthracene;
- iii) Y is a dienophile containing one or more of a maleimide, isomaleimide, citraconimide, itaconimide, maleate, fumarate, acrylate, methacrylate, cyanoacrylate, benzoquinone, benzoquione oxime, benzoquinone imine, naphthaquionone, alkylidene malonate, alkyne containing electron withdrawing groups and mixtures thereof;
- and
- iv) at least one of P of Q has a value greater than 2.1;
- b) heating the mixture above the diene/dienophile bond dissociation temperature.
5 more elements
A thermally reversible primer layer composition comprising:
- a) at least one multifunctional diene monomer/prepolymer L-(X)P, wherein
- i) L is selected from the group consisting of (poly)urethane, (poly)urea, (poly)ester, (poly)carbonate, (poly)amide, (poly)imide, (poly)styrene, (poly)ether, (poly)(meth)acrylate, (poly)olefin, (poly)siloxane, copolymers of above, including copolymers of maleic anhydride, and mixtures thereof;
- and
- ii) X is a diene containing one or more of acyclic 1,3-diene, cyclopentadiene, cyclohexadiene, furan, fulvene, pyrrole, naphthalene and anthracene;
- and
- iii) P is greater than zero;
- b) at least one multifunctional dienophile monomer/prepolymer L-(Y)Q, wherein
- i) L is selected from the group consisting of a (poly)urethane, (poly)urea, (poly)ester, (poly)carbonate, (poly)amide, (poly)imide, (poly)styrene, (poly)ether, (poly)(meth)acrylate, (poly)olefin, (poly)siloxane, copolymers of above, including copolymers of maleic anhydride, and mixtures thereof;
- and
- ii) Y is a dienophile containing one or more of a maleimide, isomaleimide, citraconimide, itaconimide, maleate, fumarate, acrylate, methacrylate, cyanoacrylate, benzoquinone, benzoquinone oxime, benzoquinone imine, naphthaquinone, alkylidene malonate, alkyne containing electron withdrawing groups and mixtures thereof;
- and
- iii) Q is greater than zero;
- and
- c) optionally, a solvent
- wherein at least one of P of Q has a value greater than 2.1.
12 more elements
Dependencies are inferred from the claim text.