Moisture cured reactive hot melt adhesive with monofunctional reactants as grafting agents

• US 7,112,631 B2
• Filed: 10/24/2002
• Issued: 09/26/2006
• Est. Priority Date: 10/24/2002
• Status: Active Grant

• Current Assignee: Henkel AG & Co KGaA
• Original Assignee: National Starch and Chemical Investment Holding Corporation
• Inventors: Zhang, Yue S., Hung, Ju-Ming, Chu, Wayne K.
• Primary Examiner(s): Gulakowski, Randy
• Assistant Examiner(s): Figueroa, John J.
• Application Number:
  US10/280,298
• Publication Number:
  US 20040079482A1
• Time in Patent Office: 1,433 Days
• Field of Search: 525/453, 525/454, 525/455, 525/456, 525/457, 525/458, 525/460, 156/330.9
• US Class Current: 525/127
• CPC Class Codes: C08G 18/12 using two or more compounds having active hydrogen in the first polymerisation step
• CPC Class Codes: C08G 18/282 Alkanols, cycloalkanols or arylalkanols including terpenealcohols
• CPC Class Codes: C08G 18/307 Atmospheric humidity
• CPC Class Codes: C08G 18/4063 Mixtures of compounds of group C08G18/62 with other macromolecular compounds
• CPC Class Codes: C08G 2170/20 Compositions for hot melt adhesives
• CPC Class Codes: Y10T 428/31551 Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]

Abstract

High green strength reactive hot melt adhesives are prepared using crystalline monofunctional reactants.

Claims

1. A polyurethane hot melt adhesive composition consisting essentially of polyisocyanate, one or more polymeric polyols, a crystalline monofunctional, polymeric reactant and a functional thermoplastic polymer, wherein the one or more polymeric polyols is not a polyester polyol, wherein the adhesive comprises from about 5 wt % to about 20 wt % of the reactant and wherein the thermoplastic polymer is selected from the group comprising acrylic polymers, hydroxy functional acrylic polymers, polyvinyl acetate, polyvinyl chloride, methylene polyvinyl ether, cellulose acetate, styrene acrylonitrile, amorphous polyolefin, thermoplastic urethane, polyacrylonitrile, polybutadiene, and mixtures thereof.

2. The adhesive of claim 1, wherein the reactant is selected from the group comprising hydroxyl reactants, carboxyl reactants, thiol, amine and mixtures thereof.

3. The adhesive of claim 2, wherein the polymeric polyol is a polyether polyol.

4. The adhesive of claim 2, wherein the reactant is selected from the group comprising a low molecular weight linear polyethylene monoalcohol, polyethylene-block-polyethylene glycol, monol-terminated ring-opened polyesters, monol-terminated ring-opened polyamides, or mixtures thereof.

5. The adhesive of claim 4, wherein the reactant is a low molecular weight linear polyethylene monoalcohol.

6. The adhesive of claim 2, further comprising plasticizers, compatible tackifiers, curing catalysts, dissociation catalysts, fillers, anti-oxidants, pigments, adhesion promoters, stabilizers, aliphatic C₅–

C₁₀ terpene oligomers, rosin, rosin derivatives, rosin ester, aliphatic hydrocarbons, aromatic hydrocarbons aromatically modified aliphatic hydrocarbons, terpenes, terpene phenol, modified terpene, high molecular weight hindered phenols, multifunctional phenols, sulfur-containing phenol, phosphorous-containing phenol, terpene oligomers, DMDEE, paraffin waxes, microcrystalline waxes, castor oil, hydrogenated castor oil, fire retardant additives, boron compound, aluminum hydroxide, antimony trioxide, halogen compounds, halogen-containing phosphate compounds, tris(chloroethyl)phosphate, tris(2,3-dichloropropyl)-phosphate, ethylenebistetrabromophthalimlde, tris(2,3-dibromopropyl)-isocyanurate and mixtures thereof.

12. A method of bonding materials together which comprises applying the reactive hot melt adhesive composition of claim 1 in a liquid form to a first substrate, bringing a second substrate in contact with the composition applied to the first substrate, and subjecting the compositions to conditions which will allow the compositions to cool and cure to an irreversible solid form, the conditions comprising moisture.

13. The method of claim 12, wherein the reactant is selected from the group comprising hydroxyl reactants, carboxyl reactants, and mixtures thereof.

14. The method of claim 13, wherein the reactant is selected from the group comprising a low molecular weight linear polyethylene monoalcohol, polyethylene-block-polyethylene-glycol, monol-terminated ring-opened polyesters, or mixtures thereof.

15. An article of manufacture comprising the adhesive of claim 1.

7. A method of improving the set speed of a polyurethane adhesive comprising one or more polymeric polymeric polyols that are not a polyester polyol, comprising adding an effective amount of a crystalline monofunctional reactant to an adhesive formulation, wherein the adhesive comprises a functional thermoplastic polymer and wherein the adhesive comprises from about 5 to about 20 wt % of the reactant and the reactant is selected from the group comprising hydroxvl reactants, carboxyl reactants, and mixtures thereof.

8. The adhesive of claim 7, wherein the thermoplastic polymer is selected from the group comprising acrylic polymers, functional acrylic polymers, hydroxy functional acrylic polymers, polyvinyl acetate, polyvinyl chloride, methylene polyvinyl ether, cellulose acetate, styrene acrylonitrile, amorphous polyolefin, thermoplastic urethane, polyacrylonhtrile, polybutadiene, isobutylene diol, and mixtures thereof.

9. The method of claim 7, further comprising a polyether polyol.

10. The method of claim 7, wherein the reactant is selected from the group comprising a low molecular weight linear polyethylene monoalcohol, polyethylene-block - polyethylene glycol, monol-terminated ring-opened polyesters, or mixtures thereof.

11. The method of claim 10, wherein the reactant is a low molecular weight polyethylene monoalcohol.