Functionalized accelerating resins derived from renewable materials
AssigneeHenkel AG & Co. KGaA
InventorsAndrew D. Messana, David P. Dworak, Anthony F. Jacobine, Darel Gustafson
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Abstract
The present invention relates to curable polyurethane polymers made from renewable materials and having polymerization accelerator groups built into the polymer. In particular hydroxylated oleaginous materials derived from plant oils, such as soybean oil, are used. These renewable materials may be formed into curable polyurethane polymers having different chemical functionalities and cure mechanisms.
Claims21
A polymerizable polymer corresponding to the structure:
- MA-U-A-U-MA
- wherein A comprises an oleaginous backbone derived from hydroxylated plant oil, U comprises a hydrocarbyl linker off of which is a group comprising a urethane linkage and a polymerization accelerator group and further optionally comprising a free isocyanate group or hydroxyl group and MA comprises a member selected from the group consisting of a (meth)acrylate-containing group, an alkoxy-containing group and combinations thereof.
A polyurethane prepared from the reaction of:
- a) an NCO-terminated polymer formed from the reaction of an hydroxylated oleaginous component derived from plant oil, a diisocyanate compound and a polymerization accelerator compound comprising an aliphatic or aromatic diol compound having an active nitrogen, which diol compound may be optionally substituted;
- and
- b) a component selected from the group consisting of an hydroxylated (meth)acrylate monomer, an alkoxy-functionalized monomer, an amine-functionalized compound and combinations thereof.
A method of forming a polyurethane polymer from a renewable source, said polyurethane polymer being (meth)acrylate functionalized and/or alkoxy functionalized, said method comprising:
- a) forming a polyurethane polymer by reacting an hydroxylated oleaginous component derived from plant oil with a diisocyanate compound and a polymerization accelerator compound comprising an aliphatic or aromatic diol compound having an active nitrogen, which diol compound may be optionally substituted;
- and
- b) reacting said polyurethane polymer with (i) a (meth)acrylate monomer containing hydroxyl functionality to yield said curable (meth)acrylate-functionalized polyurethane polymer;
- or (ii) reacting said polyurethane with an alkoxy monomer containing amine and/or isocyanate functionality to yield said curable alkoxy-functionalized monomer.
A polymerizable resin comprising:
- a) polymer corresponding to the structure:
- MA-U-A-U-MA
- wherein A comprises an oleaginous backbone derived from hydroxylated plant oil, U comprises a hydrocarbyl linker off of which is a group comprising a urethane linkage and a polymerization accelerator group and further optionally comprising a free isocyanate group and MA comprises a (meth)acrylate-containing group optionally containing one or more moisture curable groups;
- and
- b) a cure system selected from the group consisting of a free radical initiator system, a moisture cure system and combinations thereof.
-34. (canceled)
Dependencies are inferred from the claim text.