Functionalized polyurethanes prepared from renewable materials
AssigneeHenkel IP & Holding GmbH
InventorsAndrew D. Messana, David P. Dworak, Anthony F. Jacobine, Angelica Messana
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Abstract
The present invention relates to curable polyurethane polymers made from renewable materials. 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.
Claims32
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 urethane linkage 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 by the reaction product of:
- a) an NCO-terminated polymer formed from the reaction of an hydroxylated oleaginous component derived from plant oil and a diisocyante;
- and
- b) a component selected from the group consisting of an hydroxylated (meth)acrylate monomer an alkoxy-functionalized monomer and combinations.
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;
- 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 isocyante 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 urethane linkage and MA comprises a (meth)acrylate-containing group optionally containing one or more moisture curable groups;
- b) a cure system selected from the group consisting of a free radical initiator system, a moisture cure system and combinations thereof.
A method for forming a polymerizable (meth)acrylate-functionalized polyurethane polymer comprising, reacting a (meth)acrylate-functionalized isocyanate compound with an hydroxylated oleaginous compound derived from a renewable source, said reacting being conducted for a time and at a temperature sufficient to form a polymerizable (meth)acrylate-functionalized polyurethane compound.
A method for forming a polymerizable alkoxy-functionalized polyurethane polymer comprising, reacting an alkoxy-functionalized isocyanate compound with a hydroxylated oleaginous compound derived from a renewable source, said reacting being conducted for a time and at a temperature sufficient to form a polymerizable alkoxy-functionalized polyurethane compound.
A method of forming a curable polyurethane polymer from a renewable source comprising:
- a) forming a polyurethane polymer by reacting an hydroxylated oleaginous component derived from a plant oil with a diisocyanate containing one or more alkoxy C1-4 groups;
- and
- b) further reacting said polyurethane polymer with compound containing a reactive amino group and a moisture curing group.
Dependencies are inferred from the claim text.