(meth)acrylate-functionalized oligomers and methods of preparing and using such oligomers

A (meth)acrylate-functionalized oligomer having a backbone comprising a first segment and a second segment and obtained by a process comprising:

• a) reacting a first segment precursor of the first segment which has a number average molecular weight of at least 250 daltons and which contains a plurality of repeating units and a plurality of isocyanate-reactive functional groups with a polyisocyanate to obtain a first isocyanate-terminated intermediate oligomer;
• b) reacting the first isocyanate-terminated intermediate oligomer with additional polyisocyanate and a second segment precursor of the second segment which has a number average molecular weight of at least 250 daltons and which contains a plurality of repeating units and a plurality of isocyanate-reactive functional groups to obtain a second isocyanate-terminated intermediate oligomer;
• and
• c) reacting the second isocyanate-terminated intermediate oligomer with a (meth)acrylate compound comprised of an isocyanate-reactive functional group and at least one (meth)acrylate functional group to obtain the (meth)acrylate-functionalized oligomer;
• wherein the first segment precursor and second segment precursor are compositionally different from each other and wherein a Hansen Solubility Parameter Distance Relative Energy Difference between the first segment and the second segment is at least 4 MPa1/2 and not more than 9 MPa1/2.

A (meth)acrylate-functionalized oligomer having a backbone comprising a first segment and a second segment and obtained by a process comprising:

• a) reacting a mixture of a first segment precursor of the first segment which has a number average molecular weight of at least 250 daltons and which contains a plurality of repeating units and a plurality of isocyanate-reactive functional groups and a second segment precursor of the second segment which has a number average molecular weight of at least 250 daltons and which contains a plurality of repeating units and a plurality of isocyanate-reactive functional groups with a polyisocyanate to obtain an isocyanate-terminated intermediate oligomer;
• and
• b) reacting the isocyanate-terminated intermediate oligomer with a (meth)acrylate compound comprised of an isocyanate-reactive functional group and at least one (meth)acrylate functional group to obtain the (meth)acrylate-functionalized oligomer;
• wherein the first segment precursor and second segment precursor are compositionally different from each other and wherein a Hansen Solubility Parameter Distance Relative Energy Difference between the first segment and the second segment is at least 4 MPa1/2 and not more than 9 MPa1/2.

A process for making a (meth)acrylate-functionalized oligomer having a backbone comprising a first segment and a second segment, said method comprising:

• a) reacting a first segment precursor of the first segment which has a number average molecular weight of at least 250 daltons and which contains a plurality of repeating units and a plurality of isocyanate-reactive functional groups with a polyisocyanate to obtain a first isocyanate-terminated intermediate oligomer;
• b) reacting the first isocyanate-terminated intermediate oligomer with additional polyisocyanate and a second segment precursor of the second segment which has a number average molecular weight of at least 250 daltons and which contains a plurality of repeating units and a plurality of isocyanate-reactive functional groups to obtain a second isocyanate-terminated intermediate oligomer;
• and
• c) reacting the second isocyanate-terminated intermediate oligomer with a (meth)acrylate compound comprised of an isocyanate-reactive functional group and at least one (meth)acrylate functional group to obtain the (meth)acrylate-functionalized oligomer;
• wherein the first segment precursor and second segment precursor are compositionally different from each other and wherein a Hansen Solubility Parameter Distance Relative Energy Difference between the first segment and the second segment is at least 4 MPa1/2 and not more than 9 MPa1/2.

A process for making a (meth)acrylate-functionalized oligomer having a backbone comprising a first segment and a second segment and comprising:

• a) reacting a mixture of a first segment precursor of the first segment which has a number average molecular weight of at least 250 daltons and which contains a plurality of repeating units and a plurality of isocyanate-reactive functional groups and a second segment precursor of the second segment which has a number average molecular weight of at least 250 daltons and which contains a plurality of repeating units and a plurality of isocyanate-reactive functional groups with a polyisocyanate to obtain an isocyanate-terminated intermediate oligomer;
• and
• b) reacting the isocyanate-terminated intermediate oligomer with a (meth)acrylate compound comprised of an isocyanate-reactive functional group and at least one (meth)acrylate functional group to obtain the (meth)acrylate-functionalized oligomer;
• wherein the first segment precursor and second segment precursor are compositionally different from each other and wherein a Hansen Solubility Parameter Distance Relative Energy Difference between the first segment and the second segment is at least 4 MPa1/2 and not more than 9 MPa1/2.