Coating compositions based on cyclic and linear olefins with adhesion promoters

A coating composition comprising:

• a) at least one olefinic resin composition comprising:
• a.1) at least one olefinic component consisting of:
• a. 1.1) 80-100 wt. %, based on the total weight of the olefinic component, of at least one cyclic olefin selected from the group consisting of Formulae (I), (II), and (III);
• and
• a. 1.2) 0-20 wt. %, based on the total weight of the olefinic component, of at least one linear olefin of Formula (IV);
• wherein the wt. % of the cyclic olefins of Formulae (I), (II), and (III), and the linear olefin of Formula (IV) add to 100 wt. % of the olefinic component;
• and
• a.2) at least one metal carbene olefin metathesis catalyst, present in an olefin to catalyst molar ratio of 10,000,000:1 to 1,000:1;
• and
• a.3) optionally, at least one thermoplastic hydrocarbon resin;
• b) optionally, at least one inorganic filler;
• c) at least one adhesion promoter selected from functionalized polyolefins;
• and
• d) optionally, at least one coating additive;
• wherein the cyclic olefin of Formulae (I), (II), and (III), and the linear olefin of Formula (IV) have the following structures:
• wherein:
• Ra is H, optionally substituted linear or branched C1-24 alkyl, optionally substituted linear or branched C2-24 alkenyl, halogen, —C(O)Rf, —CH2—C(O)Rf, —ORg, —CH2—ORg, —CN, —NO2, —CF3, —P(O)(ORh)2, —OP(O)(ORh)2, —S(O)2ORh, —OS(O)2Rh, optionally substituted heterocycle, —CH2-(optionally substituted heterocycle), optionally substituted C3-10 cycloalkyl, —CH2-(optionally substituted C3-10 cycloalkyl), optionally substituted C5-24 aryl, —CH2-(optionally substituted C5-24 aryl), optionally substituted C3-12 cycloalkenyl, —CH2-(optionally substituted C3-12 cycloalkenyl), C(Rh)(Ri)COORj, —C(Rh)(Ri)C(O)H, —C(Rh)(Ri)C(O)Rk, —C(Rh)(Ri)CRl(ORm)(ORn), —C(Rh)(Ri)C(O)NRoRp, —C(Rh)(Ri)C(O)NRoORn, or
• Rb is H, optionally substituted linear or branched C1-24 alkyl, optionally substituted linear or branched C2-24 alkenyl, halogen, —C(O)Rf, —CH2—C(O)Rf, —ORg, —CH2—ORg, —CN, —NO2, —CF3, —P(O)(ORh)2, —OP(O)(ORh)2, —Si(ORk)3—S(O)2ORh, —OS(O)2Rh, optionally substituted heterocycle, spiro optionally substituted heterocycle, —CH2-(optionally substituted heterocycle), optionally substituted C3-10 cycloalkyl, —CH2-(optionally substituted C3-10 cycloalkyl), optionally substituted C5-24 aryl, —CH2-(optionally substituted C5-24 aryl), optionally substituted C3-12 cycloalkenyl, —CH2-(optionally substituted C3-12 cycloalkenyl), C(Rh)(Ri)COORj, —C(Rh)(Ri)C(O)H, —C(Rh)(Ri)C(O)Rk, —C(Rh)(Ri)CRl(ORm)(ORn), —C(Rh)(Ri)C(O)NRoRp, or —C(Rh)(Ri)C(O)NRoORn;
• Rc and Rd are, independent of one another, H, optionally substituted linear or branched C1-24 alkyl, optionally substituted linear or branched C2-24 alkenyl, halogen, —C(O)Rf, —CH2—C(O)Rf, —ORg, —CH2—ORg, CN, NO2, —CF3, —P(O)(ORh)2, —OP(O)(ORh)2, —S(O)2ORh, —OS(O)2Rh, optionally substituted heterocycle, —CH2-(optionally substituted heterocycle), optionally substituted C3-10 cycloalkyl, —CH2-(optionally substituted C3-10 cycloalkyl), optionally substituted C5-24 aryl, —CH2-(optionally substituted C5-24 aryl), optionally substituted C3-12 cycloalkenyl, —CH2-(optionally substituted C3-12 cycloalkenyl), C(Rh)(Ri)COORj, —C(Rh)(Ri)C(O)H, —C(Rh)(Ri)C(O)Rk, —C(Rh)(Ri)CRl(ORm)(ORn), —C(Rh)(Ri)C(O)NRoRp, or —C(Rh)(Ri)C(O)NRoORn;
• Rd is H, optionally substituted linear or branched C1-24 alkyl, optionally substituted linear or branched C2-24 alkenyl, halogen, —C(O)Rf, —CH2—C(O)Rf, —ORg, —CH2—ORg, CN, NO2, —CF3, —P(O)(ORh)2, —OP(O)(ORh)2, —S(O)2ORh, —OS(O)2Rh, optionally substituted heterocycle, —CH2-(optionally substituted heterocycle), optionally substituted C3-10 cycloalkyl, —CH2-(optionally substituted C3-10 cycloalkyl), optionally substituted C5-24 aryl, —CH2-(optionally substituted C5-24 aryl), optionally substituted C3-12 cycloalkenyl, —CH2-(optionally substituted C3-12 cycloalkenyl), C(Rh)(Ri)COORj, —C(Rh)(Ri)C(O)H, —C(Rh)(Ri)C(O)Rk, —C(Rh)(Ri)CRl(ORm)(ORn), —C(Rh)(Ri)C(O)NRoRp, or —C(Rh)(Ri)C(O)NRoORn;
• each Rs is independently optionally substituted linear or branched C1-24 alkyl, optionally substituted linear or branched C2-24 alkenyl, halogen, —C(O)Rf, —CH2—C(O)Rf, —ORg, —CH2—ORg, —CN, —NO2, —CF3, —P(O)(ORh)2, —OP(O)(ORh)2, —S(O)2ORh, —OS(O)2Rh, optionally substituted heterocycle, —CH2-(optionally substituted heterocycle), optionally substituted C3-10 cycloalkyl, —CH2-(optionally substituted C3-10 cycloalkyl), optionally substituted C5-24 aryl, —CH2-(optionally substituted C5-24 aryl), optionally substituted C3-12 cycloalkenyl, —CH2-(optionally substituted C3-12 cycloalkenyl), C(Rh)(Ri)COORj, —C(Rh)(Ri)C(O)H, —C(Rh)(Ri)C(O)Rk, —C(Rh)(Ri)CRl(ORm)(ORn), —C(Rh)(Ri)C(O)NRoRp, or —C(Rh)(Ri)C(O)NRoORn;
• Rf is OH, ORk, NRgRh, optionally substituted linear or branched C1-24 alkyl, optionally substituted C3-10 cycloalkyl, optionally substituted heterocycle, optionally substituted C5-24 aryl, or optionally substituted C3-12 cycloalkenyl;
• Rg is H, optionally substituted linear or branched C1-24 alkyl, optionally substituted C3-10 cycloalkyl, optionally substituted heterocycle, optionally substituted C5-24 aryl, optionally substituted linear or branched C2-24 alkenyl, —C(O)-(optionally substituted C5-24 aryl), —C(O)-(optionally substituted linear or branched C2-24 alkenyl), or optionally substituted C3-12 cycloalkenyl;
• Rh, Ri, Rj, Rl, Rm, Rn, Ro, and Rp are, independent of one another, H, optionally substituted linear or branched C1-24 alkyl, optionally substituted C3-10 cycloalkyl, optionally substituted heterocycle, optionally substituted C5-24 aryl, or optionally substituted C3-12 cycloalkenyl;
• Rk is optionally substituted linear or branched C1-24 alkyl, optionally substituted C3-10 cycloalkyl, optionally substituted heterocycle, optionally substituted C5-24 aryl, or optionally substituted C3-12 cycloalkenyl;
• t is 0, 1, 2, 3, 4, 5, or 6;
• and
• z is 0, 1, 2, or 3.