Modified poly(phenylene ether) copolymers, compositions, and methods thereof

A poly(phenylene ether) copolymer comprising

• first repeating units comprising a C1-6alkyl(C6-30cycloalkenyl) pendant group, wherein the C1-6alkyl(C6-30cycloalkenyl) pendant group of the first repeating unit is a —C1-C3alkyl(bicyclo[2.2.1]heptene) group, a —C1-C3alkyl(bicyclo[2.2.1]heptadiene) group, a —C1-C3alkyl(cyclohexene) group, a —C1-C3alkyl(cyclohexadiene) group, or a —C1-C3alkyl(C6-30 cycloalkenyl) group;
• second repeating units different from the first repeating units;
• a copolymer of Formula (3);
• and
• at least one terminal functional group comprising (meth)acrylate, styrene, —CH2—(C6H4)—CH═CH2, allyl, cyanate ester, glycidyl ether, anhydride, aniline, maleimide, an activated ester, or a combination thereof,
• wherein in Formula (3):
• each occurrence of Q1 and Q2 independently comprise halogen, unsubstituted or substituted C1-12 primary or secondary hydrocarbyl, C1-12 hydrocarbylthio, C1-12 hydrocarbyloxy, C1-6alkyl(C6-30cycloalkenyl), or C2-12 halohydrocarbyloxy wherein at least two carbon atoms separate the halogen atom and oxygen atom;
• each occurrence of Q3 and Q4 independently comprise hydrogen, halogen, unsubstituted or substituted C1-C12 primary or secondary hydrocarbyl, C1-C12 hydrocarbylthio, C1-12 hydrocarbyloxy, C1-6alkyl(C6-30cycloalkenyl), or C2-12 halohydrocarbyloxy wherein at least two carbon atoms separate the halogen and oxygen atoms;
• x and y are each independently 0-30;
• optionally, at least one of Q1 to Q4 is unsubstituted or substituted C1-6alkyl(C6-30cycloalkenyl);
• L is of the formula
• wherein
• each occurrence of R3, R4, R5, and R6 is independently hydrogen, halogen, unsubstituted or substituted C1-12 primary or secondary hydrocarbyl, C1-12 hydrocarbylthio, C1-12 hydrocarbyloxy, C1-6alkyl(C6-30cycloalkenyl), or C2-12 halohydrocarbyloxy wherein at least two carbon atoms separate the halogen and oxygen atoms;
• w is 0 or 1;
• and
• Y is
• wherein
• each occurrence of R7 is independently hydrogen or C1-12 hydrocarbyl,
• each occurrence of R8 and R9 is independently hydrogen, C1-12 hydrocarbyl, or R8 and R9 together form a C4-12 cyclohydrocarbylene with the carbon atom;
• or
• L is of the formula
• wherein
• E is 6-100,
• each occurrence of R is independently an unsubstituted or substituted C1-13 alkyl, C1-13 alkoxy, C3-6 cycloalkyl, C3-6 cycloalkoxy, C6-14 aryl, C6-10 aryloxy, C7-13 arylalkylene, or C7-13 alkylarylene;
• each p and q are independently 0 or 1,
• R1 is a divalent C2-8 aliphatic group,
• each occurrence of M is independently halogen, cyano, nitro, C1-8 alkylthio, C1-8 alkyl, C1-8 alkoxy, C2-8 alkenyl, C2-8 alkenyloxy, C3-8 cycloalkyl, C3-8 cycloalkoxy, C6-10 aryl, C6-10 aryloxy, C7-12 aralkyl, C7-12 aralkoxy, C7-12 alkylaryl, or C7-12 alkylaryloxy, and
• each n is independently 0, 1, 2, 3, or 4.