Latent-fluoride containing polymers for triggered degradation

A second monomer, wherein the second monomer is of Formula (B1):

• or a salt thereof, wherein:
• Y is O or C(RQ)2;
• each instance of RQ is independently hydrogen, halogen, or substituted or unsubstituted, C1-6 alkyl;
• each instance of RY is independently hydrogen, halogen, or substituted or unsubstituted, C1-6 alkyl;
• each instance of RZ is independently hydrogen, halogen, or substituted or unsubstituted, C1-6 alkyl;
• RK1 is hydrogen, halogen, substituted or unsubstituted, C1-10 alkyl, substituted or unsubstituted, C2-10 alkenyl, substituted or unsubstituted, C2-10 alkynyl, -LK1-(substituted or unsubstituted carbocyclyl), -LK1-(substituted or unsubstituted heterocyclyl), -LK1-(substituted or unsubstituted aryl), -LK1-(substituted or unsubstituted heteroaryl), —ORN1, a latent-fluoride moiety, or -LK1-(a latent-fluoride moiety);
• LK1 is a single bond, —O—, substituted or unsubstituted, C1-10 alkylene, substituted or unsubstituted, C2-10 heteroalkylene, substituted or unsubstituted carbocyclylene, substituted or unsubstituted heterocyclylene, substituted or unsubstituted arylene, substituted or unsubstituted heteroarylene, or a combination thereof;
• RN1 is hydrogen, substituted or unsubstituted acyl, substituted or unsubstituted, C1-10 alkyl, substituted or unsubstituted carbocyclyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or an oxygen protecting group;
• RK2 is hydrogen, halogen, substituted or unsubstituted, C1-10 alkyl, substituted or unsubstituted, C2-10 alkenyl, substituted or unsubstituted, C2-10 alkynyl, -LK2-(substituted or unsubstituted carbocyclyl), -LK2-(substituted or unsubstituted heterocyclyl), -LK2-(substituted or unsubstituted aryl), -LK2-(substituted or unsubstituted heteroaryl), —ORN2, a latent-fluoride moiety, or -LK2-(a latent-fluoride moiety);
• LK2 is a single bond, —O—, substituted or unsubstituted, C1-10 alkylene, substituted or unsubstituted, C2-10 heteroalkylene, substituted or unsubstituted carbocyclylene, substituted or unsubstituted heterocyclylene, substituted or unsubstituted arylene, substituted or unsubstituted heteroarylene, or a combination thereof;
• RN2 is hydrogen, substituted or unsubstituted acyl, substituted or unsubstituted, C1-10 alkyl, substituted or unsubstituted carbocyclyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or an oxygen protecting group;
• or RK1 and RK2 are joined with the intervening atom to form substituted or unsubstituted carbocyclyl or substituted or unsubstituted heterocyclyl, optionally wherein at least one substituent of the substituted carbocyclyl or substituted heterocyclyl is a latent-fluoride moiety;
• j is 1, 2, or 3;
• k is 0, 1, 2, or 3;
• and
• each instance of the latent-fluoride moiety comprises one or more
• through covalent bonds a, wherein each covalent bond a is cleavable in the presence of a degradation composition comprising one or more nucleophiles, one or more bases, or a combination thereof;
• provided that the second monomer comprises at least one instance of the latent-fluoride moiety.

A copolymer prepared by a method comprising polymerizing:

• one or more instances of a first monomer, wherein each instance of the first monomer independently comprises at least one C═C and/or at least one C≡C and optionally comprises one or more instances of a latent-fluoride moiety;
• one or more instances of a second monomer, wherein each instance of the second monomer is of Formula (B):
• or a salt thereof;
• and
• optionally one or more instances of a third monomer;
• in the presence of a metathesis catalyst;
• wherein:
• each instance of Y is independently O or C(RQ)2;
• each instance of RQ is independently hydrogen, halogen, or substituted or unsubstituted, C1-6 alkyl;
• each instance of RY is independently hydrogen, halogen, or substituted or unsubstituted, C1-6 alkyl;
• each instance of RZ is independently hydrogen, halogen, or substituted or unsubstituted, C1-6 alkyl;
• each instance of RK1 is independently hydrogen, halogen, substituted or unsubstituted, C1-10 alkyl, substituted or unsubstituted, C2-10 alkenyl, substituted or unsubstituted, C2-10 alkynyl, -LK-(substituted or unsubstituted carbocyclyl), -LK1-(substituted or unsubstituted heterocyclyl), -LK1-(substituted or unsubstituted aryl), -LK1-(substituted or unsubstituted heteroaryl), —ORN1, a latent-fluoride moiety, or -LK1-(a latent-fluoride moiety);
• each instance of LK1 is independently a single bond, —O—, substituted or unsubstituted, C1-10 alkylene, substituted or unsubstituted, C2-10 heteroalkylene, substituted or unsubstituted carbocyclylene, substituted or unsubstituted heterocyclylene, substituted or unsubstituted arylene, substituted or unsubstituted heteroarylene, or a combination thereof;
• each instance of RN1 is independently hydrogen, substituted or unsubstituted acyl, substituted or unsubstituted, C1-10 alkyl, substituted or unsubstituted carbocyclyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or an oxygen protecting group;
• each instance of RK2 is independently hydrogen, halogen, substituted or unsubstituted, C1-10 alkyl, substituted or unsubstituted, C2-10 alkenyl, substituted or unsubstituted, C2-10 alkynyl, -LK2-(substituted or unsubstituted carbocyclyl), -LK2-(substituted or unsubstituted heterocyclyl), -LK2-(substituted or unsubstituted aryl), -LK2-(substituted or unsubstituted heteroaryl), —ORN2, a latent-fluoride moiety, or -LK2-(a latent-fluoride moiety);
• each instance of LK2 is independently a single bond, —O—, substituted or unsubstituted, C1-10 alkylene, substituted or unsubstituted, C2-10 heteroalkylene, substituted or unsubstituted carbocyclylene, substituted or unsubstituted heterocyclylene, substituted or unsubstituted arylene, substituted or unsubstituted heteroarylene, or a combination thereof;
• each instance of RN2 is independently hydrogen, substituted or unsubstituted acyl, substituted or unsubstituted, C1-10 alkyl, substituted or unsubstituted carbocyclyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or an oxygen protecting group;
• or at least one instance of RK1 and at least one instance of RK2 that are attached to the same instance of Si are joined with the intervening atom to form substituted or unsubstituted carbocyclyl or substituted or unsubstituted heterocyclyl, optionally wherein at least one substituent of the substituted carbocyclyl or substituted heterocyclyl is a latent-fluoride moiety;
• each instance of j is independently 1, 2, or 3;
• each instance of k is independently 0, 1, 2, or 3;
• and
• each instance of the latent-fluoride moiety comprises one or more
• through covalent bonds a, wherein each covalent bond a is cleavable in the presence of a degradation composition comprising one or more nucleophiles, one or more bases, or a combination thereof;
• provided that:
• at least one instance of the first monomer and/or at least one instance of the second monomer comprises at least one instance of the latent-fluoride moiety;
• and
• any two instances of the first monomer are the same as or different from each other, any two instances of the second monomer are the same as or different from each other, any two instances of the third monomer are the same as or different from each other, and each instance of the first monomer, the second monomer, and the third monomer if present, is different from each other.

A method of preparing a copolymer comprising polymerizing:

• one or more instances of a first monomer, wherein each instance of the first monomer independently comprises at least one C═C and/or at least one C≡C and optionally comprises one or more instances of a latent-fluoride moiety;
• one or more instances of a second monomer, wherein each instance of the second monomer is of Formula (B):
• or a salt thereof;
• and
• optionally one or more instances of a third monomer;
• in the presence of a metathesis catalyst;
• wherein:
• each instance of Y is independently O or C(RQ)2;
• each instance of RQ is independently hydrogen, halogen, or substituted or unsubstituted, C1-6 alkyl;
• each instance of RY is independently hydrogen, halogen, or substituted or unsubstituted, C1-6 alkyl;
• each instance of RZ is independently hydrogen, halogen, or substituted or unsubstituted, C1-6 alkyl;
• each instance of RK1 is independently hydrogen, halogen, substituted or unsubstituted, C1-10 alkyl, substituted or unsubstituted, C2-10 alkenyl, substituted or unsubstituted, C2-10 alkynyl, -LK1-(substituted or unsubstituted carbocyclyl), -LK1-(substituted or unsubstituted heterocyclyl), -LK1-(substituted or unsubstituted aryl), -LK1-(substituted or unsubstituted heteroaryl), —ORN1, a latent-fluoride moiety, or -LK1-(a latent-fluoride moiety);
• each instance of LK1 is independently a single bond, —O—, substituted or unsubstituted, C1-10 alkylene, substituted or unsubstituted, C2-10 heteroalkylene, substituted or unsubstituted carbocyclylene, substituted or unsubstituted heterocyclylene, substituted or unsubstituted arylene, substituted or unsubstituted heteroarylene, or a combination thereof;
• each instance of RN1 is independently hydrogen, substituted or unsubstituted acyl, substituted or unsubstituted, C1-10 alkyl, substituted or unsubstituted carbocyclyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or an oxygen protecting group;
• each instance of RK2 is independently hydrogen, halogen, substituted or unsubstituted, C1-10 alkyl, substituted or unsubstituted, C2-10 alkenyl, substituted or unsubstituted, C2-10 alkynyl, -LK2-(substituted or unsubstituted carbocyclyl), -LK2-(substituted or unsubstituted heterocyclyl), -LK2-(substituted or unsubstituted aryl), -LK2-(substituted or unsubstituted heteroaryl), —ORN2, a latent-fluoride moiety, or -LK2-(a latent-fluoride moiety);
• each instance of LK2 is independently a single bond, —O—, substituted or unsubstituted, C1-10 alkylene, substituted or unsubstituted, C2-10 heteroalkylene, substituted or unsubstituted carbocyclylene, substituted or unsubstituted heterocyclylene, substituted or unsubstituted arylene, substituted or unsubstituted heteroarylene, or a combination thereof;
• each instance of RN2 is independently hydrogen, substituted or unsubstituted acyl, substituted or unsubstituted, C1-10 alkyl, substituted or unsubstituted carbocyclyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or an oxygen protecting group;
• or at least one instance of RK1 and at least one instance of RK2 that are attached to the same instance of Si are joined with the intervening atom to form substituted or unsubstituted carbocyclyl or substituted or unsubstituted heterocyclyl, optionally wherein at least one substituent of the substituted carbocyclyl or substituted heterocyclyl is a latent-fluoride moiety;
• each instance of j is independently 1, 2, or 3;
• each instance of k is independently 0, 1, 2, or 3;
• and
• each instance of the latent-fluoride moiety comprises one or more
• through covalent bonds a, wherein each covalent bond a is cleavable in the presence of a degradation composition comprising one or more nucleophiles, one or more bases, or a combination thereof;
• provided that:
• at least one instance of the first monomer and/or at least one instance of the second monomer comprises at least one instance of the latent-fluoride moiety;
• and
• any two instances of the first monomer are the same as or different from each other, any two instances of the second monomer are the same as or different from each other, any two instances of the third monomer are the same as or different from each other, and each instance of the first monomer, the second monomer, and the third monomer if present, is different from each other.