US 11,807,694 B2 · Macrocyclic poly(akane)s and poly(alkane-co-alkene)s

Abstract

Macrocyclic polyalkene homopolymers and copolymers can be formed and converted to macrocyclic polyalkanes or macrocyclic poly(alkane-co-alkene) upon hydrogenation or, when the macrocyclic polyalkene is reacted with an alkene in the presence of an olefin metathesis catalyst, to a macrocyclic poly(alkane-co-alkene) comprising vicinal —C(═CR2)—'s. Upon hydrogenation of a macrocyclic poly(alkane-co-alkene) comprising vicinal —C(═CR2)-'s, macrocyclic poly(alkane)s or poly(alkane-co-alkene)s with isolated —C(═CR2)- groups can be provided, depending on the degree of hydrogenation. The poly(alkane-co-alkene)s with isolated —C(═CR2)- units can be used to form poly(macrocyclic poly(alkane-co-alkene))s, poly(macrocyclic poly(alkane))s, and/or bi-, tri-, and/or multi-macrocyclic poly(alkane-co-alkene)s or bi-, tri-, and/or multi-macrocyclic poly(alkane)s.

Claims20

Dependent claims

A macrocyclic polyalkene copolymer, comprising a conjugated polyalkene having no chain ends and in the form of a macrocycle, comprising at least two different repeating units have the structure —RC═CR— where R is independently:

H;
a substituted or unsubstituted C1 to C30 alkyl, provided that when all R are an unsubstituted C1 to C30 alkyl, at least one R is not a C4, C6, C7, or C13 alkyl;
substituted or unsubstituted C3 to C30 alkenyl having one or more alkene bonds where a plurality of alkene bonds can be non-conjugated, conjugated, or a mixture thereof;
or where two R groups are combined as a C8-C30 cycloalkene where the alkylene portion of the cycloalkene is substituted or unsubstituted and/or interrupted one or more times with O, NR′, C(O), C(O)O, and/or C(O)NR″, where R′ and/or R″, when present are each independently H, C1-30 alkyl, or C3 to C30 alkenyl.

1 more element

A macrocyclic polyalkane or macrocyclic poly(alkane-co-alkene), comprising alkane repeating units have the structure —RHC—CHR— and, optionally, alkene repeating units have the structure —RC═CR— or —C(═CR2)—, where, if present, the R of the —RC═CR— alkene repeating units are the same as the R units of at least one of the alkane repeating units, and where R is independently:

H;
a substituted or unsubstituted C1 to C30 alkyl, or, when absent an alkene repeating unit or comprising exclusively one unsubstituted alkane repeating units or a copolymer with —H2C—CH2— repeating units, R is C1-3, C5, C8-12, or C14-30, substituted or unsubstituted C3 to C30 alkenyl having one or more alkene bonds where a plurality of alkene bonds can be non-conjugated, conjugated, or a mixture thereof;
or where two R groups are combined as a C8-C30 cycloalkane and/or cycloalkene where the alkylene portion of the cycloalkane and/or alkene is substituted or unsubstituted and/or interrupted one or more times with O, NR′, C(O), C(O)O, and/or C(O)NR″, where R′ and/or R″, when present, are each independently H, C1-30 alkyl, C3 to C30 alkenyl.

Dependencies are inferred from the claim text.

Macrocyclic poly(akane)s and poly(alkane-co-alkene)s

Life of this patent

Macrocyclic poly(akane)s and poly(alkane-co-alkene)s

Life of this patent

Abstract

Claims20