Production of substituted phenylene aromatic diesters and compositions
View Patent ↗The present disclosure provides processes for the production of substituted phenylene aromatic diesters and the resultant compositions. The processes include reacting an aromatic diol with an aromatic carboxylic acid or a derivative thereof. The aromatic diol and/or the aromatic carboxylic acid (or derivative thereof) is/are substituted. The reaction forms a substituted phenylene aromatic diester with the structure (II): wherein R 1 -R 14 are the same or different. At least one of R 1 -R 14 is selected from a substituted hydrocarbyl group having 1 to 20 carbon atoms, an unsubstituted hydrocarbyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a heteroatom, and combinations thereof.
1. A substituted phenylene aromatic diester of the structure (II):
wherein R 1 -R 14 are the same or different, R 1 is not an isopropyl group or a tertiary alkyl group, and each of R 1 and R 3 is selected from the group consisting of an unsubstituted alkyl group having 1 to 20 carbon atoms, an unsubstituted alkenyl group having 1 to 20 carbon atoms, a halohydrocarbyl group, a halogen, a silicon-containing hydrocarbyl group, and combinations thereof; and
each of R 2 , R 4 , and R 5 -R 14 is selected from the group consisting of hydrogen, an unsubstituted hydrocarbyl group having 1 to 20 carbon atoms, a halohydrocarbyl group, a halogen, and combinations thereof; and
at least one of R 5 -R 14 is a C 1 -C 8 alkyl group or a halogen.
2. The substituted phenylene aromatic diester of claim 1 wherein each of R 2 and R 4 is hydrogen.
3. The substituted phenylene aromatic diester of claim 1 wherein R 1 is a methyl group and R 3 is a branched alkyl group.
4. The substituted phenylene aromatic diester of claim 1 wherein each of R 1 is a methyl group and R 3 is a t-butyl group.
5. The substituted phenylene aromatic diester of claim 1 wherein R 1 a methly group, R 3 is a t-butyl group and each of R 7 and R 12 is selected from the group consisting of a methyl group, an ethyl group, a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.
6. A substituted phenylene aromatic diester of claim 4 wherein R 7 is the same as R 12 .