Modular synthesis of graphene nanoribbons and graphene substructures from oligo-alkynes
View Patent ↗A method for the synthesis of carbon-based structures, particularly graphene substructures and ribbons, from oligo- and poly-alkyne starting materials.
1. A compound comprising repeat units having the structure (I):
wherein:
n is an integer having a value of at least three and less than 25;
R A1 , R A2 , R A3 , and R A4 are each carbon; and R 1 , R 2 , R 3 , and R 4 are each independently selected from the group consisting of hydrogen and a substituted or unsubstituted aliphatic moiety; wherein the substituents of the substituted aliphatic moiety are selected from the group consisting of chlorine, bromine, amino, and cyano;
or, alternatively, R 1 , R A2 , R A3 , and R A4 are each carbon; R 1 , R 2 , R 3 , and R 4 are each independently selected from the group consisting of hydrogen and a substituted or unsubstituted aliphatic moiety; wherein the substituents of the substituted aliphatic moiety are selected from the group consisting of chlorine, bromine, amino, and cyano any two adjacent R A1 , R A2 , R A3 , and R A4 and the R 1 , R 2 , R 3 , and R 4 , respectively bonded thereto together with the atoms to which they are bonded complete naphthalene or anthracene;
T 1 and T 2 are each independently selected from the group consisting of hydrogen, an aliphatic moiety having from 1 to 18 carbon atoms; an aromatic moiety having from three to 18 carbon atoms; an alkoxy moiety having from 1 to 6 carbon atoms; and a cyano moiety; and
further wherein at least one of the repeat units comprises an R 1 moiety having the structure (II):
wherein:
Y comprises a reactive moiety selected from the group consisting of bromine and iodine; and
Z is O.
2. The compound of claim 1 wherein n has a value of at least four and less than 25.
3. The compound of claim 1 wherein n has a value between four and 25.
4. The compound of claim 1 having the structure (III):
wherein n has a value of at least four and less than 25;
R 1 , R 2 , R 3 , R 4 , T 1 , and T 2 are as defined in claim 1 ; and
further wherein at least one of the repeat units comprises an R 1 moiety having the structure (II):
wherein Y and Z are as defined in claim 1 .
5. The compound of claim 1 having the structure (VIII):
wherein R 1 , R 2 , R 3 , R 4 , T 1 , T 2 , Y, and Z are as defined in claim 1 .
6. The compound of claim 5 wherein Z is an oxygen atom and Y is an iodine atom.
7. The compound of claim 1 having the structure: