Diindenoanthracene and diindenopentacene
A compound having a structure represented by formula I: wherein each R 1 is independently H, alkynyl or substituted alkynyl; each R 2 is independently H, alkynyl or substituted alkynyl; each R 3 is independently alkyl or halogen; each R 4 is independently H, alkyl, or halogen; each R 5 is independently H or halogen; n is 0 or 1; and m is 0 or 1, provided that if n is 0 then m is 0, and if n is 1 then m is 1.
1. A compound having a structure corresponding to formula I:
wherein each R 1 is independently H, alkynyl or substituted alkynyl;
each R 2 is independently H, alkynyl or substituted alkynyl;
each R 3 is independently alkyl or halogen;
each R 4 is independently H, alkyl, or halogen;
each R 5 is independently H or halogen;
n is 0 or 1; and
m is 0 or 1, provided that if n is 0 then m is 0, and if n is 1 then m is 1.
2. The compound of claim 1 , wherein the compound has a structure corresponding to formula II:
3. The compound of claim 1 , wherein both R 1 groups or both R 2 groups are substituted alkynyls and are identical.
4. The compound of claim 1 , wherein the substituted alkynyl is a substituted ethynyl.
5. The compound of claim 4 , wherein the substituted ethynyl is a silyl-substituted ethynyl.
6. The compound of claim 1 , wherein both R 1 groups or both R 2 groups are (trialkylsilyl)ethynyls and are identical.
7. The compound of claim 1 , wherein both R 1 groups or both R 2 groups are
wherein each R 6 , R 7 , and R 8 is independently alkyl or silyl, and both R 1 groups or both R 2 groups are identical.
8. The compound of claim 7 , wherein R 6 , R 7 , and R 8 are each independently selected from —CH(CH 3 ) 2 , —C(CH 3 ) 3 , —Si(CH 3 ) 3 , or —(CH 2 ) 7 CH 3 .
9. The compound of claim 1 , wherein each R 3 group is identical.
10. The compound of claim 1 , wherein each R 4 group is identical.
11. The compound of claim 1 , wherein each R 5 group is identical.
12. The compound of claim 1 , wherein R 3 and R 4 are each methyl, and R 5 is H.
13. The compound of claim 1 , wherein R 3 is methyl or F.
14. The compound of claim 1 , wherein R 4 is methyl, tert-butyl, or F.
15. The compound of claim 1 , wherein R 5 is F.
16. An electronic or electrooptical device that includes the compound of claim 1 .
17. A compound having a structure corresponding to formula III:
wherein each R 1 is independently H, alkynyl or substituted alkynyl;
each R 2 is independently H, alkynyl or substituted alkynyl;
each R 20 is independently aryl, substituted aryl, heterocyclic, substituted heterocyclic, alkenyl, substituted alkenyl, alkynyl, or substituted alkynyl;
n is 0 or 1; and
m is 0 or 1, provided that if n is 0 then m is 0, and if n is 1 then m is 1.
18. The compound of claim 17 , wherein the compound has a structure corresponding to formula IV:
wherein R 1 and R 20 are the same as in formula III.
19. The compound of claim 18 , wherein each R 20 is independently ═C(R 30 ) 2 wherein each R 30 is independently cyano or alkoxycarbonyl, or C(R 30 ) 2 together forms part of a dithiolyl ring or substituted dithiolyl ring.
20. An electronic or electrooptical device that includes the compound of claim 18 .
21. The compound of claim 4 , wherein the substituted ethynyl is a Si(methyl) 3 -substituted ethynyl.
22. The compound of claim 4 , wherein the substituted ethynyl is a Si(isopropyl) 3 -substituted ethynyl.
23. The compound of claim 21 , wherein R 3 and R 4 are each methyl, and R 5 is H.
24. The compound of claim 2 , wherein the substituted alkynyl is a Si(methyl) 3 -substituted ethynyl.
25. The compound of claim 2 , wherein the substituted alkynyl is a Si(isopropyl) 3 -substituted ethynyl.