Triangulene oligomers and polymers and their use as hole conducting material

A process for the preparation of a compound of the formula I,

• wherein
• is 1 to 100,
• X1, X2, X3, X4, and X5 are independently of one another selected from the group consisting of hydrogen, F, Cl, Br, I, CN, B(ORc)2,
• hydroxy, mercapto, nitro, cyanato, thiocyanato, formyl, acyl, carboxy, carboxylate, alkylcarbonyloxy, carbamoyl, alkylaminocarbonyl, dialkylaminocarbonyl, sulfo, sulfonate, sulfoamino, sulfamoyl, alkylsulfonyl, arylsulfonyl, amidino, NE1 E2, where E1 and E2 are each independently selected from hydrogen, alkyl, cycloalkyl, heterocycloalkyl, aryl or hetaryl,
• in each case unsubstituted or substituted alkyl, alkoxy, alkylthio, (monoalkyl)amino, (dialkyl)amino, cycloalkyl, cycloalkoxy, cycloalkylthio, (monocycloalkyl)amino, (dicycloalkyl)amino, heterocycloalkyl, heterocycloalkoxy, heterocycloalkylthio, (monoheterocycloalkyl)amino, (diheterocycloalkyDamino, aryl, aryloxy, arylthio, (monoaryl)amino, (diaryl)amino, hetaryl, hetaryloxy, hetarylthio, (monohetaryl)amino and (dihetaryl)amino,
• wherein Rc is selected from in each case unsubstituted or substituted alkyl, cycloalkyl or aryl, or wherein two radicals Rc may together form a divalent bridging group selected from in each case unsubstituted or substituted C2-C10-alkylene, C3-C6-cycloalkylene and C6-C14-arylene, wherein C2-C10-alkylene, C3-C6-cycloalkylene and C6-C14-arylene may carry one or more identical or different C1-C12-alkyl radicals,
• Ra and Rb are independently of one another selected from the group consisting of hydrogen and unsubstituted C1-C6-alkyl,
• R1, R2, R3, R4, R5, R6, R13, R14, R15, R16, R17, R18, R7, R8, R9, R10, R11 and R12 are independently of one another selected from the group consisting of hydrogen, and in each case unsubstituted or substituted alkyl, alkoxy, alkenyl, alkadienyl, alkynyl, cycloalkyl, cycloalkoxy, bicycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkyloxy, aryl, aryloxy, heteroaryl and heteroaryloxy;
• and wherein said compound of the general formula (I) has a linear structure, comprising reacting a compound of the formula (A):
• wherein y is 1 to (n-z) and Hal1 is Cl, Br or I
• with a compound of the formula (B):
• wherein z is 0 to (n-y) and Hal2 is Cl, Br or I,
• in the presence of a transition metal-containing catalyst,
• with the proviso that the sum of y+z is n.