Synthesis of phenyl-substituted polyfluoroanthenes and the use thereof

A process for preparing polyfluoranthenes comprising repeating units of the general formula I

• which comprises:
• a) preparation of a monomeric fluoranthene derivative of the formula IIa
• by reaction of a compound of the formula III
• with an alkynyl compound of the formula IV
• and subsequent carbon monoxide elimination;
• b) optionally, reaction of the monomeric fluoranthene derivative of the formula IIa to form a monomeric fluoranthene derivative of the formula IIb
• c) polymerization of the monomeric fluoranthene derivative of the formula IIa or IIb, optionally, together with at least one further comonomer selected from the group consisting of further fluoranthene derivatives of the formula IIa or IIb which are different from the first fluoranthene derivative of the formula IIa or IIb, aromatic, fused aromatic and heteroaromatic compounds which each have two groups X5 and X6 which can be polymerized with the groups X1 and X2 of the fluoranthene derivative of the formula IIa or the groups X3 and X4 of the fluoranthene derivative of the formula IIb;
• where:
• R1, R2, R3
• R4, R5, R6 are each, independently of one another, H, an alkyl radical, an alkynyl radical, an aryloxy radical, an aromatic radical, a fused aromatic ring system, a heteroaromatic radical, —CH═CH2, trans- or cis-CH═CH—C6H5, acryloyl, methacryloyl, methylstyryl, —O—CH═CH2, glycidyl,
• where Y is acryloyl, methacryloyl, ortho- or para-methylstyryl;
• X1 and X2 are each a halogen selected from the group consisting of F, Cl, Br and I, or NO2;
• X3 and X4 are each a halogen selected from the group consisting of F, Cl, Br and I;
• an esterified sulfonate;
• or a boron-comprising radical of the formula —B(O[C(R7)2]n—O), where the radicals R7 are identical or different and are each, independently of one another, H or C1-C20-alkyl, and n is an integer of from 2 to 10;
• X5 and X6 are each a halogen selected from the group consisting of F, Cl, Br and I;
• an esterified sulfonate;
• or a boron-comprising radical of the formula —B(O—[C(R7)2]n—O), where the radicals R7 are identical or different and are each, independently of one another, H or C1-C20-alkyl, and n is an integer of from 2 to 10;
• and
• wherein only one of X3 or X4 is a halogen.