Patent ID: 6828406
Filing Date: 2004-12-07
Classification: C08G,H01B,H01L

Abstract:
An organic polymer with electrical semiconductor properties, comprising a backbone of phenylene groups and having a structure of the following formula whereinE1 and E2 each represents any desired terminal group or a free electron; Sm represents a group which is electrically semiconducting or which produces electrical semiconductor properties in the polymer, wherein the groups Sm in the polymer may be identical or different; Sm being selected from the group consisting of M representing a divalent metal; o representing an integer from 0 to 6; p denoting an integer from 1 to 20; q representing 0 or 1; Sp representing a &pgr;-conjugated spacer; R3 representing H or an alkyl group having 1 to 10 carbon atoms; Re representing a terminal substituent which may be H or R5; one or more of the hydrogen atoms of Sm being substitutable by Rs; and Rs representing â€”OR3, â€”C(O)R3, â€”C(O)OR3, â€”NR32, â€”SR3, â€”SO3R3, â€”PO4R3, â€”PR32, â€”CN, â€”OCN, â€”NCO, â€”NO2, â€”(PPh2Ru(CO) (C5H5)), and an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms and 1 to 4 hetero atoms which are selected from the group consisting of O, S, and N, wherein these groups may be bonded via a single bond, an ethynyl group, â€”Oâ€”, â€”NHâ€” or â€”Sâ€” to Sm, and the cycloalkyl, the aryl and the heteroaryl groups may be fused with Sm via a common pair of carbon atoms; Ar represents a fused-on aromatic or heteroaromatic radical that shares a carbon bond with the phenylene groups of the backbone of the polymer and thus forms with them a common &pgr;-electron system; Ar being selected from the group consisting of wherein in each case two neighboring carbon atoms form a linkage point for the condensation with the phenylene groups in the polymer backbone; A representing N, P, As, or Sb; and D representing O, S, Se, or Te; Rn represents any desired radical by which Ar can be substituted; wherein a plurality of radicals Rn, which may be identical or different, may be bonded to Ar, and the radicals Rn may be bonded to one another under formation of a conjugated &pgr; system; and n represents an integer from 1 to 106; Rn represents a monovalent radical selected from the group consisting of H, F, Cl, Br, alkyl groups having 1 to 10 carbon atoms, cycloalkyl groups having 5 to 20 carbon atoms, aryl groups having 6 to 20 carbon atoms, in which up to four carbon atoms may be replaced by N, whereR1 represents H, F, Cl, or Br; D represents O, S, Se, or Te; and * designates a linkage point to Ar or a further radical; and wherein these groups may also be linked to Ar by an ethynyl group; or representing a fused-on radical selected from the group consisting of which in turn may be fused to one another with formation of a polycyclic &pgr;-system; and wherein A represents N, P, As, or Sb, D represents O, S, Se, or Te, and the linkage to Ar is effected via neighboring carbon atoms such that an extensive &pgr; system is formed; and when Ar is selected to be phenyl and Sm is selected to be q is 1; p is from 1 to 20; and Re represents a terminal substituent that may be H or Rs.