Patent DE-10317556-A1 (DE)
Title: Mixtures for use in organic electronic devices of simplified layer structure comprise matrix materials (some of which in e.g. (hetero)aromatic ketone form are new) and emitters containing an element of atomic number above 20
IPC: C07C49/697
Filed: 2003-04-15
Abstract: A mixture contains a matrix material containing specified units; and a material which is capable of emission and which contains an element of atomic number above 20. A mixture contains (a) a matrix material containing units of formula C:Q where Q = a non-bonding electron pair comprising O, S, Se or N; and (b) a material which is capable of emission and which contains an element of atomic number above 20. An independent claim is also included for novel aromatic or heteroaromatic compounds of formulae (10a)-(15). [Image] Z : CR 1> or N; Y : N; R 1> - R 3> which must be different from each other : (a) H, CN, optionally cyclic 1-40C alkyl, alkoxy or alkylamino optionally with one or more non-adjacent -CH 2- groups replaced by -R 4>C=CR 4>-, -Ctriple boundC-, C=O, C=S, C=Se, C=NR 4>, -O-, -S-, -NR 5>- or -CONR 6>- and optionally with one or more H replaced by F, Cl, Br or I or (b) a 1-40C (hetero)aromatic system optionally with one or more H replaced by F, Cl, Br or I and optionally substituted by one or more non- aromatic residue R 1> where one or more R 1> and/or R 1>, R 2> are on the same or different rings or stretch between a mono and poly-cyclic aliphatic or aromatic ring system; and R 4> - R 6>H or 1-20C aliphatic or aromatic hydrocarbon; Ar : a 2- 40C (hetero)aromatic system optionally with one or more H replaced by F, Cl, Br or I and optionally substituted with one or more non-aromatic residue R 1> as per (b) above; n : 0 or 1; E : C or N; R 7>(a) 1-40C alkyl, alkoxy or alkylamino optionally with one or more non-adjacent -CH 2- groups replaced by -R 4>C=CR 4>-, -C=C-, C=O, C=S, C=Se, C=NR 4>, -O-, -S-, -NR 4>- or -CONR 4>-; (b) an aromatic group optionally substituted by halogen, alkyl, -CF 3, -OH, -SH, -S-alkyl, alkoxy, - NO 2, -CN, -COOH, -COOAlkyl, -NH 2, -Nalkyl, benzyl or benzoyl; or (c) a 2-40C large aromatic system optionally with one or more H replaced by F, Cl, Br or I and optionally substituted by one or more non-aromatic residue where several R 1> can stretch to a further mono- or poly-cyclic aliphatic or aromatic ring system; A 1> - A 3>R 8> or CO-R 7> when X = C or a free electron pair when X = N; R 8>(a) H, F, Cl, Br, I, CN, NO 2, an optionally cyclic 1-40C alkyl optionally with one or more non-adjacent -CH 2- groups replaced by -R 4>C=CR 4>-, -Ctriple boundC-, C=O, C=S, C=Se, C=NR 4>, -O-, -S-, -NR 4>- or -CONR 4>- and optionally with one or more H replaced by F, Cl, Br or I or (b) a 1-40C (hetero)aromatic system optionally with one or more H replaced by F, Cl, Br or I and optionally substituted by one or more non-aromatic residue R 1> where one or more R 1> and/or R 1>/R 4> are on the same or different rings or stretch between mono and poly-cyclic aliphatic or aromatic ring system; and with the provisos that for compound of formula (10a) only the following combinations hold : (i) when R 7>alkyl without an alpha -H atom then Z, E and A 1> - A 3> can any of the given definitions; (ii) when R 7> = an aromatic group and >=1 Z = N or CR 1> with R 1> not = H then E and A 1> - A 3> can be any of the given definitions; (iii) when R 7> = an aromatic group, all Z's = CH and >= E = N then A 1> - A 3> can any of the given definitions; (iv) when R 7> = an aromatic group, all Z's = CH and all E's = C then at least one of A 1> - A 3> = R 8> other than alkyl and the other two can be any of the given definitions; (v) when R 7> = an aromatic group, all Z's = CH, all E's = C and both A 1> and A 2> are as per the definitions with one other than H then A 3> = CO- R 7>; and (vi) when R 7> = a large aromatic group such as fluorene, spirobifluorene or triarylamine then Z, E and A 1> - A 3> are as per the definitions.