Materials that can be structured, method for producing the same and their use
View Patent ↗The invention provides low molecular weight or polymeric organic materials in which at least one hydrogen atom is replaced by a group of the formula (A) where R is alkyl group, alkoxyalkyl group, alkoxy group, thioalkoxy group, aryl group or alkenyl group, in each of which one or more hydrogen atoms may be replaced and one or more nonadjacent carbon atoms may be replaced. Z is —O—, —S—, —CO—, —COO—, —O—CO— or a bivalent group —(CR 1 R 2 ) n — in which R 1 and R 2 are hydrogen, alkyl, alkoxy, alkoxyalkyl or thioalkoxy group, aryl or alkenyl, in each of which one or more hydrogen atoms may be replaced and one or more nonadjacent carbon atoms may be replaced, and n is an integer from 1 to 20. X is a bivalent group —(CR 1 R 2 ) n — and, with the proviso that the number of these A groups is limited by the maximum number of available substitutable hydrogen atoms. The invention also relates to their use for producing optionally multilayered structured light emitting diodes, lasers, solar cells, waveguides or integrated circuits.
1. A low molecular weight or polymeric organic electroluminescent or laser material for use in electronic applications selected from the group consisting of
A) a homo- or copolymer based on polyspiro,
B) a low molecular weight compound having a 3-dimensional spirobifluorene structure,
C) a low molecular weight compound having a 3-dimensional triptycene structure, and
D) a derivative of quinacridone
having at least one hydrogen atom, wherein at least one hydrogen atom is replaced by a group of the formula (A)
wherein
R is a straight-chain, branched or cyclic alkyl, alkoxyalkyl, alkoxy, thioalkoxy group having from 1 to 20 carbon atoms, C 4 -C 18 -aryl or C 2 -C 10 -alkenyl, in each of which one or more hydrogen atoms is optionally replaced by halogen or CN, and one or more nonadjacent carbon atoms is optionally replaced by —O—, —S—, —CO—, —COO— or —O—CO—,
Z is —O—, —S—, —CO—, —COO—, —O—CO— or a bivalent group —(CR 1 R 2 ) n — in which R 1 and R 2 are each independently hydrogen, a straight-chain, branched or cyclic alkyl, alkoxy, alkoxyalkyl, thioalkoxy group having from 1 to 20 carbon atoms, C 4 -C 18 -aryl or C 2 -C 10 -alkenyl, in each of which one or more hydrogen atoms is optionally replaced by halogen or CN, and one or more nonadjacent carbon atoms is optionally replaced by —O—, —S—, —CO—, —COO— or —O—CO—,
X is —O— or a bivalent group —(CR 1 R 2 ) n — in which R 1 and R 2 are each independently hydrogen, a straight-chain, branched or cyclic alkyl, alkoxy, alkoxyalkyl, thioalkoxy group having from 1 to 20 carbon atoms, C 4 -C 13 -aryl or C 2 -C 10 -alkenyl, in each of which one or more hydrogen atoms is optionally replaced by halogen or CN, and
n is an integer from 1 to 20,
with the proviso that the number of these A groups is limited by the maximum number of available substitutable hydrogen atoms.
2. The material as claimed in claim 1 , wherein said halogen in the definition of R, X and Z is Cl or F and n is an integer from 3 to 10.
3. The material as claimed in claim 2 , wherein n is an integer from 3 to 6.
4. The material as claimed in claim 1 , wherein the content of oxetane group according to formula (A) by the molar ratio of oxetane rings, based on all organic rings including the oxetane rings in the particular structure, is from 0.01 to 0.6.
5. A low molecular weight or polymeric organic electroluminescent or laser material for use in electronic applications selected from the group consisting of
A) a homo- or copolymer based on poly(p-phenylene-vinylene) (“PPV”) or polyspiro,
B) a low molecular weight compound having a 3-dimensional spirobifluorene structure,
C) a low molecular weight compound having a 3-dimensional triptycene structure, and
D) a derivative of quinacridone
wherein each material contains at least one cross-linking enabled oxetane group.
6. The material as claimed in claim 5 , wherein the content of oxetane group by the molar ratio of oxetane rings, based on all organic rings including the oxetane rings in the particular structure, is from 0.01 to 0.6.
7. The material as claimed in claim 1 , wherein
X is —O— or a bivalent group —(CR 1 R 2 ) n — in which R 1 and R 2 are each independently hydrogen, a straight-chain, branched or cyclic alkyl, alkoxy, alkoxyalkyl, thioalkoxy group having from 1 to 20 carbon atoms C 4 -C 18 -aryl or C 2 -C 10 -alkenyl, in each of which one or more hydrogen atoms is optionally replaced by Cl, F or CN.
8. The material as claimed in claim 5 , wherein said material is a homo- or copolymer based on PPV.
9. The material as claimed in claim 1 , wherein said material is a homo- or copolymer based on polyspiro containing at least one group of the formula (A).
10. The material as claimed in claim 5 , wherein said material is a homo- or copolymer based on polyspiro.
11. The material as claimed in claim 1 , wherein said material is a low molecular weight compound having a 3-dimensional spirobifluorene structure containing at least one group of the formula (A).
12. The material as claimed in claim 5 , wherein said material is a low molecular weight compound having a 3-dimensional spirobifluorene structure.
13. The material as claimed in claim 1 , wherein said material is a low molecular weight compound having a 3-dimensional triptycene structure.
14. The material as claimed in claim 5 , wherein said material is a low molecular weight compound having a 3-dimensional triptycene structure.
15. The material as claimed in claim 1 , wherein said material is a derivative of quinacridone.
16. The material as claimed in claim 5 , wherein said material is a derivative of quinacridone.