Charge transport compositions and their use in electronic devices

1. A composition comprising:

at least one monomer of the formula:

where SiR′RR″ is SiCl 3 , Si(alkyl)Cl 2 , Si(alkyl)(O-alkyl) 2 , or Si(O-alkyl) 3 ; n and y are each 0 or an integer from 1 to 10; and

at least one particle comprising silica, alumina, zirconia, or mixtures thereof;

said particle having an average size of less than 50 nm.

2. The composition of claim 1 wherein the particle is silica.

3. A particle comprising a polymer containing one or more monomers that are:

where SiR′RR″ is SiCl 3 , Si(alkyl)Cl 2 , Si(alkyl)(O-alkyl) 2 , or Si(O-alkyl) 3 ; n and y are each 0 or an integer from 1 to 10; and

wherein said particle is has an average particle size of less than 50 nm.

4. A composition comprising a particle having a polymer coating disposed thereon, said polymer coating containing one or more monomers that are:

where SiR′RR″ is SiCl 3 , Si(alkyl)Cl 2 , Si(alkyl)(O-alkyl) 2 , or Si(O-alkyl) 3 ; n and y are each 0 or an integer from 1 to 10; said particle having an average size of less than 50 nm.

5. The composition of claim 4 wherein the particle is silica, alumina, or zirconia.

6. The composition of claim 4 wherein the particle is silica.

7. The composition of claim 4 , wherein the average size of the particles is less than 10 nm.

8. The composition of claim 4 where the monomer is:

9. The composition of claim 4 where the monomer is:

10. The composition of claim 4 where the monomer is:

where:

SiR′RR″ is SiCl 3 , Si(alkyl)Cl 2 , Si(alkyl)(O-alkyl) 2 , or Si(O-alkyl) 3 ;

n and y are each 0 or an integer from 1 to 10.

11. The composition of claim 4 where the monomer is:

where SiR′RR″ is SiCl 3 , Si(alkyl)Cl 2 , Si(alkyl)(O-alkyl) 2 , or Si(O-alkyl) 3 ;

n and y are each 0 or an integer from 1 to 10.

12. An electronic device which comprises at least one layer which comprises at least one compound of claim 4 .

13. A composition comprising the composition of claim 4 and at least one solvent, processing aid, charge transporting material, or charge blocking material.

14. A method of forming a cross-linked charge transport material comprising:

a. providing a cross-linkable charge transport monomer; and

b. causing said monomer to crosslink optionally in the presence of inorganic oxide particles; said particles having an average size of less than 50 nm.

15. The method of claim 14 wherein the monomer comprises:

where SiR′RR″ is SiCl 3 , Si(alkyl)Cl 2 , Si(alkyl)(O-alkyl) 2 , or Si(O-alkyl) 3 ; n and y are each 0 or an integer from 1 to 10.

16. The method of claim 15 where is silica, alumina, or zirconia.

17. An article useful in the manufacture of an organic electronic device, comprising the composition of claim 4 .

18. A composition comprising:

at least one monomer of the formula:

wherein:

each A is independently phenyl or naphthyl;

Q is

where the dashed line indicated to site of bonding to the nitrogen atom of the monomer;

X is —CH═CH 2 or —CH 2 —(CH 2 ) y —SiR′RR″;

where SiR′RR″ is SiCl 3 , Si(alkyl)Cl 2 , Si(alkyl)(O-alkyl) 2 , or Si(O-alkyl) 3 ; n and y are each 0 or an integer from 1 to 10; and

at least one particle comprising silica, alumina, zirconia, or mixtures thereof;

said particle having an average size of less than 50 nm.

19. The composition of claim 18 , wherein said monomer is of the formula

20. A composition comprising a particle having a polymer coating disposed thereon, said polymer coating containing derivatives of one or more monomers of the formula:

wherein:

each A is independently phenyl or naphthyl;

Q is

where the dashed line indicated to site of bonding to the nitrogen atom of the monomer;

X is —CH═CH 2 or —CH 2 —(CH 2 ) y —SiR′RR″;

where SiR′RR″ is SiCl 3 , Si(alkyl)Cl 2 , Si(alkyl)(O-alkyl) 2 , or Si(O-alkyl) 3 ; n and y are each 0 or an integer from 1 to 10; and

at least one particle comprising silica, alumina, zirconia, or mixtures thereof;

said particle having an average size of less than 50 nm.

21. The composition of claim 20 comprising at least one monomer of the formula:

22. A method of forming a cross-linked charge transport material comprising:

(a) providing a cross-linkable charge transport monomer of the formula

wherein:

each A is independently phenyl or naphthyl;

Q is

where the dashed line indicated to site of bonding to the nitrogen atom of the monomer;

X is —CH═CH 2 or —CH 2 —(CH 2 ) y —SiR′RR″;

where SiR′RR″ is SiCl 3 , Si(alkyl)Cl 2 , Si(alkyl)(O-alkyl) 2 , or Si(O-alkyl) 3 ; n and y are each 0 or an integer from 1 to 10; and

at least one particle comprising silica, alumina, zirconia, or mixtures thereof; and

(b) causing said monomer to crosslink optionally in the presence of inorganic oxide particles; said particles having an average size of less than 50 nm.

23. The method of claim 22 , wherein said monomer is of the formula