Stable metal compounds, their compositions and methods
View Patent ↗The present disclosure relates to soluble, multi-ligand-substituted metal compounds with improved stability as well as compositions made from them and methods of their use.
1. A soluble, multi-ligand-substituted metal compound of the following structure:
wherein n is about 1 to about 20, R 1 is independently selected from a group consisting of C 1 -C 6 unsubstituted alkyl, C 1 -C 6 substituted alkyl and R 2 , R 2 is independently selected from a group consisting of C 6 -C 20 unsubstituted alkyl, C 6 -C 20 substituted alkyl, a —COR 3 group, a —N(R 3 ) 2 group, —SO 2 R 3 group, a —SOR 3 group and a —SR 3 group, wherein each R 3 is independently selected from a group consisting of unsubstituted aromatic, substituted aromatic, unsubstituted heteroaromatic, substituted heteroaromatic group, C 1 -C 20 unsubstituted alkyl, C 1 -C 20 substituted alkyl, C 1 -C 20 unsubstituted alkenyl, C 1 -C 20 substituted alkenyl group, functionalized alkylene with a structure of -alkylene-COOR 3 ′, wherein R 3 ′ is independently selected from a group consisting of C 1 -C 6 substituted alkyl and C 1 -C 6 substituted alkyl.
2. The compound of claim 1 , wherein the metal is titanium, zirconium, tantalum, lead, antimony, thallium, indium, ytterbium, gallium, hafnium, aluminum, magnesium, molybdenum, germanium, tin, iron, cobalt, nickel, copper, zinc, gold, silver, cadmium, tungsten, or platinum.
3. The compound of claim 2 , wherein at least one of R 1 , R 2 , R 3 or R 3 ′ is a partially of fully fluorinated alkyl group.
4. The compound of claim 2 , wherein at least one R 2 is selected from a group consisting of alkyl, aromatic ester and heteroaromatic ester.
5. The compound of claim 2 , wherein the metal is more than one metal when n is about 2 to about 20.
6. The compound of claim 2 , wherein n is 2 to 20.
7. The compound of claim 2 , wherein n is 1.
8. A composition comprising:
a. A soluble, multi-ligand-substituted metal compound of the following structure:
wherein n is about 1 to about 20, R 1 is independently selected from a group consisting of C 1 -C 6 unsubstituted alkyl, C 1 -C 6 substituted alkyl and R 2 , R 2 is independently selected from a group consisting of C 6 -C 20 unsubstituted alkyl, C 6 -C 20 substituted alkyl, a —COR 3 group, a —N(R 3 ) 2 group, —SO 2 R 3 group, a —SOR 3 group and a —SR 3 group, wherein each R 3 is independently selected from a group consisting of unsubstituted aromatic, substituted aromatic, unsubstituted heteroaromatic, substituted heteroaromatic group, C 1 -C 20 unsubstituted alkyl, C 1 -C 20 substituted alkyl, C 1 -C 20 unsubstituted alkenyl, C 1 -C 20 substituted alkenyl group, functionalized alkylene with a structure of -alkylene-COOR 3 ′, wherein R 3 ′ is independently selected from a group consisting of C 1 -C 6 substituted alkyl and C 1 -C 6 substituted alkyl; and,
b. a solvent.
9. The composition of claim 8 where the composition further comprises an organic or silicon based crosslinkable polymer.
10. The composition of claim 8 , further comprising at least one of a thermal acid generator, a thermal base generator, or a thermally activated peroxide.
11. The composition of claim 8 , wherein the metal is titanium, zirconium, tantalum, lead, antimony, thallium, indium, ytterbium, gallium, hafnium, aluminum, molybdenum, magnesium, germanium, tin, iron, cobalt, nickel, copper, zinc, gold, silver, cadmium, tungsten, or platinum.
12. The composition of claim 8 , wherein at least one of R 1 , R 2 , R 3 or R 3 ′ is a partially or fully fluorinated alkyl group.
13. The composition of claim 8 , wherein at least one R 2 is selected from a group consisting of alkyl, alkenyl, aromatic ester and heteroaromatic ester.
14. The composition of claim 8 , wherein the metal is more than one metal when n is about 2 to about 20.
15. The composition of claim 8 , wherein n is 2 to 20.
16. The composition of claim 8 , wherein n is 1.
17. The composition of claim 15 , further comprising a crosslinking additive.
18. A method of manufacturing an electronic device comprising:
a. applying a composition from claim 8 onto a substrate to form a film; and,
b. baking the film.
19. The method of claim 18 , further comprising removing the composition using a stripper composition.
20. The method of claim 19 , wherein the stripper is selected from a group consisting of acid, base, peroxide, and mixtures thereof.
21. A composition comprising:
a. A soluble, multi-ligand-substituted metal compound of the following structure:
wherein n is about 1 to about 20, R 1 is independently selected from a group consisting of C 1 -C 6 unsubstituted alkyl, C 1 -C 6 substituted alkyl and R 2 , R 2 is independently selected from a group consisting of unsubstituted aromatic, substituted aromatic, unsubstituted heteroaromatic, substituted heteroaromatic group, C 6 -C 20 unsubstituted alkyl, C 6 -C 20 substituted alkyl, C 6 -C 20 unsubstituted alkenyl, C 6 -C 20 substituted alkenyl group, a —COR 3 group, a —N(R 3 ) 2 group, —SO 2 R 3 group, a —SOR 3 group and a —SR 3 group, wherein each R 3 is independently selected from a group consisting of unsubstituted aromatic, substituted aromatic, unsubstituted heteroaromatic, substituted heteroaromatic group, C 1 -C 20 unsubstituted alkyl, C 1 -C 20 substituted alkyl, C 1 -C 20 unsubstituted alkenyl, C 1 -C 20 substituted alkenyl group, functionalized alkylene with a structure of -alkylene-COOR 3 ′, wherein R 3 ′ is independently selected from a group consisting of C 1 -C 6 substituted alkyl and C 1 -C 6 substituted alkyl;
b. a solvent; and
c. an organic or silicon based crosslinkable polymer.
22. A composition comprising:
a. A soluble, multi-ligand-substituted metal compound of the following structure:
wherein n is about 1 to about 20, R 1 is independently selected from a group consisting of C 1 -C 6 unsubstituted alkyl, C 1 -C 6 substituted alkyl and R 2 , R 2 is independently selected from a group consisting of unsubstituted aromatic, substituted aromatic, unsubstituted heteroaromatic, substituted heteroaromatic group, C 6 -C 20 unsubstituted alkyl, C 6 -C 20 substituted alkyl, C 6 -C 20 unsubstituted alkenyl, C 6 -C 20 substituted alkenyl group, a —COR 3 group, a —N(R 3 ) 2 group, —SO 2 R 3 group, a —SORB group and a —SR 3 group, wherein each R 3 is independently selected from a group consisting of unsubstituted aromatic, substituted aromatic, unsubstituted heteroaromatic, substituted heteroaromatic group, C 1 -C 20 unsubstituted alkyl, C 1 -C 20 substituted alkyl, C 1 -C 20 unsubstituted alkenyl, C 1 -C 20 substituted alkenyl group, functionalized alkylene with a structure of -alkylene-COOR 3 ′, wherein R 3 ′ is independently selected from a group consisting of C 1 -C 6 substituted alkyl and C 1 -C 6 substituted alkyl;
b. a solvent; and
c. at least one of a thermal acid generator, a thermal base generator, or a thermally activated peroxide.