Monoalkyl tin compounds with low polyalkyl contamination, their compositions and methods
US-10787466-B2 · Sep 29, 2020 · US
US11358975B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11358975-B2 |
| Application number | US-202117366470-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jul 2, 2021 |
| Priority date | Jul 3, 2020 |
| Publication date | Jun 14, 2022 |
| Grant date | Jun 14, 2022 |
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Provided is an efficient and effective process for preparing certain organotin compounds having alkyl and alkylamino substituents. The process provides the organotin compounds in a highly pure crystalline form which are particularly useful as precursors in the deposition of high-purity tin oxide films in, for example, extreme ultraviolet light (EUV) lithography techniques used in the manufacture of certain microelectronic devices.
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What is claimed is: 1. A process for preparing a monoalkyl tris(dialkylamido) tin compound of Formula (I): wherein each R is the same or different and is a C 1 -C 4 alkyl group and R 1 is a substituted or unsubstituted saturated or unsaturated linear, branched, or cyclic C 1 -C 5 group; wherein the process comprises: contacting a compound of Formula (A) with a compound of Formula R 1 —X, wherein X is bromo, iodo, or chloro. 2. The process of claim 1 , wherein each R is independently a methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, t-butyl, or sec-butyl group. 3. The process of claim 1 , wherein each R is a methyl group. 4. The process of claim 1 , wherein R 1 is a methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, t-butyl, sec-butyl, n-pentyl, iso-pentyl, or neopentyl group. 5. The process of claim 1 , wherein R 1 is a cyclic C 1 -C 5 group. 6. The process of claim 1 , wherein R 1 is a vinyl group or an acetylenyl group. 7. The process of claim 1 , wherein R 1 is substituted with one or more halogen groups. 8. The process of claim 1 , wherein R 1 is an alkylether group. 9. The process of claim 1 , wherein each R is a methyl group and R 1 is an isopropyl group. 10. The process of claim 1 , wherein X is iodo. 11. The process of claim 1 , wherein the process is conducted in a non-polar aprotic solvent. 12. The process of claim 1 , wherein the process further comprises preparing the compound of Formula (A) by reacting tin(II) chloride with a compound of Formula M-N(R) 2 , wherein M is sodium, lithium, and potassium. 13. The process of claim 12 , wherein the compound of Formula M-N(R) 2 is Li—N(CH 3 ) 2 . 14. The process of claim 12 , wherein the process is conducted in one reaction vessel. 15. A compound of the Formula (II): wherein each R is the same or different and is a C 1 -C 4 alkyl group and X is iodo, bromo, and chloro, provided that wherein X is chloro, R is other than a methyl group. 16. The compound of claim 15 , wherein each R is the same or different and is a C 1 -C 4 alkyl and X is iodo and bromo. 17. The compound of claim 15 , wherein each R is a methyl group and X is iodo. 18. The compound of claim 17 in crystalline form and having the structure as set forth in FIG. 1 .
Crystalline forms, e.g. polymorphs · CPC title
Compounds with one or more Sn-N linkages · CPC title
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