Polymer and triazine compound
US-2024052103-A1 · Feb 15, 2024 · US
US9683302B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9683302-B2 |
| Application number | US-201113701217-A |
| Country | US |
| Kind code | B2 |
| Filing date | May 31, 2011 |
| Priority date | Jun 1, 2010 |
| Publication date | Jun 20, 2017 |
| Grant date | Jun 20, 2017 |
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A composition comprising a source of metal ions and at least one leveling agent comprising a linear or branched, polymeric imidazolium compound comprising the structural unit of formula L1 (L1) wherein R 1 , R 2 , R 3 are each independently selected from an H atom and an organic radical having from 1 to 20 carbon atoms, R4 is a divalent, trivalent or mutlivalent organic radical which does not comprise a hydroxyl group in the a or β position relative to the nitrogen atom of the imidazole rings is an integer.
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The invention claimed is: 1. A composition, comprising: a source of metal ions, wherein the metal ions comprise copper ions; an additive comprising a linear or branched, polymeric imidazolium compound comprising a structural unit of the formula L1: wherein: R 1 , R 2 , R 3 are each independently selected from the group consisting of an H atom and an organic radical comprising from 1 to 20 carbon atoms, R 4 is a divalent, trivalent or multivalent organic radical which does not comprise a hydroxyl group in an α or a β position relative to the nitrogen atom of an imidazole ring connected to R 4 , and n is an integer from 2 to 6,000; water, and an acid in a concentration of from 1 to 300 g/l, wherein the composition is acidic. 2. The composition according to claim 1 , wherein R 1 and R 2 are H atoms. 3. The composition according to claim 1 , wherein R 3 is an H atom. 4. The composition according claim 1 , wherein R 4 is a substituted or an unsubstituted C2 to C20 alkandiyl. 5. The composition according to claim 4 , wherein R 4 does not comprise hydroxyl groups. 6. The composition according claim 1 , wherein the additive comprises a counterion Y o− , wherein o is an integer from 1 to 4. 7. The composition according to claim 6 , wherein the counterion Y o− is a chloride, a sulfate or an acetate. 8. The composition according to claim 1 , wherein a number average molecular weight M n of the polymeric imidazolium compound, determined by gel permeation chromatography, is greater than 500 g/mol. 9. The composition according to claim 1 , wherein the polymeric imidazolium compound comprises more than 80% by weight of structural units of the formula L1. 10. The composition according to claim 1 , wherein the additive is prepared by reacting an α-dicarbonyl compound R 1 —CO—CO—R 2 , an aldehyde R 3 —CHO, at least one amino compound (NH 2 —) m R 4 , wherein m is an integer greater than or equal to 2 and a protic acid (H + ) o Y o− , wherein Y o− is an anion of the protonic acid and o is an integer. 11. The composition according to claim 10 , wherein the amino compound is an aliphatic or aromatic diamine, triamine, multiamine, or mixtures thereof. 12. The composition according to claim 1 , further comprising an accelerating agent. 13. The composition according to claim 1 , further comprising a suppressing agent. 14. The composition according to claim 1 , wherein an amount of the polymeric imidazolium compound in the composition is from 0.1 to 1000 ppm. 15. A process, comprising: a) contacting a metal plating bath comprising the composition according to claim 1 with a substrate, and b) applying a current density to the substrate for a time sufficient to deposit a metal layer onto the substrate. 16. The process according to claim 15 , wherein the substrate comprises micrometer or submicrometer sized features, and the metal layer is deposited to fill the micrometer or submicrometer sized features. 17. The process according to claim 16 , wherein the micrometer or submicrometer sized features have a size of from 1 to 1000 nm, an aspect ratio of 4 or more, or both. 18. A method of producing a metal containing layers, the method comprising: electrodepositing metal containing layers in a bath comprising copper ions and water in the presence of an additive comprising a linear or branched, polymeric imidazolium compound comprising a structural unit of the formula L1: wherein: R 1 , R 2 , R 3 are each independently selected from the group consisting of an H atom and an organic radical comprising from 1 to 20 carbon atoms, R 4 is a divalent, trivalent or multivalent organic radical which does not comprise a hydroxyl group in an α or a β position relative to the nitrogen atom of an imidazole ring connected to R 4 , and n is an integer from 2 to 6,000, and an acid in a concentration of from 1 to 300 g/l, wherein the bath is acidic. 19. The method according to claim 18 , wherein an amount of the polymeric imidazolium compound in the bath is from 0.1 to 1000 ppm.
Electroplating of selected surface areas · CPC title
Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors · CPC title
from solutions (C25D5/34 - C25D5/46 take precedence) · CPC title
containing more than 50% by weight of copper · CPC title
with only two nitrogen atoms in the ring · CPC title
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