Hardmask composition, hardmask layer, and method of forming patterns
US-2024377746-A1 · Nov 14, 2024 · US
US9244351B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9244351-B2 |
| Application number | US-201214368858-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 23, 2012 |
| Priority date | Dec 30, 2011 |
| Publication date | Jan 26, 2016 |
| Grant date | Jan 26, 2016 |
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A composition for a hardmask including copolymer including repeating units represented by Chemical Formulae 1 and 2 and a solvent, a method of forming a pattern using the same, and a semiconductor integrated circuit device including a pattern formed using the method are provided.
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The invention claimed is: 1. A composition for a hardmask, the composition comprising: a copolymer including repeating units represented by the following Chemical Formulae 1 and 2; and a solvent: wherein, in Chemical Formulae 1 and 2, R 1 is a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group, or a substituted or unsubstituted C6 to C30 arylene group, R 2 to R 4 , R 5 to R 14 , R 18 , and R 19 are each independently hydrogen, a hydroxyl group, an amino group, a thiol group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C2 to C20 alkynyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C3 to C20 cycloalkenyl group, a substituted or unsubstituted C3 to C20 cycloalkynyl group, a substituted or unsubstituted C2 to C20 heterocycloalkyl group, a substituted or unsubstituted C2 to C20 heterocycloalkenyl group, a substituted or unsubstituted C2 to C20 heterocycloalkynyl group, or a substituted or unsubstituted C6 to C30 aryl group, provided that at least one of R 5 to R 14 is a hydroxyl group, an amino group, or a thiol group, and R 18 and R 19 include at least one hydroxyl group, respectively, R 15 and R 16 are each independently a substituted or unsubstituted C6 to C30 arylene group, R 20 to R 25 are each independently a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group, or a substituted or unsubstituted C6 to C30 arylene group, n 2 to n 4 are each independently integers that satisfy the following relations: 0≦n 2 ≦2, 0≦n 3 ≦3 and 0≦n 4 ≦4, n 5 and n 6 are each independently integers ranging from 1 to 10, n 7 to n 10 are each independently integers ranging from 0 to 10, x and y are each independently integers that satisfy the following relations: x+y=1, 0≦x≦1, and 0≦y≦1, n and m are each independently integers ranging from 1 to 200, and to * 4 are binding sites to another repeating unit or terminal group. 2. The composition for a hardmask as claimed in claim 1 , wherein, in Chemical Formula 2, R 15 and R 16 are each independently a phenylene group, a naphthylene group, or a C1 to C20 alkoxy phenylene group. 3. The composition for a hardmask as claimed in claim 1 , wherein, in Chemical Formula 2, R 20 to R 25 are each independently a substituted or unsubstituted C1 to C20 alkylene group or substituted or unsubstituted C6 to C30 arylene group, and n 7 to n 10 are each independently integers of 0 to 5. 4. The composition for a hardmask as claimed in claim 1 , wherein, in Chemical Formulae 1 and 2, n and m are each independently integers of 1 to 100. 5. The composition for a hardmask as claimed in claim 1 , wherein, in Chemical Formulae 1 and 2, a ratio of m/n is 0.01 to 20. 6. The composition for a hardmask as claimed in claim 1 , wherein the copolymer includes at least one selected from a structural unit represented by the following Chemical Formula 3-1, a structural unit represented by the following Chemical Formula 3-2, a structural unit represented by the following Chemical Formula 3- 3, a structural unit represented by the following Chemical Formula 3-4, and a structural unit represented by the following Chemical Formula 3-5: wherein, in Chemical Formulae 3-1 to 3-5, x and y are each independently integers that satisfy the following relations: x+y=1, 0≦x≦1,0≦y≦1, n and m are each independently integers ranging from 1 to 200, and * 1 to * 4 are the same as those defined with respect to Chemical Formulae 1 and 2. 7. The composition for a hardmask as claimed in claim 1 , wherein the copolymer has a weight average molecular weight of 1,000 to 1,000,000 g/mol. 8. The composition for a hardmask as claimed in claim 1 , wherein the copolymer is included in an amount of 1 wt % to 50 wt % based on the total amount of the composition for a hardmask. 9. A method of forming a pattern, the method comprising: providing a material layer on a substrate; applying the composition for a hardmask of claim 1 on the material layer to form a hardmask layer; forming a silicon-containing thin layer on the hardmask layer; forming a photoresist layer on the silicon-containing thin layer; exposing and developing the photoresist layer to form a photoresist pattern; selectively removing the silicon-containing thin layer and hardmask layer using the photoresist pattern to expose a part of the material layer; and etching an exposed part of the material layer. 10. The method of forming a pattern as claimed in claim 9 , wherein applying the composition for a hardmask on the material layer includes performing a spin-on coating method. 11. The method of forming a pattern as claimed in claim 9 , further comprising forming a bottom anti-reflection coating (BARC) on the silicon-containing thin layer after forming the silicon-containing thin layer. 12. The method of forming a pattern as claimed in claim 9 , further comprising heat treating the composition for a hardmask after applying the composition on the material layer such that the composition is heat-treated at 100° C. to 300° C.
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