Hardmask composition, method of forming patterns using the hardmask composition and semiconductor integrated circuit device including the patterns
US-9665003-B2 · May 30, 2017 · US
US9958781B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9958781-B2 |
| Application number | US-201615134508-A |
| Country | US |
| Kind code | B2 |
| Filing date | Apr 21, 2016 |
| Priority date | Apr 24, 2015 |
| Publication date | May 1, 2018 |
| Grant date | May 1, 2018 |
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A method comprises applying a composition on a substrate to form a coating film on the substrate. The coating film is heated in an atmosphere in which an oxygen concentration is less than 1% by volume and a temperature is higher than 450° C. and 800° C. or lower, to form a film on the substrate. The composition comprises a compound comprising an aromatic ring. The oxygen concentration in the atmosphere during the heating of the coating film is preferably no greater than 0.1% by volume. The temperature in the atmosphere during the heating of the coating film is preferably 500° C. or higher and 600° C. or lower.
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The invention claimed is: 1. A pattern-forming method comprising: applying a composition on an upper face side of a substrate to form a coating film on the upper face side of the substrate; heating the coating film in an atmosphere in which an oxygen concentration is less than 1% by volume and a temperature is higher than 450° C. and 800° C. or lower, to form a resist underlayer film on the upper face side of the substrate, forming a resist pattern on an upper face side of the resist underlayer film; and forming a pattern by a plurality of times of etching operations using the resist pattern as a mask such that the substrate has a pattern, wherein the composition comprises an aromatic ring-containing compound having a molecular weight of no less than 600 and no greater than 3,000, the aromatic ring-containing compound comprises a partial structure represented by formula (5), a partial structure represented by formula (6), or both thereof: wherein: in the formula (5), R 101 to R 104 each independently represent a halogen atom, a hydroxy group, a nitro group or a monovalent organic group having 1 to 20 carbon atoms; a11 and a12 are each independently an integer of 0 to 9; b11 and b12 are each independently an integer of 0 to 4, wherein in a case in which R 101 to R 104 are each present in a plurality of number, the plurality of R 101 s are identical or different, the plurality of R 102 s are identical or different, the plurality of R 103 s are identical or different, and the plurality of R 104 s are identical or different; n11 and n12 are each independently an integer of 0 to 2; k11 and k12 are each independently an integer of 0 to 9, wherein the sum of a11 and k11 is no greater than 9, and the sum of a12 and k12 is no greater than 9; and * 11 denotes a binding site to another moiety, and in the formula (6), X 1 and X 2 each independently represent a substituted or unsubstituted cyclic structure having 4 to 10 ring atoms together with a spiro carbon atom and carbon atoms of an adjacent aromatic ring; R 131 and R 132 each independently represent a halogen atom, a hydroxy group, a nitro group or a monovalent organic group; a1 and a2 are each independently an integer of 0 to 8, wherein in a case in which R 131 and R 132 are each present in a plurality of number, the plurality of R 131 s are identical or different, and the plurality of R 132 s are identical or different; n1 and n2 are each independently an integer of 0 to 2; k1 and k2 are each independently an integer of 0 to 8, wherein the sum of a1 and k1 is no greater than 8, and the sum of a2 and k2 is no greater than 8; and * 13 denotes a binding site to another moiety, the aromatic ring-containing compound comprises an intermolecular bond-forming group which is a carbon-carbon triple bond-containing group. 2. The pattern-forming method according to claim 1 , wherein the oxygen concentration in the atmosphere during the heating of the coating film is no greater than 0.1% by volume. 3. The pattern-forming method according to claim 1 , wherein the temperature in the atmosphere during the heating of the coating film is 500° C. or higher and 600° C. or lower. 4. The pattern-forming method according to claim 1 , wherein the composition further comprises a solvent. 5. A pattern-forming method comprising: applying a composition on an upper face side of a substrate to form a coating film on the upper face side of the substrate; heating the coating film in an atmosphere in which an oxygen concentration is less than 1% by volume and a temperature is higher than 450° C. and 800° C. or lower, to form a resist underlayer film on the upper face side of the substrate, forming a resist pattern on an upper face side of the resist underlayer film; and forming a pattern by a plurality of times of etching operations using the resist pattern as a mask such that the substrate has a pattern, wherein the composition comprises an aromatic ring-containing compound having a molecular weight of no less than 600 and no greater than 3,000, the aromatic ring-containing compound comprises a partial structure represented by formula (5), a partial structure represented by formula (6), or both thereof: wherein: in the formula (5), R 101 to R 104 each independently represent a halogen atom, a hydroxy group, a nitro group or a monovalent organic group having 1 to 20 carbon atoms; a11 and a12 are each independently an integer of 0 to 9; b11 and b12 are each independently an integer of 0 to 4, wherein in a case in which R 101 to R 104 are each present in a plurality of number, the plurality of R 101 s are identical or different, the plurality of R 102 s are identical or different, the plurality of R 103 s are identical or different, and the plurality of R 104 s are identical or different; n11 and n12 are each independently an integer of 0 to 2; k11 and k12 are each independently an integer of 0 to 9, wherein the sum of a11 and k11 is no greater than 9, and the sum of a12 and k12 is no greater than 9; and * 11 denotes a binding site to another moiety, and in the formula (6), X 1 and X 2 each independently represent a substituted or unsubstituted cyclic structure having 4 to 10 ring atoms together with a spiro carbon atom and carbon atoms of an adjacent aromatic ring; R 131 and R 132 each independently represent a halogen atom, a hydroxy group, a nitro group or a monovalent organic group; a1 and a2 are each independently an integer of 0 to 8, wherein in a case in which R 131 and R 132 are each present in a plurality of number, the plurality of R 131 s are identical or different, and the plurality of R 132 s are identical or different; n1 and n2 are each independently an integer of 0 to 2; k1 and k2 are each independently an integer of 0 to 8, wherein the sum of a1 and k1 is no greater than 8, and the sum of a2 and k2 is no greater than 8; and * 13 denotes a binding site to another moiety, the aromatic ring-containing compound comprises an intermolecular bond-forming group which is at least one selected from the group consisting of a (meth)acryloyl group, a substituted or unsubstituted vinylphenyl group, a group represented by formula (7-1), a substituted or unsubstituted ethynyl group, a substituted or unsubstituted propargyl group, a group represented by formula (7-2), and a group represented by formula (7-3): wherein: in the above formula (7-1), R 105 , R 106 and R 107 each independently represent a hydrogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms, in the above formula (7-2), R 108 and R 109 each independently represent a hydrogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms; q7 is 1 or 2, wherein in a case in which q7 is 2, a plurality of R 108 s are identical or different, and in the above formula (7-3), R 110 represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms. 6. The pattern-forming method according to claim 1 , the composition further comprises an acid generating agent. 7. The pattern-forming method according to claim 1 , the composition further comprises a crosslinking agent. 8. The pattern-forming method according to claim 5 , wherein the oxygen concentration in the atmosphere during the heating of the coating film is no greater than 0.1% by volume. 9. The pattern-forming method according to claim 5 , wherein the temperature in the atmosphere during the heating of
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