Method for forming multi-layer film and patterning process
US-9804492-B2 · Oct 31, 2017 · US
US10429739B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10429739-B2 |
| Application number | US-201615359323-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 22, 2016 |
| Priority date | Dec 24, 2015 |
| Publication date | Oct 1, 2019 |
| Grant date | Oct 1, 2019 |
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The present invention provides a compound for forming an organic film which has a minimum complex viscosity of 10 Pa·s or less when the complex viscosity is measured within a range of 50° C. to 300° C. This compound for forming an organic film can provide an organic film composition having high filling and planarizing properties.
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The invention claimed is: 1. A compound for forming an organic film which has a minimum complex viscosity of 10 Pa·s or less when the complex viscosity is measured within a range of 50° C. to 300° C., wherein the compound is shown by the formula (1A), R R 1 ) (m1+m2) (1A) wherein R represents a single bond, an organic group having 1 to 50 carbon atoms, an ether bond, a —SO— group, or a —SO 2 — group; R 1 represents a group shown by the formula (1B); and m1 and m2 represent an integer satisfying 1≤m1≤5, 1≤m2≤5, and 2≤m1+m2≤8, —R 1 =—X 1 —X (1B) wherein X 1 represents a group shown by the formula (1C); and X represents a group shown by the formula (1D), wherein (X) represents a bonding site to X, wherein X 2 represents a divalent organic group having 1 to 10 carbon atoms; n1 represents 0 or 1; n2 represents 1 or 2; X 3 represents a group shown by the formula (1E); and n5 represents 0, 1, or 2, wherein R 10 represents a hydrogen atom or a saturated or unsaturated hydrocarbon group having 1 to 10 carbon atoms, in which a hydrogen atom of the benzene ring in the formula (1E) may be substituted with a methyl group or methoxy group. 2. The compound for forming an organic film according to claim 1 , wherein the compound has a complex viscosity of 1,000 Pa·s or less at 100° C. 3. The compound for forming an organic film according to claim 1 , wherein the compound has a molecular weight of 2,500 or less. 4. A composition for forming an organic film, comprising the compound according to claim 1 and an organic solvent. 5. A composition for forming an organic film, comprising: a compound for forming an organic film which has a minimum complex viscosity of 10 Pa·s or less when the complex viscosity is measured within a range of 50° C. to 300° C.; an organic solvent; and either or both of a compound shown by the formula (2A) and a compound shown by the formula (3A), R R 2 ) (m3+m4) (2A) wherein R represents a single bond, an organic group having 1 to 50 carbon atoms, an ether bond, a —SO— group, or a —SO 2 — group; R 2 represents a group shown by the formula (2B); and m3 and m4 represent an integer satisfying 1≤m3≤5, 1≤m4≤5, and 2≤m3+m4≤8, —R 2 =—X 11 —X′ (2B) wherein X 11 represents a group shown by the formula (2C); and X′ represents a group shown by the formula (2D), wherein (X′) represents a bonding site to X′, wherein n3 represents 0 or 1; n4 represents 1 or 2; X 4 represents a group shown by the formula (2E); and n6 represents 0, 1, or 2, wherein R 11 represents a hydrogen atom or a saturated or unsaturated hydrocarbon group having 1 to 10 carbon atoms, in which a hydrogen atom of the benzene ring in the formula (2E) may be substituted with a methyl group or methoxy group, wherein R 101 , R 102 , R 103 , and R 104 independently represent a hydroxyl group; m100 represents 1, 2, or 3; R 100 represents a hydrogen atom or a hydroxyl group when m100 is 1, R 100 represents a single bond or a group shown by the formula (3B) when m100 is 2, and R 100 represents a group shown by the formula (3C) when m100 is 3; a hydrogen atom of the aromatic ring in the formula (3A) may be substituted with a methyl group or a methoxy group; m101 represents 0 or 1, m102 represents 1 or 2; m103 represents 0 or 1; m104 represents 1 or 2; m105 represents 0 or 1; when m101 is 0, n101 and n102 represent an integer satisfying 0≤n101≤3, 0≤n102≤3, and 1≤n101+n102≤4, and when m101 is 1, n101, n102, n103, and n104 represent an integer satisfying 0≤n101≤2, 0≤n102≤2, 0≤n103≤2, 0≤n104≤2, and 2≤n101+n102+n103+n104≤8, wherein * represents a bonding site; R 106 and R 107 represent a hydrogen atom or an organic group having 1 to 24 carbon atoms and no ester bond, and R 106 and R 107 may be bonded to form a cyclic structure, wherein * represents a bonding site; and R 108 represents a hydrogen atom or an organic group having 1 to 15 carbon atoms. 6. A composition for forming an organic film, comprising: a compound for forming an organic film which has a minimum complex viscosity of 10 Pa·s or less when the complex viscosity is measured within a range of 50° C. to 300° C.; and an organic solvent that is a mixture of one or more organic solvents having a boiling point of lower than 180° C. and one or more organic solvents having a boiling point of 180° C. or higher. 7. A method for forming an organic film that functions as an organic planarizing film used in a semiconductor apparatus manufacturing process, the method comprising: applying the composition for forming an organic film according to claim 4 on a substrate to be processed by spin coating; and heating the substrate, on which the composition has been applied, at 100° C. to 600° C. for 10 to 600 seconds to form a cured film. 8. The method for forming an organic film according to claim 7 , wherein the substrate to be processed has steps or a structure with a height of 30 nm or more. 9. A method for forming an organic film that functions as an organic planarizing film used in a semiconductor apparatus manufacturing process, the method comprising: applying the composition for forming an organic film according to claim 4 on a substrate to be processed by spin coating; and heating the substrate, on which the composition has been applied, under an atmosphere having an oxygen concentration of 0.1% to 21% to form a cured film. 10. A patterning process comprising: forming an organic film on a body to be processed from the composition for forming an organic film according to claim 4 ; forming a resist underlayer film on the organic film from a resist underlayer film composition containing a silicon atom; forming a resist upper layer film on the resist underlayer film from a resist upper layer film composition composed of a photoresist composition; forming a circuit pattern in the resist upper layer film; transferring the pattern to the resist underlayer film by etching using the resist upper layer film having the formed circuit pattern as a mask; transferring the pattern to the organic film by etching using the resist underlayer film having the transferred pattern as a mask; and further transferring the pattern to the body to be processed by etching using the organic film having the transferred pattern as a mask. 11. The patterning process according to claim 10 , the circuit pattern is formed by a photolithography with a wavelength ranging from 10 nm to 300 nm, a direct drawing with electron beam, a nanoimprinting, or a combination thereof. 12. The patterning process according to claim 10 , the circuit pattern is developed by alkaline development or development with an organic solvent. 13. The patterning process a
Planarisation of inorganic insulating materials · CPC title
using an anti-reflective coating · CPC title
Photolithographic processes · CPC title
characterised by their composition, e.g. multilayer masks · CPC title
Liquid deposition, e.g. spin-coating, sol-gel techniques or spray coating · CPC title
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