Chemically amplified positive resist composition and resist pattern forming process
US-12164231-B2 · Dec 10, 2024 · US
US2017108775A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2017108775-A1 |
| Application number | US-201615296662-A |
| Country | US |
| Kind code | A1 |
| Filing date | Oct 18, 2016 |
| Priority date | Oct 19, 2015 |
| Publication date | Apr 20, 2017 |
| Grant date | — |
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A resist composition comprising a base polymer and a sulfonium or iodonium salt of sulfonic acid containing a morpholino group offers dimensional stability on PPD and a satisfactory resolution.
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1 . A resist composition comprising a base polymer and a sulfonium or iodonium salt having the formula (A): wherein R 1 is a straight, branched or cyclic C 1 -C 24 alkylene group which may contain a hydroxyl, alkoxy, ether, ester, sulfonic acid ester moiety, halogen atom, double bond, triple bond or aromatic moiety, A + is a sulfonium cation having the formula (B) or iodonium cation having the formula (C): wherein R 2 , R 3 and R 4 are each independently a straight, branched or cyclic C 1 -C 12 alkyl or oxoalkyl group, a straight, branched or cyclic C 2 -C 12 alkenyl or oxoalkenyl group, C 6 -C 20 aryl group, or C 7 -C 12 aralkyl or aryloxoalkyl group, in which at least one hydrogen may be substituted by a substituent containing an ether, ester, carbonyl, carbonate, hydroxyl, carboxyl, halogen, cyano, amide, nitro, sultone, sulfonic acid ester, sulfone, thiol moiety or sulfonium salt, or R 2 and R 3 may bond together to form a ring with the sulfur atom to which they are attached, R 5 and R 6 are each independently a C 6 -C 20 aryl group in which at least one hydrogen may be substituted by a straight, branched or cyclic C 1 -C 10 alkyl or alkoxy moiety. 2 . The resist composition of claim 1 , further comprising an acid generator capable of generating sulfonic acid, imide acid or methide acid. 3 . The resist composition of claim 1 , further comprising an organic solvent. 4 . The resist composition of claim 1 wherein the base polymer comprises recurring units having the formula (a1) or recurring units having the formula (a2): wherein R 1 and R 13 are each independently hydrogen or methyl, R 12 and R 14 are each independently an acid labile group, X is a single bond, ester group, phenylene group, naphthylene group or a C 1 -C 12 linking group containing lactone ring, and Y is a single bond or ester group. 5 . The resist composition of claim 4 , further comprising a dissolution inhibitor. 6 . The resist composition of claim 4 which is a chemically amplified positive resist composition. 7 . The resist composition of claim 1 wherein the base polymer is free of an acid labile group. 8 . The resist composition of claim 7 , further comprising a crosslinker. 9 . The resist composition of claim 7 which is a chemically amplified negative resist composition. 10 . The resist composition of claim 1 wherein the base polymer comprises recurring units of at least one type selected from the formulae (f1) to (f3): wherein R 51 , R 55 and R 59 each are hydrogen or methyl, R 52 is a single bond, phenylene, —O—R 63 —, or —C(═O)—Y 1 —R 63 —, Y 1 is —O— or —NH—, R 63 is a straight, branched or cyclic C 1 -C 6 alkylene or alkenylene group which may contain a carbonyl, ester, ether or hydroxyl moiety, or phenylene group, R 53 , R 54 , R 56 , R 57 , R 58 , R 60 , R 61 , and R 62 are each independently a straight, branched or cyclic C 1 -C 12 alkyl group which may contain a carbonyl, ester or ether moiety, or a C 6 -C 12 aryl group, C 7 -C 20 aralkyl group or mercaptophenyl group, A 1 is a single bond, -A 0 -C(═O)—O—, -A 0 -O— or -A 0 -O—C(═O)—, A 0 is a straight, branched or cyclic C 1 -C 12 alkylene group which may contain a carbonyl, ester or ether moiety, A 2 is hydrogen or trifluoromethyl, Z 1 is a single bond, methylene, ethylene, phenylene, fluorinated phenylene, —O—R 64 —, or —C(═O)—Z 2 —R 64 —, Z 2 is —O— or —NH—, R 64 is a straight, branched or cyclic C 1 -C 6 alkylene or alkenylene group which may contain a carbonyl, ester, ether or hydroxyl moiety, or phenylene, fluorinated phenylene or trifluoromethyl-substituted phenylene group, M − is a non-nucleophilic counter ion, and f1, f2 and f3 are numbers in the range: 0≦f1≦0.5, 0≦f2≦0.5, 0≦f3≦0.5, and 0<f1+f2+f3≦0.5. 11 . The resist composition of claim 1 , further comprising a surfactant. 12 . A process for forming a pattern comprising the steps of applying the resist composition of claim 1 onto a substrate, baking to form a resist film, exposing the resist film to high-energy radiation, and developing the exposed film in a developer. 13 . The process of claim 12 wherein the high-energy radiation is ArF excimer laser radiation of wavelength 193 nm or KrF excimer laser radiation of wavelength 248 nm. 14 . The process of claim 12 wherein the high-energy radiation is electron beam or extreme ultraviolet radiation of wavelength 3 to 15 nm.
and containing oxygen, e.g. 2-sulfoethyl (meth)acrylate · CPC title
and one oxygen in the alcohol moiety · CPC title
and containing two or more oxygen atoms · CPC title
of salts of sulfonic acids · CPC title
Exposure with X-ray radiation or corpuscular radiation, through a mask with a pattern opaque to that radiation · CPC title
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