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US 11,269,252 B2Granted
Method for forming pattern using antireflective coating composition including photoacid generator
AssigneesRohm and Haas Electronic Materials LLC, Rohm and Haas Electronic Materials Korea Ltd.
InventorsJung-June Lee, Jae-Yun Ahn, Jae-Hwan Sim, Jae-Bong Lim, Emad Aqad, Myung-Yeol Kim
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Abstract
An antireflective coating composition, including a polymer, a photoacid generator having a crosslinkable group, a compound capable of crosslinking the polymer and the photoacid generator, a thermal acid generator, and an organic solvent.
Claims32
An antireflective coating composition, comprising:
- a polymer, wherein the polymer comprises a cyanurate structural unit,
- a photoacid generator comprising a crosslinkable group,
- a compound capable of crosslinking the polymer and the photoacid generator,
- a thermal acid generator, and
- an organic solvent,
- wherein the photoacid generator is an onium salt having G+A− formula wherein G+ has Formula 1 and A−is a non-polymerizable organic anion:
- wherein, in Formula 1,
- Y is I or S,
- each R1 is independently a substituted or unsubstituted C1-30 alkyl group, a substituted or unsubstituted polycyclic or monocyclic C3-30 cycloalkyl group, a substituted or unsubstituted polycyclic or monocyclic C6-30 aryl group, wherein when Y is S, one of the R1 is optionally attached to one adjacent R1 by a single bond or a linking group,
- provided that at least one R1 is a monocyclic C6-30 aryl group bearing a hydroxyl group attached thereto through a single bond or an unsubstituted or substituted C1-C30 linking group optionally including at least one heteroatom selected from O, S, N, and P, and
- z is 2 or 3, wherein when Y is I, z is 2, or when Y is S, z is 3.
8 more elements
A coated substrate, comprising (a) a substrate;
- and (b) a layer of a antireflective coating composition disposed over the substrate,
- wherein the antireflective coating composition comprises:
- a polymer, wherein the polymer comprises a cyanurate structural unit,
- a photoacid generator comprising a crosslinkable group,
- a compound capable of crosslinking the polymer and the photoacid generator,
- a thermal acid generator, and
- an organic solvent,
- wherein the photoacid generator is an onium salt having formula G+A− wherein G+ has Formula 1 and A−is a non-polymerizable organic anion:
- wherein, in Formula 1,
- Y is I or S,
- each R1 is independently a substituted or unsubstituted C1-30 alkyl group, a substituted or unsubstituted polycyclic or monocyclic C3-30 cycloalkyl group, a substituted or unsubstituted polycyclic or monocyclic C6-30 aryl group, wherein when Y is S, one of the R1 is optionally attached to one adjacent R1 by a single bond or a linking group,
- provided that at least one R1 is a monocyclic C6-30 aryl group bearing a hydroxyl group attached thereto through a single bond or an unsubstituted or substituted C1-C30 linking group optionally including at least one heteroatom selected from O, S, N, and P, and
- z is 2 or 3, wherein when Y is I, z is 2, or when Y is S, z is 3.
10 more elements
A method of forming a pattern, comprising:
- (a) applying a layer of the antireflective coating composition over a substrate;
- (b) curing the applied antireflective coating composition to form an antireflective layer;
- (c) forming a photoresist layer over the antireflective layer;
- and (d) patterning the photoresist layer and transferring the pattern from the patterned photoresist layer to the antireflective layer,
- wherein the antireflective coating composition comprises:
- a polymer, wherein the polymer comprises a cyanurate structural unit,
- a photoacid generator comprising a crosslinkable group,
- a compound capable of crosslinking the polymer and the photoacid generator,
- a thermal acid generator, and
- an organic solvent,
- wherein the photoacid generator is an onium salt having formula G+A− wherein G+ has Formula 1 and A−is a non-polymerizable organic anion:
- wherein, in Formula 1,
- Y is I or S,
- each R1 is independently a substituted or unsubstituted C1-30 alkyl group, a substituted or unsubstituted polycyclic or monocyclic C3-30 cycloalkyl group, a substituted or unsubstituted polycyclic or monocyclic C6-30 aryl group, wherein when Y is S, one of the R1 is optionally attached to one adjacent R1 by a single bond or a linking group,
- provided that at least one R1 is a monocyclic C6-30 aryl group bearing a hydroxyl group attached thereto through a single bond or an unsubstituted or substituted C1-C30 linking group optionally including at least one heteroatom selected from O, S, N, and P, and
- z is 2 or 3, wherein when Y is I, z is 2, or when Y is S, z is 3.
13 more elements
Dependencies are inferred from the claim text.