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US 9,023,576 B2Granted
Positive resist composition for immersion exposure and pattern-forming method using the same
AssigneeFUJIFILM Corporation
InventorsHaruki Inabe, Shinichi Kanna, Hiromi Kanda
Life of this patent
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Abstract
A positive resist composition for immersion exposure comprises: (A) a resin containing at least one repeating unit having a fluorine atom and increasing a solubility of the resin in an alkali developer by an action of an acid; and (B) a compound capable of generating an acid upon irradiation with one of an actinic ray and radiation.
Claims24
A pattern-forming method comprising:
- forming a resist film with a resist composition comprising:
- (A) a resin containing at least one repeating unit having a fluorine atom and increasing a solubility of the resin in an alkali developer by an action of an acid;
- and
- (B) a compound capable of generating an acid upon irradiation with one of an actinic ray and radiation,
- wherein the repeating unit having a fluorine atom contained in resin (A) is at least one repeating unit of Formula (II):
- in formula (II), Rx1, Rx2 and Rx3 each independently represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, an alkyl group, or -L3-C(Rf1)(Rf2)Ra;
- Rf1 and Rf2 each independently represents a hydrogen atom, a fluorine atom or an alkyl group, provided that at least one of Rf1 and Rf2 represents a fluorine atom or a fluoroalkyl group;
- Ra represents a hydrogen atom or a hydroxyl group;
- L3 represents a single bond, an alkylene group, —CH2—O—, or —CH2—COO—;
- R1 and Rm each independently represents a hydrogen atom or an alkyl group;
- Z1 represents a monocyclic cycloalkylene group;
- L1 represents a single bond or a divalent linking group:
- n and q each independently represents 0 or 1;
- r represents an integer of from 1 to 6;
- and Y represents a hydrogen atom or an acid-undecomposable organic group;
- wherein the repeating unit having a fluorine atom contained in resin (A) further includes a repeating unit represented by formula (AI):
- wherein Rb0 represents a hydrogen atom or an unsubstituted alkyl group having from 1 to 4 carbon atoms:
- A′ represents a single bond, an ether group, an ester group, a carbonyl group, an alkylene group, or a divalent linking group obtained by combining these groups;
- and B2 represents a group represented by formulae (V-1) to (V-5):
- in formulae (V-1) to (V-5), R1b, R2b, R3b, R4b and R5b each independently represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxyl group, an alkoxycarbonyl group, an alkylsulfonyl-imino group or an alkenyl group each of which may have a substituent;
- and two of R1b to R5b may be bonded to form a ring;
- and
- further wherein compound (B) is represented by the following formula (ZI):
- wherein R201, R202 and R203 each independently represents an organic group provided that at least one of R201, R202 and R203 represents a phenyl group, and X− represents an aliphatic sulfonate anion in which the α-position of the sulfonic acid is substituted with a fluorine atom and which has an alicyclic group;
- exposing the resist film by immersion exposure, so as to form an exposed resist film;
- and
- developing the exposed resist film.
24 more elements
A resist film comprising:
- (A) a resin containing at least one repeating unit having a fluorine atom and increasing the solubility of the resin in an alkali developer by an action of an acid;
- and
- (B) a compound capable of generating an acid upon irradiation with one of an actinic ray and radiation,
- wherein the repeating unit having a fluorine atom contained in resin (A) is at least one repeating unit of Formula (II):
- in formula (II), Rx1, Rx2 and Rx3 each independently represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, an alkyl group, or -L3-C(Rf1)(Rf2)Ra;
- Rf1 and Rf2 each independently represents a hydrogen atom, a fluorine atom or an alkyl group, provided that at least one of Rf1 and Rf2 represents a fluorine atom or a fluoroalkyl group;
- Ra represents a hydrogen atom or a hydroxyl group;
- L3 represents a single bond, an alkylene group, —CH2—O—, or —CH2—COO—;
- R1 and Rm each independently represents a hydrogen atom or an alkyl group;
- Z1 represents a monocyclic cycloalkylene group;
- L1 represents a single bond or a divalent linking group;
- n and q each independently represents 0 or 1;
- r represents an integer of from 1 to 6;
- and Y represents a hydrogen atom or an acid-undecomposable organic group;
- wherein the repeating unit having a fluorine atom contained in resin (A) further includes a repeating unit represented by formula (AI):
- wherein Rb0 represents a hydrogen atom or an unsubstituted alkyl group having from 1 to 4 carbon atoms;
- A′ represents a single bond, an ether group, an ester group, a carbonyl group, an alkylene group, or a divalent linking group obtained by combining these groups;
- and B2 represents a group represented by formulae (V-1) to (V-5):
- in formulae (V-1) to (V-5), R1b, R2b, R3b, R4b and R5b each independently represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxyl group, an alkoxycarbonyl group, an alkylsulfonyl-imino group or an alkenyl group each of which may have a substituent;
- and two of R1b to R5b may be bonded to form a ring;
- and
- further wherein compound (B) is represented by the following formula (ZI):
- wherein R201, R202 and R203 each independently represents an organic group provided that at least one of R201, R202 and R203 represents a phenyl group, and X− represents an aliphatic sulfonate anion in which the α-position of the sulfonic acid is substituted with a fluorine atom and which has an alicyclic group.
20 more elements
Dependencies are inferred from the claim text.