IP Library Granted Patent US 8,980,539
Granted Patent B2
US 8,980,539 · App. 14/190,594 · Granted Mar 17, 2015

Developer

Inventors: Taiichi Furukawa (Tokyo, JP); Hirokazu Sakakibara (Tokyo, JP)
Assignee: JSR Corporation
G03F7/325G03F7/327G03F7/0046G03F7/0397G03F7/2041
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Quick Facts
Patent No.
US 8,980,539
App. No.
14/190,594
Granted
Mar 17, 2015
Kind
B2
Abstract

A developer includes an organic solvent and a nitrogen-containing compound. The developer is configured to develop a resist film to form a negative resist pattern. The resist film is formed using a photoresist composition. The photoresist composition includes a polymer and a radiation-sensitive acid generator. The polymer includes a structural unit including an acid-labile group.

Claims (27)

1. A developer comprising:

an organic solvent comprising an ester compound; and

a nitrogen-containing compound,

the developer being configured to develop a resist film to form a negative resist pattern, the resist film being formed using a photoresist composition comprising:

a polymer that includes a structural unit including an acid-labile group and produced by polymerizing a monomer having an ethylenically unsaturated bond; and

a radiation-sensitive acid generator.

2. The developer according to claim 1 , wherein the nitrogen-containing compound is a compound shown by a formula (1),

wherein R 1 and R 2 individually represent a hydrogen atom, a hydroxyl group, a formyl group, an alkoxy group, an alkoxycarbonyl group, a chain-like hydrocarbon group having 1 to 30 carbon atoms, an alicyclic hydrocarbon group having 3 to 30 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or a group formed by two or more of these groups, R 3 represents a hydrogen atom, a hydroxyl group, a formyl group, an alkoxy group, an alkoxycarbonyl group, an n-valent chain-like hydrocarbon group having 1 to 30 carbon atoms, an n-valent alicyclic hydrocarbon group having 3 to 30 carbon atoms, an n-valent aromatic hydrocarbon group having 6 to 14 carbon atoms, or an n-valent group formed by two or more of these groups, n is an integer equal to or larger than 1, provided that a plurality of R 1 and a plurality of R 2 may be either a same or different when n is 2 or more, and two of R 1 to R 3 optionally bond to form a cyclic structure together with the nitrogen atom bonded thereto.

3. The developer according to claim 2 , wherein the compound shown by the formula (1) is at least one compound selected by the group consisting of a mono(cyclo)alkylamine having one nitrogen atom, a di(cyclo)alkylamine having one nitrogen atom, a tri(cyclo)alkylamine having one nitrogen atom, a substituted alkylamine having one nitrogen atom, an aromatic amine having one nitrogen atom, a (cyclo)alkylamine compound having two nitrogen atoms, a (cyclo)alkylamine compound having three nitrogen atoms, a nitrogen-containing aromatic heterocyclic compound, a nitrogen-containing aliphatic heterocyclic compound, an amid group-containing compound, and a urea compound.

4. A developer comprising:

an organic solvent comprising an ether compound; and

a nitrogen-containing compound,

the developer being configured to develop a resist film to form a negative resist pattern, the resist film being formed using a photoresist composition comprising:

a polymer that includes a structural unit including an acid-labile group and produced by polymerizing a monomer having an ethylenically unsaturated bond; and

a radiation-sensitive acid generator.

5. The developer according to claim 4 , wherein the nitrogen-containing compound is a compound shown by a formula (1),

wherein R 1 and R 2 individually represent a hydrogen atom, a hydroxyl group, a formyl group, an alkoxy group, an alkoxycarbonyl group, a chain-like hydrocarbon group having 1 to 30 carbon atoms, an alicyclic hydrocarbon group having 3 to 30 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or a group formed by two or more of these groups, R 3 represents a hydrogen atom, a hydroxyl group, a formyl group, an alkoxy group, an alkoxycarbonyl group, an n-valent chain-like hydrocarbon group having 1 to 30 carbon atoms, an n-valent alicyclic hydrocarbon group having 3 to 30 carbon atoms, an n-valent aromatic hydrocarbon group having 6 to 14 carbon atoms, or an n-valent group formed by two or more of these groups, n is an integer equal to or larger than 1, provided that a plurality of R 1 and a plurality of R 2 may be either a same or different when n is 2 or more, and two of R 1 to R 3 optionally bond to form a cyclic structure together with the nitrogen atom bonded thereto.

6. The developer according to claim 5 , wherein the compound shown by the formula (1) is at least one compound selected by the group consisting of a mono(cyclo)alkylamine having one nitrogen atom, a di(cyclo)alkylamine having one nitrogen atom, a tri(cyclo)alkylamine having one nitrogen atom, a substituted alkylamine having one nitrogen atom, an aromatic amine having one nitrogen atom, a (cyclo)alkylamine compound having two nitrogen atoms, a (cyclo)alkylamine compound having three nitrogen atoms, a nitrogen-containing aromatic heterocyclic compound, a nitrogen-containing aliphatic heterocyclic compound, an amid group-containing compound, and a urea compound.

7. A developer comprising:

an organic solvent comprising methyl n-amyl ketone; and

a nitrogen-containing compound,

the developer being configured to develop a resist film to form a negative resist pattern, the resist film being formed using a photoresist composition comprising:

a polymer that includes a structural unit including an acid-labile group and produced by polymerizing a monomer having an ethylenically unsaturated bond; and

a radiation-sensitive acid generator.

8. The developer according to claim 7 , wherein the nitrogen-containing compound is a compound shown by a formula (1),

wherein R 1 and R 2 individually represent a hydrogen atom, a hydroxyl group, a formyl group, an alkoxy group, an alkoxycarbonyl group, a chain-like hydrocarbon group having 1 to 30 carbon atoms, an alicyclic hydrocarbon group having 3 to 30 carbon atoms, an aromatic hydrocarbon group having 6 to 14 carbon atoms, or a group formed by two or more of these groups, R 3 represents a hydrogen atom, a hydroxyl group, a formyl group, an alkoxy group, an alkoxycarbonyl group, an n-valent chain-like hydrocarbon group having 1 to 30 carbon atoms, an n-valent alicyclic hydrocarbon group having 3 to 30 carbon atoms, an n-valent aromatic hydrocarbon group having 6 to 14 carbon atoms, or an n-valent group formed by two or more of these groups, n is an integer equal to or larger than 1, provided that a plurality of R 1 and a plurality of R 2 may be either a same or different when n is 2 or more, and two of R 1 to R 3 optionally bond to form a cyclic structure together with the nitrogen atom bonded thereto.

9. The developer according to claim 8 , wherein the compound shown by the formula (1) is at least one compound selected by the group consisting of a mono(cyclo)alkylamine having one nitrogen atom, a di(cyclo)alkylamine having one nitrogen atom, a tri(cyclo)alkylamine having one nitrogen atom, a substituted alkylamine having one nitrogen atom, an aromatic amine having one nitrogen atom, a (cyclo)alkylamine compound having two nitrogen atoms, a (cyclo)alkylamine compound having three nitrogen atoms, a nitrogen-containing aromatic heterocyclic compound, a nitrogen-containing aliphatic heterocyclic compound, an amid group-containing compound, and a urea compound.

Assignments (2)
MERGER Recorded Mar 23, 2026
From: JSR CORPORATION
To: JICC-02, CO., LTD
Reel/Frame 075191/0149 →
CHANGE OF NAME Recorded Mar 23, 2026
From: JICC-02 CO., LTD
To: JSR CORPORATION
Reel/Frame 075192/0023 →
Priority Claims (1)
JP 2011-123697 · Jun 1, 2011 · national
Continuity (2)
Division 13177487 · Jul 6, 2011
Related Publication 20140178825A1 · Jun 26, 2014