IP Library Granted Patent US 10,539,871
Granted Patent B2
US 10,539,871 · App. 15/753,746 · Granted Jan 21, 2020

I-line negative type photoresist composition having excellent etching resistance

Inventors: Seung Hun Lee (Daegu, KR); Seung Hyun Lee (Daegu, KR); Sang Woong Yoon (Seoul, KR); Young Cheol Choi (Gumi-si, KR)
Assignee: YOUNG CHANG CHEMICAL CO., LTD
G03F7/0045G03F7/027G03F7/029G03F7/032G03F7/038G03F7/162G03F7/168G03F7/2004G03F7/322G03F7/38
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Quick Facts
Patent No.
US 10,539,871
App. No.
15/753,746
Granted
Jan 21, 2020
Kind
B2
Abstract

This invention relates to an I-line negative photoresist composition having excellent etching resistance, which can exhibit superior etching resistance compared to conventional I-line negative photoresists and is thus suitable for use in semiconductor processing.

Claims (15)

1. An I-line negative photoresist composition, comprising, based on a total weight of the composition:

5 to 50 wt % of a polymer resin;

0.1 to 10 wt % of at least one selected from the group consisting of compounds represented by Chemical Formulas 1 to 5 below:

in Chemical Formulas 1 to 5, Rs are identical to or different from each other, and are independently any one selected from the group consisting of acryloyl, allyl, 3-ethoxyacryloyl, methylacryl, trans-3-(benzoyl)acryl, and 3-(2-furyl)acryl;

1 to 10 wt % of a crosslinking agent;

0.1 to 10 wt % of a photoacid generator;

0.01 to 5 wt % of an acid diffusion inhibitor; and

a remainder of a solvent.

2. The Mine negative photoresist composition of claim 1 , wherein the compounds represented by Chemical Formulas 1 to 5 are respectively obtained by subjecting 1,4-hydroquinone, naphthalene-1,5-diol, bisphenol A, anthracene-9,10-diol and 1,1,1-tris(4-hydroxyphenyl)ethane to a substitution reaction with acryloyl chloride.

3. The Mine negative photoresist composition of claim 1 , wherein the compounds represented by Chemical Formulas 1 to 5 independently have a weight average molecular weight ranging from 163 to 500.

4. The Mine negative photoresist composition of claim 1 , wherein the polymer resin includes at least one selected from the group consisting of a phenol polymer resin and a cresol polymer resin, each of which contains a hydroxyl group.

5. The Mine negative photoresist composition of claim 4 , wherein the phenol polymer resin is obtained from at least one monomer selected from the group consisting of 4-hydroxy-3-methyl benzoic acid, 4-hydroxy-2-methyl benzoic acid, 5-hydroxy-2-methyl benzoic acid, 3,5-di-tert-butyl-4-hydroxy benzoic acid, 4-hydroxy-3,5-dimethyl benzoic acid, 4-hydroxy isophthalic acid, 2,4,6-hydroxy toluene, 2,4,6-trihydroxy benzoic acid monohydrate, and 2,4,6-trihydroxy benzaldehyde, and the cresol polymer resin is obtained from at least one monomer selected from the group consisting of o-cresol, p-cresol, m-cresol, epoxy o-cresol, epoxy p-cresol, and epoxy m-cresol.

6. The Mine negative photoresist composition of claim 1 , wherein the crosslinking agent includes at least one selected from the group consisting of tris(2,3-epoxypropyl)isocyanurate, trimethylolmethane triglycidyl ether, trimethylolpropane triglycidyl ether, hexamethylol melamine, trimethylolethane triglycidyl ether, hexamethoxymethyl melamine, hexamethoxyethyl melamine, tetramethylol 2,4-diamino-1,3,5-triazine, tetramethoxymethyl-2,4-diamino-1,3,5-triazine, tetramethylol glycoluril, tetramethoxymethyl glycoluril, tetramethoxyethyl glycoluril, tetramethylol urea, tetramethoxymethyl urea, tetramethoxyethyl urea, and tetramethoxyethyl-2,4-diamino-1,3,5-triazine.

7. The Mine negative photoresist composition of claim 1 , wherein the photoacid generator includes at least one selected from the group consisting of tris(trichloromethyl)triazine, 1,1-bis(p-chlorophenyl)-2,2,2-trichloroethane, tris(methanesulfonyl)benzene, 1,1-bis(chlorophenyl)-2,2,2-trichloroethanol, 2,4,6-tris(tribromomethyl)-s-triazine, 2-methyl-4,6-bis(tribromomethyl)-s-triazine, 2-phenyl-4,6-bis(tribromomethyl)-s-triazine, 2-(4-methoxy-phenyl)-4,6-bis(trichloromethyl)-1,3,5-triazine, 2,4,6-tris(chloromethyl)-1,3,5-triazine, triphenylsulfonium triflate, and tribromophenyl sulfone.

8. The Mine negative photoresist composition of claim 1 , wherein the acid diffusion inhibitor includes at least one selected from the group consisting of methyltriamine, ethyltriamine, dimethylamine, diethylamine, trimethylamine, triethylamine, tributylamine, methanol triamine, ethanol triamine, dimethanolamine, diethanolamine, trimethanolamine, triethanolamine, and tributanolamine.

Assignments (2)
CHANGE OF NAME Recorded Jul 14, 2023
From: YOUNG CHANG CHEMICAL CO., LTD
To: YCCHEM CO., LTD.
Reel/Frame 064276/0151 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 20, 2018
From: LEE, SEUNG HUN; LEE, SEUNG HYUN; YOON, SANG WOONG; CHOI, YOUNG CHEOL
To: YOUNG CHANG CHEMICAL CO., LTD
Reel/Frame 044977/0543 →
Priority Claims (1)
KR 10-2015-0121408 · Aug 28, 2015 · national
Continuity (1)
Related Publication 20180246404A1 · Aug 30, 2018