IP Library Granted Patent US 7,537,974
Granted Patent B2
US 7,537,974 · App. 11/346,047 · Granted May 26, 2009

Photoresist composition, method for forming film pattern using the same, and method for manufacturing thin film transistor array panel using the same

Assignees: Samsung Electronics Co., Ltd.; Samyang EMS Co., Ltd.
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Quick Facts
Patent No.
US 7,537,974
App. No.
11/346,047
Granted
May 26, 2009
Kind
B2
Abstract

A photoresist composition includes a novolac resin having where each of R 1 , R 2 , R 3 , and R 4 is an alkyl group having a hydrogen atom or between one through six carbon atoms and n is an integer ranging from zero through three; and a mercapto compound having Z 1 -SH, or SH-Z 2 -SH, where each of Z 1 and Z 2 is an alkyl group or an alkyl group having one through twenty carbon atoms, a sensitizer, and a solvent.

Claims (66)

1. A photoresist composition, comprising:

a novolac resin having

where each of R 1 , R 2 , R 3 , and R 4 is a hydrogen atom or an alkyl group containing one through six carbon atoms and n is an integer ranging from zero through three; and

a mercapto compound having

Z 1 -SH, or

SH-Z 2 -SH,

where each of Z 1 and Z 2 is an alkyl group or an alkyl group containing one through twenty carbon atoms,

a sensitizer, and

a solvent.

2. The composition of claim 1 , wherein the weight percentage of the novolac resin ranges from approximately 5 through 50 wt %, the weight percentage of the sensitizer ranges from approximately 3 through 20 wt %, and the weight percentage of the mercapto compound ranges from approximately 0.5 through 15 wt %, and the remaining percentage of the photoresist composition is the solvent.

3. The composition of claim 1 , wherein the mercapto compound is at least one compound selected from a group consisting of 2-mercapto toluene, 3- mercapto toluene, 4- mercapto toluene, ethyl ester 3-mercapto propionate, methyl ester 3-mercapto propionate, 3- mercapto propyl dimethoxy methyl silane, 3-mercapto propyl trimethoxy silane, 2-mercapto ethyl sulfide, 2-mercapto pyrimidine, 2-mercapto-4-pyrimidone, 2-mercapto-para-xylene, 4- mercapto-meta-xylene, and 1 -dodecyl mercaptan.

4. The composition of claim 1 , wherein the photoresist composition further comprises:

a silicone compound comprising at an epoxy group and/or an amine group.

5. The composition of claim 2 , wherein the mercapto compound is at least one compound selected from a group consisting of 2-mercapto toluene, 3-mercapto toluene, 4-mercapto toluene, ethyl ester 3-mercapto propionate, methyl ester 3-mercapto propionate, 3-mercapto propyl dimethoxy methyl silane, 3-mercapto propyl trimethoxy silane, 2-mercapto ethyl sulfide, 2-mercapto pyrimidine, 2-mercapto-4-pyrimidone, 2-mercapto-para-xylene, 4-mercapto-meta-xylene, and 1-dodecyl mercaptan.

6. The composition of claim 2 , wherein the photoresist composition further comprises:

a silicone compound comprising at an epoxy group and/or an amine group.

7. The composition of claim 5 , wherein the photoresist composition further comprises:

a silicone compound comprising at an epoxy group and/or an amine group.

8. The composition of claim 7 , wherein the silicone compound is at least one compound selected from a group consisting of (3-glycide oxypropyl)trimethoxy silane, (3-glycide oxypropyl)triethoxy silane, (3-glycide oxypropyl)methyl dimethoxy silane, (3-glycide oxypropyl)methyl diethoxy silane, (3-glycide oxypropyl)dimethyl methoxy silane, (3-glycide oxypropyl)dimethyl ethoxy silane, 3,4-epoxy butyl trimethoxy silane, 3,4-epoxy butyl triethoxy silane, 2-(3,4-epoxy cyclohexyl)ethyl trimethoxy silane, 2-(3,4-epoxy cyclohexyl)ethyl triethoxy silane, and aminopropyl trimethoxy silane.

9. A method of forming a film pattern, comprising:

depositing a conductive or nonconductive film on a substrate;

coating a photoresist composition on the substrate;

exposing the photoresist composition to light to form a masking member; and

etching the thin film using the masking members,

wherein the photoresist comprises:

a novolac resin comprising:

where each of R 1 , R 2 , R 3 , and R 4 is a hydrogen atom or an alkyl group containing one through six carbon atoms and n is an integer ranging from zero through three,

a mercapto compound having

Z 1 -SH, or

SH-Z 2 -SH,

where each of Z 1 and Z 2 is an alkyl group or alkyl group containing one through twenty carbon atoms,

a sensitizer, and

a solvent.

10. The method of claim 9 , wherein the weight percentage of the novolac resin ranges from approximately 5 through 50 wt %, the weight percentage of the sensitizer ranges from approximately 3 through 20 wt %, and the weight percentage of the mercapto compound ranges from approximately 0.5 through 15 wt %, and the remaining percentage of the photoresist composition is the solvent.

11. The composition of claim 9 , wherein the silicone compound is at least one compound selected from a group consisting of (3-glycide oxypropyl)trimethoxy silane, (3-glycide oxypropyl)triethoxy silane, (3-glycide oxypropyl)methyl dimethoxy silane, (3-glycide oxypropyl)methyl diethoxy silane, (3-glycide oxypropyl)dimethyl methoxy silane, (3-glycide oxypropyl)dimethyl ethoxy silane, 3,4-epoxy butyl trimethoxy silane, 3,4-epoxy butyl triethoxy silane, 2-(3,4-epoxy cyclohexyl)ethyl trimethoxy silane, 2-(3,4-epoxy cyclohexyl)ethyl triethoxy silane, and aminopropyl trimethoxy silane.

12. A method of manufacturing a thin film transistor array panel, comprising:

forming a gate line comprising a gate electrode on a substrate;

forming a gate insulating layer on the gate line;

forming a semiconductor layer on the gate insulating layer;

forming a data line including a source electrode and a drain electrode on the semiconductor layer; and

forming a pixel electrode connected with the drain electrode,

wherein at least one of the formings comprises lithography and etching that comprises:

depositing a conductive or nonconductive film on a substrate;

coating a photoresist composition on the film;

exposing the photoresist composition to light and forming a masking member; and

etching the thin film using the masking member, and

wherein the photoresist composition comprises:

a novolac resin having

where each of R 1 , R 2 , R 3 , and R 4 is a hydrogen atom or an alkyl group containing between one through six carbon atoms and n is an integer ranging from zero through three,

a mercapto compound having

Z 1 -SH, or

SH-Z 2 -SH,

where each of Z 1 and Z 2 is an alkyl group or alkyl group containing one through twenty carbon atoms,

a sensitizer, and

a solvent.

13. The method of claim 8 , wherein the weight percentage of the novolac resin ranges from approximately 5 through 50 wt %, the weight percentage of the sensitizer ranges from approximately 3 through 20 wt %, and the weight percentage of the mercapto compound ranges from approximately 0.5 through 15 wt %, and the remaining percentage of the photoresist composition is the solvent.

14. The composition of claim 12 , wherein the photoresist composition further comprises:

a silicone compound comprising at an epoxy group and/or an amine group.

15. The method of claim 9 , further comprising:

performing a single lithography process to form the semiconductor layer, the data line, and the drain electrode.

16. The composition of claim 13 , wherein the silicone compound is at least one compound selected from a group consisting of (3-glycide oxypropyl)trimethoxy silane, (3-glycide oxypropyl)triethoxy silane, (3-glycide oxypropyl)methyl dimethoxy silane, (3-glycide oxypropyl)methyl diethoxy silane, (3-glycide oxypropyl)dimethyl methoxy silane, (3-glycide oxypropyl)dimethyl ethoxy silane, 3,4-epoxy butyl trimethoxy silane, 3,4-epoxy butyl triethoxy silane, 2-(3,4-epoxy cyclohexyl)ethyl trimethoxy silane, 2-(3,4-epoxy cyclohexyl)ethyl triethoxy silane, and aminopropyl trimethoxy silane.

17. The method of claim 10 , wherein the single lithography process is performed using a photoresist that comprises a first portion and a second portion that is thinner than the first portion.

18. The method of claim 11 , further comprising:

disposing the first portion of the photoresist on the data line and the drain electrode; and

disposing the second portion of the photoresist between the source electrode and the drain electrode.

19. The composition of claim 17 , wherein the silicone compound is at least one compound selected from a group consisting of (3-glycide oxypropyl)trimethoxy silane, (3-glycide oxypropyl)triethoxy silane, (3-glycide oxypropyl)methyl dimethoxy silane, (3-glycide oxypropyl)methyl diethoxy silane, (3-glycide oxypropyl)dimethyl methoxy silane, (3-glycide oxypropyl)dimethyl ethoxy silane, 3,4-epoxy butyl trimethoxy silane, 3,4-epoxy butyl triethoxy silane, 2-(3,4-epoxy cyclohexyl)ethyl trimethoxy silane, 2-(3,4-epoxy cyclohexyl)ethyl triethoxy silane, and aminopropyl trimethoxy silane.

Assignments (5)
NUNC PRO TUNC ASSIGNMENT Recorded Nov 16, 2016
From: SAMYANG CORPORATION
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 040346/0134 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 29, 2014
From: SAMSUNG DISPLAY CO., LTD
To: SAMYANG CORPORATION
Reel/Frame 032080/0064 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 27, 2014
From: SAMYANG EMS CO., LTD.
To: SAMYANG CORPORATION
Reel/Frame 032052/0506 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 21, 2012
From: SAMSUNG ELECTRONICS CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 029019/0139 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 2, 2006
From: PARK, JEONG-MIN; RYU, MI-SUN; LEE, HI-KUK; JEON, WOO-SEOK
To: SAMSUNG ELECTRONICS CO., LTD.; SAMYANG EMS CO., LTD.
Reel/Frame 017545/0344 →
Priority Claims (1)
KR 10-2005-0010038 · Feb 3, 2005 · national
Continuity (1)
Related Publication 20060188808A1 · Aug 24, 2006