IP Library › Granted Patent US 7,629,108
Granted Patent B2
US 7,629,108 · App. 11/976,426 · Granted Dec 8, 2009

Nitrogen-containing organic compound, resist composition and patterning process

Assignee: Shin-Etsu Chemical Co., Ltd.
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Quick Facts
Patent No.
US 7,629,108
App. No.
11/976,426
Granted
Dec 8, 2009
Kind
B2
Abstract

A resist composition comprising as a quencher a nitrogen-containing organic compound bearing a nitrogen-containing heterocycle and having a molecular weight of at least 380 exhibits a high resolution and satisfactory mask coverage dependence and is useful in microfabrication using electron beam or deep-UV.

Claims (33)

1. A nitrogen-containing organic compound bearing a nitrogen-containing heterocycle and a steroid structure, represented by one of the general formulae (2′) to (10′):

wherein R 4 is each independently hydrogen, a straight, branched or cyclic C 1 -C 10 alkyl group, C 6 -C 15 aryl group or C 7 -C 15 aralkyl group, R 5 is hydrogen or methyl, R 6′ is an alkyl group of 21 to 49 carbon atoms having a steroid structure which may contain a hydroxyl, carbonyl, ester, ether, cyano or acetal group, R 7 is a single bond, methylene group, oxygen atom or sulfur atom, R 8 is a straight or branched C 1 -C 9 alkylene group, and R 9′ is an alkyl group of 22 to 50 carbon atoms having a steroid structure which may contain a hydroxyl, carbonyl, ester, ether or cyano group.

2. A resist composition comprising as a quencher at least one nitrogen-containing organic compound bearing a nitrogen-containing heterocycle and having a molecular weight of at least 380, represented by the general formula (1):

wherein R 1 is a straight, branched or cyclic divalent substituent group of 2 to 20 carbon atoms to form a nitrogen-containing heteroaliphatic or heteroaromatic ring with the nitrogen atom to which it is attached at both ends, which group may contain an oxygen, nitrogen, sulfur or halogen atom, R 2 is a straight or branched alkylene group of 2 to 10 carbon atoms which may contain a carbonyl group, and R 3 is —CO—R 6 , —CH 2 —OR 6 , R 9 , —CO—R 6′ , —CH 2 —OR 6′ or R 9′ wherein R 6 is selected from the group consisting of the following formulae:

and R 6′ ,

R 9 is selected from the group consisting of the following formulae:

and R 9′ ,

R 6′ is selected from the group consisting of the following formulae:

and R 9′ is selected from the group consisting of the following formulae:

3. The resist composition of claim 2 , comprising as a quencher at least one of nitrogen-containing organic compounds bearing a nitrogen-containing heterocycle and having a molecular weight of at least 430, represented by the general formulae (2) to (10):

wherein R 4 is each independently hydrogen, a straight, branched or cyclic C 1 -C 10 alkyl group, C 6 -C 15 aryl group or C 7 -C 15 aralkyl group, R 5 is hydrogen or methyl, R 7 is a single bond, methylene group, oxygen atom or sulfur atom, R 8 is a straight or branched C 1 -C 9 alkylene group, R 9 is an alkyl group of 22 to 50 carbon atoms which may contain a hydroxyl, carbonyl, ester, ether or cyano group, and R 6 is selected from the group consisting of the following formulae:

and R 6′ ,

R 9 is selected from the group consisting of the following formulae:

and R 9′ ,

R 6′ is selected from the group consisting of the following formulae:

and R 9′ is selected from the group consisting of the following formulae:

4. The resist composition of claim 2 , comprising as a quencher at least one of nitrogen-containing organic compounds bearing a nitrogen-containing heterocycle and a steroid structure and having a molecular weight of at least 430, represented by the general formulae (2′) to (10′):

wherein R 4 is each independently hydrogen, a straight, branched or cyclic C 1 -C 10 alkyl group, C 6 -C 15 aryl group or C 7 -C 15 aralkyl group, R 5 is hydrogen or methyl, R 7 is a single bond, methylene group, oxygen atom or sulfur atom, R 8 is a straight or branched C 1 -C 9 alkylene group, R 9′ is an alkyl group of 22 to 50 carbon atoms having a steroid structure which may contain a hydroxyl, carbonyl, ester, ether or cyano group, and R 6′ is selected from the group consisting of the following formulae:

and R 9′ is selected from the group consisting of the following formulae:

5. The resist composition of claim 3 , wherein the nitrogen-containing organic compound having any one of formulae (2) to (10) is one having the formula selected from the group consisting of the following formulae A-9 to A-62:

6. The resist composition of claim 4 , wherein the nitrogen-containing organic compound having any one of formulae (2′) to (10′) is one having the formula selected from the group consisting of the following formulae A-63 to A-76:

7. A nitrogen-containing organic compound bearing a nitrogen-containing heterocycle, represented by one of the general formulae (2) to (10):

wherein R 4 is each independently hydrogen, a straight, branched or cyclic C 1 -C 10 alkyl group, C 6 -C 15 aryl group or C 7 -C 15 aralkyl group, R 5 is hydrogen or methyl, R 7 is a single bond, methylene group, oxygen atom or sulfur atom, R 8 is a straight or branched C 1 -C 9 alkylene group, R 9 is an alkyl group of 22 to 50 carbon atoms which may contain a hydroxyl, carbonyl, ester, ether or cyano group, and R 6 is selected from the group consisting of the following formulae:

and R 6′ ,

R 9 is selected from the group consisting of the following formulae:

and R 9′ ,

R 6′ is selected from the group consisting of the following formulae:

and R 9′ is selected from the group consisting of the following formulae:

8. A nitrogen-containing organic compound bearing a nitrogen-containing heterocycle and a steroid structure, represented by one of the general formulae (2′) to (10′):

wherein R 4 is each independently hydrogen, a straight, branched or cyclic C 1 -C 10 alkyl group, C 6 -C 15 aryl group or C 7 -C 15 aralkyl group, R 5 is hydrogen or methyl, R 7 is a single bond, methylene group, oxygen atom or sulfur atom, R 8 is a straight or branched C 1 -C 9 alkylene group, R 9′ is an alkyl group of 22 to 50 carbon atoms having a steroid structure which may contain a hydroxyl, carbonyl, ester, ether or cyano group, and R 6′ is selected from the group consisting of the following formulae:

and R 9′ is selected from the group consisting of the following formulae:

9. The nitrogen-containing organic compound of claim 7 which is one having the formula selected from the group consisting of the following formulae A-9 to A-62:

10. The nitrogen-containing organic compound of claim 8 , which is one having the formula selected from the group consisting of the following formulae A-63 to A-76:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 24, 2007
From: WATANABE, TAKERU; OHSAWA, YOUICHI; OHASHI, MASAKI; KUSAKI, WATARU; KOBAYASHI, TOMOHIRO
To: SHIN-ETSU CHEMICAL CO., LTD.
Reel/Frame 020066/0038 →
Priority Claims (1)
JP 2006-289489 · Oct 25, 2006 · national
Continuity (1)
Related Publication 20080102405A1 · May 1, 2008