IP Library › Granted Patent US 8,748,081
Granted Patent B2
US 8,748,081 · App. 13/652,097 · Granted Jun 10, 2014

Organic anti reflective layer composition

Inventors: Jin Han Lee (Asan-si, KR); Shin Hyo Bae (Asan-si, KR); Seung Hee Hong (Asan-si, KR); Eun Hee Han (Asan-si, KR)
Assignee: Korea Kumho Petrochemical Co., Ltd.
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Quick Facts
Patent No.
US 8,748,081
App. No.
13/652,097
Granted
Jun 10, 2014
Kind
B2
Abstract

Disclosed is an organic antireflective film composition which includes a monomer containing two or more thiol groups and a monomer containing two or more vinyl groups, as crosslinking agents. When the organic antireflective film composition is used, an antireflective film formed from the composition can be rapidly etched in an ultrafine pattern forming process, and the curing rate can be increased, while the etching rate is increased, without using an acid generator and a curing agent or by using the agents only in small amounts.

Claims (31)

1. An organic antireflective film composition comprising:

a first monomer containing two or more thiol groups and a second monomer containing two or more vinyl groups, as crosslinking agents; and

a polymer containing hydroxyethyl (meth)acrylate and chlorobenzyl (meth)acrylate as repeating units.

2. The organic antireflective film composition according to claim 1 , wherein the first monomer is any one selected from the group consisting of compounds represented by the following formula (1) to formula (4):

[Chemical Formula 1]

HS—R 1 —S—R 2 —SH  (1)

wherein in the formula (1), R 1 and R 2 each independently represent an alkylene group having 1 to 30 carbon atoms, a cycloalkylene group having 3 to 30 carbon atoms, an arylene group having 6 to 30 carbon atoms, or a heteroarylene group having 2 to 30 carbon atoms;

[Chemical Formula 2]

HS—R 3 —SH  (2)

wherein in the formula (2), R 3 represents an alkylene group having 1 to 30 carbon atoms, a cycloalkylene group having 3 to 30 carbon atoms, an arylene group having 6 to 30 carbon atoms, or a heteroarylene group having 2 to 30 carbon atoms;

wherein in the formula (3), R 4 , R 5 , R 6 and R 7 each independently represent any one selected from the group consisting of

 a hydrogen atom, and an alkyl group having 1 or 10 carbon atoms; two or more of R 4 , R 5 , R 6 and R 7 represent

 R 31 and R 32 each independently represent an alkylene group having 1 to 30 carbon atoms; and a and b each independently represent an integer of 0 or 1; and

wherein in the formula (4), R 8 , R 9 and R 10 each independently represent any one selected from the group consisting of

 a hydrogen atom, and an alkyl group having 1 or 10 carbon atoms; two or more of R 8 , R 9 and R 10 represent

 R 31 and R 32 each independently represent an alkylene group having 1 to 30 carbon atoms; and a and b each independently represent an integer of 0 or 1.

3. The organic antireflective film composition according to claim 1 , wherein the second monomer is any one selected from the group consisting of compounds represented by the following formula (5) to formula (7):

wherein in the formula (5), A represents any one selected from the group consisting of a cycloalkylene group having 3 to 30 carbon atoms, a heterocycloalkylene group having 2 to 30 carbon atoms, an arylene group having 6 to 30 carbon atoms, and a heteroarylene group having 2 to 30 carbon atoms; R 11 , R 12 , R 13 and R 14 each independently represent an alkylene group having 1 to 30 carbon atoms; R 21 , R 22 , R 23 and R 24 each independently represent

 R 33 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; and 1, m, n, o, x and y each independently represent an integer of 0 or 1;

wherein in the formula (6), R 25 to R 30 each independently represent any one selected from the group consisting of

 a hydrogen atom, and an alkyl group having 1 to 10 carbon atoms; two or more of R 25 to R 30 represent

 R 33 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; and p and q each independently represent an integer from 1 to 10; and

wherein in the formula (7), R 15 , R 16 and R 17 each independently represent any one selected from the group consisting of

 a hydrogen atom, and an alkyl group having 1 to 10 carbon atoms; two or more of R 15 , R 16 and R 17 represent

 R 34 represents a hydrogen atom or an alkylene group having 1 to 10 carbon atoms; and c represents an integer of 0 or 1.

4. The organic antireflective film composition according to claim 1 , wherein the first monomer is any one selected from the group consisting of compounds represented by the following formula (8) to formula (14):

5. The organic antireflective film composition according to claim 1 , wherein the second monomer is any one selected from the group consisting of compounds represented by the following formula (15) to formula (19):

6. The organic antireflective film composition according to claim 1 , wherein the organic antireflective film composition contains the first monomer and the second monomer at a weight ratio of 1:99 to 99:1.

7. The organic antireflective film composition according to claim 1 , wherein the organic antireflective film composition contains the first monomer at a proportion of 0.01% to 40% by weight and the second monomer at a proportion of 0.01% to 40% by weight, relative to the total amount of the organic antireflective film composition.

8. The organic antireflective film composition according to claim 1 , further comprising a light absorbing agent, an acid generator, a curing agent and an organic solvent.

9. The organic antireflective film composition according to claim 8 , wherein the organic antireflective film composition contains the light absorbing agent at a proportion of 0.01% to 30% by weight, the acid generator at a proportion of 0.01% to 10% by weight, and the curing agent at a proportion of 0.01% to 30% by weight, all relative to the total amount of the organic antireflective film composition.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 2, 2020
From: KOREA KUMHO PETROCHEMICAL CO., LTD.
To: SK MATERIALS PERFORMANCE CO., LTD.
Reel/Frame 053108/0459 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 16, 2012
From: LEE, JIN HAN; BAE, SHIN HYO; HONG, SEUNG HEE; HAN, EUN HEE
To: KOREA KUMHO PETROCHEMICAL CO., LTD.
Reel/Frame 029313/0962 →
Priority Claims (1)
KR 10-2011-0146127 · Dec 29, 2011 · national
Continuity (1)
Related Publication 20130171565A1 · Jul 4, 2013