IP Library › Granted Patent US 8,568,836
Granted Patent B2
US 8,568,836 · App. 11/658,108 · Granted Oct 29, 2013

Organic thin film forming method, auxiliary agent for forming an organic thin film, and solution for forming an organic thin film

Inventors: Nobuo Kimura (Naka-gun, JP); Yoshitaka Fujita (Ichihara, JP); Tomoya Hidaka (Ichihara, JP)
Assignee: Nippon Soda Co., Ltd.
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Quick Facts
Patent No.
US 8,568,836
App. No.
11/658,108
Granted
Oct 29, 2013
Kind
B2
Abstract

An organic thin film forming method for forming an organic thin film on a substrate surface comprising: contacting the substrate with a solution for forming an organic thin film obtained from an auxiliary agent for forming an organic thin film obtained by mixing a metal surfactant ( 1 ) having at least one hydrolytic group and a compound capable of interacting with the metal surfactant ( 1 ), and a metal surfactant ( 2 ) having at least one hydrolytic group, in an organic solvent, wherein a solution for forming an organic thin film is used in which the moisture content has been adjusted or maintained to be within a predetermined range; and, an auxiliary agent for forming an organic thin film and a solution for forming an organic thin film used in this method.

Claims (47)

1. A method for forming an organic thin film on a substrate surface comprising the successive steps of:

obtaining an auxiliary agent for forming the organic thin film by an interaction between a first metal surfactant having at least one hydrolytic group and a compound capable of interacting with the first metal surfactant in an organic solvent;

obtaining a solution for forming the organic thin film from the auxiliary agent and a second metal surfactant in an organic solvent; and

contacting the substrate with the solution for forming the organic thin film;

wherein:

a moisture content in the solution for forming the organic thin film is adjusted or maintained to 50 to 1000 ppm;

the auxiliary agent for forming the organic thin film contains 0.5 to 3.0 moles of the first surfactant per 1 mole of the compound capable of interacting with the first metal surfactant;

a solid content in the auxiliary agent for forming the organic thin film in terms of the number of moles as oxide is 0.001 to 1 mole per 1 mole of the second metal surfactant;

the first metal surfactant is a compound represented by formula (I):

R 1 n MX m-n   (I)

where:

R 1 represents:

an optionally substituted alkyl having 10 to 30 carbon atoms,

an optionally substituted fluorinated alkyl group having 10 to 30 carbon atoms,

an alkyl group having 10 to 30 carbon atoms and containing a linking group selected from —O— and —SO 2 —, or

a fluorinated alkyl group having 10 to 30 carbon atoms and containing a linking group selected from —O— and —SO 2 —,

M represents a silicon atom,

X represents a hydroxyl group, an alkoxy group having 1 to 4 carbon atoms, or an acyloxy group having 1 to 4 carbon atoms,

m represents the valence of M,

n represents 1, and

X may be the same or different when (m-n) is 2 or more;

the compound capable of interacting with the first metal surfactant is at least one type selected from the group consisting of a metal oxide, a metal alkoxide, a partial hydrolysis product of a metal alkoxide, a silanol condensation catalyst, and an acid catalyst;

the metal of the metal alkoxide or the partial hydrolysis product of the metal alkoxide is at least one type selected from the group consisting of titanium, zirconium, aluminum, silicon, germanium, indium, tin, tantalum, zinc, tungsten, and lead; and

the second metal surfactant is a compound represented by formula (III):

R 11 n1 M 1 X 1 m1-n1   (III)

where:

R 11 represents:

an optionally substituted alkyl group having 10 to 30 carbon atoms,

an optionally substituted fluorinated alkyl group having 10 to 30 carbon atoms,

an alkyl group having 10 to 30 carbon atoms and containing a linking group selected from —O— and —SO 2 —, or

a fluorinated alkyl group having 10 to 30 carbon atoms and containing a linking group selected from —O— and —SO 2 —,

M 1 represents a silicon atom,

X 1 represents a hydroxyl group, an alkoxy group having 1 to 4 carbon atoms, or an acyloxy group having 1 to 4 carbon atoms,

m 1 represents the valence of M,

n 1 represents 1, and

X 1 may be the same or different when (m 1 -n 1 ) is 2 or more.

2. The method according to claim 1 , wherein the auxiliary agent for forming the organic thin film is obtained by mixing the first metal surfactant, the compound capable of interacting with the first metal surfactant, and water in the organic solvent.

3. The method according to claim 1 , wherein the auxiliary agent for forming the organic thin film contains 1.5 to 3.0 moles of the first metal surfactant per 1 mole of the compound capable of interacting with the first metal surfactant.

4. The organic thin film forming method according to claim 1 , wherein the substrate is immersed in the solution for forming the organic thin film.

5. The method according to claim 1 , wherein the organic solvent is a hydrocarbon solvent or a fluorocarbon solvent.

6. The method for forming an organic thin film on a substrate surface according to claim 1 , wherein:

the solution for forming the organic thin film contains 20 to 2000 ppm of a hydroxyl group-containing compound which is a partial hydrolysis product of the first and second metal surfactants.

7. The method according to claim 6 , wherein the hydrolytic group represented by X is a C 1 -C 6 alkoxy group or acyloxy group.

8. The method according to claim 1 , further comprising immersing the substrate in the organic solvent solution.

9. The method according to claim 1 , wherein:

the substrate is not crystalline; and

the organic thin film is a crystalline organic thin film.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 12, 2007
From: KIMURA, NOBUO; FUJITA, YOSHITAKA; HIDAKA, TOMOYA
To: NIPPON SODA CO., LTD.
Reel/Frame 019549/0794 →
Priority Claims (2)
JP 2004-214174 · Jul 22, 2004 · national
JP 2004-347439 · Nov 30, 2004 · national
Continuity (1)
Related Publication 20080213494A1 · Sep 4, 2008