IP Library Granted Patent US 10,453,675
Granted Patent B2
US 10,453,675 · App. 14/483,751 · Granted Oct 22, 2019

Organoaminosilane precursors and methods for depositing films comprising same

Inventors: Mark Leonard O'Neill (Gilbert, AZ); Manchao Xiao (San Diego, CA); Xinjian Lei (Vista, CA); Richard Ho (Anaheim, CA); Haripin Chandra (San Marcos, CA); Matthew R. MacDonald (San Diego, CA); Meiliang Wang (Shanghai, CN)
Assignee: VERSUM MATERIALS US, LLC
H01L21/02219C07F7/10C09D5/24C23C16/24C23C16/45553H01L21/0214H01L21/0217H01L21/0228H01L21/0262H01L21/02126H01L21/02164H01L21/02167H01L21/02211H01L21/02271H01L21/02274H01L21/02532H01L21/02592H01L21/02598
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Quick Facts
Patent No.
US 10,453,675
App. No.
14/483,751
Granted
Oct 22, 2019
Kind
B2
Abstract

Described herein are precursors and methods for forming silicon-containing films. In one aspect, the precursor comprises a compound represented by one of following Formulae A through E below: In one particular embodiment, the organoaminosilane precursors are effective for a low temperature (e.g., 350° C. or less), atomic layer deposition (ALD) or plasma enhanced atomic layer deposition (PEALD) of a silicon-containing film. In addition, described herein is a composition comprising an organoaminosilane described herein wherein the organoaminosilane is substantially free of at least one selected from the amines, halides (e.g., Cl, F, I, Br), higher molecular weight species, and trace metals.

Claims (6)

1. An organoaminosilane Formula A as below:

wherein R 1 is selected from the group consisting of a linear or branched C 1 to C 10 alkyl group, a linear or branched C 3 to C 10 alkenyl group, a linear or branched C 3 to C 10 alkynyl group, a C 3 to C 10 cyclic alkyl group, and a C 5 to C 10 aryl group; R 2 is selected from the group consisting of hydrogen, a linear or branched C 1 to C 10 alkyl group, a linear or branched C 3 to C 10 alkenyl group, a linear or branched C 3 to C 10 alkynyl group, a C 3 to C 10 cyclic alkyl group, and a C 5 to C 10 aryl group, R 3 is selected from the group consisting of a linear or branched C 1 to C 10 alkylene group, a linear or branched C 3 to C 6 alkenylene group, a linear or branched C 3 to C 6 alkynylene group, a C 3 to C 10 cyclic alkylene group, a C 3 to C 10 hetero-cyclic alkylene group, and a C 5 to C 10 hetero-arylene group; n in Formula A equals 1; m in Formula A equals 0; and wherein R 1 and R 2 may be linked together to form a ring.

2. The organoaminosilane of claim 1 wherein the compound is the compound having Formula A, wherein R 1 and R 2 are the same and selected from the group consisting of methyl, ethyl, iso-propyl, n-propyl, and sec-butyl, and wherein R 3 is selected from the group consisting of methylene and ethylene.

3. An organoaminosilane compound, wherein the compound is at least one selected from the group consisting of: 1 -dimethylamino- 1,3-disilapropane, di-isopropylamino-1,3-disilapropane, 1-di-secbutylamino-1,3-disilane propane, 1-di-isobutylamino-1,3-disilapropane, 1-di-tertpentylamino-1,3-disilapropane, 1-diethylamino- 1 , 3 -disilapropane, 1-dimethylamino-1,4-disilabutane, 1-di-isopropylamino-1,4-disilabutane, 1,3-bis(dimethylamino)-1,3-disilapropane, 1,3-bis(di-isopropylamino)-1,3-disilapropane, 1,3-bis(di-sec-butylamino)-1,3-disilapropane, 1,3-bis(di-isobutylamino-1,3-disilapropane, 1,3-bis(di-tert-pentylamino)-1,3-disilapropane, 1,3-bis(diethylamino)-1,3-disilapropane, 1,4-bis(dimethylamino)-1,4-disilabutane, 1,4-bis(diethylamino)-1,4-disilabutane, 1,4-bis(di-isopropylamino)-1,3-disilabutane, 1,4-bis(di-sec-butylamino)-1,4-disilabutane, 1,4-bis(di-isobutylamino)-1,4-disilabutane, 1,4-bis(iso-propyl-n-propyl-amino)-1,4-disilabutane, 1,3-bis(ethylmethylamino)-1,3-disilabutane, and 1,4-bis(ethylmethylamino)-1,4-disilabutane.

4. An organoaminosilane selected from the group consisting of 1-di-isopropylamino-1,4-disilabutane, 1-ethylmethylamino-1,4-disilabutane, 1-di-sec-butylamino-1,4-disilabutane, 1-phenylmethylamino-1,4-disilabutane, 2,6-dimethylpiperidino-1,4-disilabutane, phenylethylamino-1,4-disilabutane, 1-di-isopropylamino-1,3-disilapropane, 1-ethylmethylamino-1,3-disilapropane, 1-di-sec-butylamino-1,3-disilapropane, 1-phenylmethylamino-1,3-disilapropane, 2,6-dimethylpiperidino-1,3-disilapropane, and phenylethylamino-1,3-disilapropane.

5. An organoaminosilane selected from the group consisting of 1-dimethylamino-1,4-disilabutane, 1-diethylamino-1,4-disilabutane, 1-ethylmethylamino-1,4-disilabutane, 1-di-isopropylamino-1,4-disilabutane, 1-di-sec-butylamino-1,4-disilabutane, 1-phenylmethylamino-1,4-disilabutane, 2,6-dimethylpiperidino-1,4-disilabutane, phenylethylamino-1,4-disilabutane, 1-dimethylamino-1,3-disilapropane, 1-diethylamino-1,3-disilapropane, 1-ethylmethylamino-1,3-disilapropane opylamino-1,3-disilapropane, 1-di-sec-butylamino-1,3-disilapropane, 1-phenylmethylamino-1,3-disilapropane, 2,6-dimethylpiperidino-1,3-disilapropane, and phenylethylamino-1,3-disilapropane.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Oct 7, 2019
From: CITIBANK, N.A., AS AGENT
To: VERSUM MATERIALS US, LLC
Reel/Frame 050647/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 20, 2017
From: AIR PRODUCTS AND CHEMICALS, INC.
To: VERSUM MATERIALS US, LLC
Reel/Frame 041772/0733 →
PATENT SECURITY AGREEMENT Recorded Oct 27, 2016
From: VERSUM MATERIALS US, LLC
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 040503/0442 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 11, 2015
From: O'NEILL, MARK LEONARD; XIAO, MANCHAO; LEI, XINJIAN; HO, RICHARD; CHANDRA, HARIPIN; MACDONALD, MATTHEW R.; WANG, MEILIANG
To: AIR PRODUCTS AND CHEMICALS, INC.
Reel/Frame 034937/0730 →
Continuity (2)
Provisional Application 61880261 · Sep 20, 2013
Related Publication 20150087139A1 · Mar 26, 2015
Cited By (4)
US 12,272,546 US 12,341,005 US 12,550,643 US 12,618,156