IP Library › Granted Patent US 12,351,547
Granted Patent B2
US 12,351,547 · App. 18/404,325 · Granted Jul 8, 2025

Branched amino acid surfactants

Inventors: Edward Asirvatham (Chatham, NJ); Andrei Honciuc (Iasi, RO); Voichita Mihali (Basel, CH)
Assignee: ADVANSIX RESINS & CHEMICALS LLC
C07C309/22C07C229/08C07C229/12C09K23/00
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Quick Facts
Patent No.
US 12,351,547
App. No.
18/404,325
Granted
Jul 8, 2025
Kind
B2
Abstract

The present disclosure provides derivatives of amino acids that have branched alkyl structures and surface-active properties. The amino acid can be naturally-occurring or synthetic, or they may be obtained via a ring-opening reaction of a lactam, such as caprolactam. The amino acid may be functionalized to form a compound that is surface-active and have advantageous surfactant characteristics. The compounds of the present disclosure have low critical micelle concentrations (CMC) as well as superior ability to lower the surface tension of a liquid.

Claims (8)

1. A surfactant compound 6-((2-butyloctyl)oxy)-6-oxohexan-1-aminium chloride, having the following formula:

and having a critical micelle concentration (CMC) of about 0.15 mmol in water.

2. The compound of claim 1 , having a surface tension in water equal to or less than 49 mN/m at a surface age of 1,000 ms or greater.

3. A liquid composition comprising:

water; and

the surfactant compound 6-((2-butyloctyl)oxy)-6-oxohexan-1-aminium chloride, having the following formula:

and having a critical micelle concentration (CMC) of about 0.15 mmol in water.

4. The liquid composition of claim 3 , wherein the surfactant compound has a surface tension in water equal to or less than 49 mN/m at a surface age of 1,000 ms or greater.

Assignments (1)
SECURITY INTEREST Recorded Aug 14, 2026
From: ADVANSIX INC.; ADVANSIX RESINS & CHEMICALS LLC
To: CITIZENS BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 076163/0178 →
Continuity (3)
Division 17365770 · Jul 1, 2021
Provisional Application 63049726 · Jul 9, 2020
Related Publication 20240174602A1 · May 30, 2024
References Cited (62)
US 4194052A · Lewis et al. · 1980 [cited by applicant]
US 4550137A · Dowbenko et al. · 1985 [cited by applicant]
US 5851982A · Sakata et al. · 1998 [cited by applicant]
US 6372703B1 · Richter et al. · 2002 [cited by applicant]
US 9481695B2 · Knott et al. · 2016 [cited by applicant]
US 10227548B2 · Zhang et al. · 2019 [cited by applicant]
US 20030060390A1 · Demeyere et al. · 2003 [cited by applicant]
US 20070167347A1 · Gallotti et al. · 2007 [cited by applicant]
US 20070179080A1 · Gallotti et al. · 2007 [cited by applicant]
US 20080280865A1 · Tobita · 2008 [cited by applicant]
US 20140246041A1 · Krueger · 2014 [cited by applicant]
US 20150141315A1 · Jin · 2015 [cited by applicant]
US 20160340610A1 · Zhang et al. · 2016 [cited by applicant]
US 20170081277A1 · Boaz et al. · 2017 [cited by applicant]
US 20170137750A1 · Zhang et al. · 2017 [cited by applicant]
US 20170342346A1 · Zhang et al. · 2017 [cited by applicant]
US 20170349859A1 · Zhang et al. · 2017 [cited by applicant]
US 20180002639A1 · Zhang et al. · 2018 [cited by applicant]
US 20180371366A1 · Zhang et al. · 2018 [cited by applicant]
US 20190300822A1 · Zhang et al. · 2019 [cited by applicant]
US 20220009881A1 · Asirvatham et al. · 2022 [cited by applicant]
US 20220102460A1 · Xu et al. · 2022 [cited by applicant]
CA 2006439A1 · 1990 [cited by applicant]
CN 109154029A · 2019 [cited by applicant]
DE 10021538B4 · 2008 [cited by applicant]
DE 102015223826A1 · 2016 [cited by applicant]
EP 0385562A2 · 1990 [cited by applicant]
EP 0883600B1 · 2001 [cited by applicant]
EP 1584674A1 · 2005 [cited by applicant]
EP 3158042B1 · 2018 [cited by applicant]
GB 2310659A · 1997 [cited by applicant]
JP 01190798A · 1989 [cited by applicant]
JP 08092875A · 1996 [cited by applicant]
JP 08231478A · 1996 [cited by applicant]
JP 08232168A · 1996 [cited by applicant]
JP 09105076A · 1997 [cited by applicant]
JP 2001048851A · 2001 [cited by applicant]
JP 3425227B2 · 2003 [cited by applicant]
JP 3502679B2 · 2004 [cited by applicant]
JP 3502680B2 · 2004 [cited by applicant]
JP 3563473B2 · 2004 [cited by applicant]
JP 2005054327A · 2005 [cited by applicant]
JP 4156467B2 · 2008 [cited by applicant]
JP 2012116755A · 2012 [cited by applicant]
JP 2014129269A · 2014 [cited by applicant]
JP 2023501023A · 2023 [cited by applicant]
WO 9603370A1 · 1996 [cited by applicant]
WO 9731889A1 · 1997 [cited by applicant]
WO WO2018191719 · 2001 [cited by examiner]
WO 2008083967A2 · 2008 [cited by applicant]
WO 2009098139A1 · 2009 [cited by applicant]
WO 2017101798A1 · 2017 [cited by applicant]
WO 2017202289A1 · 2017 [cited by applicant]
WO 2018077578A1 · 2018 [cited by applicant]
WO 2018107410A1 · 2018 [cited by applicant]
WO 2018200943A1 · 2018 [cited by applicant]
WO 2019036030A1 · 2019 [cited by applicant]
WO 2019110371A1 · 2019 [cited by applicant]
Anonymous, “Biocidal Compositions containing 4,4′-dichloro-2-hydroxydiphenylether (DCPP),” IP.com No. IPCOM000213522D, Dec. 20, 2011, pp. 1-36. [cited by applicant]
International Preliminary Report on Patentability received for PCT Patent Application No. PCT/US2021/040162, mailed on Jan. 19, 2023, 8 pages. [cited by applicant]
International Search Report and Written Opinion received for PCT Patent Application No. PCT/US2021/040162, mailed on Oct. 18, 2021, 13 pages. [cited by applicant]
Machine translation JP 08231478, year 1996. [cited by applicant]