US 11,731,937 B2
Amino acid surfactants
Edward Asirvatham, Chatham, NJ (US); Andrei Honciuc, Iasi (RO); and Voichita Mihali, Basel (CH)
Assigned to AdvanSix Resins & Chemicals LLC., Parsippany, NJ (US)
Filed by AdvanSix Resins & Chemicals LLC, Parsippany, NJ (US)
Filed on Jan. 21, 2021, as Appl. No. 17/154,918.
Claims priority of provisional application 62/967,175, filed on Jan. 29, 2020.
Prior Publication US 2021/0230107 A1, Jul. 29, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. C11D 1/75 (2006.01); C11D 3/26 (2006.01); C11D 7/32 (2006.01); C11D 11/00 (2006.01); C07C 291/04 (2006.01); C11D 1/66 (2006.01)
CPC C07C 291/04 (2013.01) [C11D 1/667 (2013.01)] 6 Claims
OG exemplary drawing
 
1. A method of synthesizing an amino acid surfactant, comprising the steps of:
(1) opening a lactam to yield an amino acid having an N-terminus;
(2) reacting the N-terminus of the amino acid with an alkylating agent to yield a tertiary amine;
(3) reacting the tertiary amine with an alcohol under acidic conditions to yield an amino acid ester having an N-terminus; and
(4) reacting the N-terminus of the amino acid ester with an oxidizing agent to yield an amino acid surfactant of the following formula:

OG Complex Work Unit Chemistry
wherein R1 and R2 may be the same or different, and comprise at least one group selected from the group consisting of C1-C6 alkyl.