Amine compounds and their use as zero or low VOC neutralizers
View Patent ↗Provided are compounds for use as neutralizing agents in aqueous formulations. The compounds are of the formula I: (Formula I should be inserted here.) wherein R, R 1 , R 2 , R 3 , R 4 , and R 5 are as defined herein.
1. A compound of formula I:
or a salt or zwitterion thereof,
wherein R and R 1 are each H;
R 4 is H or linear or branched C 1 -C 3 alkyl;
R 2 and R 3 are independently linear or branched C 1 -C 6 alkyl, or R 2 , R 3 , together with the carbon to which they are attached, form C 3 -C 8 cycloalkyl; and
R 5 is H or linear or branched C 1 -C 6 alkyl optionally substituted with: OH, C(═O)OH, C(═O)NH 2 , SH, CH 3 S, HOOCCH(NH 2 )CH 2 S—S—CH 2 —, phenyl, hydroxyphenyl, imidazolyl, or indoyl; or
R 4 and R 5 , together with the atoms to which they are attached, form a pyrrolidine ring optionally substituted with OH.
2. The compound of claim 1 wherein R 5 is H.
3. The compound of claim 1 wherein R 5 is unsubstituted linear or branched C 1 -C 6 alkyl.
4. The compound of claim 1 wherein R 5 is linear or branched C 1 -C 6 alkyl substituted with OH or C(═O)OH.
5. The compound of claim 1 that is: N-[2-(amino)-2-methylpropyl]-glycine; 2-((2-amino-2-methylpropyl)amino)propanoic acid; 2-((2-amino-2-methylpropyl)amino)-3-methylbutanoic acid; 2-((2-amino-2-methylpropyl)amino)-4-methylpentanoic acid; 2-((2-amino-2-methylpropyl)amino)-3-hydroxypropanoic acid; 2-((2-amino-2-methylpropyl)amino)-3-hydroxybutanoic acid; 2-((2-amino-2-methylpropyl)amino)succinic acid; or 2-((2-amino-2-methylpropyl)amino)pentanedioic acid.
6. A method for neutralizing an aqueous formulation identified as in need of neutralization, the method comprising using, as a neutralizing agent in the formulation, the compound of claim 1 .
7. The method of claim 6 wherein the formulation is an aqueous based paint or coating, or a cleaning product.
8. An aqueous based paint or coating comprising a neutralizing agent, a binder, a carrier, and an optional pigment, wherein the neutralizing agent is a compound of claim 1 .
9. A cleaning formulation comprising a neutralizing agent, a surfactant, and water, wherein the neutralizing agent is a compound of claim 1 .