Natural oil derivatives including primary amine functional groups
View Patent ↗A compound has Structure I: where R 1 and R 2 independently are C 2 -C 12 alkyl groups, X 1 is a C 4 -C 28 alkyl or alkenyl group, and R 3 is H or is a bis(aminoalkyl)amide group having Structure II: where R 4 and R 5 independently are C 2 -C 12 alkyl groups. The compound may be a reaction product of a metathesized natural oil and a bis(aminoalkyl)amine.
1. A polymer, which comprises constitutional units formed from a reaction mixture comprising: (a) a monomer having two or more epoxy groups; and (b) a compound according to Structure I:
wherein:
R 1 and R 2 independently are C 2 -C 12 alkyl groups;
X 1 is a C 4 -C 28 alkyl group or a C 4 -C 28 alkenyl group; and
R 3 is a hydrogen atom or a bis(aminoalkyl)amide group according to Structure II:
wherein R 4 and R 5 independently are C 2 -C 12 alkyl groups.
2. The polymer of claim 1 , wherein R 1 , R 2 , R 4 , and R 5 independently are C 2 -C 6 alkyl groups.
3. The polymer of claim 1 , wherein X 1 is a C 10 -C 16 alkyl group or a C 10 -C 16 alkenyl group.
4. The polymer of claim 3 , wherein R 3 is a hydrogen atom and R 1 and R 2 are C 2 alkyl groups.
5. The polymer of claim 3 , wherein R 3 is a bis(aminoalkyl)amide group according to Structure II and R 1 , R 2 , R 4 , and R 5 are C 2 alkyl groups.
6. The polymer of claim 5 , wherein R 1 , R 2 , R 4 , and R 5 are —CH 2 —CH 2 —.
7. The polymer of claim 1 , wherein the monomer having two or more epoxy groups is bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, tetraglycidyl diamine-diphenyl-methane, or a multi-glycidyl ether of phenol formaldehyde novolac polymers.
8. The polymer of claim 7 , wherein the monomer having two or more epoxy groups is bisphenol A diglycidyl ether.
9. The polymer of claim 7 , wherein the monomer having two or more epoxy groups is bisphenol F diglycidyl ether.