Compositions and methods to produce Alkoxylated triazine-arylhydroxy-aldehyde condensates
View Patent ↗Triazine-arylhydroxy-aldehyde condensates are reacted with at least one alkylene carbonate to form alkoxylated triazine-arylhydroxy-aldehyde condensates.
1. An alkoxylated triazine-arylhydroxy-aldehyde condensate compound having a structure of
wherein R 6 is Formula IV or Formula V, and wherein R 7 is a hydrogen atom, Formula IV, or Formula VI;
wherein R 8 and R 9 are each independently a hydrogen atom, an alkyl group with 1 to 10 carbon atoms, a vinyl group, a phenyl group, a hydroxyphenyl group, —NH(Formula VI), —N(Formula VI) 2 , —NH(Formula IV), —N(Formula IV)(Formula VI), —N(Formula IV) 2 , —NH(Formula V), —N(Formula V)(Formula VI), —N(Formula V) 2 , NH(Formula VII), —N(Formula VI)(Formula VII), —N(Formula VII) 2 , or —NH 2 ;
wherein R 1 and R 2 are each independently a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a vinyl group, or an alkyl group with 1 to 4 carbon atoms containing a hydroxyl group;
wherein R 10 is a hydrogen atom, an alkyl group with 1 to 10 carbon atoms, an alkyl group with 1 to 10 carbon atoms containing a hydroxyl group, a phenyl group, a vinyl group, a propenyl group, a hydroxyl containing phenyl group, a pyrrole group, or a furanyl group;
wherein R 11 and R 12 are each independently a hydrogen atom, an alkyl group with 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a phenyl group, a hydroxybenzene group, or an alkyl group with 1 to 10 carbon atoms with at least one carbon substituted with i) a hydroxyl group, ii) a hydroxybenzene group, or iii) a phenyl group;
or wherein R 11 and R 12 jointly form a common aromatic ring with or without a hydroxyl group;
wherein R 13 and R 14 are each independently a hydrogen atom, an alkyl group with 1 to 10 carbon atoms, a vinyl group, a phenyl group, a hydroxyphenyl group, —NH(Formula VI),
—N(Formula VI) 2 , —NH(Formula VII), —N((Formula VI)(Formula VII)), —N(Formula VII) 2 , or —NH 2 ;
wherein R 15 , R 16 , and R 17 are each independently a hydrogen atom, an alkyl group with 1 to 10 carbon atoms, a vinyl group, a phenyl group, a hydroxyphenyl group, —NH(Formula VI), —N(Formula VI) 2 , —NH(Formula VII), —N(Formula VI)(Formula VII), —N(Formula VII) 2 , or —NH 2 ;
wherein each m is independently from 1 to 10, each n is independently from 0 to 10, each x is independently from 1 to 2, and each x′ is independently from 0 to 2;
and wherein monomers depicted by m and n are arranged in any order, combination, or sub-combination.
2. The compound of claim 1 , having a structure of
3. The compound of claim 1 , having a structure of
4. The compound of claim 1 , having a structure of
5. The compound of claim 1 , having a structure of
6. The compound of claim 1 , having a structure of
7. The compound of claim 1 , having a structure of
8. The compound of claim 1 , having a structure of
9. The compound of claim 1 , having a structure of
10. The compound of claim 1 , having a structure of
11. The compound of claim 1 , having a nitrogen content of from 0.5 weight percent to 40 weight percent, and an aromatic content of from 4.9 weight percent to 67 weight percent.
12. The compound of claim 1 , having a viscosity in a solvent in the range of from 1 Pascal second to 1,700 Pascal seconds at 25° C.
13. A process for the preparation of the compound of claim 1 comprising reacting
a) a triazine-arylhydroxy-aldehyde condensate; and
b) at least one alkylene carbonate,
optionally in the presence of a catalyst, to form the alkoxylated triazine-arylhydroxyaldehyde condensate compound of claim 1 .
14. A process in accordance with claim 13 wherein the alkylene carbonate is selected from the group consisting of ethylene carbonate, propylene carbonate, and mixtures thereof.