Process for Amination of Acrylic Macromonomers and Products Therefrom
OwnerSteven Dale Ittel, Alexei A. Gridnev +1inventors
InventorsSteven Dale Ittel, Alexei A. Gridnev, Jennifer W. Anderson
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Abstract
Processes for forming adducts of amines with acrylic macromonomers are provided. Also provided are processes for using ring-closing reactions of the adducts to form lactams. The adducts are useful, for example, for making adhesives, surfactants, viscosity modifiers, processing aids, and other products.
Claims24
A compound having the structure
- wherein each R1 and R2 are independently H, alkyl of 1-20 carbon atoms, aryl, substituted alkyl of 1-20 carbon atoms, or substituted aryl;
- R3 and R4 are independently H, alkyl of 1-100 carbon atoms, or substituted alkyl of 1-100 non-hydrogen atoms or R3 is a polymer;
- R5 is methyl, hydrogen or hydroxymethyl;
- n=1-100;
- m=1-100 and is equal to or less than the number of reactive amino groups on R3, and R6 are independently —CN, —CO2R1, —COR1, or —CONR1R1.
A compound having the structure
- wherein R1 and R2 are independently H, alkyl of 1-20 carbon atoms, aryl, substituted alkyl of 1-20 carbon atoms, or substituted aryl;
- R3 is H, alkyl of 1-100 carbon atoms, or substituted alkyl or a polymer;
- R5 is methyl, hydrogen or hydroxymethyl;
- n=1-100;
- and m+m′=1-100 and is equal to or less than the number of reactive amino groups on R3.
A process of synthesizing a compound having a formula of:
- comprising contacting an amine of formula R3R4NH, with a macromonomer of formula
- and allowing the amine and the macromonomer to react;
- wherein R1 and R2 are independently H, alkyl of 1-20 carbon atoms, aryl, substituted alkyl of 1-20 non-hydrogen atoms, or substituted aryl;
- R3 and R4 are independently H, alkyl of 1-20 carbon atoms, or, substituted alkyl of 1-20 non-hydrogen atoms or R3 is a polymer;
- R5 is methyl, hydrogen or hydroxymethyl;
- n=1-100;
- m=1-100 and is equal to or less than the number of reactive amino groups on R3, and R6 are independently —CN, —CO2R1, —COR1, or —CONR1R1.
A process of synthesizing a compound of formula:
- comprising contacting an amine of formula R3NH2 with a macromonomer of formula
- and allowing the amine and the macromonomer to react;
- wherein R1 and R2 are independently H, alkyl of 1-20 carbon atoms, aryl, substituted alkyl of 1-20 nonhydrogen atoms, or substituted aryl;
- R3 are independently H, alkyl of 1-20 carbon atoms, substituted alkyl of 1-20 non-hydrogen atoms or a polymer;
- R5 is methyl, hydrogen or hydroxymethyl;
- n=1-100;
- m+m′=1-100 and is equal to or less than the number of reactive amino groups on R3.
A product formed by a process comprising reacting a macromonomer of formula
- with an amine of formula R3R4NH;
- wherein R1 and R2 are independently H, alkyl of 1-20 carbon atoms, aryl, substituted alkyl of 1-20 non-hydrogen atoms, or substituted aryl;
- R3 and R4 are independently H, alkyl of 1-20 carbon atoms, or substituted alkyl of 1-20 non-hydrogen atoms or R3 is a polymer;
- R5 is methyl, hydrogen or hydroxymethyl;
- n=1-100;
- m=1-100 and is equal to or less than the number of reactive amino groups on R3, and R6 are independently —CN, —CO2R1, —COR1, or —CONR1R1.
A compound having the structure
- wherein R1 and R2 are independently H, alkyl of 1-20 carbon atoms, aryl, substituted alkyl of 1-20 carbon atoms, or substituted aryl;
- R3 is H, alkyl of 1-100 carbon atoms, or substituted alkyl or a polymer;
- R5 is methyl, hydrogen or hydroxymethyl;
- n=1-100;
- and m+m′=1-100 and is equal to or less than the number of reactive amino groups on R3;
- and R10 and R11 are independently hydrogen or alkyl and may be combined in a cyclic structure.
Dependencies are inferred from the claim text.