Process for functionalising polymers
View Patent ↗Process for functionalizing a polymer by treating said polymer at a temperature in the range 80-250° C. with a mono-azide of the formula wherein m is 0 or 1, n is 0 or 1, n+m=1 or 2, X is a linear or branched, aliphatic or aromatic hydrocarbon moiety with 1-12 carbon atoms, optionally containing heteroatoms, R b is selected from the group consisting of hydrogen, linear and branched alkyl groups with 1-6 carbon atoms optionally substituted with O, S, P, Si, or N-containing functional groups, alkoxy groups with 1-6 carbon atoms, and halogens, and each R a is individually selected from hydrogen, linear or branched alkyl groups with 1-6 carbon atoms, or may form a saturated or unsaturated aliphatic or aromatic ring structure with at least one other R a .
1. Process for functionalizing a polymer selected from the group consisting of elastomers, polyolefins and combinations thereof, by treating said polymer at a temperature in the range 80-250° C. with a mono-azide of the formula
wherein Y is
m is 0 or 1, n is 0 or 1, n+m=1 or 2, X is a linear or branched, aliphatic or aromatic hydrocarbon moiety with 1-12 carbon atoms, optionally containing heteroatoms, R b is selected from the group consisting of hydrogen, linear and branched alkyl groups with 1-6 carbon atoms optionally substituted with O, S, P, Si, or N-containing functional groups, alkoxy groups with 1-6 carbon atoms, and halogens, and each R a is individually selected from hydrogen and linear or branched alkyl groups with 1-6 carbon atoms, or may form a saturated or unsaturated aliphatic or aromatic ring structure with at least one other R a .
2. Process according to claim 1 , wherein the treated polymer is further reacted with a substance comprising one or more functionalities selected from amine, anhydride, alcohol, thiol, and aldehyde functionalities.
3. Process according to claim 2 wherein the substance has one or more amine functionalities.
4. Process according to claim 2 wherein the substance is selected from aminoacids, furfurylamine, polyether monoamines, and aminofunctional silanes.
5. Process according to claim 2 wherein the substance is selected from the group consisting of bis(hexamethylene)triamine, tris(2-aminoethyl)amine, 1,6-hexanediamine, isophorone diamine, 4-aminophenylether, maleinized polybutadienes, and polyethylene glycol.
6. Process for crosslinking a polymer comprising the steps of:
a. functionalizing said polymer according the process of claim 1 to form a functionalized polymer and
b. reacting the functionalized polymer with a substance comprising two or more functionalities selected from amine, anhydride, alcohol, thiol, and aldehyde functionalities.
7. Process according to claim 1 wherein R b is hydrogen.
8. Process according to claim 1 wherein n+m=1.
9. Process according to claim 1 wherein each R a is hydrogen.
10. Process according to claim 9 wherein the mono-azide is succinimidobenzene sulfonylazide.
11. Process according to claim 1 wherein the elastomer is selected from the group consisting of natural rubber (NR), styrene butadiene rubber (SBR), butadiene rubber (BR), butyl rubber (IIR), ethylene propylene copolymer elastomer (EPM), ethylene propylene diene terpolymer elastomer (EPDM), and ethylene vinylacetate copolymer (EVA).
12. Process according to claim 1 wherein the polyolefin is selected from the group consisting of polyethylene, polypropylene, and polyolefin elastomers.
13. Process for de-crosslinking a polymer obtainable by the process of claim 6 , wherein the crosslinked polymer is heated to a temperature higher than the temperature that was used for its crosslinking.
14. Process according to claim 13 wherein the crosslinked polymer is heated to a temperature in the range 180-250° C.
15. Process according to claim 13 wherein an aliphatic primary monofunctional amine is present during said heating.