US 9,809,538 B2
Renewable modified natural compounds
Osama M. Musa, Kinnelon, NJ (US); and Ezat Khosravi, Gilesgate Moor (GB)
Assigned to ISP INVESTMENTS LLC, Wilmington, DE (US)
Appl. No. 13/811,561
Filed by Osama M. Musa, Kinnelon, NJ (US); and Ezat Khosravi, Gilesgate Moor (GB)
PCT Filed Jul. 25, 2011, PCT No. PCT/US2011/045208
§ 371(c)(1), (2), (4) Date Mar. 25, 2013,
PCT Pub. No. WO2012/018588, PCT Pub. Date Feb. 9, 2012.
Claims priority of provisional application 61/367,614, filed on Jul. 26, 2010.
Prior Publication US 2013/0289284 A1, Oct. 31, 2013
Int. Cl. C07D 207/27 (2006.01); C08L 91/00 (2006.01); C07D 303/17 (2006.01); C07D 303/42 (2006.01); C09F 7/00 (2006.01)
CPC C07D 207/27 (2013.01) [C07D 303/17 (2013.01); C07D 303/42 (2013.01); C08L 91/00 (2013.01); C09F 7/00 (2013.01)] 18 Claims
 
1. A modified natural compound produced from a reaction of:
(A) at least one of an epoxidized natural fatty acid, a maleated natural fatty acid, an epoxidized natural oil, a maleated natural oil, or a combination thereof; and
(B) at least one lactam comprising a hydroxyl functional group, wherein the hydroxyl-containing lactam has the structure:

OG Complex Work Unit Drawing
wherein:
Y is an alkylene or alkenylene group comprising 2 to 50 carbon atoms, wherein 2 to 4 carbon atoms reside in the lactam ring between the

OG Complex Work Unit Drawing
 group and the

OG Complex Work Unit Drawing
 group;
Q is selected from the group consisting of a functionalized and unfunctionalized alkylene of linear, branched, or cyclic structure, an arylene, and combinations thereof, wherein any of the before mentioned groups may be with or without oxygen atom(s); and
R is selected from the group consisting of hydrogen, functionalized and unfunctionalized alkyl, cycloalkyl, alkenyl, and aryl groups, wherein any of the groups may be with or without heteroatoms, and
wherein the lactam of the at least one lactam remains a lactam in the modified natural compound.