S-(Alpha, Alpha'-Disubstituted-Alpha"-Acetic Acid) - Substituted Dithiocarbonate Derivatives For Controlled Radical Polymerizations, Process and Polymers Made Therefrom
AssigneeLubrizol Advanced Materials, Inc.
InventorJohn Ta-Yuan Lai
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Abstract
Dithiocarbonate derivatives are disclosed, along with a process for preparing the same. The dithiocarbonate compounds can be utilized as initators, chain transfer agents and/or terminators in controlled free radical polymerizations. The dithiocarbonates can be used to produce polymers having narrow molecular weight distribution. Advantageously, the compounds of the present invention can also introduce functional groups into the resulting polymers. The dithiocarbonate compounds have low odor and are substantially colorless.
Claims21
1-9. (canceled)
A composition, comprising:
- a dithiocarbamate polymer or copolymer having the formula:
- wherein each R12 and R13, independently, is the same or different, is optionally substituted, and is a linear or branched alkyl having from 1 to about 12 carbon atoms;
- or an aryl group having from 6 to about 18 carbon atoms, optionally containing heteroatoms;
- or R12 and R13 can form and be part of a substituted or unsubstituted cyclic ring having from 3 to about 12 carbon atoms;
- wherein R15 and R16, independently, is the same or different, optionally substituted, optionally contains heteroatoms, and is hydrogen;
- or a linear or branched alkyl having from 1 to about 18 carbons;
- or an aryl group having from 6 to about 18 carbon atoms, optionally saturated or unsaturated;
- or an arylalkyl having from 7 to about 18 carbons;
- or an alkenealkyl having from 3 to about 18 carbon atoms;
- or derived from polyalkylene glycol ether;
- or derived from an amine;
- or R15 and R16 are in the form of a substituted or unsubstituted cyclic ring with the nitrogen atom having a total of 4 to about 12 carbon atoms;
- wherein T is a divalent radical having a nitrogen atom directly connected to each carbon atom of the two thiocarbonyl groups;
- wherein said polymer repeat units are derived from at least one conjugated diene monomer, or a vinyl containing monomer, or combinations thereof, with the proviso that each repeat unit can be the same or different;
- and
- wherein the number of said repeat units f, independently, is from 1 to about 10,000.
A method for forming a dithiocarbamate compound, comprising the steps of:
- reacting a metal salt of a dithiocarbamate, a haloform, and a ketone in the presence of a base, and optionally a solvent and a catalyst, to form a reaction product;
- and
- acidifying said reaction product to form said dithiocarbamate compound.
Dependencies are inferred from the claim text.