Controlled free radical agent for nanocomposite synthesis

Details Controlled free radical agent for nanocomposite synthesis Controlled free radical agent for nanocomposite synthesis

2006-02-14

2006-02-14

Teskin, Fred (Department: 1713)

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

Polymers from only ethylenic monomers or processes of...

C526S335000, C526S340000, C524S445000, C524S571000, C524S575000, C501S129000, C501S133000, C501S141000, C501S148000, C556S429000

Reexamination Certificate

active

06998452

ABSTRACT:
This invention relates to a process for producing a free radical control agent of the structural formula:wherein Z is selected from the group consisting ofwherein R1is an alkyl group of 1 to 4 carbon atoms, cyclohexyl or phenyl; wherein R2is an alkoxy group of 1 to 8 carbon atoms or a cycloalkoxy group of 5 to 8 carbon atoms; wherein Alk is a divalent hydrocarbon of 1 to 18 carbon atoms; and wherein Y represents a functional group that is capable of activating a vinylic carbon toward free radical addition; said process comprising the steps of (1) reacting a mercaptosilane of the structural formula: Z-Alk-SH with carbon disulfide in the presence of a phase transfer catalyst and an alkali metal hydroxide to produce a trithiocarbonate salt; and (2) reacting the trithiocarbonate salt with a halogen containing compound of the structural formula X-Y to produce the free radical control agent, wherein X represents a halogen atom. Such free radical control agents are capable of covalently bonding to silica/silicate surfaces and are of particular benefit in producing rubbery compounds that will be loaded with silica fillers, such as tire tread rubbers.

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