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US 7,659,345 B2Granted
S,S′-bis-(α, α′-Disubstituted-α″-Acetic acid)—trithiocarbonates and derivatives as initiator—chain transfer agent—terminator for controlled radical polymerizations and the process for making the same
AssigneeLubrizol Advanced Materials, Inc.
InventorJohn Ta-Yuan Lai
Life of this patent
Estimating the term…
Abstract
A s,s′-bis-(α,α′-disubstituted-α″-acetic acid)-trithiocarbonate and derivatives thereof can be used as an initiator, chain transfer agent, or terminator for polymerization of monomers such as free radical polymerizable monomers. Homopolymers, copolymers, and the like as well as block copolymers can be made utilizing the trithio carbonate compound such as in a living free radical polymerization as well as to form telechelic polymers.
Claims16
A composition comprising:
- a polymer represented by the formula:
- where R1 and R2, independently, represent an alkyl having from 1 to 6 carbon atoms, a substituted C1 to C6 alkyl having one or more substituents, one or more aryls, a substituted aryl having from 1 to 6 substituents on the aryl ring;
- wherein said substituents, independently, are selected from an alkyl having from 1 to 6 carbon atoms, an aryl, a halogen which can be the same or different, a cyano, an ether having a total of from 2 to 20 carbon atoms, a nitro, and combinations thereof;
- or
- wherein R1 and R2 are part of a cyclic ring having from about 5 to about 12 total carbon atoms;
- and
- wherein said repeat group is polymerized from said at least one conjugated diene monomer having a total of from 4 to 12 carbon atoms, and wherein said at least one vinyl monomer is represented by the repeat unit:
- wherein R3 represents hydrogen, halogen, C1-C4 alkyl, and substituted C1-C4 alkyl, wherein said substituents, independently, are selected from one or more hydroxy, alkoxy, aryloxy(OR5), carboxy, acyloxy, aroyloxy(O2CR5), alkoxy-carbonyl(CO2R5), and aryloxy-carbonyl;
- wherein R4 represents hydrogen, R5, CO2H, CO2R5, COR5, CN, CONH2, CONHR5, O2CR5, OR5 and halogen;
- and
- wherein R5 represents C1-C18 alkyl, substituted C1-C18 alkyl, C2-C18 alkenyl, aryl, aralkyl, and alkaryl, and wherein said substituents, independently, represent one or more epoxy, hydroxy, alkoxy, acyl, acyloxy, carboxy (and salts), sulfonic acid (and salts), alkoxy- or aryloxy-carbonyl, isocyanato, cyano, silyl, halo or dialkylamino;
- and
- wherein m and n, independently, are from about 1 to about 10,000.
10 more elements
A composition comprising:
- a polymer having the formula:
- where R1 and R2, independently, represent an alkyl having from 1 to about 6 carbon atoms, a substituted C1 to about C6 alkyl having one or more substituents, one or more aryls, and a substituted aryl having from 1 to 6 substituents on the aryl ring;
- wherein said one or more substituents, independently, represent an alkyl having from 1 to 6 carbon atoms, an aryl, a halogen which can be the same or different, a cyano, an ether having a total of from 2 to about 20 carbon atoms, a nitro, and combinations thereof;
- or
- wherein R1 and R2 are part of a cyclic ring having from about 5 to about 12 total carbon atoms;
- and
- wherein said repeat group is polymerized from said at least one conjugated diene monomer having a total of from 4 to 12 carbon atoms, and wherein said at least one vinyl monomer is represented the repeat unit:
- wherein R3 represents hydrogen, halogen, C1-C4 alkyl, and substituted C1-C4 alkyl wherein said substituents, independently, represent one or more hydroxy, alkoxy, aryloxy(OR5), carboxy, acyloxy, aroyloxy(O2CR5), alkoxy-carbonyl(CO2R5), and aryloxy-carbonyl;
- wherein R4 represents hydrogen, R5, CO2H, CO2R5, COR5, CN, CONH2, CONHR5, O2CR5, OR5 and halogen;
- and
- wherein, R5 represents C1-C18 alkyl, substituted C1-C18 alkyl, C2-C18 alkenyl, aryl, aralkyl, and alkaryl, and wherein said substituents, independently, represents one or more epoxy, hydroxy, alkoxy, acyl, acyloxy, carboxy (and salts), sulfonic acid (and salts), alkoxy- or aryloxy-carbonyl, isocyanato, cyano, silyl, halo and dialkylamino, and
- wherein m and n, independently, are from about 1 to about 10,000, and
- wherein E is XR′, where R′, independently, represents H, C1-C18 alkyl, a substituted C1-C18 Alkyl;
- wherein said substituent is selected from halogen, hydroxyl, alkoxy, C1-C18 hydroxyalkyl, and a C1-C18 aminoalkyl, and X represents oxygen, sulfur, NH, and NR′;
- or
- wherein E is
- wherein R6 through R9, independently, represent H, C1-C18 alkyl, aryl, a substituted aryl having from 1 to 6 substituents on the ring, wherein said substituent is selected from halogen, hydroxyl, or alkoxy, C1-C18 hydroxy alkyl, C1-C18 amino alkyl, and C1-C18 mercapto alkyl, and wherein Y represents oxygen, sulfur, NH, and NR6;
- or
- wherein E is OR10 where R10 represents an alkyl having from 1 to 18 carbon atoms, and a substituted alkyl having from 1 to 18 carbon atoms, wherein said substituent is selected from halogen, hydroxyl, alkoxy, a hydroxy alkyl having from 1 to 18 carbon atoms, an amino alkyl having from 1 to 18 carbon atoms, and combinations thereof;
- or combinations thereof.
17 more elements
Dependencies are inferred from the claim text.