Halogenated terpolymers of isobutylene, diolefin monomer and styrenic monomer

Abstract

A halogenated butyl polymer having improved properties, the butyl polymer derived from a monomer mixture comprising a C 4 to C 8 monoolefin monomer, a C 4 to C 14 multiolefin monomer and a styrenic monomer with a catalyst system to produce the butyl polymer. The improved properties include faster cure, higher maximum torque, higher delta torque, relatively stable modulus over time, improved hot air aging properties and improved aged flexure properties. These improved properties are believed to result from direct interaction between the styrenic moieties in the polymer backbone with a crosslinking agent added to vulcanize the halogenated butyl rubber.

1 . A cured rubber product comprising a butyl terpolymer which comprises a C 4  to C 8  monoolefin monomer, a C 4  to C 14  multiolefin monomer and a styrenic monomer. 
   
   
       2 . A cured rubber product according to  claim 1 , wherein the C 4  to C 8  monoolefin monomer of the terpolymer may be selected from the group comprising isobutylene, 2-methylpropene-1,3-methylbutene-1,4-methylpentene-1,2-methylpentene-1,4-ethylbutene-1,4-ethylpentene-1 and mixtures thereof. 
   
   
       3 . A cured rubber product according to  claim 2 , wherein the C 4  to C 8  monoolefin monomer comprises isobutylene. 
   
   
       4 . A cured rubber product according to  claim 1 , wherein the C 4  to C 14  multiolefin monomer of the terpolymer is selected from the group comprising isoprene, butadiene-1,3,2,4-dimethylbutadiene-1,3, piperyline, 3-methylpentadiene-1,3, hexadiene-2,4,2-neopentylbutadiene-1,3,2-methylhexadiene-1,5,2,5-dimethylhexadine-2,4,2-methylpentadiene-1,4,2-methylheptadiene-1,6, cyclopentadiene, methylcyclo-pentadiene, cyclohexadiene, 1-vinyl-cyclohexadiene and mixtures thereof. 
   
   
       5 . A cured rubber product according to  claim 4 , wherein the C 4  to C 14  multiolefin monomer comprises isoprene. 
   
   
       6 . A cured rubber product according to  claim 1 , wherein the styrenic monomer of the terpolymer is selected from the group comprising p-methylstyrene, styrene, alpha-methylstyrene, p-chlorostyrene, p-methoxystyrene and mixtures thereof. 
   
   
       7 . A cured rubber product according to  claim 6 , wherein the styrenic monomer comprises p-methylstyrene. 
   
   
       8 . A cured rubber product according to  claim 1 , wherein the terpolymer monomer mixture comprises from about 80% to about 99% by weight C 4  to C 8  monoolefin monomer, from about 0.5% to about 5% by weight C 4  to C 14  multiolefin monomer and from about 0.5% to about 15% by weight styrenic monomer. 
   
   
       9 . A cured rubber product according to  claim 8 , wherein the terpolymer monomer mixture comprises from about 85% to about 99% by weight C 4  to C 8  monoolefin monomer, from about 0.5% to about 5% by weight C 4  to C 14  multiolefin monomer and from about 0.5% to about 10% by weight styrenic monomer. 
   
   
       10 . A cured rubber product according to  claim 9 , wherein the terpolymer monomer mixture comprises from about 87% to about 94% by weight C 4  to C 8  monoolefin monomer, from about 1% to about 3% by weight C 4  to C 14  multiolefin monomer and from about 5% to about 10% by weight styrenic monomer. 
   
   
       11 . A cured rubber product according to  claim 1 , wherein the terpolymer is halogenated. 
   
   
       12 . A cured rubber product according to  claim 11 , wherein the terpolymer is brominated. 
   
   
       13 . A cured rubber product according to  claim 11 , wherein the terpolymer is chlorinated. 
   
   
       14 . A cured rubber product according to  claim 11 , wherein the amount of halogen is in the range of from about 0.1 to about 8% by weight of the terpolymer. 
   
   
       15 . A cured rubber product according to  claim 14 , wherein the amount of halogen is in the range of from about 0.5 to about 4% by weight of the polymer. 
   
   
       16 . A cured rubber product according to  claim 15 , wherein the amount of halogen is in the range of from about 1.5 to about 3% by weight of the terpolymer. 
   
   
       17 . A cured rubber product according to  claim 1 , wherein the terpolymer further comprises a halogenated aromatic ring. 
   
   
       18 . A cured rubber product according to  claim 11 , wherein the terpolymer is random. 
   
   
       19 . A cured rubber product according to  claim 1 , wherein the terpolymer comprises a cured aromatic ring. 
   
   
       20 . A cured rubber product according to  claim 1 , wherein the modulus of the terpolymer at 100% elongation decreases by about 25% following hot air aging for 168 hrs at 140° C. 
   
   
       21 . A cured rubber product according to  claim 1 , wherein the modulus of the terpolymer at 300% elongation decreases by about 2-5% following hot air aging for 168 hrs at 140° C. 
   
   
       22 . A cured rubber product according to  claim 20 , wherein the modulus of the terpolymer at 100% elongation decreases by 30% following hot air aging for 168 hrs at 140° C. 
   
   
       23 . A cured rubber product according to  claim 21 , wherein the modulus of the terpolymer at 300% elongation decreases by 16% following hot air aging for 168 hrs at 140° C.