Quinone compounds for inhibiting monomer polymerization
View Patent ↗The polymerization of monomers may be at least partially reduced or inhibited by introducing an effective amount of an additive. The additive may be or include a first compound: where: R1 and R2 may be or include an alkyl group, an aryl group, an alkyl group having a heteroatom, an aryl group having a heteroatom, and combinations thereof. The hetero atom may be or include sulfur, nitrogen and/or oxygen. R1 may be the same or different from R2. The polymerizable monomers may be or include, but are not limited to styrene, butadiene, isoprene, acrylic acid, acrylonitrile, vinyl acetate, and combinations thereof.
1. A treated monomer stream comprising:
polymerizable monomers selected from the group consisting of a styrene, a butadiene, an isoprene, acrylonitrile, vinyl acetate, and combinations thereof; and
an additive therein for reducing the rate of polymerization of the polymerizable monomers within the monomer stream; wherein the additive consists of:
a first compound of the general formula:
wherein R1 and R2 are selected from the group consisting of an alkyl group, an aryl group, an alkyl group having a heteroatom, and an aryl group having a heteroatom; wherein the heteroatom is selected from the group consisting of sulfur, nitrogen, and oxygen; and wherein R1 is the same or different from R2; and
a second compound selected from the group consisting of 2,6-di-tert-butyl-1,4-benzoquinone (2,6 BQ); 2,5-di-tert-butyl-1,4-benzoquinone (2,5 BQ); 4-sec-butyl-2,6-di-tert-butylphenol; and combinations thereof; wherein the ratio between the first compound and the second compound is based on weight and ranges from about a 1:1 ratio to about a 1:5 ratio.
2. The treated monomer stream of claim 1 , wherein the first compound is 3,5-di-tert-butyl-1,2-benzoquinone (3,5 BQ), 3,5-di-methyl-1,2 benzoquinone, 3,6-di-tert-butyl-1,2-benzoquinone and combinations thereof.
3. The treated monomer stream of claim 1 , wherein the effective amount of the additive ranges from about 0.01 ppm to about 10,000 ppm.