Stabilized organic peroxide composition and process for making the same

1. A composition comprising an organic peroxide and stabilizing compound of at least one stabilizing compound of the general formula (I):

R 1 CH═CH(CH 2 ) m (CH═CH) n (CH 2 ) o R 2   (I)

or at least one stabilizing compound of the general formula (II):

R 4 C≡C—C(O)OR 5   (II)

or mixture thereof wherein R 1 is hydrogen, alkyl of from 1 to about 10 carbon atoms, or aryl of from 6 to about 12 carbon atoms, optionally substituted with at least one halogen, lower alkyl, or hydroxy group; R 2 is —OH; —C(O)R 3 or —C(O)OR 3 in which R 3 is hydrogen or lower alkyl; R 4 and R 5 each independently has one of the meanings of R 1 and, additionally, R 4 can be —C(O)OR 3 ; wherein R 3 has one of the same meanings as above and m is 0 or an integer of from 1 to about 20, n is 0 or 1 and o is 0 or an integer of from 1 to about 20 in an amount sufficient to retard the rate of decomposition of the organic peroxide.

2. The composition of claim 1 , wherein the organic peroxide is of the general formula (III):

R 6 —O—C(O)—O—O—C(O)—O—R 7   (III)

wherein R 6 and R 7 each independently is a branched, unbranched, substituted, or unsubstituted alkyl, alkenyl, cycloalkyl, or aromatic group containing up to about 30 carbon atoms.

3. The composition of claim 2 , wherein each R 6 and R 7 is independently an alkyl, or aromatic group containing up to about 10 carbon atoms.

4. The composition of claim 3 , wherein each R 6 and R 7 is independently selected from the group consisting of phenyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, t-butyl, isobutyl, hexyl, octyl, neopentyl, 2-ethylhexyl, capryl, lauryl, myristyl, cetyl, stearyl, allyl, methallyl, crotyl, cyclohexyl, 4-t-butylcyclohexyl, 4-t-amylcyclohexyl, benzyl, 2-phenylethyl, 2-phenylbutyl, α-carbethoxyethyl, β-methoxyethyl, 2-phenoxyethyl, 2-methoxyphenyl, 3-methoxyphenyl, 2-ethoxyethyl, 2-ethoxyphenyl, 3-methoxybutyl, 2-carbamyloxyethyl, 2-chloroethyl, 2-nitrobutyl, 2-nitro-2-methylpropyl and mixtures thereof.

5. The composition of claim 2 , wherein the organic peroxide is a peroxydicarbonate.

6. The composition of claim 5 , wherein the peroxydicarbonate is selected from the group consisting of diethyl peroxydicarbonate, di-n-butyl peroxydicarbonate, diisobutyl peroxydicarbonate, di-4-tert-butylcyclohexyl peroxydicarbonate, di-sec-butyl-peroxydicarbonate, di-2-ethylhexyl peroxydicarbonate, di-n-propyl peroxydicarbonate, diisopropyl peroxydicarbonate, and mixtures thereof.

7. The composition of claim 5 , wherein the peroxydicarbonate is a liquid at 0° C.

8. The composition of claim 5 , wherein the peroxydicarbonate is a liquid at −5° C.

9. The composition of claim 5 , wherein the peroxydicarbonate is a liquid at −25° C.

10. The composition of claim 1 , wherein the stabilizing compound (I) is selected from the group consisting of methyl crotonate, methyl oleate, oleic acid, oleyl alcohol, methyl cinnamate, linoleic acid, methyl linoleate, cinnamyl alcohol, cinnamaldehyde, 4-phenyl-3-buten-2-one, methyl vinyl ketone and mixtures thereof.

11. The composition of claim 1 , wherein the stabilizing compound (II) is selected from the group consisting of include propynoic acid, methyl propynoate, ethyl propynoate, propyl propynoate, butyl propynoate, 2-butynoic acid, methyl-2-butynoate, propyl 2-butynoate, butyl 2-butynoate, pentyl 2-butynoate, hexyl 2-butynoate, octyl 2-butynoate, 2-pentynoic acid, ethyl 2-pentynoate, 2-hexynoic acid, methyl 2-hexynoate, 2-heptynoic acid, methyl 2-heptynoate, ethyl 2-heptynoate, methyl 2-octynoate, ethyl 2-octynoate, n-butyl heptynoate, n-butyl phenylpropynoate, methyl 3-phenylpropynoate and mixtures thereof.

12. The composition of claim 1 , wherein the stabilizing compound is present in an amount of from about 0.1% to about 25% by weight of the organic peroxide present.