ORGANIC PEROXIDES AND USE OF SAME

Abstract: Organic peroxides having two peroxide functional groups and containing in the molecule an amino nitrogen atom, having the general formula : wherein : R₁, R₂ are each an alkyl radical having 1 to 8 carbon atoms, optionally aryl substituted, preferably a tertiary alkyl group such as t.butyl, t.amyl, t.octyl and cumyl; R₃ is hydrogen, an alkyl radical having 1 to 8 carbon atoms, a cycloalkyl radical having 5-6 carbon atoms in the ring, an aryl radical, or an arylalkyl radical, optionally halogen, alkoxy, carboalkoxy or alkyl mono or poly substituted; R₄ is a methylene, ethylene or trimethylene radical, optionally halogen, alkoxy, carboalkoxy, aryl or alkyl mono or poly substituted; and R₅ is a methylene or ethylene radical, optionally halogen, alkoxy, carboalkoxy, aryl or alkyl mono or poly substituted. The peroxides are employed in the cross-linking of plastomers, natural and synthetic elastomers and thermoset­ ting resins.

Description: ORGANIC PEROXIDES AND USE OF SAME" This invention relates to organic peroxides and more particularly to organic peroxides having two peroxide functional groups and containing in the molecule an amino nitrogen atom, and to the use of the same in the cross-linking of plastomers, natural and synthetic elastomers and thermosetting resins. As is known, organic compounds of peroxide nature are particularly important as generators of free radicals and as a consequence as starters of radicalic polymerizations, as cross-linking agents of plastomers and as vulcanizing agents of natural and synthetic elastomers. However, not all compounds of peroxide nature are employable in cross-linking as some types of peroxides are quite difficult to process due to their tendency to decompose, sometimes very strongly, at the operative temperature. Other compounds have a too short semi-life time, at the temperature of incorporation into the polymer, thus causing a certain degree of pre-cross-linking during the mixing step. Thus it is an object of the present invention to provide a particular type of new peroxides containing in their molecule an amino nitrogen atom, having a good stability and a low volatility, and suitable as cross -linking agents of plastomers, natural and synthetic elastomers and thermosetting resins. It has now been found that such object is achieved by employing peroxides having two peroxide functional groups and containing in the molecule an amino nitrogen atom. The present invention provides an organic peroxide having two peroxide functional groups and containing in the molecule an amino nitrogen atom, having the general formula: EMI2.1 wherein R1, R2 are each an alkyl radical having 1 to 8 carbon atoms, optionally aryl substituted, preferably a tertiary alkyl group such as t-butyl, t-amyl, t-octyl and cumyl; R3 is hydrogen, an alkyl radical having I to 8 carbon atoms, a cycloalkyl radical having 5-6 carbon atoms in the ring, an aryl radical, or an arylalkyl radical, optionally halogen, alkoxy, carboalkoxy or alkyl mono of poly substituted; is is a methylene, ethylene or trimetbylene radical, optionally halogen, alkoxy, carboalkoxy, aryl or alkyl mono or poly substituted; and R5 is a methylene or ethylene radical, optionally halogen, alkoxy, carboalkoxy, aryl or alkyl mono or poly substituted. It is apparent that, when R4 = methylene and R5 = ethylene, the resulting compound is a penta-:atomic ring (i.e. a derivative of pyrrolidine), and when R4 = ethylene and R5 = ethylene or when R4 = trimethylene and methylene, the resulting compound is an hexa-atomic ring (i.e. a derivative of piperidine). Some- examples of compounds according to the invention are (a) 4,4-di(t.butylperoxy)-2,2,6,6-tetramethylpiperidine (b) 4,4di(t,butylperoxy)-1 ,2,2,6,6-pentamethylpiperidine (c) 4, 4-di(t.butylperoxy)-2, 6-diphenylpiperidine (d) 4,4-di(t.amylperoxy)-2,2,6,6-tetramethylpiperidine (e) 4,4-di(t.butylperoxy)-2,6-diphenyl-3,5-dimethylpiperidine (f) 1-benzzl-4,4-di(t.butylperoxy)-2,6-di(methoxgphenyl)- 3,5-dimethylpiperidine (g) 1-methyl-4, 4-di (t .butylperoxy)-piperidine (h) 1-benzyl-4,4-di(t.butylperoxy)-piperidine (i) 1-(2-phenylethyl)-4,4-di(t.butylperoxy)piperidine (1) 1-benzyl-3-carboethoxy-4,4-di(t.butylperoxy)piperidine (m) 4,4-di(cumylperoxy)-1,2,2,6,6-pentamethylpiperidine (n) 4,4-di(cumylperoxy)-2,2,6,6-tetramethylpiperidine (o) 1-benzyl-3,3-di(t.butylperoxy)-4-carboethoxypiperidine (p) 1-benzyl-3,3-di(t.butylperoxy)piperidine (q) 1-ethyl-3,3-di(t.butylperoxy)piperidine (r) 1-benzyl-3,3-di(cumylperoxy)piperidine (s) 1-benzyl-3,3-di(t.butylperoxy)pyrrolidine (t) 1-benzyl-3,3-di(cumylperoxy)pyrrolidine. The diperoxides according to the present invention exhibit a relatively high decomposition temperature and a good stability and a low volatility at higher temperatures than room temperature, which permits a good incorporation thereof into polymeric materials without causing any undesirable side-phenomena, such as pre-cross-linking and pre-vulcanization. It has been ascertained that the diperoxides of the present invention act as excellent cross- -linking agents of plastomers, natural and synthetic elastomers and of thermosetting resins. This class of nitrogenous peroxides exhibits the characteristics of being insensible to the action of minor amounts of acids, as the latter are neutralized by salifi -cation with the nitrogen atom, as a result of which they cannot decompose the peroxide part of the molecule. There may be formed a composition comprising a plastomeric or a natural or synthetic elastomeric polymer and a peroxide compound according to the invention. A suitable plastomeric polymer is ethylene and a suitable elastomeric polymer is an ethylene-propylene copolymer. Cross-linking is suitably effected at a temperature of from 1000 to 2000 C, preferably from 1400 to 1600C, at a pressure of from 50 to 200 Kg/cm2, for from 5 to 60 minutes, preferably from 10 to 30 minutes. The concentration by weight of the peroxide is preferably from 0.5 to 10%, more preferably from 2 to 5%, with respect to the plastomer. Vulcanisation is uitably effected at a temperature of from 140 to 190 C, preferably from 150 to 170 C, for from 5 to 200 minutes, preferably from 5 to 30 minutes, employing an ethylene-propylene copolymer. The concentration by weight of the peroxide is preferably from 0.5 to 10%, more preferably from 2 to 5%, with respect to the elastomer. Mixes having the following composition have proved to be particularly suitable - ethylene-propylene copolymer 100 parts by weight - HAF carbon black 20-80 " " " - ZnO 1-10 " " " - sulphur 0.1-05. " " - peroxide 0.005-0.02 moles. One particular preferred mix comprises the following components in the following amounts - ethylene/propylene copolymer 100 parts by weight - carbon black 50 " " " - ZnO (or MgO) 5 " " II - sulphur 0.3 " 'I There may be also formed a composition comprising a thermosetting resin and a peroxide compound according to the invention. he thermosetting resin may be suitably an unsaturated poly-ester resin. Hardening is suitably effected at a temperature of from 500 to 17O0C, preferably from 800 to 1150C, especially when employing an unsaturated polyester resin. The concentration by weight of the peroxide is preferably from 0001 to 5% with respect to the resin0 The diperoxides according to the invention can be prepared by following known methods. According to a preferred embodiment of the present invention, the diperoxides can be prepared by reacting a tertiary organic hydroperoxide with an amino organic compound containing a carbonyl group, at low temperature, in the presence of an inorganic or organic acid. The invention will be further described with reference to the following illustrative Examples. EXAMPLE 1 Preparation of 4,4-di(t.butylperoxy)-2,2,6,6-tetramethylpiperidine. 15.5 g of triacetonamine (2,2,6,6-tetramethyl-4-piperidone) (0.1 mole) and 30 g of a 70% solution of t.butylhydroperoxide in water were introduced into a flask equipped with a stirrer and a thermometer. The temperature of the mixture was brought to about 150C and over 2 hours there were introduced 88 g of 70% sulphuric acid, keeping the temperature at about 15-200C. The mass was stirred for 2-3 hours at 150C, whereupon 550 g of an aqueous solution of 10% sodium hydroxide were added in order to release the amine as a free base and to remove t.butylhydroperoxide, which was present in excess, as sodium salt; the peroxide so synthetized was then extracted with 100 ml of solvent (for example hexane). After separation of the phases, the organic phase was washed with water to remove unreacted triacetonamine, if any, and to neutralize the solution. After removal of the solvent, 25 g of a clear liquid that upon exposure to the air turns into a low-melting solid were obtained, which exhibited the following characteristics - melting point : 440C - density at 500C : 0.9 - C : found = 64.05% (calculated = 64.32%), H : found = = 11.30% (calculated = 11.11%), N : found = 4.30% (calculated = 4.41%) - iodometric analysis : 99% - gas-chromatographic analysis : 99% - decomposition temperature : 1300C - semi-life time at 1220C : 30 minutes (0.1 M in dodecane). On the basis of N.M.R., I.R. and mass spectra and on the basis of centesimal analyses, the product was identified as 4,4-di(t.butylperoxy)2,2,6,6-tetramethylpiperidine having the following formula EMI7.1 EXAMPLE 2 Preparation of 4,4-di(t.butylperoxy)1,2,2,6,6-pentamethylpiperidine. The synthesis was conducted by operating according to the procedure described in Example 1, using, as a starting ketone, N-methyl-triacetonamine (1,2,2,6,6-pentamethyl-4piperidone) (16.9 g = 0.1 mole). There were obtained 15 g of a light yellow liquid which exhibited the following characteristics - C : found = 64.74% (calculated = 65.22%), H : found = = 11.06% (calculated = 11.24%), N : found = 4.06% (calculated = 4.22%) - iodometric analysis : 98% - gas-chromatographic analysis : 98% - decomposition temperature : 1300C - semi-life time at 1210C : 30 minutes (0.1 M in dodeçane). On the basis of N.M.R., I.R. and mass spectra and on the basis of centesimal analyses, the product was identified as 4,4di(t .butylperoxy)-1 ; 2,2,6, 6-pentamethylpiperi & ne having the following formula EMI8.1 EXAMPLE 3 Preparation of 4,4-di(t.butylperoxy)2,6-diphenylpiperidine. The synthesis was conducted by operating according to the procedure described in Example 1, using, as a starting ketone, 2,6-diphenyl-4-piperidone (25 g = 0.1 mole). The product obtained (5 g) was crystallized from methanol and exhibited the following characteristics - white crystalline solid - melting point : 1180C - C : found = 72051% (calculated = 72.61%), H : found = = 8.68% (calculated = 8.53%), N : found = 3.12% (calculated = 3.38%) - iodometric analysis : 99% - decomposition temperature : 130 C - semi-life time at 1230C : 30 minutes (0.1 M in dodecane). On the basis of N.M.R. and I.R spectra and on the basis of centesimal analyses, the product was identified as 4,4-di(t.butylperoxy)-2,6-diphenylpiperidine having the following formula EMI9.1 EXAMPLE 4 Preparation of 4,4-di(t.amylperoxy)2,2,6,6-tetramethylpiperidine. 15.5 g of triacetonamine (2,2,6,6-tetramethyl-4-piperidone) (0.1 mole) and 62 g of a 34% solution of t.amylhydroperoxide in hexane were introduced into a flask equipped with a stirrer and a thermometer. The temperature of the mixture was brought to about 150C and over 90 minutes there were introduced 60 g of 70% sulphuric acid, keeping the temperature at about 15-20 C. The mass was stirred for about 6 hours at 150C, whereupon 400 g of an aqueous solution of 10% sodium hydroxide were added in order to release the amine as a free base. After separation of the phases, the organic phase was washed with water to remove unreacted triacetonamine, if any, and to neutralize the solution. After removal of the solvent 10 g of a light yellow liquid were obtained, which exhibited the following characteristics: - C : found = 65.80% (calculated = 66.04%), H : found = = 11.10% (calculated = 11.37%), N : found = 4.30% (calculated = 4.05%) - iodometric analysis : 95% - gas-chromatographic analysis : 93% - decomposition temperature : 1000C - semi-life time at 1210C : 30 minutes (0.1 M in dodecane). On the basis of N.M0R., I.R,, and mass spectra and on the basis of centesimal analyses, the product was identified as 4,4-di(t.amylperoxy)2,2,6,6-tetramethylpiperidine having the following formula EMI11.1 EXAMPLE 5 Cross-linking Cross-linking tests were carried out on polyethylene-based mixes of the type Fertene UK5-1830 (registered Trade Mark of Montedison S.p.A.) having a density = 0.917, and a grade = = 1.2 g/10 min. at 190 C (AS2M D 1238), additioned with 0.01 moles of peroxide for 100 g of polyethylene. Table 1 shows the conditions under which the cross-linking was effected as well as the cross-linking degree so obtained by using peroxides prepared according to Examples 1 and 2 in comparison with Trigonox 29/40 (registered Trade Mark of AKZO Co.) consisting of 40% of 1,1-di(ter.butylperoxy?-5,5,5- -trimethylcyclohexane and 60% of an inert inorganic carrier The polyethylene cross-linking degree was measured by determining the solubility of the polymer in an organic solvent (decaline), according to the procedure prescribed by method ASTM D 2765. The polyethylene not cross-linked was thoroughly soluble in the solvent. TABLE 1 C R O S S - L I N K I N G EMI13.1 <tb> <SEP> TOIGO <SEP> in <SEP> the <tb> <SEP> Composition <SEP> NOX <SEP> A# <SEP> B## <SEP> absence <tb> <SEP> 29/40 <SEP> of <SEP> pero <tb> <SEP> xide <tb> low <SEP> density <SEP> poly <tb> ethylene <SEP> parts <SEP> by <SEP> weight <SEP> 100 <SEP> 100 <SEP> 100 <SEP> 100 <tb> peroxide <SEP> moles <SEP> 0.01 <SEP> 0.01 <SEP> 0.01 <SEP> <tb> Cross-linking <SEP> in <SEP> press <SEP> 30 <SEP> minutes <SEP> at <SEP> 105 <SEP> C <tb> undissolved <SEP> thorou <tb> polyethylene <SEP> g/100 <SEP> g <SEP> 63.5 <SEP> 66.2 <SEP> 67.5 <SEP> ghly <SEP> so <tb> luble <tb> yield <SEP> strength <SEP> Kg/cm <SEP> 53.4 <SEP> 52.3 <SEP> 50.8 <SEP> @ <SEP> 57.9 <tb> tensile <SEP> strength <SEP> Kg/cm2 <SEP> 148 <SEP> 158 <SEP> 165. <tb> elongation <SEP> at <SEP> break <SEP> % <SEP> 252 <SEP> 258 <SEP> 265 <SEP> 150 <tb> Notes A# 4,4-di(t. butylperoxy)-2,2,6,6-tetramethylpiperidine B## 4,4-di(t. butlyperoxy)-1,2,2,6,6-pentamethylpiperidine EXAMPLE 6 Vulcanization Vulcanization tests were effected on mixes based on ethylene-propylene copolymer DU2RAL CO 054 (registered Trade Mark of Montedison S.p.A.) consisting of 55% bymoles of ethylene - Mooney ML (1-14) viscosity at 1000C = 45. The conditions under which vulcanization was carried out as well as the rheological and physical characteristics of the vulcanized products obtained by using the peroxides prepared in Examples 1, 2, 3 and 4 for vulcanization times of 20 minutes at a temperature of 1500C, in comparison with Trigonox 29/40, are given in Table 20 TABLE 2 V U L C A N I Z A T I O N EMI15.1 <SEP> C <SEP> O <SEP> M <SEP> P <SEP> O <SEP> S <SEP> I <SEP> T <SEP> I <SEP> O <SEP> N <SEP> TRIGONOX <tb> <SEP> A(#) <SEP> B(#) <SEP> C(#) <SEP> D(#) <tb> <SEP> 29/40 <tb> Dutral <SEP> co <SEP> 054 <SEP> parts <SEP> by <SEP> weight <SEP> 100 <SEP> 100 <SEP> 100 <SEP> 100 <SEP> 100 <tb> Carbon <SEP> black <SEP> HAF <SEP> " <SEP> " <SEP> " <SEP> 50 <SEP> 50 <SEP> 50 <SEP> 50 <SEP> 50 <tb> Zno <SEP> " <SEP> " <SEP> " <SEP> 5 <SEP> 5 <SEP> 5 <SEP> 5 <SEP> 5 <tb> S <SEP> " <SEP> " <SEP> " <SEP> 0.3 <SEP> 0.3 <SEP> 0.3 <SEP> 0.3 <SEP> 0.3 <tb> Peroxide <SEP> moles <SEP> " <SEP> " <SEP> " <SEP> 0.01 <SEP> 0.01 <SEP> 0.01 <SEP> 0.01 <SEP> 0.01 <tb> Vulcanization <SEP> in <SEP> press <SEP> 20 <SEP> minutes <SEP> et <SEP> 150 <SEP> C <tb> Starting <SEP> characteristics <tb> Tensile <SEP> strength <SEP> Kg/cmê <SEP> 203 <SEP> 204 <SEP> 215 <SEP> 196 <SEP> 160 <tb> Elongation <SEP> at <SEP> break <SEP> % <SEP> 306 <SEP> 293 <SEP> 300 <SEP> 313 <SEP> 450 <tb> Modulus <SEP> 200% <SEP> Kg/cmê <SEP> 95 <SEP> 106 <SEP> 97 <SEP> 96 <SEP> 65 <tb> Tearing <SEP> resistance <SEP> Kg/cm <SEP> 36 <SEP> 37 <SEP> 36 <SEP> 37 <SEP> 45 <tb> Shore <SEP> A <SEP> hardness <SEP> 71 <SEP> 70 <SEP> 71 <SEP> 69 <SEP> 65 <tb> Characteristics <SEP> after <SEP> hardening <SEP> in <SEP> oven <SEP> (7 <SEP> days <SEP> at <SEP> 125 <SEP> C) <tb> # <SEP> tensile <SEP> strength <SEP> % <SEP> -3.9 <SEP> -3.6 <SEP> -3.7 <SEP> -1.1 <SEP> -6.5 <tb> # <SEP> elongation <SEP> at <SEP> break <SEP> % <SEP> +12.6 <SEP> +12 <SEP> +11.2 <SEP> +8.3 <SEP> +18 <tb> # <SEP> modulus <SEP> 200 <SEP> % <SEP> -14.4 <SEP> -12 <SEP> -11.5 <SEP> -16.6 <SEP> -20 <tb> <SEP> Shore <SEP> A <SEP> hardness <SEP> (variation <SEP> in <SEP> points) <SEP> 0 <SEP> +1 <SEP> -1 <SEP> 0 <SEP> n.d. <tb> Compression <SEP> Set <SEP> % <SEP> (70 <SEP> hours <SEP> at <SEP> 100 <SEP> C) <SEP> 20 <SEP> 15 <SEP> 20 <SEP> 15 <SEP> 40 <tb> Mooney <SEP> scorch <SEP> (t10) <SEP> minutes <SEP> 6'45" <SEP> 6'45" <SEP> 7' <SEP> 6'30" <SEP> 8' <tb> Notes to Table 2 A(*) : 4,4-di(t.butylperoxy)-2,2,6,6-tetramethylpiperidine B(*) : 4,4-di(t.butylperoxy)-1 ,2,2 ,6,6-pentamethylpiperidine C(*) : 4,4-di(t.butylperoxy)-2,6-diphenylpiperidine D(*) : 4,4-di(t.amylperoxy)-2,2,6,6-tetrasethylpiperidine. EXAMPLE 7 Hardening of unsaturated qolyester resins. Hardening tests of unsaturated polyester resins were carried -out on a resin having the following composition phthalic anhydride 0.6 moles maleic anhydride 0.4 propylene glycol 1.05 hydroquinone 150 ppm styrene approximately 36% calculated on the basis of the finished product. Such a resin, after addition with 1% of peroxide, was hardened at temperatures ranging from 800 to 1150 C; both the maximum temperature attained by the resin during the hardening step and the time required to reach such temperature (hardening time) were taken. The results are given in Table 3, where the peroxide 4,4-di(t.butylperoxy)-2,2,6,6-tetramethylpiperidine is compared with Trigonox 29 B/50 (commercial peroxide consisting of 50% of 1,1-di(t.butylperoxy)3,3,5-trimethylcyclohexane and 50% of plasticizer) TABLE 3 HARDENING OF UNSATURATED POLYESTER RESINS EMI17.1 <tb> <SEP> bath <SEP> max. <SEP> exothermic <SEP> hardening <SEP> time <tb> temperature <SEP> temperature <tb> <SEP> OC <SEP> TRIGONOX <SEP> A <SEP> (*) <SEP> TRIGONOX <SEP> A <SEP> (*) <tb> <SEP> 29 <SEP> B/50 <SEP> 29 <SEP> B/50 <tb> <SEP> 80 <SEP> 190 <SEP> 95 <SEP> 22 <SEP> 95 <tb> <SEP> 90 <SEP> 205 <SEP> 207 <SEP> 15 <SEP> 40 <tb> <SEP> 100 <SEP> 207 <SEP> 212 <SEP> 8 <SEP> 21 <tb> <SEP> 115 <SEP> 210 <SEP> 212 <SEP> 4 <SEP> 9 <tb> Note A (*) : 4,4-di(t. butylperoxy)-2,2,6,6-tetramethylpiperidine.

Claims: CLAIMS: 1. An organic peroxide characterized by having two peroxide functional groups and containing in the molecule an amino nitrogen atom, and being of the general formula: EMI18.1 wherein R1, R2 are each an alkyl radical having 1 to 8 carbon atoms, optionally aryl substituted; R3 is hydrogen, an alkyl radical having 1 to 8 carbon atoms, a cycloalkyl radical having 5-6 carbon atoms in the ring, an aryl radical or an arylalkyl radical optionally halogen, alkoxy, carboalkoxy or alkyl mono or poly substituted; R4 is a methylene, ethylene or trimethylene radical, optionally halogen, alkoxy, carboalkoxy, aryl or alkyl mono or poly substituted; and R5 is a methylene or ethylene radical, optionally halogen, alkoxy, carboalkoxy, aryl or alkyl mono or poly substituted. 2. 4,4-di(tobutylperoxy)-2,2,6,6-tetramethylpiperidine. 3. 4,4-di(t.butylperoxy)-1 ,2,2,6,6-pentamethylpiperidine0 40 4,4-di(t.butylperoxy)-2,6-diphenylpiperidine. 5. 4,4-di(t.amylperoxy)-2,2,6,6-tetramethylpiperidineO 6. 4,4-di(tObutylperoxy)-2,6-diphenyl-3,5-dimethylpiperidine. 7. 1-benzyl-4,4-di(t.butylperoxy)-2,6-di(methoxyphenyl) 3,5-dimethylpiperidine. 8. 1-methyl-4,4-di(t.butylperoxy)piperidineO 9. 1-benzyl-4,4-di(t.butylperoxy)piperidine. 10. 1-92-phenylethyl)-4,4-di(t.butylperoxy)piperidine. 11. 1-benzzl-3-carboethoxy-4,4-di(t.butylperoxy)piperidineO 12. 4 ,4-di(cumylperoxy)-1 ,2,2,6,6-pentamethylpiperidine. 13. 4,4-di(cumylperoxy)-2,2,6,6-tetramethylpiperidine. 14. 1-benzyl-3,3-di(t.butylperoxy)-4-carboethoxypiperidine. 150 1-benzyl-3 ,3-di(t.butylperoxy)piperidine. 16. 1-ethyl-3 ,3-di(t.butylperoxy)piperidine. 17. 1-benzyl-3,3-di(cumylperoxy)piperidine. 18. 1-benzyl-3, 3-di(t.butylperoxy)pyrrolidine. 19. 1-benzyl-3,3-di(cumylperoxy)pyrrolidine. 20. An organic peroxide as claimed in Claim 1, characterized in that R1,R2 are each a tertiary alkyl group, optionally aryl substituted. 21o An organic peroxide as claimed in Claim 20, characterized in that R1,R2 are each t.butyl, t.amyl, t.octyl or cumyl. 22. A composition characterized by comprising a plastomeric or a natural or synthetic elastomeric polymer and a compound as claimed in any of Claims 1 to 21. 23. A composition as claimed in Claim 22, characterized in that the polymer is polyethylene or an ethylene-propylene copolymer. 24. A composition as claimed in Claim 22 or 23, characterized in that the amount by weight of peroxide cross-linking agent employed is from 005 to 10% with respect to the plastomer. 25. A composition as claimed in Claim 24, characterized in that the amount by weight of peroxide cross-linking agent employed is from 2 to 5% with respect to the plastomer. 26. A composition as claimed in Claim 22 or 23, characterized in that the amount by weight of peroxide vulcanizing agent employed is from 0.5 to 10% with respect to the elastomer. 27. A composition as claimed in Claim 26, chKracterized in that the amount by weight of peroxide vulcanizing agent employed is from 2 to 5% with respect to the elastomer. 28. A composition as claimed in Claim 23, characterized by comprising the following components in the following amounts ethylene/propylene copolymer 100 parts by weight carbon black 50 st " " ZnO or MgO 5 " " " sulphur 0.3 " V? VI 29. A composition characterized by comprising a thermosetting resin and a compound as claimed in any of Claims 1 to 21. 30. A composition as claimed in 29, characterized in that the thermosetting resin is an unsaturated polyester resin. 31. A composition as claimed in Claim 29 or 30, characterized in that the amount by weight of peroxide employed is from 0.01 to 5% with respect to the resin. 32. A composition as claimed in any of Claims 22 to 31, characterized by further comprising a filler and/or cross -linking co-agent. 33. A process for cross-linking the composition according to Claim 22, characterized in that the cross-linking is effected at a temperature of from 1000 to 200 C, at a pressure of from 50 to 200 Kg/cm2, for from 5 to 60 minutes. 34. A process as claimed in Claim 33, characterized in that the cross-linking is effected at a temperature of 140 to 16000. 35. A process as claimed in Claim 33 or 34, characterized in that the cross-linking is effected for 10 to 30 minutes 36. A process for vulcanizing the composition according to Claim 23 or 32, characterized in that the vulcanizing is effected at a temperature of from 1400 to 1900C, for from 5 to 200 minutes. 37. A process as claimed in Claim 36, characterized in that the vulcanizing is effected at a temperature of from 150 to 7a00C, 38. A process as claimed in Claim 36 or 37, characterized in that the vulcanizing is effected for from 5 to 30 minutes. 39. A process for hardening the composition according to Claim 29 or 30, characterized in that the hardening is effected at a temperature of from 500 to 1700 C. 40. A process as claimed in Claim 39, characterized in that the hardening is effected at a temperature of from 800 to 1150C. 41. The use of a diperoxide according to any of Claims 1 to 21, as a cross-linking agent for a plastomer, natural or synthetic elastomer or unsaturated polyester resin.

Inventors: CICCHETTI, OSVALDO, FONTANA, ALBERTO, FONTANELLI, RENZO, SACRINI, EGEO
Applicants: AUSIMONT S.P.A.
Application year: 1982
Main classification: C07D211
IPC codes: C07D207, C08F4, C07D211, C08K5