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Composition with triallyl compounds and process for avoiding scorching of ethylene polymer composition

Assignee: Union Carbide Corp
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Filing: 1976-01-29
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Granted: 1977-04-19
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Expires: 1996-01-29
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Abstract

Abstract Vulcanizable ethylene polymer based compositions which are susceptible to scorching when processed at elevated temperatures, prior to vulcanization, in the presence of certain organic peroxide compounds, are protected against such scorching by the incorporation therein of certain organic hydroperoxide compounds and organic compounds containing at least three allyl groups.

Inventors

  • 👤 Donald Lincoln Schober

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 18:07
CPC Classifications
H; H01; H01B; H01B3/00; H01B3/18; H01B3/30; H01B3/44; H01B3/441; C; C08; C08F; C08F255/00; C08F255/02; C08K; C08K5/00; C08K5/04; C08K5/14

Claims Analysis

Total Claims: 67
Claim 1
Independent Claim 151 words
A scorch resistant vulcanizable composition comprising, in weight ratio, 100 parts by weight of ethylene polymer, about 0.1 to 5.0 parts by weight of at least one first peroxide compound which has a decomposition half-life of about 0.5 to 4.5 minutes at 160° to 200° C. and has the structure ##STR3## wherein R is a C 2 to C 12 divalent hydrocarbon radical, R' and R" are the same or different C 1 to C 12 monovalent hydrocarbon radicals, and n is a whole number of 0 or 1, about 0.1 to 2.0 parts by weight of at least one second peroxide which has a decomposition rate which is at least about 20 to 100 times slower than that of said first peroxide compound, said second peroxide having the structure ##STR4## and about 0.1 to 5.0 parts by weight of at least one organic compound containing at least three allyl groups.
Claim 2
Dependent Claim 151 words
A scorch resistant vulcanizable composition comprising, in weight ratio, 100 parts by weight of ethylene polymer, about 0.1 to 5.0 parts by weight of at least one first peroxide compound which has a decomposition half-life of about 0.5 to 4.5 minutes at 160° to 200° C. and has the structure ##STR3## wherein R is a C 2 to C 12 divalent hydrocarbon radical, R' and R" are the same or different C 1 to C 12 monovalent hydrocarbon radicals, and n is a whole number of 0 or 1, about 0.1 to 2.0 parts by weight of at least one second peroxide which has a decomposition rate which is at least about 20 to 100 times slower than that of said first peroxide compound, said second peroxide having the structure ##STR4## and about 0.1 to 5.0 parts by weight of at least one organic compound containing at least three allyl groups.
Claim 3
Dependent Claim 11 words
A composition as in claim 1 in which n = 0.
Claim 4
Dependent Claim 11 words
A composition as in claim 2 in which R' = R".
Claim 5
Dependent Claim 14 words
A composition as in claim 3 in which R' and R" are phenyl radicals.
Claim 6
Dependent Claim 14 words
A composition as in claim 3 in which R' and R" are methyl radicals.
Claim 7
Dependent Claim 11 words
A composition as in claim 1 in which n = 1.
Claim 8
Dependent Claim 11 words
A composition as in claim 6 in which R' = R".
Claim 9
Dependent Claim 13 words
A composition as in claim 7 in which R is an aromatic radical.
Claim 10
Dependent Claim 11 words
A composition as in claim 8 in which R is phenylene.
Claim 11
Dependent Claim 14 words
A composition as in claim 9 in which R' and R" are methyl radicals.
Claim 12
Dependent Claim 19 words
A composition as in claim 7 in which R is a C 2 to C 4 linear hydrocarbon radical.
Claim 13
Dependent Claim 14 words
A composition as in claim 11 in which R' and R" are methyl radicals.
Claim 14
Dependent Claim 15 words
A composition as in claim 1 in which the allyl compound contains three allyl groups.
Claim 15
Dependent Claim 14 words
A composition as in claim 13 in which said allyl compound comprises triallyl cyanurate.
Claim 16
Dependent Claim 14 words
A composition as in claim 13 in which said allyl compound comprises triallyl phosphate.
Claim 17
Dependent Claim 14 words
A composition as in claim 13 in which said allyl compound comprises triallyl phosphite.
Claim 18
Dependent Claim 15 words
A composition as in claim 13 in which said allyl compound comprises triallyl ortho formate.
Claim 19
Dependent Claim 15 words
A composition as in claim 1 in which the allyl compound contains four allyl groups.
Claim 20
Dependent Claim 15 words
A composition as in claim 18 in which the allyl compound comprises tetra allyloxy ethane.
Claim 21
Dependent Claim 14 words
A composition as in claim 1 in which said ethylene polymer comprises ethylene homopolymer.
Claim 22
Dependent Claim 16 words
A composition as in claim 20 in which said ethylene homopolymer has a density of <0.94.
Claim 23
Dependent Claim 17 words
A composition as in claim 20 in which said ethylene homopolymer has a density of ≧ 0.94.
Claim 24
Dependent Claim 14 words
A composition as in claim 1 in which said ethylene polymer comprises ethylene copolymer.
Claim 25
Dependent Claim 15 words
A composition as in claim 23 in which said ethylene copolymer comprises ethylene-vinyl acetate copolymer.
Claim 26
Dependent Claim 15 words
A composition as in claim 23 in which said ethylene copolymer comprises ethylene-ethyl acrylate copolymer.
Claim 27
Dependent Claim 198 words
A process for preventing the scorching of a vulcanizable composition which is susceptible to scorching during the processing thereof at temperatures of about 120° to 160° C. prior to the intended vulcanization thereof, said composition comprising, in weight ratio, 100 parts by weight of ethylene polymer, and about 0.1 to 5.0 parts by weight of at least one first peroxide compound which has a decomposition half-life of about 0.5 to 4.5 minutes at 160° to 200° C. and has the structure ##STR5## wherein R is a C 2 to C 12 divalent hydrocarbon radical, R' and R" are the same or different C 1 to C 12 monovalent hydrocarbon radicals, and n is a whole number of 0 or 1, which comprises admixing into said composition, prior to said processing, about 0.1 to 5.0 parts by weight of at least one organic compound containing at least three allyl groups, and about 0.1 to 2.0 parts by weight of a second peroxide compound which has a decomposition rate which is at least about 20 to 100 times slower than that of said first peroxide compound, said second peroxide having the structure ##STR6## and then processing and vulcanizing said composition.
Claim 28
Dependent Claim 198 words
A process for preventing the scorching of a vulcanizable composition which is susceptible to scorching during the processing thereof at temperatures of about 120° to 160° C. prior to the intended vulcanization thereof, said composition comprising, in weight ratio, 100 parts by weight of ethylene polymer, and about 0.1 to 5.0 parts by weight of at least one first peroxide compound which has a decomposition half-life of about 0.5 to 4.5 minutes at 160° to 200° C. and has the structure ##STR5## wherein R is a C 2 to C 12 divalent hydrocarbon radical, R' and R" are the same or different C 1 to C 12 monovalent hydrocarbon radicals, and n is a whole number of 0 or 1, which comprises admixing into said composition, prior to said processing, about 0.1 to 5.0 parts by weight of at least one organic compound containing at least three allyl groups, and about 0.1 to 2.0 parts by weight of a second peroxide compound which has a decomposition rate which is at least about 20 to 100 times slower than that of said first peroxide compound, said second peroxide having the structure ##STR6## and then processing and vulcanizing said composition.
Claim 29
Dependent Claim 10 words
A vulcanized composition prepared by the process of claim 26.
Claim 30
Dependent Claim 16 words
Electric wire or cable insulated with a vulcanized composition prepared by the process of claim 26.
Claim 31
Dependent Claim 8 words
The composition of claim 1 in vulcanized form.
Claim 32
Dependent Claim 14 words
Electric wire or cable insulated with the composition of claim 1 in vulcanized form.
Claim 33
Dependent Claim 37 words
A composition as in claim 1 in which said first peroxide comprises at least one compound selected from the group consisting of di-α-cumyl peroxide, di-α,p-cyml peroxide, di-t-butyl peroxide, α,α -bis(t-butyl peroxy di-isopropyl)benzene, 2,5-dimethyl-2,5-di(t-butyl peroxy)hexane and 2,5-dimethyl-2,5-di(t-butyl peroxy)hexyne-3.
Claim 34
Dependent Claim 28 words
A composition as in claim 31 in which said second peroxide comprises at least one compound selected from the group consisting of cumene hydroperoxide, t-butyl hydroperoxide and 2,5-dimethyl-2,5-di-hydroperoxyhexane.
Claim 35
Dependent Claim 34 words
A composition as in claim 32 in which the allyl compound comprises at least one compound selected from the group consisting of triallyl cyanurate, triallyl phosphate, triallyl phosphite, triallyl ortho formate and tetra-allyloxy ethane.
Claim 36
Dependent Claim 14 words
A composition as in claim 33 in which said first peroxide comprises dicumyl peroxide.
Claim 37
Dependent Claim 14 words
A composition as in claim 34 in which said second peroxide comprises cumene hydroperoxide.
Claim 38
Dependent Claim 14 words
A composition as in claim 1 in which said allyl compound comprises triallyl cyanurate.
Claim 39
Dependent Claim 15 words
A composition as in claim 33 in which said first peroxide comprises 2,5-dimethyl-2,5-di(tertiary butyl peroxy)hexane.
Claim 40
Dependent Claim 14 words
A composition as in claim 37 in which said second peroxide comprises cumene hydroperoxide.
Claim 41
Dependent Claim 14 words
A composition as in claim 38 in which said allyl compound comprises triallyl cyanurate.
Claim 42
Dependent Claim 16 words
A composition as in claim 33 in which said first peroxide comprises α,α-bis(tertiary butyl peroxy di-isopropyl)benzene.
Claim 43
Dependent Claim 14 words
A composition as in claim 40 in which said second peroxide comprises cumene hydroperoxide.
Claim 44
Dependent Claim 14 words
A composition as in claim 41 in which said allyl compound comprises triallyl cyanurate.
Claim 45
Dependent Claim 14 words
A composition as in claim 34 in which said second peroxide comprises t-butyl hydroperoxide.
Claim 46
Dependent Claim 14 words
A composition as in claim 43 in which said allyl compound comprises triallyl cyanurate.
Claim 47
Dependent Claim 14 words
A composition as in claim 43 in which said allyl compound comprises triallyl phosphate.
Claim 48
Dependent Claim 14 words
A composition as in claim 40 in which said second peroxide comprises t-butyl hydroperoxide.
Claim 49
Dependent Claim 14 words
A composition as in claim 46 in which said allyl compound comprises triallyl cyanurate.
Claim 50
Dependent Claim 8 words
The composition of claim 33 in vulcanized form.
Claim 51
Dependent Claim 14 words
Electric wire or cable insulated with the composition of claim 33 in vulcanized form.
Claim 52
Dependent Claim 30 words
A composition as in claim 1 in which about one part by weight of said second peroxide is used per 2 to 10 parts by weight of said first peroxide.
Claim 53
Dependent Claim 30 words
A composition as in claim 50 in which about one part by weight of the allyl compound is used per 1 to 5 parts by weight of said first peroxide.
Claim 54
Dependent Claim 25 words
A composition as in claim 51 which further comprises about 0.01 to 3.0 parts by weight of at least one antioxidant for said ethylene polymer.
Claim 55
Dependent Claim 17 words
A composition as in claim 52 in which said antioxidant comprises at least one sterically hindered phenol.
Claim 56
Dependent Claim 34 words
A composition as in claim 53 in which said sterically hindered phenol is selected from the group consisting of 1,3,5-trimethyl-2,4,6-tris(3,5-ditertiary butyl-4-hydroxy benzyl)benzene, 1,3,5-tris(3,5-ditertiary butyl-4-hydroxy benzyl)-5-triazine-2,4,6-(1H,3H,5H)trione, tetrakis-[methylene-3-(3' ,5-ditertiary butyl-4'-hydroxy phenyl)-propionate]methane, and di(2-methyl-4-hydroxy-5-tertiary butyl phenyl) sulfide.
Claim 57
Dependent Claim 14 words
A composition as in claim 52 in which said antioxidant comprises polymerized 2,2,4-trimethyl dihydroquinoline.
Claim 58
Dependent Claim 8 words
The composition of claim 52 in vulcanized form.
Claim 59
Dependent Claim 14 words
Electric wire or cable insulated with the composition of claim 52 in vulcanized form.
Claim 60
Dependent Claim 30 words
A process as in claim 26 in which about one part by weight of said second peroxide is used per 2 to 10 parts by weight of said first peroxide.
Claim 61
Dependent Claim 30 words
A process as in claim 58 in which about one part by weight of the allyl compound is used per 1 to 5 parts by weight of said first peroxide.
Claim 62
Dependent Claim 28 words
A process as in claim 59 in which said composition further comprises about 0.01 to 3.0 parts by weight of at least one antioxidant for said ethylene polymer.
Claim 63
Dependent Claim 17 words
A process as in claim 60 in which said antioxidant comprises at least one sterically hindered phenol.
Claim 64
Dependent Claim 34 words
A process as in claim 61 in which said sterically hindered phenol is selected from the group consisting of 1,3,5-trimethyl-2,4,6-tris(3,5-ditertiary butyl-4-hydroxy benzyl)benzene, 1,3,5-tris(3,5-ditertiary butyl-4-hydroxy benzyl)-5-triazine-2,4,6-(1H,3H,5H)trione, tetrakis-[methylene-3-(3' ,5-ditertiary butyl-4'-hydroxy phenyl)-propionate]methane, and di(2-methyl-4-hydroxy-5-tertiary butyl phenyl) sulfide.
Claim 65
Dependent Claim 14 words
A process as in claim 60 in which said antioxidant comprises polymerized 2,2,4-trimethyl dihydroquinoline.
Claim 66
Dependent Claim 10 words
A vulcanized composition made by the process of claim 60.
Claim 67
Dependent Claim 16 words
Electric wire or cable insulated with a vulcanized composition prepared by the process of claim 60.

References Cited (Backward Citations)

US3531455A Cited
US3578647A Cited
US3661877A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-04-18 1980-10-18 1981-04-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-04-18 1984-10-18 1985-04-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-04-18 1988-10-18 1989-04-19 $7700.00 Window Closed / Lapsed

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