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US4430466A Expired / Lapsed US ⏱️ 0.0 years remaining

Benzothiazyl sulfenamides as scorch retardants for mercaptosilane-coupled silica filled-rubber compounds

Assignee: TotalEnergies Onetech Belgium SA
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Filing: 1982-06-10
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Granted: 1984-02-07
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Expires: 2002-06-10
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Abstract

Abstract In a sulfur-curable conjugated diene rubber compound formulation containing a silica reinforcing filler and a mercaptoalkyltrialkoxysilane coupling agent, the improvement which comprises increasing time-to-scorch by employing benzothiazyl sulfenamide accelerators at levels of above at least 1.5 phr.

Inventors

  • 👤 William T. Cooper

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 15:41
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/36; C08K5/45; C08K5/46; C08K5/47; C08K5/54; C08K5/548

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 66 words
A sulfur-vulcanizable rubber compound exhibiting prlonged time-to-scorch comprising at least one sulfur-vulcanizable diene rubber, a siliceous filler, a silane coupling agent consisting of a mercaptoalkyltrialkoxysilane coupling agent represented by (OR) 3 SiR 1 SH wherein R and R 1 each represent an alkyl group of 1 to 10 carbon atoms per molecule, and a benzothiazyl sulfenamide accelerator at a level of about 2 phr and above.
Claim 2
Dependent Claim 66 words
A sulfur-vulcanizable rubber compound exhibiting prlonged time-to-scorch comprising at least one sulfur-vulcanizable diene rubber, a siliceous filler, a silane coupling agent consisting of a mercaptoalkyltrialkoxysilane coupling agent represented by (OR) 3 SiR 1 SH wherein R and R 1 each represent an alkyl group of 1 to 10 carbon atoms per molecule, and a benzothiazyl sulfenamide accelerator at a level of about 2 phr and above.
Claim 3
Dependent Claim 26 words
The composition according to claim 1 wherein said sulfur-vulcanizable diene rubber is selected from the group consisting of natural rubbers, synthetic conjugated diene rubbers, and mixtures.
Claim 4
Dependent Claim 15 words
The composition according to claim 2 further employing a carbon black with said siliceous filler.
Claim 5
Dependent Claim 28 words
The composition according to claim 1 wherein said siliceous filler is an amorphous silica, finely divided clay, kaolin, hydrated aluminum silicate, magnesium silicate, calcium silicate, or mixture thereof.
Claim 6
Dependent Claim 20 words
The composition according to claim 3 employing a ratio of about 1:99 to 99:1 weight ratio of carbon black:siliceous filler.
Claim 7
Dependent Claim 21 words
The composition according to claim 5 wherein said carbon black:siliceous filler ratio is in the range of about 1:20 to 1:1.
Claim 8
Dependent Claim 23 words
The composition according to claim 6 wherein said sulfur-vulcanizable diene rubber comprises an admixture of a synthetic diene rubber and a natural rubber.
Claim 9
Dependent Claim 22 words
The composition according to claim 1 or 3 employing a weight ratio of mercaptoalkyltrialkoxysilane coupling agent:siliceous filler of about 1:100 to 1:5.
Claim 10
Dependent Claim 24 words
The composition according to claim 8 wherein said mercaptoalkyltrialkoxysilane coupling agent is selected from the group consisting of 3-mercaptopropyltrimethoxysilane, 3-mercaptopropyltriethyoxysilane, 2-mercaptoethyltrimethyoxysilane, 2-mercaptoethyltriethoxysilane, and mixtures.
Claim 11
Dependent Claim 11 words
The composition according to claim 8 further incorporating an extender oil.
Claim 12
Dependent Claim 130 words
The composition according to claim 1 or 3 wherein said benzothiazyl sulfenamide vulcanization accelerator is represented by the general formula: ##STR2## wherein each R 2 and R 3 is individually selected from the group consisting of hydrogen, nitro, chloro, alkyl radicals having 1 to 4 carbon atoms, and alkoxy radicals having 1 to 4 carbon atoms; R 4 is selected from the group consisting of alkyl radicals having 1 to 6 carbon atoms, and aryl radicals having 6 to 13 carbon atoms; R 4 and R 5 can be joined through a member selected from the group consisting of --CH 2 --, --O--, and --S-- to constitute with the attached nitrogen group a heterocyclic radical; and R 5 is individually selected from the group consisting of R 4 and hydrogen.
Claim 13
Dependent Claim 35 words
The composition according to claim 11 wherein said benzothiazyl sulfenamide accelerator is selected from the group consisting of N-t-butyl-2-benzothiazyl sulfenamide, N-cyclohexyl-2-benzothiazyl sulfenamide, N-isopropyl-2-benzothiazyl sulfenamide, N-oxydiethylene-2-benzothiazyl sulfenamide, N,N-diisopropyl-2-benzothiazyl sulfenamide, N,N-diethyl-2-benzothiazyl sulfenamide, N,N-dicyclohexyl-2-benzothiazyl sulfenamide, 2-(4-morpholinodithio)-benzothiazole, and mixtures.
Claim 14
Dependent Claim 11 words
The composition according to claim 12 further incorporating an extender oil.
Claim 15
Dependent Claim 13 words
The composition according to claim 1 or 3, further incorporating an extender oil.
Claim 16
Dependent Claim 70 words
The composition according to claim 14 comprising: ______________________________________ Conjugated diene polymer 100 parts by weight Siliceous Filler 20-100 parts by weight Mercaptoalkyltrialkoxysilane 1-10 parts by weight Coupling Agent Benzothiazyl Sulfenamide Accelerator 2-5 parts by weight Sulfur 1-5 parts by weight Zinc Oxide 2-6 parts by weight Stearic Acid 1-5 parts by weight Carbon Black 0-30 parts by weight Extender Oil 5-60 parts by weight Antidegradants 1-4 parts by weight. ______________________________________
Claim 17
Dependent Claim 95 words
The composition according to claim 14 comprising 100 parts by weight of a diene rubber selected from natural rubber and admixtures of a natural rubber with a cis-polybutadiene, about 40 parts by weight silica, about 3 parts by weight 3-mercaptopropyl-trimethoxysilane, about 2 to 3 parts by weight benzothiazyl sulfenamide, about 2 parts by weight sulfur, about 4 parts by weight zinc oxide, about 2.5 parts by weight stearic acid, about 2.5 parts by weight amine-type antidegradant, about 10 parts by weight highly aromatic extender oil, and about 18 parts by weight carbon black N 234.
Claim 18
Dependent Claim 83 words
The composition according to claim 14 comprising about 60 parts by weight of a butadiene/styrene copolymer, about 40 parts by weight cis-polybutadiene, about 75 parts by weight silica, about 3 parts by weight 3-mercaptopropyl-trimethoxysilane, about 3 parts by weight benzothiazyl sulfenamide, about 2 parts by weight sulfur, about 3 parts by weight zinc oxide, about 2 parts by weight stearic acid, about 2.5 parts by weight of a mixture of amine and quinoline antidegradant, and about 40 parts by weight aromatic extender oil.
Claim 19
Dependent Claim 9 words
The composition according to claim 1 or 3, cured.
Claim 20
Dependent Claim 7 words
The composition according to claim 8 cured.
Claim 21
Dependent Claim 7 words
The composition according to claim 11 cured.
Claim 22
Dependent Claim 7 words
The composition according to claim 14 cured.
Claim 23
Dependent Claim 7 words
The composition according to claim 15 cured.
Claim 24
Dependent Claim 7 words
The composition according to claim 16 cured.
Claim 25
Dependent Claim 7 words
The composition according to claim 17 cured.

References Cited (Backward Citations)

US2886550A Cited
DE2145110A1 Cited
US4229333A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-02-06 1987-08-08 1988-02-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-02-06 1991-08-08 1992-02-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-02-06 1995-08-08 1996-02-07 $7700.00 Window Closed / Lapsed

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