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Triazinesulfenimides of dicarboxylic acids

Assignee: Evonik Operations GmbH
•
Filing: 1976-04-26
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Granted: 1976-12-28
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Expires: 1996-04-26
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Abstract

Abstract There are prepared triazine sulphenimides of the formula ##STR1## R 1 , R 2 , R 3 and R 4 are hydrogen or alkyl with 1 to 4 carbon atoms; ##STR2##

Inventors

  • 👤 Werner Schwarze
  • 👤 Siegfried Wolff

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 19:47
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/36; C08K5/43; Y; Y10; Y10S; Y10S260/00; Y10S260/47; Y10S524/00; Y10S524/925

Claims Analysis

Total Claims: 36
Claim 1
Independent Claim 95 words
A vulcanizable composition including a sulphurvulcanizable rubber, at least one member of the group consisting of sulphur, sulphur donors and sulphur-containing vulcanizing agents, a vulcanization accelerator and a triazine sulphenimide of the formula: ##STR7## R 1 , R 2 , R 3 and R 4 are hydrogen or alkyl with 1 to 4 carbon atoms; ##STR8## said triazine sulphenimide being present in an amount sufficient to delay the onset of the vulcanization reaction compound to the time of onset of the vulcanization reaction at the same temperature with the same composition without the triazine sulphenimide.
Claim 2
Dependent Claim 95 words
A vulcanizable composition including a sulphurvulcanizable rubber, at least one member of the group consisting of sulphur, sulphur donors and sulphur-containing vulcanizing agents, a vulcanization accelerator and a triazine sulphenimide of the formula: ##STR7## R 1 , R 2 , R 3 and R 4 are hydrogen or alkyl with 1 to 4 carbon atoms; ##STR8## said triazine sulphenimide being present in an amount sufficient to delay the onset of the vulcanization reaction compound to the time of onset of the vulcanization reaction at the same temperature with the same composition without the triazine sulphenimide.
Claim 3
Dependent Claim 8 words
A composition according to claim 1 wherein ##STR9##
Claim 4
Dependent Claim 16 words
A composition according to claim 2 wherein both ##STR10## groups in the molecule are the same.
Claim 5
Dependent Claim 8 words
A composition according to claim 3 wherein ##STR11##
Claim 6
Dependent Claim 14 words
A composition according to claim 4 wherein R 5 and R 6 are hydrogen.
Claim 7
Dependent Claim 21 words
A composition according to claim 5 wherein R 1 and R 2 are both alkyl of 1 to 4 carbon atoms.
Claim 8
Dependent Claim 15 words
A composition according to claim 6 wherein R 1 and R 2 are both ethyl.
Claim 9
Dependent Claim 14 words
A composition according to claim 3 wherein R 5 and R 6 are methyl.
Claim 10
Dependent Claim 15 words
A composition according to claim 8 wherein R 1 and R 2 are both ethyl.
Claim 11
Dependent Claim 9 words
A triazine sulphenimide according to claim 3 wherein ##STR12##
Claim 12
Dependent Claim 15 words
A composition according to claim 10 wherein R 7 and R 8 are both methyl.
Claim 13
Dependent Claim 14 words
A composition according to claim 3 wherein Y is --CH 2 CH 2 --.
Claim 14
Dependent Claim 21 words
A composition according to claim 12 wherein R 1 and R 2 are both alkyl of 1 to 2 carbon atoms.
Claim 15
Dependent Claim 8 words
A composition according to claim 3 wherein ##STR13##
Claim 16
Dependent Claim 15 words
A composition according to claim 14 wherein R 1 and R 2 are both ethyl.
Claim 17
Dependent Claim 8 words
A composition according to claim 1 wherein ##STR14##
Claim 18
Dependent Claim 34 words
A composition according to claim 16 wherein at least one of R 1 and R 2 and at least one of R 3 and R 4 is alkyl of 1 to 4 carbon atoms.
Claim 19
Dependent Claim 8 words
A composition according to claim 17 wherein ##STR15##
Claim 20
Dependent Claim 22 words
A composition according to claim 1 wherein R 5 and R 6 are hydrogen or alkyl with 1 to 8 carbon atoms.
Claim 21
Dependent Claim 12 words
A composition according to claim 19 wherein Y is other than ##STR16##
Claim 22
Dependent Claim 12 words
A composition according to claim 1 wherein Y is other than ##STR17##
Claim 23
Dependent Claim 13 words
A composition according to claim 1 wherein Y is a divalent hydrocarbon radical.
Claim 24
Dependent Claim 15 words
A composition according to claim 22 wherein the Y hydrocarbon radical is an alkylene group.
Claim 25
Dependent Claim 19 words
A composition according to claim 22 wherein the Y hydrocarbon radical is a member of a six-membered carbon ring.
Claim 26
Dependent Claim 8 words
A composition according to claim 1 wherein ##STR18##
Claim 27
Dependent Claim 23 words
A composition according to claim 25 wherein R 5 and R 6 are hydrogen, alkyl of 1 to 8 carbon atoms or phenyl.
Claim 28
Dependent Claim 15 words
A composition according to claim 1 wherein the rubber is natural rubber or butadiene-styrene copolymer.
Claim 29
Dependent Claim 28 words
A composition according to claim 1 wherein the triazine sulphenimide is present in an amount of 0.1 to 10 parts per 100 parts by weight of the rubber.
Claim 30
Dependent Claim 100 words
A composition according to claim 28 including 0.1 to 50 parts per 100 parts by weight of the rubber of a sulphurcontaining silane of the formula: Z - alk - S n - alk - Z, in which Z is ##STR19## wherein R 1 is alkyl of 1 to 4 carbon atoms or phenyl, R 2 is alkoxy of 1 to 8 carbon atoms, cycloalkoxy of 5 to 8 carbon atoms, or alkylmercapto of 1 to 8 carbon atoms, alk is a divalent hydrocarbon group of 1 to 18 carbon atoms, and n is a number of 2 to 6.
Claim 31
Dependent Claim 16 words
A composition according to claim 29 wherein alk is alkylene of 1 to 6 carbon atoms.
Claim 32
Dependent Claim 39 words
A composition according to claim 30 wherein Z is (3), R 2 is alkoxy of 1 to 4 carbon atoms, and alk is alkylene of 2 to 3 carbon atoms and n is a number of 2 to 4.
Claim 33
Dependent Claim 95 words
A process for improving the processing safety of unvulcanized rubber compositions containing a sulphur vulcanizable rubber, at least one member of the group consisting of sulphur and sulphur donors, a vulcanization accelerator and a reinforcing rubber filler comprising the step of incorporating a triazine sulphenimide compound of the formula: ##STR20## R 1 , R 2 , R 3 and R 4 are hydrogen or alkyl with 1 to 4 carbon atoms; ##STR21## in an amount of from 0.1 to 10 parts by weight per 100 parts by weight of the rubber into the rubber composition.
Claim 34
Dependent Claim 95 words
A process for improving the processing safety of unvulcanized rubber compositions containing a sulphur vulcanizable rubber, at least one member of the group consisting of sulphur and sulphur donors, a vulcanization accelerator and a reinforcing rubber filler comprising the step of incorporating a triazine sulphenimide compound of the formula: ##STR20## R 1 , R 2 , R 3 and R 4 are hydrogen or alkyl with 1 to 4 carbon atoms; ##STR21## in an amount of from 0.1 to 10 parts by weight per 100 parts by weight of the rubber into the rubber composition.
Claim 35
Dependent Claim 213 words
A process for improving the processing safety of unvulcanized rubber compositions containing a sulphur vulcanizable rubber, at least one member of the group consisting of sulphur and sulphur donors, a vulcanization accelerator and at least one rubber filler selected from the group consisting of reinforcing silicas, silicates, oxides of the metals aluminum, magnesium, calcium zinc and titanium and glass fibers comprising incorporating into the rubber composition a triazine sulphenamide compound of the formula: R 1 , r 2 , r 3 and R 4 are hydrogen or alkyl with 1 to 4 carbon atoms; ##STR22## in an amount of from 0.1 to 10 parts by weight per 100 parts by weight of the rubber and a sulphur-containing silane of the formula: z - alk - 5 n -alk - z, in which Z is ##STR23## wherein R 1 is alkyl of 1 to 4 carbon atoms or phenyl, R 2 is alkoxy of 1 to 8 carbon atoms, cycloalkoxy of 5 to 8 carbon atoms, or alkylmercapto of 1 to 8 carbon atoms, alk is a divalent hydrocarbon group of 1 to 18 carbon atoms and n is a number of 2 to 6, in an amount of from 0.1 to 50 parts by weight per 100 parts by weight of the rubber.
Claim 36
Dependent Claim 213 words
A process for improving the processing safety of unvulcanized rubber compositions containing a sulphur vulcanizable rubber, at least one member of the group consisting of sulphur and sulphur donors, a vulcanization accelerator and at least one rubber filler selected from the group consisting of reinforcing silicas, silicates, oxides of the metals aluminum, magnesium, calcium zinc and titanium and glass fibers comprising incorporating into the rubber composition a triazine sulphenamide compound of the formula: R 1 , r 2 , r 3 and R 4 are hydrogen or alkyl with 1 to 4 carbon atoms; ##STR22## in an amount of from 0.1 to 10 parts by weight per 100 parts by weight of the rubber and a sulphur-containing silane of the formula: z - alk - 5 n -alk - z, in which Z is ##STR23## wherein R 1 is alkyl of 1 to 4 carbon atoms or phenyl, R 2 is alkoxy of 1 to 8 carbon atoms, cycloalkoxy of 5 to 8 carbon atoms, or alkylmercapto of 1 to 8 carbon atoms, alk is a divalent hydrocarbon group of 1 to 18 carbon atoms and n is a number of 2 to 6, in an amount of from 0.1 to 50 parts by weight per 100 parts by weight of the rubber.

References Cited (Backward Citations)

US3801537A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-12-28 1980-06-28 1980-12-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-12-28 1984-06-28 1984-12-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-12-28 1988-06-28 1988-12-28 $7700.00 Window Closed / Lapsed

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