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US4463125A Expired / Lapsed US ⏱️ 0.0 years remaining

N-(Substituted oxymethyl)melamine derivatives as silica coupling agents

Assignee: Goodyear Tire and Rubber Co
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Filing: 1982-08-18
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Granted: 1984-07-31
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Expires: 2002-08-18
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Abstract

Abstract Novel rubber compounding ingredients are disclosed. The ingredients, which may be used in a wide variety of rubber compounds having siliceous fillers comprise certain N-substituted melamines which act as silica coupling agents. The melamines bind both to the siliceous filler and to the rubber network to increase the reinforcement effect of the silica. Use of the melamines of the invention reduces the cost of producing the rubber when compared to rubbers containing prior art silica coupling agents.

Inventors

  • 👤 Frank W. Stuchal

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 09:12
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3467; C08K5/3477; C08K5/3492; C08K5/34922

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 168 words
A rubber compound containing a reinforced siliceous filler, consisting essentially of: a synthetic or natural elastomer or blend thereof; the siliceous filler; and a silica coupling agent having the structure: ##STR4## where R 1 , R 2 , R 3 , R 4 , R 5 and R 6 may be the same or different and are selected from the group consisting of: R.sup.7 --O--R.sup.8 where R 7 may be an alkylene or alkenylene having from 1 or 2 respectively to 5 carbon atoms, phenylene, or an alkyl substituted phenylene having from 7 to 11 carbon atoms, R 8 may be an alkyl or alkenyl having from 1 to 2 respectively to 5 carbon atoms, phenyl, or an alkyl substituted phenyl having from 7 to 11 carbon atoms; said silica coupling agent is present in an amount from about 0.5 to 3 phr per 10 of said siliceous filler, wherein said silica coupling agent promotes reinforcement of said siliceous filler and the 300% modulus of said rubber compound.
Claim 2
Dependent Claim 168 words
A rubber compound containing a reinforced siliceous filler, consisting essentially of: a synthetic or natural elastomer or blend thereof; the siliceous filler; and a silica coupling agent having the structure: ##STR4## where R 1 , R 2 , R 3 , R 4 , R 5 and R 6 may be the same or different and are selected from the group consisting of: R.sup.7 --O--R.sup.8 where R 7 may be an alkylene or alkenylene having from 1 or 2 respectively to 5 carbon atoms, phenylene, or an alkyl substituted phenylene having from 7 to 11 carbon atoms, R 8 may be an alkyl or alkenyl having from 1 to 2 respectively to 5 carbon atoms, phenyl, or an alkyl substituted phenyl having from 7 to 11 carbon atoms; said silica coupling agent is present in an amount from about 0.5 to 3 phr per 10 of said siliceous filler, wherein said silica coupling agent promotes reinforcement of said siliceous filler and the 300% modulus of said rubber compound.
Claim 3
Dependent Claim 21 words
A rubber compound according to claim 1, wherein said silica coupling agent is compounded with said siliceous filler and said elastomer.
Claim 4
Dependent Claim 50 words
A rubber compound according to claim 2, wherein said elastomer is selected from the group consisting of natural cis-1, 4 polyisoprene, conjugated diene polymeric rubbers made by polymerizing 1,3-butadiene, isoprene, 2,3-dimethyl 1,3-butadiene, and mixtures thereof, and copolymers of diene monomers with compounds containing a vinyl, phenyl, nitrile or carboxy radical.
Claim 5
Dependent Claim 14 words
A rubber compound according to claim 3, wherein said silica coupling agent is hexamethoxymethylmelamine.
Claim 6
Dependent Claim 31 words
A rubber compound according to claim 4, wherein said hexamethoxymethylmelamine is present in said compound in an amount of from about 0.7 to about 1.5 phr per 10 phr siliceous filler.
Claim 7
Dependent Claim 24 words
A rubber compound according to claims 1, 2, 3, or 4 wherein said rubber compound is used in a tire or industrial rubber products.
Claim 8
Dependent Claim 210 words
A process for making a rubber compound containing a reinforced siliceous filler, consisting essentially of: compounding a natural or synthetic elastomer or blend thereof with the siliceous filler and a silica coupling agent; and curing the rubber compound to produce an article having improved physical properties compared to the same compound not containing said silica coupling agent; wherein said silica coupling agent has the structure; ##STR5## where R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 may be the same or different and are selected from the group consisting of: R.sup.7 --O--R.sup.8 where R 7 may be alkylene or alkenylene having from 1 or 2 respectively to 5 carbon atoms, phenylene, or an alkyl substituted phenylene having from 7 to 11 carbon atoms, R 8 may be an alkyl or alkenyl having from 1 or 2 respectively to 5 carbon atoms, phenyl, or an alkyl substituted phenyl having from 7 to 11 carbon atoms; said silica coupling agent is present in said compound in an amount of from about 0.5 to about 3.0 phr per 10 phr of said siliceous filler, and wherein said silica coupling agent promotes reinforcement of said siliceous filler and improves the modulus of said rubber compound.
Claim 9
Dependent Claim 210 words
A process for making a rubber compound containing a reinforced siliceous filler, consisting essentially of: compounding a natural or synthetic elastomer or blend thereof with the siliceous filler and a silica coupling agent; and curing the rubber compound to produce an article having improved physical properties compared to the same compound not containing said silica coupling agent; wherein said silica coupling agent has the structure; ##STR5## where R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 may be the same or different and are selected from the group consisting of: R.sup.7 --O--R.sup.8 where R 7 may be alkylene or alkenylene having from 1 or 2 respectively to 5 carbon atoms, phenylene, or an alkyl substituted phenylene having from 7 to 11 carbon atoms, R 8 may be an alkyl or alkenyl having from 1 or 2 respectively to 5 carbon atoms, phenyl, or an alkyl substituted phenyl having from 7 to 11 carbon atoms; said silica coupling agent is present in said compound in an amount of from about 0.5 to about 3.0 phr per 10 phr of said siliceous filler, and wherein said silica coupling agent promotes reinforcement of said siliceous filler and improves the modulus of said rubber compound.
Claim 10
Dependent Claim 49 words
A process according to claim 7, wherein said elastomer is selected from the group consisting of natural cis-1, 4 polyisoprene, conjugated diene polymeric rubbers made by polymerizing 1,3-butadiene, isoprene, 2,3-dimethyl, 1,3-butadiene, and mixtures thereof, and copolymers of diene monomers with compounds containing a vinyl, phenyl, nitrile or carboxy radical.
Claim 11
Dependent Claim 13 words
A process according to claim 8, wherein said silica coupling agent is hexamethoxymethylmelamine.
Claim 12
Dependent Claim 30 words
A process according to claim 9, wherein said hexamethoxymethylmelamine is present in said compound in an amount of from about 0.7 to about 1.5 phr per 10 phr siliceous filler.
Claim 13
Dependent Claim 23 words
A process according to claims 5 7, 8, 9 or 10, wherein said rubber compound is used as tread stock in a tire.

References Cited (Backward Citations)

US3638702A Cited
US3992334A Cited
US4038220A Cited
US4339359A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-07-31 1988-01-30 1988-07-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-07-31 1992-01-30 1992-07-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-07-31 1996-01-30 1996-07-31 $7700.00 Window Closed / Lapsed

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