US Patent No: 4,822,845

Number of patents in Portfolio can not be more than 2000

Rubber compositions modified with heterocyclic di-N-oxides

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Abstract

It now has been found that uncured rubber composition comprising rubbers having an unsaturated carbon chain and at least one carbon black can be improved by including therein, a minor property-improving amount of at least one aromatic heterocyclic di-N-oxide compound of the partial formula ##STR1## wherein the depicted carbon atoms are part of an optionally substituted aromatic ring, and R.sup.1 and R.sup.2 are each independently hydrogen, hydrocarbyl, halohydrocarbyl, hydrocarbyloxy, hydrocarbyl sulfonyl, hydrocarbyl thio, hydrocarbylsulfoxidyl, halogen, amino, --CN --OH --CHO --CH(O hydrocarbyl)2 --C(O)R.sup.3 --C(O)OR.sup.3 --C(N--OH)R.sup.3 --C(O)NR.sup.3 R.sup.6 --CH.dbd.N--NH--C(O)OR.sup.3 --CH.sub.2 OC(O)CH.sub.3 --R.sup.4 YR.sup.3 --C(O)NHR.sup.4 OH --C(NH)NR.sup.7 R.sup.8, or --C(O)NHN(R.sup.3).sub.2 wherein each R.sup.3 is independently hydrogen or a hydrocarbyl group, R.sup.4 is a divalent hydrocarbyl group, R.sup.6 is hydrogen, hydrocarbyl, --R.sup.4 OR.sup.3, or --R.sup.4 COOR.sup.3 ; R.sup.7 is hydrogen or a hydrocarbyl group; R.sup.8 is hydrogen or a hydrocarbyl, an amino, or a hydroxyl group; R.sup.7 and R.sup.8 may be hydrocarbyl groups joined together to form a ring including the nitrogen atom, and Y is O, divalent S, --NH--, --S(O)-- or --S(O).sub.2 or R.sup.1 and R.sup.2 may be joined together to form further ring systems which may be saturated or unsaturated, and further substituted or unsubstituted. When vulcanizates are prepared from such uncured rubber compositions, particularly when the carbon black used therein has an average surface area of at least about 20 m.sup.2 /g, the vulcanizates exhibit reduced low strain hysteresis and exhibit no significant undesirable odor. In another aspect of the invention, a filled vulcanizate made by vulcanizing uncured compositions of the type described above and containing a filler, particularly carbon black, is improved in filler interaction, hysteresis, modulus, compression set and resiliency. Rubber articles and portions thereof made from such vulcanizates such as tires, hoses, belts, springs, treads, sidewalls, and the like can be made utilizing the improved filled vulcanizates of the invention.

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First Claim

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Patent Owner(s)

Patent OwnerAddressTotal Patents
FIRESTONE TIRE & RUBBER COMPANY, THEAKRON, OH44

International Classification(s)

Inventor(s)

Inventor Name Address # of filed Patents Total Citations
Engels, Hans-Wilhelm Kerpen, DE 11 112
Graves, Daniel F Clinton, OH 68 350

Cited Art

Patent Info (Count) # Cites Year
 
BRIDGESTONE/FIRESTONE, INC. (2)
4,557,306 Carbon black-furazan oxide product and rubber compositions containing same 12 1984
4,570,690 Mixing procedure for obtaining filled rubber vulcanizates containing aromatic furazan oxides 5 1984
 
PHILLIPS PETROLEUM COMPANY (1)
4,259,218 Rubber compositions and method therefor 20 1979
 
THE YOKOHAMA RUBBER CO., LTD. (1)
4,309,318 Tread compositions for tires having low rolling resistance 13 1979

Patent Citation Ranking

Forward Cites

Patent Info (Count) # Cites Year
 
BRIDGESTONE CORPORATION (3)
7,723,440 Functionalized polymers and improved vulcanizates therefrom 1 2003
7,186,845 Polymer-filler coupling additives 3 2004
8,207,275 Functionalized polymers and improved vulcanizates therefrom 0 2010
 
GREAT LAKES CHEMICAL ITALIA S.R.L. (1)
5,747,601 Dihydropyridines as vulcanization accelerators for natural or synthetic rubbers 2 1997
 
THE GOODYEAR TIRE & RUBBER COMPANY (1)
5,739,211 Rubber compositions containing a pyrazine amide 4 1997