# US 7,411,015 B2 · Process for preventing gel formation in lattices of hydrogenated, low molecular weight, functionalized elastomers > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 7,411,015 B2 - Document ID: US7411015B2 - Status: Granted - Kind: B2 - Application number: 11/177,759 - Filed: 2005-07-08 - Published: 2007-01-11 - Granted: 2008-08-12 - Earliest claimed: 2005-07-08 - Assignees: Zeon Chemicals L.P. - Inventors: David D. H. Tao; Michael Gozdiff; Edmee Files - Web page: https://patentgrep.com/patent/US7411015B2 ## CPC - C08K 5/14: Peroxides - C08K 5/17: Amines; Quaternary ammonium compounds - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) ## Abstract The present invention discloses a process for hydrogenating a latex of a low molecular weight functionalized, unsaturated elastomer to produce a latex of a hydrogenated, low molecular weight, low gel, functionalized elastomer, said process comprising hydrogenating the low molecular weight, functionalized, unsaturated elastomer in the presence of (1) an oxidant selected from the group consisting of oxygen and hydroperoxides, (2) a reducing agent selected from the group consisting of hydrazine and hydrazine hydrates, and (3) a metal ion activator, wherein a hydroxylamine is added to the latex of the low molecular weight, functionalized, unsaturated elastomer or to the latex of the hydrogenated, low molecular weight, functionalized elastomer prior, during, or subsequent to the hydrogenation to produce the latex of the hydrogenated low molecular weight, low gel, functionalized elastomer. ## Claims ### Claim 1 A process for inhibiting gel formation in a latex of a hydrogenated, low molecular weight, functionalized elastomer which comprises adding an amine selected from the group consisting of dialkyl-hydroxylamines, diaryl-hydroxylamines, and alkyl,aryl-hydroxylamines to the latex of the hydrogenated, low molecular weight, functionalized elastomer, wherein the amine is of the structural formula: wherein R1 and R2 can be the same or different and are selected from the group consisting of alkyl groups containing from 1 to 30 carbon atoms, cycloalkyl groups containing from 1 to 30 carbon atoms, and aromatic groups containing from 6 to 40 carbon atoms. ### Claim 2 (depends on 1) A process as specified in claim 1 wherein the amine is added at a level which is within the range of 1 phr to 20 phr. ### Claim 3 (depends on 1) A process as specified in claim 1 wherein the amine is added at a level which is within the range of 1 phr to 5 phr. ### Claim 4 (depends on 1) A process as specified in claim 1 wherein the amine is a dialkyl-hydroxylamine, and wherein R1 and R2 can be the same or different and are selected from the group consisting of alkyl groups containing from 1 to 30 carbon atoms and cycloalkyl groups containing from 1 to 30 carbon atoms and aromatic groups containing from 6 to 40 carbon atoms. ### Claim 5 (depends on 1) A process as specified in claim 1 wherein the amine is a diaryl-hydroxylamine, and wherein R1 and R2 can be the same or different and are selected from aromatic groups containing from 6 to 40 carbon atoms. ### Claim 6 (depends on 1) A process as specified in claim 1 wherein the amine is selected from the group consisting of N,N-dimethyl hydroxylamine, N,N-diethyl hydroxylamine, N,N-dibutyl hydroxylamine, N-methyl, phenyl-hydroxyl amine, 2,4-dinitrophenyl hydroxylamine, tert-butyl N-hydroxycarbamate, bis(octadecyl)hydroxylamine, N,N-Dipentadecyl-hydroxylamine, and N-Tert-butyl-N-(3,5-dinitro-phenyl)-hydroxylamine. ### Claim 7 (depends on 1) A process as specified in claim 1 wherein the hydrogenated, low molecular weight, functionalized elastomer has a number average molecular weight which is within the range of about 500 to about 20,000. ### Claim 8 (depends on 7) A process as specified in claim 7 wherein the hydrogenated, low molecular weight, functionalized elastomer is a nitrile rubber. ### Claim 9 (depends on 1) A process as specified in claim 1 wherein the hydrogenated, low molecular weight, functionalized elastomer has a number average molecular weight which is within the range of 1000 to 10,000. ### Claim 10 (depends on 1) A process as specified in claim 1 wherein the hydrogenated, low molecular weight, functionalized elastomer has a number average molecular weight which is within the range of 3000 to 8,000. ### Claim 11 A process for hydrogenating a latex of a low molecular weight functionalized, unsaturated elastomer to produce a latex of a hydrogenated, low molecular weight, low gel, functionalized elastomer, said process comprising hydrogenating the low molecular weight, functionalized, unsaturated elastomer in the presence of (1) an oxidant selected from the group consisting of oxygen and hydroperoxides, (2) a reducing agent selected from the group consisting of hydrazine and hydrazine hydrates, and (3) a metal ion activator, wherein an amine selected from the group consisting of dialkyl-hydroxylamines, diaryl-hydroxylamines, and alkyl,aryl-hydroxylamines is added to the latex of the low molecular weight, functionalized, unsaturated elastomer or to the latex of the hydrogenated, low molecular weight, functionalized elastomer prior, during, or subsequent to the hydrogenation to produce the latex of the hydrogenated low molecular weight, low gel, functionalized elastomer, wherein the amine is of the structural formula: wherein R1 and R2 can be the same or different and are selected from the group consisting of alkyl groups containing from 1 to 30 carbon atoms, cycloalkyl groups containing from 1 to 30 carbon atoms, and aromatic groups containing from 6 to 40 carbon atoms. ### Claim 12 (depends on 11) A process as specified in claim 11 wherein the amine is added at a level which is within the range of 1 mole to 30 moles per 100 moles of double bonds in the low molecular weight, functionalized, unsaturated elastomer. ### Claim 13 (depends on 11) A process as specified in claim 11 wherein the amine is added at a level which is within the range of 5 moles to 30 moles per 100 moles of double bonds in the low molecular weight, functionalized, unsaturated elastomer. ### Claim 14 (depends on 11) A process as specified in claim 11 wherein the hydrogenated, low molecular weight, functionalized elastomer is a nitrile rubber. ### Claim 15 (depends on 14) A process as specified in claim 14 wherein the hydrogenated, low molecular weight, functionalized elastomer has a number average molecular weight which is within the range of 1000 to 10,000.