← Back to Patent Explorer
US4338425A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparing diene-containing rubbers having improved green strength

Assignee: Bridgestone Firestone Inc
•
Filing: 1980-03-24
•
Granted: 1982-07-06
•
Expires: 2000-03-24
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract The invention disclosed herein provides a process for preparing a diene-containing synthetic rubber having improved green strength which includes the steps of charging a reaction vessel with water, an emulsifier, an initiator, an N-(alkoxymethyl)acrylamide monomer and a monomer containing a vinyl group, purging the vessel with an inert gas, charging a diene monomer and an activator to the vessel, polymerizing the monomers to form a copolymer; and, thereafter extracting the copolymer from the vessel and any unreacted monomers. A styrene-butadiene composition containing up to about 10 percent by weight of N-(isobutoxymethyl)acrylamide exhibits better stress-strain properties than a comparable styrene-butadiene rubber without the acrylamide compound.

Inventors

  • 👤 David J. Dougherty
  • 👤 Binnur Gunesin
  • 👤 John W. Spiewak

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 03:29
CPC Classifications
C; C08; C08F; C08F236/00; C08F236/02; C08F236/04; C08F212/00

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 175 words
A process for preparing a diene-containing synthetic rubber, via emulsion polymerization, having improved green strength wherein the improvement comprises: forming a copolymer of a conjugated diene monomer, having from about four to about 20 carbon atoms, and a vinyl monomer selected from the group consisting of monovinyl aromatic compounds having from eight to about 20 carbon atoms and acrylic compounds having from three to about five carbon atoms, in the presence of an N-(alkoxymethyl)acrylamide monomer having the formula ##STR2## where R is selected from the group consisting of straight and branched alkyl chains having from 1 to about 20 carbon atoms, said monomers being polymerized at a temperature of from about 0° C. to about 30° C., to form a synthetic rubber wherein from about 0.5 to about 10 percent by weight thereof is derived from said N-(alkoxymethyl)acrylamide; from about 10 to about 90 percent by weight thereof is derived from said conjugated diene monomer and from about 1 to about 10 percent by weight thereof is derived from said monomer containing a vinyl group.
Claim 2
Dependent Claim 175 words
A process for preparing a diene-containing synthetic rubber, via emulsion polymerization, having improved green strength wherein the improvement comprises: forming a copolymer of a conjugated diene monomer, having from about four to about 20 carbon atoms, and a vinyl monomer selected from the group consisting of monovinyl aromatic compounds having from eight to about 20 carbon atoms and acrylic compounds having from three to about five carbon atoms, in the presence of an N-(alkoxymethyl)acrylamide monomer having the formula ##STR2## where R is selected from the group consisting of straight and branched alkyl chains having from 1 to about 20 carbon atoms, said monomers being polymerized at a temperature of from about 0° C. to about 30° C., to form a synthetic rubber wherein from about 0.5 to about 10 percent by weight thereof is derived from said N-(alkoxymethyl)acrylamide; from about 10 to about 90 percent by weight thereof is derived from said conjugated diene monomer and from about 1 to about 10 percent by weight thereof is derived from said monomer containing a vinyl group.
Claim 3
Dependent Claim 34 words
A process, as set forth in claim 1, wherein the polymerization of said conjugated diene, vinyl and N-(alkoxymethyl)acrylamide monomers is conducted for a period of time of from about 12 to about 16 hours.
Claim 4
Dependent Claim 25 words
A process, as set forth in claim 2, wherein said N-(alkoxymethol)acrylamide monomer is N-(isobutoxymethyl)acrylamide; said diene monomer is butadiene; and said vinyl monomer is styrene.
Claim 5
Dependent Claim 277 words
An emulsion polymerization process for preparing a diene-containing synthetic rubber having improved green strength comprising the steps of: charging a reaction vessel with water, an emulsifier, an initiator, an N-(alkoxymethyl)acrylamide monomer and a monomer containing a vinyl group; purging said vessel with an inert gas; charging a conjugated diene monomer and an activator to said vessel; polymerizing said monomers at a temperature of from about 0° C. to about 30° C. to form a copolymer wherein from about 0.5 to about 10 percent by weight thereof is derived from said N-(alkoxymethyl)acrylamide monomer, from about 10 to about 90 percent by weight thereof is derived from said diene monomer and from about 1 to about 90 percent by weight thereof is derived from said monomer containing a vinyl group; and, thereafter extracting said copolymer from said vessel and any unreacted monomers; wherein said N-(alkoxymethyl)acrylamide monomer has the formula ##STR3## where R is selected from the group consisting of straight and branched alkyl chains having from 1 to about 20 carbon atoms; said conjugated diene monomer has from about four to about 20 carbon atoms; said monomer containing a vinyl group is selected from the group consisting of monovinyl aromatic compounds having from eight to about 20 carbon atoms and acrylic compounds having from three to about five carbon atoms; said emulsifier is selected from the group consisting of sodium lauryl sulfate, long chain metal sulfonates and rosin acid salts; said initiator is selected from the group consisting of free radical peroxides and peroxydicarbonates; and, said activator is selected from the group consisting of tetraethylenepentamine, ferrous sulfate heptahydrate, alkyl amines having primary and secondary amines and sodium formaldehyde sulfoxylate.
Claim 6
Dependent Claim 277 words
An emulsion polymerization process for preparing a diene-containing synthetic rubber having improved green strength comprising the steps of: charging a reaction vessel with water, an emulsifier, an initiator, an N-(alkoxymethyl)acrylamide monomer and a monomer containing a vinyl group; purging said vessel with an inert gas; charging a conjugated diene monomer and an activator to said vessel; polymerizing said monomers at a temperature of from about 0° C. to about 30° C. to form a copolymer wherein from about 0.5 to about 10 percent by weight thereof is derived from said N-(alkoxymethyl)acrylamide monomer, from about 10 to about 90 percent by weight thereof is derived from said diene monomer and from about 1 to about 90 percent by weight thereof is derived from said monomer containing a vinyl group; and, thereafter extracting said copolymer from said vessel and any unreacted monomers; wherein said N-(alkoxymethyl)acrylamide monomer has the formula ##STR3## where R is selected from the group consisting of straight and branched alkyl chains having from 1 to about 20 carbon atoms; said conjugated diene monomer has from about four to about 20 carbon atoms; said monomer containing a vinyl group is selected from the group consisting of monovinyl aromatic compounds having from eight to about 20 carbon atoms and acrylic compounds having from three to about five carbon atoms; said emulsifier is selected from the group consisting of sodium lauryl sulfate, long chain metal sulfonates and rosin acid salts; said initiator is selected from the group consisting of free radical peroxides and peroxydicarbonates; and, said activator is selected from the group consisting of tetraethylenepentamine, ferrous sulfate heptahydrate, alkyl amines having primary and secondary amines and sodium formaldehyde sulfoxylate.
Claim 7
Dependent Claim 25 words
A process, as set forth in claim 1, wherein said emulsifier comprises sodium lauryl sulfate; said initiator comprises diisopropylbenzene hydroperoxide and said activator comprises tetraethylenepentamine.
Claim 8
Dependent Claim 28 words
A process, as set forth in claim 4, wherein said step of polymerizing is conducted for a period of time of from about 12 to about 16 hours.
Claim 9
Dependent Claim 28 words
A process, as set forth in claim 4, wherein said N-(alkoxymethyl)acrylamide monomer is N-(isobutoxymethyl)acrylamide; said diene monomer is butadiene; and said monomer containing a vinyl group is styrene.

References Cited (Backward Citations)

US3037963B1 Cited
US3037963A Cited
US3118852A Cited
US3247139A Cited
US3832317A Cited
US4254013A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-07-05 1986-01-04 1986-07-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-07-05 1990-01-04 1990-07-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-07-05 1994-01-04 1994-07-06 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag