US4161464A
Expired / Lapsed
US
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Devulcanized rubber composition and process for preparing same
Assignee: UG Licensing Services Inc
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Filing: 1978-03-24
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Granted: 1979-07-17
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Expires: 1998-03-24
Abstract
Abstract A devulcanized rubber composition is disclosed which is obtained by low temperature phase transfer catalyzed devulcanization of commercial scrap rubber, such as a vulcanized polyisoprene rubber, butadiene-styrene rubber, cis-polybutadiene rubber used for vehicle tires. The devulcanized rubber of this invention is distinguishable from conventional reclaim rubber in that devulcanized rubber is substantially free of polysulfide crosslinks which are selectively broken during the process of this invention with negligible main chain scission.
Inventors
- 👤 Paul P. Nicholas
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 05:39
CPC Classifications
C; C08; C08J; C08J11/00; C08J11/04; C08J11/10; C08J11/18; C08J11/28; C08J2321/00; Y; Y02; Y02W; Y02W30/00; Y02W30/50; Y02W30/62
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
108 words
A process for devulcanization of scrap rubber comprising, (a) comminuting said scrap rubber to obtain vulcanizate particles small enough to be adequately devulcanized within a predetermined period of time, and, (b) contacting said vulcanizate particles with (i) an organic solvent having dissolved therein a predetermined concentration of an onium salt of an element, selected from the group consisting of nitrogen, phosphorus, and sulfur, and (ii) an aqueous solution containing a sufficient concentration of OH - ions to selectively disrupt enough polysulfide crosslinks to produce devulcanized rubber particles which contain less than about one-half the crosslink density of said scrap rubber from which said devulcanized rubber particles are derived.
Claim 2
Dependent Claim
108 words
A process for devulcanization of scrap rubber comprising, (a) comminuting said scrap rubber to obtain vulcanizate particles small enough to be adequately devulcanized within a predetermined period of time, and, (b) contacting said vulcanizate particles with (i) an organic solvent having dissolved therein a predetermined concentration of an onium salt of an element, selected from the group consisting of nitrogen, phosphorus, and sulfur, and (ii) an aqueous solution containing a sufficient concentration of OH - ions to selectively disrupt enough polysulfide crosslinks to produce devulcanized rubber particles which contain less than about one-half the crosslink density of said scrap rubber from which said devulcanized rubber particles are derived.
Claim 3
Dependent Claim
23 words
The process of claim 1 wherein said vulcanizate particles are in the size range from about 6 to about 325 U.S. Standard mesh.
Claim 4
Dependent Claim
23 words
The process of claim 2 wherein said organic solvent is an effective swelling agent for said rubber and is essentially immiscible with water.
Claim 5
Dependent Claim
71 words
The process of claim 3 wherein said onium salt has the formula R.sub.n Y.sup.+ X.sup.- wherein Y is selected from the group consisting of N, P and S; n is an integer which is 3 or 4; when Y=N or P, n=4; when Y=S, n=3, and R represnets either identical or different monovalent hydrocarbon radicals the total number of carbon atoms in which commulatively range from about 13 to about 57.
Claim 6
Dependent Claim
59 words
The process of claim 4 wherein contacting said vulcanizate particles with said organic solvent and said aqueous solution is effected at a relatively low temperature in the range from about 20° C. to about 150° C., at which temperature said polysulfide bonds are severed at a faster rate than the rate at which destruction of said onium salt occurs.
Claim 7
Dependent Claim
32 words
The process of claim 4 wherein R 1 -R 4 is each selected from the group consisting of alkyl, alkenyl, aryl, alkaryl, aralkyl cycloalkyl, and each substituted with suitable heteroatom-containing functional groups.
Claim 8
Dependent Claim
68 words
The process of claim 4 wherein Y is selected from N and P, n=4, and, said monovalent hydrocarbon radicals are R 1 , R 2 , R 3 , and R 4 , wherein R 1 =CH 3 ; R 2 , R 3 and R 4 is each alkyl; and X=Cl, and said OH - ions selectively disrupt at least about 50 percent of said polysulfide crosslinks.
Claim 9
Dependent Claim
63 words
The process of claim 4 wherein Y is S, n=3, and said monovalent hydrocarbon radicals are R 1 , R 2 , and R 3 wherein R 1 =lower alkyl having from 1 to about 5 carbon atoms; R 2 and R 3 is each alkyl; X=Cl; and said OH 31 ions selectively disrupt at least about 50 percent of said polysulfide crosslinks.
Claim 10
Dependent Claim
21 words
The process of claim 4 wherein said organic solvent is selected from the group consisting of aromatic and paraffinic hydrocarbon solvents.
Claim 11
Dependent Claim
44 words
The process of claim 4 wherein said onium salt is present in an effective amount less than about 0.3 mole per kg of said scrap rubber, which amount is sufficient to effect the desired disruption of polysulfide bonds and yield said devulcanized rubber particles.
Claim 12
Dependent Claim
26 words
The process of claim 6 wherein Y=N, and R 2 , R 3 , R 4 each has from about 5 to about 12 carbon atoms.
Claim 13
Dependent Claim
22 words
The process of claim 5 including in addition, contacting said vulcanizate particles and devulcanized rubber particles with an organo chloride alkylating agent.
Claim 14
Dependent Claim
42 words
The process of claim 6 wherein said organo chloride alkylating agent is represented by R'--CH 2 Cl, where R' is selected from H, an alkyl, aralkyl and alkenyl moiety which does not contain H on a saturated carbon atom beta to Cl.
Claim 15
Dependent Claim
35 words
The process of claim 6 wherein said alkylating agent is selected from the group consisting of benzyl chloride, a lower alkyl chloride, and a lower alkenyl chloride having from 1 to about 6 carbon atoms.
Claim 16
Dependent Claim
68 words
A finely divided devulcanized rubber composition derived from scrap vulcanized rubber, said devulcanized rubber comprising polymeric sulfide derived from scission of polysulfides, said polysulfides being present in said devulcanized rubber in an amount less than 50 percent of the sulfur to sulfur bonds originally present in said scrap rubber, said polymeric sulfide being present in devulcanized rubber particles having a size smaller than about 6 U.S. Standard mesh.
Claim 17
Dependent Claim
68 words
A finely divided devulcanized rubber composition derived from scrap vulcanized rubber, said devulcanized rubber comprising polymeric sulfide derived from scission of polysulfides, said polysulfides being present in said devulcanized rubber in an amount less than 50 percent of the sulfur to sulfur bonds originally present in said scrap rubber, said polymeric sulfide being present in devulcanized rubber particles having a size smaller than about 6 U.S. Standard mesh.
Claim 18
Dependent Claim
38 words
The composition of claim 15 wherein said devulcanized rubber particles are further characterized by the presence of a trace quantity, less than about 1.6×10 -5 mol/gm rubber hydrocarbon of polysulfide crosslinks originally present in said scrap vulcanized rubber.
Claim 19
Dependent Claim
79 words
A devulcanized rubber composition produced by (a) comminuting vulcanized scrap rubber to vulcanizate particles smaller than about 6 U.S. standard mesh, and, (b) contacting said vulcanizate particles with (i) an organic solvent having dissolved therein a predetermined concentration of an onium salt of an element, selected from the group consisting of nitrogen, phosphorus, and sulfur, and (ii) an aqueous solution containing a sufficient concentration of OH - ions to selectively disrupt enough polysulfide crosslinks to produce devulcanized rubber particles.
Claim 20
Dependent Claim
79 words
A devulcanized rubber composition produced by (a) comminuting vulcanized scrap rubber to vulcanizate particles smaller than about 6 U.S. standard mesh, and, (b) contacting said vulcanizate particles with (i) an organic solvent having dissolved therein a predetermined concentration of an onium salt of an element, selected from the group consisting of nitrogen, phosphorus, and sulfur, and (ii) an aqueous solution containing a sufficient concentration of OH - ions to selectively disrupt enough polysulfide crosslinks to produce devulcanized rubber particles.
Claim 21
Dependent Claim
73 words
A devulcanized rubber particle derived from a scrap rubber particle smaller than about 6 U.S. Standard mesh, said devulcanized rubber particle including a small quantity of polymeric sulfide represented by R p --S--CH 3 wherein R p is a rubber polymer radical, and said sulfide is derived from the scission of polysulfide crosslinks in scrap rubber molecules R p --S n --R p , wherein n is equal to or greater than 2.
Claim 22
Dependent Claim
73 words
A devulcanized rubber particle derived from a scrap rubber particle smaller than about 6 U.S. Standard mesh, said devulcanized rubber particle including a small quantity of polymeric sulfide represented by R p --S--CH 3 wherein R p is a rubber polymer radical, and said sulfide is derived from the scission of polysulfide crosslinks in scrap rubber molecules R p --S n --R p , wherein n is equal to or greater than 2.
Claim 23
Dependent Claim
26 words
The devulcanized rubber particle of claim 18 wherein said polymeric sulfide is generated in an amount of about 1.5 mole per mole of polysulfide crosslinks broken.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-07-16 | 1983-01-15 | 1983-07-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-07-16 | 1987-01-15 | 1987-07-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-07-16 | 1991-01-15 | 1991-07-17 | $7700.00 | Window Closed / Lapsed |