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US5045603A Expired / Lapsed US ⏱️ 0.0 years remaining

Chlorinated EPDM with superior stability

Assignee: Polysar Ltd
•
Filing: 1990-07-19
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Granted: 1991-09-03
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Expires: 2010-07-19
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Abstract

Abstract A chlorinated ethylene-alpha olefin-nonconjugated diolefin terpolymer having a chlorine content of from about 0.5 to 14 percent by weight characterized by superior viscosity stability on storage or exposure to elevated temperatures is obtained by chlorinating an ethylene-alpha olefin-nonconjugated diolefin terpolymer wherein said nonconjugated diolefin is an acyclic nonconjugated diolefin characterized in that one olefinic bond is monosubstituted and terminal and the other olefinic bond is trisubstituted. A vulcanizable rubber composition comprising said chlorinated ethylene-alpha olefin-nonconjugated diolefin terpolymer and cure active agents is also provided.

Inventors

  • 👤 Stephen C. Davis
  • 👤 Janet B. Fulton
  • 👤 Peter P. M. Hoang

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 21:08
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/18; C08F8/20; C08F8/22

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 226 words
A process for preparing a chlorinated ethylene-alpha olefin-nonconjugated diolefin terpolymer characterized by a superior stability on storage or exposure to elevated temperatures and containing from about 0.5 to about 14 weight percent chlorine substituted in the allylic position wherein the base ethylene-alpha olefin-nonconjugated diolefin terpolymer comprises: (i) about 40 to 80 mol percent ethylene, (ii) about 20 to 60 mol percent of a C 3 to C 8 alpha olefin, and (iii) about 0.5 to 10 mol percent of a C 7 to C 16 nonconjugated diolefin wherein one olefinic bond is monosubstituted and terminal and the other olefinic bond is trisubstituted, which comprises the steps of: (A) forming a solution of said base ethylene-alpha olefin-nonconjugated diolefin terpolymer in an inert organic solvent wherein there is dispersed from about 0 to 10 percent by volume per volume of inert organic solvent of water, (B) adding to said terpolymer solution molecular chlorine in a quantity sufficient to achieve the desired level of chlorination, (C) subjecting the resulting solution to a temperature of from about 0° C. to 50° C. in the absence or near absence of light, whereby said ethylene-alpha olefin-nonconjugated diolefin terpolymer becomes chlorinated, adding (D) an alkaline solution to the solution of the chlorinated ethylene-alpha olefin-nonconjugated diolefin terpolymer sufficient to neutralize said solution, and (E) recovering from the solution the chlorinated ethylene-alpha olefin-nonconjugated diolefin terpolymer.
Claim 2
Dependent Claim 226 words
A process for preparing a chlorinated ethylene-alpha olefin-nonconjugated diolefin terpolymer characterized by a superior stability on storage or exposure to elevated temperatures and containing from about 0.5 to about 14 weight percent chlorine substituted in the allylic position wherein the base ethylene-alpha olefin-nonconjugated diolefin terpolymer comprises: (i) about 40 to 80 mol percent ethylene, (ii) about 20 to 60 mol percent of a C 3 to C 8 alpha olefin, and (iii) about 0.5 to 10 mol percent of a C 7 to C 16 nonconjugated diolefin wherein one olefinic bond is monosubstituted and terminal and the other olefinic bond is trisubstituted, which comprises the steps of: (A) forming a solution of said base ethylene-alpha olefin-nonconjugated diolefin terpolymer in an inert organic solvent wherein there is dispersed from about 0 to 10 percent by volume per volume of inert organic solvent of water, (B) adding to said terpolymer solution molecular chlorine in a quantity sufficient to achieve the desired level of chlorination, (C) subjecting the resulting solution to a temperature of from about 0° C. to 50° C. in the absence or near absence of light, whereby said ethylene-alpha olefin-nonconjugated diolefin terpolymer becomes chlorinated, adding (D) an alkaline solution to the solution of the chlorinated ethylene-alpha olefin-nonconjugated diolefin terpolymer sufficient to neutralize said solution, and (E) recovering from the solution the chlorinated ethylene-alpha olefin-nonconjugated diolefin terpolymer.
Claim 3
Dependent Claim 21 words
The process of claim 1 wherein said molecular chlorine is dissolved in an organic solvent selected from chloroform and carbon tetrachloride.
Claim 4
Dependent Claim 17 words
The process of claim 1 wherein said temperature is from about 15° C. to about 35° C.
Claim 5
Dependent Claim 44 words
The process of claim 3 wherein said inert organic solvent is selected from the group consisting of C 6 to C 7 saturated aliphatic hydrocarbons, C 7 and C 8 aromatic hydrocarbons, C 6 and C 7 alicyclic hydrocarbons and C 1 halogenated hydrocarbons.
Claim 6
Dependent Claim 23 words
The process of claim 4 wherein said inert organic solvent is selected from the group consisting of hexane, cyclohexane, chloroform and carbon tetrachloride.
Claim 7
Dependent Claim 16 words
The process of claim 5 wherein said C 3 to C 8 alpha olefin is propylene.
Claim 8
Dependent Claim 27 words
The process of claim 6 wherein said C 7 to C 16 nonconjugated diolefin is selected from the group consisting of 3,7-dimethyl-1,6-octadiene, 5,7-dimethyl-1,6-octadiene, 7-methyl-1,6-octadiene, 5-methyl-1,4-hexadiene and 6-methyl-1,5-heptadiene.
Claim 9
Dependent Claim 197 words
A process for preparing a chlorinated ethylene-propylene nonconjugated diolefin terpolymer characterized by a superior stability on storage or exposure to elevated temperatures and containing from about 0.5 to about 14 weight percent chlorine substituted in the allylic position wherein the base ethylene-propylene-nonconjugated diolefin terpolymer comprises: (i) about 40 to 80 mol percent ethylene, (ii) about 20 to 60 mol percent of a C 3 to C 8 alpha olefin, and (iii) about 0.5 to 10 mol percent of a nonconjugated diolefin characterized in that it is an acyclic nonconjugated diolefin wherein one olefinic bond is monosubstituted and terminal and the other olefinic bond is trisubstituted, which comprises the steps of: (A) forming a solution of said base ethylene-alpha olefin-nonconjugated diolefin terpolymer in an inert organic solvent, (B) adding to said terpolymer solution a chlorinating agent selected from the group of N-chloroamides in a quantity sufficient to achieve the desired level of chlorination, (C) subjecting the resulting solution to a temperature of from about 15° C. to about 35° C. in the absence or near absence of light, whereby said ethylene-alpha olefin-nonconjugated diolefin terpolymer becomes chlorinated, and (D) recovering from the solution the chlorinated ethylene-alpha olefin-nonconjugated diolefin terpolymer.
Claim 10
Dependent Claim 197 words
A process for preparing a chlorinated ethylene-propylene nonconjugated diolefin terpolymer characterized by a superior stability on storage or exposure to elevated temperatures and containing from about 0.5 to about 14 weight percent chlorine substituted in the allylic position wherein the base ethylene-propylene-nonconjugated diolefin terpolymer comprises: (i) about 40 to 80 mol percent ethylene, (ii) about 20 to 60 mol percent of a C 3 to C 8 alpha olefin, and (iii) about 0.5 to 10 mol percent of a nonconjugated diolefin characterized in that it is an acyclic nonconjugated diolefin wherein one olefinic bond is monosubstituted and terminal and the other olefinic bond is trisubstituted, which comprises the steps of: (A) forming a solution of said base ethylene-alpha olefin-nonconjugated diolefin terpolymer in an inert organic solvent, (B) adding to said terpolymer solution a chlorinating agent selected from the group of N-chloroamides in a quantity sufficient to achieve the desired level of chlorination, (C) subjecting the resulting solution to a temperature of from about 15° C. to about 35° C. in the absence or near absence of light, whereby said ethylene-alpha olefin-nonconjugated diolefin terpolymer becomes chlorinated, and (D) recovering from the solution the chlorinated ethylene-alpha olefin-nonconjugated diolefin terpolymer.
Claim 11
Dependent Claim 22 words
The process of claim 8 wherein said inert organic solvent is selected from the group consisting of dichloromethane, chloroform and carbon tetrachloride.
Claim 12
Dependent Claim 12 words
The process of claim 8 wherein said chlorinating agent is 1,3-dichloro-5,5-dimethyl hydantoin.
Claim 13
Dependent Claim 16 words
The process of claim 10 wherein said C 3 to C 8 alpha olefin is propylene.

References Cited (Backward Citations)

CA857383A Cited
US3524826A Cited
US3936430A Cited
US3896095A Cited
US3956247A Cited
US4548995A Cited
US4652616A Cited
US4814390A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-09-02 1995-03-04 1995-09-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-09-02 1999-03-04 1999-09-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-09-02 2003-03-04 2003-09-03 $7700.00 Window Closed / Lapsed

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