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US4063012A Expired / Lapsed US ⏱️ 0.0 years remaining

Polymerization of ethylenically unsaturated monomers employing catalyst of aliphatic α-(hydroperoxy)azo compounds and salts thereof

Assignee: Arkema Inc
•
Filing: 1976-04-19
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Granted: 1977-12-13
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Expires: 1996-04-19
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Abstract

Abstract New aliphatic azo compounds containing an α-hydroperoxy group and the alkali metal and alkaline earth metal salts thereof as represented by the general structure ##STR1## processes for preparing I where M is H and R is t-aliphatic by reacting t-aliphatic azo compounds having an α-halo substituent with about an equimolar amount of sodium or hydrogen peroxide; processes for converting I where M is H to its alkali or alkaline earth metal salt by reaction with aqueous solutions of the corresponding base or with calcium or sodium hydride; and the use of these novel compounds as polymerization initiators for vinyl monomers and as curing agents for resins. For example, 2-t-butylazo-2-hydroperoxy-4-methylpentane is prepared from sodium peroxide and 2-t-butylazo-2-chloro-4-methylpentane and used to polymerize vinyl chloride and to cure unsaturated polyester resin.

Inventors

  • 👤 Ronald Edward MacLeay
  • 👤 Chester Stephen Sheppard

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 05:52
CPC Classifications
C; C08; C08F; C08F299/00; C08F299/02; C08F299/04; C08F299/0442; C08F299/0457; C08F4/00; C08F4/04

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 202 words
In a process for the homo- or copolymerization of ethylenically unsaturated monomers which are responsive at suitable temperatures to free radical generators as polymerization initiators, the improvement which comprises employing as the free radical generator a compound of the formula ##STR24## wherein: M is selected from the group consisting of hydrogen, alkali metal and alkaline earth metal; m is the valence of M; R is selected from the group consisting of C 1 - C 12 alkyl, C 3 - C 12 cyclo-, bicyclo- or tricycloalkyl, and C 7 - C 9 aralkyl; R 1 and R 2 are separately selected from the group consisting of hydrogen, C 1 - C 8 alkyl, C 3 - C 12 cyclo-, bicyclo- or tricycloalkyl, C 7 - C 12 aralkyl, C 6 - C 14 aryl and 5 - 6 membered heterocyclic wherein the hetero atom is O, S or N, and R 1 and R 2 taken together form C 3 - C 7 alkylene; and one or more of each of R, R 1 and R 2 can be substituted with a member selected from the group consisting of lower alkoxy, hydroxy, lower alkoxycarbonyl, lower acyloxy, halogen, cyano, dimethylamido and lower alkylsulfonato.
Claim 2
Dependent Claim 202 words
In a process for the homo- or copolymerization of ethylenically unsaturated monomers which are responsive at suitable temperatures to free radical generators as polymerization initiators, the improvement which comprises employing as the free radical generator a compound of the formula ##STR24## wherein: M is selected from the group consisting of hydrogen, alkali metal and alkaline earth metal; m is the valence of M; R is selected from the group consisting of C 1 - C 12 alkyl, C 3 - C 12 cyclo-, bicyclo- or tricycloalkyl, and C 7 - C 9 aralkyl; R 1 and R 2 are separately selected from the group consisting of hydrogen, C 1 - C 8 alkyl, C 3 - C 12 cyclo-, bicyclo- or tricycloalkyl, C 7 - C 12 aralkyl, C 6 - C 14 aryl and 5 - 6 membered heterocyclic wherein the hetero atom is O, S or N, and R 1 and R 2 taken together form C 3 - C 7 alkylene; and one or more of each of R, R 1 and R 2 can be substituted with a member selected from the group consisting of lower alkoxy, hydroxy, lower alkoxycarbonyl, lower acyloxy, halogen, cyano, dimethylamido and lower alkylsulfonato.
Claim 3
Dependent Claim 8 words
claim 1 wherein the monomer is vinyl chloride.
Claim 4
Dependent Claim 11 words
claim 2 wherein said generator is 2-t-butylazo-2-hydroperoxy-4-methylpentane or its sodium salt.

References Cited (Backward Citations)

US2605260A Cited
US2599300A Cited
US3278304A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-12-12 1981-06-13 1981-12-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-12-12 1985-06-13 1985-12-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-12-12 1989-06-13 1989-12-13 $7700.00 Window Closed / Lapsed

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