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US4010152A Expired / Lapsed US ⏱️ 0.0 years remaining

Aliphatic alpha-(hydroperoxy) azo compounds and salts thereof

Assignee: Pennwalt Corp
•
Filing: 1974-03-21
•
Granted: 1977-03-01
•
Expires: 1994-03-21
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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 2026-11-08 20:42
CPC Classifications
C; C07; C07C; C07C409/00; C07C409/40; C07C2601/00; C07C2601/12; C07C2601/14

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 130 words
A compound of the formula ##STR24## where M is hydrogen, alkali metal or alkaline earth metal; m is the valence of M; R is C 1 - C 12 alkyl, C 3 - C 12 cyclo-, bicyclo- or tricycloalkyl, or C 7 - C 9 aralkyl; R 1 and R 2 are separately selected from hydrogen, C 1 - c 8 alkyl, C 3 - C 12 cyclo-, bicyclo- or tricycloalkyl, C 7 - C 12 aralkyl and, C 6 - C 14 aryl, 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 lower alkoxy, hydroxy, carboxy, lower alkoxycarbonyl, lower alkylcarbonyloxy, halogen, cyano, dimethylamido or lower alkylsulfonato.
Claim 2
Dependent Claim 130 words
A compound of the formula ##STR24## where M is hydrogen, alkali metal or alkaline earth metal; m is the valence of M; R is C 1 - C 12 alkyl, C 3 - C 12 cyclo-, bicyclo- or tricycloalkyl, or C 7 - C 9 aralkyl; R 1 and R 2 are separately selected from hydrogen, C 1 - c 8 alkyl, C 3 - C 12 cyclo-, bicyclo- or tricycloalkyl, C 7 - C 12 aralkyl and, C 6 - C 14 aryl, 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 lower alkoxy, hydroxy, carboxy, lower alkoxycarbonyl, lower alkylcarbonyloxy, halogen, cyano, dimethylamido or lower alkylsulfonato.
Claim 3
Dependent Claim 15 words
A compound as in Claim 1 where R, R 1 and R 2 are unsubstituted.
Claim 4
Dependent Claim 46 words
A compound as in claim 2 where M is hydrogen, sodium or potassium; m is 1; R is C 1 - C 12 alkyl; and R 1 and R 2 are C 1 -C 8 alkyl or join to form C 3 - C 7 alkylene.
Claim 5
Dependent Claim 1 words
2-t-Butylazo-2-hydroperoxy-4-methylpentane.
Claim 6
Dependent Claim 1 words
2-t-Butylazo-2-hydroperoxy-4-methylpentane.
Claim 7
Dependent Claim 1 words
2-t-Butylazo-2-hydroperoxyoctane.
Claim 8
Dependent Claim 1 words
2-t-Butylazo-2-hydroperoxyoctane.
Claim 9
Dependent Claim 1 words
1-t-Butylazo-1-hydroperoxycyclohexane.
Claim 10
Dependent Claim 1 words
1-t-Butylazo-1-hydroperoxycyclohexane.
Claim 11
Dependent Claim 1 words
2-methylazo-2-hydroperoxy-4-methylpentane.
Claim 12
Dependent Claim 1 words
2-methylazo-2-hydroperoxy-4-methylpentane.
Claim 13
Dependent Claim 2 words
Potassium 2-t-butylazo-isopropylhydroperoxide.
Claim 14
Dependent Claim 2 words
Potassium 2-t-butylazo-isopropylhydroperoxide.
Claim 15
Dependent Claim 4 words
Sodium salt of 1-t-Butylazo-1-hydroperoxycyclohexane.
Claim 16
Dependent Claim 4 words
Sodium salt of 1-t-Butylazo-1-hydroperoxycyclohexane.

References Cited (Backward Citations)

US3282912A Cited
US3135615A Cited
US3449217A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-02-29 1980-08-30 1981-03-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-02-29 1984-08-30 1985-03-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-02-29 1988-08-30 1989-03-01 $7700.00 Window Closed / Lapsed

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