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US4028344A Expired / Lapsed US ⏱️ 0.0 years remaining

α-ISOCYANATO AND α-ISOTHIOCYANATO AZOS AND THEIR DERIVATIVES

Assignee: Arkema Inc
•
Filing: 1974-03-21
•
Granted: 1977-06-07
•
Expires: 1994-03-21
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Abstract

Abstract Azoalkanes of the formula ##STR1## WHERE Z is isocyanate or isothiocyanate or derivatives thereof, such as 1-t-butylazo-1-isothiocyanatocyclohexane, which are useful as foaming agents for polyester resins and as free radical initiators for vinyl monomers.

Inventors

  • 👤 Harold Carl Lange
  • 👤 Ronald Edward MacLeay

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 21:40
CPC Classifications
C; C08; C08J; C08J9/00; C08J9/04; C08J9/06; C08J9/10; C08J9/102; C08F; C08F4/00; C08F4/04; C08J2367/00; C08J2367/06

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 297 words
A compound of the formula ##STR77## where: a. n is 1 or 2; b. R', R" and R'" are selected from alkyl of 1-8 carbons and and aralkyl of 7-12 carbons, or 2 or more of R', R" and R'" joined with the tertiary carbon atom to which they are attached form cycloalkyl of 3-12 carbons: or R" is aryl of 6-14 carbons; or R'" is cyano or Y; c. R 1 and R 2 are selected from alkyl of 1-8 carbons, cycloalkyl of 3-12 carbons, aralkyl of 7-12 carbons, or taken together are alkylene of 3-11 carbons; or R 2 is aryl of 6-14 carbons; d. Z, when n is 1, and Y have the same definition and are selected from: ##STR78## e. X is oxygen or sulfur; f. R 3 and R 4 are selected from hydrogen, alkyl of 1-12 carbons, cycloalkyl or 3-12 carbons, aralkyl of 7-12 carbons, aryl of 6-14 carbons and, taken together, alkylene of 3-11 carbons; g. R 5 is selected from alkyl of 1-12 carbons, cycloalkyl of 3-12 carbons, aralkyl of 7-12 carbons and aryl of 6-14 carbons; h. R 6 is selected from hydrogen, alkyl of 1-8 carbons, cycloalkyl of 3-8 carbons, aralkyl of 7-12 carbons and aryl of 6-14 carbons; i. R 7 is selected from primary or secondary alkyl of 1-12 carbons and cycloalkyl of 3-12 carbons; j. R 8 is selected from tertiary alkyl of 4-8 carbons and aryl of 6-14 carbons; and k. R 9 is a hydrocarbyl diradical selected from aliphatic hydrocarbyl of 2-20 carbons, cycloaliphatic hydrocarbyl of 3-20 carbons, aliphatic-cycloaliphatic hydrocarbyl of 4-20 carbons and aromaticaliphatic hydrocarbyl of 7-20 carbons optionally containing one or more nonadjacent and nonterminal oxygen, sulfur or nitrogen atoms in the backbone structure, and from aromatic of 6-12 carbons.
Claim 2
Dependent Claim 297 words
A compound of the formula ##STR77## where: a. n is 1 or 2; b. R', R" and R'" are selected from alkyl of 1-8 carbons and and aralkyl of 7-12 carbons, or 2 or more of R', R" and R'" joined with the tertiary carbon atom to which they are attached form cycloalkyl of 3-12 carbons: or R" is aryl of 6-14 carbons; or R'" is cyano or Y; c. R 1 and R 2 are selected from alkyl of 1-8 carbons, cycloalkyl of 3-12 carbons, aralkyl of 7-12 carbons, or taken together are alkylene of 3-11 carbons; or R 2 is aryl of 6-14 carbons; d. Z, when n is 1, and Y have the same definition and are selected from: ##STR78## e. X is oxygen or sulfur; f. R 3 and R 4 are selected from hydrogen, alkyl of 1-12 carbons, cycloalkyl or 3-12 carbons, aralkyl of 7-12 carbons, aryl of 6-14 carbons and, taken together, alkylene of 3-11 carbons; g. R 5 is selected from alkyl of 1-12 carbons, cycloalkyl of 3-12 carbons, aralkyl of 7-12 carbons and aryl of 6-14 carbons; h. R 6 is selected from hydrogen, alkyl of 1-8 carbons, cycloalkyl of 3-8 carbons, aralkyl of 7-12 carbons and aryl of 6-14 carbons; i. R 7 is selected from primary or secondary alkyl of 1-12 carbons and cycloalkyl of 3-12 carbons; j. R 8 is selected from tertiary alkyl of 4-8 carbons and aryl of 6-14 carbons; and k. R 9 is a hydrocarbyl diradical selected from aliphatic hydrocarbyl of 2-20 carbons, cycloaliphatic hydrocarbyl of 3-20 carbons, aliphatic-cycloaliphatic hydrocarbyl of 4-20 carbons and aromaticaliphatic hydrocarbyl of 7-20 carbons optionally containing one or more nonadjacent and nonterminal oxygen, sulfur or nitrogen atoms in the backbone structure, and from aromatic of 6-12 carbons.
Claim 3
Dependent Claim 14 words
A compound as in claim 1 wherein n is 1 and Z is -NCX.
Claim 4
Dependent Claim 8 words
A compound as in claim 1, 2-t-butylazo -1-isothiocyanatocyclohexane.
Claim 5
Dependent Claim 7 words
A compound as in claim 1, 2-t-butylazo-2-isocyanatopropane.
Claim 6
Dependent Claim 7 words
A compound as in claim 1, N-(1-(t-butylazo)cyclohexyl)-N',N'-diethylurea.
Claim 7
Dependent Claim 7 words
A compound as in claim 1, 2,2'-azobis(2-isothiocyanato-4-methylpentane).
Claim 8
Dependent Claim 7 words
A compound as in claim 1, 2,2'-azobis-(2-isocyanatobutane).
Claim 9
Dependent Claim 7 words
A compound as in claim 1, N-(1-(t-butylazo)-1,3-dimethylbutyl)-N'-butylthiourea.
Claim 10
Dependent Claim 7 words
A compound as in claim 1, 1-t-butylazo-1-(methoxythiocarbonyl-amino)-cyclohexane.
Claim 11
Dependent Claim 8 words
A compound as in claim 1, 2-t-butylazo-2-(methoxycarbonylamino) propane.

References Cited (Backward Citations)

US2586995A Cited
US3282912A Cited
US3649614A Cited
US3644406A Cited
US3775395A Cited
US3752802A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-06-06 1980-12-06 1981-06-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-06-06 1984-12-06 1985-06-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-06-06 1988-12-06 1989-06-07 $7700.00 Window Closed / Lapsed

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