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US4051067A Expired / Lapsed US ⏱️ 0.0 years remaining

Stabilization of unsaturated carboxylic acid esters with mixtures of polyalkyleneamines and arylenediamines

Assignee: Monsanto Co
•
Filing: 1975-12-29
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Granted: 1977-09-27
•
Expires: 1995-12-29
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Abstract

Abstract A method of inhibiting polymerization of unsaturated carboxylic acid esters and improved unsaturated carboxylic acid ester compositions are described. The method comprises, and the compositions are prepared by, incorporating into the ester composition a combination comprising polyalkyleneamine and arylenediamine of the formula <IMAGE> in which X is hydrogen, chloro, trichloromethyl, trifluoromethyl, nitro, lower alkyl, lower alkoxy or phenoxy, R is hydrogen or alkyl, and R1 is alkyl or phenyl or R and R1 together with the nitrogen atom is a heterocycle selected from the group consisting of pyrrolidinyl, 2,5-dimethyl pyrrolidinyl, piperidino and hexahydro-1H-azepin-1-yl.

Inventors

  • 👤 Gene Ray Wilder

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 08:19
CPC Classifications
C; C07; C07C; C07C69/00; C07C69/52; C07C69/533; C07C69/54; C07C67/00; C07C67/48; C07C67/62; C09; C09K; C09K15/00; C09K15/04; C09K15/16; C09K15/18

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 104 words
An inhibitor composition comprising polyalkyleneamine which is an acyclic aliphatic compound having amino groups attached through alkylene of 1-10 carbon atoms and arylenediamine of the formula ##STR3## in which X is hydrogen, chloro, trichloromethyl, trifluoromethyl, nitro, lower alkyl, lower alkoxy, or phenoxy, R is hydrogen or alkyl, R 1 is alkyl or phenyl, or R and R 1 together with the nitrogen atom is a heterocyclic radical selected from the group consisting of pyrrolidinyl, 2,5-dimethylpyrrolidinyl, piperidino and hexahydro-1H-azepin-1-yl in which the polyalkyleneamine is 10-90 parts by weight and the arylenediamine is 10-90 parts by weight per 100 parts by weight of the inhibitor composition.
Claim 2
Dependent Claim 104 words
An inhibitor composition comprising polyalkyleneamine which is an acyclic aliphatic compound having amino groups attached through alkylene of 1-10 carbon atoms and arylenediamine of the formula ##STR3## in which X is hydrogen, chloro, trichloromethyl, trifluoromethyl, nitro, lower alkyl, lower alkoxy, or phenoxy, R is hydrogen or alkyl, R 1 is alkyl or phenyl, or R and R 1 together with the nitrogen atom is a heterocyclic radical selected from the group consisting of pyrrolidinyl, 2,5-dimethylpyrrolidinyl, piperidino and hexahydro-1H-azepin-1-yl in which the polyalkyleneamine is 10-90 parts by weight and the arylenediamine is 10-90 parts by weight per 100 parts by weight of the inhibitor composition.
Claim 3
Dependent Claim 26 words
The composition of claim 1 which comprises 20-80 parts by weight polyalkyleneamine and 20-80 parts by weight arylenediamine per 100 parts by weight of the composition.
Claim 4
Dependent Claim 16 words
The composition of claim 2 in which the arylenediamine is a p-phenylenediamine and X is hydrogen.
Claim 5
Dependent Claim 16 words
The composition of claim 3 in which the polyalkyleneamine is a polyethyleneamine of 3-7 nitrogen atoms.
Claim 6
Dependent Claim 11 words
The composition of claim 4 in which the polyethyleneamine is tetraethylenepentamine.
Claim 7
Dependent Claim 14 words
The composition of claim 4 in which R and R 1 are lower alkyl.
Claim 8
Dependent Claim 13 words
The composition of claim 6 in which R and R 1 are methyl.
Claim 9
Dependent Claim 15 words
The composition of claim 4 in which R is hydrogen and R 1 is phenyl.
Claim 10
Dependent Claim 16 words
The composition of claim 4 in which R is hydrogen and R 1 is lower alkyl.
Claim 11
Dependent Claim 11 words
The composition of claim 9 in which R 1 is tertamyl.
Claim 12
Dependent Claim 11 words
The composition of claim 4 in which ##STR4## is heterocyclic radical.
Claim 13
Dependent Claim 10 words
The composition of claim 11 in which ##STR5## is hexahydro-1H-azepin-1-yl.
Claim 14
Dependent Claim 11 words
The composition of claim 4 in which the arylenediamine is N-(1,3-dimethylbutyl)-N'-(phenyl)-p-phenylenediamine.
Claim 15
Dependent Claim 16 words
The composition of claim 4 in which the arylenediamine is a mixture comprising N-(1,4-dimethylpentyl)-N'-(phenyl)-p-phenylenediamine and N-(1,3-dimethylbutyl)-N'-(phenyl)-o-phenylenediamine.

References Cited (Backward Citations)

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US2796336A Cited
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US3000852A Cited
US3507826A Cited
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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) 1980-09-26 1981-03-28 1981-09-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-09-26 1985-03-28 1985-09-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-09-26 1989-03-28 1989-09-27 $7700.00 Window Closed / Lapsed

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