US4638079A
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Inhibiting polymerization of ethylenically unsaturated monomers
Assignee: Rohm and Haas Co
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Filing: 1985-01-17
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Granted: 1987-01-20
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Expires: 2005-01-17
Abstract
Abstract Disclosed is a process for inhibiting polymerization of polymerizable ethylenically unsaturated monomers such as hydrocarbons, acids and esters, wherein a cobalt (III), nickel (II) or manganese (II) complex of N-nitrosophenylhydroxylamine is employed. A composition including a polymerizable ethylenically unsaturated monomer and the complex is also disclosed. In a preferred embodiment, polymerization of an acrylic acid or an acrylate ester is inhibited.
Inventors
- 👤 Ervin B. Inskip
- 👤 Joseph M. Patane
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 23:57
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/42; C07C51/50; C07C67/00; C07C67/48; C07C67/62
Claims Analysis
Total Claims: 31
Claim 1
Independent Claim
72 words
A process for inhibiting polymerization of a polymerizable ethylenically unsaturated acid monomer, which comprises admixing therewith per 100 parts by weight of the monomer 0.001-0.5 part by weight of at least one metal complex of N-nitrosophenylhydroxylamine having the formula MA n where M is a cation selected from cobalt (III), nickel (II) and manganese (II), A is the anion of N-nitrosophenylhydroxylamine and n is a number equal to the valence of M.
Claim 2
Dependent Claim
72 words
A process for inhibiting polymerization of a polymerizable ethylenically unsaturated acid monomer, which comprises admixing therewith per 100 parts by weight of the monomer 0.001-0.5 part by weight of at least one metal complex of N-nitrosophenylhydroxylamine having the formula MA n where M is a cation selected from cobalt (III), nickel (II) and manganese (II), A is the anion of N-nitrosophenylhydroxylamine and n is a number equal to the valence of M.
Claim 3
Dependent Claim
40 words
The process of claim 1 wherein said metal complex is prepared by a method comprising adding to an aqueous solution of a salt of the cation an aqueous solution containing the stoichiometric equivalent amount of the ammonium salt of N-nitrosophenylhydroxylamine.
Claim 4
Dependent Claim
25 words
The process of claim 2 wherein said salt is selected from the group consisting of cobalt (III) nitrate, nickel (II) nitrate and manganese (II) sulfate.
Claim 5
Dependent Claim
23 words
The process of claim 1 wherein said monomer is an acrylic monomer selected from the group consisting of acrylic acid and methacrylic acid.
Claim 6
Dependent Claim
69 words
A composition comprising a mixture of a polymerizable ethylenically unsaturated acid monomer and per 100 parts by weight of the monomer 0.001-0.5 part by weight of at least one metal complex of N-nitrosophenylhydroxylamine having the formula MA n where M is a cation selected from cobalt (III), nickel (II) and manganese (II), A is the anion of N-nitrosophenylhydroxylamine and n is a number equal to the valence of M.
Claim 7
Dependent Claim
69 words
A composition comprising a mixture of a polymerizable ethylenically unsaturated acid monomer and per 100 parts by weight of the monomer 0.001-0.5 part by weight of at least one metal complex of N-nitrosophenylhydroxylamine having the formula MA n where M is a cation selected from cobalt (III), nickel (II) and manganese (II), A is the anion of N-nitrosophenylhydroxylamine and n is a number equal to the valence of M.
Claim 8
Dependent Claim
40 words
The composition of claim 5 wherein said metal complex is prepared by a method comprising adding to an aqueous solution of a salt of the cation an aqueous solution containing the stoichiometric equivalent amount of the ammonium salt of N-nitrosophenylhydroxylamine.
Claim 9
Dependent Claim
25 words
The composition of claim 6 wherein said salt is selected from the group consisting of cobalt (III) nitrate, nickel (II) nitrate and manganese (II) sulfate.
Claim 10
Dependent Claim
23 words
The composition of claim 5 wherein said monomer is an acrylic monomer selected from the group consisting of acrylic acid and methacrylic acid.
Claim 11
Dependent Claim
66 words
A process of inhibiting polymerization in the substantial absence of oxygen of a polymerizable ethylenically unsaturated ester monomer, which comprises admixing with said monomer per 100 parts by weight of the monomer 0.001-0.5 part by weight of at least one metal complex of N-nitrosophenylhydroxylamine having the formula MA n where M is the cobalt (III) cation, A is the anion of N-nitrosophenylhydroxylamine and n is 3.
Claim 12
Dependent Claim
66 words
A process of inhibiting polymerization in the substantial absence of oxygen of a polymerizable ethylenically unsaturated ester monomer, which comprises admixing with said monomer per 100 parts by weight of the monomer 0.001-0.5 part by weight of at least one metal complex of N-nitrosophenylhydroxylamine having the formula MA n where M is the cobalt (III) cation, A is the anion of N-nitrosophenylhydroxylamine and n is 3.
Claim 13
Dependent Claim
51 words
The process of claim 9 wherein said monomer is an acrylic monomer selected from the group consisting of alkyl esters of acrylic acid and an alkanol having from one to about 8 carbon atoms and alkyl esters of methacrylic acid and an alkanol having from one to about 8 carbon atoms.
Claim 14
Dependent Claim
41 words
The process of claim 10 wherein said monomer is selected from the group consisting of the acrylic acid esters of alcohols selected from the group consisting of methyl, ethyl, butyl and 2-ethylhexyl alcohol and the methacrylic acid esters of said alcohols.
Claim 15
Dependent Claim
16 words
The process of claim 11 where said monomer is a methacrylic acid ester of said alcohols.
Claim 16
Dependent Claim
11 words
The process of claim 11 wherein said monomer is methyl methacrylate.
Claim 17
Dependent Claim
65 words
A process for inhibiting polymerization in the presence of air of a polymerizable ethylenically unsaturated acid monomer, which comprises admixing with said monomer, per 100 parts by weight of the monomer, 0.001-0.5 part by weight of at least one metal complex of N-nitrosophenylhydroxylamine having the formula MA n where M is the manganese (II) cation, A is the anion of N-nitrosophenylhydroxylamine and n is 2.
Claim 18
Dependent Claim
65 words
A process for inhibiting polymerization in the presence of air of a polymerizable ethylenically unsaturated acid monomer, which comprises admixing with said monomer, per 100 parts by weight of the monomer, 0.001-0.5 part by weight of at least one metal complex of N-nitrosophenylhydroxylamine having the formula MA n where M is the manganese (II) cation, A is the anion of N-nitrosophenylhydroxylamine and n is 2.
Claim 19
Dependent Claim
23 words
The process of claim 14 wherein said monomer is an acrylic monomer selected from the group consisting of acrylic acid and methacrylic acid.
Claim 20
Dependent Claim
11 words
The process of claim 15 wherein said monomer is acrylic acid.
Claim 21
Dependent Claim
15 words
The process of claim 14 wherein said admixing is effected in the presence of air.
Claim 22
Dependent Claim
62 words
A composition stabilized against polymerization in the substantial absence of oxygen, which comprises a polymerizable ethylenically unsaturated ester monomer and, per 100 parts by weight of the monomer, 0.001-0.5 part by weight of at least one metal complex of N-nitrosophenylhydroxylamine having the formula MA n where M is the cobalt (III) cation, A is the anion of N-nitrosophenylhydroxylamine and n is 3.
Claim 23
Dependent Claim
62 words
A composition stabilized against polymerization in the substantial absence of oxygen, which comprises a polymerizable ethylenically unsaturated ester monomer and, per 100 parts by weight of the monomer, 0.001-0.5 part by weight of at least one metal complex of N-nitrosophenylhydroxylamine having the formula MA n where M is the cobalt (III) cation, A is the anion of N-nitrosophenylhydroxylamine and n is 3.
Claim 24
Dependent Claim
51 words
The composition of claim 18 wherein said monomer is an acrylic monomer selected from the group consisting of alkyl esters of acrylic acid and an alkanol having from one to about 8 carbon atoms and alkyl esters of methacrylic acid and an alkanol having from one to about 8 carbon atoms.
Claim 25
Dependent Claim
41 words
The composition of claim 19 wherein said monomer is selected from the group consisting of the acrylic acid esters of alcohols selected from the group consisting of methyl, ethyl, butyl and 2-ethylhexyl alcohol and the methacrylic acid esters of said alcohols.
Claim 26
Dependent Claim
16 words
The composition of claim 20 where said monomer is a methacrylic acid ester of said alcohols.
Claim 27
Dependent Claim
11 words
The composition of claim 20 wherein said monomer is methyl methacrylate.
Claim 28
Dependent Claim
61 words
A composition stabilized against polymerization in the presence of air, which comprises a polymerizable ethylenically unsaturated acid monomer and, per 100 parts by weight of the monomer, 0.001-0.5 part by weight of at least one metal complex of N-nitrosophenylhydroxylamine having the formula MA n where M is the manganese (II) cation, A is the anion of N-nitrosophenylhydroxylamine and n is 2.
Claim 29
Dependent Claim
61 words
A composition stabilized against polymerization in the presence of air, which comprises a polymerizable ethylenically unsaturated acid monomer and, per 100 parts by weight of the monomer, 0.001-0.5 part by weight of at least one metal complex of N-nitrosophenylhydroxylamine having the formula MA n where M is the manganese (II) cation, A is the anion of N-nitrosophenylhydroxylamine and n is 2.
Claim 30
Dependent Claim
23 words
The composition of claim 23 wherein said monomer is an acrylic monomer selected from the group consisting of acrylic acid and methacrylic acid.
Claim 31
Dependent Claim
11 words
The composition of claim 23 wherein said monomer is acrylic acid.
References Cited (Backward Citations)
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