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Nitrogen compounds that delay the metathesis polymerization of cycloolefins

Assignee: Hercules LLC
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Filing: 1988-12-30
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Granted: 1989-11-28
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Expires: 2008-12-30
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Abstract

Abstract Disclosed is a method of delaying the metathesis polymerization of strained ring cycloolefins by addition of certain nitrogen-containing compounds including various aromatic amines or mixtures thereof.

Inventors

  • 👤 Albert S. Matlack

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 01:37
CPC Classifications
C; C08; C08F; C08F4/00; C08G; C08G61/00; C08G61/02; C08G61/04; C08G61/06; C08G61/08

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 88 words
A polymerization feed composition comprising: (a) a metathesis polymerizable cycloolefin; (b) a metathesis polymerization catalyst; (c) a catalyst activator comprising an alkyl aluminum compound; and (d) a reaction rate moderator, wherein said reaction moderator is a nitrogen compound represented by the formula: ##STR3## wherein X represents an aryl, alkaryl, or haloaryl group; Y represents an alkyl group or hydrogen and Z represents an alkyl, aralkyl, or cycloalkyl group or hydrogen, and wherein when neither Y nor Z represent hydrogen, X, Y and Z all must represent alkyl groups.
Claim 2
Dependent Claim 88 words
A polymerization feed composition comprising: (a) a metathesis polymerizable cycloolefin; (b) a metathesis polymerization catalyst; (c) a catalyst activator comprising an alkyl aluminum compound; and (d) a reaction rate moderator, wherein said reaction moderator is a nitrogen compound represented by the formula: ##STR3## wherein X represents an aryl, alkaryl, or haloaryl group; Y represents an alkyl group or hydrogen and Z represents an alkyl, aralkyl, or cycloalkyl group or hydrogen, and wherein when neither Y nor Z represent hydrogen, X, Y and Z all must represent alkyl groups.
Claim 3
Dependent Claim 41 words
The polymerization feed composition of claim 1 wherein said metathesis polymerizable cycloolefin is a monomer selected from the group consisting of dicyclopentadiene, norbornene, norbornadiene, dimethanohexahydronaphthalene and substituted derivatives of said monomers, or a mixture of two or more of said monomers.
Claim 4
Dependent Claim 14 words
The polymerization feed composition of claim 2 wherein said metathesis polymerizable cycloolefin is dicyclopentadiene.
Claim 5
Dependent Claim 25 words
The polymerization feed composition of claim 3 wherein said reaction rate moderator comprises an additive selected from the group consisting of alkylarylamines and aryl amines.
Claim 6
Dependent Claim 22 words
The composition of claim 4 wherein the reaction rate moderator is an alkylarylamine selected from the group consisting of N-ethylaniline and aniline.
Claim 7
Dependent Claim 14 words
The composition of claim 5 wherein dichlorodiphenylmethane is added to said metathesis polymerization catalyst.
Claim 8
Dependent Claim 96 words
In a process for preparing molded objects wherein a liquid reaction mass comprising a metathesis polymerizable cycloolefin, a metathesis polymerization catalyst, an alkyl aluminum catalyst activator and a reaction rate moderator are charged to a mold in which polymerization will take place, the improvement wherein said reaction rate moderator comprises: ##STR4## wherein X represents an aryl, alkaryl, or haloaryl group; Y represents an alkyl group or hydrogen and Z represents an alkyl, aralkyl, or cycloalkyl group or hydrogen, and wherein when neither Y nor Z represents hydrogen, X, Y and Z all must represent alkyl groups.
Claim 9
Dependent Claim 96 words
In a process for preparing molded objects wherein a liquid reaction mass comprising a metathesis polymerizable cycloolefin, a metathesis polymerization catalyst, an alkyl aluminum catalyst activator and a reaction rate moderator are charged to a mold in which polymerization will take place, the improvement wherein said reaction rate moderator comprises: ##STR4## wherein X represents an aryl, alkaryl, or haloaryl group; Y represents an alkyl group or hydrogen and Z represents an alkyl, aralkyl, or cycloalkyl group or hydrogen, and wherein when neither Y nor Z represents hydrogen, X, Y and Z all must represent alkyl groups.
Claim 10
Dependent Claim 38 words
The process of claim 7 wherein said cycloolefin is a monomer selected from the group consisting of dicyclopentadiene, norbornene, norbornadiene, dimethanooctahydronaphthalene, dimethanohexahydronaphthalene and substituted derivatives of said monomers, or a mixture of two or more of said monomers.
Claim 11
Dependent Claim 10 words
The process of claim 8 wherein said cycloolefin is dichclopentadiene.
Claim 12
Dependent Claim 21 words
The process of claim 9 wherein said reaction rate moderator is selected from the group consisting of alkylarylamines and aryl amines.
Claim 13
Dependent Claim 18 words
The process of claim 10 wherein said alkylarylamine is selected from the group consisting of aniline and N-ethylaniline.
Claim 14
Dependent Claim 14 words
The process of claim 7 wherein dichlorodiphenylmethane is added to said methatesis polymerization catalyst.

References Cited (Backward Citations)

US4080491A Cited
US4727125A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-11-27 1993-05-29 1993-11-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-11-27 1997-05-29 1997-11-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-11-27 2001-05-29 2001-11-28 $7700.00 Window Closed / Lapsed

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