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US3979406A Expired / Lapsed US ⏱️ 0.0 years remaining

Polymerizable esters containing oxazolidinone structures

Assignee: Individual
•
Filing: 1975-01-02
•
Granted: 1976-09-07
•
Expires: 1995-01-02
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Abstract

Abstract Crosslinkable monomers containing oxazolidinone structures are prepared by reacting polyisocyanates with acrylic esters containing an epoxy group. These polyfunctional monomers can be homopolymerized or copolymerized with other monomers or polymers containing olefinic unsaturation to insoluble, infusible polymers, including copolymers. The monomers and polymers find utility as castings, moldings, impregnants, coatings and for the production of reinforced laminates. Curing can be accomplished by any of the known methods, such as thermally, by the use of catalysts, by ultraviolet light, and by ionizing radiation. The monomers have the formula O-CH-(CHR)xOOCC(Y)=CH2 ¦¦ O=C¦ ¦¦ Q---N-CHR n WHEREIN N HAS A NUMERICAL VALUE OF AT LEAST TWO, X IS 1-8, R is hydrocarbon, Y is H, CH3 or CH, and Q is a polyvalent organic moiety.

Inventors

  • 👤 Gaetano D'Alelio

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 06:01
CPC Classifications
C; C07; C07D; C07D263/00; C07D263/02; C07D263/08; C07D263/16; C07D263/18; C07D263/20; C07D263/24; C08; C08F; C08F20/00; C08F20/02; C08F20/10; C08F20/34; C08F20/36

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 232 words
A polymerizable polyoxazolidinone compound having the formula ##EQU31## wherein n is an integer having a value of at least 2 and no more than 12, Y represents H, CH 3 or CN, r has no more than 10 carbon atoms and represents hydrogen, or alkyl, cycloalkyl, phenyl, naphthyl, and alkylated phenyl in which the total number of carbon atoms in the alkyl groups does not exceed 4, except that in the (CHR) x no more than one R represents anything other than hydrogen, x is an integer having a value of 1 to 8, and Q is a polyvalent organic moiety of 2-83 carbon atoms consisting of alkylene, phenylene, xylylene, tolylene, naphthylene, diphenylene, CH(C 6 H 4 --) 3 , CH 2 (C 6 H 4 --) 2 , or chloro derivatives thereof in which the chlorine atoms are attached directly to an aromatic nucleus, or --Q'ZQ'-- wherein Z is the divalent --O--, --O--Q'--O--, --C(O)--, --C(O)O--, --S--, --S--Q'--S--, --SO 2 --, --NHC(O)O--, or ##EQU32## and Q' is phenylene, tolylene, xylylene, naphthylene or alkylene of 2-20 carbon atoms; ##EQU33## wherein n' is 2-12; --C.sub.6 H.sub.3 (CH.sub.3)NHC(O)O[CH.sub.2 C(CH.sub.3)O].sub.n.sub.' (O)CNHC 6 H 3 (CH 3 )-- wherein n is 2-12; C.sub.3 H.sub.5 O.sub.3 [--CH(CH.sub.3)CH.sub.2 OCH(CH.sub.3)CH.sub.2 --].sub.3 ; c[--ch.sub.2 o(ch.sub.2 ch.sub.2 o).sub.4 --].sub.4 ; c(ch.sub.3).sub.2 [c.sub.6 h.sub.6 och.sub.2 ch.sub.2 oocnhc.sub.6 h.sub.4 --].sub.2 ; ##EQU34## --c.sub.6 h.sub.3 (ch.sub.3 (ch.sub.3)nhc(o)[och.sub.2 ch.sub.2 o(o)cch=chc(o)].sub.3 och.sub.2 ch.sub.2 (o)ocnhc.sub.6 h.sub.3 --(ch.sub.3); ##EQU35##
Claim 2
Dependent Claim 232 words
A polymerizable polyoxazolidinone compound having the formula ##EQU31## wherein n is an integer having a value of at least 2 and no more than 12, Y represents H, CH 3 or CN, r has no more than 10 carbon atoms and represents hydrogen, or alkyl, cycloalkyl, phenyl, naphthyl, and alkylated phenyl in which the total number of carbon atoms in the alkyl groups does not exceed 4, except that in the (CHR) x no more than one R represents anything other than hydrogen, x is an integer having a value of 1 to 8, and Q is a polyvalent organic moiety of 2-83 carbon atoms consisting of alkylene, phenylene, xylylene, tolylene, naphthylene, diphenylene, CH(C 6 H 4 --) 3 , CH 2 (C 6 H 4 --) 2 , or chloro derivatives thereof in which the chlorine atoms are attached directly to an aromatic nucleus, or --Q'ZQ'-- wherein Z is the divalent --O--, --O--Q'--O--, --C(O)--, --C(O)O--, --S--, --S--Q'--S--, --SO 2 --, --NHC(O)O--, or ##EQU32## and Q' is phenylene, tolylene, xylylene, naphthylene or alkylene of 2-20 carbon atoms; ##EQU33## wherein n' is 2-12; --C.sub.6 H.sub.3 (CH.sub.3)NHC(O)O[CH.sub.2 C(CH.sub.3)O].sub.n.sub.' (O)CNHC 6 H 3 (CH 3 )-- wherein n is 2-12; C.sub.3 H.sub.5 O.sub.3 [--CH(CH.sub.3)CH.sub.2 OCH(CH.sub.3)CH.sub.2 --].sub.3 ; c[--ch.sub.2 o(ch.sub.2 ch.sub.2 o).sub.4 --].sub.4 ; c(ch.sub.3).sub.2 [c.sub.6 h.sub.6 och.sub.2 ch.sub.2 oocnhc.sub.6 h.sub.4 --].sub.2 ; ##EQU34## --c.sub.6 h.sub.3 (ch.sub.3 (ch.sub.3)nhc(o)[och.sub.2 ch.sub.2 o(o)cch=chc(o)].sub.3 och.sub.2 ch.sub.2 (o)ocnhc.sub.6 h.sub.3 --(ch.sub.3); ##EQU35##
Claim 3
Dependent Claim 11 words
The compound of claim 1 in which both R's are hydrogen.
Claim 4
Dependent Claim 10 words
The compound of claim 2 in which Y is hydrogen.
Claim 5
Dependent Claim 10 words
The compound of claim 2 in which Y is methyl.
Claim 6
Dependent Claim 14 words
The compound of claim 2 in which Q is hydrocarbon of 2-20 carbon atoms.
Claim 7
Dependent Claim 10 words
The compound of claim 5 in which Y is hydrogen.
Claim 8
Dependent Claim 10 words
The compound of claim 5 in which Y is methyl.
Claim 9
Dependent Claim 14 words
The compound of claim 5 in which Q is --C 6 H 4 --.
Claim 10
Dependent Claim 14 words
The compound of claim 5 in which Q is --(CH 2 ) 6 --.
Claim 11
Dependent Claim 16 words
The compound of claim 5 in which Q is --C 6 H 3 (CH 3 )--.

References Cited (Backward Citations)

US3313747A Cited
US3519608A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-09-07 1980-03-08 1980-09-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-09-07 1984-03-08 1984-09-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-09-07 1988-03-08 1988-09-07 $7700.00 Window Closed / Lapsed

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