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US4249011A Expired / Lapsed US ⏱️ 0.0 years remaining

Poly(ethylenically unsaturated alkoxy) heterocyclic compounds

Assignee: 3M Co
•
Filing: 1979-06-25
•
Granted: 1981-02-03
•
Expires: 1999-06-25
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Abstract

Abstract Ethylenically unsaturated crosslinking agents and polymerizable monomers are disclosed. These agents contain a heterocyclic nucleus and are capable of forming oxygen insensitive, radiation curable systems.

Inventors

  • 👤 Larry A. Wendling

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 22:48
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; C; C07; C07D; C07D233/00; C07D233/54; C07D233/66; C07D233/72; C08; C08F; C08F16/00; C08F16/12; C08F16/14; C08F16/28; C08F20/00; C08F20/02; C08F20/10; C08F20/34; C08F20/36; C09; C09D; C09D129/00; C09D129/10; C09D4/00

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 286 words
A compound of the formula: A.sup.1 --Z--A.sup.2 wherein A 1 and A 2 are independently groups having terminal ethylenic unsaturation said groups having the formula: ##STR19## in which R--O-- is a monovalent residue of an aliphatic terminally unsaturated primary alcohol, ROH, where R is selected from the formulae: ##STR20## wherein E is selected from the formulae ##STR21## a and c are independently integers of from 1 to 6, b is zero or an integer of from 1 to 6, R 1 and R 4 are independently hydrogen or methyl, R 5 is an aliphatic group having 1 to 15 carbon atoms which may be interrupted with up to two groups selected from the class consisting of ether oxygen groups or ##STR22## R 5 having a valence of m+1 wherein m is an integer of 1 to 5, R 2 is selected from the group of hydrogen, ##STR23## wherein R 6 is selected from alkyl and alkenyl groups having up to 5 carbon atoms, R 7 is an aliphatic group of up to 8 carbon atoms or aromatic group of up to 8 carbon atoms, R 3 is an alkylene group having 1 to 6 carbon atoms and up to one catenary oxygen in the group, and Z is a heterocyclic group of the formula: ##STR24## wherein X is a divalent group required to complete a 5-membered heterocyclic ring and is selected from the group of ##STR25## wherein R 8 and R 9 are independently selected from hydrogen, alkyl groups of 1 to 4 carbon atoms, cycloalkyl groups of 3 to 6 carbon atoms, and phenyl groups, and A 3 is a group having terminal ethylenic unsaturation as defined above for A 1 and A 2 .
Claim 2
Dependent Claim 286 words
A compound of the formula: A.sup.1 --Z--A.sup.2 wherein A 1 and A 2 are independently groups having terminal ethylenic unsaturation said groups having the formula: ##STR19## in which R--O-- is a monovalent residue of an aliphatic terminally unsaturated primary alcohol, ROH, where R is selected from the formulae: ##STR20## wherein E is selected from the formulae ##STR21## a and c are independently integers of from 1 to 6, b is zero or an integer of from 1 to 6, R 1 and R 4 are independently hydrogen or methyl, R 5 is an aliphatic group having 1 to 15 carbon atoms which may be interrupted with up to two groups selected from the class consisting of ether oxygen groups or ##STR22## R 5 having a valence of m+1 wherein m is an integer of 1 to 5, R 2 is selected from the group of hydrogen, ##STR23## wherein R 6 is selected from alkyl and alkenyl groups having up to 5 carbon atoms, R 7 is an aliphatic group of up to 8 carbon atoms or aromatic group of up to 8 carbon atoms, R 3 is an alkylene group having 1 to 6 carbon atoms and up to one catenary oxygen in the group, and Z is a heterocyclic group of the formula: ##STR24## wherein X is a divalent group required to complete a 5-membered heterocyclic ring and is selected from the group of ##STR25## wherein R 8 and R 9 are independently selected from hydrogen, alkyl groups of 1 to 4 carbon atoms, cycloalkyl groups of 3 to 6 carbon atoms, and phenyl groups, and A 3 is a group having terminal ethylenic unsaturation as defined above for A 1 and A 2 .
Claim 3
Dependent Claim 25 words
The compound of claim 1 wherein R 2 is ##STR26## wherein R 7 is selected from alkyl group, phenyl group, acryloyloxyalkyl group, and methacryloyloxyalkyl group.
Claim 4
Dependent Claim 27 words
The compound of claim 1 wherein R 2 is ##STR27## and R 7 is selected from alkyl groups of up to eight carbon atoms and phenyl groups.
Claim 5
Dependent Claim 32 words
The compound of claim 1 wherein R 2 is hydrogen and R 5 is an alkyl group having a valence of 2 to 6 with up to two catenary ether oxygen atoms.
Claim 6
Dependent Claim 9 words
The compound of claim 4 wherein X is ##STR28##
Claim 7
Dependent Claim 47 words
The compound of claim 5 wherein R 8 and R 9 are independently selected from hydrogen and alkyl group of 1 to 4 carbon atoms, and R 5 is an alkyl group having a valence of 2 to 6 with up to two catenary ether oxygen atoms.
Claim 8
Dependent Claim 15 words
The compound of claim 5 wherein E is ##STR29## and m is 2 to 5.
Claim 9
Dependent Claim 15 words
The compound of claim 6 wherein E is ##STR30## and m is 2 to 5.
Claim 10
Dependent Claim 9 words
The compound of claim 8 wherein X is ##STR31##
Claim 11
Dependent Claim 53 words
The compound of claim 7 wherein R 2 is selected from hydrogen, ##STR32## wherein R 6 is selected from alkenyl or alkyl radicals of 2 to 5 carbon atoms and R 7 is selected from the group of alkyl radical of up to eight carbon atoms, phenyl radical, acryloyloxyalkyl radical and methacryloyloxyalkyl radical.
Claim 12
Dependent Claim 53 words
The compound of claim 8 wherein R 2 is selected from hydrogen, ##STR33## wherein R 6 is selected from alkenyl or alkyl radicals of 2 to 5 carbon atoms and R 7 is selected from the group of alkyl radical of up to eight carbon atoms, phenyl radical, acryloyloxyalkyl radical or methacryloyloxyalkyl radical.
Claim 13
Dependent Claim 53 words
The compound of claim 9 wherein R 2 is selected from hydrogen, ##STR34## wherein R 6 is selected from alkenyl or alkyl radicals of 2 to 5 carbon atoms and R 7 is selected from the group of alkyl radical of up to eight carbon atoms, phenyl radical, acryloyloxyalkyl radical or methacryloyloxyalkyl radical.
Claim 14
Dependent Claim 27 words
The compound of claim 1 wherein R 5 is an alkyl group having a valence of 2 to 6 with up to two catenary ether oxygen atoms.
Claim 15
Dependent Claim 14 words
The compound of claim 13 having no catenary oxygen atoms in R 5 .
Claim 16
Dependent Claim 27 words
The compound of claim 1 wherein R 2 is selected from ##STR35## and R 6 is selected from alkyl and alkenyl having 2 to 5 carbon atoms.

References Cited (Backward Citations)

US3808226A Cited
US3852302A Cited
US3847769A Cited
US3821098A Cited
US4071477A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-02-03 1984-08-04 1985-02-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-02-03 1988-08-04 1989-02-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-02-03 1992-08-04 1993-02-03 $7700.00 Window Closed / Lapsed

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