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US4958043A Expired / Lapsed US ⏱️ 0.0 years remaining

Novel methine compounds, polymers containing them and formed articles therefrom

Assignee: Eastman Chemical Co
•
Filing: 1988-04-18
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Granted: 1990-09-18
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Expires: 2008-04-18
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Abstract

Abstract A composition useful for incorporation into polymer compositions employed for food packaging or the like comprising a bis- or tris-methine compound having the structural formula ##STR1## wherein A is selected from the radicals ##STR2## wherein R' and R" are each selected from chlorine, bromine, fluorine, alkyl, alkoxy, aryl, aryloxy and arylthio; each n is independently 0, 1, 2; R 1 is selected from a large variety of radicals such as cycloalkyl, phenyl, and straight or branched alkyl which may be substituted; R 2 is alkylene or the like; R 3 , R 4 , and R 5 are each selected from hydrogen and alkyl; and P and Q and P 1 and Q 1 are selected from cyano, carbalkoxy, carbaryloxy, carbaralkyloxy, or the like. The invention compositions are especially useful in combination with molding or fiber-grade condensation polymer; most preferably such polymer having copolymerized therein a total of from 1.0 to about 100,000 ppm, of the reactant residue moieties of one or more of such bis- or tris-methine compounds.

Inventors

  • 👤 Max A. Weaver
  • 👤 Wayne P. Pruett
  • 👤 Samuel D. Hilbert

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 15:20
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/0008; C08K5/005; C07; C07C; C07C229/00; C07C229/40; C07C229/44; C07C255/00; C07C255/01; C07C255/32; C07C255/34; C07C311/00; C07C311/30; C07C311/31; C07C311/35; C07C311/37; C07C311/38; C07C311/39; C07C311/42; C07C317/00; C07C317/44; C07C323/00; C07C323/50; C07C323/51; C07C323/60; C08G; C08G63/00; C08G63/68; C08G63/685; C08G63/6854; C08G63/6858; C08G64/00; C08G64/04; C08G64/045; C08K5/16; C08K5/315

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 471 words
A compound having the structural formula: ##STR255## wherein: R' is selected from chlorine, bromine, fluorine, alkyl, alkoxy, phenyl, phenoxy or phenylthio; n is 0, 1, or 2; R 1 is selected from: C 5 up to C 7 cycloalkyl, phenyl, --R 2 --Z--B'--CH═C(P a )Q, wherein R 2 , P a and Q are as defined below, Z is O or S, and B' is arylene, straight or branched alkenyl, straight or branched alkyl, straight or branched alkyl substituted with at least one of: phenylcarbamoyloxy, alkanoylamino, carboxy, alkylsulfonyl, vinylsulfonyl, acrylamido, sulfamyl, alkylsulfonamido, phenylsulfonamido, alkoxycarbonylamino, N-alkylcarbamoyloxy, groups of the formula: --O--R 6 , --S--R 6 or --SO 2 CH 2 CH 2 SR6, wherein R 6 is selected from: alkyl, or aryl, --CONR 7 R 7 , --SO 2 NR 7 R 7 , wherein each R 7 is independently selected from: H, alkyl, phenoxyalkyl, alkylsulfonylalkyl, alkylthioalkyl, alkanoyloxyalkyl, aryl; --OXR 8 , --NHXR 8 or --XR 8 , wherein X is --CO--, --COO--, or --SO 2 --; and each R 8 is selected from: alkyl, cycloalkyl, phenoxyalkyl, alkylsulfonylalkyl, alkylthioalkyl, alkanoyloxyalkyl; and when X is --CO--, R 8 can further be selected from: H, alkenyl, amino, alkyamino, dialkylamino, arylamino, aryl, alkoxy, alkanoyloxyalkoxy, phenoxy, alkylphenoxy, carboxyphenoxy, alkoxyphenoxy, carbalkoxyphenoxy, or halogenophenoxy; R 2 is selected from: alkylene, alkylene substituted with --Z--B'--CH═C(P a )Q, wherein Z and B' are as defined above and P a and Q are as defined below, arylene, aralkylene, alkylene-O-alkylene, alkylene-O-arylene-O-alkylene, alkylene-arylene-alkylene, alkylene-cyclohexylene-alkylene, alkylene-S-alkylene, alkylene-SO 2 -alkylene, ##STR256## wherein R 9 is selected from: alkyl, aryl, alkanoyl, alkylsulfonyl, aroyl, or arylsulfonyl; P a , Q, P 1 and Q 1 are each independently selected from: cyano, carbalkoxy, carbocycloalkoxy, carbaryloxy, carbaralkyloxy, carbalkenyloxy, carbamyl, carboxy, alkanoyl, aroyl, N-alkylcarbamyl, N-alkyl-N-arylcarbamyl, N,N-dialkylcarbamyl, N-arylcarbamyl, N-cyclohexylcarbamyl, --SO 2 --alkyl, --SO 2 --aryl, aryl; with the proviso that at least one of P a , Q, P 1 , or Q 1 is cyano, and at least one of R 1 , R 2 , P a , Q, P 1 and Q 1 is a group reactive under condensation polymerization conditions, or bears a group reactive under condensation polymerization conditions, so as to incorporate said compound into the resulting polymer, said group selected from: carboxy, carbalkoxy, carbaryloxy, N-alkylcarbamyloxy, alkanoyloxy, chlorocarbonyl, carbamyloxy, amino, alkylamino, hydroxyl, N-phenylcarbamyloxy, cyclohexanoyloxy, or carbocyclohexyloxy; wherein in each of the above definitions the alkyl or alkylene moieties or portions of the various groups contain up to 8 carbon atoms, straight or branched chain, aryl moieties or portions of the various groups are carbocyclic species and contain in the range of 6 up to 10 carbon atoms; and wherein each alkyl, alkylene, alkoxy, aryl, or cycloalkyl moiety or portion of a group or radical can be further substituted with hydroxy, acyloxy, alkyl, cyano, alkoxycarbonyl, halogen, carbonylhalide, alkoxy, aryl, aryloxy, cycloalkyl, amino, alkylamino, alkanoylamino, or carboxy groups.
Claim 2
Dependent Claim 471 words
A compound having the structural formula: ##STR255## wherein: R' is selected from chlorine, bromine, fluorine, alkyl, alkoxy, phenyl, phenoxy or phenylthio; n is 0, 1, or 2; R 1 is selected from: C 5 up to C 7 cycloalkyl, phenyl, --R 2 --Z--B'--CH═C(P a )Q, wherein R 2 , P a and Q are as defined below, Z is O or S, and B' is arylene, straight or branched alkenyl, straight or branched alkyl, straight or branched alkyl substituted with at least one of: phenylcarbamoyloxy, alkanoylamino, carboxy, alkylsulfonyl, vinylsulfonyl, acrylamido, sulfamyl, alkylsulfonamido, phenylsulfonamido, alkoxycarbonylamino, N-alkylcarbamoyloxy, groups of the formula: --O--R 6 , --S--R 6 or --SO 2 CH 2 CH 2 SR6, wherein R 6 is selected from: alkyl, or aryl, --CONR 7 R 7 , --SO 2 NR 7 R 7 , wherein each R 7 is independently selected from: H, alkyl, phenoxyalkyl, alkylsulfonylalkyl, alkylthioalkyl, alkanoyloxyalkyl, aryl; --OXR 8 , --NHXR 8 or --XR 8 , wherein X is --CO--, --COO--, or --SO 2 --; and each R 8 is selected from: alkyl, cycloalkyl, phenoxyalkyl, alkylsulfonylalkyl, alkylthioalkyl, alkanoyloxyalkyl; and when X is --CO--, R 8 can further be selected from: H, alkenyl, amino, alkyamino, dialkylamino, arylamino, aryl, alkoxy, alkanoyloxyalkoxy, phenoxy, alkylphenoxy, carboxyphenoxy, alkoxyphenoxy, carbalkoxyphenoxy, or halogenophenoxy; R 2 is selected from: alkylene, alkylene substituted with --Z--B'--CH═C(P a )Q, wherein Z and B' are as defined above and P a and Q are as defined below, arylene, aralkylene, alkylene-O-alkylene, alkylene-O-arylene-O-alkylene, alkylene-arylene-alkylene, alkylene-cyclohexylene-alkylene, alkylene-S-alkylene, alkylene-SO 2 -alkylene, ##STR256## wherein R 9 is selected from: alkyl, aryl, alkanoyl, alkylsulfonyl, aroyl, or arylsulfonyl; P a , Q, P 1 and Q 1 are each independently selected from: cyano, carbalkoxy, carbocycloalkoxy, carbaryloxy, carbaralkyloxy, carbalkenyloxy, carbamyl, carboxy, alkanoyl, aroyl, N-alkylcarbamyl, N-alkyl-N-arylcarbamyl, N,N-dialkylcarbamyl, N-arylcarbamyl, N-cyclohexylcarbamyl, --SO 2 --alkyl, --SO 2 --aryl, aryl; with the proviso that at least one of P a , Q, P 1 , or Q 1 is cyano, and at least one of R 1 , R 2 , P a , Q, P 1 and Q 1 is a group reactive under condensation polymerization conditions, or bears a group reactive under condensation polymerization conditions, so as to incorporate said compound into the resulting polymer, said group selected from: carboxy, carbalkoxy, carbaryloxy, N-alkylcarbamyloxy, alkanoyloxy, chlorocarbonyl, carbamyloxy, amino, alkylamino, hydroxyl, N-phenylcarbamyloxy, cyclohexanoyloxy, or carbocyclohexyloxy; wherein in each of the above definitions the alkyl or alkylene moieties or portions of the various groups contain up to 8 carbon atoms, straight or branched chain, aryl moieties or portions of the various groups are carbocyclic species and contain in the range of 6 up to 10 carbon atoms; and wherein each alkyl, alkylene, alkoxy, aryl, or cycloalkyl moiety or portion of a group or radical can be further substituted with hydroxy, acyloxy, alkyl, cyano, alkoxycarbonyl, halogen, carbonylhalide, alkoxy, aryl, aryloxy, cycloalkyl, amino, alkylamino, alkanoylamino, or carboxy groups.
Claim 3
Dependent Claim 91 words
A compound in accordance with claim 1 wherein R 1 is selected from: allyl, alkyl of 1 up to 6 carbon atoms, alkyl of 1 up to 6 carbon atoms substituted with: cyclohexyl, phenyl, phenyl substituted with: C 1 up to C 6 alkyl, C 1 up to C 6 alkoxy, halogen, carboxy or carbalkoxy, hydroxy, alkoxy, aryloxy, halogen, carbalkoxy, alkylthio, arylthio, cyano, carbamyl, alkylsulfonyl, alkanoyloxy, or aroyloxy; cyclopentyl, cyclohexyl, phenyl, or phenyl substituted with: C 1 up to C 6 alkyl, C 1 up to C 6 alkoxy, or halogen.
Claim 4
Dependent Claim 21 words
A compound in accordance with claim 1 wherein R 2 is selected from C 2 up to C 6 alkylene group.
Claim 5
Dependent Claim 16 words
A compound in accordance with claim 3 wherein R 2 is --CH 2 CH 2 --.
Claim 6
Dependent Claim 16 words
A compound in accordance with claim 1 wherein P a and P 1 are each cyano.
Claim 7
Dependent Claim 15 words
A compound in accordance with claim 1 wherein Q and Q 1 are each carbalkoxy.
Claim 8
Dependent Claim 11 words
The compound according to claim 1 having the structural formula ##STR257##
Claim 9
Dependent Claim 11 words
The compound according to claim 1 having the structural formula ##STR258##
Claim 10
Dependent Claim 11 words
The compound according to claim 1 having the structural formula ##STR259##
Claim 11
Dependent Claim 11 words
The compound according to claim 1 having the structural formula ##STR260##

References Cited (Backward Citations)

US3634320A Cited
US4338247A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-09-17 1994-03-19 1994-09-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-09-17 1998-03-19 1998-09-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-09-17 2002-03-19 2002-09-18 $7700.00 Window Closed / Lapsed

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